Journal of Chemical Crystallography

, Volume 28, Issue 7, pp 555–560 | Cite as

Synthesis and X-ray structure of N-phenyl phenylglyoxamide

  • Stanisław Boryczka
  • Kinga Suwińska
  • Georges Le Guillanton
  • Quang Tho Do
  • Driss Elothmani
Article

Abstract

The title compound (C14H11NO2) is monoclinic with a = 13.579(2), b = 5.297(1), c = 16.455(2) Å, β = 98.11(2)°, Z = 4, and space group P21/n. The significant structural features lie in the two carbonyl groups of the glyoxamide which are oriented antiperiplanar to each other [−163.6(3)°]. The central bond C(1)–C(2) is 1.545(4) Å. The observed conformation is stabilized by intramolecular hydrogen bonds.

N-phenyl phenylglyoxamide phenylglyoxanilide synthesis x-ray structure 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Le Guillanton, G.; Boryczka, S.; Elothmani, D.; Do, Q.T.; Simonet, J. Denki Kagaku oyobi Kogyo Butsuri Kagaku 1994, 62, 1283.Google Scholar
  2. 2.
    Boryczka, S.; Elothmani, D.; Do, Q.T.; Simonet, J.; Le Guillanton G. J. Electrochem. Soc. 1996, 143, 4027.Google Scholar
  3. 3.
    Boryczka, S.; Le Guillanton, G.; Do, Q.T.; Elothmani, D., Simonet, J. IXth European Symposium on Organic Chemistry; Warszawa, 1995, Abstr. PA 18.Google Scholar
  4. 4.
    Petyunin, P.A.; Mashevskaya, M.S.; Zalesov, V.S.; Karavaeva, E.G. Zh. Obshch. Khim. 1960, 30, 4042.Google Scholar
  5. 5.
    Beckmann, E.; Köster, A. Liebigs Ann. Chem. 1893, 274, 1.Google Scholar
  6. 6.
    Burger, K.; Eggersdorfer, M. Liebigs Ann. Chem. 1979, 274, 1547.Google Scholar
  7. 7.
    Haddadin, M.J.; Kattan, A.M.; Freeman, J.P. J. Org. Chem. 1982, 47, 723.Google Scholar
  8. 8.
    Tani, K.; Suwa, K.; Tanigawa, E.; Ise, T.; Yamagata, T. J. Organomet. Chem. 1982, 370, 203.Google Scholar
  9. 9.
    Sheldrick, G.M. SHELXS-86. Acta Crystallogr. 1990, A46, 467.Google Scholar
  10. 10.
    Sheldrick, G.M. SHELXL-93. Program for the Refinement of Crystal Structures; Univ. of Göttingen: Germany, 1993.Google Scholar
  11. 11.
    Johnson, C.K. ORTEPII. Report ORNL-5138; Oak Ridge National Laboratory: Tennessee, 1976.Google Scholar
  12. 12.
    Höhne, E.; Seidel, I. Krist. Technik 1980, 15, 885.Google Scholar
  13. 13.
    Zukerman-Schpector, J.; Pinto, A. Da C.; Da Silva, J.F.M.; Da Silva, R.B. Acta Crystallogr. 1994, C50, 87.Google Scholar
  14. 14.
    Boryczka, S.; Głowiak, T.; Le Guillanton, G.; Do, Q.T.; Elothmani, D. J. Chem. Crystallogr. 1996, 26, 231.Google Scholar
  15. 15.
    Gehme, G.; Schellenberger, A. Chem. Ber. 1968, 101, 1499.Google Scholar
  16. 16.
    Parthasarathy, R.; Ohrt, J.; Horeau, A.; Vigneron, J.P.; Kagan, H.B. Tetrahedron 1970, 26, 4705.Google Scholar
  17. 17.
    Ohrt, J.M.; Parthasarathy, R. J. Cryst. Mol. Struct. 1975, 5, 359.Google Scholar
  18. 18.
    Brown, C.J.; Sadanaga, R. Acta Crystallogr. 1965, 18, 158.Google Scholar
  19. 19.
    Bastiansen, O.; Traetteberg, M. Tetrahedron 1962, 17, 147.Google Scholar
  20. 20.
    Szulzewski, K.; Seidel, I.; Kulpe, S.; Höhne, E.; Raubach, H.; Stoffer, U. Krist. Technik 1979, 14, 39.Google Scholar
  21. 21.
    Brown, C.J. Acta Crystallogr. 1966, 21, 442.Google Scholar
  22. 2.
    Leiserowitz, L.; Tuval, M. Acta Crystallogr. 1978, B34, 1230.Google Scholar
  23. 23.
    Vyas, K.; Rao, V.M.; Manohar, H. Acta Crystallogr. 1987, C43, 1201.Google Scholar
  24. 24.
    Gavezzotti, A.; Filippini, G. J. Phys. Chem. 1994, 98, 4831.Google Scholar
  25. 25.
    Bertolasi, V.; Gilli, P.; Ferretti, V.; Gilli, G. Acta Crystallogr. 1995, B51, 1004.Google Scholar
  26. 26.
    Haisa, M.; Kashino, S.; Ueno, T.; Shinozaki, N.; Matsuzaki, Y. Acta Crystallogr. 1980, B36, 2306.Google Scholar

Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • Stanisław Boryczka
    • 1
  • Kinga Suwińska
    • 2
  • Georges Le Guillanton
    • 3
  • Quang Tho Do
    • 3
  • Driss Elothmani
    • 3
  1. 1.Department of Organic ChemistrySilesian School of MedicineSosnowiecPoland
  2. 2.Institute of Physical ChemistryPolish Academy of SciencesWarszawaPoland
  3. 3.Laboratoire d'Electrochimie Organique UA CNRS 439Universite Catholique de l'Ouest, BP 808Angers Cedex 01France

Personalised recommendations