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

ABSTRACT: In the structure of the the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O groups are mutually trans. Furthermore, the conformation of the C=O group is syn to the ortho-chloro group in the benzoyl ring, while the N-H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11?(19) and 22.58?(37)°, respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74?(14)°. The mol-ecules are linked into infinite chains through inter-molecular N-H?O hydrogen bonds.

SUBMITTER: Gowda BT

PROVIDER: S-EPMC2961659 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

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

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

Acta crystallographica. Section E, Structure reports online 20080619 Pt 7

In the structure of the the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O groups are mutually trans. Furthermore, the conformation of the C=O group is syn to the ortho-chloro group in the benzoyl ring, while the N-H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11 (19) and 22.58 (37)°, respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74 (14)°. The mol-ecules are linked in ...[more]

PMID: 21202929

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

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

Project description:In the mol-ecular structure of the title compound, C(14)H(12)ClNO, the meta-Cl atom in the benzoyl ring is positioned anti to the C=O bond, while the ortho-methyl group in the aniline ring is positioned syn to the N-H bond. The two benzene rings are nearly coplanar [dihedral angle = 3.48?(5)°]. The crystal structure is stabilized by N-H?O hydrogen bonds, which link the mol-ecules into chains along the b axis.

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