Effect of structurally similar additives on crystal habit of organic molecular crystals at low supersaturation

Crystal Growth and Design

Volumn 13, Issue 4, 2013, Pages 1412-1428

  Kuvadia, Zubin B ^a   Doherty, Michael F ^a  

^a University of California   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONFIGURATIONAL ENERGY; CRYSTAL MORPHOLOGIES; GROWTH MECHANISMS; MECHANISTIC EFFECTS; NON-CENTROSYMMETRIC; ORGANIC MOLECULAR CRYSTAL; REACTION STEPS; SPECIFIC CHEMICAL STRUCTURES;

ADDITIVES; AMINO ACIDS; BYPRODUCTS; FACE RECOGNITION; GROWTH RATE; MEAN FIELD THEORY; MOLECULAR CRYSTALS; MOLECULES; MORPHOLOGY;

CRYSTAL IMPURITIES;

EID: 84875798631     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg3010618     Document Type: Article

References (49)

1. Variankaval, N.; Cote, A. S.; Doherty, M. F. AIChE J. 2008, 54, 1682-1688
2. Yang, H. G.; Sun, C. H.; Qiao, S. Z.; Zou, J.; Liu, G.; Smith, S. C.; Cheng, H. M.; Lu, G. Q. Nature 2008, 453, 638-641
3. Davis, K. J.; Dove, P. M.; De Yoreo, J. J. Science 2000, 290, 1134-1137
4. Coveney, P. V.; Davey, R.; Griffin, J. L. W.; He, Y.; Hamlin, J. D.; Stackhouse, S.; Whiting, A. J. Am. Chem. Soc. 2000, 122, 11557-11558
5. Weissbuch, I.; Addadi, L.; Berkovitch-Yellin, Z.; Gati, E.; Weinstein, S.; Lahav, M.; Leiserowitz, L. J. Am. Chem. Soc. 1983, 105, 6615-6621
6. Weissbuch, I.; Addadi, L.; Lahav, M.; Leiserowitz, L. Science 1991, 253, 637-645
7. Rimer, J. D.; An, Z.; Zhu, Z.; Lee, M. H.; Goldfarb, D. S.; Wesson, J. A.; Ward, M. D. Science 2010, 330, 337-341
8. Clydesdale, G.; Roberts, K. J.; Lewitas, K.; Docherty, R. J. Cryst. Growth 1994, 141, 443-450
9. Berkovitch-Yellin, Z. J. Am. Chem. Soc. 1985, 107, 8239-8253
10. Chernov, A. Sov. Phys. Usp. 1961, 4, 117-145
11. Cabrera, N.; Coleman, R. In The Art and Science of Growing Crystals; Gilman, J., Ed.; John Wiley & Sons, Inc.: New York, 1963.
12. Cabrera, N.; Vermilyea, D. In Growth and Perfection of Crystals; Doremus, R.; Roberts, B.; Turnbull, D., Eds.; John Wiley & Sons, Inc.: New York, 1958.
13. Sizemore, J. P.; Doherty, M. F. Cryst. Growth Des. 2009, 9, 2637-2645
14. Ristic, R. I.; DeYoreo, J. J.; Chew, C. M. Cryst. Growth Des. 2008, 8, 1119-1122
15. Snyder, R. C.; Doherty, M. F. Proc. R. Soc. A 2009, 465, 1145-1171
16. Kaischew, R.; Budevski, E. Contemp. Phys. 1967, 8, 489-516
17. Voronkov, V. V. Sov. Phys. Cryst. 1973, 18, 19-23
18. Sizemore, J. P. Morphology Change of Molecular Organic Crystals via Molecular Imposters. Ph.D. Thesis, University of California, Santa Barbara, 2008.
19. Clydesdale, G.; Docherty, R.; Roberts, K. J. Comput. Phys. Commun. 1991, 64, 311-328
20. Case, D. A. AMBER 10; University of California: San Francisco, 2008.
21. Cornell, W. D.; Cieplak, P.; Bayly, C. I.; Gould, I. R.; Merz, K. M.; Ferguson, D. M.; Spellmeyer, D. C.; Fox, T.; Caldwell, J. W.; Kollman, P. A. J. Am. Chem. Soc. 1995, 117, 5179-5197
22. Frisch, M. J. Gaussian 03, Revision C.02; Gaussian, Inc.: Wallingford, CT, 2003.
23. Bayly, C. I.; Cieplak, P.; Cornell, W.; Kollman, P. A. J. Phys. Chem. 1993, 97, 10269-10280
24. McLachlan, A. D. Acta Crystallogr., Sect. A 1972, 28, 656-657
25. Kabsch, W. Acta Crystallogr., Sect. A 1976, 32, 922-923
26. Lesk, A. M. Acta Crystallogr., Sect. A 1986, 42, 110-113
27. Thomas, T. N.; Land, T. A.; Martin, T.; Casey, W. H.; DeYoreo, J. J. J. Cryst. Growth 2004, 260, 566-579
28. Lovette, M. A.; Doherty, M. F. J. Cryst. Growth 2011, 327, 117-126
29. Burton, W. K.; Cabrera, N.; Frank, F. C. Phil. Trans. R. Soc. A 1951, 243, 299-358
30. Myerson, A. S.; Lo, P. Y. J. Cryst. Growth 1990, 99, 1048-1052
31. Ward, M. D. Chem. Rev. 2001, 101, 1697-1725
32. Bisker-Leib, V.; Doherty, M. Cryst. Growth Des. 2003, 3, 221-237
33. Boek, E. S.; Feil, D.; Briels, W. J.; Bennema, P. J. Cryst. Growth 1991, 114, 389-410
34. Winn, D.; Doherty, M. F. AIChE J. 1998, 44, 2501-2514
35. Winn, D.; Doherty, M. F. AIChE J. 2000, 46, 1348-1367
36. Barton, A. F. M. Chem. Rev. 1975, 75, 731-753
37. Gaffney, J. S.; Pierce, R. C.; Friedman, L. J. Am. Chem. Soc. 1977, 99, 4293-4298
38. Kuvadia, Z. B.; Doherty, M. F. Cryst. Growth Des. 2011, 11, 2780-2802
39. Veesler, S.; Lafferrere, L.; Garcia, E.; Hoff, C. Org. Process Res. Dev. 2003, 7, 983-989
40. Lovette, M. A.; Muratore, M.; Doherty, M. F. AIChE J. 2012, 58, 1465-1474
41. Ristic, R.; Finnie, S.; Sheen, D.; Sherwood, J. J. Phys. Chem. B 2001, 105, 9057-9066
42. Chow, A.-L.; Chow, P.; Zhongshan, W.; Grant, D. Int. J. Pharm. 1985, 24, 239-258
43. Kuvadia, Z. B. Crystal Morphology Prediction and Modification of Organic Molecular Crystals. Ph.D. thesis, University of California, Santa Barbara, 2012.
44. Granberg, R. A.; Rasmuson, k. C. J. Chem. Eng. Data 1999, 44, 1391-1395
45. Hendriksen, B. A.; Grant, D. J.; Meenan, P.; Green, D. A. J. Cryst. Growth 1998, 183, 629-640
46. Zhang, Y.; Sizemore, J. P.; Doherty, M. F. AIChE J. 2006, 52, 1906-1915
47. Knott, B. C.; Doherty, M. F.; Peters, B. J. Chem. Phys. 2011, 134, 154501
48. Kofke, D. A.; Glandt, E. D. Mol. Phys. 1988, 64, 1105-1131
49. Sangwal, K. Additives and Crystallization Processes: From Fundamentals to Applications; John Wiley & Sons, Ltd: New York, 2007.