Consistent Force Field Studies of Intermolecular Forces in Hydrogen-Bonded Crystals. 3. The C=O…H-O Hydrogen Bond and the Analysis of the Energetics and Packing of Carboxylic Acids

Journal of the American Chemical Society

Volumn 101, Issue 18, 1979, Pages 5131-5141

  Hagler, A T ^a   Dauber, P ^a   Lifson, S ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845560932     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00512a003     Document Type: Article

References (43)

1. A.T. Hagler, E. Huler, and S. Lifson, J. Am. Chem. Soc., 96, 5319 (1974).
2. A.T. Hagler and S. Lifson, J. Phys. Chem., 96, 5327 (1974).
3. L. Leiserowitz, Acta Crystaiiogr., Sect. B. 32, 775 (1976).
4. A.T. Hagler and L. Leiserowitz, J. Am. Chem. Soc., 100, 5879(1978).
5. J. Bernstein and A.T. Hagler, J. Am. Chem. Soc., 100, 673 (1978).
6. A.T. Hagler and J. Bernstein, J. Phys. Chem., 100, 6349 (1978).
7. R.S. Bradley and S. Cotson, J. Chem. Soc., 1684 (1953).
8. P.H. Smit, Ph.D. Dissertation, Department of Structural Chemistry, Rijksuniversiteit, The Netherlands, 1978.
9. P.H. Smit, J.L. Derissen, and F.B. Von Duijneveldt, J. Chem. Phys., 67, 274(1977).
10. A.I. Kitaigorodskii, “Molecular Crystals and Molecules”, Academic Press, New York, 1973, Chapter 2.
11. P.A. Kollman, J. Am. Chem. Soc., 99, 4874 (1977).
12. P. Schuster in “The Hydrogen Bond”, P. Schuster, G. Zundel, and G. Sandorfy, Eds., North-Holland Publishing Co., Amsterdam, 1976.
13. E.W. Johnson and L.K. Nash, J. Am. Chem. Soc., 72, 547 (1950).
14. P. Excoffan and Y. Marechal, Spectrochim. Acta, Part A. 28, 269 (1972).
15. D.M. Mathews and R.W. Sheets, J. Chem. Soc. A. 2203 (1969).
16. J.E. Del Bene and W.L. Kochenour, J. Am. Chem. Soc., 98, 2041 (1976).
17. E. Clementi, J. Mehl, and W. Von Niessen, J. Chem. Phys., 54, 508.
18. J.D. Cox and G. Pilcher, “Thermochemistry of Organic and Organometallic Compounds”, Academic Press, New York, 1970.
19. F.P. Holzberg and J. Fankuchen, Acta Crystaiiogr., 6, 127 (1953).
20. I. Nahringbauer, Acta Crystaiiogr., Sect. B. 34, 315 (1978).
21. P. Jonsson, Acta Crystaiiogr., 27, 893 (1971).
22. F.J. Strieter, D.H. Templeton, R.F. Scheuerman, and R.L. Sass, Acta Crystaiiogr., 15, 1233(1962).
23. F.J. Strieter and D.H. Templeton, Acta Crystaiiogr., 15, 1240 (1962).
24. R.F. Scheuerman and R.L. Sass, Acta Crystaiiogr., 15, 1244 (1962).
25. J.L. Derissen and P.H. Smit, Acta Crystaiiogr., Sect. B. 30, 2240 (1974).
26. J.A. Goedkoop and C.H. MacGillarery, Acta Crystaiiogr., 10, 125 (1957).
27. J.L. Derissen, Acta Crystaiiogr., Sect. B. 26, 901 (1970).
28. J.S. Broadley, D.W.J. Cruickshank, J.D. Morrison, J.M. Robertson, and H.M.M. Shearer, Proc. R. Soc. London, Ser. A. 251, 441 (1959).
29. J.D. Morrison and J.M. Robertson, J. Chem. Soc., 1001 (1949).
30. P.J. Housty and M. Hospital, Acta Crystaiiogr., 18, 693 (1965).
31. P.J. Housty and M. Hospital, Acfa Crystaiiogr., 18, 753 (1965).
32. P.J. Housty and M. Hospital, Acta Crystaiiogr., 20, 325 (1966).
33. A. Almenningen, O. Bastiansen, and T. Matzfedlt, Acta Chem. Scand., 23, 2848 (1969).
34. J.L. Derissen, J. Mot. Struct., 7, 67 (1971).
35. V. Benghiat and L. Leiserowitz, J. Chem. Soc., Perkin Trans. 2, 1763.
36. H. Lin, I.C. Paul, and D.Y. Curtin, J. Am. Chem. Soc., 96, 3699 (1974).
37. E. Von Sydov, Acta Chem. Scand., 12, 777 (1958).
38. H.M. Walborsky, L. Bareash, A.E. Young, and F.J. Impastata, J. Am. Chem. Soc., 83, 2517 (1961).
39. I.L. Karle, Acta Crystaiiogr., Sect. B. 28, 2000 (1972).
40. J. Housty and M. Hospital, Acta Crystaiiogr., 21, 553 (1966).
41. J. Housty and M. Hospital, Acta Crystaiiogr., 965 (1966).
42. A. Sintes, J. Housty and M. Hospital, Acta Crystaiiogr., 21, 965 (1966).
43. J. Housty, Acfa Crystaiiogr., Sect. B. 24, 486 (1968).