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Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline

The title compound, C(12)H(9)N(3)O(4)S, synthesized by condensation of 5-nitro­thio­phene-2-carbaldehyde and 2-methyl-3-nitro­aniline, crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1). In the mol­ecule, the aromatic benzene and thio­phene rings are twisted with respect to each other, mak...

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Autores principales: Kansiz, Sevgi, Dege, Necmi, Ozturk, Seyhan, Akdemir, Nesuhi, Tarcan, Erdoğan, Arslanhan, Ali, Saif, Eiad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869546/
https://www.ncbi.nlm.nih.gov/pubmed/33614142
http://dx.doi.org/10.1107/S2056989021000529
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author Kansiz, Sevgi
Dege, Necmi
Ozturk, Seyhan
Akdemir, Nesuhi
Tarcan, Erdoğan
Arslanhan, Ali
Saif, Eiad
author_facet Kansiz, Sevgi
Dege, Necmi
Ozturk, Seyhan
Akdemir, Nesuhi
Tarcan, Erdoğan
Arslanhan, Ali
Saif, Eiad
author_sort Kansiz, Sevgi
collection PubMed
description The title compound, C(12)H(9)N(3)O(4)S, synthesized by condensation of 5-nitro­thio­phene-2-carbaldehyde and 2-methyl-3-nitro­aniline, crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1). In the mol­ecule, the aromatic benzene and thio­phene rings are twisted with respect to each other, making a dihedral angle of 23.16 (7)°. In the crystal, mol­ecules are linked by inter­molecular C—H⋯O hydrogen bonds into chains extending along the c-axis direction. Weak π–π stacking inter­actions along the a-axis direction provide additional stabilization of the crystal structure. The roles of the various inter­molecular inter­actions were clarified by Hirshfeld surface analysis, which reveals that the crystal packing is dominated by O⋯H (39%) and H⋯H (21.3%) contacts. The crystal studied was refined as a two-component inversion twin.
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spelling pubmed-78695462021-02-19 Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline Kansiz, Sevgi Dege, Necmi Ozturk, Seyhan Akdemir, Nesuhi Tarcan, Erdoğan Arslanhan, Ali Saif, Eiad Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(12)H(9)N(3)O(4)S, synthesized by condensation of 5-nitro­thio­phene-2-carbaldehyde and 2-methyl-3-nitro­aniline, crystallizes in the ortho­rhom­bic space group P2(1)2(1)2(1). In the mol­ecule, the aromatic benzene and thio­phene rings are twisted with respect to each other, making a dihedral angle of 23.16 (7)°. In the crystal, mol­ecules are linked by inter­molecular C—H⋯O hydrogen bonds into chains extending along the c-axis direction. Weak π–π stacking inter­actions along the a-axis direction provide additional stabilization of the crystal structure. The roles of the various inter­molecular inter­actions were clarified by Hirshfeld surface analysis, which reveals that the crystal packing is dominated by O⋯H (39%) and H⋯H (21.3%) contacts. The crystal studied was refined as a two-component inversion twin. International Union of Crystallography 2021-01-19 /pmc/articles/PMC7869546/ /pubmed/33614142 http://dx.doi.org/10.1107/S2056989021000529 Text en © Kansiz et al. 2021 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Kansiz, Sevgi
Dege, Necmi
Ozturk, Seyhan
Akdemir, Nesuhi
Tarcan, Erdoğan
Arslanhan, Ali
Saif, Eiad
Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title_full Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title_fullStr Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title_short Crystal structure and Hirshfeld surface analysis of 2-methyl-3-nitro-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
title_sort crystal structure and hirshfeld surface analysis of 2-methyl-3-nitro-n-[(e)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869546/
https://www.ncbi.nlm.nih.gov/pubmed/33614142
http://dx.doi.org/10.1107/S2056989021000529
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