Collect. Czech. Chem. Commun. 2005, 70, 41-50

Interesting Solvent Area in Crystal Structures of Two Natural Ergot Alkaloids

Blanka Klepetářováa, Jan Čejkaa, Bohumil Kratochvíla, Svetlana Pakhomovaa, Ivana Císařováb, Ladislav Cvakc and Alexandr Jegorovd,*

a Department of Solid State Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
b Department of Inorganic Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43 Prague 2, Czech Republic
c IVAX Pharmaceuticals, Ostravská 29, 747 70 Opava, Czech Republic
d IVAX Pharmaceuticals, Research Unit, Branišovská 31, 370 05 České Budějovice, Czech Republic


The structures of ergotamine bis(benzene) solvate (1) and ergocristine bis(benzene) solvate (2) are reported. Both structures crystallise in the P212121 space group with cell parameters: 1, a = 14.2968(3) Å, b = 15.4700(2) Å, c = 17.8123(4) Å, and V = 3939.57(13) Å3; 2, a = 11.8358(2) Å, b = 17.6469(3) Å, c = 19.7125(3) Å, and V = 4117.25(12) Å3. Unexpectedly, despite the chemical similarity, structures of 1 and 2 significantly differ not only in the unit cell parameters, but also in the packing. Whereas in 1 solvent cavities are separated, there is only one unusual continuous solvent area in 2 filled with benzene, forming independent three-dimensional structure.

Keywords: Ergotamine; Ergocristine; Ergot alkaloids; Indole alkaloids; Crystal structure; X-Ray diffraction; Solvates.

References: 28 live references.