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Crystalline complexes, coordination polymers and aggregation modes of tetra(4-pyridyl)porphyrin

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Abstract

Aggregation patterns of tetra(4-pyridyl)porphyrin and of its zinc(II) complex in seven new solid materials have been investigated by X-ray diffraction. The metalloporphyrin compound forms two types of coordination polymers through ligation of the porphyrin periphery on one molecule to the metal center of an adjacent porphyrin. These include one-dimensional chains with a zigzag conformation, as well as three-dimensional, extensively interlinked, polymeric structures. The non-metallated compound reveals a characteristic layered arrangement and interporphyrin stacking of the type which is commonly observed in the structures of tetraphenylporphyrin derivatives. In the absence of a metal center, the basic functionality of the pyridyl substituents is utilized for effective H-bond directed coordination and co-crystallization with solvent/guest components. The stoichiometry of the porphyrin solvation, and the consequent interporphyrin organization in the solid phase, are quite sensitive to the nature of the coordinating solvent.

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References

  1. S. Anderson, H.L. Anderson, and J.K.M. Sanders:Acc. Chem. Res. 26, 469 (1993), and references therein; I.P. Danks, I.O. Sutherland, and C.H. Yap:J. Chem. Soc. Perkin Trans, 1 421 (1990).

    Google Scholar 

  2. G.A. Schick, I.C. Schreiman, R.W. Wagner, J.S. Lindsey, and D.F. Bocian:J. Am. Chem. Soc. 111, 1344 (1989).

    Google Scholar 

  3. W.R. Scheidt and Y.J. Lee:Struct. Bond. (Berlin) 64, 1 (1987).

    Google Scholar 

  4. M.P. Byrn, C.J. Curtis, S.I. Khan, P.A. Sawin, R. Tsurumi, and C.E. Strouse:J. Am. Chem. Soc. 112, 1865 (1990).

    Google Scholar 

  5. M.P. Byrn, C.J. Curtis, I. Goldberg, Y. Hsiou, S.I. Khan, P.A. Sawin, S.K. Tendick, and C.E. Strouse:J. Am. Chem. Soc. 113, 6549 (1991).

    Google Scholar 

  6. M.P. Byrn, C.J. Curtis, Y. Hsiou, S.I. Khan, P.A. Sawin, S.K. Tendick, A. Terzis, and C.E. Strouse:J. Am. Chem. Soc. 115, 9480 (1993).

    Google Scholar 

  7. P. Tecilla, R.P. Dixon, G. Slobodkin, D.S. Alavi, D.H. Waldeck, and A.D. Hamilton:J. Am. Chem. Soc. 112, 9408 (1990).

    Google Scholar 

  8. I. Goldberg, H. Krupitsky, Z. Stein, Y. Hsiou, and C.E. Strouse:Supramol. Chem., in press (1994).

  9. I. Goldberg, H. Krupitsky, and C.E. Strouse: XVI Congress of the International Union of Crystallography, Beijing, China (1993).

  10. E.B. Fleischer:Inorg. Chem. 1, 493 (1962).

    Google Scholar 

  11. A. Stone and E.B. Fleischer:J. Am. Chem. Soc. 90, 2735 (1968).

    Google Scholar 

  12. D.M. Collins and J.L. Hoard:J. Am. Chem. Soc. 92, 3761 (1970).

    Google Scholar 

  13. E.B. Fleischer and A.M. Shachter:Inorg. Chem. 30, 3763 (1991); A.M. Schachter, E.B. Fleischer, and R.C. Haltiwanger:J. Chem. Soc., Chem. Commun. 960 (1988).

    Google Scholar 

  14. M.J. Gunter, G.M. McLaughlin, K.J. Berry, K.S. Murray, M. Irving, and P.E. Clark:Inorg. Chem. 23, 283 (1984).

    Google Scholar 

  15. P. Main, S.J. Fiske, S.E. Hull, L. Lessinger, G. Germain, J.P. Declercq, and M.M. Woolfson: MULTAN-80,A System of Computer Programs for the Automatic Solution of Crystal Structures from X-ray Diffraction Data, University of York, England (1980).

    Google Scholar 

  16. G.M. Sheldrick: SHELXS-86, inCrystallographic Computing 3, eds. G.M. Sheldrick, C. Kruger, and R. Goddard Oxford University Press, pp. 175–189 (1985).

  17. G.M. Sheldrick: SHELX-76,A Program for Crystal Structure Determination, University of Cambridge, England (1976).

    Google Scholar 

  18. G.M. Sheldrick: SHELXL-93,Program for the Refinement of Crystal Structures from Diffraction Data, University of Göttingen, Germany (1993).

    Google Scholar 

  19. A.G. Golder, K.B. Nolan, D.C. Povey, and L.R. Milgram:Acta Crystallogr., Section C 44, 1916 (1988).

    Google Scholar 

  20. M.C. Etter:J. Phys. Chem. 95, 4601 (1991).

    Google Scholar 

  21. B.F. Abrahams, B.F. Hoskins, and R. Robson:J. Am. Chem. Soc.,113, 3606 (1991).

    Google Scholar 

  22. O.Q. Munro, J.C. Bradley, R.D. Hancock, H.M. Marques, F. Marsicano, and P.W. Wade:J. Am. Chem. Soc. 114, 7218 (1992).

    Google Scholar 

  23. G.R. Desiraju: inOrganic Solid State Chemistry, Ed. G.R. Desiraju, Elsevier (Amsterdam), Ch. 14, pp. 519–546 (1987).

    Google Scholar 

  24. P. Leighton, J.A. Cowan, R.J. Abraham., and J.K.M. Sanders:J. Org. Chem. 53, 733 (1988).

    Google Scholar 

  25. C.H. Hunter and J.K.M. Sanders:J. Am. Chem. Soc. 112, 5525 (1990).

    Google Scholar 

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Supplementary Data relating to this article are deposited with the British Library as supplementary publication No. SUP 82174 (37 pages).

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Krupitsky, H., Stein, Z., Goldberg, I. et al. Crystalline complexes, coordination polymers and aggregation modes of tetra(4-pyridyl)porphyrin. Journal of Inclusion Phenomena and Molecular Recognition in Chemistry 18, 177–192 (1994). https://doi.org/10.1007/BF00705820

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  • DOI: https://doi.org/10.1007/BF00705820

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