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Piotrkowska B, Połoński T, Gdaniec M. Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine. Acta Crystallogr C. 2007;63:o693-6doi: 10.1107/S0108270107049797.
Piotrkowska, B., Połoński, T., & Gdaniec, M. (2007). Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine. Acta crystallographica. Section C, Crystal structure communications, 63o693-6. https://doi.org/10.1107/S0108270107049797
Piotrkowska, Barbara, et al. "Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine." Acta crystallographica. Section C, Crystal structure communications vol. 63 (2007): o693-6. doi: https://doi.org/10.1107/S0108270107049797
Piotrkowska B, Połoński T, Gdaniec M. Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine. Acta Crystallogr C. 2007 Dec;63:o693-6. doi: 10.1107/S0108270107049797. Epub 2007 Nov 14. PMID: 18057615.
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Acta Crystallogr C. 2007 Dec;63:o693-6. doi: 10.1107/S0108270107049797. Epub 2007 Nov 14.

Supramolecular structures of bis-thionooxalamic acid esters derived from (+/-)-cyclohexane-1,2-diamine and (+/-)-1,2-diphenylethylenediamine.

Acta crystallographica. Section C, Crystal structure communications

Barbara Piotrkowska, Tadeusz Połoński, Maria Gdaniec

Affiliations

  1. Department of Chemistry, Gda?sk University of Technology, 80-952 Gda?sk, Poland.

PMID: 18057615 DOI: 10.1107/S0108270107049797

Abstract

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.

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