Abstract
The structure of the title compound, C14H16NO3Br, was determined by X-rays.M r =326.19, tetragonal, space groupP43,a=9.2030(6),c=16.9979(9) Å,V c =1439.6 Å3,Z=4,D x =1.51 Mg m−3. CuKα radiation (graphite crystal monochromator, λ=1.54184 Å),μ(CuKα)=39.49 cm−1,T=290 K. Final conventionalR-factor=0.039,R w =0.052 for 2566 unique reflections and 204 variables. The structure was solved usingMultan andDirdif. The presence of bromine in the structure enabled the unambiguous assignment of the space group. The synthesis to prepare the title compound yields only one stereoisomer with theS-configuration, caused by the chirality of theS-proline methyl ester.
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References
Agrawal, Y. K. (1979)Russ. Chem. Rev. 48, 948.
Beurskens, G., Noordik, J. H., and Beurskens, P. T. (1980)Cryst. Struct. Commun.,9, 23–28.
Beurskens, P. T., Bosman, W. P., Doesburg, H. M., Van den Hark, Th. E. M., Prick, P. A. J., Noordik, J. H., Beurskens, G., Gould, R. O., and Parthasarathi, V. (1982)Conformation in Biology, R. Srinivasan and R. H. Sarma, eds. (Adenine Press, New York), pp. 389–406.
Chatterjee, B. (1978)Coord. Chem. Rev. 26, 281.
Exner, O., and Simon, W. (1965)Collect. Czech. Chem. Commun. 30, 4078.
Fritz, H. P., and von Stetten, O. (1973)Z. Naturforsch., Teil B 28, 772.
Grant, D. F., and Gabe, E. J. (1978)J. Appl. Crystallogr. 11, 114–120.
Herscheid, J. D. M., Knops, G. H. J. N., Boele, S., and Hoekstra, A. (1986) To be published.
International Tables for X-ray Crystallography. (1974) Vol IV Kynoch Press, Birmingham.
Lehman, M. S., and Larsen, F. K. (1974)Acta Crystallogr. A30, 580–584.
Maehr, H. (1971)Pure Appl. Chem. 28, 603.
Main, P., Fiske, S. J., Hull, S. E., Lessinger, L., Germain, G., Declercq, J.-P., and Woolfson, M. M. (1980)Multan 80, A System of Computer Programs for the Automatic Solulion of Crystal Struclures from X-ray Diffraction Data (Universities of York, England, and Louvain-la-Neuve, Belgium).
Motherwell, W. D. S. (1976)Pluto, A program for plotting molecular and crystal structures (University Chemical Laboratory, Cambridge, England).
Neilands, J. B. (1967)Science,156, 1443.
Neilands, J. B. (1973)Inorganic Biochemistry, G. L. Eichorn, ed. (Elsevier, New York), Vol. 1, pp. 167–202.
Neunhoeffer, O. (1970)Z. Naturforsch., Teil B 25, 603.
North, A. C. T., Philips, D. C., and Mathews, F. S. (1968)Acta Crystallogr. A24, 351–359.
Raymond, K. N., Mueller, G., and Matzanke, B. F. (1984)Topics in Current Chemistry, F. L., Boschke, ed. (Springer-Verlag, Berlin), Vol. 123, pp. 49–102.
Sheldrick, G. M. (1976)Shelx, A program for crystal structure determination (Universily Chemical Laboratory, Cambridge, England).
Smits, J. M. M., Beurskens, P. T., Zeegers, B., and Ottenheijm, H. C. J. (1986)J. Crystallogr. Spectrosc. Res.,16, 747–754.
Walker, N., and Stuart, D. (1983)Acta Crystallogr. A39, 158–166.
Zeegers, H. J. M., and Ottenheijm, H. C. J. (1986) Manuscript in preparation.
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Smits, J.M.M., Beurskens, P.T., Zeegers, B. et al. Crystal and molecular structure ofN-(S)-α-bromophenylacetyl-(S)-proline methyl ester, C14H16NO3Br. Journal of Crystallographic and Spectroscopic Research 16, 739–746 (1986). https://doi.org/10.1007/BF01181258
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DOI: https://doi.org/10.1007/BF01181258