STRUCTURES OF NOVEL MACROCYCLIC DIPYRIDYLMETHANEAMIDES

The structures of two 13-membered tetraaza ring compounds, (1R,17R)- (1) and (1R,9r,17S)-3,15-dioxo-4,5,6,7,8,10,11,12,13,14,22,23-dodecadehydro-9-ethyl-9-methoxy-2,16,22,23-tetraazatetracyclo[15.4.0.1(4,8).1(10,14)]tricosane (2) (C22H26N4O3, M(r) = 394.47) have been studied by X-ray diffraction. (1): monoclinic, P2(1), a = 10.2585 (3), b = 19.7992 (7), c = 9.9408 (4) angstrom, beta = 92.009 (4)-degrees, V = 2017.8 (2) angstrom3, Z = 4, D(x) = 1.2985 (1) Mg m-3, lambda(Cu K-alpha) = 1.5418 angstrom, mu = 0.680 mm-1, F(000) = 840, T = 291 K, R = 0.056 for 1935 observed reflections; (2): triclinic, P1BAR, a = 10.356 (1), b = 18.478 (2), c = 19.048 (2) angstrom, alpha = 115.906 (4), beta = 101.773 (5), gamma = 98.575 (4)-degrees, V = 3090.0 (6) angstrom3, Z = 6, D(x) = 1.2719 (3) Mg m-3, lambda(Cu K-alpha) = 1.5418 angstrom, mu = 0.662 mm-1, F(000) = 1260, T = 291 K, R = 0.058 for 4412 observed reflections. The asymmetric units of (1) and (2) contain two and three molecules, respectively. These five macrocycles show very similar bowl-like overall shapes but also minor conformational differences. Intermolecular hydrogen bonds between the amide groups govern the packing in both compounds by linking the molecules into endless chains in (1) and by forming hexamer aggregates in (2).