B.P. Sowmya

2-Methyl-N-phenyl­benzamide

In the structure of the title compound (NP2MBA), C14H13NO, the conformation of the C—O bond is syn to the ortho-methyl substituent in the benzoyl phenyl ring, while the N—H bond is anti to the ortho-methyl substituent. The structure of NP2MBA closely resembles that of 2-chloro-N-phenylbenzamide, with similar bond parameters. The dihedral angle between the phenyl and benzoyl rings is 88.05 (5)°. Molecules are linked into a chain through N—H⋯O hydrogen bonding.

4-Chloro-N-(2,3-dimethyl­phen­yl)benzamide

The conformations of the N—H and C=O bonds in the structure of the title compound (N26DMP4CBA), C15H14ClNO, are anti to each other, similar to that observed in N-phenylbenzamide, N-(3,4-dimethylphenyl)benzamide, N-(2,6-dichlorophenyl)benzamide and other benzanilides. There are three molecules in the asymmetric unit of N26DMP4CBA. The central amide group is tilted with respect to the benzoyl ring by 45.2 (1)° in molecule 1, 21.2 (2)° in molecule 2 and 14.9 (2)° in molecule 3. The dihedral angles between the benzoyl and aniline rings are 39.9 (1), 51.0 (1) and 86.3 (3)° in molecules 1, 2 and 3, respectively. Intermolecular N—H⋯O hydrogen bonds link the molecules into infinite chains running along the [101] direction. One xylyl group is disordered over two positions; the site occupancy factors are ca 0.6 and 0.4.

2,2-Dichloro-N-(phenyl-sulfon-yl)-acetamide.

The conformation of the N—H and C=O bonds in the title compound, C8H7Cl2NO3S, is trans. The benzene ring and the SO2—NH—CO—C group form a dihedral angle of 79.75 (8)°. Molecules are connected via N—H⋯O hydrogen bonds to form linear supramolecular chains.

3-Methyl-N-phen­ylbenzamide

The conformation of the C=O bond in the structure of the title compound, C14H13NO, is anti to the meta-methyl substituent in the benzoyl ring. The conformations of the N—H and C=O bonds in the amide group are also anti to each other. The asymmetric unit of the structure contains two molecules. The bond parameters are similar to those in N-(phenyl)benzamide, 2-methyl-N-(phenyl)benzamide and other benzanilides. The amide group –NHCO– forms dihedral angles of 20.97 (34) and 45.65 (19)° with the benzoyl rings, and 41.54 (25) and 31.87 (29)° with the aniline rings, in the two independent molecules. The benzoyl and aniline rings adopt dihedral angles of 22.17 (18) and 75.86 (12)° in the two independent molecules. In the crystal structure, molecules are linked into chains by intermolecular N—H⋯O hydrogen bonds.

2,2,2-Trimethyl-N-(phenyl-sulfon-yl)-acetamide.

The N—H and C=O bonds of the SO2—NH—CO group in the title compound, C11H15NO3S, are anti to each other. The asymmetric unit contains two independent molecules. The benzene rings form dihedral angles of 83.19 (8) and 76.01 (10)° with the mean planes of the C2NOS fragments. The molecules are linked into chains parallel to the b axis by intermolecular N—H⋯O hydrogen bonds.

2-Chloro-N-(2,3-dichloro­phen­yl)benzamide

Two independent molecules comprise the asymmetric unit in the title compound, C13H8Cl3NO, each with the amide N—H and C=O bonds trans to each other. The molecules are linked into chains through intermolecular N—H⋯O and N—H⋯Cl hydrogen bonds.

N-(4-Chloro­phen­yl)benzamide

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.

N-(2,6-Dimethyl­phen­yl)-4-methyl­benzamide

In the molecular structure of the title compound, C16H17NO, the two aromatic rings are close to orthogonal to each other [dihedral angle 78.8 (1)°], while the central –NH—C(=O)– amide core is nearly coplanar with the benzoyl ring, forming a dihedral angle of 3.5 (2)°. Intermolecular N—H⋯O hydrogen bonds in the crystal structure link the molecules into infinite chains running along the c axis of the crystal, and a C—H⋯O interaction also occurs.

2-Chloro-N-(3,5-dichloro­phenyl)­benzamide

The amide group in the structure of the title compound (N35DCP2CBA), C13H8Cl3NO, is trans-planar, similar to that observed in N-(3-chlorophenyl)benzamide, N-(3,5-dichlorophenyl)benzamide, 2-chloro-N-phenylbenzamide and other benzanilides. The C=O bond in N35DCP2CBA is anti to the ortho-chloro substituent in the benzoyl ring. The amide group makes dihedral angles of 63.1 (12) and 31.1 (17)°, respectively, with the benzoyl and aniline benzene rings, while the dihedral angle between the two benzene rings is 32.1 (2)°. The molecules are linked into chains along the b axis by N—H⋯O hydrogen bonds.

2,2-Dichloro-N-(4-methyl-phenyl-sulfonyl)acetamide.

The N—H and C=O bonds in the title compound, C9H9Cl2NO3S, are trans to each other, similar to what is observed in 2,2,2-trimethyl-N-(phenylsulfonyl)acetamide and 2,2,2-trimethyl-N-(4-methylphenylsulfonyl)acetamide. The bond parameters in the title compound are also similar to those in the aforementioned two structures. N—H⋯O hydrogen bonds connect the molecules into chains running along the a axis.