Synthesis and crystal structure of 1-[(1-Phenyl-4-cyano)pyrazol-5-yliminomethyl]-2-nitroiminoimidazolidine

The title compound 1-[(1-Phenyl-4-cyano)pyrazol-5-yliminomethyl]- 2-nitroim inoimidazolidine 2 (C14H14N8O2, M-r = 326. 33) was obtained by the reaction of (1-Phenyl-4-cyano) pyrazol-5-yliminomethyl ethylether with 2-nitroimino imidazolidine in the presence of sodium hydride. The crystal is monoclinic, space group P2(1)/n, with unit cell constants a = 7. 310(1), b = 17. 218(2 ), c = 11. 669(1) Angstrom, beta = 92. 552 (2)degrees, Z = 4, V = 1467. 2(3 ) Angstrom(3), D-c = 1. 477g/cm(3), F(000) = 680, mu(MoKalpha) = 0. 107 mm( -1), R = 0. 0506, wR = 0. 1398 for 2593 observed reflections(I>2 sigma(I)). In this compound the nitroimino group is coplanar with the imidazolidine r ing and pyrazole ring plane; shorter C-N bond lengths and longer exocyclo C =N bond length were observed, suggesting a formation of a fully delocalized system. The dihedral angles between the plane formed by the O(1), O(2), N( 1), N(2), C(1), N(4), C(4), N(5), C(5), N(6), N(7), C(7), C(6) atoms and ph enyl ring is 48. 5 degrees. The interatomic distance for N(4)-N(6) is 4. 61 Angstrom. The intermolecular hydrogen bonding N(3) - H ... N(8) is observe d.