Acta Cryst. (2003). E59, o1946-o1948  [ doi:10.1107/S1600536803025819 ]

tert-Butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3',4'-dimethoxyphenyl)propionate chloroform sesquisolvate

W. Clegg and M. R. J. Elsegood

Abstract: The title compound, C₃₀H₃₃NO₆·1.5CHCl₃, a derivative of L-DOPA, forms chains in its crystal structure, via weak N-HO=C hydrogen bonds involving the carbamate N-H and carbonyl groups of adjacent molecules, supported by N-HO=C interactions of the same carbonyl. The staggered conformation about the C-C bond joining the dimethoxyphenyl group to the chiral centre is similar to that in L-DOPA, but different from that in the iodo derivative from which the title compound was prepared. Extensive disorder of the chloroform solvent molecules, which could not be modelled by discrete atomic sites, prevents the confirmation of the absolute configuration of the main molecule on the basis of anomalous scattering effects of chlorine atoms, demonstrating a limitation of this otherwise useful technique.

Online 15 November 2003

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