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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...

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Autores principales: Askerov, Rizvan K., Maharramov, Abel M., Khalilov, Ali N., Akkurt, Mehmet, Akobirshoeva, Anzurat A., Osmanov, V. K., Borisov, A. V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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