Acta Cryst. (2008). E64, m1158 [ doi:10.1107/S1600536808025622 ]
In the title compound, [Zn(C12H8N2)(H2O)4](C12H10O8), each ZnII atom is six-coordinated by two N atoms from one phenanthroline molecule and by four O atoms from four water molecules in a distorted octahedral environment. In the crystal structure, ions are linked by O-H
O hydrogen bonds.
A mixture of H4L (0.5 mmol), phen (0.5 mmol), NaOH (1 mmol) and ZnCl2.6H2O (0.5 mmol) was suspended in 12 ml of deionized water and sealed in a 20-ml Teflon-lined autoclave. Upon heating at 140°C for one week, the autoclave was slowly cooled to room temperature. The crystals were collected, washed with deionized water and dried.
All H atoms on C atoms were positioned geometrically (C—H = 0.93 Å) and refined as riding, with Uiso(H)=1.2Ueq(carrier). The water H-atoms were located in a difference Fourier map, and were refined with distance restraints of O–H = 0.85±0.01 Å; their displacement parameters were set to 1.2Ueq(O).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./bt2766fig1thm.gif)
| Fig. 1. The structure of the title compound, showing the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. |
| [Zn(C12H8N2)(H2O)4](C12H10O8) | F000 = 1240 |
| Mr = 599.84 | Dx = 1.711 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 5626 reflections |
| a = 7.4550 (2) Å | θ = 1.1–28.3º |
| b = 13.5991 (4) Å | µ = 1.13 mm−1 |
| c = 22.9833 (7) Å | T = 293 (2) K |
| β = 91.5550 (10)º | Block, colorless |
| V = 2329.22 (12) Å3 | 0.33 × 0.22 × 0.19 mm |
| Z = 4 |
| Bruker APEX CCD area-detector diffractometer | 5626 independent reflections |
| Radiation source: fine-focus sealed tube | 3854 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.048 |
| T = 293(2) K | θmax = 28.3º |
| φ and ω scans | θmin = 1.7º |
| Absorption correction: multi-scan (SAINT; Bruker, 1998) | h = −9→8 |
| Tmin = 0.687, Tmax = 0.805 | k = −14→18 |
| 14301 measured reflections | l = −29→30 |
| 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)] = 0.046 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.122 | w = 1/[σ2(Fo2) + (0.0613P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.96 | (Δ/σ)max < 0.001 |
| 5626 reflections | Δρmax = 0.50 e Å−3 |
| 382 parameters | Δρmin = −0.59 e Å−3 |
| 12 restraints | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods |
| [Zn(C12H8N2)(H2O)4](C12H10O8) | V = 2329.22 (12) Å3 |
| Mr = 599.84 | Z = 4 |
| Monoclinic, P21/c | Mo Kα |
| a = 7.4550 (2) Å | µ = 1.13 mm−1 |
| b = 13.5991 (4) Å | T = 293 (2) K |
| c = 22.9833 (7) Å | 0.33 × 0.22 × 0.19 mm |
| β = 91.5550 (10)º |
| Bruker APEX CCD area-detector diffractometer | 5626 independent reflections |
| Absorption correction: multi-scan (SAINT; Bruker, 1998) | 3854 reflections with I > 2σ(I) |
| Tmin = 0.687, Tmax = 0.805 | Rint = 0.048 |
| 14301 measured reflections |
| R[F2 > 2σ(F2)] = 0.046 | 12 restraints |
| wR(F2) = 0.122 | H atoms treated by a mixture of independent and constrained refinement |
| S = 0.96 | Δρmax = 0.50 e Å−3 |
| 5626 reflections | Δρmin = −0.59 e Å−3 |
| 382 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 | ||
| C1 | −0.2556 (4) | 0.2855 (2) | 0.61401 (12) | 0.0348 (7) | |
| H1 | −0.2529 | 0.2264 | 0.6344 | 0.042* | |
| C2 | −0.2659 (4) | 0.3745 (3) | 0.64532 (13) | 0.0414 (8) | |
| H2 | −0.2708 | 0.3734 | 0.6857 | 0.050* | |
| C4 | −0.2686 (5) | 0.4609 (3) | 0.61680 (15) | 0.0459 (9) | |
| H4 | −0.2756 | 0.5194 | 0.6376 | 0.055* | |
| C5 | −0.2610 (5) | 0.4632 (2) | 0.55588 (14) | 0.0399 (8) | |
| C6 | −0.2629 (6) | 0.5510 (2) | 0.52184 (18) | 0.0570 (10) | |
| H6 | −0.2628 | 0.6117 | 0.5405 | 0.068* | |
| C7 | −0.2648 (6) | 0.5479 (2) | 0.46388 (18) | 0.0554 (10) | |
| H7 | −0.2692 | 0.6064 | 0.4430 | 0.067* | |
| C8 | −0.2603 (5) | 0.4564 (2) | 0.43289 (15) | 0.0385 (8) | |
| C9 | −0.2666 (4) | 0.4472 (2) | 0.37212 (14) | 0.0409 (8) | |
| H9 | −0.2727 | 0.5032 | 0.3489 | 0.049* | |
| C10 | −0.2639 (4) | 0.3579 (2) | 0.34720 (13) | 0.0377 (8) | |
| H10 | −0.2694 | 0.3523 | 0.3069 | 0.045* | |
| C11 | −0.2527 (4) | 0.2731 (2) | 0.38191 (12) | 0.0307 (7) | |
| H11 | −0.2502 | 0.2118 | 0.3641 | 0.037* | |
| C12 | −0.2538 (4) | 0.3703 (2) | 0.52783 (12) | 0.0272 (6) | |
| C13 | −0.2518 (4) | 0.3674 (2) | 0.46512 (12) | 0.0271 (6) | |
| C14 | 0.1068 (4) | 0.06219 (19) | 0.70078 (12) | 0.0268 (6) | |
| C15 | 0.2475 (4) | 0.12469 (19) | 0.73318 (11) | 0.0220 (6) | |
| H15 | 0.3295 | 0.0808 | 0.7548 | 0.026* | |
| C16 | 0.3605 (4) | 0.19231 (18) | 0.69329 (10) | 0.0206 (5) | |
| H16 | 0.4869 | 0.1784 | 0.7027 | 0.025* | |
| C17 | 0.3320 (4) | 0.1720 (2) | 0.62817 (11) | 0.0252 (6) | |
| C18 | 0.3279 (3) | 0.30060 (18) | 0.70964 (10) | 0.0187 (5) | |
| H18 | 0.3894 | 0.3445 | 0.6829 | 0.022* | |
| C19 | 0.1500 (4) | 0.19201 (18) | 0.77770 (11) | 0.0209 (5) | |
| H19 | 0.0744 | 0.1524 | 0.8029 | 0.025* | |
| C20 | 0.0380 (4) | 0.26442 (19) | 0.74361 (11) | 0.0243 (6) | |
| H20 | −0.0857 | 0.2692 | 0.7469 | 0.029* | |
| C021 | 0.2081 (4) | 0.3018 (2) | 0.86562 (11) | 0.0234 (6) | |
| C21 | 0.1303 (4) | 0.32112 (19) | 0.70833 (11) | 0.0245 (6) | |
| H21 | 0.0773 | 0.3693 | 0.6849 | 0.029* | |
| C22 | 0.4016 (4) | 0.31473 (18) | 0.77246 (11) | 0.0211 (5) | |
| H22 | 0.5246 | 0.2892 | 0.7732 | 0.025* | |
| C23 | 0.4151 (4) | 0.4227 (2) | 0.79029 (11) | 0.0262 (6) | |
| C25 | 0.2936 (4) | 0.24790 (18) | 0.81443 (10) | 0.0216 (6) | |
| H25 | 0.3771 | 0.1990 | 0.8309 | 0.026* | |
| N1 | −0.2458 (3) | 0.27831 (16) | 0.43985 (9) | 0.0246 (5) | |
| N2 | −0.2495 (3) | 0.28378 (17) | 0.55612 (9) | 0.0255 (5) | |
| O1 | 0.2699 (3) | 0.23710 (15) | 0.59560 (8) | 0.0417 (6) | |
| O2 | 0.3860 (3) | 0.08866 (14) | 0.60983 (8) | 0.0348 (5) | |
| O1W | −0.4920 (3) | 0.13197 (19) | 0.49279 (10) | 0.0375 (5) | |
| O3 | 0.1019 (3) | −0.02720 (15) | 0.72076 (9) | 0.0469 (6) | |
| H3 | 0.0255 | −0.0587 | 0.7024 | 0.070* | |
| O2W | −0.1668 (4) | 0.06205 (18) | 0.43708 (11) | 0.0422 (6) | |
| O4 | 0.0122 (3) | 0.09170 (16) | 0.66157 (10) | 0.0473 (6) | |
| O3W | −0.2116 (4) | 0.0585 (2) | 0.56396 (12) | 0.0490 (6) | |
| O5 | 0.3699 (3) | 0.49114 (14) | 0.76039 (9) | 0.0399 (5) | |
| O4W | 0.0517 (3) | 0.17941 (19) | 0.50606 (9) | 0.0401 (6) | |
| O6 | 0.4927 (3) | 0.42964 (15) | 0.84189 (8) | 0.0374 (5) | |
| H6A | 0.4995 | 0.4877 | 0.8514 | 0.056* | |
| O7 | 0.2531 (3) | 0.27139 (14) | 0.91541 (8) | 0.0336 (5) | |
| O8 | 0.0968 (3) | 0.36877 (15) | 0.85579 (8) | 0.0371 (5) | |
| Zn1 | −0.22063 (5) | 0.16487 (2) | 0.499735 (13) | 0.02916 (12) | |
| HW22 | −0.223 (4) | 0.013 (2) | 0.4325 (16) | 0.063 (13)* | |
| HW41 | 0.113 (5) | 0.198 (3) | 0.5355 (10) | 0.095* | |
| HW21 | −0.092 (4) | 0.069 (3) | 0.4124 (14) | 0.074 (15)* | |
| HW42 | 0.109 (4) | 0.195 (2) | 0.4781 (9) | 0.037 (10)* | |
| HW12 | −0.551 (4) | 0.168 (2) | 0.4714 (11) | 0.043 (11)* | |
| HW11 | −0.551 (5) | 0.118 (3) | 0.5214 (12) | 0.079 (15)* | |
| HW31 | −0.282 (6) | 0.057 (3) | 0.5893 (17) | 0.119* | |
| HW32 | −0.195 (6) | 0.009 (2) | 0.5475 (17) | 0.083 (18)* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0317 (17) | 0.049 (2) | 0.0242 (14) | 0.0001 (14) | 0.0003 (12) | −0.0013 (14) |
| C2 | 0.0318 (18) | 0.067 (2) | 0.0255 (15) | 0.0106 (16) | −0.0019 (13) | −0.0162 (16) |
| C4 | 0.043 (2) | 0.049 (2) | 0.0447 (19) | 0.0084 (16) | −0.0065 (16) | −0.0268 (17) |
| C5 | 0.045 (2) | 0.0296 (17) | 0.0447 (19) | 0.0040 (14) | −0.0066 (15) | −0.0126 (15) |
| C6 | 0.079 (3) | 0.0198 (17) | 0.072 (3) | 0.0021 (16) | −0.007 (2) | −0.0094 (18) |
| C7 | 0.074 (3) | 0.0221 (18) | 0.070 (3) | 0.0012 (17) | −0.004 (2) | 0.0069 (17) |
| C8 | 0.044 (2) | 0.0230 (16) | 0.0478 (19) | −0.0010 (13) | −0.0031 (15) | 0.0094 (14) |
| C9 | 0.041 (2) | 0.0408 (19) | 0.0404 (18) | −0.0060 (15) | −0.0033 (15) | 0.0234 (15) |
| C10 | 0.0336 (18) | 0.054 (2) | 0.0251 (15) | 0.0009 (14) | 0.0010 (13) | 0.0107 (15) |
| C11 | 0.0318 (16) | 0.0369 (17) | 0.0235 (14) | 0.0024 (13) | −0.0001 (12) | 0.0001 (13) |
| C12 | 0.0309 (16) | 0.0223 (14) | 0.0283 (15) | −0.0003 (11) | −0.0022 (12) | −0.0038 (12) |
| C13 | 0.0319 (16) | 0.0208 (14) | 0.0283 (14) | −0.0005 (11) | −0.0027 (12) | 0.0022 (12) |
| C14 | 0.0353 (17) | 0.0180 (14) | 0.0273 (14) | −0.0034 (11) | 0.0054 (13) | −0.0008 (11) |
| C15 | 0.0283 (15) | 0.0176 (13) | 0.0201 (13) | −0.0006 (10) | 0.0004 (11) | 0.0004 (10) |
| C16 | 0.0236 (14) | 0.0201 (13) | 0.0180 (12) | 0.0012 (10) | 0.0012 (11) | 0.0023 (10) |
| C17 | 0.0331 (16) | 0.0264 (15) | 0.0161 (12) | −0.0042 (12) | −0.0006 (11) | −0.0004 (11) |
| C18 | 0.0241 (14) | 0.0152 (12) | 0.0167 (12) | −0.0037 (10) | 0.0017 (10) | 0.0019 (10) |
| C19 | 0.0234 (14) | 0.0178 (13) | 0.0218 (13) | −0.0028 (10) | 0.0054 (11) | 0.0012 (10) |
| C20 | 0.0220 (14) | 0.0252 (14) | 0.0255 (14) | 0.0014 (11) | −0.0029 (11) | −0.0002 (11) |
| C021 | 0.0296 (15) | 0.0219 (14) | 0.0188 (13) | −0.0019 (11) | 0.0028 (11) | −0.0009 (11) |
| C21 | 0.0279 (15) | 0.0220 (14) | 0.0233 (13) | 0.0030 (11) | −0.0051 (11) | 0.0010 (11) |
| C22 | 0.0233 (14) | 0.0196 (13) | 0.0203 (13) | 0.0002 (10) | −0.0001 (11) | 0.0007 (10) |
| C23 | 0.0341 (16) | 0.0241 (15) | 0.0204 (13) | −0.0099 (12) | 0.0031 (12) | −0.0014 (11) |
| C25 | 0.0248 (14) | 0.0187 (13) | 0.0213 (13) | 0.0027 (10) | 0.0006 (11) | 0.0001 (11) |
| N1 | 0.0286 (13) | 0.0241 (12) | 0.0212 (11) | 0.0011 (10) | −0.0006 (9) | 0.0011 (10) |
| N2 | 0.0282 (13) | 0.0278 (13) | 0.0203 (11) | 0.0000 (10) | −0.0019 (9) | −0.0015 (10) |
| O1 | 0.0729 (17) | 0.0249 (11) | 0.0264 (10) | −0.0026 (10) | −0.0152 (11) | 0.0063 (9) |
| O2 | 0.0529 (14) | 0.0266 (11) | 0.0248 (10) | 0.0048 (9) | −0.0025 (10) | −0.0068 (9) |
| O1W | 0.0282 (12) | 0.0574 (16) | 0.0270 (12) | −0.0047 (11) | 0.0014 (10) | 0.0052 (11) |
| O3 | 0.0640 (17) | 0.0305 (12) | 0.0454 (13) | −0.0204 (11) | −0.0111 (12) | 0.0083 (10) |
| O2W | 0.0487 (16) | 0.0325 (14) | 0.0457 (14) | −0.0005 (11) | 0.0034 (12) | −0.0171 (11) |
| O4 | 0.0527 (15) | 0.0370 (13) | 0.0507 (14) | −0.0078 (11) | −0.0267 (12) | 0.0000 (11) |
| O3W | 0.0611 (18) | 0.0372 (15) | 0.0482 (15) | −0.0090 (12) | −0.0082 (13) | 0.0157 (13) |
| O5 | 0.0610 (16) | 0.0250 (11) | 0.0330 (11) | −0.0052 (10) | −0.0117 (10) | 0.0037 (9) |
| O4W | 0.0259 (12) | 0.0736 (18) | 0.0208 (10) | −0.0078 (11) | 0.0007 (9) | 0.0006 (11) |
| O6 | 0.0551 (15) | 0.0235 (11) | 0.0328 (11) | −0.0068 (9) | −0.0142 (10) | −0.0010 (9) |
| O7 | 0.0495 (14) | 0.0329 (12) | 0.0184 (9) | 0.0085 (10) | 0.0031 (9) | 0.0025 (8) |
| O8 | 0.0507 (14) | 0.0341 (12) | 0.0267 (11) | 0.0174 (10) | 0.0063 (10) | 0.0014 (9) |
| Zn1 | 0.0328 (2) | 0.0265 (2) | 0.0280 (2) | 0.00085 (14) | −0.00117 (14) | 0.00085 (14) |
| C1—N2 | 1.333 (3) | C18—C21 | 1.499 (4) |
| C1—C2 | 1.410 (4) | C18—C22 | 1.543 (3) |
| C1—H1 | 0.9300 | C18—H18 | 0.9800 |
| C2—C4 | 1.346 (5) | C19—C20 | 1.498 (4) |
| C2—H2 | 0.9300 | C19—C25 | 1.545 (4) |
| C4—C5 | 1.403 (5) | C19—H19 | 0.9800 |
| C4—H4 | 0.9300 | C20—C21 | 1.325 (4) |
| C5—C12 | 1.420 (4) | C20—H20 | 0.9300 |
| C5—C6 | 1.428 (5) | C021—O8 | 1.248 (3) |
| C6—C7 | 1.333 (6) | C021—O7 | 1.254 (3) |
| C6—H6 | 0.9300 | C021—C25 | 1.539 (3) |
| C7—C8 | 1.434 (5) | C21—H21 | 0.9300 |
| C7—H7 | 0.9300 | C22—C23 | 1.526 (3) |
| C8—C9 | 1.402 (4) | C22—C25 | 1.564 (3) |
| C8—C13 | 1.419 (4) | C22—H22 | 0.9800 |
| C9—C10 | 1.343 (4) | C23—O5 | 1.200 (3) |
| C9—H9 | 0.9300 | C23—O6 | 1.309 (3) |
| C10—C11 | 1.403 (4) | C25—H25 | 0.9800 |
| C10—H10 | 0.9300 | N1—Zn1 | 2.073 (2) |
| C11—N1 | 1.333 (3) | N2—Zn1 | 2.087 (2) |
| C11—H11 | 0.9300 | O1W—Zn1 | 2.074 (2) |
| C12—N2 | 1.344 (3) | O1W—HW12 | 0.816 (17) |
| C12—C13 | 1.442 (4) | O1W—HW11 | 0.826 (18) |
| C13—N1 | 1.345 (3) | O3—H3 | 0.8200 |
| C14—O4 | 1.198 (3) | O2W—Zn1 | 2.055 (2) |
| C14—O3 | 1.300 (3) | O2W—HW22 | 0.799 (17) |
| C14—C15 | 1.528 (4) | O2W—HW21 | 0.809 (17) |
| C15—C16 | 1.561 (3) | O3W—Zn1 | 2.067 (2) |
| C15—C19 | 1.567 (3) | O3W—HW31 | 0.80 (4) |
| C15—H15 | 0.9800 | O3W—HW32 | 0.784 (18) |
| C16—C17 | 1.531 (3) | O4W—Zn1 | 2.041 (2) |
| C16—C18 | 1.541 (3) | O4W—HW41 | 0.845 (18) |
| C16—H16 | 0.9800 | O4W—HW42 | 0.811 (17) |
| C17—O1 | 1.240 (3) | O6—H6A | 0.8200 |
| C17—O2 | 1.279 (3) | ||
| N2—C1—C2 | 121.9 (3) | C20—C19—H19 | 110.4 |
| N2—C1—H1 | 119.1 | C25—C19—H19 | 110.4 |
| C2—C1—H1 | 119.1 | C15—C19—H19 | 110.4 |
| C4—C2—C1 | 120.0 (3) | C21—C20—C19 | 114.3 (2) |
| C4—C2—H2 | 120.0 | C21—C20—H20 | 122.9 |
| C1—C2—H2 | 120.0 | C19—C20—H20 | 122.9 |
| C2—C4—C5 | 120.3 (3) | O8—C021—O7 | 124.5 (2) |
| C2—C4—H4 | 119.8 | O8—C021—C25 | 119.8 (2) |
| C5—C4—H4 | 119.8 | O7—C021—C25 | 115.7 (2) |
| C4—C5—C12 | 115.9 (3) | C20—C21—C18 | 113.9 (2) |
| C4—C5—C6 | 124.4 (3) | C20—C21—H21 | 123.0 |
| C12—C5—C6 | 119.7 (3) | C18—C21—H21 | 123.0 |
| C7—C6—C5 | 121.4 (3) | C23—C22—C18 | 113.0 (2) |
| C7—C6—H6 | 119.3 | C23—C22—C25 | 115.1 (2) |
| C5—C6—H6 | 119.3 | C18—C22—C25 | 109.2 (2) |
| C6—C7—C8 | 121.7 (3) | C23—C22—H22 | 106.3 |
| C6—C7—H7 | 119.2 | C18—C22—H22 | 106.3 |
| C8—C7—H7 | 119.2 | C25—C22—H22 | 106.3 |
| C9—C8—C13 | 116.4 (3) | O5—C23—O6 | 124.9 (3) |
| C9—C8—C7 | 124.9 (3) | O5—C23—C22 | 125.2 (2) |
| C13—C8—C7 | 118.8 (3) | O6—C23—C22 | 109.7 (2) |
| C10—C9—C8 | 120.3 (3) | C021—C25—C19 | 110.9 (2) |
| C10—C9—H9 | 119.8 | C021—C25—C22 | 115.2 (2) |
| C8—C9—H9 | 119.8 | C19—C25—C22 | 108.0 (2) |
| C9—C10—C11 | 120.1 (3) | C021—C25—H25 | 107.5 |
| C9—C10—H10 | 119.9 | C19—C25—H25 | 107.5 |
| C11—C10—H10 | 119.9 | C22—C25—H25 | 107.5 |
| N1—C11—C10 | 121.6 (3) | C11—N1—C13 | 118.6 (2) |
| N1—C11—H11 | 119.2 | C11—N1—Zn1 | 128.64 (19) |
| C10—C11—H11 | 119.2 | C13—N1—Zn1 | 112.79 (17) |
| N2—C12—C5 | 124.0 (3) | C1—N2—C12 | 117.8 (3) |
| N2—C12—C13 | 117.4 (2) | C1—N2—Zn1 | 129.8 (2) |
| C5—C12—C13 | 118.6 (3) | C12—N2—Zn1 | 112.28 (17) |
| N1—C13—C8 | 123.0 (3) | Zn1—O1W—HW12 | 115 (2) |
| N1—C13—C12 | 117.2 (2) | Zn1—O1W—HW11 | 122 (3) |
| C8—C13—C12 | 119.8 (3) | HW12—O1W—HW11 | 109 (3) |
| O4—C14—O3 | 123.8 (3) | C14—O3—H3 | 109.5 |
| O4—C14—C15 | 124.2 (2) | Zn1—O2W—HW22 | 124 (3) |
| O3—C14—C15 | 111.9 (2) | Zn1—O2W—HW21 | 124 (3) |
| C14—C15—C16 | 114.5 (2) | HW22—O2W—HW21 | 112 (3) |
| C14—C15—C19 | 108.6 (2) | Zn1—O3W—HW31 | 122 (4) |
| C16—C15—C19 | 107.85 (19) | Zn1—O3W—HW32 | 105 (3) |
| C14—C15—H15 | 108.6 | HW31—O3W—HW32 | 117 (3) |
| C16—C15—H15 | 108.6 | Zn1—O4W—HW41 | 127 (3) |
| C19—C15—H15 | 108.6 | Zn1—O4W—HW42 | 121 (2) |
| C17—C16—C18 | 113.1 (2) | HW41—O4W—HW42 | 106 (3) |
| C17—C16—C15 | 113.9 (2) | C23—O6—H6A | 109.5 |
| C18—C16—C15 | 109.2 (2) | O4W—Zn1—O2W | 84.42 (10) |
| C17—C16—H16 | 106.7 | O4W—Zn1—O3W | 90.23 (10) |
| C18—C16—H16 | 106.7 | O2W—Zn1—O3W | 91.20 (12) |
| C15—C16—H16 | 106.7 | O4W—Zn1—N1 | 92.69 (9) |
| O1—C17—O2 | 123.3 (2) | O2W—Zn1—N1 | 93.26 (10) |
| O1—C17—C16 | 120.1 (2) | O3W—Zn1—N1 | 174.89 (11) |
| O2—C17—C16 | 116.4 (2) | O4W—Zn1—O1W | 173.09 (10) |
| C21—C18—C16 | 109.5 (2) | O2W—Zn1—O1W | 90.46 (10) |
| C21—C18—C22 | 108.7 (2) | O3W—Zn1—O1W | 85.22 (10) |
| C16—C18—C22 | 107.0 (2) | N1—Zn1—O1W | 92.24 (9) |
| C21—C18—H18 | 110.5 | O4W—Zn1—N2 | 90.00 (9) |
| C16—C18—H18 | 110.5 | O2W—Zn1—N2 | 171.08 (10) |
| C22—C18—H18 | 110.5 | O3W—Zn1—N2 | 95.79 (11) |
| C20—C19—C25 | 109.3 (2) | N1—Zn1—N2 | 80.02 (9) |
| C20—C19—C15 | 107.7 (2) | O1W—Zn1—N2 | 95.62 (9) |
| C25—C19—C15 | 108.5 (2) |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3···O8i | 0.82 | 1.88 | 2.674 (3) | 163 |
| O6—H6A···O2ii | 0.82 | 1.84 | 2.583 (3) | 151 |
| O2W—HW22···O2iii | 0.799 (17) | 2.06 (2) | 2.818 (3) | 158 (4) |
| O4W—HW41···O1 | 0.845 (18) | 1.86 (2) | 2.705 (3) | 174 (4) |
| O2W—HW21···O8iv | 0.809 (17) | 2.121 (18) | 2.904 (3) | 163 (4) |
| O4W—HW42···O7iv | 0.811 (17) | 1.876 (17) | 2.686 (3) | 177 (3) |
| O1W—HW12···O7v | 0.816 (17) | 2.09 (2) | 2.884 (3) | 165 (3) |
| O1W—HW11···O2vi | 0.826 (18) | 2.13 (2) | 2.923 (3) | 160 (4) |
| O3W—HW31···O2vi | 0.80 (4) | 2.57 (4) | 3.233 (4) | 142 (5) |
| Symmetry codes: (i) −x, y−1/2, −z+3/2; (ii) −x+1, y+1/2, −z+3/2; (iii) −x, −y, −z+1; (iv) x, −y+1/2, z−1/2; (v) x−1, −y+1/2, z−1/2; (vi) x−1, y, z. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O3—H3···O8i | 0.82 | 1.88 | 2.674 (3) | 163 |
| O6—H6A···O2ii | 0.82 | 1.84 | 2.583 (3) | 151 |
| O2W—HW22···O2iii | 0.799 (17) | 2.06 (2) | 2.818 (3) | 158 (4) |
| O4W—HW41···O1 | 0.845 (18) | 1.86 (2) | 2.705 (3) | 174 (4) |
| O2W—HW21···O8iv | 0.809 (17) | 2.121 (18) | 2.904 (3) | 163 (4) |
| O4W—HW42···O7iv | 0.811 (17) | 1.876 (17) | 2.686 (3) | 177 (3) |
| O1W—HW12···O7v | 0.816 (17) | 2.09 (2) | 2.884 (3) | 165 (3) |
| O1W—HW11···O2vi | 0.826 (18) | 2.13 (2) | 2.923 (3) | 160 (4) |
| O3W—HW31···O2vi | 0.80 (4) | 2.57 (4) | 3.233 (4) | 142 (5) |
| Symmetry codes: (i) −x, y−1/2, −z+3/2; (ii) −x+1, y+1/2, −z+3/2; (iii) −x, −y, −z+1; (iv) x, −y+1/2, z−1/2; (v) x−1, −y+1/2, z−1/2; (vi) x−1, y, z. |
Bruker (1998). SMART, SAINT and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA.
Hu, T. (2008). Acta Cryst. E64, o1021.
Ma, J.-F., Yang, J., Zheng, G.-L., Li, L. & Liu, J.-F. (2003). Inorg. Chem. 42, 7531–7534.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Recently, complexes with poly(carboxylic acids) have been investigated in the area of solid state and material science (Ma et al., 2003). I selected bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid (H4L) as a poly(carboxylic acid) ligand and phenanthroline (phen) as a secondary ligand, generating a new complex, [Zn(phen)(H2O)4].[H2L], which is reported here.
In the title compound, [Zn(phen)(H2O)4].[H2L], each ZnII atom is six-coordinated by two N atoms from one phen molecule, and four O atoms from four water molecules in a distorted octahedral environment. Each H2L2- acts as a counter-anion. In the crystal, the molecules are linked by O—H···O hydrogen bonds.