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4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one

The asymmetric unit of the title compound, C(10)H(10)N(2)O, contains two crystallographically independent mol­ecules with similar geometries, which exist in the keto form. The C=O bond lengths are 1.2878 (12) Å in mol­ecule A and 1.2890 (12) Å in mol­ecule B, indicating that the compound undergoes e...

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Autores principales: Loh, Wan-Sin, Fun, Hoong-Kun, Ragavan, R. Venkat, Vijayakumar, V., Sarveswari, S.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050219/
https://www.ncbi.nlm.nih.gov/pubmed/21522659
http://dx.doi.org/10.1107/S160053681005213X
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author Loh, Wan-Sin
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Sarveswari, S.
author_facet Loh, Wan-Sin
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Sarveswari, S.
author_sort Loh, Wan-Sin
collection PubMed
description The asymmetric unit of the title compound, C(10)H(10)N(2)O, contains two crystallographically independent mol­ecules with similar geometries, which exist in the keto form. The C=O bond lengths are 1.2878 (12) Å in mol­ecule A and 1.2890 (12) Å in mol­ecule B, indicating that the compound undergoes enol-to-keto tautomerism during the crystallization process. In mol­ecule A, the pyrazole ring is approximately planar [maximum deviation = 0.007 (1) Å] and forms a dihedral angle of 36.67 (6)° with the attached phenyl ring. In mol­ecule B, the dihedral angle formed between the pyrazole ring [maximum deviation = 0.017 (1) Å] and the phenyl ring is 41.19 (6)°. In the crystal, inter­molecular N—H⋯O hydrogen bonds link neighbouring mol­ecules into dimers generating R (2) (2)(8) ring motifs. These dimers are linked into ribbons along [101] via inter­molecular N—H⋯O hydrogen bonds, forming R (4) (2)(10) ring motifs.
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spelling pubmed-30502192011-04-26 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one Loh, Wan-Sin Fun, Hoong-Kun Ragavan, R. Venkat Vijayakumar, V. Sarveswari, S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(10)H(10)N(2)O, contains two crystallographically independent mol­ecules with similar geometries, which exist in the keto form. The C=O bond lengths are 1.2878 (12) Å in mol­ecule A and 1.2890 (12) Å in mol­ecule B, indicating that the compound undergoes enol-to-keto tautomerism during the crystallization process. In mol­ecule A, the pyrazole ring is approximately planar [maximum deviation = 0.007 (1) Å] and forms a dihedral angle of 36.67 (6)° with the attached phenyl ring. In mol­ecule B, the dihedral angle formed between the pyrazole ring [maximum deviation = 0.017 (1) Å] and the phenyl ring is 41.19 (6)°. In the crystal, inter­molecular N—H⋯O hydrogen bonds link neighbouring mol­ecules into dimers generating R (2) (2)(8) ring motifs. These dimers are linked into ribbons along [101] via inter­molecular N—H⋯O hydrogen bonds, forming R (4) (2)(10) ring motifs. International Union of Crystallography 2010-12-18 /pmc/articles/PMC3050219/ /pubmed/21522659 http://dx.doi.org/10.1107/S160053681005213X Text en © Loh et al. 2011 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
Loh, Wan-Sin
Fun, Hoong-Kun
Ragavan, R. Venkat
Vijayakumar, V.
Sarveswari, S.
4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title_full 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title_fullStr 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title_full_unstemmed 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title_short 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one
title_sort 4-methyl-5-phenyl-1h-pyrazol-3(2h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050219/
https://www.ncbi.nlm.nih.gov/pubmed/21522659
http://dx.doi.org/10.1107/S160053681005213X
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