2,6-DIMETHOXY-3-NITROBENZOIC ACID - A HYDROGEN-BONDED CHAIN STRUCTURE

2,6-Dimethoxy-3-nitrobenzoic acid, C9H9NO6, M(r) = 227.18, orthorhombic, Pccn, a = 14.837 (2), b = 18.096 (2), c = 7.501 (2) angstrom, V = 2014 (1) angstrom3, Z = 8, D(x) = 1.498 Mg m-3, lambda(Mo K-alpha) = 0.71073 angstrom, mu = 0.1203 cm-1, F(000) = 944, T = 300 K, R(F) = 0.061, wR = 0.049 for 1301 observed reflections with I > sigma(I). Hydrogen-bonded chains rather than the typical hydrogen-bonded dimer are formed. Glide-related molecules (x, 1/2-y, -1/2 + z) are linked together in extended chains [O...O = 2.668 (2), H...O = 1.86 (4), O-H = 0.84 (3) angstrom, O-H...O = 160 (3)-degrees]. The carboxyl group is in the syn conformation, but the lone pair of electrons acting as the hydrogen-bond acceptor is in an anti orientation.