Fluorenonophane chlorobenzene solvate: Molecular and crystal structures

The title compound, 1⁹H,7⁹H-3,5,9,11-tetraoxa-1,7(2,7)-difluorena-4,10(1,3)-dibenzenacyclododecaphane-1⁹,7⁹-dione (fluorenonophane), exists as a solvate with chloro benzene, C₄₂H₂₈O₆·C₆H₅Cl. The fluorenonophane contains two fluorenone fragments linked by two m-substituted benzene fragments. Some decrease in its macrocyclic cavity leads to a stacking inter action between the tricyclic fluorenone fragments. In the crystal, the fluorenonophane and chloro benzene mol ecules are linked by weak C - H⋯π(ring) inter actions and C - H⋯Cl hydrogen bonds. The Cl atom of chloro benzene does not form a halogen bond. A Hirshfeld surface analysis and two-dimensional fingerprint plots were used to analyse the inter molecular contacts found in the crystal structure.