Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin
In the title compound, 2-(2-nitrophenylthio)-1, 2-benzothiazol-3(2H)-one 1,1-dioxide, 2-O(2)NC(6)H(4)S(C(7)H(4)NO(3)S) or C(13)H(8)N(2)O(5)S(2), the planes of the saccharin and nitrophenylthiolate portions are almost orthogonal. The molecules are linked by C-H.O=S hydrogen bonds [C.O 3.308 (3) A, H.O 2.44 A and C-H.O 155 degrees ] into cyclic centrosymmetric R(2)(2)(16) dimers, reinforced by aromatic pi.pi stacking interactions between the nitrated aryl rings.
Glidewell
C
School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk.
Low
JN
Wardell
JL