X-Ray crystallographic studies of three substituted indium(III) phthalocyanines: Effect of ring substitution and the axial ligand on molecular geometry and packing

Journal of Materials Chemistry

Volumn 15, Issue 1, 2005, Pages 168-176

  Auger, Aurélien ^a   Burnham, Paul M ^a   Chambrier, Isabelle ^a   Cook, Michael J ^a   Hughes, David L ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION; AROMATIC COMPOUNDS; CRYSTAL STRUCTURE; DERIVATIVES; MOLECULAR STRUCTURE; SPECTROSCOPIC ANALYSIS; SUBSTITUTION REACTIONS; THICK FILMS; X RAY CRYSTALLOGRAPHY;

BENZENOID RINGS; COLUMNAR STACKS; TRANSPARNT FILMS; VISIBLE REGION ABSORPTION;

INDIUM COMPOUNDS;

INDIUM; PHTHALOCYANINE;

ARTICLE; CRYSTALLIZATION; DERIVATIZATION; ELECTROCHEMISTRY; GEOMETRY; MATERIAL COATING; MOLECULAR BIOLOGY; RACEMIC MIXTURE; SEMICONDUCTOR; SOLUBILITY; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 12444284837     PISSN: 09599428     EISSN: None     Source Type: Journal    
DOI: 10.1039/b413189b     Document Type: Article

References (39)

1. R. D. Gould, Coord. Chem. Rev., 1996, 156, 237-274.
2. M. Bouvet, in The Porphyrin Handbook Vol 19. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 37-103.
3. D. Wöhrle, L. Kreienhoop and D. Schlettwein, in Phthalocyanines: Properties and Applications Vol 4, ed. C. C. Leznoff and A. B. P. Lever, VCH, New York, 1996, pp. 79-181.
4. S. R. Flom, in The Porphyrin Handbook Vol 19. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 179-190.
5. P. Erk and H. Hengelsberg, in The Porphyrin Handbook Vol 19. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 105-149.
6. P. Gregory, J. Porphyrins Phthalocyanines, 2000, 4, 432-437.
7. D. Birkett, Chem. Ind., 2000, 178-181.
8. H. Eichhorn, J. Porphyrins Phthalocyanines, 2000, 4, 88-102.
9. M. J. Cook, in Spectroscopy of New Materials: Advances in Spectroscopy Vol 22, ed. R. J. H. Clark and R. E. Hester, Wiley, Chichester, 1993, pp. 87-150.
10. Xerox Corporation, US Patent 3,816,118, June 11, 1974.
11. Y. Oda, T. Homma and Y. Fujimaki, Electrophotography, 1990, 29, 250-258; K. Yamasaki, O. Okada, K. Imani, K. Oka, M. Kotani and H. Yamada, J. Phys. Chem. B, 1997, 101, 13-19.
12. Y. Oda, T. Homma and Y. Fujimaki, Electrophotography, 1990, 29, 250-258; K. Yamasaki, O. Okada, K. Imani, K. Oka, M. Kotani and H. Yamada, J. Phys. Chem. B, 1997, 101, 13-19.
13. Fuji Xerox Co. Ltd, US Patent 5,643,703, July 1, 1997.
14. M. K. Engel, in The Porphyrin Handbook Vol. 20. Phthalocyanines: Structural Characterisation, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003.
15. N. B. McKeown, in The Porphyrin Handbook Vol 15. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 61-124; M. S. Rodríguez-Morgade, G. de la Torre and T. Torres, in The Porphyrin Handbook Vol 15. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 125-262.
16. N. B. McKeown, in The Porphyrin Handbook Vol 15. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 61-124; M. S. Rodríguez-Morgade, G. de la Torre and T. Torres, in The Porphyrin Handbook Vol 15. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 125-262.
17. A. N. Cammidge and R. J. Bushby, in Handbook of Liquid Crystals: Vol 2B. Low molecular weight liquid crystals II, ed. D. Demus, J. Goodby, G. W. Gray, H.-W. Spiess and V. Vill, Wiley-VCH, Weinheim, 1998, pp. 693-748.
18. M. J. Cook and I. Chambrier, in The Porphyrin Handbook Vol 17. Applications of Phthalocyanines, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, pp. 37-127.
19. I. Chambrier, M. J. Cook, M. Helliwell and A. K. Powell, J. Chem. Soc., Chem. Commun., 1992, 444-445; I. Chambrier, M. J. Cook and P. T. Wood, J. Chem. Soc., Chem. Commun., 2000, 2133-2134; M. Helliwell, A. Deacon, K. J. Moon, A. K. Powell and M. J. Cook, Acta Crystallogr., Sect. B, 1997, 53, 231-240; M. J. Chen, J. W. Rathke and J. C. Huffman, Organometallics, 1993, 12, 4673-4677.
20. I. Chambrier, M. J. Cook, M. Helliwell and A. K. Powell, J. Chem. Soc., Chem. Commun., 1992, 444-445; I. Chambrier, M. J. Cook and P. T. Wood, J. Chem. Soc., Chem. Commun., 2000, 2133-2134; M. Helliwell, A. Deacon, K. J. Moon, A. K. Powell and M. J. Cook, Acta Crystallogr., Sect. B, 1997, 53, 231-240; M. J. Chen, J. W. Rathke and J. C. Huffman, Organometallics, 1993, 12, 4673-4677.
21. I. Chambrier, M. J. Cook, M. Helliwell and A. K. Powell, J. Chem. Soc., Chem. Commun., 1992, 444-445; I. Chambrier, M. J. Cook and P. T. Wood, J. Chem. Soc., Chem. Commun., 2000, 2133-2134; M. Helliwell, A. Deacon, K. J. Moon, A. K. Powell and M. J. Cook, Acta Crystallogr., Sect. B, 1997, 53, 231-240; M. J. Chen, J. W. Rathke and J. C. Huffman, Organometallics, 1993, 12, 4673-4677.
22. I. Chambrier, M. J. Cook, M. Helliwell and A. K. Powell, J. Chem. Soc., Chem. Commun., 1992, 444-445; I. Chambrier, M. J. Cook and P. T. Wood, J. Chem. Soc., Chem. Commun., 2000, 2133-2134; M. Helliwell, A. Deacon, K. J. Moon, A. K. Powell and M. J. Cook, Acta Crystallogr., Sect. B, 1997, 53, 231-240; M. J. Chen, J. W. Rathke and J. C. Huffman, Organometallics, 1993, 12, 4673-4677.
23. M. J. Cook, J. McMurdo and A. K. Powell, J. Chem. Soc., Chem. Commun., 1993, 903-904; J. Cai, J. Wang, J. Huang and N. Chen, Chin. Sci. Bull., 2002, 47, 644-646; J. Wang, J. Huang, J. Cai and N. Chen, Chin. J. Struct. Chem., 2002, 21, 617-620.
24. M. J. Cook, J. McMurdo and A. K. Powell, J. Chem. Soc., Chem. Commun., 1993, 903-904; J. Cai, J. Wang, J. Huang and N. Chen, Chin. Sci. Bull., 2002, 47, 644-646; J. Wang, J. Huang, J. Cai and N. Chen, Chin. J. Struct. Chem., 2002, 21, 617-620.
25. M. J. Cook, J. McMurdo and A. K. Powell, J. Chem. Soc., Chem. Commun., 1993, 903-904; J. Cai, J. Wang, J. Huang and N. Chen, Chin. Sci. Bull., 2002, 47, 644-646; J. Wang, J. Huang, J. Cai and N. Chen, Chin. J. Struct. Chem., 2002, 21, 617-620.
26. P. M. Burnham, M. J. Cook, L. A. Gerrard, M. J. Heeney and D. L. Hughes, J. Chem. Soc., Chem. Commun., 2003, 2064-2065.
27. N. Kobayashi, T. Fukuda, K. Ueno and H. Ogino, J. Am. Chem. Soc., 2001, 123, 10740-10741.
28. A. Auger, W. J. Blau, P. M. Burnham, I. Chambrier, M. J. Cook, B. Isare, F. Nekelson and S. M. O'Flaherty. J. Mater. Chem., 2003, 13, 1042-1047.
29. M. J. Cook and M. J. Heeney, Chem. Eur. J., 2000, 6, 3958-3967.
30. N. B. McKeown, I. Chambrier and M. J. Cook, J. Chem. Soc., Perkin Trans. I, 1990, 1169-1177.
31. Z. Otwinowski and W. Minor, Processing of X-ray diffraction data collected in oscillation mode, Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, ed. C. W. Carter, Jr. and R. M. Sweet, Academic Press, San Diego, 1997, pp. 307-326.
32. G. M. Sheldrick, SHELX-97 - Programs for crystal structure determination (SHELXS) and refinement (SHELXL), University of Göttingen, Germany, 1997.
33. International Tables for X-ray Crystallography, Vol. C, Kluwer Academic Publishers, Dordrecht 1992, pp. 500, 219 and 193.
34. S. N. Anderson, R. L. Richards and D. L. Hughes, J. Chem. Soc., Dalton Trans., 1986, 245.
35. W. E. Bennett, D. E. Broberg and N. C. Baenziger, Inorg. Chem., 1973, 12, 930-937.
36. J. Janczak and R. Kubiak, Inorg. Chim. Acta, 1999, 288, 174-180.
37. A. Schmidt, L. K. Chau, A. Back and N. R. Armstrong, in Phthalocyanines: Properties and Applications Vol 4, ed. C. C. Leznoff and A. B. P. Lever, VCH, New York, 1996, pp. 307-342.
38. W. Hiller, J. Strahle, W. Kobel and M. Hanack, Z. Kristallogr., 1982, 159, 173-183.
39. M. J. Cook, D. A. Mayes and R. H. Poynter, J. Mater. Chem., 1995, 5, 2233-2238.