Crystal structure of 1,2-bis(4-pyridyl)ethylene — 3-(sulfonyl-glycine)- benzoic acid —water (0.5:1:3), 0.5C12H12N2 ·C9H8O6N·3H2O

Abstract

Source of material 1,2-Bis(4-pyridyl)ethylene (0.09g, 0.3 mmol), 3-(sulfonylglycine)benzoic acid (0.11 g, 0.5 mmol), and NaOH (0.02 g, 0.5 mmol) were added to water (12 ml) in aT eflon-lined stainless steel reactor. The mixture was heated at 438 Kfor 3days, and then slowly cooled down to room temperature. Colorless crystals of the title compound were obtained. Elemental analysis -found: C, 44.55 %; H, 4.98 %; N, 6.93 %; calculated for C 15H20N2O9S: C, 44.65 %; H, 4.89 %; N, 6.84 %. Experimental detailsHydrogen atoms attached to carbon atoms were first found in the difference electron density maps, and then placed in the calculated positions. The hydrogen atoms of carboxylate groups, bipyridine nitrogen atom and water molecules were found from Fourier dofference maps and then refined by riding model. The hydrogen atom of -NH-SO 2-g roup was located from difference Fourier maps and then refined freely for we can get good U eq and suitable bond lengths through refined freely DiscussionThe design and construction of metal-organic coordination polymers is of current interest in the fields of supramolecular chemistry and crystal engineering. Major reasons for this interest stem from their intriguing variety of topologies and structural diversity, such as helixes and diamondoid nets and because of their potential applications as functional materials. Amino acids are fundamental units of biomacromolecules, such as proteins and enzymes [1][2][3][4][5][6][7][8]. Moreover, N-sulfonyl-amino acids were found to reproduce the coordination behavior of peptides and their selectivity towards metal ions. Substitution of an Ar-SO 2-group on amine increase the coordination donors behavior of amino acids to three types of ON donors from carboxyl, sulfoxyl and amine respectively, which may result in different coordination modes and thus is of great interest in studying the coordination chemistry of N-sulfonyl-amino acids. Recently, the remarkable, multidentate ligand, 3-(sulfonyl-glycine)benzoic acid based on 3-(chlorosulfonyl)benzoic acid and glycine, seized our attention because (a) it has two carboxyl groups which may be completely or partially deprotonated, inducing rich coordination modes and allowing interesting structures with higher dimensions;(b) it can act not only as ahydrogen bond acceptor but also as ahydrogen bond donor, depending upon the degree of deprotonation [9,10]. The crystal structure of the title compound comprises a3 -(sulfonyl-glycine)benzoic acid molecule and ah alf 1,2-bis(4-pyridyl)ethylenem olecule per asymmetric unit. Both of the carboxylate groups of the acidare protonated. Multiple hydrogen bonds are known to cooperatively exert an influence on the control of molecular selfassembly in chemical and biological systems, and some examples of hydrogen-bonded helices have been reported. Interestingly, when viewed along [001], we found hydrogen-bonded helical chains, which are composed of free water molecules (O8 and O9, d(O···O) are 2.44(9) Å and 2.50(1) Å, respectively). There exist other intermolecular hyd...