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1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone
The crystal structure of the title compound, C(12)H(9)F(3)N(2)O(2), contains two independent molecules in the asymmetric unit. The molecules are chemically identical but exhibit a significant difference in the dihedral angles between the mean planes of the phenyl and pyrazole rings, with values of...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980148/ https://www.ncbi.nlm.nih.gov/pubmed/21580175 http://dx.doi.org/10.1107/S1600536809051745 |
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author | Gallardo, Hugo Girotto, Edivandro Bortoluzzi, Adailton J. |
author_facet | Gallardo, Hugo Girotto, Edivandro Bortoluzzi, Adailton J. |
author_sort | Gallardo, Hugo |
collection | PubMed |
description | The crystal structure of the title compound, C(12)H(9)F(3)N(2)O(2), contains two independent molecules in the asymmetric unit. The molecules are chemically identical but exhibit a significant difference in the dihedral angles between the mean planes of the phenyl and pyrazole rings, with values of of 11.62 (13) and 18.17 (11)°. Moreover, the trifluoromethyl group in one of the molecules shows rotational disorder of the F atoms, with site occupancy factors of 0.929 (6) and 0.071 (6). The hydroxyl group in each of the molecules shows a strong intramolecular hydrogen bond with the carbonyl O atom, forming a six-membered ring and forcing the formyl group and pyrazole ring to be coplanarshowing C—C—C—O torsion angles of ?0.3(5)o and 0.°. Weak intermolecular C—H⋯O and C—H⋯F interactions contribute to the stabilization of the crystal packing. |
format | Text |
id | pubmed-2980148 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29801482010-12-30 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone Gallardo, Hugo Girotto, Edivandro Bortoluzzi, Adailton J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound, C(12)H(9)F(3)N(2)O(2), contains two independent molecules in the asymmetric unit. The molecules are chemically identical but exhibit a significant difference in the dihedral angles between the mean planes of the phenyl and pyrazole rings, with values of of 11.62 (13) and 18.17 (11)°. Moreover, the trifluoromethyl group in one of the molecules shows rotational disorder of the F atoms, with site occupancy factors of 0.929 (6) and 0.071 (6). The hydroxyl group in each of the molecules shows a strong intramolecular hydrogen bond with the carbonyl O atom, forming a six-membered ring and forcing the formyl group and pyrazole ring to be coplanarshowing C—C—C—O torsion angles of ?0.3(5)o and 0.°. Weak intermolecular C—H⋯O and C—H⋯F interactions contribute to the stabilization of the crystal packing. International Union of Crystallography 2009-12-09 /pmc/articles/PMC2980148/ /pubmed/21580175 http://dx.doi.org/10.1107/S1600536809051745 Text en © Gallardo et al. 2010 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 Gallardo, Hugo Girotto, Edivandro Bortoluzzi, Adailton J. 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title | 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title_full | 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title_fullStr | 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title_full_unstemmed | 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title_short | 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone |
title_sort | 1-(5-hydroxy-1-phenyl-3-trifluoromethyl-1h-pyrazol-1-yl)ethanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980148/ https://www.ncbi.nlm.nih.gov/pubmed/21580175 http://dx.doi.org/10.1107/S1600536809051745 |
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