Structural diversity of di and triorganotin complexes with 4-sulfanylbenzoic acid: Supramolecular structures involving intermolecular Sn⋯O, O–H⋯O or C–H⋯X (X = O or S) interactions

Twelve new organotin complexes with 4-sulfanylbenzoic acid of two types: RnSn[S(C6H4COOH)]4−n (I) (n = 3: R = Me 1, n-Bu 2, Ph 3; PhCH24; n = 2: R = Me 5; n-Bu 6, Ph 7, PhCH28) and R3Sn(SC6H4COO)SnR3 · mEtOH (II) (m = 0: R = Me 9, n-Bu 10, PhCH212; m = 2: R = Ph 11), along with the 4,4′-bipy adduct of 9, [Me3Sn(SC6H4COO)SnMe3]2(4,4-bipy) 13, have been synthesized. The coordination behavior of 4-sulfanylbenzoic acid is monodentate in 1–8 by thiol S atom but not carboxylic oxygen atom. While, in 9–13 it behaves as multidenate by both thiol S atom and carboxylic oxygen atoms. The supramolecular structures of 6, 11 and 13 have been found to consist of 1D molecular chains built up by intermolecular O–H⋯O, C–H⋯O or C–H⋯S hydrogen bonds. The supramolecular aggregation of 7 is 2D network determined by two C–H⋯O hydrogen bonds. Extended intermolecular C–H⋯O interactions in the crystal lattice of 9 link the molecules into a 2D network.