The structure of the title compound, [Ni(C6H15NO3)2](C7H4NO3S)2, consists of a cationic [Ni(TEA)2]2+ and two anionic (SAC)- moieties (TEA is triethanolamine and SAC is the saccharinate anion). Two TEA ligands coordinate to the NiII ion through four O atoms and two N atoms acting as tridentate ligands (N,O,O') in a distorted octahedral environment, with the bond distances [d(Ni-O) = 2.078 (2) and 2.082 (2) Å, and d(Ni-N) = 2.108 (2) Å]. SAC anions participate in intermolecular hydrogen bonding with the hydroxyl H atoms of the TEA ligands to form a three-dimensional network.
Supporting information
CCDC reference: 159713
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.048
- wR factor = 0.143
- Data-to-parameter ratio = 16.0
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Previously prepared [Ni(SAC)2(H2O)4].2H2O (1.06 g, 2.0 mmol) was
dissolved in 50 ml of ethanol at 343 K with stirring and cooled to room
temperature. Then, TEA (0.60 g, 4.0 mmol) was added to the solution dropwise.
The resulting blue solution was left at room temperature until evaporation
resulted in the formation of pale blue crystals suitable for X-ray diffraction
analysis.
The hydroxyl H atoms were located from a difference map and and their
coordinates were refined with fixed individual displacement parameters [U(H) =
1.5Ueq(O)]. Other H atoms were introduced at idealized positions and
were allowed to ride on the parent atom.
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Bis(triethanolamine-N,
O,
O')nickel(II) bis(saccharinate)
top
Crystal data top
[Ni(C6H15NO3)2](C7H4NO3S)2 | F(000) = 756 |
Mr = 721.43 | Dx = 1.614 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
a = 7.3714 (4) Å | Cell parameters from 3145 reflections |
b = 12.9097 (8) Å | θ = 2.6–27.5° |
c = 15.7403 (9) Å | µ = 0.87 mm−1 |
β = 97.732 (1)° | T = 295 K |
V = 1484.27 (15) Å3 | Diamond, pale blue |
Z = 2 | 0.31 × 0.30 × 0.11 mm |
Data collection top
Bruker SMART 1000 CCD area-detector diffractometer | 3417 independent reflections |
Radiation source: fine-focus sealed tube | 2396 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.048 |
ω scans | θmax = 27.6°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | h = −6→9 |
Tmin = 0.759, Tmax = 0.909 | k = −16→16 |
9255 measured reflections | l = −15→20 |
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)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0907P)2] where P = (Fo2 + 2Fc2)/3 |
3417 reflections | (Δ/σ)max < 0.001 |
214 parameters | Δρmax = 1.48 e Å−3 |
0 restraints | Δρmin = −0.42 e Å−3 |
Crystal data top
[Ni(C6H15NO3)2](C7H4NO3S)2 | V = 1484.27 (15) Å3 |
Mr = 721.43 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 7.3714 (4) Å | µ = 0.87 mm−1 |
b = 12.9097 (8) Å | T = 295 K |
c = 15.7403 (9) Å | 0.31 × 0.30 × 0.11 mm |
β = 97.732 (1)° | |
Data collection top
Bruker SMART 1000 CCD area-detector diffractometer | 3417 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | 2396 reflections with I > 2σ(I) |
Tmin = 0.759, Tmax = 0.909 | Rint = 0.048 |
9255 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.048 | 0 restraints |
wR(F2) = 0.143 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | Δρmax = 1.48 e Å−3 |
3417 reflections | Δρmin = −0.42 e Å−3 |
214 parameters | |
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 | 0.0000 | 0.0000 | 0.0000 | 0.02164 (17) | |
O1 | 0.2583 (3) | 0.06729 (17) | 0.02138 (14) | 0.0287 (5) | |
H1O | 0.260 (5) | 0.118 (3) | 0.050 (3) | 0.043* | |
O2 | −0.1202 (3) | 0.14080 (16) | −0.04012 (13) | 0.0282 (5) | |
H2O | −0.054 (6) | 0.194 (3) | −0.037 (3) | 0.042* | |
O3 | −0.0379 (5) | −0.0656 (2) | −0.32004 (17) | 0.0604 (9) | |
H3O | −0.054 (8) | −0.104 (5) | −0.358 (4) | 0.091* | |
N1 | 0.0601 (3) | −0.00554 (18) | −0.12713 (16) | 0.0252 (5) | |
C1 | 0.2644 (4) | −0.0018 (2) | −0.1185 (2) | 0.0308 (7) | |
H1A | 0.3028 | 0.0118 | −0.1740 | 0.040* | |
H1B | 0.3146 | −0.0681 | −0.0981 | 0.040* | |
C2 | 0.3357 (5) | 0.0816 (2) | −0.0567 (2) | 0.0327 (7) | |
H2A | 0.4682 | 0.0779 | −0.0453 | 0.043* | |
H2B | 0.3020 | 0.1491 | −0.0810 | 0.043* | |
C3 | −0.0231 (4) | 0.0880 (2) | −0.1734 (2) | 0.0294 (7) | |
H3A | 0.0690 | 0.1416 | −0.1736 | 0.038* | |
H3B | −0.0671 | 0.0701 | −0.2325 | 0.038* | |
C4 | −0.1789 (4) | 0.1280 (2) | −0.1306 (2) | 0.0301 (7) | |
H4A | −0.2204 | 0.1939 | −0.1557 | 0.039* | |
H4B | −0.2803 | 0.0796 | −0.1394 | 0.039* | |
C5 | −0.0099 (5) | −0.1031 (2) | −0.1692 (2) | 0.0316 (7) | |
H5A | −0.1426 | −0.1003 | −0.1759 | 0.041* | |
H5B | 0.0274 | −0.1596 | −0.1300 | 0.041* | |
C6 | 0.0457 (5) | −0.1311 (3) | −0.2552 (2) | 0.0375 (8) | |
H6A | 0.1777 | −0.1258 | −0.2523 | 0.049* | |
H6B | 0.0111 | −0.2023 | −0.2689 | 0.049* | |
S1 | 0.43268 (12) | −0.68961 (6) | 0.16452 (5) | 0.0346 (2) | |
N2 | 0.2933 (4) | −0.7401 (2) | 0.08711 (17) | 0.0324 (6) | |
O4 | 0.1017 (3) | −0.68877 (17) | −0.03074 (15) | 0.0357 (5) | |
O5 | 0.6153 (4) | −0.7266 (2) | 0.1625 (2) | 0.0551 (7) | |
O6 | 0.3630 (4) | −0.7003 (2) | 0.24461 (16) | 0.0509 (7) | |
C7 | 0.2182 (4) | −0.6684 (2) | 0.0321 (2) | 0.0278 (6) | |
C8 | 0.2873 (4) | −0.5606 (2) | 0.05373 (19) | 0.0261 (6) | |
C9 | 0.2471 (5) | −0.4701 (2) | 0.0091 (2) | 0.0318 (7) | |
H9 | 0.1650 | −0.4690 | −0.0412 | 0.038* | |
C10 | 0.3343 (5) | −0.3803 (2) | 0.0421 (2) | 0.0359 (8) | |
H10 | 0.3096 | −0.3179 | 0.0133 | 0.043* | |
C11 | 0.4565 (5) | −0.3818 (3) | 0.1167 (2) | 0.0412 (8) | |
H11 | 0.5128 | −0.3205 | 0.1372 | 0.049* | |
C12 | 0.4964 (5) | −0.4729 (3) | 0.1615 (2) | 0.0378 (8) | |
H12 | 0.5780 | −0.4746 | 0.2119 | 0.045* | |
C13 | 0.4100 (4) | −0.5607 (2) | 0.1279 (2) | 0.0289 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0230 (3) | 0.0195 (3) | 0.0221 (3) | 0.0003 (2) | 0.00176 (19) | 0.0002 (2) |
O1 | 0.0297 (12) | 0.0248 (10) | 0.0312 (12) | −0.0023 (9) | 0.0021 (9) | −0.0026 (9) |
O2 | 0.0311 (12) | 0.0244 (10) | 0.0282 (11) | 0.0016 (9) | 0.0009 (9) | −0.0013 (8) |
O3 | 0.094 (2) | 0.0549 (18) | 0.0283 (14) | 0.0245 (17) | −0.0062 (15) | −0.0072 (12) |
N1 | 0.0272 (13) | 0.0220 (11) | 0.0263 (12) | 0.0005 (10) | 0.0029 (10) | 0.0010 (10) |
C1 | 0.0282 (16) | 0.0330 (15) | 0.0327 (16) | 0.0042 (13) | 0.0098 (13) | 0.0009 (13) |
C2 | 0.0294 (17) | 0.0323 (16) | 0.0367 (18) | −0.0041 (13) | 0.0054 (14) | 0.0011 (14) |
C3 | 0.0347 (18) | 0.0255 (14) | 0.0268 (16) | 0.0017 (12) | 0.0003 (13) | 0.0048 (12) |
C4 | 0.0330 (17) | 0.0284 (15) | 0.0272 (16) | 0.0033 (13) | −0.0019 (13) | 0.0036 (12) |
C5 | 0.041 (2) | 0.0249 (14) | 0.0283 (16) | −0.0027 (13) | 0.0045 (14) | −0.0026 (12) |
C6 | 0.044 (2) | 0.0352 (17) | 0.0324 (18) | 0.0066 (15) | 0.0023 (15) | −0.0069 (14) |
S1 | 0.0393 (5) | 0.0311 (4) | 0.0305 (4) | 0.0033 (3) | −0.0059 (3) | 0.0018 (3) |
N2 | 0.0376 (16) | 0.0263 (13) | 0.0309 (14) | −0.0022 (11) | −0.0049 (12) | 0.0012 (11) |
O4 | 0.0380 (13) | 0.0305 (11) | 0.0341 (12) | −0.0044 (10) | −0.0112 (10) | 0.0008 (9) |
O5 | 0.0410 (16) | 0.0540 (16) | 0.0648 (19) | 0.0153 (13) | −0.0126 (14) | 0.0007 (14) |
O6 | 0.070 (2) | 0.0502 (16) | 0.0307 (14) | −0.0002 (14) | 0.0004 (13) | 0.0073 (11) |
C7 | 0.0281 (16) | 0.0252 (14) | 0.0296 (16) | −0.0017 (12) | 0.0021 (13) | −0.0012 (12) |
C8 | 0.0247 (15) | 0.0255 (14) | 0.0273 (15) | 0.0005 (12) | 0.0005 (12) | −0.0017 (12) |
C9 | 0.0317 (18) | 0.0278 (14) | 0.0358 (18) | 0.0017 (12) | 0.0034 (14) | 0.0010 (13) |
C10 | 0.0372 (19) | 0.0250 (15) | 0.047 (2) | 0.0008 (13) | 0.0109 (16) | 0.0001 (14) |
C11 | 0.042 (2) | 0.0305 (16) | 0.052 (2) | −0.0096 (15) | 0.0120 (17) | −0.0125 (15) |
C12 | 0.0338 (19) | 0.0427 (18) | 0.0353 (18) | −0.0068 (14) | −0.0015 (15) | −0.0089 (14) |
C13 | 0.0277 (16) | 0.0309 (15) | 0.0274 (15) | −0.0002 (13) | 0.0017 (12) | −0.0015 (12) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.078 (2) | C5—C6 | 1.510 (4) |
Ni1—O1i | 2.078 (2) | S1—O6 | 1.430 (3) |
Ni1—O2i | 2.082 (2) | S1—O5 | 1.433 (3) |
Ni1—O2 | 2.082 (2) | S1—N2 | 1.621 (3) |
Ni1—N1 | 2.108 (2) | S1—C13 | 1.761 (3) |
Ni1—N1i | 2.108 (2) | N2—C7 | 1.336 (4) |
O1—C2 | 1.435 (4) | O4—C7 | 1.248 (4) |
O2—C4 | 1.442 (4) | C7—C8 | 1.506 (4) |
O3—C6 | 1.403 (4) | C8—C9 | 1.375 (4) |
N1—C5 | 1.483 (4) | C8—C13 | 1.377 (4) |
N1—C1 | 1.495 (4) | C9—C10 | 1.392 (5) |
N1—C3 | 1.499 (4) | C10—C11 | 1.381 (5) |
C1—C2 | 1.497 (4) | C11—C12 | 1.382 (5) |
C3—C4 | 1.499 (4) | C12—C13 | 1.371 (4) |
| | | |
O1—Ni1—O1i | 180.00 (17) | C4—C3—N1 | 110.3 (2) |
O1—Ni1—O2i | 88.44 (9) | O2—C4—C3 | 109.7 (2) |
O1i—Ni1—O2i | 91.56 (9) | N1—C5—C6 | 118.9 (3) |
O1—Ni1—O2 | 91.56 (9) | O3—C6—C5 | 111.2 (3) |
O1i—Ni1—O2 | 88.44 (9) | O6—S1—O5 | 115.92 (18) |
O2i—Ni1—O2 | 180.00 (12) | O6—S1—N2 | 110.93 (16) |
O1—Ni1—N1 | 82.12 (9) | O5—S1—N2 | 110.55 (17) |
O1i—Ni1—N1 | 97.88 (9) | O6—S1—C13 | 110.51 (15) |
O2i—Ni1—N1 | 97.07 (9) | O5—S1—C13 | 110.84 (17) |
O2—Ni1—N1 | 82.93 (9) | N2—S1—C13 | 96.40 (14) |
O1—Ni1—N1i | 97.88 (9) | C7—N2—S1 | 111.9 (2) |
O1i—Ni1—N1i | 82.12 (9) | O4—C7—N2 | 123.3 (3) |
O2i—Ni1—N1i | 82.93 (9) | O4—C7—C8 | 123.3 (3) |
O2—Ni1—N1i | 97.07 (9) | N2—C7—C8 | 113.4 (3) |
N1—Ni1—N1i | 180.00 (18) | C9—C8—C13 | 120.4 (3) |
C2—O1—Ni1 | 112.09 (18) | C9—C8—C7 | 128.8 (3) |
C4—O2—Ni1 | 104.97 (16) | C13—C8—C7 | 110.7 (3) |
C5—N1—C1 | 110.8 (2) | C8—C9—C10 | 117.4 (3) |
C5—N1—C3 | 111.9 (2) | C11—C10—C9 | 121.4 (3) |
C1—N1—C3 | 111.1 (2) | C10—C11—C12 | 121.0 (3) |
C5—N1—Ni1 | 110.33 (18) | C13—C12—C11 | 116.9 (3) |
C1—N1—Ni1 | 104.48 (18) | C12—C13—C8 | 122.9 (3) |
C3—N1—Ni1 | 108.03 (18) | C12—C13—S1 | 129.5 (3) |
N1—C1—C2 | 110.1 (2) | C8—C13—S1 | 107.5 (2) |
O1—C2—C1 | 108.6 (2) | | |
| | | |
O2i—Ni1—O1—C2 | 101.22 (19) | C1—N1—C5—C6 | −54.7 (4) |
O2—Ni1—O1—C2 | −78.78 (19) | C3—N1—C5—C6 | 69.8 (4) |
N1—Ni1—O1—C2 | 3.86 (19) | Ni1—N1—C5—C6 | −169.9 (2) |
N1i—Ni1—O1—C2 | −176.14 (19) | N1—C5—C6—O3 | −70.7 (4) |
O1—Ni1—O2—C4 | 111.10 (19) | O6—S1—N2—C7 | 113.0 (3) |
O1i—Ni1—O2—C4 | −68.90 (19) | O5—S1—N2—C7 | −117.0 (3) |
N1—Ni1—O2—C4 | 29.24 (19) | C13—S1—N2—C7 | −1.9 (3) |
N1i—Ni1—O2—C4 | −150.76 (19) | S1—N2—C7—O4 | −177.3 (3) |
O1—Ni1—N1—C5 | 141.9 (2) | S1—N2—C7—C8 | 2.4 (4) |
O1i—Ni1—N1—C5 | −38.1 (2) | O4—C7—C8—C9 | −4.0 (5) |
O2i—Ni1—N1—C5 | 54.5 (2) | N2—C7—C8—C9 | 176.3 (3) |
O2—Ni1—N1—C5 | −125.5 (2) | O4—C7—C8—C13 | 177.9 (3) |
O1—Ni1—N1—C1 | 22.84 (17) | N2—C7—C8—C13 | −1.8 (4) |
O1i—Ni1—N1—C1 | −157.16 (17) | C13—C8—C9—C10 | −0.3 (5) |
O2i—Ni1—N1—C1 | −64.59 (18) | C7—C8—C9—C10 | −178.2 (3) |
O2—Ni1—N1—C1 | 115.41 (18) | C8—C9—C10—C11 | 0.1 (5) |
O1—Ni1—N1—C3 | −95.51 (19) | C9—C10—C11—C12 | −0.1 (6) |
O1i—Ni1—N1—C3 | 84.49 (19) | C10—C11—C12—C13 | 0.4 (5) |
O2i—Ni1—N1—C3 | 177.06 (18) | C11—C12—C13—C8 | −0.6 (5) |
O2—Ni1—N1—C3 | −2.94 (18) | C11—C12—C13—S1 | 177.5 (3) |
C5—N1—C1—C2 | −165.2 (3) | C9—C8—C13—C12 | 0.6 (5) |
C3—N1—C1—C2 | 69.8 (3) | C7—C8—C13—C12 | 178.9 (3) |
Ni1—N1—C1—C2 | −46.5 (3) | C9—C8—C13—S1 | −177.9 (2) |
Ni1—O1—C2—C1 | −30.2 (3) | C7—C8—C13—S1 | 0.4 (3) |
N1—C1—C2—O1 | 52.1 (3) | O6—S1—C13—C12 | 67.3 (4) |
C5—N1—C3—C4 | 98.0 (3) | O5—S1—C13—C12 | −62.6 (4) |
C1—N1—C3—C4 | −137.6 (3) | N2—S1—C13—C12 | −177.5 (3) |
Ni1—N1—C3—C4 | −23.6 (3) | O6—S1—C13—C8 | −114.4 (2) |
Ni1—O2—C4—C3 | −51.1 (3) | O5—S1—C13—C8 | 115.7 (3) |
N1—C3—C4—O2 | 51.2 (3) | N2—S1—C13—C8 | 0.8 (3) |
Symmetry code: (i) −x, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1O···N2ii | 0.79 (4) | 1.93 (4) | 2.692 (3) | 161 (4) |
O2—H2O···O4ii | 0.84 (4) | 1.89 (4) | 2.734 (3) | 178 (4) |
O3—H3O···O4iii | 0.77 (6) | 2.06 (6) | 2.823 (3) | 173 (6) |
C9—H9···O3iv | 0.93 | 2.58 | 3.394 (4) | 147 |
C11—H11···O6v | 0.93 | 2.50 | 3.352 (4) | 153 |
Symmetry codes: (ii) x, y+1, z; (iii) −x, y+1/2, −z−1/2; (iv) −x, y−1/2, −z−1/2; (v) −x+1, y+1/2, −z+1/2. |
Experimental details
Crystal data |
Chemical formula | [Ni(C6H15NO3)2](C7H4NO3S)2 |
Mr | 721.43 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 295 |
a, b, c (Å) | 7.3714 (4), 12.9097 (8), 15.7403 (9) |
β (°) | 97.732 (1) |
V (Å3) | 1484.27 (15) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.87 |
Crystal size (mm) | 0.31 × 0.30 × 0.11 |
|
Data collection |
Diffractometer | Bruker SMART 1000 CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 1999) |
Tmin, Tmax | 0.759, 0.909 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9255, 3417, 2396 |
Rint | 0.048 |
(sin θ/λ)max (Å−1) | 0.651 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.048, 0.143, 0.99 |
No. of reflections | 3417 |
No. of parameters | 214 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.48, −0.42 |
Selected geometric parameters (Å, º) topNi1—O1 | 2.078 (2) | S1—O5 | 1.433 (3) |
Ni1—O2 | 2.082 (2) | S1—N2 | 1.621 (3) |
Ni1—N1 | 2.108 (2) | S1—C13 | 1.761 (3) |
O1—C2 | 1.435 (4) | N2—C7 | 1.336 (4) |
O2—C4 | 1.442 (4) | O4—C7 | 1.248 (4) |
O3—C6 | 1.403 (4) | C7—C8 | 1.506 (4) |
N1—C5 | 1.483 (4) | C8—C9 | 1.375 (4) |
N1—C1 | 1.495 (4) | C8—C13 | 1.377 (4) |
N1—C3 | 1.499 (4) | C9—C10 | 1.392 (5) |
C1—C2 | 1.497 (4) | C10—C11 | 1.381 (5) |
C3—C4 | 1.499 (4) | C11—C12 | 1.382 (5) |
C5—C6 | 1.510 (4) | C12—C13 | 1.371 (4) |
S1—O6 | 1.430 (3) | | |
| | | |
O1—Ni1—O2i | 88.44 (9) | O1i—Ni1—N1 | 97.88 (9) |
O1i—Ni1—O2i | 91.56 (9) | O2i—Ni1—N1 | 97.07 (9) |
O1—Ni1—N1 | 82.12 (9) | O2—Ni1—N1 | 82.93 (9) |
Symmetry code: (i) −x, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1O···N2ii | 0.79 (4) | 1.93 (4) | 2.692 (3) | 161 (4) |
O2—H2O···O4ii | 0.84 (4) | 1.89 (4) | 2.734 (3) | 178 (4) |
O3—H3O···O4iii | 0.77 (6) | 2.06 (6) | 2.823 (3) | 173 (6) |
C9—H9···O3iv | 0.93 | 2.58 | 3.394 (4) | 146.5 |
C11—H11···O6v | 0.93 | 2.50 | 3.352 (4) | 152.5 |
Symmetry codes: (ii) x, y+1, z; (iii) −x, y+1/2, −z−1/2; (iv) −x, y−1/2, −z−1/2; (v) −x+1, y+1/2, −z+1/2. |
In the preparation of metal complexes of ethanolamines with the saccharinate anion (SAC) as a co-ligand, the title complex, (I), was obtained by the reaction of hexaaquabis(saccharinato)nickel(II) with triethanolamine (TEA). The reaction resulted in the replacement of all the ligands around the NiII ion by the bulky TEA ligands. The title complex contains a cationic [Ni(TEA)2]2+ and two anionic (SAC)- moieties. The cation resides on a crystallographic inversion centre and is formed by the NiII sitting at the centre and binding two TEA ligands which results in a six coordinate environment around the metal. Each TEA acts as a tridentate ligand through its N and two hydroxyl O atoms, one hydroxyl O atom of the ethanolic groups being non-coordinated (Fig. 1). The Ni—O distances are in the range 2.078 (2)–2.082 (2) Å and the Ni—N distances are 2.108 (2) Å, while the bond angles range from 82.12 (9) to 97.88 (9)° (Table 1). Both bond distances and angles are comparable with those observed for the Ni complex of TEA with chloride (Icbudak et al., 1995) and acetate (Krabbes et al., 2000). The SAC ligand is essentially planar and intramolecular bond lengths are virtually identical to those found in the free SAC molecule (Okaya, 1969), [Mn(phen)2(H2O)2](SAC)2.H2O (Jianmin et al., 1993) and ammonium saccharin (Ng, 1998). SAC ions are linked by hydrogen bonds to the hydroxyl groups of the TEA ligands in the complex cation. The coordinated hydroxyl groups of the TEA ligands form O—H···N and O—H···O hydrogen bonds with the SAC anions, while the non-coordinated hydroxyl groups form O—H···O hydrogen bonds with the anions. In addition, weak C—H···O hydrogen bonds are observed between the aromatic C9 and C11 atoms of the SAC moiety and the O atoms of neighbouring SAC anions, as well as the non-coordinated hydroxyl group of the TEA ligand (Table 2).