View PDF Version
 
DOI: 10.1039/A806891G (Paper) Reference Section for: J. Chem. Soc., Dalton Trans., 1998, 3845-3850

Hydrogen-bonding interactions in the series of complexes [M(C4O4)(OH2)2(dmf[hair space])2] and [M(C4O4)(OH2)4] (M = Mn, Co, Ni, Cu, Zn)

(Note: The full text of this document is currently only available in the PDF Version )

Bert D. Alleyne, Lincoln A. Hall, Hazel-Ann Hosein, Hema Jaggernauth, Andrew J. P. White and David J. Williams

Abstract

Reaction of tetrabutylammonium aminosquarate (1-amino-2-methoxycyclobutenedionate) with MCl2·xH2O (M = Mn, Co) and tetraethylammonium aminosquarate with M(NO3)2·xH2O (M = Ni, Cu, Zn) in N,N-dimethylformamide (dmf[hair space]) afforded the series of complexes M(C4O4)(OH2)2(dmf[hair space])2. The complexes are isomorphous and crystallise in the space group P21/c, with the exception of the copper analogue which crystallises in P21/n. They all have chain structures that are similar to the squarates [M(C4O4)(OH2)4] and the complexes [Zn(C4O4)(OH2)2(dmso)2] and [Ni(C4O4)(C3N2H4)2(OH2)2] and exhibit similar but subtly different hydrogen-bonding interactions to those observed in [Zn(C4O4)(OH2)2(dmso)2]. Analysis of the hydrogen-bonding interactions in these complexes provides an insight into some additional factors that affect these interactions in transition metal squarates and their role in determining tertiary structure. The implications with respect to solid-state materials design are discussed.

References

  1. G. R. Desiraju, in Crystal Engineering: The Design of Organic Solids, Elsevier, New York, 1989 Search PubMed.
  2. J. A. Zerkowski, C. T. Seto, D. A. Wierda and G. M. Whitesides, J. Am. Chem. Soc., 1990, 112, 9025 CrossRef CAS.
  3. J. A. Zerkowski, C. T. Seto and G. M. Whitesides, J. Am. Chem. Soc., 1992, 114, 5473 CrossRef CAS.
  4. O. M. Yaghi, G. M. Li and T. L. Groy, J. Chem. Soc., Dalton Trans., 1995, 727 RSC.
  5. G. R. Desiraju, Angew. Chem., Int. Ed. Engl., 1995, 34, 2311 CrossRef CAS.
  6. O. M. Yaghi, H. L. Li and T. L. Groy, Inorg. Chem., 1997, 36, 4292 CrossRef CAS.
  7. G. R. Desiraju, Chem. Commun., 1997, 16, 1475 RSC.
  8. A. D. Burrows, S. Menzer, D. M. P. Mingos, A. J. P. White and D. J. Williams, J. Chem. Soc., Dalton Trans., 1997, 22, 4237 RSC.
  9. R. K. Kumar, S. Balasubramanian and I. Goldberg, Inorg. Chem., 1998, 37, 541 CrossRef CAS.
  10. S. B. Copp, S. Subramanian and M. J. Zaworotko, J. Am. Chem. Soc., 1992, 114, 8719 CrossRef CAS.
  11. R. Robson, B. F. Abrahams, S. R. Batten, R. W. Gable, B. F. Hoskins and J. Liu, Supramolecular Architecture, ACS publication, Washington, DC, 1992, ch. 19 Search PubMed.
  12. L. R. MacGillivary, S. Subramanian and M. J. Zaworotko, J. Chem. Soc., Chem. Commun., 1994, 1325 RSC.
  13. L. Carlucci, G. Ciani, D. M. Proserpio and A. Sironi, J. Chem. Soc., Chem. Commun., 1994, 2755 RSC.
  14. S. B. Copp, K. T. Holman, J. O. S. Sangster, S. Subramanian and M. J. Zaworotko, J. Chem. Soc., Dalton Trans., 1995, 2233 RSC.
  15. D. M. L. Goodgame, S. Menzer, A. M. Smith and D. J. Williams, Angew. Chem., Int. Ed. Engl., 1995, 34, 574 CrossRef CAS.
  16. J.-M. Lehn, Angew. Chem., Int. Ed. Engl., 1990, 29, 1304 CrossRef.
  17. C.-W. Chan, D. M. P. Mingos, A. J. P. White and D. J. Williams, J. Chem. Soc., Dalton Trans., 1995, 2469 RSC; C.-W. Chan, D. M. P. Mingos, A. J. P. White and D. J. Williams, Chem. Commun., 1996, 81 RSC; A. D. Burrows, D. M. P. Mingos, A. J. P. White and D. J. Williams, Chem. Commun., 1996, 97 RSC.
  18. J.-M. Lehn, Angew. Chem., Int. Ed. Engl., 1988, 27, 89 CrossRef; M. J. Brienne, J. Gabard, J.-M. Lehn and I. Stibor, J. Chem. Soc., Chem. Commun., 1989, 1868 RSC; K. C. Russel, E. Leize, A. van Dorsselaer and J.-M. Lehn, Angew. Chem., Int. Ed. Engl., 1995, 34, 209 CrossRef CAS.
  19. S. K. Chang and A. D. Hamilton, J. Am. Chem. Soc., 1988, 110, 1318 CrossRef CAS.
  20. T. M. Bohanon, S. Denzinger, R. Fink, W. Paulus, H. Ringsdorf and M. Weck, Angew. Chem., Int. Ed. Engl., 1995, 34, 58 CrossRef CAS.
  21. J. C. MacDonald and G. M. Whitesides, Chem. Rev., 1994, 94, 2383 CrossRef CAS; J. P. Mathias, E. E. Simanek and G. M. Whitesides, J. Am. Chem. Soc., 1994, 116, 4326 CrossRef CAS; G. M. Whitesides, E. E. Simanek, J. P. Mathias, C. T. Seto, D. N. Chin, M. Mammen and D. M. Gordon, Acc. Chem. Res., 1995, 28, 37 CrossRef CAS.
  22. C. B. Aakeroy and K. R. Seddon, Chem. Soc. Rev., 1993, 22, 397 RSC.
  23. M. Mascal, Contemp. Org. Synth., 1994, 1, 31 RSC.
  24. J. A. C. Van Ooijen, J. Reedijk and A. L. Spek, Inorg. Chem., 1979, 18, 1184 CrossRef CAS.
  25. A. Weiss, E. Riegler, I. Alt, H. Bohme and C. Robl, Z. Naturforsch., Teil B, 1986, 41, 18 Search PubMed; C. Robl and A. Weiss, Z. Naturforsch., Teil B, 1986, 41, 1341 Search PubMed.
  26. G. M. Frankenbach, M. A. Beno, A. M. Kini, J. M. Williams, U. Welp, J. E. Thompson and M.-H. Whangbo, Inorg. Chim. Acta, 1992, 192, 195 CrossRef CAS.
  27. S. Cohen and S. G. Cohen, J. Am. Chem. Soc., 1966, 88, 1533 CrossRef CAS.
  28. SHELXTL PC version 5.03, Siemens Analytical X-Ray Instruments, Inc., Madison, WI, 1994.
  29. H.-A. Hosein, L. A. Hall, A. J. Lough, W. Desmarais, M. J. Vela and B. M. Foxman, Inorg. Chem., 1998, 37, 4184 CrossRef CAS.
  30. C.-R. Lee, C.-C. Wang and Y. Wang, Acta Crystallogr., Sect. B, 1996, 52, 966 CrossRef.
Click here to see how this site uses Cookies. View our privacy policy here.