Stimulation intramolecular F⋯H hydrogen bond by intramolecular N → Si interaction in Si-fluoro derivatives of 8-mercaptoquinoline: DFT and MP2 calculations

Abstract DFT and MP2 computations have been performed on the fluorosilanes bearing 8-mercaptoquinoline moiety C 9 H 6 NSCH 2 SiF n Me 3−n (n = 1–3). The IR spectroscopy data show the existence of intramolecular N → Si interaction in C 9 H 6 NSCH 2 SiF 3 . Intramolecular N → Si interaction stimulates the formation of intramolecular F⋯H hydrogen bond. Bader's Quantum Theory of Atoms-in-Molecules (QTAIM) is used to investigate physical nature of these bonds. The influence of the replacement of equatorial fluorine atoms by a methyl group in the SiF 3 fragment (retaining the N → Si –F ax fragment) on intramolecular interactions was studied.