Three-center hydrogen bonds C-F...H(N)...O=C in crystal structures of O2NCF2CONHCH2Ph and O2NCF2conhnhtol

  • A. N. Chekhlov
  • V. K. Brei'
  • I. V. Martynov
Physical Chemistry


  1. 1.

    Using the x-ray diffraction method, we have determined the crystal and molecular structure of N-benzyldifluoronitroacetamide and 1-difluoronitroacetyl-2-p-tolylhydrazine.

  2. 2.

    In the investigated compounds, we have observed three-center hydrogen bonds, C-F... H(N)...O=C.



Hydrogen Crystal Structure Hydrogen Bond Molecular Structure Diffraction Method 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    H. P. Braendlin and E. T. McBee, in: Advances in Fluorine Chemistry [Russian translation] Khimiya, Leningrad (1970), Vols. 3–4, pp. 242–243.Google Scholar
  2. 2.
    R. A. Nyquist, Spectrochim. Acta,19, 509 (1963).Google Scholar
  3. 3.
    P. J. Krueger and D. W. Smith, Can. J. Chem.,45, 1611 (1967).Google Scholar
  4. 4.
    S. S. Krishnamurthy and S. Soundararajan, Tetrahedron, 24, 167 (1968).Google Scholar
  5. 5.
    M. G. Voronkov, G. I. Sarapulova, N. N. Chipanina, E. N. Medvedeva, T. I. Yushmanova, V. A. Lopyrev, and Yu. L. Frolov, Izv. Akad. Nauk SSSR, Ser. Khim., 2739 (1980).Google Scholar
  6. 6.
    R. L. Jones, Spectrochim. Acta,30A, 1329 (1974).Google Scholar
  7. 7.
    K. S. Buckton and R. G. Azrak, J. Chem. Phys.,52, 5652 (1970).Google Scholar
  8. 8.
    B. P. van Eijck, G. van der Plaats, and P. H. van Roon, J. Mol. Struct.,11, 67 (1972).Google Scholar
  9. 9.
    R. Bosch, H. Brückner, G. Jung, and W. Winter, Tetrahedron,38, 3579 (1982).Google Scholar
  10. 10.
    G. M. Bonora, C. Toniolo, B. Di Blasio, V. Pavone, C. Pedone, E. Benedetti, I. Lingham, and P. Hardy, J. Am. Chem. Soc.,106, 8152 (1984).Google Scholar
  11. 11.
    D. O. Hughes and R. W. H. Small, Acta Crystallogr.,15, 933 (1962).Google Scholar
  12. 12.
    Yu. V. Zefirov and M. A. Porai-Koshits, Zh. Strukt. Khim.,21, No. 4, 150 (1980).Google Scholar
  13. 13.
    M. R. Anderson, S. Vilminot, and I. D. Brown, Acta Crystallogr.,B29, 2961 (1973).Google Scholar
  14. 14.
    A. J. Blake, E. A. V. Ebsworth, and A. J. Welch, Acta Crystallogr.,C40, 1260 (1984).Google Scholar
  15. 15.
    B. Frlec, D. Gantar, L. Golic, and I. Leban, Acta Crystallogr.,B37, 666 (1981).Google Scholar

Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • A. N. Chekhlov
    • 1
  • V. K. Brei'
    • 1
  • I. V. Martynov
    • 1
  1. 1.Institute of Physiologically Active SubstancesAcademy of Sciences of the USSRChernogolovka

Personalised recommendations