Persistent hydrogen bonding in polymorphic crystal structures

Acta Crystallographica Section B: Structural Science

Volumn 65, Issue 1, 2009, Pages 68-85

  Galek, Peter T A ^a,b   Fábián, László ^a,b   Allen, Frank H ^a,b  

^a CAMBRIDGE CRYSTALLOGRAPHIC DATA CENTRE   (United Kingdom)

^b UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING SITES; CONFORMATIONS; CRYSTAL STRUCTURE; HYDROGEN; NONMETALS; STABILITY; STRUCTURAL ANALYSIS;

ANALYSIS METHODS; CAMBRIDGE STRUCTURAL DATABASE; CHEMICAL FUNCTIONALITIES; HYDROGEN BONDINGS; HYDROGEN-BOND GEOMETRIES; POLYMORPHIC CRYSTAL STRUCTURES; POLYMORPHIC FORMS; POLYMORPHIC STRUCTURES; STRUCTURAL COMPARISONS; STRUCTURAL STABILITIES;

HYDROGEN BONDS;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; COMPARATIVE STUDY; CONFORMATION; CRYSTALLIZATION; FACTUAL DATABASE; HYDROGEN BOND;

CRYSTALLIZATION; DATABASES, FACTUAL; HYDROGEN BONDING; MODELS, CHEMICAL; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE;

EID: 58849141272     PISSN: 01087681     EISSN: 01087681     Source Type: Journal    
DOI: 10.1107/S0108768108042286     Document Type: Article

References (45)

1. Allen, F. H. (2002). Acta Cryst. B58, 380-388.
2. Allen, F. H. & Johnson, O. (1991). Acta Cryst. B47, 62-67.
3. Allen, F. H., Motherwell, W. D. S., Raithby, P. R., Shields, G. P. & Taylor, R. (1999). New J. Chem. 23, 25-34.
4. Bats, J. W., Parsch, J. & Engels, J. W. (2000). Acta Cryst. C56,201-205.
5. Bernstein, J. (1993). J. Phys. D Appl. Phys. 26, B66-B76.
6. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
7. Bilton, C, Allen, F. H., Shields, G. P. & Howard, J. A. K. (2000). Acta Cryst. B56, 849-856.
8. Blagden, N., Davey, R. J., Liebermann, H. F., Williams, L., Payne, R., Roberts, R., Rowe, R. & Docherty, R. (1998). J. Chem. Soc. Faraday Trans. 94, 1035-1044.
9. Brameid, K. A., Kuhn, B., Reuter, D. C. & Stahl, M. (2008). J. Chem. Inf. Model. 48, 1-24.
10. Brock, C. P. & Minton, R. P. (1989). J. Am. Chem. Soc. 111, 4586-4593.
11. Bruno, I. J., Cole, J. C, Edgington, P. R., Kessler, M., Macrae, C. F., McCabe, P., Pearson, J. & Taylor, R. (2002). Acta Cryst. B58, 389-397.
12. Ciunik, Z. & Desiraju, G. R. (2001). Chem. Commun. pp. 207-704.
13. Chishoim, J., Pidcock, E. Streek, J. van de, Infantes, L., Motherwell, S. & Allen, F. H. (2006). CrvstEngComm, 8, 11-28.
14. Cole, J. C, Yao, J. W., Shields, G. P., Motherwell, W. D. S., Allen, F. H. & Howard, J. A. K. (2001). Acta Cryst. B57, 88-94.
15. Desiraju, G. R. & Steiner, T. (1999). The Weak Hydrogen Bond in Structural Chemistry and Biology. Oxford University Press.
16. Dunitz, J. D. & Gavezzotti, A. (2005). Cryst. Growth Des. 5, 2180-2189.
17. Fábián, L. & Kálmán, A. (2004). Acta Cryst. B60, 547-558.
18. Galek, P. T. A., Fábián, L., Motherwell W. D. S Allen, F. H. & Feeder, N. (2007). Acta Cryst. B63, 768-782.
19. Gavezzotti, A. (2008). CrystEngComm, 10, 389-398.
20. Giron, D. (1995). Thermochim. Acta, 248, 1-59.
21. Grant, D. J. W. (1999). Polymorphism in Pharmaceutical Solids, edited by H. G. Brittain, pp. 1-31. New York: Marcel Dekker, Inc.
22. Haleblian, J. & McCrone, W. (1969). J. Pharm. Sci. 58, 911-929.
23. Haleblian, J. K. (1975). J. Pharm. Sci. 64, 1269-1288.
24. Henck, J. O., Griesser, U. J. & Burger, A. (1997). Pharm. Ind. 59,165-169.
25. Kiyne, W. & Prelog, V. (1960). Endeavour, 16, 521-528.
26. Kroon, J, Kanters, J. A., van Duijneveldt-van de Rijdt, J. G. C. M., van Duijneveldt, F. B. & Vleingenthart, J. A. (1975). J. Mol. Struct. 24, 109-129.
27. Krygowski, T. M., Grabowski, S. J. & Konarski, J. (1998). Tetrahedron, 54, 11311-11316.
28. Leiserowitz, L. & Nader, F. (1977). Acta Cryst. B33, 2719-2733.
29. Lommerse, J. P. M., Stone, A. X, Taylor, R. & Allen, F. H. (1996). J. Am. Chem. Soc. 118, 3108-3116.
30. Liu, G.-F, Lui, L Jia, D.-Z. & Yu, K.-B. (2004). J. Chem. Cryst. 34, 835-841.
31. Macrae, C. F., Bruno, I. J, Chishoirn, J A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.
32. Mascal, M., Infantes, L. & Chisholm, J (2006). Angew. Chem. Int. Ed, 44, 2-7.
33. Morgan, H. L. (1965). J. Chem. Soc. 5, 107-113.
34. Novoa, X J. & d'Oria, E. (2007). Engineering of Crystalline Materials Properties, edited by J J Novoa, D. Braga & L. Addadi, pp. 307-332. Dordrecht, The Netherlands: Springer.
35. Pidcock, E, & Motherwell, W. D. S. (2005). Cryst. Growth Des. 5, 2322-2330.
36. Pimentel, G. C. & McClellan, A. L. (1960). The Hydrogen Bond. San Francisco, USA: W. H. Freeman.
37. Scheiner, S. (1997). Hydrogen Bonding. A Theoretical Perspective. Oxford University Press.
38. Scott, D. W. (1992). Multivariate Density Estimation: Theory, Practice and Visualization. New York, Chichester: John Wiley and Sons.
39. Singhal, D. & Curatoio, W. (2003). Adv. Drug. Del. Rev. 56, 335-347.
40. Stahly, G. P (2007). Cryst. Growth Des. 7, 1007-1026.
41. Steiner, T. (2002). Angew. Chem. Int. Ed. 41, 48.
42. Streek, J van de (2006). Acta Cryst. B62, 567-579.
43. Threlfali, T. L. (1995). Analyst, 120, 2435-2460.
44. Threlfall, T. L. (2003). Org. Process Res. Dev. 7, 1017-1027.
45. Weng, Z. F, Motherwell, W. D. S., Allen, F. H. & Cole, X M. (2008). Acta Cryst. B64, 348-362.