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2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide

In the title compound, C(19)H(17)Cl(2)N(3)O(2), there are three mol­ecules (A, B and C) in the asymmetric unit and each differs in the conformation adopted. As a result of steric repulsion, the amide group is rotated with respect to both the dichloro­phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings, mak...

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Autores principales: Mahan, Aneeka, Butcher, Ray J., Nayak, Prakash S., Narayana, B., Yathirajan, H. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588482/
https://www.ncbi.nlm.nih.gov/pubmed/23476584
http://dx.doi.org/10.1107/S1600536813002341
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author Mahan, Aneeka
Butcher, Ray J.
Nayak, Prakash S.
Narayana, B.
Yathirajan, H. S.
author_facet Mahan, Aneeka
Butcher, Ray J.
Nayak, Prakash S.
Narayana, B.
Yathirajan, H. S.
author_sort Mahan, Aneeka
collection PubMed
description In the title compound, C(19)H(17)Cl(2)N(3)O(2), there are three mol­ecules (A, B and C) in the asymmetric unit and each differs in the conformation adopted. As a result of steric repulsion, the amide group is rotated with respect to both the dichloro­phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings, making dihedral angles of 44.5 (2) and 56.2 (2)°, respectively in A, 51.1 (2) and 54.1 (2)° in B, and 53.8 (2) and 54.6 (2)° in C. The dihedral angles between the dichloro­phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings are 54.8 (2), 76.2 (2) and 77.5 (2)° in mol­ecules A, B and C, respectively, while the 2,3-dihydro-1H-pyrazol-4-yl and phenyl rings make dihedral angles of 45.3 (2), 51.2 (2) and 42.8 (2)°, respectively. In the crystal, two of the mol­ecules are linked through N—H⋯O hydrogen bonding to an adjoining mol­ecule, forming dimers of the R (2) (2)(10) type, while the third mol­ecule forms such dimers with itself. C—H⋯O inter­actions link the dimers.
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spelling pubmed-35884822013-03-08 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide Mahan, Aneeka Butcher, Ray J. Nayak, Prakash S. Narayana, B. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(19)H(17)Cl(2)N(3)O(2), there are three mol­ecules (A, B and C) in the asymmetric unit and each differs in the conformation adopted. As a result of steric repulsion, the amide group is rotated with respect to both the dichloro­phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings, making dihedral angles of 44.5 (2) and 56.2 (2)°, respectively in A, 51.1 (2) and 54.1 (2)° in B, and 53.8 (2) and 54.6 (2)° in C. The dihedral angles between the dichloro­phenyl and 2,3-dihydro-1H-pyrazol-4-yl rings are 54.8 (2), 76.2 (2) and 77.5 (2)° in mol­ecules A, B and C, respectively, while the 2,3-dihydro-1H-pyrazol-4-yl and phenyl rings make dihedral angles of 45.3 (2), 51.2 (2) and 42.8 (2)°, respectively. In the crystal, two of the mol­ecules are linked through N—H⋯O hydrogen bonding to an adjoining mol­ecule, forming dimers of the R (2) (2)(10) type, while the third mol­ecule forms such dimers with itself. C—H⋯O inter­actions link the dimers. International Union of Crystallography 2013-02-20 /pmc/articles/PMC3588482/ /pubmed/23476584 http://dx.doi.org/10.1107/S1600536813002341 Text en © Mahan 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
Mahan, Aneeka
Butcher, Ray J.
Nayak, Prakash S.
Narayana, B.
Yathirajan, H. S.
2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title_full 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title_fullStr 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title_full_unstemmed 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title_short 2-(3,4-Dichloro­phen­yl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide
title_sort 2-(3,4-dichloro­phen­yl)-n-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1h-pyrazol-4-yl)acetamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588482/
https://www.ncbi.nlm.nih.gov/pubmed/23476584
http://dx.doi.org/10.1107/S1600536813002341
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