N-(3-Chlorophenyl)-2-methylbenzamide
نویسندگان
چکیده
The conformation of the N-H bond in the structure of the title compound, C(14)H(12)ClNO, is anti to the meta-chloro substituent in the aniline ring, while the C=O bond is syn to the ortho-methyl substituent in the benzoyl ring. The conformations of the N-H and C=O bonds are anti to each other, similar to those observed in 2-methyl-N-(3-methyl-phen-yl)benzamide (N3MP2MBA). The -NHC(=O)- group makes a dihedral angle of 55.8 (7)° with the benzoyl ring, while the angle between the benzoyl and aniline rings is 37.5 (1)°; the respective values for N3MP2MBA are 55.2 (7) and 36.2 (1)°. N-H⋯O hydrogen bonds link the mol-ecules into infinite chains running along the c axis.
منابع مشابه
N-(3-Chlorophenyl)-3-methylbenzamide hemihydrate
In the title compound, C(14)H(12)ClNO·0.5H(2)O, the N-H bond is in an anti conformation to the C=O bond. The two aromatic rings make a dihedral angle of 49.5 (1)°. The water mol-ecule lies on a twofold rotation axis. In the crystal, inter-molecular N-H⋯O and O-H⋯O hydrogen bonds connect the mol-ecules into a three-dimensional network.
متن کاملN-(2-Chlorophenyl)-3-methylbenzamide
In the title compound, C(14)H(12)ClNO, the N-H bond is anti to the carbonyl bond and the two aromatic rings make a dihedral angle of 5.4 (2)°. In the crystal, inter-molecular N-H⋯O hydrogen bonds connect the mol-ecules into chains running along the b axis. The chains are inter-connected through short Cl⋯Cl contacts [3.279 (1) Å].
متن کاملN-(2-Chlorophenyl)-4-methylbenzamide
The asymmetric unit of the title compound, C(14)H(12)ClNO, contains two independent mol-ecules in which the dihedral angles between the two aromatic rings are 51.76 (6) and 51.48 (7)°. The crystal structure is stabilized by inter-molecular N-H⋯O hydrogen bonds, which link the mol-ecules into chains running along the c axis.
متن کاملN-(3-Chlorophenyl)-4-methylbenzamide hemihydrate
In the title compound, C(14)H(12)ClNO·0.5H(2)O, the water mol-ecule is located on a twofold axis of symmetry. The meta-Cl atom in the aniline ring is positioned anti to the N-H bond. The two benzene rings make a dihedral angle of 40.40 (11)°. The crystal structure is stabilized by inter-molecular N-H⋯O and O-H⋯O hydrogen bonds, which link the mol-ecules into chains along the a axis.
متن کاملN-(4-Chlorophenyl)-2-methylbenzamide
In the structure of the title compound, C(14)H(12)ClNO, 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-methyl-phen-yl)benzamide and 2-methyl-N-phenyl-benzamide. The amide linkage (-NHCO-) makes dihedral angles of 36.9 (7) and 46.4 (5)° with the aniline and benzoyl rings, ...
متن کاملN-(4-Chlorophenyl)-3-methylbenzamide
In the structure of the title compound, C(14)H(12)ClNO, the conformations of the N-H and C=O bonds are anti to each other. Furthermore, the conformation of the C=O bond is syn to the meta-methyl group in the benzoyl ring. The central -NH-C(=O)- amido group makes a dihedral angle of 32.4 (1)° with the benzoyl ring and 36.1 (1)° with the anilino ring. The dihedral angle between the two benzene ri...
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