Conformers of gaseous α-alanine

Journal of Physical Chemistry

Volumn 100, Issue 9, 1996, Pages 3541-3551

  Császár, Attila G ^a  

^a EÖTVÖS LORÁND UNIVERSITY   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 22244455130     PISSN: 00223654     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp9533640     Document Type: Article

References (107)

1. Levy, H. A.; Corey, R. B. J. Am. Chem. Soc. 1941, 63, 2095.
2. Donohue, J. J. Am. Chem. Soc. 1950, 72, 949.
3. Takasi, S.; Chihara, H.; Seki, S. Bull. Chem. Soc. Jpn. 1959, 32, 84.
4. Junk, G.; Sevec, H. J. Am. Chem. Soc. 1963, 85, 839.
5. Brown, R. D.; Godfrey, P. D.; Storey, J. W. V.; Bassez, M. P. J. Chem. Soc., Chem. Commun. 1978, 547.
6. (a) Suenram, R. D.; Lovas, F. J. J. Mol. Spectrosc. 1978, 72, 372.
7. (b) Suenram, R. D.; Lovas, F. J. J. Am. Chem. Soc. 1980, 102, 7180.
8. Brown, R. D.; Godfrey, P. D.; Storey, J. W. V.; Bassez, M. P.; Robinson, B. J.; Batchelor, R. A.; McCulloch, M. G.; Rydbeck, O. E. H.; Hjalmarson, A. G. Mon. Not. R. Astron. Soc. 1979, 186, 5.
9. Godfrey, P. D.; Brown, R. D. J. Am. Chem. Soc. 1995, 117, 2019.
10. Godfrey, P. D.; Firth, S.; Hatherley, L. D.; Brown, R. D.; Pierlot, A. P. J. Am. Chem. Soc. 1993, 115, 9687.
11. Iijima, K.; Tanaka, K.; Onuma, S. J. Mol. Struct. 1991, 246, 257.
12. Iijima, K.; Beagley, B. J. Mol. Struct. 1991, 248, 133.
13. (a) Reva, I. D.; Stepanian, S. G.; Plokhotnichenko, A. M.; Radchenko, E. D.; Sheina, G. G.; Blagoi, Y. P. J. Mol. Struct. 1994, 318, 1.
14. (b) Reva, I. D.; Plokhotnichenko, A. M.; Stepanian, S. G.; Ivanov, A. Y.; Radchenko, E. D.; Sheina, G. G.; Blagoi, Y. P. Chem. Phys. Lett. 1995, 232, 141.
15. (a) Debies, T. P.; Rabalais, J. W. J. Electron Spectrosc. Relat. Phenom. 1974, 3, 315.
16. (b) Klasinc, L. J. Electron Spectrosc. Relat. Phenom. 1976, 8, 161.
17. (a) Grenie, Y.; Lassegues, J. C.; Lagrange, C. G. J. Chem. Phys. 1970, 53, 2980.
18. (b) Grenie, Y.; Lagrange, C. G. J. Mol. Spectrosc. 1972, 41, 240.
19. Hu, C.-H.; Shen, M.; Schaefer, H. F., III. J. Am. Chem. Soc. 1993, 115, 2923.
20. Császár, A. G. J. Mol. Struct. 1995, 346, 141.
21. Wright, L. R.; Borkman, R. F. J. Am. Chem. Soc. 1980, 102, 6207.
22. Császár, A. G. J. Am. Chem. Soc. 1992, 114, 9569.
23. Palla, P.; Petrongolo, C.; Tomasi, J. J. Phys. Chem. 1980, 84, 435.
24. van Alsenoy, C.; Scarsdale, J. N.; Sellers, H. L.; Schäfer, L. Chem. Phys. Lett. 1981, 80, 124.
25. van Alsenoy, C.; Kulp, S.; Siam, K.; Klimkowski, V. J.; Ewbank, J. D.; Schäfer, L. J. Mol. Struct. (THEOCHEM) 1988, 50, 169.
26. Schäfer, L.; Siam, K.; Klimkowski, V. J.; Ewbank, J. D.; van Alsenoy, C. J. Mol. Struct. (THEOCHEM) 1990, 63, 361.
27. Schäfer, L.; Kulp-Newton, S. Q.; Siam, K.; Klimkowski, V. J.; van Alsenoy, C. J. Mol. Struct. 1990, 209, 373.
28. (a) Sellers, H. L.; Schäfer, L. J. Am. Chem. Soc. 1978 100, 7728.
29. (b) Sellers, H. L.; Schäfer, L. Chem. Phys. Lett. 1979, 63, 609.
30. (c) Siam, K.; Klimkowski, V. J.; Ewbank, J. D.; Van Alsenoy, C.; Schäfer, L. J. Mol. Struct. (THEOCHEM) 1984, 110, 171.
31. Cao, M.; Newton, S. Q.; Pranata, J.; Schäfer, L. J. Mol. Struct. (THEOCHEM) 1995, 332, 251.
32. Schäfer, L.; Sellers, H. L.; Lovas, F. J.; Suenram, R. D. J. Am. Chem. Soc. 1980, 102, 6566.
33. Frey, R. F.; Coffin, J.; Newton, S. Q.; Ramek, M.; Cheng, V. K. W.; Momany, F. A.; Schäfer, L. J. Am. Chem. Soc. 1992, 114, 5369.
34. Clementi, E.; Cavallone, F.; Scordamaglia, R. J. Am. Chem. Soc. 1977, 99, 5531.
35. Dixon, D. A.; Lipscomb, W. N. J. Biol. Chem. 1976, 251, 5992.
36. (a) Ramek, M. Int. J. Quantum Chem., Quantum Biol. Symp. 1990, 17, 45.
37. (b) Ramek, M.; Cheng, V. K. W.; Frey, R. F.; Newton, S. Q.; Schäfer, L. J. Mol. Struct. (THEOCHEM) 1991, 235, 1.
38. (a) Jensen, J. H.; Gordon, M. S. J. Am. Chem. Soc. 1991, 113, 7917.
39. (b) Jensen, J. H.; Baldridse, K. K.; Gordon, M. S. J. Phys. Chem. 1992, 96, 8340.
40. Vishveshwara, S.; Pople, J. A. J. Am. Chem. Soc. 1977, 99, 2422.
41. Destro, R.; Marsh, R. E.; Bianchi, R. J. Phys. Chem. 1988, 92, 966.
42. (a) O'Hair, R. A. J.; Bowie, J. H.; Gronert, S. Int. J. Mass Spectrom. Ion Processes 1992, 117, 23.
43. (b) Gronert, S.; O'Hair, R. A. J. J. Am. Chem. Soc. 1995, 117, 2071.
44. Sapse, A. M.; Mallah-Levy, L.; Daniels, S. B.; Erickson, B. W. J. Am. Chem. Soc. 1987, 109, 3526.
45. Yu, D.; Armstrong, D. A.; Rauk, A. Can. J. Chem. 1992, 70, 1762.
46. Ding, Y.; Krogh-Jespersen, K. Chem. Phys. Lett. 1992, 199, 261.
47. Vijay, A.; Sathyanarayana, D. N. J. Phys. Chem. 1992, 96, 10735.
48. Barone, V.; Adamo, C.; Lelj, F. J. Chem. Phys. 1995, 102, 364.
49. Frisch, M. J.; Pople, J. A.; Del Bene, J. E. J. Phys. Chem. 1985, 89, 3664.
50. Binkley, J. S.; Pople, J. A.; Hehre, W. J. J. Am. Chem. Soc. 1980, 102, 939.
51. (a) Krishnan, R.; Binkley, J. S.; Seeger, R.; Pople, J. A. J. Chem. Phys. 1980, 72, 650.
52. (b) Clark, T.; Chandrasekhar, J.; Spitznagel, G. W.; Schleyer, P. v. R. J. Comput. Chem. 1983, 4, 294.
53. (c) Frisch, M. J.; Pople, J. A.; Binkley, J. S. J. Chem. Phys. 1984, 80, 3265.
54. Dunning, T. H. J. Chem. Phys. 1989, 90, 1007.
55. Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. J. Chem. Phys. 1992, 96, 6796.
56. Partridge, H. Near-Hartree-Fock Quality Gaussian Type Orbital Basis Sets for the First- and Third-Row Atoms. NASA Technical Memorandum 101044; 1989.
57. (a) Huzinasa, S. J. Chem. Phys. 1965, 42, 1293.
58. (b) Allen, W. D.; Schaefer, H. F., III. J. Chem. Phys. 1988, 89, 329.
59. Roothaan, C. C. J. Rev. Mod. Phys. 1951, 23, 69;
60. Roothaan, C. C. J. Rev. Mod. Phys. Ibid. 1960, 32, 179.
61. Pulay, P. Mol. Phys. 1969, 17, 197.
62. Hehre, W. J.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; Wiley-Interscience: New York, 1986.
63. (a) Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618.
64. (b) Krishnan, R.; Frisch, M. J.; Pople, J. A. J. Chem. Phys. 1980, 72, 4244.
65. (a) Čízek, J. J. Chem. Phys. 1966, 45, 4256.
66. (b) Čízek, J.; Paldus, J. Phys. Scr. 1980, 21, 251.
67. Bartlett, R. J.; Dykstra, C. E.; Paldus, J. In Advanced Theories and Computational Approaches to the Electronic Structure of Molecules; Dykstra, C. E., Ed.; Reidel: Dordrecht, 1984, p 127.
68. Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479.
69. (a) Scuseria, G. E.; Scheiner, A. C.; Lee, T. J.; Rice, J. E.; Schaefer, H. F., III. J. Chem. Phys. 1986, 86, 2881.
70. (b) Scuseria, G. E.; Lee, T. J. J. Chem. Phys. 1990, 93, 5851.
71. (c) Lee, T. J.; Taylor, P. R. Int. J. Quantum Chem. Symp. 1989, 23, 199.
72. (d) Lee, T. J.; Scuseria, G. E. In Quantum Mechanical Electronic Structure Calculations with Chemical Accuracy; Langhoff, S. R., Ed.; Kluwer: Dordrecht, 1995; p 47.
73. (a) Dirac, P. A. M. Proc. Cambridge Philos. Soc. 1930, 26, 376.
74. (b) Becke, A. D. Phys. Rev. B 1988, 38, 3098.
75. (c) Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
76. (d) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
77. (e) Vosko, S. H.; Wilk, L.; Nusair, M. Can. J. Phys. 1980, 58, 1200.
78. Pople, J. A.; Frisch, M. J.; Luke, B. T.; Binkley, J. S. Int. J. Quantum Chem., Symp. 1983, 17, 307.
79. Handy, N. C.; Knowles, P. J.; Somasundram, K. Theor. Chim. Acta 1985, 68, 87.
80. Allen, W. D.; Császár, A. G. J. Chem. Phys. 1993, 98, 2983.
81. (a) Osamura, Y.; Yamaguchi, Y.; Saxe, P.; Fox, D. J.; Vincent, M. A.; Schaefer, H. F., III. J. Mol. Struct. 1983, 103, 183.
82. (b) Handy, N. C.; Schaefer, H. F., III. J. Chem. Phys. 1984, 81, 5031.
83. Pople, J. A.; Krishnan, R.; Schlegel, H. B.; Binkley, J. S. Int. J. Quantum Chem., Symp. 1979, 13, 225.
84. Stanton, J. F.; Gauss, J.; Watts, J. D.; Lauderdale, W. J.; Bartlett, R. J. Int. J. Quantum Chem., Symp. 1992, 26, 879.
85. Frisch, M. J.; et al. Gaussian 94, Revision B.2; Gaussian Inc.: Pittsburgh, PA, 1995.
86. PSI Version 2.0; Psitech, Inc.: Watkinsville, GA, 1991.
87. (a) Ahlrichs, R.; Bär, M.; Häser, M.; Horn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165.
88. (b) Turbomole User Guide, version 2.3.0; Biosym. Technologies: San Diego, 1993.
89. Hedberg, L.; Mills, I. M. J. Mol. Spectrosc. 1993, 160, 117.
90. (a) Allen, W. D.; East, A. L. L.; Császár, A. G. Structures and Conformations of Non-Rigid Molecules; Laane, J., Dakkouri, M., van der Veken, B., Oberhammer, H., Eds.; Kluwer: Dordrecht, 1993; p 343.
91. (b) Császár, A. G. J. Phys. Chem. 1994, 98, 8823.
92. (c) Császár, A. G.; Allen, W. D. J. Chem. Phys. 1996, 104, 1.
93. (d) Martin, J. M. L. Chem. Phys. Lett. 1995, 242, 343.
94. -1, contribution of core-core and core-valence correlation to the cis-trans energy difference.
95. Räsänen, M.; Aspiala, A.; Homanen, L.; Murto, J. J. Mol. Struct. 1982, 96, 81.
96. Flood, E.; Pulay, P.; Boggs, J. E. J. Am. Chem. Soc. 1977, 99, 5570.
97. It is noted here that, using GED data, Ewbank and co-workers (Ewbank, J. D.: Klimkowski, V. J.; Siam, K.; Schäfer, L. J. Mol. Struct. 1987, 160, 275) determined the structure of the lowest energy conformer of the methyl ester of α-alanine. As expected, also on the basis of results presented in this study, the molecular intensities measured proved to be consistent with a form corresponding to α-alanine I.
98. Pulay, P.; Fogarasi, G.; Pongor, G.; Boggs, J. E.; Vargha, A. J. Am. Chem. Soc. 1983, 105, 7037.
99. Allen, W. D.; Császár, A. G.; Horner, D. A. J. Am. Chem. Soc. 1992, 114, 6834.
100. Császár, A. G.; Fogarasi, G. J. Chem. Phys. 1988, 89, 7646.
101. Clabo, D. A., Jr.; Allen, W. D.; Remington, R. B.; Yamaguchi, Y.; Schaefer, H. F., III. Chem. Phys. 1988, 123, 187.
102. Császár, A. G.; Fogarasi, G.; Boggs, J. E. J. Phys. Chem. 1989, 93, 7644.
103. Wlodarczak, G.; Burie, J.; Demaison, J.; Vormann, K.; Császár, A. G. J. Mol. Spectrosc. 1989, 134, 297.
104. Császár, A. G. Chem. Phys. Lett. 1989, 162, 361.
105. Allen, W. D.; Yamaguchi, Y.; Császár, A. G.; Clabo, D. A., Jr.; Remington, R.; B.; Schaefer, H. F., III. Chem. Phys. 1990, 145, 427.
106. Bogey, M.; Bolvin, H.; Cordonnier, M.; Demuynck, C.; Destombes, J. L.; Császár, A. G. J. Chem. Phys. 1994, 100, 8614.
107. An early application of SQM theory for molecules of biological interest was the prediction of the fundamental vibrations of uracil (Harsányi, L.; Császár, P.; Császár, A.; Boggs, J. E. Int. J. Quantum. Chem. 1986, 29, 799).