In this work, 5-benzoyl-4-phenyl-2-chloropyrimidine (5B4P2CP) (C17H11ClN2O), was characterized by X-ray single crystal diffraction technique (XRD), IR-NMR spectroscopy and quantum chemical computational methods as both experimental and theoretically. The compound crystallizes in the orthorhombic space group P bca with Z = 8. The molecular geometry was also optimized using density functional theory (DFT/B3LYP) method with the 6-311G(d,p) and 6-311++G(d,p) basis sets in ground state and compared with the experimental data. The computed vibrational frequencies are used to determine the types of molecular motions associated with each of the experimental bands observed. From the optimized geometry of the molecule, vibrational frequencies, gauge-independent atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values calculated for two basis sets. Also, molecular electrostatic potential (MEP) distribution, non-linear optical properties, frontier molecular orbitals (FMOs) and thermodynamic properties of the title compound were performed at B3LYP/6-311++G(d,p) level. (C) 2012 Elsevier B.V. All rights reserved.