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Data for Weak intermolecular CH···N hydrogen bonding : determination of 13CH-15N hydrogen-bond mediated J couplings by solid-state NMR spectroscopy and first-principles calculations Amy L. Webber (1454251) Jonathan R. Yates (1920148) Miri Zilka (8275890) Simone Sturniolo (6290198) Anne-Christine Uldry (2393032) Emily K. Corlett (8275893) Chris J. Pickard (1494904) Marta Pérez-Torralba (2457934) M. Angeles Garcia (24939925) D. Santa María (24816721) Rosa M. Claramunt (1784905) Steven P. Brown (1296819) Weak interactions (Nuclear physics) Nuclear magnetic resonance spectroscopy Hydrogen bonding Chemical bonds Organic solid state chemistry Organic compounds -- Synthesis Migrated from ePrints Weak hydrogen bonds are increasingly hypothesised to play key roles in a wide range of chemistry from catalysis to gelation to polymer structure. Here, 15N/13C spin-echo magic-angle spinning (MAS) solid-state NMR experiments are applied to “view” intermolecular CH···N hydrogen bonding in two selectively labelled organic compounds, 4-[15N] cyano-4’-[13C2] ethynylbiphenyl (1) and [15N3,13C6]-2,4,6-triethynyl-1,3,5-triazine (2). The synthesis of 2-15N3,13C6 is reported here for the first time via a multistep procedure, where the key element is the reaction of [15N3]-2,4,6-trichloro-1,3,5-triazine (5) with [13C2]-[(trimethylsilyl)ethynyl]zinc chloride (8) to afford its immediate precursor [15N3,13C6]-2,4,6-tris[(trimethylsilyl)ethynyl]-1,3,5-triazine (9). Experimentally determined hydrogen-bond mediated 2hJCN couplings (4.7 ± 0.4 Hz (1), 4.1 ± 0.3 Hz (2)) are compared with density functional theory (DFT) gauge-including projector augmented wave (GIPAW) calculations, whereby species independent coupling values 2hKCN (28.1 (1), 26.1 (2) × 1019 kg m–2 s–2 A–2) quantitatively demonstrate the J couplings for these CH···N hydrogen bonds to be of a similar magnitude to those for conventionally observed NH···O hydrogen-bonding interactions in uracil (2hKNO: 28.1 and 36.8 × 1019 kg m–2 s–2 A–2).<br><br>Raw files from NMR experiments in figures 3b, 4a, 4b, S5b, S6 and S3. Raw files from PXRD experiments in figures S1 and S2. Raw files from DFT calculations stored in .cif and .magres format. 2020-02-18T00:00:00Z Dataset Dataset 10.82444/warw.33798478.v1 https://figshare.com/articles/dataset/Data_for_Weak_intermolecular_CH_N_hydrogen_bonding_determination_of_13CH-15N_hydrogen-bond_mediated_J_couplings_by_solid-state_NMR_spectroscopy_and_first-principles_calculations/33798478 CC BY 4.0