Carlos Henrique Oliveira do Amaral, R. Hörner, L. G. B. Reetz, L. R. S. Camargo, F. C. Machado, M. Hörner
{"title":"Crystal Structure of 1-(4-Acetylamidophenyl)-3-(4-carboxyphenyl)triazene","authors":"Carlos Henrique Oliveira do Amaral, R. Hörner, L. G. B. Reetz, L. R. S. Camargo, F. C. Machado, M. Hörner","doi":"10.2116/ANALSCIX.24.X85","DOIUrl":null,"url":null,"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 A). 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.","PeriodicalId":7796,"journal":{"name":"Analytical Sciences: X-ray Structure Analysis Online","volume":"59 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2008-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Analytical Sciences: X-ray Structure Analysis Online","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2116/ANALSCIX.24.X85","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
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 A). 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.