(E)-6-Methoxy-3-(α-methoxybenzylidene)benzo[b]furan-2(3H)-one at 173 K
2000
The title compound, C17H14O4, is an unprecedented new synthetic isoaurone-type enol ether that has the E configuration. The planar furanone ring is fused to a methoxybenzene ring system, with an interplanar angle of 175.7 (1)°. Due to this ring fusion, the six-membered ring has a significant amount of ring strain, as shown by the internal ring angle range of 115.8 (1)–124.7 (1)°, whereas the vinylic phenyl ring has internal angles between 119.7 (1) and 120.2 (1)°. The molecules form infinite hydrogen-bonding layers along the b direction of the form C—H⋯O, where the keto O atom acts as a bifurcated acceptor. These layers are connected along the c direction by another hydrogen bond with a methoxy H atom as donor. In addition to this connection, the layers are stacked via centres of symmetry by a pair of symmetry-related benzofuranone ring systems.
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