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Effects of Weak Hydrogen-Bonding Interactions on Supramolecular Assemblies of N,N-Dimethyl-1-admantylamine

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Abstract

The reaction of N,N-dimethyl-1-admantylamine (ada) and inorganic acids or trivalent metal chlorides in the hydrochloric acid medium yields four new supramolecular salts, i.e. (adaH+)3·(SbCl3)·(SbCl4−)·(SbCl52−) (1), (adaH+)·(FeCl4−) (2), (adaH+)·(ClO4−) (3), and (adaH+)·(I3−) (4), respectively. Compound 5, (dtaH+)2·(I3−)·I− (dta = N,N-dimethyl-2,4,6-trimethylaniline) was also prepared for comparison with 4. Structural analyses reveals that the weak hydrogen-bonding interactions play a crucial role in the formation of various hydrogen-bonding networks. 3D supramolecular architectures are observed in 3, independent 1D infinite hydrogen-bonded chain structures are observed in 1, and discrete structures are observed in 2, 4 and 5. Surprisingly, due to the coexistence of SbCl3, [SbCl4]− and [SbCl5]2−, compound 1 proves to be a unique example according to the Cambridge Structure Database (CSD).

Graphical Abstract

Structural analysis reveals that the weak hydrogen-bonding interactions play a crucial role in the formation of various hydrogen-bonding networks. 3D supramolecular architectures are observed in 3, independent 1D infinite hydrogen-bonding chain structures are observed in 1 and discrete structures are observed in 2, 4 and 5.

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Acknowledgements

We gratefully acknowledge financial support from the Natural Science Foundations of China (21771110) and from Jiangsu Province (PAPD (YX03001)).

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Authors and Affiliations

  1. Key Laboratory for Organic Electronics and Information Displays & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications, 9 Wenyuan Road, Nanjing, 210023, China

    Cheng-Long Yi, Fu Chen, Shi Wang, Yong-Hua Li & Wei Huang

  2. Key Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing, 211816, China

    Wei Huang

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  1. Cheng-Long Yi
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  2. Fu Chen
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  3. Shi Wang
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  4. Yong-Hua Li
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  5. Wei Huang
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Correspondence to Shi Wang.

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Yi, CL., Chen, F., Wang, S. et al. Effects of Weak Hydrogen-Bonding Interactions on Supramolecular Assemblies of N,N-Dimethyl-1-admantylamine. J Chem Crystallogr 48, 54–63 (2018). https://doi.org/10.1007/s10870-018-0712-8

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  • DOI: https://doi.org/10.1007/s10870-018-0712-8

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