Received 15 November 2009
The title compound, C17H17ClO3, has been synthesized by the reaction of p-chlorobenzaldehyde, isopropylidene malonate and 5,5-dimethylcyclohexane-1,3-dione with triethylbenzylammonium chloride in water as a green solvent. The six membered pyranone ring of the hexahydrocoumarin system has a screw-boat conformation while the dimethylcyclohexenone system has a distorted envelope conformation. The dihedral angle between the least-squares planes of the coumarin ring system and the benzene ring is 85.64 (9)°.
For applications of coumarin derivatives, see: Wang et al. (1999); Yang (2001). For related structures, see: Itoh & Kanemasa (2003); Itoh et al. (2005). For ring puckering parameters, see: Cremer & Pople (1975).
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BH2260 ).
The research was supported by the Open Foundation of Key Disciplines within the Zhejiang Provincial Key Disciplines.
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