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Halogen bonding: a designer strategy for graphyne-like two-dimensional architectures

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Abstract

Assembly of molecular systems into extended frameworks guided by weak non-covalent interactions is a hot topic of research in supramolecular chemistry. Herein, by an orchestration of intermolecular interactions guided by halogen bonding, we propose a computational designer strategy to steer the growth of graphyne-like molecular assemblies. Toward this, we analyze the halogen-bonded molecular assemblies of 1,3,5-triazine-based and benzene-1,3,5-tricarbonitrile-based monomers into graphyne-like and graphdiyne-like frameworks. The underlying halogen bonding interactions are quantified by way of intermolecular interaction energies and rationalized by way of molecular electrostatic potential and natural energy decomposition analysis, which allows for the separation of total intermolecular interaction energies into various components. The energetics of complexation indicate that, for the cyano-aromatic-based two-dimensional frameworks, iodo-substituted assemblies are stronger than the corresponding hydrogen-bonded assemblies and for the carbon nitride-based two-dimensional frameworks, bromo- and iodo-substituted assemblies are stronger than the hydrogen-bonded counterparts.

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Acknowledgements

The authors acknowledge the use of the Padmanabha cluster at the Centre for High-performance Computing at IISER TVM. R.S.S. acknowledges the Science and Engineering Research Board (SERB), Government of India for financial support of this work, through the SERB Core Research Grant (CRG/2022/006873). A.J. thanks IISER TVM for fellowship.

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  1. School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Thiruvananthapuram, India

    Anto James & Rotti Srinivasamurthy Swathi

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  1. Anto James
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Correspondence to Rotti Srinivasamurthy Swathi.

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This manuscript is dedicated to Prof. P. K. Chattaraj for his pivotal contributions to theoretical chemistry.

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James, A., Swathi, R.S. Halogen bonding: a designer strategy for graphyne-like two-dimensional architectures. Theor Chem Acc 142, 45 (2023). https://doi.org/10.1007/s00214-023-02987-w

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