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In the title compound, [Zn(C12H8N2)2(H2O)2](C23H14O6)·H2O, the ZnII ion lies on a twofold axis and exhibits an approximately octa­hedral configuration. The pamoate dianion [or 4,4-methyl­enebis(3-hydr­oxy-2-naphthoate)], also lying on a twofold axis, is uncoordinated and balances the charge. In the crystal structure, O—H...O inter­molecular hydrogen bonds link the mononuclear ions into a two-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805039425/ci6712sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805039425/ci6712Isup2.hkl
Contains datablock I

CCDC reference: 296536

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.084
  • wR factor = 0.160
  • Data-to-parameter ratio = 11.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 1 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT415_ALERT_2_C Short Inter D-H..H-X H4B .. H17 .. 2.13 Ang. PLAT731_ALERT_1_C Bond Calc 0.83(4), Rep 0.832(19) ...... 2.11 su-Rat O4 -H4A 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.84(5), Rep 0.834(19) ...... 2.63 su-Rat O4 -H4B 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.84(6), Rep 0.84(2) ...... 3.00 su-Rat O5 -H5A 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.84(5), Rep 0.83(2) ...... 2.50 su-Rat O4 -H4B 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.84(6), Rep 0.84(2) ...... 3.00 su-Rat O5 -H5A 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.83(5), Rep 1.84(2) ...... 2.50 su-Rat H4B -O1 1.555 2.655
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 6 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 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

Pamoic acid is a well known aromatic dicarboxylic acid and has been used as a means of masking unpleaseant tastes and for obtaining prolonged therapeutic action by forming slightly soluble salts with certain drugs (Dryden & Ridley, 1999; Jorgensen, 1998; Morovjan et al., 1998). However, in the construction of metal–organic coordination polymers, pamoic acid as a ligand is comparable with other aromatic dicarboxylic acids such as benzene-1,4-dicarboxylic acid and 5-hydroxyisophthalic acid (Hong & You, 2004; Li et al., 2004; Plater et al., 2001; Xiao et al., 2005; Xiao & Zhu, 2003; Zhu et al., 2004), and the complexes are very limited. Here, we report the crystal structure of the title compound [Zn(phen)2(H2O)2].(pa).(H2O), (I), where phen is 1,10-phenanthroline and pa is the pamoate dianion.

The title compound, (I), consists of a [Zn(phen)2(H2O)2]+ cation, a pamoate dianion and one free water molecule (Fig. 1). The coordination geometry of the ZnII atom is best described as distorted octahedral, comprising four N atoms of two 1,10-phenanthroline molecules and two O atoms from two coordinated water molecules. The Zn—N bond lengths are in the range of 2.174 (4)–2.222 (4) Å, while the Zn—O bond distance is 2.079 (3) Å (Table 1). The ZnII ion lies on a crystallographic twofold axis and exhibits an approximately octahedral configuration. The pamoate dianion, which also lies on a crystallographic twofold axis, is free and does not coordinate to the ZnII atom, balancing the charge. The dihedral angle between the two phen rings is 73.0 (1)°, while the dihedral angle between the two pamoate rings is 74.7 (2)°.

The stability of the solid state structure of (I) is enhanced significantly by hydrogen-bonding interactions (Table 2). An intramolecular hydrogen bond, O3—H3···O2, exists between atom O3 and the uncoordinated carboxylate O2 atom. Two intermolecular hydrogen bonds (O4—H4A···O1i and O4—H4B···O1ii; symmetry codes are given in Table 2) are formed between O4 of the coordinated water and the uncoordinated carboxylate atom O1. An additional intermolecular hydrogen bond, O5—H5A···O2i, is formed between O5 of the free water molecule and the uncoordinated carboxylate atomO2. All these intermolecular hydrogen bonds link neighbouring mononuclear units into a two-dimensional networke (Fig. 2).

Experimental top

An aqua solution (10 ml) containing Zn(NO3)2 .6H2O (0.30 mmol, 0.084 g) was added slowly to a solution (10 ml) of N,N-dimethylformamide containing 1,10-phenanthroline (0.30 mmol, 0.054 g) and pamoic acid (0.30 mmol, 0.110 g). Colourless crystals suitable for X-ray analysis were obtained on allowing the solution to stand at room temperature for 14 d.

Refinement top

H atoms of the water molecules were located in a difference map and were refined isotropically, with O—H and H···H distance retraints of 0.84 (1) and 1.37 (2) Å, respectively. The remaining H atoms were positioned geometrically (C–H = 0.93 Å or O–H = 0.82 Å) and allowed to ride on their parent atoms. The Uiso(H) values were set at 1.2Ueq(C) or 1.5Ueq(O).

Computing details top

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.

Figures top
[Figure 1] Fig. 1. The structure of (I), showing 30% probability displacement ellipsoids and the atomic numbering scheme. Unlabelled atoms are related to labelled atoms by the symmetry operation (1 − x, y, 1/2 − z) in the cation and (2 − x, y, 1/2 − z) in the anion.
[Figure 2] Fig. 2. The two-dimensional network formed by hydrogen-bonding interactions (dashed lines). For clarity, the 1,10-phenanthroline molecules have been omitted.
{Bis[aqua(1,10-phenanthroline)]zinc(II)}.pamoato. monohydrate top
Crystal data top
[Zn(C12H8N2)2(H2O)2](C23H14O6)·H2OF(000) = 1792
Mr = 866.17Dx = 1.552 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 1053 reflections
a = 15.6006 (11) Åθ = 2.6–23.5°
b = 22.8892 (17) ŵ = 0.73 mm1
c = 11.5193 (8) ÅT = 298 K
β = 115.704 (2)°Prism, yellow
V = 3706.3 (5) Å30.28 × 0.11 × 0.06 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer
3375 independent reflections
Radiation source: fine-focus sealed tube2823 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.060
ϕ and ω scansθmax = 25.3°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
h = 1318
Tmin = 0.821, Tmax = 0.952k = 2721
9911 measured reflectionsl = 1313
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)] = 0.084Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.160H-atom parameters constrained
S = 1.20 w = 1/[σ2(Fo2) + (0.0526P)2 + 6.9583P]
where P = (Fo2 + 2Fc2)/3
3375 reflections(Δ/σ)max = 0.001
290 parametersΔρmax = 0.49 e Å3
5 restraintsΔρmin = 0.35 e Å3
Crystal data top
[Zn(C12H8N2)2(H2O)2](C23H14O6)·H2OV = 3706.3 (5) Å3
Mr = 866.17Z = 4
Monoclinic, C2/cMo Kα radiation
a = 15.6006 (11) ŵ = 0.73 mm1
b = 22.8892 (17) ÅT = 298 K
c = 11.5193 (8) Å0.28 × 0.11 × 0.06 mm
β = 115.704 (2)°
Data collection top
Bruker SMART CCD area-detector
diffractometer
3375 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
2823 reflections with I > 2σ(I)
Tmin = 0.821, Tmax = 0.952Rint = 0.060
9911 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0845 restraints
wR(F2) = 0.160H-atom parameters constrained
S = 1.20Δρmax = 0.49 e Å3
3375 reflectionsΔρmin = 0.35 e Å3
290 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
Zn10.50000.89626 (4)0.25000.0287 (3)
O10.5935 (2)0.94989 (16)0.0207 (3)0.0383 (9)
O20.6649 (2)0.89371 (18)0.1087 (3)0.0464 (10)
O30.8255 (2)0.85030 (15)0.0252 (3)0.0342 (8)
H30.77330.85530.03580.051*
O40.4644 (2)0.96606 (16)0.3360 (3)0.0383 (9)
H4A0.498 (3)0.9958 (16)0.350 (5)0.057*
H4B0.444 (4)0.961 (2)0.392 (4)0.057*
O50.50000.8256 (3)0.75000.123 (4)
H5A0.4520 (17)0.8467 (16)0.732 (12)0.185*
N10.6306 (3)0.88221 (17)0.4316 (3)0.0314 (10)
N20.5856 (3)0.83646 (17)0.1973 (4)0.0316 (9)
C10.6516 (4)0.9029 (2)0.5489 (5)0.0442 (14)
H10.60740.92690.55950.053*
C20.7360 (4)0.8905 (2)0.6566 (5)0.0454 (14)
H20.74730.90550.73700.054*
C30.8014 (4)0.8560 (2)0.6418 (5)0.0420 (14)
H3A0.85840.84760.71270.050*
C40.7838 (3)0.8331 (2)0.5210 (5)0.0325 (11)
C50.8485 (3)0.7969 (2)0.4971 (5)0.0407 (13)
H50.90730.78850.56460.049*
C60.8272 (3)0.7745 (2)0.3798 (5)0.0386 (13)
H60.87100.75080.36750.046*
C70.7375 (3)0.7869 (2)0.2738 (5)0.0334 (12)
C80.7100 (4)0.7637 (2)0.1506 (5)0.0427 (13)
H80.75080.73910.13410.051*
C90.6234 (4)0.7774 (2)0.0551 (5)0.0445 (14)
H90.60460.76230.02730.053*
C100.5633 (4)0.8141 (2)0.0811 (5)0.0383 (13)
H100.50470.82360.01440.046*
C110.6718 (3)0.8228 (2)0.2934 (4)0.0274 (11)
C120.6960 (3)0.8469 (2)0.4181 (4)0.0280 (11)
C131.00000.8470 (3)0.25000.0279 (15)
H13A1.018 (3)0.823 (2)0.320 (4)0.034*
C140.9141 (3)0.88224 (19)0.2399 (4)0.0237 (10)
C150.8319 (3)0.88348 (19)0.1264 (4)0.0233 (10)
C160.7513 (3)0.9185 (2)0.1117 (4)0.0231 (10)
C170.7566 (3)0.94962 (19)0.2150 (4)0.0257 (10)
H170.70620.97390.20520.031*
C180.8351 (3)0.94651 (19)0.3357 (4)0.0227 (10)
C190.8337 (3)0.9754 (2)0.4438 (4)0.0294 (11)
H190.78150.99810.43360.035*
C200.9082 (3)0.9702 (2)0.5625 (4)0.0330 (12)
H200.90690.98930.63300.040*
C210.9865 (3)0.9360 (2)0.5772 (4)0.0334 (12)
H211.03710.93220.65840.040*
C220.9902 (3)0.9081 (2)0.4752 (4)0.0274 (11)
H221.04350.88600.48810.033*
C230.9147 (3)0.91214 (18)0.3499 (4)0.0228 (10)
C240.6631 (3)0.9215 (2)0.0151 (4)0.0306 (11)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0269 (4)0.0357 (5)0.0236 (4)0.0000.0112 (3)0.000
O10.0227 (17)0.063 (3)0.0272 (18)0.0138 (17)0.0094 (14)0.0058 (17)
O20.0285 (19)0.077 (3)0.0299 (19)0.0086 (18)0.0096 (15)0.011 (2)
O30.0229 (17)0.047 (2)0.0302 (18)0.0002 (16)0.0092 (14)0.0125 (17)
O40.035 (2)0.048 (2)0.041 (2)0.0095 (17)0.0241 (17)0.0101 (18)
O50.109 (6)0.067 (5)0.095 (6)0.0000.047 (5)0.000
N10.031 (2)0.037 (3)0.025 (2)0.0005 (18)0.0113 (18)0.0014 (18)
N20.029 (2)0.034 (2)0.031 (2)0.0056 (18)0.0125 (19)0.0029 (19)
C10.049 (3)0.051 (4)0.036 (3)0.001 (3)0.021 (3)0.005 (3)
C20.065 (4)0.045 (3)0.028 (3)0.006 (3)0.021 (3)0.002 (3)
C30.040 (3)0.041 (3)0.032 (3)0.010 (3)0.003 (2)0.007 (3)
C40.034 (3)0.029 (3)0.032 (3)0.002 (2)0.012 (2)0.008 (2)
C50.024 (3)0.036 (3)0.051 (3)0.002 (2)0.006 (2)0.012 (3)
C60.027 (3)0.033 (3)0.054 (3)0.004 (2)0.016 (3)0.007 (3)
C70.037 (3)0.024 (3)0.045 (3)0.004 (2)0.023 (2)0.002 (2)
C80.039 (3)0.040 (3)0.054 (4)0.004 (3)0.025 (3)0.005 (3)
C90.055 (4)0.046 (3)0.036 (3)0.006 (3)0.023 (3)0.015 (3)
C100.041 (3)0.039 (3)0.031 (3)0.003 (2)0.012 (2)0.009 (2)
C110.025 (3)0.028 (3)0.030 (3)0.002 (2)0.013 (2)0.005 (2)
C120.026 (3)0.027 (3)0.031 (3)0.004 (2)0.013 (2)0.003 (2)
C130.027 (4)0.023 (4)0.028 (4)0.0000.006 (3)0.000
C140.019 (2)0.025 (3)0.028 (2)0.0013 (19)0.0114 (19)0.005 (2)
C150.023 (2)0.027 (3)0.023 (2)0.0042 (19)0.0121 (19)0.003 (2)
C160.021 (2)0.030 (3)0.023 (2)0.0020 (19)0.0135 (19)0.002 (2)
C170.023 (2)0.026 (3)0.030 (2)0.005 (2)0.014 (2)0.002 (2)
C180.021 (2)0.026 (2)0.024 (2)0.0029 (19)0.0130 (19)0.001 (2)
C190.029 (3)0.031 (3)0.032 (3)0.001 (2)0.016 (2)0.003 (2)
C200.035 (3)0.038 (3)0.028 (3)0.005 (2)0.016 (2)0.008 (2)
C210.031 (3)0.041 (3)0.024 (2)0.004 (2)0.007 (2)0.001 (2)
C220.021 (2)0.035 (3)0.024 (2)0.000 (2)0.0084 (19)0.001 (2)
C230.023 (2)0.022 (2)0.026 (2)0.0083 (18)0.0123 (19)0.0001 (19)
C240.023 (3)0.045 (3)0.025 (3)0.001 (2)0.013 (2)0.005 (2)
Geometric parameters (Å, º) top
Zn1—O42.079 (3)C7—C81.398 (7)
Zn1—O4i2.079 (3)C7—C111.405 (6)
Zn1—N22.174 (4)C8—C91.358 (7)
Zn1—N2i2.174 (4)C8—H80.93
Zn1—N1i2.222 (4)C9—C101.386 (7)
Zn1—N12.222 (4)C9—H90.93
O1—C241.243 (5)C10—H100.93
O2—C241.262 (5)C11—C121.429 (6)
O3—C151.359 (5)C13—C14ii1.524 (6)
O3—H30.82C13—C141.524 (5)
O4—H4A0.832 (19)C13—H13A0.91 (4)
O4—H4B0.834 (19)C14—C151.378 (6)
O5—H5A0.84 (2)C14—C231.437 (6)
N1—C11.332 (6)C15—C161.438 (6)
N1—C121.362 (6)C16—C171.358 (6)
N2—C101.330 (6)C16—C241.513 (6)
N2—C111.357 (6)C17—C181.400 (6)
C1—C21.391 (7)C17—H170.93
C1—H10.93C18—C191.418 (6)
C2—C31.358 (7)C18—C231.419 (6)
C2—H20.93C19—C201.361 (6)
C3—C41.399 (7)C19—H190.93
C3—H3A0.93C20—C211.399 (7)
C4—C121.405 (6)C20—H200.93
C4—C51.421 (7)C21—C221.360 (6)
C5—C61.346 (7)C21—H210.93
C5—H50.93C22—C231.416 (6)
C6—C71.431 (7)C22—H220.93
C6—H60.93
O4—Zn1—O4i79.5 (2)C8—C9—C10119.6 (5)
O4—Zn1—N2160.12 (13)C8—C9—H9120.2
O4i—Zn1—N291.57 (14)C10—C9—H9120.2
O4—Zn1—N2i91.57 (14)N2—C10—C9123.0 (5)
O4i—Zn1—N2i160.12 (13)N2—C10—H10118.5
N2—Zn1—N2i102.0 (2)C9—C10—H10118.5
O4—Zn1—N1i103.56 (14)N2—C11—C7122.5 (4)
O4i—Zn1—N1i89.31 (14)N2—C11—C12117.8 (4)
N2—Zn1—N1i93.99 (14)C7—C11—C12119.6 (4)
N2i—Zn1—N1i75.41 (14)N1—C12—C4122.8 (4)
O4—Zn1—N189.31 (14)N1—C12—C11117.4 (4)
O4i—Zn1—N1103.56 (14)C4—C12—C11119.8 (4)
N2—Zn1—N175.41 (14)C14ii—C13—C14116.2 (5)
N2i—Zn1—N193.99 (14)C14ii—C13—H13A109 (3)
N1i—Zn1—N1163.4 (2)C14—C13—H13A108 (3)
C15—O3—H3109.5C15—C14—C23118.3 (4)
Zn1—O4—H4A116 (4)C15—C14—C13120.6 (4)
Zn1—O4—H4B122 (4)C23—C14—C13121.0 (3)
H4A—O4—H4B112 (3)O3—C15—C14119.6 (4)
C1—N1—C12117.4 (4)O3—C15—C16118.4 (4)
C1—N1—Zn1128.7 (3)C14—C15—C16122.0 (4)
C12—N1—Zn1113.9 (3)C17—C16—C15118.1 (4)
C10—N2—C11117.8 (4)C17—C16—C24120.5 (4)
C10—N2—Zn1126.8 (3)C15—C16—C24121.4 (4)
C11—N2—Zn1115.4 (3)C16—C17—C18122.6 (4)
N1—C1—C2123.6 (5)C16—C17—H17118.7
N1—C1—H1118.2C18—C17—H17118.7
C2—C1—H1118.2C17—C18—C19120.6 (4)
C3—C2—C1118.6 (5)C17—C18—C23119.2 (4)
C3—C2—H2120.7C19—C18—C23120.2 (4)
C1—C2—H2120.7C20—C19—C18120.7 (4)
C2—C3—C4120.6 (5)C20—C19—H19119.7
C2—C3—H3A119.7C18—C19—H19119.7
C4—C3—H3A119.7C19—C20—C21119.4 (4)
C3—C4—C12117.0 (5)C19—C20—H20120.3
C3—C4—C5124.2 (5)C21—C20—H20120.3
C12—C4—C5118.8 (5)C22—C21—C20121.3 (4)
C6—C5—C4122.0 (5)C22—C21—H21119.3
C6—C5—H5119.0C20—C21—H21119.3
C4—C5—H5119.0C21—C22—C23121.5 (4)
C5—C6—C7120.3 (5)C21—C22—H22119.2
C5—C6—H6119.8C23—C22—H22119.2
C7—C6—H6119.8C22—C23—C18117.0 (4)
C8—C7—C11117.4 (5)C22—C23—C14123.6 (4)
C8—C7—C6123.1 (5)C18—C23—C14119.4 (4)
C11—C7—C6119.4 (5)O1—C24—O2124.2 (4)
C9—C8—C7119.6 (5)O1—C24—C16118.8 (4)
C9—C8—H8120.2O2—C24—C16117.1 (4)
C7—C8—H8120.2
Symmetry codes: (i) x+1, y, z+1/2; (ii) x+2, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4B···O1i0.83 (2)1.84 (2)2.673 (4)177 (5)
O4—H4A···O1iii0.83 (2)2.01 (3)2.757 (5)149 (5)
O5—H5A···O2i0.84 (2)2.06 (6)2.839 (5)154 (12)
O3—H3···O20.821.762.508 (4)150
Symmetry codes: (i) x+1, y, z+1/2; (iii) x, y+2, z+1/2.

Experimental details

Crystal data
Chemical formula[Zn(C12H8N2)2(H2O)2](C23H14O6)·H2O
Mr866.17
Crystal system, space groupMonoclinic, C2/c
Temperature (K)298
a, b, c (Å)15.6006 (11), 22.8892 (17), 11.5193 (8)
β (°) 115.704 (2)
V3)3706.3 (5)
Z4
Radiation typeMo Kα
µ (mm1)0.73
Crystal size (mm)0.28 × 0.11 × 0.06
Data collection
DiffractometerBruker SMART CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2002)
Tmin, Tmax0.821, 0.952
No. of measured, independent and
observed [I > 2σ(I)] reflections
9911, 3375, 2823
Rint0.060
(sin θ/λ)max1)0.601
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.084, 0.160, 1.20
No. of reflections3375
No. of parameters290
No. of restraints5
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.49, 0.35

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2002), SHELXL97.

Selected geometric parameters (Å, º) top
Zn1—O42.079 (3)Zn1—N12.222 (4)
Zn1—N22.174 (4)
O4—Zn1—O4i79.5 (2)O4—Zn1—N1i103.56 (14)
O4—Zn1—N2160.12 (13)N2—Zn1—N1i93.99 (14)
O4—Zn1—N2i91.57 (14)O4—Zn1—N189.31 (14)
O4i—Zn1—N2i160.12 (13)N2—Zn1—N175.41 (14)
N2—Zn1—N2i102.0 (2)N1i—Zn1—N1163.4 (2)
Symmetry code: (i) x+1, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4B···O1i0.83 (2)1.84 (2)2.673 (4)177 (5)
O4—H4A···O1ii0.83 (2)2.01 (3)2.757 (5)149 (5)
O5—H5A···O2i0.84 (2)2.06 (6)2.839 (5)154 (12)
O3—H3···O20.821.762.508 (4)150
Symmetry codes: (i) x+1, y, z+1/2; (ii) x, y+2, z+1/2.
 

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