Crystal structure of dutasteride (Avodart), C₂₇H₂₀F₆N₂O₂

Abstract

Commercial dutasteride crystallizes in the orthorhombic space group P212121 (#19), with a = 7.587 44(3), b = 9.960 80(5), c = 33.500 42(12) Å, V = 2531.862(17) Å3, and Z = 4. The structure was solved and refined using synchrotron powder diffraction data, Rietveld, and density functional techniques. The most prominent feature of the structure is a zigzag chain of strong N–H···O = C hydrogen bonds along the a-axis. The powder pattern has been submitted to ICDD for inclusion in future releases of the Powder Diffraction File™.

A practical guide to pharmaceutical analyses using X-ray powder diffraction

“…In these cases, specimens were prepared as finely ground powders and placed in a capillary. The full preparation and data collection methods are described elsewhere (Kaduk et al ., 2014). Approximately 11 tablets were previously analyzed on full-power laboratory diffractometers and method published (Fawcett et al , 2006).…”

Chemical analysis by diffraction: the Powder Diffraction File™

“…In recent years, the ICDD has also entered into specific material grants targeted at pharmaceuticals, modulated structures, and polymer additions. These programs have resulted in the world's largest database of properly defined modulated structures (for example, see Figure 3) and the first structural analysis of some of the highest sales volume pharmaceuticals (Kaduk et al ., 2014). This pharmaceutical reference is one of 27 co-authored by J.…”

“…The ICDD has always relied on its member scientists to recommend changes and develop improvements to the database. In recent years, these teams have enhanced the ability to do neutron and synchrotron diffraction analyses (Faber et al ., 2015), study polymers (Fawcett et al ., 2013; Gates et al ., 2014) and pharmaceuticals (Fawcett et al ., 2006; Kaduk et al ., 2014), analyze modulated structures, and develop new tools for analyzing nanomaterials (Scardi et al ., 2006; Fawcett et al , 2015). In addition, a series of technical bulletins with case studies have been published by the ICDD (ICDD, 2014a, 2014b, 2015, 2017).…”

Total pattern analyses for non-crystalline materials

“…A focus on common non-crystalline materials established the libraries of materials for many fields, as shown in Table I. Much of this data was collected through active involvement of ICDD members as well as targeted grants via ICDD's grant-in-Aid programs over a period of years, including cellulosics (Fawcett et al ., 2013), polymers (Gates et al ., 2014), and pharmaceuticals (Kaduk et al ., 2014).…”