Molecular complexes of thionicotinamide with 18-membered crown ethers: Synthesis and crystal structures

Fonarı, Marina S.; Ganin, E. V.; Tang, Shang-Wei; Wang, Wen-Jwu; Simonov, Yurii A.

doi:10.1016/j.molstruc.2006.04.034

Cited by 10 publications

(3 citation statements)

References 34 publications

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“…have been structurally characterized by Fonari et al (2007). There is a similarity with this work in that the solvent water molecules again play important roles in binding neighbouring molecules into a corrugated chain.…”

Section: Figurementioning

confidence: 59%

4-Carboxypyridinium perchlorate 18-crown-6 dihydrate clathrate and 4-carboxypyridinium tetrafluoroborate 18-crown-6 dihydrate clathrate

Shi

Zhang

2012

Acta Crystallogr C

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Mixtures of 4-carboxypyridinium perchlorate or 4-carboxypyridinium tetrafluoroborate and 18-crown-6 (1,4,7,10,13,16-hexaoxacyclooctadecane) in ethanol and water solution yielded the title supramolecular salts, C(6)H(6)NO(2)(+)·ClO(4)(-)·C(12)H(24)O(6)·2H(2)O and C(6)H(6)NO(2)(+)·BF(4)(-)·C(12)H(24)O(6)·2H(2)O. Based on their similar crystal symmetries, unit cells and supramolecular assemblies, the salts are essentially isostructural. The asymmetric unit in each structure includes one protonated isonicotinic acid cation and one crown ether molecule, which together give a [(C(6)H(6)NO(2))(18-crown-6)](+) supramolecular cation. N-H···O hydrogen bonds between the protonated N atoms and a single O atom of each crown ether result in the 4-carboxypyridinium cations `perching' on the 18-crown-6 molecules. Further hydrogen-bonding interactions involving the supramolecular cation and both water molecules form a one-dimensional zigzag chain that propagates along the crystallographic c direction. O-H···O or O-H···F hydrogen bonds between one of the water molecules and the anions fix the anion positions as pendant upon this chain, without further increasing the dimensionality of the supramolecular network.

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Section: Figurementioning

confidence: 59%

4-Carboxypyridinium perchlorate 18-crown-6 dihydrate clathrate and 4-carboxypyridinium tetrafluoroborate 18-crown-6 dihydrate clathrate

Shi

Zhang

2012

Acta Crystallogr C

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“…For a related structure, see: Sharif et al (2009). For the structural interest of thionicotinamides, see: Fonari et al (2007 Table 1 Hydrogen-bond geometry (Å , ). Symmetry codes: (i) Àx þ 3 2 ; y À 1 2 ; Àz þ 3 2 ; (ii) Àx þ 2; Ày; Àz þ 2; (iii) Àx þ 1; Ày; Àz þ 1.…”

Section: Related Literaturementioning

confidence: 99%

“…There are three isomeric thionicotinamides of general formula C 6 H 6 N 2 S, 2-thioamidopyridine (Downie et al, 1972), 3thioamidopyridine (Form et al, 1973) and 4-thioamidopyridine (Colleter & Gadret, 1967), then three possible coordination sites. The structural interest to these compounds has centered on the parameters of the thioamide group and the consequent electron arrangement within the group (Fonari et al, 2007). The thioamide group and the pyridine ring are not coplanar.…”

Section: S1 Commentmentioning

confidence: 99%