Tetrabromoterephthalic Acid Research Articles

Two d10 metal coordination polymers involving thiabendazole ligands for efficient detection of norfloxacin/oxytetracycline and Ni2+/Fe3+

There is a large challenge to rationally design and synthesize the CPs-based chemosensors with good sensitivity and selectivity for the sensing of metal ions and organic pollutions. Two new ternary d10 CPs, [Cd0.5(BDC)0.5(L)]n (1) and [Zn0.5(TBTA)0.5(L)]n (2) (H2BDC = terephthalic acid, H2TBTA = tetrabromoterephthalic acid, and L = thiabendazole) are prepared under the hydrothermal conditions. 1 possesses a 1D infinite chain which further extended into a 2D supramolecular network through π···π stacking interactions, while for 2, the 1D chain is extended into the 3D supramolecular network through O H···O hydrogen bonding interactions. 1 and 2 display excellent thermal and chemical stability. Moreover, both CPs can be as difunctional luminescent probes for the sensing of norfloxacin and Ni2+ ions (for 1), oxytetracycline and Fe3+ ions (for 2) with highly sensitivity, selectivity, and low limit of detection.

Two mixed-ligands ternary cadmium(II) coordination polymers as fluorescent probes for the efficient detection of enrofloxacin/tetracyclines, Fe3+ and Cr2O72− in aqueous solution

Detecting antibiotics and heavy metal ions in water system are great crucial to protect environment. Two new ternary coordination polymers (CPs), [Cd(HBTC)(L)1.5]n (1) and {[Cd(TBTA)(L)]·H2O}n (2) (H3BTC ​= ​1,3,5-benzenetricarboxylic acid, H2TBTA ​= ​tetrabromoterephthalic acid, and L ​= ​1,4-bis(benzimidazole-2-yl)butane) were prepared under the hydrothermal conditions. 1 possesses a 1D infinite chain which further extended into a 3D supramolecular network through O–H⋯O hydrogen bonding interactions, while 2 exhibits a 3D dia framework. 1 and 2 display excellent thermal and chemical stability. Moreover, Both CPs can be as the difunctional fluorescent sensors with high sensitivity, selectivity, and low limit of detection, which can detect enrofloxacin and Fe3+ (for 1), tetracycline and Cr2O72− ions (for 2) in aqueous solution through the fluorescence quenching effects process.

New Mn(II)-coordination polymer based on flexible benzimidazol ligand: crystal structure and treatment on osteosarcoma

In this study, a Mn(II)-based coordination polymer with the chemical composition of {[Mn(L)(TBTA)(H 2 O) 2 ]·H 2 O} n ( 1 ) was prepared by reacting Mn(OAc) 2 ·2H 2 O with the flexible ligand 1,4-bis(5,6-dimethylbenzimidazol-1-yl)-2-butylene in the aid of the carboxylic acid ligand tetrabromoterephthalic acid (H 2 TBTA) through the mixed-ligand method. Its application values on osteosarcoma were measured, and the internal principle was discussed simultaneously. The inhibitory activity of the new compound on the multiplication of osteosarcoma cells was evaluated using the Cell Counting Kit-8 detection kit. The facilitation of the LKB1-mTORC1 signaling pathway was estimated via real-time RT-PCR.

Two Cd(II) coordination polymers containing bis(benzimidazole) ligands as luminescent probes for acetylacetone and Fe3+ ions

Two new ternary coordination polymers (CPs), [Cd0.5(TBTA)0.5(L1)]n (1) and [Cd(TBTA)(L2)(H2O)]n (2) (L1 = 1,3-bis(2-methylbenzimidazol-1-yl)-2-propanol, L2 = 1,2-bis(benzimidazol-1-ylmethyl)benzene, H2TBTA = tetrabromoterephthalic acid) were prepared under the hydrothermal condition. 1 possesses a 1D infinite chain. 2 features a 4-connect sql layer with point symbol of {44.62}. Both 1 and 2 are further extended into the 3D supramolecular networks via OH⋯N and OH⋯O hydrogen-bonding interactions, respectively. The structural variety of the Cd(II) ternary CPs demonstrates that different N-containing ligands play great influence on the final topological network. Luminescence titration results display that 1 and 2 are dual-responsive probes for detection of acetylacetone (acac) and Fe3+ ions.

Investigation of intermolecular interactions between [Ho(H2O)8]4+ based 3D metal-organic supramolecular host and bipyridyl guest through crystal structure and Hirshfeld surface analysis

A new supramolecular metal-organic complex 1, [{Ho(H2O)8}4+(TBTA)(bipy)] (where H2TBTA = tetrabromoterephthalic acid and bipy = 4,4'-bipyridyl), has been synthesized hydrothermally at 100 °C by mixing the reactants in stoichiometric ratio. The complex was characterized by single crystal X-ray diffraction (SC-XRD) along with powder X-ray diffraction (PXRD) and other spectroscopic analyses. Structural analysis reveals that 1 crystallized in the tetragonal space group I4cm and is a mononuclear complex. Ho4+ presents octa-coordinated square antiprism geometry having eight coordinated water molecules. Hydrogen bonding interactions between the coordinated water molecules and carboxylate oxygen atoms of TBTA (doubly deprotonated form of H2TBTA) anions form 3D supramolecular metal-organic host (MOSH) having 2D square grid-like supramolecular channels. Guest bipy molecules get stability within the channels through supramolecular π···π interactions between the bipy and TBTA anions. Hirshfeld surface analysis and corresponding 2D fingerprint plots correlate with the experimental findings. C···C short contact, corresponding to π···π interactions, contributes around 10.7% to the total surface.

Simplified heavy-atom derivatization of protein structures via co-crystallization with the MAD tetragon tetrabromoterephthalic acid.

The phase problem is a persistent bottleneck that impedes the structure-determination pipeline and must be solved to obtain atomic resolution crystal structures of macromolecules. Although molecular replacement has become the predominant method of solving the phase problem, many scenarios still exist in which experimental phasing is needed. Here, a proof-of-concept study is presented that shows the efficacy of using tetrabromoterephthalic acid (B4C) as an experimental phasing compound. Incorporating B4C into the crystal lattice using co-crystallization, the crystal structure of hen egg-white lysozyme was solved using MAD phasing. The strong anomalous signal generated by its four Br atoms coupled with its compatibility with commonly used crystallization reagents render B4C an effective experimental phasing compound that can be used to overcome the phase problem.

Halogen-Bonding-Driven Self-Assembly of Solvates of Tetrabromoterephthalic Acid

Halogen bonding is one of the most interesting noncovalent attractions capable of self-assembly and recognition processes in both solution and solid phase. In this contribution, we report on the formation of two solvates of tetrabromoterephthalic acid (H2Br4tp) with acetonitrile (MeCN) and methanol (MeOH) viz. H2Br4tp·2MeCN (1MeCN) and H2Br4tp·2MeOH (2MeOH). The host structures of both 1MeCN and 2MeOH are assembled via the occurrence of simultaneous Br···Br, Br···O, and Br···π halogen bonding interactions, existing between the H2Br4tp molecular tectons. Among them, the cooperative effect of the dominant halogen bond in combination with hydrogen bonding interactions gave rise to different supramolecular assemblies, whereas the strength of the halogen bond depends on the type of hydrogen bond between the molecules of H2Br4tp and the solvents. These materials show a reversible release/resorption of solvent molecules accompanied by evident crystallographic phase transitions.

Luminescent detecting of Fe3+ and Cr2O72− ions by three ternary 2D coordination polymers

To investigate the effects of central metal ions on the structures and luminescent sensing properties of ternary luminescent coordination polymers, three new complexes, {[Co(L)(TBTA)(H2O)2]·H2O}n (1), {[Zn(L)(TBTA)]·1.9H2O}n (2) and [Cd(L)(TBTA)]n (3) (L = 1,4-bis(5,6-dimethylbenzimidazol-1-yl)-2-butylene, H2TBTA = tetrabromoterephthalic acid), were synthesized and characterized. 1 and 3 reveal a sql layer, whereas 2 displays a hcb network. Three compounds can be used as probes for the sensitive sensing of Fe3+ and Cr2O72− ions by a luminescence quenching process. The limits of detection (LOD) of 1, 2 and 3 for the detection of Fe3+ ions are 1.61, 1.13 and 0.71 μM, respectively, while the LOD for the sensing of Cr2O72− ions are 1.95, 2.31 and 1.84 μM, separately Possible mechanisms for the luminescence quenching process toward Fe3+ and Cr2O72− ions are presented. The central metal ions of the three ternary CPs play a key role for the effective detection of Fe3+ ions.

Photo-responsive Schottky diode behavior of a donor–acceptor co-crystal with violet blue light emission

A blue light emitting semiconducting p-type tetrabromoterephthalic acid (donor)–quinoxaline (acceptor) based co-crystal made a Schottky barrier diode exhibiting photo responsive behaviour.

Synthesis and characterization of three co-crystals of bis(benzimidazole) derivatives with aromatic dicarboxylic acids

Combination of three aromatic carboxylic acids (5-nitroisophthalic acid (H2nip), 2,6-naphthalenedicarboxylic acid (H2ndc), tetrabromoterephthalic acid (H2tbta)) and flexible bis(benzimidazole) derivatives (1,6-bis(2-methylbenzimidazol-1-yl)hexane (L1), 1,2-bis(2-methylbenzimidazol-1-ylmethyl)benzene (L2), 1,4-bis(2-methylbenzimidazol-1-yl)butane (L3)), three co-crystals [(H2L1)2+·2(Hnip)−·H2O] (1), [(L2)·(H2ndc)] (2) and [(H2L3)2+·(tbta)2−] (3) were synthesized hydrothermally. Single-crystal X-ray diffraction, elemental analysis and IR spectra are employed to characterize 1, 2 and 3. The 2D fingerprint plots and Hirshfeld surfaces of 1, 2 and 3 indicate that the 3D supramolecular network for 1 was generated by N–H···O, O–H···O, C–H··O hydrogen bonds and π−π interactions, the 2D sheet for 2 was produced by O–H···N hydrogen bonds and π−π interactions, and C–H···O hydrogen bonds make structures more stable. For 3, the 2D supramolecular layer was yielded by N–H···O, C–H···O hydrogen bond interactions. Furthermore, thermogravimetric analyses and photoluminescence properties of three compounds were presented.

Two d10 metal coordination polymers as dual functional luminescent probes for sensing of Fe3+ ions and acetylacetone with high selectivity and sensitivity

Two new ternary coordination polymers (CPs), [Zn2(L)(DCTP)1.5(OH)]n (1) and {[Cd(L)(TBTA)]·H2O}n (2) (L ​= ​1,3-bis(5,6-methylbenzimidazol-1-yl)propane, H2DCTP ​= ​2,5-dichloroterephthalic acid, H2TBTA ​= ​tetrabromoterephthalic acid) were synthesized under hydrothermal conditions. 1 displays a square-lattice (sql) network formed by tetranuclear [Zn4(L)2(DCTP)6/2(H2O)2] complex groups, while in 2 the sql network is assembled from mononuclear complexes, both CPs are further extended into a 3D supramolecular framework by π–π stacking interactions. 1 and 2 exhibit promising photocatalytic activity toward the degradation of methylene blue (MB) under UV irradiation. Furthermore, 1 and 2 can be as efficient probes for detection of acetylacetone (acac) and Fe3+ ions based on luminescence quenching.

Sonochemical synthesis, crystal structure and thermal behavior of a new thallium(I) supramolecular polymer with hydrogen and bromine-oxygen halogen bonds

A new thallium(I) supramolecular polymer, [Tl(μ5-HTBT)(H2O)]n (1), (H2TBT = tetra bromo terephthalic acid), with monoclinic crystal system and P21/c space group has been synthesized and structurally characterized by single crystal X-ray crystallography. The coordination sphere around thallium(I) ion can be considered as O4Tl···O2Br3. Each HTBT− acts as a five-fold-donor ligand. Secondary hydrogen bonding interactions and Br···O halogen bonds also exist in 1. Microstructure of compound 1 was also synthesized with sonochemical procedure. Removal of coordinated water molecule from 1 was investigated in static atmosphere of air which showed different behavior in comparison with that obtained from its TGA (Thermo gravimetric analysis) in static atmosphere of nitrogen. These studies were confirmed with IR spectroscopy, TGA, X-ray powder diffraction (XRD) and scanning electron microscopy (SEM).

A Mixed-ligand Zn(II)-based Coordination Polymer for Selectively Detect 2,4,6-Trinitrophenol (TNP) and Treatment Effect on Periodontal Diseases via Inhibition Effect on P. gingivalis Growth.

A new difunctional Zn(II) coordination polymer (CP) with the chemical formula of [Zn(TBTA) (L)1.5]n (1) has been synthesized hydrothermally from tetrabromoterephthalic acid (H2TBTA) and 4,4'-bis(imidazole-1-yl)-biphenyl (L) ligands. Furthermore, due to its strong intense emission and open N donor sites, complex 1 could be used as a light-emitting sensor to determine 2,4,6-trinitrophenol (TNP) which has high selectivity and sensitivity. Furthermore, the anti-bacterial effect of the compound against P. gingivalis in vitro was evaluated by measuring the P. gingivalis growth curves after compound treatment. And the RT-PCR assay was performed to detect the relative expression of ragA and ragB, which are important for the P. gingivalis growth. The potential anti-infectious mechanism was further studied by using molecular docking technique.

Synergistic effect of various intermolecular interactions on self-assembly and optoelectronic behaviour in co-crystals/salts of tetrabromoterephthalic acid: a report on their structure, theoretical study and Hirshfeld surface analysis

Significance of Br···O and Br···π interactions in self-assembly in presence of hydrogen bonding and π···π interactions and the importance of charge separation, Br···π and π···π interactions on opto-electrical properties have been established.

Construction of coordination polymers based on tetrabromoterephthalic acid and different nitrogen-containing ligands

Four coordination polymers (CPs) based on H2tbta ligand, namely, [Zn(tbta) (bmbp)]n (1), {[Cd0.5(tbta) (H2O)]n·(Hbia) (H2O)} (2), [Cu1.5(tbta) (OH) (bi) (H2O)]n (3) and [Cd(tbta) (ei)2]n (4) have been synthesized and characterized (H2tbta = 2,3,5,6-tetrabromoterephthalic acid, bmbp = 4,4’-dimethyl-2,2’-bipyridine, bia = 1H-benzo[d]imidazol-2-amine, bi = 1H-benzo[d]imidazole, ei = 2-ethyl-1H-imidazole). Single-crystal X-ray diffraction analyses illustrate 1 and 4 exhibit 1D chains, and compound 1 and 4 are hydrogen-bonded into a 2D layer to form a 3D supramolecular structure. Compounds 2 and 3 show 2D layered structures and further expand to 3D supramolecular structures through hydrogen bonds. Structural comparisons indicate that the position of coordination sites and substituent groups plays a crucial role in the control of the final structures. Besides, the photoluminescence properties of compounds 1, 2, 4 and UV–vis spectra of 3 have been investigated in the solid state at room temperature.

Two difunctional Co(II) coordination polymers for natural sunlight photocatalysis of methylene blue and selective fluorescence sensing of Cr(VI) ion in water media

Two new difunctional Co(II) coordination polymers (CPs), namely, [Co(TBTA)(L)1.5]n (1) and {[Co(NPHT)(L)]·H2O}n (2) were hydrothermally synthesized from 4,4′-bis(imidazole-1-yl)-biphenyl and different aromatic carboxylic acid ligands (H2TBTA = tetrabromoterephthalic acid, and H2NPHT = 3-nitrophthalic acid). Two CPs feature 2D (3,6)-connected hcb, and (4,4)-connected sql topologies for 1, and 2, respectively. 1 further extends into a three dimensional supramolecular architecture through π···π stacking interactions. Both of CPs exhibit high photocatalytic activities for degradation of methylene blue (MB) with remarkable efficiencies (85.83% for 1, and 93.76% for 2) under natural sunlight irradiation. 1 can sensitively and selectively detect Cr(VI) anions in water media with the Stern-Volmer quenching constant (Ksv) of 4.79 × 104 M−1 for Cr2O72− (pH = 3) or 2.36 × 104 M−1 for CrO42− (pH = 12). The linear detection ranges are 0–350 μM, and 0–200 μM for Cr2O72−, and for CrO42−, severally.

Two new luminescent ternary Cd(II)-MOFs by regulation of aromatic dicarboxylate ligands used as efficient dual-responsive sensors for toxic metal ions in water

Two new Cd(II) metal–organic frameworks (MOFs) formulated as [Cd(L)(atpa)]n (1) and [Cd(L)(tbta)(H2O)]n (2) [H2atpa = 2-aminoterephthalic acid, H2tbta = tetrabromoterephthalic acid, L = 1,4-bis(benzimidazol-1-yl)-2-butene] were hydrothermally synthesized. 1–2 were characterized by IR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. 1 displays a 3D framework with five-fold interpenetrating dia topology. 2 holds a 2D corrugated sql layer. Both MOFs were confirmed to be dual-responsive luminescent sensors (Cu2+ and Cr2O72− for 1, Hg2+ and Cr2O72− for 2) in water through the luminescence quenching experiments. The detection limits for these species were 1.2 μM (Cu2+) and 0.29 μM (Cr2O72−) of 1, 0.043 μM (Hg2+) and 0.13 μM (Cr2O72−) of 2, respectively. The luminescence quenching mechanism was investigated.

New Cd(II) and Zn(II) coordination polymers showing luminescent sensing for Fe(III) and photocatalytic degrading methylene blue

Hydrothermal reactions of the 1,5-bis(2-methylbenzimidazol-1-yl)pentane (L) and different polycarboxylates with cadmium(II)/zinc(II) acetate provided two new coordination polymers (CPs), namely, [Cd2(L)2(hfpd)]n (CP 1) and [Zn(L)(tbta)]n (CP 2) (H4hfpd = 4,4′-(hexafluoroisopropylidene)diphthalic acid, H2tbta = tetrabromoterephthalic acid). Both of the CPs were characterized by single crystal X-ray diffraction and elemental analysis, infrared spectroscopy, powder X-ray diffraction, and thermogravimetric analyses. CP 1 possesses a two-dimensional (2D) 3,4L13 network with point symbol of {4·62}2{42·62·82}. CP 2 is a 3D sqc182 framework with the point symbol {66}. The solid-state ultraviolet emission by two CPs was quenched by Fe3+ in aqueous solution with detection limit 0.31 μM and 0.85 μM (S/N = 3) for CP 1 and CP 2, respectively. Further, CP 1 and CP 2 show promising photocatalytic activities for degradation of the methylene blue (MB) in water.

Synthesis, crystal structures and photocatalytic properties of two coordination polymers bearing a flexible 1,5-bis(benzimidazolyl)pentane ligand

Two ternary mixed ligand Co(II) coordination polymers (CPs), {[Co(L1)(tbta)]·H2O}n (1) and [Co(L1)(nip)]n (2) [L1 = 1,5-bis(benzimidazolyl)pentane, H2tbta = tetrabromoterephthalic acid, H2nip = 5-nitroisophthalic acid], have been synthesized under hydrothermal conditions and structurally characterized by single-crystal X-ray diffraction, powder X-ray diffraction (PXRD), IR spectroscopy and elemental analysis. 1 consists of infinite two-dimensional (4,4) sheets, which further extend into a three-dimensional supramolecular framework by hydrogen-bonding interactions. 2 exhibits a unique 3D framework with a 2-nodal (3,5)-connected 3,5T1 topology. Both compounds show high photocatalytic activity for the degradation of methylene blue (MB) dye under UV irradiation. Furthermore, the luminescence properties, thermal behavior and electrochemical behaviors of 1 and 2 have also been investigated in detail.

Two new cadmium(II) coordination polymers with bis(benzimidazole) ligands

Two new cadmium(II) coordination polymers, {[Cd(L1)(tbta)]·H2O} n (1) and [Cd(L2)(tbta)] n (2) (L1 = 1,4-bis(5,6-dimethylbenzimidazol-1-ylmethyl)benzene, H2tbta = tetrabromoterephthalic acid and L2 = 1,4-bis(2-methylbenzimidazol-1-ylmethyl)benzene) are obtained under hydrothermal conditions and structurally characterized by single crystal X-ray diffraction methods, IR spectroscopy, TGA and elemental analysis. The L1 and L2 ligands differ by subtle variation of substituents at semi-rigid bis(benzimidazole) bakcbones. Complex 1 features a 3D threefold interpenetrating dia array with a 4-connected 66 topology. Complex 2 displays a 2D {44.62} sql/Shubnikov tetragonal plane network. Complexes 1 and 2 possess high thermal stabilities and promising fluorescence behavior in the solid state.