A test of crystal structure prediction of small organic molecules

Acta Crystallographica Section B: Structural Science

Volumn 56, Issue 4, 2000, Pages 697-714

  Lommerse, Jos P M ^a   Motherwell, W D Sam ^a   Ammon, Herman L ^b   Dunitz, Jack D ^c   Gavezzotti, Angelo ^d   Hofmann, Detlef W M ^e   Leusen, Frank J J ^f   Mooij, Wijnand T M ^g   Price, Sarah L ^h   Schweizer, Bernd ^c   Schmidt, Martin U ⁱ   Van Eijck, Bouke P ^g   Verwer, Paul ^j   Williams, Donald E ^k  

^a CAMBRIDGE CRYSTALLOGRAPHIC DATA CENTRE   (United Kingdom)

^b Bldg 142   (United States)

^c ETH ZURICH   (Switzerland)

^d UNIVERSITY OF MILAN   (Italy)

^e FRAUNHOFER INSTITUTE FOR APPLIED INFORMATION TECHNOLOGY FIT   (Germany)

^f Molecular Simulations Ltd   (United Kingdom)

^g UTRECHT UNIVERSITY   (Netherlands)

^h UNIVERSITY COLLEGE LONDON   (United Kingdom)

ⁱ CLARIANT PRODUKTE DEUTSCHLAND GMBH   (Germany)

^j RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

^k UNIVERSITY OF LOUISVILLE   (United States)

more..

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000201963     PISSN: 01087681     EISSN: None     Source Type: Journal    
DOI: 10.1107/S0108768100004584     Document Type: Article

References (79)

1. Allen, F. H., Davies, J. E., Johnson, O. J., Kennard, O., Macrae, C. F., Mitchell, E. M., Mitchell, G. F., Smith, J. M. & Watson, D. G. (1991). J. Chem. Inf. Comput. Sci. 31, 187-204.
2. Amos, R. D. & Andrews, J. S. (1995). CADPAC6, ed. 6.0. University Chemical Laboratory, Cambridge. England. (Contributions from Alberts, I. L., Colwell, S. M., Handy, N. C. Jayatilaka, D., Knowles, P. J., Kobayashi, R., Koga, N., Laidig, K. E., Laming, G., Lee, A., Maslen, P. E., Murray, C. W., Rice, J. E., Simandiras, E. D., Stone, A. J., Su, M. D. & Tozer, D. J.)
3. Andreev, Y. G., Lightfoot, P. & Bruce, P. G. (1997). J. Appl. Cryst. 30, 294-305.
4. Bauer, H. B. & Kassner, D. (1992). Acta Cryst. B48, 356-369.
5. Bayly, C. I., Cieplak, P., Cornell, W. D. & Kollman, P. A. (1993). J. Phys. Chem. 97, 10269-10280.
6. Beringhelli, T., Filippini, G., Gavezzotti, A. & Simonetta, M. J. (1983). Mol. Struct. 94, 51-61.
7. Biosym Technologies (1969). Discover. Biosym Technologies, San Diego, CA, USA.
8. Blake, A. J., Clark, B. A. J., Gierens, H., Gould, R. O., Hunter, G. A., McNab, H., Morrow, M. & Sommerville, C. C. (1999). Acta Cryst. B55, 963-974.
9. Boese, R. (1999). Personal communication.
10. Boese, R. & Garbarczyk, J. (1998). Unpublished results.
11. Boese, R., Weiss, H.-C. & Bläser, D. (1999a). Angew. Chem. 111, 1042-1045.
12. Boese, R., Weiss, H.-C. & Bläser, D. (1999b). Angew. Chem. Int. Ed. Engl. 38, 988-992.
13. Breneman, C. M. & Wiberg, K. B. (1990). J. Comput. Chem. 11, 361-373.
14. Bruno, I. J., Cole, J. C., Lommerse, J. P. M., Rowland, R. S., Taylor, R. & Verdonk, M. L. (1997). J. Comput.-Aided Mol. Des. 11, 525-537.
15. Busing, W. R. (1981). WMIN. Report ORNL-5747, Oak Ridge National Laboratory, Tennessee, USA.
16. CambridgeSoft Corporation (1998). Chem3D. CambridgeSoft Corporation, Cambridge, MA, USA.
17. Clegg, W. & Scott, A. J. (1998). Unpublished results.
18. Coombes, D. S., Price, S. L., Willock, D. J. & Leslie, M. (1996). J. Phys. Chem. 100, 7352-7360.
19. Cornell, W. D., Cieplak, P., Bayly, C. I., Gould, I. R., Merz, K. M. Jr, Fergusson D. M., Spellmeyer, D. C., Thomas, E. Caldwell, J. W. & Kollman, P. A. (1995). J. Am. Chem. Soc. 117, 5179-5197.
20. Cox, S. R., Hsu, L. Y. & Williams, D. E. (1981). Acta Cryst. A37, 293-301.
21. Desiraju, G. R. & Gavezzotti, A. (1989). Acta Cryst. B45, 473-482.
22. Doerksen, R. J. & Thakkar, A. J. (1999). J. Phys. Chem. A. 103, 2141-2151.
23. Dovesi, R., Saunders, V. R., Roetti, C., Causa, M., Harrison, N. M., Orlando, R. & Apra, E. (1996). Crystal95 User's Manual. University of Torino, Italy.
24. Dunitz, J. D. & Bernstein, J. (1995). Acc. Chem. Res. 28, 193-200.
25. Eijck, B. P. van & Kroon, J. (1999). J. Comput. Chem. 20, 799-812.
26. Eijck, B. P. van, Mooij, W. T. M. & Kroon, J. (1995). Acta Cryst. B51, 99-103.
27. Engel, G. E., Wilke, S., Konig, O., Harris, K. D. M. & Leusen, F. J. J. (1999). J. Appl. Cryst. 32, 1169-1179.
28. Filippini, G. & Gavezzotti, A. (1993). Acta Cryst. B49, 868-880.
29. Frisch, M. J., Trucks, G. W., Schlegel, H. B., Gill, P. M. W., Johnson, B. G., Robb, M. A., Cheeseman, J. R., Keith, T., Petersson, G. A., Montgomery, J. A., Raghavachari, K., Al-Laham, M. A., Zakrzewski, V. G., Ortiz, J. V., Foresman, J. B., Cioslowski, J., Stefanov, B. B., Nanayakkara, A., Challacombe, M., Peng, C. Y., Ayala, P. Y., Chen, W., Wong, M. W., Andres, J. L., Replogle, E. S., Gomperts, R., Martin, R. L., Fox, D. J., Binkley, J. S., Defrees, D. J., Baker, J., Stewart, J. P., Head-Gordon, M., Gonzalez, C. & Pople, J. A. (1995). Gaussian94, Revision D.4. Gaussian, Inc., Pittsburgh PA, USA.
30. Frisch, M. I. Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Zakrzewski, V. G., Montgomery, J. A. Jr, Stratmann, R. E., Burant, J. C., Dapprich, S., Millam, J. M., Daniels, A. D., Kudin, K. N., Strain, M. C., Farkas, O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C. Adamo, C., Clifford, S., Ochterski, J., Petersson, G. A., Ayala, P. Y., Cui, Q., Morokuma, K., Malick, D. K., Rabuck, A. D., Raghavachari, K., Foresman, J. B., Cioslowski, J., Ortiz, J. V., Stefanov, B. B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R. L., Fox, D. J., Keith, T., Al-Laham, M. A., Peng, C. Y., Nanayakkara, A., Gonzalez, C., Challacombe, M., Gill, P. M. W., Johnson, B., Chen, W., Wong, M. W., Andres, J. L., Gonzalez, C., Head-Gordon, M., Replogle, E. S. & Pople, J. A. (1998). Gaussian98W, Revision A.6. Gaussian, Inc., Pittsburgh PA, USA.
31. Gavezzotti, A. (1991). J. Am. Chem. Soc. 113, 4622-4629.
32. Gavezzotti, A. (1994). Acc. Chem. Res. 27, 309-314.
33. Gavezzotti, A. (1999). Zip-Promet with Minopec. University of Milan, Italy.
34. Gavezzotti, A. & Filippini, G. (1994). J. Phys. Chem. 98, 4831-4837.
35. Gavezzotti, A. & Filippini, G. (1995). J. Am. Chem. Soc. 117, 12299-12305.
36. Gdanitz, R. J. (1998). Curr. Opin. Solid State Mater. Sci. 3, 414-418.
37. Halgren, T. A. (1992). J. Am. Chem. Soc. 114, 7827-7843.
38. Hofmann, D. W. M. & Lengauer, T. (1997). Acta Cryst. A53, 225-235.
39. Hofmann, D. W. M. & Lengauer, T. (1998). J. Mol. Mod. 4, 132-144.
40. Holden, J. R., Du, Z. Y. & Ammon, H. L. (1993). J. Comput. Chem. 14, 422-437.
41. Howell, J., Rossi, A., Wallace, D., Haraki, K. & Hoffmann, R. (1977). ICON. Quantum Chemical Program Exchange No. 517.
42. Jorgensen, W. L., Maxwell, D. S. & Tirado-Rives, J. (1996). J. Am. Chem. Soc. 118, 11225-11236.
43. Karfunkel, H. R., Leusen, F. J. J. & Gdanitz, R. J. (1993). J. Comput.-Aided Mater. Des. 1, 177-185.
44. Ketelaar, J. A. A. (1953). Chemical Constitution. Amsterdam: Elsevier.
45. Leusen, F. J. J. (1996). J. Cryst. Growth. 166, 900-903.
46. Leusen, F. J. J., Wilke, S., Verwer, P. & Engel, G. E. (1999). Implications of Molecular and Materials Structure for New Technologies, NATO Science Series E. Vol. 360, edited by J. A. K. Howard, F. H. Allen & G. P. Shields, pp. 303-314. Dordrecht: Kluwer Academic Publishers.
47. Lommerse, J. P. M. & Motherwell, W. D. S. (2000). In preparation.
48. Mayo, S. L., Olafson, B. D. & Goddard III, W. A. (1990). J. Phys. Chem. 94, 8897-8909.
49. 2. Molecular Simulations Inc., 9685 Scranton Road, San Diego, CA, USA.
50. Mooij, W. T. M. (2000). Thesis. Utrecht, The Netherlands.
51. Mooij, W. T. M., van Duijneveldt, F. B., van Duijneveldt-van de Rijdt, J. G. C. M. & van Eijck, B. P. (1999). J. Phys. Chem. 103, 9872-9882.
52. Mooij, W. T. M., van Eijck, B. P. & Kroon, J. (1999). J. Phys. Chem. 103, 9883-9890.
53. Motherwell, W. D. S. (1999). Nova Acta Leopoldina, NF79, 89-98.
54. Nobeli, I. & Price, S. L. (1999). J. Phys. Chem. A. 103, 6448-6457.
55. Ponder, J. W. (1998). Tinker, Version 3.6. Washington University of Medicine, USA.
56. Potter, B. S., Palmer, R. A., Withnall, R., Chowdhry, B. Z. & Price, S. L. (1999). J. Mol. Struct. In the press.
57. Price, S. L. & Wibley, K. S. (1997). J. Phys. Chem. A, 101, 2198-2206.
58. Schaftenaar, G. & Noordik, J. H. (1999). J. Comput.-Aided Mol. Des. In the press.
59. Schmidt, M. U. (1995). Kristallstrutkturberechnungen metallorganischer Molekülverbindungen. Aachen, Germany: Verlag Shaker.
60. Schmidt, M. U. (1999). Crystal Engineering: From Molecules and Crystals to Materials, edited by D. Braga and G. Orpen. Dordrecht: Kluwer Academic Publishers.
61. Schmidt, M. U. & Englert, U. (1995). European Crystallographic Meeting 16, Lund, Sweden, 6-11.8.1995.
62. Schmidt, M. U. & Englert, U. (1996). J. Chem. Soc. Dalton Trans. pp. 2077-2082.
63. Schmidt, M. U. & Kalkhof, H. (1997). CRYSCA. Clariant GmbH. Frankfurt Am Main, Germany.
64. Shankland, K., David, W. I. F. & Csoka, T. (1997). Z. Kristallogr. 212, 550-552.
65. Spackman, M. A. (1996). J. Comput. Chem. 17, 1-18.
66. Stone, A. J. & Alderton, M. (1985). Mol. Phys. 56, 1047-1064.
67. Tsui, H. H. Y. & Price, S. L. (1999). Cryst. Eng. Commun. No. 007.
68. Verdonk, M. L., Cole, J. C. & Taylor, R. (1999). J. Mol. Biol 289, 1093-1108.
69. Verwer, P. & Leusen, F. J. J. (1998). Reviews in Computational Chemistry, edited by K. B. Lipkowitz and D. B. Boyd, pp. 327-365, New York: Wiley-VCH.
70. Wavefunction Inc. (1999). PC Spartan Pro. Wavefunction Inc., Irvine, CA, USA.
71. Williams, D. E. (1971). Acta Cryst. A27, 452-455.
72. Williams, D. E. (1973). Acta Cryst. A29, 408-414.
73. Williams, D. E. (1994). J. Comput. Chem. 15, 719-732.
74. Williams, D. E. (1997). Pdm97. University of Louisville, Kentucky, USA.
75. Williams, D. E. (1999a). J. Mol. Struct. pp. 321-347.
76. Williams, D. E. (1999b). J. Mol. Struct. pp. 485-486.
77. Williams, D. E. & Cox, S. R. (1984). Acta Cryst. B40, 404-417.
78. Williams, D. E. & Houpt, D. J. (1986). Acta Cryst. B42, 286-295.
79. Willock, D. J., Price, S. L., Leslie, M. & Callow, C. R. A. (1995). J. Comput. Chem. 16, 628-647.