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-Comparison of σ/ π-hole aerogen-bonding interactions based on C2H4···NgOX2 (Ng = Kr, Xe; X = F, Cl, Br) complexes

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Abstract

The geometric structure, energy properties, and electronic properties of the aerogen-bonding interaction formed by C2H4 and NgOX2 (Ng = Kr, Xe; X = F, Cl, Br) have been studied at the B2PLYP-D3(BJ)/ aug-cc-pVTZ (PP) level. Two kinds of aerogen-bonding interactions were observed among the title systems: the σ-hole and the π-hole complexes. The σ-hole aerogen-bonding complex has a binding energy in the range of − 6.29 ~  − 8.17 kcal/mol, which is the most stable. The binding energies of C2H4···NgOX2 increased as X = F < Cl < Br and Ng = KrOX2 < XeOX2 for the σ/π-hole aerogen-bonding complexes. The atoms in molecules (AIM), the non-covalent interaction (NCI) index, and the LMO-EDA energy decomposition analysis were adopted to study the nature of the σ/π-hole aerogen-bonding interaction. The results show that the electrostatic term contributes the most to the total interaction energy for the σ/π-hole aerogen-bonding complexes.

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Funding

This work was supported by the Science and Technology Special Project of Guangdong Province (mmkj202009), the Hunan Provincial Natural Science Foundation of China (no. 2017JJ2095, 2018JJ2113) and the Scientific Research Fund of Hunan Provincial Education Department (16C0625).

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Authors and Affiliations

  1. College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China

    Yiqiang Deng

  2. Key Laboratory of Theoretical Organic Chemistry and Function Molecule of Ministry of Education, Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, China

    Zanzhang, Yuan Liu, Baishu Zheng & Zhaoxu Wang

  3. Hainan Vocational University of Science and Technology, Hainan, 571126, China

    Weiliang Cao

Authors
  1. Yiqiang Deng
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  2. Zanzhang
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  3. Weiliang Cao
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  4. Yuan Liu
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  5. Baishu Zheng
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  6. Zhaoxu Wang
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Contributions

Yiqiang Deng and Zan Zhang: investigation and writing—original draft. Weiliang Cao: visualization. Yuan Liu: methodology and supervision. Baishu Zheng: writing—review and editing. Zhaoxu Wang: methodology, software, writing—review and editing.

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Correspondence to Yuan Liu or Zhaoxu Wang.

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Deng, Y., Zanzhang, Cao, W. et al. -Comparison of σ/ π-hole aerogen-bonding interactions based on C2H4···NgOX2 (Ng = Kr, Xe; X = F, Cl, Br) complexes. J Mol Model 28, 339 (2022). https://doi.org/10.1007/s00894-022-05290-w

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