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Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile
The asymmetric unit of the title compound, C(11)H(7)N(5)OS, contains two independent molecules (1 and 2). The thiophene ring in molecule 2 is rotationally disordered (flip disorder) by ca 180° (around the single C—C bond, to which it is attached) over two sites with the site-occupation factors of...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10162080/ https://www.ncbi.nlm.nih.gov/pubmed/37151830 http://dx.doi.org/10.1107/S2056989023003237 |
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author | Naghiyev, Farid N. Khrustalev, Victor N. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Kerimli, Fuad Sh. Mamedov, İbrahim G. |
author_facet | Naghiyev, Farid N. Khrustalev, Victor N. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Kerimli, Fuad Sh. Mamedov, İbrahim G. |
author_sort | Naghiyev, Farid N. |
collection | PubMed |
description | The asymmetric unit of the title compound, C(11)H(7)N(5)OS, contains two independent molecules (1 and 2). The thiophene ring in molecule 2 is rotationally disordered (flip disorder) by ca 180° (around the single C—C bond, to which it is attached) over two sites with the site-occupation factors of 0.9 and 0.1. These two orientations of the thiophene ring in molecule 2 are not equivalent. In the crystal, molecules are linked by intermolecular N—H⋯O and N—H⋯N hydrogen bonds into ribbons parallel to (022) along the a axis. Within the (022) planes, these ribbons are connected by van der Waals interactions and between the (022) planes by N—H⋯O hydrogen bonds. In molecule 1, Hirshfeld surface analysis showed that the most important contributions to the crystal packing are from N⋯H/H⋯N (27.1%), H⋯H (17.6%), C⋯H/H⋯C (13.6%) and O⋯H/H⋯O (9.3%) interactions, while in molecule 2, H⋯H (25.4%) interactions are the most significant contributors to the crystal packing. |
format | Online Article Text |
id | pubmed-10162080 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-101620802023-05-06 Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile Naghiyev, Farid N. Khrustalev, Victor N. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Kerimli, Fuad Sh. Mamedov, İbrahim G. Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(11)H(7)N(5)OS, contains two independent molecules (1 and 2). The thiophene ring in molecule 2 is rotationally disordered (flip disorder) by ca 180° (around the single C—C bond, to which it is attached) over two sites with the site-occupation factors of 0.9 and 0.1. These two orientations of the thiophene ring in molecule 2 are not equivalent. In the crystal, molecules are linked by intermolecular N—H⋯O and N—H⋯N hydrogen bonds into ribbons parallel to (022) along the a axis. Within the (022) planes, these ribbons are connected by van der Waals interactions and between the (022) planes by N—H⋯O hydrogen bonds. In molecule 1, Hirshfeld surface analysis showed that the most important contributions to the crystal packing are from N⋯H/H⋯N (27.1%), H⋯H (17.6%), C⋯H/H⋯C (13.6%) and O⋯H/H⋯O (9.3%) interactions, while in molecule 2, H⋯H (25.4%) interactions are the most significant contributors to the crystal packing. International Union of Crystallography 2023-04-21 /pmc/articles/PMC10162080/ /pubmed/37151830 http://dx.doi.org/10.1107/S2056989023003237 Text en © Naghiyev et al. 2023 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 Naghiyev, Farid N. Khrustalev, Victor N. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Kerimli, Fuad Sh. Mamedov, İbrahim G. Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title | Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title_full | Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title_short | Crystal structure and Hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
title_sort | crystal structure and hirshfeld surface analysis of 1,6-diamino-2-oxo-4-(thiophen-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10162080/ https://www.ncbi.nlm.nih.gov/pubmed/37151830 http://dx.doi.org/10.1107/S2056989023003237 |
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