title: The Power of Packing: Metallization of an Organic Semiconductor.
abstract: Benzoquino-bis-1,2,3-dithiazole 5 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 σRT= 1 × 10-3S cm-1and Eact= 0.14 eV for transport within the brick-wall arrays. Closure of the band gap to form an all-organic molecular metal with σRT> 101S cm-1can be achieved by the application of pressure to 8 GPa.
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Aaron
authors.initials: A
authors.lastname: Mailman
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Alicea A
authors.initials: AA
authors.lastname: Leitch
authors.affiliation: Department of Earth Sciences, University of Western Ontario , London, Ontario N6A 5B7, Canada.
authors.forename: Wenjun
authors.initials: W
authors.lastname: Yong
authors.affiliation: Department of Physics, Florida State University , Tallahassee, Florida 32310, United States.
authors.forename: Eden
authors.initials: E
authors.lastname: Steven
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Stephen M
authors.initials: SM
authors.lastname: Winter
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Robert C M
authors.initials: RC
authors.lastname: Claridge
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Abdeljalil
authors.initials: A
authors.lastname: Assoud
authors.affiliation: Department of Physics, University of Saskatchewan , Saskatoon, Saskatchewan S7N 5E2, Canada.
authors.forename: John S
authors.initials: JS
authors.lastname: Tse
authors.affiliation: Department of Physics, University of Ottawa , Ottawa, Ontario K1N 6N5, Canada.
authors.forename: Serge
authors.initials: S
authors.lastname: Desgreniers
authors.affiliation: Department of Earth Sciences, University of Western Ontario , London, Ontario N6A 5B7, Canada.
authors.forename: Richard A
authors.initials: RA
authors.lastname: Secco
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
authors.forename: Richard T
authors.identifier: 0000-0002-7185-2580
authors.initials: RT
authors.lastname: Oakley