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Record W2069183121 · doi:10.1139/v03-213

1,2-Bis-(1-{3-pyridyl-}3-methyltriazen-3-yl)ethane: Synthesis and X-ray crystal structure

2004· article· en· W2069183121 on OpenAlexfundvenueno aff
Keith Vaughan, Elizabeth M. Turner, Hilary A. Jenkins

Bibliographic record

VenueCanadian Journal of Chemistry · 2004
Typearticle
Languageen
FieldChemistry
TopicChemical Reactions and Mechanisms
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaDalhousie University
KeywordsTriazeneChemistryOrthorhombic crystal systemCrystal structureCrystallographyPyridineConformational isomerismSingle crystalStereochemistryMoleculeMedicinal chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

3-Aminopyridine is diazotized in the conventional manner and the diazonium salt coupled with N,N ′-dimethylethylenediamine to afford the title compound (1), which is a potential antitumour agent. The compound has been characterized by spectroscopic methods. The 1H NMR spectrum shows evidence of rotational conformerism, from the observation of broadening of the N-methyl signals in the room-temperature spectrum. Low-temperature NMR spectra (down to 223 K) show the presence of three distinct rotamers. The crystal structure of 1,2-bis-(1-{3-pyridyl-}3-methyltriazen-3-yl)ethane (1) has been determined by single crystal X-ray diffraction analysis. The bis-triazene (1) exists as the "staggered" conformation in the solid state, with an "anti–anti" configuration around the N—N bond of the triazene units. The crystal structure of 1 is compared with the closely related bis-triazene 2 and also compared with the simple mono-triazene 3. Crystal data for 1, C14H18N8: orthorhombic, space group Pbca, a = 11.2550(8) Å, b = 8.8507(6) Å, c = 15.0069(10) Å, β = 90°, and V = 1494.91(18) Å3, for Z = 4.Key words: triazene, bis-triazene, pyridine, X-ray, VT NMR, diazonium coupling.

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
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 score0.002
Threshold uncertainty score0.007

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.002

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 head0.006
GPT teacher head0.194
Teacher spread0.188 · 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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations5
Published2004
Admission routes2
Has abstractyes

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