1,3-Bis(4-nitrophenyl)triazene

Abstract

The structure of the title compound, C(12)H(9)N(5)O(4), reveals an almost planar molecule (r.m.s. deviation = 0.061 A), in which the interplanar angle between the phenyl rings is 5.7 (1) degrees and the largest interplanar angle is that between the phenyl ring and the nitro group of one of the 4-nitrophenyl substituents [8.8 (3) degrees ]. The observed molecular conformation suggests a delocalization of pi-electrons extended over the diazoamine group and the terminal aryl substituents. Intermolecular N-H.O interactions between the twofold screw-related molecules give rise to helical chains along the [010] direction. Intermolecular C-H.O interactions then generate sheets of molecules in the (10-1) plane, and these sheets are held together by N.C and O.O pi-pi interactions.

The Synthesis, X‐ray Structure Analysis, and Photophysical Characterization of 4‐[(E)‐2‐(4‐Carboxyphenyl)diazenyl]‐morpholine

“…In general, the bond lengths and angles of compound 1 corresponded well to related compounds in the literature .…”

“…These bond angles indicated the partial sp 2 ‐hybridization of N(1) and its participation in π‐delocalization with N(2)―N(3). π‐Delocalization of this type has been observed in related triazenes .…”

Bichromophoric behavior of nitrophenyl‐triazene anions: a resonance Raman spectroscopy investigation

“…PNPT was sythesized as described in the literature. 16 ONPT was synthesized as follows: 2-nitroaniline (2 g, 14.5 mmol) was dissolved in glacial acetic acid (30 ml) and cooled to below room temperature. A sodium nitrite solution (1.2 g, 17.5 mmol) in water (50 ml) was added slowly with continuous stirring.…”

Crystal Structure of 1,3-Bis(4-nitrophenyl)triazenido- .KAPPA.2N1N3]-bis(triphenylphosphine)copper(I), [Cu(O2NC6H4NNNC6H4NO2)(C18H15P)2]

“…1,3-Bis(4-nitrophenyl)triazene and [CuCl(PPh3)3] were prepared according to reported methods. 5 X-ray data were collected by graphite-monochromated Mo Kα radiation (λ = 0.71073 Å). The crystal and experimental data are listed in Table 1.…”