Coordination compounds of cobalt, nickel, copper, and zinc with 2-bromo-3-phenylpropenal benzoylhydrazone and thiosemicarbazone

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By X-ray structural analysis the crystal structure of 2-bromo-3-phenylpropenal benzoylhydrazone (HL) was determined. The molecule is not flat. In the crystal the HL molecules form infinite chains with reciprocal van der Waals interaction. 2-Bromo-3-phenylpropenal hydrazone (HL) and thiosemicarbazone (HL′) react with cobalt, nickel, copper and zinc chlorides, nitrates and acetates to form coordination compounds of the composition Cu(HL)(L)2 [HL = C6H5-CH=CBr-CH=N-NH-C(O)-C6H5], MX2·2 HL′·nH2O [M = Co, Ni, Cu, Zn; X = Cl, NO3, HL′ = C6H5-CH=CBr-CH=N-NH-C(S)-NH2; n = 0–3], MX2·HL·n H2O [M = Ni, Cu; n = 0, 1], and ML′2·nH2O [M = Co, Ni, Zn; n = 0–3]. The same reactions in the presence of amines (A = C5H5N, 2-CH3C5H4N, 3-CH3C5H4N, 4-CH3C5H4N) afford complexes of the composition CuALCl and MALX·n H2O [M = Cu, Ni; X = Cl, NO3; n = 0–2]. Structure of the coordination node in the amine-containing copper derivatives is polynuclear, in complexes Cu(HL)(L)2 is octahedral, in other compounds it is tetrahedral. The azomethines (HL and HL′) in these complexes behave as bidentate N,O and N,S ligands. Thermolysis of the complexes includes a step of dehydration (60–90°C) and complete thermal decomposition (430–590°C).