Crystal structure of a hydrated N-glycoprotein linkage region model and its analogue: Hydrogen bonding and π–π stacking driven molecular assembly

X-Ray diffraction analysis of a hydrated N-glycoprotein linkage region model, N1-(2-acetamido-2-deoxy-β-d-glucopyranosyl)acetamide (1) and its N1-benzamido analogue 2 reveals very interesting molecular architecture involving seven hydrogen bonds in both compounds and further stabilization of packing in 2 due to π–π stacking. The crystal structure has a two dimensional network of hydrogen bonds formed by infinite chains running along the b-axis and homodromic cycles, intersecting at the water oxygens.