Source of material 4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid was prepared by using 1,1,1-trifluoro-3-phenylpropan-2-one, phosphorous oxychloride and methyl 2-mercaptoacetate as raw materials according to the method of literature [1]. The colorless block-shaped crystals suitable for X-ray diffraction were obtained by slow evaporation of a methanol solution for a few days.
Experimental detailsHydrogen atomes were positioned geometrically and allowed to ride on theier parent atoms with C-H = 0.93 Å, except for H1, H3 and H5 (U iso (H) = 1.2U eq (parent atom)).Discussion 2-Thiophenecarboxylic acid and its derivatives are important pharmaceutical intermediates [1]. In the crystal structure of the title compound, there are three crystallographically independent molecules. The bond distances and angles in these molecules are essentially the same within experimental error, but the dihedral angles between the phenyl and thiophene rings in these molecules display differences, with 43.10(8)°, 44.95(8)°and 38.99(9)°, respectively. Such differences also appear between carboxyl group and thiophene ring, with 2.8(2)°, 0.9(4)°and 9.4(1)°, respectively. In the thiophene ring the C-S distances are in the range of 1.705(2)-1.712(2) Å and the C-S-C angles are in the range of 90.5-90.7°, similar to other 2-thiophenecarboxylic acid compounds [2,3]. In the title structure, all molecules are connected to hydrogen-bonded dimers. Two crystallographic independent molecules are linked to each other with O1-H1···O4 (O···O = 2.640(2) Å, angle 174(3)°) and O3-H3···O2 (O···O = 2.646(2) Å, angle 178(3)°) form an asymmetric dimer. The third crystallographic independent molecule forms a dimer with a symmetry related molecule O5-H5···O6 (-x+1, -y+1, -z+1; O···O = 2.638(2) Å, O-H···O = 176(3)°).