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In the title dinuclear complex, [Cu2(C2H3O5P)2(C12H10N2)2]·2H2O, the unique CuII atom is coordinated in the basal plane by two N atoms from a 1,10-phenanthroline ligand and two (P—O) O atoms from a phosphono­carboxyl­ate ligand, while the distorted square-pyramidal coordination is completed by the apical coordination of a (C—O) O atom from a phosphono­carboxyl­ate ligand. The phosphono­carboxyl­ate system acts as a tribidendate bridging ligand, forming a centrosymmetric dimer. In the crystal structure, mol­ecules are linked via O—H...O hydrogen bonds to form a two-dimensional framework. In addition, significant π–π stacking inter­actions contribute to the stabilization of the structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805043126/lh6568sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805043126/lh6568Isup2.hkl
Contains datablock I

CCDC reference: 298490

Key indicators

  • Single-crystal X-ray study
  • T = 288 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.025
  • wR factor = 0.078
  • Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - N1 .. 5.22 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - N2 .. 5.57 su PLAT335_ALERT_2_C Large Benzene C-C Range C4 -C12 0.18 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 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 3 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 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Di-µ-phosphonomethylcarboxylato-bis[(1,10-phenanthroline)copper(II)] dihydrate top
Crystal data top
[Cu2(C2H3O5P)2(C12H10N2)2]·2H2OV = 730.9 (3) Å3
Mr = 799.57Z = 1
Triclinic, P1F(000) = 406
Hall symbol: -P 1Dx = 1.817 Mg m3
Dm = 1.817 Mg m3
Dm measured by not measured
a = 8.1701 (16) ÅMo Kα radiation, λ = 0.71073 Å
b = 8.6157 (17) Åθ = 1.9–29.7°
c = 11.698 (2) ŵ = 1.64 mm1
α = 103.58 (3)°T = 288 K
β = 104.18 (3)°Block, blue
γ = 105.03 (3)°0.25 × 0.20 × 0.17 mm
Data collection top
Bruker SMART CCD area-detector
diffractometer
3553 independent reflections
Radiation source: fine-focus sealed tube3272 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.019
φ and ω scansθmax = 29.7°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1010
Tmin = 0.679, Tmax = 0.755k = 1111
8861 measured reflectionsl = 1616
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)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0507P)2 + 0.2322P]
where P = (Fo2 + 2Fc2)/3
3553 reflections(Δ/σ)max = 0.001
225 parametersΔρmax = 0.51 e Å3
1 restraintΔρmin = 0.43 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
Cu10.22903 (2)0.36233 (2)0.804508 (16)0.02064 (8)
P10.56023 (6)0.71283 (5)0.96871 (4)0.02030 (10)
N10.01708 (19)0.16998 (18)0.71575 (13)0.0224 (3)
N20.17764 (19)0.37144 (18)0.63418 (13)0.0239 (3)
O10.47362 (16)0.53141 (15)0.86271 (11)0.0241 (2)
O20.11262 (17)0.56864 (17)0.86544 (13)0.0310 (3)
O30.61089 (18)0.85054 (16)0.91505 (11)0.0298 (3)
H3A0.67990.93710.97070.045*
O40.17046 (19)0.85324 (17)0.93629 (13)0.0334 (3)
O50.72374 (17)0.73302 (17)1.07186 (12)0.0291 (3)
O60.7111 (2)0.4094 (3)0.74048 (16)0.0488 (4)
H6B0.658 (4)0.459 (4)0.782 (3)0.058 (8)*
H60.817 (3)0.466 (4)0.776 (3)0.083 (12)*
C10.1103 (2)0.0717 (2)0.76054 (17)0.0296 (4)
H1A0.06750.08690.84520.036*
C20.2796 (3)0.0624 (3)0.68590 (19)0.0351 (4)
H2A0.34090.12750.72520.042*
C30.3515 (2)0.0965 (3)0.56211 (18)0.0313 (4)
H3B0.45910.18340.51470.038*
C40.2552 (2)0.0057 (2)0.51186 (16)0.0250 (3)
C50.3168 (2)0.0187 (3)0.38364 (16)0.0299 (4)
H5A0.42220.10460.33080.036*
C60.2178 (3)0.0862 (3)0.34245 (16)0.0316 (4)
H6A0.25540.07400.25810.038*
C70.0475 (2)0.2242 (2)0.42476 (15)0.0263 (3)
C80.0633 (3)0.3386 (3)0.38861 (17)0.0337 (4)
H8A0.03230.33340.30550.040*
C90.2240 (3)0.4645 (3)0.47518 (18)0.0362 (4)
H9A0.29390.54080.44710.043*
C100.2791 (3)0.4776 (2)0.59763 (17)0.0309 (4)
H10A0.38560.55950.65290.037*
C110.0168 (2)0.2482 (2)0.54950 (14)0.0213 (3)
C120.0887 (2)0.1382 (2)0.59381 (15)0.0212 (3)
C130.3913 (2)0.7525 (2)1.03417 (15)0.0253 (3)
H13A0.37170.68051.08550.030*
H13B0.43630.86921.08790.030*
C140.2127 (2)0.7217 (2)0.93877 (15)0.0240 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.02093 (12)0.01997 (12)0.01709 (11)0.00350 (8)0.00123 (8)0.00779 (8)
P10.0224 (2)0.0184 (2)0.01662 (19)0.00345 (16)0.00130 (15)0.00840 (16)
N10.0221 (7)0.0233 (7)0.0211 (6)0.0061 (6)0.0057 (5)0.0091 (6)
N20.0246 (7)0.0236 (7)0.0219 (6)0.0062 (6)0.0044 (5)0.0102 (6)
O10.0229 (6)0.0210 (6)0.0234 (6)0.0033 (5)0.0041 (5)0.0060 (5)
O20.0275 (6)0.0258 (7)0.0349 (7)0.0082 (5)0.0051 (5)0.0069 (5)
O30.0386 (7)0.0251 (6)0.0235 (6)0.0049 (5)0.0055 (5)0.0148 (5)
O40.0329 (7)0.0258 (7)0.0391 (7)0.0117 (6)0.0026 (6)0.0135 (6)
O50.0242 (6)0.0336 (7)0.0257 (6)0.0039 (5)0.0003 (5)0.0174 (5)
O60.0450 (10)0.0617 (11)0.0423 (9)0.0149 (9)0.0202 (8)0.0186 (8)
C10.0295 (9)0.0340 (10)0.0269 (8)0.0084 (8)0.0101 (7)0.0139 (8)
C20.0294 (9)0.0375 (11)0.0407 (10)0.0049 (8)0.0157 (8)0.0189 (9)
C30.0207 (8)0.0308 (9)0.0363 (9)0.0031 (7)0.0064 (7)0.0090 (8)
C40.0207 (8)0.0255 (8)0.0260 (8)0.0077 (7)0.0048 (6)0.0063 (7)
C50.0226 (8)0.0337 (10)0.0227 (8)0.0066 (7)0.0016 (7)0.0023 (7)
C60.0307 (9)0.0405 (11)0.0186 (8)0.0129 (8)0.0006 (7)0.0071 (7)
C70.0292 (9)0.0300 (9)0.0209 (8)0.0132 (7)0.0050 (7)0.0098 (7)
C80.0423 (11)0.0416 (11)0.0243 (8)0.0177 (9)0.0113 (8)0.0189 (8)
C90.0432 (11)0.0379 (11)0.0328 (10)0.0106 (9)0.0140 (8)0.0225 (9)
C100.0318 (9)0.0279 (9)0.0287 (9)0.0025 (7)0.0059 (7)0.0135 (7)
C110.0230 (8)0.0224 (8)0.0183 (7)0.0090 (6)0.0042 (6)0.0073 (6)
C120.0199 (7)0.0220 (8)0.0203 (7)0.0075 (6)0.0042 (6)0.0062 (6)
C130.0323 (9)0.0262 (8)0.0179 (7)0.0102 (7)0.0060 (6)0.0096 (6)
C140.0265 (8)0.0249 (8)0.0232 (8)0.0081 (7)0.0100 (6)0.0109 (7)
Geometric parameters (Å, º) top
Cu1—O5i1.8340 (13)C2—C31.350 (3)
Cu1—N21.9578 (14)C2—H2A0.9300
Cu1—O11.9842 (15)C3—C41.360 (3)
Cu1—N12.0757 (18)C3—H3B0.9300
Cu1—O22.2774 (14)C4—C51.405 (2)
P1—O31.4816 (13)C4—C121.454 (2)
P1—O51.5039 (14)C5—C61.312 (3)
P1—O11.6024 (15)C5—H5A0.9300
P1—C131.8019 (19)C6—C71.491 (3)
N1—C11.281 (2)C6—H6A0.9300
N1—C121.333 (2)C7—C111.369 (2)
N2—C101.292 (2)C7—C81.375 (3)
N2—C111.407 (2)C8—C91.421 (3)
O2—C141.307 (2)C8—H8A0.9300
O3—H3A0.8200C9—C101.360 (3)
O4—C141.272 (2)C9—H9A0.9300
O5—Cu1i1.8340 (13)C10—H10A0.9300
O6—H6B0.85 (2)C11—C121.392 (2)
O6—H60.82 (2)C13—C141.519 (2)
C1—C21.455 (3)C13—H13A0.9700
C1—H1A0.9300C13—H13B0.9700
O5i—Cu1—N2155.95 (7)C3—C4—C5120.01 (17)
O5i—Cu1—O194.68 (6)C3—C4—C12118.36 (16)
N2—Cu1—O193.67 (7)C5—C4—C12121.64 (16)
O5i—Cu1—N190.08 (6)C6—C5—C4116.41 (17)
N2—Cu1—N178.66 (7)C6—C5—H5A121.8
O1—Cu1—N1170.10 (5)C4—C5—H5A121.8
O5i—Cu1—O2109.19 (6)C5—C6—C7122.97 (16)
N2—Cu1—O293.10 (6)C5—C6—H6A118.5
O1—Cu1—O291.34 (6)C7—C6—H6A118.5
N1—Cu1—O295.29 (6)C11—C7—C8112.05 (17)
O3—P1—O5107.10 (8)C11—C7—C6121.61 (16)
O3—P1—O1111.02 (7)C8—C7—C6126.34 (16)
O5—P1—O1115.34 (8)C7—C8—C9121.60 (16)
O3—P1—C13105.46 (8)C7—C8—H8A119.2
O5—P1—C13109.10 (8)C9—C8—H8A119.2
O1—P1—C13108.36 (8)C10—C9—C8122.38 (18)
C1—N1—C12113.97 (16)C10—C9—H9A118.8
C1—N1—Cu1129.29 (13)C8—C9—H9A118.8
C12—N1—Cu1116.70 (11)N2—C10—C9117.33 (18)
C10—N2—C11120.65 (15)N2—C10—H10A121.3
C10—N2—Cu1125.09 (13)C9—C10—H10A121.3
C11—N2—Cu1114.26 (11)C7—C11—C12115.61 (16)
P1—O1—Cu1130.36 (8)C7—C11—N2125.97 (16)
C14—O2—Cu1122.62 (11)C12—C11—N2118.41 (14)
P1—O3—H3A109.5N1—C12—C11111.90 (15)
P1—O5—Cu1i135.60 (8)N1—C12—C4126.35 (15)
H6B—O6—H6104 (3)C11—C12—C4121.74 (15)
N1—C1—C2123.40 (17)C14—C13—P1114.55 (11)
N1—C1—H1A118.3C14—C13—H13A108.6
C2—C1—H1A118.3P1—C13—H13A108.6
C3—C2—C1122.86 (17)C14—C13—H13B108.6
C3—C2—H2A118.6P1—C13—H13B108.6
C1—C2—H2A118.6H13A—C13—H13B107.6
C2—C3—C4115.05 (18)O4—C14—O2123.78 (16)
C2—C3—H3B122.5O4—C14—C13115.47 (16)
C4—C3—H3B122.5O2—C14—C13120.74 (15)
O4—C14—C13—P1112.56 (15)O1—P1—C13—C1448.74 (15)
O2—C14—C13—P167.3 (2)O3—P1—C13—C1470.19 (14)
O5—P1—C13—C14175.06 (13)
Symmetry code: (i) x+1, y+1, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O6—H6B···O10.84 (3)2.11 (3)2.937 (2)167 (3)
O6—H6···O2ii0.82 (3)2.22 (3)3.026 (2)168 (1)
O3—H3A···O4iii0.821.802.599 (2)167 (1)
Symmetry codes: (ii) x+1, y, z; (iii) x+1, y+2, z+2.
 

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