The —OCH2CO2 arm of the ligand in the title compound, [Zn(C9H6O5)(H2O)]n, uses the single-bond carboxyl O atom, as well as the ether O atom, to chelate to the Zn atom; the other —CO2 arm bridges adjacent Zn atoms into a helical chain that propagates by means of a 21 screw axis. The —OCH2CO2 arm features distinct single- and double-bond C—O distances; in the other —CO2 arm, the C—O distances are interpreted in terms of a delocalized carboxyl group. The coordination about zinc is completed by a water molecule, resulting a distorted ZnO5 square-pyramidal arrangement in which the apical position is occupied by water.
Supporting information
CCDC reference: 271887
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.003 Å
- R factor = 0.022
- wR factor = 0.060
- Data-to-parameter ratio = 13.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT411_ALERT_2_C Short Inter H...H Contact H3 .. H3 .. 2.12 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 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
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
catena-Poly[[aquazinc(II)]-µ-2-carboxylatophenoxyacetato]
top
Crystal data top
[Zn(C9H6O5)(H2O)] | F(000) = 560 |
Mr = 277.52 | Dx = 1.923 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 853 reflections |
a = 8.157 (1) Å | θ = 2.3–27.1° |
b = 6.7568 (8) Å | µ = 2.57 mm−1 |
c = 17.451 (2) Å | T = 295 K |
β = 94.697 (2)° | Block, colorless |
V = 958.7 (2) Å3 | 0.50 × 0.36 × 0.28 mm |
Z = 4 | |
Data collection top
Bruker SMART 1K CCD diffractometer | 2095 independent reflections |
Radiation source: medium-focus sealed tube | 1880 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
φ and ω scans | θmax = 27.1°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −10→10 |
Tmin = 0.331, Tmax = 0.487 | k = −8→6 |
5672 measured reflections | l = −22→20 |
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)] = 0.022 | Hydrogen site location: difmap (O-H) and geom (C-H) |
wR(F2) = 0.060 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0304P)2 + 0.4871P] where P = (Fo2 + 2Fc2)/3 |
2095 reflections | (Δ/σ)max = 0.001 |
153 parameters | Δρmax = 0.31 e Å−3 |
3 restraints | Δρmin = −0.36 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.56290 (2) | 0.56938 (3) | 0.27101 (1) | 0.02441 (8) | |
O1 | 0.7391 (2) | 0.3739 (2) | 0.2903 (1) | 0.0332 (3) | |
O2 | 0.8980 (2) | 0.1337 (2) | 0.3360 (1) | 0.0347 (3) | |
O3 | 0.6345 (2) | 0.6303 (2) | 0.3971 (1) | 0.0292 (3) | |
O4 | 0.4284 (2) | 1.0838 (2) | 0.3667 (1) | 0.0428 (4) | |
O5 | 0.4405 (2) | 0.8151 (2) | 0.2944 (1) | 0.0314 (3) | |
O1w | 0.3850 (2) | 0.3658 (2) | 0.2620 (1) | 0.0361 (3) | |
C1 | 0.8096 (2) | 0.2820 (3) | 0.3463 (1) | 0.0245 (4) | |
C2 | 0.7970 (2) | 0.3428 (3) | 0.4282 (1) | 0.0228 (3) | |
C3 | 0.8789 (2) | 0.2255 (3) | 0.4843 (1) | 0.0321 (4) | |
C4 | 0.8852 (3) | 0.2706 (3) | 0.5615 (1) | 0.0360 (5) | |
C5 | 0.8098 (3) | 0.4411 (3) | 0.5837 (1) | 0.0341 (4) | |
C6 | 0.7254 (2) | 0.5611 (3) | 0.5298 (1) | 0.0300 (4) | |
C7 | 0.7176 (2) | 0.5127 (3) | 0.4523 (1) | 0.0224 (3) | |
C8 | 0.5731 (3) | 0.8160 (3) | 0.4218 (1) | 0.0312 (4) | |
C9 | 0.4746 (2) | 0.9135 (3) | 0.3554 (1) | 0.0281 (4) | |
H1w1 | 0.399 (3) | 0.272 (3) | 0.294 (1) | 0.055 (8)* | |
H1w2 | 0.287 (2) | 0.372 (4) | 0.243 (1) | 0.048 (7)* | |
H3 | 0.9316 | 0.1117 | 0.4691 | 0.038* | |
H4 | 0.9392 | 0.1876 | 0.5978 | 0.043* | |
H5 | 0.8158 | 0.4758 | 0.6355 | 0.041* | |
H6 | 0.6735 | 0.6749 | 0.5455 | 0.036* | |
H8a | 0.6640 | 0.9007 | 0.4400 | 0.037* | |
H8b | 0.5041 | 0.7951 | 0.4638 | 0.037* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0265 (1) | 0.0238 (1) | 0.0229 (1) | 0.0016 (1) | 0.0016 (1) | 0.0016 (1) |
O1 | 0.036 (1) | 0.040 (1) | 0.023 (1) | 0.015 (1) | 0.002 (1) | 0.000 (1) |
O2 | 0.048 (1) | 0.030 (1) | 0.027 (1) | 0.015 (1) | 0.006 (1) | −0.003 (1) |
O3 | 0.039 (1) | 0.022 (1) | 0.026 (1) | 0.011 (1) | −0.001 (1) | −0.002 (1) |
O4 | 0.062 (1) | 0.023 (1) | 0.043 (1) | 0.015 (1) | 0.005 (1) | 0.003 (1) |
O5 | 0.033 (1) | 0.028 (1) | 0.034 (1) | 0.007 (1) | 0.001 (1) | 0.000 (1) |
O1w | 0.031 (1) | 0.031 (1) | 0.045 (1) | −0.007 (1) | −0.005 (1) | 0.011 (1) |
C1 | 0.025 (1) | 0.024 (1) | 0.025 (1) | 0.001 (1) | 0.003 (1) | −0.003 (1) |
C2 | 0.024 (1) | 0.022 (1) | 0.023 (1) | 0.001 (1) | 0.004 (1) | −0.001 (1) |
C3 | 0.036 (1) | 0.030 (1) | 0.030 (1) | 0.013 (1) | 0.003 (1) | 0.001 (1) |
C4 | 0.039 (1) | 0.042 (1) | 0.027 (1) | 0.011 (1) | 0.001 (1) | 0.008 (1) |
C5 | 0.037 (1) | 0.043 (1) | 0.022 (1) | 0.003 (1) | 0.003 (1) | −0.002 (1) |
C6 | 0.033 (1) | 0.029 (1) | 0.028 (1) | 0.005 (1) | 0.005 (1) | −0.006 (1) |
C7 | 0.021 (1) | 0.021 (1) | 0.025 (1) | 0.000 (1) | 0.002 (1) | 0.001 (1) |
C8 | 0.039 (1) | 0.020 (1) | 0.035 (1) | 0.006 (1) | −0.001 (1) | −0.004 (1) |
C9 | 0.029 (1) | 0.023 (1) | 0.034 (1) | 0.001 (1) | 0.008 (1) | 0.003 (1) |
Geometric parameters (Å, º) top
Zn1—O1 | 1.961 (1) | C3—C4 | 1.378 (3) |
Zn1—O2i | 1.969 (1) | C4—C5 | 1.377 (3) |
Zn1—O3 | 2.268 (1) | C5—C6 | 1.383 (3) |
Zn1—O5 | 1.996 (1) | C6—C7 | 1.387 (3) |
Zn1—O1w | 1.997 (1) | C8—C9 | 1.507 (3) |
C1—O1 | 1.257 (2) | O1w—H1w1 | 0.85 (1) |
C1—O2 | 1.256 (2) | O1w—H1w2 | 0.84 (1) |
O3—C7 | 1.383 (2) | C3—H3 | 0.93 |
O3—C8 | 1.430 (2) | C4—H4 | 0.93 |
C9—O4 | 1.232 (2) | C5—H5 | 0.93 |
C9—O5 | 1.267 (2) | C6—H6 | 0.93 |
C1—C2 | 1.498 (2) | C8—H8a | 0.97 |
C2—C3 | 1.387 (3) | C8—H8b | 0.97 |
C2—C7 | 1.400 (2) | | |
| | | |
O1—Zn1—O2i | 97.92 (6) | C5—C6—C7 | 120.4 (2) |
O1—Zn1—O3 | 80.15 (5) | O3—C7—C6 | 121.6 (2) |
O1—Zn1—O5 | 153.75 (6) | O3—C7—C2 | 118.3 (2) |
O1—Zn1—O1w | 93.88 (7) | C6—C7—C2 | 120.1 (2) |
O2i—Zn1—O3 | 146.27 (6) | O3—C8—C9 | 109.3 (2) |
O2i—Zn1—O5 | 97.64 (6) | O4—C9—O5 | 125.1 (2) |
O2i—Zn1—O1w | 104.49 (6) | O4—C9—C8 | 115.9 (2) |
O3—Zn1—O5 | 75.17 (5) | O5—C9—C8 | 118.9 (2) |
O3—Zn1—O1w | 109.24 (6) | Zn1—O1w—H1w1 | 114 (2) |
O5—Zn1—O1w | 102.50 (6) | Zn1—O1w—H1w2 | 131 (2) |
C1—O1—Zn1 | 138.4 (1) | H1w1—O1w—H1w2 | 111 (2) |
C1—O2—Zn1ii | 116.8 (1) | C2—C3—H3 | 118.6 |
C7—O3—C8 | 117.3 (1) | C4—C3—H3 | 118.6 |
C7—O3—Zn1 | 130.1 (1) | C5—C4—H4 | 120.7 |
C8—O3—Zn1 | 112.5 (1) | C3—C4—H4 | 120.7 |
C9—O5—Zn1 | 122.0 (1) | C4—C5—H5 | 119.7 |
O2—C1—O1 | 120.9 (2) | C6—C5—H5 | 119.7 |
O2—C1—C2 | 116.1 (2) | C5—C6—H6 | 119.8 |
O1—C1—C2 | 122.9 (2) | C7—C6—H6 | 119.8 |
C3—C2—C7 | 117.6 (2) | O3—C8—H8a | 109.8 |
C3—C2—C1 | 116.7 (2) | C9—C8—H8a | 109.8 |
C7—C2—C1 | 125.6 (2) | O3—C8—H8b | 109.8 |
C2—C3—C4 | 122.7 (2) | C9—C8—H8b | 109.8 |
C5—C4—C3 | 118.7 (2) | H8a—C8—H8b | 108.3 |
C4—C5—C6 | 120.5 (2) | | |
| | | |
O2i—Zn1—O1—C1 | 168.8 (2) | O1—C1—C2—C7 | −4.8 (3) |
O1w—Zn1—O1—C1 | −86.0 (2) | C7—C2—C3—C4 | −0.4 (3) |
O5—Zn1—O1—C1 | 42.9 (3) | C1—C2—C3—C4 | 176.3 (2) |
O3—Zn1—O1—C1 | 22.9 (2) | C2—C3—C4—C5 | −1.3 (3) |
O1—Zn1—O3—C7 | −20.2 (2) | C3—C4—C5—C6 | 2.0 (3) |
O2i—Zn1—O3—C7 | −109.7 (2) | C4—C5—C6—C7 | −1.0 (3) |
O1w—Zn1—O3—C7 | 70.5 (2) | C8—O3—C7—C6 | 7.2 (3) |
O5—Zn1—O3—C7 | 168.8 (2) | Zn1—O3—C7—C6 | −168.6 (1) |
O1—Zn1—O3—C8 | 163.9 (1) | C8—O3—C7—C2 | −171.9 (2) |
O2i—Zn1—O3—C8 | 74.4 (2) | Zn1—O3—C7—C2 | 12.4 (2) |
O1w—Zn1—O3—C8 | −105.4 (1) | C5—C6—C7—O3 | −179.8 (2) |
O5—Zn1—O3—C8 | −7.1 (1) | C5—C6—C7—C2 | −0.7 (3) |
O1—Zn1—O5—C9 | −6.7 (2) | C3—C2—C7—O3 | −179.5 (2) |
O2i—Zn1—O5—C9 | −132.7 (2) | C1—C2—C7—O3 | 4.2 (3) |
O1w—Zn1—O5—C9 | 120.6 (2) | C3—C2—C7—C6 | 1.4 (3) |
O3—Zn1—O5—C9 | 13.7 (1) | C1—C2—C7—C6 | −174.9 (2) |
Zn1ii—O2—C1—O1 | 5.7 (2) | C7—O3—C8—C9 | −175.2 (2) |
Zn1ii—O2—C1—C2 | −173.2 (1) | Zn1—O3—C8—C9 | 1.3 (2) |
Zn1—O1—C1—O2 | 165.0 (2) | Zn1—O5—C9—O4 | 164.8 (2) |
Zn1—O1—C1—C2 | −16.3 (3) | Zn1—O5—C9—C8 | −18.0 (2) |
O2—C1—C2—C3 | −2.3 (3) | O3—C8—C9—O4 | −173.0 (2) |
O1—C1—C2—C3 | 178.9 (2) | O3—C8—C9—O5 | 9.6 (3) |
O2—C1—C2—C7 | 174.0 (2) | | |
Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+3/2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O4iii | 0.85 (1) | 1.80 (1) | 2.644 (2) | 176 (3) |
O1w—H1w2···O5iv | 0.84 (1) | 1.95 (1) | 2.776 (2) | 166 (2) |
Symmetry codes: (iii) x, y−1, z; (iv) −x+1/2, y−1/2, −z+1/2. |