supplementary materials
Bis[![[mu]](/logos/entities/mu_rmgif.gif)
-2-(2-carboxylatophenyl)acetato]-![[kappa]](/logos/entities/kappa_rmgif.gif)
3O1,O1':O2;3O2:O1,O1'-bis[aqua(1,10-phenanthroline-2N,N')nickel(II)]
The title compound, [Ni2(C9H6O4)2(C12H8N2)2(H2O)2], is isostructural with the ZnII analogue. Each NiII atom is coordinated in a distorted octahedral geometry by three O atoms from two homophthalate anions, one aqua O atom and two 1,10-phenanthroline N atoms. The two NiII atoms are linked by two bridging homophthalate dianions into a centrosymmetric dinuclear unit. The dinuclear units are linked into one-dimensional ladder-like chains along [100] by O-H
O hydrogen bonds between the coordinated water molecules and one of the O atoms of the carboxylatomethyl group.
Homophthalic acid (H2hpht; 0.0275 g, 0.15 mmol), 1,10-phenanthroline
(phen; 0.030 g, 0.15 mmol) and Ni(NO3)2.6H2O (0.044 g, 0.15 mmol) were
put in 10 ml distilled H2O and the pH was adjusted to about 4.2 by addind
dilute NaOH aqueous solution. The mixture was sealed in a 25 ml Teflon-lined
autoclave and heated to 433 K for 3 days, then slowly cooled to room
temperature.
Red prism crystals were collected and washed with distilled water (yield: 51%)
H atoms bound to C atoms were placed in calculated positions (C—H =
0.95–0.99 Å) and allowed to ride during refinement with
Uiso(H) = 1.2Ueq(C). The H atoms on the water molecule
were located from difference Fourier maps and allowed to ride in their
as-found positions with constrained Uiso values.
Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2001); cell refinement: CrystalClear (Molecular Structure Corporation & Rigaku, 2001); data reduction: CrystalClear (Molecular Structure Corporation & Rigaku, 2001); 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: SHELXL97 (Sheldrick, 2008).
Bis[µ-2-(2-carboxylatophenyl)acetato]-
κ3O1,
O1':
O2;
κ3O2:
O1,
O1'-bis[aqua(1,10-phenanthroline-
κ2N,
N')nickel(II)]
top
Crystal data top
| [Ni2(C9H6O4)2(C12H8N2)2(H2O)2] | F000 = 896 |
| Mr = 870.14 | Dx = 1.557 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation
λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 5071 reflections |
| a = 8.819 (3) Å | θ = 3.1–27.5º |
| b = 19.432 (6) Å | µ = 1.08 mm−1 |
| c = 12.898 (3) Å | T = 173 K |
| β = 122.900 (17)º | Prism, green |
| V = 1855.8 (10) Å3 | 0.45 × 0.40 × 0.20 mm |
| Z = 2 | |
Data collection top
Rigaku Mercury70 CCD
diffractometer | 4232 independent reflections |
| Radiation source: fine-focus sealed tube | 3900 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.021 |
| T = 173 K | θmax = 27.5º |
| φ scans | θmin = 3.1º |
Absorption correction: multi-scan
(CrystalClear; Molecular Structure Corporation & Rigaku, 2001) | h = −11→10 |
| Tmin = 0.618, Tmax = 0.806 | k = −25→25 |
| 14201 measured reflections | l = −8→16 |
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)] = 0.032 | H-atom parameters constrained |
| wR(F2) = 0.083 | w = 1/[σ2(Fo2) + (0.0409P)2 + 0.7079P]
where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max = 0.001 |
| 4232 reflections | Δρmax = 0.43 e Å−3 |
| 262 parameters | Δρmin = −0.35 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
Crystal data top
| [Ni2(C9H6O4)2(C12H8N2)2(H2O)2] | V = 1855.8 (10) Å3 |
| Mr = 870.14 | Z = 2 |
| Monoclinic, P21/c | Mo Kα |
| a = 8.819 (3) Å | µ = 1.08 mm−1 |
| b = 19.432 (6) Å | T = 173 K |
| c = 12.898 (3) Å | 0.45 × 0.40 × 0.20 mm |
| β = 122.900 (17)º | |
Data collection top
Rigaku Mercury70 CCD
diffractometer | 4232 independent reflections |
Absorption correction: multi-scan
(CrystalClear; Molecular Structure Corporation & Rigaku, 2001) | 3900 reflections with I > 2σ(I) |
| Tmin = 0.618, Tmax = 0.806 | Rint = 0.021 |
| 14201 measured reflections | |
Refinement top
| R[F2 > 2σ(F2)] = 0.032 | 262 parameters |
| wR(F2) = 0.083 | H-atom parameters constrained |
| S = 1.05 | Δρmax = 0.43 e Å−3 |
| 4232 reflections | Δρmin = −0.35 e Å−3 |
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| | x | y | z | Uiso*/Ueq | |
| Ni1 | 0.44081 (3) | −0.039291 (11) | 0.673702 (19) | 0.03024 (8) | |
| O1 | −0.33605 (19) | 0.17448 (7) | 0.51356 (14) | 0.0502 (4) | |
| N1 | 0.6408 (2) | 0.03318 (7) | 0.77780 (14) | 0.0345 (3) | |
| C1 | −0.2231 (2) | 0.15639 (8) | 0.48860 (15) | 0.0314 (3) | |
| O2 | −0.25662 (17) | 0.11526 (7) | 0.40350 (12) | 0.0435 (3) | |
| N2 | 0.52689 (19) | −0.07298 (7) | 0.84877 (13) | 0.0340 (3) | |
| C2 | −0.0352 (2) | 0.18683 (8) | 0.56453 (15) | 0.0304 (3) | |
| O3 | 0.23654 (17) | 0.03212 (6) | 0.64245 (12) | 0.0364 (3) | |
| C3 | −0.0064 (3) | 0.23714 (9) | 0.65075 (17) | 0.0400 (4) | |
| H3 | −0.1037 | 0.2502 | 0.6584 | 0.048* | |
| O4 | 0.31651 (16) | 0.02133 (6) | 0.50972 (11) | 0.0348 (3) | |
| C4 | 0.1591 (3) | 0.26839 (10) | 0.72498 (19) | 0.0497 (5) | |
| H4 | 0.1761 | 0.3015 | 0.7847 | 0.060* | |
| C5 | 0.2996 (3) | 0.25140 (11) | 0.7122 (2) | 0.0534 (5) | |
| H5 | 0.4133 | 0.2736 | 0.7613 | 0.064* | |
| C6 | 0.2739 (3) | 0.20201 (11) | 0.6275 (2) | 0.0485 (5) | |
| H6 | 0.3715 | 0.1908 | 0.6190 | 0.058* | |
| C7 | 0.1087 (2) | 0.16760 (9) | 0.55342 (16) | 0.0340 (4) | |
| C8 | 0.1050 (2) | 0.11111 (10) | 0.47180 (16) | 0.0389 (4) | |
| H8A | −0.0204 | 0.0944 | 0.4169 | 0.047* | |
| H8B | 0.1451 | 0.1299 | 0.4192 | 0.047* | |
| C9 | 0.2252 (2) | 0.05161 (9) | 0.54613 (16) | 0.0306 (3) | |
| C10 | 0.6981 (3) | 0.08452 (10) | 0.74036 (19) | 0.0448 (4) | |
| H10 | 0.6441 | 0.0910 | 0.6542 | 0.054* | |
| C11 | 0.8343 (3) | 0.12948 (11) | 0.8218 (2) | 0.0521 (5) | |
| H11 | 0.8714 | 0.1659 | 0.7913 | 0.062* | |
| C12 | 0.9141 (3) | 0.12072 (11) | 0.9459 (2) | 0.0483 (5) | |
| H12 | 1.0071 | 0.1511 | 1.0024 | 0.058* | |
| C13 | 0.8583 (2) | 0.06661 (10) | 0.99009 (17) | 0.0390 (4) | |
| C14 | 0.9333 (3) | 0.05242 (11) | 1.11804 (19) | 0.0475 (5) | |
| H14 | 1.0284 | 0.0806 | 1.1788 | 0.057* | |
| C15 | 0.8722 (3) | 0.00016 (11) | 1.15414 (17) | 0.0472 (5) | |
| H15 | 0.9228 | −0.0073 | 1.2397 | 0.057* | |
| C16 | 0.7318 (3) | −0.04433 (9) | 1.06539 (17) | 0.0386 (4) | |
| C17 | 0.6650 (3) | −0.10109 (11) | 1.09668 (18) | 0.0473 (5) | |
| H17 | 0.7111 | −0.1112 | 1.1808 | 0.057* | |
| C18 | 0.5337 (3) | −0.14141 (11) | 1.00544 (19) | 0.0496 (5) | |
| H18 | 0.4877 | −0.1798 | 1.0256 | 0.060* | |
| C19 | 0.4669 (3) | −0.12587 (10) | 0.88166 (18) | 0.0428 (4) | |
| H19 | 0.3752 | −0.1543 | 0.8190 | 0.051* | |
| C20 | 0.7199 (2) | 0.02413 (9) | 0.90086 (16) | 0.0323 (3) | |
| C21 | 0.6584 (2) | −0.03289 (8) | 0.94044 (16) | 0.0320 (3) | |
| O1W | 0.60875 (16) | −0.09246 (6) | 0.63816 (12) | 0.0362 (3) | |
| H1WA | 0.5459 | −0.1231 | 0.5868 | 0.060* | |
| H1WB | 0.6287 | −0.0686 | 0.5935 | 0.038* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Ni1 | 0.02846 (13) | 0.03614 (13) | 0.02636 (13) | −0.00226 (8) | 0.01504 (10) | −0.00119 (8) |
| O1 | 0.0441 (8) | 0.0540 (8) | 0.0621 (9) | −0.0049 (6) | 0.0350 (7) | −0.0166 (7) |
| N1 | 0.0306 (7) | 0.0422 (8) | 0.0293 (7) | −0.0014 (6) | 0.0153 (6) | 0.0026 (6) |
| C1 | 0.0342 (8) | 0.0300 (7) | 0.0306 (8) | −0.0002 (6) | 0.0181 (7) | 0.0024 (6) |
| O2 | 0.0400 (7) | 0.0534 (8) | 0.0438 (8) | −0.0164 (6) | 0.0272 (6) | −0.0193 (6) |
| N2 | 0.0342 (7) | 0.0387 (7) | 0.0302 (7) | −0.0011 (6) | 0.0181 (6) | 0.0004 (6) |
| C2 | 0.0357 (8) | 0.0257 (7) | 0.0281 (8) | −0.0009 (6) | 0.0162 (7) | 0.0020 (6) |
| O3 | 0.0403 (7) | 0.0432 (6) | 0.0314 (6) | 0.0010 (5) | 0.0231 (6) | −0.0005 (5) |
| C3 | 0.0523 (11) | 0.0305 (8) | 0.0396 (10) | −0.0026 (7) | 0.0265 (9) | −0.0046 (7) |
| O4 | 0.0327 (6) | 0.0443 (6) | 0.0325 (6) | 0.0047 (5) | 0.0211 (5) | 0.0013 (5) |
| C4 | 0.0623 (13) | 0.0335 (9) | 0.0437 (11) | −0.0103 (9) | 0.0226 (10) | −0.0102 (8) |
| C5 | 0.0465 (11) | 0.0453 (10) | 0.0509 (12) | −0.0151 (9) | 0.0151 (10) | −0.0049 (9) |
| C6 | 0.0356 (10) | 0.0530 (11) | 0.0516 (12) | −0.0046 (8) | 0.0203 (9) | −0.0003 (10) |
| C7 | 0.0339 (8) | 0.0347 (8) | 0.0304 (8) | 0.0009 (6) | 0.0154 (7) | 0.0032 (7) |
| C8 | 0.0343 (9) | 0.0526 (10) | 0.0292 (9) | 0.0098 (8) | 0.0169 (8) | 0.0005 (8) |
| C9 | 0.0259 (8) | 0.0381 (8) | 0.0276 (8) | −0.0046 (6) | 0.0145 (7) | −0.0063 (7) |
| C10 | 0.0437 (10) | 0.0504 (10) | 0.0389 (10) | −0.0055 (8) | 0.0214 (9) | 0.0057 (8) |
| C11 | 0.0544 (12) | 0.0495 (11) | 0.0546 (13) | −0.0147 (9) | 0.0311 (11) | −0.0018 (10) |
| C12 | 0.0457 (11) | 0.0481 (11) | 0.0502 (12) | −0.0130 (9) | 0.0254 (10) | −0.0132 (9) |
| C13 | 0.0345 (9) | 0.0448 (9) | 0.0363 (10) | −0.0027 (7) | 0.0184 (8) | −0.0095 (8) |
| C14 | 0.0440 (11) | 0.0577 (12) | 0.0330 (10) | −0.0044 (9) | 0.0158 (9) | −0.0140 (9) |
| C15 | 0.0497 (11) | 0.0617 (12) | 0.0252 (9) | 0.0009 (9) | 0.0170 (8) | −0.0058 (8) |
| C16 | 0.0401 (10) | 0.0478 (10) | 0.0302 (9) | 0.0060 (8) | 0.0206 (8) | 0.0002 (7) |
| C17 | 0.0564 (12) | 0.0577 (12) | 0.0330 (10) | 0.0054 (10) | 0.0276 (10) | 0.0077 (9) |
| C18 | 0.0598 (13) | 0.0514 (11) | 0.0442 (11) | −0.0019 (9) | 0.0325 (10) | 0.0096 (9) |
| C19 | 0.0454 (10) | 0.0456 (10) | 0.0392 (10) | −0.0060 (8) | 0.0242 (9) | 0.0023 (8) |
| C20 | 0.0274 (8) | 0.0397 (8) | 0.0289 (8) | 0.0011 (6) | 0.0148 (7) | −0.0018 (7) |
| C21 | 0.0284 (8) | 0.0374 (8) | 0.0308 (9) | 0.0036 (6) | 0.0165 (7) | −0.0021 (7) |
| O1W | 0.0328 (6) | 0.0400 (6) | 0.0381 (7) | 0.0055 (5) | 0.0207 (6) | 0.0077 (5) |
Geometric parameters (Å, °) top
| Ni1—O2i | 2.0130 (13) | C7—C8 | 1.509 (2) |
| Ni1—O1W | 2.0515 (13) | C8—C9 | 1.508 (2) |
| Ni1—N2 | 2.0595 (15) | C8—H8A | 0.990 |
| Ni1—N1 | 2.0794 (16) | C8—H8B | 0.990 |
| Ni1—O4 | 2.1316 (13) | C10—C11 | 1.393 (3) |
| Ni1—O3 | 2.1319 (14) | C10—H10 | 0.950 |
| O1—C1 | 1.252 (2) | C11—C12 | 1.365 (3) |
| N1—C10 | 1.323 (2) | C11—H11 | 0.950 |
| N1—C20 | 1.354 (2) | C12—C13 | 1.406 (3) |
| C1—O2 | 1.256 (2) | C12—H12 | 0.950 |
| C1—C2 | 1.514 (2) | C13—C20 | 1.403 (2) |
| O2—Ni1i | 2.0130 (13) | C13—C14 | 1.432 (3) |
| N2—C19 | 1.327 (2) | C14—C15 | 1.346 (3) |
| N2—C21 | 1.364 (2) | C14—H14 | 0.950 |
| C2—C3 | 1.397 (2) | C15—C16 | 1.432 (3) |
| C2—C7 | 1.403 (2) | C15—H15 | 0.950 |
| O3—C9 | 1.250 (2) | C16—C21 | 1.390 (3) |
| C3—C4 | 1.377 (3) | C16—C17 | 1.409 (3) |
| C3—H3 | 0.950 | C17—C18 | 1.363 (3) |
| O4—C9 | 1.275 (2) | C17—H17 | 0.950 |
| C4—C5 | 1.376 (3) | C18—C19 | 1.402 (3) |
| C4—H4 | 0.950 | C18—H18 | 0.950 |
| C5—C6 | 1.377 (3) | C19—H19 | 0.950 |
| C5—H5 | 0.950 | C20—C21 | 1.443 (2) |
| C6—C7 | 1.404 (3) | O1W—H1WA | 0.837 |
| C6—H6 | 0.950 | O1W—H1WB | 0.828 |
| | | |
| O2i—Ni1—O1W | 90.38 (6) | C7—C8—H8A | 109.2 |
| O2i—Ni1—N2 | 91.55 (6) | C9—C8—H8B | 109.2 |
| O1W—Ni1—N2 | 101.77 (6) | C7—C8—H8B | 109.2 |
| O2i—Ni1—N1 | 171.71 (6) | H8A—C8—H8B | 107.9 |
| O1W—Ni1—N1 | 91.33 (6) | O3—C9—O4 | 120.04 (16) |
| N2—Ni1—N1 | 80.16 (6) | O3—C9—C8 | 120.90 (15) |
| O2i—Ni1—O4 | 94.16 (6) | O4—C9—C8 | 119.06 (15) |
| O1W—Ni1—O4 | 95.81 (5) | N1—C10—C11 | 122.82 (19) |
| N2—Ni1—O4 | 161.47 (5) | N1—C10—H10 | 118.6 |
| N1—Ni1—O4 | 93.73 (6) | C11—C10—H10 | 118.6 |
| O2i—Ni1—O3 | 90.68 (6) | C12—C11—C10 | 119.36 (19) |
| O1W—Ni1—O3 | 157.53 (5) | C12—C11—H11 | 120.3 |
| N2—Ni1—O3 | 100.64 (5) | C10—C11—H11 | 120.3 |
| N1—Ni1—O3 | 90.83 (6) | C11—C12—C13 | 119.84 (18) |
| O4—Ni1—O3 | 61.73 (5) | C11—C12—H12 | 120.1 |
| C10—N1—C20 | 118.06 (16) | C13—C12—H12 | 120.1 |
| C10—N1—Ni1 | 129.31 (13) | C20—C13—C12 | 116.59 (17) |
| C20—N1—Ni1 | 112.64 (11) | C20—C13—C14 | 118.91 (18) |
| O1—C1—O2 | 124.09 (16) | C12—C13—C14 | 124.50 (18) |
| O1—C1—C2 | 117.91 (15) | C15—C14—C13 | 121.51 (18) |
| O2—C1—C2 | 118.00 (15) | C15—C14—H14 | 119.2 |
| C1—O2—Ni1i | 129.98 (11) | C13—C14—H14 | 119.2 |
| C19—N2—C21 | 117.66 (16) | C14—C15—C16 | 120.91 (18) |
| C19—N2—Ni1 | 128.56 (13) | C14—C15—H15 | 119.5 |
| C21—N2—Ni1 | 113.73 (11) | C16—C15—H15 | 119.5 |
| C3—C2—C7 | 118.98 (16) | C21—C16—C17 | 116.94 (18) |
| C3—C2—C1 | 116.77 (15) | C21—C16—C15 | 119.12 (17) |
| C7—C2—C1 | 124.25 (15) | C17—C16—C15 | 123.92 (18) |
| C9—O3—Ni1 | 89.34 (10) | C18—C17—C16 | 119.59 (18) |
| C4—C3—C2 | 121.85 (18) | C18—C17—H17 | 120.2 |
| C4—C3—H3 | 119.1 | C16—C17—H17 | 120.2 |
| C2—C3—H3 | 119.1 | C17—C18—C19 | 119.58 (19) |
| C9—O4—Ni1 | 88.68 (10) | C17—C18—H18 | 120.2 |
| C5—C4—C3 | 119.61 (19) | C19—C18—H18 | 120.2 |
| C5—C4—H4 | 120.2 | N2—C19—C18 | 122.49 (18) |
| C3—C4—H4 | 120.2 | N2—C19—H19 | 118.8 |
| C4—C5—C6 | 119.43 (19) | C18—C19—H19 | 118.8 |
| C4—C5—H5 | 120.3 | N1—C20—C13 | 123.33 (16) |
| C6—C5—H5 | 120.3 | N1—C20—C21 | 117.46 (15) |
| C5—C6—C7 | 122.33 (19) | C13—C20—C21 | 119.21 (16) |
| C5—C6—H6 | 118.8 | N2—C21—C16 | 123.73 (16) |
| C7—C6—H6 | 118.8 | N2—C21—C20 | 115.96 (15) |
| C2—C7—C6 | 117.74 (17) | C16—C21—C20 | 120.31 (16) |
| C2—C7—C8 | 125.94 (16) | Ni1—O1W—H1WA | 106.6 |
| C6—C7—C8 | 116.28 (16) | Ni1—O1W—H1WB | 109.0 |
| C9—C8—C7 | 111.88 (14) | H1WA—O1W—H1WB | 98.5 |
| C9—C8—H8A | 109.2 | | |
| | | |
| O1W—Ni1—N1—C10 | 76.39 (17) | C2—C7—C8—C9 | −112.08 (19) |
| N2—Ni1—N1—C10 | 178.11 (18) | C6—C7—C8—C9 | 65.6 (2) |
| O4—Ni1—N1—C10 | −19.52 (17) | Ni1—O3—C9—O4 | 4.62 (16) |
| O3—Ni1—N1—C10 | −81.24 (17) | Ni1—O3—C9—C8 | −175.03 (14) |
| O1W—Ni1—N1—C20 | −103.35 (12) | Ni1—O4—C9—O3 | −4.62 (16) |
| N2—Ni1—N1—C20 | −1.63 (12) | Ni1—O4—C9—C8 | 175.04 (14) |
| O4—Ni1—N1—C20 | 160.74 (12) | C7—C8—C9—O3 | 38.4 (2) |
| O3—Ni1—N1—C20 | 99.02 (12) | C7—C8—C9—O4 | −141.28 (16) |
| O1—C1—O2—Ni1i | −26.5 (3) | C20—N1—C10—C11 | −0.5 (3) |
| C2—C1—O2—Ni1i | 154.47 (12) | Ni1—N1—C10—C11 | 179.76 (15) |
| O2i—Ni1—N2—C19 | −0.48 (16) | N1—C10—C11—C12 | 0.3 (3) |
| O1W—Ni1—N2—C19 | −91.19 (16) | C10—C11—C12—C13 | 0.0 (3) |
| N1—Ni1—N2—C19 | 179.50 (17) | C11—C12—C13—C20 | −0.2 (3) |
| O4—Ni1—N2—C19 | 107.5 (2) | C11—C12—C13—C14 | 179.5 (2) |
| O3—Ni1—N2—C19 | 90.51 (16) | C20—C13—C14—C15 | −1.0 (3) |
| O2i—Ni1—N2—C21 | −177.86 (12) | C12—C13—C14—C15 | 179.2 (2) |
| O1W—Ni1—N2—C21 | 91.43 (12) | C13—C14—C15—C16 | 1.4 (3) |
| N1—Ni1—N2—C21 | 2.12 (11) | C14—C15—C16—C21 | −0.1 (3) |
| O4—Ni1—N2—C21 | −69.8 (2) | C14—C15—C16—C17 | 178.2 (2) |
| O3—Ni1—N2—C21 | −86.87 (12) | C21—C16—C17—C18 | −0.2 (3) |
| O1—C1—C2—C3 | −4.9 (2) | C15—C16—C17—C18 | −178.54 (19) |
| O2—C1—C2—C3 | 174.24 (16) | C16—C17—C18—C19 | 0.0 (3) |
| O1—C1—C2—C7 | 175.03 (16) | C21—N2—C19—C18 | −0.1 (3) |
| O2—C1—C2—C7 | −5.9 (2) | Ni1—N2—C19—C18 | −177.39 (15) |
| O2i—Ni1—O3—C9 | −97.07 (10) | C17—C18—C19—N2 | 0.2 (3) |
| O1W—Ni1—O3—C9 | −4.43 (19) | C10—N1—C20—C13 | 0.4 (3) |
| N2—Ni1—O3—C9 | 171.22 (10) | Ni1—N1—C20—C13 | −179.87 (13) |
| N1—Ni1—O3—C9 | 91.08 (11) | C10—N1—C20—C21 | −178.83 (16) |
| O4—Ni1—O3—C9 | −2.71 (9) | Ni1—N1—C20—C21 | 0.94 (19) |
| C7—C2—C3—C4 | 0.0 (3) | C12—C13—C20—N1 | 0.0 (3) |
| C1—C2—C3—C4 | 179.96 (16) | C14—C13—C20—N1 | −179.76 (17) |
| O2i—Ni1—O4—C9 | 91.19 (10) | C12—C13—C20—C21 | 179.15 (16) |
| O1W—Ni1—O4—C9 | −178.00 (10) | C14—C13—C20—C21 | −0.6 (3) |
| N2—Ni1—O4—C9 | −16.4 (2) | C19—N2—C21—C16 | −0.2 (3) |
| N1—Ni1—O4—C9 | −86.27 (10) | Ni1—N2—C21—C16 | 177.54 (13) |
| O3—Ni1—O4—C9 | 2.66 (9) | C19—N2—C21—C20 | −179.95 (15) |
| C2—C3—C4—C5 | 1.9 (3) | Ni1—N2—C21—C20 | −2.26 (18) |
| C3—C4—C5—C6 | −1.7 (3) | C17—C16—C21—N2 | 0.3 (3) |
| C4—C5—C6—C7 | −0.4 (3) | C15—C16—C21—N2 | 178.70 (17) |
| C3—C2—C7—C6 | −2.1 (2) | C17—C16—C21—C20 | −179.90 (16) |
| C1—C2—C7—C6 | 178.01 (16) | C15—C16—C21—C20 | −1.5 (3) |
| C3—C2—C7—C8 | 175.58 (16) | N1—C20—C21—N2 | 0.9 (2) |
| C1—C2—C7—C8 | −4.3 (3) | C13—C20—C21—N2 | −178.35 (15) |
| C5—C6—C7—C2 | 2.3 (3) | N1—C20—C21—C16 | −178.93 (16) |
| C5—C6—C7—C8 | −175.61 (19) | C13—C20—C21—C16 | 1.8 (2) |
| Symmetry codes: (i) −x, −y, −z+1. |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1WA···O1i | 0.84 | 1.87 | 2.653 (2) | 155 |
| O1W—H1WB···O4ii | 0.83 | 1.88 | 2.7108 (17) | 175 |
| Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y, −z+1. |
Table 1
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1WA···O1i | 0.84 | 1.87 | 2.653 (2) | 155 |
| O1W—H1WB···O4ii | 0.83 | 1.88 | 2.7108 (17) | 175 |
| Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y, −z+1. |
(type here to add acknowledgements)
He, J. R., Wang, Y. L., Bi, W. H. & Zhu, X. D. (2006). J. Mol. Struct. 787, 63–68.
Molecular Structure Corporation & Rigaku (2001). CrystalClear. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Sun, J.-H. (2006). Acta Cryst. E62, m2799–m2801.
![[Figure 1]](./bi2368fig1thm.gif)
![[Figure 2]](./bi2368fig2thm.gif)
The title compound is isostructural with its ZnII analogue (He et al., 2006; Sun, 2006). The asymmetric unit consitsts of one NiII atom, one 1,10-phenanthroline (phen) ligan, one homophthalate dianion (hpht2-) and a coordinated water molecule. The NiII atom is six-coordinated by two N atoms from phen and four O atoms, three from two hpht2- anions and one from coordinated H2O, in a distorted octahedron coordination geometry (Table 1). In the hpht2- ligand, the carboxylate group coordinates in a monodentate manner to NiII while the ethylcarboxylate group coordinates in a bidentate manner to another NiII atom. Two hpht2- ions link two NiII atoms to form a dinuclear complex across a centre of inversion. Such units are linked to form one-dimensional ladder-like chains along [100] by O—H···O hydrogen bonds from the coordinated water molecule to one of ethylcarboxyl O atoms. π–π interactions are formed between phen units in adjacent chains.