Startseite Crystal structure of (E)-2-chloro-6-(((1,3-dihydroxy-2-(oxidomethyl)propan-2-yl)imino)methyl)phenolate-κ3N,O,O’)manganese(IV), C22H24Cl2MnN2O8
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Crystal structure of (E)-2-chloro-6-(((1,3-dihydroxy-2-(oxidomethyl)propan-2-yl)imino)methyl)phenolate-κ3N,O,O’)manganese(IV), C22H24Cl2MnN2O8

  • Xindi Xu , Xia Wang , Hui Tian , Man Wang und Qiong Wu ORCID logo EMAIL logo
Veröffentlicht/Copyright: 23. Dezember 2020

Abstract

C22H24Cl2MnN2O8, monoclinic, C2/c (no. 15), a = 11.0944(4) Å, b = 18.2945(9) Å, c = 11.9283(5) Å, β = 114.3299(12)°, V = 2206.03(16) Å3, Z = 4, Rgt(F) = 0.0305, wRref(F2) = 0.0791, T = 150.0 K.

CCDC no.: 2043238

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:Brown block
Size:0.18 × 0.16 × 0.14 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.90 mm−1
Diffractometer, scan mode:Bruker APEX-II, φ and ω
θmax, completeness:26.4°, >99%
N(hkl)measured, N(hkl)unique, Rint:33,565, 2266, 0.066
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1872
N(param)refined:161
Programs:CrysAlisPRO [1], Olex2 [2], SHELX [3], [4]
Table 2:

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

AtomxyzUiso*/Ueq
Mn10.5000000.58763 (2)0.2500000.02567 (13)
Cl10.42717 (6)0.74463 (3)0.53136 (5)0.04014 (16)
O10.50247 (14)0.51668 (8)0.13874 (13)0.0290 (3)
O20.88166 (17)0.43913 (9)0.39627 (16)0.0397 (4)
H20.8397440.4529770.4371830.060*
O30.51244 (14)0.66304 (8)0.36365 (13)0.0288 (3)
O40.74017 (15)0.53306 (9)0.03484 (14)0.0341 (4)
H40.6615790.522199−0.0109450.051*
N10.69543 (16)0.57920 (10)0.31713 (16)0.0268 (4)
C10.6089 (2)0.67305 (11)0.47273 (19)0.0275 (4)
C20.5859 (2)0.71179 (12)0.5648 (2)0.0306 (5)
C30.6852 (2)0.72576 (12)0.6789 (2)0.0330 (5)
H30.6658390.7513800.7388080.040*
C40.8135 (2)0.70245 (12)0.7067 (2)0.0337 (5)
H4A0.8823340.7127240.7849300.040*
C50.8402 (2)0.66445 (12)0.6201 (2)0.0315 (5)
H50.9281580.6488490.6390910.038*
C60.7398 (2)0.64828 (11)0.50422 (19)0.0276 (4)
C70.7762 (2)0.60517 (11)0.42172 (19)0.0281 (4)
H70.8675830.5950260.4465790.034*
C80.7371 (2)0.52962 (12)0.2398 (2)0.0286 (4)
C90.8714 (2)0.49276 (13)0.3074 (2)0.0326 (5)
H9A0.8967360.4697810.2451300.039*
H9B0.9373740.5313760.3486930.039*
C100.7426 (2)0.57699 (12)0.1344 (2)0.0314 (5)
H10A0.6661710.6108360.1041920.038*
H10B0.8244040.6067210.1663590.038*
C110.6217 (2)0.47526 (12)0.1890 (2)0.0299 (5)
H11A0.6301800.4443720.1245220.036*
H11B0.6214900.4430940.2556910.036*

Source of material

3-Chlorosalicylaldehyde 0.0156 g (1.0 mmol) and 0.1210 g phenylenediamine (1.0 mmol) were successively added to 30 ml methanol solution, the obtained yellow suspension was then stirred at room temperature for 2 h. After this, 0.245 g Mn(OAc)2⋅4H2O (0.1 mmol) was added to the aforementioned solution and the resulting dark brown mixture was further stirred for another 2 h and filtered. The acquired black filtrate was sealed in a beaker with cling film and kept undisturbed at room temperature. Black block crystals of the title compound were afforded after 10 days by slow evaporation.

Experimental details

The structure was solved with the Olex2 program [2] as an interface togetherwith the SHELXT and SHELXL programs [3], [4]. All H atoms were placed in geometrically idealized positions and refined using a riding model, with O–H = 0.84 (phenolic hydroxyl), 0.95 Å (aryl), and with Uiso(H) = 1.2 Ueq(C).

Comment

The introduction of multidentate Schiff-base ligands that can both chelate and bridge metal ions, represents a promising route for the isolation of novel metallic complexes. So far, a number of complexes with unexpected geometries and properties have been synthesized via the combination of different multidentate Schiff-base ligands and 3d/4f metal ions [5], [6]. However, related research on halogenated multidentate ligands is still at an early stage. As a part of our current research interest on the exploration of the regulating effect of Schiff base ligands on transition metal complexes [7], [8], [9], we report herein a new manganese complex constructed by a halogenated multidentate ligand.

Single-crystal X-ray diffraction reveals that the title compound crystallizes in the monoclinic space group C2/c (no. 15). The asymmetric unit of the title structure contains one half of a mononuclear Mn(IV) complex. In this complex, hexa-coordinated Mn is located on a twofold axis (see the figure), and is coordinated by four O atoms and two N atom derived from two crystallographically dependent ligands. The bond lengths of Mn–O(N) are in the range of 1.8598(16)–1.9835(18) Å, and the bond angles of O(N)–Mn–O vary from 84.03(7) to 174.57(7)°.


Corresponding author: Qiong Wu, Department of Chemical Science and Technology, Kunming University, Kunming, Yunnan65200, P.R. China, E-mail:

Award Identifier / Grant number: 31760257

Funding source: Yunnan Local Undergraduate Universities

Award Identifier / Grant number: 2017FH001-002

Funding source: The Reserve Academic and Technical Leaders of Yunnan Province

Award Identifier / Grant number: 2019HB098

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

  2. Research funding: Fund for Less Developed Regions of the National Natural Science Foundation of China (No. 31760257); Joint Basic Research Program (partial) of Yunnan Local Undergraduate Universities (2017FH001-002). The Reserve Academic and Technical Leaders of Yunnan Province (2019HB098).

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

References

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Received: 2020-11-14
Accepted: 2020-12-04
Published Online: 2020-12-23
Published in Print: 2021-03-26

© 2020 Xindi Xu 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
  22. Crystal structure of poly[diammine-bis(μ4-4-hydroxypyridine-3-sulfonato-κ5N:O, O′:O′′:O′′)(μ2-pyrazinyl-κ2N:N′)tetrasilver(I)], C7H8Ag2N3O4S
  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
  27. Crystal structure of tris(azido-κ1N)-(N-(2-aminoethyl)-N-methyl-1,3-propanediamine-κ3N,N′,N′′)cobalt(III), C7H19CoN12
  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
  31. Crystal structure of 3,3′-(1,2-phenylene-bis(methylene))bis(1-vinyl- 1H-imidazol-3-ium) bis(hexafluoro phosphate)(V), C18H20F12N4P2
  32. Crystal structure of diaqua[bis(benzimidazol-2-yl-methyl)amine-κ3N,N′,N″]-phthalato-κ1O-nickel(II)-methanol (1/2), C26H31N5NiO8
  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
  35. The crystal structre of 2-(4-bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, C16H12BBrN2
  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
  37. Crystal structure of (E)-7-methoxy-2-((5-methoxypyridin-3-yl)methylene)-3,4- dihydronaphthalen-1(2H)-one, C18H17NO3
  38. Crystal structure of (E)-2-chloro-6-(((1,3-dihydroxy-2-(oxidomethyl)propan-2-yl)imino)methyl)phenolate-κ3N,O,O’)manganese(IV), C22H24Cl2MnN2O8
  39. The crystal structure of α-(meta-methoxyphenoxy)-ortho-tolylic acid, C15H14O4
  40. The crystal structure of N-(2-chloroethyl)-N,N-diethylammonium chloride, C6H15Cl2N
  41. The crystal structure of tris(2,3,4,6,7,8,9,10-octahydro-1H-pyrimido[1,2-a]azepin-5-ium) trihydrodecavanadate(V), C27H54N6O28V10
  42. Crystal structure of 1,3-bis(octyl)benzimidazolium perchlorate C23H39ClN2O4
  43. Crystal structure of tetrakis[(Z)-(2-(1-(furan-2-yl)-2-methylpropylidene)-1-phenylhydrazin-1-ido-κ2N,N′)] zirconium(IV), C56H60N8O4Zr
  44. The crystal structure of 2-(naphthalen-2-yloxy)-4-phenyl-6-(prop-2-yn-1-yloxy)-1,3,5-triazine, C22H15N3O2
  45. The crystal structure of trimethylsulfonium tris(trifluoromethylsulfonyl)methanide, C7H9F9O6S4
  46. Crystal structure of 4-bromo-N′-[3,5-dichloro-2-hydroxyphenyl)methylidene]benzohydrazide methanol solvate, C15H13BrCl2N2O3
  47. The crystal structure of 4-(4-bromophenyl)-2-(3-(4-bromophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazole, C24H16Br2FN3S
  48. The crystal structure of N-(adamantan-1-yl)-piperidine-1-carbothioamide, C16H26N2S
  49. The crystal structure of 1-phenyl-N-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)-5-(thiophen-2-yl)-1H-pyrazole-3-carboxamide-dimethylformamide (1/1) C22H10Br4N4O3S
  50. The crystal structure of benzeneseleninic acid anhydride, C12H10O3Se2
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  52. The crystal structure of para-nitrobenzylbromide, C7H6BrNO2 – A second polymorph and correction of 3D coordinates
  53. Crystal structure of catena-poly[(5H-pyrrolo[3,2-b:4,5-b′]dipyridine-κ2N,N′)-(μ4-hexaoxidodivanadato)dizinc(II)],C10H9N3O6V2Zn
  54. Crystal structure of N,N′-(2-hydroxypropane-1,3-diyl)bis(pyridine-2-aldimine)-κ5N,N′,N′′,N′′′,O]-tris(nitrato-κ2O,O′) cerium(III), C15H16CeN7O10
  55. Synthesis and crystal structure of oktakis(dimethylsulphoxide-κ1O)gadolinium(III) [tetrabromido-μ2-bromido-μ2-sulfido-di-μ3-sulfido-μ4-sulfido-tetracopper(I)-tungsten(VI)], C16H48O8S12Br5Cu4GdW
  56. Crystal structure of {tris((1H-benzo[d]imidazol-2- yl)methyl)amine-κ4N,N′,N′′,N′′′}-(succinato-κ2O,O′)nickel(II) – methanol (1/4), C32H41N7NiO8
  57. Crystal structure of catena-poly[trans-tetraaqua(μ2-1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol)-k2N:N′)cobalt(II)] dinitrate – 1,1′-(biphenyl-4,4′-diyl)bis(1H-imidazol) – water (1/3/2), C72H68CoN18O12
  58. Crystal structure of bis(μ2-2-oxido-2-phenylacetate-κ3O:O,O′)-bis(1-isopropoxy-2-oxo-2-phenylethan-1-olato-κ2O,O′)-bis(propan-2-olato-κ1O)dititanium(IV), C44H52O14Ti2
  59. The crystal structure of 5-carboxy-2-(hydroxymethyl)-1H-imidazol-3-ium-4-carboxylate, C6H8N2O6
  60. The crystal structure of 2,6-dibromo-4-fluoroaniline, C6H4Br2FN
  61. The crystal structure of 4-chloro-N-(2-phenoxyphenyl)benzamide, C19H14ClNO2
  62. The crystal structure of 2-methyl-β-naphthothiazole, C12H9NS
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