Crystal structure of β-d,l-fructose

Tomohiko Ishii; Tatsuya Senoo; Akihide Yoshihara; Kazuhiro Fukada; Genta Sakane

doi:10.1107/S2056989015016503

Crystal structure of β-d,l-fructose

Acta Crystallogr E Crystallogr Commun. 2015 Sep 12;71(Pt 10):o719-20. doi: 10.1107/S2056989015016503. eCollection 2015 Oct 1.

Authors

Tomohiko Ishii¹, Tatsuya Senoo¹, Akihide Yoshihara², Kazuhiro Fukada³, Genta Sakane⁴

Affiliations

¹ Department of Advanced Materials Science, Faculty of Engineering, Kagawa University, 2217-20 Hayashi-cho, Takamatsu, Kagawa 761-0396, Japan.
² Rare Sugar Research Center, Kagawa University, 2393 Ikenobe, Kagawa 761-0795, Japan.
³ Department of Applied Biological Science, Faculty of Agriculture, Kagawa University, 2393 Ikenobe, Kagawa 761-0795, Japan.
⁴ Department of Chemistry, Faculty of Science, Okayama University of Science, 1-1 Ridaicho, Kita-ku, Okayama 700-0005, Japan.

Abstract

The title compound, C6H12O6, was crystallized from an aqueous solution of equimolar mixture of d- and l-fructose (1,3,4,5,6-penta-hydroxy-hexan-2-one, arabino-hexulose or levu-lose), and it was confirmed that d-fructose (or l-fructose) formed β-pyran-ose with a (2) C 5 (or (5) C 2) conformation. In the crystal, two O-H⋯O hydrogen bonds between the hy-droxy groups at the C-1 and C-3 positions, and at the C-4 and C-5 positions connect homochiral mol-ecules into a column along the a axis. The columns are linked by other O-H⋯O hydrogen bonds between d- and l-fructose mol-ecules, forming a three-dimensional network.

Keywords: crystal structure; hydrogen bonding; racemic compound; rare sugar.