Bipodal benzoylthiocarbamic acid esters: crystal and molecular structures of R = Et (a polymorph), and of a binuclear Cu(I) complex, R = iPr

Abstract

The crystal and molecular structure of a second polymorph (P2 1 /n) of [1,4-ROC( = S)N(H)C( = O)C 6 H 4 C( = O) N(H)C( = S)OR], R = Et, is shown to have inversion symmetry and to have a more twisted conformation than the previously reported P4 3 2 1 2 form which has 2-fold symmetry. Despite utilising equivalent atoms in forming intermolecular interactions, very distinct crystal packing patterns are observed. Crystal characteristics and theory (DFT) are consistent with the P4 3 2 1 2 form being more stable, a conclusion correlated with the observation that this form is the overwhelming majority of the sample (PXRD). An analysis of a binuclear copper(I) complex containing the R = iPr analogue, reveals the neutral ligand to bind via the thione-S atom resulting in a distorted ClP 2 S tetrahedral geometry.