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In the centrosymmetric binuclear title compound, [Cu2Br2(C12H10N5S)2]·2CH3OH, the CuII ion adopts a slightly dis­torted square-pyramidal coordination geometry. The hydrazine carbothio­amide moiety and one of the pyridyl rings together adopt an almost planar arrangement, with a maximum deviation of 0.052 (4) Å for the C atom of the thio­urea moiety. There are two mol­ecules of methanol solvent per complex in the asymmetric unit. The nonconventional intra­molecular C—H...Br hydrogen bonds make the mol­ecule more rigid, whereas the conventional N—H...N and O—H...Br inter­molecular hydrogen-bonding inter­actions, supported with N—H...π inter­actions, establish a supra­molecular linkage among the mol­ecules in the crystal. An intermolecular C—H...O inter­action is also present.

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The CuII atoms in the title coordination polymer, {[Cu(C13H11N4O)(C2N3)]·H2O}n, are N,N′,O-chelated by the deprotonated Schiff base ligands, and adjacent metal atoms are bridged by the dicyanamide ions, generating a polymeric chain that propagates along the b axis. The two independent metal atoms show a square-pyramidal N4O coordination. The two independent water mol­ecules are disordered over two positions; each water mol­ecule is a hydrogen-bond donor to a carbonyl O atom. Weak N—H...N hydrogen bonding is also observed.

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The CuII atom in the title compound, [Cu(C13H11N4O)(NCO)], is N,N′,O-chelated by the mono-deprotonated Schiff base ligand and it is also covalently bonded to the nitro­gen end of the cyanate ion. The CuII atom shows a square-planar coordination that is distorted towards square-pyramidal owing to an inter­molecular Cu...Ncyanate inter­action [2.623 (2) Å], which gives a centrosymmetric dimer. In the square-planar description, the CuII atom is displaced out of the square plane [r.m.s. deviation = 0.048 Å] by 0.084 (1) Å in the direction of the apical occupant. In the crystal, adjacent complex dimers are linked by an amine N—H...N hydrogen-bond pair, also giving a centrosymmetric cyclic association [graph set R22(8)], generating a linear chain parallel to [110].

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The CuII atom in the title compound, [CuCl2(C16H15N3O)]·H2O, is N,N′,O-chelated by the neutral Schiff base ligand and exists in a square-pyramidal geometry. It is displaced by 0.316 (1) Å out of the square plane (r.m.s. deviation = 0.015 Å) in the direction of the apical Cl atom. The apical Cl atoms of adjacent complex units are hydrogen-bond acceptors to two water mol­ecules, the inter­action generating a centrosymmetric dimer through a cyclic R42(8) association.

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The asymmetric unit of the title compound, [Cu(C9H10N3O3)Cl], contains two independent mol­ecules with similar structures. The CuII cation is N,O,O′-chelated by the deprotonated Schiff base ligand and is further coordinated by a Cl anion in a distorted ClNO2 square-planar geometry. In the crystal, adjacent mol­ecules are linked by N—H...O and N—H...Cl hydrogen bonds, forming a two-dimensional network parallel to [100].

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In the title compound, [Cu2(C13H11N4S)2(N3)2], the CuII cation is N,N′,S-chelated by the deprotonated Schiff base ligand and is coordinated by the azide anion, while an N atom from an adjacent azide anion bridges the CuII cation at the apical position with a longer Cu—N distance of 2.533 (3) Å, completing the distorted N4S square-pyramidal coordination geometry. A pair of azide anions bridge the two CuII cations, forming a centrosymmetric binuclear mol­ecule. In the crystal, the binuclear mol­ecules are linked by an N—H...N hydrogen bond into a ribbon running along the a axis.

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The CuII atom in the title compound, [Cu(NCS)2(C16H15N3O)], is bonded to the N atoms of two thio­cyanate ions, and is N,N′-chelated by the Schiff base ligand. The four N atoms surround the metal atom to form a distorted square; the square environment is distorted towards a square pyramid by a long Cu...O inter­action. In the crystal, two C atoms of the pyrrolidin-2-one ring are disordered over two positions in a 1:1 ratio.
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