Startseite Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
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Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9

  • Xiao-Yu Zhang , Xin-Fang Liu ORCID logo EMAIL logo , Bei-Bei Zhao und Shi-Jie Huang
Veröffentlicht/Copyright: 20. Mai 2022

Abstract

C40H19EuF8N4O9, triclinic, P 1 (no. 2), a = 11.3326(4) Å, b = 12.7652(4) Å, c = 13.2629(4) Å, α = 102.266(2)°, β = 97.689(2)°, γ = 105.630(3)°, V = 1767.93(10) Å3, Z = 2, R gt (F) = 0.0329, wR ref (F2) = 0.0648, T = 293(2) K.

CCDC no.: 2153477

Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Colorless block
Size: 0.20 × 0.19 × 0.18 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 1.88 mm−1
Diffractometer, scan mode: SuperNova, ω
θmax, completeness: 29.3°, >99%
N(hkl)measured, N(hkl)unique, Rint: 15,476, 8124, 0.036
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 7356
N(param)refined: 561
Programs: CrysAlisPRO [1], Olex2 [2], SHELX [3, 4]
Table 2:

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

Atom x y z Uiso*/Ueq
Eu1 0.41561 (2) 0.83464 (2) 0.44811 (2) 0.01876 (5)
F1 0.46047 (18) 0.79923 (18) 0.99321 (15) 0.0493 (5)
F2 0.70361 (19) 0.87105 (17) 1.08322 (14) 0.0460 (5)
F3 0.86950 (19) 1.01006 (19) 1.00351 (17) 0.0581 (6)
F4 0.79489 (17) 1.07238 (17) 0.83285 (15) 0.0444 (5)
F5 0.17521 (18) 1.12051 (16) 0.31939 (15) 0.0432 (5)
F6 −0.04741 (18) 0.99019 (18) 0.20795 (14) 0.0452 (5)
F7 −0.17454 (18) 0.80717 (18) 0.26702 (16) 0.0535 (6)
F8 −0.06679 (18) 0.74943 (17) 0.43103 (17) 0.0501 (5)
O1 0.3065 (2) 0.7466 (2) 0.7838 (2) 0.0502 (7)
O2 0.3219 (2) 0.9269 (2) 0.78681 (18) 0.0407 (6)
H2 0.2585 0.9008 0.7403 0.061*
O3 0.49453 (19) 0.88944 (16) 0.63749 (15) 0.0252 (5)
O4 0.5758 (2) 1.07722 (17) 0.69839 (16) 0.0300 (5)
O5 0.3492 (2) 1.17246 (17) 0.50666 (17) 0.0322 (5)
O6 0.38206 (17) 1.01242 (16) 0.51217 (15) 0.0221 (4)
O7 0.1417 (2) 0.8916 (2) 0.63660 (17) 0.0390 (6)
O8 0.23770 (18) 0.80148 (17) 0.52914 (16) 0.0268 (5)
O9 0.22775 (19) 0.75510 (18) 0.31263 (16) 0.0321 (5)
H9A 0.1898 0.6823 0.3082 0.048*
H9B 0.2464 0.7512 0.2488 0.048*
N1 0.3694 (2) 0.63497 (19) 0.46945 (19) 0.0238 (5)
N2 0.4643 (2) 0.6908 (2) 0.30306 (19) 0.0250 (6)
C1 0.5858 (3) 0.9623 (2) 0.8163 (2) 0.0229 (6)
C2 0.4994 (3) 0.8915 (2) 0.8583 (2) 0.0245 (7)
C3 0.5413 (3) 0.8650 (3) 0.9493 (2) 0.0285 (7)
C4 0.6646 (3) 0.9028 (3) 0.9981 (2) 0.0317 (8)
C5 0.7484 (3) 0.9727 (3) 0.9584 (3) 0.0342 (8)
C6 0.7078 (3) 1.0036 (3) 0.8688 (2) 0.0286 (7)
C7 0.5471 (3) 0.9781 (2) 0.7070 (2) 0.0218 (6)
C8 0.3637 (3) 0.8447 (3) 0.8053 (2) 0.0302 (7)
C9 0.1773 (3) 1.0028 (2) 0.4353 (2) 0.0219 (6)
C10 0.1139 (3) 0.9047 (3) 0.4619 (2) 0.0235 (6)
C11 −0.0040 (3) 0.8430 (3) 0.4064 (3) 0.0299 (7)
C12 −0.0600 (3) 0.8717 (3) 0.3214 (2) 0.0321 (8)
C13 0.0022 (3) 0.9648 (3) 0.2933 (2) 0.0302 (7)
C14 0.1176 (3) 1.0302 (3) 0.3509 (2) 0.0270 (7)
C15 0.3093 (3) 1.0691 (2) 0.4884 (2) 0.0215 (6)
C16 0.1702 (3) 0.8630 (2) 0.5501 (2) 0.0253 (7)
C17 0.3238 (3) 0.6063 (3) 0.5500 (3) 0.0335 (8)
H17 0.3120 0.6623 0.6015 0.040*
C18 0.2925 (3) 0.4967 (3) 0.5619 (3) 0.0369 (8)
H18 0.2599 0.4808 0.6196 0.044*
C19 0.3101 (3) 0.4143 (3) 0.4888 (3) 0.0363 (8)
H19 0.2908 0.3412 0.4963 0.044*
C20 0.3813 (3) 0.3570 (3) 0.3217 (3) 0.0428 (9)
H20 0.3631 0.2828 0.3260 0.051*
C21 0.4289 (3) 0.3851 (3) 0.2418 (3) 0.0448 (10)
H21 0.4432 0.3298 0.1911 0.054*
C22 0.5131 (3) 0.5309 (3) 0.1499 (3) 0.0444 (9)
H22 0.5301 0.4783 0.0984 0.053*
C23 0.5408 (3) 0.6399 (3) 0.1465 (3) 0.0439 (9)
H23 0.5768 0.6627 0.0926 0.053*
C24 0.5151 (3) 0.7173 (3) 0.2241 (3) 0.0355 (8)
H24 0.5347 0.7918 0.2205 0.043*
C25 0.4374 (3) 0.5815 (2) 0.3077 (2) 0.0248 (7)
C26 0.3863 (3) 0.5513 (2) 0.3944 (2) 0.0237 (6)
C27 0.3575 (3) 0.4393 (3) 0.4019 (3) 0.0302 (7)
C28 0.4588 (3) 0.4978 (3) 0.2310 (2) 0.0326 (8)
N3 0.1721 (3) 0.6067 (2) 0.1003 (2) 0.0401 (7)
N4 0.0919 (3) 0.5328 (2) 0.2676 (2) 0.0404 (7)
C29 0.0470 (4) 0.4953 (4) 0.3439 (3) 0.0522 (10)
H29 0.0420 0.5479 0.4023 0.063*
C30 0.0064 (4) 0.3823 (4) 0.3430 (3) 0.0601 (12)
H30 −0.0270 0.3600 0.3982 0.072*
C31 0.0168 (4) 0.3055 (4) 0.2600 (4) 0.0560 (11)
H31 −0.0068 0.2295 0.2586 0.067*
C32 0.0727 (4) 0.2634 (3) 0.0852 (4) 0.0589 (12)
H32 0.0525 0.1872 0.0827 0.071*
C33 0.1101 (4) 0.2983 (3) 0.0034 (3) 0.0600 (12)
H33 0.1142 0.2459 −0.0555 0.072*
C34 0.1772 (4) 0.4547 (4) −0.0818 (3) 0.0580 (12)
H34 0.1787 0.4042 −0.1431 0.070*
C35 0.2069 (4) 0.5661 (4) −0.0758 (3) 0.0600 (12)
H35 0.2289 0.5933 −0.1327 0.072*
C36 0.2039 (4) 0.6390 (3) 0.0175 (3) 0.0506 (10)
H36 0.2259 0.7156 0.0215 0.061*
C37 0.1404 (3) 0.4954 (3) 0.0947 (3) 0.0340 (8)
C38 0.0991 (3) 0.4565 (3) 0.1818 (3) 0.0327 (8)
C39 0.0630 (3) 0.3407 (3) 0.1762 (3) 0.0419 (9)
C40 0.1438 (3) 0.4150 (3) 0.0047 (3) 0.0436 (9)

Source of material

A mixture of Eu(NO3)3·6H2O (0.0893 g, 0.2 mmol), 3,4,5,6-tetrafluorophthalic acid (0.054 g, 0.2 mmol) and phenanthroline (35.7 mg, 0.15 mmol) were dissolved in 8 mL of deionized water. The mixture was sealed in a 25 mL Teflon-lined steel autoclave after ultrasound treatment for 15 min and heated at 110 °C for 72 h. The mixture was cooled to room temperature at a rate of 2 °C/h. Colorless block crystals were isolated by filtration, washed with distilled water and dried in air (CCDC number 2153477).

Experimental details

An empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm was done [1].

Using Olex2 [2], the structure was solved with the ShelXT [3] structure solution program and refined with the ShelXL [4] refinement package.

The carbon bound hydrogen atoms were placed in calculated positions and refined using a riding model on attached atoms.

Comment

In recent decades, lanthanide complexes (Ln-CPs) have received particular attention because of their excellent luminescent properties such as high color purities, strong luminescence intensity, long lifetime and fast response time [5]. We are particularly interested in Eu-CPs because it can emit red fluorescence which is sensitive to naked eyes and can be used in multicolor displays and fluorescence probe [6, 7]. On the other hand, a perfluorinated multicarboxylate is an excellent ligand to construct Eu-CPs because it has a variety of coordination modes and can improve the luminescence properties of complexes [8, 9]. In addition, rigid N-containing ligands are versatile building blocks for luminescent materials and metal complexes [10], [11], [12], [13]. In this work, a binuclear Eu-CP was constructed with 2,3,4,5-tetrafluorophthalic acid (TFPA) and phenanthroline as main and auxiliary ligand, respectively. Both ligands can improve the luminescence properties of Eu-CP by antenna effect.

The asymmetric unit of the title compound consists of one Eu(III) ion, one phen ligand, one tetrafluorophthalato (TFP) ligand, one 2-carboxy-3,4,5,6-tetrafluorobenzoate ligand (TFPH) one coordinated water molecule and one cocrystallized phen molecule. Each Eu(III) ion is nine-coordinated [Eu1O7N2] by two N atoms of phen ligand, one O atoms from the coordinated water molecule and six O atoms from two TFP and two TFPH ligands. TFPH is mono-deprotonated and connected two adjacent Eu(III) cations with the carboxyl anion in mono coordination mode TFP is fully deprotonated and connected two adjacent Eu(III) cations in a chelating fashion (see the systematic name in the title). This coordination is different from similar lanthanide compound based on fluorine substituted ligands [8, 9]. The distances of Eu–O (carboxylate) and Eu–N range from 2.3900(19) to 2.683(2) and from 2.545(2) to 2.590(2) Å, respectively, and the distance of Eu–O (water) is 2.414(2) Å, which are consistent with the values for reported Eu(III) complexes [14, 15]. The carboxylate groups from TFP and TFPH form four bridges and link two adjacent Eu(III) cations, resulting in the dinuclear units with Eu···Eu separation of just 3.9813(2) Å. The cocrystallized phen molecules are linked to the {Eu2} dinuclear units via O–H···N hydrogen bonds. The dinuclear units are further connected into a three dimensional supramolecular structure via C–H···O hydrogen bonds and π–π interactions.


Corresponding author: Xin-Fang Liu, Henan Key Laboratory of Function-Oriented Porous Materials, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471934, P. R. China, E-mail:

Funding source: Training Program for Young Cadre Teachers of Higher Education Institutions in Henan Province http://dx.doi.org/10.13039/501100009101, “Education Department of Henan Province”

Award Identifier / Grant number: 2018GGJS128

Funding source: Science and Technology Development Project in Henan Province http://dx.doi.org/10.13039/501100011447, “Science and Technology Department of Henan Province”

Award Identifier / Grant number: 172101410037

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This work was supported by the Training Program for Young Cadre Teachers of Higher Education Institutions in Henan Province (No. 2018GGJS128) and Science and Technology Development Project in Henan Province (No. 172101410037).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Received: 2022-02-22
Accepted: 2022-05-09
Published Online: 2022-05-20
Published in Print: 2022-08-26

© 2022 Xiao-Yu Zhang et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

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  47. The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
  48. The crystal structure of 17-(bromoethynyl)-17-hydroxy-10, 13-dimethyl- 1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C21H27BrO2
  49. The crystal structure of 4-((6-fluoropyridin-2-yloxy)methyl)benzonitrile, C13H9FN2O
  50. Crystal structure of (Z)-2-(1-bromo-2-phenylvinyl)-5-ethyl-2-methyl-1,3-dioxane-5-carboxylic acid, C15H17Br1O4
  51. Crystal structure of catena-poly[tribenzyl-κ1C-(μ2-6-oxidopyridin-1-ium-3-carboxylato-κ2O:O’)tin(IV)-dichloromethane-methanol (1/1/1), C29H31Cl2NO4Sn
  52. Crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C40H46N4O4Zn
  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0089/html
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