Startseite 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]
Artikel Open Access

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]

  • Shi Xian-Ju EMAIL logo , Wang Shao-Ling , Liu Meng-Hui und Xu Fu-Lin
Veröffentlicht/Copyright: 15. August 2018

Abstract

[Cd2(C13H15N5)2I4], triclinic, P1̄ (no. 2), a = 8.1348(16) Å, b = 10.1716(17) Å, c = 11.645(3) Å, α = 76.485(18)°, β = 77.750(19)°, γ = 74.030(16)°, V = 889.4(3) Å3, Z = 1, Rgt(F) = 0.0597, wRref(F2) = 0.1251, T = 293(2) K.

CCDC no.: 1858191
Figure 1: View of the title complex, showing the labeling of the 30% probability ellipsolids.
Figure 1:

View of the title complex, showing the labeling of the 30% probability ellipsolids.

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
Size:0.20 × 0.18 × 0.17 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:4.7 mm−1
Diffractometer, scan mode:Xcalibur, Eos, Gemini, ω-scans
θmax, completeness:29.4°, >99%
N(hkl)measured, N(hkl)unique:7726, 7726
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4831
N(param)refined:193
Programs:CrysAlisPRO [1], SHELX [2], OLEX2 [3]
Table 2:

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

AtomxyzUiso*/Ueq
Cd10.19118(11)0.70944(9)0.25513(7)0.0306(2)
I10.01426(12)0.67877(10)0.09371(7)0.0473(3)
I20.51594(12)0.54025(10)0.24164(9)0.0493(3)
N10.2196(13)0.9367(10)0.2159(8)0.037(3)
N20.0756(13)1.0289(11)0.2346(8)0.035(2)
N30.1084(12)1.1557(10)0.2058(7)0.029(2)
N4−0.0115(13)1.2893(9)0.3616(8)0.033(2)
N5−0.0571(12)1.2848(9)0.5539(7)0.027(2)
C10.3526(16)1.0044(13)0.1745(9)0.032(3)
C20.2829(15)1.1432(12)0.1682(9)0.028(3)
C30.3823(18)1.2453(15)0.1266(11)0.052(4)
H30.33261.34000.12150.062*
C40.5552(17)1.1942(15)0.0948(10)0.046(4)
H40.62551.25630.06210.055*
C50.6335(18)1.0456(15)0.1104(12)0.054(4)
H50.75331.01440.09520.065*
C60.5314(17)0.9503(14)0.1478(10)0.039(3)
H60.57910.85510.15480.047*
C7−0.0235(14)1.2730(11)0.2421(9)0.028(3)
H7A−0.13701.25930.24230.034*
H7B−0.01011.35720.18500.034*
C80.1276(15)1.3248(12)0.3869(10)0.032(3)
H80.22291.34510.33230.038*
C90.1002(15)1.3248(12)0.5033(10)0.034(3)
C10−0.1181(15)1.2645(12)0.4662(9)0.029(3)
C110.2133(16)1.3470(14)0.5756(11)0.046(3)
H11A0.26181.25990.62360.069*
H11B0.14741.41110.62680.069*
H11C0.30501.38450.52400.069*
C12−0.2846(14)1.2197(13)0.4772(12)0.042(3)
H12A−0.34041.26960.40850.051*
H12B−0.36151.24720.54800.051*
C13−0.2633(19)1.0643(15)0.4853(12)0.055(4)
H13A−0.21351.04010.40840.083*
H13B−0.37441.04220.51020.083*
H13C−0.18841.01270.54250.083*

Source of materials

All starting materials are commercially available, and are used without further purification. 1-[(2-Ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole (emimb) was prepared according to the literature method [4].

The ligand 1-[(2-ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole (0.04 mmol, 0.0096 g) in methanol (6 mL) was added dropwise to a methanol solution (6 mL) of CdI2 (0.04 mmol, 0.0146 g) in methanol. The resulting solution was allowed to stand at room temperature. After 3 weeks colourless crystals were obtained.

Experimental details

H atoms were generated geometrically and refined as riding atoms with C—H = 0.93 Å and Uiso(H) = 1.2 times Ueq(C) for aromatic H atoms, with C—H = 0.97 Å and Uiso(H) = 1.2 times Ueq(C) for methylene H atoms, and with C—H = 0.96 Å and Uiso(H) = 1.5 times Ueq(C) for methyl H atoms. The measured crystal was a non-merohedral twin (twin matrix −1 0 0 0 −1 0 −0.458 −0.434 1).

Comment

Complexes based on multidentate N-heterocyclic ligands involving imidazole, triazole, benzimidazole or benzotriazole have attracted unparalleled attention owing to their intriguing molecular topologies and potential applications in ion exchange, magnetism, catalysis and biomedicine [5], [6], [7], [8], [9], [10]. Recently, we have focused our attention on the design and synthesis the unsymmetrical N-heterocyclic ligand 1-[(2-ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole (emimb).

The title compound forms a dinuclear structure. As is shown in the figure, the Cd(II) atom is four-coordinated by two N atoms from two bridging 1-[(2-ethyl-4-methyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole (emimb) ligands, and two I atoms in a distorted tetrahedral coordination environment (with Cd–N bond lengths of 2.315(10) and 2.266(8) Å, and Cd–I bond lengths of 2.7149(13) and 2.7229(13) Å). The bond angles around Cd(II) ion range from 94.5(3) to 119.1(2)°. The Cd(II) atoms are connected by the emimb ligands, leading to a cyclic dimer. The distance between two Cd atoms bridged by the emimb ligand is 8.675 Å. In addition, the imidazol rings in adjacent chains are parallel, with an average interplanar distance of 3.446 Å. So the crystal structure involves π–π interactions.

Acknowledgements

This work was financially supported by the Foundation for University Key Teacher by the Henan Province (2016GGJS-270) and Outstanding Talent Innovation Foundation of PuYang (160803).

References

Oxford Diffraction Ltd., CrysAlisPRO, Abingdon, Oxfordshire, England (2006).Suche in Google Scholar

Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64 (2008) 112–122.10.1107/S0108767307043930Suche in Google Scholar PubMed

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. Cryst. 42 (2009) 339–341.10.1107/S0021889808042726Suche in Google Scholar

Wang, X.; Ling, N.; Li, Y.-X.; Zhang, S.-L.: Crystal structure of dichlorido bis[1-[(2-methyl-1H-benzoimidazol-1-yl)methyl]-1H-benzotriazoleκ1]cadmium(II), C30H26CdCl2N10. Z. Kristallogr. NCS. 233 (2018) 215–216.10.1515/ncrs-2017-0211Suche in Google Scholar

Gendy, C.; Spasyuk, D.; Harrison, A.; Roesler, R.: Molybdenum and nickel atrane complexes with a rigid tripodal tetraphosphine ligand incorporating imidazole rings. Inorg. Chim. Acta 475 (2018) 150–154.10.1016/j.ica.2017.10.017Suche in Google Scholar

Doss, M.-A.; Rajarajan, G.; Thanikachalam, V.; Selvanayagam, S.; Sridhar, B.: Synthesis, single crystal X-ray, spectroscopic (FT-IR, UV-vis, fluorescence, H-1,C-13 NMR), computational (DFT/B3LYP) studies of some imidazole based picrates. J. Mol. Struct. 1158 (2018) 277–285.10.1016/j.molstruc.2018.01.012Suche in Google Scholar

Viere, E.-J.; Kuhn, A.-E.; Roeder, M.-H.; Piro, N.-A.; Kassel, W.-S.; Dudley, T.-J.; Paul, J.-J.: Spectroelectrochemical studies of a ruthenium complex containing the pH sensitive 4,4′-dihydroxy-2,2′-bipyridine ligand. Dalton Trans. 47 (2018) 4149–4161.10.1039/C7DT04554ASuche in Google Scholar

Luo, Y.; Zhang, S.; Liu, Z.-J.; Chen, W.; Fu, J.; Zeng, Q.-F.; Zhu, H.-L.: Synthesis and antimicrobical evaluation of a novel class of 1,3,4-thiadiazole: derivatives bearing 1,2,4-triazolo[1,5-a]pyrimidine moiety. Eur. J. Med. Chem. 64 (2013) 54–61.10.1016/j.ejmech.2013.04.014Suche in Google Scholar PubMed

Meng, X.-R.; Jin, S.-Z.; Hou, H.-W.; Du, C.-X.; Ng, S. W.: Self-assembly of four supramolecular architectures: from 0-D to 2-D frameworks based on an unsymmetrical N-heterocyclic ligand. Inorg. Chem. Acta 362 (2009) 1519–1527.10.1016/j.ica.2008.07.027Suche in Google Scholar

Wang, X.; Niu, J.-L.: Bis[μ-1-[(2-ethyl-1H-imidazol-1-yl)methyl]-1H-benzotriazole]bis[diiodinecadmium(II)]. Acta Crystallogr. E67 (2011) m882.10.1107/S1600536811021179Suche in Google Scholar PubMed PubMed Central

Received: 2018-05-27
Accepted: 2018-07-25
Published Online: 2018-08-15
Published in Print: 2018-11-27

©2018 Shi Xian-Ju et al., published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

  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
Heruntergeladen am 1.10.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2018-0157/html
Button zum nach oben scrollen