Bis(4-methoxychalcone 4-ethylthiosemicarbazonato-κ² N ¹,S)zinc(II): crystal structure and Hirshfeld surface analysis

Abstract

The title ZnII complex, [Zn(C19H20N3OS)2] {systematic name: bis[(N-ethyl-N′-{(Z)-[(2E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-ylidene]amino}carbamimidoyl)sulfanido]zinc(II)}, features a tetrahedrally coordinated ZnII ion within an N2S2 donor set provided by two N,S-chelating thiosemicarbazone anions. The resulting five-membered Zn,C,N2,S chelate rings adopt different conformations, i.e. almost planar and an envelope with the Zn atom being the flap atom. The configuration about the imine bond within the chelate ring is Z but those about the exocyclic imine and ethylene bonds are E. In the crystal, supramolecular [100] chains mediated by thioamide-N—H...S(thione) hydrogen bonds and eight-membered thioamide {...HNCS}2 synthons are observed. A range of interactions, including C—H...O, C—H...π, C—H...π(chelate ring) and π(methoxybenzene)—π(chelate ring) consolidate the packing. The Hirshfeld surface analysis performed on the title complex also indicates the influence of the interactions involving the chelate rings upon the packing along with the more conventional contacts.

Spectroscopic, crystallographic, and Hirshfeld surface characterization of nine-membered-ring-containing 9-methoxy-3,4,5,6-tetrahydro-1H-benzo[b]azonine-2,7-dione and its parent tetrahydrocarbazole

“…The Hirshfeld surface for (II) mapped over the shape-index property further confirms the blue bump shapes of the N/ C-H� � �� donors on top and the red valleys of the acceptors on the face (Fig. 7) (Tan et al, 2019). The two-dimensional fiingerprint plots (…”

Synthesis, crystal structure and Hirshfeld surface analysis of 2-phenyl-3-(prop-2-yn-1-yloxy)quinoxaline

“…To quantify the extent of each type of intermolecular interaction in the crystal packing, a Hirshfeld surface analysis was performed using CrystalExplorer (Version 21.5; Spackman et al, 2021). Descriptions of the surfaces generated and their interpretation have been published (Tan et al, 2019). Fig.…”

Crystal structure of bis{N-methyl-N′-[3-(4-methoxyphenyl)-1-methylpropane-1-ylidene]carbamohydrazonothioato}zinc(II), C26H36N6O2S2Zn

“…Among the former, zinc(II) complexes are prominent with reports of their potential as anti-bacterial [7], anti-cancer [8] and antiviral [9] agents. In continuation of biological studies of different metal complexes of thiosemicarbazones [10] and of supporting structural studies of zinc thiosemicarbazones [11,12] The N 2 S 2 at Zn donor set defines an approximate tetrahedral geometry with the range of angles being 87.10(7)°for the S1-Zn-N3 chelate angle to 127.45(7)°for S1-Zn-N6. The mode of coordination of the ligands leads to the formation of five-membered chelate rings.…”