Chemical bonding in 1-(chlorodimethylstannylmethyl)-2-piperidone and its Si and Ge analogues. General trends and O → M (M = Si, Ge, Sn) coordination bond energy

Abstract Experimental and computational charge density study in the crystal and isolated molecule of 1-(chlorodimethylstannylmethyl)-2-piperidone containing pentacoordinated Sn atom was carried out. Quantum chemical calculations were performed out for Si and Ge analogues of the title compound. Also the calculations were carried out for its Ge and Si analogues. The O → Sn coordination bond was found to be a weak interaction with mostly ionic character. The integration of electron density over atomic basins with the subsequent computation of atomic charges allowed to estimate the amount of the electron density transferred from the 2-piperidone ligand to the Me 2 SnCl moiety. The energy of the O → Sn coordination bond estimated from the strengthening potential was in good agreement with the values obtained from the topological analysis of the charge density.