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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...

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Autores principales: Abdelrazeq, Alaa S., Ghabbour, Hazem A., El-Emam, Ali A., Osman, Doaa Ahmed, Garcia-Granda, Santiago
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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