Synthesis and photophysical properties of 2,5,8,11-tetra­kis­(5-hexyl­thio­phen-2-yl)tetra­thieno[2,3-a:3',2'-c:2'',3''-f:3''',2'''-h]naphthalene

The title compound, C₅₈H₆₄S₈, has been prepared by Pd-catalysed direct C-H aryl­ation of tetra­thieno­naphthalene (TTN) with 5-hexyl-2-iodo­thio­phene and recrystallized by slow evaporation from di­chloro­methane. The crystal structure shows a completely planar geometry of the TTN core, crystallizing in the monoclinic space group P2₁/c. The structure consists of slipped [pi]-stacks and the inter­facial distance between the mean planes of the TTN cores is 3.456 (5) Å, which is slightly larger than that of the comparable derivative of tetra­thieno­anthracene (TTA) with 2-hexyl­thio­phene groups. The packing in the two structures is greatly influenced by both the aromatic core of the structure and the alkyl side chains.