Design of cocrystals via new and robust supramolecular synthon between carboxylic acid and secondary amide: Honeycomb network with jailed aromatics

Crystal Growth and Design

Volumn 9, Issue 1, 2009, Pages 40-42

  Rajput, Lalit ^a   Biradha, Kumar ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 61649124113     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg801132r     Document Type: Article

References (26)

1. (a) Trask, A. V. Mol. Pharmaceutics 2007, 4, 301.
2. (b) Vishweshwar, A. P.; McMahon, J. A.; Bis, J. A.; Zaworotko, M. J. J. Pharm. Sci. 2006, 95, 499.
3. (c) Reddy, L. S.; Babu, N. J.; Nangia, A. Chem. Commun. 2006, 1369.
4. (d) Bhatt, P. M.; Ravindra, N. V.; Banerjee, R.; Desiraju, G. R. Chem. Commun. 2005, 1073.
5. (a) Desiraju, G. R. Angew. Chem., Int. Ed. Engl. 1995, 34, 2311.
6. (b) Making Crystals by Design: From Molecules to Molecular Materials, Methods, Techniques, Applications; Grepioni, F., Braga, D., Eds.; Wiley-VCH: Weinheim, Germany, 2007; pp 209-240.
7. (a) Etter, M. C.; Reutzel, S. M. J. Am. Chem. Soc. 1991, 113, 2586.
8. (b) Herbstein, F. H. in Comprehensive Supramolecular Chemistry; MacNicol, D. D.; Toda, F.; Bishop, R., Eds.; Pergamon: Oxford, 1996; Vol. 6, p 61.
9. (c) Hollingsworth, M. D. Science 2002, 295, 2410.
10. (d) Aakeröy, C. B.; Beatty, A. M.; Helfrich, B. A. J. Am. Chem. Soc. 2002, 124, 14425.
11. (e) Fleischman, S. G.; Kuduva, S. S.; McMahon, J. A.; Moulton, B.; Walsh, R. D. B.; Rodriguez-Homedo, N.; Zaworotko, M. J. Cryst. Growth Des. 2003, 3, 909.
12. (f) Wuest, J. D. Chem. Commun. 2005, 5830.
13. (g) Perumalla, S. R.; Suresh, E.; Pedireddi, V. R. Angew. Chem., Int. Ed. Engl. 2005, 117, 7930.
14. (a) Aakeröy, C. B.; Beatty, A. M.; Helfrich, B. A. Angew. Chem., Int. Ed. 2001, 40, 3240.
15. (b) Steiner, T. Acta Crystallogr. Sect.B 2001, 57, 103.
16. (c) Vishweshwar, P.; Nangia, A.; Lynch, V. M. Cryst. Growth Des. 2003, 3, 783.
17. (d) Aakeröy, C. B.; Desper, J.; Scott, B. M. T. Chem. Commun. 2006, 13, 1445.
18. Rajput, L.; Biradha, K. J. Mol. Struct. 2008, 876, 339.
19. (a) Csöregh, I.; Finge, S.; Weber, E. Bull. Chem. Soc. Jpn. 1991, 64, 1971 (propionic acid solvate of diamide).
20. (b) Phanstiel IV, O., IV; Lachicotte, R. J.; Torres, D.; Richardson, M.; Matsui, H.; Schaffer, H.; Adar, F.; Liu, J.; Seconi, D. Chem. Mater. 2001, 13, 264.
21. (a) Kane, J. J.; Liao, R.; Lauher, J. W.; Fowler, F. W. J. Am. Chem. Soc. 1995, 117, 12003.
22. (b) Zaworotko, M. J. Chem. Commun. 2001, 1.
23. (b) Ma, B. Q.; Coppens, P. Chem. Commun. 2003, 18, 2290.
24. (c) Dale, S. H.; Elsegood, M. R. J.; Hemmings, M.; Wilkinson, A. L. CrystEngComm 2004, 6, 207.
25. (d) Santra, R.; Ghosh, N.; Biradha, K. New J. Chem. 2008, 32, 1673.
26. (e) Bhogala, B. R.; Nangia, A. New J. Chem. 2008, 32, 800.