N-(4-Chlorophenyl)benzamide

Abstract

The structure of the title compound, C13H10ClNO, resembles those of N-phen­ylbenzamide, N-(2-chloro­phenyl)­benzamide and other benzanilides, with similar bond parameters. The amide group –NHCO– makes a dihedral angle of 29.95 (9)° with the benzoyl ring, while the benzoyl and aniline rings form a dihedral angle of 60.76 (3)°. The structure shows both intra- and inter­molecular hydrogen bonding. The mol­ecules are linked by N—H⋯O hydrogen bonds into chains running along the [100] direction.

4-Chloro-N-phenylbenzamide

“…In (I), the N-H and C=O bonds in the C-NH-C(O)-C segment are anti to each other, similar to that observed in N-(4-chlorophenyl)-benzamide (II) (Gowda et al, 2008).…”

“…For the preparation of the title compound, see: Gowda et al (2003). For our studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Bhat & Gowda (2000); Bowes et al (2003); Gowda et al (2008); Saeed et al (2010), on N-(aryl)-methanesulfonamides, see: Gowda et al (2007), on N-(aryl)-arylsulfonamides, see: Shetty & Gowda (2005) and on N-chloro-amides, Gowda & Weiss (1994).…”

“…The amide moiety is the constituent of many biologically significant compounds. As part of our studies on the substituent effects on the structures and other aspects of N-(aryl)-amides (Bhat & Gowda, 2000;Bowes et al, 2003;Gowda et al, 2008;Saeed et al, 2010, N-(aryl)-methanesulfonamides (Gowda et al, 2007), N-(aryl)-arylsulfonamides (Shetty & Gowda, 2005) and N-chloro-arylamides (Gowda & Weiss, 1994), in the present work, the crystal structure of N-(phenyl)-4-chlorobenzamide (I) has been determined ( Fig.1).…”

N-(4-Chlorophenyl)-3-methylbenzamide

“…For the preparation of the title compound, see: Gowda et al (2003). For related structures, see: Bowes et al (2003); Gowda, Foro et al (2008; Gowda, Tokarčík et al (2008).…”

“…MT and JK thank the Grant Agency of the Slovak Republic (VEGA 1/0817/08) and Structural Funds, Interreg IIIA, for financial support in purchasing the diffractometer. In the present work, as part of a study of the substituent effects on the solid state structures of benzanilides (Gowda, Foro et al, 2008Gowda, Tokarčík et al, 2008), the structure of N-(4-chlorophenyl)3-methylbenzamide (I) has been determined. In the structure, the conformations of the N-H and C=O bonds are anti to each other ( Fig.…”