Volume 56, Issue 6 pp. 702-704

Methyl 4-O-β-l-fucopyranosyl α-­d-­glucopyranoside hemihydrate

First published: 30 June 2004
Lars Eriksson, e-mail: [email protected]

Abstract

The crystal structure of methyl 4-O-β-l-fuco­pyran­osyl α-d-gluco­pyran­oside hemihydrate C13H24O10·0.5H2O is organized in sheets with antiparallel strands, where hydro­phobic interaction accounts for partial stabilization. Infinite hydrogen-bonding networks are observed within each layer as well as between layers; some of these hydrogen bonds are mediated by water mol­ecules. The conformation of the disaccharide is described by the glycosidic torsion angles: ϕH = −6.1° and ψH = 34.3°. The global energy minimum conformation as calculated by molecular mechanics in vacuo has ϕH = −58° and ψH = −20°. Thus, quite substantial changes are observed between the in vacuo structure and the crystal structure with its infinite hydrogen-bonding networks.

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