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Issue 17, 2017
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Halogen-bonding contacts determining the crystal structure and fluorescence properties of organic salts

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Abstract

By using the ligands 4-(4-bromobenzylideneamino)-4H-1,2,4-triazole (L1) and 4-(4-iodobenzylideneamino)-4H-1,2,4-triazole (L2), four different organic salts HL1+·Cl (1), L1·HL1+·ClO4 (2), HL2+·Cl (3), and L2·HL2+·ClO4 (4) have been synthesized and structurally characterized through single-crystal X-ray diffraction (L1, L2, 2 and 3) and PXRD (1 and 4) measurements. The results revealed that ligands L1 and L2 themselves exhibit a polymeric 1-D chain in a zigzag structure connected by C–Br⋯N and C–I⋯N halogen-bonding contacts, respectively. L1 in salt 2 was connected into a 3-D structure through N–H⋯O hydrogen-bonding contacts, while the interleaved 3-D network of L2 in salt 3 was mainly connected by C–I⋯Cl halogen-bonding contacts. As a result, the fluorescence properties of ligands L1 and L2 were reserved in halogen-bonding connected salts 1 and 3, while there was a reduction in hydrogen-bonding connected salts 2 and 4. Thus, the relationship between emission properties and halogen-bonding contacts can be proposed.

Graphical abstract: Halogen-bonding contacts determining the crystal structure and fluorescence properties of organic salts

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Publication details

The article was received on 07 Jun 2017, accepted on 20 Jul 2017 and first published on 20 Jul 2017


Article type: Paper
DOI: 10.1039/C7NJ02034A
Citation: New J. Chem., 2017,41, 9444-9452
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    Halogen-bonding contacts determining the crystal structure and fluorescence properties of organic salts

    J. Wang, C. Chen, Y. Li, Y. Luo and B. Sun, New J. Chem., 2017, 41, 9444
    DOI: 10.1039/C7NJ02034A

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