In:
Acta Crystallographica Section C Structural Chemistry, International Union of Crystallography (IUCr), Vol. 74, No. 8 ( 2018-08-01), p. 974-980
Abstract:
The crystal structures of 1,2-dihydro-1,1′-bi[thiazolo[3,2- a ]quinoline] -10a,10a′-diium diiodide hemihydrate, C 22 H 16 N 2 S 2 2+ ·2I − ·0.5H 2 O, and 1,2-dihydro-1,1′-bi[thiazolo[3,2- a ]quinoline] -10a,10a′-diium iodide triiodide, C 22 H 16 N 2 S 2 2+ ·I − ·I 3 − , obtained during the reaction of 1,4-bis(quinolin-2-ylsulfanyl)but-2-yne (2TQB) with iodine, have been determined at 120 K. The crystalline products contain the dication as a result of the reaction proceeding along the iodocyclization pathway. This is fundamentally different from the previously observed reaction of 1,4-bis(quinolin-8-ylsulfanyl)but-2-yne (8TQB) with iodine under similar conditions. A comparative analysis of the possible conformational states indicates differences in the relative stabilities and free rotation for the 2- and 8-thioquinoline derivatives which lead to a disparity in the convergence of the potential reaction centres for 2TQB and 8TQB.
Type of Medium:
Online Resource
ISSN:
2053-2296
DOI:
10.1107/S2053229618009385
DOI:
10.1107/S2053229618009385/lg3225sup1.cif
DOI:
10.1107/S2053229618009385/lg3225kb06sup3.hkl
DOI:
10.1107/S2053229618009385/lg3225kb07sup4.hkl
DOI:
10.1107/S2053229618009385/lg3225sup5.pdf
Language:
Unknown
Publisher:
International Union of Crystallography (IUCr)
Publication Date:
2018
detail.hit.zdb_id:
2025703-X
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