A DFT approach for theoretical and experimental study of structure, electronic, Hirshfeld surface and spectroscopic properties of 12-(4-bromophenyl)-2-(prop-2-ynyloxy)-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-on single crystal.

• NLO material 12-(4-bromophenyl)-2-(prop-2-ynyloxy)-9,10-dihydro-8 H -benzo[ a ]xanthen-11(12 H)-on is synthesized. • Crystal structure is investigated. • Non-covalent interactions are analyzed using Hirshfeld surface and RDG method. • Physical and spectroscopic properties are investigated by DFT method. • Good correlation between theoretical and experimental results is obtained. Xanthene-propargyl derivative was synthesized by multicomponent reaction and was characterized by SCXRD analysis. Structure was optimized to ground state using DFT calculations at the B3LYP/6-311++G(d, p) level of theory in gas phase and in solvent. NBO analysis was performed at same level of theory. The vibrational spectrum was obtained theoretically by DFT calculations; vibrational assignments were made to different vibrational modes using potential energy distribution (PED) method. The non-covalent interactions present in molecule were investigated with Hirshfeld surface and fingerprint plots analysis, shape index, and curvedness using SCXRD data while theoretically these interactions were investigated using reduced density gradient (RDG) method. MEP surface was also analyzed and chemical reactivity descriptors were calculated theoretically. FMO and TDOS analysis was performed to study energy and distribution of molecular orbitals. NLO analysis was performed to determine its ability to act as potential NLO material. The high value of molar refractivity was also calculated theoretically. [ABSTRACT FROM AUTHOR]