Dibromido(2,9-dimethyl-1,10-phenanthroline-κ(2)N,N')cobalt(II) acetonitrile monosolvate.

In the title compound, [CoBr(2)(C(14)H(12)N(2))]·CH(3)CN, the Co(II) atom is four-coordinated in a distorted tetra-hedral geometry by two N atoms from a chelating 2,9-dimethyl-1,10-phenanthroline ligand and two terminal Br atoms. In the crystal, π-π contacts between the pyridine and benzene rings [centroid-centroid distances = 3.828 (5), 3.782 (5), 3.880 (5) and 3.646 (5) Å] stabilize the structure.

Related literature

For related structures, see: Akbarzadeh Torbati et al. (2010 ▶); Alizadeh et al. (2009 ▶); Ding et al. (2006 ▶); Fanizzi et al. (1991 ▶); Lemoine et al. (2003 ▶); Robinson & Sinn (1975 ▶).

Experimental

Crystal data

[CoBr2(C14H12N2)]·C2H3N

M = 468.04

Monoclinic,

a = 7.6380 (5) Å

b = 12.7943 (6) Å

c = 17.9545 (11) Å

β = 101.128 (5)°

V = 1721.58 (18) Å3

Z = 4

Mo Kα radiation

μ = 5.64 mm−1

T = 120 K

0.35 × 0.20 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.259, T max = 0.459

8417 measured reflections

3366 independent reflections

2345 reflections with I > 2σ(I)

R int = 0.101

Refinement

R[F 2 > 2σ(F 2)] = 0.075

wR(F 2) = 0.194

S = 1.02

3366 reflections

200 parameters

H-atom parameters constrained

Δρmax = 1.11 e Å−3

Δρmin = −1.03 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: SHELXTL (Sheldrick, 2008 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681204367X/hy2596sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681204367X/hy2596Isup2.hkl

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

[CoBr2(C14H12N2)]·C2H3N	F(000) = 916
Mr = 468.04	Dx = 1.806 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 8417 reflections
a = 7.6380 (5) Å	θ = 2.0–26.0°
b = 12.7943 (6) Å	µ = 5.64 mm−1
c = 17.9545 (11) Å	T = 120 K
β = 101.128 (5)°	Block, blue
V = 1721.58 (18) Å3	0.35 × 0.20 × 0.15 mm
Z = 4

Bruker APEXII CCD diffractometer	3366 independent reflections
Radiation source: fine-focus sealed tube	2345 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.101
φ and ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −9→9
Tmin = 0.259, Tmax = 0.459	k = −15→13
8417 measured reflections	l = −22→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)] = 0.075	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.194	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.1187P)2] where P = (Fo2 + 2Fc2)/3
3366 reflections	(Δ/σ)max = 0.003
200 parameters	Δρmax = 1.11 e Å−3
0 restraints	Δρmin = −1.03 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	0.15502 (14)	0.35537 (10)	0.33642 (7)	0.0162 (3)
Br1	0.31107 (12)	0.37421 (8)	0.23591 (6)	0.0249 (3)
Br2	−0.12001 (11)	0.26909 (8)	0.29292 (6)	0.0233 (3)
C1	0.3312 (15)	0.1227 (8)	0.3918 (6)	0.032 (2)
H1A	0.3906	0.1476	0.3528	0.038*
H1B	0.2067	0.1129	0.3711	0.038*
H1C	0.3828	0.0574	0.4112	0.038*
C2	0.3520 (11)	0.2011 (8)	0.4548 (5)	0.020 (2)
C3	0.4380 (12)	0.1773 (8)	0.5287 (6)	0.024 (2)
H3	0.4825	0.1103	0.5397	0.029*
C4	0.4587 (10)	0.2517 (8)	0.5861 (5)	0.022 (2)
H4	0.5151	0.2350	0.6353	0.026*
C5	0.3920 (10)	0.3531 (8)	0.5678 (5)	0.0176 (19)
C6	0.4112 (11)	0.4362 (8)	0.6219 (6)	0.022 (2)
H6	0.4712	0.4237	0.6712	0.026*
C7	0.3452 (11)	0.5316 (8)	0.6035 (5)	0.022 (2)
H7	0.3570	0.5835	0.6404	0.026*
C8	0.2557 (10)	0.5549 (7)	0.5268 (5)	0.0178 (19)
C9	0.1829 (12)	0.6513 (8)	0.5024 (7)	0.026 (2)
H9	0.1894	0.7065	0.5365	0.031*
C10	0.1008 (12)	0.6654 (8)	0.4275 (7)	0.028 (2)
H10	0.0564	0.7308	0.4107	0.033*
C11	0.0845 (10)	0.5820 (7)	0.3772 (5)	0.0166 (18)
C12	−0.0028 (13)	0.5960 (8)	0.2951 (6)	0.027 (2)
H12A	−0.1007	0.5481	0.2824	0.033*
H12B	0.0828	0.5825	0.2635	0.033*
H12C	−0.0460	0.6664	0.2870	0.033*
C13	0.2355 (10)	0.4741 (7)	0.4725 (5)	0.0165 (19)
C14	0.3071 (10)	0.3727 (7)	0.4935 (6)	0.0182 (19)
C15	0.1720 (12)	0.9623 (8)	0.5702 (6)	0.027 (2)
C16	0.1350 (16)	1.0197 (10)	0.6364 (7)	0.039 (3)
H16A	0.2341	1.0645	0.6560	0.059*
H16B	0.1176	0.9710	0.6750	0.059*
H16C	0.0293	1.0612	0.6216	0.059*
N1	0.2885 (9)	0.2967 (6)	0.4379 (4)	0.0182 (16)
N2	0.1506 (8)	0.4887 (6)	0.3979 (4)	0.0138 (15)
N3	0.2013 (13)	0.9203 (8)	0.5206 (7)	0.043 (3)

	U11	U22	U33	U12	U13	U23
Co1	0.0134 (5)	0.0219 (7)	0.0121 (6)	−0.0001 (5)	−0.0010 (4)	−0.0009 (5)
Br1	0.0201 (4)	0.0384 (6)	0.0167 (5)	−0.0082 (4)	0.0050 (4)	−0.0041 (4)
Br2	0.0160 (4)	0.0306 (6)	0.0222 (5)	−0.0061 (4)	0.0014 (3)	−0.0057 (4)
C1	0.042 (6)	0.025 (6)	0.027 (6)	0.011 (5)	0.005 (5)	0.000 (5)
C2	0.016 (4)	0.028 (5)	0.017 (5)	0.007 (4)	0.002 (3)	0.002 (4)
C3	0.022 (4)	0.018 (5)	0.032 (6)	0.005 (4)	0.008 (4)	0.006 (4)
C4	0.011 (4)	0.041 (6)	0.011 (5)	0.006 (4)	−0.004 (3)	0.008 (4)
C5	0.006 (3)	0.032 (5)	0.015 (5)	−0.001 (3)	0.003 (3)	0.000 (4)
C6	0.013 (4)	0.037 (6)	0.015 (5)	−0.007 (4)	0.004 (3)	−0.002 (4)
C7	0.019 (4)	0.033 (6)	0.012 (5)	−0.005 (4)	0.002 (4)	−0.002 (4)
C8	0.011 (4)	0.026 (5)	0.015 (5)	−0.006 (3)	−0.001 (3)	−0.006 (4)
C9	0.016 (4)	0.022 (5)	0.041 (7)	−0.002 (4)	0.013 (4)	0.000 (5)
C10	0.018 (4)	0.027 (6)	0.040 (7)	0.003 (4)	0.010 (4)	0.003 (5)
C11	0.009 (4)	0.023 (5)	0.019 (5)	0.000 (3)	0.007 (3)	0.002 (4)
C12	0.025 (5)	0.024 (5)	0.034 (6)	0.000 (4)	0.006 (4)	0.008 (5)
C13	0.007 (4)	0.027 (5)	0.015 (5)	−0.005 (3)	0.003 (3)	0.002 (4)
C14	0.008 (4)	0.024 (5)	0.023 (5)	−0.004 (3)	0.002 (3)	−0.005 (4)
C15	0.023 (4)	0.030 (6)	0.027 (6)	0.005 (4)	0.002 (4)	0.005 (5)
C16	0.045 (6)	0.041 (7)	0.026 (6)	−0.007 (5)	−0.005 (5)	−0.003 (5)
N1	0.008 (3)	0.027 (4)	0.020 (4)	0.007 (3)	0.004 (3)	−0.001 (3)
N2	0.006 (3)	0.025 (4)	0.009 (4)	−0.003 (3)	−0.003 (3)	−0.001 (3)
N3	0.043 (5)	0.042 (6)	0.050 (7)	0.019 (5)	0.018 (5)	0.001 (5)

Co1—N1	2.051 (8)	C8—C9	1.390 (14)
Co1—N2	2.036 (8)	C8—C13	1.409 (13)
Co1—Br1	2.3592 (14)	C9—C10	1.382 (16)
Co1—Br2	2.3682 (14)	C9—H9	0.9300
C1—C2	1.497 (14)	C10—C11	1.387 (14)
C1—H1A	0.9600	C10—H10	0.9300
C1—H1B	0.9600	C11—N2	1.321 (12)
C1—H1C	0.9600	C11—C12	1.507 (14)
C2—N1	1.329 (12)	C12—H12A	0.9600
C2—C3	1.395 (14)	C12—H12B	0.9600
C3—C4	1.389 (14)	C12—H12C	0.9600
C3—H3	0.9300	C13—N2	1.383 (11)
C4—C5	1.409 (14)	C13—C14	1.429 (13)
C4—H4	0.9300	C14—N1	1.382 (12)
C5—C14	1.389 (13)	C15—N3	1.099 (15)
C5—C6	1.428 (14)	C15—C16	1.471 (16)
C6—C7	1.337 (14)	C16—H16A	0.9600
C6—H6	0.9300	C16—H16B	0.9600
C7—C8	1.444 (13)	C16—H16C	0.9600
C7—H7	0.9300
N2—Co1—N1	83.3 (3)	C10—C9—H9	119.9
N2—Co1—Br1	113.1 (2)	C8—C9—H9	119.9
N1—Co1—Br1	118.62 (19)	C9—C10—C11	119.9 (9)
N2—Co1—Br2	117.58 (18)	C9—C10—H10	120.0
N1—Co1—Br2	112.3 (2)	C11—C10—H10	120.0
Br1—Co1—Br2	110.02 (6)	N2—C11—C10	122.1 (9)
C2—C1—H1A	109.5	N2—C11—C12	117.1 (8)
C2—C1—H1B	109.5	C10—C11—C12	120.8 (9)
H1A—C1—H1B	109.5	C11—C12—H12A	109.5
C2—C1—H1C	109.5	C11—C12—H12B	109.5
H1A—C1—H1C	109.5	H12A—C12—H12B	109.5
H1B—C1—H1C	109.5	C11—C12—H12C	109.5
N1—C2—C3	120.1 (9)	H12A—C12—H12C	109.5
N1—C2—C1	117.5 (8)	H12B—C12—H12C	109.5
C3—C2—C1	122.3 (9)	N2—C13—C8	122.6 (8)
C4—C3—C2	121.4 (9)	N2—C13—C14	117.6 (8)
C4—C3—H3	119.3	C8—C13—C14	119.8 (8)
C2—C3—H3	119.3	N1—C14—C5	122.0 (8)
C3—C4—C5	118.2 (9)	N1—C14—C13	117.8 (8)
C3—C4—H4	120.9	C5—C14—C13	120.1 (8)
C5—C4—H4	120.9	N3—C15—C16	179.1 (13)
C14—C5—C4	118.1 (9)	C15—C16—H16A	109.5
C14—C5—C6	119.0 (9)	C15—C16—H16B	109.5
C4—C5—C6	122.9 (9)	H16A—C16—H16B	109.5
C7—C6—C5	121.9 (9)	C15—C16—H16C	109.5
C7—C6—H6	119.1	H16A—C16—H16C	109.5
C5—C6—H6	119.1	H16B—C16—H16C	109.5
C6—C7—C8	120.7 (9)	C2—N1—C14	120.0 (8)
C6—C7—H7	119.7	C2—N1—Co1	129.6 (7)
C8—C7—H7	119.7	C14—N1—Co1	110.4 (6)
C9—C8—C13	116.7 (9)	C11—N2—C13	118.5 (8)
C9—C8—C7	124.8 (9)	C11—N2—Co1	130.6 (6)
C13—C8—C7	118.5 (9)	C13—N2—Co1	110.9 (6)
C10—C9—C8	120.1 (10)
N1—C2—C3—C4	0.4 (13)	C1—C2—N1—C14	−178.8 (8)
C1—C2—C3—C4	178.9 (9)	C3—C2—N1—Co1	−179.3 (6)
C2—C3—C4—C5	−0.7 (13)	C1—C2—N1—Co1	2.1 (12)
C3—C4—C5—C14	0.8 (11)	C5—C14—N1—C2	0.4 (12)
C3—C4—C5—C6	−177.9 (8)	C13—C14—N1—C2	−179.6 (7)
C14—C5—C6—C7	1.9 (12)	C5—C14—N1—Co1	179.6 (6)
C4—C5—C6—C7	−179.3 (8)	C13—C14—N1—Co1	−0.4 (8)
C5—C6—C7—C8	−1.8 (12)	N2—Co1—N1—C2	179.2 (7)
C6—C7—C8—C9	179.9 (8)	Br1—Co1—N1—C2	−68.1 (8)
C6—C7—C8—C13	1.6 (12)	Br2—Co1—N1—C2	62.1 (7)
C13—C8—C9—C10	−2.0 (12)	N2—Co1—N1—C14	0.0 (5)
C7—C8—C9—C10	179.6 (8)	Br1—Co1—N1—C14	112.7 (5)
C8—C9—C10—C11	2.6 (13)	Br2—Co1—N1—C14	−117.1 (5)
C9—C10—C11—N2	−2.2 (13)	C10—C11—N2—C13	1.2 (11)
C9—C10—C11—C12	−179.3 (8)	C12—C11—N2—C13	178.4 (7)
C9—C8—C13—N2	1.1 (11)	C10—C11—N2—Co1	−177.4 (6)
C7—C8—C13—N2	179.5 (7)	C12—C11—N2—Co1	−0.2 (10)
C9—C8—C13—C14	180.0 (7)	C8—C13—N2—C11	−0.7 (11)
C7—C8—C13—C14	−1.6 (11)	C14—C13—N2—C11	−179.6 (7)
C4—C5—C14—N1	−0.7 (11)	C8—C13—N2—Co1	178.2 (6)
C6—C5—C14—N1	178.1 (7)	C14—C13—N2—Co1	−0.7 (8)
C4—C5—C14—C13	179.3 (7)	N1—Co1—N2—C11	179.1 (7)
C6—C5—C14—C13	−1.9 (11)	Br1—Co1—N2—C11	60.8 (7)
N2—C13—C14—N1	0.7 (10)	Br2—Co1—N2—C11	−69.2 (7)
C8—C13—C14—N1	−178.2 (7)	N1—Co1—N2—C13	0.4 (5)
N2—C13—C14—C5	−179.3 (7)	Br1—Co1—N2—C13	−117.9 (5)
C8—C13—C14—C5	1.8 (11)	Br2—Co1—N2—C13	112.1 (5)
C3—C2—N1—C14	−0.2 (12)

Table 1

Selected bond lengths (Å)

Co1—N1	2.051 (8)
Co1—N2	2.036 (8)
Co1—Br1	2.3592 (14)
Co1—Br2	2.3682 (14)