N-(2,4-Dimethylphenyl)-2-methylbenzamide

Abstract

In the title compound, C16H17NO, the N—H bond is in an anti conformation with respect to the C=O bonds. The aniline and benzoyl rings are almost coplanar, making a dihedral angle of 4.9 (3)°. The plane of the amide group makes an angle of 61.3 (3)° with the aniline ring and 58.3 (3)° with the benzoyl ring. In the crystal, the mol­ecules are linked by N—H⋯O hydrogen bonds into chains running along the b axis.

N-(2,5-Dimethylphenyl)-2-methylbenzamide

“…1), the N-H and C=O groups are in antiperiplanar conformation. This conformation is similar to those already observed, e. g. in 2-methyl-N-(phenyl)benzamide (II) (Gowda, Foro et al, 2008a), 2-methyl-N-(2,6-dimethylphenyl)-benzamide (III) (Gowda, Foro et al, 2008b) and in 2-methyl-N-(2,4-dimethylphenyl)benzamide (IV) (Gowda, Tokarčík et al, 2009). Further in (I), the conformation of the C=O group to the methyl substituent in the 2methylphenyl ring is syn.…”

“…This conformation is similar to those observed in (II) and (IV). The bond parameters in (I) are similar to those in (II), (III) and (IV) and other benzanilides (Gowda, Foro et al, 2008a,b;Gowda, Tokarčík et al, 2009).…”

“…MT and JK thank the Grant Agency of the Slovak Republic (VEGA 1/0817/08) and the Structural Funds, Interreg IIIA, for financial support in purchasing the diffractometer. VZR thanks the University Grants Commission, Government of India, New Delhi, for the award of a research fellowship As a part of our efforts to explore the effect of the substituents on the structures of benzanilides (Gowda, Foro et al, 2008a,b;Gowda, Tokarčík et al, 2009), in the present work, the structure of 2-methyl-N-(2,5-dimethylphenyl)benzamide (I) has been determined.…”

N-(3,5-Dimethylphenyl)-2-methylbenzamide

“…This conformation is similar to those observed, e.g. in 2-methyl-N-(phenyl)benzamide (II) (Gowda, Foro et al, 2008a), 2methyl-N-(2,6-dimethylphenyl)benzamide (III) (Gowda, Foro et al, 2008b), and 2-methyl-N-(2,4-dimethylphenyl)benzamide (IV) (Gowda, Tokarčík et al, 2009). Further, in (I) the conformation of the C=O group to the methyl substituent in the 2-methylphenyl ring is syn.…”

“…As a part of our efforts to explore the effect of the substituents on the structures of benzanilides (Gowda, Foro et al, 2008a, b, Gowda, Tokarčík et al, 2009, in the present work, the structure of 2-methyl-N-(3,5-dimethylphenyl)benzamide (I) has been determined. In the structure of (I) ( Fig.…”