Advertisement

Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

The calculation of monocyclic molecular structures using MINDO/3

Abstract

A comparison is made of the experimentally determined structures for some 4, 5, and 6 membered monocyclic rings and the MINDO/3 calculated structures. Among several systematic deficiencies the calculated ring structures are found to be too flat. This is attributed to the fact that MINDO/3 underestimates 1,4-eclipsing interactions.

This is a preview of subscription content, log in to check access.

References

  1. 1.

    Bingham, R. C., Dewar, M. J. S., Lo, D. H.: J. Am. Chem. Soc. 97, 1285 (1975)

  2. 2.

    Bingham, R. C., Dewar, M. J. S., Lo, D. H.: J. Am. Chem. Soc. 97, 1294 (1975)

  3. 3.

    Bingham, R. C., Dewar, M. J. S., Lo, D. H.: J. Am. Chem. Soc. 97, 1302 (1975)

  4. 4.

    Bingham, R. C., Dewar, M. J. S., Lo, D. H.: J. Am. Chem. Soc. 97, 1307 (1975)

  5. 5.

    Dewar, M. J. S., Lo, D. H., Ramsden, C. A.: J. Am. Chem. Soc. 97, 1311 (1975)

  6. 6.

    Lattimer, R. P., Kuczkowski, R. L., Gillies, C. W.: J. Am. Chem. Soc. 96, 348 (1974)

  7. 7.

    Brown, C. J.: Acta Cryst. 7, 92 (1954)

  8. 8.

    Brisse, F., Sygusch, J.: Acta Cryst. B31, 2829 (1975)

  9. 9.

    Busetti, V., Del Pra, A., Mammi, M.: Acta Cryst. B25, 1191 (1969)

  10. 10.

    Furberg, S., Hassel, O.: Acta Chem. Scand. 4, 1584 (1950); Altona, C., van der Veek, A. P. M.: Tetrahedron 24, 4377 (1968)

  11. 11.

    Benedetti, E., Corradini, P., Pedone, C.: Acta Cryst. B26, 493 (1970)

  12. 12.

    Bregman, J., Bauer, S. H.: J. Am. Chem. Soc. 77, 1955 (1955)

  13. 13.

    Kwak, N., Goldstein, J. H., Simmons, J. W.: J. Chem. Phys. 25, 1203 (1956)

  14. 14.

    Chan, S. I., Zinn, J., Gwinn, W. D.: J. Chem. Phys. 34, 1319 (1961)

  15. 15.

    Durig, J. R., Li, Y. S., Harmony, M. D., Fong, M. Y.: J. Mol. Struct. 23, 377 (1974)

  16. 16.

    Kim, H., Gwinn, W. D.: J. Chem. Phys. 44, 865 (1966)

  17. 17.

    Busetti, V., Mammi, M., Carazzolo, G.: Z. Kristallogr. 119, 310 (1963); Komaki, A., Matsumoto, T.: J. Polymer Sci. B1, 671 (1963); Kobayashi, M., Iwamoto, R.,Tadokoro, H.: J. Chem. Phys. 44, 922 (1966)

Download references

Author information

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Felker, P., Hayes, D.M. & Hull, L.A. The calculation of monocyclic molecular structures using MINDO/3. Theoret. Chim. Acta 55, 293–299 (1980). https://doi.org/10.1007/BF00549427

Download citation

Key words

  • Ring conformation
  • Monocyclic molecular structures