Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807033296/xu2291sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807033296/xu2291Isup2.hkl |
CCDC reference: 657566
Nickel chloride hexahydrate (0.237 g, 1 mmol), (1R,2R)-(+)–1,2-diphenylethylenediamine (0.212 g, 1 mmol) and 1,10-phenanthroline (0.198 g, 1 mmol) were placed in a 23-ml, Teflon-lined, Parr bomb along with ethanol (12 ml). The bomb was heated at 413 K for 72 h, and then cooled over 24 h. Green crystals were isolated in 40% yield.
The phenyl rings were refined as rigid hexagons of 1.39 Å sides as were the six-membered central ring in the phenanthroline ligands. In the phenanthroline ligands, the N–C distances were restrained to with 0.005 Å of each other, as were the other C–C distances. For the diphenylethylenediamine ligands, the N–C distances were restrained to 1.450±0.005 Å and the aliphatic C–C distances to 1.500±0.005 Å. Additionally, the temperature factors of all carbon, nitrogen and oxygen atoms were restrained to be nearly isotropic. The refinement necessitated somewhat tight restraints.
Carbon-bound H atoms were placed at calculated positions (C–H 0.93 Å) and were included in the refinement in the riding model approximation, with Uiso(H) set to 1.2 times Ueq(C). The water H-atoms were similarly treated (O–H 0.82 Å).
1,2-Diphenylethylenediamine, which can exist in the meso and the optically active R,R and S,S forms, behaves like ethylenediamine in a number of metal complexes; several nickel(II) complexes have been characterized by crystallography. These have the ligand functioning in the expected chelating mode, as noted in the nitrite/perchlorate, nitrite/chloride (Finney et al., 1981), dichloride (García-Granda & Gómez-Beltrán, 1984; Murmann & Barnes, 2004) and acetate (García-Granda et al., 1990) derivatives. The dichloride complexes are ionic and there is no direct interaction between the four-coordinate cation and the halide.
The attempt to synthesize a similar, mixed-ligand complex, by adding a molar equivalent of 1,10-phenanthroline yielded a cocrystal of dichlorobis(phenanthroline)nickel and diaquabis(diphenylethylenediamine)nickel dichloride (Fig. 1). The trinuclear compound lies on a false inversion site. The nickel atom of the diaquabis(diphenylethylenediamine)nickel cation lies on this site, which also relates the two neutral dichlorobis(phenanthroline)nickel to each other. The cation uses its water molecules to form hydrogen bonds to the free chlorine anion as well as to the chlorine atom of the neutral molecule. The three nickel atoms exist in octahedral geometries.
For the nickel complexes of meso-, R,R- and S,S -1,2-diphenylethylenediamine, see: Finney et al. (1981); García-Granda & Gómez-Beltrán (1984); García-Granda et al. (1990); Murmann & Barnes (2004).
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
[Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2] | F(000) = 1620 |
Mr = 1570.25 | Dx = 1.461 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 3615 reflections |
a = 12.390 (2) Å | θ = 2.3–24.4° |
b = 13.819 (2) Å | µ = 1.06 mm−1 |
c = 21.261 (3) Å | T = 293 K |
β = 101.348 (2)° | Block, green |
V = 3569.1 (9) Å3 | 0.48 × 0.23 × 0.18 mm |
Z = 2 |
Bruker APEX area-detector diffractometer | 14184 independent reflections |
Radiation source: fine-focus sealed tube | 7201 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
φ and ω scans | θmax = 27.5°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→14 |
Tmin = 0.629, Tmax = 0.832 | k = −15→17 |
22161 measured reflections | l = −27→27 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.056 | H-atom parameters constrained |
wR(F2) = 0.165 | w = 1/[σ2(Fo2) + (0.0657P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.002 |
14184 reflections | Δρmax = 0.73 e Å−3 |
796 parameters | Δρmin = −0.50 e Å−3 |
590 restraints | Absolute structure: Flack (1983), 5767 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.07 (3) |
[Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2] | V = 3569.1 (9) Å3 |
Mr = 1570.25 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 12.390 (2) Å | µ = 1.06 mm−1 |
b = 13.819 (2) Å | T = 293 K |
c = 21.261 (3) Å | 0.48 × 0.23 × 0.18 mm |
β = 101.348 (2)° |
Bruker APEX area-detector diffractometer | 14184 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 7201 reflections with I > 2σ(I) |
Tmin = 0.629, Tmax = 0.832 | Rint = 0.046 |
22161 measured reflections |
R[F2 > 2σ(F2)] = 0.056 | H-atom parameters constrained |
wR(F2) = 0.165 | Δρmax = 0.73 e Å−3 |
S = 1.02 | Δρmin = −0.50 e Å−3 |
14184 reflections | Absolute structure: Flack (1983), 5767 Friedel pairs |
796 parameters | Absolute structure parameter: −0.07 (3) |
590 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.29514 (10) | 0.5000 (1) | 0.49741 (6) | 0.0299 (4) | |
Ni2 | 0.25490 (14) | 0.5183 (2) | 0.75226 (8) | 0.0338 (2) | |
Ni3 | 0.20348 (10) | 0.53816 (7) | 1.00447 (6) | 0.0316 (4) | |
Cl1 | 0.2252 (2) | 0.6289 (3) | 0.55598 (13) | 0.0430 (8) | |
Cl2 | 0.4373 (2) | 0.4691 (3) | 0.58756 (13) | 0.0421 (9) | |
Cl3 | 0.2784 (3) | 0.4096 (3) | 0.94865 (13) | 0.0456 (9) | |
Cl4 | 0.0615 (2) | 0.5664 (3) | 0.91330 (13) | 0.0424 (9) | |
Cl5 | 0.2419 (3) | 0.2174 (3) | 0.73513 (16) | 0.0572 (11) | |
Cl6 | 0.2600 (3) | 0.8237 (3) | 0.76323 (16) | 0.0553 (10) | |
O1W | 0.1792 (6) | 0.4053 (7) | 0.7986 (3) | 0.044 (2) | |
H1W1 | 0.1761 | 0.4221 | 0.8352 | 0.065* | |
H1W2 | 0.2159 | 0.3556 | 0.8000 | 0.065* | |
O2W | 0.3293 (6) | 0.6312 (7) | 0.7052 (3) | 0.044 (2) | |
H2W1 | 0.3028 | 0.6307 | 0.6667 | 0.066* | |
H2W2 | 0.3175 | 0.6838 | 0.7204 | 0.066* | |
N1 | 0.3601 (6) | 0.3954 (7) | 0.4420 (4) | 0.038 (3) | |
N2 | 0.3986 (6) | 0.5863 (6) | 0.4543 (4) | 0.034 (3) | |
N3 | 0.1607 (5) | 0.5282 (6) | 0.4219 (3) | 0.030 (2) | |
N4 | 0.1767 (5) | 0.4016 (7) | 0.5181 (3) | 0.032 (2) | |
N5 | 0.1297 (5) | 0.4921 (7) | 0.6732 (4) | 0.035 (2) | |
H5A | 0.1451 | 0.5194 | 0.6397 | 0.042* | |
H5B | 0.1230 | 0.4310 | 0.6661 | 0.042* | |
N6 | 0.1413 (6) | 0.6165 (7) | 0.7728 (3) | 0.035 (2) | |
H6A | 0.1134 | 0.5957 | 0.8042 | 0.042* | |
H6B | 0.1731 | 0.6710 | 0.7838 | 0.042* | |
N7 | 0.3814 (6) | 0.5373 (7) | 0.8346 (4) | 0.042 (2) | |
H7A | 0.4106 | 0.5936 | 0.8335 | 0.051* | |
H7B | 0.3539 | 0.5339 | 0.8686 | 0.051* | |
N8 | 0.3740 (5) | 0.4240 (7) | 0.7278 (4) | 0.035 (2) | |
H8A | 0.3543 | 0.3650 | 0.7320 | 0.042* | |
H8B | 0.3785 | 0.4329 | 0.6884 | 0.042* | |
N9 | 0.1349 (6) | 0.6434 (7) | 1.0580 (4) | 0.038 (3) | |
N10 | 0.1035 (7) | 0.4532 (7) | 1.0484 (4) | 0.039 (3) | |
N11 | 0.3398 (5) | 0.5123 (7) | 1.0794 (4) | 0.034 (2) | |
N12 | 0.3175 (5) | 0.6347 (7) | 0.9814 (3) | 0.033 (2) | |
C1 | 0.4366 (5) | 0.4348 (6) | 0.4119 (3) | 0.037 (3) | |
C2 | 0.4929 (7) | 0.3789 (5) | 0.3745 (4) | 0.056 (4) | |
C3 | 0.5649 (6) | 0.4225 (8) | 0.3406 (3) | 0.076 (5) | |
H3 | 0.6025 | 0.3851 | 0.3156 | 0.092* | |
C4 | 0.5806 (5) | 0.5221 (8) | 0.3441 (3) | 0.070 (4) | |
H4 | 0.6288 | 0.5513 | 0.3214 | 0.084* | |
C5 | 0.5244 (7) | 0.5780 (5) | 0.3814 (4) | 0.054 (4) | |
C6 | 0.4524 (5) | 0.5344 (6) | 0.4153 (3) | 0.040 (3) | |
C7 | 0.4764 (10) | 0.2793 (6) | 0.3723 (6) | 0.072 (5) | |
H7 | 0.5165 | 0.2402 | 0.3496 | 0.086* | |
C8 | 0.4004 (9) | 0.2388 (9) | 0.4037 (5) | 0.066 (4) | |
H8 | 0.3877 | 0.1725 | 0.4025 | 0.079* | |
C9 | 0.3432 (10) | 0.2998 (7) | 0.4373 (5) | 0.054 (4) | |
H9 | 0.2904 | 0.2729 | 0.4576 | 0.065* | |
C10 | 0.5338 (10) | 0.6777 (6) | 0.3872 (6) | 0.070 (4) | |
H10 | 0.5800 | 0.7101 | 0.3647 | 0.084* | |
C11 | 0.4768 (9) | 0.7308 (10) | 0.4253 (5) | 0.071 (5) | |
H11 | 0.4836 | 0.7978 | 0.4277 | 0.086* | |
C12 | 0.4090 (9) | 0.6821 (7) | 0.4600 (5) | 0.049 (3) | |
H12 | 0.3716 | 0.7160 | 0.4869 | 0.059* | |
C13 | 0.0692 (5) | 0.4766 (5) | 0.4267 (3) | 0.031 (3) | |
C14 | −0.0298 (6) | 0.4863 (5) | 0.3832 (3) | 0.034 (3) | |
C15 | −0.1196 (4) | 0.4293 (7) | 0.3894 (3) | 0.055 (4) | |
H15 | −0.1858 | 0.4358 | 0.3602 | 0.066* | |
C16 | −0.1104 (5) | 0.3626 (6) | 0.4390 (4) | 0.048 (3) | |
H16 | −0.1704 | 0.3244 | 0.4432 | 0.057* | |
C17 | −0.0114 (6) | 0.3529 (5) | 0.4826 (3) | 0.041 (3) | |
C18 | 0.0784 (4) | 0.4099 (6) | 0.4764 (3) | 0.033 (3) | |
C19 | −0.0362 (8) | 0.5558 (7) | 0.3345 (4) | 0.046 (3) | |
H19 | −0.1014 | 0.5652 | 0.3049 | 0.055* | |
C20 | 0.0565 (7) | 0.6102 (9) | 0.3315 (5) | 0.049 (4) | |
H20 | 0.0538 | 0.6570 | 0.2998 | 0.059* | |
C21 | 0.1533 (8) | 0.5951 (8) | 0.3758 (4) | 0.045 (3) | |
H21 | 0.2148 | 0.6324 | 0.3732 | 0.054* | |
C22 | 0.0032 (9) | 0.2872 (8) | 0.5335 (4) | 0.061 (4) | |
H22 | −0.0558 | 0.2487 | 0.5389 | 0.073* | |
C23 | 0.1023 (7) | 0.2777 (9) | 0.5760 (5) | 0.046 (3) | |
H23 | 0.1114 | 0.2333 | 0.6095 | 0.055* | |
C24 | 0.1879 (8) | 0.3376 (8) | 0.5662 (4) | 0.040 (3) | |
H24 | 0.2555 | 0.3330 | 0.5943 | 0.048* | |
C25 | 0.0271 (5) | 0.5315 (5) | 0.6866 (3) | 0.042 (2) | |
H25 | 0.0064 | 0.4906 | 0.7200 | 0.051* | |
C26 | 0.0539 (5) | 0.6301 (5) | 0.7160 (3) | 0.041 (2) | |
H26 | 0.0874 | 0.6664 | 0.6852 | 0.049* | |
C27 | −0.0695 (5) | 0.5310 (6) | 0.6305 (3) | 0.042 (3) | |
C28 | −0.1636 (6) | 0.4801 (6) | 0.6368 (3) | 0.068 (3) | |
H28 | −0.1660 | 0.4473 | 0.6747 | 0.082* | |
C29 | −0.2541 (5) | 0.4781 (6) | 0.5864 (4) | 0.072 (3) | |
H29 | −0.3170 | 0.4440 | 0.5906 | 0.086* | |
C30 | −0.2505 (5) | 0.5271 (7) | 0.5297 (3) | 0.067 (3) | |
H30 | −0.3110 | 0.5258 | 0.4960 | 0.081* | |
C31 | −0.1564 (6) | 0.5780 (6) | 0.5235 (3) | 0.064 (3) | |
H31 | −0.1540 | 0.6108 | 0.4856 | 0.077* | |
C32 | −0.0659 (5) | 0.5800 (6) | 0.5739 (3) | 0.056 (3) | |
H32 | −0.0030 | 0.6140 | 0.5697 | 0.067* | |
C33 | −0.0425 (5) | 0.6905 (6) | 0.7272 (4) | 0.037 (3) | |
C34 | −0.1180 (6) | 0.6580 (5) | 0.7629 (3) | 0.062 (3) | |
H34 | −0.1112 | 0.5962 | 0.7806 | 0.074* | |
C35 | −0.2038 (5) | 0.7177 (7) | 0.7721 (3) | 0.072 (3) | |
H35 | −0.2544 | 0.6959 | 0.7959 | 0.086* | |
C36 | −0.2141 (6) | 0.8101 (6) | 0.7456 (4) | 0.074 (4) | |
H36 | −0.2715 | 0.8500 | 0.7518 | 0.089* | |
C37 | −0.1386 (7) | 0.8426 (5) | 0.7100 (4) | 0.062 (3) | |
H37 | −0.1455 | 0.9044 | 0.6923 | 0.075* | |
C38 | −0.0528 (5) | 0.7829 (6) | 0.7008 (3) | 0.062 (3) | |
H38 | −0.0023 | 0.8047 | 0.6769 | 0.074* | |
C39 | 0.4657 (5) | 0.4626 (6) | 0.8365 (3) | 0.040 (2) | |
H39 | 0.4373 | 0.4035 | 0.8529 | 0.048* | |
C40 | 0.4817 (5) | 0.4411 (6) | 0.7691 (3) | 0.042 (2) | |
H40 | 0.5130 | 0.4990 | 0.7531 | 0.050* | |
C41 | 0.5703 (5) | 0.4891 (6) | 0.8827 (3) | 0.046 (3) | |
C42 | 0.6388 (7) | 0.5615 (6) | 0.8674 (3) | 0.091 (4) | |
H42 | 0.6197 | 0.5946 | 0.8288 | 0.109* | |
C43 | 0.7357 (6) | 0.5843 (6) | 0.9100 (4) | 0.113 (5) | |
H43 | 0.7815 | 0.6327 | 0.8998 | 0.136* | |
C44 | 0.7641 (5) | 0.5349 (7) | 0.9678 (4) | 0.079 (4) | |
H44 | 0.8290 | 0.5502 | 0.9963 | 0.095* | |
C45 | 0.6957 (6) | 0.4625 (6) | 0.9831 (3) | 0.073 (4) | |
H45 | 0.7147 | 0.4294 | 1.0217 | 0.087* | |
C46 | 0.5988 (6) | 0.4396 (5) | 0.9405 (3) | 0.056 (3) | |
H46 | 0.5530 | 0.3912 | 0.9507 | 0.067* | |
C47 | 0.5609 (5) | 0.3586 (5) | 0.7668 (4) | 0.041 (3) | |
C48 | 0.6560 (6) | 0.3785 (5) | 0.7438 (4) | 0.079 (4) | |
H48 | 0.6689 | 0.4409 | 0.7305 | 0.095* | |
C49 | 0.7318 (5) | 0.3054 (7) | 0.7407 (4) | 0.098 (5) | |
H49 | 0.7955 | 0.3188 | 0.7253 | 0.117* | |
C50 | 0.7125 (6) | 0.2123 (6) | 0.7606 (4) | 0.064 (3) | |
H50 | 0.7632 | 0.1634 | 0.7585 | 0.077* | |
C51 | 0.6174 (7) | 0.1923 (5) | 0.7836 (3) | 0.064 (4) | |
H51 | 0.6045 | 0.1300 | 0.7969 | 0.077* | |
C52 | 0.5416 (5) | 0.2654 (6) | 0.7867 (3) | 0.055 (3) | |
H52 | 0.4779 | 0.2520 | 0.8021 | 0.066* | |
C53 | 0.0607 (5) | 0.6031 (6) | 1.0899 (3) | 0.041 (3) | |
C54 | 0.0013 (7) | 0.6585 (5) | 1.1258 (4) | 0.056 (4) | |
C55 | −0.0704 (6) | 0.6138 (7) | 1.1595 (3) | 0.066 (4) | |
H55 | −0.1101 | 0.6508 | 1.1836 | 0.079* | |
C56 | −0.0827 (5) | 0.5138 (8) | 1.1572 (3) | 0.076 (4) | |
H56 | −0.1307 | 0.4839 | 1.1797 | 0.091* | |
C57 | −0.0233 (7) | 0.4585 (5) | 1.1212 (4) | 0.054 (4) | |
C58 | 0.0484 (5) | 0.5031 (6) | 1.0876 (3) | 0.041 (3) | |
C59 | 0.0182 (10) | 0.7580 (6) | 1.1268 (6) | 0.076 (5) | |
H59 | −0.0218 | 0.7974 | 1.1493 | 0.091* | |
C60 | 0.0933 (10) | 0.7992 (10) | 1.0949 (6) | 0.077 (5) | |
H60 | 0.1048 | 0.8657 | 1.0959 | 0.092* | |
C61 | 0.1513 (10) | 0.7389 (7) | 1.0612 (5) | 0.054 (4) | |
H61 | 0.2033 | 0.7658 | 1.0403 | 0.065* | |
C62 | −0.0342 (10) | 0.3584 (6) | 1.1188 (6) | 0.070 (4) | |
H62 | −0.0775 | 0.3266 | 1.1434 | 0.083* | |
C63 | 0.0209 (9) | 0.3075 (9) | 1.0789 (5) | 0.062 (4) | |
H63 | 0.0136 | 0.2407 | 1.0753 | 0.075* | |
C64 | 0.0877 (10) | 0.3575 (8) | 1.0442 (6) | 0.056 (4) | |
H64 | 0.1230 | 0.3224 | 1.0169 | 0.067* | |
C65 | 0.4298 (5) | 0.5649 (5) | 1.0721 (3) | 0.032 (3) | |
C66 | 0.5300 (6) | 0.5571 (5) | 1.1147 (3) | 0.044 (3) | |
C67 | 0.6183 (4) | 0.6146 (7) | 1.1068 (3) | 0.049 (3) | |
H67 | 0.6854 | 0.6094 | 1.1354 | 0.059* | |
C68 | 0.6065 (5) | 0.6800 (6) | 1.0563 (4) | 0.059 (4) | |
H68 | 0.6656 | 0.7186 | 1.0510 | 0.071* | |
C69 | 0.5063 (6) | 0.6879 (6) | 1.0136 (3) | 0.039 (3) | |
C70 | 0.4180 (4) | 0.6303 (6) | 1.0215 (3) | 0.031 (3) | |
C71 | 0.5383 (9) | 0.4863 (7) | 1.1623 (5) | 0.057 (4) | |
H71 | 0.6055 | 0.4764 | 1.1899 | 0.069* | |
C72 | 0.4489 (7) | 0.4308 (9) | 1.1691 (5) | 0.053 (4) | |
H72 | 0.4548 | 0.3836 | 1.2008 | 0.064* | |
C73 | 0.3498 (8) | 0.4475 (8) | 1.1273 (4) | 0.042 (3) | |
H73 | 0.2880 | 0.4126 | 1.1325 | 0.050* | |
C74 | 0.4920 (8) | 0.7537 (8) | 0.9627 (4) | 0.042 (3) | |
H74 | 0.5492 | 0.7938 | 0.9565 | 0.050* | |
C75 | 0.3907 (8) | 0.7573 (10) | 0.9221 (5) | 0.056 (4) | |
H75 | 0.3798 | 0.7985 | 0.8868 | 0.067* | |
C76 | 0.3046 (9) | 0.6995 (8) | 0.9336 (5) | 0.044 (3) | |
H76 | 0.2356 | 0.7061 | 0.9072 | 0.053* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0295 (7) | 0.0305 (11) | 0.0294 (7) | −0.0009 (7) | 0.0051 (6) | 0.0016 (8) |
Ni2 | 0.0321 (5) | 0.0401 (5) | 0.0297 (4) | −0.0037 (4) | 0.0073 (3) | −0.0004 (4) |
Ni3 | 0.0335 (8) | 0.0357 (12) | 0.0258 (7) | 0.0005 (7) | 0.0063 (6) | 0.0007 (8) |
Cl1 | 0.0495 (18) | 0.039 (2) | 0.0415 (17) | 0.0118 (15) | 0.0121 (14) | −0.0011 (16) |
Cl2 | 0.0401 (17) | 0.046 (2) | 0.0370 (16) | 0.0067 (15) | 0.0005 (13) | 0.0036 (16) |
Cl3 | 0.057 (2) | 0.045 (2) | 0.0348 (17) | 0.0134 (17) | 0.0100 (14) | −0.0015 (16) |
Cl4 | 0.0397 (17) | 0.050 (3) | 0.0343 (16) | 0.0065 (15) | 0.0002 (13) | 0.0008 (16) |
Cl5 | 0.061 (2) | 0.059 (3) | 0.0510 (18) | −0.0211 (19) | 0.0089 (16) | −0.007 (2) |
Cl6 | 0.070 (2) | 0.043 (3) | 0.0504 (18) | −0.0181 (19) | 0.0063 (17) | −0.0025 (19) |
O1W | 0.045 (4) | 0.053 (5) | 0.036 (4) | −0.004 (4) | 0.015 (3) | 0.008 (4) |
O2W | 0.054 (4) | 0.040 (5) | 0.041 (4) | −0.004 (4) | 0.015 (4) | 0.000 (4) |
N1 | 0.042 (5) | 0.042 (6) | 0.030 (5) | 0.000 (4) | 0.006 (4) | −0.005 (4) |
N2 | 0.032 (4) | 0.042 (6) | 0.029 (4) | −0.010 (4) | 0.003 (4) | 0.007 (4) |
N3 | 0.038 (4) | 0.026 (5) | 0.027 (4) | −0.004 (4) | 0.005 (3) | 0.002 (4) |
N4 | 0.038 (5) | 0.030 (5) | 0.031 (5) | −0.006 (4) | 0.010 (4) | −0.002 (4) |
N5 | 0.028 (4) | 0.035 (5) | 0.043 (4) | 0.003 (3) | 0.007 (3) | −0.002 (4) |
N6 | 0.032 (4) | 0.043 (5) | 0.029 (4) | −0.008 (4) | 0.004 (3) | −0.006 (4) |
N7 | 0.040 (4) | 0.052 (6) | 0.038 (4) | −0.004 (4) | 0.012 (3) | −0.006 (4) |
N8 | 0.033 (4) | 0.042 (5) | 0.033 (4) | 0.001 (4) | 0.012 (4) | 0.004 (4) |
N9 | 0.042 (5) | 0.039 (6) | 0.033 (5) | 0.006 (4) | 0.004 (4) | 0.002 (4) |
N10 | 0.033 (5) | 0.044 (6) | 0.037 (5) | −0.001 (4) | 0.006 (4) | 0.002 (5) |
N11 | 0.038 (4) | 0.038 (6) | 0.025 (4) | 0.005 (5) | 0.004 (3) | 0.003 (5) |
N12 | 0.038 (5) | 0.036 (6) | 0.023 (4) | 0.002 (4) | 0.002 (4) | 0.002 (4) |
C1 | 0.027 (5) | 0.050 (7) | 0.033 (5) | 0.008 (5) | 0.004 (4) | −0.002 (5) |
C2 | 0.046 (6) | 0.079 (8) | 0.040 (6) | 0.007 (6) | 0.004 (5) | −0.005 (6) |
C3 | 0.053 (7) | 0.125 (9) | 0.052 (7) | 0.016 (7) | 0.013 (6) | −0.014 (7) |
C4 | 0.042 (6) | 0.132 (9) | 0.043 (6) | −0.008 (7) | 0.022 (5) | 0.013 (7) |
C5 | 0.034 (5) | 0.085 (8) | 0.039 (6) | −0.008 (6) | −0.005 (5) | 0.002 (6) |
C6 | 0.031 (5) | 0.065 (7) | 0.026 (5) | 0.001 (5) | 0.009 (4) | 0.005 (5) |
C7 | 0.072 (7) | 0.090 (9) | 0.049 (6) | 0.028 (6) | 0.004 (6) | −0.022 (6) |
C8 | 0.082 (7) | 0.053 (7) | 0.058 (7) | 0.022 (6) | 0.005 (6) | −0.013 (6) |
C9 | 0.063 (6) | 0.052 (8) | 0.045 (6) | 0.003 (6) | 0.006 (5) | −0.004 (6) |
C10 | 0.056 (7) | 0.108 (9) | 0.044 (6) | −0.026 (6) | 0.004 (5) | 0.021 (6) |
C11 | 0.073 (7) | 0.062 (8) | 0.070 (7) | −0.027 (6) | −0.007 (6) | 0.025 (6) |
C12 | 0.048 (6) | 0.041 (7) | 0.053 (6) | −0.019 (5) | −0.004 (5) | 0.005 (5) |
C13 | 0.032 (5) | 0.030 (6) | 0.030 (5) | −0.003 (4) | 0.006 (4) | −0.004 (5) |
C14 | 0.029 (5) | 0.036 (6) | 0.034 (5) | 0.000 (4) | −0.002 (4) | −0.004 (5) |
C15 | 0.042 (6) | 0.064 (7) | 0.055 (6) | 0.002 (6) | 0.000 (5) | −0.014 (6) |
C16 | 0.032 (5) | 0.047 (7) | 0.060 (6) | −0.014 (5) | 0.002 (5) | −0.008 (5) |
C17 | 0.042 (6) | 0.040 (7) | 0.044 (6) | −0.011 (5) | 0.013 (5) | −0.002 (5) |
C18 | 0.029 (5) | 0.035 (6) | 0.034 (5) | −0.007 (5) | 0.009 (4) | −0.009 (5) |
C19 | 0.046 (6) | 0.056 (7) | 0.029 (5) | 0.007 (5) | −0.010 (4) | 0.002 (5) |
C20 | 0.053 (6) | 0.047 (7) | 0.044 (6) | 0.006 (5) | −0.001 (5) | 0.017 (6) |
C21 | 0.053 (6) | 0.049 (7) | 0.033 (5) | 0.005 (5) | 0.009 (5) | 0.005 (5) |
C22 | 0.058 (6) | 0.060 (8) | 0.069 (7) | −0.031 (6) | 0.025 (6) | −0.017 (6) |
C23 | 0.068 (6) | 0.038 (6) | 0.036 (5) | −0.010 (5) | 0.019 (5) | 0.005 (5) |
C24 | 0.045 (5) | 0.044 (7) | 0.029 (5) | 0.010 (5) | 0.003 (4) | 0.000 (5) |
C25 | 0.036 (4) | 0.050 (5) | 0.037 (4) | −0.002 (4) | −0.001 (3) | −0.002 (4) |
C26 | 0.034 (4) | 0.051 (5) | 0.034 (4) | 0.003 (4) | −0.002 (4) | 0.002 (4) |
C27 | 0.036 (5) | 0.059 (6) | 0.030 (4) | −0.003 (4) | 0.003 (4) | −0.008 (4) |
C28 | 0.056 (6) | 0.091 (8) | 0.050 (6) | −0.022 (5) | −0.009 (5) | 0.008 (5) |
C29 | 0.046 (5) | 0.089 (7) | 0.072 (6) | −0.029 (5) | −0.012 (5) | 0.008 (6) |
C30 | 0.055 (6) | 0.085 (7) | 0.051 (6) | 0.000 (5) | −0.016 (5) | 0.002 (5) |
C31 | 0.063 (6) | 0.067 (7) | 0.057 (6) | 0.004 (5) | 0.000 (5) | 0.008 (5) |
C32 | 0.050 (5) | 0.057 (6) | 0.053 (6) | −0.009 (5) | −0.005 (5) | −0.007 (5) |
C33 | 0.028 (4) | 0.052 (6) | 0.030 (4) | 0.003 (4) | 0.004 (4) | −0.001 (4) |
C34 | 0.059 (6) | 0.057 (6) | 0.071 (6) | −0.002 (5) | 0.016 (5) | 0.018 (5) |
C35 | 0.050 (5) | 0.094 (8) | 0.076 (6) | −0.008 (5) | 0.024 (5) | 0.015 (6) |
C36 | 0.065 (7) | 0.089 (8) | 0.069 (7) | 0.030 (6) | 0.013 (6) | −0.006 (6) |
C37 | 0.063 (6) | 0.053 (7) | 0.075 (7) | 0.006 (5) | 0.021 (5) | 0.017 (6) |
C38 | 0.057 (6) | 0.060 (7) | 0.073 (6) | 0.015 (5) | 0.023 (5) | 0.010 (5) |
C39 | 0.039 (4) | 0.043 (5) | 0.035 (4) | 0.003 (4) | −0.001 (4) | −0.002 (4) |
C40 | 0.031 (4) | 0.053 (5) | 0.039 (5) | 0.000 (4) | 0.004 (4) | −0.002 (4) |
C41 | 0.041 (5) | 0.060 (6) | 0.034 (5) | −0.002 (4) | 0.004 (4) | −0.003 (5) |
C42 | 0.088 (7) | 0.121 (9) | 0.057 (6) | −0.057 (6) | −0.004 (5) | 0.024 (6) |
C43 | 0.100 (8) | 0.141 (10) | 0.093 (8) | −0.056 (7) | 0.005 (7) | 0.014 (7) |
C44 | 0.056 (6) | 0.098 (8) | 0.070 (7) | −0.006 (6) | −0.020 (5) | −0.013 (6) |
C45 | 0.077 (7) | 0.067 (7) | 0.065 (6) | 0.003 (5) | −0.008 (5) | −0.004 (5) |
C46 | 0.051 (5) | 0.067 (6) | 0.045 (5) | −0.009 (5) | −0.003 (4) | −0.001 (5) |
C47 | 0.032 (5) | 0.056 (6) | 0.031 (5) | −0.006 (4) | 0.000 (4) | 0.000 (4) |
C48 | 0.070 (6) | 0.070 (7) | 0.108 (8) | 0.013 (5) | 0.042 (6) | 0.033 (6) |
C49 | 0.090 (7) | 0.097 (8) | 0.120 (8) | 0.017 (6) | 0.055 (7) | 0.032 (7) |
C50 | 0.049 (6) | 0.077 (7) | 0.069 (6) | 0.022 (5) | 0.018 (5) | 0.018 (6) |
C51 | 0.075 (6) | 0.059 (7) | 0.060 (6) | 0.016 (5) | 0.017 (5) | 0.010 (6) |
C52 | 0.063 (6) | 0.056 (7) | 0.055 (5) | 0.006 (5) | 0.032 (5) | 0.003 (5) |
C53 | 0.034 (5) | 0.068 (8) | 0.021 (5) | 0.007 (5) | 0.002 (4) | 0.000 (5) |
C54 | 0.044 (6) | 0.084 (8) | 0.040 (6) | 0.020 (6) | 0.010 (5) | −0.008 (6) |
C55 | 0.038 (6) | 0.120 (9) | 0.046 (6) | 0.014 (6) | 0.021 (5) | −0.011 (6) |
C56 | 0.048 (6) | 0.133 (9) | 0.046 (6) | −0.009 (7) | 0.010 (5) | 0.004 (7) |
C57 | 0.040 (6) | 0.086 (8) | 0.038 (6) | −0.013 (6) | 0.013 (5) | 0.012 (6) |
C58 | 0.031 (5) | 0.058 (7) | 0.033 (5) | −0.001 (5) | 0.001 (4) | 0.005 (5) |
C59 | 0.067 (7) | 0.097 (9) | 0.063 (7) | 0.035 (7) | 0.010 (6) | −0.021 (7) |
C60 | 0.096 (8) | 0.065 (8) | 0.070 (7) | 0.017 (7) | 0.015 (6) | −0.014 (7) |
C61 | 0.070 (7) | 0.047 (7) | 0.046 (6) | 0.007 (6) | 0.011 (5) | −0.012 (6) |
C62 | 0.051 (6) | 0.093 (8) | 0.059 (7) | −0.034 (6) | −0.002 (5) | 0.021 (6) |
C63 | 0.063 (7) | 0.052 (7) | 0.065 (7) | −0.024 (6) | −0.004 (6) | 0.012 (6) |
C64 | 0.058 (7) | 0.059 (8) | 0.048 (6) | −0.009 (6) | 0.006 (5) | −0.001 (6) |
C65 | 0.028 (5) | 0.034 (6) | 0.035 (5) | 0.006 (4) | 0.007 (4) | −0.008 (5) |
C66 | 0.044 (6) | 0.041 (7) | 0.046 (6) | 0.007 (5) | 0.002 (5) | −0.013 (5) |
C67 | 0.027 (5) | 0.050 (7) | 0.065 (6) | 0.004 (5) | −0.003 (5) | −0.007 (6) |
C68 | 0.050 (6) | 0.058 (7) | 0.074 (7) | −0.011 (6) | 0.021 (6) | −0.009 (6) |
C69 | 0.034 (5) | 0.044 (7) | 0.040 (5) | −0.002 (5) | 0.005 (4) | −0.003 (5) |
C70 | 0.035 (5) | 0.028 (6) | 0.028 (5) | 0.005 (5) | 0.001 (4) | 0.001 (5) |
C71 | 0.050 (6) | 0.064 (8) | 0.055 (6) | 0.016 (6) | 0.003 (5) | −0.011 (6) |
C72 | 0.064 (7) | 0.051 (7) | 0.039 (6) | 0.013 (6) | −0.002 (5) | 0.013 (6) |
C73 | 0.046 (6) | 0.039 (6) | 0.039 (5) | 0.001 (5) | 0.003 (5) | 0.005 (5) |
C74 | 0.048 (6) | 0.037 (6) | 0.042 (5) | −0.012 (5) | 0.011 (5) | 0.008 (5) |
C75 | 0.078 (7) | 0.042 (7) | 0.049 (6) | −0.012 (6) | 0.011 (6) | 0.006 (6) |
C76 | 0.050 (6) | 0.039 (7) | 0.042 (6) | −0.011 (5) | 0.007 (5) | 0.003 (5) |
Ni1—N2 | 2.090 (9) | C25—H25 | 0.9800 |
Ni1—N4 | 2.109 (8) | C26—C33 | 1.514 (4) |
Ni1—N3 | 2.109 (7) | C26—H26 | 0.9800 |
Ni1—N1 | 2.120 (10) | C27—C28 | 1.3900 |
Ni1—Cl2 | 2.372 (3) | C27—C32 | 1.3900 |
Ni1—Cl1 | 2.429 (3) | C28—C29 | 1.3900 |
Ni2—N6 | 2.064 (9) | C28—H28 | 0.9300 |
Ni2—N5 | 2.082 (8) | C29—C30 | 1.3900 |
Ni2—N8 | 2.108 (9) | C29—H29 | 0.9300 |
Ni2—N7 | 2.123 (8) | C30—C31 | 1.3900 |
Ni2—O1W | 2.157 (8) | C30—H30 | 0.9300 |
Ni2—O2W | 2.156 (8) | C31—C32 | 1.3900 |
Ni3—N10 | 2.059 (10) | C31—H31 | 0.9300 |
Ni3—N12 | 2.071 (9) | C32—H32 | 0.9300 |
Ni3—N11 | 2.112 (7) | C33—C34 | 1.3900 |
Ni3—N9 | 2.125 (10) | C33—C38 | 1.3900 |
Ni3—Cl4 | 2.380 (3) | C34—C35 | 1.3900 |
Ni3—Cl3 | 2.421 (4) | C34—H34 | 0.9300 |
O1W—H1W1 | 0.8200 | C35—C36 | 1.3900 |
O1W—H1W2 | 0.8200 | C35—H35 | 0.9300 |
O2W—H2W1 | 0.8200 | C36—C37 | 1.3900 |
O2W—H2W2 | 0.8200 | C36—H36 | 0.9300 |
N1—C9 | 1.338 (5) | C37—C38 | 1.3900 |
N1—C1 | 1.358 (4) | C37—H37 | 0.9300 |
N2—C12 | 1.332 (5) | C38—H38 | 0.9300 |
N2—C6 | 1.365 (4) | C39—C41 | 1.509 (5) |
N3—C21 | 1.339 (5) | C39—C40 | 1.515 (5) |
N3—C13 | 1.360 (4) | C39—H39 | 0.9800 |
N4—C24 | 1.340 (5) | C40—C47 | 1.511 (5) |
N4—C18 | 1.362 (4) | C40—H40 | 0.9800 |
N5—C25 | 1.462 (5) | C41—C42 | 1.3900 |
N5—H5A | 0.8600 | C41—C46 | 1.3900 |
N5—H5B | 0.8600 | C42—C43 | 1.3900 |
N6—C26 | 1.466 (5) | C42—H42 | 0.9300 |
N6—H6A | 0.8600 | C43—C44 | 1.3900 |
N6—H6B | 0.8600 | C43—H43 | 0.9300 |
N7—C39 | 1.464 (5) | C44—C45 | 1.3900 |
N7—H7A | 0.8600 | C44—H44 | 0.9300 |
N7—H7B | 0.8600 | C45—C46 | 1.3900 |
N8—C40 | 1.464 (5) | C45—H45 | 0.9300 |
N8—H8A | 0.8600 | C46—H46 | 0.9300 |
N8—H8B | 0.8600 | C47—C48 | 1.3900 |
N9—C61 | 1.334 (5) | C47—C52 | 1.3900 |
N9—C53 | 1.364 (4) | C48—C49 | 1.3900 |
N10—C64 | 1.337 (5) | C48—H48 | 0.9300 |
N10—C58 | 1.364 (4) | C49—C50 | 1.3900 |
N11—C73 | 1.342 (5) | C49—H49 | 0.9300 |
N11—C65 | 1.365 (4) | C50—C51 | 1.3900 |
N12—C76 | 1.340 (5) | C50—H50 | 0.9300 |
N12—C70 | 1.365 (4) | C51—C52 | 1.3900 |
C1—C2 | 1.3900 | C51—H51 | 0.9300 |
C1—C6 | 1.3900 | C52—H52 | 0.9300 |
C2—C7 | 1.390 (5) | C53—C54 | 1.3900 |
C2—C3 | 1.3900 | C53—C58 | 1.3900 |
C3—C4 | 1.3900 | C54—C55 | 1.3900 |
C3—H3 | 0.9300 | C54—C59 | 1.391 (5) |
C4—C5 | 1.3900 | C55—C56 | 1.3900 |
C4—H4 | 0.9300 | C55—H55 | 0.9300 |
C5—C10 | 1.386 (5) | C56—C57 | 1.3900 |
C5—C6 | 1.3900 | C56—H56 | 0.9300 |
C7—C8 | 1.376 (5) | C57—C62 | 1.389 (5) |
C7—H7 | 0.9300 | C57—C58 | 1.3900 |
C8—C9 | 1.386 (5) | C59—C60 | 1.377 (5) |
C8—H8 | 0.9300 | C59—H59 | 0.9300 |
C9—H9 | 0.9300 | C60—C61 | 1.388 (5) |
C10—C11 | 1.384 (5) | C60—H60 | 0.9300 |
C10—H10 | 0.9300 | C61—H61 | 0.9300 |
C11—C12 | 1.396 (5) | C62—C63 | 1.381 (5) |
C11—H11 | 0.9300 | C62—H62 | 0.9300 |
C12—H12 | 0.9300 | C63—C64 | 1.395 (5) |
C13—C14 | 1.3900 | C63—H63 | 0.9300 |
C13—C18 | 1.3900 | C64—H64 | 0.9300 |
C14—C15 | 1.3900 | C65—C66 | 1.3900 |
C14—C19 | 1.403 (5) | C65—C70 | 1.3900 |
C15—C16 | 1.3900 | C66—C67 | 1.3900 |
C15—H15 | 0.9300 | C66—C71 | 1.395 (5) |
C16—C17 | 1.3900 | C67—C68 | 1.3900 |
C16—H16 | 0.9300 | C67—H67 | 0.9300 |
C17—C18 | 1.3900 | C68—C69 | 1.3900 |
C17—C22 | 1.397 (5) | C68—H68 | 0.9300 |
C19—C20 | 1.384 (5) | C69—C70 | 1.3900 |
C19—H19 | 0.9300 | C69—C74 | 1.398 (5) |
C20—C21 | 1.387 (5) | C71—C72 | 1.379 (5) |
C20—H20 | 0.9300 | C71—H71 | 0.9300 |
C21—H21 | 0.9300 | C72—C73 | 1.387 (5) |
C22—C23 | 1.380 (5) | C72—H72 | 0.9300 |
C22—H22 | 0.9300 | C73—H73 | 0.9300 |
C23—C24 | 1.393 (5) | C74—C75 | 1.377 (5) |
C23—H23 | 0.9300 | C74—H74 | 0.9300 |
C24—H24 | 0.9300 | C75—C76 | 1.393 (5) |
C25—C26 | 1.508 (5) | C75—H75 | 0.9300 |
C25—C27 | 1.515 (4) | C76—H76 | 0.9300 |
N2—Ni1—N4 | 166.2 (3) | C23—C24—H24 | 118.7 |
N2—Ni1—N3 | 91.2 (3) | N5—C25—C26 | 106.7 (6) |
N4—Ni1—N3 | 78.4 (3) | N5—C25—C27 | 115.3 (6) |
N2—Ni1—N1 | 79.2 (3) | C26—C25—C27 | 114.0 (6) |
N4—Ni1—N1 | 91.9 (3) | N5—C25—H25 | 106.8 |
N3—Ni1—N1 | 91.9 (4) | C26—C25—H25 | 106.8 |
N2—Ni1—Cl2 | 92.0 (2) | C27—C25—H25 | 106.8 |
N4—Ni1—Cl2 | 98.76 (18) | N6—C26—C25 | 107.0 (6) |
N3—Ni1—Cl2 | 175.8 (2) | N6—C26—C33 | 114.8 (6) |
N1—Ni1—Cl2 | 91.4 (3) | C25—C26—C33 | 116.6 (6) |
N2—Ni1—Cl1 | 96.8 (2) | N6—C26—H26 | 105.9 |
N4—Ni1—Cl1 | 91.9 (3) | C25—C26—H26 | 105.9 |
N3—Ni1—Cl1 | 86.9 (3) | C33—C26—H26 | 105.9 |
N1—Ni1—Cl1 | 175.8 (2) | C28—C27—C32 | 120.0 |
Cl2—Ni1—Cl1 | 90.04 (12) | C28—C27—C25 | 118.3 (5) |
N6—Ni2—N5 | 81.6 (3) | C32—C27—C25 | 121.7 (6) |
N6—Ni2—N8 | 176.7 (5) | C27—C28—C29 | 120.0 |
N5—Ni2—N8 | 98.1 (3) | C27—C28—H28 | 120.0 |
N6—Ni2—N7 | 99.7 (3) | C29—C28—H28 | 120.0 |
N5—Ni2—N7 | 177.0 (5) | C30—C29—C28 | 120.0 |
N8—Ni2—N7 | 80.8 (3) | C30—C29—H29 | 120.0 |
N6—Ni2—O1W | 90.2 (3) | C28—C29—H29 | 120.0 |
N5—Ni2—O1W | 85.5 (3) | C29—C30—C31 | 120.0 |
N8—Ni2—O1W | 93.1 (3) | C29—C30—H30 | 120.0 |
N7—Ni2—O1W | 91.7 (3) | C31—C30—H30 | 120.0 |
N6—Ni2—O2W | 89.6 (4) | C32—C31—C30 | 120.0 |
N5—Ni2—O2W | 94.0 (3) | C32—C31—H31 | 120.0 |
N8—Ni2—O2W | 87.1 (3) | C30—C31—H31 | 120.0 |
N7—Ni2—O2W | 88.8 (3) | C31—C32—C27 | 120.0 |
O1W—Ni2—O2W | 179.5 (4) | C31—C32—H32 | 120.0 |
N10—Ni3—N12 | 166.9 (3) | C27—C32—H32 | 120.0 |
N10—Ni3—N11 | 91.4 (3) | C34—C33—C38 | 120.0 |
N12—Ni3—N11 | 78.8 (3) | C34—C33—C26 | 122.9 (6) |
N10—Ni3—N9 | 78.9 (3) | C38—C33—C26 | 117.1 (6) |
N12—Ni3—N9 | 92.8 (3) | C35—C34—C33 | 120.0 |
N11—Ni3—N9 | 93.2 (4) | C35—C34—H34 | 120.0 |
N10—Ni3—Cl4 | 92.8 (3) | C33—C34—H34 | 120.0 |
N12—Ni3—Cl4 | 97.50 (18) | C34—C35—C36 | 120.0 |
N11—Ni3—Cl4 | 174.6 (2) | C34—C35—H35 | 120.0 |
N9—Ni3—Cl4 | 90.8 (3) | C36—C35—H35 | 120.0 |
N10—Ni3—Cl3 | 97.3 (2) | C37—C36—C35 | 120.0 |
N12—Ni3—Cl3 | 90.6 (3) | C37—C36—H36 | 120.0 |
N11—Ni3—Cl3 | 85.4 (3) | C35—C36—H36 | 120.0 |
N9—Ni3—Cl3 | 175.9 (2) | C36—C37—C38 | 120.0 |
Cl4—Ni3—Cl3 | 90.83 (11) | C36—C37—H37 | 120.0 |
Ni2—O1W—H1W1 | 109.5 | C38—C37—H37 | 120.0 |
Ni2—O1W—H1W2 | 109.5 | C37—C38—C33 | 120.0 |
H1W1—O1W—H1W2 | 109.5 | C37—C38—H38 | 120.0 |
Ni2—O2W—H2W1 | 109.5 | C33—C38—H38 | 120.0 |
Ni2—O2W—H2W2 | 109.5 | N7—C39—C41 | 111.4 (6) |
H2W1—O2W—H2W2 | 109.5 | N7—C39—C40 | 109.7 (6) |
C9—N1—C1 | 118.3 (10) | C41—C39—C40 | 114.1 (6) |
C9—N1—Ni1 | 130.1 (7) | N7—C39—H39 | 107.1 |
C1—N1—Ni1 | 111.4 (7) | C41—C39—H39 | 107.1 |
C12—N2—C6 | 121.8 (10) | C40—C39—H39 | 107.1 |
C12—N2—Ni1 | 125.7 (7) | N8—C40—C47 | 112.4 (6) |
C6—N2—Ni1 | 112.4 (7) | N8—C40—C39 | 109.0 (5) |
C21—N3—C13 | 118.6 (8) | C47—C40—C39 | 112.6 (6) |
C21—N3—Ni1 | 128.0 (6) | N8—C40—H40 | 107.5 |
C13—N3—Ni1 | 113.1 (5) | C47—C40—H40 | 107.5 |
C24—N4—C18 | 119.8 (8) | C39—C40—H40 | 107.5 |
C24—N4—Ni1 | 127.8 (6) | C42—C41—C46 | 120.0 |
C18—N4—Ni1 | 112.4 (5) | C42—C41—C39 | 120.5 (6) |
C25—N5—Ni2 | 108.4 (5) | C46—C41—C39 | 119.5 (6) |
C25—N5—H5A | 110.0 | C43—C42—C41 | 120.0 |
Ni2—N5—H5A | 110.0 | C43—C42—H42 | 120.0 |
C25—N5—H5B | 110.0 | C41—C42—H42 | 120.0 |
Ni2—N5—H5B | 110.0 | C42—C43—C44 | 120.0 |
H5A—N5—H5B | 108.4 | C42—C43—H43 | 120.0 |
C26—N6—Ni2 | 109.5 (5) | C44—C43—H43 | 120.0 |
C26—N6—H6A | 109.8 | C45—C44—C43 | 120.0 |
Ni2—N6—H6A | 109.8 | C45—C44—H44 | 120.0 |
C26—N6—H6B | 109.8 | C43—C44—H44 | 120.0 |
Ni2—N6—H6B | 109.8 | C46—C45—C44 | 120.0 |
H6A—N6—H6B | 108.2 | C46—C45—H45 | 120.0 |
C39—N7—Ni2 | 110.1 (5) | C44—C45—H45 | 120.0 |
C39—N7—H7A | 109.6 | C45—C46—C41 | 120.0 |
Ni2—N7—H7A | 109.6 | C45—C46—H46 | 120.0 |
C39—N7—H7B | 109.6 | C41—C46—H46 | 120.0 |
Ni2—N7—H7B | 109.6 | C48—C47—C52 | 120.0 |
H7A—N7—H7B | 108.2 | C48—C47—C40 | 117.5 (6) |
C40—N8—Ni2 | 110.6 (5) | C52—C47—C40 | 122.5 (6) |
C40—N8—H8A | 109.5 | C47—C48—C49 | 120.0 |
Ni2—N8—H8A | 109.5 | C47—C48—H48 | 120.0 |
C40—N8—H8B | 109.5 | C49—C48—H48 | 120.0 |
Ni2—N8—H8B | 109.5 | C50—C49—C48 | 120.0 |
H8A—N8—H8B | 108.1 | C50—C49—H49 | 120.0 |
C61—N9—C53 | 119.3 (10) | C48—C49—H49 | 120.0 |
C61—N9—Ni3 | 129.1 (7) | C49—C50—C51 | 120.0 |
C53—N9—Ni3 | 111.5 (7) | C49—C50—H50 | 120.0 |
C64—N10—C58 | 117.1 (10) | C51—C50—H50 | 120.0 |
C64—N10—Ni3 | 128.9 (7) | C52—C51—C50 | 120.0 |
C58—N10—Ni3 | 114.0 (7) | C52—C51—H51 | 120.0 |
C73—N11—C65 | 119.1 (8) | C50—C51—H51 | 120.0 |
C73—N11—Ni3 | 128.7 (6) | C51—C52—C47 | 120.0 |
C65—N11—Ni3 | 111.9 (5) | C51—C52—H52 | 120.0 |
C76—N12—C70 | 117.5 (8) | C47—C52—H52 | 120.0 |
C76—N12—Ni3 | 128.7 (6) | N9—C53—C54 | 122.0 (8) |
C70—N12—Ni3 | 113.8 (6) | N9—C53—C58 | 118.0 (8) |
N1—C1—C2 | 121.4 (8) | C54—C53—C58 | 120.0 |
N1—C1—C6 | 118.4 (8) | C55—C54—C53 | 120.0 |
C2—C1—C6 | 120.0 | C55—C54—C59 | 122.8 (9) |
C7—C2—C1 | 118.9 (9) | C53—C54—C59 | 117.2 (9) |
C7—C2—C3 | 121.1 (9) | C54—C55—C56 | 120.0 |
C1—C2—C3 | 120.0 | C54—C55—H55 | 120.0 |
C4—C3—C2 | 120.0 | C56—C55—H55 | 120.0 |
C4—C3—H3 | 120.0 | C57—C56—C55 | 120.0 |
C2—C3—H3 | 120.0 | C57—C56—H56 | 120.0 |
C3—C4—C5 | 120.0 | C55—C56—H56 | 120.0 |
C3—C4—H4 | 120.0 | C62—C57—C56 | 120.7 (9) |
C5—C4—H4 | 120.0 | C62—C57—C58 | 119.3 (9) |
C10—C5—C6 | 115.9 (9) | C56—C57—C58 | 120.0 |
C10—C5—C4 | 124.1 (9) | N10—C58—C57 | 122.5 (8) |
C6—C5—C4 | 120.0 | N10—C58—C53 | 117.4 (8) |
N2—C6—C5 | 121.8 (8) | C57—C58—C53 | 120.0 |
N2—C6—C1 | 118.2 (8) | C60—C59—C54 | 121.1 (12) |
C5—C6—C1 | 120.0 | C60—C59—H59 | 119.5 |
C8—C7—C2 | 119.7 (11) | C54—C59—H59 | 119.5 |
C8—C7—H7 | 120.2 | C59—C60—C61 | 118.3 (13) |
C2—C7—H7 | 120.2 | C59—C60—H60 | 120.8 |
C7—C8—C9 | 118.1 (13) | C61—C60—H60 | 120.8 |
C7—C8—H8 | 121.0 | N9—C61—C60 | 122.1 (13) |
C9—C8—H8 | 121.0 | N9—C61—H61 | 119.0 |
N1—C9—C8 | 123.5 (13) | C60—C61—H61 | 119.0 |
N1—C9—H9 | 118.3 | C63—C62—C57 | 118.3 (11) |
C8—C9—H9 | 118.3 | C63—C62—H62 | 120.9 |
C11—C10—C5 | 122.4 (11) | C57—C62—H62 | 120.9 |
C11—C10—H10 | 118.8 | C62—C63—C64 | 119.3 (12) |
C5—C10—H10 | 118.8 | C62—C63—H63 | 120.4 |
C10—C11—C12 | 118.9 (12) | C64—C63—H63 | 120.4 |
C10—C11—H11 | 120.6 | N10—C64—C63 | 123.3 (12) |
C12—C11—H11 | 120.6 | N10—C64—H64 | 118.3 |
N2—C12—C11 | 119.2 (12) | C63—C64—H64 | 118.3 |
N2—C12—H12 | 120.4 | N11—C65—C66 | 121.9 (6) |
C11—C12—H12 | 120.4 | N11—C65—C70 | 118.1 (6) |
N3—C13—C14 | 122.6 (6) | C66—C65—C70 | 120.0 |
N3—C13—C18 | 117.3 (6) | C65—C66—C67 | 120.0 |
C14—C13—C18 | 120.0 | C65—C66—C71 | 117.2 (7) |
C13—C14—C15 | 120.0 | C67—C66—C71 | 122.7 (7) |
C13—C14—C19 | 118.1 (6) | C66—C67—C68 | 120.0 |
C15—C14—C19 | 121.8 (6) | C66—C67—H67 | 120.0 |
C16—C15—C14 | 120.0 | C68—C67—H67 | 120.0 |
C16—C15—H15 | 120.0 | C69—C68—C67 | 120.0 |
C14—C15—H15 | 120.0 | C69—C68—H68 | 120.0 |
C15—C16—C17 | 120.0 | C67—C68—H68 | 120.0 |
C15—C16—H16 | 120.0 | C68—C69—C70 | 120.0 |
C17—C16—H16 | 120.0 | C68—C69—C74 | 121.1 (7) |
C18—C17—C16 | 120.0 | C70—C69—C74 | 118.9 (7) |
C18—C17—C22 | 117.2 (6) | N12—C70—C69 | 122.8 (6) |
C16—C17—C22 | 122.8 (6) | N12—C70—C65 | 117.2 (6) |
N4—C18—C17 | 121.4 (6) | C69—C70—C65 | 120.0 |
N4—C18—C13 | 118.6 (6) | C72—C71—C66 | 121.3 (10) |
C17—C18—C13 | 120.0 | C72—C71—H71 | 119.3 |
C20—C19—C14 | 118.6 (9) | C66—C71—H71 | 119.3 |
C20—C19—H19 | 120.7 | C71—C72—C73 | 117.9 (11) |
C14—C19—H19 | 120.7 | C71—C72—H72 | 121.1 |
C19—C20—C21 | 120.1 (10) | C73—C72—H72 | 121.1 |
C19—C20—H20 | 119.9 | N11—C73—C72 | 122.3 (10) |
C21—C20—H20 | 119.9 | N11—C73—H73 | 118.8 |
N3—C21—C20 | 121.8 (10) | C72—C73—H73 | 118.8 |
N3—C21—H21 | 119.1 | C75—C74—C69 | 118.1 (9) |
C20—C21—H21 | 119.1 | C75—C74—H74 | 121.0 |
C23—C22—C17 | 122.1 (9) | C69—C74—H74 | 121.0 |
C23—C22—H22 | 118.9 | C74—C75—C76 | 120.3 (11) |
C17—C22—H22 | 118.9 | C74—C75—H75 | 119.9 |
C22—C23—C24 | 116.8 (10) | C76—C75—H75 | 119.9 |
C22—C23—H23 | 121.6 | N12—C76—C75 | 122.3 (10) |
C24—C23—H23 | 121.6 | N12—C76—H76 | 118.8 |
N4—C24—C23 | 122.6 (10) | C75—C76—H76 | 118.8 |
N4—C24—H24 | 118.7 | ||
N2—Ni1—N1—C9 | 177.9 (11) | C13—C14—C19—C20 | 1.0 (13) |
N4—Ni1—N1—C9 | −12.7 (11) | C15—C14—C19—C20 | 179.8 (8) |
N3—Ni1—N1—C9 | −91.1 (11) | C14—C19—C20—C21 | 0.4 (18) |
Cl2—Ni1—N1—C9 | 86.2 (11) | C13—N3—C21—C20 | −2.6 (16) |
N2—Ni1—N1—C1 | 3.7 (6) | Ni1—N3—C21—C20 | −175.3 (9) |
N4—Ni1—N1—C1 | 173.1 (6) | C19—C20—C21—N3 | 0.3 (18) |
N3—Ni1—N1—C1 | 94.6 (6) | C18—C17—C22—C23 | −0.7 (15) |
Cl2—Ni1—N1—C1 | −88.1 (6) | C16—C17—C22—C23 | 179.3 (10) |
N4—Ni1—N2—C12 | 125.7 (13) | C17—C22—C23—C24 | 0.6 (19) |
N3—Ni1—N2—C12 | 84.5 (10) | C18—N4—C24—C23 | 0.2 (17) |
N1—Ni1—N2—C12 | 176.1 (10) | Ni1—N4—C24—C23 | 178.4 (9) |
Cl2—Ni1—N2—C12 | −92.9 (9) | C22—C23—C24—N4 | −0.4 (19) |
Cl1—Ni1—N2—C12 | −2.6 (10) | Ni2—N5—C25—C26 | 44.3 (7) |
N4—Ni1—N2—C6 | −50.8 (16) | Ni2—N5—C25—C27 | 172.0 (5) |
N3—Ni1—N2—C6 | −92.1 (6) | Ni2—N6—C26—C25 | 41.4 (8) |
N1—Ni1—N2—C6 | −0.4 (6) | Ni2—N6—C26—C33 | 172.4 (6) |
Cl2—Ni1—N2—C6 | 90.6 (6) | N5—C25—C26—N6 | −56.9 (8) |
Cl1—Ni1—N2—C6 | −179.2 (6) | C27—C25—C26—N6 | 174.7 (6) |
N2—Ni1—N3—C21 | −12.3 (9) | N5—C25—C26—C33 | 173.2 (6) |
N4—Ni1—N3—C21 | 176.9 (10) | C27—C25—C26—C33 | 44.7 (9) |
N1—Ni1—N3—C21 | −91.6 (9) | N5—C25—C27—C28 | 120.6 (7) |
Cl1—Ni1—N3—C21 | 84.4 (9) | C26—C25—C27—C28 | −115.4 (6) |
N2—Ni1—N3—C13 | 174.6 (7) | N5—C25—C27—C32 | −59.6 (9) |
N4—Ni1—N3—C13 | 3.8 (6) | C26—C25—C27—C32 | 64.4 (8) |
N1—Ni1—N3—C13 | 95.4 (7) | C32—C27—C28—C29 | 0.0 |
Cl1—Ni1—N3—C13 | −88.7 (6) | C25—C27—C28—C29 | 179.8 (7) |
N2—Ni1—N4—C24 | 136.4 (12) | C27—C28—C29—C30 | 0.0 |
N3—Ni1—N4—C24 | 178.7 (10) | C28—C29—C30—C31 | 0.0 |
N1—Ni1—N4—C24 | 87.2 (10) | C29—C30—C31—C32 | 0.0 |
Cl2—Ni1—N4—C24 | −4.5 (9) | C30—C31—C32—C27 | 0.0 |
Cl1—Ni1—N4—C24 | −94.8 (9) | C28—C27—C32—C31 | 0.0 |
N2—Ni1—N4—C18 | −45.3 (17) | C25—C27—C32—C31 | −179.8 (7) |
N3—Ni1—N4—C18 | −3.0 (6) | N6—C26—C33—C34 | −70.8 (8) |
N1—Ni1—N4—C18 | −94.5 (7) | C25—C26—C33—C34 | 55.4 (8) |
Cl2—Ni1—N4—C18 | 173.8 (6) | N6—C26—C33—C38 | 108.3 (7) |
Cl1—Ni1—N4—C18 | 83.5 (6) | C25—C26—C33—C38 | −125.6 (6) |
N6—Ni2—N5—C25 | −17.4 (6) | C38—C33—C34—C35 | 0.0 |
N8—Ni2—N5—C25 | 166.0 (6) | C26—C33—C34—C35 | 179.1 (7) |
O1W—Ni2—N5—C25 | 73.5 (6) | C33—C34—C35—C36 | 0.0 |
O2W—Ni2—N5—C25 | −106.4 (6) | C34—C35—C36—C37 | 0.0 |
N5—Ni2—N6—C26 | −13.7 (6) | C35—C36—C37—C38 | 0.0 |
N7—Ni2—N6—C26 | 169.0 (6) | C36—C37—C38—C33 | 0.0 |
O1W—Ni2—N6—C26 | −99.2 (6) | C34—C33—C38—C37 | 0.0 |
O2W—Ni2—N6—C26 | 80.3 (6) | C26—C33—C38—C37 | −179.1 (6) |
N6—Ni2—N7—C39 | 170.6 (6) | Ni2—N7—C39—C41 | 164.2 (5) |
N8—Ni2—N7—C39 | −12.7 (6) | Ni2—N7—C39—C40 | 36.9 (8) |
O1W—Ni2—N7—C39 | 80.1 (6) | Ni2—N8—C40—C47 | 163.6 (5) |
O2W—Ni2—N7—C39 | −100.0 (6) | Ni2—N8—C40—C39 | 38.0 (8) |
N5—Ni2—N8—C40 | 168.5 (6) | N7—C39—C40—N8 | −49.8 (9) |
N7—Ni2—N8—C40 | −14.4 (6) | C41—C39—C40—N8 | −175.6 (7) |
O1W—Ni2—N8—C40 | −105.6 (6) | N7—C39—C40—C47 | −175.2 (7) |
O2W—Ni2—N8—C40 | 74.9 (6) | C41—C39—C40—C47 | 59.0 (9) |
N10—Ni3—N9—C61 | −179.0 (11) | N7—C39—C41—C42 | −73.0 (8) |
N12—Ni3—N9—C61 | 11.2 (11) | C40—C39—C41—C42 | 51.8 (8) |
N11—Ni3—N9—C61 | 90.2 (11) | N7—C39—C41—C46 | 107.8 (7) |
Cl4—Ni3—N9—C61 | −86.3 (10) | C40—C39—C41—C46 | −127.3 (6) |
N10—Ni3—N9—C53 | −2.5 (6) | C46—C41—C42—C43 | 0.0 |
N12—Ni3—N9—C53 | −172.2 (6) | C39—C41—C42—C43 | −179.1 (8) |
N11—Ni3—N9—C53 | −93.3 (6) | C41—C42—C43—C44 | 0.0 |
Cl4—Ni3—N9—C53 | 90.2 (6) | C42—C43—C44—C45 | 0.0 |
N12—Ni3—N10—C64 | −127.8 (14) | C43—C44—C45—C46 | 0.0 |
N11—Ni3—N10—C64 | −86.4 (11) | C44—C45—C46—C41 | 0.0 |
N9—Ni3—N10—C64 | −179.4 (11) | C42—C41—C46—C45 | 0.0 |
Cl4—Ni3—N10—C64 | 90.3 (10) | C39—C41—C46—C45 | 179.1 (7) |
Cl3—Ni3—N10—C64 | −0.9 (11) | N8—C40—C47—C48 | 117.7 (6) |
N12—Ni3—N10—C58 | 51.0 (17) | C39—C40—C47—C48 | −118.8 (6) |
N11—Ni3—N10—C58 | 92.3 (7) | N8—C40—C47—C52 | −62.3 (8) |
N9—Ni3—N10—C58 | −0.7 (6) | C39—C40—C47—C52 | 61.2 (8) |
Cl4—Ni3—N10—C58 | −91.0 (6) | C52—C47—C48—C49 | 0.0 |
Cl3—Ni3—N10—C58 | 177.8 (6) | C40—C47—C48—C49 | 180.0 (6) |
N10—Ni3—N11—C73 | 11.2 (10) | C47—C48—C49—C50 | 0.0 |
N12—Ni3—N11—C73 | −177.6 (10) | C48—C49—C50—C51 | 0.0 |
N9—Ni3—N11—C73 | 90.2 (10) | C49—C50—C51—C52 | 0.0 |
Cl3—Ni3—N11—C73 | −86.0 (10) | C50—C51—C52—C47 | 0.0 |
N10—Ni3—N11—C65 | −175.0 (7) | C48—C47—C52—C51 | 0.0 |
N12—Ni3—N11—C65 | −3.8 (6) | C40—C47—C52—C51 | −180.0 (7) |
N9—Ni3—N11—C65 | −96.0 (7) | C61—N9—C53—C54 | −0.1 (13) |
Cl3—Ni3—N11—C65 | 87.8 (6) | Ni3—N9—C53—C54 | −177.0 (3) |
N10—Ni3—N12—C76 | −134.3 (13) | C61—N9—C53—C58 | −177.7 (8) |
N11—Ni3—N12—C76 | −176.6 (11) | Ni3—N9—C53—C58 | 5.4 (8) |
N9—Ni3—N12—C76 | −83.9 (10) | N9—C53—C54—C55 | −177.5 (7) |
Cl4—Ni3—N12—C76 | 7.3 (10) | C58—C53—C54—C55 | 0.0 |
Cl3—Ni3—N12—C76 | 98.3 (10) | N9—C53—C54—C59 | 1.8 (9) |
N10—Ni3—N12—C70 | 45.0 (18) | C58—C53—C54—C59 | 179.3 (9) |
N11—Ni3—N12—C70 | 2.7 (6) | C53—C54—C55—C56 | 0.0 |
N9—Ni3—N12—C70 | 95.4 (7) | C59—C54—C55—C56 | −179.3 (10) |
Cl4—Ni3—N12—C70 | −173.4 (6) | C54—C55—C56—C57 | 0.0 |
Cl3—Ni3—N12—C70 | −82.4 (6) | C55—C56—C57—C62 | 179.6 (10) |
C9—N1—C1—C2 | 2.9 (12) | C55—C56—C57—C58 | 0.0 |
Ni1—N1—C1—C2 | 177.9 (4) | C64—N10—C58—C57 | −1.3 (12) |
C9—N1—C1—C6 | 178.4 (8) | Ni3—N10—C58—C57 | 179.8 (3) |
Ni1—N1—C1—C6 | −6.7 (8) | C64—N10—C58—C53 | −177.3 (8) |
N1—C1—C2—C7 | −5.1 (9) | Ni3—N10—C58—C53 | 3.8 (8) |
C6—C1—C2—C7 | 179.5 (9) | C62—C57—C58—N10 | 4.6 (9) |
N1—C1—C2—C3 | 175.4 (7) | C56—C57—C58—N10 | −175.8 (7) |
C6—C1—C2—C3 | 0.0 | C62—C57—C58—C53 | −179.6 (9) |
C7—C2—C3—C4 | −179.5 (10) | C56—C57—C58—C53 | 0.0 |
C1—C2—C3—C4 | 0.0 | N9—C53—C58—N10 | −6.3 (9) |
C2—C3—C4—C5 | 0.0 | C54—C53—C58—N10 | 176.0 (7) |
C3—C4—C5—C10 | −179.2 (10) | N9—C53—C58—C57 | 177.6 (7) |
C3—C4—C5—C6 | 0.0 | C54—C53—C58—C57 | 0.0 |
C12—N2—C6—C5 | 2.6 (12) | C55—C54—C59—C60 | 177.4 (10) |
Ni1—N2—C6—C5 | 179.3 (3) | C53—C54—C59—C60 | −1.9 (16) |
C12—N2—C6—C1 | −179.7 (8) | C54—C59—C60—C61 | 0 (2) |
Ni1—N2—C6—C1 | −3.0 (8) | C53—N9—C61—C60 | −1.5 (18) |
C10—C5—C6—N2 | −3.1 (9) | Ni3—N9—C61—C60 | 174.8 (9) |
C4—C5—C6—N2 | 177.6 (7) | C59—C60—C61—N9 | 1 (2) |
C10—C5—C6—C1 | 179.3 (9) | C56—C57—C62—C63 | 175.7 (8) |
C4—C5—C6—C1 | 0.0 | C58—C57—C62—C63 | −4.7 (14) |
N1—C1—C6—N2 | 6.7 (9) | C57—C62—C63—C64 | 1.9 (18) |
C2—C1—C6—N2 | −177.7 (7) | C58—N10—C64—C63 | −1.7 (18) |
N1—C1—C6—C5 | −175.5 (7) | Ni3—N10—C64—C63 | 177.0 (8) |
C2—C1—C6—C5 | 0.0 | C62—C63—C64—N10 | 1.4 (19) |
C1—C2—C7—C8 | 3.8 (15) | C73—N11—C65—C66 | −3.5 (12) |
C3—C2—C7—C8 | −176.7 (9) | Ni3—N11—C65—C66 | −178.0 (4) |
C2—C7—C8—C9 | −0.5 (18) | C73—N11—C65—C70 | 178.9 (8) |
C1—N1—C9—C8 | 0.6 (18) | Ni3—N11—C65—C70 | 4.4 (8) |
Ni1—N1—C9—C8 | −173.3 (8) | N11—C65—C66—C67 | −177.6 (8) |
C7—C8—C9—N1 | −1.8 (19) | C70—C65—C66—C67 | 0.0 |
C6—C5—C10—C11 | 1.2 (15) | N11—C65—C66—C71 | 5.9 (9) |
C4—C5—C10—C11 | −179.6 (9) | C70—C65—C66—C71 | −176.5 (8) |
C5—C10—C11—C12 | 1.2 (19) | C65—C66—C67—C68 | 0.0 |
C6—N2—C12—C11 | 0.0 (17) | C71—C66—C67—C68 | 176.3 (8) |
Ni1—N2—C12—C11 | −176.3 (7) | C66—C67—C68—C69 | 0.0 |
C10—C11—C12—N2 | −1.8 (18) | C67—C68—C69—C70 | 0.0 |
C21—N3—C13—C14 | 4.2 (12) | C67—C68—C69—C74 | 179.4 (8) |
Ni1—N3—C13—C14 | 177.9 (4) | C76—N12—C70—C69 | −1.8 (12) |
C21—N3—C13—C18 | −178.0 (8) | Ni3—N12—C70—C69 | 178.9 (4) |
Ni1—N3—C13—C18 | −4.2 (8) | C76—N12—C70—C65 | 178.1 (8) |
N3—C13—C14—C15 | 177.8 (8) | Ni3—N12—C70—C65 | −1.2 (8) |
C18—C13—C14—C15 | 0.0 | C68—C69—C70—N12 | 179.9 (8) |
N3—C13—C14—C19 | −3.4 (9) | C74—C69—C70—N12 | 0.5 (9) |
C18—C13—C14—C19 | 178.8 (8) | C68—C69—C70—C65 | 0.0 |
C13—C14—C15—C16 | 0.0 | C74—C69—C70—C65 | −179.4 (8) |
C19—C14—C15—C16 | −178.7 (8) | N11—C65—C70—N12 | −2.2 (9) |
C14—C15—C16—C17 | 0.0 | C66—C65—C70—N12 | −179.9 (8) |
C15—C16—C17—C18 | 0.0 | N11—C65—C70—C69 | 177.7 (8) |
C15—C16—C17—C22 | 180.0 (9) | C66—C65—C70—C69 | 0.0 |
C24—N4—C18—C17 | −0.2 (12) | C65—C66—C71—C72 | −4.0 (14) |
Ni1—N4—C18—C17 | −178.7 (4) | C67—C66—C71—C72 | 179.6 (9) |
C24—N4—C18—C13 | −179.8 (8) | C66—C71—C72—C73 | −0.2 (18) |
Ni1—N4—C18—C13 | 1.8 (8) | C65—N11—C73—C72 | −1.1 (16) |
C16—C17—C18—N4 | −179.6 (8) | Ni3—N11—C73—C72 | 172.4 (9) |
C22—C17—C18—N4 | 0.4 (9) | C71—C72—C73—N11 | 2.8 (18) |
C16—C17—C18—C13 | 0.0 | C68—C69—C74—C75 | 179.7 (9) |
C22—C17—C18—C13 | 180.0 (8) | C70—C69—C74—C75 | −0.9 (14) |
N3—C13—C18—N4 | 1.7 (9) | C69—C74—C75—C76 | 2.6 (19) |
C14—C13—C18—N4 | 179.6 (8) | C70—N12—C76—C75 | 3.5 (18) |
N3—C13—C18—C17 | −177.9 (8) | Ni3—N12—C76—C75 | −177.2 (9) |
C14—C13—C18—C17 | 0.0 | C74—C75—C76—N12 | −4 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W1···Cl3 | 0.82 | 2.50 | 3.185 (8) | 142 |
O1W—H1W2···Cl5 | 0.82 | 2.41 | 3.095 (10) | 141 |
O2W—H2W1···Cl1 | 0.82 | 2.36 | 3.182 (8) | 180 |
O2W—H2W2···Cl6 | 0.82 | 2.31 | 3.123 (10) | 172 |
Experimental details
Crystal data | |
Chemical formula | [Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2] |
Mr | 1570.25 |
Crystal system, space group | Monoclinic, P21 |
Temperature (K) | 293 |
a, b, c (Å) | 12.390 (2), 13.819 (2), 21.261 (3) |
β (°) | 101.348 (2) |
V (Å3) | 3569.1 (9) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.06 |
Crystal size (mm) | 0.48 × 0.23 × 0.18 |
Data collection | |
Diffractometer | Bruker APEX area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.629, 0.832 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22161, 14184, 7201 |
Rint | 0.046 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.056, 0.165, 1.02 |
No. of reflections | 14184 |
No. of parameters | 796 |
No. of restraints | 590 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.73, −0.50 |
Absolute structure | Flack (1983), 5767 Friedel pairs |
Absolute structure parameter | −0.07 (3) |
Computer programs: SMART (Bruker, 2003), SAINT (Bruker, 2003), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001), publCIF (Westrip, 2007).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W1···Cl3 | 0.82 | 2.50 | 3.185 (8) | 142 |
O1W—H1W2···Cl5 | 0.82 | 2.41 | 3.095 (10) | 141 |
O2W—H2W1···Cl1 | 0.82 | 2.36 | 3.182 (8) | 180 |
O2W—H2W2···Cl6 | 0.82 | 2.31 | 3.123 (10) | 172 |
1,2-Diphenylethylenediamine, which can exist in the meso and the optically active R,R and S,S forms, behaves like ethylenediamine in a number of metal complexes; several nickel(II) complexes have been characterized by crystallography. These have the ligand functioning in the expected chelating mode, as noted in the nitrite/perchlorate, nitrite/chloride (Finney et al., 1981), dichloride (García-Granda & Gómez-Beltrán, 1984; Murmann & Barnes, 2004) and acetate (García-Granda et al., 1990) derivatives. The dichloride complexes are ionic and there is no direct interaction between the four-coordinate cation and the halide.
The attempt to synthesize a similar, mixed-ligand complex, by adding a molar equivalent of 1,10-phenanthroline yielded a cocrystal of dichlorobis(phenanthroline)nickel and diaquabis(diphenylethylenediamine)nickel dichloride (Fig. 1). The trinuclear compound lies on a false inversion site. The nickel atom of the diaquabis(diphenylethylenediamine)nickel cation lies on this site, which also relates the two neutral dichlorobis(phenanthroline)nickel to each other. The cation uses its water molecules to form hydrogen bonds to the free chlorine anion as well as to the chlorine atom of the neutral molecule. The three nickel atoms exist in octahedral geometries.