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Record W2058759062 · doi:10.1021/ja0008315

Solid-State <sup>17</sup>O NMR Investigation of the Carbonyl Oxygen Electric-Field-Gradient Tensor and Chemical Shielding Tensor in Amides

2000· article· en· W2058759062 on OpenAlex

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

VenueJournal of the American Chemical Society · 2000
Typearticle
Languageen
FieldChemistry
TopicAdvanced NMR Techniques and Applications
Canadian institutionsQueen's University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryElectric field gradientTensor (intrinsic definition)AmideOxygen-17Chemical shiftElectromagnetic shieldingNuclear magnetic resonance spectroscopyMoleculeNuclear magnetic resonanceCrystallographyAnalytical Chemistry (journal)Physical chemistryQuadrupoleAtomic physicsStereochemistryOrganic chemistryPhysicsGeometry

Abstract

fetched live from OpenAlex

We have presented a systematic experimental and theoretical investigation of the carbonyl oxygen electric-field-gradient (EFG) tensor and chemical shielding (CS) tensor in crystalline amides. Three 17 O-labled secondary amides, R 1 C[ 17 O]-NHR 2, have been synthesized: benzanilide ( 1 ), N -methylbenzamide ( 2 ), and acetanilide ( 3 ). Analysis of 17 O magic-angle spinning (MAS) and stationary NMR spectra yields not only the magnitude but also the orientation of the carbonyl 17 O EFG and CS tensors. For compounds 1 − 3, the carbonyl 17 O quadrupolar coupling constant (QCC) and the span of the chemical shift tensor are found to be in the range of 8.5−8.97 MHz and 560−630 ppm, respectively. The largest 17 O EFG component lies in the amide plane and is perpendicular to the C O bond, whereas the smallest component is perpendicular to the N−C O plane. For the carbonyl 17 O CS tensor, the principal component with the largest shielding, δ 33, is perpendicular to the amide plane, and the tensor component corresponding to the least shielding, δ 11, is in the amide plane approximately 20° off the direction of the C O bond. Extensive quantum chemical calculations using density functional theory (DFT) have been performed for both isolated and hydrogen-bonded molecules of compounds 1 − 3 . The calculated carbonyl 17 O EFG and CS tensors from the latter molecular models are in reasonably good agreement with the experimental values. In particular, the B3LYP/D95** EFG calculations overestimate the carbonyl 17 O QCC by approximately 0.5 MHz. The B3LYP/D95**/GIAO shielding calculations yield a linear correlation between the calculated and experimental data (slope = 1.125 and R 2 = 0.9952). The quantum chemical calculations indicated that the intermolecular C O···H−N hydrogen-bonding interactions play an important role in determining the carbonyl oxygen EFG and CS tensors for an amide functional group.

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 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 score0.005
Threshold uncertainty score0.438

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 head0.009
GPT teacher head0.262
Teacher spread0.253 · 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