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Tetrabasic ethylenediaminetetraacetic acid H4L binds two molecules of monobasic amines to give the corresponding salts: ethylenediaminetetraacetates of bis(monoethanolaminium) H2L2–⋅2+H3NCH2CH2ОН, tris(hydroxymethyl)methylaminium H2L2–⋅2+H3NС(CH2ОН)3⋅3H2О, diethylaminium H2L2–⋅2+H2N(C2H5)2⋅H2О, tert-butylaminium H2L2–⋅2+H3NС(CH3)3⋅5H2О, and triethanolaminium H2L2–⋅2+HN(CH2CH2ОH)3. Dibasic hexamethylene-1,6-diamine, triethylenediamine, and tetramethylethylenediamine form the following 1 : 1 adducts: H2L2–⋅+NH3(CH2)6NH , H2L2–⋅+NH3CH2CH2(OCH2CH2)2NH , H2L2–⋅ +HN(CH2CH2)3NH+⋅H2О, and H2L2–⋅+H(CH3)2NCH2CH2N(CH3)2H+. The molecular structures of bis(monoethanolaminium) ethylenediaminetetraacetate and bis[tris(hydroxymethyl)methylaminium] ethylenediaminetetraacetate trihydrate were determined. [ABSTRACT FROM AUTHOR]

Reactions of nitrilotriacetic acid with 2-aminoethanol, 2-amino-2-(hydroxymethyl)propane-1,3-diol, and 2,2'-(ethylenedioxy)bis(ethylamine) afford the following salts in high yields: 2-ammonioethanol nitrilotriacetate [HN+(CH2COO–)2(CH2COOH) ⋅ H3N+CH2CH2OH]n, bis{2-ammonio-2-(hydroxymethyl)propane-1,3-diol} nitrilotriacetate HN+(CH2COO–)3 ⋅ 2H3N+C(CH2 OH)3, and 2,2'-(ethylenedioxy)bis(ethylammonium) nitrilotriacetate HN+(CH2COO–)3 ⋅ H3N+CH2CH2OCH2CH2OCH2CH2N+H3. The molecular structures of 2-ammonioethanol nitrilotriacetate and bis{2-ammonio-2-(hydroxymethyl)propane-1,3-diol} nitrilotriacetate were determined. Nitrilotriacetic acid molecules in 2-ammonioethanol nitrilotriacetate are linked by O⋅⋅⋅H⋅⋅⋅O hydrogen bonds involving acid groups of adjacent molecules to form a polymer chain. On the contrary, nitrilotriacetic acid molecules in bis{2-ammonio-2-(hydroxymethyl)propane-1,3-diol} nitrilotriacetate do not form polymer chains. In the crystals of both compounds, adjacent molecules are linked by numerous O⋅⋅⋅H interactions to form infinite 3D frameworks. [ABSTRACT FROM AUTHOR]