Hydrogen bonds and other intermolecular interactions in organometallic crystals f

Journal of the Chemical Society, Dalton Transactions

Volumn , Issue 21, 2000, Pages 3745-3751

  Desiraju, Gautam R ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002024067     PISSN: 1470479X     EISSN: None     Source Type: Journal    
DOI: 10.1039/b003285i     Document Type: Article

References (89)

1. Comprehensive Organonietallic Chemistry, eds. G. Wilkinson, F. G. A. Stone and E. \V. Abel, Pergamon, Oxford, 1982, vols. 1-9.
2. E. O. Fischer and W. Pfab, Z. Naturforsch., Teil B, 1952, 7, 377
3. L. E. Orgel and J. D. Dunitz, Nature (London), 1953, 171, 121
4. J. D. Dunitz, in Organic Chemistry: Its Language ami its State of the Art, ed. M. V. Kisakurek, Verlag Helvetica Chimica Acta, Basel, 1993, pp. 9-23
5. P. Laszlo and R. Hoffmann, Angew. Cliem., Int. Ed., 2000, 39, 123
6. T. M. Zydowski, Cliem. Intelligencer, 2000, 6, 29. The last three articles together provide a fascinating account of the early history of ferrocene.
7. F. H. Alien, J. E. Davies, J. J. Galloy, O. Johnson, O. Kennard, C. F. Macrae and D. G. Watson, J. Chem. Inf. Compitt. Sei., 199I, 31, 187.
8. This is cogently summarised by Day in his obituary of Olivier Kahn (P. Day, Nature, (London), 2000, 403, 498), whose work on co-operative magnetic properties of inorganic solids is described elsewhere in these discussions.
9. C. N. R. Rao, J. Mater. Chem., 1999, 9, 1.
10. I. Dance, in The Crystal as a Supramoleciilar Entity, ed. G. R. Desiraju, Perspectives in Supramolecular Chemistry, Wiley, Chichester, 1996, vol. 2, pp. 137-233.
11. D. Braga, F. Grepioni and G. R. Desiraju, Chem. Rev., 1998, 98, 1375.
12. G. R. Desiraju, Client. Commun., 1997, 1475.
13. G. R. Desiraju, Ange Chem., Int. Ed. Engl., 1995, 34, 2311.
14. A. Nangia and G. R. Desiraju, Top. Citrr. Chem., 1998, 198, 57.
15. A. Nangia and G. R. Desiraju, Acta Cryslallogr., Sect. A, 1998, 54, 934.
16. G. E. Bacon, N. E. Curry and S. A. Wilson, Proc. R. Soc. London, Ser.A, 1964, 279, 98.
17. E. Keulen and F. Jellinek, J. Organomet. Chem., 1966, 5, 490.
18. D. Braga and F. Grepioni, Organomeiallics, 1991, 10, 2563.
19. G. R. Desiraju, Proc. Indian Acad. Sei. (Chem. Set.), 1994, 106, 593.
20. G. R. Desiraju, J. Mol. Struct., 1996, 374, 191.
21. G. Aullön, D. Bellamy, L. Brammer, E. A. Bruton and A. G. Orpen, Chem. Commun., 1998, 653.
22. J. C. Mareque Rivas and L. Brammer, Coord. Cliem. Rev., 1999, 183, 43.
23. For a general review of hydrogen bonding including many of the varieties discussed in this paper see, G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press, Oxford, 1999.
24. D. Braga, F. Grepioni, P. Sabatino and G. R Desiraju, Organometallics, 1994, 13, 3532.
25. K. Biradha, G. R. Desiraju, D. Braga and F. Grepioni, Organometallics, 1996, 15, 1284.
26. J. C. Mareque Rivas and L. Brammer, Ne\rJ. Chem., 1998, 1315.
27. E. Centric, G. Le Borgne and D. Grandjean, J. Organomet. Chem., 1978, 155, 207.
28. G. R. Desiraju, Ace. Chem. Res., 1991, 24, 270.
29. T. Steiner, Crystallogr. Rev., 1996, 6, 1.
30. G. R. Desiraju, Ace. Chem. Res., 1996, 29, 441.
31. D. Braga, F. Grepioni, K. Biradha, V. R. Pedireddi and G. R. Desiraju, J. Am. Chem. Soc., 1995, 117, 3156.
32. D. Braga and F. Grepioni, Ace. Chem. Res., 1997, 30, 81.
33. R. Atencio, L. Brammer, S. Fang and F. C. Pigge, New J. Chem., 1999, 461.
34. J. Yang, J.-L. Marendaz, S. J. Geib and A. D. Hamilton, Tetrahedron Lett., 1994, 35, 3665.
35. F. H. Herbstein, Top. Citrr. Chem., 1987, 140, 107.
36. J. P. Mathias, E. E. Simanek, J. A. Zerkowski, C. T. Seto and G. M. Whitesides, J. Am. Chem. Soc., 1994, 116, 4316, and the references cited therein.
37. L. Brammer, D. Zhao, F. T. Lapido and J. Braddock-Wilkinc, Acta Crystallogr., Sect. B, 1995, 51, 632.
38. G. A. Jeffrey, An Introduction to Hydrogen Bonding, Oxford University Press, New York, 1997. .
39. W. C. Hamilton and J. A. Ibers, Hydrogen Bonding in Solids, W. A. Benjamin, New York, 1968.
40. L. Brammer, in Implications of Molecular and Materials Structure for New Technologies, eds. J. A. K. Howard and F. H. Allen, Kluwer, Dordrecht, 1999, pp. 197-210.
41. D. Braga, F. Grepioni, E. Tedesco, K. Biradha and G. R. Desiraju, Organometallics, 1997, 16, 1846.
42. F. Calderazzo, G. Fachinetti, F. Marchetti and P. F. Zanazzi, J. Chem. Soc., Cliem. Commun., 1981, 181.
43. L. Brammer, M. C. McCann, R. M. Bullock, R. K. McMullan and P. Sherwood, Organomeiallics, 1992, 11, 2339.
44. L. Brammer, J. M. Charnock, P. L. Goggin, R. J. Goodfellow, T. F. Koetzle and A. G. Orpcn, J. Cliem. Soc., Dalton Trans., 1991, 1789.
45. J. Kozelka, J. Berges, R. Attias and J. Fraitag, Ange\\: Client., Int. Ed., 2000, 39, 198.
46. E. O. Alyea, G. Ferguson and S. Kannan, Chem. Commun., 1998, 345.
47. R. G. Pearson, Chem. Rer., 1985, 85, 41.
48. R. G. Teller and R. Bau, Struct. Bonding (Berlin), 1981, 44, 1.
49. D. Braga, F. Grepioni, E. Tedesco, K. Biradha and G. R. Desiraju, Organometallics, 1996, 15, 2692.
50. Z. Dawoodi and M. J. Martin, J. Organomet. Chem., 1981, 219, 251.
51. R. H. Crabtree, Angtnr. Chem., Int. Ed. Engl, 1993, 32, 789.
52. D. Braga, F. Grepioni, K. Biradha and G. R. Desiraju, J. Chem. Soc., Dalton Trans., 1996, 3925.
53. W. J. Youngs, J. D. Kinder, J. D. Bradshaw and C. A. Tessier, Organometallics, 1993, 12, 2406.
54. J. M. Cole, V. C. Gibson, J. A. K. Howard, G. J. Mclntyre and G. L. P. Walker, Chem. Commun., 1998, 1829.
55. R. Cini and A. Cavaglioni, Inorg. Chem., 1999, 38, 3751.
56. R. H. Crabtree, P. ET M. Siegbahn, O. Eisenstein, A. L. Rheingold and T. F. Koetzle, Ace. Chem. Res., 1996, 29, 348.
57. P. Kelly and M. Loza, Chem. Br., 1999, 26 (November issue).
58. T. B. Richardson, S. de Gala and R. H. Crabtree, J. Am. Chem. Soc., 1995, 117, 12875.
59. J. P. Campbell, J.-W. Hwang, V. G. Young, Jr., R. B. Von Dreele, C. J. Cramer and W. L. Gladfelter, J. Am. Chem. Soc., 1998, 120, 521.
60. B. P. Patel, J. Wessel, W. Yao, J. C. Lee, Jr., E. Péris, T. F. Koetzle, G. P. A. Yap, J. B. Fateu, J. B. Ricci, G. Sini, A. Albinati, O. Eisenstein, A. L. Rheineold and R. H. Crabtree, ffe\r J. Chem., 1997, 21, 413.
61. W. Xu, A. J. Lough and R. H. Morris, Can. J. Chem., 1997, 75, 475.
62. I. Rozas, I. Alkorta and J. Elguero, J. Phys. Chem. A, 1997, 101, 4236.
63. J. D. Dill, P. v. R. Schleyer, J. S. Binkley and J. A. Pople, J. Am. Chem. Soc., 1977, 99, 6159
64. D. J. DeFrees, K. Raghavachari, H. B. Schlegel, J. A. Pople and P. v. R. Schleyer, J. Phys. Chem., 1987, 91, 1857.
65. P. Pyykko, J. Li and N. Runeberg, Chem. Phys. Lett., 1994, 218, 133.
66. S. S. Pathaneni and G. R. Desiraju, J. Chem. Soc., Dalton Trans.; 1993, 319.
67. W. Schneider, A. Bauer and H. Schmidbaur, Organometallics, 1996, 15, 5445.
68. K. Angermaier and H. Schmidbaur, Client. Ber., 1994, 127, 2387.
69. H. Schmidbaur, Chem. Soc. Rer., 1995, 24, 391
70. J. H. K. Yip, R. Feng and J. J. Vittal, Inorg. Chem., 1999, 38, 3586
71. C. Hollatz, A. Schier, J. Riede and H. Schmidbaur, J. Chem. Soc., Dalton Trans., 1999, 111
72. B.-C. Tzeng, J. Zank, A. Schier and H. Schmidbaur, Z. Naturforsch., Teil B, 1999, 54, 825.
73. M. Freytag and P. G. Jones, Chem. Commun., 2000, 277.
74. J. Starbuck, N. C. Norman and A. G. Orpen, New J. Chem., 1999, 969
75. C. J. Carmalt, A. H. Cowley, A. Decken and N. C. Norman, J. Organomet. Chem., 1995, 496, 59
76. W. Clegg, R. J. Errington, G. A. Fisher, D. C. R. Hocklcss, N. C. Norman, A. G. Orpen and S. E. Stratford, J. Chem. Soc., Dation Trans., 1992, 193.
77. N. W. Alcock, Adv. Inorg. Chem. Radiochem., 1972, 15, 1.
78. Selected recent references to crystal engineering of organometallic and metal-organic compounds: P. F. Zapf, R. C. Haushalter and J. Zubieta, Client. Commun., 1997, 321
79. P. F. Zapf, C. J. Warren, R. C. Haushalter and J. Zubieta, Chem. Commun., 1997, 1543
80. C. J. Warren, R. C. Haushalter, D. J. Rose and J. Zubieta, Chem. Mater., 1997, 9, 2694
81. D. Braga, L. Maini and F. Grepioni, Angen: Chem., Int. Ed, 1998, 37, 2240
82. M.-C. Tse, K.-K. Cheung, M. C.-W. Chang and C.-M. Che, Chem. Commun., 1998, 2295
83. M. T. Allen, A. D. Burrows and M. F. Mahon, J. Chem. Soc, , Dalton Trans., 1999, 215
84. C. B. Aakeröy, A. M. Beatty and D. S. Leinen, Angen: Chem., Int. Ed., 1999, 38, 1815
85. D. Braga, A. Angeloni, L. Maini, A. W. Götz and F. Grepioni, New J. Chem., '\999, 17
86. D. Braga, O. Benedi, L. Maini and F. Grepioni, J. Chem. Soc., Dalton Trans., 1999, 2611
87. D. Braga and F. Grepioni, Coord. Chem. Rer., 1999, 183, 19
88. S. Camiolo, S. J. Coles, P. A. Gale, M. B. Hursthouse, T. A. Mayer and M. A. Paver, Client. Commun., 2000, 275.
89. Eventually one might anticipate a coming together of the two areas of supramolccular inorganic chemistry, 5-6 namely the chemistry of infinite solids and the chemistry of molecular solids. See for instance, J. Gopalakrishnan, Chem. Mater., 1995, 7, 1265.