Solid-state vibrational spectroscopic investigation of cocrystals and salt of indomethacin

abstract

Knowledge and control of the solid forms of active pharmaceutical ingredients are important aspects of drug development in the pharmaceutical industry. In this paper, the process of the molecular self-assembly of saccharin cocrystals and the 2-amino-5-methylpyridine salt of indomethacin, in terms of the hydrogen bonding patterns, has been studied in the solid-state using vibrational spectroscopy (Raman and infrared). Interaction patterns in the respective crystalline states were obtained from the single crystal data. The effects of cocrystal and salt formation on the frequencies of the vibrational modes of motion were explained by vibrational spectroscopy and supported by quantum chemical calculations at the density functional theory level, leading to unambiguous assignment of the vibrational spectra of the starting materials and their respective products. Both Raman and infrared spectroscopies were useful, reliable tools for characterizing and distinguishing the indomethacin cocrystals and salt.

keywords

AMORPHOUS MOLECULAR DISPERSIONS; SPECTRA-STRUCTURE CORRELATIONS; RAMAN-SPECTROSCOPY; INFRARED-SPECTROSCOPY; CRYSTAL-STRUCTURE; HYDROGEN-BOND; CO-CRYSTALS; PAT TOOL; ACID; SACCHARIN

subject category

Chemistry; Crystallography

authors

Ali, HRH; Alhalaweh, A; Mendes, NFC; Ribeiro-Claro, P; Velaga, SP

our authors

acknowledgements

H. R. H. Ali, A. A. and S. P. V. would like to thank the Kempe Foundation (Kempestiftelserna) for the instrumentation grant. H. R. H. Ali and S. P. V. are grateful to the Swedish Research Council (Vetenskapsradet) for a research grant. P. R. C. and N.F.C.M thank Fundacao para a Ciencia e a Tecnologia (FCT, Portugal) for their financial support and the post-doctoral research grant SFRH/BPD/71580/2010 (to N.F.C.M.) and CICECO for granting access to the Flamingo computer cluster.

Share this project:

Related Publications

We use cookies for marketing activities and to offer you a better experience. By clicking “Accept Cookies” you agree with our cookie policy. Read about how we use cookies by clicking "Privacy and Cookie Policy".