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A two-dimensional zinc(II) coordination polymer, {[Zn(C8H4O4)(C2H8N2)]·3H2O}n, has been constructed from zinc(II), 1,3-benzene­di­carboxyl­ic acid and ethyl­enedi­amine. Within the polymer, each Zn atom is coordinated by two monodentate 1,3-benzene­di­carboxyl­ate ligands and two ethyl­enedi­amine ligands which define a distorted tetrahedral geometry. The two-dimensional network is further held together by π–π stacking interactions and hydrogen-bonding interactions, giving two types of extended one-dimensional channels along the a axis with dimensions of 10.207 (1) × 7.286 (1) Å and 10.207 (1) × 6.240 (1) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803020579/br6117sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803020579/br6117Isup2.hkl
Contains datablock I

CCDC reference: 225688

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.030
  • wR factor = 0.068
  • Data-to-parameter ratio = 14.3

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 H4 .. H4 = 2.14 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 10
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

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SMART; 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 and PLATON (Spek, 2001).

µ-1,3-benzenedicarboxylato-µ-ethylenediamine-zinc(II) trihydrate top
Crystal data top
[Zn(C8H4O4)(C2H8N2)]·3H2OZ = 2
Mr = 343.65F(000) = 356
Triclinic, P1Dx = 1.632 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 5.6038 (4) ÅCell parameters from 3044 reflections
b = 10.2066 (7) Åθ = 1.7–28.3°
c = 12.2719 (8) ŵ = 1.79 mm1
α = 85.549 (1)°T = 298 K
β = 88.404 (1)°Block, colourless
γ = 89.026 (1)°0.27 × 0.22 × 0.19 mm
V = 699.44 (8) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer
3078 independent reflections
Radiation source: fine-focus sealed tube2670 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.013
φ and ω scansθmax = 28.3°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 76
Tmin = 0.630, Tmax = 0.712k = 1313
4279 measured reflectionsl = 1516
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)] = 0.030Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.068H atoms treated by a mixture of independent and constrained refinement
S = 0.92 w = 1/[σ2(Fo2) + (0.0362P)2]
where P = (Fo2 + 2Fc2)/3
3078 reflections(Δ/σ)max = 0.001
215 parametersΔρmax = 0.48 e Å3
15 restraintsΔρmin = 0.33 e Å3
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
Zn10.25154 (4)0.52838 (2)0.72784 (2)0.02699 (9)
O10.0498 (3)0.38117 (13)0.68876 (12)0.0305 (3)
O20.3631 (3)0.26901 (14)0.75111 (14)0.0383 (4)
O30.3557 (3)0.22553 (14)0.74451 (14)0.0400 (4)
O40.0454 (3)0.31818 (13)0.67852 (13)0.0351 (4)
O1W1.0037 (3)0.27931 (16)0.99905 (16)0.0460 (4)
H1W11.103 (4)0.229 (2)1.0322 (19)0.055*
H1W20.913 (4)0.237 (2)0.9624 (19)0.055*
O2W0.6456 (4)0.14200 (18)0.90620 (16)0.0511 (5)
H2W10.564 (4)0.177 (2)0.8558 (16)0.061*
H2W20.668 (5)0.0616 (11)0.901 (2)0.061*
O3W0.6308 (3)0.12905 (19)0.90194 (16)0.0507 (5)
H3W10.560 (4)0.147 (3)0.8455 (12)0.061*
H3W20.537 (4)0.139 (3)0.9574 (12)0.061*
N10.5721 (3)0.52978 (17)0.64547 (15)0.0273 (4)
H1N10.644 (4)0.4561 (11)0.6614 (18)0.038 (7)*
H1N20.657 (4)0.5904 (15)0.668 (2)0.054 (8)*
N20.2637 (3)0.51169 (17)0.89188 (15)0.0279 (4)
H2N10.189 (3)0.4413 (11)0.9140 (16)0.028 (6)*
H2N20.188 (3)0.5765 (12)0.9166 (16)0.024 (6)*
C10.1634 (4)0.27343 (19)0.71032 (17)0.0266 (4)
C20.0471 (4)0.15051 (19)0.68089 (17)0.0264 (4)
C30.1633 (4)0.1589 (2)0.62465 (19)0.0340 (5)
H30.23200.24090.60590.041*
C40.2725 (4)0.0472 (2)0.5961 (2)0.0397 (6)
H40.41550.05400.55930.048*
C50.1712 (4)0.0742 (2)0.62178 (19)0.0336 (5)
H50.24520.14930.60180.040*
C60.0411 (4)0.08531 (19)0.67743 (17)0.0277 (5)
C70.1486 (4)0.02747 (19)0.70688 (17)0.0277 (5)
H70.29050.02060.74460.033*
C80.1567 (4)0.21669 (19)0.70286 (17)0.0287 (5)
C90.5758 (4)0.5492 (2)0.52491 (17)0.0353 (5)
H9a0.73890.54120.49740.042*
H9b0.51810.63720.50310.042*
C100.5030 (4)0.5062 (2)0.93840 (17)0.0323 (5)
H10a0.58790.58520.91280.039*
H10b0.59090.43170.91200.039*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.03038 (15)0.02352 (13)0.02750 (15)0.00196 (9)0.00439 (10)0.00310 (9)
O10.0341 (8)0.0179 (7)0.0402 (9)0.0008 (6)0.0076 (7)0.0039 (6)
O20.0369 (9)0.0250 (8)0.0541 (11)0.0006 (6)0.0149 (8)0.0051 (7)
O30.0401 (10)0.0238 (8)0.0570 (11)0.0001 (7)0.0135 (8)0.0043 (7)
O40.0400 (9)0.0182 (7)0.0478 (10)0.0026 (6)0.0095 (8)0.0035 (7)
O1W0.0411 (11)0.0370 (9)0.0606 (13)0.0005 (8)0.0054 (9)0.0062 (9)
O2W0.0609 (12)0.0398 (10)0.0530 (12)0.0008 (9)0.0200 (10)0.0003 (9)
O3W0.0595 (13)0.0490 (11)0.0448 (11)0.0003 (9)0.0132 (9)0.0066 (9)
N10.0299 (10)0.0251 (9)0.0274 (10)0.0014 (8)0.0051 (8)0.0037 (7)
N20.0329 (10)0.0238 (9)0.0275 (10)0.0021 (8)0.0025 (8)0.0031 (7)
C10.0320 (12)0.0211 (10)0.0269 (11)0.0019 (8)0.0012 (9)0.0031 (8)
C20.0306 (11)0.0205 (10)0.0283 (11)0.0019 (8)0.0014 (9)0.0041 (8)
C30.0355 (12)0.0234 (10)0.0442 (14)0.0031 (9)0.0080 (10)0.0073 (9)
C40.0352 (13)0.0328 (12)0.0527 (16)0.0001 (10)0.0154 (11)0.0083 (11)
C50.0345 (12)0.0230 (10)0.0445 (14)0.0058 (9)0.0036 (10)0.0087 (9)
C60.0326 (12)0.0188 (10)0.0314 (12)0.0019 (8)0.0037 (9)0.0018 (8)
C70.0287 (11)0.0227 (10)0.0321 (12)0.0021 (8)0.0033 (9)0.0029 (8)
C80.0367 (12)0.0191 (10)0.0303 (12)0.0021 (8)0.0003 (10)0.0014 (8)
C90.0413 (13)0.0365 (13)0.0284 (12)0.0089 (10)0.0022 (10)0.0016 (10)
C100.0354 (12)0.0322 (11)0.0296 (12)0.0017 (9)0.0046 (10)0.0020 (9)
Geometric parameters (Å, º) top
Zn1—O11.9913 (13)N2—H2N10.86 (1)
Zn1—O4i1.9959 (15)N2—H2N20.85 (1)
Zn1—N22.0100 (18)C1—C21.497 (3)
Zn1—N12.0364 (18)C2—C31.381 (3)
Zn1—O3i2.6130 (15)C2—C71.388 (3)
Zn1—O22.7049 (15)C3—C41.377 (3)
O1—C11.275 (2)C3—H30.93
O2—C11.237 (2)C4—C51.372 (3)
O3—C81.239 (3)C4—H40.93
O4—C81.277 (2)C5—C61.387 (3)
O1W—H1W10.84 (2)C5—H50.93
O1W—H1W20.84 (2)C6—C71.385 (3)
O2W—H2W10.83 (2)C6—C81.494 (3)
O2W—H2W20.83 (1)C7—H70.93
O3W—H3W10.84 (1)C9—C9ii1.502 (4)
O3W—H3W20.85 (1)C9—H9a0.97
N1—C91.477 (3)C9—H9b0.97
N1—H1N10.86 (1)C10—C10iii1.507 (4)
N1—H1N20.85 (2)C10—H10a0.97
N2—C101.470 (3)C10—H10b0.97
O1—Zn1—O4i100.30 (6)O1—C1—C2116.84 (18)
O1—Zn1—N2105.63 (7)C3—C2—C7118.85 (18)
O4i—Zn1—N2110.00 (7)C3—C2—C1119.67 (18)
O1—Zn1—N1111.54 (6)C7—C2—C1121.46 (18)
O4i—Zn1—N1111.88 (7)C4—C3—C2120.63 (19)
N2—Zn1—N1116.17 (7)C4—C3—H3119.7
O1—Zn1—O3i155.28 (5)C2—C3—H3119.7
O4i—Zn1—O3i54.99 (5)C5—C4—C3120.3 (2)
N2—Zn1—O3i85.11 (6)C5—C4—H4119.9
N1—Zn1—O3i81.88 (6)C3—C4—H4119.9
O1—Zn1—O253.33 (5)C4—C5—C6120.24 (19)
O4i—Zn1—O2153.53 (5)C4—C5—H5119.9
N2—Zn1—O282.79 (6)C6—C5—H5119.9
N1—Zn1—O280.38 (6)C7—C6—C5119.15 (18)
O3i—Zn1—O2151.37 (5)C7—C6—C8120.18 (19)
C1—O1—Zn1108.45 (12)C5—C6—C8120.65 (18)
C1—O2—Zn175.73 (11)C6—C7—C2120.84 (19)
C8—O4—Zn1iv105.59 (13)C6—C7—H7119.6
H1W1—O1W—H1W2110.7 (15)C2—C7—H7119.6
H2W1—O2W—H2W2113.0 (16)O3—C8—O4121.66 (18)
H3W1—O3W—H3W2109.8 (15)O3—C8—C6120.51 (18)
C9—N1—Zn1118.82 (13)O4—C8—C6117.82 (19)
C9—N1—H1N1106.3 (16)N1—C9—C9ii111.8 (2)
Zn1—N1—H1N1108.2 (16)N1—C9—H9a109.2
C9—N1—H1N2106.3 (18)C9ii—C9—H9a109.2
Zn1—N1—H1N2109.0 (17)N1—C9—H9b109.2
H1N1—N1—H1N2107.8 (14)C9ii—C9—H9b109.2
C10—N2—Zn1116.24 (13)H9a—C9—H9b107.9
C10—N2—H2N1108.9 (15)N2—C10—C10iii113.0 (2)
Zn1—N2—H2N1106.9 (14)N2—C10—H10a109.0
C10—N2—H2N2108.0 (14)C10iii—C10—H10a109.0
Zn1—N2—H2N2108.7 (14)N2—C10—H10b109.0
H2N1—N2—H2N2107.9 (13)C10iii—C10—H10b109.0
O2—C1—O1122.47 (18)H10a—C10—H10b107.8
O2—C1—C2120.67 (18)
O4i—Zn1—O1—C1176.70 (14)Zn1—O1—C1—C2176.73 (14)
N2—Zn1—O1—C168.98 (15)O2—C1—C2—C3172.9 (2)
N1—Zn1—O1—C158.09 (15)O1—C1—C2—C35.3 (3)
O3i—Zn1—O1—C1177.71 (14)O2—C1—C2—C75.7 (3)
O2—Zn1—O1—C10.73 (12)O1—C1—C2—C7176.0 (2)
O1—Zn1—O2—C10.73 (13)C7—C2—C3—C40.9 (3)
O4i—Zn1—O2—C14.9 (2)C1—C2—C3—C4179.6 (2)
N2—Zn1—O2—C1116.37 (14)C2—C3—C4—C51.0 (4)
N1—Zn1—O2—C1125.45 (14)C3—C4—C5—C60.5 (4)
O3i—Zn1—O2—C1177.90 (13)C4—C5—C6—C70.2 (3)
O1—Zn1—N1—C962.24 (16)C4—C5—C6—C8178.2 (2)
O4i—Zn1—N1—C949.20 (16)C5—C6—C7—C20.4 (3)
N2—Zn1—N1—C9176.65 (14)C8—C6—C7—C2178.03 (19)
O3i—Zn1—N1—C996.22 (15)C3—C2—C7—C60.2 (3)
O2—Zn1—N1—C9106.35 (15)C1—C2—C7—C6178.85 (19)
O1—Zn1—N2—C10126.09 (14)Zn1iv—O4—C8—O32.5 (3)
O4i—Zn1—N2—C10126.49 (14)Zn1iv—O4—C8—C6178.70 (15)
N1—Zn1—N2—C101.88 (17)C7—C6—C8—O34.3 (3)
O3i—Zn1—N2—C1076.58 (14)C5—C6—C8—O3174.1 (2)
O2—Zn1—N2—C1077.42 (14)C7—C6—C8—O4176.89 (19)
Zn1—O2—C1—O11.09 (19)C5—C6—C8—O44.7 (3)
Zn1—O2—C1—C2177.1 (2)Zn1—N1—C9—C9ii54.9 (3)
Zn1—O1—C1—O21.5 (3)Zn1—N2—C10—C10iii179.94 (18)
Symmetry codes: (i) x, y+1, z; (ii) x+1, y+1, z+1; (iii) x+1, y+1, z+2; (iv) x, y1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1N1···O1v0.85 (2)2.41 (2)3.093 (2)137 (2)
N1—H1N2···O4vi0.85 (1)2.39 (2)3.147 (2)148 (2)
N2—H2N1···O1Wvii0.86 (1)2.15 (1)3.001 (3)169 (2)
N2—H2N2···O1Wiii0.85 (1)2.12 (1)2.968 (2)171 (2)
O1W—H1W2···O2W0.84 (2)1.97 (1)2.786 (2)166 (3)
O1W—H1W1···O3Wviii0.84 (2)1.95 (1)2.787 (3)171 (3)
O2W—H2W1···O20.83 (2)1.91 (1)2.743 (2)174 (2)
O2W—H2W2···O3W0.83 (1)1.96 (1)2.774 (3)165 (3)
Symmetry codes: (iii) x+1, y+1, z+2; (v) x+1, y, z; (vi) x+1, y+1, z; (vii) x1, y, z; (viii) x+2, y, z+2.
 

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