Abstract
The title compound (C19H18O2N2Cl2) crystallized in the monoclinic space groupP21/n witha=13.062(2),b=10.931(2),c=13.120(2)Å, andβ=104.57(1)°. The structure was solved by direct methods and refined toR=0.047 for 2776 reflections. The piperidine ring assumes a distorted boat conformation. The angle between phenyl rings is 78.98(7)°. The nitroso group is oriented by 138.22(7)° to the best plane of the piperidine ring. The interaction between the molecules are van der Waals in nature.
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Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G., and Taylor, R. (1987)J. Chem. Soc. Perkin Trans II, S1-S19.
Bordeaux, D., and Lajzerowicz, J. (1974)Acta Crystallgr. B 30, 790.
De Camp, W. H., Micovic, I. V., and Pelletier, S. W. (1974)Cryst. Struct. Commun. 3, 427.
Ferguson, L. N. (1975)Chem. Soc. Rev. 4, 289.
Frenz, B. A. (1978) The Enraf-Nonius CAD-4 SDP-A real-time system for concurrent X-ray data collection. InComputing in crystallography, H. Schenk, R. Olthof-Hazekamp, H. Van Koningsveld, and G. C. Bassi, (eds.) (Delft Univ. Press), pp. 64–71.
International Tables for X-ray Crystallography (1974). Vol. IV. (Kynoch Press, Birmingham) (present distributor Kluwer Academic Publishers, Dordrecht).
Jia, Z., Quail, J. W., Arora, V. K., and Dimmock, J. R. (1989)Acta Crystallogr. C 45, 1117.
Karabatsos, G. J., and Taller, R. A. (1964)J. Am. Chem. Soc. 86, 4373.
Lijinsky, W., and Epstein, S. S. (1970)Nature (London) 21, 225.
Loeppky, R. N., Tomasik, W., and Kerride, B. E. (1987)Carcinogenesis 8, 941.
Looney, C. E., Phillips, W. D., and Reilly, E. L. (1957)J. Am. Chem. Soc. 79, 6163.
Lunazzi, L., Cerioni, G., and Ingold, K. U. (1976)J. Am. Chem. Soc. 98, 7484.
Lunazzi, L., Cerioni, G., Foresti, E., and Macciantelli, D. (1978)J. Chem. Soc. Perkin Trans II, 686.
Lunazzi, L., and Macciantelli, D. (1981)J. Chem. Soc. Perkin Trans II, 406.
Magee, P. N., Montesano, R., and Preussmann, R. (1976)Chemical carcinogens, American Chemical Society, Washington, DC, p. 491.
Motherwell, W. D. S., and Clegg, W. (1978)Pluto:Program for plotting molecular and crystal structures (University of Cambridge, England).
Nardelli, M. (1983)Comput. Chem. 7, 95.
Ravindran, T., Jeyaraman, R., Murray, R. W., and Singh, M. (1991)J. Org. Chem. 56, 4833.
Rees, B., and Weiss, R. (1971)Acta Crystallogr. B 27, 932.
Rogers, M. J., and Woodbrey, J. C. (1962)J. Phys. Chem. 66, 540.
Roques, R., Declercq, J. P., Germain, G., Graffin, P., Kamenka, J. M., and Geneste, P. (1981)Acta Crystallogr. B 37, 712.
Schmelts, I., and Hoffmann, D. (1977)Chem. Rev. 77, 295.
Sheldrick, G. M. (1986)Shelxs-86. A program for crystal structure solution (Institut für Anorganische Chemie der Universität, Göttingen, Germany).
Sheldrick, G. M. (1976)Shelx 76: Program for crystal structure determination (University of Cambridge, England).
Ugliengo, P., Borzani, G., and Viterbo, D. (1987) A program for the graphical manipulation of molecules on personal computers, Instituto di chimica Fisica, Torini, Italy.
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Sukumar, N., Ponnuswamy, M.N., Thenmozhiyal, J.C. et al. Crystal and molecular structure of 2,6-di (o-chloro)phenyl-3,5-dimethyl-N-nitrosopiperidin-4-one(NOCDMPO). Journal of Crystallographic and Spectroscopic Research 23, 871–875 (1993). https://doi.org/10.1007/BF01195734
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DOI: https://doi.org/10.1007/BF01195734