The effects of intermolecular interactions on the vibrational spectra of flutamide molecule: a study based on the experimental matrix FT-IR, FT-Raman, Dispersive Micro-Raman measurements and DFT calculations

Abstract

Flutamide is a chemotherapy drug which is widely used today in blocking androgen receptor and thus in the treatment of diseases and disorders associated with the androgen production in human body. In this study, we focused our interest on the effects of intermolecular hydrogen bonding interactions on the vibrational spectral data of flutamide. In this purpose, a series of DFT based calculations were performed systematically for the stable monomer and dimer structures of the molecule by using the B3LYP method and 6-311++G(d,p) and m-aug-cc-pvTZ basis sets. The calculation results have indicated that flutamide can be found mainly in two conformations at room temperature and one of them is considerably more favorable for dimerization. In the light of the theoretical vibrational spectral data obtained for the stable dimers of this conformer, the changes resulting from the intermolecular interactions in the recorded IR and Raman spectra of the molecule were elucidated.