Molecular Tectonics. Hydrogen-Bonded Networks Built from Tetraphenols Derived from Tetraphenylmethane and Tetraphenylsilane
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Bibliographic record
Abstract
Tetrakis(3-hydroxyphenyl)silane ( 1 ), tetrakis(4-hydroxyphenyl)methane ( 2 ), and tetrakis(4-hydroxyphenyl)silane ( 3 ), in which phenolic hydroxyl groups are attached to tetrahedral tetraphenylsilyl and tetraphenylmethyl cores, produce a series of hydrogen-bonded networks when crystallized from CH 3 COOC 2 H 5 . Each hydroxyl group in meta -substituted tetraphenol 1 participates in two intermolecular hydrogen bonds as both donor and acceptor, producing helical chains of hydrogen bonds running along the c axis. Each molecule of tetraphenol 1 is linked to four symmetrically oriented neighbors by a total of eight hydrogen bonds, thereby creating a diamondoid network. No interpenetration is observed, and no significant volume remains for the inclusion of guests. The hydrogen-bonded networks derived from para -substituted analogues 2 and 3 are markedly different. Each molecule of tetraphenol 2 is hydrogen-bonded to six neighboring tetraphenols, and the resulting network defines zigzag channels that run parallel to the c axis, measure about 3.3 × 4.4 Å at the narrowest point, and include CH 3 COOC 2 H 5 as guest. Approximately 28% of the volume of crystals of tetraphenol 2 is available for inclusion. Tetraphenol 3 crystallizes as a monohydrate, and H 2 O is incorporated as a structural element in the resulting network. Each molecule of tetraphenol 3 forms hydrogen bonds with two molecules of H 2 O and four unsymmetrically oriented neighboring molecules of tetraphenol 3, producing a structure that is closely packed. The variety of structures obtained from compounds 1 − 3 under similar conditions shows that the hydroxyl group of phenols is not a highly predictable director of supramolecular assembly.
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Full frame distilled prediction
Teacher imitationNot 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.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.001 | 0.001 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.001 | 0.001 |
| Insufficient payload (model declined to judge) | 0.002 | 0.000 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it