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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...

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Autores principales: Mohamed, Shaaban K., Mague, Joel T., Akkurt, Mehmet, Albayati, Mustafa R., Elgarhy, Sahar M. I., Al-Taifi, Elham A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
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.
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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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