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The sterically hindered silicon compound 2-methyl-1,1,2,3,3-penta-phenyl-2-sila-propane, C 33 H 30 Si ( I ), was prepared via the reaction of two equivalents of di-phenyl-methyl-lithium (benzhydryllithium) and di-chloro-methyl-phenyl-silane. This bis-benzhydryl-substituted silicon compound was then reacted with tri-fluoro-methane-sulfonic acid, followed by hydrolysis with water to give the silanol 2-methyl-1,1,3,3-tetra-phenyl-2-silapropan-2-ol, C 27 H 26 OSi ( II ). Key geometric features for I are the Si-C bond lengths that range from 1.867 (2) to 1.914 (2) Å and a τ 4 descriptor for fourfold coordination around the Si atom of 0.97 (indicating a nearly perfect tetra-hedron). Key geometric features for compound II include Si-C bond lengths that range from 1.835 (4) to 1.905 (3) Å, a Si-O bond length of 1.665 (3) Å, and a τ 4 descriptor for fourfold coordination around the Si atom of 0.96. In compound II , there is an intra-molecular C-H⋯O hydrogen bond present. In the crystal of I , mol-ecules are linked by two pairs of C-H⋯π inter-actions, forming dimers that are linked into ribbons propagating along the b -axis direction. In the crystal of II , mol-ecules are linked by C-H⋯π and O-H⋯π inter-actions that result in the formation of ribbons that run along the a -axis direction.

Syntheses and crystal structures of 2-methyl-1,1,2,3,3-pentaphenyl-2-silapropane and 2-methyl-1,1,3,3-tetraphenyl-2-silapropan-2-ol