supplementary materials
Aquabis(1,10-phenanthroline-![[kappa]](/logos/entities/kappa_rmgif.gif)
2N,N')[2,4,6-tris(4-sulfonatophenylamino)-1,3,5-triazin-1-ium-O]nickel(II) dihydrate
In the title complex, [Ni(C21H16N6O9S3)(C12H8N2)2(H2O)]·2H2O or [Ni(HTST)(phen)2(H2O)]·2H2O, where H3TST is 2,4,6-tris(4-sulfophenylamino)-1,3,5-triazine and phen is phenanthroline, the NiII ion is in a distorted octahedral coordination environment defined by four N atoms from two phen ligands, one O atom from an aqua ligand and one O atom from the SO3 group of an HTST ligand. In the crystal structure, intermolecular N-H
O and O-HO hydrogen bonds connect molecules to form a two-dimensional network.
The title compound was synthesized by the hydrothermal method from a mixture of
H3TST.7H2O (0.072 g, 0.1 mmol), phen.H2O (0.059 g, 0.3 mmol),
NiCl2 (0.039 g, 0.3 mmol) and water (20.0 mL) in a 25.0 mL Teflon-lined
stainless steel reactor. The solution was heated at 433 K for 67 h, and then
the reactor was slowly cooled to room temperature to give blue crystals of the
title complex.
H atoms bonded to O atoms and the H atom bonded to N13 were located in a
difference map and refined independently with isotropic displacement
parameters. All other H atoms were positioned geometrically and refined using
the riding-model approximation with C—H = 0.95–0.99 Å, N—H = 0.86 Å
Uiso(H) = 1.2 Ueq (C,N).
Data collection: CrystalClear (Rigaku Corporation, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXP97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97.
Aquabis(1,10-phenanthroline-
κ2N,
N')[2,4,6-\
tris(4-sulfonatophenylamino)-1,3,5-triazin-1-ium-
κO]nickel(II)
dihydrate
top
Crystal data top
| [Ni(C21H16N6O9S3)(C12H8N2)2(H2O)]·2H2O | Z = 2 |
| Mr = 1065.74 | F(000) = 1100 |
| Triclinic, P1 | Dx = 1.620 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
| a = 8.256 (2) Å | Cell parameters from 5038 reflections |
| b = 11.684 (3) Å | θ = 2.2–27.5° |
| c = 24.086 (7) Å | µ = 0.67 mm−1 |
| α = 76.134 (7)° | T = 293 K |
| β = 84.875 (10)° | Prism, blue |
| γ = 75.718 (6)° | 0.25 × 0.10 × 0.08 mm |
| V = 2185.0 (10) Å3 | |
Data collection top
Rigaku Mercury70 (2x2 bin mode)
diffractometer | 9893 independent reflections |
| Radiation source: fine-focus sealed tube | 7634 reflections with I > 2σ(I) |
| graphite | Rint = 0.025 |
| Detector resolution: 14.6306 pixels mm-1 | θmax = 27.5°, θmin = 2.7° |
| CCD_Profile_fitting scans | h = −10→10 |
Absorption correction: multi-scan
(CrystalClear; Rigaku Corporation, 2000) | k = −15→15 |
| Tmin = 0.907, Tmax = 1.000 | l = −31→23 |
| 17176 measured reflections | |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.108 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.05 | w = 1/[σ2(Fo2) + (0.042P)2 + 1.2717P]
where P = (Fo2 + 2Fc2)/3 |
| 9893 reflections | (Δ/σ)max = 0.001 |
| 668 parameters | Δρmax = 0.36 e Å−3 |
| 0 restraints | Δρmin = −0.37 e Å−3 |
Crystal data top
| [Ni(C21H16N6O9S3)(C12H8N2)2(H2O)]·2H2O | γ = 75.718 (6)° |
| Mr = 1065.74 | V = 2185.0 (10) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 8.256 (2) Å | Mo Kα radiation |
| b = 11.684 (3) Å | µ = 0.67 mm−1 |
| c = 24.086 (7) Å | T = 293 K |
| α = 76.134 (7)° | 0.25 × 0.10 × 0.08 mm |
| β = 84.875 (10)° | |
Data collection top
Rigaku Mercury70 (2x2 bin mode)
diffractometer | 9893 independent reflections |
Absorption correction: multi-scan
(CrystalClear; Rigaku Corporation, 2000) | 7634 reflections with I > 2σ(I) |
| Tmin = 0.907, Tmax = 1.000 | Rint = 0.025 |
| 17176 measured reflections | θmax = 27.5° |
Refinement top
| R[F2 > 2σ(F2)] = 0.047 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.108 | Δρmax = 0.36 e Å−3 |
| S = 1.05 | Δρmin = −0.37 e Å−3 |
| 9893 reflections | Absolute structure: ? |
| 668 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
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 | 1.59674 (4) | −0.27469 (3) | 0.887559 (13) | 0.02613 (9) | |
| S1 | 1.26211 (8) | −0.37669 (6) | 0.88242 (3) | 0.03091 (15) | |
| S2 | 0.60698 (9) | −0.14127 (6) | 0.24919 (3) | 0.03524 (16) | |
| S3 | 0.33563 (8) | 0.42219 (5) | 0.44922 (3) | 0.02725 (14) | |
| O1 | 1.4376 (2) | −0.39381 (15) | 0.89659 (7) | 0.0308 (4) | |
| O2 | 1.2008 (3) | −0.48236 (19) | 0.90877 (9) | 0.0450 (5) | |
| O3 | 1.1585 (2) | −0.26349 (18) | 0.89380 (8) | 0.0433 (5) | |
| O4 | 1.3895 (3) | −0.1304 (2) | 0.86597 (11) | 0.0467 (6) | |
| H2 | 1.370 (5) | −0.068 (4) | 0.8408 (18) | 0.074 (13)* | |
| H22 | 1.294 (6) | −0.161 (4) | 0.8753 (19) | 0.096 (16)* | |
| O5 | 0.7167 (3) | −0.0970 (2) | 0.20325 (9) | 0.0580 (6) | |
| O6 | 0.4640 (3) | −0.04557 (19) | 0.25793 (10) | 0.0567 (6) | |
| O7 | 0.5617 (3) | −0.24913 (18) | 0.24324 (10) | 0.0542 (6) | |
| O8 | 0.4461 (2) | 0.47574 (16) | 0.40536 (8) | 0.0411 (5) | |
| O9 | 0.2036 (2) | 0.38891 (17) | 0.42546 (8) | 0.0406 (5) | |
| O10 | 0.2722 (2) | 0.49828 (16) | 0.48996 (8) | 0.0407 (5) | |
| O11 | 0.1494 (4) | −0.0270 (3) | 0.31052 (11) | 0.0586 (7) | |
| H11 | 0.238 (4) | −0.029 (3) | 0.2948 (14) | 0.034 (9)* | |
| H112 | 0.137 (8) | −0.097 (6) | 0.311 (3) | 0.15 (3)* | |
| O12 | 0.2772 (4) | −0.2985 (3) | 0.32023 (16) | 0.0765 (8) | |
| H122 | 0.350 (7) | −0.284 (5) | 0.290 (2) | 0.12 (2)* | |
| N1 | 1.6612 (3) | −0.2990 (2) | 0.80583 (9) | 0.0378 (5) | |
| N2 | 1.7821 (3) | −0.43427 (18) | 0.90611 (9) | 0.0298 (5) | |
| N3 | 1.7329 (3) | −0.14640 (18) | 0.88590 (9) | 0.0291 (5) | |
| N4 | 1.5618 (3) | −0.26009 (18) | 0.97260 (9) | 0.0288 (5) | |
| N11 | 0.9046 (3) | −0.13966 (17) | 0.51045 (8) | 0.0257 (4) | |
| N12 | 1.0119 (3) | −0.18043 (17) | 0.60507 (9) | 0.0280 (5) | |
| N13 | 1.1280 (3) | −0.30553 (18) | 0.54271 (9) | 0.0245 (4) | |
| N14 | 1.2348 (3) | −0.34576 (18) | 0.63237 (9) | 0.0287 (5) | |
| H14A | 1.3119 | −0.3988 | 0.6200 | 0.034* | |
| N15 | 0.8034 (3) | −0.01768 (17) | 0.57616 (9) | 0.0284 (5) | |
| H15A | 0.8079 | −0.0143 | 0.6113 | 0.034* | |
| N16 | 1.0174 (3) | −0.28450 (18) | 0.45675 (9) | 0.0300 (5) | |
| H16A | 1.0970 | −0.3472 | 0.4554 | 0.036* | |
| C10A | 1.8304 (3) | −0.4807 (2) | 0.85936 (13) | 0.0352 (6) | |
| C10B | 1.7694 (4) | −0.4083 (3) | 0.80575 (13) | 0.0415 (7) | |
| C10 | 1.6035 (5) | −0.2302 (3) | 0.75616 (13) | 0.0607 (10) | |
| H10B | 1.5282 | −0.1560 | 0.7553 | 0.073* | |
| C11 | 1.8331 (3) | −0.5018 (2) | 0.95668 (13) | 0.0392 (7) | |
| H11B | 1.8002 | −0.4695 | 0.9888 | 0.047* | |
| C12 | 1.9337 (4) | −0.6187 (3) | 0.96427 (18) | 0.0561 (10) | |
| H12B | 1.9650 | −0.6636 | 1.0007 | 0.067* | |
| C13 | 1.9848 (4) | −0.6657 (3) | 0.9184 (2) | 0.0661 (12) | |
| H13B | 2.0529 | −0.7434 | 0.9229 | 0.079* | |
| C14 | 1.9364 (4) | −0.5983 (3) | 0.86341 (19) | 0.0576 (10) | |
| C15 | 1.9817 (5) | −0.6395 (5) | 0.8118 (3) | 0.0916 (17) | |
| H15B | 2.0525 | −0.7156 | 0.8134 | 0.110* | |
| C16 | 1.9258 (6) | −0.5726 (6) | 0.7618 (3) | 0.0989 (19) | |
| H16B | 1.9571 | −0.6037 | 0.7293 | 0.119* | |
| C17 | 1.8165 (5) | −0.4514 (4) | 0.75576 (17) | 0.0707 (12) | |
| C18 | 1.7576 (7) | −0.3771 (6) | 0.70484 (19) | 0.0961 (18) | |
| H18A | 1.7886 | −0.4022 | 0.6708 | 0.115* | |
| C19 | 1.6550 (7) | −0.2682 (6) | 0.70431 (15) | 0.0906 (17) | |
| C20B | 1.7261 (3) | −0.1149 (2) | 0.93718 (11) | 0.0297 (6) | |
| C20A | 1.6363 (3) | −0.1765 (2) | 0.98362 (11) | 0.0288 (5) | |
| C20 | 1.8099 (4) | −0.0880 (2) | 0.84171 (13) | 0.0386 (6) | |
| C21 | 1.4793 (3) | −0.3184 (2) | 1.01517 (12) | 0.0362 (6) | |
| H21A | 1.4274 | −0.3753 | 1.0079 | 0.043* | |
| C22 | 1.4662 (4) | −0.2989 (3) | 1.07029 (13) | 0.0432 (7) | |
| H22A | 1.4080 | −0.3427 | 1.0991 | 0.052* | |
| C23 | 1.5394 (4) | −0.2150 (3) | 1.08170 (13) | 0.0440 (7) | |
| H23A | 1.5316 | −0.2011 | 1.1184 | 0.053* | |
| C24 | 1.6270 (3) | −0.1497 (2) | 1.03773 (12) | 0.0352 (6) | |
| C25 | 1.7036 (4) | −0.0566 (3) | 1.04464 (14) | 0.0455 (8) | |
| H25A | 1.6973 | −0.0370 | 1.0801 | 0.055* | |
| C26 | 1.7846 (4) | 0.0027 (3) | 1.00037 (15) | 0.0473 (8) | |
| H26A | 1.8320 | 0.0633 | 1.0060 | 0.057* | |
| C27 | 1.8002 (3) | −0.0243 (2) | 0.94508 (13) | 0.0375 (6) | |
| C28 | 1.8812 (4) | 0.0350 (3) | 0.89723 (16) | 0.0502 (8) | |
| H28A | 1.9317 | 0.0959 | 0.9005 | 0.060* | |
| C29 | 1.8867 (4) | 0.0042 (3) | 0.84600 (15) | 0.0492 (8) | |
| H29A | 1.9405 | 0.0436 | 0.8143 | 0.059* | |
| C31 | 1.0127 (3) | −0.2398 (2) | 0.50303 (10) | 0.0234 (5) | |
| C32 | 1.1225 (3) | −0.2750 (2) | 0.59416 (10) | 0.0235 (5) | |
| C33 | 0.9086 (3) | −0.1153 (2) | 0.56200 (10) | 0.0236 (5) | |
| C41 | 1.2609 (3) | −0.3620 (2) | 0.80735 (11) | 0.0301 (6) | |
| C42 | 1.1728 (4) | −0.2569 (3) | 0.77264 (12) | 0.0399 (7) | |
| H42A | 1.1199 | −0.1918 | 0.7886 | 0.048* | |
| C43 | 1.1617 (4) | −0.2467 (2) | 0.71471 (12) | 0.0396 (7) | |
| H43A | 1.1014 | −0.1756 | 0.6920 | 0.047* | |
| C44 | 1.2417 (3) | −0.3438 (2) | 0.69070 (11) | 0.0278 (5) | |
| C45 | 1.3359 (3) | −0.4479 (2) | 0.72549 (11) | 0.0342 (6) | |
| H45A | 1.3944 | −0.5116 | 0.7094 | 0.041* | |
| C46 | 1.3430 (4) | −0.4572 (2) | 0.78326 (12) | 0.0370 (6) | |
| H46A | 1.4035 | −0.5280 | 0.8062 | 0.044* | |
| C51 | 0.6872 (3) | 0.0800 (2) | 0.54398 (11) | 0.0258 (5) | |
| C52 | 0.6232 (3) | 0.1770 (2) | 0.57027 (11) | 0.0306 (6) | |
| H52A | 0.6543 | 0.1719 | 0.6071 | 0.037* | |
| C53 | 0.5141 (3) | 0.2803 (2) | 0.54208 (11) | 0.0293 (6) | |
| H53A | 0.4743 | 0.3452 | 0.5595 | 0.035* | |
| C54 | 0.4643 (3) | 0.2870 (2) | 0.48802 (10) | 0.0252 (5) | |
| C55 | 0.5232 (3) | 0.1893 (2) | 0.46230 (11) | 0.0293 (5) | |
| H55A | 0.4872 | 0.1932 | 0.4263 | 0.035* | |
| C56 | 0.6350 (3) | 0.0860 (2) | 0.48978 (11) | 0.0275 (5) | |
| H56A | 0.6748 | 0.0214 | 0.4722 | 0.033* | |
| C61 | 0.9109 (3) | −0.2442 (2) | 0.40948 (10) | 0.0273 (5) | |
| C62 | 0.8435 (3) | −0.1230 (2) | 0.38574 (11) | 0.0331 (6) | |
| H62A | 0.8617 | −0.0627 | 0.4020 | 0.040* | |
| C63 | 0.7488 (4) | −0.0929 (2) | 0.33740 (11) | 0.0343 (6) | |
| H63A | 0.7029 | −0.0119 | 0.3213 | 0.041* | |
| C64 | 0.7216 (3) | −0.1817 (2) | 0.31291 (10) | 0.0278 (5) | |
| C65 | 0.7886 (3) | −0.3023 (2) | 0.33721 (11) | 0.0310 (6) | |
| H65A | 0.7696 | −0.3625 | 0.3212 | 0.037* | |
| C66 | 0.8835 (3) | −0.3333 (2) | 0.38514 (11) | 0.0318 (6) | |
| H66A | 0.9292 | −0.4145 | 0.4012 | 0.038* | |
| H19A | 1.6158 | −0.2151 | 0.6686 | 0.038* | |
| H20A | 1.8137 | −0.1094 | 0.8054 | 0.038* | |
| H13 | 1.189 (4) | −0.371 (3) | 0.5364 (12) | 0.034 (8)* | |
| H12 | 0.298 (9) | −0.372 (7) | 0.345 (3) | 0.20 (4)* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Ni1 | 0.03295 (18) | 0.02351 (16) | 0.02262 (16) | −0.00547 (13) | −0.00518 (13) | −0.00608 (12) |
| S1 | 0.0311 (3) | 0.0382 (3) | 0.0242 (3) | −0.0095 (3) | −0.0061 (3) | −0.0051 (3) |
| S2 | 0.0428 (4) | 0.0288 (3) | 0.0301 (3) | −0.0016 (3) | −0.0131 (3) | −0.0017 (3) |
| S3 | 0.0292 (3) | 0.0212 (3) | 0.0247 (3) | 0.0051 (2) | −0.0019 (2) | −0.0034 (2) |
| O1 | 0.0326 (10) | 0.0302 (9) | 0.0310 (10) | −0.0086 (8) | −0.0121 (8) | −0.0043 (8) |
| O2 | 0.0475 (12) | 0.0554 (12) | 0.0368 (11) | −0.0277 (10) | −0.0066 (9) | −0.0012 (10) |
| O3 | 0.0402 (11) | 0.0496 (12) | 0.0368 (11) | 0.0017 (9) | −0.0022 (9) | −0.0156 (10) |
| O4 | 0.0508 (14) | 0.0276 (10) | 0.0560 (15) | −0.0020 (10) | −0.0159 (11) | −0.0006 (10) |
| O5 | 0.0652 (15) | 0.0675 (15) | 0.0315 (11) | −0.0143 (12) | −0.0048 (11) | 0.0081 (11) |
| O6 | 0.0480 (13) | 0.0483 (12) | 0.0662 (16) | 0.0125 (10) | −0.0243 (12) | −0.0149 (11) |
| O7 | 0.0777 (16) | 0.0367 (11) | 0.0521 (13) | −0.0137 (11) | −0.0308 (12) | −0.0067 (10) |
| O8 | 0.0426 (11) | 0.0287 (9) | 0.0397 (11) | 0.0014 (8) | 0.0069 (9) | 0.0028 (8) |
| O9 | 0.0360 (11) | 0.0431 (11) | 0.0383 (11) | −0.0029 (9) | −0.0136 (9) | −0.0026 (9) |
| O10 | 0.0486 (12) | 0.0286 (9) | 0.0346 (11) | 0.0142 (9) | −0.0038 (9) | −0.0106 (8) |
| O11 | 0.0592 (17) | 0.0640 (18) | 0.0458 (14) | 0.0003 (14) | 0.0020 (13) | −0.0159 (13) |
| O12 | 0.078 (2) | 0.0666 (18) | 0.083 (2) | −0.0167 (16) | 0.0096 (18) | −0.0187 (17) |
| N1 | 0.0549 (15) | 0.0425 (13) | 0.0242 (11) | −0.0255 (12) | −0.0027 (11) | −0.0080 (10) |
| N2 | 0.0263 (11) | 0.0285 (10) | 0.0353 (12) | −0.0077 (9) | −0.0009 (9) | −0.0075 (9) |
| N3 | 0.0305 (11) | 0.0268 (10) | 0.0306 (11) | −0.0058 (9) | −0.0047 (9) | −0.0070 (9) |
| N4 | 0.0285 (11) | 0.0298 (10) | 0.0271 (11) | −0.0032 (9) | −0.0033 (9) | −0.0076 (9) |
| N11 | 0.0288 (11) | 0.0223 (9) | 0.0227 (10) | 0.0024 (8) | −0.0046 (8) | −0.0060 (8) |
| N12 | 0.0310 (11) | 0.0246 (10) | 0.0227 (10) | 0.0067 (9) | −0.0052 (9) | −0.0061 (8) |
| N13 | 0.0240 (11) | 0.0206 (10) | 0.0248 (10) | 0.0053 (8) | −0.0032 (8) | −0.0074 (8) |
| N14 | 0.0295 (11) | 0.0271 (10) | 0.0242 (11) | 0.0070 (9) | −0.0065 (9) | −0.0077 (9) |
| N15 | 0.0322 (11) | 0.0244 (10) | 0.0223 (10) | 0.0083 (9) | −0.0047 (9) | −0.0071 (8) |
| N16 | 0.0316 (12) | 0.0279 (10) | 0.0259 (11) | 0.0089 (9) | −0.0074 (9) | −0.0116 (9) |
| C10A | 0.0270 (13) | 0.0363 (14) | 0.0493 (17) | −0.0106 (11) | 0.0066 (12) | −0.0225 (13) |
| C10B | 0.0414 (16) | 0.0583 (18) | 0.0403 (16) | −0.0276 (15) | 0.0123 (13) | −0.0291 (15) |
| C10 | 0.095 (3) | 0.067 (2) | 0.0296 (16) | −0.045 (2) | −0.0148 (17) | 0.0034 (16) |
| C11 | 0.0293 (14) | 0.0375 (14) | 0.0450 (17) | −0.0078 (12) | −0.0050 (13) | 0.0030 (13) |
| C12 | 0.0335 (17) | 0.0355 (16) | 0.090 (3) | −0.0072 (14) | −0.0144 (18) | 0.0070 (18) |
| C13 | 0.0287 (17) | 0.0298 (16) | 0.138 (4) | −0.0008 (13) | −0.018 (2) | −0.017 (2) |
| C14 | 0.0307 (16) | 0.0501 (19) | 0.106 (3) | −0.0114 (15) | 0.0099 (18) | −0.047 (2) |
| C15 | 0.049 (2) | 0.099 (4) | 0.156 (5) | −0.010 (2) | 0.016 (3) | −0.100 (4) |
| C16 | 0.065 (3) | 0.153 (5) | 0.121 (4) | −0.032 (3) | 0.037 (3) | −0.119 (4) |
| C17 | 0.063 (2) | 0.126 (4) | 0.054 (2) | −0.049 (2) | 0.0264 (19) | −0.061 (2) |
| C18 | 0.106 (4) | 0.172 (6) | 0.050 (3) | −0.079 (4) | 0.030 (3) | −0.064 (3) |
| C19 | 0.133 (4) | 0.145 (5) | 0.0194 (16) | −0.091 (4) | −0.006 (2) | −0.003 (2) |
| C20B | 0.0258 (13) | 0.0246 (12) | 0.0381 (15) | 0.0007 (10) | −0.0089 (11) | −0.0098 (11) |
| C20A | 0.0268 (13) | 0.0282 (12) | 0.0309 (13) | 0.0028 (10) | −0.0082 (11) | −0.0127 (11) |
| C20 | 0.0382 (16) | 0.0348 (14) | 0.0406 (16) | −0.0086 (12) | −0.0038 (13) | −0.0034 (12) |
| C21 | 0.0353 (15) | 0.0388 (14) | 0.0341 (15) | −0.0087 (12) | 0.0001 (12) | −0.0081 (12) |
| C22 | 0.0395 (16) | 0.0505 (17) | 0.0336 (15) | −0.0022 (14) | 0.0011 (13) | −0.0076 (14) |
| C23 | 0.0406 (16) | 0.0558 (18) | 0.0306 (15) | 0.0095 (14) | −0.0083 (13) | −0.0187 (14) |
| C24 | 0.0296 (14) | 0.0381 (14) | 0.0367 (15) | 0.0082 (11) | −0.0129 (12) | −0.0186 (12) |
| C25 | 0.0439 (17) | 0.0461 (17) | 0.0499 (19) | 0.0077 (14) | −0.0203 (15) | −0.0292 (15) |
| C26 | 0.0427 (17) | 0.0383 (16) | 0.068 (2) | 0.0005 (14) | −0.0254 (16) | −0.0262 (16) |
| C27 | 0.0318 (14) | 0.0278 (13) | 0.0547 (18) | −0.0023 (11) | −0.0149 (13) | −0.0125 (13) |
| C28 | 0.0456 (18) | 0.0327 (15) | 0.076 (2) | −0.0146 (14) | −0.0168 (17) | −0.0075 (16) |
| C29 | 0.0454 (18) | 0.0429 (16) | 0.057 (2) | −0.0165 (14) | −0.0035 (16) | 0.0008 (15) |
| C31 | 0.0244 (12) | 0.0226 (11) | 0.0216 (12) | −0.0024 (9) | −0.0031 (10) | −0.0039 (9) |
| C32 | 0.0244 (12) | 0.0222 (11) | 0.0214 (11) | −0.0014 (9) | −0.0034 (10) | −0.0036 (9) |
| C33 | 0.0250 (12) | 0.0192 (10) | 0.0232 (12) | 0.0002 (9) | −0.0027 (10) | −0.0030 (9) |
| C41 | 0.0309 (14) | 0.0333 (13) | 0.0249 (13) | −0.0053 (11) | −0.0089 (11) | −0.0039 (11) |
| C42 | 0.0435 (16) | 0.0392 (15) | 0.0315 (14) | 0.0074 (13) | −0.0091 (13) | −0.0125 (12) |
| C43 | 0.0480 (17) | 0.0321 (14) | 0.0298 (14) | 0.0111 (12) | −0.0128 (13) | −0.0070 (12) |
| C44 | 0.0273 (13) | 0.0297 (12) | 0.0247 (12) | −0.0023 (10) | −0.0056 (10) | −0.0057 (10) |
| C45 | 0.0416 (16) | 0.0260 (12) | 0.0320 (14) | 0.0032 (11) | −0.0116 (12) | −0.0081 (11) |
| C46 | 0.0462 (17) | 0.0261 (12) | 0.0337 (15) | 0.0013 (12) | −0.0164 (13) | −0.0020 (11) |
| C51 | 0.0229 (12) | 0.0210 (11) | 0.0284 (13) | 0.0031 (9) | −0.0022 (10) | −0.0038 (10) |
| C52 | 0.0351 (14) | 0.0286 (12) | 0.0236 (12) | 0.0044 (11) | −0.0046 (11) | −0.0080 (10) |
| C53 | 0.0309 (13) | 0.0248 (12) | 0.0282 (13) | 0.0029 (10) | 0.0021 (11) | −0.0094 (10) |
| C54 | 0.0252 (12) | 0.0201 (11) | 0.0273 (12) | 0.0003 (9) | −0.0015 (10) | −0.0051 (10) |
| C55 | 0.0348 (14) | 0.0256 (12) | 0.0250 (12) | 0.0025 (10) | −0.0081 (11) | −0.0077 (10) |
| C56 | 0.0308 (13) | 0.0210 (11) | 0.0295 (13) | 0.0020 (10) | −0.0050 (10) | −0.0100 (10) |
| C61 | 0.0279 (13) | 0.0298 (12) | 0.0200 (12) | 0.0017 (10) | −0.0019 (10) | −0.0061 (10) |
| C62 | 0.0424 (16) | 0.0249 (12) | 0.0310 (14) | −0.0015 (11) | −0.0061 (12) | −0.0088 (11) |
| C63 | 0.0462 (16) | 0.0201 (11) | 0.0320 (14) | 0.0003 (11) | −0.0100 (12) | −0.0022 (10) |
| C64 | 0.0307 (13) | 0.0262 (12) | 0.0237 (12) | −0.0012 (10) | −0.0050 (10) | −0.0041 (10) |
| C65 | 0.0378 (15) | 0.0268 (12) | 0.0298 (13) | −0.0046 (11) | −0.0056 (11) | −0.0104 (11) |
| C66 | 0.0374 (15) | 0.0232 (12) | 0.0301 (14) | 0.0031 (11) | −0.0077 (11) | −0.0051 (10) |
Geometric parameters (Å, °) top
| Ni1—N1 | 2.061 (2) | C14—C15 | 1.425 (6) |
| Ni1—N3 | 2.075 (2) | C15—C16 | 1.321 (7) |
| Ni1—N2 | 2.082 (2) | C15—H15B | 0.9300 |
| Ni1—N4 | 2.085 (2) | C16—C17 | 1.461 (7) |
| Ni1—O4 | 2.087 (2) | C16—H16B | 0.9300 |
| Ni1—O1 | 2.1019 (18) | C17—C18 | 1.372 (7) |
| S1—O2 | 1.435 (2) | C18—C19 | 1.341 (7) |
| S1—O3 | 1.460 (2) | C18—H18A | 0.9300 |
| S1—O1 | 1.4723 (18) | C19—H19A | 0.9625 |
| S1—C41 | 1.776 (3) | C20B—C27 | 1.402 (4) |
| S2—O7 | 1.441 (2) | C20B—C20A | 1.431 (4) |
| S2—O5 | 1.446 (2) | C20A—C24 | 1.403 (4) |
| S2—O6 | 1.451 (2) | C20—C29 | 1.405 (4) |
| S2—C64 | 1.779 (3) | C20—H20A | 0.9604 |
| S3—O9 | 1.447 (2) | C21—C22 | 1.391 (4) |
| S3—O10 | 1.4574 (19) | C21—H21A | 0.9300 |
| S3—O8 | 1.460 (2) | C22—C23 | 1.361 (4) |
| S3—C54 | 1.772 (2) | C22—H22A | 0.9300 |
| O4—H2 | 0.82 (4) | C23—C24 | 1.406 (4) |
| O4—H22 | 0.94 (5) | C23—H23A | 0.9300 |
| O11—H11 | 0.79 (3) | C24—C25 | 1.433 (4) |
| O11—H112 | 0.84 (6) | C25—C26 | 1.346 (5) |
| O12—H122 | 0.92 (6) | C25—H25A | 0.9300 |
| O12—H12 | 0.91 (8) | C26—C27 | 1.429 (4) |
| N1—C10 | 1.326 (4) | C26—H26A | 0.9300 |
| N1—C10B | 1.366 (4) | C27—C28 | 1.402 (4) |
| N2—C11 | 1.323 (4) | C28—C29 | 1.360 (5) |
| N2—C10A | 1.352 (3) | C28—H28A | 0.9300 |
| N3—C20 | 1.322 (3) | C29—H29A | 0.9300 |
| N3—C20B | 1.364 (3) | C41—C46 | 1.378 (4) |
| N4—C21 | 1.322 (3) | C41—C42 | 1.383 (4) |
| N4—C20A | 1.361 (3) | C42—C43 | 1.381 (4) |
| N11—C31 | 1.324 (3) | C42—H42A | 0.9300 |
| N11—C33 | 1.343 (3) | C43—C44 | 1.390 (3) |
| N12—C32 | 1.312 (3) | C43—H43A | 0.9300 |
| N12—C33 | 1.357 (3) | C44—C45 | 1.396 (3) |
| N13—C32 | 1.363 (3) | C45—C46 | 1.375 (4) |
| N13—C31 | 1.364 (3) | C45—H45A | 0.9300 |
| N13—H13 | 0.84 (3) | C46—H46A | 0.9300 |
| N14—C32 | 1.341 (3) | C51—C56 | 1.391 (3) |
| N14—C44 | 1.417 (3) | C51—C52 | 1.397 (3) |
| N14—H14A | 0.8600 | C52—C53 | 1.382 (3) |
| N15—C33 | 1.348 (3) | C52—H52A | 0.9300 |
| N15—C51 | 1.412 (3) | C53—C54 | 1.379 (4) |
| N15—H15A | 0.8600 | C53—H53A | 0.9300 |
| N16—C31 | 1.334 (3) | C54—C55 | 1.392 (3) |
| N16—C61 | 1.417 (3) | C55—C56 | 1.387 (3) |
| N16—H16A | 0.8600 | C55—H55A | 0.9300 |
| C10A—C10B | 1.421 (4) | C56—H56A | 0.9300 |
| C10A—C14 | 1.422 (4) | C61—C66 | 1.383 (4) |
| C10B—C17 | 1.402 (4) | C61—C62 | 1.387 (3) |
| C10—C19 | 1.420 (6) | C62—C63 | 1.386 (4) |
| C10—H10B | 0.9300 | C62—H62A | 0.9300 |
| C11—C12 | 1.392 (4) | C63—C64 | 1.380 (4) |
| C11—H11B | 0.9300 | C63—H63A | 0.9300 |
| C12—C13 | 1.340 (6) | C64—C65 | 1.383 (3) |
| C12—H12B | 0.9300 | C65—C66 | 1.378 (4) |
| C13—C14 | 1.404 (6) | C65—H65A | 0.9300 |
| C13—H13B | 0.9300 | C66—H66A | 0.9300 |
| | | |
| N1—Ni1—N3 | 97.20 (9) | C10—C19—H19A | 119.4 |
| N1—Ni1—N2 | 80.41 (9) | N3—C20B—C27 | 122.5 (3) |
| N3—Ni1—N2 | 101.02 (8) | N3—C20B—C20A | 117.4 (2) |
| N1—Ni1—N4 | 173.02 (9) | C27—C20B—C20A | 120.1 (2) |
| N3—Ni1—N4 | 80.27 (8) | N4—C20A—C24 | 122.6 (3) |
| N2—Ni1—N4 | 93.64 (8) | N4—C20A—C20B | 117.2 (2) |
| N1—Ni1—O4 | 96.80 (10) | C24—C20A—C20B | 120.2 (2) |
| N3—Ni1—O4 | 87.21 (9) | N3—C20—C29 | 122.3 (3) |
| N2—Ni1—O4 | 171.55 (9) | N3—C20—H20A | 118.9 |
| N4—Ni1—O4 | 89.60 (9) | C29—C20—H20A | 118.9 |
| N1—Ni1—O1 | 89.19 (8) | N4—C21—C22 | 123.2 (3) |
| N3—Ni1—O1 | 172.66 (8) | N4—C21—H21A | 118.4 |
| N2—Ni1—O1 | 83.55 (8) | C22—C21—H21A | 118.4 |
| N4—Ni1—O1 | 93.79 (8) | C23—C22—C21 | 119.3 (3) |
| O4—Ni1—O1 | 88.46 (9) | C23—C22—H22A | 120.3 |
| O2—S1—O3 | 114.59 (13) | C21—C22—H22A | 120.3 |
| O2—S1—O1 | 110.82 (11) | C22—C23—C24 | 119.6 (3) |
| O3—S1—O1 | 111.61 (11) | C22—C23—H23A | 120.2 |
| O2—S1—C41 | 106.65 (12) | C24—C23—H23A | 120.2 |
| O3—S1—C41 | 106.22 (12) | C20A—C24—C23 | 117.3 (3) |
| O1—S1—C41 | 106.39 (12) | C20A—C24—C25 | 118.6 (3) |
| O7—S2—O5 | 113.16 (15) | C23—C24—C25 | 124.1 (3) |
| O7—S2—O6 | 113.32 (15) | C26—C25—C24 | 120.8 (3) |
| O5—S2—O6 | 111.27 (14) | C26—C25—H25A | 119.6 |
| O7—S2—C64 | 106.78 (12) | C24—C25—H25A | 119.6 |
| O5—S2—C64 | 106.36 (13) | C25—C26—C27 | 122.2 (3) |
| O6—S2—C64 | 105.26 (13) | C25—C26—H26A | 118.9 |
| O9—S3—O10 | 112.51 (12) | C27—C26—H26A | 118.9 |
| O9—S3—O8 | 112.82 (13) | C28—C27—C20B | 116.9 (3) |
| O10—S3—O8 | 111.72 (12) | C28—C27—C26 | 124.8 (3) |
| O9—S3—C54 | 107.53 (12) | C20B—C27—C26 | 118.2 (3) |
| O10—S3—C54 | 106.41 (11) | C29—C28—C27 | 120.5 (3) |
| O8—S3—C54 | 105.28 (11) | C29—C28—H28A | 119.8 |
| S1—O1—Ni1 | 133.23 (10) | C27—C28—H28A | 119.8 |
| Ni1—O4—H2 | 135 (3) | C28—C29—C20 | 119.0 (3) |
| Ni1—O4—H22 | 108 (3) | C28—C29—H29A | 120.5 |
| H2—O4—H22 | 110 (4) | C20—C29—H29A | 120.5 |
| H11—O11—H112 | 101 (5) | N11—C31—N16 | 123.1 (2) |
| H122—O12—H12 | 119 (6) | N11—C31—N13 | 122.1 (2) |
| C10—N1—C10B | 118.1 (3) | N16—C31—N13 | 114.8 (2) |
| C10—N1—Ni1 | 129.6 (2) | N12—C32—N14 | 122.3 (2) |
| C10B—N1—Ni1 | 112.07 (18) | N12—C32—N13 | 120.8 (2) |
| C11—N2—C10A | 118.5 (2) | N14—C32—N13 | 116.9 (2) |
| C11—N2—Ni1 | 128.72 (19) | N11—C33—N15 | 121.1 (2) |
| C10A—N2—Ni1 | 111.64 (18) | N11—C33—N12 | 126.9 (2) |
| C20—N3—C20B | 118.8 (2) | N15—C33—N12 | 112.0 (2) |
| C20—N3—Ni1 | 128.46 (19) | C46—C41—C42 | 119.2 (2) |
| C20B—N3—Ni1 | 112.54 (17) | C46—C41—S1 | 120.23 (19) |
| C21—N4—C20A | 117.9 (2) | C42—C41—S1 | 120.5 (2) |
| C21—N4—Ni1 | 129.58 (19) | C43—C42—C41 | 121.4 (3) |
| C20A—N4—Ni1 | 112.49 (17) | C43—C42—H42A | 119.3 |
| C31—N11—C33 | 114.4 (2) | C41—C42—H42A | 119.3 |
| C32—N12—C33 | 116.0 (2) | C42—C43—C44 | 119.3 (2) |
| C32—N13—C31 | 119.45 (19) | C42—C43—H43A | 120.3 |
| C32—N13—H13 | 122 (2) | C44—C43—H43A | 120.3 |
| C31—N13—H13 | 117 (2) | C43—C44—C45 | 119.1 (2) |
| C32—N14—C44 | 127.9 (2) | C43—C44—N14 | 124.6 (2) |
| C32—N14—H14A | 116.0 | C45—C44—N14 | 116.3 (2) |
| C44—N14—H14A | 116.0 | C46—C45—C44 | 120.7 (2) |
| C33—N15—C51 | 131.8 (2) | C46—C45—H45A | 119.7 |
| C33—N15—H15A | 114.1 | C44—C45—H45A | 119.7 |
| C51—N15—H15A | 114.1 | C45—C46—C41 | 120.3 (2) |
| C31—N16—C61 | 129.7 (2) | C45—C46—H46A | 119.9 |
| C31—N16—H16A | 115.2 | C41—C46—H46A | 119.9 |
| C61—N16—H16A | 115.2 | C56—C51—C52 | 119.5 (2) |
| N2—C10A—C10B | 117.6 (2) | C56—C51—N15 | 125.4 (2) |
| N2—C10A—C14 | 121.6 (3) | C52—C51—N15 | 115.1 (2) |
| C10B—C10A—C14 | 120.9 (3) | C53—C52—C51 | 120.7 (2) |
| N1—C10B—C17 | 122.6 (3) | C53—C52—H52A | 119.7 |
| N1—C10B—C10A | 117.3 (2) | C51—C52—H52A | 119.7 |
| C17—C10B—C10A | 120.1 (3) | C54—C53—C52 | 119.9 (2) |
| N1—C10—C19 | 120.8 (4) | C54—C53—H53A | 120.1 |
| N1—C10—H10B | 119.6 | C52—C53—H53A | 120.1 |
| C19—C10—H10B | 119.6 | C53—C54—C55 | 119.8 (2) |
| N2—C11—C12 | 123.3 (3) | C53—C54—S3 | 120.62 (18) |
| N2—C11—H11B | 118.4 | C55—C54—S3 | 119.48 (19) |
| C12—C11—H11B | 118.4 | C56—C55—C54 | 120.8 (2) |
| C13—C12—C11 | 119.1 (3) | C56—C55—H55A | 119.6 |
| C13—C12—H12B | 120.5 | C54—C55—H55A | 119.6 |
| C11—C12—H12B | 120.5 | C55—C56—C51 | 119.4 (2) |
| C12—C13—C14 | 120.5 (3) | C55—C56—H56A | 120.3 |
| C12—C13—H13B | 119.7 | C51—C56—H56A | 120.3 |
| C14—C13—H13B | 119.7 | C66—C61—C62 | 120.2 (2) |
| C13—C14—C10A | 117.0 (3) | C66—C61—N16 | 116.1 (2) |
| C13—C14—C15 | 125.3 (4) | C62—C61—N16 | 123.5 (2) |
| C10A—C14—C15 | 117.7 (4) | C63—C62—C61 | 119.0 (2) |
| C16—C15—C14 | 121.8 (4) | C63—C62—H62A | 120.5 |
| C16—C15—H15B | 119.1 | C61—C62—H62A | 120.5 |
| C14—C15—H15B | 119.1 | C64—C63—C62 | 120.9 (2) |
| C15—C16—C17 | 122.3 (4) | C64—C63—H63A | 119.5 |
| C15—C16—H16B | 118.9 | C62—C63—H63A | 119.5 |
| C17—C16—H16B | 118.9 | C63—C64—C65 | 119.5 (2) |
| C18—C17—C10B | 118.0 (4) | C63—C64—S2 | 120.33 (18) |
| C18—C17—C16 | 124.7 (4) | C65—C64—S2 | 120.11 (19) |
| C10B—C17—C16 | 117.3 (4) | C66—C65—C64 | 120.1 (2) |
| C19—C18—C17 | 119.8 (4) | C66—C65—H65A | 119.9 |
| C19—C18—H18A | 120.1 | C64—C65—H65A | 119.9 |
| C17—C18—H18A | 120.1 | C65—C66—C61 | 120.2 (2) |
| C18—C19—C10 | 120.6 (4) | C65—C66—H66A | 119.9 |
| C18—C19—H19A | 120.0 | C61—C66—H66A | 119.9 |
| | | |
| O2—S1—O1—Ni1 | −167.03 (14) | C20B—N3—C20—C29 | 0.8 (4) |
| O3—S1—O1—Ni1 | −38.02 (18) | Ni1—N3—C20—C29 | 174.7 (2) |
| C41—S1—O1—Ni1 | 77.42 (17) | C20A—N4—C21—C22 | −0.4 (4) |
| N1—Ni1—O1—S1 | −87.15 (16) | Ni1—N4—C21—C22 | −179.9 (2) |
| N3—Ni1—O1—S1 | 63.5 (6) | N4—C21—C22—C23 | 0.8 (4) |
| N2—Ni1—O1—S1 | −167.59 (16) | C21—C22—C23—C24 | 0.0 (4) |
| N4—Ni1—O1—S1 | 99.17 (15) | N4—C20A—C24—C23 | 1.4 (4) |
| O4—Ni1—O1—S1 | 9.67 (16) | C20B—C20A—C24—C23 | −178.9 (2) |
| N3—Ni1—N1—C10 | −78.3 (3) | N4—C20A—C24—C25 | −177.4 (2) |
| N2—Ni1—N1—C10 | −178.3 (3) | C20B—C20A—C24—C25 | 2.3 (4) |
| N4—Ni1—N1—C10 | −146.5 (6) | C22—C23—C24—C20A | −1.0 (4) |
| O4—Ni1—N1—C10 | 9.8 (3) | C22—C23—C24—C25 | 177.8 (3) |
| O1—Ni1—N1—C10 | 98.1 (3) | C20A—C24—C25—C26 | −0.8 (4) |
| N3—Ni1—N1—C10B | 107.66 (19) | C23—C24—C25—C26 | −179.6 (3) |
| N2—Ni1—N1—C10B | 7.64 (18) | C24—C25—C26—C27 | −0.7 (4) |
| N4—Ni1—N1—C10B | 39.4 (8) | N3—C20B—C27—C28 | 0.9 (4) |
| O4—Ni1—N1—C10B | −164.31 (19) | C20A—C20B—C27—C28 | −177.9 (2) |
| O1—Ni1—N1—C10B | −75.95 (19) | N3—C20B—C27—C26 | 179.4 (2) |
| N1—Ni1—N2—C11 | −176.5 (2) | C20A—C20B—C27—C26 | 0.7 (4) |
| N3—Ni1—N2—C11 | 88.0 (2) | C25—C26—C27—C28 | 179.3 (3) |
| N4—Ni1—N2—C11 | 7.2 (2) | C25—C26—C27—C20B | 0.8 (4) |
| O4—Ni1—N2—C11 | −105.2 (7) | C20B—C27—C28—C29 | −0.3 (4) |
| O1—Ni1—N2—C11 | −86.2 (2) | C26—C27—C28—C29 | −178.7 (3) |
| N1—Ni1—N2—C10A | −8.92 (17) | C27—C28—C29—C20 | 0.0 (5) |
| N3—Ni1—N2—C10A | −104.46 (18) | N3—C20—C29—C28 | −0.3 (5) |
| N4—Ni1—N2—C10A | 174.75 (17) | C33—N11—C31—N16 | 174.0 (2) |
| O4—Ni1—N2—C10A | 62.4 (7) | C33—N11—C31—N13 | −5.7 (3) |
| O1—Ni1—N2—C10A | 81.35 (17) | C61—N16—C31—N11 | −4.0 (4) |
| N1—Ni1—N3—C20 | 9.9 (2) | C61—N16—C31—N13 | 175.7 (2) |
| N2—Ni1—N3—C20 | 91.5 (2) | C32—N13—C31—N11 | 6.6 (3) |
| N4—Ni1—N3—C20 | −176.7 (2) | C32—N13—C31—N16 | −173.1 (2) |
| O4—Ni1—N3—C20 | −86.6 (2) | C33—N12—C32—N14 | 178.5 (2) |
| O1—Ni1—N3—C20 | −140.5 (5) | C33—N12—C32—N13 | −1.4 (3) |
| N1—Ni1—N3—C20B | −175.90 (17) | C44—N14—C32—N12 | 9.1 (4) |
| N2—Ni1—N3—C20B | −94.33 (17) | C44—N14—C32—N13 | −170.9 (2) |
| N4—Ni1—N3—C20B | −2.48 (16) | C31—N13—C32—N12 | −2.7 (4) |
| O4—Ni1—N3—C20B | 87.59 (18) | C31—N13—C32—N14 | 177.4 (2) |
| O1—Ni1—N3—C20B | 33.7 (7) | C31—N11—C33—N15 | −178.7 (2) |
| N1—Ni1—N4—C21 | −109.5 (7) | C31—N11—C33—N12 | 1.3 (4) |
| N3—Ni1—N4—C21 | −178.7 (2) | C51—N15—C33—N11 | −6.6 (4) |
| N2—Ni1—N4—C21 | −78.1 (2) | C51—N15—C33—N12 | 173.4 (2) |
| O4—Ni1—N4—C21 | 94.1 (2) | C32—N12—C33—N11 | 2.2 (4) |
| O1—Ni1—N4—C21 | 5.6 (2) | C32—N12—C33—N15 | −177.8 (2) |
| N1—Ni1—N4—C20A | 71.0 (7) | O2—S1—C41—C46 | −54.7 (3) |
| N3—Ni1—N4—C20A | 1.80 (16) | O3—S1—C41—C46 | −177.3 (2) |
| N2—Ni1—N4—C20A | 102.37 (17) | O1—S1—C41—C46 | 63.7 (2) |
| O4—Ni1—N4—C20A | −85.44 (17) | O2—S1—C41—C42 | 122.9 (2) |
| O1—Ni1—N4—C20A | −173.86 (16) | O3—S1—C41—C42 | 0.3 (3) |
| C11—N2—C10A—C10B | 177.9 (2) | O1—S1—C41—C42 | −118.7 (2) |
| Ni1—N2—C10A—C10B | 8.9 (3) | C46—C41—C42—C43 | 1.8 (5) |
| C11—N2—C10A—C14 | −1.3 (4) | S1—C41—C42—C43 | −175.9 (2) |
| Ni1—N2—C10A—C14 | −170.2 (2) | C41—C42—C43—C44 | −0.4 (5) |
| C10—N1—C10B—C17 | −2.2 (4) | C42—C43—C44—C45 | −2.0 (4) |
| Ni1—N1—C10B—C17 | 172.6 (2) | C42—C43—C44—N14 | 177.7 (3) |
| C10—N1—C10B—C10A | 179.8 (3) | C32—N14—C44—C43 | −19.0 (4) |
| Ni1—N1—C10B—C10A | −5.3 (3) | C32—N14—C44—C45 | 160.7 (3) |
| N2—C10A—C10B—N1 | −2.5 (4) | C43—C44—C45—C46 | 3.2 (4) |
| C14—C10A—C10B—N1 | 176.6 (2) | N14—C44—C45—C46 | −176.5 (3) |
| N2—C10A—C10B—C17 | 179.5 (3) | C44—C45—C46—C41 | −1.9 (4) |
| C14—C10A—C10B—C17 | −1.4 (4) | C42—C41—C46—C45 | −0.6 (4) |
| C10B—N1—C10—C19 | −1.0 (5) | S1—C41—C46—C45 | 177.1 (2) |
| Ni1—N1—C10—C19 | −174.8 (3) | C33—N15—C51—C56 | 11.6 (4) |
| C10A—N2—C11—C12 | −0.3 (4) | C33—N15—C51—C52 | −168.0 (3) |
| Ni1—N2—C11—C12 | 166.5 (2) | C56—C51—C52—C53 | −2.6 (4) |
| N2—C11—C12—C13 | 1.2 (5) | N15—C51—C52—C53 | 177.1 (2) |
| C11—C12—C13—C14 | −0.6 (5) | C51—C52—C53—C54 | 1.6 (4) |
| C12—C13—C14—C10A | −0.9 (5) | C52—C53—C54—C55 | 0.5 (4) |
| C12—C13—C14—C15 | −179.3 (3) | C52—C53—C54—S3 | −175.8 (2) |
| N2—C10A—C14—C13 | 1.8 (4) | O9—S3—C54—C53 | −133.8 (2) |
| C10B—C10A—C14—C13 | −177.3 (3) | O10—S3—C54—C53 | −13.0 (2) |
| N2—C10A—C14—C15 | −179.6 (3) | O8—S3—C54—C53 | 105.7 (2) |
| C10B—C10A—C14—C15 | 1.3 (4) | O9—S3—C54—C55 | 49.9 (2) |
| C13—C14—C15—C16 | 177.3 (4) | O10—S3—C54—C55 | 170.6 (2) |
| C10A—C14—C15—C16 | −1.1 (6) | O8—S3—C54—C55 | −70.7 (2) |
| C14—C15—C16—C17 | 1.1 (8) | C53—C54—C55—C56 | −1.7 (4) |
| N1—C10B—C17—C18 | 3.5 (5) | S3—C54—C55—C56 | 174.7 (2) |
| C10A—C10B—C17—C18 | −178.6 (3) | C54—C55—C56—C51 | 0.7 (4) |
| N1—C10B—C17—C16 | −176.6 (3) | C52—C51—C56—C55 | 1.4 (4) |
| C10A—C10B—C17—C16 | 1.3 (5) | N15—C51—C56—C55 | −178.2 (2) |
| C15—C16—C17—C18 | 178.7 (5) | C31—N16—C61—C66 | −146.4 (3) |
| C15—C16—C17—C10B | −1.1 (7) | C31—N16—C61—C62 | 37.2 (4) |
| C10B—C17—C18—C19 | −1.5 (7) | C66—C61—C62—C63 | 0.0 (4) |
| C16—C17—C18—C19 | 178.7 (4) | N16—C61—C62—C63 | 176.2 (2) |
| C17—C18—C19—C10 | −1.6 (7) | C61—C62—C63—C64 | −0.2 (4) |
| N1—C10—C19—C18 | 3.0 (6) | C62—C63—C64—C65 | 0.5 (4) |
| C20—N3—C20B—C27 | −1.1 (4) | C62—C63—C64—S2 | −177.4 (2) |
| Ni1—N3—C20B—C27 | −175.98 (19) | O7—S2—C64—C63 | −164.9 (2) |
| C20—N3—C20B—C20A | 177.7 (2) | O5—S2—C64—C63 | 74.0 (2) |
| Ni1—N3—C20B—C20A | 2.8 (3) | O6—S2—C64—C63 | −44.1 (3) |
| C21—N4—C20A—C24 | −0.7 (4) | O7—S2—C64—C65 | 17.2 (3) |
| Ni1—N4—C20A—C24 | 178.86 (19) | O5—S2—C64—C65 | −103.9 (2) |
| C21—N4—C20A—C20B | 179.6 (2) | O6—S2—C64—C65 | 137.9 (2) |
| Ni1—N4—C20A—C20B | −0.9 (3) | C63—C64—C65—C66 | −0.8 (4) |
| N3—C20B—C20A—N4 | −1.3 (3) | S2—C64—C65—C66 | 177.2 (2) |
| C27—C20B—C20A—N4 | 177.5 (2) | C64—C65—C66—C61 | 0.6 (4) |
| N3—C20B—C20A—C24 | 178.9 (2) | C62—C61—C66—C65 | −0.2 (4) |
| C27—C20B—C20A—C24 | −2.2 (4) | N16—C61—C66—C65 | −176.7 (2) |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O4—H2···O5i | 0.82 (4) | 1.96 (4) | 2.756 (3) | 165 (4) |
| O4—H22···O3 | 0.94 (5) | 1.78 (5) | 2.691 (3) | 162 (4) |
| O11—H11···O6 | 0.79 (3) | 1.98 (3) | 2.768 (4) | 177 (3) |
| O11—H112···O12 | 0.84 (6) | 2.32 (6) | 3.045 (4) | 144 (6) |
| O12—H122···O7 | 0.92 (6) | 2.06 (6) | 2.944 (4) | 160 (5) |
| N14—H14A···O8i | 0.86 | 2.08 | 2.887 (3) | 156 |
| N15—H15A···O11ii | 0.86 | 2.13 | 2.974 (3) | 166 |
| N16—H16A···O10iii | 0.86 | 2.06 | 2.864 (3) | 155 |
| N13—H13···O10iii | 0.84 (3) | 2.06 (3) | 2.840 (3) | 155 (3) |
| O12—H12···O8iv | 0.91 (8) | 2.19 (8) | 3.035 (4) | 155 (7) |
| Symmetry codes: (i) −x+2, −y, −z+1; (ii) −x+1, −y, −z+1; (iii) x+1, y−1, z; (iv) x, y−1, z. |
Table 1
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O4—H2···O5i | 0.82 (4) | 1.96 (4) | 2.756 (3) | 165 (4) |
| O4—H22···O3 | 0.94 (5) | 1.78 (5) | 2.691 (3) | 162 (4) |
| O11—H11···O6 | 0.79 (3) | 1.98 (3) | 2.768 (4) | 177 (3) |
| O11—H112···O12 | 0.84 (6) | 2.32 (6) | 3.045 (4) | 144 (6) |
| O12—H122···O7 | 0.92 (6) | 2.06 (6) | 2.944 (4) | 160 (5) |
| N14—H14A···O8i | 0.86 | 2.08 | 2.887 (3) | 156 |
| N15—H15A···O11ii | 0.86 | 2.13 | 2.974 (3) | 166 |
| N16—H16A···O10iii | 0.86 | 2.06 | 2.864 (3) | 155 |
| N13—H13···O10iii | 0.84 (3) | 2.06 (3) | 2.840 (3) | 155 (3) |
| O12—H12···O8iv | 0.91 (8) | 2.19 (8) | 3.035 (4) | 155 (7) |
| Symmetry codes: (i) −x+2, −y, −z+1; (ii) −x+1, −y, −z+1; (iii) x+1, y−1, z; (iv) x, y−1, z. |
We gratefully acknowledge the financial support of the Natural Science
Foundation of China (No. 20573114)
Aakeroy, C. B., Desper, J. & Urbina, J. F. (2005). CrystEngComm, 7, 193–201.
Rigaku Corporation (2000). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (1997). SHELXS97, SHELXL97 and SHELXP97 University of Göttingen, Germany.
![[Figure 1]](./lh2447fig1thm.gif)
In the title complex (Fig. 1), the NiII atom is six-coordinated by four N atoms from two phen ligands, one O atom from an aqua ligand and one O atom from the SO3 group of a HTST ligand. The Ni(II)(phen)2O2 unit of the complex has a cis arrangement, with a strong O—H···O H-bond involving the coordinated SO3- group and the aqua ligand giving additional stabilization to the coordination environment.
The HTST ligand exists in a negative divalent low-symmetry conformation form (Aakeroy et al., 2005), with two uncoordinated SO3- groups, and an H atom transferred to nitrogen atom N13 of the triazine ring. One phen group forms a weak intramolecular π-π stacking interaction (with a ring centroid separation 3.840 (3) Å) with the phenyl ring of the coordinated sulfophenyl group of the HTST ligand.
The two uncoordinated water molecules are hydrogen bonded to two uncoordinated SO3 groups. In the crystal structure, water molecules, SO3 groups and N—H groups form a hydrogen-bonded two-dimensional network.