Abstract Both N,N-dimethylbenzylammonium salts of 2,4-dichlorophenoxyacetic and citric acid are obtained through the slow solvent evaporation method. The characterization is made done by the single crystal X-ray diffraction, IR and elemental analysis, and their melting points are also measured. The N,N-dimethylbenzylammonium at salts 1, 2 are both involved in the classical ionic N–H⋯O H-bonds. The O–H⋯O H-bonds are also present in the both salts. Apart from the classical H-bonds, the auxiliary interactions of CH–O/CH2⋯O/CH3⋯O, CH–Cl/CH3–Cl and CH2-π also help the stabilization and expansion of the whole 2D-3D packings. The influence of the major intermolecular interactions is evaluated further by the Hirshfeld surface analysis and found that the H⋯O/H⋯H contacts are dominant within both crystalline salts. For the presence of the various nonbonding associations the synthons <InlineEquation ID="IEq1"> <EquationSource Format="TEX">\(\text{R}_{1}^{2}(5)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq2"> <EquationSource Format="TEX">\(\text{R}_{2}^{1}(5)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq3"> <EquationSource Format="TEX">\(\text{R}_{2}^{1}(6)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq4"> <EquationSource Format="TEX">\(\text{R}_{2}^{1}(7)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq5"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(8)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq6"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(9)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq7"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(10)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq8"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(11)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq9"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(12)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq10"> <EquationSource Format="TEX">\(\text{R}_{3}^{2}(9)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq11"> <EquationSource Format="TEX">\(\text{R}_{3}^{3}(8)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq12"> <EquationSource Format="TEX">\(\text{R}_{3}^{3}(10)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq13"> <EquationSource Format="TEX">\(\text{R}_{4}^{4}(11)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq14"> <EquationSource Format="TEX">\(\text{R}_{4}^{4}(36)\)</EquationSource> </InlineEquation>, <InlineEquation ID="IEq15"> <EquationSource Format="TEX">\(\text{R}_{6}^{4}(18)\)</EquationSource> </InlineEquation> and <InlineEquation ID="IEq16"> <EquationSource Format="TEX">\(\text{R}_{6}^{6}(36)\)</EquationSource> </InlineEquation> are enclosed. The synthon <InlineEquation ID="IEq17"> <EquationSource Format="TEX">\(\text{R}_{2}^{2}(8)\)</EquationSource> </InlineEquation> is established in the both salts. The work here lays the robust foundation for further developing new organic crystalline salts of the N,N-dimethylbenzylamine.

Structure and Hirshfeld Surface Analysis of N,N-Dimethylbenzylammonium Salts of 2,4-Dichlorophenoxyacetic and Citric Acid

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发表日期：

2025年7月1日

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R. Gao,
Z. Li,
Y. Yang,
S. Jin,
D. Wang

摘要

Abstract

Both N,N-dimethylbenzylammonium salts of 2,4-dichlorophenoxyacetic and citric acid are obtained through the slow solvent evaporation method. The characterization is made done by the single crystal X-ray diffraction, IR and elemental analysis, and their melting points are also measured. The N,N-dimethylbenzylammonium at salts 1, 2 are both involved in the classical ionic N–H⋯O H-bonds. The O–H⋯O H-bonds are also present in the both salts. Apart from the classical H-bonds, the auxiliary interactions of CH–O/CH₂⋯O/CH₃⋯O, CH–Cl/CH₃–Cl and CH₂-π also help the stabilization and expansion of the whole 2D-3D packings. The influence of the major intermolecular interactions is evaluated further by the Hirshfeld surface analysis and found that the H⋯O/H⋯H contacts are dominant within both crystalline salts. For the presence of the various nonbonding associations the synthons \(\text{R}_{1}^{2}(5)\) , \(\text{R}_{2}^{1}(5)\) , \(\text{R}_{2}^{1}(6)\) , \(\text{R}_{2}^{1}(7)\) , \(\text{R}_{2}^{2}(8)\) , \(\text{R}_{2}^{2}(9)\) , \(\text{R}_{2}^{2}(10)\) , \(\text{R}_{2}^{2}(11)\) , \(\text{R}_{2}^{2}(12)\) , \(\text{R}_{3}^{2}(9)\) , \(\text{R}_{3}^{3}(8)\) , \(\text{R}_{3}^{3}(10)\) , \(\text{R}_{4}^{4}(11)\) , \(\text{R}_{4}^{4}(36)\) , \(\text{R}_{6}^{4}(18)\) and \(\text{R}_{6}^{6}(36)\) are enclosed. The synthon \(\text{R}_{2}^{2}(8)\) is established in the both salts. The work here lays the robust foundation for further developing new organic crystalline salts of the N,N-dimethylbenzylamine.