Intramolecular interactions Sn-D in organotin heterocyclic compounds [{D(C6H4CH2)}SnBr2]

Two organotin compounds [{D(C6H4CH2)2}SnBr2] displaying intramolecular transannular Sn?D interactions (D?=?O, 3a; S, 3b) were synthesized by oxidation of elemental tin with the corresponding dibromo compounds D(C6H4CH2Br)2. Both organotin compounds were physicochemically characterized by EI-MS and NMR techniques and by single crystal X-ray crystallographic studies at room temperature. The spectroscopic and diffraction data agreed with the presence of a Sn?D intramolecular interaction. DFT calculations at the B3LYP/DGDZVP level were carried out. The topological analysis indicated that bond critical points are present along the Sn?D direction, and the electron localization function graphs showed the presence of electron lone pairs of the D donor atoms directed to the Sn acceptor atom.