metal-organic compounds
The self-assembly of Cu(NO3)2·3H2O and H2L [where H2L is bis(salicylidene)propane-1,3-diamine] generates the title compound, [Cu3L2(NO3)2] or [Cu3(C17H16N2O2)2(NO3)2]. The central CuII ion is located on an inversion centre and is bridged to terminal CuII ions by O atoms belonging to L ligands and NO3− anions, resulting in a trinuclear CuII molecular complex.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807012172/bh2077sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807012172/bh2077Isup2.hkl |
CCDC reference: 610481
Key indicators
- Single-crystal X-ray study
- T = 113 K
- Mean (C-C) = 0.006 Å
- R factor = 0.049
- wR factor = 0.095
- Data-to-parameter ratio = 13.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 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 0 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 0 ALERT type 5 Informative message, check
Computing details top
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CrystalStructure (Rigaku/MSC, 2005); software used to prepare material for publication: SHELXTL (Bruker, 1998).
Bis[µ2-bis(salicylidene)propane-1,3-diaminato-
κ4O,N,N',O':κ2O,O']bis(µ2-nitrato-κO:κO')tricopper(II) top
Crystal data top
[Cu3(C17H16N2O2)2(NO3)2] | F(000) = 890 |
Mr = 875.28 | Dx = 1.773 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71070 Å |
Hall symbol: -P 2ybc | Cell parameters from 4051 reflections |
a = 8.897 (3) Å | θ = 2.2–27.9° |
b = 11.658 (3) Å | µ = 2.00 mm−1 |
c = 16.107 (5) Å | T = 113 K |
β = 101.038 (5)° | Block, blue |
V = 1639.7 (8) Å3 | 0.10 × 0.04 × 0.04 mm |
Z = 2 |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3218 independent reflections |
Radiation source: fine-focus sealed tube | 2858 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
Detector resolution: 7.31 pixels mm-1 | θmax = 26.0°, θmin = 2.2° |
ω scans | h = −10→10 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −14→13 |
Tmin = 0.825, Tmax = 0.924 | l = −19→19 |
13271 measured reflections |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.049 | H-atom parameters constrained |
wR(F2) = 0.096 | w = 1/[σ2(Fo2) + (0.0233P)2 + 4.2519P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.001 |
3218 reflections | Δρmax = 0.83 e Å−3 |
243 parameters | Δρmin = −0.58 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0018 (3) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.72320 (5) | 0.31586 (4) | 0.05836 (3) | 0.01300 (15) | |
Cu2 | 0.5000 | 0.5000 | 0.0000 | 0.01269 (18) | |
O1 | 0.6782 (3) | 0.4258 (2) | −0.03469 (17) | 0.0143 (6) | |
O2 | 0.6062 (3) | 0.4308 (2) | 0.10639 (16) | 0.0148 (6) | |
O3 | 0.6453 (3) | 0.6716 (2) | 0.03865 (18) | 0.0200 (6) | |
O4 | 0.4784 (3) | 0.8069 (2) | −0.00358 (19) | 0.0211 (6) | |
O5 | 0.7131 (3) | 0.8504 (2) | 0.0518 (2) | 0.0256 (7) | |
N1 | 0.8876 (3) | 0.2432 (3) | 0.0113 (2) | 0.0136 (7) | |
N2 | 0.7400 (3) | 0.2203 (3) | 0.1593 (2) | 0.0152 (7) | |
N3 | 0.6130 (4) | 0.7764 (3) | 0.0298 (2) | 0.0162 (7) | |
C1 | 0.7806 (4) | 0.4677 (3) | −0.0778 (2) | 0.0127 (8) | |
C2 | 0.7535 (4) | 0.5710 (3) | −0.1223 (2) | 0.0153 (8) | |
H2 | 0.6635 | 0.6136 | −0.1196 | 0.018* | |
C3 | 0.8552 (4) | 0.6121 (3) | −0.1702 (2) | 0.0173 (8) | |
H3 | 0.8331 | 0.6814 | −0.2011 | 0.021* | |
C4 | 0.9902 (4) | 0.5526 (4) | −0.1735 (3) | 0.0183 (9) | |
H4 | 1.0600 | 0.5813 | −0.2063 | 0.022* | |
C5 | 1.0209 (4) | 0.4523 (3) | −0.1289 (2) | 0.0168 (8) | |
H5 | 1.1132 | 0.4122 | −0.1306 | 0.020* | |
C6 | 0.9177 (4) | 0.4076 (3) | −0.0804 (2) | 0.0143 (8) | |
C7 | 0.9581 (4) | 0.2976 (3) | −0.0399 (2) | 0.0144 (8) | |
H7 | 1.0468 | 0.2614 | −0.0524 | 0.017* | |
C8 | 0.9422 (5) | 0.1258 (3) | 0.0351 (3) | 0.0197 (9) | |
H8A | 1.0479 | 0.1178 | 0.0248 | 0.024* | |
H8B | 0.8770 | 0.0705 | −0.0022 | 0.024* | |
C9 | 0.9418 (4) | 0.0939 (3) | 0.1260 (3) | 0.0184 (9) | |
H9A | 1.0128 | 0.1457 | 0.1633 | 0.022* | |
H9B | 0.9821 | 0.0149 | 0.1359 | 0.022* | |
C10 | 0.7856 (4) | 0.0997 (3) | 0.1514 (3) | 0.0184 (9) | |
H10A | 0.7085 | 0.0605 | 0.1082 | 0.022* | |
H10B | 0.7900 | 0.0598 | 0.2061 | 0.022* | |
C11 | 0.7050 (4) | 0.2517 (3) | 0.2292 (2) | 0.0157 (8) | |
H11 | 0.7103 | 0.1949 | 0.2720 | 0.019* | |
C12 | 0.6577 (4) | 0.3658 (3) | 0.2493 (2) | 0.0143 (8) | |
C13 | 0.6185 (4) | 0.4541 (3) | 0.1889 (2) | 0.0136 (8) | |
C14 | 0.5902 (4) | 0.5643 (3) | 0.2165 (2) | 0.0165 (8) | |
H14 | 0.5675 | 0.6250 | 0.1767 | 0.020* | |
C15 | 0.5951 (4) | 0.5851 (4) | 0.3018 (3) | 0.0221 (9) | |
H15 | 0.5792 | 0.6610 | 0.3199 | 0.027* | |
C16 | 0.6229 (5) | 0.4977 (4) | 0.3613 (3) | 0.0237 (10) | |
H16 | 0.6205 | 0.5124 | 0.4191 | 0.028* | |
C17 | 0.6539 (4) | 0.3894 (4) | 0.3350 (3) | 0.0204 (9) | |
H17 | 0.6731 | 0.3291 | 0.3753 | 0.025* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0135 (3) | 0.0127 (3) | 0.0127 (3) | 0.00367 (18) | 0.00240 (18) | 0.00142 (19) |
Cu2 | 0.0116 (3) | 0.0146 (3) | 0.0119 (4) | 0.0034 (3) | 0.0024 (3) | 0.0019 (3) |
O1 | 0.0107 (13) | 0.0163 (14) | 0.0164 (15) | 0.0028 (11) | 0.0037 (11) | 0.0030 (11) |
O2 | 0.0151 (13) | 0.0166 (14) | 0.0124 (14) | 0.0058 (11) | 0.0018 (11) | 0.0000 (11) |
O3 | 0.0203 (15) | 0.0106 (14) | 0.0278 (17) | 0.0018 (11) | 0.0015 (12) | 0.0023 (12) |
O4 | 0.0150 (14) | 0.0207 (15) | 0.0245 (17) | 0.0018 (12) | −0.0042 (12) | −0.0001 (13) |
O5 | 0.0133 (14) | 0.0191 (15) | 0.042 (2) | −0.0046 (12) | −0.0009 (13) | −0.0045 (14) |
N1 | 0.0125 (16) | 0.0118 (16) | 0.0147 (17) | 0.0031 (13) | −0.0019 (13) | −0.0008 (13) |
N2 | 0.0111 (16) | 0.0159 (17) | 0.0176 (18) | 0.0004 (13) | 0.0005 (13) | −0.0014 (14) |
N3 | 0.0173 (18) | 0.0154 (17) | 0.0170 (18) | 0.0000 (14) | 0.0057 (14) | −0.0019 (13) |
C1 | 0.0114 (18) | 0.017 (2) | 0.0092 (19) | −0.0035 (15) | 0.0015 (15) | −0.0026 (15) |
C2 | 0.0136 (19) | 0.015 (2) | 0.016 (2) | −0.0017 (15) | 0.0009 (16) | −0.0015 (16) |
C3 | 0.020 (2) | 0.016 (2) | 0.015 (2) | −0.0027 (17) | 0.0011 (16) | 0.0004 (16) |
C4 | 0.015 (2) | 0.024 (2) | 0.016 (2) | −0.0036 (17) | 0.0025 (16) | −0.0001 (17) |
C5 | 0.0092 (19) | 0.026 (2) | 0.016 (2) | 0.0024 (16) | 0.0033 (15) | −0.0037 (17) |
C6 | 0.0149 (19) | 0.016 (2) | 0.012 (2) | 0.0009 (15) | 0.0011 (15) | −0.0015 (15) |
C7 | 0.0118 (19) | 0.017 (2) | 0.014 (2) | 0.0033 (15) | 0.0003 (15) | −0.0049 (16) |
C8 | 0.017 (2) | 0.016 (2) | 0.026 (2) | 0.0066 (17) | 0.0032 (17) | −0.0027 (17) |
C9 | 0.017 (2) | 0.015 (2) | 0.022 (2) | 0.0063 (16) | −0.0005 (17) | 0.0021 (16) |
C10 | 0.020 (2) | 0.0101 (19) | 0.024 (2) | 0.0028 (16) | 0.0012 (17) | 0.0026 (16) |
C11 | 0.0106 (19) | 0.019 (2) | 0.017 (2) | −0.0020 (16) | 0.0007 (15) | 0.0034 (17) |
C12 | 0.0113 (18) | 0.0160 (19) | 0.015 (2) | 0.0005 (15) | 0.0020 (15) | −0.0001 (16) |
C13 | 0.0083 (18) | 0.019 (2) | 0.014 (2) | −0.0009 (15) | 0.0023 (15) | −0.0009 (16) |
C14 | 0.017 (2) | 0.016 (2) | 0.016 (2) | 0.0047 (16) | 0.0023 (16) | 0.0029 (16) |
C15 | 0.018 (2) | 0.023 (2) | 0.026 (2) | 0.0038 (17) | 0.0049 (18) | −0.0071 (18) |
C16 | 0.020 (2) | 0.037 (3) | 0.014 (2) | 0.0088 (19) | 0.0030 (17) | −0.0024 (19) |
C17 | 0.018 (2) | 0.028 (2) | 0.015 (2) | 0.0076 (18) | 0.0037 (17) | 0.0049 (18) |
Geometric parameters (Å, º) top
Cu1—O2 | 1.946 (3) | C3—H3 | 0.9500 |
Cu1—N2 | 1.953 (3) | C4—C5 | 1.373 (6) |
Cu1—O1 | 1.955 (3) | C4—H4 | 0.9500 |
Cu1—N1 | 1.963 (3) | C5—C6 | 1.414 (5) |
Cu1—O4i | 2.332 (3) | C5—H5 | 0.9500 |
Cu1—Cu2 | 2.9531 (7) | C6—C7 | 1.452 (5) |
Cu2—O2 | 1.965 (3) | C7—H7 | 0.9500 |
Cu2—O2i | 1.965 (3) | C8—C9 | 1.510 (6) |
Cu2—O1i | 1.978 (2) | C8—H8A | 0.9900 |
Cu2—O1 | 1.978 (2) | C8—H8B | 0.9900 |
Cu2—O3i | 2.399 (3) | C9—C10 | 1.524 (5) |
Cu2—O3 | 2.399 (3) | C9—H9A | 0.9900 |
Cu2—Cu1i | 2.9531 (7) | C9—H9B | 0.9900 |
O1—C1 | 1.339 (4) | C10—H10A | 0.9900 |
O2—C13 | 1.340 (4) | C10—H10B | 0.9900 |
O3—N3 | 1.257 (4) | C11—C12 | 1.451 (5) |
O4—N3 | 1.266 (4) | C11—H11 | 0.9500 |
O4—Cu1i | 2.332 (3) | C12—C17 | 1.413 (5) |
O5—N3 | 1.242 (4) | C12—C13 | 1.413 (5) |
N1—C7 | 1.293 (5) | C13—C14 | 1.398 (5) |
N1—C8 | 1.479 (5) | C14—C15 | 1.388 (6) |
N2—C11 | 1.278 (5) | C14—H14 | 0.9500 |
N2—C10 | 1.475 (5) | C15—C16 | 1.388 (6) |
C1—C2 | 1.398 (5) | C15—H15 | 0.9500 |
C1—C6 | 1.414 (5) | C16—C17 | 1.377 (6) |
C2—C3 | 1.382 (5) | C16—H16 | 0.9500 |
C2—H2 | 0.9500 | C17—H17 | 0.9500 |
C3—C4 | 1.396 (5) | ||
O2—Cu1—N2 | 91.35 (12) | O1—C1—C2 | 120.8 (3) |
O2—Cu1—O1 | 78.85 (11) | O1—C1—C6 | 120.6 (3) |
N2—Cu1—O1 | 169.87 (12) | C2—C1—C6 | 118.5 (3) |
O2—Cu1—N1 | 160.95 (12) | C3—C2—C1 | 121.1 (4) |
N2—Cu1—N1 | 97.56 (13) | C3—C2—H2 | 119.4 |
O1—Cu1—N1 | 92.57 (12) | C1—C2—H2 | 119.4 |
O2—Cu1—O4i | 98.17 (11) | C2—C3—C4 | 120.6 (4) |
N2—Cu1—O4i | 84.00 (12) | C2—C3—H3 | 119.7 |
O1—Cu1—O4i | 94.75 (10) | C4—C3—H3 | 119.7 |
N1—Cu1—O4i | 99.48 (12) | C5—C4—C3 | 119.3 (4) |
O2—Cu1—Cu2 | 41.20 (8) | C5—C4—H4 | 120.4 |
N2—Cu1—Cu2 | 128.28 (9) | C3—C4—H4 | 120.4 |
O1—Cu1—Cu2 | 41.64 (7) | C4—C5—C6 | 121.2 (3) |
N1—Cu1—Cu2 | 134.08 (9) | C4—C5—H5 | 119.4 |
O4i—Cu1—Cu2 | 84.51 (7) | C6—C5—H5 | 119.4 |
O2—Cu2—O2i | 180.0 | C1—C6—C5 | 119.2 (3) |
O2—Cu2—O1i | 102.16 (10) | C1—C6—C7 | 124.5 (3) |
O2i—Cu2—O1i | 77.84 (10) | C5—C6—C7 | 116.2 (3) |
O2—Cu2—O1 | 77.84 (10) | N1—C7—C6 | 127.6 (3) |
O2i—Cu2—O1 | 102.16 (10) | N1—C7—H7 | 116.2 |
O1i—Cu2—O1 | 180.00 (14) | C6—C7—H7 | 116.2 |
O2—Cu2—O3i | 91.67 (10) | N1—C8—C9 | 114.7 (3) |
O2i—Cu2—O3i | 88.33 (10) | N1—C8—H8A | 108.6 |
O1i—Cu2—O3i | 90.95 (10) | C9—C8—H8A | 108.6 |
O1—Cu2—O3i | 89.05 (10) | N1—C8—H8B | 108.6 |
O2—Cu2—O3 | 88.33 (10) | C9—C8—H8B | 108.6 |
O2i—Cu2—O3 | 91.67 (10) | H8A—C8—H8B | 107.6 |
O1i—Cu2—O3 | 89.05 (10) | C8—C9—C10 | 114.9 (3) |
O1—Cu2—O3 | 90.95 (10) | C8—C9—H9A | 108.5 |
O3i—Cu2—O3 | 180.0 | C10—C9—H9A | 108.5 |
O2—Cu2—Cu1i | 139.28 (7) | C8—C9—H9B | 108.5 |
O2i—Cu2—Cu1i | 40.72 (7) | C10—C9—H9B | 108.5 |
O1i—Cu2—Cu1i | 41.03 (8) | H9A—C9—H9B | 107.5 |
O1—Cu2—Cu1i | 138.97 (8) | N2—C10—C9 | 110.2 (3) |
O3i—Cu2—Cu1i | 103.15 (7) | N2—C10—H10A | 109.6 |
O3—Cu2—Cu1i | 76.85 (7) | C9—C10—H10A | 109.6 |
O2—Cu2—Cu1 | 40.72 (7) | N2—C10—H10B | 109.6 |
O2i—Cu2—Cu1 | 139.28 (7) | C9—C10—H10B | 109.6 |
O1i—Cu2—Cu1 | 138.97 (8) | H10A—C10—H10B | 108.1 |
O1—Cu2—Cu1 | 41.03 (8) | N2—C11—C12 | 126.1 (4) |
O3i—Cu2—Cu1 | 76.85 (7) | N2—C11—H11 | 117.0 |
O3—Cu2—Cu1 | 103.15 (7) | C12—C11—H11 | 117.0 |
Cu1i—Cu2—Cu1 | 180.0 | C17—C12—C13 | 118.8 (4) |
C1—O1—Cu1 | 125.3 (2) | C17—C12—C11 | 117.3 (4) |
C1—O1—Cu2 | 130.4 (2) | C13—C12—C11 | 123.9 (4) |
Cu1—O1—Cu2 | 97.33 (11) | O2—C13—C14 | 121.1 (4) |
C13—O2—Cu1 | 125.8 (2) | O2—C13—C12 | 119.9 (3) |
C13—O2—Cu2 | 135.7 (2) | C14—C13—C12 | 119.0 (4) |
Cu1—O2—Cu2 | 98.08 (11) | C15—C14—C13 | 120.2 (4) |
N3—O3—Cu2 | 132.9 (2) | C15—C14—H14 | 119.9 |
N3—O4—Cu1i | 125.8 (2) | C13—C14—H14 | 119.9 |
C7—N1—C8 | 116.3 (3) | C14—C15—C16 | 121.5 (4) |
C7—N1—Cu1 | 121.5 (3) | C14—C15—H15 | 119.2 |
C8—N1—Cu1 | 122.1 (2) | C16—C15—H15 | 119.2 |
C11—N2—C10 | 117.8 (3) | C17—C16—C15 | 118.7 (4) |
C11—N2—Cu1 | 125.3 (3) | C17—C16—H16 | 120.7 |
C10—N2—Cu1 | 116.8 (3) | C15—C16—H16 | 120.7 |
O5—N3—O3 | 120.4 (3) | C16—C17—C12 | 121.5 (4) |
O5—N3—O4 | 119.6 (3) | C16—C17—H17 | 119.2 |
O3—N3—O4 | 119.9 (3) | C12—C17—H17 | 119.2 |
N2—Cu1—Cu2—O2 | 31.15 (16) | O1—Cu2—O3—N3 | 139.9 (3) |
O1—Cu1—Cu2—O2 | −147.46 (16) | Cu1i—Cu2—O3—N3 | −0.5 (3) |
N1—Cu1—Cu2—O2 | −153.06 (17) | Cu1—Cu2—O3—N3 | 179.5 (3) |
O4i—Cu1—Cu2—O2 | 109.05 (14) | O2—Cu1—N1—C7 | −38.8 (6) |
O2—Cu1—Cu2—O2i | 180.0 | N2—Cu1—N1—C7 | −156.0 (3) |
N2—Cu1—Cu2—O2i | −148.85 (16) | O1—Cu1—N1—C7 | 23.6 (3) |
O1—Cu1—Cu2—O2i | 32.54 (16) | O4i—Cu1—N1—C7 | 118.8 (3) |
N1—Cu1—Cu2—O2i | 26.94 (17) | Cu2—Cu1—N1—C7 | 27.3 (4) |
O4i—Cu1—Cu2—O2i | −70.95 (14) | O2—Cu1—N1—C8 | 138.4 (4) |
O2—Cu1—Cu2—O1i | −32.54 (16) | N2—Cu1—N1—C8 | 21.2 (3) |
N2—Cu1—Cu2—O1i | −1.39 (17) | O1—Cu1—N1—C8 | −159.2 (3) |
O1—Cu1—Cu2—O1i | 180.0 | O4i—Cu1—N1—C8 | −64.0 (3) |
N1—Cu1—Cu2—O1i | 174.40 (17) | Cu2—Cu1—N1—C8 | −155.5 (2) |
O4i—Cu1—Cu2—O1i | 76.51 (14) | O2—Cu1—N2—C11 | −11.3 (3) |
O2—Cu1—Cu2—O1 | 147.46 (16) | O1—Cu1—N2—C11 | −26.0 (9) |
N2—Cu1—Cu2—O1 | 178.61 (17) | N1—Cu1—N2—C11 | 151.8 (3) |
N1—Cu1—Cu2—O1 | −5.60 (17) | O4i—Cu1—N2—C11 | −109.4 (3) |
O4i—Cu1—Cu2—O1 | −103.49 (14) | Cu2—Cu1—N2—C11 | −31.3 (4) |
O2—Cu1—Cu2—O3i | −108.51 (14) | O2—Cu1—N2—C10 | 163.7 (3) |
N2—Cu1—Cu2—O3i | −77.35 (14) | O1—Cu1—N2—C10 | 149.0 (6) |
O1—Cu1—Cu2—O3i | 104.04 (13) | N1—Cu1—N2—C10 | −33.2 (3) |
N1—Cu1—Cu2—O3i | 98.44 (15) | O4i—Cu1—N2—C10 | 65.6 (3) |
O4i—Cu1—Cu2—O3i | 0.55 (10) | Cu2—Cu1—N2—C10 | 143.8 (2) |
O2—Cu1—Cu2—O3 | 71.49 (14) | Cu2—O3—N3—O5 | −176.1 (3) |
N2—Cu1—Cu2—O3 | 102.65 (14) | Cu2—O3—N3—O4 | 2.2 (5) |
O1—Cu1—Cu2—O3 | −75.96 (13) | Cu1i—O4—N3—O5 | 175.4 (3) |
N1—Cu1—Cu2—O3 | −81.56 (15) | Cu1i—O4—N3—O3 | −2.9 (5) |
O4i—Cu1—Cu2—O3 | −179.45 (10) | Cu1—O1—C1—C2 | −158.4 (3) |
O2—Cu1—O1—C1 | 131.9 (3) | Cu2—O1—C1—C2 | −14.5 (5) |
N2—Cu1—O1—C1 | 146.9 (6) | Cu1—O1—C1—C6 | 22.5 (5) |
N1—Cu1—O1—C1 | −30.9 (3) | Cu2—O1—C1—C6 | 166.4 (3) |
O4i—Cu1—O1—C1 | −130.7 (3) | O1—C1—C2—C3 | −177.0 (3) |
Cu2—Cu1—O1—C1 | 153.1 (3) | C6—C1—C2—C3 | 2.1 (6) |
O2—Cu1—O1—Cu2 | −21.17 (11) | C1—C2—C3—C4 | −1.6 (6) |
N2—Cu1—O1—Cu2 | −6.2 (7) | C2—C3—C4—C5 | 0.2 (6) |
N1—Cu1—O1—Cu2 | 175.98 (12) | C3—C4—C5—C6 | 0.7 (6) |
O4i—Cu1—O1—Cu2 | 76.24 (11) | O1—C1—C6—C5 | 177.8 (3) |
O2—Cu2—O1—C1 | −129.9 (3) | C2—C1—C6—C5 | −1.2 (5) |
O2i—Cu2—O1—C1 | 50.1 (3) | O1—C1—C6—C7 | 1.5 (6) |
O3i—Cu2—O1—C1 | 138.1 (3) | C2—C1—C6—C7 | −177.6 (4) |
O3—Cu2—O1—C1 | −41.9 (3) | C4—C5—C6—C1 | −0.1 (6) |
Cu1i—Cu2—O1—C1 | 29.0 (4) | C4—C5—C6—C7 | 176.5 (4) |
Cu1—Cu2—O1—C1 | −151.0 (4) | C8—N1—C7—C6 | 172.6 (4) |
O2—Cu2—O1—Cu1 | 21.04 (11) | Cu1—N1—C7—C6 | −10.0 (5) |
O2i—Cu2—O1—Cu1 | −158.96 (11) | C1—C6—C7—N1 | −8.0 (6) |
O3i—Cu2—O1—Cu1 | −70.88 (11) | C5—C6—C7—N1 | 175.5 (4) |
O3—Cu2—O1—Cu1 | 109.12 (11) | C7—N1—C8—C9 | 142.3 (4) |
Cu1i—Cu2—O1—Cu1 | 180.0 | Cu1—N1—C8—C9 | −35.1 (4) |
N2—Cu1—O2—C13 | 29.9 (3) | N1—C8—C9—C10 | 59.4 (5) |
O1—Cu1—O2—C13 | −152.7 (3) | C11—N2—C10—C9 | −125.1 (4) |
N1—Cu1—O2—C13 | −88.2 (5) | Cu1—N2—C10—C9 | 59.5 (4) |
O4i—Cu1—O2—C13 | 114.1 (3) | C8—C9—C10—N2 | −73.3 (4) |
Cu2—Cu1—O2—C13 | −174.0 (3) | C10—N2—C11—C12 | 179.9 (3) |
N2—Cu1—O2—Cu2 | −156.03 (12) | Cu1—N2—C11—C12 | −5.1 (5) |
O1—Cu1—O2—Cu2 | 21.36 (11) | N2—C11—C12—C17 | −167.5 (4) |
N1—Cu1—O2—Cu2 | 85.8 (4) | N2—C11—C12—C13 | 11.4 (6) |
O4i—Cu1—O2—Cu2 | −71.90 (12) | Cu1—O2—C13—C14 | 149.7 (3) |
O1i—Cu2—O2—C13 | −28.1 (3) | Cu2—O2—C13—C14 | −21.8 (5) |
O1—Cu2—O2—C13 | 151.9 (3) | Cu1—O2—C13—C12 | −31.5 (5) |
O3i—Cu2—O2—C13 | −119.4 (3) | Cu2—O2—C13—C12 | 157.0 (3) |
O3—Cu2—O2—C13 | 60.6 (3) | C17—C12—C13—O2 | −173.3 (3) |
Cu1i—Cu2—O2—C13 | −6.9 (4) | C11—C12—C13—O2 | 7.9 (5) |
Cu1—Cu2—O2—C13 | 173.1 (4) | C17—C12—C13—C14 | 5.5 (5) |
O1i—Cu2—O2—Cu1 | 158.82 (11) | C11—C12—C13—C14 | −173.3 (3) |
O1—Cu2—O2—Cu1 | −21.18 (11) | O2—C13—C14—C15 | 176.4 (3) |
O3i—Cu2—O2—Cu1 | 67.49 (11) | C12—C13—C14—C15 | −2.4 (6) |
O3—Cu2—O2—Cu1 | −112.51 (11) | C13—C14—C15—C16 | −2.2 (6) |
Cu1i—Cu2—O2—Cu1 | 180.0 | C14—C15—C16—C17 | 3.4 (6) |
O2—Cu2—O3—N3 | −142.3 (3) | C15—C16—C17—C12 | −0.1 (6) |
O2i—Cu2—O3—N3 | 37.7 (3) | C13—C12—C17—C16 | −4.3 (6) |
O1i—Cu2—O3—N3 | −40.1 (3) | C11—C12—C17—C16 | 174.6 (4) |
Symmetry code: (i) −x+1, −y+1, −z. |