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. 2018 May 15;74(Pt 6):796-798.
doi: 10.1107/S2056989018006941. eCollection 2018 Jun 1.

Crystal structure of 3-hy-droxy-2-(4-hy-droxy-3-meth-oxy-phenyl-methyl)-5,5-di-methyl-cyclo-hex-2-enone

Agnese Stikute  1 , Karina Skestere  1 , Inese Mierina  1 , Anatoly Mishnev  2 , Mara Jure  1
Affiliations

Crystal structure of 3-hy-droxy-2-(4-hy-droxy-3-meth-oxy-phenyl-methyl)-5,5-di-methyl-cyclo-hex-2-enone

Agnese Stikute et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

In the title compound, C16H20O4, a new starting compound for the synthesis of various heterocycles, the partially saturated six-membered ring adopts a sofa conformation. An intra-molecular O-H⋯O hydrogen bond is observed in the guaiacol residue. In the crystal, mol-ecules are assembled into a sheet structure parallel to the ab plane via O-H⋯O hydrogen bonds. The hydrogen-bond pattern is described by an R44(28) graph-set motif. The sheets are further linked by C-H⋯O hydrogen bonds into a three-dimensional network.

Keywords: aryl­methyl 1,3-cyclo­hexa­nedione; aryl­methyl 3-hy­droxy­cyclo­hex-2-enone; aryl­methyl dimedone; crystal structure.

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Figures

Figure 1
Figure 1
The mol­ecular structure of the title compound, with the atom-numbering scheme and 50% probability displacement ellipsoids. The intra­molecular hydrogen bond is shown as a double-dashed line.
Figure 2
Figure 2
A packing diagram of the title compound, viewed along the c axis. O—H⋯O hydrogen bonds are shown as dashed lines. For clarity weak C—H⋯O bonds are not depicted.
Figure 3
Figure 3
Reaction scheme for the title compound (1a) and its tautomer (1 b).
See this image and copyright information in PMC

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