Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S010827010401056X/ga1056sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S010827010401056X/ga1056Isup2.hkl |
CCDC reference: 245868
A mixture of Zn(CH3CO2)2·2H2O (0.5 mmol), OH—H2BDC (0.5 mmol), phen (0.5 mmol), Na2CO3 (0.5 mmol) and water (16 ml) was sealed in a 25 ml stainless-steel reactor with a Teflon liner. The reaction system was heated at 433 K for 60 h. Slow cooling of the system to room temperature yielded colourless crystals of the title complex, which were collected by filtration.
All H atoms, except water atoms H1WA and H1WB, were positioned geometrically and refined using a riding model [C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C), and O—H = 0.82 Å and Uiso(H) = 1.5Ueq(O)]. No riding model was applied to H1WA and H1WB. Please give brief details of how these atoms were located and treated.
Data collection: SMART (Siemens, 1996); cell refinement: SMART and SAINT (Siemens, 1996); data reduction: XPREP in SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Zn(C8H4O5)(C12H8N2)]·H2O | F(000) = 904 |
Mr = 443.70 | Dx = 1.665 Mg m−3 |
Monoclinic, P2/n | Mo Kα radiation, λ = 0.71073 Å |
a = 8.7640 (4) Å | Cell parameters from 3603 reflections |
b = 12.1090 (6) Å | θ = 1.7–25.0° |
c = 17.0440 (8) Å | µ = 1.43 mm−1 |
β = 101.846 (1)° | T = 293 K |
V = 1770.24 (15) Å3 | Prism, colourless |
Z = 4 | 0.40 × 0.30 × 0.20 mm |
Make Model CCD area-detector diffractometer | 3087 independent reflections |
Radiation source: fine-focus sealed tube | 2512 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ϕ and ω scans | θmax = 25.0°, θmin = 1.7° |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | h = −10→9 |
Tmin = 0.578, Tmax = 0.751 | k = −11→14 |
6008 measured reflections | l = −20→15 |
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)] = 0.055 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.156 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0619P)2 + 7.1455P] where P = (Fo2 + 2Fc2)/3 |
3087 reflections | (Δ/σ)max = 0.004 |
268 parameters | Δρmax = 0.46 e Å−3 |
2 restraints | Δρmin = −0.45 e Å−3 |
[Zn(C8H4O5)(C12H8N2)]·H2O | V = 1770.24 (15) Å3 |
Mr = 443.70 | Z = 4 |
Monoclinic, P2/n | Mo Kα radiation |
a = 8.7640 (4) Å | µ = 1.43 mm−1 |
b = 12.1090 (6) Å | T = 293 K |
c = 17.0440 (8) Å | 0.40 × 0.30 × 0.20 mm |
β = 101.846 (1)° |
Make Model CCD area-detector diffractometer | 3087 independent reflections |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | 2512 reflections with I > 2σ(I) |
Tmin = 0.578, Tmax = 0.751 | Rint = 0.039 |
6008 measured reflections |
R[F2 > 2σ(F2)] = 0.055 | 2 restraints |
wR(F2) = 0.156 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.14 | Δρmax = 0.46 e Å−3 |
3087 reflections | Δρmin = −0.45 e Å−3 |
268 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.94511 (7) | 0.29467 (5) | 0.83478 (3) | 0.0246 (2) | |
O1W | 1.0449 (6) | 0.5967 (4) | 0.8564 (3) | 0.0551 (13) | |
H1WB | 1.044 (11) | 0.574 (7) | 0.902 (2) | 0.083* | |
H1WA | 1.034 (11) | 0.547 (5) | 0.823 (4) | 0.083* | |
O1 | 1.2134 (5) | 0.2598 (4) | 0.9027 (3) | 0.0504 (12) | |
O2 | 1.0572 (5) | 0.3841 (3) | 0.9352 (2) | 0.0416 (10) | |
O3 | 1.2757 (4) | 0.6462 (3) | 1.1616 (2) | 0.0342 (9) | |
O4 | 1.4778 (5) | 0.5877 (3) | 1.2533 (2) | 0.0354 (9) | |
O5 | 1.7035 (5) | 0.2765 (3) | 1.1123 (3) | 0.0413 (10) | |
H5O | 1.7802 | 0.3172 | 1.1219 | 0.062* | |
N1 | 0.9890 (5) | 0.1561 (4) | 0.7646 (2) | 0.0284 (10) | |
N2 | 0.8726 (5) | 0.1572 (4) | 0.8977 (3) | 0.0298 (10) | |
C1 | 1.0513 (8) | 0.1581 (5) | 0.7002 (3) | 0.0385 (14) | |
H1 | 1.0715 | 0.2262 | 0.6787 | 0.046* | |
C2 | 1.0879 (9) | 0.0611 (5) | 0.6634 (4) | 0.0500 (18) | |
H2 | 1.1329 | 0.0651 | 0.6185 | 0.060* | |
C3 | 1.0576 (8) | −0.0394 (6) | 0.6933 (4) | 0.0494 (17) | |
H3 | 1.0817 | −0.1044 | 0.6689 | 0.059* | |
C4 | 0.9904 (7) | −0.0441 (5) | 0.7606 (3) | 0.0351 (13) | |
C5 | 0.9522 (8) | −0.1470 (5) | 0.7977 (4) | 0.0471 (17) | |
H5 | 0.9730 | −0.2147 | 0.7758 | 0.056* | |
C6 | 0.8879 (8) | −0.1455 (5) | 0.8625 (4) | 0.0434 (16) | |
H6 | 0.8631 | −0.2123 | 0.8842 | 0.052* | |
C7 | 0.8565 (7) | −0.0438 (5) | 0.8992 (4) | 0.0362 (13) | |
C8 | 0.7925 (8) | −0.0364 (5) | 0.9685 (4) | 0.0455 (16) | |
H8 | 0.7657 | −0.1004 | 0.9931 | 0.055* | |
C9 | 0.7700 (8) | 0.0659 (5) | 0.9995 (4) | 0.0447 (16) | |
H9 | 0.7276 | 0.0716 | 1.0452 | 0.054* | |
C10 | 0.8106 (7) | 0.1612 (5) | 0.9624 (3) | 0.0357 (13) | |
H10 | 0.7938 | 0.2300 | 0.9839 | 0.043* | |
C11 | 0.8933 (6) | 0.0570 (4) | 0.8658 (3) | 0.0274 (12) | |
C12 | 0.9588 (6) | 0.0563 (4) | 0.7946 (3) | 0.0261 (11) | |
C13 | 1.5492 (7) | 0.4270 (5) | 1.1465 (3) | 0.0341 (13) | |
H13 | 1.6275 | 0.4453 | 1.1904 | 0.041* | |
C14 | 1.4110 (6) | 0.4878 (4) | 1.1309 (3) | 0.0280 (12) | |
C15 | 1.2921 (6) | 0.4596 (4) | 1.0653 (3) | 0.0278 (12) | |
H15 | 1.1998 | 0.5003 | 1.0543 | 0.033* | |
C16 | 1.3844 (6) | 0.5802 (4) | 1.1852 (3) | 0.0284 (12) | |
C17 | 1.3130 (6) | 0.3705 (4) | 1.0169 (3) | 0.0283 (12) | |
C18 | 1.4532 (7) | 0.3112 (4) | 1.0330 (3) | 0.0311 (12) | |
H18 | 1.4675 | 0.2521 | 1.0000 | 0.037* | |
C19 | 1.5710 (6) | 0.3393 (4) | 1.0972 (3) | 0.0289 (12) | |
C20 | 1.1875 (7) | 0.3362 (5) | 0.9472 (3) | 0.0317 (13) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0346 (4) | 0.0166 (3) | 0.0206 (3) | 0.0008 (3) | 0.0009 (2) | 0.0005 (2) |
O1W | 0.062 (3) | 0.034 (3) | 0.066 (3) | −0.005 (2) | 0.006 (3) | 0.002 (2) |
O1 | 0.056 (3) | 0.058 (3) | 0.036 (2) | −0.006 (2) | 0.006 (2) | −0.020 (2) |
O2 | 0.045 (3) | 0.034 (2) | 0.038 (2) | 0.002 (2) | −0.0103 (19) | −0.0008 (18) |
O3 | 0.035 (2) | 0.032 (2) | 0.033 (2) | 0.0144 (18) | −0.0005 (17) | −0.0025 (17) |
O4 | 0.044 (2) | 0.029 (2) | 0.027 (2) | 0.0090 (18) | −0.0077 (17) | −0.0053 (17) |
O5 | 0.031 (2) | 0.032 (2) | 0.059 (3) | 0.0065 (18) | 0.0042 (19) | −0.012 (2) |
N1 | 0.037 (3) | 0.026 (2) | 0.022 (2) | 0.000 (2) | 0.0051 (19) | −0.0010 (18) |
N2 | 0.039 (3) | 0.021 (2) | 0.029 (2) | 0.006 (2) | 0.006 (2) | 0.0041 (19) |
C1 | 0.058 (4) | 0.035 (3) | 0.025 (3) | 0.006 (3) | 0.015 (3) | 0.005 (3) |
C2 | 0.076 (5) | 0.043 (4) | 0.037 (3) | 0.013 (3) | 0.027 (3) | −0.001 (3) |
C3 | 0.066 (5) | 0.039 (4) | 0.043 (4) | 0.011 (3) | 0.011 (3) | −0.013 (3) |
C4 | 0.039 (3) | 0.027 (3) | 0.035 (3) | 0.003 (2) | −0.003 (3) | −0.005 (2) |
C5 | 0.062 (4) | 0.022 (3) | 0.052 (4) | 0.005 (3) | 0.000 (3) | −0.005 (3) |
C6 | 0.057 (4) | 0.016 (3) | 0.054 (4) | 0.003 (3) | 0.005 (3) | 0.007 (3) |
C7 | 0.039 (3) | 0.025 (3) | 0.043 (3) | 0.001 (3) | 0.005 (3) | 0.008 (3) |
C8 | 0.054 (4) | 0.031 (3) | 0.052 (4) | −0.007 (3) | 0.014 (3) | 0.017 (3) |
C9 | 0.056 (4) | 0.040 (4) | 0.042 (4) | 0.001 (3) | 0.020 (3) | 0.012 (3) |
C10 | 0.041 (3) | 0.035 (3) | 0.033 (3) | 0.004 (3) | 0.013 (3) | 0.001 (3) |
C11 | 0.034 (3) | 0.020 (3) | 0.026 (3) | 0.002 (2) | 0.000 (2) | 0.005 (2) |
C12 | 0.032 (3) | 0.020 (3) | 0.023 (3) | 0.000 (2) | 0.000 (2) | −0.002 (2) |
C13 | 0.037 (3) | 0.029 (3) | 0.030 (3) | 0.004 (2) | −0.009 (2) | −0.004 (2) |
C14 | 0.033 (3) | 0.025 (3) | 0.025 (3) | 0.002 (2) | 0.003 (2) | −0.001 (2) |
C15 | 0.032 (3) | 0.025 (3) | 0.025 (3) | 0.004 (2) | 0.002 (2) | 0.000 (2) |
C16 | 0.035 (3) | 0.024 (3) | 0.026 (3) | 0.003 (2) | 0.004 (2) | 0.002 (2) |
C17 | 0.034 (3) | 0.026 (3) | 0.024 (3) | −0.003 (2) | 0.005 (2) | 0.004 (2) |
C18 | 0.040 (3) | 0.027 (3) | 0.026 (3) | 0.000 (2) | 0.006 (2) | −0.006 (2) |
C19 | 0.030 (3) | 0.022 (3) | 0.034 (3) | 0.001 (2) | 0.008 (2) | −0.002 (2) |
C20 | 0.041 (3) | 0.030 (3) | 0.022 (3) | −0.007 (3) | 0.001 (2) | 0.001 (2) |
Zn1—O4i | 2.043 (4) | C3—H3 | 0.9300 |
Zn1—O3ii | 2.071 (4) | C4—C12 | 1.394 (8) |
Zn1—O2 | 2.086 (4) | C4—C5 | 1.460 (9) |
Zn1—N1 | 2.133 (4) | C5—C6 | 1.337 (10) |
Zn1—N2 | 2.137 (4) | C5—H5 | 0.9300 |
Zn1—O1 | 2.429 (5) | C6—C7 | 1.427 (8) |
Zn1—C20 | 2.594 (6) | C6—H6 | 0.9300 |
O1W—H1WB | 0.82 (6) | C7—C11 | 1.406 (7) |
O1W—H1WA | 0.82 (6) | C7—C8 | 1.408 (9) |
O1—C20 | 1.241 (7) | C8—C9 | 1.371 (9) |
O2—C20 | 1.255 (7) | C8—H8 | 0.9300 |
O3—C16 | 1.241 (6) | C9—C10 | 1.391 (8) |
O3—Zn1ii | 2.071 (4) | C9—H9 | 0.9300 |
O4—C16 | 1.275 (6) | C10—H10 | 0.9300 |
O4—Zn1iii | 2.043 (4) | C11—C12 | 1.442 (8) |
O5—C19 | 1.363 (7) | C13—C19 | 1.386 (8) |
O5—H5O | 0.8200 | C13—C14 | 1.391 (8) |
N1—C1 | 1.319 (7) | C13—H13 | 0.9300 |
N1—C12 | 1.354 (7) | C14—C15 | 1.401 (7) |
N2—C10 | 1.325 (7) | C14—C16 | 1.495 (7) |
N2—C11 | 1.350 (7) | C15—C17 | 1.387 (7) |
C1—C2 | 1.393 (8) | C15—H15 | 0.9300 |
C1—H1 | 0.9300 | C17—C18 | 1.396 (8) |
C2—C3 | 1.360 (9) | C17—C20 | 1.499 (7) |
C2—H2 | 0.9300 | C18—C19 | 1.381 (8) |
C3—C4 | 1.391 (9) | C18—H18 | 0.9300 |
O4i—Zn1—O3ii | 92.45 (16) | C5—C6—C7 | 121.6 (6) |
O4i—Zn1—O2 | 95.16 (16) | C5—C6—H6 | 119.2 |
O3ii—Zn1—O2 | 94.69 (16) | C7—C6—H6 | 119.2 |
O4i—Zn1—N1 | 95.53 (16) | C11—C7—C8 | 116.5 (5) |
O3ii—Zn1—N1 | 124.22 (16) | C11—C7—C6 | 119.0 (5) |
O2—Zn1—N1 | 138.97 (17) | C8—C7—C6 | 124.5 (5) |
O4i—Zn1—N2 | 166.96 (17) | C9—C8—C7 | 119.5 (5) |
O3ii—Zn1—N2 | 82.96 (16) | C9—C8—H8 | 120.3 |
O2—Zn1—N2 | 97.37 (17) | C7—C8—H8 | 120.3 |
N1—Zn1—N2 | 77.27 (17) | C8—C9—C10 | 119.9 (6) |
O4i—Zn1—O1 | 100.77 (16) | C8—C9—H9 | 120.1 |
O3ii—Zn1—O1 | 149.37 (14) | C10—C9—H9 | 120.1 |
O2—Zn1—O1 | 56.94 (15) | N2—C10—C9 | 122.2 (6) |
N1—Zn1—O1 | 82.16 (16) | N2—C10—H10 | 118.9 |
N2—Zn1—O1 | 89.13 (17) | C9—C10—H10 | 118.9 |
O4i—Zn1—C20 | 99.17 (16) | N2—C11—C7 | 123.4 (5) |
O3ii—Zn1—C20 | 122.48 (17) | N2—C11—C12 | 116.8 (4) |
O2—Zn1—C20 | 28.58 (17) | C7—C11—C12 | 119.8 (5) |
N1—Zn1—C20 | 110.47 (18) | N1—C12—C4 | 123.0 (5) |
N2—Zn1—C20 | 93.57 (17) | N1—C12—C11 | 117.0 (4) |
O1—Zn1—C20 | 28.36 (16) | C4—C12—C11 | 120.0 (5) |
H1WB—O1W—H1WA | 113 (9) | C19—C13—C14 | 120.5 (5) |
C20—O1—Zn1 | 83.2 (4) | C19—C13—H13 | 119.7 |
C20—O2—Zn1 | 98.8 (3) | C14—C13—H13 | 119.7 |
C16—O3—Zn1ii | 150.2 (4) | C13—C14—C15 | 119.9 (5) |
C16—O4—Zn1iii | 120.8 (3) | C13—C14—C16 | 120.9 (5) |
C19—O5—H5O | 109.5 | C15—C14—C16 | 119.2 (5) |
C1—N1—C12 | 118.4 (5) | C17—C15—C14 | 119.5 (5) |
C1—N1—Zn1 | 127.1 (4) | C17—C15—H15 | 120.2 |
C12—N1—Zn1 | 114.4 (3) | C14—C15—H15 | 120.2 |
C10—N2—C11 | 118.5 (5) | O3—C16—O4 | 123.6 (5) |
C10—N2—Zn1 | 127.0 (4) | O3—C16—C14 | 118.9 (5) |
C11—N2—Zn1 | 114.5 (3) | O4—C16—C14 | 117.5 (5) |
N1—C1—C2 | 122.0 (6) | C15—C17—C18 | 119.8 (5) |
N1—C1—H1 | 119.0 | C15—C17—C20 | 121.2 (5) |
C2—C1—H1 | 119.0 | C18—C17—C20 | 118.9 (5) |
C3—C2—C1 | 119.9 (6) | C19—C18—C17 | 120.7 (5) |
C3—C2—H2 | 120.0 | C19—C18—H18 | 119.6 |
C1—C2—H2 | 120.0 | C17—C18—H18 | 119.6 |
C2—C3—C4 | 119.4 (6) | O5—C19—C18 | 118.6 (5) |
C2—C3—H3 | 120.3 | O5—C19—C13 | 121.8 (5) |
C4—C3—H3 | 120.3 | C18—C19—C13 | 119.5 (5) |
C3—C4—C12 | 117.4 (6) | O1—C20—O2 | 121.1 (5) |
C3—C4—C5 | 124.3 (6) | O1—C20—C17 | 119.4 (5) |
C12—C4—C5 | 118.4 (5) | O2—C20—C17 | 119.6 (5) |
C6—C5—C4 | 121.2 (6) | O1—C20—Zn1 | 68.4 (3) |
C6—C5—H5 | 119.4 | O2—C20—Zn1 | 52.6 (3) |
C4—C5—H5 | 119.4 | C17—C20—Zn1 | 172.1 (4) |
Symmetry codes: (i) x−1/2, −y+1, z−1/2; (ii) −x+2, −y+1, −z+2; (iii) x+1/2, −y+1, z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WB···O2 | 0.82 (6) | 2.36 (8) | 2.883 (6) | 122 (8) |
O1W—H1WA···O4i | 0.82 (6) | 2.01 (3) | 2.817 (6) | 169 (9) |
O5—H5O···O1Wiv | 0.82 | 1.82 | 2.642 (7) | 178 |
Symmetry codes: (i) x−1/2, −y+1, z−1/2; (iv) −x+3, −y+1, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Zn(C8H4O5)(C12H8N2)]·H2O |
Mr | 443.70 |
Crystal system, space group | Monoclinic, P2/n |
Temperature (K) | 293 |
a, b, c (Å) | 8.7640 (4), 12.1090 (6), 17.0440 (8) |
β (°) | 101.846 (1) |
V (Å3) | 1770.24 (15) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.43 |
Crystal size (mm) | 0.40 × 0.30 × 0.20 |
Data collection | |
Diffractometer | Make Model CCD area-detector diffractometer |
Absorption correction | Empirical (using intensity measurements) (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.578, 0.751 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6008, 3087, 2512 |
Rint | 0.039 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.055, 0.156, 1.14 |
No. of reflections | 3087 |
No. of parameters | 268 |
No. of restraints | 2 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.46, −0.45 |
Computer programs: SMART (Siemens, 1996), SMART and SAINT (Siemens, 1996), XPREP in SHELXTL (Siemens, 1994), SHELXTL.
Zn1—O4i | 2.043 (4) | Zn1—N1 | 2.133 (4) |
Zn1—O3ii | 2.071 (4) | Zn1—N2 | 2.137 (4) |
Zn1—O2 | 2.086 (4) | Zn1—O1 | 2.429 (5) |
O4i—Zn1—O3ii | 92.45 (16) | O2—Zn1—N1 | 138.97 (17) |
O4i—Zn1—O2 | 95.16 (16) | O4i—Zn1—N2 | 166.96 (17) |
O3ii—Zn1—O2 | 94.69 (16) | O3ii—Zn1—N2 | 82.96 (16) |
O4i—Zn1—N1 | 95.53 (16) | O2—Zn1—N2 | 97.37 (17) |
O3ii—Zn1—N1 | 124.22 (16) | N1—Zn1—N2 | 77.27 (17) |
Symmetry codes: (i) x−1/2, −y+1, z−1/2; (ii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WB···O2 | 0.82 (6) | 2.36 (8) | 2.883 (6) | 122 (8) |
O1W—H1WA···O4i | 0.82 (6) | 2.01 (3) | 2.817 (6) | 169 (9) |
O5—H5O···O1Wiii | 0.82 | 1.82 | 2.642 (7) | 178.0 |
Symmetry codes: (i) x−1/2, −y+1, z−1/2; (iii) −x+3, −y+1, −z+2. |
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Helical structures have attracted increasing attention in coordination and materials chemistry, being an essential element of living structures and also important in advanced materials, such as optical devices and asymmetric catalysis (Lehn, 1995). The design and synthesis of supramolecular coordination polymer networks, especially those constructed via hydrogen-bonding and π–π stacking interactions, has been a field of rapid growth because of their special physical properties and potential application in functional materials (Atwood et al., 1996; Barton et al., 1999). The coordination chemistry of aromatic polycarboxylate transition metal complexes has received considerable attention, due to the variety of bridging abilities of polycarboxylates in the formation of porous frameworks (Mori et al., 1997; Chui et al., 1999; Lo et al., 2000). 5-Hydroxyisophthalic acid, OH—H2BDC, like benzene-1,3,5-tricarboxylic acid, has two carboxylic acid groups arranged meta to each other, with a phenol hydroxyl group meta to both (Plate et al., 2001). The phenol hydroxyl group was intended as a mimic for the third carboxyl group, which remains protonated in other reported layered polymers (Foreman et al., 1999), as well as in this paper. As part of our research interests in new polycarboxylic acid-bridged polymeric complexes, the title complex, (I), was obtained by the hydrothermal reaction of OH—H2BDC with zinc acetate and phen, as a colourless solid in 67.3% yield. \sch
As shown in Fig. 1, the Zn atoms in (I) are six-coordinated, via two N atoms from the phen ligand and four O atoms from hydroxyisophthalate ligands in a highly distorted octahedral geometry, with Zn—O distances in the range 2.042 (4)–2.085 (5) Å and Zn—N distances of 2.133 (5) and 2.137 (5) Å. These values are similar to those found in [Zn(o-phen)MoO4] (Hagrman & Zubieta, 1999), [Zn2(bpy)2(MeC02)3]C104 (Chen & Tong, 1994) and in the closest relative catena-[(µ2-adipato-O,O',O'',O''')-(µ2-adipato-O,O') -diaqua-bis(1,10-phenanthroline)dizinc(II)] (Zheng et al., 2002). The closest Zn···Zn distance is 3.989 (4) Å, indicating no direct metal-metal interaction. The 5-hydroxyisophthalate acts as a tetradentate ligand in this structure, with one carboxylate group acting as bidentate to one Zn atom and the two remaining O atoms acting as monodentate ligands to two further Zn atoms. The asymmetric unit thus consists of one Zn atom, one phen ligand bound in a bidentate manner, one hydroxyisophthalate ligand and one water molecule. One-dimensional chains are formed by the Zn cations and the carboxylate ligands, so that (I) contains a [Zn2(OH-BDC)2]n helical structure which is composed of eight-membered and sixteen-membered rings (Fig. 2). The phen ligands are at approximately 90° to these latter rings. The smallest repeat distance of the helical chain is 17.451 (2) Å.
The chains of (I) are linked by an O—H···O hydrogen-bonding network, consisting of carboxylate O and hydroxy O interactions with the H atoms of the water molecule, resulting in two-dimensional sheets (Table 2). Additionally, there are face-to-face π–π interactions between phen ligands belonging to the same helical chain (Fig. 2a), with phen···phen distances in the range 3.595 (4)–3.748 (3) Å, close to the sum of the van der Waals radii of two C atoms (Bondi, 1964). The usual π–π interaction is offset or slipped stacking, i.e. the rings are parallel displaced; the face-to-face π–π alignment seen in (I), where most of the ring-plane area overlaps, is a rare phenomenon (Janiak, 2000).