Crystal packing and molecular geometry

Angewandte Chemie (International Edition in English)

Volumn 35, Issue 19, 1996, Pages 2195-2197

  Wolff, J Jens ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

Crystal engineering; Packing forces; Polymorphism; Structure predictions

Indexed keywords

EID: 0030459149     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199621951     Document Type: Article

References (28)

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2. b) A. Gavezzotti, J. Am. Chem. Soc. 1991, 113, 4622; Acc. Chem. Res. 1994, 27, 309;
3. b) A. Gavezzotti, J. Am. Chem. Soc. 1991, 113, 4622; Acc. Chem. Res. 1994, 27, 309;
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5. d) A. M. Chaka, R. Zaniewski, W. Youngs, C. Tessier, G. Klopman, Acta Crystallogr. Sect. B 1996, 52, 165.
6. e) For prediction of polymorphs: D. E. Williams, Acta Crystallogr. Sect. A 1996, 52, 326.
7. f) More recent search algorithms improve the efficiency of the procedures substantially: P. Erk, Ludwigshafen, private communication. Computational methods are of great importance for structure determinations from powder diagrams.
8. a) G. R. Desiraju, Angew. Chem. 1995, 107, 2541; Angew. Chem. Int. Ed. Engl. 1995, 34, 2328.
9. a) G. R. Desiraju, Angew. Chem. 1995, 107, 2541; Angew. Chem. Int. Ed. Engl. 1995, 34, 2328.
10. The parallels drawn there between organic synthesis and the synthesis of crystal structures may also be found in: b) B. Kahr, J. M. McBride, Angew. Chem. 1992, 104, 1; Angew. Chem. Int. Ed. Engl. 1992, 31, 1. c) For the influence of weak hydrogen bonds on crystal structures, see also: T. Steiner, W. Saenger, J. Chem. Soc. Chem. Commun. 1995, 2087.
11. The parallels drawn there between organic synthesis and the synthesis of crystal structures may also be found in: b) B. Kahr, J. M. McBride, Angew. Chem. 1992, 104, 1; Angew. Chem. Int. Ed. Engl. 1992, 31, 1. c) For the influence of weak hydrogen bonds on crystal structures, see also: T. Steiner, W. Saenger, J. Chem. Soc. Chem. Commun. 1995, 2087.
12. The parallels drawn there between organic synthesis and the synthesis of crystal structures may also be found in: b) B. Kahr, J. M. McBride, Angew. Chem. 1992, 104, 1; Angew. Chem. Int. Ed. Engl. 1992, 31, 1. c) For the influence of weak hydrogen bonds on crystal structures, see also: T. Steiner, W. Saenger, J. Chem. Soc. Chem. Commun. 1995, 2087.
13. a) G. R. Desiraju, A. Gavezzotti, Acta Crystallogr. Sect. B 1989, 45, 473. The similarities in the packing of aromatic molecules are also demonstrated by the success of increment systems to compute thermodynamic data: K. Nass, D. Lenoir, A. Kettrup, Angew. Chem. 1995, 107, 1865; Angew. Chem. Int. Ed. Engl. 1995, 34, 1735.
14. a) G. R. Desiraju, A. Gavezzotti, Acta Crystallogr. Sect. B 1989, 45, 473. The similarities in the packing of aromatic molecules are also demonstrated by the success of increment systems to compute thermodynamic data: K. Nass, D. Lenoir, A. Kettrup, Angew. Chem. 1995, 107, 1865; Angew. Chem. Int. Ed. Engl. 1995, 34, 1735.
15. a) G. R. Desiraju, A. Gavezzotti, Acta Crystallogr. Sect. B 1989, 45, 473. The similarities in the packing of aromatic molecules are also demonstrated by the success of increment systems to compute thermodynamic data: K. Nass, D. Lenoir, A. Kettrup, Angew. Chem. 1995, 107, 1865; Angew. Chem. Int. Ed. Engl. 1995, 34, 1735.
16. b) For the well-understood interaction (molecular recognition) between aromatic π-systems, see: C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101; A. W. Schwabacher, Z. Shuhog, W. Davy, J. Am. Chem. Soc. 1993, 115, 6995; F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, J. S. Siegel, Angew. Chem. 1995, 107, 1092; Angew. Chem. Int. Ed. Engl. 1995, 34, 1019; R. Laatikainen, J. Ratilainen, R. Sebastian, H. Santa, J. Am. Chem. Soc. 1995, 117, 11006.
17. b) For the well-understood interaction (molecular recognition) between aromatic π-systems, see: C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101; A. W. Schwabacher, Z. Shuhog, W. Davy, J. Am. Chem. Soc. 1993, 115, 6995; F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, J. S. Siegel, Angew. Chem. 1995, 107, 1092; Angew. Chem. Int. Ed. Engl. 1995, 34, 1019; R. Laatikainen, J. Ratilainen, R. Sebastian, H. Santa, J. Am. Chem. Soc. 1995, 117, 11006.
18. b) For the well-understood interaction (molecular recognition) between aromatic π-systems, see: C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101; A. W. Schwabacher, Z. Shuhog, W. Davy, J. Am. Chem. Soc. 1993, 115, 6995; F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, J. S. Siegel, Angew. Chem. 1995, 107, 1092; Angew. Chem. Int. Ed. Engl. 1995, 34, 1019; R. Laatikainen, J. Ratilainen, R. Sebastian, H. Santa, J. Am. Chem. Soc. 1995, 117, 11006.
19. b) For the well-understood interaction (molecular recognition) between aromatic π-systems, see: C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101; A. W. Schwabacher, Z. Shuhog, W. Davy, J. Am. Chem. Soc. 1993, 115, 6995; F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, J. S. Siegel, Angew. Chem. 1995, 107, 1092; Angew. Chem. Int. Ed. Engl. 1995, 34, 1019; R. Laatikainen, J. Ratilainen, R. Sebastian, H. Santa, J. Am. Chem. Soc. 1995, 117, 11006.
20. b) For the well-understood interaction (molecular recognition) between aromatic π-systems, see: C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101; A. W. Schwabacher, Z. Shuhog, W. Davy, J. Am. Chem. Soc. 1993, 115, 6995; F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, J. S. Siegel, Angew. Chem. 1995, 107, 1092; Angew. Chem. Int. Ed. Engl. 1995, 34, 1019; R. Laatikainen, J. Ratilainen, R. Sebastian, H. Santa, J. Am. Chem. Soc. 1995, 117, 11006.
21. c) Even the introduction of one degree of rotational freedom, as in the polyphenyls, leads to crystallographically unpleasant problems like incommensurate phases: J. L. Baudour, Acta Crystallogr. Sect. B 1991, 47, 935, and references therein;
22. d) R. Goddard, M. W. Haenel, W. C. Herndon, C. Krüger, M. Zander, J. Am. Chem. Soc. 1995, 117, 30, and references therein.
23. a) J. Bernstein, R. E. Davis, L. Shimoni, N.-L. Chang, Angew. Chem. 1995, 107, 1689; Angew. Chem. Int. Ed. Engl. 1995, 34, 1545;
24. a) J. Bernstein, R. E. Davis, L. Shimoni, N.-L. Chang, Angew. Chem. 1995, 107, 1689; Angew. Chem. Int. Ed. Engl. 1995, 34, 1545;
25. b) A. D. Burrows, C.-W. Chan, M. M. Chowdhry, J. E. McGrady, D. M. P. Mingos, Chem. Soc. Rev. 1995, 24, 329; C. B. Aakeröy, K. R. Seddon, ibid. 1993, 22, 397;
26. b) A. D. Burrows, C.-W. Chan, M. M. Chowdhry, J. E. McGrady, D. M. P. Mingos, Chem. Soc. Rev. 1995, 24, 329; C. B. Aakeröy, K. R. Seddon, ibid. 1993, 22, 397;
27. c) M. C. Etter, S. M. Reutzel, J. Am. Chem. Soc. 1991, 113, 2586; M. C. Etter, Acc. Chem. Res. 1990, 23, 120.
28. c) M. C. Etter, S. M. Reutzel, J. Am. Chem. Soc. 1991, 113, 2586; M. C. Etter, Acc. Chem. Res. 1990, 23, 120.