Vibrational spectra, NMR and HOMO-LUMO analysis of 9-fluorenone-2-carboxylic acid

The present work deals with the vibrational spectroscopic studies of 9-fluorenone-2-carboxylic acid (9F2CA) by means of quantum chemical calculations. Comprehensive theoretical and experimental FTIR and FT-Raman spectral analysis of 9F2CA have been carried out by using DFT/B3LYP method with 6-31G(d,p) basis set. The equilibrium molecular geometry, harmonic vibrational frequencies, infrared and Raman intensities of 9F2CA have been calculated. Comparison of the calculated vibrational spectra with the experimental data provides reliable assignments of all observed bands in FTIR and FT-Raman spectra, including in the low frequency region. The H-1 and C-13 nuclear magnetic resonance (NMR) chemical shifts of the molecule were calculated by GIAO method and compared with available experimental data. Complete NBO analysis was also carried out to find out the intramolecular electronic interactions and their stabilization energy. Also, the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energies were found. (C) 2012 Elsevier B.V. All rights reserved.