Download citation
Download citation

link to html
The structure of the title compound, 7-meth­oxy-2-methyl-4,5-dihy­droxy­anthracene-9,10-dione, C16H12O5, was originally reported by Ulický et al. [Acta Cryst. (1991). C47, 1879-1881] in the space group P212121 [polymorph (Io)]. The new polymorph, (Im), crystallizes in the space group P21/c. The mol­ecular structures are closely similar, with both -OH groups forming intra­molecular hydrogen bonds to one of the neighbouring quinone O atoms, thus slightly lengthening this C=O bond; the pattern of C-C bond lengths in the ring system is consistent with some contribution from a resonance form with a negative charge at the hydrogen-bonded quinone O atom and an aromatic region around its neighbouring C atoms. The packing of (Im) is simpler than the extensively crosslinked pattern of (Io), with mol­ecular tapes connected by classical (but three-centre) and `weak' hydrogen bonds, parallel to [20\overline{1}].
Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds