Abstract

The title salt, C18H26N42+·2Cl-, was obtained by the protonation of N,N-bis-(pyridin-4-ylmeth-yl)cyclo-hexane-1,4-di-amine with hydro-chloric acid in ethanol. The asymmetric unit consists of one half of an N,N-bis-(pyridin-3-ylmeth-yl)cyclo-hexane-1,4-di-ammonium dication, with a crystallographic inversion centre located at the centre of the cyclo-hexyl ring, and a chloride anion. The central cyclo-hexyl ring in the dication adopts a chair conformation. The two trans-(4-pyridine)-CH2-NH2- moieties at the 1- and 4-positions of the central cyclo-hexyl ring occupy equatorial sites. The terminal pyridine ring is tilted by 53.72 (6)° with respect to the mean plane of the central cyclo-hexyl ring (r.m.s. deviation = 0.2413 Å). In the crystal, N+-H⋯Cl- hydrogen bonds between the dications and the chloride anions, and π-π stacking inter-actions between the pyridine rings of the dications afford a two-dimensional sheet extending parallel to the ab plane. These sheets are further connected through weak C-H⋯Cl- hydrogen bonds, resulting in the formation of a three-dimensional supra-molecular network.

Highlights

  • As an extension of our research, we have prepared a dipyridyl-type ligand with central cyclohexyl ring and 3-pyridine terminal groups, namely

  • We report on crystal structure of the title salt obtained by the protonation of both amine groups in this molecule

  • N+–H Cl hydrogen bonds, Table 1, between the dications and the chloride anions lead to the formation of chains along the b axis

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Summary

Chemical context

Several dipyridyl-type ligands with or without a central section between the terminal pyridine rings have contributed greatly to the development of metal–organic coordination polymers with intriguing topologies or potential applications (Silva et al, 2015; Furukawa et al, 2014; Robin & Fromm, 2006; Robson, 2008; Leong & Vittal, 2011). Our group has tried to prepare extended dipyridyl-type ligands with a bulky central moiety for the construction of versatile coordination polymers. We prepared the dipyridyl-type ligand containing 4-pyridine terminal groups and a cyclohexyl ring as a bulky central moiety, namely N,N-bis(pyridin-4-ylmethyl)cyclohexane-1,4-diamine, and reported the crystal structure of its chloride salt (Moon et al, 2016). As an extension of our research, we have prepared a dipyridyl-type ligand with central cyclohexyl ring and 3-pyridine terminal groups, namely. We report on crystal structure of the title salt obtained by the protonation of both amine groups in this molecule

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
Refinement
Full Text
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