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  • Title: 9alpha-Fluoro-16alpha-methyl-3,11-dioxoandrosta-1,4-diene-17beta-carboxylic acid: catemeric hydrogen bonding and acetic acid solvation in a steroidal keto acid related to dexamethasone.
    Author: Lalancette RA, Thompson HW.
    Journal: Acta Crystallogr C; 2003 May; 59(Pt 5):o274-6. PubMed ID: 12743413.
    Abstract:
    The title keto acid crystallizes as a solvate, C(21)H(25)FO(4).C(2)H(4)O(2), with two molecules each of steroid and acetic acid per asymmetric unit. The former are approximately parallel, with opposite end-to-end orientation, and form translational carboxyl-to-ketone hydrogen-bonding catemers [O...O = 2.679 (6) and 2.650 (5) A, and O-H...O = 165 and 162 degrees] that involve the 3-ketone group and follow the a axis. The acetic acid molecules are paired by hydrogen bonding, and neither they nor the F atom nor the 11-ketone group play any overt role in the hydrogen-bonding scheme of the steroid. Intermolecular C-H...O=C close contacts involving three different neighboring molecules exist to the 11-ketone group, the steroidal carboxyl group and one of the acetic acid molecules.
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