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Scanning tunneling microscopy studies of the first monolayer of 2,8difluoro-5,11-(bis)triethylsilylethynyl anthradithiophene on Au(111) reveal two ordered structures with anthradithiophene planes parallel to the substrate. Submolecular resolution STM images demonstrate structures with a close approach of fluorine−sulfur and fluorine−fluorine atoms in the ordered structures. This provides evidence for the importance of noncovalent F−S and F−F in driving 2D self-assembly in the monolayer. Spectroscopic studies indicate a transport gap of 2.4 eV that is insensitive to the local domain structures, as expected for weak intermolecular interactions.

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