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(Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile

In the title compound, C(20)H(18)N(2)O(3), the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth­oxy­phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96 (5) and 38.9...

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Detalles Bibliográficos
Autores principales: Penthala, Narsimha Reddy, Parkin, Sean, Crooks, Peter A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295500/
https://www.ncbi.nlm.nih.gov/pubmed/22412611
http://dx.doi.org/10.1107/S1600536812005855
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author Penthala, Narsimha Reddy
Parkin, Sean
Crooks, Peter A.
author_facet Penthala, Narsimha Reddy
Parkin, Sean
Crooks, Peter A.
author_sort Penthala, Narsimha Reddy
collection PubMed
description In the title compound, C(20)H(18)N(2)O(3), the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth­oxy­phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96 (5) and 38.94 (7)°, respectively. The acrylonitrile group is planar (r.m.s. deviation from planarity = 0.037 Å). Mol­ecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—H⋯O inter­molecular hydrogen bonds, which form an R (1) (2)(5) motif between the indole NH group and the two meth­oxy O atoms furthest from the nitrile group.
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spelling pubmed-32955002012-03-12 (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile Penthala, Narsimha Reddy Parkin, Sean Crooks, Peter A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(18)N(2)O(3), the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth­oxy­phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96 (5) and 38.94 (7)°, respectively. The acrylonitrile group is planar (r.m.s. deviation from planarity = 0.037 Å). Mol­ecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—H⋯O inter­molecular hydrogen bonds, which form an R (1) (2)(5) motif between the indole NH group and the two meth­oxy O atoms furthest from the nitrile group. International Union of Crystallography 2012-02-17 /pmc/articles/PMC3295500/ /pubmed/22412611 http://dx.doi.org/10.1107/S1600536812005855 Text en © Penthala et al. 2012 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
Penthala, Narsimha Reddy
Parkin, Sean
Crooks, Peter A.
(Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title_full (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title_fullStr (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title_full_unstemmed (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title_short (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
title_sort (z)-3-(1h-indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295500/
https://www.ncbi.nlm.nih.gov/pubmed/22412611
http://dx.doi.org/10.1107/S1600536812005855
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