Abstract
The crystal structures of two tetracycline derivatives, 4-dedimethylaminotetracycline hydrate and 6-methylene-5-oxytetracycline hydrochloride (methacycline·HCl), were determined using X-ray intensity data measured on a diffractometer. The first compound crystallizes with two chemical formula and one water molecule per asymmetric unit. The monoclinic crystal [a=7.174(5),b=12.029(9),c=21.117(15) Å,β=93.16(6)°] shows the space groupP21. Crystals of methacycline hydrochloride are orthorhombic, space groupP212121,a=9.472(1),b=11.921(3),c=18.945(4)Å, with one molecule in the asymmetric unit.
Similar content being viewed by others
References
Argast, M., and Beck, C. F. (1984)Antimicrob. Agents Chemother. 26, 263.
Barton, D. H. R., Ley, S. V., Meguro, K., and Williams, D. J. (1977)J. Chem. Soc. Chem. Comm. 790.
Boothe, J. H., and Hlavka, J. J. (1978) InKirk-Othmer encyclopedia of chemical technology, Vol. 3 (Wiley, New York), pp. 64–78.
Bordner, J. (1979)Acta Crystallogr. B 35, 219.
Caira, M. R., Nassimbeni, L. R., and Russell, J. C. (1977)Acta Crystallogr. B 33, 1171.
Cid-Dresdner, H. (1965)Z. Kristallogr. 121, 170.
Clive, D. L. J. (1968)Quart. Rev. Chem. Soc. 22, 435.
Cremer, D. and Pople, J. A. (1975)J. Am. Chem. Soc. 97, 1354.
Dreele, R. B. von, and Hughes, R. E. (1971)J. Am. Chem. Soc. 93, 7290.
Dürckheimer, W. (1975)Angew. Chemie. (Int. Ed. Engl.)14, 721.
Glatz, B., Helmchen, G., Muxfeldt, H., Porcher, H., Prewo, R., Senn, J., Stezowski, J. J., Stojda, R. J., and White, D. R. (1979)J. Am. Chem. Soc. 101, 2171.
Hende, J. van den (1965)J. Am. Chem. Soc. 87, 929.
Jogun, K. H., and Stezowski, J. J. (1976a)Cryst. Struct. Commun. 5, 381.
Jogun, K. H., and Stezowski, J. J. (1976b)J. Am. Chem. Soc. 98, 6018.
Kollat, P., and Stezowski, J. J. (1982)Acta Crystallogr. B 38, 2531.
Kollat, P., and Stezowski, J. J. (1983)Z. Kristallogr. 162, 148.
Mitscher, L. A. (1978) The chemistry of the tetracycline antibiotics.Medicinal Research, Vol. 9 (M. Dekker, New York).
Nardelli, M. (1983)Acta Crystallogr. C 39, 1141.
Nicolet. (1982)Shelxtl. Nicolet XRD Corporation, Madison, Wise.
Palenik, G. J., and Bentley, J. A. (1978)J. Am. Chem. Soc. 100, 2863.
Palenik, G. J., and Mathew, M. (1978)J. Am. Chem. Soc. 100, 4464.
Palenik, G. J., Mathew, M., and Restivo, R. (1978)J. Am. Chem. Soc. 100, 4458.
Prewo, R., and Stezowski, J. J. (1977)J. Am. Chem. Soc. 99, 1117.
Prewo, R., and Stezowski, J. J. (1979)J. Am. Chem. Soc. 101, 7657.
Prewo, R., and Stezowski, J. J. (1980)J. Am. Chem. Soc. 102, 7015.
Prewo, R., and Stezowski, J. J., and Kirchlechner, R. (1980)J. Am. Chem. Soc. 102, 7021.
Stezowski, J. J. (1976)J. Am. Chem. Soc. 98, 6012.
Stezowski, J. J. (1977)J. Am. Chem. Soc. 99, 1122.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kozioł, A.E., Davis, J., Palenik, R.C. et al. Structural studies of two tetracyclines: 4-dedimethylaminotetracycline hydrate and 6-methylene-5-oxytetracycline hydrochloride. Journal of Crystallographic and Spectroscopic Research 22, 493–501 (1992). https://doi.org/10.1007/BF01195412
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01195412