The title molecule, N-(5-(4-methylbenzoyI)-2-oxo-4-(4-methylphenyl)pyrimidine-1(2H)-yl)-4-methylbenzamide (C27H23N3O3), was synthesized and characterized by elemental analysis, IR, Raman, H-1 and C-13 NMR spectral data. To determine conformational flexibility, potential energy surfaces of the title compound were obtained by DFT regarding the selected degree of torsional freedom, which was varied from 0 degrees to 360 degrees in 6 degrees and 20 degrees steps. The ten conformers of the title compound were determined and it was found that the conformer 1 basis the most stable one. All conformers were also optimized by using the density functional theory (DFT/B3LYP) method with the 6-31G(d,p), 6-311G(d,p) and cc-pVDZ basis sets in the ground state. Potential energy distribution was calculated with the 6-31G(d,p) basis set. The vibrational spectra were recorded in solid phase IR and Raman spectra were compared based on the results of the theoretical calculations. The formation of hydrogen bonds was explained using natural bond orbital (NBO) analysis and spectroscopic analysis. NMR analysis and frontier molecular orbitals (FM0s) were also investigated by DFT. (C) 2014 Elsevier B.V. All rights reserved.