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...

Descripción completa

Detalles Bibliográficos
Autores principales: Kaur, Manpreet, Jasinski, Jerry P., Anderson, Brian J., Yathirajan, H. S., Narayana, B.
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