A comparison of cocrystal structure solutions from powder and single crystal techniques

Crystal Growth and Design

Volumn 10, Issue 10, 2010, Pages 4630-4637

  Lapidus, Saul H ^a   Stephens, Peter W ^a   Arora, Kapildev K ^b   Shattock, Tanise R ^b   Zaworotko, Michael J ^b  

^a STONY BROOK UNIVERSITY   (United States)

^b UNIVERSITY OF SOUTH FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CO-CRYSTALS; COCRYSTAL STRUCTURE; HIGH RESOLUTION POWDER DIFFRACTIONS; MOLECULAR PACKINGS; SINGLE-CRYSTAL AND POWDER;

HYDROGEN; HYDROGEN BONDS; SINGLE CRYSTALS;

CRYSTAL STRUCTURE;

EID: 77957695323     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg1009237     Document Type: Conference Paper

References (47)

1. Stout, G. H. and Jensen, L. H. X-Ray Structure Determination: A Practical Guide, 2 nd ed.; John Wiley & Sons: New York, 1989.
2. David, W. I. F.; Shankland, K.; Shankland, N. Chem Commun. 1998, 8, 931-932
3. David, W. I. F.; Shankland, K.; McCusker, L. B.; Baerlocher, C. Structure Determination from Powder Diffraction; Oxford University Press: New York, 2002.
4. Florence, A. J.; Shankland, N.; Shankland, K.; David, W. I. F.; Pidcock, E.; Xu, X.; Johnston, A; Kennedy, A. R.; Cox, P. J.; Evans, J. S. O.; Steele, G.; Cosgrove, S. D.; Frampton, C. S. J. Appl. Crystallogr. 2005, 38, 249-259
5. Kaduk, J. A. Powder Diffr. 2004, 19, 127-132
6. Wang, Y.; Li, M.; Liu, L.; Zhou, L.; Wang, J. Acta Crystallogr. 2005, E61, o1999-o2000
7. Bredikhin, A. A.; Gubaidullin, A. T.; Bredikhina, Z. A.; Krivolapov, D. B.; Pashagin, A. V.; Litvinov, I. A. J. Mol. Struct. 2009, 920, 377-382
8. Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112-122
9. Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7-13
10. Vippagunta, S. R.; Brittain, H. G.; Grant, D. J. W. Adv. Drug Delivery Rev. 2001, 48, 3-26
11. Borka, L.; Haleblian, J. K. Acta Pharm. Jugosl. 1990, 40, 71-94
12. Morris, K. R.; Griesser, U. J.; Eckhardt, C. J.; Stowell, J. G. Adv. Drug Delivery Rev. 2001, 48, 91-114
13. Ghosh, S.; Grant, D. J. W.; Ojala, W. H.; Gleason, W. B J. Pharm. Sci. 1995, 84, 1392-1399
14. Haleblian, J. K. J. Pharm. Sci. 1975, 64, 1269-1288
15. Wermuth, C. G.; Stahl, P. H. Handbook of Pharmaceutical Salts; Wiley-VCH: New York, 2008; pp 249 - 263.
16. Serajuddin, A. T. M. Adv. Drug Delivery Rev. 2007, 59, 603-616
17. Paulekuhn, G. S.; Dressman, J. B.; Saal, C. J. Med. Chem. 2007, 50, 6665-6672
18. Bighley, L. D.; Berge, S. M.; Monkhouse, D. C. Encyclopedia of Pharmaceutical Technology; Marcel Dekker Inc.: New York, 1996; Vol. 13, pp 453 - 499.
19. Gould, P. L. Int. J. Pharm. 1986, 33, 201-217
20. Byrn, S. R.; Xu, W.; Newman, A. W. Adv. Drug Delivery Rev. 2001, 48, 115-136
21. Yu, L. Adv. Drug Delivery Rev. 2001, 48, 27-42
22. Vishweshwar, P.; McMahon, J. A.; Bis, J. A.; Zaworotko, M. J. J. Pharm. Sci. 2006, 95, 499-516
23. Shan, N.; Zaworotko, M. J. Drug Disc. Today 2008, 13, 440-446
24. Stahly, G. P. Cryst. Growth Des. 2007, 7, 1007-1026
25. Meanwell, N. A. Annu. Rep. Med. Chem. 2008, 43, 373-404
26. Almarsson, Ö.; Zaworotko, M. J. Chem. Commun. 2004, 17, 1889-1896
27. Remenar, J. F.; Morissette, S. L.; Peterson, M. L.; Moulton, B.; MacPhee, J. M.; Guzman, H. R.; Almarsson, O J. Am. Chem. Soc. 2003, 125, 8456-8457
28. Childs, S. L.; Chyall, L. J.; Dunlap, J. T.; Smolenskaya, V. N.; Stahly, B. C.; Stahly, G. P. J. Am. Chem. Soc. 2004, 126, 13335-13342
29. Trask, A. V.; Motherwell, W. D. S.; Jones, W. Cryst. Growth Des. 2005, 5, 1013-1021
30. McNamara, D. P.; Childs, S. L.; Giordano, J.; Iarriccio, A.; Cassidy, J.; Shet, M. S.; Mannion, R.; O'Donnell, E.; Park, A. Pharm. Res. 2006, 23, 1888-1897
31. Hickey, M. B.; Peterson, M. L.; Scoppettuolo, L. A.; Morrisette, S. L.; Vetter, A.; Guzman, H.; Remenar, J. F.; Zhang, Z.; Tawa, M. D.; Haley, S.; Zaworotko, M. J.; Almarsson, Ö. Eur. J. Pharm. Biopharm. 2007, 67, 112-119
32. Remenar, J. F.; Peterson, M. L.; Stephens, P. W.; Zhang, Z.; Zimenkov, Y.; Hickey, M. B. Molec. Pharmaceutics 2007, 4, 386-400
33. Stanton, M. K.; Bak, A. Cryst. Growth Des. 2008, 8, 3856-3862
34. Cheney, M. L.; Shan, N.; Healey, E. R.; Hanna, M.; Wojtas, Ł.; Zaworotko, M. J.; Sava, V.; Song, S.; Sanchez-Ramos, J. R. Cryst. Growth Des. 2010, 10, 394-405
35. Shan, N.; Toda, F.; Jones, W. Chem. Commun. 2002, 20, 2372-2373
36. Karki, S.; Friščić, T.; Jones, W.; Motherwell, W. D. S. Mol. Pharmaceutics 2007, 4, 347-354
37. A preliminary report of this research was presented at the 2008 Congress of the International Union of Crystallography. Lapidus, S. H.; Stephens, P. W.; Zaworotko, M. J.; Arora, K.; Shattock, T. Acta Crystallogr. 2008, A64, C209
38. Shattock, T; Arora, K.; Vishweshwar, P; Zaworotko, M. J. Cryst. Growth Des. 2008, 8, 4533-4545
39. Kavuru, P.; Aboarayes, D.; Arora, K. K.; Clarke, H. D.; Kennedy, A.; Marshall, L.; Ong, T. T.; Perman, J.; Pujari, T.; Wojtas, Ł.; Zaworotko, M. J. Cryst. Growth Des. 2010, 10, 3568 - 3584.
40. SAINT, version 6.02; Bruker AXS, Inc., Analytical X-ray Systems: Madison, WI, 2000.
41. SADABS [Area-Detector Absorption Correction]; Siemens Industrial Automation, Inc.: Madison, WI, 1996.
42. Sheldrick, G. M. SHELXTL; University of Göttingen: Göttingen, Germany, 1997.
43. Coehlo, A. A. J. Appl. Crystallogr. 2003, 36, 86-95
44. Coehlo, A. A. TOPAS Academic; Coelho Software: Brisbane, Australia, 2007; http://www.topas-academic.net.
45. David, W. I. F.; Shankland, K.; van de Streek, J.; Pidcock, E.; Motherwell, W. D. S.; Cole, J. C. J. Appl. Crystallogr. 2006, 39, 910-915
46. Etter, M. C.; MacDonald, J. C.; Bernstein, J. Acta Crystallogr. 1990, B46, 256-262
47. Bernstein, J. Polymorphism in Molecular Crystals; Oxford University Press: New York, 2002.