1258866-41-9Relevant academic research and scientific papers
The first observation of the E,Z configuration of Ar-X-N=S=N-X-Ar (X = S, Se) chains in the crystalline state
Makarov, Arkady G.,Bagryanskaya, Irina Yu.,Gatilov, Yuri V.,Kuratieva, Natalia V.,Makarov, Alexander Yu.,Shakirov, Makhmut M.,Alexeyev, Alexey V.,Tersago, Karla,Van Alsenoy, Christian,Blockhuys, Frank,Zibarev, Andrey V.
, p. 4801 - 4810 (2011/03/01)
New oligomeric analogues of poly(sulfur nitride), i.e. 3-ClC 6R4-X-N=S=N-X-C6R4Cl-3 (5-8; R = H, F and X = S, Se), were synthesized and structurally characterized in the solid state by single-crystal XRD, in solution by variable-temperature NMR spectroscopy and in the gas phase with DFT/B3LYP calculations. In the crystal, compounds 5-7 display the well-known Z,Z configuration, whereas 8 (R = F, X = Se) is the first compound to display the E,Z configuration amongst twelve structurally defined Ar-X-N=S=N-X-Ar (X = S, Se) derivatives in the hydrocarbon and fluorocarbon series. Through a careful analysis of the packing schemes and the intermolecular interactions of the various compounds, an explanation of the abnormal behaviour of 8 is put forward. The unique E,Z configuration of the title compounds in the crystal is observed for Ar = 3-ClC6F 4 and X = Se - in the presence of eleven Z,Z configurations found by XRD for various Ar and X groups in the hydrocarbon and fluorocarbon series - and explained by specific intermolecular Se???Cl and F???Cl interactions. (Colour code: grey - C, green - Cl, light green - F, blue- N, orange - S, magenta - Se.)
