Theoretical study of (XYO⋯H⋯OXY)+ (X, Y=H, F, Cl) systems. From the asymmetrical to the symmetrical (O⋯H⋯O) + hydrogen bonds

Journal of Molecular Structure

Volumn 706, Issue 1-3 SPEC. ISS., 2004, Pages 75-83

  Chandra, Asit K ^a   Zeegers Huyskens, Thérèse ^b  

^a NORTH EASTERN HILL UNIVERSITY   (India)

^b UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

B3LYP 6 311++G(2d,p) calculations; Binding energies; Charge transfers; Harmonic vibrational frequencies; Natural charges; Optimized geometries; Symmetry of (O H O) + hydrogen bonds

Indexed keywords

CHLORIDE; FLUORINE; HYDROGEN; PROTON;

ARTICLE; ATOM; CALCULATION; CHEMICAL BOND; ELECTRONICS; ENERGY; FOURIER TRANSFORMATION; HYDROGEN BOND; MOLECULE; QUANTUM THEORY; STRUCTURE ANALYSIS;

EID: 4444315068     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2004.02.053     Document Type: Article

References (51)

1. Cleland W.W., Kreevoy M.M. Science. 264:1994;1927
2. Gertl G.A., Gassman P.G. Biochemistry. 32:1993;11943
3. Frey P.A. Science. 269:1995;105
4. Warschel A., Papazyan A., Kollman P.A. Science. 269:1995;102
5. Shan S.O., Loh S., Herschlag D. Science. 272:1996;97
6. Pan Y.P., McAllister M.A. J. Am. Chem. Soc. 119:1997;7561
7. Garcia-Viloca M., Gonzales-Lafont A., Lluch J.M. J. Am. Chem. Soc. 119:1997;1081
8. Frey P.A., Clelland W.W. Bioorg. Chem. 26:1998;175
9. Dannenberg J.J., Paraskevas L.-R., Sharma V. J. Phys. Chem. A. 104:2000;6617
10. Stasko D., Hoffmann S.P., Kim K.-C., Fackler N.L.P., Larsen A.S., Drovetskaya T., Tham F.S., Reed C.A., Rickard C.E.F., Boyd P.D.W., Stoyanov E. J. Am. Chem. Soc. 124:2002;13869
11. Perrin C.L. Science. 266:1994;1887
12. Chandra A.K., Zeegers-Huyskens T. J. Org. Chem. 68:2003;3618
13. Kumar G.A., Pan Y., Smallwood C.J., McAllister M.A. J. Comput. Chem. 19:1998;1345
14. Yamdagni R., Kebarle P. J. Am. Chem. Soc. 95:1973
15. Davidson W.R., Kebarle P. J. Am. Chem. Soc. 101:1979;1675
16. Desmeules P.J., Allen L.C. J. Chem. Phys. 72:1980;4731
17. Meot-Ner M. J. Am. Chem. Soc. 106:1984;1257
18. Speller C.V., Mautner M. J. Phys. Chem. 89:1985;5217
19. Meot-Ner M., Sieck L.W. J. Phys. Chem. 89:1985;5222
20. Scheiner S., Redfern P. J. Phys. Chem. 90:1986
21. Zeegers-Huyskens T. Chem. Phys. Lett. 1986;129
22. Nogaj B., Dulewicz E., Bryki B., Hrynio A., Barczynski P., Dega-Szafran Z., Dega-Szafran M., Koziol P., Katritzki A.R. J. Phys. Chem. 94:1990;1279
23. Mayer P.M. J. Phys. Chem. A. 103:1999;5909
24. Gilli G., Gilli P. J. Mol. Struct. 552:2000;1
25. Humbel S. J. Phys. Chem. 106:2002;5517
26. Remer L.C., Jensen J.H. J. Phys. Chem. A. 104:2000;9266
27. Hiraoka K., Tabimoto H., Yamabe S. J. Phys. Chem. 90:1986;5910
28. Del Bene J.E., Frisch M.J., Pople J.A. J. Phys. Chem. 89:1985;3669
29. Frisch M.J., Del Bene J.E., Binkley J.S., Schaefer H.F. III. J. Chem. Phys. 84:1986;2279
30. Latajka Z., Scheiner S. J. Mol. Struct. (Theochem). 234:1991;373
31. Xie Y., Remington R.B., Schaefer H.F. III. J. Chem. Phys. 101:1994;4878
32. Ojamae L., Shavitt I., Singer S.J. Int. Quantum Chem. Quantum Chem. Symp. 29:1995;657
33. Vener M., Kuhn O., Sauer J. J. Chem. Phys. 114:2001;240
34. Becke A.D. J. Chem. Phys. 98:1993;5648
35. Lee C., Yang W., Parr R.G. Phys. Rev. B37:1988;5648
36. Boys S.F., Bernardi F. Mol. Phys. 19:1979;553
37. Reed A.F., Curtiss L.A., Weinhold F. Chem. Rev. 88:1988;899
38. M.J. Frisch, G.W. Truks, 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. Millan, A.D. Daniels, K.N. Cudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Menucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Peterson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Ciolowski, 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. Gonzales, M. Challacombe, P.M.W. Gill, B.G. Johnson, W. Chen, M.W. Wong, J.L. Andres, M. Head-Gordon, E.S. Repogle, J.A. Pople, GAUSSIAN-98, Revision A5, Gaussian Inc., Pittsburgh, PA, 1998.
39. Lias S.G., Bartmess J.E., Liebman J.F., Holmes J.L., Levin R.D., Mallard W.G. Gas-phase ion and neutral thermochemistry. J. Phys. Chem. Ref. Data. 17:(Suppl 1):1988
40. Wells P.R. Streitwieser A., Taft R.W. Progress in Physical Organic Chemistry. vol. 6:1968;142 Interscience, New York
41. Kryachko E.K., Zeegers-Huyskens T. J. Phys. Chem. A. 107:2003;7546
42. Yeh L.I., Lee Y.T., Hougen J.T. J. Mol. Spectrosc. 164:1994;473
43. Grabowski S., Krygowski T. Tetrahedron. 54:1998;5683
44. Gilli P., Bertolasi V., Ferretti V., Gilli G. J. Am. Chem. Soc. 116:1994;909
45. Grimsrud E.P., Kebarle P. J. Am. Chem. Soc. 95:1973;7839
46. Lippincott E.R., Schroeder R. J. Chem. Phys. 23:1955;1099
47. Reid C. J. Chem. Phys. 30:1959;182
48. Novak A. Struct. Bond. 18:1974;177
49. Marcus Y. J. Phys. Chem. 72:1968;891
50. Del Bene J.E., Frisch M.J., Pople J.A. J. Phys. Chem. 89:1985;3669
51. Chandra A.K., Nguyen M.T., Uchimaru T., Zeegers-Huyskens T. J. Phys. Chem. A. 103:1999;8853