Abstract
In this work, we explore the halogen-bonded cocrystallization potential of cobaloxime complexes in the synthesis of cocrystals with perhalogenated benzenes. We demonstrate a strategy for synthesizing halogen-bonded metal–organic cocrystals by utilizing cobaloximes whose pendant bromide group and oxime oxygen enable halogen bonding. By combining three well-known halogen bond donor molecules differing in binding geometry and composition with three cobaloxime units, we obtained a total of four previously unreported cocrystals. Single crystal X-ray diffraction experiments showed that the majority of obtained cocrystals exhibited the formation of the targeted I···O and I···Br motives. These results illustrate the potential of cobaloximes as halogen bond acceptors and indicate that this type of halogen bond acceptors may offer a novel route to metal–organic halogen-bonded cocrystals.
Highlights
Since the revival of research into halogen bonding [1,2,3], there have been two main avenues of research: the fundamental study of the nature of halogen bonding, and the application of halogen bonding in the design of new materials
The large difference in solubility between the used metal–organic complexes and halogen bond donors in most organic solvents created a considerable challenge in the synthesis of cocrystals by crystallization from the solution
A total of four new cocrystals of complexes In comparison with (II) and III were prepared with linear halogen bond donors 14tfib and 14tfbb
Summary
Since the revival of research into halogen bonding [1,2,3], there have been two main avenues of research: the fundamental study of the nature of halogen bonding, and the application of halogen bonding in the design of new materials The results of the former (such as the predominantly electrostatic [4] and occasionally covalent [5,6,7,8] nature of the interaction, comparison with hydrogen bonding [9,10,11], the possibility of bifurcation [12,13,14], and metal and metalloid atoms as acceptors [15,16]). Scarce are studies involving cocrystals of neutral metal–organic components acting as halogen bond acceptors [42,43,44,45,46,47]
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