Supramolecular networks via pyridine N-oxide CH···O hydrogen bonding in the crystal structures of 2,2′-dithiobis(pyridine N-oxide) and its complexes with 1,2,4,5-tetracyanobenzene and pyromellitic dianhydride

Abstract

CH···O hydrogen bonding in crystals of 2,2′-dithiobis(pyridine N-oxide) (DTPO) supports network formation.

References

1. For a review see: J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, Weinhiem, 1995 and references cited therein.
2. Y. Aoyama, K. Endo, T. Anzai, Y. Yamaguchi, T. Sawaki, K. Kobayashi, N. Kanehisa, H. Hashimoto, Y. Kai and H. Masuda, J. Am. Chem. Soc., 1996, 118, 5562 and references cited therein.
3. For a review, see G. R. Desiraju, Acc. Chem. Res., 1996, 29, 441.
4. R. Taylor and O. Kennard, J. Am. Chem. Soc., 1982, 104, 5063.
5. For an example see E. Buncel, S. R. Keum, M. Cygler, K. I. Varughese and G. I. Birnbaum, Can. J. Chem., 1984, 62, 1628.
6. The Chemistry of Sulfur-Containing Functional Groups, ed. S. Patai and Z. Rappoport, Wiley, New York, 1993.
7. For a report of guest inclusion to avoid network interpretation, see S. V. Kolotuchin, E. F. Fenlon, S. R. Wilson, C. J. Loweth and S. C. Zimmerman, Angew. Chem., Int. Ed. Engl., 1995, 34, 2654.
8. C. K. Prout and B. Kamenar, in Molecular Complexes, ed. R. Foster, Elek, London, 1973; R. Foster, Organic Charge Transfer Complexes, Academic Press, New York, 1969.
9. For a previous example of PMDA tape formation, see V. N. Baumer and V. A. Starodub, Synth. Met., 1984, 9, 467.
10. D. B. Ambilino and J. F. Stoddart, Chem. Mater., 1994, 6, 1159.