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The crystal structure of heptyl 1-thio-α-d-glucopyranoside, a member of a new homologous series of mesogenic carbohydrate derivatives

✍ Scribed by Henk A. van Doren; Ralph van der Geest; Fré van Bolhuis; Richard M. Kellogg; Hans Wynberg

Publisher
Elsevier Science
Year
1989
Tongue
English
Weight
410 KB
Volume
194
Category
Article
ISSN
0008-6215

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✦ Synopsis

The crystal structure of heptyl 1-thio-a-D-glucopyranoside, C,,H,,O,S, is monoclinic, space group P2,, with Z = 2, a = 6.013(l), b = 7.324(l), c = 17.536(4) A, j3 = 98.21(2)", V = 764.4 A3, Dcalc = 1.279 g.cme3. The crystal involves a bilayer head-to-head molecular packing with interdigitizing alkyl chains. The carbohydrate moieties are hydrogen-bonded in finite chains which include all the oxygen atoms and which are linked' into a network by the minor component of the three-center bond from HO-6. The crystal structure is transformed into a smectic A liquid crystal phase at 96.8" (AH 34.6 kJ.mol-') that shows a periodicity of 23.1 A. The clearing point is at 138.3" (AH 2.2 kJ.mol-l).

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