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Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide
The conformation about the central benzene ring in the molecule of (I), C(20)H(19)N(3)O(2), is partially determined by an intramolecular N—H⋯O hydrogen bond. In the crystal, chains parallel to the c axis are generated by intermolecular N—H⋯O hydrogen bonds with the chains assembled into a three-d...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061108/ https://www.ncbi.nlm.nih.gov/pubmed/33953944 http://dx.doi.org/10.1107/S2056989021001353 |
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author | Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Albayati, Mustafa R. Elgarhy, Sahar M. I. Al-Taifi, Elham A. |
author_facet | Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Albayati, Mustafa R. Elgarhy, Sahar M. I. Al-Taifi, Elham A. |
author_sort | Mohamed, Shaaban K. |
collection | PubMed |
description | The conformation about the central benzene ring in the molecule of (I), C(20)H(19)N(3)O(2), is partially determined by an intramolecular N—H⋯O hydrogen bond. In the crystal, chains parallel to the c axis are generated by intermolecular N—H⋯O hydrogen bonds with the chains assembled into a three-dimensional network structure by intermolecular C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. The molecule of (II), C(22)H(21)N(3)O, differs from (I) only in the substituent at the hydrazide N atom where a phenylmethylene moiety for (II) is present instead of a furanmethylene moiety for (I). Hence, molecules of (I) and (II) show similarities in their molecular and crystal structures. The conformation of the central portion of the molecule of (II) is also therefore partially determined by an intramolecular N—H⋯O hydrogen bond and intermolecular N—H⋯O hydrogen bonds form chains parallel to the c axis. Likewise, the chains are connected into a three-dimensional network by C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. |
format | Online Article Text |
id | pubmed-8061108 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-80611082021-05-04 Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Albayati, Mustafa R. Elgarhy, Sahar M. I. Al-Taifi, Elham A. Acta Crystallogr E Crystallogr Commun Research Communications The conformation about the central benzene ring in the molecule of (I), C(20)H(19)N(3)O(2), is partially determined by an intramolecular N—H⋯O hydrogen bond. In the crystal, chains parallel to the c axis are generated by intermolecular N—H⋯O hydrogen bonds with the chains assembled into a three-dimensional network structure by intermolecular C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. The molecule of (II), C(22)H(21)N(3)O, differs from (I) only in the substituent at the hydrazide N atom where a phenylmethylene moiety for (II) is present instead of a furanmethylene moiety for (I). Hence, molecules of (I) and (II) show similarities in their molecular and crystal structures. The conformation of the central portion of the molecule of (II) is also therefore partially determined by an intramolecular N—H⋯O hydrogen bond and intermolecular N—H⋯O hydrogen bonds form chains parallel to the c axis. Likewise, the chains are connected into a three-dimensional network by C—H⋯O hydrogen bonds and C—H⋯π(ring) interactions. International Union of Crystallography 2021-02-12 /pmc/articles/PMC8061108/ /pubmed/33953944 http://dx.doi.org/10.1107/S2056989021001353 Text en © Mohamed et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Mohamed, Shaaban K. Mague, Joel T. Akkurt, Mehmet Albayati, Mustafa R. Elgarhy, Sahar M. I. Al-Taifi, Elham A. Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title | Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title_full | Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title_fullStr | Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title_full_unstemmed | Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title_short | Crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-N′-[(E)-(furan-2-yl)methylidene]benzohydrazide and N′-[(E)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
title_sort | crystal structures of two hydrazide derivatives of mefenamic acid, 3-(2,3-dimethylanilino)-n′-[(e)-(furan-2-yl)methylidene]benzohydrazide and n′-[(e)-benzylidene]-2-(2,3-dimethylanilino)benzohydrazide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061108/ https://www.ncbi.nlm.nih.gov/pubmed/33953944 http://dx.doi.org/10.1107/S2056989021001353 |
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