Bischelated complexes of a dithiocarbazate N,S Schiff base ligand: synthesis, characterization and antimicrobial activities

(E)-{[(Butylsulfanyl)methanethioyl]amino}(4-methoxybenzylidene)amine: crystal structure and Hirshfeld surface analysis

“…The dithiocarbazate dianion, NH 2 NHCS 2À , and its esters such as S-benzyldithiocarbazate and S-methyldithiocarbazate (Ali et al, 2008), are well-known to function as starting materials for the synthesis of a wide variety of Schiff bases containing both hard nitrogen and soft sulfur donor atoms. Schiff bases derived from S-alkyl esters of dithiocarbazate, NH 2 NHC( S)SR, and their metal complexes have been the subject of many studies because of their ability to act as multidentate ligands to metals and the subsequent enhanced bioactivity upon complexation (Bera et al, 2009;Ali et al, 2012;Begum et al, 2017). Schiff bases derived from the condensation of S-methyl-or S-benzyldithiocarbazate with heterocyclic aldehydes and ketones can complex metals to form five-membered chelate rings with the metal atoms bound to nitrogen and sulfur atoms (Ali et al, 2003) while complexation via two sulfur atoms, resulting in the formation of a four-membered chelate ring, is also possible (Rakha & Bekheit, 2000).…”

Studies on Coordination Chemistry and Antibacterial Activity of Bidentate NS Schiff Base Derived From SBDTC and 4-Benzyloxybenzaldehyde

“…2, where the Schiff base showed a medium intensity absorption band at 3111 cm -1 , corresponding to the ν(N-H) stretching frequency that was absent in the complexes, suggesting that the ligand underwent coordination through the thiolate anion [27,28]. The Schiff base contained strong bands at 1502 and 1094 cm -1 for the ν(C=N) and ν(C=S) stretches, respectively [27][28][29]. The absence of ν(C=S) band in the complexes also indicated thiolate binding with the respective metal ions in the complexes [27,28].…”

“…The Schiff base contained strong bands at 1502 and 1094 cm -1 for the ν(C=N) and ν(C=S) stretches, respectively [27][28][29]. The absence of ν(C=S) band in the complexes also indicated thiolate binding with the respective metal ions in the complexes [27,28]. The ν(C=N) band of the ligand was shifted to lower wave numbers (~7-61 cm -1 ) in the complexes, suggesting its coordination through the azomethine nitrogen atom [26][27][28].…”

“…The absence of ν(C=S) band in the complexes also indicated thiolate binding with the respective metal ions in the complexes [27,28]. The ν(C=N) band of the ligand was shifted to lower wave numbers (~7-61 cm -1 ) in the complexes, suggesting its coordination through the azomethine nitrogen atom [26][27][28]. The stretching frequency of the ν(N-N) band, observed in the free ligand at 1020 cm -1 , also shifted merely (1043-1003 cm -1 ) in the spectra of the complexes.…”

Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies

“…A number of reports [23][24][25][26][27][28][29][30][31] on the complexation of dithiocarbazate Schiff bases have received much attention because of their special abilities, including (i) formation of an interesting series of ligands where the properties can be greatly modified by introducing different types of aldehyde or ketones and (ii) the interaction of donor atoms to the centre metal ions creating different geometries and properties, as well as their potential biological activities [32]. The number and diversity of applications of tin(IV) compounds, and the synthesis and characterisation of tin(IV) compounds containing O-, N-, S-donor Schiff bases have been a subject of interest for researchers in the inorganic field, where sulphur is of paramount importance in the metal-ligand linkage.…”