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Acta Cryst. (2007). E63, m2617    [ doi:10.1107/S1600536807046430 ]

Diaquatetrakis(2,3,5-triiodobenzoato-[kappa]2O:O')dicopper(II)(Cu-Cu) bis(methanol-[kappa]O)tetrakis(2,3,5-triiodobenzoato-[kappa]2O:O')dicopper(II)(Cu-Cu) methanol disolvate

P.-G. Chen, S. Gao and S. W. Ng

Abstract top

The title cocrystal, [Cu2(C7H2I3O2)4(H2O)2][Cu2(C7H2I3O2)4(CH4O)2]·2CH4O, contains two dinuclear complexes. In both centrosymmetric molecules, four triiodobenzoates bridge a pair of Cu atoms. The Cu atoms show square-pyramidal coordination; for one, the apical position is occupied by a water molecule, and for the other, this site is occupied by a methanol molecule.

Comment top

There are many examples of di(ligand)tetra(carboxylato)dicopper compounds in which the carboxylate group bridges two copper atoms that are separated by a distance less than the sum of the van der Waals radius of copper. The Cambridge Structural Database (Version 5.28, Nov. 2006) lists more than 500 entries.

Related literature top

There are many examples of such di(ligand)tetra(carboxylato)dicopper compounds in which the carboxylate group bridges two copper atoms that are separated by a distance less than the sum of the van der Waals radius of copper. The Cambridge Structural Database (Version 5.28, November 2006) lists more than 500 entries.

Experimental top

In a long 0.8 cm diameter tube was placed an aqueous (5 ml) solution of copper(II) acetate monohydrate (0.5 mmol). A methanol solution (5 ml) of 2,4,5-triiodobenzoic acid (1 mmol) was layered over this. After several days, blue prisms separated from solution. The C&H elemental percentages were C 16.43 and H 0.58% (versus calculated values of C 16.35 and H 0.82%).

Refinement top

The aromatic rings were refined as rigid hexagons of 1.39 Å sides. The anisotropic temperature factors of the free methanol molecule were restrained to be nearly isotropic. Carbon-bound H atoms were generated geometrically (C–H 0.93 – 0.96 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5Ueq(C). The water and methanolic H atoms were placed in chemically sensible positions on the basis of hydrogen bonding interactions but they were not refined; U(H) was set to 1.5Ueq(O). The final difference Fourier map had peaks/holes in the vicinity of the iodine atoms.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot of the water-coordinated complex. Displacement ellipsoids are drawn at the 50% probability level, and H atoms are drawn as spheres of arbitrary radii. Symmetry code i = 2 − x, 2 − y, 1 − z.
[Figure 2] Fig. 2. Thermal ellipsoid plot of the methanol-coordinated complex. Displacement lelipsoids are drawn at the 50% probability level, and H atoms are drawn as spheres of arbitrary radii. Symmetry code ii = 2 − x, 2 − y, 2 − z.
Diaquatetrakis(2,3,5-triiodobenzoato- κ2O:O')dicopper(II)(Cu–Cu) bis(methanol-κO)tetrakis(2,3,5-triiodobenzoato- κ2O:O')dicopper(II)(Cu–Cu) methanol disolvate top
Crystal data top
[Cu2(C7H2I3O2)4(H2O)2][Cu2(C7H2I3O2)4(CH4O)2]·2CH4OZ = 1
Mr = 4408.65F000 = 1960
Triclinic, P1Dx = 2.971 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 11.9321 (6) ÅCell parameters from 18920 reflections
b = 11.9345 (6) Åθ = 3.0–27.5º
c = 17.921 (1) ŵ = 8.43 mm−1
α = 96.799 (1)ºT = 295 (2) K
β = 103.136 (1)ºPrism, blue
γ = 91.532 (1)º0.24 × 0.19 × 0.14 mm
V = 2464.0 (2) Å3
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		11203 independent reflections
Radiation source: fine-focus sealed tube9161 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.050
T = 295(2) Kθmax = 27.5º
ω scansθmin = 3.0º
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −14→15
Tmin = 0.084, Tmax = 1.00k = −15→14
24361 measured reflectionsl = −23→23
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)] = 0.051H-atom parameters constrained
wR(F2) = 0.146  w = 1/[σ2(Fo2) + (0.078P)2 + 3.5241P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.001
11203 reflectionsΔρmax = 2.37 e Å−3
449 parametersΔρmin = −1.51 e Å−3
14 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Cu2(C7H2I3O2)4(H2O)2][Cu2(C7H2I3O2)4(CH4O)2]·2CH4Oγ = 91.532 (1)º
Mr = 4408.65V = 2464.0 (2) Å3
Triclinic, P1Z = 1
a = 11.9321 (6) ÅMo Kα
b = 11.9345 (6) ŵ = 8.43 mm−1
c = 17.921 (1) ÅT = 295 (2) K
α = 96.799 (1)º0.24 × 0.19 × 0.14 mm
β = 103.136 (1)º
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		11203 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		9161 reflections with I > 2σ(I)
Tmin = 0.084, Tmax = 1.00Rint = 0.050
24361 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.05114 restraints
wR(F2) = 0.146H-atom parameters constrained
S = 1.06Δρmax = 2.37 e Å−3
11203 reflectionsΔρmin = −1.51 e Å−3
449 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
I11.21746 (5)1.31313 (5)0.68454 (3)0.05455 (15)
I21.16902 (5)1.60545 (5)0.74506 (4)0.05628 (16)
I30.72402 (5)1.56610 (5)0.50800 (4)0.05953 (17)
I40.41538 (4)0.71789 (4)0.45628 (3)0.04599 (14)
I50.66311 (5)1.18239 (5)0.33814 (3)0.05117 (15)
I60.35562 (5)1.14333 (5)0.31042 (4)0.05908 (17)
I71.38248 (5)0.89448 (5)1.14510 (4)0.06038 (17)
I81.55290 (4)0.64621 (5)1.12823 (4)0.06330 (18)
I91.13581 (5)0.38570 (4)0.93389 (4)0.05658 (16)
I100.88626 (5)0.63810 (5)0.81397 (4)0.06055 (17)
I110.61385 (5)0.49247 (5)0.71699 (4)0.05900 (16)
I120.37236 (4)0.80116 (5)0.90462 (3)0.05159 (15)
Cu10.98855 (7)0.97560 (7)0.56782 (5)0.03541 (19)
Cu21.02862 (6)1.00342 (6)0.93345 (4)0.02765 (16)
O10.9864 (5)1.1416 (4)0.5920 (3)0.0445 (12)
O21.0072 (5)1.1823 (4)0.4774 (3)0.0487 (13)
O30.8236 (4)0.9712 (5)0.5188 (3)0.0488 (13)
O40.8441 (4)1.0097 (5)0.4027 (3)0.0443 (12)
O51.1244 (4)0.8783 (4)0.9646 (3)0.0408 (11)
O61.0761 (4)0.8700 (4)1.0779 (3)0.0440 (12)
O70.8965 (4)0.8963 (4)0.8912 (3)0.0427 (11)
O80.8489 (4)0.8904 (4)1.0042 (3)0.0380 (11)
O91.0766 (6)1.0293 (7)0.8275 (4)0.077 (2)
H9o1.03511.08320.80960.115*
O100.9491 (14)1.1794 (14)0.7471 (9)0.181 (6)
H10o1.00101.21370.72700.272*
O1w0.9549 (6)0.9362 (10)0.6753 (4)0.097 (3)
H1w11.01400.90770.70080.145*
H1w20.94260.99750.70150.145*
C10.9970 (6)1.2078 (6)0.5447 (4)0.0386 (15)
C20.9899 (4)1.3311 (3)0.5709 (3)0.0394 (15)
C31.0703 (3)1.3925 (4)0.6314 (3)0.0384 (15)
C41.0540 (4)1.5050 (4)0.6545 (2)0.0447 (17)
C50.9575 (4)1.5562 (3)0.6172 (3)0.0449 (17)
H50.94661.63150.63270.054*
C60.8771 (3)1.4948 (4)0.5568 (3)0.0416 (16)
C70.8933 (3)1.3823 (4)0.5336 (2)0.0426 (16)
H70.83961.34120.49320.051*
C80.7861 (6)0.9872 (6)0.4502 (4)0.0392 (15)
C90.6566 (2)0.9741 (3)0.4221 (3)0.0340 (14)
C100.5875 (3)1.0486 (3)0.3809 (3)0.0350 (14)
C110.4683 (3)1.0310 (3)0.3632 (3)0.0346 (14)
C120.4181 (2)0.9388 (4)0.3866 (3)0.0408 (16)
H120.33830.92700.37480.049*
C130.4872 (3)0.8643 (3)0.4278 (3)0.0374 (14)
C140.6064 (3)0.8819 (3)0.4455 (3)0.0355 (14)
H140.65260.83210.47300.043*
C151.1284 (6)0.8369 (5)1.0268 (4)0.0339 (14)
C161.1994 (3)0.7351 (3)1.0369 (3)0.0368 (14)
C171.3128 (3)0.7405 (3)1.0795 (3)0.0354 (14)
C181.3761 (3)0.6444 (3)1.0802 (3)0.0394 (15)
C191.3261 (3)0.5429 (3)1.0382 (3)0.0397 (15)
H191.36850.47861.03860.048*
C201.2127 (3)0.5375 (3)0.9956 (3)0.0385 (15)
C211.1493 (3)0.6335 (3)0.9950 (3)0.0365 (15)
H211.07350.62990.96650.044*
C220.8351 (6)0.8618 (5)0.9338 (4)0.0337 (14)
C230.7314 (3)0.7821 (3)0.8958 (2)0.0351 (14)
C240.7315 (3)0.6902 (3)0.8404 (3)0.0358 (14)
C250.6289 (4)0.6292 (3)0.8038 (2)0.0357 (14)
C260.5263 (3)0.6601 (3)0.8228 (3)0.0402 (16)
H260.45770.61920.79830.048*
C270.5263 (3)0.7520 (4)0.8782 (3)0.0364 (14)
C280.6289 (3)0.8130 (3)0.9147 (2)0.0379 (15)
H280.62880.87450.95180.045*
C291.1933 (8)1.0578 (10)0.8206 (7)0.083 (4)
H29A1.19221.06620.76790.125*
H29B1.24250.99850.83660.125*
H29C1.22191.12740.85290.125*
C300.8630 (11)1.2632 (11)0.7502 (8)0.087 (3)
H30A0.80621.23590.77500.131*
H30B0.82641.27620.69870.131*
H30C0.89971.33260.77900.131*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
I10.0427 (3)0.0641 (3)0.0515 (3)0.0108 (2)−0.0035 (2)0.0118 (2)
I20.0454 (3)0.0580 (3)0.0587 (3)−0.0114 (3)0.0063 (2)−0.0049 (2)
I30.0456 (3)0.0604 (3)0.0766 (4)0.0172 (3)0.0102 (3)0.0293 (3)
I40.0468 (3)0.0389 (2)0.0528 (3)−0.0049 (2)0.0148 (2)0.0034 (2)
I50.0510 (3)0.0535 (3)0.0531 (3)0.0009 (2)0.0138 (2)0.0205 (2)
I60.0471 (3)0.0586 (3)0.0710 (4)0.0181 (3)0.0022 (3)0.0256 (3)
I70.0575 (3)0.0460 (3)0.0636 (4)0.0062 (3)−0.0065 (3)−0.0103 (2)
I80.0321 (2)0.0648 (3)0.0835 (4)0.0146 (2)−0.0063 (3)0.0067 (3)
I90.0474 (3)0.0323 (2)0.0854 (4)0.0019 (2)0.0109 (3)−0.0023 (2)
I100.0411 (3)0.0685 (3)0.0666 (4)0.0092 (3)0.0138 (2)−0.0174 (3)
I110.0632 (3)0.0478 (3)0.0585 (3)−0.0039 (3)0.0112 (3)−0.0166 (2)
I120.0370 (2)0.0694 (3)0.0492 (3)0.0042 (2)0.0141 (2)0.0025 (2)
Cu10.0273 (4)0.0489 (5)0.0301 (4)0.0029 (3)0.0070 (3)0.0044 (3)
Cu20.0285 (3)0.0262 (3)0.0290 (4)0.0054 (3)0.0078 (3)0.0037 (3)
O10.047 (3)0.045 (3)0.042 (3)0.007 (2)0.012 (2)0.005 (2)
O20.059 (3)0.047 (3)0.042 (3)0.002 (3)0.016 (2)0.003 (2)
O30.028 (2)0.077 (4)0.041 (3)0.004 (2)0.004 (2)0.018 (3)
O40.033 (2)0.061 (3)0.041 (3)0.007 (2)0.010 (2)0.013 (2)
O50.041 (3)0.037 (2)0.047 (3)0.016 (2)0.012 (2)0.007 (2)
O60.044 (3)0.043 (3)0.049 (3)0.020 (2)0.014 (2)0.013 (2)
O70.036 (2)0.047 (3)0.042 (3)−0.007 (2)0.008 (2)−0.002 (2)
O80.040 (2)0.038 (2)0.035 (3)−0.005 (2)0.009 (2)0.0035 (19)
O90.091 (5)0.101 (5)0.049 (4)−0.007 (4)0.040 (4)0.010 (4)
O100.214 (10)0.183 (9)0.150 (9)0.073 (8)0.039 (7)0.030 (7)
O1w0.062 (4)0.191 (10)0.040 (4)0.009 (5)0.013 (3)0.025 (5)
C10.032 (3)0.047 (4)0.034 (4)0.007 (3)0.003 (3)0.006 (3)
C20.032 (3)0.047 (4)0.038 (4)0.003 (3)0.006 (3)0.007 (3)
C30.028 (3)0.051 (4)0.039 (4)0.006 (3)0.009 (3)0.010 (3)
C40.038 (4)0.044 (4)0.052 (4)−0.003 (3)0.009 (3)0.006 (3)
C50.047 (4)0.041 (4)0.047 (4)0.004 (3)0.013 (3)0.004 (3)
C60.032 (3)0.047 (4)0.049 (4)0.010 (3)0.010 (3)0.017 (3)
C70.037 (3)0.047 (4)0.042 (4)0.004 (3)0.005 (3)0.005 (3)
C80.026 (3)0.042 (3)0.044 (4)−0.001 (3)0.005 (3)−0.005 (3)
C90.025 (3)0.036 (3)0.040 (4)0.005 (3)0.008 (3)−0.001 (3)
C100.042 (3)0.032 (3)0.031 (3)0.000 (3)0.010 (3)0.002 (2)
C110.030 (3)0.039 (3)0.035 (3)0.011 (3)0.004 (3)0.011 (3)
C120.027 (3)0.044 (4)0.046 (4)0.004 (3)−0.001 (3)0.002 (3)
C130.036 (3)0.037 (3)0.037 (4)0.003 (3)0.006 (3)0.000 (3)
C140.029 (3)0.037 (3)0.036 (3)0.000 (3)0.001 (3)0.003 (3)
C150.035 (3)0.025 (3)0.040 (4)0.009 (3)0.004 (3)0.003 (2)
C160.037 (3)0.033 (3)0.044 (4)0.015 (3)0.013 (3)0.008 (3)
C170.036 (3)0.034 (3)0.036 (3)0.008 (3)0.005 (3)0.006 (3)
C180.031 (3)0.046 (4)0.040 (4)0.018 (3)0.001 (3)0.009 (3)
C190.038 (3)0.032 (3)0.049 (4)0.014 (3)0.005 (3)0.012 (3)
C200.036 (3)0.029 (3)0.051 (4)0.008 (3)0.008 (3)0.008 (3)
C210.030 (3)0.028 (3)0.050 (4)0.004 (3)0.005 (3)0.008 (3)
C220.035 (3)0.028 (3)0.038 (4)0.001 (3)0.006 (3)0.009 (3)
C230.033 (3)0.032 (3)0.040 (4)0.005 (3)0.007 (3)0.007 (3)
C240.036 (3)0.030 (3)0.039 (4)0.006 (3)0.006 (3)0.001 (3)
C250.043 (3)0.029 (3)0.035 (3)0.007 (3)0.008 (3)0.004 (3)
C260.039 (3)0.035 (3)0.041 (4)−0.003 (3)0.002 (3)0.001 (3)
C270.032 (3)0.041 (3)0.038 (4)0.000 (3)0.009 (3)0.012 (3)
C280.034 (3)0.040 (3)0.039 (4)0.004 (3)0.008 (3)0.003 (3)
C290.095 (8)0.093 (8)0.095 (9)0.039 (6)0.067 (7)0.053 (7)
C300.086 (6)0.098 (7)0.084 (7)0.017 (6)0.026 (5)0.023 (6)
Geometric parameters (Å, °) top
I1—C32.105 (3)C1—C21.501 (8)
I2—C42.095 (3)C2—C31.3900
I3—C62.088 (3)C2—C71.3900
I4—C132.092 (3)C3—C41.3900
I5—C102.116 (3)C4—C51.3900
I6—C112.078 (3)C5—C61.3900
I7—C172.100 (3)C5—H50.9300
I8—C182.088 (3)C6—C71.3900
I9—C202.079 (3)C7—H70.9300
I10—C242.100 (3)C8—C91.511 (7)
I11—C252.091 (3)C9—C101.3900
I12—C272.081 (3)C9—C141.3900
Cu1—O4i1.944 (5)C10—C111.3900
Cu1—O31.961 (5)C11—C121.3900
Cu1—O2i1.968 (5)C12—C131.3900
Cu1—O11.979 (5)C12—H120.9300
Cu1—O1w2.156 (7)C13—C141.3900
Cu1—Cu1i2.6365 (17)C14—H140.9300
Cu2—O8ii1.952 (4)C15—C161.505 (7)
Cu2—O71.953 (5)C16—C171.3900
Cu2—O51.961 (5)C16—C211.3900
Cu2—O6ii1.986 (5)C17—C181.3900
Cu2—O92.156 (6)C18—C191.3900
Cu2—Cu2ii2.6355 (15)C19—C201.3900
O1—C11.249 (9)C19—H190.9300
O2—C11.244 (9)C20—C211.3900
O2—Cu1i1.968 (5)C21—H210.9300
O3—C81.248 (9)C22—C231.516 (7)
O4—C81.259 (9)C23—C241.3900
O4—Cu1i1.944 (5)C23—C281.3900
O5—C151.263 (9)C24—C251.3900
O6—C151.254 (9)C25—C261.3900
O6—Cu2ii1.986 (5)C26—C271.3900
O7—C221.265 (8)C26—H260.9300
O8—C221.240 (8)C27—C281.3900
O8—Cu2ii1.952 (4)C28—H280.9300
O9—C291.460 (8)C29—H29A0.9600
O9—H9o0.87C29—H29B0.9600
O10—C301.457 (9)C29—H29C0.9600
O10—H10o0.90C30—H30A0.9600
O1w—H1w10.85C30—H30B0.9600
O1w—H1w20.86C30—H30C0.9600
O4i—Cu1—O3168.5 (2)C14—C9—C8114.2 (4)
O4i—Cu1—O2i90.9 (2)C9—C10—C11120.0
O3—Cu1—O2i89.1 (3)C9—C10—I5120.3 (2)
O4i—Cu1—O188.6 (2)C11—C10—I5119.6 (2)
O3—Cu1—O189.0 (2)C12—C11—C10120.0
O2i—Cu1—O1168.2 (2)C12—C11—I6116.2 (2)
O4i—Cu1—O1w99.3 (3)C10—C11—I6123.6 (2)
O3—Cu1—O1w92.2 (3)C13—C12—C11120.0
O2i—Cu1—O1w95.8 (3)C13—C12—H12120.0
O1—Cu1—O1w95.9 (3)C11—C12—H12120.0
O4i—Cu1—Cu1i85.34 (16)C12—C13—C14120.0
O3—Cu1—Cu1i83.20 (16)C12—C13—I4121.0 (2)
O2i—Cu1—Cu1i84.59 (17)C14—C13—I4118.9 (2)
O1—Cu1—Cu1i83.64 (16)C13—C14—C9120.0
O1w—Cu1—Cu1i175.3 (2)C13—C14—H14120.0
O8ii—Cu2—O7168.1 (2)C9—C14—H14120.0
O8ii—Cu2—O589.1 (2)O6—C15—O5126.3 (6)
O7—Cu2—O589.9 (2)O6—C15—C16118.4 (6)
O8ii—Cu2—O6ii89.1 (2)O5—C15—C16115.2 (6)
O7—Cu2—O6ii89.6 (2)C17—C16—C21120.0
O5—Cu2—O6ii168.7 (2)C17—C16—C15123.5 (3)
O8ii—Cu2—O992.7 (2)C21—C16—C15116.2 (3)
O7—Cu2—O999.1 (3)C16—C17—C18120.0
O5—Cu2—O9100.8 (3)C16—C17—I7118.5 (2)
O6ii—Cu2—O990.5 (3)C18—C17—I7121.5 (2)
O8ii—Cu2—Cu2ii83.02 (15)C19—C18—C17120.0
O7—Cu2—Cu2ii85.12 (16)C19—C18—I8115.8 (2)
O5—Cu2—Cu2ii83.98 (16)C17—C18—I8123.6 (2)
O6ii—Cu2—Cu2ii84.68 (17)C18—C19—C20120.0
O9—Cu2—Cu2ii173.6 (2)C18—C19—H19120.0
C1—O1—Cu1122.6 (5)C20—C19—H19120.0
C1—O2—Cu1i122.1 (5)C19—C20—C21120.0
C8—O3—Cu1123.0 (5)C19—C20—I9120.5 (2)
C8—O4—Cu1i121.1 (4)C21—C20—I9119.5 (2)
C15—O5—Cu2123.4 (5)C20—C21—C16120.0
C15—O6—Cu2ii121.6 (4)C20—C21—H21120.0
C22—O7—Cu2121.4 (4)C16—C21—H21120.0
C22—O8—Cu2ii124.5 (4)O8—C22—O7126.0 (6)
C29—O9—Cu2125.2 (6)O8—C22—C23116.0 (6)
C29—O9—H9o105.5O7—C22—C23118.0 (6)
Cu2—O9—H9o105.7C24—C23—C28120.0
C30—O10—H10o103.6C24—C23—C22124.8 (4)
Cu1—O1w—H1w1109.0C28—C23—C22114.9 (4)
Cu1—O1w—H1w2108.7C25—C24—C23120.0
H1w1—O1w—H1w2108.7C25—C24—I10119.3 (2)
O2—C1—O1127.1 (7)C23—C24—I10120.7 (2)
O2—C1—C2116.7 (6)C26—C25—C24120.0
O1—C1—C2116.1 (6)C26—C25—I11115.4 (2)
C3—C2—C7120.0C24—C25—I11124.6 (2)
C3—C2—C1123.7 (4)C25—C26—C27120.0
C7—C2—C1116.2 (4)C25—C26—H26120.0
C4—C3—C2120.0C27—C26—H26120.0
C4—C3—I1121.1 (2)C26—C27—C28120.0
C2—C3—I1118.8 (2)C26—C27—I12120.2 (2)
C3—C4—C5120.0C28—C27—I12119.8 (2)
C3—C4—I2123.3 (2)C27—C28—C23120.0
C5—C4—I2116.7 (2)C27—C28—H28120.0
C6—C5—C4120.0C23—C28—H28120.0
C6—C5—H5120.0O9—C29—H29A109.5
C4—C5—H5120.0O9—C29—H29B109.5
C7—C6—C5120.0H29A—C29—H29B109.5
C7—C6—I3119.6 (2)O9—C29—H29C109.5
C5—C6—I3120.1 (2)H29A—C29—H29C109.5
C6—C7—C2120.0H29B—C29—H29C109.5
C6—C7—H7120.0O10—C30—H30A109.5
C2—C7—H7120.0O10—C30—H30B109.5
O3—C8—O4127.3 (6)H30A—C30—H30B109.5
O3—C8—C9114.9 (6)O10—C30—H30C109.5
O4—C8—C9117.8 (6)H30A—C30—H30C109.5
C10—C9—C14120.0H30B—C30—H30C109.5
C10—C9—C8125.7 (4)
O4i—Cu1—O1—C184.2 (6)C9—C10—C11—C120.0
O3—Cu1—O1—C1−84.5 (6)I5—C10—C11—C12175.7 (3)
O2i—Cu1—O1—C1−3.5 (14)C9—C10—C11—I6174.6 (4)
O1w—Cu1—O1—C1−176.6 (6)I5—C10—C11—I6−9.7 (3)
Cu1i—Cu1—O1—C1−1.2 (5)C10—C11—C12—C130.0
O4i—Cu1—O3—C87.2 (17)I6—C11—C12—C13−175.0 (3)
O2i—Cu1—O3—C8−83.1 (6)C11—C12—C13—C140.0
O1—Cu1—O3—C885.2 (6)C11—C12—C13—I4−175.1 (3)
O1w—Cu1—O3—C8−178.9 (7)C12—C13—C14—C90.0
Cu1i—Cu1—O3—C81.5 (6)I4—C13—C14—C9175.2 (3)
O8ii—Cu2—O5—C1584.4 (5)C10—C9—C14—C130.0
O7—Cu2—O5—C15−83.8 (5)C8—C9—C14—C13175.9 (5)
O6ii—Cu2—O5—C153.2 (14)Cu2ii—O6—C15—O51.5 (9)
O9—Cu2—O5—C15176.9 (5)Cu2ii—O6—C15—C16−175.6 (4)
Cu2ii—Cu2—O5—C151.3 (5)Cu2—O5—C15—O6−2.1 (9)
O8ii—Cu2—O7—C22−1.6 (14)Cu2—O5—C15—C16175.1 (3)
O5—Cu2—O7—C2283.5 (5)O6—C15—C16—C17−85.1 (6)
O6ii—Cu2—O7—C22−85.2 (5)O5—C15—C16—C1797.5 (6)
O9—Cu2—O7—C22−175.7 (6)O6—C15—C16—C21100.8 (6)
Cu2ii—Cu2—O7—C22−0.5 (5)O5—C15—C16—C21−76.6 (6)
O8ii—Cu2—O9—C2930.5 (9)C21—C16—C17—C180.0
O7—Cu2—O9—C29−150.7 (8)C15—C16—C17—C18−173.9 (5)
O5—Cu2—O9—C29−59.1 (9)C21—C16—C17—I7−177.8 (3)
O6ii—Cu2—O9—C29119.7 (9)C15—C16—C17—I78.3 (5)
Cu1i—O2—C1—O1−1.2 (11)C16—C17—C18—C190.0
Cu1i—O2—C1—C2−177.5 (4)I7—C17—C18—C19177.8 (4)
Cu1—O1—C1—O21.9 (10)C16—C17—C18—I8170.8 (4)
Cu1—O1—C1—C2178.2 (4)I7—C17—C18—I8−11.4 (4)
O2—C1—C2—C3−117.9 (6)C17—C18—C19—C200.0
O1—C1—C2—C365.4 (7)I8—C18—C19—C20−171.5 (3)
O2—C1—C2—C765.3 (7)C18—C19—C20—C210.0
O1—C1—C2—C7−111.4 (6)C18—C19—C20—I9−179.1 (4)
C7—C2—C3—C40.0C19—C20—C21—C160.0
C1—C2—C3—C4−176.7 (6)I9—C20—C21—C16179.1 (4)
C7—C2—C3—I1−178.4 (4)C17—C16—C21—C200.0
C1—C2—C3—I14.9 (5)C15—C16—C21—C20174.3 (5)
C2—C3—C4—C50.0Cu2ii—O8—C22—O7−0.4 (10)
I1—C3—C4—C5178.4 (4)Cu2ii—O8—C22—C23−177.5 (4)
C2—C3—C4—I2179.8 (4)Cu2—O7—C22—O80.7 (10)
I1—C3—C4—I2−1.8 (4)Cu2—O7—C22—C23177.7 (4)
C3—C4—C5—C60.0O8—C22—C23—C24−138.5 (5)
I2—C4—C5—C6−179.8 (4)O7—C22—C23—C2444.2 (7)
C4—C5—C6—C70.0O8—C22—C23—C2847.5 (6)
C4—C5—C6—I3173.8 (4)O7—C22—C23—C28−129.8 (5)
C5—C6—C7—C20.0C28—C23—C24—C250.0
I3—C6—C7—C2−173.8 (4)C22—C23—C24—C25−173.7 (5)
C3—C2—C7—C60.0C28—C23—C24—I10−177.6 (3)
C1—C2—C7—C6176.9 (5)C22—C23—C24—I108.7 (5)
Cu1—O3—C8—O4−1.1 (11)C23—C24—C25—C260.0
Cu1—O3—C8—C9176.9 (4)I10—C24—C25—C26177.6 (3)
Cu1i—O4—C8—O3−0.4 (11)C23—C24—C25—I11178.0 (3)
Cu1i—O4—C8—C9−178.4 (4)I10—C24—C25—I11−4.4 (3)
O3—C8—C9—C10133.2 (6)C24—C25—C26—C270.0
O4—C8—C9—C10−48.6 (8)I11—C25—C26—C27−178.1 (3)
O3—C8—C9—C14−42.4 (7)C25—C26—C27—C280.0
O4—C8—C9—C14135.8 (6)C25—C26—C27—I12178.4 (3)
C14—C9—C10—C110.0C26—C27—C28—C230.0
C8—C9—C10—C11−175.4 (5)I12—C27—C28—C23−178.4 (3)
C14—C9—C10—I5−175.6 (3)C24—C23—C28—C270.0
C8—C9—C10—I59.0 (5)C22—C23—C28—C27174.3 (5)
Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) −x+2, −y+2, −z+2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H1w2···O90.862.432.86 (1)112
O1w—H1w2···O100.862.223.04 (2)161
O9—H9o···O100.871.862.71 (2)165
O10—H10o···I10.903.103.98 (2)168
Acknowledgements top

The authors thank the Heilongjiang Province Natural Science Foundation (grant No. B200501), the Scientific Fund for Remarkable Teachers of Heilongjiang Province (grant No. 1054 G036) and the University of Malaya for supporting this study.

references
References top

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Higashi, T. (1995). ABSCOR. Program for Absorption Correction, Tokyo, Japan.

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Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.

Westrip, S. P. (2007). publCIF. In preparation.