1-{5-[2-Chloro-5-(trifluoromethyl)phenyl]thiophen-2-yl}ethanone

Abstract

In the title molecule, C13H8ClF3OS, the dihedral angle between the mean planes of 2-chloro-5-(trifluoro­meth­yl)phenyl and tiophene rings is 54.37 (5)°. The acethyl group is twisted by 8.1 (2)° with respect to the thio­phene ring. The CF3 group is disordered over two sets of sites with occupations of 0.49 (3) and 0.51 (3). The crystal packing features C—H⋯F and C—H⋯O hydrogen bonds, forming dimers which are connected into chains along the c axis by C—H⋯O hydrogen bonds and C—Cl⋯π [Cl⋯π = 3.415 (1) Å and C—Cl⋯π = 151.56 (5)°] inter­actions. The chains are further connected into layers perpendicular to the a axis by C—H⋯O inter­actions.

Effect of Halogenation in Isoindigo-Based Polymers on the Phase Separation and Molecular Orientation of Bulk Heterojunction Solar Cells

“…The calculated conformation is also verified by the single crystal structures of two similar compounds (Figure S5). , The 0–0 vibrational peak of F-IIDT and IIDT is invisible in absorption spectra in solution, while it increases as shoulder peak at 753 nm for F-IIDT and at 687 nm for IIDT in thin film, which may be attributed to increased polymer backbone planarity in solid state. In the absorption features of Cl-IIDT in thin film, only the 0–1 vibrational peak is observed with obviously bathochromic shift by 42 nm compared with absorption peaks in solution, implying that the polymer backbones may become more planar in the solid states.…”