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Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione

The title compound, C(18)H(20)ClN(3)S, is a functionalized triazoline-3-thione derivative. The benzene ring is almost perpendic­ular to the planar 1,2,4-triazole ring [maximum deviation = 0.007 (1) Å] with a dihedral angle of 89.61 (5)° between them and there is an adamantane substituent at the 3-po...

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Autores principales: Al-Wabli, Reem I., El-Emam, Ali A., Alroqi, Obaid S., Chidan Kumar, C. S., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384613/
https://www.ncbi.nlm.nih.gov/pubmed/25878859
http://dx.doi.org/10.1107/S2056989015000596
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author Al-Wabli, Reem I.
El-Emam, Ali A.
Alroqi, Obaid S.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_facet Al-Wabli, Reem I.
El-Emam, Ali A.
Alroqi, Obaid S.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_sort Al-Wabli, Reem I.
collection PubMed
description The title compound, C(18)H(20)ClN(3)S, is a functionalized triazoline-3-thione derivative. The benzene ring is almost perpendic­ular to the planar 1,2,4-triazole ring [maximum deviation = 0.007 (1) Å] with a dihedral angle of 89.61 (5)° between them and there is an adamantane substituent at the 3-position of the triazole­thione ring. In the crystal, N—H⋯S hydrogen-bonding inter­actions link the mol­ecules into chains extending along the c-axis direction. The crystal packing is further stabilized by weak C—H⋯π inter­actions that link adjacent chains into a two-dimensional structure in the bc plane. The crystal studied was an inversion twin with a 0.50 (3):0.50 (3) domain ratio.
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spelling pubmed-43846132015-04-15 Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione Al-Wabli, Reem I. El-Emam, Ali A. Alroqi, Obaid S. Chidan Kumar, C. S. Fun, Hoong-Kun Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(18)H(20)ClN(3)S, is a functionalized triazoline-3-thione derivative. The benzene ring is almost perpendic­ular to the planar 1,2,4-triazole ring [maximum deviation = 0.007 (1) Å] with a dihedral angle of 89.61 (5)° between them and there is an adamantane substituent at the 3-position of the triazole­thione ring. In the crystal, N—H⋯S hydrogen-bonding inter­actions link the mol­ecules into chains extending along the c-axis direction. The crystal packing is further stabilized by weak C—H⋯π inter­actions that link adjacent chains into a two-dimensional structure in the bc plane. The crystal studied was an inversion twin with a 0.50 (3):0.50 (3) domain ratio. International Union of Crystallography 2015-01-17 /pmc/articles/PMC4384613/ /pubmed/25878859 http://dx.doi.org/10.1107/S2056989015000596 Text en © Al-Wabli et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Al-Wabli, Reem I.
El-Emam, Ali A.
Alroqi, Obaid S.
Chidan Kumar, C. S.
Fun, Hoong-Kun
Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_fullStr Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full_unstemmed Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_short Crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_sort crystal structure of 3-(adamantan-1-yl)-4-(4-chloro­phen­yl)-1h-1,2,4-triazole-5(4h)-thione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384613/
https://www.ncbi.nlm.nih.gov/pubmed/25878859
http://dx.doi.org/10.1107/S2056989015000596
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