Di-μ-hydroxido-κ(4) O:O-di-μ-perchlorato-κ(4) O:O'-bis-[(2,2'-bi-pyridine-κ(2) N,N')copper(II)].

In the title binuclear copper(II) complex, [Cu2(ClO4)2(OH)2(C10H8N2)2], the Cu(II) ion is coordinated in the form of a Jahn-Teller distorted octahedron by two bi-pyridine N atoms, two perchlorate O atoms and two hydroxide O atoms, and displays a distorted octa-hedral geometry. The mol-ecule belongs to the symmetry point group C 2h . The Cu(II) ion is located on a twofold rotation axis and the hydroxide and perchlorate ligands are located on a mirror plane. Within the dinuclear mol-ecule, the Cu⋯Cu separation is 2.8614 (7) Å. The crystal structure exhibits O-H⋯O, C-H⋯O and π-π [centroid-centroid distance = 3.5374 (13) Å] inter-actions.

Related literature

For the biological activity of copper complexes, see: Müller et al. (2003 ▶); Lo et al. (2000 ▶). For related strucutures, see: Li et al. (2009 ▶); Shaikh et al. (2012 ▶); Wang et al. (2010 ▶).

Experimental

Crystal data

[Cu2(ClO4)2(OH)2(C10H8N2)2]

M = 672.36

Monoclinic,

a = 13.6014 (12) Å

b = 15.2064 (13) Å

c = 6.2738 (6) Å

β = 113.587 (3)°

V = 1189.19 (19) Å3

Z = 2

Mo Kα radiation

μ = 2.08 mm−1

T = 295 K

0.24 × 0.20 × 0.18 mm

Data collection

Bruker Kappa APEXII diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.635, T max = 0.706

4520 measured reflections

1516 independent reflections

1330 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.077

S = 1.03

1516 reflections

95 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.44 e Å−3

Δρmin = −0.31 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813027852/bt6938sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813027852/bt6938Isup2.hkl

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

[Cu2(ClO4)2(OH)2(C10H8N2)2]	F(000) = 676
Mr = 672.36	Dx = 1.878 Mg m−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2y	Cell parameters from 4012 reflections
a = 13.6014 (12) Å	θ = 3.2–28.3°
b = 15.2064 (13) Å	µ = 2.08 mm−1
c = 6.2738 (6) Å	T = 295 K
β = 113.587 (3)°	Block, colourless
V = 1189.19 (19) Å3	0.24 × 0.20 × 0.18 mm
Z = 2

Bruker Kappa APEXII diffractometer	1516 independent reflections
Radiation source: fine-focus sealed tube	1330 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
ω and φ scans	θmax = 28.3°, θmin = 3.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −17→17
Tmin = 0.635, Tmax = 0.706	k = −20→18
4520 measured reflections	l = −8→8

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.077	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0419P)2 + 0.8702P] where P = (Fo2 + 2Fc2)/3
1516 reflections	(Δ/σ)max < 0.001
95 parameters	Δρmax = 0.44 e Å−3
1 restraint	Δρmin = −0.31 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
C1	−0.96779 (13)	−0.27374 (12)	−0.3726 (3)	0.0316 (4)
C2	−0.93192 (16)	−0.34870 (14)	−0.2418 (3)	0.0415 (4)
H2	−0.9468	−0.4039	−0.3115	0.050*
C3	−0.87311 (17)	−0.34058 (17)	−0.0041 (4)	0.0481 (5)
H3	−0.8474	−0.3903	0.0877	0.058*
C4	−0.85328 (16)	−0.25859 (17)	0.0941 (4)	0.0469 (5)
H4	−0.8151	−0.2520	0.2536	0.056*
C5	−0.89063 (16)	−0.18601 (16)	−0.0462 (3)	0.0429 (5)
H5	−0.8767	−0.1303	0.0207	0.052*
N1	−0.94650 (12)	−0.19315 (11)	−0.2767 (2)	0.0331 (3)
O1	−0.95484 (16)	0.0000	−0.2803 (3)	0.0416 (5)
O2	−0.75740 (19)	0.0000	−0.7997 (4)	0.0547 (6)
O3	−0.79963 (14)	−0.07747 (11)	−0.5234 (3)	0.0566 (4)
O4	−0.63781 (17)	0.0000	−0.4095 (4)	0.0584 (6)
Cl1	−0.74892 (5)	0.0000	−0.56343 (11)	0.03846 (17)
Cu1	−1.0000	−0.09408 (2)	−0.5000	0.03551 (13)
H1	−0.8987 (16)	0.0000	−0.167 (4)	0.053*

	U11	U22	U33	U12	U13	U23
C1	0.0339 (8)	0.0310 (9)	0.0312 (9)	−0.0004 (7)	0.0143 (7)	0.0011 (7)
C2	0.0480 (11)	0.0352 (10)	0.0402 (10)	0.0028 (8)	0.0163 (9)	0.0054 (8)
C3	0.0491 (11)	0.0519 (14)	0.0398 (11)	0.0063 (10)	0.0139 (9)	0.0167 (10)
C4	0.0411 (10)	0.0649 (15)	0.0299 (9)	−0.0013 (10)	0.0093 (8)	0.0043 (10)
C5	0.0442 (10)	0.0481 (12)	0.0330 (9)	−0.0068 (9)	0.0118 (8)	−0.0047 (9)
N1	0.0373 (7)	0.0311 (8)	0.0297 (7)	−0.0038 (6)	0.0122 (6)	−0.0013 (6)
O1	0.0478 (11)	0.0305 (10)	0.0335 (10)	0.000	0.0027 (8)	0.000
O2	0.0678 (14)	0.0552 (14)	0.0335 (11)	0.000	0.0123 (10)	0.000
O3	0.0610 (10)	0.0435 (9)	0.0628 (11)	−0.0040 (7)	0.0223 (8)	0.0070 (8)
O4	0.0420 (11)	0.0687 (16)	0.0470 (13)	0.000	−0.0004 (10)	0.000
Cl1	0.0394 (3)	0.0367 (3)	0.0315 (3)	0.000	0.0061 (3)	0.000
Cu1	0.0431 (2)	0.02606 (18)	0.0349 (2)	0.000	0.01302 (14)	0.000

C1—N1	1.345 (2)	N1—Cu1	1.9865 (16)
C1—C2	1.375 (3)	O1—Cu1	1.9097 (13)
C1—C1i	1.484 (3)	O1—Cu1ii	1.9097 (13)
C2—C3	1.388 (3)	O1—H1	0.807 (10)
C2—H2	0.9300	O2—Cl1	1.440 (2)
C3—C4	1.369 (4)	O3—Cl1	1.4372 (17)
C3—H3	0.9300	O4—Cl1	1.431 (2)
C4—C5	1.376 (3)	Cl1—O3iii	1.4372 (17)
C4—H4	0.9300	Cu1—O1ii	1.9097 (13)
C5—N1	1.342 (2)	Cu1—N1i	1.9865 (16)
C5—H5	0.9300	Cu1—Cu1ii	2.8614 (7)
N1—C1—C2	121.81 (16)	Cu1—O1—H1	123.4 (12)
N1—C1—C1i	114.25 (10)	Cu1ii—O1—H1	123.4 (12)
C2—C1—C1i	123.94 (11)	O4—Cl1—O3	109.45 (9)
C1—C2—C3	118.8 (2)	O4—Cl1—O3iii	109.45 (9)
C1—C2—H2	120.6	O3—Cl1—O3iii	110.11 (15)
C3—C2—H2	120.6	O4—Cl1—O2	108.83 (15)
C4—C3—C2	119.3 (2)	O3—Cl1—O2	109.49 (9)
C4—C3—H3	120.3	O3iii—Cl1—O2	109.49 (9)
C2—C3—H3	120.3	O1—Cu1—O1ii	82.97 (9)
C3—C4—C5	119.13 (19)	O1—Cu1—N1i	176.89 (8)
C3—C4—H4	120.4	O1ii—Cu1—N1i	97.91 (6)
C5—C4—H4	120.4	O1—Cu1—N1	97.91 (6)
N1—C5—C4	122.0 (2)	O1ii—Cu1—N1	176.89 (7)
N1—C5—H5	119.0	N1i—Cu1—N1	81.37 (9)
C4—C5—H5	119.0	O1—Cu1—Cu1ii	41.48 (4)
C5—N1—C1	118.93 (17)	O1ii—Cu1—Cu1ii	41.48 (4)
C5—N1—Cu1	126.04 (15)	N1i—Cu1—Cu1ii	139.32 (4)
C1—N1—Cu1	115.01 (11)	N1—Cu1—Cu1ii	139.32 (4)
Cu1—O1—Cu1ii	97.03 (9)
N1—C1—C2—C3	0.7 (3)	C1i—C1—N1—Cu1	−2.8 (2)
C1i—C1—C2—C3	−179.4 (2)	Cu1ii—O1—Cu1—O1ii	0.0
C1—C2—C3—C4	0.6 (3)	Cu1ii—O1—Cu1—N1	176.99 (7)
C2—C3—C4—C5	−1.1 (3)	C5—N1—Cu1—O1	−3.53 (17)
C3—C4—C5—N1	0.4 (3)	C1—N1—Cu1—O1	178.01 (13)
C4—C5—N1—C1	0.9 (3)	C5—N1—Cu1—N1i	179.53 (19)
C4—C5—N1—Cu1	−177.48 (15)	C1—N1—Cu1—N1i	1.07 (9)
C2—C1—N1—C5	−1.4 (3)	C5—N1—Cu1—Cu1ii	−0.47 (19)
C1i—C1—N1—C5	178.60 (18)	C1—N1—Cu1—Cu1ii	−178.93 (9)
C2—C1—N1—Cu1	177.14 (14)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2iv	0.81 (2)	2.34 (1)	3.134 (3)	169 (4)
C5—H5···O2iv	0.93	2.52	3.381 (3)	153

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯O2i	0.81 (2)	2.34 (1)	3.134 (3)	169 (4)
C5—H5⋯O2i	0.93	2.52	3.381 (3)	153

Symmetry code: (i) .