The combination of halogen and hydrogen bonding: a versatile tool in coordination chemistry?

CrystEngComm Pub Date: 2020-07-21 DOI: 10.1039/D0CE00832J

Abstract

4-Iodo-N-(4-pyridyl)benzamide (INPBA) and four derived coordination complexes were synthesized in order to explore the combination of halogen and hydrogen bonding interactions in coordination chemistry. An electron-withdrawing carbonyl group attached to the aromatic ring bearing an iodine atom has been introduced to increase its halogen bonding ability. Single crystal X-ray diffraction analyses of INPBA, [Ag(INPBA)2]NO3 (1), [ZnBr2(INPBA)2] (2), [Zn(OCOPh)2(INPBA)2] (3) and [HgI2(INPBA)]n (4) show the versatility of the INPBA building block yielding a variety of different interesting structures. Iodine atom arrangement plays a key role by reinforcing and extending crystalline structures into diverse 3D supramolecular networks via I?O, I?N, and I?I halogen bonding interactions. Besides this, the overall supramolecular architecture of the coordination complexes is modulated by the N–H?O, N–H?Br, and C–H?O hydrogen bonds formed by the carboxamide group. The combination of both, halogen and hydrogen bonds, allows very different coordination networks to be designed.

Graphical abstract: The combination of halogen and hydrogen bonding: a versatile tool in coordination chemistry
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