Home Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
Article Open Access

Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn

  • Dong-Feng Hong EMAIL logo , Wen-Bo Guo and Wei-Dong Yin
Published/Copyright: August 18, 2018

Abstract

C18H12N4O8Zn, monoclinic, P21/n (no. 14), a = 9.5472(6) Å, b = 21.1662(10) Å, c = 9.6909(6) Å, β = 110.525(7)°, V = 1834.0(2) Å3, Z = 4, Rgt(F) = 0.0371, wRref(F2) = 0.0809, T = 291.2(3) K.

CCDC no.: 1838164

The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal:Colorless block
Size:0.32 × 0.28 × 0.21 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.40 mm−1
Diffractometer, scan mode:SuperNova, φ and ω-scans
θmax, completeness:25°, >99%
N(hkl)measured, N(hkl)unique, Rint:9731, 3218, 0.028
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2868
N(param)refined:281
Programs:CrysAlisPRO [1], SHELX [2, 3] , OLEX2 [4]
Table 2:

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

AtomxyzUiso*/Ueq
Zn10.35765(4)0.59229(2)0.62976(4)0.02586(12)
O10.3705(2)0.55468(10)0.4510(2)0.0358(5)
O20.1724(3)0.49616(12)0.4314(3)0.0580(7)
O30.3570(2)0.64236(9)0.2231(2)0.0374(5)
O40.5573(2)0.58564(9)0.2528(2)0.0346(5)
H40.57730.54930.23700.052*
O50.3879(3)0.61246(10)−0.0691(2)0.0454(6)
O60.3546(2)0.53056(9)−0.2195(2)0.0290(5)
O70.0709(5)0.35134(18)−0.1497(4)0.1197(16)
O8−0.0079(3)0.34853(14)0.0300(3)0.0704(9)
N10.5235(3)0.65433(12)0.6663(3)0.0309(6)
N20.6750(3)0.71635(11)0.6043(3)0.0275(5)
N31.1663(3)0.64316(11)0.5877(3)0.0282(5)
N40.0620(4)0.37272(15)−0.0377(4)0.0547(8)
C10.2644(4)0.51812(14)0.3822(3)0.0321(7)
C20.2502(3)0.50062(13)0.2260(3)0.0271(6)
C30.1636(3)0.44850(14)0.1630(3)0.0324(7)
H30.11650.42560.21620.039*
C40.1474(3)0.43068(14)0.0229(3)0.0337(7)
C50.2096(3)0.46461(14)−0.0626(3)0.0317(7)
H50.19510.4520−0.15860.038*
C60.2941(3)0.51778(13)−0.0033(3)0.0246(6)
C70.3518(3)0.55754(14)−0.1008(3)0.0274(6)
C80.3169(3)0.53560(12)0.1429(3)0.0229(6)
C90.4109(3)0.59256(13)0.2089(3)0.0267(6)
C100.5695(3)0.67202(15)0.5597(3)0.0348(7)
H100.53300.65560.46470.042*
C110.6045(4)0.68971(15)0.7860(4)0.0407(8)
H110.59650.68770.87880.049*
C120.6974(4)0.72790(15)0.7476(3)0.0395(8)
H120.76440.75680.80830.047*
C130.7555(3)0.74302(14)0.5143(3)0.0313(7)
H13A0.77580.78740.53840.038*
H13B0.69360.74000.41100.038*
C140.9005(3)0.70865(13)0.5402(3)0.0284(7)
C151.0360(3)0.73869(14)0.5923(3)0.0329(7)
H151.04040.78170.61250.040*
C161.1654(3)0.70527(14)0.6149(4)0.0378(8)
H161.25620.72660.65040.045*
C171.0338(4)0.61408(15)0.5379(4)0.0423(8)
H171.03170.57090.51940.051*
C180.9009(4)0.64492(15)0.5127(4)0.0427(8)
H180.81120.62280.47710.051*

Source of material

A mixture of Zn(OAc)2 ⋅ 2H2O (22.0 mg, 0.1 mmol), 1,2,3-benzenetricarboxylic acid (25.5 mg, 0.1 mmol), N-(4-pyridylmethyl)imidazole (15.9 mg, 0.1 mmol) and 6 mL distilled water in a 25 mL Teflon-lined autoclave was kept under autogenous pressure at 413 K for 5 days. After cooling to room temperature at a rate of 5 K h−1, colourless block crystals were collected by filtration and washed with distilled water in 27% yield. Elemental analysis calc: C 45.26%, H 2.53%, N 11.73%.

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

Discussion

For decades, coordination polymers have been investigated due to their intriguing topological variety and potential applications [5], [6], [7]. In general, the structures of coordination polymers are totally dependent on organic ligands with different binding sites, metal ions with various coordination abilities, and reaction conditions such as temperature, pH, solvent, and reaction time. Multicarboxylic acids and the deprotonated products are employed to construct many coordination polymers with interesting structures. From a structural point of view, the anions of the 5-nitro-1,2,3-benzenetricarboxylic acid (H3nbta) may act as good ligands bearing up to three carboxylate groups and non-coordinating electron-withdrawing nitro-group on the aromatic backbone [8]. In addition, the flexible 4-((1H-imidazol-1-yl)methyl)pyridine (pyim) ligand possesses flexibility owing to the presence of a –CH2– spacer between the pyridyl ring and imidazole moiety, which makes it a useful bridge to construct coordination polymers [9].

In this work, we report a two-dimensional coordination polymer constructed from central Zn(II) ions, dianionic Hnbta and pyim ligands. The title compound, C18H12N4O8Zn, was prepared under hydrothermal condition. The asymmetric unit of the crystal structure consists of one Zn(II) ion, one Hnbta2− anion and one pyim ligand. Each Zn(II) ion is four-coordinated with distorted tetrahedral geometry and defined by two carboxylate oxygen atoms from two Hnbta anionic ligands (Zn–O bond lengths are 1.949(2), and 1.9675(19) Å) and two N-atoms donor from two pyim ligands (Zn–N bond lengths are 1.991(2), and 2.035(2) Å). Both Zn–O and Zn–N bond lengths are well-matched to those in similar complexes [10], [11]. The 1- and 3-positions in the Hnbta ligand are deprotonated and coordinated to two Zn(II), while the 2-position is still protonated. The Hnbta anions link the Zn(II) ions into a one-dimensional chain structure, and the pyim ligands further connect adjacent chanis to generate a two-dimensional layer.

Acknowledgements

We thank the Natural Science Foundation of Henan Province (No. 172102210410) for the financial support.

References

Agilent Technologies: CrysAlisPRO Software system, version 1.171.38.41r, Agilent Technologies UK Ltd, Oxford, UK (2015).Search in Google Scholar

Sheldrick, G. M.: SHELXT-integrated space-group and Crystal Structure determination. Acta Crystallogr. A71 (2015) 3–8.10.1107/S2053273314026370Search in Google Scholar PubMed PubMed Central

Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Search in Google Scholar PubMed PubMed Central

Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H.: OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Crystallogr. 42 (2009) 339–341.10.1107/S0021889808042726Search in Google Scholar

Carlucci, L.; Ciani, G.; Proserpio, D. M.; Mitina, T. G.; Blatov, V. A.: Entangled two-dimensional coordination networks: a general survey. Chem. Rev. 114 (2014) 7557–7580.10.1021/cr500150mSearch in Google Scholar PubMed

Kreno, L. E.; Leong, K.; Farha, O. K.; Allendorf, M.; Van Duyne, R. P.; Hupp, J. T.: Metal–organic framework materials as chemical sensors. Chem. Rev. 112 (2012) 1105–1125.10.1021/cr200324tSearch in Google Scholar PubMed

Li, Z.; He, S.; Xue, L.; Wang, X.; Zhang, D.; Zhao, B.: Exploring methyl-3-hydroxy-5-carboxy-2-thiophenecarboxylate and varying flexible bis(imidazole)-based synthons as building blocks for the construction of diverse cadmium coordination polymers. Dyes Pigments 149 (2018) 498–504.10.1016/j.dyepig.2017.10.036Search in Google Scholar

Zhu, X.; Wang, N.; Luo, Y.; Pang, Y.; Tian, D.; Zhang, H.: Three novel polymeric CoII/CuII complexes assembled from 5-Nitro-1,2,3-benzenetricarboxylate and 4,4′-bipyridine: syntheses, crystal Structures, and magnetic properties. Aust. J. Chem. 64 (2011) 1346–1354.10.1071/CH10431Search in Google Scholar

Liu, Z.; Liu, P.; Chen, Y.; Wang, J.; Huang, M.: Synthesis and characterization of infinite coordination networks from a hybrid ligand N-(4-pyridylmethyl)imidazole. Inorg. Chem. Commun. 8 (2005) 212–215.10.1016/j.inoche.2004.12.001Search in Google Scholar

Xue, L.; Chang, X.; Ma, L.; Wang, L.: Four d10 metal coordination polymers based on bis(2-methyl imidazole) spacers: syntheses, interpenetrating structures and photoluminescence properties. RSC Adv. 4 (2014) 60883–60890.10.1039/C4RA10331ASearch in Google Scholar

Gu, T.; Dai, M.; Young, D. J.; Ren, Z.; Lang, J.: Luminescent Zn(II) coordination polymers for highly selective sensing of Cr(III) and Cr(VI) in water. Inorg. Chem. 56 (2017) 4668–4678.10.1021/acs.inorgchem.7b00311Search in Google Scholar PubMed

Received: 2018-04-24
Accepted: 2018-07-26
Published Online: 2018-08-18
Published in Print: 2018-11-27

©2018 Dong-Feng Hong et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Articles in the same Issue

  1. Cover and Frontmatter
  2. Crystal structure of di-μ2-aqua-tetraaqua-bis(4-(1H-1,2,4-triazol-1-yl)benzoato-κN)disodium(I) C18H24N6Na2O10
  3. Crystal structure of diaqua-bis(2-bromo-4-chloro-6-formylphenolato-κ2O,O′)cobalt(II), C16H16Cl2CrN3O7
  4. Crystal structure of catena-poly[(μ2-1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one-κ2N:O)-bis(1,1,1-trifluoro-4-oxo-4-(thiophen-2-yl)but-2-en-2-olato-κ2O,O′)copper(II)], C27H18CuF6N2O5S2
  5. Crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C18H15F2NO5
  6. Crystal structure of 5,5′-dimethoxy-2,2′-[1,1′-(ethylenedioxydinitrilo)diethylidyne]diphenol, C20H24N2O6
  7. Crystal structure of (E)-1-(4-(((E)-3,5-dichloro-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-methyl oxime, C16H14Cl2N2O2
  8. Crystal structure of 2,3,9,10,16,17,23,24-octakis(2,6-dimethylphenoxy)phthalocyanine - trichloromethane (1/2), C98H84Cl6N8O8
  9. Crystal structure of methyl 2-((1-(2-(methoxycarbonyl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)-1-naphthoate, C24H21N3O5
  10. Crystal structure of catena-poly[(μ2-3,3′-thiodipropionato-κ2O:O′)-(bipyridine-κ2N,N′)copper(II)] C16H16CuN2O4S
  11. Crystal structure of [4-chloro-2-(((2-((3-ethoxy-2-oxidobenzylidene)amino)phenyl)imino)(phenyl)methyl)phenolato-κ4N,N′,O,O′}nickel(II) - ethyl acetate (1/1), C32H29ClN2NiO5
  12. Crystal structure of (4-(4-chlorophenyl)-5-ethyl-1,3-dioxane-5-carboxylato-κ2O,O′)-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) perchlorate monohydrate, C29H52Cl2N4NiO9
  13. Crystal structure of ethyl 2-amino-4-(3,4-dimethylphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carboxylate, C20H21NO5
  14. Structure and photochromism of 1,2-bis[2-methyl-5-(3-quinolyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C33H20F6N2S2
  15. Crystal structure of catena-poly[diaqua-bis(μ2-3,5-di(1H-1,2,4-triazol-1-yl)benzoate-κ2N:N′)cobalt(II))] 2.5 hydrate, C22H23CoN12O8.50
  16. The crystal structure of dichlorido(1,3-dimesityl-1H-3λ4-imidazol-2-yl)(morpholine-κN)palladium(IV), C25H33Cl2N3OPd
  17. Crystal structure of catena-poly[bis(4,4′-dipyridylaminium-kN)-(μ2-germanowolframato-κ2O:O′)-(2,2′-bipyridine-κ2N,N′)copper(II)] with a Keggin-type heteropolyoxoanion, [Cu(C10H8N2)(C10H10N3)2][GeW12O40] ⋅ H2O
  18. Crystal structure of diaqua-(N-(1-(pyrazin-2-yl)ethylidene)pyridin-1-ium-4-carbohydrazonate-κ3N,N′,O)-tris[nitrato-κ2O,O′)lanthanum(III), C12H15N8O12La
  19. The crystal structure of 2-hydroxy-4-((2-hydroxy-4-methoxy-3,6-dimethylbenzoyl)oxy)-3,6-dimethylbenzoic acid–methanol (1/1), C20H24O8
  20. Crystal structure of guanidinium tetrapropylammonium bis(hydrogencarbonate) dihydrate, C15H40N4O8
  21. Crystal structure of (Z)-2-bromo-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1-phenylprop-2-en-1-one, C23H27BrO2
  22. Crystal structure of 2-(4-(4H-1,2,4-triazol-4-yl)phenyl)acetic acid, C10H9N3O4
  23. Crystal structure of 4,4′-(1,4-phenylene)bis(1H-imidazol-3-ium)bis(2-carboxybenzoate), C30H26N4O8
  24. Crystal structure of 4,4′-(4,10-diphenyl-4,10-dihydropyreno[4,5-d:9,10-d′]diimidazole-5,11-diyl)bis(N,N-diphenylaniline), C66H44N6
  25. Crystal structure of catena-poly[diaqua-bis(μ2-5-(3-(1H-imidazol-5-yl)phenyl)tetrazol-2-ido-κ2N:N′)cobalt(II)], C20H18CoN12O2
  26. Crystal structure of 1,3-dimethyl-2-(p-tolyl)-1H-perimidin-3-ium iodide 1.5 hydrate, C20H22IN2O1.5
  27. Crystal structure of 2-(4-methoxyphenyl)chromane, C16H16O2
  28. Crystal structure of poly[(μ2-2-carboxy-5-nitroisophthalato-κ2O:O′)-(μ2-4-((1H-imidazol-1-yl)methyl)pyridine-κ2N:N′)zinc(II)], C18H12N4O8Zn
  29. Crystal structure of bis(1-((2-ethyl-4-methyl-1H-imidazol-1-yl)methyl)-1H-benzo[d][1,2,3]triazole-κ2N:N′)tetraiodidodicadmium(II), [Cd2(C13H15N5)2I4]
  30. Crystal structure of tetramethylammonium bis(acetato-κ1O)-tetrakis(μ3-3-((hydroxyimino)methyl)-5-methoxy-2-oxidobenzoate-κ5O,O′:O′,N:O′′)tetrazinc(II) — N,N′-dimethylformamide — water (1/2/2), C62H96Zn4N10O28
  31. Crystal structure of poly[(μ4-5-tert-butylisophthalato-κ4O:O′:O′′:O′′′)-(1,3-dimethyl-2-imidazolidinone-κO)zinc(II)] C17H22N2O5Zn
  32. Crystal structure of [tris(2-benzimidazolylmethyl)amine-κ4N,N′,N′′,N′′′]-[(pyridine-2,6-dicarboxylato-κ2O,N)]cadmium(II)–methanol (1:3) C34H36CdN8O7
  33. The crystal structure of bis(1H-benzo[d]imidazol-2-amine-κN)-diiodidocadmium(II), C14H14CdI2N6
  34. Crystal structure of tetrakis(1H-benzimidazol-2-amine)-κN)-bis(μ2-sulfonato-κ2O:O′)dizinc(II) - methanol (1/1), C30H36N12O10S2Zn2
  35. Crystal structure of 3β-methoxy-20α-dimethylamino-pregn-5-ene, C24H41NO
  36. Crystal structure of dimethyl 4,4′-oxydibenzoate, C16H14O5
  37. Crystal structure of catena-poly[diiodido-(μ2-1,5-dimethyl-2-phenyl-4-((pyridin-3-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O)zinc(II)], C17H16I2N4OZn
  38. Crystal structure of 4-((E)-((E)-5-(2-fluorobenzylidene)-1-((4-fluorophenyl)sulfonyl)-4-oxopiperidin-3-ylidene)methyl)benzonitrile, C26H18F2N2O3S
  39. Crystal structure of bis(acetato-κ1O)-bis(1-(pyridin-2-yl)ethan-1-one oxime-κ2N,N′)zinc(II), C18H22N4O6Zn
  40. The crystal structure of 9-butoxy-2-(hydroxymethyl)-2H-imidazo[1,5-a]quinolin-10-ium bromide, C17H21O2N2Br
  41. Crystal stucture of 2-(tert-butyl)-6-(hydroxymethyl)-4-methylphenol, C12H18O2
  42. Crystal structure of catena-poly[(2-(5-chloroquinolin-8-yloxy)-1-(pyrrolidin-1-yl)ethan-1-one-κ3N,O,O′)-(dinitrato-κ2O,O′)mercury(II)], C15H15N4O8ClHg
  43. Crystal structure of dimethyl (3aS,6R,6aS,7S)-1H,3H,6H,7H-3a,6:7,9a-diepoxybenzo[de]isochromene-3a1,6a-dicarboxylate, C16H16O7
  44. The crystal structure of 2-(dimethoxymethyl)-4-(4-methylphenyl)-1H-imidazole—petroleum ether-chloroform (3/1), C27H33Cl3N4O4
  45. Crystal structure of 8-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carbaldehyde, C9H5F3N2O
  46. The crystal structure of N,N-diethyl-4,6-bis(naphthalen-2-yloxy)-1,3,5-triazin-2-amine, C27H24N4O2
  47. Crystal structure of 5-bromo-7-chloro-3,3a-dihydrocyclopenta[b]chromen-1(2H)-one, C12H8BrClO2
  48. Crystal structure of 2-(bis(4-fluorophenyl)methylene)hydrazine-1-carbothioamide, C14H11F2N3S
Downloaded on 17.11.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2018-0156/html
Scroll to top button