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Record W2041424703 · doi:10.1002/chem.200390217

Cover Picture: Hydrogen–Hydrogen Bonding: A Stabilizing Interaction in Molecules and Crystals (Chem. Eur. J. 9/2003)

2003· paratext· en· W2041424703 on OpenAlexaff
Chérif F. Matta, Jesús Hernández‐Trujillo, Ting‐Hua Tang, Richard F. W. Bader

Bibliographic record

VenueChemistry - A European Journal · 2003
Typeparatext
Languageen
FieldChemistry
TopicAdvanced Physical and Chemical Molecular Interactions
Canadian institutionsMcMaster UniversityUniversity of Toronto
Fundersnot available
Keywordsvan der Waals forceHydrogen bondChemistryCrystallographyMoleculeVan der Waals strainVan der Waals radiusAtoms in moleculesHydrogenHydrogen atomSteric effectsChemical physicsComputational chemistryStereochemistryOrganic chemistryGroup (periodic table)

Abstract

fetched live from OpenAlex

Abstract The cover picture shows a schematic representation of the change in structure accompanying the planarization of biphenyl through the formation of bond paths between the pairs of ortho‐hydrogen atoms. The top figure for the twisted equilibrium structure portrays four of the rings of hydrogen atoms, each shown as a spatial region defined by the intersection of its C|H interatomic surface with the van der Waals surface defined by the 0.001 au electron density envelope, the surfaces for the pairs of ortho‐hydrogen atoms touching at the geometry of the equilibrium structure. Planarization results in a lengthening of the CC separation between the rings by ∼0.01 Å, and the ortho‐hydrogen atoms are brought to separations ∼0.04 Å less than twice their van der Waals radii. The resulting increase in the energy of the carbon atoms is, however, largely negated by HH bonding, that is, the formation of an interatomic surface and an associated bond path linking each pair of ortho‐hydrogen atoms. Thus the ortho‐hydrogen atoms in planar biphenyl do not experience “steric nonbonded repulsions”, but rather, like all interactions denoted by a bond path, make a stabilizing contribution to the energy of ∼10 kcal mol−1 per HH interaction. HH bonding is present between the corresponding hydrogen atoms in polybenzenoids, such as phenanthrene and chrysene, and it is the presence of such interactions between the hydrogens of methyl groups in neighboring tetra‐tert‐butyl groups that encapsulate and stabilize the otherwise unstable tetrahedrane and cyclobutadiene molecules. For further details see the article by R. F. W. Bader et al. on p. 1940 ff.

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 categoriesInsufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.355
Threshold uncertainty score0.920

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0010.001
Science and technology studies0.0010.001
Scholarly communication0.0020.002
Open science0.0010.001
Research integrity0.0020.001
Insufficient payload (model declined to judge)0.3550.113

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 head0.014
GPT teacher head0.253
Teacher spread0.240 · 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.

Study designNot applicable
Domainnot available
GenreOther

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

Citations12
Published2003
Admission routes1
Has abstractyes

Explore more

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