Unusual intermolecular T-shaped X-H...π interactions between CH3C{triple bond, long}N/CH3N{triple bond, long}C and H2O, NH3 or C2H2: A B3LYP and MP2 theoretical study

Journal of Molecular Structure: THEOCHEM

Volumn 849, Issue 1-3, 2008, Pages 76-83

  Cao, Duan lin ^a,b   Ren, Fu de ^a   Feng, Xiao qin ^a   Wang, Jian long ^a   Li, Yong xiang ^a   Hu, Zhi yong ^a   Chen, Shu sen ^c  

^a NORTH UNIVERSITY OF CHINA   (China)

^b TIANJIN UNIVERSITY   (China)

^c BEIJING INSTITUTE OF TECHNOLOGY   (China)

Author keywords

B3LYP; CH3C triple bond, long N; CH3N triple bond, long C; MP2; T shaped X H... hydrogen bond

Indexed keywords

EID: 38049018052     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2007.10.018     Document Type: Article

References (41)

1. Viswamitra M.A., Radhakrishnan R., Bandekar J., and Desiraju G.R. J. Am. Chem. Soc. 115 (1993) 4868
2. Rozas I., Alkorta I., and Elguero J. J. Phys. Chem. A 101 (1997) 9457
3. McDowell S.A.C. Phys. Chem. Chem. Phys. 3 (2001) 2754
4. Scheiner S., and Grabowski S.J. J. Mol. Struct. 615 (2002) 209
5. Tsuzuki S., Honda K., Uchimaru T., Mikami M., and Tanabe K. J. Am. Chem. Soc. 124 (2002) 104
6. Sinnokrot M.O., Valeev E.F., and Sherrill C.D. J. Am. Chem. Soc. 124 (2002) 10887
7. Sinnokrot M.O., and Sherrill C.D. J. Phys. Chem. A 108 (2004) 10200
8. Park Y.C., and Lee J.S. J. Phys. Chem. A 110 (2006) 5091
9. DiStasio Jr. R.A., Steele R.P., Rhee Y.M., Shao Y., and Head-Gordon M. J. Comput. Chem. 28 (2007) 839
10. Rhee Y.M., DiStasio Jr. R.A., Lochan R.C., and Head-Gordon M. Chem. Phys. Lett. 426 (2006) 197
11. Podeszwa R., Bukowski R., and Szalewicz K. J. Phys. Chem. A 110 (2006) 10345
12. DiStasio Jr. R.A., von Helden G., Steele R.P., and Head-Gordon M. Chem. Phys. Lett. 437 (2007) 277
13. Lopes K.C., Araujo R.C.M.U., Rusu V.H., and Ramos M.N. J. Mol. Struct. 834-836 (2007) 258
14. Takhashi O., Kohno Y., and Saito K. Chem. Phys. Lett. 378 (2003) 509
15. Reynisson J., and Steenken S. J. Mol. Struct. (Theochem.) 635 (2003) 133
16. Mootz D., and Deeg A. J. Am. Chem. Soc. 114 (1992) 5887
17. Legon A.C., and Millen D.J. Chem. Rev. 86 (1986) 635
18. Soper P.D., Legon A.C., Read W.G., and Flygare W.H. J. Chem. Phys. 76 (1982) 292
19. Andrews L., Johnson G.L., and Kelsall B.J. J. Phys. Chem. 86 (1982) 3374
20. Andrews L., and Johnson G.L. J. Phys. Chem. 86 (1982) 3380
21. Ammal S.S.C., and Venuvanalingam P. J. Chem. Phys. 109 (1998) 9820
22. Tsuzuki S., Uchimaru T., Matsumura K., Mikami M., and Tanabe K. Chem. Phys. Lett. 319 (2000) 547
23. Ramos M.N., Lopes K.C., Silva W.L.V., Tavares A.M., Castrini F.A., do Monte S.A., Ventura E., and Araujo R.C.M.U. Spectrochim. Acta 63A (2006) 383
24. Bako I., Megyes T., and Palinka G. Chem. Phys. 316 (2005) 235
25. Liu R.F., Dennis R.T., Jefferey A.C., and Panla R.M. J. Phys. Chem. 100 (1996) 3430
26. Zhou X.F., and Liu R.F. Spectrochim. Acta A 53 (1997) 259
27. Nwobi O., Higgins J., Zhou X.F., and Liu R.F. Chem. Phys. Lett. 272 (1997) 155
28. Dunning T.H. J. Chem. Phys. 90 (1989) 1007
29. Xantheas S.S., and Dunning T.H. J. Chem. Phys. 99 (1993) 8774
30. Dunning Jr. T.H. J. Phys. Chem. A 104 (2000) 9062
31. Tanaka N., Tamezane T., Nishikiori H., and Fujii T. J. Mol. Struct. (Theochem) 631 (2003) 21
32. Novoa J.J., and Mota F. Chem. Phys. Lett. 318 (2000) 345
33. 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, 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 B.03, Gaussian, Inc., Pittsburgh PA, 2003.
34. Grabowski S.J., and Sokalski W.A. J. Phys. Org. Chem. 18 (2005) 779
35. van Duijineveldt F.B., van Duijineveldt-van de Rijdt J.C.M., and van Lenthe J.H. Chem. Rev. 94 (1994) 1873
36. Boys S.F., and Bernardi F. Mol. Phys. 19 (1970) 553
37. Costain C.C. J. Chem. Phys. 29 (1958) 864
38. Margules L., Demaison J., and Rudolph H.D. J. Mol. Struct. 599 (2001) 23
39. Fang G.Y., Xu L.N., Xiao H.M., and Ju X.H. Chin. J. Chem. 63 (2005) 1055
40. Langlet J., Berges J., and Reinhardt P. J. Mol. Struct. (Theochem) 685 (2004) 43
41. Reed A.E., Curtis L.A., and Weinhold F.A. Chem. Rev. 88 (1988) 899