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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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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. |
format | Online Article Text |
id | pubmed-7869546 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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