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The title compound, [Cu2(C7H3NO4)2(C7H8N4)(H2O)2]·4H2O, has a dinuclear structure in which each CuII atom is five-coordinate in a distorted square-based pyramidal geometry and the 1,1′-methyl­enedi-1H-imidazole ligand adopts a bis-monodentate bridging mode, linking the CuII atoms. A twofold rotation axis passes through the C atom linking the imidazole rings. The mol­ecules are connected by O—H...O hydrogen bonds [O...O = 2.748 (3)–2.973 (3) Å].

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806006350/ci2004sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806006350/ci2004Isup2.hkl
Contains datablock I

CCDC reference: 601138

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.032
  • wR factor = 0.082
  • Data-to-parameter ratio = 14.0

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.99 PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6 PLAT731_ALERT_1_C Bond Calc 0.83(3), Rep 0.830(10) ...... 3.00 su-Rat O3W -H3WA 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.83(3), Rep 0.830(10) ...... 3.00 su-Rat O3W -H3WB 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.83(3), Rep 0.830(10) ...... 3.00 su-Rat O3W -H5# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.83(3), Rep 0.830(10) ...... 3.00 su-Rat O3W -H6# 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 7 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 1 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.

µ-1,1'-Methylenedi-1H-imidazole-κ2N3:N3'-bis[aqua(pyridine-2,6- dicarboxylato)copper(II)] tetrahydrate top
Crystal data top
[Cu2(C7H3NO4)2(C7H8N4)(H2O)2]·4H2OF(000) = 1456
Mr = 713.56Dx = 1.785 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 920 reflections
a = 35.376 (7) Åθ = 4.5–25.5°
b = 5.1136 (10) ŵ = 1.69 mm1
c = 14.868 (3) ÅT = 293 K
β = 99.15 (3)°Prism, blue
V = 2655.4 (9) Å30.20 × 0.18 × 0.16 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer
2962 independent reflections
Radiation source: fine-focus sealed tube2526 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
φ and ω scansθmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 4545
Tmin = 0.729, Tmax = 0.774k = 66
11796 measured reflectionsl = 1919
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)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.082H atoms treated by a mixture of independent and constrained refinement
S = 1.10 w = 1/[σ2(Fo2) + (0.0357P)2 + 4.4628P]
where P = (Fo2 + 2Fc2)/3
2962 reflections(Δ/σ)max = 0.002
211 parametersΔρmax = 0.40 e Å3
6 restraintsΔρmin = 0.26 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*/Ueq
Cu10.383916 (7)1.00943 (5)0.380558 (19)0.02604 (10)
O10.41248 (5)0.3838 (4)0.53867 (15)0.0478 (5)
O20.41679 (5)0.7214 (3)0.44544 (12)0.0337 (4)
O30.34148 (4)1.2863 (3)0.35591 (11)0.0306 (4)
O40.28438 (5)1.3883 (4)0.39378 (13)0.0393 (4)
N10.35272 (5)0.9107 (4)0.46898 (12)0.0243 (4)
N20.41898 (5)1.1311 (4)0.30081 (13)0.0281 (4)
N30.46658 (5)1.3255 (4)0.25057 (13)0.0282 (4)
C10.32040 (6)1.0405 (4)0.47200 (16)0.0269 (5)
C20.31397 (6)1.2561 (5)0.40212 (16)0.0279 (5)
C30.29737 (7)0.9724 (5)0.53546 (19)0.0381 (6)
H30.27471.06140.53840.046*
C40.30913 (8)0.7689 (6)0.59410 (18)0.0429 (6)
H40.29440.72190.63800.051*
C50.34265 (7)0.6333 (5)0.58853 (17)0.0367 (6)
H50.35040.49420.62740.044*
C60.36411 (6)0.7112 (4)0.52353 (15)0.0269 (5)
C70.40100 (7)0.5910 (5)0.50269 (16)0.0301 (5)
C80.42379 (7)1.0184 (5)0.21932 (18)0.0356 (5)
H80.40910.88260.19050.043*
C90.45317 (7)1.1361 (5)0.18794 (17)0.0359 (6)
H90.46251.09700.13450.043*
C100.50001.4890 (6)0.25000.0341 (8)
H10A0.50371.60020.30350.041*
C110.44511 (6)1.3151 (5)0.31729 (16)0.0299 (5)
H110.44831.42330.36820.036*
O1W0.35165 (5)0.7496 (4)0.26921 (12)0.0349 (4)
H1WA0.3506 (8)0.600 (3)0.293 (2)0.062 (11)*
H1WB0.3293 (4)0.807 (6)0.258 (2)0.059 (11)*
O2W0.48923 (7)0.2507 (7)0.53592 (18)0.0894 (10)
H2WA0.46950.33020.52430.134*
H2WB0.50420.28950.50220.134*
O3W0.27331 (6)0.8163 (4)0.27300 (18)0.0552 (6)
H3WA0.2748 (10)0.684 (5)0.306 (2)0.077 (13)*
H3WB0.2576 (9)0.794 (7)0.2256 (15)0.083 (14)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.02401 (15)0.02640 (16)0.03023 (16)0.00231 (12)0.01202 (10)0.00322 (11)
O10.0459 (11)0.0385 (10)0.0603 (13)0.0175 (9)0.0126 (9)0.0158 (9)
O20.0286 (8)0.0343 (9)0.0408 (10)0.0077 (7)0.0129 (7)0.0032 (7)
O30.0306 (8)0.0265 (8)0.0376 (9)0.0036 (7)0.0138 (7)0.0056 (7)
O40.0314 (9)0.0391 (10)0.0493 (11)0.0126 (9)0.0120 (8)0.0070 (8)
N10.0240 (9)0.0245 (9)0.0258 (9)0.0009 (8)0.0082 (7)0.0005 (7)
N20.0256 (9)0.0312 (10)0.0300 (10)0.0017 (9)0.0121 (7)0.0014 (8)
N30.0265 (9)0.0291 (10)0.0322 (10)0.0014 (9)0.0139 (7)0.0003 (8)
C10.0251 (10)0.0261 (11)0.0311 (11)0.0019 (9)0.0098 (8)0.0003 (9)
C20.0264 (10)0.0248 (11)0.0336 (12)0.0026 (10)0.0079 (9)0.0005 (9)
C30.0312 (12)0.0428 (15)0.0447 (15)0.0043 (12)0.0198 (10)0.0035 (12)
C40.0452 (14)0.0485 (16)0.0416 (15)0.0049 (13)0.0270 (12)0.0093 (12)
C50.0442 (14)0.0355 (13)0.0325 (13)0.0043 (12)0.0130 (10)0.0095 (10)
C60.0293 (11)0.0257 (11)0.0262 (11)0.0021 (10)0.0058 (8)0.0007 (9)
C70.0301 (11)0.0295 (11)0.0310 (12)0.0049 (10)0.0053 (9)0.0002 (9)
C80.0327 (12)0.0403 (14)0.0353 (13)0.0036 (11)0.0099 (10)0.0081 (11)
C90.0366 (12)0.0436 (14)0.0302 (13)0.0014 (12)0.0138 (10)0.0076 (11)
C100.0313 (16)0.0270 (16)0.049 (2)0.0000.0220 (15)0.000
C110.0288 (11)0.0330 (12)0.0314 (12)0.0006 (10)0.0152 (9)0.0040 (9)
O1W0.0415 (10)0.0295 (9)0.0345 (10)0.0032 (8)0.0086 (8)0.0003 (7)
O2W0.0478 (13)0.149 (3)0.0725 (18)0.0022 (16)0.0128 (12)0.0401 (19)
O3W0.0484 (12)0.0400 (12)0.0696 (16)0.0078 (10)0.0137 (11)0.0092 (11)
Geometric parameters (Å, º) top
Cu1—N11.9137 (18)C3—H30.93
Cu1—N21.9492 (18)C4—C51.388 (4)
Cu1—O22.0240 (17)C4—H40.93
Cu1—O32.0537 (16)C5—C61.379 (3)
Cu1—O1W2.2820 (19)C5—H50.93
O1—C71.227 (3)C6—C71.519 (3)
O2—C71.277 (3)C8—C91.347 (3)
O3—C21.287 (3)C8—H80.93
O4—C21.236 (3)C9—H90.93
N1—C61.325 (3)C10—N3i1.449 (3)
N1—C11.329 (3)C10—H10A0.97
N2—C111.314 (3)C11—H110.93
N2—C81.377 (3)O1W—H1WA0.84 (1)
N3—C111.343 (3)O1W—H1WB0.84 (1)
N3—C91.375 (3)O2W—H2WA0.80
N3—C101.449 (3)O2W—H2WB0.81
C1—C31.386 (3)O3W—H3WA0.83 (1)
C1—C21.507 (3)O3W—H3WB0.83 (1)
C3—C41.379 (4)
N1—Cu1—N2173.90 (8)C3—C4—C5121.0 (2)
N1—Cu1—O280.27 (7)C3—C4—H4119.5
N2—Cu1—O298.58 (7)C5—C4—H4119.5
N1—Cu1—O379.60 (7)C6—C5—C4117.9 (2)
N2—Cu1—O3100.91 (7)C6—C5—H5121.0
O2—Cu1—O3159.25 (7)C4—C5—H5121.0
N1—Cu1—O1W93.92 (7)N1—C6—C5120.2 (2)
N2—Cu1—O1W92.16 (7)N1—C6—C7111.96 (19)
O2—Cu1—O1W96.04 (7)C5—C6—C7127.8 (2)
O3—Cu1—O1W90.28 (7)O1—C7—O2126.3 (2)
C7—O2—Cu1114.72 (14)O1—C7—C6119.8 (2)
C2—O3—Cu1114.55 (14)O2—C7—C6114.0 (2)
C6—N1—C1122.9 (2)C9—C8—N2109.1 (2)
C6—N1—Cu1118.11 (15)C9—C8—H8125.4
C1—N1—Cu1119.00 (16)N2—C8—H8125.4
C11—N2—C8106.39 (19)C8—C9—N3106.4 (2)
C11—N2—Cu1127.72 (16)C8—C9—H9126.8
C8—N2—Cu1125.55 (17)N3—C9—H9126.8
C11—N3—C9107.33 (19)N3i—C10—N3109.5 (3)
C11—N3—C10125.79 (19)N3i—C10—H10A109.8
C9—N3—C10126.62 (17)N3—C10—H10A109.8
N1—C1—C3120.0 (2)N2—C11—N3110.7 (2)
N1—C1—C2112.23 (19)N2—C11—H11124.6
C3—C1—C2127.8 (2)N3—C11—H11124.6
O4—C2—O3125.6 (2)Cu1—O1W—H1WA106 (2)
O4—C2—C1120.1 (2)Cu1—O1W—H1WB107 (2)
O3—C2—C1114.31 (19)H1WA—O1W—H1WB107 (2)
C4—C3—C1118.0 (2)H2WA—O2W—H2WB112.1
C4—C3—H3121.0H3WA—O3W—H3WB111 (2)
C1—C3—H3121.0
N1—Cu1—O2—C78.39 (17)C3—C1—C2—O3175.5 (2)
N2—Cu1—O2—C7177.68 (17)N1—C1—C3—C40.0 (4)
O3—Cu1—O2—C722.5 (3)C2—C1—C3—C4179.1 (2)
O1W—Cu1—O2—C784.56 (17)C1—C3—C4—C51.2 (4)
N1—Cu1—O3—C25.05 (16)C3—C4—C5—C61.0 (4)
N2—Cu1—O3—C2178.86 (16)C1—N1—C6—C51.6 (4)
O2—Cu1—O3—C219.2 (3)Cu1—N1—C6—C5179.79 (19)
O1W—Cu1—O3—C288.88 (16)C1—N1—C6—C7177.4 (2)
O2—Cu1—N1—C63.39 (17)Cu1—N1—C6—C71.3 (3)
O3—Cu1—N1—C6178.36 (18)C4—C5—C6—N10.3 (4)
O1W—Cu1—N1—C692.08 (17)C4—C5—C6—C7178.4 (2)
O2—Cu1—N1—C1177.92 (19)Cu1—O2—C7—O1167.3 (2)
O3—Cu1—N1—C12.95 (17)Cu1—O2—C7—C611.1 (3)
O1W—Cu1—N1—C186.61 (18)N1—C6—C7—O1170.2 (2)
O2—Cu1—N2—C1190.5 (2)C5—C6—C7—O18.7 (4)
O3—Cu1—N2—C1182.3 (2)N1—C6—C7—O28.4 (3)
O1W—Cu1—N2—C11173.0 (2)C5—C6—C7—O2172.8 (2)
O2—Cu1—N2—C881.8 (2)C11—N2—C8—C90.4 (3)
O3—Cu1—N2—C8105.3 (2)Cu1—N2—C8—C9173.31 (18)
O1W—Cu1—N2—C814.6 (2)N2—C8—C9—N30.4 (3)
C6—N1—C1—C31.4 (4)C11—N3—C9—C80.2 (3)
Cu1—N1—C1—C3179.98 (19)C10—N3—C9—C8174.6 (2)
C6—N1—C1—C2179.3 (2)C11—N3—C10—N3i116.7 (2)
Cu1—N1—C1—C20.7 (3)C9—N3—C10—N3i56.6 (2)
Cu1—O3—C2—O4174.8 (2)C8—N2—C11—N30.2 (3)
Cu1—O3—C2—C16.0 (2)Cu1—N2—C11—N3173.29 (16)
N1—C1—C2—O4177.1 (2)C9—N3—C11—N20.0 (3)
C3—C1—C2—O43.7 (4)C10—N3—C11—N2174.4 (2)
N1—C1—C2—O33.7 (3)
Symmetry code: (i) x+1, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O3ii0.84 (1)1.91 (2)2.748 (3)170 (3)
O1W—H1WB···O3W0.84 (1)2.03 (3)2.802 (3)154 (3)
O2W—H2WA···O10.802.082.806 (3)150
O2W—H2WB···O2Wiii0.812.442.912 (5)118
O3W—H3WA···O4ii0.83 (1)1.99 (3)2.819 (3)173 (3)
O3W—H3WB···O4iv0.83 (1)2.18 (3)2.973 (3)159 (3)
Symmetry codes: (ii) x, y1, z; (iii) x+1, y+1, z+1; (iv) x+1/2, y1/2, z+1/2.
 

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