The Structures of Alditol Acetates

Alditol Acetates의 분자구조

  • Published : 19901100

Abstract

The crystal structures of two alditol acetates, D-glucitol hexaacetate and xylitol pentaacetate, have been determined by diffraction methods with Mo-K$\alpha$radiation, using direct methods for phase determinations. The crystal data are: for D-glucitol hexaacetate, P2$_1$, with a = 10.275 (2), b = 8.363 (1), c = 12.560 (5) $\AA;\beta$ = 95.97 $(2)^{\circ}$, Z = 2; for xylitol pentaacetate, P2$_1$/C with a = 18.126 (1), b = 11.422 (2), c = 8.649 (1) $\AA$, $\beta = 95.03 (1)^{\circ}$, Z = 4. Both molecules have extended zigzag carbon chain conformations which differ from previous studies of the structures of D-glucitol and xylitol and also differ from NMR studies on alditol acetates. The bond lengths and angles are normal, with mean values over both structures of C($sp^3)-C(sp^3): 1.514 (10),\; C(sp^3)-O: 1.444 (6),\; C(sp^2)-O: 1.347 (9),\; C(sp^2)=O: 1.197 (6),\; C(sp^2)-C(sp^3): 1.479(9){\AA},\; C(sp^3)-C(sp^3)-C(sp^3): 114.6 (17),\; O-C(sp^3)-C(sp^3): 109.4 (23),\; C(sp^2)-O-C(sp^3): 117.4 (6),\; O=C(sp^2)-O: 122.6 (6),\; C(sp^3)-C(sp^2)-O: 111.8 (7),\; C(sp^3)-C(sp^2)=O: 125.5 (4)^{\circ}$. The atoms of acetate groups are in coplanar. There are no particularly short intermolecular contacts and the molecules are held together by van der Waals force only.

Keywords

References

  1. Carbohydrate Research v.14 G. A. Jeffrey;H. S. Kim
  2. J. Chem. Soc., Perkin II K. Nimgirawath;V. J. James;J. A. Mills
  3. Carbohydrate Res. v.84 S. J. Angyal;R. Le Fur
  4. Carbohydrate Res. v.126 S. J. Angyal;R. Le Fur
  5. Carbohydrate Res. v.23 S. J. Angyal;R. Le Fur;D. Gagnaire
  6. MULTAN, A system of computer programs for the automatic solution of crystal structures from X-ray diffraction data P. Main;L. Lessinger;M. M. Woolfson;G. Germain;J. P. Declercq
  7. Laboratory Experiments in Organic Chemistry R. Adams;J. R. Johnson;C. F. Wilcox
  8. International Table for X-ray Crystallography v.IV
  9. SHELX-76, A program for crystal structure determination G. M. Sheldrick
  10. Acta Cryst. v.B24 F. D. Hunter;R. D. Rosenstein
  11. Acta Cryst. v.B33 S. Perez;F. Brisse
  12. Bull. Korean Chem. Soc. v.10 Y. J. Park;J. M. Shin;W. Shin;I-H. Suh
  13. Acta Cryst. v.B35 W. P. J. Gaykema;J. A. Kanters
  14. GEOM W. Shin
  15. Acta Cryst. v.B24 H. Berman;G. A. Jeffrey;R. D. Rosenstein
  16. Acta Cryst. v.B24 H. S. Kim;G. A. Jeffrey;R. D. Rosenstein
  17. Acta Cryst. v.B24 H. Berman;R. D. Rosenstein
  18. Acta Cryst. v.B25 H. S. Kim;G. A. Jeffrey;R. D. Rosenstein
  19. Acta Cryst. v.B25 H. S. Kim;G. A. Jeffrey
  20. Acta Cryst. v.B27 Y. J. Park;G. A. Jeffrey;W. C. Hamilton
  21. Acta Cryst. v.B27 H. S. Kim;G. A. Jeffrey;R. D. Rosenstein
  22. Carbohydrate Res. v.150 S. J. Angyal;J. K. Saunders;C. T. Grainger;R. Le Fur;P. G. Williams
  23. Acta Cryst. v.B28 N. Azarnia;G. A. Jeffrey;M. S. Shen
  24. Can. J. Chem. v.56 S. Perez;J. St-Pierre;R. H. Marchessault