[2P03] Dipole-moment-induced supramolecular assembly on a metal surface and in a crystal
The conformation and alignment of a donor–acceptor-type molecule, 4-(3,3-dimethyl-2,3-dihydro-1H-indol-1-yl)benzonitrile (IBN), are studied in two-dimensional (2D) and three-dimensional (3D) assemblies. Thus, the 2D assembly of IBN on the Au(111) surface was investigated by scanning tunnelling microscopy (STM) and the 3D assembly of IBN in a single crystal was investigated by X-ray crystallography. Our survey revealed that the conformation of IBN is planar in both 2D and 3D assemblies because of the electron-delocalised structure resulting from the electron-donating and electron-accepting groups of IBN. In both the 2D and 3D assemblies, IBN molecules align to cancel out the dipole moment even though the self-assembled structures differ. In the 2D assemblies, the orientation and self-assembled structure of IBN are changed by the surface density of IBN, and they are affected by the crystal orientation and superstructure of Au(111).
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