1-(4-Hy-droxy-phen-yl)-2-(2-oxidonaphthalen-1-yl)diazen-1-ium methanol hemisolvate.

Acta Crystallogr Sect E Struct Rep Online

Unité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, (CHEMS), Faculté des Sciences Exactes, Département de Chimie, Université Constantine 1, 25000 Constantine, Algeria.

Published: June 2013

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 intra-molecular N-H⋯O, rather than an O-H⋯N, hydrogen bond in the mol-ecule. The mol-ecule 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, mol-ecules are linked to and bridged by O-H⋯O hydrogen bonds involving the methanol mol-ecule, which is located about a twofold rotation axis, and hence half-occupied, forming zigzag chains along [001]. Mol-ecules are also linked via C-H⋯π and π-π inter-actions, the latter involving adjacent benzene and naphthalene rings and having a centroid-centroid distance of 3.6616 (13) Å, forming a three-dimensional network.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685028PMC
http://dx.doi.org/10.1107/S1600536813012245DOI Listing

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