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N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide
The title compound, C(15)H(12)BrClN(2)O(3), was obtained by the condensation reaction between 3-bromo-5-chloro-2-hydroxybenzaldehyde and 2-methoxybenzohydrazide. The molecule is essentially planar, with a dihedral angle between the two benzene rings of 4.7 (2)°, and displays an E configuration ab...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969039/ https://www.ncbi.nlm.nih.gov/pubmed/21582569 http://dx.doi.org/10.1107/S1600536809010198 |
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author | Hou, Jin-Long |
author_facet | Hou, Jin-Long |
author_sort | Hou, Jin-Long |
collection | PubMed |
description | The title compound, C(15)H(12)BrClN(2)O(3), was obtained by the condensation reaction between 3-bromo-5-chloro-2-hydroxybenzaldehyde and 2-methoxybenzohydrazide. The molecule is essentially planar, with a dihedral angle between the two benzene rings of 4.7 (2)°, and displays an E configuration about the C=N double bond. The molecular conformation is stabilized by intramolecular O—H⋯N and N—H⋯O hydrogen bonds. In the crystal structure, molecules are linked into zigzag chains running parallel to the c axis by intermolecular C—H⋯O hydrogen bonds. The chains are further connected through aromatic π–π stacking interactions with centroid–centroid distances of 3.583 (4) Å. |
format | Text |
id | pubmed-2969039 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29690392010-12-30 N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide Hou, Jin-Long Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(12)BrClN(2)O(3), was obtained by the condensation reaction between 3-bromo-5-chloro-2-hydroxybenzaldehyde and 2-methoxybenzohydrazide. The molecule is essentially planar, with a dihedral angle between the two benzene rings of 4.7 (2)°, and displays an E configuration about the C=N double bond. The molecular conformation is stabilized by intramolecular O—H⋯N and N—H⋯O hydrogen bonds. In the crystal structure, molecules are linked into zigzag chains running parallel to the c axis by intermolecular C—H⋯O hydrogen bonds. The chains are further connected through aromatic π–π stacking interactions with centroid–centroid distances of 3.583 (4) Å. International Union of Crystallography 2009-03-25 /pmc/articles/PMC2969039/ /pubmed/21582569 http://dx.doi.org/10.1107/S1600536809010198 Text en © Jin-Long Hou 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 Hou, Jin-Long N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title |
N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title_full |
N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title_fullStr |
N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title_full_unstemmed |
N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title_short |
N′-(3-Bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
title_sort | n′-(3-bromo-5-chloro-2-hydroxybenzylidene)-2-methoxybenzohydrazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969039/ https://www.ncbi.nlm.nih.gov/pubmed/21582569 http://dx.doi.org/10.1107/S1600536809010198 |
work_keys_str_mv | AT houjinlong n3bromo5chloro2hydroxybenzylidene2methoxybenzohydrazide |