Literature DB >> 35145746

NiII mol-ecular complex with a tetra-dentate amino-guanidine-derived Schiff base ligand: structural, spectroscopic and electrochemical studies and photoelectric response.

Olga Yu Vassilyeva1, Elena A Buvaylo1, Vladimir N Kokozay1, Sergey L Studzinsky1, Brian W Skelton2, Georgii S Vasyliev3.   

Abstract

The new mol-ecular nickel(II) complex, namely, {4-bromo-2-[({N'-[(2-oxidobenzylidene)amino]carbamimidoyl}imino)methyl]phenolato}nickel(II) N,N-di-methyl-formamide solvate monohydrate, [Ni(C15H11BrN4O2)]·C3H7NO·H2O, (I), crystallizes in the triclinic space group P with one mol-ecule per asymmetric unit. The guanidine ligand is a product of Schiff base condensation between amino-guanidine, salicyl-aldehyde and 5-bromo-salicyl-aldehyde templated by Ni2+ ions. The chelating ligand mol-ecule is deprotonated at the phenol O atoms and coordinates the metal centre through the two azomethine N and two phenolate O atoms in a cis-NiN2O2 square-planar configuration [average(Ni-N/O) = 1.8489 Å, cis angles in the range 83.08 (5)-95.35 (5)°, trans angles of 177.80 (5) and 178.29 (5)°]. The complex mol-ecule adopts an almost planar conformation. In the crystal, a complicated hydrogen-bonded network is formed through N-H⋯N/O and O-H⋯O inter-molecular inter-actions. Complex (I) was also characterized by FT-IR and 1H NMR spectroscopy. It undergoes an NiII ↔ NiIII redox reaction at E 1/2 = +0.295 V (vs Ag/AgCl) in methanol solution. In a thin film with a free surface, complex (I) shows a fast photoelectric response upon exposure to visible light with a maximum photovoltage of ∼178 mV. © Vassilyeva et al. 2022.

Entities:  

Keywords:  Schiff base ligand; amino­guanidine; crystal structure; square-planar NiII complex

Year:  2022        PMID: 35145746      PMCID: PMC8819441          DOI: 10.1107/S2056989022000317

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  17 in total

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Journal:  Bioorg Med Chem       Date:  2010-10-29       Impact factor: 3.641

2.  Formaldehyde-aminoguanidine condensation and aminoguanidine self-condensation products: syntheses, crystal structures and characterization.

Authors:  Elena A Buvaylo; Vladimir N Kokozay; Nataliia Yu Strutynska; Olga Yu Vassilyeva; Brian W Skelton
Journal:  Acta Crystallogr C Struct Chem       Date:  2018-01-12       Impact factor: 1.172

3.  Cyclic Guanidine Compounds from Toxic Newts Support the Hypothesis that Tetrodotoxin is Derived from a Monoterpene.

Authors:  Yuta Kudo; Takeshi Yasumoto; Dietrich Mebs; Yuko Cho; Keiichi Konoki; Mari Yotsu-Yamashita
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-01       Impact factor: 15.336

4.  Anti-parasitic Guanidine and Pyrimidine Alkaloids from the Marine Sponge Monanchora arbuscula.

Authors:  Mario F C Santos; Philip M Harper; David E Williams; Juliana T Mesquita; Érika G Pinto; Thais A da Costa-Silva; Eduardo Hajdu; Antonio G Ferreira; Raquel A Santos; Patrick J Murphy; Raymond J Andersen; Andre G Tempone; Roberto G S Berlinck
Journal:  J Nat Prod       Date:  2015-04-29       Impact factor: 4.050

5.  Reactivity, Selectivity, and Reaction Mechanisms of Aminoguanidine, Hydralazine, Pyridoxamine, and Carnosine as Sequestering Agents of Reactive Carbonyl Species: A Comparative Study.

Authors:  Mara Colzani; Danilo De Maddis; Gaia Casali; Marina Carini; Giulio Vistoli; Giancarlo Aldini
Journal:  ChemMedChem       Date:  2016-02-17       Impact factor: 3.466

6.  Pharmacological properties of N-(3,5-diamino-6-chloropyrazine-2-carbonyl)-N'-4-[4-(2,3-dihydroxypropoxy)phenyl]butyl-guanidine methanesulfonate (552-02), a novel epithelial sodium channel blocker with potential clinical efficacy for cystic fibrosis lung disease.

Authors:  Andrew J Hirsh; Jim Zhang; Andra Zamurs; Jacquelyn Fleegle; William R Thelin; Ray A Caldwell; Juan R Sabater; William M Abraham; Mark Donowitz; Boyoung Cha; Kevin B Johnson; Judith A St George; M Ross Johnson; Richard C Boucher
Journal:  J Pharmacol Exp Ther       Date:  2008-01-24       Impact factor: 4.030

7.  Novel, non-acylguanidine-type Na(+)/H(+) exchanger inhibitors: synthesis and pharmacology of 5-tetrahydroquinolinylidene aminoguanidine derivatives.

Authors:  Shoji Fukumoto; Eiko Imamiya; Keiji Kusumoto; Shuji Fujiwara; Toshifumi Watanabe; Mitsuru Shiraishi
Journal:  J Med Chem       Date:  2002-07-04       Impact factor: 7.446

8.  SHELXT - integrated space-group and crystal-structure determination.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A Found Adv       Date:  2015-01-01       Impact factor: 2.290

9.  Bis{2-[(guanidinoimino)-meth-yl]phenolato-κ(3) N,N',O}cobalt(III) chloride hemihydrate.

Authors:  Elena A Buvaylo; Vladimir N Kokozay; Olga Yu Vassilyeva; Brian W Skelton
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-02-23

10.  The Cambridge Structural Database.

Authors:  Colin R Groom; Ian J Bruno; Matthew P Lightfoot; Suzanna C Ward
Journal:  Acta Crystallogr B Struct Sci Cryst Eng Mater       Date:  2016-04-01
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  1 in total

1.  Solution Equilibrium Studies on Salicylidene Aminoguanidine Schiff Base Metal Complexes: Impact of the Hybridization with L-Proline on Stability, Redox Activity and Cytotoxicity.

Authors:  Orsolya Dömötör; Nóra V May; G Tamás Gál; Gabriella Spengler; Aliona Dobrova; Vladimir B Arion; Éva A Enyedy
Journal:  Molecules       Date:  2022-03-22       Impact factor: 4.411

  1 in total

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