Self-assembly and tiling of a prochiral hydrogen-bonded network: bi-isonicotinic acid on coinage metal surfaces
Autor(en): | Allen, Alexander Rashid, Mohammad Abdur Rahe, Philipp Jarvis, Samuel P. O'Shea, James N. Dunn, Janette L. Moriarty, Philip |
Stichwörter: | ADSORPTION; atomic force microscopy; bi-isonicotinic acid; Chemistry; Chemistry, Physical; CHIRALITY; MOLECULES; Monte Carlo simulation; Physics; Physics, Atomic, Molecular & Chemical; scanning tunnelling microscopy; Self-assembly | Erscheinungsdatum: | 2023 | Herausgeber: | TAYLOR & FRANCIS LTD | Journal: | MOLECULAR PHYSICS | Volumen: | 121 | Ausgabe: | 7-8, SI | Zusammenfassung: | Submolecular resolution scanning tunnelling microscopy and qPlus atomic force microscopy reveal that, close to thermal equilibrium, bi-isonicotinic acid (4,4'-COOH-2,2'-bpy) assembles into extended molecular rows on both Au(111) and Ag(100) surfaces, driven primarily by the formation of OH center dot center dot center dot N hydrogen bonds. Both the intermolecular separation and inter-row spacing for Au(111) and Ag(100) are identical within experimental uncertainty, highlighting that the assembly of bi-isonicotinic acid networks on both metal surfaces is predominantly driven by intermolecular hydrogen-bonding and that the potential energy variation due to the substrate has relatively little influence. Nonetheless, the surface plays a key role in molecular organisation: symmetry-breaking induces prochiral behaviour, which drives the molecular enantiomers to form a racemic mixture of rows of different handedness. We adapt a tiling model previously introduced to model the formation of 2D networks of tetracarboxylic derivatives [Blunt et al. Science 322, 1077 (2008)] to the bi-isonicotinic acid system, providing key insights into the growth kinetics and attaining good agreement with the molecular morphologies observed in experiment. |
ISSN: | 0026-8976 | DOI: | 10.1080/00268976.2023.2192824 |
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