Fast Quantum Approach for Evaluating the Energy of Non-Covalent Interactions in Molecular Crystals: The Case Study of Intermolecular H-Bonds in Crystalline Peroxosolvates

Alexander G. Medvedev; Andrei V. Churakov; Mger A. Navasardyan; Petr V. Prikhodchenko; Ovadia Lev; Mikhail V. Vener

doi:10.3390/molecules27134082

Fast Quantum Approach for Evaluating the Energy of Non-Covalent Interactions in Molecular Crystals: The Case Study of Intermolecular H-Bonds in Crystalline Peroxosolvates

Alexander G. Medvedev, Andrei V. Churakov, Mger A. Navasardyan, Petr V. Prikhodchenko, Ovadia Lev, Mikhail V. Vener^*

^*Corresponding author for this work

Institute of Chemistry

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

8 Scopus citations

Abstract

Energy/enthalpy of intermolecular hydrogen bonds (H-bonds) in crystals have been calcu-lated in many papers. Most of the theoretical works used non-periodic models. Their applicability for describing intermolecular H-bonds in solids is not obvious since the crystal environment can strongly change H-bond geometry and energy in comparison with non-periodic models. Periodic DFT computations provide a reasonable description of a number of relevant properties of molecular crystals. However, these methods are quite cumbersome and time-consuming compared to non-periodic calculations. Here, we present a fast quantum approach for estimating the energy/enthalpy of intermolecular H-bonds in crystals. It has been tested on a family of crystalline peroxosolvates in which the H···O bond set fills evenly (i.e., without significant gaps) the range of H···O distances from ~1.5 to ~2.1 Å typical for strong, moderate, and weak H-bonds. Four of these two-component crystals (peroxosolvates of macrocyclic ethers and creatine) were obtained and structurally characterized for the first time. A critical comparison of the approaches for estimating the energy of intermolecular H-bonds in organic crystals is carried out, and various sources of errors are clarified.

Original language	American English
Article number	4082
Journal	Molecules
Volume	27
Issue number	13
DOIs	https://doi.org/10.3390/molecules27134082
State	Published - 1 Jul 2022

Bibliographical note

Funding Information:
Funding: The authors thank Russian Foundation for Basic Research for financial support (grant 20-03-00449).

Funding Information:
Acknowledgments: The single-crystal X-ray diffraction studies were performed at the Centre of Shared Equipment of IGIC RAS within the State Assignment on Fundamental Research of the Kurnakov Institute of General and Inorganic Chemistry. O.L. acknowledges the financial support of the Israel Science Foundation (grant no. 1215/19). M.V.V. thanks G. L. Perlovich for the possibility of conducting computations using Crystal17.

Publisher Copyright:
© 2022 by the authors. Licensee MDPI, Basel, Switzerland.

Keywords

B3LYP vs. PBE-D3
amino acid
bifurcated H-bonds
macrocyclic ether
multicomponent crystals
periodic DFT computations
peroxosolvates

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10.3390/molecules27134082

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title = "Fast Quantum Approach for Evaluating the Energy of Non-Covalent Interactions in Molecular Crystals: The Case Study of Intermolecular H-Bonds in Crystalline Peroxosolvates",

abstract = "Energy/enthalpy of intermolecular hydrogen bonds (H-bonds) in crystals have been calcu-lated in many papers. Most of the theoretical works used non-periodic models. Their applicability for describing intermolecular H-bonds in solids is not obvious since the crystal environment can strongly change H-bond geometry and energy in comparison with non-periodic models. Periodic DFT computations provide a reasonable description of a number of relevant properties of molecular crystals. However, these methods are quite cumbersome and time-consuming compared to non-periodic calculations. Here, we present a fast quantum approach for estimating the energy/enthalpy of intermolecular H-bonds in crystals. It has been tested on a family of crystalline peroxosolvates in which the H···O bond set fills evenly (i.e., without significant gaps) the range of H···O distances from ~1.5 to ~2.1 {\AA} typical for strong, moderate, and weak H-bonds. Four of these two-component crystals (peroxosolvates of macrocyclic ethers and creatine) were obtained and structurally characterized for the first time. A critical comparison of the approaches for estimating the energy of intermolecular H-bonds in organic crystals is carried out, and various sources of errors are clarified.",

keywords = "B3LYP vs. PBE-D3, amino acid, bifurcated H-bonds, macrocyclic ether, multicomponent crystals, periodic DFT computations, peroxosolvates",

author = "Medvedev, {Alexander G.} and Churakov, {Andrei V.} and Navasardyan, {Mger A.} and Prikhodchenko, {Petr V.} and Ovadia Lev and Vener, {Mikhail V.}",

note = "Funding Information: Funding: The authors thank Russian Foundation for Basic Research for financial support (grant 20-03-00449). Funding Information: Acknowledgments: The single-crystal X-ray diffraction studies were performed at the Centre of Shared Equipment of IGIC RAS within the State Assignment on Fundamental Research of the Kurnakov Institute of General and Inorganic Chemistry. O.L. acknowledges the financial support of the Israel Science Foundation (grant no. 1215/19). M.V.V. thanks G. L. Perlovich for the possibility of conducting computations using Crystal17. Publisher Copyright: {\textcopyright} 2022 by the authors. Licensee MDPI, Basel, Switzerland.",

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doi = "10.3390/molecules27134082",

language = "American English",

volume = "27",

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T2 - The Case Study of Intermolecular H-Bonds in Crystalline Peroxosolvates

AU - Medvedev, Alexander G.

AU - Churakov, Andrei V.

AU - Navasardyan, Mger A.

AU - Prikhodchenko, Petr V.

AU - Lev, Ovadia

AU - Vener, Mikhail V.

N1 - Funding Information: Funding: The authors thank Russian Foundation for Basic Research for financial support (grant 20-03-00449). Funding Information: Acknowledgments: The single-crystal X-ray diffraction studies were performed at the Centre of Shared Equipment of IGIC RAS within the State Assignment on Fundamental Research of the Kurnakov Institute of General and Inorganic Chemistry. O.L. acknowledges the financial support of the Israel Science Foundation (grant no. 1215/19). M.V.V. thanks G. L. Perlovich for the possibility of conducting computations using Crystal17. Publisher Copyright: © 2022 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2022/7/1

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N2 - Energy/enthalpy of intermolecular hydrogen bonds (H-bonds) in crystals have been calcu-lated in many papers. Most of the theoretical works used non-periodic models. Their applicability for describing intermolecular H-bonds in solids is not obvious since the crystal environment can strongly change H-bond geometry and energy in comparison with non-periodic models. Periodic DFT computations provide a reasonable description of a number of relevant properties of molecular crystals. However, these methods are quite cumbersome and time-consuming compared to non-periodic calculations. Here, we present a fast quantum approach for estimating the energy/enthalpy of intermolecular H-bonds in crystals. It has been tested on a family of crystalline peroxosolvates in which the H···O bond set fills evenly (i.e., without significant gaps) the range of H···O distances from ~1.5 to ~2.1 Å typical for strong, moderate, and weak H-bonds. Four of these two-component crystals (peroxosolvates of macrocyclic ethers and creatine) were obtained and structurally characterized for the first time. A critical comparison of the approaches for estimating the energy of intermolecular H-bonds in organic crystals is carried out, and various sources of errors are clarified.

AB - Energy/enthalpy of intermolecular hydrogen bonds (H-bonds) in crystals have been calcu-lated in many papers. Most of the theoretical works used non-periodic models. Their applicability for describing intermolecular H-bonds in solids is not obvious since the crystal environment can strongly change H-bond geometry and energy in comparison with non-periodic models. Periodic DFT computations provide a reasonable description of a number of relevant properties of molecular crystals. However, these methods are quite cumbersome and time-consuming compared to non-periodic calculations. Here, we present a fast quantum approach for estimating the energy/enthalpy of intermolecular H-bonds in crystals. It has been tested on a family of crystalline peroxosolvates in which the H···O bond set fills evenly (i.e., without significant gaps) the range of H···O distances from ~1.5 to ~2.1 Å typical for strong, moderate, and weak H-bonds. Four of these two-component crystals (peroxosolvates of macrocyclic ethers and creatine) were obtained and structurally characterized for the first time. A critical comparison of the approaches for estimating the energy of intermolecular H-bonds in organic crystals is carried out, and various sources of errors are clarified.

KW - B3LYP vs. PBE-D3

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KW - bifurcated H-bonds

KW - macrocyclic ether

KW - multicomponent crystals

KW - periodic DFT computations

KW - peroxosolvates

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SN - 1420-3049

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ER -

Fast Quantum Approach for Evaluating the Energy of Non-Covalent Interactions in Molecular Crystals: The Case Study of Intermolecular H-Bonds in Crystalline Peroxosolvates

Abstract

Bibliographical note

Keywords

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