On hydrogen bonding in 1,6-anhydro-β-D-glucopyranose (levoglucosan): X-ray and neutron diffraction and DFT study
Journal article, 2006

The geometry of hydrogen bonds in 1,6-anhydro-β-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.

hydrogen bonds

theoretical calculations

X-ray structure determination

neutron time-of-flight diffraction


Lubomir Smrcok

Slovak Academy of Sciences

Mariana Sladkovicova

Slovak Academy of Sciences

Vratislav Langer

Chalmers, Chemical and Biological Engineering, Environmental Inorganic Chemistry

Chick C. Wilson

University of Glasgow

Miroslav Koos

Slovak Academy of Sciences

Acta Crystallographica Section B: Structural Science

0108-7681 (ISSN) 1600-5740 (eISSN)

Vol. B62 5 912-918

Subject Categories

Bioinformatics (Computational Biology)



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