Directional hydrogen bonding in the MM3 force field: II

Journal of Computational Chemistry

Volumn 19, Issue 9, 1998, Pages 1001-1016

  Lii, Jenn Huei ^a   Allinger, Norman L ^a  

^a UNIVERSITY OF GEORGIA   (United States)

Author keywords

Ab initio; Hydrogen bond; Molecular mechanics

Indexed keywords

EID: 0000837770     PISSN: 01928651     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1096-987X(19980715)19:9<1001::AID-JCC2>3.0.CO;2-U     Document Type: Article

References (28)

1. N. L. Allinger, Y. H. Yuh, and J.-H. Lii, J. Am. Chem. Soc., 111, 8551 (1989). The MM3 program is available to commercial users from Tripos Associates, 1699 South Hanley Road, St Louis, MO 63144, USA, and to academic users only from the Quantum Chemistry Program Exchange, Indiana University, Bloomington, 1N 47405, USA.
2. J.-H. Lii and N. L. Allinger, J. Phys. Org. Chem., 7, 591 (1994).
3. S. F. Boys and F. Bernardi, Mol. Phys., 19, 553 (1970).
4. Supplementary Material is also available on the web at http://europa.chem.uga.edu/supplement.
5. P. G. Jasien and W. J. Stevens, J. Chem. Phys., 84, 3271 (1986).
6. (amide) angle it about 140°.
7. K. Sakakibara and N. L. Allinger, J. Org. Chem., 60, 4044 (1995).
8. Lone-pair directionality is found to be very important in the hydrogen bonding formulation. Studies regarding this are in progress.
9. M. Dory, J. Delhalle, J. G. Fripiat, and J.-M Andre, Int. J. Quantum Chem. (Quantum Biol. Symp.), 14, 85 (1987).
10. W. L. Jorgensen and J. Tirado-Rives, J. Am. Chem. Soc., 110, 1657 (1988).
11. W. L. Jorgensen and J. Gao, J. Phys. Chem., 90, 2174 (1986).
12. I. Lukovits, A. Karpfen, H. Lischka, and P. Schuster, Chem. Phys. Lett., 63, 151 (1979).
13. O. Bastiansen, Acta Chem. Scand., 3, 415 (1949).
14. O. Bastiansen, L. Fernholt, K. Hedberg, and R. Seip, J. Am. Chem Soc., 107, 7836 (1985).
15. N. L. Allinger, R. A. Kok, and M. R. Imam, J. Comput. Chem., 9, 591, (1988).
16. L. Dosen-Micovic, D. Jeremic, and N. L. Allinger, J. Am. Chem. Soc., 105, 1716 (1983).
17. L. Dosen-Micovic, D. Jeremic, and N. L. Allinger, J. Am. Chem. Soc., 105, 1723 (1983).
18. N. L. Allinger, M. R. Imam, M. R. Frierson, Y. H. Yuh, and L. Schafer, In Mathematics and Computational Concepts in Chemistry, N. Trinajstic, Ed., Ellis Horwood, London, 1986.
19. H. D. Thomas, K. Chen, N. L. Allinger, J. Am. Chem. Soc., 116, 5887 (1994).
20. A. D. Walsh, Trans. Faraday Soc., 45, 179 (1949).
21. A. Bhaumik, W. V. F. Brooks, S. C. Dass, and K. V. L. N. Sastry, Can. J. Chem., 48, 2949 (1970).
22. W. V. F. Brooks and C. K. Sastri, Can. J. Chem., 56, 530 (1978).
23. K.-M. Marstokk and H. Møllendal, Acta Chem. Scand., A39, 429 (1985).
24. K.-M. Marstokk and H. Møllendal, Acta Chem. Scand., 46, 861 (1992).
25. K.-M. Marstokk and H. Møllendal, Acta Chem. Scand., A38, 387 (1985).
26. K.-M. Marstokk and H. Møllendal, Acta Chem. Scand., 46, 354 (1992).
27. A. M. Andrews, K. W. Hillig II, and R. L. Kuczkowski, J. Am. Chem. Soc., 114, 6765 (1992).
28. H. Hopf, K.-M. Marstokk, A. de Meijere, C. Mlynek, H. Møllendal, A. Svieczer, Y. Stenstrem, and M. Trætteberg, Acta Chem. Scand., 47, 739 (1993).