(-)-3,7-Dioxo-5beta-cholanic acid: dual hydrogen-bonding modes in a diketonic bile-acid derivative.
The asymmetric unit of the title compound, C(24)H(36)O(4), contains three molecules, all differing in their side-chain conformations and all linked by hydrogen bonding confined entirely within a three-molecule block. One connection is of the acid-to-ketone type [O...O = 2.7055 (19) Angstrom and O-H...O = 180 degrees ] and the other involves carboxyl pairing [O...O = 2.6485 (18) and 2.6598 (18) Angstrom, and O-H...O = 168 and 174 degrees ]. Numerous intermolecular C-H...O close contacts connect neighbouring molecules.
Kikolski
Elizabeth M
EM
Carl A. Olson Memorial Laboratories, Department of Chemistry, Rutgers University, Newark, NJ 07102, USA.
Lalancette
Roger A
RA
Thompson
Hugh W
HW
D001646:Bile / Q000737:chemistry; D002793:Cholic Acids / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure
D002793:Cholic Acids; C007036:cholanic acid