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The Solid-state Structure of a 4,13-Diaza-18-crown-6 NaI Complex: A Unique Chain-link Assembly

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Abstract

Reported within is the crystal structure of 4,13-diaza-18-crown-6 and NaI (P21/c; a = 7.0732(5) Å, = 15.4058(10) Å, c = 9.9605(6) Å, b = 96.7950(10)°, V = 1077.75(12) Å3, Z = 2). The structure was obtained serendipitously from a crystallization attempt of these two components in the presence of indole. There are two non-equivalent sodium cations, one encapsulated within the diazacrown, and a second cation linking two adjacent diazacrowns and coordinating to both. The sodium cations are also linked through a water bridge. This leads to the formation of infinite 1–D chains in which iodide counterions occupy the space between the chains. This is the first reported example of an unsubstituted 4,13-diaza-18-crown-6 encapsulating Na+. The first structure of 4,13-diaza-18-crown-6 and NaI containing two symmetrically inequivalent Na+ ions, only one of which is encapsulated by the diazacrown, is reported.

Index Abstract

The first structure of 4,13-diaza-18-crown-6 and NaI containing two symmetrically inequivalent Na+ ions, only one of which is encapsulated by the diazacrown, is reported

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Notes

  1. 4,13-Diaza-18-crown-6 is often named as 1,10-diaza-18-crown-6 but nomenclature rules call for O to be given numbering preference over N.

References

  1. Gokel GW, Korzeniowski SH (1982) Macrocyclic polyether syntheses. Springer-Verlag, Berlin, 415 pp

    Google Scholar 

  2. Pedersen CJ (1967) J Am Chem Soc 89:7017

    Article  CAS  Google Scholar 

  3. Inoue Y, Gokel GW (1990) Cation binding by macrocycles. Marcel Dekker, New York, 761 pp

    Google Scholar 

  4. Gokel GW, Leevy WM (2004) Weber ME Chem Rev 104:2723–2750

    Article  CAS  Google Scholar 

  5. Gokel GW (Ed) (1996) Molecular recognition: receptors for cationic guests. volume 1 of comprehensive supramolecular chemistry. Elsevier Science, Oxford, 850 pp

    Google Scholar 

  6. Liantonio R, Metrangolo P, Meyer F, Pilati T, Navarrini W, Resnati G (2006) Chem Commun 1819

  7. Hanauer T, Kraus F, Reil M, Korber N (2006) Monatsh Chem 137:147

    Article  CAS  Google Scholar 

  8. Esenturk EN, Fettinger J, Eichhorn B (2006) Polyhedron 25:521

    Article  CAS  Google Scholar 

  9. Goicoechea JM, Sevov SC (2006) J Am Chem Soc 128:4155

    Article  CAS  Google Scholar 

  10. Braga D, Gandolfi M, Lusi M, Polito M, Rubini K, Grepioni F (2007) Cryst Growth Design 7:919–924

    Article  CAS  Google Scholar 

  11. Dietrich B, Lehn JM, Sauvage JP (1969) Tetrahedron Lett 1969:2885–2888

    Article  Google Scholar 

  12. Lehn JM (1988) Supramolecular chemistry––scope and perspectives. Molecules––supermolecules––molecular devices. Prix Nobel, 1987, pp 129–176

  13. Gatto VJ, Gokel GW (1984) J Am Chem Soc 106:8240–8244

    Article  CAS  Google Scholar 

  14. Gokel GW, Barbour LJ, Ferdani R, Hu J (2002) Acc Chem Res 35:878–886

    Article  CAS  Google Scholar 

  15. Gokel GW (2003) Chem Commun 2847–2852

  16. Meadows ES, De Wall SL, Barbour LJ, Gokel GW (2001) J Am Chem Soc 123:3092–3107

    Article  CAS  Google Scholar 

  17. Hrncir DC, Rogers RD, Atwood JL (1981) J Am Chem Soc 103:4277

    Article  CAS  Google Scholar 

  18. Chekhlov AN (1997) Kristallografiya 42:1053

    CAS  Google Scholar 

  19. Herceg M, Weiss R (1972) Bull Soc Chim Fr 549

  20. Chekhlov AN, Yurtanov AI, Matynov IV (1991) Dokl Akad Nauk SSSR 320:1179

    CAS  Google Scholar 

  21. Dokumo P, Trokowski R, Kosciuszko-Panek B, Ossowski T, Konitz A, Blazejowski JZ (1997) Kristallogr 212:362

    Google Scholar 

  22. Moras D, Metz B, Herceg M, Weiss R (1997) Bull Soc Chim Fr 551:1972

    Google Scholar 

  23. Chekhlov AN (2000) Coord Chem (Coord Chem, Russ) 26:73

  24. Tebbe K-F, Kavoosian A (1995) Acta Crystallogr Sect C Cryst Struct Commun 51:562

    Article  Google Scholar 

  25. Takamatsu N, Akutagawa T, Hasegawa T, Nakamura T, Inabe T, Fujita W, Awaga K (2000) Inorg Chem 39:870

    Article  CAS  Google Scholar 

  26. Yong L, Hoffmann SD, Fassler TF, Riedel S, Kaupp M (2005) Angew Chem Int Ed 44:2092

    Article  CAS  Google Scholar 

  27. Chekhlov AN, Martynov IV (1997) Dokl Akad Nauk SSSR 356:357

    CAS  Google Scholar 

  28. Abdur-Rashid K, Lough AJ, Morris RH (2001) Can J Chem 79:964

    Article  CAS  Google Scholar 

  29. Abdur-Rashid K, Gusev DG, Lough AJ, Morris RH (2000) Organometallics 19:834

    Article  CAS  Google Scholar 

  30. Hinman JG, Abdur-Rashid K, Lough AJ, Morris RH (2001) Inorg Chem 40:2480

    Article  CAS  Google Scholar 

  31. Downie C, Mao J-G, Guloy AM (2001) Inorg Chem 40:4721

    Article  CAS  Google Scholar 

  32. Landau SE, Groh KE, Lough AJ, Morris RH (2002) Inorg Chem 41:2995

    Article  CAS  Google Scholar 

  33. Gatto VJ, Miller SR, Gokel GW (1989) Organic syntheses 68:227–233

    Google Scholar 

  34. Blessing RH (1995) Acta Crystallogr A51:33–38

    CAS  Google Scholar 

  35. Sheldrick GM (1997) University of Göttingen

  36. Barbour LJ (2003) X-Seed X-Ray crystallography program for Windows. http://www.x-seed.net/

  37. (a) Nardelli M (1995) J Appl Crystallogr 28:659 (b) Nardelli M (1983) Comput Chem 7:95–98

  38. http://www.povray.org

  39. De Wall SL, Meadows ES, Barbour LJ, Gokel GW (2000) Proceedings of Natural of Acadmic Sciences USA, Vol 97, pp 6271–6276

  40. Conquest, version 1.9, CCDC, 2007

  41. Fraser ME, Fortier S, Rodrigue A, Bovenkamp JW (1986) Can J Chem 64:816

    Article  CAS  Google Scholar 

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Acknowledgments

We thank the NSF (CHE-0415586) and NIH (GM-36262) for grants that supported this work.

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Correspondence to George W. Gokel.

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Meadows, E.S., Levin, B.D., Elliott, E.K. et al. The Solid-state Structure of a 4,13-Diaza-18-crown-6 NaI Complex: A Unique Chain-link Assembly. J Chem Crystallogr 38, 425–429 (2008). https://doi.org/10.1007/s10870-008-9332-z

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