Home Synthesis and crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl) phenolato-κ2N,O}cobalt(II) — ethanol (1/1), C34H36CoN4O5
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Synthesis and crystal structure of bis{2-((E)-((4-((E)-1-(methoxyimino)ethyl)phenyl)imino)methyl) phenolato-κ2N,O}cobalt(II) — ethanol (1/1), C34H36CoN4O5

  • Yu-Hua Yang , Zhi-Li Wei , Yi-Zheng Li , Ji-Xing Zhao and Wen-Kui Dong EMAIL logo
Published/Copyright: February 4, 2019

Abstract

C34H36CoN4O5, triclinic, P1̅ (no. 2), a = 8.7040(5) Å, b = 12.7375(9) Å, c = 14.2626(9) Å, α = 99.054(2)°, β = 95.727(2)°, γ = 92.477(2)° V = 1550.96(17) Å3, Z = 2, Rgt(F) = 0.0554, wRref(F2) = 0.1369, T = 296(2) K.

CCDC no.: 1875939

The asymmetric unit of the title crystal structure is shown in the figure (The disorder isn’t shown for clarity.). 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:Yellow
Size:0.28 × 0.28 × 0.26 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:0.60 mm−1
Diffractometer, scan mode:Bruker APEX-II CCD, φ and ω
θmax, completeness:26.5°, 99%
N(hkl)measured, N(hkl)unique, Rint:9989, 6366, 0.031
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4614
N(param)refined:424
Programs:Bruker [1], Olex2 [2], SHELX [3]
Table 2:

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

AtomxyzUiso*/Ueq
Co10.85818(5)0.47804(4)0.29908(3)0.02922(14)
O10.7061(3)0.58043(18)0.31753(15)0.0393(6)
O20.1876(3)−0.0786(2)0.1251(2)0.0546(7)
O31.0626(3)0.52369(19)0.27987(16)0.0392(6)
O41.3037(3)−0.04295(19)0.57759(16)0.0417(6)
O5a0.8805(12)0.7104(6)0.1958(6)0.072(4)
H5Aa0.8443000.6610720.2189900.108*
O5Ab0.6575(7)0.6943(4)0.1746(3)0.078(2)
H5AAb0.6793490.6523360.2112930.117*
N10.8463(3)0.4229(2)0.42139(17)0.0271(6)
N21.2128(3)0.0449(2)0.56962(19)0.0326(7)
N30.8172(3)0.3771(2)0.17564(18)0.0299(6)
N40.3205(4)−0.0102(2)0.1339(2)0.0445(8)
C10.6527(4)0.6144(3)0.4001(2)0.0312(7)
C20.5574(4)0.7019(3)0.4060(3)0.0362(8)
H20.5352370.7342080.3525100.043*
C30.4970(4)0.7399(3)0.4891(3)0.0384(9)
H30.4339700.7971610.4909640.046*
C40.5287(4)0.6943(3)0.5699(3)0.0455(10)
H40.4885140.7211130.6262640.055*
C50.6202(4)0.6089(3)0.5664(3)0.0449(10)
H50.6404870.5777390.6206990.054*
C60.6842(4)0.5674(3)0.4819(2)0.0326(8)
C70.7738(4)0.4757(3)0.4881(2)0.0344(8)
H70.7810510.4512990.5464030.041*
C80.9267(4)0.3316(3)0.4411(2)0.0290(7)
C90.9396(4)0.2954(3)0.5275(2)0.0311(7)
H90.8906060.3300360.5776330.037*
C101.0239(4)0.2088(3)0.5409(2)0.0345(8)
H101.0314060.1868110.6002820.041*
C111.0983(4)0.1532(2)0.4678(2)0.0286(7)
C121.0849(5)0.1903(3)0.3824(2)0.0546(12)
H121.1340000.1558210.3322620.066*
C131.0008(5)0.2771(3)0.3682(3)0.0577(13)
H130.9938850.2993000.3088950.069*
C141.1919(4)0.0616(3)0.4834(2)0.0300(7)
C151.2568(5)−0.0035(3)0.4010(3)0.0543(12)
H15A1.3467860.0339400.3858710.081*
H15B1.180373−0.0154850.3464640.081*
H15C1.284760−0.0707000.4180130.081*
C161.3231(5)−0.0554(3)0.6758(3)0.0570(12)
H16A1.376426−0.1187400.6822090.085*
H16B1.223574−0.0610710.6987170.085*
H16C1.3824610.0052620.7124770.085*
C171.1256(4)0.5057(2)0.1994(2)0.0321(8)
C181.2677(4)0.5598(3)0.1934(3)0.0421(9)
H181.3142750.6064530.2463650.051*
C191.3393(5)0.5452(3)0.1110(3)0.0467(10)
H191.4323990.5829690.1088430.056*
C201.2746(5)0.4747(3)0.0308(3)0.0485(11)
H201.3241670.464805−0.0244540.058*
C211.1375(4)0.4202(3)0.0344(2)0.0414(9)
H211.0950970.372634−0.0190570.050*
C221.0573(4)0.4337(3)0.1169(2)0.0326(8)
C230.9133(4)0.3742(3)0.1112(2)0.0326(8)
H230.8844710.3277190.0544330.039*
C240.6848(4)0.3044(3)0.1574(2)0.0311(8)
C250.6911(4)0.1977(3)0.1164(2)0.0353(8)
H250.7835010.1729620.0965380.042*
C260.5622(4)0.1290(3)0.1051(2)0.0387(9)
H260.5690660.0583500.0778110.046*
C270.4207(4)0.1628(3)0.1336(2)0.0329(8)
C280.4151(4)0.2704(3)0.1723(2)0.0371(8)
H280.3217890.2959160.1896740.044*
C290.5443(4)0.3393(3)0.1852(2)0.0351(8)
H290.5377040.4099290.2126980.042*
C300.2862(4)0.0860(3)0.1260(2)0.0381(8)
C310.1227(4)0.1191(3)0.1121(3)0.0473(10)
H31A0.0748800.0858400.0504070.071*
H31B0.1234900.1951010.1163210.071*
H31C0.0655410.0975290.1607330.071*
C320.2366(6)−0.1795(3)0.1460(3)0.0611(12)
H32A0.310239−0.2055770.1034860.092*
H32B0.148699−0.2295060.1378500.092*
H32C0.283727−0.1708250.2107920.092*
C330.7772(7)0.7827(5)0.1905(3)0.0923(19)
H33Aa0.7365280.7885140.2518370.111*
H33Ba0.8407150.8479280.1936990.111*
H33Cb0.7706170.8269820.2516540.111*
H33Db0.8790200.7546030.1911750.111*
C34Ab0.7541(10)0.8458(5)0.1145(4)0.054(2)
H34Ab0.8400430.8968650.1191220.081*
H34Bb0.6604860.8824100.1202210.081*
H34Cb0.7463850.7999160.0537560.081*
C34a0.6452(14)0.7978(11)0.1273(9)0.061(4)
H34Da0.6593200.8643290.1047210.092*
H34Ea0.5546300.7984530.1605550.092*
H34Fa0.6329380.7406640.0739440.092*
  1. aOccupancy: 0.354(6), bOccupancy: 0.646(6).

Source of material

All solvents and other reagents were of analytical grade. The ligand 4-amino acetophenone methoxy oxime (HL) was synthesized in accordance with a similar method reported earlier [4]. To a stirring solution of HL (268.32 mg, 1 mmol) in chloroform (3 mL) was added cobalt acetate tetrahydrate (249.08 mg, 1 mmol) in ethanol (2 mL). Afterwards the mixture was stirred for about 10 min at room temperature. The mixture was filtered and the filtrate was allowed to stand at room temperature for about 1 week. The solvent was partially evaporated and clear light yellow single crystals were obtained. Elemental analysis − Anal. Calcd. for C34H36CoN4O5: C, 63.85%; H, 5.67%; N, 8.76%; Co, 9.21%. Found: C, 63.96%; H, 5.74%; N, 8.69%; Co, 9.03%.

Experimental details

Hydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms. A part of the complex appeard to be disordered (Table 2).

Comment

As we know, oxime-type ligands with interesting properties have been widely studied for many decades [5], [6] , and their metal complexes have been playing an important part in the development of modern coordination chemistry, because they could be used as supramolecular tectons [7], [8], [9], [10], in the electrochemistry fields [11], as magnetic materials [12], [13], in the area of molecular recognition [14], [15]. Such complexes may have biological activities [16], [17], and optical properties [18], [19], and so on.

The title complex is built up by the C34H36CoN4O5 and ethanol molecules, in which all bond lengths are within the normal ranges (cf. the figure) [4]. Each Co1 is four-coordinated by two O atoms and two N atoms from two deprotonated ligand L-ligands. There are strong intermolecular O5A-H5AA⋯O1, C3—H3⋯O4, hydrogen bonds involving the ethanol molecule too.

References

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Received: 2018-10-31
Accepted: 2018-12-17
Published Online: 2019-02-04
Published in Print: 2019-03-26

©2019 Yu-Hua Yang et al., published by De Gruyter, Berlin/Boston

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

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  47. Crystal structure of bis(5-methoxy-2-(((2-oxidoethyl)imino)methyl)phenolate-κ3O,N,O′)manganes(IV), C20H22N2O6Mn
  48. Crystal structure of tetramethylammonium (2-(3-ethoxy-2-oxidobenzylidene)-1-(2-hydroxybenzoyl)hydrazin-1-ido-κ3N,N′,O)cobalt(III), C36H40N5O8Co
  49. Crystal structure of 6-cyclohexyl-6,7-dihydrodibenzo[c,f][1,5]azabismocin-12(5H)-yl nitrate, C20H23O3N2Bi
  50. Crystal structure of (E)-N-((2S,3S,4R,10R,13S, 17S)-17-(1-(dimethylamino) ethyl)-2,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-2-methylbut-2-enamide, C24H48N2O3
  51. Crystal structure of (E)-2-((4-chlorophenyl)(phenyl)methylene)hydrazine-1-carbothioamide, C14H12ClN3S
  52. Crystal structure of 1-benzyl-3-cyano-6-phenyl-1,2-dihydropyridine, C19H16N2
  53. Isolation and crystal structure of 4-((2-(methoxycarbonyl)phenyl)amino)-2-methyl-4-oxobutanoic acid from Delphinium Grandiflorum, C13H15N1O5
  54. Crystal structure of tetraqua-bis(4-(hydroxymethyl)benzoato-κO)nickel(II), C16H22O10Ni
  55. Crystal structure of ajacisine D monohydrate, C30H44N2O9
  56. The crystal structure of (E)-4-(1-(2-aminophenylimino)ethyl)benzene-1,3-diol, C14H14N2O2
  57. Crystal structure of poly[(μ4-(4H-1,2,4-triazol-4-yl)phenyl)acetato-κ4N,N′,O,O′)(formiato-κ1O)cobalt(II)], C11H9CoN3O4
  58. The crystal structure of bis tetrabutylammonium bis(μ3-2,2,2-tri(hydroxymethyl)ethyl-4-((3-methoxy-3-oxopropyl)amino)-4-oxobutanoato)-(μ6-oxido)-hexakis(μ2-oxido)-hexaoxido-hexavanadium(V), C58H112N4O29V6
  59. Crystal structure of (N-benzylpropane-1,3-diamine-κ2N, N′)(2,2′-bipyridine-κ2N,N′)platinum(II) chloride, C20H24Cl2N4Pt
  60. Crystal structure of 5-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)-N-phenyl-2-amine, C23H16ClN5O
  61. Crystal structure of poly-[(μ2(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N: O:O′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C18H14CuN4O6S
  62. Crystal structure of poly-[(μ2-(carboxylatomethyl)((3-nitrophenyl)sulfonyl)amido-κ3N:O:O′)(μ2-4,4′-bipyridine-κ2N:N′) nickel(II)], C18H14NiN4O6S
  63. Crystal structure of N-((3R,10S,13S,17S)-17-((S)-1-(dimethylamino)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)-N-methylbenzamide, C31H48N2O
  64. The crystal structure of dichloroido(1,3-bis(2,6-dimethyl-phenyl)-1H-3l4-imidazol-2-yl)(2-methyl-4,5-dihydrooxazol-κN)palladium(IV)-water (1/1), C23H29Cl2N3O2Pd
  65. Crystal structure of catena-poly[dibromido-{μ2-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1,2-dihydro-3H-pyrazol-3-one-κ2N:O}zinc(II)], C34H32Br4N8O2Zn2
  66. Crystal structure of diaqua-dichlorido-bis(μ2-2-(((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)methyl)phenolato-κ4O:O,N,O′)dicobalt(II), C36H36Cl2N6O6Co2
  67. Crystal structure of catena-poly[diaqua-(μ2-1,2-bis(4-pyridinyl)ethyane-κ2N:N′)-(μ2–pyridazine-4,5-dicarboxylato-κ2O:O′)]dizinc(II) dihydrate, C12H12ZnN3O6
  68. The crystal structure of 2-(4-chloro-2,6-dinitrophenyl)-1-(4-chloro)diazene oxide, C12H6Cl2N4O5
  69. Crystal structure of 2-isopropylthioxanthone, C16H14OS
  70. Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2
  71. Crystal structure of 4,4-dimethyl-2-(trifluoromethyl)-4,5-dihydro-1H-imidazole, C6H9F3N2
  72. Crystal structure of N-methylanilinium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate monohydrate, C22H21NO8S
  73. Crystal structure of methyl 4-acetoxybenzoate, C10H10O4
  74. Crystal structure of catena-poly[(bis(μ-1,1′-[(5-methoxy-2,4,6-trimethyl-1,3-phenylene)bis(methylene)]bis(1H-1,2,4-triazole)-κ2N:N′)-bis(isothiocyanato-κN)manganese(II)], C34H40MnN14O2S2
  75. Crystal structure of N-(2-methylphenyl)(propan-2-yloxy)carbothioamide, C11H15NOS
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