Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536809051708/jh2120sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536809051708/jh2120Isup2.hkl |
CCDC reference: 766639
Key indicators
- Single-crystal X-ray study
- T = 183 K
- Mean (C-C) = 0.004 Å
- R factor = 0.047
- wR factor = 0.123
- Data-to-parameter ratio = 19.9
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 5 PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 120 PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF .... 5 PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 204
Alert level G PLAT333_ALERT_2_G Check Large Av C6-Ring C-C Dist. C4B -C9B 1.41 Ang. PLAT154_ALERT_1_G The su's on the Cell Angles are Equal (x 10000) 200 Deg. PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 12
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
All manipulations were carried out by using modified Schlenk techniques under an atmosphere of argon. Prior to use, THF and diethyl ether were distilled over sodium/benzophenone.
N-Triisopropylsilyl-8-aminochinolin (0.46 g, 1.54 mmol), dissolved at -78°C in 10 ml of THF, was lithiated with 1 mL of a 1,6 M solution of nBuLi in hexane. To this solution 0.15 g of [NiCp2] (1.54 mmol) in 13 ml of THF was added drop-wise while a temperature of -78°C was maintained in the reaction flask. The cooling bath was removed and the red-brown reaction mixture stirred for additional 12 h. Thereafter, all volatiles were removed in vacuum and the residue dissolved in 20 ml of diethyl ether. After filtration the volume of the mother liquor was reduced to half of the original volume. At -20°C reddish brown crystals precipitated. Yield: 0.10 g (0.15 mmol, 21%). IR (Nujol, KBr windows, cm-1): 1562 m,1508 m, 1496 m, 1365 m, 1315 s, 1280 m, 1261 m, 1224 w, 1115 m, 1096 m, 1015 m,934 m, 913 w, 882 m, 819 s, 790 m, 757 m, 739 m, 673 w, 648 w, 621 w, 588 w,561 w, 532 w, 500 w. MS (DEI (%)): m/z = 656 (M+, 5), 614 ([M - iPr]+, 4), 300 (22), 257 (100), 171 (58). Elemental analysis (C36H54N4NiSi2; 657,71 g mol-1): calcd. C 65.74, H 8.28, N 8.52; found C 62.82, H 9.00, N 7.48.
All hydrogen atoms were set to idealized positions and refined with 1.2 times (1.5 for methyl groups) the isotropic displacement parameter of the corresponding carbon atom.
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
Fig. 1. Molecular structure of I. Displacement ellipsoids are drawn at the 40% probability level. H atoms have been omitted for clarity. |
[Ni(C18H27N2Si)2] | Z = 4 |
Mr = 657.72 | F(000) = 1416 |
Triclinic, P1 | Dx = 1.227 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.3062 (5) Å | Cell parameters from 25470 reflections |
b = 17.7015 (5) Å | θ = 2.0–27.5° |
c = 18.4194 (6) Å | µ = 0.64 mm−1 |
α = 68.956 (2)° | T = 183 K |
β = 72.025 (2)° | Prism, brown |
γ = 85.540 (2)° | 0.04 × 0.04 × 0.04 mm |
V = 3559.6 (2) Å3 |
Nonius KappaCCD diffractometer | 12031 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.034 |
Graphite monochromator | θmax = 27.5°, θmin = 2.0° |
phi– + ω–scan | h = −15→14 |
25470 measured reflections | k = −22→21 |
15935 independent reflections | l = −23→21 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.123 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0507P)2 + 2.9757P] where P = (Fo2 + 2Fc2)/3 |
15935 reflections | (Δ/σ)max = 0.001 |
799 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.44 e Å−3 |
[Ni(C18H27N2Si)2] | γ = 85.540 (2)° |
Mr = 657.72 | V = 3559.6 (2) Å3 |
Triclinic, P1 | Z = 4 |
a = 12.3062 (5) Å | Mo Kα radiation |
b = 17.7015 (5) Å | µ = 0.64 mm−1 |
c = 18.4194 (6) Å | T = 183 K |
α = 68.956 (2)° | 0.04 × 0.04 × 0.04 mm |
β = 72.025 (2)° |
Nonius KappaCCD diffractometer | 12031 reflections with I > 2σ(I) |
25470 measured reflections | Rint = 0.034 |
15935 independent reflections |
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.123 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.50 e Å−3 |
15935 reflections | Δρmin = −0.44 e Å−3 |
799 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Ni1A | 0.22671 (3) | 0.404287 (18) | 0.365455 (19) | 0.02670 (8) | |
Si1A | 0.31556 (6) | 0.30222 (4) | 0.52291 (4) | 0.02685 (15) | |
Si2A | 0.28061 (6) | 0.60410 (4) | 0.27705 (4) | 0.02624 (15) | |
N1A | 0.06609 (18) | 0.36971 (12) | 0.38461 (13) | 0.0289 (4) | |
N2A | 0.20579 (17) | 0.32527 (12) | 0.47700 (12) | 0.0262 (4) | |
N3A | 0.30614 (18) | 0.35165 (12) | 0.28448 (13) | 0.0294 (5) | |
N4A | 0.30124 (18) | 0.50415 (12) | 0.27932 (12) | 0.0270 (4) | |
C1A | 0.0024 (2) | 0.39528 (16) | 0.33440 (17) | 0.0353 (6) | |
H1AA | 0.0335 | 0.4361 | 0.2825 | 0.042* | |
C2A | −0.1088 (2) | 0.36428 (18) | 0.35519 (18) | 0.0394 (6) | |
H2AA | −0.1527 | 0.3838 | 0.3183 | 0.047* | |
C3A | −0.1527 (2) | 0.30520 (17) | 0.42981 (18) | 0.0360 (6) | |
H3AA | −0.2282 | 0.2840 | 0.4451 | 0.043* | |
C4A | −0.0872 (2) | 0.27538 (15) | 0.48434 (16) | 0.0296 (5) | |
C5A | −0.1253 (2) | 0.21290 (16) | 0.56120 (17) | 0.0338 (6) | |
H5AA | −0.1997 | 0.1886 | 0.5800 | 0.041* | |
C6A | −0.0529 (2) | 0.18804 (16) | 0.60827 (17) | 0.0347 (6) | |
H6AA | −0.0780 | 0.1456 | 0.6597 | 0.042* | |
C7A | 0.0574 (2) | 0.22324 (15) | 0.58293 (16) | 0.0314 (5) | |
H7AA | 0.1040 | 0.2037 | 0.6180 | 0.038* | |
C8A | 0.1011 (2) | 0.28572 (14) | 0.50834 (15) | 0.0266 (5) | |
C9A | 0.0240 (2) | 0.31006 (14) | 0.45882 (15) | 0.0270 (5) | |
C10A | 0.3044 (2) | 0.27422 (16) | 0.29294 (18) | 0.0352 (6) | |
H10A | 0.2504 | 0.2379 | 0.3391 | 0.042* | |
C11A | 0.3797 (2) | 0.24414 (16) | 0.23586 (19) | 0.0378 (6) | |
H11A | 0.3772 | 0.1882 | 0.2436 | 0.045* | |
C12A | 0.4564 (2) | 0.29635 (17) | 0.16916 (18) | 0.0368 (6) | |
H12A | 0.5082 | 0.2765 | 0.1304 | 0.044* | |
C13A | 0.4596 (2) | 0.38015 (16) | 0.15709 (16) | 0.0311 (5) | |
C14A | 0.5352 (2) | 0.43815 (17) | 0.08965 (16) | 0.0358 (6) | |
H14A | 0.5890 | 0.4227 | 0.0483 | 0.043* | |
C15A | 0.5295 (2) | 0.51736 (17) | 0.08480 (16) | 0.0365 (6) | |
H15A | 0.5798 | 0.5568 | 0.0390 | 0.044* | |
C16A | 0.4522 (2) | 0.54227 (16) | 0.14508 (16) | 0.0328 (6) | |
H16A | 0.4513 | 0.5980 | 0.1385 | 0.039* | |
C17A | 0.3765 (2) | 0.48775 (15) | 0.21454 (15) | 0.0273 (5) | |
C18A | 0.3817 (2) | 0.40518 (15) | 0.21780 (15) | 0.0275 (5) | |
C19A | 0.3501 (2) | 0.19049 (15) | 0.55095 (16) | 0.0312 (5) | |
H19A | 0.2868 | 0.1608 | 0.6007 | 0.037* | |
C20A | 0.3507 (3) | 0.15513 (17) | 0.48601 (19) | 0.0406 (7) | |
H20A | 0.3658 | 0.0972 | 0.5053 | 0.061* | |
H20B | 0.4104 | 0.1832 | 0.4352 | 0.061* | |
H20C | 0.2761 | 0.1624 | 0.4761 | 0.061* | |
C21A | 0.4609 (2) | 0.17276 (17) | 0.57561 (19) | 0.0396 (6) | |
H21A | 0.4732 | 0.1144 | 0.5922 | 0.059* | |
H21B | 0.4541 | 0.1908 | 0.6212 | 0.059* | |
H21C | 0.5257 | 0.2018 | 0.5291 | 0.059* | |
C22A | 0.2903 (2) | 0.32499 (15) | 0.62029 (16) | 0.0330 (6) | |
H22A | 0.3671 | 0.3209 | 0.6291 | 0.040* | |
C23A | 0.2123 (3) | 0.2658 (2) | 0.69940 (18) | 0.0531 (8) | |
H23A | 0.2176 | 0.2784 | 0.7459 | 0.080* | |
H23B | 0.2361 | 0.2104 | 0.7053 | 0.080* | |
H23C | 0.1331 | 0.2709 | 0.6977 | 0.080* | |
C24A | 0.2552 (3) | 0.41099 (17) | 0.61376 (18) | 0.0388 (6) | |
H24A | 0.2546 | 0.4199 | 0.6634 | 0.058* | |
H24B | 0.1786 | 0.4189 | 0.6072 | 0.058* | |
H24C | 0.3098 | 0.4496 | 0.5664 | 0.058* | |
C25A | 0.4425 (2) | 0.37000 (15) | 0.44380 (16) | 0.0315 (6) | |
H25A | 0.4095 | 0.4218 | 0.4161 | 0.038* | |
C26A | 0.5281 (2) | 0.39364 (18) | 0.47874 (19) | 0.0414 (7) | |
H26A | 0.5888 | 0.4298 | 0.4340 | 0.062* | |
H26B | 0.5618 | 0.3447 | 0.5081 | 0.062* | |
H26C | 0.4882 | 0.4215 | 0.5163 | 0.062* | |
C27A | 0.5117 (2) | 0.33914 (18) | 0.37565 (17) | 0.0394 (6) | |
H27A | 0.5618 | 0.3832 | 0.3314 | 0.059* | |
H27B | 0.4594 | 0.3202 | 0.3545 | 0.059* | |
H27C | 0.5582 | 0.2943 | 0.3975 | 0.059* | |
C28A | 0.1732 (2) | 0.60344 (15) | 0.37508 (16) | 0.0308 (5) | |
H28A | 0.1690 | 0.6609 | 0.3727 | 0.037* | |
C29A | 0.0512 (2) | 0.57628 (17) | 0.38801 (19) | 0.0397 (6) | |
H29A | −0.0001 | 0.5831 | 0.4376 | 0.059* | |
H29B | 0.0499 | 0.5192 | 0.3936 | 0.059* | |
H29C | 0.0260 | 0.6093 | 0.3411 | 0.059* | |
C30A | 0.2114 (3) | 0.55495 (16) | 0.45009 (16) | 0.0363 (6) | |
H30A | 0.1577 | 0.5623 | 0.4987 | 0.054* | |
H30B | 0.2881 | 0.5742 | 0.4425 | 0.054* | |
H30C | 0.2127 | 0.4974 | 0.4570 | 0.054* | |
C31A | 0.4195 (2) | 0.65577 (15) | 0.26385 (16) | 0.0329 (6) | |
H31A | 0.4548 | 0.6828 | 0.2037 | 0.040* | |
C32A | 0.5084 (3) | 0.59713 (19) | 0.2939 (2) | 0.0444 (7) | |
H32A | 0.5813 | 0.6268 | 0.2767 | 0.067* | |
H32B | 0.5190 | 0.5543 | 0.2705 | 0.067* | |
H32C | 0.4816 | 0.5729 | 0.3535 | 0.067* | |
C33A | 0.4021 (3) | 0.72383 (17) | 0.29984 (19) | 0.0431 (7) | |
H33A | 0.4757 | 0.7518 | 0.2851 | 0.065* | |
H33B | 0.3710 | 0.7004 | 0.3594 | 0.065* | |
H33C | 0.3487 | 0.7625 | 0.2779 | 0.065* | |
C34A | 0.2277 (2) | 0.66770 (15) | 0.18740 (16) | 0.0340 (6) | |
H34A | 0.2969 | 0.6860 | 0.1386 | 0.041* | |
C35A | 0.1496 (3) | 0.61987 (18) | 0.1671 (2) | 0.0505 (8) | |
H35A | 0.1339 | 0.6536 | 0.1164 | 0.076* | |
H35B | 0.0776 | 0.6045 | 0.2116 | 0.076* | |
H35C | 0.1875 | 0.5710 | 0.1604 | 0.076* | |
C36A | 0.1695 (3) | 0.74443 (17) | 0.1978 (2) | 0.0462 (7) | |
H36A | 0.1457 | 0.7752 | 0.1496 | 0.069* | |
H36B | 0.2232 | 0.7778 | 0.2043 | 0.069* | |
H36C | 0.1022 | 0.7294 | 0.2463 | 0.069* | |
Ni1B | 0.05709 (3) | 0.186465 (18) | 0.17978 (2) | 0.02737 (9) | |
Si1B | −0.21235 (6) | 0.14247 (4) | 0.21518 (4) | 0.02792 (15) | |
Si2B | 0.23432 (6) | 0.11779 (4) | 0.04677 (4) | 0.02724 (15) | |
N1B | 0.08118 (18) | 0.30640 (12) | 0.14648 (13) | 0.0299 (5) | |
N2B | −0.10400 (18) | 0.21276 (12) | 0.19249 (13) | 0.0277 (4) | |
N3B | 0.09058 (18) | 0.14248 (12) | 0.28678 (13) | 0.0286 (4) | |
N4B | 0.18624 (17) | 0.12248 (12) | 0.14461 (13) | 0.0269 (4) | |
C1B | 0.1775 (2) | 0.34911 (17) | 0.12183 (17) | 0.0365 (6) | |
H1BA | 0.2467 | 0.3212 | 0.1213 | 0.044* | |
C2B | 0.1822 (3) | 0.43342 (17) | 0.09647 (18) | 0.0408 (7) | |
H2BA | 0.2531 | 0.4622 | 0.0789 | 0.049* | |
C3B | 0.0829 (3) | 0.47395 (16) | 0.09732 (18) | 0.0393 (6) | |
H3BA | 0.0850 | 0.5315 | 0.0784 | 0.047* | |
C4B | −0.0228 (2) | 0.43081 (15) | 0.12615 (16) | 0.0323 (6) | |
C5B | −0.1300 (3) | 0.46732 (16) | 0.13364 (19) | 0.0397 (7) | |
H5BA | −0.1348 | 0.5245 | 0.1180 | 0.048* | |
C6B | −0.2269 (2) | 0.41879 (16) | 0.16390 (19) | 0.0386 (6) | |
H6BA | −0.2991 | 0.4432 | 0.1705 | 0.046* | |
C7B | −0.2234 (2) | 0.33404 (15) | 0.18565 (18) | 0.0339 (6) | |
H7BA | −0.2932 | 0.3031 | 0.2069 | 0.041* | |
C8B | −0.1200 (2) | 0.29407 (14) | 0.17684 (15) | 0.0286 (5) | |
C9B | −0.0194 (2) | 0.34539 (15) | 0.14931 (15) | 0.0285 (5) | |
C10B | 0.0365 (2) | 0.15432 (17) | 0.35555 (17) | 0.0359 (6) | |
H10B | −0.0224 | 0.1923 | 0.3557 | 0.043* | |
C11B | 0.0626 (3) | 0.11292 (17) | 0.42832 (17) | 0.0390 (6) | |
H11B | 0.0213 | 0.1223 | 0.4770 | 0.047* | |
C12B | 0.1483 (3) | 0.05889 (17) | 0.42846 (17) | 0.0382 (6) | |
H12B | 0.1664 | 0.0302 | 0.4776 | 0.046* | |
C13B | 0.2098 (2) | 0.04562 (15) | 0.35589 (16) | 0.0313 (5) | |
C14B | 0.3022 (2) | −0.00709 (17) | 0.34931 (18) | 0.0380 (6) | |
H14B | 0.3256 | −0.0378 | 0.3957 | 0.046* | |
C15B | 0.3568 (2) | −0.01270 (17) | 0.27480 (19) | 0.0407 (7) | |
H15B | 0.4202 | −0.0468 | 0.2701 | 0.049* | |
C16B | 0.3239 (2) | 0.02947 (16) | 0.20487 (17) | 0.0335 (6) | |
H16B | 0.3657 | 0.0233 | 0.1547 | 0.040* | |
C17B | 0.2307 (2) | 0.08064 (14) | 0.20711 (15) | 0.0268 (5) | |
C18B | 0.1770 (2) | 0.08895 (14) | 0.28493 (15) | 0.0274 (5) | |
C19B | −0.3310 (2) | 0.13621 (16) | 0.31244 (17) | 0.0349 (6) | |
H19B | −0.3836 | 0.1809 | 0.2968 | 0.042* | |
C20B | −0.2851 (3) | 0.1516 (2) | 0.37487 (19) | 0.0461 (7) | |
H20D | −0.3490 | 0.1509 | 0.4227 | 0.069* | |
H20E | −0.2445 | 0.2045 | 0.3500 | 0.069* | |
H20F | −0.2324 | 0.1092 | 0.3917 | 0.069* | |
C21B | −0.4032 (3) | 0.05698 (18) | 0.3521 (2) | 0.0460 (7) | |
H21D | −0.4649 | 0.0591 | 0.4000 | 0.069* | |
H21E | −0.3549 | 0.0114 | 0.3690 | 0.069* | |
H21F | −0.4361 | 0.0498 | 0.3128 | 0.069* | |
C22B | −0.2766 (2) | 0.17488 (17) | 0.12737 (17) | 0.0359 (6) | |
H22B | −0.3041 | 0.2307 | 0.1225 | 0.043* | |
C23B | −0.1873 (3) | 0.1844 (2) | 0.04511 (19) | 0.0522 (8) | |
H23D | −0.2228 | 0.2071 | 0.0013 | 0.078* | |
H23E | −0.1575 | 0.1313 | 0.0455 | 0.078* | |
H23F | −0.1244 | 0.2208 | 0.0359 | 0.078* | |
C24B | −0.3821 (3) | 0.12528 (19) | 0.1391 (2) | 0.0438 (7) | |
H24D | −0.4119 | 0.1505 | 0.0926 | 0.066* | |
H24E | −0.4411 | 0.1239 | 0.1895 | 0.066* | |
H24F | −0.3603 | 0.0699 | 0.1426 | 0.066* | |
C25B | −0.1370 (2) | 0.04357 (15) | 0.22502 (18) | 0.0364 (6) | |
H25B | −0.0618 | 0.0585 | 0.1813 | 0.044* | |
C26B | −0.1063 (3) | 0.00331 (17) | 0.3047 (2) | 0.0468 (8) | |
H26D | −0.0512 | −0.0388 | 0.2990 | 0.070* | |
H26E | −0.1756 | −0.0211 | 0.3495 | 0.070* | |
H26F | −0.0726 | 0.0441 | 0.3167 | 0.070* | |
C27B | −0.1926 (3) | −0.02034 (17) | 0.2077 (2) | 0.0448 (7) | |
H27D | −0.1431 | −0.0667 | 0.2096 | 0.067* | |
H27E | −0.2030 | 0.0034 | 0.1534 | 0.067* | |
H27F | −0.2670 | −0.0384 | 0.2489 | 0.067* | |
C28B | 0.1323 (2) | 0.18389 (16) | −0.00721 (17) | 0.0350 (6) | |
H28B | 0.0570 | 0.1768 | 0.0361 | 0.042* | |
C29B | 0.1096 (3) | 0.15814 (19) | −0.07238 (19) | 0.0461 (7) | |
H29D | 0.0549 | 0.1943 | −0.0956 | 0.069* | |
H29E | 0.0780 | 0.1024 | −0.0476 | 0.069* | |
H29F | 0.1814 | 0.1612 | −0.1156 | 0.069* | |
C30B | 0.1611 (3) | 0.27536 (17) | −0.0431 (2) | 0.0472 (7) | |
H30D | 0.0976 | 0.3045 | −0.0611 | 0.071* | |
H30E | 0.2306 | 0.2870 | −0.0898 | 0.071* | |
H30F | 0.1734 | 0.2929 | −0.0014 | 0.071* | |
C31B | 0.2215 (2) | 0.01270 (16) | 0.04315 (17) | 0.0343 (6) | |
H31B | 0.2212 | 0.0222 | −0.0137 | 0.041* | |
C32B | 0.1061 (3) | −0.02930 (17) | 0.0982 (2) | 0.0460 (7) | |
H32D | 0.0988 | −0.0801 | 0.0900 | 0.069* | |
H32E | 0.0445 | 0.0061 | 0.0846 | 0.069* | |
H32F | 0.1010 | −0.0408 | 0.1553 | 0.069* | |
C33B | 0.3175 (3) | −0.04613 (17) | 0.0568 (2) | 0.0453 (7) | |
H33D | 0.3105 | −0.0909 | 0.0390 | 0.068* | |
H33E | 0.3117 | −0.0675 | 0.1149 | 0.068* | |
H33F | 0.3917 | −0.0176 | 0.0253 | 0.068* | |
C34B | 0.3898 (2) | 0.15321 (16) | −0.00755 (17) | 0.0345 (6) | |
H34B | 0.4361 | 0.1104 | 0.0206 | 0.041* | |
C35B | 0.4217 (3) | 0.23240 (18) | −0.0014 (2) | 0.0458 (7) | |
H35D | 0.5049 | 0.2415 | −0.0223 | 0.069* | |
H35E | 0.3949 | 0.2286 | 0.0558 | 0.069* | |
H35F | 0.3856 | 0.2777 | −0.0338 | 0.069* | |
C36B | 0.4272 (3) | 0.15781 (19) | −0.09643 (18) | 0.0465 (7) | |
H36D | 0.5100 | 0.1686 | −0.1198 | 0.070* | |
H36E | 0.3877 | 0.2015 | −0.1277 | 0.070* | |
H36F | 0.4077 | 0.1062 | −0.0987 | 0.070* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1A | 0.02734 (17) | 0.02433 (16) | 0.02715 (16) | −0.00333 (12) | −0.00748 (13) | −0.00737 (12) |
Si1A | 0.0262 (4) | 0.0254 (3) | 0.0295 (3) | −0.0019 (3) | −0.0103 (3) | −0.0081 (3) |
Si2A | 0.0282 (4) | 0.0235 (3) | 0.0263 (3) | −0.0022 (3) | −0.0077 (3) | −0.0076 (3) |
N1A | 0.0300 (11) | 0.0262 (10) | 0.0319 (11) | 0.0023 (8) | −0.0117 (9) | −0.0103 (9) |
N2A | 0.0251 (11) | 0.0252 (10) | 0.0274 (10) | −0.0027 (8) | −0.0071 (8) | −0.0080 (8) |
N3A | 0.0294 (11) | 0.0289 (11) | 0.0325 (11) | −0.0006 (8) | −0.0123 (9) | −0.0110 (9) |
N4A | 0.0290 (11) | 0.0246 (10) | 0.0274 (10) | −0.0009 (8) | −0.0085 (9) | −0.0089 (8) |
C1A | 0.0366 (15) | 0.0343 (14) | 0.0360 (14) | 0.0022 (11) | −0.0150 (12) | −0.0103 (11) |
C2A | 0.0346 (15) | 0.0462 (16) | 0.0482 (17) | 0.0080 (12) | −0.0230 (13) | −0.0216 (14) |
C3A | 0.0270 (14) | 0.0411 (15) | 0.0504 (17) | 0.0026 (11) | −0.0139 (12) | −0.0265 (13) |
C4A | 0.0265 (13) | 0.0289 (12) | 0.0378 (14) | 0.0006 (10) | −0.0082 (11) | −0.0180 (11) |
C5A | 0.0251 (13) | 0.0319 (13) | 0.0446 (15) | −0.0025 (10) | −0.0041 (11) | −0.0183 (12) |
C6A | 0.0333 (14) | 0.0293 (13) | 0.0338 (14) | −0.0015 (11) | −0.0022 (11) | −0.0082 (11) |
C7A | 0.0284 (13) | 0.0324 (13) | 0.0305 (13) | 0.0011 (10) | −0.0067 (11) | −0.0095 (11) |
C8A | 0.0250 (12) | 0.0231 (11) | 0.0328 (13) | 0.0006 (9) | −0.0065 (10) | −0.0128 (10) |
C9A | 0.0268 (13) | 0.0248 (12) | 0.0324 (13) | 0.0006 (9) | −0.0081 (10) | −0.0142 (10) |
C10A | 0.0325 (14) | 0.0315 (13) | 0.0447 (15) | −0.0021 (11) | −0.0154 (12) | −0.0132 (12) |
C11A | 0.0338 (15) | 0.0329 (14) | 0.0578 (18) | 0.0034 (11) | −0.0204 (13) | −0.0238 (13) |
C12A | 0.0316 (14) | 0.0428 (15) | 0.0502 (17) | 0.0085 (12) | −0.0191 (13) | −0.0284 (13) |
C13A | 0.0267 (13) | 0.0379 (14) | 0.0361 (14) | 0.0045 (10) | −0.0153 (11) | −0.0174 (11) |
C14A | 0.0292 (14) | 0.0470 (16) | 0.0316 (14) | 0.0048 (12) | −0.0070 (11) | −0.0168 (12) |
C15A | 0.0330 (15) | 0.0429 (15) | 0.0287 (13) | −0.0008 (12) | −0.0056 (11) | −0.0096 (11) |
C16A | 0.0343 (14) | 0.0331 (13) | 0.0305 (13) | −0.0009 (11) | −0.0085 (11) | −0.0111 (11) |
C17A | 0.0266 (13) | 0.0292 (12) | 0.0283 (12) | −0.0002 (10) | −0.0117 (10) | −0.0097 (10) |
C18A | 0.0261 (13) | 0.0313 (12) | 0.0297 (12) | 0.0014 (10) | −0.0141 (10) | −0.0114 (10) |
C19A | 0.0313 (14) | 0.0265 (12) | 0.0363 (14) | 0.0003 (10) | −0.0135 (11) | −0.0088 (10) |
C20A | 0.0475 (17) | 0.0316 (14) | 0.0480 (17) | 0.0018 (12) | −0.0211 (14) | −0.0148 (12) |
C21A | 0.0397 (16) | 0.0329 (14) | 0.0496 (17) | 0.0041 (12) | −0.0222 (13) | −0.0117 (12) |
C22A | 0.0374 (15) | 0.0313 (13) | 0.0334 (14) | 0.0002 (11) | −0.0151 (12) | −0.0110 (11) |
C23A | 0.076 (2) | 0.0461 (18) | 0.0320 (15) | −0.0138 (16) | −0.0083 (15) | −0.0115 (13) |
C24A | 0.0406 (16) | 0.0411 (15) | 0.0406 (15) | 0.0058 (12) | −0.0162 (13) | −0.0188 (13) |
C25A | 0.0279 (13) | 0.0294 (13) | 0.0345 (14) | −0.0017 (10) | −0.0104 (11) | −0.0068 (11) |
C26A | 0.0314 (15) | 0.0434 (16) | 0.0510 (17) | −0.0084 (12) | −0.0118 (13) | −0.0171 (14) |
C27A | 0.0302 (14) | 0.0466 (16) | 0.0377 (15) | −0.0037 (12) | −0.0075 (12) | −0.0118 (13) |
C28A | 0.0344 (14) | 0.0246 (12) | 0.0330 (13) | 0.0005 (10) | −0.0077 (11) | −0.0115 (10) |
C29A | 0.0301 (15) | 0.0388 (15) | 0.0458 (16) | −0.0005 (11) | −0.0044 (12) | −0.0155 (13) |
C30A | 0.0430 (16) | 0.0329 (14) | 0.0309 (14) | −0.0004 (11) | −0.0083 (12) | −0.0107 (11) |
C31A | 0.0349 (15) | 0.0330 (13) | 0.0316 (13) | −0.0089 (11) | −0.0091 (11) | −0.0111 (11) |
C32A | 0.0377 (16) | 0.0479 (17) | 0.0546 (18) | −0.0028 (13) | −0.0213 (14) | −0.0191 (14) |
C33A | 0.0496 (18) | 0.0385 (15) | 0.0450 (16) | −0.0133 (13) | −0.0129 (14) | −0.0171 (13) |
C34A | 0.0385 (15) | 0.0292 (13) | 0.0319 (13) | −0.0007 (11) | −0.0120 (12) | −0.0064 (11) |
C35A | 0.070 (2) | 0.0395 (16) | 0.0576 (19) | 0.0039 (15) | −0.0422 (18) | −0.0160 (14) |
C36A | 0.061 (2) | 0.0297 (14) | 0.0488 (17) | 0.0057 (13) | −0.0256 (15) | −0.0084 (13) |
Ni1B | 0.02493 (17) | 0.02550 (16) | 0.03428 (18) | 0.00398 (12) | −0.01139 (13) | −0.01210 (13) |
Si1B | 0.0247 (3) | 0.0248 (3) | 0.0355 (4) | 0.0003 (3) | −0.0091 (3) | −0.0120 (3) |
Si2B | 0.0252 (3) | 0.0255 (3) | 0.0302 (3) | 0.0000 (3) | −0.0065 (3) | −0.0104 (3) |
N1B | 0.0271 (11) | 0.0304 (11) | 0.0348 (11) | −0.0010 (8) | −0.0099 (9) | −0.0134 (9) |
N2B | 0.0260 (11) | 0.0243 (10) | 0.0354 (11) | 0.0017 (8) | −0.0102 (9) | −0.0129 (9) |
N3B | 0.0269 (11) | 0.0282 (10) | 0.0327 (11) | −0.0006 (8) | −0.0092 (9) | −0.0125 (9) |
N4B | 0.0235 (10) | 0.0261 (10) | 0.0318 (11) | 0.0029 (8) | −0.0090 (9) | −0.0108 (9) |
C1B | 0.0292 (14) | 0.0394 (15) | 0.0430 (15) | −0.0025 (11) | −0.0101 (12) | −0.0169 (12) |
C2B | 0.0399 (16) | 0.0382 (15) | 0.0449 (16) | −0.0097 (12) | −0.0110 (13) | −0.0148 (13) |
C3B | 0.0484 (18) | 0.0278 (13) | 0.0436 (16) | −0.0072 (12) | −0.0166 (13) | −0.0109 (12) |
C4B | 0.0429 (16) | 0.0247 (12) | 0.0339 (14) | 0.0001 (11) | −0.0171 (12) | −0.0109 (10) |
C5B | 0.0498 (18) | 0.0240 (12) | 0.0529 (17) | 0.0089 (12) | −0.0268 (14) | −0.0142 (12) |
C6B | 0.0356 (15) | 0.0342 (14) | 0.0555 (18) | 0.0123 (11) | −0.0237 (13) | −0.0206 (13) |
C7B | 0.0270 (14) | 0.0310 (13) | 0.0492 (16) | 0.0031 (10) | −0.0159 (12) | −0.0174 (12) |
C8B | 0.0303 (13) | 0.0251 (12) | 0.0335 (13) | 0.0021 (10) | −0.0135 (11) | −0.0110 (10) |
C9B | 0.0303 (13) | 0.0285 (12) | 0.0312 (13) | 0.0014 (10) | −0.0139 (11) | −0.0118 (10) |
C10B | 0.0321 (15) | 0.0383 (14) | 0.0406 (15) | 0.0012 (11) | −0.0086 (12) | −0.0198 (12) |
C11B | 0.0423 (16) | 0.0433 (15) | 0.0340 (14) | −0.0049 (12) | −0.0086 (12) | −0.0178 (12) |
C12B | 0.0437 (17) | 0.0385 (15) | 0.0330 (14) | −0.0084 (12) | −0.0154 (12) | −0.0079 (12) |
C13B | 0.0307 (14) | 0.0300 (13) | 0.0338 (13) | −0.0042 (10) | −0.0129 (11) | −0.0083 (11) |
C14B | 0.0362 (15) | 0.0360 (14) | 0.0412 (16) | 0.0043 (11) | −0.0200 (13) | −0.0066 (12) |
C15B | 0.0316 (15) | 0.0374 (15) | 0.0522 (18) | 0.0095 (12) | −0.0183 (13) | −0.0119 (13) |
C16B | 0.0275 (13) | 0.0349 (14) | 0.0376 (14) | 0.0042 (10) | −0.0094 (11) | −0.0133 (11) |
C17B | 0.0249 (12) | 0.0233 (11) | 0.0334 (13) | −0.0027 (9) | −0.0101 (10) | −0.0096 (10) |
C18B | 0.0255 (12) | 0.0251 (12) | 0.0339 (13) | −0.0033 (9) | −0.0118 (10) | −0.0096 (10) |
C19B | 0.0282 (14) | 0.0347 (14) | 0.0391 (15) | 0.0012 (11) | −0.0058 (11) | −0.0136 (12) |
C20B | 0.0460 (18) | 0.0536 (18) | 0.0423 (17) | 0.0011 (14) | −0.0099 (14) | −0.0241 (14) |
C21B | 0.0375 (16) | 0.0423 (16) | 0.0493 (18) | −0.0074 (13) | −0.0020 (13) | −0.0134 (14) |
C22B | 0.0330 (15) | 0.0350 (14) | 0.0449 (16) | −0.0003 (11) | −0.0170 (12) | −0.0154 (12) |
C23B | 0.0471 (19) | 0.070 (2) | 0.0388 (16) | −0.0035 (16) | −0.0153 (14) | −0.0155 (15) |
C24B | 0.0363 (16) | 0.0483 (17) | 0.0584 (19) | 0.0009 (13) | −0.0214 (14) | −0.0261 (15) |
C25B | 0.0306 (14) | 0.0247 (12) | 0.0505 (17) | 0.0005 (10) | −0.0072 (12) | −0.0137 (12) |
C26B | 0.0405 (17) | 0.0289 (14) | 0.068 (2) | 0.0029 (12) | −0.0220 (15) | −0.0092 (14) |
C27B | 0.0430 (17) | 0.0291 (14) | 0.062 (2) | 0.0000 (12) | −0.0094 (15) | −0.0204 (13) |
C28B | 0.0348 (15) | 0.0376 (14) | 0.0333 (14) | 0.0037 (11) | −0.0116 (11) | −0.0126 (11) |
C29B | 0.0547 (19) | 0.0499 (17) | 0.0411 (16) | 0.0024 (14) | −0.0241 (15) | −0.0166 (14) |
C30B | 0.059 (2) | 0.0357 (15) | 0.0495 (18) | 0.0107 (14) | −0.0252 (15) | −0.0118 (13) |
C31B | 0.0318 (14) | 0.0319 (13) | 0.0426 (15) | 0.0007 (11) | −0.0087 (12) | −0.0190 (12) |
C32B | 0.0364 (16) | 0.0350 (15) | 0.066 (2) | −0.0039 (12) | −0.0061 (14) | −0.0237 (14) |
C33B | 0.0395 (17) | 0.0351 (15) | 0.066 (2) | 0.0051 (12) | −0.0124 (15) | −0.0270 (14) |
C34B | 0.0302 (14) | 0.0318 (13) | 0.0367 (14) | −0.0034 (11) | −0.0048 (11) | −0.0100 (11) |
C35B | 0.0343 (16) | 0.0451 (17) | 0.0565 (19) | −0.0094 (13) | −0.0112 (14) | −0.0162 (14) |
C36B | 0.0413 (17) | 0.0463 (17) | 0.0400 (16) | −0.0031 (13) | 0.0011 (13) | −0.0116 (13) |
Ni1A—N4A | 1.955 (2) | Ni1B—N4B | 1.960 (2) |
Ni1A—N2A | 1.977 (2) | Ni1B—N2B | 1.962 (2) |
Ni1A—N1A | 2.002 (2) | Ni1B—N3B | 2.002 (2) |
Ni1A—N3A | 2.001 (2) | Ni1B—N1B | 2.005 (2) |
Si1A—N2A | 1.754 (2) | Si1B—N2B | 1.744 (2) |
Si1A—C22A | 1.906 (3) | Si1B—C25B | 1.892 (3) |
Si1A—C19A | 1.905 (3) | Si1B—C22B | 1.903 (3) |
Si1A—C25A | 1.907 (3) | Si1B—C19B | 1.903 (3) |
Si2A—N4A | 1.755 (2) | Si2B—N4B | 1.745 (2) |
Si2A—C28A | 1.876 (3) | Si2B—C34B | 1.900 (3) |
Si2A—C31A | 1.909 (3) | Si2B—C31B | 1.906 (3) |
Si2A—C34A | 1.906 (3) | Si2B—C28B | 1.908 (3) |
N1A—C1A | 1.328 (3) | N1B—C1B | 1.321 (3) |
N1A—C9A | 1.365 (3) | N1B—C9B | 1.365 (3) |
N2A—C8A | 1.369 (3) | N2B—C8B | 1.374 (3) |
N3A—C10A | 1.324 (3) | N3B—C10B | 1.319 (3) |
N3A—C18A | 1.366 (3) | N3B—C18B | 1.369 (3) |
N4A—C17A | 1.375 (3) | N4B—C17B | 1.373 (3) |
C1A—C2A | 1.401 (4) | C1B—C2B | 1.395 (4) |
C1A—H1AA | 0.9500 | C1B—H1BA | 0.9500 |
C2A—C3A | 1.368 (4) | C2B—C3B | 1.367 (4) |
C2A—H2AA | 0.9500 | C2B—H2BA | 0.9500 |
C3A—C4A | 1.411 (4) | C3B—C4B | 1.412 (4) |
C3A—H3AA | 0.9500 | C3B—H3BA | 0.9500 |
C4A—C9A | 1.413 (4) | C4B—C5B | 1.413 (4) |
C4A—C5A | 1.412 (4) | C4B—C9B | 1.417 (3) |
C5A—C6A | 1.372 (4) | C5B—C6B | 1.369 (4) |
C5A—H5AA | 0.9500 | C5B—H5BA | 0.9500 |
C6A—C7A | 1.407 (4) | C6B—C7B | 1.408 (4) |
C6A—H6AA | 0.9500 | C6B—H6BA | 0.9500 |
C7A—C8A | 1.395 (3) | C7B—C8B | 1.400 (4) |
C7A—H7AA | 0.9500 | C7B—H7BA | 0.9500 |
C8A—C9A | 1.451 (3) | C8B—C9B | 1.440 (4) |
C10A—C11A | 1.404 (4) | C10B—C11B | 1.400 (4) |
C10A—H10A | 0.9500 | C10B—H10B | 0.9500 |
C11A—C12A | 1.364 (4) | C11B—C12B | 1.367 (4) |
C11A—H11A | 0.9500 | C11B—H11B | 0.9500 |
C12A—C13A | 1.421 (4) | C12B—C13B | 1.410 (4) |
C12A—H12A | 0.9500 | C12B—H12B | 0.9500 |
C13A—C14A | 1.408 (4) | C13B—C14B | 1.417 (4) |
C13A—C18A | 1.412 (4) | C13B—C18B | 1.421 (3) |
C14A—C15A | 1.370 (4) | C14B—C15B | 1.365 (4) |
C14A—H14A | 0.9500 | C14B—H14B | 0.9500 |
C15A—C16A | 1.403 (4) | C15B—C16B | 1.402 (4) |
C15A—H15A | 0.9500 | C15B—H15B | 0.9500 |
C16A—C17A | 1.398 (4) | C16B—C17B | 1.405 (3) |
C16A—H16A | 0.9500 | C16B—H16B | 0.9500 |
C17A—C18A | 1.438 (3) | C17B—C18B | 1.437 (4) |
C19A—C20A | 1.534 (4) | C19B—C21B | 1.533 (4) |
C19A—C21A | 1.541 (4) | C19B—C20B | 1.538 (4) |
C19A—H19A | 1.0000 | C19B—H19B | 1.0000 |
C20A—H20A | 0.9800 | C20B—H20D | 0.9800 |
C20A—H20B | 0.9800 | C20B—H20E | 0.9800 |
C20A—H20C | 0.9800 | C20B—H20F | 0.9800 |
C21A—H21A | 0.9800 | C21B—H21D | 0.9800 |
C21A—H21B | 0.9800 | C21B—H21E | 0.9800 |
C21A—H21C | 0.9800 | C21B—H21F | 0.9800 |
C22A—C24A | 1.522 (4) | C22B—C23B | 1.533 (4) |
C22A—C23A | 1.529 (4) | C22B—C24B | 1.539 (4) |
C22A—H22A | 1.0000 | C22B—H22B | 1.0000 |
C23A—H23A | 0.9800 | C23B—H23D | 0.9800 |
C23A—H23B | 0.9800 | C23B—H23E | 0.9800 |
C23A—H23C | 0.9800 | C23B—H23F | 0.9800 |
C24A—H24A | 0.9800 | C24B—H24D | 0.9800 |
C24A—H24B | 0.9800 | C24B—H24E | 0.9800 |
C24A—H24C | 0.9800 | C24B—H24F | 0.9800 |
C25A—C27A | 1.536 (4) | C25B—C27B | 1.538 (4) |
C25A—C26A | 1.543 (4) | C25B—C26B | 1.535 (4) |
C25A—H25A | 1.0000 | C25B—H25B | 1.0000 |
C26A—H26A | 0.9800 | C26B—H26D | 0.9800 |
C26A—H26B | 0.9800 | C26B—H26E | 0.9800 |
C26A—H26C | 0.9800 | C26B—H26F | 0.9800 |
C27A—H27A | 0.9800 | C27B—H27D | 0.9800 |
C27A—H27B | 0.9800 | C27B—H27E | 0.9800 |
C27A—H27C | 0.9800 | C27B—H27F | 0.9800 |
C28A—C29A | 1.533 (4) | C28B—C29B | 1.532 (4) |
C28A—C30A | 1.534 (4) | C28B—C30B | 1.536 (4) |
C28A—H28A | 1.0000 | C28B—H28B | 1.0000 |
C29A—H29A | 0.9800 | C29B—H29D | 0.9800 |
C29A—H29B | 0.9800 | C29B—H29E | 0.9800 |
C29A—H29C | 0.9800 | C29B—H29F | 0.9800 |
C30A—H30A | 0.9800 | C30B—H30D | 0.9800 |
C30A—H30B | 0.9800 | C30B—H30E | 0.9800 |
C30A—H30C | 0.9800 | C30B—H30F | 0.9800 |
C31A—C32A | 1.538 (4) | C31B—C32B | 1.527 (4) |
C31A—C33A | 1.544 (4) | C31B—C33B | 1.532 (4) |
C31A—H31A | 1.0000 | C31B—H31B | 1.0000 |
C32A—H32A | 0.9800 | C32B—H32D | 0.9800 |
C32A—H32B | 0.9800 | C32B—H32E | 0.9800 |
C32A—H32C | 0.9800 | C32B—H32F | 0.9800 |
C33A—H33A | 0.9800 | C33B—H33D | 0.9800 |
C33A—H33B | 0.9800 | C33B—H33E | 0.9800 |
C33A—H33C | 0.9800 | C33B—H33F | 0.9800 |
C34A—C36A | 1.532 (4) | C34B—C36B | 1.531 (4) |
C34A—C35A | 1.535 (4) | C34B—C35B | 1.536 (4) |
C34A—H34A | 1.0000 | C34B—H34B | 1.0000 |
C35A—H35A | 0.9800 | C35B—H35D | 0.9800 |
C35A—H35B | 0.9800 | C35B—H35E | 0.9800 |
C35A—H35C | 0.9800 | C35B—H35F | 0.9800 |
C36A—H36A | 0.9800 | C36B—H36D | 0.9800 |
C36A—H36B | 0.9800 | C36B—H36E | 0.9800 |
C36A—H36C | 0.9800 | C36B—H36F | 0.9800 |
N4A—Ni1A—N2A | 148.45 (9) | N4B—Ni1B—N2B | 148.84 (9) |
N4A—Ni1A—N1A | 122.96 (8) | N4B—Ni1B—N3B | 84.27 (9) |
N2A—Ni1A—N1A | 84.10 (8) | N2B—Ni1B—N3B | 112.36 (9) |
N4A—Ni1A—N3A | 84.62 (9) | N4B—Ni1B—N1B | 118.98 (9) |
N2A—Ni1A—N3A | 109.19 (8) | N2B—Ni1B—N1B | 83.97 (8) |
N1A—Ni1A—N3A | 98.12 (9) | N3B—Ni1B—N1B | 103.14 (8) |
N2A—Si1A—C22A | 116.87 (11) | N2B—Si1B—C25B | 104.23 (11) |
N2A—Si1A—C19A | 111.91 (11) | N2B—Si1B—C22B | 108.52 (11) |
C22A—Si1A—C19A | 105.25 (11) | C25B—Si1B—C22B | 111.75 (13) |
N2A—Si1A—C25A | 104.61 (10) | N2B—Si1B—C19B | 112.00 (12) |
C22A—Si1A—C25A | 106.44 (12) | C25B—Si1B—C19B | 111.95 (12) |
C19A—Si1A—C25A | 111.76 (12) | C22B—Si1B—C19B | 108.35 (13) |
N4A—Si2A—C28A | 109.15 (10) | N4B—Si2B—C34B | 112.65 (11) |
N4A—Si2A—C31A | 111.73 (11) | N4B—Si2B—C31B | 114.47 (11) |
C28A—Si2A—C31A | 108.86 (12) | C34B—Si2B—C31B | 106.42 (12) |
N4A—Si2A—C34A | 110.77 (11) | N4B—Si2B—C28B | 103.96 (11) |
C28A—Si2A—C34A | 109.65 (12) | C34B—Si2B—C28B | 112.80 (12) |
C31A—Si2A—C34A | 106.62 (12) | C31B—Si2B—C28B | 106.53 (12) |
C1A—N1A—C9A | 119.8 (2) | C1B—N1B—C9B | 119.4 (2) |
C1A—N1A—Ni1A | 128.39 (18) | C1B—N1B—Ni1B | 129.09 (18) |
C9A—N1A—Ni1A | 111.79 (16) | C9B—N1B—Ni1B | 111.53 (16) |
C8A—N2A—Si1A | 125.42 (17) | C8B—N2B—Si1B | 124.02 (17) |
C8A—N2A—Ni1A | 111.27 (16) | C8B—N2B—Ni1B | 111.78 (16) |
Si1A—N2A—Ni1A | 122.92 (11) | Si1B—N2B—Ni1B | 124.11 (11) |
C10A—N3A—C18A | 119.9 (2) | C10B—N3B—C18B | 119.7 (2) |
C10A—N3A—Ni1A | 128.79 (19) | C10B—N3B—Ni1B | 128.84 (18) |
C18A—N3A—Ni1A | 110.72 (16) | C18B—N3B—Ni1B | 111.30 (16) |
C17A—N4A—Si2A | 120.87 (16) | C17B—N4B—Si2B | 125.04 (17) |
C17A—N4A—Ni1A | 110.75 (15) | C17B—N4B—Ni1B | 111.40 (16) |
Si2A—N4A—Ni1A | 128.38 (12) | Si2B—N4B—Ni1B | 123.53 (11) |
N1A—C1A—C2A | 122.4 (3) | N1B—C1B—C2B | 122.9 (3) |
N1A—C1A—H1AA | 118.8 | N1B—C1B—H1BA | 118.6 |
C2A—C1A—H1AA | 118.8 | C2B—C1B—H1BA | 118.6 |
C3A—C2A—C1A | 118.5 (2) | C3B—C2B—C1B | 118.8 (3) |
C3A—C2A—H2AA | 120.7 | C3B—C2B—H2BA | 120.6 |
C1A—C2A—H2AA | 120.7 | C1B—C2B—H2BA | 120.6 |
C2A—C3A—C4A | 120.9 (3) | C2B—C3B—C4B | 120.4 (2) |
C2A—C3A—H3AA | 119.6 | C2B—C3B—H3BA | 119.8 |
C4A—C3A—H3AA | 119.6 | C4B—C3B—H3BA | 119.8 |
C3A—C4A—C9A | 117.1 (2) | C3B—C4B—C5B | 124.2 (2) |
C3A—C4A—C5A | 124.1 (2) | C3B—C4B—C9B | 117.0 (2) |
C9A—C4A—C5A | 118.8 (2) | C5B—C4B—C9B | 118.8 (2) |
C6A—C5A—C4A | 118.7 (2) | C6B—C5B—C4B | 118.8 (2) |
C6A—C5A—H5AA | 120.6 | C6B—C5B—H5BA | 120.6 |
C4A—C5A—H5AA | 120.6 | C4B—C5B—H5BA | 120.6 |
C5A—C6A—C7A | 122.3 (2) | C5B—C6B—C7B | 122.4 (2) |
C5A—C6A—H6AA | 118.9 | C5B—C6B—H6BA | 118.8 |
C7A—C6A—H6AA | 118.9 | C7B—C6B—H6BA | 118.8 |
C8A—C7A—C6A | 122.6 (2) | C8B—C7B—C6B | 121.9 (2) |
C8A—C7A—H7AA | 118.7 | C8B—C7B—H7BA | 119.1 |
C6A—C7A—H7AA | 118.7 | C6B—C7B—H7BA | 119.1 |
N2A—C8A—C7A | 128.3 (2) | N2B—C8B—C7B | 128.0 (2) |
N2A—C8A—C9A | 117.4 (2) | N2B—C8B—C9B | 117.0 (2) |
C7A—C8A—C9A | 114.3 (2) | C7B—C8B—C9B | 115.0 (2) |
N1A—C9A—C4A | 121.4 (2) | N1B—C9B—C4B | 121.5 (2) |
N1A—C9A—C8A | 115.3 (2) | N1B—C9B—C8B | 115.6 (2) |
C4A—C9A—C8A | 123.3 (2) | C4B—C9B—C8B | 123.0 (2) |
N3A—C10A—C11A | 122.1 (3) | N3B—C10B—C11B | 122.5 (3) |
N3A—C10A—H10A | 119.0 | N3B—C10B—H10B | 118.8 |
C11A—C10A—H10A | 119.0 | C11B—C10B—H10B | 118.8 |
C12A—C11A—C10A | 119.1 (2) | C12B—C11B—C10B | 119.2 (3) |
C12A—C11A—H11A | 120.5 | C12B—C11B—H11B | 120.4 |
C10A—C11A—H11A | 120.5 | C10B—C11B—H11B | 120.4 |
C11A—C12A—C13A | 120.6 (3) | C11B—C12B—C13B | 120.2 (3) |
C11A—C12A—H12A | 119.7 | C11B—C12B—H12B | 119.9 |
C13A—C12A—H12A | 119.7 | C13B—C12B—H12B | 119.9 |
C14A—C13A—C18A | 119.1 (2) | C12B—C13B—C14B | 124.3 (2) |
C14A—C13A—C12A | 124.2 (3) | C12B—C13B—C18B | 117.2 (2) |
C18A—C13A—C12A | 116.7 (2) | C14B—C13B—C18B | 118.4 (2) |
C15A—C14A—C13A | 118.6 (3) | C15B—C14B—C13B | 118.5 (2) |
C15A—C14A—H14A | 120.7 | C15B—C14B—H14B | 120.7 |
C13A—C14A—H14A | 120.7 | C13B—C14B—H14B | 120.7 |
C14A—C15A—C16A | 122.3 (3) | C14B—C15B—C16B | 123.1 (3) |
C14A—C15A—H15A | 118.9 | C14B—C15B—H15B | 118.4 |
C16A—C15A—H15A | 118.9 | C16B—C15B—H15B | 118.4 |
C17A—C16A—C15A | 122.2 (2) | C15B—C16B—C17B | 121.7 (3) |
C17A—C16A—H16A | 118.9 | C15B—C16B—H16B | 119.1 |
C15A—C16A—H16A | 118.9 | C17B—C16B—H16B | 119.1 |
N4A—C17A—C16A | 127.5 (2) | N4B—C17B—C16B | 127.8 (2) |
N4A—C17A—C18A | 117.7 (2) | N4B—C17B—C18B | 117.5 (2) |
C16A—C17A—C18A | 114.8 (2) | C16B—C17B—C18B | 114.7 (2) |
N3A—C18A—C13A | 121.7 (2) | N3B—C18B—C13B | 121.2 (2) |
N3A—C18A—C17A | 115.4 (2) | N3B—C18B—C17B | 115.3 (2) |
C13A—C18A—C17A | 122.9 (2) | C13B—C18B—C17B | 123.4 (2) |
C20A—C19A—C21A | 111.7 (2) | C21B—C19B—C20B | 110.4 (2) |
C20A—C19A—Si1A | 113.78 (18) | C21B—C19B—Si1B | 113.8 (2) |
C21A—C19A—Si1A | 112.23 (18) | C20B—C19B—Si1B | 111.94 (19) |
C20A—C19A—H19A | 106.2 | C21B—C19B—H19B | 106.8 |
C21A—C19A—H19A | 106.2 | C20B—C19B—H19B | 106.8 |
Si1A—C19A—H19A | 106.2 | Si1B—C19B—H19B | 106.8 |
C19A—C20A—H20A | 109.5 | C19B—C20B—H20D | 109.5 |
C19A—C20A—H20B | 109.5 | C19B—C20B—H20E | 109.5 |
H20A—C20A—H20B | 109.5 | H20D—C20B—H20E | 109.5 |
C19A—C20A—H20C | 109.5 | C19B—C20B—H20F | 109.5 |
H20A—C20A—H20C | 109.5 | H20D—C20B—H20F | 109.5 |
H20B—C20A—H20C | 109.5 | H20E—C20B—H20F | 109.5 |
C19A—C21A—H21A | 109.5 | C19B—C21B—H21D | 109.5 |
C19A—C21A—H21B | 109.5 | C19B—C21B—H21E | 109.5 |
H21A—C21A—H21B | 109.5 | H21D—C21B—H21E | 109.5 |
C19A—C21A—H21C | 109.5 | C19B—C21B—H21F | 109.5 |
H21A—C21A—H21C | 109.5 | H21D—C21B—H21F | 109.5 |
H21B—C21A—H21C | 109.5 | H21E—C21B—H21F | 109.5 |
C24A—C22A—C23A | 108.8 (2) | C23B—C22B—C24B | 110.4 (2) |
C24A—C22A—Si1A | 114.80 (18) | C23B—C22B—Si1B | 112.7 (2) |
C23A—C22A—Si1A | 117.6 (2) | C24B—C22B—Si1B | 116.8 (2) |
C24A—C22A—H22A | 104.8 | C23B—C22B—H22B | 105.3 |
C23A—C22A—H22A | 104.8 | C24B—C22B—H22B | 105.3 |
Si1A—C22A—H22A | 104.8 | Si1B—C22B—H22B | 105.3 |
C22A—C23A—H23A | 109.5 | C22B—C23B—H23D | 109.5 |
C22A—C23A—H23B | 109.5 | C22B—C23B—H23E | 109.5 |
H23A—C23A—H23B | 109.5 | H23D—C23B—H23E | 109.5 |
C22A—C23A—H23C | 109.5 | C22B—C23B—H23F | 109.5 |
H23A—C23A—H23C | 109.5 | H23D—C23B—H23F | 109.5 |
H23B—C23A—H23C | 109.5 | H23E—C23B—H23F | 109.5 |
C22A—C24A—H24A | 109.5 | C22B—C24B—H24D | 109.5 |
C22A—C24A—H24B | 109.5 | C22B—C24B—H24E | 109.5 |
H24A—C24A—H24B | 109.5 | H24D—C24B—H24E | 109.5 |
C22A—C24A—H24C | 109.5 | C22B—C24B—H24F | 109.5 |
H24A—C24A—H24C | 109.5 | H24D—C24B—H24F | 109.5 |
H24B—C24A—H24C | 109.5 | H24E—C24B—H24F | 109.5 |
C27A—C25A—C26A | 107.4 (2) | C27B—C25B—C26B | 109.3 (2) |
C27A—C25A—Si1A | 115.79 (18) | C27B—C25B—Si1B | 116.5 (2) |
C26A—C25A—Si1A | 115.25 (19) | C26B—C25B—Si1B | 115.1 (2) |
C27A—C25A—H25A | 105.8 | C27B—C25B—H25B | 104.9 |
C26A—C25A—H25A | 105.8 | C26B—C25B—H25B | 104.9 |
Si1A—C25A—H25A | 105.8 | Si1B—C25B—H25B | 104.9 |
C25A—C26A—H26A | 109.5 | C25B—C26B—H26D | 109.5 |
C25A—C26A—H26B | 109.5 | C25B—C26B—H26E | 109.5 |
H26A—C26A—H26B | 109.5 | H26D—C26B—H26E | 109.5 |
C25A—C26A—H26C | 109.5 | C25B—C26B—H26F | 109.5 |
H26A—C26A—H26C | 109.5 | H26D—C26B—H26F | 109.5 |
H26B—C26A—H26C | 109.5 | H26E—C26B—H26F | 109.5 |
C25A—C27A—H27A | 109.5 | C25B—C27B—H27D | 109.5 |
C25A—C27A—H27B | 109.5 | C25B—C27B—H27E | 109.5 |
H27A—C27A—H27B | 109.5 | H27D—C27B—H27E | 109.5 |
C25A—C27A—H27C | 109.5 | C25B—C27B—H27F | 109.5 |
H27A—C27A—H27C | 109.5 | H27D—C27B—H27F | 109.5 |
H27B—C27A—H27C | 109.5 | H27E—C27B—H27F | 109.5 |
C29A—C28A—C30A | 109.8 (2) | C29B—C28B—C30B | 108.7 (2) |
C29A—C28A—Si2A | 115.17 (19) | C29B—C28B—Si2B | 115.1 (2) |
C30A—C28A—Si2A | 112.65 (18) | C30B—C28B—Si2B | 115.7 (2) |
C29A—C28A—H28A | 106.2 | C29B—C28B—H28B | 105.4 |
C30A—C28A—H28A | 106.2 | C30B—C28B—H28B | 105.4 |
Si2A—C28A—H28A | 106.2 | Si2B—C28B—H28B | 105.4 |
C28A—C29A—H29A | 109.5 | C28B—C29B—H29D | 109.5 |
C28A—C29A—H29B | 109.5 | C28B—C29B—H29E | 109.5 |
H29A—C29A—H29B | 109.5 | H29D—C29B—H29E | 109.5 |
C28A—C29A—H29C | 109.5 | C28B—C29B—H29F | 109.5 |
H29A—C29A—H29C | 109.5 | H29D—C29B—H29F | 109.5 |
H29B—C29A—H29C | 109.5 | H29E—C29B—H29F | 109.5 |
C28A—C30A—H30A | 109.5 | C28B—C30B—H30D | 109.5 |
C28A—C30A—H30B | 109.5 | C28B—C30B—H30E | 109.5 |
H30A—C30A—H30B | 109.5 | H30D—C30B—H30E | 109.5 |
C28A—C30A—H30C | 109.5 | C28B—C30B—H30F | 109.5 |
H30A—C30A—H30C | 109.5 | H30D—C30B—H30F | 109.5 |
H30B—C30A—H30C | 109.5 | H30E—C30B—H30F | 109.5 |
C32A—C31A—C33A | 110.2 (2) | C32B—C31B—C33B | 109.7 (2) |
C32A—C31A—Si2A | 114.30 (18) | C32B—C31B—Si2B | 111.68 (19) |
C33A—C31A—Si2A | 114.0 (2) | C33B—C31B—Si2B | 118.6 (2) |
C32A—C31A—H31A | 105.9 | C32B—C31B—H31B | 105.3 |
C33A—C31A—H31A | 105.9 | C33B—C31B—H31B | 105.3 |
Si2A—C31A—H31A | 105.9 | Si2B—C31B—H31B | 105.3 |
C31A—C32A—H32A | 109.5 | C31B—C32B—H32D | 109.5 |
C31A—C32A—H32B | 109.5 | C31B—C32B—H32E | 109.5 |
H32A—C32A—H32B | 109.5 | H32D—C32B—H32E | 109.5 |
C31A—C32A—H32C | 109.5 | C31B—C32B—H32F | 109.5 |
H32A—C32A—H32C | 109.5 | H32D—C32B—H32F | 109.5 |
H32B—C32A—H32C | 109.5 | H32E—C32B—H32F | 109.5 |
C31A—C33A—H33A | 109.5 | C31B—C33B—H33D | 109.5 |
C31A—C33A—H33B | 109.5 | C31B—C33B—H33E | 109.5 |
H33A—C33A—H33B | 109.5 | H33D—C33B—H33E | 109.5 |
C31A—C33A—H33C | 109.5 | C31B—C33B—H33F | 109.5 |
H33A—C33A—H33C | 109.5 | H33D—C33B—H33F | 109.5 |
H33B—C33A—H33C | 109.5 | H33E—C33B—H33F | 109.5 |
C36A—C34A—C35A | 109.9 (2) | C36B—C34B—C35B | 111.0 (2) |
C36A—C34A—Si2A | 113.1 (2) | C36B—C34B—Si2B | 112.1 (2) |
C35A—C34A—Si2A | 113.44 (18) | C35B—C34B—Si2B | 114.5 (2) |
C36A—C34A—H34A | 106.6 | C36B—C34B—H34B | 106.2 |
C35A—C34A—H34A | 106.6 | C35B—C34B—H34B | 106.2 |
Si2A—C34A—H34A | 106.6 | Si2B—C34B—H34B | 106.2 |
C34A—C35A—H35A | 109.5 | C34B—C35B—H35D | 109.5 |
C34A—C35A—H35B | 109.5 | C34B—C35B—H35E | 109.5 |
H35A—C35A—H35B | 109.5 | H35D—C35B—H35E | 109.5 |
C34A—C35A—H35C | 109.5 | C34B—C35B—H35F | 109.5 |
H35A—C35A—H35C | 109.5 | H35D—C35B—H35F | 109.5 |
H35B—C35A—H35C | 109.5 | H35E—C35B—H35F | 109.5 |
C34A—C36A—H36A | 109.5 | C34B—C36B—H36D | 109.5 |
C34A—C36A—H36B | 109.5 | C34B—C36B—H36E | 109.5 |
H36A—C36A—H36B | 109.5 | H36D—C36B—H36E | 109.5 |
C34A—C36A—H36C | 109.5 | C34B—C36B—H36F | 109.5 |
H36A—C36A—H36C | 109.5 | H36D—C36B—H36F | 109.5 |
H36B—C36A—H36C | 109.5 | H36E—C36B—H36F | 109.5 |
Experimental details
Crystal data | |
Chemical formula | [Ni(C18H27N2Si)2] |
Mr | 657.72 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 183 |
a, b, c (Å) | 12.3062 (5), 17.7015 (5), 18.4194 (6) |
α, β, γ (°) | 68.956 (2), 72.025 (2), 85.540 (2) |
V (Å3) | 3559.6 (2) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.64 |
Crystal size (mm) | 0.04 × 0.04 × 0.04 |
Data collection | |
Diffractometer | Nonius KappaCCD diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 25470, 15935, 12031 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.047, 0.123, 1.02 |
No. of reflections | 15935 |
No. of parameters | 799 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.50, −0.44 |
Computer programs: COLLECT (Nonius, 1998), DENZO (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL/PC (Sheldrick, 2008).
The reaction of N-trialkylsilyl-8-amidoquinoline lithium (Jonas et al. 2000) with nickelocene yields paramagnetic bis(N-trialkylsilyl-8-amidoquinoline)nickel(II) (Lee et al. 2000) (SiR3 = SiMe3, SiMe2tBu) with the metal centers in distorted tetrahedral environments. Isostructural zinc and magnesium derivatives are thermally stable whereas bis(N-trimethylsilyl-8-amidoquinoline)cadmium(II) liberates dimethylcadmium at 240°C (Englehardt et al. 1991). Transamination of Zn[N(SiMe3)2]2 with N-trialkylsilyl-8-aminoquinoline gives heteroleptic N-trialkylsilyl-8-amidoquinoline zinc(II)bis(trimethylsilyl)amide (Malassa et al. 2008). The metallation of 8-aminoquinoline with [(tmeda)NiMe2] yields bis(8-amidoquinoline) nickel(II) with a square planar coordinated nickel center. In contrast to these rather rare examples of 8-amidoquinoline complexes, neutral 8-aminoquinoline can easily act as a bidentate base to metal cations (see e.g. Engelter et al. 1989, Fanning et al. 1965, Nast et al. 1961, Nielsen et al. 1966).
The reaction of nickelocene with N-triisopropylsilyl-8-amidoquinoline lithium yields the reddish-brown title complex bis(N-triisopropylsilyl-8-amidoquinoline) nickel(II). This compound crystallizes from diethyl ether with two crystallographically independent molecules with similar configurations. The nickel atoms are in distorted tetrahedral environments despite the fact that amido and pyridyl bases have to be considered as strong Lewis bases because the bulky triisopropylsilyl groups prevent a distorted square planar coordination sphere of the Ni centers. Due to an additional electrostatic attraction the Ni—Namido bond lengths (av. value 196.4 pm) are smaller than the Ni—Npyridyl distances with an average value of 200.3 pm.