Two diastereomers of 9-(2,6-dichlorophenyl)-4a-hydroxy-3,3,6,6-tetra-methyl-1,2,3,4,4a,5,6,7,8,9a-deca-hydroxanthene-1,8-dione in the same crystal

Citation
M. Bolte et al., Two diastereomers of 9-(2,6-dichlorophenyl)-4a-hydroxy-3,3,6,6-tetra-methyl-1,2,3,4,4a,5,6,7,8,9a-deca-hydroxanthene-1,8-dione in the same crystal, ACT CRYST C, 57, 2001, pp. 444-445
Citations number
10
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
57
Year of publication
2001
Part
4
Pages
444 - 445
Database
ISI
SICI code
0108-2701(20010415)57:<444:TDO9>2.0.ZU;2-V
Abstract
The reaction of dimedone with 2,6-dichlorobenzaldehyde leads to the title c ompound, C23H26Cl2O4. In principle, the reaction could yield eight differen t stereoisomers. We have found four of them in the same crystal as two enan tiomeric pairs of diastereomers, which means that the asymmetric unit is bu ilt up of two different diastereomers. Two of the three chiral centres disp lay the same configuration, while the third is different in the two molecul es in the asymmetric unit. The packing of the molecules is stabilized by hy drogen bonds between the hydroxy group and the carbonyl group attached to t he cyclohexene ring, forming chains in which the different diastereomers al ternate.