Hydrogen-bonded adducts of triphenylsilanol with diamines: a finite ten-molecule aggregate, and chain, sheet and framework structures built from O-H...O, O-H...N and C-H...pi(arene) hydrogen bonds

Abstract

The structures of five hydrogen-bonded adducts of triphenylsilanol, Ph3SiOH, with diamines have been determined. In the 4:1 adduct formed with 1,4-diazabicyclo[2.2.2]octane, (Ph3SiOH)4.C6H12N2 (I) (triclinic, P1, Z' = 2), there are two independent five-component aggregates built from O-H...N and O-H...O hydrogen bonds, in one of which the diamine exhibits orientational disorder: these two aggregates are linked into a cyclic ten-molecule unit by means of two independent C-H...pi(arene) hydrogen bonds. The 4:1 adduct formed with 1,2-bis(4-pyridyl)ethene, (Ph3SiOH)4.C12H10N2 (II) (triclinic, P1, Z' = 0.5), forms a similar five-component aggregate which lies across a centre of inversion: a single C-H...pi(arene) hydrogen bond links these aggregates into a molecular ladder. With N,N'-dimethylpiperazine, triphenylsilanol forms a 2:1 adduct, (Ph3SiOH)2.C6H14N2 (III) (monoclinic, P2(1)/c, Z' = 0.5), in which a three-component aggregate built from O-H...N hydrogen bonds lies across a centre of inversion: two independent C-H...pi(arene) hydrogen bonds link these aggregates into sheets. In the hydrated 2:1 adduct formed with 1,2-bis(4'-bipyridyl)ethane, (Ph3SiOH)2.C12H12N2.H2O (IV) (triclinic, P1, Z' = 1), a combination of two independent O-H...O and two independent N-H...O hydrogen bonds links the five molecular components into a centrosymmetric eight-molecule aggregate, and six independent C-H...pi(arene) hydrogen bonds link these chains into a continuous three-dimensional framework structure. In the dihydrated 2:1 adduct formed with 4,4'-bipyridyl, (Ph3SiOH)2.C10H8N2.(H2O)2 (V) (triclinic, P1, Z' = 1), a combination of four independent O-H...O and two independent N-H.O hydrogen bonds links the five molecular components into a chain of rings, and four independent C-H...pi(arene) hydrogen bonds link these chains into a continuous three-dimensional framework structure.