Crystal structure of lubiprostone Polymorph B, C20H32F2O5

The crystal structure of lubiprostone has been refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Lubiprostone crystallizes in space group P1 (#1) with a = 9.02025(2), b= 10.72121(2), c= 12.32817(4) angstrom, alpha = 78.5566(2), beta= 69.6858(2), gamma= 77.3292(2)degrees, V= 1081.069(3) angstrom(3), and Z= 2. The two independent molecules occur in an extended conformation, aligned approximately along the c-axis. The hydrophobic side chains are adjacent to each other, resulting in layers parallel to the ac plane. The two carboxylic acid groups form an eight-membered ring, resulting in dimers of the two independent molecules. Each hydroxyl group acts as a hydrogen bond donor to the ketone of the fused ring system. The powder pattern is included in the Powder Diffraction File (TM) as entry 00-066-1622. (C) 2018 International Centre for Diffraction Data.