Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine.
The bis-thionooxalamic acid esters trans-(+/-)-diethyl N,N'-(cyclohexane-1,2-diyl)bis(2-thiooxamate), C14H22N2O4S2, and (+/-)-N,N'-diethyl (1,2-diphenylethane-1,2-diyl)bis(2-thiooxamate), C22H24N2O4S2, both consist of conformationally flexible molecules which adopt similar conformations with approximate C2 rotational symmetry. The thioamide and ester parts of the thiooxamate group are significantly twisted along the central C-C bond, with the S=C-C=O torsion angles in the range 30.94 (19)-44.77 (19) degrees. The twisted s-cis conformation of the thionooxamide groups facilitates assembly of molecules into a one-dimensional polymeric structure via intermolecular three-center C=S...NH...O=C hydrogen bonds and C-H...O interactions formed between molecules of the opposite chirality.
Department of Chemistry, Gdańsk University of Technology, 80-952 Gdańsk, Poland.
Barbara
B
Piotrkowska
Tadeusz
T
Połoński
Maria
M
Gdaniec