Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520614014966/bp5066sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520614014966/bp5066Py_JAMMU_0msup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520614014966/bp506635etpy_0msup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520614014966/bp506634ETPY_LT_0msup4.hkl |
CCDC references: 1010235; 1010236; 1010237
Crystal data, data collection and structure refinement details are summarized in Table 1.
For all compounds, data collection: Bruker APEX2; cell refinement: Bruker SAINT; data reduction: Bruker SAINT. Program(s) used to solve structure: SHELXS97 (Sheldrick, 1993) for Py_JAMMU_0m; SHELXS97 (Altomare et al., 1993) for 35etpy_0m; Sir-92 (Altomare et al., 1993) for 34ETPY_LT_0m. For all compounds, program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Bruker SHELXTL; software used to prepare material for publication: Bruker SHELXTL.
C42H46N2NiO4P2S4 | F(000) = 932 |
Mr = 891.72 | Dx = 1.399 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 9912 reflections |
a = 11.7905 (3) Å | θ = 2.2–33.7° |
b = 14.4443 (4) Å | µ = 0.77 mm−1 |
c = 12.8825 (3) Å | T = 296 K |
β = 105.195 (1)° | Needles, green |
V = 2117.26 (9) Å3 | 0.13 × 0.11 × 0.08 mm |
Z = 2 |
Bruker APEX-II CCD diffractometer | 8779 independent reflections |
Radiation source: fine-focus sealed tube | 6366 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
ϕ and ω scans | θmax = 34.2°, θmin = 2.1° |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | h = −18→18 |
Tmin = 0.674, Tmax = 0.747 | k = −22→22 |
33731 measured reflections | l = −14→20 |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.103 | w = 1/[σ2(Fo2) + (0.0527P)2 + 0.3611P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max < 0.001 |
8779 reflections | Δρmax = 0.43 e Å−3 |
250 parameters | Δρmin = −0.26 e Å−3 |
0 restraints |
C42H46N2NiO4P2S4 | V = 2117.26 (9) Å3 |
Mr = 891.72 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.7905 (3) Å | µ = 0.77 mm−1 |
b = 14.4443 (4) Å | T = 296 K |
c = 12.8825 (3) Å | 0.13 × 0.11 × 0.08 mm |
β = 105.195 (1)° |
Bruker APEX-II CCD diffractometer | 8779 independent reflections |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | 6366 reflections with I > 2σ(I) |
Tmin = 0.674, Tmax = 0.747 | Rint = 0.028 |
33731 measured reflections |
R[F2 > 2σ(F2)] = 0.036 | 250 parameters |
wR(F2) = 0.103 | 0 restraints |
S = 1.01 | Δρmax = 0.43 e Å−3 |
8779 reflections | Δρmin = −0.26 e Å−3 |
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 | ||
C1 | −0.40981 (12) | 0.02987 (10) | −0.25281 (10) | 0.0288 (3) | |
C2 | −0.52576 (12) | 0.02809 (11) | −0.24933 (11) | 0.0324 (3) | |
H2 | −0.5465 | 0.0021 | −0.1908 | 0.039* | |
C3 | −0.61157 (13) | 0.06583 (12) | −0.33473 (12) | 0.0370 (3) | |
C4 | −0.73997 (15) | 0.05947 (17) | −0.33606 (17) | 0.0566 (5) | |
H4A | −0.7792 | 0.1158 | −0.3645 | 0.085* | |
H4B | −0.7467 | 0.0502 | −0.2641 | 0.085* | |
H4C | −0.7755 | 0.0084 | −0.3804 | 0.085* | |
C5 | −0.57707 (14) | 0.10503 (11) | −0.42000 (12) | 0.0403 (3) | |
H5 | −0.6338 | 0.1316 | −0.4763 | 0.048* | |
C6 | −0.46057 (14) | 0.10582 (11) | −0.42381 (11) | 0.0371 (3) | |
C7 | −0.42775 (19) | 0.14551 (14) | −0.52053 (14) | 0.0522 (4) | |
H7A | −0.4120 | 0.2105 | −0.5097 | 0.078* | |
H7B | −0.4915 | 0.1366 | −0.5836 | 0.078* | |
H7C | −0.3589 | 0.1147 | −0.5297 | 0.078* | |
C8 | −0.37564 (13) | 0.06751 (11) | −0.33857 (11) | 0.0342 (3) | |
H8 | −0.2970 | 0.0672 | −0.3393 | 0.041* | |
C9 | −0.37217 (11) | 0.13128 (10) | 0.05952 (11) | 0.0294 (3) | |
C10 | −0.27510 (12) | 0.14982 (12) | 0.14433 (12) | 0.0361 (3) | |
H10 | −0.2013 | 0.1273 | 0.1440 | 0.043* | |
C11 | −0.29011 (13) | 0.20290 (12) | 0.23019 (12) | 0.0368 (3) | |
C12 | −0.18648 (16) | 0.22457 (16) | 0.32391 (15) | 0.0567 (5) | |
H12A | −0.2128 | 0.2586 | 0.3773 | 0.085* | |
H12B | −0.1305 | 0.2610 | 0.2994 | 0.085* | |
H12C | −0.1502 | 0.1679 | 0.3547 | 0.085* | |
C13 | −0.40104 (13) | 0.23595 (11) | 0.22823 (12) | 0.0363 (3) | |
H13 | −0.4106 | 0.2714 | 0.2856 | 0.044* | |
C14 | −0.49830 (12) | 0.21754 (10) | 0.14304 (12) | 0.0333 (3) | |
C15 | −0.48285 (11) | 0.16430 (10) | 0.05772 (11) | 0.0308 (3) | |
H15 | −0.5466 | 0.1510 | −0.0002 | 0.037* | |
C16 | −0.61786 (14) | 0.25317 (15) | 0.14434 (17) | 0.0537 (5) | |
H16A | −0.6351 | 0.3081 | 0.1012 | 0.081* | |
H16B | −0.6188 | 0.2673 | 0.2169 | 0.081* | |
H16C | −0.6760 | 0.2068 | 0.1157 | 0.081* | |
C17 | 0.03890 (15) | 0.01432 (11) | 0.24296 (12) | 0.0376 (3) | |
H17 | 0.0136 | −0.0469 | 0.2348 | 0.045* | |
C18 | 0.07306 (18) | 0.05105 (15) | 0.34554 (13) | 0.0509 (4) | |
H18 | 0.0706 | 0.0153 | 0.4049 | 0.061* | |
C19 | 0.11111 (17) | 0.14216 (15) | 0.35829 (15) | 0.0551 (5) | |
H19 | 0.1358 | 0.1684 | 0.4264 | 0.066* | |
C20 | 0.11171 (17) | 0.19256 (14) | 0.26904 (16) | 0.0523 (4) | |
H20 | 0.1357 | 0.2541 | 0.2753 | 0.063* | |
C21 | 0.07620 (14) | 0.15102 (11) | 0.16915 (13) | 0.0395 (3) | |
H21 | 0.0771 | 0.1860 | 0.1088 | 0.047* | |
N1 | 0.04056 (10) | 0.06282 (8) | 0.15505 (9) | 0.0291 (2) | |
O1 | −0.32521 (9) | −0.01500 (7) | −0.17008 (8) | 0.0317 (2) | |
O2 | −0.36813 (8) | 0.07618 (8) | −0.02823 (8) | 0.0383 (2) | |
P1 | −0.25683 (3) | 0.03299 (3) | −0.05975 (3) | 0.02614 (8) | |
S1 | −0.17964 (3) | −0.06773 (3) | 0.03665 (3) | 0.03126 (8) | |
S2 | −0.14329 (3) | 0.12875 (2) | −0.07671 (3) | 0.03202 (8) | |
Ni1 | 0.0000 | 0.0000 | 0.0000 | 0.02378 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0293 (6) | 0.0316 (6) | 0.0220 (5) | 0.0012 (5) | 0.0004 (5) | −0.0047 (5) |
C2 | 0.0318 (6) | 0.0375 (7) | 0.0271 (6) | 0.0007 (5) | 0.0059 (5) | 0.0002 (5) |
C3 | 0.0310 (6) | 0.0429 (8) | 0.0334 (7) | 0.0040 (6) | 0.0019 (5) | −0.0019 (6) |
C4 | 0.0310 (8) | 0.0788 (14) | 0.0564 (11) | 0.0069 (8) | 0.0051 (7) | 0.0039 (10) |
C5 | 0.0421 (8) | 0.0414 (8) | 0.0310 (7) | 0.0040 (6) | −0.0017 (6) | 0.0021 (6) |
C6 | 0.0486 (8) | 0.0358 (7) | 0.0254 (6) | −0.0051 (6) | 0.0070 (6) | −0.0015 (6) |
C7 | 0.0739 (12) | 0.0514 (10) | 0.0332 (8) | −0.0092 (9) | 0.0174 (8) | 0.0026 (7) |
C8 | 0.0339 (7) | 0.0406 (8) | 0.0279 (6) | −0.0039 (6) | 0.0075 (5) | −0.0049 (6) |
C9 | 0.0267 (6) | 0.0355 (7) | 0.0257 (6) | 0.0020 (5) | 0.0061 (5) | −0.0047 (5) |
C10 | 0.0264 (6) | 0.0499 (9) | 0.0298 (7) | 0.0042 (6) | 0.0036 (5) | −0.0077 (6) |
C11 | 0.0322 (6) | 0.0449 (8) | 0.0307 (7) | −0.0010 (6) | 0.0037 (5) | −0.0082 (6) |
C12 | 0.0411 (9) | 0.0785 (14) | 0.0429 (9) | 0.0054 (9) | −0.0025 (7) | −0.0255 (9) |
C13 | 0.0379 (7) | 0.0385 (8) | 0.0335 (7) | 0.0003 (6) | 0.0114 (6) | −0.0094 (6) |
C14 | 0.0295 (6) | 0.0341 (7) | 0.0369 (7) | 0.0024 (5) | 0.0097 (5) | −0.0054 (6) |
C15 | 0.0256 (5) | 0.0366 (7) | 0.0285 (6) | 0.0022 (5) | 0.0041 (5) | −0.0024 (5) |
C16 | 0.0337 (8) | 0.0635 (12) | 0.0631 (11) | 0.0092 (7) | 0.0112 (7) | −0.0248 (10) |
C17 | 0.0438 (8) | 0.0390 (8) | 0.0281 (7) | 0.0035 (6) | 0.0060 (6) | 0.0034 (6) |
C18 | 0.0593 (11) | 0.0638 (12) | 0.0260 (7) | 0.0109 (9) | 0.0046 (7) | 0.0034 (7) |
C19 | 0.0528 (10) | 0.0687 (13) | 0.0349 (8) | 0.0101 (9) | −0.0047 (7) | −0.0174 (9) |
C20 | 0.0536 (10) | 0.0458 (10) | 0.0532 (11) | −0.0080 (8) | 0.0063 (8) | −0.0187 (8) |
C21 | 0.0430 (8) | 0.0355 (8) | 0.0385 (8) | −0.0050 (6) | 0.0079 (6) | −0.0029 (6) |
N1 | 0.0276 (5) | 0.0310 (6) | 0.0270 (5) | 0.0014 (4) | 0.0039 (4) | 0.0000 (4) |
O1 | 0.0303 (5) | 0.0363 (5) | 0.0243 (4) | 0.0056 (4) | 0.0000 (4) | −0.0050 (4) |
O2 | 0.0254 (4) | 0.0567 (7) | 0.0301 (5) | 0.0051 (4) | 0.0025 (4) | −0.0164 (5) |
P1 | 0.02289 (14) | 0.03223 (17) | 0.02170 (14) | 0.00304 (12) | 0.00300 (11) | −0.00184 (12) |
S1 | 0.02839 (15) | 0.03534 (18) | 0.02821 (16) | −0.00350 (12) | 0.00416 (12) | 0.00716 (13) |
S2 | 0.03340 (16) | 0.02825 (16) | 0.03250 (17) | 0.00190 (12) | 0.00527 (13) | 0.00500 (13) |
Ni1 | 0.02310 (10) | 0.02506 (11) | 0.02187 (11) | 0.00003 (8) | 0.00358 (8) | 0.00204 (8) |
C1—C2 | 1.380 (2) | C13—H13 | 0.9300 |
C1—C8 | 1.383 (2) | C14—C15 | 1.392 (2) |
C1—O1 | 1.4121 (16) | C14—C16 | 1.505 (2) |
C2—C3 | 1.396 (2) | C15—H15 | 0.9300 |
C2—H2 | 0.9300 | C16—H16A | 0.9600 |
C3—C5 | 1.388 (2) | C16—H16B | 0.9600 |
C3—C4 | 1.512 (2) | C16—H16C | 0.9600 |
C4—H4A | 0.9600 | C17—N1 | 1.3361 (19) |
C4—H4B | 0.9600 | C17—C18 | 1.382 (2) |
C4—H4C | 0.9600 | C17—H17 | 0.9300 |
C5—C6 | 1.387 (2) | C18—C19 | 1.386 (3) |
C5—H5 | 0.9300 | C18—H18 | 0.9300 |
C6—C8 | 1.392 (2) | C19—C20 | 1.362 (3) |
C6—C7 | 1.511 (2) | C19—H19 | 0.9300 |
C7—H7A | 0.9600 | C20—C21 | 1.382 (2) |
C7—H7B | 0.9600 | C20—H20 | 0.9300 |
C7—H7C | 0.9600 | C21—N1 | 1.339 (2) |
C8—H8 | 0.9300 | C21—H21 | 0.9300 |
C9—C15 | 1.3838 (18) | N1—Ni1 | 2.1310 (11) |
C9—C10 | 1.3855 (19) | O1—P1 | 1.5968 (10) |
C9—O2 | 1.3935 (16) | O2—P1 | 1.5987 (10) |
C10—C11 | 1.395 (2) | P1—S1 | 1.9734 (5) |
C10—H10 | 0.9300 | P1—S2 | 1.9765 (5) |
C11—C13 | 1.386 (2) | S1—Ni1 | 2.4881 (3) |
C11—C12 | 1.508 (2) | S2—Ni1 | 2.5326 (3) |
C12—H12A | 0.9600 | Ni1—N1i | 2.1310 (11) |
C12—H12B | 0.9600 | Ni1—S1i | 2.4881 (3) |
C12—H12C | 0.9600 | Ni1—S2i | 2.5326 (3) |
C13—C14 | 1.389 (2) | ||
C2—C1—C8 | 122.15 (13) | C9—C15—H15 | 120.2 |
C2—C1—O1 | 118.48 (12) | C14—C15—H15 | 120.2 |
C8—C1—O1 | 119.17 (12) | C14—C16—H16A | 109.5 |
C1—C2—C3 | 119.13 (14) | C14—C16—H16B | 109.5 |
C1—C2—H2 | 120.4 | H16A—C16—H16B | 109.5 |
C3—C2—H2 | 120.4 | C14—C16—H16C | 109.5 |
C5—C3—C2 | 118.74 (14) | H16A—C16—H16C | 109.5 |
C5—C3—C4 | 121.06 (14) | H16B—C16—H16C | 109.5 |
C2—C3—C4 | 120.13 (15) | N1—C17—C18 | 122.94 (16) |
C3—C4—H4A | 109.5 | N1—C17—H17 | 118.5 |
C3—C4—H4B | 109.5 | C18—C17—H17 | 118.5 |
H4A—C4—H4B | 109.5 | C17—C18—C19 | 118.80 (17) |
C3—C4—H4C | 109.5 | C17—C18—H18 | 120.6 |
H4A—C4—H4C | 109.5 | C19—C18—H18 | 120.6 |
H4B—C4—H4C | 109.5 | C20—C19—C18 | 118.72 (16) |
C6—C5—C3 | 121.97 (14) | C20—C19—H19 | 120.6 |
C6—C5—H5 | 119.0 | C18—C19—H19 | 120.6 |
C3—C5—H5 | 119.0 | C19—C20—C21 | 119.12 (17) |
C5—C6—C8 | 118.88 (14) | C19—C20—H20 | 120.4 |
C5—C6—C7 | 120.14 (15) | C21—C20—H20 | 120.4 |
C8—C6—C7 | 120.96 (15) | N1—C21—C20 | 123.18 (16) |
C6—C7—H7A | 109.5 | N1—C21—H21 | 118.4 |
C6—C7—H7B | 109.5 | C20—C21—H21 | 118.4 |
H7A—C7—H7B | 109.5 | C17—N1—C21 | 117.24 (13) |
C6—C7—H7C | 109.5 | C17—N1—Ni1 | 121.45 (10) |
H7A—C7—H7C | 109.5 | C21—N1—Ni1 | 121.18 (10) |
H7B—C7—H7C | 109.5 | C1—O1—P1 | 124.37 (9) |
C1—C8—C6 | 119.11 (14) | C9—O2—P1 | 129.34 (9) |
C1—C8—H8 | 120.4 | O1—P1—O2 | 97.99 (5) |
C6—C8—H8 | 120.4 | O1—P1—S1 | 106.38 (4) |
C15—C9—C10 | 121.81 (13) | O2—P1—S1 | 113.69 (5) |
C15—C9—O2 | 114.57 (11) | O1—P1—S2 | 113.83 (4) |
C10—C9—O2 | 123.59 (12) | O2—P1—S2 | 112.32 (5) |
C9—C10—C11 | 118.77 (13) | S1—P1—S2 | 111.81 (2) |
C9—C10—H10 | 120.6 | P1—S1—Ni1 | 82.288 (15) |
C11—C10—H10 | 120.6 | P1—S2—Ni1 | 81.073 (15) |
C13—C11—C10 | 119.34 (13) | N1i—Ni1—N1 | 180.00 (6) |
C13—C11—C12 | 120.37 (14) | N1i—Ni1—S1 | 91.00 (3) |
C10—C11—C12 | 120.28 (14) | N1—Ni1—S1 | 89.00 (3) |
C11—C12—H12A | 109.5 | N1i—Ni1—S1i | 89.00 (3) |
C11—C12—H12B | 109.5 | N1—Ni1—S1i | 91.00 (3) |
H12A—C12—H12B | 109.5 | S1—Ni1—S1i | 180.0 |
C11—C12—H12C | 109.5 | N1i—Ni1—S2 | 89.09 (3) |
H12A—C12—H12C | 109.5 | N1—Ni1—S2 | 90.91 (3) |
H12B—C12—H12C | 109.5 | S1—Ni1—S2 | 81.303 (12) |
C11—C13—C14 | 121.87 (13) | S1i—Ni1—S2 | 98.696 (12) |
C11—C13—H13 | 119.1 | N1i—Ni1—S2i | 90.91 (3) |
C14—C13—H13 | 119.1 | N1—Ni1—S2i | 89.09 (3) |
C13—C14—C15 | 118.53 (13) | S1—Ni1—S2i | 98.697 (12) |
C13—C14—C16 | 120.50 (13) | S1i—Ni1—S2i | 81.304 (12) |
C15—C14—C16 | 120.97 (13) | S2—Ni1—S2i | 180.0 |
C9—C15—C14 | 119.68 (12) | ||
C8—C1—C2—C3 | −0.3 (2) | C2—C1—O1—P1 | −88.69 (15) |
O1—C1—C2—C3 | −175.07 (13) | C8—C1—O1—P1 | 96.41 (14) |
C1—C2—C3—C5 | −0.8 (2) | C15—C9—O2—P1 | 174.30 (11) |
C1—C2—C3—C4 | 176.24 (16) | C10—C9—O2—P1 | −7.8 (2) |
C2—C3—C5—C6 | 1.5 (2) | C1—O1—P1—O2 | 49.54 (12) |
C4—C3—C5—C6 | −175.47 (17) | C1—O1—P1—S1 | 167.19 (10) |
C3—C5—C6—C8 | −1.1 (2) | C1—O1—P1—S2 | −69.22 (11) |
C3—C5—C6—C7 | 177.30 (16) | C9—O2—P1—O1 | −177.58 (13) |
C2—C1—C8—C6 | 0.7 (2) | C9—O2—P1—S1 | 70.54 (14) |
O1—C1—C8—C6 | 175.42 (13) | C9—O2—P1—S2 | −57.67 (14) |
C5—C6—C8—C1 | 0.0 (2) | O1—P1—S1—Ni1 | 108.14 (4) |
C7—C6—C8—C1 | −178.41 (15) | O2—P1—S1—Ni1 | −145.17 (5) |
C15—C9—C10—C11 | 0.3 (2) | S2—P1—S1—Ni1 | −16.69 (2) |
O2—C9—C10—C11 | −177.47 (15) | O1—P1—S2—Ni1 | −104.14 (4) |
C9—C10—C11—C13 | −0.3 (2) | O2—P1—S2—Ni1 | 145.64 (4) |
C9—C10—C11—C12 | −179.96 (17) | S1—P1—S2—Ni1 | 16.44 (2) |
C10—C11—C13—C14 | 0.2 (3) | C17—N1—Ni1—S1 | 48.95 (11) |
C12—C11—C13—C14 | 179.81 (18) | C21—N1—Ni1—S1 | −135.48 (11) |
C11—C13—C14—C15 | 0.0 (2) | C17—N1—Ni1—S1i | −131.05 (11) |
C11—C13—C14—C16 | 178.98 (17) | C21—N1—Ni1—S1i | 44.52 (11) |
C10—C9—C15—C14 | −0.1 (2) | C17—N1—Ni1—S2 | 130.23 (11) |
O2—C9—C15—C14 | 177.84 (14) | C21—N1—Ni1—S2 | −54.20 (11) |
C13—C14—C15—C9 | 0.0 (2) | C17—N1—Ni1—S2i | −49.77 (11) |
C16—C14—C15—C9 | −179.00 (16) | C21—N1—Ni1—S2i | 125.80 (11) |
N1—C17—C18—C19 | −0.2 (3) | P1—S1—Ni1—N1i | −76.77 (3) |
C17—C18—C19—C20 | 1.0 (3) | P1—S1—Ni1—N1 | 103.23 (3) |
C18—C19—C20—C21 | −1.0 (3) | P1—S1—Ni1—S2 | 12.155 (15) |
C19—C20—C21—N1 | 0.1 (3) | P1—S1—Ni1—S2i | −167.843 (15) |
C18—C17—N1—C21 | −0.7 (2) | P1—S2—Ni1—N1i | 78.97 (3) |
C18—C17—N1—Ni1 | 175.09 (13) | P1—S2—Ni1—N1 | −101.03 (3) |
C20—C21—N1—C17 | 0.7 (2) | P1—S2—Ni1—S1 | −12.174 (15) |
C20—C21—N1—Ni1 | −175.07 (13) | P1—S2—Ni1—S1i | 167.825 (15) |
Symmetry code: (i) −x, −y, −z. |
C46H54N2NiO4P2S4 | Z = 1 |
Mr = 947.82 | F(000) = 498 |
Triclinic, P1 | Dx = 1.338 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.5505 (8) Å | Cell parameters from 9906 reflections |
b = 9.8010 (8) Å | θ = 2.4–27.3° |
c = 14.2026 (12) Å | µ = 0.70 mm−1 |
α = 99.315 (4)° | T = 296 K |
β = 98.447 (3)° | Needles, green |
γ = 112.821 (3)° | 0.15 × 0.11 × 0.09 mm |
V = 1176.64 (17) Å3 |
Bruker APEX-II CCD diffractometer | 5246 independent reflections |
Radiation source: fine-focus sealed tube | 4503 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
ϕ and ω scans | θmax = 27.3°, θmin = 1.5° |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | h = −12→12 |
Tmin = 0.645, Tmax = 0.746 | k = −12→10 |
18873 measured reflections | l = −18→18 |
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)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.084 | w = 1/[σ2(Fo2) + (0.040P)2 + 0.4175P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
5246 reflections | Δρmax = 0.31 e Å−3 |
273 parameters | Δρmin = −0.23 e Å−3 |
0 restraints |
C46H54N2NiO4P2S4 | γ = 112.821 (3)° |
Mr = 947.82 | V = 1176.64 (17) Å3 |
Triclinic, P1 | Z = 1 |
a = 9.5505 (8) Å | Mo Kα radiation |
b = 9.8010 (8) Å | µ = 0.70 mm−1 |
c = 14.2026 (12) Å | T = 296 K |
α = 99.315 (4)° | 0.15 × 0.11 × 0.09 mm |
β = 98.447 (3)° |
Bruker APEX-II CCD diffractometer | 5246 independent reflections |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | 4503 reflections with I > 2σ(I) |
Tmin = 0.645, Tmax = 0.746 | Rint = 0.029 |
18873 measured reflections |
R[F2 > 2σ(F2)] = 0.029 | 273 parameters |
wR(F2) = 0.084 | 0 restraints |
S = 1.04 | Δρmax = 0.31 e Å−3 |
5246 reflections | Δρmin = −0.23 e Å−3 |
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 | ||
C1 | 0.5327 (2) | 0.20782 (19) | 0.42517 (14) | 0.0427 (4) | |
H1 | 0.4292 | 0.1635 | 0.4296 | 0.051* | |
C2 | 0.6013 (2) | 0.1133 (2) | 0.39513 (15) | 0.0475 (4) | |
H2 | 0.5443 | 0.0080 | 0.3798 | 0.057* | |
C3 | 0.7557 (2) | 0.1754 (2) | 0.38771 (13) | 0.0422 (4) | |
C4 | 0.83193 (19) | 0.3330 (2) | 0.41028 (13) | 0.0405 (4) | |
H4 | 0.9350 | 0.3802 | 0.4055 | 0.049* | |
C5 | 0.75535 (18) | 0.41989 (19) | 0.43978 (12) | 0.0364 (3) | |
H5 | 0.8093 | 0.5255 | 0.4545 | 0.044* | |
C6 | 0.8352 (2) | 0.0752 (2) | 0.35582 (18) | 0.0592 (5) | |
H6A | 0.9446 | 0.1390 | 0.3618 | 0.071* | |
H6B | 0.8293 | 0.0079 | 0.3997 | 0.071* | |
C7 | 0.7654 (3) | −0.0195 (3) | 0.25259 (18) | 0.0709 (6) | |
H7A | 0.6573 | −0.0840 | 0.2461 | 0.106* | |
H7B | 0.8200 | −0.0814 | 0.2373 | 0.106* | |
H7C | 0.7744 | 0.0462 | 0.2083 | 0.106* | |
C8 | 0.59751 (19) | 0.44665 (19) | 0.17368 (12) | 0.0378 (3) | |
C9 | 0.6932 (2) | 0.3718 (2) | 0.17712 (13) | 0.0413 (4) | |
H9 | 0.6734 | 0.2922 | 0.2084 | 0.050* | |
C10 | 0.8199 (2) | 0.4161 (2) | 0.13342 (13) | 0.0456 (4) | |
C11 | 0.8462 (2) | 0.5349 (2) | 0.08748 (14) | 0.0485 (4) | |
H11 | 0.9319 | 0.5662 | 0.0594 | 0.058* | |
C12 | 0.7482 (2) | 0.6085 (2) | 0.08213 (13) | 0.0463 (4) | |
C13 | 0.6222 (2) | 0.5631 (2) | 0.12594 (13) | 0.0446 (4) | |
H13 | 0.5550 | 0.6109 | 0.1232 | 0.053* | |
C14 | 0.9271 (3) | 0.3357 (3) | 0.1372 (2) | 0.0672 (6) | |
H14A | 0.9671 | 0.3400 | 0.2043 | 0.101* | |
H14B | 1.0122 | 0.3850 | 0.1083 | 0.101* | |
H14C | 0.8698 | 0.2311 | 0.1016 | 0.101* | |
C15 | 0.7780 (3) | 0.7351 (3) | 0.02916 (16) | 0.0630 (6) | |
H15A | 0.6994 | 0.7728 | 0.0323 | 0.094* | |
H15B | 0.7747 | 0.6968 | −0.0382 | 0.094* | |
H15C | 0.8790 | 0.8164 | 0.0597 | 0.094* | |
C16 | 0.2901 (2) | 0.6754 (2) | 0.22377 (13) | 0.0412 (4) | |
C17 | 0.2095 (2) | 0.6937 (2) | 0.29398 (15) | 0.0517 (5) | |
H17 | 0.1899 | 0.6302 | 0.3371 | 0.062* | |
C18 | 0.1576 (3) | 0.8090 (3) | 0.29934 (16) | 0.0615 (6) | |
C19 | 0.1929 (3) | 0.9038 (2) | 0.23628 (17) | 0.0644 (6) | |
H19 | 0.1606 | 0.9823 | 0.2410 | 0.077* | |
C20 | 0.2745 (3) | 0.8863 (2) | 0.16629 (17) | 0.0603 (6) | |
C21 | 0.3221 (2) | 0.7679 (2) | 0.15923 (15) | 0.0505 (4) | |
H21 | 0.3747 | 0.7518 | 0.1115 | 0.061* | |
C22 | 0.0592 (4) | 0.8241 (4) | 0.3709 (2) | 0.1077 (12) | |
H22A | −0.0492 | 0.7726 | 0.3379 | 0.161* | |
H22B | 0.0855 | 0.9301 | 0.3964 | 0.161* | |
H22C | 0.0787 | 0.7793 | 0.4238 | 0.161* | |
C23 | 0.3114 (4) | 0.9920 (3) | 0.0974 (2) | 0.0979 (10) | |
H23A | 0.3577 | 1.0960 | 0.1347 | 0.147* | |
H23B | 0.2169 | 0.9729 | 0.0522 | 0.147* | |
H23C | 0.3830 | 0.9741 | 0.0617 | 0.147* | |
P1 | 0.41869 (5) | 0.49726 (5) | 0.28995 (3) | 0.03376 (10) | |
S1 | 0.27203 (5) | 0.36042 (5) | 0.35399 (3) | 0.03779 (11) | |
S2 | 0.59665 (5) | 0.66697 (5) | 0.38503 (3) | 0.03848 (11) | |
Ni1 | 0.5000 | 0.5000 | 0.5000 | 0.03037 (8) | |
N1 | 0.60740 (15) | 0.36043 (15) | 0.44840 (10) | 0.0343 (3) | |
O1 | 0.47024 (14) | 0.39259 (13) | 0.21748 (9) | 0.0414 (3) | |
O2 | 0.33424 (15) | 0.55433 (14) | 0.20882 (9) | 0.0439 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0340 (8) | 0.0339 (8) | 0.0600 (11) | 0.0140 (7) | 0.0130 (8) | 0.0093 (8) |
C2 | 0.0438 (9) | 0.0302 (8) | 0.0670 (12) | 0.0162 (7) | 0.0123 (8) | 0.0060 (8) |
C3 | 0.0400 (9) | 0.0405 (9) | 0.0486 (10) | 0.0229 (7) | 0.0067 (7) | 0.0054 (7) |
C4 | 0.0306 (8) | 0.0423 (9) | 0.0487 (10) | 0.0170 (7) | 0.0083 (7) | 0.0076 (7) |
C5 | 0.0315 (8) | 0.0316 (8) | 0.0456 (9) | 0.0134 (6) | 0.0074 (7) | 0.0090 (7) |
C6 | 0.0506 (11) | 0.0484 (11) | 0.0827 (15) | 0.0307 (9) | 0.0147 (10) | 0.0021 (10) |
C7 | 0.0953 (18) | 0.0632 (14) | 0.0712 (15) | 0.0492 (14) | 0.0289 (13) | 0.0118 (12) |
C8 | 0.0401 (8) | 0.0392 (9) | 0.0354 (8) | 0.0179 (7) | 0.0117 (7) | 0.0064 (7) |
C9 | 0.0454 (9) | 0.0420 (9) | 0.0409 (9) | 0.0228 (8) | 0.0105 (7) | 0.0100 (7) |
C10 | 0.0446 (9) | 0.0509 (10) | 0.0457 (10) | 0.0250 (8) | 0.0122 (8) | 0.0084 (8) |
C11 | 0.0490 (10) | 0.0562 (11) | 0.0437 (10) | 0.0226 (9) | 0.0199 (8) | 0.0112 (8) |
C12 | 0.0569 (11) | 0.0447 (10) | 0.0373 (9) | 0.0202 (9) | 0.0148 (8) | 0.0091 (7) |
C13 | 0.0540 (10) | 0.0451 (10) | 0.0448 (10) | 0.0286 (9) | 0.0164 (8) | 0.0136 (8) |
C14 | 0.0590 (13) | 0.0754 (15) | 0.0877 (17) | 0.0427 (12) | 0.0305 (12) | 0.0248 (13) |
C15 | 0.0838 (16) | 0.0600 (13) | 0.0576 (13) | 0.0318 (12) | 0.0331 (11) | 0.0286 (10) |
C16 | 0.0411 (9) | 0.0399 (9) | 0.0457 (9) | 0.0225 (7) | 0.0017 (7) | 0.0118 (7) |
C17 | 0.0606 (12) | 0.0596 (12) | 0.0520 (11) | 0.0405 (10) | 0.0125 (9) | 0.0206 (9) |
C18 | 0.0703 (14) | 0.0721 (14) | 0.0560 (12) | 0.0515 (12) | 0.0015 (10) | 0.0088 (10) |
C19 | 0.0742 (15) | 0.0490 (12) | 0.0692 (14) | 0.0393 (11) | −0.0120 (12) | 0.0041 (10) |
C20 | 0.0602 (12) | 0.0392 (10) | 0.0691 (14) | 0.0149 (9) | −0.0092 (10) | 0.0178 (9) |
C21 | 0.0477 (10) | 0.0463 (10) | 0.0530 (11) | 0.0160 (8) | 0.0039 (8) | 0.0168 (9) |
C22 | 0.148 (3) | 0.164 (3) | 0.086 (2) | 0.135 (3) | 0.042 (2) | 0.039 (2) |
C23 | 0.118 (2) | 0.0578 (15) | 0.111 (2) | 0.0260 (16) | 0.0098 (19) | 0.0481 (16) |
P1 | 0.0340 (2) | 0.0343 (2) | 0.0389 (2) | 0.01845 (17) | 0.01075 (16) | 0.01205 (17) |
S1 | 0.03103 (19) | 0.0366 (2) | 0.0455 (2) | 0.01274 (16) | 0.01009 (16) | 0.01176 (17) |
S2 | 0.0359 (2) | 0.0331 (2) | 0.0471 (2) | 0.01256 (16) | 0.01157 (17) | 0.01427 (17) |
Ni1 | 0.02844 (14) | 0.02798 (15) | 0.03867 (16) | 0.01456 (11) | 0.00938 (11) | 0.01019 (11) |
N1 | 0.0318 (6) | 0.0314 (7) | 0.0419 (7) | 0.0157 (5) | 0.0087 (5) | 0.0087 (6) |
O1 | 0.0442 (6) | 0.0370 (6) | 0.0505 (7) | 0.0209 (5) | 0.0202 (5) | 0.0122 (5) |
O2 | 0.0520 (7) | 0.0494 (7) | 0.0416 (6) | 0.0318 (6) | 0.0105 (5) | 0.0139 (5) |
C1—N1 | 1.341 (2) | C15—H15A | 0.9600 |
C1—C2 | 1.376 (2) | C15—H15B | 0.9600 |
C1—H1 | 0.9300 | C15—H15C | 0.9600 |
C2—C3 | 1.389 (2) | C16—C21 | 1.375 (3) |
C2—H2 | 0.9300 | C16—C17 | 1.377 (3) |
C3—C4 | 1.384 (2) | C16—O2 | 1.401 (2) |
C3—C6 | 1.511 (2) | C17—C18 | 1.395 (3) |
C4—C5 | 1.376 (2) | C17—H17 | 0.9300 |
C4—H4 | 0.9300 | C18—C19 | 1.376 (3) |
C5—N1 | 1.337 (2) | C18—C22 | 1.509 (3) |
C5—H5 | 0.9300 | C19—C20 | 1.379 (3) |
C6—C7 | 1.499 (3) | C19—H19 | 0.9300 |
C6—H6A | 0.9700 | C20—C21 | 1.395 (3) |
C6—H6B | 0.9700 | C20—C23 | 1.517 (3) |
C7—H7A | 0.9600 | C21—H21 | 0.9300 |
C7—H7B | 0.9600 | C22—H22A | 0.9600 |
C7—H7C | 0.9600 | C22—H22B | 0.9600 |
C8—C9 | 1.376 (2) | C22—H22C | 0.9600 |
C8—C13 | 1.381 (3) | C23—H23A | 0.9600 |
C8—O1 | 1.405 (2) | C23—H23B | 0.9600 |
C9—C10 | 1.392 (2) | C23—H23C | 0.9600 |
C9—H9 | 0.9300 | P1—O1 | 1.5978 (12) |
C10—C11 | 1.383 (3) | P1—O2 | 1.6051 (12) |
C10—C14 | 1.515 (3) | P1—S2 | 1.9709 (6) |
C11—C12 | 1.386 (3) | P1—S1 | 1.9748 (6) |
C11—H11 | 0.9300 | S1—Ni1 | 2.5213 (5) |
C12—C13 | 1.388 (3) | S2—Ni1 | 2.5164 (4) |
C12—C15 | 1.510 (3) | Ni1—N1 | 2.1083 (13) |
C13—H13 | 0.9300 | Ni1—N1i | 2.1083 (13) |
C14—H14A | 0.9600 | Ni1—S2i | 2.5164 (4) |
C14—H14B | 0.9600 | Ni1—S1i | 2.5213 (5) |
C14—H14C | 0.9600 | ||
N1—C1—C2 | 123.48 (16) | C21—C16—O2 | 115.83 (17) |
N1—C1—H1 | 118.3 | C17—C16—O2 | 121.93 (16) |
C2—C1—H1 | 118.3 | C16—C17—C18 | 118.9 (2) |
C1—C2—C3 | 119.82 (16) | C16—C17—H17 | 120.5 |
C1—C2—H2 | 120.1 | C18—C17—H17 | 120.5 |
C3—C2—H2 | 120.1 | C19—C18—C17 | 118.9 (2) |
C4—C3—C2 | 116.63 (15) | C19—C18—C22 | 121.2 (2) |
C4—C3—C6 | 122.09 (16) | C17—C18—C22 | 119.8 (2) |
C2—C3—C6 | 121.27 (17) | C18—C19—C20 | 122.21 (19) |
C5—C4—C3 | 120.11 (15) | C18—C19—H19 | 118.9 |
C5—C4—H4 | 119.9 | C20—C19—H19 | 118.9 |
C3—C4—H4 | 119.9 | C19—C20—C21 | 118.7 (2) |
N1—C5—C4 | 123.41 (15) | C19—C20—C23 | 121.2 (2) |
N1—C5—H5 | 118.3 | C21—C20—C23 | 120.2 (2) |
C4—C5—H5 | 118.3 | C16—C21—C20 | 119.2 (2) |
C7—C6—C3 | 113.64 (18) | C16—C21—H21 | 120.4 |
C7—C6—H6A | 108.8 | C20—C21—H21 | 120.4 |
C3—C6—H6A | 108.8 | C18—C22—H22A | 109.5 |
C7—C6—H6B | 108.8 | C18—C22—H22B | 109.5 |
C3—C6—H6B | 108.8 | H22A—C22—H22B | 109.5 |
H6A—C6—H6B | 107.7 | C18—C22—H22C | 109.5 |
C6—C7—H7A | 109.5 | H22A—C22—H22C | 109.5 |
C6—C7—H7B | 109.5 | H22B—C22—H22C | 109.5 |
H7A—C7—H7B | 109.5 | C20—C23—H23A | 109.5 |
C6—C7—H7C | 109.5 | C20—C23—H23B | 109.5 |
H7A—C7—H7C | 109.5 | H23A—C23—H23B | 109.5 |
H7B—C7—H7C | 109.5 | C20—C23—H23C | 109.5 |
C9—C8—C13 | 121.48 (16) | H23A—C23—H23C | 109.5 |
C9—C8—O1 | 115.96 (15) | H23B—C23—H23C | 109.5 |
C13—C8—O1 | 122.50 (15) | O1—P1—O2 | 97.83 (7) |
C8—C9—C10 | 119.56 (17) | O1—P1—S2 | 113.19 (5) |
C8—C9—H9 | 120.2 | O2—P1—S2 | 112.47 (5) |
C10—C9—H9 | 120.2 | O1—P1—S1 | 106.59 (5) |
C11—C10—C9 | 118.79 (17) | O2—P1—S1 | 113.14 (5) |
C11—C10—C14 | 120.98 (18) | S2—P1—S1 | 112.61 (3) |
C9—C10—C14 | 120.23 (18) | P1—S1—Ni1 | 81.477 (19) |
C10—C11—C12 | 121.81 (17) | P1—S2—Ni1 | 81.675 (19) |
C10—C11—H11 | 119.1 | N1—Ni1—N1i | 180.00 (5) |
C12—C11—H11 | 119.1 | N1—Ni1—S2 | 90.85 (4) |
C11—C12—C13 | 118.81 (18) | N1i—Ni1—S2 | 89.15 (4) |
C11—C12—C15 | 120.43 (18) | N1—Ni1—S2i | 89.15 (4) |
C13—C12—C15 | 120.76 (18) | N1i—Ni1—S2i | 90.85 (4) |
C8—C13—C12 | 119.53 (17) | S2—Ni1—S2i | 180.0 |
C8—C13—H13 | 120.2 | N1—Ni1—S1i | 90.04 (4) |
C12—C13—H13 | 120.2 | N1i—Ni1—S1i | 89.96 (4) |
C10—C14—H14A | 109.5 | S2—Ni1—S1i | 98.666 (15) |
C10—C14—H14B | 109.5 | S2i—Ni1—S1i | 81.334 (15) |
H14A—C14—H14B | 109.5 | N1—Ni1—S1 | 89.96 (4) |
C10—C14—H14C | 109.5 | N1i—Ni1—S1 | 90.04 (4) |
H14A—C14—H14C | 109.5 | S2—Ni1—S1 | 81.333 (15) |
H14B—C14—H14C | 109.5 | S2i—Ni1—S1 | 98.667 (15) |
C12—C15—H15A | 109.5 | S1i—Ni1—S1 | 180.0 |
C12—C15—H15B | 109.5 | C5—N1—C1 | 116.54 (14) |
H15A—C15—H15B | 109.5 | C5—N1—Ni1 | 121.50 (11) |
C12—C15—H15C | 109.5 | C1—N1—Ni1 | 121.94 (11) |
H15A—C15—H15C | 109.5 | C8—O1—P1 | 125.11 (11) |
H15B—C15—H15C | 109.5 | C16—O2—P1 | 127.77 (11) |
C21—C16—C17 | 122.07 (17) | ||
N1—C1—C2—C3 | 0.0 (3) | S2—P1—S1—Ni1 | −15.11 (2) |
C1—C2—C3—C4 | −1.0 (3) | O1—P1—S2—Ni1 | −105.86 (5) |
C1—C2—C3—C6 | 179.47 (19) | O2—P1—S2—Ni1 | 144.41 (5) |
C2—C3—C4—C5 | 1.0 (3) | S1—P1—S2—Ni1 | 15.13 (2) |
C6—C3—C4—C5 | −179.48 (18) | P1—S2—Ni1—N1 | 78.82 (4) |
C3—C4—C5—N1 | 0.0 (3) | P1—S2—Ni1—N1i | −101.18 (4) |
C4—C3—C6—C7 | −115.1 (2) | P1—S2—Ni1—S1i | 168.993 (18) |
C2—C3—C6—C7 | 64.5 (3) | P1—S2—Ni1—S1 | −11.006 (18) |
C13—C8—C9—C10 | 1.4 (3) | P1—S1—Ni1—N1 | −79.87 (4) |
O1—C8—C9—C10 | 178.54 (15) | P1—S1—Ni1—N1i | 100.13 (4) |
C8—C9—C10—C11 | 0.0 (3) | P1—S1—Ni1—S2 | 10.991 (18) |
C8—C9—C10—C14 | 179.53 (18) | P1—S1—Ni1—S2i | −169.009 (18) |
C9—C10—C11—C12 | −1.4 (3) | C4—C5—N1—C1 | −1.0 (2) |
C14—C10—C11—C12 | 179.14 (19) | C4—C5—N1—Ni1 | 177.26 (13) |
C10—C11—C12—C13 | 1.3 (3) | C2—C1—N1—C5 | 0.9 (3) |
C10—C11—C12—C15 | −178.44 (19) | C2—C1—N1—Ni1 | −177.25 (15) |
C9—C8—C13—C12 | −1.4 (3) | S2—Ni1—N1—C5 | 47.95 (12) |
O1—C8—C13—C12 | −178.39 (15) | S2i—Ni1—N1—C5 | −132.05 (12) |
C11—C12—C13—C8 | 0.1 (3) | S1i—Ni1—N1—C5 | −50.72 (12) |
C15—C12—C13—C8 | 179.82 (18) | S1—Ni1—N1—C5 | 129.28 (12) |
C21—C16—C17—C18 | 0.4 (3) | S2—Ni1—N1—C1 | −133.94 (13) |
O2—C16—C17—C18 | −174.57 (18) | S2i—Ni1—N1—C1 | 46.06 (13) |
C16—C17—C18—C19 | −2.0 (3) | S1i—Ni1—N1—C1 | 127.40 (13) |
C16—C17—C18—C22 | 175.7 (2) | S1—Ni1—N1—C1 | −52.61 (13) |
C17—C18—C19—C20 | 1.7 (3) | C9—C8—O1—P1 | 133.96 (14) |
C22—C18—C19—C20 | −176.0 (2) | C13—C8—O1—P1 | −48.9 (2) |
C18—C19—C20—C21 | 0.2 (3) | O2—P1—O1—C8 | 77.40 (14) |
C18—C19—C20—C23 | 179.8 (2) | S2—P1—O1—C8 | −41.20 (14) |
C17—C16—C21—C20 | 1.5 (3) | S1—P1—O1—C8 | −165.54 (12) |
O2—C16—C21—C20 | 176.76 (16) | C21—C16—O2—P1 | 136.57 (15) |
C19—C20—C21—C16 | −1.8 (3) | C17—C16—O2—P1 | −48.1 (2) |
C23—C20—C21—C16 | 178.7 (2) | O1—P1—O2—C16 | −165.41 (14) |
O1—P1—S1—Ni1 | 109.59 (5) | S2—P1—O2—C16 | −46.26 (16) |
O2—P1—S1—Ni1 | −144.04 (5) | S1—P1—O2—C16 | 82.74 (15) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
C46H54N2NiO4P2S4 | Z = 1 |
Mr = 947.82 | F(000) = 498 |
Triclinic, P1 | Dx = 1.383 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.9327 (6) Å | Cell parameters from 7562 reflections |
b = 11.2267 (10) Å | θ = 2.6–29.0° |
c = 15.5768 (14) Å | µ = 0.73 mm−1 |
α = 102.744 (3)° | T = 100 K |
β = 94.409 (3)° | Needles, green |
γ = 103.785 (3)° | 0.15 × 0.09 × 0.06 mm |
V = 1137.67 (18) Å3 |
Bruker APEX-II CCD diffractometer | 6067 independent reflections |
Radiation source: fine-focus sealed tube | 4830 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
ϕ and ω scans | θmax = 29.2°, θmin = 1.9° |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | h = −8→9 |
Tmin = 0.691, Tmax = 0.746 | k = −15→14 |
21578 measured reflections | l = −21→21 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.102 | w = 1/[σ2(Fo2) + (0.080P)2 + 1.7604P] where P = (Fo2 + 2Fc2)/3 |
S = 0.69 | (Δ/σ)max = 0.001 |
6067 reflections | Δρmax = 0.43 e Å−3 |
270 parameters | Δρmin = −0.29 e Å−3 |
0 restraints |
C46H54N2NiO4P2S4 | γ = 103.785 (3)° |
Mr = 947.82 | V = 1137.67 (18) Å3 |
Triclinic, P1 | Z = 1 |
a = 6.9327 (6) Å | Mo Kα radiation |
b = 11.2267 (10) Å | µ = 0.73 mm−1 |
c = 15.5768 (14) Å | T = 100 K |
α = 102.744 (3)° | 0.15 × 0.09 × 0.06 mm |
β = 94.409 (3)° |
Bruker APEX-II CCD diffractometer | 6067 independent reflections |
Absorption correction: multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | 4830 reflections with I > 2σ(I) |
Tmin = 0.691, Tmax = 0.746 | Rint = 0.038 |
21578 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | 270 parameters |
wR(F2) = 0.102 | 0 restraints |
S = 0.69 | Δρmax = 0.43 e Å−3 |
6067 reflections | Δρmin = −0.29 e Å−3 |
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 | ||
C1 | 0.0677 (3) | 0.28190 (18) | 0.58147 (13) | 0.0196 (4) | |
H1 | 0.2021 | 0.2777 | 0.5934 | 0.024* | |
C2 | 0.0261 (3) | 0.39810 (18) | 0.60615 (13) | 0.0204 (4) | |
H2 | 0.1308 | 0.4711 | 0.6346 | 0.025* | |
C3 | −0.1682 (3) | 0.40885 (18) | 0.58952 (13) | 0.0185 (4) | |
C4 | −0.3132 (3) | 0.29777 (19) | 0.54879 (14) | 0.0220 (4) | |
H4 | −0.4486 | 0.2994 | 0.5360 | 0.026* | |
C5 | −0.2605 (3) | 0.18473 (18) | 0.52689 (13) | 0.0197 (4) | |
H5 | −0.3633 | 0.1099 | 0.4999 | 0.024* | |
C6 | −0.2117 (3) | 0.53688 (19) | 0.61347 (15) | 0.0254 (4) | |
H6A | −0.1779 | 0.5799 | 0.5654 | 0.030* | |
H6B | −0.1220 | 0.5883 | 0.6683 | 0.030* | |
C7 | −0.4272 (3) | 0.5349 (2) | 0.62813 (16) | 0.0306 (5) | |
H7A | −0.5175 | 0.4885 | 0.5732 | 0.046* | |
H7B | −0.4398 | 0.6218 | 0.6448 | 0.046* | |
H7C | −0.4629 | 0.4930 | 0.6758 | 0.046* | |
C8 | 0.1830 (3) | −0.16216 (17) | 0.77341 (12) | 0.0177 (4) | |
C9 | 0.3586 (3) | −0.18614 (19) | 0.74746 (13) | 0.0216 (4) | |
H9 | 0.3820 | −0.1958 | 0.6873 | 0.026* | |
C10 | 0.5008 (3) | −0.19576 (19) | 0.81221 (14) | 0.0236 (4) | |
H10 | 0.6232 | −0.2115 | 0.7956 | 0.028* | |
C11 | 0.4683 (3) | −0.18297 (18) | 0.90031 (14) | 0.0211 (4) | |
C12 | 0.2893 (3) | −0.15597 (18) | 0.92535 (13) | 0.0207 (4) | |
C13 | 0.1482 (3) | −0.14537 (18) | 0.86079 (13) | 0.0195 (4) | |
H13 | 0.0275 | −0.1265 | 0.8770 | 0.023* | |
C14 | 0.2461 (3) | −0.1430 (2) | 1.01967 (14) | 0.0272 (4) | |
H14A | 0.1231 | −0.1152 | 1.0260 | 0.041* | |
H14B | 0.3582 | −0.0804 | 1.0599 | 0.041* | |
H14C | 0.2288 | −0.2249 | 1.0346 | 0.041* | |
C15 | 0.6215 (3) | −0.1992 (2) | 0.96817 (15) | 0.0277 (4) | |
H15A | 0.7320 | −0.2224 | 0.9388 | 0.042* | |
H15B | 0.5583 | −0.2661 | 0.9960 | 0.042* | |
H15C | 0.6736 | −0.1196 | 1.0138 | 0.042* | |
C16 | −0.2481 (3) | 0.17716 (19) | 0.76843 (13) | 0.0202 (4) | |
H23 | −0.3591 | 0.1086 | 0.7391 | 0.024* | |
C17 | −0.0633 (3) | 0.15749 (17) | 0.78973 (12) | 0.0163 (3) | |
C18 | 0.1008 (3) | 0.25634 (18) | 0.83133 (12) | 0.0199 (4) | |
H18 | 0.2268 | 0.2403 | 0.8445 | 0.024* | |
C19 | 0.0807 (3) | 0.37952 (19) | 0.85387 (13) | 0.0239 (4) | |
C20 | 0.2612 (4) | 0.4870 (2) | 0.89871 (18) | 0.0368 (5) | |
H20A | 0.2937 | 0.5450 | 0.8601 | 0.055* | |
H20B | 0.3757 | 0.4529 | 0.9100 | 0.055* | |
H20C | 0.2311 | 0.5327 | 0.9552 | 0.055* | |
C21 | −0.1064 (3) | 0.40187 (19) | 0.83379 (13) | 0.0237 (4) | |
C22 | −0.2671 (3) | 0.3004 (2) | 0.79108 (13) | 0.0231 (4) | |
H22 | −0.3935 | 0.3156 | 0.7770 | 0.028* | |
C23 | −0.1330 (4) | 0.5345 (2) | 0.85876 (17) | 0.0358 (5) | |
H23A | −0.2727 | 0.5323 | 0.8407 | 0.054* | |
H23B | −0.0445 | 0.5886 | 0.8285 | 0.054* | |
H23C | −0.0993 | 0.5686 | 0.9232 | 0.054* | |
N1 | −0.0728 (2) | 0.17447 (14) | 0.54145 (10) | 0.0156 (3) | |
O1 | 0.02722 (19) | −0.16540 (12) | 0.70848 (9) | 0.0184 (3) | |
O2 | −0.0423 (2) | 0.03328 (12) | 0.77571 (8) | 0.0178 (3) | |
P1 | −0.00316 (7) | −0.04123 (4) | 0.68072 (3) | 0.01443 (11) | |
S1 | −0.24247 (6) | −0.09581 (4) | 0.59044 (3) | 0.01681 (10) | |
S2 | 0.23636 (6) | 0.05391 (4) | 0.64104 (3) | 0.01646 (10) | |
Ni1 | 0.0000 | 0.0000 | 0.5000 | 0.01306 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0149 (8) | 0.0192 (9) | 0.0224 (10) | 0.0031 (7) | 0.0013 (7) | 0.0023 (7) |
C2 | 0.0174 (8) | 0.0157 (9) | 0.0243 (10) | 0.0009 (7) | 0.0009 (7) | 0.0011 (7) |
C3 | 0.0210 (9) | 0.0160 (9) | 0.0183 (9) | 0.0050 (7) | 0.0040 (7) | 0.0033 (7) |
C4 | 0.0175 (8) | 0.0216 (10) | 0.0248 (10) | 0.0077 (7) | −0.0018 (7) | 0.0004 (8) |
C5 | 0.0161 (8) | 0.0173 (9) | 0.0227 (10) | 0.0037 (7) | −0.0011 (7) | 0.0006 (7) |
C6 | 0.0267 (10) | 0.0166 (10) | 0.0319 (11) | 0.0077 (8) | 0.0028 (8) | 0.0023 (8) |
C7 | 0.0312 (11) | 0.0262 (11) | 0.0351 (12) | 0.0159 (9) | 0.0046 (9) | −0.0002 (9) |
C8 | 0.0226 (9) | 0.0134 (9) | 0.0161 (9) | 0.0034 (7) | −0.0012 (7) | 0.0041 (7) |
C9 | 0.0264 (9) | 0.0213 (10) | 0.0178 (9) | 0.0077 (8) | 0.0038 (7) | 0.0047 (7) |
C10 | 0.0247 (9) | 0.0229 (10) | 0.0250 (10) | 0.0093 (8) | 0.0044 (8) | 0.0060 (8) |
C11 | 0.0232 (9) | 0.0151 (9) | 0.0234 (10) | 0.0025 (7) | −0.0012 (7) | 0.0053 (7) |
C12 | 0.0278 (10) | 0.0158 (9) | 0.0167 (9) | 0.0016 (7) | 0.0025 (7) | 0.0053 (7) |
C13 | 0.0227 (9) | 0.0162 (9) | 0.0187 (9) | 0.0028 (7) | 0.0034 (7) | 0.0047 (7) |
C14 | 0.0363 (11) | 0.0257 (11) | 0.0181 (10) | 0.0046 (9) | 0.0032 (8) | 0.0060 (8) |
C15 | 0.0283 (10) | 0.0246 (11) | 0.0276 (11) | 0.0043 (8) | −0.0061 (8) | 0.0074 (9) |
C16 | 0.0221 (9) | 0.0190 (9) | 0.0169 (9) | 0.0029 (7) | 0.0018 (7) | 0.0018 (7) |
C17 | 0.0227 (9) | 0.0126 (8) | 0.0126 (8) | 0.0040 (7) | 0.0038 (7) | 0.0013 (7) |
C18 | 0.0211 (9) | 0.0205 (9) | 0.0155 (9) | 0.0029 (7) | 0.0019 (7) | 0.0019 (7) |
C19 | 0.0290 (10) | 0.0192 (10) | 0.0186 (10) | −0.0008 (8) | 0.0030 (8) | 0.0020 (8) |
C20 | 0.0364 (12) | 0.0223 (11) | 0.0409 (14) | −0.0045 (9) | −0.0006 (10) | 0.0007 (10) |
C21 | 0.0350 (11) | 0.0188 (10) | 0.0188 (10) | 0.0090 (8) | 0.0066 (8) | 0.0043 (8) |
C22 | 0.0264 (9) | 0.0265 (11) | 0.0189 (9) | 0.0108 (8) | 0.0045 (8) | 0.0065 (8) |
C23 | 0.0498 (14) | 0.0213 (11) | 0.0372 (13) | 0.0125 (10) | 0.0065 (11) | 0.0054 (10) |
N1 | 0.0148 (7) | 0.0156 (7) | 0.0149 (7) | 0.0030 (6) | 0.0012 (5) | 0.0023 (6) |
O1 | 0.0228 (6) | 0.0135 (6) | 0.0165 (6) | 0.0030 (5) | −0.0031 (5) | 0.0024 (5) |
O2 | 0.0240 (6) | 0.0149 (6) | 0.0132 (6) | 0.0042 (5) | 0.0018 (5) | 0.0022 (5) |
P1 | 0.0158 (2) | 0.0138 (2) | 0.0122 (2) | 0.00247 (17) | 0.00030 (16) | 0.00218 (17) |
S1 | 0.01365 (19) | 0.0195 (2) | 0.0147 (2) | 0.00111 (16) | 0.00030 (15) | 0.00298 (17) |
S2 | 0.01388 (19) | 0.0183 (2) | 0.0152 (2) | 0.00175 (16) | −0.00042 (15) | 0.00349 (17) |
Ni1 | 0.01243 (15) | 0.01334 (16) | 0.01225 (16) | 0.00295 (12) | 0.00037 (11) | 0.00169 (12) |
C1—N1 | 1.344 (2) | C15—H15A | 0.9800 |
C1—C2 | 1.381 (3) | C15—H15B | 0.9800 |
C1—H1 | 0.9500 | C15—H15C | 0.9800 |
C2—C3 | 1.390 (2) | C16—C17 | 1.379 (3) |
C2—H2 | 0.9500 | C16—C22 | 1.391 (3) |
C3—C4 | 1.387 (3) | C16—H23 | 0.9500 |
C3—C6 | 1.511 (3) | C17—C18 | 1.383 (3) |
C4—C5 | 1.382 (3) | C17—O2 | 1.408 (2) |
C4—H4 | 0.9500 | C18—C19 | 1.393 (3) |
C5—N1 | 1.340 (2) | C18—H18 | 0.9500 |
C5—H5 | 0.9500 | C19—C21 | 1.403 (3) |
C6—C7 | 1.524 (3) | C19—C20 | 1.511 (3) |
C6—H6A | 0.9900 | C20—H20A | 0.9800 |
C6—H6B | 0.9900 | C20—H20B | 0.9800 |
C7—H7A | 0.9800 | C20—H20C | 0.9800 |
C7—H7B | 0.9800 | C21—C22 | 1.389 (3) |
C7—H7C | 0.9800 | C21—C23 | 1.513 (3) |
C8—C9 | 1.379 (3) | C22—H22 | 0.9500 |
C8—C13 | 1.380 (3) | C23—H23A | 0.9800 |
C8—O1 | 1.410 (2) | C23—H23B | 0.9800 |
C9—C10 | 1.395 (3) | C23—H23C | 0.9800 |
C9—H9 | 0.9500 | N1—Ni1 | 2.1146 (15) |
C10—C11 | 1.390 (3) | O1—P1 | 1.6020 (13) |
C10—H10 | 0.9500 | O2—P1 | 1.6081 (13) |
C11—C12 | 1.409 (3) | P1—S1 | 1.9704 (6) |
C11—C15 | 1.511 (3) | P1—S2 | 1.9708 (7) |
C12—C13 | 1.393 (3) | S1—Ni1 | 2.4775 (5) |
C12—C14 | 1.505 (3) | S2—Ni1 | 2.5031 (5) |
C13—H13 | 0.9500 | Ni1—N1i | 2.1146 (15) |
C14—H14A | 0.9800 | Ni1—S1i | 2.4775 (5) |
C14—H14B | 0.9800 | Ni1—S2i | 2.5031 (5) |
C14—H14C | 0.9800 | ||
N1—C1—C2 | 123.15 (17) | C17—C16—H23 | 121.0 |
N1—C1—H1 | 118.4 | C22—C16—H23 | 121.0 |
C2—C1—H1 | 118.4 | C16—C17—C18 | 121.83 (17) |
C1—C2—C3 | 120.40 (17) | C16—C17—O2 | 119.81 (16) |
C1—C2—H2 | 119.8 | C18—C17—O2 | 118.16 (16) |
C3—C2—H2 | 119.8 | C17—C18—C19 | 119.82 (18) |
C4—C3—C2 | 116.37 (17) | C17—C18—H18 | 120.1 |
C4—C3—C6 | 123.37 (17) | C19—C18—H18 | 120.1 |
C2—C3—C6 | 120.24 (17) | C18—C19—C21 | 119.45 (18) |
C5—C4—C3 | 119.92 (17) | C18—C19—C20 | 119.43 (19) |
C5—C4—H4 | 120.0 | C21—C19—C20 | 121.1 (2) |
C3—C4—H4 | 120.0 | C19—C20—H20A | 109.5 |
N1—C5—C4 | 123.81 (17) | C19—C20—H20B | 109.5 |
N1—C5—H5 | 118.1 | H20A—C20—H20B | 109.5 |
C4—C5—H5 | 118.1 | C19—C20—H20C | 109.5 |
C3—C6—C7 | 115.49 (17) | H20A—C20—H20C | 109.5 |
C3—C6—H6A | 108.4 | H20B—C20—H20C | 109.5 |
C7—C6—H6A | 108.4 | C22—C21—C19 | 119.09 (18) |
C3—C6—H6B | 108.4 | C22—C21—C23 | 120.38 (19) |
C7—C6—H6B | 108.4 | C19—C21—C23 | 120.5 (2) |
H6A—C6—H6B | 107.5 | C21—C22—C16 | 121.74 (18) |
C6—C7—H7A | 109.5 | C21—C22—H22 | 119.1 |
C6—C7—H7B | 109.5 | C16—C22—H22 | 119.1 |
H7A—C7—H7B | 109.5 | C21—C23—H23A | 109.5 |
C6—C7—H7C | 109.5 | C21—C23—H23B | 109.5 |
H7A—C7—H7C | 109.5 | H23A—C23—H23B | 109.5 |
H7B—C7—H7C | 109.5 | C21—C23—H23C | 109.5 |
C9—C8—C13 | 121.77 (17) | H23A—C23—H23C | 109.5 |
C9—C8—O1 | 119.49 (17) | H23B—C23—H23C | 109.5 |
C13—C8—O1 | 118.51 (16) | C5—N1—C1 | 116.34 (16) |
C8—C9—C10 | 117.97 (18) | C5—N1—Ni1 | 121.84 (12) |
C8—C9—H9 | 121.0 | C1—N1—Ni1 | 121.80 (12) |
C10—C9—H9 | 121.0 | C8—O1—P1 | 122.88 (11) |
C11—C10—C9 | 121.78 (18) | C17—O2—P1 | 121.25 (11) |
C11—C10—H10 | 119.1 | O1—P1—O2 | 97.93 (7) |
C9—C10—H10 | 119.1 | O1—P1—S1 | 106.94 (5) |
C10—C11—C12 | 119.05 (18) | O2—P1—S1 | 112.91 (5) |
C10—C11—C15 | 120.55 (18) | O1—P1—S2 | 113.24 (6) |
C12—C11—C15 | 120.39 (19) | O2—P1—S2 | 111.66 (6) |
C13—C12—C11 | 119.09 (18) | S1—P1—S2 | 113.15 (3) |
C13—C12—C14 | 119.86 (18) | P1—S1—Ni1 | 82.34 (2) |
C11—C12—C14 | 121.02 (18) | P1—S2—Ni1 | 81.66 (2) |
C8—C13—C12 | 120.30 (18) | N1i—Ni1—N1 | 180.00 (7) |
C8—C13—H13 | 119.9 | N1i—Ni1—S1i | 90.12 (4) |
C12—C13—H13 | 119.9 | N1—Ni1—S1i | 89.88 (4) |
C12—C14—H14A | 109.5 | N1i—Ni1—S1 | 89.88 (4) |
C12—C14—H14B | 109.5 | N1—Ni1—S1 | 90.12 (4) |
H14A—C14—H14B | 109.5 | S1i—Ni1—S1 | 180.0 |
C12—C14—H14C | 109.5 | N1i—Ni1—S2 | 90.58 (4) |
H14A—C14—H14C | 109.5 | N1—Ni1—S2 | 89.42 (4) |
H14B—C14—H14C | 109.5 | S1i—Ni1—S2 | 97.335 (16) |
C11—C15—H15A | 109.5 | S1—Ni1—S2 | 82.666 (16) |
C11—C15—H15B | 109.5 | N1i—Ni1—S2i | 89.42 (4) |
H15A—C15—H15B | 109.5 | N1—Ni1—S2i | 90.58 (4) |
C11—C15—H15C | 109.5 | S1i—Ni1—S2i | 82.665 (16) |
H15A—C15—H15C | 109.5 | S1—Ni1—S2i | 97.335 (16) |
H15B—C15—H15C | 109.5 | S2—Ni1—S2i | 180.00 (2) |
C17—C16—C22 | 118.06 (18) | ||
N1—C1—C2—C3 | −0.4 (3) | C4—C5—N1—Ni1 | −176.64 (16) |
C1—C2—C3—C4 | 0.8 (3) | C2—C1—N1—C5 | −0.7 (3) |
C1—C2—C3—C6 | −177.69 (19) | C2—C1—N1—Ni1 | 177.38 (15) |
C2—C3—C4—C5 | −0.2 (3) | C9—C8—O1—P1 | −95.39 (19) |
C6—C3—C4—C5 | 178.32 (19) | C13—C8—O1—P1 | 89.96 (19) |
C3—C4—C5—N1 | −1.0 (3) | C16—C17—O2—P1 | 85.35 (19) |
C4—C3—C6—C7 | 25.3 (3) | C18—C17—O2—P1 | −99.65 (18) |
C2—C3—C6—C7 | −156.3 (2) | C8—O1—P1—O2 | −61.83 (15) |
C13—C8—C9—C10 | 1.3 (3) | C8—O1—P1—S1 | −178.78 (13) |
O1—C8—C9—C10 | −173.18 (17) | C8—O1—P1—S2 | 55.90 (15) |
C8—C9—C10—C11 | 0.6 (3) | C17—O2—P1—O1 | 174.94 (13) |
C9—C10—C11—C12 | −1.8 (3) | C17—O2—P1—S1 | −72.83 (13) |
C9—C10—C11—C15 | 177.48 (19) | C17—O2—P1—S2 | 56.00 (14) |
C10—C11—C12—C13 | 1.3 (3) | O1—P1—S1—Ni1 | −121.63 (6) |
C15—C11—C12—C13 | −178.05 (18) | O2—P1—S1—Ni1 | 131.80 (6) |
C10—C11—C12—C14 | 179.17 (19) | S2—P1—S1—Ni1 | 3.74 (3) |
C15—C11—C12—C14 | −0.2 (3) | O1—P1—S2—Ni1 | 118.20 (6) |
C9—C8—C13—C12 | −1.9 (3) | O2—P1—S2—Ni1 | −132.42 (6) |
O1—C8—C13—C12 | 172.67 (17) | S1—P1—S2—Ni1 | −3.71 (3) |
C11—C12—C13—C8 | 0.5 (3) | C5—N1—Ni1—S1i | 121.70 (15) |
C14—C12—C13—C8 | −177.40 (18) | C1—N1—Ni1—S1i | −56.26 (14) |
C22—C16—C17—C18 | −0.9 (3) | C5—N1—Ni1—S1 | −58.30 (15) |
C22—C16—C17—O2 | 173.95 (17) | C1—N1—Ni1—S1 | 123.74 (14) |
C16—C17—C18—C19 | 0.9 (3) | C5—N1—Ni1—S2 | −140.96 (15) |
O2—C17—C18—C19 | −173.99 (17) | C1—N1—Ni1—S2 | 41.07 (14) |
C17—C18—C19—C21 | −0.2 (3) | C5—N1—Ni1—S2i | 39.04 (15) |
C17—C18—C19—C20 | −179.57 (19) | C1—N1—Ni1—S2i | −138.93 (14) |
C18—C19—C21—C22 | −0.6 (3) | P1—S1—Ni1—N1i | 87.87 (4) |
C20—C19—C21—C22 | 178.8 (2) | P1—S1—Ni1—N1 | −92.13 (4) |
C18—C19—C21—C23 | 179.1 (2) | P1—S1—Ni1—S2 | −2.73 (2) |
C20—C19—C21—C23 | −1.5 (3) | P1—S1—Ni1—S2i | 177.27 (2) |
C19—C21—C22—C16 | 0.6 (3) | P1—S2—Ni1—N1i | −87.07 (5) |
C23—C21—C22—C16 | −179.1 (2) | P1—S2—Ni1—N1 | 92.93 (5) |
C17—C16—C22—C21 | 0.1 (3) | P1—S2—Ni1—S1i | −177.27 (2) |
C4—C5—N1—C1 | 1.4 (3) | P1—S2—Ni1—S1 | 2.73 (2) |
Symmetry code: (i) −x, −y, −z+1. |
Experimental details
(Py_JAMMU_0m) | (35etpy_0m) | (34ETPY_LT_0m) | |
Crystal data | |||
Chemical formula | C42H46N2NiO4P2S4 | C46H54N2NiO4P2S4 | C46H54N2NiO4P2S4 |
Mr | 891.72 | 947.82 | 947.82 |
Crystal system, space group | Monoclinic, P21/n | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 296 | 296 | 100 |
a, b, c (Å) | 11.7905 (3), 14.4443 (4), 12.8825 (3) | 9.5505 (8), 9.8010 (8), 14.2026 (12) | 6.9327 (6), 11.2267 (10), 15.5768 (14) |
α, β, γ (°) | 90, 105.195 (1), 90 | 99.315 (4), 98.447 (3), 112.821 (3) | 102.744 (3), 94.409 (3), 103.785 (3) |
V (Å3) | 2117.26 (9) | 1176.64 (17) | 1137.67 (18) |
Z | 2 | 1 | 1 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.77 | 0.70 | 0.73 |
Crystal size (mm) | 0.13 × 0.11 × 0.08 | 0.15 × 0.11 × 0.09 | 0.15 × 0.09 × 0.06 |
Data collection | |||
Diffractometer | Bruker APEX-II CCD diffractometer | Bruker APEX-II CCD diffractometer | Bruker APEX-II CCD diffractometer |
Absorption correction | Multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | Multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction | Multi-scan SADABS2008/1 - Bruker AXS area detector scaling and absorption correction |
Tmin, Tmax | 0.674, 0.747 | 0.645, 0.746 | 0.691, 0.746 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 33731, 8779, 6366 | 18873, 5246, 4503 | 21578, 6067, 4830 |
Rint | 0.028 | 0.029 | 0.038 |
(sin θ/λ)max (Å−1) | 0.791 | 0.646 | 0.686 |
Refinement | |||
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.103, 1.01 | 0.029, 0.084, 1.04 | 0.034, 0.102, 0.69 |
No. of reflections | 8779 | 5246 | 6067 |
No. of parameters | 250 | 273 | 270 |
Δρmax, Δρmin (e Å−3) | 0.43, −0.26 | 0.31, −0.23 | 0.43, −0.29 |
Computer programs: Bruker APEX2, Bruker SAINT, SHELXS97 (Sheldrick, 1993), SHELXS97 (Altomare et al., 1993), Sir-92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 2008), Bruker SHELXTL.