Synthesis and Structure of N-（1,5-Dihydro-1-phenyl-3-methyl-4-benzoyl）-3-chloroaniline

The title compound (C23H18N3OCl) was synthesized and its crystal structure has been determined by X-ray analysis. The crystal belongs to triclinic system, space group Pī with a = 9.678(3), b = 9.999(3), c = 10.867(3)(A°),α= 87.236(6),β= 73.792(6),γ= 77.407(6)°, V = 985.5(5)(A°)3, Z = 2, Dc = 1.307 g/cm3, Mr = 387.86, F(000) = 404,μ(MoKα) = 0.212 mm-1, the final R = 0.0457 and wR = 0.1012 for 1914 observed reflections with I ≥ 2((I). In the title compound, the carbonyl, adjacent double bond and the N atom from 3-chloroaniline form a mean plane roughly, with the largest deviation of 0.0197(2)(A°) for C(5). A strong intramolecular N-H…O hydrogen bond (N…O 2.666(3)(A°) and N-H…O 151(3)°) was observed, leading to an enolimine tautomerism in the crystal state instead of the imine form in solution.