In the title compound, [Ni(C14H12N4)2](ClO4)2·2CHCl3, each of the two crystallographically independent nickel(II) complex molecules lies on a twofold axis. In each case, the NiII atom is coordinated by the six N atoms of two 2-[3-(2-pyridyl)pyrazol-1-ylmethyl]pyridine ligands in a distorted octahedral geometry. The Ni-Npyrazole bond lengths [1.977 (3)-1.997 (4) Å] are appreciably shorter than the Ni-Npyridine bond lengths [2.133 (4)-2.184 (4) Å].
Supporting information
CCDC reference: 289703
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.008 Å
- Disorder in solvent or counterion
- R factor = 0.060
- wR factor = 0.166
- Data-to-parameter ratio = 15.2
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT431_ALERT_2_A Short Inter HL..A Contact Cl3 .. Cl3 .. 2.98 Ang.
| Author Response: This may be due to the disorder of Cl atoms.
|
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.98
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C7
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl2
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C29
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl1
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C30
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 25.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
PLAT431_ALERT_2_C Short Inter HL..A Contact Cl5' .. O8' .. 3.19 Ang.
| Author Response: This may be due to the disorder of Cl atoms.
|
PLAT431_ALERT_2_C Short Inter HL..A Contact Cl8 .. O6' .. 3.26 Ang.
| Author Response: This may be due to the disorder of Cl atoms.
|
PLAT431_ALERT_2_C Short Inter HL..A Contact Cl5 .. O8 .. 3.13 Ang.
| Author Response: This may be due to the disorder of Cl atoms.
|
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 11
N2 -NI1 -N2 -N3 -143.80 0.40 2.554 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 16
N2 -NI1 -N2 -C6 61.00 0.40 2.554 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 45
N6 -NI2 -N6 -C20 57.00 0.30 2.655 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 50
N6 -NI2 -N6 -N7 -131.70 0.40 2.655 1.555 1.555 1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 30.80 Deg.
O7 -CL2 -O7' 1.555 1.555 1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 37.20 Deg.
O6' -CL2 -O6 1.555 1.555 1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 9.10 Deg.
CL5' -C29 -CL5 1.555 1.555 1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 41.00 Deg.
CL3 -C29 -CL3' 1.555 1.555 1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 27.90 Deg.
CL4' -C29 -CL4 1.555 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1
C28 H24 N8 Ni
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 6
C H Cl3
1 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
26 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
10 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
13 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
Bis{2-[3-(2-pyridyl)pyrazol-1-ylmethyl]pyridine}nickel(II) bis(perchlorate)
chloroform disolvate
top
Crystal data top
[Ni(C14H12N4)2](ClO4)2·2CHCl3 | F(000) = 3920 |
Mr = 968.90 | Dx = 1.571 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1006 reflections |
a = 22.297 (6) Å | θ = 3.0–22.6° |
b = 17.257 (5) Å | µ = 1.05 mm−1 |
c = 23.801 (7) Å | T = 293 K |
β = 116.551 (4)° | Block, purple |
V = 8192 (4) Å3 | 0.36 × 0.30 × 0.30 mm |
Z = 8 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 8395 independent reflections |
Radiation source: fine-focus sealed tube | 4749 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
φ and ω scans | θmax = 26.4°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −27→27 |
Tmin = 0.703, Tmax = 0.743 | k = −18→21 |
23272 measured reflections | l = −29→27 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.166 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0746P)2 + 8.6393P] where P = (Fo2 + 2Fc2)/3 |
8395 reflections | (Δ/σ)max = 0.002 |
552 parameters | Δρmax = 0.62 e Å−3 |
13 restraints | Δρmin = −0.39 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.0000 | 1.28352 (5) | −0.2500 | 0.0438 (2) | |
Ni2 | 0.5000 | 0.75080 (4) | 0.2500 | 0.0379 (2) | |
N1 | 0.06784 (18) | 1.2008 (2) | −0.18690 (17) | 0.0484 (9) | |
N2 | −0.0297 (2) | 1.2772 (2) | −0.1824 (2) | 0.0614 (11) | |
N3 | −0.0704 (2) | 1.3185 (3) | −0.1688 (2) | 0.0750 (13) | |
N4 | −0.07487 (19) | 1.3747 (2) | −0.2917 (2) | 0.0575 (10) | |
N5 | 0.51876 (16) | 0.83151 (19) | 0.19123 (16) | 0.0433 (8) | |
N6 | 0.41159 (16) | 0.75905 (19) | 0.17589 (16) | 0.0417 (8) | |
N7 | 0.35199 (16) | 0.7249 (2) | 0.16049 (16) | 0.0451 (8) | |
N8 | 0.54203 (18) | 0.6570 (2) | 0.21789 (16) | 0.0443 (8) | |
Cl1 | 0.22217 (5) | 0.85253 (7) | 0.21369 (5) | 0.0527 (3) | |
Cl2 | 0.31475 (7) | 0.94498 (8) | −0.07571 (6) | 0.0636 (4) | |
Cl3 | 0.0704 (9) | 0.9713 (9) | 0.0293 (5) | 0.220 (7) | 0.446 (12) |
Cl4 | 0.0794 (6) | 0.8234 (7) | −0.0067 (6) | 0.182 (5) | 0.446 (12) |
Cl5 | 0.1768 (6) | 0.9234 (7) | −0.0014 (6) | 0.166 (5) | 0.446 (12) |
Cl3' | 0.1260 (7) | 0.9974 (4) | 0.0607 (4) | 0.177 (4) | 0.554 (12) |
Cl4' | 0.0536 (5) | 0.8596 (10) | −0.0089 (5) | 0.267 (8) | 0.554 (12) |
Cl5' | 0.1765 (5) | 0.9079 (5) | −0.0035 (4) | 0.136 (3) | 0.554 (12) |
Cl6 | 0.37780 (18) | 1.29730 (18) | −0.09952 (14) | 0.1876 (13) | |
Cl7 | 0.25214 (15) | 1.30647 (17) | −0.08823 (15) | 0.1887 (14) | |
Cl8 | 0.33786 (12) | 1.17873 (15) | −0.04279 (14) | 0.1537 (10) | |
C1 | 0.1137 (2) | 1.1599 (3) | −0.1955 (2) | 0.0562 (12) | |
H1A | 0.1149 | 1.1636 | −0.2340 | 0.067* | |
C2 | 0.1590 (3) | 1.1127 (3) | −0.1507 (3) | 0.0696 (14) | |
H2A | 0.1908 | 1.0858 | −0.1583 | 0.083* | |
C3 | 0.1571 (3) | 1.1056 (3) | −0.0943 (3) | 0.0754 (16) | |
H3A | 0.1874 | 1.0736 | −0.0630 | 0.090* | |
C4 | 0.1094 (3) | 1.1467 (3) | −0.0844 (2) | 0.0679 (14) | |
H4A | 0.1071 | 1.1427 | −0.0464 | 0.081* | |
C5 | 0.0656 (2) | 1.1936 (3) | −0.1317 (2) | 0.0531 (11) | |
C6 | 0.0131 (3) | 1.2408 (3) | −0.1274 (2) | 0.0651 (14) | |
C7 | −0.0034 (3) | 1.2628 (4) | −0.0811 (3) | 0.095 (2) | |
H7A | 0.0177 | 1.2480 | −0.0391 | 0.113* | |
C8 | −0.0582 (3) | 1.3122 (4) | −0.1093 (3) | 0.0810 (17) | |
H8A | −0.0816 | 1.3360 | −0.0901 | 0.097* | |
C9 | −0.1293 (3) | 1.3516 (4) | −0.2194 (3) | 0.0813 (17) | |
H9A | −0.1507 | 1.3856 | −0.2013 | 0.098* | |
H9B | −0.1605 | 1.3099 | −0.2404 | 0.098* | |
C10 | −0.1183 (2) | 1.3977 (3) | −0.2694 (3) | 0.0628 (14) | |
C11 | −0.1607 (3) | 1.4589 (3) | −0.2958 (3) | 0.0759 (16) | |
H11A | −0.1892 | 1.4749 | −0.2791 | 0.091* | |
C12 | −0.1613 (3) | 1.4969 (3) | −0.3469 (4) | 0.091 (2) | |
H12A | −0.1905 | 1.5380 | −0.3653 | 0.110* | |
C13 | −0.1183 (3) | 1.4729 (3) | −0.3699 (3) | 0.0834 (18) | |
H13A | −0.1179 | 1.4970 | −0.4046 | 0.100* | |
C14 | −0.0761 (3) | 1.4128 (3) | −0.3408 (3) | 0.0747 (16) | |
H14A | −0.0463 | 1.3974 | −0.3563 | 0.090* | |
C15 | 0.5765 (2) | 0.8667 (3) | 0.2021 (2) | 0.0586 (13) | |
H15A | 0.6121 | 0.8633 | 0.2421 | 0.070* | |
C16 | 0.5856 (3) | 0.9075 (3) | 0.1570 (3) | 0.0687 (15) | |
H16A | 0.6266 | 0.9305 | 0.1661 | 0.082* | |
C17 | 0.5329 (3) | 0.9137 (3) | 0.0983 (3) | 0.0743 (16) | |
H17A | 0.5376 | 0.9416 | 0.0671 | 0.089* | |
C18 | 0.4728 (3) | 0.8782 (3) | 0.0858 (2) | 0.0632 (13) | |
H18A | 0.4367 | 0.8817 | 0.0461 | 0.076* | |
C19 | 0.4673 (2) | 0.8375 (2) | 0.13311 (19) | 0.0444 (10) | |
C20 | 0.4061 (2) | 0.7983 (2) | 0.12562 (19) | 0.0424 (10) | |
C21 | 0.3416 (2) | 0.7918 (3) | 0.0779 (2) | 0.0581 (13) | |
H21A | 0.3243 | 0.8145 | 0.0383 | 0.070* | |
C22 | 0.3086 (2) | 0.7448 (3) | 0.1015 (2) | 0.0567 (12) | |
H22A | 0.2640 | 0.7295 | 0.0804 | 0.068* | |
C23 | 0.3396 (2) | 0.6870 (3) | 0.2087 (2) | 0.0524 (11) | |
H23A | 0.2980 | 0.6581 | 0.1883 | 0.063* | |
H23B | 0.3329 | 0.7267 | 0.2342 | 0.063* | |
C24 | 0.4977 (2) | 0.6089 (3) | 0.1751 (2) | 0.0529 (12) | |
H24A | 0.4532 | 0.6247 | 0.1543 | 0.063* | |
C25 | 0.5142 (3) | 0.5384 (3) | 0.1603 (3) | 0.0704 (15) | |
H25A | 0.4819 | 0.5078 | 0.1294 | 0.085* | |
C26 | 0.5792 (3) | 0.5132 (3) | 0.1915 (3) | 0.0742 (16) | |
H26A | 0.5916 | 0.4650 | 0.1828 | 0.089* | |
C27 | 0.6255 (3) | 0.5610 (3) | 0.2359 (2) | 0.0634 (14) | |
H27A | 0.6697 | 0.5448 | 0.2579 | 0.076* | |
C28 | 0.6068 (2) | 0.6325 (2) | 0.2482 (2) | 0.0443 (10) | |
C29 | 0.1283 (3) | 0.9023 (3) | 0.0362 (3) | 0.107 (2) | |
H29A | 0.1549 | 0.8847 | 0.0784 | 0.128* | |
C30 | 0.3092 (4) | 1.2459 (5) | −0.0986 (4) | 0.125 (3) | |
H30A | 0.2857 | 1.2200 | −0.1382 | 0.150* | |
O1 | 0.25559 (18) | 0.8520 (2) | 0.17488 (18) | 0.0793 (11) | |
O2 | 0.2480 (2) | 0.7929 (3) | 0.25923 (19) | 0.0984 (14) | |
O3 | 0.2340 (2) | 0.9252 (3) | 0.2451 (2) | 0.1095 (16) | |
O4 | 0.15180 (17) | 0.8421 (2) | 0.17710 (18) | 0.0812 (11) | |
O5 | 0.3265 (2) | 0.8645 (2) | −0.0641 (2) | 0.0921 (13) | |
O6' | 0.3635 (11) | 0.9920 (8) | −0.0317 (8) | 0.231 (13) | 0.554 (12) |
O7' | 0.3113 (10) | 0.9569 (9) | −0.1350 (5) | 0.143 (6) | 0.554 (12) |
O8' | 0.2458 (5) | 0.9536 (7) | −0.0905 (11) | 0.162 (7) | 0.554 (12) |
O6 | 0.3821 (5) | 0.9690 (8) | −0.0537 (8) | 0.104 (5) | 0.446 (12) |
O7 | 0.2801 (10) | 0.9736 (12) | −0.1364 (5) | 0.145 (9) | 0.446 (12) |
O8 | 0.2932 (11) | 0.9742 (9) | −0.0326 (8) | 0.128 (6) | 0.446 (12) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0397 (4) | 0.0493 (5) | 0.0469 (5) | 0.000 | 0.0234 (4) | 0.000 |
Ni2 | 0.0344 (4) | 0.0381 (4) | 0.0389 (4) | 0.000 | 0.0142 (3) | 0.000 |
N1 | 0.049 (2) | 0.049 (2) | 0.047 (2) | −0.0031 (18) | 0.0219 (18) | −0.0014 (17) |
N2 | 0.053 (2) | 0.073 (3) | 0.071 (3) | −0.012 (2) | 0.039 (2) | −0.019 (2) |
N3 | 0.062 (3) | 0.099 (4) | 0.076 (3) | −0.011 (3) | 0.042 (3) | −0.027 (3) |
N4 | 0.049 (2) | 0.051 (2) | 0.067 (3) | 0.0024 (19) | 0.022 (2) | 0.000 (2) |
N5 | 0.038 (2) | 0.042 (2) | 0.046 (2) | 0.0008 (16) | 0.0162 (17) | 0.0038 (16) |
N6 | 0.0354 (19) | 0.043 (2) | 0.046 (2) | −0.0020 (16) | 0.0181 (16) | −0.0024 (16) |
N7 | 0.0345 (19) | 0.051 (2) | 0.049 (2) | −0.0017 (16) | 0.0177 (17) | −0.0023 (17) |
N8 | 0.050 (2) | 0.043 (2) | 0.044 (2) | 0.0021 (17) | 0.0236 (17) | −0.0023 (16) |
Cl1 | 0.0449 (6) | 0.0615 (7) | 0.0548 (7) | 0.0060 (5) | 0.0252 (5) | 0.0012 (6) |
Cl2 | 0.0596 (8) | 0.0631 (8) | 0.0684 (9) | 0.0054 (6) | 0.0288 (7) | 0.0121 (7) |
Cl3 | 0.281 (14) | 0.251 (11) | 0.128 (7) | 0.158 (11) | 0.092 (9) | 0.007 (7) |
Cl4 | 0.262 (14) | 0.191 (8) | 0.148 (9) | −0.040 (8) | 0.141 (10) | −0.024 (7) |
Cl5 | 0.136 (8) | 0.177 (8) | 0.190 (10) | −0.045 (6) | 0.078 (7) | 0.064 (7) |
Cl3' | 0.258 (10) | 0.161 (5) | 0.131 (6) | 0.081 (6) | 0.104 (6) | 0.021 (4) |
Cl4' | 0.138 (6) | 0.450 (19) | 0.149 (7) | −0.133 (10) | 0.005 (5) | 0.116 (10) |
Cl5' | 0.158 (7) | 0.146 (5) | 0.117 (5) | 0.059 (4) | 0.072 (5) | −0.009 (4) |
Cl6 | 0.247 (3) | 0.173 (3) | 0.144 (2) | −0.076 (2) | 0.089 (2) | −0.0144 (18) |
Cl7 | 0.160 (2) | 0.137 (2) | 0.191 (3) | 0.0398 (19) | 0.009 (2) | −0.0127 (19) |
Cl8 | 0.1279 (18) | 0.1214 (18) | 0.183 (2) | 0.0053 (14) | 0.0441 (17) | 0.0252 (17) |
C1 | 0.056 (3) | 0.063 (3) | 0.054 (3) | 0.004 (3) | 0.028 (2) | 0.000 (2) |
C2 | 0.064 (3) | 0.068 (3) | 0.077 (4) | 0.016 (3) | 0.031 (3) | 0.006 (3) |
C3 | 0.071 (4) | 0.071 (4) | 0.074 (4) | 0.015 (3) | 0.022 (3) | 0.019 (3) |
C4 | 0.074 (4) | 0.078 (4) | 0.048 (3) | 0.006 (3) | 0.023 (3) | 0.009 (3) |
C5 | 0.054 (3) | 0.056 (3) | 0.049 (3) | −0.001 (2) | 0.023 (2) | −0.003 (2) |
C6 | 0.061 (3) | 0.086 (4) | 0.047 (3) | −0.002 (3) | 0.023 (3) | −0.008 (3) |
C7 | 0.079 (4) | 0.148 (6) | 0.069 (4) | 0.007 (4) | 0.043 (3) | −0.002 (4) |
C8 | 0.074 (4) | 0.115 (5) | 0.073 (4) | −0.005 (4) | 0.050 (3) | −0.022 (4) |
C9 | 0.067 (4) | 0.085 (4) | 0.096 (4) | 0.016 (3) | 0.040 (4) | −0.002 (4) |
C10 | 0.053 (3) | 0.054 (3) | 0.078 (4) | 0.001 (3) | 0.027 (3) | −0.015 (3) |
C11 | 0.065 (4) | 0.058 (3) | 0.103 (5) | 0.010 (3) | 0.035 (3) | −0.014 (3) |
C12 | 0.075 (4) | 0.062 (4) | 0.123 (6) | 0.018 (3) | 0.031 (4) | 0.006 (4) |
C13 | 0.086 (4) | 0.062 (4) | 0.100 (5) | 0.013 (3) | 0.039 (4) | 0.022 (3) |
C14 | 0.064 (4) | 0.062 (3) | 0.101 (5) | 0.010 (3) | 0.039 (3) | 0.011 (3) |
C15 | 0.048 (3) | 0.059 (3) | 0.062 (3) | −0.010 (2) | 0.018 (2) | 0.008 (2) |
C16 | 0.059 (3) | 0.066 (3) | 0.086 (4) | −0.012 (3) | 0.037 (3) | 0.013 (3) |
C17 | 0.075 (4) | 0.081 (4) | 0.073 (4) | 0.001 (3) | 0.039 (3) | 0.029 (3) |
C18 | 0.060 (3) | 0.075 (3) | 0.053 (3) | 0.002 (3) | 0.023 (3) | 0.018 (3) |
C19 | 0.044 (2) | 0.044 (2) | 0.043 (2) | 0.002 (2) | 0.017 (2) | 0.004 (2) |
C20 | 0.043 (2) | 0.043 (2) | 0.036 (2) | 0.0013 (19) | 0.013 (2) | −0.0004 (19) |
C21 | 0.048 (3) | 0.077 (3) | 0.039 (3) | 0.000 (3) | 0.010 (2) | 0.008 (2) |
C22 | 0.032 (2) | 0.076 (3) | 0.048 (3) | 0.000 (2) | 0.005 (2) | −0.003 (2) |
C23 | 0.041 (2) | 0.059 (3) | 0.061 (3) | −0.005 (2) | 0.026 (2) | 0.000 (2) |
C24 | 0.056 (3) | 0.052 (3) | 0.048 (3) | 0.004 (2) | 0.021 (2) | −0.009 (2) |
C25 | 0.079 (4) | 0.058 (3) | 0.065 (3) | 0.000 (3) | 0.024 (3) | −0.020 (3) |
C26 | 0.088 (4) | 0.058 (3) | 0.072 (4) | 0.022 (3) | 0.031 (3) | −0.012 (3) |
C27 | 0.060 (3) | 0.058 (3) | 0.071 (3) | 0.022 (3) | 0.028 (3) | 0.002 (3) |
C28 | 0.046 (3) | 0.043 (2) | 0.048 (3) | 0.005 (2) | 0.026 (2) | 0.005 (2) |
C29 | 0.127 (6) | 0.120 (6) | 0.060 (4) | 0.021 (5) | 0.029 (4) | 0.019 (4) |
C30 | 0.153 (7) | 0.109 (6) | 0.090 (5) | −0.036 (6) | 0.035 (5) | −0.027 (4) |
O1 | 0.077 (2) | 0.099 (3) | 0.083 (3) | 0.019 (2) | 0.055 (2) | 0.017 (2) |
O2 | 0.101 (3) | 0.117 (3) | 0.088 (3) | 0.043 (3) | 0.052 (3) | 0.050 (3) |
O3 | 0.093 (3) | 0.097 (3) | 0.139 (4) | −0.010 (3) | 0.052 (3) | −0.054 (3) |
O4 | 0.048 (2) | 0.103 (3) | 0.083 (3) | −0.008 (2) | 0.0209 (19) | −0.002 (2) |
O5 | 0.086 (3) | 0.064 (3) | 0.126 (3) | 0.004 (2) | 0.047 (3) | 0.023 (2) |
O6' | 0.35 (3) | 0.078 (9) | 0.108 (11) | −0.018 (13) | −0.038 (14) | −0.023 (7) |
O7' | 0.186 (16) | 0.144 (11) | 0.123 (11) | 0.036 (10) | 0.091 (11) | 0.083 (8) |
O8' | 0.132 (11) | 0.128 (10) | 0.27 (2) | 0.061 (8) | 0.131 (13) | 0.055 (11) |
O6 | 0.065 (7) | 0.076 (9) | 0.152 (15) | −0.040 (6) | 0.031 (8) | 0.007 (7) |
O7 | 0.118 (14) | 0.158 (14) | 0.075 (9) | 0.058 (11) | −0.033 (9) | 0.020 (9) |
O8 | 0.146 (15) | 0.151 (12) | 0.131 (13) | 0.003 (10) | 0.100 (12) | −0.029 (10) |
Geometric parameters (Å, º) top
Ni1—N2 | 1.997 (4) | C2—C3 | 1.368 (7) |
Ni1—N2i | 1.997 (4) | C2—H2A | 0.9300 |
Ni1—N1i | 2.133 (4) | C3—C4 | 1.382 (8) |
Ni1—N1 | 2.133 (4) | C3—H3A | 0.9300 |
Ni1—N4i | 2.184 (4) | C4—C5 | 1.377 (7) |
Ni1—N4 | 2.184 (4) | C4—H4A | 0.9300 |
Ni2—N6 | 1.977 (3) | C5—C6 | 1.466 (7) |
Ni2—N6ii | 1.977 (3) | C6—C7 | 1.363 (7) |
Ni2—N5ii | 2.143 (3) | C7—C8 | 1.391 (8) |
Ni2—N5 | 2.143 (3) | C7—H7A | 0.9300 |
Ni2—N8ii | 2.173 (3) | C8—H8A | 0.9300 |
Ni2—N8 | 2.173 (3) | C9—C10 | 1.540 (8) |
N1—C1 | 1.333 (6) | C9—H9A | 0.9700 |
N1—C5 | 1.343 (5) | C9—H9B | 0.9700 |
N2—N3 | 1.304 (5) | C10—C11 | 1.369 (7) |
N2—C6 | 1.381 (6) | C11—C12 | 1.374 (9) |
N3—C8 | 1.322 (7) | C11—H11A | 0.9300 |
N3—C9 | 1.445 (7) | C12—C13 | 1.364 (9) |
N4—C14 | 1.330 (7) | C12—H12A | 0.9300 |
N4—C10 | 1.355 (6) | C13—C14 | 1.364 (7) |
N5—C15 | 1.341 (5) | C13—H13A | 0.9300 |
N5—C19 | 1.350 (5) | C14—H14A | 0.9300 |
N6—C20 | 1.331 (5) | C15—C16 | 1.372 (7) |
N6—N7 | 1.346 (4) | C15—H15A | 0.9300 |
N7—C22 | 1.345 (5) | C16—C17 | 1.369 (7) |
N7—C23 | 1.452 (5) | C16—H16A | 0.9300 |
N8—C24 | 1.343 (5) | C17—C18 | 1.378 (7) |
N8—C28 | 1.362 (5) | C17—H17A | 0.9300 |
Cl1—O2 | 1.417 (4) | C18—C19 | 1.379 (6) |
Cl1—O1 | 1.423 (3) | C18—H18A | 0.9300 |
Cl1—O3 | 1.423 (4) | C19—C20 | 1.461 (6) |
Cl1—O4 | 1.425 (3) | C20—C21 | 1.382 (6) |
Cl2—O6' | 1.385 (9) | C21—C22 | 1.373 (7) |
Cl2—O7 | 1.390 (9) | C21—H21A | 0.9300 |
Cl2—O7' | 1.393 (8) | C22—H22A | 0.9300 |
Cl2—O8 | 1.407 (8) | C23—C28ii | 1.505 (6) |
Cl2—O6 | 1.414 (7) | C23—H23A | 0.9700 |
Cl2—O5 | 1.418 (4) | C23—H23B | 0.9700 |
Cl2—O8' | 1.423 (8) | C24—C25 | 1.363 (7) |
Cl3—C29 | 1.708 (8) | C24—H24A | 0.9300 |
Cl4—C29 | 1.759 (8) | C25—C26 | 1.370 (7) |
Cl5—C29 | 1.722 (8) | C25—H25A | 0.9300 |
Cl3'—C29 | 1.750 (7) | C26—C27 | 1.374 (7) |
Cl4'—C29 | 1.695 (8) | C26—H26A | 0.9300 |
Cl5'—C29 | 1.721 (7) | C27—C28 | 1.375 (6) |
Cl6—C30 | 1.777 (9) | C27—H27A | 0.9300 |
Cl7—C30 | 1.747 (9) | C28—C23ii | 1.505 (6) |
Cl8—C30 | 1.660 (8) | C29—H29A | 0.9600 |
C1—C2 | 1.363 (7) | C30—H30A | 0.9599 |
C1—H1A | 0.9300 | | |
| | | |
N2—Ni1—N2i | 173.8 (3) | C6—C7—C8 | 106.1 (5) |
N2—Ni1—N1i | 98.32 (15) | C6—C7—H7A | 127.0 |
N2i—Ni1—N1i | 77.45 (16) | C8—C7—H7A | 127.0 |
N2—Ni1—N1 | 77.45 (16) | N3—C8—C7 | 106.5 (5) |
N2i—Ni1—N1 | 98.32 (15) | N3—C8—H8A | 126.8 |
N1i—Ni1—N1 | 96.02 (19) | C7—C8—H8A | 126.8 |
N2—Ni1—N4i | 97.70 (16) | N3—C9—C10 | 116.6 (5) |
N2i—Ni1—N4i | 86.81 (17) | N3—C9—H9A | 108.1 |
N1i—Ni1—N4i | 163.72 (15) | C10—C9—H9A | 108.1 |
N1—Ni1—N4i | 90.26 (14) | N3—C9—H9B | 108.1 |
N2—Ni1—N4 | 86.81 (17) | C10—C9—H9B | 108.1 |
N2i—Ni1—N4 | 97.70 (16) | H9A—C9—H9B | 107.3 |
N1i—Ni1—N4 | 90.26 (14) | N4—C10—C11 | 120.9 (6) |
N1—Ni1—N4 | 163.72 (15) | N4—C10—C9 | 122.8 (5) |
N4i—Ni1—N4 | 87.7 (2) | C11—C10—C9 | 115.9 (5) |
N6—Ni2—N6ii | 171.7 (2) | C10—C11—C12 | 120.4 (6) |
N6—Ni2—N5ii | 97.35 (13) | C10—C11—H11A | 119.8 |
N6ii—Ni2—N5ii | 77.21 (13) | C12—C11—H11A | 119.8 |
N6—Ni2—N5 | 77.21 (13) | C13—C12—C11 | 118.6 (6) |
N6ii—Ni2—N5 | 97.35 (13) | C13—C12—H12A | 120.7 |
N5ii—Ni2—N5 | 98.95 (19) | C11—C12—H12A | 120.7 |
N6—Ni2—N8ii | 87.29 (14) | C12—C13—C14 | 118.5 (6) |
N6ii—Ni2—N8ii | 98.89 (13) | C12—C13—H13A | 120.8 |
N5ii—Ni2—N8ii | 90.80 (13) | C14—C13—H13A | 120.8 |
N5—Ni2—N8ii | 162.57 (13) | N4—C14—C13 | 124.0 (6) |
N6—Ni2—N8 | 98.89 (13) | N4—C14—H14A | 118.0 |
N6ii—Ni2—N8 | 87.29 (14) | C13—C14—H14A | 118.0 |
N5ii—Ni2—N8 | 162.57 (13) | N5—C15—C16 | 123.1 (5) |
N5—Ni2—N8 | 90.80 (13) | N5—C15—H15A | 118.4 |
N8ii—Ni2—N8 | 83.70 (19) | C16—C15—H15A | 118.4 |
C1—N1—C5 | 117.9 (4) | C17—C16—C15 | 118.6 (5) |
C1—N1—Ni1 | 126.7 (3) | C17—C16—H16A | 120.7 |
C5—N1—Ni1 | 115.2 (3) | C15—C16—H16A | 120.7 |
N3—N2—C6 | 106.0 (4) | C16—C17—C18 | 119.6 (5) |
N3—N2—Ni1 | 133.6 (4) | C16—C17—H17A | 120.2 |
C6—N2—Ni1 | 116.9 (3) | C18—C17—H17A | 120.2 |
N2—N3—C8 | 112.9 (5) | C17—C18—C19 | 118.9 (5) |
N2—N3—C9 | 118.9 (5) | C17—C18—H18A | 120.5 |
C8—N3—C9 | 126.9 (5) | C19—C18—H18A | 120.5 |
C14—N4—C10 | 117.6 (5) | N5—C19—C18 | 122.0 (4) |
C14—N4—Ni1 | 117.8 (3) | N5—C19—C20 | 114.2 (4) |
C10—N4—Ni1 | 124.5 (4) | C18—C19—C20 | 123.8 (4) |
C15—N5—C19 | 117.8 (4) | N6—C20—C21 | 110.0 (4) |
C15—N5—Ni2 | 128.3 (3) | N6—C20—C19 | 114.8 (4) |
C19—N5—Ni2 | 113.2 (3) | C21—C20—C19 | 135.1 (4) |
C20—N6—N7 | 107.1 (3) | C22—C21—C20 | 105.1 (4) |
C20—N6—Ni2 | 119.6 (3) | C22—C21—H21A | 127.4 |
N7—N6—Ni2 | 132.9 (3) | C20—C21—H21A | 127.4 |
C22—N7—N6 | 109.5 (4) | N7—C22—C21 | 108.2 (4) |
C22—N7—C23 | 129.6 (4) | N7—C22—H22A | 125.9 |
N6—N7—C23 | 119.7 (3) | C21—C22—H22A | 125.9 |
C24—N8—C28 | 117.2 (4) | N7—C23—C28ii | 116.5 (4) |
C24—N8—Ni2 | 116.1 (3) | N7—C23—H23A | 108.2 |
C28—N8—Ni2 | 124.5 (3) | C28ii—C23—H23A | 108.2 |
O2—Cl1—O1 | 109.9 (2) | N7—C23—H23B | 108.2 |
O2—Cl1—O3 | 108.8 (3) | C28ii—C23—H23B | 108.2 |
O1—Cl1—O3 | 108.6 (3) | H23A—C23—H23B | 107.3 |
O2—Cl1—O4 | 109.6 (3) | N8—C24—C25 | 123.7 (5) |
O1—Cl1—O4 | 110.8 (2) | N8—C24—H24A | 118.1 |
O3—Cl1—O4 | 109.1 (3) | C25—C24—H24A | 118.1 |
O6'—Cl2—O7 | 117.5 (12) | C24—C25—C26 | 119.1 (5) |
O6'—Cl2—O7' | 110.4 (13) | C24—C25—H25A | 120.5 |
O7—Cl2—O7' | 30.8 (9) | C26—C25—H25A | 120.5 |
O6'—Cl2—O8 | 69.3 (11) | C25—C26—C27 | 118.4 (5) |
O7—Cl2—O8 | 114.8 (10) | C25—C26—H26A | 120.8 |
O7'—Cl2—O8 | 143.5 (9) | C27—C26—H26A | 120.8 |
O6'—Cl2—O6 | 37.2 (11) | C26—C27—C28 | 120.5 (5) |
O7—Cl2—O6 | 106.6 (12) | C26—C27—H27A | 119.7 |
O7'—Cl2—O6 | 84.3 (10) | C28—C27—H27A | 119.7 |
O8—Cl2—O6 | 106.1 (9) | N8—C28—C27 | 121.0 (4) |
O6'—Cl2—O5 | 114.4 (8) | N8—C28—C23ii | 119.9 (4) |
O7—Cl2—O5 | 121.3 (9) | C27—C28—C23ii | 118.8 (4) |
O7'—Cl2—O5 | 105.2 (7) | Cl4'—C29—Cl3 | 75.9 (6) |
O8—Cl2—O5 | 107.7 (7) | Cl4'—C29—Cl5' | 110.7 (6) |
O6—Cl2—O5 | 98.2 (6) | Cl3—C29—Cl5' | 122.6 (6) |
O6'—Cl2—O8' | 121.4 (12) | Cl4'—C29—Cl5 | 115.5 (7) |
O7—Cl2—O8' | 70.7 (10) | Cl3—C29—Cl5 | 115.2 (7) |
O7'—Cl2—O8' | 99.8 (9) | Cl5'—C29—Cl5 | 9.1 (6) |
O8—Cl2—O8' | 57.3 (8) | Cl4'—C29—Cl3' | 116.9 (7) |
O6—Cl2—O8' | 155.8 (8) | Cl3—C29—Cl3' | 41.0 (5) |
O5—Cl2—O8' | 103.6 (5) | Cl5'—C29—Cl3' | 104.5 (5) |
N1—C1—C2 | 123.2 (5) | Cl5—C29—Cl3' | 95.5 (6) |
N1—C1—H1A | 118.4 | Cl4'—C29—Cl4 | 27.9 (7) |
C2—C1—H1A | 118.4 | Cl3—C29—Cl4 | 103.8 (7) |
C1—C2—C3 | 119.0 (5) | Cl5'—C29—Cl4 | 95.9 (5) |
C1—C2—H2A | 120.5 | Cl5—C29—Cl4 | 103.5 (6) |
C3—C2—H2A | 120.5 | Cl3'—C29—Cl4 | 144.8 (6) |
C2—C3—C4 | 119.0 (5) | Cl4'—C29—H29A | 119.8 |
C2—C3—H3A | 120.5 | Cl3—C29—H29A | 114.0 |
C4—C3—H3A | 120.5 | Cl5'—C29—H29A | 110.4 |
C5—C4—C3 | 118.7 (5) | Cl5—C29—H29A | 111.9 |
C5—C4—H4A | 120.6 | Cl3'—C29—H29A | 92.5 |
C3—C4—H4A | 120.6 | Cl4—C29—H29A | 107.1 |
N1—C5—C4 | 122.1 (4) | Cl8—C30—Cl7 | 110.5 (5) |
N1—C5—C6 | 113.4 (4) | Cl8—C30—Cl6 | 109.5 (5) |
C4—C5—C6 | 124.5 (5) | Cl7—C30—Cl6 | 112.9 (5) |
C7—C6—N2 | 108.5 (5) | Cl8—C30—H30A | 107.8 |
C7—C6—C5 | 136.4 (5) | Cl7—C30—H30A | 107.7 |
N2—C6—C5 | 114.9 (4) | Cl6—C30—H30A | 108.4 |
| | | |
N2—Ni1—N1—C1 | 174.6 (4) | C2—C3—C4—C5 | −0.1 (8) |
N2i—Ni1—N1—C1 | −0.8 (4) | C1—N1—C5—C4 | 1.0 (7) |
N1i—Ni1—N1—C1 | 77.4 (4) | Ni1—N1—C5—C4 | −175.4 (4) |
N4i—Ni1—N1—C1 | −87.6 (4) | C1—N1—C5—C6 | −179.7 (4) |
N4—Ni1—N1—C1 | −170.5 (5) | Ni1—N1—C5—C6 | 3.9 (5) |
N2—Ni1—N1—C5 | −9.4 (3) | C3—C4—C5—N1 | −0.2 (8) |
N2i—Ni1—N1—C5 | 175.2 (3) | C3—C4—C5—C6 | −179.5 (5) |
N1i—Ni1—N1—C5 | −106.6 (3) | N3—N2—C6—C7 | −0.8 (6) |
N4i—Ni1—N1—C5 | 88.4 (3) | Ni1—N2—C6—C7 | 160.8 (4) |
N4—Ni1—N1—C5 | 5.6 (7) | N3—N2—C6—C5 | −177.3 (4) |
N2i—Ni1—N2—N3 | −143.8 (4) | Ni1—N2—C6—C5 | −15.7 (6) |
N1i—Ni1—N2—N3 | −97.0 (4) | N1—C5—C6—C7 | −168.1 (7) |
N1—Ni1—N2—N3 | 168.6 (5) | C4—C5—C6—C7 | 11.2 (10) |
N4i—Ni1—N2—N3 | 80.1 (4) | N1—C5—C6—N2 | 7.1 (6) |
N4—Ni1—N2—N3 | −7.2 (4) | C4—C5—C6—N2 | −173.6 (5) |
N2i—Ni1—N2—C6 | 61.0 (4) | N2—C6—C7—C8 | 1.4 (7) |
N1i—Ni1—N2—C6 | 107.8 (4) | C5—C6—C7—C8 | 176.8 (6) |
N1—Ni1—N2—C6 | 13.4 (4) | N2—N3—C8—C7 | 1.0 (7) |
N4i—Ni1—N2—C6 | −75.1 (4) | C9—N3—C8—C7 | 167.7 (6) |
N4—Ni1—N2—C6 | −162.4 (4) | C6—C7—C8—N3 | −1.4 (7) |
C6—N2—N3—C8 | −0.2 (6) | N2—N3—C9—C10 | −50.7 (7) |
Ni1—N2—N3—C8 | −157.3 (4) | C8—N3—C9—C10 | 143.4 (6) |
C6—N2—N3—C9 | −168.0 (5) | C14—N4—C10—C11 | −1.3 (7) |
Ni1—N2—N3—C9 | 34.9 (7) | Ni1—N4—C10—C11 | 175.6 (4) |
N2—Ni1—N4—C14 | 173.0 (4) | C14—N4—C10—C9 | 170.8 (5) |
N2i—Ni1—N4—C14 | −11.3 (4) | Ni1—N4—C10—C9 | −12.3 (7) |
N1i—Ni1—N4—C14 | −88.7 (4) | N3—C9—C10—N4 | 40.3 (8) |
N1—Ni1—N4—C14 | 158.3 (5) | N3—C9—C10—C11 | −147.2 (5) |
N4i—Ni1—N4—C14 | 75.1 (4) | N4—C10—C11—C12 | 2.0 (8) |
N2—Ni1—N4—C10 | −3.9 (4) | C9—C10—C11—C12 | −170.7 (5) |
N2i—Ni1—N4—C10 | 171.8 (4) | C10—C11—C12—C13 | −0.9 (9) |
N1i—Ni1—N4—C10 | 94.4 (4) | C11—C12—C13—C14 | −0.6 (9) |
N1—Ni1—N4—C10 | −18.6 (7) | C10—N4—C14—C13 | −0.3 (8) |
N4i—Ni1—N4—C10 | −101.8 (4) | Ni1—N4—C14—C13 | −177.4 (5) |
N6—Ni2—N5—C15 | −179.3 (4) | C12—C13—C14—N4 | 1.3 (9) |
N6ii—Ni2—N5—C15 | 7.0 (4) | C19—N5—C15—C16 | −0.6 (7) |
N5ii—Ni2—N5—C15 | 85.1 (4) | Ni2—N5—C15—C16 | 169.0 (4) |
N8ii—Ni2—N5—C15 | −151.6 (4) | N5—C15—C16—C17 | 1.0 (8) |
N8—Ni2—N5—C15 | −80.4 (4) | C15—C16—C17—C18 | −0.8 (9) |
N6—Ni2—N5—C19 | −9.3 (3) | C16—C17—C18—C19 | 0.3 (8) |
N6ii—Ni2—N5—C19 | 177.0 (3) | C15—N5—C19—C18 | 0.0 (6) |
N5ii—Ni2—N5—C19 | −104.9 (3) | Ni2—N5—C19—C18 | −171.2 (4) |
N8ii—Ni2—N5—C19 | 18.4 (6) | C15—N5—C19—C20 | −179.3 (4) |
N8—Ni2—N5—C19 | 89.6 (3) | Ni2—N5—C19—C20 | 9.6 (4) |
N6ii—Ni2—N6—C20 | 57.0 (3) | C17—C18—C19—N5 | 0.2 (7) |
N5ii—Ni2—N6—C20 | 105.2 (3) | C17—C18—C19—C20 | 179.3 (5) |
N5—Ni2—N6—C20 | 7.6 (3) | N7—N6—C20—C21 | 2.2 (5) |
N8ii—Ni2—N6—C20 | −164.3 (3) | Ni2—N6—C20—C21 | 175.5 (3) |
N8—Ni2—N6—C20 | −81.1 (3) | N7—N6—C20—C19 | −178.2 (3) |
N6ii—Ni2—N6—N7 | −131.7 (4) | Ni2—N6—C20—C19 | −4.8 (5) |
N5ii—Ni2—N6—N7 | −83.5 (4) | N5—C19—C20—N6 | −3.7 (5) |
N5—Ni2—N6—N7 | 178.9 (4) | C18—C19—C20—N6 | 177.0 (4) |
N8ii—Ni2—N6—N7 | 6.9 (4) | N5—C19—C20—C21 | 175.8 (5) |
N8—Ni2—N6—N7 | 90.1 (4) | C18—C19—C20—C21 | −3.4 (8) |
C20—N6—N7—C22 | −2.1 (5) | N6—C20—C21—C22 | −1.4 (5) |
Ni2—N6—N7—C22 | −174.1 (3) | C19—C20—C21—C22 | 179.0 (5) |
C20—N6—N7—C23 | −171.2 (4) | N6—N7—C22—C21 | 1.2 (5) |
Ni2—N6—N7—C23 | 16.7 (6) | C23—N7—C22—C21 | 169.0 (4) |
N6—Ni2—N8—C24 | −25.2 (3) | C20—C21—C22—N7 | 0.1 (5) |
N6ii—Ni2—N8—C24 | 160.3 (3) | C22—N7—C23—C28ii | 145.4 (5) |
N5ii—Ni2—N8—C24 | 133.3 (4) | N6—N7—C23—C28ii | −48.0 (6) |
N5—Ni2—N8—C24 | −102.3 (3) | C28—N8—C24—C25 | −0.7 (7) |
N8ii—Ni2—N8—C24 | 61.1 (3) | Ni2—N8—C24—C25 | −164.8 (4) |
N6—Ni2—N8—C28 | 172.0 (3) | N8—C24—C25—C26 | 1.8 (8) |
N6ii—Ni2—N8—C28 | −2.5 (3) | C24—C25—C26—C27 | −1.1 (8) |
N5ii—Ni2—N8—C28 | −29.5 (6) | C25—C26—C27—C28 | −0.5 (8) |
N5—Ni2—N8—C28 | 94.8 (3) | C24—N8—C28—C27 | −1.0 (6) |
N8ii—Ni2—N8—C28 | −101.8 (3) | Ni2—N8—C28—C27 | 161.7 (4) |
C5—N1—C1—C2 | −1.5 (7) | C24—N8—C28—C23ii | 173.0 (4) |
Ni1—N1—C1—C2 | 174.4 (4) | Ni2—N8—C28—C23ii | −24.3 (5) |
N1—C1—C2—C3 | 1.2 (8) | C26—C27—C28—N8 | 1.6 (7) |
C1—C2—C3—C4 | −0.3 (8) | C26—C27—C28—C23ii | −172.5 (5) |
Symmetry codes: (i) −x, y, −z−1/2; (ii) −x+1, y, −z+1/2. |