metal-organic compounds
The CuI atom in the centrosymmetric title compound, [Cu2I2(C6H5N)4], shows tetrahedral coordination; the I atom functions as a μ2 bridge.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804015752/bt6482sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804015752/bt6482Isup2.hkl |
CCDC reference: 248711
Computing details top
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cu2I2(C6H5N)4] | Z = 1 |
Mr = 797.33 | F(000) = 380 |
Triclinic, P1 | Dx = 2.010 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.0880 (6) Å | Cell parameters from 2924 reflections |
b = 8.9192 (6) Å | θ = 2.4–28.3° |
c = 9.7063 (7) Å | µ = 3.99 mm−1 |
α = 92.372 (1)° | T = 293 K |
β = 95.354 (1)° | Block, orange |
γ = 108.663 (1)° | 0.28 × 0.25 × 0.20 mm |
V = 658.60 (8) Å3 |
Data collection top
Bruker APEX area-detector diffractometer | 2565 independent reflections |
Radiation source: fine-focus sealed tube | 2382 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
φ and ω scans | θmax = 26.3°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −9→10 |
Tmin = 0.325, Tmax = 0.450 | k = −11→11 |
4801 measured reflections | l = −11→12 |
Refinement top
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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.060 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0357P)2 + 0.0903P] where P = (Fo2 + 2Fc2)/3 |
2565 reflections | (Δ/σ)max = 0.001 |
163 parameters | Δρmax = 0.42 e Å−3 |
0 restraints | Δρmin = −0.50 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
I1 | 0.74507 (2) | 0.44771 (2) | 0.59156 (2) | 0.03968 (8) | |
Cu1 | 0.57912 (5) | 0.55146 (4) | 0.38846 (4) | 0.0398 (1) | |
N1 | 0.5757 (3) | 0.4170 (3) | 0.2082 (2) | 0.0354 (5) | |
N2 | 1.0137 (5) | 0.2788 (6) | −0.0137 (4) | 0.090 (1) | |
N3 | 0.7356 (3) | 0.7834 (3) | 0.3670 (2) | 0.0338 (5) | |
N4 | 1.3261 (4) | 1.0176 (4) | 0.2681 (4) | 0.0617 (8) | |
C1 | 0.7219 (4) | 0.3954 (4) | 0.1711 (3) | 0.0408 (7) | |
C2 | 0.7241 (4) | 0.3091 (4) | 0.0500 (3) | 0.0445 (7) | |
C3 | 0.5692 (4) | 0.2394 (4) | −0.0369 (3) | 0.0506 (8) | |
C4 | 0.4196 (4) | 0.2623 (4) | 0.0011 (3) | 0.0513 (8) | |
C5 | 0.4286 (4) | 0.3521 (4) | 0.1228 (3) | 0.0409 (7) | |
C6 | 0.8871 (5) | 0.2927 (5) | 0.0152 (4) | 0.060 (1) | |
C7 | 0.9021 (4) | 0.8169 (3) | 0.3399 (3) | 0.0370 (6) | |
C8 | 1.0054 (4) | 0.9677 (3) | 0.3155 (3) | 0.0371 (6) | |
C9 | 0.9369 (4) | 1.0907 (4) | 0.3228 (3) | 0.0443 (7) | |
C10 | 0.7662 (4) | 1.0579 (4) | 0.3510 (4) | 0.0465 (8) | |
C11 | 0.6704 (4) | 0.9032 (3) | 0.3721 (3) | 0.0385 (7) | |
C12 | 1.1846 (4) | 0.9944 (4) | 0.2885 (3) | 0.0437 (7) | |
H1 | 0.8263 | 0.4402 | 0.2290 | 0.049* | |
H3 | 0.5671 | 0.1793 | −0.1181 | 0.061* | |
H4 | 0.3132 | 0.2178 | −0.0543 | 0.062* | |
H5 | 0.3263 | 0.3682 | 0.1463 | 0.049* | |
H7 | 0.9504 | 0.7353 | 0.3375 | 0.044* | |
H9 | 1.0050 | 1.1937 | 0.3089 | 0.053* | |
H10 | 0.7159 | 1.1381 | 0.3558 | 0.056* | |
H11 | 0.5547 | 0.8816 | 0.3909 | 0.046* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.0330 (1) | 0.0420 (1) | 0.0461 (1) | 0.01448 (8) | 0.00651 (8) | 0.00365 (9) |
Cu1 | 0.0386 (2) | 0.0376 (2) | 0.0424 (2) | 0.0104 (2) | 0.0095 (2) | 0.0001 (2) |
N1 | 0.036 (1) | 0.037 (1) | 0.034 (1) | 0.012 (1) | 0.008 (1) | 0.001 (1) |
N2 | 0.050 (2) | 0.147 (4) | 0.078 (3) | 0.046 (2) | 0.000 (2) | −0.034 (3) |
N3 | 0.034 (1) | 0.032 (1) | 0.033 (1) | 0.008 (1) | 0.005 (1) | 0.000 (1) |
N4 | 0.048 (2) | 0.060 (2) | 0.078 (2) | 0.016 (1) | 0.018 (2) | 0.011 (2) |
C1 | 0.036 (2) | 0.048 (2) | 0.037 (2) | 0.014 (1) | 0.001 (1) | −0.004 (1) |
C2 | 0.041 (2) | 0.061 (2) | 0.037 (2) | 0.023 (2) | 0.006 (1) | −0.001 (2) |
C3 | 0.049 (2) | 0.070 (2) | 0.035 (2) | 0.025 (2) | 0.002 (1) | −0.010 (2) |
C4 | 0.041 (2) | 0.070 (2) | 0.040 (2) | 0.018 (2) | −0.002 (1) | −0.009 (2) |
C5 | 0.035 (2) | 0.050 (2) | 0.040 (2) | 0.016 (1) | 0.006 (1) | 0.000 (1) |
C6 | 0.046 (2) | 0.088 (3) | 0.047 (2) | 0.031 (2) | −0.002 (2) | −0.021 (2) |
C7 | 0.038 (2) | 0.034 (2) | 0.039 (2) | 0.012 (1) | 0.006 (1) | −0.001 (1) |
C8 | 0.036 (2) | 0.041 (2) | 0.030 (2) | 0.006 (1) | 0.005 (1) | 0.001 (1) |
C9 | 0.047 (2) | 0.031 (2) | 0.050 (2) | 0.007 (1) | 0.005 (1) | 0.005 (1) |
C10 | 0.047 (2) | 0.036 (2) | 0.059 (2) | 0.019 (1) | 0.004 (2) | 0.002 (1) |
C11 | 0.037 (2) | 0.038 (2) | 0.041 (2) | 0.013 (1) | 0.002 (1) | 0.000 (1) |
C12 | 0.043 (2) | 0.039 (2) | 0.047 (2) | 0.009 (1) | 0.010 (1) | 0.005 (1) |
Geometric parameters (Å, º) top
I1—Cu1 | 2.6450 (5) | C3—C4 | 1.370 (5) |
I1—Cu1i | 2.6496 (5) | C4—C5 | 1.382 (5) |
Cu1—N1 | 2.073 (2) | C7—C8 | 1.382 (4) |
Cu1—N3 | 2.082 (2) | C8—C9 | 1.380 (4) |
Cu1—I1i | 2.6496 (5) | C8—C12 | 1.443 (4) |
Cu1—Cu1i | 2.6643 (8) | C9—C10 | 1.374 (5) |
N1—C1 | 1.336 (4) | C10—C11 | 1.384 (4) |
N1—C5 | 1.332 (4) | C1—H1 | 0.93 |
N2—C6 | 1.128 (5) | C3—H3 | 0.93 |
N3—C11 | 1.336 (4) | C4—H4 | 0.93 |
N3—C7 | 1.337 (4) | C5—H5 | 0.93 |
N4—C12 | 1.134 (4) | C7—H7 | 0.93 |
C1—C2 | 1.383 (4) | C9—H9 | 0.93 |
C2—C3 | 1.389 (5) | C10—H10 | 0.93 |
C2—C6 | 1.441 (5) | C11—H11 | 0.93 |
Cu1—I1—Cu1i | 60.43 (2) | N3—C7—C8 | 122.7 (3) |
N1—Cu1—N3 | 107.55 (9) | C7—C8—C9 | 119.3 (3) |
N1—Cu1—I1 | 107.12 (7) | C7—C8—C12 | 119.3 (3) |
N1—Cu1—I1i | 108.03 (7) | C9—C8—C12 | 121.4 (3) |
N3—Cu1—I1 | 106.07 (7) | C10—C9—C8 | 118.6 (3) |
N3—Cu1—I1i | 107.96 (7) | C9—C10—C11 | 118.7 (3) |
I1—Cu1—I1i | 119.57 (2) | N3—C11—C10 | 123.4 (3) |
N1—Cu1—Cu1i | 126.87 (7) | N4—C12—C8 | 179.0 (4) |
N3—Cu1—Cu1i | 125.56 (7) | N1—C1—H1 | 118.7 |
I1—Cu1—Cu1i | 59.87 (2) | C2—C1—H1 | 118.7 |
I1i—Cu1—Cu1i | 59.70 (2) | C4—C3—H3 | 121.2 |
C1—N1—C5 | 117.3 (2) | C2—C3—H3 | 121.2 |
C1—N1—Cu1 | 121.3 (2) | C3—C4—H4 | 120.4 |
C5—N1—Cu1 | 121.3 (2) | C5—C4—H4 | 120.4 |
C11—N3—C7 | 117.4 (2) | N1—C5—H5 | 118.2 |
C11—N3—Cu1 | 121.1 (2) | C4—C5—H5 | 118.2 |
C7—N3—Cu1 | 121.3 (2) | N3—C7—H7 | 118.7 |
N1—C1—C2 | 122.6 (3) | C8—C7—H7 | 118.7 |
C1—C2—C3 | 119.6 (3) | C10—C9—H9 | 120.7 |
C1—C2—C6 | 119.7 (3) | C8—C9—H9 | 120.7 |
C3—C2—C6 | 120.7 (3) | C9—C10—H10 | 120.7 |
C4—C3—C2 | 117.7 (3) | C11—C10—H10 | 120.7 |
C3—C4—C5 | 119.3 (3) | N3—C11—H11 | 118.3 |
N1—C5—C4 | 123.6 (3) | C10—C11—H11 | 118.3 |
N2—C6—C2 | 179.1 (4) | ||
Cu1i—I1—Cu1—N1 | −123.17 (7) | Cu1—N1—C1—C2 | −178.6 (2) |
Cu1i—I1—Cu1—N3 | 122.18 (7) | N1—C1—C2—C3 | −0.9 (5) |
Cu1i—I1—Cu1—I1i | 0.0 | N1—C1—C2—C6 | 179.0 (3) |
N3—Cu1—N1—C1 | 63.8 (2) | C1—C2—C3—C4 | 1.1 (5) |
I1—Cu1—N1—C1 | −49.8 (2) | C6—C2—C3—C4 | −178.8 (4) |
I1i—Cu1—N1—C1 | −179.9 (2) | C2—C3—C4—C5 | −0.1 (5) |
Cu1i—Cu1—N1—C1 | −114.7 (2) | C1—N1—C5—C4 | 1.4 (5) |
N3—Cu1—N1—C5 | −114.4 (2) | Cu1—N1—C5—C4 | 179.7 (3) |
I1—Cu1—N1—C5 | 132.0 (2) | C3—C4—C5—N1 | −1.2 (5) |
I1i—Cu1—N1—C5 | 1.9 (2) | C11—N3—C7—C8 | −1.1 (4) |
Cu1i—Cu1—N1—C5 | 67.1 (2) | Cu1—N3—C7—C8 | 175.4 (2) |
N1—Cu1—N3—C11 | 119.8 (2) | N3—C7—C8—C9 | 1.8 (5) |
I1—Cu1—N3—C11 | −125.9 (2) | N3—C7—C8—C12 | 179.4 (3) |
I1i—Cu1—N3—C11 | 3.4 (2) | C7—C8—C9—C10 | −1.5 (5) |
Cu1i—Cu1—N3—C11 | −61.7 (2) | C12—C8—C9—C10 | −179.0 (3) |
N1—Cu1—N3—C7 | −56.5 (2) | C8—C9—C10—C11 | 0.5 (5) |
I1—Cu1—N3—C7 | 57.9 (2) | C7—N3—C11—C10 | 0.0 (4) |
I1i—Cu1—N3—C7 | −172.9 (2) | Cu1—N3—C11—C10 | −176.4 (2) |
Cu1i—Cu1—N3—C7 | 122.0 (2) | C9—C10—C11—N3 | 0.2 (5) |
C5—N1—C1—C2 | −0.3 (4) |
Symmetry code: (i) −x+1, −y+1, −z+1. |