Theoretical insights into the nature of halogen bonding in prereactive complexes

Chemistry - A European Journal

Volumn 19, Issue 11, 2013, Pages 3620-3628

  Hill, J Grant ^a   Hu, Xiaojun ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

Author keywords

ab initio calculations; halogen bonding; non covalent interactions; theoretical chemistry

Indexed keywords

AMMONIA; BENCHMARKING; CALCULATIONS; CHARGE TRANSFER; CHEMICAL BONDS; NUMERICAL METHODS; POTENTIAL ENERGY;

AB INITIO CALCULATIONS; COUPLED-CLUSTER METHODS; DEGREE OF CHARGE TRANSFER; HALOGEN BONDING; NON-COVALENT INTERACTION; POTENTIAL ENERGY CURVES; PRE-REACTIVE COMPLEXES; THEORETICAL CHEMISTRY;

HALOGEN COMPOUNDS;

EID: 84874583306     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201204312     Document Type: Article

References (70)

1. A. C. Legon, Phys. Chem. Chem. Phys. 2010, 12, 7736.
2. F. Guthrie, J. Chem. Soc. 1863, 16, 239.
3. H. A. Benesi, J. H. Hildebrand, J. Am. Chem. Soc. 1949, 71, 2703.
4. O. Hassel, Science 1970, 170, 497.
5. L. Andrews, R. D. Hunt, J. Chem. Phys. 1988, 89, 3502.
6. H. M. Yamamoto, Y. Kosaka, R. Maeda, J. Yamaura, A. Nakao, T. Nakamura, R. Kato, ACS Nano 2008, 2, 143.
7. Y. Lu, Y. Liu, Z. Xu, H. Li, H. Liu, W. Zhu, Expert Opin. Drug Discovery 2012, 7, 375.
8. D. W. Bruce, P. Metrangolo, F. Meyer, T. Pilati, C. Präsang, G. Resnati, G. Terraneo, S. G. Wainwright, A. C. Whitwood, Chem. Eur. J. 2010, 16, 9511.
9. P. Metrangolo, G. Resnati, T. Pilati, S. Biella, in Halogen bonding: fundamentals and applications, of Structure and Bonding, Vol. 126 (Eds.:, P. Metrangolo, G. Resnati,), Springer, Berlin, 2008, p. 105.
10. T. Clark, M. Hennemann, J. S. Murray, P. Politzer, J. Mol. Model. 2007, 13, 291.
11. K. E. Riley, P. Hobza, J. Chem. Theory Comput. 2008, 4, 232.
12. P. Politzer, J. S. Murray, T. Clark, Phys. Chem. Chem. Phys. 2010, 12, 7748.
13. Z. P. Shields, J. S. Murray, P. Politzer, Int. J. Quantum Chem. 2010, 110, 2823.
14. T. Clark, WIREs Comput. Mol. Sci. 2013, 3, 13.
15. A. C. Legon, Angew. Chem. 1999, 111, 2850
16. Angew. Chem. Int. Ed. 1999, 38, 2686.
17. A. C. Legon, in Halogen bonding: fundamentals and applications of Structure and Bonding, Vol. 126 (Eds.:, P. Metrangolo, G. Resnati,), Springer, Berlin, 2008, p. 17.
18. H. I. Bloemink, K. Hinds, J. H. Holloway, A. C. Legon, Chem. Phys. Lett. 1995, 245, 598.
19. H. I. Bloemink, K. Hinds, J. H. Holloway, A. C. Legon, Chem. Phys. Lett. 1996, 248, 260.
20. A. C. Legon, D. G. Lister, J. C. Thorn, J. Chem. Soc. Faraday Trans. 1994, 90, 3205.
21. H. I. Bloemink, A. C. Legon, J. Chem. Phys. 1995, 103, 876.
22. H. I. Bloemink, A. C. Legon, J. C. Thorn, J. Chem. Soc. Faraday Trans. 1995, 91, 781.
23. E. R. Waclawik, A. C. Legon, Phys. Chem. Chem. Phys. 1999, 1, 4695.
24. R. S. Mulliken, W. B. Person, Molecular Complexes: A Lecture and Reprint Volume, Wiley-Interscience, New York, 1969.
25. T. Kobayashi, H. Matsuzawa, S. Iwata, Bull. Chem. Soc. Jpn. 1994, 67, 3172.
26. J. P. M. Lommerse, A. J. Stone, R. Taylor, F. H. Allen, J. Am. Chem. Soc. 1996, 118, 3108.
27. J.-W. Zou, Y.-J. Jiang, M. Guo, G.-X. Hu, B. Zhang, H.-C. Liu, Q.-S. Yu, Chem. Eur. J. 2005, 11, 740.
28. Y.-X. Lu, J.-W. Zou, Q.-S. Yu, Y.-J. Jiang, W.-N. Zhao, Chem. Phys. Lett. 2007, 449, 6.
29. L. C. Roper, C. Präsang, V. N. Kozhevnikov, A. C. Whitwood, P. B. Karadakov, D. W. Bruce, Cryst. Growth Des. 2010, 10, 3710.
30. N. J. M. Amezaga, S. C. Pamies, N. M. Peruchena, G. L. Sosa, J. Phys. Chem. A 2010, 114, 552.
31. L. J. McAllister, D. W. Bruce, P. B. Karadakov, J. Phys. Chem. A 2011, 115, 11079.
32. P. Ramasami, T. A. Ford, Comput. Theor. Chem. 2012, 990, 227.
33. M. G. Chudzinski, M. S. Taylor, J. Org. Chem. 2012, 77, 3483.
34. L. J. McAllister, D. W. Bruce, P. B. Karadakov, J. Phys. Chem. A 2012, 116, 10621.
35. J. Řezáč, K. E. Riley, P. Hobza, J. Chem. Theory Comput. 2012, 8, 4285.
36. A. Karpfen, J. Phys. Chem. A 2000, 104, 6871.
37. A. Karpfen, J. Phys. Chem. A 2001, 105, 2064.
38. A. Karpfen, in Halogen bonding: fundamentals and applications of Structure and Bonding, Vol. 126 (Eds.:, P. Metrangolo, G. Resnati,), Springer, Berlin, 2008, p. 1.
39. K. Raghavachari, G. W. Trucks, J. A. Pople, M. Head-Gordon, Chem. Phys. Lett. 1989, 157, 479.
40. H.-J. Werner, T. B. Adler, G. Knizia, F. R. Manby, in Recent Progress in Coupled Cluster Methods: Theory and Applications (Eds.:, P. Čá rsky, J. Paldus, J. Pittner,), Springer, Berlin, 2010, p. 573.
41. C. Hättig, W. Klopper, A. Köhn, D. P. Tew, Chem. Rev. 2012, 112, 4.
42. H.-J. Werner, P. J. Knowles, G. Knizia, F. R. Manby, M. Schütz, P. Celani, T. Korona, R. Lindh, A. Mitrushenkov, G. Rauhut, K. R. Shamasundar, T. B. Adler, R. D. Amos, A. Bernhardsson, A. Berning, D. L. Cooper, M. J. O. Deegan, A. J. Dobbyn, F. Eckert, E. Goll, C. Hampel, A. Hesselmann, G. Hetzer, T. Hrenar, G. Jansen, C. Köppl, Y. Liu, A. W. Lloyd, R. A. Mata, A. J. May, S. J. McNicholas, W. Meyer, M. E. Mura, A. Nicklass, D. P. O'Neill, P. Palmieri, D. Peng, K. Pflüger, R. Pitzer, M. Reiher, T. Shiozaki, H. Stoll, A. J. Stone, R. Tarroni, T. Thorsteinsson, M. Wang, molpro, version 2010.1, a package of ab initio programs" see http://www.molpro.net.
43. H.-J. Werner, P. J. Knowles, G. Knizia, F. R. Manby, M. Schütz, WIREs Comput. Mol. Sci. 2012, 2, 242.
44. T. B. Adler, G. Knizia, H.-J. Werner, J. Chem. Phys. 2007, 127, 221106.
45. G. Knizia, T. B. Adler, H.-J. Werner, J. Chem. Phys. 2009, 130, 054104.
46. S. Ten-no, Chem. Phys. Lett. 2004, 398, 56.
47. K. A. Peterson, T. B. Adler, H.-J. Werner, J. Chem. Phys. 2008, 128, 084102.
48. T. H. Dunning, Jr., J. Chem. Phys. 1989, 90, 1007.
49. R. A. Kendall, T. H. Dunning, Jr., R. J. Harrison, J. Chem. Phys. 1992, 96, 6796.
50. D. E. Woon, T. H. Dunning, Jr., J. Chem. Phys. 1993, 98, 1358.
51. K. A. Peterson, J. G. Hill, in preparation, basis sets available on request.
52. B. Metz, H. Stoll, M. Dolg, J. Chem. Phys. 2000, 113, 2563.
53. K. A. Peterson, D. Figgen, E. Goll, H. Stoll, M. Dolg, J. Chem. Phys. 2003, 119, 11113.
54. T. H. Dunning, Jr., K. A. Peterson, A. K. Wilson, J. Chem. Phys. 2001, 114, 9244.
55. S. F. Boys, F. Bernardi, Mol. Phys. 1970, 19, 553.
56. D. W. Schwenke, J. Chem. Phys. 2005, 122, 014107.
57. J. G. Hill, K. A. Peterson, G. Knizia, H.-J. Werner, J. Chem. Phys. 2009, 131, 194105.
58. E. F. Valeev, Chem. Phys. Lett. 2004, 395, 190.
59. H.-J. Werner, T. B. Adler, F. R. Manby, J. Chem. Phys. 2007, 126, 164102.
60. G. Knizia, H.-J. Werner, J. Chem. Phys. 2008, 128, 154103.
61. K. Szalewicz, B. Jeziorski, J. Chem. Phys. 1998, 109, 1198.
62. T. Korona, D. Kats, M. Schütz, T. B. Adler, Y. Liu, H.-J. Werner, in Linear-Scaling Techniques in Computational Chemistry and Physics (Eds.:, R. Zaleśny, M. G. Papadopoulos, P. G. Mezey, J. Leszczynski,), Springer, Berlin, 2011, p. 345.
63. H.-J. Werner, F. R. Manby, P. J. Knowles, J. Chem. Phys. 2003, 118, 8149.
64. F. Weigend, Phys. Chem. Chem. Phys. 2002, 4, 4285.
65. R. Polly, H.-J. Werner, F. R. Manby, P. J. Knowles, Mol. Phys. 2004, 102, 2311.
66. E. D. Glendening, C. R. Landis, F. Weinhold, WIREs Comput. Mol. Sci. 2012, 2, 1.
67. K. A. Peterson, J. Chem. Phys. 2003, 119, 11099.
68. K. A. Peterson, B. C. Shepler, D. Figgen, H. Stoll, J. Phys. Chem. A 2006, 110, 13877.
69. M. Schütz, G. Rauhut, H.-J. Werner, J. Phys. Chem. A 1998, 102, 5997.
70. G. Schaftenaar, J. H. Noordik, J. Comput.-Aided Mol. Design 2000, 14, 123.