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Absolute configuration of methyl isoeichlerialactone
The title compound, C(28)H(44)O(4)·0.56H(2)O, is a co-crystal of methyl isoeichlerialactone monohydrate as the major component and methyl isoeichlerialactone as the minor component in a 0.55778 (3):0.44222 (3) ratio. The conformations of both components are identical except for that of the –COOCH(3)...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007061/ https://www.ncbi.nlm.nih.gov/pubmed/21587839 http://dx.doi.org/10.1107/S1600536810018295 |
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author | Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada |
author_facet | Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The title compound, C(28)H(44)O(4)·0.56H(2)O, is a co-crystal of methyl isoeichlerialactone monohydrate as the major component and methyl isoeichlerialactone as the minor component in a 0.55778 (3):0.44222 (3) ratio. The conformations of both components are identical except for that of the –COOCH(3) group of the methyl propanoate side chain on the cyclohexane ring which is positionally disordered over two orientations. The molecule of methyl isoeichlerialactone has three fused rings and all rings are trans-fused. The two cyclohexane rings are in standard chair conformations and the cyclopentane ring adopts an envelope conformation. In the crystal, weak C—H⋯O interactions link methyl isoeichlerialactone molecules into screw chains along [010]. The crystal structure is further stabilized by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. |
format | Text |
id | pubmed-3007061 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30070612010-12-30 Absolute configuration of methyl isoeichlerialactone Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(28)H(44)O(4)·0.56H(2)O, is a co-crystal of methyl isoeichlerialactone monohydrate as the major component and methyl isoeichlerialactone as the minor component in a 0.55778 (3):0.44222 (3) ratio. The conformations of both components are identical except for that of the –COOCH(3) group of the methyl propanoate side chain on the cyclohexane ring which is positionally disordered over two orientations. The molecule of methyl isoeichlerialactone has three fused rings and all rings are trans-fused. The two cyclohexane rings are in standard chair conformations and the cyclopentane ring adopts an envelope conformation. In the crystal, weak C—H⋯O interactions link methyl isoeichlerialactone molecules into screw chains along [010]. The crystal structure is further stabilized by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. International Union of Crystallography 2010-06-09 /pmc/articles/PMC3007061/ /pubmed/21587839 http://dx.doi.org/10.1107/S1600536810018295 Text en © Fun et al. 2010 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 Fun, Hoong-Kun Joycharat, Nantiya Voravuthikunchai, Supayang Piyawan Chantrapromma, Suchada Absolute configuration of methyl isoeichlerialactone |
title | Absolute configuration of methyl isoeichlerialactone |
title_full | Absolute configuration of methyl isoeichlerialactone |
title_fullStr | Absolute configuration of methyl isoeichlerialactone |
title_full_unstemmed | Absolute configuration of methyl isoeichlerialactone |
title_short | Absolute configuration of methyl isoeichlerialactone |
title_sort | absolute configuration of methyl isoeichlerialactone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007061/ https://www.ncbi.nlm.nih.gov/pubmed/21587839 http://dx.doi.org/10.1107/S1600536810018295 |
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