The title coordination polymers show different degrees of deprotonation of the disiloxane-dicarboxylate bridging ligands: both contain tetragonally distorted trans-NiN4O2 octahedra.
Supporting information
CCDC references: 1985068; 1985067
Key indicators
Structure: I
- Single-crystal X-ray study
- T = 173 K
- Mean
(C-C) = 0.009 Å
- Disorder in main residue
- R factor = 0.065
- wR factor = 0.143
- Data-to-parameter ratio = 24.0
Structure: II
- Single-crystal X-ray study
- T = 200 K
- Mean
(C-C) = 0.009 Å
- Disorder in main residue
- R factor = 0.050
- wR factor = 0.115
- Data-to-parameter ratio = 26.2
checkCIF/PLATON results
No syntax errors found
Datablock: I
Alert level C
PLAT220_ALERT_2_C NonSolvent Resd 1 C Ueq(max) / Ueq(min) Range 3.9 Ratio
PLAT220_ALERT_2_C NonSolvent Resd 1 O Ueq(max) / Ueq(min) Range 3.2 Ratio
PLAT222_ALERT_3_C NonSolvent Resd 1 H Uiso(max)/Uiso(min) Range 5.8 Ratio
PLAT234_ALERT_4_C Large Hirshfeld Difference Si1 --C10 . 0.17 Ang.
PLAT242_ALERT_2_C Low MainMol Ueq as Compared to Neighbors of Si1 Check
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.4 Note
PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.0095 Ang.
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 8.662 Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 2.668 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.595 24 Report
Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 1 Info
PLAT005_ALERT_5_G No Embedded Refinement Details Found in the CIF Please Do !
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 2 Report
PLAT230_ALERT_2_G Hirshfeld Test Diff for Si1 --O3 . 6.3 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for Si1 --C10X . 7.3 s.u.
PLAT300_ALERT_4_G Atom Site Occupancy of O3 Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C10 Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C10X Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C11 Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C11X Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10A Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10B Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10C Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10D Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10E Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H10F Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11A Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11B Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11C Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11D Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11E Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11F Constrained at 0.5 Check
PLAT301_ALERT_3_G Main Residue Disorder ..............(Resd 1 ) 15% Note
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 16 Check
O3 -SI1 -O3 3.665 1.555 1.555 38.80 Deg.
PLAT793_ALERT_4_G Model has Chirality at N1 (Centro SPGR) S Verify
PLAT793_ALERT_4_G Model has Chirality at N2 (Centro SPGR) R Verify
PLAT794_ALERT_5_G Tentative Bond Valency for Ni1 (II) . 2.07 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 6 Note
PLAT870_ALERT_4_G ALERTS Related to Twinning Effects Suppressed .. ! Info
PLAT909_ALERT_3_G Percentage of I>2sig(I) Data at Theta(Max) Still 36% Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 1 Note
PLAT931_ALERT_5_G CIFcalcFCF Twin Law ( 1 0 0) Est.d BASF 0.37 Check
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
10 ALERT level C = Check. Ensure it is not caused by an omission or oversight
32 ALERT level G = General information/check it is not something unexpected
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
6 ALERT type 2 Indicator that the structure model may be wrong or deficient
9 ALERT type 3 Indicator that the structure quality may be low
22 ALERT type 4 Improvement, methodology, query or suggestion
5 ALERT type 5 Informative message, check
Datablock: II
Alert level B
PLAT220_ALERT_2_B NonSolvent Resd 2 C Ueq(max) / Ueq(min) Range 6.5 Ratio
PLAT934_ALERT_3_B Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers .. 2 Check
Alert level C
PLAT213_ALERT_2_C Atom C12 has ADP max/min Ratio ..... 3.1 prolat
PLAT213_ALERT_2_C Atom C16 has ADP max/min Ratio ..... 3.6 prolat
PLAT213_ALERT_2_C Atom C4 has ADP max/min Ratio ..... 3.1 prolat
PLAT220_ALERT_2_C NonSolvent Resd 1 C Ueq(max) / Ueq(min) Range 4.9 Ratio
PLAT222_ALERT_3_C NonSolvent Resd 1 H Uiso(max)/Uiso(min) Range 4.8 Ratio
PLAT222_ALERT_3_C NonSolvent Resd 2 H Uiso(max)/Uiso(min) Range 5.7 Ratio
PLAT234_ALERT_4_C Large Hirshfeld Difference N3 --C16 . 0.19 Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference N4 --C13 . 0.18 Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference C12 --C13_c . 0.19 Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference C13 --C12_c . 0.19 Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference Si1 --C10 . 0.18 Ang.
PLAT241_ALERT_2_C High MainMol Ueq as Compared to Neighbors of C15 Check
PLAT241_ALERT_2_C High MainMol Ueq as Compared to Neighbors of C16 Check
PLAT242_ALERT_2_C Low MainMol Ueq as Compared to Neighbors of Ni2 Check
PLAT242_ALERT_2_C Low MainMol Ueq as Compared to Neighbors of N3 Check
PLAT242_ALERT_2_C Low MainMol Ueq as Compared to Neighbors of N4 Check
PLAT242_ALERT_2_C Low MainMol Ueq as Compared to Neighbors of Si1 Check
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.3 Note
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.5 Note
PLAT260_ALERT_2_C Large Average Ueq of Residue Including Cl1 0.134 Check
PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.00867 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2C ..O8 . 2.65 Ang.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1 Note
C22 H49 N4 Ni O5 Si2
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 2.834 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.595 25 Report
PLAT918_ALERT_3_C Reflection(s) with I(obs) much Smaller I(calc) . 1 Check
Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 1 Info
PLAT005_ALERT_5_G No Embedded Refinement Details Found in the CIF Please Do !
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 6 Report
PLAT244_ALERT_4_G Low Solvent Ueq as Compared to Neighbors of Cl1 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O6 Constrained at 0.25 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O6X Constrained at 0.25 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H5C Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O3 Constrained at 0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H2C Constrained at 0.5 Check
PLAT301_ALERT_3_G Main Residue Disorder ..............(Resd 1 ) 3% Note
PLAT301_ALERT_3_G Main Residue Disorder ..............(Resd 2 ) 3% Note
PLAT396_ALERT_2_G Deviating Si-O-Si Angle From 150 for O3 137.4 Degree
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 16 Check
O3 -SI1 -O3 2.445 1.555 1.555 42.60 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 130 Check
O6X -SI2 -O6X 2.654 1.555 1.555 13.00 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 131 Check
O6X -SI2 -O6 1.555 1.555 2.654 13.00 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 132 Check
O6X -SI2 -O6 2.654 1.555 2.654 17.00 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF . # 139 Check
O6 -SI2 -O6 1.555 1.555 2.654 26.90 Deg.
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd. # 2 Note
C22 H49 N4 Ni O5 Si2
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd. # 3 Note
Cl O4
PLAT793_ALERT_4_G Model has Chirality at N1 (Centro SPGR) R Verify
PLAT793_ALERT_4_G Model has Chirality at N2 (Centro SPGR) S Verify
PLAT793_ALERT_4_G Model has Chirality at N3 (Centro SPGR) S Verify
PLAT793_ALERT_4_G Model has Chirality at N4 (Centro SPGR) R Verify
PLAT794_ALERT_5_G Tentative Bond Valency for Ni1 (II) . 2.08 Info
PLAT794_ALERT_5_G Tentative Bond Valency for Ni2 (II) . 2.11 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 7 Note
PLAT870_ALERT_4_G ALERTS Related to Twinning Effects Suppressed .. ! Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 2 Note
PLAT931_ALERT_5_G CIFcalcFCF Twin Law ( 1 0 0) Est.d BASF 0.33 Check
0 ALERT level A = Most likely a serious problem - resolve or explain
2 ALERT level B = A potentially serious problem, consider carefully
26 ALERT level C = Check. Ensure it is not caused by an omission or oversight
29 ALERT level G = General information/check it is not something unexpected
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
15 ALERT type 2 Indicator that the structure model may be wrong or deficient
11 ALERT type 3 Indicator that the structure quality may be low
25 ALERT type 4 Improvement, methodology, query or suggestion
6 ALERT type 5 Informative message, check
For both structures, data collection: CrysAlis PRO (Agilent, 2014); cell refinement: CrysAlis PRO (Agilent, 2014); data reduction: CrysAlis PRO (Agilent, 2014). Program(s) used to solve structure: SIR2008 (Burla et al., 2007) for (I); SHELXT (Sheldrick, 2015a) for (II). For both structures, program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015b); molecular graphics: Mercury (Macrae et al., 2020); software used to prepare material for publication: publCIF (Westrip, 2010).
catena-Poly[[(1,4,8,11-tetraazacyclotetradecane-
κ4N1,
N4,
N8,
N11)nickel(II)]-µ-1,3-bis(3-carboxylatopropyl)tetramethyldisiloxane-
κ2O:
O'] (I)
top
Crystal data top
[Ni(C10H24O5Si2)(C12H24N4)] | F(000) = 608 |
Mr = 563.53 | Dx = 1.260 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 13.033 (5) Å | Cell parameters from 468 reflections |
b = 12.877 (10) Å | θ = 2.2–23.0° |
c = 9.028 (3) Å | µ = 0.77 mm−1 |
β = 101.31 (3)° | T = 173 K |
V = 1485.7 (13) Å3 | Plate, clear light colourless |
Z = 2 | 0.25 × 0.25 × 0.05 mm |
Data collection top
Agilent Xcalibur, Eos diffractometer | 3957 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 2499 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
Detector resolution: 16.1593 pixels mm-1 | θmax = 25.0°, θmin = 2.3° |
ω scans | h = −15→15 |
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2014) | k = −15→15 |
Tmin = 0.694, Tmax = 1.000 | l = −10→9 |
3957 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.065 | H-atom parameters constrained |
wR(F2) = 0.143 | w = 1/[σ2(Fo2) + (0.0618P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max < 0.001 |
3957 reflections | Δρmax = 0.56 e Å−3 |
165 parameters | Δρmin = −0.61 e Å−3 |
6 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refined as a 2-component twin. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 1.000000 | 0.500000 | 0.500000 | 0.0224 (3) | |
Si1 | 0.51530 (16) | 0.4465 (2) | 0.1590 (4) | 0.0810 (8) | |
O1 | 0.8723 (3) | 0.4020 (3) | 0.4131 (4) | 0.0278 (10) | |
O2 | 0.9375 (4) | 0.2757 (3) | 0.2920 (5) | 0.0546 (13) | |
O3 | 0.4991 (12) | 0.4662 (10) | −0.0400 (11) | 0.090 (4) | 0.5 |
N1 | 1.1059 (4) | 0.4111 (4) | 0.4113 (5) | 0.0313 (13) | |
H1 | 1.068906 | 0.348403 | 0.368383 | 0.038* | |
N2 | 1.0173 (4) | 0.4173 (4) | 0.6987 (5) | 0.0302 (12) | |
H2 | 0.974805 | 0.354292 | 0.677540 | 0.036* | |
C1 | 1.1301 (5) | 0.4718 (5) | 0.2850 (7) | 0.047 (2) | |
H1A | 1.161336 | 0.427243 | 0.219319 | 0.057* | |
H1B | 1.179620 | 0.526309 | 0.323016 | 0.057* | |
C2 | 0.9705 (5) | 0.4810 (5) | 0.8028 (7) | 0.050 (2) | |
H2A | 1.018601 | 0.535473 | 0.845711 | 0.060* | |
H2B | 0.955552 | 0.438364 | 0.884604 | 0.060* | |
C3 | 1.1239 (5) | 0.3849 (5) | 0.7630 (7) | 0.051 (2) | |
H3A | 1.123929 | 0.344748 | 0.853931 | 0.061* | |
H3B | 1.167199 | 0.445811 | 0.790758 | 0.061* | |
C4 | 1.1691 (6) | 0.3211 (6) | 0.6537 (9) | 0.056 (2) | |
H4A | 1.118692 | 0.267578 | 0.614158 | 0.067* | |
H4B | 1.230881 | 0.286356 | 0.709093 | 0.067* | |
C5 | 1.1991 (5) | 0.3767 (5) | 0.5216 (8) | 0.050 (2) | |
H5A | 1.241788 | 0.436626 | 0.557967 | 0.061* | |
H5B | 1.240623 | 0.330662 | 0.471842 | 0.061* | |
C6 | 0.8685 (5) | 0.3154 (5) | 0.3510 (7) | 0.0354 (16) | |
C7 | 0.7696 (5) | 0.2514 (5) | 0.3470 (8) | 0.0449 (18) | |
H7A | 0.778986 | 0.208718 | 0.437187 | 0.054* | |
H7B | 0.760544 | 0.205156 | 0.260604 | 0.054* | |
C8 | 0.6702 (5) | 0.3156 (5) | 0.3376 (7) | 0.0403 (18) | |
H8A | 0.613522 | 0.269978 | 0.350886 | 0.048* | |
H8B | 0.680861 | 0.365496 | 0.419680 | 0.048* | |
C9 | 0.6386 (4) | 0.3731 (5) | 0.1896 (8) | 0.0517 (19) | |
H9A | 0.634154 | 0.323019 | 0.108349 | 0.062* | |
H9B | 0.694402 | 0.421166 | 0.180578 | 0.062* | |
C10X | 0.4972 (14) | 0.5342 (14) | 0.313 (2) | 0.139 (5) | 0.5 |
H10A | 0.504595 | 0.495602 | 0.405513 | 0.209* | 0.5 |
H10B | 0.428590 | 0.564443 | 0.289455 | 0.209* | 0.5 |
H10C | 0.548903 | 0.588187 | 0.324362 | 0.209* | 0.5 |
C11 | 0.3986 (16) | 0.369 (2) | 0.171 (7) | 0.139 (5) | 0.5 |
H11A | 0.340588 | 0.414111 | 0.173486 | 0.209* | 0.5 |
H11B | 0.412287 | 0.327371 | 0.261206 | 0.209* | 0.5 |
H11C | 0.382182 | 0.324019 | 0.084404 | 0.209* | 0.5 |
C10 | 0.5355 (15) | 0.5612 (13) | 0.283 (2) | 0.139 (5) | 0.5 |
H10D | 0.581626 | 0.609001 | 0.247371 | 0.209* | 0.5 |
H10E | 0.565898 | 0.539997 | 0.384236 | 0.209* | 0.5 |
H10F | 0.469460 | 0.594367 | 0.282739 | 0.209* | 0.5 |
C11X | 0.4087 (17) | 0.3521 (18) | 0.156 (7) | 0.139 (5) | 0.5 |
H11D | 0.342613 | 0.385730 | 0.121176 | 0.209* | 0.5 |
H11E | 0.411408 | 0.325433 | 0.255871 | 0.209* | 0.5 |
H11F | 0.416537 | 0.296006 | 0.088976 | 0.209* | 0.5 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0285 (5) | 0.0157 (5) | 0.0236 (5) | 0.0026 (6) | 0.0068 (5) | 0.0002 (6) |
Si1 | 0.0406 (13) | 0.0755 (19) | 0.119 (2) | −0.0021 (12) | −0.0034 (15) | 0.0400 (17) |
O1 | 0.029 (2) | 0.019 (3) | 0.035 (3) | 0.003 (2) | 0.0052 (18) | −0.0074 (19) |
O2 | 0.046 (3) | 0.031 (3) | 0.091 (4) | −0.006 (2) | 0.023 (3) | −0.033 (3) |
O3 | 0.103 (8) | 0.105 (14) | 0.043 (9) | 0.010 (10) | −0.031 (9) | 0.010 (6) |
N1 | 0.037 (3) | 0.014 (3) | 0.046 (3) | −0.002 (3) | 0.017 (3) | −0.012 (2) |
N2 | 0.045 (3) | 0.025 (3) | 0.019 (3) | −0.013 (3) | 0.001 (2) | 0.005 (2) |
C1 | 0.070 (5) | 0.028 (5) | 0.056 (5) | −0.014 (4) | 0.042 (4) | −0.013 (3) |
C2 | 0.077 (6) | 0.039 (6) | 0.040 (4) | −0.013 (4) | 0.026 (4) | 0.003 (4) |
C3 | 0.060 (5) | 0.046 (5) | 0.040 (4) | −0.002 (4) | −0.007 (4) | 0.023 (4) |
C4 | 0.041 (4) | 0.029 (5) | 0.089 (6) | 0.009 (4) | −0.009 (4) | 0.018 (4) |
C5 | 0.038 (4) | 0.029 (5) | 0.085 (6) | 0.006 (4) | 0.016 (4) | −0.008 (4) |
C6 | 0.034 (4) | 0.025 (5) | 0.046 (4) | −0.002 (3) | 0.003 (3) | −0.003 (3) |
C7 | 0.038 (4) | 0.022 (5) | 0.074 (5) | −0.001 (3) | 0.009 (3) | −0.008 (4) |
C8 | 0.032 (4) | 0.039 (5) | 0.050 (4) | −0.002 (3) | 0.007 (3) | −0.001 (3) |
C9 | 0.034 (4) | 0.067 (5) | 0.053 (4) | −0.009 (4) | 0.006 (4) | 0.011 (4) |
C10X | 0.039 (6) | 0.077 (7) | 0.295 (14) | 0.005 (5) | 0.016 (7) | 0.004 (9) |
C11 | 0.039 (6) | 0.077 (7) | 0.295 (14) | 0.005 (5) | 0.016 (7) | 0.004 (9) |
C10 | 0.039 (6) | 0.077 (7) | 0.295 (14) | 0.005 (5) | 0.016 (7) | 0.004 (9) |
C11X | 0.039 (6) | 0.077 (7) | 0.295 (14) | 0.005 (5) | 0.016 (7) | 0.004 (9) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.113 (4) | C3—H3B | 0.9700 |
Ni1—O1i | 2.113 (4) | C3—C4 | 1.491 (9) |
Ni1—N1 | 2.071 (4) | C4—H4A | 0.9700 |
Ni1—N1i | 2.071 (4) | C4—H4B | 0.9700 |
Ni1—N2 | 2.060 (4) | C4—C5 | 1.508 (9) |
Ni1—N2i | 2.060 (4) | C5—H5A | 0.9700 |
Si1—O3 | 1.785 (11) | C5—H5B | 0.9700 |
Si1—O3ii | 1.541 (13) | C6—C7 | 1.524 (9) |
Si1—C9 | 1.838 (6) | C7—H7A | 0.9700 |
Si1—C10X | 1.842 (7) | C7—H7B | 0.9700 |
Si1—C11 | 1.842 (7) | C7—C8 | 1.525 (8) |
Si1—C10 | 1.842 (7) | C8—H8A | 0.9700 |
Si1—C11X | 1.842 (7) | C8—H8B | 0.9700 |
O1—C6 | 1.245 (7) | C8—C9 | 1.512 (8) |
O2—C6 | 1.242 (7) | C9—H9A | 0.9700 |
O3—O3ii | 1.13 (2) | C9—H9B | 0.9700 |
N1—H1 | 0.9800 | C10X—H10A | 0.9600 |
N1—C1 | 1.467 (7) | C10X—H10B | 0.9600 |
N1—C5 | 1.479 (7) | C10X—H10C | 0.9600 |
N2—H2 | 0.9800 | C11—H11A | 0.9600 |
N2—C2 | 1.467 (7) | C11—H11B | 0.9600 |
N2—C3 | 1.459 (7) | C11—H11C | 0.9600 |
C1—H1A | 0.9700 | C10—H10D | 0.9600 |
C1—H1B | 0.9700 | C10—H10E | 0.9600 |
C1—C2i | 1.519 (8) | C10—H10F | 0.9600 |
C2—H2A | 0.9700 | C11X—H11D | 0.9600 |
C2—H2B | 0.9700 | C11X—H11E | 0.9600 |
C3—H3A | 0.9700 | C11X—H11F | 0.9600 |
| | | |
O1i—Ni1—O1 | 180.0 | N2—C3—C4 | 111.3 (5) |
N1—Ni1—O1 | 93.58 (17) | H3A—C3—H3B | 108.0 |
N1i—Ni1—O1 | 86.42 (17) | C4—C3—H3A | 109.4 |
N1—Ni1—O1i | 86.42 (17) | C4—C3—H3B | 109.4 |
N1i—Ni1—O1i | 93.58 (17) | C3—C4—H4A | 108.0 |
N1—Ni1—N1i | 180.0 | C3—C4—H4B | 108.0 |
N2i—Ni1—O1 | 92.40 (16) | C3—C4—C5 | 117.3 (6) |
N2—Ni1—O1i | 92.40 (16) | H4A—C4—H4B | 107.2 |
N2—Ni1—O1 | 87.60 (16) | C5—C4—H4A | 108.0 |
N2i—Ni1—O1i | 87.60 (16) | C5—C4—H4B | 108.0 |
N2—Ni1—N1i | 85.21 (19) | N1—C5—C4 | 111.6 (5) |
N2i—Ni1—N1i | 94.79 (19) | N1—C5—H5A | 109.3 |
N2—Ni1—N1 | 94.79 (19) | N1—C5—H5B | 109.3 |
N2i—Ni1—N1 | 85.21 (19) | C4—C5—H5A | 109.3 |
N2i—Ni1—N2 | 180.0 (2) | C4—C5—H5B | 109.3 |
O3ii—Si1—O3 | 38.8 (7) | H5A—C5—H5B | 108.0 |
O3—Si1—C9 | 98.7 (5) | O1—C6—C7 | 117.0 (6) |
O3ii—Si1—C9 | 117.6 (6) | O2—C6—O1 | 126.5 (6) |
O3ii—Si1—C10X | 93.6 (8) | O2—C6—C7 | 116.5 (6) |
O3—Si1—C10X | 131.7 (9) | C6—C7—H7A | 108.7 |
O3—Si1—C11 | 102 (2) | C6—C7—H7B | 108.7 |
O3ii—Si1—C11 | 116.7 (16) | C6—C7—C8 | 114.4 (5) |
O3—Si1—C10 | 118.2 (9) | H7A—C7—H7B | 107.6 |
O3ii—Si1—C10 | 79.8 (9) | C8—C7—H7A | 108.7 |
O3—Si1—C11X | 98 (2) | C8—C7—H7B | 108.7 |
O3ii—Si1—C11X | 118.8 (18) | C7—C8—H8A | 108.9 |
C9—Si1—C10X | 116.1 (7) | C7—C8—H8B | 108.9 |
C9—Si1—C11 | 114.8 (10) | H8A—C8—H8B | 107.7 |
C9—Si1—C10 | 107.7 (7) | C9—C8—C7 | 113.3 (5) |
C9—Si1—C11X | 107.3 (9) | C9—C8—H8A | 108.9 |
C11—Si1—C10X | 93.4 (18) | C9—C8—H8B | 108.9 |
C11X—Si1—C10 | 123.8 (18) | Si1—C9—H9A | 107.9 |
C6—O1—Ni1 | 131.4 (4) | Si1—C9—H9B | 107.9 |
Si1ii—O3—Si1 | 141.2 (7) | C8—C9—Si1 | 117.6 (4) |
O3ii—O3—Si1 | 58.8 (11) | C8—C9—H9A | 107.9 |
O3ii—O3—Si1ii | 82.4 (14) | C8—C9—H9B | 107.9 |
Ni1—N1—H1 | 107.2 | H9A—C9—H9B | 107.2 |
C1—N1—Ni1 | 105.5 (4) | Si1—C10X—H10A | 109.5 |
C1—N1—H1 | 107.2 | Si1—C10X—H10B | 109.5 |
C1—N1—C5 | 114.1 (5) | Si1—C10X—H10C | 109.5 |
C5—N1—Ni1 | 115.3 (4) | H10A—C10X—H10B | 109.5 |
C5—N1—H1 | 107.2 | H10A—C10X—H10C | 109.5 |
Ni1—N2—H2 | 107.3 | H10B—C10X—H10C | 109.5 |
C2—N2—Ni1 | 106.3 (4) | Si1—C11—H11A | 109.5 |
C2—N2—H2 | 107.3 | Si1—C11—H11B | 109.5 |
C3—N2—Ni1 | 115.3 (4) | Si1—C11—H11C | 109.5 |
C3—N2—H2 | 107.3 | H11A—C11—H11B | 109.5 |
C3—N2—C2 | 112.9 (5) | H11A—C11—H11C | 109.5 |
N1—C1—H1A | 109.9 | H11B—C11—H11C | 109.5 |
N1—C1—H1B | 109.9 | Si1—C10—H10D | 109.5 |
N1—C1—C2i | 108.9 (5) | Si1—C10—H10E | 109.5 |
H1A—C1—H1B | 108.3 | Si1—C10—H10F | 109.5 |
C2i—C1—H1A | 109.9 | H10D—C10—H10E | 109.5 |
C2i—C1—H1B | 109.9 | H10D—C10—H10F | 109.5 |
N2—C2—C1i | 108.3 (5) | H10E—C10—H10F | 109.5 |
N2—C2—H2A | 110.0 | Si1—C11X—H11D | 109.5 |
N2—C2—H2B | 110.0 | Si1—C11X—H11E | 109.5 |
C1i—C2—H2A | 110.0 | Si1—C11X—H11F | 109.5 |
C1i—C2—H2B | 110.0 | H11D—C11X—H11E | 109.5 |
H2A—C2—H2B | 108.4 | H11D—C11X—H11F | 109.5 |
N2—C3—H3A | 109.4 | H11E—C11X—H11F | 109.5 |
N2—C3—H3B | 109.4 | | |
| | | |
Ni1—O1—C6—O2 | −18.8 (10) | C6—C7—C8—C9 | 67.1 (7) |
Ni1—O1—C6—C7 | 161.1 (4) | C7—C8—C9—Si1 | 176.0 (4) |
Ni1—N1—C1—C2i | −41.9 (5) | C9—Si1—O3—Si1ii | −123.8 (15) |
Ni1—N1—C5—C4 | 53.8 (7) | C9—Si1—O3—O3ii | −123.8 (15) |
Ni1—N2—C2—C1i | 41.2 (5) | C10X—Si1—O3—Si1ii | 13 (2) |
Ni1—N2—C3—C4 | −57.1 (7) | C10X—Si1—O3—O3ii | 13 (2) |
O1—C6—C7—C8 | 31.8 (8) | C10X—Si1—C9—C8 | 49.5 (9) |
O2—C6—C7—C8 | −148.4 (6) | C11—Si1—O3—Si1ii | 118.5 (18) |
O3ii—Si1—O3—Si1ii | 0.003 (1) | C11—Si1—O3—O3ii | 118.5 (18) |
O3—Si1—C9—C8 | −165.0 (7) | C11—Si1—C9—C8 | −58 (2) |
O3ii—Si1—C9—C8 | 159.0 (6) | C10—Si1—O3—Si1ii | −8.3 (19) |
N2—C3—C4—C5 | 72.9 (8) | C10—Si1—O3—O3ii | −8.3 (19) |
C1—N1—C5—C4 | 176.2 (5) | C10—Si1—C9—C8 | 71.5 (10) |
C2—N2—C3—C4 | −179.6 (5) | C11X—Si1—O3—Si1ii | 127.1 (18) |
C3—N2—C2—C1i | 168.6 (5) | C11X—Si1—O3—O3ii | 127.1 (18) |
C3—C4—C5—N1 | −71.1 (8) | C11X—Si1—C9—C8 | −64 (2) |
C5—N1—C1—C2i | −169.5 (5) | | |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O2 | 0.98 | 1.96 | 2.845 (6) | 150 |
N2—H2···O2iii | 0.98 | 2.07 | 2.883 (6) | 139 |
Symmetry code: (iii) x, −y+1/2, z+1/2. |
catena-Poly[[[(1,4,8,11-tetraazacyclotetradecane-
κ4N1,
N4,
N8,
N11)nickel(II)]-µ-4-({[(3-carboxypropyl)dimethylsilyl]oxy}dimethylsilyl)butanoato-
κ2O:
O'] perchlorate] (II)
top
Crystal data top
[Ni(C10H25O5Si2)(C12H24N4)]ClO4 | Z = 2 |
Mr = 663.99 | F(000) = 708 |
Triclinic, P1 | Dx = 1.296 Mg m−3 |
a = 9.3815 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.9009 (8) Å | Cell parameters from 2033 reflections |
c = 14.7604 (10) Å | θ = 1.7–24.6° |
α = 99.309 (5)° | µ = 0.77 mm−1 |
β = 100.343 (6)° | T = 200 K |
γ = 99.232 (6)° | Block, clear light colourless |
V = 1700.9 (2) Å3 | 0.45 × 0.35 × 0.30 mm |
Data collection top
Agilent Xcalibur, Eos diffractometer | 9606 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 5769 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.063 |
Detector resolution: 16.1593 pixels mm-1 | θmax = 25.0°, θmin = 2.0° |
ω scans | h = −11→11 |
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2014) | k = −15→15 |
Tmin = 0.889, Tmax = 1.000 | l = −17→17 |
9606 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.050 | H-atom parameters constrained |
wR(F2) = 0.115 | w = 1/[σ2(Fo2) + (0.0451P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.002 |
9606 reflections | Δρmax = 0.51 e Å−3 |
367 parameters | Δρmin = −0.44 e Å−3 |
7 restraints | |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refined as a 2-component twin. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.000000 | 0.000000 | 0.000000 | 0.0241 (2) | |
Si1 | −0.3977 (2) | −0.55987 (11) | −0.05469 (15) | 0.0729 (6) | |
O1 | −0.1184 (3) | −0.1542 (2) | −0.0727 (2) | 0.0310 (8) | |
O2 | −0.0826 (3) | −0.1583 (2) | −0.2165 (2) | 0.0339 (8) | |
H2C | −0.034950 | −0.196653 | −0.243367 | 0.051* | 0.5 |
O3 | −0.5535 (8) | −0.5084 (6) | −0.0332 (5) | 0.061 (3) | 0.5 |
N1 | 0.1859 (4) | −0.0236 (3) | −0.0499 (3) | 0.0408 (11) | |
H1 | 0.157126 | −0.087684 | −0.099864 | 0.049* | |
N2 | −0.0809 (4) | 0.0725 (3) | −0.1075 (3) | 0.0390 (11) | |
H2 | −0.128011 | 0.014955 | −0.161639 | 0.047* | |
C1 | 0.2858 (6) | −0.0494 (5) | 0.0295 (4) | 0.065 (2) | |
H1A | 0.335337 | 0.015969 | 0.073702 | 0.078* | |
H1B | 0.360480 | −0.083840 | 0.006336 | 0.078* | |
C2 | −0.1992 (7) | 0.1219 (4) | −0.0773 (4) | 0.0649 (19) | |
H2A | −0.156944 | 0.189771 | −0.034619 | 0.078* | |
H2B | −0.263674 | 0.135605 | −0.131369 | 0.078* | |
C3 | 0.0282 (7) | 0.1448 (4) | −0.1388 (4) | 0.0634 (18) | |
H3A | 0.071451 | 0.206181 | −0.088446 | 0.076* | |
H3B | −0.020855 | 0.170724 | −0.191801 | 0.076* | |
C4 | 0.1501 (7) | 0.0909 (4) | −0.1671 (4) | 0.068 (2) | |
H4A | 0.104405 | 0.025115 | −0.211911 | 0.081* | |
H4B | 0.205970 | 0.137198 | −0.199462 | 0.081* | |
C5 | 0.2570 (6) | 0.0641 (4) | −0.0893 (4) | 0.0608 (18) | |
H5A | 0.339987 | 0.043288 | −0.113487 | 0.073* | |
H5B | 0.294711 | 0.127196 | −0.039965 | 0.073* | |
C6 | −0.1332 (4) | −0.2035 (3) | −0.1537 (3) | 0.0254 (11) | |
C7 | −0.2146 (5) | −0.3171 (3) | −0.1832 (3) | 0.0378 (13) | |
H7A | −0.303379 | −0.319448 | −0.229384 | 0.045* | |
H7B | −0.153320 | −0.358866 | −0.214036 | 0.045* | |
C8 | −0.2580 (5) | −0.3700 (3) | −0.1066 (3) | 0.0363 (12) | |
H8A | −0.316658 | −0.327704 | −0.073869 | 0.044* | |
H8B | −0.169508 | −0.371782 | −0.061703 | 0.044* | |
C9 | −0.3463 (5) | −0.4842 (3) | −0.1431 (3) | 0.0477 (14) | |
H9A | −0.289182 | −0.524186 | −0.179202 | 0.057* | |
H9B | −0.436249 | −0.480898 | −0.185840 | 0.057* | |
C10 | −0.2275 (11) | −0.5710 (6) | 0.0258 (5) | 0.168 (4) | |
H10A | −0.191865 | −0.505635 | 0.071407 | 0.252* | |
H10B | −0.153386 | −0.583786 | −0.009580 | 0.252* | |
H10C | −0.248872 | −0.629417 | 0.057238 | 0.252* | |
C11 | −0.5003 (7) | −0.6957 (4) | −0.1124 (5) | 0.102 (3) | |
H11A | −0.442542 | −0.730299 | −0.150911 | 0.153* | |
H11B | −0.592187 | −0.690955 | −0.150829 | 0.153* | |
H11C | −0.519460 | −0.736539 | −0.065495 | 0.153* | |
Ni2 | 0.000000 | −0.500000 | −0.500000 | 0.0281 (2) | |
Si2 | 0.35316 (15) | 0.04647 (10) | −0.52679 (11) | 0.0404 (4) | |
O4 | 0.0305 (3) | −0.3297 (2) | −0.47284 (19) | 0.0333 (8) | |
O5 | −0.0840 (3) | −0.2890 (2) | −0.3576 (2) | 0.0376 (9) | |
H5C | −0.095950 | −0.235276 | −0.324118 | 0.056* | 0.5 |
N3 | −0.1442 (6) | −0.5206 (3) | −0.4129 (4) | 0.0621 (15) | |
H3 | −0.143842 | −0.449452 | −0.377416 | 0.075* | |
N4 | 0.1844 (5) | −0.4870 (3) | −0.3968 (4) | 0.0675 (16) | |
H4 | 0.207815 | −0.412879 | −0.361974 | 0.081* | |
C12 | −0.2937 (7) | −0.5585 (5) | −0.4771 (6) | 0.094 (3) | |
H12A | −0.370162 | −0.545605 | −0.442664 | 0.113* | |
H12B | −0.309077 | −0.634809 | −0.501474 | 0.113* | |
C13 | 0.3020 (7) | −0.5012 (5) | −0.4435 (7) | 0.111 (4) | |
H13A | 0.295115 | −0.576820 | −0.467592 | 0.133* | |
H13B | 0.395995 | −0.474737 | −0.399517 | 0.133* | |
C14 | 0.1635 (10) | −0.5587 (5) | −0.3256 (6) | 0.112 (3) | |
H14A | 0.151266 | −0.632881 | −0.356424 | 0.134* | |
H14B | 0.251865 | −0.542354 | −0.276130 | 0.134* | |
C15 | 0.0318 (15) | −0.5454 (6) | −0.2821 (5) | 0.136 (4) | |
H15A | 0.035328 | −0.582999 | −0.230129 | 0.163* | |
H15B | 0.040102 | −0.470013 | −0.256570 | 0.163* | |
C16 | −0.1145 (11) | −0.5851 (5) | −0.3474 (6) | 0.116 (4) | |
H16A | −0.117774 | −0.657098 | −0.380421 | 0.139* | |
H16B | −0.191132 | −0.588632 | −0.311103 | 0.139* | |
C17 | 0.0036 (5) | −0.2625 (3) | −0.4108 (3) | 0.0278 (11) | |
C18 | 0.0724 (5) | −0.1463 (3) | −0.3978 (3) | 0.0287 (12) | |
H18A | 0.132997 | −0.123812 | −0.334828 | 0.034* | |
H18B | −0.006193 | −0.105610 | −0.401545 | 0.034* | |
C19 | 0.1664 (5) | −0.1164 (3) | −0.4662 (3) | 0.0359 (12) | |
H19A | 0.108087 | −0.140813 | −0.529665 | 0.043* | |
H19B | 0.249045 | −0.153188 | −0.460348 | 0.043* | |
C20 | 0.2255 (5) | 0.0035 (3) | −0.4507 (3) | 0.0373 (13) | |
H20A | 0.276718 | 0.028112 | −0.385648 | 0.045* | |
H20B | 0.142064 | 0.039091 | −0.460546 | 0.045* | |
C21 | 0.2725 (6) | −0.0094 (4) | −0.6529 (4) | 0.0706 (18) | |
H21A | 0.180766 | 0.013540 | −0.670484 | 0.106* | |
H21B | 0.255162 | −0.086153 | −0.663382 | 0.106* | |
H21C | 0.339876 | 0.015653 | −0.690111 | 0.106* | |
C22 | 0.3997 (6) | 0.1939 (4) | −0.5079 (5) | 0.084 (2) | |
H22A | 0.445438 | 0.222461 | −0.443122 | 0.126* | |
H22B | 0.311213 | 0.221370 | −0.523912 | 0.126* | |
H22C | 0.466709 | 0.214650 | −0.546789 | 0.126* | |
O6X | 0.493 (3) | −0.013 (5) | −0.497 (6) | 0.037 (3)* | 0.25 |
O6 | 0.510 (3) | 0.021 (4) | −0.4772 (12) | 0.037 (3)* | 0.25 |
Cl1 | 0.38292 (17) | −0.21590 (12) | −0.21055 (12) | 0.0683 (5) | |
O7 | 0.3941 (6) | −0.2883 (5) | −0.2826 (4) | 0.194 (3) | |
O8 | 0.2362 (5) | −0.2323 (4) | −0.1955 (4) | 0.1227 (19) | |
O9 | 0.4112 (6) | −0.1102 (4) | −0.2279 (4) | 0.147 (2) | |
O10 | 0.4768 (6) | −0.2161 (4) | −0.1271 (4) | 0.137 (2) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0254 (4) | 0.0202 (4) | 0.0226 (5) | −0.0021 (4) | 0.0072 (4) | −0.0040 (3) |
Si1 | 0.1134 (15) | 0.0274 (8) | 0.0967 (15) | 0.0056 (9) | 0.0774 (14) | 0.0135 (8) |
O1 | 0.0404 (19) | 0.0256 (16) | 0.0206 (19) | −0.0064 (14) | 0.0113 (15) | −0.0065 (14) |
O2 | 0.051 (2) | 0.0206 (16) | 0.030 (2) | −0.0038 (14) | 0.0228 (17) | −0.0013 (14) |
O3 | 0.085 (7) | 0.051 (4) | 0.069 (8) | 0.020 (5) | 0.056 (5) | 0.020 (5) |
N1 | 0.033 (2) | 0.038 (2) | 0.041 (3) | −0.005 (2) | 0.016 (2) | −0.017 (2) |
N2 | 0.052 (3) | 0.026 (2) | 0.031 (3) | 0.006 (2) | −0.001 (2) | −0.0044 (18) |
C1 | 0.028 (3) | 0.065 (4) | 0.081 (5) | 0.019 (3) | −0.006 (3) | −0.032 (4) |
C2 | 0.072 (4) | 0.048 (3) | 0.058 (4) | 0.024 (3) | −0.022 (4) | −0.009 (3) |
C3 | 0.119 (5) | 0.027 (3) | 0.032 (3) | −0.010 (3) | 0.006 (4) | 0.003 (2) |
C4 | 0.106 (5) | 0.045 (3) | 0.036 (4) | −0.041 (3) | 0.039 (4) | −0.009 (3) |
C5 | 0.059 (4) | 0.060 (4) | 0.051 (4) | −0.023 (3) | 0.036 (3) | −0.018 (3) |
C6 | 0.026 (3) | 0.025 (2) | 0.023 (3) | 0.000 (2) | 0.008 (2) | −0.002 (2) |
C7 | 0.053 (3) | 0.027 (3) | 0.027 (3) | −0.010 (2) | 0.018 (3) | −0.004 (2) |
C8 | 0.048 (3) | 0.025 (2) | 0.033 (3) | −0.001 (2) | 0.016 (3) | −0.002 (2) |
C9 | 0.056 (3) | 0.028 (3) | 0.053 (4) | −0.010 (2) | 0.022 (3) | −0.004 (2) |
C10 | 0.274 (12) | 0.096 (6) | 0.091 (7) | −0.042 (7) | −0.030 (7) | 0.047 (5) |
C11 | 0.075 (5) | 0.042 (4) | 0.192 (8) | −0.006 (3) | 0.039 (5) | 0.034 (4) |
Ni2 | 0.0285 (5) | 0.0228 (4) | 0.0292 (5) | −0.0009 (4) | 0.0125 (4) | −0.0067 (4) |
Si2 | 0.0330 (8) | 0.0396 (8) | 0.0503 (10) | 0.0047 (7) | 0.0090 (7) | 0.0156 (7) |
O4 | 0.0421 (19) | 0.0242 (16) | 0.0334 (19) | 0.0031 (14) | 0.0212 (16) | −0.0061 (14) |
O5 | 0.053 (2) | 0.0263 (17) | 0.033 (2) | −0.0013 (15) | 0.0258 (18) | −0.0061 (14) |
N3 | 0.099 (4) | 0.026 (2) | 0.073 (4) | 0.007 (3) | 0.064 (3) | −0.002 (3) |
N4 | 0.056 (3) | 0.043 (3) | 0.080 (4) | 0.016 (3) | −0.019 (3) | −0.027 (3) |
C12 | 0.049 (4) | 0.056 (4) | 0.167 (7) | −0.010 (3) | 0.066 (5) | −0.033 (4) |
C13 | 0.039 (4) | 0.062 (5) | 0.188 (10) | 0.014 (4) | −0.027 (5) | −0.048 (5) |
C14 | 0.164 (8) | 0.055 (4) | 0.088 (6) | 0.040 (5) | −0.055 (6) | 0.004 (4) |
C15 | 0.313 (15) | 0.067 (5) | 0.049 (5) | 0.084 (8) | 0.047 (8) | 0.019 (4) |
C16 | 0.238 (11) | 0.045 (4) | 0.088 (7) | 0.012 (6) | 0.122 (7) | 0.001 (4) |
C17 | 0.028 (3) | 0.028 (2) | 0.024 (3) | 0.005 (2) | 0.003 (2) | 0.000 (2) |
C18 | 0.033 (3) | 0.018 (2) | 0.036 (3) | 0.003 (2) | 0.014 (2) | 0.001 (2) |
C19 | 0.038 (3) | 0.031 (3) | 0.041 (3) | 0.004 (2) | 0.017 (3) | 0.003 (2) |
C20 | 0.034 (3) | 0.035 (3) | 0.041 (3) | 0.003 (2) | 0.011 (3) | 0.002 (2) |
C21 | 0.079 (4) | 0.088 (4) | 0.045 (4) | 0.017 (4) | 0.011 (3) | 0.017 (3) |
C22 | 0.082 (5) | 0.048 (3) | 0.116 (6) | −0.012 (3) | 0.023 (4) | 0.021 (4) |
Cl1 | 0.0571 (10) | 0.0599 (10) | 0.0695 (12) | 0.0139 (8) | −0.0151 (10) | −0.0111 (9) |
O7 | 0.137 (5) | 0.163 (5) | 0.202 (6) | −0.019 (4) | 0.037 (4) | −0.146 (5) |
O8 | 0.077 (3) | 0.154 (5) | 0.144 (5) | 0.026 (3) | 0.017 (3) | 0.050 (4) |
O9 | 0.176 (6) | 0.079 (4) | 0.158 (5) | −0.006 (4) | −0.005 (5) | 0.016 (3) |
O10 | 0.117 (4) | 0.143 (4) | 0.115 (4) | 0.037 (3) | −0.050 (4) | −0.006 (4) |
Geometric parameters (Å, º) top
Ni1—O1 | 2.125 (2) | Ni2—N4 | 2.054 (4) |
Ni1—O1i | 2.125 (2) | Ni2—N4iii | 2.054 (4) |
Ni1—N1i | 2.058 (3) | Si2—C20 | 1.864 (5) |
Ni1—N1 | 2.058 (3) | Si2—C21 | 1.855 (5) |
Ni1—N2i | 2.060 (4) | Si2—C22 | 1.845 (5) |
Ni1—N2 | 2.060 (4) | Si2—O6Xiv | 1.570 (19) |
Si1—O3 | 1.757 (8) | Si2—O6X | 1.651 (19) |
Si1—O3ii | 1.626 (7) | Si2—O6iv | 1.66 (2) |
Si1—C9 | 1.837 (5) | Si2—O6 | 1.632 (16) |
Si1—C10 | 1.852 (9) | O4—C17 | 1.245 (4) |
Si1—C11 | 1.845 (5) | O5—H5C | 0.8199 |
O1—C6 | 1.232 (4) | O5—C17 | 1.280 (5) |
O2—H2C | 0.8200 | N3—H3 | 0.9800 |
O2—C6 | 1.291 (5) | N3—C12 | 1.502 (8) |
O3—O3ii | 1.234 (13) | N3—C16 | 1.393 (9) |
N1—H1 | 0.9800 | N4—H4 | 0.9800 |
N1—C1 | 1.481 (6) | N4—C13 | 1.422 (8) |
N1—C5 | 1.475 (6) | N4—C14 | 1.527 (9) |
N2—H2 | 0.9800 | C12—H12A | 0.9700 |
N2—C2 | 1.467 (6) | C12—H12B | 0.9700 |
N2—C3 | 1.461 (6) | C12—C13iii | 1.502 (10) |
C1—H1A | 0.9700 | C13—H13A | 0.9700 |
C1—H1B | 0.9700 | C13—H13B | 0.9700 |
C1—C2i | 1.486 (7) | C14—H14A | 0.9700 |
C2—H2B | 0.9700 | C14—H14B | 0.9700 |
C2—H2A | 0.9700 | C14—C15 | 1.512 (11) |
C3—H3A | 0.9700 | C15—H15A | 0.9700 |
C3—H3B | 0.9700 | C15—H15B | 0.9700 |
C3—C4 | 1.516 (7) | C15—C16 | 1.488 (11) |
C4—H4A | 0.9700 | C16—H16A | 0.9700 |
C4—H4B | 0.9700 | C16—H16B | 0.9700 |
C4—C5 | 1.507 (7) | C20—H20A | 0.9700 |
C5—H5A | 0.9700 | C20—H20B | 0.9700 |
C5—H5B | 0.9700 | C20—C19 | 1.521 (5) |
C6—C7 | 1.496 (5) | C19—H19A | 0.9700 |
C7—H7A | 0.9700 | C19—H19B | 0.9700 |
C7—H7B | 0.9700 | C19—C18 | 1.512 (6) |
C7—C8 | 1.496 (6) | C18—H18A | 0.9700 |
C8—H8A | 0.9700 | C18—H18B | 0.9700 |
C8—H8B | 0.9700 | C18—C17 | 1.501 (5) |
C8—C9 | 1.529 (5) | C21—H21A | 0.9600 |
C9—H9A | 0.9700 | C21—H21B | 0.9600 |
C9—H9B | 0.9700 | C21—H21C | 0.9600 |
C10—H10A | 0.9600 | C22—H22A | 0.9600 |
C10—H10B | 0.9600 | C22—H22B | 0.9600 |
C10—H10C | 0.9600 | C22—H22C | 0.9600 |
C11—H11A | 0.9600 | O6X—O6Xiv | 0.38 (7) |
C11—H11B | 0.9600 | O6—O6iv | 0.77 (5) |
C11—H11C | 0.9600 | Cl1—O7 | 1.329 (4) |
Ni2—O4iii | 2.131 (2) | Cl1—O8 | 1.421 (5) |
Ni2—O4 | 2.131 (2) | Cl1—O9 | 1.420 (5) |
Ni2—N3iii | 2.043 (4) | Cl1—O10 | 1.380 (5) |
Ni2—N3 | 2.043 (4) | | |
| | | |
O1—Ni1—O1i | 180.0 | N3iii—Ni2—N4 | 85.7 (2) |
N1i—Ni1—O1 | 88.17 (12) | N4—Ni2—O4iii | 91.33 (14) |
N1i—Ni1—O1i | 91.83 (12) | N4—Ni2—O4 | 88.67 (14) |
N1—Ni1—O1i | 88.17 (12) | N4iii—Ni2—O4 | 91.33 (14) |
N1—Ni1—O1 | 91.83 (12) | N4iii—Ni2—O4iii | 88.67 (14) |
N1i—Ni1—N1 | 180.0 | N4—Ni2—N4iii | 180.0 |
N1i—Ni1—N2 | 85.82 (17) | C21—Si2—C20 | 111.6 (2) |
N1—Ni1—N2i | 85.82 (17) | C22—Si2—C20 | 110.6 (2) |
N1i—Ni1—N2i | 94.18 (17) | C22—Si2—C21 | 109.6 (3) |
N1—Ni1—N2 | 94.18 (17) | O6Xiv—Si2—C20 | 113.4 (14) |
N2—Ni1—O1i | 87.38 (12) | O6X—Si2—C20 | 102.5 (13) |
N2i—Ni1—O1 | 87.38 (12) | O6X—Si2—C21 | 107 (3) |
N2—Ni1—O1 | 92.62 (12) | O6Xiv—Si2—C21 | 107 (3) |
N2i—Ni1—O1i | 92.62 (12) | O6X—Si2—C22 | 116 (2) |
N2—Ni1—N2i | 180.0 | O6Xiv—Si2—C22 | 104 (2) |
O3ii—Si1—O3 | 42.6 (4) | O6Xiv—Si2—O6X | 13 (3) |
O3ii—Si1—C9 | 115.6 (3) | O6X—Si2—O6iv | 13 (3) |
O3—Si1—C9 | 100.2 (3) | O6Xiv—Si2—O6iv | 17 (2) |
O3—Si1—C10 | 131.5 (4) | O6iv—Si2—C20 | 111.2 (17) |
O3ii—Si1—C10 | 89.4 (4) | O6—Si2—C20 | 103.5 (15) |
O3ii—Si1—C11 | 121.3 (4) | O6—Si2—C21 | 120.4 (6) |
O3—Si1—C11 | 95.7 (3) | O6iv—Si2—C21 | 94.3 (5) |
C9—Si1—C10 | 109.0 (3) | O6—Si2—C22 | 100.3 (19) |
C9—Si1—C11 | 110.1 (3) | O6iv—Si2—C22 | 118.5 (19) |
C11—Si1—C10 | 108.8 (3) | O6—Si2—O6iv | 26.9 (17) |
C6—O1—Ni1 | 132.9 (3) | C17—O4—Ni2 | 133.8 (3) |
C6—O2—H2C | 109.8 | C17—O5—H5C | 109.9 |
Si1ii—O3—Si1 | 137.4 (4) | Ni2—N3—H3 | 106.9 |
O3ii—O3—Si1 | 63.0 (6) | C12—N3—Ni2 | 105.1 (4) |
O3ii—O3—Si1ii | 74.4 (7) | C12—N3—H3 | 106.9 |
Ni1—N1—H1 | 107.4 | C16—N3—Ni2 | 117.3 (4) |
C1—N1—Ni1 | 105.0 (3) | C16—N3—H3 | 106.9 |
C1—N1—H1 | 107.4 | C16—N3—C12 | 113.2 (6) |
C5—N1—Ni1 | 116.2 (3) | Ni2—N4—H4 | 106.8 |
C5—N1—H1 | 107.4 | C13—N4—Ni2 | 106.5 (4) |
C5—N1—C1 | 113.1 (4) | C13—N4—H4 | 106.8 |
Ni1—N2—H2 | 106.7 | C13—N4—C14 | 115.0 (6) |
C2—N2—Ni1 | 105.7 (3) | C14—N4—Ni2 | 114.4 (4) |
C2—N2—H2 | 106.7 | C14—N4—H4 | 106.8 |
C3—N2—Ni1 | 116.1 (3) | N3—C12—H12A | 109.9 |
C3—N2—H2 | 106.7 | N3—C12—H12B | 109.9 |
C3—N2—C2 | 114.2 (4) | N3—C12—C13iii | 108.8 (5) |
N1—C1—H1A | 109.7 | H12A—C12—H12B | 108.3 |
N1—C1—H1B | 109.7 | C13iii—C12—H12A | 109.9 |
N1—C1—C2i | 109.7 (4) | C13iii—C12—H12B | 109.9 |
H1A—C1—H1B | 108.2 | N4—C13—C12iii | 109.6 (6) |
C2i—C1—H1A | 109.7 | N4—C13—H13A | 109.8 |
C2i—C1—H1B | 109.7 | N4—C13—H13B | 109.8 |
N2—C2—C1i | 109.8 (4) | C12iii—C13—H13A | 109.8 |
N2—C2—H2B | 109.7 | C12iii—C13—H13B | 109.8 |
N2—C2—H2A | 109.7 | H13A—C13—H13B | 108.2 |
C1i—C2—H2B | 109.7 | N4—C14—H14A | 109.0 |
C1i—C2—H2A | 109.7 | N4—C14—H14B | 109.0 |
H2B—C2—H2A | 108.2 | H14A—C14—H14B | 107.8 |
N2—C3—H3A | 109.1 | C15—C14—N4 | 113.0 (6) |
N2—C3—H3B | 109.1 | C15—C14—H14A | 109.0 |
N2—C3—C4 | 112.3 (4) | C15—C14—H14B | 109.0 |
H3A—C3—H3B | 107.9 | C14—C15—H15A | 108.5 |
C4—C3—H3A | 109.1 | C14—C15—H15B | 108.5 |
C4—C3—H3B | 109.1 | H15A—C15—H15B | 107.5 |
C3—C4—H4A | 108.1 | C16—C15—C14 | 115.0 (6) |
C3—C4—H4B | 108.1 | C16—C15—H15A | 108.5 |
H4A—C4—H4B | 107.3 | C16—C15—H15B | 108.5 |
C5—C4—C3 | 116.7 (4) | N3—C16—C15 | 113.1 (7) |
C5—C4—H4A | 108.1 | N3—C16—H16A | 109.0 |
C5—C4—H4B | 108.1 | N3—C16—H16B | 109.0 |
N1—C5—C4 | 111.4 (4) | C15—C16—H16A | 109.0 |
N1—C5—H5A | 109.4 | C15—C16—H16B | 109.0 |
N1—C5—H5B | 109.4 | H16A—C16—H16B | 107.8 |
C4—C5—H5A | 109.4 | Si2—C20—H20A | 108.3 |
C4—C5—H5B | 109.4 | Si2—C20—H20B | 108.3 |
H5A—C5—H5B | 108.0 | H20A—C20—H20B | 107.4 |
O1—C6—O2 | 121.4 (4) | C19—C20—Si2 | 115.9 (3) |
O1—C6—C7 | 120.8 (4) | C19—C20—H20A | 108.3 |
O2—C6—C7 | 117.7 (4) | C19—C20—H20B | 108.3 |
C6—C7—H7A | 108.3 | C20—C19—H19A | 109.0 |
C6—C7—H7B | 108.3 | C20—C19—H19B | 109.0 |
H7A—C7—H7B | 107.4 | H19A—C19—H19B | 107.8 |
C8—C7—C6 | 116.0 (4) | C18—C19—C20 | 113.1 (3) |
C8—C7—H7A | 108.3 | C18—C19—H19A | 109.0 |
C8—C7—H7B | 108.3 | C18—C19—H19B | 109.0 |
C7—C8—H8A | 109.0 | C19—C18—H18A | 108.1 |
C7—C8—H8B | 109.0 | C19—C18—H18B | 108.1 |
C7—C8—C9 | 112.8 (4) | H18A—C18—H18B | 107.3 |
H8A—C8—H8B | 107.8 | C17—C18—C19 | 116.7 (3) |
C9—C8—H8A | 109.0 | C17—C18—H18A | 108.1 |
C9—C8—H8B | 109.0 | C17—C18—H18B | 108.1 |
Si1—C9—H9A | 108.1 | O4—C17—O5 | 121.9 (4) |
Si1—C9—H9B | 108.1 | O4—C17—C18 | 120.1 (4) |
C8—C9—Si1 | 116.8 (3) | O5—C17—C18 | 118.0 (3) |
C8—C9—H9A | 108.1 | Si2—C21—H21A | 109.5 |
C8—C9—H9B | 108.1 | Si2—C21—H21B | 109.5 |
H9A—C9—H9B | 107.3 | Si2—C21—H21C | 109.5 |
Si1—C10—H10A | 109.5 | H21A—C21—H21B | 109.5 |
Si1—C10—H10B | 109.5 | H21A—C21—H21C | 109.5 |
Si1—C10—H10C | 109.5 | H21B—C21—H21C | 109.5 |
H10A—C10—H10B | 109.5 | Si2—C22—H22A | 109.5 |
H10A—C10—H10C | 109.5 | Si2—C22—H22B | 109.5 |
H10B—C10—H10C | 109.5 | Si2—C22—H22C | 109.5 |
Si1—C11—H11A | 109.5 | H22A—C22—H22B | 109.5 |
Si1—C11—H11B | 109.5 | H22A—C22—H22C | 109.5 |
Si1—C11—H11C | 109.5 | H22B—C22—H22C | 109.5 |
H11A—C11—H11B | 109.5 | Si2iv—O6X—Si2 | 167 (3) |
H11A—C11—H11C | 109.5 | O6Xiv—O6X—Si2iv | 96 (6) |
H11B—C11—H11C | 109.5 | O6Xiv—O6X—Si2 | 71 (6) |
O4—Ni2—O4iii | 180.00 (3) | Si2—O6—Si2iv | 153.1 (17) |
N3iii—Ni2—O4iii | 94.96 (13) | O6iv—O6—Si2 | 78 (2) |
N3—Ni2—O4 | 94.96 (13) | O7—Cl1—O8 | 110.3 (3) |
N3iii—Ni2—O4 | 85.04 (13) | O7—Cl1—O9 | 112.0 (4) |
N3—Ni2—O4iii | 85.04 (13) | O7—Cl1—O10 | 114.2 (4) |
N3iii—Ni2—N3 | 180.0 | O9—Cl1—O8 | 105.3 (3) |
N3iii—Ni2—N4iii | 94.3 (2) | O10—Cl1—O8 | 107.7 (4) |
N3—Ni2—N4 | 94.3 (2) | O10—Cl1—O9 | 106.8 (3) |
N3—Ni2—N4iii | 85.7 (2) | | |
| | | |
Ni1—O1—C6—O2 | −7.2 (6) | Ni2—N4—C14—C15 | −52.9 (7) |
Ni1—O1—C6—C7 | 174.5 (3) | Si2—C20—C19—C18 | 176.0 (3) |
Ni1—N1—C1—C2i | 40.9 (4) | N4—C14—C15—C16 | 68.4 (9) |
Ni1—N1—C5—C4 | −56.2 (5) | C12—N3—C16—C15 | −178.2 (6) |
Ni1—N2—C2—C1i | −39.8 (4) | C13—N4—C14—C15 | −176.6 (6) |
Ni1—N2—C3—C4 | 55.3 (5) | C14—N4—C13—C12iii | 169.9 (5) |
O1—C6—C7—C8 | −7.7 (6) | C14—C15—C16—N3 | −71.7 (8) |
O2—C6—C7—C8 | 174.0 (4) | C16—N3—C12—C13iii | −168.2 (5) |
O3ii—Si1—O3—Si1ii | −0.001 (2) | C20—Si2—O6X—Si2iv | −148 (28) |
O3—Si1—C9—C8 | 81.0 (4) | C20—Si2—O6X—O6Xiv | −148 (28) |
O3ii—Si1—C9—C8 | 39.0 (5) | C20—Si2—O6—Si2iv | 110 (7) |
N2—C3—C4—C5 | −70.0 (6) | C20—Si2—O6—O6iv | 110 (7) |
C1—N1—C5—C4 | −177.7 (4) | C20—C19—C18—C17 | 177.2 (4) |
C2—N2—C3—C4 | 178.7 (4) | C19—C18—C17—O4 | 3.3 (6) |
C3—N2—C2—C1i | −168.7 (4) | C19—C18—C17—O5 | −175.7 (4) |
C3—C4—C5—N1 | 70.1 (5) | C21—Si2—C20—C19 | 52.0 (4) |
C5—N1—C1—C2i | 168.6 (4) | C21—Si2—O6X—Si2iv | 95 (29) |
C6—C7—C8—C9 | 177.5 (4) | C21—Si2—O6X—O6Xiv | 95 (29) |
C7—C8—C9—Si1 | 176.9 (4) | C21—Si2—O6—Si2iv | −15 (9) |
C9—Si1—O3—Si1ii | −116.9 (7) | C21—Si2—O6—O6iv | −15 (9) |
C9—Si1—O3—O3ii | −116.9 (7) | C22—Si2—C20—C19 | 174.3 (4) |
C10—Si1—O3—Si1ii | 10.0 (10) | C22—Si2—O6X—Si2iv | −27 (30) |
C10—Si1—O3—O3ii | 10.0 (10) | C22—Si2—O6X—O6Xiv | −27 (30) |
C10—Si1—C9—C8 | −59.7 (5) | C22—Si2—O6—Si2iv | −135 (8) |
C11—Si1—O3—Si1ii | 131.5 (8) | C22—Si2—O6—O6iv | −135 (8) |
C11—Si1—O3—O3ii | 131.5 (8) | O6Xiv—Si2—C20—C19 | −70 (4) |
C11—Si1—C9—C8 | −179.0 (4) | O6X—Si2—C20—C19 | −62 (3) |
Ni2—O4—C17—O5 | −16.3 (6) | O6Xiv—Si2—O6X—Si2iv | −0.01 (14) |
Ni2—O4—C17—C18 | 164.8 (3) | O6iv—Si2—C20—C19 | −51.9 (12) |
Ni2—N3—C12—C13iii | −39.0 (6) | O6—Si2—C20—C19 | −79.0 (15) |
Ni2—N3—C16—C15 | 59.1 (7) | O6iv—Si2—O6—Si2iv | 0.006 (14) |
Ni2—N4—C13—C12iii | 42.1 (6) | | |
Symmetry codes: (i) −x, −y, −z; (ii) −x−1, −y−1, −z; (iii) −x, −y−1, −z−1; (iv) −x+1, −y, −z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O2 | 0.98 | 2.51 | 3.225 (5) | 130 |
N1—H1···O8 | 0.98 | 2.45 | 3.315 (6) | 147 |
N2—H2···O2 | 0.98 | 2.38 | 3.143 (4) | 134 |
N3—H3···O5 | 0.98 | 2.01 | 2.901 (5) | 150 |
N4—H4···O7 | 0.98 | 2.18 | 3.012 (6) | 142 |
O2—H2C···O5 | 0.82 | 1.84 | 2.456 (4) | 131 |
O2—H2C···O8 | 0.82 | 2.65 | 3.260 (5) | 133 |
O5—H5C···O2 | 0.82 | 1.70 | 2.456 (4) | 151 |
Selected geometrical parameters of the complex cations (Å, °) topI | | II | | | |
Ni1—N1 | 2.071 (4) | Ni1—N1 | 2.058 (3) | Ni2—N3 | 2.043 (4) |
Ni1—N2 | 2.060 (4) | Ni1—N2 | 2.060 (4) | Ni2—N4 | 2.054 (4) |
Ni1—O1 | 2.113 (4) | Ni1—O1 | 2.125 (2) | Ni2—O4 | 2.131 (2) |
| | | | | |
N1—Ni1—N2i | 85.21 (19) | N1—Ni1—N2ii | 85.82 (17) | N3—Ni2—N4iii | 85.7 (2) |
N1—Ni1—N2 | 94.79 (19) | N1—Ni1—N2 | 94.18 (17) | N3—Ni2—N4 | 94.3 (2) |
Symmetry codes: (i) -x + 2, -y + 1, -z + 1;
(ii) -x, -y, -z; (iii) -x,
-y - 1, -z -1. |