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. 2008 Feb 15;64(Pt 3):o597.
doi: 10.1107/S1600536808004169.

1,3-Dihydr-oxy-9,10-dioxo-9,10-di-hydro-anthracene-2-carbaldehyde

1,3-Dihydr-oxy-9,10-dioxo-9,10-di-hydro-anthracene-2-carbaldehyde

Khalijah Awang et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C(15)H(8)O(5), also known as nordamnacanthal, was isolated from the Malaysian Morinda citrifolia L. The 20 non-H atoms are coplanar. The structure is stabilized by intra-molecular O-H⋯O hydrogen bonds and inter-molecular O-H⋯O and C-H⋯O hydrogen bonds, forming bilayers of mol-ecular tapes with alternating stacking directions along the a axis.

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Figures

Fig. 1.
Fig. 1.
Perspective view of the title compound with the atom numbering; displacement ellipsoids are at the 50% probability level. The intramolecular O—H···O interactions are shown as dotted lines.
Fig. 2.
Fig. 2.
Part of the crystal structure showing non-parallel molecular slabs forming herringbone pattern along a. (Intra-)Inter-molecular hydrogen bonds are indicated by (dotted) dashed lines. Symmetry codes: as in Table 1.
Fig. 3.
Fig. 3.
The crystal packing showing the two orientations taken by the stacking of molecular tapes. Note the offset between successive layers.

References

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