Thermally induced solid-state Z–E isomerisation in bi(cyclopentenylidene) compounds. X-Ray crystal structure of (Z)-2,2′-dioxo-3,3′,4,4′,5α,5′β-hexa-phenyl-1,1′-bi(cyclopentenylidene)
Abstract
The crystal and molecular structure of the title compound has been determined; it crystallises as a methanol solvate in the space group P21/n with a= 11.647(2), b= 18.583(2), c= 16.113(2)Å, β= 92.11(1)° and Z= 4. The structure has been solved by direct methods and refined to a final R value of 0.090. The molecular structure is different from that proposed earlier on the basis of spectral data. The central bond connecting the two five-membered rings displays pure double-bond character due to lack of conjugation. This is responsible for the thermal stability of the compound and the relatively high temperature for the isomerisation. One of the two five-membered rings assumes an envelope conformation and the other a half-chair. The solvent methanol molecule is disordered.