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Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid
Christopher Glidewell1, John N Low, Janet M S Skakle
1School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk
Abstract:
Molecules of the title compound, [(4-nitrophenyl)sulfanyl]acetic acid, C(8)H(7)NO(4)S, are linked by paired O-H* * *O hydrogen bonds [H.O 1.81 A, O.O 2.6456 (15) A and O-H* * *O 178 degrees ] into centrosymmetric dimers containing an R(2)2(8) motif. A single C-H* * *O hydrogen bond having a nitro O atom as acceptor [H* * *O 2.47 A, 3.3018 (19) A and C-H.O 147 degrees ] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic pi-pi-stacking interactions.