catena-Poly[[(1,10-phenanthroline)cobalt]-μ-2,4′-oxydibenzoato]

Guo, H.-K.; Fu, F.; Tang, L.; Hou, X.-Y.; Cao, J.

doi:10.1107/S1600536812031534

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 8| August 2012| Page m1078

https://doi.org/10.1107/S1600536812031534

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catena-Poly[[(1,10-phenanthroline)cobalt]-μ-2,4′-oxydibenzoato]

Hai-Kang Guo,^a Feng Fu,^a ^* Long Tang,^a Xiang-Yang Hou ^a and Jia Cao ^a

^aDepartment of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan'an University, Yan'an, Shaanxi 716000, People's Republic of China
^*Correspondence e-mail: yadxgncl@126.com

(Received 12 June 2012; accepted 11 July 2012; online 18 July 2012)

In the title compound, [Co(C₁₄H₈O₅)(C₁₂H₈N₂)]_n, the Co^II atom is six-coordinated in a distorted octahedral coordination geometry by four O atoms from two chelating carboxylate groups from different 2,4′-oxydibenzoate anions and by two N atoms from a 1,10-phenanthroline (phen) ligand. The two benzene rings of the 2,4′-oxydibenzoate ligand form a dihedral angle of 77.14 (16)°. Adjacent Co^II atoms are bridged by 2,4′-oxydibenzoate anions to form a helical chain that propagates along the b-axis direction. Neighboring chains are further assembled by intermolecular π–π stacking interactions between inversion-related phen ligands [centroid-to-centroid distance = 4.0869 (8) Å] to form a two-dimensional supramolecular architecture.

Related literature

For related structures and the properties of coordination polymers, see: Han et al. (2005 ); Xue et al. (2009 ); Sun et al. (2010 ); Wang et al. (2010 ).

Experimental

Crystal data

[Co(C₁₄H₈O₅)(C₁₂H₈N₂)]
M_r = 495.34
Monoclinic, P 2₁ /n
a = 7.8524 (16) Å
b = 15.345 (3) Å
c = 18.778 (4) Å
β = 99.72 (3)°
V = 2230.3 (8) Å³
Z = 4
Mo Kα radiation
μ = 0.81 mm⁻¹
T = 293 K
0.40 × 0.20 × 0.15 mm

Data collection

Bruker SMART diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.782, T_max = 0.898
18945 measured reflections
3921 independent reflections
2794 reflections with I > 2σ(I)
R_int = 0.066

Refinement

R[F² > 2σ(F²)] = 0.073
wR(F²) = 0.141
S = 1.15
3921 reflections
307 parameters
H-atom parameters constrained
Δρ_max = 0.29 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Data collection: SMART (Bruker, 1997 ); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812031534/pk2423sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812031534/pk2423Isup2.hkl

checkCIF report

Comment top

The rational design and syntheses of metal–organic frameworks has been of increasing interest in the crystal engineering of coordination polymers owing to their ability to provide diverse assemblies with fascinating topological structures and material properties (Han et al., 2005; Xue et al.,2009). The semi-rigid V-shaped multi-carboxylate ligands with two benzene rings, which contain a central molecular framework that can be bridged by an oxygen atom, have sufficient flexibility that they can freely twist around the oxygen atom, leading to metal complexes with diverse structures in the assembly process (Sun et al., 2010; Wang et al., 2010).

The asymmetric unit contains one Co^II ion, one 1,10-phenanthroline ligand and one 2,4'-oxydibenzoate anion. Each Co^II atom has a distorted octahedral geometry and is six-coordinated by four O atoms from two chelating carboxylate groups of non-symmetry related 2,4'-oxydibenzoate ligands and by two N atoms from a 1,10-phenanthroline molecule (Fig. 1). The Co—O bond distances vary from 2.077 (3) to 2.201 (3) Å and the Co—N bond lengths are 2.077 (4) and 2.107 (4) Å. Adjacent Co^II atoms are linked by 2,4'-oxydibenzoate ligands with carboxyl groups to form infinite one-dimensional helical chains along the b-axis direction (Fig. 2). Neighboring chains are further assembled by intermolecular π–π stacking interaction between the phenanthroline ring systems with a ring centroid-centroid distance of 4.0869 (8) Å, forming a two-dimensional supramolecular architecture (Fig. 3).

Related literature top

For related structures and the properties of coordination polymers, see: Han et al. (2005); Xue et al. (2009); Sun et al. (2010); Wang et al. (2010).

Experimental top

A mixture of CoSO₄.7H₂O (0.0149, 0.05 mmol), 2,4'-oxybis(benzoic acid) (0.0129, 0.05 mmol), 1,10-phenanthroline (0.0099 g, 0.05 mmol), H₂O (8 ml) was sealed in 25 ml Teflon-lined stainless steel reactor, which was heated to 413 K for 5 d and was subsequently cooled slowly to room temperature. Red block-shaped crystals were collected in 47% yield based on Co.

Structure description top

For related structures and the properties of coordination polymers, see: Han et al. (2005); Xue et al. (2009); Sun et al. (2010); Wang et al. (2010).

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The coordination environment of Co^II atoms in the title compound, with thermal ellipsoids drawn at the 50% level. Symmetry code: A -x + 3/2, y + 1/2, -z + 3/2.
	Fig. 2. The helical chain formed by molecules of the title compound that extends along b-axis.
	Fig. 3. The 2D supramolecular structure formed through π–π interactions.

catena-Poly[[(1,10-phenanthroline)cobalt]-µ-2,4'-oxydibenzoato] top

Crystal data top

[Co(C₁₄H₈O₅)(C₁₂H₈N₂)]	F(000) = 1012
M_r = 495.34	D_x = 1.475 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5540 reflections
a = 7.8524 (16) Å	θ = 3.0–25.4°
b = 15.345 (3) Å	µ = 0.81 mm⁻¹
c = 18.778 (4) Å	T = 293 K
β = 99.72 (3)°	Block, red
V = 2230.3 (8) Å³	0.40 × 0.20 × 0.15 mm
Z = 4

Data collection top

Bruker SMART diffractometer	3921 independent reflections
Radiation source: fine-focus sealed tube	2794 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.066
φ and ω scans	θ_max = 25.0°, θ_min = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→8
T_min = 0.782, T_max = 0.898	k = −18→15
18945 measured reflections	l = −22→22

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)] = 0.073	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.141	H-atom parameters constrained
S = 1.15	w = 1/[σ²(F_o²) + (0.0374P)² + 2.4235P] where P = (F_o² + 2F_c²)/3
3921 reflections	(Δ/σ)_max = 0.003
307 parameters	Δρ_max = 0.29 e Å⁻³
0 restraints	Δρ_min = −0.35 e Å⁻³

Crystal data top

[Co(C₁₄H₈O₅)(C₁₂H₈N₂)]	V = 2230.3 (8) Å³
M_r = 495.34	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 7.8524 (16) Å	µ = 0.81 mm⁻¹
b = 15.345 (3) Å	T = 293 K
c = 18.778 (4) Å	0.40 × 0.20 × 0.15 mm
β = 99.72 (3)°

Data collection top

Bruker SMART diffractometer	3921 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2794 reflections with I > 2σ(I)
T_min = 0.782, T_max = 0.898	R_int = 0.066
18945 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.073	0 restraints
wR(F²) = 0.141	H-atom parameters constrained
S = 1.15	Δρ_max = 0.29 e Å⁻³
3921 reflections	Δρ_min = −0.35 e Å⁻³
307 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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

	x	y	z	U_iso*/U_eq
O4	0.6161 (4)	0.7767 (2)	0.64914 (18)	0.0608 (9)
O5	0.8475 (5)	0.7208 (2)	0.61748 (19)	0.0631 (9)
C14	0.6932 (7)	0.7120 (3)	0.6281 (3)	0.0535 (12)
C11	0.6083 (6)	0.6252 (3)	0.6175 (2)	0.0483 (11)
C12	0.4465 (7)	0.6116 (3)	0.6354 (3)	0.0630 (14)
H12	0.3881	0.6578	0.6524	0.076*
C10	0.6901 (6)	0.5560 (3)	0.5906 (2)	0.0562 (13)
H10	0.7981	0.5640	0.5776	0.067*
C13	0.3704 (7)	0.5299 (3)	0.6283 (3)	0.0632 (14)
H13	0.2624	0.5210	0.6411	0.076*
Co1	0.66874 (8)	0.35628 (4)	0.84782 (3)	0.0515 (2)
O2	0.5626 (4)	0.3396 (2)	0.73244 (17)	0.0595 (9)
C19	0.8855 (7)	0.6524 (3)	0.9794 (4)	0.0756 (18)
H19	0.9317	0.7083	0.9855	0.091*
O3	0.3900 (4)	0.3788 (2)	0.59100 (17)	0.0586 (9)
N2	0.6821 (5)	0.4027 (2)	0.9525 (2)	0.0516 (10)
C6	0.0948 (7)	0.3431 (3)	0.5734 (3)	0.0661 (14)
H6	0.0913	0.3523	0.5242	0.079*
C26	0.7996 (6)	0.5268 (3)	0.9018 (3)	0.0525 (12)
C1	0.4169 (6)	0.3533 (3)	0.7488 (3)	0.0507 (11)
O1	0.4041 (4)	0.3737 (2)	0.81312 (18)	0.0678 (10)
C7	0.2449 (6)	0.3566 (3)	0.6210 (3)	0.0523 (12)
N1	0.7779 (5)	0.4804 (2)	0.8387 (2)	0.0566 (10)
C2	0.2544 (6)	0.3446 (3)	0.6948 (2)	0.0476 (11)
C8	0.4557 (6)	0.4624 (3)	0.6022 (2)	0.0502 (12)
C18	0.8689 (6)	0.6116 (3)	0.9098 (3)	0.0653 (15)
C17	0.9161 (7)	0.6477 (4)	0.8483 (4)	0.0824 (19)
H17	0.9620	0.7037	0.8504	0.099*
C24	0.6333 (6)	0.3639 (4)	1.0079 (3)	0.0619 (13)
H24	0.5872	0.3081	1.0010	0.074*
C4	−0.0473 (7)	0.3059 (4)	0.6720 (4)	0.0783 (18)
H4	−0.1467	0.2898	0.6894	0.094*
C9	0.6133 (7)	0.4752 (3)	0.5827 (3)	0.0568 (13)
H9	0.6690	0.4292	0.5641	0.068*
C23	0.6459 (7)	0.4005 (4)	1.0763 (3)	0.0736 (16)
H23	0.6098	0.3698	1.1138	0.088*
C5	−0.0513 (7)	0.3157 (4)	0.5990 (4)	0.0784 (17)
H5	−0.1523	0.3039	0.5668	0.094*
C22	0.7118 (7)	0.4819 (4)	1.0872 (3)	0.0720 (16)
H22	0.7215	0.5077	1.1325	0.086*
C20	0.8358 (7)	0.6121 (4)	1.0358 (4)	0.0783 (18)
H20	0.8483	0.6409	1.0800	0.094*
C21	0.7651 (6)	0.5271 (4)	1.0304 (3)	0.0627 (15)
C15	0.8250 (7)	0.5179 (4)	0.7816 (3)	0.0729 (16)
H15	0.8106	0.4877	0.7380	0.087*
C16	0.8963 (8)	0.6026 (4)	0.7850 (4)	0.087 (2)
H16	0.9296	0.6274	0.7442	0.104*
C3	0.1048 (7)	0.3200 (3)	0.7192 (3)	0.0627 (14)
H3	0.1069	0.3127	0.7685	0.075*
C25	0.7487 (6)	0.4845 (3)	0.9629 (3)	0.0509 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O4	0.069 (2)	0.043 (2)	0.072 (2)	−0.0033 (17)	0.0164 (18)	−0.0001 (17)
O5	0.068 (2)	0.046 (2)	0.078 (3)	−0.0039 (18)	0.0199 (19)	0.0048 (17)
C14	0.063 (3)	0.048 (3)	0.048 (3)	0.000 (3)	0.005 (2)	0.010 (2)
C11	0.054 (3)	0.040 (3)	0.051 (3)	−0.008 (2)	0.009 (2)	0.003 (2)
C12	0.065 (3)	0.043 (3)	0.083 (4)	−0.001 (3)	0.018 (3)	−0.004 (3)
C10	0.057 (3)	0.055 (3)	0.058 (3)	−0.008 (3)	0.016 (2)	0.007 (3)
C13	0.066 (3)	0.047 (3)	0.081 (4)	−0.012 (3)	0.025 (3)	−0.007 (3)
Co1	0.0622 (4)	0.0414 (4)	0.0508 (4)	0.0034 (3)	0.0096 (3)	−0.0037 (3)
O2	0.052 (2)	0.071 (2)	0.057 (2)	0.0007 (17)	0.0132 (16)	−0.0115 (17)
C19	0.064 (4)	0.036 (3)	0.111 (5)	0.008 (3)	−0.029 (3)	−0.022 (3)
O3	0.072 (2)	0.050 (2)	0.056 (2)	−0.0153 (17)	0.0190 (17)	−0.0088 (16)
N2	0.058 (2)	0.041 (2)	0.056 (3)	0.0075 (19)	0.011 (2)	0.0021 (19)
C6	0.074 (4)	0.052 (3)	0.068 (4)	−0.010 (3)	0.000 (3)	−0.009 (3)
C26	0.045 (3)	0.036 (3)	0.071 (4)	0.009 (2)	−0.005 (2)	−0.001 (2)
C1	0.064 (3)	0.036 (2)	0.054 (3)	0.001 (2)	0.014 (2)	−0.008 (2)
O1	0.072 (2)	0.084 (3)	0.049 (2)	0.0129 (19)	0.0150 (17)	−0.0154 (19)
C7	0.060 (3)	0.045 (3)	0.053 (3)	−0.009 (2)	0.010 (2)	−0.012 (2)
N1	0.071 (3)	0.044 (2)	0.053 (3)	0.008 (2)	0.005 (2)	0.011 (2)
C2	0.050 (3)	0.042 (3)	0.052 (3)	−0.004 (2)	0.014 (2)	−0.012 (2)
C8	0.069 (3)	0.040 (3)	0.042 (3)	−0.007 (2)	0.009 (2)	0.001 (2)
C18	0.057 (3)	0.043 (3)	0.088 (4)	0.010 (2)	−0.013 (3)	0.015 (3)
C17	0.070 (4)	0.050 (3)	0.114 (6)	−0.004 (3)	−0.025 (4)	0.012 (4)
C24	0.066 (3)	0.060 (3)	0.061 (3)	0.007 (3)	0.013 (3)	0.002 (3)
C4	0.056 (3)	0.073 (4)	0.111 (5)	−0.017 (3)	0.027 (3)	−0.032 (4)
C9	0.072 (3)	0.044 (3)	0.058 (3)	0.001 (3)	0.020 (3)	−0.003 (2)
C23	0.072 (4)	0.089 (5)	0.061 (4)	0.020 (3)	0.013 (3)	−0.002 (3)
C5	0.061 (4)	0.071 (4)	0.097 (5)	−0.003 (3)	−0.005 (3)	−0.031 (4)
C22	0.067 (4)	0.094 (5)	0.053 (4)	0.031 (3)	0.004 (3)	−0.015 (3)
C20	0.074 (4)	0.067 (4)	0.086 (5)	0.022 (3)	−0.011 (3)	−0.017 (4)
C21	0.050 (3)	0.057 (3)	0.074 (4)	0.020 (3)	−0.011 (3)	−0.020 (3)
C15	0.083 (4)	0.073 (4)	0.060 (4)	0.000 (3)	0.003 (3)	0.019 (3)
C16	0.077 (4)	0.080 (4)	0.097 (5)	−0.007 (3)	−0.005 (4)	0.047 (4)
C3	0.061 (3)	0.060 (3)	0.072 (4)	−0.006 (3)	0.025 (3)	−0.010 (3)
C25	0.050 (3)	0.045 (3)	0.054 (3)	0.016 (2)	−0.002 (2)	−0.004 (2)

Geometric parameters (Å, º) top

O4—C14	1.261 (5)	C6—H6	0.9300
O4—Co1ⁱ	2.077 (3)	C26—N1	1.369 (6)
O5—C14	1.267 (5)	C26—C18	1.408 (7)
O5—Co1ⁱ	2.190 (3)	C26—C25	1.432 (7)
C14—C11	1.488 (6)	C1—O1	1.269 (5)
C14—Co1ⁱ	2.473 (5)	C1—C2	1.495 (6)
C11—C10	1.381 (6)	C7—C2	1.387 (6)
C11—C12	1.384 (6)	N1—C15	1.324 (6)
C12—C13	1.385 (6)	C2—C3	1.384 (6)
C12—H12	0.9300	C8—C9	1.363 (6)
C10—C9	1.375 (6)	C18—C17	1.385 (8)
C10—H10	0.9300	C17—C16	1.363 (8)
C13—C8	1.368 (6)	C17—H17	0.9300
C13—H13	0.9300	C24—C23	1.390 (7)
Co1—N2	2.077 (4)	C24—H24	0.9300
Co1—O4ⁱⁱ	2.077 (3)	C4—C5	1.374 (8)
Co1—O1	2.087 (3)	C4—C3	1.379 (7)
Co1—N1	2.107 (4)	C4—H4	0.9300
Co1—O5ⁱⁱ	2.190 (3)	C9—H9	0.9300
Co1—O2	2.201 (3)	C23—C22	1.354 (8)
Co1—C14ⁱⁱ	2.473 (5)	C23—H23	0.9300
O2—C1	1.252 (5)	C5—H5	0.9300
C19—C20	1.342 (8)	C22—C21	1.395 (8)
C19—C18	1.436 (8)	C22—H22	0.9300
C19—H19	0.9300	C20—C21	1.415 (8)
O3—C8	1.385 (5)	C20—H20	0.9300
O3—C7	1.396 (5)	C21—C25	1.412 (7)
N2—C24	1.312 (6)	C15—C16	1.412 (8)
N2—C25	1.361 (6)	C15—H15	0.9300
C6—C7	1.369 (7)	C16—H16	0.9300
C6—C5	1.382 (7)	C3—H3	0.9300

C14—O4—Co1ⁱ	92.3 (3)	O1—C1—C2	118.2 (4)
C14—O5—Co1ⁱ	87.1 (3)	C1—O1—Co1	91.8 (3)
O4—C14—O5	119.2 (4)	C6—C7—C2	121.8 (5)
O4—C14—C11	121.2 (4)	C6—C7—O3	116.4 (4)
O5—C14—C11	119.5 (4)	C2—C7—O3	121.7 (4)
O4—C14—Co1ⁱ	57.1 (2)	C15—N1—C26	117.6 (5)
O5—C14—Co1ⁱ	62.2 (2)	C15—N1—Co1	129.2 (4)
C11—C14—Co1ⁱ	177.0 (4)	C26—N1—Co1	113.1 (3)
C10—C11—C12	118.4 (4)	C3—C2—C7	117.4 (4)
C10—C11—C14	120.8 (4)	C3—C2—C1	118.4 (4)
C12—C11—C14	120.8 (4)	C7—C2—C1	124.1 (4)
C11—C12—C13	120.8 (5)	C9—C8—C13	120.5 (4)
C11—C12—H12	119.6	C9—C8—O3	115.1 (4)
C13—C12—H12	119.6	C13—C8—O3	124.3 (4)
C9—C10—C11	120.6 (4)	C17—C18—C26	115.8 (6)
C9—C10—H10	119.7	C17—C18—C19	125.9 (6)
C11—C10—H10	119.7	C26—C18—C19	118.3 (6)
C8—C13—C12	119.4 (5)	C16—C17—C18	121.1 (6)
C8—C13—H13	120.3	C16—C17—H17	119.5
C12—C13—H13	120.3	C18—C17—H17	119.5
N2—Co1—O4ⁱⁱ	105.35 (14)	N2—C24—C23	124.4 (5)
N2—Co1—O1	98.04 (14)	N2—C24—H24	117.8
O4ⁱⁱ—Co1—O1	147.79 (14)	C23—C24—H24	117.8
N2—Co1—N1	79.09 (16)	C5—C4—C3	119.7 (5)
O4ⁱⁱ—Co1—N1	101.12 (15)	C5—C4—H4	120.2
O1—Co1—N1	104.84 (15)	C3—C4—H4	120.2
N2—Co1—O5ⁱⁱ	92.31 (14)	C8—C9—C10	120.2 (5)
O4ⁱⁱ—Co1—O5ⁱⁱ	61.42 (13)	C8—C9—H9	119.9
O1—Co1—O5ⁱⁱ	96.30 (14)	C10—C9—H9	119.9
N1—Co1—O5ⁱⁱ	158.04 (14)	C22—C23—C24	118.6 (6)
N2—Co1—O2	157.20 (13)	C22—C23—H23	120.7
O4ⁱⁱ—Co1—O2	97.45 (13)	C24—C23—H23	120.7
O1—Co1—O2	61.06 (12)	C4—C5—C6	120.0 (5)
N1—Co1—O2	96.71 (14)	C4—C5—H5	120.0
O5ⁱⁱ—Co1—O2	98.68 (13)	C6—C5—H5	120.0
N2—Co1—C14ⁱⁱ	100.58 (15)	C23—C22—C21	120.0 (5)
O4ⁱⁱ—Co1—C14ⁱⁱ	30.64 (14)	C23—C22—H22	120.0
O1—Co1—C14ⁱⁱ	123.66 (16)	C21—C22—H22	120.0
N1—Co1—C14ⁱⁱ	130.70 (17)	C19—C20—C21	122.1 (6)
O5ⁱⁱ—Co1—C14ⁱⁱ	30.78 (13)	C19—C20—H20	119.0
O2—Co1—C14ⁱⁱ	99.04 (14)	C21—C20—H20	119.0
C1—O2—Co1	87.1 (3)	C22—C21—C25	117.6 (5)
C20—C19—C18	121.6 (5)	C22—C21—C20	124.6 (6)
C20—C19—H19	119.2	C25—C21—C20	117.8 (6)
C18—C19—H19	119.2	N1—C15—C16	121.8 (6)
C8—O3—C7	118.2 (4)	N1—C15—H15	119.1
C24—N2—C25	117.5 (4)	C16—C15—H15	119.1
C24—N2—Co1	128.4 (4)	C17—C16—C15	119.5 (6)
C25—N2—Co1	114.1 (3)	C17—C16—H16	120.2
C7—C6—C5	119.5 (5)	C15—C16—H16	120.2
C7—C6—H6	120.2	C4—C3—C2	121.5 (5)
C5—C6—H6	120.2	C4—C3—H3	119.3
N1—C26—C18	124.2 (5)	C2—C3—H3	119.3
N1—C26—C25	116.5 (4)	N2—C25—C21	122.0 (5)
C18—C26—C25	119.3 (5)	N2—C25—C26	117.1 (4)
O2—C1—O1	119.8 (4)	C21—C25—C26	120.9 (5)
O2—C1—C2	122.0 (4)

Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) −x+3/2, y−1/2, −z+3/2.

Experimental details

Crystal data
Chemical formula	[Co(C₁₄H₈O₅)(C₁₂H₈N₂)]
M_r	495.34
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	7.8524 (16), 15.345 (3), 18.778 (4)
β (°)	99.72 (3)
V (Å³)	2230.3 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.81
Crystal size (mm)	0.40 × 0.20 × 0.15

Data collection
Diffractometer	Bruker SMART
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.782, 0.898
No. of measured, independent and observed [I > 2σ(I)] reflections	18945, 3921, 2794
R_int	0.066
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.073, 0.141, 1.15
No. of reflections	3921
No. of parameters	307
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.29, −0.35

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2005), SHELXTL (Sheldrick, 2008).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant No. 21003103) and the Key Scientific Research Foundation of Shaanxi Provincial Education Office of China (grant No. 2010JS061).

References

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