Synthesis, characterisation and structural aspects of a new diorganotin(IV) complex with N′-(5-bromo-2-hydroxybenzylidene)benzoylhydrazone ligand

Abstract

A new diorganotin(IV) complex, Me 2 Sn[5-Br-(2-OC 6 H 4 CH=N-N=C(O)Ph)](1) has been synthesised from dimethyltin(IV) dichloride and a Schiff base derived from 5-bromosalicylaldehyde and benzoyl hydrazide. The complex has been characterised by elemental analysis, and FT-IR and NMR spectroscopies. Molecular structure has been confirmed by single-crystal X-ray diffraction analysis. Complex 1 crystallises in triclinic system, space group P-1 (no. 2) with a = 7.562 (6), b = 9.980(8), c = 11.899(8) Å; α = 81.08(6) • , β = 72.71(5) • , γ = 79.64(6) • ; Z = 2. The ligand N -(5-bromo-2-hydroxybenzylidene)benzoylhydrazone (H 2 L) coordinates to the metal centre in enolate form via the phenolic O, imino N and enolic O atoms. The central tin atom is in distorted trigonal bipyramidal geometry with two oxygen atoms of the ligand in axial positions, while the imino nitrogen atom of the ligand and two methyl groups on tin occupy the equatorial sites.

Pb(II) Complexes of Schiff Bases Derived from Benzoylhydrazine as the Antibacterial Agents

“…Strong bands at 1606 cm -1 can be attributed to ν(C=N-N=C) stretching [7]. The N-N stretching frequency is observed at 910-970 cm -1 for the free ligands which generally suffers a positive shift of 55-100 cm -1 in the spectra of the complexes [7]. Comparing with the ligand bands the υ N-N bands have been assigned in the region 900-950 cm -1 for the prepared complexes.…”

“…The υ O-H , υ C=O (keto form), υ C=N , υ C-N , υ M-O , υ N-H etc. stretching modes which are found in the ligands and their complexes have been identified by many authors [7,10]. It is a general observation that the spectral behavior of the free ligands changes by chelation but the interpretation of the band shifts depends on the attribution of the observed frequencies to the various bands, C-N, C-O etc.…”

“…On the basis of these studies, the band observed for the present complexes in the regions of 1580-1670, 1520-1600, 1360-1401 and 1260-1300 cm -1 have been assigned as due to υ C=N , aromatic υ C=C , υ C-N and υ C-O , respectively. Strong bands at 1606 cm -1 can be attributed to ν(C=N-N=C) stretching [7]. The N-N stretching frequency is observed at 910-970 cm -1 for the free ligands which generally suffers a positive shift of 55-100 cm -1 in the spectra of the complexes [7].…”

“…Metal Complexes with Ligands derived form aroylhydrazines and aromatic or aliphatic carbonyls gained a great interest of studies. Synthesis, characterisation and structural aspects of diorganotin(IV) complex with N-(5-bromo-2-hydroxybenzylidene) benzoylhydrazone [7] or N-(2-Salicylidene)-N_-benzoylhydrazone ligand [8]. Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) metal complexes with NNO functionalized ligands, 2-acetyl pyridine benzoylhydrazone, etc.…”

Interplay of thermochemistry and Structural Chemistry, the journal (volume 18, 2007) and the discipline

“…Next is an article, by Samanta et al [133], on the synthesis and characterization of a new diorganodiolatotin(IV) complex, Me 2 Sn[5-Br-(2-OC 6 H 4 CH=N-N=C(O)Ph)]. Di-and triorganotin complexes show important antitumor activities combined with low toxicity because of their abilities to form complexes with biologically important compounds such as DNA.…”