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N—H...S and C—H...S hydrogen bonds in two tetraalkylammonium dithiobiurea(1–) inclusion compounds
Author(s) -
Guo Hao,
Wu Jinfeng
Publication year - 2015
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229615003095
Subject(s) - inclusion (mineral) , hydrogen bond , chemistry , bond , hydrogen , crystallography , business , organic chemistry , molecule , mineralogy , finance
Two inclusion compounds of dithiobiurea and tetrapropylammonium and tetrabutylammonium are characterized and reported, namely tetrapropylammonium carbamothioyl(carbamothioylamino)azanide, C 12 H 28 N + ·C 2 H 5 N 4 S 2 − , (1), and tetrabutylammonium carbamothioyl(carbamothioylamino)azanide, C 16 H 36 N + ·C 2 H 5 N 4 S 2 − , (2). The results show that in (1), the dithiobiurea anion forms a dimer via N—H...N hydrogen bonds and the dimers are connected into wide hydrogen‐bonded ribbons. The guest tetrapropylammonium cation changes its character to become the host molecule, generating pseudo‐channels containing the aforementioned ribbons by C—H...S contacts, yielding the three‐dimensional network structure. In comparison, in (2), the dithiobiurea anions are linked via N—H...S interactions, producing one‐dimensional chains which pack to generate two‐dimensional hydrogen‐bonded layers. These layers accommodate the guest tetrabutylammonium cations, resulting in a sandwich‐like layer structure with host–guest C—H...S contacts.