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Crystal and Molecular Structure of Four Organic Salts from Benzylamine and Carboxylic Acids

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Abstract

Four salts benzylammonium (4-chloro-phenoxy)-acetate monhydrate (1), benzylammonium 3,5-dinitrosalicylate (2), benzylammonium 2,5-bis-benzylcarbamoyl-terephthalate (3), and benzylammonium 4-nitro-phthalate monohydrate (4) were obtained from self-assembly of the corresponding carboxylic acids with the benzylamine, and their structures were fully characterized. All four compounds are ionic, with proton transfer occurring to the NH2 of the benzylamine moiety. Compound 1 crystallizes in the Monoclinic, space group P2(1)/n, with a = 6.7577(5) Å, b = 8.3490(7) Å, c = 28.658(2) Å, β = 95.765(2)°, V = 1608.7(2) Å3, Z = 4. Compound 2 crystallizes in the Triclinic, space group P-1, with a = 9.7082(11) Å, b = 10.9970(11) Å, c = 15.9915(17) Å, α = 98.2230(10)°, β = 102.6500(10)°, γ = 114.105(2)°, V = 1467.9(3) Å3, Z = 4. Compound 3 crystallizes in the Monoclinic, space group P2(1)/c, with a = 15.8100(12) Å, b = 5.6638(3) Å, c = 20.1245(17) Å, β = 106.857(2)°, V = 1724.6(2) Å3, Z = 2. Compound 4 crystallizes in the Monoclinic, space group Pc, with a = 17.3360(19) Å, b = 9.4133(8) Å, c = 14.5066(16) Å, β = 112.104(2)°, V = 2193.3(4) Å3, Z = 4. Supramolecular architectures of the compounds 1–4 involve O–H···O/N–H···O/N–H···N hydrogen bonds as well as other non-covalent associations. These salts displayed 2D–3D framework structures for the synergistic effect of the various non-covalent interactions.

Graphical Abstract

The crystal structures of the benzylamine salts with (4-chloro-phenoxy)-acetic acid, 3,5-dinitrosalicylic acid, 2,5-bis-benzylcarbamoyl-terephthalic acid, and 4-nitro-phthalic acid show extensive hydrogen bonding as well as other noncovalent interactions, linking discrete components into higher-dimensional networks.

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Acknowledgments

We gratefully acknowledge the financial support of the Education Office Foundation of Zhejiang Province (Project No. Y201017321) and the financial support of the Zhejiang A & F University Science Foundation (Project No. 2009FK63).

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Authors and Affiliations

  1. Jiyang College, Zhejiang A & F University, Zhu’Ji, 311800, People’s Republic of China

    Shouwen Jin, Zhanghui Lin, Guqing Chen, Zuoyi Ji, Tiansong Huang & Ying Zhou

  2. Key Laboratory of Chemical Utilization of Forestry Biomass, Zhejiang A & F University, Lin’an, 311300, Zhejiang, People’s Republic of China

    Shouwen Jin, Zhanghui Lin, Guqing Chen, Zuoyi Ji, Tiansong Huang & Ying Zhou

  3. Department of Chemistry, Liaocheng University, Liaocheng, 252059, People’s Republic of China

    Daqi Wang

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  1. Shouwen Jin
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Correspondence to Shouwen Jin.

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Jin, S., Lin, Z., Wang, D. et al. Crystal and Molecular Structure of Four Organic Salts from Benzylamine and Carboxylic Acids. J Chem Crystallogr 45, 159–168 (2015). https://doi.org/10.1007/s10870-015-0572-4

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  • DOI: https://doi.org/10.1007/s10870-015-0572-4

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