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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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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%). |
format | Online Article Text |
id | pubmed-6002826 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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