Home Crystal structure of poly-{[μ2-(E)-1,4-di(1H-imidazol-1-yl)but-2-ene-κ2N:N′][μ2-cyclohexane-1,4-dicarboxylato-κ4O,O′:O′′,O′′′]nickel(II)}, C18H22N4NiO4
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Crystal structure of poly-{[μ2-(E)-1,4-di(1H-imidazol-1-yl)but-2-ene-κ2N:N′][μ2-cyclohexane-1,4-dicarboxylato-κ4O,O′:O′′,O′′′]nickel(II)}, C18H22N4NiO4

  • Wei Li , Xuan Sun , Jian Suo , Yanpeng Xing and Daguang Wang EMAIL logo
Published/Copyright: May 19, 2016

Abstract

C18H22N4NiO4, orthorhombic, Pna21 (no. 33), a = 8.9924(5) Å, b = 17.1818(10) Å, c = 12.1009(7) Å, V = 1869.66(19) Å3, Z = 4, Rgt(F) = 0.0328, wRref(F2) = 0.0798, T = 293 K.

CCDC no.:: 1477897

A part of the title crystal structure is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Green, block Size 0.22 × 0.19 × 0.16 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:10.07 cm−1
Diffractometer, scan mode:Bruker SMART, φ and ω
2θmax, completeness:56.6°, >99%
N(hkl)measured, N(hkl)unique, Rint:13199, 4562, 0.023
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4021
N(param)refined:244
Programs:SHELX [9], Bruker programs [10]
Table 2:

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

AtomxyzUiso*/Ueq
C10.3179(3)−0.08018(16)0.2685(2)0.0349(6)
C20.4226(3)−0.13068(16)0.3354(2)0.0370(6)
H20.4041−0.18460.31290.044*
C30.3959(3)−0.12687(19)0.4593(2)0.0382(6)
H3A0.4185−0.07500.48600.046*
H3B0.2920−0.13750.47480.046*
C40.4926(3)−0.18575(17)0.5190(3)0.0420(7)
H4A0.4626−0.23780.49750.050*
H4B0.4772−0.18070.59800.050*
C50.6583(3)−0.17492(16)0.4932(2)0.0375(6)
H50.7078−0.22210.51980.045*
C60.6867(3)−0.17209(18)0.3691(2)0.0418(7)
H6A0.6709−0.22350.33810.050*
H6B0.7896−0.15780.35610.050*
C70.5849(3)−0.11370(18)0.3099(2)0.0414(6)
H7A0.6092−0.06130.33360.050*
H7B0.6012−0.11690.23080.050*
C80.7255(3)−0.10841(16)0.5581(2)0.0325(5)
C9−0.0135(4)−0.15286(18)0.1438(3)0.0507(9)
H90.0418−0.17860.19750.061*
C10−0.1265(4)−0.1841(2)0.0854(4)0.0649(11)
H10−0.1635−0.23440.09180.078*
C11−0.0936(3)−0.0650(2)0.0348(3)0.0437(7)
H11−0.1058−0.0178−0.00170.052*
C12−0.2940(5)−0.1316(3)−0.0665(4)0.0771(13)
H12A−0.3019−0.0806−0.10040.093*
H12B−0.2624−0.1674−0.12380.093*
C13−0.4288(5)−0.1526(4)−0.0350(5)0.0968(18)
H13−0.4489−0.16680.03770.116*
C14−0.5484(4)−0.1524(3)−0.1221(4)0.0777(14)
H14−0.5339−0.1770−0.18970.093*
C15−0.6780(4)−0.1153(2)−0.0991(3)0.0517(8)
H15A−0.6544−0.0613−0.08350.062*
H15B−0.7174−0.1376−0.03150.062*
C16−0.8329(4)−0.17462(19)−0.2524(3)0.0577(10)
H16−0.7874−0.2230−0.25930.069*
C17−0.9479(4)−0.14788(18)−0.3108(3)0.0538(10)
H17−0.9959−0.1754−0.36660.065*
C18−0.8902(3)−0.05772(17)−0.1981(3)0.0372(6)
H18−0.8894−0.0109−0.15970.045*
N10.0068(2)−0.07771(14)0.1115(2)0.0364(5)
N2−0.1758(3)−0.12780(18)0.0157(3)0.0518(7)
N3−0.7952(3)−0.11609(14)−0.1798(2)0.0399(6)
N4−0.9854(2)−0.07476(14)−0.2775(2)0.0325(5)
O10.3356(2)−0.07522(12)0.1663(3)0.0492(5)
O20.2109(2)−0.04475(11)0.31479(16)0.0374(4)
O30.8157(2)−0.06147(12)0.51332(17)0.0365(4)
O40.6966(2)−0.10198(12)0.6592(2)0.0469(5)
Ni10.15217(3)0.005058(17)0.16483(6)0.03003(8)

Source of material

A mixture of cyclohexane-1,4-dicarboxylic acid (0.2 mmol, 0.035 g), (E)-1,4-di(1H-imidazol-1-yl)but-2-ene (0.2 mmol, 0.038 g), NiCl2·6(H2O) (0.2 mmol, 0.048 g), and H2O (18 mL) was stirred for twenty minutes. The mixtures were transfered in a 30 mL stainless steel reactor with a Teflon liner and heated from 293 to 443 K in 4 h and a constant temperature was maintained at 443 K for 60 h. After cooling to room temperature, green block crystals were collected in 68% yield based on the amounts of NiCl2·6(H2O).

Experimental details

The Uiso values of the hydrogen atoms of parts of carbon group were set to 1.2 Ueq(C).

Discussion

Metal-organic frameworks (MOFs) and coordination polymers (CPs), which are constructed via self-assembly of single metal cations or metal cluster and organic ligands, have been recognized as multifunctional materials because of the versatile nature of their structures and have been extensively studied in numerous areas of potential applications including gas storage/separation, catalysis, molecular recognition, and biomedical therapy [1], [2], [3], [4], [5], [6], [7], [8].

In the title complex, there is one crystallographically independent nickel(II) ions, one (E)-1,4-di(1H-imidazol-1-yl)but-2-ene, and one cyclohexane-1,4-dicarboxylate. The nickel(II) is six-coordinated by four O atoms from two cyclohexane-1,4-dicarboxylate ligands, and two N atoms from two (E)-1,4-di(1H-imidazol-1-yl)-but-2-ene ligands to form a distorted octahedron. The distances between Ni and the coordinated atoms are the following: d(Ni1—N1) = 2.037(2) Å, d(Ni1—N4) = 2.042(2) Å, d(Ni1—O1) = 2.1499(18) Å, d(Ni1—O2) = 2.075(2) Å, d(Ni1—O3) = 2.094(2) Å and d(Ni1—O4) = 2.1512(19) Å, respectivily. The Ni(II) coordination angles are in the normal range from 61.76(9)° to 159.53(11)°. The Ni(II) ions are bridged by (E)-1,4-di(1H-imidazol-1-yl)but-2-ene molecules and cyclohexane-1,4-dicarboxylato ligands into a two-dimensional network.

Award Identifier / Grant number: 81402374

Funding statement: This work is supported by National Natural Science Foundation of China grant (No. 81402374).

Acknowledgements:

This work is supported by National Natural Science Foundation of China grant (No. 81402374).

References

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Received: 2016-3-10
Accepted: 2016-5-3
Published Online: 2016-5-19
Published in Print: 2016-12-1

©2016 Wei Li et al., published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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  69. Crystal structure of 2-amino-4-(2,4-dinitrophenyl)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile – ethanol (1:1), C21H16N4O8
  70. Crystal structure of catena-poly-[(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-ium-1-yl)-1,4-dihydroquinoline-3-carboxylate-κ2O,O′)-(μ2-4,4′-sulfonyldibenzoato-κ4O,O′:O′′,O′′′)zinc(II)] hemihydrate, C31H27ZnFN3O9.5S
  71. Crystal structure of 2-(2-bromophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13BrO4
  72. Crystal structure of 2-(2-bromophenyl)-5-ethyl-1,3-dioxane-5-carboxylic acid, C13H15BrO4
  73. Crystal structure of 4-(4-((3-bromophenyl)amino)-6-(tert-butyl)-3-(2-hydroxypropan-2-yl)cinnolin-8-yl)-2-methylbut-3-yn-2-ol, C26H30BrN3O2
  74. Crystal structure poly-(μ2-1-(4-(1H-imidazol-1-yl)benzyl)-1H-1,2,4-triazolyl-κ2NN1:N2N)-(μ3-2,2′-(1,2-phenylene)diacetato-κ5-O1,O2:O2:O3,O4)cadmium(II), C22H19CdN5O4
  75. Crystal structure of bis(1-ethyl-6-fluoro-4-oxido-7-(piperazin-1-ium-1-yl)-1,8-naphthyridin-1-ium-3-carboxylate-κ2O,O′)copper(II) benzene-1, 4-dicarboxylate dihydrate, C38H42F2CuN8O12
  76. Redetermination of the crystal structure of potassium lithium molybdate monohydrate, KLiMoO4·H2O
  77. Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ3N](isonicotinate-κO) cobalt(II) [tris(2-benzimidazolylmethyl)amine-κ3N](isonicotinic acid-κO) cobalt(II) triperchlorate, C60H51N16O16Cl3Co2
  78. The crystal structure of tris(μ2-1,3-bis(4,4,4-trifluoro-3-oxido-1-(oxo)but-2-en-1-yl)phenyl-κ4O,O′:O′′,O′′′)-bis(1,2-dimethoxyethane-κ2O,O′)dicerium(III), C50H38F18O16Ce2
  79. Crystal structure of 8-isopropyl-8-aza-bicyclo[3.2.1]octan-3-ol, C10H19NO
  80. Crystal structure of 2,4-dibenzoyl-N,N-dimethylbenzenamine, C22H19NO2
  81. The crystal structure of 2-(4-methoxyphenyl)-6,8-diphenyl-4-(phenylamino)quinazoline — acetonitrile (1/1), C35H28N4O
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