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metal-organic compounds
Bis(1H-pyrazole-κN2)bis(2,4,6-triisopropylbenzoato-κO)cobalt(II)
aChemisches Institut der Otto-von-Guericke-Universität, Universitätsplatz 2, D-39116 Magdeburg, Germany
*Correspondence e-mail: frank.edelmann@ovgu.de
The title compound, [Co(C16H23O2)2(C3H4N2)2] or (C3H4N2)2Co(O2CC6H2iPr3-2,4,6), is a rare example of a tetracoordinate cobalt(II) carboxylate stabilized by ancillary N-heterocyclic ligands. The Co(II) ion resides on a crystallographic twofold axis so that the comprises one half-molecule. Due to the steric bulk of the 2,4,6-triisopropylphenyl substituents, the carboxylate ligands are both coordinated in a monodentate fashion despite the low The coordination geometry around the central Co(II) ion is distorted tetrahedral with angles at Co ranging from 92.27 (18)° to 121.08 (14)°.
Related literature
For cobalt(II) carboxylate complexes containing N-coordinated heterocyclic ligands, see: Manhas et al. (1975); Catterick & Thornton (1976
); Kumar & Gandotra (1980a
,b
); Kumar & Bajju (1999
); Ju et al. (2006
); Karmakar et al. (2007
). Normally the carboxylate anions are either bidentate or bridging. For an exception in which the benzoate ligands are coordinated in a monodentate fashion, see: Hökelek & Necefouğlu (1999
). Interesting supramolecular structures have also been reported, see: Boldog et al. (2001
).
Experimental
Crystal data
|
Data collection: DIF4 (Stoe & Cie, 1992); cell DIF4; data reduction: REDU4 (Stoe & Cie, 1992
); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: XP (Sheldrick, 2008
); software used to prepare material for publication: SHELXL97.
Supporting information
https://doi.org/10.1107/S1600536810039553/fj2344sup1.cif
contains datablocks I, New_Global_Publ_Block. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810039553/fj2344Isup2.hkl
Small amounts of blue single crystals of the title compound were obtained from a reaction of cobalt(II) hydroxide with 2,4,6-triisopropylbenzoic acid in aqueous solution in the presence of pyrazole.
The hydrogen atoms were included using a riding model, with N2—H2 = 0.88 Å, aromatic C—H = 0.95 Å, methyn C—H = 1.00 Å [Uiso(H) = 1.2Ueq(C)] and methyl C—H = 0.98 Å [Uiso(H) = 1.5Ueq(C)].
Cobalt(II) carboxylate complexes containing N-coordinated heterocyclic ligands have been the subject of detailed structural investigations in the past [Manhas et al. (1975); Catterick et al. (1976); Kumar et al. (1980a,b, 1999); Ju et al. (2006); Karmakar et al. (2007)]. The most frequently employed co-ligands are pyridine derivatives. Normally the carboxylate anions are either bidentate or bridging. A notable exception is the octahedral complex trans-diaqua-bis(benzoato-O)-bis(nicotinamide-N1)cobalt(II), in which the benzoate ligands are coordinated in a monodentate fashion [Hökelek et al. (1999)]. Interesting supramolecular structures have have also been reported in this chemistry [Boldog et al. (2001)]. These compounds contained the heterocyclic co-ligand 3,3',5,5'-tetramethyl-4,4'-bipyrazolyl. The title compound, which contains unsubstituted pyrazole as co-ligand, was obtained in small amounts from a reaction of cobalt(II) hydroxide with 2,4,6-triisopropylbenzoic acid in aqueous solution in the presence of pyrazole. The coordination geometry around the central cobalt atom is distorted tetrahedral. Due to the steric bulk of the 2,4,6-triisopropylphenyl substituents the carboxylate ligands in the title compound are monodentate despite the low
of 4 around Co.For cobalt(II) carboxylate complexes containing N-coordinated heterocyclic ligands, see: Manhas et al. (1975); Catterick & Thornton (1976); Kumar & Gandotra (1980a,b); Kumar & Bajju (1999); Ju et al. (2006); Karmakar et al. (2007). Normally the carboxylate anions are either bidentate or bridging. For an exception in which the benzoate ligands are coordinated in a monodentate fashion, see: Hökelek & Necefouğlu (1999). Interesting supramolecular structures have have also been reported, see: Boldog et al. (2001).
Data collection: DIF4 (Stoe & Cie, 1992); cell
DIF4 (Stoe & Cie, 1992); data reduction: REDU4 (Stoe & Cie, 1992); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008). ![]() | Fig. 1. The molecule of the title compound in the crystal. Thermal ellipsoids represent 50% probability levels. |
[Co(C16H23O2)2(C3H4N2)2] | F(000) = 1476 |
Mr = 689.78 | Dx = 1.191 Mg m−3 |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2n 2ab | Cell parameters from 25 reflections |
a = 9.6146 (19) Å | θ = 15–25° |
b = 12.792 (3) Å | µ = 0.49 mm−1 |
c = 31.275 (6) Å | T = 153 K |
V = 3846.5 (13) Å3 | Platelet, violet |
Z = 4 | 0.80 × 0.50 × 0.10 mm |
Stoe STADI4 diffractometer | 2073 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.071 |
Graphite monochromator | θmax = 25.0°, θmin = 2.5° |
ω–θ–scans | h = −11→11 |
Absorption correction: ψ scan (North et al., 1968) | k = −15→0 |
Tmin = 0.696, Tmax = 0.953 | l = −37→0 |
6256 measured reflections | 3 standard reflections every 120 min |
3378 independent reflections | intensity decay: 3% |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.067 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.173 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0566P)2 + 5.530P] where P = (Fo2 + 2Fc2)/3 |
3378 reflections | (Δ/σ)max < 0.001 |
213 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.48 e Å−3 |
[Co(C16H23O2)2(C3H4N2)2] | V = 3846.5 (13) Å3 |
Mr = 689.78 | Z = 4 |
Orthorhombic, Pbcn | Mo Kα radiation |
a = 9.6146 (19) Å | µ = 0.49 mm−1 |
b = 12.792 (3) Å | T = 153 K |
c = 31.275 (6) Å | 0.80 × 0.50 × 0.10 mm |
Stoe STADI4 diffractometer | 2073 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.071 |
Tmin = 0.696, Tmax = 0.953 | 3 standard reflections every 120 min |
6256 measured reflections | intensity decay: 3% |
3378 independent reflections |
R[F2 > 2σ(F2)] = 0.067 | 0 restraints |
wR(F2) = 0.173 | H-atom parameters constrained |
S = 1.09 | Δρmax = 0.43 e Å−3 |
3378 reflections | Δρmin = −0.48 e Å−3 |
213 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.0000 | 0.38310 (6) | 0.2500 | 0.0350 (3) | |
O1 | 0.0464 (3) | 0.4910 (2) | 0.20630 (10) | 0.0408 (8) | |
O2 | 0.0446 (4) | 0.3536 (2) | 0.16381 (11) | 0.0516 (9) | |
N1 | 0.1650 (4) | 0.2895 (3) | 0.25715 (12) | 0.0407 (9) | |
N2 | 0.2189 (6) | 0.2259 (4) | 0.22795 (17) | 0.0756 (15) | |
H2 | 0.1940 | 0.2265 | 0.2009 | 0.091* | |
C1 | 0.1346 (5) | 0.5130 (4) | 0.13559 (15) | 0.0406 (11) | |
C2 | 0.2789 (5) | 0.5234 (4) | 0.13413 (17) | 0.0514 (13) | |
C3 | 0.3346 (6) | 0.5847 (5) | 0.1010 (2) | 0.0731 (18) | |
H3 | 0.4323 | 0.5955 | 0.0999 | 0.088* | |
C4 | 0.2509 (7) | 0.6304 (5) | 0.0697 (2) | 0.0778 (19) | |
C5 | 0.1112 (7) | 0.6181 (5) | 0.07273 (19) | 0.0701 (17) | |
H5 | 0.0537 | 0.6506 | 0.0519 | 0.084* | |
C6 | 0.0485 (5) | 0.5603 (4) | 0.10495 (16) | 0.0501 (13) | |
C7 | 0.3722 (6) | 0.4637 (5) | 0.16474 (19) | 0.0630 (16) | |
H7A | 0.3170 | 0.4485 | 0.1911 | 0.076* | |
C8 | 0.4125 (7) | 0.3596 (5) | 0.1447 (2) | 0.090 (2) | |
H8A | 0.3282 | 0.3214 | 0.1365 | 0.135* | |
H8B | 0.4656 | 0.3182 | 0.1654 | 0.135* | |
H8C | 0.4696 | 0.3722 | 0.1193 | 0.135* | |
C9 | 0.5041 (7) | 0.5219 (6) | 0.1784 (3) | 0.099 (2) | |
H9A | 0.4785 | 0.5884 | 0.1918 | 0.149* | |
H9B | 0.5622 | 0.5354 | 0.1532 | 0.149* | |
H9C | 0.5561 | 0.4791 | 0.1989 | 0.149* | |
C10 | 0.3147 (9) | 0.6955 (6) | 0.0337 (3) | 0.113 (3) | |
H10A | 0.2387 | 0.6935 | 0.0119 | 0.135* | |
C11 | 0.4247 (10) | 0.6439 (8) | 0.0113 (3) | 0.143 (4) | |
H11A | 0.4581 | 0.6889 | −0.0119 | 0.214* | |
H11B | 0.3901 | 0.5780 | −0.0007 | 0.214* | |
H11C | 0.5013 | 0.6293 | 0.0311 | 0.214* | |
C12 | 0.3206 (11) | 0.8054 (6) | 0.0431 (2) | 0.134 (4) | |
H12A | 0.3590 | 0.8429 | 0.0185 | 0.200* | |
H12B | 0.3800 | 0.8170 | 0.0681 | 0.200* | |
H12C | 0.2266 | 0.8313 | 0.0491 | 0.200* | |
C13 | −0.1072 (6) | 0.5466 (4) | 0.10610 (17) | 0.0563 (14) | |
H13A | −0.1330 | 0.5261 | 0.1359 | 0.068* | |
C14 | −0.1865 (6) | 0.6474 (5) | 0.0955 (2) | 0.079 (2) | |
H14A | −0.1570 | 0.7032 | 0.1150 | 0.118* | |
H14B | −0.2866 | 0.6353 | 0.0988 | 0.118* | |
H14C | −0.1666 | 0.6680 | 0.0659 | 0.118* | |
C15 | −0.1521 (8) | 0.4578 (6) | 0.0765 (2) | 0.106 (3) | |
H15A | −0.1009 | 0.3941 | 0.0839 | 0.160* | |
H15B | −0.1320 | 0.4769 | 0.0468 | 0.160* | |
H15C | −0.2521 | 0.4455 | 0.0798 | 0.160* | |
C16 | 0.2320 (6) | 0.2617 (4) | 0.29427 (18) | 0.0594 (15) | |
H16 | 0.2176 | 0.2921 | 0.3216 | 0.071* | |
C17 | 0.3225 (6) | 0.1830 (4) | 0.2852 (2) | 0.0651 (17) | |
H17 | 0.3820 | 0.1489 | 0.3050 | 0.078* | |
C18 | 0.3129 (4) | 0.1623 (3) | 0.24355 (14) | 0.0316 (10) | |
H18 | 0.3642 | 0.1113 | 0.2281 | 0.038* | |
C19 | 0.0713 (5) | 0.4460 (4) | 0.16973 (15) | 0.0375 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0309 (4) | 0.0278 (4) | 0.0463 (5) | 0.000 | 0.0002 (4) | 0.000 |
O1 | 0.0410 (18) | 0.0424 (18) | 0.0391 (18) | 0.0000 (14) | 0.0033 (15) | 0.0010 (15) |
O2 | 0.060 (2) | 0.0385 (19) | 0.057 (2) | −0.0102 (16) | 0.0027 (17) | −0.0018 (16) |
N1 | 0.040 (2) | 0.0349 (19) | 0.048 (3) | 0.0090 (17) | −0.0004 (19) | −0.0039 (19) |
N2 | 0.079 (4) | 0.069 (3) | 0.079 (4) | −0.004 (3) | 0.001 (3) | −0.002 (3) |
C1 | 0.044 (3) | 0.039 (3) | 0.038 (3) | 0.000 (2) | 0.008 (2) | 0.002 (2) |
C2 | 0.044 (3) | 0.052 (3) | 0.059 (3) | 0.003 (2) | 0.014 (3) | 0.004 (3) |
C3 | 0.055 (4) | 0.070 (4) | 0.095 (5) | −0.005 (3) | 0.033 (4) | 0.012 (4) |
C4 | 0.079 (4) | 0.065 (4) | 0.090 (5) | 0.014 (3) | 0.038 (4) | 0.032 (4) |
C5 | 0.071 (4) | 0.077 (4) | 0.063 (4) | 0.021 (3) | 0.020 (3) | 0.030 (3) |
C6 | 0.058 (3) | 0.048 (3) | 0.045 (3) | 0.003 (3) | 0.006 (3) | 0.010 (3) |
C7 | 0.042 (3) | 0.079 (4) | 0.068 (4) | −0.001 (3) | 0.002 (3) | 0.006 (3) |
C8 | 0.081 (5) | 0.082 (5) | 0.107 (6) | 0.023 (4) | −0.008 (4) | 0.011 (4) |
C9 | 0.049 (3) | 0.116 (6) | 0.133 (7) | −0.003 (4) | −0.013 (4) | −0.012 (5) |
C10 | 0.113 (6) | 0.087 (6) | 0.138 (7) | 0.013 (5) | 0.071 (6) | 0.051 (5) |
C11 | 0.138 (8) | 0.177 (10) | 0.113 (7) | 0.020 (7) | 0.069 (6) | 0.060 (7) |
C12 | 0.221 (11) | 0.100 (6) | 0.079 (5) | −0.080 (7) | 0.038 (6) | 0.004 (5) |
C13 | 0.052 (3) | 0.069 (4) | 0.048 (3) | 0.002 (3) | 0.000 (3) | 0.008 (3) |
C14 | 0.054 (4) | 0.099 (5) | 0.084 (5) | 0.023 (4) | 0.002 (3) | 0.025 (4) |
C15 | 0.076 (5) | 0.121 (7) | 0.122 (7) | −0.009 (5) | −0.014 (5) | −0.031 (5) |
C16 | 0.054 (3) | 0.069 (4) | 0.055 (3) | 0.024 (3) | −0.008 (3) | −0.007 (3) |
C17 | 0.046 (3) | 0.062 (4) | 0.088 (5) | 0.026 (3) | −0.006 (3) | 0.017 (3) |
C18 | 0.034 (2) | 0.0270 (19) | 0.034 (3) | 0.0153 (18) | 0.002 (2) | 0.0022 (19) |
C19 | 0.032 (2) | 0.045 (3) | 0.036 (3) | 0.000 (2) | −0.004 (2) | 0.001 (2) |
Co1—O1i | 1.993 (3) | C8—H8C | 0.9800 |
Co1—O1 | 1.993 (3) | C9—H9A | 0.9800 |
Co1—N1 | 2.000 (4) | C9—H9B | 0.9800 |
Co1—N1i | 2.000 (4) | C9—H9C | 0.9800 |
O1—C19 | 1.303 (5) | C10—C11 | 1.431 (10) |
O2—C19 | 1.223 (5) | C10—C12 | 1.437 (10) |
N1—N2 | 1.328 (6) | C10—H10A | 1.0000 |
N1—C16 | 1.375 (6) | C11—H11A | 0.9800 |
N2—C18 | 1.310 (6) | C11—H11B | 0.9800 |
N2—H2 | 0.8800 | C11—H11C | 0.9800 |
C1—C2 | 1.394 (7) | C12—H12A | 0.9800 |
C1—C6 | 1.403 (7) | C12—H12B | 0.9800 |
C1—C19 | 1.499 (6) | C12—H12C | 0.9800 |
C2—C3 | 1.404 (7) | C13—C15 | 1.527 (8) |
C2—C7 | 1.518 (7) | C13—C14 | 1.534 (8) |
C3—C4 | 1.397 (9) | C13—H13A | 1.0000 |
C3—H3 | 0.9500 | C14—H14A | 0.9800 |
C4—C5 | 1.355 (9) | C14—H14B | 0.9800 |
C4—C10 | 1.529 (8) | C14—H14C | 0.9800 |
C5—C6 | 1.388 (7) | C15—H15A | 0.9800 |
C5—H5 | 0.9500 | C15—H15B | 0.9800 |
C6—C13 | 1.507 (8) | C15—H15C | 0.9800 |
C7—C8 | 1.522 (8) | C16—C17 | 1.360 (7) |
C7—C9 | 1.531 (8) | C16—H16 | 0.9500 |
C7—H7A | 1.0000 | C17—C18 | 1.331 (7) |
C8—H8A | 0.9800 | C17—H17 | 0.9500 |
C8—H8B | 0.9800 | C18—H18 | 0.9500 |
O1i—Co1—O1 | 92.32 (18) | C11—C10—C12 | 121.6 (8) |
O1i—Co1—N1 | 121.02 (14) | C11—C10—C4 | 113.9 (6) |
O1—Co1—N1 | 108.28 (14) | C12—C10—C4 | 113.5 (7) |
O1i—Co1—N1i | 108.28 (14) | C11—C10—H10A | 101.2 |
O1—Co1—N1i | 121.02 (14) | C12—C10—H10A | 101.2 |
N1—Co1—N1i | 106.5 (2) | C4—C10—H10A | 101.2 |
C19—O1—Co1 | 109.7 (3) | C10—C11—H11A | 109.5 |
N2—N1—C16 | 103.8 (4) | C10—C11—H11B | 109.5 |
N2—N1—Co1 | 126.8 (3) | H11A—C11—H11B | 109.5 |
C16—N1—Co1 | 128.4 (3) | C10—C11—H11C | 109.5 |
C18—N2—N1 | 113.2 (5) | H11A—C11—H11C | 109.5 |
C18—N2—H2 | 123.4 | H11B—C11—H11C | 109.5 |
N1—N2—H2 | 123.4 | C10—C12—H12A | 109.5 |
C2—C1—C6 | 121.6 (5) | C10—C12—H12B | 109.5 |
C2—C1—C19 | 118.8 (4) | H12A—C12—H12B | 109.5 |
C6—C1—C19 | 119.5 (4) | C10—C12—H12C | 109.5 |
C1—C2—C3 | 117.2 (5) | H12A—C12—H12C | 109.5 |
C1—C2—C7 | 121.3 (5) | H12B—C12—H12C | 109.5 |
C3—C2—C7 | 121.4 (5) | C6—C13—C15 | 110.6 (5) |
C4—C3—C2 | 122.1 (6) | C6—C13—C14 | 113.0 (5) |
C4—C3—H3 | 118.9 | C15—C13—C14 | 110.7 (5) |
C2—C3—H3 | 118.9 | C6—C13—H13A | 107.4 |
C5—C4—C3 | 118.2 (5) | C15—C13—H13A | 107.4 |
C5—C4—C10 | 120.9 (7) | C14—C13—H13A | 107.4 |
C3—C4—C10 | 120.9 (7) | C13—C14—H14A | 109.5 |
C4—C5—C6 | 122.9 (6) | C13—C14—H14B | 109.5 |
C4—C5—H5 | 118.5 | H14A—C14—H14B | 109.5 |
C6—C5—H5 | 118.5 | C13—C14—H14C | 109.5 |
C5—C6—C1 | 117.9 (5) | H14A—C14—H14C | 109.5 |
C5—C6—C13 | 120.7 (5) | H14B—C14—H14C | 109.5 |
C1—C6—C13 | 121.3 (5) | C13—C15—H15A | 109.5 |
C2—C7—C8 | 109.3 (5) | C13—C15—H15B | 109.5 |
C2—C7—C9 | 114.9 (5) | H15A—C15—H15B | 109.5 |
C8—C7—C9 | 109.2 (5) | C13—C15—H15C | 109.5 |
C2—C7—H7A | 107.7 | H15A—C15—H15C | 109.5 |
C8—C7—H7A | 107.7 | H15B—C15—H15C | 109.5 |
C9—C7—H7A | 107.7 | C17—C16—N1 | 108.3 (5) |
C7—C8—H8A | 109.5 | C17—C16—H16 | 125.8 |
C7—C8—H8B | 109.5 | N1—C16—H16 | 125.8 |
H8A—C8—H8B | 109.5 | C18—C17—C16 | 107.9 (5) |
C7—C8—H8C | 109.5 | C18—C17—H17 | 126.0 |
H8A—C8—H8C | 109.5 | C16—C17—H17 | 126.0 |
H8B—C8—H8C | 109.5 | N2—C18—C17 | 106.8 (4) |
C7—C9—H9A | 109.5 | N2—C18—H18 | 126.6 |
C7—C9—H9B | 109.5 | C17—C18—H18 | 126.6 |
H9A—C9—H9B | 109.5 | O2—C19—O1 | 121.5 (4) |
C7—C9—H9C | 109.5 | O2—C19—C1 | 122.0 (4) |
H9A—C9—H9C | 109.5 | O1—C19—C1 | 116.5 (4) |
H9B—C9—H9C | 109.5 | ||
O1i—Co1—O1—C19 | −174.0 (3) | C2—C1—C6—C13 | 178.5 (5) |
N1—Co1—O1—C19 | 62.1 (3) | C19—C1—C6—C13 | 1.2 (8) |
N1i—Co1—O1—C19 | −61.0 (3) | C1—C2—C7—C8 | 90.8 (7) |
O1i—Co1—N1—N2 | −169.3 (4) | C3—C2—C7—C8 | −84.0 (7) |
O1—Co1—N1—N2 | −64.9 (4) | C1—C2—C7—C9 | −146.0 (6) |
N1i—Co1—N1—N2 | 66.7 (4) | C3—C2—C7—C9 | 39.2 (8) |
O1i—Co1—N1—C16 | 23.7 (5) | C5—C4—C10—C11 | −130.1 (9) |
O1—Co1—N1—C16 | 128.1 (4) | C3—C4—C10—C11 | 51.9 (11) |
N1i—Co1—N1—C16 | −100.4 (5) | C5—C4—C10—C12 | 85.1 (11) |
C16—N1—N2—C18 | −0.3 (6) | C3—C4—C10—C12 | −92.8 (10) |
Co1—N1—N2—C18 | −169.9 (3) | C5—C6—C13—C15 | 82.9 (7) |
C6—C1—C2—C3 | 1.0 (8) | C1—C6—C13—C15 | −95.5 (6) |
C19—C1—C2—C3 | 178.4 (5) | C5—C6—C13—C14 | −41.9 (8) |
C6—C1—C2—C7 | −174.0 (5) | C1—C6—C13—C14 | 139.7 (5) |
C19—C1—C2—C7 | 3.4 (8) | N2—N1—C16—C17 | 0.1 (6) |
C1—C2—C3—C4 | −2.5 (9) | Co1—N1—C16—C17 | 169.4 (4) |
C7—C2—C3—C4 | 172.5 (6) | N1—C16—C17—C18 | 0.2 (7) |
C2—C3—C4—C5 | 2.8 (10) | N1—N2—C18—C17 | 0.4 (6) |
C2—C3—C4—C10 | −179.2 (6) | C16—C17—C18—N2 | −0.4 (6) |
C3—C4—C5—C6 | −1.6 (11) | Co1—O1—C19—O2 | 11.3 (5) |
C10—C4—C5—C6 | −179.6 (6) | Co1—O1—C19—C1 | −168.4 (3) |
C4—C5—C6—C1 | 0.2 (9) | C2—C1—C19—O2 | −93.1 (6) |
C4—C5—C6—C13 | −178.2 (6) | C6—C1—C19—O2 | 84.3 (6) |
C2—C1—C6—C5 | 0.1 (8) | C2—C1—C19—O1 | 86.6 (6) |
C19—C1—C6—C5 | −177.3 (5) | C6—C1—C19—O1 | −95.9 (5) |
Symmetry code: (i) −x, y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Co(C16H23O2)2(C3H4N2)2] |
Mr | 689.78 |
Crystal system, space group | Orthorhombic, Pbcn |
Temperature (K) | 153 |
a, b, c (Å) | 9.6146 (19), 12.792 (3), 31.275 (6) |
V (Å3) | 3846.5 (13) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.49 |
Crystal size (mm) | 0.80 × 0.50 × 0.10 |
Data collection | |
Diffractometer | Stoe STADI4 |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.696, 0.953 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6256, 3378, 2073 |
Rint | 0.071 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.067, 0.173, 1.09 |
No. of reflections | 3378 |
No. of parameters | 213 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.43, −0.48 |
Computer programs: DIF4 (Stoe & Cie, 1992), REDU4 (Stoe & Cie, 1992), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP (Sheldrick, 2008).
Acknowledgements
The authors thank the Otto-von-Guericke-Universität for financial support of this work.
References
Boldog, I., Rusanov, E. B., Chernega, A. N., Sieler, J. & Domasevitch, K. V. (2001). Dalton Trans. pp. 893–897. CrossRef Google Scholar
Catterick, J. & Thornton, P. (1976). J. Chem. Soc. Dalton Trans. pp. 1634–1640. CrossRef Web of Science Google Scholar
Hökelek, T. & Necefouğlu, H. (1999). Acta Cryst. C55, 545–547. CSD CrossRef IUCr Journals Google Scholar
Ju, W.-Z., Jiao, R.-H., Cao, P. & Fang, R.-Q. (2006). Acta Cryst. E62, m1012–m1013. Web of Science CSD CrossRef IUCr Journals Google Scholar
Karmakar, A., Sarma, R. J. & Baruah, J. B. (2007). Polyhedron, 26, 1347–1355. Web of Science CSD CrossRef CAS Google Scholar
Kumar, N. & Bajju, G. D. (1999). Indian J. Chem. Sect. A. 38, 291–294. Google Scholar
Kumar, N. & Gandotra, A. K. (1980a). J. Inorg. Nucl. Chem. 42, 1247–1252. CrossRef CAS Web of Science Google Scholar
Kumar, N. & Gandotra, A. K. (1980b). Transition Met. Chem. 5, 365–367. CrossRef CAS Web of Science Google Scholar
Manhas, B. S., Jolly, G. S., Kumar, N. & Gandotra, A. K. (1975). J. Chem. Sci. 1, 1–12. CAS Google Scholar
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–359. CrossRef IUCr Journals Web of Science Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Stoe & Cie (1992). DIF4 and REDU4. Stoe & Cie, Darmstadt, Germany. Google Scholar
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Cobalt(II) carboxylate complexes containing N-coordinated heterocyclic ligands have been the subject of detailed structural investigations in the past [Manhas et al. (1975); Catterick et al. (1976); Kumar et al. (1980a,b, 1999); Ju et al. (2006); Karmakar et al. (2007)]. The most frequently employed co-ligands are pyridine derivatives. Normally the carboxylate anions are either bidentate or bridging. A notable exception is the octahedral complex trans-diaqua-bis(benzoato-O)-bis(nicotinamide-N1)cobalt(II), in which the benzoate ligands are coordinated in a monodentate fashion [Hökelek et al. (1999)]. Interesting supramolecular structures have have also been reported in this chemistry [Boldog et al. (2001)]. These compounds contained the heterocyclic co-ligand 3,3',5,5'-tetramethyl-4,4'-bipyrazolyl. The title compound, which contains unsubstituted pyrazole as co-ligand, was obtained in small amounts from a reaction of cobalt(II) hydroxide with 2,4,6-triisopropylbenzoic acid in aqueous solution in the presence of pyrazole. The coordination geometry around the central cobalt atom is distorted tetrahedral. Due to the steric bulk of the 2,4,6-triisopropylphenyl substituents the carboxylate ligands in the title compound are monodentate despite the low coordination number of 4 around Co.