Monday, March 12, 2012

Hydrogen Bonding Patterns and Supramolecular Structure of 4,4′-Bipyrazolium Salts


12/marzo/2012
Maximiliano De La Higuera Macías

The crystal structures of 18 inorganic salts of 4,4′-bipyrazolium [H2bpz]2+ and 3,3′,5,5′-tetramethyl-4,4′-bipyrazolium [H2Me4bpz]2+ (bpz = 4,4′-bipyrazole; Me4bpz = 3,3′,5,5′-tetramethyl-4,4′-bipyrazole) involving Cl−, I−, I3−, PdCl42−, Cu2Cl62−, Re2Cl82−, SiF62−, TaF6−, Zr2F124−, (BeF3−)n, IO3−, ClO4−, S2O62−, HSO4−, and H2PO4− ions were determined by X-ray diffraction. Primary supramolecular organization of the bipyrazolium salts originates in strong hydrogen bonding between multiple NH cationic donors and O, F, Cl, I anionic acceptors following three main modes, which support linear joints of the cationic moieties: {(Hpz+)2(A−)2}, {(Hpz+)2(AX2−)2}- two pyrazolium moieties joined by a one-atom and three-atom bridging fragment respectively, and {(Hpz+)(AX2−)} - a single pyrazolium moiety “capped” by a three-atom anionic fragment. These modes provide suitable and characteristic supramolecular synthons for the rational design of hydrogen bonded pyrazolium frameworks. The control over dimensionality of the structure is feasible through proper choice of the anion, its charge, and configuration of the acceptor atoms. A relatively high number of hydrogen bond acceptor atoms of the anions (TaF6−, Zr2F124−, ClO4−) results in bifurcation of NH···X bonding. Weaker CH···X hydrogen bonding and slipped π/π interactions are relevant for the secondary supramolecular organization.

Ishtvan Boldog (et al). Hydrogen Bonding Patterns and Supramolecular Structure of 4,4′-Bipyrazolium Salts Inorganic Chemistry Department, Kiev University, Volodimirska Street 64, Kiev 01033, Ukraine, LCC Toulouse, 205, Route de Narbonne, 31077 Toulouse Cedex 4, France, Institute of Organic Chemistry, Murmanskaya Str. 4, 253660, Ukraine, and Institut für Anorganische Chemie, Universität Leipzig, Linnéstraβe 3, D-04103 Leipzig, Germany

Cryst. Growth Des., 2009, 9 (6), pp 2895–2905

DOI: 10.1021/cg9002109

http://pubs.acs.org/doi/pdf/10.1021/cg9002109

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