Tetra-μ-acetato-κO:O'-bis-{[2-methyl-sulfanyl-4-(pyridin-4-yl-κN)pyrimidine]-copper(II)}(Cu-Cu).

The binuclear title compound, [Cu(2)(CH(3)CO(2))(4)(C(10)H(9)N(3)S)(2)], comprises a Cu(2)(CH(3)CO(2))(4) paddle-wheel core axially bound by two 2-methyl-sulfanyl-4-(pyridin-4-yl)pyrimidine ligands. The complex mol-ecule has an inversion center lying at the mid-point of the Cu-Cu bond.

Related literature

For a related structure, see: Li et al. (2009 ▶).

Experimental

Crystal data

[Cu2(C2H3O2)4(C10H9N3S)2]

M = 769.82

Monoclinic,

a = 15.192 (2) Å

b = 13.003 (2) Å

c = 8.6108 (13) Å

β = 103.781 (2)°

V = 1652.0 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.47 mm−1

T = 298 K

0.41 × 0.25 × 0.18 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.650, T max = 0.768

9568 measured reflections

2827 independent reflections

2354 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.097

S = 1.04

2827 reflections

208 parameters

H-atom parameters constrained

Δρmax = 0.38 e Å−3

Δρmin = −0.32 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; 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 datablock(s) I, global. DOI: 10.1107/S1600536811029837/hy2450sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811029837/hy2450Isup2.hkl

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

[Cu2(C2H3O2)4(C10H9N3S)2]	F(000) = 788
Mr = 769.82	Dx = 1.548 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2827 reflections
a = 15.192 (2) Å	θ = 2.3–25.5°
b = 13.003 (2) Å	µ = 1.47 mm−1
c = 8.6108 (13) Å	T = 298 K
β = 103.781 (2)°	Block, blue
V = 1652.0 (4) Å3	0.41 × 0.25 × 0.18 mm
Z = 2

Bruker APEXII CCD diffractometer	2827 independent reflections
Radiation source: fine-focus sealed tube	2354 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −15→18
Tmin = 0.650, Tmax = 0.768	k = −15→15
9568 measured reflections	l = −10→10

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0614P)2 + 0.3763P] where P = (Fo2 + 2Fc2)/3
2827 reflections	(Δ/σ)max < 0.001
208 parameters	Δρmax = 0.38 e Å−3
0 restraints	Δρmin = −0.32 e Å−3

	x	y	z	Uiso*/Ueq
Cu1	0.42790 (2)	0.03013 (2)	0.39231 (4)	0.03313 (14)
O2	0.39177 (14)	−0.11545 (15)	0.3826 (3)	0.0474 (5)
O4	0.50560 (15)	−0.00064 (17)	0.2452 (2)	0.0462 (5)
N1	0.31254 (16)	0.08776 (18)	0.2112 (3)	0.0380 (5)
O1	0.62838 (15)	−0.05037 (17)	0.4261 (3)	0.0522 (6)
O3	0.51441 (14)	−0.16651 (15)	0.5641 (3)	0.0518 (6)
C14	0.5845 (2)	−0.03341 (19)	0.2841 (4)	0.0396 (7)
C8	0.2390 (2)	0.0311 (2)	0.1478 (4)	0.0440 (7)
H8	0.2376	−0.0368	0.1810	0.053*
C6	0.16582 (19)	0.1693 (2)	−0.0149 (3)	0.0377 (6)
C10	0.2425 (2)	0.2277 (2)	0.0483 (3)	0.0427 (7)
H10	0.2459	0.2956	0.0164	0.051*
C9	0.3132 (2)	0.1843 (2)	0.1582 (3)	0.0410 (7)
H9	0.3644	0.2243	0.1980	0.049*
C12	0.4403 (2)	−0.1827 (2)	0.4653 (4)	0.0412 (7)
C7	0.1662 (2)	0.0681 (2)	0.0368 (4)	0.0477 (7)
H7	0.1169	0.0256	−0.0042	0.057*
N2	0.02885 (17)	0.1470 (2)	−0.2225 (3)	0.0491 (6)
C5	0.08668 (19)	0.2131 (2)	−0.1331 (3)	0.0417 (7)
C4	0.0726 (2)	0.3178 (3)	−0.1478 (4)	0.0573 (9)
H4	0.1123	0.3640	−0.0846	0.069*
S1	−0.11441 (7)	0.09520 (9)	−0.43675 (14)	0.0806 (3)
N3	−0.0610 (2)	0.2871 (3)	−0.3527 (4)	0.0620 (8)
C13	0.6315 (3)	−0.0562 (3)	0.1536 (4)	0.0579 (9)
H13A	0.5910	−0.0426	0.0517	0.087*
H13B	0.6494	−0.1271	0.1590	0.087*
H13C	0.6842	−0.0133	0.1664	0.087*
C2	−0.0421 (2)	0.1878 (3)	−0.3268 (4)	0.0514 (8)
C11	0.4090 (2)	−0.2928 (2)	0.4448 (5)	0.0609 (9)
H11A	0.4514	−0.3358	0.5166	0.091*
H11B	0.4050	−0.3141	0.3366	0.091*
H11C	0.3504	−0.2986	0.4681	0.091*
C3	−0.0023 (3)	0.3513 (3)	−0.2593 (5)	0.0657 (10)
H3	−0.0127	0.4216	−0.2707	0.079*
C1	−0.2020 (2)	0.1704 (4)	−0.5637 (5)	0.0900 (14)
H1A	−0.2452	0.1254	−0.6301	0.135*
H1B	−0.1757	0.2145	−0.6298	0.135*
H1C	−0.2319	0.2114	−0.4990	0.135*

	U11	U22	U33	U12	U13	U23
Cu1	0.0360 (2)	0.0322 (2)	0.0284 (2)	0.00451 (13)	0.00199 (15)	−0.00098 (13)
O2	0.0452 (12)	0.0375 (11)	0.0524 (13)	−0.0012 (9)	−0.0028 (10)	0.0009 (9)
O4	0.0511 (13)	0.0567 (12)	0.0316 (11)	0.0104 (10)	0.0111 (10)	0.0027 (9)
N1	0.0412 (14)	0.0382 (13)	0.0322 (13)	0.0043 (10)	0.0039 (11)	0.0004 (10)
O1	0.0528 (13)	0.0680 (15)	0.0362 (12)	0.0198 (11)	0.0116 (11)	0.0003 (10)
O3	0.0536 (14)	0.0350 (10)	0.0552 (13)	−0.0022 (10)	−0.0099 (11)	−0.0011 (9)
C14	0.0538 (19)	0.0307 (14)	0.0372 (17)	0.0042 (13)	0.0166 (15)	0.0001 (12)
C8	0.0453 (18)	0.0382 (15)	0.0444 (18)	0.0003 (13)	0.0024 (15)	0.0087 (13)
C6	0.0379 (16)	0.0397 (15)	0.0339 (15)	0.0062 (12)	0.0057 (13)	0.0037 (12)
C10	0.0484 (18)	0.0342 (14)	0.0410 (17)	0.0016 (13)	0.0019 (14)	0.0030 (12)
C9	0.0419 (16)	0.0369 (15)	0.0393 (16)	0.0005 (12)	0.0001 (13)	−0.0026 (12)
C12	0.0482 (18)	0.0357 (15)	0.0396 (17)	−0.0016 (13)	0.0103 (14)	−0.0075 (13)
C7	0.0403 (17)	0.0469 (17)	0.0503 (19)	−0.0071 (14)	−0.0002 (15)	0.0053 (14)
N2	0.0401 (15)	0.0544 (15)	0.0480 (16)	0.0030 (12)	0.0009 (13)	0.0101 (12)
C5	0.0365 (16)	0.0485 (16)	0.0384 (17)	0.0052 (13)	0.0056 (14)	0.0069 (13)
C4	0.053 (2)	0.0488 (18)	0.062 (2)	0.0087 (16)	−0.0018 (17)	0.0036 (16)
S1	0.0607 (6)	0.0805 (7)	0.0812 (8)	−0.0150 (5)	−0.0214 (5)	0.0158 (6)
N3	0.0477 (17)	0.0690 (19)	0.0622 (19)	0.0113 (14)	−0.0007 (15)	0.0157 (15)
C13	0.077 (3)	0.057 (2)	0.047 (2)	0.0175 (18)	0.0314 (19)	0.0038 (16)
C2	0.0376 (17)	0.067 (2)	0.0468 (19)	0.0017 (15)	0.0045 (15)	0.0123 (16)
C11	0.063 (2)	0.0362 (16)	0.076 (2)	−0.0064 (15)	0.0006 (19)	−0.0080 (16)
C3	0.062 (2)	0.052 (2)	0.076 (3)	0.0151 (18)	0.001 (2)	0.0134 (19)
C1	0.045 (2)	0.126 (4)	0.082 (3)	−0.004 (2)	−0.020 (2)	0.018 (3)

Cu1—O1i	1.970 (2)	C12—C11	1.505 (4)
Cu1—O2	1.967 (2)	C7—H7	0.9300
Cu1—O3i	1.974 (2)	N2—C2	1.338 (4)
Cu1—O4	1.967 (2)	N2—C5	1.335 (4)
Cu1—N1	2.183 (2)	C5—C4	1.379 (4)
Cu1—Cu1i	2.6299 (7)	C4—C3	1.373 (5)
O2—C12	1.251 (4)	C4—H4	0.9300
O4—C14	1.241 (4)	S1—C2	1.748 (4)
N1—C9	1.337 (4)	S1—C1	1.796 (4)
N1—C8	1.341 (4)	N3—C2	1.330 (5)
O1—C14	1.265 (4)	N3—C3	1.341 (5)
O3—C12	1.257 (4)	C13—H13A	0.9600
C14—C13	1.498 (4)	C13—H13B	0.9600
C8—C7	1.366 (4)	C13—H13C	0.9600
C8—H8	0.9300	C11—H11A	0.9600
C6—C10	1.388 (4)	C11—H11B	0.9600
C6—C7	1.389 (4)	C11—H11C	0.9600
C6—C5	1.491 (4)	C3—H3	0.9300
C10—C9	1.372 (4)	C1—H1A	0.9600
C10—H10	0.9300	C1—H1B	0.9600
C9—H9	0.9300	C1—H1C	0.9600
O4—Cu1—O2	88.92 (9)	O2—C12—C11	118.1 (3)
O4—Cu1—O1i	168.10 (9)	O3—C12—C11	116.5 (3)
O2—Cu1—O1i	89.58 (9)	C8—C7—C6	119.9 (3)
O4—Cu1—O3i	89.87 (9)	C8—C7—H7	120.0
O2—Cu1—O3i	168.30 (8)	C6—C7—H7	120.0
O1i—Cu1—O3i	89.20 (10)	C2—N2—C5	116.5 (3)
O4—Cu1—N1	96.46 (9)	N2—C5—C4	121.1 (3)
O2—Cu1—N1	97.57 (9)	N2—C5—C6	117.4 (3)
O1i—Cu1—N1	95.44 (9)	C4—C5—C6	121.5 (3)
O3i—Cu1—N1	94.13 (9)	C3—C4—C5	117.5 (3)
O4—Cu1—Cu1i	82.34 (7)	C3—C4—H4	121.3
O2—Cu1—Cu1i	85.43 (6)	C5—C4—H4	121.3
O1i—Cu1—Cu1i	85.77 (7)	C2—S1—C1	103.5 (2)
O3i—Cu1—Cu1i	82.88 (6)	C2—N3—C3	114.7 (3)
N1—Cu1—Cu1i	176.77 (7)	C14—C13—H13A	109.5
C12—O2—Cu1	121.89 (19)	C14—C13—H13B	109.5
C14—O4—Cu1	125.8 (2)	H13A—C13—H13B	109.5
C9—N1—C8	116.8 (2)	C14—C13—H13C	109.5
C9—N1—Cu1	119.7 (2)	H13A—C13—H13C	109.5
C8—N1—Cu1	123.46 (19)	H13B—C13—H13C	109.5
C14—O1—Cu1	65.15 (17)	N3—C2—N2	127.2 (3)
C12—O3—Cu1	66.66 (15)	N3—C2—S1	119.7 (3)
O4—C14—O1	125.0 (3)	N2—C2—S1	113.1 (3)
O4—C14—C13	117.9 (3)	C12—C11—H11A	109.5
O1—C14—C13	117.1 (3)	C12—C11—H11B	109.5
N1—C8—C7	123.3 (3)	H11A—C11—H11B	109.5
N1—C8—H8	118.4	C12—C11—H11C	109.5
C7—C8—H8	118.4	H11A—C11—H11C	109.5
C10—C6—C7	117.0 (3)	H11B—C11—H11C	109.5
C10—C6—C5	121.6 (3)	N3—C3—C4	123.0 (3)
C7—C6—C5	121.4 (3)	N3—C3—H3	118.5
C9—C10—C6	119.5 (3)	C4—C3—H3	118.5
C9—C10—H10	120.3	S1—C1—H1A	109.5
C6—C10—H10	120.3	S1—C1—H1B	109.5
N1—C9—C10	123.5 (3)	H1A—C1—H1B	109.5
N1—C9—H9	118.2	S1—C1—H1C	109.5
C10—C9—H9	118.2	H1A—C1—H1C	109.5
O2—C12—O3	125.4 (3)	H1B—C1—H1C	109.5
O4—Cu1—O2—C12	81.3 (2)	Cu1—O4—C14—C13	177.6 (2)
O1i—Cu1—O2—C12	−86.9 (2)	C9—N1—C8—C7	−1.4 (4)
O3i—Cu1—O2—C12	−2.9 (6)	Cu1—N1—C8—C7	178.6 (2)
N1—Cu1—O2—C12	177.7 (2)	C7—C6—C10—C9	−0.9 (4)
Cu1i—Cu1—O2—C12	−1.1 (2)	C5—C6—C10—C9	179.2 (3)
O2—Cu1—O4—C14	−85.3 (2)	C8—N1—C9—C10	2.1 (4)
O1i—Cu1—O4—C14	−2.5 (6)	Cu1—N1—C9—C10	−178.0 (2)
O3i—Cu1—O4—C14	83.0 (2)	C6—C10—C9—N1	−0.9 (4)
N1—Cu1—O4—C14	177.2 (2)	Cu1—O2—C12—C11	−177.5 (2)
Cu1i—Cu1—O4—C14	0.2 (2)	N1—C8—C7—C6	−0.4 (5)
O4—Cu1—N1—C9	−80.7 (2)	C10—C6—C7—C8	1.5 (4)
O2—Cu1—N1—C9	−170.5 (2)	C5—C6—C7—C8	−178.6 (3)
O1i—Cu1—N1—C9	99.2 (2)	C2—N2—C5—C4	0.6 (4)
O3i—Cu1—N1—C9	9.6 (2)	C2—N2—C5—C6	179.4 (3)
O4—Cu1—N1—C8	99.3 (2)	C10—C6—C5—N2	160.4 (3)
O2—Cu1—N1—C8	9.5 (2)	C7—C6—C5—N2	−19.5 (4)
O1i—Cu1—N1—C8	−80.8 (2)	C10—C6—C5—C4	−20.7 (4)
O3i—Cu1—N1—C8	−170.4 (2)	C7—C6—C5—C4	159.4 (3)
O4—Cu1—O1i—C14i	4.2 (6)	N2—C5—C4—C3	−0.9 (5)
O2—Cu1—O1i—C14i	86.9 (2)	C6—C5—C4—C3	−179.7 (3)
O3i—Cu1—O1i—C14i	−81.4 (2)	C3—N3—C2—N2	−1.7 (5)
N1—Cu1—O1i—C14i	−175.5 (2)	C3—N3—C2—S1	178.5 (3)
Cu1i—Cu1—O1i—C14i	1.5 (2)	C5—N2—C2—N3	0.8 (5)
O4—Cu1—O3i—C12i	−82.5 (2)	C5—N2—C2—S1	−179.4 (2)
O2—Cu1—O3i—C12i	1.5 (6)	C1—S1—C2—N3	−0.4 (3)
O1i—Cu1—O3i—C12i	85.6 (2)	C1—S1—C2—N2	179.7 (2)
N1—Cu1—O3i—C12i	−179.0 (2)	C2—N3—C3—C4	1.2 (5)
Cu1i—Cu1—O3i—C12i	−0.2 (2)	C5—C4—C3—N3	0.0 (6)

Table 1

Selected bond lengths (Å)

Cu1—O1i	1.970 (2)
Cu1—O2	1.967 (2)
Cu1—O3i	1.974 (2)
Cu1—O4	1.967 (2)
Cu1—N1	2.183 (2)
Cu1—Cu1i	2.6299 (7)

Symmetry code: (i) .