Publication: Structural determination of a novel polymorph of sulfathiazole-oxalic acid complex in powder form by solid-state NMR spectroscopy on the basis of crystallographic structure of another polymorph
Issued Date
2014-09-03
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ISSN
15287505
15287483
15287483
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2-s2.0-84906872173
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Mahidol University
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SCOPUS
Bibliographic Citation
Crystal Growth and Design. Vol.14, No.9 (2014), 4510-4518
Suggested Citation
Ryuta Koike, Kenjirou Higashi, Nan Liu, Waree Limwikrant, Keiji Yamamoto, Kunikazu Moribe Structural determination of a novel polymorph of sulfathiazole-oxalic acid complex in powder form by solid-state NMR spectroscopy on the basis of crystallographic structure of another polymorph. Crystal Growth and Design. Vol.14, No.9 (2014), 4510-4518. doi:10.1021/cg5005903 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/33616
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Title
Structural determination of a novel polymorph of sulfathiazole-oxalic acid complex in powder form by solid-state NMR spectroscopy on the basis of crystallographic structure of another polymorph
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Abstract
Two polymorphic forms of a sulfathiazole (STZ):oxalic acid (OXA) 1:1 complex were successfully prepared by different cogrinding methods and characterized by multiple analytical techniques. Rod-milled and ball-milled ground mixtures had different powder X-ray diffraction patterns, showing polymorph formation of the STZ-OXA complex (complex A and complex B). The heat of fusion from differential scanning calorimetry curves and terahertz time-domain spectra helped differentiating the polymorphs. According to infrared spectra,13C NMR chemical shifts, and the relative intensities of15N NMR peaks, both polymorphs were salts where the proton of a -COOH group in OXA was transferred to a -NH2group in STZ. High-resolution1H NMR and1H-13C heteronuclear correlation NMR spectra indicated that complex B in powder form had a cocrystal type structure compared to complex A having a clathrate-type structure. Complex B structure suggested by solid-state NMR coincided well with the experimentally determined one, which was formed from three layers of thiazole rings, benzene rings, and OXAs, by using single-crystal X-ray diffraction (SC-XRD) measurement. Advanced solid-state NMR spectroscopy measurements was useful to elucidate the structure of a polymorph, for which SC-XRD data are not available, by referring to the SC-XRD data of another polymorph. © 2014 American Chemical Society.