Acta Crystallographica Section C

Crystal Structure Communications

Volume 64, Part 8 (August 2008)

organic compounds

sk3250 scheme

Acta Cryst. (2008). C64, o414-o416 [ doi:10.1107/S0108270108019707 ]

Two derivatives of 1,5-disubstituted tetrazoles: 1-(4-nitrophenyl)-1H-tetrazol-5-amine and {(E)-[1-(4-ethoxyphenyl)-1H-tetrazol-5-yl]iminomethyl}dimethylamine

A. S. Lyakhov, A. N. Vorobiov, L. S. Ivashkevich and P. N. Gaponik

Abstract: The geometric features of 1-(4-nitrophenyl)-1H-tetrazol-5-amine, C₇H₆N₆O₂, correspond to the presence of the essential interaction of the 5-amino group lone pair with the [pi] system of the tetrazole ring. Intermolecular N-HN and N-HO hydrogen bonds result in the formation of infinite chains running along the [110] direction and involve centrosymmetric ring structures with motifs R₂²(8) and R₂²(20). Molecules of {(E)-[1-(4-ethoxyphenyl)-1H-tetrazol-5-yl]iminomethyl}dimethylamine, C₁₂H₁₆N₆O, are essentially flattened, which facilitates the formation of a conjugated system spanning the whole molecule. Conjugation in the azomethine N=C-N fragment results in practically the same length for the formal double and single bonds.

Formula: C₇H₆N₆O₂ and C₁₂H₁₆N₆O