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(±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid
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...
| Autores principales: | , , , |
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| Formato: | Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2008
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960539/ https://www.ncbi.nlm.nih.gov/pubmed/21201790 http://dx.doi.org/10.1107/S1600536808026639 |
| _version_ | 1782188764302409728 |
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| author | Davison, Mark Lalancette, Roger A. Thompson, Hugh W. Miller, Alan J. |
| author_facet | Davison, Mark Lalancette, Roger A. Thompson, Hugh W. Miller, Alan J. |
| author_sort | Davison, Mark |
| collection | PubMed |
| description | 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 intermolecular C—H⋯O=C close contacts, involving both the ketone and the carboxyl group. The structure is isomorphous with that of the previously described Δ(4) α,β-unsaturated ketone. |
| format | Text |
| id | pubmed-2960539 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2008 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-29605392010-12-30 (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid Davison, Mark Lalancette, Roger A. Thompson, Hugh W. Miller, Alan J. Acta Crystallogr Sect E Struct Rep Online Organic Papers 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 intermolecular C—H⋯O=C close contacts, involving both the ketone and the carboxyl group. The structure is isomorphous with that of the previously described Δ(4) α,β-unsaturated ketone. International Union of Crystallography 2008-08-23 /pmc/articles/PMC2960539/ /pubmed/21201790 http://dx.doi.org/10.1107/S1600536808026639 Text en © Davison et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
| spellingShingle | Organic Papers Davison, Mark Lalancette, Roger A. Thompson, Hugh W. Miller, Alan J. (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title | (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title_full | (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title_fullStr | (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title_full_unstemmed | (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title_short | (±)-trans-3-Oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| title_sort | (±)-trans-3-oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-10a-carboxylic acid: catemeric hydrogen bonding in a δ-keto acid |
| topic | Organic Papers |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960539/ https://www.ncbi.nlm.nih.gov/pubmed/21201790 http://dx.doi.org/10.1107/S1600536808026639 |
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