Assessment of various density functionals for intermolecular N→Sn interactions: The test case of poly(trimethyltin cyanide)

Matczak, Piotr

doi:10.1016/j.comptc.2014.10.028

Cited by 13 publications

(12 citation statements)

References 86 publications

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“…[25,26,38,98,99] Previous studies have confirmed the trend that the tetrel bond grows stronger as T becomes larger, [30,32,33,47,100] but that the effect levels off between Sn and Pb. However, there are a few works dealing with tetravalent Sn and Pb, and the noncovalent bonds they form with various bases.…”

Section: Discussionmentioning

confidence: 80%

“…However, there are a few works dealing with tetravalent Sn and Pb, and the noncovalent bonds they form with various bases. [25,26,38,98,99] Previous studies have confirmed the trend that the tetrel bond grows stronger as T becomes larger, [30,32,33,47,100] but that the effect levels off between Sn and Pb. [45,101] An earlier work [45,102] supports the result noted here that the deformation energy induced within the Lewis acid molecule by formation of a tetrel bonded complex drops as the central tetrel atom grows in size.…”

Section: Discussionmentioning

confidence: 80%

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Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

et al. 2019

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In order to accommodate the approach of two NCH bases, a tetrahedral TF 4 molecule (T=Si, Ge, Sn, Pb) distorts into an octahedral structure in which the two bases can be situated either cis or trans to one another. The square planar geometry of TF 4 , associated with the trans arrangement of the bases, is higher in energy than its see-saw structure that corresponds to the cis trimer. On the other hand, the square geometry offers an unobstructed path of the bases to the π-holes above and below the tetrel atom and hence enjoys a higher interaction energy than is the case for the σ-holes approached by the bases in the cis arrangement. When these two effects are combined, the total binding energies are more exothermic for the cis than for the trans complexes. This preference amounts to some 3 kcal mol À 1 for Sn and Pb, but is amplified for the smaller tetrel atoms.[a] M. Michalczyk, Dr.

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Section: Discussionmentioning

confidence: 80%

Section: Discussionmentioning

confidence: 80%

Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

et al. 2019

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“…The Def2‐SVP basis set and effective core potential were used to describe the tin atom, while for the remaining atoms the 6‐31+G(d,p) basis set was chosen. The choice of this basis set is based on the recent work performed by Piotr Matczak who showed that the use of this basis set resulted in small errors . Harmonic vibrational frequencies were computed at the same level in order to estimate the corresponding zero‐point vibrational energy corrections and to classify the stationary points of the potential energy surfaces (PES) either as local minima or transition states (TS).…”

Section: Methodsmentioning

confidence: 99%

“…The choice of this basis set is based on the recent work performed by Piotr Matczak who showed that the use of this basis set resulted in small errors. [45] Harmonic vibrational frequencies were computed at the same level in order to estimate the corresponding zero-point vibrational energy corrections and to classify the stationary points of the potential energy surfaces (PES) either as local minima or transition states (TS). Intrinsic reaction coordinate calculations were carried out to ascertain the connection between TS and local minima.…”

Section: Computational Detailsmentioning

confidence: 99%

Gas‐phase interactions of organotin compounds with cysteine

et al. 2016

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The gas-phase interactions of cysteine with di-organotin and tri-organotin compounds have been studied by mass spectrometry experiments and quantum calculations. Positive-ion electrospray spectra show that the interaction of di- and tri-organotins with cysteine results in the formation of [(R) Sn(Cys-H)] and [(R) Sn(Cys)] ions, respectively. MS/MS spectra of [(R) Sn(Cys-H)] complexes are characterized by numerous fragmentation processes, notably associated with elimination of NH and (C,H ,O ). Several dissociation routes are characteristic of each given organic species. Upon collision, both the [(R) Sn(Gly)] and [(R) Sn(Cys)] complexes are associated with elimination of the intact amino acid, leading to the formation of [(R) Sn] cation. But for the latter complex, two additional fragmentation processes are observed, associated with the elimination of NH and C H O S. Calculations indicate that the interaction between organotins and cysteine is predominantly electrostatic but also exhibits a considerable covalent character, which is slightly more pronounced in tri-organotin complexes. A preferred bidentate interaction of the type -η -S-NH , with sulfur and the amino group, is observed. As for the [(R) Sn(Cys)] complexes, their stability is due to the combination of the hydrogen bond taking place between the amino group and the sulfur lone pair and the interaction between the carboxylic oxygen atom and the metal. Copyright © 2016 John Wiley & Sons, Ltd.

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“…This functional is stated to perform well for the investigation of non-covalent interactions [44,49] and charge transfer excitation calculations [44,47], and gives accurate geometries for some ruthenium based transition metal compounds [54]. MN-12SX was benchmarked in some recent studies [55,56] as including thermo-chemistry and intermolecular interactions, and seems a very competitive functional.…”

Section: Computational Proceduresmentioning

confidence: 97%

Theoretical studies of organotin(IV) complexes derived from ONO-donor type schiff base ligands

2015

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In this work a molecular modeling study was carried out based on a series of organotin(IV) derivatives which were complexed with ONO-Donor type Schiff base ligands to build up a statistical data pool for researchers. For this purpose, various properties of the selected complexes such as energies, band gaps, chemical reactivity descriptors, polarizabilities, geometric parameters, (1)H-NMR, (13)C-NMR chemical shifting values were obtained through density functional theory using B3LYP, CAM-B3LYP, TPSSTPSS, TPSSh, HCTH, wB97XD, and MN12SX functionals. Empirical dispersion corrections were incorporated for some functionals and solvent effects were also taken into account through applying polarizable continuum model (PCM). (1)H-NMR, (13)C-NMR chemical shifts were calculated via linear regression analysis using either gauge invariant atomic orbital (GIAO) or continuous set of gauge transformations (CSGT) methods. While structural properties were being explored, quantitative effects of utilized functionals and empirical dispersion corrections over calculated properties were shown in detail.

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Assessment of various density functionals for intermolecular N→Sn interactions: The test case of poly(trimethyltin cyanide)

Cited by 13 publications

References 86 publications

Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

Gas‐phase interactions of organotin compounds with cysteine

Theoretical studies of organotin(IV) complexes derived from ONO-donor type schiff base ligands

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Assessment of various density functionals for intermolecular N→Sn interactions: The test case of poly(trimethyltin cyanide)

Cited by 13 publications

References 86 publications

Hexacoordinated Tetrel‐Bonded Complexes between TF4 (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

Hexacoordinated Tetrel‐Bonded Complexes between TF4 (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

Gas‐phase interactions of organotin compounds with cysteine

Theoretical studies of organotin(IV) complexes derived from ONO-donor type schiff base ligands

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Product

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Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes

Hexacoordinated Tetrel‐Bonded Complexes between TF₄ (T=Si, Ge, Sn, Pb) and NCH: Competition between σ‐ and π‐Holes