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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...

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Autores principales: Naghiyev, Farid N., Khrustalev, Victor N., Akkurt, Mehmet, Khalilov, Ali N., Bhattarai, Ajaya, Kerimli, Fuad Sh., Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
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.
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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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