3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide

In the title compound, C(16)H(13)ClFN(3)S, the pyrazole ring adopts an envelope conformation with the methine C atom being the flap atom. The chloro- and fluoro­benzene rings are twisted out of the plane of the pyrazole ring [dihedral angles = 15.12 (11) and 80.55 (10)°, respectively]. The amine gro...

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Autores principales: Abdel-Wahab, Bakr F., Mohamed, Hanan A., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588515/
https://www.ncbi.nlm.nih.gov/pubmed/23476591
http://dx.doi.org/10.1107/S1600536813004492
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author Abdel-Wahab, Bakr F.
Mohamed, Hanan A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Abdel-Wahab, Bakr F.
Mohamed, Hanan A.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Abdel-Wahab, Bakr F.
collection PubMed
description In the title compound, C(16)H(13)ClFN(3)S, the pyrazole ring adopts an envelope conformation with the methine C atom being the flap atom. The chloro- and fluoro­benzene rings are twisted out of the plane of the pyrazole ring [dihedral angles = 15.12 (11) and 80.55 (10)°, respectively]. The amine group is orientated towards a ring N atom, forming an intra­molecular N—H⋯N hydrogen bond. This H atom also forms a hydrogen bond to the F atom, which along with N—H⋯S hydrogen bonding leads to a supra­molecular chain along the c axis. Connections between chains of the type Cl⋯π lead to a layer in the bc plane.
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spelling pubmed-35885152013-03-08 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide Abdel-Wahab, Bakr F. Mohamed, Hanan A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(13)ClFN(3)S, the pyrazole ring adopts an envelope conformation with the methine C atom being the flap atom. The chloro- and fluoro­benzene rings are twisted out of the plane of the pyrazole ring [dihedral angles = 15.12 (11) and 80.55 (10)°, respectively]. The amine group is orientated towards a ring N atom, forming an intra­molecular N—H⋯N hydrogen bond. This H atom also forms a hydrogen bond to the F atom, which along with N—H⋯S hydrogen bonding leads to a supra­molecular chain along the c axis. Connections between chains of the type Cl⋯π lead to a layer in the bc plane. International Union of Crystallography 2013-02-20 /pmc/articles/PMC3588515/ /pubmed/23476591 http://dx.doi.org/10.1107/S1600536813004492 Text en © Abdel-Wahab et al. 2013 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
Abdel-Wahab, Bakr F.
Mohamed, Hanan A.
Ng, Seik Weng
Tiekink, Edward R. T.
3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title_full 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title_fullStr 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title_full_unstemmed 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title_short 3-(4-Chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazole-1-carbothio­amide
title_sort 3-(4-chloro­phen­yl)-5-(4-fluoro­phen­yl)-4,5-dihydro-1h-pyrazole-1-carbothio­amide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588515/
https://www.ncbi.nlm.nih.gov/pubmed/23476591
http://dx.doi.org/10.1107/S1600536813004492
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AT ngseikweng 34chlorophenyl54fluorophenyl45dihydro1hpyrazole1carbothioamide
AT tiekinkedwardrt 34chlorophenyl54fluorophenyl45dihydro1hpyrazole1carbothioamide

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