In the crystal structure of the title complex, [Cu
2(C
8H
7O
2)
4(C
3H
7NO)
2], two independent dinuclear Cu
II complex molecules, bridged by phenylacetate anions, are located on inversion centres. The Cu
Cu separations of 2.6414 (8) and 2.6261 (8) Å suggest no bonding between the Cu atoms. The Cu
II ions exist in a square-pyramidal coordination environment, defined by one
N,
N-dimethylformamide and four phenylacetate O atoms.
Supporting information
CCDC reference: 289946
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.043
- wR factor = 0.114
- Data-to-parameter ratio = 18.2
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - O1 .. 5.86 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - O9 .. 5.80 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N1
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 N2
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 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: 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.
Tetrakis(µ-phenylacetato-
κ2O:
O')bis[(
N,
N-dimethylformamide-
κO)copper(II)]
top
Crystal data top
[Cu2(C8H7O2)4(C3H7NO)2] | F(000) = 1688 |
Mr = 813.84 | Dx = 1.433 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 34692 reflections |
a = 14.291 (3) Å | θ = 3.0–27.5° |
b = 17.569 (4) Å | µ = 1.19 mm−1 |
c = 15.791 (3) Å | T = 295 K |
β = 107.95 (3)° | Prism, blue |
V = 3771.7 (15) Å3 | 0.42 × 0.31 × 0.18 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 8596 independent reflections |
Radiation source: fine-focus sealed tube | 6302 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.058 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.0° |
ω scans | h = −17→18 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −22→22 |
Tmin = 0.636, Tmax = 0.815 | l = −20→20 |
35794 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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0605P)2] where P = (Fo2 + 2Fc2)/3 |
8596 reflections | (Δ/σ)max = 0.001 |
473 parameters | Δρmax = 0.51 e Å−3 |
0 restraints | Δρmin = −0.29 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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.497788 (19) | 0.574370 (16) | 0.511441 (17) | 0.03829 (10) | |
Cu2 | 0.97899 (2) | 0.497977 (14) | 0.413011 (17) | 0.03428 (9) | |
O1 | 0.37237 (13) | 0.57093 (10) | 0.41522 (11) | 0.0509 (4) | |
O2 | 0.37429 (13) | 0.44490 (11) | 0.39688 (12) | 0.0569 (5) | |
O3 | 0.43085 (13) | 0.54261 (10) | 0.59805 (11) | 0.0492 (4) | |
O4 | 0.43474 (13) | 0.41718 (10) | 0.57863 (12) | 0.0535 (4) | |
O5 | 0.88654 (12) | 0.58054 (9) | 0.41186 (11) | 0.0481 (4) | |
O6 | 0.92088 (13) | 0.58323 (9) | 0.55919 (11) | 0.0512 (4) | |
O7 | 1.08309 (12) | 0.57367 (9) | 0.42903 (11) | 0.0481 (4) | |
O8 | 1.12007 (13) | 0.57733 (10) | 0.57700 (11) | 0.0524 (4) | |
O9 | 0.50020 (14) | 0.69287 (10) | 0.55525 (11) | 0.0530 (4) | |
O10 | 0.94822 (14) | 0.47746 (10) | 0.27213 (11) | 0.0517 (4) | |
N1 | 0.53690 (16) | 0.76952 (12) | 0.67616 (14) | 0.0546 (5) | |
N2 | 0.91959 (17) | 0.38631 (14) | 0.16610 (14) | 0.0591 (6) | |
C1 | 0.33644 (18) | 0.50958 (15) | 0.37824 (16) | 0.0452 (6) | |
C2 | 0.23712 (19) | 0.51564 (17) | 0.30678 (18) | 0.0569 (7) | |
C3 | 0.21685 (16) | 0.45633 (15) | 0.23500 (16) | 0.0455 (6) | |
C4 | 0.2287 (2) | 0.47139 (18) | 0.15323 (19) | 0.0594 (7) | |
C5 | 0.2105 (3) | 0.4164 (2) | 0.0874 (2) | 0.0746 (9) | |
C6 | 0.1815 (2) | 0.3455 (2) | 0.1018 (2) | 0.0824 (10) | |
C7 | 0.1691 (3) | 0.3294 (2) | 0.1822 (3) | 0.0901 (11) | |
C8 | 0.1855 (2) | 0.38396 (19) | 0.2472 (2) | 0.0717 (9) | |
C9 | 0.41372 (17) | 0.47575 (15) | 0.61507 (15) | 0.0410 (5) | |
C10 | 0.36085 (18) | 0.46227 (16) | 0.68315 (16) | 0.0490 (6) | |
C11 | 0.39440 (19) | 0.51024 (13) | 0.76655 (16) | 0.0418 (5) | |
C12 | 0.4921 (2) | 0.52791 (19) | 0.8061 (2) | 0.0630 (7) | |
C13 | 0.5215 (3) | 0.5677 (2) | 0.8853 (2) | 0.0883 (11) | |
C14 | 0.4542 (3) | 0.5898 (2) | 0.9251 (2) | 0.0941 (12) | |
C15 | 0.3573 (3) | 0.5736 (2) | 0.8869 (2) | 0.0829 (10) | |
C16 | 0.3272 (2) | 0.53394 (17) | 0.8073 (2) | 0.0600 (7) | |
C17 | 0.5753 (3) | 0.7763 (2) | 0.7724 (2) | 0.0831 (10) | |
C18 | 0.5032 (3) | 0.83763 (17) | 0.6263 (2) | 0.0834 (10) | |
C19 | 0.5307 (2) | 0.70298 (15) | 0.63599 (18) | 0.0543 (6) | |
C20 | 0.87769 (17) | 0.60719 (13) | 0.48263 (16) | 0.0404 (5) | |
C21 | 0.80627 (19) | 0.67191 (15) | 0.47338 (17) | 0.0542 (6) | |
C22 | 0.83293 (17) | 0.72966 (13) | 0.54742 (16) | 0.0432 (5) | |
C23 | 0.9271 (2) | 0.75778 (15) | 0.58063 (19) | 0.0570 (7) | |
C24 | 0.9504 (2) | 0.81083 (17) | 0.6484 (2) | 0.0726 (9) | |
C25 | 0.8807 (3) | 0.83638 (18) | 0.6837 (2) | 0.0785 (9) | |
C26 | 0.7863 (3) | 0.80964 (18) | 0.6502 (2) | 0.0736 (9) | |
C27 | 0.7627 (2) | 0.75633 (15) | 0.58260 (18) | 0.0544 (7) | |
C28 | 1.13198 (17) | 0.59721 (13) | 0.50498 (15) | 0.0390 (5) | |
C29 | 1.21402 (19) | 0.65304 (14) | 0.50843 (17) | 0.0483 (6) | |
C30 | 1.23100 (16) | 0.71385 (13) | 0.57853 (15) | 0.0394 (5) | |
C31 | 1.1891 (2) | 0.78444 (15) | 0.55946 (19) | 0.0553 (6) | |
C32 | 1.2075 (2) | 0.84116 (17) | 0.6226 (2) | 0.0717 (9) | |
C33 | 1.2676 (2) | 0.82774 (19) | 0.7067 (2) | 0.0695 (9) | |
C34 | 1.3083 (2) | 0.7574 (2) | 0.7274 (2) | 0.0730 (9) | |
C35 | 1.2913 (2) | 0.70066 (16) | 0.66416 (18) | 0.0582 (7) | |
C36 | 0.9026 (3) | 0.3069 (2) | 0.1433 (2) | 0.0952 (12) | |
C37 | 0.9222 (3) | 0.4390 (2) | 0.0972 (2) | 0.0912 (11) | |
C38 | 0.93405 (19) | 0.41085 (16) | 0.24806 (17) | 0.0536 (6) | |
H2A | 0.1860 | 0.5127 | 0.3353 | 0.068* | |
H2B | 0.2325 | 0.5654 | 0.2792 | 0.068* | |
H4 | 0.2493 | 0.5195 | 0.1421 | 0.071* | |
H5 | 0.2183 | 0.4282 | 0.0326 | 0.090* | |
H6 | 0.1704 | 0.3084 | 0.0578 | 0.099* | |
H7 | 0.1491 | 0.2809 | 0.1929 | 0.108* | |
H8 | 0.1754 | 0.3719 | 0.3011 | 0.086* | |
H10A | 0.3685 | 0.4091 | 0.7004 | 0.059* | |
H10B | 0.2912 | 0.4714 | 0.6549 | 0.059* | |
H12 | 0.5386 | 0.5130 | 0.7792 | 0.076* | |
H13 | 0.5876 | 0.5793 | 0.9115 | 0.106* | |
H14 | 0.4745 | 0.6161 | 0.9788 | 0.113* | |
H15 | 0.3113 | 0.5891 | 0.9141 | 0.099* | |
H16 | 0.2608 | 0.5232 | 0.7812 | 0.072* | |
H17A | 0.5842 | 0.7264 | 0.7986 | 0.125* | |
H17B | 0.5297 | 0.8045 | 0.7939 | 0.125* | |
H17C | 0.6373 | 0.8023 | 0.7883 | 0.125* | |
H18A | 0.4929 | 0.8279 | 0.5642 | 0.125* | |
H18B | 0.5516 | 0.8770 | 0.6464 | 0.125* | |
H18C | 0.4425 | 0.8536 | 0.6347 | 0.125* | |
H19 | 0.5512 | 0.6603 | 0.6718 | 0.065* | |
H21A | 0.7423 | 0.6508 | 0.4694 | 0.065* | |
H21B | 0.8000 | 0.6980 | 0.4178 | 0.065* | |
H23 | 0.9756 | 0.7408 | 0.5571 | 0.068* | |
H24 | 1.0144 | 0.8292 | 0.6701 | 0.087* | |
H25 | 0.8968 | 0.8715 | 0.7300 | 0.094* | |
H26 | 0.7378 | 0.8275 | 0.6731 | 0.088* | |
H27 | 0.6985 | 0.7383 | 0.5608 | 0.065* | |
H29A | 1.2746 | 0.6246 | 0.5182 | 0.058* | |
H29B | 1.1996 | 0.6776 | 0.4508 | 0.058* | |
H30 | 1.1472 | 0.7943 | 0.5025 | 0.066* | |
H32 | 1.1788 | 0.8888 | 0.6078 | 0.086* | |
H33 | 1.2807 | 0.8661 | 0.7494 | 0.083* | |
H34 | 1.3482 | 0.7475 | 0.7851 | 0.088* | |
H35 | 1.3207 | 0.6532 | 0.6792 | 0.070* | |
H36A | 0.9043 | 0.2783 | 0.1955 | 0.143* | |
H36B | 0.9528 | 0.2885 | 0.1198 | 0.143* | |
H36C | 0.8394 | 0.3010 | 0.0993 | 0.143* | |
H37A | 0.9239 | 0.4901 | 0.1191 | 0.137* | |
H37B | 0.8646 | 0.4323 | 0.0468 | 0.137* | |
H37C | 0.9799 | 0.4297 | 0.0798 | 0.137* | |
H38 | 0.9335 | 0.3748 | 0.2911 | 0.064* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.04045 (17) | 0.03807 (17) | 0.03390 (15) | 0.00232 (12) | 0.00785 (12) | −0.00292 (11) |
Cu2 | 0.04072 (16) | 0.03234 (16) | 0.02752 (14) | 0.00120 (11) | 0.00719 (12) | −0.00264 (10) |
O1 | 0.0512 (10) | 0.0533 (11) | 0.0420 (9) | 0.0082 (8) | 0.0051 (8) | −0.0021 (8) |
O2 | 0.0465 (10) | 0.0562 (11) | 0.0542 (11) | 0.0065 (9) | −0.0046 (8) | −0.0083 (9) |
O3 | 0.0637 (11) | 0.0443 (10) | 0.0445 (9) | −0.0015 (8) | 0.0242 (9) | −0.0003 (8) |
O4 | 0.0608 (11) | 0.0473 (10) | 0.0591 (11) | −0.0054 (8) | 0.0285 (10) | −0.0017 (8) |
O5 | 0.0517 (10) | 0.0501 (10) | 0.0376 (9) | 0.0153 (8) | 0.0065 (8) | −0.0028 (7) |
O6 | 0.0653 (11) | 0.0469 (10) | 0.0385 (9) | 0.0208 (9) | 0.0117 (9) | −0.0004 (7) |
O7 | 0.0538 (10) | 0.0492 (10) | 0.0410 (9) | −0.0120 (8) | 0.0140 (8) | −0.0049 (7) |
O8 | 0.0627 (11) | 0.0540 (11) | 0.0410 (9) | −0.0206 (9) | 0.0169 (9) | −0.0069 (8) |
O9 | 0.0670 (11) | 0.0453 (10) | 0.0431 (10) | −0.0002 (8) | 0.0118 (9) | −0.0063 (8) |
O10 | 0.0678 (12) | 0.0510 (10) | 0.0320 (8) | 0.0017 (9) | 0.0091 (8) | −0.0063 (8) |
N1 | 0.0611 (14) | 0.0467 (12) | 0.0514 (13) | −0.0031 (11) | 0.0107 (11) | −0.0121 (10) |
N2 | 0.0641 (14) | 0.0671 (15) | 0.0393 (11) | −0.0048 (12) | 0.0062 (11) | −0.0147 (11) |
C1 | 0.0410 (13) | 0.0605 (17) | 0.0331 (12) | 0.0084 (12) | 0.0100 (11) | −0.0014 (11) |
C2 | 0.0445 (14) | 0.078 (2) | 0.0420 (14) | 0.0150 (13) | 0.0045 (12) | −0.0023 (13) |
C3 | 0.0322 (12) | 0.0590 (16) | 0.0387 (12) | 0.0032 (11) | 0.0013 (10) | 0.0041 (11) |
C4 | 0.0611 (17) | 0.0649 (18) | 0.0498 (15) | −0.0017 (15) | 0.0137 (14) | 0.0054 (14) |
C5 | 0.083 (2) | 0.092 (3) | 0.0429 (16) | 0.0112 (19) | 0.0117 (16) | −0.0052 (16) |
C6 | 0.074 (2) | 0.078 (2) | 0.071 (2) | 0.0124 (19) | −0.0125 (18) | −0.0206 (19) |
C7 | 0.093 (3) | 0.056 (2) | 0.096 (3) | −0.0137 (18) | −0.007 (2) | 0.0070 (19) |
C8 | 0.0679 (19) | 0.080 (2) | 0.0582 (18) | −0.0101 (17) | 0.0067 (16) | 0.0155 (16) |
C9 | 0.0365 (12) | 0.0504 (14) | 0.0330 (11) | −0.0038 (11) | 0.0060 (10) | −0.0046 (10) |
C10 | 0.0472 (14) | 0.0582 (16) | 0.0425 (13) | −0.0089 (12) | 0.0153 (12) | −0.0052 (11) |
C11 | 0.0464 (13) | 0.0417 (13) | 0.0380 (12) | 0.0024 (10) | 0.0138 (11) | 0.0048 (9) |
C12 | 0.0477 (15) | 0.082 (2) | 0.0553 (17) | 0.0002 (15) | 0.0100 (14) | −0.0157 (15) |
C13 | 0.076 (2) | 0.116 (3) | 0.065 (2) | −0.014 (2) | 0.0104 (18) | −0.033 (2) |
C14 | 0.123 (3) | 0.100 (3) | 0.060 (2) | −0.015 (3) | 0.028 (2) | −0.0344 (19) |
C15 | 0.107 (3) | 0.078 (2) | 0.082 (2) | 0.008 (2) | 0.057 (2) | −0.0158 (19) |
C16 | 0.0582 (17) | 0.0629 (18) | 0.0646 (18) | 0.0031 (14) | 0.0273 (15) | −0.0022 (14) |
C17 | 0.101 (3) | 0.090 (2) | 0.0547 (18) | −0.013 (2) | 0.0185 (18) | −0.0226 (17) |
C18 | 0.099 (3) | 0.0539 (19) | 0.084 (2) | 0.0097 (18) | 0.009 (2) | −0.0116 (17) |
C19 | 0.0638 (17) | 0.0456 (15) | 0.0520 (15) | −0.0014 (13) | 0.0156 (14) | −0.0043 (12) |
C20 | 0.0411 (12) | 0.0367 (12) | 0.0403 (12) | 0.0026 (10) | 0.0078 (11) | −0.0040 (10) |
C21 | 0.0551 (15) | 0.0533 (16) | 0.0476 (14) | 0.0175 (13) | 0.0062 (12) | −0.0038 (12) |
C22 | 0.0510 (14) | 0.0335 (12) | 0.0446 (13) | 0.0079 (10) | 0.0140 (11) | 0.0044 (10) |
C23 | 0.0561 (16) | 0.0502 (15) | 0.0684 (18) | 0.0013 (13) | 0.0246 (14) | −0.0036 (13) |
C24 | 0.069 (2) | 0.0540 (18) | 0.091 (2) | −0.0145 (15) | 0.0175 (18) | −0.0131 (16) |
C25 | 0.103 (3) | 0.0512 (18) | 0.080 (2) | −0.0021 (18) | 0.027 (2) | −0.0250 (16) |
C26 | 0.088 (2) | 0.0623 (19) | 0.082 (2) | 0.0111 (17) | 0.044 (2) | −0.0143 (17) |
C27 | 0.0554 (15) | 0.0481 (15) | 0.0613 (17) | 0.0064 (12) | 0.0201 (14) | −0.0010 (12) |
C28 | 0.0457 (13) | 0.0336 (12) | 0.0410 (12) | 0.0000 (10) | 0.0185 (11) | −0.0049 (9) |
C29 | 0.0541 (14) | 0.0461 (14) | 0.0498 (14) | −0.0079 (12) | 0.0235 (12) | −0.0069 (11) |
C30 | 0.0401 (12) | 0.0362 (12) | 0.0447 (12) | −0.0041 (10) | 0.0174 (11) | −0.0010 (10) |
C31 | 0.0604 (16) | 0.0480 (15) | 0.0537 (15) | 0.0076 (13) | 0.0119 (13) | 0.0034 (12) |
C32 | 0.088 (2) | 0.0437 (16) | 0.088 (2) | 0.0077 (15) | 0.033 (2) | −0.0098 (15) |
C33 | 0.077 (2) | 0.070 (2) | 0.069 (2) | −0.0173 (17) | 0.0344 (18) | −0.0315 (17) |
C34 | 0.071 (2) | 0.097 (3) | 0.0442 (16) | −0.0094 (19) | 0.0071 (15) | −0.0107 (16) |
C35 | 0.0646 (17) | 0.0528 (16) | 0.0533 (16) | 0.0064 (14) | 0.0125 (14) | 0.0062 (13) |
C36 | 0.124 (3) | 0.072 (2) | 0.078 (2) | −0.010 (2) | 0.014 (2) | −0.0353 (19) |
C37 | 0.130 (3) | 0.101 (3) | 0.0390 (16) | −0.007 (2) | 0.0209 (19) | −0.0054 (17) |
C38 | 0.0605 (16) | 0.0589 (17) | 0.0364 (13) | −0.0036 (13) | 0.0076 (12) | −0.0069 (11) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.9611 (19) | C12—H12 | 0.9300 |
Cu1—O2i | 1.9802 (19) | C12—C13 | 1.380 (4) |
Cu1—O3 | 1.9756 (17) | C13—H13 | 0.9300 |
Cu1—O4i | 1.9546 (17) | C13—C14 | 1.359 (5) |
Cu1—O9 | 2.1907 (17) | C14—H14 | 0.9300 |
Cu1—Cu1i | 2.6414 (8) | C14—C15 | 1.360 (5) |
Cu2—O5 | 1.9583 (16) | C15—C16 | 1.384 (4) |
Cu2—O6ii | 1.9719 (16) | C15—H15 | 0.9300 |
Cu2—O7 | 1.9529 (16) | C16—H16 | 0.9300 |
Cu2—O8ii | 1.9791 (17) | C17—H17A | 0.9600 |
Cu2—O10 | 2.1609 (17) | C17—H17B | 0.9600 |
Cu2—Cu2ii | 2.6261 (8) | C17—H17C | 0.9600 |
O1—C1 | 1.258 (3) | C18—H18A | 0.9600 |
O2—C1 | 1.254 (3) | C18—H18B | 0.9600 |
O2—Cu1i | 1.9802 (19) | C18—H18C | 0.9600 |
O3—C9 | 1.246 (3) | C19—H19 | 0.9300 |
O4—C9 | 1.260 (3) | C20—C21 | 1.505 (3) |
O4—Cu1i | 1.9546 (17) | C21—C22 | 1.506 (3) |
O5—C20 | 1.254 (3) | C21—H21A | 0.9700 |
O6—C20 | 1.249 (3) | C21—H21B | 0.9700 |
O6—Cu2ii | 1.9719 (16) | C22—C23 | 1.377 (3) |
O7—C28 | 1.257 (3) | C22—C27 | 1.371 (3) |
O8—C28 | 1.251 (3) | C23—C24 | 1.381 (4) |
O8—Cu2ii | 1.9791 (17) | C23—H23 | 0.9300 |
O9—C19 | 1.227 (3) | C24—H24 | 0.9300 |
O10—C38 | 1.228 (3) | C24—C25 | 1.359 (4) |
N1—C17 | 1.453 (3) | C25—C26 | 1.372 (5) |
N1—C18 | 1.432 (4) | C25—H25 | 0.9300 |
N1—C19 | 1.320 (3) | C26—H26 | 0.9300 |
N2—C36 | 1.443 (4) | C26—C27 | 1.381 (4) |
N2—C37 | 1.437 (4) | C27—H27 | 0.9300 |
N2—C38 | 1.319 (3) | C28—C29 | 1.517 (3) |
C1—C2 | 1.521 (3) | C29—H29A | 0.9700 |
C2—C3 | 1.501 (4) | C29—H29B | 0.9700 |
C2—H2A | 0.9700 | C29—C30 | 1.503 (3) |
C2—H2B | 0.9700 | C30—C31 | 1.370 (3) |
C3—C4 | 1.379 (4) | C30—C35 | 1.381 (3) |
C3—C8 | 1.381 (4) | C31—H30 | 0.9300 |
C4—H4 | 0.9300 | C31—C32 | 1.376 (4) |
C4—C5 | 1.384 (4) | C32—C33 | 1.361 (4) |
C5—H5 | 0.9300 | C32—H32 | 0.9300 |
C5—C6 | 1.354 (5) | C33—H33 | 0.9300 |
C6—H6 | 0.9300 | C33—C34 | 1.362 (5) |
C6—C7 | 1.364 (5) | C34—C35 | 1.379 (4) |
C7—H7 | 0.9300 | C34—H34 | 0.9300 |
C7—C8 | 1.372 (5) | C35—H35 | 0.9300 |
C8—H8 | 0.9300 | C36—H36A | 0.9600 |
C9—C10 | 1.511 (3) | C36—H36B | 0.9600 |
C10—H10A | 0.9700 | C36—H36C | 0.9600 |
C10—H10B | 0.9700 | C37—H37A | 0.9600 |
C10—C11 | 1.512 (3) | C37—H37B | 0.9600 |
C11—C12 | 1.378 (4) | C37—H37C | 0.9600 |
C11—C16 | 1.375 (4) | C38—H38 | 0.9300 |
| | | |
O4i—Cu1—O1 | 88.65 (8) | C13—C14—H14 | 119.9 |
O4i—Cu1—O3 | 167.94 (7) | C15—C14—H14 | 119.9 |
O1—Cu1—O3 | 90.33 (8) | C14—C15—C16 | 119.8 (3) |
O4i—Cu1—O2i | 89.64 (8) | C14—C15—H15 | 120.1 |
O1—Cu1—O2i | 168.10 (8) | C16—C15—H15 | 120.1 |
O3—Cu1—O2i | 88.88 (8) | C11—C16—C15 | 120.8 (3) |
O4i—Cu1—O9 | 101.21 (7) | C11—C16—H16 | 119.6 |
O1—Cu1—O9 | 101.28 (7) | C15—C16—H16 | 119.6 |
O3—Cu1—O9 | 90.78 (7) | N1—C17—H17A | 109.5 |
O2i—Cu1—O9 | 90.60 (7) | N1—C17—H17B | 109.5 |
O7—Cu2—O5 | 88.94 (8) | H17A—C17—H17B | 109.5 |
O7—Cu2—O6ii | 89.56 (8) | N1—C17—H17C | 109.5 |
O5—Cu2—O6ii | 168.28 (7) | H17A—C17—H17C | 109.5 |
O7—Cu2—O8ii | 168.51 (7) | H17B—C17—H17C | 109.5 |
O5—Cu2—O8ii | 89.94 (9) | N1—C18—H18A | 109.5 |
O6ii—Cu2—O8ii | 89.22 (8) | N1—C18—H18B | 109.5 |
O7—Cu2—O10 | 98.75 (7) | H18A—C18—H18B | 109.5 |
O5—Cu2—O10 | 101.03 (7) | N1—C18—H18C | 109.5 |
O6ii—Cu2—O10 | 90.69 (7) | H18A—C18—H18C | 109.5 |
O8ii—Cu2—O10 | 92.69 (7) | H18B—C18—H18C | 109.5 |
O4i—Cu1—Cu1i | 86.42 (5) | O9—C19—N1 | 125.3 (3) |
O1—Cu1—Cu1i | 85.31 (5) | O9—C19—H19 | 117.4 |
O3—Cu1—Cu1i | 81.51 (5) | N1—C19—H19 | 117.4 |
O2i—Cu1—Cu1i | 82.84 (6) | O6—C20—O5 | 125.6 (2) |
O9—Cu1—Cu1i | 169.94 (5) | O6—C20—C21 | 117.8 (2) |
O7—Cu2—Cu2ii | 85.79 (5) | O5—C20—C21 | 116.6 (2) |
O5—Cu2—Cu2ii | 85.74 (5) | C20—C21—C22 | 115.6 (2) |
O6ii—Cu2—Cu2ii | 82.55 (5) | C20—C21—H21A | 108.4 |
O8ii—Cu2—Cu2ii | 82.72 (5) | C22—C21—H21A | 108.4 |
O10—Cu2—Cu2ii | 171.85 (5) | C20—C21—H21B | 108.4 |
C1—O1—Cu1 | 122.08 (16) | C22—C21—H21B | 108.4 |
C1—O2—Cu1i | 124.11 (17) | H21A—C21—H21B | 107.4 |
C9—O3—Cu1 | 125.79 (15) | C27—C22—C23 | 118.3 (2) |
C9—O4—Cu1i | 120.72 (16) | C27—C22—C21 | 120.2 (2) |
C20—O5—Cu2 | 121.43 (15) | C23—C22—C21 | 121.4 (2) |
C20—O6—Cu2ii | 124.58 (15) | C22—C23—C24 | 120.8 (3) |
C28—O7—Cu2 | 121.64 (15) | C22—C23—H23 | 119.6 |
C28—O8—Cu2ii | 124.07 (15) | C24—C23—H23 | 119.6 |
C19—O9—Cu1 | 115.58 (17) | C25—C24—C23 | 120.6 (3) |
C38—O10—Cu2 | 116.08 (17) | C25—C24—H24 | 119.7 |
C19—N1—C18 | 120.9 (2) | C23—C24—H24 | 119.7 |
C19—N1—C17 | 121.5 (3) | C24—C25—C26 | 119.1 (3) |
C18—N1—C17 | 117.5 (2) | C24—C25—H25 | 120.4 |
C38—N2—C37 | 120.0 (3) | C26—C25—H25 | 120.4 |
C38—N2—C36 | 121.7 (3) | C25—C26—C27 | 120.5 (3) |
C37—N2—C36 | 118.4 (3) | C25—C26—H26 | 119.8 |
O2—C1—O1 | 125.6 (2) | C27—C26—H26 | 119.8 |
O2—C1—C2 | 118.3 (2) | C22—C27—C26 | 120.7 (3) |
O1—C1—C2 | 116.0 (2) | C22—C27—H27 | 119.7 |
C3—C2—C1 | 115.5 (2) | C26—C27—H27 | 119.7 |
C3—C2—H2A | 108.4 | O8—C28—O7 | 125.8 (2) |
C1—C2—H2A | 108.4 | O8—C28—C29 | 117.9 (2) |
C3—C2—H2B | 108.4 | O7—C28—C29 | 116.3 (2) |
C1—C2—H2B | 108.4 | C30—C29—C28 | 115.70 (19) |
H2A—C2—H2B | 107.5 | C30—C29—H29A | 108.4 |
C4—C3—C8 | 116.5 (3) | C28—C29—H29A | 108.4 |
C4—C3—C2 | 121.6 (3) | C30—C29—H29B | 108.4 |
C8—C3—C2 | 121.9 (3) | C28—C29—H29B | 108.4 |
C3—C4—C5 | 121.4 (3) | H29A—C29—H29B | 107.4 |
C3—C4—H4 | 119.3 | C31—C30—C35 | 117.8 (2) |
C5—C4—H4 | 119.3 | C31—C30—C29 | 121.4 (2) |
C6—C5—C4 | 120.8 (3) | C35—C30—C29 | 120.8 (2) |
C6—C5—H5 | 119.6 | C30—C31—C32 | 121.5 (3) |
C4—C5—H5 | 119.6 | C30—C31—H30 | 119.2 |
C5—C6—C7 | 118.8 (3) | C32—C31—H30 | 119.2 |
C5—C6—H6 | 120.6 | C33—C32—C31 | 120.2 (3) |
C7—C6—H6 | 120.6 | C33—C32—H32 | 119.9 |
C6—C7—C8 | 120.7 (3) | C31—C32—H32 | 119.9 |
C6—C7—H7 | 119.6 | C32—C33—C34 | 119.1 (3) |
C8—C7—H7 | 119.6 | C32—C33—H33 | 120.5 |
C7—C8—C3 | 121.8 (3) | C34—C33—H33 | 120.5 |
C7—C8—H8 | 119.1 | C33—C34—C35 | 121.0 (3) |
C3—C8—H8 | 119.1 | C33—C34—H34 | 119.5 |
O3—C9—O4 | 125.5 (2) | C35—C34—H34 | 119.5 |
O3—C9—C10 | 118.4 (2) | C34—C35—C30 | 120.4 (3) |
O4—C9—C10 | 116.0 (2) | C34—C35—H35 | 119.8 |
C9—C10—C11 | 116.0 (2) | C30—C35—H35 | 119.8 |
C9—C10—H10A | 108.3 | N2—C36—H36A | 109.5 |
C11—C10—H10A | 108.3 | N2—C36—H36B | 109.5 |
C9—C10—H10B | 108.3 | H36A—C36—H36B | 109.5 |
C11—C10—H10B | 108.3 | N2—C36—H36C | 109.5 |
H10A—C10—H10B | 107.4 | H36A—C36—H36C | 109.5 |
C16—C11—C12 | 118.4 (3) | H36B—C36—H36C | 109.5 |
C16—C11—C10 | 119.8 (2) | N2—C37—H37A | 109.5 |
C12—C11—C10 | 121.7 (2) | N2—C37—H37B | 109.5 |
C11—C12—C13 | 120.5 (3) | H37A—C37—H37B | 109.5 |
C11—C12—H12 | 119.8 | N2—C37—H37C | 109.5 |
C13—C12—H12 | 119.8 | H37A—C37—H37C | 109.5 |
C14—C13—C12 | 120.2 (3) | H37B—C37—H37C | 109.5 |
C14—C13—H13 | 119.9 | O10—C38—N2 | 125.2 (3) |
C12—C13—H13 | 119.9 | O10—C38—H38 | 117.4 |
C13—C14—C15 | 120.3 (3) | N2—C38—H38 | 117.4 |
| | | |
Cu1i—O2—C1—O1 | −1.3 (4) | O8ii—Cu2—O7—C28 | 2.2 (5) |
Cu1i—O2—C1—C2 | −179.41 (17) | O8ii—Cu2—O10—C38 | −40.0 (2) |
Cu1—O1—C1—O2 | −0.1 (4) | O9—Cu1—O1—C1 | −171.41 (19) |
Cu1—O1—C1—C2 | 178.07 (16) | O9—Cu1—O3—C9 | −172.86 (19) |
Cu1i—Cu1—O3—C9 | 0.64 (18) | O10—Cu2—O5—C20 | 176.54 (18) |
Cu1i—Cu1—O1—C1 | 0.91 (19) | O10—Cu2—O7—C28 | −172.37 (18) |
Cu1i—Cu1—O9—C19 | 9.2 (4) | C1—C2—C3—C4 | −99.5 (3) |
Cu1—O3—C9—O4 | −1.3 (3) | C1—C2—C3—C8 | 80.4 (3) |
Cu1—O3—C9—C10 | −179.57 (16) | C2—C3—C4—C5 | 179.6 (3) |
Cu1i—O4—C9—O3 | 1.3 (3) | C2—C3—C8—C7 | −178.6 (3) |
Cu1i—O4—C9—C10 | 179.52 (15) | C3—C4—C5—C6 | −0.8 (5) |
Cu1—O9—C19—N1 | −179.0 (2) | C4—C5—C6—C7 | 1.0 (5) |
Cu2ii—Cu2—O5—C20 | 1.11 (18) | C4—C3—C8—C7 | 1.3 (4) |
Cu2ii—Cu2—O7—C28 | 0.82 (17) | C5—C6—C7—C8 | 0.0 (5) |
Cu2ii—O6—C20—O5 | 4.7 (4) | C6—C7—C8—C3 | −1.2 (5) |
Cu2ii—O6—C20—C21 | −177.42 (17) | C8—C3—C4—C5 | −0.3 (4) |
Cu2—O5—C20—O6 | −3.6 (4) | C9—C10—C11—C16 | 145.4 (2) |
Cu2—O5—C20—C21 | 178.41 (17) | C9—C10—C11—C12 | −38.0 (4) |
Cu2ii—O8—C28—O7 | 0.9 (4) | C10—C11—C12—C13 | −175.8 (3) |
Cu2ii—O8—C28—C29 | −177.38 (16) | C10—C11—C16—C15 | 175.7 (3) |
Cu2—O7—C28—O8 | −1.3 (3) | C11—C12—C13—C14 | 0.0 (6) |
Cu2—O7—C28—C29 | 177.06 (15) | C12—C13—C14—C15 | −0.6 (7) |
Cu2—O10—C38—N2 | −176.1 (2) | C12—C11—C16—C15 | −1.0 (4) |
O1—Cu1—O3—C9 | 85.85 (19) | C13—C14—C15—C16 | 0.4 (6) |
O1—C1—C2—C3 | 151.5 (2) | C16—C11—C12—C13 | 0.8 (5) |
O2i—Cu1—O3—C9 | −82.28 (19) | C17—N1—C19—O9 | −179.2 (3) |
O2i—Cu1—O1—C1 | 5.6 (5) | C18—N1—C19—O9 | 2.6 (4) |
O2i—Cu1—O9—C19 | −39.9 (2) | C20—C21—C22—C27 | −136.0 (3) |
O2—C1—C2—C3 | −30.1 (4) | C20—C21—C22—C23 | 44.9 (3) |
O3—Cu1—O1—C1 | −80.54 (19) | C21—C22—C23—C24 | 179.9 (3) |
O1—Cu1—O9—C19 | 139.51 (19) | C21—C22—C27—C26 | −179.6 (3) |
O3—Cu1—O9—C19 | 49.0 (2) | C22—C23—C24—C25 | 0.0 (5) |
O3—C9—C10—C11 | −43.1 (3) | C23—C24—C25—C26 | −1.0 (5) |
O4—C9—C10—C11 | 138.5 (2) | C23—C22—C27—C26 | −0.5 (4) |
O4i—Cu1—O1—C1 | 87.43 (19) | C24—C25—C26—C27 | 1.3 (5) |
O4i—Cu1—O3—C9 | 0.7 (5) | C25—C26—C27—C22 | −0.5 (5) |
O4i—Cu1—O9—C19 | −129.63 (19) | C27—C22—C23—C24 | 0.8 (4) |
O5—Cu2—O7—C28 | 86.63 (18) | C28—C29—C30—C31 | −95.3 (3) |
O5—Cu2—O10—C38 | −130.5 (2) | C28—C29—C30—C35 | 86.1 (3) |
O5—C20—C21—C22 | −147.4 (2) | C29—C30—C31—C32 | −177.5 (2) |
O6ii—Cu2—O10—C38 | 49.2 (2) | C29—C30—C35—C34 | 178.4 (2) |
O6ii—Cu2—O7—C28 | −81.75 (18) | C30—C31—C32—C33 | −0.8 (5) |
O6ii—Cu2—O5—C20 | −2.0 (5) | C31—C32—C33—C34 | −0.6 (5) |
O6—C20—C21—C22 | 34.5 (3) | C31—C30—C35—C34 | −0.2 (4) |
O7—Cu2—O10—C38 | 138.87 (19) | C32—C33—C34—C35 | 1.5 (5) |
O7—Cu2—O5—C20 | −84.75 (19) | C33—C34—C35—C30 | −1.1 (5) |
O7—C28—C29—C30 | 144.8 (2) | C35—C30—C31—C32 | 1.2 (4) |
O8—C28—C29—C30 | −36.7 (3) | C36—N2—C38—O10 | −179.5 (3) |
O8ii—Cu2—O5—C20 | 83.81 (19) | C37—N2—C38—O10 | 1.6 (5) |
O8ii—Cu2—O7—C28 | 2.2 (5) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+1. |