1-(3-Acetylphenyl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium

Mohamed Amine Benaouida,Salah Eddine Bouaoud,Abd El Kader Bouchoul,Ali Benosmane,Hassiba Bougueria

doi:10.1107/s1600536813014918

Abstract

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) Å for adjacent A molecules and 3.652 (3) Å for adjacent B molecules].

Highlights

Unité de Recherche de Chimie de l’Environnement et Moléculaire Structurale (CHEMS), Département de Chimie, Université Mentouri de Constantine 1, 25000
We thank all researchers of the CHEMS Research Unit of the University of Constantine, Algeria, for the valuable assistance they have provided us throughout the realisation of this work
The azo group is attached to two groups, of which at least one, but more usually both are aromatic

Summary

Bruker APEXII diffractometer

Unité de Recherche de Chimie de l’Environnement et Moléculaire Structurale (CHEMS), Département de Chimie, Université Mentouri de Constantine 1, 25000. 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. 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. 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 – interactions between adjacent molecules involving benzene and naphthalene rings [centroid–centroid distance of. 3.626 (3) Å for adjacent A molecules and 3.652 (3) Å for adjacent B molecules]

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Salah Eddine Bouaoud

Findings

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