3,17-Dioxoandrost-4-en-4-yl acetate.
The title compound, C(21)H(28)O(4), has a 4-acetoxy substituent positioned on the steroid alpha face. The six-membered ring A assumes a conformation intermediate between 1alpha,2beta-half chair and 1alpha-sofa. A long Csp(3)-Csp(3) bond is observed in ring B and reproduced in quantum-mechanical ab initio calculations of the isolated molecule using a molecular-orbital Hartree-Fock method. Cohesion of the crystal can be attributed to van der Waals interactions and weak C-H...O hydrogen bonds.
Andrade
L C R
LC
CEMDRX, Department of Physics, University of Coimbra, Coimbra, Portugal.
Paixão
J A
JA
de Almeida
M J M
MJ
Fernandes Roleira
F M
FM
Tavares da Silva
E J
EJ
D000085:Acetates / Q000737:chemistry*; D000735:Androstenedione / Q000031:analogs & derivatives*; D000736:Androstenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation
C522853:3,17-dioxoandrost-4-en-4-yl acetate; D000085:Acetates; D000736:Androstenes; D000735:Androstenedione