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2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1)
The racemic title compound, C(14)H(24)O(2)·C(3)H(6)O(2), crystallizes in the monoclinic space group P2(1)/c as a 1:1 diol/carboxylic acid cocrystal, A–B. The lattice incorporates infinite chains of the alcohol–carboxylic acid–alcohol supramolecular synthon, (⋯O—H⋯O=C(R)—O—H⋯O—H⋯), in which the hydr...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969646/ https://www.ncbi.nlm.nih.gov/pubmed/21583108 http://dx.doi.org/10.1107/S1600536809016547 |
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author | Mizobe, Yuji Bishop, Roger Craig, Donald C. Scudder, Marcia L. |
author_facet | Mizobe, Yuji Bishop, Roger Craig, Donald C. Scudder, Marcia L. |
author_sort | Mizobe, Yuji |
collection | PubMed |
description | The racemic title compound, C(14)H(24)O(2)·C(3)H(6)O(2), crystallizes in the monoclinic space group P2(1)/c as a 1:1 diol/carboxylic acid cocrystal, A–B. The lattice incorporates infinite chains of the alcohol–carboxylic acid–alcohol supramolecular synthon, (⋯O—H⋯O=C(R)—O—H⋯O—H⋯), in which the hydrogen-bonded molecules (A—B—A)(n) surround a pseudo-threefold screw axis. The carboxylic acid group functions like an extended alcohol hydroxy group. Each diol, A, takes part in two such threefold screw arrangements, leading to a hydrogen-bonded layer structure, with adjacent layers containing diol molecules of opposite handedness. The central C atom of the propano bridge is disordered over two sites of occupancies 0.75 (1) and 0.25 (1). The methyl group of the propanoic acid molecule is disordered over two sites of occupancies 0.68 (1) and 0.32 (1). |
format | Text |
id | pubmed-2969646 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29696462010-12-30 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) Mizobe, Yuji Bishop, Roger Craig, Donald C. Scudder, Marcia L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The racemic title compound, C(14)H(24)O(2)·C(3)H(6)O(2), crystallizes in the monoclinic space group P2(1)/c as a 1:1 diol/carboxylic acid cocrystal, A–B. The lattice incorporates infinite chains of the alcohol–carboxylic acid–alcohol supramolecular synthon, (⋯O—H⋯O=C(R)—O—H⋯O—H⋯), in which the hydrogen-bonded molecules (A—B—A)(n) surround a pseudo-threefold screw axis. The carboxylic acid group functions like an extended alcohol hydroxy group. Each diol, A, takes part in two such threefold screw arrangements, leading to a hydrogen-bonded layer structure, with adjacent layers containing diol molecules of opposite handedness. The central C atom of the propano bridge is disordered over two sites of occupancies 0.75 (1) and 0.25 (1). The methyl group of the propanoic acid molecule is disordered over two sites of occupancies 0.68 (1) and 0.32 (1). International Union of Crystallography 2009-05-14 /pmc/articles/PMC2969646/ /pubmed/21583108 http://dx.doi.org/10.1107/S1600536809016547 Text en © Mizobe et al. 2009 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 Mizobe, Yuji Bishop, Roger Craig, Donald C. Scudder, Marcia L. 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title | 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title_full | 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title_fullStr | 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title_full_unstemmed | 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title_short | 2,8-Dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
title_sort | 2,8-dimethyltricyclo[5.3.1.1(3,9)]dodecane-syn-2,syn-8-diol–propanoic acid (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969646/ https://www.ncbi.nlm.nih.gov/pubmed/21583108 http://dx.doi.org/10.1107/S1600536809016547 |
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