Structure of 4-thioethyl-4-cholesten-3-one, C29H48OS

Authors:

• Zdzisłew Gałecki,
• Paweł Grochulski,
• Zdzisław Wawrzak,
• Andrzej Szyczewski

Abstract

The crystal structure of 4-thioethyl-4-cholesten-3-one, C₂₉H₄₈OS, has been determined by X-ray methods. The compound is orthorhombic:P2₁2₁2₁, a=7.787(2), b=12.586(4), c=27.960(6) Å, V=2740(3) ų, M_r=444.8, Z=4, D_x=1.08 Mg m^-3, Cu Kα radiation (λ=1.5418 Å), μ=11.2 cm^-1, F(000)=984. Final R=0.073 and R_w=0.057 for 1562 reflections. A comparison with other 4-substituted 4-en-3-ore steroids suggests that the A ring conformation and its relative orientation can be influenced by the thioethyl substituent. The C4 side chain is turned under the steroid skeleton. The cholesterol side chain is fully extended, with a trans, +gauche conformation of the terminal C26 and C27 methyl groups. © 1990 Plenum Publishing Corporation.