3-Acetyl-5-hy-droxy-2-methyl-anthra[1,2-b]furan-6,11-dione

Abstract

The asymmetric unit of the title compound, C(19)H(12)O(5), contains two independent mol-ecules, 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 mol-ecule and 10.6(3)° in the other. In both mol-ecules, the hy-droxy group forms an intra-molecular O-H⋯O hydrogen bond. The two independent mol-ecules inter-act by π-π stacking with a centroid-centroid distance of 3.539 (2) Å between hy-droxy-benzene rings of adjacent mol-ecules.

Fig. 1.

Thermal ellipsoid plot (Barbour, 2001) of one independent molecule of C19H12O5 at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

Fig. 2.

Thermal ellipsoid plot (Barbour, 2001) of second independent molecule of C19H12O5 at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

Fig. 3.

π–π Stacking of the two independent molecules of C19H12O5.