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⋯π(arene) hydrogen bonds

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Abstract

The structures of five hydrogen-bonded adducts of triphenylsilanol, Ph 3SiOH, with diamines have been determined. In the 4:1 adduct formed with 1,4-diazabicyclo[2.2.2]octane, (Ph3SiOH)4· C6H12N2 (I) (triclinic, P1̄, 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⋯π(arene) hydrogen bonds. The 4:1 adduct formed with 1,2-bis(4-pyridyl)ethene, (Ph 3SiOH)4·C12H10N2 (II) (triclinic, P1̄ Z′ = 0.5), forms a similar five-component aggregate which lies across a centre of inversion: a single C- H⋯π(arene) hydrogen bond links these aggregates into a molecular ladder. With N,N′-dimethylpiperazine, triphenylsilanol forms a 2:1 adduct, (Ph3SiOH)2·C6H14N 2 (III) (monoclinic, P21/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⋯π(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, P̄1, 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⋯π(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·C 10H8N2·(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·π(arene) hydrogen bonds link these chains into a continuous three-dimensional framework structure. © 2004 International Union of Crystallography Printed in Great Britain - all rights reserved.

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Turkington, D. E., Lough, A. J., Ferguson, G., & Glidewell, C. (2004). 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⋯π(arene) hydrogen bonds. Acta Crystallographica Section B: Structural Science, 60(2), 238–248. https://doi.org/10.1107/S0108768104002344

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