Mailman, Aaron Leitch, Alicea A. Yong, Wenjun Steven, Eden Winter, Stephen M. Claridge, Robert C. M. Assoud, Abdeljalil Tse, John S. Desgreniers, Serge Secco, Richard A. Oakley, Richard T. The Power of Packing: Metallization of an Organic Semiconductor Benzoquino-bis-1,2,3-dithiazole <b>5</b> is a closed shell, antiaromatic 16π-electron zwitterion with a small HOMO–LUMO gap. Its crystal structure consists of planar ribbon-like molecular arrays packed into offset layers to generate a “brick-wall” motif with strong 2D interlayer electronic interactions. The spread of the valence and conduction bands, coupled with the narrow HOMO–LUMO gap, affords a small band gap semiconductor with σ<sub>RT</sub> = 1 × 10<sup>–3</sup> S cm<sup>–1</sup> and <i>E</i><sub>act</sub> = 0.14 eV for transport within the brick-wall arrays. Closure of the band gap to form an all-organic molecular metal with σ<sub>RT</sub> > 10<sup>1</sup> S cm<sup>–1</sup> can be achieved by the application of pressure to 8 GPa. σ RT;cm;band gap semiconductor;HOMO;array;antiaromatic 16π- electron zwitterion;brick-wall;2 D interlayer 2017-01-31
    https://acs.figshare.com/articles/dataset/The_Power_of_Packing_Metallization_of_an_Organic_Semiconductor/4600195
10.1021/jacs.6b12814.s004