Theoretical study of optical activity of 1:1 hydrogen bond complexes of water with S-warfarin

•The most stable complex (F1) has the most changes in the stretching frequencies and in the bond lengths.•According to ESP calculations SW has electrophilic and nucleophilic sites for interaction with water molecule.•The peaks in the optical spectrum of SW have blue shifts about 0.00-0.22 eV in HB-complexes.•In F1 due to interaction of H2O with SW, β was decreased to 2.73 × 10−30 esu with respect to free SW.

The molecular interaction between S-warfarin (SW) and a single water molecule was investigated using the B3LYP method at 6-311 ++G(d,p) basis set. The vibrational spectra of the optimized complexes have been investigated for stabilization checking. Quantum theories of atoms in molecules, natural bond orbitals, molecular electrostatic potentials and energy decomposition analysis methods have been applied to analyze the intermolecular interactions. The intermolecular charge transfer in the most stable complex is in the opposite direction from those in the other complexes. The optical spectra and the hyperpolarizabilities of SW-water hydrogen bond complexes have been computed.

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