title: Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose.
abstract: 1-Acetamido-1-deoxy-(4-O-β-d-glucopyranosyl-β-d-glucopyranose) (5) and 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-β-d-glucopyranosyl-β-d-glucopyranose) (7) were synthesised from 1-azido-1-deoxy-(4-O-β-d-glucopyranosyl-β-d-glucopyranose) (2) and crystallised as dihydrates. Crystal structural analysis of 5·2H2O displayed an acetamide C(4) chain and stacked cellobiose residues. The structure of 7·2H2O featured π-π stacking and stacking of the cellobiose residues.
authors.affiliation: Department of Chemistry / Analytical and Biological Chemistry Research Facility / Synthesis and Solid State Pharmaceutical Centre, University College Cork, College Road, Cork, Ireland.
authors.forename: John A
authors.initials: JA
authors.lastname: Hayes
authors.affiliation: Department of Chemistry / Analytical and Biological Chemistry Research Facility / Synthesis and Solid State Pharmaceutical Centre, University College Cork, College Road, Cork, Ireland.
authors.forename: Kevin S
authors.initials: KS
authors.lastname: Eccles
authors.affiliation: UK National Crystallographic Service, Chemistry, Faculty of Natural and Environmental Sciences, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Coles
authors.affiliation: Department of Chemistry / Analytical and Biological Chemistry Research Facility / Synthesis and Solid State Pharmaceutical Centre, University College Cork, College Road, Cork, Ireland.
authors.forename: Simon E
authors.initials: SE
authors.lastname: Lawrence
authors.affiliation: Department of Chemistry / Analytical and Biological Chemistry Research Facility / Synthesis and Solid State Pharmaceutical Centre, University College Cork, College Road, Cork, Ireland. Electronic address: h.moynihan@ucc.ie.
authors.forename: Humphrey A
authors.initials: HA
authors.lastname: Moynihan
mesh_terms: D000577:Amides / Q000737:chemistry*; D002475:Cellobiose / Q000031:analogs & derivatives*; D003460:Crystallization; D008958:Models, Molecular; D014230:Triazoles / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000577:Amides; D014230:Triazoles; D014867:Water; D002475:Cellobiose
keywords: Cellobiose; Crystal structure; Sugar amide; Sugar triazole