2-Fluoro-N-o-tolylbenzamide

Abstract

In the title compound, C14H12FNO, the ortho-F atom and corresponding H atom on the fluoro­benzene ring are disordered over two positions with occupancies of 0.856 (4) and 0.144 (4). The amide unit is planar with a maximum deviation of 0.0057 (16) Å and the amide plane makes dihedral angles of 38.27 (11)° with the fluoro­benzene ring plane and 37.53 (10)° with the tolyl ring. The two benzene rings are inclined at an angle of 4.17 (15)°. In the crystal structure, chains form along b through N—H⋯O hydrogen bonds augmented by C—H⋯π inter­actions. Additional inter­molecular C—H⋯O and C—H⋯F hydrogen bonds further stabilize the structure, forming layers in the ac plane.

2-Chloro-N-(4-methoxyphenyl)benzamide

“…(Allen et al, 1987) and very similar to those other chlorophenylbenzamide derivatives (Saeed et al, 2008a(Saeed et al, , 2009c. The N1-H1 bond is anti to the Cl1 substituent of the aniline ring in sharp contrast to the syn arrangement found in a number of comparable 2-fluoro-benzamide derivatives (Saeed et al, 2008b(Saeed et al, , 2009a including the directly analogous 2-fluoro-N-(4-methoxyphenyl)benzamide (Saeed et al, 2009b).…”