Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807052944/sj2386sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807052944/sj2386Isup2.hkl |
CCDC reference: 667248
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- Disorder in main residue
- R factor = 0.033
- wR factor = 0.084
- Data-to-parameter ratio = 12.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N2 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.29 PLAT301_ALERT_3_C Main Residue Disorder ......................... 3.00 Perc. PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.12 Ratio
Alert level G 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 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
To a solution of 2,9-dimethyl-1,10-phenanthroline (C14H12N2.0.5H2O, 0.1089 g, 0.5 mmol), 3-hydroxy-benzoate (0.0696 g, 0.5 mmol) and sodium hydroxide (0.01859 g, 0.5 mmol) in ethanol/water (v:v=1:1, 20 ml) was added a solution of Ni(NO3)2.6H2O (0.1460 g, 0.5 mmol) in distilled water (5 ml). The resulting solution was stirred for 4 h at 323 K and then a pale green precipitate was filtered. Blue single crystals of (I) were obtained by slow evaporation of the filtrate over 90 days.
The OH group of the benzoate anion is disordered over two symmetry-related positions with site occupancy factors of 0.5. The carbon-bound H atoms were placed in calculated positions and were included in the refinement in the riding model approximation, with d(C—H) = 0.93 Å, Uiso=1.2Ueq (C) for aromatic and 0.96 Å, Uiso = 1.5Ueq (C) for CH3 atoms. The hydroxyl H atoms were placed in calculated positions (O—H =0.82 Å) and refined with free torsion angles to fit the electron density, with Uiso(H) = 1.5 Ueq(O).
The crystal structure of a compound containing the [Ni(dmphen)(benzoate]2+ fragment has been reported (Xuan et al. 2007)(dmphen is 2,9-dimethyl-1,10-phenanthroline) and we report here the structure of a closely related NiII complex, (I), Fig. 1.
The NiII atom is located on a twofold symmetry axis and is six-coordinated by two N atoms from the dmphen ligand, O atoms from two water molecules and is also chelated by two O atoms from carboxyl group of the 3-hydroxy-benzoate anion. The NiO4N2unit is in a a distorted octahedral geometry, with the O atoms of two water molecules occupying axial positions with a Ni1—O3 distance of 2.0393 (15) Å. The equatorial planes are defined by the N atoms of dmphen and the carboxyl O atoms of the 3-hydroxy-benzoate anion. The OH group on phenyl ring of the benzoato ligand is disordered over two positions with site occupancy factors of 0.5.
In the crystal structure, the uncoordinated nitrate anion, lying on twofold axis, links to the NiII complex cation via O—H···O hydrogen bonds (Table 1 and Figure 2). In the crystal molecules are linked into a supramolecular network structure by Owater—H···Ocarbonyl and Owater—H···Onitrate hydrogen bonding.
For the structure of a closely related complex, see: Xuan et al. (2007).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).
[Ni(C7H5O3)(C14H12N2)(H2O)2]NO3 | F(000) = 1036 |
Mr = 501.11 | Dx = 1.537 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 2940 reflections |
a = 10.9278 (15) Å | θ = 2.7–25.6° |
b = 28.509 (4) Å | µ = 0.95 mm−1 |
c = 7.9738 (11) Å | T = 293 K |
β = 119.311 (1)° | Block, blue |
V = 2166.2 (5) Å3 | 0.39 × 0.18 × 0.05 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 2025 independent reflections |
Radiation source: fine-focus sealed tube | 1688 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
φ and ω scans | θmax = 25.5°, θmin = 2.7° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −13→13 |
Tmin = 0.708, Tmax = 0.950 | k = −34→34 |
8026 measured reflections | l = −9→9 |
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)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.085 | H-atom parameters constrained |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0504P)2] where P = (Fo2 + 2Fc2)/3 |
2025 reflections | (Δ/σ)max = 0.001 |
159 parameters | Δρmax = 0.42 e Å−3 |
0 restraints | Δρmin = −0.29 e Å−3 |
[Ni(C7H5O3)(C14H12N2)(H2O)2]NO3 | V = 2166.2 (5) Å3 |
Mr = 501.11 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 10.9278 (15) Å | µ = 0.95 mm−1 |
b = 28.509 (4) Å | T = 293 K |
c = 7.9738 (11) Å | 0.39 × 0.18 × 0.05 mm |
β = 119.311 (1)° |
Bruker SMART CCD area-detector diffractometer | 2025 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | 1688 reflections with I > 2σ(I) |
Tmin = 0.708, Tmax = 0.950 | Rint = 0.055 |
8026 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.085 | H-atom parameters constrained |
S = 0.99 | Δρmax = 0.42 e Å−3 |
2025 reflections | Δρmin = −0.29 e Å−3 |
159 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 | Occ. (<1) | |
Ni1 | 0.5000 | 0.294675 (12) | 0.7500 | 0.03422 (15) | |
O1 | 0.39684 (13) | 0.22911 (5) | 0.7403 (2) | 0.0397 (4) | |
O2 | 0.3150 (4) | 0.05478 (12) | 0.7986 (8) | 0.0832 (14) | 0.50 |
H2 | 0.2666 | 0.0711 | 0.8279 | 0.125* | 0.50 |
O3 | 0.38872 (15) | 0.29142 (5) | 0.4572 (2) | 0.0448 (4) | |
H1W | 0.4134 | 0.3082 | 0.3948 | 0.067* | |
H2W | 0.3025 | 0.2877 | 0.3996 | 0.067* | |
O4 | 0.5000 | 0.33471 (10) | 0.2500 | 0.0957 (11) | |
O5 | 0.4233 (3) | 0.39816 (10) | 0.2940 (3) | 0.1127 (9) | |
N1 | 0.61633 (17) | 0.35019 (6) | 0.7301 (3) | 0.0410 (4) | |
N2 | 0.5000 | 0.37810 (10) | 0.2500 | 0.0479 (6) | |
C1 | 0.7845 (3) | 0.30371 (9) | 0.6822 (5) | 0.0729 (9) | |
H1A | 0.8548 | 0.2926 | 0.8059 | 0.109* | |
H1B | 0.8252 | 0.3077 | 0.6003 | 0.109* | |
H1C | 0.7094 | 0.2813 | 0.6256 | 0.109* | |
C2 | 0.7287 (2) | 0.34941 (9) | 0.7052 (4) | 0.0514 (6) | |
C3 | 0.7936 (3) | 0.39192 (10) | 0.6978 (4) | 0.0702 (8) | |
H3A | 0.8727 | 0.3910 | 0.6827 | 0.084* | |
C4 | 0.7417 (3) | 0.43345 (11) | 0.7125 (4) | 0.0780 (9) | |
H4 | 0.7856 | 0.4611 | 0.7086 | 0.094* | |
C5 | 0.6220 (3) | 0.43551 (9) | 0.7335 (4) | 0.0629 (7) | |
C6 | 0.5625 (2) | 0.39226 (7) | 0.7414 (3) | 0.0457 (6) | |
C7 | 0.5579 (4) | 0.47808 (9) | 0.7422 (5) | 0.0859 (11) | |
H7 | 0.5977 | 0.5065 | 0.7369 | 0.103* | |
C8 | 0.5000 | 0.20663 (10) | 0.7500 | 0.0362 (7) | |
C9 | 0.5000 | 0.15418 (10) | 0.7500 | 0.0408 (7) | |
C10 | 0.3994 (2) | 0.12960 (8) | 0.7713 (4) | 0.0521 (6) | |
H10 | 0.3314 | 0.1458 | 0.7859 | 0.063* | |
C11 | 0.3989 (3) | 0.08092 (9) | 0.7711 (5) | 0.0688 (8) | |
C12 | 0.5000 | 0.05679 (12) | 0.7500 | 0.0792 (13) | |
H12 | 0.5000 | 0.0242 | 0.7500 | 0.095* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0248 (2) | 0.0285 (2) | 0.0475 (3) | 0.000 | 0.01626 (18) | 0.000 |
O1 | 0.0278 (7) | 0.0326 (8) | 0.0590 (10) | 0.0008 (6) | 0.0215 (7) | −0.0001 (7) |
O2 | 0.075 (3) | 0.0368 (19) | 0.171 (4) | −0.0047 (18) | 0.086 (3) | 0.007 (2) |
O3 | 0.0337 (8) | 0.0483 (9) | 0.0480 (9) | −0.0074 (6) | 0.0167 (7) | 0.0026 (7) |
O4 | 0.179 (4) | 0.0497 (16) | 0.092 (2) | 0.000 | 0.092 (2) | 0.000 |
O5 | 0.1028 (18) | 0.151 (2) | 0.0926 (17) | 0.0680 (17) | 0.0541 (15) | 0.0065 (15) |
N1 | 0.0319 (9) | 0.0374 (10) | 0.0459 (11) | −0.0045 (8) | 0.0130 (8) | 0.0029 (8) |
N2 | 0.0437 (15) | 0.0499 (17) | 0.0535 (17) | 0.000 | 0.0266 (14) | 0.000 |
C1 | 0.0514 (16) | 0.0655 (18) | 0.122 (3) | 0.0110 (13) | 0.0580 (18) | 0.0287 (17) |
C2 | 0.0347 (12) | 0.0551 (15) | 0.0592 (15) | −0.0078 (10) | 0.0190 (11) | 0.0095 (12) |
C3 | 0.0497 (16) | 0.074 (2) | 0.086 (2) | −0.0219 (14) | 0.0321 (15) | 0.0072 (16) |
C4 | 0.084 (2) | 0.0551 (18) | 0.092 (2) | −0.0329 (16) | 0.0408 (19) | −0.0012 (16) |
C5 | 0.0782 (19) | 0.0424 (14) | 0.0647 (17) | −0.0178 (13) | 0.0324 (15) | −0.0047 (12) |
C6 | 0.0495 (14) | 0.0340 (12) | 0.0448 (13) | −0.0057 (10) | 0.0161 (11) | −0.0012 (9) |
C7 | 0.130 (3) | 0.0309 (13) | 0.106 (2) | −0.0159 (15) | 0.065 (3) | −0.0031 (15) |
C8 | 0.0290 (15) | 0.0322 (15) | 0.0431 (17) | 0.000 | 0.0142 (13) | 0.000 |
C9 | 0.0350 (16) | 0.0311 (16) | 0.0521 (19) | 0.000 | 0.0180 (15) | 0.000 |
C10 | 0.0434 (13) | 0.0370 (12) | 0.0794 (18) | 0.0008 (10) | 0.0327 (13) | 0.0045 (12) |
C11 | 0.0608 (17) | 0.0374 (13) | 0.114 (2) | −0.0041 (12) | 0.0470 (17) | 0.0067 (14) |
C12 | 0.080 (3) | 0.0290 (18) | 0.139 (4) | 0.000 | 0.062 (3) | 0.000 |
Ni1—O3i | 2.0393 (15) | C2—C3 | 1.420 (3) |
Ni1—O3 | 2.0393 (15) | C3—C4 | 1.342 (4) |
Ni1—N1i | 2.0839 (17) | C3—H3A | 0.9300 |
Ni1—N1 | 2.0840 (17) | C4—C5 | 1.398 (4) |
Ni1—O1i | 2.1645 (14) | C4—H4 | 0.9300 |
Ni1—O1 | 2.1647 (14) | C5—C6 | 1.410 (3) |
O1—C8 | 1.2658 (19) | C5—C7 | 1.420 (4) |
O2—C11 | 1.281 (4) | C6—C6i | 1.437 (5) |
O2—H2 | 0.8200 | C7—C7i | 1.332 (7) |
O3—H1W | 0.8251 | C7—H7 | 0.9300 |
O3—H2W | 0.8281 | C8—O1i | 1.2659 (19) |
O4—N2 | 1.237 (4) | C8—C9 | 1.495 (4) |
O5—N2 | 1.200 (2) | C9—C10i | 1.382 (3) |
N1—C2 | 1.337 (3) | C9—C10 | 1.382 (3) |
N1—C6 | 1.358 (3) | C10—C11 | 1.388 (3) |
N2—O5ii | 1.200 (2) | C10—H10 | 0.9300 |
C1—C2 | 1.487 (3) | C11—C12 | 1.380 (3) |
C1—H1A | 0.9600 | C12—C11i | 1.380 (3) |
C1—H1B | 0.9600 | C12—H12 | 0.9300 |
C1—H1C | 0.9600 | ||
O3i—Ni1—O3 | 174.80 (8) | N1—C2—C1 | 119.6 (2) |
O3i—Ni1—N1i | 89.51 (6) | C3—C2—C1 | 120.0 (2) |
O3—Ni1—N1i | 94.45 (6) | C4—C3—C2 | 120.6 (3) |
O3i—Ni1—N1 | 94.44 (6) | C4—C3—H3A | 119.7 |
O3—Ni1—N1 | 89.51 (6) | C2—C3—H3A | 119.7 |
N1i—Ni1—N1 | 81.18 (10) | C3—C4—C5 | 120.5 (2) |
O3i—Ni1—O1i | 84.94 (6) | C3—C4—H4 | 119.8 |
O3—Ni1—O1i | 90.56 (6) | C5—C4—H4 | 119.8 |
N1i—Ni1—O1i | 168.37 (6) | C4—C5—C6 | 116.6 (3) |
N1—Ni1—O1i | 109.39 (6) | C4—C5—C7 | 123.7 (2) |
O3i—Ni1—O1 | 90.57 (6) | C6—C5—C7 | 119.7 (3) |
O3—Ni1—O1 | 84.93 (6) | N1—C6—C5 | 123.0 (2) |
N1i—Ni1—O1 | 109.40 (6) | N1—C6—C6i | 117.96 (12) |
N1—Ni1—O1 | 168.37 (6) | C5—C6—C6i | 119.02 (16) |
O1i—Ni1—O1 | 60.57 (7) | C7i—C7—C5 | 121.26 (16) |
C8—O1—Ni1 | 90.13 (13) | C7i—C7—H7 | 119.4 |
C11—O2—H2 | 109.5 | C5—C7—H7 | 119.4 |
Ni1—O3—H1W | 118.5 | O1—C8—O1i | 119.2 (3) |
Ni1—O3—H2W | 121.3 | O1—C8—C9 | 120.42 (13) |
H1W—O3—H2W | 111.0 | O1i—C8—C9 | 120.42 (13) |
C2—N1—C6 | 118.93 (19) | C10i—C9—C10 | 119.1 (3) |
C2—N1—Ni1 | 129.63 (16) | C10i—C9—C8 | 120.46 (15) |
C6—N1—Ni1 | 111.43 (14) | C10—C9—C8 | 120.47 (15) |
O5—N2—O5ii | 123.1 (4) | C9—C10—C11 | 120.7 (2) |
O5—N2—O4 | 118.5 (2) | C9—C10—H10 | 119.7 |
O5ii—N2—O4 | 118.5 (2) | C11—C10—H10 | 119.7 |
C2—C1—H1A | 109.5 | O2—C11—C12 | 114.4 (3) |
C2—C1—H1B | 109.5 | O2—C11—C10 | 125.8 (3) |
H1A—C1—H1B | 109.5 | C12—C11—C10 | 119.7 (3) |
C2—C1—H1C | 109.5 | C11—C12—C11i | 120.2 (3) |
H1A—C1—H1C | 109.5 | C11—C12—H12 | 119.9 |
H1B—C1—H1C | 109.5 | C11i—C12—H12 | 119.9 |
N1—C2—C3 | 120.4 (2) | ||
O3i—Ni1—O1—C8 | −83.86 (8) | C3—C4—C5—C7 | −177.4 (3) |
O3—Ni1—O1—C8 | 93.52 (8) | C2—N1—C6—C5 | −1.8 (3) |
N1i—Ni1—O1—C8 | −173.54 (7) | Ni1—N1—C6—C5 | 179.46 (19) |
N1—Ni1—O1—C8 | 31.8 (3) | C2—N1—C6—C6i | 176.9 (2) |
O1i—Ni1—O1—C8 | 0.0 | Ni1—N1—C6—C6i | −1.8 (3) |
O3i—Ni1—N1—C2 | 93.27 (19) | C4—C5—C6—N1 | 0.1 (4) |
O3—Ni1—N1—C2 | −83.34 (19) | C7—C5—C6—N1 | 178.7 (2) |
N1i—Ni1—N1—C2 | −177.9 (2) | C4—C5—C6—C6i | −178.6 (3) |
O1i—Ni1—N1—C2 | 7.1 (2) | C7—C5—C6—C6i | −0.1 (4) |
O1—Ni1—N1—C2 | −22.0 (4) | C4—C5—C7—C7i | 178.4 (4) |
O3i—Ni1—N1—C6 | −88.19 (15) | C6—C5—C7—C7i | 0.0 (6) |
O3—Ni1—N1—C6 | 95.20 (15) | Ni1—O1—C8—O1i | 0.000 (1) |
N1i—Ni1—N1—C6 | 0.62 (11) | Ni1—O1—C8—C9 | 180.0 |
O1i—Ni1—N1—C6 | −174.37 (13) | O1—C8—C9—C10i | 169.33 (14) |
O1—Ni1—N1—C6 | 156.5 (2) | O1i—C8—C9—C10i | −10.67 (14) |
C6—N1—C2—C3 | 2.3 (3) | O1—C8—C9—C10 | −10.67 (14) |
Ni1—N1—C2—C3 | −179.25 (18) | O1i—C8—C9—C10 | 169.33 (14) |
C6—N1—C2—C1 | −176.8 (2) | C10i—C9—C10—C11 | −0.10 (19) |
Ni1—N1—C2—C1 | 1.6 (3) | C8—C9—C10—C11 | 179.90 (19) |
N1—C2—C3—C4 | −1.1 (4) | C9—C10—C11—O2 | 176.5 (4) |
C1—C2—C3—C4 | 178.0 (3) | C9—C10—C11—C12 | 0.2 (4) |
C2—C3—C4—C5 | −0.6 (5) | O2—C11—C12—C11i | −176.8 (4) |
C3—C4—C5—C6 | 1.1 (4) | C10—C11—C12—C11i | −0.10 (19) |
Symmetry codes: (i) −x+1, y, −z+3/2; (ii) −x+1, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H2W···O1iii | 0.83 | 1.96 | 2.784 (2) | 173 |
O3—H1W···O4 | 0.83 | 1.97 | 2.7746 (19) | 166 |
O2—H2···O5iii | 0.82 | 2.01 | 2.692 (4) | 140 |
Symmetry code: (iii) −x+1/2, −y+1/2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Ni(C7H5O3)(C14H12N2)(H2O)2]NO3 |
Mr | 501.11 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 293 |
a, b, c (Å) | 10.9278 (15), 28.509 (4), 7.9738 (11) |
β (°) | 119.311 (1) |
V (Å3) | 2166.2 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.95 |
Crystal size (mm) | 0.39 × 0.18 × 0.05 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 1997) |
Tmin, Tmax | 0.708, 0.950 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 8026, 2025, 1688 |
Rint | 0.055 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.085, 0.99 |
No. of reflections | 2025 |
No. of parameters | 159 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.42, −0.29 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H2W···O1i | 0.83 | 1.96 | 2.784 (2) | 173.1 |
O3—H1W···O4 | 0.83 | 1.97 | 2.7746 (19) | 166.0 |
O2—H2···O5i | 0.82 | 2.01 | 2.692 (4) | 140.1 |
Symmetry code: (i) −x+1/2, −y+1/2, −z+1. |
The crystal structure of a compound containing the [Ni(dmphen)(benzoate]2+ fragment has been reported (Xuan et al. 2007)(dmphen is 2,9-dimethyl-1,10-phenanthroline) and we report here the structure of a closely related NiII complex, (I), Fig. 1.
The NiII atom is located on a twofold symmetry axis and is six-coordinated by two N atoms from the dmphen ligand, O atoms from two water molecules and is also chelated by two O atoms from carboxyl group of the 3-hydroxy-benzoate anion. The NiO4N2unit is in a a distorted octahedral geometry, with the O atoms of two water molecules occupying axial positions with a Ni1—O3 distance of 2.0393 (15) Å. The equatorial planes are defined by the N atoms of dmphen and the carboxyl O atoms of the 3-hydroxy-benzoate anion. The OH group on phenyl ring of the benzoato ligand is disordered over two positions with site occupancy factors of 0.5.
In the crystal structure, the uncoordinated nitrate anion, lying on twofold axis, links to the NiII complex cation via O—H···O hydrogen bonds (Table 1 and Figure 2). In the crystal molecules are linked into a supramolecular network structure by Owater—H···Ocarbonyl and Owater—H···Onitrate hydrogen bonding.