Crystal structure of paliperidone, C23H27FN4O3

Journal Article · Tue Mar 29 00:00:00 EDT 2016 · Powder Diffraction

DOI:https://doi.org/10.1017/S0885715616000087· OSTI ID:1322371

Kaduk, James A.; Zhong, Kai; Gindhart, Amy M.; Blanton, Thomas N.

The crystal structure of paliperidone has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Paliperidone crystallizes in space groupP2₁/n(# 14) witha= 14.151 58(6),b= 21.537 80(9),c= 6.913 26(2) Å,β= 92.3176(2)°,V= 2105.396(13) ų, andZ= 4. The unit-cell volume at 295 K is 1.5% larger than at 200 K, but the expansion is anisotropic; theb-axis is nearly constant at the two temperatures, while thea- andc-axes expand by 0.71 and 0.87%, respectively. There is only one significant hydrogen (H)-bond in the crystal structure. This H-bond is between the hydroxyl group O31–H58 and the ketone oxygen O25. The result is a chain along thec-axis with graph set C1,1(7). In addition to this H-bond, the molecular packing is dominated by van der Waals attractions. The powder pattern is included in the Powder Diffraction File^™as entry 00-064-1497.

• Research Organization: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
• Sponsoring Organization: DOE - BASIC ENERGY SCIENCES
• OSTI ID: 1322371
• Journal Information: Powder Diffraction, Vol. 31, Issue 02; ISSN 0885-7156
• Publisher: Cambridge University Press
• Country of Publication: United States
• Language: ENGLISH