
Acta Cryst. (2008). E64, m641 [ doi:10.1107/S1600536808008696 ]
4-1,4-bis[1-(3-pyridylmethyl)-1H-benzimidazol-2-yl]butane]The title CuI coordination polymer, [Cu2Cl2(C30H28N6)]n, was obtained by reaction of CuCl2·2H2O and 1,4-bis[1-(3-pyridylmethyl)-1H-benzimidazol-2-yl]butane. Each CuI cation is three-coordinated by a ClN2 donor set. The anion acts as a tetradentate ligand, linking CuI centres into a polymeric chain.
The ligand was synthesized according to the literature (Li et al., 2007) but 4-(chloromethyl)pyridine was replaced by 3-(chloromethyl)pyridine. A mixture of CuCl2.2H2O (0.034 g, 2 mmol), H2L (0.945 g, 2 mmol), and water (8 ml) was sealed in a Teflon reactor (15 ml) and heated at 130 °C for 3 days. After the mixture had been cooled to room temperature at 10 °C.h-1, red crystals of the title compound were obtained.
All H-atoms bound to carbon were refined using a riding model with d(C—H) = 0.93 Å, Uiso=1.2Ueq (C) for aromatic and 0.97 Å, Uiso = 1.5Ueq (C) for CH2 atoms.
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
| Fig. 1. A view of the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) -x + 2, -y + 2, -z; (ii) -x + 1, -y + 2, -z.] |
| [Cu2Cl2(C30H28N6)] | F000 = 1368 |
| Mr = 670.56 | Dx = 1.536 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2yn | Cell parameters from 3170 reflections |
| a = 9.4792 (11) Å | θ = 1.7–28.3º |
| b = 17.810 (2) Å | µ = 1.68 mm−1 |
| c = 17.326 (2) Å | T = 293 (2) K |
| β = 97.412 (2)º | Block, red |
| V = 2900.5 (6) Å3 | 0.23 × 0.20 × 0.09 mm |
| Z = 4 |
| Bruker APEX CCD area-detector diffractometer | 6759 independent reflections |
| Radiation source: fine-focus sealed tube | 3170 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.062 |
| T = 293(2) K | θmax = 28.3º |
| ω scans | θmin = 1.7º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→12 |
| Tmin = 0.66, Tmax = 0.84 | k = −19→23 |
| 17514 measured reflections | l = −22→22 |
| 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)] = 0.054 | H-atom parameters constrained |
| wR(F2) = 0.186 | w = 1/[σ2(Fo2) + (0.0872P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.97 | (Δ/σ)max = 0.001 |
| 6759 reflections | Δρmax = 0.42 e Å−3 |
| 361 parameters | Δρmin = −0.43 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [Cu2Cl2(C30H28N6)] | V = 2900.5 (6) Å3 |
| Mr = 670.56 | Z = 4 |
| Monoclinic, P21/n | Mo Kα |
| a = 9.4792 (11) Å | µ = 1.68 mm−1 |
| b = 17.810 (2) Å | T = 293 (2) K |
| c = 17.326 (2) Å | 0.23 × 0.20 × 0.09 mm |
| β = 97.412 (2)º |
| Bruker APEX CCD area-detector diffractometer | 6759 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3170 reflections with I > 2σ(I) |
| Tmin = 0.66, Tmax = 0.84 | Rint = 0.062 |
| 17514 measured reflections |
| R[F2 > 2σ(F2)] = 0.054 | 361 parameters |
| wR(F2) = 0.186 | H-atom parameters constrained |
| S = 0.97 | Δρmax = 0.42 e Å−3 |
| 6759 reflections | Δρmin = −0.43 e Å−3 |
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 | ||
| Cu1 | 0.74531 (8) | 0.80687 (4) | 0.14462 (4) | 0.0609 (2) | |
| Cu2 | 0.78422 (7) | 0.87957 (4) | −0.16694 (4) | 0.0574 (2) | |
| C1 | 0.7866 (5) | 0.9707 (3) | 0.1746 (3) | 0.0456 (12) | |
| C2 | 0.7040 (5) | 0.9140 (3) | 0.2683 (3) | 0.0460 (12) | |
| C3 | 0.7232 (5) | 0.9888 (3) | 0.2904 (3) | 0.0474 (12) | |
| C4 | 0.6930 (6) | 1.0155 (4) | 0.3612 (3) | 0.0660 (16) | |
| H4 | 0.7093 | 1.0652 | 0.3764 | 0.079* | |
| C5 | 0.6365 (7) | 0.9631 (4) | 0.4082 (3) | 0.083 (2) | |
| H5 | 0.6131 | 0.9783 | 0.4563 | 0.099* | |
| C6 | 0.6141 (7) | 0.8894 (4) | 0.3856 (3) | 0.081 (2) | |
| H6 | 0.5730 | 0.8567 | 0.4181 | 0.097* | |
| C7 | 0.6507 (6) | 0.8627 (3) | 0.3163 (3) | 0.0646 (16) | |
| H7 | 0.6399 | 0.8123 | 0.3026 | 0.078* | |
| C8 | 0.8373 (6) | 0.9869 (3) | 0.0976 (3) | 0.0552 (14) | |
| H8A | 0.8916 | 0.9442 | 0.0828 | 0.066* | |
| H8B | 0.9003 | 1.0300 | 0.1033 | 0.066* | |
| C9 | 0.7150 (5) | 1.0027 (3) | 0.0326 (3) | 0.0493 (12) | |
| H9A | 0.6547 | 0.9587 | 0.0243 | 0.059* | |
| H9B | 0.6577 | 1.0438 | 0.0479 | 0.059* | |
| C10 | 0.7729 (5) | 1.0226 (3) | −0.0425 (3) | 0.0581 (14) | |
| H10A | 0.8318 | 0.9817 | −0.0568 | 0.070* | |
| H10B | 0.8325 | 1.0669 | −0.0338 | 0.070* | |
| C11 | 0.6556 (6) | 1.0379 (3) | −0.1096 (3) | 0.0559 (14) | |
| H11A | 0.5821 | 1.0000 | −0.1093 | 0.067* | |
| H11B | 0.6130 | 1.0863 | −0.1016 | 0.067* | |
| C12 | 0.7078 (5) | 1.0375 (3) | −0.1868 (3) | 0.0466 (12) | |
| C13 | 0.8090 (5) | 1.0002 (3) | −0.2879 (3) | 0.0452 (12) | |
| C14 | 0.7697 (5) | 1.0753 (3) | −0.3012 (3) | 0.0499 (13) | |
| C15 | 0.7930 (7) | 1.1126 (3) | −0.3687 (3) | 0.0685 (17) | |
| H15 | 0.7635 | 1.1619 | −0.3781 | 0.082* | |
| C16 | 0.8612 (8) | 1.0735 (4) | −0.4208 (4) | 0.082 (2) | |
| H16 | 0.8805 | 1.0972 | −0.4661 | 0.099* | |
| C17 | 0.9024 (7) | 0.9993 (4) | −0.4079 (3) | 0.0748 (19) | |
| H17 | 0.9484 | 0.9745 | −0.4447 | 0.090* | |
| C18 | 0.8765 (6) | 0.9618 (3) | −0.3416 (3) | 0.0589 (14) | |
| H18 | 0.9038 | 0.9119 | −0.3334 | 0.071* | |
| C19 | 0.6695 (6) | 1.1750 (3) | −0.2180 (3) | 0.0558 (14) | |
| H19A | 0.5894 | 1.1755 | −0.1883 | 0.067* | |
| H19B | 0.6417 | 1.2019 | −0.2663 | 0.067* | |
| C20 | 0.7944 (6) | 1.2145 (3) | −0.1722 (3) | 0.0521 (13) | |
| C21 | 0.7711 (7) | 1.2767 (4) | −0.1289 (4) | 0.0792 (19) | |
| H21 | 0.6790 | 1.2932 | −0.1258 | 0.095* | |
| C22 | 0.8856 (9) | 1.3143 (4) | −0.0902 (4) | 0.095 (2) | |
| H22 | 0.8707 | 1.3572 | −0.0617 | 0.114* | |
| C23 | 1.0253 (7) | 1.2885 (4) | −0.0931 (4) | 0.0750 (18) | |
| H23 | 1.1017 | 1.3144 | −0.0664 | 0.090* | |
| C24 | 0.9395 (6) | 1.1933 (3) | −0.1734 (3) | 0.0620 (15) | |
| H24 | 0.9582 | 1.1526 | −0.2042 | 0.074* | |
| C25 | 0.7993 (5) | 1.1051 (3) | 0.2233 (3) | 0.0497 (13) | |
| H25A | 0.8834 | 1.1140 | 0.1981 | 0.060* | |
| H25B | 0.8160 | 1.1266 | 0.2751 | 0.060* | |
| C26 | 0.6735 (5) | 1.1438 (3) | 0.1775 (3) | 0.0447 (12) | |
| C27 | 0.6887 (6) | 1.1899 (3) | 0.1157 (3) | 0.0600 (15) | |
| H27 | 0.7789 | 1.2003 | 0.1027 | 0.072* | |
| C28 | 0.5706 (6) | 1.2209 (4) | 0.0727 (4) | 0.0742 (18) | |
| H28 | 0.5800 | 1.2532 | 0.0315 | 0.089* | |
| C29 | 0.4405 (6) | 1.2033 (3) | 0.0918 (3) | 0.0619 (15) | |
| H29 | 0.3606 | 1.2231 | 0.0619 | 0.074* | |
| C30 | 0.5386 (6) | 1.1306 (3) | 0.1931 (3) | 0.0533 (13) | |
| H30 | 0.5270 | 1.0999 | 0.2352 | 0.064* | |
| N1 | 0.7676 (4) | 0.9779 (2) | −0.2158 (2) | 0.0484 (10) | |
| N2 | 0.7044 (4) | 1.0974 (2) | −0.2354 (2) | 0.0491 (11) | |
| N3 | 0.7773 (4) | 1.0246 (2) | 0.2295 (2) | 0.0459 (10) | |
| N4 | 0.7451 (4) | 0.9039 (2) | 0.1955 (2) | 0.0489 (10) | |
| N5 | 0.4217 (5) | 1.1587 (3) | 0.1516 (3) | 0.0584 (12) | |
| N6 | 1.0488 (5) | 1.2277 (2) | −0.1335 (3) | 0.0610 (12) | |
| Cl1 | 0.60349 (16) | 0.71402 (8) | 0.10540 (9) | 0.0659 (4) | |
| Cl2 | 0.93594 (16) | 0.80208 (9) | −0.10598 (10) | 0.0758 (5) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cu1 | 0.0632 (5) | 0.0542 (4) | 0.0644 (5) | 0.0018 (3) | 0.0055 (4) | −0.0063 (3) |
| Cu2 | 0.0579 (5) | 0.0523 (4) | 0.0641 (4) | 0.0078 (3) | 0.0158 (3) | 0.0094 (3) |
| C1 | 0.033 (3) | 0.057 (3) | 0.047 (3) | 0.005 (2) | 0.007 (2) | 0.002 (3) |
| C2 | 0.040 (3) | 0.050 (3) | 0.049 (3) | 0.002 (2) | 0.007 (2) | 0.008 (2) |
| C3 | 0.048 (3) | 0.057 (3) | 0.038 (3) | −0.005 (2) | 0.007 (2) | 0.002 (2) |
| C4 | 0.074 (4) | 0.071 (4) | 0.053 (3) | −0.007 (3) | 0.009 (3) | −0.007 (3) |
| C5 | 0.100 (5) | 0.105 (6) | 0.047 (3) | −0.014 (4) | 0.019 (3) | −0.004 (4) |
| C6 | 0.098 (6) | 0.088 (5) | 0.058 (4) | −0.019 (4) | 0.014 (4) | 0.017 (4) |
| C7 | 0.071 (4) | 0.059 (4) | 0.062 (4) | −0.011 (3) | 0.000 (3) | 0.001 (3) |
| C8 | 0.053 (3) | 0.061 (3) | 0.053 (3) | −0.002 (3) | 0.013 (3) | −0.002 (3) |
| C9 | 0.049 (3) | 0.059 (3) | 0.040 (3) | −0.002 (3) | 0.007 (2) | 0.000 (2) |
| C10 | 0.051 (3) | 0.076 (4) | 0.051 (3) | −0.004 (3) | 0.018 (3) | −0.003 (3) |
| C11 | 0.058 (4) | 0.065 (4) | 0.047 (3) | 0.006 (3) | 0.016 (3) | 0.001 (3) |
| C12 | 0.043 (3) | 0.051 (3) | 0.046 (3) | 0.000 (2) | 0.008 (2) | 0.003 (2) |
| C13 | 0.039 (3) | 0.054 (3) | 0.043 (3) | −0.005 (2) | 0.008 (2) | 0.000 (2) |
| C14 | 0.047 (3) | 0.051 (3) | 0.053 (3) | −0.002 (2) | 0.011 (3) | 0.001 (2) |
| C15 | 0.075 (4) | 0.066 (4) | 0.069 (4) | 0.004 (3) | 0.022 (3) | 0.021 (3) |
| C16 | 0.110 (6) | 0.084 (5) | 0.059 (4) | 0.009 (4) | 0.033 (4) | 0.025 (3) |
| C17 | 0.088 (5) | 0.091 (5) | 0.051 (3) | 0.003 (4) | 0.032 (3) | 0.001 (3) |
| C18 | 0.058 (4) | 0.059 (4) | 0.061 (3) | 0.004 (3) | 0.012 (3) | −0.010 (3) |
| C19 | 0.052 (3) | 0.047 (3) | 0.067 (4) | 0.007 (3) | 0.005 (3) | −0.002 (3) |
| C20 | 0.060 (4) | 0.044 (3) | 0.052 (3) | 0.007 (3) | 0.004 (3) | 0.001 (2) |
| C21 | 0.064 (4) | 0.075 (4) | 0.100 (5) | 0.004 (3) | 0.014 (4) | −0.025 (4) |
| C22 | 0.105 (6) | 0.076 (5) | 0.101 (5) | 0.026 (4) | 0.002 (5) | −0.041 (4) |
| C23 | 0.067 (4) | 0.069 (4) | 0.088 (5) | −0.002 (3) | 0.004 (4) | −0.016 (4) |
| C24 | 0.054 (4) | 0.055 (3) | 0.079 (4) | 0.005 (3) | 0.016 (3) | −0.017 (3) |
| C25 | 0.050 (3) | 0.048 (3) | 0.050 (3) | −0.005 (2) | 0.005 (3) | 0.001 (2) |
| C26 | 0.045 (3) | 0.039 (3) | 0.050 (3) | −0.001 (2) | 0.007 (2) | −0.005 (2) |
| C27 | 0.048 (3) | 0.060 (4) | 0.073 (4) | −0.002 (3) | 0.014 (3) | 0.012 (3) |
| C28 | 0.053 (4) | 0.086 (4) | 0.084 (4) | −0.003 (3) | 0.007 (3) | 0.039 (4) |
| C29 | 0.048 (4) | 0.061 (4) | 0.077 (4) | 0.005 (3) | 0.009 (3) | 0.020 (3) |
| C30 | 0.050 (4) | 0.054 (3) | 0.058 (3) | 0.003 (3) | 0.015 (3) | 0.012 (3) |
| N1 | 0.053 (3) | 0.047 (2) | 0.046 (2) | 0.001 (2) | 0.008 (2) | 0.003 (2) |
| N2 | 0.051 (3) | 0.046 (3) | 0.052 (3) | −0.001 (2) | 0.014 (2) | 0.000 (2) |
| N3 | 0.043 (3) | 0.052 (3) | 0.042 (2) | 0.0028 (19) | 0.0033 (19) | −0.002 (2) |
| N4 | 0.044 (3) | 0.050 (3) | 0.054 (3) | 0.004 (2) | 0.011 (2) | 0.000 (2) |
| N5 | 0.054 (3) | 0.057 (3) | 0.065 (3) | 0.008 (2) | 0.011 (2) | 0.013 (2) |
| N6 | 0.057 (3) | 0.049 (3) | 0.076 (3) | −0.002 (2) | 0.008 (3) | −0.016 (2) |
| Cl1 | 0.0595 (9) | 0.0634 (9) | 0.0718 (9) | −0.0083 (7) | −0.0024 (7) | 0.0051 (7) |
| Cl2 | 0.0494 (9) | 0.0694 (10) | 0.1084 (12) | 0.0091 (7) | 0.0093 (8) | 0.0271 (9) |
| Cu1—N4 | 1.940 (4) | C14—N2 | 1.423 (6) |
| Cu1—N6i | 2.079 (5) | C15—C16 | 1.367 (8) |
| Cu1—Cl1 | 2.1836 (16) | C15—H15 | 0.9300 |
| Cu2—N1 | 1.942 (4) | C16—C17 | 1.387 (8) |
| Cu2—N5ii | 2.116 (4) | C16—H16 | 0.9300 |
| Cu2—Cl2 | 2.1672 (16) | C17—C18 | 1.378 (7) |
| C1—N4 | 1.318 (6) | C17—H17 | 0.9300 |
| C1—N3 | 1.363 (6) | C18—H18 | 0.9300 |
| C1—C8 | 1.502 (7) | C19—N2 | 1.462 (6) |
| C2—C7 | 1.375 (7) | C19—C20 | 1.510 (7) |
| C2—N4 | 1.379 (6) | C19—H19A | 0.9700 |
| C2—C3 | 1.391 (7) | C19—H19B | 0.9700 |
| C3—C4 | 1.380 (7) | C20—C21 | 1.372 (8) |
| C3—N3 | 1.385 (6) | C20—C24 | 1.429 (7) |
| C4—C5 | 1.390 (8) | C21—C22 | 1.374 (9) |
| C4—H4 | 0.9300 | C21—H21 | 0.9300 |
| C5—C6 | 1.379 (8) | C22—C23 | 1.408 (9) |
| C5—H5 | 0.9300 | C22—H22 | 0.9300 |
| C6—C7 | 1.376 (8) | C23—N6 | 1.324 (7) |
| C6—H6 | 0.9300 | C23—H23 | 0.9300 |
| C7—H7 | 0.9300 | C24—N6 | 1.319 (7) |
| C8—C9 | 1.535 (7) | C24—H24 | 0.9300 |
| C8—H8A | 0.9700 | C25—N3 | 1.455 (6) |
| C8—H8B | 0.9700 | C25—C26 | 1.511 (7) |
| C9—C10 | 1.517 (6) | C25—H25A | 0.9700 |
| C9—H9A | 0.9700 | C25—H25B | 0.9700 |
| C9—H9B | 0.9700 | C26—C30 | 1.361 (7) |
| C10—C11 | 1.526 (7) | C26—C27 | 1.373 (7) |
| C10—H10A | 0.9700 | C27—C28 | 1.377 (8) |
| C10—H10B | 0.9700 | C27—H27 | 0.9300 |
| C11—C12 | 1.485 (6) | C28—C29 | 1.355 (7) |
| C11—H11A | 0.9700 | C28—H28 | 0.9300 |
| C11—H11B | 0.9700 | C29—N5 | 1.335 (6) |
| C12—N1 | 1.332 (6) | C29—H29 | 0.9300 |
| C12—N2 | 1.357 (6) | C30—N5 | 1.338 (6) |
| C13—C18 | 1.379 (6) | C30—H30 | 0.9300 |
| C13—C14 | 1.399 (7) | N5—Cu2ii | 2.116 (4) |
| C13—N1 | 1.414 (6) | N6—Cu1i | 2.079 (5) |
| C14—C15 | 1.387 (7) | ||
| N4—Cu1—N6i | 111.23 (18) | C18—C17—C16 | 121.3 (5) |
| N4—Cu1—Cl1 | 141.19 (13) | C18—C17—H17 | 119.3 |
| N6i—Cu1—Cl1 | 107.12 (13) | C16—C17—H17 | 119.3 |
| N1—Cu2—N5ii | 108.71 (17) | C17—C18—C13 | 118.0 (5) |
| N1—Cu2—Cl2 | 142.93 (13) | C17—C18—H18 | 121.0 |
| N5ii—Cu2—Cl2 | 107.36 (13) | C13—C18—H18 | 121.0 |
| N4—C1—N3 | 113.3 (4) | N2—C19—C20 | 111.4 (4) |
| N4—C1—C8 | 123.9 (5) | N2—C19—H19A | 109.3 |
| N3—C1—C8 | 122.8 (5) | C20—C19—H19A | 109.3 |
| C7—C2—N4 | 129.4 (5) | N2—C19—H19B | 109.3 |
| C7—C2—C3 | 121.1 (5) | C20—C19—H19B | 109.3 |
| N4—C2—C3 | 109.5 (4) | H19A—C19—H19B | 108.0 |
| C4—C3—N3 | 131.1 (5) | C21—C20—C24 | 116.3 (5) |
| C4—C3—C2 | 122.6 (5) | C21—C20—C19 | 119.5 (5) |
| N3—C3—C2 | 106.3 (4) | C24—C20—C19 | 124.1 (5) |
| C3—C4—C5 | 115.4 (6) | C20—C21—C22 | 119.2 (6) |
| C3—C4—H4 | 122.3 | C20—C21—H21 | 120.4 |
| C5—C4—H4 | 122.3 | C22—C21—H21 | 120.4 |
| C6—C5—C4 | 122.0 (6) | C21—C22—C23 | 120.7 (6) |
| C6—C5—H5 | 119.0 | C21—C22—H22 | 119.7 |
| C4—C5—H5 | 119.0 | C23—C22—H22 | 119.7 |
| C7—C6—C5 | 122.0 (6) | N6—C23—C22 | 120.6 (6) |
| C7—C6—H6 | 119.0 | N6—C23—H23 | 119.7 |
| C5—C6—H6 | 119.0 | C22—C23—H23 | 119.7 |
| C2—C7—C6 | 116.8 (5) | N6—C24—C20 | 124.2 (5) |
| C2—C7—H7 | 121.6 | N6—C24—H24 | 117.9 |
| C6—C7—H7 | 121.6 | C20—C24—H24 | 117.9 |
| C1—C8—C9 | 112.9 (4) | N3—C25—C26 | 112.2 (4) |
| C1—C8—H8A | 109.0 | N3—C25—H25A | 109.2 |
| C9—C8—H8A | 109.0 | C26—C25—H25A | 109.2 |
| C1—C8—H8B | 109.0 | N3—C25—H25B | 109.2 |
| C9—C8—H8B | 109.0 | C26—C25—H25B | 109.2 |
| H8A—C8—H8B | 107.8 | H25A—C25—H25B | 107.9 |
| C10—C9—C8 | 110.5 (4) | C30—C26—C27 | 117.0 (5) |
| C10—C9—H9A | 109.5 | C30—C26—C25 | 121.1 (5) |
| C8—C9—H9A | 109.5 | C27—C26—C25 | 121.8 (5) |
| C10—C9—H9B | 109.5 | C26—C27—C28 | 120.1 (5) |
| C8—C9—H9B | 109.5 | C26—C27—H27 | 120.0 |
| H9A—C9—H9B | 108.1 | C28—C27—H27 | 120.0 |
| C9—C10—C11 | 112.7 (4) | C29—C28—C27 | 118.6 (5) |
| C9—C10—H10A | 109.0 | C29—C28—H28 | 120.7 |
| C11—C10—H10A | 109.0 | C27—C28—H28 | 120.7 |
| C9—C10—H10B | 109.0 | N5—C29—C28 | 123.0 (5) |
| C11—C10—H10B | 109.0 | N5—C29—H29 | 118.5 |
| H10A—C10—H10B | 107.8 | C28—C29—H29 | 118.5 |
| C12—C11—C10 | 113.0 (4) | N5—C30—C26 | 124.3 (5) |
| C12—C11—H11A | 109.0 | N5—C30—H30 | 117.8 |
| C10—C11—H11A | 109.0 | C26—C30—H30 | 117.8 |
| C12—C11—H11B | 109.0 | C12—N1—C13 | 106.8 (4) |
| C10—C11—H11B | 109.0 | C12—N1—Cu2 | 124.7 (3) |
| H11A—C11—H11B | 107.8 | C13—N1—Cu2 | 128.5 (3) |
| N1—C12—N2 | 111.8 (4) | C12—N2—C14 | 107.5 (4) |
| N1—C12—C11 | 123.4 (4) | C12—N2—C19 | 127.1 (4) |
| N2—C12—C11 | 124.8 (5) | C14—N2—C19 | 124.1 (4) |
| C18—C13—C14 | 120.0 (5) | C1—N3—C3 | 105.7 (4) |
| C18—C13—N1 | 131.5 (5) | C1—N3—C25 | 128.3 (4) |
| C14—C13—N1 | 108.5 (4) | C3—N3—C25 | 125.5 (4) |
| C15—C14—C13 | 122.0 (5) | C1—N4—C2 | 105.2 (4) |
| C15—C14—N2 | 132.5 (5) | C1—N4—Cu1 | 131.3 (3) |
| C13—C14—N2 | 105.5 (4) | C2—N4—Cu1 | 123.3 (3) |
| C16—C15—C14 | 116.9 (5) | C29—N5—C30 | 117.0 (5) |
| C16—C15—H15 | 121.5 | C29—N5—Cu2ii | 120.4 (4) |
| C14—C15—H15 | 121.5 | C30—N5—Cu2ii | 121.7 (4) |
| C15—C16—C17 | 121.7 (5) | C24—N6—C23 | 118.9 (5) |
| C15—C16—H16 | 119.1 | C24—N6—Cu1i | 119.8 (4) |
| C17—C16—H16 | 119.1 | C23—N6—Cu1i | 121.0 (4) |
| C7—C2—C3—C4 | 1.2 (8) | C18—C13—N1—C12 | 179.1 (5) |
| N4—C2—C3—C4 | −179.0 (5) | C14—C13—N1—C12 | −0.9 (5) |
| C7—C2—C3—N3 | −179.8 (5) | C18—C13—N1—Cu2 | −3.1 (8) |
| N4—C2—C3—N3 | 0.0 (5) | C14—C13—N1—Cu2 | 176.9 (3) |
| N3—C3—C4—C5 | 178.9 (5) | N5ii—Cu2—N1—C12 | 57.7 (4) |
| C2—C3—C4—C5 | −2.4 (8) | Cl2—Cu2—N1—C12 | −108.5 (4) |
| C3—C4—C5—C6 | 0.8 (10) | N5ii—Cu2—N1—C13 | −119.7 (4) |
| C4—C5—C6—C7 | 2.2 (11) | Cl2—Cu2—N1—C13 | 74.1 (5) |
| N4—C2—C7—C6 | −178.0 (6) | N1—C12—N2—C14 | −1.1 (6) |
| C3—C2—C7—C6 | 1.8 (8) | C11—C12—N2—C14 | 177.4 (5) |
| C5—C6—C7—C2 | −3.4 (10) | N1—C12—N2—C19 | −168.9 (5) |
| N4—C1—C8—C9 | 84.5 (6) | C11—C12—N2—C19 | 9.6 (8) |
| N3—C1—C8—C9 | −94.6 (6) | C15—C14—N2—C12 | 178.7 (6) |
| C1—C8—C9—C10 | 177.0 (5) | C13—C14—N2—C12 | 0.5 (5) |
| C8—C9—C10—C11 | 179.2 (4) | C15—C14—N2—C19 | −13.0 (9) |
| C9—C10—C11—C12 | −164.8 (5) | C13—C14—N2—C19 | 168.7 (5) |
| C10—C11—C12—N1 | 61.0 (7) | C20—C19—N2—C12 | 79.5 (6) |
| C10—C11—C12—N2 | −117.3 (6) | C20—C19—N2—C14 | −86.5 (6) |
| C18—C13—C14—C15 | 1.8 (8) | N4—C1—N3—C3 | −0.8 (5) |
| N1—C13—C14—C15 | −178.2 (5) | C8—C1—N3—C3 | 178.3 (4) |
| C18—C13—C14—N2 | −179.7 (4) | N4—C1—N3—C25 | −173.0 (4) |
| N1—C13—C14—N2 | 0.2 (5) | C8—C1—N3—C25 | 6.2 (8) |
| C13—C14—C15—C16 | −2.3 (9) | C4—C3—N3—C1 | 179.4 (6) |
| N2—C14—C15—C16 | 179.7 (6) | C2—C3—N3—C1 | 0.5 (5) |
| C14—C15—C16—C17 | 1.5 (10) | C4—C3—N3—C25 | −8.2 (8) |
| C15—C16—C17—C18 | −0.1 (11) | C2—C3—N3—C25 | 172.9 (4) |
| C16—C17—C18—C13 | −0.5 (9) | C26—C25—N3—C1 | 77.3 (6) |
| C14—C13—C18—C17 | −0.4 (8) | C26—C25—N3—C3 | −93.5 (5) |
| N1—C13—C18—C17 | 179.7 (5) | N3—C1—N4—C2 | 0.8 (5) |
| N2—C19—C20—C21 | −158.4 (5) | C8—C1—N4—C2 | −178.4 (5) |
| N2—C19—C20—C24 | 24.6 (7) | N3—C1—N4—Cu1 | −176.0 (3) |
| C24—C20—C21—C22 | 0.1 (9) | C8—C1—N4—Cu1 | 4.9 (7) |
| C19—C20—C21—C22 | −177.1 (6) | C7—C2—N4—C1 | 179.3 (5) |
| C20—C21—C22—C23 | −1.5 (11) | C3—C2—N4—C1 | −0.4 (5) |
| C21—C22—C23—N6 | 0.3 (11) | C7—C2—N4—Cu1 | −3.6 (7) |
| C21—C20—C24—N6 | 2.8 (9) | C3—C2—N4—Cu1 | 176.7 (3) |
| C19—C20—C24—N6 | 179.9 (5) | N6i—Cu1—N4—C1 | 63.3 (5) |
| N3—C25—C26—C30 | 48.3 (6) | Cl1—Cu1—N4—C1 | −126.0 (4) |
| N3—C25—C26—C27 | −127.6 (5) | N6i—Cu1—N4—C2 | −113.0 (4) |
| C30—C26—C27—C28 | 0.4 (8) | Cl1—Cu1—N4—C2 | 57.7 (5) |
| C25—C26—C27—C28 | 176.4 (5) | C28—C29—N5—C30 | −0.6 (9) |
| C26—C27—C28—C29 | −1.6 (9) | C28—C29—N5—Cu2ii | −170.4 (5) |
| C27—C28—C29—N5 | 1.7 (10) | C26—C30—N5—C29 | −0.7 (8) |
| C27—C26—C30—N5 | 0.8 (8) | C26—C30—N5—Cu2ii | 169.0 (4) |
| C25—C26—C30—N5 | −175.2 (5) | C20—C24—N6—C23 | −4.1 (9) |
| N2—C12—N1—C13 | 1.2 (6) | C20—C24—N6—Cu1i | −177.5 (4) |
| C11—C12—N1—C13 | −177.3 (5) | C22—C23—N6—C24 | 2.5 (9) |
| N2—C12—N1—Cu2 | −176.7 (3) | C22—C23—N6—Cu1i | 175.8 (5) |
| C11—C12—N1—Cu2 | 4.8 (7) |
| Symmetry codes: (i) −x+2, −y+2, −z; (ii) −x+1, −y+2, −z. |
| Cu1—N4 | 1.940 (4) | Cu2—N1 | 1.942 (4) |
| Cu1—N6i | 2.079 (5) | Cu2—N5ii | 2.116 (4) |
| Cu1—Cl1 | 2.1836 (16) | Cu2—Cl2 | 2.1672 (16) |
| N4—Cu1—N6i | 111.23 (18) | N1—Cu2—N5ii | 108.71 (17) |
| N4—Cu1—Cl1 | 141.19 (13) | N1—Cu2—Cl2 | 142.93 (13) |
| N6i—Cu1—Cl1 | 107.12 (13) | N5ii—Cu2—Cl2 | 107.36 (13) |
| Symmetry codes: (i) −x+2, −y+2, −z; (ii) −x+1, −y+2, −z. |
We thank the Analysis and Testing Foundation of Northeast Normal University for support.
Bruker (1999). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Li, S.-L., Liu, J. & Ma, J.-F. (2007). Acta Cryst. E63, o4509.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Wang, W.-J. & Xu, L. (2007). Acta Cryst. E63, m1993–m1994.
As shown in Fig. 1, three are two crystallographically unique Cu ions, and each CuI ion is three-coordinated by one Cl- anion and two nitrogen atoms from two L anions. Each L anion in (I) coordinates to four CuI cations through its two imidazole N atoms and two pyridine N atoms, thus acing as a tetradentate ligand. The CuI cations are linked by L anions to form a chain along a axis. For a related compound, see Wang & Xu (2007).