Co-crystal structure, Hirshfeld surface analysis and DFT studies of 3,4-ethylenedioxythiophene solvated bis[1,3-bis(pentafluorophenyl)propane-1,3-dionato]copper(II)

• Main Authors: Yusuke Habuka, Emily Ami Takeuchi, Akiko Hori
• Format: Article
• Language: English
• Published: International Union of Crystallography 2020-06-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; co-crystal; hirshfeld surface analysis; 3,4-ethylenedioxythiophene; edot
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989020006155

The title complex, Cu(L)2 or [Cu(C15HF10O2)2], comprised of one copper ion and two fully fluorinated ligands (L−), was crystallized with 3,4-ethylenedioxythiophene (EDOT, C6H6O2S) as a guest molecule to give in a dichloromethane solution a unique co-crystal, Cu(L)2·3C6H6O2S. In the crystal, the oxygen of one guest molecule, EDOT-1, is coordinated to the metal to give an alternate linear arrangement, and the π-planes of the others, EDOT-2 and EDOT-3, interact weakly with the pentafluorophenyl groups of the complex through arene–perfluoroarene interactions. Head-to-tail columnar and head-to-head dimeric arrangements are observed for EDOT-2 and EDOT-3, respectively, in the crystal. The Hirshfeld surface analysis indicated that the most important contributions for the crystal packing are from the F...F (20.4%), F...H/H...F (24.5%) and F...C/C...F (9.6%) interactions. The density functional theory (DFT) optimized structure at the ωB97X-D 6–31G* level was compared with the experimentally determined molecular structure in the solid state.