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Structure of 3α,12β-dihydroxy-2β-morpholino-5α-pregnan-20-one, C25H41O4N

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Abstract

The crystal and molecular structure of 3α,12β-dihydroxy-2β-morpholino-5α-pregnan-20-one, C25H41O4N, has been determined:M r =419.6,P21,a=13.5778(8),b=14.4340(8),c=5.8943(5) Å,β=94.32(1)°,V c =1151.9(3) Å3,Z=2,D x =1.21 g cm−3,\(\bar \lambda \)(CuKα) = 1.5418 Å, μ=5.6 cm−1,F(000)=460,R=0.039,R w =0.040 for 2421 unique observed reflections. All six-membered rings have chair conformations, and theD ring has a 13β-envelope conformation. The progesterone side chain has an unusual conformation, and the C16-C17-C20-O20 torsion angle, which defines the conformation, is −152.6(3)°. The unusual conformation seems to be forced by the intramolecular hydrogen bond between the hydroxyl group at C12 and the O20 atom from the side-chain.

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Authors and Affiliations

  1. Institute of General Chemistry, Technical University of Łódź, ul. Zwirki 36, 90-924, Łódź, Poland

    Zdzisław Gałdecki

  2. Institute of Physics, Technical University of Łódź, ul. Wolczanska 219, 93-005, Łódź, Poland

    Paweł Grochulski & Zdzisław Wawrzak

  3. Medical Foundation of Buffalo, Inc., 73 High Street, 14203, Buffalo, New York

    William L. Duax & Phyllis D. Strong

Authors
  1. Zdzisław Gałdecki
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  2. Paweł Grochulski
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  3. Zdzisław Wawrzak
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  4. William L. Duax
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  5. Phyllis D. Strong
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Gałdecki, Z., Grochulski, P., Wawrzak, Z. et al. Structure of 3α,12β-dihydroxy-2β-morpholino-5α-pregnan-20-one, C25H41O4N. Journal of Crystallographic and Spectroscopic Research 19, 561–568 (1989). https://doi.org/10.1007/BF01185391

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