W0116

Fluorobenzoyl Amino Acid and Dipeptide Esters. Frankie Anderson, John Gallagher, Peter Kenny, Alan Lough, School of Chemical Sciences, Dublin City Univ., Glasnevin, Dublin, 9 IRELAND.

We are currently studying N-fluorobenzoyl amino acid and dipeptide esters: several of which will be presented including:

1e: C₁₁H₁₁NO₃F₂, monoclinic, space group P2₁, a = 5.0014(8), b = 18.571(2), c = 6.2184(9) Å, β = 92.496(11)°, V = 577.02(14) ų, Z = 2, T = 294 K, D_x = 1.40 Mg.m^-3, R factor = 0.033 for 1094 reflections > 2σ(I).

1e (below left) exhibits rotational disorder about the F₂C₆H₃-C bond with a minor F site at the 6-position, 6.2(6)%.

Molecules of 1e aggregate through N-H...O=C interactions into a chain along the a-axis and augmented by intramolecular N-H...F2A contacts.

1f: C₁₁H₈NO₃F₅, orthorhombic, space group P2₁2₁2₁, a = 9.6490(4), b = 10.6130(4), c = 11.8790(5) Å, V = 1216.47(9) ų, Z = 4, T = 150 K, D_x = 1.623 Mg.m^-3, R factor = 0.041 for 1377 reflections > 2σ(I). Molecules of 1f associate through intermolecular N-H...O=C and C-H...F interactions.