In the title compound, [Cu(C
2Cl
3O
2)
2(C
12H
8N
2)(H
2O)], the copper(II) ion is five-coordinated by four basal atoms (two N atoms from a 1,10-phenanthroline molecule and two O atoms from two trichloroacetate anions) and one axial aqua molecule, in a distorted square-pyramidal coordination geometry. Moreover, two adjacent mononuclear units are associated by intra- and intermolecular O—H
O hydrogen bonds to form a grid dimer. The hydrogen-bonding pattern could be described in graph-set terminology as
R11(6)
R12(8).
Supporting information
CCDC reference: 283751
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.013 Å
- R factor = 0.083
- wR factor = 0.167
- Data-to-parameter ratio = 14.1
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for O4
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C2
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.70 Ratio
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C4
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 13
PLAT431_ALERT_2_C Short Inter HL..A Contact Cl3 .. O4 .. 3.10 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact Cl6 .. C12 .. 3.23 Ang.
PLAT731_ALERT_1_C Bond Calc 0.83(5), Rep 0.824(19) ...... 2.63 su-Rat
O5 -H5A 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.82(5), Rep 0.82(2) ...... 2.50 su-Rat
O5 -H5B 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.83(5), Rep 0.824(19) ...... 2.63 su-Rat
O5 -H5A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.82(5), Rep 0.82(2) ...... 2.50 su-Rat
O5 -H5B 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.82(5), Rep 0.82(2) ...... 2.50 su-Rat
O5 -H5B 1.555 1.555
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
12 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
8 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
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: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.
Aqua(1,10-phenanthroline)bis(trichloroacetato)copper(II)
top
Crystal data top
[Cu(C2Cl3O2)2(C12H8N2)(H2O)] | F(000) = 1164 |
Mr = 586.51 | Dx = 1.763 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3444 reflections |
a = 11.8410 (7) Å | θ = 2.3–24.2° |
b = 12.5940 (8) Å | µ = 1.75 mm−1 |
c = 17.8365 (8) Å | T = 298 K |
β = 123.817 (3)° | Prism, blue |
V = 2209.9 (2) Å3 | 0.22 × 0.15 × 0.12 mm |
Z = 4 | |
Data collection top
Bruker APEX area-detector diffractometer | 3892 independent reflections |
Radiation source: fine-focus sealed tube | 3535 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
φ and ω scans | θmax = 25.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −14→14 |
Tmin = 0.700, Tmax = 0.818 | k = −14→14 |
20876 measured reflections | l = −21→21 |
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)] = 0.083 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.167 | H-atom parameters constrained |
S = 1.31 | w = 1/[σ2(Fo2) + (0.0476P)2 + 6.2996P] where P = (Fo2 + 2Fc2)/3 |
3892 reflections | (Δ/σ)max < 0.001 |
277 parameters | Δρmax = 0.66 e Å−3 |
3 restraints | Δρmin = −0.42 e Å−3 |
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 | |
Cu1 | 0.71560 (7) | 0.99526 (5) | 0.38037 (5) | 0.0369 (2) | |
Cl1 | 0.8873 (3) | 1.3749 (2) | 0.52031 (15) | 0.0975 (9) | |
Cl2 | 0.8834 (3) | 1.3856 (2) | 0.3597 (2) | 0.1105 (10) | |
Cl3 | 0.63702 (19) | 1.36123 (15) | 0.34962 (16) | 0.0760 (7) | |
Cl4 | 0.9491 (2) | 1.04204 (18) | 0.23170 (13) | 0.0689 (6) | |
Cl5 | 0.9596 (2) | 0.81923 (18) | 0.27282 (17) | 0.0804 (7) | |
Cl6 | 0.7519 (3) | 0.8991 (2) | 0.09909 (14) | 0.0905 (8) | |
O1 | 0.7292 (4) | 1.1486 (3) | 0.3757 (3) | 0.0481 (11) | |
O2 | 0.9516 (6) | 1.1762 (4) | 0.4615 (5) | 0.110 (3) | |
O3 | 0.8326 (4) | 0.9638 (3) | 0.3369 (3) | 0.0412 (10) | |
O4 | 0.6415 (5) | 0.9514 (5) | 0.2020 (4) | 0.0748 (16) | |
O5 | 0.8779 (4) | 0.9816 (4) | 0.5281 (3) | 0.0485 (11) | |
H5A | 0.923 (5) | 0.927 (2) | 0.538 (5) | 0.058* | |
H5B | 0.922 (5) | 1.037 (2) | 0.545 (5) | 0.058* | |
N1 | 0.5447 (5) | 1.0151 (4) | 0.3791 (3) | 0.0411 (12) | |
N2 | 0.6713 (5) | 0.8418 (4) | 0.3803 (3) | 0.0392 (12) | |
C1 | 0.8338 (7) | 1.2034 (5) | 0.4171 (5) | 0.0482 (16) | |
C2 | 0.8096 (6) | 1.3252 (5) | 0.4103 (4) | 0.0428 (15) | |
C3 | 0.7627 (6) | 0.9495 (5) | 0.2529 (4) | 0.0389 (14) | |
C4 | 0.8504 (7) | 0.9279 (6) | 0.2149 (5) | 0.0514 (17) | |
C5 | 0.4820 (7) | 1.1034 (6) | 0.3757 (5) | 0.0526 (17) | |
H5 | 0.5153 | 1.1682 | 0.3710 | 0.063* | |
C6 | 0.3665 (8) | 1.1017 (7) | 0.3788 (5) | 0.067 (2) | |
H6 | 0.3228 | 1.1648 | 0.3751 | 0.080* | |
C7 | 0.3185 (7) | 1.0075 (8) | 0.3873 (5) | 0.070 (2) | |
H7 | 0.2441 | 1.0065 | 0.3921 | 0.084* | |
C8 | 0.3804 (7) | 0.9121 (7) | 0.3888 (5) | 0.0579 (19) | |
C9 | 0.3376 (8) | 0.8071 (9) | 0.3948 (6) | 0.077 (3) | |
H9 | 0.2632 | 0.8001 | 0.3992 | 0.092* | |
C10 | 0.4000 (9) | 0.7202 (8) | 0.3944 (6) | 0.078 (3) | |
H10 | 0.3691 | 0.6541 | 0.3989 | 0.093* | |
C11 | 0.5152 (7) | 0.7261 (6) | 0.3871 (4) | 0.0549 (19) | |
C12 | 0.5848 (8) | 0.6393 (6) | 0.3836 (5) | 0.065 (2) | |
H12 | 0.5554 | 0.5709 | 0.3837 | 0.078* | |
C13 | 0.6956 (8) | 0.6538 (6) | 0.3799 (5) | 0.062 (2) | |
H13 | 0.7425 | 0.5960 | 0.3777 | 0.074* | |
C14 | 0.7372 (7) | 0.7574 (5) | 0.3795 (5) | 0.0521 (17) | |
H14 | 0.8142 | 0.7675 | 0.3786 | 0.063* | |
C15 | 0.5628 (6) | 0.8267 (5) | 0.3847 (4) | 0.0416 (15) | |
C16 | 0.4944 (6) | 0.9208 (6) | 0.3847 (4) | 0.0429 (15) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0348 (4) | 0.0297 (4) | 0.0521 (5) | −0.0001 (3) | 0.0278 (4) | −0.0022 (3) |
Cl1 | 0.1070 (19) | 0.0893 (17) | 0.0594 (13) | 0.0143 (14) | 0.0235 (13) | −0.0266 (12) |
Cl2 | 0.142 (2) | 0.0966 (19) | 0.154 (3) | 0.0097 (17) | 0.120 (2) | 0.0365 (18) |
Cl3 | 0.0508 (11) | 0.0416 (10) | 0.0973 (16) | 0.0102 (8) | 0.0174 (11) | 0.0023 (10) |
Cl4 | 0.0629 (12) | 0.0868 (14) | 0.0636 (12) | −0.0231 (10) | 0.0393 (10) | 0.0035 (10) |
Cl5 | 0.0834 (15) | 0.0781 (14) | 0.0992 (16) | 0.0366 (12) | 0.0630 (14) | 0.0127 (12) |
Cl6 | 0.0972 (17) | 0.123 (2) | 0.0445 (11) | −0.0267 (15) | 0.0355 (12) | −0.0218 (12) |
O1 | 0.041 (2) | 0.030 (2) | 0.075 (3) | −0.002 (2) | 0.034 (2) | −0.002 (2) |
O2 | 0.045 (3) | 0.044 (3) | 0.174 (7) | 0.007 (3) | 0.020 (4) | −0.014 (4) |
O3 | 0.036 (2) | 0.047 (2) | 0.046 (3) | −0.0058 (19) | 0.027 (2) | −0.008 (2) |
O4 | 0.033 (3) | 0.112 (5) | 0.064 (3) | 0.012 (3) | 0.018 (3) | 0.017 (3) |
O5 | 0.040 (2) | 0.056 (3) | 0.049 (3) | 0.001 (2) | 0.025 (2) | −0.001 (2) |
N1 | 0.034 (3) | 0.045 (3) | 0.047 (3) | 0.003 (2) | 0.024 (2) | −0.001 (2) |
N2 | 0.034 (3) | 0.035 (3) | 0.048 (3) | −0.004 (2) | 0.023 (2) | 0.000 (2) |
C1 | 0.045 (4) | 0.030 (3) | 0.065 (5) | 0.000 (3) | 0.028 (4) | −0.001 (3) |
C2 | 0.047 (4) | 0.029 (3) | 0.050 (4) | 0.002 (3) | 0.026 (3) | −0.002 (3) |
C3 | 0.031 (3) | 0.034 (3) | 0.050 (4) | 0.005 (3) | 0.022 (3) | 0.011 (3) |
C4 | 0.053 (4) | 0.055 (4) | 0.045 (4) | −0.004 (3) | 0.027 (3) | 0.002 (3) |
C5 | 0.048 (4) | 0.057 (4) | 0.053 (4) | 0.012 (3) | 0.029 (4) | 0.003 (3) |
C6 | 0.047 (4) | 0.086 (6) | 0.071 (5) | 0.024 (4) | 0.034 (4) | 0.001 (4) |
C7 | 0.039 (4) | 0.122 (8) | 0.053 (4) | 0.006 (5) | 0.027 (4) | −0.005 (5) |
C8 | 0.036 (4) | 0.088 (6) | 0.044 (4) | −0.003 (4) | 0.019 (3) | 0.001 (4) |
C9 | 0.043 (4) | 0.115 (8) | 0.074 (6) | −0.027 (5) | 0.033 (4) | 0.005 (5) |
C10 | 0.058 (5) | 0.085 (7) | 0.077 (6) | −0.030 (5) | 0.028 (5) | 0.005 (5) |
C11 | 0.044 (4) | 0.062 (5) | 0.043 (4) | −0.019 (4) | 0.015 (3) | 0.004 (3) |
C12 | 0.072 (5) | 0.040 (4) | 0.058 (5) | −0.021 (4) | 0.020 (4) | 0.000 (3) |
C13 | 0.060 (5) | 0.039 (4) | 0.071 (5) | −0.006 (3) | 0.027 (4) | −0.006 (4) |
C14 | 0.050 (4) | 0.040 (4) | 0.060 (4) | 0.002 (3) | 0.027 (4) | 0.000 (3) |
C15 | 0.038 (3) | 0.046 (4) | 0.038 (3) | −0.014 (3) | 0.019 (3) | −0.003 (3) |
C16 | 0.028 (3) | 0.065 (4) | 0.031 (3) | −0.006 (3) | 0.014 (3) | −0.003 (3) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.943 (4) | C1—C2 | 1.552 (8) |
Cu1—O3 | 1.968 (4) | C3—C4 | 1.548 (9) |
Cu1—N2 | 2.002 (5) | C5—C6 | 1.400 (10) |
Cu1—N1 | 2.027 (5) | C5—H5 | 0.9300 |
Cu1—O5 | 2.243 (5) | C6—C7 | 1.360 (12) |
Cu1—O4 | 2.844 (4) | C6—H6 | 0.9300 |
Cl1—C2 | 1.755 (7) | C7—C8 | 1.400 (11) |
Cl2—C2 | 1.741 (7) | C7—H7 | 0.9300 |
Cl3—C2 | 1.759 (7) | C8—C16 | 1.397 (9) |
Cl4—C4 | 1.770 (7) | C8—C9 | 1.442 (12) |
Cl5—C4 | 1.767 (7) | C9—C10 | 1.323 (13) |
Cl6—C4 | 1.754 (7) | C9—H9 | 0.9300 |
O1—C1 | 1.239 (7) | C10—C11 | 1.443 (11) |
O2—C1 | 1.208 (8) | C10—H10 | 0.9300 |
O3—C3 | 1.257 (7) | C11—C12 | 1.391 (11) |
O4—C3 | 1.198 (7) | C11—C15 | 1.397 (9) |
O5—H5A | 0.824 (19) | C12—C13 | 1.362 (11) |
O5—H5B | 0.82 (2) | C12—H12 | 0.9300 |
N1—C5 | 1.318 (8) | C13—C14 | 1.396 (9) |
N1—C16 | 1.357 (8) | C13—H13 | 0.9300 |
N2—C14 | 1.324 (8) | C14—H14 | 0.9300 |
N2—C15 | 1.344 (8) | C15—C16 | 1.435 (9) |
| | | |
O1—Cu1—O3 | 95.13 (18) | Cl5—C4—Cl4 | 109.3 (4) |
O1—Cu1—N2 | 170.75 (19) | N1—C5—C6 | 121.5 (7) |
O3—Cu1—N2 | 92.70 (19) | N1—C5—H5 | 119.3 |
O1—Cu1—N1 | 89.04 (19) | C6—C5—H5 | 119.3 |
O3—Cu1—N1 | 159.72 (19) | C7—C6—C5 | 119.7 (7) |
N2—Cu1—N1 | 81.9 (2) | C7—C6—H6 | 120.1 |
O1—Cu1—O5 | 95.14 (19) | C5—C6—H6 | 120.1 |
O3—Cu1—O5 | 96.70 (17) | C6—C7—C8 | 120.3 (7) |
N2—Cu1—O5 | 88.83 (19) | C6—C7—H7 | 119.9 |
N1—Cu1—O5 | 102.69 (19) | C8—C7—H7 | 119.9 |
C1—O1—Cu1 | 127.4 (4) | C16—C8—C7 | 116.3 (7) |
C3—O3—Cu1 | 110.9 (4) | C16—C8—C9 | 117.8 (8) |
Cu1—O5—H5A | 110 (5) | C7—C8—C9 | 125.9 (7) |
Cu1—O5—H5B | 109 (5) | C10—C9—C8 | 122.5 (7) |
H5A—O5—H5B | 115 (3) | C10—C9—H9 | 118.7 |
C5—N1—C16 | 118.9 (6) | C8—C9—H9 | 118.7 |
C5—N1—Cu1 | 129.5 (5) | C9—C10—C11 | 121.1 (8) |
C16—N1—Cu1 | 111.5 (4) | C9—C10—H10 | 119.4 |
C14—N2—C15 | 118.4 (6) | C11—C10—H10 | 119.4 |
C14—N2—Cu1 | 128.3 (4) | C12—C11—C15 | 116.9 (7) |
C15—N2—Cu1 | 113.3 (4) | C12—C11—C10 | 125.2 (7) |
O2—C1—O1 | 129.7 (6) | C15—C11—C10 | 117.9 (8) |
O2—C1—C2 | 115.2 (6) | C13—C12—C11 | 120.5 (7) |
O1—C1—C2 | 115.1 (6) | C13—C12—H12 | 119.8 |
C1—C2—Cl2 | 110.4 (5) | C11—C12—H12 | 119.8 |
C1—C2—Cl1 | 107.8 (5) | C12—C13—C14 | 118.6 (7) |
Cl2—C2—Cl1 | 108.8 (4) | C12—C13—H13 | 120.7 |
C1—C2—Cl3 | 113.8 (4) | C14—C13—H13 | 120.7 |
Cl2—C2—Cl3 | 108.3 (4) | N2—C14—C13 | 122.6 (7) |
Cl1—C2—Cl3 | 107.6 (3) | N2—C14—H14 | 118.7 |
O4—C3—O3 | 128.1 (6) | C13—C14—H14 | 118.7 |
O4—C3—C4 | 119.0 (6) | N2—C15—C11 | 123.0 (6) |
O3—C3—C4 | 112.9 (5) | N2—C15—C16 | 116.2 (5) |
C3—C4—Cl6 | 112.6 (5) | C11—C15—C16 | 120.8 (6) |
C3—C4—Cl5 | 109.3 (4) | N1—C16—C8 | 123.3 (7) |
Cl6—C4—Cl5 | 108.6 (4) | N1—C16—C15 | 116.9 (5) |
C3—C4—Cl4 | 108.9 (5) | C8—C16—C15 | 119.8 (6) |
Cl6—C4—Cl4 | 108.1 (4) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O2i | 0.82 (2) | 1.97 (3) | 2.765 (7) | 161 (7) |
O5—H5B···O3i | 0.82 (2) | 2.46 (5) | 2.972 (6) | 121 (5) |
O5—H5B···O2 | 0.82 (2) | 2.45 (6) | 3.056 (9) | 131 (6) |
Symmetry code: (i) −x+2, −y+2, −z+1. |