(+)-3,11-Dioxo-5alpha-androstanecarboxylic acid: catemeric hydrogen bonding in a steroidal diketo acid.
The title compound, C(20)H(28)O(4), aggregates catemerically, with hydrogen-bonding links from each carboxylic acid group to the 3-oxo group in the A ring of a molecule translationally related in both the a and the b directions [O...O = 2.7537 (18) Angstrom and O-H...O = 162 degrees ]. The 11-oxo group in the C ring is not involved in the hydrogen bonding. A single intermolecular C-H...O close contact connects the carboxyl C=O group to a methyl group on an adjacent molecule.
Kikolski
Elizabeth M
EM
Carl A. Olson Memorial Laboratories, Department of Chemistry, Rutgers University, Newark, NJ 07102, USA.
Thompson
Hugh W
HW
Lalancette
Roger A
RA
D000731:Androstanes / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure
D000731:Androstanes; C018293:etianic acid