Di-μ-5-hydroxy­isophthalato-bis­[aqua(1,10-phenanthroline)copper(II)] trihydrate

In the title compound, [Cu₂(C₈H₄O₅)₂(C₁₂H₈N₂)₂(H₂O)₂]·3H₂O, the Cu complex forms a centrosymmetric dimer with a Cu...Cu separation of 8.198 (3) Å. In the 5-hydroxy­isophthalate ligands, two carboxyl­ate groups coordinate two copper(II) cations in μ₂-bridging bidentate coordination modes.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.010 Å
• Disorder in solvent or counterion
• R factor = 0.084
• wR factor = 0.172
• Data-to-parameter ratio = 11.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      25.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         10

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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
   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
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

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

Di-µ-5-hydroxyisophthalato-bis[aqua(1,10-phenanthroline)copper(II)] trihydrate

Crystal data

[Cu2(C8H4O5)2(C12H8N2)2(H2O)2]·3H2O	Z = 1
Mr = 937.79	F(000) = 480
Triclinic, P1	Dx = 1.652 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.2751 (10) Å	Cell parameters from 1209 reflections
b = 10.4797 (14) Å	θ = 2.9–23.3°
c = 12.7575 (17) Å	µ = 1.21 mm^−1
α = 97.482 (2)°	T = 293 K
β = 92.284 (2)°	Prism, blue
γ = 101.475 (2)°	0.25 × 0.16 × 0.10 mm
V = 942.9 (2) Å^3

Data collection

Bruker APEX area-detector diffractometer	3383 independent reflections
Radiation source: fine-focus sealed tube	3353 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 25.2°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −8→8
Tmin = 0.752, Tmax = 0.889	k = −12→12
6956 measured reflections	l = −15→15

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.084	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.172	H atoms treated by a mixture of independent and constrained refinement
S = 1.34	w = 1/[σ^2(Fo^2) + (0.0361P)^2 + 4.7073P] where P = (Fo^2 + 2Fc^2)/3
3383 reflections	(Δ/σ)max < 0.001
296 parameters	Δρmax = 0.91 e Å^−3
6 restraints	Δρmin = −1.16 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.56165 (10)	0.94671 (7)	0.77592 (6)	0.0210 (2)
O1	0.8321 (6)	1.0023 (5)	0.6939 (4)	0.0343 (11)
O2	1.1211 (6)	1.1180 (4)	0.7375 (4)	0.0398 (12)
O3	1.3257 (7)	0.9752 (4)	1.0839 (3)	0.0317 (11)
O4	1.3084 (7)	0.7613 (4)	1.0883 (4)	0.0372 (12)
O5	0.9753 (7)	0.5502 (4)	0.7323 (4)	0.0371 (12)
H5	1.0170	0.4982	0.7647	0.056*
O6	0.4817 (6)	1.1077 (4)	0.7444 (3)	0.0286 (10)
H6B	0.3674	1.0981	0.7473	0.043*
H6C	0.5343	1.1533	0.7984	0.043*
O8	0.7893 (16)	0.8366 (9)	0.4906 (7)	0.040 (2)	0.50
N1	0.5685 (7)	0.7675 (5)	0.8149 (4)	0.0243 (11)
N2	0.4239 (7)	0.8399 (5)	0.6453 (4)	0.0244 (11)
C1	0.6418 (9)	0.7354 (7)	0.9015 (5)	0.0326 (15)
H1	0.6987	0.8021	0.9551	0.039*
C2	0.6371 (10)	0.6045 (7)	0.9156 (6)	0.0381 (17)
H2	0.6893	0.5847	0.9776	0.046*
C3	0.5555 (11)	0.5075 (7)	0.8375 (6)	0.0431 (18)
H3	0.5527	0.4204	0.8461	0.052*
C4	0.4753 (9)	0.5360 (6)	0.7443 (6)	0.0340 (16)
C5	0.3827 (11)	0.4412 (7)	0.6579 (6)	0.0441 (19)
H5A	0.3749	0.3521	0.6611	0.053*
C6	0.3073 (11)	0.4786 (7)	0.5726 (6)	0.0428 (18)
H6A	0.2465	0.4146	0.5181	0.051*
C7	0.3173 (9)	0.6146 (7)	0.5627 (5)	0.0332 (15)
C8	0.2417 (11)	0.6603 (8)	0.4761 (6)	0.0444 (19)
H8	0.1790	0.6010	0.4192	0.053*
C9	0.2599 (10)	0.7912 (8)	0.4750 (5)	0.0410 (18)
H9	0.2115	0.8223	0.4170	0.049*
C10	0.3515 (9)	0.8789 (7)	0.5615 (5)	0.0333 (15)
H10	0.3621	0.9686	0.5601	0.040*
C11	0.4084 (9)	0.7087 (6)	0.6452 (5)	0.0267 (14)
C12	0.4873 (8)	0.6696 (6)	0.7367 (5)	0.0234 (13)
C13	0.9937 (9)	1.0161 (6)	0.7352 (5)	0.0279 (14)
C14	1.0433 (8)	0.9042 (6)	0.7871 (5)	0.0229 (13)
C15	1.1397 (9)	0.9297 (6)	0.8854 (5)	0.0251 (13)
H15	1.1789	1.0161	0.9182	0.030*
C16	1.1785 (8)	0.8275 (6)	0.9358 (5)	0.0223 (12)
C17	1.2784 (9)	0.8555 (6)	1.0440 (5)	0.0251 (13)
C18	1.1244 (8)	0.6993 (6)	0.8857 (5)	0.0248 (13)
H18	1.1510	0.6305	0.9189	0.030*
C19	1.0301 (9)	0.6734 (6)	0.7859 (5)	0.0258 (13)
C20	0.9855 (9)	0.7759 (6)	0.7379 (5)	0.0259 (13)
H20	0.9168	0.7583	0.6728	0.031*
H8B	0.847 (18)	0.852 (12)	0.440 (6)	0.039*	0.50
H8C	0.794 (19)	0.889 (9)	0.541 (6)	0.039*	0.50
O7	0.0422 (9)	0.3563 (5)	0.8358 (5)	0.0556 (16)
H7B	0.062 (10)	0.293 (5)	0.799 (5)	0.03 (2)*
H7C	−0.060 (6)	0.331 (7)	0.858 (6)	0.04 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0225 (4)	0.0163 (4)	0.0236 (4)	0.0029 (3)	−0.0021 (3)	0.0035 (3)
O1	0.023 (2)	0.041 (3)	0.042 (3)	0.005 (2)	0.000 (2)	0.017 (2)
O2	0.022 (2)	0.027 (3)	0.070 (4)	0.000 (2)	−0.002 (2)	0.019 (2)
O3	0.050 (3)	0.021 (2)	0.022 (2)	0.007 (2)	−0.008 (2)	−0.0001 (18)
O4	0.049 (3)	0.021 (2)	0.040 (3)	0.006 (2)	−0.013 (2)	0.005 (2)
O5	0.050 (3)	0.020 (2)	0.037 (3)	0.007 (2)	−0.006 (2)	−0.006 (2)
O6	0.028 (2)	0.022 (2)	0.036 (3)	0.0056 (18)	−0.0068 (19)	0.0055 (19)
O8	0.069 (7)	0.028 (5)	0.022 (5)	0.007 (5)	0.005 (5)	−0.001 (4)
N1	0.021 (3)	0.026 (3)	0.027 (3)	0.003 (2)	0.005 (2)	0.006 (2)
N2	0.024 (3)	0.023 (3)	0.024 (3)	0.000 (2)	0.002 (2)	0.002 (2)
C1	0.034 (4)	0.036 (4)	0.030 (4)	0.005 (3)	0.004 (3)	0.012 (3)
C2	0.044 (4)	0.043 (4)	0.036 (4)	0.020 (3)	0.009 (3)	0.021 (3)
C3	0.047 (4)	0.033 (4)	0.057 (5)	0.017 (3)	0.021 (4)	0.017 (4)
C4	0.032 (4)	0.027 (4)	0.045 (4)	0.008 (3)	0.015 (3)	0.007 (3)
C5	0.057 (5)	0.024 (4)	0.050 (5)	0.007 (3)	0.016 (4)	0.001 (3)
C6	0.045 (4)	0.033 (4)	0.044 (4)	−0.001 (3)	0.003 (3)	−0.005 (3)
C7	0.034 (4)	0.032 (4)	0.031 (4)	0.004 (3)	0.008 (3)	−0.001 (3)
C8	0.045 (5)	0.044 (5)	0.036 (4)	0.001 (4)	−0.004 (3)	−0.009 (3)
C9	0.044 (4)	0.057 (5)	0.022 (3)	0.009 (4)	−0.006 (3)	0.006 (3)
C10	0.036 (4)	0.030 (4)	0.033 (4)	0.006 (3)	0.001 (3)	0.005 (3)
C11	0.028 (3)	0.020 (3)	0.031 (3)	0.004 (3)	0.006 (3)	−0.001 (3)
C12	0.024 (3)	0.019 (3)	0.028 (3)	0.006 (2)	0.011 (2)	0.000 (2)
C13	0.029 (3)	0.031 (3)	0.025 (3)	0.011 (3)	0.000 (3)	0.003 (3)
C14	0.018 (3)	0.021 (3)	0.029 (3)	0.003 (2)	0.006 (2)	0.003 (2)
C15	0.030 (3)	0.020 (3)	0.024 (3)	0.005 (3)	0.002 (3)	0.000 (2)
C16	0.020 (3)	0.022 (3)	0.024 (3)	0.004 (2)	0.003 (2)	0.002 (2)
C17	0.027 (3)	0.025 (3)	0.024 (3)	0.008 (3)	0.005 (3)	0.002 (3)
C18	0.029 (3)	0.019 (3)	0.028 (3)	0.005 (3)	0.006 (3)	0.003 (2)
C19	0.025 (3)	0.020 (3)	0.032 (3)	0.005 (2)	0.009 (3)	−0.001 (3)
C20	0.029 (3)	0.027 (3)	0.021 (3)	0.005 (3)	0.002 (2)	0.002 (3)
O7	0.065 (4)	0.027 (3)	0.078 (4)	0.009 (3)	0.029 (4)	0.011 (3)

Geometric parameters (Å, º)

Cu1—O3^i	1.942 (4)	C4—C5	1.430 (10)
Cu1—O6	1.974 (4)	C5—C6	1.337 (11)
Cu1—N2	1.992 (5)	C5—H5A	0.9300
Cu1—N1	2.013 (5)	C6—C7	1.434 (10)
Cu1—O1	2.274 (5)	C6—H6A	0.9300
O1—C13	1.243 (8)	C7—C11	1.391 (9)
O2—C13	1.263 (8)	C7—C8	1.396 (10)
O3—C17	1.265 (7)	C8—C9	1.353 (11)
O3—Cu1^i	1.942 (4)	C8—H8	0.9300
O4—C17	1.250 (7)	C9—C10	1.393 (9)
O5—C19	1.355 (7)	C9—H9	0.9300
O5—H5	0.8200	C10—H10	0.9300
O6—H6B	0.8200	C11—C12	1.423 (9)
O6—H6C	0.8185	C13—C14	1.515 (9)
O8—H8B	0.80 (3)	C14—C15	1.380 (8)
O8—H8C	0.79 (3)	C14—C20	1.383 (8)
N1—C1	1.319 (8)	C15—C16	1.387 (8)
N1—C12	1.356 (8)	C15—H15	0.9300
N2—C10	1.321 (8)	C16—C18	1.384 (8)
N2—C11	1.357 (8)	C16—C17	1.500 (8)
C1—C2	1.400 (9)	C18—C19	1.390 (9)
C1—H1	0.9300	C18—H18	0.9300
C2—C3	1.351 (11)	C19—C20	1.389 (9)
C2—H2	0.9300	C20—H20	0.9300
C3—C4	1.397 (11)	O7—H7B	0.81 (3)
C3—H3	0.9300	O7—H7C	0.81 (3)
C4—C12	1.402 (9)
O3^i—Cu1—O6	94.36 (18)	C11—C7—C6	118.1 (6)
O3^i—Cu1—N2	169.7 (2)	C8—C7—C6	124.9 (7)
O6—Cu1—N2	92.6 (2)	C9—C8—C7	119.9 (7)
O3^i—Cu1—N1	89.20 (19)	C9—C8—H8	120.0
O6—Cu1—N1	164.33 (19)	C7—C8—H8	120.0
N2—Cu1—N1	82.1 (2)	C8—C9—C10	119.5 (7)
O3^i—Cu1—O1	94.25 (19)	C8—C9—H9	120.3
O6—Cu1—O1	90.84 (18)	C10—C9—H9	120.3
N2—Cu1—O1	93.33 (19)	N2—C10—C9	122.6 (6)
N1—Cu1—O1	104.13 (18)	N2—C10—H10	118.7
C13—O1—Cu1	125.5 (4)	C9—C10—H10	118.7
C17—O3—Cu1^i	129.8 (4)	N2—C11—C7	123.3 (6)
C19—O5—H5	109.5	N2—C11—C12	116.4 (5)
Cu1—O6—H6B	109.5	C7—C11—C12	120.3 (6)
Cu1—O6—H6C	94.6	N1—C12—C4	123.1 (6)
H6B—O6—H6C	109.6	N1—C12—C11	116.5 (5)
H8B—O8—H8C	122 (6)	C4—C12—C11	120.3 (6)
C1—N1—C12	118.4 (6)	O1—C13—O2	124.5 (6)
C1—N1—Cu1	129.5 (5)	O1—C13—C14	118.4 (6)
C12—N1—Cu1	112.1 (4)	O2—C13—C14	117.0 (5)
C10—N2—C11	117.7 (5)	C15—C14—C20	119.9 (6)
C10—N2—Cu1	129.4 (4)	C15—C14—C13	120.1 (5)
C11—N2—Cu1	112.9 (4)	C20—C14—C13	120.0 (6)
N1—C1—C2	122.3 (7)	C14—C15—C16	120.6 (6)
N1—C1—H1	118.8	C14—C15—H15	119.7
C2—C1—H1	118.8	C16—C15—H15	119.7
C3—C2—C1	119.0 (7)	C18—C16—C15	119.6 (6)
C3—C2—H2	120.5	C18—C16—C17	120.0 (5)
C1—C2—H2	120.5	C15—C16—C17	120.3 (5)
C2—C3—C4	121.1 (7)	O4—C17—O3	124.8 (6)
C2—C3—H3	119.5	O4—C17—C16	118.9 (5)
C4—C3—H3	119.5	O3—C17—C16	116.3 (5)
C3—C4—C12	116.1 (7)	C16—C18—C19	120.0 (6)
C3—C4—C5	125.6 (7)	C16—C18—H18	120.0
C12—C4—C5	118.3 (7)	C19—C18—H18	120.0
C6—C5—C4	121.0 (7)	O5—C19—C20	117.3 (6)
C6—C5—H5A	119.5	O5—C19—C18	122.8 (6)
C4—C5—H5A	119.5	C20—C19—C18	119.9 (6)
C5—C6—C7	121.9 (7)	C14—C20—C19	120.0 (6)
C5—C6—H6A	119.0	C14—C20—H20	120.0
C7—C6—H6A	119.0	C19—C20—H20	120.0
C11—C7—C8	117.0 (6)	H7B—O7—H7C	104 (8)

Symmetry code: (i) −x+2, −y+2, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O7^ii	0.82	1.88	2.673 (8)	164
O6—H6B···O2^iii	0.82	1.85	2.645 (6)	164
O6—H6C···O4^i	0.82	1.82	2.630 (6)	168
O6—H6C···O3^i	0.82	2.46	2.872 (6)	112
O8—H8B···O2^iv	0.80 (3)	2.35 (7)	3.084 (11)	155 (14)
O8—H8C···O1	0.79 (3)	2.12 (4)	2.896 (10)	168 (15)
O7—H7B···O2^v	0.81 (3)	2.03 (3)	2.820 (8)	167 (8)
O7—H7C···O4^vi	0.81 (3)	2.06 (3)	2.867 (8)	171 (7)

Symmetry codes: (i) −x+2, −y+2, −z+2; (ii) x+1, y, z; (iii) x−1, y, z; (iv) −x+2, −y+2, −z+1; (v) x−1, y−1, z; (vi) −x+1, −y+1, −z+2.