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Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate
In the title compound, C(14)H(9)Cl(2)N(3)O(4)·C(3)H(7)NO, the hydrazone molecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the molecule is stabil...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645068/ https://www.ncbi.nlm.nih.gov/pubmed/26594548 http://dx.doi.org/10.1107/S2056989015018290 |
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author | Joseph, Bibitha Sajitha, N. R. Sithambaresan, M. Seena, E. B. Kurup, M. R. Prathapachandra |
author_facet | Joseph, Bibitha Sajitha, N. R. Sithambaresan, M. Seena, E. B. Kurup, M. R. Prathapachandra |
author_sort | Joseph, Bibitha |
collection | PubMed |
description | In the title compound, C(14)H(9)Cl(2)N(3)O(4)·C(3)H(7)NO, the hydrazone molecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the molecule is stabilized by the intramolecular O—H⋯N hydrogen bond involving the OH group and azomethine N atom. The azomethine and keto bond distances [1.269 (2) and 1.210 (2) Å, respectively] are very close to the formal C=N and C=O bond lengths. The dimethylformamide solvent molecule is connected to the hydrazone NH group via an N—H⋯O hydrogen bond. In the crystal, non-classical C—H⋯O and C—H⋯Cl hydrogen bonds link the molecules into chains along [322]. A supramolecular three-dimensional architecture is created by weak C—Cl⋯π [4.163 (3) Å, 83.26 (9)°] and π–π [centroid–centroid distance = 4.0395 (14) Å] interactions. |
format | Online Article Text |
id | pubmed-4645068 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450682015-11-20 Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate Joseph, Bibitha Sajitha, N. R. Sithambaresan, M. Seena, E. B. Kurup, M. R. Prathapachandra Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(14)H(9)Cl(2)N(3)O(4)·C(3)H(7)NO, the hydrazone molecule adopts an E conformation with respect to azomethine bond, and the dihedral angle between the two aromatic rings [8.96 (11)°] shows that the rings are almost co-planar. The planar conformation of the molecule is stabilized by the intramolecular O—H⋯N hydrogen bond involving the OH group and azomethine N atom. The azomethine and keto bond distances [1.269 (2) and 1.210 (2) Å, respectively] are very close to the formal C=N and C=O bond lengths. The dimethylformamide solvent molecule is connected to the hydrazone NH group via an N—H⋯O hydrogen bond. In the crystal, non-classical C—H⋯O and C—H⋯Cl hydrogen bonds link the molecules into chains along [322]. A supramolecular three-dimensional architecture is created by weak C—Cl⋯π [4.163 (3) Å, 83.26 (9)°] and π–π [centroid–centroid distance = 4.0395 (14) Å] interactions. International Union of Crystallography 2015-10-07 /pmc/articles/PMC4645068/ /pubmed/26594548 http://dx.doi.org/10.1107/S2056989015018290 Text en © Joseph et al. 2015 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 | Data Reports Joseph, Bibitha Sajitha, N. R. Sithambaresan, M. Seena, E. B. Kurup, M. R. Prathapachandra Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title | Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title_full | Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title_fullStr | Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title_full_unstemmed | Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title_short | Crystal structure of N′-[(E)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
title_sort | crystal structure of n′-[(e)-3,5-dichloro-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645068/ https://www.ncbi.nlm.nih.gov/pubmed/26594548 http://dx.doi.org/10.1107/S2056989015018290 |
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