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Crystal and molecular structure of muurolene and cadinene dihydrochlorides

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Abstract

An x-ray structural investigation (λ Mo Kα2ϑ/θ scanning for 2ϑ<50°, MLS in the anisotropic approximation) has been performed of cadinene dihydrochloride (I) (1213 reflections, R=0.053) and muurolene dihydrochloride (II) 1643 reflections, R=0.087). The crystals of (I) belong to the rhombic system with a=6.053(2), b=14.622(5), c=17.926(7) A, Z=4, sp. gr. P212121, mp 117°C. The crystals of (II) belong to the monoclinic system, with a=9.842(4), b=11.627(6), c=13.677(9) Å, β=95.10(4)°, Z=4, sp. gr. P21, mp 86°C. The six-membered rings of the molecules (I) and (II) have the chair conformation with equatorial alkyl groups. The chlorine atoms have the axial arrangement. The molecule of (I) has the 3α,9α-dichlorocadinane structure, and that of (II) the 3β,9α-dichlormuurolane structure. The increased mean length of the C-Cl bonds of 1.844 Å in the molecule of (I) and 1.879 Å in the molecule of (II) must be mentioned.

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Literature cited

  1. M. Goryaev and I. Pliva, Methods of Investigating Essential Oils [in Russian], Alma-Ata (1962), p. 258.366.

  2. R. Vlahov, M. Holub, and V. Herout, Collec. Czech. Chem. Commun.,32, 822 (1967).

    Google Scholar 

  3. Z. Westfelt, Acta Chem. Scand.,20, 2852 (1966).

    Google Scholar 

  4. Z. Westfelt, Acta Chem. Scand.,20, 2893 (1966).

    Google Scholar 

  5. V. S. Cheng, Y. H. Kuo, and Y. T. Lin, Chem. Commun.,12, 565 (1967).

    Google Scholar 

  6. O. Motl, M. Romanuk, and V. Herout, Collect. Czech. Chem. Commun.,31, 2025 (1966).

    Google Scholar 

  7. F. Hanic, Chem. Listy,52, 165 (1958).

    Google Scholar 

  8. N. V. Mani, Z. Kristalogr.,118, 103 (1963).

    Google Scholar 

  9. A. Linek, R. Vlahov, M. Holub, and V. Herout, Tetrahedron Lett., 23 (1968).

  10. Yu. V. Gatilov, Zh. V. Dubovenko, and V. A. Khan, Zh. Strukt. Khim.,20, 509 (1979); Yu. V. Gatilov and Zh. V. Dubovenko, Zh. Strukt. Khim.,20, 319 (1979); Yu. V. Gatilov, V. A. Khan, Zh. V. Dubovenko, Khim. Prir. Soedin., 158 (1979).

    Google Scholar 

  11. Z. Westfelt, Acta Scand.,18, 572 (1964).

    Google Scholar 

  12. A. J. Gordon and R. A. Ford, The Chemist's Companion, Wiley-Interscience, New York (1962).

    Google Scholar 

  13. J. S. Clunie and J. M. Robertson, J. Chem. Soc., 4382 (1961).

  14. W. L. Jorgensen and J. E. Munroe, J. Am. Chem. Soc.,100, 1511 (1978).

    Google Scholar 

  15. G. T. De Titta, J. W. Edmonds, D. A. Langs, and H. Hauptman, Acta Crystallogr.,A31, 472 (1975).

    Google Scholar 

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Authors
  1. Yu. Gatilov
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  2. S. A. Oadchii
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  3. Zh. V. Dubovenko
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Additional information

Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 52–57, January–February, 1981.

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Gatilov, Y., Oadchii, S.A. & Dubovenko, Z.V. Crystal and molecular structure of muurolene and cadinene dihydrochlorides. Chem Nat Compd 17, 46–49 (1981). https://doi.org/10.1007/BF00566433

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  • DOI: https://doi.org/10.1007/BF00566433

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