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The title compound, [Zn(C10H8O5)(C12H8N2)(H2O)3], is a neutral mononuclear complex. The Zn atom has a distorted octa­hedral geometry involving one O atom of the 3-(4-carboxyl­atophen­oxy)propionate group, two N atoms of the 1,10-phenanthroline ligand and three water mol­ecules. Extensive hydrogen-bonding and π–π stacking inter­actions [centroid–centroid distance = 3.656 (3) Å] construct a three-dimensional supra­molecular network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807051318/bx2110sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807051318/bx2110Isup2.hkl
Contains datablock I

CCDC reference: 667211

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.032
  • wR factor = 0.101
  • Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level C CELLV02_ALERT_1_C The supplied cell volume s.u. differs from that calculated from the cell parameter s.u.'s by > 2 Calculated cell volume su = 6.28 Cell volume su given = 4.00 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 3000 Deg. PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.57 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for O2 - C1 .. 5.50 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Zn1 - O2W .. 7.73 su PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Zn1 (2) 1.98 PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 9
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 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 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check

Comment top

Our studies have addressed the metal derivatives of carboxyphenoxypropionic acids which are regarded as excellent candidates for the construction of supramolecular architectures. Thus, 3-(p-CPOPH2) may be not only multiple coordination possibilities, but also form regular hydrogen bonds by functioning as both a hydrogen bond donor and acceptor (Gao & Ng, 2006). Recently, we have reported the structures of cobalt(II) complex incorporating 3-(4-carboxylatophenoxy)propionate group, namely [Co(C10H9O5)2(C10H10O5)2(py)2], (Kong et al., 2007).

The molecular structure of the title complex is shown in Fig. 1. The 3-(p-CPOP)2- ligand coordinates in a monodentate fashion to the Zn atom through the carboxylate group. The Zn atom displays a distorted octahedral geometry involving one O atom of the 3-(4-carboxylatophenoxy)propionate group, two N atoms of 1,10-phenanthroline ligand and three water molecules. Furthermore, a three-dimensional supramolecular network is constructed via π-π stacking interactions between the 1,10-phenanthroline rings (centroid-centroid distance being 3.656 Å) and hydrogen-bonding interactions (Table 2).

Related literature top

The structure of 3-(4-carboxylatophenoxy)propionic acid [3-(p-CPOPH2)] has been reported previously (Gao & Ng, 2006). In a previous study, the cobalt(II) complex of 3-(p-CPOPH2) was characterized by X-ray crystallography (Kong et al., 2007).

Experimental top

The title complex was prepared by the addition of zinc diacetate dihydrate (10 mmol), 1,10-phenanthroline (10 mmol) to a solution of 3-(p-CPOPH2) (15 mmol) in H2O/MeOH (V/V = 1:1) solution, and the pH value was adjusted to 5 with NaOH (0.2 M) solution. Colorless crystals were obtained from the filtered solution at room temperature over several days. CH&N analysis. Calc. for C22H22N2O8Zn: C 52.04, H 4.37, N 5.52%. Found: C 52.05, H 4.38, N 5.50%.

Refinement top

The H atoms were placed in calculated positions with C—H = 0.93 or 0.97Å and Uiso(H) = 1.2Ueq (C) and were included in the refinement in the riding model approximation. The H atoms of hydroxyl groups were located in difference Fourier maps and refined with the O—H distance restrained to 0.85 (1)Å and Uiso(H) = 1.5Ueq(O).

Structure description top

Our studies have addressed the metal derivatives of carboxyphenoxypropionic acids which are regarded as excellent candidates for the construction of supramolecular architectures. Thus, 3-(p-CPOPH2) may be not only multiple coordination possibilities, but also form regular hydrogen bonds by functioning as both a hydrogen bond donor and acceptor (Gao & Ng, 2006). Recently, we have reported the structures of cobalt(II) complex incorporating 3-(4-carboxylatophenoxy)propionate group, namely [Co(C10H9O5)2(C10H10O5)2(py)2], (Kong et al., 2007).

The molecular structure of the title complex is shown in Fig. 1. The 3-(p-CPOP)2- ligand coordinates in a monodentate fashion to the Zn atom through the carboxylate group. The Zn atom displays a distorted octahedral geometry involving one O atom of the 3-(4-carboxylatophenoxy)propionate group, two N atoms of 1,10-phenanthroline ligand and three water molecules. Furthermore, a three-dimensional supramolecular network is constructed via π-π stacking interactions between the 1,10-phenanthroline rings (centroid-centroid distance being 3.656 Å) and hydrogen-bonding interactions (Table 2).

The structure of 3-(4-carboxylatophenoxy)propionic acid [3-(p-CPOPH2)] has been reported previously (Gao & Ng, 2006). In a previous study, the cobalt(II) complex of 3-(p-CPOPH2) was characterized by X-ray crystallography (Kong et al., 2007).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC 2002); 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 (Sheldrick, 1997).

Figures top
[Figure 1] Fig. 1. Molecular structure of the title compound with 30% probability ellipsoid for the non-H atoms. Dashed lines indicate O—H···O hydrogen bonds.
Triaqua[3-(4-carboxylatophenoxy)propionato-κO](1,10-phenanthroline- κ2N,N')zinc(II) top
Crystal data top
[Zn(C10H8O5)(C12H8N2)(H2O)3]Z = 2
Mr = 507.79F(000) = 524
Triclinic, P1Dx = 1.524 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.7101 (15) ÅCell parameters from 9001 reflections
b = 12.987 (3) Åθ = 3.1–27.5°
c = 13.059 (3) ŵ = 1.16 mm1
α = 113.31 (3)°T = 295 K
β = 103.62 (3)°Block, colorless
γ = 100.99 (3)°0.34 × 0.24 × 0.20 mm
V = 1106.4 (4) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer
5015 independent reflections
Radiation source: fine-focus sealed tube4188 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
Detector resolution: 10.000 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = 109
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 1616
Tmin = 0.694, Tmax = 0.801l = 1616
10928 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.16 w = 1/[σ2(Fo2) + (0.041P)2 + 0.6471P]
where P = (Fo2 + 2Fc2)/3
5015 reflections(Δ/σ)max < 0.001
316 parametersΔρmax = 0.39 e Å3
9 restraintsΔρmin = 0.33 e Å3
Crystal data top
[Zn(C10H8O5)(C12H8N2)(H2O)3]γ = 100.99 (3)°
Mr = 507.79V = 1106.4 (4) Å3
Triclinic, P1Z = 2
a = 7.7101 (15) ÅMo Kα radiation
b = 12.987 (3) ŵ = 1.16 mm1
c = 13.059 (3) ÅT = 295 K
α = 113.31 (3)°0.34 × 0.24 × 0.20 mm
β = 103.62 (3)°
Data collection top
Rigaku R-AXIS RAPID
diffractometer
5015 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
4188 reflections with I > 2σ(I)
Tmin = 0.694, Tmax = 0.801Rint = 0.022
10928 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0329 restraints
wR(F2) = 0.101H atoms treated by a mixture of independent and constrained refinement
S = 1.16Δρmax = 0.39 e Å3
5015 reflectionsΔρmin = 0.33 e Å3
316 parameters
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
xyzUiso*/Ueq
Zn10.45725 (4)0.57914 (2)0.84281 (2)0.03132 (10)
O10.5645 (2)0.44139 (14)0.82196 (16)0.0356 (4)
O1W0.5203 (3)0.64632 (17)1.02239 (16)0.0399 (4)
H1W10.633 (2)0.684 (2)1.070 (2)0.060*
H1W20.466 (3)0.600 (2)1.044 (3)0.060*
O2W0.1961 (2)0.46005 (17)0.8234 (2)0.0456 (5)
H2W10.098 (3)0.478 (3)0.832 (3)0.068*
H2W20.187 (4)0.3925 (16)0.819 (3)0.068*
O3W0.7211 (3)0.68984 (15)0.86547 (16)0.0385 (4)
H3W10.782 (4)0.7501 (16)0.9330 (16)0.058*
H3W20.777 (4)0.6381 (18)0.857 (2)0.058*
O20.8616 (2)0.50571 (15)0.83328 (17)0.0398 (4)
O30.5297 (2)0.20884 (15)0.59373 (16)0.0397 (4)
O40.0807 (3)0.13327 (18)0.08476 (18)0.0570 (5)
O50.1526 (3)0.23347 (16)0.18182 (19)0.0509 (5)
N10.3454 (3)0.52921 (18)0.65624 (18)0.0345 (4)
N20.3334 (3)0.71451 (19)0.84272 (19)0.0385 (5)
C10.7219 (3)0.4274 (2)0.81742 (19)0.0295 (5)
C20.7365 (3)0.3056 (2)0.7931 (2)0.0355 (5)
H10.83850.29510.76260.043*
H20.76780.30120.86730.043*
C30.5579 (3)0.2060 (2)0.7053 (2)0.0355 (5)
H30.57050.13070.69760.043*
H40.45210.21730.73140.043*
C40.3857 (3)0.1200 (2)0.4968 (2)0.0344 (5)
C50.3654 (4)0.1241 (2)0.3900 (2)0.0402 (6)
H50.44800.18520.38820.048*
C60.2245 (4)0.0390 (2)0.2872 (2)0.0401 (6)
H70.21260.04310.21650.048*
C70.0988 (3)0.0537 (2)0.2878 (2)0.0351 (5)
C80.1205 (4)0.0569 (2)0.3944 (2)0.0387 (6)
H80.03880.11840.39620.046*
C90.2617 (4)0.0295 (2)0.4990 (2)0.0402 (6)
H90.27260.02640.57010.048*
C100.0562 (4)0.1477 (2)0.1751 (2)0.0398 (6)
C110.3223 (5)0.8017 (3)0.9337 (3)0.0589 (8)
H110.36350.80511.00820.071*
C120.2510 (6)0.8896 (3)0.9231 (4)0.0763 (11)
H120.24390.94950.98950.092*
C130.1922 (5)0.8871 (3)0.8158 (4)0.0677 (10)
H130.14870.94680.80850.081*
C140.1975 (4)0.7939 (3)0.7155 (3)0.0494 (7)
C150.1320 (4)0.7806 (3)0.5974 (3)0.0577 (9)
H150.08660.83770.58500.069*
C160.1350 (4)0.6879 (3)0.5048 (3)0.0576 (9)
H160.09080.68160.42920.069*
C170.2049 (4)0.5973 (3)0.5191 (3)0.0462 (7)
C180.2051 (4)0.4961 (3)0.4253 (3)0.0554 (8)
H180.16000.48450.34770.066*
C190.2713 (4)0.4148 (3)0.4477 (3)0.0528 (7)
H190.26980.34660.38570.063*
C200.3419 (4)0.4346 (2)0.5653 (2)0.0431 (6)
H200.38820.37870.57980.052*
C210.2761 (3)0.6098 (2)0.6346 (2)0.0347 (5)
C220.2709 (3)0.7089 (2)0.7338 (2)0.0368 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.03197 (15)0.03128 (15)0.03090 (16)0.01282 (11)0.00887 (11)0.01442 (12)
O10.0275 (8)0.0317 (9)0.0519 (11)0.0129 (7)0.0167 (7)0.0200 (8)
O1W0.0366 (9)0.0456 (10)0.0323 (9)0.0045 (8)0.0085 (7)0.0186 (8)
O2W0.0261 (8)0.0430 (10)0.0799 (15)0.0153 (8)0.0216 (9)0.0362 (11)
O3W0.0400 (9)0.0313 (9)0.0369 (10)0.0082 (8)0.0113 (8)0.0115 (8)
O20.0304 (9)0.0338 (9)0.0563 (12)0.0095 (8)0.0197 (8)0.0195 (9)
O30.0370 (9)0.0304 (9)0.0369 (10)0.0007 (7)0.0087 (8)0.0090 (8)
O40.0700 (14)0.0369 (10)0.0395 (11)0.0023 (10)0.0031 (10)0.0098 (9)
O50.0393 (10)0.0349 (10)0.0579 (13)0.0018 (8)0.0010 (9)0.0182 (9)
N10.0305 (10)0.0351 (11)0.0332 (11)0.0045 (9)0.0096 (8)0.0149 (9)
N20.0415 (11)0.0355 (11)0.0391 (12)0.0166 (10)0.0111 (9)0.0173 (10)
C10.0312 (11)0.0314 (11)0.0233 (11)0.0119 (10)0.0088 (9)0.0094 (9)
C20.0315 (12)0.0305 (12)0.0412 (14)0.0131 (10)0.0098 (10)0.0135 (11)
C30.0326 (12)0.0293 (12)0.0389 (13)0.0082 (10)0.0104 (10)0.0122 (11)
C40.0298 (11)0.0283 (11)0.0362 (13)0.0078 (10)0.0095 (10)0.0081 (10)
C50.0397 (13)0.0307 (12)0.0437 (15)0.0047 (11)0.0141 (11)0.0141 (11)
C60.0421 (14)0.0350 (13)0.0389 (14)0.0089 (11)0.0143 (11)0.0144 (11)
C70.0313 (12)0.0257 (11)0.0403 (13)0.0109 (10)0.0083 (10)0.0090 (10)
C80.0350 (12)0.0283 (12)0.0453 (15)0.0047 (10)0.0112 (11)0.0140 (11)
C90.0423 (14)0.0354 (13)0.0375 (14)0.0093 (11)0.0121 (11)0.0140 (11)
C100.0375 (13)0.0279 (12)0.0428 (15)0.0140 (11)0.0056 (11)0.0088 (11)
C110.079 (2)0.0516 (18)0.0494 (18)0.0348 (17)0.0232 (16)0.0190 (15)
C120.099 (3)0.056 (2)0.079 (3)0.052 (2)0.034 (2)0.0220 (19)
C130.065 (2)0.0548 (19)0.094 (3)0.0352 (17)0.022 (2)0.040 (2)
C140.0349 (13)0.0506 (16)0.072 (2)0.0144 (13)0.0125 (13)0.0403 (16)
C150.0395 (15)0.066 (2)0.083 (2)0.0134 (15)0.0094 (15)0.057 (2)
C160.0354 (14)0.086 (2)0.066 (2)0.0094 (15)0.0071 (14)0.059 (2)
C170.0311 (12)0.0660 (18)0.0423 (15)0.0023 (13)0.0079 (11)0.0344 (15)
C180.0416 (15)0.079 (2)0.0339 (15)0.0026 (15)0.0082 (12)0.0269 (16)
C190.0420 (15)0.0608 (19)0.0356 (15)0.0008 (14)0.0143 (12)0.0098 (14)
C200.0377 (13)0.0421 (14)0.0410 (15)0.0057 (12)0.0150 (11)0.0135 (12)
C210.0259 (11)0.0418 (13)0.0376 (13)0.0058 (10)0.0072 (9)0.0237 (11)
C220.0274 (11)0.0388 (13)0.0466 (15)0.0093 (10)0.0081 (10)0.0250 (12)
Geometric parameters (Å, º) top
Zn1—O1W2.0443 (19)C5—C61.373 (4)
Zn1—O12.0598 (16)C5—H50.9300
Zn1—O3W2.135 (2)C6—C71.398 (4)
Zn1—N22.155 (2)C6—H70.9300
Zn1—N12.156 (2)C7—C81.381 (4)
Zn1—O2W2.1848 (19)C7—C101.509 (4)
O1—C11.272 (3)C8—C91.390 (4)
O1W—H1W10.847 (10)C8—H80.9300
O1W—H1W20.84 (3)C9—H90.9300
O2W—H2W10.85 (3)C11—C121.397 (4)
O2W—H2W20.84 (3)C11—H110.9300
O3W—H3W10.853 (10)C12—C131.353 (5)
O3W—H3W20.85 (3)C12—H120.9300
O2—C11.244 (3)C13—C141.404 (5)
O3—C41.364 (3)C13—H130.9300
O3—C31.437 (3)C14—C221.408 (4)
O4—C101.244 (3)C14—C151.432 (4)
O5—C101.262 (3)C15—C161.336 (5)
N1—C201.319 (3)C15—H150.9300
N1—C211.355 (3)C16—C171.441 (4)
N2—C111.312 (4)C16—H160.9300
N2—C221.357 (3)C17—C181.399 (5)
C1—C21.517 (3)C17—C211.409 (3)
C2—C31.512 (3)C18—C191.357 (5)
C2—H10.9700C18—H180.9300
C2—H20.9700C19—C201.399 (4)
C3—H30.9700C19—H190.9300
C3—H40.9700C20—H200.9300
C4—C91.381 (4)C21—C221.435 (4)
C4—C51.390 (4)
O1W—Zn1—O195.99 (8)C4—C5—H5119.7
O1W—Zn1—O3W91.68 (8)C5—C6—C7120.7 (3)
O1—Zn1—O3W90.86 (7)C5—C6—H7119.7
O1W—Zn1—N290.54 (9)C7—C6—H7119.7
O1—Zn1—N2173.43 (8)C8—C7—C6118.1 (2)
O3W—Zn1—N289.68 (8)C8—C7—C10120.8 (2)
O1W—Zn1—N1167.19 (8)C6—C7—C10121.0 (2)
O1—Zn1—N195.91 (8)C7—C8—C9121.6 (2)
O3W—Zn1—N192.87 (8)C7—C8—H8119.2
N2—Zn1—N177.52 (9)C9—C8—H8119.2
O1W—Zn1—O2W87.19 (9)C4—C9—C8119.6 (3)
O1—Zn1—O2W86.15 (7)C4—C9—H9120.2
O3W—Zn1—O2W176.67 (7)C8—C9—H9120.2
N2—Zn1—O2W93.45 (8)O4—C10—O5125.6 (3)
N1—Zn1—O2W88.90 (9)O4—C10—C7117.7 (2)
C1—O1—Zn1133.85 (16)O5—C10—C7116.7 (2)
Zn1—O1W—H1W1121 (2)N2—C11—C12122.7 (3)
Zn1—O1W—H1W2115 (2)N2—C11—H11118.7
H1W1—O1W—H1W2110.3 (16)C12—C11—H11118.7
Zn1—O2W—H2W1126 (2)C13—C12—C11119.7 (3)
Zn1—O2W—H2W2123 (2)C13—C12—H12120.2
H2W1—O2W—H2W2110 (4)C11—C12—H12120.2
Zn1—O3W—H3W1118 (2)C12—C13—C14119.6 (3)
Zn1—O3W—H3W296 (2)C12—C13—H13120.2
H3W1—O3W—H3W2109.1 (16)C14—C13—H13120.2
C4—O3—C3117.65 (19)C13—C14—C22117.1 (3)
C20—N1—C21118.5 (2)C13—C14—C15124.0 (3)
C20—N1—Zn1128.33 (19)C22—C14—C15119.0 (3)
C21—N1—Zn1113.14 (17)C16—C15—C14121.3 (3)
C11—N2—C22118.5 (2)C16—C15—H15119.4
C11—N2—Zn1128.2 (2)C14—C15—H15119.4
C22—N2—Zn1113.17 (17)C15—C16—C17121.6 (3)
O2—C1—O1124.9 (2)C15—C16—H16119.2
O2—C1—C2119.1 (2)C17—C16—H16119.2
O1—C1—C2116.0 (2)C18—C17—C21117.2 (3)
C3—C2—C1113.5 (2)C18—C17—C16124.3 (3)
C3—C2—H1108.9C21—C17—C16118.5 (3)
C1—C2—H1108.9C19—C18—C17119.9 (3)
C3—C2—H2108.9C19—C18—H18120.0
C1—C2—H2108.9C17—C18—H18120.0
H1—C2—H2107.7C18—C19—C20119.3 (3)
O3—C3—C2106.5 (2)C18—C19—H19120.3
O3—C3—H3110.4C20—C19—H19120.3
C2—C3—H3110.4N1—C20—C19122.7 (3)
O3—C3—H4110.4N1—C20—H20118.7
C2—C3—H4110.4C19—C20—H20118.7
H3—C3—H4108.6N1—C21—C17122.4 (3)
O3—C4—C9124.6 (2)N1—C21—C22117.9 (2)
O3—C4—C5116.0 (2)C17—C21—C22119.8 (2)
C9—C4—C5119.4 (2)N2—C22—C14122.4 (3)
C6—C5—C4120.7 (2)N2—C22—C21117.7 (2)
C6—C5—H5119.7C14—C22—C21119.9 (2)
O1W—Zn1—O1—C195.5 (2)C6—C7—C10—O47.4 (4)
O3W—Zn1—O1—C13.7 (2)C8—C7—C10—O55.9 (4)
N1—Zn1—O1—C189.3 (2)C6—C7—C10—O5174.0 (2)
O2W—Zn1—O1—C1177.8 (2)C22—N2—C11—C120.8 (5)
O1W—Zn1—N1—C20153.9 (3)Zn1—N2—C11—C12174.9 (3)
O1—Zn1—N1—C204.3 (2)N2—C11—C12—C130.8 (6)
O3W—Zn1—N1—C2095.5 (2)C11—C12—C13—C142.2 (6)
N2—Zn1—N1—C20175.5 (2)C12—C13—C14—C222.1 (5)
O2W—Zn1—N1—C2081.7 (2)C12—C13—C14—C15177.5 (3)
O1W—Zn1—N1—C2128.0 (4)C13—C14—C15—C16177.8 (3)
O1—Zn1—N1—C21173.77 (16)C22—C14—C15—C161.8 (4)
O3W—Zn1—N1—C2182.61 (17)C14—C15—C16—C170.4 (5)
N2—Zn1—N1—C216.43 (16)C15—C16—C17—C18177.5 (3)
O2W—Zn1—N1—C21100.21 (16)C15—C16—C17—C211.7 (4)
O1W—Zn1—N2—C111.9 (3)C21—C17—C18—C190.3 (4)
O3W—Zn1—N2—C1189.8 (3)C16—C17—C18—C19178.9 (3)
N1—Zn1—N2—C11177.2 (3)C17—C18—C19—C201.2 (4)
O2W—Zn1—N2—C1189.1 (3)C21—N1—C20—C190.7 (4)
O1W—Zn1—N2—C22177.79 (18)Zn1—N1—C20—C19177.37 (19)
O3W—Zn1—N2—C2286.11 (18)C18—C19—C20—N10.7 (4)
N1—Zn1—N2—C226.89 (17)C20—N1—C21—C171.5 (4)
O2W—Zn1—N2—C2295.00 (19)Zn1—N1—C21—C17176.77 (19)
Zn1—O1—C1—O24.9 (4)C20—N1—C21—C22176.5 (2)
Zn1—O1—C1—C2176.39 (16)Zn1—N1—C21—C225.2 (3)
O2—C1—C2—C3143.6 (2)C18—C17—C21—N11.1 (4)
O1—C1—C2—C337.6 (3)C16—C17—C21—N1179.7 (2)
C4—O3—C3—C2174.05 (19)C18—C17—C21—C22176.9 (2)
C1—C2—C3—O364.8 (3)C16—C17—C21—C222.4 (4)
C3—O3—C4—C92.0 (3)C11—N2—C22—C140.9 (4)
C3—O3—C4—C5178.6 (2)Zn1—N2—C22—C14175.4 (2)
O3—C4—C5—C6179.8 (2)C11—N2—C22—C21177.1 (3)
C9—C4—C5—C60.4 (4)Zn1—N2—C22—C216.5 (3)
C4—C5—C6—C70.1 (4)C13—C14—C22—N20.5 (4)
C5—C6—C7—C80.0 (4)C15—C14—C22—N2179.1 (2)
C5—C6—C7—C10179.9 (2)C13—C14—C22—C21178.5 (3)
C6—C7—C8—C90.5 (4)C15—C14—C22—C211.1 (4)
C10—C7—C8—C9179.5 (2)N1—C21—C22—N20.9 (3)
O3—C4—C9—C8179.6 (2)C17—C21—C22—N2177.2 (2)
C5—C4—C9—C81.0 (4)N1—C21—C22—C14179.0 (2)
C7—C8—C9—C41.1 (4)C17—C21—C22—C141.0 (4)
C8—C7—C10—O4172.6 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O5i0.85 (1)1.73 (1)2.566 (3)172 (3)
O1W—H1W2···O1ii0.84 (3)2.07 (2)2.834 (3)150 (3)
O2W—H2W1···O2iii0.85 (3)1.93 (3)2.775 (2)174 (3)
O2W—H2W2···O5iv0.84 (3)2.03 (3)2.869 (3)176 (3)
O3W—H3W1···O4i0.85 (1)1.84 (1)2.684 (3)173 (3)
O3W—H3W2···O20.85 (3)1.89 (3)2.734 (3)170 (3)
O3W—H3W2···O10.85 (3)2.56 (3)2.989 (3)113 (2)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y+1, z+2; (iii) x1, y, z; (iv) x, y, z+1.

Experimental details

Crystal data
Chemical formula[Zn(C10H8O5)(C12H8N2)(H2O)3]
Mr507.79
Crystal system, space groupTriclinic, P1
Temperature (K)295
a, b, c (Å)7.7101 (15), 12.987 (3), 13.059 (3)
α, β, γ (°)113.31 (3), 103.62 (3), 100.99 (3)
V3)1106.4 (4)
Z2
Radiation typeMo Kα
µ (mm1)1.16
Crystal size (mm)0.34 × 0.24 × 0.20
Data collection
DiffractometerRigaku R-AXIS RAPID
Absorption correctionMulti-scan
(ABSCOR; Higashi, 1995)
Tmin, Tmax0.694, 0.801
No. of measured, independent and
observed [I > 2σ(I)] reflections
10928, 5015, 4188
Rint0.022
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.032, 0.101, 1.16
No. of reflections5015
No. of parameters316
No. of restraints9
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.39, 0.33

Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976).

Selected geometric parameters (Å, º) top
Zn1—O1W2.0443 (19)Zn1—N22.155 (2)
Zn1—O12.0598 (16)Zn1—N12.156 (2)
Zn1—O3W2.135 (2)Zn1—O2W2.1848 (19)
O1W—Zn1—O195.99 (8)O3W—Zn1—N192.87 (8)
O1W—Zn1—O3W91.68 (8)N2—Zn1—N177.52 (9)
O1—Zn1—O3W90.86 (7)O1W—Zn1—O2W87.19 (9)
O1W—Zn1—N290.54 (9)O1—Zn1—O2W86.15 (7)
O1—Zn1—N2173.43 (8)O3W—Zn1—O2W176.67 (7)
O3W—Zn1—N289.68 (8)N2—Zn1—O2W93.45 (8)
O1W—Zn1—N1167.19 (8)N1—Zn1—O2W88.90 (9)
O1—Zn1—N195.91 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O5i0.847 (10)1.725 (11)2.566 (3)172 (3)
O1W—H1W2···O1ii0.84 (3)2.071 (18)2.834 (3)150 (3)
O2W—H2W1···O2iii0.85 (3)1.93 (3)2.775 (2)174 (3)
O2W—H2W2···O5iv0.84 (3)2.03 (3)2.869 (3)176 (3)
O3W—H3W1···O4i0.853 (10)1.835 (11)2.684 (3)173 (3)
O3W—H3W2···O20.85 (3)1.89 (3)2.734 (3)170 (3)
O3W—H3W2···O10.85 (3)2.56 (3)2.989 (3)113 (2)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y+1, z+2; (iii) x1, y, z; (iv) x, y, z+1.
 

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