supplementary materials

catena-Poly[[[(2,2'-bipyridyl-
2N,N')zinc(II)]-
3-(5-hydroxyisophthalato-
4O,O':O'':O''')] monohydrate]
The title compound, {[Zn(C8H4O5)(C10H8N2)]·H2O}n, was synthesized by reacting Zn(NO3)2, 5-hydroxyisophthalic acid and 2,2'-bipyridine under hydrothermal conditions. Self-assembly between the bridging ligands, chelating ligands and metal ions results in a one-dimensional coordination polymer, in which the ZnII atom is six-coordinate and shows a [ZnN2O4] octahedral geometry. The ribbons are interconnected by an extensive network of hydrogen bonds involving the water molecule, the hydroxyl group and the carboxylate O atoms, forming a two-dimensional layer. These layers are connected through
-
interactions between the pyridyl rings [centroid-to-centroid distance 3.57 (1) Å].
A mixture of Zn(NO3)2·2H2O (0.120 g, 0.5 mmol), 5-hydroxyisophthalic acid (0.091 g, 0.5 mmol), 2,2'-bipyridine (0.078 g, 0.5 mmol), NaOH (0.04 g, 1 mmol) and water (10 ml) was sealed in a 23 ml Teflon-lined reactor, which was heated at 453 K for 6 d and then cooled to room temperature at a rate of 5 K h−1 (yield 58%). Analysis calculated for C18H14N2O6Zn: C 51.51, H 3.36, N 6.67%; found: C 51.68, H 3.64, N 6.73%.
H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). H atoms of water molecule were located in a difference Fourier map and refined with a distance restrain of O—H = 0.85 (1) and Uiso(H) = 1.5Ueq(O).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).
catena-Poly[[(2,2'-bipyridyl-
κ2N,
N')zinc(II)]-µ
3– (5-hydroxyisophthalato-
κ4O,
O':
O'':
O''') monohydrate]
top
Crystal data top
| [Zn(C8H4O5)(C10H8N2)]·H2O | F000 = 856 |
| Mr = 419.68 | Dx = 1.656 Mg m−3 |
| Monoclinic, P2/n | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2yac | Cell parameters from 3685 reflections |
| a = 8.777 (2) Å | θ = 2.5–22.4º |
| b = 10.9763 (16) Å | µ = 1.50 mm−1 |
| c = 17.981 (3) Å | T = 293 (2) K |
| β = 103.650 (14)º | Block, colourless |
| V = 1683.4 (5) Å3 | 0.37 × 0.32 × 0.23 mm |
| Z = 4 | |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 3880 independent reflections |
| Radiation source: fine-focus sealed tube | 2902 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.027 |
| T = 293(2) K | θmax = 27.5º |
| φ and ω scans | θmin = 1.9º |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→1 |
| Tmin = 0.608, Tmax = 0.720 | k = −1→14 |
| 5111 measured reflections | l = −23→23 |
Refinement top
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.038 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.111 | w = 1/[σ2(Fo2) + (0.0632P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 1.02 | (Δ/σ)max = 0.001 |
| 3880 reflections | Δρmax = 0.43 e Å−3 |
| 250 parameters | Δρmin = −0.72 e Å−3 |
| 3 restraints | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods | |
Crystal data top
| [Zn(C8H4O5)(C10H8N2)]·H2O | V = 1683.4 (5) Å3 |
| Mr = 419.68 | Z = 4 |
| Monoclinic, P2/n | Mo Kα |
| a = 8.777 (2) Å | µ = 1.50 mm−1 |
| b = 10.9763 (16) Å | T = 293 (2) K |
| c = 17.981 (3) Å | 0.37 × 0.32 × 0.23 mm |
| β = 103.650 (14)º | |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 3880 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2902 reflections with I > 2σ(I) |
| Tmin = 0.608, Tmax = 0.720 | Rint = 0.027 |
| 5111 measured reflections | |
Refinement top
| R[F2 > 2σ(F2)] = 0.038 | 3 restraints |
| wR(F2) = 0.111 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.02 | Δρmax = 0.43 e Å−3 |
| 3880 reflections | Δρmin = −0.72 e Å−3 |
| 250 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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top| | x | y | z | Uiso*/Ueq | |
| Zn1 | 0.04335 (4) | 0.79387 (3) | 0.171663 (16) | 0.02547 (12) | |
| C1 | −0.1934 (4) | 0.8493 (3) | 0.06332 (15) | 0.0333 (7) | |
| C2 | −0.3194 (3) | 0.8800 (3) | −0.00631 (14) | 0.0266 (6) | |
| C3 | −0.2932 (3) | 0.9639 (3) | −0.06037 (14) | 0.0265 (6) | |
| H3A | −0.1974 | 1.0041 | −0.0529 | 0.032* | |
| C4 | −0.4116 (3) | 0.9871 (2) | −0.12579 (14) | 0.0252 (6) | |
| C5 | −0.5553 (3) | 0.9282 (3) | −0.13638 (15) | 0.0294 (6) | |
| H5A | −0.6339 | 0.9437 | −0.1800 | 0.035* | |
| C6 | −0.5818 (3) | 0.8457 (3) | −0.08168 (16) | 0.0290 (6) | |
| C7 | −0.4635 (4) | 0.8226 (3) | −0.01715 (15) | 0.0297 (6) | |
| H7A | −0.4811 | 0.7678 | 0.0194 | 0.036* | |
| C8 | −0.3810 (3) | 1.0759 (3) | −0.18412 (14) | 0.0260 (6) | |
| C9 | −0.0538 (4) | 0.6455 (3) | 0.29853 (17) | 0.0422 (8) | |
| H9A | −0.0723 | 0.7214 | 0.3176 | 0.051* | |
| C10 | −0.0911 (5) | 0.5421 (4) | 0.33393 (19) | 0.0558 (10) | |
| H10A | −0.1345 | 0.5484 | 0.3762 | 0.067* | |
| C11 | −0.0640 (5) | 0.4309 (4) | 0.3066 (2) | 0.0634 (12) | |
| H11A | −0.0877 | 0.3604 | 0.3303 | 0.076* | |
| C12 | −0.0003 (5) | 0.4235 (3) | 0.2430 (2) | 0.0509 (9) | |
| H12A | 0.0187 | 0.3482 | 0.2232 | 0.061* | |
| C13 | 0.1464 (4) | 0.4292 (3) | 0.1073 (2) | 0.0473 (8) | |
| H13A | 0.1391 | 0.3524 | 0.1280 | 0.057* | |
| C14 | 0.2047 (4) | 0.4431 (4) | 0.0426 (2) | 0.0546 (10) | |
| H14A | 0.2353 | 0.3751 | 0.0188 | 0.066* | |
| C15 | 0.2171 (4) | 0.5564 (4) | 0.0140 (2) | 0.0510 (9) | |
| H15A | 0.2572 | 0.5670 | −0.0290 | 0.061* | |
| C16 | 0.1694 (4) | 0.6549 (3) | 0.04976 (17) | 0.0393 (7) | |
| H16A | 0.1782 | 0.7325 | 0.0303 | 0.047* | |
| C17 | 0.0992 (3) | 0.5322 (3) | 0.14052 (17) | 0.0320 (6) | |
| C18 | 0.0340 (4) | 0.5299 (3) | 0.20978 (17) | 0.0333 (7) | |
| N1 | 0.0082 (3) | 0.6396 (2) | 0.23741 (13) | 0.0313 (5) | |
| N2 | 0.1105 (3) | 0.6432 (2) | 0.11174 (13) | 0.0297 (5) | |
| O1 | −0.0610 (3) | 0.9002 (2) | 0.07345 (12) | 0.0420 (5) | |
| O2 | −0.2190 (3) | 0.7718 (2) | 0.10882 (12) | 0.0491 (6) | |
| O3 | −0.2652 (2) | 1.1432 (2) | −0.16680 (11) | 0.0359 (5) | |
| O4 | −0.4802 (2) | 1.07902 (19) | −0.24867 (10) | 0.0329 (5) | |
| O5 | −0.7167 (3) | 0.7825 (2) | −0.08941 (13) | 0.0432 (6) | |
| H5B | −0.7905 | 0.8242 | −0.1123 | 0.065* | |
| O1W | 0.9935 (4) | 0.1276 (2) | 0.15885 (16) | 0.0578 (7) | |
| H1WA | 1.003 (6) | 0.086 (3) | 0.1992 (13) | 0.087* | |
| H1WB | 1.014 (6) | 0.085 (3) | 0.1235 (15) | 0.087* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Zn1 | 0.03291 (19) | 0.02413 (18) | 0.01813 (16) | 0.00019 (14) | 0.00356 (12) | −0.00048 (12) |
| C1 | 0.0404 (17) | 0.0369 (16) | 0.0210 (12) | 0.0125 (14) | 0.0042 (12) | −0.0026 (12) |
| C2 | 0.0306 (14) | 0.0297 (14) | 0.0193 (11) | 0.0034 (12) | 0.0058 (10) | −0.0008 (11) |
| C3 | 0.0263 (13) | 0.0314 (14) | 0.0206 (11) | −0.0006 (12) | 0.0027 (10) | −0.0018 (11) |
| C4 | 0.0296 (14) | 0.0262 (13) | 0.0195 (11) | −0.0015 (12) | 0.0053 (10) | 0.0002 (10) |
| C5 | 0.0307 (14) | 0.0337 (15) | 0.0216 (12) | 0.0005 (13) | 0.0018 (11) | 0.0021 (11) |
| C6 | 0.0276 (14) | 0.0304 (15) | 0.0292 (13) | −0.0018 (12) | 0.0071 (11) | 0.0015 (12) |
| C7 | 0.0371 (16) | 0.0284 (14) | 0.0246 (12) | 0.0024 (13) | 0.0090 (12) | 0.0044 (11) |
| C8 | 0.0298 (14) | 0.0274 (14) | 0.0209 (12) | −0.0011 (12) | 0.0066 (11) | 0.0001 (10) |
| C9 | 0.0488 (19) | 0.050 (2) | 0.0289 (14) | −0.0088 (17) | 0.0105 (14) | −0.0011 (14) |
| C10 | 0.064 (2) | 0.071 (3) | 0.0339 (17) | −0.015 (2) | 0.0151 (17) | 0.0118 (18) |
| C11 | 0.077 (3) | 0.054 (2) | 0.060 (2) | −0.018 (2) | 0.019 (2) | 0.023 (2) |
| C12 | 0.060 (2) | 0.0345 (18) | 0.056 (2) | −0.0060 (17) | 0.0090 (18) | 0.0107 (16) |
| C13 | 0.054 (2) | 0.0302 (16) | 0.055 (2) | 0.0049 (16) | 0.0071 (17) | −0.0062 (15) |
| C14 | 0.053 (2) | 0.052 (2) | 0.061 (2) | 0.0072 (19) | 0.0178 (19) | −0.0225 (19) |
| C15 | 0.051 (2) | 0.063 (2) | 0.0433 (19) | −0.0040 (19) | 0.0198 (17) | −0.0173 (18) |
| C16 | 0.0465 (19) | 0.0411 (18) | 0.0344 (15) | −0.0047 (16) | 0.0175 (14) | −0.0064 (14) |
| C17 | 0.0290 (15) | 0.0302 (15) | 0.0338 (15) | −0.0015 (13) | 0.0014 (12) | −0.0023 (12) |
| C18 | 0.0325 (15) | 0.0300 (15) | 0.0336 (15) | −0.0038 (13) | 0.0002 (12) | 0.0010 (12) |
| N1 | 0.0349 (13) | 0.0339 (13) | 0.0235 (11) | −0.0032 (11) | 0.0038 (10) | 0.0042 (10) |
| N2 | 0.0314 (13) | 0.0285 (12) | 0.0296 (12) | −0.0034 (11) | 0.0083 (10) | −0.0056 (10) |
| O1 | 0.0365 (12) | 0.0500 (14) | 0.0333 (11) | 0.0009 (11) | −0.0044 (9) | 0.0020 (10) |
| O2 | 0.0505 (15) | 0.0616 (16) | 0.0317 (11) | 0.0056 (13) | 0.0029 (10) | 0.0201 (11) |
| O3 | 0.0363 (11) | 0.0440 (12) | 0.0266 (10) | −0.0162 (10) | 0.0062 (9) | 0.0010 (9) |
| O4 | 0.0380 (11) | 0.0356 (11) | 0.0211 (9) | −0.0060 (9) | −0.0009 (8) | 0.0071 (8) |
| O5 | 0.0322 (12) | 0.0487 (14) | 0.0468 (13) | −0.0086 (11) | 0.0057 (10) | 0.0143 (11) |
| O1W | 0.0690 (18) | 0.0398 (14) | 0.0631 (17) | 0.0135 (14) | 0.0125 (15) | 0.0079 (13) |
Geometric parameters (Å, °) top
| Zn1—O4i | 2.0449 (19) | C9—H9A | 0.9300 |
| Zn1—O3ii | 2.087 (2) | C10—C11 | 1.357 (6) |
| Zn1—N1 | 2.129 (2) | C10—H10A | 0.9300 |
| Zn1—N2 | 2.131 (2) | C11—C12 | 1.390 (6) |
| Zn1—O1 | 2.135 (2) | C11—H11A | 0.9300 |
| Zn1—O2 | 2.326 (3) | C12—C18 | 1.377 (4) |
| C1—O2 | 1.237 (4) | C12—H12A | 0.9300 |
| C1—O1 | 1.263 (4) | C13—C17 | 1.387 (4) |
| C1—C2 | 1.500 (4) | C13—C14 | 1.386 (5) |
| C2—C7 | 1.385 (4) | C13—H13A | 0.9300 |
| C2—C3 | 1.397 (4) | C14—C15 | 1.360 (6) |
| C3—C4 | 1.397 (4) | C14—H14A | 0.9300 |
| C3—H3A | 0.9300 | C15—C16 | 1.373 (5) |
| C4—C5 | 1.390 (4) | C15—H15A | 0.9300 |
| C4—C8 | 1.502 (4) | C16—N2 | 1.341 (4) |
| C5—C6 | 1.396 (4) | C16—H16A | 0.9300 |
| C5—H5A | 0.9300 | C17—N2 | 1.337 (4) |
| C6—O5 | 1.351 (4) | C17—C18 | 1.489 (4) |
| C6—C7 | 1.386 (4) | C18—N1 | 1.342 (4) |
| C7—H7A | 0.9300 | O3—Zn1ii | 2.087 (2) |
| C8—O3 | 1.235 (3) | O4—Zn1iii | 2.0449 (19) |
| C8—O4 | 1.277 (3) | O5—H5B | 0.8200 |
| C9—N1 | 1.338 (4) | O1W—H1WA | 0.85 (3) |
| C9—C10 | 1.378 (5) | O1W—H1WB | 0.85 (3) |
| | | |
| O4i—Zn1—O3ii | 93.05 (8) | O3—C8—O4 | 123.9 (3) |
| O4i—Zn1—N1 | 95.83 (9) | O3—C8—C4 | 118.9 (2) |
| O3ii—Zn1—N1 | 123.06 (9) | O4—C8—C4 | 117.2 (2) |
| O4i—Zn1—N2 | 165.77 (8) | N1—C9—C10 | 121.7 (3) |
| O3ii—Zn1—N2 | 82.17 (9) | N1—C9—H9A | 119.1 |
| N1—Zn1—N2 | 75.95 (10) | C10—C9—H9A | 119.1 |
| O4i—Zn1—O1 | 96.42 (9) | C11—C10—C9 | 119.5 (3) |
| O3ii—Zn1—O1 | 90.39 (9) | C11—C10—H10A | 120.2 |
| N1—Zn1—O1 | 143.52 (9) | C9—C10—H10A | 120.2 |
| N2—Zn1—O1 | 97.00 (9) | C10—C11—C12 | 119.3 (3) |
| O4i—Zn1—O2 | 99.15 (9) | C10—C11—H11A | 120.4 |
| O3ii—Zn1—O2 | 147.19 (8) | C12—C11—H11A | 120.4 |
| N1—Zn1—O2 | 86.00 (9) | C18—C12—C11 | 118.6 (4) |
| N2—Zn1—O2 | 91.94 (9) | C18—C12—H12A | 120.7 |
| O1—Zn1—O2 | 58.17 (8) | C11—C12—H12A | 120.7 |
| O4i—Zn1—C1 | 99.93 (9) | C17—C13—C14 | 118.6 (3) |
| O3ii—Zn1—C1 | 119.10 (9) | C17—C13—H13A | 120.7 |
| N1—Zn1—C1 | 114.40 (10) | C14—C13—H13A | 120.7 |
| N2—Zn1—C1 | 94.09 (9) | C15—C14—C13 | 119.7 (3) |
| O1—Zn1—C1 | 29.40 (9) | C15—C14—H14A | 120.1 |
| O2—Zn1—C1 | 28.80 (9) | C13—C14—H14A | 120.1 |
| O2—C1—O1 | 120.9 (3) | C14—C15—C16 | 118.9 (3) |
| O2—C1—C2 | 119.5 (3) | C14—C15—H15A | 120.5 |
| O1—C1—C2 | 119.6 (3) | C16—C15—H15A | 120.5 |
| O2—C1—Zn1 | 64.87 (17) | N2—C16—C15 | 122.2 (3) |
| O1—C1—Zn1 | 56.11 (15) | N2—C16—H16A | 118.9 |
| C2—C1—Zn1 | 173.3 (2) | C15—C16—H16A | 118.9 |
| C7—C2—C3 | 119.8 (2) | N2—C17—C13 | 121.3 (3) |
| C7—C2—C1 | 119.0 (3) | N2—C17—C18 | 114.7 (3) |
| C3—C2—C1 | 121.2 (3) | C13—C17—C18 | 124.0 (3) |
| C4—C3—C2 | 119.6 (3) | N1—C18—C12 | 121.8 (3) |
| C4—C3—H3A | 120.2 | N1—C18—C17 | 115.2 (3) |
| C2—C3—H3A | 120.2 | C12—C18—C17 | 123.0 (3) |
| C5—C4—C3 | 120.1 (2) | C9—N1—C18 | 119.0 (3) |
| C5—C4—C8 | 120.8 (2) | C9—N1—Zn1 | 123.9 (2) |
| C3—C4—C8 | 119.1 (2) | C18—N1—Zn1 | 116.67 (19) |
| C4—C5—C6 | 120.1 (2) | C17—N2—C16 | 119.2 (3) |
| C4—C5—H5A | 119.9 | C17—N2—Zn1 | 117.20 (19) |
| C6—C5—H5A | 119.9 | C16—N2—Zn1 | 123.5 (2) |
| O5—C6—C7 | 117.2 (3) | C1—O1—Zn1 | 94.49 (18) |
| O5—C6—C5 | 123.3 (3) | C1—O2—Zn1 | 86.3 (2) |
| C7—C6—C5 | 119.5 (3) | C8—O3—Zn1ii | 155.2 (2) |
| C2—C7—C6 | 120.9 (3) | C8—O4—Zn1iii | 119.67 (18) |
| C2—C7—H7A | 119.5 | C6—O5—H5B | 109.5 |
| C6—C7—H7A | 119.5 | H1WA—O1W—H1WB | 111 (3) |
| | | |
| O4i—Zn1—C1—O2 | −90.96 (19) | C17—C18—N1—Zn1 | 5.8 (3) |
| O3ii—Zn1—C1—O2 | 169.88 (17) | O4i—Zn1—N1—C9 | 16.1 (3) |
| N1—Zn1—C1—O2 | 10.2 (2) | O3ii—Zn1—N1—C9 | 113.6 (2) |
| N2—Zn1—C1—O2 | 86.58 (19) | N2—Zn1—N1—C9 | −175.7 (3) |
| O1—Zn1—C1—O2 | −176.4 (3) | O1—Zn1—N1—C9 | −93.0 (3) |
| O4i—Zn1—C1—O1 | 85.45 (18) | O2—Zn1—N1—C9 | −82.7 (3) |
| O3ii—Zn1—C1—O1 | −13.7 (2) | C1—Zn1—N1—C9 | −87.6 (3) |
| N1—Zn1—C1—O1 | −173.44 (17) | O4i—Zn1—N1—C18 | −171.7 (2) |
| N2—Zn1—C1—O1 | −97.02 (18) | O3ii—Zn1—N1—C18 | −74.2 (2) |
| O2—Zn1—C1—O1 | 176.4 (3) | N2—Zn1—N1—C18 | −3.5 (2) |
| O2—C1—C2—C7 | 1.5 (4) | O1—Zn1—N1—C18 | 79.2 (3) |
| O1—C1—C2—C7 | 179.3 (3) | O2—Zn1—N1—C18 | 89.5 (2) |
| O2—C1—C2—C3 | −177.8 (3) | C1—Zn1—N1—C18 | 84.6 (2) |
| O1—C1—C2—C3 | 0.1 (4) | C13—C17—N2—C16 | −0.4 (4) |
| C7—C2—C3—C4 | −1.4 (4) | C18—C17—N2—C16 | 179.3 (3) |
| C1—C2—C3—C4 | 177.8 (2) | C13—C17—N2—Zn1 | −177.3 (2) |
| C2—C3—C4—C5 | 0.9 (4) | C18—C17—N2—Zn1 | 2.4 (3) |
| C2—C3—C4—C8 | −179.0 (2) | C15—C16—N2—C17 | 0.8 (5) |
| C3—C4—C5—C6 | 0.0 (4) | C15—C16—N2—Zn1 | 177.5 (3) |
| C8—C4—C5—C6 | 179.9 (3) | O4i—Zn1—N2—C17 | 56.3 (5) |
| C4—C5—C6—O5 | −177.8 (3) | O3ii—Zn1—N2—C17 | 127.4 (2) |
| C4—C5—C6—C7 | −0.4 (4) | N1—Zn1—N2—C17 | 0.4 (2) |
| C3—C2—C7—C6 | 1.0 (4) | O1—Zn1—N2—C17 | −143.2 (2) |
| C1—C2—C7—C6 | −178.3 (3) | O2—Zn1—N2—C17 | −85.0 (2) |
| O5—C6—C7—C2 | 177.5 (3) | C1—Zn1—N2—C17 | −113.8 (2) |
| C5—C6—C7—C2 | −0.1 (4) | O4i—Zn1—N2—C16 | −120.5 (4) |
| C5—C4—C8—O3 | 166.5 (3) | O3ii—Zn1—N2—C16 | −49.4 (2) |
| C3—C4—C8—O3 | −13.6 (4) | N1—Zn1—N2—C16 | −176.4 (3) |
| C5—C4—C8—O4 | −11.8 (4) | O1—Zn1—N2—C16 | 40.1 (3) |
| C3—C4—C8—O4 | 168.1 (3) | O2—Zn1—N2—C16 | 98.2 (2) |
| N1—C9—C10—C11 | 0.3 (6) | C1—Zn1—N2—C16 | 69.5 (3) |
| C9—C10—C11—C12 | −0.6 (6) | O2—C1—O1—Zn1 | 3.8 (3) |
| C10—C11—C12—C18 | 0.3 (6) | C2—C1—O1—Zn1 | −174.0 (2) |
| C17—C13—C14—C15 | 1.2 (6) | O4i—Zn1—O1—C1 | −98.84 (18) |
| C13—C14—C15—C16 | −0.8 (6) | O3ii—Zn1—O1—C1 | 168.04 (18) |
| C14—C15—C16—N2 | −0.2 (6) | N1—Zn1—O1—C1 | 10.1 (3) |
| C14—C13—C17—N2 | −0.6 (5) | N2—Zn1—O1—C1 | 85.89 (18) |
| C14—C13—C17—C18 | 179.7 (3) | O2—Zn1—O1—C1 | −2.04 (17) |
| C11—C12—C18—N1 | 0.3 (5) | O1—C1—O2—Zn1 | −3.5 (3) |
| C11—C12—C18—C17 | −178.7 (3) | C2—C1—O2—Zn1 | 174.3 (2) |
| N2—C17—C18—N1 | −5.4 (4) | O4i—Zn1—O2—C1 | 93.99 (18) |
| C13—C17—C18—N1 | 174.3 (3) | O3ii—Zn1—O2—C1 | −16.5 (3) |
| N2—C17—C18—C12 | 173.6 (3) | N1—Zn1—O2—C1 | −170.74 (19) |
| C13—C17—C18—C12 | −6.7 (5) | N2—Zn1—O2—C1 | −94.97 (19) |
| C10—C9—N1—C18 | 0.3 (5) | O1—Zn1—O2—C1 | 2.08 (17) |
| C10—C9—N1—Zn1 | 172.4 (3) | O4—C8—O3—Zn1ii | −71.6 (6) |
| C12—C18—N1—C9 | −0.6 (5) | C4—C8—O3—Zn1ii | 110.2 (4) |
| C17—C18—N1—C9 | 178.4 (3) | O3—C8—O4—Zn1iii | −2.8 (4) |
| C12—C18—N1—Zn1 | −173.2 (3) | C4—C8—O4—Zn1iii | 175.39 (17) |
| Symmetry codes: (i) x+1/2, −y+2, z+1/2; (ii) −x, −y+2, −z; (iii) x−1/2, −y+2, z−1/2. |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O5—H5B···O1Wiv | 0.82 | 1.86 | 2.646 (4) | 161 |
| O1W—H1WA···O4v | 0.85 (3) | 2.02 (2) | 2.790 (3) | 150 (4) |
| O1W—H1WB···O1vi | 0.85 (3) | 2.25 (3) | 2.910 (4) | 135 (4) |
| Symmetry codes: (iv) −x, −y+1, −z; (v) x+3/2, −y+1, z+1/2; (vi) x+1, y−1, z. |
Table 1
Selected geometric parameters (Å, °) top| Zn1—O4i | 2.0449 (19) | Zn1—N2 | 2.131 (2) |
| Zn1—O3ii | 2.087 (2) | Zn1—O1 | 2.135 (2) |
| Zn1—N1 | 2.129 (2) | Zn1—O2 | 2.326 (3) |
| | | |
| O4i—Zn1—O3ii | 93.05 (8) | N1—Zn1—O1 | 143.52 (9) |
| O4i—Zn1—N1 | 95.83 (9) | N2—Zn1—O1 | 97.00 (9) |
| O3ii—Zn1—N1 | 123.06 (9) | O4i—Zn1—O2 | 99.15 (9) |
| O4i—Zn1—N2 | 165.77 (8) | O3ii—Zn1—O2 | 147.19 (8) |
| O3ii—Zn1—N2 | 82.17 (9) | N1—Zn1—O2 | 86.00 (9) |
| N1—Zn1—N2 | 75.95 (10) | N2—Zn1—O2 | 91.94 (9) |
| O4i—Zn1—O1 | 96.42 (9) | O1—Zn1—O2 | 58.17 (8) |
| O3ii—Zn1—O1 | 90.39 (9) | | |
| Symmetry codes: (i) x+1/2, −y+2, z+1/2; (ii) −x, −y+2, −z. |
Table 2
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O5—H5B···O1Wiii | 0.82 | 1.86 | 2.646 (4) | 161 |
| O1W—H1WA···O4iv | 0.85 (3) | 2.02 (2) | 2.790 (3) | 150 (4) |
| O1W—H1WB···O1v | 0.85 (3) | 2.25 (3) | 2.910 (4) | 135 (4) |
| Symmetry codes: (iii) −x, −y+1, −z; (iv) x+3/2, −y+1, z+1/2; (v) x+1, y−1, z. |
Amabilino, D. B. & Stoddart, J. F. (1995). Chem. Rev. 95, 2725–2828.
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Inoue, K., Imai, H., Ghalsasi, P. S., Kikuchi, K., Ohba, M., Okawa, H. & Yakhmi, J. V. (2001). Angew. Chem. Int. Ed. 40, 4242–4245.
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The design and construction of coordination polymers has attracted much attention owing to their intriguing topologies and potential applications as functional materials (Inoue et al., 2001). Many networks with various structural motifs have been documented in the past decade (Amabilino & Stoddart, 1995). Unlike pyridine-2,4-, 3,4- 2,5- and 2,6-dicarboxylic acids, which have been widely used as bridging ligands to assemble various coordination polymers, 5-hydroxyisophthalic acid (H2hip) as a member of the multicarboxylate ligands has been rarely reported (Plater et al., 2001). We report here the synthesis and structure of a zinc(II) coordination polymer constructed from 5-hydroxyisophthalic acid and 2,2'-bipyridine (bpy).
In the title compound, the asymmetric unit contains one ZnII atom, one hip ligand, one bpy ligand and one lattice water molecule. Each ZnII atom is coordinated by four O atoms from three hip ligands (Table 1) and two N atoms from a chelating bpy ligand in a distorted octahedral geometry (Fig. 1). Each pair of adjacent ZnII atoms are bridged by two hip ligands to form a binuclear Zn subunit. The adjacent binuclear subunits are further interconnected by two hip ligands to form a one-dimensional ribbon running along the a + c direction (Fig. 2). These ribbons are decorated with bpy ligands alternately at two sides.
The ribbons are interconnected by an extensive network of hydrogen bonds involving water molecule, hydroxyl group and carboxylate O atoms (Table 2), forming a two-dimensional layer. The layers are connected through π–π interactions between the pyridyl rings with a centroid-to-centroid distance of 3.57 (1) Å.