Analyzing integrated π...π, C-H•••π and hydrogen bonding interactions in N, N-Dimethyl-4-aminopyridinium benzilate

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 center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds in addition to other non-covalent interactions such as C-H center dot center dot center dot O, and pi...pi 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 center dot center dot center dot H/H center dot center dot center dot O contacts pictures out the influence C-H center dot center dot center dot pi of 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. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

Studying non-covalent interactions is crucial in supramolecular chemistry. Researchers synthesized a proton transfer molecular salt and investigated its supramolecular architecture using single crystal X-ray diffraction. The results showed that the molecule is stabilized by strong hydrogen bonds and other non-covalent interactions, with C-H···π stacking interactions influencing hydrogen bonding significantly.