Heterotapes: A persistent, dual-synthon hydrogen-bonding motif

Chemistry - An Asian Journal

Volumn 2, Issue 12, 2007, Pages 1534-1539

  Turner, David R ^a   Pek, Sze Nee ^a   Batten, Stuart R ^a  

^a MONASH UNIVERSITY   (Australia)

Author keywords

Crystal engineering; Hydrogen bonds; Self assembly; Supramolecular synthons; Tape structures

Indexed keywords

EID: 36949027372     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200700208     Document Type: Article

References (40)

1. a) D. Braga, F. Grepioni, A. G. Orpen, Crystal Engineering: From Molecules and Crystals to Materials, Kluwer Academic, Dordrecht, 1999;
2. b) D. Braga, L. Brammer, N. R. Champness, CrystEngComm 2005, 7, 1-19;
3. c) G. R. Desiraju, J. Mol. Struct. 2003, 656, 5-15.
4. a) F. Diederich, Angew. Chem. 2007, 119, 68-70; Angew. Chem. Int. Ed. 2007, 46, 68-69;
5. b) J. W. Steed, D. R. Turner, K. J. Wallace, Core Concepts in Supramolecular Chemistry and Nanochemistry, John Wiley and Sons, Chichester, 2007.
6. a) A. Nangia, G. R. Desiraju, Top. Curr. Chem. 1998, 198, 58-95;
7. b) G. R. Desiraju, Angew. Chem. 1995, 107, 2541-2558; Angew. Chem. Int. Ed. Engl. 1995, 34, 2311-2327.
8. S. R. Batten, J. Solid State Chem. 2005, 178, 2475-2479.
9. a) D. Braga, F. Grepioni in Encyclopedia of Supramolecular Chemistry (Eds: J. L. Atwood, J. W. Steed), Marcel Dekker, New York, 2004, pp. 357-363;
10. b) G. R. Desiraju. Acc. Chem. Res. 2002, 35, 565-573;
11. c) G. A. Jeffrey, An Introduction to Hydrogen Bonding, Oxford University Press, New York, 1997;
12. d) T. Steiner, Angew. Chem. 2002, 114, 50-80;
13. Angew. Chem. Int. Ed. 2002, 41, 48-76;
14. e) M. J. Krische, J.-M. Lehn, Structure and Bonding, 2000, 96, 3-29.
15. M. C. Etter, Acc. Chem. Res. 1990, 23, 120-126.
16. a) R. E. Meléndez, A. D. Hamilton, Top. Curr. Chem. 1998, 198, 97-129;
17. b) J. C. MacDonald, G. M. Whitesides, Chem. Rev. 1994, 94, 2383-2420.
18. a) M. C. Etter, Z. Urbánczyk-Lipkowska, M. Ziaebrahimi, T. W. Panuto, J. Am. Chem. Soc. 1990, 112, 8415-8426;
19. b) L. S. Reddy, S. Basavoju, V. R. Vangala, A. Nangia, Cryst. Growth Des. 2006, 6, 161-173.
20. M. Gallant, M. T. P. Viet, J. D. Wuest, J. Org. Chem. 1991, 56, 2284-2286.
21. L. Leiserowitz, Acta Crystallogr. Sect. B 1976, 32, 775-802.
22. G. R. Lewis, A. G. Orpen, Chem. Commun. 1998, 1873-1872.
23. Examples include guanidinium sulfates: a) N. J. Burke, A.D. Burrows, M. F. Mahon, J. E. Warren, CrystEngComm 2006, 8, 931-945;
24. glycoluril: b) A. Wu, J. C. Fettinger, L. Isaacs, Tetrahedron 2002, 58, 9769-9777.
25. Examples: a) C. V. K. Sharma, G. R. Desiraju, J. Chem. Soc. Perkin Trans. 2 1994, 2345-2352;
26. b) V. R. Thalladi, B. S. Goud, V. J. Hoy, F. H. Allen, J. A. K. Howard, G. R. Desiraju, Chem. Commun. 1996, 401-402.
27. a) A. S. R. Chesman, D. R. Turner, E. I. Izgorodina, G. B. Deacon, S. R. Batten, Dalton Trans. 2007, 1371-1373;
28. b) A. S. R. Chesman, D. R. Turner, D. J. Price, B. Moubaraki, K. S. Murray, G. B. Deacon, S. R. Batten, Chem. Commun. 2007, 3541-3543.
29. For graph set notation, see: a) M. C. Etter, J. C. MacDonald, J. Bernstein, Acta Crystallogr. Sect. B 1990, 46, 256-262;
30. b) J. Bernstein, R. E. Davis, L. Shimoni, N.-L. Chang, Angew. Chem. 1995, 107, 1687-1706; Angew. Chem. Int. Ed. Engl. 1995, 34, 1555-1573.
31. a) J.-Y. Le Questel, M. Berthelot, C. Laurence, J. Phys. Org. Chem. 2000, 13, 347-358;
32. b) N. Ziao, J. Graton, C. Laurence, J.-Y. Le Questel, Acta Crystallogr. Sect. B 2001, 57, 850-858.
33. a) J. A. Schlueter, U. Geiser, J. L. Manson, Acta Crystallogr. Sect. C 2003, 59, m1-m3;
34. b) J.-M. Shi, H.-L. Yin, C-J. Wu, F.-L. Liu, W. Xu, Polyhedron 2003, 22, 493-498.
35. a) J.-M. Shi, C-J. Wu, J. Coord. Chem. 2004, 57, 1157-1163;
36. b) J. K. Bjernemose, C. J. McKenzie, P. R. Raithby, S. J. Teat, Dalian Trans. 2003, 2639-2640.
37. J. A. Schlueter, U. Geiser, Acta Crystallogr. Sect. C 2004, 60, m10-m12.
38. Apex II Program Suite, Bruker AXS Ltd., Madison, WI (USA), 2005.
39. G. M. Sheldrick, SHELXS-97 and SHELXL-97, University of Göttingen, Göttingen (Germany), 1997.
40. L. J. Barbour, J. Supramol. Chem. 2001, 1, 189-191.