An investigation of weak CH center dot center dot center dot O hydrogen bonds in maltose anomers by a combination of calculation and experimental solid-state NMR spectroscopy

authors	Yates, JR; Pham, TN; Pickard, CJ; Mauri, F; Amado, AM; Gil, AM; Brown, SP
nationality	International
journal	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
keywords	QUANTUM-CHEMICAL-CALCULATIONS; NUCLEAR-MAGNETIC-RESONANCE; THROUGH-BOND; CROSS-POLARIZATION; MOLECULAR TWEEZER; CRYSTAL-STRUCTURE; SHIFTS; DFT; ASSIGNMENT; C-13
abstract	Two-dimensional H-1-C-13 MAS-J-HMQC solid-state NMR spectra of the two anomeric forms of maltose at natural abundance are presented. The experimental H-1 chemical shifts of the CH and CH2 protons are assigned using first-principles chemical shift calculations that employ a plane-wave pseudo-potential approach. Further calculations show that the calculated change in the 1H chemical shift when comparing the full crystal and an isolated molecule is a quantitative measure of intermolecular C-(HO)-O-... weak hydrogen bonding. Notably, a clear correlation between a large chemical shift change (up to 2 ppm) and both a short (HO)-O-... distance (< 2.7 angstrom) and a CHO bond angle greater than 1301 is observed, thus showing that directionality is important in C-(HO)-O-... hydrogen bonding.
publisher	AMER CHEMICAL SOC
issn	0002-7863
year published	2005
volume	127
issue	29
beginning page	10216
ending page	10220
digital object identifier (doi)	10.1021/ja051019a
web of science category	Chemistry, Multidisciplinary
subject category	Chemistry
unique article identifier	WOS:000230700700037