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Structural characterization of caffeine–oxalic acid co-crystals from the powder diffraction pattern at the SPring-8 BL02B2 beamline

Published online by Cambridge University Press:  10 April 2017

Kunihisa Sugimoto ,
Shogo Kawaguchi  and
Michitaka Takemoto
Kunihisa Sugimoto*
Affiliation:
Research and Utilization Division, Japan Synchrotron Radiation Research Institute (JASRI), 1-1-1 Koto, Sayo-cho, Sayo-gun, Hyogo 789-5198, Japan Department of Chemistry, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan
Shogo Kawaguchi
Affiliation:
Research and Utilization Division, Japan Synchrotron Radiation Research Institute (JASRI), 1-1-1 Koto, Sayo-cho, Sayo-gun, Hyogo 789-5198, Japan
Michitaka Takemoto
Affiliation:
Research and Utilization Division, Japan Synchrotron Radiation Research Institute (JASRI), 1-1-1 Koto, Sayo-cho, Sayo-gun, Hyogo 789-5198, Japan
*
a)Author to whom correspondence should be addressed. Electronic mail: [email protected]
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Abstract

In this work, we developed an X-ray powder diffractometer system equipped with six solid-state detectors and used it to perform ab initio structure determination from the powder diffraction pattern data obtained for a caffeine–oxalic acid co-crystal. The crystal structure obtained from the powder diffraction data was consistent with the previously solved single-crystal structure (Trask reference), although slightly larger (by about 2%). The co-crystallization of pharmaceutically active molecules can modulate their physical properties such as solubility, stability, and bioavailability. For the investigation of pharmaceutical complexes, the ability to visualize molecular interactions such as hydrogen bonding would be very helpful toward understanding their physical properties. Given the rate at which the high-throughput screening of pharmaceutical complexes has grown, an analogous high-volume, high-resolution X-ray powder diffraction technique with high-throughput data collection ability would be useful. We also solved the crystal structures of an inorganic complex and metal organic framework, zinc acetate dihydrate and CPL-1, in order to demonstrate the performance of our new diffractometer system.

Keywords

co-crystalcrystal structuresynchrotron radiationsilicon micro-strip photon-counting detector
Type
Technical Articles
Information
Powder Diffraction , Volume 32 , Supplement S1 , September 2017 , pp. S19 - S26
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Copyright
Copyright © International Centre for Diffraction Data 2017 

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References

Altomare, A., Caliandro, R., Camalli, M., Cuocci, C., da Silva, I., Giacovazzo, C., Moliterni, A. G. G., and Spagna, R. (2004). “Space-group determination from powder diffraction data: a probabilistic approach,” J. Appl. Crystallogr. 37, 957–966.Google Scholar
Altomare, A., Cuocci, C., Giacovazzo, C., Moliterni, A., and Rizzi, R. (2008). “Correcting resolution bias in electron density maps of organic molecules derived by direct methods from powder data,” J. Appl. Crystallogr. 41, 592–599.CrossRefGoogle Scholar
Altomare, A., Campi, G., Cuocci, C., Eriksson, L., Giacovazzo, C., Moliterni, A., Rizzi, R., and Werner, P.-E. (2009). “Advances in powder diffraction pattern indexing: N-TREOR09,” J. Appl. Crystallogr. 42, 768–775.Google Scholar
Altomare, A., Cuocci, C., Giacovazzo, C., Moliterni, A., Rizzi, R., Corriero, N., and Falcicchio, A. (2013). “EXPO2013: a kit of tools for phasing crystal structures from powder data,” J. Appl. Crystallogr. 46, 1231–1235.Google Scholar
Childs, S. L., Chyall, L. J., Dunlap, J. T., Smolenskaya, V. N., Stahly, B. C., and Stahly, G. P. (2004). “crystal engineering approach to forming cocrystals of amine hydrochlorides with organic acids. molecular complexes of fluoxetine hydrochloride with benzoic succinic, and fumaric acids,” J. Am. Chem. Soc. 126, 13335–13342.Google Scholar
Finger, L. W., Cox, D. E., and Jephcoat, A. P. (1994). “A correction for powder diffraction peak asymmetry due to axial divergence,” J. Appl. Crystallogr. 27, 892–900.Google Scholar
Ishioka, T., Murata, A., Kitagawa, Y., and Nakamura, K. T. (1997). “Zinc(II) acetate dihydrate,” Acta Crystallogr. C53, 1029–1031.Google Scholar
Katsuya, Y., Song, C., Masahiko Tanaka, M., Ito, K., Kubo, Y., and Sakata, O. (2016). “Note: an X-ray powder diffractometer with a wide scattering-angle range of 72° using asymmetrically positioned one-dimensional detectors,” Rev. Sci. Instrum. 87, 016106.Google Scholar
Kitaura, R., Kitagawa, S., Kubota, Y., Kobayashi, T. C., Kindo, K., Mita, Y., Matsuo, A., Kobayashi, M., Chang, H., Ozawa, T. C., Suzuki, M., Sakata, M., and Takata, M. (2002). “Formation of a one-dimensional array of oxygen in a microporous metal-organic solid,” Science 298, 2358–2361.Google Scholar
Kondo, M., Okubo, T., Asami, A., Noro, S., Yoshitomi, T., Kitagawa, S., Ishii, T., Matsuzaka, H., and Seki, K. (1999). “Rational synthesis of stable channel-like cavities with methane gas adsorption properties: [{Cu2(pzdc)2(L)}n] (pzdc = pyrazine-2,3- dicarboxylate; L = a Pillar Ligand),” Angew. Chem. Int. Ed. Engl. 38, 140–143.Google Scholar
Larson, A. C. and Von Dreele, R. B. (2000). General Structural Analysis System (GSAS) (Los Alamos National Laboratory Report No. LAUR-86-748).Google Scholar
LeBail, A., Duroy, H., and Fourquet, J. L. (1988). “ Ab-initio structure determination of LiSbWO6 by X-ray powder diffraction,” Mat. Res. Bull. 23, 447–452.Google Scholar
Rietveld, H. M. (1969). “A profile refinement method for nuclear and magnetic structures,” J. Appl. Crystallogr. 2, 65–71.CrossRefGoogle Scholar
Stephens, P. W. (1999). “Phenomenological model of anisotropic peak broadening in powder diffraction,” J. Appl. Crystallogr. 32, 281–289.Google Scholar
Thompson, P., Cox, D. E., and Hastings, J. B. (1987). “Rietveld refinement of Debye-Scherrer synchrotron X-ray data from Al2O3 ,” J. Appl. Crystallogr. 20, 79–83.Google Scholar
Trask, A. V., Motherwell, W. D. S., and Jones, W. (2005). “Pharmaceutical cocrystallization: engineering a remedy for caffeine hydration,” Cryst. Growth Des. 5, 1013–1021.CrossRefGoogle Scholar
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