Key indicators
- Single-crystal X-ray study
- T = 153 K
- Mean
(C-C) = 0.006 Å
- H-atom completeness 64%
- Disorder in solvent or counterion
- R factor = 0.045
- wR factor = 0.114
- Data-to-parameter ratio = 12.3
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.93
| Author Response: ...With the Stoe Image Plate diffraction System Mark I it is
only possible to access a maximum of ca. 93% of the Ewald sphere
in the triclinic system, if maximum atomic resolution, 0.81 \%A,
is to be obtained. Here Theta max. was 25.90\%.
|
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O1W
| Author Response: ...It was not possible to locate the water H-atoms with precision.
When included and refined the O-H distances and thermal parameters exploded.
|
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O2W
| Author Response: ...It was not possible to locate the water H-atoms with precision.
When included and refined the O-H distances and thermal parameters exploded.
|
PLAT306_ALERT_2_A Isolated Oxygen Atom (H-atoms Missing ?) ....... O3W
| Author Response: ...It was not possible to locate the water H-atoms with precision.
When included and refined the O-H distances and thermal parameters exploded.
|
PLAT430_ALERT_2_A Short Inter D...A Contact O3W .. O5W = 2.27 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact O1W .. O5W = 2.72 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_B Short Inter D...A Contact O1W .. O3W = 2.78 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_B Short Inter D...A Contact O2 .. O4W = 2.68 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_B Short Inter D...A Contact O2 .. O2W = 2.83 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_B Short Inter D...A Contact O3W .. O4W = 2.74 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
Alert level C
CELLV02_ALERT_1_C The supplied cell volume s.u. differs from that
calculated from the cell parameter s.u.'s by > 2
Calculated cell volume su = 22.59
Cell volume su given = 19.00
CHEMW03_ALERT_2_C The ratio of given/expected molecular weight as
calculated from the _atom_site* data lies outside
the range 0.99 <> 1.01
From the CIF: _cell_formula_units_Z 1
From the CIF: _chemical_formula_weight 963.91
TEST: Calculate formula weight from _atom_site_*
atom mass num sum
C 12.01 36.00 432.40
H 1.01 28.00 28.22
Cu 63.55 2.00 127.09
N 14.01 12.00 168.08
O 16.00 12.00 191.99
Calculated formula weight 947.78
REFLT03_ALERT_3_C Reflection count < 95% complete
From the CIF: _diffrn_reflns_theta_max 25.90
From the CIF: _diffrn_reflns_theta_full 0.00
From the CIF: _reflns_number_total 3577
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 3857
Completeness (_total/calc) 92.74%
PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.93
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT043_ALERT_1_C Check Reported Molecular Weight ................ 963.91
PLAT044_ALERT_1_C Calculated and Reported Dx Differ .............. ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT213_ALERT_2_C Atom O1 has ADP max/min Ratio ............. 3.20 prolat
PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor .... 2.01
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 20.00 Perc.
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... >O4W
PLAT311_ALERT_2_C Isolated Disordered Oxygen Atom (No H's ?) ..... <O5W
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C2 - C12 = 1.53 Ang.
PLAT430_ALERT_2_C Short Inter D...A Contact O1 .. O3W = 2.88 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_C Short Inter D...A Contact O1W .. O2W = 2.85 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_C Short Inter D...A Contact O2 .. O5W = 2.85 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
PLAT430_ALERT_2_C Short Inter D...A Contact O2W .. O2W = 2.88 Ang.
| Author Response: ...This involves a region of diffuse electron density
which was equated to a disordered water molecule of crystallization (OW4/OW5).
It could have been squeezed out but was finally included and refined but does
give rise to this short inter molecular contact.
|
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C36 H44 Cu2 N12 O12
Atom count from the _atom_site data: C36 H28 Cu2 N12 O12
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 1
From the CIF: _chemical_formula_sum C36 H44 Cu2 N12 O12
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 36.00 36.00 0.00
H 44.00 28.00 16.00
Cu 2.00 2.00 0.00
N 12.00 12.00 0.00
O 12.00 12.00 0.00
5 ALERT level A = In general: serious problem
5 ALERT level B = Potentially serious problem
19 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
20 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: EXPOSE (Stoe & Cie, 2000); cell refinement: CELL (Stoe & Cie, 2000); data reduction: INTEGRATE (Stoe & Cie, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cu2(C18H16N6O2)2]·8H2O | Z = 1 |
Mr = 963.91 | F(000) = 498 |
Triclinic, P1 | Dx = 1.621 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3201 (10) Å | Cell parameters from 4800 reflections |
b = 9.9743 (12) Å | θ = 1.9–25.9° |
c = 11.8877 (13) Å | µ = 1.16 mm−1 |
α = 114.331 (13)° | T = 153 K |
β = 90.178 (13)° | Block, green |
γ = 100.199 (13)° | 0.35 × 0.30 × 0.30 mm |
V = 987.46 (19) Å3 | |
Data collection top
Stoe IPDS diffractometer | 2697 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.067 |
Graphite monochromator | θmax = 25.9°, θmin = 1.9° |
Detector resolution: 0.81Å pixels mm-1 | h = −11→11 |
φ oscillation scans | k = −12→12 |
7722 measured reflections | l = −14→14 |
3577 independent 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)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 0.97 | w = 1/[σ2(Fo2) + (0.0633P)2] where P = (Fo2 + 2Fc2)/3 |
3577 reflections | (Δ/σ)max < 0.001 |
290 parameters | Δρmax = 0.64 e Å−3 |
0 restraints | Δρmin = −0.76 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. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cu1 | 0.07737 (5) | 0.73163 (5) | 0.39735 (4) | 0.01922 (15) | |
O1 | 0.0167 (3) | 0.7475 (3) | 0.7373 (2) | 0.0364 (7) | |
O2 | −0.3275 (3) | 0.6196 (3) | 0.7656 (2) | 0.0262 (6) | |
N1 | −0.1153 (3) | 0.6125 (3) | 0.4218 (2) | 0.0166 (6) | |
N2 | −0.3479 (3) | 0.4483 (3) | 0.4831 (3) | 0.0219 (7) | |
N3 | 0.1100 (3) | 0.7769 (3) | 0.5688 (2) | 0.0197 (6) | |
N4 | 0.2196 (4) | 0.9380 (3) | 0.4546 (3) | 0.0231 (7) | |
N5 | −0.2078 (3) | 0.4206 (3) | 0.7054 (2) | 0.0154 (6) | |
N6 | −0.0274 (4) | 0.2836 (3) | 0.7715 (3) | 0.0222 (7) | |
C1 | −0.1183 (4) | 0.6193 (4) | 0.5381 (3) | 0.0158 (7) | |
C2 | −0.2342 (4) | 0.5347 (4) | 0.5677 (3) | 0.0162 (7) | |
C3 | −0.3425 (4) | 0.4456 (4) | 0.3704 (3) | 0.0228 (8) | |
H3 | −0.4214 | 0.3864 | 0.3097 | 0.027* | |
C4 | −0.2256 (4) | 0.5261 (4) | 0.3384 (3) | 0.0208 (8) | |
H4 | −0.2245 | 0.5194 | 0.2564 | 0.025* | |
C5 | 0.0120 (4) | 0.7225 (4) | 0.6260 (3) | 0.0176 (7) | |
C6 | 0.2369 (4) | 0.8906 (4) | 0.6387 (3) | 0.0249 (8) | |
H6A | 0.3169 | 0.8420 | 0.6487 | 0.030* | |
H6B | 0.2111 | 0.9542 | 0.7221 | 0.030* | |
C7 | 0.2863 (4) | 0.9860 (4) | 0.5691 (3) | 0.0225 (8) | |
C8 | 0.3939 (5) | 1.1134 (4) | 0.6208 (4) | 0.0306 (9) | |
H8 | 0.4390 | 1.1438 | 0.7015 | 0.037* | |
C9 | 0.4353 (5) | 1.1969 (4) | 0.5527 (4) | 0.0334 (10) | |
H9 | 0.5094 | 1.2850 | 0.5861 | 0.040* | |
C10 | 0.3669 (5) | 1.1493 (4) | 0.4360 (4) | 0.0341 (10) | |
H10 | 0.3928 | 1.2048 | 0.3882 | 0.041* | |
C11 | 0.2612 (5) | 1.0213 (4) | 0.3896 (4) | 0.0297 (9) | |
H11 | 0.2151 | 0.9894 | 0.3090 | 0.036* | |
C12 | −0.2557 (4) | 0.5288 (4) | 0.6929 (3) | 0.0175 (7) | |
C13 | −0.2393 (4) | 0.4034 (4) | 0.8197 (3) | 0.0215 (8) | |
H13A | −0.3361 | 0.3374 | 0.8078 | 0.026* | |
H13B | −0.2425 | 0.5025 | 0.8873 | 0.026* | |
C14 | −0.1238 (4) | 0.3369 (4) | 0.8546 (3) | 0.0201 (8) | |
C15 | −0.1143 (5) | 0.3298 (4) | 0.9687 (3) | 0.0276 (9) | |
H15 | −0.1844 | 0.3645 | 1.0262 | 0.033* | |
C16 | −0.0035 (5) | 0.2726 (5) | 0.9981 (3) | 0.0357 (10) | |
H16 | 0.0046 | 0.2686 | 1.0763 | 0.043* | |
C17 | 0.0962 (5) | 0.2208 (5) | 0.9122 (4) | 0.0374 (11) | |
H17 | 0.1744 | 0.1815 | 0.9305 | 0.045* | |
C18 | 0.0797 (5) | 0.2276 (4) | 0.7999 (4) | 0.0309 (9) | |
H18 | 0.1472 | 0.1909 | 0.7403 | 0.037* | |
O1W | 0.4982 (5) | 0.8954 (5) | 0.1104 (4) | 0.0717 (12) | |
O2W | 0.5272 (4) | 0.4092 (4) | 0.0628 (3) | 0.0499 (9) | |
O3W | 0.7302 (5) | 0.0975 (5) | 0.0883 (4) | 0.0728 (12) | |
O4W | 0.2115 (18) | 0.0867 (9) | 0.1450 (6) | 0.069 (5) | 0.59 (3) |
O5W | 0.295 (2) | 0.0625 (14) | 0.116 (3) | 0.120 (8) | 0.41 (3) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0218 (3) | 0.0241 (2) | 0.0151 (2) | −0.00101 (18) | 0.00410 (16) | 0.01360 (17) |
O1 | 0.046 (2) | 0.0419 (16) | 0.0122 (12) | −0.0194 (14) | −0.0007 (12) | 0.0139 (11) |
O2 | 0.0366 (18) | 0.0252 (13) | 0.0246 (13) | 0.0104 (13) | 0.0158 (12) | 0.0163 (11) |
N1 | 0.0200 (18) | 0.0194 (14) | 0.0147 (13) | 0.0019 (13) | 0.0028 (11) | 0.0121 (11) |
N2 | 0.0204 (19) | 0.0260 (15) | 0.0235 (15) | −0.0008 (14) | 0.0019 (13) | 0.0165 (13) |
N3 | 0.0171 (18) | 0.0222 (15) | 0.0175 (14) | −0.0055 (13) | 0.0019 (12) | 0.0097 (12) |
N4 | 0.0213 (19) | 0.0182 (14) | 0.0320 (17) | −0.0001 (13) | 0.0097 (13) | 0.0141 (13) |
N5 | 0.0174 (18) | 0.0198 (14) | 0.0118 (13) | −0.0016 (13) | 0.0028 (11) | 0.0115 (11) |
N6 | 0.024 (2) | 0.0281 (16) | 0.0213 (15) | 0.0023 (14) | 0.0033 (13) | 0.0178 (13) |
C1 | 0.020 (2) | 0.0152 (15) | 0.0170 (16) | 0.0026 (15) | 0.0025 (13) | 0.0113 (13) |
C2 | 0.017 (2) | 0.0165 (16) | 0.0178 (16) | 0.0033 (15) | 0.0032 (13) | 0.0099 (13) |
C3 | 0.021 (2) | 0.0256 (18) | 0.0217 (18) | −0.0017 (16) | −0.0024 (15) | 0.0127 (15) |
C4 | 0.026 (2) | 0.0257 (18) | 0.0149 (16) | 0.0041 (17) | 0.0034 (14) | 0.0127 (14) |
C5 | 0.019 (2) | 0.0168 (16) | 0.0154 (16) | −0.0019 (15) | −0.0003 (13) | 0.0074 (13) |
C6 | 0.024 (2) | 0.0234 (18) | 0.0223 (18) | −0.0037 (16) | 0.0025 (15) | 0.0080 (15) |
C7 | 0.020 (2) | 0.0207 (18) | 0.0271 (18) | 0.0020 (16) | 0.0097 (15) | 0.0106 (15) |
C8 | 0.023 (2) | 0.0237 (19) | 0.039 (2) | 0.0003 (17) | 0.0076 (17) | 0.0082 (17) |
C9 | 0.023 (3) | 0.0191 (19) | 0.054 (3) | −0.0012 (17) | 0.0121 (19) | 0.0135 (18) |
C10 | 0.032 (3) | 0.025 (2) | 0.054 (3) | 0.0055 (19) | 0.018 (2) | 0.0238 (19) |
C11 | 0.037 (3) | 0.0234 (19) | 0.036 (2) | 0.0078 (18) | 0.0143 (18) | 0.0193 (17) |
C12 | 0.018 (2) | 0.0189 (16) | 0.0150 (16) | −0.0042 (15) | 0.0025 (13) | 0.0094 (13) |
C13 | 0.021 (2) | 0.0319 (19) | 0.0155 (16) | 0.0004 (17) | 0.0056 (14) | 0.0159 (15) |
C14 | 0.022 (2) | 0.0197 (17) | 0.0181 (17) | −0.0045 (16) | 0.0003 (14) | 0.0104 (14) |
C15 | 0.041 (3) | 0.0291 (19) | 0.0155 (17) | 0.0015 (19) | 0.0040 (16) | 0.0140 (15) |
C16 | 0.056 (3) | 0.036 (2) | 0.0200 (19) | 0.005 (2) | −0.0046 (18) | 0.0187 (17) |
C17 | 0.045 (3) | 0.044 (2) | 0.034 (2) | 0.014 (2) | −0.004 (2) | 0.0259 (19) |
C18 | 0.034 (3) | 0.038 (2) | 0.032 (2) | 0.011 (2) | 0.0071 (17) | 0.0239 (18) |
O1W | 0.065 (3) | 0.079 (3) | 0.100 (3) | 0.011 (2) | 0.010 (2) | 0.067 (3) |
O2W | 0.039 (2) | 0.077 (2) | 0.061 (2) | 0.0223 (19) | 0.0238 (16) | 0.0515 (19) |
O3W | 0.061 (3) | 0.096 (3) | 0.075 (3) | 0.002 (2) | 0.000 (2) | 0.055 (2) |
O4W | 0.119 (11) | 0.037 (4) | 0.031 (4) | −0.012 (5) | 0.015 (4) | 0.006 (3) |
O5W | 0.062 (12) | 0.032 (6) | 0.224 (19) | 0.012 (7) | −0.001 (11) | 0.013 (8) |
Geometric parameters (Å, º) top
Cu1—N3 | 1.908 (3) | C3—H3 | 0.9500 |
Cu1—N6i | 1.997 (3) | C4—H4 | 0.9500 |
Cu1—N1 | 2.062 (3) | C6—C7 | 1.516 (5) |
Cu1—N4 | 2.081 (3) | C6—H6A | 0.9900 |
Cu1—N5i | 2.100 (3) | C6—H6B | 0.9900 |
O1—C5 | 1.240 (4) | C7—C8 | 1.378 (6) |
O2—C12 | 1.260 (4) | C8—C9 | 1.393 (6) |
N1—C4 | 1.326 (5) | C8—H8 | 0.9500 |
N1—C1 | 1.358 (4) | C9—C10 | 1.379 (7) |
N2—C3 | 1.330 (4) | C9—H9 | 0.9500 |
N2—C2 | 1.355 (5) | C10—C11 | 1.369 (6) |
N3—C5 | 1.313 (4) | C10—H10 | 0.9500 |
N3—C6 | 1.455 (5) | C11—H11 | 0.9500 |
N4—C7 | 1.349 (5) | C13—C14 | 1.499 (5) |
N4—C11 | 1.362 (5) | C13—H13A | 0.9900 |
N5—C12 | 1.300 (4) | C13—H13B | 0.9900 |
N5—C13 | 1.462 (4) | C14—C15 | 1.390 (5) |
N5—Cu1i | 2.100 (3) | C15—C16 | 1.373 (6) |
N6—C18 | 1.333 (5) | C15—H15 | 0.9500 |
N6—C14 | 1.344 (5) | C16—C17 | 1.384 (6) |
N6—Cu1i | 1.997 (3) | C16—H16 | 0.9500 |
C1—C2 | 1.388 (5) | C17—C18 | 1.373 (5) |
C1—C5 | 1.513 (5) | C17—H17 | 0.9500 |
C2—C12 | 1.525 (4) | C18—H18 | 0.9500 |
C3—C4 | 1.386 (5) | O4W—O5W | 0.889 (16) |
| | | |
O1···O3Wii | 2.879 (5) | O2W···O2Wiv | 2.884 (6) |
O1···O4Wi | 2.928 (15) | O3W···O1ii | 2.879 (5) |
O1W···O5Wiii | 2.72 (2) | O3W···O1Wv | 2.776 (7) |
O1W···O2Wiv | 2.848 (6) | O3W···O1Wiv | 3.206 (7) |
O1W···O3Wiv | 3.206 (7) | O4W···O1i | 2.928 (15) |
O1W···O3Wiii | 2.776 (7) | O4W···O3Wvi | 2.744 (9) |
O2···O4Wi | 2.681 (10) | O4W···O2i | 2.681 (10) |
O2···O2Wi | 2.833 (4) | O5W···O2i | 2.85 (2) |
O2···O5Wi | 2.85 (2) | O5W···O1Wv | 2.72 (2) |
O2W···O1Wiv | 2.848 (6) | O5W···O3Wvi | 2.27 (3) |
O2W···O2i | 2.833 (5) | | |
| | | |
N3—Cu1—N6i | 169.89 (12) | C7—C6—H6A | 109.9 |
N3—Cu1—N1 | 80.17 (12) | N3—C6—H6B | 109.9 |
N6i—Cu1—N1 | 99.60 (12) | C7—C6—H6B | 109.9 |
N3—Cu1—N4 | 80.73 (12) | H6A—C6—H6B | 108.3 |
N6i—Cu1—N4 | 94.67 (13) | N4—C7—C8 | 122.7 (3) |
N1—Cu1—N4 | 147.15 (11) | N4—C7—C6 | 116.0 (3) |
N3—Cu1—N5i | 109.34 (12) | C8—C7—C6 | 121.3 (4) |
N6i—Cu1—N5i | 80.40 (11) | C7—C8—C9 | 118.9 (4) |
N1—Cu1—N5i | 108.66 (11) | C7—C8—H8 | 120.5 |
N4—Cu1—N5i | 102.79 (12) | C9—C8—H8 | 120.5 |
C4—N1—C1 | 118.8 (3) | C10—C9—C8 | 118.8 (4) |
C4—N1—Cu1 | 128.6 (2) | C10—C9—H9 | 120.6 |
C1—N1—Cu1 | 112.3 (2) | C8—C9—H9 | 120.6 |
C3—N2—C2 | 117.4 (3) | C11—C10—C9 | 119.5 (4) |
C5—N3—C6 | 120.4 (3) | C11—C10—H10 | 120.2 |
C5—N3—Cu1 | 121.3 (2) | C9—C10—H10 | 120.2 |
C6—N3—Cu1 | 117.8 (2) | N4—C11—C10 | 122.5 (4) |
C7—N4—C11 | 117.6 (3) | N4—C11—H11 | 118.7 |
C7—N4—Cu1 | 113.1 (2) | C10—C11—H11 | 118.7 |
C11—N4—Cu1 | 129.1 (3) | O2—C12—N5 | 128.4 (3) |
C12—N5—C13 | 115.8 (3) | O2—C12—C2 | 116.7 (3) |
C12—N5—Cu1i | 134.2 (2) | N5—C12—C2 | 114.6 (3) |
C13—N5—Cu1i | 109.8 (2) | N5—C13—C14 | 110.2 (3) |
C18—N6—C14 | 119.9 (3) | N5—C13—H13A | 109.6 |
C18—N6—Cu1i | 124.6 (3) | C14—C13—H13A | 109.6 |
C14—N6—Cu1i | 114.9 (2) | N5—C13—H13B | 109.6 |
N1—C1—C2 | 120.1 (3) | C14—C13—H13B | 109.6 |
N1—C1—C5 | 114.4 (3) | H13A—C13—H13B | 108.1 |
C2—C1—C5 | 125.4 (3) | N6—C14—C15 | 120.1 (3) |
N2—C2—C1 | 120.9 (3) | N6—C14—C13 | 117.8 (3) |
N2—C2—C12 | 111.8 (3) | C15—C14—C13 | 122.1 (3) |
C1—C2—C12 | 127.2 (3) | C16—C15—C14 | 120.0 (4) |
N2—C3—C4 | 122.3 (3) | C16—C15—H15 | 120.0 |
N2—C3—H3 | 118.9 | C14—C15—H15 | 120.0 |
C4—C3—H3 | 118.9 | C15—C16—C17 | 119.0 (3) |
N1—C4—C3 | 120.4 (3) | C15—C16—H16 | 120.5 |
N1—C4—H4 | 119.8 | C17—C16—H16 | 120.5 |
C3—C4—H4 | 119.8 | C18—C17—C16 | 118.5 (4) |
O1—C5—N3 | 127.9 (3) | C18—C17—H17 | 120.7 |
O1—C5—C1 | 120.6 (3) | C16—C17—H17 | 120.7 |
N3—C5—C1 | 111.5 (3) | N6—C18—C17 | 122.4 (4) |
N3—C6—C7 | 108.7 (3) | N6—C18—H18 | 118.8 |
N3—C6—H6A | 109.9 | C17—C18—H18 | 118.8 |
| | | |
N3—Cu1—N1—C4 | −177.9 (3) | N1—C1—C5—O1 | 174.3 (3) |
N6i—Cu1—N1—C4 | 12.3 (3) | C2—C1—C5—O1 | −6.1 (5) |
N4—Cu1—N1—C4 | 126.8 (3) | N1—C1—C5—N3 | −5.3 (4) |
N5i—Cu1—N1—C4 | −70.7 (3) | C2—C1—C5—N3 | 174.3 (3) |
N3—Cu1—N1—C1 | −3.2 (2) | C5—N3—C6—C7 | −151.9 (3) |
N6i—Cu1—N1—C1 | −172.9 (2) | Cu1—N3—C6—C7 | 19.5 (4) |
N4—Cu1—N1—C1 | −58.4 (3) | C11—N4—C7—C8 | −0.5 (5) |
N5i—Cu1—N1—C1 | 104.1 (2) | Cu1—N4—C7—C8 | 174.4 (3) |
N6i—Cu1—N3—C5 | 89.7 (8) | C11—N4—C7—C6 | 179.8 (3) |
N1—Cu1—N3—C5 | 0.1 (3) | Cu1—N4—C7—C6 | −5.2 (4) |
N4—Cu1—N3—C5 | 153.3 (3) | N3—C6—C7—N4 | −8.1 (4) |
N5i—Cu1—N3—C5 | −106.3 (3) | N3—C6—C7—C8 | 172.3 (3) |
N6i—Cu1—N3—C6 | −81.6 (8) | N4—C7—C8—C9 | 0.3 (6) |
N1—Cu1—N3—C6 | −171.2 (3) | C6—C7—C8—C9 | 179.9 (4) |
N4—Cu1—N3—C6 | −18.0 (3) | C7—C8—C9—C10 | 0.2 (6) |
N5i—Cu1—N3—C6 | 82.4 (3) | C8—C9—C10—C11 | −0.5 (6) |
N3—Cu1—N4—C7 | 12.6 (3) | C7—N4—C11—C10 | 0.3 (5) |
N6i—Cu1—N4—C7 | −176.5 (3) | Cu1—N4—C11—C10 | −173.7 (3) |
N1—Cu1—N4—C7 | 67.7 (3) | C9—C10—C11—N4 | 0.3 (6) |
N5i—Cu1—N4—C7 | −95.3 (3) | C13—N5—C12—O2 | −1.1 (5) |
N3—Cu1—N4—C11 | −173.2 (3) | Cu1i—N5—C12—O2 | −175.4 (3) |
N6i—Cu1—N4—C11 | −2.3 (3) | C13—N5—C12—C2 | −174.4 (3) |
N1—Cu1—N4—C11 | −118.1 (3) | Cu1i—N5—C12—C2 | 11.2 (5) |
N5i—Cu1—N4—C11 | 78.9 (3) | N2—C2—C12—O2 | −86.2 (4) |
C4—N1—C1—C2 | 1.1 (5) | C1—C2—C12—O2 | 91.6 (4) |
Cu1—N1—C1—C2 | −174.3 (2) | N2—C2—C12—N5 | 88.0 (4) |
C4—N1—C1—C5 | −179.3 (3) | C1—C2—C12—N5 | −94.2 (4) |
Cu1—N1—C1—C5 | 5.3 (3) | C12—N5—C13—C14 | −151.6 (3) |
C3—N2—C2—C1 | 1.3 (5) | Cu1i—N5—C13—C14 | 24.1 (3) |
C3—N2—C2—C12 | 179.3 (3) | C18—N6—C14—C15 | −1.8 (6) |
N1—C1—C2—N2 | −2.1 (5) | Cu1i—N6—C14—C15 | 169.4 (3) |
C5—C1—C2—N2 | 178.3 (3) | C18—N6—C14—C13 | 178.0 (3) |
N1—C1—C2—C12 | −179.8 (3) | Cu1i—N6—C14—C13 | −10.8 (4) |
C5—C1—C2—C12 | 0.7 (5) | N5—C13—C14—N6 | −9.9 (5) |
C2—N2—C3—C4 | 0.5 (5) | N5—C13—C14—C15 | 169.9 (3) |
C1—N1—C4—C3 | 0.7 (5) | N6—C14—C15—C16 | 2.1 (6) |
Cu1—N1—C4—C3 | 175.2 (2) | C13—C14—C15—C16 | −177.7 (4) |
N2—C3—C4—N1 | −1.6 (5) | C14—C15—C16—C17 | −0.9 (6) |
C6—N3—C5—O1 | −5.8 (6) | C15—C16—C17—C18 | −0.5 (7) |
Cu1—N3—C5—O1 | −176.9 (3) | C14—N6—C18—C17 | 0.3 (6) |
C6—N3—C5—C1 | 173.7 (3) | Cu1i—N6—C18—C17 | −170.0 (3) |
Cu1—N3—C5—C1 | 2.6 (4) | C16—C17—C18—N6 | 0.8 (7) |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1; (iii) x, y+1, z; (iv) −x+1, −y+1, −z; (v) x, y−1, z; (vi) −x+1, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···O2vii | 0.95 | 2.48 | 3.300 (5) | 144 |
C6—H6B···O3Wii | 0.99 | 2.59 | 3.210 (6) | 121 |
C8—H8···O1Wviii | 0.95 | 2.51 | 3.387 (6) | 154 |
C9—H9···N2ix | 0.95 | 2.61 | 3.314 (6) | 131 |
C11—H11···O4Wiii | 0.95 | 2.51 | 3.280 (9) | 138 |
C16—H16···O1x | 0.95 | 2.29 | 3.235 (4) | 171 |
Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) x, y+1, z; (vii) −x−1, −y+1, −z+1; (viii) −x+1, −y+2, −z+1; (ix) x+1, y+1, z; (x) −x, −y+1, −z+2. |