Startseite Crystal structure of catena-(μ3-5-bromoisophthatato-κO,O′: O′′,O′′′′)-(1,2-bis(imidazol-1-yl)ethane-κN:N′)cobalt(II), C16H13CoN4O4Br
Artikel Open Access

Crystal structure of catena-(μ3-5-bromoisophthatato-κO,O′: O′′,O′′′′)-(1,2-bis(imidazol-1-yl)ethane-κN:N′)cobalt(II), C16H13CoN4O4Br

  • Min-Le Han EMAIL logo , San-Tai Wang und Zhong-Qi Li
Veröffentlicht/Copyright: 2. November 2017

Abstract

C16H13CoN4O4Br, orthorhombic, Pnna (no. 52), a = 16.921(2) Å, b = 19.211(2) Å, c = 10.2928(12) Å, V = 3345.9(7) Å3, Z = 8, Rgt(F) = 0.0335, wRref(F2) = 0.0713, T = 296 K.

CCDC no.:: 1580444

A part of the polmeric title crystal structure is shown in the figure. (The asymmetric unit is labelled only. ′ = x, 0.5 − y, 0.5 − z; ′′ = 1 − x, 1 − y, −z.) 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:Block, clear light pink
Size:0.24 × 0.13 × 0.08 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:3.45 mm−1
Diffractometer, scan mode:Bruker SMART, φ and ω-scans
2θmax, completeness:25.5°, >99%
N(hkl)measured, N(hkl)unique, Rint:24093, 3124, 0.076
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2268
N(param)refined:235
Programs:Bruker programs [1], SHELX [2], OLEX2 [3]
Table 2

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

AtomxyzUiso*/Ueq
Co10.22044(3)0.32154(2)0.08236(4)0.02094(12)
Br10.08106(3)0.56854(2)0.54190(4)0.05075(15)
O10.19571(14)0.35370(12)0.2673(2)0.0292(6)
O20.25928(14)0.28021(11)0.4000(2)0.0270(6)
O30.22894(14)0.31685(12)0.8765(2)0.0279(6)
O40.18512(15)0.41658(12)0.9505(2)0.0304(6)
N10.09937(17)0.29198(15)0.0682(3)0.0273(7)
N2−0.02621(18)0.27984(16)0.1216(3)0.0324(8)
N30.33233(17)0.36901(14)0.1036(3)0.0267(7)
N40.42776(18)0.44668(16)0.0950(3)0.0380(8)
C10.2203(2)0.33445(17)0.3768(3)0.0232(8)
C20.1985(2)0.38137(16)0.4893(3)0.0207(8)
C30.1602(2)0.44395(17)0.4673(3)0.0275(8)
H30.15010.45870.38280.033*
C40.1372(2)0.48439(18)0.5715(3)0.0291(8)
C50.1526(2)0.46462(17)0.6974(3)0.0263(8)
H50.13800.49320.76630.032*
C60.19028(19)0.40135(16)0.7204(3)0.0198(7)
C70.2134(2)0.36010(17)0.6164(3)0.0217(8)
H70.23890.31800.63170.026*
C80.20239(19)0.37745(18)0.8580(3)0.0214(8)
C90.0441(2)0.30757(18)0.1531(4)0.0307(9)
H90.05270.33470.22660.037*
C10−0.0147(2)0.2433(2)0.0095(4)0.0397(10)
H10−0.05250.2177−0.03580.048*
C110.0618(2)0.2513(2)−0.0229(4)0.0371(10)
H110.08580.2322−0.09610.045*
C12−0.0966(2)0.2803(2)0.2016(4)0.0419(11)
H12A−0.14290.27700.14640.050*
H12B−0.09940.32400.24880.050*
C130.3912(2)0.3511(2)0.1870(4)0.0415(11)
H130.39010.31240.24110.050*
C140.4512(2)0.3970(2)0.1808(4)0.0433(11)
H140.49880.39510.22580.052*
C150.3564(2)0.4275(2)0.0511(4)0.0400(10)
H150.32740.4527−0.00960.048*
C160.4730(2)0.5090(2)0.0549(4)0.0440(11)
H16A0.50360.52620.12780.053*
H16B0.43680.54540.02790.053*

Source of material

A mixture of 5-bromoisophthalic acid (BripH2, 24.5 mg, 0.1 mmol), Co(OAc)2⋅2H2O (24 mg, 0.1 mmol), and 1,2-bis(imidazol-1-yl)ethane (bia, 16.2 mg, 0.1 mmol), were added to water (9 mL) and [BMI]Br (BMI = 1-butyl-3-methylimidazolium, 1 mL) in a 25 mL Teflon-lined autoclave. The mixture was heated at 413 K for 3 days and then slowly cooled down to room temperature. Pink block crystals of the title compound were obtained.

Experimental details

The hydrogen atoms were placed in calculated positions and refined using a riding on attached atoms with isotropic thermal parameters 1.2 times those of their carrier atoms. The Uiso values of the hydrogen atoms of methyl groups and oxygen were set to 1.5Ueq(C, O).

Discussion

Design and construction of Co(II)-based metal-organic frameworks (MOFs) is of interest in the field of molecular magnetism and materials chemistry due to their fascinating structural diversities and potential application as functional materials [4], [5], [6], [7], [8]. Flexible diimine-type N-donor co-ligands, 1,3-bis(imidazol-1-yl)ethane (bia) serve as bridging bidentate ligands to coordinate two metals [9], [10], [11], [12]. On the other hand, ionic liquids have received increasing attention as the solvent of choice for the syntheses of crystalline materials. Ionothermal methods are of interest in coordination chemistry for the preparation of unusual MOFs [13], [14], [15].

There are one Co(II) ion, one anionic Brip ligand, and one bbip ligand, in the asymmetric unit of the title structure. Co1 is six-coordinated with a distorted octahedral geometry by four O atoms from three Brip ligands, located at the basal equatorial plane, and a pair of N atoms of one cis-bia and one bia ligand (trans conformation) from the axial positions with a N1—Co1—N3 angle of 169.61(11)°. The Co—N bond lengths are 2.113(3) and 2.131(3) Å and the Co—O ones are in the range of 2.044(2) and 2.352(2) Å. Each Brip ligand serves as a triply bridging ligand, in which one carboxylate group adopts a bi-monodentate mode while another adopts a chelating fashion and link the Co(II) centers to a 1-D polymeric motif, with the Co⋯Co distance in the [Co2(COO)2] unit of 3.39 Å. These 1D motifs are joined by a bia ligand (cis conformation) to form a 2-D layer. Topologically, each dimeric unit can be defined as a 4-connected node, and the overall structure of the title complex can be described as a 4-connected sql (shubnikov tetragonal plane) layer.

Acknowledgement

This work was supported financially by key scientific research projects of higher education of He’nan Province (16A150016).

References

Bruker: APEX2, SAINT and SADABS. Brucker AXS Inc., Madison, WI, USA (2009).Suche in Google Scholar

Sheldrick, G. M.: Crystal structure refinement with SHELXL. Acta Crystallogr. C71 (2015) 3–8.10.1107/S2053229614024218Suche 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/S0021889808042726Suche in Google Scholar

Zhao, J.; Dong, W.-W.; Wu, Y.-P.; Wang, Y.-N.; Wang, C.; Li, D.-S.; Zhang, Q.-C.: Two (3,6)-connected porous metal-organic frameworks based on linear trinuclear [Co3(COO)6] and paddlewheel dinuclear [Cu2(COO)4] SBUs: gas adsorption, photocatalytic behaviour, and magnetic properties. J. Mater. Chem. A 3 (2015) 6962–6969.10.1039/C4TA06537ASuche in Google Scholar

Ma, L.-F.; Wang, L.-Y.; Lu, D.-H.; Batten, S. R.; Wang, J.-G.: Structural variation from 1D to 3D: effects of temperature and pH value on the construction of Co((II)-H2tbip/bpp mixed ligands system. Cryst. Growth Des. 9 (2009) 1741–1749.10.1021/cg800732eSuche in Google Scholar

Hawes, C. S.; Hamilton, S. E.; Hicks, J.; Knowles, G. P.; Chaffee, A. L.; Turner, D. R.; Batten, S. R.: Copprdination chemistry and structural dynamics of a long and flexible piperazine-derived ligand. Inorg. Chem. 55 (2016) 6692–6702.10.1021/acs.inorgchem.6b00933Suche in Google Scholar PubMed

Wu, Y.-L.; Guo, F.-S.; Yang, G.-P.; Wang, L.; Jin, J.-C.; Zhou, X.; Zhang, W.-Y.; Wang, Y.-Y.: Two isostructural metal-organic frameworks directed by the different center metal ions, exhibiting the ferrimagnetic behavior and slow magnetic relaxation. Inorg. Chem. 55 (2016) 6592–6596.10.1021/acs.inorgchem.6b00757Suche in Google Scholar PubMed

Chang, X.-H.; Ma, L.-F.; Hui, G.; Wang, L.-Y.: Four low-dimensional cobalt(II) coordination polymers based on a new isophthalic acid derivative: syntheses, crystal structures, and properties. Cryst. Growth Des. 12 (2012) 3638–3646.10.1021/cg300461vSuche in Google Scholar

Niu, D.; Yang, J.; Guo, J.; Kan, W.-Q.; Song, S.-Y.; Du, P.; Ma, J.-F.: Syntheses, structures, and photoluminescent properties of 12 new metal-organic frameworks constructed by a flexible dicarboxylate and various N-donor ligands. Cryst. Growth Des. 12 (2012) 2397–2410.10.1021/cg3000526Suche in Google Scholar

Guo, J.-B.; Li, S.-H.: Crystal structure of catena-diaqua (5-methoxyisophthalate)[1,2-bis-(imidazol-1′yl)ethane]-cadmium(II)-water (1:1), C13H17CdN2O8. Z. Kristallogr. NCS. 227 (2012) 295–296.10.1524/ncrs.2012.0131Suche in Google Scholar

Li, X.-J.; Cao, R.; Guo, Z.-G.; Li, Y.-F.; Zhu, X.-D.: Conformational isomerism of 1,2-bis(imidazol-1′-yl)ethane in five-coordination polymers: influence of metal ions and m-isophthalate ligands bearing different substituents. Polyheron 26 (2007) 3911–3919.10.1016/j.poly.2007.04.043Suche in Google Scholar

Li, X.-J.; Wang, X.-Y.; Gao, S.; Cao, R.: Two three-dimensional metal-organic frameworks containing one-dimensional hydroxyl/carboxylate mixed bridged metal chains: syntheses, crystal structures, and magnetic properties. Inorg. Chem. 45 (2006) 1508–1516.10.1021/ic050999xSuche in Google Scholar PubMed

Qin, J.-H.; Ma, B.; Liu, X.-F.; Lu, H.-L.; Dong, X.-Y.; Zang, S.-Q.; Hou, H.: Ionic liquid directed syntheses of water-stable Eu- and Tb-organic-frameworks for aqueous-phase detection of nitroaromatic explosives. Dalton Transs. 44 (2015) 14594–14603.10.1039/C5DT02054ASuche in Google Scholar PubMed

Qin, J.-H.; Ma, B.; Liu, X.-F.; Lu, H.-L.; Dong, X.-Y.; Zang, S.-Q.; Hou, H.: Aqueous- and vapor-phase detection of nitroaromatic explosives by a water-stable fluorescent microporous MOF directed by an ionic liquid. J. Mater. Chem. A 3 (2015) 12690–12697.10.1039/C5TA00322ASuche in Google Scholar

Du, D.-Y.; Qin, J.-S.; Sun, C.-X.; Wang, X.-L.; Zhang, S.-R.; Shen, P.; Li, S.-L.; Su, Z.-M.; Lan, Y.-Q.: Functional heterometallic coordination polymers with metalloligands as tunable luminescent crystalline materials. J. Mater. Chem. 22 (2012) 19673–19678.10.1039/c2jm34661cSuche in Google Scholar

Received: 2017-6-21
Accepted: 2017-10-17
Published Online: 2017-11-2
Published in Print: 2018-1-26

©2018 Min-Le Han 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. Editorial 2018
  3. Crystal structure of dimethanol-bis{3-(((2-oxidonaphthalen-1-yl)methylene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N:O′}dizinc(II), C42H30Zn2N2O10
  4. Crystal structure of aqua-bis{[2,6-dimethyl-N-(pyridin-2-ylmethylene)aniline-κ2N,N′]}zinc(II) triflate monohydrate [ZnC29H31N4O]CF3SO3⋅H2O
  5. Crystal structure of (E)-1-(4-{[(E)-4-Diethylamino-2-hydroxybenzene methylene]amino}phenyl)ethanone methoxy oxime, C20H27ClN3O3
  6. Crystal structure of (E)-1-(4-(((E)-4-(diethylamino)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one oxime, C19H23N3O2
  7. Crystal structure of poly[(μ2-1,4-bis((2-ethyl-1H-benzo[d]imidazol-1-yl)methyl)benzene-κ2N:N′)-(μ2-4,4′-sulfonyldibenzoato-κ2O:O′)zinc(II)], C40H34N4O6SZn
  8. Crystal structure of catena-poly[diaqua(μ3-pyrazine-2,3-dicarboxylato-κ4O,N:O′:O′′)zinc(II)] 1.25 hydrate, C6H8.5N2O7.25Zn
  9. Crystal structure of fac-(acetylacetonato-κ2O,O′)tricarbonyl(tri-m-tolyl phosphane-κP)rhenium(I), C29H28O5PRe
  10. Crystal structure of bis(μ2-methanolato-κ2O:O)-bis(methanol-κ1O)-bis{3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ3O,O′,N}dichromium(III), C38H36Cr2N2O14
  11. Crystal structure of poly[aqua-(μ3-pyridine-3,5-dicarboxylato-κ5O,O′:O′′,O′′′,N)zinc(II)], C7H7NO6Zn
  12. Crystal structure of bis((1-(((4-(((benzyloxy)imino)methyl)phenyl)imino)methyl)naphthalen-2-yl)oxy-κ2O,N)copper(II), C52H42CuN4O4
  13. Crystal structure of bis{5-(diethylamino)-2-(((2-oxo-2H-chromen-6-yl)imino)methyl)phenolato-κ2O,N}cobalt(II), C40H38CoN4O6
  14. Crystal structure of diaqua-bis(N,N-dimethylformamide-κ1O)-bis{3-((5-chloro-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ4N,O,O′:O′}dinickel(II), C38H34Ni2Cl2N4O12
  15. Crystal structure of tetrakis(methanol-κO)bis{3-((4-methoxy-2-oxidobenzylidene)amino)-2-oxo-2H-chromen-4-olato-κ3O,N,O′}bicobalt(II), C38H38Co2N2O14
  16. Crystal structure of (S)-tert-butyl-(1-hydroxypropan-2-yl)carbamate, C8H17NO3
  17. Crystal structure of 4-(4′-(pyridin-4-yl)-[1,1′-biphenyl]-4-yl)pyridin-1-ium catena-poly[{5-carboxy-4′-methyl-[1,1′-biphenyl]-3-carboxylato-κ2O,O′}-(μ2-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-κ4O,O′:O′′,O′′′)lead(II)], C52H40N2O9Pb
  18. Crystal structure of catena-poly[diaqua-(μ2-5-methylisophthalato-κ2O:O′)(μ2-1,4-bis((1H-1,2,4-triazol-1-yl)methyl)benzene-κ2N:N′)], NiC21H22O6N6
  19. Crystal structure of the salt tris(guanidinium) tris(tetrapropylammonium) bis(pyridine-2,4,6-tricarboxylate) – water (1/10), C55H126N14O22
  20. Crystal structure of 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7,8-trimethoxy-4H-chromen-4-one, C19H18O8
  21. Crystal structure of poly{[μ2-1,1′-(sulfonylbis(4,1-phenylene))bis(2-methyl-1H-imidazole)-κ2N:N′][μ2-4,4′-oxydibenzoato-κ2O:O′]cobalt(II)} hemihydrate, C34H27N4O7.5SCo
  22. The crystal structure of 25,27-(2,2′-[(2-thioxo-1,3-dithiole-4,5-diyl)disulfanediyl]diethanolate)-26,28-dihydroxycalix[4]arene — dichloromethane (1/1), C36H32Cl2O4S5
  23. The crystal structure of 1,2-bis(3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)ethane, C16H12N6O2
  24. Crystal structure of 1-benzyl-3-((4-bromophenyl)amino)-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione, C24H19BrN2O3
  25. Crystal structure of bis(2-((allylcarbamothioyl)imino)-4-methylthiazol-3-ido-κ2N,S)palladium(II), C16H20N6PdS4
  26. Crystal structure of pyrimidine-2,5-dicarboxylic acid 1.5 hydrate, C12H14N4O11
  27. Crystal structure of trans-diaqua-bis(1H-pyrazole-3-carboxylato-κ2N,O)manganese(II), C8H10N4O6Mn
  28. Crystal structure of catena-(μ3-5-bromoisophthatato-κO,O′: O′′,O′′′′)-(1,2-bis(imidazol-1-yl)ethane-κN:N′)cobalt(II), C16H13CoN4O4Br
  29. Investigation of the compound La5Zn2−xPb1 + x (x = 0.20–0.32)
  30. Crystal structure of (OC-6-13)-diaqua-bis(3,5-di(pyridin-3-yl)-4H-1,2,4-triazol-4-amine-κ1N)-bis(dicyanamido-κ1N)zinc(II) tetrahydrate, ZnC28H32N18O6
  31. Crystal structure of Ga0.62(3)Sb0.38(3)Pd3
  32. Crystal structure of Ga0.47(1)Sb0.53(1)Pd2
  33. A derivative of the Corey lactone – crystal structure of (3aR,4S,5R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate, C21H30O5Si
  34. A Corey lactone: crystal structure of (3aR,4R,5R,6aS)-5-benzoyloxy-4(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one, C15H16O5
  35. Hydrothermal synthesis and crystal structure of poly[aqua-(μ2-1,3-bis(4-pyridyl)propane-κ2N:N′)-(μ2-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylato-κ2O:O′)manganese(II) hydrate, C22H20Cl6N2O6Mn
  36. Crystal structure of 2-acetylpyrrole S-methylthiosemicarbazonium hydroiodide, C8H13IN4S
  37. Crystal structure of [N,N-bis((pyrrol-2-yl)ethylidene)butane-1,4-diamine-κ4N,N′,N′′,N′′′]-nickel(II), C16H20N4Ni
  38. Crystal structure of poly[aqua-(μ5-2,5-dicarboxybenzoato-κ5O:O:O′:O′′:O′′′)sodium(I)], C9H7NaO7
  39. Crystal structure of bis(N′-((1H-pyrrol-2-yl)methylene)-1-methylthio-methanethiohydrazido-κ2S,N)nickel(II), C14H16N6NiS4
  40. Crystal structure of 1-(4-((benzo[d][1,3]dioxol-5-yloxy)methyl)phenethyl)-4-(3-chlorophenyl) piperazin-1-ium chloride, C26H28Cl2N2O3
  41. Crystal structure of 2-(4-(2-(4-(2-fluorophenyl)piperazin-1-yl)ethyl)benzyl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide, C26H26FN3O3S – a saccharin dervative
  42. Crystal structure of 3-(2-dimethylaminoethyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C12H15N3OS
  43. Crystal structure of 3-(3-dimethylaminopropyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one, C13H17N3OS
  44. The crystal structure of trans-tetraaqua-bis(p-tolylsulfinato-κO)calcium(II)), C14H22O8S2Ca
  45. The crystal structure of (E)-N′-(pyridin-2-ylmethylene)pyrazine-2-carbohydrazide, C11H9N5O
  46. Crystal structure of (E)-3-(pyren-1-yl)-1-(pyridin-4-yl)prop-2-en-1-one, C24H15NO
  47. Crystal structure of catena-poly[diaqua-(μ2-tartrato-κ4O,O′:O′′,O′′′)cobalt(II)], C4H8CoO8
  48. Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C12H8ClF3N2O
  49. Crystal structure of 1-(4-fluorophenyl)-N-(5-((triphenylstannyl)thio)thiophen-2-yl)methanimine, C27H20FN3S2Sn
  50. Crystal structure of methyl (Z)-2-(5-fluoro-2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate, C10H8FN3OS2
  51. Crystal structure of tert-butyl (Z)-4-(2-(5-methoxy-3-(2-((methylthio)carbonothioyl)hydrazono)-2-oxoindolin-1-yl)ethyl)piperazine-1-carboxylate, C22H31N5O4S2
  52. The crystal structure of (E)-2-((2-(o-tolylcarbamothioyl)hydrazono)methyl)benzoic acid, C16H15N3O2S
  53. Crystal structure of 2-chloro-1,3-di-tert-pentyl-4,4-diphenyl-1,3,2λ3,4-diazaphosphasiletidine, C22H32ClN2PSi
  54. Crystal structure of tetramethyl 5,5′-(buta-1,3-diyne-1,4-diyl)diisophthalate, C24H18O8
  55. Crystal structural of 2-amino-4-(4-methoxyphenyl)-3-cyano-7,7-dimethyl-5-oxo-4H-5,6,7,8-tetrahydrobenzo[b]pyran, C19H20N2O3
  56. Crystal structure of 1,3,5-tris((trimethylsilyl)methyl)-1,3,5-triazinane-2,4,6-trione, C15H33N3O3Si3
  57. The crystal structure of bis(2-benzoyl-5-hydroxylphenolato-κ2O,O′)copper(II), C26H18CuO6
  58. Crystal structure of 2,6-bis(3-(pyrazin-2-yl)-1H-1,2,4-triazol-5-yl)pyridine – 1-ethyl-3-methyl-1H-imidazol-3-ium bromide (1/1), C23H22N13Br
  59. The crystal structure of (E)-N-benzyl-N′-benzylidene-4-methylbenzenesulfonohydrazide, C21H20N2O2S
  60. Crystal structure of ethyl (E)-5-((2-(3-hydroxybenzoyl)hydrazono)methyl)-3,4-dimethyl-1H-pyrrole-2-carboxylate – water – ethanol (1/1/1), C19H27N3O6
  61. The crystal structure of (E)-4-(3-ethoxy-2-hydroxybenzylideneamino)benzoic acid, C16H15NO4
  62. Crystal structure of (μ2-N,N′-bis((pyridin-4-yl)methyl)ethanediamide-κ2N:N′)-tetrakis(diethylcarbamodithioato-κ2S,S′)dizinc(II), C34H54N8O2S8Zn2
Heruntergeladen am 21.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2017-0168/html
Button zum nach oben scrollen