Aj. Miller et al., (+/-)-3-oxo-1,2,3,9,10,10a-hexahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a delta-keto acid, ACT CRYST C, 55, 1999, pp. 563-566
The crystal structure of the title compound (C15H14O3) involves hydrogen-bo
nding catemers, with hydrogen bonds progressing from the carboxyl group of
each molecule to the ketone group of a screw-related neighbor [O ... O = 2.
604(3) Angstrom]. This creates two parallel centrosymmetrically related sin
gle-strand hydrogen-bonding helices proceeding in the b direction through t
he chosen cell. Two intermolecular C=O ... H-C close contacts were found, o
ne involving the acid (2.39 Angstrom) and one, the ketone (2.58 Angstrom).
A close contact was also found between a methylene C-H and the center of th
e aromatic pi-cloud in a centrosymmetrically related molecule.