Identifying the intermolecular hydrogen-bonding supramolecular synthons in an indomethacin–nicotinamide cocrystal by solid-state NMR

Keisuke Maruyoshi; Dinu Iuga; Oleg N. Antzutkin; Amjad Alhalaweh; Sitaram P. Velaga; Steven P. Brown

doi:10.1039/C2CC36094B

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Chemical Communications

Issue 88, 2012

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Identifying the intermolecular hydrogen-bonding supramolecular synthons in an indomethacin–nicotinamide cocrystal by solid-state NMR

Keisuke Maruyoshi,^a^b Dinu Iuga,^a Oleg N. Antzutkin,^a^c Amjad Alhalaweh,^d Sitaram P. Velaga^d and Steven P. Brown*^a

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Department of Physics, University of Warwick, Coventry CV4 7AL, UK
E-mail: S.P.Brown@warwick.ac.uk ;
Fax: +44 (0)24 76150897 ;
Tel: +44 (0)24 76574359

Analytical & Quality Evaluation Research Laboratories, Daiichi Sankyo Co. Ltd., 1-12-1, Shinomiya, Hiratsuka-shi, Kanagawa, Japan

Chemistry of Interfaces, Luleå University of Technology, Luleå, Sweden

Department of Health Science, Luleå University of Technology, Luleå, Sweden

Chem. Commun., 2012,48, 10844-10846

DOI: 10.1039/C2CC36094B
Received 22 Aug 2012, Accepted 19 Sep 2012
First published online 21 Sep 2012

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Two-dimensional ¹H double-quantum and ¹⁴N–¹H & ¹H–¹³C heteronuclear magic-angle spinning (MAS) NMR spectra recorded at natural isotopic abundance identify specific intermolecular COOHN_arom and CH_aromO [double bond, length as m-dash] C hydrogen-bonding interactions in the solid-state structure of an indomethacin–nicotinamide cocrystal, thus additionally proving cocrystal formation.