Dibromido(6-methyl-2,2'-bipyridine-κ(2) N,N')cobalt(II).

In the mol-ecule of the title compound, [CoBr2(C11H10N2)], the Co(II) atom is four-coordinated in a distorted tetra-hedral geometry by two N atoms from a chelating 6-methyl-2,2'-bipyridine ligand and two terminal Br atoms. In the crystal, π-π stacking inter-actions between the pyridine rings along the a-axis direction [centroid-centroid distance = 3.761 (7) Å] and C-H⋯Br hydrogen bonds in the bc plane together generate the three-dimensional packing.

Related literature

For related structures, see: Ahmadi et al. (2008a ▶,b ▶, 2009 ▶); Amani et al. (2009 ▶); Kalateh et al. (2010 ▶); Newkome et al. (1982 ▶); Onggo et al. (2005 ▶); Shirvan et al. (2012 ▶); Shirvan & Haydari Dezfuli (2012 ▶).

Experimental

Crystal data

[CoBr2(C11H10N2)]

M = 388.94

Monoclinic,

a = 7.5541 (7) Å

b = 9.7249 (7) Å

c = 17.7352 (16) Å

β = 97.392 (7)°

V = 1292.05 (19) Å3

Z = 4

Mo Kα radiation

μ = 7.49 mm−1

T = 173 K

0.45 × 0.13 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.379, T max = 0.512

6393 measured reflections

2519 independent reflections

1546 reflections with I > 2σ(I)

R int = 0.099

Refinement

R[F 2 > 2σ(F 2)] = 0.085

wR(F 2) = 0.164

S = 1.05

2519 reflections

145 parameters

H-atom parameters constrained

Δρmax = 2.16 e Å−3

Δρmin = −1.13 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812045230/hy2600sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812045230/hy2600Isup2.hkl

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

[CoBr2(C11H10N2)]	F(000) = 748
Mr = 388.94	Dx = 2.000 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6393 reflections
a = 7.5541 (7) Å	θ = 3.1–26.0°
b = 9.7249 (7) Å	µ = 7.49 mm−1
c = 17.7352 (16) Å	T = 173 K
β = 97.392 (7)°	Needle, blue
V = 1292.05 (19) Å3	0.45 × 0.13 × 0.10 mm
Z = 4

Bruker APEXII CCD diffractometer	2519 independent reflections
Radiation source: fine-focus sealed tube	1546 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.099
φ and ω scans	θmax = 26.0°, θmin = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −7→9
Tmin = 0.379, Tmax = 0.512	k = −10→11
6393 measured reflections	l = −21→21

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)] = 0.085	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.164	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0569P)2 + 5.329P] where P = (Fo2 + 2Fc2)/3
2519 reflections	(Δ/σ)max = 0.002
145 parameters	Δρmax = 2.16 e Å−3
0 restraints	Δρmin = −1.13 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
C3	0.1467 (17)	0.3377 (14)	0.1282 (7)	0.046 (3)
H3	0.1126	0.2832	0.1669	0.056*
C4	0.1737 (16)	0.2801 (14)	0.0583 (7)	0.046 (3)
H4	0.1588	0.1861	0.0501	0.055*
Br1	0.04264 (18)	0.91295 (15)	0.11995 (7)	0.0501 (4)
N2	0.2940 (12)	0.7342 (12)	−0.0213 (5)	0.042 (3)
C6	0.2426 (15)	0.5016 (13)	0.0149 (6)	0.034 (3)
C7	0.2897 (14)	0.6000 (13)	−0.0435 (6)	0.034 (3)
C8	0.3225 (16)	0.5617 (15)	−0.1157 (6)	0.045 (3)
H8	0.3190	0.4698	−0.1303	0.054*
C9	0.3607 (16)	0.6643 (16)	−0.1658 (6)	0.045 (4)
H9	0.3865	0.6417	−0.2142	0.055*
C10	0.3601 (18)	0.7992 (16)	−0.1431 (6)	0.049 (4)
H10	0.3798	0.8692	−0.1768	0.059*
N1	0.2173 (12)	0.5578 (10)	0.0835 (5)	0.031 (2)
C11	0.3303 (17)	0.8297 (15)	−0.0711 (6)	0.043 (3)
H11	0.3356	0.9212	−0.0558	0.052*
Br2	0.54925 (17)	0.79979 (15)	0.16326 (7)	0.0467 (4)
Co1	0.2680 (2)	0.76329 (17)	0.09004 (8)	0.0345 (4)
C5	0.2222 (17)	0.3629 (13)	0.0021 (6)	0.040 (3)
H5	0.2414	0.3255	−0.0444	0.047*
C2	0.1726 (16)	0.4806 (14)	0.1384 (7)	0.041 (3)
C1	0.144 (2)	0.5546 (17)	0.2094 (7)	0.070 (5)
H1A	0.2213	0.5171	0.2516	0.084*
H1B	0.0218	0.5439	0.2183	0.084*
H1C	0.1697	0.6505	0.2042	0.084*

	U11	U22	U33	U12	U13	U23
C3	0.033 (7)	0.049 (9)	0.057 (7)	0.002 (7)	0.002 (6)	0.001 (6)
C4	0.036 (7)	0.036 (8)	0.061 (8)	0.007 (6)	−0.010 (6)	−0.022 (6)
Br1	0.0389 (8)	0.0543 (10)	0.0579 (8)	0.0073 (7)	0.0089 (6)	−0.0186 (6)
N2	0.023 (5)	0.072 (8)	0.029 (5)	0.002 (5)	0.002 (4)	−0.013 (5)
C6	0.020 (6)	0.042 (7)	0.038 (6)	0.008 (6)	−0.002 (4)	−0.013 (5)
C7	0.020 (6)	0.047 (8)	0.033 (6)	0.007 (6)	0.002 (4)	−0.009 (5)
C8	0.034 (7)	0.062 (9)	0.037 (6)	0.010 (7)	−0.002 (5)	−0.026 (6)
C9	0.025 (6)	0.077 (11)	0.035 (6)	0.010 (7)	0.005 (5)	−0.005 (6)
C10	0.053 (9)	0.060 (10)	0.035 (6)	0.019 (8)	0.005 (6)	−0.003 (6)
N1	0.021 (5)	0.034 (6)	0.039 (5)	−0.002 (4)	0.010 (4)	−0.007 (4)
C11	0.046 (8)	0.047 (9)	0.038 (6)	−0.012 (7)	0.011 (5)	−0.001 (6)
Br2	0.0342 (7)	0.0557 (9)	0.0488 (7)	0.0003 (7)	−0.0004 (5)	−0.0266 (6)
Co1	0.0306 (9)	0.0390 (11)	0.0347 (8)	−0.0018 (8)	0.0070 (6)	−0.0138 (7)
C5	0.042 (8)	0.034 (7)	0.042 (6)	0.001 (6)	0.002 (5)	−0.006 (6)
C2	0.026 (7)	0.046 (8)	0.049 (7)	−0.005 (6)	−0.001 (5)	−0.005 (6)
C1	0.095 (13)	0.077 (12)	0.040 (7)	−0.029 (10)	0.014 (7)	−0.001 (7)

Co1—Br1	2.352 (2)	C7—C8	1.386 (14)
Co1—Br2	2.3698 (19)	C8—C9	1.391 (19)
Co1—N1	2.035 (10)	C8—H8	0.9300
Co1—N2	2.029 (8)	C9—C10	1.372 (19)
C3—C4	1.399 (17)	C9—H9	0.9300
C3—C2	1.411 (18)	C10—C11	1.357 (16)
C3—H3	0.9300	C10—H10	0.9300
C4—C5	1.366 (18)	N1—C2	1.309 (15)
C4—H4	0.9300	C11—H11	0.9300
N2—C11	1.334 (16)	C5—H5	0.9300
N2—C7	1.362 (16)	C2—C1	1.491 (18)
C6—N1	1.369 (13)	C1—H1A	0.9600
C6—C5	1.373 (17)	C1—H1B	0.9600
C6—C7	1.487 (17)	C1—H1C	0.9600
C4—C3—C2	118.3 (13)	C2—N1—C6	120.7 (11)
C4—C3—H3	120.8	C2—N1—Co1	125.8 (8)
C2—C3—H3	120.8	C6—N1—Co1	113.3 (8)
C5—C4—C3	119.5 (13)	N2—C11—C10	123.0 (13)
C5—C4—H4	120.2	N2—C11—H11	118.5
C3—C4—H4	120.2	C10—C11—H11	118.5
C11—N2—C7	118.3 (10)	N2—Co1—N1	81.3 (4)
C11—N2—Co1	127.0 (9)	N2—Co1—Br1	118.0 (3)
C7—N2—Co1	114.4 (8)	N1—Co1—Br1	119.0 (3)
N1—C6—C5	120.9 (11)	N2—Co1—Br2	111.2 (3)
N1—C6—C7	115.8 (10)	N1—Co1—Br2	109.1 (3)
C5—C6—C7	123.3 (10)	Br1—Co1—Br2	114.06 (7)
N2—C7—C8	121.6 (12)	C4—C5—C6	119.6 (11)
N2—C7—C6	114.5 (9)	C4—C5—H5	120.2
C8—C7—C6	123.9 (12)	C6—C5—H5	120.2
C7—C8—C9	118.3 (13)	N1—C2—C3	120.9 (11)
C7—C8—H8	120.9	N1—C2—C1	115.6 (12)
C9—C8—H8	120.9	C3—C2—C1	123.4 (12)
C10—C9—C8	119.3 (11)	C2—C1—H1A	109.5
C10—C9—H9	120.3	C2—C1—H1B	109.5
C8—C9—H9	120.3	H1A—C1—H1B	109.5
C11—C10—C9	119.5 (13)	C2—C1—H1C	109.5
C11—C10—H10	120.3	H1A—C1—H1C	109.5
C9—C10—H10	120.3	H1B—C1—H1C	109.5
C2—C3—C4—C5	−0.6 (18)	C7—N2—Co1—N1	−7.8 (8)
C11—N2—C7—C8	0.2 (16)	C11—N2—Co1—Br1	60.6 (11)
Co1—N2—C7—C8	−173.8 (8)	C7—N2—Co1—Br1	−126.1 (7)
C11—N2—C7—C6	−178.2 (10)	C11—N2—Co1—Br2	−74.0 (10)
Co1—N2—C7—C6	7.8 (12)	C7—N2—Co1—Br2	99.4 (7)
N1—C6—C7—N2	−2.6 (14)	C2—N1—Co1—N2	−176.7 (10)
C5—C6—C7—N2	176.5 (11)	C6—N1—Co1—N2	6.3 (7)
N1—C6—C7—C8	179.1 (10)	C2—N1—Co1—Br1	−59.5 (10)
C5—C6—C7—C8	−1.8 (18)	C6—N1—Co1—Br1	123.5 (7)
N2—C7—C8—C9	0.1 (17)	C2—N1—Co1—Br2	73.7 (9)
C6—C7—C8—C9	178.3 (11)	C6—N1—Co1—Br2	−103.3 (7)
C7—C8—C9—C10	−1.7 (18)	C3—C4—C5—C6	−0.5 (18)
C8—C9—C10—C11	3.1 (19)	N1—C6—C5—C4	0.9 (18)
C5—C6—N1—C2	−0.2 (16)	C7—C6—C5—C4	−178.1 (10)
C7—C6—N1—C2	178.9 (10)	C6—N1—C2—C3	−0.9 (17)
C5—C6—N1—Co1	177.0 (9)	Co1—N1—C2—C3	−177.7 (9)
C7—C6—N1—Co1	−3.9 (11)	C6—N1—C2—C1	−178.3 (11)
C7—N2—C11—C10	1.2 (18)	Co1—N1—C2—C1	4.9 (15)
Co1—N2—C11—C10	174.3 (10)	C4—C3—C2—N1	1.3 (18)
C9—C10—C11—N2	−3 (2)	C4—C3—C2—C1	178.5 (13)
C11—N2—Co1—N1	178.8 (11)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1A···Br1i	0.96	2.89	3.849 (14)	178
C8—H8···Br2ii	0.93	2.89	3.771 (14)	158

Table 1

Selected bond lengths (Å)

Co1—Br1	2.352 (2)
Co1—Br2	2.3698 (19)
Co1—N1	2.035 (10)
Co1—N2	2.029 (8)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1A⋯Br1i	0.96	2.89	3.849 (14)	178
C8—H8⋯Br2ii	0.93	2.89	3.771 (14)	158

Symmetry codes: (i) ; (ii) .