Synthesis, crystal structure, spectroscopic, DFT computations and third-order nonlinear optical studies of Schiff-based (E)-N′-(benzo[d][1,3]dioxol-5-ylmethylene)-4-methoxybezohydrazide monohydrate single crystal

Abstract

Organic Schiff derivative of (E)-N′-(benzo[d][1,3]dioxol-5-ylmethylene)-4-methoxybezohydrazide monohydrate (BDMMBH) single crystal has been synthesized by Schiff method. The synthesized crystal was subjected to various characterizations like Single-Crystal X-ray Diffraction (SCXRD), FT-IR, FT-Raman, UV–Visible, proton (1H) and carbon (13C) NMR and Z-scan studies. Crystal of BDMMBH belongs to monoclinic centrosymmetric P21/n, with lattice parameters a = 4.8127(4) A, b = 24.272(2) A, c = 12.857(10) A and β = 94.73(1)°. The structure of BDMMBH was resolved by determining the functional groups from FT-IR and FT-Raman spectra. From the UV–Visible spectra, the electronic transitions were obtained and the cutoff wavelength was found to be 356 nm. The HOMO–LUMO energy gap established the charge transition contained by BDMMBH compound. 1H and 13C NMR chemical shifts were obtained and the chemical shifts are compared with theoretical peaks. The MEP (molecular electrostatic potential), natural bonding orbital and first-order hyperpolarizability of the title molecule were calculated with density functional theory calculations. The third-order nonlinear refractive index (n2 = 8.84 × 10–10 cm2/W) and nonlinear absorption coefficient (β = 2.39 × 10−5 cm/W) have been determined by Z-scan techniques.