We focus on aggregated structures and charge-transporting properties in semiconductor assemblies of a new-type twisted pi-conjugated molecule, dinaphtho[2,1-b:1',2'-d]furan (DNF-U). Single crystals were successfully grown by physical vapor transport to form a two-dimensional herringbone packing structure, which is advantageous for intermolecular charge transport. Based on the packing structure, relatively large transfer integrals were theoretically calculated to be 20 and 57 meV for C-H center dot center dot center dot pi and pi center dot center dot center dot pi direction, respectively. The single-crystal field-effect transistors exhibited notable hole mobility of up to 1.0 cm(2)V(-1)s(-1).