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Crystal Structure of 3β-Hydroxy-16α-methylpregn-5-en-20-one

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Abstract

The crystal structure of the title compound, 3β-hydroxy-16α-methylpregn-5-en-20-one, C22H34O2, was determined by direct methods using single crystal X-ray diffraction data. The compound crystallizes in the triclinic space group P1 with unit-cell parameters: a = 6.235(1) Å, b = 6.282(1) Å, c = 12.877(3) Å, α = 96.672(4)°, β = 98.746(4)°, γ = 106.838(4)°, Z = 1. The structure was refined by full-matrix least-squares to R = 0.0573 for 2,196 observed reflections. Rings A and C of the compound are in chair conformation whereas ring B is in half-chair conformation. Ring D is in envelope conformation. The A/B ring junction is quasi-trans, while ring systems B/C and C/D are trans fused about the C8–C9 and C13–C14 bonds, respectively. The steroid nucleus has a small twist, as shown by the C19–C10···C13–C18 pseudo-torsion angle of 8.0°. Molecules are connected via C–H···O hydrogen bonds to form straight chains along the c-axis of the unit cell. The straight chains are packed together to form layers.

Graphical Abstract

Crystal structure analysis of 3β-Hydroxy-16α-methylpregn-5-en-20-one

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Acknowledgments

The authors are thankful to Prof.P.K.Bharadwaj, for extending intensity data collection facility. One of us (Vivek) is thankful to the University Grants Commission, Govt. of India, for research funding under DRS Programme [Project No. F-530/1/DRS/2001(SAP-I)].

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Authors and Affiliations

  1. Department of Physics, University of Jammu, Jammu Tawi, 180006, India

    Vivek K. Gupta & Pankaj Bandhoria

  2. Natural Products Chemistry Division, Regional Research Laboratory, Jammu Tawi, 180001, India

    B. D. Gupta

Authors
  1. Vivek K. Gupta
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  2. Pankaj Bandhoria
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  3. B. D. Gupta
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Correspondence to Vivek K. Gupta.

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Gupta, V.K., Bandhoria, P. & Gupta, B.D. Crystal Structure of 3β-Hydroxy-16α-methylpregn-5-en-20-one. J Chem Crystallogr 41, 582–586 (2011). https://doi.org/10.1007/s10870-010-9929-x

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  • DOI: https://doi.org/10.1007/s10870-010-9929-x

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