Polymorphism of scyllo-inositol: Joining crystal structure prediction with experiment to elucidate the structures of two polymorphs

Crystal Growth and Design

Volumn 6, Issue 10, 2006, Pages 2301-2307

  Day, Graeme M ^a   Van De Streek, Jacco ^b   Bonnet, Arnaud ^a   Burley, Jonathan C ^a   Jones, William ^a   Motherwell, W D Sam ^b  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b CAMBRIDGE CRYSTALLOGRAPHIC DATA CENTRE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33750353297     PISSN: 15287483     EISSN: None     Source Type: Journal    
DOI: 10.1021/cg060179a     Document Type: Article

References (22)

1. Brittain, H. G. Polymorphism in Pharmaceutical Solids: Drugs and the Pharmaceutical Sciences; Marcel Dekker: New York, 1999; Vol. 95.
2. Harris, K. D. M.; Tremayne, M.; Kariuki, M. Angew. Chem. Int. Ed. 2001, 40, 1626-1651.
3. Shankland, K.; Florence, A. J.; Shankland, N.; David, W. I. F.; Johnston, A.; Markvardsen, A. J.; Steele, G.; Cosgrove, S. D. Am. Pharm. Rev. 2004, 7, 80-86.
4. McLaurin, J.; Kierstead, M. E.; Brown, M. E.; Hawkes, C. A.; Lambermon, M. H.; Phinney, A. L.; Darabie, A. A.; Cousins, J. E.; French, J. E.; Lan, M. F.; Chen, F.; Wong, S. S. N.; Mount, H. T. J.; Fraser, P. E.; Westaway, D.; St. George-Hyslop, P. Nat. Med. 2006, 12, 801-808.
5. Karfunkel, H. R.; Wu, Z. J.; Burkhard, A.; Rihs, G.; Sinnreich, D.; Buerger, H. M.; Stanek, J. Acta Crystallogr., Sect. B 1996, 52, 555-561.
6. Bond, A. D.; Jones, W. Acta Crystallogr., Sect. B 2002, 58, 233-242.
7. McArdle, P.; Gilligan, K.; Cunningham, D.; Dark, R.; Mahon, M. CrystEngComm 2004, 6, 303-309.
8. Schmidt, M. U.; Ermrich, M.; Dinnebier, R. E. Acta Crystallogr., Sect. B 2005, 61, 37-45.
9. Müller, H. J. Chem. Soc. 1912, 101, 2383-2410.
10. Cerius2, version 4.6; Accelrys Inc.: San Diego, CA, 2001.
11. 1, and C2/c were searched; approximately 80% of known crystal structures of organic molecules occur in these space groups and, as is clear from the list of final structures, they also allow some sampling of higher-symmetry space groups. Furthermore, Z′ = 0.5 crystal structures are located in these searches, when the molecule finds a special position during energy minimization.
12. Sun, H. J. Phys. Chem. 1998, 102, 7338.
13. Watt, S. W.; Chisholm, J. A.; Jones, W.; Motherwell, W. D. S. J. Chem. Phys. 2005, 121, 9565-9573.
14. Delley, B. J. Chem. Phys. 1990, 92, 508-517.
15. 3h symmetry constraints, with OH bonds kept trans to the adjacent CH bonds, preventing intramolecular hydrogen bonding.
16. David, W. I. F.; Shankland, K.; van de Streck, J.; Pidcock, E.; Motherwell, W. D. S. DASH, version 3.0; Cambridge Crystallographic Data Centre: Cambridge, U.K..
17. Larson, A. C.; Von Dreele, R. B. General Structure Analysis System (GSAS); Los Alamos National Laboratory Report LAUR 86-748; Los Alamos National Laboratory: Los Alamos, NM, 2000.
18. We did recollect the powder pattern at 180 K for final two-phase refinement, but the resulting pattern was still not suitable for determining the unit cell of the second polymorph.
19. Day, G. M.; Chisholm, J.; Shan, N.; Motherwell, W. D. S.; Jones, W. Cryst. Growth Des. 2004, 4, 1327-1340.
20. A rule of thumb for the maximum energy difference between polymorphs is often quoted as 10 kJ/mol.
21. CSD reference codes of the other inositols are EPINOS (epi-inositol), FOPKOK (L-chiro-inositol), MUINOS (muco-inositol), MYINOL (myo-inositol), and YEPNOW (neo-inositol).
22. Pidcock, E.; Motherwell, W. D. S.; Cole, J. C. Acta Crystallogr., Sect. B 2003, 59, 634-640.