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Solvent Control in the Formation of Supramolecular Solvates of 2,4-Diamino-6-methyl-1,3,5-triazine with 5-Nitroisophthalic Acid

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Abstract

Crystal shapes can be affected by different solvents from sheet, rod, to block because they can enter into the crystal lattice and co-crystallize with the ligands from various instantaneous microenvironments. In this study, two new supramolecular solvates, formulated as [(C8H4NO6+)·(C4H8N5−)]·H2O (1) and [(C8H3NO62+)·(C4H8N5−)2]·CH3OH (2), were synthesized by the combination of 2,4-diamino-6-methyl-1,3,5-triazine (DAMT) and 5-nitroisophthalic acid (H2NIPA) from the solvent mixture of CH3COCH3–H2O/CH3OH–H2O, respectively. Interestingly, the structures of these two solvates contain both classical hydrogen bond N–H⋯O and heterosynthon \({\text{R}}_{2}^{2}\) (8). And due to the different solutions, the supramolecular aggregates led to different crystal structures and shapes. Structural analysis shows that the differences in the two solvate structures mainly attributed to the unique hydrogen bonding pattern between the dimers and solvents molecules. 1 and 2 were characterized by single crystal X-ray diffraction, element analysis, infrared radiation, and thermogravimetric analysis.

Graphical abstract

Two new supramolecular solvates were synthesized by the combination of 2,4-diamino-6-methyl-1,3,5-triazine (DAMT) and 5-nitroisophthalic acid (H2NIPA) from the solvent mixture of CH3COCH3–H2O/CH3OH–H2O.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (nos. 51372125, 21571112, and 51572136), the Natural Science Foundation of Shandong Province, China (no. ZR2011BL015), and the State Key Laboratory of Inorganic Synthesis and Preparative Chemistry (2013-34).

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Authors and Affiliations

  1. Key Laboratory of Eco-chemical Engineering, Laboratory of Inorganic Synthesis and Applied Chemistry, College of Chemistry and Molecular Engineering, Ministry of Education, Qingdao University of Science and Technology, 266042, Qingdao, People’s Republic of China

    Chao Chen, Kai Zhang, Cunrong Zhang, Peiqi Xing, Shuguang Xiang, Yu Yang & Lei Wang

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  1. Chao Chen
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  2. Kai Zhang
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  3. Cunrong Zhang
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  4. Peiqi Xing
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  7. Lei Wang
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Correspondence to Peiqi Xing or Lei Wang.

Electronic supplementary material

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10870_2018_744_MOESM1_ESM.doc

CCDC reference numbers 1532370-1532371 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB 21EZ, UK; fax: (+44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk. Supplementary data associated with this article can be found in the online version. (DOC 492 KB)

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Chen, C., Zhang, K., Zhang, C. et al. Solvent Control in the Formation of Supramolecular Solvates of 2,4-Diamino-6-methyl-1,3,5-triazine with 5-Nitroisophthalic Acid. J Chem Crystallogr 50, 1–7 (2020). https://doi.org/10.1007/s10870-018-0744-0

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  • DOI: https://doi.org/10.1007/s10870-018-0744-0

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