Molecular structure of eight possible configurational isomers of 2,3- and 3,4-epimino derivatives of 1,6-anhydro-β-D-hexopyranoses: conformation analysis, intra- and inter-molecular hydrogen bonds.
The crystal structures of a complete series of configurational isomers of 2,3-epimino and 3,4-epimino derivatives of 1,6-anhydro-β-D-hexopyranoses were determined by single-crystal X-ray analysis. The structures exhibited conformational rigidity within the series regardless of the position and orientation of the aziridine ring. Possible formation of intramolecular hydrogen bonds involving the NH group is discussed with respect to the results of IR spectroscopy and to the intermolecular hydrogen bonds found in the crystal packing.
Sýkora
Jan
J
Institute of Chemical Process Fundamentals of the ASCR, v. v. i., Rozvojová 135, 165 02 Prague 6, Czech Republic. sykora@icpf.cas.cz
Karban
Jindřich
J
Císařová
Ivana
I
Hilgard
Stanislav
S
D002236:Carbohydrate Conformation; D018360:Crystallography, X-Ray; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D013237:Stereoisomerism
C014989:1,6-anhydro-beta-glucopyranose; D005947:Glucose