metal-organic compounds
The two symmetry-independent molecules of the title dinuclear complex, [Cu2(C9H9O2S)4(C5H5N)2], lie on centers of inversion located midway between the Cu atoms. Four carboxylate anions function as bridges to the two Cu atoms and each Cu atom is coordinated by a pyridine molecule.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805002412/bt6592sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805002412/bt6592Isup2.hkl |
CCDC reference: 259822
Key indicators
- Single-crystal X-ray study
- T = 275 K
- Mean (C-C) = 0.005 Å
- R factor = 0.037
- wR factor = 0.120
- Data-to-parameter ratio = 18.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.97 Ratio PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.69 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.02 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 C8 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C16 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O7 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C3 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C6 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C12 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C15
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 13 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 11 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 0 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.
Crystal data top
[Cu2(C9H9O2S)4(C5H5N)2] | Z = 2 |
Mr = 1010.17 | F(000) = 1044 |
Triclinic, P1 | Dx = 1.479 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 13.341 (3) Å | Cell parameters from 19327 reflections |
b = 13.981 (3) Å | θ = 3.0–27.5° |
c = 14.185 (3) Å | µ = 1.18 mm−1 |
α = 70.33 (1)° | T = 275 K |
β = 75.80 (1)° | Block, blue |
γ = 66.64 (1)° | 0.38 × 0.26 × 0.17 mm |
V = 2268.0 (8) Å3 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 10252 independent reflections |
Radiation source: fine-focus sealed tube | 7833 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 = −16→17 |
Tmin = 0.704, Tmax = 0.825 | k = −18→18 |
22338 measured reflections | l = −18→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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.120 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0764P)2] where P = (Fo2 + 2Fc2)/3 |
10252 reflections | (Δ/σ)max = 0.001 |
563 parameters | Δρmax = 0.48 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.52937 (2) | 0.50656 (2) | 0.58079 (2) | 0.03266 (9) | |
Cu2 | 0.96613 (2) | 0.50716 (2) | 0.91589 (2) | 0.03330 (9) | |
S1 | 0.75166 (6) | 0.14411 (5) | 0.43059 (5) | 0.0560 (2) | |
S2 | 0.78127 (5) | 0.70046 (6) | 0.35605 (6) | 0.0563 (2) | |
S3 | 0.71729 (5) | 0.86461 (5) | 0.89155 (5) | 0.0480 (2) | |
S4 | 0.74603 (5) | 0.27515 (6) | 1.12078 (6) | 0.0567 (2) | |
O1 | 0.6314 (2) | 0.3588 (1) | 0.5825 (1) | 0.0476 (4) | |
O2 | 0.5834 (1) | 0.3470 (1) | 0.4475 (1) | 0.0471 (4) | |
O3 | 0.6382 (1) | 0.5632 (1) | 0.4796 (1) | 0.0460 (4) | |
O4 | 0.5887 (2) | 0.5528 (2) | 0.3453 (1) | 0.0486 (4) | |
O5 | 0.8649 (1) | 0.6502 (1) | 0.9312 (1) | 0.0500 (5) | |
O6 | 0.9199 (2) | 0.6378 (1) | 1.0722 (1) | 0.0528 (5) | |
O7 | 0.8626 (2) | 0.4398 (2) | 1.0125 (1) | 0.0532 (4) | |
O8 | 0.9190 (2) | 0.4273 (2) | 1.1525 (1) | 0.0523 (4) | |
N1 | 0.5745 (2) | 0.5119 (2) | 0.7147 (2) | 0.0377 (4) | |
N2 | 0.9123 (2) | 0.5177 (2) | 0.7811 (1) | 0.0373 (4) | |
C1 | 0.6374 (2) | 0.3103 (2) | 0.5199 (2) | 0.0381 (5) | |
C2 | 0.7171 (2) | 0.1949 (2) | 0.5393 (2) | 0.0454 (6) | |
C3 | 0.8401 (2) | 0.0099 (2) | 0.4770 (2) | 0.0470 (6) | |
C4 | 0.8830 (3) | −0.0519 (2) | 0.4100 (2) | 0.073 (1) | |
C5 | 0.9541 (3) | −0.1569 (2) | 0.4387 (3) | 0.080 (1) | |
C6 | 0.9842 (2) | −0.2053 (2) | 0.5329 (2) | 0.0525 (7) | |
C7 | 0.9389 (3) | −0.1430 (3) | 0.5992 (3) | 0.094 (1) | |
C8 | 0.8696 (4) | −0.0376 (3) | 0.5716 (3) | 0.098 (2) | |
C9 | 1.0627 (3) | −0.3201 (2) | 0.5639 (3) | 0.0665 (8) | |
C10 | 0.6459 (2) | 0.5758 (2) | 0.3869 (2) | 0.0370 (5) | |
C11 | 0.7312 (2) | 0.6208 (2) | 0.3150 (2) | 0.0500 (6) | |
C12 | 0.6689 (2) | 0.8228 (2) | 0.3510 (2) | 0.0485 (6) | |
C13 | 0.5733 (2) | 0.8303 (2) | 0.4183 (2) | 0.0595 (7) | |
C14 | 0.4901 (3) | 0.9300 (2) | 0.4146 (3) | 0.0679 (8) | |
C15 | 0.5008 (3) | 1.0233 (3) | 0.3459 (3) | 0.0712 (9) | |
C16 | 0.5980 (4) | 1.0154 (3) | 0.2819 (3) | 0.092 (1) | |
C17 | 0.6799 (3) | 0.9168 (3) | 0.2830 (3) | 0.0758 (9) | |
C18 | 0.4080 (4) | 1.1305 (3) | 0.3427 (4) | 0.109 (2) | |
C19 | 0.5260 (2) | 0.5966 (2) | 0.7520 (2) | 0.0474 (6) | |
C20 | 0.5514 (2) | 0.6006 (2) | 0.8380 (2) | 0.0617 (8) | |
C21 | 0.6322 (2) | 0.5139 (3) | 0.8886 (2) | 0.0592 (8) | |
C22 | 0.6817 (2) | 0.4254 (2) | 0.8514 (2) | 0.0576 (7) | |
C23 | 0.6514 (2) | 0.4273 (2) | 0.7654 (2) | 0.0515 (7) | |
C24 | 0.8626 (2) | 0.6861 (2) | 1.0017 (2) | 0.0386 (5) | |
C25 | 0.7842 (2) | 0.7987 (2) | 1.0032 (2) | 0.0462 (6) | |
C26 | 0.6436 (2) | 0.9965 (2) | 0.9059 (2) | 0.0399 (5) | |
C27 | 0.5994 (2) | 1.0745 (2) | 0.8218 (2) | 0.0526 (7) | |
C28 | 0.5369 (2) | 1.1791 (2) | 0.8255 (2) | 0.0557 (7) | |
C29 | 0.5157 (2) | 1.2105 (2) | 0.9128 (2) | 0.0461 (6) | |
C30 | 0.5608 (2) | 1.1320 (2) | 0.9966 (2) | 0.0545 (7) | |
C31 | 0.6227 (2) | 1.0269 (2) | 0.9943 (2) | 0.0532 (7) | |
C32 | 0.4448 (3) | 1.3233 (2) | 0.9196 (2) | 0.0602 (7) | |
C33 | 0.8605 (2) | 0.4130 (2) | 1.1060 (2) | 0.0407 (5) | |
C34 | 0.7776 (2) | 0.3605 (2) | 1.1718 (2) | 0.0518 (6) | |
C35 | 0.8628 (2) | 0.1556 (2) | 1.1343 (2) | 0.0480 (6) | |
C36 | 0.8561 (3) | 0.0688 (3) | 1.1131 (3) | 0.0683 (8) | |
C37 | 0.9426 (3) | −0.0284 (3) | 1.1237 (3) | 0.077 (1) | |
C38 | 1.0383 (3) | −0.0436 (3) | 1.1549 (3) | 0.0731 (9) | |
C39 | 1.0447 (3) | 0.0437 (2) | 1.1738 (3) | 0.0695 (9) | |
C40 | 0.9601 (2) | 0.1421 (2) | 1.1635 (2) | 0.0586 (7) | |
C41 | 1.1324 (3) | −0.1509 (3) | 1.1671 (4) | 0.104 (2) | |
C42 | 0.9529 (2) | 0.4328 (2) | 0.7441 (2) | 0.0484 (6) | |
C43 | 0.9237 (3) | 0.4331 (2) | 0.6571 (2) | 0.0618 (8) | |
C44 | 0.8490 (2) | 0.5246 (2) | 0.6063 (2) | 0.0593 (7) | |
C45 | 0.8081 (2) | 0.6131 (2) | 0.6431 (2) | 0.0592 (8) | |
C46 | 0.8407 (2) | 0.6076 (2) | 0.7301 (2) | 0.0501 (6) | |
H46 | 0.8120 | 0.6685 | 0.7543 | 0.060* | |
H2a | 0.6845 | 0.1491 | 0.5954 | 0.054* | |
H2b | 0.7838 | 0.1917 | 0.5580 | 0.054* | |
H4 | 0.8642 | −0.0230 | 0.3447 | 0.087* | |
H5 | 0.9829 | −0.1965 | 0.3912 | 0.096* | |
H7 | 0.9555 | −0.1728 | 0.6652 | 0.113* | |
H8 | 0.8422 | 0.0023 | 0.6189 | 0.118* | |
H9a | 1.1284 | −0.3293 | 0.5161 | 0.100* | |
H8b | 1.0283 | −0.3694 | 0.5657 | 0.100* | |
H9c | 1.0814 | −0.3343 | 0.6297 | 0.100* | |
H11a | 0.7002 | 0.6649 | 0.2528 | 0.060* | |
H11b | 0.7940 | 0.5604 | 0.2989 | 0.060* | |
H13 | 0.5647 | 0.7685 | 0.4661 | 0.071* | |
H14 | 0.4257 | 0.9338 | 0.4595 | 0.081* | |
H16 | 0.6085 | 1.0778 | 0.2371 | 0.110* | |
H17 | 0.7436 | 0.9134 | 0.2372 | 0.091* | |
H18a | 0.3811 | 1.1587 | 0.2785 | 0.163* | |
H18b | 0.4347 | 1.1807 | 0.3522 | 0.163* | |
H18c | 0.3495 | 1.1202 | 0.3955 | 0.163* | |
H19 | 0.4722 | 0.6562 | 0.7182 | 0.057* | |
H20 | 0.5145 | 0.6614 | 0.8623 | 0.074* | |
H21 | 0.6523 | 0.5156 | 0.9461 | 0.071* | |
H22 | 0.7353 | 0.3646 | 0.8842 | 0.069* | |
H23 | 0.6860 | 0.3667 | 0.7407 | 0.062* | |
H25a | 0.8245 | 0.8410 | 1.0081 | 0.055* | |
H25b | 0.7292 | 0.7947 | 1.0621 | 0.055* | |
H27 | 0.6121 | 1.0559 | 0.7618 | 0.063* | |
H28 | 0.5083 | 1.2296 | 0.7678 | 0.067* | |
H30 | 0.5488 | 1.1510 | 1.0564 | 0.065* | |
H31 | 0.6506 | 0.9761 | 1.0522 | 0.064* | |
H32a | 0.4202 | 1.3664 | 0.8553 | 0.090* | |
H32b | 0.4868 | 1.3549 | 0.9379 | 0.090* | |
H32c | 0.3822 | 1.3205 | 0.9698 | 0.090* | |
H34a | 0.7096 | 0.4173 | 1.1859 | 0.062* | |
H34b | 0.8053 | 0.3175 | 1.2358 | 0.062* | |
H36 | 0.7924 | 0.0761 | 1.0914 | 0.082* | |
H37 | 0.9356 | −0.0854 | 1.1092 | 0.092* | |
H39 | 1.1091 | 0.0361 | 1.1945 | 0.083* | |
H40 | 0.9685 | 0.1994 | 1.1763 | 0.070* | |
H41a | 1.1089 | −0.2040 | 1.1590 | 0.157* | |
H41b | 1.1542 | −0.1739 | 1.2331 | 0.157* | |
H41c | 1.1937 | −0.1428 | 1.1168 | 0.157* | |
H42 | 1.0035 | 0.3701 | 0.7782 | 0.058* | |
H43 | 0.9544 | 0.3717 | 0.6333 | 0.074* | |
H44 | 0.8267 | 0.5265 | 0.5483 | 0.071* | |
H45 | 0.7583 | 0.6770 | 0.6094 | 0.071* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0363 (2) | 0.0276 (1) | 0.0300 (1) | −0.0052 (1) | −0.0096 (1) | −0.0061 (1) |
Cu2 | 0.0360 (2) | 0.0279 (1) | 0.0306 (2) | −0.0046 (1) | −0.0089 (1) | −0.0058 (1) |
S1 | 0.0678 (4) | 0.0369 (3) | 0.0413 (3) | 0.0060 (3) | −0.0104 (3) | −0.0102 (3) |
S2 | 0.0440 (3) | 0.0551 (4) | 0.0689 (5) | −0.0211 (3) | −0.0091 (3) | −0.0094 (3) |
S3 | 0.0526 (3) | 0.0349 (3) | 0.0482 (4) | 0.0015 (3) | −0.0167 (3) | −0.0136 (3) |
S4 | 0.0479 (3) | 0.0506 (4) | 0.0689 (5) | −0.0209 (3) | −0.0187 (3) | −0.0001 (3) |
O1 | 0.055 (1) | 0.031 (1) | 0.048 (1) | 0.002 (1) | −0.019 (1) | −0.012 (1) |
O2 | 0.049 (1) | 0.033 (1) | 0.052 (1) | 0.002 (1) | −0.018 (1) | −0.014 (1) |
O3 | 0.050 (1) | 0.051 (1) | 0.038 (1) | −0.023 (1) | −0.008 (1) | −0.005 (1) |
O4 | 0.054 (1) | 0.059 (1) | 0.036 (1) | −0.028 (1) | −0.005 (1) | −0.007 (1) |
O5 | 0.053 (1) | 0.035 (1) | 0.052 (1) | 0.005 (1) | −0.021 (1) | −0.016 (1) |
O6 | 0.060 (1) | 0.037 (1) | 0.051 (1) | 0.006 (1) | −0.023 (1) | −0.015 (1) |
O7 | 0.057 (1) | 0.063 (1) | 0.043 (1) | −0.032 (1) | −0.010 (1) | −0.001 (1) |
O8 | 0.056 (1) | 0.064 (1) | 0.039 (1) | −0.032 (1) | −0.004 (1) | −0.005 (1) |
N1 | 0.037 (1) | 0.038 (1) | 0.036 (1) | −0.009 (1) | −0.009 (1) | −0.010 (1) |
N2 | 0.034 (1) | 0.038 (1) | 0.036 (1) | −0.006 (1) | −0.010 (1) | −0.009 (1) |
C1 | 0.037 (1) | 0.027 (1) | 0.039 (1) | −0.006 (1) | −0.003 (1) | −0.005 (1) |
C2 | 0.049 (1) | 0.031 (1) | 0.044 (1) | 0.000 (1) | −0.009 (1) | −0.009 (1) |
C3 | 0.051 (1) | 0.033 (1) | 0.045 (1) | −0.002 (1) | −0.006 (1) | −0.011 (1) |
C4 | 0.106 (3) | 0.045 (2) | 0.047 (2) | 0.003 (2) | −0.021 (2) | −0.018 (1) |
C5 | 0.118 (3) | 0.041 (2) | 0.060 (2) | 0.002 (2) | −0.010 (2) | −0.024 (1) |
C6 | 0.054 (2) | 0.035 (1) | 0.062 (2) | −0.005 (1) | −0.008 (1) | −0.016 (1) |
C7 | 0.134 (3) | 0.053 (2) | 0.071 (2) | 0.028 (2) | −0.055 (2) | −0.028 (2) |
C8 | 0.145 (4) | 0.056 (2) | 0.066 (2) | 0.032 (2) | −0.052 (2) | −0.036 (2) |
C9 | 0.068 (2) | 0.035 (1) | 0.083 (2) | −0.002 (1) | −0.017 (2) | −0.013 (1) |
C10 | 0.033 (1) | 0.028 (1) | 0.041 (1) | −0.004 (1) | −0.008 (1) | −0.005 (1) |
C11 | 0.048 (1) | 0.051 (1) | 0.048 (2) | −0.019 (1) | 0.002 (1) | −0.012 (1) |
C12 | 0.055 (1) | 0.049 (1) | 0.045 (1) | −0.024 (1) | −0.011 (1) | −0.007 (1) |
C13 | 0.065 (2) | 0.048 (2) | 0.067 (2) | −0.027 (1) | 0.003 (1) | −0.017 (1) |
C14 | 0.066 (2) | 0.057 (2) | 0.086 (2) | −0.021 (2) | −0.003 (2) | −0.031 (2) |
C15 | 0.090 (2) | 0.051 (2) | 0.075 (2) | −0.012 (2) | −0.032 (2) | −0.020 (2) |
C16 | 0.126 (3) | 0.049 (2) | 0.075 (2) | −0.026 (2) | −0.013 (2) | 0.008 (2) |
C17 | 0.086 (2) | 0.063 (2) | 0.063 (2) | −0.032 (2) | 0.003 (2) | 0.001 (2) |
C18 | 0.136 (4) | 0.057 (2) | 0.121 (4) | 0.004 (2) | −0.050 (3) | −0.031 (2) |
C19 | 0.041 (1) | 0.046 (1) | 0.053 (2) | −0.002 (1) | −0.016 (1) | −0.019 (1) |
C20 | 0.062 (2) | 0.063 (2) | 0.064 (2) | −0.004 (1) | −0.018 (1) | −0.037 (2) |
C21 | 0.055 (2) | 0.077 (2) | 0.050 (2) | −0.012 (2) | −0.017 (1) | −0.029 (2) |
C22 | 0.054 (2) | 0.058 (2) | 0.050 (2) | 0.002 (1) | −0.022 (1) | −0.015 (1) |
C23 | 0.052 (1) | 0.048 (1) | 0.046 (2) | 0.001 (1) | −0.018 (1) | −0.017 (1) |
C24 | 0.038 (1) | 0.030 (1) | 0.040 (1) | −0.004 (1) | −0.006 (1) | −0.008 (1) |
C25 | 0.050 (1) | 0.034 (1) | 0.044 (1) | 0.002 (1) | −0.014 (1) | −0.011 (1) |
C26 | 0.040 (1) | 0.030 (1) | 0.044 (1) | −0.004 (1) | −0.010 (1) | −0.008 (1) |
C27 | 0.065 (2) | 0.042 (1) | 0.041 (1) | −0.003 (1) | −0.014 (1) | −0.011 (1) |
C28 | 0.069 (2) | 0.038 (1) | 0.043 (1) | −0.002 (1) | −0.020 (1) | −0.001 (1) |
C29 | 0.046 (1) | 0.034 (1) | 0.052 (2) | −0.006 (1) | −0.010 (1) | −0.009 (1) |
C30 | 0.068 (2) | 0.042 (1) | 0.047 (2) | −0.002 (1) | −0.019 (1) | −0.017 (1) |
C31 | 0.060 (2) | 0.041 (1) | 0.046 (1) | 0.003 (1) | −0.020 (1) | −0.010 (1) |
C32 | 0.067 (2) | 0.034 (1) | 0.067 (2) | −0.004 (1) | −0.012 (1) | −0.012 (1) |
C33 | 0.038 (1) | 0.032 (1) | 0.045 (1) | −0.008 (1) | −0.004 (1) | −0.006 (1) |
C34 | 0.049 (1) | 0.046 (1) | 0.053 (2) | −0.019 (1) | 0.004 (1) | −0.008 (1) |
C35 | 0.051 (1) | 0.047 (1) | 0.044 (1) | −0.022 (1) | −0.005 (1) | −0.005 (1) |
C36 | 0.071 (2) | 0.073 (2) | 0.074 (2) | −0.037 (2) | −0.002 (2) | −0.026 (2) |
C37 | 0.093 (3) | 0.059 (2) | 0.085 (2) | −0.034 (2) | 0.011 (2) | −0.034 (2) |
C38 | 0.068 (2) | 0.051 (2) | 0.079 (2) | −0.017 (2) | 0.011 (2) | −0.009 (2) |
C39 | 0.059 (2) | 0.055 (2) | 0.084 (2) | −0.020 (1) | −0.015 (2) | 0.000 (2) |
C40 | 0.057 (2) | 0.047 (1) | 0.072 (2) | −0.021 (1) | −0.021 (1) | −0.004 (1) |
C41 | 0.095 (3) | 0.058 (2) | 0.121 (4) | −0.006 (2) | 0.006 (3) | −0.015 (2) |
C42 | 0.049 (1) | 0.040 (1) | 0.052 (2) | −0.003 (1) | −0.018 (1) | −0.016 (1) |
C43 | 0.072 (2) | 0.054 (2) | 0.064 (2) | −0.005 (1) | −0.030 (2) | −0.027 (1) |
C44 | 0.064 (2) | 0.070 (2) | 0.049 (2) | −0.013 (2) | −0.026 (1) | −0.020 (1) |
C45 | 0.058 (2) | 0.053 (2) | 0.052 (2) | 0.003 (1) | −0.028 (1) | −0.007 (1) |
C46 | 0.056 (2) | 0.040 (1) | 0.045 (1) | −0.001 (1) | −0.016 (1) | −0.012 (1) |
Geometric parameters (Å, º) top
Cu1—Cu1i | 2.6797 (7) | C30—C31 | 1.379 (3) |
Cu1—O1 | 1.968 (2) | C33—C34 | 1.520 (3) |
Cu1—O2i | 1.979 (2) | C35—C40 | 1.382 (4) |
Cu1—O3 | 1.980 (2) | C35—C36 | 1.385 (4) |
Cu1—O4i | 1.978 (2) | C36—C37 | 1.380 (4) |
Cu1—N1 | 2.161 (2) | C37—C38 | 1.368 (5) |
Cu2—O5 | 1.968 (2) | C38—C39 | 1.372 (5) |
Cu2—Cu2ii | 2.6729 (7) | C38—C41 | 1.515 (4) |
Cu2—O6ii | 1.975 (2) | C39—C40 | 1.380 (4) |
Cu2—O7 | 1.977 (2) | C42—C43 | 1.381 (4) |
Cu2—O8ii | 1.979 (2) | C43—C44 | 1.367 (4) |
Cu2—N2 | 2.143 (2) | C44—C45 | 1.363 (4) |
S1—C3 | 1.772 (2) | C45—C46 | 1.376 (4) |
S1—C2 | 1.795 (2) | C2—H2a | 0.97 |
S2—C12 | 1.765 (3) | C2—H2b | 0.97 |
S2—C11 | 1.801 (3) | C5—H5 | 0.93 |
S3—C26 | 1.768 (2) | C7—H7 | 0.93 |
S3—C25 | 1.792 (2) | C8—H8 | 0.93 |
S4—C35 | 1.767 (3) | C9—H9a | 0.96 |
S4—C34 | 1.804 (3) | C9—H8b | 0.96 |
O1—C1 | 1.258 (3) | C9—H9c | 0.96 |
O2—C1 | 1.246 (3) | C11—H11a | 0.97 |
O3—C10 | 1.251 (3) | C11—H11b | 0.97 |
O4—C10 | 1.255 (3) | C13—H13 | 0.93 |
O5—C24 | 1.251 (3) | C14—H14 | 0.93 |
O6—C24 | 1.245 (3) | C16—H16 | 0.93 |
O7—C33 | 1.248 (3) | C17—H17 | 0.93 |
O8—C33 | 1.244 (3) | C18—H18a | 0.96 |
N1—C19 | 1.322 (3) | C18—H18b | 0.96 |
N1—C23 | 1.340 (3) | C18—H18c | 0.96 |
N2—C42 | 1.322 (3) | C19—H19 | 0.93 |
N2—C46 | 1.338 (3) | C20—H20 | 0.93 |
C1—C2 | 1.515 (3) | C21—H21 | 0.93 |
C3—C8 | 1.360 (4) | C22—H22 | 0.93 |
C3—C4 | 1.368 (3) | C23—H23 | 0.93 |
C4—C5 | 1.380 (4) | C25—H25a | 0.97 |
C5—C6 | 1.357 (4) | C25—H25b | 0.97 |
C6—C7 | 1.365 (4) | C27—H27 | 0.93 |
C6—C9 | 1.511 (3) | C28—H28 | 0.93 |
C7—C8 | 1.374 (4) | C30—H30 | 0.93 |
C10—C11 | 1.515 (3) | C31—H31 | 0.93 |
C12—C17 | 1.382 (4) | C32—H32a | 0.96 |
C12—C13 | 1.383 (4) | C32—H32b | 0.96 |
C13—C14 | 1.389 (4) | C32—H32c | 0.96 |
C14—C15 | 1.377 (5) | C34—H34a | 0.97 |
C15—C16 | 1.376 (5) | C34—H34b | 0.97 |
C15—C18 | 1.514 (4) | C36—H36 | 0.93 |
C16—C17 | 1.376 (5) | C37—H37 | 0.93 |
C19—C20 | 1.368 (4) | C39—H39 | 0.93 |
C20—C21 | 1.379 (4) | C40—H40 | 0.93 |
C21—C22 | 1.366 (4) | C41—H41a | 0.96 |
C22—C23 | 1.364 (4) | C41—H41b | 0.96 |
C24—C25 | 1.510 (3) | C41—H41c | 0.96 |
C26—C27 | 1.385 (3) | C42—H42 | 0.93 |
C26—C31 | 1.386 (3) | C43—H43 | 0.93 |
C27—C28 | 1.379 (3) | C44—H44 | 0.93 |
C28—C29 | 1.380 (4) | C45—H45 | 0.93 |
C29—C30 | 1.389 (3) | C46—H46 | 0.93 |
C29—C32 | 1.504 (3) | ||
O1—Cu1—O2i | 167.11 (7) | C37—C38—C41 | 121.6 (4) |
O1—Cu1—O3 | 88.88 (8) | C39—C38—C41 | 122.0 (4) |
O1—Cu1—O4i | 89.34 (8) | C38—C39—C40 | 123.1 (3) |
O1—Cu1—N1 | 95.73 (7) | C39—C40—C35 | 119.9 (3) |
O2i—Cu1—O3 | 89.85 (8) | N2—C42—C43 | 123.1 (2) |
O2i—Cu1—O4i | 89.00 (8) | C44—C43—C42 | 119.2 (2) |
O2i—Cu1—N1 | 97.15 (7) | C45—C44—C43 | 118.1 (3) |
O3—Cu1—O4i | 166.93 (7) | C44—C45—C46 | 119.8 (2) |
O3—Cu1—N1 | 98.41 (8) | N2—C46—C45 | 122.4 (2) |
O4i—Cu1—N1 | 94.65 (8) | C1—C2—H2a | 109.2 |
O1—Cu1—Cu1i | 83.22 (5) | S1—C2—H2a | 109.2 |
O4i—Cu1—Cu1i | 83.32 (5) | C1—C2—H2b | 109.2 |
O2i—Cu1—Cu1i | 83.88 (5) | S1—C2—H2b | 109.2 |
O3—Cu1—Cu1i | 83.61 (5) | H2a—C2—H2b | 107.9 |
N1—Cu1—Cu1i | 177.72 (6) | C3—C4—H4 | 119.8 |
O5—Cu2—O6ii | 166.97 (7) | C5—C4—H4 | 119.8 |
O5—Cu2—O7 | 89.78 (9) | C6—C5—H5 | 118.3 |
O5—Cu2—O8ii | 88.63 (8) | C4—C5—H5 | 118.3 |
O5—Cu2—N2 | 96.52 (7) | C6—C7—H7 | 118.9 |
O6ii—Cu2—O7 | 89.29 (9) | C8—C7—H7 | 118.9 |
O6ii—Cu2—O8ii | 89.33 (9) | C3—C8—H8 | 119.1 |
O6ii—Cu2—N2 | 96.49 (7) | C7—C8—H8 | 119.1 |
O7—Cu2—O8ii | 166.89 (8) | C6—C9—H9a | 109.5 |
O7—Cu2—N2 | 96.76 (8) | C6—C9—H8b | 109.5 |
O8ii—Cu2—N2 | 96.35 (8) | H9a—C9—H8b | 109.5 |
O5—Cu2—Cu2ii | 83.78 (5) | C6—C9—H9c | 109.5 |
O6ii—Cu2—Cu2ii | 83.20 (5) | H9a—C9—H9c | 109.5 |
O7—Cu2—Cu2ii | 83.16 (6) | H8b—C9—H9c | 109.5 |
O8ii—Cu2—Cu2ii | 83.73 (6) | C10—C11—H11a | 107.8 |
N2—Cu2—Cu2ii | 179.68 (5) | S2—C11—H11a | 107.8 |
C3—S1—C2 | 101.4 (1) | C10—C11—H11b | 107.8 |
C12—S2—C11 | 103.4 (1) | S2—C11—H11b | 107.8 |
C26—S3—C25 | 102.0 (1) | H11a—C11—H11b | 107.2 |
C35—S4—C34 | 104.1 (1) | C12—C13—H13 | 120.0 |
C1—O1—Cu1 | 123.7 (2) | C14—C13—H13 | 120.0 |
C1—O2—Cu1i | 122.6 (2) | C15—C14—H14 | 119.2 |
C10—O3—Cu1 | 123.5 (2) | C13—C14—H14 | 119.2 |
C10—O4—Cu1i | 123.9 (2) | C17—C16—H16 | 119.4 |
C24—O5—Cu2 | 123.1 (2) | C15—C16—H16 | 119.4 |
C24—O6—Cu2ii | 123.6 (2) | C16—C17—H17 | 119.5 |
C33—O7—Cu2 | 123.8 (2) | C12—C17—H17 | 119.5 |
C33—O8—Cu2ii | 123.1 (2) | C15—C18—H18a | 109.5 |
C19—N1—C23 | 117.0 (2) | C15—C18—H18b | 109.5 |
C19—N1—Cu1 | 122.0 (2) | H18a—C18—H18b | 109.5 |
C23—N1—Cu1 | 121.0 (2) | C15—C18—H18c | 109.5 |
C42—N2—C46 | 117.4 (2) | H18a—C18—H18c | 109.5 |
C42—N2—Cu2 | 119.3 (2) | H18b—C18—H18c | 109.5 |
C46—N2—Cu2 | 123.3 (2) | N1—C19—H19 | 118.5 |
O2—C1—O1 | 126.6 (2) | C20—C19—H19 | 118.5 |
O2—C1—C2 | 118.8 (2) | C19—C20—H20 | 120.2 |
O1—C1—C2 | 114.6 (2) | C21—C20—H20 | 120.2 |
C1—C2—S1 | 112.0 (2) | C22—C21—H21 | 121.1 |
C8—C3—C4 | 116.9 (2) | C20—C21—H21 | 121.1 |
C8—C3—S1 | 127.0 (2) | C23—C22—H22 | 120.5 |
C4—C3—S1 | 116.1 (2) | C21—C22—H22 | 120.5 |
C3—C4—C5 | 120.3 (3) | N1—C23—H23 | 118.2 |
C5—C6—C7 | 115.5 (2) | C22—C23—H23 | 118.2 |
C5—C6—C9 | 123.2 (2) | C24—C25—H25a | 109.4 |
C7—C6—C9 | 121.3 (3) | S3—C25—H25a | 109.4 |
C6—C7—C8 | 122.1 (3) | C24—C25—H25b | 109.4 |
C6—C5—C4 | 123.3 (3) | S3—C25—H25b | 109.4 |
C3—C8—C7 | 121.8 (3) | H25a—C25—H25b | 108.0 |
O3—C10—O4 | 125.6 (2) | C28—C27—H27 | 119.4 |
O3—C10—C11 | 119.7 (2) | C26—C27—H27 | 119.4 |
O4—C10—C11 | 114.7 (2) | C27—C28—H28 | 119.2 |
C10—C11—S2 | 117.8 (2) | C29—C28—H28 | 119.2 |
C17—C12—C13 | 118.3 (3) | C31—C30—H30 | 118.9 |
C17—C12—S2 | 118.9 (2) | C29—C30—H30 | 118.9 |
C13—C12—S2 | 122.5 (2) | C30—C31—H31 | 119.9 |
C12—C13—C14 | 120.0 (3) | C26—C31—H31 | 119.9 |
C15—C14—C13 | 121.5 (3) | C29—C32—H32a | 109.5 |
C16—C15—C14 | 117.8 (3) | C29—C32—H32b | 109.5 |
C16—C15—C18 | 121.9 (4) | H32a—C32—H32b | 109.5 |
C14—C15—C18 | 120.3 (4) | C29—C32—H32c | 109.5 |
C17—C16—C15 | 121.3 (3) | H32a—C32—H32c | 109.5 |
C16—C17—C12 | 121.0 (3) | H32b—C32—H32c | 109.5 |
N1—C19—C20 | 122.9 (2) | C33—C34—H34a | 108.2 |
C19—C20—C21 | 119.6 (2) | S4—C34—H34a | 108.2 |
C22—C21—C20 | 117.9 (3) | C33—C34—H34b | 108.2 |
C23—C22—C21 | 119.1 (2) | S4—C34—H34b | 108.2 |
N1—C23—C22 | 123.5 (2) | H34a—C34—H34b | 107.4 |
O6—C24—C25 | 115.6 (2) | C37—C36—H36 | 119.6 |
O5—C24—C25 | 118.2 (2) | C35—C36—H36 | 119.6 |
C24—C25—S3 | 111.2 (2) | C38—C37—H37 | 118.9 |
O6—C24—O5 | 126.2 (2) | C36—C37—H37 | 118.9 |
C27—C26—C31 | 117.9 (2) | C38—C39—H39 | 118.5 |
C27—C26—S3 | 116.2 (2) | C40—C39—H39 | 118.5 |
C31—C26—S3 | 125.8 (2) | C39—C40—H40 | 120.0 |
C28—C27—C26 | 121.2 (2) | C35—C40—H40 | 120.0 |
C27—C28—C29 | 121.6 (2) | C38—C41—H41a | 109.5 |
C28—C29—C30 | 116.9 (2) | C38—C41—H41b | 109.5 |
C28—C29—C32 | 122.5 (2) | H41a—C41—H41b | 109.5 |
C30—C29—C32 | 120.6 (2) | C38—C41—H41c | 109.5 |
C31—C30—C29 | 122.2 (2) | H41a—C41—H41c | 109.5 |
C30—C31—C26 | 120.3 (2) | H41b—C41—H41c | 109.5 |
O8—C33—O7 | 126.1 (2) | N2—C42—H42 | 118.5 |
O8—C33—C34 | 115.4 (2) | C43—C42—H42 | 118.5 |
O7—C33—C34 | 118.5 (2) | C44—C43—H43 | 120.4 |
C33—C34—S4 | 116.3 (2) | C42—C43—H43 | 120.4 |
C40—C35—C36 | 117.6 (3) | C45—C44—H44 | 120.9 |
C40—C35—S4 | 125.4 (2) | C43—C44—H44 | 120.9 |
C36—C35—S4 | 117.0 (2) | C44—C45—H45 | 120.1 |
C37—C36—C35 | 120.9 (3) | C46—C45—H45 | 120.1 |
C38—C37—C36 | 122.1 (3) | N2—C46—H46 | 118.8 |
C37—C38—C39 | 116.4 (3) | C45—C46—H46 | 118.8 |
O4i—Cu1—O1—C1 | 82.8 (2) | C17—C12—C13—C14 | 1.8 (5) |
O2i—Cu1—O1—C1 | 0.2 (5) | S2—C12—C13—C14 | 176.1 (2) |
O3—Cu1—O1—C1 | −84.2 (2) | C12—C13—C14—C15 | −1.1 (5) |
N1—Cu1—O1—C1 | 177.4 (2) | C13—C14—C15—C16 | −1.3 (5) |
Cu1i—Cu1—O1—C1 | −0.5 (2) | C13—C14—C15—C18 | 179.1 (3) |
O1—Cu1—O3—C10 | 84.2 (2) | C14—C15—C16—C17 | 3.0 (6) |
O4i—Cu1—O3—C10 | 1.9 (4) | C18—C15—C16—C17 | −177.4 (4) |
O2i—Cu1—O3—C10 | −83.0 (2) | C15—C16—C17—C12 | −2.4 (6) |
N1—Cu1—O3—C10 | 179.8 (2) | C13—C12—C17—C16 | −0.1 (5) |
Cu1i—Cu1—O3—C10 | 0.9 (2) | S2—C12—C17—C16 | −174.7 (3) |
O6ii—Cu2—O5—C24 | −2.5 (5) | C23—N1—C19—C20 | 0.2 (4) |
O7—Cu2—O5—C24 | 83.4 (2) | Cu1—N1—C19—C20 | 178.4 (2) |
O8ii—Cu2—O5—C24 | −83.6 (2) | N1—C19—C20—C21 | 1.0 (5) |
N2—Cu2—O5—C24 | −179.8 (2) | C19—C20—C21—C22 | −1.8 (5) |
Cu2ii—Cu2—O5—C24 | 0.3 (2) | C20—C21—C22—C23 | 1.5 (5) |
O5—Cu2—O7—C33 | −85.1 (2) | C19—N1—C23—C22 | −0.5 (4) |
O6ii—Cu2—O7—C33 | 81.9 (2) | Cu1—N1—C23—C22 | −178.7 (2) |
O8ii—Cu2—O7—C33 | −2.1 (5) | C21—C22—C23—N1 | −0.3 (5) |
N2—Cu2—O7—C33 | 178.4 (2) | Cu2ii—O6—C24—O5 | 2.7 (4) |
Cu2ii—Cu2—O7—C33 | −1.3 (2) | Cu2ii—O6—C24—C25 | −176.9 (2) |
O1—Cu1—N1—C19 | −177.9 (2) | Cu2—O5—C24—O6 | −1.8 (4) |
O4i—Cu1—N1—C19 | −88.1 (2) | Cu2—O5—C24—C25 | 177.8 (2) |
O2i—Cu1—N1—C19 | 1.5 (2) | O6—C24—C25—S3 | 173.9 (2) |
O3—Cu1—N1—C19 | 92.4 (2) | O5—C24—C25—S3 | −5.7 (3) |
O1—Cu1—N1—C23 | 0.3 (2) | C26—S3—C25—C24 | −174.0 (2) |
O4i—Cu1—N1—C23 | 90.1 (2) | C25—S3—C26—C27 | 167.9 (2) |
O2i—Cu1—N1—C23 | 179.6 (2) | C25—S3—C26—C31 | −15.1 (3) |
O3—Cu1—N1—C23 | −89.5 (2) | C31—C26—C27—C28 | 0.3 (4) |
O5—Cu2—N2—C42 | −174.8 (2) | S3—C26—C27—C28 | 177.5 (2) |
O6ii—Cu2—N2—C42 | 5.8 (2) | C26—C27—C28—C29 | 0.0 (5) |
O7—Cu2—N2—C42 | −84.3 (2) | C27—C28—C29—C30 | 0.3 (4) |
O8ii—Cu2—N2—C42 | 95.8 (2) | C27—C28—C29—C32 | −178.0 (3) |
O5—Cu2—N2—C46 | 6.9 (2) | C28—C29—C30—C31 | −0.8 (4) |
O6ii—Cu2—N2—C46 | −172.5 (2) | C32—C29—C30—C31 | 177.5 (3) |
O7—Cu2—N2—C46 | 97.4 (2) | C29—C30—C31—C26 | 1.1 (5) |
O8ii—Cu2—N2—C46 | −82.5 (2) | C27—C26—C31—C30 | −0.8 (4) |
Cu1i—O2—C1—O1 | −1.7 (4) | S3—C26—C31—C30 | −177.7 (2) |
Cu1i—O2—C1—C2 | 176.4 (2) | Cu2ii—O8—C33—O7 | −2.3 (4) |
Cu1—O1—C1—O2 | 1.5 (4) | Cu2ii—O8—C33—C34 | 179.4 (2) |
Cu1—O1—C1—C2 | −176.7 (2) | Cu2—O7—C33—O8 | 2.6 (4) |
O2—C1—C2—S1 | 18.4 (3) | Cu2—O7—C33—C34 | −179.2 (2) |
O1—C1—C2—S1 | −163.2 (2) | O8—C33—C34—S4 | −147.9 (2) |
C3—S1—C2—C1 | −178.2 (2) | O7—C33—C34—S4 | 33.6 (3) |
C2—S1—C3—C8 | 0.7 (4) | C35—S4—C34—C33 | 75.2 (2) |
C2—S1—C3—C4 | −179.2 (3) | C34—S4—C35—C40 | −8.6 (3) |
C8—C3—C4—C5 | −0.9 (6) | C34—S4—C35—C36 | 171.8 (2) |
S1—C3—C4—C5 | 179.0 (3) | C40—C35—C36—C37 | 1.7 (5) |
C3—C4—C5—C6 | 1.0 (6) | S4—C35—C36—C37 | −178.6 (3) |
C4—C5—C6—C7 | 0.2 (6) | C35—C36—C37—C38 | −0.3 (5) |
C4—C5—C6—C9 | −179.5 (3) | C36—C37—C38—C39 | −0.9 (5) |
C5—C6—C7—C8 | −1.4 (6) | C36—C37—C38—C41 | 179.5 (3) |
C9—C6—C7—C8 | 178.3 (4) | C37—C38—C39—C40 | 0.6 (5) |
C4—C3—C8—C7 | −0.3 (6) | C41—C38—C39—C40 | −179.8 (3) |
S1—C3—C8—C7 | 179.8 (3) | C38—C39—C40—C35 | 0.9 (5) |
C6—C7—C8—C3 | 1.6 (7) | C36—C35—C40—C39 | −2.0 (4) |
Cu1—O3—C10—O4 | −1.5 (3) | S4—C35—C40—C39 | 178.4 (2) |
Cu1—O3—C10—C11 | 179.4 (2) | C46—N2—C42—C43 | −0.9 (4) |
Cu1i—O4—C10—O3 | 1.2 (3) | Cu2—N2—C42—C43 | −179.2 (2) |
Cu1i—O4—C10—C11 | −179.7 (2) | N2—C42—C43—C44 | −0.3 (5) |
O3—C10—C11—S2 | −23.0 (3) | C42—C43—C44—C45 | 1.4 (5) |
O4—C10—C11—S2 | 157.8 (2) | C43—C44—C45—C46 | −1.3 (5) |
C12—S2—C11—C10 | −72.4 (2) | C42—N2—C46—C45 | 0.9 (4) |
C11—S2—C12—C17 | −114.9 (3) | Cu2—N2—C46—C45 | 179.3 (2) |
C11—S2—C12—C13 | 70.8 (3) | C44—C45—C46—N2 | 0.1 (5) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+2. |