Molecular structure of proline

Chemistry - A European Journal

Volumn 10, Issue 18, 2004, Pages 4512-4517

  Allen, Wesley D ^a   Czinki, Eszter ^b   Császár, Attila G ^b  

^a UNIVERSITY OF GEORGIA   (United States)

^b EÖTVÖS LORÁND UNIVERSITY   (Hungary)

Author keywords

Ab initio calculations; Conformation analysis; Quartic force field; Spectroscopic constants; Structural refinement

Indexed keywords

ATOMS; ELECTRONIC STRUCTURE; HYDROGEN BONDS; MOLECULES; VIBRATIONS (MECHANICAL);

PROLINE; QUARTIC FORCE FIELDS; STRUCTURAL CONSTRAINTS; ZERO-POINT VIBRATIONAL (ZPV) SHIFTS;

MOLECULAR STRUCTURE;

PROLINE;

AB INITIO CALCULATION; ARTICLE; CHEMICAL STRUCTURE; ENERGY; MOLECULAR INTERACTION; SPECTROSCOPY; VIBRATION;

MODELS, CHEMICAL; MOLECULAR CONFORMATION; PROLINE;

EID: 4744345826     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200400112     Document Type: Article

References (61)

1. G. Nemethy, M. P. Printz, Macromolecules 1972, 5, 755.
2. Z. G. Hajos, D. R. Parrish, J. Org. Chem. 1974, 39, 1615.
3. C. Pidathala, L. Hoang, N. Vignola, B. List, Angew. Chem. 2003, 115, 2891; Angew. Chem. Int. Ed. 2003, 42, 2785.
4. C. Pidathala, L. Hoang, N. Vignola, B. List, Angew. Chem. 2003, 115, 2891; Angew. Chem. Int. Ed. 2003, 42, 2785.
5. R. L. Kayushina, B. K. Vainstein, Sov. Phys. Crystallogr. (Engl. Transl.) 1966, 10, 698.
6. R. Balasubramanian, A. V. Lakshminarayanan, M. N. Sabesan, G. Tegoni, K. Venkatesan, G. N. Ramachandran, Int. J. Pept. Protein Res. 1971, 3, 25.
7. D. F. DeTar, N. P. Luthra, J. Am. Chem. Soc. 1977, 99, 1232.
8. C. A. G. Haasnoot, F. A. A. M. De Leeuw, H. P. M. De Leeuw, C. Altona, Biopolymers 1981, 20, 1211.
9. I. D. Reva, S. G. Stepanian, A. M. Plokhotnichenko, E. D. Radchenko, G. G. Sheina, Yu. P. Blagoi, J. Mol. Struct. 1994, 318, 1.
10. A. W. Herlinger, T. V. Long II, J. Am. Chem. Soc. 1970, 92, 6481.
11. A. Lesarri, S. Mata, E. J. Cocinero, S. Blanco, J. C. Lopez, J. L. Alonso, Angew. Chem. 2002, 114, 4867; Angew., Chem. Int. Ed. 2002, 41, 4673.
12. A. Lesarri, S. Mata, E. J. Cocinero, S. Blanco, J. C. Lopez, J. L. Alonso, Angew. Chem. 2002, 114, 4867; Angew., Chem. Int. Ed. 2002, 41, 4673.
13. M. Ramek, A.-M. Kelterer, S. Nikolic, Int. J. Quantum Chem. 1997, 65, 1033.
14. D. Cabrol, H. Brock, D. Vasilescu, Int. J. Quantum Chem. 1979, 6, 365.
15. A.-M. Sapse, L. Mallah-Levy, S. B. Daniels, B. W. Erickson, J. Am. Chem. Soc. 1987, 109, 3526.
16. A. G. Császár, A. Perczel, Prog. Biophys. Mol. Biol. 1999, 71, 243.
17. P. Tarakeshwar, S. Manogaran, J. Mol. Struct. 1996, 365, 167.
18. S. G. Stepanian, I. D. Reva, E. D. Radchenko, L. Adamowicz, J. Phys. Chem. A 2001, 105, 10664.
19. E. Czinki, A. G. Császár, Chem. Eur. J. 2003, 9, 1008.
20. T. H. Dunning, Jr., J. Chem. Phys. 1989, 90, 1007.
21. R. A. Kendall, T. H. Dunning, Jr., R. J. Harrison, J. Chem. Phys. 1992, 96, 6769.
22. W. D. Allen, A. L. L. East, A. G. Császár, Structures and Conformations of Non-Rigid Molecules (Eds.: J. Laane, M. Dakkouri, B. van der Veken, H. Oberhammer), Kluwer, Dordrecht, 1993, p. 343.
23. A. G. Császár, W. D. Allen, H. F. Schaefer III, J. Chem. Phys. 1998, 108, 9751.
24. Basis sets were obtained from the Extensible Computational Chemistry Environment Basis Set Database, as developed and distributed by the Molecular Science Computing Facility, Environmental and Molecular Sciences Laboratory, which is part of the Pacific Northwest Laboratory, P. O. Box 999, Richland, Washington 99352 (USA), and funded by the U.S. Department of Energy. The Pacific Northwest Laboratory is a multi-program laboratory operated by the Battelle Memorial Institute for the U.S. Department of Energy under contract DE-AC06-76RLO 1830. Contact David Feller or Karen Schuchardt for further information.
25. K. Raghavachari, G. W. Trucks, J. A. Pople, M. Head-Gordon, Chem. Phys. Lett. 1989, 157, 479.
26. G. Tarczay, A. G. Császár, W. Klopper, H. M. Quiney, Mol. Phys. 2001, 99, 1769.
27. a) A. D. Becke, Phys. Rev. B 1988, 38, 3098;
28. b) A. D. Becke, J. Chem. Phys. 1993, 98, 5648;
29. c) C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785;
30. d) S. H. Vosko, L. Wilk, M. Nusair, Can. J. Phys. 1980, 58, 1200.
31. A. G. Császár, J. Am. Chem. Soc. 1992, 114, 9569.
32. C.-H. Hu, M. Shen, H. F. Schaefer III, J. Am. Chem. Soc. 1993, 115, 2923.
33. A. G. Császár, J. Mol. Struct. 1995, 346, 141.
34. A. G. Császár, J. Phys. Chem. 1996, 100, 3541.
35. a) C. Møller, M. S. Plesset, Phys. Rev. 1934, 46, 618;
36. b) R. Krishnan, M. J. Frisch, J. A. Pople, J. Chem. Phys. 1980, 72, 4244.
37. P. C. Hariharan, J. A. Pople, Theor. Chim. Acta 1973, 28, 213.
38. M. Head-Gordon, T. Head-Gordon, Chem. Phys. Lett. 1994, 220. 122.
39. W. D. Allen, A. G. Császár, J. Chem. Phys. 1993, 98, 2983.
40. R. Ahlrichs, M. Bär, M. Häser, H. Horn, C. Kölmel, Chem. Phys. Lett. 1989, 162, 165.
41. Gaussian 98 (Revision A.7), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, Jr., R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B.G. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 1998.
42. INTDER2000 is a general program developed by W. D. Allen and co-workers which performs various vibrational analyses and higher-order nonlinear transformations among force field representations.
43. W. D. Allen, A. G. Császár, V. Szalay, I. M. Mills, Mol. Phys. 1996, 89, 1213.
44. A. R. Hoy, I. M. Mills, G. Strey, Mol. Phys. 1972, 24, 1265.
45. H. H. Nielsen, Rev. Mod. Phys. 1951, 23, 90.
46. I. M. Mills in Molecular Spectroscopy: Modern Research, Vol. 1 (Eds.: K. N. Rao, C. W. Mathews), Academic Press, New York, 1972, p. 115.
47. D. Papousek, M. R. Aliev, Molecular Vibrational-Rotational Spectra, Elsevier, Amsterdam, 1982.
48. J. K. G. Watson in Vibrational Spectra and Structure (Ed.: J. R. Durig), Elsevier, Amsterdam, 1977, Vol. 6, p. 1.
49. A. L. L. East, W. D. Allen, S. J. Klippenstein, J. Chem. Phys. 1995, 102, 8506.
50. D. A. Clabo, Jr., W. D. Allen, R. B. Remington, Y. Yamaguchi, H. F. Schaefer III, Chem. Phys. 1998, 123, 187.
51. W. D. Allen, Y. Yamaguchi, A. G. Császár, D. A. Clabo, Jr., R. B. Remington, H. F. Schaefer III, Chem. Phys. 1990, 145, 427.
52. A. L. L. East, C. S. Johnson, W. D. Allen, J. Chem. Phys. 1993, 98, 1299.
53. W. Thiel, G. Scuseria, H. F. Schaefer III, W. D. Allen, J. Chem. Phys. 1988, 89, 4965.
54. K. Aarset, A. G. Császár, E. L. Sibert III, W. D. Allen, H. F. Schaefer III, W. Klopper, J. Noga, J. Chem. Phys. 2000,112, 4053.
55. ANHARM is a FORTRAN program written for VPT2 analyses, Y. Yamaguchi and H. F. Schaefer III, Center for Computational Chemistry, University of Georgia, Athens, GA 30602 (USA).
56. See program descriptions in K. Sarka, J. Demaison in Computational Molecular Spectroscopy (Eds.: P. Jensen, P. R. Bunker), Wiley, Chichester, 2000, pp. 255-303.
57. L. Hedberg, I. M. Mills, J. Mol. Spectrosc. 2000, 203, 82.
58. Supporting Information for this article is available on the WWW under http://www.chemeurj.org/. The file can also be retrieved at http://theop11.chem. elte.hu.
59. A. G. Császár, G. Fogarasi, J. Chem. Phys. 1988, 89, 7646.
60. J. Demaison, 2004, personal communication.
61. S. Wolfram, The Mathematica Book, 5th ed., Wolfram Media, 2003.