Bis(2-hydroxy-N′-isopropylidenebenzo­hydrazidato-κ2N′,O)bis­(pyridine-κN)cobalt(II)

Zhao, X.; Li, D.; Pan, Y.

doi:10.1107/S1600536809011015

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 4| April 2009| Pages m457-m458

doi:10.1107/S1600536809011015

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Bis(2-hydroxy-N′-isopropylidenebenzohydrazidato-κ²N′,O)bis(pyridine-κN)cobalt(II)

Xiaojuan Zhao,^a Dacheng Li ^a ^* and Yupeng Pan ^a

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
^*Correspondence e-mail: lidacheng62@lcu.edu.cn

(Received 19 February 2009; accepted 25 March 2009; online 28 March 2009)

In the title complex, [Co(C₁₀H₁₁N₂O₂)₂(C₅H₅N)₂], the Co^II atom lies on a centre of symmetry and adopts a distorted cis-CoO₂N₄ octahedral geometry. The two acetone salicyloylhydrazone ligands are deprotonated and act as N,O-bidentate monoanionic ligands, forming the equatorial plane, while the axial positions are occupied by two N atoms of two pyridine molecules. The complex presents O—H⋯N and C—H⋯N intramolecular hydrogen bonds. Intermolecular C—H⋯N and C—H⋯O interactions are also present in the crystal.

Related literature

For the crystal structure of acetone salicylhydrazone, see: Kraudelt et al. (1996 ). For the crystal structure of iron and nickel complexes with related aroylhydrazone derivatives, see: Matoga et al. (2007 ) and Liu et al. (2005 ), respectively. For the biological activity of aroylhydrazones, see: Armstrong et al. (2003 ). For the crystal structure of 3-hydroxy-N-[phenyl(2-pyridyl)methylene]-2-naphthohydrazide, see: Kang et al. (2007 ).

Experimental

Crystal data

[Co(C₁₀H₁₁N₂O₂)₂(C₅H₅N)₂]
M_r = 599.55
Monoclinic, P 2₁ /n
a = 7.7751 (9) Å
b = 10.0168 (15) Å
c = 18.751 (2) Å
β = 96.621 (2)°
V = 1450.6 (3) Å³
Z = 2
Mo Kα radiation
μ = 0.64 mm⁻¹
T = 298 K
0.34 × 0.19 × 0.16 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.813, T_max = 0.905
7087 measured reflections
2547 independent reflections
1675 reflections with I > 2σ(I)
R_int = 0.039

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.106
S = 1.00
2547 reflections
187 parameters
H-atom parameters constrained
Δρ_max = 0.30 e Å⁻³
Δρ_min = −0.24 e Å⁻³

Table 1
Selected bond lengths (Å)

Co1—O1	2.028 (2)
Co1—O1ⁱ	2.028 (2)
Co1—N2ⁱ	2.179 (2)
Co1—N2	2.179 (2)
Co1—N3	2.233 (2)
Co1—N3ⁱ	2.233 (2)
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
O2—H2⋯N1	0.82	1.81	2.536 (3)	147
C11—H11⋯N2	0.93	2.56	3.157 (4)	123
C9—H9A⋯O1ⁱ	0.96	2.23	3.159 (4)	164
C15—H15⋯N2ⁱ	0.93	2.54	3.137 (4)	123
Symmetry code: (i) -x, -y+1, -z.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809011015/bg2240sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809011015/bg2240Isup2.hkl

checkCIF report

Comment top

Aroylhydrazone and their metal complexes are of great importance owing to the wide spread applications in the fields of coordination chemistry and their biological activities. As an extension of our work on the structural characterization of aroylhydrazone derivatives (Liu et al., 2005; Kang et al., 2007), the title compound (I) was synthesized.

Fig. 1 shows a molecular view of (I). The complex consists of one Co cation lying on a centre of symmetry [symmetry code: -x, 1 - y, -z], two acetone salicyloyl hydrazone ligands and two coordinated pyridine molecules. The monoanionic ligand (which is in its enol form, (C1—O1: 1.270 (3) Å) acts as bidentate forming the equatorial plane (Co1—O1(2.028 (2) Å and Co1—N2(2.179 (2) Å). Two pyridine molecules coordinate in the axial positions, the axial bond length (Co1—N3 2.233 (2) Å) being slightly longer than those of in the equatorial plane. In addition anumber of intramolecular (conventional) O—H···N and (non conventional) C—H···N, C—H···O H-bonds are found in the complex (Table 1).

Related literature top

For the crystal structure of acetone salicylhydrazone, see: Kraudelt et al. (1996). For the crystal structure of iron and nickel complexes with related aroylhydrazone derivatives, see: Matoga et al. (2007) and Liu et al. (2005), respectively. For the biological activity of aroylhydrazones, see: Armstrong et al. (2003). For the crystal structure of 3-hydroxy-N-[phenyl(2-pyridyl)methylene]-2-naphthohydrazide, see: Kang et al. (2007).

Experimental top

To a stirred 10 ml pyridine solution of acetone salicyloylhydrazone (0.0384 g,0.2 mmol), 10 ml methanol solution of cobalt dichloride (0.0245 g,0.1 mmol) was added dropwise. The reaction mixture was stirred for 4 h at room temperature and then filtered. Brown single crystals were obtained from the filtrate after three weeks. Anal. Calcd (%) for C₃₀H₃₂O₄N₆Co (Mr = 599.55): C, 60.10; H, 5.38; N, 14.02; Found (%): C, 60.09; H, 5.38; N, 14.03

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXS97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of the compound, showing 30% probability displacement ellipsoids. Unlabelled atoms are related to the labelled ones by symmetry operation (-x, 1 - y, -z). C-bound H atoms have been omitted for clarity.

Bis(2-hydroxy-N'-isopropylidenebenzohydrazidato- κ²N',O)bis(pyridine-κN)cobalt(II) top

Crystal data top

[Co(C₁₀H₁₁N₂O₂)₂(C₅H₅N)₂]	F(000) = 626
M_r = 599.55	D_x = 1.373 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1792 reflections
a = 7.7751 (9) Å	θ = 2.3–21.6°
b = 10.0168 (15) Å	µ = 0.64 mm⁻¹
c = 18.751 (2) Å	T = 298 K
β = 96.621 (2)°	Block, brown
V = 1450.6 (3) Å³	0.34 × 0.19 × 0.16 mm
Z = 2

Data collection top

Siemens SMART CCD area-detector diffractometer	2547 independent reflections
Radiation source: fine-focus sealed tube	1675 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.039
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
T_min = 0.813, T_max = 0.905	k = −11→11
7087 measured reflections	l = −11→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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.106	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.046P)² + 0.3767P] where P = (F_o² + 2F_c²)/3
2547 reflections	(Δ/σ)_max < 0.001
187 parameters	Δρ_max = 0.30 e Å⁻³
0 restraints	Δρ_min = −0.24 e Å⁻³

Crystal data top

[Co(C₁₀H₁₁N₂O₂)₂(C₅H₅N)₂]	V = 1450.6 (3) Å³
M_r = 599.55	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 7.7751 (9) Å	µ = 0.64 mm⁻¹
b = 10.0168 (15) Å	T = 298 K
c = 18.751 (2) Å	0.34 × 0.19 × 0.16 mm
β = 96.621 (2)°

Data collection top

Siemens SMART CCD area-detector diffractometer	2547 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1675 reflections with I > 2σ(I)
T_min = 0.813, T_max = 0.905	R_int = 0.039
7087 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	0 restraints
wR(F²) = 0.106	H-atom parameters constrained
S = 1.00	Δρ_max = 0.30 e Å⁻³
2547 reflections	Δρ_min = −0.24 e Å⁻³
187 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
Co1	0.0000	0.5000	0.0000	0.0385 (2)
N1	0.0380 (3)	0.7734 (2)	0.06265 (13)	0.0414 (6)
N2	0.1297 (3)	0.6915 (2)	0.01957 (13)	0.0423 (6)
N3	0.1601 (3)	0.4115 (2)	0.09485 (13)	0.0437 (6)
O1	−0.1480 (2)	0.59481 (19)	0.06648 (11)	0.0461 (5)
O2	−0.0353 (3)	0.9926 (2)	0.11969 (14)	0.0671 (7)
H2	0.0162	0.9415	0.0954	0.101*
C1	−0.1001 (4)	0.7132 (3)	0.08301 (15)	0.0386 (7)
C2	−0.2036 (4)	0.7937 (3)	0.12879 (16)	0.0413 (7)
C3	−0.1665 (5)	0.9282 (3)	0.14443 (18)	0.0517 (9)
C4	−0.2665 (5)	0.9984 (4)	0.1888 (2)	0.0663 (10)
H4	−0.2436	1.0881	0.1985	0.080*
C5	−0.3972 (6)	0.9365 (4)	0.2178 (2)	0.0767 (12)
H5	−0.4619	0.9841	0.2479	0.092*
C6	−0.4357 (5)	0.8035 (4)	0.2032 (2)	0.0748 (11)
H6	−0.5254	0.7615	0.2233	0.090*
C7	−0.3389 (4)	0.7348 (3)	0.15852 (18)	0.0564 (9)
H7	−0.3655	0.6459	0.1480	0.068*
C8	0.2667 (4)	0.7445 (3)	0.00010 (18)	0.0499 (8)
C9	0.3747 (5)	0.6670 (4)	−0.0454 (2)	0.0804 (12)
H9A	0.3273	0.5790	−0.0530	0.121*
H9B	0.4907	0.6608	−0.0218	0.121*
H9C	0.3760	0.7111	−0.0908	0.121*
C10	0.3260 (5)	0.8822 (3)	0.0211 (2)	0.0697 (11)
H10A	0.2458	0.9461	−0.0018	0.105*
H10B	0.4386	0.8972	0.0064	0.105*
H10C	0.3317	0.8918	0.0723	0.105*
C11	0.2490 (4)	0.4881 (3)	0.14411 (17)	0.0553 (9)
H11	0.2410	0.5803	0.1388	0.066*
C12	0.3514 (4)	0.4381 (4)	0.20208 (19)	0.0621 (10)
H12	0.4103	0.4957	0.2353	0.074*
C13	0.3666 (4)	0.3029 (3)	0.21092 (19)	0.0620 (10)
H13	0.4365	0.2669	0.2498	0.074*
C14	0.2763 (4)	0.2223 (3)	0.16120 (18)	0.0593 (9)
H14	0.2833	0.1299	0.1655	0.071*
C15	0.1749 (4)	0.2803 (3)	0.10463 (18)	0.0520 (9)
H15	0.1131	0.2245	0.0713	0.062*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0379 (3)	0.0375 (3)	0.0410 (4)	−0.0085 (3)	0.0080 (2)	−0.0035 (3)
N1	0.0431 (15)	0.0393 (13)	0.0413 (15)	−0.0086 (12)	0.0032 (12)	−0.0028 (13)
N2	0.0413 (15)	0.0419 (14)	0.0440 (15)	−0.0102 (12)	0.0055 (12)	−0.0017 (12)
N3	0.0434 (15)	0.0448 (15)	0.0427 (16)	−0.0065 (12)	0.0039 (12)	0.0008 (13)
O1	0.0472 (12)	0.0390 (12)	0.0549 (14)	−0.0114 (10)	0.0177 (10)	−0.0065 (11)
O2	0.0715 (16)	0.0431 (13)	0.0864 (18)	−0.0074 (12)	0.0079 (14)	−0.0139 (13)
C1	0.0430 (18)	0.0383 (17)	0.0333 (17)	−0.0019 (14)	−0.0011 (14)	0.0028 (14)
C2	0.0469 (18)	0.0400 (17)	0.0357 (17)	0.0033 (14)	−0.0002 (14)	−0.0022 (15)
C3	0.057 (2)	0.049 (2)	0.046 (2)	0.0038 (17)	−0.0061 (17)	−0.0022 (17)
C4	0.081 (3)	0.052 (2)	0.064 (2)	0.016 (2)	0.000 (2)	−0.017 (2)
C5	0.086 (3)	0.086 (3)	0.060 (3)	0.034 (3)	0.016 (2)	−0.009 (2)
C6	0.081 (3)	0.070 (3)	0.079 (3)	0.015 (2)	0.035 (2)	0.005 (2)
C7	0.063 (2)	0.050 (2)	0.059 (2)	0.0054 (17)	0.0165 (18)	0.0016 (18)
C8	0.0446 (19)	0.051 (2)	0.054 (2)	−0.0164 (16)	0.0066 (16)	0.0036 (17)
C9	0.064 (2)	0.077 (3)	0.106 (3)	−0.024 (2)	0.035 (2)	−0.010 (3)
C10	0.064 (2)	0.057 (2)	0.089 (3)	−0.0276 (18)	0.011 (2)	0.001 (2)
C11	0.061 (2)	0.0479 (19)	0.053 (2)	−0.0063 (17)	−0.0081 (17)	−0.0033 (19)
C12	0.067 (2)	0.064 (2)	0.051 (2)	−0.0071 (19)	−0.0117 (19)	−0.0052 (19)
C13	0.065 (2)	0.066 (2)	0.052 (2)	−0.0037 (19)	−0.0074 (18)	0.009 (2)
C14	0.065 (2)	0.050 (2)	0.061 (2)	−0.0064 (17)	−0.0011 (19)	0.0112 (19)
C15	0.057 (2)	0.048 (2)	0.050 (2)	−0.0099 (16)	−0.0015 (17)	−0.0015 (17)

Geometric parameters (Å, º) top

Co1—O1	2.028 (2)	C5—H5	0.9300
Co1—O1ⁱ	2.028 (2)	C6—C7	1.374 (5)
Co1—N2ⁱ	2.179 (2)	C6—H6	0.9300
Co1—N2	2.179 (2)	C7—H7	0.9300
Co1—N3	2.233 (2)	C8—C9	1.483 (5)
Co1—N3ⁱ	2.233 (2)	C8—C10	1.492 (4)
N1—C1	1.326 (3)	C9—H9A	0.9600
N1—N2	1.403 (3)	C9—H9B	0.9600
N2—C8	1.280 (4)	C9—H9C	0.9600
N3—C15	1.330 (4)	C10—H10A	0.9600
N3—C11	1.332 (3)	C10—H10B	0.9600
O1—C1	1.270 (3)	C10—H10C	0.9600
O2—C3	1.335 (4)	C11—C12	1.366 (4)
O2—H2	0.8200	C11—H11	0.9300
C1—C2	1.481 (4)	C12—C13	1.368 (5)
C2—C7	1.379 (4)	C12—H12	0.9300
C2—C3	1.402 (4)	C13—C14	1.365 (4)
C3—C4	1.392 (5)	C13—H13	0.9300
C4—C5	1.357 (5)	C14—C15	1.375 (4)
C4—H4	0.9300	C14—H14	0.9300
C5—C6	1.386 (5)	C15—H15	0.9300

O1—Co1—O1ⁱ	180.00 (9)	C6—C5—H5	119.5
O1—Co1—N2ⁱ	103.38 (8)	C7—C6—C5	118.7 (4)
O1ⁱ—Co1—N2ⁱ	76.62 (8)	C7—C6—H6	120.6
O1—Co1—N2	76.62 (8)	C5—C6—H6	120.6
O1ⁱ—Co1—N2	103.38 (8)	C6—C7—C2	122.0 (3)
N2ⁱ—Co1—N2	180.00 (13)	C6—C7—H7	119.0
O1—Co1—N3	90.00 (9)	C2—C7—H7	119.0
O1ⁱ—Co1—N3	90.00 (9)	N2—C8—C9	119.4 (3)
N2ⁱ—Co1—N3	89.38 (9)	N2—C8—C10	123.4 (3)
N2—Co1—N3	90.62 (9)	C9—C8—C10	117.2 (3)
O1—Co1—N3ⁱ	90.00 (9)	C8—C9—H9A	109.5
O1ⁱ—Co1—N3ⁱ	90.00 (9)	C8—C9—H9B	109.5
N2ⁱ—Co1—N3ⁱ	90.62 (9)	H9A—C9—H9B	109.5
N2—Co1—N3ⁱ	89.38 (9)	C8—C9—H9C	109.5
N3—Co1—N3ⁱ	180.0	H9A—C9—H9C	109.5
C1—N1—N2	112.5 (2)	H9B—C9—H9C	109.5
C8—N2—N1	114.6 (2)	C8—C10—H10A	109.5
C8—N2—Co1	134.5 (2)	C8—C10—H10B	109.5
N1—N2—Co1	110.84 (16)	H10A—C10—H10B	109.5
C15—N3—C11	116.4 (3)	C8—C10—H10C	109.5
C15—N3—Co1	122.3 (2)	H10A—C10—H10C	109.5
C11—N3—Co1	121.4 (2)	H10B—C10—H10C	109.5
C1—O1—Co1	114.58 (18)	N3—C11—C12	123.3 (3)
C3—O2—H2	109.5	N3—C11—H11	118.4
O1—C1—N1	125.4 (3)	C12—C11—H11	118.4
O1—C1—C2	119.1 (3)	C11—C12—C13	119.6 (3)
N1—C1—C2	115.5 (3)	C11—C12—H12	120.2
C7—C2—C3	118.3 (3)	C13—C12—H12	120.2
C7—C2—C1	119.5 (3)	C14—C13—C12	118.2 (3)
C3—C2—C1	122.2 (3)	C14—C13—H13	120.9
O2—C3—C4	117.8 (3)	C12—C13—H13	120.9
O2—C3—C2	122.6 (3)	C13—C14—C15	118.7 (3)
C4—C3—C2	119.6 (4)	C13—C14—H14	120.6
C5—C4—C3	120.3 (4)	C15—C14—H14	120.6
C5—C4—H4	119.8	N3—C15—C14	123.8 (3)
C3—C4—H4	119.8	N3—C15—H15	118.1
C4—C5—C6	121.0 (4)	C14—C15—H15	118.1
C4—C5—H5	119.5

C1—N1—N2—C8	−178.4 (3)	N1—C1—C2—C7	−173.4 (3)
C1—N1—N2—Co1	2.4 (3)	O1—C1—C2—C3	−174.8 (3)
O1—Co1—N2—C8	178.1 (3)	N1—C1—C2—C3	5.3 (4)
O1ⁱ—Co1—N2—C8	−1.9 (3)	C7—C2—C3—O2	178.2 (3)
N3—Co1—N2—C8	88.3 (3)	C1—C2—C3—O2	−0.5 (5)
N3ⁱ—Co1—N2—C8	−91.7 (3)	C7—C2—C3—C4	−0.3 (5)
O1—Co1—N2—N1	−2.81 (16)	C1—C2—C3—C4	−179.0 (3)
O1ⁱ—Co1—N2—N1	177.19 (16)	O2—C3—C4—C5	−177.3 (3)
N3—Co1—N2—N1	−92.66 (17)	C2—C3—C4—C5	1.2 (5)
N3ⁱ—Co1—N2—N1	87.34 (17)	C3—C4—C5—C6	−1.0 (6)
O1—Co1—N3—C15	120.1 (2)	C4—C5—C6—C7	−0.1 (6)
O1ⁱ—Co1—N3—C15	−59.9 (2)	C5—C6—C7—C2	1.0 (6)
N2ⁱ—Co1—N3—C15	16.7 (2)	C3—C2—C7—C6	−0.8 (5)
N2—Co1—N3—C15	−163.3 (2)	C1—C2—C7—C6	177.9 (3)
O1—Co1—N3—C11	−61.3 (2)	N1—N2—C8—C9	179.7 (3)
O1ⁱ—Co1—N3—C11	118.7 (2)	Co1—N2—C8—C9	−1.2 (5)
N2ⁱ—Co1—N3—C11	−164.6 (2)	N1—N2—C8—C10	0.0 (4)
N2—Co1—N3—C11	15.4 (2)	Co1—N2—C8—C10	179.1 (2)
N2ⁱ—Co1—O1—C1	−177.13 (19)	C15—N3—C11—C12	0.1 (5)
N2—Co1—O1—C1	2.87 (19)	Co1—N3—C11—C12	−178.6 (3)
N3—Co1—O1—C1	93.5 (2)	N3—C11—C12—C13	0.5 (6)
N3ⁱ—Co1—O1—C1	−86.5 (2)	C11—C12—C13—C14	−0.6 (6)
Co1—O1—C1—N1	−2.7 (4)	C12—C13—C14—C15	0.1 (5)
Co1—O1—C1—C2	177.38 (18)	C11—N3—C15—C14	−0.7 (5)
N2—N1—C1—O1	0.0 (4)	Co1—N3—C15—C14	178.0 (3)
N2—N1—C1—C2	180.0 (2)	C13—C14—C15—N3	0.6 (5)
O1—C1—C2—C7	6.5 (4)

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
O2—H2···N1	0.82	1.81	2.536 (3)	147
C7—H7···O1	0.93	2.46	2.782 (4)	100
C11—H11···N2	0.93	2.56	3.157 (4)	123
C9—H9A···O1ⁱ	0.96	2.23	3.159 (4)	164
C15—H15···N2ⁱ	0.93	2.54	3.137 (4)	123

Symmetry code: (i) −x, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[Co(C₁₀H₁₁N₂O₂)₂(C₅H₅N)₂]
M_r	599.55
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	7.7751 (9), 10.0168 (15), 18.751 (2)
β (°)	96.621 (2)
V (Å³)	1450.6 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.64
Crystal size (mm)	0.34 × 0.19 × 0.16

Data collection
Diffractometer	Siemens SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.813, 0.905
No. of measured, independent and observed [I > 2σ(I)] reflections	7087, 2547, 1675
R_int	0.039
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.106, 1.00
No. of reflections	2547
No. of parameters	187
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.30, −0.24

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Co1—O1	2.028 (2)	Co1—N2	2.179 (2)
Co1—O1ⁱ	2.028 (2)	Co1—N3	2.233 (2)
Co1—N2ⁱ	2.179 (2)	Co1—N3ⁱ	2.233 (2)

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
O2—H2···N1	0.82	1.81	2.536 (3)	147.3
C7—H7···O1	0.93	2.46	2.782 (4)	100.3
C11—H11···N2	0.93	2.56	3.157 (4)	122.5
C9—H9A···O1ⁱ	0.96	2.23	3.159 (4)	163.7
C15—H15···N2ⁱ	0.93	2.54	3.137 (4)	122.6

Symmetry code: (i) −x, −y+1, −z.

Acknowledgements

We acknowledge the financial support of the National Natural Science Foundation of China (20671048).

References

Armstrong, C. M., Bernhardt, P. V., Chin, P. & Richardson, D. R. (2003). Eur. J. Inorg. Chem. pp. 1145–1156. CSD CrossRef Google Scholar
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Kraudelt, H., Ludwig, E., Schilde, U. & Uhlemann, E. (1996). Z. Naturforsch. Teil B, 51, 563–566. CAS Google Scholar
Liu, M.-L., Dou, J.-M., Wang, D.-Q. & Li, D.-C. (2005). Acta Cryst. E61, m1366–m1367. Web of Science CSD CrossRef IUCr Journals Google Scholar
Matoga, D., Szklarzewicz, J., Stadnicka, K. & Shongwe, M. S. (2007). Inorg. Chem. pp. 9042–9044. Web of Science CSD CrossRef Google Scholar
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Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar

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Volume 65| Part 4| April 2009| Pages m457-m458

doi:10.1107/S1600536809011015

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