A study in crystal engineering: Structure, crystal growth, and physical properties of a polar perhydrotriphenylene inclusion compound

Journal of the American Chemical Society

Volumn 119, Issue 44, 1997, Pages 10632-10640

  König, Olaf ^a   Bürgi, Hans Beat ^a   Armbruster, Thomas ^a   Hulliger, Jürg ^a   Weber, Thomas ^b  

^a UNIVERSITY OF BERN   (Switzerland)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

1,1,2 TRIPHENYLETHYLENE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; CRYSTALLIZATION;

EID: 0030853268     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971945s     Document Type: Article

References (40)

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7. Farina, M.; di Silvestro, G.; Sozzani, P. In Comprehensive Supramolecular Chemistry, Vol. 6, Solid-State Supramolecular Chemistry: Crystal Engeneering; MacNicol, D. D., Toda, F., Bishop, R., Eds.; Pergamon Press: New York, 1997.
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9. For related studies on urea-alkane inclusion compounds which show even more complicated diffuse scattering, see, for example: Weber, Th.; Boysen, H.; Honal, M.; Frey, F.; Neder, R. B. Z. Krist. 1996, 211, 238; Fukao, K. J. Chem. Phys. 1994, 101, 7882. For reviews on diffuse scattering, see: Welberry, T. R.; Butler, B. D. Chem. Rev. 1995, 95, 2369. Frey, F. Acta Crystallogr. 1995, B51, 592; Z. Krist. 1997, 212, 257.
10. For related studies on urea-alkane inclusion compounds which show even more complicated diffuse scattering, see, for example: Weber, Th.; Boysen, H.; Honal, M.; Frey, F.; Neder, R. B. Z. Krist. 1996, 211, 238; Fukao, K. J. Chem. Phys. 1994, 101, 7882. For reviews on diffuse scattering, see: Welberry, T. R.; Butler, B. D. Chem. Rev. 1995, 95, 2369. Frey, F. Acta Crystallogr. 1995, B51, 592; Z. Krist. 1997, 212, 257.
11. For related studies on urea-alkane inclusion compounds which show even more complicated diffuse scattering, see, for example: Weber, Th.; Boysen, H.; Honal, M.; Frey, F.; Neder, R. B. Z. Krist. 1996, 211, 238; Fukao, K. J. Chem. Phys. 1994, 101, 7882. For reviews on diffuse scattering, see: Welberry, T. R.; Butler, B. D. Chem. Rev. 1995, 95, 2369. Frey, F. Acta Crystallogr. 1995, B51, 592; Z. Krist. 1997, 212, 257.
12. For related studies on urea-alkane inclusion compounds which show even more complicated diffuse scattering, see, for example: Weber, Th.; Boysen, H.; Honal, M.; Frey, F.; Neder, R. B. Z. Krist. 1996, 211, 238; Fukao, K. J. Chem. Phys. 1994, 101, 7882. For reviews on diffuse scattering, see: Welberry, T. R.; Butler, B. D. Chem. Rev. 1995, 95, 2369. Frey, F. Acta Crystallogr. 1995, B51, 592; Z. Krist. 1997, 212, 257.
13. For related studies on urea-alkane inclusion compounds which show even more complicated diffuse scattering, see, for example: Weber, Th.; Boysen, H.; Honal, M.; Frey, F.; Neder, R. B. Z. Krist. 1996, 211, 238; Fukao, K. J. Chem. Phys. 1994, 101, 7882. For reviews on diffuse scattering, see: Welberry, T. R.; Butler, B. D. Chem. Rev. 1995, 95, 2369. Frey, F. Acta Crystallogr. 1995, B51, 592; Z. Krist. 1997, 212, 257.
14. Hulliger, J.; König, O.; Hoss, R. Adv. Mater. 1995, 7, 719-721. Hulliger, J. Angew. Chem., Int. Ed. Engl. 1994, 33, 143-146.
15. Hulliger, J.; König, O.; Hoss, R. Adv. Mater. 1995, 7, 719-721. Hulliger, J. Angew. Chem., Int. Ed. Engl. 1994, 33, 143-146.
16. Quintel, A.; Wübbenhorst, M.; Hulliger, J. J. Phys. Chem. Submitted.
17. m = c = c′/5.
18. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, A. G.; Taylor, R. International Tables of Crystallography; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1992; Vol. C, pp 685-706.
19. Allen, F. H.; Davies, J. E.; Galloy, J. J.; Johnson, O.; Kennard, O.; Macrae, C. F.; Mitchell, E. M.; Mitchell, G. F.; Smith, J. M.; Watson, D. G. J. Chem. Inf. Comput. Sci. 1991, 31, 187.
20. Hamilton, W. C. Statistics in Physical Science; Ronald Press Company: New York, 1964.
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25. An analogous refinement for the PHTP molecules gives 50.02(6)%.
26. 2 of ∼25 -30%.
27. Sheldrick, G. M. SHELXL93, program for the refinement of crystal structures; University of Gottinsen, Germany, 1993.
28. SHELXTL PC, SIEMENS Analytical, X-ray Instruments, Inc., Madison, WI, 1990
29. Farina, M. In Inclusion Compounds 2; Atwood, J. L., Davis, J. E. D., MacNicol, D. D., Ed.; Academic Press: London, 1984.
30. This value represents the internuclear H⋯H distance assuming a C-H internuclear bond distance of 1.09 Å, rather than the systematically shorter distance of 1.00 Å between C and H electron density maxima.
31. The corresponding deviations of the carbon atom is ±0.24 Å; that of the axial hydrogen atoms is ±1.25 Å.
32. Heimann, R. B. Auflösung von Kristallen; Springer: Wien, 1975.
33. Optical microscopy (interference contrast) and atomic force microscopy showed only rough faces, i.e., faces with a high density of macrosteps.
34. Hulliger, J. ETH Zürich 1992, unpublished work. Hulliger, J.; Brǒzina, B.: Ehrensperger, M. J. Cryst. Growth 1990, 106, 605-610.
35. Hulliger, J. ETH Zürich 1992, unpublished work. Hulliger, J.; Brǒzina, B.: Ehrensperger, M. J. Cryst. Growth 1990, 106, 605-610.
36. Brězina, B.; Hulliger, J. Cryst. Res. Technol. 1991, 26, 155-160.
37. Hulliger, J.; Rogin, P.; Quintel, A.; Rechsteiner, P.; König, O.; Wübbenhorst, M. Adv. Mater. 1997, 9, 677-680.
38. After this work had been submitted, we became aware of a recent publication: Harris, K. D. M.; Jupp, P. E. Proc. R. Soc. London A, 1997, 453, 333. The model of sequential crystal growth described by these authors is essentially the same as the one developed in this work and similar to the arguments in ref 27. For mathematical details, see: Zachmann, H. G. Mathematik für Chemiker, 5th ed; Verlag Chemie: Weinheim, 1994. Gardiner, C. W. Handbook of Stochastic Methods, 2nd ed.; Springer: Berlin, 1997.
39. After this work had been submitted, we became aware of a recent publication: Harris, K. D. M.; Jupp, P. E. Proc. R. Soc. London A, 1997, 453, 333. The model of sequential crystal growth described by these authors is essentially the same as the one developed in this work and similar to the arguments in ref 27. For mathematical details, see: Zachmann, H. G. Mathematik für Chemiker, 5th ed; Verlag Chemie: Weinheim, 1994. Gardiner, C. W. Handbook of Stochastic Methods, 2nd ed.; Springer: Berlin, 1997.
40. After this work had been submitted, we became aware of a recent publication: Harris, K. D. M.; Jupp, P. E. Proc. R. Soc. London A, 1997, 453, 333. The model of sequential crystal growth described by these authors is essentially the same as the one developed in this work and similar to the arguments in ref 27. For mathematical details, see: Zachmann, H. G. Mathematik für Chemiker, 5th ed; Verlag Chemie: Weinheim, 1994. Gardiner, C. W. Handbook of Stochastic Methods, 2nd ed.; Springer: Berlin, 1997.