Download citation
Download citation
link to html
Three nickel(II) isothiocyanato complexes of the formula trans-[NiL4(NCS)2] (L = ethylisonicotinate, methylisonicotinate and 4-benzoylpyridine) have been prepared: [Ni(ethyl­isonicotinate)4(NCS)2] (I), [Ni(methylisonicotinate)4(NCS)2] (II) and [Ni(4-benzoylpyridine)4(NCS)2] (III). All three complexes are monomeric and have a distorted octahedral geometry around NiII. Despite their apparent molecular similarity, the crystal density of (III) (1.454 g cm−3) is significantly higher than that of (I) and (II) (both 1.408 g cm−3), suggesting that the molecular packing is most efficient in (III). A study of the molecular Hirshfeld surfaces, together with density functional theory (DFT) calculations, provide insights into the origin of the molecular packing features, and it is suggested that the greater crystal density of (III) results from smaller intermolecular electrostatic repulsions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520613034665/bi5029sup1.cif
Contains datablocks I, II, III, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520613034665/bi5029Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520613034665/bi5029IIsup3.hkl
Contains datablock II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520613034665/bi5029IIIsup4.hkl
Contains datablock III

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2052520613034665/bi5029sup5.pdf
Full comparison of experimental and DFT bond lengths and angles, TGA data, Hirshfeld fingerprint plots

CCDC references: 885882; 885884; 885883

Computing details top

For all compounds, data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Bruker, 2008); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1]
[Figure 2]
[Figure 3]
[Figure 4]
[Figure 5]
[Figure 6]
[Figure 7]
[Figure 8]
[Figure 9]
(I) top
Crystal data top
C34H36N6NiO8S2F(000) = 1624
Mr = 779.52Dx = 1.408 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 9912 reflections
a = 11.8719 (4) Åθ = 2.4–28.3°
b = 14.1629 (5) ŵ = 0.70 mm1
c = 21.9663 (7) ÅT = 100 K
β = 95.342 (1)°Needle, blue
V = 3677.4 (2) Å30.45 × 0.14 × 0.12 mm
Z = 4
Data collection top
Bruker APEX-II CCD
diffractometer
14290 independent reflections
Radiation source: fine-focus sealed tube12276 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.000
φ and ω scansθmax = 26.0°, θmin = 1.7°
Absorption correction: multi-scan
SADABS (Bruker, 2008)
h = 1414
Tmin = 0.745, Tmax = 0.922k = 1717
50874 measured reflectionsl = 027
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.030H-atom parameters constrained
wR(F2) = 0.072 w = 1/[σ2(Fo2) + (0.0288P)2 + 1.7597P]
where P = (Fo2 + 2Fc2)/3
S = 0.96(Δ/σ)max = 0.001
14290 reflectionsΔρmax = 0.55 e Å3
938 parametersΔρmin = 0.35 e Å3
1 restraintAbsolute structure: Flack (1983), 6750 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.008 (6)
Crystal data top
C34H36N6NiO8S2V = 3677.4 (2) Å3
Mr = 779.52Z = 4
Monoclinic, P21Mo Kα radiation
a = 11.8719 (4) ŵ = 0.70 mm1
b = 14.1629 (5) ÅT = 100 K
c = 21.9663 (7) Å0.45 × 0.14 × 0.12 mm
β = 95.342 (1)°
Data collection top
Bruker APEX-II CCD
diffractometer
14290 independent reflections
Absorption correction: multi-scan
SADABS (Bruker, 2008)
12276 reflections with I > 2σ(I)
Tmin = 0.745, Tmax = 0.922Rint = 0.000
50874 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.030H-atom parameters constrained
wR(F2) = 0.072Δρmax = 0.55 e Å3
S = 0.96Δρmin = 0.35 e Å3
14290 reflectionsAbsolute structure: Flack (1983), 6750 Friedel pairs
938 parametersAbsolute structure parameter: 0.008 (6)
1 restraint
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
xyzUiso*/UeqOcc. (<1)
Ni10.78792 (2)0.42955 (2)0.455963 (12)0.01400 (7)
Ni20.20607 (2)0.92946 (2)0.038954 (12)0.01384 (7)
S10.72957 (6)0.73669 (5)0.37599 (3)0.03172 (16)
S20.82940 (6)0.10683 (5)0.52022 (3)0.03093 (16)
S30.25275 (7)1.23037 (5)0.13301 (3)0.03698 (17)
S40.15880 (6)0.61497 (5)0.03888 (3)0.03210 (17)
O10.35589 (15)0.59960 (12)0.62056 (8)0.0273 (4)
O20.28446 (13)0.45432 (11)0.59968 (7)0.0201 (4)
O30.58387 (17)0.32957 (13)0.14655 (8)0.0321 (4)
O40.61791 (15)0.18396 (12)0.18495 (7)0.0224 (4)
O51.28816 (14)0.30199 (13)0.33125 (8)0.0254 (4)
O61.34447 (14)0.25948 (12)0.42818 (8)0.0272 (4)
O70.9335 (3)0.5160 (2)0.76785 (9)0.0788 (10)
O80.99459 (17)0.65286 (15)0.73346 (8)0.0346 (5)
O90.11904 (17)1.07806 (16)0.26913 (8)0.0395 (5)
O110.65884 (14)1.10276 (12)0.11003 (8)0.0260 (4)
O120.72046 (13)0.95377 (11)0.09416 (7)0.0202 (4)
O130.40584 (16)0.83053 (13)0.34910 (7)0.0283 (4)
O140.37501 (15)0.68399 (12)0.31145 (7)0.0211 (4)
O150.35005 (14)0.75607 (12)0.06573 (8)0.0258 (4)
O160.29622 (14)0.80458 (13)0.16178 (8)0.0265 (4)
N10.80384 (16)0.56017 (14)0.41930 (9)0.0181 (4)
N20.77846 (16)0.29545 (14)0.49117 (9)0.0179 (4)
N30.62190 (15)0.46288 (13)0.48125 (8)0.0154 (4)
N40.72444 (16)0.37876 (13)0.36772 (8)0.0162 (4)
N50.95662 (16)0.39794 (13)0.43762 (8)0.0172 (4)
N60.84360 (16)0.48150 (14)0.54420 (8)0.0165 (4)
N70.18957 (16)1.05940 (14)0.07713 (9)0.0176 (4)
N80.21654 (16)0.79722 (14)0.00179 (8)0.0179 (4)
N90.15178 (16)0.98596 (14)0.04828 (8)0.0163 (4)
N100.37366 (15)0.96239 (13)0.01638 (8)0.0154 (4)
N110.26829 (16)0.87817 (13)0.12731 (8)0.0157 (4)
N120.03716 (16)0.89590 (13)0.05527 (8)0.0167 (4)
C10.77517 (19)0.63359 (16)0.40048 (10)0.0165 (5)
C20.79992 (19)0.21693 (18)0.50385 (10)0.0186 (5)
C30.54879 (19)0.39473 (16)0.49377 (10)0.0167 (5)
H30.55920.33310.47820.020*
C40.45807 (18)0.41070 (16)0.52872 (9)0.0161 (5)
H40.40780.36110.53690.019*
C50.44359 (19)0.50066 (17)0.55100 (10)0.0168 (5)
C60.51510 (19)0.57289 (17)0.53549 (10)0.0178 (5)
H60.50390.63590.54850.021*
C70.60277 (19)0.55099 (16)0.50073 (10)0.0175 (5)
H70.65160.60030.49010.021*
C80.3563 (2)0.52479 (17)0.59359 (10)0.0194 (5)
C90.1955 (2)0.47341 (18)0.63923 (11)0.0264 (6)
H9A0.13080.43070.62820.032*
H9B0.16870.53920.63270.032*
C100.2361 (3)0.4597 (2)0.70583 (12)0.0360 (7)
H10A0.26350.39490.71230.054*
H10B0.17350.47130.73100.054*
H10C0.29780.50410.71740.054*
C110.66904 (17)0.43497 (18)0.32566 (10)0.0187 (5)
H110.65480.49860.33640.022*
C120.63184 (19)0.40446 (16)0.26755 (10)0.0198 (5)
H120.59330.44630.23900.024*
C130.65185 (19)0.31130 (16)0.25161 (10)0.0164 (5)
C140.7081 (2)0.25278 (17)0.29470 (10)0.0189 (5)
H140.72300.18880.28530.023*
C150.7424 (2)0.28952 (17)0.35179 (10)0.0193 (5)
H150.78090.24900.38130.023*
C160.6135 (2)0.27761 (18)0.18811 (11)0.0193 (5)
C170.5821 (2)0.14118 (18)0.12558 (10)0.0239 (6)
H17A0.62400.16930.09320.029*
H17B0.50010.15120.11490.029*
C180.6078 (2)0.03763 (18)0.13211 (11)0.0270 (6)
H18A0.68930.02890.14250.040*
H18B0.58470.00540.09350.040*
H18C0.56640.01100.16460.040*
C190.99095 (18)0.41614 (17)0.38237 (10)0.0186 (5)
H190.94270.45170.35400.022*
C201.0940 (2)0.38519 (17)0.36486 (11)0.0197 (5)
H201.11510.39790.32500.024*
C211.16578 (19)0.33523 (16)0.40681 (11)0.0189 (5)
C221.1334 (2)0.32039 (17)0.46494 (10)0.0202 (5)
H221.18270.28940.49520.024*
C231.0284 (2)0.35136 (17)0.47813 (10)0.0197 (5)
H231.00550.33930.51770.024*
C241.2764 (2)0.29491 (17)0.39109 (11)0.0207 (5)
C251.3919 (2)0.26161 (19)0.31079 (13)0.0299 (6)
H25A1.45550.27270.34240.036*
H25B1.40970.29360.27280.036*
C261.3796 (2)0.1578 (2)0.29920 (13)0.0324 (7)
H26A1.36470.12570.33720.049*
H26B1.44960.13310.28490.049*
H26C1.31650.14660.26800.049*
C270.80593 (19)0.43872 (18)0.59324 (10)0.0209 (5)
H270.75650.38620.58690.025*
C280.8365 (2)0.46834 (18)0.65220 (10)0.0231 (5)
H280.80960.43580.68580.028*
C290.9066 (2)0.54585 (18)0.66199 (10)0.0201 (5)
C300.9422 (2)0.59297 (17)0.61167 (10)0.0198 (5)
H300.98750.64820.61680.024*
C310.91003 (18)0.55738 (17)0.55378 (10)0.0170 (5)
H310.93630.58830.51940.020*
C320.9446 (2)0.5707 (2)0.72694 (12)0.0299 (6)
C331.0370 (3)0.6771 (2)0.79649 (13)0.0405 (8)
H33A1.11390.65100.80630.049*
H33B0.98660.65080.82570.049*
C341.0395 (3)0.7810 (2)0.80065 (15)0.0508 (9)
H34A1.08250.80660.76840.076*
H34B1.07570.80000.84070.076*
H34C0.96210.80560.79560.076*
C350.21388 (19)1.13039 (17)0.10068 (10)0.0174 (5)
C360.19317 (19)0.72139 (18)0.01494 (10)0.0179 (5)
C370.08350 (19)1.06111 (17)0.05546 (10)0.0176 (5)
H370.05081.08520.02080.021*
C380.05840 (19)1.10528 (17)0.11139 (10)0.0190 (5)
H380.01041.15910.11470.023*
C390.10433 (19)1.06974 (18)0.16219 (10)0.0206 (5)
C400.1746 (2)0.99209 (18)0.15529 (10)0.0214 (5)
H400.20720.96640.18950.026*
C410.19692 (19)0.95199 (16)0.09774 (10)0.0198 (5)
H410.24570.89880.09320.024*
C420.0829 (2)1.1127 (2)0.22474 (11)0.0300 (6)
C450.39600 (19)1.05091 (16)0.00098 (10)0.0171 (5)
H450.34661.10020.00880.020*
C460.48779 (19)1.07318 (17)0.03252 (10)0.0177 (5)
H460.50121.13660.04390.021*
C470.55998 (19)1.00151 (17)0.04724 (10)0.0164 (5)
C480.54096 (18)0.91019 (16)0.02744 (9)0.0155 (5)
H480.59080.86010.03540.019*
C490.44662 (19)0.89425 (16)0.00442 (10)0.0168 (5)
H490.43340.83210.01830.020*
C500.6519 (2)1.02616 (17)0.08666 (10)0.0194 (5)
C510.8125 (2)0.97295 (19)0.13162 (12)0.0264 (6)
H51A0.87430.92700.12150.032*
H51B0.84281.03700.12220.032*
C520.7741 (2)0.96643 (19)0.19904 (12)0.0327 (6)
H52A0.74740.90220.20880.049*
H52B0.83750.98150.22290.049*
H52C0.71241.01130.20910.049*
C530.32376 (17)0.93413 (18)0.16975 (10)0.0188 (5)
H530.33840.99770.15910.023*
C540.36033 (19)0.90350 (16)0.22796 (10)0.0191 (5)
H540.39920.94510.25660.023*
C550.33920 (19)0.81078 (17)0.24383 (10)0.0166 (5)
C560.2838 (2)0.75239 (16)0.20067 (10)0.0184 (5)
H560.26960.68830.21000.022*
C570.2493 (2)0.78891 (17)0.14328 (11)0.0195 (5)
H570.21030.74850.11390.023*
C580.3778 (2)0.77777 (17)0.30744 (11)0.0185 (5)
C590.4068 (2)0.64354 (18)0.37221 (10)0.0235 (6)
H59A0.36230.67300.40310.028*
H59B0.48820.65410.38450.028*
C600.3817 (2)0.53946 (18)0.36697 (12)0.0270 (6)
H60A0.30110.53020.35450.040*
H60B0.40110.50910.40660.040*
H60C0.42660.51140.33640.040*
C610.00253 (18)0.91512 (16)0.11036 (10)0.0182 (5)
H610.05050.95140.13840.022*
C620.1003 (2)0.88425 (17)0.12808 (11)0.0194 (5)
H620.12130.89780.16780.023*
C630.17235 (19)0.83302 (16)0.08659 (10)0.0180 (5)
C640.13892 (19)0.81724 (16)0.02847 (10)0.0178 (5)
H640.18760.78540.00160.021*
C650.0340 (2)0.84847 (16)0.01511 (10)0.0182 (5)
H650.01090.83580.02430.022*
C660.2826 (2)0.79347 (17)0.10244 (11)0.0202 (5)
C670.4022 (2)0.76841 (19)0.18211 (13)0.0290 (6)
H67A0.46400.77770.14910.035*
H67B0.42130.80490.21820.035*
C680.3946 (2)0.6659 (2)0.19839 (13)0.0304 (7)
H68A0.37600.62950.16280.046*
H68B0.46740.64450.21100.046*
H68C0.33550.65670.23210.046*
O10A0.02516 (19)1.19485 (17)0.22386 (9)0.0240 (5)0.848 (3)
C43A0.0109 (3)1.2477 (2)0.28162 (14)0.0283 (8)0.848 (3)
H43A0.08421.25040.29970.034*0.848 (3)
H43B0.01241.31330.27330.034*0.848 (3)
C44A0.0759 (3)1.2029 (3)0.32627 (16)0.0371 (9)0.848 (3)
H44A0.04861.14110.33850.056*0.848 (3)
H44B0.08931.24340.36240.056*0.848 (3)
H44C0.14661.19500.30720.056*0.848 (3)
O10B0.0138 (11)1.1435 (10)0.2357 (5)0.0240 (5)0.152 (3)
C43B0.0479 (17)1.1714 (14)0.2983 (8)0.0283 (8)0.152 (3)
H43C0.00551.13360.32650.034*0.152 (3)
H43D0.12951.15830.30790.034*0.152 (3)
C44B0.0258 (18)1.2750 (15)0.3081 (10)0.0371 (9)0.152 (3)
H44D0.05591.31180.27550.056*0.152 (3)
H44E0.06301.29460.34780.056*0.152 (3)
H44F0.05591.28570.30740.056*0.152 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.01637 (14)0.01316 (15)0.01275 (13)0.00039 (13)0.00292 (10)0.00038 (14)
Ni20.01665 (14)0.01230 (15)0.01285 (13)0.00059 (13)0.00284 (10)0.00049 (14)
S10.0433 (4)0.0194 (4)0.0337 (4)0.0079 (3)0.0096 (3)0.0082 (3)
S20.0343 (4)0.0205 (4)0.0392 (4)0.0096 (3)0.0101 (3)0.0100 (3)
S30.0551 (5)0.0183 (4)0.0356 (4)0.0002 (3)0.0059 (3)0.0107 (3)
S40.0351 (4)0.0226 (4)0.0403 (4)0.0126 (3)0.0125 (3)0.0150 (3)
O10.0314 (10)0.0217 (10)0.0310 (9)0.0020 (8)0.0142 (8)0.0083 (8)
O20.0210 (8)0.0181 (9)0.0226 (8)0.0008 (7)0.0090 (7)0.0008 (7)
O30.0482 (12)0.0292 (11)0.0172 (9)0.0025 (9)0.0072 (8)0.0030 (8)
O40.0292 (10)0.0231 (10)0.0146 (9)0.0003 (8)0.0002 (7)0.0041 (7)
O50.0186 (9)0.0296 (10)0.0296 (9)0.0061 (7)0.0115 (7)0.0042 (8)
O60.0228 (9)0.0282 (10)0.0299 (10)0.0086 (8)0.0018 (8)0.0048 (8)
O70.137 (3)0.0784 (19)0.0166 (11)0.0631 (18)0.0155 (13)0.0099 (12)
O80.0463 (12)0.0387 (12)0.0185 (9)0.0125 (10)0.0012 (8)0.0077 (8)
O90.0433 (12)0.0568 (14)0.0188 (9)0.0158 (10)0.0054 (8)0.0049 (9)
O10A0.0332 (13)0.0233 (14)0.0157 (10)0.0060 (10)0.0025 (9)0.0063 (9)
O110.0292 (10)0.0182 (9)0.0325 (9)0.0003 (7)0.0136 (8)0.0055 (8)
O120.0204 (8)0.0198 (10)0.0216 (8)0.0006 (7)0.0083 (7)0.0011 (7)
O130.0405 (11)0.0256 (10)0.0175 (9)0.0025 (8)0.0033 (8)0.0038 (8)
O140.0256 (10)0.0233 (10)0.0142 (8)0.0013 (7)0.0010 (7)0.0040 (7)
O150.0220 (9)0.0267 (10)0.0278 (9)0.0090 (7)0.0030 (8)0.0029 (8)
O160.0174 (9)0.0329 (11)0.0306 (10)0.0067 (8)0.0099 (7)0.0073 (8)
N10.0215 (11)0.0176 (12)0.0156 (10)0.0010 (9)0.0040 (8)0.0007 (8)
N20.0200 (11)0.0161 (11)0.0184 (10)0.0001 (8)0.0051 (8)0.0000 (8)
N30.0167 (10)0.0156 (10)0.0138 (9)0.0003 (8)0.0004 (8)0.0009 (7)
N40.0154 (10)0.0162 (11)0.0173 (10)0.0001 (8)0.0025 (8)0.0018 (8)
N50.0178 (10)0.0156 (10)0.0181 (10)0.0023 (8)0.0024 (8)0.0003 (8)
N60.0176 (10)0.0185 (11)0.0134 (9)0.0024 (8)0.0021 (8)0.0029 (8)
N70.0184 (10)0.0167 (11)0.0177 (10)0.0002 (8)0.0019 (8)0.0002 (8)
N80.0193 (11)0.0170 (11)0.0175 (10)0.0011 (8)0.0030 (8)0.0007 (8)
N90.0176 (10)0.0164 (11)0.0146 (9)0.0028 (8)0.0013 (8)0.0014 (8)
N100.0178 (10)0.0153 (10)0.0131 (9)0.0003 (8)0.0015 (8)0.0018 (7)
N110.0172 (10)0.0138 (10)0.0167 (10)0.0002 (8)0.0043 (8)0.0004 (8)
N120.0198 (10)0.0152 (10)0.0154 (9)0.0010 (8)0.0031 (8)0.0003 (8)
C10.0218 (13)0.0149 (13)0.0137 (11)0.0036 (10)0.0067 (9)0.0010 (9)
C20.0181 (12)0.0241 (14)0.0142 (11)0.0013 (10)0.0052 (9)0.0022 (10)
C30.0209 (13)0.0135 (12)0.0155 (11)0.0002 (9)0.0010 (9)0.0025 (9)
C40.0158 (11)0.0159 (13)0.0164 (11)0.0006 (9)0.0013 (9)0.0005 (9)
C50.0177 (12)0.0171 (12)0.0153 (11)0.0009 (9)0.0005 (9)0.0020 (9)
C60.0203 (12)0.0133 (12)0.0196 (12)0.0002 (9)0.0007 (10)0.0042 (9)
C70.0197 (12)0.0142 (12)0.0189 (12)0.0020 (9)0.0034 (9)0.0007 (9)
C80.0227 (13)0.0187 (13)0.0172 (11)0.0005 (10)0.0033 (10)0.0002 (10)
C90.0263 (14)0.0237 (14)0.0316 (14)0.0027 (11)0.0167 (11)0.0004 (11)
C100.0505 (18)0.0325 (17)0.0274 (14)0.0020 (13)0.0160 (13)0.0015 (12)
C110.0183 (11)0.0159 (12)0.0216 (11)0.0001 (10)0.0009 (9)0.0006 (11)
C120.0196 (12)0.0187 (13)0.0208 (12)0.0003 (9)0.0009 (9)0.0030 (9)
C130.0148 (12)0.0175 (13)0.0175 (11)0.0048 (9)0.0047 (9)0.0001 (10)
C140.0269 (13)0.0133 (12)0.0170 (12)0.0011 (10)0.0047 (10)0.0001 (9)
C150.0250 (13)0.0159 (13)0.0171 (12)0.0001 (10)0.0027 (10)0.0021 (9)
C160.0171 (12)0.0252 (14)0.0158 (12)0.0034 (10)0.0023 (10)0.0000 (10)
C170.0279 (14)0.0303 (15)0.0127 (11)0.0013 (11)0.0024 (10)0.0058 (10)
C180.0316 (14)0.0283 (15)0.0208 (13)0.0067 (11)0.0009 (11)0.0094 (11)
C190.0194 (11)0.0186 (13)0.0176 (11)0.0003 (10)0.0016 (9)0.0034 (10)
C200.0181 (12)0.0219 (14)0.0196 (12)0.0013 (10)0.0045 (10)0.0019 (10)
C210.0167 (12)0.0142 (12)0.0259 (13)0.0017 (10)0.0025 (10)0.0033 (10)
C220.0223 (13)0.0171 (13)0.0205 (12)0.0000 (10)0.0012 (10)0.0001 (10)
C230.0231 (13)0.0213 (13)0.0143 (11)0.0001 (10)0.0001 (9)0.0004 (9)
C240.0180 (12)0.0146 (12)0.0292 (13)0.0029 (10)0.0008 (10)0.0029 (10)
C250.0203 (13)0.0334 (16)0.0382 (16)0.0065 (11)0.0138 (12)0.0015 (12)
C260.0297 (16)0.0347 (17)0.0333 (15)0.0040 (12)0.0055 (12)0.0047 (13)
C270.0234 (12)0.0205 (13)0.0190 (11)0.0028 (11)0.0036 (9)0.0002 (11)
C280.0278 (13)0.0263 (14)0.0156 (11)0.0060 (11)0.0051 (10)0.0051 (10)
C290.0224 (13)0.0257 (14)0.0123 (11)0.0020 (10)0.0018 (9)0.0019 (10)
C300.0201 (12)0.0183 (13)0.0209 (12)0.0007 (10)0.0012 (10)0.0014 (10)
C310.0160 (11)0.0189 (13)0.0165 (11)0.0005 (10)0.0040 (9)0.0033 (9)
C320.0371 (16)0.0345 (17)0.0172 (13)0.0074 (13)0.0020 (11)0.0002 (12)
C330.049 (2)0.048 (2)0.0234 (15)0.0081 (15)0.0009 (14)0.0140 (13)
C340.062 (2)0.053 (2)0.0388 (18)0.0131 (18)0.0174 (17)0.0237 (16)
C350.0209 (13)0.0181 (14)0.0135 (11)0.0022 (10)0.0029 (9)0.0017 (10)
C360.0167 (12)0.0209 (14)0.0167 (11)0.0015 (10)0.0048 (9)0.0028 (10)
C370.0178 (12)0.0194 (13)0.0160 (11)0.0018 (10)0.0037 (9)0.0016 (9)
C380.0161 (12)0.0201 (13)0.0211 (12)0.0005 (10)0.0027 (9)0.0022 (10)
C390.0175 (12)0.0278 (14)0.0163 (12)0.0057 (10)0.0015 (9)0.0025 (10)
C400.0229 (13)0.0274 (14)0.0145 (11)0.0013 (10)0.0051 (10)0.0025 (10)
C410.0237 (12)0.0179 (14)0.0180 (11)0.0023 (10)0.0032 (9)0.0022 (9)
C420.0255 (14)0.0467 (18)0.0182 (12)0.0082 (13)0.0050 (11)0.0045 (13)
C43A0.0359 (18)0.0305 (19)0.0179 (16)0.0089 (15)0.0016 (14)0.0107 (14)
C44A0.042 (2)0.042 (2)0.0256 (18)0.0102 (16)0.0034 (15)0.0008 (16)
C450.0186 (12)0.0148 (12)0.0177 (11)0.0013 (9)0.0013 (9)0.0018 (9)
C460.0224 (12)0.0141 (12)0.0162 (11)0.0000 (10)0.0004 (9)0.0021 (9)
C470.0152 (11)0.0201 (12)0.0132 (11)0.0019 (10)0.0017 (9)0.0004 (9)
C480.0158 (11)0.0161 (13)0.0142 (10)0.0014 (9)0.0007 (8)0.0002 (9)
C490.0203 (12)0.0143 (12)0.0156 (11)0.0015 (9)0.0006 (9)0.0004 (9)
C500.0215 (13)0.0194 (14)0.0173 (12)0.0031 (10)0.0011 (10)0.0000 (10)
C510.0226 (13)0.0252 (14)0.0334 (14)0.0000 (11)0.0140 (11)0.0006 (11)
C520.0442 (17)0.0279 (15)0.0280 (14)0.0012 (12)0.0139 (13)0.0006 (11)
C530.0194 (11)0.0146 (12)0.0230 (11)0.0007 (11)0.0045 (9)0.0029 (11)
C540.0171 (12)0.0198 (13)0.0199 (12)0.0004 (9)0.0006 (9)0.0022 (9)
C550.0146 (11)0.0202 (13)0.0156 (11)0.0050 (10)0.0054 (9)0.0004 (10)
C560.0268 (13)0.0132 (12)0.0155 (12)0.0027 (10)0.0038 (10)0.0003 (9)
C570.0232 (13)0.0165 (13)0.0189 (12)0.0008 (10)0.0026 (10)0.0023 (10)
C580.0162 (12)0.0206 (14)0.0188 (13)0.0041 (10)0.0025 (10)0.0017 (10)
C590.0258 (14)0.0285 (15)0.0158 (12)0.0030 (11)0.0013 (10)0.0086 (10)
C600.0317 (14)0.0245 (14)0.0240 (13)0.0050 (11)0.0008 (11)0.0059 (11)
C610.0179 (11)0.0184 (13)0.0182 (11)0.0019 (10)0.0010 (9)0.0030 (10)
C620.0217 (13)0.0193 (13)0.0172 (11)0.0021 (10)0.0026 (10)0.0023 (10)
C630.0165 (12)0.0143 (12)0.0228 (12)0.0027 (10)0.0004 (9)0.0016 (10)
C640.0185 (12)0.0154 (12)0.0187 (11)0.0014 (10)0.0028 (9)0.0008 (9)
C650.0230 (13)0.0181 (13)0.0131 (11)0.0023 (10)0.0010 (9)0.0010 (9)
C660.0210 (13)0.0160 (12)0.0241 (13)0.0048 (10)0.0046 (10)0.0025 (10)
C670.0194 (13)0.0324 (16)0.0372 (15)0.0061 (11)0.0147 (11)0.0098 (12)
C680.0221 (14)0.0386 (17)0.0315 (15)0.0002 (12)0.0080 (12)0.0044 (12)
O10B0.0332 (13)0.0233 (14)0.0157 (10)0.0060 (10)0.0025 (9)0.0063 (9)
C43B0.0359 (18)0.0305 (19)0.0179 (16)0.0089 (15)0.0016 (14)0.0107 (14)
C44B0.042 (2)0.042 (2)0.0256 (18)0.0102 (16)0.0034 (15)0.0008 (16)
Geometric parameters (Å, º) top
Ni1—N12.033 (2)C21—C221.383 (3)
Ni1—N22.058 (2)C21—C241.501 (3)
Ni1—N62.1205 (19)C22—C231.378 (3)
Ni1—N52.1270 (18)C22—H220.9500
Ni1—N42.1379 (19)C23—H230.9500
Ni1—N32.1494 (18)C25—C261.497 (4)
Ni2—N72.039 (2)C25—H25A0.9900
Ni2—N82.051 (2)C25—H25B0.9900
Ni2—N92.1207 (19)C26—H26A0.9800
Ni2—N122.1236 (19)C26—H26B0.9800
Ni2—N112.1384 (19)C26—H26C0.9800
Ni2—N102.1460 (18)C27—C281.377 (3)
S1—C11.631 (2)C27—H270.9500
S2—C21.631 (3)C28—C291.383 (3)
S3—C351.631 (2)C28—H280.9500
S4—C361.635 (3)C29—C301.390 (3)
O1—C81.214 (3)C29—C321.498 (3)
O2—C81.327 (3)C30—C311.388 (3)
O2—C91.454 (3)C30—H300.9500
O3—C161.199 (3)C31—H310.9500
O4—C161.330 (3)C33—C341.474 (4)
O4—C171.465 (3)C33—H33A0.9900
O5—C241.339 (3)C33—H33B0.9900
O5—C251.465 (3)C34—H34A0.9800
O6—C241.203 (3)C34—H34B0.9800
O7—C321.203 (3)C34—H34C0.9800
O8—C321.309 (3)C37—C381.386 (3)
O8—C331.469 (3)C37—H370.9500
O9—C421.206 (3)C38—C391.382 (3)
O10A—C421.351 (3)C38—H380.9500
O10A—C43A1.470 (3)C39—C401.380 (3)
O11—C501.206 (3)C39—C421.503 (3)
O12—C501.329 (3)C40—C411.389 (3)
O12—C511.454 (3)C40—H400.9500
O13—C581.204 (3)C41—H410.9500
O14—C581.332 (3)C42—O10B1.230 (13)
O14—C591.469 (3)C43A—C44A1.496 (5)
O15—C661.205 (3)C43A—H43A0.9900
O16—C661.338 (3)C43A—H43B0.9900
O16—C671.466 (3)C44A—H44A0.9800
N1—C11.158 (3)C44A—H44B0.9800
N2—C21.169 (3)C44A—H44C0.9800
N3—C31.344 (3)C45—C461.381 (3)
N3—C71.345 (3)C45—H450.9500
N4—C151.334 (3)C46—C471.386 (3)
N4—C111.344 (3)C46—H460.9500
N5—C191.341 (3)C47—C481.390 (3)
N5—C231.346 (3)C47—C501.496 (3)
N6—C311.338 (3)C48—C491.393 (3)
N6—C271.348 (3)C48—H480.9500
N7—C351.155 (3)C49—H490.9500
N8—C361.160 (3)C51—C521.511 (4)
N9—C371.338 (3)C51—H51A0.9900
N9—C411.344 (3)C51—H51B0.9900
N10—C491.339 (3)C52—H52A0.9800
N10—C451.344 (3)C52—H52B0.9800
N11—C571.337 (3)C52—H52C0.9800
N11—C531.348 (3)C53—C541.381 (3)
N12—C611.342 (3)C53—H530.9500
N12—C651.343 (3)C54—C551.387 (3)
C3—C41.398 (3)C54—H540.9500
C3—H30.9500C55—C561.378 (3)
C4—C51.381 (3)C55—C581.504 (3)
C4—H40.9500C56—C571.389 (3)
C5—C61.392 (3)C56—H560.9500
C5—C81.499 (3)C57—H570.9500
C6—C71.382 (3)C59—C601.506 (3)
C6—H60.9500C59—H59A0.9900
C7—H70.9500C59—H59B0.9900
C9—C101.510 (4)C60—H60A0.9800
C9—H9A0.9900C60—H60B0.9800
C9—H9B0.9900C60—H60C0.9800
C10—H10A0.9800C61—C621.386 (3)
C10—H10B0.9800C61—H610.9500
C10—H10C0.9800C62—C631.394 (3)
C11—C121.381 (3)C62—H620.9500
C11—H110.9500C63—C641.390 (3)
C12—C131.391 (3)C63—C661.494 (3)
C12—H120.9500C64—C651.379 (3)
C13—C141.383 (3)C64—H640.9500
C13—C161.504 (3)C65—H650.9500
C14—C151.384 (3)C67—C681.495 (4)
C14—H140.9500C67—H67A0.9900
C15—H150.9500C67—H67B0.9900
C17—C181.502 (3)C68—H68A0.9800
C17—H17A0.9900C68—H68B0.9800
C17—H17B0.9900C68—H68C0.9800
C18—H18A0.9800O10B—C43B1.45 (2)
C18—H18B0.9800C43B—C44B1.51 (3)
C18—H18C0.9800C43B—H43C0.9900
C19—C201.388 (3)C43B—H43D0.9900
C19—H190.9500C44B—H44D0.9800
C20—C211.389 (3)C44B—H44E0.9800
C20—H200.9500C44B—H44F0.9800
N1—Ni1—N2177.31 (8)C28—C27—H27118.8
N1—Ni1—N690.79 (8)C27—C28—C29119.3 (2)
N2—Ni1—N690.00 (7)C27—C28—H28120.3
N1—Ni1—N589.58 (7)C29—C28—H28120.3
N2—Ni1—N587.83 (7)C28—C29—C30118.7 (2)
N6—Ni1—N591.56 (7)C28—C29—C32117.3 (2)
N1—Ni1—N489.14 (7)C30—C29—C32123.9 (2)
N2—Ni1—N490.18 (8)C29—C30—C31118.4 (2)
N6—Ni1—N4177.52 (8)C29—C30—H30120.8
N5—Ni1—N490.92 (7)C31—C30—H30120.8
N1—Ni1—N391.36 (7)N6—C31—C30122.9 (2)
N2—Ni1—N391.27 (7)N6—C31—H31118.5
N6—Ni1—N384.43 (7)C30—C31—H31118.5
N5—Ni1—N3175.89 (7)O7—C32—O8124.8 (3)
N4—Ni1—N393.09 (7)O7—C32—C29121.1 (3)
N7—Ni2—N8177.68 (8)O8—C32—C29114.0 (2)
N7—Ni2—N989.90 (8)O8—C33—C34107.2 (3)
N8—Ni2—N990.54 (7)O8—C33—H33A110.3
N7—Ni2—N1290.24 (7)C34—C33—H33A110.3
N8—Ni2—N1287.47 (7)O8—C33—H33B110.3
N9—Ni2—N1291.41 (7)C34—C33—H33B110.3
N7—Ni2—N1188.37 (7)H33A—C33—H33B108.5
N8—Ni2—N1191.29 (7)C33—C34—H34A109.5
N9—Ni2—N11176.80 (8)C33—C34—H34B109.5
N12—Ni2—N1191.29 (7)H34A—C34—H34B109.5
N7—Ni2—N1091.46 (7)C33—C34—H34C109.5
N8—Ni2—N1090.84 (7)H34A—C34—H34C109.5
N9—Ni2—N1085.39 (7)H34B—C34—H34C109.5
N12—Ni2—N10176.37 (7)N7—C35—S3177.9 (2)
N11—Ni2—N1091.96 (7)N8—C36—S4179.3 (2)
C8—O2—C9115.43 (18)N9—C37—C38122.8 (2)
C16—O4—C17116.71 (19)N9—C37—H37118.6
C24—O5—C25116.07 (19)C38—C37—H37118.6
C32—O8—C33115.1 (2)C39—C38—C37118.9 (2)
C42—O10A—C43A116.4 (2)C39—C38—H38120.6
C50—O12—C51115.32 (18)C37—C38—H38120.6
C58—O14—C59116.30 (19)C40—C39—C38118.8 (2)
C66—O16—C67116.14 (19)C40—C39—C42118.2 (2)
C1—N1—Ni1157.36 (19)C38—C39—C42123.0 (2)
C2—N2—Ni1161.72 (19)C39—C40—C41119.2 (2)
C3—N3—C7118.03 (19)C39—C40—H40120.4
C3—N3—Ni1121.37 (15)C41—C40—H40120.4
C7—N3—Ni1118.16 (15)N9—C41—C40122.2 (2)
C15—N4—C11117.4 (2)N9—C41—H41118.9
C15—N4—Ni1120.34 (15)C40—C41—H41118.9
C11—N4—Ni1122.17 (16)O9—C42—O10B112.5 (6)
C19—N5—C23117.7 (2)O9—C42—O10A125.5 (2)
C19—N5—Ni1120.12 (15)O9—C42—C39122.2 (2)
C23—N5—Ni1121.82 (15)O10B—C42—C39113.4 (6)
C31—N6—C27118.0 (2)O10A—C42—C39112.2 (2)
C31—N6—Ni1123.47 (15)O10A—C43A—C44A111.5 (3)
C27—N6—Ni1118.43 (15)O10A—C43A—H43A109.3
C35—N7—Ni2160.08 (19)C44A—C43A—H43A109.3
C36—N8—Ni2161.70 (19)O10A—C43A—H43B109.3
C37—N9—C41118.2 (2)C44A—C43A—H43B109.3
C37—N9—Ni2122.44 (15)H43A—C43A—H43B108.0
C41—N9—Ni2118.99 (15)N10—C45—C46122.8 (2)
C49—N10—C45117.92 (19)N10—C45—H45118.6
C49—N10—Ni2121.28 (15)C46—C45—H45118.6
C45—N10—Ni2118.69 (15)C45—C46—C47118.9 (2)
C57—N11—C53117.3 (2)C45—C46—H46120.5
C57—N11—Ni2120.47 (15)C47—C46—H46120.5
C53—N11—Ni2122.23 (16)C46—C47—C48119.1 (2)
C61—N12—C65117.9 (2)C46—C47—C50117.7 (2)
C61—N12—Ni2118.70 (15)C48—C47—C50123.2 (2)
C65—N12—Ni2123.16 (15)C47—C48—C49118.0 (2)
N1—C1—S1177.2 (2)C47—C48—H48121.0
N2—C2—S2178.9 (2)C49—C48—H48121.0
N3—C3—C4122.8 (2)N10—C49—C48123.1 (2)
N3—C3—H3118.6N10—C49—H49118.4
C4—C3—H3118.6C48—C49—H49118.4
C5—C4—C3118.1 (2)O11—C50—O12125.0 (2)
C5—C4—H4120.9O11—C50—C47122.6 (2)
C3—C4—H4120.9O12—C50—C47112.33 (19)
C4—C5—C6119.5 (2)O12—C51—C52111.6 (2)
C4—C5—C8123.2 (2)O12—C51—H51A109.3
C6—C5—C8117.3 (2)C52—C51—H51A109.3
C7—C6—C5118.6 (2)O12—C51—H51B109.3
C7—C6—H6120.7C52—C51—H51B109.3
C5—C6—H6120.7H51A—C51—H51B108.0
N3—C7—C6122.8 (2)C51—C52—H52A109.5
N3—C7—H7118.6C51—C52—H52B109.5
C6—C7—H7118.6H52A—C52—H52B109.5
O1—C8—O2125.1 (2)C51—C52—H52C109.5
O1—C8—C5122.5 (2)H52A—C52—H52C109.5
O2—C8—C5112.29 (19)H52B—C52—H52C109.5
O2—C9—C10111.7 (2)N11—C53—C54123.1 (2)
O2—C9—H9A109.3N11—C53—H53118.4
C10—C9—H9A109.3C54—C53—H53118.4
O2—C9—H9B109.3C53—C54—C55118.8 (2)
C10—C9—H9B109.3C53—C54—H54120.6
H9A—C9—H9B107.9C55—C54—H54120.6
C9—C10—H10A109.5C56—C55—C54118.8 (2)
C9—C10—H10B109.5C56—C55—C58122.5 (2)
H10A—C10—H10B109.5C54—C55—C58118.8 (2)
C9—C10—H10C109.5C55—C56—C57118.9 (2)
H10A—C10—H10C109.5C55—C56—H56120.6
H10B—C10—H10C109.5C57—C56—H56120.6
N4—C11—C12123.0 (2)N11—C57—C56123.2 (2)
N4—C11—H11118.5N11—C57—H57118.4
C12—C11—H11118.5C56—C57—H57118.4
C11—C12—C13118.8 (2)O13—C58—O14125.1 (2)
C11—C12—H12120.6O13—C58—C55123.5 (2)
C13—C12—H12120.6O14—C58—C55111.4 (2)
C14—C13—C12118.6 (2)O14—C59—C60106.3 (2)
C14—C13—C16122.0 (2)O14—C59—H59A110.5
C12—C13—C16119.4 (2)C60—C59—H59A110.5
C13—C14—C15118.5 (2)O14—C59—H59B110.5
C13—C14—H14120.7C60—C59—H59B110.5
C15—C14—H14120.7H59A—C59—H59B108.7
N4—C15—C14123.6 (2)C59—C60—H60A109.5
N4—C15—H15118.2C59—C60—H60B109.5
C14—C15—H15118.2H60A—C60—H60B109.5
O3—C16—O4125.6 (2)C59—C60—H60C109.5
O3—C16—C13123.6 (2)H60A—C60—H60C109.5
O4—C16—C13110.8 (2)H60B—C60—H60C109.5
O4—C17—C18106.20 (19)N12—C61—C62122.8 (2)
O4—C17—H17A110.5N12—C61—H61118.6
C18—C17—H17A110.5C62—C61—H61118.6
O4—C17—H17B110.5C61—C62—C63118.9 (2)
C18—C17—H17B110.5C61—C62—H62120.5
H17A—C17—H17B108.7C63—C62—H62120.5
C17—C18—H18A109.5C64—C63—C62118.3 (2)
C17—C18—H18B109.5C64—C63—C66119.0 (2)
H18A—C18—H18B109.5C62—C63—C66122.7 (2)
C17—C18—H18C109.5C65—C64—C63119.0 (2)
H18A—C18—H18C109.5C65—C64—H64120.5
H18B—C18—H18C109.5C63—C64—H64120.5
N5—C19—C20122.7 (2)N12—C65—C64123.1 (2)
N5—C19—H19118.6N12—C65—H65118.5
C20—C19—H19118.6C64—C65—H65118.5
C19—C20—C21118.6 (2)O15—C66—O16124.8 (2)
C19—C20—H20120.7O15—C66—C63123.4 (2)
C21—C20—H20120.7O16—C66—C63111.8 (2)
C22—C21—C20118.9 (2)O16—C67—C68112.2 (2)
C22—C21—C24118.6 (2)O16—C67—H67A109.2
C20—C21—C24122.5 (2)C68—C67—H67A109.2
C23—C22—C21118.7 (2)O16—C67—H67B109.2
C23—C22—H22120.6C68—C67—H67B109.2
C21—C22—H22120.6H67A—C67—H67B107.9
N5—C23—C22123.1 (2)C67—C68—H68A109.5
N5—C23—H23118.4C67—C68—H68B109.5
C22—C23—H23118.4H68A—C68—H68B109.5
O6—C24—O5124.8 (2)C67—C68—H68C109.5
O6—C24—C21123.4 (2)H68A—C68—H68C109.5
O5—C24—C21111.8 (2)H68B—C68—H68C109.5
O5—C25—C26111.4 (2)C42—O10B—C43B117.0 (12)
O5—C25—H25A109.4C44B—C43B—O10B111.3 (17)
C26—C25—H25A109.4C44B—C43B—H43C109.4
O5—C25—H25B109.4O10B—C43B—H43C109.4
C26—C25—H25B109.4C44B—C43B—H43D109.4
H25A—C25—H25B108.0O10B—C43B—H43D109.4
C25—C26—H26A109.5H43C—C43B—H43D108.0
C25—C26—H26B109.5C43B—C44B—H44D109.5
H26A—C26—H26B109.5C43B—C44B—H44E109.5
C25—C26—H26C109.5H44D—C44B—H44E109.5
H26A—C26—H26C109.5C43B—C44B—H44F109.5
H26B—C26—H26C109.5H44D—C44B—H44F109.5
N6—C27—C28122.5 (2)H44E—C44B—H44F109.5
N6—C27—H27118.8
N6—Ni1—N1—C198.7 (5)C12—C13—C16—O4167.0 (2)
N5—Ni1—N1—C1169.7 (5)C16—O4—C17—C18173.5 (2)
N4—Ni1—N1—C178.8 (5)C23—N5—C19—C203.1 (3)
N3—Ni1—N1—C114.3 (5)Ni1—N5—C19—C20170.64 (18)
N6—Ni1—N2—C2102.9 (6)N5—C19—C20—C211.6 (4)
N5—Ni1—N2—C211.3 (6)C19—C20—C21—C221.8 (4)
N4—Ni1—N2—C279.6 (6)C19—C20—C21—C24177.0 (2)
N3—Ni1—N2—C2172.7 (6)C20—C21—C22—C233.4 (3)
N1—Ni1—N3—C3161.16 (17)C24—C21—C22—C23175.4 (2)
N2—Ni1—N3—C318.30 (17)C19—N5—C23—C221.3 (3)
N6—Ni1—N3—C3108.17 (17)Ni1—N5—C23—C22172.33 (18)
N4—Ni1—N3—C371.96 (17)C21—C22—C23—N52.0 (4)
N1—Ni1—N3—C736.94 (16)C25—O5—C24—O61.0 (3)
N2—Ni1—N3—C7143.60 (16)C25—O5—C24—C21178.0 (2)
N6—Ni1—N3—C753.72 (16)C22—C21—C24—O68.7 (4)
N4—Ni1—N3—C7126.15 (16)C20—C21—C24—O6172.6 (2)
N1—Ni1—N4—C15149.39 (18)C22—C21—C24—O5170.3 (2)
N2—Ni1—N4—C1528.00 (18)C20—C21—C24—O58.5 (3)
N5—Ni1—N4—C1559.83 (17)C24—O5—C25—C2684.2 (3)
N3—Ni1—N4—C15119.29 (17)C31—N6—C27—C282.3 (3)
N1—Ni1—N4—C1128.27 (18)Ni1—N6—C27—C28179.18 (19)
N2—Ni1—N4—C11154.34 (18)N6—C27—C28—C291.2 (4)
N5—Ni1—N4—C11117.83 (18)C27—C28—C29—C301.5 (4)
N3—Ni1—N4—C1163.06 (18)C27—C28—C29—C32175.4 (2)
N1—Ni1—N5—C1948.15 (18)C28—C29—C30—C313.0 (4)
N2—Ni1—N5—C19131.13 (18)C32—C29—C30—C31173.6 (2)
N6—Ni1—N5—C19138.93 (18)C27—N6—C31—C300.6 (3)
N4—Ni1—N5—C1940.98 (18)Ni1—N6—C31—C30177.33 (17)
N1—Ni1—N5—C23138.37 (18)C29—C30—C31—N62.0 (4)
N2—Ni1—N5—C2342.35 (18)C33—O8—C32—O71.0 (5)
N6—Ni1—N5—C2347.59 (18)C33—O8—C32—C29177.5 (2)
N4—Ni1—N5—C23132.50 (18)C28—C29—C32—O714.2 (4)
N1—Ni1—N6—C3125.77 (18)C30—C29—C32—O7162.4 (3)
N2—Ni1—N6—C31151.66 (18)C28—C29—C32—O8169.2 (2)
N5—Ni1—N6—C3163.83 (18)C30—C29—C32—O814.2 (4)
N3—Ni1—N6—C31117.06 (18)C32—O8—C33—C34153.7 (3)
N1—Ni1—N6—C27150.96 (17)C41—N9—C37—C380.5 (3)
N2—Ni1—N6—C2731.61 (17)Ni2—N9—C37—C38172.13 (17)
N5—Ni1—N6—C27119.44 (17)N9—C37—C38—C390.9 (3)
N3—Ni1—N6—C2759.67 (17)C37—C38—C39—C400.7 (3)
N9—Ni2—N7—C35110.6 (5)C37—C38—C39—C42179.7 (2)
N12—Ni2—N7—C35158.0 (5)C38—C39—C40—C410.1 (3)
N11—Ni2—N7—C3566.7 (5)C42—C39—C40—C41179.1 (2)
N10—Ni2—N7—C3525.2 (5)C37—N9—C41—C400.2 (3)
N9—Ni2—N8—C3691.9 (6)Ni2—N9—C41—C40173.07 (18)
N12—Ni2—N8—C360.5 (6)C39—C40—C41—N90.4 (4)
N11—Ni2—N8—C3690.7 (6)C43A—O10A—C42—O93.1 (4)
N10—Ni2—N8—C36177.3 (6)C43A—O10A—C42—O10B86.1 (8)
N7—Ni2—N9—C3727.50 (18)C43A—O10A—C42—C39173.4 (2)
N8—Ni2—N9—C37150.22 (18)C40—C39—C42—O94.7 (4)
N12—Ni2—N9—C3762.74 (18)C38—C39—C42—O9176.3 (3)
N10—Ni2—N9—C37118.98 (18)C40—C39—C42—O10B144.6 (8)
N7—Ni2—N9—C41145.04 (17)C38—C39—C42—O10B36.4 (8)
N8—Ni2—N9—C4137.23 (17)C40—C39—C42—O10A172.0 (2)
N12—Ni2—N9—C41124.72 (17)C38—C39—C42—O10A7.0 (4)
N10—Ni2—N9—C4153.57 (17)C42—O10A—C43A—C44A74.8 (3)
N7—Ni2—N10—C49160.73 (17)C49—N10—C45—C462.7 (3)
N8—Ni2—N10—C4919.01 (17)Ni2—N10—C45—C46161.00 (17)
N9—Ni2—N10—C49109.49 (17)N10—C45—C46—C470.3 (3)
N11—Ni2—N10—C4972.31 (17)C45—C46—C47—C482.9 (3)
N7—Ni2—N10—C4536.15 (16)C45—C46—C47—C50174.1 (2)
N8—Ni2—N10—C45144.12 (16)C46—C47—C48—C492.6 (3)
N9—Ni2—N10—C4553.64 (16)C50—C47—C48—C49174.3 (2)
N11—Ni2—N10—C45124.57 (16)C45—N10—C49—C483.0 (3)
N7—Ni2—N11—C57148.53 (17)Ni2—N10—C49—C48160.20 (17)
N8—Ni2—N11—C5729.17 (18)C47—C48—C49—N100.4 (3)
N12—Ni2—N11—C5758.33 (17)C51—O12—C50—O112.8 (3)
N10—Ni2—N11—C57120.06 (17)C51—O12—C50—C47179.49 (18)
N7—Ni2—N11—C5328.88 (18)C46—C47—C50—O116.7 (3)
N8—Ni2—N11—C53153.41 (17)C48—C47—C50—O11170.2 (2)
N12—Ni2—N11—C53119.09 (17)C46—C47—C50—O12175.52 (19)
N10—Ni2—N11—C5362.53 (17)C48—C47—C50—O127.6 (3)
N7—Ni2—N12—C6146.37 (17)C50—O12—C51—C5281.7 (3)
N8—Ni2—N12—C61133.24 (17)C57—N11—C53—C540.4 (3)
N9—Ni2—N12—C61136.27 (17)Ni2—N11—C53—C54177.11 (16)
N11—Ni2—N12—C6142.01 (17)N11—C53—C54—C550.0 (3)
N7—Ni2—N12—C65139.92 (18)C53—C54—C55—C560.8 (3)
N8—Ni2—N12—C6540.47 (18)C53—C54—C55—C58179.3 (2)
N9—Ni2—N12—C6550.01 (18)C54—C55—C56—C571.2 (3)
N11—Ni2—N12—C65131.71 (18)C58—C55—C56—C57178.9 (2)
C7—N3—C3—C43.5 (3)C53—N11—C57—C560.0 (3)
Ni1—N3—C3—C4158.40 (17)Ni2—N11—C57—C56177.58 (18)
N3—C3—C4—C50.1 (3)C55—C56—C57—N110.8 (4)
C3—C4—C5—C63.4 (3)C59—O14—C58—O131.2 (4)
C3—C4—C5—C8174.3 (2)C59—O14—C58—C55177.71 (18)
C4—C5—C6—C73.5 (3)C56—C55—C58—O13164.9 (2)
C8—C5—C6—C7174.3 (2)C54—C55—C58—O1315.2 (4)
C3—N3—C7—C63.4 (3)C56—C55—C58—O1414.0 (3)
Ni1—N3—C7—C6159.08 (18)C54—C55—C58—O14165.8 (2)
C5—C6—C7—N30.0 (3)C58—O14—C59—C60172.4 (2)
C9—O2—C8—O14.0 (3)C65—N12—C61—C623.2 (3)
C9—O2—C8—C5178.57 (19)Ni2—N12—C61—C62170.89 (18)
C4—C5—C8—O1167.8 (2)N12—C61—C62—C631.6 (4)
C6—C5—C8—O19.9 (3)C61—C62—C63—C641.7 (3)
C4—C5—C8—O29.7 (3)C61—C62—C63—C66177.4 (2)
C6—C5—C8—O2172.6 (2)C62—C63—C64—C653.2 (3)
C8—O2—C9—C1082.1 (3)C66—C63—C64—C65175.9 (2)
C15—N4—C11—C120.7 (3)C61—N12—C65—C641.5 (3)
Ni1—N4—C11—C12177.07 (16)Ni2—N12—C65—C64172.30 (17)
N4—C11—C12—C130.3 (3)C63—C64—C65—N121.7 (4)
C11—C12—C13—C140.1 (3)C67—O16—C66—O150.4 (4)
C11—C12—C13—C16179.0 (2)C67—O16—C66—C63179.8 (2)
C12—C13—C14—C150.2 (3)C64—C63—C66—O157.5 (4)
C16—C13—C14—C15178.9 (2)C62—C63—C66—O15173.5 (2)
C11—N4—C15—C140.6 (3)C64—C63—C66—O16172.3 (2)
Ni1—N4—C15—C14177.18 (18)C62—C63—C66—O166.7 (3)
C13—C14—C15—N40.2 (4)C66—O16—C67—C6886.0 (3)
C17—O4—C16—O30.8 (4)O9—C42—O10B—C43B26.0 (15)
C17—O4—C16—C13179.63 (18)O10A—C42—O10B—C43B93.1 (15)
C14—C13—C16—O3165.6 (2)C39—C42—O10B—C43B169.8 (11)
C12—C13—C16—O313.4 (4)C42—O10B—C43B—C44B92.5 (18)
C14—C13—C16—O414.0 (3)
(II) top
Crystal data top
C30H28N6NiO8S2F(000) = 3740
Mr = 723.41Dx = 1.408 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9676 reflections
a = 11.8991 (3) Åθ = 2.6–26.1°
b = 51.4066 (12) ŵ = 0.75 mm1
c = 14.1366 (3) ÅT = 100 K
β = 99.498 (1)°Needle, blue
V = 8528.7 (3) Å30.57 × 0.19 × 0.15 mm
Z = 10
Data collection top
Bruker APEX-II CCD
diffractometer
14949 independent reflections
Radiation source: fine-focus sealed tube11076 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.078
φ and ω scansθmax = 25.0°, θmin = 1.5°
Absorption correction: multi-scan
SADABS (Bruker, 2008)
h = 1413
Tmin = 0.843, Tmax = 0.894k = 061
79032 measured reflectionsl = 016
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.050Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127H-atom parameters constrained
S = 1.07 w = 1/[σ2(Fo2) + (0.063P)2 + 5.5441P]
where P = (Fo2 + 2Fc2)/3
14949 reflections(Δ/σ)max = 0.001
1078 parametersΔρmax = 1.00 e Å3
0 restraintsΔρmin = 0.55 e Å3
Crystal data top
C30H28N6NiO8S2V = 8528.7 (3) Å3
Mr = 723.41Z = 10
Monoclinic, P21/nMo Kα radiation
a = 11.8991 (3) ŵ = 0.75 mm1
b = 51.4066 (12) ÅT = 100 K
c = 14.1366 (3) Å0.57 × 0.19 × 0.15 mm
β = 99.498 (1)°
Data collection top
Bruker APEX-II CCD
diffractometer
14949 independent reflections
Absorption correction: multi-scan
SADABS (Bruker, 2008)
11076 reflections with I > 2σ(I)
Tmin = 0.843, Tmax = 0.894Rint = 0.078
79032 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0500 restraints
wR(F2) = 0.127H-atom parameters constrained
S = 1.07Δρmax = 1.00 e Å3
14949 reflectionsΔρmin = 0.55 e Å3
1078 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
xyzUiso*/UeqOcc. (<1)
Ni10.07424 (4)0.183082 (8)0.35592 (3)0.02717 (12)
S10.04958 (15)0.20068 (2)0.01887 (8)0.0729 (5)
S20.21851 (9)0.16558 (2)0.68982 (7)0.0436 (2)
O10.5069 (2)0.17014 (6)0.41726 (19)0.0464 (7)
O20.4125 (2)0.15758 (5)0.55996 (17)0.0349 (6)
O30.1148 (2)0.05293 (5)0.20134 (17)0.0337 (6)
O40.3008 (2)0.06241 (4)0.24550 (17)0.0320 (5)
O50.5803 (3)0.23577 (6)0.2214 (2)0.0544 (8)
O60.5502 (3)0.26175 (6)0.3442 (2)0.0548 (8)
O70.0996 (3)0.30667 (5)0.5136 (2)0.0566 (8)
O80.0398 (2)0.31685 (4)0.37630 (17)0.0323 (6)
N10.0124 (2)0.18826 (5)0.2123 (2)0.0294 (6)
N20.1374 (3)0.17661 (6)0.4972 (2)0.0337 (7)
N30.0915 (2)0.17109 (5)0.3816 (2)0.0275 (6)
N40.1208 (2)0.14500 (5)0.3217 (2)0.0283 (6)
N50.2335 (2)0.19950 (5)0.33642 (19)0.0286 (6)
N60.0238 (3)0.22185 (6)0.3846 (2)0.0317 (7)
C10.1840 (3)0.18378 (7)0.3361 (2)0.0320 (8)
H10.17530.19510.28460.038*
C20.2908 (3)0.18112 (7)0.3610 (2)0.0330 (8)
H20.35410.19020.32620.040*
C30.3052 (3)0.16514 (7)0.4373 (2)0.0299 (8)
C40.2115 (3)0.15109 (7)0.4814 (3)0.0327 (8)
H40.21860.13920.53160.039*
C50.1076 (3)0.15459 (7)0.4512 (3)0.0332 (8)
H50.04430.14470.48170.040*
C60.4198 (3)0.16444 (7)0.4684 (3)0.0333 (8)
C70.5196 (3)0.15910 (8)0.5967 (3)0.0430 (10)
H7A0.55070.17670.58700.065*
H7B0.50630.15500.66530.065*
H7C0.57390.14660.56240.065*
C80.0405 (3)0.13016 (7)0.2697 (3)0.0304 (8)
H80.03340.13730.25080.036*
C90.0601 (3)0.10524 (7)0.2428 (3)0.0325 (8)
H90.00010.09510.20880.039*
C100.1692 (3)0.09493 (6)0.2657 (2)0.0252 (7)
C110.2536 (3)0.11013 (6)0.3189 (2)0.0279 (7)
H110.32900.10370.33640.034*
C120.2250 (3)0.13491 (7)0.3458 (2)0.0294 (8)
H120.28230.14520.38320.035*
C130.1897 (3)0.06798 (7)0.2337 (2)0.0284 (8)
C140.3280 (3)0.03624 (7)0.2199 (3)0.0366 (9)
H14A0.28560.02380.25310.055*
H14B0.41000.03320.23890.055*
H14C0.30700.03390.15050.055*
C150.2782 (3)0.19594 (7)0.2561 (2)0.0308 (8)
H150.24320.18370.21020.037*
C160.3722 (3)0.20929 (7)0.2373 (3)0.0338 (8)
H160.40190.20620.17990.041*
C170.4230 (3)0.22740 (7)0.3036 (3)0.0331 (8)
C180.3770 (3)0.23125 (7)0.3871 (3)0.0370 (9)
H180.40920.24370.43340.044*
C190.2844 (3)0.21668 (7)0.4010 (3)0.0335 (8)
H190.25510.21890.45910.040*
C200.5255 (4)0.24180 (8)0.2838 (3)0.0446 (10)
C210.6473 (5)0.27748 (11)0.3298 (4)0.0785 (17)
H21A0.71580.26660.33740.118*
H21B0.65810.29160.37710.118*
H21C0.63350.28490.26500.118*
C220.0208 (3)0.24028 (7)0.3175 (3)0.0339 (8)
H220.03750.23550.25640.041*
C230.0056 (3)0.26595 (6)0.3330 (3)0.0330 (8)
H230.00660.27860.28370.040*
C240.0304 (3)0.27288 (6)0.4217 (2)0.0289 (8)
C250.0291 (3)0.25395 (7)0.4912 (3)0.0376 (9)
H250.04670.25810.55250.045*
C260.0016 (3)0.22896 (7)0.4698 (3)0.0359 (9)
H260.00060.21600.51790.043*
C270.0604 (3)0.30032 (7)0.4440 (3)0.0332 (8)
C280.0670 (4)0.34374 (7)0.3920 (3)0.0405 (9)
H28A0.14620.34500.40260.061*
H28B0.05720.35410.33570.061*
H28C0.01600.35040.44850.061*
C290.0143 (3)0.19312 (6)0.1325 (3)0.0332 (8)
C300.1712 (3)0.17216 (6)0.5771 (3)0.0284 (8)
Ni30.50000.00000.50000.02685 (15)
S50.56208 (8)0.088941 (19)0.41589 (8)0.0447 (3)
O170.1098 (2)0.01380 (7)0.3633 (2)0.0592 (9)
O180.0517 (2)0.05542 (7)0.36947 (19)0.0519 (8)
O190.3896 (2)0.01951 (5)0.97649 (18)0.0380 (6)
O200.5470 (2)0.04375 (5)0.97503 (17)0.0325 (5)
N130.5437 (2)0.03720 (6)0.4714 (2)0.0324 (7)
N140.3176 (2)0.00979 (6)0.4613 (2)0.0299 (6)
N150.4836 (2)0.01091 (5)0.6422 (2)0.0269 (6)
C610.5514 (3)0.05891 (7)0.4476 (2)0.0272 (7)
C620.2833 (3)0.03465 (7)0.4620 (3)0.0331 (8)
H620.33910.04770.48030.040*
C630.1706 (3)0.04218 (7)0.4372 (2)0.0340 (8)
H630.15020.06000.43970.041*
C640.0881 (3)0.02360 (8)0.4089 (2)0.0353 (9)
C650.1224 (3)0.00224 (8)0.4100 (3)0.0370 (9)
H650.06790.01560.39230.044*
C660.2363 (3)0.00831 (7)0.4368 (3)0.0320 (8)
H660.25820.02610.43810.038*
C670.0353 (3)0.02995 (9)0.3785 (3)0.0418 (10)
C680.1689 (4)0.06387 (12)0.3430 (3)0.0678 (15)
H68A0.20100.05660.28030.102*
H68B0.17150.08290.33960.102*
H68C0.21340.05790.39120.102*
C690.5591 (3)0.02666 (6)0.6942 (3)0.0278 (8)
H690.61720.03420.66440.033*
C700.5569 (3)0.03253 (6)0.7887 (3)0.0297 (8)
H700.61360.04350.82330.036*
C710.4706 (3)0.02226 (6)0.8334 (2)0.0256 (7)
C720.3897 (3)0.00667 (6)0.7787 (3)0.0291 (8)
H720.32800.00020.80570.035*
C730.3992 (3)0.00117 (7)0.6849 (3)0.0300 (8)
H730.34420.00990.64890.036*
C740.4629 (3)0.02801 (7)0.9354 (3)0.0300 (8)
C750.5443 (3)0.05179 (7)1.0731 (3)0.0373 (9)
H75A0.47190.06061.07630.056*
H75B0.60760.06371.09430.056*
H75C0.55140.03651.11490.056*
Ni20.83220 (4)0.102825 (8)0.88691 (3)0.02653 (11)
S30.88396 (10)0.07454 (2)0.57837 (7)0.0546 (3)
S4A0.74497 (12)0.12009 (4)1.19792 (10)0.0502 (5)0.734 (3)
C32A0.7625 (8)0.11924 (11)1.0853 (7)0.0261 (15)0.734 (3)
S4B0.7454 (3)0.13802 (12)1.1747 (3)0.0502 (5)0.266 (3)
C32B0.766 (3)0.1271 (4)1.072 (2)0.0261 (15)0.266 (3)
O90.8690 (2)0.03206 (4)1.02383 (17)0.0308 (5)
O100.87344 (19)0.01167 (4)1.16524 (16)0.0268 (5)
O110.2293 (3)0.09127 (6)0.7465 (2)0.0515 (7)
O120.2813 (2)0.09939 (5)0.6037 (2)0.0513 (8)
O130.8606 (3)0.22274 (5)0.6403 (2)0.0496 (7)
O140.6767 (2)0.22036 (5)0.65706 (18)0.0382 (6)
O151.4237 (2)0.10934 (5)1.06090 (19)0.0377 (6)
O161.35840 (19)0.14066 (5)1.14857 (18)0.0344 (6)
N70.8892 (3)0.08816 (6)0.7697 (2)0.0337 (7)
N80.7761 (3)0.11747 (5)1.0049 (2)0.0301 (7)
N90.8411 (2)0.06382 (5)0.94667 (19)0.0258 (6)
N100.6575 (2)0.09733 (5)0.8184 (2)0.0299 (7)
N110.8258 (2)0.14070 (5)0.82614 (19)0.0267 (6)
N121.0004 (2)0.10956 (5)0.9546 (2)0.0276 (6)
C310.8892 (3)0.08247 (7)0.6900 (3)0.0321 (8)
C330.8371 (3)0.04218 (6)0.8919 (2)0.0259 (7)
H330.82780.04420.82420.031*
C340.8458 (3)0.01742 (6)0.9295 (2)0.0245 (7)
H340.84200.00270.88860.029*
C350.8601 (3)0.01436 (6)1.0286 (2)0.0240 (7)
C360.8677 (3)0.03624 (6)1.0853 (2)0.0276 (7)
H360.87940.03471.15320.033*
C370.8580 (3)0.06040 (6)1.0421 (2)0.0287 (8)
H370.86370.07541.08190.034*
C380.8680 (3)0.01243 (6)1.0705 (2)0.0225 (7)
C390.8752 (3)0.03658 (7)1.2133 (3)0.0335 (8)
H39A0.81070.04711.18280.050*
H39B0.86940.03391.28100.050*
H39C0.94660.04561.20870.050*
C400.5743 (3)0.09550 (6)0.8716 (3)0.0293 (8)
H400.59520.09510.93940.035*
C410.4600 (3)0.09411 (6)0.8332 (3)0.0343 (8)
H410.40410.09270.87380.041*
C420.4284 (3)0.09480 (6)0.7358 (3)0.0365 (9)
C430.5116 (4)0.09653 (7)0.6789 (3)0.0403 (9)
H430.49160.09700.61100.048*
C440.6257 (3)0.09766 (7)0.7224 (3)0.0369 (9)
H440.68290.09870.68290.044*
C450.2981 (4)0.09484 (7)0.6986 (3)0.0462 (11)
C460.1570 (4)0.10232 (10)0.5686 (4)0.0576 (12)
H46A0.11770.08620.58060.086*
H46B0.14430.10590.49960.086*
H46C0.12720.11680.60240.086*
C470.7393 (3)0.15650 (7)0.8338 (2)0.0296 (8)
H470.68680.15140.87420.035*
C480.7218 (3)0.17988 (6)0.7862 (2)0.0275 (7)
H480.65770.19040.79220.033*
C490.7997 (3)0.18772 (6)0.7296 (2)0.0276 (7)
C500.8935 (3)0.17225 (7)0.7250 (2)0.0302 (8)
H500.95050.17770.68950.036*
C510.9028 (3)0.14879 (6)0.7726 (2)0.0285 (7)
H510.96600.13790.76760.034*
C520.7840 (3)0.21217 (7)0.6711 (2)0.0323 (8)
C530.6512 (4)0.24271 (8)0.5948 (3)0.0478 (11)
H53A0.69360.25780.62390.072*
H53B0.56930.24640.58610.072*
H53C0.67340.23900.53240.072*
C541.0313 (3)0.13227 (6)0.9971 (2)0.0301 (8)
H540.97520.14540.99790.036*
C551.1421 (3)0.13739 (7)1.0400 (2)0.0290 (8)
H551.16150.15371.06990.035*
C561.2250 (3)0.11826 (6)1.0387 (2)0.0261 (7)
C571.1926 (3)0.09485 (6)0.9948 (2)0.0285 (8)
H571.24700.08140.99290.034*
C581.0808 (3)0.09125 (7)0.9538 (2)0.0298 (8)
H581.05930.07510.92340.036*
C591.3468 (3)0.12197 (7)1.0827 (2)0.0291 (8)
C601.4748 (3)0.14461 (8)1.1971 (3)0.0433 (10)
H60A1.50740.12791.22130.065*
H60B1.47500.15671.25080.065*
H60C1.52050.15191.15190.065*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0325 (2)0.0233 (2)0.0250 (2)0.00241 (18)0.00283 (18)0.00074 (18)
S10.1528 (14)0.0279 (6)0.0274 (6)0.0137 (7)0.0162 (7)0.0023 (4)
S20.0472 (6)0.0572 (6)0.0252 (5)0.0133 (5)0.0021 (4)0.0005 (4)
O10.0329 (15)0.0651 (19)0.0397 (16)0.0123 (13)0.0017 (13)0.0091 (14)
O20.0318 (13)0.0394 (14)0.0338 (14)0.0008 (11)0.0059 (11)0.0045 (11)
O30.0358 (14)0.0321 (14)0.0326 (14)0.0041 (11)0.0041 (11)0.0084 (11)
O40.0291 (13)0.0282 (13)0.0395 (14)0.0030 (10)0.0078 (11)0.0042 (11)
O50.0496 (18)0.059 (2)0.0544 (19)0.0086 (15)0.0085 (16)0.0111 (15)
O60.0557 (18)0.0479 (18)0.0584 (19)0.0253 (15)0.0024 (15)0.0003 (15)
O70.098 (2)0.0315 (15)0.0512 (18)0.0104 (15)0.0443 (18)0.0032 (13)
O80.0478 (15)0.0205 (12)0.0297 (13)0.0012 (11)0.0095 (11)0.0030 (10)
N10.0334 (16)0.0275 (16)0.0278 (17)0.0069 (12)0.0060 (13)0.0017 (12)
N20.0413 (18)0.0279 (16)0.0306 (18)0.0011 (13)0.0026 (14)0.0000 (13)
N30.0326 (16)0.0227 (15)0.0263 (15)0.0024 (12)0.0021 (12)0.0010 (12)
N40.0292 (15)0.0244 (15)0.0306 (16)0.0003 (12)0.0029 (12)0.0032 (12)
N50.0344 (16)0.0259 (15)0.0237 (15)0.0014 (12)0.0002 (12)0.0012 (12)
N60.0394 (17)0.0279 (16)0.0285 (16)0.0003 (13)0.0074 (13)0.0023 (13)
C10.041 (2)0.0297 (19)0.0262 (18)0.0081 (16)0.0071 (16)0.0048 (15)
C20.036 (2)0.034 (2)0.0277 (19)0.0083 (16)0.0012 (16)0.0030 (15)
C30.0332 (19)0.0288 (18)0.0270 (18)0.0008 (15)0.0031 (15)0.0046 (15)
C40.040 (2)0.0278 (19)0.0293 (19)0.0018 (16)0.0027 (16)0.0023 (15)
C50.033 (2)0.0302 (19)0.034 (2)0.0037 (16)0.0001 (16)0.0063 (16)
C60.035 (2)0.033 (2)0.031 (2)0.0020 (16)0.0006 (17)0.0007 (16)
C70.041 (2)0.046 (2)0.046 (2)0.0035 (18)0.0170 (19)0.0080 (19)
C80.0254 (18)0.0296 (19)0.0344 (19)0.0023 (15)0.0006 (15)0.0021 (15)
C90.0304 (19)0.031 (2)0.035 (2)0.0023 (15)0.0005 (16)0.0041 (16)
C100.0265 (18)0.0230 (17)0.0266 (17)0.0040 (14)0.0055 (14)0.0001 (14)
C110.0260 (18)0.0268 (18)0.0299 (18)0.0022 (14)0.0013 (15)0.0035 (14)
C120.0284 (18)0.0257 (18)0.0316 (19)0.0017 (15)0.0024 (15)0.0004 (15)
C130.0317 (19)0.0321 (19)0.0220 (17)0.0002 (16)0.0068 (15)0.0002 (15)
C140.044 (2)0.0276 (19)0.039 (2)0.0072 (16)0.0103 (18)0.0038 (16)
C150.039 (2)0.0254 (18)0.0268 (18)0.0016 (15)0.0007 (16)0.0026 (14)
C160.037 (2)0.035 (2)0.0290 (19)0.0007 (16)0.0030 (16)0.0043 (16)
C170.036 (2)0.0273 (19)0.033 (2)0.0026 (15)0.0027 (16)0.0093 (15)
C180.046 (2)0.029 (2)0.032 (2)0.0047 (17)0.0066 (17)0.0016 (16)
C190.040 (2)0.033 (2)0.0271 (19)0.0013 (17)0.0020 (16)0.0022 (15)
C200.045 (2)0.038 (2)0.046 (2)0.0089 (19)0.009 (2)0.0142 (19)
C210.063 (3)0.071 (4)0.098 (4)0.040 (3)0.001 (3)0.000 (3)
C220.053 (2)0.0250 (19)0.0252 (18)0.0017 (16)0.0124 (17)0.0025 (15)
C230.049 (2)0.0227 (18)0.0293 (19)0.0057 (16)0.0126 (17)0.0056 (15)
C240.0353 (19)0.0227 (17)0.0310 (19)0.0020 (15)0.0122 (15)0.0012 (14)
C250.055 (2)0.030 (2)0.033 (2)0.0023 (17)0.0206 (18)0.0019 (16)
C260.056 (2)0.029 (2)0.0257 (19)0.0060 (17)0.0160 (17)0.0057 (15)
C270.039 (2)0.0286 (19)0.034 (2)0.0009 (16)0.0124 (17)0.0013 (16)
C280.061 (3)0.0169 (17)0.044 (2)0.0023 (17)0.0095 (19)0.0012 (16)
C290.046 (2)0.0169 (17)0.035 (2)0.0038 (15)0.0017 (17)0.0055 (15)
C300.0293 (18)0.0238 (18)0.032 (2)0.0039 (14)0.0061 (16)0.0027 (15)
Ni30.0243 (3)0.0234 (3)0.0338 (3)0.0017 (2)0.0079 (3)0.0007 (3)
S50.0327 (5)0.0304 (5)0.0689 (7)0.0021 (4)0.0026 (5)0.0157 (5)
O170.0288 (15)0.094 (3)0.0524 (19)0.0042 (16)0.0006 (13)0.0318 (17)
O180.0314 (15)0.085 (2)0.0402 (16)0.0223 (15)0.0093 (12)0.0043 (15)
O190.0303 (13)0.0464 (16)0.0402 (15)0.0034 (12)0.0137 (12)0.0003 (12)
O200.0368 (14)0.0289 (13)0.0321 (13)0.0019 (11)0.0067 (11)0.0020 (10)
N130.0276 (15)0.0321 (18)0.0388 (17)0.0006 (13)0.0094 (13)0.0010 (14)
N140.0298 (16)0.0306 (16)0.0302 (16)0.0002 (13)0.0079 (13)0.0006 (13)
N150.0228 (14)0.0223 (14)0.0362 (16)0.0021 (12)0.0072 (12)0.0026 (12)
C610.0202 (17)0.030 (2)0.0316 (19)0.0006 (14)0.0048 (14)0.0005 (15)
C620.034 (2)0.032 (2)0.035 (2)0.0002 (16)0.0111 (16)0.0006 (16)
C630.034 (2)0.040 (2)0.0296 (19)0.0102 (17)0.0104 (16)0.0032 (16)
C640.0258 (18)0.059 (3)0.0216 (18)0.0027 (18)0.0053 (15)0.0056 (17)
C650.031 (2)0.051 (2)0.030 (2)0.0062 (17)0.0076 (16)0.0112 (17)
C660.0258 (18)0.037 (2)0.035 (2)0.0021 (16)0.0106 (15)0.0039 (16)
C670.034 (2)0.067 (3)0.025 (2)0.015 (2)0.0059 (17)0.0121 (19)
C680.040 (2)0.118 (4)0.045 (3)0.038 (3)0.006 (2)0.010 (3)
C690.0247 (17)0.0214 (17)0.040 (2)0.0004 (14)0.0130 (15)0.0009 (15)
C700.0283 (18)0.0204 (17)0.041 (2)0.0003 (14)0.0090 (16)0.0021 (15)
C710.0243 (17)0.0195 (16)0.0342 (19)0.0059 (14)0.0085 (15)0.0020 (14)
C720.0207 (17)0.0278 (18)0.042 (2)0.0011 (14)0.0133 (15)0.0079 (15)
C730.0250 (18)0.0243 (18)0.041 (2)0.0011 (14)0.0054 (15)0.0005 (15)
C740.0233 (17)0.0249 (18)0.042 (2)0.0033 (15)0.0049 (16)0.0050 (16)
C750.042 (2)0.038 (2)0.032 (2)0.0024 (17)0.0079 (17)0.0028 (16)
Ni20.0329 (2)0.0199 (2)0.0258 (2)0.00069 (18)0.00218 (18)0.00226 (17)
S30.0630 (7)0.0701 (8)0.0310 (5)0.0255 (6)0.0088 (5)0.0137 (5)
S4A0.0311 (6)0.0880 (14)0.0316 (7)0.0105 (9)0.0054 (5)0.0092 (8)
C32A0.0223 (19)0.015 (4)0.038 (4)0.004 (4)0.004 (2)0.001 (3)
S4B0.0311 (6)0.0880 (14)0.0316 (7)0.0105 (9)0.0054 (5)0.0092 (8)
C32B0.0223 (19)0.015 (4)0.038 (4)0.004 (4)0.004 (2)0.001 (3)
O90.0386 (14)0.0212 (12)0.0335 (13)0.0028 (10)0.0087 (11)0.0013 (10)
O100.0343 (13)0.0203 (12)0.0260 (12)0.0018 (10)0.0053 (10)0.0045 (9)
O110.0424 (17)0.0487 (18)0.063 (2)0.0035 (14)0.0072 (15)0.0059 (15)
O120.0441 (17)0.0449 (17)0.0591 (19)0.0111 (13)0.0086 (14)0.0111 (14)
O130.0609 (19)0.0380 (16)0.0554 (18)0.0027 (14)0.0259 (15)0.0181 (13)
O140.0412 (15)0.0315 (14)0.0395 (15)0.0036 (12)0.0003 (12)0.0097 (11)
O150.0317 (14)0.0304 (14)0.0524 (16)0.0056 (11)0.0114 (12)0.0025 (12)
O160.0276 (13)0.0318 (14)0.0421 (15)0.0030 (10)0.0009 (11)0.0058 (11)
N70.0423 (18)0.0252 (16)0.0323 (18)0.0009 (13)0.0022 (14)0.0036 (13)
N80.0399 (17)0.0183 (15)0.0315 (17)0.0019 (12)0.0041 (14)0.0012 (12)
N90.0282 (15)0.0231 (14)0.0249 (15)0.0030 (12)0.0004 (12)0.0004 (12)
N100.0382 (17)0.0196 (14)0.0307 (16)0.0007 (12)0.0021 (13)0.0052 (12)
N110.0294 (15)0.0244 (15)0.0255 (15)0.0023 (12)0.0022 (12)0.0042 (12)
N120.0335 (16)0.0185 (14)0.0307 (15)0.0007 (12)0.0048 (13)0.0009 (12)
C310.038 (2)0.0236 (18)0.033 (2)0.0029 (15)0.0036 (16)0.0046 (15)
C330.0266 (17)0.0275 (18)0.0225 (17)0.0011 (14)0.0007 (14)0.0014 (14)
C340.0240 (17)0.0225 (17)0.0270 (18)0.0045 (13)0.0039 (14)0.0048 (14)
C350.0188 (16)0.0227 (17)0.0305 (18)0.0022 (13)0.0038 (14)0.0001 (14)
C360.0333 (19)0.0273 (18)0.0213 (17)0.0025 (14)0.0017 (14)0.0008 (14)
C370.039 (2)0.0195 (17)0.0255 (18)0.0022 (15)0.0003 (15)0.0036 (14)
C380.0170 (16)0.0214 (17)0.0295 (18)0.0002 (13)0.0048 (13)0.0013 (14)
C390.042 (2)0.0247 (18)0.036 (2)0.0033 (16)0.0120 (17)0.0096 (15)
C400.038 (2)0.0172 (17)0.0319 (19)0.0026 (14)0.0035 (16)0.0003 (14)
C410.039 (2)0.0164 (17)0.047 (2)0.0007 (15)0.0052 (18)0.0036 (15)
C420.040 (2)0.0147 (17)0.052 (2)0.0012 (15)0.0005 (19)0.0036 (16)
C430.055 (3)0.0264 (19)0.034 (2)0.0021 (17)0.0098 (19)0.0038 (16)
C440.050 (2)0.0236 (19)0.036 (2)0.0017 (16)0.0019 (18)0.0047 (15)
C450.069 (3)0.0144 (18)0.046 (3)0.0005 (18)0.018 (2)0.0041 (17)
C460.045 (3)0.063 (3)0.061 (3)0.003 (2)0.001 (2)0.008 (2)
C470.0297 (19)0.0259 (18)0.0340 (19)0.0000 (15)0.0081 (15)0.0034 (15)
C480.0303 (18)0.0208 (17)0.0307 (18)0.0003 (14)0.0030 (15)0.0032 (14)
C490.0347 (19)0.0212 (17)0.0256 (18)0.0033 (14)0.0015 (15)0.0017 (14)
C500.0316 (19)0.0286 (19)0.0306 (19)0.0028 (15)0.0060 (15)0.0016 (15)
C510.0287 (18)0.0263 (18)0.0306 (18)0.0036 (14)0.0050 (15)0.0021 (15)
C520.044 (2)0.0251 (19)0.0279 (19)0.0001 (16)0.0068 (17)0.0020 (15)
C530.068 (3)0.034 (2)0.037 (2)0.010 (2)0.001 (2)0.0114 (18)
C540.036 (2)0.0192 (17)0.036 (2)0.0020 (15)0.0096 (16)0.0002 (15)
C550.0300 (19)0.0230 (17)0.0332 (19)0.0031 (14)0.0031 (15)0.0027 (14)
C560.0301 (18)0.0228 (17)0.0263 (17)0.0008 (14)0.0071 (14)0.0054 (14)
C570.0329 (19)0.0215 (17)0.0327 (19)0.0051 (14)0.0102 (15)0.0016 (14)
C580.034 (2)0.0214 (17)0.0348 (19)0.0026 (15)0.0075 (16)0.0000 (14)
C590.0292 (18)0.0258 (18)0.0338 (19)0.0006 (15)0.0095 (15)0.0054 (15)
C600.031 (2)0.046 (2)0.049 (2)0.0022 (18)0.0039 (18)0.0082 (19)
Geometric parameters (Å, º) top
Ni1—N22.042 (3)C64—C651.389 (6)
Ni1—N12.060 (3)C64—C671.496 (5)
Ni1—N42.112 (3)C65—C661.381 (5)
Ni1—N52.133 (3)C65—H650.9500
Ni1—N62.139 (3)C66—H660.9500
Ni1—N32.154 (3)C68—H68A0.9800
S1—C291.639 (4)C68—H68B0.9800
S2—C301.635 (4)C68—H68C0.9800
O1—C61.198 (4)C69—C701.374 (5)
O2—C61.330 (4)C69—H690.9500
O2—C71.455 (4)C70—C711.395 (5)
O3—C131.211 (4)C70—H700.9500
O4—C131.336 (4)C71—C721.386 (5)
O4—C141.443 (4)C71—C741.489 (5)
O5—C201.220 (5)C72—C731.378 (5)
O6—C201.336 (5)C72—H720.9500
O6—C211.451 (5)C73—H730.9500
O7—C271.202 (4)C75—H75A0.9800
O8—C271.332 (4)C75—H75B0.9800
O8—C281.445 (4)C75—H75C0.9800
N1—C291.147 (4)Ni2—N72.036 (3)
N2—C301.158 (4)Ni2—N82.040 (3)
N3—C51.337 (4)Ni2—N122.100 (3)
N3—C11.348 (4)Ni2—N112.124 (3)
N4—C121.335 (4)Ni2—N102.162 (3)
N4—C81.343 (4)Ni2—N92.172 (3)
N5—C191.341 (4)S3—C311.622 (4)
N5—C151.344 (4)S4A—C32A1.641 (10)
N6—C221.337 (4)C32A—N81.177 (10)
N6—C261.340 (4)S4B—C32B1.61 (4)
C1—C21.380 (5)C32B—N81.10 (3)
C1—H10.9500O9—C381.207 (4)
C2—C31.388 (5)O10—C381.331 (4)
C2—H20.9500O10—C391.448 (4)
C3—C41.387 (5)O11—C451.160 (5)
C3—C61.501 (5)O12—C451.343 (5)
C4—C51.385 (5)O12—C461.487 (5)
C4—H40.9500O13—C521.204 (4)
C5—H50.9500O14—C521.328 (4)
C7—H7A0.9800O14—C531.448 (4)
C7—H7B0.9800O15—C591.203 (4)
C7—H7C0.9800O16—C591.329 (4)
C8—C91.367 (5)O16—C601.455 (4)
C8—H80.9500N7—C311.163 (5)
C9—C101.391 (5)N9—C371.342 (4)
C9—H90.9500N9—C331.352 (4)
C10—C111.391 (5)N10—C401.342 (5)
C10—C131.489 (5)N10—C441.347 (5)
C11—C121.388 (5)N11—C471.330 (4)
C11—H110.9500N11—C511.347 (4)
C12—H120.9500N12—C541.336 (4)
C14—H14A0.9800N12—C581.344 (4)
C14—H14B0.9800C33—C341.377 (5)
C14—H14C0.9800C33—H330.9500
C15—C161.376 (5)C34—C351.392 (5)
C15—H150.9500C34—H340.9500
C16—C171.387 (5)C35—C361.375 (5)
C16—H160.9500C35—C381.496 (4)
C17—C181.394 (5)C36—C371.381 (5)
C17—C201.492 (5)C36—H360.9500
C18—C191.373 (5)C37—H370.9500
C18—H180.9500C39—H39A0.9800
C19—H190.9500C39—H39B0.9800
C21—H21A0.9800C39—H39C0.9800
C21—H21B0.9800C40—C411.382 (5)
C21—H21C0.9800C40—H400.9500
C22—C231.382 (5)C41—C421.366 (5)
C22—H220.9500C41—H410.9500
C23—C241.382 (5)C42—C431.378 (6)
C23—H230.9500C42—C451.554 (6)
C24—C251.381 (5)C43—C441.397 (6)
C24—C271.501 (5)C43—H430.9500
C25—C261.371 (5)C44—H440.9500
C25—H250.9500C46—H46A0.9800
C26—H260.9500C46—H46B0.9800
C28—H28A0.9800C46—H46C0.9800
C28—H28B0.9800C47—C481.376 (5)
C28—H28C0.9800C47—H470.9500
Ni3—N13i2.039 (3)C48—C491.381 (5)
Ni3—N132.039 (3)C48—H480.9500
Ni3—N152.127 (3)C49—C501.380 (5)
Ni3—N15i2.127 (3)C49—C521.499 (5)
Ni3—N142.207 (3)C50—C511.377 (5)
Ni3—N14i2.207 (3)C50—H500.9500
S5—C611.618 (4)C51—H510.9500
O17—C671.208 (5)C53—H53A0.9800
O18—C671.327 (5)C53—H53B0.9800
O18—C681.449 (5)C53—H53C0.9800
O19—C741.206 (4)C54—C551.382 (5)
O20—C741.337 (4)C54—H540.9500
O20—C751.452 (4)C55—C561.395 (5)
N13—C611.174 (4)C55—H550.9500
N14—C621.342 (4)C56—C571.380 (5)
N14—C661.346 (5)C56—C591.493 (5)
N15—C691.336 (4)C57—C581.373 (5)
N15—C731.350 (4)C57—H570.9500
C62—C631.384 (5)C58—H580.9500
C62—H620.9500C60—H60A0.9800
C63—C641.381 (5)C60—H60B0.9800
C63—H630.9500C60—H60C0.9800
N2—Ni1—N1177.90 (11)N14—C66—H66118.4
N2—Ni1—N490.28 (11)C65—C66—H66118.4
N1—Ni1—N487.62 (11)O17—C67—O18124.7 (4)
N2—Ni1—N589.97 (11)O17—C67—C64123.9 (4)
N1—Ni1—N590.11 (11)O18—C67—C64111.4 (4)
N4—Ni1—N593.72 (11)O18—C68—H68A109.5
N2—Ni1—N692.05 (11)O18—C68—H68B109.5
N1—Ni1—N690.04 (11)H68A—C68—H68B109.5
N4—Ni1—N6177.65 (11)O18—C68—H68C109.5
N5—Ni1—N686.49 (11)H68A—C68—H68C109.5
N2—Ni1—N389.31 (11)H68B—C68—H68C109.5
N1—Ni1—N390.87 (11)N15—C69—C70123.3 (3)
N4—Ni1—N393.19 (10)N15—C69—H69118.3
N5—Ni1—N3173.06 (10)C70—C69—H69118.3
N6—Ni1—N386.63 (11)C69—C70—C71119.4 (3)
C6—O2—C7114.3 (3)C69—C70—H70120.3
C13—O4—C14115.3 (3)C71—C70—H70120.3
C20—O6—C21115.8 (4)C72—C71—C70117.5 (3)
C27—O8—C28115.3 (3)C72—C71—C74120.5 (3)
C29—N1—Ni1173.2 (3)C70—C71—C74122.0 (3)
C30—N2—Ni1177.7 (3)C73—C72—C71119.7 (3)
C5—N3—C1117.0 (3)C73—C72—H72120.1
C5—N3—Ni1123.5 (2)C71—C72—H72120.1
C1—N3—Ni1118.6 (2)N15—C73—C72122.6 (3)
C12—N4—C8117.8 (3)N15—C73—H73118.7
C12—N4—Ni1124.7 (2)C72—C73—H73118.7
C8—N4—Ni1117.5 (2)O19—C74—O20124.6 (3)
C19—N5—C15117.9 (3)O19—C74—C71124.0 (3)
C19—N5—Ni1118.9 (2)O20—C74—C71111.4 (3)
C15—N5—Ni1122.6 (2)O20—C75—H75A109.5
C22—N6—C26117.4 (3)O20—C75—H75B109.5
C22—N6—Ni1120.1 (2)H75A—C75—H75B109.5
C26—N6—Ni1122.4 (2)O20—C75—H75C109.5
N3—C1—C2122.9 (3)H75A—C75—H75C109.5
N3—C1—H1118.5H75B—C75—H75C109.5
C2—C1—H1118.5N7—Ni2—N8179.63 (13)
C1—C2—C3119.5 (3)N7—Ni2—N1290.69 (12)
C1—C2—H2120.2N8—Ni2—N1288.97 (11)
C3—C2—H2120.2N7—Ni2—N1190.27 (11)
C4—C3—C2117.7 (3)N8—Ni2—N1189.86 (11)
C4—C3—C6123.8 (3)N12—Ni2—N1190.07 (11)
C2—C3—C6118.4 (3)N7—Ni2—N1090.64 (12)
C5—C4—C3119.1 (3)N8—Ni2—N1089.70 (12)
C5—C4—H4120.5N12—Ni2—N10177.92 (11)
C3—C4—H4120.5N11—Ni2—N1088.32 (10)
N3—C5—C4123.6 (3)N7—Ni2—N988.48 (11)
N3—C5—H5118.2N8—Ni2—N991.38 (11)
C4—C5—H5118.2N12—Ni2—N989.61 (10)
O1—C6—O2124.3 (3)N11—Ni2—N9178.71 (11)
O1—C6—C3123.7 (3)N10—Ni2—N992.02 (10)
O2—C6—C3112.0 (3)N8—C32A—S4A177.0 (5)
O2—C7—H7A109.5N8—C32B—S4B173.5 (19)
O2—C7—H7B109.5C38—O10—C39116.2 (3)
H7A—C7—H7B109.5C45—O12—C46109.1 (4)
O2—C7—H7C109.5C52—O14—C53116.2 (3)
H7A—C7—H7C109.5C59—O16—C60114.3 (3)
H7B—C7—H7C109.5C31—N7—Ni2159.1 (3)
N4—C8—C9123.1 (3)C32B—N8—Ni2166.9 (16)
N4—C8—H8118.5C32A—N8—Ni2158.9 (4)
C9—C8—H8118.5C37—N9—C33116.9 (3)
C8—C9—C10119.2 (3)C37—N9—Ni2120.1 (2)
C8—C9—H9120.4C33—N9—Ni2122.8 (2)
C10—C9—H9120.4C40—N10—C44117.1 (3)
C11—C10—C9118.3 (3)C40—N10—Ni2120.1 (2)
C11—C10—C13123.1 (3)C44—N10—Ni2122.6 (3)
C9—C10—C13118.5 (3)C47—N11—C51117.7 (3)
C12—C11—C10118.5 (3)C47—N11—Ni2120.3 (2)
C12—C11—H11120.8C51—N11—Ni2121.9 (2)
C10—C11—H11120.8C54—N12—C58118.2 (3)
N4—C12—C11123.0 (3)C54—N12—Ni2121.3 (2)
N4—C12—H12118.5C58—N12—Ni2120.5 (2)
C11—C12—H12118.5N7—C31—S3177.8 (4)
O3—C13—O4124.1 (3)N9—C33—C34123.1 (3)
O3—C13—C10124.1 (3)N9—C33—H33118.4
O4—C13—C10111.7 (3)C34—C33—H33118.4
O4—C14—H14A109.5C33—C34—C35118.8 (3)
O4—C14—H14B109.5C33—C34—H34120.6
H14A—C14—H14B109.5C35—C34—H34120.6
O4—C14—H14C109.5C36—C35—C34118.6 (3)
H14A—C14—H14C109.5C36—C35—C38121.9 (3)
H14B—C14—H14C109.5C34—C35—C38119.4 (3)
N5—C15—C16122.9 (3)C35—C36—C37119.1 (3)
N5—C15—H15118.5C35—C36—H36120.5
C16—C15—H15118.5C37—C36—H36120.5
C15—C16—C17118.8 (3)N9—C37—C36123.4 (3)
C15—C16—H16120.6N9—C37—H37118.3
C17—C16—H16120.6C36—C37—H37118.3
C16—C17—C18118.6 (3)O9—C38—O10124.8 (3)
C16—C17—C20119.0 (4)O9—C38—C35124.0 (3)
C18—C17—C20122.4 (3)O10—C38—C35111.1 (3)
C19—C18—C17118.7 (3)O10—C39—H39A109.5
C19—C18—H18120.6O10—C39—H39B109.5
C17—C18—H18120.6H39A—C39—H39B109.5
N5—C19—C18123.0 (3)O10—C39—H39C109.5
N5—C19—H19118.5H39A—C39—H39C109.5
C18—C19—H19118.5H39B—C39—H39C109.5
O5—C20—O6124.7 (4)N10—C40—C41123.5 (3)
O5—C20—C17124.1 (4)N10—C40—H40118.2
O6—C20—C17111.2 (4)C41—C40—H40118.2
O6—C21—H21A109.5C42—C41—C40119.0 (4)
O6—C21—H21B109.5C42—C41—H41120.5
H21A—C21—H21B109.5C40—C41—H41120.5
O6—C21—H21C109.5C41—C42—C43119.1 (4)
H21A—C21—H21C109.5C41—C42—C45115.8 (4)
H21B—C21—H21C109.5C43—C42—C45125.1 (4)
N6—C22—C23123.0 (3)C42—C43—C44119.1 (4)
N6—C22—H22118.5C42—C43—H43120.5
C23—C22—H22118.5C44—C43—H43120.5
C22—C23—C24118.5 (3)N10—C44—C43122.3 (4)
C22—C23—H23120.7N10—C44—H44118.9
C24—C23—H23120.7C43—C44—H44118.9
C25—C24—C23119.0 (3)O11—C45—O12127.4 (4)
C25—C24—C27119.2 (3)O11—C45—C42124.2 (4)
C23—C24—C27121.7 (3)O12—C45—C42108.3 (4)
C26—C25—C24118.6 (3)O12—C46—H46A109.5
C26—C25—H25120.7O12—C46—H46B109.5
C24—C25—H25120.7H46A—C46—H46B109.5
N6—C26—C25123.4 (3)O12—C46—H46C109.5
N6—C26—H26118.3H46A—C46—H46C109.5
C25—C26—H26118.3H46B—C46—H46C109.5
O7—C27—O8123.9 (3)N11—C47—C48123.4 (3)
O7—C27—C24124.4 (3)N11—C47—H47118.3
O8—C27—C24111.8 (3)C48—C47—H47118.3
O8—C28—H28A109.5C47—C48—C49118.4 (3)
O8—C28—H28B109.5C47—C48—H48120.8
H28A—C28—H28B109.5C49—C48—H48120.8
O8—C28—H28C109.5C50—C49—C48119.0 (3)
H28A—C28—H28C109.5C50—C49—C52119.0 (3)
H28B—C28—H28C109.5C48—C49—C52122.0 (3)
N1—C29—S1178.4 (4)C51—C50—C49118.8 (3)
N2—C30—S2179.4 (3)C51—C50—H50120.6
N13i—Ni3—N13180.00 (6)C49—C50—H50120.6
N13i—Ni3—N1589.65 (11)N11—C51—C50122.5 (3)
N13—Ni3—N1590.35 (11)N11—C51—H51118.7
N13i—Ni3—N15i90.35 (11)C50—C51—H51118.7
N13—Ni3—N15i89.65 (11)O13—C52—O14124.8 (3)
N15—Ni3—N15i180.0O13—C52—C49123.0 (3)
N13i—Ni3—N1489.46 (11)O14—C52—C49112.2 (3)
N13—Ni3—N1490.54 (11)O14—C53—H53A109.5
N15—Ni3—N1486.23 (10)O14—C53—H53B109.5
N15i—Ni3—N1493.77 (10)H53A—C53—H53B109.5
N13i—Ni3—N14i90.53 (11)O14—C53—H53C109.5
N13—Ni3—N14i89.47 (11)H53A—C53—H53C109.5
N15—Ni3—N14i93.77 (10)H53B—C53—H53C109.5
N15i—Ni3—N14i86.23 (10)N12—C54—C55122.4 (3)
N14—Ni3—N14i180.0N12—C54—H54118.8
C67—O18—C68116.1 (4)C55—C54—H54118.8
C74—O20—C75116.1 (3)C54—C55—C56119.0 (3)
C61—N13—Ni3169.4 (3)C54—C55—H55120.5
C62—N14—C66116.9 (3)C56—C55—H55120.5
C62—N14—Ni3120.2 (2)C57—C56—C55118.4 (3)
C66—N14—Ni3122.9 (2)C57—C56—C59118.6 (3)
C69—N15—C73117.4 (3)C55—C56—C59123.0 (3)
C69—N15—Ni3121.4 (2)C58—C57—C56119.1 (3)
C73—N15—Ni3121.1 (2)C58—C57—H57120.5
N13—C61—S5179.4 (3)C56—C57—H57120.5
N14—C62—C63123.2 (3)N12—C58—C57123.0 (3)
N14—C62—H62118.4N12—C58—H58118.5
C63—C62—H62118.4C57—C58—H58118.5
C64—C63—C62119.5 (3)O15—C59—O16125.1 (3)
C64—C63—H63120.2O15—C59—C56123.5 (3)
C62—C63—H63120.2O16—C59—C56111.5 (3)
C63—C64—C65117.7 (3)O16—C60—H60A109.5
C63—C64—C67123.3 (4)O16—C60—H60B109.5
C65—C64—C67119.0 (4)H60A—C60—H60B109.5
C66—C65—C64119.5 (3)O16—C60—H60C109.5
C66—C65—H65120.3H60A—C60—H60C109.5
C64—C65—H65120.3H60B—C60—H60C109.5
N14—C66—C65123.1 (3)
N2—Ni1—N3—C527.1 (3)C63—C64—C67—O17172.0 (4)
N1—Ni1—N3—C5150.9 (3)C65—C64—C67—O177.4 (5)
N4—Ni1—N3—C563.2 (3)C63—C64—C67—O188.8 (5)
N6—Ni1—N3—C5119.2 (3)C65—C64—C67—O18171.8 (3)
N2—Ni1—N3—C1142.0 (3)C73—N15—C69—C702.3 (5)
N1—Ni1—N3—C140.1 (3)Ni3—N15—C69—C70174.6 (3)
N4—Ni1—N3—C1127.8 (3)N15—C69—C70—C711.7 (5)
N6—Ni1—N3—C149.9 (3)C69—C70—C71—C720.7 (5)
N2—Ni1—N4—C1253.2 (3)C69—C70—C71—C74179.6 (3)
N1—Ni1—N4—C12126.7 (3)C70—C71—C72—C732.2 (5)
N5—Ni1—N4—C1236.8 (3)C74—C71—C72—C73178.9 (3)
N3—Ni1—N4—C12142.5 (3)C69—N15—C73—C720.7 (5)
N2—Ni1—N4—C8128.7 (3)Ni3—N15—C73—C72176.3 (2)
N1—Ni1—N4—C851.4 (3)C71—C72—C73—N151.6 (5)
N5—Ni1—N4—C8141.4 (2)C75—O20—C74—O193.1 (5)
N3—Ni1—N4—C839.3 (3)C75—O20—C74—C71176.8 (3)
N2—Ni1—N5—C1945.8 (3)C72—C71—C74—O191.2 (5)
N1—Ni1—N5—C19136.3 (3)C70—C71—C74—O19180.0 (3)
N4—Ni1—N5—C19136.0 (3)C72—C71—C74—O20178.7 (3)
N6—Ni1—N5—C1946.3 (3)C70—C71—C74—O200.2 (4)
N2—Ni1—N5—C15142.9 (3)N12—Ni2—N7—C31153.5 (8)
N1—Ni1—N5—C1535.0 (3)N11—Ni2—N7—C3163.4 (8)
N4—Ni1—N5—C1552.6 (3)N10—Ni2—N7—C3124.9 (8)
N6—Ni1—N5—C15125.0 (3)N9—Ni2—N7—C31116.9 (8)
N2—Ni1—N6—C22150.7 (3)N12—Ni2—N8—C32B15 (5)
N1—Ni1—N6—C2229.3 (3)N11—Ni2—N8—C32B75 (5)
N5—Ni1—N6—C2260.8 (3)N10—Ni2—N8—C32B163 (5)
N3—Ni1—N6—C22120.1 (3)N9—Ni2—N8—C32B105 (5)
N2—Ni1—N6—C2626.8 (3)N12—Ni2—N8—C32A63.0 (13)
N1—Ni1—N6—C26153.2 (3)N11—Ni2—N8—C32A153.0 (13)
N5—Ni1—N6—C26116.7 (3)N10—Ni2—N8—C32A118.6 (13)
N3—Ni1—N6—C2662.3 (3)N9—Ni2—N8—C32A26.6 (13)
C5—N3—C1—C22.6 (5)N7—Ni2—N9—C37152.6 (3)
Ni1—N3—C1—C2167.1 (3)N8—Ni2—N9—C3727.0 (3)
N3—C1—C2—C31.3 (5)N12—Ni2—N9—C3761.9 (3)
C1—C2—C3—C44.2 (5)N10—Ni2—N9—C37116.8 (3)
C1—C2—C3—C6174.6 (3)N7—Ni2—N9—C3323.3 (3)
C2—C3—C4—C53.3 (5)N8—Ni2—N9—C33157.1 (3)
C6—C3—C4—C5175.4 (3)N12—Ni2—N9—C33114.0 (3)
C1—N3—C5—C43.5 (5)N10—Ni2—N9—C3367.3 (3)
Ni1—N3—C5—C4165.7 (3)N7—Ni2—N10—C40157.7 (2)
C3—C4—C5—N30.6 (5)N8—Ni2—N10—C4022.2 (2)
C7—O2—C6—O13.8 (5)N11—Ni2—N10—C40112.1 (2)
C7—O2—C6—C3174.1 (3)N9—Ni2—N10—C4069.2 (2)
C4—C3—C6—O1158.0 (4)N7—Ni2—N10—C4427.7 (3)
C2—C3—C6—O123.2 (5)N8—Ni2—N10—C44152.4 (3)
C4—C3—C6—O224.0 (5)N11—Ni2—N10—C4462.5 (3)
C2—C3—C6—O2154.7 (3)N9—Ni2—N10—C44116.2 (3)
C12—N4—C8—C91.5 (5)N7—Ni2—N11—C47139.4 (3)
Ni1—N4—C8—C9179.8 (3)N8—Ni2—N11—C4740.9 (3)
N4—C8—C9—C103.2 (5)N12—Ni2—N11—C47129.9 (3)
C8—C9—C10—C112.6 (5)N10—Ni2—N11—C4748.8 (3)
C8—C9—C10—C13178.5 (3)N7—Ni2—N11—C5135.2 (3)
C9—C10—C11—C120.5 (5)N8—Ni2—N11—C51144.5 (3)
C13—C10—C11—C12179.3 (3)N12—Ni2—N11—C5155.5 (3)
C8—N4—C12—C110.7 (5)N10—Ni2—N11—C51125.8 (3)
Ni1—N4—C12—C11177.4 (2)N7—Ni2—N12—C54132.7 (3)
C10—C11—C12—N41.2 (5)N8—Ni2—N12—C5447.5 (3)
C14—O4—C13—O32.3 (5)N11—Ni2—N12—C5442.4 (3)
C14—O4—C13—C10177.5 (3)N9—Ni2—N12—C54138.8 (3)
C11—C10—C13—O3167.5 (3)N7—Ni2—N12—C5845.3 (3)
C9—C10—C13—O311.3 (5)N8—Ni2—N12—C58134.6 (3)
C11—C10—C13—O412.3 (4)N11—Ni2—N12—C58135.6 (3)
C9—C10—C13—O4168.9 (3)N9—Ni2—N12—C5843.2 (3)
C19—N5—C15—C160.8 (5)C37—N9—C33—C342.1 (5)
Ni1—N5—C15—C16170.7 (3)Ni2—N9—C33—C34178.2 (2)
N5—C15—C16—C170.5 (5)N9—C33—C34—C350.4 (5)
C15—C16—C17—C180.4 (5)C33—C34—C35—C361.5 (5)
C15—C16—C17—C20179.6 (3)C33—C34—C35—C38179.1 (3)
C16—C17—C18—C191.0 (5)C34—C35—C36—C371.5 (5)
C20—C17—C18—C19178.2 (3)C38—C35—C36—C37179.0 (3)
C15—N5—C19—C182.3 (5)C33—N9—C37—C362.1 (5)
Ni1—N5—C19—C18169.5 (3)Ni2—N9—C37—C36178.2 (3)
C17—C18—C19—N52.4 (6)C35—C36—C37—N90.2 (5)
C21—O6—C20—O52.5 (6)C39—O10—C38—O93.0 (4)
C21—O6—C20—C17178.7 (4)C39—O10—C38—C35176.8 (3)
C16—C17—C20—O513.2 (6)C36—C35—C38—O9175.2 (3)
C18—C17—C20—O5166.0 (4)C34—C35—C38—O94.3 (5)
C16—C17—C20—O6168.0 (3)C36—C35—C38—O105.0 (4)
C18—C17—C20—O612.8 (5)C34—C35—C38—O10175.6 (3)
C26—N6—C22—C230.9 (6)C44—N10—C40—C410.4 (5)
Ni1—N6—C22—C23176.7 (3)Ni2—N10—C40—C41174.5 (2)
N6—C22—C23—C240.3 (6)N10—C40—C41—C420.5 (5)
C22—C23—C24—C250.6 (5)C40—C41—C42—C430.8 (5)
C22—C23—C24—C27179.7 (3)C40—C41—C42—C45176.4 (3)
C23—C24—C25—C260.8 (6)C41—C42—C43—C440.3 (5)
C27—C24—C25—C26179.9 (4)C45—C42—C43—C44176.6 (3)
C22—N6—C26—C250.7 (6)C40—N10—C44—C430.9 (5)
Ni1—N6—C26—C25176.9 (3)Ni2—N10—C44—C43173.9 (3)
C24—C25—C26—N60.2 (6)C42—C43—C44—N100.6 (5)
C28—O8—C27—O70.6 (5)C46—O12—C45—O116.6 (6)
C28—O8—C27—C24179.7 (3)C46—O12—C45—C42174.0 (3)
C25—C24—C27—O711.2 (6)C41—C42—C45—O119.5 (5)
C23—C24—C27—O7167.9 (4)C43—C42—C45—O11173.5 (4)
C25—C24—C27—O8169.7 (3)C41—C42—C45—O12171.1 (3)
C23—C24—C27—O811.2 (5)C43—C42—C45—O126.0 (5)
N15—Ni3—N13—C61102.2 (15)C51—N11—C47—C483.4 (5)
N15i—Ni3—N13—C6177.8 (15)Ni2—N11—C47—C48171.4 (3)
N14—Ni3—N13—C6116.0 (15)N11—C47—C48—C491.8 (5)
N14i—Ni3—N13—C61164.0 (15)C47—C48—C49—C501.8 (5)
N13i—Ni3—N14—C62159.3 (3)C47—C48—C49—C52176.6 (3)
N13—Ni3—N14—C6220.7 (3)C48—C49—C50—C513.6 (5)
N15—Ni3—N14—C6269.6 (3)C52—C49—C50—C51174.8 (3)
N15i—Ni3—N14—C62110.4 (3)C47—N11—C51—C501.4 (5)
N13i—Ni3—N14—C6620.3 (3)Ni2—N11—C51—C50173.4 (3)
N13—Ni3—N14—C66159.7 (3)C49—C50—C51—N112.1 (5)
N15—Ni3—N14—C66110.0 (3)C53—O14—C52—O134.1 (5)
N15i—Ni3—N14—C6670.0 (3)C53—O14—C52—C49175.2 (3)
N13i—Ni3—N15—C69137.8 (3)C50—C49—C52—O1320.1 (5)
N13—Ni3—N15—C6942.2 (3)C48—C49—C52—O13161.5 (4)
N14—Ni3—N15—C69132.7 (3)C50—C49—C52—O14159.2 (3)
N14i—Ni3—N15—C6947.3 (3)C48—C49—C52—O1419.2 (5)
N13i—Ni3—N15—C7339.0 (3)C58—N12—C54—C550.3 (5)
N13—Ni3—N15—C73141.0 (3)Ni2—N12—C54—C55178.3 (3)
N14—Ni3—N15—C7350.5 (3)N12—C54—C55—C560.3 (5)
N14i—Ni3—N15—C73129.5 (3)C54—C55—C56—C570.3 (5)
C66—N14—C62—C631.3 (5)C54—C55—C56—C59179.8 (3)
Ni3—N14—C62—C63179.1 (3)C55—C56—C57—C580.2 (5)
N14—C62—C63—C640.9 (5)C59—C56—C57—C58179.8 (3)
C62—C63—C64—C652.2 (5)C54—N12—C58—C570.3 (5)
C62—C63—C64—C67178.4 (3)Ni2—N12—C58—C57178.3 (3)
C63—C64—C65—C661.4 (5)C56—C57—C58—N120.2 (5)
C67—C64—C65—C66179.3 (3)C60—O16—C59—O151.8 (5)
C62—N14—C66—C652.2 (5)C60—O16—C59—C56177.7 (3)
Ni3—N14—C66—C65178.2 (3)C57—C56—C59—O1521.1 (5)
C64—C65—C66—N140.9 (5)C55—C56—C59—O15158.9 (3)
C68—O18—C67—O172.6 (5)C57—C56—C59—O16158.4 (3)
C68—O18—C67—C64178.2 (3)C55—C56—C59—O1621.5 (4)
Symmetry code: (i) x+1, y, z+1.
(III) top
Crystal data top
C50H36N6NiO4S2F(000) = 940
Mr = 907.68Dx = 1.454 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9821 reflections
a = 8.9345 (3) Åθ = 2.5–33.3°
b = 20.8306 (6) ŵ = 0.63 mm1
c = 11.1406 (3) ÅT = 100 K
β = 90.660 (1)°Block, blue
V = 2073.25 (11) Å30.23 × 0.21 × 0.20 mm
Z = 2
Data collection top
Bruker APEX-II CCD
diffractometer
6132 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.028
φ and ω scansθmax = 31.0°, θmin = 2.0°
Absorption correction: multi-scan
SADABS (Bruker, 2008)
h = 1212
Tmin = 0.868, Tmax = 0.883k = 3029
73945 measured reflectionsl = 1616
6604 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072H-atom parameters constrained
S = 0.88 w = 1/[σ2(Fo2) + (0.0395P)2 + 1.5386P]
where P = (Fo2 + 2Fc2)/3
6604 reflections(Δ/σ)max = 0.002
286 parametersΔρmax = 0.49 e Å3
0 restraintsΔρmin = 0.43 e Å3
Crystal data top
C50H36N6NiO4S2V = 2073.25 (11) Å3
Mr = 907.68Z = 2
Monoclinic, P21/cMo Kα radiation
a = 8.9345 (3) ŵ = 0.63 mm1
b = 20.8306 (6) ÅT = 100 K
c = 11.1406 (3) Å0.23 × 0.21 × 0.20 mm
β = 90.660 (1)°
Data collection top
Bruker APEX-II CCD
diffractometer
6604 independent reflections
Absorption correction: multi-scan
SADABS (Bruker, 2008)
6132 reflections with I > 2σ(I)
Tmin = 0.868, Tmax = 0.883Rint = 0.028
73945 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0270 restraints
wR(F2) = 0.072H-atom parameters constrained
S = 0.88Δρmax = 0.49 e Å3
6604 reflectionsΔρmin = 0.43 e Å3
286 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
xyzUiso*/Ueq
Ni10.50000.50000.50000.00931 (4)
S10.00788 (3)0.452494 (14)0.65065 (2)0.01886 (6)
O10.30714 (9)0.42017 (4)0.09757 (7)0.02088 (15)
O20.36910 (12)0.79801 (4)0.20182 (7)0.02781 (19)
N10.28873 (9)0.48979 (4)0.56630 (7)0.01282 (14)
N20.42649 (9)0.45719 (4)0.33272 (7)0.01185 (14)
N30.44349 (9)0.59323 (4)0.42740 (7)0.01170 (14)
C10.17098 (10)0.47491 (4)0.60157 (8)0.01185 (15)
C20.50511 (10)0.46678 (5)0.23202 (8)0.01318 (16)
H20.59530.49080.23740.016*
C30.46089 (11)0.44330 (5)0.12080 (8)0.01344 (16)
H30.51940.45160.05190.016*
C40.33011 (10)0.40746 (5)0.11097 (8)0.01248 (16)
C50.24812 (11)0.39702 (5)0.21489 (9)0.01552 (17)
H50.15840.37260.21210.019*
C60.29965 (11)0.42296 (5)0.32268 (8)0.01519 (17)
H60.24220.41610.39280.018*
C70.28077 (11)0.38548 (5)0.01204 (8)0.01409 (16)
C80.20366 (11)0.32269 (5)0.02899 (8)0.01377 (16)
C90.11775 (11)0.31398 (5)0.13376 (9)0.01688 (18)
H90.10640.34820.18950.020*
C100.04931 (12)0.25522 (6)0.15584 (9)0.01966 (19)
H100.00980.24940.22640.024*
C110.06708 (12)0.20484 (5)0.07489 (10)0.01912 (19)
H110.02030.16470.09050.023*
C120.15312 (13)0.21312 (5)0.02873 (10)0.01990 (19)
H120.16580.17860.08360.024*
C130.22070 (12)0.27208 (5)0.05197 (9)0.01764 (18)
H130.27860.27790.12320.021*
C150.32319 (11)0.62434 (5)0.46824 (9)0.01432 (17)
H150.26090.60310.52420.017*
C160.28511 (11)0.68630 (5)0.43272 (9)0.01547 (17)
H160.19960.70690.46490.019*
C170.37364 (11)0.71766 (5)0.34957 (8)0.01316 (16)
C180.49500 (11)0.68444 (5)0.30248 (8)0.01441 (17)
H180.55520.70360.24250.017*
C190.52683 (11)0.62331 (5)0.34403 (8)0.01391 (16)
H190.61110.60150.31250.017*
C200.33871 (12)0.78402 (5)0.30513 (9)0.01593 (17)
C210.26953 (11)0.83200 (5)0.38672 (9)0.01444 (17)
C220.19060 (11)0.88318 (5)0.33464 (10)0.01767 (18)
H220.17490.88430.25020.021*
C230.13520 (12)0.93228 (5)0.40574 (11)0.0207 (2)
H230.08110.96680.37010.025*
C240.15925 (12)0.93078 (5)0.52941 (11)0.0215 (2)
H240.12200.96450.57810.026*
C250.23751 (13)0.88025 (5)0.58189 (10)0.01986 (19)
H250.25360.87960.66630.024*
C260.29246 (12)0.83053 (5)0.51114 (9)0.01643 (18)
H260.34520.79580.54720.020*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.00923 (8)0.00948 (8)0.00924 (7)0.00045 (5)0.00058 (5)0.00010 (5)
S10.01119 (10)0.02633 (13)0.01909 (11)0.00239 (9)0.00190 (8)0.00632 (9)
O10.0269 (4)0.0232 (4)0.0125 (3)0.0063 (3)0.0008 (3)0.0026 (3)
O20.0499 (6)0.0185 (4)0.0151 (3)0.0079 (4)0.0036 (3)0.0035 (3)
N10.0126 (3)0.0136 (3)0.0122 (3)0.0003 (3)0.0001 (3)0.0004 (3)
N20.0130 (3)0.0115 (3)0.0111 (3)0.0003 (3)0.0005 (3)0.0000 (3)
N30.0128 (3)0.0109 (3)0.0114 (3)0.0003 (3)0.0003 (3)0.0007 (3)
C10.0127 (4)0.0119 (4)0.0109 (4)0.0014 (3)0.0014 (3)0.0004 (3)
C20.0128 (4)0.0144 (4)0.0124 (4)0.0018 (3)0.0010 (3)0.0001 (3)
C30.0146 (4)0.0146 (4)0.0111 (4)0.0007 (3)0.0015 (3)0.0005 (3)
C40.0146 (4)0.0126 (4)0.0102 (4)0.0004 (3)0.0000 (3)0.0003 (3)
C50.0155 (4)0.0184 (4)0.0126 (4)0.0049 (3)0.0013 (3)0.0020 (3)
C60.0162 (4)0.0176 (4)0.0118 (4)0.0046 (3)0.0023 (3)0.0017 (3)
C70.0143 (4)0.0162 (4)0.0117 (4)0.0001 (3)0.0004 (3)0.0011 (3)
C80.0140 (4)0.0155 (4)0.0118 (4)0.0004 (3)0.0006 (3)0.0022 (3)
C90.0169 (4)0.0207 (5)0.0130 (4)0.0001 (3)0.0012 (3)0.0017 (3)
C100.0172 (4)0.0247 (5)0.0170 (4)0.0021 (4)0.0018 (3)0.0053 (4)
C110.0173 (4)0.0189 (5)0.0213 (5)0.0029 (4)0.0039 (4)0.0068 (4)
C120.0243 (5)0.0157 (4)0.0197 (4)0.0007 (4)0.0005 (4)0.0005 (4)
C130.0213 (5)0.0168 (4)0.0148 (4)0.0002 (4)0.0031 (3)0.0009 (3)
C150.0148 (4)0.0122 (4)0.0160 (4)0.0003 (3)0.0030 (3)0.0005 (3)
C160.0151 (4)0.0123 (4)0.0190 (4)0.0015 (3)0.0032 (3)0.0000 (3)
C170.0160 (4)0.0108 (4)0.0126 (4)0.0000 (3)0.0012 (3)0.0000 (3)
C180.0169 (4)0.0137 (4)0.0127 (4)0.0001 (3)0.0017 (3)0.0013 (3)
C190.0145 (4)0.0139 (4)0.0134 (4)0.0013 (3)0.0017 (3)0.0007 (3)
C200.0206 (4)0.0117 (4)0.0155 (4)0.0011 (3)0.0018 (3)0.0006 (3)
C210.0152 (4)0.0108 (4)0.0173 (4)0.0001 (3)0.0001 (3)0.0009 (3)
C220.0164 (4)0.0150 (4)0.0215 (5)0.0005 (3)0.0028 (3)0.0028 (4)
C230.0168 (4)0.0152 (4)0.0301 (5)0.0043 (3)0.0009 (4)0.0031 (4)
C240.0211 (5)0.0157 (5)0.0279 (5)0.0031 (4)0.0064 (4)0.0015 (4)
C250.0247 (5)0.0167 (5)0.0184 (4)0.0015 (4)0.0041 (4)0.0008 (4)
C260.0195 (4)0.0127 (4)0.0171 (4)0.0017 (3)0.0009 (3)0.0017 (3)
Geometric parameters (Å, º) top
Ni1—N1i2.0459 (8)C10—C111.3917 (16)
Ni1—N12.0459 (8)C10—H100.9500
Ni1—N32.1613 (8)C11—C121.3903 (15)
Ni1—N3i2.1613 (8)C11—H110.9500
Ni1—N2i2.1613 (8)C12—C131.3917 (15)
Ni1—N22.1613 (8)C12—H120.9500
S1—C11.6306 (10)C13—H130.9500
O1—C71.2210 (12)C15—C161.3909 (13)
O2—C201.2208 (13)C15—H150.9500
N1—C11.1691 (12)C16—C171.3884 (13)
N2—C61.3425 (12)C16—H160.9500
N2—C21.3454 (12)C17—C181.3938 (13)
N3—C151.3393 (12)C17—C201.5000 (13)
N3—C191.3512 (12)C18—C191.3834 (13)
C2—C31.3854 (13)C18—H180.9500
C2—H20.9500C19—H190.9500
C3—C41.3899 (13)C20—C211.4899 (14)
C3—H30.9500C21—C261.3992 (14)
C4—C51.3942 (13)C21—C221.4005 (13)
C4—C71.5059 (13)C22—C231.3882 (15)
C5—C61.3904 (13)C22—H220.9500
C5—H50.9500C23—C241.3923 (17)
C6—H60.9500C23—H230.9500
C7—C81.4894 (14)C24—C251.3891 (15)
C8—C131.3946 (14)C24—H240.9500
C8—C91.4013 (13)C25—C261.3942 (14)
C9—C101.3890 (15)C25—H250.9500
C9—H90.9500C26—H260.9500
N1i—Ni1—N1180.0C9—C10—H10119.9
N1i—Ni1—N389.08 (3)C11—C10—H10119.9
N1—Ni1—N390.92 (3)C12—C11—C10120.16 (10)
N1i—Ni1—N3i90.91 (3)C12—C11—H11119.9
N1—Ni1—N3i89.08 (3)C10—C11—H11119.9
N3—Ni1—N3i180.0C11—C12—C13119.90 (10)
N1i—Ni1—N2i89.77 (3)C11—C12—H12120.0
N1—Ni1—N2i90.23 (3)C13—C12—H12120.0
N3—Ni1—N2i91.11 (3)C12—C13—C8120.19 (9)
N3i—Ni1—N2i88.90 (3)C12—C13—H13119.9
N1i—Ni1—N290.23 (3)C8—C13—H13119.9
N1—Ni1—N289.77 (3)N3—C15—C16123.16 (9)
N3—Ni1—N288.89 (3)N3—C15—H15118.4
N3i—Ni1—N291.10 (3)C16—C15—H15118.4
N2i—Ni1—N2180.0C17—C16—C15119.15 (9)
C1—N1—Ni1170.56 (8)C17—C16—H16120.4
C6—N2—C2117.24 (8)C15—C16—H16120.4
C6—N2—Ni1122.60 (6)C16—C17—C18117.98 (9)
C2—N2—Ni1120.09 (6)C16—C17—C20122.41 (9)
C15—N3—C19117.38 (8)C18—C17—C20119.55 (9)
C15—N3—Ni1119.52 (6)C19—C18—C17119.27 (9)
C19—N3—Ni1123.08 (6)C19—C18—H18120.4
N1—C1—S1178.73 (9)C17—C18—H18120.4
N2—C2—C3123.17 (9)N3—C19—C18122.97 (9)
N2—C2—H2118.4N3—C19—H19118.5
C3—C2—H2118.4C18—C19—H19118.5
C2—C3—C4119.41 (8)O2—C20—C21120.89 (9)
C2—C3—H3120.3O2—C20—C17118.91 (9)
C4—C3—H3120.3C21—C20—C17120.20 (8)
C3—C4—C5117.88 (8)C26—C21—C22119.62 (9)
C3—C4—C7118.17 (8)C26—C21—C20122.19 (9)
C5—C4—C7123.86 (9)C22—C21—C20117.93 (9)
C6—C5—C4118.99 (9)C23—C22—C21120.38 (10)
C6—C5—H5120.5C23—C22—H22119.8
C4—C5—H5120.5C21—C22—H22119.8
N2—C6—C5123.31 (9)C22—C23—C24119.74 (10)
N2—C6—H6118.3C22—C23—H23120.1
C5—C6—H6118.3C24—C23—H23120.1
O1—C7—C8120.92 (9)C25—C24—C23120.31 (10)
O1—C7—C4118.24 (9)C25—C24—H24119.8
C8—C7—C4120.83 (8)C23—C24—H24119.8
C13—C8—C9119.71 (9)C24—C25—C26120.25 (10)
C13—C8—C7122.34 (8)C24—C25—H25119.9
C9—C8—C7117.86 (9)C26—C25—H25119.9
C10—C9—C8119.82 (10)C25—C26—C21119.69 (9)
C10—C9—H9120.1C25—C26—H26120.2
C8—C9—H9120.1C21—C26—H26120.2
C9—C10—C11120.21 (9)
Symmetry code: (i) x+1, y+1, z+1.

Experimental details

(I)(II)(III)
Crystal data
Chemical formulaC34H36N6NiO8S2C30H28N6NiO8S2C50H36N6NiO4S2
Mr779.52723.41907.68
Crystal system, space groupMonoclinic, P21Monoclinic, P21/nMonoclinic, P21/c
Temperature (K)100100100
a, b, c (Å)11.8719 (4), 14.1629 (5), 21.9663 (7)11.8991 (3), 51.4066 (12), 14.1366 (3)8.9345 (3), 20.8306 (6), 11.1406 (3)
β (°) 95.342 (1) 99.498 (1) 90.660 (1)
V3)3677.4 (2)8528.7 (3)2073.25 (11)
Z4102
Radiation typeMo KαMo KαMo Kα
µ (mm1)0.700.750.63
Crystal size (mm)0.45 × 0.14 × 0.120.57 × 0.19 × 0.150.23 × 0.21 × 0.20
Data collection
DiffractometerBruker APEX-II CCD
diffractometer
Bruker APEX-II CCD
diffractometer
Bruker APEX-II CCD
diffractometer
Absorption correctionMulti-scan
SADABS (Bruker, 2008)
Multi-scan
SADABS (Bruker, 2008)
Multi-scan
SADABS (Bruker, 2008)
Tmin, Tmax0.745, 0.9220.843, 0.8940.868, 0.883
No. of measured, independent and
observed [I > 2σ(I)] reflections
50874, 14290, 12276 79032, 14949, 11076 73945, 6604, 6132
Rint0.0000.0780.028
(sin θ/λ)max1)0.6170.5950.725
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.030, 0.072, 0.96 0.050, 0.127, 1.07 0.027, 0.072, 0.88
No. of reflections14290149496604
No. of parameters9381078286
No. of restraints100
H-atom treatmentH-atom parameters constrainedH-atom parameters constrainedH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.55, 0.351.00, 0.550.49, 0.43
Absolute structureFlack (1983), 6750 Friedel pairs??
Absolute structure parameter0.008 (6)??

Computer programs: APEX2 (Bruker, 2008), SAINT (Bruker, 2008), SAINT, SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Bruker, 2008), SHELXTL.

 

Follow Acta Cryst. B
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds