N-(4-Chloro­phen­yl)-2-methyl­benzamide

نویسندگان

  • B. Thimme Gowda
  • Sabine Foro
  • B. P. Sowmya
  • Hiromitsu Terao
  • Hartmut Fuess
چکیده

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, respectively, while the dihedral angle between the benzoyl and aniline rings is 83.1 (1)°. In the crystal structure, mol-ecules form chains running along the b axis through N-H⋯O hydrogen bonds.

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منابع مشابه

N-(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.

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N-(4-Chloro­phen­yl)-4-methyl­benzamide

In the title compound, C(14)H(12)ClNO, the aromatic rings make a dihedral angle of 59.25 (5)°. The methyl group is disordered over two equally occupied positions. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into infinite C(4) chains running along the a axis.

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N-(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].

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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.

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N-(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.

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عنوان ژورنال:

دوره 65  شماره 

صفحات  -

تاریخ انتشار 2009