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5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
The central pyrazole ring in the title compound, C(17)H(16)FN(3)S, adopts an envelope conformation with the methine C atom bearing the 4-fluorophenyl substituent as the flap atom. Whereas the tolyl ring is slightly twisted out of the least-squares plane through the pyrazole ring [dihedral angle = 1...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588501/ https://www.ncbi.nlm.nih.gov/pubmed/23476571 http://dx.doi.org/10.1107/S1600536813004194 |
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author | Abdel-Wahab, Bakr F. Mohamed, Hanan A. Khidre, Rizk E. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Abdel-Wahab, Bakr F. Mohamed, Hanan A. Khidre, Rizk E. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Abdel-Wahab, Bakr F. |
collection | PubMed |
description | The central pyrazole ring in the title compound, C(17)H(16)FN(3)S, adopts an envelope conformation with the methine C atom bearing the 4-fluorophenyl substituent as the flap atom. Whereas the tolyl ring is slightly twisted out of the least-squares plane through the pyrazole ring [dihedral angle = 13.51 (11)°], the fluorobenzene ring is almost perpendicular [dihedral angle = 80.21 (11)°]. The thioamide group is almost coplanar with the N—N bond of the ring [N—N—C—N torsion angle = 1.2 (3)°] and the amine group forms an intramolecular hydrogen bond with a ring N atom. In the crystal, supramolecular double layers in the bc plane are formed via N—H⋯S, N—H⋯F and C—H⋯F interactions. |
format | Online Article Text |
id | pubmed-3588501 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35885012013-03-08 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide Abdel-Wahab, Bakr F. Mohamed, Hanan A. Khidre, Rizk E. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The central pyrazole ring in the title compound, C(17)H(16)FN(3)S, adopts an envelope conformation with the methine C atom bearing the 4-fluorophenyl substituent as the flap atom. Whereas the tolyl ring is slightly twisted out of the least-squares plane through the pyrazole ring [dihedral angle = 13.51 (11)°], the fluorobenzene ring is almost perpendicular [dihedral angle = 80.21 (11)°]. The thioamide group is almost coplanar with the N—N bond of the ring [N—N—C—N torsion angle = 1.2 (3)°] and the amine group forms an intramolecular hydrogen bond with a ring N atom. In the crystal, supramolecular double layers in the bc plane are formed via N—H⋯S, N—H⋯F and C—H⋯F interactions. International Union of Crystallography 2013-02-16 /pmc/articles/PMC3588501/ /pubmed/23476571 http://dx.doi.org/10.1107/S1600536813004194 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. Khidre, Rizk E. Ng, Seik Weng Tiekink, Edward R. T. 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title | 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_full | 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_fullStr | 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_full_unstemmed | 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_short | 5-(4-Fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_sort | 5-(4-fluorophenyl)-3-(4-methylphenyl)-4,5-dihydro-1h-pyrazole-1-carbothioamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588501/ https://www.ncbi.nlm.nih.gov/pubmed/23476571 http://dx.doi.org/10.1107/S1600536813004194 |
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