Crystal structure, surface analysis, and computational investigations of 1-(4-chloro-3-nitrophenyl)-6,7-dihydro-1H-benzo[d][1,2,3]triazol-4(5H)-one as potential acceptor molecule for photovoltaics applications

Crystal structure of 1-(4-chloro-3-nitrophenyl)-6,7-dihydro-1H-benzo[d][1,2,3]triazol-4(5H)-one has been investigated. Different basis sets were screened with functional B3LYP using DFT method to predict accurate geometry and properties. Non-covalent interactions were studied using Hirshfeld surface while intra-molecular interactions are investigated using NBO analysis. Frontier molecular orbital analysis was performed in gas phase and in aqueous medium. Vibrational assignments to various bond vibrations were made theoretically and compared with experimental values. UV-visible spectra was calculated using TD-DFT calculations and compared with experimentally recorded spectrum. Exciton binding energy, open circuit voltage, and electron reorganization energy were calculated. Chemical reactivity descriptors were calculated in different medium and results are compared. Condensed Fukui function analysis predicts strong electron accepting ability of compound. Dipole moment, polarizability and molecular refractivity was also calculated theoretically in different mediums. (C) 2022 Elsevier B.V. All rights reserved.

Automated summary

This study investigates the crystal structure of 1-(4-chloro-3-nitrophenyl)-6,7-dihydro-1H-benzo[d][1,2,3]triazol-4(5H)-one and predicts its geometry and properties using different basis sets and the DFT method. Non-covalent and intra-molecular interactions are studied, and analyses of electronic structure, vibrational assignments, UV-visible spectra, and chemical reactivity descriptors are performed. Theoretical calculations and comparisons provide insights into the compound's properties and chemical behavior.