supplementary materials
Aquabis(2-iodoacetato-![[kappa]](/logos/entities/kappa_rmgif.gif)
O)(1,10-phenanthroline-2N,N')copper(II)
The reaction was carried out by the solvothermal method. 2-iodoacetic acid(0.372 g,2 mmol) and cupric acetate(0.199 g, 1 mmol) and 1,10-phenanthroline(0.180 g,
1 mmol) were added to the airtight vessel with 20 ml water. The resulting
green solution was filtered. The filtrate was placed for sevaral days yielding
blue block-shaped crystals.
The yield is 81%. Elemental analysis: calc. for C16H14CuI2N2O5: C
30.42, H 2.23, N 4.43; found: C 30.15, H 2.49, N 4.22. The elemental analyses
were performed with PERKIN ELMER MODEL 2400 SERIES II.
All the H atoms were found in Fourier map, but placed in idealized
positions(C—H 0.93–0.97 Å, O—H 0.85 Å), with the Uiso(H)
values were set at 1.2Ueq(C,O) of the parent atoms.
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Aquabis(2-iodoacetato-
κO)(1,10-phenanthroline-
κ2N,
N')copper(II)
top
Crystal data top
| [Cu(C2H2IO2)2(C12H8N2)(H2O)] | Z = 2 |
| Mr = 631.63 | F(000) = 598 |
| Triclinic, P1 | Dx = 2.229 Mg m−3 |
| a = 9.5156 (11) Å | Mo Kα radiation, λ = 0.71073 Å |
| b = 10.6293 (12) Å | Cell parameters from 3047 reflections |
| c = 11.3441 (13) Å | θ = 2.6–28.1° |
| α = 65.803 (2)° | µ = 4.47 mm−1 |
| β = 65.598 (2)° | T = 273 K |
| γ = 72.451 (2)° | Block, blue |
| V = 940.94 (19) Å3 | 0.26 × 0.23 × 0.21 mm |
Data collection top
Bruker APEXII
diffractometer | 3305 independent reflections |
| Radiation source: fine-focus sealed tube | 2934 reflections with I > 2σ(I) |
| graphite | Rint = 0.016 |
| φ and ω scans | θmax = 25.1°, θmin = 2.1° |
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996) | h = −11→11 |
| Tmin = 0.389, Tmax = 0.454 | k = −12→10 |
| 4948 measured reflections | l = −13→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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.104 | H-atom parameters constrained |
| S = 1.01 | w = 1/[σ2(Fo2) + (0.056P)2 + 3.6149P]
where P = (Fo2 + 2Fc2)/3 |
| 3305 reflections | (Δ/σ)max < 0.001 |
| 237 parameters | Δρmax = 1.53 e Å−3 |
| 3 restraints | Δρmin = −1.68 e Å−3 |
Crystal data top
| [Cu(C2H2IO2)2(C12H8N2)(H2O)] | γ = 72.451 (2)° |
| Mr = 631.63 | V = 940.94 (19) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 9.5156 (11) Å | Mo Kα radiation |
| b = 10.6293 (12) Å | µ = 4.47 mm−1 |
| c = 11.3441 (13) Å | T = 273 K |
| α = 65.803 (2)° | 0.26 × 0.23 × 0.21 mm |
| β = 65.598 (2)° | |
Data collection top
Bruker APEXII
diffractometer | 2934 reflections with I > 2σ(I) |
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996) | Rint = 0.016 |
| Tmin = 0.389, Tmax = 0.454 | θmax = 25.1° |
| 4948 measured reflections | Standard reflections: 0 |
| 3305 independent reflections | |
Refinement top
| R[F2 > 2σ(F2)] = 0.038 | H-atom parameters constrained |
| wR(F2) = 0.104 | Δρmax = 1.53 e Å−3 |
| S = 1.01 | Δρmin = −1.68 e Å−3 |
| 3305 reflections | Absolute structure: ? |
| 237 parameters | Flack parameter: ? |
| 3 restraints | Rogers parameter: ? |
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| | x | y | z | Uiso*/Ueq | |
| Cu2 | 0.76967 (7) | 0.67482 (6) | 0.13753 (6) | 0.02670 (17) | |
| I1 | 0.95532 (7) | 0.21497 (5) | 0.43653 (6) | 0.06644 (19) | |
| I2 | 0.43146 (5) | 0.18948 (4) | 0.45215 (4) | 0.04345 (15) | |
| N1 | 0.6118 (5) | 0.8490 (4) | 0.1546 (4) | 0.0255 (9) | |
| N2 | 0.9024 (5) | 0.8189 (4) | −0.0095 (4) | 0.0280 (9) | |
| O1 | 0.7777 (4) | 0.6019 (4) | −0.0268 (4) | 0.0341 (9) | |
| H1C | 0.8711 | 0.5671 | −0.0635 | 0.031 (15)* | |
| H1B | 0.7272 | 0.5340 | 0.0231 | 0.06 (2)* | |
| O2 | 0.6142 (4) | 0.5607 (4) | 0.2794 (4) | 0.0359 (9) | |
| O3 | 0.6083 (7) | 0.4189 (6) | 0.1825 (5) | 0.0661 (15) | |
| O4 | 0.9474 (4) | 0.5270 (4) | 0.1793 (4) | 0.0329 (8) | |
| O5 | 0.8852 (5) | 0.6118 (4) | 0.3468 (4) | 0.0429 (10) | |
| C1 | 0.4672 (6) | 0.8592 (6) | 0.2411 (5) | 0.0307 (11) | |
| H1A | 0.4265 | 0.7782 | 0.3029 | 0.037* | |
| C2 | 0.3740 (7) | 0.9891 (6) | 0.2417 (6) | 0.0382 (13) | |
| H2 | 0.2725 | 0.9934 | 0.3032 | 0.046* | |
| C3 | 0.4311 (7) | 1.1090 (6) | 0.1529 (6) | 0.0382 (13) | |
| H3 | 0.3693 | 1.1954 | 0.1536 | 0.046* | |
| C4 | 0.5840 (6) | 1.1012 (5) | 0.0602 (6) | 0.0302 (11) | |
| C5 | 0.6710 (6) | 0.9677 (5) | 0.0657 (5) | 0.0241 (10) | |
| C6 | 0.8265 (6) | 0.9512 (5) | −0.0244 (5) | 0.0249 (10) | |
| C7 | 0.8936 (6) | 1.0689 (6) | −0.1235 (5) | 0.0305 (11) | |
| C8 | 1.0481 (7) | 1.0437 (6) | −0.2087 (6) | 0.0380 (13) | |
| H8 | 1.0990 | 1.1181 | −0.2742 | 0.046* | |
| C9 | 1.1228 (7) | 0.9109 (6) | −0.1952 (6) | 0.0392 (13) | |
| H9 | 1.2240 | 0.8936 | −0.2535 | 0.047* | |
| C10 | 1.0475 (6) | 0.8002 (6) | −0.0934 (6) | 0.0356 (12) | |
| H10 | 1.1012 | 0.7096 | −0.0841 | 0.043* | |
| C11 | 0.8014 (8) | 1.2041 (6) | −0.1279 (7) | 0.0432 (14) | |
| H11 | 0.8440 | 1.2830 | −0.1935 | 0.052* | |
| C12 | 0.6551 (7) | 1.2204 (6) | −0.0396 (6) | 0.0381 (13) | |
| H12 | 0.5997 | 1.3098 | −0.0436 | 0.046* | |
| C13 | 0.5693 (6) | 0.4601 (6) | 0.2801 (6) | 0.0336 (12) | |
| C14 | 0.4522 (9) | 0.3957 (7) | 0.4171 (7) | 0.0550 (19) | |
| H14A | 0.3507 | 0.4539 | 0.4228 | 0.066* | |
| H14B | 0.4825 | 0.3950 | 0.4891 | 0.066* | |
| C15 | 0.9541 (6) | 0.5230 (5) | 0.2913 (5) | 0.0293 (11) | |
| C16 | 1.0576 (7) | 0.3988 (6) | 0.3569 (6) | 0.0354 (12) | |
| H16A | 1.0700 | 0.4144 | 0.4303 | 0.043* | |
| H16B | 1.1602 | 0.3872 | 0.2894 | 0.043* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Cu2 | 0.0264 (3) | 0.0205 (3) | 0.0253 (3) | −0.0018 (2) | −0.0022 (3) | −0.0080 (2) |
| I1 | 0.0913 (4) | 0.0355 (3) | 0.0650 (3) | −0.0196 (2) | −0.0323 (3) | 0.0035 (2) |
| I2 | 0.0464 (3) | 0.0329 (2) | 0.0460 (3) | −0.01190 (17) | −0.00496 (18) | −0.01484 (18) |
| N1 | 0.028 (2) | 0.025 (2) | 0.022 (2) | −0.0010 (17) | −0.0070 (17) | −0.0096 (17) |
| N2 | 0.029 (2) | 0.026 (2) | 0.026 (2) | −0.0039 (18) | −0.0058 (18) | −0.0100 (18) |
| O1 | 0.036 (2) | 0.032 (2) | 0.0267 (19) | 0.0013 (18) | −0.0049 (16) | −0.0137 (17) |
| O2 | 0.040 (2) | 0.031 (2) | 0.031 (2) | −0.0118 (17) | 0.0021 (17) | −0.0139 (16) |
| O3 | 0.093 (4) | 0.070 (3) | 0.038 (3) | −0.050 (3) | 0.012 (2) | −0.030 (2) |
| O4 | 0.034 (2) | 0.0286 (19) | 0.0270 (19) | 0.0040 (16) | −0.0075 (16) | −0.0095 (16) |
| O5 | 0.049 (2) | 0.034 (2) | 0.044 (2) | −0.0013 (19) | −0.0081 (19) | −0.0224 (19) |
| C1 | 0.028 (3) | 0.035 (3) | 0.024 (3) | −0.003 (2) | −0.003 (2) | −0.012 (2) |
| C2 | 0.031 (3) | 0.046 (3) | 0.032 (3) | 0.003 (3) | −0.007 (2) | −0.018 (3) |
| C3 | 0.036 (3) | 0.037 (3) | 0.043 (3) | 0.009 (2) | −0.019 (3) | −0.019 (3) |
| C4 | 0.034 (3) | 0.027 (3) | 0.037 (3) | −0.001 (2) | −0.019 (2) | −0.013 (2) |
| C5 | 0.031 (3) | 0.022 (2) | 0.025 (2) | −0.002 (2) | −0.014 (2) | −0.009 (2) |
| C6 | 0.025 (3) | 0.025 (3) | 0.025 (2) | 0.000 (2) | −0.010 (2) | −0.010 (2) |
| C7 | 0.035 (3) | 0.029 (3) | 0.030 (3) | −0.011 (2) | −0.013 (2) | −0.006 (2) |
| C8 | 0.040 (3) | 0.042 (3) | 0.032 (3) | −0.020 (3) | −0.010 (2) | −0.005 (2) |
| C9 | 0.031 (3) | 0.049 (4) | 0.032 (3) | −0.010 (3) | −0.001 (2) | −0.016 (3) |
| C10 | 0.032 (3) | 0.038 (3) | 0.031 (3) | −0.002 (2) | −0.002 (2) | −0.017 (2) |
| C11 | 0.055 (4) | 0.024 (3) | 0.051 (4) | −0.013 (3) | −0.025 (3) | −0.001 (3) |
| C12 | 0.042 (3) | 0.025 (3) | 0.050 (4) | −0.002 (2) | −0.022 (3) | −0.010 (3) |
| C13 | 0.033 (3) | 0.030 (3) | 0.031 (3) | −0.010 (2) | −0.001 (2) | −0.010 (2) |
| C14 | 0.071 (5) | 0.048 (4) | 0.039 (4) | −0.034 (4) | 0.013 (3) | −0.022 (3) |
| C15 | 0.029 (3) | 0.024 (3) | 0.028 (3) | −0.007 (2) | −0.002 (2) | −0.007 (2) |
| C16 | 0.040 (3) | 0.034 (3) | 0.033 (3) | −0.003 (2) | −0.015 (3) | −0.010 (2) |
Geometric parameters (Å, °) top
| Cu2—O2 | 1.940 (4) | C3—C4 | 1.402 (8) |
| Cu2—O4 | 2.000 (4) | C3—H3 | 0.9300 |
| Cu2—O5 | 2.775 (4) | C4—C5 | 1.402 (7) |
| Cu2—N2 | 2.013 (4) | C4—C12 | 1.433 (8) |
| Cu2—N1 | 2.024 (4) | C5—C6 | 1.416 (7) |
| Cu2—O1 | 2.261 (4) | C6—C7 | 1.404 (7) |
| I1—C16 | 2.134 (6) | C7—C8 | 1.403 (8) |
| I2—I2i | 3.6772 (9) | C7—C11 | 1.434 (8) |
| I2—C14 | 2.117 (6) | C8—C9 | 1.352 (8) |
| N1—C1 | 1.322 (6) | C8—H8 | 0.9300 |
| N1—C5 | 1.357 (6) | C9—C10 | 1.394 (8) |
| N2—C10 | 1.325 (7) | C9—H9 | 0.9300 |
| N2—C6 | 1.349 (6) | C10—H10 | 0.9300 |
| O1—H1C | 0.8500 | C11—C12 | 1.348 (9) |
| O1—H1B | 0.8500 | C11—H11 | 0.9300 |
| O2—C13 | 1.262 (7) | C12—H12 | 0.9300 |
| O3—C13 | 1.230 (7) | C13—C14 | 1.511 (8) |
| O4—C15 | 1.282 (6) | C14—H14A | 0.9700 |
| O5—C15 | 1.221 (6) | C14—H14B | 0.9700 |
| C1—C2 | 1.399 (8) | C15—C16 | 1.510 (7) |
| C1—H1A | 0.9300 | C16—H16A | 0.9700 |
| C2—C3 | 1.359 (9) | C16—H16B | 0.9700 |
| C2—H2 | 0.9300 | | |
| | | |
| Cg1···Cg3ii | 3.505 (6) | Cg2···Cg4iii | 3.634 (6) |
| Cg1···Cg4iii | 3.584 (6) | I2···I2i | 3.6772 (9) |
| Cg2···Cg3ii | 3.625 (6) | | |
| | | |
| O2—Cu2—O4 | 92.78 (16) | C7—C6—C5 | 120.1 (4) |
| O2—Cu2—N2 | 170.83 (17) | C8—C7—C6 | 116.6 (5) |
| O4—Cu2—N2 | 96.04 (17) | C8—C7—C11 | 125.3 (5) |
| O2—Cu2—N1 | 89.71 (17) | C6—C7—C11 | 118.1 (5) |
| O4—Cu2—N1 | 153.55 (16) | C9—C8—C7 | 119.8 (5) |
| N2—Cu2—N1 | 81.29 (17) | C9—C8—H8 | 120.1 |
| O2—Cu2—O1 | 93.26 (15) | C7—C8—H8 | 120.1 |
| O4—Cu2—O1 | 92.60 (14) | C8—C9—C10 | 119.7 (5) |
| N2—Cu2—O1 | 88.81 (16) | C8—C9—H9 | 120.2 |
| N1—Cu2—O1 | 113.56 (15) | C10—C9—H9 | 120.2 |
| C1—N1—C5 | 118.9 (4) | N2—C10—C9 | 122.7 (5) |
| C1—N1—Cu2 | 128.7 (4) | N2—C10—H10 | 118.7 |
| C5—N1—Cu2 | 112.3 (3) | C9—C10—H10 | 118.7 |
| C10—N2—C6 | 117.8 (5) | C12—C11—C7 | 122.0 (5) |
| C10—N2—Cu2 | 129.0 (4) | C12—C11—H11 | 119.0 |
| C6—N2—Cu2 | 113.1 (3) | C7—C11—H11 | 119.0 |
| Cu2—O1—H1C | 109.3 | C11—C12—C4 | 120.6 (5) |
| Cu2—O1—H1B | 99.7 | C11—C12—H12 | 119.7 |
| H1C—O1—H1B | 106.6 | C4—C12—H12 | 119.7 |
| C13—O2—Cu2 | 130.1 (3) | O3—C13—O2 | 126.2 (5) |
| C15—O4—Cu2 | 108.2 (3) | O3—C13—C14 | 122.0 (5) |
| N1—C1—C2 | 121.5 (5) | O2—C13—C14 | 111.7 (5) |
| N1—C1—H1A | 119.2 | C13—C14—I2 | 113.9 (4) |
| C2—C1—H1A | 119.2 | C13—C14—H14A | 108.8 |
| C3—C2—C1 | 120.4 (5) | I2—C14—H14A | 108.8 |
| C3—C2—H2 | 119.8 | C13—C14—H14B | 108.8 |
| C1—C2—H2 | 119.8 | I2—C14—H14B | 108.8 |
| C2—C3—C4 | 119.3 (5) | H14A—C14—H14B | 107.7 |
| C2—C3—H3 | 120.4 | O5—C15—O4 | 125.0 (5) |
| C4—C3—H3 | 120.4 | O5—C15—C16 | 118.5 (5) |
| C5—C4—C3 | 117.3 (5) | O4—C15—C16 | 116.5 (4) |
| C5—C4—C12 | 118.6 (5) | C15—C16—I1 | 109.7 (4) |
| C3—C4—C12 | 124.1 (5) | C15—C16—H16A | 109.7 |
| N1—C5—C4 | 122.6 (5) | I1—C16—H16A | 109.7 |
| N1—C5—C6 | 116.8 (4) | C15—C16—H16B | 109.7 |
| C4—C5—C6 | 120.6 (5) | I1—C16—H16B | 109.7 |
| N2—C6—C7 | 123.4 (5) | H16A—C16—H16B | 108.2 |
| N2—C6—C5 | 116.5 (4) | | |
| Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+2, −y+2, −z; (iii) −x+1, −y+2, −z. |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1—H1B···O3 | 0.85 | 1.84 | 2.639 (6) | 156 |
| O1—H1C···O4iv | 0.85 | 1.97 | 2.785 (5) | 161 |
| C3—H3···O1iii | 0.93 | 2.44 | 3.240 (7) | 144 |
| C11—H11···O5ii | 0.93 | 2.71 | 3.508 (8) | 144 |
| C10—H10···O3iv | 0.93 | 2.68 | 3.431 (8) | 138 |
| C14—H14B···O2v | 0.97 | 2.59 | 3.436 (8) | 146 |
| C14—H14A···O5v | 0.97 | 2.64 | 3.219 (8) | 119 |
| Symmetry codes: (iv) −x+2, −y+1, −z; (iii) −x+1, −y+2, −z; (ii) −x+2, −y+2, −z; (v) −x+1, −y+1, −z+1. |
Table 1
Selected geometric parameters (Å) top| Cg1···Cg3i | 3.505 (6) | Cg2···Cg4ii | 3.634 (6) |
| Cg1···Cg4ii | 3.584 (6) | I2···I2iii | 3.6772 (9) |
| Cg2···Cg3i | 3.625 (6) | | |
| Symmetry codes: (i) −x+2, −y+2, −z; (ii) −x+1, −y+2, −z; (iii) −x+1, −y, −z+1. |
Table 2
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1—H1B···O3 | 0.85 | 1.84 | 2.639 (6) | 156 |
| O1—H1C···O4iv | 0.85 | 1.97 | 2.785 (5) | 161 |
| C3—H3···O1ii | 0.93 | 2.44 | 3.240 (7) | 144 |
| C11—H11···O5i | 0.93 | 2.71 | 3.508 (8) | 144 |
| C10—H10···O3iv | 0.93 | 2.68 | 3.431 (8) | 138 |
| C14—H14B···O2v | 0.97 | 2.59 | 3.436 (8) | 146 |
| C14—H14A···O5v | 0.97 | 2.64 | 3.219 (8) | 119 |
| Symmetry codes: (iv) −x+2, −y+1, −z; (ii) −x+1, −y+2, −z; (i) −x+2, −y+2, −z; (v) −x+1, −y+1, −z+1. |
The authors thank the Postgraduate Foundation of Taishan University (grant No.
Y07-2-15) for financial support.
Liu, J.-W., Zhu, B., Tian, Y. & Gu, C.-S. (2006). Acta Cryst. E62, m2030–m2032.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. If diffractometer is APEXII software should be APEX2instead of SMART, in which case please provide appropriate reference. Or was a different diffractometer used with SMARTsoftware?
O hydrogen bonds link the molecules into centrosymmetric dimers, which are further packed by ![[pi]](/logos/entities/pi_rmgif.gif)
-![[Figure 1]](./cv2511fig1thm.gif)
Metal complexes with carboxylates are among the most investigated complexes in the field of coordination chemistry. Due to their versatile bonding modes with metal ions, they have also been used in the synthesis of mononuclear monomeric and polymeric complexes (Liu et al., 2006). In order to develop some new topological structures, we study the reaction of the copper(II) ion and 2-iodoacetic acid with the presence of 1,10-phenanthroline.
The molecular structure of the title complex is shown in Fig.1. The Cu atom exhibits a six-coordinated distorted octahedral pyramidal geometry with two carboxyl O atoms from (Cu2—O4 2.000 (4) Å, Cu2—O5 2.775 (4) Å), a water molecule (Cu—O 2.261 (4) Å) and a nitrogen atom (Cu2—N2 2.024 (4) Å) occupying the equatorial planar position. A nitrogen atom N2 (Cu2—N2 2.013 (4) Å) and a carboxyl O atom (Cu2—O2 1.940 (4) Å) occupy the apical positions. The displacement of the metal atom from the basal plane is 0.0640 (2) Å. The crystal packing exhibits short intermolecular I···I contacts (Table 1) and weak C—H···O hydrogen bonds (Table 2).