Crystal structure of lubiprostone Polymorph B, C20H32F2O5

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

doi:10.1017/S0885715618000660

Crystal structure of lubiprostone Polymorph B, C₂₀H₃₂F₂O₅

Journal Article · Mon Sep 10 04:00:00 EDT 2018 · Powder Diffraction

DOI:https://doi.org/10.1017/S0885715618000660· OSTI ID:1484778

; Gindhart, Amy M.; Blanton, Thomas N.

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) Å, α= 78.5566(2), β= 69.6858(2), γ= 77.3292(2)°,V = 1081.069(3) Å³, 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 theacplane. 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™ as entry 00-066-1622.

Research Organization:: Advanced Photon Source (APS), Argonne National Laboratory (ANL), Argonne, IL (US)

Sponsoring Organization:: INDUSTRY

OSTI ID:: 1484778

Journal Information:: Powder Diffraction, Journal Name: Powder Diffraction Journal Issue: 4 Vol. 33; ISSN 0885-7156

Publisher:: Cambridge University Press

Country of Publication:: United States

Language:: ENGLISH

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Crystal structure of lubiprostone Polymorph B, C₂₀H₃₂F₂O₅