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BY-NC-ND 3.0 license Open Access Published by De Gruyter June 2, 2014

Vergleichende Röntgenstrukturanalysen von Naphthothiadiazinen und isovalenzelektronischen Naphthotriazinen Röntgenstrukturanalysen von Acenaphthyleno[5,6-cd][1,2,6]- thiadiazin, 2-Methyl-2 H-acenaphthyleno[5,6-de]-1,2,3-triazin und Naphtho[1,8-de]thiadiazin / Comparison of Naphthothiadiazines and Isoelectronic Naphthotriazines by X-Ray Structural Analysis X-Ray Structural Analyses of Acenaphthyleno[5,6-cd][1,2,6]thiadiazine, 2-Methyl-2 H-acenaphthyleno[5,6-de]-1,2,3-triazine and Naphtho[1,8-de]thiadiazine

  • Alfred Gieren , Viktor Lamm , Robert C. Haddon , Martin L. Kaplan , M. John Perkins and Peter Flowerday

We have performed an X-ray structural analysis of the sulphur diimide 1 and the isoelectronic triazine 2. In addition we found two crystal modifications of the sulphur diimide 3, which is an analogue of the previously characterized 4, but the modification suitable for X-ray analysis (tetragonal, β) was disordered. From the bond lengths of 1 and 2 results, that in both cases there is only a weak π-interaction between the SN2 or the N3R group and the acenaphthylene system. For chalcogen diimides and triazines with a peri connection of the X N2 (X = S, Se) or N3R groups, respectively, at the naphthalene system , the bond lengths of the connecting C - N bonds are correlated with the bond lengths within the naphthalene system. The compounds 1 and 2 occupy differing positions at the least squares line resulting from values of five compounds. The higher ordinate and the smaller abszissa for the position of 1 suggests slightly higher bond order for the S - N bonds in 1 in comparison with the N -N bonds in 2, and bonding relationships, which are not identical in 1 and 2, as can also be deduced from the bond lengths in question.

Received: 1983-12-27
Published Online: 2014-6-2
Published in Print: 1984-7-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

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