Download citation
Download citation
link to html
In the complex, bis­[μ-N,N′-bis­(pyridin-2-yl­methyl)­pyrazine-2,3-dicarbox­amido(2-)]­dicopper(II) octahydrate, [Cu2(C18H16N6O2)2]·8H2O, the pyrazine ligand coordinates in a tridentate–bidentate manner as L2−. A neutral centrosymmetric binuclear macrocyclic structure is formed, with the Cu atoms having extremely distorted square-pyramidal geometry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804000534/bt6392sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804000534/bt6392Isup2.hkl
Contains datablock I

CCDC reference: 234801

Key indicators

  • Single-crystal X-ray study
  • T = 153 K
  • Mean [sigma](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

Computing details top

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.

(I) top
Crystal data top
[Cu2(C18H16N6O2)2]·8H2OZ = 1
Mr = 963.91F(000) = 498
Triclinic, P1Dx = 1.621 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.3201 (10) ÅCell parameters from 4800 reflections
b = 9.9743 (12) Åθ = 1.9–25.9°
c = 11.8877 (13) ŵ = 1.16 mm1
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 tubeRint = 0.067
Graphite monochromatorθmax = 25.9°, θmin = 1.9°
Detector resolution: 0.81Å pixels mm-1h = 1111
φ oscillation scansk = 1212
7722 measured reflectionsl = 1414
3577 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.045Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.114H-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 parametersΔρmax = 0.64 e Å3
0 restraintsΔρmin = 0.76 e Å3
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
xyzUiso*/UeqOcc. (<1)
Cu10.07737 (5)0.73163 (5)0.39735 (4)0.01922 (15)
O10.0167 (3)0.7475 (3)0.7373 (2)0.0364 (7)
O20.3275 (3)0.6196 (3)0.7656 (2)0.0262 (6)
N10.1153 (3)0.6125 (3)0.4218 (2)0.0166 (6)
N20.3479 (3)0.4483 (3)0.4831 (3)0.0219 (7)
N30.1100 (3)0.7769 (3)0.5688 (2)0.0197 (6)
N40.2196 (4)0.9380 (3)0.4546 (3)0.0231 (7)
N50.2078 (3)0.4206 (3)0.7054 (2)0.0154 (6)
N60.0274 (4)0.2836 (3)0.7715 (3)0.0222 (7)
C10.1183 (4)0.6193 (4)0.5381 (3)0.0158 (7)
C20.2342 (4)0.5347 (4)0.5677 (3)0.0162 (7)
C30.3425 (4)0.4456 (4)0.3704 (3)0.0228 (8)
H30.42140.38640.30970.027*
C40.2256 (4)0.5261 (4)0.3384 (3)0.0208 (8)
H40.22450.51940.25640.025*
C50.0120 (4)0.7225 (4)0.6260 (3)0.0176 (7)
C60.2369 (4)0.8906 (4)0.6387 (3)0.0249 (8)
H6A0.31690.84200.64870.030*
H6B0.21110.95420.72210.030*
C70.2863 (4)0.9860 (4)0.5691 (3)0.0225 (8)
C80.3939 (5)1.1134 (4)0.6208 (4)0.0306 (9)
H80.43901.14380.70150.037*
C90.4353 (5)1.1969 (4)0.5527 (4)0.0334 (10)
H90.50941.28500.58610.040*
C100.3669 (5)1.1493 (4)0.4360 (4)0.0341 (10)
H100.39281.20480.38820.041*
C110.2612 (5)1.0213 (4)0.3896 (4)0.0297 (9)
H110.21510.98940.30900.036*
C120.2557 (4)0.5288 (4)0.6929 (3)0.0175 (7)
C130.2393 (4)0.4034 (4)0.8197 (3)0.0215 (8)
H13A0.33610.33740.80780.026*
H13B0.24250.50250.88730.026*
C140.1238 (4)0.3369 (4)0.8546 (3)0.0201 (8)
C150.1143 (5)0.3298 (4)0.9687 (3)0.0276 (9)
H150.18440.36451.02620.033*
C160.0035 (5)0.2726 (5)0.9981 (3)0.0357 (10)
H160.00460.26861.07630.043*
C170.0962 (5)0.2208 (5)0.9122 (4)0.0374 (11)
H170.17440.18150.93050.045*
C180.0797 (5)0.2276 (4)0.7999 (4)0.0309 (9)
H180.14720.19090.74030.037*
O1W0.4982 (5)0.8954 (5)0.1104 (4)0.0717 (12)
O2W0.5272 (4)0.4092 (4)0.0628 (3)0.0499 (9)
O3W0.7302 (5)0.0975 (5)0.0883 (4)0.0728 (12)
O4W0.2115 (18)0.0867 (9)0.1450 (6)0.069 (5)0.59 (3)
O5W0.295 (2)0.0625 (14)0.116 (3)0.120 (8)0.41 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0218 (3)0.0241 (2)0.0151 (2)0.00101 (18)0.00410 (16)0.01360 (17)
O10.046 (2)0.0419 (16)0.0122 (12)0.0194 (14)0.0007 (12)0.0139 (11)
O20.0366 (18)0.0252 (13)0.0246 (13)0.0104 (13)0.0158 (12)0.0163 (11)
N10.0200 (18)0.0194 (14)0.0147 (13)0.0019 (13)0.0028 (11)0.0121 (11)
N20.0204 (19)0.0260 (15)0.0235 (15)0.0008 (14)0.0019 (13)0.0165 (13)
N30.0171 (18)0.0222 (15)0.0175 (14)0.0055 (13)0.0019 (12)0.0097 (12)
N40.0213 (19)0.0182 (14)0.0320 (17)0.0001 (13)0.0097 (13)0.0141 (13)
N50.0174 (18)0.0198 (14)0.0118 (13)0.0016 (13)0.0028 (11)0.0115 (11)
N60.024 (2)0.0281 (16)0.0213 (15)0.0023 (14)0.0033 (13)0.0178 (13)
C10.020 (2)0.0152 (15)0.0170 (16)0.0026 (15)0.0025 (13)0.0113 (13)
C20.017 (2)0.0165 (16)0.0178 (16)0.0033 (15)0.0032 (13)0.0099 (13)
C30.021 (2)0.0256 (18)0.0217 (18)0.0017 (16)0.0024 (15)0.0127 (15)
C40.026 (2)0.0257 (18)0.0149 (16)0.0041 (17)0.0034 (14)0.0127 (14)
C50.019 (2)0.0168 (16)0.0154 (16)0.0019 (15)0.0003 (13)0.0074 (13)
C60.024 (2)0.0234 (18)0.0223 (18)0.0037 (16)0.0025 (15)0.0080 (15)
C70.020 (2)0.0207 (18)0.0271 (18)0.0020 (16)0.0097 (15)0.0106 (15)
C80.023 (2)0.0237 (19)0.039 (2)0.0003 (17)0.0076 (17)0.0082 (17)
C90.023 (3)0.0191 (19)0.054 (3)0.0012 (17)0.0121 (19)0.0135 (18)
C100.032 (3)0.025 (2)0.054 (3)0.0055 (19)0.018 (2)0.0238 (19)
C110.037 (3)0.0234 (19)0.036 (2)0.0078 (18)0.0143 (18)0.0193 (17)
C120.018 (2)0.0189 (16)0.0150 (16)0.0042 (15)0.0025 (13)0.0094 (13)
C130.021 (2)0.0319 (19)0.0155 (16)0.0004 (17)0.0056 (14)0.0159 (15)
C140.022 (2)0.0197 (17)0.0181 (17)0.0045 (16)0.0003 (14)0.0104 (14)
C150.041 (3)0.0291 (19)0.0155 (17)0.0015 (19)0.0040 (16)0.0140 (15)
C160.056 (3)0.036 (2)0.0200 (19)0.005 (2)0.0046 (18)0.0187 (17)
C170.045 (3)0.044 (2)0.034 (2)0.014 (2)0.004 (2)0.0259 (19)
C180.034 (3)0.038 (2)0.032 (2)0.011 (2)0.0071 (17)0.0239 (18)
O1W0.065 (3)0.079 (3)0.100 (3)0.011 (2)0.010 (2)0.067 (3)
O2W0.039 (2)0.077 (2)0.061 (2)0.0223 (19)0.0238 (16)0.0515 (19)
O3W0.061 (3)0.096 (3)0.075 (3)0.002 (2)0.000 (2)0.055 (2)
O4W0.119 (11)0.037 (4)0.031 (4)0.012 (5)0.015 (4)0.006 (3)
O5W0.062 (12)0.032 (6)0.224 (19)0.012 (7)0.001 (11)0.013 (8)
Geometric parameters (Å, º) top
Cu1—N31.908 (3)C3—H30.9500
Cu1—N6i1.997 (3)C4—H40.9500
Cu1—N12.062 (3)C6—C71.516 (5)
Cu1—N42.081 (3)C6—H6A0.9900
Cu1—N5i2.100 (3)C6—H6B0.9900
O1—C51.240 (4)C7—C81.378 (6)
O2—C121.260 (4)C8—C91.393 (6)
N1—C41.326 (5)C8—H80.9500
N1—C11.358 (4)C9—C101.379 (7)
N2—C31.330 (4)C9—H90.9500
N2—C21.355 (5)C10—C111.369 (6)
N3—C51.313 (4)C10—H100.9500
N3—C61.455 (5)C11—H110.9500
N4—C71.349 (5)C13—C141.499 (5)
N4—C111.362 (5)C13—H13A0.9900
N5—C121.300 (4)C13—H13B0.9900
N5—C131.462 (4)C14—C151.390 (5)
N5—Cu1i2.100 (3)C15—C161.373 (6)
N6—C181.333 (5)C15—H150.9500
N6—C141.344 (5)C16—C171.384 (6)
N6—Cu1i1.997 (3)C16—H160.9500
C1—C21.388 (5)C17—C181.373 (5)
C1—C51.513 (5)C17—H170.9500
C2—C121.525 (4)C18—H180.9500
C3—C41.386 (5)O4W—O5W0.889 (16)
O1···O3Wii2.879 (5)O2W···O2Wiv2.884 (6)
O1···O4Wi2.928 (15)O3W···O1ii2.879 (5)
O1W···O5Wiii2.72 (2)O3W···O1Wv2.776 (7)
O1W···O2Wiv2.848 (6)O3W···O1Wiv3.206 (7)
O1W···O3Wiv3.206 (7)O4W···O1i2.928 (15)
O1W···O3Wiii2.776 (7)O4W···O3Wvi2.744 (9)
O2···O4Wi2.681 (10)O4W···O2i2.681 (10)
O2···O2Wi2.833 (4)O5W···O2i2.85 (2)
O2···O5Wi2.85 (2)O5W···O1Wv2.72 (2)
O2W···O1Wiv2.848 (6)O5W···O3Wvi2.27 (3)
O2W···O2i2.833 (5)
N3—Cu1—N6i169.89 (12)C7—C6—H6A109.9
N3—Cu1—N180.17 (12)N3—C6—H6B109.9
N6i—Cu1—N199.60 (12)C7—C6—H6B109.9
N3—Cu1—N480.73 (12)H6A—C6—H6B108.3
N6i—Cu1—N494.67 (13)N4—C7—C8122.7 (3)
N1—Cu1—N4147.15 (11)N4—C7—C6116.0 (3)
N3—Cu1—N5i109.34 (12)C8—C7—C6121.3 (4)
N6i—Cu1—N5i80.40 (11)C7—C8—C9118.9 (4)
N1—Cu1—N5i108.66 (11)C7—C8—H8120.5
N4—Cu1—N5i102.79 (12)C9—C8—H8120.5
C4—N1—C1118.8 (3)C10—C9—C8118.8 (4)
C4—N1—Cu1128.6 (2)C10—C9—H9120.6
C1—N1—Cu1112.3 (2)C8—C9—H9120.6
C3—N2—C2117.4 (3)C11—C10—C9119.5 (4)
C5—N3—C6120.4 (3)C11—C10—H10120.2
C5—N3—Cu1121.3 (2)C9—C10—H10120.2
C6—N3—Cu1117.8 (2)N4—C11—C10122.5 (4)
C7—N4—C11117.6 (3)N4—C11—H11118.7
C7—N4—Cu1113.1 (2)C10—C11—H11118.7
C11—N4—Cu1129.1 (3)O2—C12—N5128.4 (3)
C12—N5—C13115.8 (3)O2—C12—C2116.7 (3)
C12—N5—Cu1i134.2 (2)N5—C12—C2114.6 (3)
C13—N5—Cu1i109.8 (2)N5—C13—C14110.2 (3)
C18—N6—C14119.9 (3)N5—C13—H13A109.6
C18—N6—Cu1i124.6 (3)C14—C13—H13A109.6
C14—N6—Cu1i114.9 (2)N5—C13—H13B109.6
N1—C1—C2120.1 (3)C14—C13—H13B109.6
N1—C1—C5114.4 (3)H13A—C13—H13B108.1
C2—C1—C5125.4 (3)N6—C14—C15120.1 (3)
N2—C2—C1120.9 (3)N6—C14—C13117.8 (3)
N2—C2—C12111.8 (3)C15—C14—C13122.1 (3)
C1—C2—C12127.2 (3)C16—C15—C14120.0 (4)
N2—C3—C4122.3 (3)C16—C15—H15120.0
N2—C3—H3118.9C14—C15—H15120.0
C4—C3—H3118.9C15—C16—C17119.0 (3)
N1—C4—C3120.4 (3)C15—C16—H16120.5
N1—C4—H4119.8C17—C16—H16120.5
C3—C4—H4119.8C18—C17—C16118.5 (4)
O1—C5—N3127.9 (3)C18—C17—H17120.7
O1—C5—C1120.6 (3)C16—C17—H17120.7
N3—C5—C1111.5 (3)N6—C18—C17122.4 (4)
N3—C6—C7108.7 (3)N6—C18—H18118.8
N3—C6—H6A109.9C17—C18—H18118.8
N3—Cu1—N1—C4177.9 (3)N1—C1—C5—O1174.3 (3)
N6i—Cu1—N1—C412.3 (3)C2—C1—C5—O16.1 (5)
N4—Cu1—N1—C4126.8 (3)N1—C1—C5—N35.3 (4)
N5i—Cu1—N1—C470.7 (3)C2—C1—C5—N3174.3 (3)
N3—Cu1—N1—C13.2 (2)C5—N3—C6—C7151.9 (3)
N6i—Cu1—N1—C1172.9 (2)Cu1—N3—C6—C719.5 (4)
N4—Cu1—N1—C158.4 (3)C11—N4—C7—C80.5 (5)
N5i—Cu1—N1—C1104.1 (2)Cu1—N4—C7—C8174.4 (3)
N6i—Cu1—N3—C589.7 (8)C11—N4—C7—C6179.8 (3)
N1—Cu1—N3—C50.1 (3)Cu1—N4—C7—C65.2 (4)
N4—Cu1—N3—C5153.3 (3)N3—C6—C7—N48.1 (4)
N5i—Cu1—N3—C5106.3 (3)N3—C6—C7—C8172.3 (3)
N6i—Cu1—N3—C681.6 (8)N4—C7—C8—C90.3 (6)
N1—Cu1—N3—C6171.2 (3)C6—C7—C8—C9179.9 (4)
N4—Cu1—N3—C618.0 (3)C7—C8—C9—C100.2 (6)
N5i—Cu1—N3—C682.4 (3)C8—C9—C10—C110.5 (6)
N3—Cu1—N4—C712.6 (3)C7—N4—C11—C100.3 (5)
N6i—Cu1—N4—C7176.5 (3)Cu1—N4—C11—C10173.7 (3)
N1—Cu1—N4—C767.7 (3)C9—C10—C11—N40.3 (6)
N5i—Cu1—N4—C795.3 (3)C13—N5—C12—O21.1 (5)
N3—Cu1—N4—C11173.2 (3)Cu1i—N5—C12—O2175.4 (3)
N6i—Cu1—N4—C112.3 (3)C13—N5—C12—C2174.4 (3)
N1—Cu1—N4—C11118.1 (3)Cu1i—N5—C12—C211.2 (5)
N5i—Cu1—N4—C1178.9 (3)N2—C2—C12—O286.2 (4)
C4—N1—C1—C21.1 (5)C1—C2—C12—O291.6 (4)
Cu1—N1—C1—C2174.3 (2)N2—C2—C12—N588.0 (4)
C4—N1—C1—C5179.3 (3)C1—C2—C12—N594.2 (4)
Cu1—N1—C1—C55.3 (3)C12—N5—C13—C14151.6 (3)
C3—N2—C2—C11.3 (5)Cu1i—N5—C13—C1424.1 (3)
C3—N2—C2—C12179.3 (3)C18—N6—C14—C151.8 (6)
N1—C1—C2—N22.1 (5)Cu1i—N6—C14—C15169.4 (3)
C5—C1—C2—N2178.3 (3)C18—N6—C14—C13178.0 (3)
N1—C1—C2—C12179.8 (3)Cu1i—N6—C14—C1310.8 (4)
C5—C1—C2—C120.7 (5)N5—C13—C14—N69.9 (5)
C2—N2—C3—C40.5 (5)N5—C13—C14—C15169.9 (3)
C1—N1—C4—C30.7 (5)N6—C14—C15—C162.1 (6)
Cu1—N1—C4—C3175.2 (2)C13—C14—C15—C16177.7 (4)
N2—C3—C4—N11.6 (5)C14—C15—C16—C170.9 (6)
C6—N3—C5—O15.8 (6)C15—C16—C17—C180.5 (7)
Cu1—N3—C5—O1176.9 (3)C14—N6—C18—C170.3 (6)
C6—N3—C5—C1173.7 (3)Cu1i—N6—C18—C17170.0 (3)
Cu1—N3—C5—C12.6 (4)C16—C17—C18—N60.8 (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, y1, z; (vi) x+1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···O2vii0.952.483.300 (5)144
C6—H6B···O3Wii0.992.593.210 (6)121
C8—H8···O1Wviii0.952.513.387 (6)154
C9—H9···N2ix0.952.613.314 (6)131
C11—H11···O4Wiii0.952.513.280 (9)138
C16—H16···O1x0.952.293.235 (4)171
Symmetry codes: (ii) x+1, y+1, z+1; (iii) x, y+1, z; (vii) x1, y+1, z+1; (viii) x+1, y+2, z+1; (ix) x+1, y+1, z; (x) x, y+1, z+2.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds