catena-Poly[[(2,2'-bipyrimidine-κN,N)diperchloratocopper(II)]-μ-4,4'-bipyridine-κN:N'].

The central CuN(4)O(2) motif of the title compound, [Cu(ClO(4))(2)(C(8)H(6)N(4))(C(10)H(8)N(2))](n), exhibits a Jahn-Teller-distorted octa-hedral geometry around the metal centre, showing a considerably long Cu-O bond distance of 2.634 (4) Å towards the second perchlorate group occupying the sixth coordination site, giving a (4+1+1)-type coordination mode. The 4,4'-bipyridine (bipy) ligands are highly twisted with respect to each other, the dihedral angle between the two pyridyl ring planes being 38.9 (2)°. The bipy ligands act as bridging ligands between [Cu(ClO(4))(2)(2,2'-bpym)] (2,2'-bpym is 2,2'-bipyrimidine) units, generating an infinite one-dimensional zigzag chain along [010]. Intra- and intermolecular C-H⋯O hydrogen bonds are present in the crystal structure.

Related literature

For related literature, see: Biradha & Fujita (2000 ▶); Eddaoudi et al. (2001 ▶); Hathaway (1973 ▶); Kaye & Long (2008 ▶); Kitagawa et al. (2006 ▶); Subramanian & Zaworotko (1995 ▶).

Experimental

Crystal data

[Cu(ClO4)2(C8H6N4)(C10H8N2)]

M = 576.75

Monoclinic,

a = 11.334 (2) Å

b = 14.266 (3) Å

c = 13.299 (3) Å

β = 96.55 (3)°

V = 2136.3 (8) Å3

Z = 4

Mo Kα radiation

μ = 1.33 mm−1

T = 295 (2) K

0.32 × 0.26 × 0.15 mm

Data collection

Bruker P4 diffractometer

Absorption correction: ψ scan (XSCANS; Siemens, 1996 ▶) T min = 0.664, T max = 0.815

4265 measured reflections

3686 independent reflections

2896 reflections with I > 2σ(I)

R int = 0.045

3 standard reflections every 97 reflections intensity decay: none

Refinement

R[F 2 > 2σ(F 2)] = 0.055

wR(F 2) = 0.160

S = 1.06

3686 reflections

317 parameters

H-atom parameters constrained

Δρmax = 0.93 e Å−3

Δρmin = −0.61 e Å−3

Data collection: XSCANS (Siemens, 1996 ▶); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808021296/im2074sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808021296/im2074Isup2.hkl

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

[Cu(ClO4)2(C8H6N4)(C10H8N2)]	F000 = 1164
Mr = 576.75	Dx = 1.793 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 25 reflections
a = 11.334 (2) Å	θ = 5.0–12.5º
b = 14.266 (3) Å	µ = 1.34 mm−1
c = 13.299 (3) Å	T = 295 (2) K
β = 96.55 (3)º	Block, purple
V = 2136.3 (8) Å3	0.32 × 0.26 × 0.15 mm
Z = 4

Bruker P4 diffractometer	Rint = 0.045
Radiation source: fine-focus sealed tube	θmax = 25.0º
Monochromator: graphite	θmin = 2.1º
T = 295(2) K	h = −13→1
θ/2θ scans	k = −1→16
Absorption correction: multi-scan(XSCANS; Siemens, 1996)	l = −15→15
Tmin = 0.664, Tmax = 0.815	3 standard reflections
4265 measured reflections	every 97 reflections
3686 independent reflections	intensity decay: none
2896 reflections with I > 2σ(I)

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.055	H-atom parameters constrained
wR(F2) = 0.160	w = 1/[σ2(Fo2) + (0.0889P)2 + 4.3786P] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max = 0.001
3686 reflections	Δρmax = 0.93 e Å−3
317 parameters	Δρmin = −0.61 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Cu	0.59615 (4)	0.21166 (4)	0.34471 (4)	0.0296 (2)
Cl1	0.73943 (10)	0.14413 (9)	0.10813 (9)	0.0398 (3)
Cl2	0.62782 (13)	0.18070 (11)	0.60732 (10)	0.0534 (4)
N1	0.6774 (3)	0.0876 (3)	0.3709 (3)	0.0331 (8)
N2	0.7638 (3)	0.2575 (3)	0.3759 (3)	0.0299 (8)
N3	0.8653 (4)	0.0233 (3)	0.4312 (3)	0.0459 (11)
N4	0.9612 (3)	0.2015 (3)	0.4100 (4)	0.0460 (11)
N5	0.4387 (3)	0.1567 (3)	0.2901 (3)	0.0309 (8)
N6	−0.0235 (3)	−0.1609 (3)	0.1722 (3)	0.0307 (8)
C1	0.6283 (5)	0.0024 (3)	0.3741 (4)	0.0429 (12)
H1	0.5471	−0.0046	0.3557	0.051*
C2	0.6961 (6)	−0.0750 (4)	0.4043 (5)	0.0548 (15)
H2	0.6629	−0.1346	0.4050	0.066*
C3	0.8144 (5)	−0.0602 (4)	0.4332 (4)	0.0518 (14)
H3	0.8614	−0.1113	0.4553	0.062*
C4	0.7946 (4)	0.0938 (3)	0.3996 (3)	0.0328 (10)
C5	0.8442 (4)	0.1889 (3)	0.3958 (3)	0.0335 (10)
C6	0.9985 (4)	0.2895 (4)	0.4055 (5)	0.0528 (15)
H6	1.0798	0.3009	0.4147	0.063*
C7	0.9233 (5)	0.3644 (4)	0.3880 (5)	0.0562 (15)
H7	0.9516	0.4255	0.3858	0.067*
C8	0.8037 (4)	0.3446 (4)	0.3737 (4)	0.0399 (11)
H8	0.7496	0.3935	0.3623	0.048*
C9	0.4280 (4)	0.1042 (4)	0.2051 (4)	0.0386 (11)
H9	0.4910	0.1029	0.1661	0.046*
C10	0.3281 (4)	0.0526 (3)	0.1737 (4)	0.0378 (11)
H10	0.3243	0.0166	0.1151	0.045*
C11	0.3444 (4)	0.1639 (3)	0.3396 (4)	0.0336 (10)
H11	0.3486	0.2039	0.3951	0.040*
C12	0.2399 (4)	0.1153 (3)	0.3132 (4)	0.0326 (10)
H12	0.1756	0.1228	0.3501	0.039*
C13	0.2324 (4)	0.0551 (3)	0.2310 (3)	0.0295 (9)
C14	0.1326 (4)	−0.0117 (3)	0.2077 (4)	0.0316 (10)
C15	0.0802 (4)	−0.0526 (4)	0.2857 (4)	0.0383 (11)
H15	0.0956	−0.0296	0.3514	0.046*
C16	0.0050 (4)	−0.1276 (3)	0.2654 (4)	0.0378 (11)
H16	−0.0273	−0.1562	0.3188	0.045*
C17	0.0193 (4)	−0.1170 (3)	0.0946 (4)	0.0348 (10)
H17	−0.0041	−0.1368	0.0287	0.042*
C18	0.0976 (4)	−0.0428 (3)	0.1113 (3)	0.0335 (10)
H18	0.1269	−0.0137	0.0567	0.040*
O1	0.8332 (5)	0.1061 (6)	0.1735 (4)	0.114 (2)
O2	0.7807 (4)	0.1965 (3)	0.0279 (3)	0.0648 (12)
O3	0.6646 (5)	0.0702 (3)	0.0637 (4)	0.0770 (14)
O4	0.6684 (3)	0.2050 (3)	0.1635 (3)	0.0522 (10)
O5	0.5763 (7)	0.1934 (7)	0.6933 (5)	0.140 (3)
O6	0.6507 (6)	0.0798 (4)	0.6044 (5)	0.111 (2)
O7	0.7399 (5)	0.2209 (5)	0.6042 (5)	0.100 (2)
O8	0.5503 (4)	0.1986 (3)	0.5175 (3)	0.0596 (11)

	U11	U22	U33	U12	U13	U23
Cu	0.0195 (3)	0.0221 (3)	0.0458 (4)	0.00049 (19)	−0.0030 (2)	0.0002 (2)
Cl1	0.0354 (6)	0.0419 (7)	0.0432 (7)	0.0003 (5)	0.0089 (5)	0.0013 (5)
Cl2	0.0532 (8)	0.0679 (9)	0.0384 (7)	−0.0110 (7)	0.0023 (6)	0.0033 (6)
N1	0.034 (2)	0.0248 (19)	0.040 (2)	0.0037 (15)	0.0016 (16)	0.0017 (16)
N2	0.0261 (18)	0.0251 (19)	0.036 (2)	0.0020 (15)	−0.0055 (15)	0.0004 (15)
N3	0.044 (2)	0.043 (2)	0.051 (3)	0.020 (2)	0.007 (2)	0.011 (2)
N4	0.0232 (19)	0.051 (3)	0.061 (3)	0.0069 (18)	−0.0050 (18)	0.000 (2)
N5	0.0236 (17)	0.0280 (19)	0.041 (2)	−0.0027 (15)	0.0019 (15)	−0.0057 (16)
N6	0.0202 (16)	0.0299 (19)	0.041 (2)	−0.0021 (14)	−0.0016 (15)	−0.0023 (16)
C1	0.048 (3)	0.029 (2)	0.051 (3)	−0.003 (2)	0.006 (2)	0.001 (2)
C2	0.077 (4)	0.030 (3)	0.059 (4)	0.007 (3)	0.019 (3)	0.006 (2)
C3	0.069 (4)	0.035 (3)	0.055 (3)	0.023 (3)	0.022 (3)	0.012 (2)
C4	0.035 (2)	0.033 (2)	0.031 (2)	0.0108 (19)	0.0043 (18)	0.0046 (18)
C5	0.028 (2)	0.038 (3)	0.033 (2)	0.0066 (19)	−0.0029 (18)	−0.0033 (19)
C6	0.024 (2)	0.058 (4)	0.073 (4)	−0.005 (2)	−0.003 (2)	−0.008 (3)
C7	0.035 (3)	0.043 (3)	0.088 (5)	−0.008 (2)	−0.004 (3)	−0.004 (3)
C8	0.028 (2)	0.037 (3)	0.053 (3)	−0.001 (2)	−0.002 (2)	−0.003 (2)
C9	0.027 (2)	0.045 (3)	0.046 (3)	−0.008 (2)	0.011 (2)	−0.011 (2)
C10	0.030 (2)	0.039 (3)	0.045 (3)	−0.007 (2)	0.005 (2)	−0.007 (2)
C11	0.031 (2)	0.026 (2)	0.043 (3)	−0.0042 (18)	0.0029 (19)	−0.0080 (19)
C12	0.027 (2)	0.032 (2)	0.039 (2)	−0.0031 (18)	0.0076 (18)	−0.0071 (19)
C13	0.024 (2)	0.027 (2)	0.037 (2)	−0.0026 (17)	0.0000 (17)	−0.0003 (18)
C14	0.0207 (19)	0.029 (2)	0.045 (3)	−0.0007 (17)	0.0016 (18)	−0.0006 (19)
C15	0.031 (2)	0.042 (3)	0.042 (3)	−0.010 (2)	0.0049 (19)	−0.005 (2)
C16	0.033 (2)	0.041 (3)	0.040 (3)	−0.011 (2)	0.011 (2)	−0.002 (2)
C17	0.032 (2)	0.032 (2)	0.038 (3)	−0.0027 (19)	−0.0050 (19)	0.000 (2)
C18	0.034 (2)	0.033 (2)	0.032 (2)	−0.0057 (19)	−0.0001 (18)	0.0025 (19)
O1	0.077 (3)	0.183 (7)	0.078 (4)	0.063 (4)	−0.006 (3)	0.023 (4)
O2	0.071 (3)	0.064 (3)	0.065 (3)	−0.014 (2)	0.036 (2)	0.002 (2)
O3	0.089 (3)	0.047 (2)	0.099 (4)	−0.023 (2)	0.028 (3)	−0.021 (2)
O4	0.052 (2)	0.053 (2)	0.055 (2)	−0.0009 (18)	0.0210 (18)	−0.0097 (18)
O5	0.116 (5)	0.254 (10)	0.054 (3)	0.016 (6)	0.026 (3)	−0.011 (5)
O6	0.126 (5)	0.068 (4)	0.131 (5)	0.011 (3)	−0.023 (4)	0.034 (4)
O7	0.083 (4)	0.130 (5)	0.083 (4)	−0.041 (3)	−0.004 (3)	0.015 (3)
O8	0.056 (2)	0.078 (3)	0.044 (2)	0.021 (2)	0.0044 (18)	0.012 (2)

Cu—N6i	1.998 (4)	C1—H1	0.9300
Cu—N1	2.007 (4)	C2—C3	1.369 (9)
Cu—N2	2.008 (4)	C2—H2	0.9300
Cu—N5	2.008 (4)	C3—H3	0.9300
Cu—O8	2.421 (4)	C4—C5	1.471 (7)
Cu—O4	2.634 (4)	C6—C7	1.370 (8)
Cl1—O1	1.403 (5)	C6—H6	0.9300
Cl1—O2	1.424 (4)	C7—C8	1.377 (7)
Cl1—O3	1.438 (4)	C7—H7	0.9300
Cl1—O4	1.442 (4)	C8—H8	0.9300
Cl2—O5	1.354 (6)	C9—C10	1.376 (6)
Cl2—O7	1.399 (6)	C9—H9	0.9300
Cl2—O8	1.422 (4)	C10—C13	1.395 (6)
Cl2—O6	1.464 (6)	C10—H10	0.9300
N1—C1	1.339 (6)	C11—C12	1.383 (6)
N1—C4	1.343 (6)	C11—H11	0.9300
N2—C8	1.323 (6)	C12—C13	1.385 (6)
N2—C5	1.343 (6)	C12—H12	0.9300
N3—C4	1.325 (6)	C13—C14	1.484 (6)
N3—C3	1.325 (7)	C14—C18	1.372 (6)
N4—C6	1.329 (7)	C14—C15	1.382 (7)
N4—C5	1.331 (6)	C15—C16	1.376 (7)
N5—C11	1.321 (6)	C15—H15	0.9300
N5—C9	1.350 (6)	C16—H16	0.9300
N6—C16	1.332 (6)	C17—C18	1.383 (6)
N6—C17	1.344 (6)	C17—H17	0.9300
N6—Cuii	1.998 (4)	C18—H18	0.9300
C1—C2	1.379 (7)
N6i—Cu—N1	175.53 (15)	C2—C3—H3	118.4
N6i—Cu—N2	95.45 (14)	N3—C4—N1	125.7 (4)
N1—Cu—N2	81.19 (15)	N3—C4—C5	119.4 (4)
N6i—Cu—N5	88.66 (15)	N1—C4—C5	114.9 (4)
N1—Cu—N5	95.15 (15)	N4—C5—N2	124.9 (5)
N2—Cu—N5	169.48 (15)	N4—C5—C4	119.9 (4)
N6i—Cu—O8	92.65 (15)	N2—C5—C4	115.2 (4)
N1—Cu—O8	84.89 (15)	N4—C6—C7	123.4 (5)
N2—Cu—O8	97.45 (15)	N4—C6—H6	118.3
N5—Cu—O8	92.00 (15)	C7—C6—H6	118.3
N6i—Cu—O4	95.57 (14)	C6—C7—C8	116.6 (5)
N1—Cu—O4	86.74 (14)	C6—C7—H7	121.7
N2—Cu—O4	79.35 (14)	C8—C7—H7	121.7
N5—Cu—O4	90.64 (14)	N2—C8—C7	121.5 (5)
O8—Cu—O4	171.41 (13)	N2—C8—H8	119.2
O1—Cl1—O2	112.1 (4)	C7—C8—H8	119.2
O1—Cl1—O3	109.9 (4)	N5—C9—C10	122.9 (4)
O2—Cl1—O3	107.8 (3)	N5—C9—H9	118.5
O1—Cl1—O4	110.2 (3)	C10—C9—H9	118.5
O2—Cl1—O4	108.5 (3)	C9—C10—C13	119.0 (4)
O3—Cl1—O4	108.3 (3)	C9—C10—H10	120.5
O5—Cl2—O7	116.8 (5)	C13—C10—H10	120.5
O5—Cl2—O8	113.6 (4)	N5—C11—C12	123.5 (4)
O7—Cl2—O8	112.2 (3)	N5—C11—H11	118.2
O5—Cl2—O6	104.4 (5)	C12—C11—H11	118.2
O7—Cl2—O6	103.8 (4)	C11—C12—C13	119.0 (4)
O8—Cl2—O6	104.4 (3)	C11—C12—H12	120.5
C1—N1—C4	116.9 (4)	C13—C12—H12	120.5
C1—N1—Cu	128.4 (3)	C12—C13—C10	117.7 (4)
C4—N1—Cu	114.2 (3)	C12—C13—C14	122.6 (4)
C8—N2—C5	117.6 (4)	C10—C13—C14	119.4 (4)
C8—N2—Cu	128.2 (3)	C18—C14—C15	117.5 (4)
C5—N2—Cu	114.1 (3)	C18—C14—C13	122.3 (4)
C4—N3—C3	116.1 (5)	C15—C14—C13	119.8 (4)
C6—N4—C5	116.0 (4)	C16—C15—C14	119.3 (5)
C11—N5—C9	117.4 (4)	C16—C15—H15	120.3
C11—N5—Cu	121.7 (3)	C14—C15—H15	120.3
C9—N5—Cu	120.7 (3)	N6—C16—C15	122.6 (4)
C16—N6—C17	118.6 (4)	N6—C16—H16	118.7
C16—N6—Cuii	118.8 (3)	C15—C16—H16	118.7
C17—N6—Cuii	121.2 (3)	N6—C17—C18	121.0 (4)
N1—C1—C2	121.1 (5)	N6—C17—H17	119.5
N1—C1—H1	119.5	C18—C17—H17	119.5
C2—C1—H1	119.5	C14—C18—C17	120.6 (4)
C3—C2—C1	117.0 (5)	C14—C18—H18	119.7
C3—C2—H2	121.5	C17—C18—H18	119.7
C1—C2—H2	121.5	Cl1—O4—Cu	137.6 (2)
N3—C3—C2	123.2 (5)	Cl2—O8—Cu	129.2 (2)
N3—C3—H3	118.4

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···O6iii	0.93	2.59	3.415 (9)	147
C6—H6···O2iv	0.93	2.58	3.425 (7)	151
C7—H7···O3v	0.93	2.58	3.189 (7)	124
C9—H9···O3	0.93	2.56	3.480 (7)	171
C9—H9···O4	0.93	2.49	3.185 (6)	132
C11—H11···O2vi	0.93	2.46	3.342 (6)	159
C16—H16···O4ii	0.93	2.57	3.299 (6)	135
C17—H17···O8ii	0.93	2.47	3.082 (6)	124

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯O6i	0.93	2.59	3.415 (9)	147
C6—H6⋯O2ii	0.93	2.58	3.425 (7)	151
C7—H7⋯O3iii	0.93	2.58	3.189 (7)	124
C9—H9⋯O3	0.93	2.56	3.480 (7)	171
C9—H9⋯O4	0.93	2.49	3.185 (6)	132
C11—H11⋯O2iv	0.93	2.46	3.342 (6)	159
C16—H16⋯O4v	0.93	2.57	3.299 (6)	135
C17—H17⋯O8v	0.93	2.47	3.082 (6)	124

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .