Experimental and theoretical investigations on structural, spectroscopic, electronic and thermodynamic properties of (adamantan-1-yl)(phenylsulfanyl)methanone

Abstract In this study, the structural molecular geometry, vibrational frequencies (FT-IR and Raman), 1 H and 13 C NMR (Nuclear Magnetic Resonance) chemical shifts and UV–Vis. spectral parameters of (adamantan-1-yl)(phenylsulfanyl)methanone (C 17 H 20 OS) were investigated using experimental and theoretical methods. Additionally, the highest occupied molecular orbitals (HOMOs), lowest unoccupied molecular orbitals (LUMOs), natural bond orbitals (NBOs), atomic charges and thermodynamic properties of the title compound were studied with theoretical computational method. The quantum mechanical computations on optimized molecular structure were performed by DFT/B3LYP method at 6-311G(d,p) basis set. The assignments of computed harmonic vibrational wavenumbers were obtained in terms of potential energy distribution (PED) analysis. The HOMO, LUMO and NBO analyses were theoretically done to support charge transfers and electronic transitions observed and computed in UV–Vis spectroscopy. The contributions to the molecular orbitals of adamantane, thioester and phenyl groups in the title compound were determined. The obtained results have been showed that the correlation between experimental and theoretical data is in a good agreement.