Designing acid/acid co-crystals through the application of hammett substituent constants

Crystal Growth and Design

Volumn 10, Issue 2, 2010, Pages 726-733

  Seaton, Colin C ^a   Chadwick, Keith ^b   Sadiq, Ghazala ^a   Guo, Kun ^c   Davey, Roger J ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

^b Massachusetts Institute of Technology   (United States)

^c TIANJIN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 76349105968     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg9011235     Document Type: Article

References (30)

1. Desiraju, G. R. Angew. Chem., Int. Ed. 1995, 34, 2311-2327.
2. Aakeröy, C. B.; Salmon, D. J. CrystEngComm 2005, 7, 439-448.
3. Vishweshwar, P.; McMahon, P. A.; Bis, J. A.; Zaworotko, M. J. J. Pharm. Sci. 2006, 95 (3), 499-516.
4. Friscic, T.; Jones, W Faraday Discuss. 2007, 136, 167-178.
5. Kendall, J. J. Am. Chem. Soc. 1914, 36, 1722-1734.
6. Pinkus, A. G.; Subramanian, T. S. J. Chem. Soc., Chem. Commun. 1986, 1439.
7. Etter, M. C.; Frankenbach, G. M. Chem. Mater. 1989, 1, 10-12.
8. Etter, M. C.; Frankenbach, G. M.; Bernstein, J. Tetrahedron Lett. 1989, 30 (28), 3617-3620.
9. Sharma, C. V. K.; Panneerselvam, K.; Pilati, T.; Desiraju, G. R. J. Chem. Soc., Chem. Commun. 1992, 832-833.
10. Sharma, C. V. K.; Panneerselvam, K.; Pilati, T.; Desiraju, G. R. J. Chem. Soc., Perkin Trans. 2 1993, 2209-2216.
11. Smith, G.; Lynch, D. E.; Byriel, K. A.; Kennard, C. H. L. J. Chem. Crystallogr. 1997, 27 (5), 307-317.
12. Dannenberg, J. J. Chem. Mater. 1990, 2, 635-636.
13. Chadwick, K.; Sadiq, G.; Davey, R. J.; Seaton, C. C.; Pritchard, R. G.; Parkin, A. Cryst. Growth Des. 2009, 9 (3), 1278-1279.
14. Hammett, L. P. J. Am. Chem. Soc. 1937, 59, 96-103.
15. Hammett, L. P. J. Chem. Educ. 1966, 43, 464-469.
16. Hansch, C.; Leo, A.; Taft, R.W. Chem. Rev. 1991, 91 (2), 165-195.
17. Black, S. N.; Collier, E. A.; Davey, R. J.; Roberts, R. J. J. Pharm. Sci. 2007, 96 (5), 1053-1068.
18. Chiarella, R. A.; Davey, R. J.; Peterson, M. L. Cryst. Growth Des. 2007, 7 (7), 1223-1226.
19. Seaton, C. C.; Parkin, A.; Wilson, C. C.; Blagden, N. Cryst. Growth Des. 2009,9 (1), 47-56.
20. CrysAlisPro,; Oxford Diffraction Ltd, Abingdon, U.K., 2009.
21. Sheldrick, G. M. Ada Crystallogr., Sect. A 2008, 64, 112-122.
22. Bruno, I. J.; Cole, J. C.; Edgington, P. R.; Kessler, M.; Macrae, C. F.; McCabe, P.; Pearson, J.; Taylor, R. Acta Crystallogr., Sect B 2002, 58, 389-397.
23. CCDC 746618-746622 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif. We also include the cif files as Supporting Information.
24. Parkin, A.; Seaton, C. C.; Blagden, N.; Wilson, C. C. Cryst. Growth Des. 2007, 7(3), 531-534.
25. Bowers, J. R.; Hopkins, G. W.; Yap, G. P. A.; Wheeler, K. A. Cryst. Growth Des. 2005, 5 (2), 727-736.
26. Aakeröy, C. B.; Desper, J.; Helfrich, B. A. CrystEngComm 2004, 6 (5), 19-24.
27. Quah, C. K.; Jebas, S. R.; Fun, H.-K. Ada Crystallogr., Sect. E 2008, 64, No.02333.
28. Berry, D. J.; Seaton, C. C.; Clegg, W.; Harrington, R. W.; Coles, S. J.; Horton, P. N.; Hursthouse, M. B.; Storey, R.; Jones, W.; Friscic, T.; Blagden, N. Cryst. Growth Des. 2008, 8 (5), 1697.
29. Jebes, S. R.; Balasubramanian, T. Ada Crystallogr., Sect. E 2006, 62, No.05621.
30. Lynch, D. E.; Smith, G.; Byriel, K. A.; Kennard, C. H. L. Aust. J. Chem. 1991, 44 (7), 1017-1022.