Bis(2-bromo-acetato-κO,O')(1,10-phenanthroline-κN,N')copper(II).

The two halves of the title compound, [Cu(C(2)H(2)BrO(2))(2)(C(12)H(8)N(2))], are related by twofold symmetry along the b axis through the central Cu(II) ion. The Cu(II) ion is coordinated by two symmetry-related N atoms from the 1,10-phenanthroline ligand and four O atoms from two 2-bromo-acetate ligands, showing a distorted octahedral geometry. Weak inter-molecular C-H⋯O inter-actions link neighbouring mol-ecules.

Related literature

For a report on mononuclear, monomeric and polymeric metal complexes, see: Liu et al. (2006 ▶).

Experimental

Crystal data

[Cu(C2H2BrO2)2(C12H8N2)]

M = 519.64

Monoclinic,

a = 10.3898 (16) Å

b = 17.974 (2) Å

c = 10.182 (3) Å

β = 116.142 (19)°

V = 1707.0 (7) Å3

Z = 4

Mo Kα radiation

μ = 5.99 mm−1

T = 273 K

0.31 × 0.29 × 0.27 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.258, T max = 0.295 (expected range = 0.174–0.199)

3953 measured reflections

1505 independent reflections

984 reflections with I > 2σ(I)

R int = 0.066

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.148

S = 1.00

1505 reflections

114 parameters

H-atom parameters constrained

Δρmax = 1.11 e Å−3

Δρmin = −0.78 e Å−3

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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809009349/ez2160sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809009349/ez2160Isup2.hkl

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

[Cu(C2H2BrO2)2(C12H8N2)]	F(000) = 1012
Mr = 519.64	Dx = 2.022 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.3898 (16) Å	Cell parameters from 1329 reflections
b = 17.974 (2) Å	θ = 2.5–25.5°
c = 10.182 (3) Å	µ = 5.99 mm−1
β = 116.142 (19)°	T = 273 K
V = 1707.0 (7) Å3	Block, blue
Z = 4	0.31 × 0.29 × 0.27 mm

Bruker SMART APEX diffractometer	1505 independent reflections
Radiation source: fine-focus sealed tube	984 reflections with I > 2σ(I)
graphite	Rint = 0.066
φ and ω scans	θmax = 25.0°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.258, Tmax = 0.295	k = −14→21
3953 measured reflections	l = −11→12

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)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.148	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.08P)2] where P = (Fo2 + 2Fc2)/3
1505 reflections	(Δ/σ)max < 0.001
114 parameters	Δρmax = 1.11 e Å−3
0 restraints	Δρmin = −0.78 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
Cu1	1.0000	0.05952 (7)	0.2500	0.0345 (4)
N1	1.0486 (6)	0.1441 (3)	0.3940 (6)	0.0344 (14)
O1	0.7140 (6)	0.0296 (3)	0.1339 (6)	0.0598 (17)
O2	0.8977 (6)	−0.0134 (3)	0.0992 (6)	0.0486 (14)
Br1	0.72014 (9)	−0.15682 (5)	−0.05512 (9)	0.0529 (4)
C1	0.6633 (8)	−0.0541 (4)	−0.0643 (8)	0.0418 (19)
H1A	0.6604	−0.0315	−0.1522	0.050*
H1B	0.5675	−0.0517	−0.0705	0.050*
C2	0.7655 (8)	−0.0101 (4)	0.0685 (7)	0.0344 (17)
C3	1.0941 (7)	0.1419 (5)	0.5403 (8)	0.042 (2)
H3	1.1074	0.0960	0.5866	0.051*
C4	1.1215 (8)	0.2065 (5)	0.6232 (8)	0.045 (2)
H4	1.1530	0.2031	0.7238	0.054*
C5	1.1031 (7)	0.2740 (5)	0.5597 (8)	0.0416 (19)
H5	1.1242	0.3170	0.6162	0.050*
C6	1.0505 (7)	0.2786 (4)	0.4043 (8)	0.0336 (17)
C7	1.0261 (7)	0.2126 (4)	0.3290 (7)	0.0277 (15)
C8	1.0229 (9)	0.3460 (4)	0.3253 (9)	0.045 (2)
H8	1.0354	0.3910	0.3746	0.054*

	U11	U22	U33	U12	U13	U23
Cu1	0.0365 (7)	0.0306 (8)	0.0303 (7)	0.000	0.0092 (6)	0.000
N1	0.038 (3)	0.042 (4)	0.020 (3)	0.001 (3)	0.010 (3)	0.002 (3)
O1	0.065 (4)	0.081 (5)	0.042 (3)	−0.013 (3)	0.031 (3)	−0.026 (3)
O2	0.044 (3)	0.036 (3)	0.055 (4)	0.000 (2)	0.012 (3)	−0.012 (3)
Br1	0.0681 (7)	0.0460 (6)	0.0436 (6)	−0.0113 (4)	0.0236 (5)	−0.0127 (4)
C1	0.048 (4)	0.050 (5)	0.022 (4)	−0.013 (4)	0.010 (3)	−0.009 (4)
C2	0.049 (5)	0.028 (4)	0.023 (4)	0.000 (3)	0.012 (4)	0.004 (3)
C3	0.039 (4)	0.060 (6)	0.030 (4)	0.001 (4)	0.017 (4)	0.012 (4)
C4	0.048 (5)	0.063 (6)	0.021 (4)	0.000 (4)	0.012 (4)	−0.011 (4)
C5	0.049 (5)	0.044 (5)	0.032 (4)	−0.008 (4)	0.018 (4)	−0.017 (4)
C6	0.044 (4)	0.025 (4)	0.037 (4)	−0.006 (3)	0.022 (4)	−0.006 (3)
C7	0.036 (4)	0.031 (4)	0.019 (3)	0.003 (3)	0.015 (3)	0.000 (3)
C8	0.056 (5)	0.030 (5)	0.046 (5)	0.001 (4)	0.020 (4)	−0.007 (4)

Cu1—O2	1.941 (5)	C1—H1B	0.9700
Cu1—O2i	1.941 (5)	C3—C4	1.389 (11)
Cu1—N1	2.016 (6)	C3—H3	0.9300
Cu1—N1i	2.016 (6)	C4—C5	1.348 (11)
Cu1—O1	2.725 (5)	C4—H4	0.9300
N1—C3	1.350 (9)	C5—C6	1.431 (10)
N1—C7	1.368 (8)	C5—H5	0.9300
O1—C2	1.246 (8)	C6—C7	1.374 (9)
O2—C2	1.268 (8)	C6—C8	1.412 (10)
Br1—C1	1.929 (7)	C7—C7i	1.455 (12)
C1—C2	1.521 (10)	C8—C8i	1.392 (16)
C1—H1A	0.9700	C8—H8	0.9300
O2—Cu1—O2i	95.1 (3)	O1—C2—O2	124.6 (7)
O2—Cu1—N1	163.5 (2)	O1—C2—C1	118.5 (7)
O2i—Cu1—N1	93.4 (2)	O2—C2—C1	116.8 (6)
O2—Cu1—N1i	93.4 (2)	N1—C3—C4	121.6 (7)
O2i—Cu1—N1i	163.5 (2)	N1—C3—H3	119.2
N1—Cu1—N1i	82.1 (3)	C4—C3—H3	119.2
O2—Cu1—O1	53.88 (19)	C5—C4—C3	120.9 (7)
O2i—Cu1—O1	108.8 (2)	C5—C4—H4	119.6
N1—Cu1—O1	109.9 (2)	C3—C4—H4	119.6
N1i—Cu1—O1	87.6 (2)	C4—C5—C6	119.1 (7)
C3—N1—C7	117.5 (6)	C4—C5—H5	120.5
C3—N1—Cu1	129.3 (5)	C6—C5—H5	120.5
C7—N1—Cu1	113.1 (4)	C7—C6—C8	118.8 (6)
C2—O1—Cu1	72.7 (4)	C7—C6—C5	117.0 (6)
C2—O2—Cu1	108.7 (5)	C8—C6—C5	124.2 (7)
C2—C1—Br1	112.0 (5)	N1—C7—C6	123.9 (5)
C2—C1—H1A	109.2	N1—C7—C7i	115.8 (3)
Br1—C1—H1A	109.2	C6—C7—C7i	120.3 (4)
C2—C1—H1B	109.2	C8i—C8—C6	120.8 (4)
Br1—C1—H1B	109.2	C8i—C8—H8	119.6
H1A—C1—H1B	107.9	C6—C8—H8	119.6

Table 1

Selected bond lengths (Å)

Cu1—O2	1.941 (5)
Cu1—N1	2.016 (6)
Cu1—O1	2.725 (5)