Synthesis and Structural Characterization of Propane-1,3-diamino Bis[3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate] Water Monosolvate

Abstract

The present compound propane-1,3-diamino bis[3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate] water monosolvate (C₂₁H₂₂Br₈N₂O₁₀, M_r = 1101.69) was synthesized and characterized by single crystal X-ray diffraction. The crystal belongs to monoclinic, space group Pc, with a = 11.9484(13), b = 8.0805(9), c = 16.6897(18) Å, b = 103.5690(10)º, V = 1566.4(3) ų, Z = 2, D_c = 2.336 g/cm³, l = 0.71073 Å, μ(MoK_a) = 10.294 mm^-1, F₍₀₀₀₎ = 1044. The final refinement gave R = 0.0475, wR(F²) = 0.1001 for 4,887 observed reflections with I > 2s(I). The asymmetric unit of the title compound contains one propane-1,3-diaminium cation, two 3,4,5,6-tetrabromo-2-(methoxycarbonyl)benzoate anions and two water molecules. In one of the anions, the mean planes of the methoxycarbonyl and carboxylate groups form dihedral angles of 55.0(3) and 70.7(3)º, respectively with the benzene ring. And in another one, the mean planes of the methoxycarbonyl and carboxylate groups form dihedral angles of 48.6(3) and 49.9(3)º, respectively with the benzene ring. In the crystal, intermolecular N-H···O, N-H···Br and C-H···O hydrogen bonds connect the components of the structure to form a three-dimensional network.