metal-organic compounds
Bis[μ-2-(2-carboxylatophenyl)acetato]-κ3O1,O1′:O2;κ3O2:O1,O1′-bis[aqua(1,10-phenanthroline-κ2N,N′)nickel(II)]
aCollege of Chemistry, Key Laboratory of Environmentally Friendly Chemistry and Applications of the Ministry of Education, Xiangtan University, Hunan 411105, People's Republic of China
*Correspondence e-mail: hnlth@xtu.edu.cn
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.
Experimental
Crystal data
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Refinement
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Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2001); cell CrystalClear; data reduction: CrystalClear; 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.
Supporting information
10.1107/S1600536809018339/bi2368sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536809018339/bi2368Isup2.hkl
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
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
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).[Ni2(C9H6O4)2(C12H8N2)2(H2O)2] | F(000) = 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 = 3.1–27.5° |
b = 19.432 (6) Å | µ = 1.08 mm−1 |
c = 12.898 (3) Å | T = 173 K |
β = 122.900 (17)° | Prism, green |
V = 1855.8 (10) Å3 | 0.45 × 0.40 × 0.20 mm |
Z = 2 |
Rigaku Mercury70 CCD diffractometer | 4232 independent reflections |
Radiation source: fine-focus sealed tube | 3900 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
ϕ scans | θmax = 27.5°, θmin = 3.1° |
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 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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.083 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0409P)2 + 0.7079P] where P = (Fo2 + 2Fc2)/3 |
4232 reflections | (Δ/σ)max = 0.001 |
262 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.35 e Å−3 |
[Ni2(C9H6O4)2(C12H8N2)2(H2O)2] | V = 1855.8 (10) Å3 |
Mr = 870.14 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
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)° |
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 |
R[F2 > 2σ(F2)] = 0.032 | 0 restraints |
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 |
262 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 | ||
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* |
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) |
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 code: (i) −x, −y, −z+1. |
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. |
Experimental details
Crystal data | |
Chemical formula | [Ni2(C9H6O4)2(C12H8N2)2(H2O)2] |
Mr | 870.14 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 173 |
a, b, c (Å) | 8.819 (3), 19.432 (6), 12.898 (3) |
β (°) | 122.900 (17) |
V (Å3) | 1855.8 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.08 |
Crystal size (mm) | 0.45 × 0.40 × 0.20 |
Data collection | |
Diffractometer | Rigaku Mercury70 CCD diffractometer |
Absorption correction | Multi-scan (CrystalClear; Molecular Structure Corporation & Rigaku, 2001) |
Tmin, Tmax | 0.618, 0.806 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 14201, 4232, 3900 |
Rint | 0.021 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.083, 1.05 |
No. of reflections | 4232 |
No. of parameters | 262 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.43, −0.35 |
Computer programs: CrystalClear (Molecular Structure Corporation & Rigaku, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O1i | 0.84 | 1.87 | 2.653 (2) | 155.3 |
O1W—H1WB···O4ii | 0.83 | 1.88 | 2.7108 (17) | 175.0 |
Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y, −z+1. |
References
He, J. R., Wang, Y. L., Bi, W. H. & Zhu, X. D. (2006). J. Mol. Struct. 787, 63–68. Web of Science CSD CrossRef CAS Google Scholar
Molecular Structure Corporation & Rigaku (2001). CrystalClear. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sun, J.-H. (2006). Acta Cryst. E62, m2799–m2801. Web of Science CSD CrossRef IUCr Journals Google Scholar
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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.