The crystalline structure of the sugars. Part V. A three-dimensional analysis of methyl β-xyloside

Abstract

The Crystalline Structure of the Sugars. Part V.l A Three-dimensional Analysis of Methyl P-XylosideBy C. J. Brown and (in part) Sir Gordon Cox and F. J. LlewellynThe crystal structure of methyl p-xyioside has been worked out from X-ray diffraction data. The trial structure was obtained from a combination of vector syntheses and graphical methods. Refinement w a s carried out by Fourier syntheses, followed by ieast-squares and structure-factor calculations using 861 terms until R = 5.9%. The results confirm the configuration deduced by Haworth, with the pyranose ring in the strainless trans form. The mean bond lengths are C-C 1.51 5 and C-0 1.41 7 A with the angles all approximately tetrahedral. Molecules are linked in chains along the screw axis by hydrogen bonds.

p-Nitrophenyl-β-D-xylopyranoside

“…The xyloside group is in the C1 chair conformation. The bond distances, angles and conformation angles in the xyloside group are in agreement with those observed in other fl-o-xyloside derivatives (Brown, Cox & Llewellyn, 1966;Moran & Richards, 1973). The bond distances and angles in the p-nitrophenyl group are also in agreement with those in p-nitrophenol (Coppens & Schmidt, 1965a, b) and its derivatives (Guttormson & Robertson, 1972;Brehm & Moult, 1975).…”

Synthesis, thermal properties, and cytotoxicity evaluation of hydrocarbon and fluorocarbon alkyl β-d-xylopyranoside surfactants

“…Methyl β-D-xylopyranoside crystallized in the monoclinic space group (P2 1 ), with a = 7.893, b = 6.908, c = 7.709 Å, and β = 113.4 °. 15 In contrast, heptyl β-D-xylopyranoside monohydrate crystallized in the orthorhombic space group P2 1 2 1 2 1 (a = 53.215(8), b = 8.8301(9) and c = 6.5276(7) Å). 16 …”

The crystal and molecular structure of an aldotriouronic acid trihydrate: O-(4-O-methyl-α-D-glucopyranosyluronic acid)-(1-2)-O-β-D-xylopyranosyl-(1-4)-D-xylopyranose trihydrate

“…In agreement with the observations of Sundaralingam (1968), the exterior angle between the ring oxygen atom and the glycosidic oxygen atom, seems to depend on the configuration of the anomeric carbon-oxygen bond. In the two xylose units containing the equatorial anomeric bond, the O (5) (Chu & Jeffrey, 1967), methyl/3-Dxyloside (Brown, Cox & Llewellyn, 1966), and methyl /3-D-cellobioside (Ham & Williams, 1970). The difference between this angle and the average of the three angles in the three previously mentioned disaccharides containing the/3-1,4-1ink is 2.6 °.…”