Home The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4
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The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4

  • Zhaolong Liu ORCID logo and Shifeng Jin EMAIL logo
Published/Copyright: September 22, 2023
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Zeitschrift für Kristallographie - New Crystal Structures
From the journal Zeitschrift für Kristallographie - New Crystal Structures Volume 238 Issue 6

Abstract

C12H32O10Cu2Cl4, monoclinic, P21/n (no. 14), a = 9.0202(4) Å, b = 9.5791(4) Å, c = 13.6994(6) Å, β = 92.555(1)°, V = 1182.53(9) Å3, Z = 2, R gt(F) = 0.0308, wR ref(F 2) = 0.0800, T = 293(2) K.

CCDC no.: 2284845

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: Blue block
Size: 0.15 × 0.11 × 0.07 mm
Wavelength: Cu Kα radiation (1.54184 Å)
μ: 6.77 mm−1
Diffractometer, scan mode: Bruker D8 Smart Apex, φ and ω
θ max, completeness: 72.1°, 99 %
N(hkl)measured, N(hkl)unique, R int: 13205, 2306, 0.038
Criterion for I obs, N(hkl)gt: I obs > 2 σ(I obs), 2278
N(param)refined: 144
Programs: Bruker [1], SHELX [2,3], Olex2 [4]
Table 2:

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

Atom x y z U iso*/U eq
Cu1 0.32789 (3) 0.59155 (3) 0.48515 (2) 0.03354 (14)
Cl1 0.49914 (5) 0.53654 (5) 0.37368 (3) 0.04280 (16)
Cl2 0.11991 (5) 0.67253 (5) 0.55339 (4) 0.04961 (18)
O1 0.41879 (17) 0.77369 (15) 0.50618 (12) 0.0403 (3)
O2 0.4114 (2) −0.1226 (2) 0.69264 (13) 0.0580 (4)
O3 0.30111 (19) 0.18794 (17) 0.36784 (14) 0.0555 (4)
O4 0.32563 (19) 0.10126 (17) 0.56116 (14) 0.0553 (4)
O5 0.2176 (2) 0.4234 (2) 0.4521 (2) 0.0730 (7)
C1 0.2873 (3) −0.0346 (3) 0.7087 (2) 0.0653 (7)
H1A 0.276289 −0.024564 0.778474 0.078
H1B 0.198045 −0.078756 0.681262 0.078
C2 0.1972 (3) 0.0704 (3) 0.5013 (3) 0.0686 (8)
H2A 0.123984 0.143654 0.507701 0.082
H2B 0.154008 −0.016867 0.521987 0.082
C3 0.3431 (4) 0.1960 (3) 0.2686 (2) 0.0726 (8)
H3A 0.374825 0.290679 0.255395 0.087
H3B 0.256666 0.176711 0.226066 0.087
C4 0.2390 (4) 0.0594 (3) 0.3974 (3) 0.0737 (9)
H4A 0.310680 −0.015148 0.390766 0.088
H4B 0.151947 0.037692 0.356078 0.088
C5 0.3023 (4) 0.1065 (3) 0.6644(2) 0.0687 (8)
H5A 0.213169 0.159906 0.675162 0.082
H5B 0.385128 0.154609 0.697036 0.082
C6 0.5351 (4) −0.0976 (4) 0.7565(2) 0.0752 (9)
H6A 0.508499 −0.112177 0.823576 0.090
H6B 0.568227 −0.001875 0.749889 0.090
H1C 0.492 (3) 0.788 (3) 0.4900 (19) 0.041 (7)
H1D 0.418 (4) 0.800 (4) 0.562 (3) 0.071 (10)
H5C 0.135 (4) 0.418 (4) 0.469 (3) 0.074 (10)
H5D 0.255 (4) 0.365 (4) 0.425 (2) 0.063 (9)

1 Source of materials

A total of 2.416 g (0.018 mol) of copper (II) chloride was dissolved in 10 mL of deionized water, followed by the addition of 1.584 g (0.006 mol) of 18-crown-6. To ensure complete dissolution, an excess of methanol was added, resulting in the formation of a transparent dark green solution. The solution was then allowed to evaporate at room temperature for 24 h, leading to the formation of transparent blue crystals of C12H32O10Cu2Cl4.

2 Experimental details

Hydrogen atoms were incorporated into the calculated positions and refined as riding atoms, with a fixed C–H bond length of 0.97 Å and an isotropic displacement parameter (U iso) value of 1.2 times the equivalent isotropic displacement parameter (U eq) of the corresponding carbon atom for the methylene hydrogen atoms.

3 Comment

Crown ether supramolecular host-guest compounds have garnered significant attention due to their excellent physical properties, including ferroelectricity [5] and photoluminescence [6]. Research has revealed that this type of compound exhibit outstanding photoluminescence effects. For instance, Feldmann et al. [6] discovered rare Zn2+-based luminescence in ZnI2(18-crown-6) and observed 100 % quantum yield in Mn2I4 (18-crown-6). Nevertheless, the luminescence properties of Cu based materials have not been reported in the relevant literature.

In order to investigate the structural features of Cu in crown ether compounds, a new centrosymmetric crown ether material C12H32O10Cu2Cl4 was obtained by evaporating an aqueous solution in this study. The structure of the crown ether is completely ordered, showing D3d structural symmetry. Two Copper (II) chloride dihydrate units are inter-connected by sharing two chlorine ions, with the bond lengths of Cu–Cl of 2.282 Å and 2.722 Å, respectively. In crown ether supermolecule host-guest compounds, the crown ethers are usually coordinated with either amino or metal cations. In this compound, however, the crown ethers are connected by water molecules in the copper(II) chloride dihydrate unit through hydrogen bonds. The bond lengths are determined to be 1.920 Å (H5D–O3), 1.945 Å (H1D–O2), respectively. Moreover, this material has luminescent properties and can emit light at 328 nm and 720 nm under excitation at a wavelength of 266 nm.

Corresponding author: Shifeng Jin, Beijing National Laboratory for Condensed Matter Physics Institute of Physics, Chinese Academy of Sciences, Beijing 100190, P.R. China, E-mail:

Acknowledgments

We thank Y. T. Song for his assistances in the single crystal X-ray diffraction measurements. This work is financially supported by the Development Program of China (Grants No. 2018YFE0202600).

  1. Research ethics: All authors involved in the study are aware of the risks and benefits involved, including the right to withdraw.

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

  3. Competing interests: The authors declare no conflicts of interest regarding this article.

  4. Research funding: This work is financially supported by the Development Program of China (Grants No. 2018YFE0202600).

  5. Data availability: The data and materials used in the study are open access and available for use by other researchers.

References

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3. Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8; https://doi.org/10.1107/s2053229614024218.Search in Google Scholar

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Received: 2023-08-04
Accepted: 2023-09-07
Published Online: 2023-09-22
Published in Print: 2023-12-15

© 2023 the author(s), published by De Gruyter, Berlin/Boston

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

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https://doi.org/10.1515/ncrs-2023-0361
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Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of bis(dimethylammonium) poly[(μ4-1,1′-(1,4-phenylenebis(methylene))bis(1H-pyrazole-3,5-dicarboxylato))-κ6O1, N2:O2:O3:O1′,N2′]nickel (II)], C22H26N6NiO8
  4. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-((pyridin-4-ylmethyl)amino)benzoato-κ2N:O)cobalt(II)] – 4,4′-bipyridine – water (1/2/2)
  5. Crystal structure of (2S,3S,4S,5S, Z)-2,3,5,6-tetrakis(benzyloxy)-4-hydroxyhexanal oxime, C34H37NO6
  6. The crystal structure of hexakis(3-thiophenecarboxylato-κ2O,O″)-bis(1,10-phenanthroline-κ2N,N′) trimanganese(II), C54H34N4O12S6Mn3
  7. Crystal structure of catena-poly[(μ2-1,4-di(pyridin-4-yl)benzene-κ2N:N′)-(4-bromobenzoate-κ2O:O′)-(μ-2-bromobenzoate-κ2O,O′)nickel(II)] – water (2/1), C30H21Br2N2NiO4.5
  8. The crystal structure of poly[(μ3-1,3-phenylenedioxydiacetate-κ5O,O,O′,O″,O‴)-bis(4′-(4-(1H-imidazol-1-yl)phenyl)-4,2′:6′,4″-terpyridine-kN) cadmium(II)], C58H42CdN10O6
  9. The crystal structure of 5-chloro-6′-methyl-3-(4-(methylsulfonyl)phenyl)-[2,3′-bipyridin]-1′-ium 4-methylbenzenesulfonate
  10. Crystal structure of poly[(μ-benzoato)-(μ-cis-4–hydroxy-D-proline)lithium], C12H14LiNO5
  11. The crystal structure of catena-poly[aqua-(4-iodopyridine-2,6-dicarboxylato-κ3N,O,O′)-copper(II)] monohydrate, C7H6NO6ICu
  12. The crystal structure of catena-[diaqua-(4-acetylphenoxyacetato-κ2O,O)-bis(4-acetylphenoxyacetato-κ3O,O:O)-dihydrate-lanthanum(III)]–4,4′-bipyridine (2/1), C35H35NO14La
  13. The crystal structure of catena-poly[(4-iodopyridine-2,6-dicarboxylato-κ4 O,N,O′,O′′)(4-imidazol-1-yl-pyridine-κN)copper(II)], C15H9N4O4ICu
  14. Crystal structure of polybis(μ 4-3,5-dicarboxylatopyrazol-1-yl)-bis(N,N-dimethylformamide)tri-copper(II)–acetonitrile (1/2), C20H22Cu3N8O10
  15. Crystal structure of poly[(μ2-5-hydroxy-isophthalato-κ4O,O′:O″,O‴)-(μ2-1,5-bis(imidazol-2-methyl)pentane-κ2N:N′)cadmium(II)], C21H24CdN4O5
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  17. The crystal structure of a cobalt-vanadium-oxido hydrate
  18. The crystal structure of catena-poly[(μ 2-2H-1,2,3-triazole-4,5-dicarboxylato-κ 2 O, O′)-(μ 2-1,3-bis((1H-imidazol-1-yl)methyl)benzene-κ 2 N,N′) zinc(II)], C18H15N7O4Zn
  19. Crystal structure of poly[diaqua-(bis(m2-1,4-bis(imidazol-1-ylmethyl)benzene)-κ2N,N′-manganese] dichloride, C28H32MnN8O2Cl2
  20. The crystal structure of 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino [3,2-a]isoquinolin-7-ium (E)-3-(4-nitrophenyl)acrylate pentahydrate, C29H34N2O13
  21. Crystal structure of poly[(μ6-ammoniotris(methylene))tris(hydrogen phosphonato)cadmium(II)], C3H10CdNO9P3
  22. Crystal structure of Zn2[(1,1′-(hexane-1,6-diyl)bis(3-(pyridin-3-yl)urea))·(H2O)2·(DMF)2·(SO4)2], C24H50N8O18S2Zn2
  23. The crystal structure of 2-anilino-1,4-naphthoquinone, C10H11NO2
  24. Crystal structure of (E)-2-(2-(4-(diethylamino)styryl)-1-ethyl-1,4-dihydroquinolin-4-yl) malononitrile, C26H26N4
  25. Crystal structure of ethyl 2-((2,6-dichloro-4-(cyanomethyl)phenyl) amino)benzoate, C17H14Cl2N2O2
  26. Synthesis and crystal structure of 2-(3-oxo-3-phenylpropyl)isoindoline-1,3-dione, C17H13NO3
  27. The crystal structure of bis(acetonitrile-κ1N)tetrakis(μ2-2,6-difluorobenzoato-κ2O:O′)rhodium(II) (Rh–Rh), C32H18F8O8N2Rh2
  28. The crystal structure of a new polymorph of 6-hydroxy-2-naphthoic acid, C11H8O3
  29. The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-κ4N,O,O,O)-2,2′-bipyridine-κ2N-copper(II)] tetrahydrate, C22H23N3O9Cu
  30. The crystal structure of ethyl 4-hydroxy-2-(4-methoxyphenyl)-5-oxo-1-(2-oxo-2H-chromen-6-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate, C23H19NO7
  31. Crystal structure of 7-hydroxy-3,4-dihydronaphthalen-1(2H)-one, C10H10O2
  32. Crystal structure of bis(tetrapropylammonium) dodecacarbonyltetratelluridotetraferrate(2-), (Pr4N)2[Fe4Te4(CO)12]
  33. The crystal structure of poly[bis(μ2−3−aminopyridine−4−carboxylato−κ2N:O)Zinc(II)], [Zn(C6H5N2O2)2] n
  34. The crystal structure of methyl 5-nitro-2-(tosyloxy)benzoate, C15H13NO7S
  35. The crystal structure of 18-crown-6 ― tetraaqua-dichlorido-di-μ2-chloridodicopper(II) (2/1), C12H32O10Cu2Cl4
  36. Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
  37. Crystal structure of catena-poly-{diaqua-bis[μ-(((4-chlorophenyl)sulfonyl)glycinato-κO)](μ2-4, 4′-bipyridine-κ2N:N′)cobalt(II)} dihydrate, C26H30Cl2CoN4O12S2
  38. Crystal structure of bis{N′-[1,3-diphenylprop-2-en-1-ylidene]-N-phenylcarbamohydrazonothioato}zinc(II), C44H36N6S2Zn
  39. Crystal structure of tetraaqua-bis(((4-chlorophenyl)sulfonyl)glycinato-κO)cobalt(II) dihydrate, C16H26Cl2CoN2O14S2
  40. Crystal structure of 2-(5-phenyl-1-(quinolin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol, C24H19N3O
  41. Crystal structure of 2-((2-fluoro-4-(trifluoromethyl)phenyl)(hydroxy)methyl)-7-methoxy-3,4-dihydronaphthalen-1((2H))-one, C19H16F4O3
  42. Crystal structure of 2-amino-4-(2-fluoro-3-(trifluoromethyl)phenyl)-9-methoxy-1,4,5,6-tetrahydrobenzo[h]quinazolin-3-ium chloride, C20H18ClF4N3O
  43. Crystal structure of (2-phenylimino methylquinoline-κ 2 N,N′)-bis(1–phenylpyrazole-κ 2 C,N)-iridium(III) hexafluorophosphate, C34H26F6IrN6P
  44. Crystal structure of (3-hydroxy-4-methoxyphenyl)(pyrrolidin-1-yl)methanone, C12H15NO3
  45. The crystal structure of bis(trimethylsulfoxonium) catena-poly[µ2-hexabromido-indium(III)sodium(I)] C6H18O2S2NaInBr6
  46. Crystal structure of N-cyclopropyl-3-hydroxy-4-methoxybenzamide, C11H13NO3
  47. The crystal structure of (bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″ )-(dihydrogen L-malate-κ2O,O ′)copper(II) perchlorate dihydrate, CuC20H24ClN5O12
  48. Crystal structure of (1E,1′E)-4,4′-(9,9-diethyl-9H-fluorene-2,7-diyl)dibenzaldehyde dioxime, C31H28N2O2
  49. Crystal structure of diethyl 1,9-bis(4-fluorophenyl)-4,6-diphenylhexahydro-3H-2,7,3,5-(epimethanetriyliminomethanetriyl)cyclopenta [b]pyridine-3,7(2H)-dicarboxylate, C40H36F2N2O4
  50. Crystal structure of bis(benzene-1 carboxylato-O 3,5-carboxyl-κ1O)-[(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ4N,N′,N′′,N′′′)nickel(II) ─ benzene-1,3,5-tricarboxylic acid ─ water (1/2/4), C52H66N4NiO28
  51. Crystal structure of 1,4-dibromo-2,5-bis(2-methoxyethoxy)benzene-1,4-diol, C12H16Br2O4
  52. Crystal structure of dicarbonyl[N,N′-(1,2-dimethyl-1,2-ethanediylidene)bis[2,6-bis(1-methylethyl)benzenamine]-N,N′]nickel(0), C30H40N2NiO2
  53. Crystal structure of 1,4-dibromo-2,5-bis(prop-2-yn-1-yloxy)benzene, C12H8Br2O2
  54. Crystal structure of O-(3-(benzo[d]thiazol-2-yl)naphthalen-2-yl) O-phenyl carbonothioate, C24H15NO2S2
  55. The crystal structure of (E)-4-fluoro-N′-(1-(4-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
  56. Crystal structure of (E)-1-(benzo[d]thiazol-2-yl)-N-(4,5-dihydropyren-2-yl)methanimine, C24H16N2S
  57. Crystal structure of 3-((4-bromophenyl)thio)-1H-indole, C14H10BrNS
  58. Synthesis and crystal structure of 1-((7-hydroxy-3-(4-hydroxy-3-nitrophenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidin-1-ium-4-carboxylate monohydrate, C22H22N2O9
  59. Synthesis and crystal structure of (3E,5S,10S,13S,14S,17Z)-17-ethylidene-10,13-dimethylhexadecahydro-3H-cyclopenta[α]phenanthren-3-one O-(methacryloyl) oxime, C50H74N2O4
  60. Crystal structure of the hydrogen storage active phase La12Mg46LiMn
  61. The crystal structure of the salt: 4-((1,3-dioxoisoindolin-2-yl)carbamoyl)pyridine-1-ium 2-carboxybenzoate, C14H10N3O3·C8H5O4
  62. Crystal structure of (2-(2-pyridine)-benzimidazole-κ2 N,N′)-bis(1-phenylpyrazole-κ2 C,N)iridium(III) hexafluorophosphate, C30H22F6IrN7P
  63. Crystal structure of dichlorido-bis[2-(2,4-difluorophenyl)pyridine-κ1N]platinum(II), C22H14Cl2F4N2Pt
  64. Crystal structure of (5R,8R,9R,10R,12R,13R,14R, 17S,17Z)-2-((3-fluoropyridin-4-yl)methylene)-12-hydroxy-4,4,8,10,14-pentamethyl-17-((R)-2,6,6-trimethyltetrahydro-2H-pyran-2-yl)hexadecahydro-3H-cyclopenta[a]phenanthren-3-one, C36H52FNO3
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