Molecular modeling, vibrational dynamics and NBO analysis of a synthetic bio‐relevant warfarin analog

Abstract

We have performed the structural and spectroscopic analysis of a warfarin derivative (3-(1-(4-fluorophenyl)-3-(2-hydroxyphenyl)-3-oxopropyl)-4-hydroxy-2H-chromen-2-one). One-dimensional potential energy scanning (PES) of a warfarin derivative has been performed with the aim of finding low-lying energy conformations of this compound. During PES and other computations, we adopted DFT/B3LYP level along with the prevailing basis set 6-31++G(d,p). The conformational analysis through PES revealed five conformers and the global minima for conformer-4. The structures, IR and Raman spectra of conformers were deducted and the IR spectrum of the most stable conformer was correlated with the experimental FTIR spectrum of the target compound. The potential energy distributions (PEDs) for the most stable conformer was computed by employing the standard normal coordinate analysis (NCA) method in the input of Molvib program. Additionally, the HOMO/LUMO analysis and hyper-conjugative interaction energies of donor-acceptor interactions were calculated using NBO calculations. This conformational and vibrational spectroscopic investigation of the target molecule can be a crucial prerequisite for similar investigations on the target and its closely similar molecules. © 2023 Elsevier B.V.