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Polymorphism in Dethoxyprone, a steroidal anesthetic. II. Crystal and molecular structure of 11α-dimethylamino-2β-ethoxy-3α-hydroxy-5α-pregnan-20-one (Dethoxyprone, form II)

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Abstract

The crystal and molecular structure of 11α-dimethylamino-2β-ethoxy-3α-hydroxy-5α-pregnan-20-one (Dethoxyprone, formII) (C25H43NO3) has been determined by direct methods, and refined to a finalR of 0.067 for 4508 observed reflections. The compound crystallizes in space groupP212121 with cell dimensionsa=10.830 (2),b=12.703 (2),c=17.490 (1) Å;Z=4,D x =1.12 g cm−3,μ (CuK α)=5.28 cm−1. The rings of the steroid skeleton are trans connected. Rings A, B, and C have chair conformations, while ring D has a half-chair conformation. The molecules are hydrogen bonded in a head to tail fashion through the hydroxy and keto groups.

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Author notes

  1. John N. Lisgarten

    Present address: Department of Ultrastructure, Instituut voor Molekulaire Biologie, Vrije Universiteit Brussel, Sint-Genesius Rode, B-1640, Paardenstraat 65, Belgium

Authors and Affiliations

  1. Department of Crystallography, Birkbeck College, Malet Street, WC1E 7HX, London, UK

    Rex A. Palmer, Hilda T. Palmer & John N. Lisgarten

  2. Glaxo Group Research, Greenford, UK

    Robert Lancaster

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  1. Rex A. Palmer
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  2. Hilda T. Palmer
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  3. John N. Lisgarten
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  4. Robert Lancaster
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Palmer, R.A., Palmer, H.T., Lisgarten, J.N. et al. Polymorphism in Dethoxyprone, a steroidal anesthetic. II. Crystal and molecular structure of 11α-dimethylamino-2β-ethoxy-3α-hydroxy-5α-pregnan-20-one (Dethoxyprone, form II). Journal of Crystallographic and Spectroscopic Research 23, 279–283 (1993). https://doi.org/10.1007/BF01263587

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