Webber, Amy L., Yates, Jonathan R., Zilka, Miri, Sturniolo, Simone, Uldry, Anne-Christine, Corlett, Emily K., Pickard, Chris J., Pérez-Torralba, Marta, Garcia, M. Angeles, Santa María, D., Claramunt, Rosa M. and Brown, Steven P. (2020) 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. [Dataset]

	Archive (ZIP) (Raw files from NMR and PXRD experiments, Raw files from DFT calculations) WRAP131640 dataset.zip - Published Version Available under License Creative Commons Attribution 4.0. Download (4Mb)
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Abstract

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).

Item Type:	Dataset
Subjects:	Q Science > QC Physics Q Science > QD Chemistry
Divisions:	Faculty of Science, Engineering and Medicine > Science > Physics
Type of Data:	Experimental and DFT calculations
Library of Congress Subject Headings (LCSH):	Weak interactions (Nuclear physics), Nuclear magnetic resonance spectroscopy, Hydrogen bonding, Chemical bonds, Organic solid state chemistry, Organic compounds -- Synthesis
Publisher:	University of Warwick, Department of Physics
Official Date:	18 February 2020
Dates:	Date Event 18 February 2020 Published
Status:	Not Peer Reviewed
Publication Status:	Published
Media of Output (format):	.cif .magres .txt .ased .par .temp .png .output .xrdml .docx
Access rights to Published version:	Open Access (Creative Commons)
Copyright Holders:	University of Warwick
Description:	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.
Date of first compliant deposit:	18 February 2020
Date of first compliant Open Access:	18 February 2020
RIOXX Funder/Project Grant:	Project/Grant ID RIOXX Funder Name Funder ID EP/J010510/1 [EPSRC] Engineering and Physical Sciences Research Council http://dx.doi.org/10.13039/501100000266 EP/M022501/1 [EPSRC] Engineering and Physical Sciences Research Council http://dx.doi.org/10.13039/501100000266 EP/L015307/1 [EPSRC] Engineering and Physical Sciences Research Council http://dx.doi.org/10.13039/501100000266 EP/C007573/1 [EPSRC] Engineering and Physical Sciences Research Council http://dx.doi.org/10.13039/501100000266 CTQ2014-56833R [MINECO] Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 316630 CAS-IDP FP7 People: Marie-Curie Actions http://dx.doi.org/10.13039/100011264 UNSPECIFIED Royal Society http://dx.doi.org/10.13039/501100000288
Related URLs:	Related item in WRAP Other Repository
Contributors:	Contribution Name Contributor ID Depositor Brown, Steven P. 1193

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