The Crystal Structure, Hirshfeld Surface interactions, optical/Nonlinear Optical properties and evaluation of the antioxidant activity of 8-(3-chloropropanamido)quinolin-1-ium chloride: Experimental and theoretical studies

Abstract

The title compound, 8-(3-chloropropanamido)quinolin-1-ium chloride, (C12H11ClN2O)+·Cl− (Q1), was synthesized via the reaction of quinolin-8-amine with 3-chloropropanoyl chloride. It was characterized by single-crystal X-ray diffraction analysis, and by infrared, and 1H and 13C NMR spectroscopies. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to quantify the interatomic interactions present in the crystal. The antioxidant activity of the synthesized compound was evaluated by the 2,2-diphenyl-1-picrylhydrazyl hydrate (DPPH) radical scavenging, cupric reducing capacity (CUPRAC) and ABTS radical scavenging activity, showed an average inhibition. The molecular structure of Q1 is determined by DFT calculations at wb97xd/6-311g(d) levels. Local and global reactivity descriptors were computed to predict the reactivity of the title compound. Furthermore, TD-DFT calculation is also used to determine the optical properties of the Q1 in the gas and solvents. We found excellent agreement between the calculated results and the experimental data. Moreover, the quantum calculations showed that the title compound is a potential candidate for second- and third-order NLO applications