Abstract
In the structure of the title compound, C14H12ClNO, the N—H and C=O bonds are trans to each other. Furthermore, the C=O bond is syn to the ortho-methyl group in the benzoyl ring, similar to what is observed in 2-methyl-N-(4-methylphenyl)benzamide and 2-methyl-N-phenylbenzamide. The amide linkage (–NHCO–) makes dihedral angles of 36.9 (7) and 46.4 (5)° with the aniline and benzoyl rings, respectively, while the dihedral angle between the benzoyl and aniline rings is 83.1 (1)°. In the crystal structure, molecules form chains running along the b axis through N—H⋯O hydrogen bonds.
Highlights
In the structure of the title compound, C14H12ClNO, the N—H and C O bonds are trans to each other
Molecules form chains running along the b axis through N—HÁ Á ÁO hydrogen bonds
H atoms treated by a mixture of independent and constrained refinement
Summary
Key indicators: single-crystal X-ray study; T = 299 K; mean (C–C) = 0.004 A; R factor = 0.046; wR factor = 0.159; data-to-parameter ratio = 11.5. In the structure of the title compound, C14H12ClNO, the N—H and C O bonds are trans to each other. The C O bond is syn to the ortho-methyl group in the benzoyl ring, similar to what is observed in 2-methyl-N-(4-methylphenyl)benzamide and 2-methyl-N-phenylbenzamide. The amide linkage (–NHCO–) makes dihedral angles of 36.9 (7) and 46.4 (5) with the aniline and benzoyl rings, respectively, while the dihedral angle between the benzoyl and aniline rings is 83.1 (1). Molecules form chains running along the b axis through N—HÁ Á ÁO hydrogen bonds. Related literature For related structures, see: Gowda et al (2003, 2008a,b); Gowda, Tokarcık et al (2008).
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