Molecular Crystals and Liquid Crystals, Vol.624, No.1, 205-212, 2016
Crystal structure of N,N'-bis(cyclohexyl)-1-(N,N-dihexylamino)perylene-3,4:9,10-bis(dicarboximid e)
An asymmetric dialkylamino-substituted perylene bisimide (1), N,N '-bis(cyclohexyl)-1-(N,N-dihexylamino)perylene-3,4:9,10-bis(dicarboximide), was synthesized and characterized by single-crystal X-ray diffraction. The crystal belongs to triclinic, space group P-1, with a = 9.8924(6), b = 14.6338(10), c = 15.6221(10) angstrom, alpha= 105.098(3)degrees, beta = 103.386(2)degrees, gamma = 107.772(3)degrees, and Z = 2. The central perylene core of 1 is twisted with dihedral angles of 14.9(3)degrees and 11.6(3)degrees; this twist configuration induces the axial chirality in this family of perylene bisimide dyes. In the crystal structure, the intermolecular C-H center dot center dot center dot O interaction links a pair of molecules into a cyclic centrosymmetric dimer that is connected to one another via the intermolecular pi-pi stacking, so linking the molecules into a continuous one-dimensional framework along the  direction.