Home Crystal structure of poly[(μ2-5-bromoisophthalato-κ4 O,O ′:O ″,O ‴)-(μ2-1,4-bis(2-methylimidazol-1-ylmethyl)benzene-N:N′)cadmium(II)], C24H21BrCdN4O4
Article Open Access

Crystal structure of poly[(μ2-5-bromoisophthalato-κ4 O,O :O ,O )-(μ2-1,4-bis(2-methylimidazol-1-ylmethyl)benzene-N:N)cadmium(II)], C24H21BrCdN4O4

  • Yao Xin-Tong , Chen Xiang-Yu , Liu Yang and Chen Man-Sheng ORCID logo EMAIL logo
Published/Copyright: June 19, 2024

Abstract

C24H21BrCdN4O4, orthorhombic, Pnna (no. 52), a = 7.4860(5) Å, b = 17.7424(13) Å, c = 17.2241(12) Å, V = 2,287.7(3) Å3, Z = 4, Rgt (F) = 0.0363, wRref (F 2) = 0.0866, T = 296(2) K.

CCDC no.: 2360971

The molecular structure is shown in the Figure 1. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Figure 1: 
Coordination environment around the Cd(II) ion in the title complex.
Figure 1:

Coordination environment around the Cd(II) ion in the title complex.

Table 1:

Data collection and handling.

Crystal: Colorless block
Size: 0.20 × 0.15 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 2.74 mm−1
Diffractometer, scan mode: Bruker APEX-II, φ and ω
θ max, completeness: 27.5°, >99 %
N(hkl)measured, N(hkl)unique, R int: 11,540, 2,646, 0.063
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 1,865
N(param)refined: 157
Programs: Bruker 1 , SHELX 2 4
Table 2:

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

Atom x y z U iso */U eq
Cd1 1.00541 (5) 0.250000 0.250000 0.01369 (11)
Br1 1.250000 0.000000 −0.10048 (3) 0.02749 (15)
C1 1.2127 (5) 0.0658 (2) 0.1296 (2) 0.0165 (8)
C2 1.250000 0.000000 0.1695 (3) 0.0166 (10)
H2 1.250002 0.000000 0.223463 0.020*
C3 1.250000 0.000000 0.0098 (3) 0.0159 (10)
C4 1.2140 (4) 0.0663 (2) 0.04868 (19) 0.0162 (8)
H4 1.191095 0.110465 0.021386 0.019*
C5 1.1593 (5) 0.1368 (2) 0.1724 (2) 0.0190 (8)
C6 0.7484 (6) 0.23853 (19) 0.0952 (2) 0.0198 (8)
H6 0.816901 0.199199 0.075468 0.024*
C7 0.5991 (5) 0.2661 (2) 0.0620 (2) 0.0228 (9)
H7 0.547138 0.250309 0.015796 0.027*
C8 0.6545 (5) 0.3279 (2) 0.1702 (2) 0.0193 (8)
C9 0.6384 (6) 0.3821 (3) 0.2353 (2) 0.0326 (11)
H9A 0.532880 0.370898 0.264852 0.049*
H9B 0.630404 0.432409 0.215126 0.049*
H9C 0.741454 0.378081 0.268255 0.049*
C10 0.3852 (5) 0.3723 (2) 0.0937 (2) 0.0225 (9)
H10A 0.334028 0.389758 0.142256 0.027*
H10B 0.294212 0.344109 0.066139 0.027*
C11 0.4412 (5) 0.4394 (2) 0.0456 (2) 0.0186 (8)
C12 0.4556 (5) 0.4323 (2) −0.0347 (2) 0.0208 (8)
H12 0.425638 0.386997 −0.058508 0.025*
C13 0.5145 (5) 0.4924 (2) −0.0796 (2) 0.0205 (8)
H13 0.524210 0.486840 −0.133156 0.025*
N1 0.7845 (4) 0.27735 (17) 0.16271 (17) 0.0176 (7)
N2 0.5391 (4) 0.32240 (18) 0.11030 (18) 0.0192 (7)
O1 1.1238 (4) 0.13072 (15) 0.24344 (14) 0.0260 (6)
O2 1.1475 (4) 0.19708 (15) 0.13587 (15) 0.0257 (6)

1 Source of materials

A mixture of cadmium nitrate hexahydrate (30.8 mg, 0.1 mmol), 5-bromoxyisophthalic acid(5-Brip) (24.0 mg, 0.1 mmol), 1,4-bis(2-methylimidazol-1-ylmethyl)benzene (bmimb) (15.0 mg, 0.05 mmol), and KOH (11.0 mg, 0.2 mmol) was added to 10 mL H2O, stirred to form a clear solution. The mixture was heated in an oven at 413 K for 72 h. Many colorless crystals were filtered, washed with distilled water, and dried in air. Yield: 24.5 % (based on 5-bromoxyisophthalic acid).

2 Experimental details

The structure was solved by Direct Methods with the Shelxs-2018 program. All H-atoms from C atoms were positioned with idealized geometry and refined isotropic using a riding model with C–H = 0.93–0.97 Å. Their U iso values were set to 1.2U eq or 1.5U eq of the parent atoms.

3 Comment

The flexible bis(imidazole) bidentate ligands can adopt the coordinated nitrogen atom(s) for the fabrication of highly connected CPs. And the aromatic multicarboxylate ligands play an important role in tuning the coordination framework structures, which satisfy the geometric requirement of metal centers leading to fascinating structural architectures through different coordination modes. 5 11 To date, there is only one complex about the study of cadmium MOFs based on 1,4-bis(2-methylimidazol-1-ylmethyl)benzene with 5-substituted isophthalate. 12 Single-crystal X-ray structural analysis displays that the asymmetric unit consists of half a Cd(II) ion, half a 5-Brip anion and half a bmimb co-ligand. Each Cd(II) atom is coordinated with four oxygen atoms from two 5-Brip2− ligands, two nitrogen atom from two different bmimb ligands, which forms a distorted octahedral CdO4N2 coordination geometry. The molecular struture is presented in the Figure. The Cd–O and Cd–N lengths are 2.297 (3)–2.424 (3) Å and 2.287 (3) Å, respectively. 13 In the title compound, the 5-Brip2− ligand serves as a μ2-bridge linking two adjacent Cd2+ ions to give rise to a one-dimensional chain, while such one-dimensional chains are further bridged by bmimb ligands into a three-dimensional three-fold interpenetrated network structure, which is different to the reported [Cd2(Tcph)2(1,4-bmimb)0.5(H2O)4]n and [Cd(bmimb)0.5(ndc)]⋅1.5H2O. 10 , 11


Corresponding author: Chen Man-Sheng, School of Chemistry and Materials Science, Hengyang Normal University, Hengyang, Hunan 421008, China; and School of Chemistry and Materials Science, Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Metal Organic New Materials of College of Hunan Province, Hengyang Normal University, Hengyang, Hunan 421008, China, E-mail:

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

  2. Research funding: This work was supported by the Scientific Research Fund of Challenge Cup Science and Technology College of extra-curricular academic competition works of Hengyang Normal University (No. 15).

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

References

1. Bruker. SAINT, APEX2 and SADABS; Bruker AXS Inc.: Madison, WI, USA, 2012.Search in Google Scholar

2. Sheldrick, G. M. SHELXTL – Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. 2015, A71, 3–8.10.1107/S2053273314026370Search in Google Scholar PubMed PubMed Central

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

4. Sheldrick, G. Using Phases to Determine the Space Group. Acta Crystallogr. 2018, A74, a353. https://doi.org/10.1107/s0108767318096472.Search in Google Scholar

5. Ma, L.-F.; Wang, Y.-Y.; Liu, J.-Q.; Yang, G.-P.; Du, M.; Wang, L.-Y. Delicate Substituent Effect of Isophthalate Tectons on the Structural Assembly of Diverse 4-Connected Metal-Organic Frameworks (MOFs). CrystEngComm 2009, 11, 1800–1802. https://doi.org/10.1039/b904977k.Search in Google Scholar

6. Li, X.; Yu, Z.; Guan, T.; Li, X.; Ma, G.; Guo, X. Substituent Effects of Isophthalate Derivatives on the Construction of Zinc (II) Coordination Polymers Incorporating Flexible Bis (Imidazolyl) Ligands. Cryst. Growth Des. 2015, 15, 278–290. https://doi.org/10.1021/cg501327u.Search in Google Scholar

7. Zhou, D.-S.; Wang, F.-K.; Yang, S.-Y.; Xie, Z.-X.; Huang, R.-B. Substituent Effect on the Assembly of Coordination Polymers Containing Isophthalic Acid and its Derivatives. CrystEngComm 2009, 11, 2548–2554. https://doi.org/10.1039/b907142c.Search in Google Scholar

8. Kraft, P. E.; Weingartz, L. E.; LaDuca, R. L. Substituent Effects in 4-Connected Zinc Isophthalate Coordination Polymers with a Pyridylnicotinamide Ligand: From Dimer-Based Layers to Ribbons with Embedded Infinite Water Molecule Chains. Inorg. Chim. Acta 2015, 432, 283–288. https://doi.org/10.1016/j.ica.2015.04.025.Search in Google Scholar

9. Chen, J.; Li, C.-P.; Du, M. Substituent Effect of R-Isophthalates (R = –H, –CH3, –OCH3, –t Bu, –OH, and –NO2) on the Construction of Cd II Coordination Polymers Incorporating a Dipyridyl Tecton 2, 5-Bis (3-Pyridyl)-1, 3, 4-Oxadiazole. CrystEngComm 2011, 13, 1885–1893. https://doi.org/10.1039/c0ce00555j.Search in Google Scholar

10. Yan, Z.-H.; Wang, W.; Zhang, L.; Zhang, X.; Wang, L.; Wang, R.; Sun, D. Crystal Structures, Topologies and Luminescent Properties of Three Zn (II)/Cd (II) Coordination Networks Based on Naphthalene-2, 6-Dicarboxylic Acid and Different Bis (Imidazole) Linkers. RSC Adv. 2015, 5, 16190–16198. https://doi.org/10.1039/c4ra14862b.Search in Google Scholar

11. Sezer, G.-G.; Arici, M.; Rixson, D.; Burrows, A.-D.; Yesilel, O.-Z.; Erer, H. The Structures and Properties of Zinc (II) and Cadmium (II) Coordination Polymers Based on Semi-Rigid Phenylenediacetate and 1,4-Bis(2-Methylimidazol-1-Ylmethyl) Benzene Linkers. J. Solid State Chem. 2019, 269, 246–256. https://doi.org/10.1016/j.jssc.2018.09.017.Search in Google Scholar

12. Wang, X.-P.; Li, Y.-Y.; Liu, Y.; Sun, J.; Liu, K.; Wang, L. Syntheses, Structures and Luminescence Properties of Coordination Polymers in Mixed-Ligand System. Chin. J. Inorg. Chem. 2017, 33, 823–829.Search in Google Scholar

13. Xiao, Z.; Yang, X.; Zhao, S.; Wang, D.; Yang, Y.; Wang, L. Metal-Organic Hybrid Materials Built with Tetrachlorophthalate Acid and Different N-Donor Coligands: Structure Diversity and Photoluminescence. J. Solid State Chem. 2016, 234, 36–47. https://doi.org/10.1016/j.jssc.2015.11.034.Search in Google Scholar

Received: 2024-03-14
Accepted: 2024-06-06
Published Online: 2024-06-19
Published in Print: 2024-08-27

© 2024 the author(s), published by De Gruyter, Berlin/Boston

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

Articles in the same Issue

  1. Frontmatter
  2. New Crystal Structures
  3. The crystal structure of hexaquazinc(II) poly[hexakis(μ2-4-methylbenzenesulfinato-κ2O:O′) dizinc(II)]
  4. The crystal structure of poly[((2-(4,5-dihydro-1H-pyrazol-4-yl)-1,3-dioxoisoindoline-5-carbonyl)oxy)(1-(dimethylamino)ethoxy)zinc[II]], C16H14ZnN4O5
  5. Crystal structure of bis[(triaqua-4-iodopyridine-2,6-dicarboxylato-κ 3 N,O,O )cobalt(II)] trihydrate, C14H22N2O17I2Co2
  6. Crystal structure of bis(methanol-κO)-bis(nitrato-kO)-bis(1-((2-(2-chloro-4-(4-chlorophenoxy)phenyl)-4-methyl-1,3-dioxolan-2-yl)methyl)-1H-1,2,4-triazole-κN)cadmium(II), C40H42O14N8Cl4Cd
  7. Crystal structure of poly[μ2-dichlorido-(μ2-1-[(2,4-dimethyl-1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2N:N′)cadmium(II)], C11H12CdN6Cl2
  8. The crystal structure of (3aS, 4R, 7S, 7aR)-hexahydro-4, 7-methano-1H-isoindole-1, 3-(2H)-dione, C9H11NO2
  9. The crystal structure of N-(acridin-9-yl)-4-chloro-N-(4-chloro-butanoyl) butanamide, C21H20Cl2N2O2
  10. Crystal structure of 3,3′-dimethoxy-4,4′-oxy-di-benzaldehyde, C16H14O5
  11. The crystal structure of tetrakis(μ 2-2-amino-3,5-dibromobenzoate-κ 2 O:O′)-octakis(n-butyl-κ 1 C)-bis(μ 3-oxo)tetratin(II), C60H92Br8N4O10Sn4
  12. Crystal structure of methyl-1-(naphthalen-1-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylate, C23H20N2O2
  13. Crystal structure of tetrapropylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  14. Crystal structure of 6,6′-((1E,1′E)-((2-phenylpyrimidine-4,6-diyl)bis(hydrazin-2-yl-1-ylidene))bis(methaneylylidene))bis(2-methoxyphenol)monohydrate, C26H26N6O5
  15. Crystal structure of bis(N,N,N-trimethylbutanaminium) tetrathiotungstate(VI), (BuMe3N)2[WS4]
  16. The crystal structure of 2,3,9-triphenyl-9-(2-phenylbenzofuran-3-yl)-9H-9λ 5-benzo[4,5][1,2]oxaphospholo[2,3-b][1,2,5]oxadiphosphole 2-oxide, C40H28O4P2
  17. Crystal structure of 1–methyl-3-propyl-4-nitro-1H-pyrazole-5-carboxylic acid, C8H11N3O4
  18. Crystal structure of N-(benzo[d]thiazol-2-yl)-2-chloroacetamide, C9H7ClN2OS
  19. The crystal structure of N-benzyl-2-chloro-N-(p-tolyl) acetamide, C16H16ClNO
  20. Crystal structure of 3,4-dimethoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C23H24O5
  21. Crystal structure of 2,5-bis(2,5-dimethoxybenzyl)-3,6-dimethyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione, C26H28N2O6
  22. Crystal structure of poly[(μ3-5-bromoisophthalato-κ4 O,O′ :O″,O‴)-(μ2-1,2-bis(1,2,4-triazole-1-ylmethyl)benzene-κ2 N:N′)cobalt(II)], C20H15BrCoN6O4
  23. The crystal structure of bis(2-(piperidin-1-ium-4-yl)-1Hbenzo[d]imidazol-3-ium) dihydrogen decavanadate, C24H36N6O28V10
  24. Crystal structure of diaqua-bis(1-(3-carboxyphenyl)-5-methyl-4-oxo-1,4-dihydropyridazine3-carboxylato-O,O′)-cobalt(ii)dihydrate, C26H36N4O14Co
  25. Crystal structure of poly[(μ2-5-bromoisophthalato-κ4 O,O :O ,O )-(μ2-1,4-bis(2-methylimidazol-1-ylmethyl)benzene-N:N)cadmium(II)], C24H21BrCdN4O4
  26. The crystal structure of dimethyl 8-(3-methoxy-2-(methoxycarbonyl)-3-oxoprop-1-en-1-yl)-4-methyl-1-(p-tolyl)-1,3a,4,8b-tetrahydro-3H-furo[3,4-b]indole-3,3-dicarboxylate. C28H29NO9
  27. Crystal structure of (3R)-1-(3,5-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate chloride, C21H23ClN2O4
  28. Synthesis and crystal structure of 3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-(methylsulfonyl)benzoic acid, C12H13NO5S
  29. The crystal structure of hexaaquamagnesium(II) bis-3-(1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-α]pyridin-1-yl)benzoate, C36H42N4O10Mg
  30. Crystal structure of 4-formyl-2-methoxyphenyl 2-acetoxybenzoate, C17H14O6
  31. Crystal structure of poly[octakis(μ-oxido)-tris(μ-1,1′-[[1,1′-biphenyl]-4,4′-diylbis(methylene)]bis(1H-imidazole))-tetrakis(oxido)-tetra-vanadium-dimanganese(II)dihydrate], C30H29MnN6O7V2
  32. Crystal structure of 4,8a-bis(4-chlorophenyl)-1,5,6-tris(4-fluorobenzyl)-1,4,4a,4b,5,6,8a,8b-octahydrocyclobuta[1,2-b:3,4-c′]dipyridine-3,8-dicarbonitrile, C45H33Cl2F3N4
  33. Crystal structure of benzo[d][1,3]dioxol-5-ylmethyl 2-(6-methoxynaphthalen-2-yl)propanoate, C22H20O5
  34. Crystal structure of N-benzoyl-N-phenylhydroxylaminato-dicarbonylrhodium(I), [Rh(BNA)CO2]
  35. The crystal structure of N-(2-((2-methoxynaphthalen-1-yl)ethynyl)phenyl)-4-methylbenzenesulfonamide, C26H21NO3S
  36. The crystal structure of methyl ((4-aminobenzyl)sulfonyl)-d-prolinate, C13H18N2O4S
  37. The crystal structure of dichlorido-(N-isopropyl-N-(pyridin-2-ylmethyl)propan-2-amine-κ 2 N, N′)palladium(II), C12H20N2PdCl2
  38. Crystal structure of poly[(μ 2-5-hydroxyisophthalato-κ4 O,O′:O″,O‴)-(μ 2-1,4-bis(2-methylimidazolyl)-1-butene-N:N′)nickel(II)], C20H20NiN4O5
  39. The crystal structure of {hexakis(1-methyl-1H-imidazole-κ 1 N)cobalt(II)}(μ 2-oxido)-hexaoxido-dimolybdenum(VI)— 1-methyl-1H-imidazole (1/2), C32H48CoMo2N16O7
  40. Synthesis, crystal structure and nonlinear optical property of 1-((propan-2-ylideneamino)oxy)propan-2-yl-4-methylbenzenesulfonate, C13H19O4NS
  41. The crystal structure of N,N-(ethane-1,1-diyl)dibenzamide, C16H16N2O2
  42. Crystal structure of 1-(4-bromophenyl)-3-(diphenylphosphoryl)-3-hydroxypropan-1-one, C21H18BrO3P
  43. The crystal structure of fac-tricarbonyl(bis(3,5-dimethyl-4H-pyrazole)-κ1 N)-((nitrato)-κ1 O)-rhenium(I)— 3,5-dimethyl-4H-pyrazole(1/1), C18H23N7O6Re
  44. The crystal structure of 4′-chloro-griseofulvin: (2S,6′R)-4′,7-dichloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexan]-3′-ene-2′,3-dione, C16H14Cl2O5
  45. Crystal structure of tetraethylammonium bicarbonate–1-(diaminomethylene)thiourea(1/1)
  46. Crystal structure of 1-cyclohexyl-4-p-tolyl-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester, C22H27NO4
  47. The crystal structure of catena-poly(μ2-1,4-bis-(1H-imidazol-1-yl)benzene-copper(I)) dichloridocopper(I), {[CuC12H10N4]+[CuCl2]} n
  48. The crystal structure of propane-1-aminium-2-carbamate, C4H10N2O2
  49. Crystal structure of 5,6,3′,4′,5′-pentamethoxy-flavone dihydrate, C20H24O9
  50. Crystal structure of (E)-N-(2-bromophenyl)-4-(4-(3,5-dimethoxystyryl)phenoxy)pyrimidin-2-amine, C26H22BrN3O3
  51. Crystal structure of methyl (3R)-1-(2-bromo-4-fluorophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride hydrate, C19H19BrClFN2O3
  52. The crystal structure of 1-(2-chlorophenyl)-3-(p-tolyl)urea, C14H13ClN2O
  53. The crystal structure of 1-cyclohexyl-3-(p-tolyl)urea, C14H20N2O
  54. Crystal structure of ((benzyl(hydroxy)-amino)(4-chlorophenyl)methyl)-diphenylphosphine oxide, C26H23ClNO2P
  55. The crystal structure of ethyl 3-(1-methyl-1H-indole-2-carbonyl)-2-phenylquinoline-4-carboxylate, C28H22N2O3
  56. The crystal structure of 1,4-bis(1H-imidazol-3-ium-1-yl)benzene dinitrate, C12H12N4 2+·2(NO3 )
  57. Crystal structure of tris(hexafluoroacetylacetonato-κ2O,O′) bis(triphenylphosphine oxide-κ1O)samarium(III), C51H33F18O8P2Sm
  58. Crystal structure of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl)propan-1-one, C35H33NO3P2
  59. Crystal structure of diaqua[bis(μ 2-pyridine 2,6-dicarboxylato) bismuth(III) potassium(I)], C14H10BiKN2O10
  60. Crystal structure of (R)-N, N -dimethyl-[1, 1′-binaphthalene]-2, 2′-diamine, C22H20N2
  61. Crystal structure of 1-phenyl-4-(2-furoyl)-3-furyl-1H-pyrazol-5-ol, C18H12N2O4
  62. Crystal structure of bis(14,34-dimethyl[11,21:23,31-terphenyl]-22-yl)diselane, C40H34Se2
Downloaded on 22.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0129/html
Scroll to top button