In the title complex, {[Ni(C7H2N2O7)(C10H8N2)(H2O)]·0.2H2O}n, the NiII atom is coordinated by three O atoms from two symmetry-related 3,5-dinitrosalicylate ligands, two N atoms from one 2,2′-bipyridine and one water molecule, and its environment displays a distorted octahedral geometry. The short face-to-face distances between parallel 2,2′-bipyridine planes of neighbouring complexes and neighbouring one-dimensional chains indicate π–π stacking. The packing is further influenced by inter- and intramolecular hydrogen-bond interactions.
Supporting information
CCDC reference: 636130
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- H-atom completeness 97%
- Disorder in solvent or counterion
- R factor = 0.035
- wR factor = 0.099
- Data-to-parameter ratio = 15.6
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT220_ALERT_2_B Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.95 Ratio
Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N4
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 20.00 Perc.
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... <O2W
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C17 H12.4 N4 Ni1 O8.2
Atom count from the _atom_site data: C17 H12 N4 Ni1 O8.2
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 8
From the CIF: _chemical_formula_sum C17 H12.4 N4 Ni O8.2
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 136.00 136.00 0.00
H 99.20 96.00 3.20
N 32.00 32.00 0.00
Ni 8.00 8.00 0.00
O 65.60 65.60 0.00
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
5 ALERT level G = General alerts; check
7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker,1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.
catena-Poly[[[aqua(2,2'-bipyridine-N,
N')nickel(II)]-µ-3,5-
dinitrosalicylate-
κ3O,
O':
O''] 0.2-hydrate]
top
Crystal data top
[Ni(C7H2N2O7)(C10H8N2)(H2O)]·0.2H2O | F(000) = 1888 |
Mr = 462.62 | Dx = 1.613 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 4354 reflections |
a = 31.9347 (14) Å | θ = 2.1–27.0° |
b = 6.4537 (3) Å | µ = 1.08 mm−1 |
c = 22.7534 (11) Å | T = 293 K |
β = 126.278 (5)° | Platelet, blue |
V = 3780.4 (4) Å3 | 0.25 × 0.23 × 0.22 mm |
Z = 8 | |
Data collection top
Bruker APEXII area-detector diffractometer | 4354 independent reflections |
Radiation source: fine-focus sealed tube | 3459 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.045 |
φ and ω scans | θmax = 27.6°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −40→41 |
Tmin = 0.77, Tmax = 0.79 | k = −8→8 |
28778 measured reflections | l = −29→29 |
Refinement top
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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.051P)2 + 2.1068P] where P = (Fo2 + 2Fc2)/3 |
4354 reflections | (Δ/σ)max = 0.001 |
280 parameters | Δρmax = 0.49 e Å−3 |
0 restraints | Δρmin = −0.38 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 | Occ. (<1) |
C1 | 0.91047 (11) | −0.1543 (4) | 0.91559 (14) | 0.0448 (6) | |
H1 | 0.8868 | −0.2071 | 0.9228 | 0.054* | |
C2 | 0.95654 (12) | −0.2588 (5) | 0.94475 (15) | 0.0556 (7) | |
H2 | 0.9637 | −0.3801 | 0.9712 | 0.067* | |
C3 | 0.99152 (12) | −0.1809 (5) | 0.93412 (18) | 0.0629 (8) | |
H3 | 1.0228 | −0.2488 | 0.9534 | 0.075* | |
C4 | 0.98000 (10) | −0.0017 (5) | 0.89472 (15) | 0.0533 (7) | |
H4 | 1.0034 | 0.0534 | 0.8873 | 0.064* | |
C5 | 0.93289 (9) | 0.0959 (4) | 0.86613 (12) | 0.0367 (5) | |
C6 | 0.91645 (9) | 0.2909 (4) | 0.82303 (12) | 0.0362 (5) | |
C7 | 0.94549 (11) | 0.3902 (5) | 0.80385 (15) | 0.0515 (7) | |
H7 | 0.9769 | 0.3346 | 0.8173 | 0.062* | |
C8 | 0.92706 (12) | 0.5716 (5) | 0.76484 (16) | 0.0601 (8) | |
H8 | 0.9459 | 0.6402 | 0.7515 | 0.072* | |
C9 | 0.88097 (12) | 0.6502 (5) | 0.74576 (15) | 0.0549 (7) | |
H9 | 0.8681 | 0.7733 | 0.7196 | 0.066* | |
C10 | 0.85369 (10) | 0.5448 (4) | 0.76583 (13) | 0.0438 (6) | |
H10 | 0.8222 | 0.5985 | 0.7526 | 0.053* | |
C11 | 0.75336 (8) | −0.0464 (3) | 0.69150 (11) | 0.0301 (4) | |
C12 | 0.72638 (8) | −0.0533 (3) | 0.61055 (11) | 0.0305 (5) | |
C13 | 0.75605 (9) | −0.0143 (3) | 0.58594 (12) | 0.0328 (5) | |
H13 | 0.7915 | 0.0098 | 0.6195 | 0.039* | |
C14 | 0.73383 (10) | −0.0105 (3) | 0.51187 (13) | 0.0363 (5) | |
C15 | 0.68035 (10) | −0.0250 (4) | 0.46055 (13) | 0.0415 (6) | |
H15 | 0.6651 | −0.0153 | 0.4109 | 0.050* | |
C16 | 0.67132 (9) | −0.0890 (3) | 0.55973 (11) | 0.0318 (5) | |
C17 | 0.65101 (9) | −0.0538 (4) | 0.48501 (12) | 0.0419 (6) | |
N1 | 0.89884 (7) | 0.0204 (3) | 0.87727 (10) | 0.0347 (4) | |
N2 | 0.87096 (7) | 0.3686 (3) | 0.80353 (10) | 0.0336 (4) | |
N3 | 0.76607 (10) | 0.0155 (3) | 0.48722 (13) | 0.0444 (5) | |
N4 | 0.59474 (10) | −0.0518 (5) | 0.43118 (12) | 0.0674 (8) | |
Ni1 | 0.831594 (10) | 0.18803 (4) | 0.831219 (14) | 0.02943 (10) | |
O2 | 0.79641 (6) | 0.0429 (2) | 0.72935 (8) | 0.0357 (4) | |
O3 | 0.73212 (6) | −0.1294 (3) | 0.71812 (8) | 0.0380 (4) | |
O4 | 0.64153 (6) | −0.1491 (3) | 0.57610 (8) | 0.0379 (4) | |
O5 | 0.56905 (9) | 0.0571 (5) | 0.44396 (14) | 0.0878 (8) | |
O6 | 0.57504 (11) | −0.1506 (8) | 0.37733 (15) | 0.1412 (17) | |
O7 | 0.74461 (9) | 0.0194 (3) | 0.42092 (11) | 0.0587 (5) | |
O8 | 0.81328 (9) | 0.0297 (3) | 0.53250 (12) | 0.0610 (5) | |
O1W | 0.79983 (6) | −0.0406 (3) | 0.85890 (8) | 0.0398 (4) | |
H1W | 0.7783 | −0.0928 | 0.8205 | 0.060* | |
H2W | 0.7862 | −0.0067 | 0.8780 | 0.060* | |
O2W | 0.5622 (11) | 0.417 (4) | 0.3298 (16) | 0.201 (11) | 0.20 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0451 (15) | 0.0423 (14) | 0.0431 (13) | 0.0062 (11) | 0.0240 (12) | 0.0051 (11) |
C2 | 0.0522 (18) | 0.0530 (16) | 0.0525 (16) | 0.0205 (14) | 0.0261 (14) | 0.0104 (13) |
C3 | 0.0451 (17) | 0.067 (2) | 0.068 (2) | 0.0230 (15) | 0.0293 (16) | 0.0025 (15) |
C4 | 0.0357 (14) | 0.0682 (19) | 0.0580 (16) | 0.0054 (13) | 0.0288 (13) | −0.0035 (14) |
C5 | 0.0282 (12) | 0.0431 (13) | 0.0364 (12) | 0.0013 (10) | 0.0179 (10) | −0.0075 (10) |
C6 | 0.0315 (12) | 0.0444 (13) | 0.0337 (11) | −0.0059 (10) | 0.0199 (10) | −0.0087 (10) |
C7 | 0.0398 (15) | 0.0670 (18) | 0.0550 (16) | −0.0098 (14) | 0.0321 (13) | −0.0068 (14) |
C8 | 0.0593 (19) | 0.074 (2) | 0.0567 (17) | −0.0193 (16) | 0.0394 (16) | −0.0007 (15) |
C9 | 0.0567 (18) | 0.0536 (17) | 0.0487 (15) | −0.0113 (14) | 0.0281 (14) | 0.0062 (12) |
C10 | 0.0409 (14) | 0.0420 (14) | 0.0426 (13) | −0.0026 (11) | 0.0216 (12) | 0.0007 (11) |
C11 | 0.0291 (11) | 0.0291 (11) | 0.0343 (11) | −0.0004 (9) | 0.0198 (10) | −0.0027 (9) |
C12 | 0.0330 (12) | 0.0290 (11) | 0.0329 (11) | −0.0004 (9) | 0.0213 (10) | −0.0002 (8) |
C13 | 0.0346 (12) | 0.0273 (11) | 0.0410 (12) | −0.0007 (9) | 0.0249 (10) | −0.0011 (9) |
C14 | 0.0517 (15) | 0.0291 (11) | 0.0451 (13) | −0.0017 (10) | 0.0380 (12) | −0.0011 (9) |
C15 | 0.0529 (16) | 0.0424 (14) | 0.0343 (12) | −0.0040 (11) | 0.0286 (12) | −0.0007 (10) |
C16 | 0.0348 (12) | 0.0313 (11) | 0.0304 (10) | 0.0007 (9) | 0.0198 (10) | 0.0011 (9) |
C17 | 0.0365 (13) | 0.0526 (15) | 0.0327 (11) | −0.0051 (11) | 0.0184 (11) | 0.0010 (10) |
N1 | 0.0302 (10) | 0.0383 (10) | 0.0323 (9) | 0.0022 (8) | 0.0167 (8) | −0.0021 (8) |
N2 | 0.0309 (10) | 0.0366 (10) | 0.0326 (9) | −0.0029 (8) | 0.0185 (8) | −0.0030 (8) |
N3 | 0.0663 (16) | 0.0290 (10) | 0.0642 (14) | −0.0007 (10) | 0.0531 (14) | 0.0001 (9) |
N4 | 0.0466 (15) | 0.119 (3) | 0.0312 (12) | −0.0093 (16) | 0.0203 (11) | 0.0079 (14) |
Ni1 | 0.02552 (16) | 0.03469 (17) | 0.02895 (16) | 0.00132 (11) | 0.01659 (13) | −0.00031 (11) |
O2 | 0.0303 (8) | 0.0457 (9) | 0.0346 (8) | −0.0087 (7) | 0.0211 (7) | −0.0086 (7) |
O3 | 0.0356 (9) | 0.0495 (10) | 0.0317 (8) | −0.0117 (7) | 0.0215 (7) | −0.0029 (7) |
O4 | 0.0296 (8) | 0.0509 (10) | 0.0333 (8) | −0.0016 (7) | 0.0186 (7) | 0.0059 (7) |
O5 | 0.0505 (14) | 0.119 (2) | 0.0743 (16) | 0.0159 (14) | 0.0259 (13) | 0.0182 (15) |
O6 | 0.0699 (19) | 0.278 (5) | 0.0573 (16) | −0.047 (2) | 0.0278 (15) | −0.061 (2) |
O7 | 0.0910 (16) | 0.0574 (12) | 0.0603 (12) | −0.0052 (11) | 0.0626 (12) | −0.0020 (9) |
O8 | 0.0621 (14) | 0.0655 (14) | 0.0820 (14) | −0.0002 (11) | 0.0573 (13) | 0.0045 (11) |
O1W | 0.0385 (9) | 0.0508 (10) | 0.0355 (8) | −0.0073 (8) | 0.0249 (8) | −0.0036 (7) |
O2W | 0.26 (3) | 0.131 (17) | 0.29 (3) | −0.053 (19) | 0.21 (3) | −0.09 (2) |
Geometric parameters (Å, º) top
C1—N1 | 1.336 (3) | C12—C16 | 1.441 (3) |
C1—C2 | 1.380 (4) | C13—C14 | 1.389 (3) |
C1—H1 | 0.9300 | C13—H13 | 0.9300 |
C2—C3 | 1.371 (4) | C14—C15 | 1.389 (3) |
C2—H2 | 0.9300 | C14—N3 | 1.444 (3) |
C3—C4 | 1.373 (4) | C15—C17 | 1.356 (3) |
C3—H3 | 0.9300 | C15—H15 | 0.9300 |
C4—C5 | 1.388 (3) | C16—O4 | 1.270 (3) |
C4—H4 | 0.9300 | C16—C17 | 1.435 (3) |
C5—N1 | 1.345 (3) | C17—N4 | 1.458 (3) |
C5—C6 | 1.487 (3) | N3—O8 | 1.227 (3) |
C6—N2 | 1.340 (3) | N3—O7 | 1.234 (3) |
C6—C7 | 1.393 (3) | N4—O6 | 1.180 (4) |
C7—C8 | 1.373 (4) | N4—O5 | 1.238 (4) |
C7—H7 | 0.9300 | Ni1—N1 | 2.0536 (19) |
C8—C9 | 1.363 (4) | Ni1—N2 | 2.0671 (19) |
C8—H8 | 0.9300 | Ni1—O3i | 2.0212 (16) |
C9—C10 | 1.379 (4) | Ni1—O4i | 2.0364 (15) |
C9—H9 | 0.9300 | Ni1—O1W | 2.0877 (16) |
C10—N2 | 1.331 (3) | Ni1—O2 | 2.1046 (15) |
C10—H10 | 0.9300 | O3—Ni1ii | 2.0212 (16) |
C11—O2 | 1.250 (3) | O4—Ni1ii | 2.0364 (15) |
C11—O3 | 1.265 (3) | O1W—H1W | 0.7988 |
C11—C12 | 1.503 (3) | O1W—H2W | 0.8064 |
C12—C13 | 1.379 (3) | | |
| | | |
N1—C1—C2 | 122.1 (3) | C17—C15—C14 | 117.9 (2) |
N1—C1—H1 | 118.9 | C17—C15—H15 | 121.0 |
C2—C1—H1 | 118.9 | C14—C15—H15 | 121.0 |
C3—C2—C1 | 119.0 (3) | O4—C16—C17 | 120.3 (2) |
C3—C2—H2 | 120.5 | O4—C16—C12 | 125.71 (19) |
C1—C2—H2 | 120.5 | C17—C16—C12 | 114.01 (19) |
C2—C3—C4 | 119.5 (3) | C15—C17—C16 | 124.8 (2) |
C2—C3—H3 | 120.2 | C15—C17—N4 | 117.5 (2) |
C4—C3—H3 | 120.2 | C16—C17—N4 | 117.7 (2) |
C3—C4—C5 | 119.1 (3) | C1—N1—C5 | 119.0 (2) |
C3—C4—H4 | 120.5 | C1—N1—Ni1 | 125.47 (17) |
C5—C4—H4 | 120.5 | C5—N1—Ni1 | 115.51 (16) |
N1—C5—C4 | 121.3 (2) | C10—N2—C6 | 119.2 (2) |
N1—C5—C6 | 114.9 (2) | C10—N2—Ni1 | 125.64 (17) |
C4—C5—C6 | 123.7 (2) | C6—N2—Ni1 | 115.07 (15) |
N2—C6—C7 | 121.1 (2) | O8—N3—O7 | 122.9 (2) |
N2—C6—C5 | 115.2 (2) | O8—N3—C14 | 119.1 (2) |
C7—C6—C5 | 123.7 (2) | O7—N3—C14 | 118.0 (2) |
C8—C7—C6 | 119.0 (3) | O6—N4—O5 | 122.0 (3) |
C8—C7—H7 | 120.5 | O6—N4—C17 | 120.2 (3) |
C6—C7—H7 | 120.5 | O5—N4—C17 | 117.8 (3) |
C9—C8—C7 | 119.5 (3) | O3i—Ni1—O4i | 86.74 (6) |
C9—C8—H8 | 120.2 | O3i—Ni1—N1 | 174.62 (7) |
C7—C8—H8 | 120.2 | O4i—Ni1—N1 | 94.06 (7) |
C8—C9—C10 | 119.1 (3) | O3i—Ni1—N2 | 95.51 (7) |
C8—C9—H9 | 120.5 | O4i—Ni1—N2 | 93.73 (7) |
C10—C9—H9 | 120.5 | N1—Ni1—N2 | 79.13 (8) |
N2—C10—C9 | 122.2 (3) | O3i—Ni1—O1W | 94.03 (7) |
N2—C10—H10 | 118.9 | O4i—Ni1—O1W | 91.99 (6) |
C9—C10—H10 | 118.9 | N1—Ni1—O1W | 91.25 (7) |
O2—C11—O3 | 123.23 (19) | N2—Ni1—O1W | 169.13 (7) |
O2—C11—C12 | 117.22 (18) | O3i—Ni1—O2 | 86.65 (6) |
O3—C11—C12 | 119.55 (19) | O4i—Ni1—O2 | 173.39 (6) |
C13—C12—C16 | 120.58 (19) | N1—Ni1—O2 | 92.48 (7) |
C13—C12—C11 | 117.3 (2) | N2—Ni1—O2 | 86.55 (7) |
C16—C12—C11 | 122.05 (18) | O1W—Ni1—O2 | 88.84 (6) |
C12—C13—C14 | 121.0 (2) | C11—O2—Ni1 | 128.09 (13) |
C12—C13—H13 | 119.5 | C11—O3—Ni1ii | 129.03 (14) |
C14—C13—H13 | 119.5 | C16—O4—Ni1ii | 122.10 (14) |
C15—C14—C13 | 120.7 (2) | Ni1—O1W—H1W | 103.1 |
C15—C14—N3 | 119.1 (2) | Ni1—O1W—H2W | 119.0 |
C13—C14—N3 | 120.2 (2) | H1W—O1W—H2W | 108.2 |
Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) −x+3/2, y−1/2, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H2W···O7iii | 0.81 | 2.06 | 2.840 (2) | 162 |
O1W—H1W···O3 | 0.80 | 1.90 | 2.659 (2) | 160 |
Symmetry code: (iii) x, −y, z+1/2. |