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

Zdzisław Gałdecki*, Paweł Grochulski, Zdzisław Wawrzak, William L. Duax, Phyllis D. Strong

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    6 Scopus citations

    Abstract

    The crystal and molecular structure of 3 α,12 β-dihydroxy-2 β-morpholino-5α-pregnan-20-one, C25H41O4N, has been determined:Mr=419.6, P21, a=13.5778(8), b=14.4340(8), c=5.8943(5) Å, β=94.32(1)°, Vc=1151.9(3) Å3, Z=2, Dx=1.21 g cm-3, {Mathematical expression}(Cu Kα) = 1.5418 Å, μ=5.6 cm-1, F(000)=460, R=0.039, Rw=0.040 for 2421 unique observed reflections. All six-membered rings have chair conformations, and the D ring has a 13 β-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.

    Original languageEnglish (US)
    Pages (from-to)561-568
    Number of pages8
    JournalJournal of Crystallographic and Spectroscopic Research
    Volume19
    Issue number3
    DOIs
    StatePublished - Jun 1 1989

    ASJC Scopus subject areas

    • Structural Biology
    • Condensed Matter Physics
    • Spectroscopy

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