Crystal structure of β-D,L-psicose

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

crystal structure, hydrogen bonding, racemic compound, rare sugar
The title compound, C6H12O6, a C-3 position epimer of fructose, was crystallized from an aqueous solution of equimolar mixture of D- and L-psicose (1,3,4,5,6-penta­hydroxy­hexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that D-psicose (or L-psicose) formed [beta]-pyran­ose with a 2C5 (or 5C2) conformation. In the crystal, an O-H...O hydrogen bond between the hy­droxy groups at the C-3 and C-2 positions connects homochiral mol­ecules into a column along the b axis. The columns are linked by other O-H...O hydrogen bonds between D- and L-psicose mol­ecules, forming a three-dimensional network. An intra­molecular O-H...O hydrogen bond is also observed. The cell volume of racemic β-D,L-psicose [763.21 (6) Å3] is almost the same as that of chiral β-D-psicose [753.06 Å3].

https://dx.doi.org/10.1107/S2056989015006623

Crystal structure of β-D,L-psicose

Acta Crystallographica Section E Crystallographic Communications

International Union of Crystallography

71

5

o289

o290