(E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate

The title compound, C(16)H(17)N(3)O(4), was prepared by the reaction of 5-nitro-2-(pyrrolidin-1-yl)benzaldehyde and ethyl cyano­acetate. The mol­ecular structure adopts an E conformation with respect to the C=C double bond. The five-membered ring has a half-chair conformation, with puckering paramet...

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Detalles Bibliográficos
Autores principales: Yapo, Yapi Marcellin, Abou, Bakary Coulibaly, Adjou, Ané, Kakou-Yao, Rita, Tenon, Jules A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983149/
https://www.ncbi.nlm.nih.gov/pubmed/21587494
http://dx.doi.org/10.1107/S1600536810033374
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author Yapo, Yapi Marcellin
Abou, Bakary Coulibaly
Adjou, Ané
Kakou-Yao, Rita
Tenon, Jules A.
author_facet Yapo, Yapi Marcellin
Abou, Bakary Coulibaly
Adjou, Ané
Kakou-Yao, Rita
Tenon, Jules A.
author_sort Yapo, Yapi Marcellin
collection PubMed
description The title compound, C(16)H(17)N(3)O(4), was prepared by the reaction of 5-nitro-2-(pyrrolidin-1-yl)benzaldehyde and ethyl cyano­acetate. The mol­ecular structure adopts an E conformation with respect to the C=C double bond. The five-membered ring has a half-chair conformation, with puckering parameters Q(2)= 0.399 (2) Å and ϕ = 93.1 (3)°. In the crystal, inversion dimers , linked by pairs of C—H⋯O inter­actions, are further connected through C—H⋯N hydrogen bonds. Weak slipped π-π inter­actions occur between symmetry-related benzene rings [centroid–centroid distance = 3.785 (1)Å].
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spelling pubmed-29831492010-12-30 (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate Yapo, Yapi Marcellin Abou, Bakary Coulibaly Adjou, Ané Kakou-Yao, Rita Tenon, Jules A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(17)N(3)O(4), was prepared by the reaction of 5-nitro-2-(pyrrolidin-1-yl)benzaldehyde and ethyl cyano­acetate. The mol­ecular structure adopts an E conformation with respect to the C=C double bond. The five-membered ring has a half-chair conformation, with puckering parameters Q(2)= 0.399 (2) Å and ϕ = 93.1 (3)°. In the crystal, inversion dimers , linked by pairs of C—H⋯O inter­actions, are further connected through C—H⋯N hydrogen bonds. Weak slipped π-π inter­actions occur between symmetry-related benzene rings [centroid–centroid distance = 3.785 (1)Å]. International Union of Crystallography 2010-09-04 /pmc/articles/PMC2983149/ /pubmed/21587494 http://dx.doi.org/10.1107/S1600536810033374 Text en © Yapo et al. 2010 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
Yapo, Yapi Marcellin
Abou, Bakary Coulibaly
Adjou, Ané
Kakou-Yao, Rita
Tenon, Jules A.
(E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title_full (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title_fullStr (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title_full_unstemmed (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title_short (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
title_sort (e)-ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983149/
https://www.ncbi.nlm.nih.gov/pubmed/21587494
http://dx.doi.org/10.1107/S1600536810033374
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