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The title compound, C28H24O5, consists of a fused tricyclic system containing two five-membered rings and one six-membered ring. The five-membered rings both exhibit an envelope conformation with the O atom at the flap, whereas the six-membered ring adopts a boat conformation. The dihedral angle between the 4-methyl­phenyl rings at the 1,8-positions is 76.4 (1)°. In the crystal, mol­ecules are stacked in columns along the a axis through C—H...O inter­actions.

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There are two independent mol­ecules (A and B) in the asymmetric unit of the title compound, C14H12ClNO3. The mean planes of the methyl ester unit (Cmeth­yl—O—C=O; r.m.s. deviation = 0.051 Å for mol­ecule A and 0.016 Å for mol­ecule B) and the chloro­quilonine ring system (r.m.s. deviation = 0.023 Å for mol­ecule A and 0.014 Å for mol­ecule B) form dihedral angles of 63.5 (1)° in mol­ecule A and 78.1 (1)° in mol­ecule B. The main difference between the two independent mol­ecules is reflected in the (H)O—C—C=C(H2) torsion angle which is −109.7 (2)° in mol­ecule A and 10.6 (2)° in mol­ecule B. An intra­molecular O—H...O hydrogen bond is observed in mol­ecule A. In the crystal, mol­ecules A and B are linked into pairs via bifurcated O—H...(N,Cl) hydrogen bonds and a weak C—H...O hydrogen bond links pairs of mol­ecules into chains along [100].
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