Synthesis and crystal structure of (±)-Goniotamirenone C

The structure of the racemic version of the natural product Goniotamirenone C [racemic anti-6-(2-chloro-1-hy­droxy-2-phenyl­eth­yl)-2H-pyran-2-one, C(13)H(11)ClO(3)] at 150 K is reported. The compound crystallizes with monoclinic (P2(1)/n) symmetry and with Z′ = 2. One independent mol­ecule is order...

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Detalles Bibliográficos
Autores principales: Meesakul, Pornphimol, Richardson, Christopher, Laphookhieo, Surat, Pyne, Stephen G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7643229/
https://www.ncbi.nlm.nih.gov/pubmed/33209342
http://dx.doi.org/10.1107/S2056989020013298
Descripción
Sumario:The structure of the racemic version of the natural product Goniotamirenone C [racemic anti-6-(2-chloro-1-hy­droxy-2-phenyl­eth­yl)-2H-pyran-2-one, C(13)H(11)ClO(3)] at 150 K is reported. The compound crystallizes with monoclinic (P2(1)/n) symmetry and with Z′ = 2. One independent mol­ecule is ordered while the other independent mol­ecule exhibits an inter­esting whole-mol­ecule enanti­omeric disorder with occupancies of 0.846 (4) and 0.154 (4). The independent mol­ecules are hydrogen bonded with –OH⋯O=C linkages into chains that run parallel to the a axis. This structural analysis corrects our previous assignment as the syn isomer [Meesakul et al. (2020 ▸). Phytochemistry, 171, 112248–112255].

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