Theoretical study of the blue-shifting hydrogen bonds between CH2X2 and CHX3 (X=F, Cl, Br) and hydrogen peroxide

Journal of Molecular Structure

Volumn 792-793, Issue , 2006, Pages 16-22

  Nguyen, Hue Minh Thi ^a   Peeters, Jozef ^a   Zeegers Huyskens, Thérèse ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

2p) calculations; Blue shifting hydrogen bonds; CH2X2; CHX3; Hydrogen peroxide; MP2 6 311++G(3df

Indexed keywords

BINDING ENERGY; CALCULATIONS; CHARGE TRANSFER; COMPLEXATION; HARMONIC ANALYSIS; HYDROGEN PEROXIDE; MOLECULAR STRUCTURE; NATURAL FREQUENCIES;

BLUE-SHIFTING HYDROGEN BONDS; CH 2X2; CHX 3; MP2/6-311++G(3DF;

HYDROGEN BONDS;

EID: 33745356740     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2005.12.059     Document Type: Article

References (43)

1. Alabugin I.V., Manoharan M., Peabody S., and Weinhold F. J. Am. Chem. Soc. 125 (2003) 5973
2. Hobza P., and Havlas Z. Chem. Rev. 100 (2000) 4253 (and references therein)
3. Barnes A.J. J. Mol. Struct. 704 (2004) 3 (and references therein)
4. Gu Y.L., Kar T., and Scheiner S. J. Am. Chem. Soc. 121 (1999) 9411
5. Scheiner S., Grabowski S.J., and Kar T. J. Phys. Chem. A 105 (2001) 10607
6. Scheiner S., and Kar T. J. Phys. Chem. A106 (2002) 1784
7. Masunov A., Dannenberg J.J., and Contrerars R.H. J. Phys. Chem. A 105 (2001) 4737
8. Li X., Liu L., and Schlegel H.B. J. Am. Chem. Soc. 124 (2002) 9639
9. Hermansson K. J. Phys. Chem. A 106 (2002) 4695
10. Kryachko E.S., and Zeegers-Huyskens Th. J. Phys. Chem. A 105 (2001)
11. Nguyen H.M.T., Nguyen M.T., Peeters J., and Zeegers-Huyskens Th. J. Phys. Chem. A 108 (2004) 11101
12. Parra R.D., Bulusu S., and Zeng X.C. J. Chem. Phys. 118 (2003) 3499
13. Kryachko E.S., and Zeegers-Huyskens Th. J. Phys. Chem. A 107 (2003) 7546
14. Kar T., and Scheiner S. J. Phys. Chem. A 108 (2004) 9161
15. Vijayakumar S., and Kolandaival P. J. Mol. Struct. 734 (2004) 157
16. Van der Veken B.J., Herrebout W.A., Szostak R., Shchepkin D.N., Havlas Z., and Hobza P. J. Am. Chem. Soc. 124 (2002) 7490
17. Delanoye S.N., Herrebout W.A., and van der Veken B.J. J. Am. Chem. Soc. 124 (2002) 11854
18. Melikova S.M., Rutkowski K.S., Rodziewicz P., and Koll A. Chem. Phys. Lett. 352 (2002) 301
19. Matsuura H., Yoshida H., Hieda M., Yamanaka S., Harada T., Shin-ya K., and Ohno K. J. Am. Chem. Soc. 125 (2003) 13921
20. Mizuno K., Imafuji S., Fujiwara T., Ohta T., and Tamiya Y. J. Phys. Chem. B 107 (2003) 3972
21. Alonso J.L., Antolínez S., Blanco S., Lesarri A., López J.C., and Caminati W. J. Am. Chem. Soc. 126 (2004) 3244
22. M.J. Frisch, et al., gaussian 98, revision A.9, gaussian, Inc., Pittsburgh, PA 1998.
23. Boys S.F., and Bernardi F. Mol. Phys. 19 (1979) 553
24. Reed A.E., Curtiss L.A., and Weinhold F. Chem. Rev. 88 (1988) 899
25. Kryacko E., and Scheiner S. J. Phys. Chem. A 108 (2004) 252725
26. Dobado J.A., Molina J., and Portal D. J. Phys. Chem. A 102 (1998) 778
27. Dobado J.A., and Molina J. J. Phys. Chem. A 103 (1999) 4755
28. Ju X.-H., Xiao J.J., and Xiao H.M. J. Mol. Struct. (Theochem) 626 (2003) 231
29. Lias S.G., Bartmess J.E., Liebman J.F., Holmes J.L., Levin R.D., and Mallard W.G. In gas-phase ion and neutral thermochemistry. J. Phys. Chem. Ref. Data 17 suppl.1 (1988)
30. A.K. Chandra, Th. Zeegers-Huyskens, J. Phys. Chem. A 109 (2005) 12006.
31. Chandra A.K., Nguyen M.T., and Zeegers-Huyskens T.H. J. Phys. Chem. A 102 (1998) 6010
32. Kryachko E.S., Nguyen M.T., and Zeegers-Huyskens T.H. J. Phys. Chem. A 105 (2001) 1233
33. Kryachko E.S., and Zeegers-Huyskens T.H. J. Phys. Chem. A 105 (2001) 7118
34. NBO charges on all the atoms and hyperconjugative energies can be obtained from the authors on request.
35. Bent H.A. Chem. Rev. 61 (1961) 275
36. The equation deduced for CH3X-HP complexes [11] is the following: r(CH) (Å)=A - 0.0020 [(%s-character(CH) +3 σ*(CH))]. The independent term A is different for CH3F, CH3Cl and CH3Br systems.
37. Chocholoušová J., Špirko V., Hobza P., Chocholoušová J., Špirko V., and Hobza P. Phys. Chem. Phys. 6 (2004) 37
38. Wysokiñsky R., Bieñko D.C., Michalska D., and Zeegers-Huyskens T.H. Chem. Phys. 315 (2005) 17
39. For example. Pimentel G.C., and McClellan A.L. The Hydrogen Bond (1960), W.H. Freeman & Co, San Francisco, London
40. Zeegers-Huyskens Th., and Huyskens P. In: Ratajczak H., and Orville-Thomas W.J. (Eds). Molecular Interactions vol. 2 (1980), Wiley, Chichester (and references therein)
41. Desiraju G.R., and Steiner T. The Weak Hydrogen Bond in Structural Chemistry and Biology (1999), Oxford, New York (and references therein)
42. M. Meot-Ner, Molecular Structure and Energetics, vol. 4, J.F. Liebman and A. Greenberg, VCH, 1987.
43. Rutkowski K.S., Rodziewicz P., Melikova S.M., Herrebout W.A., Van der Veken B.J., and Koll A. Chem. Phys. 313 (2005) 225