Synthesis, X-ray characterization, DFT studies and Hirshfeld surface analysis of new organic single crystal: 2-(4-Methoxyphenyl)-4-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl] methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one (MTBT)

Abstract In this paper, we report the synthesis of a biphenyl molecule containing tetrazole and triazolone moieties (MTBT) and confirmed its structure by elemental analyses, FT-IR, 1 H & 13 C NMR, GC-MS in addition to single crystal X-ray diffraction study. The molecular geometry, vibrational frequencies and gauge-invariant atomic orbital (GIAO) 1 H and 13 C NMR chemical shift values of the reporting molecule have been calculated in the ground state using density functional theory (DFT) with the 6-311G(d,p) basis set. The Crystal structure is primarily stabilized through intramolecular C H ⋯ O and C H ⋯ N hydrogen bonds and N H ⋯ O intermolecular hydrogen bonds. Crystal structure analysis was supported with the Hirshfeld surface analysis and fingerprint plots enabled the identification of the significant intermolecular interactions. In addition, NBO analysis was performed to discuss the stability of the molecule that arises from hyper conjugative interactions and charge delocalization. The electronic properties, such as MEP, HOMO-LUMO energies have been analyzed by DFT. The MEP provides the visual representation of the chemically active sites and comparative reactivity of atoms. A large HOMO-LUMO energy gap (3.95 eV) implies a high kinetic stability of the MTBT.