The title compound, [Cu(C15H14NO)2], adopts a stepped conformation and displays a square-planar trans-[CuN2O2] coordination geometry. The asymmetric unit contains two independent half molecules and each Cu atom is located on a center of symmetry. For one molecule, the Cu—N and Cu—O bond distances are 2.013 (2) and 1.893 (2) Å, respectively, while for the other molecule, these distances are 2.008 (2) and 1.896 (2) Å. The extended conformation of the phenethylimine pendant groups results in crystal packing formed by weakly aggregated planar molecules.
Supporting information
CCDC reference: 255398
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.004 Å
- R factor = 0.033
- wR factor = 0.104
- Data-to-parameter ratio = 13.2
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT155_ALERT_4_C The Triclinic Unitcell is NOT Reduced .......... ?
PLAT156_ALERT_4_C Axial System Input Cell not Standard ........... ?
PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors for O1
PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors for O2
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
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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
Crystal data top
[Cu(C15H14NO)2] | Z = 2 |
Mr = 512.09 | F(000) = 534.0 |
Triclinic, P1 | Dx = 1.354 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.7107 Å |
a = 11.943 (4) Å | Cell parameters from 25 reflections |
b = 11.944 (5) Å | θ = 11.0–12.5° |
c = 9.102 (3) Å | µ = 0.90 mm−1 |
α = 89.81 (3)° | T = 298 K |
β = 91.89 (3)° | Block, brown |
γ = 75.43 (3)° | 0.20 × 0.20 × 0.15 mm |
V = 1255.9 (8) Å3 | |
Data collection top
Rigaku AFC-7R diffractometer | Rint = 0.028 |
ω–2θ scans | θmax = 27.5° |
Absorption correction: ψ scan (North et al., 1968) | h = −15→15 |
Tmin = 0.835, Tmax = 0.874 | k = −15→15 |
6444 measured reflections | l = −11→4 |
5773 independent reflections | 3 standard reflections every 150 reflections |
4237 reflections with I > 2σ(I) | intensity decay: 0.9% |
Refinement top
Refinement on F2 | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.033 | w = 1/[σ2(Fo2) + (0.0553P)2 + 0.2726P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.104 | (Δ/σ)max < 0.001 |
S = 1.01 | Δρmax = 0.41 e Å−3 |
4237 reflections | Δρmin = −0.46 e Å−3 |
320 parameters | |
Special details top
Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The
weighted R-factor (wR), goodness of fit (S) and
R-factor (gt) are based on F, with F set to zero for
negative F. The threshold expression of F2 > 2.0
σ(F2) is used only for calculating R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.0000 | 0.0000 | 0.0000 | 0.0410 (1) | |
Cu2 | 0.0000 | 0.5000 | 0.5000 | 0.0418 (1) | |
O1 | −0.1000 (2) | 0.0348 (2) | −0.1688 (2) | 0.0596 (4) | |
O2 | −0.0998 (2) | 0.5165 (1) | 0.3307 (2) | 0.0607 (4) | |
N1 | −0.0450 (1) | −0.1498 (1) | 0.0299 (2) | 0.0402 (3) | |
N2 | −0.0452 (1) | 0.6718 (1) | 0.5301 (2) | 0.0407 (3) | |
C1 | −0.2118 (2) | −0.1040 (2) | −0.1410 (2) | 0.0407 (4) | |
C2 | −0.1893 (2) | −0.0049 (2) | −0.2057 (2) | 0.0419 (4) | |
C3 | −0.2666 (2) | 0.0519 (2) | −0.3192 (3) | 0.0516 (5) | |
C4 | −0.3612 (2) | 0.0138 (2) | −0.3629 (3) | 0.0575 (6) | |
C5 | −0.3841 (2) | −0.0829 (3) | −0.2975 (3) | 0.0645 (6) | |
C6 | −0.3098 (2) | −0.1408 (2) | −0.1887 (3) | 0.0545 (5) | |
C7 | −0.1346 (2) | −0.1730 (2) | −0.0313 (2) | 0.0415 (4) | |
C8 | 0.0256 (2) | −0.2396 (2) | 0.1305 (2) | 0.0433 (4) | |
C9 | 0.1326 (2) | −0.3066 (2) | 0.0540 (3) | 0.0605 (6) | |
C10 | 0.2161 (2) | −0.3872 (2) | 0.1586 (2) | 0.0477 (5) | |
C11 | 0.1926 (2) | −0.4866 (2) | 0.2124 (3) | 0.0580 (5) | |
C12 | 0.2691 (3) | −0.5575 (2) | 0.3126 (3) | 0.0701 (7) | |
C13 | 0.3686 (3) | −0.5290 (3) | 0.3583 (3) | 0.0805 (9) | |
C14 | 0.3928 (3) | −0.4317 (3) | 0.3049 (4) | 0.0852 (9) | |
C15 | 0.3171 (2) | −0.3612 (2) | 0.2060 (3) | 0.0634 (6) | |
C16 | −0.2125 (2) | 0.7107 (2) | 0.3596 (2) | 0.0412 (4) | |
C17 | −0.1900 (2) | 0.6011 (2) | 0.2951 (2) | 0.0437 (4) | |
C18 | −0.2672 (2) | 0.5829 (2) | 0.1820 (3) | 0.0531 (5) | |
C19 | −0.3629 (2) | 0.6689 (2) | 0.1405 (3) | 0.0612 (6) | |
C20 | −0.3863 (2) | 0.7759 (2) | 0.2056 (3) | 0.0668 (7) | |
C21 | −0.3117 (2) | 0.7968 (2) | 0.3136 (3) | 0.0567 (5) | |
C22 | −0.1352 (2) | 0.7405 (2) | 0.4689 (2) | 0.0430 (4) | |
C23 | 0.0250 (2) | 0.7260 (2) | 0.6305 (2) | 0.0442 (4) | |
C24 | 0.1312 (2) | 0.7415 (2) | 0.5539 (3) | 0.0596 (6) | |
C25 | 0.2135 (2) | 0.7803 (2) | 0.6587 (2) | 0.0465 (5) | |
C26 | 0.3144 (2) | 0.7033 (2) | 0.7089 (3) | 0.0608 (6) | |
C27 | 0.3890 (2) | 0.7348 (3) | 0.8086 (4) | 0.0806 (8) | |
C28 | 0.3650 (3) | 0.8445 (3) | 0.8608 (3) | 0.0796 (9) | |
C29 | 0.2663 (3) | 0.9236 (3) | 0.8129 (3) | 0.0717 (8) | |
C30 | 0.1900 (2) | 0.8919 (2) | 0.7110 (3) | 0.0586 (6) | |
H1 | −0.2526 | 0.1181 | −0.3662 | 0.0621* | |
H2 | −0.4120 | 0.0543 | −0.4391 | 0.0694* | |
H3 | −0.4503 | −0.1086 | −0.3280 | 0.0779* | |
H4 | −0.3250 | −0.2074 | −0.1442 | 0.0655* | |
H5 | −0.1520 | −0.2429 | −0.0013 | 0.0501* | |
H6 | 0.0484 | −0.2038 | 0.2155 | 0.0523* | |
H7 | −0.0190 | −0.2912 | 0.1586 | 0.0523* | |
H8 | 0.1095 | −0.3507 | −0.0225 | 0.0729* | |
H9 | 0.1705 | −0.2533 | 0.0133 | 0.0729* | |
H10 | 0.1238 | −0.5068 | 0.1809 | 0.0697* | |
H11 | 0.2521 | −0.6257 | 0.3495 | 0.0844* | |
H12 | 0.4207 | −0.5772 | 0.4272 | 0.0967* | |
H13 | 0.4620 | −0.4121 | 0.3363 | 0.1025* | |
H14 | 0.3352 | −0.2935 | 0.1692 | 0.0760* | |
H15 | −0.2525 | 0.5104 | 0.1340 | 0.0642* | |
H16 | −0.4143 | 0.6541 | 0.0654 | 0.0737* | |
H17 | −0.4534 | 0.8345 | 0.1761 | 0.0804* | |
H18 | −0.3269 | 0.8706 | 0.3584 | 0.0683* | |
H19 | −0.1526 | 0.8190 | 0.4989 | 0.0518* | |
H20 | −0.0202 | 0.7993 | 0.6595 | 0.0535* | |
H21 | 0.0488 | 0.6777 | 0.7149 | 0.0535* | |
H22 | 0.1700 | 0.6698 | 0.5127 | 0.0717* | |
H23 | 0.1073 | 0.7978 | 0.4778 | 0.0717* | |
H24 | 0.3324 | 0.6263 | 0.6731 | 0.0732* | |
H25 | 0.4577 | 0.6797 | 0.8414 | 0.0970* | |
H26 | 0.4168 | 0.8661 | 0.9304 | 0.0955* | |
H27 | 0.2498 | 1.0003 | 0.8494 | 0.0864* | |
H28 | 0.1218 | 0.9472 | 0.6778 | 0.0704* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0358 (2) | 0.0481 (2) | 0.0405 (2) | −0.0149 (1) | −0.0101 (1) | 0.0113 (1) |
Cu2 | 0.0364 (2) | 0.0447 (2) | 0.0410 (2) | −0.0056 (1) | −0.0094 (1) | −0.0067 (1) |
O1 | 0.0580 (9) | 0.070 (1) | 0.0582 (9) | −0.0343 (8) | −0.0263 (8) | 0.0270 (8) |
O2 | 0.0596 (10) | 0.0521 (9) | 0.0593 (10) | 0.0032 (7) | −0.0271 (8) | −0.0141 (7) |
N1 | 0.0376 (8) | 0.0439 (8) | 0.0375 (8) | −0.0080 (6) | −0.0025 (6) | 0.0079 (6) |
N2 | 0.0379 (8) | 0.0483 (9) | 0.0374 (8) | −0.0139 (7) | −0.0023 (7) | −0.0067 (7) |
C1 | 0.0369 (9) | 0.048 (1) | 0.0381 (10) | −0.0120 (8) | −0.0029 (7) | −0.0013 (8) |
C2 | 0.0377 (10) | 0.049 (1) | 0.0393 (10) | −0.0122 (8) | −0.0076 (8) | 0.0023 (8) |
C3 | 0.050 (1) | 0.056 (1) | 0.048 (1) | −0.0140 (10) | −0.0147 (9) | 0.0084 (9) |
C4 | 0.045 (1) | 0.073 (1) | 0.051 (1) | −0.010 (1) | −0.0168 (10) | 0.004 (1) |
C5 | 0.051 (1) | 0.090 (2) | 0.058 (1) | −0.031 (1) | −0.017 (1) | 0.005 (1) |
C6 | 0.051 (1) | 0.067 (1) | 0.052 (1) | −0.028 (1) | −0.0068 (10) | 0.003 (1) |
C7 | 0.042 (1) | 0.0425 (10) | 0.0404 (10) | −0.0119 (8) | 0.0000 (8) | 0.0031 (8) |
C8 | 0.044 (1) | 0.047 (1) | 0.0379 (10) | −0.0085 (8) | −0.0025 (8) | 0.0101 (8) |
C9 | 0.055 (1) | 0.071 (2) | 0.042 (1) | 0.009 (1) | 0.0042 (10) | 0.013 (1) |
C10 | 0.047 (1) | 0.050 (1) | 0.038 (1) | 0.0010 (9) | 0.0035 (8) | 0.0052 (8) |
C11 | 0.061 (1) | 0.059 (1) | 0.053 (1) | −0.014 (1) | 0.003 (1) | 0.003 (1) |
C12 | 0.087 (2) | 0.052 (1) | 0.062 (2) | 0.000 (1) | 0.016 (1) | 0.018 (1) |
C13 | 0.065 (2) | 0.092 (2) | 0.064 (2) | 0.017 (2) | −0.002 (1) | 0.025 (1) |
C14 | 0.053 (2) | 0.113 (3) | 0.084 (2) | −0.012 (2) | −0.016 (1) | 0.014 (2) |
C15 | 0.056 (1) | 0.063 (1) | 0.070 (2) | −0.013 (1) | 0.001 (1) | 0.008 (1) |
C16 | 0.0380 (10) | 0.046 (1) | 0.0384 (10) | −0.0092 (8) | −0.0029 (8) | 0.0023 (8) |
C17 | 0.040 (1) | 0.048 (1) | 0.041 (1) | −0.0096 (8) | −0.0075 (8) | 0.0031 (8) |
C18 | 0.052 (1) | 0.057 (1) | 0.049 (1) | −0.0142 (10) | −0.0144 (10) | −0.0005 (9) |
C19 | 0.049 (1) | 0.078 (2) | 0.054 (1) | −0.015 (1) | −0.019 (1) | 0.006 (1) |
C20 | 0.053 (1) | 0.074 (2) | 0.062 (2) | 0.004 (1) | −0.018 (1) | 0.005 (1) |
C21 | 0.054 (1) | 0.054 (1) | 0.054 (1) | 0.000 (1) | −0.008 (1) | 0.0005 (10) |
C22 | 0.045 (1) | 0.0433 (10) | 0.042 (1) | −0.0121 (8) | 0.0004 (8) | −0.0033 (8) |
C23 | 0.046 (1) | 0.051 (1) | 0.0382 (10) | −0.0171 (9) | −0.0020 (8) | −0.0102 (8) |
C24 | 0.055 (1) | 0.091 (2) | 0.042 (1) | −0.035 (1) | 0.0020 (10) | −0.015 (1) |
C25 | 0.046 (1) | 0.063 (1) | 0.0380 (10) | −0.0260 (10) | 0.0040 (8) | −0.0074 (9) |
C26 | 0.054 (1) | 0.066 (1) | 0.064 (1) | −0.017 (1) | 0.001 (1) | −0.008 (1) |
C27 | 0.051 (1) | 0.115 (3) | 0.074 (2) | −0.018 (2) | −0.011 (1) | −0.009 (2) |
C28 | 0.061 (2) | 0.133 (3) | 0.061 (2) | −0.053 (2) | 0.000 (1) | −0.025 (2) |
C29 | 0.090 (2) | 0.076 (2) | 0.065 (2) | −0.048 (2) | 0.020 (1) | −0.027 (1) |
C30 | 0.061 (1) | 0.060 (1) | 0.056 (1) | −0.018 (1) | 0.006 (1) | −0.004 (1) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.893 (2) | C12—C13 | 1.369 (5) |
Cu1—O1i | 1.893 (2) | C12—H11 | 0.950 |
Cu1—N1 | 2.013 (2) | C13—C14 | 1.359 (5) |
Cu1—N1i | 2.013 (2) | C13—H12 | 0.950 |
Cu2—O2 | 1.896 (2) | C14—C15 | 1.376 (4) |
Cu2—O2ii | 1.896 (2) | C14—H13 | 0.950 |
Cu2—N2 | 2.008 (2) | C15—H14 | 0.950 |
Cu2—N2ii | 2.008 (2) | C16—C17 | 1.403 (3) |
O1—C2 | 1.306 (3) | C16—C21 | 1.410 (3) |
O2—C17 | 1.308 (2) | C16—C22 | 1.442 (3) |
N1—C7 | 1.283 (3) | C17—C18 | 1.412 (3) |
N1—C8 | 1.479 (2) | C18—C19 | 1.372 (3) |
N2—C22 | 1.286 (2) | C18—H15 | 0.950 |
N2—C23 | 1.477 (3) | C19—C20 | 1.378 (4) |
C1—C2 | 1.409 (3) | C19—H16 | 0.950 |
C1—C6 | 1.407 (3) | C20—C21 | 1.370 (4) |
C1—C7 | 1.441 (3) | C20—H17 | 0.950 |
C2—C3 | 1.413 (3) | C21—H18 | 0.950 |
C3—C4 | 1.368 (4) | C22—H19 | 0.950 |
C3—H1 | 0.950 | C23—C24 | 1.518 (4) |
C4—C5 | 1.389 (4) | C23—H20 | 0.950 |
C4—H2 | 0.950 | C23—H21 | 0.950 |
C5—C6 | 1.369 (3) | C24—C25 | 1.504 (4) |
C5—H3 | 0.950 | C24—H22 | 0.950 |
C6—H4 | 0.950 | C24—H23 | 0.950 |
C7—H5 | 0.950 | C25—C26 | 1.382 (3) |
C8—C9 | 1.518 (3) | C25—C30 | 1.381 (3) |
C8—H6 | 0.950 | C26—C27 | 1.370 (4) |
C8—H7 | 0.950 | C26—H24 | 0.950 |
C9—C10 | 1.509 (3) | C27—C28 | 1.359 (5) |
C9—H8 | 0.950 | C27—H25 | 0.950 |
C9—H9 | 0.950 | C28—C29 | 1.369 (4) |
C10—C11 | 1.378 (4) | C28—H26 | 0.950 |
C10—C15 | 1.376 (4) | C29—C30 | 1.398 (4) |
C11—C12 | 1.391 (4) | C29—H27 | 0.950 |
C11—H10 | 0.950 | C30—H28 | 0.950 |
| | | |
O1—Cu1—O1i | 180.0 | C13—C12—H11 | 120.0 |
O1—Cu1—N1 | 90.68 (7) | C12—C13—C14 | 119.8 (3) |
O1—Cu1—N1i | 89.32 (7) | C12—C13—H12 | 120.1 |
O1i—Cu1—N1 | 89.32 (7) | C14—C13—H12 | 120.1 |
O1i—Cu1—N1i | 90.68 (7) | C13—C14—C15 | 120.2 (3) |
N1—Cu1—N1i | 180.0 | C13—C14—H13 | 119.8 |
O2—Cu2—O2ii | 180.0 | C15—C14—H13 | 119.9 |
O2—Cu2—N2 | 90.66 (7) | C10—C15—C14 | 121.2 (3) |
O2—Cu2—N2ii | 89.34 (7) | C10—C15—H14 | 119.3 |
O2ii—Cu2—N2 | 89.34 (7) | C14—C15—H14 | 119.4 |
O2ii—Cu2—N2ii | 90.66 (7) | C17—C16—C21 | 119.7 (2) |
N2—Cu2—N2ii | 180.0 | C17—C16—C22 | 122.2 (2) |
Cu1—O1—C2 | 129.1 (1) | C21—C16—C22 | 118.1 (2) |
Cu2—O2—C17 | 128.8 (1) | O2—C17—C16 | 123.7 (2) |
Cu1—N1—C7 | 123.9 (1) | O2—C17—C18 | 118.5 (2) |
Cu1—N1—C8 | 119.9 (1) | C16—C17—C18 | 117.8 (2) |
C7—N1—C8 | 116.1 (2) | C17—C18—C19 | 120.8 (2) |
Cu2—N2—C22 | 124.0 (1) | C17—C18—H15 | 119.6 |
Cu2—N2—C23 | 120.1 (1) | C19—C18—H15 | 119.6 |
C22—N2—C23 | 115.9 (2) | C18—C19—C20 | 121.5 (2) |
C2—C1—C6 | 119.5 (2) | C18—C19—H16 | 119.2 |
C2—C1—C7 | 122.2 (2) | C20—C19—H16 | 119.4 |
C6—C1—C7 | 118.2 (2) | C19—C20—C21 | 119.1 (2) |
O1—C2—C1 | 123.5 (2) | C19—C20—H17 | 120.5 |
O1—C2—C3 | 118.9 (2) | C21—C20—H17 | 120.4 |
C1—C2—C3 | 117.5 (2) | C16—C21—C20 | 121.2 (2) |
C2—C3—C4 | 121.4 (2) | C16—C21—H18 | 119.3 |
C2—C3—H1 | 119.3 | C20—C21—H18 | 119.5 |
C4—C3—H1 | 119.3 | N2—C22—C16 | 126.6 (2) |
C3—C4—C5 | 120.9 (2) | N2—C22—H19 | 116.7 |
C3—C4—H2 | 119.5 | C16—C22—H19 | 116.7 |
C5—C4—H2 | 119.6 | N2—C23—C24 | 110.1 (2) |
C4—C5—C6 | 119.0 (3) | N2—C23—H20 | 109.4 |
C4—C5—H3 | 120.5 | N2—C23—H21 | 109.2 |
C6—C5—H3 | 120.5 | C24—C23—H20 | 109.3 |
C1—C6—C5 | 121.5 (2) | C24—C23—H21 | 109.3 |
C1—C6—H4 | 119.3 | H20—C23—H21 | 109.5 |
C5—C6—H4 | 119.2 | C23—C24—C25 | 111.7 (2) |
N1—C7—C1 | 126.7 (2) | C23—C24—H22 | 108.9 |
N1—C7—H5 | 116.7 | C23—C24—H23 | 108.9 |
C1—C7—H5 | 116.7 | C25—C24—H22 | 108.9 |
N1—C8—C9 | 109.9 (2) | C25—C24—H23 | 109.0 |
N1—C8—H6 | 109.4 | H22—C24—H23 | 109.4 |
N1—C8—H7 | 109.4 | C24—C25—C26 | 120.4 (2) |
C9—C8—H6 | 109.4 | C24—C25—C30 | 121.7 (2) |
C9—C8—H7 | 109.4 | C26—C25—C30 | 117.9 (2) |
H6—C8—H7 | 109.5 | C25—C26—C27 | 121.8 (2) |
C8—C9—C10 | 111.9 (2) | C25—C26—H24 | 119.0 |
C8—C9—H8 | 108.9 | C27—C26—H24 | 119.2 |
C8—C9—H9 | 108.9 | C26—C27—C28 | 120.1 (3) |
C10—C9—H8 | 108.8 | C26—C27—H25 | 119.8 |
C10—C9—H9 | 108.8 | C28—C27—H25 | 120.0 |
H8—C9—H9 | 109.5 | C27—C28—C29 | 119.8 (3) |
C9—C10—C11 | 121.5 (2) | C27—C28—H26 | 119.9 |
C9—C10—C15 | 120.3 (2) | C29—C28—H26 | 120.2 |
C11—C10—C15 | 118.2 (2) | C28—C29—C30 | 120.3 (3) |
C10—C11—C12 | 120.5 (3) | C28—C29—H27 | 119.7 |
C10—C11—H10 | 119.8 | C30—C29—H27 | 120.0 |
C12—C11—H10 | 119.7 | C25—C30—C29 | 120.1 (2) |
C11—C12—C13 | 120.0 (3) | C25—C30—H28 | 120.0 |
C11—C12—H11 | 120.0 | C29—C30—H28 | 119.9 |
| | | |
Cu1—O1—C2—C1 | −15.9 (3) | C1—C6—C5—C4 | 0.6 (4) |
Cu1—O1—C2—C3 | 165.9 (1) | C1—C7—N1—C8 | −175.1 (2) |
Cu1—O1i—C2i—C1i | 15.9 (3) | C2—C1—C6—C5 | 0.3 (3) |
Cu1—O1i—C2i—C3i | −165.9 (1) | C2—C3—C4—C5 | −0.4 (3) |
Cu1—N1—C7—C1 | 6.5 (3) | C3—C2—C1—C6 | −1.3 (3) |
Cu1—N1—C8—C9 | −79.6 (2) | C3—C2—C1—C7 | 175.8 (2) |
Cu1—N1i—C7i—C1i | −6.5 (3) | C3—C4—C5—C6 | −0.6 (4) |
Cu1—N1i—C8i—C9i | 79.6 (2) | C5—C6—C1—C7 | −176.9 (2) |
Cu2—O2—C17—C16 | 16.9 (3) | C7—N1—C8—C9 | 101.9 (2) |
Cu2—O2—C17—C18 | −165.3 (2) | C8—C9—C10—C11 | 72.1 (3) |
Cu2—O2ii—C17ii—C16ii | −16.9 (3) | C8—C9—C10—C15 | −106.1 (3) |
Cu2—O2ii—C17ii—C18ii | 165.3 (2) | C9—C10—C11—C12 | −177.8 (2) |
Cu2—N2—C22—C16 | −6.2 (3) | C9—C10—C15—C14 | 178.0 (2) |
Cu2—N2—C23—C24 | 80.2 (2) | C10—C11—C12—C13 | −0.2 (4) |
Cu2—N2ii—C22ii—C16ii | 6.2 (3) | C10—C15—C14—C13 | −0.2 (5) |
Cu2—N2ii—C23ii—C24ii | −80.2 (2) | C11—C10—C15—C14 | −0.3 (4) |
O1—Cu1—N1—C7 | −16.5 (2) | C11—C12—C13—C14 | −0.3 (4) |
O1—Cu1—N1—C8 | 165.2 (1) | C12—C11—C10—C15 | 0.5 (3) |
O1—Cu1—N1i—C7i | −163.5 (2) | C12—C13—C14—C15 | 0.5 (5) |
O1—Cu1—N1i—C8i | 14.8 (1) | C16—C17—C18—C19 | −2.0 (4) |
O1—C2—C1—C6 | −179.5 (2) | C16—C21—C20—C19 | −0.6 (4) |
O1—C2—C1—C7 | −2.4 (3) | C16—C22—N2—C23 | 175.3 (2) |
O1—C2—C3—C4 | 179.7 (2) | C17—C16—C21—C20 | −0.6 (4) |
O2—Cu2—N2—C22 | 16.6 (2) | C17—C18—C19—C20 | 0.9 (4) |
O2—Cu2—N2—C23 | −164.9 (1) | C18—C17—C16—C21 | 1.9 (3) |
O2—Cu2—N2ii—C22ii | 163.4 (2) | C18—C17—C16—C22 | −175.9 (2) |
O2—Cu2—N2ii—C23ii | −15.1 (1) | C18—C19—C20—C21 | 0.4 (4) |
O2—C17—C16—C21 | 179.7 (2) | C20—C21—C16—C22 | 177.2 (2) |
O2—C17—C16—C22 | 1.9 (3) | C22—N2—C23—C24 | −101.2 (2) |
O2—C17—C18—C19 | −180.0 (2) | C23—C24—C25—C26 | 104.5 (3) |
N1—Cu1—O1—C2 | 21.6 (2) | C23—C24—C25—C30 | −73.7 (3) |
N1—Cu1—O1i—C2i | 158.4 (2) | C24—C25—C26—C27 | −177.5 (3) |
N1—C7—C1—C2 | 6.6 (3) | C24—C25—C30—C29 | 177.4 (2) |
N1—C7—C1—C6 | −176.3 (2) | C25—C26—C27—C28 | −0.2 (5) |
N1—C8—C9—C10 | 171.6 (2) | C25—C30—C29—C28 | 0.3 (4) |
N2—Cu2—O2—C17 | −22.4 (2) | C26—C25—C30—C29 | −0.8 (4) |
N2—Cu2—O2ii—C17ii | −157.6 (2) | C26—C27—C28—C29 | −0.3 (5) |
N2—C22—C16—C17 | −6.9 (4) | C27—C26—C25—C30 | 0.7 (4) |
N2—C22—C16—C21 | 175.4 (2) | C27—C28—C29—C30 | 0.3 (5) |
N2—C23—C24—C25 | −171.7 (2) | C27—C28—C29—C30 | 0.3 (5) |
C1—C2—C3—C4 | 1.3 (3) | | |
Symmetry codes: (i) −x, −y, −z; (ii) −x, −y+1, −z+1. |