Crystal Structure of 1-(4-Acetylamidophenyl)-3-(4-carboxyphenyl)triazene

Carlos Henrique Oliveira do AMARAL; Rosmari HÖRNER; Luiz Gustavo Brenner REETZ; Leandro Renato Simon de CAMARGO; Flávia Cavalieri MACHADO; Manfredo HÖRNER

doi:10.2116/analscix.24.x85

Part 5

Crystal Structure of 1-(4-Acetylamidophenyl)-3-(4-carboxyphenyl)triazene

Carlos Henrique Oliveira do AMARAL, Rosmari HÖRNER, Luiz Gustavo Brenner REETZ, Leandro Renato Simon de CAMARGO, Flávia Cavalieri MACHADO, Manfredo HÖRNER

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JOURNAL FREE ACCESS

2008 Volume 24 Pages x85-x86

DOI https://doi.org/10.2116/analscix.24.x85

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Abstract

The crystal structure of the title compound, C₁₅H₁₄N₄O₃, reveals the expected trans stereochemistry about the N=N double bond in the diazoamine moiety. The interplanar angle [36.68(6)°] between the terminal phenyl rings indicates that the whole molecule deviates significantly from planarity (r.m.s. deviation = 0.3148 Å). Intermolecular O-H…O classical hydrogen bonds, and hydrogen bonds with a bifurcated geometry generate a three-dimensional molecule arrangement. The distribution of the double-bond character among the N atoms of the diazoamine moiety is unequal, indicating a delocalization of the π electrons over the N=N-N(H) group toward the terminal 4-carboxyphenyl substituent.

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