Monofunctional and Difunctional Furan-Based 1,2,3,5-Dithiadiazolyl Radicals - Preparation and Solid-State Structures of 2,5-[(S2n2c)Oc4h2(Cn2s2)] and 2,5-[(S2n2c)Oc4h2(Cn)]

by Cordes, A. W.; Chamchoumis, C. M.; Hicks, R. G.; Oakley, R. T.; Young, K. M.; Haddon, R. C.

The preparation and solid state characterization of the bifunctional radical furan-2,5-bis(1,2,3,5-dithiadiazolyl) 2,5-[(S2N2C)OC4H2(CN2S2)] and the related monofunctional radical 2-cyanofuran-5-(1,2,3,5-dithiadiazolyl) 2,5-[(S2N2C)OC4H2(CN)] are described. The crystal structure of 2,5-[(S2N2C)OC4H2(CN2S2)] is orthorhombic, space group Pna2(1), and consists of interleaved arrays of dimers, for which the mean interannular S----S contact is 3.137 angstrom. The crystal structure of the monofunctional radical 2,5-[(S2N2C)OC4H2(CN)] is monoclinic, space group P 2(1)/n, and consists of a ribbon-like network of dimers (mean interannular S----S = 3.126 angstrom) interconnected by close head-to-tail CN----S contacts. The dimer units form stacks parallel to z, with a mean interdimer S----S separation of 3.956 angstrom. The similarities and differences between these two crystal structures and those of related benzene-substituted systems are discussed.

Journal
Canadian Journal of Chemistry-Revue Canadienne de Chimie
Volume
70
Issue
3
Year
1992
Start Page
919-925
URL
https://dx.doi.org/10.1139/v92-123
ISBN/ISSN
1480-3291; 0008-4042
DOI
10.1139/v92-123