Crystal structure of 5-(β-D-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine

In the structure of the title compound, C₁₅H₁₉N₃O₅S₂, the bond lengths at the linking sulfur atom are significantly different [1.7473 (17) and 1.811 (2) A], and the angle at the exocyclic nitrogen atom is wide at 128.45 (18)°. The interplanar angle between the tolyl and thiadiazole rings is 9.2 (1)°. The complex hydrogenbonding pattern, involving five donors and five acceptors, can be broken down into a one-dimensional ribbon parallel to the b axis, involving hydrogen bonds of the sugar residues only, and a two-dimensional layer structure parallel to the ab plane, based on the N—H...O and O—H...N hydrogen bonds.