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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...

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Detalles Bibliográficos
Autores principales: Joseph, Bibitha, Sajitha, N. R., Sithambaresan, M., Seena, E. B., Kurup, M. R. Prathapachandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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