Startseite Crystal structure of dichloride-bis(1-propylimidazole-κ1N)zinc(II), C12H20Cl2N4Zn
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Crystal structure of dichloride-bis(1-propylimidazole-κ1N)zinc(II), C12H20Cl2N4Zn

  • Bingchuan Yang ORCID logo EMAIL logo , Gang Liu und Yong Wang
Veröffentlicht/Copyright: 14. Dezember 2020

Abstract

C12H20Cl2N4Zn, monoclinic, P21/n (no. 14), a = 9.9915(9) Å, b = 13.0923(12) Å, c = 13.1894(13) Å, β = 98.794(2)°, V = 1705.0(3) Å3, Z = 4, Rgt(F) = 0.0453, wRref(F2) = 0.1248, T = 298(2) K.

CCDC no.: 2047036

The molecular structure is shown in the Figure. 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:White block
Size:0.26 × 0.24 × 0.21 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.75 mm−1
Diffractometer, scan mode:φ and ω
θmax, completeness:25.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:8268, 2985, 0.046
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1973
N(param)refined:174
Programs:Bruker [1], SHELX [2]
Table 2:

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

AtomXYzUiso*/Ueq
Zn11.03894 (5)0.77306 (4)0.45279 (4)0.0469 (2)
N10.9173 (4)0.7500 (3)0.5592 (3)0.0519 (10)
N20.8331 (4)0.6768 (4)0.6849 (3)0.0610 (11)
N30.9372 (4)0.8306 (3)0.3234 (3)0.0520 (10)
N40.8253 (4)0.9382 (3)0.2150 (3)0.0624 (11)
Cl11.11689 (13)0.61988 (9)0.41220 (9)0.0603 (4)
Cl21.19362 (14)0.88879 (10)0.51772 (10)0.0667 (4)
C10.9075 (5)0.6651 (4)0.6103 (4)0.0576 (13)
H10.9478340.6037980.5959580.069*
C20.8444 (6)0.8196 (4)0.6033 (4)0.0713 (15)
H20.8315000.8872950.5827350.086*
C30.7929 (6)0.7756 (5)0.6818 (5)0.0783 (17)
H30.7403120.8070610.7251050.094*
C40.8024 (6)0.5989 (5)0.7587 (5)0.0833 (18)
H4A0.7493560.6304870.8059420.100*
H4B0.7469490.5461950.7215500.100*
C50.9238 (9)0.5497 (6)0.8194 (5)0.113 (3)
H5A0.8921150.5027700.8675050.136*
H5B0.9677720.5091080.7725660.136*
C61.0226 (9)0.6130 (6)0.8751 (7)0.136 (3)
H6A1.0654410.6531270.8282620.204*
H6B1.0892190.5716170.9162450.204*
H6C0.9804350.6575020.9187100.204*
C70.8884 (5)0.9235 (4)0.3097 (4)0.0621 (14)
H70.8971840.9733250.3606000.075*
C80.9015 (6)0.7828 (4)0.2290 (4)0.0648 (14)
H80.9216170.7157260.2138540.078*
C90.8335 (6)0.8494 (4)0.1638 (4)0.0730 (16)
H90.7982400.8369980.0955440.088*
C100.7603 (7)1.0330 (5)0.1736 (6)0.096 (2)
H10A0.6936031.0157980.1146610.115*
H10B0.7119491.0621720.2251360.115*
C110.8440 (9)1.1059 (8)0.1446 (10)0.181 (5)
H11A0.7854771.1528420.1015890.217*
H11B0.8780381.1432530.2067490.217*
C120.9591 (12)1.0904 (7)0.0932 (8)0.184 (5)
H12A1.0256931.0502460.1358830.277*
H12B0.9974351.1553500.0797430.277*
H12C0.9311481.0553180.0295790.277*

Source of material

A solution of vanadiumoxy acetylacetonate (0.5 mmol) in H2O (10 mL) was successivley added 1-propylimidazole (6 mmol) and zinc chloride (0.5 mmol), and then maintained for 4 h at 60 °C with consistent stirring, and then filtered hot. The filtrate was left to slowly evaporate at room temperature for 3 days, and then the precipitated orange green rod crystals of the title compound were filtered off. Yield: 35.2%. Anal. Calcd. for C12H20Cl2N4Zn: C, 40.42; H, 5.65; N, 15.71; found: C, 40.59; H, 5.63; N, 15.67.

Experimental details

All hydrogen atomic positions were taken from a difference Fourier map. Hydrogen atoms were assigned with common isotropic displacement factors Uiso(H) = 1.2 times Ueq(C, imidazole ring and methylene carbon) and Uiso(H) = 1.5 times Ueq(C, methyl carbon). All the H atoms were refined as riding on their parent atom.

Comment

In the present scenario, zinc complexes have attracted interest owing to their bio-compatibility, low cost, varying coordination numbers and geometries, thermodynamic stability and catalytic properties [3], [4]. Up to date, lots of outstanding work about organic–inorganic hybrid zinc complexes have been presented, especially in the field of metal-organic frameworks [5], [6], [7]. Additionally, imidazole derivatives as a class of versatile ligands can be used not only as solvent, but also as ligands and organic base in the preparation of organic–inorganic hybrid materials, including some polyoxometalates [8], [9], [10].

The molecular structure of the title zinc complex is shown in the figure. Single crystal X-ray diffraction analysis demonstrates that the asymmetric unit of the title structure contains one zinc(II) cation, two 1-propylimidazole ligands and two chlorido ligands. The bond distances of Zn–N are 1.995(4) to 2.015(4) Å, bond lengths of Zn–Cl are 2.2390(13) and 2.2456(13) Å, respectively, which are similar with those of the reported dichloro-bis(1-octadecylimidazole)zinc compound [11]. In the title complex, the bond angles of N(3)–Zn(1)–N(1), N(1)–Zn(1)–Cl(2), N(3)–Zn(1)–Cl(2), N(3)–Zn(1)–Cl(1), Cl(2)–Zn(1)–Cl(1) and N(1)–Zn(1)–Cl(1) are 111.69(16)°, 106.83(11)°, 107.67(12)°, 106.33(12)°, 116.83(5)° and 107.47(12)°, respectively, which suggests a distorted tetrahedral geometry. Additionally, there are intermolecular weak C–H…Cl hydrogen-bonding interactions between adjacent complex molecules.


Corresponding author: Bingchuan Yang, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng252000, Shandong, China, E-mail:

Funding source: Research on Experimental Technology of Liaocheng University

Award Identifier / Grant number: 263222017215

Award Identifier / Grant number: 263222017214

Funding source: Entrepreneurship Training Program for College Students

Award Identifier / Grant number: CXCY2020Y021

Award Identifier / Grant number: S202010447012X

Award Identifier / Grant number: X202010447012X

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

  2. Research funding: Research on Experimental Technology of Liaocheng University (263222017215 and 263222017214) and Entrepreneurship Training Program for College Students (CXCY2020Y021, S202010447012X and X202010447012X).

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

References

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Received: 2020-11-09
Accepted: 2020-11-29
Published Online: 2020-12-14
Published in Print: 2021-03-26

© 2020 Bingchuan Yang et al., published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of 4-hydroxybenzene-1,3-diaminium dichloride, C6H10Cl2N2O
  4. The crystal structure of 3-chloropropylammonium chloride, C3H9Cl2N
  5. The crystal structure of 1-chloro-2-(dimethylamino)ethane hydrochloride, C4H11Cl2N
  6. Crystal structure of N-(2-(trifluoromethyl)phenyl)hexanamide, C13H16F3NO
  7. Redetermination of the crystal structure of para-toluidine, C7H9
  8. The crystal structure of bis(1,3-dihydroxy-2-methylpropan-2-aminium) carbonate, C9H24N2O7
  9. The crystal structure of 4-chloro-1-methylpiperidin-1-ium chloride, C6H13Cl2N
  10. Crystal structure of (Z)-3-(6-bromo-1H-indol-3-yl)-1,3-diphenylprop-2-en-1-one, C23H16BrNO
  11. The crystal structure of ethyl 2-amino-4-(3,5-difluorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H21F2NO4
  12. Crystal structure of 6,6'‐((1E,1'E)‐(propane‐1,3‐diylbis(azaneylylidene))bis(methaneylylidene))bis(3‐bromophenol), C34H32Br4N4O4
  13. The crystal structure of (E)-2-(2-((2-picolinoylhydrazono)methyl)phenoxy)acetic acid dihydrate, C15H17N3O6
  14. Crystal structure of (E)-4-bromo-N′-(3-chloro-2-hydroxybenzylidene)benzohydrazide, C14H10BrClN2O2
  15. Crystal structure of N,N′-bis(4-bromosalicylidene) ethylene-1,2-diaminopropan, C34H32Br4N4O4
  16. Crystal structure of 4-bromo-N′-[(3-bromo-2-hydroxyphenyl)methylidene]benzohydrazide methanol solvate, C15H14Br2N2O3
  17. The crystal structure of 1,2-bis(1H-benzo[d]imidazol-2-yl)ethane-1,2-diol — N-(2-aminophenyl)-3-(1H-benzo[d]imidazol-2-yl)-2,3-dihydroxypropanamide (1/1), C32H30N8O5
  18. The crystal structure of para-trifluoromethyl-aniline hemihydrate, C14H14F6N2O
  19. Redetermination of the crystal structure of 2-amino-2-methyl-propane-1,3-diole, C4H11NO2
  20. The crystal structure of methacholine chloride, C8H18ClNO2
  21. Crystal structure of 5,7,7-trimethyl-4,6,7,8-tetrahydrocyclopenta[g]isochromen-1(3H)-one, C15H18O2
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  23. Crystal structure of ethyl (E)-5-(((3′,6′-bis(ethylamino)-3-oxospiro[isoindoline-1,9′-xanthen]-2-yl)imino)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylate — ethanol (1/1), C38H45N5O5
  24. Crystal structure of 4-bromo-N′-[(3-chloro-2-hydroxyphenyl)methylidene]benzohydrazide, C14H7Br2N2O2
  25. Redetermination of the crystal structure of 3,3,3-triphenylpropanoic acid, C21H18O2 – Deposition of hydrogen atomic coordinates
  26. Structure redetermination of dextromethorphan hydrobromide monohydrate, C18H28BrNO2 – localization of hydrogen atoms
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  28. Crystal structure of tetraaqua-bis(1H-indazole-6-carboxylate-κN)cadmium (II), C16H18CdN4O8
  29. Crystal structure of dichloride-bis(1-propylimidazole-κ1N)zinc(II), C12H20Cl2N4Zn
  30. Crystal structure of (E)-resveratrol 3-O-β-D-xylopyranoside, C19H22O8
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  33. Crystal structure of 6,7-difluoro-1-methyl-3-(trifluoromethyl)quinoxalin-2(1H)-one, C10H5F5N2O
  34. Crystal structure of dichlorido-bis(1-hexyl-1H-benzotriazole-k1N)zinc(II), C24H34N6Cl2Zn
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  36. Crystal structure of diethyl 3,9-bis(4-fluorophenyl)-6,12-diphenyl-3,9-diazapentacyclo[6.4.0.02,7.04,11]dodecane-1,5-dicarboxylate, C40H36F2N2O4
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