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(E)-3-(3-氯苯基)-N-(4-羟基-3-甲氧基苄基)丙烯酰胺

(E)-3-(3-Chloro-phen-yl)-N-(4-hy-droxy-3-meth-oxy-benz-yl)acryl-amide.

作者信息

Xia Liang-You, Wang Wen-Long, Huang Yan-Lan, Shan Shang

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 18;66(Pt 7):o1700. doi: 10.1107/S1600536810022713.

DOI:10.1107/S1600536810022713
PMID:21587920
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3006917/
Abstract

In the title compound, C(17)H(16)ClNO(3), the 4-hy-droxy-3-meth-oxy-benzyl group is planar [maximum atomic deviation = 0.0138 (16) Å] and is nearly perpendicular to the chloro-benzene ring, making a dihedral angle of 84.67 (4)°. The chloro-benzene 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. Inter-molecular O-H⋯O, N-H⋯O and weak C-H⋯O hydrogen bonding is present in the crystal structure.

摘要

在标题化合物C(17)H(16)ClNO(3)中,4-羟基-3-甲氧基苄基平面性良好[最大原子偏差 = 0.0138 (16) Å],且几乎垂直于氯苯环,二面角为84.67 (4)°。氯苯和酰胺基团位于C=C键的两侧,呈E构型。相对较长的C=O键距为1.2364 (19) Å,较短的C-N键距为1.341 (2) Å,表明酰胺片段中存在电子离域。晶体结构中存在分子间O-H⋯O、N-H⋯O和弱C-H⋯O氢键。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d743/3006917/c91bae5279f3/e-66-o1700-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d743/3006917/c91bae5279f3/e-66-o1700-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d743/3006917/c91bae5279f3/e-66-o1700-fig1.jpg

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本文引用的文献

1
N-(4-Hydr-oxy-3-methoxy-benz-yl)benzamide.N-(4-羟基-3-甲氧基苄基)苯甲酰胺
Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 18;65(Pt 8):o1899. doi: 10.1107/S1600536809027500.
2
3-Chloro-N-(4-hydr-oxy-3-methoxy-benz-yl)-2,2-dimethyl-propanamide.3-氯-N-(4-羟基-3-甲氧基苄基)-2,2-二甲基丙酰胺
Acta Crystallogr Sect E Struct Rep Online. 2010 Mar 20;66(Pt 4):o877. doi: 10.1107/S1600536810009529.
3
A short history of SHELX.SHELX简史。
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. doi: 10.1107/S0108767307043930. Epub 2007 Dec 21.