Bis(4-hydroxy-3-methoxybenzaldehyde 4-phenylthiosemicarbazonato-N¹,S)nickel(II)

Abstract

In the title compound, [Ni(C15H14N3O2S)2], the NiII atom lies on a center of symmetry. The deprotonated ligands act as N,S-donors, forming five-membered metalla-rings. The NiII atom is four-coordinated in a slightly distorted square-planar environment. In the crystal, the discrete complex mol­ecules are linked by weak N—H⋯O hydrogen bonds, generating chains along [110]. The chains are further connected via weak O—H⋯N inter­actions into a layered network extending parallel to (001).

Crystal structure of bis(acetophenone 4-benzoylthiosemicarbazonato-κ2N1,S)nickel(II)

“…These observed values of contact distances and bond angles fall in the range for anagostic interactions reported by Brookhart et al (2007). Similar observations have been reported recently by de Oliveira et al (2014).…”

“…This is in close agreement with previously reported data (Sampath et al, 2013, Suganthy et al, 2013. A remarkable tetrahedrally distorted square-planar coordination geometry is shown by the nickel metal ion, with the two ligands displaying a less common cis N,S-chelation mode (de Oliveira et al, 2014). The Ni-S and Ni-N bond lengths (Table 1) and the N1-Ni1-S2 and N4-Ni1-S1 bond angle of 159.86 7and 159.67 7, respectively, confirm the distortion from a typical coordination geometry.…”

“…Furthermore, the Ni-N [1.922 (2) and 1.928 (2) Å ] and Ni-S bond lengths [range 2.1489 (10) and 2.1518 (10) Å ] are consistent with those in similar reported compounds. The S-C [1.728 and 1.735 (3)Å ] and N-C [1.293 (3) and 1.294 (3) Å ] bond lengths of the ligand are consistent with literature values (Sankaraperumal et al, 2013, de Oliveira et al, 2014.…”

A new example of intramolecular C—H...Ni anagostic interactions: synthesis, crystal structure and Hirshfeld analysis of cis-bis[4-methyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamidato-κ2 N 1,S]nickel(II) dimethylformamide monosolvate

“…For an agostic interaction, that involves a covalent or a three-center, twoelectron bond, an HÁ Á Ámetal distance of at least 2.3 Å is required. The C7-H7Á Á ÁNi1 and C19-H19Á Á ÁNi1 angles are 120.1 and 119.7 , being in agreement with literature data for another nickel complex with anagostic interactions (de Oliveira et al, 2014b).…”

“…The hydrazinic H atom can be easily removed and the negative charge is then delocalized over the C-N-N-C-S backbone, which enables chemical bonding with many different metal ions (Lobana et al, 2009). However, a cis configuration of the ligated molecules is a rather uncommon coordination mode for mono-thiosemicarbazones and, as far as we know, there is only one Ni II mono-thiosemicarbazone complex reported in ISSN 2056-9890 the literature, with N-phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothiamide as ligand (for the ligand crystal structure, see: de Oliveira et al, 2014a; for the crystal structure of the complex, see: de Oliveira et al, 2014b). It can be suggested that the molecular symmetry decreases from a trans to a cis configuration, possibly by loss of inversion symmetry at the central metal cation, which is compensated for by HÁ Á ÁNi intramolecular interactions and hydrogen-bond formation with solvent molecules.…”