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Record W2785659732 · doi:10.1021/acs.jpca.7b11673

Fourier Transform Microwave Spectroscopic and <i>ab Initio</i> Study of the Rotamers of 2-Fluorobenzaldehyde and 3-Fluorobenzaldehyde

2018· article· en· W2785659732 on OpenAlexafffund
Wenhao Sun, Issiah B. Lozada, Jennifer van Wijngaarden

Bibliographic record

VenueThe Journal of Physical Chemistry A · 2018
Typearticle
Languageen
FieldChemistry
TopicMolecular Spectroscopy and Structure
Canadian institutionsUniversity of Manitoba
FundersNatural Sciences and Engineering Research Council of CanadaUniversity of Manitoba
KeywordsConformational isomerismNatural bond orbitalChemistryAb initioIntramolecular forceComputational chemistryRotational spectroscopyAb initio quantum chemistry methodsBond lengthCrystallographyMoleculeStereochemistryCrystal structureOrganic chemistryDensity functional theory

Abstract

fetched live from OpenAlex

The rotational spectra of 2-fluorobenzaldehyde (2-FBD) and 3-fluorobenzaldehyde (3-FBD) were recorded using Fourier transform microwave (FTMW) spectroscopy from 4 to 26 GHz. Two planar rotamers were observed for each species that correspond to structures in which the carbonyl bond is directed toward (O -cis ) or away from (O -trans ) the C1–C2 bond. Observation of transitions due to heavy atom isotopes ( 13 C, 18 O) in natural abundance allowed derivation of the ground state effective ( r 0 ) structures and mass dependence ( r m ) structures for the lowest energy rotamer of 2-FBD (O -trans ) and both rotamers of 3-FBD, which compare favorably with ab initio estimates of the equilibrium ( r e ) geometries at the MP2/aug-cc-pVTZ level. The resultant parameters are consistent with the introduction of bond length alternation in the benzene ring, which is dependent on the orientation of the aldehyde group. Careful study of the experimental structure and results of natural bond orbital (NBO) analysis do not support the presence of intramolecular hydrogen bonding as the source of its stabilization of O -trans 2-FBD over its cis counterpart. Furthermore, calculations of the interconversion pathways between rotamers suggest that despite being 9.39 kJ/mol higher in energy, the O -cis 2-FBD moiety is metastable in the molecular beam, which has allowed the observation of its microwave spectrum for the first time.

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 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 categoriesnone
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 score0.004
Threshold uncertainty score0.552

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 studies0.0000.001
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 head0.005
GPT teacher head0.232
Teacher spread0.227 · 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 teacher head, not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

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

Citations13
Published2018
Admission routes2
Has abstractyes

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