Crystal structure of (R)-2'-benz-yloxy-[1,1'-binaphthalen]-2-yl tri-fluoro-methane-sulfonate

Acta Crystallogr Sect E Struct Rep Online. 2014 Sep 10;70(Pt 10):o1096-7. doi: 10.1107/S1600536814019096. eCollection 2014 Oct 1.

Abstract

In the title compound, C28H19F3O4S, a new 2'-benz-yloxy (R)-BINOL derivative containing a tri-fluoro-methane-sulfonate group in the 2-position, the planes of the two naphthyl ring systems (r.m.s. deviations = 0.012 and 0.019 Å) are at an angle of 73.36 (2)°, and the planes of the benzyl ring and the naphthyl ring system bound to the ether O atom are at an angle of 75.67 (4)°. In the crystal, mol-ecules are linked via C-H⋯F hydrogen bonds, forming chains propagating along [100]. The chains are linked via a weak C-F⋯π inter-action and weak π-π inter-actions [shortest inter-centroid distance = 3.9158 (12) Å], forming a three-dimensional structure. The absolute structure of the mol-ecule in the crystal was determined by resonant scattering [Flack parameter = 0.02 (6)].

Keywords: (R)-BINOL; binaphth­yl; chiral; crystal structure; sulfonate.