Issue 13, 2019

The solid state forms of the sex hormone 17-β-estradiol


The crystal structure of the single component form of the primary female sex hormone, 17-β-estradiol (BES), is reported, solved from single crystals obtained by sublimation. The Z′ = 2 P212121 structure was computationally predicted as one of the thermodynamically plausible structures. It appears that the dehydration process for the very stable hemihydrate structure is a complex process, strongly affected by particle size and conditions. An experimental polymorph screen has produced six solid forms of BES, including novel acetonitrile and highly labile ethylene dichloride solvates, and reproduced previously reported methanol and propanol solvates. These have been characterized, as far as possible given the metastability relative to the hemihydrate (BES·0.5H2O), by single-crystal X-ray diffraction (SCXRD), powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), hot-stage microscopy and Fourier transform infrared spectroscopy (FT-IR), sorting out some of the confusion in the earlier literature.

Graphical abstract: The solid state forms of the sex hormone 17-β-estradiol

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Article type
01 Nov 2018
07 Dec 2018
First published
07 Dec 2018
This article is Open Access
Creative Commons BY license

CrystEngComm, 2019,21, 2154-2163

The solid state forms of the sex hormone 17-β-estradiol

E. L. Stevenson, R. W. Lancaster, A. B. M. Buanz, L. S. Price, D. A. Tocher and S. L. Price, CrystEngComm, 2019, 21, 2154 DOI: 10.1039/C8CE01874J

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