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Record W2418679933 · doi:10.1021/ic801253f

Trithiatetrazocine Cations, [RCN<sub>4</sub>S<sub>3</sub>]<sup>+</sup>; Planar Sulfur−Nitrogen 10π Aromatics<sup>†</sup>

2008· article· en· W2418679933 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueInorganic Chemistry · 2008
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Characterization of Heterocyclic Compounds
Canadian institutionsUniversity of New Brunswick
Fundersnot available
KeywordsChemistryValence (chemistry)CrystallographyCrystal structureSubstituentNitrogenSulfurPlanarInorganic chemistryStereochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

The reaction of bicyclic sulfur-nitrogen heterocyles RCN 5S 3 (R = F 3C, Ph, Me 2N, 2-FC 6H 4, 2,6-F 2C 6H 3) with [Hg(SO 2) 2][AsF 6] 2 in liquid SO 2 yielded the corresponding trithiatetrazocinium-hexafluoroarsenates [RCN 4S 3][AsF 6] as yellow solids and a red-brown insoluble byproduct with the approximate composition Hg 3N 2. Single crystal structure determinations of the salts and theoretical calculations on the trithiatetrazocine cations [RCN 4S 3] (+) revealed the cations to be planar eight-membered heterocycles. The [RCN 4S 3] (+) cations are the missing link in the series of known valence isoelectronic eight-membered 10pi azocines, that is, [S 4N 4] (2+) and RC(NSN) 2CR. In contrast to neutral trithiatetrazocines and dithiatetrazocines RC(NSN) 2CR carrying donor substituents, which have a folded butterfly structure with a transannular S-S bond, the positive charge on the [RCN 4S 3] (+) cations always stabilizes the planar structure independent of the nature of the substituent. Experimentally obtained structures and theoretical calculations (geometries, frequencies, charges, nucleus-independent chemical shifts (NICS)) are in agreement with the description of [RCN 4S 3] (+) as planar eight-membered 10pi Huckel aromatic. The single crystal structure determinations of some 3,5-R-1,2,4,6-thiatriazinyl hexafluoroarsenates (R = Ph, 2-FC 6H 4, 4-FC 6H 4), which were isolated from the above reaction as well, are also included.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.004
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.001

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.012
GPT teacher head0.202
Teacher spread0.190 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it