4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C(8)H(7)ClN(4)S, the benzene ring is statistically disordered over two conformations rotated about the Cl—C⋯C—C axis, which subtend dihedral angles of 24.7 (3) and 9.9 (2) ° with respect to the triazole ring. An intra­molecular C—H⋯N close contact occurs. In the crystal, N—H⋯N...

Descripción completa

Detalles Bibliográficos
Autores principales: Natarajan, Sampath, Mathews, Rita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275198/
https://www.ncbi.nlm.nih.gov/pubmed/22347054
http://dx.doi.org/10.1107/S1600536812000785
_version_ 1782223183487696896
author Natarajan, Sampath
Mathews, Rita
author_facet Natarajan, Sampath
Mathews, Rita
author_sort Natarajan, Sampath
collection PubMed
description In the title compound, C(8)H(7)ClN(4)S, the benzene ring is statistically disordered over two conformations rotated about the Cl—C⋯C—C axis, which subtend dihedral angles of 24.7 (3) and 9.9 (2) ° with respect to the triazole ring. An intra­molecular C—H⋯N close contact occurs. In the crystal, N—H⋯N and N—H⋯S hydrogen bonds link the mol­ecules into (001) sheets: R (2) (2)(8) and R (2) (2)(10) graph-set motifs result. Weak C—H⋯N hydrogen bonds and aromatic π–π stacking inter­actions [shortest centroid–centroid separation = 3.681 (7) Å] complete the structure.
format Online
Article
Text
id pubmed-3275198
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-32751982012-02-15 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione Natarajan, Sampath Mathews, Rita Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(8)H(7)ClN(4)S, the benzene ring is statistically disordered over two conformations rotated about the Cl—C⋯C—C axis, which subtend dihedral angles of 24.7 (3) and 9.9 (2) ° with respect to the triazole ring. An intra­molecular C—H⋯N close contact occurs. In the crystal, N—H⋯N and N—H⋯S hydrogen bonds link the mol­ecules into (001) sheets: R (2) (2)(8) and R (2) (2)(10) graph-set motifs result. Weak C—H⋯N hydrogen bonds and aromatic π–π stacking inter­actions [shortest centroid–centroid separation = 3.681 (7) Å] complete the structure. International Union of Crystallography 2012-01-18 /pmc/articles/PMC3275198/ /pubmed/22347054 http://dx.doi.org/10.1107/S1600536812000785 Text en © Natarajan and Mathews 2012 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 Organic Papers
Natarajan, Sampath
Mathews, Rita
4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_fullStr 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_full_unstemmed 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_short 4-Amino-3-(4-chloro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione
title_sort 4-amino-3-(4-chloro­phen­yl)-1h-1,2,4-triazole-5(4h)-thione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275198/
https://www.ncbi.nlm.nih.gov/pubmed/22347054
http://dx.doi.org/10.1107/S1600536812000785
work_keys_str_mv AT natarajansampath 4amino34chlorophenyl1h124triazole54hthione
AT mathewsrita 4amino34chlorophenyl1h124triazole54hthione

Ejemplares similares