Copper(I) π-coordination compounds with allyl derivatives of disubstituted pseudothiohydantoin: synthesis, structure investigation and nonlinear optical features

Abstract

The present work is directed towards preparation by means of alternating current electrochemical synthesis, structural, and optical property characterization of Cu(I) π-coordination compounds [Cu(papt)NO3] (1), [Cu2(papt)2Cl2] (2), [Cu2(papt)2Br2] (3), [Cu2(eapt)2Cl2] (4), and [Cu2(eapt)2Br2] (5) with disubstituted pseudothiohydantoins, (2Z)-2-(phenylimino)-3-allyl-1,3-thiazolidin-4-one (papt) and (2Z)-2-[(2-hydroxyethyl)imino]-3-allyl-1,3-thiazolidin-4-one (eapt). All coordination compounds crystallize in the centrosymmetric monoclinic P21/n space group, 2 and 3, as well as 4 and 5 are isostructural to each other. Cu(I) in all the structures have trigonal–pyramidal environment formed by N-imino and allyl C = C double bond of the chelate organic ligand and two oxygens of NO3– in 1 or two halides in 2–5. Crystal packing of 2 and 4 were analyzed using energy framework computational analysis to examine differences in crystal structures of papt- and eapt-based coordination compounds, which could be explained by the difference in weak interactions of phenyl and 2-hydroxyethyl groups. The third-order nonlinear optical features for 1 and 2 are studied at 1064 nm generated by a nanosecond pulsed Nd:YAG laser.