The title complex, [Cu2(NAA)4(DMSO)2]·2(HNAA)·2DMSO [NAA = α-naphthylacetate (C12H9O2) and DMSO = dimethyl sulfoxide (C2H6OS)], consists of a centrosymmetric dinuclear cage unit, in which two CuII atoms are separated by 2.626 (1) Å and bridged by four bidentate carboxylate groups of naphthylacetates, with an average Cu—O distance of 1.961 (2) Å. Each CuII atom has a five-coordinate square-pyramidal environment with the dimethyl sulfoxide molecule at the apical position. The Cu—O bond length to the DMSO molecule is 2.160 (2) Å.
Supporting information
CCDC reference: 245270
Key indicators
- Single-crystal X-ray study
- T = 130 K
- Mean (C-C) = 0.005 Å
- R factor = 0.070
- wR factor = 0.136
- Data-to-parameter ratio = 19.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.78 Ratio
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C36
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 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
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CrystalClear (Rigaku, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLEASE PROVIDE; software used to prepare material for publication: SHELXL97.
Tetrakis(µ-
α-naphthylacetato-
κ2O:
O')bis[(dimethyl
sulfoxide-
κO)copper(II)]–
α-naphthylacetic acid–dimethyl sulfoxide
(1/2/2)
top
Crystal data top
[Cu2(C12H9O2)4(C2H6OS)2]·2C12H10O2·2C2H6OS | F(000) = 1620 |
Mr = 1552.76 | Dx = 1.419 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 8025 reflections |
a = 12.367 (4) Å | θ = 0.9–28.3° |
b = 13.192 (4) Å | µ = 0.77 mm−1 |
c = 22.682 (7) Å | T = 130 K |
β = 100.905 (3)° | Cube, blue |
V = 3634 (2) Å3 | 0.30 × 0.20 × 0.10 mm |
Z = 2 | |
Data collection top
MERCURY CCD (2x2 bin mode) diffractometer | 8999 independent reflections |
Radiation source: fine-focus sealed tube | 7677 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.053 |
Detector resolution: 14.6306 pixels mm-1 | θmax = 28.3°, θmin = 2.2° |
dtprofit.ref scans | h = −16→16 |
Absorption correction: multi-scan (Blessing, 1995, 1997) | k = −17→15 |
Tmin = 0.831, Tmax = 0.926 | l = −30→28 |
29703 measured reflections | |
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)] = 0.070 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.136 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.18 | w = 1/[σ2(Fo2) + (0.0375P)2 + 5.2231P] where P = (Fo2 + 2Fc2)/3 |
8999 reflections | (Δ/σ)max < 0.001 |
463 parameters | Δρmax = 0.71 e Å−3 |
0 restraints | Δρmin = −0.48 e Å−3 |
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 | |
Cu1 | 0.10667 (3) | 0.51509 (3) | 0.007282 (17) | 0.01682 (10) | |
S1 | 0.34858 (7) | 0.61011 (6) | −0.01466 (4) | 0.02472 (18) | |
S2 | 0.37426 (7) | 0.72230 (6) | 0.13177 (4) | 0.0279 (2) | |
O1 | 0.10956 (19) | 0.47915 (18) | 0.09213 (10) | 0.0271 (5) | |
O2 | 0.07294 (19) | 0.54488 (19) | −0.07880 (10) | 0.0290 (5) | |
O3 | 0.06986 (18) | 0.65490 (16) | 0.02514 (11) | 0.0269 (5) | |
O4 | 0.11248 (18) | 0.37120 (17) | −0.01162 (12) | 0.0303 (6) | |
O5 | 0.28033 (18) | 0.55015 (17) | 0.02227 (11) | 0.0244 (5) | |
O6 | 0.4789 (2) | −0.0135 (2) | 0.15966 (13) | 0.0372 (7) | |
H6B | 0.466 (4) | −0.072 (3) | 0.164 (2) | 0.045 (13)* | |
O7 | 0.6459 (3) | −0.0369 (3) | 0.2114 (2) | 0.0892 (16) | |
O8 | 0.4223 (2) | 0.79862 (18) | 0.17915 (11) | 0.0336 (6) | |
C1 | −0.0722 (3) | 0.4533 (3) | 0.20107 (15) | 0.0283 (7) | |
C2 | −0.1330 (3) | 0.3741 (3) | 0.21667 (17) | 0.0409 (10) | |
H2 | −0.1091 | 0.3081 | 0.2124 | 0.049* | |
C3 | −0.2302 (4) | 0.3899 (4) | 0.23891 (19) | 0.0501 (12) | |
H3 | −0.2690 | 0.3345 | 0.2494 | 0.060* | |
C4 | −0.2679 (3) | 0.4847 (4) | 0.24520 (18) | 0.0523 (13) | |
H4 | −0.3317 | 0.4939 | 0.2606 | 0.063* | |
C5 | −0.2108 (3) | 0.5708 (4) | 0.22851 (17) | 0.0425 (10) | |
C6 | −0.2496 (4) | 0.6702 (4) | 0.2332 (2) | 0.0556 (14) | |
H6A | −0.3138 | 0.6806 | 0.2481 | 0.067* | |
C7 | −0.1945 (4) | 0.7512 (4) | 0.2164 (2) | 0.0611 (15) | |
H7 | −0.2218 | 0.8163 | 0.2194 | 0.073* | |
C8 | −0.0967 (4) | 0.7370 (3) | 0.19457 (18) | 0.0459 (11) | |
H8 | −0.0594 | 0.7927 | 0.1833 | 0.055* | |
C9 | −0.0557 (3) | 0.6406 (3) | 0.18980 (16) | 0.0335 (8) | |
H9 | 0.0093 | 0.6321 | 0.1754 | 0.040* | |
C10 | −0.1113 (3) | 0.5547 (3) | 0.20647 (15) | 0.0298 (8) | |
C11 | −0.0491 (3) | 0.1349 (2) | −0.02880 (16) | 0.0271 (7) | |
C12 | −0.1172 (3) | 0.0945 (3) | −0.07694 (17) | 0.0314 (8) | |
H12 | −0.1049 | 0.1095 | −0.1152 | 0.038* | |
C13 | −0.2063 (3) | 0.0303 (3) | −0.07135 (18) | 0.0347 (9) | |
H13 | −0.2525 | 0.0056 | −0.1055 | 0.042* | |
C14 | −0.2244 (3) | 0.0046 (3) | −0.01592 (19) | 0.0347 (9) | |
H14 | −0.2828 | −0.0378 | −0.0122 | 0.042* | |
C15 | −0.1539 (3) | 0.0426 (2) | 0.03640 (16) | 0.0266 (7) | |
C16 | −0.1682 (3) | 0.0160 (3) | 0.09436 (19) | 0.0359 (9) | |
H16 | −0.2244 | −0.0285 | 0.0989 | 0.043* | |
C17 | −0.1016 (4) | 0.0540 (3) | 0.1439 (2) | 0.0422 (10) | |
H17 | −0.1131 | 0.0356 | 0.1818 | 0.051* | |
C18 | −0.0154 (3) | 0.1208 (3) | 0.13850 (18) | 0.0373 (9) | |
H18 | 0.0297 | 0.1463 | 0.1728 | 0.045* | |
C19 | 0.0022 (3) | 0.1485 (3) | 0.08287 (17) | 0.0313 (8) | |
H19 | 0.0591 | 0.1931 | 0.0797 | 0.038* | |
C20 | −0.0663 (3) | 0.1094 (2) | 0.02928 (16) | 0.0244 (7) | |
C21 | 0.5123 (3) | 0.1918 (2) | 0.13925 (15) | 0.0253 (7) | |
C22 | 0.4654 (3) | 0.2570 (3) | 0.17411 (16) | 0.0316 (8) | |
H22 | 0.4914 | 0.2583 | 0.2154 | 0.038* | |
C23 | 0.3789 (3) | 0.3219 (3) | 0.14881 (18) | 0.0365 (9) | |
H23 | 0.3475 | 0.3646 | 0.1736 | 0.044* | |
C24 | 0.3404 (3) | 0.3232 (3) | 0.08848 (17) | 0.0320 (8) | |
H24 | 0.2828 | 0.3662 | 0.0724 | 0.038* | |
C25 | 0.3882 (3) | 0.2591 (2) | 0.04993 (15) | 0.0242 (7) | |
C26 | 0.3529 (3) | 0.2618 (3) | −0.01333 (16) | 0.0285 (8) | |
H26 | 0.2959 | 0.3051 | −0.0300 | 0.034* | |
C27 | 0.4008 (3) | 0.2021 (3) | −0.05005 (16) | 0.0306 (8) | |
H27 | 0.3770 | 0.2053 | −0.0914 | 0.037* | |
C28 | 0.4866 (3) | 0.1353 (3) | −0.02528 (17) | 0.0297 (8) | |
H28 | 0.5199 | 0.0951 | −0.0504 | 0.036* | |
C29 | 0.5209 (3) | 0.1295 (2) | 0.03549 (16) | 0.0252 (7) | |
H29 | 0.5760 | 0.0836 | 0.0511 | 0.030* | |
C30 | 0.4748 (3) | 0.1917 (2) | 0.07532 (15) | 0.0221 (7) | |
C31 | 0.0320 (3) | 0.4349 (3) | 0.17714 (15) | 0.0295 (8) | |
H31A | 0.0532 | 0.3645 | 0.1839 | 0.035* | |
H31B | 0.0904 | 0.4763 | 0.1997 | 0.035* | |
C32 | 0.0217 (3) | 0.4586 (2) | 0.11057 (14) | 0.0219 (7) | |
C33 | 0.0454 (3) | 0.2045 (2) | −0.03606 (18) | 0.0306 (8) | |
H33A | 0.1116 | 0.1814 | −0.0095 | 0.037* | |
H33B | 0.0576 | 0.1988 | −0.0769 | 0.037* | |
C34 | 0.0274 (3) | 0.3157 (2) | −0.02284 (14) | 0.0225 (7) | |
C35 | 0.6058 (3) | 0.1239 (3) | 0.16856 (17) | 0.0312 (8) | |
H35A | 0.6602 | 0.1225 | 0.1428 | 0.037* | |
H35B | 0.6404 | 0.1553 | 0.2061 | 0.037* | |
C36 | 0.5788 (3) | 0.0157 (3) | 0.18177 (16) | 0.0290 (7) | |
C37 | 0.2637 (3) | 0.7113 (3) | −0.04867 (19) | 0.0348 (9) | |
H37A | 0.2977 | 0.7432 | −0.0786 | 0.052* | |
H37B | 0.2547 | 0.7601 | −0.0186 | 0.052* | |
H37C | 0.1930 | 0.6851 | −0.0672 | 0.052* | |
C38 | 0.3488 (4) | 0.5363 (3) | −0.07993 (18) | 0.0398 (9) | |
H38A | 0.2747 | 0.5172 | −0.0972 | 0.060* | |
H38B | 0.3924 | 0.4765 | −0.0694 | 0.060* | |
H38C | 0.3795 | 0.5752 | −0.1085 | 0.060* | |
C39 | 0.2526 (3) | 0.6746 (3) | 0.15268 (17) | 0.0352 (8) | |
H39A | 0.2275 | 0.6161 | 0.1288 | 0.053* | |
H39B | 0.1965 | 0.7259 | 0.1462 | 0.053* | |
H39C | 0.2680 | 0.6560 | 0.1943 | 0.053* | |
C40 | 0.4560 (3) | 0.6110 (3) | 0.14888 (18) | 0.0374 (9) | |
H40A | 0.4624 | 0.5950 | 0.1907 | 0.056* | |
H40B | 0.5280 | 0.6226 | 0.1401 | 0.056* | |
H40C | 0.4217 | 0.5555 | 0.1250 | 0.056* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.01654 (18) | 0.01465 (18) | 0.01970 (19) | 0.00115 (14) | 0.00453 (14) | 0.00017 (14) |
S1 | 0.0185 (4) | 0.0265 (4) | 0.0302 (4) | −0.0009 (3) | 0.0072 (3) | 0.0008 (3) |
S2 | 0.0330 (5) | 0.0259 (4) | 0.0240 (4) | −0.0020 (3) | 0.0033 (4) | −0.0011 (3) |
O1 | 0.0245 (12) | 0.0335 (13) | 0.0234 (12) | 0.0006 (10) | 0.0046 (10) | 0.0040 (10) |
O2 | 0.0230 (12) | 0.0440 (15) | 0.0203 (12) | −0.0051 (10) | 0.0053 (10) | 0.0024 (10) |
O3 | 0.0242 (12) | 0.0167 (11) | 0.0410 (15) | 0.0017 (9) | 0.0090 (11) | −0.0024 (10) |
O4 | 0.0219 (12) | 0.0187 (12) | 0.0504 (16) | 0.0030 (9) | 0.0071 (11) | −0.0069 (10) |
O5 | 0.0195 (11) | 0.0246 (12) | 0.0302 (13) | −0.0015 (9) | 0.0080 (10) | 0.0034 (9) |
O6 | 0.0350 (14) | 0.0260 (13) | 0.0455 (16) | −0.0063 (12) | −0.0057 (12) | 0.0088 (12) |
O7 | 0.0408 (19) | 0.053 (2) | 0.160 (4) | −0.0003 (16) | −0.018 (2) | 0.058 (2) |
O8 | 0.0440 (15) | 0.0249 (13) | 0.0312 (14) | −0.0066 (11) | 0.0056 (12) | −0.0046 (10) |
C1 | 0.0316 (18) | 0.0349 (19) | 0.0175 (16) | −0.0031 (15) | 0.0024 (14) | 0.0016 (13) |
C2 | 0.046 (2) | 0.047 (2) | 0.028 (2) | −0.0084 (19) | 0.0051 (18) | 0.0125 (17) |
C3 | 0.046 (3) | 0.072 (3) | 0.033 (2) | −0.020 (2) | 0.0098 (19) | 0.013 (2) |
C4 | 0.031 (2) | 0.100 (4) | 0.028 (2) | −0.012 (2) | 0.0122 (17) | −0.004 (2) |
C5 | 0.029 (2) | 0.074 (3) | 0.024 (2) | 0.003 (2) | 0.0033 (16) | −0.0119 (19) |
C6 | 0.037 (2) | 0.086 (4) | 0.041 (3) | 0.016 (2) | −0.002 (2) | −0.029 (2) |
C7 | 0.067 (3) | 0.061 (3) | 0.045 (3) | 0.030 (3) | −0.016 (2) | −0.028 (2) |
C8 | 0.064 (3) | 0.037 (2) | 0.032 (2) | 0.002 (2) | −0.003 (2) | −0.0071 (17) |
C9 | 0.035 (2) | 0.037 (2) | 0.0274 (19) | 0.0012 (16) | 0.0031 (16) | −0.0042 (15) |
C10 | 0.0260 (18) | 0.044 (2) | 0.0199 (17) | −0.0008 (15) | 0.0047 (14) | −0.0020 (14) |
C11 | 0.0319 (18) | 0.0154 (15) | 0.0352 (19) | 0.0077 (13) | 0.0097 (15) | 0.0021 (13) |
C12 | 0.034 (2) | 0.0218 (17) | 0.037 (2) | 0.0061 (14) | 0.0050 (16) | 0.0046 (14) |
C13 | 0.0275 (19) | 0.0299 (19) | 0.041 (2) | 0.0036 (15) | −0.0078 (16) | −0.0032 (16) |
C14 | 0.0263 (18) | 0.0226 (18) | 0.055 (3) | 0.0045 (14) | 0.0069 (17) | 0.0029 (16) |
C15 | 0.0252 (17) | 0.0189 (16) | 0.038 (2) | 0.0075 (13) | 0.0118 (15) | 0.0049 (13) |
C16 | 0.036 (2) | 0.0264 (18) | 0.050 (2) | 0.0083 (16) | 0.0194 (18) | 0.0051 (17) |
C17 | 0.052 (3) | 0.036 (2) | 0.042 (2) | 0.0124 (19) | 0.016 (2) | 0.0077 (17) |
C18 | 0.046 (2) | 0.033 (2) | 0.033 (2) | 0.0109 (17) | 0.0064 (18) | −0.0001 (15) |
C19 | 0.034 (2) | 0.0207 (17) | 0.039 (2) | 0.0035 (14) | 0.0070 (16) | 0.0014 (14) |
C20 | 0.0240 (17) | 0.0166 (15) | 0.0344 (19) | 0.0074 (12) | 0.0097 (14) | 0.0051 (13) |
C21 | 0.0247 (17) | 0.0229 (16) | 0.0276 (18) | −0.0059 (13) | 0.0029 (14) | 0.0031 (13) |
C22 | 0.041 (2) | 0.0272 (18) | 0.0259 (18) | −0.0046 (15) | 0.0051 (16) | −0.0006 (14) |
C23 | 0.047 (2) | 0.0247 (18) | 0.041 (2) | 0.0043 (16) | 0.0181 (18) | −0.0021 (15) |
C24 | 0.035 (2) | 0.0242 (18) | 0.039 (2) | 0.0112 (15) | 0.0106 (16) | 0.0075 (15) |
C25 | 0.0239 (16) | 0.0190 (16) | 0.0301 (18) | 0.0004 (12) | 0.0059 (14) | 0.0047 (13) |
C26 | 0.0236 (17) | 0.0264 (18) | 0.035 (2) | −0.0010 (14) | 0.0030 (15) | 0.0083 (14) |
C27 | 0.0306 (19) | 0.034 (2) | 0.0259 (18) | −0.0087 (15) | 0.0028 (15) | 0.0053 (14) |
C28 | 0.0310 (19) | 0.0267 (18) | 0.035 (2) | −0.0046 (14) | 0.0141 (15) | −0.0005 (14) |
C29 | 0.0235 (17) | 0.0204 (16) | 0.0320 (19) | 0.0006 (13) | 0.0061 (14) | 0.0000 (13) |
C30 | 0.0224 (16) | 0.0178 (15) | 0.0260 (17) | −0.0014 (12) | 0.0044 (13) | 0.0018 (12) |
C31 | 0.0320 (19) | 0.0328 (19) | 0.0230 (18) | 0.0035 (15) | 0.0038 (15) | 0.0040 (14) |
C32 | 0.0271 (17) | 0.0171 (15) | 0.0217 (16) | 0.0025 (12) | 0.0047 (13) | 0.0009 (11) |
C33 | 0.035 (2) | 0.0201 (17) | 0.040 (2) | 0.0025 (14) | 0.0150 (16) | −0.0008 (14) |
C34 | 0.0284 (17) | 0.0179 (15) | 0.0228 (16) | 0.0017 (13) | 0.0093 (13) | 0.0023 (12) |
C35 | 0.0271 (18) | 0.0316 (19) | 0.0314 (19) | −0.0045 (14) | −0.0034 (15) | 0.0060 (15) |
C36 | 0.0263 (17) | 0.0313 (18) | 0.0294 (18) | 0.0045 (15) | 0.0051 (14) | 0.0066 (14) |
C37 | 0.0295 (19) | 0.0239 (18) | 0.051 (2) | −0.0013 (15) | 0.0091 (17) | 0.0108 (16) |
C38 | 0.051 (2) | 0.039 (2) | 0.032 (2) | 0.0019 (18) | 0.0155 (18) | −0.0031 (16) |
C39 | 0.0304 (19) | 0.044 (2) | 0.030 (2) | −0.0027 (16) | 0.0034 (16) | −0.0029 (16) |
C40 | 0.038 (2) | 0.034 (2) | 0.039 (2) | 0.0060 (16) | 0.0029 (17) | −0.0076 (16) |
Geometric parameters (Å, º) top
Cu1—O4 | 1.950 (2) | C13—H13 | 0.9300 |
Cu1—O2 | 1.958 (2) | C16—C17 | 1.357 (6) |
Cu1—O3 | 1.960 (2) | C16—C15 | 1.404 (5) |
Cu1—O1 | 1.976 (2) | C16—H16 | 0.9300 |
Cu1—O5 | 2.160 (2) | C27—C28 | 1.411 (5) |
Cu1—Cu1i | 2.6264 (11) | C27—H27 | 0.9300 |
S1—O5 | 1.519 (2) | C22—H22 | 0.9300 |
S1—C38 | 1.773 (4) | C28—H28 | 0.9300 |
S1—C37 | 1.781 (4) | C10—C9 | 1.413 (5) |
O1—C32 | 1.265 (4) | C10—C5 | 1.428 (5) |
O4—C34 | 1.268 (4) | C12—H12 | 0.9300 |
O3—C34i | 1.255 (4) | C33—H33A | 0.9700 |
O2—C32i | 1.254 (4) | C33—H33B | 0.9700 |
O6—C36 | 1.301 (4) | C24—H24 | 0.9300 |
O6—H6B | 0.80 (4) | C37—H37A | 0.9600 |
O7—C36 | 1.188 (4) | C37—H37B | 0.9600 |
O8—S2 | 1.510 (2) | C37—H37C | 0.9600 |
C25—C26 | 1.419 (5) | C35—H35A | 0.9700 |
C25—C30 | 1.427 (4) | C35—H35B | 0.9700 |
C25—C24 | 1.423 (5) | C19—C18 | 1.370 (5) |
C34—O3i | 1.255 (4) | C19—H19 | 0.9300 |
C34—C33 | 1.521 (4) | C18—C17 | 1.407 (6) |
C11—C12 | 1.356 (5) | C18—H18 | 0.9300 |
C11—C20 | 1.414 (5) | C9—C8 | 1.380 (5) |
C11—C33 | 1.519 (5) | C9—H9 | 0.9300 |
C31—C1 | 1.509 (5) | C7—C6 | 1.360 (8) |
C31—C32 | 1.524 (5) | C7—C8 | 1.403 (7) |
C31—H31A | 0.9700 | C7—H7 | 0.9300 |
C31—H31B | 0.9700 | C4—C3 | 1.353 (7) |
C21—C22 | 1.368 (5) | C4—C5 | 1.426 (7) |
C21—C30 | 1.436 (5) | C4—H4 | 0.9300 |
C21—C35 | 1.514 (5) | C6—C5 | 1.407 (7) |
C36—C35 | 1.509 (5) | C6—H6A | 0.9300 |
C23—C24 | 1.361 (5) | C3—C2 | 1.404 (6) |
C23—C22 | 1.406 (5) | C3—H3 | 0.9300 |
C23—H23 | 0.9300 | C17—H17 | 0.9300 |
C26—C27 | 1.361 (5) | C8—H8 | 0.9300 |
C26—H26 | 0.9300 | C2—H2 | 0.9300 |
C32—O2i | 1.254 (4) | C40—S2 | 1.783 (4) |
C29—C28 | 1.366 (5) | C40—H40A | 0.9600 |
C29—C30 | 1.418 (5) | C40—H40B | 0.9600 |
C29—H29 | 0.9300 | C40—H40C | 0.9600 |
C14—C13 | 1.361 (6) | C39—S2 | 1.776 (4) |
C14—C15 | 1.424 (5) | C39—H39A | 0.9600 |
C14—H14 | 0.9300 | C39—H39B | 0.9600 |
C20—C15 | 1.430 (5) | C39—H39C | 0.9600 |
C20—C19 | 1.439 (5) | C38—H38A | 0.9600 |
C1—C2 | 1.372 (5) | C38—H38B | 0.9600 |
C1—C10 | 1.436 (5) | C38—H38C | 0.9600 |
C13—C12 | 1.414 (5) | | |
| | | |
O4—Cu1—O2 | 89.19 (11) | C16—C15—C14 | 121.8 (3) |
O4—Cu1—O3 | 168.76 (10) | C16—C15—C20 | 119.5 (3) |
O2—Cu1—O3 | 90.18 (11) | C14—C15—C20 | 118.7 (3) |
O4—Cu1—O1 | 89.19 (11) | C9—C10—C5 | 118.0 (4) |
O2—Cu1—O1 | 168.76 (10) | C9—C10—C1 | 122.4 (3) |
O3—Cu1—O1 | 89.24 (10) | C5—C10—C1 | 119.6 (4) |
O4—Cu1—O5 | 99.56 (9) | C11—C12—C13 | 122.6 (4) |
O2—Cu1—O5 | 97.58 (9) | C11—C12—H12 | 118.7 |
O3—Cu1—O5 | 91.65 (9) | C13—C12—H12 | 118.7 |
O1—Cu1—O5 | 93.66 (9) | C34—C33—C11 | 114.7 (3) |
O4—Cu1—Cu1i | 84.42 (7) | C34—C33—H33A | 108.6 |
O2—Cu1—Cu1i | 83.43 (7) | C11—C33—H33A | 108.6 |
O3—Cu1—Cu1i | 84.36 (7) | C34—C33—H33B | 108.6 |
O1—Cu1—Cu1i | 85.34 (7) | C11—C33—H33B | 108.6 |
O5—Cu1—Cu1i | 175.90 (7) | H33A—C33—H33B | 107.6 |
O5—S1—C38 | 105.26 (17) | C23—C24—C25 | 120.3 (3) |
O5—S1—C37 | 106.60 (15) | C23—C24—H24 | 119.9 |
C38—S1—C37 | 98.3 (2) | C25—C24—H24 | 119.9 |
C32—O1—Cu1 | 121.0 (2) | S1—C37—H37A | 109.5 |
C34—O4—Cu1 | 122.9 (2) | S1—C37—H37B | 109.5 |
C34i—O3—Cu1 | 122.7 (2) | H37A—C37—H37B | 109.5 |
C32i—O2—Cu1 | 124.4 (2) | S1—C37—H37C | 109.5 |
S1—O5—Cu1 | 131.64 (14) | H37A—C37—H37C | 109.5 |
C36—O6—H6B | 116 (3) | H37B—C37—H37C | 109.5 |
C26—C25—C30 | 119.2 (3) | C36—C35—C21 | 117.9 (3) |
C26—C25—C24 | 121.5 (3) | C36—C35—H35A | 107.8 |
C30—C25—C24 | 119.3 (3) | C21—C35—H35A | 107.8 |
O3i—C34—O4 | 125.6 (3) | C36—C35—H35B | 107.8 |
O3i—C34—C33 | 117.7 (3) | C21—C35—H35B | 107.8 |
O4—C34—C33 | 116.7 (3) | H35A—C35—H35B | 107.2 |
C12—C11—C20 | 118.5 (3) | C18—C19—C20 | 120.8 (3) |
C12—C11—C33 | 121.6 (3) | C18—C19—H19 | 119.6 |
C20—C11—C33 | 119.9 (3) | C20—C19—H19 | 119.6 |
C1—C31—C32 | 114.0 (3) | C19—C18—C17 | 120.2 (4) |
C1—C31—H31A | 108.7 | C19—C18—H18 | 119.9 |
C32—C31—H31A | 108.7 | C17—C18—H18 | 119.9 |
C1—C31—H31B | 108.7 | C8—C9—C10 | 120.8 (4) |
C32—C31—H31B | 108.7 | C8—C9—H9 | 119.6 |
H31A—C31—H31B | 107.6 | C10—C9—H9 | 119.6 |
C22—C21—C30 | 119.6 (3) | C6—C7—C8 | 120.3 (4) |
C22—C21—C35 | 119.3 (3) | C6—C7—H7 | 119.9 |
C30—C21—C35 | 121.1 (3) | C8—C7—H7 | 119.9 |
O7—C36—O6 | 123.7 (4) | C3—C4—C5 | 120.7 (4) |
O7—C36—C35 | 120.6 (3) | C3—C4—H4 | 119.6 |
O6—C36—C35 | 115.7 (3) | C5—C4—H4 | 119.6 |
C24—C23—C22 | 120.8 (3) | C7—C6—C5 | 121.0 (4) |
C24—C23—H23 | 119.6 | C7—C6—H6A | 119.5 |
C22—C23—H23 | 119.6 | C5—C6—H6A | 119.5 |
C27—C26—C25 | 121.2 (3) | C4—C3—C2 | 120.7 (4) |
C27—C26—H26 | 119.4 | C4—C3—H3 | 119.6 |
C25—C26—H26 | 119.4 | C2—C3—H3 | 119.6 |
O2i—C32—O1 | 125.8 (3) | C16—C17—C18 | 120.7 (4) |
O2i—C32—C31 | 117.1 (3) | C16—C17—H17 | 119.7 |
O1—C32—C31 | 117.2 (3) | C18—C17—H17 | 119.7 |
C28—C29—C30 | 121.7 (3) | C9—C8—C7 | 120.3 (4) |
C28—C29—H29 | 119.2 | C9—C8—H8 | 119.8 |
C30—C29—H29 | 119.2 | C7—C8—H8 | 119.8 |
C29—C30—C25 | 117.7 (3) | C1—C2—C3 | 121.8 (4) |
C29—C30—C21 | 123.5 (3) | C1—C2—H2 | 119.1 |
C25—C30—C21 | 118.7 (3) | C3—C2—H2 | 119.1 |
C13—C14—C15 | 120.1 (3) | C6—C5—C10 | 119.6 (4) |
C13—C14—H14 | 120.0 | C6—C5—C4 | 121.9 (4) |
C15—C14—H14 | 120.0 | C10—C5—C4 | 118.5 (4) |
C11—C20—C15 | 120.2 (3) | S2—C40—H40A | 109.5 |
C11—C20—C19 | 122.3 (3) | S2—C40—H40B | 109.5 |
C15—C20—C19 | 117.6 (3) | H40A—C40—H40B | 109.5 |
C2—C1—C10 | 118.5 (4) | S2—C40—H40C | 109.5 |
C2—C1—C31 | 121.1 (4) | H40A—C40—H40C | 109.5 |
C10—C1—C31 | 120.3 (3) | H40B—C40—H40C | 109.5 |
C14—C13—C12 | 119.9 (3) | S2—C39—H39A | 109.5 |
C14—C13—H13 | 120.0 | S2—C39—H39B | 109.5 |
C12—C13—H13 | 120.0 | H39A—C39—H39B | 109.5 |
C17—C16—C15 | 121.3 (4) | S2—C39—H39C | 109.5 |
C17—C16—H16 | 119.4 | H39A—C39—H39C | 109.5 |
C15—C16—H16 | 119.4 | H39B—C39—H39C | 109.5 |
C26—C27—C28 | 119.9 (3) | S1—C38—H38A | 109.5 |
C26—C27—H27 | 120.0 | S1—C38—H38B | 109.5 |
C28—C27—H27 | 120.0 | H38A—C38—H38B | 109.5 |
C21—C22—C23 | 121.3 (3) | S1—C38—H38C | 109.5 |
C21—C22—H22 | 119.3 | H38A—C38—H38C | 109.5 |
C23—C22—H22 | 119.3 | H38B—C38—H38C | 109.5 |
C29—C28—C27 | 120.2 (3) | O8—S2—C39 | 106.59 (17) |
C29—C28—H28 | 119.9 | O8—S2—C40 | 105.26 (16) |
C27—C28—H28 | 119.9 | C39—S2—C40 | 97.14 (19) |
Symmetry code: (i) −x, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6B···O8ii | 0.80 (4) | 1.84 (4) | 2.635 (4) | 172 (4) |
Symmetry code: (ii) x, y−1, z. |