Bis[2,4-dibromo-6-(n-propyl-imino-methyl)phenolato-κN,O]cobalt(II).

In the title complex, [Co(C(10)H(10)Br(2)NO)(2)], the Co(II) atom lies on a twofold rotation axis, the N(2)O(2) units having distorted tetra-hedral coordination environments comprising two bidentate chelate 2,4-dibromo-6-(n-propyl-imino-meth-yl)phenolate Schiff base ligands [Co-N = 1.989 (3) Å, Co-O = 1.924 (2) Å and O/N-Co-O/N = 94.53 (10)-125.40 (15)°]. In the crystal structure, the mol-ecules are linked via weak inter-molecular C-H⋯O hydrogen bonds [3.334 (5) Å] and there are also short inversion-related intermolecular Br⋯Br contacts [3.4263 (6) Å].

Related literature

For related compounds, see: Bermejo et al. (1996 ▶); Chen et al. (2007 ▶); Li & Wang (2007 ▶); Li et al. (2008 ▶); Maneiro et al. (2001 ▶); Qiu et al. (2007 ▶); Yuan et al. (2007 ▶). For standard bond-length values, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Co(C10H10Br2NO)2]

M = 698.91

Monoclinic,

a = 24.3684 (10) Å

b = 4.8555 (2) Å

c = 21.8132 (10) Å

β = 115.523 (4)°

V = 2329.08 (19) Å3

Z = 4

Mo Kα radiation

μ = 7.62 mm−1

T = 296 K

0.32 × 0.22 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.097, T max = 0.218

6076 measured reflections

2270 independent reflections

1657 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.065

S = 1.00

2270 reflections

133 parameters

H-atom parameters constrained

Δρmax = 0.41 e Å−3

Δρmin = −0.50 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXL97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL (Sheldrick, 2008 ▶); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810032162/zs2053sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810032162/zs2053Isup2.hkl

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

[Co(C10H10Br2NO)2]	F(000) = 1348
Mr = 698.91	Dx = 1.993 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1806 reflections
a = 24.3684 (10) Å	θ = 3.3–25.5°
b = 4.8555 (2) Å	µ = 7.62 mm−1
c = 21.8132 (10) Å	T = 296 K
β = 115.523 (4)°	Block, red
V = 2329.08 (19) Å3	0.32 × 0.22 × 0.20 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2270 independent reflections
Radiation source: fine-focus sealed tube	1657 reflections with I > 2σ(I)
graphite	Rint = 0.036
φ and ω scans	θmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −29→21
Tmin = 0.097, Tmax = 0.218	k = −5→5
6076 measured reflections	l = −26→26

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.065	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.0251P)2 + 0.88P] where P = (Fo2 + 2Fc2)/3
2270 reflections	(Δ/σ)max < 0.001
133 parameters	Δρmax = 0.41 e Å−3
0 restraints	Δρmin = −0.50 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	0.0000	0.31955 (14)	0.7500	0.03770 (18)
Br1	0.028614 (18)	0.79002 (8)	0.569909 (19)	0.05211 (14)
Br2	0.232643 (17)	0.11525 (10)	0.62503 (2)	0.06655 (17)
N1	0.07574 (11)	0.1053 (6)	0.80081 (13)	0.0385 (7)
O1	0.03028 (9)	0.5013 (5)	0.69236 (11)	0.0413 (6)
C1	0.11919 (14)	0.2181 (7)	0.72164 (16)	0.0369 (8)
C2	0.07618 (13)	0.4180 (7)	0.68171 (16)	0.0341 (8)
C3	0.08482 (14)	0.5258 (7)	0.62579 (16)	0.0368 (8)
C4	0.13048 (15)	0.4419 (8)	0.60975 (18)	0.0440 (9)
H4	0.1343	0.5164	0.5725	0.053*
C5	0.17107 (15)	0.2444 (8)	0.64965 (19)	0.0437 (9)
C6	0.16661 (15)	0.1351 (8)	0.70498 (18)	0.0468 (9)
H6	0.1949	0.0056	0.7318	0.056*
C7	0.11686 (14)	0.0829 (7)	0.77979 (17)	0.0415 (9)
H7	0.1491	−0.0336	0.8046	0.050*
C8	0.08417 (17)	−0.0483 (8)	0.86238 (18)	0.0516 (10)
H8A	0.1148	−0.1894	0.8712	0.062*
H8B	0.0464	−0.1385	0.8552	0.062*
C9	0.10364 (16)	0.1417 (9)	0.92354 (18)	0.0559 (11)
H9A	0.0750	0.2931	0.9127	0.067*
H9B	0.1023	0.0408	0.9612	0.067*
C10	0.16709 (18)	0.2569 (10)	0.9451 (2)	0.0746 (14)
H10A	0.1958	0.1081	0.9567	0.112*
H10B	0.1772	0.3744	0.9838	0.112*
H10C	0.1685	0.3610	0.9083	0.112*

	U11	U22	U33	U12	U13	U23
Co1	0.0308 (3)	0.0523 (4)	0.0343 (4)	0.000	0.0181 (3)	0.000
Br1	0.0656 (3)	0.0533 (3)	0.0443 (2)	0.0123 (2)	0.03017 (19)	0.01239 (19)
Br2	0.0498 (2)	0.0945 (4)	0.0726 (3)	0.0031 (2)	0.0427 (2)	−0.0139 (3)
N1	0.0333 (15)	0.0490 (19)	0.0339 (16)	−0.0022 (14)	0.0150 (12)	0.0031 (14)
O1	0.0377 (12)	0.0517 (16)	0.0424 (13)	0.0080 (11)	0.0247 (11)	0.0090 (12)
C1	0.0351 (18)	0.044 (2)	0.0357 (19)	−0.0021 (16)	0.0191 (15)	−0.0042 (16)
C2	0.0324 (17)	0.038 (2)	0.0349 (19)	−0.0042 (16)	0.0176 (15)	−0.0035 (16)
C3	0.0448 (19)	0.035 (2)	0.0363 (19)	−0.0020 (16)	0.0230 (16)	−0.0034 (16)
C4	0.050 (2)	0.050 (2)	0.042 (2)	−0.0075 (19)	0.0297 (18)	−0.0053 (18)
C5	0.0372 (19)	0.056 (3)	0.049 (2)	−0.0048 (18)	0.0285 (17)	−0.0104 (19)
C6	0.0334 (19)	0.061 (3)	0.045 (2)	0.0065 (18)	0.0156 (16)	0.0001 (19)
C7	0.0323 (18)	0.049 (2)	0.042 (2)	0.0064 (16)	0.0147 (16)	0.0080 (17)
C8	0.050 (2)	0.060 (3)	0.047 (2)	−0.003 (2)	0.0231 (18)	0.015 (2)
C9	0.046 (2)	0.088 (3)	0.037 (2)	−0.006 (2)	0.0215 (17)	0.010 (2)
C10	0.053 (3)	0.112 (4)	0.051 (3)	−0.016 (3)	0.015 (2)	0.002 (3)

Co1—O1i	1.924 (2)	C4—C5	1.383 (5)
Co1—O1	1.924 (2)	C4—H4	0.9300
Co1—N1i	1.989 (3)	C5—C6	1.365 (5)
Co1—N1	1.989 (3)	C6—H6	0.9300
Br1—C3	1.889 (3)	C7—H7	0.9300
Br2—C5	1.905 (3)	C8—C9	1.520 (5)
N1—C7	1.274 (4)	C8—H8A	0.9700
N1—C8	1.471 (4)	C8—H8B	0.9700
O1—C2	1.301 (3)	C9—C10	1.516 (5)
C1—C6	1.411 (5)	C9—H9A	0.9700
C1—C2	1.419 (4)	C9—H9B	0.9700
C1—C7	1.451 (4)	C10—H10A	0.9600
C2—C3	1.424 (4)	C10—H10B	0.9600
C3—C4	1.365 (4)	C10—H10C	0.9600
O1i—Co1—O1	125.40 (15)	C5—C6—C1	120.2 (3)
O1i—Co1—N1i	94.53 (10)	C5—C6—H6	119.9
O1—Co1—N1i	113.63 (10)	C1—C6—H6	119.9
O1i—Co1—N1	113.64 (10)	N1—C7—C1	127.5 (3)
O1—Co1—N1	94.53 (10)	N1—C7—H7	116.2
N1i—Co1—N1	116.90 (16)	C1—C7—H7	116.2
C7—N1—C8	117.6 (3)	N1—C8—C9	111.2 (3)
C7—N1—Co1	122.0 (2)	N1—C8—H8A	109.4
C8—N1—Co1	120.3 (2)	C9—C8—H8A	109.4
C2—O1—Co1	125.1 (2)	N1—C8—H8B	109.4
C6—C1—C2	120.5 (3)	C9—C8—H8B	109.4
C6—C1—C7	116.1 (3)	H8A—C8—H8B	108.0
C2—C1—C7	123.3 (3)	C10—C9—C8	112.8 (3)
O1—C2—C1	124.6 (3)	C10—C9—H9A	109.0
O1—C2—C3	119.6 (3)	C8—C9—H9A	109.0
C1—C2—C3	115.8 (3)	C10—C9—H9B	109.0
C4—C3—C2	123.2 (3)	C8—C9—H9B	109.0
C4—C3—Br1	118.8 (3)	H9A—C9—H9B	107.8
C2—C3—Br1	117.9 (2)	C9—C10—H10A	109.5
C3—C4—C5	119.1 (3)	C9—C10—H10B	109.5
C3—C4—H4	120.4	H10A—C10—H10B	109.5
C5—C4—H4	120.4	C9—C10—H10C	109.5
C6—C5—C4	121.2 (3)	H10A—C10—H10C	109.5
C6—C5—Br2	119.6 (3)	H10B—C10—H10C	109.5
C4—C5—Br2	119.2 (3)