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5‐amino‐2‐methylpyridinium hydrogen fumarate: An XRD and NMR crystallography analysis
Author(s) -
Corlett Emily K.,
Blade Helen,
Hughes Leslie P.,
Sidebottom Philip J.,
Walker David,
Walton Richard I.,
Brown Steven P.
Publication year - 2020
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.5021
Subject(s) - chemistry , crystallography , hydrogen bond , carboxylate , heteronuclear molecule , homonuclear molecule , chemical shift , magic angle spinning , nmr spectra database , crystal structure , molecule , nuclear magnetic resonance spectroscopy , stereochemistry , spectral line , organic chemistry , physics , astronomy
Single‐crystal X‐ray diffraction structures of the 5‐amino‐2‐methylpyridinium hydrogen fumarate salt have been solved at 150 and 300 K (CCDC 1952142 and 1952143). A base–acid–base–acid ring is formed through pyridinium‐carboxylate and amine‐carboxylate hydrogen bonds that hold together chains formed from hydrogen‐bonded hydrogen fumarate ions. 1 H and 13 C chemical shifts as well as 14 N shifts that additionally depend on the quadrupolar interaction are determined by experimental magic angle spinning (MAS) solid‐state nuclear magnetic resonance (NMR) and gauge‐including projector‐augmented wave (GIPAW) calculation. Two‐dimensional homonuclear 1 H‐ 1 H double‐quantum (DQ) MAS and heteronuclear 1 H‐ 13 C and 14 N‐ 1 H spectra are presented. Only small differences of up to 0.1 and 0.6 ppm for 1 H and 13 C are observed between GIPAW calculations starting with the two structures solved at 150 and 300 K (after geometry optimisation of atomic positions, but not unit cell parameters). A comparison of GIPAW‐calculated 1 H chemical shifts for isolated molecules and the full crystal structures is indicative of hydrogen bonding strength.