(E)-4-Bromo-2-[(2-hydroxy-phen-yl)iminiometh-yl]phenolate

Acta Crystallogr Sect E Struct Rep Online. 2010 May 8;66(Pt 6):o1262-3. doi: 10.1107/S1600536810015230.

Abstract

The title compound, C(13)H(10)BrNO(2), crystallizes in a zwitterionic form. The zwitterion exists in a trans configuration about the C=N bond and is almost planar, the dihedral angle between the two benzene rings being 2.29 (9)°. An intra-molecular N-H⋯O hydrogen bond formed between the iminium NH(+) and the phenolate O(-) atoms generates an S(6) ring motif. In the crystal, the zwitterions are linked through O-H⋯O hydrogen bonds into chains along [101] and these chains are further connected through C-H⋯Br inter-actions into a two-dimensional network perpendicular to (101). C⋯C [3.572 (3)-3.592 (3) Å] and C⋯Br [3.5633 (19)-3.7339 (18) Å] short contacts are observed. The crystal studied was a twin with twin law 00, 00, 001 with a domain ratio of 0.09919 (2):0.90081 (2).