Crystal structure of 2-ethyl-3-(4-fluorophenylsulfinyl)-5,7-dimethyl-1-benzofuran

• Main Authors: Hong Dae Choi, Uk Lee
• Format: Article
• Language: English
• Published: International Union of Crystallography 2014-09-01
• Series: Acta Crystallographica Section E
• Subjects: crystal structure; benzofuran; 4-fluorophenyl; π–π interactions; sulfinyl group; natural products
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536814019023

In the title compound, C18H17FO2S, the dihedral angle between the planes of the benzofuran ring system (r.m.s. deviation = 0.004 Å) and the 4-fluorophenyl ring is 86.38 (6)°. The terminal C atom of the ethyl substituent is displaced by 1.444 (3) Å from the benzofuran ring system to the same side of the molecule as the 4-fluorophenyl ring. In the crystal, molecules are linked via pairs of C—H...π interactions into inversion-related dimers. These dimers are further linked by π–π interactions between the benzene rings of neighbouring molecules [centroid–centroid distance = 3.715 (3) Å] and between the furan rings of neighbouring molecules [centroid–centroid distance = 3.598 (3) Å]. The molecules are stacked along the a-axis direction. In the sulfinyl group, the S and O atoms are disordered over two sets of sites, with site-occupancy factors of 0.797 (3) and 0.213 (3).