Buy article online - an online subscription or single-article purchase is required to access this article.
metal-organic compounds
The Cu atom in the title compound, [Cu(C6H6N2O)2(H2O)4](C6H2N3O7)2, exists in an all trans-O4N2Cu octahedron; the anion interacts indirectly with the cation through the coordinated water molecules. Hydrogen bonds link the cations and anions into a three-dimensional network.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806009500/bt2031sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806009500/bt2031Isup2.hkl |
CCDC reference: 604986
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.047
- wR factor = 0.141
- Data-to-parameter ratio = 11.8
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for N7
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT213_ALERT_2_C Atom O9 has ADP max/min Ratio ............. 3.10 prolat PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.64 Ratio PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.51 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for O3 - C13 .. 5.41 su PLAT230_ALERT_2_C Hirshfeld Test Diff for O15 - N8 .. 6.67 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - O4W .. 5.54 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - N1 .. 5.82 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N8 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N9 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.06 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.94 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.51 PLAT309_ALERT_2_C Single Bonded Oxygen (C-O .GT. 1.3 Ang) ........ O3 PLAT309_ALERT_2_C Single Bonded Oxygen (C-O .GT. 1.3 Ang) ........ O10 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 12
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 16 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 15 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 1 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: XSCANS (Siemens, 1994); cell refinement: LEAST SQUARES in XSCANS; data reduction: REDUCE in XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cu(C6H6N2O)2(H2O)4]·(C6H2N3O7)2 | Z = 2 |
Mr = 836.07 | F(000) = 854 |
Triclinic, P1 | Dx = 1.740 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.154 (1) Å | Cell parameters from 25 reflections |
b = 14.360 (2) Å | θ = 3.8–16.7° |
c = 15.704 (2) Å | µ = 0.79 mm−1 |
α = 84.85 (1)° | T = 295 K |
β = 88.61 (1)° | Block, blue |
γ = 83.31 (1)° | 0.50 × 0.40 × 0.30 mm |
V = 1595.7 (4) Å3 |
Data collection top
Siemens P4 four-circle diffractometer | 4260 reflections with I > 2σ(I) |
Radiation source: medium-focus sealed tube | Rint = 0.014 |
Graphite monochromator | θmax = 25.0°, θmin = 1.9° |
ω scans | h = −8→8 |
Absorption correction: ψ scan (North et al., 1968) | k = −16→17 |
Tmin = 0.693, Tmax = 0.797 | l = 0→18 |
6306 measured reflections | 3 standard reflections every 97 reflections |
5613 independent reflections | intensity decay: 4.4% |
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)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.141 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0855P)2 + 0.8133P] where P = (Fo2 + 2Fc2)/3 |
5613 reflections | (Δ/σ)max = 0.001 |
476 parameters | Δρmax = 1.15 e Å−3 |
0 restraints | Δρmin = −1.04 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.74338 (6) | 0.50244 (3) | 0.74779 (2) | 0.0235 (2) | |
O1 | 0.7665 (4) | 0.5475 (2) | 1.1617 (1) | 0.033 (1) | |
O2 | 0.7547 (4) | 0.4208 (2) | 0.3423 (2) | 0.038 (1) | |
O3 | 1.0290 (5) | 0.2267 (2) | 0.8039 (2) | 0.049 (1) | |
O4 | 1.0067 (6) | 0.1582 (2) | 0.9688 (2) | 0.072 (1) | |
O5 | 1.2044 (5) | 0.0349 (2) | 0.9927 (2) | 0.065 (1) | |
O6 | 1.1969 (5) | −0.2085 (2) | 0.8047 (2) | 0.068 (1) | |
O7 | 1.0834 (6) | −0.1750 (2) | 0.6779 (2) | 0.076 (1) | |
O8 | 0.9263 (8) | 0.1383 (3) | 0.5697 (2) | 0.109 (2) | |
O9 | 0.9245 (9) | 0.2512 (3) | 0.6406 (2) | 0.129 (2) | |
O10 | 0.6427 (4) | 0.7734 (2) | 0.7170 (2) | 0.044 (1) | |
O11 | 0.7470 (6) | 0.7646 (2) | 0.8830 (2) | 0.076 (1) | |
O12 | 0.5224 (5) | 0.8455 (2) | 0.9473 (2) | 0.059 (1) | |
O13 | 0.5032 (6) | 1.1800 (2) | 0.8329 (2) | 0.074 (1) | |
O14 | 0.4951 (8) | 1.2091 (2) | 0.6968 (2) | 0.096 (2) | |
O15 | 0.6963 (8) | 0.9444 (4) | 0.5200 (3) | 0.110 (2) | |
O16 | 0.5080 (9) | 0.8435 (3) | 0.5532 (2) | 0.110 (2) | |
O1w | 0.9714 (3) | 0.4086 (2) | 0.7338 (1) | 0.028 (1) | |
O2w | 0.5307 (4) | 0.3975 (2) | 0.7296 (2) | 0.034 (1) | |
O3w | 0.5266 (3) | 0.6034 (2) | 0.7642 (1) | 0.028 (1) | |
O4w | 0.9338 (4) | 0.6186 (2) | 0.7681 (2) | 0.034 (1) | |
N1 | 0.7389 (4) | 0.4659 (2) | 0.8763 (2) | 0.026 (1) | |
N2 | 0.7956 (5) | 0.6623 (2) | 1.0586 (2) | 0.043 (1) | |
N3 | 0.7431 (4) | 0.5326 (2) | 0.6187 (2) | 0.026 (1) | |
N4 | 0.7952 (6) | 0.3128 (2) | 0.4527 (2) | 0.052 (1) | |
N5 | 1.0991 (6) | 0.0893 (2) | 0.9455 (2) | 0.047 (1) | |
N6 | 1.1279 (5) | −0.1527 (2) | 0.7477 (3) | 0.048 (1) | |
N7 | 0.9552 (6) | 0.1692 (2) | 0.6358 (2) | 0.050 (1) | |
N8 | 0.5936 (7) | 0.9027 (3) | 0.5719 (2) | 0.060 (1) | |
N9 | 0.5124 (6) | 1.1538 (2) | 0.7614 (2) | 0.052 (1) | |
N10 | 0.6225 (5) | 0.8313 (2) | 0.8855 (2) | 0.043 (1) | |
C1 | 0.7252 (5) | 0.3764 (2) | 0.9068 (2) | 0.030 (1) | |
C2 | 0.7214 (5) | 0.3482 (2) | 0.9927 (2) | 0.035 (1) | |
C3 | 0.7348 (5) | 0.4140 (2) | 1.0508 (2) | 0.030 (1) | |
C4 | 0.7505 (4) | 0.5062 (2) | 1.0206 (2) | 0.023 (1) | |
C5 | 0.7507 (5) | 0.5298 (2) | 0.9329 (2) | 0.026 (1) | |
C6 | 0.7703 (5) | 0.5755 (2) | 1.0852 (2) | 0.027 (1) | |
C7 | 0.7288 (5) | 0.6208 (2) | 0.5819 (2) | 0.034 (1) | |
C8 | 0.7277 (6) | 0.6420 (3) | 0.4950 (2) | 0.040 (1) | |
C9 | 0.7436 (5) | 0.5693 (3) | 0.4420 (2) | 0.035 (1) | |
C10 | 0.7566 (5) | 0.4781 (2) | 0.4785 (2) | 0.026 (1) | |
C11 | 0.7568 (5) | 0.4616 (2) | 0.5670 (2) | 0.027 (1) | |
C12 | 0.7691 (5) | 0.4005 (2) | 0.4195 (2) | 0.029 (1) | |
C13 | 1.0360 (4) | 0.1354 (1) | 0.7907 (1) | 0.038 (1) | |
C14 | 1.0851 (4) | 0.0681 (1) | 0.8581 (1) | 0.035 (1) | |
C15 | 1.1129 (4) | −0.0267 (1) | 0.8440 (1) | 0.036 (1) | |
C16 | 1.0916 (4) | −0.0543 (1) | 0.7625 (1) | 0.035 (1) | |
C17 | 1.0425 (4) | 0.0130 (2) | 0.6951 (1) | 0.038 (1) | |
C18 | 1.0147 (4) | 0.1079 (1) | 0.7092 (1) | 0.037 (1) | |
C19 | 0.6113 (4) | 0.8645 (1) | 0.7285 (1) | 0.035 (1) | |
C20 | 0.5883 (4) | 0.9299 (1) | 0.6576 (1) | 0.038 (1) | |
C21 | 0.5544 (4) | 1.0254 (1) | 0.6686 (1) | 0.040 (1) | |
C22 | 0.5435 (4) | 1.0555 (1) | 0.7504 (1) | 0.035 (1) | |
C23 | 0.5665 (4) | 0.9902 (1) | 0.8213 (1) | 0.034 (1) | |
C24 | 0.6004 (4) | 0.8947 (1) | 0.8103 (1) | 0.033 (1) | |
H1w1 | 0.9454 | 0.3538 | 0.7514 | 0.033* | |
H1w2 | 1.0613 | 0.4226 | 0.7628 | 0.033* | |
H2w1 | 0.4310 | 0.4121 | 0.7584 | 0.040* | |
H2w2 | 0.5784 | 0.3422 | 0.7468 | 0.040* | |
H3w1 | 0.4367 | 0.5963 | 0.7318 | 0.034* | |
H3w2 | 0.5629 | 0.6573 | 0.7516 | 0.034* | |
H4w1 | 0.8784 | 0.6720 | 0.7498 | 0.041* | |
H4w2 | 1.0371 | 0.6080 | 0.7408 | 0.041* | |
H2n1 | 0.8102 | 0.7016 | 1.0946 | 0.051* | |
H2n2 | 0.7975 | 0.6793 | 1.0053 | 0.051* | |
H4n1 | 0.8025 | 0.2680 | 0.4204 | 0.063* | |
H4n2 | 0.8047 | 0.3008 | 0.5065 | 0.063* | |
H1 | 0.7179 | 0.3317 | 0.8681 | 0.037* | |
H2 | 0.7101 | 0.2858 | 1.0116 | 0.042* | |
H3 | 0.7332 | 0.3965 | 1.1092 | 0.036* | |
H5 | 0.7593 | 0.5920 | 0.9126 | 0.031* | |
H7 | 0.7192 | 0.6701 | 0.6170 | 0.041* | |
H8 | 0.7164 | 0.7043 | 0.4719 | 0.048* | |
H9 | 0.7454 | 0.5819 | 0.3829 | 0.042* | |
H11 | 0.7666 | 0.3999 | 0.5915 | 0.032* | |
H15 | 1.1458 | −0.0718 | 0.8890 | 0.044* | |
H17 | 1.0282 | −0.0054 | 0.6406 | 0.045* | |
H21 | 0.5390 | 1.0691 | 0.6211 | 0.048* | |
H23 | 0.5592 | 1.0103 | 0.8760 | 0.041* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0351 (2) | 0.0219 (2) | 0.0131 (2) | −0.0001 (2) | −0.0010 (2) | −0.0037 (1) |
O1 | 0.046 (2) | 0.038 (1) | 0.018 (1) | −0.010 (1) | −0.001 (1) | −0.004 (1) |
O2 | 0.047 (2) | 0.048 (2) | 0.020 (1) | −0.003 (1) | −0.003 (1) | −0.011 (1) |
O3 | 0.088 (2) | 0.021 (1) | 0.037 (2) | −0.002 (1) | −0.001 (2) | −0.005 (1) |
O4 | 0.136 (3) | 0.033 (2) | 0.042 (2) | 0.007 (2) | 0.018 (2) | −0.011 (1) |
O5 | 0.092 (3) | 0.059 (2) | 0.044 (2) | −0.006 (2) | −0.024 (2) | −0.004 (2) |
O6 | 0.092 (3) | 0.028 (2) | 0.081 (2) | 0.004 (2) | −0.009 (2) | −0.005 (2) |
O7 | 0.112 (3) | 0.047 (2) | 0.071 (2) | 0.002 (2) | −0.012 (2) | −0.033 (2) |
O8 | 0.210 (5) | 0.062 (2) | 0.048 (2) | 0.017 (3) | −0.033 (3) | −0.006 (2) |
O9 | 0.279 (7) | 0.038 (2) | 0.065 (2) | 0.024 (3) | −0.081 (3) | −0.008 (2) |
O10 | 0.072 (2) | 0.020 (1) | 0.039 (2) | −0.001 (1) | 0.001 (1) | −0.005 (1) |
O11 | 0.129 (3) | 0.048 (2) | 0.040 (2) | 0.033 (2) | −0.010 (2) | 0.002 (1) |
O12 | 0.082 (2) | 0.056 (2) | 0.038 (2) | −0.010 (2) | 0.013 (2) | 0.006 (1) |
O13 | 0.136 (3) | 0.035 (2) | 0.052 (2) | −0.006 (2) | −0.003 (2) | −0.019 (2) |
O14 | 0.203 (5) | 0.023 (2) | 0.059 (2) | −0.006 (2) | 0.000 (3) | 0.000 (2) |
O15 | 0.133 (4) | 0.142 (4) | 0.056 (2) | −0.013 (3) | 0.017 (3) | −0.023 (3) |
O16 | 0.218 (6) | 0.066 (3) | 0.054 (2) | −0.038 (3) | −0.037 (3) | −0.016 (2) |
O1w | 0.036 (1) | 0.025 (1) | 0.022 (1) | −0.002 (1) | −0.003 (1) | −0.005 (1) |
O2w | 0.041 (1) | 0.027 (1) | 0.034 (1) | −0.005 (1) | 0.001 (1) | −0.005 (1) |
O3w | 0.034 (1) | 0.027 (1) | 0.024 (1) | −0.002 (1) | −0.003 (1) | −0.003 (1) |
O4w | 0.038 (1) | 0.030 (1) | 0.036 (1) | −0.003 (1) | 0.004 (1) | −0.005 (1) |
N1 | 0.033 (2) | 0.023 (1) | 0.021 (1) | 0.000 (1) | −0.001 (1) | −0.004 (1) |
N2 | 0.079 (3) | 0.029 (2) | 0.023 (2) | −0.011 (2) | −0.006 (2) | −0.006 (1) |
N3 | 0.035 (2) | 0.025 (1) | 0.018 (1) | 0.000 (1) | 0.001 (1) | −0.005 (1) |
N4 | 0.099 (3) | 0.034 (2) | 0.024 (2) | −0.002 (2) | −0.007 (2) | −0.011 (1) |
N5 | 0.076 (3) | 0.033 (2) | 0.035 (2) | −0.017 (2) | 0.003 (2) | −0.003 (2) |
N6 | 0.055 (2) | 0.028 (2) | 0.064 (2) | −0.004 (2) | 0.005 (2) | −0.017 (2) |
N7 | 0.072 (3) | 0.038 (2) | 0.040 (2) | 0.000 (2) | −0.013 (2) | −0.006 (2) |
N8 | 0.109 (4) | 0.037 (2) | 0.033 (2) | −0.002 (2) | −0.011 (2) | −0.001 (2) |
N9 | 0.082 (3) | 0.023 (2) | 0.053 (2) | −0.005 (2) | 0.001 (2) | −0.007 (2) |
N10 | 0.069 (2) | 0.027 (2) | 0.031 (2) | −0.003 (2) | −0.004 (2) | −0.002 (1) |
C1 | 0.041 (2) | 0.025 (2) | 0.026 (2) | −0.003 (2) | 0.000 (2) | −0.006 (1) |
C2 | 0.052 (2) | 0.025 (2) | 0.026 (2) | −0.005 (2) | 0.005 (2) | 0.000 (1) |
C3 | 0.039 (2) | 0.030 (2) | 0.020 (2) | −0.002 (2) | 0.002 (1) | −0.001 (1) |
C4 | 0.024 (2) | 0.028 (2) | 0.017 (2) | −0.001 (1) | 0.000 (1) | −0.002 (1) |
C5 | 0.031 (2) | 0.025 (2) | 0.021 (2) | −0.002 (1) | 0.001 (1) | −0.003 (1) |
C6 | 0.029 (2) | 0.032 (2) | 0.020 (2) | 0.000 (1) | −0.002 (1) | −0.005 (1) |
C7 | 0.051 (2) | 0.027 (2) | 0.024 (2) | −0.003 (2) | 0.001 (2) | −0.005 (1) |
C8 | 0.065 (3) | 0.028 (2) | 0.025 (2) | 0.000 (2) | 0.002 (2) | 0.001 (1) |
C9 | 0.049 (2) | 0.039 (2) | 0.017 (2) | −0.001 (2) | −0.002 (2) | −0.002 (1) |
C10 | 0.027 (2) | 0.034 (2) | 0.018 (2) | −0.003 (1) | −0.001 (1) | −0.007 (1) |
C11 | 0.036 (2) | 0.025 (2) | 0.019 (2) | −0.002 (1) | −0.002 (1) | −0.004 (1) |
C12 | 0.029 (2) | 0.039 (2) | 0.021 (2) | −0.004 (2) | −0.001 (1) | −0.009 (1) |
C13 | 0.041 (2) | 0.035 (2) | 0.037 (2) | 0.003 (2) | 0.002 (2) | −0.006 (2) |
C14 | 0.046 (2) | 0.028 (2) | 0.032 (2) | −0.006 (2) | 0.001 (2) | −0.007 (2) |
C15 | 0.043 (2) | 0.025 (2) | 0.040 (2) | −0.004 (2) | 0.000 (2) | −0.004 (2) |
C16 | 0.041 (2) | 0.020 (2) | 0.045 (2) | −0.003 (2) | 0.002 (2) | −0.012 (2) |
C17 | 0.044 (2) | 0.034 (2) | 0.037 (2) | −0.004 (2) | 0.000 (2) | −0.013 (2) |
C18 | 0.044 (2) | 0.031 (2) | 0.036 (2) | −0.002 (2) | −0.002 (2) | −0.004 (2) |
C19 | 0.040 (2) | 0.029 (2) | 0.036 (2) | −0.004 (2) | 0.000 (2) | −0.003 (2) |
C20 | 0.054 (2) | 0.029 (2) | 0.032 (2) | 0.000 (2) | −0.007 (2) | −0.006 (2) |
C21 | 0.056 (3) | 0.026 (2) | 0.036 (2) | −0.002 (2) | −0.003 (2) | 0.002 (2) |
C22 | 0.047 (2) | 0.017 (2) | 0.042 (2) | −0.004 (2) | −0.003 (2) | −0.006 (1) |
C23 | 0.043 (2) | 0.026 (2) | 0.033 (2) | −0.003 (2) | 0.001 (2) | −0.007 (2) |
C24 | 0.042 (2) | 0.025 (2) | 0.031 (2) | −0.001 (2) | −0.003 (2) | 0.000 (1) |
Geometric parameters (Å, º) top
Cu1—O1w | 2.013 (2) | C8—C9 | 1.385 (5) |
Cu1—O2w | 2.302 (2) | C9—C10 | 1.375 (5) |
Cu1—O3w | 2.024 (2) | C10—C11 | 1.390 (4) |
Cu1—O4w | 2.321 (2) | C10—C12 | 1.505 (4) |
Cu1—N1 | 2.040 (3) | C13—C14 | 1.3900 |
Cu1—N3 | 2.034 (3) | C13—C18 | 1.3900 |
O1—C6 | 1.233 (4) | C14—C15 | 1.3900 |
O2—C12 | 1.226 (4) | C15—C16 | 1.3900 |
O3—C13 | 1.340 (3) | C16—C17 | 1.3900 |
O4—N5 | 1.205 (5) | C17—C18 | 1.3900 |
O5—N5 | 1.230 (4) | C19—C20 | 1.3900 |
O6—N6 | 1.220 (5) | C19—C24 | 1.3900 |
O7—N6 | 1.228 (5) | C20—C21 | 1.3900 |
O8—N7 | 1.196 (5) | C21—C22 | 1.3900 |
O9—N7 | 1.181 (5) | C22—C23 | 1.3900 |
O10—C19 | 1.329 (3) | C23—C24 | 1.3900 |
O11—N10 | 1.232 (4) | O1w—H1w1 | 0.85 |
O12—N10 | 1.210 (4) | O1w—H1w2 | 0.85 |
O13—N9 | 1.214 (4) | O2w—H2w1 | 0.85 |
O14—N9 | 1.231 (5) | O2w—H2w2 | 0.85 |
O15—N8 | 1.244 (6) | O3w—H3w1 | 0.85 |
O16—N8 | 1.167 (5) | O3w—H3w2 | 0.85 |
N1—C1 | 1.344 (4) | O4w—H4w1 | 0.85 |
N1—C5 | 1.344 (4) | O4w—H4w2 | 0.85 |
N2—C6 | 1.310 (4) | N2—H2n1 | 0.85 |
N3—C7 | 1.338 (4) | N2—H2n2 | 0.85 |
N3—C11 | 1.352 (4) | N4—H4n1 | 0.85 |
N4—C12 | 1.313 (5) | N4—H4n2 | 0.85 |
N5—C14 | 1.440 (4) | C1—H1 | 0.93 |
N6—C16 | 1.445 (3) | C2—H2 | 0.93 |
N7—C18 | 1.428 (4) | C3—H3 | 0.93 |
N8—C20 | 1.432 (4) | C5—H5 | 0.93 |
N9—C22 | 1.428 (3) | C7—H7 | 0.93 |
N10—C24 | 1.424 (3) | C8—H8 | 0.93 |
C1—C2 | 1.374 (5) | C9—H9 | 0.93 |
C2—C3 | 1.384 (5) | C11—H11 | 0.93 |
C3—C4 | 1.381 (5) | C15—H15 | 0.93 |
C4—C5 | 1.388 (4) | C17—H17 | 0.93 |
C4—C6 | 1.504 (4) | C21—H21 | 0.93 |
C7—C8 | 1.372 (5) | C23—H23 | 0.93 |
O1w—Cu1—O2w | 94.6 (1) | C16—C15—C14 | 120.0 |
O1w—Cu1—O3w | 175.9 (1) | C15—C16—C17 | 120.0 |
O1w—Cu1—O4w | 90.7 (1) | C15—C16—N6 | 119.6 (2) |
O1w—Cu1—N1 | 90.5 (1) | C17—C16—N6 | 120.3 (2) |
O1w—Cu1—N3 | 88.6 (1) | C18—C17—C16 | 120.0 |
O2w—Cu1—O3w | 89.4 (1) | C17—C18—C13 | 120.0 |
O2w—Cu1—O4w | 174.6 (1) | C17—C18—N7 | 114.4 (2) |
O2w—Cu1—N1 | 89.6 (1) | C13—C18—N7 | 125.5 (2) |
O2w—Cu1—N3 | 87.7 (1) | O10—C19—C20 | 119.3 (2) |
O3w—Cu1—O4w | 85.2 (1) | O10—C19—C24 | 120.7 (2) |
O3w—Cu1—N1 | 89.0 (1) | C20—C19—C24 | 120.0 |
O3w—Cu1—N3 | 92.1 (1) | C21—C20—C19 | 120.0 |
O4w—Cu1—N1 | 90.2 (1) | C21—C20—N8 | 117.6 (2) |
O4w—Cu1—N3 | 92.6 (1) | C19—C20—N8 | 122.4 (2) |
N1—Cu1—N3 | 177.1 (1) | C20—C21—C22 | 120.0 |
C1—N1—C5 | 118.0 (3) | C21—C22—C23 | 120.0 |
C1—N1—Cu1 | 120.6 (2) | C21—C22—N9 | 119.9 (2) |
C5—N1—Cu1 | 121.3 (2) | C23—C22—N9 | 120.1 (2) |
C7—N3—C11 | 117.8 (3) | C24—C23—C22 | 120.0 |
C7—N3—Cu1 | 122.6 (2) | C23—C24—C19 | 120.0 |
C11—N3—Cu1 | 119.6 (2) | C23—C24—N10 | 117.3 (2) |
O4—N5—O5 | 123.4 (4) | C19—C24—N10 | 122.7 (2) |
O4—N5—C14 | 118.8 (3) | Cu1—O1w—H1w1 | 109.5 |
O5—N5—C14 | 117.8 (3) | Cu1—O1w—H1w2 | 109.5 |
O6—N6—O7 | 123.9 (3) | H1w1—O1w—H1w2 | 109.5 |
O6—N6—C16 | 119.0 (3) | Cu1—O2w—H2w1 | 109.5 |
O7—N6—C16 | 117.1 (3) | Cu1—O2w—H2w2 | 109.5 |
O9—N7—O8 | 118.7 (4) | H2w1—O2w—H2w2 | 109.5 |
O9—N7—C18 | 120.3 (3) | Cu1—O3w—H3w1 | 109.5 |
O8—N7—C18 | 120.9 (3) | Cu1—O3w—H3w2 | 109.5 |
O16—N8—O15 | 122.6 (5) | H3w1—O3w—H3w2 | 109.5 |
O16—N8—C20 | 121.0 (4) | Cu1—O4w—H4w1 | 109.5 |
O15—N8—C20 | 116.4 (4) | Cu1—O4w—H4w2 | 109.5 |
O13—N9—O14 | 122.3 (3) | H4w1—O4w—H4w2 | 109.5 |
O13—N9—C22 | 119.8 (3) | C6—N2—H2n1 | 120.0 |
O14—N9—C22 | 117.9 (3) | C6—N2—H2n2 | 120.0 |
O12—N10—O11 | 123.9 (3) | H2n1—N2—H2n2 | 120.0 |
O12—N10—C24 | 119.6 (3) | C12—N4—H4n1 | 120.0 |
O11—N10—C24 | 116.4 (3) | C12—N4—H4n2 | 120.0 |
N1—C1—C2 | 122.9 (3) | H4n1—N4—H4n2 | 120.0 |
C1—C2—C3 | 118.9 (3) | N1—C1—H1 | 118.6 |
C4—C3—C2 | 119.0 (3) | C2—C1—H1 | 118.6 |
C3—C4—C5 | 118.8 (3) | C1—C2—H2 | 120.5 |
C3—C4—C6 | 117.7 (3) | C3—C2—H2 | 120.5 |
C5—C4—C6 | 123.4 (3) | C4—C3—H3 | 120.5 |
N1—C5—C4 | 122.3 (3) | C2—C3—H3 | 120.5 |
O1—C6—N2 | 122.4 (3) | N1—C5—H5 | 118.8 |
O1—C6—C4 | 118.3 (3) | C4—C5—H5 | 118.8 |
N2—C6—C4 | 119.3 (3) | N3—C7—H7 | 118.5 |
N3—C7—C8 | 123.1 (3) | C8—C7—H7 | 118.5 |
C7—C8—C9 | 119.1 (3) | C7—C8—H8 | 120.4 |
C10—C9—C8 | 118.7 (3) | C9—C8—H8 | 120.4 |
C9—C10—C11 | 119.2 (3) | C10—C9—H9 | 120.6 |
C9—C10—C12 | 117.7 (3) | C8—C9—H9 | 120.6 |
C11—C10—C12 | 123.1 (3) | N3—C11—H11 | 119.0 |
N3—C11—C10 | 122.1 (3) | C10—C11—H11 | 119.0 |
O2—C12—N4 | 122.1 (3) | C16—C15—H15 | 120.0 |
O2—C12—C10 | 119.2 (3) | C14—C15—H15 | 120.0 |
N4—C12—C10 | 118.7 (3) | C18—C17—H17 | 120.0 |
O3—C13—C14 | 118.8 (2) | C16—C17—H17 | 120.0 |
O3—C13—C18 | 120.8 (2) | C20—C21—H21 | 120.0 |
C14—C13—C18 | 120.0 | C22—C21—H21 | 120.0 |
C15—C14—C13 | 120.0 | C24—C23—H23 | 120.0 |
C15—C14—N5 | 115.9 (2) | C22—C23—H23 | 120.0 |
C13—C14—N5 | 124.0 (2) | ||
O1w—Cu1—N1—C1 | −57.9 (3) | O4—N5—C14—C13 | 26.6 (5) |
O3w—Cu1—N1—C1 | 126.2 (3) | O5—N5—C14—C13 | −154.1 (3) |
O2w—Cu1—N1—C1 | 36.7 (3) | C13—C14—C15—C16 | 0.0 |
O4w—Cu1—N1—C1 | −148.6 (3) | N5—C14—C15—C16 | 176.4 (3) |
O1w—Cu1—N1—C5 | 121.6 (3) | C14—C15—C16—C17 | 0.0 |
O3w—Cu1—N1—C5 | −54.3 (3) | C14—C15—C16—N6 | 177.6 (3) |
O2w—Cu1—N1—C5 | −143.7 (3) | O6—N6—C16—C15 | −8.2 (5) |
O4w—Cu1—N1—C5 | 30.9 (3) | O7—N6—C16—C15 | 170.6 (3) |
O1w—Cu1—N3—C7 | −131.5 (3) | O6—N6—C16—C17 | 169.4 (3) |
O3w—Cu1—N3—C7 | 44.5 (3) | O7—N6—C16—C17 | −11.8 (5) |
O2w—Cu1—N3—C7 | 133.8 (3) | C15—C16—C17—C18 | 0.0 |
O4w—Cu1—N3—C7 | −40.8 (3) | N6—C16—C17—C18 | −177.6 (3) |
O1w—Cu1—N3—C11 | 48.9 (3) | C16—C17—C18—C13 | 0.0 |
O3w—Cu1—N3—C11 | −135.2 (3) | C16—C17—C18—N7 | −176.9 (3) |
O2w—Cu1—N3—C11 | −45.8 (3) | O3—C13—C18—C17 | 173.0 (3) |
O4w—Cu1—N3—C11 | 139.5 (3) | C14—C13—C18—C17 | 0.0 |
C5—N1—C1—C2 | 0.5 (5) | O3—C13—C18—N7 | −10.5 (4) |
Cu1—N1—C1—C2 | −180.0 (3) | C14—C13—C18—N7 | 176.5 (3) |
N1—C1—C2—C3 | −0.9 (6) | O9—N7—C18—C17 | 178.8 (5) |
C1—C2—C3—C4 | 0.3 (5) | O8—N7—C18—C17 | 2.7 (6) |
C2—C3—C4—C5 | 0.6 (5) | O9—N7—C18—C13 | 2.1 (6) |
C2—C3—C4—C6 | −178.3 (3) | O8—N7—C18—C13 | −173.9 (4) |
C1—N1—C5—C4 | 0.5 (5) | O10—C19—C20—C21 | 179.7 (3) |
Cu1—N1—C5—C4 | −179.1 (2) | C24—C19—C20—C21 | 0.0 |
C3—C4—C5—N1 | −1.0 (5) | O10—C19—C20—N8 | 1.2 (4) |
C6—C4—C5—N1 | 177.8 (3) | C24—C19—C20—N8 | −178.5 (3) |
C3—C4—C6—O1 | −1.9 (5) | O16—N8—C20—C21 | −130.9 (4) |
C5—C4—C6—O1 | 179.3 (3) | O15—N8—C20—C21 | 50.4 (5) |
C3—C4—C6—N2 | 176.4 (3) | O16—N8—C20—C19 | 47.6 (6) |
C5—C4—C6—N2 | −2.4 (5) | O15—N8—C20—C19 | −131.1 (4) |
C11—N3—C7—C8 | −0.1 (6) | C19—C20—C21—C22 | 0.0 |
Cu1—N3—C7—C8 | −179.7 (3) | N8—C20—C21—C22 | 178.6 (3) |
N3—C7—C8—C9 | −0.6 (6) | C20—C21—C22—C23 | 0.0 |
C7—C8—C9—C10 | 1.2 (6) | C20—C21—C22—N9 | 178.8 (3) |
C8—C9—C10—C11 | −1.1 (5) | O13—N9—C22—C21 | −179.9 (4) |
C8—C9—C10—C12 | 178.6 (3) | O14—N9—C22—C21 | 0.4 (5) |
C7—N3—C11—C10 | 0.1 (5) | O13—N9—C22—C23 | −1.1 (5) |
Cu1—N3—C11—C10 | 179.8 (3) | O14—N9—C22—C23 | 179.2 (4) |
C9—C10—C11—N3 | 0.5 (5) | C21—C22—C23—C24 | 0.0 |
C12—C10—C11—N3 | −179.2 (3) | N9—C22—C23—C24 | −178.8 (3) |
C9—C10—C12—O2 | −4.8 (5) | C22—C23—C24—C19 | 0.0 |
C11—C10—C12—O2 | 174.9 (3) | C22—C23—C24—N10 | −179.9 (3) |
C9—C10—C12—N4 | 175.2 (4) | O10—C19—C24—C23 | −179.7 (3) |
C11—C10—C12—N4 | −5.1 (5) | C20—C19—C24—C23 | 0.0 |
O3—C13—C14—C15 | −173.2 (3) | O10—C19—C24—N10 | 0.3 (3) |
C18—C13—C14—C15 | 0.0 | C20—C19—C24—N10 | 179.9 (3) |
O3—C13—C14—N5 | 10.8 (3) | O12—N10—C24—C23 | 40.0 (4) |
C18—C13—C14—N5 | −176.1 (3) | O11—N10—C24—C23 | −139.2 (3) |
O4—N5—C14—C15 | −149.6 (3) | O12—N10—C24—C19 | −139.9 (3) |
O5—N5—C14—C15 | 29.6 (4) | O11—N10—C24—C19 | 40.9 (4) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w2···O1i | 0.85 | 1.84 | 2.686 (3) | 172 |
O1w—H1w1···O3 | 0.85 | 1.97 | 2.731 (3) | 149 |
O2w—H2w1···O1ii | 0.85 | 1.94 | 2.780 (4) | 170 |
O2w—H2w2···O14iii | 0.85 | 2.28 | 2.841 (4) | 124 |
O3w—H3w1···O2iv | 0.85 | 1.87 | 2.720 (3) | 178 |
O3w—H3w2···O10 | 0.85 | 1.86 | 2.705 (3) | 176 |
O4w—H4w2···O2v | 0.85 | 1.99 | 2.826 (4) | 168 |
O4w—H4w1···O10 | 0.85 | 2.14 | 2.933 (4) | 156 |
N2—H2n1···O3i | 0.85 | 2.36 | 3.161 (4) | 157 |
N2—H2n2···O11 | 0.85 | 2.20 | 3.014 (4) | 161 |
N4—H4n1···O7vi | 0.85 | 2.21 | 3.020 (4) | 159 |
N4—H4n2···O9 | 0.85 | 2.31 | 3.133 (5) | 162 |
Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) −x+1, −y+1, −z+2; (iii) x, y−1, z; (iv) −x+1, −y+1, −z+1; (v) −x+2, −y+1, −z+1; (vi) −x+2, −y, −z+1. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register