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

The bis(anil) molecule of the title compound, C47H32N2O2 center dot C6H4Cl2, contains two anil fragments in the enol-enol form, exhibiting intramolecular O-H center dot center dot center dot N hydrogen bonds. The two hydroxynaphthalene ring systems are approximately parallel to each other with a dihedral angle of 4.67 (8)degrees between them, and each ring system makes a large dihedral angle [55.11 (11) and 48.50 (10)degrees] with the adjacent benzene ring. In the crystal, the bis(anil) molecules form an inversion dimer by a pair of weak C-H center dot center dot center dot O interactions. The dimers arrange in a one-dimensional column along the b axis via another C-H center dot center dot center dot O interaction and pi-pi stacking interaction between the hydroxynaphthalene ring system with a centroid-centroid distance of 3.6562 (16) angstrom. The solvent 1,2-dichlorobenzene molecules are located between the dimers and bind neighbouring columns by weak C-H center dot center dot center dot 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 dimethyl-allyltransferase, dehydro-L-gulonate decarboxylase and glutathione thiolesterase.