LAUSR

Abstract Studying the non-covalent interactions is the central core of research for the researchers in supramolecular chemistry. In such a way, a proton transfer molecular salt, N,N-Dimethyl-4-aminopyridinium benzilate (DAPB) has been synthesized and the crystal has been grown by solvent evaporation technique. With the help of Single crystal X-ray diffraction, the supramolecular architecture of the synthesized salt has been investigated and found to be molecule is stabilized by strong N H…O and O H…O hydrogen bonds in addition to other non-covalent interactions such as C H…O, C H…π and π…π interactions. The dark spots on the Hirshfeld surfaces and the proportions on the fingerprints support the nature of various interactions found in the three-dimensional structure. The higher proportion of C…H/H…C contacts pictures out the influence of C H…π stacking interactions over the hydrogen bonding interactions. Theoretical electronic spectral analysis, ESP, NBO and hyperpolarizability analyses were calculated to understand the microscopic properties of the molecule. The presence of inter and intramolecular interactions observed for DAPB are responsible for the increased second hyperpolarisabilities at 1064 nm. Thus, the non-covalent interactions greatly influence the microscopic properties of DAPB.