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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...

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Detalles Bibliográficos
Autores principales: Gallardo, Hugo, Girotto, Edivandro, Bortoluzzi, Adailton J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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