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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)...

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Autores principales: Fun, Hoong-Kun, Joycharat, Nantiya, Voravuthikunchai, Supayang Piyawan, Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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