Crystal structure of β-d,l-allose

Tomohiko Ishii; Tatsuya Senoo; Taro Kozakai; Kazuhiro Fukada; Genta Sakane

doi:10.1107/S2056989015000353

Crystal structure of β-d,l-allose

Acta Crystallogr E Crystallogr Commun. 2015 Jan 31;71(Pt 2):o139. doi: 10.1107/S2056989015000353. eCollection 2015 Feb 1.

Authors

Tomohiko Ishii¹, Tatsuya Senoo¹, Taro Kozakai², Kazuhiro Fukada², Genta Sakane³

Affiliations

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

Abstract

The title compound, C6H12O6, a C-3 position epimer of glucose, was crystallized from an equimolar mixture of d- and l-allose. It was confirmed that d-allose (l-allose) formed β-pyran-ose with a (4) C 1 ((1) C 4) conformation in the crystal. In the crystal, molecules are linked by O-H⋯O hydrogen bond, forming a three-dimensional framework. The cell volume of the racemic β-d,l-allose is 739.36 (3) Å(3), which is about 10 Å(3) smaller than that of chiral β-d-allose [V = 751.0 (2) Å(3)].

Keywords: O—H⋯O hydrogen bonding; crystal structure; racemic compound; rare sugar.