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

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 intra­molecular N—H⋯O hydrogen bond formed between the iminium NH(+...

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Detalles Bibliográficos
Autores principales: Eltayeb, Naser Eltaher, Teoh, Siang Guan, Fun, Hoong-Kun, Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979394/
https://www.ncbi.nlm.nih.gov/pubmed/21579365
http://dx.doi.org/10.1107/S1600536810015230
Descripción
Sumario: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 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 [Image: see text]00, 0[Image: see text]0, 001 with a domain ratio of 0.09919 (2):0.90081 (2).