The title compound, [Cu2(C14H8O3)2(C3H4N2)2(H2O)2]·CH4O, consists of oxo-bridged dinuclear complex molecules together with methanol solvent molecules. The dimers have twofold rotation symmetry. Cu has square-pyramidal coordination, with water in the apical site. The methanol molecule is disordered over a twofold rotation axis.
Supporting information
CCDC reference: 258628
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- Disorder in solvent or counterion
- R factor = 0.034
- wR factor = 0.086
- Data-to-parameter ratio = 15.2
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density .... 4.73
PLAT420_ALERT_2_B D-H Without Acceptor O1W - H1W2 ... ?
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.513 0.788
Tmin' and Tmax expected: 0.607 0.778
RR' = 0.834
Please check that your absorption correction is appropriate.
STRVA01_ALERT_4_C Flack test results are ambiguous.
From the CIF: _refine_ls_abs_structure_Flack 0.360
From the CIF: _refine_ls_abs_structure_Flack_su 0.010
PLAT033_ALERT_2_C Flack Parameter Value Deviates from Zero ....... 0.36
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.82
PLAT127_ALERT_1_C Implicit Hall Symbol Inconsistent with Expl .... A2 -ba2
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for Cu1
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc.
PLAT432_ALERT_2_C Short Inter X...Y Contact O2 .. C18 .. 2.95 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
PLAT731_ALERT_1_C Bond Calc 0.85(4), Rep 0.850(10) ...... 4.00 su-Rat
O1W -H1W1 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.84(3), Rep 0.850(10) ...... 3.00 su-Rat
O1W -H1W2 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.85(4), Rep 0.850(10) ...... 4.00 su-Rat
O1W -H1# 1.555 1.555
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.50
From the CIF: _reflns_number_total 3785
Count of symmetry unique reflns 2023
Completeness (_total/calc) 187.10%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 1762
Fraction of Friedel pairs measured 0.871
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
15 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
7 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
2 ALERT type 3 Indicator that the structure quality may be low
4 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.
Bis(µ-9-oxidofluorene-9-carboxylato-
κ3O,
O':
O)bis[aqua(1
H-imidazole-
κN3)copper(II)] methanol solvate
top
Crystal data top
[Cu2(C14H8O3)2(C3H4N2)2(H2O)2]·CH4O | F(000) = 1600 |
Mr = 779.73 | Dx = 1.533 Mg m−3 |
Orthorhombic, Aba2 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: A2 -ba2 | Cell parameters from 14470 reflections |
a = 17.228 (3) Å | θ = 3.0–29.7° |
b = 14.464 (3) Å | µ = 1.32 mm−1 |
c = 13.556 (3) Å | T = 295 K |
V = 3377.9 (12) Å3 | Prism, blue |
Z = 4 | 0.37 × 0.26 × 0.19 mm |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3785 independent reflections |
Radiation source: fine-focus sealed tube | 3610 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
ω scans | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −22→22 |
Tmin = 0.513, Tmax = 0.788 | k = −18→18 |
14628 measured reflections | l = −17→17 |
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)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0594P)2 + 0.3152P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max = 0.001 |
3785 reflections | Δρmax = 1.04 e Å−3 |
249 parameters | Δρmin = −0.22 e Å−3 |
7 restraints | Absolute structure: Flack (1983), from 1767 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.36 (1) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cu1 | 0.58395 (1) | 0.52722 (2) | 0.50000 (3) | 0.0314 (1) | |
O1 | 0.6148 (1) | 0.6544 (1) | 0.4725 (2) | 0.0451 (5) | |
O2 | 0.5692 (1) | 0.7963 (1) | 0.4543 (2) | 0.0487 (5) | |
O3 | 0.4819 (1) | 0.5813 (1) | 0.5107 (2) | 0.0342 (4) | |
O4 | 0.4891 (4) | 0.5626 (4) | 0.8133 (5) | 0.081 (2) | 0.50 |
O1w | 0.6114 (2) | 0.5275 (2) | 0.6721 (2) | 0.0786 (9) | |
N1 | 0.6832 (1) | 0.4721 (1) | 0.4606 (2) | 0.0353 (4) | |
N2 | 0.7904 (1) | 0.3924 (2) | 0.4485 (2) | 0.0475 (6) | |
C1 | 0.5597 (1) | 0.7119 (2) | 0.4672 (2) | 0.0348 (5) | |
C2 | 0.4756 (1) | 0.6723 (1) | 0.4762 (2) | 0.0307 (5) | |
C3 | 0.4370 (2) | 0.6825 (2) | 0.3755 (2) | 0.0344 (5) | |
C4 | 0.4532 (2) | 0.6359 (2) | 0.2889 (2) | 0.0451 (6) | |
C5 | 0.4099 (2) | 0.6565 (3) | 0.2052 (3) | 0.0566 (8) | |
C6 | 0.3510 (2) | 0.7224 (3) | 0.2091 (3) | 0.0605 (8) | |
C7 | 0.3338 (2) | 0.7685 (2) | 0.2957 (3) | 0.0531 (7) | |
C8 | 0.3773 (2) | 0.7480 (2) | 0.3798 (2) | 0.0370 (5) | |
C9 | 0.3689 (1) | 0.7794 (2) | 0.4822 (2) | 0.0357 (6) | |
C10 | 0.3155 (2) | 0.8389 (2) | 0.5250 (2) | 0.0493 (8) | |
C11 | 0.3166 (2) | 0.8495 (2) | 0.6263 (3) | 0.0529 (8) | |
C12 | 0.3691 (2) | 0.8008 (3) | 0.6843 (2) | 0.0526 (7) | |
C13 | 0.4235 (2) | 0.7422 (2) | 0.6409 (2) | 0.0413 (6) | |
C14 | 0.4239 (2) | 0.7333 (2) | 0.5407 (2) | 0.0325 (5) | |
C15 | 0.7311 (1) | 0.4165 (2) | 0.5076 (3) | 0.0396 (5) | |
C16 | 0.7135 (2) | 0.4839 (2) | 0.3681 (2) | 0.0443 (6) | |
C17 | 0.7798 (2) | 0.4335 (2) | 0.3600 (2) | 0.0513 (7) | |
C18 | 0.500 (2) | 0.521 (2) | 0.916 (1) | 0.18 (1) | 0.50 |
H1w1 | 0.567 (2) | 0.527 (3) | 0.700 (4) | 0.094* | |
H1w2 | 0.632 (2) | 0.580 (2) | 0.679 (4) | 0.094* | |
H2n | 0.830 (1) | 0.358 (2) | 0.453 (3) | 0.057* | |
H4 | 0.4923 | 0.5917 | 0.2867 | 0.054* | |
H5 | 0.4204 | 0.6261 | 0.1463 | 0.068* | |
H6 | 0.3227 | 0.7355 | 0.1524 | 0.073* | |
H7 | 0.2943 | 0.8122 | 0.2979 | 0.064* | |
H10 | 0.2798 | 0.8709 | 0.4865 | 0.059* | |
H11 | 0.2817 | 0.8899 | 0.6561 | 0.063* | |
H12 | 0.3678 | 0.8074 | 0.7525 | 0.063* | |
H13 | 0.4588 | 0.7098 | 0.6796 | 0.050* | |
H15 | 0.7248 | 0.3968 | 0.5724 | 0.047* | |
H16 | 0.6921 | 0.5205 | 0.3187 | 0.053* | |
H17 | 0.8115 | 0.4284 | 0.3047 | 0.062* | |
H4o | 0.481 (7) | 0.619 (2) | 0.828 (8) | 0.097* | 0.50 |
H18a | 0.4500 | 0.5052 | 0.9427 | 0.212* | 0.50 |
H18b | 0.5248 | 0.5652 | 0.9578 | 0.212* | 0.50 |
H18c | 0.5312 | 0.4664 | 0.9110 | 0.212* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0182 (1) | 0.0262 (1) | 0.0499 (2) | 0.0013 (1) | −0.0018 (2) | −0.0007 (2) |
O1 | 0.0205 (7) | 0.0321 (8) | 0.083 (2) | −0.0032 (6) | 0.0030 (8) | −0.0003 (8) |
O2 | 0.0294 (7) | 0.0260 (8) | 0.091 (2) | −0.0056 (7) | 0.0032 (9) | 0.0047 (9) |
O3 | 0.0211 (6) | 0.0258 (6) | 0.056 (1) | 0.0006 (5) | −0.0003 (8) | 0.0036 (8) |
O4 | 0.074 (4) | 0.059 (3) | 0.109 (5) | 0.014 (3) | −0.001 (3) | −0.024 (3) |
O1w | 0.064 (2) | 0.116 (3) | 0.056 (2) | 0.006 (2) | −0.011 (2) | 0.003 (2) |
N1 | 0.023 (1) | 0.030 (1) | 0.054 (1) | 0.0002 (7) | 0.000 (1) | 0.0032 (8) |
N2 | 0.025 (1) | 0.045 (1) | 0.073 (2) | 0.010 (1) | 0.001 (1) | 0.000 (1) |
C1 | 0.024 (1) | 0.028 (1) | 0.052 (1) | −0.002 (1) | 0.000 (1) | −0.001 (1) |
C2 | 0.021 (1) | 0.024 (1) | 0.047 (2) | 0.001 (1) | −0.002 (1) | 0.000 (1) |
C3 | 0.027 (1) | 0.030 (1) | 0.046 (1) | −0.005 (1) | 0.000 (1) | 0.003 (1) |
C4 | 0.040 (1) | 0.046 (1) | 0.050 (2) | −0.003 (1) | 0.010 (1) | −0.003 (1) |
C5 | 0.058 (2) | 0.068 (2) | 0.044 (2) | −0.009 (2) | 0.003 (1) | 0.000 (2) |
C6 | 0.058 (2) | 0.074 (2) | 0.049 (2) | −0.002 (2) | −0.009 (2) | 0.012 (2) |
C7 | 0.046 (2) | 0.058 (2) | 0.055 (2) | 0.009 (2) | −0.009 (1) | 0.012 (1) |
C8 | 0.031 (1) | 0.033 (1) | 0.047 (1) | 0.000 (1) | −0.003 (1) | 0.006 (1) |
C9 | 0.028 (1) | 0.0290 (9) | 0.050 (2) | 0.002 (1) | 0.000 (1) | 0.003 (1) |
C10 | 0.035 (1) | 0.042 (1) | 0.071 (2) | 0.013 (1) | 0.003 (1) | 0.001 (1) |
C11 | 0.039 (1) | 0.049 (2) | 0.071 (2) | 0.011 (1) | 0.012 (1) | −0.013 (1) |
C12 | 0.047 (2) | 0.061 (2) | 0.050 (2) | 0.001 (1) | 0.007 (1) | −0.013 (1) |
C13 | 0.032 (1) | 0.042 (1) | 0.050 (2) | −0.001 (1) | −0.005 (1) | −0.003 (1) |
C14 | 0.021 (1) | 0.027 (1) | 0.050 (1) | 0.000 (1) | −0.001 (1) | −0.004 (1) |
C15 | 0.028 (1) | 0.039 (1) | 0.052 (1) | 0.004 (1) | −0.003 (1) | 0.003 (2) |
C16 | 0.037 (1) | 0.044 (1) | 0.053 (2) | 0.000 (1) | 0.004 (1) | 0.007 (1) |
C17 | 0.038 (1) | 0.057 (2) | 0.059 (2) | 0.002 (1) | 0.013 (1) | −0.001 (1) |
C18 | 0.097 (8) | 0.18 (2) | 0.25 (2) | 0.04 (2) | 0.00 (2) | 0.14 (2) |
Geometric parameters (Å, º) top
Cu1—O3 | 1.929 (1) | C9—C14 | 1.403 (3) |
Cu1—O3i | 1.943 (2) | C10—C11 | 1.381 (5) |
Cu1—O1 | 1.951 (2) | C11—C12 | 1.389 (5) |
Cu1—N1 | 1.961 (2) | C12—C13 | 1.394 (4) |
Cu1—O1w | 2.380 (3) | C13—C14 | 1.366 (4) |
Cu1—Cu1i | 2.9977 (7) | C16—C17 | 1.359 (4) |
O1—C1 | 1.264 (3) | O4—C18 | 1.524 (9) |
O2—C1 | 1.243 (3) | O4—H4o | 0.85 (1) |
O3—C2 | 1.401 (3) | O1w—H1w1 | 0.85 (1) |
N1—C15 | 1.316 (3) | O1w—H1w2 | 0.85 (1) |
N1—C16 | 1.369 (4) | N2—H2n | 0.85 (1) |
N2—C15 | 1.344 (4) | C4—H4 | 0.9300 |
N2—C17 | 1.352 (4) | C5—H5 | 0.9300 |
C1—C2 | 1.562 (3) | C6—H6 | 0.9300 |
C2—C3 | 1.526 (3) | C7—H7 | 0.9300 |
C2—C14 | 1.529 (3) | C11—H11 | 0.9300 |
C3—C4 | 1.382 (4) | C12—H12 | 0.9300 |
C3—C8 | 1.400 (4) | C13—H13 | 0.9300 |
C4—C5 | 1.390 (5) | C15—H15 | 0.9300 |
C5—C6 | 1.394 (5) | C16—H16 | 0.9300 |
C6—C7 | 1.383 (5) | C18—H18a | 0.9600 |
C7—C8 | 1.395 (4) | C18—H18b | 0.9600 |
C8—C9 | 1.468 (4) | C18—H18c | 0.9600 |
C9—C10 | 1.387 (4) | | |
| | | |
O1—Cu1—O3 | 83.1 (1) | C11—C12—C13 | 120.5 (3) |
O1—Cu1—O3i | 159.3 (1) | C14—C13—C12 | 118.7 (3) |
O1—Cu1—O1w | 97.6 (1) | C13—C14—C9 | 120.9 (2) |
O1—Cu1—N1 | 95.4 (1) | C13—C14—C2 | 128.8 (2) |
O3—Cu1—O3i | 77.9 (1) | C9—C14—C2 | 110.2 (2) |
O3—Cu1—O1w | 96.1 (1) | N1—C15—N2 | 110.3 (3) |
O3—Cu1—N1 | 168.5 (1) | C17—C16—N1 | 109.1 (3) |
O3i—Cu1—O1w | 92.5 (1) | N2—C17—C16 | 106.1 (3) |
O3i—Cu1—N1 | 101.6 (1) | Cu1—O1w—H1w1 | 105 (4) |
O1w—Cu1—N1 | 95.4 (1) | Cu1—O1w—H1w2 | 102 (4) |
C1—O1—Cu1 | 115.3 (2) | H1w1—O1w—H1w2 | 109 (2) |
C2—O3—Cu1 | 115.3 (1) | C15—N2—H2n | 136 (2) |
C2—O3—Cu1i | 133.6 (1) | C17—N2—H2n | 116 (2) |
Cu1—O3—Cu1i | 101.5 (1) | C3—C4—H4 | 120.6 |
C15—N1—C16 | 106.3 (2) | C5—C4—H4 | 120.6 |
C15—N1—Cu1 | 131.6 (2) | C4—C5—H5 | 119.8 |
C16—N1—Cu1 | 122.1 (2) | C6—C5—H5 | 119.8 |
C15—N2—C17 | 108.2 (2) | C7—C6—H6 | 119.4 |
O2—C1—O1 | 123.7 (2) | C5—C6—H6 | 119.4 |
O2—C1—C2 | 119.5 (2) | C6—C7—H7 | 120.7 |
O1—C1—C2 | 116.7 (2) | C8—C7—H7 | 120.7 |
O3—C2—C3 | 115.0 (2) | C11—C10—H10 | 120.8 |
O3—C2—C14 | 113.4 (2) | C9—C10—H10 | 120.8 |
C3—C2—C14 | 101.6 (2) | C10—C11—H11 | 119.5 |
O3—C2—C1 | 107.4 (2) | C12—C11—H11 | 119.5 |
C3—C2—C1 | 107.4 (2) | C11—C12—H12 | 119.7 |
C14—C2—C1 | 112.0 (2) | C13—C12—H12 | 119.7 |
C4—C3—C8 | 120.9 (3) | C14—C13—H13 | 120.6 |
C4—C3—C2 | 128.6 (2) | C12—C13—H13 | 120.6 |
C8—C3—C2 | 110.4 (2) | N1—C15—H15 | 124.9 |
C3—C4—C5 | 118.7 (3) | N2—C15—H15 | 124.9 |
C4—C5—C6 | 120.5 (3) | C17—C16—H16 | 125.4 |
C7—C6—C5 | 121.1 (3) | N1—C16—H16 | 125.4 |
C6—C7—C8 | 118.5 (3) | N2—C17—H17 | 127.0 |
C7—C8—C3 | 120.3 (3) | C16—C17—H17 | 127.0 |
C7—C8—C9 | 130.9 (3) | C18—O4—H4O | 101 (8) |
C3—C8—C9 | 108.7 (2) | O4—C18—H18a | 109.5 |
C10—C9—C14 | 120.4 (3) | O4—C18—H18b | 109.5 |
C10—C9—C8 | 130.7 (2) | H18a—C18—H18b | 109.5 |
C14—C9—C8 | 108.7 (2) | O4—C18—H18c | 109.5 |
C11—C10—C9 | 118.4 (3) | H18a—C18—H18c | 109.5 |
C10—C11—C12 | 121.0 (3) | H18b—C18—H18c | 109.5 |
| | | |
O3—Cu1—O1—C1 | −4.2 (2) | C14—C2—C3—C8 | 5.9 (2) |
O3i—Cu1—O1—C1 | 19.0 (4) | C1—C2—C3—C8 | −111.7 (2) |
N1—Cu1—O1—C1 | 164.3 (2) | C8—C3—C4—C5 | 1.1 (4) |
O1w—Cu1—O1—C1 | −99.5 (2) | C2—C3—C4—C5 | 179.9 (3) |
Cu1i—Cu1—O1—C1 | 8.2 (2) | C3—C4—C5—C6 | −0.5 (5) |
O3i—Cu1—O3—C2 | −159.6 (1) | C4—C5—C6—C7 | −0.2 (5) |
O1—Cu1—O3—C2 | 12.25 (18) | C5—C6—C7—C8 | 0.3 (5) |
N1—Cu1—O3—C2 | −71.0 (4) | C6—C7—C8—C3 | 0.3 (5) |
O1w—Cu1—O3—C2 | 109.2 (2) | C6—C7—C8—C9 | −174.5 (3) |
Cu1i—Cu1—O3—C2 | −150.9 (2) | C4—C3—C8—C7 | −1.0 (4) |
O3i—Cu1—O3—Cu1i | −8.7 (1) | C2—C3—C8—C7 | 180.0 (2) |
O1—Cu1—O3—Cu1i | 163.1 (1) | C4—C3—C8—C9 | 174.9 (2) |
N1—Cu1—O3—Cu1i | 79.9 (3) | C2—C3—C8—C9 | −4.1 (3) |
O1w—Cu1—O3—Cu1i | −100.0 (1) | C7—C8—C9—C10 | −0.3 (5) |
O3—Cu1—N1—C15 | −152.3 (3) | C3—C8—C9—C10 | −175.6 (3) |
O3i—Cu1—N1—C15 | −66.1 (2) | C7—C8—C9—C14 | 175.6 (3) |
O1—Cu1—N1—C15 | 125.7 (2) | C3—C8—C9—C14 | 0.3 (3) |
O1w—Cu1—N1—C15 | 27.6 (2) | C14—C9—C10—C11 | −1.7 (4) |
Cu1i—Cu1—N1—C15 | −85.2 (3) | C8—C9—C10—C11 | 173.8 (3) |
O3—Cu1—N1—C16 | 23.9 (5) | C9—C10—C11—C12 | −1.0 (5) |
O3i—Cu1—N1—C16 | 110.1 (2) | C10—C11—C12—C13 | 2.0 (5) |
O1—Cu1—N1—C16 | −58.1 (2) | C11—C12—C13—C14 | −0.3 (5) |
O1w—Cu1—N1—C16 | −156.2 (2) | C12—C13—C14—C9 | −2.3 (4) |
Cu1i—Cu1—N1—C16 | 91.0 (2) | C12—C13—C14—C2 | −178.3 (3) |
Cu1—O1—C1—O2 | 176.9 (2) | C10—C9—C14—C13 | 3.4 (4) |
Cu1—O1—C1—C2 | −3.9 (3) | C8—C9—C14—C13 | −173.0 (2) |
Cu1—O3—C2—C3 | 103.38 (19) | C10—C9—C14—C2 | −179.9 (2) |
Cu1i—O3—C2—C3 | −35.4 (3) | C8—C9—C14—C2 | 3.6 (3) |
Cu1—O3—C2—C14 | −140.33 (16) | O3—C2—C14—C13 | 46.6 (3) |
Cu1i—O3—C2—C14 | 80.9 (3) | C3—C2—C14—C13 | 170.6 (3) |
Cu1—O3—C2—C1 | −16.1 (2) | C1—C2—C14—C13 | −75.1 (3) |
Cu1i—O3—C2—C1 | −154.91 (18) | O3—C2—C14—C9 | −129.7 (2) |
O2—C1—C2—O3 | −167.7 (3) | C3—C2—C14—C9 | −5.7 (2) |
O1—C1—C2—O3 | 13.0 (3) | C1—C2—C14—C9 | 108.6 (2) |
O2—C1—C2—C3 | 68.1 (3) | C16—N1—C15—N2 | −0.2 (3) |
O1—C1—C2—C3 | −111.2 (3) | Cu1—N1—C15—N2 | 176.5 (2) |
O2—C1—C2—C14 | −42.6 (3) | C17—N2—C15—N1 | −0.5 (3) |
O1—C1—C2—C14 | 138.1 (2) | C15—N1—C16—C17 | 0.8 (3) |
O3—C2—C3—C4 | −50.1 (3) | Cu1—N1—C16—C17 | −176.3 (2) |
C14—C2—C3—C4 | −173.0 (2) | C15—N2—C17—C16 | 0.9 (3) |
C1—C2—C3—C4 | 69.4 (3) | N1—C16—C17—N2 | −1.1 (3) |
O3—C2—C3—C8 | 128.8 (2) | | |
Symmetry code: (i) −x+1, −y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O4 | 0.85 (1) | 2.11 (3) | 2.892 (7) | 153 (5) |
N2—H2n···O2ii | 0.85 (1) | 1.95 (1) | 2.792 (3) | 170 (3) |
Symmetry code: (ii) −x+3/2, y−1/2, z. |