The R22(8) hydrogen-bonded supramolecular synthon in two novel glycoluril derivatives

摘要

Two new glycoluril derivatives, namely 6-phenyl-1,4-dioxo-2,2a,3,4,6,7- hexahydro-1H,5H-2,3,4a,6,7a-pentaazacyclopenta[cd]indene-2a,7b-dicarboxylate (1), and diethyl 6-(2,4-dichorophenyl)-1,4-dioxo-2,2a,3,4,6,7-hexahydro-1H,5H-2, 3,4a,6,7a-pentaazacyclopenta[cd]indene-2a,7b-dicarboxylate (2) have been synthesized and structurally determined by X-ray diffraction analysis. Compound 1 is, monoclinic, space group C2/c, with a = 20.0784(7), b = 9.0316(3), c = 23.0980(8) ?, β = 98.3930(10), V = 4143.7(2) ?~3, with Z = 8 for d _(calc) = 1.338 Mg/m3. The analog 2 is, Triclinic, space group P-1, with a = 8.9353(18), b = 10.466(2), c = 14.679(3) ?, β = 73.60(3), V = 1268.1(4) ?~3, with Z = 2 for d _(calc) = 1.533 Mg/m~3. X-ray analysis reveals that both glycoluril derivatives bearing two free syn-urea NH groups and two ureidyl C=O, assemble the same one-dimensional chains in the solid-state running parallel to the [110], [1-10] and [010] directions via N-H·O hydrogen bonds.