Design, synthesis, and characterization of pyridine-containing organic crystals with different substitution positions using solvothermal method. Issue 17 (13th April 2021)

• Record Type: Journal Article
• Authors: Wu, Jiasheng; Zou, Jiacheng; Zhuge, Xiangxue; Jia, Zhitai; Lin, Na; Yuan, Chunxue
• Is Part Of: CrystEngComm. Volume 23:Issue 17(2021)
• Page Start: 3152
• Page End: 3159
• Publication Date: 2021-04-13
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/d1ce00165e
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : Four TB -/PHZ -based crystals were prepared via solvothermal method in one step. The relationship between structures and photophysical properties has been discussed. Abstract : The organic crystals of Tröger's base (TB ) analogs with ortho -/ meta -substituted terminal pyridine units, 2, 8-(6 H, 12 H -5, 11-methanodibenzo[ b, f ]diazocineylene)-di( o -ethenylpyridine) (TBOP ) and 2, 8-(6 H, 12 H -5, 11-methanodibenzo[ b, f ]diazocineylene)-di( m -ethenylpyridine) (TBMP ), were prepared using solvothermal method. By alternating the solution system and ratio, not only the TBOP and TBMP crystals but also the central-methylene-removed 5, 6, 11, 12-tetrahydro-2, 8-dimethylphenhomazine-di( o -ethenyl- N -pyridine) (PHZOP ) and 5, 6, 11, 12-tetrahydro-2, 8-dimethylphenhomazine-di( m -ethenyl- N -pyridine) (PHZMP ) crystals could be obtained from TBOP and TBMP . Furthermore, single-crystal XRD, 1 H NMR, 13 C NMR, fluorescence spectrometry, combined with Hirshfeld surface calculation, were performed to analyze the relationship between crystal structures and photophysical properties. Since the pyridine unit can only act as a hydrogen bond acceptor in the crystal packing process, the competition and the synergic effects between the pyridine H-acceptor and other intermolecular interaction sites caused by the small alteration of N-substitution lead to significant changes in crystal structures and photophysical properties.