Journal article
Structure-making with 3,5-dinitrosalicylic acid. II. The proton-transfer compounds of 3,5-dinitrosalicylic acid with the monocyclic heteroaromatic amines
G Smith, UD Wermuth, PC Healy, JM White
Australian Journal of Chemistry | CSIRO PUBLISHING | Published : 2003
DOI: 10.1071/CH02163
Abstract
The crystal structures of the proton-transfer compounds of 3,5-dinitrosalicylic acid (dnsa) with a series of common monocyclic heteroaromatic amines (pyridine, 4-cyanopyridine, pyridine-4-carboxylic acid, 2,6-diaminopyridine, and 2-aminopyrimidine) have been determined and the hydrogen-bonding associations in each analyzed. The compounds are the adduct [(C5H6N)+(dnsa)-·(dnsa)] (1), the 1 : 1 salts [(C6H5N2)+(dnsa)-] (2), [(C6H6NO2)+(dnsa)-] (3), [(C5H8N3)+ (dnsa)-] (4), and the 2 : 2 ethanol hemi-solvate [2(C4H6N3)+·2 (dnsa)-. 0.5(EtOH)] (5). With all compounds, protonation of the hetero-nitrogen atom occurs with subsequent hydrogen bonding to the oxygen atoms of the functional groups of the..
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