Crystal structure and absolute configuration of (4S,5R,6S)-4,5,6-trihy­droxy-3-methyl­cyclo­hex-2-enone (gabosine H)

Acta Crystallographica Section E: Crystallographic Communications

Tibhe, G.D.⁴  Suescun, L.⁵  Schapiro, V.⁷  Mací⁹  Pandolfi, E.^1,10  as, M.A.^1,11 

[1] 18A-12, 111711 Bogotá, Colombia;Cryssmat-Lab./DETEMA, Facultad de QuíDepartamento de QuíDepartment of Chemistry, Universidad de los Andes, Cra 1 N°blica, Av. Gral. Flores 2124, Montevideo 11800, Uruguay;blica, Montevideo 11800, Uruguay;mica - Universidad de la Repúmica Orgámica, Universidad de la Repúnica, Facultad de Quí

关键词: CRYSTAL STRUCTURE;    ABSOLUTE CONFIGURATION;    MITSUNOBU INVERSION REACTION;    NATURAL PRODUCT;   

DOI  :  10.1107/S2056989017004509

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

The mol­ecule of the title keto carbasugar, C7H10O4, is formed by a cyclo­hexene skeleton with an envelope conformation, substituted by carbonyl, methyl and hydroxyl groups. The crystal structure is controlled mainly by a combination of strong O—H⋯O and weak C—H⋯O hydrogen bonds, forming nearly perpendicular chains running parallel to the [110] and [-110] directions. This perpendicularity is caused by a tetra­gonal pseudosymmetry influenced by the similarity between the a and b axes, the value of 90.9770 (10)° of the β angle and the action of a 21 screw axis, which transform each chain into its corresponding nearly orthogonal one.

【 授权许可】

CC BY