The role of weak interactions in the phase transition and distinct mechanical behavior of two structurally similar caffeine co-crystal polymorphs studied by nanoindentation

Crystal Growth and Design

Volumn 13, Issue 10, 2013, Pages 4435-4441

  Ghosh, Soumyajit ^a   Mondal, Arobendo ^a   Kiran, M S R N ^b   Ramamurty, U ^b,c   Reddy, C Malla ^a  

^a INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH KOLKATA   (India)

^b INDIAN INSTITUTE OF SCIENCE   (India)

^c KING ABDULAZIZ UNIVERSITY   (Saudi Arabia)

Author keywords

[No Author keywords available]

Indexed keywords

MECHANICAL BEHAVIOR; NON-COVALENT INTERACTION; PHARMACEUTICAL CHEMISTRY; SINGLE CRYSTAL X-RAY DIFFRACTION; STACKING INTERACTION; STRESS INDUCED PHASE TRANSFORMATIONS; STRUCTURAL SIMILARITY; THEORETICAL CALCULATIONS;

CAFFEINE; IONS; ISOMERS; MECHANICAL ENGINEERING; MECHANICAL PROPERTIES; STRESSES; X RAY DIFFRACTION;

NANOINDENTATION;

EID: 84885124095     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg400928v     Document Type: Article

References (51)

1. Desiraju, G. R. Crystal Engineering: The Design of Organic Solids; Elsevier: New York, 1989.
2. Desiraju, G. R. Angew. Chem., Int. Ed. 2007, 46, 8342-8356
3. Desiraju, G. R.; Steiner, T. The Weak Hydrogen Bond in Structural Chemistry and Biology; Oxford University Press: Oxford, UK, 1999.
4. Varughese, S.; Kiran, M. S. R. N.; Solanko, K. A.; Bond, A. D.; Ramamurty, U.; Desiraju, G. R. Chem. Sci. 2011, 2, 2236-2242
5. Varughese, S.; Kiran, M. S. R. N.; Ramamurty, U.; Desiraju, G. R. Angew. Chem., Int. Ed. 2012, 51, 2-14
6. Varughese, S.; Kiran, M. S. R. N.; Ramamurty, U.; Desiraju, G. R. Chem.-Asian J. 2012, 7, 2118-2125
7. Kiran, M. S. R. N.; Varughese, S.; Reddy, C. M.; Ramamurty, U.; Desiraju, G. R. Cryst. Growth Des. 2010, 10, 4650-4655
8. Karunatilaka, C.; Bučar, D.-K.; Ditzler, L. R.; Friščić, T.; Swenson, D. C.; MacGillivray, L. R.; Tivanski, A. V. Angew. Chem., Int. Ed. 2011, 50, 8642-8646
9. Karki, S.; Friščić, T.; Fábián, L.; Laity, P. R.; Day, G. M.; Jones, W. Adv. Mater. 2009, 21, 3905-3909
10. Fabbiani, F. P. A.; Allan, D. R.; David, W. I. F.; Davidson, A. J.; Lennie, A. R.; Parsons, S.; Pulham, C. R.; Warren, J. E. Cryst. Growth Des. 2007, 7, 1115-1124
11. Kelly, A.; Macmillan, N. H. Strong Solids, 3rd ed.; Oxford University Press: Oxford, UK, 1987.
12. Zhang, G. G. Z.; Gu, C.; Zell, M. T.; Burkhardt, R. T.; Munson, E. J.; Grant, D. J. W. J. Pharm. Sci. 2002, 91, 1089-1100
13. Reddy, C. M.; Krishna, G. R.; Ghosh, S. CrystEngComm 2010, 2296-2314
14. Ghosh, S.; Reddy, C. M. Angew. Chem., Int. Ed. 2012, 51, 10319-10323
15. Krishna, G. R.; Kiran, M. S. R. N.; Fraser, C. L.; Ramamurty, U.; Reddy, C. M. Adv. Funct. Mater. 2013, 23, 1422
16. Zhang, C.; Wang, X.; Huang, H. J. Am. Chem. Soc. 2008, 130, 8359-8365
17. Munday, L. B.; Solares, S. D.; Chung, P. W. Philos. Mag. 2012, 92, 3036-3050
18. Naumov, P.; Kowalik, J.; Solntsev, K. M.; Baldridge, A.; Moon, J.-S.; Kranz, C.; Tolbert, L. M. J. Am. Chem. Soc. 2010, 132, 5845-5857
19. John, G.; Jadhav, S. R.; Menon, V. M.; John, V. T. Angew. Chem., Int. Ed. 2012, 51, 1760-1762
20. Fratzl, P.; Barth, F. G. Nature 2009, 462, 442-448
21. Bernstein, J. Polymorphism in Molecular Crystals; Oxford University Press: Oxford, U.K., 2002.
22. Davey, R. J. Chem. Commun. 2003, 1463
23. Byrn, S. R.; Pfeiffer, R. R.; Stowell, J. G. Solid-State Chemistry of Drugs; SSCI: West Lafayette, IN, 1999.
24. Brittain, H. G. Polymorphism in Pharmaceutical Solids; Marcel Dekker: New York, 1999.
25. Hilfiker, R. Polymorphism in the Pharmaceutical Industry; Wiley: Weinheim, 2006.
26. Boldyreva, E. V. J. Mol. Struct. 2003, 647, 159 and references therein
27. Fabbiani, F. P. A.; Pulham, C. R. Chem. Soc. Rev. 2006, 35, 932 and references therein
28. Bordallo, H. N.; Boldyreva, E. V.; Buchsteiner, A.; Koza, M. M.; Landsgesell, S. J. Phys. Chem. 2008, 112, 8748
29. Braga, D.; Grepioni, F. Angew. Chem., Int. Ed. 2004, 43, 4002
30. Trask, A. V.; Motherwell, W. D. S.; Jones, W. Chem. Commun. 2002, 2372
31. Friščić, T.; Jones, W. Cryst. Growth Des. 2009, 9, 1621
32. Bag, P. P.; Chen, M.; Sun, C. C.; Reddy, C. M. CrystEngComm 2012, 14, 3865-3867
33. Sun, C. C.; Hou, H. Cryst. Growth Des. 2008, 8, 1575
34. Sun, C. C.; Grant, D. J. W. Pharm. Res. 2001, 18, 281-286
35. Sun, C. C. J. Pharm. Sci. 2009, 98, 1671
36. SAINT Plus (version 6.45); Bruker AXS Inc.: Madison, WI, 2003.
37. SMART (version 5.625) and SHELX-TL (version 6.12); Bruker AXS Inc.: Madison, WI, 2000.
38. Barbour, L. J. X-Seed, Graphical Interface to SHELX-97 and POV-Ray; University of Missouri: Columbia, MO, 1999.
39. Oliver, W. C.; Pharr, G. M. J. Mater. Res. 1992, 7, 1564-1583
40. Bolshakov, A.; Oliver, W. C.; Pharr, G. M. J. Mater. Res. 1996, 11, 760-768
41. Ramos, K. J.; Bahr, D. F. J. Mater. Res. 2007, 22, 2037-2045
42. Ramos, K. J.; Hooks, D. E.; Bahr, D. F. Philos. Mag. 2009, 89, 2381-2402
43. Roy, S.; Bhatt, P. M.; Nangia, A.; Kruger, G. J. Cryst. Growth Des. 2007, 3, 476-480
44. Espeau, P.; Céolin, R.; Tamarit, J.-L.; Perrin, M.-A.; Gauchi, J.-P.; Leveiller, F. J. Pharm. Sci. 2005, 94, 524-539
45. Shishkin, O. V.; Medvediev, V. V.; Zubatyuk, R. I. CrystEngComm 2013, 15, 160-167
46. Casellas, D.; Caro, J.; Kolas, S.; Prado, J. M.; Valls, I. Acta Mater. 2007, 55, 4277-4286
47. Yoo, B.-G.; Park, K.-W.; Lee, J.-C.; Ramamurty, U.; Jang, J.-I. J. Mater. Res. 2009, 24, 1405-1416
48. Bahr, D. F.; Kramer, D. E.; Gerberich, W. W. Acta Mater. 1998, 46, 3605-3617
49. Dowling, R.; Davey, R. J.; Curtis, R. A.; Han, G.; Poornachary, S. K.; Chow, P. S.; Tan, R. B. H. Chem. Commun. 2010, 46, 5924-5926
50. Banerjee, S.; Adarsh, N. N.; Dastidar, P. CrystEngComm 2013, 15, 245-248
51. Etter, M. C. Acc. Chem. Res. 1990, 23, 120-126 Science and Technology