A side chain of diastereomeric iloprost protrudes from the cage in the complex with cyclomaltoheptaose (β-cyclodextrin): Crystal structure of (β-cyclodextrin)2 iloprost·20.5 H2O
✍ Scribed by Thomas Steiner; Winfried Hinrichs; Wolfram Saenger; Georg-Alexander Hoyer
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- English
- Weight
- 519 KB
- Volume
- 192
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
A diastereomeric mixture of iloprost (16R: 16s = 55 :45) was co-crystallized with cyclomaltoheptaose (P-cyclodextrin, PCD) from aqueous solution as the complex (P-cyclodextrin),*iloprost 020.5 H,O. The crystals are triclinic Pl; a = 15.474(10), b = 15.446(10), c = 18.081(10) A, (Y = 99.40(3); p = 112.99(3), y = 103.10(3)". The PCD forms dimers with the O-2,3 sides hydrogen-bonded
to each other. The dimers are arranged in layers in the ab plane and adjacent layers are shifted laterally so that the cavities of the dimers are closed by adjacent PCD molecules in a brick-type cage structure. The iloprost is disordered and identified only by a number of peaks of low electron density too close to be covalently bonded. The distribution of these peaks indicates that iloprost is partly included in the cavity of the dimer and that one of its side chains protrudes into the space between the dimers.