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2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol

The title compound, C(13)H(8)BrCl(2)NO, was obtained by reaction of 3-bromo-5-chloro­salicylaldehyde and 2-chloro­benzenamine in methanol. The mol­ecule displays an E configuration with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 4.57 (11)°. The mol­ecul...

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Detalles Bibliográficos
Autor principal: Zhang, Xinli
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968929/
https://www.ncbi.nlm.nih.gov/pubmed/21582411
http://dx.doi.org/10.1107/S1600536809007181
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author Zhang, Xinli
author_facet Zhang, Xinli
author_sort Zhang, Xinli
collection PubMed
description The title compound, C(13)H(8)BrCl(2)NO, was obtained by reaction of 3-bromo-5-chloro­salicylaldehyde and 2-chloro­benzenamine in methanol. The mol­ecule displays an E configuration with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 4.57 (11)°. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond. In the crystal structure, mol­ecules are linked by inter­molecular C—H⋯O hydrogen-bonding inter­actions into zigzag chains running parallel to the b axis. Inter­molecular Br⋯Cl [3.5289 (11) Å] and Cl⋯Cl [3.5042 (12) Å] inter­actions are present.
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spelling pubmed-29689292010-12-30 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol Zhang, Xinli Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(8)BrCl(2)NO, was obtained by reaction of 3-bromo-5-chloro­salicylaldehyde and 2-chloro­benzenamine in methanol. The mol­ecule displays an E configuration with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 4.57 (11)°. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond. In the crystal structure, mol­ecules are linked by inter­molecular C—H⋯O hydrogen-bonding inter­actions into zigzag chains running parallel to the b axis. Inter­molecular Br⋯Cl [3.5289 (11) Å] and Cl⋯Cl [3.5042 (12) Å] inter­actions are present. International Union of Crystallography 2009-03-06 /pmc/articles/PMC2968929/ /pubmed/21582411 http://dx.doi.org/10.1107/S1600536809007181 Text en © Xinli Zhang 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Zhang, Xinli
2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title_full 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title_fullStr 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title_full_unstemmed 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title_short 2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol
title_sort 2-bromo-4-chloro-6-[(e)-(2-chloro­phen­yl)imino­meth­yl]phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968929/
https://www.ncbi.nlm.nih.gov/pubmed/21582411
http://dx.doi.org/10.1107/S1600536809007181
work_keys_str_mv AT zhangxinli 2bromo4chloro6e2chlorophenyliminomethylphenol