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Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione
In the title compound, C(18)H(19)BrFN(3)S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other...
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/PMC7001835/ https://www.ncbi.nlm.nih.gov/pubmed/32071740 http://dx.doi.org/10.1107/S2056989020000092 |
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author | Abdelrazeq, Alaa S. Ghabbour, Hazem A. El-Emam, Ali A. Osman, Doaa Ahmed Garcia-Granda, Santiago |
author_facet | Abdelrazeq, Alaa S. Ghabbour, Hazem A. El-Emam, Ali A. Osman, Doaa Ahmed Garcia-Granda, Santiago |
author_sort | Abdelrazeq, Alaa S. |
collection | PubMed |
description | In the title compound, C(18)H(19)BrFN(3)S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the molecules are linked by weak C—H⋯π(phenyl) interactions, forming supramolecular chains extending along the c-axis direction. The crystal packing is further consolidated by intermolecular N—H⋯S hydrogen bonds and by weak C—H⋯S interactions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin. |
format | Online Article Text |
id | pubmed-7001835 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-70018352020-02-18 Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione Abdelrazeq, Alaa S. Ghabbour, Hazem A. El-Emam, Ali A. Osman, Doaa Ahmed Garcia-Granda, Santiago Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(18)H(19)BrFN(3)S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the molecules are linked by weak C—H⋯π(phenyl) interactions, forming supramolecular chains extending along the c-axis direction. The crystal packing is further consolidated by intermolecular N—H⋯S hydrogen bonds and by weak C—H⋯S interactions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin. International Union of Crystallography 2020-01-10 /pmc/articles/PMC7001835/ /pubmed/32071740 http://dx.doi.org/10.1107/S2056989020000092 Text en © Abdelrazeq 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 Abdelrazeq, Alaa S. Ghabbour, Hazem A. El-Emam, Ali A. Osman, Doaa Ahmed Garcia-Granda, Santiago Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title_full | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title_fullStr | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title_full_unstemmed | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title_short | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
title_sort | synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1h-1,2,4-triazole-5(4h)-thione |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7001835/ https://www.ncbi.nlm.nih.gov/pubmed/32071740 http://dx.doi.org/10.1107/S2056989020000092 |
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