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

ABSTRACT: 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?? and ?-? 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.

SUBMITTER: Benaouida MA 

PROVIDER: S-EPMC3685028 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature