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Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C(13)H(11)N(3)S(2), the phenyl ring is twisted from the 1,2,4-triazole plane by 63.35 (9)° and by 47.35 (9)° from the thio­phene plane. In the crystal, chains of mol­ecules running along the c-axis direction are formed by N—H⋯S inter­actions [graph-set motif C(4)]. The 1,2,4-t...

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Autores principales: Vu Quoc, Trung, Nguyen Ngoc, Linh, Do Ba, Dai, Pham Chien, Thang, Nguyen Huy, Hung, Van Meervelt, Luc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6002826/
https://www.ncbi.nlm.nih.gov/pubmed/29951236
http://dx.doi.org/10.1107/S2056989018007193
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author Vu Quoc, Trung
Nguyen Ngoc, Linh
Do Ba, Dai
Pham Chien, Thang
Nguyen Huy, Hung
Van Meervelt, Luc
author_facet Vu Quoc, Trung
Nguyen Ngoc, Linh
Do Ba, Dai
Pham Chien, Thang
Nguyen Huy, Hung
Van Meervelt, Luc
author_sort Vu Quoc, Trung
collection PubMed
description In the title compound, C(13)H(11)N(3)S(2), the phenyl ring is twisted from the 1,2,4-triazole plane by 63.35 (9)° and by 47.35 (9)° from the thio­phene plane. In the crystal, chains of mol­ecules running along the c-axis direction are formed by N—H⋯S inter­actions [graph-set motif C(4)]. The 1,2,4-triazole and phenyl rings are involved in π–π stacking inter­actions [centroid–centroid distance = 3.4553 (10) Å]. The thio­phene ring is involved in C—H⋯S and C—H⋯π inter­actions. The inter­molecular inter­actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (35.8%), followed by S⋯H/H⋯S (26.7%) and C⋯H/H⋯C (18.2%).
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spelling pubmed-60028262018-06-27 Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione Vu Quoc, Trung Nguyen Ngoc, Linh Do Ba, Dai Pham Chien, Thang Nguyen Huy, Hung Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(13)H(11)N(3)S(2), the phenyl ring is twisted from the 1,2,4-triazole plane by 63.35 (9)° and by 47.35 (9)° from the thio­phene plane. In the crystal, chains of mol­ecules running along the c-axis direction are formed by N—H⋯S inter­actions [graph-set motif C(4)]. The 1,2,4-triazole and phenyl rings are involved in π–π stacking inter­actions [centroid–centroid distance = 3.4553 (10) Å]. The thio­phene ring is involved in C—H⋯S and C—H⋯π inter­actions. The inter­molecular inter­actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (35.8%), followed by S⋯H/H⋯S (26.7%) and C⋯H/H⋯C (18.2%). International Union of Crystallography 2018-05-18 /pmc/articles/PMC6002826/ /pubmed/29951236 http://dx.doi.org/10.1107/S2056989018007193 Text en © Vu Quoc et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/
spellingShingle Research Communications
Vu Quoc, Trung
Nguyen Ngoc, Linh
Do Ba, Dai
Pham Chien, Thang
Nguyen Huy, Hung
Van Meervelt, Luc
Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title_fullStr Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full_unstemmed Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title_short Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1H-1,2,4-triazole-5(4H)-thione
title_sort crystal structure and hirshfield surface analysis of 4-phenyl-3-(thio­phen-3-ylmeth­yl)-1h-1,2,4-triazole-5(4h)-thione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6002826/
https://www.ncbi.nlm.nih.gov/pubmed/29951236
http://dx.doi.org/10.1107/S2056989018007193
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