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1.  1-Meth­oxy-4-methyl-9,10-anthraquinone 
The non-H atoms of the title compound, C16H12O3, lie approximately in a common plane (r.m.s. deviation = 0.032 Å). The methyl C atom is forced away from the carbonyl O atom which can be seen by the widened Cfused ring–Cbenzene–Cmeth­yl angle of 125.8 (2)°.
PMCID: PMC3247377  PMID: 22219995
2.  Rauniticine-allo-oxindole B methanol monosolvate 
The title penta­cyclic oxindole alkadoid, isolated from Uncaria longiflora, crystallizes as a methanol solvate, C20H22N2O4·CH4O. The five-membered ring comprising the indole fused ring is nearly planar [maximum atomic deviation = 0.031 (2) Å], whereas the five-membered ring having alphatic C atoms adopts an envelope shape (with the tertiary N atom representing the flap). The six-membered ring that shares an N atom with the envelope-shaped ring adopts a chair shape; the six-membered ring having an O atom is sofa-shaped. The carb­oxy­lic acid group acts as a hydrogen-bond donor to a methanol mol­ecule; this, in turn, acts as a hydrogen-bond donor to the double-bond carboxyl O atom of an adjacent mol­ecule, generating a chain. Adjacent chains are linked by N—H⋯O hydrogen bonds, forming a layer motif.
PMCID: PMC3120594  PMID: 21754740
3.  3-Acetyl-5-hy­droxy-2-methyl­anthra[1,2-b]furan-6,11-dione 
The asymmetric unit of the title compound, C19H12O5, contains two independent mol­ecules, both slightly buckled along an axis passing through the C=O bonds of the anthraquinone ring system (r.m.s. deviation of non-H atoms = 0.082 and 0.148 Å): the benzene rings are twisted to each other by 4.3 (3)°in one mol­ecule and 10.6(3)° in the other. In both mol­ecules, the hy­droxy group forms an intra­molecular O—H⋯O hydrogen bond. The two independent mol­ecules inter­act by π–π stacking with a centroid–centroid distance of 3.539 (2) Å between hy­droxy­benzene rings of adjacent mol­ecules.
PMCID: PMC3089359  PMID: 21754452
4.  1,3-Dihydr­oxy-2-methoxy­methyl-9,10-anthraquinone from Rennellia elliptica Korth. 
The title compound, C16H12O5, common name: lucidin ω-methyl ether, exists as a planar mol­ecule (r.m.s. deviation = 0.04 Å). Within the mol­ecule, the 1-hydr­oxy group forms a hydrogen bond to the adjacent carbonyl O atom, and the 3-hydr­oxy group forms a hydrogen bond to the adjacent meth­oxy O atom. The meth­oxy O atom is disordered over two positions of equal occupancy.
PMCID: PMC2969543  PMID: 21583274
5.  1-Hydr­oxy-2-meth­oxy-6-methyl-9,10-anthraquinone from Rennellia elliptica Korth. 
The title compound, C16H12O4, exists as planar molecules in the solid state (r.m.s. deviation of 0.02 Å in one mol­ecule and 0.07 Å in the second independent mol­ecule comprising the asymmetric unit). In each mol­ecule, the 1-hydr­oxy group forms an intra­molecular hydrogen bond to the adjacent carbonyl O atom.
PMCID: PMC2969574  PMID: 21583275
6.  1,3-Dihydr­oxy-9,10-dioxo-9,10-di­hydro­anthracene-2-carbaldehyde 
The title compound, C15H8O5, also known as nordamnacanthal, was isolated from the Malaysian Morinda citrifolia L. The 20 non-H atoms are coplanar. The structure is stabilized by intra­molecular O—H⋯O hydrogen bonds and inter­molecular O—H⋯O and C—H⋯O hydrogen bonds, forming bilayers of mol­ecular tapes with alternating stacking directions along the a axis.
PMCID: PMC2960756  PMID: 21201935

Results 1-6 (6)