Troubleshooting time-dependent density-functional theory for photochemical applications: Oxirane

Journal of Chemical Physics

Volumn 127, Issue 16, 2007, Pages

  Cordova, Felipe ^a   Doriol, L Joubert ^a   Ipatov, Andrei ^a   Casida, Mark E ^a   Filippi, Claudia ^b   Vela, Alberto ^c  

^a UNIVERSITÉ JOSEPH FOURIER   (France)

^b UNIVERSITEIT LEIDEN   (Netherlands)

^c DEPARTAMENTO DE FÍSICA   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

APPROXIMATION ALGORITHMS; DENSITY FUNCTIONAL THEORY; DIAGNOSIS; EXCITED STATES; MONTE CARLO METHODS; POTENTIAL ENERGY SURFACES; QUANTUM CHEMISTRY;

OXIRANE; PHOTOCHEMICAL APPLICATIONS; PHOTODYNAMICS;

PHOTOCHEMICAL REACTIONS;

EID: 36048994257     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.2786997     Document Type: Article

References (124)

1. J. C. Tully and R. K. Preston, J. Chem. Phys. 55, 562 (1971).
2. J. C. Tully, J. Chem. Phys. 93, 1061 (1990).
3. O. Weingart, A. Migani, M. Olivucci, M. A. Robb, V. Buss, and P. Hunt, J. Phys. Chem. A 108, 4685 (2004).
4. O. Weingart, V. Buss, and M. A. Robb, Phase Transitions 78, 17 (2005).
5. O. Weingart, I. Schapiro, and V. Buss, J. Mol. Model. 12, 713 (2006).
6. O. Weingart, I. Schapiro, and V. Buss, J. Phys. Chem. B 111, 3782 (2007).
7. 7G. Broenhof, L. V. Schäfer, M. Boggio-Pasqua, M. Goette, H. Brub-müllier, and M. A. Robb, J. Am. Chem. Soc. 129, 6812 (2007).
8. Time-Dependent Density-Functional Theory, Lecture Notes in Physics, edited by M. A. L. Marques, C. Ullrich, F. Nogueira, A. Rubio, and E. K. U. Gross (Springer, Berlin, 2006).
9. N. L. Doltsinis and D. Marx, J. Theor. Comput. Chem. 1, 319 (2002).
10. C. Van Caillie and R. D. Amos, Chem. Phys. Lett. 308, 249 (1999).
11. C. Van Caillie and R. D. Amos, Chem. Phys. Lett. 317, 159 (2000).
12. F. Furche and R. Ahlrichs, J. Chem. Phys. 117, 7433 (2002).
13. D. Rappoport and F. Furche, J. Chem. Phys. 122, 064105 (2005).
14. J. Hutter, J. Chem. Phys. 118, 3928 (2003).
15. N. L. Doltsinis and D. S. Kosov, J. Chem. Phys. 122, 144101 (2005).
16. G. Scalmani, M. J. Frisch, B. Mennucci, J. Tomasi, R. Cammi, and V. Barone, J. Chem. Phys. 124, 094107 (2006).
17. V. Chernyak and S. Mukamel, J. Chem. Phys. 112, 3572 (2000).
18. R. Baer, Chem. Phys. Lett. 364, 75 (2002).
19. C. F. Craig, W. R. Duncan, and O. V. Prezhdo, Phys. Rev. Lett. 95, 163001 (2005).
20. N. T. Maitra, J. Chem. Phys. 125, 014110 (2006).
21. B. F. Habenicht, C. F. Craig, and O. V. Prezhdo, Phys. Rev. Lett. 96, 187401 (2006).
22. E. Tapavicza, I. Tavemelli, and U. Röthlisberger, Phys. Rev. Lett. 98, 023001 (2007).
23. C. Hu, H. Hirai, and O. Sugino, J. Chem. Phys. 127, 064103 (2007).
24. E. W-G. Diau, C. Körting, and A. H. Zewail, ChemPhysChem 2, 273 (2001).
25. E. W-G. Diau, C. Körting, and A. H. Zewail, ChemPhysChem 2, 294 (2001).
26. E. W.-G. Diau, C. Körting, T. I. Søolling, and A. H. Zewail, ChemPhysChem. 3, 57 (2002).
27. T. I. Søolling, E. W.-G. Diau, C. Körting, S. De Feyter, and A. H. Zewail, ChemPhysChem. 3, 79 (2002).
28. G. Orlova, J. D. Goddard, and L. Y. Brovko, J. Am. Chem. Soc. 125, 6962 (2002).
29. J. Černý, V. Špirko, M. Mons, P. Hobza, and D. Nachtigallová, Phys. Chem. Chem. Phys. 8, 3059 (2006).
30. M. E. Casida, K. C. Casida, and D. R. Salahub, Int. J. Quantum Chem. 70, 933 (1998).
31. S. Fantacci, A. Migani, and M. Olivucci, J. Phys. Chem. A 108, 1208 (2004).
32. L. Bertini, C. Greco, L. De Gioia, and P. Fantucci, J. Phys. A 110, 12900 (2006).
33. M. Ben-Nun and T. J. Martinez, Chem. Phys. 259, 237 (2000).
34. Z.-L. Cai, D. J. Tozer, and J. R. Reimers, J. Chem. Phys. 113, 7084 (2000).
35. N. J. Russ, T. D. Crawford, and G. S. Tschumper, J. Chem. Phys. 120, 7298 (2004).
36. M. Wanko, M. Garavelli, F. Bernardi, T. A. Niehaus, T. Frauenheim, and M. Elstner, J. Chem. Phys. 120, 1674 (2004).
37. B. G. Levine, C. Ko, J. Quenneville, and T. J. Martinez, Mol. Phys. 104, 1039 (2006).
38. D. J. Tozer, R. D. Amos, N. C. Handy, B. O. Roos, and L. Serrano-Andrés, Mol. Phys. 97, 859 (1999).
39. M. E. Casida, F. Gutierrez, J. Guan, F.-X. Gadea, D. R. Salahub, and J.-P. Daudey, J. Chem. Phys. 113, 7062 (2000).
40. A. Dreuw, J. L. Weisman, and M. Head-Gordon, J. Chem. Phys. 119, 2943 (2003).
41. M. E. Casida, in Recent Advances in Density Functional Methods, edited by D. P. Chong (World Scientific, Singapore, 1995), pt. I, p. 155.
42. N. T. Maitra, F. Zhang, F. J. Cave, and K. Burke, J. Chem. Phys. 120, 5932 (2004).
43. R. J. Cave, F. Zhang, N. T. Maitra, and K. Burke, Chem. Phys. Lett. 389, 39 (2004).
44. M. E. Casida, J. Chem. Phys. 122, 054111 (2005).
45. M. E. Casida, in Accurate Description of Low-Lying Molecular States and Potential Energy Surfaces, ACS Symposium Series No. 828, edited by M. R. Hoffmann and K. G. Dyall (American. Chemical Society, Washington, DC, 2002), p. 199.
46. N. T. Maitra, K. Burke, H. Appel, E. K. U. Gross, and R. van. Leeuwen, in Reviews in Modern Quantum Chemistry, A Celibration of the Contributions of R. G. Parr, edited by K. D. Sen (World Scientific, Singapore, 2001).
47. G. Onida, L. Reining, and A. Rubio, Rev. Mod. Phys. 74, 601 (2002).
48. C. Daniel, Coord. Chem. Rev. 238-239, 141 (2003).
49. N. T. Maitra, A. Wasserman, and K. Burke, in Electron Correlations and Materials Properties 2, edited by A. Gonis, N. Kioussis, and M. Ciftan (Kluwer, Dordrecht/Plenum, New York, 2003).
50. L. Serrano-Andrés and M. Merchán, J. Mol. Struct.: THEOCHEM 729, 99 (2005).
51. J. Michl and V. Bonačič-Koutecý, Electronic Aspects of Organic Photochemistry (Wiley, New York, 1990).
52. it is probably fair to say that in photochemical reactions, the unsymmetrical reaction paths are the ones most normally followed. In spite of this, most illustrations of potential energy curves in the literature and in this book are for symmetrical paths, since these are much easier to calculate or guess. It is up to the reader of any of the theoretical photochemistry literature to keep this in mind and to correct for it the best he or she can." [M. Klessinger and J. Michl, Excited States and Photochemistry of Organic Molecules (CVCH, New York, 1995).]
53. E. Tapavicza, I. Tavernelli, U. Röthlisberger, C. Filippi, and M. E. Casida, (unpublished).
54. J. P. Perdew, M. Ernzerhof, and K. Burke, J. Chem. Phys. 105, 9982 (1996).
55. R. G. Parr and W. Yang, Density-Functional Theory of Atoms and Molecules (Oxford University Press, New York, 1989).
56. R. M. Dreizler and E. K. U. Gross, Density Functional Theory, An Approach to the Quantum Many-Body Problem (Springer-Verlag, New York, 1990).
57. W. Koch and M. C. Holthausen, A Chemist's Guide to Density Functional Theory (Wiley-VCH, New York, 2000).
58. S. Hirata and M. Head-Gordon, Chem. Phys. Lett. 314, 291 (1999).
59. R. Bauernschmitt and R. Ahlrichs, J. Chem. Phys. 104, 9047 (1996).
60. 60M. E. Casida, A. Ipatov, and F. Cordova, Time-Dependent DensityFunctional Theory, Lecture Notes in Physics (Ref. 8), p. 243.
61. H.-J. Werner and W. Meyer, J. Chem. Phys. 74, 5794 (1981).
62. T. Helgaker, P. Jørgensen, and J. Olsen, Molecular Electronic-Structure Theory (Wiley, New York, 2000).
63. W. M. C. Foulkes, L. Mitas, R. J. Needs, and G. Rajagopal, Rev. Mod. Phys. 73, 33 (200.1).
64. C. J. Umrigar, J. Toulouse, C. Filippi, S. Sorella, and R. Henning, Phys. Rev. Lett. 98, 110201 (2007).
65. C. Filippi (unpublished).
66. F. Schautz and C. Filippi, J. Chem. Phys. 120, 1093.1 (2004).
67. F. Schautz, F. Buda, and C. Filippi, J. Chem. Phys. 121, 5836 (2004).
68. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, and J. A. Pople, GAUSSIAN 03, Revision C.02, Gaussian, Inc., Wallingford, CT, 2004.
69. A. M. Koester, P. Calaminici, M. E. Casida, R. Flores, G. Geudtner, A. Goursot, T. Heine, A. Ipatov, F. Janetzko, S. Patchkovskii, J. U. Reveles, A. Vela, and D. R. Salahub, deMon2k, Version 1.8, The deMon Developers, 2005.
70. R. Krishnan, J. S. Binkley, R. Seeger, and J. A. Pople, J. Chem. Phys. 72, 650 (1980).
71. T. Clark, J. Chandrasekhar, and P. v. R. Schleyer, J. Comput. Chem. 4, 294 (1983).
72. A. Ipatov, A. Fouqueau, C. Perez del Valle, F. Cordova, M. E. Casida, A. M. Köster, A. Vela, and C. Jödicke Jamorski, J. Mol. Struct.: THEOCHEM 762, 179 (2006).
73. S. H. Vosko, L. Wilk, and M. Nusair, Can. J. Phys. 58, 1200 (1980).
74. Gaussian. News 5, 2 (1994).
75. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. H. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. Su, T. L. Windus, M. Dupuis, and J. A. Montgomery, J. Comput. Chem. 14, 1347 (1993).
76. M. Burkatzki, C. Filippi, and M. Dolg, J. Chem. Phys. 126, 234105 (2007).
77. C. J. Umrigar and C. Filippi, CHAMP, a quantum Monte Carlo program package, (http://www.ilorentz.oi;g/~filippi/champ.htrnl).
78. C. Filippi and C. J. Umrigar, J. Chem. Phys. 105, 213 (1996). The Jastrow factor is adapted to deal with pseudoatoms and the scaling factor kis set to 0.5 for all atoms.
79. 79R. S. Mulliken, J. Chem. Phys. 23, 1997 (1955);
80. 1118(E) (1956).
81. R. Huisgen, Pure Appl. Chem. 1, 175 (1971).
82. G. W. Griffin and A. Padwa, in. Photochemistry of Heterocyclic Compounds, edited by O. Buchardt (Wiley, New York, 1976).
83. G. A. Lee, J. Org. Chem. 41, 2656 (1976).
84. R. Huisgen, Angew. Chem., Int. Ed. Engl. 16, 572 (1977).
85. K. N. Houk, N. G. Rondan, C. Santiago, C. J. Gallo, R. W. Gandour, and G. W. Griffin, J. Am. Chem. Soc. 102, 1504 (1980).
86. K. Peters, Annu. Rev. Phys. Chem. 38, 253 (1987).
87. R. B. Woodward and R. Hoffmann, J. Am. Chem. Soc. 87, 395 (1965).
88. R. B. Woodward and R. Hoffmann, J. Am. Chem. Soc. 87, 2046 (1965).
89. R. B. Woodward and R. Hoffmann, Angew. Chem., Int. Ed. Engl. 8, 781 (1969).
90. C. Hirose, Bull. Chem. Soc. Jpn. 47, 1311 (1947).
91. T.-K. Liu and A. B. F. Duncan, J. Chem. Phys. 17, 241 (1949).
92. A. Lowrey III and K. Watanabe, J. Chem. Phys. 28, 208 (1958).
93. G. Fleming, M. M. Anderson, A. J. Harrison, and L. W. Pickett, J. Chem. Phys. 30, 351 (1959).
94. H. Basch, M. B. Robin, N. A. Kuebler, C. Baker, and D. W. Turner, J. Chem. Phys. 51, 52 (1969).
95. S. Ben-Tzur, A. Basil, A. Gedanken, J. A. Moore, and J. M. Schwab, J. Am. Chem. Soc. 114, 5751 (1992).
96. P. Duffy, D. Chong, M. E. Casida, and D. R. Salahub, Phys. Rev. A 50, 4707 (1994).
97. D. A. Winkler, M. T. Michalewicz, F. Wang, and M. J. Brunger, J. Phys. B 32, 3239 (1999).
98. B. Bigot, A. Sevin, and A. Devaquet, J. Am. Chem. Soc. 101, 1095 (1979).
99. M. HO, W. A. Szarek, and V. H. Smith, Jr., J. Mol. Struct.: THEOCHEM 537, 253 (2001).
100. M. E. Casida, C. Jamorski, K. C. Casida, and D. R. Salahub, J. Chem. Phys. 108, 4439 (1998).
101. W. von Niessen, L. S. Cederbaum, and W. P. Kraemer, Theor. Chem. Acc. 44, 85 (1977).
102. M. Kasha, Discuss. Faraday Soc. 9, 14 (1950).
103. Y. Shao, M. Head-Gordon, and A. I. Krylov, J. Chem. Phys. 118, 4807 (2003).
104. L. V. Slipchenko and A. I. Krylov, J. Chem. Phys. 118, 6874 (2003).
105. F. Wang and T. Segler, J. Chem. Phys. 121, 12191 (2004).
106. E. Gomer and W. A. Noyes, Jr., J. Am. Chem. Soc. 72, 101 (1950).
107. T. Ibuki, M. Inasaki, and Y. Takesaki, J. Chem. Phys. 59, 2076 (1973).
108. B. G. Levine and T. J. Martinez, Annu. Rev. Phys. Chem. 58, 613 (2007).
109. F. Bernardi, M. Olivucci, and M. A. Robb, Chem. Soc. Rev. 25, 321 (1996).
110. M. Garavelli, F. Bernardi, M. A. Robb, and M. Olivucci, Int. J. Photoenergy 4, 57 (2002).
111. A. Migani and M. Olivucci, in Conical Intersections: Electronic Structure, Dynamics and Spectroscopy, edited by W. Domcke, D. R. Yarkony, and H. Koppel (World Scientific, Singapore, 2004), p. 271.
112. A. Migani and M. Olivucci, in Conical Intersections: Electronic Structure, Dynamics and Spectroscopy, edited by W. Domcke, D. R. Yarkony, and H. Koppel (World Scientific, Singapore, 2004), p. 271.
113. L. Cederbaum, in Conical Intersections: Electronic Structure, Dynamics and Spectroscopy, edited by W. Domcke, D. R. Yarkony, and H. Koppel (World Scientific, Singapore, 2004), p. 3.
114. G. A. Jones, B. K. Carpenter, and M. N. Paddon-Row, J. Am. Chem. Soc. 120, 5499 (1998).
115. B. E. Amey, Jr., R. C. White, A. Ramanathan, L. Barham, S. Sherrod, P. McCall, P. Livanec, K. Mangus, and K. White, Photochem. Photobiol. Sci. 3, 851 (2004).
116. N. J. Turro, Modem Molecular Photochemistry (Benjamin Cummings, Menlo Park, CA, 1991), pp. 565-566.
117. E. F. Ullman and J. E. Milka, J. Am. Chem. Soc. 84, 1315 (1962).
118. E. F. Ullman and J. E. Milka, J. Am. Chem. Soc. 86, 3814 (1964).
119. W. J. Linn and R. E. Benson, J. Am. Chem. Soc. 87, 3657 (1965).
120. W. J. Linn, J. Am. Chem. Soc. 87, 3665 (1965).
121. L. E. Manring and K. S. Peters, J. Am. Chem. Soc. 106, 8077 (1984).
122. N. J. Turro, M. Aikawa, J. A. Butcher, Jr., and G. W. Griffin, J. Am. Chem. Soc. 102, 5128 (1980).
123. M. Ben-Nun, J. Quenneville, and T. J. Martinez, J. Phys. Chem. A 104, 5.16.1 (2000).
124. T. J. Martinez (private communication).