PDF
Abstract
A proton-transfer complex of 1,2,4,5-benzenetetracarboxylic acid (H4BTC) with 1,10-phenanthroline (phen), [(H2BTC)2−·2(Hphen)+·(H4BTC)] was synthesized and characterized by IR, UV-Vis spectra and luminescence. The structure was determined by X-ray single crystal diffraction. It crystallizes in the triclinic system, space group P-1 with a=7.3767(15), b=10.704(2), c=12.890(3) Å, α=102.96(3), β=105.71(3), γ=99.68(3)o, V=926.0(3) Å3, Dc=1.558 g/cm3, Z=2, μ(Mo-Kα)=0.121 mm−1 and F(000)=448. The final R=0.0401 and wR=0.0862 for 2983 observe reflections with [1>2σ(1)]. It is composed of discrete H4BTC molecules, H2BTC2− anions and, [Hphen]+ cations. The extensive hydrogen-bonding associations formed between the H4BTC molecules and H2BTC2− anions result in the formation of a two-dimensional layer, to which the [Hphen]+ cations are attached through the hydrogen bonds formed between the carboxyl groups of H4BTC and the NH groups of [Hphen]+. Under the excitation of UV light, it emits an intense blue luminescence.
Keywords
proton-transfer
/
1,2,4,5-benzenetetracarboxylic acid
/
1,10-phenanthroline
Cite this article
Download citation ▾
Wang Chiwei, Yin Mingcai, Li Ming, Ma Xiaoling, Sun Jutang.
Synthesis and characterization of a proton-transfer complex of 1,2,4,5-benzenetetracarboxylic acid with 1, 10-phenanthroline.
Journal of Wuhan University of Technology Materials Science Edition, 2005, 20(4): 38-42 DOI:10.1007/BF02841279
| [1] |
Smith G, Lynch D E, Bott R C. Molecular Cocrystals of Carboxylic Acids. XXVIII-Nitro-substituted Carboxylic Acids with Lewis Bases: the Crystal Structures of the Adducts of 3,5-Dinitrobenzoic Acid with N-methylaniline (1∶1), (4-nitrophenyl) Acetic Acid with Cyclohexane-1,4-Diamine (2∶1), and 5-Nitrosalicylic Acid with 2-Imidazolidone (2∶1). Aust. J. Chem., 1998, 51(2): 159-164.
|
| [2] |
Smith G, White J M. Molecular Cocrystals of Carboxylic Acids: the Preparation of the 1∶1 Proton-transfer Compounds of Creatinine with a Series of Aromatic Acids and the Crystal Structure of that with Pyrazine-2,3-Dicarboxylic Acid. Aust. J. Chem., 2001, 54(2): 97-100.
|
| [3] |
Smith G, Wermuth U D, White J M. Interactions of Aromatic Carboxylic Acids with Quinolin-8-ol (Oxine): Synthesis and the Crystal Structures of the Proton-transfer Compounds with the Nitro-substituted Benzoic Acids. Aust. J. Chem., 2001, 54(3): 165-170.
|
| [4] |
Smith G, Bott R C, Wermuth U D. The 1∶1 Proton-transfer Complex of 3,5-Dinitrosalicylic Acid with (8-quinolinyl) Urea. Acta Cryst., 2001, E57(9): 0895-897.
|
| [5] |
Shaameri Z, Shan N, Jones W. Acridinium Isophthalate. Acta Cryst., 2001, E57(10): 0945-946.
|
| [6] |
Smith G, Wermuth U D, White J M. The 1∶1 Proton-transfer Compound of Sulfanilamide with 3,5-Dimitrosalicylic Acid. Acta Cryst., 2001, E57(11): 01036-1038.
|
| [7] |
Smith G, Wermuth U D, Healy P C. The 1∶1 Proton-transfer Compound of Benzylamine with 3,5-Dinitrosalicylic Acid. Acta Cryst., 2002, E58(8): 0845-847.
|
| [8] |
Smith G, Wermuth U D, Bott R C, Healy P C, White J M. Structure-making with 3,5-Dinitrosalicylic Acid. I. The Proton-transfer Compounds of 3,5-Dinitrosalicylic Acid with a Series of Aliphatic Amines. Aust. J. Chem., 2002, 55(5): 349-356.
|
| [9] |
Smith G, Wermuth U D, Healy P C, White J M. Structure-making with 3,5-Dinitrosalicylic Acid. II. The Proton-transfer Compounds of 3,5-Dinitrosalicylic Acid with the Monocyclic Heteroaromatic Amines. Aust. J. Chem., 2003, 56(7): 707-713.
|
| [10] |
Pollock J M, Ubbelohde A R. Conductance Mechanisms in Crystals Containing Hydrogen Bonds. Trans. Faraday Soc., 1956, 52: 1112-1114.
|
| [11] |
Wu C D, La C Z, Wu D M, Zhuang H H, Huang J S. Hydrothermal Synthesis of Two New Zinc Coordination Polymers with Mixed Ligands. Inorg. Chem. Commun., 2001, 4(10): 561-564.
|
| [12] |
Wu C D, Lu C Z, Yang W B, Lu S F, Zhuang H H, Huang J S. The Structure and Physical Properties of a Novel Three-dimensional Zeolite-like Nanoporous Architecture Formed by Two Different Polymeric Layers: [Eu-2 (Btc) (H (2)btc)(H2O)]Center Dot 4H(2)O. Eur. J. Inorg. Chem., 2002, 4: 797-800.
|
| [13] |
Diniz R, Abreu H A, Almeida W B, Sansiviero M T C, Fernandes N G. X-ray Crystal Structure of Triaquacopper(II) Dihydrogen 1,2,4,5-Benzenetetracarboxylate Trihydrate and Raman Spectra of Cu2+ Co2+, and Fe3+ Salts of 1,2,4,5-Benzenetetracarboxylic (Pyromellitic) Acid. Eur. J. Inorg. Chem., 2002, 5: 1115-1123.
|
| [14] |
Kumagai H, Kepert C J, Kurmoo M. Construction of Hydrogen-bonded and Coordination bonded Networks of Cobalt(II) with Pyromellitate: Synthesis. Structures, and Magnetic Properties. Inorg. Chem., 2002, 41(13): 3410-3422.
|
| [15] |
Cao R, Sun D F, Liang Y C, Hong M C, Tatsumi K, Shi Q. Syntheses and Characterizations of Three-dimensional Channel-like Polymeric Lanthanide Complexes Constructed by 1,2, 4,5-Benzenetetracarboxylic Acid. Inorg. Chem., 2002, 41(8): 2087-2094.
|
| [16] |
K Biradha, M J Zaworotko. Supramolecular Isomerism and Polymorphism in Dianion Salts of Pyromellitic Acid.Materials Research Bulletin., 1998, Suppl.: 67–78
|
| [17] |
Sermek D M, Popovic Z, Calogovic D M. Hydrogen Bonding in the 2,2′-Bipyridinium Salt of 1,2,4,5-Benzenetetracarboxylic Acid (pyromellitic acid). Acta Cryst., 1996, C52: 2538-2541.
|
| [18] |
Lough A J, Wheatley P S, Ferguson G, Glidewell C. Hydrogen-bonding Behaviour of Benzene-1,2,4,5-tetracarboxylic Acid: Supramolecular Structures of Different Dimensionality in the 2∶1 Adducts Formed with 4,4′-Bipyridyl and Hexamethylenetetramine. Acta Cryst., 2000, B56(2): 261-272.
|
| [19] |
Sun J, Xie W, Yuan L, Zhang K, Wang Q. Preparation and Luminescence Properties of Tb3+-Doped Zinc Salicylates. Materials Science and Engineering B, 1999, 64: 157-160.
|
| [20] |
Sheldrick G M. SHELX-97, Program for X-ray Crystal Structure Solution and Refinement, 1997 Germany: Göttingen University.
|
| [21] |
Bertran J F, Alvarez J C, Reguera E. Proton Transfer in the Solid State: Reactions of Organic Acids and Amines. Solid State Ionics, 1998, 106(1–2): 129-135.
|