Cargando…
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide
The title compound, C(19)H(19)N(3)O(2), crystallizes with two independent molecules (A and B) in the asymmetric unit. In molecule A, the pyrazole ring adopts a slightly disordered half-chair conformation while in B it is planar [r.m.s. deviation = 0.0386 (15) Å]. The dihedral angle between the mea...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885014/ https://www.ncbi.nlm.nih.gov/pubmed/24454189 http://dx.doi.org/10.1107/S1600536813029590 |
_version_ | 1782298691519905792 |
---|---|
author | Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Narayana, B. |
author_facet | Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Narayana, B. |
author_sort | Kaur, Manpreet |
collection | PubMed |
description | The title compound, C(19)H(19)N(3)O(2), crystallizes with two independent molecules (A and B) in the asymmetric unit. In molecule A, the pyrazole ring adopts a slightly disordered half-chair conformation while in B it is planar [r.m.s. deviation = 0.0386 (15) Å]. The dihedral angle between the mean planes of the two phenyl rings is 56.2 (8) in A and 38.2 (3)° in B. The N-phenyl substituent on the pyrazole ring is twisted by 46.5 (2) in A and 58.6 (4)° in B while the extended phenyl ring is twisted by 82.2 (8) in A and 87.5 (9)° in B. The mean plane of the amide group forms an angle of 74.8 (3) in A and 67.7 (1)° in B with respect to the phenyl ring. In addition, the amide group is rotated by 51.4 (1) in A and 53.6 (2)° in B from the the mean plane of the pyrazole ring. In the crystal, the two molecules are linked via N—H⋯O hydrogen bonds, supported by weak C—H⋯O interactions, forming dimers enclosing an R (2) (2)(10) ring motif. The dimers are linked via C—H⋯O interactions, forming a three-dimensional structure. |
format | Online Article Text |
id | pubmed-3885014 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38850142014-01-17 N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(19)N(3)O(2), crystallizes with two independent molecules (A and B) in the asymmetric unit. In molecule A, the pyrazole ring adopts a slightly disordered half-chair conformation while in B it is planar [r.m.s. deviation = 0.0386 (15) Å]. The dihedral angle between the mean planes of the two phenyl rings is 56.2 (8) in A and 38.2 (3)° in B. The N-phenyl substituent on the pyrazole ring is twisted by 46.5 (2) in A and 58.6 (4)° in B while the extended phenyl ring is twisted by 82.2 (8) in A and 87.5 (9)° in B. The mean plane of the amide group forms an angle of 74.8 (3) in A and 67.7 (1)° in B with respect to the phenyl ring. In addition, the amide group is rotated by 51.4 (1) in A and 53.6 (2)° in B from the the mean plane of the pyrazole ring. In the crystal, the two molecules are linked via N—H⋯O hydrogen bonds, supported by weak C—H⋯O interactions, forming dimers enclosing an R (2) (2)(10) ring motif. The dimers are linked via C—H⋯O interactions, forming a three-dimensional structure. International Union of Crystallography 2013-11-06 /pmc/articles/PMC3885014/ /pubmed/24454189 http://dx.doi.org/10.1107/S1600536813029590 Text en © Kaur et al. 2013 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 Kaur, Manpreet Jasinski, Jerry P. Anderson, Brian J. Yathirajan, H. S. Narayana, B. N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title |
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title_full |
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title_fullStr |
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title_full_unstemmed |
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title_short |
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide |
title_sort | n-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1h-pyrazol-4-yl)-2-phenylacetamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885014/ https://www.ncbi.nlm.nih.gov/pubmed/24454189 http://dx.doi.org/10.1107/S1600536813029590 |
work_keys_str_mv | AT kaurmanpreet n15dimethyl3oxo2phenyl23dihydro1hpyrazol4yl2phenylacetamide AT jasinskijerryp n15dimethyl3oxo2phenyl23dihydro1hpyrazol4yl2phenylacetamide AT andersonbrianj n15dimethyl3oxo2phenyl23dihydro1hpyrazol4yl2phenylacetamide AT yathirajanhs n15dimethyl3oxo2phenyl23dihydro1hpyrazol4yl2phenylacetamide AT narayanab n15dimethyl3oxo2phenyl23dihydro1hpyrazol4yl2phenylacetamide |