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Record W2120035882 · doi:10.1139/v02-159

Structural studies of dithiatetrazocines: X-ray crystal structures of the symmetric dithiatetrazocines <i>p</i>-XC<sub>6</sub>H<sub>4</sub>CN<sub>4</sub>S<sub>2</sub>CC<sub>6</sub>H<sub>4</sub>X [X = NO<sub>2</sub>, Br] and the first unsymmetric dithiatetrazocine, <i>p</i>-BrC<sub>6</sub>H<sub>4</sub>CN<sub>4</sub>S<sub>2</sub>CC<sub>6</sub>H<sub>4</sub>NO<sub>2</sub>

2002· article· en· W2120035882 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.

venuePublished in a venue whose home country is Canada.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueCanadian Journal of Chemistry · 2002
Typearticle
Languageen
FieldChemistry
TopicOrganometallic Compounds Synthesis and Characterization
Canadian institutionsnot available
Fundersnot available
KeywordsTriclinic crystal systemMonoclinic crystal systemChemistryCrystallographyCrystal structureX-ray crystallographyMoleculeStereochemistryDiffractionPhysics

Abstract

fetched live from OpenAlex

Oxidation of equimolar amounts of [p-BrC 6 H 4 CNSSN]Cl and [p-O 2 NC 6 H 4 CNSSN]Cl with elemental O 2 in the presence of Ph 3 Sb in MeCN yields a mixture of the symmetric dithiatetrazocines, O 2 NC 6 H 4 CN 4 S 2 CC 6 H 4 NO 2 (1) and BrC 6 H 4 CN 4 S 2 CC 6 H 4 Br (2) as well as the unsymmetrically substituted derivative BrC 6 H 4 CN 4 S 2 CC 6 H 4 NO 2 (3). The structures of compounds 1–3 are determined by X-ray diffraction: 1 crystallizes in the monoclinic space group P2 1 /c (a = 8.6397(4), b = 5.8359(4), c = 14.9767(11) Å, β = 92.088(4)°) with half a molecule in the asymmetric unit; 2 crystallizes in the triclinic space group P[Formula: see text] (a = 6.5330(5), b = 8.2084(6), c = 14.7264(9) Å, α = 84.483(4)°, β = 77.112(4)°, γ = 87.879(3)°); 3 was found to crystallize in two forms: recrystallization from CH 2 Cl 2 at room temperature yielded a solvent-free, triclinic phase, space group P[Formula: see text] (a = 6.5060(9), b = 7.0739(9), c = 9.1164(8) Å, α = 81.860(3)°, β = 83.406(5)°, γ = 66.589(5)°), whereas cooling a solution to –5°C yielded a solvated form, 3·CH 2 Cl 2 , which crystallizes in the monoclinic space group P2 1 /m (a = 6.179(1), b = 10.960(2), c = 13.884(3) Å, β = 92.69(3)°). The NO 2 ···Br intermolecular interactions observed in the unsolvated structure of 3 are disrupted in the solvate structure; the CH 2 Cl 2 molecule in the latter is aligned such that its molecular dipole interacts with both nitro and bromo groups, retaining a molecular chain motif. The structures are discussed in relation to their semi-empirically calculated molecular electrostatic potentials and calculations of intermolecular interactions using van der Waals forces combined with an electrostatic point charge model.Key words: dithiatetrazocine, crystal structure, crystal engineering, molecular electrostatic potential.

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)0.012
metaresearch head score (Gemma)0.015
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMetaresearch, Meta-epidemiology (narrow), Meta-epidemiology (broad), Bibliometrics, Science and technology studies, Scholarly communication, Open science, Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesMeta-epidemiology (narrow), Meta-epidemiology (broad), Bibliometrics, Science and technology studies, Research integrity
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 score0.032
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0120.015
Meta-epidemiology (narrow)0.0220.022
Meta-epidemiology (broad)0.0230.014
Bibliometrics0.0130.027
Science and technology studies0.0120.014
Scholarly communication0.0070.010
Open science0.0180.006
Research integrity0.0140.024
Insufficient payload (model declined to judge)0.0000.001

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 head0.011
GPT teacher head0.191
Teacher spread0.180 · 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