Crystal structure of (1,4-diphenyl-4H-1,2,4-triazol-3-yl)phenyl-amine di-fluoro-phosphate, and a survey of the di-fluoro-phosphate anion (PO₂F₂ ^-).

ABSTRACT: Nitron is the trivial name of (1,4-diphenyl-4H-1,2,4-triazol-3-yl)phenyl-amine (C₂₀H₁₆N₄), a triazole derivative used as an analytical reagent for gravimetric analysis of the nitrate anion. The crystal structure of the di-fluoro-phosphate salt of Nitron, 3-anilino-1,4-diphenyl-1H-1,2,4-triazol-4-ium di-fluoro-phosphate, C₂₀H₁₇N₄ ⁺·PO₂F₂ ^-, is reported here. Within the protonated Nitron mol-ecule, the triazole ring, one of the phenyl rings and the NHPh moiety are virtually co-planar, with the third phenyl ring inclined to the least-squares plane of the other three rings by 56.07 (3)°. Inter-molecular N-H⋯O and C-H⋯O hydrogen bonds between cations and di-fluoro-phosphate anions lead to the formation of a three-dimensional network that is consolidated by additional π-π stacking inter-actions between the triazole ring and one of the phenyl rings. Database surveys on inorganic, metal-organic and organic structures comprising the tetra-hedral PO₂F₂ group reveal mean bond lengths of P-O = 1.459 (27) Å, P-F = 1.530 (21) Å, and angles of O-P-O = 121.2 (2.9)°, O-P-F = 108.7 (6)°, and F-P-F = 98.5 (2.6)°, using a dataset of 67 independent PO₂F₂ ^- anions or PO₂F₂ entities.

SUBMITTER: Weil M 

PROVIDER: S-EPMC7336792 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature