Startseite The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
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The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn

  • Zhang Hua-Xiang und Tai Xi-Shi ORCID logo EMAIL logo
Veröffentlicht/Copyright: 25. Mai 2022

Abstract

C36H26N4O5Mn, orthorhombic, P212121 (no. 19), a = 10.7134(7) Å, b = 10.7573(10) Å, c = 26.6304(18) Å, β = 90°, V = 3069.1(4) Å3, Z = 4, R gt (F) = 0.0454, wR ref (F2) = 0.0890, T = 220 K.

CCDC no.: 2172230

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: Yellow block
Size: 0.14 × 0.12 × 0.10 mm
Wavelength: Mo Kα radiation (0.71073 Å)
μ: 0.48 mm−1
Diffractometer, scan mode: SuperNova, ω
θmax, completeness: 29.6°, >99%
N(hkl)measured, N(hkl)unique, Rint: 10781, 6672, 0.028
Criterion for Iobs, N(hkl)gt: Iobs > 2 σ(Iobs), 5530
N(param)refined: 418
Programs: Bruker [1], Olex2 [2], SHELX [3], CrysAlisPRO [4]
Table 2:

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

Atom x y z Uiso*/Ueq
Mn1 0.30189 (4) 0.82269 (5) 0.65684 (2) 0.02649 (13)
O1 0.2121 (2) 0.8576 (2) 0.80707 (8) 0.0358 (6)
O2 0.3116 (2) 0.8189 (2) 0.73585 (8) 0.0364 (6)
O3 0.1462 (2) 0.7091 (2) 0.64264 (10) 0.0362 (6)
O4 0.0740 (2) 0.5211 (3) 0.62318 (10) 0.0395 (7)
N1 0.1599 (2) 0.9706 (3) 0.68408 (10) 0.0270 (7)
N2 0.4631 (2) 0.9553 (3) 0.64808 (10) 0.0284 (6)
N3 0.3503 (3) 0.8301 (3) 0.57309 (10) 0.0294 (6)
N4 0.3820 (2) 0.6182 (3) 0.65208 (11) 0.0258 (6)
C1 0.1049 (4) 1.0566 (3) 0.60280 (14) 0.0348 (9)
C2 0.2145 (4) 1.1038 (3) 0.58413 (16) 0.0419 (10)
H2 0.276840 1.128244 0.606341 0.050*
C3 0.5257 (3) 0.4503 (4) 0.63966 (17) 0.0490 (12)
H3 0.607187 0.420608 0.641024 0.059*
C4 0.1427 (5) 1.0803 (5) 0.50008 (19) 0.0694 (15)
H4 0.155280 1.087444 0.465652 0.083*
C5 0.0319 (6) 1.0340 (6) 0.51815 (19) 0.0870 (19)
H5 −0.030485 1.010132 0.495845 0.104*
C6 0.0124 (5) 1.0224 (5) 0.56969 (17) 0.0647 (14)
H6 −0.063026 0.991670 0.581708 0.078*
C7 0.0840 (3) 1.0469 (3) 0.65809 (14) 0.0310 (8)
C8 −0.0098 (4) 1.1144 (4) 0.68097 (16) 0.0402 (10)
H8 −0.060713 1.166650 0.662132 0.048*
C9 −0.0271 (4) 1.1033 (4) 0.73234 (16) 0.0444 (10)
H9 −0.089470 1.148257 0.748493 0.053*
C10 0.0495 (3) 1.0247 (3) 0.75909 (13) 0.0334 (9)
H10 0.039071 1.014665 0.793525 0.040*
C11 0.1419 (3) 0.9612 (3) 0.73386 (13) 0.0270 (8)
C12 0.2278 (3) 0.8726 (3) 0.76188 (13) 0.0263 (8)
C13 0.1581 (3) 0.5939 (3) 0.63443 (12) 0.0280 (8)
C14 0.2904 (3) 0.5408 (3) 0.63719 (12) 0.0290 (8)
C15 0.3102 (4) 0.4191 (4) 0.62305 (16) 0.0451 (10)
H15 0.244343 0.368666 0.612915 0.054*
C16 0.4307 (4) 0.3744 (4) 0.6244 (2) 0.0610 (14)
H16 0.447353 0.292831 0.614968 0.073*
C17 0.2344 (5) 1.1161 (4) 0.53282 (18) 0.0555 (13)
H17 0.309313 1.148146 0.520834 0.067*
C18 0.4994 (3) 0.5726 (3) 0.65314 (14) 0.0295 (8)
C19 0.6023 (3) 0.6560 (3) 0.67063 (13) 0.0301 (8)
C20 0.7157 (3) 0.6574 (4) 0.64465 (14) 0.0404 (9)
H20 0.725321 0.608529 0.616106 0.048*
C21 0.8123 (3) 0.7298 (4) 0.66076 (18) 0.0513 (11)
H21 0.886654 0.731561 0.642727 0.062*
C22 0.8001 (4) 0.8005 (4) 0.70372 (17) 0.0511 (11)
H22 0.866154 0.849428 0.714766 0.061*
C23 0.6894 (4) 0.7983 (4) 0.73027 (16) 0.0484 (10)
H23 0.681330 0.844853 0.759518 0.058*
C24 0.5907 (3) 0.7270 (3) 0.71337 (14) 0.0356 (9)
H24 0.515857 0.727031 0.731027 0.043*
C25 0.2934 (4) 0.7708 (3) 0.53626 (13) 0.0393 (9)
H25 0.223646 0.723204 0.544077 0.047*
C26 0.3319 (4) 0.7755 (4) 0.48631 (14) 0.0461 (11)
H26 0.290085 0.729981 0.461837 0.055*
C27 0.4322 (4) 0.8482 (4) 0.47378 (14) 0.0401 (10)
H27 0.458916 0.853085 0.440611 0.048*
C28 0.4943 (3) 0.9150 (3) 0.51146 (13) 0.0314 (8)
C29 0.4506 (3) 0.9017 (3) 0.56105 (13) 0.0258 (7)
C30 0.5093 (3) 0.9703 (3) 0.60086 (13) 0.0254 (7)
C31 0.6088 (3) 1.0511 (3) 0.59010 (15) 0.0310 (8)
C32 0.6504 (3) 1.0625 (4) 0.53906 (16) 0.0403 (10)
H32 0.716232 1.115766 0.531593 0.048*
C33 0.5959 (3) 0.9975 (4) 0.50173 (15) 0.0386 (10)
H33 0.624942 1.006544 0.469032 0.046*
C34 0.6598 (3) 1.1191 (3) 0.62982 (15) 0.0374 (9)
H34 0.725877 1.173359 0.624115 0.045*
C35 0.6123 (4) 1.1055 (4) 0.67693 (16) 0.0414 (10)
H35 0.644718 1.150974 0.703624 0.050*
C36 0.5135 (3) 1.0217 (4) 0.68455 (14) 0.0372 (9)
H36 0.482033 1.012570 0.716885 0.045*
O5 0.1350 (3) 0.8637 (3) 0.90596 (11) 0.0610 (9)
H5A 0.067930 0.905822 0.906289 0.092*
H5B 0.159817 0.867308 0.875659 0.092*

Source of material

The title complex was synthesized according to literature [5] method. Ten milliliter aqueous solution of 0.5 mmol ligand (6-phenylpyridine-2-carboxylic acid, 199.2 mg) and 0.5 mmol NaOH (20 mg) was added to 15 mL ethanol solution of 0.25 mmol Mn(O2CMe)2·4H2O (0.0612 mg) with molar ratio 2:1 (L:M). Then 5 mL of an ethanol solution of 0.25 mmol 1,10-phenanthroline monohydrate (45 mg) was added. The mixture was stirred at 75 °C for 4 h, cooled to room temperature, and continued to stir for 3 h, then filtered. After the filtrate was resting for 16 days, yellow crystals of the title complex were obtained in yield 68%. Anal. Calcd. for C36H26N4O5Mn: C, 66.51; H, 4.00; N, 8.62. Found: C, 66.76; H, 4.39; N, 8.37.

Experimental details

The hydrogen atoms were positioned geometrically (C–H = 0.93 Å and O–H = 0.85 Å). Their U iso values were set to 1.2Ueq or 1.5U eq of the parent atoms. The Flack parameter (0.006(12)) was determined using 1814 quotients [2].

Comment

The preparation and characterization of metal complexes is part of our active area of research [6]. For example, metal complexes can generate 1D, 2D, or 3D supermolecular structures [7], and show potential applications such as anticancer agents [8], antibacterial activities [9], molecular magnets [10], catalytic activities [11]. According to the investigations of our research group, 6-phenylpyridine-2-carboxylate is an excellent bidentate ligand, up to now, its Co(II), Cu(II), Zn(II) and Pb(II) complexes have been synthesized and structural characterized [5, 12], [13], [14], [15].

In this paper, we have also synthesized an characterized another metal complex, (1,10-phenantroline- κ 2 N , N )-bis(6-phenylpyridine-2- carboxylato- κ 2 N , O )manganese(II)]monohydrate (1) using 6-phenylpyridine-2-carboxylic acid, Mn(O2CMe)2·4H2O, 1,10- phenantroline and NaOH as the raw material. The structural analysis of 1 indicates that it crystallizes in the space group P212121. The molecular structure of 1 is shown in the Figure. 1 is composed of a Mn(II) ion, two bidentate 6-phenylpyridine-2-carboxylate ligands, one 1,10-phenantroline ligand, and one lattice water molecule. The Mn(II) is six-coordinated by two 6-phenylpyridine-2-carboxylate ligands connected to Mn(II) in a bidentate coordinating fashion by two pyridine nitrogen atoms (N1 and N4) and two oxygen atoms (O2 and O3) of carboxylate groups, as well as two nitrogen atoms (N2 and N3) of one 1,10-phenantroline ligand. The coordination geometry of Mn(II) is distorted octahedral. The bond angle of O2–Mn1–N3 is 164.07(10)° and the summation of bond angles (N1–Mn1–N2,95.78(10)°, N4–Mn1–N2,107.79(10)°, N4–Mn1–O3, 74.77(9)° and N1–Mn1–O3,86.26(9)°) is 364.6°, showing that MnN1N2N4O3 located on the equatorial plane and O2N3 are in the axial position. The hydrogen bonds (O5–H5A⃛O4 and O5–H5A⃛O1) between the water molecules and oxygen atoms of the 6-phenylpyridine-2-carboxylate ligands play an important role in the formation of 3D network structure of the complexes.


Corresponding author: Tai Xi-Shi, College of Chemistry and Chemical Engineering, Weifang University, Weifang, Shandong 261061, 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: Project of Shandong Province Higher Educational Science and Technology Program

Award Identifier / Grant number: J14LC01

Funding source: Science Foundation of Weifang

Award Identifier / Grant number: 2020ZJ1054

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

  2. Research funding: This project was supported by the 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 (2020ZJ1054).

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

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Received: 2022-04-02
Accepted: 2022-05-12
Published Online: 2022-05-25
Published in Print: 2022-08-26

© 2022 Zhang Hua-Xiang and Tai Xi-Shi, published by De Gruyter, Berlin/Boston

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

Artikel in diesem Heft

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  2. New Crystal Structures
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  10. Crystal structure of the dihydrate of tetraethylammonium 1,3,5-thiadiazole-5-amido-2-carbamate, C11H27N5O4S
  11. Crystal structure of (Z)-4-[(p-tolylamino)(furan-2-yl)methylene]-3-phenyl-1-1-p-tolyl-1H-phenyl-1H-pyrazol-5(4H)-one, C28H23N3O2
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  17. The crystal structure of N-cyclopentyl-3-hydroxy-4-methoxybenzamide, C13H17NO3
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  19. Crystal structure of 1H-1,2,3-Triazolo[4,5-b]-pyridin-4-ium nitrate, C5H5N5O3
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  23. The crystal structure of ammonium (E)-4-((4-carboxyphenyl)diazenyl)benzoate, C14H13N3O4
  24. Crystal structure of bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane sulfate, C5H10N8O4S
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  32. The crystal structure of 1H-benzimidazole-2-carboxamide, C8H7N3O
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  36. Crystal structure of 1,2-bis(4,5-dinitro-1H-imidazol-1-yl)ethane, C8H6N8O8
  37. The crystal structure of diaqua-bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)manganese(II), C14H12N6O6Mn
  38. The crystal structure of catena-poly[aqua-2,2′bipyridine-κ2N,N′-(μ2-5-ethoxyisophthalato-κ 4O,O:Oʺ,O′ʺ)cadmium(II)] monohydrate, C20H20CdN2O7
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  41. The crystal structure of (2,2′-bipyridine-κ2N,N′)- bis(6-phenylpyridine-2-carboxylate-κ2N,O)manganese(II)] monohydrate, C34H26N4O5Mn
  42. Crystal structure of the cocrystal 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane ─ 2,3-dihydroindole (1/1), C12H17N9O8
  43. Crystal structure of 3-acetyl-6-hydroxy-2H-chromen-2-one monohydrate, C11H10O5
  44. Crystal structure of 6,9-diamino-2-ethoxyacridinium 3,5-dinitrobenozate — dimethylsulfoxide — water (1/1/1), C24H27N5O9S
  45. The crystal structure of 4,4′-bipyridinium bis-(2-hydroxy-3-methoxybenzoate), 2(C8H7.68O4)·C10H8.64N2
  46. Crystal structure of (Z)-4-(((4-fluorophenyl)amino)(furan-2-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
  47. The crystal structure of bis(4-chloro-2-(((2-chloroethyl)imino)methyl)phenolato-κ2N,O)-oxidovanadium(IV), C18H16Cl4N2O3V
  48. The crystal structure of 17-(bromoethynyl)-17-hydroxy-10, 13-dimethyl- 1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one, C21H27BrO2
  49. The crystal structure of 4-((6-fluoropyridin-2-yloxy)methyl)benzonitrile, C13H9FN2O
  50. Crystal structure of (Z)-2-(1-bromo-2-phenylvinyl)-5-ethyl-2-methyl-1,3-dioxane-5-carboxylic acid, C15H17Br1O4
  51. Crystal structure of catena-poly[tribenzyl-κ1C-(μ2-6-oxidopyridin-1-ium-3-carboxylato-κ2O:O’)tin(IV)-dichloromethane-methanol (1/1/1), C29H31Cl2NO4Sn
  52. Crystal structure of bis{2-(tert-butyl)-6-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl)phenolato-κ2N,O}zinc(II), C40H46N4O4Zn
  53. Crystal structure of diaqua-bis(μ2-2-carboxy-3,4,5,6-tetrafluorobenzoato-κ2O:O′)-bis(phenanthroline-κ2N,N′)-bis(μ2-3,4,5,6-tetrafluorophthalato-κ3O:O,O′)dieuropium(III) – phenanthroline (1/2), C40H19EuF8N4O9
  54. The crystal structure of diaqua-bis(6-phenylpyridine-2-carboxylato-κ2N,O) manganese(II) — water — dimethylformamide (1/2/1), C27H31N3O9Mn
  55. The crystal structure of bis(pyrazolo[1,5-a]pyrimidine-3-carboxylato-κ2N,O)-copper(ii), C14H8N6O4Cu
  56. Crystal structure of poly[(μ2-1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene-κ2N:N′)-(μ3-pyridazine-4,5-dicarboxylate-κ3O:O′:N)]copper(II) hydrate, C19H16CuN6O5
  57. Crystal structure of acrinidinium tetrafluorohydrogenphthalate, C21H11F4NO4
  58. Crystal structure of 2-(1H-pyrazol-3-yl-κN)pyridine-κN-bis(2-(2,4-difluorophenyl)pyridinato-κ2C,N)iridium(III) sesquihydrate, C30H18F4IrN5·1.5[H2O]
  59. Crystal structure of 2-(2-hydroxy-5-nitrophenyl)-5-methyl-1,3-dioxane-5-carboxylic acid, C12H13N1O7
  60. The crystal structure of 1,2-bis(pyridinium-4-yl)ethane diperchlorate, C12H14N2·2ClO4 – a second polymorph
  61. The crystal structure of [(1,10-phenantroline-κ2N,N′)-bis(6-phenylpyridine-2-carboxylato-κ2N,O)manganese(II)] monohydrate, C36H26N4O5Mn
  62. Crystal structure of 1,2-bis(2,2,3,3,5,5,5-heptamethyl-1,1,4,4- tetrakis(trimethylsilyl)pentasilan-1-yl)ditellane, C38H114Si18Te2
  63. Crystal structure of 1,2-bis(2,4-dinitro-1H-imidazol-1-yl)ethane – dimethylformamide (1/1), C11H13N9O9
  64. Crystal structure of (Z)-3-((tert-butylamino) methylene)-2-(2-hydroxynaphthalen-1-yl) chroman-4-one, C24H23NO3
  65. Synthesis and crystal structure of (E)-1-(4-(((E)-3-(tert-butyl)-2-hydroxybenzylidene)amino)phenyl)ethan-1-one O-ethyl oxime, C21H26N2O2
  66. Crystal structure of the double salt bis(5-amino-1,2,4-triazol-4-ium-3-yl)methane hydrogen oxalate hemioxalate, C8H11N8O6
  67. Hydrothermal synthesis and crystal structure of catena-poly[diaqua-bis(μ2-4-[(4-pyridinylmethyl)amino]benzoato-κ2N:O)cobalt(II)]–1,2bi(4-pyridyl)ethene–water (1/1/1), C50H50N8O8Co
  68. Crystal structure of 3-(3-bromophenyl)-1′,3′-dimethyl-2′H,3H,4H-spiro[furo[3, 2-c]chromene-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H) tetraone, C22H15BrN2O6
  69. The crystal structure of poly[aqua-(μ2-4,4′- bis(imidazolyl)biphenyl-κ2N:N′)-(μ2-3-nitrobenzene-1,2-dicarboxylato-κ2O:O′)]copper (II) hydrate, C26H21N5O8Cu
  70. The crystal structure of bis(4-(6-carboxy-8-ethyl-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2- yl)piperazin-1-ium) adipate tetrahydrate, C36H52F2N8O14
  71. Synthesis and crystal structure of poly[aqua(μ4-(1R,2S,4R)-4-hydroxy-1-((7-hydroxy-3-(4-hydroxy-3-sulfonatophenyl)-4-oxo-4H-chromen-8-yl)methyl)pyrrolidin-1-ium-2-carboxylate-κ4O:O′:O″:O‴)sodium(I)] monohydrate, C21H22NNaO12S
  72. Crystal structure of chlorido-(η6-toluene)(2,2′-bipyridine-κ2N,N′)ruthenium(II) hexafluorophosphate, C17H16ClN2RuPF6
  73. The crystal structure of (R)-6-hydroxy-8-methoxy-3-methylisochroman-1-one, C11H12O4
  74. Crystal structure of catena-poly[(5,5,7,12,12,14-hexamethyl -1,4,8,11-tetraazacyclotetradecane- κ4N,N′,Nʺ,N‴)nickel(II)-(μ2-perchlorato-κ2O:O′)] 3,5-dicarboxybenzoate – methanol (1/2), C27H49ClN4NiO12
  75. The crystal structure of 4-(chloromethyl)benzonitrile, C8H6ClN
  76. The crystal structure of dimethylammonium 8-[(7,9-dioxo-6,10-dioxaspiro[4.5]decan-8-ylidene)methyl]-9-oxo-6,10-dioxaspiro[4.5]dec-7-en-7-olate, C19H25NO8
  77. Crystal structure of (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((1-acetyl-5-bromo-4-chloro-1H-indol-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate hemihydrate C24H25BrClNO11
  78. The crystal structure of the co-crystal tetrakis[2-(tris(4-methoxyphenyl)stannyl)ethyl]silane – tetrahydrofuran – toluene – tetrahydrofurane (1/1/1), C103H116O13SiSn4
  79. Crystal structure of methyl 3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propanoate, C16H13NO4
  80. Crystal structure of ethyl (Z)-3-amino-2-cyano-3-(2-oxo-2H-chromen-3-yl)acrylate, C15H12N2O4
  81. Crystal structure of methyl 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetate, C15H11NO4
  82. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(1H-imidazol-1-yl)propane-κ2N:N′)cobalt(II)] tetrafluoroterephthalate, C26H28N8O6F4Co
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2022-0164/html
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