A one-dimensional polymeric cobalt(III)–potassium complex with 18-crown-6, cyanide and porphyrinate ligands

Belghith, Y.; Toumi, H.; Daran, J.-C.; Nasri, H.

doi:10.1107/S1600536814003596

metal-organic compounds

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ISSN: 2056-9890

Volume 70| Part 3| March 2014| Pages m104-m105

doi:10.1107/S1600536814003596

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A one-dimensional polymeric cobalt(III)–potassium complex with 18-crown-6, cyanide and porphyrinate ligands

Yassine Belghith,^a Hamza Toumi,^a Jean-Claude Daran ^b and Habib Nasri ^a ^*

^aLaboratoire de Physico-chimie des Matériaux, Faculté des Sciences de Monastir, Avenue de l'environnement, 5019 Monastir, University of Monastir, Tunisia, and ^bLaboratoire de Chimie de Coordination CNRS UPR 8241, 205 Route de Narbonne, 31077 Toulouse Cedex 04, France
^*Correspondence e-mail: hnasri1@gmail.com

(Received 6 February 2014; accepted 17 February 2014; online 26 February 2014)

The reaction of Co^II(TpivPP) {TpivPP is the dianion of 5,10,15,20-tetrakis[2-(2,2-dimethylpropanamido)phenyl]porphyrin} with an excess of KCN salts and an excess of the 18-crown-6 in chlorobenzene leads to the polymeric title compound catena-poly[[dicyanido-2κ²C-(1,4,7,10,13,16-hexaoxacyclooctadecane-1κ⁶O){μ₃-(2α,2β)-5,10,15,20-tetrakis[2-(2,2-dimethylpropanamido)phenyl]porphyrinato-1κO⁵:2κ⁴N,N′,N′′,N′′′:1′κO¹⁵}cobalt(III)potassium] dihydrate], {[CoK(CN)₂(C₁₂H₂₄O₆)(C₆₄H₆₄N₈O₄]·2H₂O}_n. The Co^III ion lies on an inversion center, and the asymmetric unit contains one half of a [Co^III(2α,2β-TpivPP)(CN)₂]⁻ ion complex and one half of a [K(18-C-6]⁺ counter-ion (18-C-6 is 1,4,7,10,13,16-hexaoxacyclooctadecane), where the K^I ion lies on an inversion center. The Co^III ion is hexacoordinated by two C-bonded axial cyanide ligands and the four pyrrole N atoms of the porphyrin ligand. The K^I ion is chelated by the six O atoms of the 18-crown-6 molecule and is further coordinated by two O atoms of pivalamido groups of the porphyrin ligands, leading to the formation of polymeric chains running along [011]. In the crystal, the polymeric chains and the lattice water molecules are linked by N—H⋯O and O—H⋯N hydrogen bonds, as well as weak C—H⋯O, O—H⋯π and C—H⋯π interactions into a three-dimensional supramolecular architecture.

CCDC reference: 987431

Related literature

For the synthesis, see: Collman et al. (1978 ). For related structures, see: Iimuna et al. (1988 ); Hoshino et al. (2000 ); Konarev et al. (2003 ); Ali et al. (2011 ); Pratt (1972 ); Li et al. (2010 ). For a description of the Cambridge Structural Database, see: Allen (2002 ).

Experimental

Crystal data

[CoK(CN)₂(C₁₂H₂₄O₆)(C₆₄H₆₄N₈O₄]·2H₂O
M_r = 1459.70
Triclinic, $[P \overline 1]$
a = 9.1885 (3) Å
b = 14.4631 (4) Å
c = 14.6845 (4) Å
α = 98.342 (2)°
β = 102.170 (2)°
γ = 93.101 (2)°
V = 1880.20 (10) Å³
Z = 1
Mo Kα radiation
μ = 0.35 mm⁻¹
T = 180 K
0.48 × 0.40 × 0.30 mm

Data collection

Agilent Xcalibur (Eos, Gemini ultra) diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ) T_min = 0.86, T_max = 0.90
38025 measured reflections
7400 independent reflections
5986 reflections with I > 2σ(I)
R_int = 0.034

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.105
S = 1.07
7400 reflections
475 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.38 e Å⁻³
Δρ_min = −0.26 e Å⁻³

Table 1
Selected bond lengths (Å)

Co—N1	1.9853 (13)
Co—N2	1.9834 (14)
Co—C33	1.9129 (18)
K—O2ⁱ	2.7789 (15)
K—O3	2.8633 (13)
K—O4	2.7917 (13)
K—O5	2.7505 (13)
Symmetry code: (i) -x+1, -y+1, -z+1.

Table 2
Hydrogen-bond geometry (Å, °)

Cg1, Cg2, Cg3 and Cg5 are the centroids of the N1/C2–C5, N2/C7–C10, Co/N1/C2/C1/C10′/N2′ and Co/N2/C10/C1′/C2′/N1′ rings respectively.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—HN3⋯O6	0.88	2.09	2.966 (2)	172
O6—H1O6⋯N5ⁱⁱ	0.87	1.95 (2)	2.810 (3)	172 (2)
C20—H20C⋯O6	0.98	2.51	3.413 (3)	153
O6—H2O6⋯Cg2ⁱⁱⁱ	0.88	2.73 (2)	3.272 (2)	121 (2)
O6—H2O6⋯Cg3	0.88	2.81 (2)	3.455 (2)	131 (2)
O6—H2O6⋯Cg5ⁱⁱⁱ	0.88	2.81 (2)	3.455 (2)	131 (2)
C21—H21B⋯Cg1^iv	0.98	2.82	3.737 (3)	156
Symmetry codes: (ii) -x+2, -y+2, -z+2; (iii) -x+1, -y+2, -z+2; (iv) x+1, y, z.

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2004 (Burla et al., 2005 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ) and ORTEP-3 for Windows (Farrugia, 2012 ); software used to prepare material for publication: WinGX (Farrugia, 2012).

Supporting information

CCDC reference: 987431

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536814003596/xu5770sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536814003596/xu5770Isup2.hkl

checkCIF report

Comment top

In the Cambridge Structural Database (CSD, Version 5.35; Allen, 2002) there are more than ninety structures of cyano-metalloporphyrins. This large number of structures reflects the importance of this type of compounds. Nevertheless, only one structure of cyano-porphyrin species with a cobalt as central ion is known (Hoshino et al.., 2000). The cyano-cobalt porphyrin derivatives are good model for the B12 vitamin called cobalamin, which is a cobalt porphyrin-like protein responsible, inter alia, of the formation of blood.

We reports herein the crystal structure of the poly[(1,4,7,10,13,16-hexaoxacyclooctadecane)potassium(+)(dicyano)(2α,2β-5,10,15,20-tetrakis[2-(2,2-dimethylpropanamido)-phenyl]porphyrinato-κ⁴N,N',N'',N''')cobaltate(III) dihydrate] with formula{[K(18-C-6)][Co^III(2α,2β-TpivPP)(CN)₂].2H₂O}_n.

In this complex, the cobalt is coordinated to the four N atoms of the porphyrin ring and the carbons of the two trans cyano axial ligands (Fig. 1).

It has been noticed that there is a relationship between the ruffling of the porphyrinato core and the mean equatorial Co—N_p distance; the porphyrinato core is ruffled as the Co—N_p distance decreases (Iimuna et al., 1988). Indeed, for the very ruffled structure [Co^II(TPP)] (Konarev et al., 2003) the Co—N_p bond length value is 1.923 (4) Å while the practically planar porphyrin core of the ion complex [Co^III(OEP)(NO₂)₂]^- (OEP is the dianion of the octaethylporphyrin; Ali et al., 2011) presents a Co—N_p distance of 1.988 (2) Å. Therefore, the Co—N_p bond length in the title complex [1.9844 (14) Å] is normal for a cobalt planar porphyrin species. It is noteworthy that the related dicyano-cobalt(III) derivative

{[K(18-C-6)H₂O]₂[(CN)₂Co^III(TPP)]}[(CN)₂Co^III(TPP)].C₇H₈ (Hoshino et al., 2000) exhibits a very short Co^__N_p distance [1.93 (1) Å] which is in accordance with a very ruffled porphyrin core.

The Co—C(cyano) bond length value [1.9129 (18) Å] is very close to that of vitamin B12 (1.92 Å ) (Pratt, 1972). This distances is slightly shorter compared to those of the related dicyano-cobalt species mentioned above [Co—C(CN) = 1.98 (2) Å and 1.94 (2) Å].

The potassium anion is coordinated to the six oxygen atoms of the 18-crown-6 where the K—O bond length values are in the range [2.7505 (13) Å - 2.8633 (13) Å]. This cation is also linked to the oxygen O2 of one pivalamido group of the 2α,2β-TpivPP porphyrin with a K^__O2 distance of 2.7789 (15) Å leading to a 1D coordination polymer. One water molecule is linked to the nitrogen atom (N3) of one pivalamido group and the nitrogen N5 of the cyano axial ligand via the two intramolecular hydrogen bonds N3-HN3···O6 [2.966 (3) Å] and O6-H1O6···N5 [2.810 (3) Å].

The crystal packing features weak C—H···π interactions between the 1D polymer chains (Table 1 and Fig. 2).

An interesting phenomenon concerning the structure title compound where the porphyrin starting material is the atropisomer α,α,α,α-TpivPP but the final product contains the 2α,2β-TpivPP atropisomer in the polymer {[K(18-C-6)][Co^III(2α,2β-TpivPP)(CN)₂].2H₂O}_n. This kind of stereoisomerism of the TpivPP porphyrin was mentioned in the literature (Li et al., 2010).

Related literature top

For the synthesis, see: Collman et al. (1978). For related structures, see: Iimuna et al. (1988); Hoshino et al. (2000); Konarev et al. (2003); Ali et al. (2011); Pratt (1972); Li et al. (2010). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental top

To a solution of [Co^II(TpivPP)] (Collman et al., 1978) (100 mg, 0.067 mmol) in chlorobenzene (10 mL) was added an excess of 18-crown-6 (150 mg, 0.567 mmol) and potassium cyanide (100 mg, 0.378 mmol). A rapid color change from orange-red to green occurred. The resulting material was crystallized by diffusion of hexanes through the chlorobenzene solution which yields {[K(18-C-6)][Co^III(2α,2β-TpivPP)(CN)₂].2H₂O}_n crystals as synthesis product.

Computing details top

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO (Agilent, 2012); data reduction: CrysAlis PRO (Agilent, 2012); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).

Figures top

	Fig. 1. An ORTEP view of the molecular structure of the title molecule with the atom-numbering. Displacement ellipsoids are drawn at 50%. The H atoms have been omitted for clarity.
	Fig. 2. The crystal structure of the title compound plotted in projection along [100]. H atoms have been omitted.

catena-poly[[dicyanido-2κ²C-(1,4,7,10,13,16-hexaoxacyclooctadecane-1κ⁶O){µ₃-(2α,2β)-5,10,15,20-tetrakis[2-(2,2-dimethylpropanamido)phenyl]porphyrinato-1κO⁵:2κ⁴N,N',N'',N''':1'κO¹⁵}cobalt(III)potassium] dihydrate] top

Crystal data top

[CoK(CN)₂(C₁₂H₂₄O₆)(C₆₄H₆₄N₈O₄]·2H₂O	Z = 1
M_r = 1459.70	F(000) = 772
Triclinic, P1	D_x = 1.289 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.1885 (3) Å	Cell parameters from 7400 reflections
b = 14.4631 (4) Å	θ = 2.9–26.1°
c = 14.6845 (4) Å	µ = 0.35 mm⁻¹
α = 98.342 (2)°	T = 180 K
β = 102.170 (2)°	Prism, dark purple
γ = 93.101 (2)°	0.48 × 0.40 × 0.30 mm
V = 1880.20 (10) Å³

Data collection top

Agilent Xcalibur (Eos, Gemini ultra) diffractometer	7400 independent reflections
Radiation source: Enhance (Mo) X-ray Source	5986 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
Detector resolution: 16.1978 pixels mm^-1	θ_max = 26.0°, θ_min = 3.0°
ω scans	h = −11→11
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −17→17
T_min = 0.86, T_max = 0.90	l = −18→18
38025 measured reflections

Refinement top

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.105	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0598P)² + 0.4188P] where P = (F_o² + 2F_c²)/3
7400 reflections	(Δ/σ)_max = 0.001
475 parameters	Δρ_max = 0.38 e Å⁻³
2 restraints	Δρ_min = −0.26 e Å⁻³

Crystal data top

[CoK(CN)₂(C₁₂H₂₄O₆)(C₆₄H₆₄N₈O₄]·2H₂O	γ = 93.101 (2)°
M_r = 1459.70	V = 1880.20 (10) Å³
Triclinic, P1	Z = 1
a = 9.1885 (3) Å	Mo Kα radiation
b = 14.4631 (4) Å	µ = 0.35 mm⁻¹
c = 14.6845 (4) Å	T = 180 K
α = 98.342 (2)°	0.48 × 0.40 × 0.30 mm
β = 102.170 (2)°

Data collection top

Agilent Xcalibur (Eos, Gemini ultra) diffractometer	7400 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	5986 reflections with I > 2σ(I)
T_min = 0.86, T_max = 0.90	R_int = 0.034
38025 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	2 restraints
wR(F²) = 0.105	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	Δρ_max = 0.38 e Å⁻³
7400 reflections	Δρ_min = −0.26 e Å⁻³
475 parameters

Special details top

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

Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > σ(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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

	x	y	z	U_iso*/U_eq
Co	0.5000	1.0000	1.0000	0.02133 (10)
N1	0.52932 (15)	0.88932 (9)	1.06541 (9)	0.0234 (3)
N2	0.39217 (15)	0.91778 (9)	0.88238 (10)	0.0241 (3)
N3	0.94155 (17)	0.88392 (11)	1.27847 (11)	0.0329 (3)
HN3	0.9590	0.9249	1.2424	0.039*
N4	0.57697 (19)	0.65256 (12)	0.83577 (12)	0.0397 (4)
HN4	0.6294	0.6952	0.8815	0.048*
N5	0.7928 (2)	0.97203 (13)	0.93683 (14)	0.0464 (4)
O1	0.97516 (19)	0.73834 (11)	1.31093 (12)	0.0533 (4)
O2	0.5711 (2)	0.57652 (13)	0.69039 (11)	0.0646 (5)
C1	0.66304 (19)	0.96624 (12)	1.22370 (12)	0.0265 (4)
C2	0.60058 (19)	0.88825 (12)	1.15701 (12)	0.0252 (4)
C3	0.6008 (2)	0.79372 (13)	1.17555 (13)	0.0316 (4)
H3	0.6432	0.7742	1.2337	0.038*
C4	0.5306 (2)	0.73807 (12)	1.09608 (13)	0.0315 (4)
H4	0.5144	0.6716	1.0869	0.038*
C5	0.48427 (19)	0.79756 (12)	1.02721 (12)	0.0253 (4)
C6	0.40387 (19)	0.76506 (12)	0.93650 (12)	0.0262 (4)
C7	0.36008 (19)	0.82279 (12)	0.87009 (12)	0.0264 (4)
C8	0.2772 (2)	0.78898 (13)	0.77591 (13)	0.0330 (4)
H8	0.2400	0.7259	0.7503	0.040*
C9	0.2623 (2)	0.86297 (13)	0.73112 (13)	0.0331 (4)
H9	0.2128	0.8623	0.6673	0.040*
C10	0.33430 (19)	0.94339 (12)	0.79678 (12)	0.0260 (4)
C11	0.7262 (2)	0.95246 (12)	1.32261 (12)	0.0303 (4)
C12	0.6505 (2)	0.98329 (15)	1.39281 (14)	0.0403 (5)
H12	0.5619	1.0140	1.3770	0.048*
C13	0.7022 (3)	0.96996 (16)	1.48480 (15)	0.0467 (5)
H13	0.6494	0.9909	1.5319	0.056*
C14	0.8304 (3)	0.92624 (16)	1.50768 (14)	0.0470 (5)
H14	0.8657	0.9165	1.5709	0.056*
C15	0.9088 (2)	0.89617 (14)	1.43992 (14)	0.0394 (5)
H15	0.9978	0.8661	1.4566	0.047*
C16	0.8571 (2)	0.91008 (13)	1.34684 (13)	0.0310 (4)
C17	0.9971 (2)	0.79926 (14)	1.26544 (14)	0.0355 (4)
C18	1.0893 (2)	0.78598 (16)	1.18982 (14)	0.0421 (5)
C19	1.1415 (3)	0.68749 (19)	1.18373 (18)	0.0592 (7)
H19A	1.2030	0.6799	1.2449	0.089*
H19B	1.2006	0.6780	1.1354	0.089*
H19C	1.0544	0.6412	1.1670	0.089*
C20	0.9932 (3)	0.7967 (2)	1.09392 (16)	0.0614 (7)
H20A	0.9085	0.7486	1.0764	0.092*
H20B	1.0536	0.7892	1.0461	0.092*
H20C	0.9560	0.8590	1.0978	0.092*
C21	1.2242 (3)	0.85800 (19)	1.21753 (18)	0.0542 (6)
H21A	1.1904	0.9213	1.2210	0.081*
H21B	1.2852	0.8487	1.1702	0.081*
H21C	1.2839	0.8504	1.2793	0.081*
C22	0.3639 (2)	0.66159 (12)	0.90657 (12)	0.0291 (4)
C23	0.2404 (2)	0.61838 (14)	0.92750 (16)	0.0428 (5)
H23	0.1823	0.6543	0.9634	0.051*
C24	0.1995 (3)	0.52378 (15)	0.89726 (17)	0.0509 (6)
H24	0.1138	0.4950	0.9120	0.061*
C25	0.2836 (3)	0.47170 (14)	0.84571 (16)	0.0467 (5)
H25	0.2553	0.4067	0.8243	0.056*
C26	0.4078 (3)	0.51240 (14)	0.82480 (14)	0.0419 (5)
H26	0.4662	0.4755	0.7898	0.050*
C27	0.4487 (2)	0.60767 (13)	0.85471 (13)	0.0319 (4)
C28	0.6291 (2)	0.63779 (15)	0.75535 (14)	0.0403 (5)
C29	0.7599 (2)	0.70560 (17)	0.75141 (15)	0.0457 (5)
C30	0.8447 (3)	0.6566 (2)	0.6829 (2)	0.0762 (9)
H30A	0.8931	0.6047	0.7094	0.114*
H30B	0.9209	0.7014	0.6722	0.114*
H30C	0.7750	0.6321	0.6228	0.114*
C31	0.6936 (3)	0.79227 (19)	0.71477 (19)	0.0628 (7)
H31A	0.6252	0.7727	0.6531	0.094*
H31B	0.7745	0.8362	0.7084	0.094*
H31C	0.6389	0.8231	0.7595	0.094*
C32	0.8650 (3)	0.73621 (19)	0.84737 (17)	0.0562 (6)
H32A	0.8144	0.7761	0.8885	0.084*
H32B	0.9545	0.7715	0.8397	0.084*
H32C	0.8938	0.6807	0.8757	0.084*
C33	0.6838 (2)	0.98363 (12)	0.96064 (12)	0.0290 (4)
K	0.5000	0.5000	0.5000	0.03158 (14)
O3	0.22357 (15)	0.57249 (10)	0.52236 (9)	0.0391 (3)
O4	0.45230 (16)	0.68329 (10)	0.47014 (10)	0.0403 (3)
O5	0.68531 (15)	0.59387 (9)	0.41262 (10)	0.0381 (3)
C34	0.8311 (2)	0.56578 (16)	0.41702 (15)	0.0428 (5)
H34A	0.8960	0.5911	0.4795	0.051*
H34B	0.8744	0.5901	0.3680	0.051*
C35	0.1781 (2)	0.53796 (16)	0.59851 (15)	0.0436 (5)
H35A	0.0793	0.5594	0.6039	0.052*
H35B	0.2507	0.5630	0.6582	0.052*
C36	0.2412 (3)	0.67115 (15)	0.53654 (16)	0.0464 (5)
H36A	0.3102	0.6946	0.5981	0.056*
H36B	0.1434	0.6963	0.5378	0.056*
C37	0.3018 (3)	0.70415 (16)	0.45976 (17)	0.0497 (5)
H37A	0.2425	0.6726	0.3977	0.060*
H37B	0.2957	0.7726	0.4630	0.060*
C38	0.5214 (3)	0.71294 (16)	0.40086 (16)	0.0470 (5)
H38A	0.5153	0.7812	0.4018	0.056*
H38B	0.4691	0.6800	0.3376	0.056*
C39	0.6799 (2)	0.69204 (14)	0.42005 (16)	0.0445 (5)
H39A	0.7307	0.7161	0.3740	0.053*
H39B	0.7316	0.7230	0.4842	0.053*
O6	0.97562 (19)	1.03103 (13)	1.16135 (13)	0.0560 (4)
H1O6	1.053 (2)	1.032 (2)	1.136 (2)	0.084*
H2O6	0.890 (2)	1.038 (2)	1.1234 (17)	0.084*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co	0.02503 (18)	0.01677 (16)	0.02392 (17)	0.00123 (12)	0.00987 (13)	0.00257 (12)
N1	0.0261 (7)	0.0199 (7)	0.0256 (7)	0.0015 (5)	0.0096 (6)	0.0030 (6)
N2	0.0294 (8)	0.0185 (7)	0.0268 (7)	0.0021 (6)	0.0119 (6)	0.0031 (6)
N3	0.0344 (9)	0.0331 (8)	0.0345 (8)	0.0009 (7)	0.0114 (7)	0.0117 (7)
N4	0.0441 (10)	0.0353 (9)	0.0378 (9)	−0.0003 (7)	0.0152 (8)	−0.0081 (7)
N5	0.0391 (10)	0.0504 (11)	0.0590 (11)	0.0087 (8)	0.0280 (9)	0.0125 (9)
O1	0.0638 (10)	0.0423 (9)	0.0683 (10)	0.0127 (8)	0.0343 (9)	0.0243 (8)
O2	0.0722 (12)	0.0741 (12)	0.0382 (9)	−0.0237 (9)	0.0190 (8)	−0.0202 (8)
C1	0.0288 (9)	0.0280 (9)	0.0253 (8)	0.0022 (7)	0.0111 (7)	0.0055 (7)
C2	0.0261 (9)	0.0244 (8)	0.0280 (9)	0.0014 (7)	0.0112 (7)	0.0059 (7)
C3	0.0366 (10)	0.0274 (9)	0.0324 (9)	0.0006 (8)	0.0077 (8)	0.0107 (7)
C4	0.0380 (10)	0.0218 (9)	0.0354 (10)	0.0017 (7)	0.0082 (8)	0.0071 (7)
C5	0.0288 (9)	0.0200 (8)	0.0294 (9)	0.0029 (7)	0.0111 (7)	0.0044 (7)
C6	0.0304 (9)	0.0201 (8)	0.0307 (9)	0.0030 (7)	0.0131 (7)	0.0028 (7)
C7	0.0301 (9)	0.0214 (8)	0.0288 (9)	0.0015 (7)	0.0109 (7)	0.0017 (7)
C8	0.0440 (11)	0.0220 (9)	0.0308 (9)	−0.0001 (8)	0.0081 (8)	−0.0018 (7)
C9	0.0422 (11)	0.0287 (9)	0.0271 (9)	0.0019 (8)	0.0073 (8)	0.0010 (7)
C10	0.0294 (9)	0.0242 (9)	0.0261 (9)	0.0021 (7)	0.0115 (7)	0.0018 (7)
C11	0.0380 (10)	0.0261 (9)	0.0274 (9)	−0.0046 (7)	0.0099 (8)	0.0046 (7)
C12	0.0479 (12)	0.0417 (11)	0.0342 (10)	0.0005 (9)	0.0169 (9)	0.0055 (9)
C13	0.0596 (14)	0.0496 (13)	0.0332 (11)	−0.0040 (11)	0.0203 (10)	0.0030 (9)
C14	0.0638 (15)	0.0462 (12)	0.0282 (10)	−0.0153 (11)	0.0082 (10)	0.0069 (9)
C15	0.0446 (12)	0.0362 (11)	0.0346 (10)	−0.0079 (9)	0.0027 (9)	0.0096 (8)
C16	0.0364 (10)	0.0272 (9)	0.0288 (9)	−0.0074 (7)	0.0074 (8)	0.0057 (7)
C17	0.0294 (10)	0.0406 (11)	0.0372 (10)	0.0011 (8)	0.0064 (8)	0.0112 (9)
C18	0.0416 (12)	0.0512 (13)	0.0376 (11)	0.0113 (10)	0.0129 (9)	0.0119 (9)
C19	0.0670 (16)	0.0624 (16)	0.0539 (14)	0.0226 (13)	0.0226 (13)	0.0087 (12)
C20	0.0686 (17)	0.0807 (19)	0.0368 (12)	0.0225 (14)	0.0115 (11)	0.0100 (12)
C21	0.0397 (12)	0.0689 (16)	0.0620 (15)	0.0056 (11)	0.0215 (11)	0.0215 (12)
C22	0.0377 (10)	0.0211 (9)	0.0274 (9)	0.0016 (7)	0.0059 (8)	0.0032 (7)
C23	0.0487 (12)	0.0308 (10)	0.0512 (12)	−0.0017 (9)	0.0213 (10)	0.0006 (9)
C24	0.0595 (14)	0.0321 (11)	0.0621 (15)	−0.0131 (10)	0.0230 (12)	0.0027 (10)
C25	0.0666 (15)	0.0200 (9)	0.0500 (13)	−0.0018 (9)	0.0085 (11)	0.0030 (9)
C26	0.0586 (13)	0.0252 (10)	0.0413 (11)	0.0085 (9)	0.0116 (10)	0.0006 (8)
C27	0.0399 (10)	0.0247 (9)	0.0303 (9)	0.0043 (8)	0.0071 (8)	0.0022 (7)
C28	0.0408 (11)	0.0446 (12)	0.0332 (10)	0.0065 (9)	0.0081 (9)	−0.0021 (9)
C29	0.0418 (12)	0.0561 (14)	0.0371 (11)	−0.0009 (10)	0.0137 (9)	−0.0054 (10)
C30	0.0638 (17)	0.092 (2)	0.0712 (18)	−0.0076 (15)	0.0391 (15)	−0.0223 (16)
C31	0.0665 (17)	0.0651 (17)	0.0558 (15)	−0.0081 (13)	0.0110 (13)	0.0149 (13)
C32	0.0459 (13)	0.0666 (16)	0.0499 (14)	−0.0052 (11)	0.0062 (11)	−0.0014 (12)
C33	0.0339 (10)	0.0238 (9)	0.0307 (9)	0.0018 (7)	0.0105 (8)	0.0046 (7)
K	0.0369 (3)	0.0262 (3)	0.0338 (3)	−0.0001 (2)	0.0138 (2)	0.0039 (2)
O3	0.0444 (8)	0.0407 (8)	0.0360 (7)	0.0079 (6)	0.0158 (6)	0.0073 (6)
O4	0.0450 (8)	0.0373 (8)	0.0433 (8)	0.0077 (6)	0.0140 (6)	0.0143 (6)
O5	0.0345 (7)	0.0349 (7)	0.0473 (8)	−0.0021 (6)	0.0142 (6)	0.0086 (6)
C34	0.0333 (11)	0.0562 (13)	0.0420 (11)	0.0004 (9)	0.0112 (9)	0.0149 (10)
C35	0.0399 (11)	0.0586 (14)	0.0377 (11)	0.0109 (10)	0.0169 (9)	0.0104 (10)
C36	0.0466 (12)	0.0400 (12)	0.0550 (13)	0.0098 (10)	0.0181 (10)	0.0029 (10)
C37	0.0508 (13)	0.0432 (12)	0.0599 (14)	0.0148 (10)	0.0138 (11)	0.0182 (11)
C38	0.0568 (14)	0.0400 (12)	0.0509 (13)	0.0039 (10)	0.0171 (11)	0.0220 (10)
C39	0.0504 (13)	0.0358 (11)	0.0506 (13)	−0.0068 (9)	0.0144 (10)	0.0170 (9)
O6	0.0493 (10)	0.0643 (11)	0.0697 (12)	0.0116 (8)	0.0359 (9)	0.0250 (9)

Geometric parameters (Å, º) top

Co—N1	1.9853 (13)	C21—H21A	0.9800
Co—N1ⁱ	1.9853 (13)	C21—H21B	0.9800
Co—N2	1.9834 (14)	C21—H21C	0.9800
Co—N2ⁱ	1.9834 (14)	C22—C23	1.378 (3)
Co—C33	1.9129 (18)	C22—C27	1.392 (2)
Co—C33ⁱ	1.9129 (18)	C23—C24	1.381 (3)
N1—C5	1.369 (2)	C23—H23	0.9500
N1—C2	1.369 (2)	C24—C25	1.372 (3)
N2—C7	1.367 (2)	C24—H24	0.9500
N2—C10	1.369 (2)	C25—C26	1.368 (3)
N3—C17	1.355 (2)	C25—H25	0.9500
N3—C16	1.416 (2)	C26—C27	1.390 (3)
N3—HN3	0.8800	C26—H26	0.9500
N4—C28	1.359 (2)	C28—C29	1.526 (3)
N4—C27	1.413 (3)	C29—C30	1.519 (3)
N4—HN4	0.8800	C29—C32	1.521 (3)
N5—C33	1.141 (2)	C29—C31	1.540 (4)
O1—C17	1.213 (2)	C30—H30A	0.9800
O2—C28	1.212 (3)	C30—H30B	0.9800
O2—K	2.7789 (15)	C30—H30C	0.9800
C1—C10ⁱ	1.383 (2)	C31—H31A	0.9800
C1—C2	1.390 (2)	C31—H31B	0.9800
C1—C11	1.492 (2)	C31—H31C	0.9800
C2—C3	1.432 (2)	C32—H32A	0.9800
C3—C4	1.334 (3)	C32—H32B	0.9800
C3—H3	0.9500	C32—H32C	0.9800
C4—C5	1.433 (2)	K—O2ⁱⁱ	2.7789 (15)
C4—H4	0.9500	K—O3ⁱⁱ	2.8633 (13)
C5—C6	1.381 (2)	K—O3	2.8633 (13)
C6—C7	1.385 (2)	K—O4ⁱⁱ	2.7917 (13)
C6—C22	1.500 (2)	K—O4	2.7917 (13)
C7—C8	1.432 (3)	K—O5ⁱⁱ	2.7505 (13)
C8—C9	1.334 (3)	K—O5	2.7505 (13)
C8—H8	0.9500	O3—C36	1.407 (3)
C9—C10	1.429 (3)	O3—C35	1.418 (2)
C9—H9	0.9500	O4—C38	1.411 (2)
C10—C1ⁱ	1.383 (2)	O4—C37	1.413 (3)
C11—C16	1.383 (3)	O5—C34	1.412 (2)
C11—C12	1.395 (3)	O5—C39	1.412 (2)
C12—C13	1.379 (3)	C34—C35ⁱⁱ	1.480 (3)
C12—H12	0.9500	C34—H34A	0.9900
C13—C14	1.369 (3)	C34—H34B	0.9900
C13—H13	0.9500	C35—C34ⁱⁱ	1.480 (3)
C14—C15	1.382 (3)	C35—H35A	0.9900
C14—H14	0.9500	C35—H35B	0.9900
C15—C16	1.397 (3)	C36—C37	1.484 (3)
C15—H15	0.9500	C36—H36A	0.9900
C17—C18	1.530 (3)	C36—H36B	0.9900
C18—C21	1.520 (3)	C37—H37A	0.9900
C18—C19	1.524 (3)	C37—H37B	0.9900
C18—C20	1.530 (3)	C38—C39	1.480 (3)
C19—H19A	0.9800	C38—H38A	0.9900
C19—H19B	0.9800	C38—H38B	0.9900
C19—H19C	0.9800	C39—H39A	0.9900
C20—H20A	0.9800	C39—H39B	0.9900
C20—H20B	0.9800	O6—H1O6	0.869 (10)
C20—H20C	0.9800	O6—H2O6	0.881 (10)

C33—Co—C33ⁱ	180.000 (1)	C26—C25—C24	120.64 (19)
C33—Co—N2	89.44 (7)	C26—C25—H25	119.7
C33ⁱ—Co—N2	90.56 (7)	C24—C25—H25	119.7
C33—Co—N2ⁱ	90.56 (7)	C25—C26—C27	119.98 (19)
C33ⁱ—Co—N2ⁱ	89.44 (7)	C25—C26—H26	120.0
N2—Co—N2ⁱ	180.000 (1)	C27—C26—H26	120.0
C33—Co—N1	89.73 (6)	C26—C27—C22	120.04 (18)
C33ⁱ—Co—N1	90.27 (7)	C26—C27—N4	122.02 (17)
N2—Co—N1	90.40 (6)	C22—C27—N4	117.93 (16)
N2ⁱ—Co—N1	89.60 (6)	O2—C28—N4	121.5 (2)
C33—Co—N1ⁱ	90.27 (7)	O2—C28—C29	122.94 (19)
C33ⁱ—Co—N1ⁱ	89.73 (6)	N4—C28—C29	115.55 (17)
N2—Co—N1ⁱ	89.60 (6)	C30—C29—C32	109.7 (2)
N2ⁱ—Co—N1ⁱ	90.40 (6)	C30—C29—C28	107.74 (19)
N1—Co—N1ⁱ	180.000 (1)	C32—C29—C28	112.59 (19)
C5—N1—C2	105.66 (14)	C30—C29—C31	110.3 (2)
C5—N1—Co	126.80 (11)	C32—C29—C31	109.3 (2)
C2—N1—Co	127.53 (11)	C28—C29—C31	107.20 (18)
C7—N2—C10	105.43 (14)	C29—C30—H30A	109.5
C7—N2—Co	126.81 (12)	C29—C30—H30B	109.5
C10—N2—Co	127.76 (11)	H30A—C30—H30B	109.5
C17—N3—C16	123.67 (16)	C29—C30—H30C	109.5
C17—N3—HN3	118.2	H30A—C30—H30C	109.5
C16—N3—HN3	118.2	H30B—C30—H30C	109.5
C28—N4—C27	127.75 (17)	C29—C31—H31A	109.5
C28—N4—HN4	116.1	C29—C31—H31B	109.5
C27—N4—HN4	116.1	H31A—C31—H31B	109.5
C28—O2—K	152.04 (16)	C29—C31—H31C	109.5
C10ⁱ—C1—C2	122.97 (16)	H31A—C31—H31C	109.5
C10ⁱ—C1—C11	118.31 (15)	H31B—C31—H31C	109.5
C2—C1—C11	118.70 (15)	C29—C32—H32A	109.5
N1—C2—C1	126.06 (15)	C29—C32—H32B	109.5
N1—C2—C3	109.87 (15)	H32A—C32—H32B	109.5
C1—C2—C3	124.07 (16)	C29—C32—H32C	109.5
C4—C3—C2	107.40 (16)	H32A—C32—H32C	109.5
C4—C3—H3	126.3	H32B—C32—H32C	109.5
C2—C3—H3	126.3	N5—C33—Co	178.67 (17)
C3—C4—C5	107.01 (16)	O5ⁱⁱ—K—O5	180.0
C3—C4—H4	126.5	O5ⁱⁱ—K—O2	72.53 (5)
C5—C4—H4	126.5	O5—K—O2	107.47 (5)
N1—C5—C6	126.14 (15)	O5ⁱⁱ—K—O2ⁱⁱ	107.47 (5)
N1—C5—C4	110.06 (15)	O5—K—O2ⁱⁱ	72.53 (5)
C6—C5—C4	123.80 (16)	O2—K—O2ⁱⁱ	180.000 (1)
C5—C6—C7	123.56 (16)	O5ⁱⁱ—K—O4ⁱⁱ	60.15 (4)
C5—C6—C22	118.87 (15)	O5—K—O4ⁱⁱ	119.85 (4)
C7—C6—C22	117.55 (16)	O2—K—O4ⁱⁱ	94.94 (5)
N2—C7—C6	126.18 (16)	O2ⁱⁱ—K—O4ⁱⁱ	85.06 (5)
N2—C7—C8	110.27 (15)	O5ⁱⁱ—K—O4	119.85 (4)
C6—C7—C8	123.51 (16)	O5—K—O4	60.15 (4)
C9—C8—C7	106.85 (16)	O2—K—O4	85.06 (5)
C9—C8—H8	126.6	O2ⁱⁱ—K—O4	94.94 (5)
C7—C8—H8	126.6	O4ⁱⁱ—K—O4	180.0
C8—C9—C10	107.43 (16)	O5ⁱⁱ—K—O3ⁱⁱ	119.74 (4)
C8—C9—H9	126.3	O5—K—O3ⁱⁱ	60.26 (4)
C10—C9—H9	126.3	O2—K—O3ⁱⁱ	100.93 (5)
N2—C10—C1ⁱ	126.01 (16)	O2ⁱⁱ—K—O3ⁱⁱ	79.07 (5)
N2—C10—C9	110.00 (15)	O4ⁱⁱ—K—O3ⁱⁱ	61.01 (4)
C1ⁱ—C10—C9	123.91 (16)	O4—K—O3ⁱⁱ	118.99 (4)
C16—C11—C12	119.00 (17)	O5ⁱⁱ—K—O3	60.26 (4)
C16—C11—C1	122.11 (16)	O5—K—O3	119.74 (4)
C12—C11—C1	118.89 (17)	O2—K—O3	79.07 (5)
C13—C12—C11	121.1 (2)	O2ⁱⁱ—K—O3	100.93 (5)
C13—C12—H12	119.5	O4ⁱⁱ—K—O3	118.99 (4)
C11—C12—H12	119.5	O4—K—O3	61.01 (4)
C14—C13—C12	119.4 (2)	O3ⁱⁱ—K—O3	180.00 (5)
C14—C13—H13	120.3	C36—O3—C35	111.99 (15)
C12—C13—H13	120.3	C36—O3—K	109.43 (12)
C13—C14—C15	120.76 (19)	C35—O3—K	109.30 (11)
C13—C14—H14	119.6	C38—O4—C37	113.48 (16)
C15—C14—H14	119.6	C38—O4—K	114.07 (11)
C14—C15—C16	119.9 (2)	C37—O4—K	114.16 (12)
C14—C15—H15	120.1	C34—O5—C39	112.95 (16)
C16—C15—H15	120.1	C34—O5—K	118.22 (11)
C11—C16—C15	119.81 (17)	C39—O5—K	117.03 (11)
C11—C16—N3	120.22 (16)	O5—C34—C35ⁱⁱ	108.25 (17)
C15—C16—N3	119.93 (18)	O5—C34—H34A	110.0
O1—C17—N3	122.09 (18)	C35ⁱⁱ—C34—H34A	110.0
O1—C17—C18	122.41 (18)	O5—C34—H34B	110.0
N3—C17—C18	115.49 (17)	C35ⁱⁱ—C34—H34B	110.0
C21—C18—C19	109.60 (19)	H34A—C34—H34B	108.4
C21—C18—C17	109.07 (18)	O3—C35—C34ⁱⁱ	110.08 (16)
C19—C18—C17	108.66 (18)	O3—C35—H35A	109.6
C21—C18—C20	110.6 (2)	C34ⁱⁱ—C35—H35A	109.6
C19—C18—C20	108.8 (2)	O3—C35—H35B	109.6
C17—C18—C20	110.01 (17)	C34ⁱⁱ—C35—H35B	109.6
C18—C19—H19A	109.5	H35A—C35—H35B	108.2
C18—C19—H19B	109.5	O3—C36—C37	110.25 (17)
H19A—C19—H19B	109.5	O3—C36—H36A	109.6
C18—C19—H19C	109.5	C37—C36—H36A	109.6
H19A—C19—H19C	109.5	O3—C36—H36B	109.6
H19B—C19—H19C	109.5	C37—C36—H36B	109.6
C18—C20—H20A	109.5	H36A—C36—H36B	108.1
C18—C20—H20B	109.5	O4—C37—C36	108.89 (18)
H20A—C20—H20B	109.5	O4—C37—H37A	109.9
C18—C20—H20C	109.5	C36—C37—H37A	109.9
H20A—C20—H20C	109.5	O4—C37—H37B	109.9
H20B—C20—H20C	109.5	C36—C37—H37B	109.9
C18—C21—H21A	109.5	H37A—C37—H37B	108.3
C18—C21—H21B	109.5	O4—C38—C39	109.51 (17)
H21A—C21—H21B	109.5	O4—C38—H38A	109.8
C18—C21—H21C	109.5	C39—C38—H38A	109.8
H21A—C21—H21C	109.5	O4—C38—H38B	109.8
H21B—C21—H21C	109.5	C39—C38—H38B	109.8
C23—C22—C27	118.63 (17)	H38A—C38—H38B	108.2
C23—C22—C6	120.80 (16)	O5—C39—C38	108.63 (17)
C27—C22—C6	120.55 (16)	O5—C39—H39A	110.0
C22—C23—C24	121.24 (19)	C38—C39—H39A	110.0
C22—C23—H23	119.4	O5—C39—H39B	110.0
C24—C23—H23	119.4	C38—C39—H39B	110.0
C25—C24—C23	119.5 (2)	H39A—C39—H39B	108.3
C25—C24—H24	120.3	H1O6—O6—H2O6	115 (3)
C23—C24—H24	120.3

Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

Cg1, Cg2, Cg3 and Cg5 are the centroids of the N1/C2–C5, N2/C7–C10, Co/N1/C2/C1/C10'/N2' and Co/N2/C10/C1'/C2'/N1' rings respectively.

D—H···A	D—H	H···A	D···A	D—H···A
N3—HN3···O6	0.88	2.09	2.966 (2)	172
O6—H1O6···N5ⁱⁱⁱ	0.87	1.95 (2)	2.810 (3)	172 (2)
C20—H20C···O6	0.98	2.51	3.413 (3)	153
O6—H2O6···Cg2ⁱ	0.88	2.73 (2)	3.272 (2)	121 (2)
O6—H2O6···Cg3	0.88	2.81 (2)	3.455 (2)	131 (2)
O6—H2O6···Cg5ⁱ	0.88	2.81 (2)	3.455 (2)	131 (2)
C21—H21B···Cg1^iv	0.98	2.82	3.737 (3)	156

Symmetry codes: (i) −x+1, −y+2, −z+2; (iii) −x+2, −y+2, −z+2; (iv) x+1, y, z.

Selected bond lengths (Å) top

Co—N1	1.9853 (13)	K—O3	2.8633 (13)
Co—N2	1.9834 (14)	K—O4	2.7917 (13)
Co—C33	1.9129 (18)	K—O5	2.7505 (13)
K—O2ⁱ	2.7789 (15)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

Cg1, Cg2, Cg3 and Cg5 are the centroids of the N1/C2–C5, N2/C7–C10, Co/N1/C2/C1/C10'/N2' and Co/N2/C10/C1'/C2'/N1' rings respectively.

D—H···A	D—H	H···A	D···A	D—H···A
N3—HN3···O6	0.88	2.09	2.966 (2)	172
O6—H1O6···N5ⁱⁱ	0.87	1.95 (2)	2.810 (3)	172 (2)
C20—H20C···O6	0.98	2.51	3.413 (3)	153
O6—H2O6···Cg2ⁱⁱⁱ	0.88	2.73 (2)	3.272 (2)	121 (2)
O6—H2O6···Cg3	0.88	2.81 (2)	3.455 (2)	131 (2)
O6—H2O6···Cg5ⁱⁱⁱ	0.88	2.81 (2)	3.455 (2)	131 (2)
C21—H21B···Cg1^iv	0.98	2.82	3.737 (3)	156

Symmetry codes: (ii) −x+2, −y+2, −z+2; (iii) −x+1, −y+2, −z+2; (iv) x+1, y, z.

Acknowledgements

The authors gratefully acknowledge financial support from the Ministry of Higher Education and Scientific Research of Tunisia.

References

Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England. Google Scholar
Ali, B. B., Belkhiria, M. S., Giorgi, M. & Nasri, H. (2011). Open J. Inorg. Chem. 1, 39–46. CrossRef CAS Google Scholar
Allen, F. H. (2002). Acta Cryst. B58, 380–388. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381–388. Web of Science CrossRef CAS IUCr Journals Google Scholar
Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA. Google Scholar
Collman, J. P., Brauman, J. I., Doxsee, K. M., Halbert, T. R., Hayes, S. E. & Suslick, K. S. (1978). J. Am. Chem. Soc. 100, 2761–2766. CrossRef CAS Web of Science Google Scholar
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854. Web of Science CrossRef CAS IUCr Journals Google Scholar
Hoshino, M., Sonoki, H., Miyazaki, Y., Iimura, Y. & Yamamoto, K. (2000). Inorg. Chem. 39, 4850–4857. Web of Science CSD CrossRef PubMed CAS Google Scholar
Iimuna, Y., Sakurai, T. & Yamamoto, K. (1988). Bull. Chem. Soc. Jpn, 61, 821–826. Google Scholar
Konarev, D., Khasanov, S. S., Saito, G., Lybovskaya, R. N., Yoshida, Y. & Otsuka, A. (2003). Chem. Eur. J. 9, 3837–3848. Web of Science CSD CrossRef PubMed CAS Google Scholar
Li, J., Noll, B. C., Oliver, A. G., Ferraudi, G., Lappin, A. G. & Scheidt, W. R. (2010). Inorg. Chem. 49, 2398–2406. Web of Science CSD CrossRef CAS PubMed Google Scholar
Pratt, J. M. (1972). Inorganic Chemistry of Vitamine B12, pp. 250–251. London: Academic Press. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 70| Part 3| March 2014| Pages m104-m105

doi:10.1107/S1600536814003596

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

A one-dimensional polymeric cobalt(III)–potassium complex with 18-crown-6, cyanide and porphyrinate ligands

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds