1:1 and 2:1 urea-succinic acid cocrystals: structural diversity, solution chemistry, and thermodynamic stability

Crystal Growth and Design

Volumn 10, Issue 11, 2010, Pages 4847-4855

  Alhalaweh, Amjad ^a   George, Sumod ^a   Boström, Dan ^b   Velaga, Sitaram P ^a  

^a LULEÅ UNIVERSITY OF TECHNOLOGY   (Sweden)

^b UMEÅ UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

2-PROPANOL; CO-CRYSTALS; DICARBOXYLIC ACID; EUTECTIC POINTS; EXPERIMENTAL DATA; HYDROGEN BONDING MOTIFS; NO PHASE; PHASE SOLUBILITY; PURE COMPONENTS; SOLID PHASIS; SOLUBILITY PRODUCT; SOLUTION CHEMISTRY; STABILITY REGIONS; STABLE REGION; STRUCTURAL DIVERSITY; SUCCINIC ACIDS;

AMIDES; HYDROGEN BONDS; MATHEMATICAL MODELS; METABOLISM; SOLUBILITY; STOICHIOMETRY; UREA;

PHASE STABILITY;

EID: 78149347394     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg100823p     Document Type: Article

References (41)

1. Jones, W.; Motherwell, W.; Trask, A. MRS Bull. 2006, 31, 875-879
2. Schultheiss, N.; Newman, A. Cryst. Growth Des. 2009, 9, 2950-2967
3. Almarsson, Ö.; Zaworotko, M. Chem. Commun. 2004, 2004, 1889-1896
4. Desiraju, G. Angew. Chem. Int. Ed. Engl. 2003, 34, 2311-2327
5. Vishweshwar, P.; McMahon, J.; Bis, J.; Zaworotko, M. J. Pharm. Sci. 2006, 95, 499
6. Rodriguez-Hornedo, N.; Nehm, S.; Seefeldt, K.; Pagan-Torres, Y.; Falkiewicz, C. Mol. Pharmaceutics 2006, 3, 362-367
7. Zhang, G.; Henry, R.; Borchardt, T.; Lou, X. J. Pharm. Sci. 2007, 96, 990
8. Gagnière, E.; Mangin, D.; Puel, F.; Rivoire, A.; Monnier, O.; Garcia, E.; Klein, J. J. Cryst. Growth. 2009, 311, 2689-2695
9. Childs, S.; Hardcastles, K. Cryst. Growth Des. 2007, 7, 1291-1304
10. Chadwick, K.; Davey, R.; Sadiq, G.; Cross, W.; Pritchard, R. CrystEngComm 2009, 11, 412-414
11. Braga, D.; Palladino, G.; Polito, M.; Rubini, K.; Grepioni, F.; Chierotti, M.; Gobetto, R. Chem.-Eur. J. 2008, 14, 10149-10159
12. Porter Iii, W.; Elie, S.; Matzger, A. Cryst. Growth Des. 2008, 8, 14
13. Horst, J.; Cains, P. Cryst. Growth Des. 2008, 8, 2537-2542
14. Karki, S.; Friš i, T.; Jones, W. CrystEngComm 2009, 11, 470-481
15. Trask, A.; van de Streek, J.; Motherwell, W.; Jones, W. Cryst. Growth Des. 2005, 5, 2233-2241
16. Jayasankar, A.; Reddy, L.; Bethune, S.; Rodriguez-Hornedo, N. Cryst. Growth Des. 2009, 9, 889-897
17. Zhao, X.; Chang, Y.; Fowler, F.; Lauher, J. J. Am. Chem. Soc. 1990, 112, 6627-6634
18. George, S.; Nangia, A.; Lam, C.; Mak, T.; Nicoud Chem. Commun. 2004, 2004, 1202-1203
19. Videnova-Adrabinska, V.; Etter, M.; Ward, M. Engineering Solid-State Materials. Strategies for Modeling and Packing Control of Molecular Assemblies into 3-D Networks; Dept of Chemistry, University of Minnesota: Minneapolis, MN, 1993.
20. Radell, J.; Brodman, B.; Domanski, J., Jr., J. Phys. Chem. 1967, 71, 1596-1601
21. Beilstein, F. K. Julius Springer 1921, 5, 55
22. Videnova-Adrabinska, V. Acta Crystallogr. B 1996, 52, 1048-1056
23. Alhalaweh, A.; Velaga, S. Cryst. Growth Des. 2010, 10, 3302-3305
24. Allen, F. Acta Crystallogr. B 2002, 58, 380-388
25. Sheldrick, G. SHELX-97, Program for Crystal Structure Solution and Refinement; University of Göttingen: Germany, 1997.
26. Macrae, C.; Bruno, I.; Chisholm, J.; Edgington, P.; McCabe, P.; Pidcock, E.; Rodriguez-Monge, L.; Taylor, R.; Streek, J.; Wood, P. J. Appl. Crystallogr. 2008, 41, 466-470
27. Andersson, C.; Hodge, D.; Berglund, K.; Rova, U. Biotechnol. Prog. 2008, 23, 381-388
28. Cruz-Cabeza, A.; Karki, S.; Fabian, L.; Friscic, T.; Day, G.; Jones, W. Chem. Commun. 2010, 46, 2224-2226
29. Cruz-Cabeza, A.; Day, G.; Jones, W. Chemistry-Eur. J. 2008, 14, 8830
30. Wiedenfeld, H.; Knoche, F. Acta Crystallogr. C 1993, 46, 1038-1040
31. Guo, K.; Sadiq, G.; Seaton, C.; Davey, R.; Yin, Q. Cryst. Growth Des. 20010, 10, 268-273
32. Chiarella, R.; Davey, R.; Peterson, M. Cryst. Growth Des. 2007, 7, 1223-1226
33. Good, D. J.; Rodriguez-Hornedo, N. Cryst. Growth Des. 2009, 9, 2252-2264
34. Bethune, S.; Huang, N.; Jayasankar, A.; Rodriguez-Hornedo, N. Cryst. Growth Des. 2009, 9, 3976-3988
35. Higuchi, T.; Zuck, D. J. Am. Pharm. Assoc. 1953, 42, 138-145
36. Higuchi, T.; Lach, J. J. Am. Pharm. Assoc. 1954, 43
37. Nehm, S.; Rodriguez-Spong, B.; Rodriguez-Hornedo, N. Cryst. Growth Des. 2006, 6, 592-600
38. Poole, J. W.; Higuchi, T. J. Am. Pharm. Assoc. 1959, 592-601
39. Kostenbauder, H. B.; Higuchi, T. J. Am. Pharm. Assoc. 1956, 45, 518-522
40. Cesaro, A.; Russo, E.; Crescenzi, V. J. Phys. Chem. 1976, 80, 335-339
41. Lu, E.; Rodríguez-Hornedo, N.; Suryanarayanan, R. CrystEngComm 2008, 10, 665-668