Spiro[1-azabicyclo[5.3.0]decane-6,2'(5'H)-furan]-5',10-dione: an example of kryptoracemic crystallization.
A racemic mixture of the title compound, C12H15NO3, crystallizes in the chiral, monoclinic space group P2(1), with one enantiomerically related pair of molecules per asymmetric unit. This mode of crystallization is extremely rare. The molecules pack to form several close C-H...O interactions. Interestingly, while the conformations of the individual rings in the two molecules are very similar, the overall molecular conformation is different.
Lynch
V M
VM
Department of Chemistry and Biochemistry, University of Texas at Austin 78712, USA. vmlynch@mail.utexas.edu
Bur
S K
SK
Martin
S F
SF
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D016018:Least-Squares Analysis; D008958:Models, Molecular; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D019086:Bridged Bicyclo Compounds, Heterocyclic; D013141:Spiro Compounds; C119178:spiro(1-azabicyclo(5.3.0)decane-6,2'(5'H)furan)-5',10-dione