The title complex, [Ni2(L–O−)(H2O)2](NO3)2·4H2O, where L–O− is bis{2-[bis(2-pyridyl)ethyl]amino}phenol (C20H20N3O), is dimeric with each Ni2+ ion coordinated by two bridging phenolate O atoms and three N atoms of the N3O-tetradentate ligand anion L–O−. A molecule of water on each metal completes the octahedral geometry. Crystallographic inversion symmetry is present at the center of the Ni2O2 plane of the dimeric unit.
Supporting information
CCDC reference: 221642
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- R factor = 0.053
- wR factor = 0.145
- Data-to-parameter ratio = 12.3
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
General Notes
ABSTM_02 When printed, the submitted absorption T values will be replaced
by the scaled T values. Since the ratio of scaled T's is
identical to the ratio of reported T values, the scaling does
not imply a change to the absorption corrections used in the
study.
Ratio of Tmax expected/reported 0.834
Tmax scaled 0.830 Tmin scaled 0.737
Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 in WinGX (Farrugia, 1999); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) PLUTON (Spek, 1999); software used to prepare material for publication: SHELXL97.
Crystal data top
[Ni2(C20H20N3O)2(H2O)2](NO3)2·4H2O | F(000) = 1032 |
Mr = 986.32 | Dx = 1.492 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.902 (4) Å | Cell parameters from 25 reflections |
b = 10.613 (4) Å | θ = 10–15° |
c = 19.505 (8) Å | µ = 0.93 mm−1 |
β = 103.32 (3)° | T = 293 K |
V = 2196.0 (15) Å3 | Block, green |
Z = 2 | 0.3 × 0.2 × 0.2 mm |
Data collection top
Enraf–Nonius CAD-4 diffractometer | 2879 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.040 |
Graphite monochromator | θmax = 25.0°, θmin = 2.2° |
ω–2θ scans | h = 0→12 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→12 |
Tmin = 0.737, Tmax = 0.830 | l = −23→22 |
4064 measured reflections | 2 standard reflections every 60 min |
3850 independent reflections | intensity decay: none |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.145 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0867P)2 + 2.0357P] where P = (Fo2 + 2Fc2)/3 |
3850 reflections | (Δ/σ)max < 0.001 |
313 parameters | Δρmax = 1.04 e Å−3 |
0 restraints | Δρmin = −0.78 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 | |
C1 | 0.4591 (3) | 0.2269 (3) | 0.45037 (17) | 0.0279 (8) | |
C2 | 0.3340 (4) | 0.2460 (4) | 0.41267 (19) | 0.0355 (9) | |
C3 | 0.2973 (5) | 0.3614 (4) | 0.3816 (2) | 0.0473 (11) | |
H3 | 0.2141 | 0.3731 | 0.3572 | 0.057* | |
C4 | 0.3819 (5) | 0.4594 (4) | 0.3863 (2) | 0.0518 (12) | |
H4 | 0.3567 | 0.5361 | 0.3644 | 0.062* | |
C5 | 0.5040 (5) | 0.4422 (4) | 0.4240 (2) | 0.0484 (11) | |
H5 | 0.5611 | 0.5085 | 0.4283 | 0.058* | |
C6 | 0.5436 (4) | 0.3272 (4) | 0.4557 (2) | 0.0374 (9) | |
H6 | 0.6267 | 0.3171 | 0.4805 | 0.045* | |
C21 | 0.4630 (4) | −0.1812 (4) | 0.3688 (2) | 0.0435 (10) | |
H21 | 0.4852 | −0.2211 | 0.4123 | 0.052* | |
C22 | 0.5042 (5) | −0.2332 (5) | 0.3132 (2) | 0.0527 (12) | |
H22 | 0.5541 | −0.3052 | 0.3197 | 0.063* | |
C23 | 0.4703 (5) | −0.1772 (5) | 0.2485 (2) | 0.0546 (12) | |
H23 | 0.4979 | −0.2091 | 0.2103 | 0.065* | |
C24 | 0.3946 (4) | −0.0729 (5) | 0.2414 (2) | 0.0480 (11) | |
H24 | 0.3681 | −0.0348 | 0.1975 | 0.058* | |
C25 | 0.3573 (4) | −0.0240 (4) | 0.29918 (19) | 0.0348 (9) | |
C26 | 0.2764 (4) | 0.0920 (4) | 0.2888 (2) | 0.0411 (10) | |
H26A | 0.2290 | 0.0934 | 0.2402 | 0.049* | |
H26B | 0.3316 | 0.1649 | 0.2956 | 0.049* | |
C27 | 0.1843 (4) | 0.1076 (4) | 0.3354 (2) | 0.0424 (10) | |
H27A | 0.1239 | 0.1727 | 0.3157 | 0.051* | |
H27B | 0.1381 | 0.0294 | 0.3354 | 0.051* | |
C31 | 0.3046 (4) | −0.0748 (4) | 0.6070 (2) | 0.0460 (10) | |
H31 | 0.3542 | −0.1424 | 0.5996 | 0.055* | |
C32 | 0.2572 (5) | −0.0773 (5) | 0.6658 (2) | 0.0576 (13) | |
H32 | 0.2736 | −0.1449 | 0.6969 | 0.069* | |
C33 | 0.1842 (5) | 0.0226 (5) | 0.6783 (3) | 0.0611 (14) | |
H33 | 0.1506 | 0.0240 | 0.7179 | 0.073* | |
C34 | 0.1627 (4) | 0.1195 (5) | 0.6308 (2) | 0.0539 (12) | |
H34 | 0.1141 | 0.1880 | 0.6381 | 0.065* | |
C35 | 0.2135 (4) | 0.1156 (4) | 0.5716 (2) | 0.0404 (9) | |
C36 | 0.1884 (5) | 0.2208 (5) | 0.5197 (3) | 0.0588 (13) | |
H36A | 0.2654 | 0.2688 | 0.5234 | 0.071* | |
H36B | 0.1261 | 0.2766 | 0.5318 | 0.071* | |
C37 | 0.1415 (4) | 0.1776 (5) | 0.4442 (2) | 0.0526 (12) | |
H37A | 0.0862 | 0.1058 | 0.4432 | 0.063* | |
H37B | 0.0925 | 0.2448 | 0.4172 | 0.063* | |
N1 | 0.2459 (3) | 0.1417 (3) | 0.40960 (16) | 0.0358 (7) | |
N2 | 0.3928 (3) | −0.0763 (3) | 0.36353 (16) | 0.0342 (7) | |
N3 | 0.2849 (3) | 0.0186 (3) | 0.55878 (17) | 0.0363 (7) | |
N4 | −0.0398 (4) | 0.4660 (4) | 0.3446 (2) | 0.0541 (10) | |
O1 | 0.4932 (2) | 0.1147 (2) | 0.47979 (13) | 0.0308 (6) | |
O2 | 0.2064 (3) | −0.1409 (3) | 0.4382 (2) | 0.0500 (8) | |
O3 | 0.0142 (5) | 0.5024 (5) | 0.3009 (2) | 0.0998 (17) | |
O4 | −0.0935 (5) | 0.3648 (4) | 0.3392 (3) | 0.1044 (17) | |
O5 | −0.0427 (7) | 0.5302 (6) | 0.3949 (3) | 0.139 (2) | |
O6 | 0.1271 (6) | −0.3350 (7) | 0.5080 (5) | 0.104 (2) | |
O7 | 0.1297 (6) | −0.2494 (6) | 0.3088 (3) | 0.104 (2) | |
Ni1 | 0.35177 (4) | −0.01185 (4) | 0.46250 (2) | 0.02862 (18) | |
H2A | 0.184 (5) | −0.168 (5) | 0.397 (3) | 0.072 (19)* | |
H2B | 0.188 (5) | −0.184 (6) | 0.463 (3) | 0.07 (2)* | |
H6A | 0.124 (9) | −0.359 (9) | 0.544 (5) | 0.13 (4)* | |
H6B | 0.097 (8) | −0.377 (8) | 0.480 (4) | 0.11 (4)* | |
H7A | 0.089 (9) | −0.211 (10) | 0.268 (5) | 0.18 (5)* | |
H7B | 0.097 (6) | −0.309 (6) | 0.309 (3) | 0.07 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.036 (2) | 0.0226 (17) | 0.0276 (17) | 0.0086 (15) | 0.0116 (15) | 0.0005 (14) |
C2 | 0.039 (2) | 0.034 (2) | 0.0329 (19) | 0.0091 (17) | 0.0065 (16) | 0.0049 (16) |
C3 | 0.056 (3) | 0.037 (2) | 0.048 (2) | 0.017 (2) | 0.009 (2) | 0.0075 (19) |
C4 | 0.078 (3) | 0.029 (2) | 0.048 (2) | 0.012 (2) | 0.014 (2) | 0.0079 (19) |
C5 | 0.074 (3) | 0.028 (2) | 0.045 (2) | −0.003 (2) | 0.016 (2) | −0.0028 (18) |
C6 | 0.044 (2) | 0.031 (2) | 0.037 (2) | −0.0022 (17) | 0.0096 (17) | −0.0041 (16) |
C21 | 0.051 (3) | 0.040 (2) | 0.040 (2) | 0.003 (2) | 0.0100 (19) | −0.0003 (18) |
C22 | 0.061 (3) | 0.050 (3) | 0.049 (3) | 0.011 (2) | 0.016 (2) | −0.007 (2) |
C23 | 0.067 (3) | 0.056 (3) | 0.047 (3) | 0.004 (2) | 0.027 (2) | −0.008 (2) |
C24 | 0.057 (3) | 0.054 (3) | 0.035 (2) | −0.006 (2) | 0.0149 (19) | 0.0026 (19) |
C25 | 0.033 (2) | 0.036 (2) | 0.0338 (19) | −0.0111 (16) | 0.0060 (15) | −0.0008 (16) |
C26 | 0.046 (2) | 0.043 (2) | 0.032 (2) | −0.0001 (19) | 0.0036 (17) | 0.0021 (17) |
C27 | 0.030 (2) | 0.046 (2) | 0.046 (2) | 0.0054 (18) | −0.0018 (17) | 0.0063 (19) |
C31 | 0.045 (2) | 0.045 (3) | 0.052 (3) | 0.007 (2) | 0.018 (2) | 0.005 (2) |
C32 | 0.066 (3) | 0.063 (3) | 0.050 (3) | 0.007 (3) | 0.027 (2) | 0.016 (2) |
C33 | 0.056 (3) | 0.085 (4) | 0.051 (3) | 0.005 (3) | 0.031 (2) | 0.000 (3) |
C34 | 0.051 (3) | 0.064 (3) | 0.054 (3) | 0.011 (2) | 0.027 (2) | −0.001 (2) |
C35 | 0.032 (2) | 0.044 (2) | 0.048 (2) | 0.0063 (18) | 0.0153 (18) | −0.0017 (18) |
C36 | 0.069 (3) | 0.053 (3) | 0.066 (3) | 0.029 (3) | 0.038 (3) | 0.007 (2) |
C37 | 0.040 (2) | 0.065 (3) | 0.057 (3) | 0.028 (2) | 0.018 (2) | 0.021 (2) |
N1 | 0.0275 (17) | 0.0398 (18) | 0.0394 (17) | 0.0081 (14) | 0.0065 (14) | 0.0046 (14) |
N2 | 0.0312 (17) | 0.0331 (18) | 0.0378 (17) | −0.0016 (14) | 0.0073 (13) | −0.0012 (14) |
N3 | 0.0310 (16) | 0.0393 (18) | 0.0401 (17) | 0.0038 (14) | 0.0115 (13) | 0.0004 (14) |
N4 | 0.045 (2) | 0.063 (3) | 0.054 (2) | 0.015 (2) | 0.0126 (18) | 0.013 (2) |
O1 | 0.0258 (13) | 0.0280 (14) | 0.0373 (14) | 0.0024 (10) | 0.0049 (11) | 0.0050 (11) |
O2 | 0.0494 (19) | 0.056 (2) | 0.0447 (19) | −0.0198 (16) | 0.0098 (15) | 0.0038 (17) |
O3 | 0.078 (3) | 0.145 (5) | 0.087 (3) | 0.027 (3) | 0.040 (2) | 0.044 (3) |
O4 | 0.091 (3) | 0.068 (3) | 0.135 (4) | −0.023 (3) | −0.013 (3) | 0.028 (3) |
O5 | 0.191 (7) | 0.126 (5) | 0.107 (4) | −0.005 (5) | 0.049 (4) | −0.042 (4) |
O6 | 0.087 (4) | 0.119 (5) | 0.107 (5) | −0.036 (3) | 0.026 (3) | 0.035 (4) |
O7 | 0.142 (5) | 0.096 (4) | 0.068 (3) | −0.061 (4) | 0.015 (3) | −0.012 (3) |
Ni1 | 0.0255 (3) | 0.0286 (3) | 0.0320 (3) | 0.0029 (2) | 0.00716 (18) | 0.00228 (19) |
Geometric parameters (Å, º) top
C1—O1 | 1.337 (4) | C35—N3 | 1.349 (5) |
C1—C6 | 1.395 (5) | C35—C36 | 1.489 (6) |
C1—C2 | 1.407 (5) | C36—C37 | 1.515 (7) |
C2—C3 | 1.384 (5) | C36—H36A | 0.9700 |
C2—N1 | 1.459 (5) | C36—H36B | 0.9700 |
C3—C4 | 1.379 (7) | C37—N1 | 1.499 (5) |
C3—H3 | 0.9300 | C37—H37A | 0.9700 |
C4—C5 | 1.377 (7) | C37—H37B | 0.9700 |
C4—H4 | 0.9300 | N4—O5 | 1.200 (6) |
C5—C6 | 1.391 (6) | N4—O3 | 1.205 (6) |
C5—H5 | 0.9300 | N4—O4 | 1.216 (6) |
C6—H6 | 0.9300 | Ni1—O1 | 2.014 (3) |
C21—N2 | 1.341 (5) | Ni1—O1i | 2.107 (2) |
C21—C22 | 1.380 (6) | Ni1—O2 | 2.065 (3) |
C21—H21 | 0.9300 | Ni1—N1 | 2.122 (3) |
C22—C23 | 1.366 (6) | Ni1—N2 | 2.189 (3) |
C22—H22 | 0.9300 | Ni1—N3 | 2.189 (3) |
C23—C24 | 1.367 (7) | Ni1—Ni1i | 3.235 (1) |
C23—H23 | 0.9300 | O(1)—O(1)i | 2.552 (3) |
C24—C25 | 1.385 (6) | O2—H2A | 0.83 (6) |
C24—H24 | 0.9300 | O2—H2B | 0.73 (6) |
C25—N2 | 1.345 (5) | O6—H6A | 0.75 (9) |
C25—C26 | 1.501 (6) | O6—H6B | 0.73 (8) |
C26—C27 | 1.511 (6) | O7—H7A | 0.91 (10) |
C26—H26A | 0.9700 | O7—H7B | 0.73 (6) |
C26—H26B | 0.9700 | C3—H3 | 0.93 |
C27—N1 | 1.493 (5) | 0.93—C5 | H5 |
C27—H27A | 0.9700 | H6—0.93 | C21 |
C27—H27B | 0.9700 | C22—H22 | 0.93 |
C31—N3 | 1.349 (5) | 0.93—C24 | H24 |
C31—C32 | 1.363 (6) | H26A—0.97 | C26 |
C31—H31 | 0.9300 | C27—H27A | 0.97 |
C32—C33 | 1.380 (7) | 0.97—C31 | H31 |
C32—H32 | 0.9300 | H32—0.93 | C33 |
C33—C34 | 1.366 (7) | C34—H34 | 0.93 |
C33—H33 | 0.9300 | 0.97—C36 | H36B |
C34—C35 | 1.392 (6) | H37A—0.97 | C37 |
C34—H34 | 0.9300 | | |
| | | |
O1—C1—C6 | 122.3 (3) | C33—C34—H34 | 120.0 |
O1—C1—C2 | 119.5 (3) | C35—C34—H34 | 120.0 |
C6—C1—C2 | 118.2 (3) | N3—C35—C34 | 122.2 (4) |
C3—C2—C1 | 120.3 (4) | N3—C35—C36 | 118.1 (3) |
C3—C2—N1 | 122.1 (4) | C34—C35—C36 | 119.7 (4) |
C1—C2—N1 | 117.5 (3) | C35—C36—C37 | 113.7 (4) |
C4—C3—C2 | 121.1 (4) | C35—C36—H36A | 108.8 |
C4—C3—H3 | 119.4 | C37—C36—H36A | 108.8 |
C2—C3—H3 | 119.4 | C35—C36—H36B | 108.8 |
C5—C4—C3 | 119.0 (4) | C37—C36—H36B | 108.8 |
C5—C4—H4 | 120.5 | H36A—C36—H36B | 107.7 |
C3—C4—H4 | 120.5 | N1—C37—C36 | 113.2 (4) |
C4—C5—C6 | 121.1 (4) | N1—C37—H37A | 108.9 |
C4—C5—H5 | 119.5 | C36—C37—H37A | 108.9 |
C6—C5—H5 | 119.5 | N1—C37—H37B | 108.9 |
C5—C6—C1 | 120.3 (4) | C36—C37—H37B | 108.9 |
C5—C6—H6 | 119.8 | H37A—C37—H37B | 107.8 |
C1—C6—H6 | 119.8 | C2—N1—C27 | 111.6 (3) |
N2—C21—C22 | 123.7 (4) | C2—N1—C37 | 110.5 (3) |
N2—C21—H21 | 118.1 | C27—N1—C37 | 106.2 (3) |
C22—C21—H21 | 118.1 | C2—N1—Ni1 | 106.5 (2) |
C23—C22—C21 | 118.9 (4) | C27—N1—Ni1 | 111.0 (2) |
C23—C22—H22 | 120.5 | C37—N1—Ni1 | 111.2 (2) |
C21—C22—H22 | 120.5 | C21—N2—C25 | 116.7 (3) |
C22—C23—C24 | 118.4 (4) | C21—N2—Ni1 | 114.9 (3) |
C22—C23—H23 | 120.8 | C25—N2—Ni1 | 128.4 (3) |
C24—C23—H23 | 120.8 | C35—N3—C31 | 116.0 (3) |
C23—C24—C25 | 120.2 (4) | C35—N3—Ni1 | 126.3 (3) |
C23—C24—H24 | 119.9 | C31—N3—Ni1 | 117.3 (3) |
C25—C24—H24 | 119.9 | O5—N4—O3 | 120.4 (6) |
N2—C25—C24 | 122.0 (4) | O5—N4—O4 | 117.9 (6) |
N2—C25—C26 | 119.9 (3) | O3—N4—O4 | 121.7 (6) |
C24—C25—C26 | 118.1 (4) | C1—O1—Ni1 | 113.3 (2) |
C25—C26—C27 | 117.4 (3) | C1—O1—Ni1i | 143.1 (2) |
C25—C26—H26A | 108.0 | Ni1—O2—H2A | 119 (4) |
C27—C26—H26A | 108.0 | Ni1—O2—H2B | 125 (5) |
C25—C26—H26B | 108.0 | H2A—O2—H2B | 112 (6) |
C27—C26—H26B | 108.0 | H6A—O6—H6B | 113 (10) |
H26A—C26—H26B | 107.2 | H7A—O7—H7B | 105 (8) |
N1—C27—C26 | 113.4 (3) | O1—Ni1—N1 | 83.06 (12) |
N1—C27—H27A | 108.9 | O2—Ni1—N1 | 95.45 (14) |
C26—C27—H27A | 108.9 | O1—Ni1—N2 | 92.97 (11) |
N1—C27—H27B | 108.9 | O2—Ni1—N2 | 83.84 (14) |
C26—C27—H27B | 108.9 | O1i—Ni1—N2 | 90.43 (11) |
H27A—C27—H27B | 107.7 | O1—Ni1—N3 | 98.71 (11) |
N3—C31—C32 | 124.8 (4) | O2—Ni1—N3 | 84.53 (14) |
N3—C31—H31 | 117.6 | N1—Ni1—N3 | 93.00 (12) |
C32—C31—H31 | 117.6 | O1—Ni1—O2 | 176.48 (13) |
C31—C32—C33 | 118.6 (4) | O2—Ni1—O1i | 104.93 (13) |
C31—C32—H32 | 120.7 | O1—Ni1—O1i | 76.52 (11) |
C33—C32—H32 | 120.7 | N1—Ni1—N2 | 90.57 (12) |
C34—C33—C32 | 118.4 (4) | N2—Ni1—N3 | 168.11 (12) |
C34—C33—H33 | 120.8 | O1i—Ni1—N1 | 159.58 (11) |
C32—C33—H33 | 120.8 | O1i—Ni1—N3 | 90.16 (11) |
C33—C34—C35 | 120.0 (4) | Ni1—O1—Ni1i | 103.48 (11) |
| | | |
O1—C1—C2—C3 | −179.7 (3) | C32—C31—N3—C35 | 0.5 (7) |
C6—C1—C2—C3 | 0.3 (5) | C32—C31—N3—Ni1 | −172.4 (4) |
O1—C1—C2—N1 | 1.9 (5) | C6—C1—O1—Ni1 | −179.4 (3) |
C6—C1—C2—N1 | −178.0 (3) | C2—C1—O1—Ni1 | 0.7 (4) |
C1—C2—C3—C4 | 0.6 (6) | C6—C1—O1—Ni1i | −2.7 (6) |
N1—C2—C3—C4 | 178.8 (4) | C2—C1—O1—Ni1i | 177.4 (3) |
C2—C3—C4—C5 | −1.5 (7) | C1—O1—Ni1—O1i | 178.0 (3) |
C3—C4—C5—C6 | 1.5 (7) | Ni1i—O1—Ni1—O1i | 0.0 |
C4—C5—C6—C1 | −0.6 (6) | C1—O1—Ni1—N1 | −1.9 (2) |
O1—C1—C6—C5 | 179.8 (3) | Ni1i—O1—Ni1—N1 | −179.95 (13) |
C2—C1—C6—C5 | −0.3 (5) | C1—O1—Ni1—N2 | 88.3 (2) |
N2—C21—C22—C23 | −1.3 (7) | Ni1i—O1—Ni1—N2 | −89.73 (12) |
C21—C22—C23—C24 | −1.3 (7) | C1—O1—Ni1—N3 | −93.9 (2) |
C22—C23—C24—C25 | 2.0 (7) | Ni1i—O1—Ni1—N3 | 88.06 (13) |
C23—C24—C25—N2 | −0.3 (6) | C2—N1—Ni1—O1 | 2.7 (2) |
C23—C24—C25—C26 | 178.8 (4) | C27—N1—Ni1—O1 | 124.3 (3) |
N2—C25—C26—C27 | −31.4 (5) | C37—N1—Ni1—O1 | −117.7 (3) |
C24—C25—C26—C27 | 149.5 (4) | C2—N1—Ni1—O2 | −174.1 (2) |
C25—C26—C27—N1 | 73.4 (5) | C27—N1—Ni1—O2 | −52.4 (3) |
N3—C31—C32—C33 | −0.6 (8) | C37—N1—Ni1—O2 | 65.6 (3) |
C31—C32—C33—C34 | 0.1 (8) | C2—N1—Ni1—O1i | 2.5 (5) |
C32—C33—C34—C35 | 0.2 (8) | C27—N1—Ni1—O1i | 124.2 (3) |
C33—C34—C35—N3 | −0.3 (7) | C37—N1—Ni1—O1i | −117.8 (4) |
C33—C34—C35—C36 | 179.3 (5) | C2—N1—Ni1—N2 | −90.2 (2) |
N3—C35—C36—C37 | 49.9 (6) | C27—N1—Ni1—N2 | 31.4 (3) |
C34—C35—C36—C37 | −129.7 (4) | C37—N1—Ni1—N2 | 149.4 (3) |
C35—C36—C37—N1 | −84.3 (5) | C2—N1—Ni1—N3 | 101.1 (2) |
C3—C2—N1—C27 | 57.3 (5) | C27—N1—Ni1—N3 | −137.2 (3) |
C1—C2—N1—C27 | −124.5 (3) | C37—N1—Ni1—N3 | −19.2 (3) |
C3—C2—N1—C37 | −60.7 (5) | C21—N2—Ni1—O1 | 97.4 (3) |
C1—C2—N1—C37 | 117.6 (4) | C25—N2—Ni1—O1 | −82.2 (3) |
C3—C2—N1—Ni1 | 178.5 (3) | C21—N2—Ni1—O2 | −84.1 (3) |
C1—C2—N1—Ni1 | −3.2 (4) | C25—N2—Ni1—O2 | 96.3 (3) |
C26—C27—N1—C2 | 48.8 (4) | C21—N2—Ni1—O1i | 20.9 (3) |
C26—C27—N1—C37 | 169.3 (4) | C25—N2—Ni1—O1i | −158.7 (3) |
C26—C27—N1—Ni1 | −69.8 (4) | C21—N2—Ni1—N1 | −179.5 (3) |
C36—C37—N1—C2 | −56.3 (5) | C25—N2—Ni1—N1 | 0.9 (3) |
C36—C37—N1—C27 | −177.5 (4) | C21—N2—Ni1—N3 | −72.0 (6) |
C36—C37—N1—Ni1 | 61.7 (4) | C25—N2—Ni1—N3 | 108.5 (6) |
C22—C21—N2—C25 | 2.9 (6) | C35—N3—Ni1—O1 | 77.2 (3) |
C22—C21—N2—Ni1 | −176.7 (4) | C31—N3—Ni1—O1 | −110.7 (3) |
C24—C25—N2—C21 | −2.1 (6) | C35—N3—Ni1—O2 | −101.5 (3) |
C26—C25—N2—C21 | 178.8 (4) | C31—N3—Ni1—O2 | 70.6 (3) |
C24—C25—N2—Ni1 | 177.5 (3) | C35—N3—Ni1—O1i | 153.5 (3) |
C26—C25—N2—Ni1 | −1.7 (5) | C31—N3—Ni1—O1i | −34.3 (3) |
C34—C35—N3—C31 | −0.1 (6) | C35—N3—Ni1—N1 | −6.3 (3) |
C36—C35—N3—C31 | −179.7 (4) | C31—N3—Ni1—N1 | 165.8 (3) |
C34—C35—N3—Ni1 | 172.1 (3) | C35—N3—Ni1—N2 | −113.6 (6) |
C36—C35—N3—Ni1 | −7.5 (6) | C31—N3—Ni1—N2 | 58.5 (7) |
Symmetry code: (i) −x+1, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2A···O7 | 0.83 (6) | 1.90 (6) | 2.726 (6) | 173 (6) |
O2—H2B···O6 | 0.73 (6) | 2.01 (6) | 2.717 (7) | 163 (6) |
O6—H6A···O4ii | 0.75 (9) | 2.38 (9) | 3.101 (10) | 161 (10) |
O6—H6B···O5iii | 0.73 (8) | 2.20 (8) | 2.909 (11) | 163 (10) |
O7—H7A···O4iv | 0.91 (10) | 2.26 (10) | 3.071 (8) | 149 (9) |
O7—H7B···O3iii | 0.73 (6) | 2.19 (7) | 2.909 (8) | 172 (7) |
Symmetry codes: (ii) −x, −y, −z+1; (iii) x, y−1, z; (iv) −x, y−1/2, −z+1/2. |