Crystal structure of methyl 3-amino-2,3-dideoxy-beta-D-arabino-hexopyranoside. Stabilization of the crystal lattice by a double network of N-H...O, O-H...N and O-H...O interactions.
The structure, conformation and configuration of methyl 3-amino-2,3-dideoxy-beta-D-arabino-hexopyranoside were investigated by (1)H NMR, (13)C NMR and IR spectroscopy, as well as by optical rotation. The crystal structure was confirmed by single-crystal X-ray crystallographic analysis at 293 K and R = 0.0434 based on 910 independent reflections. The crystal belongs to the monoclinic system, space group of P2(1) with cell dimensions a = 6.050(1) Angstroms, b = 7.284(1) Angstroms, c = 10.289(2) Angstroms, beta = 104.69(3) degrees, D(c) = 1.341 Mg cm(-3) and V = 438.9(1) Angstroms(3) for Z = 2. Furthermore, the molecule has a typical (4)C(1) chair conformation. Hydrogen bonds between sugar molecules are responsible for stabilizing the crystal lattice.
Dabrowska
Aleksandra
A
Faculty of Chemistry, University of Gdańsk, Poland.
Jacewicz
Dagmara
D
Sikorski
Artur
A
Chmurzyński
Lech
L
D002236:Carbohydrate Conformation; D002247:Carbon Isotopes; D003460:Crystallization; D018360:Crystallography, X-Ray; D006859:Hydrogen; D006860:Hydrogen Bonding; D008759:Methylglycosides / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D013055:Spectrophotometry, Infrared
D002247:Carbon Isotopes; D008759:Methylglycosides; C493354:methyl 3-amino-2,3-dideoxyhexopyranoside; D006859:Hydrogen