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Probing intermolecular crystal packing in γ-indomethacin by high-resolution (1)H solid-state NMR spectroscopy

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Bradley, Jonathan P., Velaga, Sitaram P., Antzutkin, Oleg N. and Brown, Steven P.. (2011) Probing intermolecular crystal packing in γ-indomethacin by high-resolution (1)H solid-state NMR spectroscopy. Crystal Growth & Design, Vol.11 (No.8). pp. 3463-3471. ISSN 1528-7483

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Official URL: http://dx.doi.org/10.1021/cg200277a

Abstract

An NMR crystallography approach that combines experimental solid-state magic-angle-spinning (MAS) NMR with calculation is applied to the gamma polymorph of the pharmaceutical molecule, indomethacin. First-principles calculations (GIPAW) for the full crystal structure and an isolated molecule show changes in the (1)H chemical shift for specific aliphatic and aromatic protons of over -1 ppm that are due to intermolecular CH-pi interactions. For the OH proton, (1)H double-quantum (DQ) CRAMPS (combined rotation and multiple-pulse spectroscopy) spectra reveal intermolecular H-H proximities to the OH proton of the carboxylic acid dimer as well as to specific aromatic CH protons. The enhanced resolution in (1)H DQ-(13)C spectra, recorded at 850 MHz, enables separate (1)H DQ build-up curves (as a function of the DQ recoupling time) to be extracted for the aromatic CH protons. Supported by eight-spin density-matrix simulations, it is shown how the relative maximum intensities and rates of build-up provide quantitative insight into intramolecular and intermolecular H-H proximities that characterize the crystal packing.

Item Type:	Journal Article
Subjects:	Q Science > QC Physics
Divisions:	Faculty of Science > Physics
Library of Congress Subject Headings (LCSH):	Indomethacin -- Analysis, Nuclear magnetic resonance spectroscopy
Journal or Publication Title:	Crystal Growth & Design
Publisher:	American Chemical Society
ISSN:	1528-7483
Date:	August 2011
Volume:	Vol.11
Number:	No.8
Page Range:	pp. 3463-3471
Identification Number:	10.1021/cg200277a
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Funder:	Engineering and Physical Sciences Research Council (EPSRC), AstraZeneca (Firm), Biotechnology and Biological Sciences Research Council (Great Britain) (BBSRC), University of Warwick, Advantage West Midlands (AWM), European Regional Development Fund (ERDF), Birmingham Science City
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URI:	http://wrap.warwick.ac.uk/id/eprint/38565