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Acta Cryst. (2007). E63, m1944    [ doi:10.1107/S1600536807029492 ]

catena-Poly[[bis[[mu]-1,4-bis(1,2,4-triazol-1-ylmethyl)benzene-[kappa]2N4:N4']copper(I)] perchlorate]

J. Lin and G.-Y. Dong

Abstract top

The crystal structure of the title compound, {[Cu(C12H12N6)]ClO4}n, consists of a one-dimensional cationic copper(I) chain and uncoordinated ClO4- anions. In the cationic chain, the CuI center, which lies on a crystallographic twofold rotation axis, is coordinated by two N atoms from two 1,4-bis(1,2,4-triazol-1-ylmethyl)benzene ligands, giving a linear coordination geometry, and the 1,4-bis(1,2,4-triazol-1-ylmethyl)benzene ligand adopts a bis-monodentate bridging mode, linking CuI atoms. The anion O atoms are disordered equally over two sites.

Comment top

The crystal structure of (I) comprises a one-dimensional cationic [CuL]n chain [L is 1,4-bis(1,2,4-triazol-1-ylmethyl)benzene] and uncoordinated [ClO4] anion. Within the chain, the coordination geometry of each CuI atom is linear (Fig.1 and Table 1). The CuI atom, which is two-coordinated by two N atoms from two symmetry-related L liagands, with a unique Cu—N distance of 1.867 (3) Å. The N1—Cu1—N1A bond angles is 174.79 (18) °. Each L ligand coordinates to two CuI atoms, acting as a bridging ligand, forming an extended cationic chain structure (Fig.2). the distance between the closest CuI atoms in the chain is 13.1559 (2) Å and the dihedral angle between the benzene with 1,2,4-triazole plane in one L ligand is 91 (3) °.

The corresponding copper(II) coordination polymer has double-stranded chain structures. (Li et al., 2005).

Related literature top

The corresponding copper(II) coordination polymer has a double-stranded chain structure (Li et al., 2005).

Experimental top

The ligand L was prepared according to the reported procedure (Li et al., 2005). Copper(II) perchlorate hexahydrate (37.1 mg, 0.10 mmol) and copper plates (12.8 mg, 0.2 mmol) were stirred in acetone (5 cm3) under an ethylene atmosphere for 1 h, and to the resulting colourless solution was added an acetone solution (5 cm3) containing L (48 mg, 0.20 mmol) under argon. The yellow mixture was stirred, and the filtrate transferred to a 10 mm diameter glass tube and layered with n-pentane (2 cm3) as a diffusion solvent. After standing for 2 weeks at 278 K, pale yellow crystal was obtained in 62% Yield. Analysis calculated for C12H12 CuN6O4Cl: C 35.74, H 3.00, N 20.84%; found: C 35.63, H 2.94, N 20.78%).

Refinement top

The perchlorate O atoms show positional disorder, and they were refined as two groups sharing the same Cl atom. As the occupancy could not be satisfactorily refined, the eight O atoms were each given site occupancy of 0.5. The C—O(1.45 (1) Å) and O —O distances were restrained with approximate equality. The displacement parameters of the disordered O atoms were also restrained weakly to be approximately isotropic. The aromatic [C —H = 0.93 Å and Uiso(H) =1.2Ueq(C)] and methylene H atoms [C—H= 0.96 Å and Uiso(H) =1.5Ueq(C)] were included in the refinement in the riding-model approximation.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

Figures top
[Figure 1] Fig. 1. Part of the structure of (I) showing the coordination environment of atom CuI. Displacement ellipsoids are shown at the 30% probability level.[symmetry codes: (i) x + 2, y, −z + 3/2}
[Figure 2] Fig. 2. A view of the one-dimensional structure of (I).
catena-Poly[[bis[µ-1,4-bis(1,2,4-triazol-1-ylmethyl)benzene- κ2N4:N4']copper(I)] perchlorate] top
Crystal data top
[Cu(C12H12N6)]ClO4F000 = 816
Mr = 403.28Dx = 1.719 Mg m−3
Monoclinic, C2/cMo Kα radiation
λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 670 reflections
a = 16.098 (6) Åθ = 3.2–25.2º
b = 11.550 (4) ŵ = 1.61 mm−1
c = 10.687 (4) ÅT = 293 (2) K
β = 128.349 (5)ºBlock, colorless
V = 1558.4 (10) Å30.25 × 0.20 × 0.15 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer		1595 independent reflections
Radiation source: fine-focus sealed tube1106 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.036
T = 293(2) Kθmax = 26.4º
φ and ω scansθmin = 2.6º
Absorption correction: multi-scan
(SADABS; Sheldrick, 2004)		h = −20→15
Tmin = 0.684, Tmax = 0.788k = −11→14
4433 measured reflectionsl = −13→13
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.046H-atom parameters constrained
wR(F2) = 0.107  w = 1/[σ2(Fo2) + (0.0372P)2 + 2.5014P]
where P = (Fo2 + 2Fc2)/3
S = 1.10(Δ/σ)max = 0.077
1595 reflectionsΔρmax = 0.54 e Å−3
165 parametersΔρmin = −0.35 e Å−3
188 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Cu(C12H12N6)]ClO4V = 1558.4 (10) Å3
Mr = 403.28Z = 4
Monoclinic, C2/cMo Kα
a = 16.098 (6) ŵ = 1.61 mm−1
b = 11.550 (4) ÅT = 293 (2) K
c = 10.687 (4) Å0.25 × 0.20 × 0.15 mm
β = 128.349 (5)º
Data collection top
Bruker SMART CCD area-detector
diffractometer		1595 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2004)		1106 reflections with I > 2σ(I)
Tmin = 0.684, Tmax = 0.788Rint = 0.036
4433 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.046188 restraints
wR(F2) = 0.107H-atom parameters constrained
S = 1.10Δρmax = 0.54 e Å−3
1595 reflectionsΔρmin = −0.35 e Å−3
165 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cu11.00000.55003 (7)0.75000.0571 (3)
C10.8162 (3)0.4702 (3)0.7079 (4)0.0428 (9)
H10.79530.42190.62340.051*
C20.8950 (3)0.5942 (3)0.8917 (4)0.0424 (9)
H20.94310.65090.96100.051*
C30.6806 (3)0.4100 (4)0.7408 (5)0.0500 (11)
H3A0.64780.36640.64300.060*
H3B0.62790.46230.72580.060*
C40.7177 (3)0.3277 (3)0.8767 (4)0.0386 (9)
C50.8028 (3)0.2532 (3)0.9363 (5)0.0435 (10)
H50.83880.25510.89400.052*
C60.8344 (3)0.1764 (3)1.0581 (4)0.0419 (9)
H60.89120.12691.09650.050*
N10.8975 (3)0.5426 (3)0.7800 (4)0.0428 (8)
N20.8187 (3)0.5572 (3)0.8931 (4)0.0444 (8)
N30.7692 (3)0.4769 (3)0.7740 (3)0.0397 (8)
Cl10.50000.67676 (13)0.75000.0635 (5)
O10.4610 (15)0.7125 (15)0.840 (2)0.079 (7)0.188 (7)
O20.5716 (14)0.5829 (14)0.838 (2)0.107 (9)0.188 (7)
O30.4091 (12)0.6380 (15)0.5978 (12)0.088 (7)0.188 (7)
O40.5486 (13)0.7722 (13)0.7406 (19)0.081 (7)0.188 (7)
O1'0.5238 (10)0.5799 (9)0.8375 (14)0.090 (5)0.312 (7)
O2'0.3811 (6)0.6946 (11)0.6356 (13)0.095 (5)0.312 (7)
O3'0.5456 (10)0.7812 (9)0.8234 (14)0.138 (7)0.312 (7)
O4'0.5214 (9)0.6559 (11)0.6319 (11)0.076 (4)0.312 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0644 (6)0.0653 (6)0.0645 (5)0.0000.0513 (5)0.000
C10.055 (3)0.042 (2)0.037 (2)0.005 (2)0.032 (2)0.0051 (17)
C20.049 (2)0.040 (2)0.040 (2)0.0024 (18)0.029 (2)0.0043 (17)
C30.046 (3)0.060 (3)0.041 (2)−0.006 (2)0.025 (2)0.0061 (19)
C40.039 (2)0.038 (2)0.0359 (19)−0.0073 (17)0.0221 (18)−0.0034 (16)
C50.048 (2)0.050 (2)0.046 (2)−0.0082 (19)0.036 (2)−0.0047 (18)
C60.038 (2)0.041 (2)0.044 (2)−0.0012 (17)0.0241 (19)−0.0026 (17)
N10.050 (2)0.0454 (18)0.0406 (17)0.0073 (17)0.0319 (16)0.0091 (15)
N20.057 (2)0.0431 (19)0.0416 (17)−0.0015 (17)0.0351 (17)−0.0014 (15)
N30.051 (2)0.0395 (18)0.0338 (16)0.0006 (15)0.0288 (16)0.0054 (13)
Cl10.0879 (13)0.0418 (8)0.0572 (10)0.0000.0432 (10)0.000
O10.086 (10)0.068 (11)0.093 (11)0.016 (8)0.060 (8)−0.013 (8)
O20.119 (13)0.097 (12)0.114 (12)0.041 (9)0.076 (9)0.015 (9)
O30.097 (11)0.095 (10)0.047 (8)−0.018 (9)0.032 (7)−0.019 (8)
O40.091 (10)0.070 (9)0.058 (9)−0.044 (7)0.034 (7)−0.001 (7)
O1'0.080 (8)0.079 (7)0.108 (8)0.011 (6)0.057 (7)0.045 (6)
O2'0.070 (7)0.108 (9)0.110 (8)0.011 (6)0.057 (6)0.000 (7)
O3'0.154 (11)0.116 (9)0.141 (10)−0.042 (8)0.090 (8)−0.034 (8)
O4'0.087 (8)0.085 (8)0.057 (6)0.010 (6)0.046 (5)−0.002 (5)
Geometric parameters (Å, °) top
Cu1—N1i1.868 (3)Cl1—O3'iii1.377 (7)
Cu1—N11.868 (3)Cl1—O41.391 (9)
C1—N31.318 (5)Cl1—O4iii1.391 (9)
C1—N11.325 (5)Cl1—O2iii1.429 (9)
C1—H10.9300Cl1—O21.429 (9)
C2—N21.309 (5)Cl1—O31.426 (8)
C2—N11.358 (5)Cl1—O3iii1.426 (8)
C2—H20.9300Cl1—O11.496 (9)
C3—N31.459 (5)Cl1—O1iii1.496 (9)
C3—C41.515 (5)O1—O4iii1.04 (3)
C3—H3A0.9700O2—O3iii0.84 (3)
C3—H3B0.9700O2—O2iii1.86 (3)
C4—C6ii1.385 (5)O3—O2iii0.84 (3)
C4—C51.392 (5)O4—O1iii1.04 (3)
C5—C61.385 (5)O4—O4iii1.70 (3)
C5—H50.9300O1'—O4'iii1.30 (2)
C6—C4ii1.385 (5)O1'—O1'iii1.52 (2)
C6—H60.9300O2'—O3'iii1.39 (2)
N2—N31.362 (4)O3'—O3'iii1.33 (2)
Cl1—O1'iii1.352 (7)O3'—O2'iii1.39 (2)
Cl1—O1'1.352 (7)O4'—O1'iii1.30 (2)
Cl1—O3'1.377 (8)
N1i—Cu1—N1174.7 (2)O2iii—Cl1—O281.3 (17)
N3—C1—N1109.9 (3)O1'iii—Cl1—O345.7 (8)
N3—C1—H1125.1O1'—Cl1—O3100.3 (10)
N1—C1—H1125.1O3'—Cl1—O3137.0 (10)
N2—C2—N1114.0 (4)O3'iii—Cl1—O379.5 (9)
N2—C2—H2123.0O4—Cl1—O3113.0 (6)
N1—C2—H2123.0O4iii—Cl1—O396.1 (12)
N3—C3—C4110.8 (3)O2iii—Cl1—O334.4 (12)
N3—C3—H3A109.5O2—Cl1—O3110.5 (7)
C4—C3—H3A109.5O1'iii—Cl1—O3iii100.3 (10)
N3—C3—H3B109.5O1'—Cl1—O3iii45.7 (8)
C4—C3—H3B109.5O3'—Cl1—O3iii79.5 (9)
H3A—C3—H3B108.1O3'iii—Cl1—O3iii137.0 (10)
C6ii—C4—C5118.7 (3)O4—Cl1—O3iii96.1 (12)
C6ii—C4—C3120.1 (4)O4iii—Cl1—O3iii113.0 (6)
C5—C4—C3121.2 (4)O2iii—Cl1—O3iii110.5 (7)
C6—C5—C4120.6 (4)O2—Cl1—O3iii34.4 (12)
C6—C5—H5119.7O3—Cl1—O3iii143.5 (14)
C4—C5—H5119.7O1'iii—Cl1—O1128.4 (9)
C4ii—C6—C5120.7 (4)O1'—Cl1—O180.5 (9)
C4ii—C6—H6119.7O3'—Cl1—O171.3 (9)
C5—C6—H6119.7O3'iii—Cl1—O180.6 (8)
C1—N1—C2103.3 (3)O4—Cl1—O1107.9 (6)
C1—N1—Cu1126.1 (3)O4iii—Cl1—O141.9 (11)
C2—N1—Cu1130.0 (3)O2iii—Cl1—O198.1 (11)
C2—N2—N3102.8 (3)O2—Cl1—O1106.1 (6)
C1—N3—N2110.1 (3)O3—Cl1—O1106.0 (7)
C1—N3—C3129.6 (3)O3iii—Cl1—O184.1 (7)
N2—N3—C3120.3 (3)O1'iii—Cl1—O1iii80.5 (9)
O1'iii—Cl1—O1'68.4 (12)O1'—Cl1—O1iii128.4 (9)
O1'iii—Cl1—O3'160.2 (8)O3'—Cl1—O1iii80.6 (9)
O1'—Cl1—O3'120.6 (6)O3'iii—Cl1—O1iii71.3 (9)
O1'iii—Cl1—O3'iii120.6 (6)O4—Cl1—O1iii41.9 (11)
O1'—Cl1—O3'iii160.2 (8)O4iii—Cl1—O1iii107.9 (6)
O3'—Cl1—O3'iii57.6 (12)O2iii—Cl1—O1iii106.1 (6)
O1'iii—Cl1—O4122.4 (9)O2—Cl1—O1iii98.1 (11)
O1'—Cl1—O4140.8 (10)O3—Cl1—O1iii84.1 (7)
O3'—Cl1—O438.9 (7)O3iii—Cl1—O1iii106.0 (7)
O3'iii—Cl1—O452.4 (8)O1—Cl1—O1iii147.9 (14)
O1'iii—Cl1—O4iii140.8 (10)O4iii—O1—Cl163.6 (9)
O1'—Cl1—O4iii122.4 (9)O3iii—O2—Cl172.6 (9)
O3'—Cl1—O4iii52.4 (8)O3iii—O2—O2iii114.9 (16)
O3'iii—Cl1—O4iii38.9 (7)Cl1—O2—O2iii49.3 (9)
O4—Cl1—O4iii75.2 (17)O2iii—O3—Cl173.0 (12)
O1'iii—Cl1—O2iii32.0 (9)O1iii—O4—Cl174.5 (9)
O1'—Cl1—O2iii66.0 (8)O1iii—O4—O4iii115.1 (15)
O3'—Cl1—O2iii165.2 (9)Cl1—O4—O4iii52.4 (8)
O3'iii—Cl1—O2iii111.3 (12)O4'iii—O1'—Cl169.8 (6)
O4—Cl1—O2iii144.6 (9)O4'iii—O1'—O1'iii112.0 (10)
O4iii—Cl1—O2iii112.8 (7)Cl1—O1'—O1'iii55.8 (6)
O1'iii—Cl1—O266.0 (8)O3'iii—O2'—Cl156.3 (6)
O1'—Cl1—O232.0 (9)O3'iii—O3'—O2'iii118.1 (10)
O3'—Cl1—O2111.3 (12)O3'iii—O3'—Cl161.2 (6)
O3'iii—Cl1—O2165.2 (9)O2'iii—O3'—Cl166.3 (6)
O4—Cl1—O2112.8 (7)O1'iii—O4'—Cl156.6 (6)
O4iii—Cl1—O2144.6 (9)
N3—C3—C4—C6ii130.3 (4)O3'iii—Cl1—O4—O4iii35.7 (10)
N3—C3—C4—C5−51.0 (5)O2iii—Cl1—O4—O4iii109 (2)
C6ii—C4—C5—C60.2 (6)O2—Cl1—O4—O4iii−143.4 (10)
C3—C4—C5—C6−178.5 (4)O3—Cl1—O4—O4iii90.4 (12)
C4—C5—C6—C4ii−0.2 (6)O3iii—Cl1—O4—O4iii−112.3 (8)
N3—C1—N1—C2−0.9 (4)O1—Cl1—O4—O4iii−26.6 (12)
N3—C1—N1—Cu1170.7 (2)O1iii—Cl1—O4—O4iii140 (2)
N2—C2—N1—C10.7 (4)O1'iii—Cl1—O1'—O4'iii−137.2 (12)
N2—C2—N1—Cu1−170.5 (3)O3'—Cl1—O1'—O4'iii62.5 (11)
N1i—Cu1—N1—C1−41.6 (3)O3'iii—Cl1—O1'—O4'iii−16 (3)
N1i—Cu1—N1—C2127.8 (3)O4—Cl1—O1'—O4'iii107.6 (15)
N1—C2—N2—N3−0.2 (4)O4iii—Cl1—O1'—O4'iii0.2 (12)
N1—C1—N3—N20.9 (4)O2iii—Cl1—O1'—O4'iii−102.5 (11)
N1—C1—N3—C3−176.4 (3)O2—Cl1—O1'—O4'iii144 (3)
C2—N2—N3—C1−0.4 (4)O3—Cl1—O1'—O4'iii−103.8 (13)
C2—N2—N3—C3177.2 (3)O3iii—Cl1—O1'—O4'iii91.9 (15)
C4—C3—N3—C1108.9 (4)O1—Cl1—O1'—O4'iii0.9 (11)
C4—C3—N3—N2−68.1 (5)O1iii—Cl1—O1'—O4'iii165.5 (11)
O1'iii—Cl1—O1—O4iii−126.6 (18)O3'—Cl1—O1'—O1'iii−160.3 (8)
O1'—Cl1—O1—O4iii−179.1 (16)O3'iii—Cl1—O1'—O1'iii121 (3)
O3'—Cl1—O1—O4iii54.0 (14)O4—Cl1—O1'—O1'iii−115.2 (12)
O3'iii—Cl1—O1—O4iii−4.9 (18)O4iii—Cl1—O1'—O1'iii137.4 (10)
O4—Cl1—O1—O4iii40 (2)O2iii—Cl1—O1'—O1'iii34.7 (11)
O2iii—Cl1—O1—O4iii−115.3 (14)O2—Cl1—O1'—O1'iii−79 (2)
O2—Cl1—O1—O4iii162 (2)O3—Cl1—O1'—O1'iii33.3 (12)
O3—Cl1—O1—O4iii−81 (2)O3iii—Cl1—O1'—O1'iii−131.0 (16)
O3iii—Cl1—O1—O4iii134.8 (15)O1—Cl1—O1'—O1'iii138.1 (11)
O1iii—Cl1—O1—O4iii23.9 (14)O1iii—Cl1—O1'—O1'iii−57.3 (14)
O1'iii—Cl1—O2—O3iii−178 (3)O1'iii—Cl1—O2'—O3'iii−133.2 (9)
O1'—Cl1—O2—O3iii−90 (2)O1'—Cl1—O2'—O3'iii162.8 (11)
O3'—Cl1—O2—O3iii24 (2)O3'—Cl1—O2'—O3'iii29.7 (14)
O3'iii—Cl1—O2—O3iii63 (4)O4—Cl1—O2'—O3'iii−11.3 (13)
O4—Cl1—O2—O3iii66 (2)O4iii—Cl1—O2'—O3'iii46.5 (9)
O4iii—Cl1—O2—O3iii−31 (4)O2iii—Cl1—O2'—O3'iii−154.7 (13)
O2iii—Cl1—O2—O3iii−148 (3)O2—Cl1—O2'—O3'iii−176.2 (12)
O3—Cl1—O2—O3iii−166.7 (15)O3—Cl1—O2'—O3'iii−115.2 (16)
O1—Cl1—O2—O3iii−52 (2)O3iii—Cl1—O2'—O3'iii128.2 (15)
O1iii—Cl1—O2—O3iii107 (2)O1—Cl1—O2'—O3'iii91.5 (11)
O1'iii—Cl1—O2—O2iii−29.4 (9)O1iii—Cl1—O2'—O3'iii−55.1 (10)
O1'—Cl1—O2—O2iii57.9 (19)O1'iii—Cl1—O3'—O3'iii91 (3)
O3'—Cl1—O2—O2iii171.8 (8)O1'—Cl1—O3'—O3'iii−156.9 (10)
O3'iii—Cl1—O2—O2iii−149 (3)O4—Cl1—O3'—O3'iii68.6 (17)
O4—Cl1—O2—O2iii−146.1 (10)O4iii—Cl1—O3'—O3'iii−47.6 (11)
O4iii—Cl1—O2—O2iii117 (2)O2iii—Cl1—O3'—O3'iii−44 (4)
O3—Cl1—O2—O2iii−18.5 (14)O2—Cl1—O3'—O3'iii168.9 (10)
O3iii—Cl1—O2—O2iii148 (3)O3—Cl1—O3'—O3'iii3.2 (18)
O1—Cl1—O2—O2iii96.0 (11)O3iii—Cl1—O3'—O3'iii−177.8 (13)
O1iii—Cl1—O2—O2iii−105.2 (7)O1—Cl1—O3'—O3'iii−90.5 (12)
O1'iii—Cl1—O3—O2iii47.7 (18)O1iii—Cl1—O3'—O3'iii73.8 (12)
O1'—Cl1—O3—O2iii2(2)O1'iii—Cl1—O3'—O2'iii−55 (3)
O3'—Cl1—O3—O2iii−160.5 (17)O1'—Cl1—O3'—O2'iii57.1 (10)
O3'iii—Cl1—O3—O2iii−158 (2)O3'iii—Cl1—O3'—O2'iii−146.0 (15)
O4—Cl1—O3—O2iii161 (2)O4—Cl1—O3'—O2'iii−77.4 (16)
O4iii—Cl1—O3—O2iii−122.3 (19)O4iii—Cl1—O3'—O2'iii166.4 (16)
O2—Cl1—O3—O2iii34 (3)O2iii—Cl1—O3'—O2'iii170 (3)
O3iii—Cl1—O3—O2iii21.2 (19)O2—Cl1—O3'—O2'iii22.9 (12)
O1—Cl1—O3—O2iii−81 (2)O3—Cl1—O3'—O2'iii−142.8 (13)
O1iii—Cl1—O3—O2iii130.2 (19)O3iii—Cl1—O3'—O2'iii36.2 (10)
O1'iii—Cl1—O4—O1iii1.0 (19)O1—Cl1—O3'—O2'iii123.5 (11)
O1'—Cl1—O4—O1iii96.0 (17)O1iii—Cl1—O3'—O2'iii−72.2 (10)
O3'—Cl1—O4—O1iii172 (3)O1'—Cl1—O4'—O1'iii42.1 (14)
O3'iii—Cl1—O4—O1iii−104.7 (15)O3'—Cl1—O4'—O1'iii174.3 (11)
O4iii—Cl1—O4—O1iii−140 (2)O3'iii—Cl1—O4'—O1'iii−130.2 (9)
O2iii—Cl1—O4—O1iii−32 (4)O4—Cl1—O4'—O1'iii−179.8 (11)
O2—Cl1—O4—O1iii76.2 (15)O4iii—Cl1—O4'—O1'iii−130.3 (13)
O3—Cl1—O4—O1iii−50.0 (16)O2iii—Cl1—O4'—O1'iii−18.4 (14)
O3iii—Cl1—O4—O1iii107.3 (15)O2—Cl1—O4'—O1'iii63.5 (10)
O1—Cl1—O4—O1iii−166.9 (11)O3—Cl1—O4'—O1'iii−51.2 (10)
O1'iii—Cl1—O4—O4iii141.4 (8)O3iii—Cl1—O4'—O1'iii90.3 (13)
O1'—Cl1—O4—O4iii−123.6 (12)O1—Cl1—O4'—O1'iii−105 (4)
O3'—Cl1—O4—O4iii−47.3 (14)O1iii—Cl1—O4'—O1'iii−178 (2)
Symmetry codes: (i) −x+2, y, −z+3/2; (ii) −x+3/2, −y+1/2, −z+2; (iii) −x+1, y, −z+3/2.
Acknowledgements top

The authors are grateful to Hebei Normal University and the Scientific Research Fund of Hebei Provincial Education Department (project 2006114) for financial support.

references
References top

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Li, B.-Z., Peng, Y.-F., Liu, X.-G., Li, B.-L. & Zhang, Y. (2005). J. Mol. Struct. 741, 235–240.

Sheldrick, G. M. (2001). SHELXTL. Version 5.0. Bruker AXS Inc., Madison, Wisconsin, USA.

Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.