Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807054360/at2457sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807054360/at2457Isup2.hkl |
CCDC reference: 674055
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.048
- wR factor = 0.130
- Data-to-parameter ratio = 14.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C1 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for P1 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for P2 PLAT301_ALERT_3_C Main Residue Disorder ......................... 12.00 Perc. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 11
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 0 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 1 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
AgPF6 (3.2 mmol, 0.799 g) was added to a solution of NiCl2 (1.6 mmol, 0.205 g) and PMDTA (1.6 mmol, 0.274 g) in 20 ml acetonitrile. After filtering the reaction solution blue crystals of the title compound suitable for X-ray diffraction were grown by slow diffusion of diethyl ether (25 ml) to the acetonitrile solution at ambient temperature (Yield 85%).
H atoms were were geometrically positioned and refined with fixed individual displacement parameters [U(H) = 1.2 Ueq(C) or U(H) = 1.5 Ueq(Cmethyl)] using a riding model with C—H = 0.99Å or 0.98Å for CH2 and CH3 groups, respectively. The methyl groups of the acetonitrile molecules were allowed to rotate but not to tip. The ethylene chains and the central methyl group of the 1,1,4,7,7-pentamethyldiethylenetriamine are disordered over two sites with the occupation factors of 0.619 (6) and 0.381 (6).
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA (Stoe & Cie, 2001); data reduction: X-AREA (Stoe & Cie, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
[Ni(C2H3N)3(C9H23N3)](PF6)2 | F(000) = 1320 |
Mr = 645.12 | Dx = 1.578 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 31260 reflections |
a = 17.4418 (8) Å | θ = 3.6–25.7° |
b = 10.5913 (6) Å | µ = 0.93 mm−1 |
c = 15.7326 (8) Å | T = 173 K |
β = 110.921 (4)° | Rod, light blue |
V = 2714.7 (3) Å3 | 0.38 × 0.17 × 0.14 mm |
Z = 4 |
STOE IPDS II two-circle- diffractometer | 5076 independent reflections |
Radiation source: fine-focus sealed tube | 4263 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.081 |
ω scans | θmax = 25.7°, θmin = 3.6° |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | h = −21→20 |
Tmin = 0.719, Tmax = 0.881 | k = −12→12 |
33712 measured reflections | l = −19→19 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.048 | H-atom parameters constrained |
wR(F2) = 0.130 | w = 1/[σ2(Fo2) + (0.0753P)2 + 3.1233P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
5076 reflections | Δρmax = 0.83 e Å−3 |
357 parameters | Δρmin = −0.46 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0019 (5) |
[Ni(C2H3N)3(C9H23N3)](PF6)2 | V = 2714.7 (3) Å3 |
Mr = 645.12 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 17.4418 (8) Å | µ = 0.93 mm−1 |
b = 10.5913 (6) Å | T = 173 K |
c = 15.7326 (8) Å | 0.38 × 0.17 × 0.14 mm |
β = 110.921 (4)° |
STOE IPDS II two-circle- diffractometer | 5076 independent reflections |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | 4263 reflections with I > 2σ(I) |
Tmin = 0.719, Tmax = 0.881 | Rint = 0.081 |
33712 measured reflections |
R[F2 > 2σ(F2)] = 0.048 | 0 restraints |
wR(F2) = 0.130 | H-atom parameters constrained |
S = 1.04 | Δρmax = 0.83 e Å−3 |
5076 reflections | Δρmin = −0.46 e Å−3 |
357 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 | Occ. (<1) | |
Ni1 | 0.25753 (2) | 0.72144 (3) | 0.39571 (2) | 0.01573 (14) | |
N1 | 0.36863 (17) | 0.6842 (3) | 0.36422 (19) | 0.0275 (6) | |
C11 | 0.3512 (3) | 0.6273 (4) | 0.2723 (3) | 0.0421 (9) | |
H11A | 0.3188 | 0.6866 | 0.2254 | 0.063* | |
H11B | 0.3204 | 0.5486 | 0.2676 | 0.063* | |
H11C | 0.4031 | 0.6094 | 0.2637 | 0.063* | |
C12 | 0.4179 (3) | 0.8012 (4) | 0.3684 (3) | 0.0502 (11) | |
H12A | 0.4306 | 0.8415 | 0.4279 | 0.075* | |
H12B | 0.3863 | 0.8597 | 0.3204 | 0.075* | |
H12C | 0.4691 | 0.7789 | 0.3595 | 0.075* | |
C1 | 0.4183 (2) | 0.5922 (4) | 0.4352 (3) | 0.0474 (11) | |
H1A | 0.4775 | 0.6060 | 0.4482 | 0.057* | 0.619 (6) |
H1B | 0.4045 | 0.5048 | 0.4128 | 0.057* | 0.619 (6) |
H1A' | 0.4527 | 0.6379 | 0.4906 | 0.057* | 0.381 (6) |
H1B' | 0.4547 | 0.5426 | 0.4120 | 0.057* | 0.381 (6) |
C2 | 0.3981 (3) | 0.6126 (6) | 0.5261 (4) | 0.0303 (13) | 0.619 (6) |
H2A | 0.4297 | 0.5525 | 0.5740 | 0.036* | 0.619 (6) |
H2B | 0.4119 | 0.6997 | 0.5494 | 0.036* | 0.619 (6) |
C2' | 0.3532 (5) | 0.4976 (8) | 0.4591 (5) | 0.0240 (19) | 0.381 (6) |
H2A' | 0.3149 | 0.4568 | 0.4035 | 0.029* | 0.381 (6) |
H2B' | 0.3824 | 0.4318 | 0.5035 | 0.029* | 0.381 (6) |
N2 | 0.30893 (16) | 0.5893 (2) | 0.49946 (16) | 0.0213 (5) | |
C21 | 0.2897 (4) | 0.4536 (5) | 0.4767 (4) | 0.0311 (14) | 0.619 (6) |
H2C | 0.2305 | 0.4401 | 0.4588 | 0.047* | 0.619 (6) |
H2D | 0.3187 | 0.4016 | 0.5300 | 0.047* | 0.619 (6) |
H2E | 0.3073 | 0.4299 | 0.4263 | 0.047* | 0.619 (6) |
C21' | 0.3699 (6) | 0.6356 (9) | 0.5892 (5) | 0.031 (2) | 0.381 (6) |
H2C' | 0.3836 | 0.7240 | 0.5831 | 0.047* | 0.381 (6) |
H2D' | 0.4198 | 0.5841 | 0.6062 | 0.047* | 0.381 (6) |
H2E' | 0.3456 | 0.6286 | 0.6364 | 0.047* | 0.381 (6) |
C3 | 0.2762 (4) | 0.6294 (5) | 0.5703 (3) | 0.0291 (13) | 0.619 (6) |
H3A | 0.2993 | 0.7126 | 0.5950 | 0.035* | 0.619 (6) |
H3B | 0.2925 | 0.5676 | 0.6209 | 0.035* | 0.619 (6) |
C3' | 0.2374 (6) | 0.5281 (8) | 0.5133 (6) | 0.029 (2) | 0.381 (6) |
H3A' | 0.2562 | 0.4712 | 0.5667 | 0.035* | 0.381 (6) |
H3B' | 0.2055 | 0.4781 | 0.4591 | 0.035* | 0.381 (6) |
C4 | 0.1832 (2) | 0.6380 (3) | 0.5295 (2) | 0.0320 (7) | |
H4A | 0.1598 | 0.5541 | 0.5069 | 0.038* | 0.619 (6) |
H4B | 0.1614 | 0.6655 | 0.5766 | 0.038* | 0.619 (6) |
H4A' | 0.1333 | 0.6018 | 0.5359 | 0.038* | 0.381 (6) |
H4B' | 0.2144 | 0.6824 | 0.5868 | 0.038* | 0.381 (6) |
N3 | 0.15869 (16) | 0.7311 (2) | 0.45229 (18) | 0.0228 (5) | |
C31 | 0.1484 (2) | 0.8585 (3) | 0.4872 (3) | 0.0374 (8) | |
H31A | 0.2008 | 0.8866 | 0.5319 | 0.056* | |
H31B | 0.1071 | 0.8542 | 0.5161 | 0.056* | |
H31C | 0.1303 | 0.9186 | 0.4365 | 0.056* | |
C32 | 0.0773 (2) | 0.6948 (4) | 0.3851 (3) | 0.0337 (8) | |
H32A | 0.0812 | 0.6112 | 0.3602 | 0.051* | |
H32B | 0.0602 | 0.7569 | 0.3357 | 0.051* | |
H32C | 0.0368 | 0.6923 | 0.4151 | 0.051* | |
N4 | 0.31638 (17) | 0.8772 (3) | 0.47852 (19) | 0.0270 (6) | |
C41 | 0.3362 (2) | 0.9746 (3) | 0.5098 (2) | 0.0296 (7) | |
C42 | 0.3589 (3) | 1.0992 (4) | 0.5502 (3) | 0.0555 (12) | |
H42A | 0.3122 | 1.1365 | 0.5621 | 0.083* | |
H42B | 0.3740 | 1.1535 | 0.5082 | 0.083* | |
H42C | 0.4057 | 1.0916 | 0.6075 | 0.083* | |
N5 | 0.19225 (16) | 0.5870 (2) | 0.29991 (17) | 0.0236 (6) | |
C51 | 0.1556 (2) | 0.5185 (3) | 0.2436 (2) | 0.0255 (7) | |
C52 | 0.1096 (3) | 0.4311 (4) | 0.1724 (2) | 0.0412 (9) | |
H52A | 0.0684 | 0.4778 | 0.1233 | 0.062* | |
H52B | 0.0823 | 0.3684 | 0.1975 | 0.062* | |
H52C | 0.1473 | 0.3881 | 0.1482 | 0.062* | |
N6 | 0.20712 (17) | 0.8590 (2) | 0.29706 (17) | 0.0246 (6) | |
C61 | 0.1785 (2) | 0.9455 (3) | 0.2550 (2) | 0.0248 (7) | |
C62 | 0.1419 (3) | 1.0573 (3) | 0.2014 (3) | 0.0402 (9) | |
H62A | 0.1184 | 1.1114 | 0.2364 | 0.060* | |
H62B | 0.0986 | 1.0313 | 0.1448 | 0.060* | |
H62C | 0.1842 | 1.1042 | 0.1871 | 0.060* | |
P1 | 0.06223 (6) | 0.25769 (8) | 0.91132 (6) | 0.0285 (2) | |
F11 | 0.0825 (3) | 0.1545 (4) | 0.8516 (3) | 0.1208 (17) | |
F12 | 0.0812 (3) | 0.1592 (4) | 0.9895 (3) | 0.1160 (17) | |
F13 | 0.0419 (2) | 0.3586 (3) | 0.8304 (2) | 0.0832 (11) | |
F14 | 0.1530 (2) | 0.3044 (5) | 0.9479 (4) | 0.1351 (19) | |
F15 | −0.0322 (2) | 0.2210 (4) | 0.8730 (3) | 0.1009 (13) | |
F16 | 0.0399 (2) | 0.3628 (3) | 0.97109 (18) | 0.0702 (9) | |
P2 | 0.60650 (6) | 0.79625 (9) | 0.70684 (7) | 0.0366 (2) | |
F21 | 0.6226 (4) | 0.8502 (5) | 0.8033 (3) | 0.154 (2) | |
F22 | 0.6603 (2) | 0.9020 (3) | 0.6859 (3) | 0.1093 (16) | |
F23 | 0.5515 (2) | 0.6870 (4) | 0.7266 (2) | 0.0805 (10) | |
F24 | 0.6838 (2) | 0.7085 (3) | 0.7493 (3) | 0.1051 (15) | |
F25 | 0.5273 (2) | 0.8800 (3) | 0.6621 (3) | 0.1024 (13) | |
F26 | 0.5853 (3) | 0.7330 (4) | 0.6089 (2) | 0.0873 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0157 (2) | 0.0130 (2) | 0.0168 (2) | 0.00060 (13) | 0.00374 (14) | 0.00083 (13) |
N1 | 0.0241 (14) | 0.0277 (14) | 0.0349 (15) | 0.0070 (11) | 0.0155 (12) | 0.0090 (12) |
C11 | 0.053 (2) | 0.045 (2) | 0.043 (2) | 0.0073 (18) | 0.0347 (19) | 0.0026 (17) |
C12 | 0.034 (2) | 0.050 (2) | 0.078 (3) | −0.0101 (18) | 0.033 (2) | 0.005 (2) |
C1 | 0.032 (2) | 0.062 (3) | 0.055 (2) | 0.0274 (19) | 0.0240 (19) | 0.030 (2) |
C2 | 0.023 (3) | 0.036 (3) | 0.028 (3) | 0.011 (2) | 0.003 (2) | 0.005 (2) |
C2' | 0.024 (4) | 0.022 (4) | 0.023 (4) | 0.007 (3) | 0.006 (3) | 0.003 (3) |
N2 | 0.0240 (13) | 0.0201 (12) | 0.0176 (12) | 0.0036 (10) | 0.0050 (10) | 0.0023 (10) |
C21 | 0.047 (4) | 0.014 (2) | 0.031 (3) | 0.009 (2) | 0.011 (2) | 0.007 (2) |
C21' | 0.033 (5) | 0.036 (5) | 0.016 (4) | 0.005 (4) | −0.003 (3) | 0.001 (3) |
C3 | 0.039 (3) | 0.028 (3) | 0.020 (2) | 0.010 (2) | 0.010 (2) | 0.007 (2) |
C3' | 0.032 (5) | 0.027 (4) | 0.029 (4) | −0.001 (4) | 0.013 (4) | 0.010 (3) |
C4 | 0.0335 (19) | 0.0374 (19) | 0.0314 (17) | 0.0028 (15) | 0.0193 (15) | 0.0078 (14) |
N3 | 0.0201 (13) | 0.0229 (13) | 0.0263 (13) | 0.0020 (10) | 0.0093 (11) | −0.0010 (10) |
C31 | 0.037 (2) | 0.0314 (19) | 0.053 (2) | 0.0029 (15) | 0.0269 (18) | −0.0076 (16) |
C32 | 0.0155 (15) | 0.044 (2) | 0.0408 (19) | −0.0008 (14) | 0.0096 (14) | −0.0038 (16) |
N4 | 0.0266 (14) | 0.0229 (14) | 0.0292 (14) | −0.0036 (11) | 0.0072 (11) | −0.0008 (11) |
C41 | 0.0315 (18) | 0.0292 (18) | 0.0291 (16) | −0.0090 (14) | 0.0121 (14) | −0.0062 (14) |
C42 | 0.072 (3) | 0.039 (2) | 0.061 (3) | −0.029 (2) | 0.030 (2) | −0.025 (2) |
N5 | 0.0247 (14) | 0.0220 (13) | 0.0208 (13) | −0.0011 (11) | 0.0040 (11) | −0.0007 (11) |
C51 | 0.0306 (17) | 0.0212 (15) | 0.0239 (15) | 0.0000 (13) | 0.0086 (13) | 0.0012 (13) |
C52 | 0.054 (2) | 0.0325 (19) | 0.0303 (18) | −0.0126 (17) | 0.0063 (17) | −0.0101 (15) |
N6 | 0.0264 (14) | 0.0220 (13) | 0.0230 (13) | 0.0022 (11) | 0.0059 (11) | 0.0043 (11) |
C61 | 0.0272 (16) | 0.0255 (16) | 0.0215 (15) | 0.0039 (13) | 0.0085 (13) | 0.0012 (13) |
C62 | 0.055 (2) | 0.0307 (19) | 0.0362 (19) | 0.0201 (17) | 0.0184 (18) | 0.0142 (15) |
P1 | 0.0328 (5) | 0.0281 (4) | 0.0257 (4) | 0.0039 (4) | 0.0118 (4) | −0.0009 (3) |
F11 | 0.194 (5) | 0.094 (3) | 0.097 (3) | 0.061 (3) | 0.079 (3) | −0.023 (2) |
F12 | 0.187 (5) | 0.092 (3) | 0.084 (3) | 0.062 (3) | 0.066 (3) | 0.063 (2) |
F13 | 0.113 (3) | 0.089 (2) | 0.0639 (18) | 0.032 (2) | 0.0519 (19) | 0.0411 (17) |
F14 | 0.0301 (17) | 0.150 (4) | 0.206 (5) | −0.009 (2) | 0.019 (2) | −0.003 (4) |
F15 | 0.057 (2) | 0.098 (3) | 0.132 (3) | −0.0344 (19) | 0.015 (2) | −0.023 (2) |
F16 | 0.087 (2) | 0.0728 (19) | 0.0465 (15) | 0.0167 (16) | 0.0193 (14) | −0.0234 (13) |
P2 | 0.0420 (6) | 0.0273 (5) | 0.0373 (5) | −0.0052 (4) | 0.0102 (4) | −0.0038 (4) |
F21 | 0.240 (6) | 0.132 (4) | 0.066 (2) | −0.021 (4) | 0.024 (3) | −0.064 (3) |
F22 | 0.063 (2) | 0.064 (2) | 0.173 (4) | −0.0286 (17) | 0.008 (2) | 0.052 (2) |
F23 | 0.075 (2) | 0.099 (2) | 0.0649 (18) | −0.0377 (19) | 0.0205 (16) | 0.0212 (17) |
F24 | 0.0484 (18) | 0.063 (2) | 0.177 (4) | 0.0078 (15) | 0.008 (2) | 0.045 (2) |
F25 | 0.065 (2) | 0.066 (2) | 0.151 (4) | 0.0231 (17) | 0.009 (2) | 0.007 (2) |
F26 | 0.117 (3) | 0.096 (3) | 0.065 (2) | −0.018 (2) | 0.052 (2) | −0.0248 (18) |
Ni1—N6 | 2.081 (3) | C3'—H3B' | 0.9900 |
Ni1—N5 | 2.090 (3) | C4—N3 | 1.503 (4) |
Ni1—N2 | 2.093 (2) | C4—H4A | 0.9900 |
Ni1—N4 | 2.125 (3) | C4—H4B | 0.9900 |
Ni1—N1 | 2.200 (3) | C4—H4A' | 0.9900 |
Ni1—N3 | 2.207 (3) | C4—H4B' | 0.9900 |
N1—C11 | 1.494 (5) | N3—C32 | 1.486 (4) |
N1—C12 | 1.496 (5) | N3—C31 | 1.492 (4) |
N1—C1 | 1.502 (4) | C31—H31A | 0.9800 |
C11—H11A | 0.9800 | C31—H31B | 0.9800 |
C11—H11B | 0.9800 | C31—H31C | 0.9800 |
C11—H11C | 0.9800 | C32—H32A | 0.9800 |
C12—H12A | 0.9800 | C32—H32B | 0.9800 |
C12—H12B | 0.9800 | C32—H32C | 0.9800 |
C12—H12C | 0.9800 | N4—C41 | 1.142 (4) |
C1—C2 | 1.605 (7) | C41—C42 | 1.458 (5) |
C1—C2' | 1.655 (9) | C42—H42A | 0.9800 |
C1—H1A | 0.9900 | C42—H42B | 0.9800 |
C1—H1B | 0.9900 | C42—H42C | 0.9800 |
C1—H1A' | 0.9900 | N5—C51 | 1.146 (4) |
C1—H1B' | 0.9900 | C51—C52 | 1.455 (4) |
C2—N2 | 1.480 (6) | C52—H52A | 0.9800 |
C2—H2A | 0.9900 | C52—H52B | 0.9800 |
C2—H2B | 0.9900 | C52—H52C | 0.9800 |
C2'—N2 | 1.515 (8) | N6—C61 | 1.137 (4) |
C2'—H2A' | 0.9900 | C61—C62 | 1.461 (4) |
C2'—H2B' | 0.9900 | C62—H62A | 0.9800 |
N2—C3 | 1.484 (6) | C62—H62B | 0.9800 |
N2—C3' | 1.489 (9) | C62—H62C | 0.9800 |
N2—C21 | 1.490 (6) | P1—F12 | 1.556 (3) |
N2—C21' | 1.514 (8) | P1—F14 | 1.559 (4) |
C21—H2C | 0.9800 | P1—F11 | 1.562 (3) |
C21—H2D | 0.9800 | P1—F15 | 1.586 (3) |
C21—H2E | 0.9800 | P1—F16 | 1.593 (3) |
C21'—H2C' | 0.9800 | P1—F13 | 1.602 (3) |
C21'—H2D' | 0.9800 | P2—F21 | 1.551 (4) |
C21'—H2E' | 0.9800 | P2—F22 | 1.570 (3) |
C3—C4 | 1.518 (7) | P2—F24 | 1.577 (3) |
C3—H3A | 0.9900 | P2—F25 | 1.580 (3) |
C3—H3B | 0.9900 | P2—F26 | 1.598 (3) |
C3'—C4 | 1.576 (10) | P2—F23 | 1.602 (3) |
C3'—H3A' | 0.9900 | ||
N6—Ni1—N5 | 87.88 (10) | N2—C3—H3B | 109.7 |
N6—Ni1—N2 | 177.41 (10) | C4—C3—H3B | 109.7 |
N5—Ni1—N2 | 94.48 (10) | H3A—C3—H3B | 108.2 |
N6—Ni1—N4 | 84.08 (11) | N2—C3'—C4 | 106.5 (5) |
N5—Ni1—N4 | 171.95 (10) | N2—C3'—H3A' | 110.4 |
N2—Ni1—N4 | 93.56 (10) | C4—C3'—H3A' | 110.4 |
N6—Ni1—N1 | 97.41 (10) | N2—C3'—H3B' | 110.4 |
N5—Ni1—N1 | 90.71 (11) | C4—C3'—H3B' | 110.4 |
N2—Ni1—N1 | 83.66 (10) | H3A'—C3'—H3B' | 108.6 |
N4—Ni1—N1 | 90.32 (11) | N3—C4—C3 | 109.5 (3) |
N6—Ni1—N3 | 94.90 (10) | N3—C4—C3' | 111.6 (4) |
N5—Ni1—N3 | 91.12 (10) | C3—C4—C3' | 54.0 (4) |
N2—Ni1—N3 | 83.99 (10) | N3—C4—H4A | 109.8 |
N4—Ni1—N3 | 89.57 (10) | C3—C4—H4A | 109.8 |
N1—Ni1—N3 | 167.61 (10) | C3'—C4—H4A | 58.2 |
C11—N1—C12 | 106.9 (3) | N3—C4—H4B | 109.8 |
C11—N1—C1 | 108.8 (3) | C3—C4—H4B | 109.8 |
C12—N1—C1 | 109.6 (3) | C3'—C4—H4B | 138.6 |
C11—N1—Ni1 | 113.5 (2) | H4A—C4—H4B | 108.2 |
C12—N1—Ni1 | 112.4 (2) | N3—C4—H4A' | 109.3 |
C1—N1—Ni1 | 105.6 (2) | C3—C4—H4A' | 141.2 |
N1—C11—H11A | 109.5 | C3'—C4—H4A' | 109.3 |
N1—C11—H11B | 109.5 | H4A—C4—H4A' | 54.8 |
H11A—C11—H11B | 109.5 | H4B—C4—H4A' | 56.6 |
N1—C11—H11C | 109.5 | N3—C4—H4B' | 109.3 |
H11A—C11—H11C | 109.5 | C3—C4—H4B' | 59.1 |
H11B—C11—H11C | 109.5 | C3'—C4—H4B' | 109.3 |
N1—C12—H12A | 109.5 | H4A—C4—H4B' | 140.8 |
N1—C12—H12B | 109.5 | H4B—C4—H4B' | 54.0 |
H12A—C12—H12B | 109.5 | H4A'—C4—H4B' | 108.0 |
N1—C12—H12C | 109.5 | C32—N3—C31 | 106.6 (3) |
H12A—C12—H12C | 109.5 | C32—N3—C4 | 109.2 (3) |
H12B—C12—H12C | 109.5 | C31—N3—C4 | 109.5 (3) |
N1—C1—C2 | 108.9 (3) | C32—N3—Ni1 | 112.7 (2) |
N1—C1—C2' | 107.6 (4) | C31—N3—Ni1 | 113.9 (2) |
C2—C1—C2' | 59.5 (4) | C4—N3—Ni1 | 104.91 (19) |
N1—C1—H1A | 109.9 | N3—C31—H31A | 109.5 |
C2—C1—H1A | 109.9 | N3—C31—H31B | 109.5 |
C2'—C1—H1A | 142.4 | H31A—C31—H31B | 109.5 |
N1—C1—H1B | 109.9 | N3—C31—H31C | 109.5 |
C2—C1—H1B | 109.9 | H31A—C31—H31C | 109.5 |
C2'—C1—H1B | 54.2 | H31B—C31—H31C | 109.5 |
H1A—C1—H1B | 108.3 | N3—C32—H32A | 109.5 |
N1—C1—H1A' | 110.2 | N3—C32—H32B | 109.5 |
C2—C1—H1A' | 53.6 | H32A—C32—H32B | 109.5 |
C2'—C1—H1A' | 110.2 | N3—C32—H32C | 109.5 |
H1A—C1—H1A' | 59.1 | H32A—C32—H32C | 109.5 |
H1B—C1—H1A' | 139.8 | H32B—C32—H32C | 109.5 |
N1—C1—H1B' | 110.2 | C41—N4—Ni1 | 166.1 (3) |
C2—C1—H1B' | 140.8 | N4—C41—C42 | 178.0 (4) |
C2'—C1—H1B' | 110.2 | C41—C42—H42A | 109.5 |
H1A—C1—H1B' | 52.7 | C41—C42—H42B | 109.5 |
H1B—C1—H1B' | 58.5 | H42A—C42—H42B | 109.5 |
H1A'—C1—H1B' | 108.5 | C41—C42—H42C | 109.5 |
N2—C2—C1 | 105.5 (4) | H42A—C42—H42C | 109.5 |
N2—C2—H2A | 110.6 | H42B—C42—H42C | 109.5 |
C1—C2—H2A | 110.6 | C51—N5—Ni1 | 176.1 (3) |
N2—C2—H2B | 110.6 | N5—C51—C52 | 179.6 (4) |
C1—C2—H2B | 110.6 | C51—C52—H52A | 109.5 |
H2A—C2—H2B | 108.8 | C51—C52—H52B | 109.5 |
N2—C2'—C1 | 101.6 (5) | H52A—C52—H52B | 109.5 |
N2—C2'—H2A' | 111.5 | C51—C52—H52C | 109.5 |
C1—C2'—H2A' | 111.5 | H52A—C52—H52C | 109.5 |
N2—C2'—H2B' | 111.5 | H52B—C52—H52C | 109.5 |
C1—C2'—H2B' | 111.5 | C61—N6—Ni1 | 168.5 (3) |
H2A'—C2'—H2B' | 109.3 | N6—C61—C62 | 179.6 (4) |
C2—N2—C3 | 112.8 (4) | C61—C62—H62A | 109.5 |
C2—N2—C3' | 151.8 (4) | C61—C62—H62B | 109.5 |
C3—N2—C3' | 56.4 (4) | H62A—C62—H62B | 109.5 |
C2—N2—C21 | 110.6 (4) | C61—C62—H62C | 109.5 |
C3—N2—C21 | 110.0 (4) | H62A—C62—H62C | 109.5 |
C3'—N2—C21 | 59.2 (4) | H62B—C62—H62C | 109.5 |
C2—N2—C21' | 50.6 (4) | F12—P1—F14 | 91.1 (3) |
C3—N2—C21' | 62.5 (4) | F12—P1—F11 | 88.7 (2) |
C3'—N2—C21' | 110.5 (5) | F14—P1—F11 | 91.5 (3) |
C21—N2—C21' | 124.0 (4) | F12—P1—F15 | 92.0 (3) |
C2—N2—C2' | 65.4 (4) | F14—P1—F15 | 175.7 (3) |
C3—N2—C2' | 152.8 (4) | F11—P1—F15 | 91.6 (3) |
C3'—N2—C2' | 111.2 (5) | F12—P1—F16 | 91.7 (2) |
C21—N2—C2' | 52.1 (4) | F14—P1—F16 | 89.4 (2) |
C21'—N2—C2' | 107.8 (5) | F11—P1—F16 | 179.0 (2) |
C2—N2—Ni1 | 102.9 (3) | F15—P1—F16 | 87.5 (2) |
C3—N2—Ni1 | 102.8 (2) | F12—P1—F13 | 179.5 (3) |
C3'—N2—Ni1 | 104.9 (4) | F14—P1—F13 | 89.4 (3) |
C21—N2—Ni1 | 117.4 (2) | F11—P1—F13 | 91.3 (2) |
C21'—N2—Ni1 | 118.3 (4) | F15—P1—F13 | 87.5 (2) |
C2'—N2—Ni1 | 104.0 (3) | F16—P1—F13 | 88.34 (18) |
N2—C21—H2C | 109.5 | F21—P2—F22 | 91.7 (3) |
N2—C21—H2D | 109.5 | F21—P2—F24 | 88.5 (3) |
H2C—C21—H2D | 109.5 | F22—P2—F24 | 91.44 (19) |
N2—C21—H2E | 109.5 | F21—P2—F25 | 93.0 (3) |
H2C—C21—H2E | 109.5 | F22—P2—F25 | 89.9 (2) |
H2D—C21—H2E | 109.5 | F24—P2—F25 | 177.9 (2) |
N2—C21'—H2C' | 109.5 | F21—P2—F26 | 175.6 (3) |
N2—C21'—H2D' | 109.5 | F22—P2—F26 | 92.7 (2) |
H2C'—C21'—H2D' | 109.5 | F24—P2—F26 | 91.7 (3) |
N2—C21'—H2E' | 109.5 | F25—P2—F26 | 86.6 (2) |
H2C'—C21'—H2E' | 109.5 | F21—P2—F23 | 89.3 (3) |
H2D'—C21'—H2E' | 109.5 | F22—P2—F23 | 179.0 (2) |
N2—C3—C4 | 109.8 (4) | F24—P2—F23 | 88.42 (19) |
N2—C3—H3A | 109.7 | F25—P2—F23 | 90.2 (2) |
C4—C3—H3A | 109.7 | F26—P2—F23 | 86.32 (19) |
N6—Ni1—N1—C11 | −65.5 (2) | N5—Ni1—N2—C21' | 176.2 (5) |
N5—Ni1—N1—C11 | 22.4 (2) | N4—Ni1—N2—C21' | −3.9 (5) |
N2—Ni1—N1—C11 | 116.8 (2) | N1—Ni1—N2—C21' | 86.0 (5) |
N4—Ni1—N1—C11 | −149.6 (2) | N3—Ni1—N2—C21' | −93.1 (5) |
N3—Ni1—N1—C11 | 120.9 (5) | N5—Ni1—N2—C2' | 56.8 (4) |
N6—Ni1—N1—C12 | 56.0 (3) | N4—Ni1—N2—C2' | −123.4 (4) |
N5—Ni1—N1—C12 | 143.9 (3) | N1—Ni1—N2—C2' | −33.5 (4) |
N2—Ni1—N1—C12 | −121.6 (3) | N3—Ni1—N2—C2' | 147.4 (4) |
N4—Ni1—N1—C12 | −28.1 (3) | C2—N2—C3—C4 | 164.0 (4) |
N3—Ni1—N1—C12 | −117.6 (5) | C3'—N2—C3—C4 | −45.7 (5) |
N6—Ni1—N1—C1 | 175.4 (3) | C21—N2—C3—C4 | −71.9 (4) |
N5—Ni1—N1—C1 | −96.7 (3) | C21'—N2—C3—C4 | 169.3 (6) |
N2—Ni1—N1—C1 | −2.2 (3) | C2'—N2—C3—C4 | −115.8 (9) |
N4—Ni1—N1—C1 | 91.3 (3) | Ni1—N2—C3—C4 | 53.9 (4) |
N3—Ni1—N1—C1 | 1.9 (6) | C2—N2—C3'—C4 | 117.8 (9) |
C11—N1—C1—C2 | −150.4 (4) | C3—N2—C3'—C4 | 42.5 (4) |
C12—N1—C1—C2 | 93.0 (4) | C21—N2—C3'—C4 | −166.5 (7) |
Ni1—N1—C1—C2 | −28.2 (4) | C21'—N2—C3'—C4 | 75.4 (6) |
C11—N1—C1—C2' | −87.4 (4) | C2'—N2—C3'—C4 | −165.0 (5) |
C12—N1—C1—C2' | 156.0 (4) | Ni1—N2—C3'—C4 | −53.1 (5) |
Ni1—N1—C1—C2' | 34.8 (4) | N2—C3—C4—N3 | −58.9 (4) |
N1—C1—C2—N2 | 59.8 (5) | N2—C3—C4—C3' | 44.1 (4) |
C2'—C1—C2—N2 | −39.9 (4) | N2—C3'—C4—N3 | 56.1 (6) |
N1—C1—C2'—N2 | −64.0 (5) | N2—C3'—C4—C3 | −42.9 (4) |
C2—C1—C2'—N2 | 38.0 (4) | C3—C4—N3—C32 | 151.1 (3) |
C1—C2—N2—C3 | −168.2 (3) | C3'—C4—N3—C32 | 93.2 (5) |
C1—C2—N2—C3' | 130.9 (9) | C3—C4—N3—C31 | −92.5 (4) |
C1—C2—N2—C21 | 68.1 (4) | C3'—C4—N3—C31 | −150.5 (4) |
C1—C2—N2—C21' | −174.2 (7) | C3—C4—N3—Ni1 | 30.1 (3) |
C1—C2—N2—C2' | 41.6 (4) | C3'—C4—N3—Ni1 | −27.9 (5) |
C1—C2—N2—Ni1 | −58.1 (4) | N6—Ni1—N3—C32 | 62.5 (2) |
C1—C2'—N2—C2 | −39.3 (4) | N5—Ni1—N3—C32 | −25.4 (2) |
C1—C2'—N2—C3 | −131.7 (8) | N2—Ni1—N3—C32 | −119.8 (2) |
C1—C2'—N2—C3' | 171.2 (5) | N4—Ni1—N3—C32 | 146.5 (2) |
C1—C2'—N2—C21 | 172.8 (6) | N1—Ni1—N3—C32 | −123.9 (5) |
C1—C2'—N2—C21' | −67.6 (6) | N6—Ni1—N3—C31 | −59.1 (2) |
C1—C2'—N2—Ni1 | 58.8 (4) | N5—Ni1—N3—C31 | −147.1 (2) |
N5—Ni1—N2—C2 | 124.3 (3) | N2—Ni1—N3—C31 | 118.6 (2) |
N4—Ni1—N2—C2 | −55.9 (3) | N4—Ni1—N3—C31 | 24.9 (2) |
N1—Ni1—N2—C2 | 34.0 (3) | N1—Ni1—N3—C31 | 114.5 (5) |
N3—Ni1—N2—C2 | −145.1 (3) | N6—Ni1—N3—C4 | −178.8 (2) |
N5—Ni1—N2—C3 | −118.4 (3) | N5—Ni1—N3—C4 | 93.3 (2) |
N4—Ni1—N2—C3 | 61.5 (3) | N2—Ni1—N3—C4 | −1.1 (2) |
N1—Ni1—N2—C3 | 151.4 (3) | N4—Ni1—N3—C4 | −94.7 (2) |
N3—Ni1—N2—C3 | −27.7 (3) | N1—Ni1—N3—C4 | −5.2 (6) |
N5—Ni1—N2—C3' | −60.1 (4) | N6—Ni1—N4—C41 | 16.6 (12) |
N4—Ni1—N2—C3' | 119.7 (4) | N2—Ni1—N4—C41 | −162.4 (12) |
N1—Ni1—N2—C3' | −150.3 (4) | N1—Ni1—N4—C41 | 114.0 (12) |
N3—Ni1—N2—C3' | 30.5 (4) | N3—Ni1—N4—C41 | −78.4 (12) |
N5—Ni1—N2—C21 | 2.5 (3) | N5—Ni1—N6—C61 | 139.9 (14) |
N4—Ni1—N2—C21 | −177.6 (3) | N4—Ni1—N6—C61 | −40.1 (14) |
N1—Ni1—N2—C21 | −87.7 (3) | N1—Ni1—N6—C61 | −129.7 (14) |
N3—Ni1—N2—C21 | 93.2 (3) | N3—Ni1—N6—C61 | 48.9 (14) |
Experimental details
Crystal data | |
Chemical formula | [Ni(C2H3N)3(C9H23N3)](PF6)2 |
Mr | 645.12 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 173 |
a, b, c (Å) | 17.4418 (8), 10.5913 (6), 15.7326 (8) |
β (°) | 110.921 (4) |
V (Å3) | 2714.7 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.93 |
Crystal size (mm) | 0.38 × 0.17 × 0.14 |
Data collection | |
Diffractometer | STOE IPDS II two-circle- diffractometer |
Absorption correction | Multi-scan (MULABS; Spek, 2003; Blessing, 1995) |
Tmin, Tmax | 0.719, 0.881 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 33712, 5076, 4263 |
Rint | 0.081 |
(sin θ/λ)max (Å−1) | 0.609 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.048, 0.130, 1.04 |
No. of reflections | 5076 |
No. of parameters | 357 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.83, −0.46 |
Computer programs: X-AREA (Stoe & Cie, 2001), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), XP in SHELXTL-Plus (Sheldrick, 1991), SHELXL97 and PLATON (Spek, 2003).
We report here the X-ray crystal structure analysis of the nickel salt of 1,1,4,7,7-pentamethyldiethylenetriamine and hexafluoridophosphate, [Ni(PMDTA)(CH3CN)3]2+.2[PF6]- (PMDTA = Me2NHCH2CH2NMeCH2CH2NHMe2). We are interested in the synthesis of transition metal complexes with the PMDTA ligand (Margraf et al., 2005) which are a convenient starting material for novel benzoquinone- and hydroquinone-substituted transition metal derivatives (Margraf et al., 2006). The synthesis of the title compound was achieved by reaction of NiCl2 with AgPF6 in the presence of PMDTA, as shown in the equation below. Blue crystals of the title compound suitable for X-ray diffraction were grown from acetonitrile/diethyl ether solution at ambient temperature.
The title compound has the Ni atom in an octahedral environment. It is coordinated by the three N atoms of one chelating 1,1,4,7,7-pentamethyldiethylenetriamine molecule and three acetonitrile molecules. The charge is balanced by two hexafluoridophosphate anions.