caa a22 4500 467991839 CHVBK 20180323112546.0 cr unu---uuuuu 170328e19901201xx s 000 0 eng 10.1007/BF00473972 doi (NATIONALLICENCE)springer-10.1007/BF00473972 Crystal, molecular, and π-electronic structure of 1,3,2-benzodithiazolium chloride [Elektronische Daten] [A. Zibarev, I. Bagryanskaya, Yu. Latilov, L. Shchegoleva, G. Dolenko, G. Furin] X-Ray diffraction examination and MNDO calculations have shown that 1,3,2-benzodithiazolium chloride (I) is ionic, with a planar heteroaromatic 10π-electron cation. The π-MO of the cation (I) is isolobal with the p-MO of benzo-2,1,3-thiadiazole. In the cation of (I), as in the latter compound, the p-AO of nitrogen and sulfur contribute for the most part to π-MO of differing symmetry (b1 and a2, respectively). This has the consequence that although both nitrogen and sulfur participate in the formation of a single π-system in the thiazolium cation of (I), there is virtually no π-bonding between them. Generally speaking, the π-MO of the (I) cation shows a tendency to localization on separate molecular fragments. The charge on the cation is localized at the SNS group, and the five-membered ring is strongly polarized. These features all reduce the heteroaromaticity of the system. Plenum Publishing Corporation, 1991 Zibarev A. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Bagryanskaya I. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Latilov Yu Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Shchegoleva L. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Dolenko G. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Furin G. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/12(1990-12-01), 1399-1404 0009-3122 26:12<1399 1990 26 10593 https://doi.org/10.1007/BF00473972 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00473972 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Zibarev A. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 700 1- Bagryanskaya I. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 700 1- Latilov Yu Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 700 1- Shchegoleva L. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 700 1- Dolenko G. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 700 1- Furin G. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/12(1990-12-01), 1399-1404 0009-3122 26:12<1399 1990 26 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer