Bis(pentane-2,4-dionato-κO,O')(1,10-phenanthroline-κN,N')cobalt(II).

In the title compound, [Co(C(5)H(7)O(2))(2)(C(12)H(8)N(2))], the Co(II) cation lies on a twofold rotation axis and is coordinated by four O atoms from two acetyl-acetonate (acac) ligands and two N atoms from a 1,10-phenanthroline (phen) ligand in a slightly distorted octa-hedral environment, with Co-O bond lengths of 2.0565 (11) and 2.0641 (11) Å and Co-N bond lengths of 2.1630 (12) Å. In the crystal, there are no significant hydrogen-bonding or π-π inter-actions.

Related literature

For applications of metal complexes containing β-diketones, see: Garibay et al. (2009 ▶); Kaitner et al. (2008 ▶). For related cobalt(II) structures, see: Meštrović & Kaitner (2006 ▶); Riblet et al. (2010 ▶). For the synthetic procedure, see: Ellern & Ragsdale (1968 ▶).

Experimental

Crystal data

[Co(C5H7O2)2(C12H8N2)]

M = 437.35

Orthorhombic,

a = 10.2660 (2) Å

b = 12.6981 (3) Å

c = 15.5885 (3) Å

V = 2032.10 (7) Å3

Z = 4

Mo Kα radiation

μ = 0.88 mm−1

T = 293 K

0.60 × 0.30 × 0.13 mm

Data collection

Nonius KappaCCD area-detector diffractometer

Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.622, T max = 0.895

4293 measured reflections

2294 independent reflections

2022 reflections with I > 2σ(I)

R int = 0.014

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.089

S = 1.08

2294 reflections

134 parameters

H-atom parameters constrained

Δρmax = 0.28 e Å−3

Δρmin = −0.36 e Å−3

Data collection: COLLECT (Hooft, 1998 ▶); cell refinement: DENZO (Otwinowski & Minor, 1997 ▶); data reduction: SCALEPACK (Otwinowski & Minor, 1997 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811046216/pv2467sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811046216/pv2467Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C5H7O2)2(C12H8N2)]	F(000) = 908
Mr = 437.35	Dx = 1.43 Mg m−3
Orthorhombic, Pbna	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2b	Cell parameters from 2617 reflections
a = 10.2660 (2) Å	θ = 0.4–27.5°
b = 12.6981 (3) Å	µ = 0.88 mm−1
c = 15.5885 (3) Å	T = 293 K
V = 2032.10 (7) Å3	Block, orange
Z = 4	0.6 × 0.3 × 0.13 mm

Nonius KappaCCD area-detector diffractometer	2294 independent reflections
graphite	2022 reflections with I > 2σ(I)
Detector resolution: 0.055 pixels mm-1	Rint = 0.014
φ and ω scans	θmax = 27.5°, θmin = 3.5°
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	h = −13→13
Tmin = 0.622, Tmax = 0.895	k = −16→16
4293 measured reflections	l = −20→20

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.089	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0472P)2 + 0.6276P] where P = (Fo2 + 2Fc2)/3
2294 reflections	(Δ/σ)max < 0.001
134 parameters	Δρmax = 0.28 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

Experimental. 346 frames in 4 sets of φ scans + ω scans. Rotation/frame = 2.0 °. Crystal-detector distance = 34.7 mm. Measuring time = 20 s/°.

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 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 > 2σ(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	−0.01460 (3)	0.25	0.5	0.03014 (12)
N1	0.15007 (12)	0.34681 (9)	0.46431 (8)	0.0314 (3)
O1	−0.14810 (11)	0.14898 (9)	0.55387 (7)	0.0427 (3)
O2	−0.00799 (11)	0.32708 (9)	0.61650 (7)	0.0401 (3)
C1	−0.2481 (2)	0.03967 (18)	0.65656 (14)	0.0662 (6)
H1A	−0.3184	0.0319	0.6165	0.099*
H1B	−0.2827	0.0488	0.7133	0.099*
H1C	−0.1943	−0.0222	0.6551	0.099*
C2	−0.16730 (15)	0.13500 (14)	0.63257 (10)	0.0417 (4)
C3	−0.1192 (2)	0.19883 (16)	0.69833 (11)	0.0536 (5)
H3	−0.1388	0.1791	0.7543	0.064*
C4	−0.04462 (18)	0.28934 (14)	0.68732 (10)	0.0423 (4)
C5	−0.0002 (2)	0.34879 (19)	0.76625 (12)	0.0711 (7)
H5A	0.0868	0.3276	0.7808	0.107*
H5B	−0.0576	0.3334	0.8132	0.107*
H5C	−0.0016	0.4231	0.7547	0.107*
C6	0.14845 (15)	0.44271 (11)	0.43038 (10)	0.0360 (3)
H6	0.0684	0.4745	0.4198	0.043*
C7	0.26196 (16)	0.49794 (11)	0.40985 (11)	0.0402 (4)
H7	0.257	0.5652	0.3864	0.048*
C8	0.38011 (15)	0.45233 (12)	0.42452 (10)	0.0383 (3)
H8	0.4563	0.4877	0.4099	0.046*
C9	0.38654 (14)	0.35112 (11)	0.46198 (9)	0.0329 (3)
C10	0.26736 (14)	0.30172 (10)	0.48049 (9)	0.0295 (3)
C11	0.50593 (15)	0.29880 (15)	0.48177 (11)	0.0384 (4)
H11	0.5847	0.3317	0.4696	0.046*

	U11	U22	U33	U12	U13	U23
Co1	0.03095 (18)	0.03099 (18)	0.02847 (17)	0	0	0.00224 (10)
N1	0.0328 (6)	0.0283 (6)	0.0331 (6)	0.0006 (5)	0.0004 (5)	0.0019 (5)
O1	0.0419 (6)	0.0490 (7)	0.0372 (6)	−0.0132 (5)	−0.0024 (5)	0.0051 (5)
O2	0.0501 (6)	0.0370 (6)	0.0331 (5)	−0.0006 (4)	0.0016 (5)	−0.0016 (4)
C1	0.0646 (12)	0.0776 (14)	0.0563 (12)	−0.0301 (11)	−0.0085 (9)	0.0266 (11)
C2	0.0338 (7)	0.0511 (9)	0.0401 (8)	−0.0038 (7)	−0.0014 (6)	0.0124 (7)
C3	0.0636 (12)	0.0658 (12)	0.0315 (8)	−0.0112 (9)	0.0035 (8)	0.0083 (8)
C4	0.0484 (9)	0.0463 (9)	0.0320 (8)	0.0059 (8)	−0.0009 (7)	−0.0019 (7)
C5	0.1033 (19)	0.0719 (15)	0.0381 (10)	−0.0125 (12)	−0.0019 (10)	−0.0115 (10)
C6	0.0378 (7)	0.0312 (7)	0.0389 (8)	0.0028 (6)	0.0019 (6)	0.0039 (6)
C7	0.0483 (9)	0.0304 (7)	0.0420 (9)	−0.0016 (6)	0.0046 (7)	0.0064 (6)
C8	0.0391 (8)	0.0354 (8)	0.0404 (8)	−0.0062 (6)	0.0074 (6)	0.0032 (6)
C9	0.0344 (7)	0.0332 (7)	0.0311 (7)	−0.0022 (6)	0.0030 (6)	−0.0014 (6)
C10	0.0318 (7)	0.0283 (7)	0.0285 (6)	−0.0001 (5)	0.0009 (5)	−0.0011 (5)
C11	0.0315 (7)	0.0413 (10)	0.0424 (8)	−0.0040 (6)	0.0037 (6)	−0.0001 (7)

Co1—O1	2.0565 (11)	C3—H3	0.93
Co1—O1i	2.0565 (11)	C4—C5	1.514 (2)
Co1—O2	2.0641 (11)	C5—H5A	0.96
Co1—O2i	2.0641 (11)	C5—H5B	0.96
Co1—N1i	2.1630 (12)	C5—H5C	0.96
Co1—N1	2.1630 (12)	C6—C7	1.397 (2)
N1—C6	1.3277 (18)	C6—H6	0.93
N1—C10	1.3570 (18)	C7—C8	1.363 (2)
O1—C2	1.2551 (19)	C7—H7	0.93
O2—C4	1.261 (2)	C8—C9	1.413 (2)
C1—C2	1.514 (2)	C8—H8	0.93
C1—H1A	0.96	C9—C10	1.4049 (19)
C1—H1B	0.96	C9—C11	1.428 (2)
C1—H1C	0.96	C10—C10i	1.448 (3)
C2—C3	1.397 (3)	C11—C11i	1.363 (4)
C3—C4	1.392 (3)	C11—H11	0.93
O1—Co1—O1i	96.41 (7)	C4—C3—H3	117.2
O1—Co1—O2	87.62 (4)	C2—C3—H3	117.2
O1i—Co1—O2	94.90 (4)	O2—C4—C3	125.87 (15)
O1—Co1—O2i	94.90 (4)	O2—C4—C5	115.61 (17)
O1i—Co1—O2i	87.62 (4)	C3—C4—C5	118.51 (16)
O2—Co1—O2i	176.23 (6)	C4—C5—H5A	109.5
O1—Co1—N1i	93.51 (5)	C4—C5—H5B	109.5
O1i—Co1—N1i	168.64 (4)	H5A—C5—H5B	109.5
O2—Co1—N1i	91.00 (4)	C4—C5—H5C	109.5
O2i—Co1—N1i	86.05 (4)	H5A—C5—H5C	109.5
O1—Co1—N1	168.64 (4)	H5B—C5—H5C	109.5
O1i—Co1—N1	93.51 (5)	N1—C6—C7	122.76 (14)
O2—Co1—N1	86.05 (4)	N1—C6—H6	118.6
O2i—Co1—N1	91.00 (4)	C7—C6—H6	118.6
N1i—Co1—N1	77.20 (6)	C8—C7—C6	119.36 (13)
C6—N1—C10	118.17 (12)	C8—C7—H7	120.3
C6—N1—Co1	127.88 (10)	C6—C7—H7	120.3
C10—N1—Co1	113.95 (9)	C7—C8—C9	119.81 (14)
C2—O1—Co1	126.30 (10)	C7—C8—H8	120.1
C4—O2—Co1	125.47 (11)	C9—C8—H8	120.1
C2—C1—H1A	109.5	C10—C9—C8	116.76 (13)
C2—C1—H1B	109.5	C10—C9—C11	119.70 (13)
H1A—C1—H1B	109.5	C8—C9—C11	123.54 (14)
C2—C1—H1C	109.5	N1—C10—C9	123.11 (12)
H1A—C1—H1C	109.5	N1—C10—C10i	117.45 (7)
H1B—C1—H1C	109.5	C9—C10—C10i	119.44 (8)
O1—C2—C3	125.43 (15)	C11i—C11—C9	120.87 (9)
O1—C2—C1	116.13 (16)	C11i—C11—H11	119.6
C3—C2—C1	118.43 (16)	C9—C11—H11	119.6
C4—C3—C2	125.66 (15)
O1—Co1—N1—C6	−143.2 (2)	C1—C2—C3—C4	−179.5 (2)
O1i—Co1—N1—C6	7.72 (13)	Co1—O2—C4—C3	−13.7 (3)
O2—Co1—N1—C6	−86.96 (13)	Co1—O2—C4—C5	165.38 (13)
O2i—Co1—N1—C6	95.39 (13)	C2—C3—C4—O2	−0.7 (3)
N1i—Co1—N1—C6	−178.89 (15)	C2—C3—C4—C5	−179.73 (19)
O1—Co1—N1—C10	36.0 (3)	C10—N1—C6—C7	0.8 (2)
O1i—Co1—N1—C10	−173.10 (10)	Co1—N1—C6—C7	180.00 (11)
O2—Co1—N1—C10	92.22 (10)	N1—C6—C7—C8	0.3 (2)
O2i—Co1—N1—C10	−85.43 (10)	C6—C7—C8—C9	−1.4 (2)
N1i—Co1—N1—C10	0.29 (7)	C7—C8—C9—C10	1.4 (2)
O1i—Co1—O1—C2	−113.29 (15)	C7—C8—C9—C11	−178.19 (15)
O2—Co1—O1—C2	−18.62 (14)	C6—N1—C10—C9	−0.9 (2)
O2i—Co1—O1—C2	158.57 (14)	Co1—N1—C10—C9	179.85 (11)
N1i—Co1—O1—C2	72.24 (14)	C6—N1—C10—C10i	178.45 (15)
N1—Co1—O1—C2	37.5 (3)	Co1—N1—C10—C10i	−0.82 (19)
O1—Co1—O2—C4	19.03 (14)	C8—C9—C10—N1	−0.2 (2)
O1i—Co1—O2—C4	115.26 (13)	C11—C9—C10—N1	179.37 (14)
N1i—Co1—O2—C4	−74.45 (13)	C8—C9—C10—C10i	−179.54 (15)
N1—Co1—O2—C4	−151.54 (14)	C11—C9—C10—C10i	0.1 (2)
Co1—O1—C2—C3	12.6 (3)	C10—C9—C11—C11i	0.2 (3)
Co1—O1—C2—C1	−166.56 (13)	C8—C9—C11—C11i	179.75 (19)
O1—C2—C3—C4	1.4 (3)