M. CHETIOUI Souheyla

La structure du C17 H11 Br N2 O3 a été résolue à la température ambiante à partir de la diffraction des rayons X. Ce produit cristallise dans le groupe d’espace P b c a avec huit molécules par maille. L’empilement moléculaire se fait en zig zag suivant l’axe b avec une déclinaison de 67.03° des couches moléculaires les unes par rapport aux autres. Comme nous avons vu dans les produits similaire [1-3] la molécule formée par les deux cycles naphtalène et benzène, qui sont liés au groupe hydrazo, est presque plane avec un angle dièdre C1-N1-N2-C7 de 2,11° (5), l’angle entre les deux plans moyens des deux cycles de la molécule est égal à 9.68°.La structures molaires sont stabilisées par deux liaisons intra moléculaires N1-H1...O3 et N2...O2.
La cohésion moléculaire est dictée par la force d’interaction C H... O, C
H π et π π ces dernières impliquant des cycles benzène et naphtalène adjacents et ayant
une distance centroïde centroïde de 3,628 (8)Å, formant un réseau tridim ensionnel. Grâce au
programme CrystalExplorer17[4],et les empreintes digitales bidimensionnelles associées
l'analyse de la surface de Hirshfeld aide à comprendre l'empilement cristallin à partir du
fichier CIF, en identifiant d'une manière qualitative et q uantitative les interactions
intermoléculaires qui assurent la cohésion dans le cristal , ces interactions intermoléculaires à
travers le cristal, montrant que l’énergie de dispersion est le facteur le plus influent dans
l’organisation du cristal du compos é.

This study investigates the catalytic potential of five recently synthesized symmetrical azine ligands in combination with various metal
salts in situ for the synthesis of phenoxazinone synthase. UV spectrometry was used to analyze the resulting complexes, all of which exhibited
remarkable efficiency in catalyzing the oxidation of aminophenol to phenoxazinone under ambient conditions. In particular, the pairing of
the ligand L1 and CuCl2 in a 1:1 molar ratio ([1L/1M]) showed the highest catalytic performance. These results offer promising prospects
for the application of these complexes as effective catalysts in various chemical processes. Furthermore, a Density Functional Theory
investigation of the chemical reactivity of these ligands was carried out to determine various widely recognized quantum chemical descriptors,
including hardness, chemical potential, electrophilicity indices, and molecular orbital theory analysis. The study aimed to characterize
nucleophilic, electrophilic, electron-accepting, and electron-donating compounds.

The transition metal-azo dye complexes have attracted attention in both fundamental and applied
research due to their electronic and structural properties, particularly due to their potential to
yield new compounds with diverse biological activities and anticancer agents. A novel square
planar-trans-Pd(O,N)2 was synthesized with a high yield utilizing a one-pot approach employing
(E)-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate as the AZO-dye ligand. In order to
analyze their structure and understand their properties. The desired complex was characterized
using FT-IR, UV–Vis, NMR, and CHN-EA techniques. Subsequently, theoretical modeling of the
complex was performed using MEP/MAC/NPA methodologies. Two methodologies were
employed to monitor the coordination process of AZO-ligand with Pd(II): UV–Vis absorption and
FT-IR spectrum analysis. The TD-DFT and DFT/IR behaviors were simultaneously assessed to
compare the experimental results with theoretical predictions. Furthermore, both SC-XRD and
DFT analysis demonstrated that the deprotonated phenolic diazene form of the AZO-ligand
attached to the Pd(II) center by utilizing one nitrogen atom of the AZO-ligand and the ionic
oxygen of the phenol. The SC-XRD analysis verified the presence of a slightly distorted squareplanar geometry around the PdII center in the neutral trans-Pd(O,N)2 complex. All of the oxy
gen atoms in the complex participated in non-classical C-H….O hydrogen bonding, leading to the
formation of novel edge-fused rings R2
2(24) and R2
2(12) synthons. These synthons create a 3Dnetwork with a linked parallel matrix. Interestingly, Hirshfeld surface analysis (HSA) stimula
tion revealed many hot sites on the complex surface, confirming the formation of strong non-classical [C-H....O] interactions. From the observed docking behavior with the DNA, it can be
concluded that the trans-Pd(O,N)2 showed superior binding compared to the free AZO-ligand. The
results of this work are a contribution to the study of this class of metal complexes and their
physicochemical properties and offer promising perspectives for the realization of new works

The effect of Al substitution on copper sites in ceramic cuprates of the Bi2Sr2Ca0Cu1-xOyAlx system, where x = 0.0, 0.2, and 0.4, on the structural and superconducting properties has been examined. Undoped and Al-doped samples were synthesized using the traditional solid-state reaction technique. The samples were characterized structurally by means of X-ray diffraction, scanning electron microscopy and energy dispersive X-ray spectrometry. The electrical transport properties of the samples were analyzed in the temperature range between20–140 K . The superconducting transition temperature, Tc, was found to decrease with Al-doping.

The Bi-based superconductor system actually consists of three different superconducting phases with very similar crystal structures. The general chemical formula for these phases can be written as Bi2Sr2Can-1CunO4+2n , with n=1, 2, 3 corresponding to the 22K (2201 phase), 80K (2212 phase; low Tc phase) and 110K (2223 phase; high Tc phase) respectively[1,2].
In order to study the behavior of the Bi2201 cuprate, there is a many methods for synthesis high TC bismuth, such as, sol-gel process [3-6], co-precipitation method [7, 8], citrate gel process
solid state reaction, oxidation of liquid quenched precursor alloys, and matrix reaction. Each of these techniques has limitations and problems associated with the actual process and the quality of the material produced. Bismuth powders were prepared by solid-state reaction at high calcinations temperatures over 860°, which many process to reduce particle size generally nonhomogenous mixtures to a microscopic scale, contrary to the solid state reaction, sol-gel colloid solution combustion synthesis, the process synthesis on high-purity multi compoument and it involves a low temperature initiated combustion process which is found to save for the preparation of very fine and homogeneous powders.
Various types of ceramics were prepared by sol-gel processes and it is well known that this method has the potential for obtaining pure and homogeneous products in a shorter reaction time and at a lower reaction temperature [11]. This process goes through a liquid-phase polymerization reaction to form a homogeneous intermediate. After a series of drying and calcinations processes, this liquid-phase intermediate can form a prophase thad leads to the formation of the final ceramic products. A fine crystalline ceramic might be obtainable by this process and it is used in the present experiment for the preparation of fine crystalline 2201.

Abstract - Using a 99.99% pure iron powder, thermal evaporation has been employed to produce several iron thin films onto Si (100) substrates. The samples are between 10 and 70 nm thick. The base pressure was less than 2.10-6 mbar during deposition; it was approximately 10-7 mbar prior to evaporation. The X-ray diffraction (XRD) method has been employed to investigate the structural characteristics using the Kα Cu radiation (λ=1.540598 Å) and the 2θ mode of operation. Atomic force microscopy (AFM) was employed to examine the morphology of various films. Most of the movies have a smooth surface. A vibrating sample magnetometer (V.S.M.) was used to make the static magnetic measurements, and the external magnetic field was applied parallel and perpendicular to the film surface.
All of the films have a (110) texture and was polycrystalline. All of the samples are under tensile stress, as indicated by the positive strain that was observed. It is possible to deduce from the hysteresis loops that for every sample, the film plane has the easy magnetization axis. Coercive field values range from 14 to 96 Oe, depending on a number of factors including substrate type, thickness, tension, and particle size. Squareness values in the longitudinal plan have been measured up to one. All these results will be investigated and presented.

Abstract.
Thin films or low-dimensional systems based on ferromagnetic materials are still being intensively studied because
of their relevance both in fundamental physics and in technological applications related to digital data storage and
spintronics, such as read heads and sensors, high density media, magnetic random access memories (MRAM). The
reduced symmetry as well as the strain induced by mismatched substrates may alter deeply the magnetic properties
of such thin films comparative to the bulk, with the possibility to induce new magnetic behaviors [1-3].
Series of Iron thin films have been deposited by thermal evaporation onto Cut substrates from a 99.99% purified
Fe powder. Each series consists of samples with thickness ranging from 10 to 70 nm. The background pressure was
about 10 -7 mbar before evaporation; during deposition the base pressure was lower than 2.10 -6 mbar. The structural
properties have been studied by X-ray diffraction (XRD) technique, working in the mode and with the Kα Cu
radiation (λ=1.540598 Å). The static magnetic measurements were performed by means of a vibrating sample
magnetometer (V.S.M.), with the external magnetic field applied parallel and perpendicular to the surface of the
films. All the films are polycrystalline with a (110) texture. A positive strain was noted indicating that all the samples
are under a tensile stress. The hysteresis loops allow to infer that the easy magnetization axis lies in the film plane for
all the samples. Values of coercive field are between 20 Oe and 130 Oe, influenced by a number of parameters such
as the thickness, stress, grain size, as well as nature of substrate. Values of squareness up to 1 have been measured
in the longitudinal configuration. All these results will be presented and discussed.

Abstract: In this article, the optimized structure and their associated properties of the (E)-1-[2-(3,4-
Dimethylphenyl)diazen-2-ium-1-yl]naphthalen-2-olate compound (EDNO) were obtained and evaluated
using The density functional theory DFT at the (B3LYP/6-311G++(d,p)) level in the gas phase, To quantify
the intermolecular interactions, Hirshfeld surface(HS) analysis was used, HS and 2D fingerprints indicate
H⋅⋅⋅H (52%) and C− H⋅⋅⋅C (26.7%) as the most relevant intermolecular interactions in the crystal packing
of EDNO. the reduced density gradient (RDG) method was used to reveal and distinguish between attractive
interactions such hydrogen bonds, repulsive interactions and van der Waals interactions. Further, molecular
docking, binding free energy calculations, and ADMET prole of the title compound was carried out to
determine the binding affinity and toxicity. A 100 ns molecular dynamics (MD) simulation was performed
to evaluate the binding stability of the compound EDNO/2WV2 complex using Desmond. Binding free
energy of the complex was computed for 100 trajectory frames using the MM-GBSA approach.

Résumé
Des couches minces de Fe ont été évaporées sous vide par effet Joule, sur des substrats de Si(111). Les
épaisseurs sont confinées dans la gamme de 13 à 69 nm. La caractérisation des couches minces obtenues a
été faite par la diffraction des rayons X (DRX), la microscopie à force atomique (AFM) et le magnétomètre à
échantillon vibrant (VSM). La DRX a montré que les couches minces de Fe sont polycristallines avec une
structure cubique centrée et une direction préférentielle suivant (110), la taille des grains étant confinée entre
30 et 39 nm. Le taux de contrainte ɛ est positif pour la pluparts des échantillons. La microscopie AFM a
montré que les échantillons ont une rugosité varie entre 0.5 et 5 nm.
Les cycles d’hystérésis montrent un axe facile dans le plan et un axe difficile perpendiculaire au plan des
couches, ainsi qu’une isotropie magnétique planaire pour toutes les couches minces de Fe. Les couches
montrent une diminution de la coercivité avec l’augmentation de l’épaisseur jusqu’à une épaisseur limite. Le
champ de saturation et le champ coercitif varient entre 43 à 400 Oe et de 7 à 92 Oe, respectivement. Une
bonne squareness est observée pour la majorité des couches minces.
Mots clés: Fe, couches minces, DRX, VSM , champ coercitif.

Trans-Pd(O,N)2 with palladium acetate was synthesized by a one-pot procedure using the azo-dye derivative (E)-
methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate. FT-IR, UV-Vis, and CHN-elemental analysis were used to characterize
the complex, which was then modeled using theoretical MEP/MAC/NBA methods. Its structure was determined by x-ray
diffraction analysis of a single crystal and further investigated by DFT. Both XRD and DFT show that the deprotonated diazene
ligand binds the Pd(II) via the nitrogen atom and the oxygen of the phenolic ionic to form the neutral trans-Pd(O,N)2. The
geometry of the trans-Pd(O,N)2 complex is a slightly deformed square-plane. All of the complex’s oxygen atoms contribute to
hydrogen bonding, resulting in edge-fused rings R22(24) and R22 (12), where chains parallel matrix forms a three-dimensional
network. Hirshfeld surface analysis (HSA) revealed several hot points indicating the presence of several nonclassical [C-H....O]
hydrogen bonds.
Figure 2:

Abstract
The current work assessed the corrosion inhibitory efficacy of three ligands, namely
methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate(MDN), 1-((3,4-dimethylphenyl)
diazenyl)naphthalen-2-ol (DDN), and 3-((2-hydroxynaphthalen-1-yl)diazenyl)
benzonitrile (HDN). Electrochemical and quantum methodologies, along with
UV–Vis, SEM, and EDX, were employed. The anticorrosion process was comprehensively
investigated. Potentiodynamic polarization validated the mixed type
nature of inhibitors by demonstrating a drop in the cathodic hydrogen evolution
reaction and the anodic metal dissolution, resulting to a significant decrease in corrosion
current densities. Enhanced rates of effectiveness are achieved with higher
inhibitor doses. Electrochemical impedance spectroscopy investigations confirmed
the formation of a protective layer at the metal/solution interface, demonstrating that
charge transfer was the primary cause of mild steel corrosion. The inhibitory potencies
of the studied inhibitors at 10−
3 M were 94.65, 94.56, and 93.63% for MDN,
DDN, and HDN, respectively. The presence of several attributes in the molecular
skeleton, such as nitrogen heteroatoms, aromatic rings, and the ester substituent
group (
CO2CH3), enhanced the availability of non-bonded and π-electrons and created
stable covalent bonds by donating electrons to the iron surface. The inhibitory
efficiency was better than 89% across all temperature ranges, suggesting the potential
benefits of inhibitors at elevated temperatures. Adsorption trials revealed high
effectiveness in corrosion control on mild steel, with Langmuir-based physisorption
and chemisorption. The impact of electronegative O and N atoms, along with aromatic
rings, in forming protective coatings was demonstrated by quantum chemistry
computations which linked molecular structure and charge density patterns to the
inhibition potency of MDN, DDN, and HDN, highlighting MDN’s strong adsorption
capacity.

La structure de la nitroalinine, résolue à température ambiante à partir de la diffraction des rayons X sur un monocristal, cristallise dans le groupe spatial P21/n. L'analyse de la surface de Hirshfeld à 293K a été construite en utilisant le mode dnorm, les taches rouges profondes montrent l'interaction la plus forte dans le cristal. Les graphiques en 2D illustrent tous les contacts contribuant à la surface de Hirshfeld autour du composé. Le résultat de la distribution des paires (di, de) et représentant la participation de tout contact dans la structure cristalline.
Les calculs d'optimisation de la conformation moléculaire, utilisant la théorie de la fonctionnelle de la densité (DFT) à l'aide de la chaîne de programmes Gaussian09, ont conduit à des résultats très similaires à l'expérience avec la fonctionnelle (B3LYP) et la base la plus appropriée pour les produits organiques. Les calculs confirment la planéité de la molécule obtenue expérimentalement.
Mots clés : Mots clés : Diffraction, surface de Hirsfeld, DFT, Conformation.

Abstract : Les composés azoïques et leurs
complexes métalliques, sont caractérisés par la
présence dans leur structure du chromophore (-
N=N-), leur préparation est réalisée généralement
au moyen de la réaction classique de diazotation /
copulation puis la complexation avec un sel
métallique, les composés synthétisés ont été
préparés, recristallisés puis analysés par les
diverses techniques spectrométriques usuelles IR,
RMN H 1 , RMN C 13 , la résolution structurale et
l’étude cristallographique par diffraction des
rayons X.
Mots clés — Étude cristallographique, matériaux,
caractérisation physico-chimique.

Tribromoalinine was characterized by X-ray diffraction and vibrational spectroscopy. The
title compound C6H4Br3N crystallizes in space group P 21 21 21..The analyse of the
Hirshfeld surface and plotted fingerprint plots of Tribromoalinine was obtained using the
Crystal Explorer 3.1 package [1]. The crystal structure was imported from CIF files. The red
spots on the Hirshfeld surface indicate the interactions involved in hydrogen bonds. 2D
fingerprint plots were prepared with the use of the same software.The electrostatic potential
surface (ESP) was obtained using the Gaussian program package [2]. In ESP, the negative
electrostatic potential appears in the red region , and positive electrostatic potential appears
in blue.
The optimized molecular geometry and vibrational frequencies in the ground state are
calculated using density functional MPW1PW91 method with Lanl2DZ basis set
combinations, with the Gaussian09 suite program [3] . And also HOMO–LUMO energy gap
explains the eventual charge transfer interaction taking place with in the molecules.
References
[1] K. Bak, A. Hansen, K. Ruud, T. Helgaker, J. Olsen, P. Jørgensen, Ab initio calcula- tion of electronic circular
dichroism fortrans-cyclooctene using London atomic orbitals, Theor. Chim. Acta 90 (1995) 441–458, doi:
10.1007/BF01113546.
[2] R. Bauernschmitt, R. Ahlrichs, Treatment of electronic excitations within the adiabatic approximation of time
dependent density functional theory, Chem. Phys. Lett. 256 (1996) 454–464, doi: 10.1016/0 0 09-2614(96)0
0440-X.
[3] Frisch, M. J.; Al., E.; 09, G. Gaussian. Revision B.01, Gaussian, Inc.: Wallingford CT, 2009
Keywords: Diffraction, Hirshfeld Surface, DFT (Density Functional Theory), Conformation.

Abstract
In recent years, the organic-inorganic hybrid materials have wide range of applications owing to their interesting chemical and physical properties. They are defined the composition of two parts at the molecular level, commonly, one of these parts is organic and the other is inorganic. These materials do not represent only a creative alternative to design new materials and compounds for academic research, but their improved or unusual features allow the development of innovative industrial applications. Nowadays, most of the hybrid materials that have already entered the market are synthesized and processed by using conventional soft chemistry based routes developed in the eighties [1-2]. A new hybrid material ionic EDTA di-chloride acid trihydrate (C10H18N2O8+.2Cl-.H2O) as a single crystal was synthesized by the simple reaction of EthyleneDiamineTetraAcetic acid (EDTA) with hydrochloric acid in water distilled with ratios 1/2. The title crystal belongs to monoclinic system with space group P 2/n symmetry with a volume V= 913.2(3) A3, a = 11.705(2) Å, b = 5.5920( 11) Å, c =14.250(3)Å and β = 101.747(7)° .
Keywords: EDTA, matériaux hybrides, monocristal, organique.

Abstract. In the context of this study, we present the results of calculations for determining the molecular conformation of substituted aminobenzenes obtained through theoretical calculations based on Density Functional Theory (DFT). This calculation result, which determines the molecular conformation of the isolated molecule at 0K for benzene-derived products, is achieved
using the GAUSSIAN03 program suite, employing exchange-correlation functionals such as B3LYP and MPW1PW91, along with sufficiently extensive basis sets tailored for organic products to perform highly precise geometry optimizations. The molecular internal modes are calculated using the MPW1PW91 and B3LYP functionals, along with the 6-311G and LanL2DZ basis sets, as employed in the geometry optimization. We conclude this study by comparing the calculation results of the molecular conformation obtained from these two functionals with the experimental crystal structures from X-ray diffraction.
Keywords: benzene-derived products, DFT, Conformation, spectroscopy.

Abstract. Superconducting Bi 2 Sr 2 Ca 1-x Sn x Cu 2 O 8 ceramics samples have been
prepared by Sol-Gel methods using citrate process. The influences of the
conditions of preparation of oxide powder compound on structural and
superconducting properties have been investigated by X ray diffraction (XRD),
Scanning Electron Microscopy (SEM) equipped with EDS. The critical
transition temperatures T c have been determined by resistivity versus
temperature measurements. Cell parameters samples were calculated from XRD
patterns. The polyacryl amide gel makes the citrate process easier, more rapid
and affords the possibility of synthesis of high quality oxide powders.
Keywords: Bi2212 phase, Superconductivity, Sol-Gel - Polyacrylamide Gel.

Abstract
In the present research, the inhibitive potency of (E)-1-(phenyldiazenyl)naphthalen-2-ol
(EPNO) for carbon steel (CS) in molar HCl acid was investigated using potentiodynamic
polarization (PDP) and electrochemical impedance spectroscopy (EIS). Based on the
examination of Tafel data, it was revealed that EPNO displayed a mixed-type nature. EIS plots
evinced that increasing the concentration of EPNO resulted in a significant 12-fold increase in
polarization resistance (Rp) and a corresponding alteration in the double layer capacitance (Cdl)
from 116.2 to 45.9 μF·cm–2
. The inclusion of 10–3 M of EPNO to the solution resulted in a
maximum inhibition efficiency of 91.7%. Thermodynamic activation descriptors were also
assessed as a function of EPNO concentration. The adsorption of EPNO on the CS substrate
followed the Langmuir isotherm. The formation of a barrier layer was confirmed by scanning
electron microscopy (SEM) coupled with energy-dispersive X-ray spectroscopy (EDX) and UVVisible assays. Overall, the findings revealed that EPNO effectively provided an adequate
protection to CS and mitigated its corrosion. Finally, the theoretical studies based on the density
functional theory (DFT), the molecular dynamics (MD) and the Monte Carlo (MC) simulations
were also performed for understanding the adsorption mechanism of EPNO onto Fe-surface.

Abstract
In the current paper, potentiodynamic polarization (PDP), electrochemical impedance
spectroscopy (EIS) were employed to evaluate (E)-1-((4-fluorophenyl)diazenyl)naphthalen-2-
ol (E4FN) ability to operate as carbon steel (CS) corrosion inhibitor in molar HCl acid. Data
derived from PDP plots reveal that E4FN has a mixed-type nature. EIS outcomes show that
increasing E4FN concentration lead to 20 times increment of polarization resistance (Rp) and
alters the double layer capacitance (Cdl) from 116.2 to 54 μF·cm– 2. The addition of 10–3 M of
E4FN into the solution exhibit a maximal inhibition efficacy of 94.8%. The thermodynamic
activation descriptors were also assessed as a function of E4FN concentration. The adsorption
of the inhibitory molecule on CS substrate obey to Langmuir isotherm. To confirm the
adsorption phenomenon, scanning electron microscopy (SEM) coupled to energy dispersive X-
ray spectroscopy (EDS) and UV-Visible methods were used. Overall, the findings reveal that
E4FN compound enables to obtain an adequate prevented surface and mitigate the corrosion
rate. Finally, the theoretical studies based on quantum chemical analysis (i.e. density functional
theory (DFT)) and Monte Carlo simulation were also performed for understanding the
adsorption mechanism of E4FN onto Fe-surface

Abstract – Azo dyes are one of the most widely used compounds in organic chemistry, primarily due to
their relatively simple preparation methods. They have therefore been widely used, in particular as
colorants for textiles, printing inks, cosmetics and food additives. In addition to their use as dyes, azo
compounds have attracted much attention from chemists as their potential applications are important in
coordination chemistry, metal-organic Frameworks (MOF) structures, COF (covalent-organic
Frameworks) and catalysis. Moreover, they have found many applications in different fields, such as
nonlinear optics, optical storage, photoluminescence and magnetism. The compound bis{(E)-1-[(2,4,6-
tribromophenyl)diazenyl]naphthalen-2-olato}copper(II) dimethyl sulfoxide monosolvate, the CuII atom is
tetracoordinated with a square-planar geometry, surrounded by two bidentate (E)-1-[(2,4,6-
tribromophenyl)diazenyl]naphthalene-2-olate ligands via two N atoms and two O atoms. The O-Cu-O
angles and N-Cu-N are of the order of 177.90(16) ° and 177.8(2) ° respectively. The distances Cu-O and
Cu- N are 1.892(4)Å and 1.976(4)Å, respectively. The cohesion of the crystal is ensured by hydrogen
bonds of the C—H…O type and by π=π staking interactions [centroid–centroid distance = 3.679(4)Å].
The DMSO solvent molecule is disordered at two positions with occupancy rates of 0.70 and 0.30.

Abstract – Azo dyes are one of the most widely used compounds in organic chemistry, primarily due to
their relatively simple preparation methods. They have therefore been widely used, in particular as
colorants for textiles, printing inks, cosmetics and food additives. In addition to their use as dyes, azo
compounds have attracted much attention from chemists as their potential applications are important in
coordination chemistry, metal-organic Frameworks (MOF) structures, COF (covalent-organic
Frameworks) and catalysis. Moreover, they have found many applications in different fields, such as
nonlinear optics, optical storage, photoluminescence and magnetism. The compound bis{(E)-1-[(2,4,6-
tribromophenyl)diazenyl]naphthalen-2-olato}copper(II) dimethyl sulfoxide monosolvate, the CuII atom is
tetracoordinated with a square-planar geometry, surrounded by two bidentate (E)-1-[(2,4,6-
tribromophenyl)diazenyl]naphthalene-2-olate ligands via two N atoms and two O atoms. The O-Cu-O
angles and N-Cu-N are of the order of 177.90(16) ° and 177.8(2) ° respectively. The distances Cu-O and
Cu- N are 1.892(4)Å and 1.976(4)Å, respectively. The cohesion of the crystal is ensured by hydrogen
bonds of the C—H…O type and by π=π staking interactions [centroid–centroid distance = 3.679(4)Å].
The DMSO solvent molecule is disordered at two positions with occupancy rates of 0.70 and 0.30.

L’utilisation des plantes médicinales a reçu un grand intérêt dans la recherche biomédicale, ces plantes médicinales restent toujours la source fiable des principes actifs connus par leurs propriétés thérapeutiques, l’intérêt des recherches actuelles porte sur l’étude de molécules antioxydantes d’origine naturelles. Parmi ces plantes, il y a la Punica granatum L.
Etude phytochimique qualitative et quantitative des extraits obtenus et activités biologiques du Punica granatum L. plante à caractère médicinal qui justifie sa place importante dans la phyto-médecine traditionnelle.
L’évaluation de l’activité antioxydante de Punica granatum L. a été réalisée en utilisant la méthode du radical stable DPPH.
Le rendement des extrais méthanolique de Punica granatum L. est de 49 %. Le dosage des polyphénols totaux montre que la teneur en phénols totaux est de l’ordre 1178.66±3,77 μg EAG/g.
L’activité antioxydante a été réalisée par la méthode de DPPH, la concentration inhibitrice à 50 % (IC50) est de 0.42mg/ml.
Le screening phytochimique démontre la richesse de Punica granatum L. en métabolites secondaires « flavonoïdes, tanins, alcaloïdes, et glycosides »
Les résultats de l’activité antioxydante évaluée, garantissent que l’extrait Punica granatum L. testé a une capacité anti-radicalaire importante dose-dépendante. Ces sources potentielles d’antioxydants naturels peuvent être exploitées dans des préparations alimentaires, pharmaceutiques et même cosmétiques.
Mots clés : Screening phytochimique, Punica granatum L., métabolite secondaire, pouvoir antioxydant DPPH.
1er Webinaire International sur la Biodiversité et la Valorisation Végétales et Microbiennes (WIBVVM) 13-15 Décembre 2022
Oran, Algérie

ABSTRACT
Azo compounds are very important in the fields of dyes, pigments and advanced materials. Azo dyes are synthetic colours that contain an azo group, as part of the structure. We are involved in the color generation mechanism of azo pigments typically characterized by the chromophore of the azo group (–N=N–).
The zwitterion, C18H16N2O, features an intramolecular N—H…O hydrogen bond. The dimethylbenzene ring is rotationally disordered about the N—C bond over two adjacent orientations in a 0.75:0.25 ratio. The dihedral angle between the major orientation of the benzene ring and the naphthalene ring system is 6.06 (2)°. In the crystal, molecules are linked by aromatic π-π stacking between the benzene rings and the naphthalene ring systems of adjacent molecules, the centroid–centroid distances of 3.574 (3) and 3.5754 (12) A ° , respectively, between the C5–C10 and C11B–C16B(x, y- 1, z) rings and between the C5–C10 and C11A–C16A(x, y -1, z) rings. C—H—O hydrogen bonds are also observed, forming chain running parallel to the a-axis direction.

In recent years, the organic-inorganic hybrid materials have wide range of applications
owing to their interesting chemical and physical properties. They are defined the composition of two parts at the molecular level, commonly, one of these parts is organic and the other is inorganic. These materials do not represent only a creative alternative to design new materials and compounds for academic research, but their improved or unusual features allow the development of innovative industrial applications. Nowadays, most of the hybrid materials that have already entered the market are synthesized and processed by using conventional soft chemistry based routes developed in the eighties [1-2].
A new hybrid material ionic ethylenediamin-1,2-iumtetraacetic acid bisperchlorate tetrahydrate (C10H18N2O8 2+.2ClO4-.4H2O) as a single crystal was synthesized by the simple reaction of EthyleneDiamineTetraAcetic acid (EDTA) with perchloric acid in distillated water taken in the1:2 molar ratio. The title crystal belongs to monoclinic system with space group P21/n symmetry and Z = 2, a = 5.5218(4) Å, b = 13.9162(12) Å, c =14.3739(14) Å and β = 99.535(8) °.

L’utilisation des plantes médicinales a reçu un grand intérêt dans la recherche
biomédicale, ces plantes médicinales restent toujours la source fiable des principes
actifs connus par leurs propriétés thérapeutiques, l’intérêt des recherches actuelles porte
sur l’étude de molécules antioxydantes d’origine naturelles. Parmi ces plantes, il y a la
Punica granatum L.
Etude phytochimique qualitative et quantitative des extraits obtenus et activités
biologiques du Punica granatum L. plante à caractère médicinal qui justifie sa place
importante dans la phyto-médecine traditionnelle.
L’évaluation de l’activité antioxydante de Punica granatum L. a été réalisée en utilisant
la méthode du radical stable DPPH.
Le rendement des extrais méthanolique de Punica granatum L. est de 49 %. Le dosage
des polyphénols totaux montre que la teneur en phénols totaux est de l’ordre
1178.66±3,77 µg EAG/g.
L’activité antioxydante a été réalisée par la méthode de DPPH, la concentration
inhibitrice à 50 % (IC50) est de 0.42mg/ml.
Le screening phytochimique démontre la richesse de Punica granatum L. en
métabolites secondaires « flavonoïdes, tanins, alcaloïdes, et glycosides »
Les résultats de l’activité antioxydante évaluée, garantissent que l’extrait Punica
granatum L. testé a une capacité anti-radicalaire importante dose-dépendante. Ces
sources potentielles d’antioxydants naturels peuvent être exploitées dans des
préparations alimentaires, pharmaceutiques et même cosmétiques.
Mots clés : Screening phytochimique, Punica granatum L., métabolite secondaire,
pouvoir antioxydant DPPH.

(E)-1-[(2,4,6-Tribromophenyl) diazenyl]-naphthalen-2-ol azo dye, an organic crystal, was fully characterized by three reliable spectroscopic techniques (Fourier-transform infrared, ulltra-violet–visible, and nucleaire magnetic resonance). To support experimental results, a theoretical study has been realized to
predict the best molecular structure, physico-chemical properties, and spectroscopic spectra by using the
density functional theory calculations. Thus geometrical parameters, electronic transitions, vibrational frequencies, and 1H and 13C nuclear magnetic resonance are evaluated via comparison with experimental
data. The effect of the medium dielectric constant was allowed for via self-consistent reaction field theory calculations using the polarizable continuum model with ethanol and dimethyl sulfoxide as solvents.
In addition, some electric properties such as polarizability and hyperpolarizability in the static and dynamic regimes are calculated and discussed. The analysis of the obtained results of the density functional
theory and time-dependent density functional theory calculations are in good agreement with the experimental data. This azo dye compound exhibits more stability and less reactivity at high polar media with
a nonlinear optical aspect. In adition, Hirshfeld surface and 2D-fingerprint plots analysis shows that the
H…H, O…H/H…O, C…H/H…C, N…H/H…N and Br…H /H…Br contacts are the most significant contributors.

A novel methyl (Z)-2-(2-(2-oxonaphthalen-1(2H)-ylidene)hydrazineyl)benzoate isomer ligand has been
prepared instead of (E)-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate isomer in very good
yield. The tautomerization of diazene to hydrazine was computed via DFT; the single proton tautomerization S(6) process was confirmed by XRD. Moreover, the XRD-crystal measurements supported the hydrazine form as the preferred kinetic isomer; the structure of the desired ligand was also examined by IR,
UV–vis., Carbon, Hydrogen and Nitrogen elemental analysis (CHN-EA), and NMR. Hirshfeld surface analysis (HSA) computation was performed to support the lattice interactions resulting by X-ray diffraction
(XRD) measurement. Furthermore, the time-dependent density functional theory (TD-DFT) and B3LYP/IR
computation were used to support the UV–visible as well as FT-IR experimental results

The title compound, C8H8O2S2, contains a cyclo­hexane-1,3-dione ring, which has a twist-boat conformation. The C2S2 ring is close to planar (r.m.s. deviation = 0.023 Å) and the dihedral angle between the mean planes of the cyclo­hexane and 1,3-dithietane rings is 9.1 (3)°. Short intra­molecular S⋯O contacts occur [2.719 (5) and 2.740 (5) Å]. In the crystal, the mol­ecules are linked by weak C—H⋯S hydrogen bonds and short [3.165 (5) Å] S⋯O contacts, forming (010) layers. The prevalence of these inter­actions is illustrated by an analysis of the three-dimensional Hirshfeld surface and by two-dimensional fingerprint plots.

Ce fascicule de travaux pratiques, s’adresse aux étudiants de la première
année universitaire des domaines Science et Technologie (ST), et Sciences de la
Matière (SM). Il est conforme au programme de la 1ère année du socle commun
des deux domaines.
La préparation et l’exécution des manipulations de chimie ont pour
principaux objectifs :
Familiariser l’étudiant avec les techniques les plus usuelles de la chimie
pratique
Permettre à l’étudiant de voir comment réaliser en pratique quelques
réactions déjà étudiées (ou qui le seront) en “cour” et /ou en travaux dirigés,
donc sur un plan théorique. Cela devrait lui faire prendre conscience du fait
que les travaux pratiques ne constituent pas un domaine différent de celui du
cours ou des travaux dirigés, mais plutôt un complément indispensable de
ces derniers. Cette complémentarité des aspects “théoriques” et “pratiques”
de la chimie sera renforcée pas les réponses à certaines questions posées à la
fin de chaque manipulation.
Ce manuel reprend les mesures de sécurité qu’il faut respecter dans un laboratoire
de chimie, les différentes méthodes de préparation de la solution et la
détermination de sa concentration.
Nous espérons que ce manuel remplira les objectifs fixés.

Ce cours de "Structure de la matière" (chimie 1) s’adresse aux étudiants de la
première année universitaire des domaines Science et Technologie (ST), et Sciences
de la Matière (SM). Il est conforme au programme de la 1ère année du socle commun
des deux domaines.
Il est destiné à donner un ensemble de connaissances de base sur les lois et les
concepts nécessaires à la compréhension de la structure de la matière.
L’enseignement de cette matière permet à l’étudiant l’acquisition des formalismes de
base en chimie notamment au sein de la matière décrivant l'atome et la liaison
chimique, les éléments chimiques et le tableau périodique avec la quantification
énergétique.
Le plan adopté propose une approche progressive de la chimie générale. Ce
cours est divisé en six chapitres:
- Le premier chapitre de ce cours se porte essentiellement sur les notions fondamentales
de chimie générale avec un rappel sur les états de la matière, les atomes, les molécules
et les solutions.
- Le chapitre II, est consacré à la conception classique de l’atome et traitera des
généralités sur la structure de l’atome et les différentes expériences qui ont mis en
évidence ses constituants à savoir les protons, les neutrons, le noyau et les électrons.
- Le chapitre III traite la radioactivité et les réactions nucléaires.
- Le chapitre IV concerne la quantification de l’énergie dans le modèle atomique
(dualité onde-corpuscule de la lumière, spectre de l’hydrogène et les modèles
classiques de l'atome), et l’étude du modèle ondulatoire de l’atome.
- Le chapitre V est réservé à la classification périodique des éléments, l’évolution et la
périodicité des propriétés physico-chimiques des éléments.
- Le sixième VI et dernier chapitre est réservé à la liaison chimique: la liaison ionique,
la liaison covalente, structure de Lewis, la méthode VSEPR et l’hybridation des
orbitales atomiques

Abstract
The objectives of this study were to carry out a photochemical screening and to
demonstrate the antioxidant activity of the methanolic extract obtained from the bark of
Chinese Cinnamon (Cinnamomum cassia). Moreover, a comparative study was held between
the latter and the synthesized azo dye.
As far as the phytochemical study is concerned, an extraction has been carried out
through maceration with the use of two solvents (methanol and water). The methanolic and
aqueous extractions from the ground Cinnamon have yielded 6.40% and 5.30% respectively.
The effected phytochemical tests have shown that the Chinese Cinnamon contains
polyphenols, alkaloids, flavonoids, coumarins, saponins, tannins, and anthocyanins. However,
there is an absence of glycosides, sterols, steroids, anthraquinones and quinones.
The total polyphenol content has been determined using the Folin-Ciocalteu reagent, with a
value of 121.61 mg of Gallic acid equivalent / g of dry matter.
The average antioxidant activity has been realized by the DPPH method. The inhibitory
concentrations in 50% (IC50), are estimated 0.70 mg/ ml (30 min) and 1.12 mg/ ml (45 min)
for Cinnamomum cassia plant in addition to 1.03 mg/ ml (30 min) and 1.79 mg/ ml (45 min)
for (E)-4-(3-quinoline-4-olazo) benzenesulfonamide.
The obtained results showed that china cinnamon has good antioxidant effect in comparison
with the dye studied.
Keywords: Cinnamomum cassia, polyphenols, phytochemical study, antioxidant activity, azo
dyes

The novel methyl (Z)-2-(2-(2-oxonaphthalen-1(2H)-ylidene)hydrazineyl)benzoate isomer has been prepared instead of (E)-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate in very good yield. The isomerization of diazene to hydrazine was computed via DFT; the single proton intra-migration S(6) was confirmed. The XRD-crystal measurements supported the hydrazine form as favored isomer; moreover, the structure of the desired product was examined by IR, UV-vis., CHN, and NMR. Hirshfeld surface analysis (HSA) computation was performed to support the lattice interactions collected by XRD-result. Moreover, the TD-DFT and B3LYP/IR computation were used to support the UV-Vis and FT-IR experimental result.

Résumé :
Les objectifs de ce travail étaient de mettre en évidence l’activité antioxydante de l’extrait
méthanolique issus des écorces de la Cannelle de Chine dite Cinnamomum cassia L. et une
étude comparative entre cette dernière et un colorant azoïque synthétique qui est le (E)-4-(3-
quinoline-4-olazo) benzenesulfonamide.
L’étude de l’activité antioxydant des extraits méthanolique issus de Cinnamomum cassia L.et
le colorant synthétique, selon la méthode du piégeage du radical libre DPPH, l’inhibition du
radical DPPH°, exprimé en termes de concentration inhibitrice de 50% des radicaux (IC50),
l’extrait de la plante se représente le plus actif avec une IC 50% de l’ordre de (0.70 mg /ml).
Par apport au colorant qui présente une activité antiradicalaire moins importante (1.12 mg
/ml), et vu qu’ils sont en faibles concentrations peuvent réduire 50% du radical DPPH, ces
extraits pourraient donc constituer une alternative à certains additifs synthétiques (colorant)
pour l’utilisation dans la biotechnologie industrielle.
Mots clés : Cinnamomum cassia L., biotechnologie, colorant azoïque tinctorial, activité
antioxydant

Résumé
L’objectif de la présente étude est d’évaluer les constituants phytochimiques et l’activité
antibactérienne de l’extrait méthanolique obtenues par macération méthanolique pendant 72
heures des racines de Beta vulgaris L., plante connue pour ses usages culinaire, médicinal et
cosmétique.
L’évaluation de l’activité antibactérienne de l’extrait méthanolique a été réalisée par la
méthode des disques par la détermination de la concentration minimale inhibitrice (CMI). Les
résultats ont montré que l’extrait méthanolique obtenues à partir des racines de Beta vulgaris
L., n’a exprimé aucune activité antibactérienne
Le screening phytochimique a permis de mettre en évidence la présence des
Saponosides, des Tanins, des Flavonoïdes et des coumarines, on a noté aussi l’absence des
alcaloïdes.
Mots clé : Plantes médicinales, extrait méthanolique, Beta vulgaris L., Activité
antibactérienne

Dès les débuts de son aventure, l'homme a mis des couleurs dans sa vie. Les colorants furent, pendant très longtemps, extraits du milieu naturel : plantes (garance, gaude, indigo…, animaux (cochenille, murex…) et minéraux [1].
Ce travail est consacré à l’étude des colorants azoïques et leurs complexes, qui constituent une classe particulière de la chimie dont l’importance et l’intérêt restent encore de nos jours considérables. La contribution à l’étude structurale d’une substance colorante renfermant le chromophore azoïque (-N=N-) et leur complexe sont présentés. Le ligand (E)-1-(2-phenylazo)-2-naphtol a été obtenu par la diazotation de l’aniline suivie d’une copulation sur le β –naphtol. Ce composé cristallise dans le groupe d’espace C2/c du système monoclinique. L’édifice cristallin est assurée par des liaisons hydrogène de type N—H….O et C—H….O et des interactions π-π entre les cycles aromatiques et des interactions π-H.
Le complexe Bis-1-(phénylazo)-2-Naphtolatenickel (II) cristallise dans le groupe d’espace P21/n du système monoclinique avec une géométrie plan carré trans coordonnée avec deux ligands azoïques. L’édifice cristallin est assurée par des faibles liaisons hydrogène de type C—H….O et des interactions π-π entre les cycles aromatiques et des interactions Ni-O.
Mots-Clés : Colorants azoïques, complexe, DRX, Nickel.

Abstract:
Les composés antioxydants font l’objet de nombreux travaux car, en plus de leur utilisation
comme des conservateurs dans les denrées alimentaires en remplaçant les antioxydants
synthétiques, ils sont impliqués dans le traitement de nombreuses maladies.
Les objectifs assignés à la présente étude dans le cadre de la découverte de nouveaux
antioxydants à partir des sources naturelles sont l’évaluation et la comparaison de l’activité
antioxydant de l’extrait méthanolique d’Alpinia galanga et l’E- 1-(2-méthoxyphenylazo) -2-
naphtol.
Pour ce faire, un screening phytochimique a été élaboré sur l’extrait méthanolique des
rhizomes d’Alpinia galanga pour évaluer leur pouvoir antiradicalaire et leur richesse en
polyphénols.
Les résultats obtenus montrent que les analyses phytochimiques d’Alpinia galanga révèlent la
présence des constituants bioactifs responsables des vertus thérapeutiques.
Les résultats obtenus d’après la méthode de piégeage du radical DPPH° ont montré
l’existence d’une activité antioxydant modérée pour l’extrait méthanolique des rhizomes
d’Alpinia galanga par rapport au colorant synthétique. Les valeurs de IC50% sont
respectivement : (0,25 mg /ml) et (1,62 mg/ml).
Mots clés : Alpinia galanga, colorant azoïque, screening phytochimique, l’activité
antioxydant

In order to mimic the function of catecholase activity, in situ copper (II) complexes of five ligands containing benzene and naphthalene moieties ponded by dazenyl groups: (E)-1-((2-methoxyphenyl)diaze
nyl)naphthalen-2-ol L1, (E)-1-((3-methoxyphenyl)diazenyl)naphthalen-2-ol L2, (E)-1- ((4-methoxyphe
nyl)diazenyl)naphthalen-2-ol L3, (E)-1-((2,4,6-tribromophenyl)diazenyl)naphthalen-2-ol L4, and (E)-1-(
(3-nitrophenyl)diazenyl)naphthalen-2-ol L5 were reported and examined, in combination with different
copper salts, for their catecholase activities at ambient conditions. All complexes of tested ligands catalyze the studied reaction with the rate ranging from higher 25.1 mmol L
1 min
1 for the combination
of two equivalents of ligand and one equivalent of metal in methanol, to weaker rate of 0.51 mmol L
1
min
1 for the combination of one equivalent of ligand and two equivalent of metal salt in methanol.

2021 Elsevier Ltd. All rights reserved.
Selection and peer-review under responsibility of the scientific committee of the Fourth edition of the
International Conference on Materials & Environmental Science

The title compound, C16H11ClN2O2, was obtained by diazotization of 2-amino-4-
chlorophenol followed by a coupling reaction with -naphthol. There are two
molecules (A and B) in the asymmetric unit. The crystal structure features only
one type of intermolecular interaction, that is strong hydrogen bonds involving
the hydroxyl group. The naphthol and phenol fragments attached to the C N—
N— moiety exhibit an s-trans conformation. In addition, those fragments are
almost coplanar, subtending a dihedral angle of 13.11 (2) in molecule A and
10.35 (2) in molecule B. A Hirshfeld surface analysis indicates that the most
important contributions to the crystal packing are from HH (32.1%), CH/
HC (23.1%), ClH/HCl (15.2%), OH/HO (12.8%) and CC (9%)
contacts.

New binuclear copper(II) complex [Cu2L2] zig-zag coordination polymer (CCP) have been
synthesized via one-pot copper(II) acetate/(E)-2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoic
dye through an in situ aqua doubly deprotonated ligand substitution reaction. The coordination polymer
complex was characterized by spectroscopic and CHN-elemental analysis. The crystal structure has
been specified by the XRD-method exhibiting that the Cu(II) center geometry is with five-coordinated
distorted tetragonal pyramidal. The desired CCP structure chains are connected into a 2D-Supramolecular
assembly via one C-H…O H-bond and enhanced by a π–π stacking interactions. These interconnections
strengthened the lattice of CCP that originated the formation of super thermal CCP complexes. The
fundamental vibrational wavenumbers and electron transfer in the free ligand are combined with the
complex before and after coordination to demonstrate the spectral behavior of L−2 in the desired zig-zag
CCP. The 2D-fingerprint (2D-FP) and Hirshfeld surface analysis (HSA) computations were served to prove
the 2D-network packed crystal lattice interactions.

Les colorants azoïques sont des composés caractérisés par le groupe fonctionnel azo (-N=N-), unissant deux groupements alkyles ou aryles, identiques ou non. Ils constituent une famille importante de colorants dont la synthèse a commencé vers 1860 en Angleterre et en Allemagne. Le composé intermédiaire générateur de base est généralement l’aniline ou l’un de ses dérivés [1].
La méthode de préparation comporte deux étapes successives : diazotation d’une amine primaire et la copulation du diazonuim obtenu avec un substrat généralement aromatique présentant des sites à densité électronique appréciable. Il s’agit de créer un groupement azo _N=N_, chromophore puissant qui est relié de part et d’autre à deux noyaux aromatiques conduit à la formation d’un colorant dit azoïque. La réaction de copulation du sel de diazonium a été effectuée sur le 2-naphtol.
Dans la structure cristalline du composé, il y a deux types de liaisons hydrogène; une liaison hydrogène intramoléculaire de type N_H···O et des faibles interactions intermoléculaires de type C_H···O. Ces liaisons assurent la cohésion et la stabilité de l’édifice cristallin.
Recently, azo metal chelates have also attracted increasing attention due to their interesting electronic and geometrical features in connection with their application for molecular memory storage, nonlinear optical elements and printing systems [1,2].
In the copper (II) complex, the CuII atom is tetracoordinate by two N atoms and two O atoms from two bidentate (E)-1-(2,4,6-tribromophenylazo)-2-naphthol ligands, forming a square planar complex.

Recently, azo metal chelates have also attracted increasing attention due to their interesting electronic and geometrical features in connection with their application for molecular memory storage, nonlinear optical elements and printing systems [1,2].
In the copper (II) complex, the CuII atom is tetracoordinate by two N atoms and two O atoms from two bidentate (E)-1-(2,4,6-tribromophenylazo)-2-naphthol ligands, forming a square planar complex. The two N atoms and two O atoms around the CuII atom are trans to each other, with an O1—Cu—O2 bond angle of 177.91 (2) and an N1—Cu—N3 bond angle of 177.82 (2). The average distances between the CuII atom and the coordinated O2 and N1 atoms are 1.874 (5) and 1.976 (5) Å, respectively. In the crystal, molecules are linked by C—H···O and C—H···N hydrogen bonds. There are 15 also π–π interactions present involving adjacent naphthalene rings [centroid–centroid distance = 3.683 (5) Å].

ABSTRACT
De nos jours, les composés azoïques synthétiques sont largement utilisés dans différents
domaines d'application, tels que les médicaments, les cosmétiques, les aliments, les peintures, les
plastiques, la construction navale, l'industrie automobile, la fabrication des câbles, etc.
Cependant, le domaine d'application traditionnel des colorants azoïques synthétiques reste
l'industrie textile, et la finition des matériaux fibreux afin de conférer simultanément à la
coloration, propriétés antimicrobiennes est d'un grand intérêt. Cela est dû au fait que les matières
textiles subissent une dégradation biologique, et il semble qu'environ 40% des dégâts soient dus à
l'effet de microorganismes. L'activité des champignons et des bactéries se traduit par une
résistance mécanique réduite, un changement de couleur, des taches et une odeur fade. À cet
égard, l'utilisation de matériaux dotés de propriétés antimicrobiennes prolonge la durée de vie de
ces matériaux et évite les dommages causés par la dégradation biologique. La fabrication de
matériaux biologiquement actifs peut être réalisée soit par imprégnation avec des composés
antimicrobiens, soit par réaction chimique (addition de composés antimicrobiens au moyen d'une
liaison chimique à des groupes fonctionnels des polymères formant des fibres). Les colorants sont
parmi les composés qui conviennent au traitement biocide des matières textiles en raison du fait
que certains d'entre eux présentent une activité biologique, résultant de la présence dans leur
molécule de certains groupes antiseptiques qui forment un type défini de liaison avec les
molécules du matériau fibreux.

The ortho-substituted (E)-1-((2-methoxyphenyl)diazenyl)naphthalen-2-ol and the meta-substituted (E)-1-((3-methoxyphenyl)
diazenyl)naphthalen-2-ol were, respectively, used in the synthesis of two new complexes, bis[1-(2-methoxyphenylazo)-
2-naphthoxy]palladium(II) and bis[1-(3-methoxyphenylazo)-2-naphthoxy]palladium(II), noted (I) and (II), respectively.
(I) and (II) were characterized by physicochemical and spectroscopic methods, and their molecular structures were determined by X-ray crystallography. Both complexes display a square-planar geometry, which is reproduced by full geometry
optimizations at the DFT/B3LYP level. Calculations were also performed on the free ligands (in their precursor form), as
well as their para-substituted isomer (E)-1-((4-methoxyphenyl)diazenyl)naphthalen-2-ol and its hypothetical complex bis[1-
(4-methoxyphenylazo)-2-naphthoxy]palladium(II) (compound (III). Calculations were also performed on the free p-phenylazo-2-naphthol ligand (p-MoxyPhNap), in order to understand their bonding and to analyze their electronic structure.
TD-DFT calculations were also performed on the three complexes to simulate their absorption spectra from and compare
to the experimental UV–Vis data of (I) and (II). The main peaks in the spectrum of (I) are assigned to mixed LMCT/LLCT
and π–π * (ILCT) transition, while the unique major peak aforded by (II) is assigned to MLCT and LLCT transitions.

In the title compound, [Cu(C16H8Br3N2O)2]·C2H6OS, the CuII atom is tetra­coordinated in a square-planar coordination, being surrounded by two N atoms and two O atoms from two N,O-bidentate (E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-olate ligands. The two N atoms and two O atoms around the metal center are trans to each other, with an O—Cu—O bond angle of 177.90 (16)° and a N—Cu—N bond angle of 177.8 (2)°. The average distances between the CuII atom and the coordinated O and N atoms are 1.892 (4) and 1.976 (4) Å, respectively. In the crystal, complexes are linked by C—H⋯O hydrogen bonds and by π–π inter­actions involving adjacent naphthalene ring systems [centroid–centroid distance = 3.679 (4) Å]. The disordered DMSO mol­ecules inter­act weakly with the complex mol­ecules, being positioned in the voids left by the packing arrangement of the square-planar complexes. The DMSO solvent mol­ecule is disordered over two positions with occupancies of 0.70 and 0.30.

Azo compounds are very important in the fields of dyes, pigments and advancedmaterials. Azo dyes are synthetic colours that contain an azo group, as part of the structure. Weare involved in the color generation mechanism of azo pigments typically characterized by thechromophore of the azo group (–N=N–). However, some types of azo pigments are also knownto possess the hydrazone structure (=N–NH–), often leading to the formation of intramolecularhydrogen bonds. The azo– hydrazone tautomerism in azo dyes has been known for more than ahundred years and is directly connected with the presence of at least one protic donor group inconjugation to the azo bridge (2-naphthol). In particular, azo dyes that contain a naphtholichydroxyl group conjugated with the azo linkage exist in aqueous solution as an equilibriummixture of two chemically distinct tautomers, the azo or hydrazone forms.
Recently, 1-phenylazo-2-naphthol derivatives have attracted attention because thephenylazo-naphtholate group can provide N,O-bidentate chelation to stabilize transition or maingroup metal complexes. Azo-metal chelates have also attracted increasing attention due to theirinteresting electronic and geometrical features in connection with their applications in molecularmemory storage, non-linear optical elements and printing systems. Another advantage ofcomplexes involving azo DNO’s (dyes and pigments) and transition metal ions is the possibilityto obtain new compounds with biological activity. Transition metals have also been used in thetreatment of several diseases, as metal complexes which are capable of cleaving DNA underphysiological conditions are of interest in the development of metal-based anticancer agents.This is an impetus for chemists to develop innovative strategies for the preparation of moreeffective, target-specific and preferably non-covalently bound anticancer drugs.

The title zwitterion, C18H16N2O, features an intramolecular N—HOhydrogen bond. The dimethylbenzene ring is rotationally disordered aboutthe N—C bond over two adjacent orientations in a 0.75:0.25 ratio. The dihedralangle between the major orientation of the benzene ring and the naphthalenering system is 6.06 (2). In the crystal, aromatic – stacking occurs [shortestcentroid–centroid distance = 3.574 (3) A˚]andC—HO interactions are alsoobserved.
For general background to azo compounds and their use in dyes, pigments and advancedmaterials, see: Navarro & Sanz (1999); Tao et al. (1999).The title azo dye adopts the zwitterionic form in the crystal (Fig. 1), with protontransfer from the phenol group to the azo group, which allows for the formation of anintramolecular N—HO hydrogen bond (Table 1). The dimethyl benzene ring isdisordered by 180rotation about the N2—C11 bond over two adjacent orientations ina 0.75:0.25 ratio. The dihedral angle between the major orientation of the benzene ringand the naphthalene ring system is 6.06 (2).In the crystal, molecules are linked by aromatic – stacking between the benzenerings and the naphthalene ring systems of adjacent molecules, the centroid–centroiddistances of 3.574 (3) and 3.5754 (12) A˚, respectively, between the C5–C10 and C11B–C16B(x, y  1, z) rings and between the C5–C10 and C11A–C16A(x, y  1, z) rings. C—H—O hydrogen bonds are also observed, forming chainsrunning parallel to the a-axis direction

Azo compounds are very important in the fields of dyes, pigments and advanced materials. Azo dyes are synthetic colours that contain an azo group, as part of the structure. We are involved in the color generation mechanism of azo pigments typically characterized by the chromophore of the azo group (–N=N–). However, some types of azo pigments are also known to possess the hydrazone structure (=N–NH–), often leading to the formation of intramolecular hydrogen bonds. The azo– hydrazone tautomerism in azo dyes has been known for more than a hundred years and is directly connected with the presence of at least one protic donor group in conjugation to the azo bridge (2-naphthol). In particular, azo dyes that contain a naphtholic hydroxyl group conjugated with the azo linkage exist in aqueous solution as an equilibrium mixture of two chemically distinct tautomers, the azo or hydrazone forms. Recently, 1-phenylazo-2-naphthol derivatives have attracted attention because the phenylazo-naphtholate group can provide N, O-bidentate chelation to stabilize transition or main group metal complexes. Azo-metal chelates have also attracted increasing attention due to their interesting electronic and geometrical features in connection with their applications in molecular memory storage, non-linear optical elements and printing systems. Another advantage of complexes involving azo DNO’s (dyes and pigments) and transition metal ions is the possibility to obtain new compounds with biological activity. Transition metals have also been used in the treatment of several diseases, as metal complexes which are capable of cleaving DNA under physiological conditions are of interest in the development of metal-based anticancer agents. This is an impetus for chemists to develop innovative strategies for the preparation of more effective, target-specific and preferably non-covalently bound anticancer drugs.
The molecular structure of complex has been determined by X-ray crystallography. The molecular structure is shown in Figure.
The metal smoothly reacts with two groups of bidentate ligands, and forms square planar metal complexes with an ON-coordination sphere. The crystal structures of representative complexes reveal the square planar coordination of the metal, with a six-membered M–O–C–C–N–N chelate ring and a six-membered M–O–C–C–N–N chelate ring.

The structures and properties of azo dyes (solubility, habit, stability, colour) are
dependent on their solid-state structures (Kennedy et al., 2004). As part of our studies in
this area, we now describe the structure of the title compound, which shows zwitterionic
behaviour (i.e. proton transfer from the naphthol group to the azo group) in the solid
state.
The dihedral angle between the benzene ring and the naphthalene ring system is
15.33 (7) and an intramolecular N—HO hydrogen bond (Fig. 1 and Table 1) closes an
S(6) ring. In the crystal, inversion dimers linked by weak C—HO hydrogen bonds
generate R2
2(16) loops. The dimers are linked through – stacking between the benzene
ring and naphthalene ring systems of adjacent molecules, the centroid–centroid distance
between the C1-ring and C9-ring being 3.585 (11) A˚ .

The title zwitterion, C18H16N2O, features an intra­molecular N—H⋯O hydrogen bond. The di­methyl­benzene ring is rotationally disordered about the N—C bond over two adjacent orientations in a 0.75:0.25 ratio. The dihedral angle between the major orientation of the benzene ring and the naphthalene ring system is 6.06 (2)°. In the crystal, aromatic π–π stacking occurs [shortest centroid–centroid distance = 3.574 (3) Å] and C—H⋯O inter­actions are also observed.
Structure description For general background to azo compounds and their use in dyes, pigments and advanced
materials, see: Navarro & Sanz (1999); Tao et al. (1999). The title azo dye adopts the zwitterionic form in the crystal (Fig. 1), with proton
transfer from the phenol group to the azo group, which allows for the formation of an intramolecular N—HO hydrogen bond (Table 1). The dimethyl benzene ring is
disordered by 180 rotation about the N2—C11 bond over two adjacent orientations in a 0.75:0.25 ratio. The dihedral angle between the major orientation of the benzene ring
and the naphthalene ring system is 6.06 (2). In the crystal, molecules are linked by aromatic – stacking between the benzene rings and the naphthalene ring systems of adjacent molecules, the centroid–centroid distances of 3.574 (3) and 3.5754 (12) A˚ ,

In the title com­pound, C30H20Cl2O2Se, the C—Se—C angle is 99.0 (2)°, with the dihedral angle between the planes of the attached benzene rings being 79.1 (3)°. The average endocyclic angles (Se—C—C) facing the Se atom are 122.1 (5) and 122.2 (5)°. The Se atom is essentially coplanar with the attached benzene rings, deviating by 0.075 (1) and 0.091 (1) Å. In the two phenyl­ene(4-chloro­phen­yl)prop-2-en-1-one units, the benzene rings are inclined to each other by 44.6 (3) and 7.8 (3)°. In the crystal, the mol­ecules stack up the a axis, forming layers parallel to the ac plane. There are no significant classical inter­molecular inter­actions present. Hirshfeld surface analysis, two-dimensional fingerprint plots and the mol­ecular electrostatic potential surface were used to analyse the crystal packing. The Hirshfeld surface analysis suggests that the most significant contributions to the crystal packing are by C⋯H/H⋯C contacts (17.7%).

Les azo-composés constituent la famille la plus importante tant sur le plan de l'application, puisqu'ils représentent plus de la moitié des colorants préparés dans le monde, Ces structures caractérisées par le groupe fonctionnel azo (-N=N-) unissant deux radicaux alkyle ou aryle identiques ou non (azoïques symétriques et dissymétriques).[1]
La méthode la plus courante de préparation des colorants azoïques comporte la diazotation d'une amine primaire aromatique et la copulation du sel de diazonium ainsi obtenu sur un phénol ou une amine. [2]
Les propriétés colorantes des composés organiques dépendent de leurs structures, leur coloration intrinsèque est principalement due à la présence de groupes chimiques insaturés appelés chromophores. les doubles liaisons conjuguées constituent une structure chimique favorable à l’absorption de la lumière ainsi les matières colorantes contiennent souvent les amines aromatiques.
On s’intéressera particulièrement aux structures renfermant le chromophore -NN- sur lesquelles sont portés nos essais de synthèse, nos études analytiques de caractérisation spectrométriques ainsi qu’un essai de résolution structurale par diffraction RX
Les matériaux hybrides (composés d’intercalation, matériaux méso-poreux…) couvrent une large gamme de composés dont les applications potentielles peuvent être très diverses (catalyse, magnétisme, optique…). En effet, ces matériaux présentent l’avantage de pouvoir combiner les propriétés provenant du composé organique et du composé inorganique, tout en pouvant laisser espérer une synergie entre ces deux propriétés.

Azo compounds are highly colored and commonly utilized in textile industries, optical data
storage and as sensitizers in dye-sensitized solar cells. In previous work, the chelating ligand,
(E)-1-(o-tolyldiazenyl)naphthalen-2-ol, has been used to form complexes on reaction with.
Herein, we report the synthesis, characterization and crystal structure of a novel copper (II)
complex formed on reaction of the azoic ligand, (E)-1-((2-methoxyphenyl)-
diazenyl)naphthalen-2-ol (C17H14N2O2), with Cu(OAc)2·H2O.
In the molecular structure of the complex [Cu(C17H13N2O2)2], there are two independent
molecules (A and B) in the asymmetric unit, each consisting of a CuII atom coordinated by
two N atoms and four O atoms from two tridentate (E)-1-((2-
methoxyphenyl)diazenyl)naphthalen-2-ol ligands. The octahedral geometry formed around
the Cu II atom is distorted from the ideal due to the Jahn-Teller effect. Within each molecule,
there are C—H···N interactions. In the crystal, the two independent molecules are linked via
weak C—H····O hydrogen bonds. These pairs of molecules then stack to form bi-dimensional
molecular chains running parallel to [010].

The preparation of compounds with use tinctorial and the improvement of their
properties and their quality always stay a vast domain of investigating that doesn't quit
developing.
In this work we will especially interest to structures containing the -N=N- chromophore
on which carried our synthesis, our analytic studies of characterization usual spectrometric as
well as a resolution structural by X-ray diffraction.
The interest and the valorization of this class of compounds exist in their big utilization
on international plan in many agro-sanito-industrial domains: environment, pharmacy, medicine,
feeding microscopy, textile, photograph, cosmetic, dye, plastics industry….
By diazotation reaction of primary arylamines, follow-up by copulation on β-naphthol
[1] according the following diagram which permit to present a series of structures restraints for
exploitation and Characterization.
The identification of the different substances synthesized is especially put in relief in this work.

Edited by W. T. A. Harrison, University of Aberdeen, Scotland (Received 29 December 2016; accepted 9 January 2017; online 13 January 2017)
In the title zwitterion, C16H11FN2O, which belongs to the family of azo dyes, the dihedral angle between the benzene ring and the naphthalene ring system is 15.33 (7)° and an intra­molecular N—H⋯O hydrogen bond closes an S(6) ring. In the crystal, inversion dimers linked by weak C—H⋯O hydrogen bonds generate R22(16) loops. Aromatic π–π stacking [centroid–centroid distance = 3.585 (11) Å] is also observed.

The title zwitterion, C18H16N2O, features an intra­molecular N—H⋯O hydrogen bond. The di­methyl­benzene ring is rotationally disordered about the N—C bond over two adjacent orientations in a 0.75:0.25 ratio. The dihedral angle between the major orientation of the benzene ring and the naphthalene ring system is 6.06 (2)°. In the crystal, aromatic π–π stacking occurs [shortest centroid–centroid distance = 3.574 (3) Å] and C—H⋯O inter­actions are also observed

The azo-dyes are by far the most important class of dyes, accounting for over 50% of all commercial dyes, and having been studied more than any other class. Azo-dyes contain at least one azo group (–N=N–) but can contain two (diazo), three (triazo), or more rarely, four (tetrakisazo) or more (polyazo). In this work we will especially interest to structures containing one azo group -N=N- chromophore on which carried our synthesis, our analytic studies of characterization usual spectrometric as well as a resolution structural by X-ray diffraction.
The title compound, C18H14N2O2, crystallized with two independent zwitterion molecules (A and B) in the asymmetric unit. They are both close to planar, the dihedral angle between the benzene ring and naphthalene ring system being 4.30 (9)° in A and 4.69 (9)° in B. Each molecule has an E conformation with respect to the azo double bond. In each of the independent molecules, an intramolecular N—H…O hydrogen bond forms an S(6) ring motif. In the crystal, molecules are linked via C—H… O hydrogen bonds, forming – A—A—A– and –B—B—B– chains parallel to one another and propagating along the a-axis direction. There are also π-π interactions between adjacent molecules involving benzene and naphthalene rings [centroid–centroid distance of 3.626 (3) A° for adjacent A molecules and 3.652 (3) A ° for adjacent B molecules].

Azo compounds are very important in the fields of dyes, pigments and advanced materials. Azo dyes are synthetic colours that contain an azo group, as part of the structure. They are characterized by the azo linkage (–N=N–). We are involved in the color generation mechanism of azo pigments typically characterized by the chromophore of the azo group (–N=N–)to synthesize new copper complex with Cu(OAc)2.H2O. Metal complexes with azo ligands show interesting chemical and physical properties and are of interest as new materials, for example in bioinorganic and coordination chemistry, as well as in biological systems which can lead to the development of new products with specific properties. In this work the structure of the title molecule, Cu2(C17H13N2O2)4, is reported.The dinuclear CuII complex consists of two inversion related asymmetric units, in which the CuII atoms are each coordinated by two N,O-bidentate phenylazo-naphtholate ligands. The two N atoms and two O atoms around the Cu atom are transto each other with an O2—Cu—N1 bond angle of 86.83 (7)° and O2—Cu—N3 angle of 96.06 (7)°. The inversion related asymmetric units are linked by one bridging O atom [O2i; symmetry code: (i) −x + 1, −y, −z + 2] with O2i—Cu—O4 and O2—Cu—O2i angles of 104.51 (6) and 81.69 (5)°, respectively, to form a distorted square pyramidal geometry. In the crystal, molecules are linked via weak C—H….O hydrogen bonds forming a layer.

In the title complex, [Pd(C17H13N2O2)Cl], the PdII atom is tetra­coordinated by an N and two O atoms of an (E)-1-[(2-meth­oxy­phen­yl)diazen­yl]naphthalen-2-olate ligand and by a Cl atom, and has a square-planar coordination. In the crystal, mol­ecules are linked by pairs of C—H⋯Cl hydrogen bonds, forming inversion dimers. The dimers are linked via offset π–π inter­actions [inter­centroid distance = 3.546 (3) Å], forming chains running parallel to [100].

In the copper(II) complex, bis­{(E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naph­thalen-2-olato}copper(II), [Cu(C16H8Br3N2O)2], (I), the metal cation is coord­inated by two N atoms and two O atoms from two bidentate (E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-olate ligands, forming a slightly distorted square-planar environment. In one of the ligands, the tri­bromo­benzene ring is inclined to the naphthalene ring system by 37.4 (5)°, creating a weak intra­molecular Cu⋯Br inter­action [3.134 (2) Å], while in the other ligand, the tri­bromo­benzene ring is inclined to the naphthalene ring system by 72.1 (6)°. In the isotypic nickel(II) and palladium(II) complexes, namely bis­{(E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-olato}nickel(II), [Ni(C16H8Br3N2O)2], (II), and bis­{(E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-olato}palladium(II), [Pd(C16H8Br3N2O)2], (III), respectively, the metal atoms are located on centres of inversion, hence the metal coordination spheres have perfect square-planar geometries. The tri­bromo­benzene rings are inclined to the naphthalene ring systems by 80.79 (18)° in (II) and by 80.8 (3)° in (III). In the crystal of (I), mol­ecules are linked by C—H⋯Br hydrogen bonds, forming chains along [010]. The chains are linked by C—H⋯π inter­actions, forming sheets parallel to (011). In the crystals of (II) and (III), mol­ecules are linked by C—H⋯π inter­actions, forming slabs parallel to (10-1). For the copper(II) complex (I), a region of disordered electron density was corrected for using the SQUEEZE routine in PLATON [Spek (2015[Spek, A. L. (2015). Acta Cryst. C71, 9-18.]). Acta Cryst. C71, 9–18]. The formula mass and unit-cell characteristics of the disordered solvent mol­ecules were not taken into account during refinement.

The title complex, [Cu(C17H13N2O2)2], crystallizes with two independent mol­ecules in the asymmetric unit. Each CuII atom has a distorted ocahedral coordination environment defined by two N atoms and four O atoms from two tridentate 1-[(E)-(2-meth­oxy­phen­yl)diazen­yl]naphthalen-2-olate ligands. In the crystal, the two mol­ecules are linked via weak C—H⋯O hydrogen bonds which in turn stack parallel to [010]. A region of disordered electron density, most probably disordered methanol solvent molecules, was corrected for using the SQUEEZE routine in PLATON [Spek (2015). Acta Cryst. C71, 9–18]. Their formula mass and unit-cell characteristics were not taken into account during refinement.

The title dinuclear CuII complex, [Cu2(C17H13N2O2)4], is located on an inversion centre. The CuII atoms are each five-coordinated in a distorted square-pyramidal geometry by two N atoms and two O atoms from two bidentate ligands and one bridging O atom from another ligand. In the dinuclear complex, the Cu⋯Cu separation is 3.366 (3) Å. In the crystal, complex mol­ecules are linked via weak C—H⋯O hydrogen bonds, forming a layer parallel to (-101).

Les azo-composés constituent la famille la plus importante tant sur le plan de l'application, puisqu'ils représentent plus de la moitié des colorants préparés dans le monde. Ces structures sont caractérisées par le groupe fonctionnel azo (-N=N-) unissant deux radicaux alkyles et/ou aryles identiques ou non (azoïques symétriques et dissymétriques). [1]
Les matériaux hybrides (composés d’intercalation, matériaux méso-poreux…) couvrent une large gamme de composés dont les applications potentielles peuvent être très diverses (catalyse, magnétisme, optique…). En effet, ces matériaux présentent l’avantage de pouvoir combiner les propriétés provenant du composé organique et du composé inorganique, tout en pouvant laisser espérer une synergie entre ces deux propriétés.
Quelques composés ont été synthétisés selon deux étapes essentielles, la première consiste à l’obtention des colorants azoïques selon la réaction classique de diazotation suivie d’une copulation diazoïque,[2] ces derniers conduisent avec l’insertion-greffage de molécules organiques ou bien de complexes dans des hydroxydes lamellaires du type M2(OH)3(OAc) (où M = Co2+, Cu2+) à des complexes métal-ligands selon le schéma réactionnel suivant :
Par recristallisation, des cristaux stables à l’air, ont été obtenus et isolés et la collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
Une analyse spectrométrique par infrarouge a été utilisée pour identifier les groupements fonctionnels, ainsi que certaines bandes caractéristiques des formes tautomères potentielles. [3] Les spectres d’IR de composés synthétisés ont été enregistrés à l’état solide sous forme de pastille dans le KBr. Pour la détermination structurale, les spectres RMN 1H et 13C ont été enregistrés dans le chloroforme deuteré (CDCl3) à dilution infinie à hauts champs (250 MHz pour RMN.1H et 13C) sur un spectrophotomètre de type Brücker Avence DPX 250 en utilisant le TMS comme référence interne.

Les colorants azoïques constituent une famille importante de colorants dont la synthèse a commencé vers 1860 en Angleterre et en Allemagne. Le composé intermédiaire générateur de base est généralement l’aniline ou l’un de ses dérivés. [1]
Le 1-(3-nitrophénylazo) -2- naphtol a été synthétisé par une réaction classique de diazotation de la 3-nitroaniline suivie d’une copulation sur le β-Naphtol, Par recristallisation, des cristaux sous forme d’aiguilles de couleur orange, stables à l’air, ont été obtenus et isolés.
La collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
La résolution structurale montre que notre structure cristallise dans le groupe d’espace P212121 du système orthorhombique avec les paramètres de maille suivants:
a= 6.0981(9) Å; b=14.485(2) Å; c=15.389(2) Å; α= β= γ= 90.00°.
L’affinement final de tous les atomes a conduit aux facteurs de reliabilité : pondéré ωR2 = 0.1002 et non pondéré R1 = 0.0483, ainsi que l’estimé de la variance G.O.F = 1.037.

Quelques composés ont été synthétisés en traitant des amines primaires aromatiques par l'acide nitreux selon la réaction classique de diazotation suivie d’une copulation du diazonium obtenu sur le β-Naphtol en milieu basique, selon le schéma réactionnel suivant :

Par recristallisation, des cristaux sous différents formes, stables à l’air, ont été obtenus et isolés. La collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
Une analyse spectrométrique par infrarouge des colorants azoïques a été utilisée pour identifier les groupements fonctionnels, ainsi que certaines bandes caractéristiques des formes tautomères potentielles. [2] Les spectres d’IR de composés synthétisés ont été enregistrés à l’état solide sous forme des pastilles dans le KBr.

Dans la détermination structurale, les spectres RMN 1H et 13C ont été enregistrés dans le chloroforme deuteré (CDCl3) à dilution infinie à hauts champs (250 MHz pour RMN.1H et 13C) sur un spectrophotomètre de type Brücker Avence DPX 250 en utilisant le TMS comme référence interne.

Les colorants synthétiques représentent aujourd'hui un groupe relativement large de composés chimiques organiques rencontrés pratiquement dans toutes les sphères de notre vie quotidienne, l'industrie des textiles reste l'un des principaux secteurs d'utilisation [1]. Dans le domaine alimentaire, ils permettent de renforcer la couleur d’un produit, mais leur usage est réglementé par une législation stricte et rigoureuse. [2]
Le 1-((2-hydroxy-5-methylphenyl)diazenyl)naphthalen-2-ol a été synthétisé par une réaction classique de diazotation de la 2-amino-4-methylphenol suivie d’une copulation sur le β-Naphtol, selon le schéma réactionnel suivant :

Par recristallisation, des cristaux sous forme d’aiguilles de couleur orange, stables à l’air, ont été obtenus et isolés.
La collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
La résolution structurale montre que notre structure cristallise dans le groupe d’espace P 21/a du système orthorhombique avec les paramètres de maille suivants:
a = 14.5408(8) Å, b= 6.0518(4) Å, c = 32.6335(16) Å; α = γ = 90.00°, β = 101.8715(23) °.
Mots-clés: synthèse, Colorants azoïques, 2-amino-4-methylphenol, Diazotation, Copulation, β-Naphtol, diffraction des rayons X.

Les colorants synthétiques représentent aujourd'hui un groupe relativement large de composés chimiques organiques rencontrés pratiquement dans toutes les sphères de notre vie quotidienne, l'industrie des textiles reste l'un des principaux secteurs d'utilisation [1]. Dans le domaine alimentaire, ils permettent de renforcer la couleur d’un produit, mais leur usage est réglementé par une législation stricte et rigoureuse. [2]
Le 1-(2,4,6-tribromophénylazo)-2-naphtol a été synthétisé par une réaction classique de diazotation de la 2,4,6-tribromoaniline suivie d’une copulation sur le β-Naphtol, selon le schéma réactionnel suivant :

R = 3 Br.
Par recristallisation, des cristaux sous forme d’aiguilles de couleur orange, stables à l’air, ont été obtenus et isolés.
La collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
La résolution structurale montre que notre structure cristallise dans le groupe d’espace P212121 du système orthorhombique avec les paramètres de maille suivants:
a= 3.9904(11) Å; b=15.689(4) Å; c=24.580(7) Å; α= β= γ= 90.00°.
L’affinement final de tous les atomes a conduit aux facteurs de reliabilité : pondéré ωR2 = 0. 0778 et non pondéré R1 = 0.0355, ainsi que l’estimé de la variance G.O.F = 1.023.
Mots-clés: Colorants azoïques, 2,4,6-tribromoaniline, Diazotation, Copulation, β-Naphtol, diffraction des rayons X.
Référence :
[1]: J.-A Ghautier, J.-G. Kiger et F. Pellerin, « Les Colorants Naturels et de Synthèse à Usage Pharmaceutique et Alimentaire ». Mises au point de chimie analytique, Paris, Masson, 1964

Les azo-composés constituent la famille la plus importante tant sur le plan de l'application, ces structures sont caractérisées par le groupe fonctionnel azo (-N=N-) unissant deux radicaux alkyles et/ou aryles identiques ou non (azoïques symétriques et dissymétriques). [1] La méthode la plus courante de préparation des azo-composés comporte la diazotation d'une amine aromatique primaire et la copulation du sel de diazonium ainsi obtenu sur un phénol ou une amine. [2] Quelques composés ont été synthétisés selon le schéma réactionnel suivant :

Par recristallisation, des cristaux sous différents formes, ont été obtenus. La collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).

Mots-clés:
Synthèse, Colorants azoïques, Diazotation, Copulation.

Les colorants synthétiques représentent aujourd'hui un groupe relativement large de composés chimiques organiques rencontrés pratiquement dans toutes les sphères de notre vie quotidienne, l'industrie des textiles reste l'un des principaux secteurs d'utilisation [1]. Dans le domaine alimentaire, ils permettent de renforcer la couleur d’un produit, mais leur usage est réglementé par une législation stricte et rigoureuse. [2]

La méthode la plus courante de préparation des azo-composés comporte la diazotation d'une amine aromatique primaire et la copulation du sel de diazonium ainsi obtenu sur un phénol ou une amine.[3] Quelques composés ont été synthétisés selon le schéma réactionnel suivant :

Par recristallisation, des cristaux stables à l’air, ont été obtenus et isolés et la collection des données a été réalisée sur un diffractomètre automatique à quatre cercles munis d’un détecteur bidimensionnel kappa (CCD).
Une analyse spectrométrique par infrarouge des colorants azoïques a été utilisée pour identifier les groupements fonctionnels, ainsi que certaines bandes caractéristiques des formes tautomères potentielles. [4]
Pour la détermination structurale, les spectres RMN 1H et 13C ont été enregistrés dans le chloroforme deuteré (CDCl3) à dilution infinie à hauts champs (250 MHz pour RMN.1H et 13C) sur un spectrophotomètre de type Brücker Avence DPX 250 en utilisant le TMS comme référence interne. Le spectre d’IR du composé synthétisé a été enregistré à l’état solide sous forme de pastille dans le KBr.

In the title zwitterionic compound, C16H12N2O, the dihedral angle between the phenyl ring and the naphthalene ring system is 17.85 (8)°; an intra­molecular N—H⋯O hydrogen bond occurs. In the crystal, π–π stacking is observed between naphthalene ring systems of adjacent mol­ecules, the centroid–centroid distance being 3.6486 (11) Å.

The title zwitterion, C17H14N2O2, crystallizes with two independent mol­ecules in the asymmetric unit, both of which are approximately planar, the dihedral angles between the benzene ring and the naphthalene ring system being 4.39 (12)° in one mol­ecule and 5.83 (12)° in the other, and show an E conformation with respect to the azo double bond. An intra­molecular N—H⋯O hydrogen bond in each molecule helps to establish their near planar conformation. In the crystal, mol­ecules are linked through O—H⋯O hydrogen bonds into infinite chains running along the a-axis direction. In addition, the chains are stacked along the b axis via π–π inter­actions between the benzene and the naphthalene rings of adjacent mol­ecules, the centroid–centroid distances being 3.722 (3) and 3.823 (4) Å.

In the title compound, C16H12N2O2·0.5CH3OH, the H atom of the –OH group has been transfered to the N atom in the azo group, forming a zwitterion. Hence, there is an intra­molecular N—H⋯O, rather than an O—H⋯N, hydrogen bond in the mol­ecule. The mol­ecule is almost planar, the dihedral angle between the benzene ring and the mean plane of the naphthalene ring system being 4.51 (6)°. In the crystal, mol­ecules are linked to and bridged by O—H⋯O hydrogen bonds involving the methanol mol­ecule, which is located about a twofold rotation axis, and hence half-occupied, forming zigzag chains along [001]. Mol­ecules are also linked via C—H⋯π and π–π inter­actions, the latter involving adjacent benzene and naphthalene rings and having a centroid–centroid distance of 3.6616 (13) Å, forming a three-dimensional network.

The title azo mol­ecule, C16H9Br3N2O, adopts a trans conformation with respect to the azo N=N double bond. An intra­molecular O—H⋯N hydrogen bond forms an S(6) ring motif. The dihedral angle between the naphthalene ring system and the benzene ring is 33.80 (16)°. In the crystal, mol­ecules are stacked in columns along the a axis by π–π inter­actions [centroid–centroid distances = 3.815 (3) and 3.990 (3) Å].

La méthode la plus courante de préparation des colorants azoïques comporte la diazotation d'une amine primaire aromatique et la copulation du sel de diazonium ainsi obtenu sur un phénol ou une amine. [2]
Le 1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol a été synthétisé par une réaction classique de diazotation du 4-aminophenol suivie d’une copulation sur le β-Naphtol.
Par recristallisation, des cristaux sous forme d’aiguilles de couleur orange, stables à l’air, ont été obtenus et isolés.
La résolution structurale montre que notre structure cristallise dans le groupe d’espace C 2/c du système monoclinique avec les paramètres de maille suivants:
a= 26.942(7) Å; b=6.3479(17) Å; c=17.579(5) Å; α= γ= 90.00°; β= 113.985(4) °.