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(±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a ?-keto acid.

ABSTRACT: The title compound, C(15)H(16)O(3), aggregates as hydrogen-bonded catemers progressing from each carboxyl to the ketone of a screw-related neighbor [O?O = 2.6675?(14)?Å and O-H?O = 170°]. Two parallel centrosymmetrically related single-strand hydrogen-bonding helices proceed through the cell in the b-axis direction. The packing includes three inter-molecular C-H?O=C close contacts, involving both the ketone and the carboxyl group. The structure is isomorphous with that of the previously described ?(4) ?,?-unsaturated ketone.

SUBMITTER: Davison M

PROVIDER: S-EPMC2960539 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature

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(±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid.

Davison Mark M Lalancette Roger A RA Thompson Hugh W HW Miller Alan J AJ

Acta crystallographica. Section E, Structure reports online 20080823 Pt 9

The title compound, C(15)H(16)O(3), aggregates as hydrogen-bonded catemers progressing from each carboxyl to the ketone of a screw-related neighbor [O⋯O = 2.6675 (14) Å and O-H⋯O = 170°]. Two parallel centrosymmetrically related single-strand hydrogen-bonding helices proceed through the cell in the b-axis direction. The packing includes three inter-molecular C-H⋯O=C close contacts, involving both the ketone and the carboxyl group. The structure is isomorphous with that of the previously describe ...[more]

PMID: 21201790

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