ArticleNature communications2023
Strong structuring arising from weak cooperative O-H···π and C-H···O hydrogen bonding in benzene-methanol solution.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
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- Cooperation-Enhanced N-H···π Hydrogen Bonds: Liquid Pyrrole and Its Mixture with Benzene.The journal of physical chemistry letters · 2026Article
- Hidden Interactions: Quantum Perspectives in Drug Design.Methods in molecular biology (Clifton, N.J.) · 2026Review
- Hidden Interactions: Quantum Perspectives in Drug Design.Methods in molecular biology (Clifton, N.J.) · 2026Review
- Gas-Phase Benzene-Methanol Dimer Configurations: Geometries, Relative Stabilities, and Interaction Energies.The journal of physical chemistry. A · 2025Article
- Robust and Biodegradable Heterogeneous Electronics with Customizable Cylindrical Architecture for Interference-Free Respiratory Rate Monitoring.Nano-micro letters · 2025Article
- Mobile-Phase Contributions to Analyte Retention and Selectivity in Reversed-Phase Liquid Chromatography: 1. General Effects.The journal of physical chemistry. B · 2025Article
- Revivable self-assembled supramolecular biomass fibrous framework for efficient microplastic removal.Science advances · 2024Article
- Structure of 2,3,5-tri-phenyl-tetra-zol-3-ium chloride hemi-penta-hydrate.Acta crystallographica. Section E, Crystallographic communications · 2024Article
- Crystal Structure of the Native Chromoprotein fromJournal of agricultural and food chemistry · 2024Article
- An improved expression and purification protocol enables the structural characterization of Mnt1, an antifungal target from Candida albicans.Fungal biology and biotechnology · 2024Article
- Strong structuring arising from weak cooperative O-H···π and C-H···O hydrogen bonding in benzene-methanol solution.Nature communications · 2023Article
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8 authors.
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Abstract
Weak hydrogen bonds, such as O-H···π and C-H···O, are thought to direct biochemical assembly, molecular recognition, and chemical selectivity but are seldom observed in solution. We have used neutron diffraction combined with H/D isotopic substitution to obtain a detailed spatial and orientational picture of the structure of benzene-methanol mixtures. Our analysis reveals that methanol fully solvates and surrounds each benzene molecule. The expected O-H···π interaction is highly localised and directional, with the methanol hydroxyl bond aligned normal to the aromatic plane and the hydrogen at a distance of 2.30 Å from the ring centroid. Simultaneously, the tendency of methanol to form chain and cyclic motifs in the bulk liquid is manifest in a highly templated solvation structure in the plane of the ring. The methanol molecules surround the benzene so that the O-H bonds are coplanar with the aromatic ring while the oxygens interact with C-H groups through simultaneous bifurcated hydrogen bonds. This demonstrates that weak hydrogen bonding can modulate existing stronger interactions to give rise to highly ordered cooperative structural motifs that persist in the liquid phase.
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