Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate

In the title compound, C(25)H(23)N(3)O(3)S, an intra­molecular N—H⋯O inter­action generates an S(6) ring, which stabilizes the enamine–keto form of the compound. This S(6) ring and the pyrazole ring are essentially coplanar, making a dihedral angle of 1.49 (6)°. The bond lengths within the S(6) ring...

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Autores principales: Zhu, Hualing, Zhao, Xinxin, Wang, Zhan, Ren, Junjie, Zhang, Miao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213630/
https://www.ncbi.nlm.nih.gov/pubmed/22091207
http://dx.doi.org/10.1107/S1600536811029904
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author Zhu, Hualing
Zhao, Xinxin
Wang, Zhan
Ren, Junjie
Zhang, Miao
author_facet Zhu, Hualing
Zhao, Xinxin
Wang, Zhan
Ren, Junjie
Zhang, Miao
author_sort Zhu, Hualing
collection PubMed
description In the title compound, C(25)H(23)N(3)O(3)S, an intra­molecular N—H⋯O inter­action generates an S(6) ring, which stabilizes the enamine–keto form of the compound. This S(6) ring and the pyrazole ring are essentially coplanar, making a dihedral angle of 1.49 (6)°. The bond lengths within the S(6) ring of the mol­ecule lie between classical single- and double-bond lengths, indicating extensive conjugation. The structure exhibits a thienyl-ring flip disorder, with occupancy factors in the ratio 64.7 (3):35.3 (3).
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spelling pubmed-32136302011-11-16 Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate Zhu, Hualing Zhao, Xinxin Wang, Zhan Ren, Junjie Zhang, Miao Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(25)H(23)N(3)O(3)S, an intra­molecular N—H⋯O inter­action generates an S(6) ring, which stabilizes the enamine–keto form of the compound. This S(6) ring and the pyrazole ring are essentially coplanar, making a dihedral angle of 1.49 (6)°. The bond lengths within the S(6) ring of the mol­ecule lie between classical single- and double-bond lengths, indicating extensive conjugation. The structure exhibits a thienyl-ring flip disorder, with occupancy factors in the ratio 64.7 (3):35.3 (3). International Union of Crystallography 2011-07-30 /pmc/articles/PMC3213630/ /pubmed/22091207 http://dx.doi.org/10.1107/S1600536811029904 Text en © Zhu et al. 2011 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
Zhu, Hualing
Zhao, Xinxin
Wang, Zhan
Ren, Junjie
Zhang, Miao
Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title_full Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title_fullStr Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title_full_unstemmed Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title_short Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
title_sort methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1h-pyrazol-4-yl­idene)(thio­phen-2-yl)meth­yl]amino}-3-phenyl­propionate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213630/
https://www.ncbi.nlm.nih.gov/pubmed/22091207
http://dx.doi.org/10.1107/S1600536811029904
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