(E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate

The title compound, C13H10BrNO2, 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 intramolecular N—H...O hydrogen...

Full description

Bibliographic Details
Main Authors: Naser Eltaher Eltayeb, Siang Guan Teoh, Hoong-Kun Fun, Suchada Chantrapromma
Format: Article
Language:English
Published: International Union of Crystallography 2010-06-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810015230
Description
Summary:The title compound, C13H10BrNO2, 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 intramolecular 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 interactions 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 overline{1}00, 0overline{1}0, 001 with a domain ratio of 0.09919 (2):0.90081 (2).
ISSN:1600-5368