Quantum Chemical Modeling of N-(2-benzoylphenyl)oxalamate: Geometry Optimization, NMR, FMO, MEP and NBO Analysis Based on DFT Calculations

Subject Areas : Journal of Physical & Theoretical Chemistry

Masoome Sheikhi ¹ (Iran, Islamic azad university)
Siyamak Shahab ² (Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus,13 Surganov Str., Minsk 220072, Belarus)
Ali Ramazani ³ (Department of Chemistry, University of Zanjan, P. O. Box 45195-313, Zanjan, Iran)

Received: 2017-07-28 Accepted : 2017-08-24 Published : 2017-04-01

Keywords: N-(2-benzoylphenyl)oxalamate, NBO analysis, natural charge, DFT, electronic properties,

Abstract :

In the present work, the quantum theoretical calculations of the molecular structure of the (N-(2-benzoylphenyl) oxalamate has been investigated and are evaluated using Density Functional Theory (DFT). The geometry of the title compound was optimized by B3LYP method with 6-311+G(d) basis set. The theoretical 1H and 13C NMR chemical shift (GIAO method) values of the title compound are calculated and compared with the experimental results. The computed data of the chemical shift are in good agreement with the experimental data. Frontier molecular orbitals (FMOs) such as HOMO orbital, LUMO orbital and energy gap between HOMO and LUMO, molecular electrostatic potential (MEP), electronic properties such as ionization potential (I), electron affinity (A), global hardness, global hardness (η), electronegativity (χ), electronic chemical potential (μ), electrophilicity (ω) and chemical softness (S) of the title compounds were investigated discussed by theoretical calculations. The FMO analysis suggests that charge transfer is taking place within the molecule. Also the electronic structure of the title compound was studied by using Natural Bond Orbital (NBO) analysis in order to understand hyper conjugative interactions and charge delocalization.