Synthesis, crystal structure, spectroscopic analysis and computational study of (Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl) allylidene) hydrazine by DFT and AIM approach

• Title compound 3 was characterized by IR, NMR, UV–Visible and X-ray diffraction.
• The wave numbers are assigned using PED analysis.
• Hyper conjugative interactions were analyzed by NBO analysis.
• The optimized parameters are in agreement with XRD data.
• Weak intramolecular interactions and ellipticity was analyzed by AIM.

The title compound was synthesized and characterized by IR, 1H NMR, 13C NMR and single crystal X-ray diffraction studies. Quantum chemical calculations have been performed at DFT level of theory using B3LYP functional and 6-31G(d,p) as basis set. Potential energy distribution (PED) for the normal modes of vibrations was done using Gar2ped program. The time dependent density functional theory (TD-DFT) was used to find the various electronic transitions within molecule in two different solvent of varying polarity. Non linear optical (NLO) behavior of title compound was investigated in different solvents by the computed value of first hyperpolarizability (β0). A combined theoretical and experimental correlation of 1H and 13C NMR spectra are in good agreement. Stability of molecules as a result of hyper-conjugative interactions and electron delocalization were analyzed using NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Intramolecular interactions were analyzed by AIM approach. The chemical reactivity descriptors were calculated to study the reactive sites within molecule.

Quantum chemical calculations have been performed by DFT level of theory using B3LYP functional and 6-31G(d,p) as basis set using Gaussian 09 software package.Figure optionsDownload as PowerPoint slide