Polymorphism in secondary benzene sulfonamides

Crystal Growth and Design

Volumn 10, Issue 10, 2010, Pages 4550-4564

  Sanphui, Palash ^a   Sarma, Bipul ^a   Nangia, Ashwini ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CAMBRIDGE; CRYSTALLINE SOLIDS; DIFFERENT SOLVENTS; EQUAL PROBABILITY; HOT-STAGE MICROSCOPY; IR AND RAMAN SPECTROSCOPY; METASTABLE FORM; MOLECULAR PACKINGS; NH GROUPS; OXYGEN ATOM; POLYMORPHIC SYSTEM; SINGLE CRYSTAL X-RAY DIFFRACTION; STABLE FORM; SYNTHONS; THERMAL ANALYSIS;

AMIDES; BENZENE; DIFFERENTIAL SCANNING CALORIMETRY; DIFFRACTION; DIMERS; HYDROGEN; HYDROGEN BONDS; OXYGEN; RAMAN SPECTROSCOPY; SINGLE CRYSTALS; THERMOANALYSIS; X RAY DIFFRACTION; X RAY DIFFRACTION ANALYSIS;

SULFUR COMPOUNDS;

EID: 77957694687     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg100845f     Document Type: Conference Paper

References (59)

1. Kruger, G. J.; Gafner, G. Acta Crystallogr. 1971, B27, 326
2. Gelbrich, T.; Hughes, D. S.; Hursthouse, M. B.; Threlfall, T. L. CrystEngComm 2008, 10, 1328
3. Koo, C. H.; Lee, Y. J. Arch. Pharm. Res. 1979, 2, 99
4. Bar, I.; Bernstein, J. Eur. Cryst. Meeting 1982, 7, 182
5. Basak, A. K.; Chaudhuri, S.; Mazumdar, S. K. Acta Crystallogr. 1984, C40, 1848
6. Bernstein, J. Acta Crystallogr. 1988, C44, 900
7. Bar, I.; Bernstein, J. J. Pharm. Sci. 1985, 74, 255
8. Ajibade, P. A.; Kolawole, G. A.; O'Brien, P.; Helliwell, M.; Raftery, J. Inorg. Chim. Acta 2006, 359, 3111
9. Roy, S.; Nangia, A. Cryst. Growth Des. 2007, 7, 2047
10. Ko, S.-K.; Jin, H. J.; Jung, D.-W.; Tian, X.; Shin, I. Angew. Chem., Int. Ed. 2009, 121, 7949
11. Knapman, K. Mod. Drug Discovery 2000, 3, 53
12. Hilfiker, R.; Blatter, F.; von Raumer, M. Relevance of Solid-state Properties for Pharmaceutical Products. In Polymorphism In the Pharmaceutical Industry; Hilfiker, R., Eds.; Wiley-VCH: Weinheim, 2006.
13. Gelbrich, T.; Hursthouse, M. B.; Threlfall, T. L. Acta Crystallogr. 2007, B63, 621
14. Nangia, A.; Desiraju, G. R. Top. Curr. Chem. 1998, 198, 57
15. Desiraju, G. R. Angew. Chem., Int. Ed. Engl. 1995, 34, 2311
16. Parveen, S.; Davey, R. J.; Dent, G.; Pritchard, R. G. Chem. Commun. 2005, 1531
17. Florence, A. J.; Shankland, K.; Gelbrich, T.; Hursthouse, M. B.; Shankland, N.; Johnston, A.; Fernandesa, P.; Leec, C. K. CrystEngComm 2008, 10, 26
18. Takasuka, M.; Nakai, H.; Shiro, M. J. Chem. Soc., Perkin Trans. 1982, 2, 1061
19. Babu, N, J.; Cherukuvada, S.; Thakuria, R. Cryst Growth Des. 2010, 10, 1979
20. Lǒpez-Mejías, V.; Kampf, J. W.; Matzger, A. J. J. Am. Chem. Soc. 2009, 131, 4554
21. Parmar, M. M.; Khan, O.; Seton, L.; Ford, J. L. Cryst. Growth Des. 2007, 7, 1635
22. Sarma, B.; Roy, S.; Nangia, A. Chem. Commun. 2006, 4918
23. Roy, S.; Matzger, A. J. Angew. Chem., Int. Ed. 2009, 121, 8657
24. Gowda, B. T.; Foro, S.; Babitha, K. S.; Fuess, H. Acta Crystallogr. 2008, E64, o1691 [CSD Refcode HODWED].
25. Jeffrey, G. A. An Introduction to Hydrogen Bonding; Oxford University Press: New York, 1997.
26. Babu, N. J.; Reddy, L. S.; Aitipamula, S.; Nangia, A. Chem. Asian J. 2008, 3, 1122
27. Bernstein, J.; Davis, R. E.; Shimoni, L.; Chang, N. L. Angew. Chem., Int. Ed. Engl. 1995, 34, 1555
28. Etter, M. C.; Macdonald, J. C. Acta Crystallogr. 1990, B46, 256
29. Grell, J.; Bernstein, J.; Tinhofer, G. Acta Crystallogr. 1999, B55, 1030
30. Bui, T. T. T.; Dahaoui, S.; Lecomte, C.; Desiraju, G. R.; Espinosa, E. Angew. Chem., Int. Ed. 2009, 121, 3896
31. Desiraju, G. R.; Parthasarathy, R. J. Am. Chem. Soc. 1989, 111, 8725
32. Saha, B. K.; Nangia, A.; Nicoud, J.-F. Cryst. Growth Des. 2006, 6, 1278
33. Braun, D. E.; Gelbrich, T.; Kahlenberg, V.; Tessadri, R.; Wieser, J.; Griesser, U. J. J. Pharm. Sci. 2009, 98, 2010
34. Nagel, N; Bock, H.; Eller, P. Acta Crystallogr. 2000, B56, 234
35. Florence, A. J.; Shankland, K.; Gelbrich, T.; Hursthouse, M. B.; Shankland, N.; Johnston, A.; Fernandesa, P.; Leech, C. K. CrystEngComm 2008, 10, 26
36. Gajda, R.; Katrusiak, R.; Crassous, J. CrystEngComm 2009, 11, 2668
37. Kitaigorodskii, A. I. Molecular Crystals and Molecules; Academic Press: New York, 1973.
38. Desiraju, G. R.; Sarma, J. A. R. P. Proc. Ind. Acad. Sci. (Chem. Sci.) 1986, 96, 599
39. Ostwald, W. F. Z. Phys. Chem. 1897, 22, 289
40. Trifkovic, M.; Rohani, S. Org. Process. Res. Dev. 2007, 11, 138
41. Tudor, A. M.; Church, S. J.; Hendra, P. J.; Davies, M. C.; Melia, C. D. Pharm. Res. 1993, 10, 1772
42. Vrečer, F.; Vrbinc, M.; Meden, A. Int. J. Pharm. 2003, 256, 3
43. Chesalov, Y. A.; Baltakhinov, P.; Drebushchak, T. N.; Boldyreva, E. V.; Chukanov, N. V.; Drebushchak, V. A. J. Mol. Struct. 2008, 891, 75
44. Roy, S.; Bhatt, P. M.; Nangia, A.; Kruger, G. J. Cryst. Growth Des. 2007, 7, 476
45. Kimura, K.; Hirayama, F.; Uekama, K. J. Pharm. Sci. 1999, 88, 385
46. Long, S.; Parkin, S.; Siegler, M. A.; Cammers, A.; Li, T. Cryst. Growth Des. 2008, 8, 4006
47. Burger, A.; Ramberger, R. Mikrochim. Acta 1979, II, 259
48. Burger, A.; Ramberger, R. Mikrochim. Acta 1979, II, 273
49. Grunenberg; Henck, J.-O.; Siesler, H. W. Int. J. Pharm. 1996, 129, 147
50. Bernstein, J. Polymorphism in Molecular Crystals; Clarendon Press: Oxford, 2002; pp 28 - 42.
51. Cambridge Crystallographic Data Center, Cambridge, U.K., www.ccdc.cam.ac.uk.
52. Nagel, N.; Bock, H.; Eller, P. Acta Crystallogr. 2000, B56, 234 [FIBKUW01/02].
53. Hursthouse, M. B.; Threlfall, T. L.; Coles, S. J.; Ward, S. C. Crystal Structure Report Archive; University of Southampton: 1998; [SULAMD07/08].
54. SAINT Plus (version 6.45); Bruker AXS Inc.: Madison, WI, 2003.
55. SMART (version 5.625) and SHELX-TL (version 6.12); Bruker AXS Inc.: Madison, WI, 2000.
56. PLATON, A Multipurpose Crystallographic Tool; Spek, A. L. Utrecht University: Utrecht, Netherland, 2002.
57. Spek, A. L. J. Appl. Crystallogr. 2003, 36, 7
58. Barbour, L. J. X-Seed, Graphical Interface to SHELX-97 and POV-Ray; University of Missouri-Columbia: Columbia, MO, 1999.
59. Powder Cell, A program for structure visualization, powder pattern calculation and profile fitting, www.ccp14.ac.uk.