On Relative importance of C-H‧‧‧O, C-H‧‧‧π and S‧‧‧π interactions in the crystal of 2H-1-benzopyran-2-one phenyl sulfoxide - A coumarin derivative

Weak intermolecular interactions play crucial role in molecular assembly and crystal packing. Though C-H‧‧‧O, C-H‧‧‧π interactions have received much attention, the S‧‧‧π interactions have received little attention. Present paper explores the relative importance of C-H‧‧‧O, C-H‧‧‧π and S‧‧‧π interactions in the crystal packing of 2H -1-benzopyran − 2-one phenyl sulfoxide, a coumarin molecule. Investigation of intermolecular interactions and crystal packing through Hirshfeld surface analysis reveals that the maximum of the close contacts are due to weak interactions. Furthermore, their structures were optimized using density functional theory (DFT) calculations with the M062X hybrid functional and the 6-311G++(d,p) basis set. We investigated the Mulliken charges, molecular electrostatic potential (MEP), and frontier molecular orbitals (HOMO-LUMO). Further the molecular docking studies with Human Serum Albumin (HSA) revealed that the compound exhibits better binding affinity compared to Coumarin, suggesting that it may serve as a more effective inhibitor.