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3-甲基-N-(2-甲基苯基)苯甲酰胺

3-Methyl-N-(2-methyl-phen-yl)benzamide.

作者信息

Gowda B Thimme, Tokarčík Miroslav, Rodrigues Vinola Z, Kožíšek Jozef, Fuess Hartmut

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 26;66(Pt 7):o1849. doi: 10.1107/S1600536810024578.

DOI:10.1107/S1600536810024578
PMID:21588047
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3006868/
Abstract

The mol-ecular structure of the title compound, C(15)H(15)NO, involves an intra-molecular C-H⋯O hydrogen bond. The central amide group -NH-C(=O)- is twisted by 37.95 (12)° out of the meta-substituted benzoyl ring and by 37.88 (12)° out of the ortho-substituted aniline ring. The two benzene rings are inclined to one another at only 4.2 (1)° having an inter-planar spacing of ca 0.90 Å. The crystal structure is stabilized by inter-molecular N-H⋯O hydrogen bonds, which link the mol-ecules into chains running along the b axis. A weak inter-molecular C-H⋯π inter-action is also present.

摘要

标题化合物C(15)H(15)NO的分子结构包含一个分子内C-H⋯O氢键。中心酰胺基团-NH-C(=O)-相对于间位取代的苯甲酰环扭转了37.95 (12)°,相对于邻位取代的苯胺环扭转了37.88 (12)°。两个苯环彼此间仅呈4.2 (1)°的倾斜,平面间距约为0.90 Å。晶体结构通过分子间N-H⋯O氢键得以稳定,这些氢键将分子连接成沿b轴延伸的链。同时还存在一个弱的分子间C-H⋯π相互作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/defa/3006868/62ed2af390b0/e-66-o1849-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/defa/3006868/958db1f5fd62/e-66-o1849-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/defa/3006868/62ed2af390b0/e-66-o1849-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/defa/3006868/958db1f5fd62/e-66-o1849-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/defa/3006868/62ed2af390b0/e-66-o1849-fig2.jpg

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本文引用的文献

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Acta Crystallogr Sect E Struct Rep Online. 2010 Mar 20;66(Pt 4):o891. doi: 10.1107/S160053681000992X.
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3-Methyl-N-phen-ylbenzamide.3-甲基-N-苯基苯甲酰胺
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2-Methyl-N-(3-methyl-phen-yl)benzamide.2-甲基-N-(3-甲基苯基)苯甲酰胺
Acta Crystallogr Sect E Struct Rep Online. 2008 Jan 30;64(Pt 2):o541. doi: 10.1107/S1600536808003103.
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Structure validation in chemical crystallography.化学晶体学中的结构验证
Acta Crystallogr D Biol Crystallogr. 2009 Feb;65(Pt 2):148-55. doi: 10.1107/S090744490804362X. Epub 2009 Jan 20.
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A short history of SHELX.SHELX简史。
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A triclinic polymorph of benzanilide: disordered molecules form hydrogen-bonded chains.苯甲酰苯胺的三斜多晶型物:无序分子形成氢键链。
Acta Crystallogr C. 2003 Jan;59(Pt 1):o1-3. doi: 10.1107/s0108270102019996. Epub 2002 Dec 10.