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The title compound, [Cu2(OH)2(C12H8N2)2(H2O)2](C8H4O4)·8H2O, was prepared by the hydro­thermal reaction of CuCl2, 1,10-phenanthroline, terephthalic acid and water at 443 K. It consists of a double-hydroxo-bridged dinuclear complex cation [Cu...Cu = 2.911 (3) Å], a terephthalate anion and eight water mol­ecules. Both cation and anion possess inversion symmetry. A network of O—H...O hydrogen bonds stabilizes the structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680501322X/hb6188sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680501322X/hb6188Isup2.hkl
Contains datablock I

CCDC reference: 274402

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.019 Å
  • R factor = 0.098
  • wR factor = 0.253
  • Data-to-parameter ratio = 12.1

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.94 PLAT341_ALERT_3_B Low Bond Precision on C-C bonds (x 1000) Ang ... 19 PLAT420_ALERT_2_B D-H Without Acceptor O4 - H42 ... ? PLAT420_ALERT_2_B D-H Without Acceptor O6 - H62 ... ?
Alert level C REFLT03_ALERT_3_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 25.00 From the CIF: _diffrn_reflns_theta_full 25.00 From the CIF: _reflns_number_total 2960 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 3149 Completeness (_total/calc) 94.00% RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25 Weighted R factor given 0.253 RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.107 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.11 PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.94 PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 47 Perc. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT213_ALERT_2_C Atom N1 has ADP max/min Ratio ............. 3.40 prolat PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.23 PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C13 - C14 ... 1.56 Ang. PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.11 Ratio
0 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 13 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 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 8 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: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL/PC (Sheldrick, 1999); software used to prepare material for publication: SHELXTL/PC.

Di-µ-hydroxo-bis[aqua(1,10-phenanthroline-κ2N,N')copper(II)] terephthalate octahydrate top
Crystal data top
[Cu2(OH)2(C12H8N2)2(H2O)2](C8H4O4)·8H2OZ = 1
Mr = 865.78F(000) = 448
Triclinic, P1Dx = 1.609 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.295 (4) ÅCell parameters from 279 reflections
b = 10.639 (5) Åθ = 2.2–17.9°
c = 11.258 (5) ŵ = 1.27 mm1
α = 114.603 (8)°T = 298 K
β = 112.540 (8)°Plate, blue
γ = 95.065 (8)°0.20 × 0.20 × 0.01 mm
V = 893.2 (7) Å3
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
2960 independent reflections
Radiation source: fine-focus sealed tube1399 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.107
ω scansθmax = 25.0°, θmin = 2.5°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2000)
h = 1110
Tmin = 0.785, Tmax = 0.987k = 1212
4159 measured reflectionsl = 813
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)] = 0.098Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.253H-atom parameters constrained
S = 0.84 w = 1/[σ2(Fo2) + (0.1026P)2]
where P = (Fo2 + 2Fc2)/3
2960 reflections(Δ/σ)max < 0.001
244 parametersΔρmax = 0.59 e Å3
12 restraintsΔρmin = 0.83 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
Cu10.62186 (16)0.92283 (15)1.00115 (15)0.0239 (4)
N10.8499 (10)0.9526 (10)1.1488 (11)0.028 (2)
N20.6925 (12)0.8066 (11)0.8503 (11)0.037 (2)
O10.4296 (9)0.9325 (8)0.8607 (8)0.0306 (19)
H130.36080.86220.78090.037*
C10.9177 (17)1.0160 (16)1.2934 (14)0.051 (4)
H10.85521.05061.34050.062*
C21.0798 (13)1.0326 (14)1.3777 (13)0.043 (3)
H21.12661.07951.48000.052*
C31.1686 (15)0.9791 (13)1.3076 (14)0.040 (3)
H31.27850.99301.36380.048*
C41.1025 (14)0.9053 (12)1.1572 (13)0.029 (3)
C50.9301 (14)0.8947 (12)1.0804 (13)0.032 (3)
C60.8573 (12)0.8141 (11)0.9226 (12)0.021 (2)
C71.1851 (14)0.8443 (14)1.0751 (15)0.039 (3)
H71.29590.85681.12530.047*
C81.1081 (14)0.7678 (13)0.9246 (14)0.038 (3)
H81.16520.72690.87370.046*
C90.9381 (14)0.7512 (12)0.8456 (15)0.039 (3)
C100.8523 (17)0.6768 (13)0.6900 (14)0.043 (3)
H100.90520.63670.63450.051*
C110.6845 (15)0.6643 (14)0.6199 (15)0.046 (3)
H110.62350.61430.51770.055*
C120.6155 (15)0.7292 (12)0.7091 (12)0.034 (3)
H120.50400.71600.66350.041*
C130.1545 (17)0.3466 (14)0.6749 (14)0.039 (3)
C140.0766 (14)0.4284 (12)0.8470 (12)0.029 (3)
C150.0794 (15)0.4283 (13)0.9257 (14)0.040 (3)
H150.13390.37850.87620.048*
C160.1564 (13)0.5039 (12)1.0815 (13)0.030 (3)
H160.26300.50671.13440.036*
O20.3069 (11)0.2987 (10)0.6127 (10)0.057 (3)
O30.0646 (11)0.3353 (10)0.6223 (9)0.050 (2)
O40.5030 (11)0.7109 (10)1.0020 (10)0.058 (3)
H410.45900.63200.92380.070*
H420.42890.74021.01830.070*
O50.5431 (10)0.7470 (10)0.3007 (10)0.053 (3)
H510.53410.71790.21740.064*
H520.45260.74280.29670.064*
O60.7315 (10)0.5471 (9)0.2855 (10)0.053 (3)
H610.80200.57080.26610.064*
H620.76630.59100.37620.064*
O70.1975 (10)0.6718 (9)0.6419 (9)0.048 (2)
H710.20700.63130.56760.057*
H720.23260.63540.69500.057*
O80.5817 (10)0.0236 (9)0.3699 (10)0.050 (2)
H810.53880.05030.42440.060*
H820.65670.09570.39880.060*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0261 (7)0.0321 (8)0.0231 (8)0.0182 (6)0.0128 (6)0.0184 (6)
N10.025 (5)0.042 (6)0.042 (6)0.014 (5)0.019 (5)0.039 (5)
N20.041 (6)0.046 (7)0.031 (6)0.015 (5)0.019 (5)0.023 (5)
O10.036 (5)0.033 (5)0.030 (5)0.016 (4)0.018 (4)0.018 (4)
C10.066 (10)0.078 (11)0.038 (8)0.058 (9)0.031 (8)0.039 (8)
C20.023 (7)0.069 (10)0.019 (6)0.007 (6)0.000 (6)0.016 (7)
C30.038 (7)0.040 (8)0.046 (8)0.013 (6)0.017 (7)0.027 (7)
C40.040 (7)0.029 (7)0.034 (7)0.012 (5)0.026 (6)0.022 (6)
C50.031 (6)0.036 (6)0.043 (6)0.016 (5)0.011 (5)0.034 (5)
C60.028 (6)0.020 (6)0.024 (6)0.016 (5)0.014 (5)0.015 (5)
C70.030 (7)0.049 (8)0.065 (10)0.023 (6)0.030 (7)0.040 (8)
C80.033 (7)0.044 (8)0.045 (8)0.020 (6)0.019 (7)0.025 (7)
C90.039 (7)0.024 (7)0.055 (9)0.010 (6)0.013 (7)0.027 (7)
C100.072 (10)0.029 (7)0.032 (7)0.021 (7)0.029 (8)0.014 (6)
C110.048 (8)0.055 (9)0.037 (8)0.022 (7)0.020 (7)0.024 (7)
C120.047 (8)0.032 (7)0.022 (7)0.016 (6)0.021 (6)0.006 (6)
C130.049 (9)0.047 (8)0.025 (7)0.017 (7)0.012 (7)0.026 (7)
C140.039 (6)0.026 (5)0.026 (6)0.009 (4)0.008 (5)0.021 (5)
C150.050 (8)0.040 (8)0.043 (8)0.012 (6)0.018 (7)0.035 (7)
C160.029 (6)0.034 (7)0.039 (7)0.008 (5)0.014 (6)0.030 (6)
O20.060 (7)0.064 (7)0.038 (6)0.010 (5)0.019 (5)0.024 (5)
O30.051 (6)0.070 (7)0.030 (5)0.019 (5)0.021 (5)0.024 (5)
O40.058 (6)0.051 (6)0.062 (7)0.020 (5)0.027 (6)0.025 (6)
O50.036 (5)0.068 (7)0.064 (6)0.017 (5)0.026 (5)0.036 (6)
O60.045 (6)0.050 (6)0.062 (6)0.009 (5)0.018 (5)0.033 (5)
O70.057 (6)0.046 (6)0.037 (5)0.018 (5)0.023 (5)0.016 (5)
O80.056 (6)0.043 (6)0.054 (6)0.020 (5)0.027 (5)0.025 (5)
Geometric parameters (Å, º) top
Cu1—O11.925 (7)C9—C101.413 (17)
Cu1—O1i1.930 (7)C10—C111.416 (16)
Cu1—N22.023 (10)C10—H100.9300
Cu1—N12.024 (9)C11—C121.376 (15)
Cu1—O42.427 (9)C11—H110.9300
Cu1—Cu1i2.911 (3)C12—H120.9300
N1—C51.286 (14)C13—O31.184 (13)
N1—C11.315 (15)C13—O21.253 (14)
N2—C121.285 (14)C13—C141.564 (16)
N2—C61.409 (13)C14—C16ii1.337 (15)
O1—Cu1i1.930 (7)C14—C151.380 (15)
O1—H130.8311C15—C161.413 (16)
C1—C21.385 (16)C15—H150.9300
C1—H10.9300C16—C14ii1.337 (15)
C2—C31.355 (15)C16—H160.9300
C2—H20.9300O4—H410.8332
C3—C41.368 (16)O4—H420.8318
C3—H30.9300O5—H510.8221
C4—C71.414 (14)O5—H520.8211
C4—C51.468 (15)O6—H610.8167
C5—C61.434 (15)O6—H620.8291
C6—C91.367 (15)O7—H710.8097
C7—C81.366 (17)O7—H720.8239
C7—H70.9300O8—H810.8236
C8—C91.435 (15)O8—H820.8396
C8—H80.9300
O1—Cu1—O1i81.9 (3)C9—C6—C5124.3 (10)
O1—Cu1—N294.7 (4)N2—C6—C5114.1 (9)
O1i—Cu1—N2167.6 (3)C8—C7—C4122.4 (11)
O1—Cu1—N1166.7 (3)C8—C7—H7118.8
O1i—Cu1—N196.5 (4)C4—C7—H7118.8
N2—Cu1—N184.0 (4)C7—C8—C9119.3 (11)
O1—Cu1—O499.4 (3)C7—C8—H8120.3
O1i—Cu1—O499.3 (3)C9—C8—H8120.3
N2—Cu1—O493.0 (3)C6—C9—C10118.5 (11)
N1—Cu1—O493.9 (3)C6—C9—C8119.3 (12)
O1—Cu1—Cu1i41.0 (2)C10—C9—C8122.2 (12)
O1i—Cu1—Cu1i40.9 (2)C9—C10—C11119.0 (12)
N2—Cu1—Cu1i134.6 (3)C9—C10—H10120.5
N1—Cu1—Cu1i136.0 (3)C11—C10—H10120.5
O4—Cu1—Cu1i102.5 (2)C12—C11—C10117.2 (12)
C5—N1—C1120.4 (10)C12—C11—H11121.4
C5—N1—Cu1109.7 (8)C10—C11—H11121.4
C1—N1—Cu1129.9 (8)N2—C12—C11125.4 (12)
C12—N2—C6118.0 (10)N2—C12—H12117.3
C12—N2—Cu1132.4 (9)C11—C12—H12117.3
C6—N2—Cu1109.6 (7)O3—C13—O2129.5 (13)
Cu1—O1—Cu1i98.1 (3)O3—C13—C14117.3 (12)
Cu1—O1—H13125.0O2—C13—C14113.2 (11)
Cu1i—O1—H13124.6C16ii—C14—C15119.8 (11)
N1—C1—C2121.7 (12)C16ii—C14—C13122.3 (11)
N1—C1—H1119.1C15—C14—C13117.9 (11)
C2—C1—H1119.1C14—C15—C16120.0 (12)
C3—C2—C1118.5 (12)C14—C15—H15120.0
C3—C2—H2120.7C16—C15—H15120.0
C1—C2—H2120.7C14ii—C16—C15120.2 (11)
C2—C3—C4122.4 (12)C14ii—C16—H16119.9
C2—C3—H3118.8C15—C16—H16119.9
C4—C3—H3118.8Cu1—O4—H41118.9
C3—C4—C7126.2 (12)Cu1—O4—H4295.8
C3—C4—C5113.9 (10)H41—O4—H42107.3
C7—C4—C5119.8 (11)H51—O5—H52109.3
N1—C5—C6122.4 (10)H61—O6—H62109.1
N1—C5—C4122.8 (11)H71—O7—H72110.4
C6—C5—C4114.7 (10)H81—O8—H82106.8
C9—C6—N2121.6 (10)
O1—Cu1—N1—C581.1 (18)C3—C4—C5—N11.5 (15)
O1i—Cu1—N1—C5163.7 (7)C7—C4—C5—N1177.3 (10)
N2—Cu1—N1—C53.9 (7)C3—C4—C5—C6178.3 (10)
O4—Cu1—N1—C596.5 (7)C7—C4—C5—C63.0 (14)
Cu1i—Cu1—N1—C5151.1 (6)C12—N2—C6—C95.2 (16)
O1—Cu1—N1—C1100.4 (17)Cu1—N2—C6—C9176.4 (8)
O1i—Cu1—N1—C117.9 (12)C12—N2—C6—C5176.0 (10)
N2—Cu1—N1—C1174.5 (12)Cu1—N2—C6—C52.4 (11)
O4—Cu1—N1—C182.0 (11)N1—C5—C6—C9179.8 (10)
Cu1i—Cu1—N1—C130.5 (12)C4—C5—C6—C90.4 (16)
O1—Cu1—N2—C1218.7 (12)N1—C5—C6—N21.1 (15)
O1i—Cu1—N2—C1292 (2)C4—C5—C6—N2179.1 (8)
N1—Cu1—N2—C12174.6 (12)C3—C4—C7—C8177.7 (12)
O4—Cu1—N2—C1281.1 (12)C5—C4—C7—C83.7 (17)
Cu1i—Cu1—N2—C1229.7 (14)C4—C7—C8—C91.7 (18)
O1—Cu1—N2—C6163.3 (7)N2—C6—C9—C100.3 (16)
O1i—Cu1—N2—C689.6 (18)C5—C6—C9—C10178.9 (10)
N1—Cu1—N2—C63.4 (7)N2—C6—C9—C8177.1 (10)
O4—Cu1—N2—C697.0 (7)C5—C6—C9—C81.6 (16)
Cu1i—Cu1—N2—C6152.3 (5)C7—C8—C9—C61.0 (17)
O1i—Cu1—O1—Cu1i0.0C7—C8—C9—C10178.2 (11)
N2—Cu1—O1—Cu1i168.0 (4)C6—C9—C10—C113.0 (17)
N1—Cu1—O1—Cu1i84.2 (16)C8—C9—C10—C11179.8 (10)
O4—Cu1—O1—Cu1i98.2 (3)C9—C10—C11—C121.5 (17)
C5—N1—C1—C25 (2)C6—N2—C12—C117.2 (18)
Cu1—N1—C1—C2176.7 (9)Cu1—N2—C12—C11174.9 (9)
N1—C1—C2—C31 (2)C10—C11—C12—N23.9 (19)
C1—C2—C3—C42.2 (19)O3—C13—C14—C16ii153.6 (11)
C2—C3—C4—C7179.2 (11)O2—C13—C14—C16ii28.1 (16)
C2—C3—C4—C52.2 (17)O3—C13—C14—C1527.0 (16)
C1—N1—C5—C6174.7 (11)O2—C13—C14—C15151.3 (11)
Cu1—N1—C5—C63.9 (13)C16ii—C14—C15—C162.3 (18)
C1—N1—C5—C45.0 (17)C13—C14—C15—C16178.3 (10)
Cu1—N1—C5—C4176.4 (8)C14—C15—C16—C14ii2.3 (18)
Symmetry codes: (i) x+1, y+2, z+2; (ii) x, y+1, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O8—H82···O2iii0.842.342.783 (13)113
O7—H72···O6iv0.822.082.822 (12)149
O7—H71···O3v0.812.242.713 (12)118
O6—H61···O3iv0.822.172.828 (12)138
O5—H52···O2v0.822.102.802 (12)144
O5—H51···O4vi0.822.303.088 (13)161
O4—H41···O6iv0.832.192.983 (13)160
O1—H13···O70.831.962.756 (11)159
Symmetry codes: (iii) x+1, y, z; (iv) x+1, y+1, z+1; (v) x, y+1, z+1; (vi) x, y, z1.
 

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