Paliperidone: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-1,6,7,8,9,9a-hexahydropyrido[1,2-a]pyrimidin-4-one

Abstract

The title compound (also known as 9-hy­droxy­risperidone), C23H27FN4O3, is a heterocyclic compound with manifold pharmacological properties. The hy­droxy group shows disorder over two positions, with site-occupancy factors of 0.856 (2) and 0.144 (2). The piperidine ring adopts a chair conformation, while the annulated ring bearing the hy­droxy group is present in a half-chair conformation. Classical O—H⋯O hydrogen bonds as well as C—H⋯N contacts connect the mol­ecules into undulating sheets lying perpendicular to the crystallographic b axis. The shortest centroid–centroid distance between two centers of gravity is 3.5867 (8) Å and is apparent between the benzoxazole moiety and the six-membered ring bearing the keto substituent.

Crystal structure of paliperidone, C23H27FN4O3

“…The unit-cell volume is consistent with Z = 4. After solution and refinement of the structure, a reduced cell search in the Cambridge Structural Database (Allen, 2002) yielded Refcode YAGRIJ for paliperidone (Betz et al , 2011).…”

“…broadening axis 0.0 0.0 Continued consistent with Z = 4. After solution and refinement of the structure, a reduced cell search in the Cambridge Structural Database (Allen, 2002) yielded Refcode YAGRIJ for paliperidone (Betz et al, 2011). The structure in this study was solved by direct methods (including the Resolution Bias Modification) using EXPO2009 (Altomare et al, 2009).…”