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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...

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Autores principales: Mizobe, Yuji, Bishop, Roger, Craig, Donald C., Scudder, Marcia L.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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).
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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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