Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one

In the title compound, C(21)H(16)ClN(3)O(2), the pyrazolone ring and the O=C—C=C—N mean plane [maximum deviation = 0.022 (2) Å] are nearly coplanar, making a dihedral angle 4.56 (8)°, while the phenyl and pyrazole rings subtend a dihedral angle of 19.75 (8)°. The compound is in the enamine–keto form...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Heng-Qiang, Yang, Xing, Wu, Qiong, Chen, Hong-Li
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4350689/
https://www.ncbi.nlm.nih.gov/pubmed/25844235
http://dx.doi.org/10.1107/S2056989015002698
_version_ 1782360218833780736
author Zhang, Heng-Qiang
Yang, Xing
Wu, Qiong
Chen, Hong-Li
author_facet Zhang, Heng-Qiang
Yang, Xing
Wu, Qiong
Chen, Hong-Li
author_sort Zhang, Heng-Qiang
collection PubMed
description In the title compound, C(21)H(16)ClN(3)O(2), the pyrazolone ring and the O=C—C=C—N mean plane [maximum deviation = 0.022 (2) Å] are nearly coplanar, making a dihedral angle 4.56 (8)°, while the phenyl and pyrazole rings subtend a dihedral angle of 19.75 (8)°. The compound is in the enamine–keto form and its structure is stabilized by an intra­molecular N—H⋯O hydrogen bond. In the crystal, mol­ecules are linked via C—H⋯N hydrogen bonds, forming chains along [010]. Between the chains there are π–π inter­actions [inter-centroid distances = 3.3902 (9) and 3.5956 (11) Å], linking the chains to form sheets parallel to (10-1).
format Online
Article
Text
id pubmed-4350689
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-43506892015-04-03 Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one Zhang, Heng-Qiang Yang, Xing Wu, Qiong Chen, Hong-Li Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(21)H(16)ClN(3)O(2), the pyrazolone ring and the O=C—C=C—N mean plane [maximum deviation = 0.022 (2) Å] are nearly coplanar, making a dihedral angle 4.56 (8)°, while the phenyl and pyrazole rings subtend a dihedral angle of 19.75 (8)°. The compound is in the enamine–keto form and its structure is stabilized by an intra­molecular N—H⋯O hydrogen bond. In the crystal, mol­ecules are linked via C—H⋯N hydrogen bonds, forming chains along [010]. Between the chains there are π–π inter­actions [inter-centroid distances = 3.3902 (9) and 3.5956 (11) Å], linking the chains to form sheets parallel to (10-1). International Union of Crystallography 2015-02-13 /pmc/articles/PMC4350689/ /pubmed/25844235 http://dx.doi.org/10.1107/S2056989015002698 Text en © Zhang et al. 2015 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 Data Reports
Zhang, Heng-Qiang
Yang, Xing
Wu, Qiong
Chen, Hong-Li
Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title_full Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title_fullStr Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title_full_unstemmed Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title_short Crystal structure of (4Z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1H-pyrazol-5-one
title_sort crystal structure of (4z)-4-{[(2-chloro­phen­yl)amino](furan-2-yl)methyl­idene}-3-methyl-1-phenyl-4,5-di­hydro-1h-pyrazol-5-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4350689/
https://www.ncbi.nlm.nih.gov/pubmed/25844235
http://dx.doi.org/10.1107/S2056989015002698
work_keys_str_mv AT zhanghengqiang crystalstructureof4z42chlorophenylaminofuran2ylmethylidene3methyl1phenyl45dihydro1hpyrazol5one
AT yangxing crystalstructureof4z42chlorophenylaminofuran2ylmethylidene3methyl1phenyl45dihydro1hpyrazol5one
AT wuqiong crystalstructureof4z42chlorophenylaminofuran2ylmethylidene3methyl1phenyl45dihydro1hpyrazol5one
AT chenhongli crystalstructureof4z42chlorophenylaminofuran2ylmethylidene3methyl1phenyl45dihydro1hpyrazol5one

Ejemplares similares