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) angstrom], and the angle at the exocyclic nitrogen atom is wide at 128.45 (18)degrees. The interplanar angle between the tolyl and thiadiazole rings is 9.2 (1)degrees. 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 center dot center dot center dot O and O-H center dot center dot center dot N hydrogen bonds.