Synthesis and Crystal Structure of N-（（3-（2-nitrophenyl） propanoyl）oxy）-N-phenylbenzamide

The title compound N-((3-(2-nitrophenyl) propanoyl)oxy)-N-phenylbenzamide (C22H18N2O5, M-r = 390.38) was synthesized with nitrobenzene as the starting materials and structurally characterized by H-1 NMR, C-13 NMR, IR, H RMS(E-SI) and single-crystal X-ray diffraction. The crystalline structure of the title compound was studied in detail. The single-crystal X-ray diffraction revealed that the compound crystallizes in monoclinic, space group P2(1)/n, with a = 14.4481(7), b = 8.0089(5), c = 16.6808(9) angstrom, alpha = 90.00(5), beta = 100.069(5), gamma = 90.00(5)degrees, M-r = 390.38, V = 1900.46(18) angstrom(3), Z = 4, D-c = 1.364 g/cm(-3), mu = 0.098, F(000) = 816.0, the final R = 0.0530 and wR = 0.1141 for 2525 observed reflections (I > 2 sigma(I)), R(all data) = 0.0813, wR(all data) = 0.1335, completeness to theta of 26.020 is 99.8% and GOF = 1.085. The crystal structure contains three branched chains with its center placed at the midpoint of N. The phenyl ring (C(8)similar to C(13)) makes a dihedral angle of 83.5(1) degrees C with the phenyl ring (C(1)similar to C(6)), and 80.5(1) degrees C with the nitro-substituted benzene ring (C(17)similar to C(22)), indicating that the three rings are not coplanar. Hydrogen bonds (C(10)-H(10)center dot center dot center dot O(3)), (C(15)-H(15B)center dot center dot center dot O(4) and C(16)-H(16B)center dot center dot center dot O(4)) together with pi-pi stacking interactions stabilize the structure of the molecule. The preliminary biological test shows that the title compound has good antitumor activity against A549 in vitro with the IC50 value of 3.17 mu mol.