Crystal structure, spectroscopic investigations and density functional studies of 4-(4-methoxyphenethyl)-5-benzyl-2H-1,2,4-triazol-3(4H)-one monohydrate

The triazol compound 4-(4-methoxyphenethyl)-5-benzyl-2H-1,2,4-triazol-3(4H)-one monohydrate (I) has been synthesized and characterized by 1H NMR, 13C NMR, IR, and X-ray single-crystal determination. The molecular geometry, vibrational frequencies and gauge including atomic orbital (GIAO) 1H and 13C NMR chemical shift values of (I) in the ground state have been calculated using the density functional method (B3LYP) with the 6−31G(d) basis set. The calculated results show that the optimized geometry can well reproduce the crystal structure, and the theoretical vibrational frequencies and chemical shift values show good agreement with experimental values. The energetic behavior of (I) in solvent media was examined using the B3LYP method with the 6−31G(d) basis set by applying the Onsager and the polarizable continuum model (PCM). The predicted non-linear optical properties of (I) are greater than ones of urea. In addition, DFT calculations of molecular electrostatic potentials, frontier molecular orbitals and thermodynamic properties of (I) were carried out at the B3LYP/6−31G(d) level of theory.

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► The spectroscopic properties of the 1,2,4-triazole compound were examined.
► The DFT theoretical results were compared experimental results.
► Polarizability and first hyperpolarizability of the compound were calculated.
► The DFT calculations of the compound, MEP and FMO properties were also examined.