Issue 36, 2020

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

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

Supplementary files

Article information

Article type
Paper
Submitted
09 jun 2020
Accepted
21 jul 2020
First published
21 jul 2020

CrystEngComm, 2020,22, 6010-6018

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

L. González, S. Graus, R. M. Tejedor, A. Chanthapally, J. L. Serrano and S. Uriel, CrystEngComm, 2020, 22, 6010 DOI: 10.1039/D0CE00832J

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