Coordination Chemistry of Thiazole‐Based Ligands: New Complexes Generating 3D Hydrogen‐Bonded Architectures

Rossin, Andrea; Credico, Barbara Di; Giambastiani, Giuliano; Gonsalvi, Luca; Peruzzini, Maurizio; Reginato, Gianna

doi:10.1002/ejic.201000928

Cited by 26 publications

(18 citation statements)

References 57 publications

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“…Complexes 1-3 are isostructural and crystallize in the monoclinic space group P2 1 /n. They are also isostructural with the previously reported compound [Zn(2-tza) 2 (H 2 O) 2 ] (Rossin et al, 2011). The asymmetric unit of 1 (as a representative of 1-3) contains one crystallographically unique Co 2+ atom, a single thiazole-2-carboxylate (2-tza À ) anionic ligand and a water molecule (Fig.…”

Section: Description Of the Crystal Structuressupporting

confidence: 51%

“…1,3-Azolecarboxylic acids, consisting of an azole ring and a carboxylic acid group, are an excellent choice of ligands owing to their structural adaptability to both the highly directional coordinative bonds, as well as the flexible nonbonding interactions (Sun et al, 2010;Furuya et al, 2001;Cheng et al, 2014;Cai et al, 2012;Rossin et al, 2011Rossin et al, , 2014Meundaeng et al, 2016Meundaeng et al, , 2017. The effects of thiazole-4-carboxylate, for instance, on the variation of supramolecular structures and therefore polymorphism in Co 2+ and Ni 2+ complexes have been reported (Meundaeng et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

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Crystal structures and Hirshfeld surface analysis of transition-metal complexes of 1,3-azolecarboxylic acids

2019

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The crystal structures of five new transition‐metal complexes synthesized using thiazole‐2‐carboxylic acid (2‐Htza), imidazole‐2‐carboxylic acid (2‐H2ima) or 1,3‐oxazole‐4‐carboxylic acid (4‐Hoxa), namely diaquabis(thiazole‐2‐carboxylato‐κ2N,O)cobalt(II), [Co(C4H2NO2S)2(H2O)2], 1, diaquabis(thiazole‐2‐carboxylato‐κ2N,O)nickel(II), [Ni(C4H2NO2S)2(H2O)2], 2, diaquabis(thiazole‐2‐carboxylato‐κ2N,O)cadmium(II), [Cd(C4H2NO2S)2(H2O)2], 3, diaquabis(1H‐imidazole‐2‐carboxylato‐κ2N3,O)cobalt(II), [Co(C4H2N2O2)2(H2O)2], 4, and diaquabis(1,3‐oxazole‐4‐carboxylato‐κ2N,O4)cobalt(II), [Co(C4H2NO3)2(H2O)2], 5, are reported. The influence of the nature of the heteroatom and the position of the carboxyl group in relation to the heteroatom on the self‐assembly process are discussed based upon Hirshfeld surface analysis and used to explain the observed differences in the single‐crystal structures and the supramolecular frameworks and topologies of complexes 1–5.

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Section: Description Of the Crystal Structuressupporting

confidence: 51%

Section: Introductionmentioning

confidence: 99%

Crystal structures and Hirshfeld surface analysis of transition-metal complexes of 1,3-azolecarboxylic acids

2019

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“…The Zn−O(carboxylate) distance (mean value = 2.045 Å) within the metal dimers falls in the typical range found in analogous “paddle‐wheel” Zn II phenyl polycarboxylate compounds [mean Cambridge Structural Database (CSD) value = 2.041 Å] . The Zn⋅⋅⋅Zn distance (mean value = 2.976 Å) is slightly longer than that calculated from the CSD in similar compounds [mean value d(Zn⋅⋅⋅Zn) = 2.957 Å], while the Zn−N(thiazole) bond length [2.044(5) Å] is much shorter than the mean CSD value reported for other thiazole‐containing zinc organometallics (2.116 Å) ,. Two crystallization acetonitrile molecules are also part of the formula unit.…”

Section: Resultsmentioning

confidence: 70%

Zinc Coordination Polymers Containing the m-(2-thiazolyl)benzoic Acid Spacer: Synthesis, Characterization and Luminescent Properties in Aqueous Solutions

et al. 2016

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Four 1D coordination polymers have been prepared, starting from Zn II salts and the organic linker m-(2-thiazolyl)benzoic acid (HL), also combined with auxiliary ligands:In all species, the Zn 2 (carboxylate) 4 "paddle-wheel" dimer is the constituting inorganic node, where the carboxylate groups from L -are bridging two adjacent metal centers. The square pyramidal metal coordination environment is completed by aquo ligands and the N(thiazole) atoms (in 1) or by the N donors from auxiliary bridging spacers like bipy (in 2 and 3) or PyEtPy (in 4). The luminescent properties in aqueous solutions of 3 and 4 have been examined. The N and S donors dangling from the thiazole rings in these polymers can engage into further supramolecular interactions with (acidic) metal cations, inducing a luminescence quenching after complexation. The interaction of 3 and 4 with Hg II (in the form of its chloride salt HgCl 2 ) has been analyzed as a representative example of this behaviour.

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“…10°. Selected bond lengths (Å) and angles (°): Ag1-N2 2.1164(16), Ag1-N1 2.1277(16), S1-C3 1.734(2), S1-C1 1.737(2), N2-C7 1.319(3), N2-C5 1.401(3), N4-C7 1.333(3); N2-Ag1-N1 170.98(7), C6-S2-C7 89.43(10), C7-N2-Ag1 127.35(14), C5-N2-Ag1 121.45(13), C5-N2-C7 111.19(16).…”

mentioning

confidence: 99%

Methyl-substituted 2-aminothiazole–based cobalt(II) and silver(I) complexes:synthesis, X-ray structures, and biological activities

Khan¹,

Ahmad²,

Gul³

et al. 2019

Turk J Chem

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2-Aminothiazole derivatives bear three nucleophilic centers, i.e. endocyclic N, exocyclic NH 2 , and S atom in the ring system. In addition to these centers there are π-electrons in the ring system which can also expectedly be involved in some sort of coordination. To the best of our knowledge the solid state coordination chemistry of such ligands has not been fully presented in the literature. These ligands (2-amino-4-methylthiazole and 2-amino-5-methylthiazole) were coupled with CoCl 2 under aerobic conditions to form tetrahedral complexes, bis(2-amino-4methylthiazole)dichlorocobalt(II) (1) and bis(2-amino-5-methylthiazole)dichlorocobalt(II) (2). Reaction of 2-amino-5-methylthiazole with AgNO 3 led to an expected two-coordinated, bis(2-amino-5-methylthiazole)silver(I) nitrate (3) as crystalline material. In all complexes the coordination behavior of the aminothiazole derivatives was identical, coordinating to the metal center through endocyclic N atom. The structures of these complexes were confirmed by single-crystal X-ray analysis. Compounds (1-3) were screened for their antimicrobial potency against gram-negative (E. sakazkii, E. coli, K. pneumoniae) and a gram-positive bacteria (S. aurus). Additionally, their role as enzyme inhibitors (acetylcholinesterase, AChE, and butyrylcholinesterase, BChE) and their free radical scavenging ability (2,2-Diphenyl-1-picrylhydrazyl, DPPH, and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid, ABTS) were studied. These ligands bear additional nucleophilic centers (S and NH 2) and can be involved in secondary interactions as confirmed by their solid-state structures. These interactions make the molecules biologically important and thus play a pivotal role in establishing the supramolecular network. We report here the coordination chemistry and selected biological applications of complexes 1-3.

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Coordination Chemistry of Thiazole‐Based Ligands: New Complexes Generating 3D Hydrogen‐Bonded Architectures

Cited by 26 publications

References 57 publications

Crystal structures and Hirshfeld surface analysis of transition-metal complexes of 1,3-azolecarboxylic acids

Crystal structures and Hirshfeld surface analysis of transition-metal complexes of 1,3-azolecarboxylic acids

Zinc Coordination Polymers Containing the m-(2-thiazolyl)benzoic Acid Spacer: Synthesis, Characterization and Luminescent Properties in Aqueous Solutions

Methyl-substituted 2-aminothiazole–based cobalt(II) and silver(I) complexes:synthesis, X-ray structures, and biological activities

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