CHNO isomers and derivatives – a computational overview

Planells, Alicia Rey; Ferao, Arturo Espinosa

doi:10.1039/d1nj05752a

Cited by 3 publications

(11 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Figure shows that except for the structures N1–N4, the IU-PiNet predicts relative energies of the other eight structures from ref in good agreement with the CCSD(T)/def2-qzvpp reference data. Contrary to N1–N4 structures, the internal coordinates of the structures N5–N12 from ref are in the range of the unified training data set. We recall that ANNs are likely to fail when extrapolating the data outside the trained range.…”

Section: Resultssupporting

confidence: 55%

“…Also, we could not find a TS relating any of the other structures to HCON. Apart from this, the contour plot in Figure and the comparison to structures reported by Rey Planells and Ferao provide a firm basis for the assessment of the constructed ANN-based PES presented in the following subsections.…”

Section: Resultsmentioning

confidence: 92%

“…To further assess the performance of the IU-PiNet ANN, we compare the reproduced energies with recent results on tetra atomic isomers of the biogenic [H, C, N, O] system . To this end, 12 new structures from the ref (N1–N12) and 32 new ones (N13–N44) from the present ab initio calculations were selected for a point-by-point comparison.…”

Section: Resultsmentioning

confidence: 99%

“…Consequently, the change in the dihedral angles' degree of freedom from 0 to 360°was included in the 1-D changes, but for the 2-D to 6-D added, data points were limited to the To further assess the performance of the IU-PiNet ANN, we compare the reproduced energies with recent results on tetra atomic isomers of the biogenic [H, C, N, O] system. 52 To this end, 12 new structures from the ref 52 (N1−N12) and 32 new ones (N13−N44) from the present ab initio calculations were selected for a point-by-point comparison. Figure 6 shows that except for the structures N1−N4, the IU-PiNet predicts relative energies of the other eight structures from ref 52 in good agreement with the CCSD(T)/def2-qzvpp reference data.…”

Section: Unified Ann Models Of Pes Of Tetra Atomic Isomers Of the [H ...mentioning

confidence: 99%

“…Molecules containing peptide-like bonds have been detected across multiple environments in the interstellar medium, increasing the need to fully understand their chemistry and their role in forming larger prebiotic molecules . There exist intensive theoretical and experimental studies aimed at determining the PESs of tetra atomic isomers of the biogenic [H, C, N, O] system. ,− However, in spite of various reports − considering the PES of these tetra atomic isomers, there is not yet a comprehensive, coherent study providing a unified PES.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Artificial Neural Network-Derived Unified Six-Dimensional Potential Energy Surface for Tetra Atomic Isomers of the Biogenic [H, C, N, O] System

Arab

Nazari

Illas

2023

J. Chem. Theory Comput.

View full text Add to dashboard Cite

Recognition of different structural patterns in different potential energy surface regions, such as in isomerizing quasilinear tetra atomic molecules, is important for understanding the details of underlying physics and chemistry. In this respect, using three variants of artificial neural networks (ANNs), we investigated the six-dimensional (6-D) singlet potential energy surfaces (PES) of tetra atomic isomers of the biogenic [H, C, N, O] system. At first, we constructed a separate ANN potential for each of the studied isomers. In the next step, a comparative assessment of the separate ANN models led to the setting up of a unified 6-D singlet PES equally and accurately describing all studied isomers. The constructed unified model yields relative energies comparable to those obtained either from the gold standard CCSD(T) method or from separate ANNs for each of the studied isomers. The accuracy of the unified singlet PES is on the order of 10 −4 Hartrees (0.1 kcal/mol). The developed PES in this work captures the main features of nonlinear and quasilinear tetra atomic isomers of this biogenic system.

show abstract

Section: Resultssupporting

confidence: 55%

Section: Resultsmentioning

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Section: Unified Ann Models Of Pes Of Tetra Atomic Isomers Of the [H ...mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Artificial Neural Network-Derived Unified Six-Dimensional Potential Energy Surface for Tetra Atomic Isomers of the Biogenic [H, C, N, O] System

Arab

Nazari

Illas

2023

J. Chem. Theory Comput.

View full text Add to dashboard Cite

show abstract

Accurate Ring Strain Energies of Unsaturated Three-Membered Heterocycles with One Group 13–16 Element

Planells

Ferao

2022

Inorg. Chem.

Self Cite

View full text Add to dashboard Cite

High-quality ring strain energy (RSE) data for 1H-unsaturated (CH)2X parent rings, where X is a group 13–16 element, are reported in addition to the 2H-isomers of the pnictogenirene rings. RSE data are obtained from appropriate homosdesmotic reactions and calculated at the DLPNO-CCSD(T)/def2-TZVPP//B3LYP-D3/def2-TZVP(ecp) level. 1H-Tallirene and 1H-plumbirene have unique donor–acceptor structures between an acetylene π(CC) orbital and an empty p orbital of a metallylene subunit (a Dewar–Chatt–Duncanson description) and therefore cannot be described as proper rings but as pseudocyclic structures. Also, 1H-indirene and 1H-oxirene lack ring critical points and constitute borderline cases of pseudorings. 1H-Unsaturated rings exhibit enhanced RSE compared to their saturated homologues. The mechanism of ring strain relaxation by increasing the s character in the lone pair (LP) of group 15–16 elements is remarkable and increases on descending the groups. Furthermore, RSE is affected by the aromatic character of group 13 rings and certain aromatic or antiaromatic character in group 14 or 15–16 rings, respectively, which tend to vanish on descending the group as shown by NICS(1) values. 2H-Unsaturated rings were found only for group 15 elements (although only 2H-azirine shows a proper cyclic structure) and displayed lower RSE (higher stability) than the corresponding 1H-isomers.

show abstract

Unravelling the factors affecting the stability and reactivity of dehydro-pyrazole, isothiazole and isoxazole radical isomers: a computational study

Mahadevan,

Kumar,

Butt

et al. 2024

New J. Chem.

View full text Add to dashboard Cite

show abstract

CHNO isomers and derivatives – a computational overview

Abstract: The full chemical space of the CHNO isomers and their related deprotonated CNO- anions is described for first time in terms of both minimum energy structures and interconversions among them...

Cited by 3 publications

References 59 publications

Artificial Neural Network-Derived Unified Six-Dimensional Potential Energy Surface for Tetra Atomic Isomers of the Biogenic [H, C, N, O] System

Artificial Neural Network-Derived Unified Six-Dimensional Potential Energy Surface for Tetra Atomic Isomers of the Biogenic [H, C, N, O] System

Accurate Ring Strain Energies of Unsaturated Three-Membered Heterocycles with One Group 13–16 Element

Unravelling the factors affecting the stability and reactivity of dehydro-pyrazole, isothiazole and isoxazole radical isomers: a computational study

Contact Info

Product

Resources

About