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Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione
In the crystal of the title compound, C(7)H(5)FN(4)S, the molecules are non-planar, with dihedral angle formed by least-squares planes of tetrazole and benzene rings of 59.94 (8) °. The crystal packing is formed by N—H⋯S hydrogen bonds, which link the molecules into centrosymmetric dimers with an...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7336801/ https://www.ncbi.nlm.nih.gov/pubmed/32695442 http://dx.doi.org/10.1107/S2056989020007033 |
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author | Askerov, Rizvan K. Maharramov, Abel M. Khalilov, Ali N. Akkurt, Mehmet Akobirshoeva, Anzurat A. Osmanov, V. K. Borisov, A. V. |
author_facet | Askerov, Rizvan K. Maharramov, Abel M. Khalilov, Ali N. Akkurt, Mehmet Akobirshoeva, Anzurat A. Osmanov, V. K. Borisov, A. V. |
author_sort | Askerov, Rizvan K. |
collection | PubMed |
description | In the crystal of the title compound, C(7)H(5)FN(4)S, the molecules are non-planar, with dihedral angle formed by least-squares planes of tetrazole and benzene rings of 59.94 (8) °. The crystal packing is formed by N—H⋯S hydrogen bonds, which link the molecules into centrosymmetric dimers with an R (2) (2)(8) ring motif, and by the offset face-to-face π–π stacking interactions between the benzene rings, which join the dimers into layers parallel to (100). The Hirshfeld surface analysis shows that the most important contributions to the surface contacts are from N⋯H/H⋯N (21.9%), S⋯H/H⋯S (21.1%), H⋯H (14.6%), F⋯H/H⋯F (11.8%) and C⋯H/H⋯C (9.5%) interactions. |
format | Online Article Text |
id | pubmed-7336801 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-73368012020-07-20 Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione Askerov, Rizvan K. Maharramov, Abel M. Khalilov, Ali N. Akkurt, Mehmet Akobirshoeva, Anzurat A. Osmanov, V. K. Borisov, A. V. Acta Crystallogr E Crystallogr Commun Research Communications In the crystal of the title compound, C(7)H(5)FN(4)S, the molecules are non-planar, with dihedral angle formed by least-squares planes of tetrazole and benzene rings of 59.94 (8) °. The crystal packing is formed by N—H⋯S hydrogen bonds, which link the molecules into centrosymmetric dimers with an R (2) (2)(8) ring motif, and by the offset face-to-face π–π stacking interactions between the benzene rings, which join the dimers into layers parallel to (100). The Hirshfeld surface analysis shows that the most important contributions to the surface contacts are from N⋯H/H⋯N (21.9%), S⋯H/H⋯S (21.1%), H⋯H (14.6%), F⋯H/H⋯F (11.8%) and C⋯H/H⋯C (9.5%) interactions. International Union of Crystallography 2020-06-05 /pmc/articles/PMC7336801/ /pubmed/32695442 http://dx.doi.org/10.1107/S2056989020007033 Text en © Askerov et al. 2020 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 Askerov, Rizvan K. Maharramov, Abel M. Khalilov, Ali N. Akkurt, Mehmet Akobirshoeva, Anzurat A. Osmanov, V. K. Borisov, A. V. Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title | Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title_full | Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title_short | Crystal structure and Hirshfeld surface analysis of 1-(2-fluorophenyl)-1H-tetrazole-5(4H)-thione |
title_sort | crystal structure and hirshfeld surface analysis of 1-(2-fluorophenyl)-1h-tetrazole-5(4h)-thione |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7336801/ https://www.ncbi.nlm.nih.gov/pubmed/32695442 http://dx.doi.org/10.1107/S2056989020007033 |
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