The X-ray Crystal and Molecular Structure of 5-Amino-1-(2,3:5,6-Di-O-isopropylidene-α-D-mannofuranosyl) Imidazole-4-carboxamide

Abstract

5-Amino-1-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl) imidazole-4-carboxamide (ADIMIC) crystallizes with six molecules in a hexagonal unit cell of space group P6_3.. The imidazole ring is closely planar, the furanose ring pucker is O1′ endo-C4′ exo, and the dioxolane rings are puckered C6′ endo-O6′ exo and C7′ endo-O3′ exo. In addition to an intramolecular hydrogen bond from the 5-amino hydrogen to the 4-carboxamide oxygen, a circuit of intermolecular hydrogen bonds links nearly coplanar imidazole rings.