(E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide

In the title compound, C(17)H(16)ClNO(3), the 4-hy­droxy-3-meth­oxy­benzyl group is planar [maximum atomic deviation = 0.0138 (16) Å] and is nearly perpendicular to the chloro­benzene ring, making a dihedral angle of 84.67 (4)°. The chloro­benzene and amide groups are located on the opposite sides o...

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Detalles Bibliográficos
Autores principales: Xia, Liang-You, Wang, Wen-Long, Huang, Yan-Lan, Shan, Shang
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006917/
https://www.ncbi.nlm.nih.gov/pubmed/21587920
http://dx.doi.org/10.1107/S1600536810022713
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author Xia, Liang-You
Wang, Wen-Long
Huang, Yan-Lan
Shan, Shang
author_facet Xia, Liang-You
Wang, Wen-Long
Huang, Yan-Lan
Shan, Shang
author_sort Xia, Liang-You
collection PubMed
description In the title compound, C(17)H(16)ClNO(3), the 4-hy­droxy-3-meth­oxy­benzyl group is planar [maximum atomic deviation = 0.0138 (16) Å] and is nearly perpendicular to the chloro­benzene ring, making a dihedral angle of 84.67 (4)°. The chloro­benzene and amide groups are located on the opposite sides of the C=C bond, showing an E configuration. The relatively long C=O bond distance of 1.2364 (19) Å and the short C—N bond distance of 1.341 (2) Å suggest electron delocalization in the amide fragment. Inter­molecular O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonding is present in the crystal structure.
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spelling pubmed-30069172010-12-30 (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide Xia, Liang-You Wang, Wen-Long Huang, Yan-Lan Shan, Shang Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(16)ClNO(3), the 4-hy­droxy-3-meth­oxy­benzyl group is planar [maximum atomic deviation = 0.0138 (16) Å] and is nearly perpendicular to the chloro­benzene ring, making a dihedral angle of 84.67 (4)°. The chloro­benzene and amide groups are located on the opposite sides of the C=C bond, showing an E configuration. The relatively long C=O bond distance of 1.2364 (19) Å and the short C—N bond distance of 1.341 (2) Å suggest electron delocalization in the amide fragment. Inter­molecular O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonding is present in the crystal structure. International Union of Crystallography 2010-06-18 /pmc/articles/PMC3006917/ /pubmed/21587920 http://dx.doi.org/10.1107/S1600536810022713 Text en © Xia 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
Xia, Liang-You
Wang, Wen-Long
Huang, Yan-Lan
Shan, Shang
(E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title_full (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title_fullStr (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title_full_unstemmed (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title_short (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
title_sort (e)-3-(3-chloro­phen­yl)-n-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006917/
https://www.ncbi.nlm.nih.gov/pubmed/21587920
http://dx.doi.org/10.1107/S1600536810022713
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AT wangwenlong e33chlorophenyln4hydroxy3methoxybenzylacrylamide
AT huangyanlan e33chlorophenyln4hydroxy3methoxybenzylacrylamide
AT shanshang e33chlorophenyln4hydroxy3methoxybenzylacrylamide

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