title: On hydrogen bonding in 1,6-anhydro-beta-D-glucopyranose (levoglucosan): X-ray and neutron diffraction and DFT study.
abstract: The geometry of hydrogen bonds in 1,6-anhydro-beta-D-glucopyranose (levoglucosan) is accurately determined by refinement of time-of-flight neutron single-crystal diffraction data. Molecules of levoglucosan are held together by a hydrogen-bond array formed by a combination of strong O-H...O and supporting weaker C-H...O bonds. These are fully and accurately detailed by the neutron diffraction study. The strong hydrogen bonds link molecules in finite chains, with hydroxyl O atoms acting as both donors and acceptors of hydroxyl H atoms. A comparison of molecular and solid-state DFT calculations predicts red shifts of O-H and associated blue shifts of C-H stretching frequencies due to the formation of hydrogen bonds in this system.
authors.affiliation: Institute of Inorganic Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-845 36 Bratislava, Slovakia. uachsmrk@savba.sk
authors.forename: Lubomír
authors.initials: L
authors.lastname: Smrcok
authors.forename: Mariana
authors.initials: M
authors.lastname: Sládkovicová
authors.forename: Vratislav
authors.initials: V
authors.lastname: Langer
authors.forename: Chick C
authors.initials: CC
authors.lastname: Wilson
authors.forename: Miroslav
authors.initials: M
authors.lastname: Koós
mesh_terms: D018360:Crystallography, X-Ray; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D033363:Neutron Diffraction
chemical_list: C014989:1,6-anhydro-beta-glucopyranose; D005947:Glucose