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(Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one

In the title mol­ecule, C(20)H(21)N(3)O, the central pyrazole ring forms dihedral angles of 4.75 (9) and 49.11 (9)°, respectively, with the phenyl and methyl-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 51.76 (8)°. The amino group and carbonyl O atom are invo...

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Autores principales: Sharma, Naresh, Vyas, Komal M., Jadeja, R. N., Kant, Rajni, Gupta, Vivek K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793766/
https://www.ncbi.nlm.nih.gov/pubmed/24109353
http://dx.doi.org/10.1107/S1600536813019144
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author Sharma, Naresh
Vyas, Komal M.
Jadeja, R. N.
Kant, Rajni
Gupta, Vivek K.
author_facet Sharma, Naresh
Vyas, Komal M.
Jadeja, R. N.
Kant, Rajni
Gupta, Vivek K.
author_sort Sharma, Naresh
collection PubMed
description In the title mol­ecule, C(20)H(21)N(3)O, the central pyrazole ring forms dihedral angles of 4.75 (9) and 49.11 (9)°, respectively, with the phenyl and methyl-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 51.76 (8)°. The amino group and carbonyl O atom are involved in an intra­molecular N—H⋯O hydrogen bond. In the crystal, π–π inter­actions are observed between benzene rings [centroid–centroid seperation = 3.892 (2) Å] and pyrazole rings [centroid–centroid seperation = 3.626 (2) Å], forming chains along [111]. The H atoms of the methyl group on the p-tolyl substituent were refined as disordered over two sets of sites in a 0.60 (4):0.40 (4) ratio.
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spelling pubmed-37937662013-10-09 (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one Sharma, Naresh Vyas, Komal M. Jadeja, R. N. Kant, Rajni Gupta, Vivek K. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(20)H(21)N(3)O, the central pyrazole ring forms dihedral angles of 4.75 (9) and 49.11 (9)°, respectively, with the phenyl and methyl-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 51.76 (8)°. The amino group and carbonyl O atom are involved in an intra­molecular N—H⋯O hydrogen bond. In the crystal, π–π inter­actions are observed between benzene rings [centroid–centroid seperation = 3.892 (2) Å] and pyrazole rings [centroid–centroid seperation = 3.626 (2) Å], forming chains along [111]. The H atoms of the methyl group on the p-tolyl substituent were refined as disordered over two sets of sites in a 0.60 (4):0.40 (4) ratio. International Union of Crystallography 2013-07-17 /pmc/articles/PMC3793766/ /pubmed/24109353 http://dx.doi.org/10.1107/S1600536813019144 Text en © Sharma 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
Sharma, Naresh
Vyas, Komal M.
Jadeja, R. N.
Kant, Rajni
Gupta, Vivek K.
(Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title_full (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title_fullStr (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title_full_unstemmed (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title_short (Z)-3-Methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1H-pyrazol-5(4H)-one
title_sort (z)-3-methyl-4-[1-(4-methyl­anilino)propyl­idene]-1-phenyl-1h-pyrazol-5(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793766/
https://www.ncbi.nlm.nih.gov/pubmed/24109353
http://dx.doi.org/10.1107/S1600536813019144
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