Structural and luminescent properties of co-crystals of tetra-iodo-ethyl-ene with two aza-phenanthrenes

Acta Crystallogr E Crystallogr Commun. 2020 Feb 25;76(Pt 3):438-442. doi: 10.1107/S2056989020002182. eCollection 2020 Mar 1.

Abstract

Two new co-crystals, tetra-iodo-ethyl-ene-phenanthridine (1/2), 0.5C2I4·C13H9N (1) and tetra-iodo-ethyl-ene-benzo[f]quinoline (1/2), 0.5C2I4·C13H9N (2), were obtained from tetra-iodo-ethyl-ene and aza-phenanthrenes, and characterized by IR and fluorescence spectroscopy, elemental analysis and X-ray crystallography. In the crystal structures, C-I⋯π and C-I⋯N halogen bonds link the independent mol-ecules into one-dimensional chains and two-dimensional networks with subloops. In addition, the planar aza-phenanthrenes lend themselves to π-π stacking and C-H⋯π inter-actions, leading to a diversity of supra-molecular three-dimensional structural motifs being formed by these inter-actions. Luminescence studies show that co-crystals 1 and 2 exhibit distinctly different luminescence properties in the solid state at room temperature.

Keywords: aza­phenanthrenes; co-crystallized mol­ecules; crystal structure; luminescence; tetra­iodo­ethyl­ene.

Grants and funding

This work was funded by Scientific and Technologial Innovation Programs of Higher Education Institutions in Shanxi Province grant 2019L0895. Undergraduate Innovation and Entrepreneurship Project of Changzhi University grant zz201814.