The crystal structure of benzenediazonium tetrafluoroborate, C₆H₅N₂⁺•BF₄⁻¹

Abstract

MIROSLAW CYCLER, MARIA PRZYBYLSKA, and RICHARD MACLEOD ELOFSON. Can. J . Chem. 60, 2852Chem. 60, (1982. Benzenediazonium tetrafluoroborate, C6HsN2+.BF,-, crystallizes in space group P2, In with unit cell dimensions n = 17.347(2), b = 8.396(1), c = 5.685(1) A, P = 92.14(1)", Z = 4. The structure was solved by direct phasing methods using the program SHELX 76.The parameters were refined by full-matrix least-squares to a final R = 0.063 for 1346 observed reflections. The bond lengths and angles agree very well with those of Rplmming for benzenediazonium chloride. The C-N and N=N bond lengths are 1.415(3) and 1.083(3) A, respectively, and the bonds of the benzene ring do not show any significant differences as they vary from 1.371 (5)

DFT study of electronic properties, structure and spectra of aryl diazonium cations

“…Similar results were obtained later for benzene diazonium tetrafluoroborate (r C(3)AN(7) = 1.415 Å, r N(7)AN(8) = 1.083 Å, \ Cð3ÞANð7ÞANð8Þ = 179.5°) [33]. Based on the relatively good agreement between the calculations and the experiment we conclude that the DFT/B3LYP method is reliable even with the 6-31GÃÃ basis set.…”

Molecular Structure and Large-Amplitude Motion ofp-Diethynylbenzene from Gas-Phase Electron Diffraction and Theoretical Calculations

“…A change in the electronegativity of the substituent changes R from 112°(C 6 H 5 Li) 5 to 126° (C 6 H 5 N 2 + ). 6 The changes in the ring geometry have been rationalized by hybridization effects or valence-shell electronpair repulsions. 1 Electron diffraction and microwave spectroscopy have provided accurate ring geometries for a number of monosubstituted benzene derivatives in the gas phase.…”

Raman Characterization of Phenyl-Derivatives: From Primary Amine to Diazonium Salts

“…The dihedral angle between the NH 2 plane and the C 6 H 5 N plane was determined to be 37 ± 2°, assuming that the C-N bond makes an angle of 1.5-2.3° [30]. In comparison, the corresponding diazonium salt (aryl-diazonium) is a quasi-planar molecule [39], assuming that the C-N bond makes an angle of 0.5° [40]. The main factor causing this quasi-planarity is undoubtedly the strong through-bond interaction between the ring, which is known to be a strong electron donor, and the N 2 group, which is the strongest known electron acceptor [39].…”