Abstract
The title compound (C22H18N2OS3) is monoclinic, with a=20.7446(5), b=8.332(1), c=24.393(7)°, β=112.12(1)° and space group P21/n. There are two independent molecules in the unit cell. Two quinoline moieties are nearly perpendicular to each other (76.9(1)°) and (72.0(2)°). Both S-methylene fragments are trans-orientated with respect to the C(3)−S(1)−C(13) plane. Two pairs of sulfur atoms in ortho-positions are in very close contact with sulfide preserving a skew conformation. The central 12-membered ring adopts an unusual conformation.
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Pluta, K.J. Heterocycl. Chem. 1992,29, 1599.
Pluta, K.Proceedings of the XXV Polish NMR Symposium; Kraków: Poland; 1993, p 255.
Pluta, K.Proceedings of the XXVI Polish NMR Symposium; Kraków: Poland; 1994, p 336.
Pluta, K.J. Heterocycl. Chem. 1994,31, 557.
Pluta, K.Phosph. Sulf. 1994,92, 149.
Pluta, K.; Glowiak, T.J. Chem. Crystallogr. 1994,24, 587.
Pluta, K.Proceedings of the XXVII Polish NMR Symposium; Kraków: Poland; 1995, p 260.
Pluta, K.; Maślankiewicz, A.; Głowiak, T.J. Cryst. Spectr. Res. 1991,21, 153.
Cooper, S.R.; Rawle, S.C.Crown Thioether Chemistry; in:Structure and Bonding, 72: Springer: Berlin; 1990; p 1.
Setzer, W.N.; Afshar, S.; Burns, N.L.; Ferrante, L.A.; Hester, A.M.; Meehan, E.J. Jr.; Grant, G.J.; Isaac, S.M.; Laudeman, C.P.; Lewis, C.M.; VanDerveer, D.G.Heteroatom. Chemistry 1990,1, 375.
Pluta, K. manuscript in preparation.
Sheldrick, G.M.Acta Crystallogr. 1990,A46, 467.
International Tables for X-ray Crystallography; Vol. C; Dordrecht: Kluwer Academic Publishers: 1992.
Sheldrick, G.M.SHELXL 93, Program for the Refinement of Crystal Structures; Univ. of Gottingen: Germany.
Eliel, E.L.; Wilen, S.H.; Mander, L.N.Stereochemistry of Organic Compounds; John Wiley; New York, 1994; p 769.
Dalley, N.K.; Smith, J.S.; Larson, S.B.; Matheson, K.L.; Christensen, J.J.; Izatt, R.M.J. Chem. Soc. Chem. Commun. 1975, 84.
de Groot, B.; Loeb, S.J.Inorg. Chem. 1989,28, 3573.
Maślankiewicz, A.; Wyszomirski, M.; Głowiak, T.; Gogoll, A.J. Cryst. Spectr. Res. 1991,21, 559.
Maślankiewicz, A.; Pluta, K.; Boryczka, S.; Głowiak, T.J. Cryst. Spectr. Res. 1991,21, 729.
Pluta, K.; Maślankiewicz, A.; Głowiak, T.J. Cryst. Spectr. Res. 1993,23, 285.
Pauling, L.The Nature of the Chemical Bond; Cornell: Ithaca; 1960; p 260.
Bondi, A.J. Phys. Chem. 1964,68, 441.
Black, P.J.; Heffernan, M.C.Austr. J. Chem. 1964,17, 558.
Boryczka, S.; Maślankiewicz, A.; Wyszomirski, M.; Borowiak, T.; Kubicki, M.Recl. Trav. Chim. Pays-Bas 1990,109, 509.
Wyszomirski, M.; Gogoll, A.; Maślankiewicz, A.; Boryczka, S.Phosph. Sulf. 1991,59, 225.
Zuika, I.V.; Popelis, Yu. Yu.; Sekatsis, I.P.; Bruvers, Z.P.; Tsirule, M.A.Khim. Geterotsikl. Soedin. 1979, 1665.
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Part XLIII in the series of Azinyl Sulfides. Part XLII: Maślankiewicz, M.J.; Maślankiewicz, A.J. Heterocycl. Chem. 1996,33, 1989.
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Pluta, K., Suwińska, K. X-ray structure and NMR assignment of 4,4′-[3-oxa-1,5-pentanedi(ylthio)]-3,3′-diquinolinyl sulfide. J Chem Crystallogr 27, 465–469 (1997). https://doi.org/10.1007/BF02576585
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DOI: https://doi.org/10.1007/BF02576585