1-Deoxy-d-galactitol (l-fucitol)

1-Deoxy-d-galactitol, C6H14O5, exists in the crystalline form as hydrogen-bonded layers of molecules running parallel to the ac plane, with each molecule acting as a donor and acceptor of five hydrogen bonds.

1-Deoxy-d-galactitol, C 6 H 14 O 5 , exists in the crystalline form as hydrogen-bonded layers of molecules running parallel to the ac plane, with each molecule acting as a donor and acceptor of five hydrogen bonds.
This work was supported in part by the Programme for Promotion of Basic Research Activities for Innovative Biosciences (PROBRAIN).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2653).

S1. Comment
The methodology developed by Izumori (2002Izumori ( , 2006 for the interconversion of tetroses, pentoses and hexoses by enzymatic oxidation, inversion at C3 with a single epimerase, and reduction to the aldose has been seen to be generally applicable for the 1-deoxy ketohexoses (Yoshihara et al., 2008). This methodology could allow access to rare monosaccharides in water in large amounts. An example of this is the subsequent formation of 1-deoxy-D-galactitol 2 by hydrogenation of L-fucose 1 ( Fig. 1) which subsequently could be oxidized enzymatically to 1-deoxy-D-tagatose (Jones et al., 2007) 3.
If the terminal hydroxyl group and H atoms are ignored there is a pseudo centre of symmetry between C2 and C3 (Fig.   2). The crystal structure exists of hydrogen-bonded layers of molecules running parallel to the c-axis (Fig. 3). Each molecule acts as a donor and acceptor of 5 hydrogen bonds, all intra-molecular hydrogen bonds have been omitted.

S3. Refinement
In the absence of significant anomalous scattering, Friedel pairs were merged and the absolute configuration was assigned fron the starting material.
The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:1.22 reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (Görbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997).
The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically.    The packing diagram for the title compound projected along the b-axis. Hydrogen bonds are shown as dotted lines.  (Watkin, 1994;Prince, 1982) [weight] = 1.0/[A 0 *T 0 (x) + A 1 *T 1 (x) ··· + A n-1 ]*T n-1 (x)] where A i are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982)