Formation of large clusters of CO<sub>2</sub>around anions: DFT study reveals cooperative CO<sub>2</sub>adsorption

Anila, Sebastian; Suresh, Cherumuttathu H.

doi:10.1039/c9cp03348c

Cited by 15 publications

(15 citation statements)

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“…The DFT method M06L/6–311++G(d,p) 51,52 as implemented in Gaussian09 program package 53 is used to optimize all the ring molecules and their water complexes (Table S2). The MESP 54 V (r) at a point r is defined in Equation () where

V ((), r) goodbreak= \sum_{A}^{N} \frac{{normalZ}_{normalA}}{|r - {normalR}_{normalA}|} goodbreak- \int \frac{normalρ ((), normalr') d^{3} normalr'}{|r - r'|}

Z A is the charge on nucleus A located at R A , and ρ(rˈ) is the molecule's continuous electronic density and N is the total number of nuclei.…”

Section: Methodsmentioning

confidence: 99%

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Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Haritha

Suresh

2022

J Comput Chem

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Rings are one of the major scaffold components of drugs in medicinal chemistry, due to their unique electronic distribution, scaffold rigidity, and three‐dimensionality while lipophilicity is considered as a vital parameter of rings that can influence the reactivity, metabolic stability, and toxicity. We have analyzed the electronic features, hydration patterns, solvation effect and lipophilicity data for 51 most widely used ring systems in drugs. Molecular electrostatic potential (MESP) topology analysis has been used to assess the electronic distribution in rings which provided an easy interpretation of the most suitable hydration patterns of the ring with H2O molecule. Further, the global minimum of ring…H2O complex has been utilized to predict lipophilicity (logP) with the incorporation of implicit solvation effect. Classification of ring systems based on their molecular weight into four categories, viz. small ring ‘sr’, medium ring ‘mr’, large ring ‘lr’ and extra large ring ‘xlr’ systems has led to the finding of strong correlations between logP and hydration energy with R = 0.942, 0.933, 0.968 and 0.933, respectively. The micro solvation model is found to be useful for locating the hydrophobic‐hydrophilic border for each category of rings in terms of hydration energy whereas the implicit solvation model used for two solvents, n‐octanol and water on the most stable hydrated structure led to a global correlation between logP and solvation energy ratio. This correlation predicts a limiting logP value −7.03 for the most hydrophilic ring system and also suggests a clear partitioning of the ring molecules into hydrophobic and hydrophilic classes. The MESP topology‐guided approach to understand the electronic features and hydration patterns of rings in drugs lead to powerful predictions on their lipophilicity behavior.

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V ((), r) goodbreak= \sum_{A}^{N} \frac{{normalZ}_{normalA}}{|r - {normalR}_{normalA}|} goodbreak- \int \frac{normalρ ((), normalr') d^{3} normalr'}{|r - r'|}

Z A is the charge on nucleus A located at R A , and ρ(rˈ) is the molecule's continuous electronic density and N is the total number of nuclei.…”

Section: Methodsmentioning

confidence: 99%

“…The DFT method M06L/6-311++G(d,p) 51,52 as implemented in Gaussian09 program package 53 is used to optimize all the ring molecules and their water complexes (Table S2). The MESP 54 V(r) at a point r is defined in Equation ( 1) where…”

Section: Methodsmentioning

confidence: 99%

Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Haritha

Suresh

2022

J Comput Chem

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“…The M06L is regarded as a robust DFT method in overall performance for the optimization of organometallic, inorganic systems and for the study of noncovalent interactions, especially for moderatesized and large systems. [48][49][50][51] A recent benchmark study from our group has shown the accuracy of this method in calculating the interaction energy of anionic fullerene systems for Grimme's dispersion correction. 45,52,53 The reaction of 'n' times 1,3dimethyl-2,3-dihydro-2-cyano-imidazole (IMCN) with C 60 yields the ion pair complex (IM + ) n Á Á Á(C 60 (CN) n ) nÀ .…”

Section: Methodsmentioning

confidence: 99%

Polyanionic cyano-fullerides for CO₂ capture: a DFT prediction

Anila

Suresh

2022

Phys. Chem. Chem. Phys.

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“…[ 47 ] In recent years, more attention was paid to the tetrel bond involving CO 2 in which the carbon atom of CO 2 acts as the tetrel donor. [ 48–57 ] On the other hand, the oxygen atom of CO 2 can also act as a base to engage in tetrel bonds, on which little study is focused. The separation, absorption, capture, and conversion of CO 2 have been extensively studied with silicon‐containing materials.…”

Section: Introductionmentioning

confidence: 99%

The π‐hole tetrel bond betweenX₂TOandCO₂: Substituent effects and its potential adsorptivity forCO₂

Hou

Liu

2020

Int J of Quantum Chemistry

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Quantum chemical calculations are applied to study the complexes between X2TO (X = H, F, Cl, Br, CH3; T = C, Si, Ge, Sn) and CO2. The carbon atom of CO2 as a Lewis acid participates in the C···O carbon bond, whereas its oxygen atom as a base engages in the O···T tetrel bond with X2TO. Most of complexes are stabilized by a combination of both C···O and O···T interactions. The interaction energy increases in the T = C < Ge < Sn < Si sequence for most complexes. Both the electron‐withdrawing halogen group and the electron‐donating methyl group increase the interaction energy, up to 51 kJ/mol in F2SiO···CO2. One F2SiO molecule can bind with different numbers of CO2 molecules (1–4); as the number of CO2 molecules increases, the average interaction energy for each CO2 decreases and each CO2 molecule can contribute with at least 27 kJ/mol. Therefore, silicon‐containing molecules are good absorbents for CO2.

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Formation of large clusters of CO₂around anions: DFT study reveals cooperative CO₂adsorption

Abstract: The cooperative O⋯C secondary interactions compensate for the diminishing effect of primary anion⋯C interactions in anionic clusters of CO2 molecules.

Cited by 15 publications

References 81 publications

Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Polyanionic cyano-fullerides for CO₂ capture: a DFT prediction

The π‐hole tetrel bond betweenX₂TOandCO₂: Substituent effects and its potential adsorptivity forCO₂

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Formation of large clusters of CO2around anions: DFT study reveals cooperative CO2adsorption

Abstract: The cooperative O⋯C secondary interactions compensate for the diminishing effect of primary anion⋯C interactions in anionic clusters of CO2 molecules.

Cited by 15 publications

References 81 publications

Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Hydration patterns of rings in drugs and relationship to lipophilicity: A DFT study

Polyanionic cyano-fullerides for CO2 capture: a DFT prediction

The π‐hole tetrel bond betweenX2TOandCO2: Substituent effects and its potential adsorptivity forCO2

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Product

Resources

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Formation of large clusters of CO₂around anions: DFT study reveals cooperative CO₂adsorption

Polyanionic cyano-fullerides for CO₂ capture: a DFT prediction

The π‐hole tetrel bond betweenX₂TOandCO₂: Substituent effects and its potential adsorptivity forCO₂