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(1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol

The racemic title compound, C(23)H(28)O(2), crystallizes in the space group C2/c as a layered structure in which a centrosymmetric three hydrogen bond sequence links four molecules. Both hydroxy groups are involved in this arrangement, but they differ in that one participates in two hydrogen bonds w...

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Detalles Bibliográficos
Autores principales: Nguyen, Vi T., 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/PMC2968924/
https://www.ncbi.nlm.nih.gov/pubmed/21582595
http://dx.doi.org/10.1107/S1600536809009933
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author Nguyen, Vi T.
Bishop, Roger
Craig, Donald C.
Scudder, Marcia L.
author_facet Nguyen, Vi T.
Bishop, Roger
Craig, Donald C.
Scudder, Marcia L.
author_sort Nguyen, Vi T.
collection PubMed
description The racemic title compound, C(23)H(28)O(2), crystallizes in the space group C2/c as a layered structure in which a centrosymmetric three hydrogen bond sequence links four molecules. Both hydroxy groups are involved in this arrangement, but they differ in that one participates in two hydrogen bonds while the other takes part in only one. Between layers, the aromatic rings take part in edge-face interactions [shortest C—H⋯C distances 3.04, 3.10 and 3.12 Å and angle between normal to planes 86.7(2)°], forming a centrosymmetric dimer. The lattice is further stabilized by C—H⋯π interactions involving both methyl (shortest C⋯C 3.82 and 3.97 Å) and methylene (shortest C⋯C 3.60 Å) groups.
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spelling pubmed-29689242010-12-30 (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol Nguyen, Vi T. Bishop, Roger Craig, Donald C. Scudder, Marcia L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The racemic title compound, C(23)H(28)O(2), crystallizes in the space group C2/c as a layered structure in which a centrosymmetric three hydrogen bond sequence links four molecules. Both hydroxy groups are involved in this arrangement, but they differ in that one participates in two hydrogen bonds while the other takes part in only one. Between layers, the aromatic rings take part in edge-face interactions [shortest C—H⋯C distances 3.04, 3.10 and 3.12 Å and angle between normal to planes 86.7(2)°], forming a centrosymmetric dimer. The lattice is further stabilized by C—H⋯π interactions involving both methyl (shortest C⋯C 3.82 and 3.97 Å) and methylene (shortest C⋯C 3.60 Å) groups. International Union of Crystallography 2009-03-28 /pmc/articles/PMC2968924/ /pubmed/21582595 http://dx.doi.org/10.1107/S1600536809009933 Text en © Nguyen 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
Nguyen, Vi T.
Bishop, Roger
Craig, Donald C.
Scudder, Marcia L.
(1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title_full (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title_fullStr (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title_full_unstemmed (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title_short (1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
title_sort (1r*,2r*,4s*,5r*,6r*,8s*)-4,8-dimethyl-2,6-diphenyl­bicyclo­[3.3.1]nonane-2,6-diol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968924/
https://www.ncbi.nlm.nih.gov/pubmed/21582595
http://dx.doi.org/10.1107/S1600536809009933
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