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Record W3127664258 · doi:10.1021/acs.cgd.0c01697

Database Investigation of Halogen Bonding and Halogen···Halogen Interactions between Porphyrins: Emergence of Robust Supramolecular Motifs and Frameworks

2021· article· en· W3127664258 on OpenAlex
Toni S. Spilfogel, Hatem M. Titi, Tomislav Friščić

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.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueCrystal Growth & Design · 2021
Typearticle
Languageen
FieldChemistry
TopicCrystallography and molecular interactions
Canadian institutionsMcGill University
FundersNatural Sciences and Engineering Research Council of CanadaMcGill University
KeywordsHalogenHalogen bondSupramolecular chemistrySynthonChemistryPorphyrinPyrroleAcceptorCombinatorial chemistryCrystal engineeringCrystal structureCrystallographyStereochemistryPhotochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

We provide a Cambridge Structural Database (CSD) analysis of the role of halogen bonds and halogen···halogen interactions in the solid-state structures of porphyrins. This survey provides a detailed view of halogens in porphyrin self-assembly, highlighting interaction motifs beyond the often considered iodine-based halogen bonds. Particularly notable are the observations of self-assembly through β-positioned substituents, the role of the pyrrole π-system as a halogen bond acceptor, and an abundance of chlorine-based halogen···halogen and halogen-bonding motifs. This overview enabled the observation and systematic classification of complex, multipoint recognition motifs in halogen-based architectures. Similarly to synthons in hydrogen-bonded crystal engineering, these motifs appear in discrete molecular assemblies and can also underlie the formation of two- and three-dimensional frameworks. The systematic categorization of these robust motifs provides a foundation for the design of complex halogen-based supramolecular architectures.

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)0.000
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 score0.206
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

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 integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

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 head0.033
GPT teacher head0.251
Teacher spread0.218 · 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