Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions

Vijayanath Elakkat; Eskedar Tessema; Chia Her Lin; Xiaoping Wang; Huan Cheng Chang; You Ning Zheng; Yu Cheng Huang; Gurumallappa; Zhong Yun Zhang; Ka Long Chan; Hening A. Rahayu; Joseph S. Francisco; Norman Lu

doi:10.1002/anie.202215438

Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions

Vijayanath Elakkat, Eskedar Tessema, Chia Her Lin, Xiaoping Wang^*, Huan Cheng Chang, You Ning Zheng, Yu Cheng Huang, Gurumallappa, Zhong Yun Zhang, Ka Long Chan, Hening A. Rahayu, Joseph S. Francisco, Norman Lu^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

In order to better understand the effect of non-covalent weak interactions on molecules, we have explored a variety of weak interactions, such as improper H-bonding (HB), tetrel bonds (TBs) and halogen bonds, in fluorinated chiral zinc complexes. High resolution neutron diffraction studies revealed a methylene carbon-hydrogen bond elongation and shortening due to TB and improper HB interactions, respectively. To show the accumulative effects of multiple weak interactions on the C−H bond, three types of tetrel bonds have been carefully examined. We have also shown how C−H bond elongation can be easily offset by forming an improper HB with the H atom from this C−H bond. Non-covalent interaction and electrostatic potential analysis investigations have been used to affirm the nature of the interactions based on density functional theory (DFT) and other related calculations.

Original language	English
Article number	e202215438
Journal	Angewandte Chemie - International Edition
Volume	62
Issue number	6
DOIs	https://doi.org/10.1002/anie.202215438
Publication status	Published - 2023 Feb 1

Keywords

C−H Bond Elongation
Fluorine
Hydrogen Bonds
Neutron Diffraction
Tetrel Bonds

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.202215438

Cite this

Elakkat, V., Tessema, E., Lin, C. H., Wang, X., Chang, H. C., Zheng, Y. N., Huang, Y. C., Gurumallappa, Zhang, Z. Y., Long Chan, K., Rahayu, H. A., Francisco, J. S., & Lu, N. (2023). Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions. Angewandte Chemie - International Edition, 62(6), Article e202215438. https://doi.org/10.1002/anie.202215438

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title = "Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions",

abstract = "In order to better understand the effect of non-covalent weak interactions on molecules, we have explored a variety of weak interactions, such as improper H-bonding (HB), tetrel bonds (TBs) and halogen bonds, in fluorinated chiral zinc complexes. High resolution neutron diffraction studies revealed a methylene carbon-hydrogen bond elongation and shortening due to TB and improper HB interactions, respectively. To show the accumulative effects of multiple weak interactions on the C−H bond, three types of tetrel bonds have been carefully examined. We have also shown how C−H bond elongation can be easily offset by forming an improper HB with the H atom from this C−H bond. Non-covalent interaction and electrostatic potential analysis investigations have been used to affirm the nature of the interactions based on density functional theory (DFT) and other related calculations.",

keywords = "C−H Bond Elongation, Fluorine, Hydrogen Bonds, Neutron Diffraction, Tetrel Bonds",

author = "Vijayanath Elakkat and Eskedar Tessema and Lin, {Chia Her} and Xiaoping Wang and Chang, {Huan Cheng} and Zheng, {You Ning} and Huang, {Yu Cheng} and Gurumallappa and Zhang, {Zhong Yun} and {Long Chan}, Ka and Rahayu, {Hening A.} and Francisco, {Joseph S.} and Norman Lu",

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day = "1",

doi = "10.1002/anie.202215438",

language = "English",

volume = "62",

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AU - Elakkat, Vijayanath

AU - Tessema, Eskedar

AU - Lin, Chia Her

AU - Wang, Xiaoping

AU - Chang, Huan Cheng

AU - Zheng, You Ning

AU - Huang, Yu Cheng

AU - Gurumallappa,

AU - Zhang, Zhong Yun

AU - Long Chan, Ka

AU - Rahayu, Hening A.

AU - Francisco, Joseph S.

AU - Lu, Norman

PY - 2023/2/1

Y1 - 2023/2/1

N2 - In order to better understand the effect of non-covalent weak interactions on molecules, we have explored a variety of weak interactions, such as improper H-bonding (HB), tetrel bonds (TBs) and halogen bonds, in fluorinated chiral zinc complexes. High resolution neutron diffraction studies revealed a methylene carbon-hydrogen bond elongation and shortening due to TB and improper HB interactions, respectively. To show the accumulative effects of multiple weak interactions on the C−H bond, three types of tetrel bonds have been carefully examined. We have also shown how C−H bond elongation can be easily offset by forming an improper HB with the H atom from this C−H bond. Non-covalent interaction and electrostatic potential analysis investigations have been used to affirm the nature of the interactions based on density functional theory (DFT) and other related calculations.

AB - In order to better understand the effect of non-covalent weak interactions on molecules, we have explored a variety of weak interactions, such as improper H-bonding (HB), tetrel bonds (TBs) and halogen bonds, in fluorinated chiral zinc complexes. High resolution neutron diffraction studies revealed a methylene carbon-hydrogen bond elongation and shortening due to TB and improper HB interactions, respectively. To show the accumulative effects of multiple weak interactions on the C−H bond, three types of tetrel bonds have been carefully examined. We have also shown how C−H bond elongation can be easily offset by forming an improper HB with the H atom from this C−H bond. Non-covalent interaction and electrostatic potential analysis investigations have been used to affirm the nature of the interactions based on density functional theory (DFT) and other related calculations.

KW - C−H Bond Elongation

KW - Fluorine

KW - Hydrogen Bonds

KW - Neutron Diffraction

KW - Tetrel Bonds

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IS - 6

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Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions

Abstract

Keywords

ASJC Scopus subject areas

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CCDC 2194933: Experimental Crystal Structure Determination

CCDC 2194932: Experimental Crystal Structure Determination

CCDC 2194934: Experimental Crystal Structure Determination

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Unusual Changes of C−H Bond Lengths in Chiral Zinc Complexes Induced by Noncovalent Interactions

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

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Datasets

CCDC 2194933: Experimental Crystal Structure Determination

CCDC 2194932: Experimental Crystal Structure Determination

CCDC 2194934: Experimental Crystal Structure Determination

Cite this