Ortho-Substituent Effects on Halogen Bond Geometry for N-Haloimide⋯2-Substituted Pyridine Complexes.

Shilin Yu, J Mikko Rautiainen, Parveen Kumar, Lorenzo Gentiluomo, Jas S Ward, Kari Rissanen, Rakesh Puttreddy

Abstract read

In one paragraph

Article in Advanced science (Weinheim, Baden-Wurttemberg, Germany), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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0cells of the map it votes in

1citing papers in PubMed

–field-weighted citation impact

1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

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Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

Ortho-Substituent Effects on Halogen Bond Geometry for N-Haloimide⋯2-Substituted Pyridine Complexes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
Article

4 · The record

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PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors.

Shilin YuDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.

J Mikko RautiainenDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.

Parveen KumarDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.

Lorenzo GentiluomoDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.

Jas S WardDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.ORCID https://orcid.org/0000-0001-9089-9643

Kari RissanenDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.ORCID https://orcid.org/0000-0002-7282-8419

Rakesh PuttreddyDepartment of Chemistry, University of Jyvaskyla, P.O. Box 35, Jyvaskyla, 40014, Finland.

Funding

Academy of Finland 351121Academy of Finland 356187Luonnontieteiden ja Tekniikan Tutkimuksen Toimikunta

6 · The paper itself

Abstract

The nature of (imide)N-X⋯N(pyridine) halogen-bonded complexes formed by six N-haloimides and sixteen 2-substituted pyridines are studied using X-ray crystallography (68 crystal structures), Density Functional Theory (DFT) (86 complexation energies), and NMR spectroscopy (90 association constants). Strong halogen bond (XB) donors such as N-iodosuccinimide form only 1:1 haloimide:pyridine crystalline complexes, but even stronger N-iodosaccharin forms 1:1 haloimide:pyridine and three other distinct complexes. In 1:1 haloimide:pyridine crystalline complexes, the haloimide's N─X bond exhibits an unusual bond bending feature that is larger for stronger N-haloimides. DFT complexation energies (ΔE

Indexed as

halogen bondhaloimideorthosaccharinsigma hole

Identifiers

PMID38059769

DOI10.1002/advs.202307208

PMCPMC10853718

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.