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The title compound, C21H17Cl1N2O2, was synthesized by the reaction of 7-meth­oxy-2-tetra­lone, 2-chloro­benzaldehyde and malononitrile in the presence of triethyl­benzyl­ammonium chloride in an aqueous medium. X-ray analysis reveals that the pyran ring and the fused six-membered ring adopt boat and half-chair conformations, respectively.

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The title compound, C32H24Cl2O2·C3H6O, was synthesized by the dimerization of 2-(4-chloro­benzal)inden-1-one, induced by a low-valent titanium reagent (TiCl4/Zn). X-ray analysis reveals that the cyclo­pentane ring spiro-fused to the five-membered ring adopts an envelope conformation, while the other cyclo­pentane ring adopts an envelope conformation.
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