Absolute configuration of micromelin

The title compound {systematic name: 7-meth­oxy-6-[(1R,2R,5R)-5-methyl-4-oxo-3,6-dioxabicyclo­[3.1.0]hexan-2-yl]-2H-chromen-2-one}, C(15)H(12)O(6), is a coumarin, which was isolated from the roots of Micromelum glanduliferum. There are two mol­ecules in the asymmetric unit with slight differences in...

Descripción completa

Detalles Bibliográficos
Autores principales: Fun, Hoong-Kun, Siridechakorn, Ittipon, Laphookhieo, Surat, Chantrapromma, Suchada
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3151812/
https://www.ncbi.nlm.nih.gov/pubmed/21837101
http://dx.doi.org/10.1107/S1600536811022720
_version_ 1782209661465788416
author Fun, Hoong-Kun
Siridechakorn, Ittipon
Laphookhieo, Surat
Chantrapromma, Suchada
author_facet Fun, Hoong-Kun
Siridechakorn, Ittipon
Laphookhieo, Surat
Chantrapromma, Suchada
author_sort Fun, Hoong-Kun
collection PubMed
description The title compound {systematic name: 7-meth­oxy-6-[(1R,2R,5R)-5-methyl-4-oxo-3,6-dioxabicyclo­[3.1.0]hexan-2-yl]-2H-chromen-2-one}, C(15)H(12)O(6), is a coumarin, which was isolated from the roots of Micromelum glanduliferum. There are two mol­ecules in the asymmetric unit with slight differences in bond angles. In both mol­ecules, the furan ring adopts a flattened envelope conformation. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into chains along the a axis. Aromatic π–π stacking inter­actions with centroid–centroid distances in the range 3.6995 (11)–3.8069 (11) Å and C⋯O short contacts [3.030 (2)–3.171 (3) Å] also occur.
format Online
Article
Text
id pubmed-3151812
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-31518122011-08-11 Absolute configuration of micromelin Fun, Hoong-Kun Siridechakorn, Ittipon Laphookhieo, Surat Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: 7-meth­oxy-6-[(1R,2R,5R)-5-methyl-4-oxo-3,6-dioxabicyclo­[3.1.0]hexan-2-yl]-2H-chromen-2-one}, C(15)H(12)O(6), is a coumarin, which was isolated from the roots of Micromelum glanduliferum. There are two mol­ecules in the asymmetric unit with slight differences in bond angles. In both mol­ecules, the furan ring adopts a flattened envelope conformation. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into chains along the a axis. Aromatic π–π stacking inter­actions with centroid–centroid distances in the range 3.6995 (11)–3.8069 (11) Å and C⋯O short contacts [3.030 (2)–3.171 (3) Å] also occur. International Union of Crystallography 2011-06-18 /pmc/articles/PMC3151812/ /pubmed/21837101 http://dx.doi.org/10.1107/S1600536811022720 Text en © Fun et al. 2011 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
Siridechakorn, Ittipon
Laphookhieo, Surat
Chantrapromma, Suchada
Absolute configuration of micromelin
title Absolute configuration of micromelin
title_full Absolute configuration of micromelin
title_fullStr Absolute configuration of micromelin
title_full_unstemmed Absolute configuration of micromelin
title_short Absolute configuration of micromelin
title_sort absolute configuration of micromelin
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3151812/
https://www.ncbi.nlm.nih.gov/pubmed/21837101
http://dx.doi.org/10.1107/S1600536811022720
work_keys_str_mv AT funhoongkun absoluteconfigurationofmicromelin
AT siridechakornittipon absoluteconfigurationofmicromelin
AT laphookhieosurat absoluteconfigurationofmicromelin
AT chantraprommasuchada absoluteconfigurationofmicromelin

Ejemplares similares