Abstract
In the title compound, C23H19NO5, the cyano group adopts an axial orientation and the ester group an equatorial orientation. The dihedral angle between the pendant phenyl group and the benzene ring of the fused-ring system is 25.97 (8)°. Intra-molecular O-H⋯O and C-H⋯O hydrogen bonds are observed and the packing is consolidated by C-H⋯O and C-H⋯π inter-actions.
Highlights
In the title compound, C23H19NO5, the cyano group adopts an axial orientation and the ester group an equatorial orientation
Intramolecular O—HÁ Á ÁO and C—HÁ Á ÁO hydrogen bonds are observed and the packing is consolidated by C—HÁ Á ÁO and C—HÁ Á Á interactions
As a part of our ongoing studies in this area, we describe the synthesis and crystal structure of the title compound
Summary
Dibenzopyran-6-ones ( called 6H-benzo[c]chromen-6-ones or 3,4,5,6-dibenzo- pyranones) form an important group of biologically active natural products that occur in bacteria, fungi, lichens, higher plants and animal waste (Bialonska et al, 2009). Elsamitrucin, a dibenzopyran-6-one derived drug, is an efficient topoisomerase II inhibitor (Fiocchi et al, 2011). As well as their biological activities, some dibenzopyran-6-ones have served as intermediates in the synthesis of more complex organic compounds (see, for example, Coghlan et al, 2001). As a part of our ongoing studies in this area, we describe the synthesis and crystal structure of the title compound. C14/C15/C17–C20 rings indicate half-chair conformations in each case with puckering amplitudes Q = 0.359 A ; = 104.52; ’ = 9.27 and Q = 0.49 A ; = 134.17; ’ = 327.35, respectively. C23H19NO5 389.39 Monoclinic, P21/n 293 9.7089 (8), 14.3510 (12), 14.2749 (15) 106.946 (10) 1902.6 (3) 4 Mo K 0.10 0.75 Â 0.44 Â 0.42
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