supplementary materials


cf2198 scheme

Acta Cryst. (2008). E64, m823    [ doi:10.1107/S1600536808014074 ]

Tris[2-(propyliminomethyl)phenolato-[kappa]2N,O]cobalt(III)

S. Li, S.-B. Wang, K. Tang and Y.-F. Ma

Abstract top

The title compound, [Co(C10H12NO)3], was synthesized from cobalt(III) fluoride and 2-(propyliminomethyl)phenol in refluxing methanol. The CoIII ion is hexacoordinated by three N and three O atoms from three bidentate Schiff base ligands in an octahedral geometry.

Comment top

In recent years, Schiff base ligands have been widely used as polydentate ligands, which can coordinate to transition or rare earth ions yielding complexes with interesting properties that are useful in materials science (Church & Halvorson, 1959) and in biological systems (Okabe & Oya, 2000; Serre et al., 2005; Pocker & Fong, 1980; Scapin et al., 1997). Here we report the synthesis and X-ray crystal structure analysis of the title compound, tris(N-n-propylsalicylaldiminato)cobalt(III).

The molecular structure of the title compound is shown in Fig.1. The CoIII ion is hexacoordinated by three N and three O atoms from three bidentate Schiff base ligands, in an octahedral geometry. The Co—N and Co—O bond lengths are in the ranges 1.941 (2)–1.955 (2) and 1.8681 (19)–1.8999 (19) Å, respectively.

Related literature top

For related literature, see: Church & Halvorson (1959); Okabe & Oya (2000); Serre et al. (2005); Pocker & Fong (1980); Scapin et al. (1997).

Experimental top

A mixture of cobalt(III) fluoride (0.5 mmol) and N-n-propylsalicylaldimine (0.5 mmol) in 40 ml methanol solution was refluxed for 5 h. The filtrate from the resulting soution was allowed to evaporate at room temperature for three days. Red crystals were obtained with a yield of 21%. Anal. Calc. for C30H36CoN3O3: C 65.99, H 6.60, N 7.70%; Found: C 65.91, H 6.53, N 7.64%.

Refinement top

All H atoms were placed in calculated positions with C—H = 0.93Å and refined as riding with Uiso(H) = 1.2Ueq(carrier).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), drawn with 30% probability displacement ellipsoids for the non-hydrogen atoms.
Tris[2-(propyliminomethyl)phenolato-κ2N,O]cobalt(III) top
Crystal data top
[Co(C10H12N1O1)3]Z = 16
Mr = 545.55F000 = 4608
Tetragonal, I41/aDx = 1.264 Mg m3
Hall symbol: -I 4adMo Kα radiation
λ = 0.71073 Å
a = 19.588 (3) ÅCell parameters from 5133 reflections
b = 19.588 (3) Åθ = 1.2–25.3º
c = 29.877 (6) ŵ = 0.63 mm1
α = 90ºT = 293 (2) K
β = 90ºBlock, red
γ = 90º0.43 × 0.28 × 0.22 mm
V = 11464 (3) Å3
Data collection top
Bruker APEXII CCD
diffractometer
5133 independent reflections
Radiation source: fine-focus sealed tube3104 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.075
T = 293(2) Kθmax = 25.3º
φ and ω scansθmin = 1.2º
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 23→22
Tmin = 0.773, Tmax = 0.873k = 23→23
41404 measured reflectionsl = 35→35
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047H-atom parameters constrained
wR(F2) = 0.092  w = 1/[σ2(Fo2) + (0.0331P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max < 0.001
5133 reflectionsΔρmax = 0.29 e Å3
337 parametersΔρmin = 0.22 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Co(C10H12N1O1)3]γ = 90º
Mr = 545.55V = 11464 (3) Å3
Tetragonal, I41/aZ = 16
a = 19.588 (3) ÅMo Kα
b = 19.588 (3) ŵ = 0.63 mm1
c = 29.877 (6) ÅT = 293 (2) K
α = 90º0.43 × 0.28 × 0.22 mm
β = 90º
Data collection top
Bruker APEXII CCD
diffractometer
5133 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
3104 reflections with I > 2σ(I)
Tmin = 0.773, Tmax = 0.873Rint = 0.075
41404 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.047Δρmax = 0.29 e Å3
wR(F2) = 0.092Δρmin = 0.22 e Å3
S = 1.00Absolute structure: ?
5133 reflectionsFlack parameter: ?
337 parametersRogers parameter: ?
H-atom parameters constrained
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Co10.226327 (19)0.48151 (2)0.006993 (12)0.05600 (15)
C10.12898 (15)0.41326 (14)0.06122 (9)0.0523 (7)
C20.06948 (15)0.37334 (14)0.06292 (10)0.0618 (8)
H20.05620.34900.03760.074*
C30.03038 (16)0.36939 (16)0.10098 (12)0.0729 (9)
H30.00900.34290.10100.087*
C40.04897 (19)0.40445 (17)0.13924 (11)0.0760 (10)
H40.02200.40190.16480.091*
C50.10674 (18)0.44248 (16)0.13916 (9)0.0674 (8)
H50.12000.46480.16520.081*
C60.14739 (15)0.44903 (14)0.10029 (9)0.0547 (7)
C70.20795 (17)0.48916 (16)0.10226 (10)0.0664 (9)
H70.22250.50260.13050.080*
C80.3095 (2)0.5453 (3)0.07921 (14)0.1220 (15)
H8A0.33710.51420.09680.146*
H8B0.33310.55160.05100.146*
C90.3108 (3)0.6025 (3)0.0992 (2)0.1486 (18)
H9A0.28880.59680.12810.235*
H9B0.28320.63430.08210.235*
C100.3811 (2)0.6360 (2)0.10728 (15)0.1317 (16)
H10A0.41460.60110.11240.198*
H10B0.37860.66530.13300.198*
H10C0.39370.66230.08150.198*
C110.34024 (18)0.54969 (19)0.03344 (10)0.0704 (9)
C120.36719 (19)0.6075 (2)0.05589 (12)0.0967 (12)
H120.34050.64650.05880.116*
C130.4318 (2)0.6068 (3)0.07339 (13)0.1169 (15)
H130.44820.64530.08810.140*
C140.4726 (2)0.5506 (3)0.06963 (14)0.1170 (16)
H140.51620.55070.08190.140*
C150.44864 (19)0.4935 (3)0.04758 (13)0.1026 (13)
H150.47670.45540.04480.123*
C160.38243 (17)0.4920 (2)0.02915 (11)0.0738 (9)
C170.36155 (18)0.43177 (19)0.00564 (10)0.0754 (10)
H170.39440.39790.00250.090*
C180.29465 (17)0.35230 (18)0.03437 (11)0.0838 (10)
H18A0.26670.35850.06090.101*
H18B0.33910.33610.04400.101*
C190.2619 (2)0.29876 (19)0.00453 (14)0.1015 (12)
H19A0.25420.25800.02220.122*
H19B0.21760.31560.00500.122*
C200.3010 (2)0.2796 (2)0.03554 (17)0.1486 (18)
H20A0.30960.31950.05330.223*
H20B0.27530.24720.05280.223*
H20C0.34360.25950.02670.223*
C210.15472 (16)0.43302 (15)0.06742 (9)0.0538 (7)
C220.14576 (18)0.37797 (15)0.09769 (10)0.0669 (9)
H220.18290.35080.10530.080*
C230.0827 (2)0.36426 (17)0.11598 (10)0.0717 (9)
H230.07810.32720.13520.086*
C240.02697 (18)0.40319 (16)0.10686 (10)0.0719 (9)
H240.01490.39370.12020.086*
C250.03369 (16)0.45678 (16)0.07764 (10)0.0674 (9)
H250.00410.48380.07130.081*
C260.09572 (16)0.47160 (14)0.05731 (9)0.0554 (7)
C270.09995 (15)0.52896 (15)0.02763 (10)0.0632 (8)
H270.06360.55950.02840.076*
C280.14549 (16)0.60718 (16)0.02585 (11)0.0804 (10)
H28A0.18960.62930.02320.096*
H28B0.13960.59520.05710.096*
C290.09207 (19)0.65893 (16)0.01440 (11)0.0851 (10)
H29A0.04710.63900.01820.102*
H29B0.09700.67260.01670.102*
C300.0990 (2)0.72063 (16)0.04423 (12)0.0996 (12)
H30A0.08630.70870.07430.149*
H30B0.06960.75630.03350.149*
H30C0.14550.73620.04390.149*
N10.24463 (13)0.50871 (13)0.06881 (8)0.0667 (7)
N20.30289 (13)0.41897 (13)0.01157 (8)0.0649 (7)
N30.14848 (12)0.54281 (12)0.00012 (8)0.0595 (6)
O10.16488 (9)0.41360 (9)0.02443 (6)0.0589 (5)
O20.27882 (10)0.55441 (10)0.01683 (7)0.0712 (6)
O30.21526 (10)0.44676 (10)0.05193 (6)0.0622 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0519 (3)0.0672 (3)0.0489 (2)0.0033 (2)0.00188 (19)0.0004 (2)
C10.058 (2)0.0494 (18)0.0493 (18)0.0086 (15)0.0039 (15)0.0060 (14)
C20.065 (2)0.060 (2)0.060 (2)0.0047 (17)0.0069 (17)0.0039 (16)
C30.062 (2)0.076 (2)0.080 (2)0.0011 (18)0.0054 (19)0.020 (2)
C40.087 (3)0.082 (3)0.059 (2)0.004 (2)0.012 (2)0.0108 (19)
C50.087 (3)0.069 (2)0.0460 (19)0.009 (2)0.0033 (18)0.0024 (15)
C60.064 (2)0.0570 (19)0.0434 (17)0.0091 (16)0.0052 (15)0.0019 (14)
C70.077 (2)0.076 (2)0.0454 (18)0.0046 (19)0.0104 (17)0.0060 (17)
C80.127 (4)0.149 (4)0.089 (3)0.038 (3)0.005 (3)0.034 (3)
C90.145 (4)0.137 (4)0.164 (5)0.003 (3)0.043 (4)0.037 (3)
C100.123 (4)0.114 (3)0.158 (4)0.065 (3)0.028 (3)0.001 (3)
C110.057 (2)0.093 (3)0.061 (2)0.010 (2)0.0089 (18)0.0071 (19)
C120.067 (3)0.124 (3)0.099 (3)0.012 (2)0.004 (2)0.030 (2)
C130.075 (3)0.169 (5)0.107 (3)0.030 (3)0.002 (3)0.050 (3)
C140.065 (3)0.183 (5)0.103 (3)0.014 (3)0.017 (2)0.025 (3)
C150.060 (3)0.155 (4)0.093 (3)0.005 (3)0.002 (2)0.005 (3)
C160.052 (2)0.108 (3)0.062 (2)0.002 (2)0.0023 (17)0.001 (2)
C170.064 (2)0.095 (3)0.067 (2)0.021 (2)0.0136 (19)0.001 (2)
C180.079 (2)0.090 (3)0.082 (2)0.021 (2)0.0080 (19)0.019 (2)
C190.107 (3)0.075 (3)0.122 (3)0.013 (2)0.001 (3)0.002 (2)
C200.145 (4)0.137 (4)0.164 (5)0.003 (3)0.043 (4)0.037 (3)
C210.066 (2)0.0570 (19)0.0383 (16)0.0073 (17)0.0011 (15)0.0092 (14)
C220.089 (3)0.063 (2)0.0491 (18)0.0159 (19)0.0059 (18)0.0077 (16)
C230.103 (3)0.060 (2)0.0524 (19)0.006 (2)0.012 (2)0.0017 (15)
C240.086 (3)0.067 (2)0.063 (2)0.006 (2)0.0177 (18)0.0015 (18)
C250.069 (2)0.065 (2)0.069 (2)0.0059 (17)0.0114 (17)0.0030 (18)
C260.063 (2)0.0517 (18)0.0515 (18)0.0050 (16)0.0064 (15)0.0026 (15)
C270.057 (2)0.063 (2)0.069 (2)0.0084 (16)0.0028 (17)0.0052 (17)
C280.072 (2)0.080 (2)0.090 (2)0.006 (2)0.0137 (19)0.023 (2)
C290.102 (3)0.070 (2)0.084 (2)0.005 (2)0.005 (2)0.0036 (19)
C300.125 (3)0.063 (2)0.110 (3)0.003 (2)0.007 (2)0.019 (2)
N10.0612 (17)0.0784 (19)0.0604 (17)0.0057 (14)0.0059 (14)0.0099 (14)
N20.0602 (17)0.0818 (19)0.0527 (15)0.0094 (15)0.0065 (13)0.0049 (14)
N30.0533 (15)0.0673 (17)0.0578 (16)0.0018 (13)0.0015 (12)0.0110 (13)
O10.0628 (13)0.0681 (13)0.0459 (11)0.0031 (10)0.0027 (10)0.0061 (10)
O20.0530 (13)0.0765 (14)0.0840 (15)0.0001 (11)0.0039 (11)0.0079 (12)
O30.0566 (13)0.0831 (14)0.0468 (12)0.0152 (11)0.0020 (10)0.0057 (10)
Geometric parameters (Å, °) top
Co1—O11.8681 (19)C15—C161.409 (4)
Co1—O21.898 (2)C15—H150.930
Co1—O31.8999 (19)C16—C171.432 (4)
Co1—N21.941 (2)C17—N21.283 (4)
Co1—N31.952 (2)C17—H170.930
Co1—N11.955 (2)C18—N21.482 (4)
C1—O11.305 (3)C18—C191.519 (4)
C1—C21.405 (4)C18—H18A0.970
C1—C61.409 (4)C18—H18B0.970
C2—C31.373 (4)C19—C201.470 (5)
C2—H20.930C19—H19A0.970
C3—C41.383 (4)C19—H19B0.970
C3—H30.930C20—H20A0.960
C4—C51.355 (4)C20—H20B0.960
C4—H40.930C20—H20C0.960
C5—C61.414 (4)C21—O31.301 (3)
C5—H50.930C21—C221.418 (4)
C6—C71.424 (4)C21—C261.414 (4)
C7—N11.289 (3)C22—C231.377 (4)
C7—H70.930C22—H220.930
C8—C91.271 (5)C23—C241.359 (4)
C8—N11.492 (4)C23—H230.930
C8—H8A0.970C24—C251.372 (4)
C8—H8B0.970C24—H240.930
C9—C101.544 (6)C25—C261.389 (4)
C9—H9A0.970C25—H250.930
C9—H9B0.970C26—C271.434 (4)
C10—H10A0.960C27—N31.286 (3)
C10—H10B0.960C27—H270.930
C10—H10C0.960C28—N31.482 (3)
C11—O21.305 (3)C28—C291.497 (4)
C11—C121.418 (4)C28—H28A0.970
C11—C161.407 (4)C28—H28B0.970
C12—C131.369 (5)C29—C301.508 (4)
C12—H120.930C29—H29A0.970
C13—C141.366 (5)C29—H29B0.970
C13—H130.930C30—H30A0.960
C14—C151.380 (5)C30—H30B0.960
C14—H140.930C30—H30C0.960
O1—Co1—O2171.62 (8)N2—C17—C16127.8 (3)
O1—Co1—O385.97 (8)N2—C17—H17116.1
O2—Co1—O389.08 (9)C16—C17—H17116.1
O1—Co1—N291.64 (10)N2—C18—C19112.6 (3)
O2—Co1—N294.74 (10)N2—C18—H18A109.1
O3—Co1—N285.83 (9)C19—C18—H18A109.1
O1—Co1—N388.00 (9)N2—C18—H18B109.1
O2—Co1—N385.39 (9)C19—C18—H18B109.1
O3—Co1—N391.74 (9)H18A—C18—H18B107.8
N2—Co1—N3177.56 (10)C20—C19—C18115.7 (3)
O1—Co1—N192.80 (10)C20—C19—H19A108.3
O2—Co1—N192.85 (10)C18—C19—H19A108.3
O3—Co1—N1173.60 (9)C20—C19—H19B108.4
N2—Co1—N187.93 (10)C18—C19—H19B108.4
N3—Co1—N194.50 (10)H19A—C19—H19B107.4
O1—C1—C2118.7 (3)C19—C20—H20A109.5
O1—C1—C6123.9 (3)C19—C20—H20B109.5
C2—C1—C6117.4 (3)H20A—C20—H20B109.5
C3—C2—C1121.6 (3)C19—C20—H20C109.5
C3—C2—H2119.2H20A—C20—H20C109.5
C1—C2—H2119.2H20B—C20—H20C109.5
C4—C3—C2120.7 (3)O3—C21—C22119.8 (3)
C4—C3—H3119.7O3—C21—C26124.0 (3)
C2—C3—H3119.7C22—C21—C26116.2 (3)
C5—C4—C3119.5 (3)C23—C22—C21120.8 (3)
C5—C4—H4120.3C23—C22—H22119.6
C3—C4—H4120.3C21—C22—H22119.6
C4—C5—C6121.5 (3)C24—C23—C22122.1 (3)
C4—C5—H5119.3C24—C23—H23119.0
C6—C5—H5119.3C22—C23—H23118.9
C5—C6—C1119.4 (3)C25—C24—C23118.7 (3)
C5—C6—C7119.0 (3)C25—C24—H24120.7
C1—C6—C7121.5 (3)C23—C24—H24120.7
N1—C7—C6126.6 (3)C24—C25—C26121.5 (3)
N1—C7—H7116.7C24—C25—H25119.3
C6—C7—H7116.7C26—C25—H25119.3
C9—C8—N1122.6 (5)C25—C26—C21120.7 (3)
C9—C8—H8A106.7C25—C26—C27119.0 (3)
N1—C8—H8A106.7C21—C26—C27120.3 (3)
C9—C8—H8B106.7N3—C27—C26127.1 (3)
N1—C8—H8B106.7N3—C27—H27116.4
H8A—C8—H8B106.6C26—C27—H27116.4
C8—C9—C10117.7 (5)N3—C28—C29119.0 (3)
C8—C9—H9A107.9N3—C28—H28A107.6
C10—C9—H9A107.9C29—C28—H28A107.6
C8—C9—H9B107.9N3—C28—H28B107.6
C10—C9—H9B107.9C29—C28—H28B107.6
H9A—C9—H9B107.2H28A—C28—H28B107.0
C9—C10—H10A109.5C28—C29—C30110.2 (3)
C9—C10—H10B109.5C28—C29—H29A109.6
H10A—C10—H10B109.5C30—C29—H29A109.6
C9—C10—H10C109.5C28—C29—H29B109.6
H10A—C10—H10C109.5C30—C29—H29B109.6
H10B—C10—H10C109.5H29A—C29—H29B108.1
O2—C11—C12117.8 (3)C29—C30—H30A109.5
O2—C11—C16124.4 (3)C29—C30—H30B109.5
C12—C11—C16117.8 (3)H30A—C30—H30B109.5
C13—C12—C11121.1 (4)C29—C30—H30C109.5
C13—C12—H12119.4H30A—C30—H30C109.5
C11—C12—H12119.4H30B—C30—H30C109.5
C14—C13—C12121.1 (4)C7—N1—C8117.1 (3)
C14—C13—H13119.4C7—N1—Co1123.3 (2)
C12—C13—H13119.4C8—N1—Co1118.9 (2)
C15—C14—C13119.6 (4)C17—N2—C18117.0 (3)
C15—C14—H14120.2C17—N2—Co1122.7 (2)
C13—C14—H14120.2C18—N2—Co1120.3 (2)
C14—C15—C16121.1 (4)C27—N3—C28119.0 (2)
C14—C15—H15119.4C27—N3—Co1121.2 (2)
C16—C15—H15119.4C28—N3—Co1119.82 (19)
C15—C16—C11119.2 (4)C1—O1—Co1125.85 (17)
C15—C16—C17118.2 (4)C11—O2—Co1126.1 (2)
C11—C16—C17122.6 (3)C21—O3—Co1120.51 (17)
Acknowledgements top

The authors are grateful for financial support from the Scientific Research Foundation of Outstanding Talented Persons of Henan Province (grant No. 74200510014).

references
References top

Bruker (2001). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.

Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.

Chung, L., Rajan, K. S., Merdinger, E. & Crecz, N. (1971). Biophys. J. 11, 469-475.

Church, B. S. & Halvorson, H. (1959). Nature (London), 183, 124–125.

Okabe, N. & Oya, N. (2000). Acta Cryst. C56, 1416–1417.

Pocker, Y. & Fong, C. T. O. (1980). Biochemistry, 19, 2045–2049.

Scapin, G., Reddy, S. G., Zheng, R. & Blanchard, J. S. (1997). Biochemistry, 36, 15081–15088.

Serre, C., Marrot, J. & Ferey, G. (2005). Inorg. Chem. 44, 654–658.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.