In the title mononuclear complex, [Cu(C
8H
7O
3)
2(H
2O)], the Cu
II atom is five-coordinated by four O atoms from two 2-formyl-6-methoxyphenolate ligands and one O atom from a water molecule, to form a slightly distorted square-pyramidal coordination geometry. Centrosymmetric dimers are formed through intermolecular O—H
O hydrogen bonds, and these dimers are further linked by weak C—H
O hydrogen bonds to form a three-dimensional network.
Supporting information
CCDC reference: 608451
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.038
- wR factor = 0.109
- Data-to-parameter ratio = 13.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for C6 - C8 .. 5.45 su
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97.
Aquabis(2-formyl-6-methoxyphenolato)copper(II)
top
Crystal data top
[Cu(C8H7O3)2(H2O)] | F(000) = 1576 |
Mr = 383.83 | Dx = 1.571 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 2100 reflections |
a = 15.2947 (12) Å | θ = 1.9–28.7° |
b = 11.7932 (9) Å | µ = 1.38 mm−1 |
c = 17.9949 (14) Å | T = 295 K |
V = 3245.8 (4) Å3 | Block, black |
Z = 8 | 0.24 × 0.22 × 0.18 mm |
Data collection top
Siemens SMART CCD area-detector diffractometer | 2856 independent reflections |
Radiation source: fine-focus sealed tube | 2323 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
φ and ω scans | θmax = 25.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −18→15 |
Tmin = 0.733, Tmax = 0.789 | k = −14→13 |
13485 measured reflections | l = −16→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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.109 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0669P)2 + 0.1633P] where P = (Fo2 + 2Fc2)/3 |
2856 reflections | (Δ/σ)max = 0.035 |
220 parameters | Δρmax = 0.44 e Å−3 |
0 restraints | Δρmin = −0.48 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 | 0.88793 (2) | 0.46558 (3) | 0.916400 (17) | 0.04404 (16) | |
O7 | 0.98855 (12) | 0.60175 (16) | 0.90108 (9) | 0.0477 (5) | |
H7A | 0.9644 | 0.6608 | 0.8884 | 0.057* | |
H7B | 1.0423 | 0.5873 | 0.9083 | 0.057* | |
O5 | 0.86310 (12) | 0.49126 (16) | 1.01967 (9) | 0.0442 (4) | |
O3 | 0.89248 (14) | 0.4162 (2) | 0.81283 (11) | 0.0638 (6) | |
O2 | 0.96339 (12) | 0.34397 (14) | 0.94654 (9) | 0.0449 (4) | |
O6 | 0.79220 (14) | 0.56553 (19) | 0.88458 (12) | 0.0633 (6) | |
C15 | 0.80905 (17) | 0.5641 (2) | 1.04756 (15) | 0.0415 (6) | |
C7 | 1.00391 (18) | 0.2719 (2) | 0.90487 (14) | 0.0432 (6) | |
C10 | 0.80467 (17) | 0.5756 (2) | 1.12641 (15) | 0.0435 (6) | |
C14 | 0.75146 (17) | 0.6334 (2) | 1.00505 (16) | 0.0496 (7) | |
C16 | 0.7479 (2) | 0.6256 (3) | 0.92677 (17) | 0.0593 (8) | |
H16 | 0.7068 | 0.6719 | 0.9037 | 0.071* | |
C6 | 0.99767 (19) | 0.2672 (2) | 0.82606 (15) | 0.0504 (7) | |
C2 | 1.05864 (19) | 0.1889 (2) | 0.93986 (17) | 0.0524 (7) | |
C3 | 1.1039 (2) | 0.1110 (3) | 0.8981 (2) | 0.0676 (9) | |
H3 | 1.1392 | 0.0578 | 0.9216 | 0.081* | |
O4 | 0.85991 (13) | 0.50631 (18) | 1.16397 (10) | 0.0525 (5) | |
O1 | 1.05992 (15) | 0.19723 (17) | 1.01493 (11) | 0.0680 (6) | |
C11 | 0.7489 (2) | 0.6516 (2) | 1.15913 (18) | 0.0596 (8) | |
H11 | 0.7474 | 0.6579 | 1.2106 | 0.072* | |
C8 | 0.9418 (2) | 0.3410 (3) | 0.78774 (16) | 0.0634 (8) | |
H8 | 0.9414 | 0.3329 | 0.7363 | 0.076* | |
C13 | 0.6945 (2) | 0.7108 (3) | 1.0410 (2) | 0.0682 (9) | |
H13 | 0.6572 | 0.7557 | 1.0128 | 0.082* | |
C12 | 0.6938 (2) | 0.7202 (3) | 1.1156 (2) | 0.0733 (10) | |
H12 | 0.6567 | 0.7722 | 1.1384 | 0.088* | |
C1 | 1.1094 (3) | 0.1156 (4) | 1.0560 (2) | 0.0981 (14) | |
H1A | 1.0875 | 0.0409 | 1.0459 | 0.147* | |
H1B | 1.1043 | 0.1312 | 1.1082 | 0.147* | |
H1C | 1.1698 | 0.1199 | 1.0416 | 0.147* | |
C9 | 0.8549 (2) | 0.5037 (4) | 1.24260 (16) | 0.0723 (10) | |
H9A | 0.8671 | 0.5779 | 1.2620 | 0.109* | |
H9B | 0.8969 | 0.4507 | 1.2616 | 0.109* | |
H9C | 0.7972 | 0.4809 | 1.2574 | 0.109* | |
C4 | 1.0975 (2) | 0.1107 (3) | 0.8207 (2) | 0.0773 (11) | |
H4 | 1.1292 | 0.0580 | 0.7933 | 0.093* | |
C5 | 1.0462 (2) | 0.1853 (3) | 0.78550 (18) | 0.0663 (9) | |
H5 | 1.0422 | 0.1835 | 0.7339 | 0.080* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0514 (3) | 0.0488 (2) | 0.0320 (2) | 0.00403 (15) | −0.00396 (13) | 0.00302 (13) |
O7 | 0.0472 (11) | 0.0518 (11) | 0.0441 (10) | 0.0073 (9) | −0.0020 (9) | 0.0078 (9) |
O5 | 0.0495 (11) | 0.0495 (10) | 0.0336 (10) | 0.0124 (9) | 0.0008 (8) | 0.0011 (8) |
O3 | 0.0813 (16) | 0.0762 (15) | 0.0338 (11) | 0.0113 (12) | −0.0111 (9) | −0.0037 (11) |
O2 | 0.0581 (11) | 0.0460 (10) | 0.0305 (9) | 0.0109 (9) | 0.0013 (8) | −0.0009 (8) |
O6 | 0.0643 (14) | 0.0778 (14) | 0.0479 (12) | 0.0172 (11) | −0.0149 (11) | 0.0086 (11) |
C15 | 0.0372 (14) | 0.0391 (13) | 0.0480 (16) | −0.0036 (11) | 0.0024 (12) | 0.0023 (12) |
C7 | 0.0474 (16) | 0.0417 (14) | 0.0406 (15) | −0.0056 (12) | 0.0051 (11) | −0.0054 (12) |
C10 | 0.0405 (15) | 0.0429 (14) | 0.0472 (16) | 0.0015 (12) | 0.0043 (12) | −0.0015 (12) |
C14 | 0.0439 (15) | 0.0479 (15) | 0.0568 (18) | 0.0048 (13) | −0.0024 (13) | 0.0078 (13) |
C16 | 0.0534 (18) | 0.0606 (18) | 0.064 (2) | 0.0122 (16) | −0.0112 (15) | 0.0127 (15) |
C6 | 0.0519 (17) | 0.0593 (17) | 0.0401 (16) | −0.0094 (14) | 0.0011 (12) | −0.0125 (13) |
C2 | 0.0567 (18) | 0.0484 (16) | 0.0522 (17) | 0.0024 (14) | 0.0012 (14) | −0.0064 (14) |
C3 | 0.066 (2) | 0.061 (2) | 0.076 (2) | 0.0151 (17) | 0.0023 (16) | −0.0169 (18) |
O4 | 0.0580 (12) | 0.0634 (12) | 0.0362 (10) | 0.0098 (10) | 0.0061 (9) | −0.0026 (9) |
O1 | 0.0896 (16) | 0.0653 (13) | 0.0491 (12) | 0.0328 (12) | −0.0021 (11) | 0.0055 (10) |
C11 | 0.0601 (19) | 0.0606 (18) | 0.0580 (18) | 0.0072 (15) | 0.0133 (15) | −0.0069 (15) |
C8 | 0.076 (2) | 0.083 (2) | 0.0313 (16) | −0.0098 (19) | −0.0013 (15) | −0.0105 (15) |
C13 | 0.059 (2) | 0.063 (2) | 0.083 (3) | 0.0216 (16) | 0.0003 (17) | 0.0085 (18) |
C12 | 0.074 (2) | 0.064 (2) | 0.082 (3) | 0.0262 (18) | 0.0200 (19) | −0.0041 (19) |
C1 | 0.130 (4) | 0.084 (3) | 0.080 (3) | 0.048 (3) | −0.006 (2) | 0.024 (2) |
C9 | 0.081 (2) | 0.098 (2) | 0.0381 (18) | 0.013 (2) | 0.0055 (17) | −0.0003 (17) |
C4 | 0.076 (2) | 0.075 (2) | 0.081 (3) | 0.0083 (19) | 0.0092 (19) | −0.038 (2) |
C5 | 0.068 (2) | 0.081 (2) | 0.0494 (18) | −0.0034 (19) | 0.0064 (16) | −0.0291 (17) |
Geometric parameters (Å, º) top
Cu1—O2 | 1.9191 (17) | C2—O1 | 1.354 (3) |
Cu1—O5 | 1.9207 (17) | C2—C3 | 1.375 (4) |
Cu1—O3 | 1.954 (2) | C3—C4 | 1.396 (5) |
Cu1—O6 | 1.965 (2) | C3—H3 | 0.9300 |
Cu1—O7 | 2.2412 (19) | O4—C9 | 1.417 (3) |
O7—H7A | 0.8200 | O1—C1 | 1.431 (4) |
O7—H7B | 0.8503 | C11—C12 | 1.406 (4) |
O5—C15 | 1.294 (3) | C11—H11 | 0.9300 |
O3—C8 | 1.249 (4) | C8—H8 | 0.9300 |
O2—C7 | 1.292 (3) | C13—C12 | 1.347 (5) |
O6—C16 | 1.240 (4) | C13—H13 | 0.9300 |
C15—C10 | 1.427 (4) | C12—H12 | 0.9300 |
C15—C14 | 1.424 (4) | C1—H1A | 0.9600 |
C7—C6 | 1.422 (4) | C1—H1B | 0.9600 |
C7—C2 | 1.433 (4) | C1—H1C | 0.9600 |
C10—O4 | 1.356 (3) | C9—H9A | 0.9600 |
C10—C11 | 1.371 (4) | C9—H9B | 0.9600 |
C14—C16 | 1.413 (4) | C9—H9C | 0.9600 |
C14—C13 | 1.418 (4) | C4—C5 | 1.338 (5) |
C16—H16 | 0.9300 | C4—H4 | 0.9300 |
C6—C8 | 1.401 (4) | C5—H5 | 0.9300 |
C6—C5 | 1.420 (4) | | |
| | | |
O2—Cu1—O5 | 87.89 (7) | C3—C2—C7 | 120.7 (3) |
O2—Cu1—O3 | 91.46 (9) | C2—C3—C4 | 120.8 (3) |
O5—Cu1—O3 | 167.67 (9) | C2—C3—H3 | 119.6 |
O2—Cu1—O6 | 168.17 (9) | C4—C3—H3 | 119.6 |
O5—Cu1—O6 | 92.29 (9) | C10—O4—C9 | 118.5 (2) |
O3—Cu1—O6 | 85.83 (10) | C2—O1—C1 | 118.3 (3) |
O2—Cu1—O7 | 99.05 (7) | C10—C11—C12 | 120.7 (3) |
O5—Cu1—O7 | 98.15 (7) | C10—C11—H11 | 119.7 |
O3—Cu1—O7 | 94.11 (8) | C12—C11—H11 | 119.7 |
O6—Cu1—O7 | 92.64 (9) | O3—C8—C6 | 129.2 (3) |
Cu1—O7—H7A | 109.5 | O3—C8—H8 | 115.4 |
Cu1—O7—H7B | 120.1 | C6—C8—H8 | 115.4 |
H7A—O7—H7B | 130.4 | C12—C13—C14 | 120.9 (3) |
C15—O5—Cu1 | 127.32 (17) | C12—C13—H13 | 119.5 |
C8—O3—Cu1 | 125.30 (19) | C14—C13—H13 | 119.5 |
C7—O2—Cu1 | 128.04 (17) | C13—C12—C11 | 120.2 (3) |
C16—O6—Cu1 | 124.9 (2) | C13—C12—H12 | 119.9 |
O5—C15—C10 | 118.6 (2) | C11—C12—H12 | 119.9 |
O5—C15—C14 | 124.6 (3) | O1—C1—H1A | 109.5 |
C10—C15—C14 | 116.8 (2) | O1—C1—H1B | 109.5 |
O2—C7—C6 | 124.9 (3) | H1A—C1—H1B | 109.5 |
O2—C7—C2 | 118.3 (2) | O1—C1—H1C | 109.5 |
C6—C7—C2 | 116.8 (2) | H1A—C1—H1C | 109.5 |
O4—C10—C11 | 124.6 (3) | H1B—C1—H1C | 109.5 |
O4—C10—C15 | 114.2 (2) | O4—C9—H9A | 109.5 |
C11—C10—C15 | 121.2 (3) | O4—C9—H9B | 109.5 |
C16—C14—C13 | 118.3 (3) | H9A—C9—H9B | 109.5 |
C16—C14—C15 | 121.5 (3) | O4—C9—H9C | 109.5 |
C13—C14—C15 | 120.2 (3) | H9A—C9—H9C | 109.5 |
O6—C16—C14 | 128.8 (3) | H9B—C9—H9C | 109.5 |
O6—C16—H16 | 115.6 | C5—C4—C3 | 120.8 (3) |
C14—C16—H16 | 115.6 | C5—C4—H4 | 119.6 |
C8—C6—C7 | 120.5 (3) | C3—C4—H4 | 119.6 |
C8—C6—C5 | 119.2 (3) | C4—C5—C6 | 120.7 (3) |
C7—C6—C5 | 120.3 (3) | C4—C5—H5 | 119.7 |
O1—C2—C3 | 125.9 (3) | C6—C5—H5 | 119.7 |
O1—C2—C7 | 113.4 (2) | | |
| | | |
O2—Cu1—O5—C15 | −176.7 (2) | C13—C14—C16—O6 | 178.9 (3) |
O3—Cu1—O5—C15 | −89.4 (4) | C15—C14—C16—O6 | −2.4 (5) |
O6—Cu1—O5—C15 | −8.5 (2) | O2—C7—C6—C8 | −2.8 (4) |
O7—Cu1—O5—C15 | 84.5 (2) | C2—C7—C6—C8 | 176.4 (3) |
O2—Cu1—O3—C8 | −8.6 (3) | O2—C7—C6—C5 | 179.1 (2) |
O5—Cu1—O3—C8 | −95.4 (4) | C2—C7—C6—C5 | −1.7 (4) |
O6—Cu1—O3—C8 | −177.1 (3) | O2—C7—C2—O1 | 0.5 (4) |
O7—Cu1—O3—C8 | 90.6 (3) | C6—C7—C2—O1 | −178.7 (2) |
O5—Cu1—O2—C7 | 174.0 (2) | O2—C7—C2—C3 | −179.3 (3) |
O3—Cu1—O2—C7 | 6.3 (2) | C6—C7—C2—C3 | 1.4 (4) |
O6—Cu1—O2—C7 | 82.9 (5) | O1—C2—C3—C4 | −180.0 (3) |
O7—Cu1—O2—C7 | −88.1 (2) | C7—C2—C3—C4 | −0.1 (5) |
O2—Cu1—O6—C16 | 98.0 (5) | C11—C10—O4—C9 | 6.1 (4) |
O5—Cu1—O6—C16 | 7.3 (3) | C15—C10—O4—C9 | −174.3 (3) |
O3—Cu1—O6—C16 | 175.1 (3) | C3—C2—O1—C1 | −2.8 (5) |
O7—Cu1—O6—C16 | −91.0 (3) | C7—C2—O1—C1 | 177.3 (3) |
Cu1—O5—C15—C10 | −175.53 (17) | O4—C10—C11—C12 | −180.0 (3) |
Cu1—O5—C15—C14 | 5.7 (4) | C15—C10—C11—C12 | 0.4 (4) |
Cu1—O2—C7—C6 | −2.1 (4) | Cu1—O3—C8—C6 | 7.2 (5) |
Cu1—O2—C7—C2 | 178.77 (18) | C7—C6—C8—O3 | −0.1 (5) |
O5—C15—C10—O4 | 0.2 (3) | C5—C6—C8—O3 | 178.1 (3) |
C14—C15—C10—O4 | 179.0 (2) | C16—C14—C13—C12 | 178.7 (3) |
O5—C15—C10—C11 | 179.8 (3) | C15—C14—C13—C12 | −0.1 (4) |
C14—C15—C10—C11 | −1.4 (4) | C14—C13—C12—C11 | −1.0 (5) |
O5—C15—C14—C16 | 1.3 (4) | C10—C11—C12—C13 | 0.8 (5) |
C10—C15—C14—C16 | −177.5 (3) | C2—C3—C4—C5 | −0.9 (5) |
O5—C15—C14—C13 | 180.0 (3) | C3—C4—C5—C6 | 0.6 (5) |
C10—C15—C14—C13 | 1.2 (4) | C8—C6—C5—C4 | −177.4 (3) |
Cu1—O6—C16—C14 | −3.4 (5) | C7—C6—C5—C4 | 0.8 (5) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O7—H7B···O4i | 0.85 | 2.27 | 2.893 (3) | 130 |
O7—H7A···O1i | 0.82 | 2.44 | 2.908 (3) | 117 |
O7—H7B···O5i | 0.85 | 2.15 | 2.896 (3) | 146 |
C13—H13···O2ii | 0.93 | 2.43 | 3.346 (3) | 168 |
C4—H4···O3iii | 0.93 | 2.56 | 3.325 (4) | 140 |
Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) −x+3/2, y+1/2, z; (iii) −x+2, y−1/2, −z+3/2. |