Crystal and molecular structure of (1S,2S)-2-[(S)-chlorofluoroacetoxy]-1-phenylcyclohexanol

Abstract

The structure of the title compound has been determined by single-crystal X-ray analysis. Crystals are orthorhombic, a= 5·750, b= 14·339, c= 17·014 Å, space group P2₁2₁2₁, Z= 4. The structure was solved by a combination of direct and Fourier methods, and refined by least-squares methods to R 0·054, by use of 1657 independent reflections collected by counter methods.

The structure contains discrete molecules linked into infinite chains by O–H ⋯ O hydrogen bonds. The absolute configuration of the molecule, established with >97·5% probability, corroborates the known chirality of the parent compound (–)-(1S,2S)-1,2-epoxy-1-phenylcyclohexane, and assigns the (S)-configuration to the asymmetric carbon atom of the (+)-chlorofluoroacetic acid.