Crystal structure of 2-(thiophen-3-yl)ethyl pyrene-1-carboxylate

Abstract

In the title compound, C23H16O2S, the thiophene group is rotationally disordered into two fractions almost parallel to each other, with occupation factors of 0.523 (7) and 0.477 (7), and subtending dihedral angles of 10.5 (5) and 9.3 (5)°, respectively, to the thiophene group. The molecules are held together by weak C—H...O and C—H...π hydrogen bonds, producing a laminar arrangement, which are further connected in a perpendicular fashion by S...π contacts [S...centroid = 3.539 (8) and 3.497 (8) Å]. In spite of the presence of the entended pyrene group, the structure does not present any parallel π–π stacking interactions. The structure was refined as an inversion twin.

Keywords

• crystal structure
• pyrene
• thiophene
• excimers
• exciplexes
• hydrogen bonding
• S...π contacts