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Theoretical study on noncovalent interaction of molecular tweezers by Zn(II) salphen-azo-crown ether triads receptor

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A novel zinc(II)-salphen-azo-benzo-15-crown-5 triad receptor was studied theoretically as ditopic recognition of hydrophobic amino acid. And density functional theory was used to investigate the Zn(II) salphen-crown ether complex (L1), complex L2 (L1 with the alkaline metal cation Na+), and the corresponding 1:1 sandwich complex (complex L with tryptophan). In this work, geometrical optimization was carried out using ωB97XD functional and def2-SVP basis set for all atoms. The absorption spectra and excited-states were calculated using time-dependent density functional theory and ωB97XD/def2-TZVP level. The absorption spectra data show some significantly shifts in the absorption band due to the present of Na+ or tryptophan. In addition, interfragment interactions between receptor L and tryptophan were analyzed in detail by Independent Gradient Model and topological properties of Bader’s atoms in molecules theory, which is found to contribute to forming the metal-ligand bonds, intermolecular H-bond, and van der Waals interaction in 1:1 sandwich complex. The above results demonstrate that the L2 complex is a ditopic receptor to be utilized to recognize amphiphilic molecule - tryptophan.

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Correspondence to Xueye Wang.

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Li, H., Zheng, X., Jia, Z. et al. Theoretical study on noncovalent interaction of molecular tweezers by Zn(II) salphen-azo-crown ether triads receptor. J Mol Model 26, 39 (2020). https://doi.org/10.1007/s00894-020-4301-3

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  • Density functional theory
  • Molecular tweezers
  • Tryptophan
  • Zn(II) salphen-crown ether complex