A conformational polymorphic transition in the high-temperature -form of chlorpropamide on cooling: A new ′-form

Acta Crystallographica Section B: Structural Science

Volumn 65, Issue 6, 2009, Pages 770-781

  Drebushchak, Tatiana N ^a,b   Chesalov, Yury A ^a,c   Boldyreva, Elena V ^a,b  

^a NOVOSIBIRSK STATE UNIVERSITY   (Russian Federation)

^b INSTITUTE OF SOLID STATE CHEMISTRY AND MECHANOCHEMISTRY   (Russian Federation)

^c BORESKOV INSTITUTE OF CATALYSIS   (Russian Federation)

Author keywords

Chlorpropamide; Hydrogen bonds; Molecular conformation; Polymorphism

Indexed keywords

CELL PARAMETER; CELL VOLUME; HIGH TEMPERATURE; IR SPECTROSCOPY; MOLECULAR CONFORMATION; NO PHASE; POLYMORPHIC TRANSITIONS; POWDER SAMPLES; SINGLE CRYSTAL X-RAY DIFFRACTION; SPACE GROUPS; STRUCTURAL CHANGE; STRUCTURAL STUDIES; TEMPERATURE RANGE; TWO PHASIS;

BINDING SITES; COOLING; DIFFRACTION; FLUORINE CONTAINING POLYMERS; HYDROGEN; HYDROGEN BONDS; POLYMORPHISM; X RAY POWDER DIFFRACTION;

PHASE TRANSITIONS;

CHLORPROPAMIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COLD; CONFORMATION; CRYSTALLIZATION; HEAT; HYDROGEN BOND; INFRARED SPECTROSCOPY; PHASE TRANSITION; X RAY CRYSTALLOGRAPHY;

CHLORPROPAMIDE; COLD TEMPERATURE; CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; HOT TEMPERATURE; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PHASE TRANSITION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 70749097213     PISSN: 01087681     EISSN: 01087681     Source Type: Journal    
DOI: 10.1107/S010876810903290X     Document Type: Article

References (44)

1. Al-Saieq, S. S. & Riley, G. S. (1982). Pharm. Acta Helv. 57, 8-11.
2. Bernstein, J. (2002). Polymorphism in Molecular Crystals. IUCr Monographs on Crystallography. Oxford University Press.
3. Boldyreva, E. V., Drebushchak, T. N., Shakhtshneider, T. P., Sowa, H., Ahsbahs, H., Goryainov, S. V., Ivashevskaya, S. N., Kolesnik, E. N., Drebushchak, V. A. & Burgina, E. B. (2004). Arkivoc, XII, 128-155.
4. Boldyreva, E., Kivikoski, J. & Howard, J. A. K. (1997a). Acta Cryst. B53, 394-404.
5. Boldyreva, E., Kivikoski, J. & Howard, J. A. K. (1997b). Acta Cryst. B53, 405-414.
6. Brittain, H. G. (1999). Editor. Polymorphism in Pharmaceutical Solids. New York: Marcel Dekker.
7. Burger, A. (1975). Sci. Pharm. 43, 152-161.
8. Cao, W., Bates, S., Peck, G. E., Wildfong, P. L. D., Qiu, Z. & Morris, K. R. (2002). J. Pharm. Biomed. Anal. 30, 1111-1119.
9. Chesalov, Yu. A., Baltakhinov, V. P., Drebushchak, T. N., Boldyreva, E. V., Chukanov, N. V. & Drebushchak, V. A. (2008). J. Mol. Struct. 891, 75-86.
10. De Villiers, M. M. & Wurster, D. E. (1999). Acta Pharm. 49, 79-88.
11. Drebushchak, T. N. & Boldyreva, E. V. (2004). Z. Kristallogr. 219, 506-512.
12. Drebushchak, T. N., Boldyreva, E. V. & Mikhailenko, M. A. (2008a). J. Struct. Chem. 49, 84-94.
13. Drebushchak, T. N., Boldyreva, E. V. & Mikhailenko, M. A. (2008b). Z. Strukt. Khim. 49, 90-100.
14. Drebushchak, T. N., Chukanov, N. V. & Boldyreva, E. V. (2006). Acta Cryst. E62, o4393-o4395.
15. Drebushchak, T. N., Chukanov, N. V. & Boldyreva, E. V. (2007). Acta Cryst. C63, o355-o357.
16. Drebushchak, T. N., Chukanov, N. V. & Boldyreva, E. V. (2008). Acta Cryst. C64, o623-o625.
17. Drebushchak, V. A., Drebushchak, T. N., Chukanov, N. V. & Boldyreva, E. V. (2008). J. Therm. Anal. Calorim. 93, 343-351.
18. Drebushchak, T. N., Kolesnik, E. N. & Boldyreva, E. V. (2006). Z. Kristallogr. 221, 128-138.
19. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
20. Flack, H. D. (1983). Acta Cryst. A39, 876-881.
21. Hilfiker, R. (2006). Polymorphism in the Pharmaceutical Industry. Weinheim: Wiley-VCH.
22. Koo, C. H., Cho, S. I. & Yeon, Y. H. (1980). Arch. Pharmacol. Res. 3, 37-49.
23. Koivisto, M., Heinänen, P., Tanninen, V. P. & Lehto, V.-P. (2006). Pharm. Res. 23, 813-820.
24. Kraus, W. & Nolze, G. (1999). Powder Cell Software, Version 2.4. Federal Institute for Material Research and Testing, Berlin, Germany.
25. Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.
26. McKinnon, J. J., Jayatilaka, D. & Spackman, M. A. (2007). Chem. Commun. 37, 3814-3816.
27. McKinnon, J. J., Spackman, M. A. & Mitchell, A. S. (2004). Acta Cryst. B60, 627-668.
28. Mehrens, S. M., Kale, U. J. & Qu, X. (2005). J. Pharm. Sci. 94, 1354-1367.
29. Otsuka, M., Matsumoto, T. & Kaneniwa, N. (1989). J. Pharm. Pharmacol. 41, 665-669.
30. Oxford Diffraction (2008a). CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England.
31. Oxford Diffraction (2008b). CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.
32. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
33. Simmons, D. L., Ranz, R. J. & Gyanchandani, D. (1973). Can. J. Pharm. Sci. 8, 125-127.
34. Sonoda, Y., Hirayama, F., Arima, H. & Uekama, K. (2004). J. Inclusion Phenom. 50, 73-77.
35. Spek, A. L. (2009). Acta Cryst. D65, 148-155.
36. Stoe & Cie (1997a). Stadi4. Stoe & Cie GmbH, Darmstadt, Germany.
37. Stoe & Cie (1997b). X-RED. Stoe & Cie GmbH, Darmstadt, Germany.
38. Stoe & Cie (2007). WinXPOW. Stoe & Cie GmbH, Darmstadt, Germany.
39. Tudor, A. M., Church, S. J., Hendra, P. J., Davies, M. C. & Melia, C. D. (1993). Pharm. Res. 10, 1772-1776.
40. Ueda, H., Nambu, N. & Nagai, T. (1984). Chem. Pharm. Bull. 32, 244-250.
41. Vemavarapu, C., Mollan, M. J. & Needham, T. E. (2002). Am. Assoc. Pharm. Sci. PharmSciTech 3, 29, http://www.aapspharmscitech.org.
42. Wasicki, J., Kozlenko, D. P., Pankov, S. E., Bilski, P., Pajzderska, A., Hancock, B. C., Medek, A., Nawrocik, W. & Savenko, B. N. (2009). J. Pharm. Sci. 98, 1426-1437.
43. Wildfong, P. L. D., Morley, N. A., Moore, M. D. & Morris, K. R. (2005). J. Pharm. Biomed. Anal. 39, 1-7.
44. Wolff, S. K., Grimwood, D. J., McKinnon, J. J., Jayatilaka, D. & Spackman, M. A. (2007). CrystalExplorer2.1. University ofWestern Australia, http://hirshfeldsurface.net/CrystalExplorer.