metal-organic compounds
The reaction of cadmium nitrate with sodium 3-(carboxymethoxy)phenylsulfanylacetate in the presence of 1,10-phenanthroline yields the title centrosymmetric dinuclear salt, [Cd2(C10H9O5S)(C12H8N2)4(H2O)2](NO3)2, with the disordered (C10H9O5S) ligand lying on a special position of site symmetry. In the centrosymmetric dication, the water-coordinated Cd atom is chelated by the two heterocyclic ligands; it is covalently bonded to the O atom of the dicarboxylate in a distorted octahedral geometry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805033271/xu6065sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805033271/xu6065Isup2.hkl |
CCDC reference: 289944
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.007 Å
- Disorder in main residue
- R factor = 0.044
- wR factor = 0.140
- Data-to-parameter ratio = 14.9
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for C25
Author Response: The C atom belongs to the carboxyl -CO~2~ group, O1-C25-O2. This atom and O1 (which is bonded to Cd1) are not disordered; the temperature factor of O2 is large probably because it is not bonded. |
Alert level B ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75 Tmin and Tmax reported: 0.549 0.839 Tmin(prime) and Tmax expected: 0.741 0.833 RR(prime) = 0.736 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.72
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.20 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for S1 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N5 PLAT301_ALERT_3_C Main Residue Disorder ......................... 12.00 Perc. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 N O3
1 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 7 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 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: RAPID AUTO (Rigaku, 1998); cell refinement: RAPID AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
µ-3-(Carboxylatomethoxy)phenylsulfanylacetato-κO:O'-bis[aquabis(1,10- phenanthroline-κ2N,N')cadmium(II)]
dinitrate top
Crystal data top
[Cd2(C10H9O5S)(C12H8N2)4(H2O)2](NO3)2 | Z = 1 |
Mr = 1345.89 | F(000) = 678 |
Triclinic, P1 | Dx = 1.672 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.157 (2) Å | Cell parameters from 12523 reflections |
b = 12.355 (3) Å | θ = 3.0–27.5° |
c = 13.932 (3) Å | µ = 0.91 mm−1 |
α = 96.70 (3)° | T = 295 K |
β = 100.37 (3)° | Block, colourless |
γ = 101.49 (3)° | 0.32 × 0.28 × 0.20 mm |
V = 1336.4 (6) Å3 |
Data collection top
Rigaku R-AXIS RAPID IP diffractometer | 6052 independent reflections |
Radiation source: fine-focus sealed tube | 5103 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
ω scans | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −10→10 |
Tmin = 0.549, Tmax = 0.839 | k = −15→16 |
13173 measured reflections | l = −15→18 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.140 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.096P)2 + 0.2549P] where P = (Fo2 + 2Fc2)/3 |
6052 reflections | (Δ/σ)max = 0.001 |
407 parameters | Δρmax = 0.92 e Å−3 |
48 restraints | Δρmin = −0.81 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cd1 | 0.52585 (3) | 0.24422 (2) | 0.78603 (2) | 0.0472 (1) | |
S1 | 0.2069 (4) | 0.4780 (3) | 0.5691 (2) | 0.0872 (8) | 0.50 |
O1' | 0.7944 (8) | 0.6384 (5) | 0.5160 (4) | 0.064 (2) | 0.50 |
O1 | 0.3460 (4) | 0.3174 (3) | 0.6819 (3) | 0.0691 (8) | |
O2 | 0.0987 (8) | 0.2129 (6) | 0.6730 (6) | 0.204 (5) | |
O3 | 0.3613 (9) | −0.0807 (5) | 0.7466 (4) | 0.216 (5) | |
O4 | 0.2270 (7) | −0.1326 (4) | 0.8488 (3) | 0.109 (2) | |
O5 | 0.2158 (7) | −0.2429 (3) | 0.7191 (3) | 0.105 (2) | |
O1W | 0.2839 (5) | 0.1308 (3) | 0.8153 (2) | 0.0717 (8) | |
N1 | 0.5746 (4) | 0.3352 (2) | 0.9505 (2) | 0.0468 (6) | |
N2 | 0.7239 (4) | 0.4173 (3) | 0.8056 (2) | 0.0513 (7) | |
N3 | 0.6777 (4) | 0.1072 (3) | 0.8332 (2) | 0.0511 (7) | |
N4 | 0.6153 (4) | 0.1659 (3) | 0.6494 (2) | 0.0517 (7) | |
N5 | 0.2684 (4) | −0.1531 (3) | 0.7716 (2) | 0.0597 (8) | |
C1 | 0.5012 (6) | 0.2964 (4) | 1.0207 (3) | 0.0568 (9) | |
C2 | 0.5329 (6) | 0.3538 (4) | 1.1160 (3) | 0.063 (1) | |
C3 | 0.6424 (6) | 0.4569 (4) | 1.1388 (3) | 0.067 (1) | |
C4 | 0.7238 (5) | 0.5011 (4) | 1.0690 (3) | 0.058 (1) | |
C5 | 0.8422 (6) | 0.6073 (4) | 1.0863 (4) | 0.068 (1) | |
C6 | 0.9160 (6) | 0.6460 (4) | 1.0165 (4) | 0.071 (1) | |
C7 | 0.8803 (5) | 0.5850 (3) | 0.9179 (4) | 0.060 (1) | |
C8 | 0.9547 (6) | 0.6236 (4) | 0.8427 (5) | 0.071 (1) | |
C9 | 0.9101 (7) | 0.5603 (4) | 0.7504 (4) | 0.075 (1) | |
C10 | 0.7953 (6) | 0.4580 (4) | 0.7343 (4) | 0.067 (1) | |
C11 | 0.7645 (5) | 0.4797 (3) | 0.8966 (3) | 0.0477 (8) | |
C12 | 0.6860 (5) | 0.4371 (3) | 0.9725 (3) | 0.0472 (8) | |
C13 | 0.7028 (7) | 0.0749 (4) | 0.9212 (3) | 0.064 (1) | |
C14 | 0.7799 (7) | −0.0126 (4) | 0.9427 (4) | 0.072 (1) | |
C15 | 0.8367 (7) | −0.0675 (4) | 0.8674 (4) | 0.077 (1) | |
C16 | 0.8121 (6) | −0.0380 (3) | 0.7741 (4) | 0.061 (1) | |
C17 | 0.8678 (7) | −0.0928 (4) | 0.6940 (4) | 0.077 (1) | |
C18 | 0.8410 (6) | −0.0601 (4) | 0.6041 (4) | 0.076 (1) | |
C19 | 0.7575 (5) | 0.0286 (4) | 0.5857 (3) | 0.060 (1) | |
C20 | 0.7257 (6) | 0.0643 (4) | 0.4928 (3) | 0.070 (1) | |
C21 | 0.6409 (6) | 0.1473 (4) | 0.4802 (3) | 0.068 (1) | |
C22 | 0.5860 (6) | 0.1953 (4) | 0.5607 (3) | 0.063 (1) | |
C23 | 0.7006 (5) | 0.0840 (3) | 0.6624 (3) | 0.0494 (8) | |
C24 | 0.7310 (5) | 0.0509 (3) | 0.7601 (3) | 0.0500 (8) | |
C25 | 0.1930 (6) | 0.2827 (4) | 0.6482 (3) | 0.063 (1) | |
C26 | 0.093 (2) | 0.346 (1) | 0.579 (1) | 0.076 (3) | 0.50 |
C26' | 0.886 (2) | 0.664 (2) | 0.438 (1) | 0.076 (3) | 0.50 |
C27 | 0.3708 (8) | 0.4596 (6) | 0.5117 (5) | 0.064 (4) | 0.50 |
C28 | 0.3592 (7) | 0.3687 (5) | 0.4399 (5) | 0.075 (3) | 0.50 |
C29 | 0.4908 (9) | 0.3661 (4) | 0.3892 (4) | 0.080 (3) | 0.50 |
C30 | 0.6338 (8) | 0.4543 (5) | 0.4103 (5) | 0.073 (2) | 0.50 |
C31 | 0.6453 (8) | 0.5452 (5) | 0.4821 (5) | 0.069 (5) | 0.50 |
C32 | 0.514 (1) | 0.5478 (5) | 0.5328 (5) | 0.072 (2) | 0.50 |
H1W1 | 0.1985 | 0.1480 | 0.7862 | 0.086* | |
H1W2 | 0.2814 | 0.0653 | 0.7953 | 0.086* | |
H1 | 0.4245 | 0.2271 | 1.0052 | 0.068* | |
H2 | 0.4807 | 0.3228 | 1.1637 | 0.076* | |
H3 | 0.6621 | 0.4974 | 1.2020 | 0.081* | |
H5 | 0.8678 | 0.6504 | 1.1487 | 0.081* | |
H6 | 0.9936 | 0.7149 | 1.0315 | 0.085* | |
H8 | 1.0341 | 0.6916 | 0.8547 | 0.085* | |
H9 | 0.9568 | 0.5861 | 0.6989 | 0.090* | |
H10 | 0.7666 | 0.4159 | 0.6714 | 0.081* | |
H13 | 0.6665 | 0.1134 | 0.9719 | 0.077* | |
H14 | 0.7927 | −0.0333 | 1.0052 | 0.086* | |
H15 | 0.8920 | −0.1250 | 0.8797 | 0.092* | |
H17 | 0.9226 | −0.1511 | 0.7036 | 0.093* | |
H18 | 0.8782 | −0.0966 | 0.5527 | 0.092* | |
H20 | 0.7630 | 0.0308 | 0.4400 | 0.084* | |
H21 | 0.6201 | 0.1716 | 0.4193 | 0.081* | |
H22 | 0.5254 | 0.2509 | 0.5515 | 0.076* | |
H26A | −0.0101 | 0.3533 | 0.6016 | 0.092* | 0.50 |
H26B | 0.0583 | 0.3008 | 0.5132 | 0.092* | 0.50 |
H26C | 0.9108 | 0.5954 | 0.4095 | 0.092* | 0.50 |
H26D | 0.9957 | 0.7141 | 0.4692 | 0.092* | 0.50 |
H28 | 0.2635 | 0.3096 | 0.4258 | 0.090* | 0.50 |
H29 | 0.4830 | 0.3053 | 0.3411 | 0.096* | 0.50 |
H30 | 0.7218 | 0.4526 | 0.3763 | 0.088* | 0.50 |
H32 | 0.5216 | 0.6086 | 0.5808 | 0.087* | 0.50 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0562 (2) | 0.0408 (2) | 0.0445 (2) | 0.0092 (1) | 0.0141 (1) | 0.0035 (1) |
S1 | 0.100 (2) | 0.080 (2) | 0.092 (2) | 0.037 (2) | 0.027 (2) | 0.017 (2) |
O1' | 0.077 (4) | 0.063 (3) | 0.037 (3) | −0.010 (3) | 0.007 (2) | 0.002 (2) |
O1 | 0.056 (2) | 0.069 (2) | 0.087 (2) | 0.015 (1) | 0.014 (2) | 0.029 (2) |
O2 | 0.123 (5) | 0.206 (6) | 0.212 (7) | −0.091 (5) | −0.081 (5) | 0.147 (6) |
O3 | 0.265 (8) | 0.197 (6) | 0.102 (4) | −0.153 (6) | 0.098 (5) | −0.053 (4) |
O4 | 0.133 (4) | 0.116 (3) | 0.079 (3) | 0.020 (3) | 0.048 (3) | −0.006 (2) |
O5 | 0.159 (4) | 0.058 (2) | 0.098 (3) | −0.003 (2) | 0.061 (3) | −0.003 (2) |
O1W | 0.073 (2) | 0.059 (2) | 0.076 (2) | −0.004 (1) | 0.018 (2) | 0.010 (2) |
N1 | 0.054 (2) | 0.042 (1) | 0.047 (2) | 0.015 (1) | 0.015 (1) | 0.005 (1) |
N2 | 0.054 (2) | 0.048 (2) | 0.056 (2) | 0.012 (1) | 0.014 (1) | 0.014 (1) |
N3 | 0.063 (2) | 0.042 (2) | 0.046 (2) | 0.009 (1) | 0.012 (1) | 0.000 (1) |
N4 | 0.056 (2) | 0.052 (2) | 0.044 (2) | 0.008 (1) | 0.014 (1) | 0.002 (1) |
N5 | 0.069 (2) | 0.057 (2) | 0.052 (2) | 0.003 (2) | 0.019 (2) | 0.013 (2) |
C1 | 0.066 (2) | 0.055 (2) | 0.057 (2) | 0.022 (2) | 0.022 (2) | 0.012 (2) |
C2 | 0.077 (3) | 0.075 (3) | 0.051 (2) | 0.036 (2) | 0.025 (2) | 0.012 (2) |
C3 | 0.069 (3) | 0.084 (3) | 0.049 (2) | 0.035 (2) | 0.006 (2) | −0.010 (2) |
C4 | 0.052 (2) | 0.059 (2) | 0.061 (2) | 0.026 (2) | 0.001 (2) | −0.010 (2) |
C5 | 0.063 (3) | 0.053 (2) | 0.074 (3) | 0.016 (2) | −0.003 (2) | −0.018 (2) |
C6 | 0.054 (2) | 0.044 (2) | 0.103 (4) | 0.012 (2) | −0.002 (2) | −0.010 (2) |
C7 | 0.042 (2) | 0.045 (2) | 0.092 (3) | 0.013 (2) | 0.006 (2) | 0.007 (2) |
C8 | 0.054 (2) | 0.047 (2) | 0.116 (4) | 0.009 (2) | 0.023 (2) | 0.025 (2) |
C9 | 0.070 (3) | 0.070 (3) | 0.095 (4) | 0.012 (2) | 0.030 (3) | 0.034 (3) |
C10 | 0.066 (3) | 0.068 (3) | 0.070 (3) | 0.007 (2) | 0.021 (2) | 0.023 (2) |
C11 | 0.041 (2) | 0.037 (2) | 0.064 (2) | 0.013 (1) | 0.006 (2) | 0.004 (2) |
C12 | 0.044 (2) | 0.044 (2) | 0.054 (2) | 0.021 (1) | 0.005 (2) | 0.000 (2) |
C13 | 0.079 (3) | 0.054 (2) | 0.057 (2) | 0.014 (2) | 0.011 (2) | 0.010 (2) |
C14 | 0.093 (4) | 0.056 (2) | 0.066 (3) | 0.021 (2) | 0.008 (2) | 0.014 (2) |
C15 | 0.083 (3) | 0.055 (2) | 0.089 (4) | 0.028 (2) | −0.002 (3) | 0.008 (2) |
C16 | 0.060 (2) | 0.048 (2) | 0.073 (3) | 0.015 (2) | 0.009 (2) | 0.000 (2) |
C17 | 0.075 (3) | 0.065 (3) | 0.090 (4) | 0.031 (2) | 0.008 (3) | −0.010 (3) |
C18 | 0.064 (3) | 0.072 (3) | 0.087 (3) | 0.019 (2) | 0.022 (2) | −0.022 (3) |
C19 | 0.045 (2) | 0.065 (2) | 0.063 (2) | 0.001 (2) | 0.017 (2) | −0.013 (2) |
C20 | 0.062 (3) | 0.084 (3) | 0.057 (2) | 0.001 (2) | 0.026 (2) | −0.014 (2) |
C21 | 0.070 (3) | 0.083 (3) | 0.047 (2) | 0.006 (2) | 0.018 (2) | 0.004 (2) |
C22 | 0.071 (3) | 0.066 (3) | 0.052 (2) | 0.011 (2) | 0.016 (2) | 0.008 (2) |
C23 | 0.045 (2) | 0.049 (2) | 0.049 (2) | 0.005 (2) | 0.013 (2) | −0.006 (2) |
C24 | 0.047 (2) | 0.040 (2) | 0.058 (2) | 0.006 (1) | 0.009 (2) | −0.002 (2) |
C25 | 0.064 (3) | 0.060 (2) | 0.056 (2) | 0.000 (2) | 0.010 (2) | 0.004 (2) |
C26 | 0.049 (3) | 0.091 (4) | 0.099 (6) | 0.027 (3) | 0.019 (3) | 0.027 (4) |
C26' | 0.049 (3) | 0.091 (4) | 0.099 (6) | 0.027 (3) | 0.019 (3) | 0.027 (4) |
C27 | 0.086 (8) | 0.057 (7) | 0.055 (7) | 0.032 (6) | 0.007 (6) | 0.012 (6) |
C28 | 0.101 (7) | 0.055 (4) | 0.066 (5) | 0.019 (4) | 0.004 (5) | 0.010 (4) |
C29 | 0.124 (7) | 0.060 (5) | 0.059 (5) | 0.033 (5) | 0.023 (5) | 0.001 (4) |
C30 | 0.100 (6) | 0.077 (5) | 0.057 (4) | 0.036 (5) | 0.027 (4) | 0.025 (4) |
C31 | 0.088 (8) | 0.066 (8) | 0.055 (7) | 0.023 (6) | 0.014 (7) | 0.008 (6) |
C32 | 0.086 (6) | 0.070 (5) | 0.062 (5) | 0.036 (5) | 0.005 (4) | 0.001 (4) |
Geometric parameters (Å, º) top
Cd1—O1 | 2.267 (3) | C18—C19 | 1.424 (7) |
Cd1—O1W | 2.312 (3) | C19—C23 | 1.400 (5) |
Cd1—N1 | 2.359 (3) | C19—C20 | 1.413 (7) |
Cd1—N2 | 2.364 (3) | C20—C21 | 1.357 (8) |
Cd1—N3 | 2.374 (3) | C21—C22 | 1.394 (6) |
Cd1—N4 | 2.332 (3) | C23—C24 | 1.460 (6) |
S1—C26 | 1.75 (1) | C25—C26 | 1.533 (9) |
S1—C27 | 1.716 (6) | C25—C26'i | 1.535 (9) |
O1'—C26' | 1.46 (1) | C26'—C25i | 1.535 (9) |
O1'—C31 | 1.462 (6) | C27—C28 | 1.39 |
O1—C25 | 1.221 (5) | C27—C32 | 1.39 |
O2—C25 | 1.165 (6) | C28—C29 | 1.39 |
O3—N5 | 1.180 (5) | C29—C30 | 1.39 |
O4—N5 | 1.199 (4) | C30—C31 | 1.39 |
O5—N5 | 1.207 (4) | C31—C32 | 1.39 |
N1—C1 | 1.324 (5) | O1W—H1W1 | 0.82 |
N1—C12 | 1.363 (5) | O1W—H1W2 | 0.82 |
N2—C10 | 1.337 (5) | C1—H1 | 0.93 |
N2—C11 | 1.353 (5) | C2—H2 | 0.93 |
N3—C13 | 1.326 (5) | C3—H3 | 0.93 |
N3—C24 | 1.351 (5) | C5—H5 | 0.93 |
N4—C22 | 1.323 (5) | C6—H6 | 0.93 |
N4—C23 | 1.349 (5) | C8—H8 | 0.93 |
C1—C2 | 1.385 (6) | C9—H9 | 0.93 |
C2—C3 | 1.368 (7) | C10—H10 | 0.93 |
C3—C4 | 1.377 (7) | C13—H13 | 0.93 |
C4—C12 | 1.426 (5) | C14—H14 | 0.93 |
C4—C5 | 1.432 (7) | C15—H15 | 0.93 |
C5—C6 | 1.320 (8) | C17—H17 | 0.93 |
C6—C7 | 1.438 (7) | C18—H18 | 0.93 |
C7—C8 | 1.387 (7) | C20—H20 | 0.93 |
C7—C11 | 1.411 (5) | C21—H21 | 0.93 |
C8—C9 | 1.371 (8) | C22—H22 | 0.93 |
C9—C10 | 1.382 (7) | C26—H26A | 0.97 |
C11—C12 | 1.430 (6) | C26—H26B | 0.97 |
C13—C14 | 1.390 (7) | C26'—H26C | 0.97 |
C14—C15 | 1.382 (8) | C26'—H26D | 0.97 |
C15—C16 | 1.382 (7) | C28—H28 | 0.93 |
C16—C24 | 1.405 (6) | C29—H29 | 0.93 |
C16—C17 | 1.428 (7) | C30—H30 | 0.93 |
C17—C18 | 1.356 (8) | C32—H32 | 0.93 |
O1—Cd1—O1W | 86.8 (1) | N3—C24—C23 | 118.0 (3) |
O1—Cd1—N1 | 111.7 (1) | C16—C24—C23 | 119.2 (4) |
O1—Cd1—N2 | 86.5 (1) | O2—C25—O1 | 127.7 (5) |
O1—Cd1—N3 | 155.0 (1) | O2—C25—C26 | 110.0 (6) |
O1—Cd1—N4 | 88.6 (1) | O1—C25—C26 | 121.3 (6) |
O1W—Cd1—N1 | 87.6 (1) | O2—C25—C26'i | 115.3 (7) |
O1W—Cd1—N2 | 152.8 (1) | O1—C25—C26'i | 117.0 (6) |
O1W—Cd1—N3 | 87.8 (1) | C25—C26—S1 | 114.3 (7) |
O1W—Cd1—N4 | 112.1 (1) | O1'—C26'—C25i | 120.4 (8) |
N1—Cd1—N2 | 70.7 (1) | C28—C27—C32 | 120.0 |
N1—Cd1—N3 | 92.4 (1) | C28—C27—S1 | 123.6 (4) |
N1—Cd1—N4 | 153.0 (1) | C32—C27—S1 | 116.0 (4) |
N2—Cd1—N3 | 108.6 (1) | C27—C28—C29 | 120.0 |
N2—Cd1—N4 | 94.0 (1) | C30—C29—C28 | 120.0 |
N3—Cd1—N4 | 70.9 (1) | C29—C30—C31 | 120.0 |
C27—S1—C26 | 107.4 (7) | C32—C31—C30 | 120.0 |
C26'—O1'—C31 | 112.6 (9) | C32—C31—O1' | 114.9 (5) |
C25—O1—Cd1 | 129.3 (3) | C30—C31—O1' | 124.9 (5) |
C1—N1—C12 | 118.6 (3) | C31—C32—C27 | 120.0 |
C1—N1—Cd1 | 125.5 (3) | Cd1—O1W—H1W2 | 109.5 |
C12—N1—Cd1 | 115.9 (2) | H1W1—O1W—H1W2 | 109.5 |
C10—N2—C11 | 118.4 (4) | N1—C1—H1 | 118.4 |
C10—N2—Cd1 | 125.3 (3) | C2—C1—H1 | 118.4 |
C11—N2—Cd1 | 116.2 (3) | C3—C2—H2 | 120.6 |
C13—N3—C24 | 117.4 (4) | C1—C2—H2 | 120.6 |
C13—N3—Cd1 | 126.6 (3) | C2—C3—H3 | 119.7 |
C24—N3—Cd1 | 115.7 (3) | C4—C3—H3 | 119.7 |
C22—N4—C23 | 118.2 (4) | C6—C5—H5 | 119.0 |
C22—N4—Cd1 | 124.6 (3) | C4—C5—H5 | 119.0 |
C23—N4—Cd1 | 117.2 (2) | C5—C6—H6 | 119.0 |
O3—N5—O4 | 117.4 (4) | C7—C6—H6 | 119.0 |
O3—N5—O5 | 120.1 (4) | C9—C8—H8 | 120.4 |
O4—N5—O5 | 122.5 (4) | C7—C8—H8 | 120.4 |
N1—C1—C2 | 123.2 (4) | C8—C9—H9 | 120.2 |
Cd1—O1W—H1W1 | 109.5 | C10—C9—H9 | 120.2 |
C3—C2—C1 | 118.8 (4) | N2—C10—H10 | 118.7 |
C2—C3—C4 | 120.6 (4) | C9—C10—H10 | 118.7 |
C3—C4—C12 | 117.6 (4) | N3—C13—H13 | 117.8 |
C3—C4—C5 | 124.6 (4) | C14—C13—H13 | 117.8 |
C12—C4—C5 | 117.8 (4) | C15—C14—H14 | 121.4 |
C6—C5—C4 | 122.1 (4) | C13—C14—H14 | 121.4 |
C5—C6—C7 | 122.1 (4) | C16—C15—H15 | 119.7 |
C8—C7—C11 | 118.2 (4) | C14—C15—H15 | 119.7 |
C8—C7—C6 | 123.5 (4) | C18—C17—H17 | 120.0 |
C11—C7—C6 | 118.3 (4) | C16—C17—H17 | 120.0 |
C9—C8—C7 | 119.3 (4) | C17—C18—H18 | 119.0 |
C8—C9—C10 | 119.7 (5) | C19—C18—H18 | 119.0 |
N2—C10—C9 | 122.6 (5) | C21—C20—H20 | 119.8 |
N2—C11—C7 | 121.9 (4) | C19—C20—H20 | 119.8 |
N2—C11—C12 | 118.5 (3) | C20—C21—H21 | 120.9 |
C7—C11—C12 | 119.7 (4) | C22—C21—H21 | 120.9 |
N1—C12—C4 | 121.2 (4) | N4—C22—H22 | 118.2 |
N1—C12—C11 | 118.8 (3) | C21—C22—H22 | 118.2 |
C4—C12—C11 | 120.1 (4) | C25—C26—H26A | 108.7 |
N3—C13—C14 | 124.3 (5) | S1—C26—H26A | 108.7 |
C15—C14—C13 | 117.3 (5) | C25—C26—H26B | 108.7 |
C16—C15—C14 | 120.7 (4) | S1—C26—H26B | 108.7 |
C15—C16—C24 | 117.4 (4) | H26A—C26—H26B | 107.6 |
C15—C16—C17 | 122.6 (4) | O1'—C26'—H26C | 107.2 |
C24—C16—C17 | 120.1 (4) | C25i—C26'—H26C | 107.2 |
C18—C17—C16 | 120.1 (5) | O1'—C26'—H26D | 107.2 |
C17—C18—C19 | 122.0 (4) | C25i—C26'—H26D | 107.2 |
C23—C19—C20 | 116.9 (4) | H26C—C26'—H26D | 106.8 |
C23—C19—C18 | 119.4 (5) | C27—C28—H28 | 120.0 |
C20—C19—C18 | 123.7 (4) | C29—C28—H28 | 120.0 |
C21—C20—C19 | 120.4 (4) | C30—C29—H29 | 120.0 |
C20—C21—C22 | 118.3 (4) | C28—C29—H29 | 120.0 |
N4—C22—C21 | 123.5 (5) | C29—C30—H30 | 120.0 |
N4—C23—C19 | 122.7 (4) | C31—C30—H30 | 120.0 |
N4—C23—C24 | 118.1 (3) | C31—C32—H32 | 120.0 |
C19—C23—C24 | 119.2 (4) | C27—C32—H32 | 120.0 |
N3—C24—C16 | 122.9 (4) | ||
O1W—Cd1—O1—C25 | −13.4 (4) | C6—C7—C11—N2 | 179.8 (4) |
N4—Cd1—O1—C25 | 98.8 (4) | C8—C7—C11—C12 | 179.7 (4) |
N1—Cd1—O1—C25 | −99.5 (4) | C6—C7—C11—C12 | 0.3 (5) |
N2—Cd1—O1—C25 | −167.1 (4) | C1—N1—C12—C4 | 0.1 (5) |
N3—Cd1—O1—C25 | 64.4 (5) | Cd1—N1—C12—C4 | 179.0 (3) |
O1—Cd1—N1—C1 | 101.3 (3) | C1—N1—C12—C11 | −179.5 (3) |
O1W—Cd1—N1—C1 | 15.7 (3) | Cd1—N1—C12—C11 | −0.6 (4) |
N4—Cd1—N1—C1 | −122.5 (3) | C3—C4—C12—N1 | −0.6 (5) |
N2—Cd1—N1—C1 | 179.2 (3) | C5—C4—C12—N1 | −180.0 (3) |
N3—Cd1—N1—C1 | −72.0 (3) | C3—C4—C12—C11 | 178.9 (3) |
O1—Cd1—N1—C12 | −77.5 (3) | C5—C4—C12—C11 | −0.4 (5) |
O1W—Cd1—N1—C12 | −163.0 (3) | N2—C11—C12—N1 | 0.4 (5) |
N4—Cd1—N1—C12 | 58.7 (4) | C7—C11—C12—N1 | 180.0 (3) |
N2—Cd1—N1—C12 | 0.4 (2) | N2—C11—C12—C4 | −179.1 (3) |
N3—Cd1—N1—C12 | 109.2 (2) | C7—C11—C12—C4 | 0.4 (5) |
O1—Cd1—N2—C10 | −64.7 (4) | C24—N3—C13—C14 | −0.1 (7) |
O1W—Cd1—N2—C10 | −140.6 (4) | Cd1—N3—C13—C14 | 174.1 (4) |
N4—Cd1—N2—C10 | 23.7 (4) | N3—C13—C14—C15 | 1.4 (8) |
N1—Cd1—N2—C10 | −179.1 (4) | C13—C14—C15—C16 | −2.0 (8) |
N3—Cd1—N2—C10 | 94.9 (4) | C14—C15—C16—C24 | 1.3 (7) |
O1—Cd1—N2—C11 | 114.2 (3) | C14—C15—C16—C17 | −179.6 (5) |
O1W—Cd1—N2—C11 | 38.3 (4) | C15—C16—C17—C18 | −179.7 (5) |
N4—Cd1—N2—C11 | −157.4 (3) | C24—C16—C17—C18 | −0.7 (7) |
N1—Cd1—N2—C11 | −0.2 (2) | C16—C17—C18—C19 | −0.1 (8) |
N3—Cd1—N2—C11 | −86.2 (3) | C17—C18—C19—C23 | −0.1 (7) |
O1—Cd1—N3—C13 | −140.4 (4) | C17—C18—C19—C20 | −179.3 (5) |
O1W—Cd1—N3—C13 | −62.8 (4) | C23—C19—C20—C21 | −1.1 (6) |
N4—Cd1—N3—C13 | −177.1 (4) | C18—C19—C20—C21 | 178.1 (4) |
N1—Cd1—N3—C13 | 24.6 (4) | C19—C20—C21—C22 | −0.4 (7) |
N2—Cd1—N3—C13 | 95.0 (4) | C23—N4—C22—C21 | −1.1 (7) |
O1—Cd1—N3—C24 | 33.9 (4) | Cd1—N4—C22—C21 | 179.9 (3) |
O1W—Cd1—N3—C24 | 111.5 (3) | C20—C21—C22—N4 | 1.6 (7) |
N4—Cd1—N3—C24 | −2.9 (3) | C22—N4—C23—C19 | −0.6 (6) |
N1—Cd1—N3—C24 | −161.1 (3) | Cd1—N4—C23—C19 | 178.5 (3) |
N2—Cd1—N3—C24 | −90.7 (3) | C22—N4—C23—C24 | −179.3 (4) |
O1—Cd1—N4—C22 | 15.2 (3) | Cd1—N4—C23—C24 | −0.2 (4) |
O1W—Cd1—N4—C22 | 101.2 (4) | C20—C19—C23—N4 | 1.7 (6) |
N1—Cd1—N4—C22 | −124.8 (4) | C18—C19—C23—N4 | −177.6 (4) |
N2—Cd1—N4—C22 | −71.2 (3) | C20—C19—C23—C24 | −179.7 (4) |
N3—Cd1—N4—C22 | −179.4 (4) | C18—C19—C23—C24 | 1.1 (6) |
O1—Cd1—N4—C23 | −163.8 (3) | C13—N3—C24—C16 | −0.7 (6) |
O1W—Cd1—N4—C23 | −77.9 (3) | Cd1—N3—C24—C16 | −175.6 (3) |
N1—Cd1—N4—C23 | 56.2 (4) | C13—N3—C24—C23 | 178.7 (4) |
N2—Cd1—N4—C23 | 109.8 (3) | Cd1—N3—C24—C23 | 3.9 (4) |
N3—Cd1—N4—C23 | 1.5 (3) | C15—C16—C24—N3 | 0.1 (6) |
C12—N1—C1—C2 | −0.5 (6) | C17—C16—C24—N3 | −179.0 (4) |
Cd1—N1—C1—C2 | −179.3 (3) | C15—C16—C24—C23 | −179.3 (4) |
N1—C1—C2—C3 | 1.5 (7) | C17—C16—C24—C23 | 1.6 (6) |
C1—C2—C3—C4 | −2.1 (7) | N4—C23—C24—N3 | −2.5 (5) |
C2—C3—C4—C12 | 1.6 (6) | C19—C23—C24—N3 | 178.7 (3) |
C2—C3—C4—C5 | −179.1 (4) | N4—C23—C24—C16 | 176.9 (4) |
C3—C4—C5—C6 | −179.7 (4) | C19—C23—C24—C16 | −1.8 (5) |
C12—C4—C5—C6 | −0.4 (6) | Cd1—O1—C25—O2 | 12 (1) |
C4—C5—C6—C7 | 1.1 (7) | Cd1—O1—C25—C26 | 180 (1) |
C5—C6—C7—C8 | 179.6 (4) | Cd1—O1—C25—C26'i | −166.9 (9) |
C5—C6—C7—C11 | −1.1 (6) | O2—C25—C26—S1 | 160 (1) |
C11—C7—C8—C9 | 1.9 (6) | O1—C25—C26—S1 | −10 (2) |
C6—C7—C8—C9 | −178.8 (4) | C27—S1—C26—C25 | 67 (1) |
C7—C8—C9—C10 | −1.7 (7) | C31—O1'—C26'—C25i | 70 (2) |
C11—N2—C10—C9 | 0.9 (7) | C26—S1—C27—C28 | 32.9 (7) |
Cd1—N2—C10—C9 | 179.7 (4) | C26—S1—C27—C32 | −153.9 (5) |
C8—C9—C10—N2 | 0.3 (8) | S1—C27—C28—C29 | 172.9 (5) |
C10—N2—C11—C7 | −0.6 (6) | C29—C30—C31—O1' | 175.0 (7) |
Cd1—N2—C11—C7 | −179.6 (3) | C26'—O1'—C31—C32 | −151.9 (6) |
C10—N2—C11—C12 | 178.9 (4) | C26'—O1'—C31—C30 | 33 (1) |
Cd1—N2—C11—C12 | 0.0 (4) | O1'—C31—C32—C27 | −175.5 (6) |
C8—C7—C11—N2 | −0.8 (6) | S1—C27—C32—C31 | −173.4 (5) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W1···O2 | 0.82 | 1.97 | 2.692 (6) | 146 |
O1W—H1W2···O3 | 0.82 | 2.12 | 2.904 (8) | 161 |