Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805041991/cv6619sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805041991/cv6619Isup2.hkl |
CCDC reference: 296551
The title compound was prepared according to the literature method of Ding et al. (2005). Pale-green crystals of (I) appeared over a period of one week by slow evaporation of an ethanol solution at room temperature.
The C-bound H atoms were geometrically positioned and refined using a riding model, with C—H bond distances in the range 0.93–0.97 Å, and with Uiso(H) = 1.2–1.5 Ueq(C). H atoms of the water molecules were not located in the final difference Fourier map due to the limitations of the data.
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).
[Cu2(C6H8O4)2Cl2(C14H12N2)2Cl2]·2H2O | F(000) = 816 |
Mr = 794.65 | Dx = 1.604 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 8.2277 (5) Å | Cell parameters from 5751 reflections |
b = 14.9414 (9) Å | θ = 2.7–26.0° |
c = 14.3046 (7) Å | µ = 1.51 mm−1 |
β = 110.639 (3)° | T = 293 K |
V = 1645.65 (16) Å3 | Block, pale green |
Z = 2 | 0.36 × 0.23 × 0.16 mm |
Siemens SMART 1000 CCD area-detector diffractometer | 3224 independent reflections |
Radiation source: fine-focus sealed tube | 2968 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.012 |
Detector resolution: 8.33 pixels mm-1 | θmax = 26.0°, θmin = 2.0° |
ω scans | h = −10→9 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −14→18 |
Tmin = 0.613, Tmax = 0.795 | l = −17→17 |
9115 measured reflections |
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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.092 | H-atom parameters constrained |
S = 1.16 | w = 1/[σ2(Fo2) + (0.0492P)2 + 0.7308P] where P = (Fo2 + 2Fc2)/3 |
3224 reflections | (Δ/σ)max = 0.001 |
217 parameters | Δρmax = 0.41 e Å−3 |
0 restraints | Δρmin = −0.32 e Å−3 |
[Cu2(C6H8O4)2Cl2(C14H12N2)2Cl2]·2H2O | V = 1645.65 (16) Å3 |
Mr = 794.65 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 8.2277 (5) Å | µ = 1.51 mm−1 |
b = 14.9414 (9) Å | T = 293 K |
c = 14.3046 (7) Å | 0.36 × 0.23 × 0.16 mm |
β = 110.639 (3)° |
Siemens SMART 1000 CCD area-detector diffractometer | 3224 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2968 reflections with I > 2σ(I) |
Tmin = 0.613, Tmax = 0.795 | Rint = 0.012 |
9115 measured reflections |
R[F2 > 2σ(F2)] = 0.032 | 0 restraints |
wR(F2) = 0.092 | H-atom parameters constrained |
S = 1.16 | Δρmax = 0.41 e Å−3 |
3224 reflections | Δρmin = −0.32 e Å−3 |
217 parameters |
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 | −0.18963 (4) | −0.071896 (18) | −0.271958 (18) | 0.03706 (12) | |
Cl1 | 0.08458 (8) | −0.14078 (5) | −0.21075 (5) | 0.05367 (18) | |
O1W | −0.0967 (4) | 0.16191 (17) | −0.0246 (2) | 0.0903 (8) | |
O1 | −0.2805 (3) | −0.12699 (13) | −0.17416 (14) | 0.0623 (5) | |
O2 | −0.2128 (3) | 0.01162 (12) | −0.15398 (13) | 0.0537 (5) | |
N1 | −0.1424 (2) | 0.01697 (12) | −0.36347 (12) | 0.0317 (4) | |
N2 | −0.3539 (2) | −0.12626 (11) | −0.40459 (13) | 0.0324 (4) | |
C1 | 0.0535 (3) | 0.11031 (18) | −0.23210 (18) | 0.0480 (6) | |
H1A | 0.0240 | 0.0667 | −0.1914 | 0.072* | |
H1B | 0.0196 | 0.1687 | −0.2178 | 0.072* | |
H1C | 0.1766 | 0.1093 | −0.2178 | 0.072* | |
C2 | −0.0397 (3) | 0.08873 (15) | −0.34023 (17) | 0.0363 (5) | |
C3 | −0.0177 (3) | 0.14332 (15) | −0.41515 (18) | 0.0404 (5) | |
H3A | 0.0535 | 0.1935 | −0.3974 | 0.048* | |
C4 | −0.0999 (3) | 0.12310 (16) | −0.51352 (17) | 0.0405 (5) | |
H4A | −0.0839 | 0.1589 | −0.5628 | 0.049* | |
C5 | −0.2094 (3) | 0.04759 (15) | −0.54019 (16) | 0.0364 (5) | |
C6 | −0.3034 (3) | 0.02153 (17) | −0.64115 (16) | 0.0426 (5) | |
H6A | −0.2918 | 0.0549 | −0.6934 | 0.051* | |
C7 | −0.4086 (3) | −0.05059 (17) | −0.66173 (16) | 0.0434 (5) | |
H7A | −0.4684 | −0.0661 | −0.7280 | 0.052* | |
C8 | −0.4297 (3) | −0.10356 (16) | −0.58392 (16) | 0.0380 (5) | |
C9 | −0.5397 (3) | −0.17867 (17) | −0.60056 (18) | 0.0448 (5) | |
H9A | −0.6016 | −0.1973 | −0.6654 | 0.054* | |
C10 | −0.5551 (3) | −0.22358 (17) | −0.52233 (19) | 0.0458 (6) | |
H10A | −0.6283 | −0.2730 | −0.5338 | 0.055* | |
C11 | −0.4612 (3) | −0.19642 (15) | −0.42285 (17) | 0.0384 (5) | |
C12 | −0.2273 (3) | −0.00340 (14) | −0.46189 (14) | 0.0313 (4) | |
C13 | −0.3385 (3) | −0.07978 (14) | −0.48351 (16) | 0.0325 (4) | |
C14 | −0.4863 (4) | −0.24560 (18) | −0.3380 (2) | 0.0526 (6) | |
H14A | −0.4148 | −0.2192 | −0.2760 | 0.079* | |
H14B | −0.4543 | −0.3072 | −0.3397 | 0.079* | |
H14C | −0.6060 | −0.2420 | −0.3439 | 0.079* | |
C15 | −0.2652 (3) | −0.05726 (17) | −0.12422 (16) | 0.0399 (5) | |
C16 | −0.3109 (4) | −0.0554 (2) | −0.03073 (18) | 0.0510 (6) | |
H16A | −0.2167 | −0.0280 | 0.0231 | 0.061* | |
H16B | −0.3248 | −0.1162 | −0.0110 | 0.061* | |
C17 | −0.4773 (3) | −0.00352 (18) | −0.04705 (16) | 0.0444 (5) | |
H17A | −0.5721 | −0.0327 | −0.0989 | 0.053* | |
H17B | −0.4650 | 0.0562 | −0.0702 | 0.053* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.04360 (19) | 0.04427 (19) | 0.02621 (16) | −0.00489 (11) | 0.01590 (12) | 0.00097 (10) |
Cl1 | 0.0480 (3) | 0.0615 (4) | 0.0514 (4) | 0.0145 (3) | 0.0174 (3) | 0.0183 (3) |
O1W | 0.123 (2) | 0.0695 (15) | 0.0755 (16) | 0.0011 (14) | 0.0319 (15) | −0.0087 (12) |
O1 | 0.0934 (15) | 0.0633 (12) | 0.0435 (10) | −0.0246 (11) | 0.0406 (10) | −0.0092 (9) |
O2 | 0.0782 (13) | 0.0545 (10) | 0.0388 (9) | −0.0056 (9) | 0.0334 (9) | −0.0054 (8) |
N1 | 0.0306 (8) | 0.0387 (9) | 0.0271 (8) | 0.0029 (7) | 0.0117 (7) | 0.0014 (7) |
N2 | 0.0315 (9) | 0.0369 (9) | 0.0298 (9) | 0.0038 (7) | 0.0122 (7) | −0.0019 (7) |
C1 | 0.0492 (14) | 0.0526 (14) | 0.0390 (12) | −0.0119 (11) | 0.0118 (10) | −0.0054 (11) |
C2 | 0.0327 (11) | 0.0418 (11) | 0.0356 (11) | 0.0034 (9) | 0.0136 (9) | 0.0017 (9) |
C3 | 0.0377 (11) | 0.0398 (12) | 0.0469 (13) | 0.0026 (9) | 0.0189 (10) | 0.0055 (9) |
C4 | 0.0437 (12) | 0.0433 (12) | 0.0411 (12) | 0.0099 (10) | 0.0234 (10) | 0.0121 (9) |
C5 | 0.0370 (11) | 0.0439 (12) | 0.0317 (11) | 0.0130 (9) | 0.0166 (9) | 0.0063 (9) |
C6 | 0.0511 (13) | 0.0534 (14) | 0.0272 (10) | 0.0164 (11) | 0.0188 (10) | 0.0084 (9) |
C7 | 0.0444 (13) | 0.0596 (14) | 0.0245 (10) | 0.0134 (11) | 0.0101 (9) | −0.0026 (10) |
C8 | 0.0329 (11) | 0.0499 (12) | 0.0305 (10) | 0.0106 (9) | 0.0105 (8) | −0.0060 (9) |
C9 | 0.0387 (12) | 0.0550 (14) | 0.0375 (12) | 0.0021 (10) | 0.0097 (10) | −0.0158 (10) |
C10 | 0.0402 (12) | 0.0455 (13) | 0.0489 (14) | −0.0027 (10) | 0.0125 (10) | −0.0142 (10) |
C11 | 0.0368 (11) | 0.0369 (11) | 0.0423 (12) | 0.0033 (9) | 0.0150 (9) | −0.0030 (9) |
C12 | 0.0293 (10) | 0.0400 (11) | 0.0269 (10) | 0.0096 (8) | 0.0127 (8) | 0.0025 (8) |
C13 | 0.0301 (10) | 0.0402 (11) | 0.0286 (10) | 0.0084 (8) | 0.0122 (8) | −0.0011 (8) |
C14 | 0.0596 (16) | 0.0452 (13) | 0.0514 (14) | −0.0105 (12) | 0.0177 (12) | 0.0029 (11) |
C15 | 0.0347 (11) | 0.0587 (14) | 0.0285 (11) | 0.0022 (10) | 0.0140 (9) | 0.0035 (10) |
C16 | 0.0538 (15) | 0.0740 (18) | 0.0315 (12) | 0.0070 (12) | 0.0229 (11) | 0.0058 (11) |
C17 | 0.0453 (13) | 0.0640 (15) | 0.0299 (11) | 0.0027 (11) | 0.0205 (10) | 0.0025 (10) |
Cu1—O1 | 1.9828 (17) | C6—C7 | 1.348 (4) |
Cu1—N1 | 1.9966 (17) | C6—H6A | 0.9300 |
Cu1—N2 | 2.0685 (17) | C7—C8 | 1.426 (3) |
Cu1—O2 | 2.1606 (17) | C7—H7A | 0.9300 |
Cu1—Cl1 | 2.3502 (7) | C8—C9 | 1.408 (4) |
Cu1—C15 | 2.414 (2) | C8—C13 | 1.412 (3) |
O1—C15 | 1.244 (3) | C9—C10 | 1.349 (4) |
O2—C15 | 1.247 (3) | C9—H9A | 0.9300 |
N1—C2 | 1.333 (3) | C10—C11 | 1.418 (3) |
N1—C12 | 1.367 (3) | C10—H10A | 0.9300 |
N2—C11 | 1.335 (3) | C11—C14 | 1.494 (3) |
N2—C13 | 1.369 (3) | C12—C13 | 1.427 (3) |
C1—C2 | 1.500 (3) | C14—H14A | 0.9600 |
C1—H1A | 0.9600 | C14—H14B | 0.9600 |
C1—H1B | 0.9600 | C14—H14C | 0.9600 |
C1—H1C | 0.9600 | C15—C16 | 1.512 (3) |
C2—C3 | 1.408 (3) | C16—C17 | 1.518 (4) |
C3—C4 | 1.363 (3) | C16—H16A | 0.9700 |
C3—H3A | 0.9300 | C16—H16B | 0.9700 |
C4—C5 | 1.410 (3) | C17—C17i | 1.522 (4) |
C4—H4A | 0.9300 | C17—H17A | 0.9700 |
C5—C12 | 1.405 (3) | C17—H17B | 0.9700 |
C5—C6 | 1.431 (3) | ||
O1—Cu1—N1 | 161.39 (8) | C6—C7—H7A | 119.4 |
O1—Cu1—N2 | 101.36 (8) | C8—C7—H7A | 119.4 |
N1—Cu1—N2 | 82.83 (7) | C9—C8—C13 | 116.9 (2) |
O1—Cu1—O2 | 61.94 (7) | C9—C8—C7 | 124.0 (2) |
N1—Cu1—O2 | 102.66 (7) | C13—C8—C7 | 119.2 (2) |
N2—Cu1—O2 | 137.23 (7) | C10—C9—C8 | 119.9 (2) |
O1—Cu1—Cl1 | 96.12 (7) | C10—C9—H9A | 120.0 |
N1—Cu1—Cl1 | 98.76 (5) | C8—C9—H9A | 120.0 |
N2—Cu1—Cl1 | 113.64 (5) | C9—C10—C11 | 120.8 (2) |
O2—Cu1—Cl1 | 107.42 (6) | C9—C10—H10A | 119.6 |
O1—Cu1—C15 | 30.94 (8) | C11—C10—H10A | 119.6 |
N1—Cu1—C15 | 133.12 (8) | N2—C11—C10 | 120.6 (2) |
N2—Cu1—C15 | 123.50 (7) | N2—C11—C14 | 119.9 (2) |
O2—Cu1—C15 | 31.02 (7) | C10—C11—C14 | 119.4 (2) |
Cl1—Cu1—C15 | 102.89 (6) | N1—C12—C5 | 122.8 (2) |
C15—O1—Cu1 | 94.03 (14) | N1—C12—C13 | 117.21 (18) |
C15—O2—Cu1 | 85.77 (14) | C5—C12—C13 | 120.03 (19) |
C2—N1—C12 | 119.00 (18) | N2—C13—C8 | 122.7 (2) |
C2—N1—Cu1 | 128.64 (14) | N2—C13—C12 | 117.76 (18) |
C12—N1—Cu1 | 112.34 (14) | C8—C13—C12 | 119.5 (2) |
C11—N2—C13 | 118.94 (18) | C11—C14—H14A | 109.5 |
C11—N2—Cu1 | 131.36 (15) | C11—C14—H14B | 109.5 |
C13—N2—Cu1 | 109.67 (14) | H14A—C14—H14B | 109.5 |
C2—C1—H1A | 109.5 | C11—C14—H14C | 109.5 |
C2—C1—H1B | 109.5 | H14A—C14—H14C | 109.5 |
H1A—C1—H1B | 109.5 | H14B—C14—H14C | 109.5 |
C2—C1—H1C | 109.5 | O1—C15—O2 | 118.2 (2) |
H1A—C1—H1C | 109.5 | O1—C15—C16 | 121.1 (2) |
H1B—C1—H1C | 109.5 | O2—C15—C16 | 120.7 (2) |
N1—C2—C3 | 121.1 (2) | O1—C15—Cu1 | 55.02 (11) |
N1—C2—C1 | 118.6 (2) | O2—C15—Cu1 | 63.21 (12) |
C3—C2—C1 | 120.3 (2) | C16—C15—Cu1 | 175.82 (19) |
C4—C3—C2 | 120.5 (2) | C15—C16—C17 | 111.4 (2) |
C4—C3—H3A | 119.8 | C15—C16—H16A | 109.3 |
C2—C3—H3A | 119.8 | C17—C16—H16A | 109.3 |
C3—C4—C5 | 119.6 (2) | C15—C16—H16B | 109.3 |
C3—C4—H4A | 120.2 | C17—C16—H16B | 109.3 |
C5—C4—H4A | 120.2 | H16A—C16—H16B | 108.0 |
C12—C5—C4 | 117.1 (2) | C16—C17—C17i | 112.8 (3) |
C12—C5—C6 | 119.1 (2) | C16—C17—H17A | 109.0 |
C4—C5—C6 | 123.9 (2) | C17i—C17—H17A | 109.0 |
C7—C6—C5 | 121.0 (2) | C16—C17—H17B | 109.0 |
C7—C6—H6A | 119.5 | C17i—C17—H17B | 109.0 |
C5—C6—H6A | 119.5 | H17A—C17—H17B | 107.8 |
C6—C7—C8 | 121.3 (2) | ||
N1—Cu1—O1—C15 | −38.0 (3) | Cu1—N2—C11—C10 | −176.62 (16) |
N2—Cu1—O1—C15 | −139.42 (16) | C13—N2—C11—C14 | −177.2 (2) |
O2—Cu1—O1—C15 | −1.57 (15) | Cu1—N2—C11—C14 | 4.9 (3) |
Cl1—Cu1—O1—C15 | 104.93 (16) | C9—C10—C11—N2 | −0.7 (3) |
O1—Cu1—O2—C15 | 1.57 (15) | C9—C10—C11—C14 | 177.8 (2) |
N1—Cu1—O2—C15 | 170.36 (14) | C2—N1—C12—C5 | 0.9 (3) |
N2—Cu1—O2—C15 | 77.24 (17) | Cu1—N1—C12—C5 | −177.71 (15) |
Cl1—Cu1—O2—C15 | −86.10 (14) | C2—N1—C12—C13 | −178.83 (18) |
O1—Cu1—N1—C2 | 73.7 (3) | Cu1—N1—C12—C13 | 2.6 (2) |
N2—Cu1—N1—C2 | 178.06 (19) | C4—C5—C12—N1 | −0.8 (3) |
O2—Cu1—N1—C2 | 41.17 (19) | C6—C5—C12—N1 | −179.89 (18) |
Cl1—Cu1—N1—C2 | −69.01 (18) | C4—C5—C12—C13 | 178.88 (18) |
C15—Cu1—N1—C2 | 48.0 (2) | C6—C5—C12—C13 | −0.2 (3) |
O1—Cu1—N1—C12 | −107.9 (3) | C11—N2—C13—C8 | −0.8 (3) |
N2—Cu1—N1—C12 | −3.54 (13) | Cu1—N2—C13—C8 | 177.45 (15) |
O2—Cu1—N1—C12 | −140.44 (14) | C11—N2—C13—C12 | 178.03 (18) |
Cl1—Cu1—N1—C12 | 109.38 (13) | Cu1—N2—C13—C12 | −3.7 (2) |
C15—Cu1—N1—C12 | −133.65 (14) | C9—C8—C13—N2 | −0.1 (3) |
O1—Cu1—N2—C11 | −16.5 (2) | C7—C8—C13—N2 | 178.90 (19) |
N1—Cu1—N2—C11 | −178.10 (19) | C9—C8—C13—C12 | −178.96 (19) |
O2—Cu1—N2—C11 | −77.2 (2) | C7—C8—C13—C12 | 0.1 (3) |
Cl1—Cu1—N2—C11 | 85.45 (18) | N1—C12—C13—N2 | 0.9 (3) |
C15—Cu1—N2—C11 | −40.1 (2) | C5—C12—C13—N2 | −178.83 (17) |
O1—Cu1—N2—C13 | 165.52 (14) | N1—C12—C13—C8 | 179.77 (18) |
N1—Cu1—N2—C13 | 3.90 (13) | C5—C12—C13—C8 | 0.1 (3) |
O2—Cu1—N2—C13 | 104.81 (15) | Cu1—O1—C15—O2 | 2.7 (3) |
Cl1—Cu1—N2—C13 | −92.56 (13) | Cu1—O1—C15—C16 | −178.10 (19) |
C15—Cu1—N2—C13 | 141.87 (13) | Cu1—O2—C15—O1 | −2.5 (2) |
C12—N1—C2—C3 | −0.1 (3) | Cu1—O2—C15—C16 | 178.3 (2) |
Cu1—N1—C2—C3 | 178.24 (15) | N1—Cu1—C15—O1 | 164.38 (16) |
C12—N1—C2—C1 | −179.73 (19) | N2—Cu1—C15—O1 | 49.88 (19) |
Cu1—N1—C2—C1 | −1.4 (3) | O2—Cu1—C15—O1 | 177.3 (2) |
N1—C2—C3—C4 | −0.8 (3) | Cl1—Cu1—C15—O1 | −80.26 (17) |
C1—C2—C3—C4 | 178.9 (2) | O1—Cu1—C15—O2 | −177.3 (2) |
C2—C3—C4—C5 | 0.8 (3) | N1—Cu1—C15—O2 | −12.93 (19) |
C3—C4—C5—C12 | 0.0 (3) | N2—Cu1—C15—O2 | −127.43 (14) |
C3—C4—C5—C6 | 179.0 (2) | Cl1—Cu1—C15—O2 | 102.43 (14) |
C12—C5—C6—C7 | 0.2 (3) | O1—Cu1—C15—C16 | 23 (2) |
C4—C5—C6—C7 | −178.8 (2) | N1—Cu1—C15—C16 | −173 (2) |
C5—C6—C7—C8 | −0.1 (3) | N2—Cu1—C15—C16 | 73 (2) |
C6—C7—C8—C9 | 178.9 (2) | O2—Cu1—C15—C16 | −160 (2) |
C6—C7—C8—C13 | 0.0 (3) | Cl1—Cu1—C15—C16 | −57 (2) |
C13—C8—C9—C10 | 0.7 (3) | O1—C15—C16—C17 | −108.1 (3) |
C7—C8—C9—C10 | −178.3 (2) | O2—C15—C16—C17 | 71.1 (3) |
C8—C9—C10—C11 | −0.3 (4) | Cu1—C15—C16—C17 | −130 (2) |
C13—N2—C11—C10 | 1.2 (3) | C15—C16—C17—C17i | −177.2 (3) |
Symmetry code: (i) −x−1, −y, −z. |
Experimental details
Crystal data | |
Chemical formula | [Cu2(C6H8O4)2Cl2(C14H12N2)2Cl2]·2H2O |
Mr | 794.65 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 8.2277 (5), 14.9414 (9), 14.3046 (7) |
β (°) | 110.639 (3) |
V (Å3) | 1645.65 (16) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.51 |
Crystal size (mm) | 0.36 × 0.23 × 0.16 |
Data collection | |
Diffractometer | Siemens SMART 1000 CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.613, 0.795 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9115, 3224, 2968 |
Rint | 0.012 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.092, 1.16 |
No. of reflections | 3224 |
No. of parameters | 217 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.41, −0.32 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXTL (Sheldrick, 1997), SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).
Cu1—O1 | 1.9828 (17) | Cu1—O2 | 2.1606 (17) |
Cu1—N1 | 1.9966 (17) | Cu1—Cl1 | 2.3502 (7) |
Cu1—N2 | 2.0685 (17) |
In our ongoing studies of adipate–metal complexes, the title compound, (I), was obtained. The present X-ray crystallographic analysis was undertaken in order to establish the stereochemistry of (I).
The binuclear copper complex in (I) possesses a crystallographically imposed centre of symmetry (Fig. 1). Each CuII atom is five-coordinated by two N atoms from one 9,10-dimethyl-phenanthroline ligand, two O atoms from one adipate anion and one Cl atom (Table 1). This CuO2N2Cl coordination forms a distorted tetragonal–pyramidal geometry. The axial position is occupied by the Cl atom, with a Cu—Cl distance of 2.350 (1) Å. The N and O atoms form the square plane.
In the crystal structure (Fig. 2), the short interplanar distances of 3.328 and 3.371 Å between the mean planes of neighbouring phenanthroline moieties suggest strong π···π interactions. The distances between the centroids of rings N1/C2–C5/C12 (Cg1), N2/C8–C11/C13 (Cg2) and C5–C8/C12/C13 (Cg3) are Cg1···Cg2i = 3.562 (1), Cg1···Cg3ii = 3.685 (1) and Cg2···Cg3i = 3.609 (1) Å [symmetry codes: (i) −1 − x, −y, −1 − z; (ii) −x, −y, −1 − z]. The molecules of (I) form stacks via these π–π interactions, which are arranged in layers parallel to the ac plane. There are two types of layer, which differ in the direction of the normal to the phenanthroline moieties. The crystal structure is built up from alternating layers of these two types.