Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782199312595288064 |
---|---|
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. |
format | Text |
id | pubmed-3050219 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT lohwansin 4methyl5phenyl1hpyrazol32hone AT funhoongkun 4methyl5phenyl1hpyrazol32hone AT ragavanrvenkat 4methyl5phenyl1hpyrazol32hone AT vijayakumarv 4methyl5phenyl1hpyrazol32hone AT sarveswaris 4methyl5phenyl1hpyrazol32hone |