Superstructure topologies and host-guest interactions in commensurate inclusion compounds of urea with bis(methyl ketone)s

Chemistry of Materials

Volumn 8, Issue 8, 1996, Pages 1588-1591

  Brown, M E ^a   Chaney, J D ^a   Santarsiero, B D ^b   Hollingsworth, M D ^a  

^a INDIANA UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000398981     PISSN: 08974756     EISSN: None     Source Type: Journal    
DOI: 10.1021/cm960264d     Document Type: Article

References (32)

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8. For example, see: Hollingsworth, M. D.; Santarsiero, B. D.; Harris, K. D. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 649-652.
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15. Heaton, N. J.; Void, R. L.; Void, R. R. J. Am. Chem. Soc. 1989, 111, 3211-17. Heaton, N. J.; Void, R. L.; Void, R. R. J. Magn. Reson. 1989, 84, 333-43. Bell, K. A.; Hoatson, G. L.; Void, R. L. J. Magn. Reson., Ser. A 1994, 108, 238-243.
16. Heaton, N. J.; Void, R. L.; Void, R. R. J. Am. Chem. Soc. 1989, 111, 3211-17. Heaton, N. J.; Void, R. L.; Void, R. R. J. Magn. Reson. 1989, 84, 333-43. Bell, K. A.; Hoatson, G. L.; Void, R. L. J. Magn. Reson., Ser. A 1994, 108, 238-243.
17. Heaton, N. J.; Void, R. L.; Void, R. R. J. Am. Chem. Soc. 1989, 111, 3211-17. Heaton, N. J.; Void, R. L.; Void, R. R. J. Magn. Reson. 1989, 84, 333-43. Bell, K. A.; Hoatson, G. L.; Void, R. L. J. Magn. Reson., Ser. A 1994, 108, 238-243.
18. Hollingsworth, M. D.; Brown, M. E.; Hillier, A. C.; Santarsiero, B. D.; Chaney, J. D. Science, in press.
19. 16 (Table 1), the progression of denominators in the host/guest ratios (1,2,1,1,2,1,1,2,1) arises from a near coincidence in the channel axis repeat of two urea molecules (3.67 Å) with that of three methylene groups in the guest (3.78 Å).
20. 16), translation operations are sufficient to generate the crystal structure from the unit containing 12 hosts and one guest.
21. h′ to denote the average molecular repeat distance for the guest and the 11.0 Å repeat for six urea molecules.
22. WF = 0.049, and GOF = 2.82.
23. Schiffer, M.; Edmundson, A. B. Biophys. J. 1967, 7, 121-135.
24. Watson, J. D.; Crick, F. H. C. Nature 1953, 171, 737-738; Franklin, R. E.; Gosling, R. G. Nature 1953, 171, 740-741. See also: Crick, F. H. C. Acta Crystallogr. 1953, 6, 689-697.
25. Watson, J. D.; Crick, F. H. C. Nature 1953, 171, 737-738; Franklin, R. E.; Gosling, R. G. Nature 1953, 171, 740-741. See also: Crick, F. H. C. Acta Crystallogr. 1953, 6, 689-697.
26. Watson, J. D.; Crick, F. H. C. Nature 1953, 171, 737-738; Franklin, R. E.; Gosling, R. G. Nature 1953, 171, 740-741. See also: Crick, F. H. C. Acta Crystallogr. 1953, 6, 689-697.
27. Each end of the guest is tethered to half a urea molecule (as in Figure 2), so the first and the eighth ureas are used, not the first and the seventh. It follows that for a UIC with 8:1 hostiguest stoichiometry (e.g., 2,9-decanedione/urea), the guest will be tethered to the first and the ninth ureas, and so on.
28. Because the first and eighth urea positions are spatially separated, they may be treated as independent. As a consequence, this problem can be reduced to one concerning intratunnel interactions alone. Thus, for guests of sufficient length, each of the four topologies generates a periodic three-dimensional structure by application of appropriate symmetry operators. For extremely short guest molecules, interactions between tethered urea molecules must also be considered.
29. Lenné, H. U.; Mez, H. C.; Schlenk, W., Jr. Justus Liebigs Ann. Chem. 1970, 732, 70-96.
30. Brown, M. E.; Chaney, J. D.; Still, E. J.; Hollingsworth, M. D., manuscript in preparation.
31. 13 one must choose between coiled configurations with similar torsion angles. If the guest is shorter than the commensurate repeat, the topology that most closely matches the extended form of the guest is chosen.
32. These models can obviously serve as starting points for calculations.