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N-(2,3-二甲基苯基)苯甲酰胺

N-(2,3-Dimethyl-phen-yl)benzamide.

作者信息

Gowda B Thimme, Tokarčík Miroslav, Kožíšek Jozef, Sowmya B P, Fuess Hartmut

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Apr 8;65(Pt 5):o965. doi: 10.1107/S1600536809012112.

Abstract

The conformation of the N-H bond in the structure of the title compound, C(15)H(15)NO, is anti to the ortho and meta-methyl substituents in the aniline benzene ring, in contrast to the syn conformation observed with respect to the ortho and meta-chloro substituents in N-(2,3-dichloro-phen-yl)benzamide. Furthermore, the conformations of N-H and C=O bonds in the amide group are anti to each other, similar to those observed in other benzanilides. The dihedral angle between the benzoyl and aniline rings is 84.1 (2)°. The amide group is twisted by 23.0 (3)° out of the plane of the benzoyl ring. The structure exhibits positional disorder over the aniline ring, with site occupancies of 0.80 (1) and 0.20 (1) for the major and minor components, respectively. In the crystal, mol-ecules are connected through N-H⋯O hydrogen bonds into chains running along the b axis. An intra-molecular C-H⋯O close contact occurs.

摘要

在标题化合物C(15)H(15)NO的结构中,N-H键的构象与苯胺苯环上的邻位和间位甲基取代基呈反式,这与在N-(2,3-二氯苯基)苯甲酰胺中观察到的与邻位和间位氯取代基相关的顺式构象形成对比。此外,酰胺基团中N-H键和C=O键的构象彼此呈反式,这与在其他苯甲酰苯胺中观察到的情况相似。苯甲酰基环和苯胺环之间的二面角为84.1 (2)°。酰胺基团相对于苯甲酰基环的平面扭转了23.0 (3)°。该结构在苯胺环上存在位置无序,主要和次要组分的占有率分别为0.80 (1)和0.20 (1)。在晶体中,分子通过N-H⋯O氢键连接成沿b轴延伸的链。存在分子内C-H⋯O紧密接触。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f03a/2977665/3bc1addf19ac/e-65-0o965-fig1.jpg

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