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

ABSTRACT: The conformation of the N-H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N-H and C=O bonds are anti to each other, similar to those observed in 2-methyl-N-(3-methyl-phen-yl)benzamide (N3MP2MBA). The -NHC(=O)- group makes a dihedral angle of 55.8?(7)° with the benzoyl ring, while the angle between the benzoyl and aniline rings is 37.5?(1)°; the respective values for N3MP2MBA are 55.2?(7) and 36.2?(1)°. N-H?O hydrogen bonds link the mol-ecules into infinite chains running along the c axis.

SUBMITTER: Gowda BT 

PROVIDER: S-EPMC2961145 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature

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

Gowda B Thimme BT   Foro Sabine S   Sowmya B P BP   Fuess Hartmut H  

Acta crystallographica. Section E, Structure reports online 20080416 Pt 5

The conformation of the N-H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N-H and C=O bonds are anti to each other, similar to those observed in 2-methyl-N-(3-methyl-phen-yl)benzamide (N3MP2MBA). The -NHC(=O)- group makes a dihedral angle of 55.8 (7)° with the benzoyl ring, while the angle between the benzoyl and anilin  ...[more]

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