Si-HSe Chalcogen-Hydride Bond Quantified by Diffraction and Topological Analyses

The Si-HmiddotmiddotmiddotSe contact in 1-mesitylselanyl-8-(dimethylsilyl)naphthalene (1),which exhibits the spatial arrangement of a delta-agostic interaction from geometricconsiderations, was investigated. Is this just enforced by close 1,8-proximity or is this afavorable interaction? Charge density studies are best suited to investigate the exact originof the interaction and to quantify the properties. Hence, they are most elucidating. High-resolution X-ray diffraction data of1were collected, and a multipole refinement followed bya topological analysis using Bader's quantum theory of atoms in molecules was employed.The resulting bond properties were set in relation to high-level computational parameters.The comparison to Si-Hmiddotmiddotmiddot[M] agostics, hydride bonding, chalcogen bonds, and charge-inverted hydrogen bonds qualified the Si-HmiddotmiddotmiddotSe noncovalent interaction to be best classified as a chalcogen-hydride bond