Bis(N,N-di­ethyl­dithio­carbamato-κ(2) S,S′)(3-hy­droxy­pyridine-κN)zinc and bis­[N-(2-hy­droxy­eth­yl)-N-methyldithio­carbamato-κ(2) S,S′](3-hy­droxy­pyridine-κN)zinc: crystal structures and Hirshfeld surface analysis

The common feature of the mol­ecular structures of the title compounds, [Zn(C(5)H(10)NS(2))(2)(C(5)H(5)NO)], (I), and [Zn(C(4)H(8)NOS(2))(2)(C(5)H(5)NO)], (II), are NS(4) donor sets derived from N-bound hy­droxy­pyridyl ligands and asymmetrically chelating di­thio­carbamate ligands. The resulting coordination geometries are highly distorted, being inter­mediate between square pyramidal and trigonal bipyramidal for both independent mol­ecules comprising the asymmetric unit of (I), and significantly closer towards square pyramidal in (II). The key feature of the mol­ecular packing in (I) is the formation of centrosymmetric, dimeric aggregates sustained by pairs of hy­droxy-O—H⋯S(di­thio­carbamate) hydrogen bonds. The aggregates are connected into a three-dimensional architecture by methyl­ene-C—H⋯O(hy­droxy) and methyl-C—H⋯π(chelate) inter­actions. With greater hydrogen-bonding potential, supra­molecular chains along the c axis are formed in the crystal of (II), sustained by hy­droxy-O—H⋯O(hy­droxy) hydrogen bonds, with ethyl­hydroxy and pyridyl­hydroxy groups as the donors, along with ethyl­hydroxy-O—H⋯S(di­thio­carbamate) hydrogen bonds. Chains are connected into layers in the ac plane by methyl­ene-C—H⋯π(chelate) inter­actions and these stack along the b axis, with no directional inter­actions between them. An analysis of the Hirshfeld surfaces clearly distinguished the independent mol­ecules of (I) and reveals the importance of the C—H⋯π(chelate) inter­actions in the packing of both (I) and (II).