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Record W1994132475 · doi:10.1021/cg700798z

Engineering Hydrogen-Bonded Molecular Crystals Built from 1,3,5-Substituted Derivatives of Benzene: 6,6′,6′′-(1,3,5-Phenylene)tris-1,3,5-triazine-2,4-diamines

2008· article· en· W1994132475 on OpenAlex
Fatima Helzy, Thierry Maris, James D. Wuest

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

VenueCrystal Growth & Design · 2008
Typearticle
Languageen
FieldChemistry
TopicCrystallography and molecular interactions
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsHydrogen bondMoleculeChemistryAlkylIntermolecular forceCrystal engineeringPhenyleneArylTriazineCrystallographyGroup (periodic table)StereochemistryPolymer chemistryPolymerOrganic chemistry

Abstract

fetched live from OpenAlex

In 6,6′,6′′-(1,3,5-phenylene)tris-1,3,5-triazine-2,4-diamine, three trigonally directed diaminotriazinyl groups are attached to the 1,3,5-positions of a phenyl core. This introduces a significant capacity for intermolecular hydrogen bonding, because each diaminotriazinyl group can normally interact with two others to form a total of four hydrogen bonds. Derivatives 3 and 4, which have alkyl groups at the 2,4,6-positions, are designed to favor a conformation in which the diaminotriazinyl groups are held perpendicular to the phenyl core. This conformation is expected to direct the hydrogen bonding of each diaminotriazinyl group out of the plane of the phenyl core, leading to generation of a three-dimensional (3D) network in which each molecule is linked to six neighbors by a total of 12 hydrogen bonds. In fact, the observed networks all show a lower degree of connectivity, possibly because the cores of compounds 3 and 4 are too compact to accommodate six fully hydrogen-bonded neighbors. Nevertheless, compounds 3 and 4 have the following attractive features: (1) They have a well-defined molecular geometry that places multiple sites of hydrogen bonding in a predictable orientation, leading to the construction of 3D networks in which neighboring molecules are positioned logically by directional forces; and (2) their topologies make efficient packing difficult and favor open networks with significant volume available for the inclusion of guests. For these reasons, compounds with diaminotriazinyl groups attached to suitably substituted aryl cores are promising subunits for engineering crystals and other ordered molecular materials with novel structures and properties.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.119
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.022
GPT teacher head0.226
Teacher spread0.204 · 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