Halogen bonds in the crystal structure of 1,4-diiodotetrafluorobenzene–1,2-bis(4-pyridyl)propane (1/1), C₁₉H₁₄F₄I₂N₂

Abstract

C19H14F4I2N2, monoclinic, I2/a (no. 15), a = 20.997(2) Å, b = 4.4785(3) Å, c = 23.242(3) Å, β = 113.532(14)°, V = 2003.8(4) Å3, Z = 8, Rgt(F) = 0.0684, wRref(F2) = 0.0706, T = 287 K.

Halogen bonding in the co-crystallization of potentially ditopic diiodotetrafluorobenzene: a powerful tool for constructing multicomponent supramolecular assemblies

“…When the single bond between two pyridine groups is replaced by other hydrocarbon bonds, a variety of bipyridyl derivatives are explored in the construction of halogen-bonding supramolecular architectures. Self-assembly of 1,2-bis(4-pyridyl)ethane (B4PyEa) [ 59 , 60 ], 4-(3-(pyridin-4-yl)propyl)pyridine (PyPPy) [ 61 ] or 1,2-bis(4-pyridyl)ethylene (B4PyEe) [ 55 , 62–65 ] with 1,4-DITFB has given rise to a 1 : 1 co-crystal, in which bipyridyl derivatives and 1,4-DITFB are linked by intermolecular C–I \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{upgreek} \usepackage{mathrsfs} \setlength{\oddsidemargin}{-69pt} \begin{document} }{}$\cdots$\end{document} N halogen-bonding interactions into infinite 1D chains and these chains are connected with each other through C–H \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{upgreek} \usepackage{mathrsfs} \setlength{\oddsidemargin}{-69pt} \begin{document} }{}$\cdots$\end{document} F hydrogen-bonding interactions. Thereinto, block-like co-crystal (B4PyEe) \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{upgreek} \usepackage{mathrsfs} \setlength{\oddsidemargin}{-69pt} \begin{document} }{}$\cdot$\end{document} (1,4-DITFB) with 2D morphology, stacking in a mixed fashion, was measured to be an insulator and exhibited a unique white-light emission that mainly came from the individual component B4PyEe, indicating that incorporation of the 1,4-DITFB molecule does not change its intrinsic spectroscopic state, which is confirmed by density functional theory (DFT) calculations [ 65 ].…”