SYNTHESIS, CHARACTERIZATION AND X-RAY CRYSTAL-STRUCTURES OF CYCLAM DERIVATIVES .1. -CARBAMOYLETHYL)-1,4,8,11-TETRAAZACYCLOTETRADECANE TETPA-CENTER-DOT-2H(2)O AND ITS BIS-PROTONATED FORM (H(2)TETPA)(2-)CENTER-DOT-2H(2)O(),2NO(3)()

The syntheses of the -carbamoylethyl)-1,4,8,11-tetraazacyclotetradecan e (TETPA) and its bis-protonated form (H(2)TETPA)(2+) are described an d the spectroscopic data are detailed (IR, NMR, MS, etc.). The crystal structures of both compounds have been determined from X-ray diffract ion data and are compared. Crystal data for TETPA . 2H(2)O: C22N8O4H44 .2H2O, Mr = 520.7, Orthorhombic, Pbca, a = 20.842(2) A, b = 12.750(1) Angstrom, c = 10.465(1) Angstrom, V = 2780.9(4) Angstrom(3), Z = 4, D- x = 1.24 g.cm(-3), F(000) = 1136 e(-), mu = 0.09mm(-1) for lambda(Mo K alpha) = 0.7107 Angstrom. R(\F\) = 0.041 for 2349 data. Crystal data for (H(2)TETPA)(2+), 2NO ($) over bar(3) . 2H(2)O: (C22N8O4H46)(2+), 2 (NO ($) over bar(3)) 2H(2)O, Mr = 646.7, Triclinic, P ($) over bar 1, a = 8.886(2) A, b = 9.093(2) Angstrom, c = 10.707(2) Angstrom, alpha = 69.65(2)degrees, beta = 77.28(2)degrees, gamma = 81.86(3)degrees, V = 789.2(3) Angstrom(3), Z = 1, D-x = 1.36 g.cm(-3), F(000) = 348 e(-), mu = 0.11 mm(-1) for lambda(Mo K alpha) = 0.7107 Angstrom. R(\F\) = 0. 041 for 2826 data, Both macrocycles have a [3434] conformation and two propionamide groups are extended out of the cycle whereas the other t wo are folded and linked to the nitrogen atoms of the macrocycle via h ydrogen bonds.