Crystal structure of 3-deoxy-3-nitromethyl-1,2;5,6-di-O-isopropylidene-α-d-allofuranose

The title compound, a nitro carbohydrate, consists of a substituted 2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxolane skeleton. The furanose ring adopts a oT 4 conformation.


Supramolecular features
In the crystal, molecules are linked via C-HÁ Á ÁO hydrogen bonds, forming chains along [100]. The chains are linked via further C-HÁ Á ÁO hydrogen bonds, forming a three-dimensional structure (Table 1 and Fig. 2).

Figure 2
A view along the b axis of the crystal packing of the title compound 1. Hydrogen bonds are shown as dashed lines (see Table 1) and H atoms not involved in these interactions have been omitted for clarity.

Figure 3
Substructures used for the database survey.

Figure 1
The molecular structure of the title compound 1, showing the atom labelling. Displacement ellipsoids are drawn at the 50% probability level.

Refinement
Crystal data, data collection and structure refinement details are summarized in Table 2. The H atoms were included in calculated positions and refined as riding atoms: C-H = 0.96-0.98 Å with U iso (H) = 1.5U eq (C-methyl) and 1.2U eq (C) for other H atoms. The absolute configuration is based on that of the starting material. Synthesis of the title compound.