Home The crystal structure of bis(ethanol-kO)- bis(6-aminopicolinato-k2N,O)manganese(II), C16H22O6N4Mn
Article Open Access

The crystal structure of bis(ethanol-kO)- bis(6-aminopicolinato-k2N,O)manganese(II), C16H22O6N4Mn

  • Tai Xi-Shi ORCID logo EMAIL logo , Zhang Li-Li , Liu Li-Li , Cao Shu-Hua and Wang Li-Hua
Published/Copyright: February 1, 2021

Abstract

C16H22O6N4Mn, triclinic, P1 (no. 2), a = 7.4412(6) Å, b = 8.2273(7) Å, c = 8.6693(7) Å, α = 72.516(7)°, β = 76.827(7)°, γ = 63.444(9)°, V = 450.08(7) Å3, Z = 1, Rgt(F) = 0.0378, wRref(F2) = 0.0755, T = 150(1) K.

CCDC no.: 2056028

The molecular structure is shown in the figure (All atoms are drawn with an arbitrary radius; A = −x, 1−y, 1−z). 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:Colourless block
Size:0.11 × 0.10 × 0.08 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.78 mm−1
Diffractometer, scan mode:SuperNova, ω
θmax, completeness:25.0°, >99%
N(hkl)measured, N(hkl)unique, Rint:2860, 1575, 0.040
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 1379
N(param)refined:131
Programs:Bruker [1], Olex2 [2], SHELX [3], Diamond [4]
Table 2:

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

AtomxyzUiso*/Ueq
Mn10.0000000.5000000.5000000.01335 (17)
O10.4112 (2)0.5829 (2)0.6870 (2)0.0178 (4)
O20.1380 (2)0.6283 (2)0.5891 (2)0.0161 (4)
O30.2053 (2)0.5222 (2)0.27178 (19)0.0200 (4)
H30.3214800.5038760.2780020.030*
N10.1744 (3)0.0240 (3)0.6054 (3)0.0210 (5)
H1A0.228888−0.0952240.6176520.025*
H1B0.090 (4)0.102 (3)0.543 (3)0.022 (8)*
N20.2513 (3)0.2605 (2)0.6251 (2)0.0128 (4)
C10.3690 (3)0.3147 (3)0.6799 (3)0.0127 (5)
C20.5334 (4)0.1900 (3)0.7598 (3)0.0204 (6)
H20.6122690.2308540.7944400.024*
C30.5802 (4)−0.0002 (3)0.7883 (3)0.0261 (6)
H3A0.691190−0.0880040.8426590.031*
C40.4631 (4)−0.0562 (3)0.7364 (3)0.0215 (6)
H40.493142−0.1825590.7551870.026*
C50.2963 (3)0.0772 (3)0.6542 (3)0.0145 (5)
C60.3035 (3)0.5244 (3)0.6486 (3)0.0126 (5)
C70.1831 (4)0.5395 (3)0.1066 (3)0.0244 (6)
H7A0.0981840.4779930.1066090.029*
H7B0.3147300.4761360.0512660.029*
C80.0925 (4)0.7376 (3)0.0150 (3)0.0285 (7)
H8A0.0744760.741410−0.0924280.043*
H8B0.1809170.7968060.0074660.043*
H8C−0.0360810.8021860.0708670.043*

Source of material

0.1381 g 2–Amino-6-pyridinecarboxylic acid (1.0 mmol) and 0.0675 g 2,5-pyridinedicarbaldehyde (0.5 mmol) were dissolved in a 10 mL water-ethanol solution (v:v = 1:1) at room temperature. After 10 min, 0.1225 g manganese acetate tetrahydrate (0.5 mmol) solid was added to the aforementioned solution. The mixture was stirred for 4 h at 75 °C and cooled to room temperature. The colorless crystals of the title compound were received from the filtrate in 20 days.

Experimental details

The hydrogen atoms were positioned geometrically (C–H = 0.93–0.97 Å, O–H = 0.82 Å and N–H = 0.83–0.86 Å). Their Uiso values were set to 1.2Ueq or 1.5Ueq of the parent atoms.

Comment

Many pyridine derivatives containing metal complexes exhibit abundant coordination structures and properties in luminescence, biological activity, catalysis and magnetics [5], [, 6]. Therefore, more and more attention has been paid to the study of substituted pyridine based metal complexes. Our group has also done research in this area [7], [, 8]. In our previous work, two new Mg(II) complexes, bis(ethanol-kO)-bis(6-aminopicolinato-k2N,O)magnesium(II) and diaqua-bis(6-aminopicolinato-k2N,O)magnesium(II), have been reported [9], [, 10]. In this work, we determined the structure of a new Mn(II) complex.

The Mn(II) title complex contains one Mn(II) ion, two 2-amino-6-pyridinecarboxylate ligands and two coordinanted ethanol molecules. The Mn(II) ion is coordinated with four O atoms (O2, O2A, O3 and O3A) and two N atoms (N2 and N2A) from two different 2-amino-6-pyridinecarboxylate ligands and two different coordinated ethanol molecules, which forms a six-coordinated distorted octahedral coordination environment. The bond lengths are 2.1411(15) Å (Mn–O2 and Mn–O2A), 2.2220(15) Å (Mn–O3 and Mn–O3A) and 2.2142(19) Å (Mn–N2 and Mn–N2A), respectively. These geometric parameters are consistent with those reported in the literature [9], [, 10]. The intramolecular hydrogen bonds (NH⃛O) play an important role in the formation of Mn(II) complex structure. The Mn(II) complexes form a one-dimensional chain structure due to the intermolecular OH⃛O hydrogen bonds.


Corresponding author: Tai Xi-Shi, College of Chemistry and Chemical Engineering, Weifang University, Weifang, Shandong261061, P.R. China, E-mail:

Funding source: National Natural Science Foundation of China

Award Identifier / Grant number: 21171132

Funding source: Natural Science Foundation of Shandong

Award Identifier / Grant number: ZR2014BL003

Funding source: Shandong Province Higher Educational Science and Technology Program

Award Identifier / Grant number: J14LC01

Funding source: Science Foundation of Weifang

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

  2. Research funding: National Natural Science Foundation of China (No. 21171132), the Natural Science Foundation of Shandong (ZR2014BL003), the project of Shandong Province Higher Educational Science and Technology Program (J14LC01) and Science Foundation of Weifang.

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

References

1. Bruker. SAINT and SADABS; Bruker AXS Inc.: Madison, Wisconsin, USA, 2000.Search in Google Scholar

2. 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. 2009, 42, 339–341; https://doi.org/10.1107/s0021889808042726.Search in Google Scholar

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. Brandenburg, K. DIAMOND. Visual Crystal Structure Information System. Ver. 3.2; Crystal Impact: Bonn, Germany, 2012.Search in Google Scholar

5. Senior, L., Linden, A. Coordination polymers incorporating Bi(III) and 2,4,6-pyridine tricarboxylic acid and its derivatives: synthesis, structure and topology. Polyhedron 2020, 184. 114564; https://doi.org/10.1016/j.poly.2020.114564.Search in Google Scholar

6. Dubois, R.-J., Christopher, P., Rademeyer, M., Turnbull, M.-M. Pyridine-based complexes of copper(II) chloride and bromide: ligand conformation effects on crystal structure. synthesis, structure and magnetic behavior of Cu(2–Cl-3–X′py)2X2 [X, X′ = Cl, Br]. J. Coord. Chem. 2019, 72, 1785–1809; https://doi.org/10.1080/00958972.2019.1629429.Search in Google Scholar

7. Tai, X.-S., Wang, X., Li, P.-F. Synthesis, crystal structure and luminescent property of a Cd(II) coordination polymer with a N-nicotinoylglycine ligand. Crystals 2017, 7, 33; https://doi.org/10.3390/cryst7020033.Search in Google Scholar

8. Tai, X.-S., Guo, H.-M., Guo, Q.-Q. Synthesis, crystal structure and antitumor activity of a novel Zn(II) complex with 2-(nicotinoyloxy)acetic acid ligand. Chin. J. Struct. Chem. 2018, 37, 1052–1056.Search in Google Scholar

9. Tai, X.-S., Jiang, G.-Y., Yu, Y.-T., Yao, H., Wang, A.-J. Bis(ethanol-kO)-bis(6-aminopicolinato- k2N,O)manganese(II), C16H22O6N4Mg. Z. Kristallogr. NCS 2019, 234, 289–290.10.1515/ncrs-2018-0345Search in Google Scholar

10. Tai, X.-S., Zhou, X.-J., Liu, L.-L., Cao, S.-H., Wang, L.-H. The crystal structure of diaqua-bis(6-aminopicolinato- k2N,O)manganese(II), C12H14O6N4Mg. Z. Kristallogr. NCS 2020, 235, 605–606.10.1515/ncrs-2019-0845Search in Google Scholar

Received: 2020-12-28
Accepted: 2021-01-14
Published Online: 2021-02-01
Published in Print: 2021-05-26

© 2021 Tai Xi-Shi et al., 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 bis(μ2-5-chloro-2-oxido-N-(1-oxidoethylidene)benzohydrazonato-κ5N,O,O′:N′,O′′)hexkis(pyridine-κ1N)trinickel(II) - pyridine (1/1), C63H57Cl2N13Ni3O6
  4. Crystal structure of [(μ2-succinato κ3O,O′:O′′)-bis-(5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane)]dinickel(II)] diperchlorate, dihydrate C36H82Cl2N8Ni2O15
  5. Crystal structure of catena-poly[aquabis(3-nitrobenzoato-κ2O:O′)-(μ2-pyrazine-N: N′)cadmium(II)], C18H14N4O9Cd
  6. Crystal structure of 4-(2,2-difluoroethyl)-2,4,6-trimethylisoquinoline-1,3(2H,4H)-dione, C14H15F2NO2
  7. The crystal structure of thioxanthen-9-one-10,10-dioxide, C13H8O3S – a second polymorph
  8. Crystal structure of (E)-2-((2-methoxy-3-pyridyl)methylene)-7-fluoro-3,4-dihydronaphthalen-1(2H)-one, C17H14FNO2
  9. The crystal structure of diaquahydrogen 2,5-dimethylbenzenesulphonate, C8H14O5S
  10. The crystal structure of N-(4-(cyclohexylimino)pent-2-en-2-yl)cyclohexanamine, C17H30N2
  11. The twinned crystal structure of 1,3-phenylenedimethanaminium dibromide, C8H14Br2N2
  12. Crystal structure of 2,4,7,9-tetranitro-10H-benzofuro[3,2-b]indole – dimethyl sulfoxide (1/1), C16H11N5O10S
  13. Crystal structure of 2,6-bis(2-(pyridin-3-yl)ethyl)pyrrolo[3,4-f]isoindole-1,3,5,7(2H,6H)-tetraone, C24H18N4O4
  14. The crystal structure of 3,4-dichlorobenzoic acid chloride, C7H3Cl3O
  15. Crystal structure of 1,1′-(1,4-phenylenebis(methylene))bis(pyridin-1-ium) bis(1,2-dicyanoethene-1,2-dithiolato-k2S:S)zinc(II), C26H18N6ZnS4
  16. Crystal structure of tetrakis(μ-naphthalene-1-carboxylato-κ2O,O′)bis(methanol)copper(II), C46H36Cu2O10
  17. Crystal structure of 9-methyl-3-methylene-1,2,3,9-tetrahydro-4H-carbazol-4-one, C14H13NO
  18. Crystal structure of bis(amino(carbamothioylamino)methaniminium) 3-nitrophthalate monohydrate, C12H19N9O7S2
  19. Crystal structure of 3,3′-(1,2-phenylene-bis(methylene))bis(1-ethyl-1H-imidazol-3-ium) bis(hexafluorophosphate), C18H24F12N4P2
  20. The crystal structure of 5-hydroxy-6,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one– rubrofusarin B, C16H14O5
  21. The crystal structure of bis(ethanol-kO)- bis(6-aminopicolinato-k2N,O)manganese(II), C16H22O6N4Mn
  22. The crystal structure of 3,3′-((carbonylbis(azanediyl))bis(ethane-2,1-diyl)) bis(1-methyl-1H-benzo[d]imidazol-3-ium) tetrafluoroborate monohydrate, C21H28N6O3B2F8
  23. Crystal structure of dimethanol-dichlorido-bis( μ2-2-(((1,5-dimethyl-3-oxo-2- phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato- κ4O:O,O′,N)dinickel (II), C20H24ClNiN3O4
  24. The crystal structure of methyl 5-(trifluoromethyl)-1H-pyrrole-2-carboxylate, C7H6F3NO2
  25. Crystal structure of (OC‐6‐13)‐aqua‐tris (3‐bromopyridine‐κ1N)‐bis(trifluoroacetato‐κ1O)cadmium(II) C19H14Br3CdF6N3O5
  26. Crystal structure of methyl (E)-3-(4-(2-ethoxy-2-oxoethoxy)phenyl) acrylate, C14H16O5
  27. Crystal structure of methyl 4-acetoxy-3,5-dimethoxybenzoate, C12H14O6
  28. The crystal structure of 2-(1H-benzimidazol-2-yl)-3-bromo-5-chlorophenol, C13H8BrClN2O
  29. The crystal structure of bis(μ2-5-chloro-N-(2-methyl-1-oxidopropylidene)-2-oxidobenzohydrazonate-κ5N,O,O′:N′,O′′)pentakis(pyridine-κ1N)tricopper(II), C47H45Cl2N9Cu3O6
  30. Synthesis and crystal structure of catena-poly[aqua-bis(nitrato-κ2O:O′)- (μ2-((1 H-imidazol-1-yl)methyl)benzene-κ2 N,N′)-H2O-κ2O]cadmium(II), C14H16N6O7Cd
  31. The crystal structure of pentakis(carbonyl)-{μ-[2,3-bis(sulfanyl)propan-1-olato]}-(triphenylphosphane)diiron (FeFe)C26H21Fe2O6PS2
  32. Crystal structure of ethyl-2-(3-benzoylthioureido)propanoate, C13H16N2O3S
  33. Crystal structure of 2-methoxy-4b,5,14,15-tetrahydro-6H-isoquinolino[2′,1′:1,6] pyrazino[2,3-b]quinoxaline, C19H18N4O
  34. Crystal structure of 2,2′-[ethane-1,2-diylbis(azanylylidenemethylylidene)]bis(6-chlorophenol), C16H14Cl2N2O2
  35. The crystal structure of (Z)-3-((2-(2-(2-aminophenoxy)ethoxy)phenyl)amino)-1-phenylbut-2-en-1-one, C24H24N2O3
  36. The crystal structure of 10-(3,5-di(pyridin-4-yl)phenyl)-10H-phenoxazine dihydrate, C28H23N3O3
  37. Crystal structure of poly[dipoly[aqua-di(µ2-pyrazin-2-olato-κ2N:N′) zinc(II)], C8H8N4O3Zn
  38. Crystal structure of poly[tetra(μ2-cyanido-κ2N:O)-bis(N,N-dimethylformamide-κO)-manganese(II)-platinum(II)], C10H14MnN6O2Pt
  39. The crystal structure of aqua-chlorido-6,6′-((ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(2,4-dichlorophenolato-κ4N,N′,O,O′)manganese(III), C16H12Cl5MnN2O3
  40. Crystal structure of [di(µ2-cyanido)-dicyanido-bis(dimethyl sulfoxide-κO)- bis(2,2′-(ethane-1,2-diylbis(azanylylidenemethanylylidene))diphenolato-κ4,N,N′,O,O′)- dimanganese(III)-platinum(II)], C40H40Mn2N8O6PtS2
  41. The crystal structure of (azido)-κ1N-6,6′-((cyclohexane-1,2-diylbis(azanylylidene)) bis(methanylylidene))bis(3-bromophenolato-κ4N,N,O,O)-(methanol)-manganese(III)–methanol(1/1), C22H26Br2MnN5O4
  42. Crystal structure of 7-chloro-N-(4-iodobenzyl)-1,2,3,4-tetrahydroacridin-9-amine, C20H18ClIN2
  43. Crystal structure of catena-poly[(1,4,8,11-tetraazacyclotetradecane-κ4N,N,N,N′′′)-bis(μ2-thiocyanato-κ2N:S)-bis(thiocyanato-κS)-nickel(II)palladium(II)], C14H24N8NiPdS4
  44. Crystal structure of 3-chloro-4-(4-ethylpiperazin-1-yl)aniline monohydrate, C12H20ClN3O
  45. Crystal structure of the 2D coordination polymer poly[diaqua-bis(μ2-3- methoxyisonicotinato-κ2N:O)cobalt(II)] — dimethylformamide (1/1), C20H30CoN4O10
  46. Crystal structure of 4-[(5-chloro-2-hydroxybenzylidene)amino]-3-propyl-1H-1,2,4-triazole-5(4H)-thione, C12H13ClN4OS
  47. Crystal structure of N-(5-(2-(benzyl(1-(4-methoxyphenyl)propan-2-yl)amino)-1-hydroxyethyl)-2-(benzyloxy)phenyl)formamide, C33H36N2O4
  48. Crystal structure of 3-(methoxycarbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid, C9H12O5
  49. The crystal structure of 1-((dimethylamino)(3-nitrophenyl)methyl)naphthalen-2-ol, C19H18N2O3
  50. Crystal structure of catena-poly[di(μ2-cyanido-κ2C:N)-dicyanido-tetrakis(dimethyl sulfoxide-κO)-manganese(II)-platinum(II)], C12H24MnN4O4PtS4
  51. Crystal structure of 4-amino-N-(2-pyrimidinyl)benzenesulfonamide–1,4-dioxane (1/1), C14H18N4O4S
  52. Crystal structure of bis{1-[(benzotriazol-1-yl)methyl]-1H-1,3-(2-methyl-imidazol)}di-chloridomercury(II), [Hg(C11H11N5)2Cl2], C22H22N10Cl2Hg
  53. Crystal structure of 2, 3-bis((4-methylbenzoyl)oxy) succinic acid–N, N-dimethylformamide (1/1), C23H25NO9
  54. Crystal structure of catena-poly[bis(4-(4-carboxyphenoxy)benzoato-κ1O)-μ2-(1,4-bis(1-imidazolyl)benzene-κ2N:N′)cobalt(II)], C40H28N4O10Co
  55. Crystal structure of 1H-imidazol-3-ium poly[aqua-(μ4-glutarato-κ6O,O′:O′:O′′,O′′′:O′′′)-(nitrato-κ2O,O′)strontium(II)], C8H13N3O8Sr
  56. Crystal structure of (R)-6-(benzo[b]thiophen-5-yl)-2-methyl-2,6-dihydrobenzo [5,6] silino[4,3,2-cd]indole, C23H17NSSi
  57. Crystal structure of catena-poly[bis(μ2-thiocyanato-κ2N:S)-(2-(5-methyl-1H-pyrazol-3-yl)pyridine-κ2N,N′)cadmium(II)]–dioxane (1/1), C15H17CdN5O2S2
  58. Crystal structure of poly[aqua-(μ2-1,4-bis(2′-carboxylatophenoxy)benzene-κ2O:O′)-(μ2-4,4′-bipyridione-κ2N:N′)cadmium(II)] monhydrate, C30H22CdN2O7⋅H2O
  59. Crystal structure of catena-poly[tetraaqua-(μ2-4,4′-bipyridine-k2N:N′)-bis(μ2-4′-methyl-[1,1′-biphenyl]-3,5-dicarboxylato-k4O,O′:O″,O′″)dicadmium(II)] dihydrate, C20H20NO7Cd
  60. Crystal structure of 1‐tert‐butyl‐3‐(2,6‐diisopropyl‐4‐phenoxyphenyl)‐2-methylisothiourea, C24H34N2OS
  61. Crystal structure of catena-poly[triaqua-(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)-(4,4′-(1H-1,2,4-triazole-3,5-diyl)dibenzoato-κ1O)cobalt(II)] — N,N′-dimethylformamide (1/1), C28H34N8O8Co
  62. Crystal structure of tetraaqua-bis(1,4-di(1H-imidazol-1-yl)benzene-κ1N)manganese(II) 2,3-dihydroxyterephthalate, C32H32MnN8O10
Downloaded on 15.11.2025 from https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2020-0644/html
Scroll to top button