Structural systematics of the anhydrous 1:1 proton-transfer compounds of 3,5-dinitrosalicylic acid with aniline and monosubstituted anilines

Abstract

The crystal structures of the proton-transfer compounds of 3,5-dinitrosalicylic acid (DNSA) with a series of aniline-type Lewis bases (aniline, 2-hydroxyaniline, 2-methoxyaniline, 3-methoxyaniline, 4-fluoroaniline, 4-chloroaniline and 2-aminoaniline) have been determined and their hydrogen-bonding systems analysed. All are anhydrous 1:1 salts: [(C 6H8N)+(C7H3N 2O7)-] (1), [(C6H 8NO)+(C7H3N2O 7)-] (2), [(C7H10NO) +(C7H3N2O7)-] (3), [(C7H10NO)+(C7H 3N2O7)-] (4), [(C6H 7FN)+(C7H3N2O 7)-] (5), [(C6H7ClN) +(C7H3N2O7)-] (6), and [(C6H9N2)+(C 7H3N2O7)-] (7), respectively. Crystals of 1 and 6 are triclinic, space group P-1 while the remainder are monoclinic with space group either P21/n (2, 4, 5 and..