In the title complex, [Ni(C14H21N2OS2)2], the NiII ion is in a square-planar coordination enviroment. The ligands assume a cis arrangement with respect to each other around the NiII ion, which lies on a crystallographic twofold rotation axis running parallel to the c axis. The title complex is isostructural with the copper(II) analogue.
Supporting information
CCDC reference: 600468
Key indicators
- Single-crystal X-ray study
- T = 290 K
- Mean
(C-C) = 0.008 Å
- Disorder in main residue
- R factor = 0.038
- wR factor = 0.099
- Data-to-parameter ratio = 16.1
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.70 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C5
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C7
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C9
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C8A
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C8B
PLAT301_ALERT_3_C Main Residue Disorder ......................... 9.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 59.00 A 3
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 1
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 26.00
From the CIF: _reflns_number_total 2957
Count of symmetry unique reflns 1770
Completeness (_total/calc) 167.06%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 1187
Fraction of Friedel pairs measured 0.671
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: IPDS Software (Stoe & Cie, 1996); cell refinement: CELL (Burzlaff, 1996); data reduction: INTEGRATE in IPDS Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Johnson & Burnett, 1998); software used to prepare material for publication: SHELXL97.
Bis[
N,
N-diisobutyl-
N'-(2-thienylcarbonyl)thioureato]copper(II)
top
Crystal data top
[Ni(C14H21N2OS2)2] | Dx = 1.242 Mg m−3 |
Mr = 653.60 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, I4 | Cell parameters from 20 reflections |
Hall symbol: I -4 | θ = 2.1–26.8° |
a = 13.077 (9) Å | µ = 0.82 mm−1 |
c = 20.44 (2) Å | T = 290 K |
V = 3495 (5) Å3 | Prismatic, violet |
Z = 4 | 0.3 × 0.2 × 0.1 mm |
F(000) = 1384 | |
Data collection top
Stoe Stadi-4 diffractometer | 2785 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.028 |
Graphite monochromator | θmax = 26.0°, θmin = 1.9° |
Profile fitted 2θ/w scans (Clegg, 1981) | h = −16→10 |
Absorption correction: ψ scan (North et al., 1968) | k = −3→16 |
Tmin = 0.790, Tmax = 0.922 | l = −25→0 |
3040 measured reflections | 16 standard reflections every 60 min |
2957 independent reflections | intensity decay: none |
Refinement top
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)] = 0.038 | H-atom parameters constrained |
wR(F2) = 0.099 | w = 1/[σ2(Fo2) + (0.05P)2 + 3.1544P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max = 0.001 |
2957 reflections | Δρmax = 0.52 e Å−3 |
184 parameters | Δρmin = −0.60 e Å−3 |
6 restraints | Absolute structure: Flack (1983), 1653 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.003 (15) |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.5000 | 0.5000 | 0.83692 (3) | 0.04292 (16) | |
S1 | 0.39086 (15) | 0.86168 (10) | 0.96810 (7) | 0.0893 (4) | |
C2 | 0.4370 (3) | 0.7387 (3) | 0.9649 (2) | 0.0566 (9) | |
C3 | 0.4763 (4) | 0.7095 (4) | 1.0236 (2) | 0.0702 (12) | |
H3 | 0.5038 | 0.6451 | 1.0317 | 0.084* | |
C4 | 0.4705 (5) | 0.7871 (6) | 1.0706 (3) | 0.0946 (18) | |
H4 | 0.4941 | 0.7798 | 1.1133 | 0.114* | |
C5 | 0.4281 (6) | 0.8721 (5) | 1.0482 (3) | 0.108 (2) | |
H5 | 0.4195 | 0.9310 | 1.0732 | 0.130* | |
C21 | 0.4295 (3) | 0.6789 (3) | 0.90372 (19) | 0.0493 (8) | |
O2 | 0.4740 (2) | 0.5933 (2) | 0.90436 (12) | 0.0567 (6) | |
N1 | 0.3746 (3) | 0.7229 (2) | 0.85731 (16) | 0.0554 (8) | |
C6 | 0.3690 (3) | 0.6891 (3) | 0.79582 (19) | 0.0502 (8) | |
S2 | 0.44967 (8) | 0.59998 (8) | 0.75955 (4) | 0.0541 (2) | |
N2 | 0.2958 (3) | 0.7322 (3) | 0.75909 (17) | 0.0590 (8) | |
C7 | 0.2884 (5) | 0.7188 (5) | 0.6879 (3) | 0.0942 (12) | |
H7A | 0.2207 | 0.7394 | 0.6737 | 0.113* | 0.627 (12) |
H7B | 0.2965 | 0.6468 | 0.6776 | 0.113* | 0.627 (12) |
H7C | 0.2195 | 0.6966 | 0.6775 | 0.113* | 0.373 (12) |
H7D | 0.3346 | 0.6643 | 0.6751 | 0.113* | 0.373 (12) |
C8A | 0.3676 (7) | 0.7798 (7) | 0.6496 (3) | 0.085 (3) | 0.627 (12) |
H8A | 0.4350 | 0.7482 | 0.6552 | 0.102* | 0.627 (12) |
C8B | 0.3128 (9) | 0.8129 (5) | 0.6466 (3) | 0.069 (4) | 0.373 (12) |
H8B | 0.2580 | 0.8640 | 0.6474 | 0.082* | 0.373 (12) |
C9 | 0.3372 (5) | 0.7753 (5) | 0.5774 (2) | 0.0942 (12) | |
H9A | 0.3877 | 0.8100 | 0.5516 | 0.141* | 0.313 (6) |
H9B | 0.2720 | 0.8079 | 0.5716 | 0.141* | 0.313 (6) |
H9C | 0.3327 | 0.7052 | 0.5637 | 0.141* | 0.313 (6) |
H9D | 0.2739 | 0.7387 | 0.5730 | 0.141* | 0.313 (6) |
H9E | 0.3896 | 0.7409 | 0.5530 | 0.141* | 0.313 (6) |
H9F | 0.3289 | 0.8435 | 0.5609 | 0.141* | 0.313 (6) |
H9G | 0.3570 | 0.8323 | 0.5506 | 0.141* | 0.187 (6) |
H9H | 0.2777 | 0.7433 | 0.5590 | 0.141* | 0.187 (6) |
H9I | 0.3922 | 0.7267 | 0.5792 | 0.141* | 0.187 (6) |
H9J | 0.3276 | 0.7026 | 0.5752 | 0.141* | 0.187 (6) |
H9K | 0.4069 | 0.7916 | 0.5669 | 0.141* | 0.187 (6) |
H9LF | 0.2924 | 0.8081 | 0.5467 | 0.141* | 0.187 (6) |
C10A | 0.3738 (15) | 0.8924 (6) | 0.6675 (8) | 0.133 (6) | 0.627 (12) |
H10A | 0.3066 | 0.9218 | 0.6664 | 0.200* | 0.313 (6) |
H10B | 0.4171 | 0.9273 | 0.6368 | 0.200* | 0.313 (6) |
H10C | 0.4018 | 0.8993 | 0.7107 | 0.200* | 0.313 (6) |
H10D | 0.4437 | 0.9105 | 0.6762 | 0.200* | 0.313 (6) |
H10E | 0.3332 | 0.9050 | 0.7058 | 0.200* | 0.313 (6) |
H10F | 0.3485 | 0.9330 | 0.6319 | 0.200* | 0.313 (6) |
C10B | 0.4145 (11) | 0.8545 (16) | 0.6712 (10) | 0.085 (3) | 0.373 (12) |
H10G | 0.4669 | 0.8042 | 0.6647 | 0.128* | 0.187 (6) |
H10H | 0.4090 | 0.8702 | 0.7169 | 0.128* | 0.187 (6) |
H10I | 0.4316 | 0.9155 | 0.6474 | 0.128* | 0.187 (6) |
H10J | 0.4047 | 0.9224 | 0.6880 | 0.128* | 0.187 (6) |
H10K | 0.4627 | 0.8564 | 0.6358 | 0.128* | 0.187 (6) |
H10L | 0.4401 | 0.8111 | 0.7053 | 0.128* | 0.187 (6) |
C11 | 0.2228 (3) | 0.8022 (4) | 0.7917 (2) | 0.0717 (13) | |
H11A | 0.1870 | 0.8413 | 0.7585 | 0.086* | |
H11B | 0.2609 | 0.8500 | 0.8186 | 0.086* | |
C12 | 0.1449 (4) | 0.7479 (5) | 0.8341 (3) | 0.0864 (15) | |
H12 | 0.1816 | 0.7004 | 0.8628 | 0.104* | |
C13 | 0.0687 (5) | 0.6858 (6) | 0.7928 (3) | 0.111 (2) | |
H13A | 0.1053 | 0.6469 | 0.7605 | 0.166* | 0.50 |
H13B | 0.0220 | 0.7315 | 0.7713 | 0.166* | 0.50 |
H13C | 0.0312 | 0.6401 | 0.8207 | 0.166* | 0.50 |
H13D | 0.0004 | 0.6988 | 0.8078 | 0.166* | 0.50 |
H13E | 0.0836 | 0.6142 | 0.7970 | 0.166* | 0.50 |
H13F | 0.0745 | 0.7056 | 0.7477 | 0.166* | 0.50 |
C14 | 0.0887 (5) | 0.8266 (6) | 0.8776 (3) | 0.110 (2) | |
H14A | 0.0538 | 0.7915 | 0.9123 | 0.165* | 0.50 |
H14B | 0.0401 | 0.8636 | 0.8517 | 0.165* | 0.50 |
H14C | 0.1375 | 0.8734 | 0.8959 | 0.165* | 0.50 |
H14D | 0.1005 | 0.8942 | 0.8610 | 0.165* | 0.50 |
H14E | 0.1141 | 0.8220 | 0.9216 | 0.165* | 0.50 |
H14F | 0.0167 | 0.8123 | 0.8773 | 0.165* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0439 (3) | 0.0385 (3) | 0.0464 (3) | 0.0053 (3) | 0.000 | 0.000 |
S1 | 0.1229 (12) | 0.0552 (7) | 0.0898 (8) | 0.0180 (7) | 0.0172 (8) | −0.0150 (6) |
C2 | 0.059 (2) | 0.049 (2) | 0.061 (2) | 0.0040 (19) | 0.0076 (19) | −0.0082 (18) |
C3 | 0.069 (3) | 0.080 (3) | 0.062 (2) | 0.011 (2) | −0.003 (2) | −0.010 (2) |
C4 | 0.081 (4) | 0.132 (5) | 0.070 (3) | 0.000 (4) | −0.002 (3) | −0.035 (3) |
C5 | 0.127 (5) | 0.095 (4) | 0.103 (4) | −0.009 (4) | 0.017 (4) | −0.051 (4) |
C21 | 0.0480 (19) | 0.0428 (18) | 0.057 (2) | 0.0008 (16) | 0.0070 (16) | −0.0011 (15) |
O2 | 0.0749 (17) | 0.0443 (14) | 0.0510 (13) | 0.0140 (14) | −0.0019 (13) | −0.0007 (11) |
N1 | 0.0592 (18) | 0.0463 (16) | 0.0607 (18) | 0.0098 (15) | −0.0009 (15) | −0.0015 (14) |
C6 | 0.0468 (18) | 0.0417 (17) | 0.062 (2) | 0.0017 (15) | 0.0012 (16) | 0.0095 (16) |
S2 | 0.0594 (5) | 0.0526 (5) | 0.0502 (5) | 0.0129 (4) | 0.0002 (4) | 0.0040 (4) |
N2 | 0.0529 (17) | 0.0587 (18) | 0.066 (2) | 0.0100 (15) | −0.0007 (15) | 0.0175 (16) |
C7 | 0.107 (3) | 0.107 (3) | 0.069 (2) | −0.016 (3) | −0.008 (2) | 0.016 (2) |
C8A | 0.089 (6) | 0.086 (5) | 0.081 (5) | −0.020 (5) | −0.015 (4) | 0.033 (5) |
C8B | 0.072 (8) | 0.069 (8) | 0.064 (7) | 0.021 (7) | −0.012 (6) | 0.020 (6) |
C9 | 0.107 (3) | 0.107 (3) | 0.069 (2) | −0.016 (3) | −0.008 (2) | 0.016 (2) |
C10A | 0.206 (16) | 0.067 (6) | 0.127 (9) | −0.009 (9) | 0.019 (12) | 0.028 (7) |
C10B | 0.089 (6) | 0.086 (5) | 0.081 (5) | −0.020 (5) | −0.015 (4) | 0.033 (5) |
C11 | 0.058 (3) | 0.070 (3) | 0.087 (3) | 0.031 (2) | −0.001 (2) | 0.010 (2) |
C12 | 0.067 (3) | 0.102 (4) | 0.090 (3) | 0.033 (3) | 0.003 (3) | 0.024 (3) |
C13 | 0.071 (4) | 0.131 (6) | 0.129 (5) | −0.004 (4) | 0.010 (4) | −0.001 (5) |
C14 | 0.086 (4) | 0.152 (6) | 0.092 (4) | 0.037 (4) | 0.017 (3) | 0.008 (4) |
Geometric parameters (Å, º) top
Ni1—O2i | 1.872 (3) | C9—H9F | 0.9600 |
Ni1—O2 | 1.872 (3) | C9—H9G | 0.9600 |
Ni1—S2 | 2.1549 (17) | C9—H9H | 0.9600 |
Ni1—S2i | 2.1549 (17) | C9—H9I | 0.9600 |
S1—C5 | 1.714 (7) | C9—H9J | 0.9600 |
S1—C2 | 1.719 (4) | C9—H9K | 0.9600 |
C2—C3 | 1.360 (6) | C9—H9LF | 0.9600 |
C2—C21 | 1.478 (5) | C10A—H10A | 0.9600 |
C3—C4 | 1.400 (7) | C10A—H10B | 0.9600 |
C3—H3 | 0.9300 | C10A—H10C | 0.9600 |
C4—C5 | 1.324 (9) | C10A—H10D | 0.9600 |
C4—H4 | 0.9300 | C10A—H10E | 0.9600 |
C5—H5 | 0.9300 | C10A—H10F | 0.9600 |
C21—O2 | 1.261 (5) | C10B—H10G | 0.9600 |
C21—N1 | 1.321 (5) | C10B—H10H | 0.9600 |
N1—C6 | 1.334 (5) | C10B—H10I | 0.9600 |
C6—N2 | 1.341 (5) | C10B—H10J | 0.9600 |
C6—S2 | 1.738 (4) | C10B—H10K | 0.9600 |
N2—C7 | 1.470 (7) | C10B—H10L | 0.9600 |
N2—C11 | 1.481 (5) | C11—C12 | 1.514 (7) |
C7—C8A | 1.523 (5) | C11—H11A | 0.9700 |
C7—C8B | 1.525 (5) | C11—H11B | 0.9700 |
C7—H7A | 0.9700 | C12—C13 | 1.539 (9) |
C7—H7B | 0.9700 | C12—C14 | 1.545 (8) |
C7—H7C | 0.9700 | C12—H12 | 0.9800 |
C7—H7D | 0.9700 | C13—H13A | 0.9600 |
C8A—C10A | 1.521 (5) | C13—H13B | 0.9600 |
C8A—C9 | 1.529 (5) | C13—H13C | 0.9600 |
C8A—H8A | 0.9800 | C13—H13D | 0.9600 |
C8B—C10B | 1.523 (5) | C13—H13E | 0.9600 |
C8B—C9 | 1.531 (5) | C13—H13F | 0.9600 |
C8B—H8B | 0.9800 | C14—H14A | 0.9600 |
C9—H9A | 0.9600 | C14—H14B | 0.9600 |
C9—H9B | 0.9600 | C14—H14C | 0.9600 |
C9—H9C | 0.9600 | C14—H14D | 0.9600 |
C9—H9D | 0.9600 | C14—H14E | 0.9600 |
C9—H9E | 0.9600 | C14—H14F | 0.9600 |
| | | |
O2i—Ni1—O2 | 85.19 (17) | H9I—C9—H9J | 56.3 |
O2i—Ni1—S2 | 172.46 (10) | C8A—C9—H9K | 87.7 |
O2—Ni1—S2 | 95.12 (10) | C8B—C9—H9K | 109.5 |
O2i—Ni1—S2i | 95.12 (10) | H9B—C9—H9K | 135.8 |
O2—Ni1—S2i | 172.46 (10) | H9C—C9—H9K | 101.8 |
S2—Ni1—S2i | 85.57 (9) | H9D—C9—H9K | 155.2 |
C5—S1—C2 | 90.6 (3) | H9E—C9—H9K | 46.4 |
C3—C2—C21 | 128.5 (4) | H9F—C9—H9K | 79.8 |
C3—C2—S1 | 111.2 (3) | H9G—C9—H9K | 56.3 |
C21—C2—S1 | 120.2 (3) | H9H—C9—H9K | 141.1 |
C2—C3—C4 | 112.4 (5) | H9I—C9—H9K | 56.3 |
C2—C3—H3 | 123.8 | H9J—C9—H9K | 109.5 |
C4—C3—H3 | 123.8 | C8A—C9—H9LF | 140.6 |
C5—C4—C3 | 113.2 (5) | C8B—C9—H9LF | 109.5 |
C5—C4—H4 | 123.4 | H9A—C9—H9LF | 81.3 |
C3—C4—H4 | 123.4 | H9C—C9—H9LF | 101.5 |
C4—C5—S1 | 112.5 (4) | H9D—C9—H9LF | 68.7 |
C4—C5—H5 | 123.8 | H9E—C9—H9LF | 107.8 |
S1—C5—H5 | 123.8 | H9G—C9—H9LF | 56.3 |
O2—C21—N1 | 130.1 (4) | H9H—C9—H9LF | 56.3 |
O2—C21—C2 | 115.5 (3) | H9I—C9—H9LF | 141.1 |
N1—C21—C2 | 114.4 (3) | H9J—C9—H9LF | 109.5 |
C21—O2—Ni1 | 130.9 (2) | H9K—C9—H9LF | 109.5 |
C21—N1—C6 | 124.2 (3) | C8A—C10A—H10A | 109.5 |
N1—C6—N2 | 115.3 (3) | C8A—C10A—H10B | 109.5 |
N1—C6—S2 | 126.2 (3) | H10A—C10A—H10B | 109.5 |
N2—C6—S2 | 118.4 (3) | C8A—C10A—H10C | 109.5 |
C6—S2—Ni1 | 106.22 (14) | H10A—C10A—H10C | 109.5 |
C6—N2—C7 | 123.5 (4) | H10B—C10A—H10C | 109.5 |
C6—N2—C11 | 117.9 (4) | C8A—C10A—H10D | 109.5 |
C7—N2—C11 | 118.5 (4) | H10A—C10A—H10D | 141.1 |
N2—C7—C8A | 113.7 (5) | H10B—C10A—H10D | 56.3 |
N2—C7—C8B | 116.0 (5) | H10C—C10A—H10D | 56.3 |
N2—C7—H7A | 108.8 | C8A—C10A—H10E | 109.5 |
C8A—C7—H7A | 108.8 | H10A—C10A—H10E | 56.3 |
C8B—C7—H7A | 78.6 | H10B—C10A—H10E | 141.1 |
N2—C7—H7B | 108.8 | H10C—C10A—H10E | 56.3 |
C8A—C7—H7B | 108.8 | H10D—C10A—H10E | 109.5 |
C8B—C7—H7B | 129.8 | C8A—C10A—H10F | 109.5 |
H7A—C7—H7B | 107.7 | H10A—C10A—H10F | 56.3 |
N2—C7—H7C | 108.3 | H10B—C10A—H10F | 56.3 |
C8A—C7—H7C | 132.5 | H10C—C10A—H10F | 141.1 |
C8B—C7—H7C | 108.3 | H10D—C10A—H10F | 109.5 |
H7B—C7—H7C | 76.3 | H10E—C10A—H10F | 109.5 |
N2—C7—H7D | 108.3 | C8B—C10B—H10G | 109.5 |
C8A—C7—H7D | 79.8 | C8B—C10B—H10H | 109.5 |
C8B—C7—H7D | 108.3 | H10G—C10B—H10H | 109.5 |
H7A—C7—H7D | 133.8 | C8B—C10B—H10I | 109.5 |
H7C—C7—H7D | 107.4 | H10G—C10B—H10I | 109.5 |
C10A—C8A—C7 | 114.8 (9) | H10H—C10B—H10I | 109.5 |
C10A—C8A—C9 | 106.5 (9) | C8B—C10B—H10J | 109.5 |
C7—C8A—C9 | 107.4 (5) | H10G—C10B—H10J | 141.1 |
C10A—C8A—H8A | 109.3 | H10H—C10B—H10J | 56.3 |
C7—C8A—H8A | 109.3 | H10I—C10B—H10J | 56.3 |
C9—C8A—H8A | 109.3 | C8B—C10B—H10K | 109.5 |
C10B—C8B—C7 | 106.7 (9) | H10G—C10B—H10K | 56.3 |
C10B—C8B—C9 | 103.8 (11) | H10H—C10B—H10K | 141.1 |
C7—C8B—C9 | 107.2 (5) | H10I—C10B—H10K | 56.3 |
C10B—C8B—H8B | 112.8 | H10J—C10B—H10K | 109.5 |
C7—C8B—H8B | 112.8 | C8B—C10B—H10L | 109.5 |
C9—C8B—H8B | 112.8 | H10G—C10B—H10L | 56.3 |
C8A—C9—H9A | 109.5 | H10H—C10B—H10L | 56.3 |
C8B—C9—H9A | 120.0 | H10I—C10B—H10L | 141.1 |
C8A—C9—H9B | 109.5 | H10J—C10B—H10L | 109.5 |
C8B—C9—H9B | 77.7 | H10K—C10B—H10L | 109.5 |
H9A—C9—H9B | 109.5 | N2—C11—C12 | 113.7 (4) |
C8A—C9—H9C | 109.5 | N2—C11—H11A | 108.8 |
C8B—C9—H9C | 124.3 | C12—C11—H11A | 108.8 |
H9A—C9—H9C | 109.5 | N2—C11—H11B | 108.8 |
H9B—C9—H9C | 109.5 | C12—C11—H11B | 108.8 |
C8A—C9—H9D | 109.5 | H11A—C11—H11B | 107.7 |
C8B—C9—H9D | 93.8 | C11—C12—C13 | 111.7 (5) |
H9A—C9—H9D | 141.1 | C11—C12—C14 | 109.7 (5) |
H9B—C9—H9D | 56.3 | C13—C12—C14 | 111.1 (4) |
H9C—C9—H9D | 56.3 | C11—C12—H12 | 108.1 |
C8A—C9—H9E | 109.5 | C13—C12—H12 | 108.1 |
C8B—C9—H9E | 141.2 | C14—C12—H12 | 108.1 |
H9A—C9—H9E | 56.3 | C12—C13—H13A | 109.5 |
H9B—C9—H9E | 141.1 | C12—C13—H13B | 109.5 |
H9C—C9—H9E | 56.3 | H13A—C13—H13B | 109.5 |
H9D—C9—H9E | 109.5 | C12—C13—H13C | 109.5 |
C8A—C9—H9F | 109.5 | H13A—C13—H13C | 109.5 |
C8B—C9—H9F | 90.2 | H13B—C13—H13C | 109.5 |
H9A—C9—H9F | 56.3 | C12—C13—H13D | 109.5 |
H9B—C9—H9F | 56.3 | H13A—C13—H13D | 141.1 |
H9C—C9—H9F | 141.1 | H13B—C13—H13D | 56.3 |
H9D—C9—H9F | 109.5 | H13C—C13—H13D | 56.3 |
H9E—C9—H9F | 109.5 | C12—C13—H13E | 109.5 |
C8A—C9—H9G | 116.7 | H13A—C13—H13E | 56.3 |
C8B—C9—H9G | 109.5 | H13B—C13—H13E | 141.1 |
H9B—C9—H9G | 79.9 | H13C—C13—H13E | 56.3 |
H9C—C9—H9G | 126.3 | H13D—C13—H13E | 109.5 |
H9D—C9—H9G | 124.5 | C12—C13—H13F | 109.5 |
H9E—C9—H9G | 82.8 | H13A—C13—H13F | 56.3 |
C8A—C9—H9H | 127.3 | H13B—C13—H13F | 56.3 |
C8B—C9—H9H | 109.5 | H13C—C13—H13F | 141.1 |
H9A—C9—H9H | 123.2 | H13D—C13—H13F | 109.5 |
H9B—C9—H9H | 55.0 | H13E—C13—H13F | 109.5 |
H9C—C9—H9H | 54.6 | C12—C14—H14A | 109.5 |
H9E—C9—H9H | 99.8 | C12—C14—H14B | 109.5 |
H9F—C9—H9H | 100.1 | H14A—C14—H14B | 109.5 |
H9G—C9—H9H | 109.5 | C12—C14—H14C | 109.5 |
C8A—C9—H9I | 78.1 | H14A—C14—H14C | 109.5 |
C8B—C9—H9I | 109.5 | H14B—C14—H14C | 109.5 |
H9A—C9—H9I | 79.5 | C12—C14—H14D | 109.5 |
H9B—C9—H9I | 164.4 | H14A—C14—H14D | 141.1 |
H9C—C9—H9I | 54.9 | H14B—C14—H14D | 56.3 |
H9D—C9—H9I | 108.6 | H14C—C14—H14D | 56.3 |
H9F—C9—H9I | 135.4 | C12—C14—H14E | 109.5 |
H9G—C9—H9I | 109.5 | H14A—C14—H14E | 56.3 |
H9H—C9—H9I | 109.5 | H14B—C14—H14E | 141.1 |
C8A—C9—H9J | 96.7 | H14C—C14—H14E | 56.3 |
C8B—C9—H9J | 109.5 | H14D—C14—H14E | 109.5 |
H9A—C9—H9J | 122.2 | C12—C14—H14F | 109.5 |
H9B—C9—H9J | 108.5 | H14A—C14—H14F | 56.3 |
H9D—C9—H9J | 52.4 | H14B—C14—H14F | 56.3 |
H9E—C9—H9J | 66.7 | H14C—C14—H14F | 141.1 |
H9F—C9—H9J | 152.8 | H14D—C14—H14F | 109.5 |
H9G—C9—H9J | 141.1 | H14E—C14—H14F | 109.5 |
H9H—C9—H9J | 56.3 | | |
| | | |
C5—S1—C2—C3 | 1.2 (4) | S2—C6—N2—C7 | −8.6 (5) |
C5—S1—C2—C21 | −179.5 (4) | N1—C6—N2—C11 | −6.8 (5) |
C21—C2—C3—C4 | 179.8 (4) | S2—C6—N2—C11 | 175.5 (3) |
S1—C2—C3—C4 | −1.0 (6) | C6—N2—C7—C8A | −74.8 (7) |
C2—C3—C4—C5 | 0.2 (8) | C11—N2—C7—C8A | 101.1 (7) |
C3—C4—C5—S1 | 0.8 (8) | C6—N2—C7—C8B | −110.1 (8) |
C2—S1—C5—C4 | −1.2 (6) | C11—N2—C7—C8B | 65.8 (8) |
C3—C2—C21—O2 | −7.3 (6) | N2—C7—C8A—C10A | −50.7 (13) |
S1—C2—C21—O2 | 173.6 (3) | C8B—C7—C8A—C10A | 50.9 (14) |
C3—C2—C21—N1 | 170.9 (4) | N2—C7—C8A—C9 | −168.9 (6) |
S1—C2—C21—N1 | −8.2 (5) | C8B—C7—C8A—C9 | −67.3 (6) |
N1—C21—O2—Ni1 | 11.0 (6) | N2—C7—C8B—C10B | 50.0 (13) |
C2—C21—O2—Ni1 | −171.0 (3) | C8A—C7—C8B—C10B | −43.7 (13) |
O2i—Ni1—O2—C21 | −164.2 (4) | N2—C7—C8B—C9 | 160.7 (6) |
S2—Ni1—O2—C21 | 8.2 (3) | C8A—C7—C8B—C9 | 67.0 (6) |
O2—C21—N1—C6 | −11.3 (7) | C10A—C8A—C9—C8B | −56.2 (12) |
C2—C21—N1—C6 | 170.8 (4) | C7—C8A—C9—C8B | 67.3 (6) |
C21—N1—C6—N2 | 168.5 (4) | C10B—C8B—C9—C8A | 45.8 (11) |
C21—N1—C6—S2 | −14.0 (6) | C7—C8B—C9—C8A | −66.9 (6) |
N1—C6—S2—Ni1 | 29.8 (4) | C6—N2—C11—C12 | −73.9 (5) |
N2—C6—S2—Ni1 | −152.8 (3) | C7—N2—C11—C12 | 110.0 (5) |
O2—Ni1—S2—C6 | −22.03 (17) | N2—C11—C12—C13 | −69.1 (5) |
S2i—Ni1—S2—C6 | 165.51 (15) | N2—C11—C12—C14 | 167.4 (4) |
N1—C6—N2—C7 | 169.2 (4) | | |
Symmetry code: (i) −x+1, −y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···O2ii | 0.93 | 2.35 | 3.204 (6) | 153 |
Symmetry code: (ii) y, −x+1, −z+2. |