Crystal structure of 1,1′-{(1E,1′E)-[4,4′-(9H-fluorene-9,9-di­yl)bis­­(4,1-phenyl­ene)]bis­­(aza­nylyl­­idene)bis­(methanylyl­­idene)}bis­­(naphthalen-2-ol) di­chloro­benzene monosolvate

The bis­(anil) mol­ecule of the title compound, C47H32N2O2·C6H4Cl2, contains two anil fragments in the enol–enol form, exhibiting intra­molecular O—H⋯N hydrogen bonds. The two hy­droxy­naphthalene ring systems are approximately parallel to each other with a dihedral angle of 4.67 (8)° between them, and each ring system makes a large dihedral angle [55.11 (11) and 48.50 (10)°] with the adjacent benzene ring. In the crystal, the bis­(anil) mol­ecules form an inversion dimer by a pair of weak C—H⋯O inter­actions. The dimers arrange in a one-dimensional column along the b axis via another C—H⋯O inter­action and a π–π stacking inter­action between the hy­droxy­naphthalene ring system with a centroid–centroid distance of 3.6562 (16) Å. The solvent 1,2-di­chloro­benzene mol­ecules are located between the dimers and bind neighbouring columns by weak C—H⋯Cl inter­actions. Theoretical prediction of potential biological activities was performed, which suggested that the title anil compound can exhibit histone de­acetyl­ase SIRT2, histone de­acetyl­ase class III and histone de­acetyl­ase SIRT1 activities, and will act as inhibitor to aspulvinone di­methyl­allyl­transferase, de­hydro-L-gulonate deca­rboxylase and gluta­thione thiol­esterase.