This title appears in the Scientific Report : 2019 

Complex Adsorption Behavior of a Nonplanar Naphthalene Diimide on Au(111)
Schulze Lammers, Bertram
Ebeling, René / Dirksen, Elena / Müller, Thomas J. J. / Karthäuser, Silvia (Corresponding author)
Elektronische Materialien; PGI-7
The journal of physical chemistry / C C, Nanomaterials and interfaces, 123 (2019) 15, S. 9860 - 9867
Washington, DC Soc.66306 2019
Journal Article
Controlling Collective States
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Naphthalene diimide (NDI) derivatives are extensively studied in the field of supramolecular and materials chemistry due to their versatility in coordination, electron deficiency, and planar aromatic core. Here, we report on the self-assembly behavior and the electronic properties of 2,7-dibenzyl-1,4,5,8-naphthalenetetracarboxylic diimide (BNTCDI) studied by low-temperature scanning tunneling microscopy. BNTCDI adsorbed on Au(111) is highly mobile and reveals a tendency to form chain structures on the step edges at low coverages. The chains are kept together by intermolecular hydrogen bonds between neighboring NDI backbones. Within the chain structures, the orbital appearance of single molecules was clearly identified. Additionally, supramolecular structures consisting of ordered double layers were observed on terraces for higher surface coverages. The molecule–substrate interaction is investigated in detail via scanning tunneling spectroscopy for different molecular arrangements. The results reveal distinct insights into the subtle balance between intermolecular and interface interactions determining the self-assembly behavior of BNTCDI resulting in chain structures at step edges and ordered double layers on Au(111) terraces.