Leveraging Halogen Interactions for a Supramolecular Nanotube.

Fisher, Sergey; Malaspina, Lorraine A; Martínez, Cristian Gozálvez; Prescimone, Alessandro; Balmohammadi, Yaser; Grabowsky, Simon; Šolomek, Tomáš (2024). Leveraging Halogen Interactions for a Supramolecular Nanotube. (In Press). Chemistry: a European journal(e202400295), e202400295. Wiley 10.1002/chem.202400295

Text Chemistry_A_European_J_-_2024_-_Fisher_-_Leveraging_Halogen_Interactions_for_a_Supramolecular_Nanotube.pdf - Accepted Version Restricted to registered users only until 10 March 2025. Available under License Publisher holds Copyright. Download (1MB) | Request a copy

We demonstrate the formation of supramolecular nanotubes from molecular triangles in a single crystal by balancing the hydrogen bonds and halogen interactions between individual macrocycles. Thereby, we template the supramolecular nanotube growth by intermolecular interactions encoded directly in the macrocycles instead of those provided by the crystallization solvent. Ultimately, we show that replacing bromines for iodines in the macrocycle is necessary to achieve this supramolecular organization by enhancing the strength of the halogen interactions and concomitant reduction of the detrimental hydrogen bonds. We investigated the nature and the interplay of the individual intermolecular interactions by analysis of the experimental single crystal data and quantum chemical calculations. This work enriches the available toolbox of interactions to construct supramolecular nanotubes, and will aid and abet the development of rationally-designed materials with a long-range 1D organization.

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