catena-Poly[[bis­(1-ethyl­imidazole-κN3)cobalt(II)]-μ-isophthalato-κ2O1:O3]

Zhao, J.

doi:10.1107/S1600536808030778

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 64| Part 10| October 2008| Page m1334

doi:10.1107/S1600536808030778

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catena-Poly[[bis(1-ethylimidazole-κN³)cobalt(II)]-μ-isophthalato-κ²O¹:O³]

Juan Zhao ^a ^*

^aCollege of Mechanical Engineering, Qingdao Technological University, Qingdao 266033, People's Republic of China
^*Correspondence e-mail: zhaojuanqd@163.com

(Received 19 September 2008; accepted 24 September 2008; online 27 September 2008)

In the title compound, [Co(C₈H₄O₄)(C₅H₈N₂)₂]_n, each cobalt(II) ion is coordinated by two N and two O atoms in a distorted tetrahedral geometry. The isophthalate ligands bridge the metal ions to form polymeric zigzag chains extending along the b axis. Weak C—H⋯O interactions contribute to the crystal packing stability.

Related literature

For the crystal structures of related copper and cobalt compounds, see: Song et al. (2007 ).

Experimental

Crystal data

[Co(C₈H₄O₄)(C₅H₈N₂)₂]
M_r = 415.31
Monoclinic, P 2₁ /c
a = 15.174 (3) Å
b = 9.6650 (19) Å
c = 13.183 (3) Å
β = 104.63 (3)°
V = 1870.7 (7) Å³
Z = 4
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 293 (2) K
0.20 × 0.10 × 0.10 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.833, T_max = 0.911
3360 measured reflections
3276 independent reflections
2711 reflections with I > 2σ(I)
R_int = 0.034

Refinement

R[F² > 2σ(F²)] = 0.057
wR(F²) = 0.152
S = 1.02
3276 reflections
233 parameters
40 restraints
H-atom parameters constrained
Δρ_max = 0.73 e Å⁻³
Δρ_min = −1.49 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Co—O1	1.956 (3)
Co—N2	2.008 (4)
Co—O4ⁱ	2.008 (3)
Co—N4	2.035 (3)

O1—Co—N2	118.23 (14)
O1—Co—O4ⁱ	115.92 (12)
N2—Co—O4ⁱ	104.31 (13)
O1—Co—N4	108.77 (13)
N2—Co—N4	109.39 (15)
O4ⁱ—Co—N4	98.31 (13)
Symmetry code: (i) x, y+1, z.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12A⋯O1	0.93	2.45	2.768 (5)	100
C3—H3A⋯O3ⁱⁱ	0.93	2.40	3.260 (6)	154
C5—H5A⋯O3ⁱⁱⁱ	0.93	2.41	3.327 (7)	168
Symmetry codes: (ii) $[x, -y-{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (iii) -x, -y, -z+1.

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

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808030778/rz2249sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808030778/rz2249Isup2.hkl

checkCIF report

Comment top

In the title compound (Fig. 1), the cobalt(II) ion is coordinated by two N and two O atoms in a distorted tetrahedral geometry. The values of bond distances and angles (Table 1) agree well with those observed in [Co(isophthalato)(1-H-imidazole)₂] (Song, et al., 2007). Each isophthalate dianion acts as a bidentate ligand to bridge two cobalt(II) atoms through the monodentate carboxylate groups, building a zigzag chain structure along the b axis (Fig. 2). The metal-metal distance across the polymer backbone is 9.665 (7) Å. Weak C—H···O hydrogen interactions contribute to the crystal packing stability (Table 2).

Related literature top

For the crystal structures of related copper and cobalt compounds, see: Song et al. (2007).

Experimental top

The reaction of CoCl₂.6H₂O (1.19 g, 5 mmol) with isophthalic acid (0.83 g, 5 mmol) in a water/ethanol (3:1 v/v) solution (40 ml) at 363 K for 30 minutes produced a blue solution, to which 1-ethylimidazole (0.84 g,10 mmol) was added. The reaction solution was kept at room temperature after stirring for an hour at 333 K. Pink crystals were obtained after a few days on slow evaporation of he solvent.

Computing details top

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

Figures top

	Fig. 1. The asymmetric unit of the title compound showing the atom numbering scheme and 30% probability displacement ellipsoids.
	Fig. 2. Packing diagram of the title compound viewed down the b axis.

catena-Poly[[bis(1-ethylimidazole-κN³)cobalt(II]-µ-isophthalato- κ²O¹:O³] top

Crystal data top

[Co(C₈H₄O₄)(C₅H₈N₂)₂]	F(000) = 860
M_r = 415.31	D_x = 1.475 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 15.174 (3) Å	θ = 10–14°
b = 9.6650 (19) Å	µ = 0.95 mm⁻¹
c = 13.183 (3) Å	T = 293 K
β = 104.63 (3)°	Block, pink
V = 1870.7 (7) Å³	0.20 × 0.10 × 0.10 mm
Z = 4

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	3276 independent reflections
Radiation source: fine-focus sealed tube	2711 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
Thin–slice ω scans	θ_max = 25.2°, θ_min = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −18→17
T_min = 0.833, T_max = 0.911	k = 0→11
3360 measured reflections	l = 0→15

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.057	H-atom parameters constrained
wR(F²) = 0.152	w = 1/[σ²(F_o²) + (0.08P)² + 3.5P] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max = 0.001
3276 reflections	Δρ_max = 0.73 e Å⁻³
233 parameters	Δρ_min = −1.49 e Å⁻³
40 restraints	Extinction correction: SHELXTL (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0109 (14)

Crystal data top

[Co(C₈H₄O₄)(C₅H₈N₂)₂]	V = 1870.7 (7) Å³
M_r = 415.31	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 15.174 (3) Å	µ = 0.95 mm⁻¹
b = 9.6650 (19) Å	T = 293 K
c = 13.183 (3) Å	0.20 × 0.10 × 0.10 mm
β = 104.63 (3)°

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	3276 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2711 reflections with I > 2σ(I)
T_min = 0.833, T_max = 0.911	R_int = 0.034
3360 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.057	40 restraints
wR(F²) = 0.152	H-atom parameters constrained
S = 1.02	Δρ_max = 0.73 e Å⁻³
3276 reflections	Δρ_min = −1.49 e Å⁻³
233 parameters

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

	x	y	z	U_iso*/U_eq
Co	0.26136 (4)	0.30808 (5)	0.53367 (4)	0.0305 (2)
O1	0.2699 (2)	0.1668 (3)	0.6419 (2)	0.0427 (8)
N1	0.0386 (3)	0.3053 (5)	0.2750 (4)	0.0612 (12)
C1	−0.0178 (5)	0.3839 (7)	0.0953 (5)	0.083
H1A	−0.0469	0.3539	0.0254	0.124*
H1B	0.0404	0.4237	0.0963	0.124*
H1C	−0.0552	0.4518	0.1174	0.124*
N2	0.1440 (2)	0.3249 (3)	0.4223 (3)	0.0393 (8)
O2	0.2455 (2)	0.0313 (3)	0.5018 (2)	0.0454 (8)
C2	−0.0054 (5)	0.2678 (8)	0.1649 (6)	0.089
H2A	0.0318	0.1991	0.1415	0.107*
H2B	−0.0642	0.2263	0.1617	0.107*
N3	0.4528 (2)	0.2000 (4)	0.3686 (3)	0.0393 (8)
C3	0.1228 (3)	0.2707 (5)	0.3287 (4)	0.0561 (13)
H3A	0.1616	0.2145	0.3024	0.067*
O3	0.1949 (2)	−0.5482 (3)	0.6821 (3)	0.0489 (8)
N4	0.3661 (2)	0.2814 (3)	0.4648 (3)	0.0351 (8)
C4	0.0695 (4)	0.4016 (6)	0.4269 (5)	0.0667 (15)
H4A	0.0651	0.4550	0.4841	0.080*
O4	0.2898 (2)	−0.4975 (3)	0.5853 (2)	0.0401 (7)
C5	0.0032 (4)	0.3894 (7)	0.3373 (5)	0.0772 (18)
H5A	−0.0542	0.4298	0.3216	0.093*
C6	0.5078 (4)	−0.0300 (6)	0.3365 (6)	0.0754 (18)
H6A	0.5275	−0.0854	0.2859	0.113*
H6B	0.4559	−0.0727	0.3529	0.113*
H6C	0.5563	−0.0226	0.3991	0.113*
C7	0.4823 (3)	0.1117 (5)	0.2922 (4)	0.0512 (12)
H7A	0.5342	0.1537	0.2738	0.061*
H7B	0.4333	0.1042	0.2289	0.061*
C8	0.5036 (3)	0.2923 (5)	0.4353 (4)	0.0535 (13)
H8A	0.5639	0.3162	0.4400	0.064*
C9	0.4501 (3)	0.3430 (5)	0.4934 (4)	0.0506 (12)
H9A	0.4674	0.4100	0.5452	0.061*
C10	0.3710 (3)	0.1963 (4)	0.3889 (3)	0.0386 (10)
H10A	0.3232	0.1402	0.3536	0.046*
C11	0.2681 (4)	−0.1647 (4)	0.8394 (3)	0.0476 (12)
H11A	0.2741	−0.1501	0.9105	0.057*
C12	0.2682 (3)	−0.0546 (4)	0.7746 (3)	0.0434 (11)
H12A	0.2733	0.0347	0.8018	0.052*
C13	0.2608 (3)	−0.0744 (4)	0.6689 (3)	0.0303 (8)
C14	0.2555 (3)	−0.2084 (4)	0.6290 (3)	0.0283 (8)
H14A	0.2528	−0.2226	0.5585	0.034*
C15	0.2541 (3)	−0.3208 (4)	0.6941 (3)	0.0284 (8)
C16	0.2593 (3)	−0.2984 (4)	0.7997 (3)	0.0423 (11)
H16A	0.2568	−0.3728	0.8436	0.051*
C17	0.2589 (3)	0.0479 (4)	0.5977 (3)	0.0318 (9)
C18	0.2449 (3)	−0.4664 (4)	0.6524 (3)	0.0309 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co	0.0457 (4)	0.0143 (3)	0.0364 (3)	0.0020 (2)	0.0193 (2)	0.0006 (2)
O1	0.072 (2)	0.0137 (13)	0.0492 (17)	0.0018 (13)	0.0275 (16)	0.0019 (12)
N1	0.053 (2)	0.061 (3)	0.063 (3)	0.017 (2)	0.0013 (19)	−0.015 (2)
C1	0.083	0.083	0.083	0.000	0.024	0.000
N2	0.047 (2)	0.0293 (18)	0.0450 (19)	0.0059 (15)	0.0176 (16)	0.0005 (15)
O2	0.071 (2)	0.0290 (15)	0.0397 (16)	−0.0045 (14)	0.0194 (14)	0.0074 (13)
C2	0.089	0.089	0.089	0.000	0.022	0.000
N3	0.045 (2)	0.0357 (19)	0.0419 (19)	−0.0005 (16)	0.0201 (16)	−0.0050 (16)
C3	0.047 (3)	0.052 (3)	0.066 (3)	0.012 (2)	0.009 (2)	−0.021 (2)
O3	0.066 (2)	0.0172 (14)	0.075 (2)	−0.0053 (14)	0.0375 (18)	0.0017 (14)
N4	0.045 (2)	0.0225 (16)	0.0430 (19)	0.0001 (14)	0.0211 (16)	−0.0021 (14)
C4	0.061 (3)	0.079 (4)	0.064 (3)	0.027 (3)	0.023 (2)	−0.013 (3)
O4	0.069 (2)	0.0155 (13)	0.0435 (16)	0.0009 (13)	0.0284 (15)	−0.0034 (12)
C5	0.058 (3)	0.087 (4)	0.084 (4)	0.028 (3)	0.015 (3)	−0.012 (3)
C6	0.074 (4)	0.046 (3)	0.120 (5)	0.007 (3)	0.050 (4)	−0.017 (3)
C7	0.053 (3)	0.053 (3)	0.055 (3)	0.006 (2)	0.027 (2)	−0.013 (2)
C8	0.047 (3)	0.061 (3)	0.060 (3)	−0.017 (2)	0.028 (2)	−0.014 (3)
C9	0.063 (3)	0.043 (3)	0.054 (3)	−0.022 (2)	0.031 (2)	−0.017 (2)
C10	0.043 (2)	0.030 (2)	0.047 (2)	−0.0020 (18)	0.0191 (19)	−0.0082 (19)
C11	0.088 (4)	0.030 (2)	0.029 (2)	0.003 (2)	0.024 (2)	−0.0025 (18)
C12	0.082 (3)	0.0154 (18)	0.038 (2)	0.001 (2)	0.025 (2)	−0.0050 (17)
C13	0.045 (2)	0.0152 (17)	0.033 (2)	0.0021 (16)	0.0156 (17)	0.0009 (15)
C14	0.041 (2)	0.0208 (18)	0.0267 (18)	0.0020 (16)	0.0141 (16)	−0.0008 (15)
C15	0.039 (2)	0.0169 (18)	0.033 (2)	0.0019 (15)	0.0156 (16)	−0.0003 (15)
C16	0.076 (3)	0.022 (2)	0.036 (2)	0.003 (2)	0.026 (2)	0.0046 (17)
C17	0.043 (2)	0.0185 (18)	0.038 (2)	−0.0002 (16)	0.0164 (17)	0.0023 (16)
C18	0.045 (2)	0.0134 (17)	0.037 (2)	0.0051 (16)	0.0143 (17)	0.0026 (15)

Geometric parameters (Å, º) top

Co—O1	1.956 (3)	O4—C18	1.281 (5)
Co—N2	2.008 (4)	O4—Coⁱⁱ	2.008 (3)
Co—O4ⁱ	2.008 (3)	C5—H5A	0.9300
Co—N4	2.035 (3)	C6—C7	1.501 (8)
O1—C17	1.281 (5)	C6—H6A	0.9600
N1—C3	1.337 (7)	C6—H6B	0.9600
N1—C5	1.358 (7)	C6—H6C	0.9600
N1—C2	1.481 (8)	C7—H7A	0.9700
C1—C2	1.432 (9)	C7—H7B	0.9700
C1—H1A	0.9600	C8—C9	1.341 (7)
C1—H1B	0.9600	C8—H8A	0.9300
C1—H1C	0.9600	C9—H9A	0.9300
N2—C3	1.303 (6)	C10—H10A	0.9300
N2—C4	1.366 (6)	C11—C12	1.365 (6)
O2—C17	1.239 (5)	C11—C16	1.387 (6)
C2—H2A	0.9700	C11—H11A	0.9300
C2—H2B	0.9700	C12—C13	1.382 (6)
N3—C10	1.336 (6)	C12—H12A	0.9300
N3—C8	1.349 (6)	C13—C14	1.393 (5)
N3—C7	1.473 (6)	C13—C17	1.505 (5)
C3—H3A	0.9300	C14—C15	1.387 (5)
O3—C18	1.227 (5)	C14—H14A	0.9300
N4—C10	1.312 (5)	C15—C16	1.391 (6)
N4—C9	1.370 (6)	C15—C18	1.505 (5)
C4—C5	1.350 (8)	C16—H16A	0.9300
C4—H4A	0.9300

O1—Co—N2	118.23 (14)	H6A—C6—H6B	109.5
O1—Co—O4ⁱ	115.92 (12)	C7—C6—H6C	109.5
N2—Co—O4ⁱ	104.31 (13)	H6A—C6—H6C	109.5
O1—Co—N4	108.77 (13)	H6B—C6—H6C	109.5
N2—Co—N4	109.39 (15)	N3—C7—C6	110.8 (4)
O4ⁱ—Co—N4	98.31 (13)	N3—C7—H7A	109.5
C17—O1—Co	108.5 (2)	C6—C7—H7A	109.5
C3—N1—C5	107.5 (5)	N3—C7—H7B	109.5
C3—N1—C2	126.2 (5)	C6—C7—H7B	109.5
C5—N1—C2	126.2 (5)	H7A—C7—H7B	108.1
C2—C1—H1A	109.5	C9—C8—N3	106.6 (4)
C2—C1—H1B	109.5	C9—C8—H8A	126.7
H1A—C1—H1B	109.5	N3—C8—H8A	126.7
C2—C1—H1C	109.5	C8—C9—N4	109.9 (4)
H1A—C1—H1C	109.5	C8—C9—H9A	125.1
H1B—C1—H1C	109.5	N4—C9—H9A	125.1
C3—N2—C4	104.5 (4)	N4—C10—N3	111.8 (4)
C3—N2—Co	128.4 (3)	N4—C10—H10A	124.1
C4—N2—Co	127.0 (3)	N3—C10—H10A	124.1
C1—C2—N1	113.0 (6)	C12—C11—C16	120.4 (4)
C1—C2—H2A	109.0	C12—C11—H11A	119.8
N1—C2—H2A	109.0	C16—C11—H11A	119.8
C1—C2—H2B	109.0	C11—C12—C13	120.6 (4)
N1—C2—H2B	109.0	C11—C12—H12A	119.7
H2A—C2—H2B	107.8	C13—C12—H12A	119.7
C10—N3—C8	107.1 (4)	C12—C13—C14	119.5 (3)
C10—N3—C7	125.4 (4)	C12—C13—C17	120.3 (3)
C8—N3—C7	127.4 (4)	C14—C13—C17	120.3 (3)
N2—C3—N1	112.1 (4)	C15—C14—C13	120.2 (3)
N2—C3—H3A	124.0	C15—C14—H14A	119.9
N1—C3—H3A	124.0	C13—C14—H14A	119.9
C10—N4—C9	104.7 (3)	C14—C15—C16	119.4 (3)
C10—N4—Co	128.3 (3)	C14—C15—C18	121.4 (3)
C9—N4—Co	126.8 (3)	C16—C15—C18	119.2 (3)
C5—C4—N2	110.8 (5)	C11—C16—C15	119.8 (4)
C5—C4—H4A	124.6	C11—C16—H16A	120.1
N2—C4—H4A	124.6	C15—C16—H16A	120.1
C18—O4—Coⁱⁱ	110.3 (2)	O2—C17—O1	123.3 (3)
C4—C5—N1	105.1 (5)	O2—C17—C13	120.5 (3)
C4—C5—H5A	127.4	O1—C17—C13	116.2 (3)
N1—C5—H5A	127.4	O3—C18—O4	123.3 (4)
C7—C6—H6A	109.5	O3—C18—C15	119.6 (3)
C7—C6—H6B	109.5	O4—C18—C15	117.1 (3)

N2—Co—O1—C17	61.4 (3)	N3—C8—C9—N4	1.0 (6)
O4ⁱ—Co—O1—C17	−173.7 (3)	C10—N4—C9—C8	−0.8 (6)
N4—Co—O1—C17	−64.1 (3)	Co—N4—C9—C8	175.2 (3)
O1—Co—N2—C3	−95.9 (4)	C9—N4—C10—N3	0.4 (5)
O4ⁱ—Co—N2—C3	133.6 (4)	Co—N4—C10—N3	−175.6 (3)
N4—Co—N2—C3	29.3 (5)	C8—N3—C10—N4	0.2 (5)
O1—Co—N2—C4	87.1 (4)	C7—N3—C10—N4	176.4 (4)
O4ⁱ—Co—N2—C4	−43.4 (5)	C16—C11—C12—C13	−1.0 (8)
N4—Co—N2—C4	−147.7 (4)	C11—C12—C13—C14	−1.6 (7)
C3—N1—C2—C1	−110.4 (7)	C11—C12—C13—C17	178.7 (4)
C5—N1—C2—C1	64.5 (9)	C12—C13—C14—C15	2.4 (6)
C4—N2—C3—N1	−1.7 (6)	C17—C13—C14—C15	−177.8 (4)
Co—N2—C3—N1	−179.2 (3)	C13—C14—C15—C16	−0.8 (6)
C5—N1—C3—N2	1.0 (7)	C13—C14—C15—C18	177.7 (4)
C2—N1—C3—N2	176.6 (5)	C12—C11—C16—C15	2.6 (8)
O1—Co—N4—C10	83.3 (4)	C14—C15—C16—C11	−1.7 (7)
N2—Co—N4—C10	−47.2 (4)	C18—C15—C16—C11	179.8 (4)
O4ⁱ—Co—N4—C10	−155.7 (4)	Co—O1—C17—O2	0.2 (5)
O1—Co—N4—C9	−91.9 (4)	Co—O1—C17—C13	−178.5 (3)
N2—Co—N4—C9	137.7 (4)	C12—C13—C17—O2	−174.6 (4)
O4ⁱ—Co—N4—C9	29.2 (4)	C14—C13—C17—O2	5.6 (6)
C3—N2—C4—C5	1.8 (7)	C12—C13—C17—O1	4.0 (6)
Co—N2—C4—C5	179.4 (4)	C14—C13—C17—O1	−175.7 (4)
N2—C4—C5—N1	−1.3 (8)	Coⁱⁱ—O4—C18—O3	2.6 (5)
C3—N1—C5—C4	0.2 (7)	Coⁱⁱ—O4—C18—C15	−176.4 (3)
C2—N1—C5—C4	−175.5 (6)	C14—C15—C18—O3	−138.0 (4)
C10—N3—C7—C6	−78.9 (6)	C16—C15—C18—O3	40.5 (6)
C8—N3—C7—C6	96.6 (6)	C14—C15—C18—O4	41.0 (6)
C10—N3—C8—C9	−0.7 (6)	C16—C15—C18—O4	−140.5 (4)
C7—N3—C8—C9	−176.8 (5)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12A···O1	0.93	2.45	2.768 (5)	100
C3—H3A···O3ⁱⁱⁱ	0.93	2.40	3.260 (6)	154
C5—H5A···O3^iv	0.93	2.41	3.327 (7)	168

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

Experimental details

Crystal data
Chemical formula	[Co(C₈H₄O₄)(C₅H₈N₂)₂]
M_r	415.31
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	15.174 (3), 9.6650 (19), 13.183 (3)
β (°)	104.63 (3)
V (Å³)	1870.7 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.95
Crystal size (mm)	0.20 × 0.10 × 0.10

Data collection
Diffractometer	Bruker SMART 1K CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.833, 0.911
No. of measured, independent and observed [I > 2σ(I)] reflections	3360, 3276, 2711
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.598

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.057, 0.152, 1.02
No. of reflections	3276
No. of parameters	233
No. of restraints	40
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.73, −1.49

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Co—O1	1.956 (3)	Co—O4ⁱ	2.008 (3)
Co—N2	2.008 (4)	Co—N4	2.035 (3)

O1—Co—N2	118.23 (14)	O1—Co—N4	108.77 (13)
O1—Co—O4ⁱ	115.92 (12)	N2—Co—N4	109.39 (15)
N2—Co—O4ⁱ	104.31 (13)	O4ⁱ—Co—N4	98.31 (13)

Symmetry code: (i) x, y+1, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12A···O1	0.93	2.45	2.768 (5)	100
C3—H3A···O3ⁱⁱ	0.93	2.40	3.260 (6)	154
C5—H5A···O3ⁱⁱⁱ	0.93	2.41	3.327 (7)	168

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

Acknowledgements

This work was supported by the National Natural Science Foundation of China (grant No. 20601015) and the Natural Science Foundation of Shandong Province (grant No. Y2006B12).

References

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Song, J., Chen, Y., Li, Z., Zhou, R., Xu, X. & Xu, J. (2007). J. Mol. Struct. 842, 125–131. Web of Science CSD CrossRef CAS Google Scholar