Crystal structures of a series of 3,7-bis-(arylazo)-1,3,5,7-tetraazabicyclo[3.3.1]nonanes

The crystal and molecular structure of a series of 3,7-bis(arylazo)-1,3,5,7-tetraazabicyclo[3.3.1] nonanes (1a-d) have been determined by single crystal X-ray diffraction analysis. All four compounds have the same feature, that the tetraazabicyclononane unit assumes a cage-like structure with the aryltriazene moieties lying parallel to one another so that the aryl rings are held together by pi - pi stacking. Crystal data: 1a C17H18N10O4, triclinic, space group P - 1, a = 9.8899(10), b = 13.0845(13), c = 16.458(2) Angstrom, alpha = 94.095(2)degrees, beta = 107.004(2)degrees, gamma = 111.027(2)degrees, V = 1863.5(3) Angstrom(3) and Z = 4; 1b, C19H18F6N8, orthorhombic, space group Pbca, a = 15.3210(8), b = 10.9512(6), c = 24.5698(13) Angstrom, V = 4122.4(4) Angstrom(3), and Z = 8; 1c C19H18N10, monoclinic, space group P2(1)/n a = 6.3742(6), b = 13.7343(13), c = 21.542(2) Angstrom, beta = 97.738(2)degrees, V = 1868.8(3) Angstrom(3), and Z = 4; 1d, C19H18N10, monoclinic, space group P2(1)/c, a = 18.205(2), b = 17.398(2), c = 12.784(12) Angstrom, beta = 109.480(2)degrees, V = 3818.0(6) Angstrom(3), and Z = 8.