Cargando…
5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide
In the title compound, C(20)H(19)FN(6)S, the pyrazole ring has an envelope conformation, with the methine C atom being the flap atom. The dihedral angle between the least-squares plane through the pyrazole and triazole rings is 7.59 (9)°, and the triazole and attached benzene ring form a dihedral an...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379505/ https://www.ncbi.nlm.nih.gov/pubmed/22719703 http://dx.doi.org/10.1107/S1600536812024245 |
_version_ | 1782236215662084096 |
---|---|
author | Abdel-Wahab, Bakr F. Abdel-Latif, Ehab Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Abdel-Wahab, Bakr F. Abdel-Latif, Ehab Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Abdel-Wahab, Bakr F. |
collection | PubMed |
description | In the title compound, C(20)H(19)FN(6)S, the pyrazole ring has an envelope conformation, with the methine C atom being the flap atom. The dihedral angle between the least-squares plane through the pyrazole and triazole rings is 7.59 (9)°, and the triazole and attached benzene ring form a dihedral angle of 74.79 (9)°. The thiourea group is coplanar with the pyrazole ring [N—N—C—S torsion angle = −179.93 (11)°], which enables the formation of an intramolecular N—H⋯N hydrogen bond. In the crystal, inversion-related molecules associate via N—H⋯S hydrogen bonds and eight-membered {⋯HNCS}(2) synthons feature in the crystal packing. These synthons are connected into supramolecular chains along the a axis via N—H⋯F hydrogen bonds, and the chains are consolidated into layers in the ab plane via C—H⋯S and C—H⋯F contacts. |
format | Online Article Text |
id | pubmed-3379505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33795052012-06-20 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide Abdel-Wahab, Bakr F. Abdel-Latif, Ehab Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(19)FN(6)S, the pyrazole ring has an envelope conformation, with the methine C atom being the flap atom. The dihedral angle between the least-squares plane through the pyrazole and triazole rings is 7.59 (9)°, and the triazole and attached benzene ring form a dihedral angle of 74.79 (9)°. The thiourea group is coplanar with the pyrazole ring [N—N—C—S torsion angle = −179.93 (11)°], which enables the formation of an intramolecular N—H⋯N hydrogen bond. In the crystal, inversion-related molecules associate via N—H⋯S hydrogen bonds and eight-membered {⋯HNCS}(2) synthons feature in the crystal packing. These synthons are connected into supramolecular chains along the a axis via N—H⋯F hydrogen bonds, and the chains are consolidated into layers in the ab plane via C—H⋯S and C—H⋯F contacts. International Union of Crystallography 2012-05-31 /pmc/articles/PMC3379505/ /pubmed/22719703 http://dx.doi.org/10.1107/S1600536812024245 Text en © Abdel-Wahab et al. 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 Abdel-Wahab, Bakr F. Abdel-Latif, Ehab Ng, Seik Weng Tiekink, Edward R. T. 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title | 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_full | 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_fullStr | 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_full_unstemmed | 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_short | 5-(4-Fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-4,5-dihydro-1H-pyrazole-1-carbothioamide |
title_sort | 5-(4-fluorophenyl)-3-[5-methyl-1-(4-methylphenyl)-1h-1,2,3-triazol-4-yl]-4,5-dihydro-1h-pyrazole-1-carbothioamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379505/ https://www.ncbi.nlm.nih.gov/pubmed/22719703 http://dx.doi.org/10.1107/S1600536812024245 |
work_keys_str_mv | AT abdelwahabbakrf 54fluorophenyl35methyl14methylphenyl1h123triazol4yl45dihydro1hpyrazole1carbothioamide AT abdellatifehab 54fluorophenyl35methyl14methylphenyl1h123triazol4yl45dihydro1hpyrazole1carbothioamide AT ngseikweng 54fluorophenyl35methyl14methylphenyl1h123triazol4yl45dihydro1hpyrazole1carbothioamide AT tiekinkedwardrt 54fluorophenyl35methyl14methylphenyl1h123triazol4yl45dihydro1hpyrazole1carbothioamide |