Poly­[[aqua(1,10-phenanthroline-κ²N,N′)copper(II)]-μ-4-sulfonatobenzoato-κ²O⁴:O¹]

The title compound, [Cu(C₇H₄O₅S)(C₁₂H₈N₂)(H₂O)]_n, a polymeric copper(II) complex, was obtained by the reaction of Cu(NO₃)₂ with potassium hydrogen 4-sulfobenzoate and 1,10-phenanthroline under hydro­thermal condition. Each Cu^II atom displays a square-pyramidal geometry defined by three O atoms from one water mol­ecule and two 4-sulfonatobenzoate ligands and two N atoms from one 1,10-phenanthroline ligand. The polymeric chains are linked into ladders by O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.027
• wR factor = 0.075
• Data-to-parameter ratio = 11.4

checkCIF/PLATON results

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Computing details

Data collection: SMART (Bruker,1997); cell refinement: SMART; data reduction: SAINT and SHELXTL (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Poly[[aqua(1,10-phenanthroline-κ²N,N')copper(II)]-µ-4-sulfonatobenzoato- κ²O⁴:O¹]

Crystal data

[Cu(C7H4O5S)(C12H8N2)(H2O)]	Z = 2
Mr = 461.92	F(000) = 470
Triclinic, P1	Dx = 1.784 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.6864 (13) Å	Cell parameters from 7411 reflections
b = 9.9047 (14) Å	θ = 4.0–56.6°
c = 10.8332 (15) Å	µ = 1.44 mm^−1
α = 66.933 (2)°	T = 293 K
β = 77.581 (2)°	Block, blue
γ = 64.206 (2)°	0.45 × 0.23 × 0.21 mm
V = 859.7 (2) Å^3

Data collection

Bruker SMART CCD area-detector diffractometer	3050 independent reflections
Radiation source: fine-focus sealed tube	2895 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.013
φ and ω scans	θmax = 25.1°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.678, Tmax = 0.739	k = −11→11
6272 measured reflections	l = −12→12

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.075	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0452P)^2 + 0.4913P] where P = (Fo^2 + 2Fc^2)/3
3050 reflections	(Δ/σ)max < 0.001
268 parameters	Δρmax = 0.29 e Å^−3
2 restraints	Δρmin = −0.35 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
Cu1	0.20602 (3)	0.38133 (3)	0.28437 (2)	0.02852 (10)
S1	0.55033 (6)	1.06834 (6)	0.25252 (5)	0.02786 (13)
N1	0.23917 (19)	0.4372 (2)	0.08402 (17)	0.0277 (4)
N2	0.0879 (2)	0.2704 (2)	0.25975 (17)	0.0291 (4)
O1	0.25624 (19)	0.55432 (19)	0.27723 (15)	0.0370 (4)
O2	0.2270 (2)	0.5307 (2)	0.49445 (16)	0.0426 (4)
O3	0.68912 (17)	0.97375 (18)	0.32696 (16)	0.0382 (4)
O4	0.5783 (2)	1.1307 (2)	0.10938 (16)	0.0456 (4)
O5	0.44336 (18)	1.19119 (18)	0.30901 (15)	0.0358 (4)
O6	0.16085 (19)	0.31496 (19)	0.47950 (15)	0.0341 (3)
C1	0.2645 (2)	0.5914 (2)	0.3749 (2)	0.0297 (4)
C2	0.3274 (2)	0.7170 (2)	0.3406 (2)	0.0282 (4)
C3	0.3442 (2)	0.8120 (3)	0.2091 (2)	0.0312 (5)
H3	0.3117	0.8020	0.1396	0.037*
C4	0.4087 (2)	0.9212 (3)	0.1807 (2)	0.0306 (4)
H4	0.4186	0.9852	0.0924	0.037*
C5	0.4589 (2)	0.9354 (2)	0.2841 (2)	0.0277 (4)
C6	0.4403 (3)	0.8431 (3)	0.4164 (2)	0.0368 (5)
H6	0.4718	0.8542	0.4859	0.044*
C7	0.3749 (3)	0.7353 (3)	0.4438 (2)	0.0359 (5)
H7	0.3620	0.6737	0.5325	0.043*
C8	0.3173 (2)	0.5213 (3)	−0.0013 (2)	0.0335 (5)
H8	0.3522	0.5758	0.0295	0.040*
C9	0.3486 (3)	0.5304 (3)	−0.1359 (2)	0.0378 (5)
H9	0.4054	0.5885	−0.1927	0.045*
C10	0.2958 (3)	0.4539 (3)	−0.1838 (2)	0.0375 (5)
H10	0.3163	0.4595	−0.2732	0.045*
C11	0.2099 (2)	0.3667 (3)	−0.0967 (2)	0.0326 (5)
C12	0.1441 (3)	0.2860 (3)	−0.1365 (2)	0.0414 (6)
H12	0.1597	0.2876	−0.2248	0.050*
C13	0.0594 (3)	0.2074 (3)	−0.0471 (3)	0.0431 (6)
H13	0.0157	0.1586	−0.0760	0.052*
C14	0.0357 (2)	0.1978 (3)	0.0905 (2)	0.0338 (5)
C15	−0.0512 (3)	0.1194 (3)	0.1886 (3)	0.0394 (5)
H15	−0.0981	0.0683	0.1662	0.047*
C16	−0.0661 (3)	0.1191 (3)	0.3168 (2)	0.0400 (5)
H16	−0.1235	0.0676	0.3821	0.048*
C17	0.0044 (3)	0.1955 (3)	0.3502 (2)	0.0355 (5)
H17	−0.0072	0.1943	0.4381	0.043*
C18	0.1867 (2)	0.3607 (2)	0.0369 (2)	0.0272 (4)
C19	0.1012 (2)	0.2731 (2)	0.1318 (2)	0.0271 (4)
H6A	0.217 (3)	0.2227 (18)	0.526 (2)	0.050*
H6B	0.180 (3)	0.378 (3)	0.501 (3)	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.03688 (17)	0.03313 (16)	0.02215 (15)	−0.02089 (12)	−0.00200 (10)	−0.00752 (11)
S1	0.0355 (3)	0.0286 (3)	0.0237 (3)	−0.0172 (2)	−0.0018 (2)	−0.0076 (2)
N1	0.0294 (9)	0.0292 (9)	0.0252 (9)	−0.0133 (7)	−0.0034 (7)	−0.0070 (7)
N2	0.0325 (9)	0.0297 (9)	0.0265 (9)	−0.0149 (8)	−0.0033 (7)	−0.0070 (7)
O1	0.0568 (10)	0.0400 (9)	0.0277 (8)	−0.0309 (8)	−0.0003 (7)	−0.0124 (7)
O2	0.0631 (11)	0.0507 (10)	0.0297 (8)	−0.0381 (9)	0.0063 (7)	−0.0157 (7)
O3	0.0343 (8)	0.0361 (8)	0.0458 (9)	−0.0189 (7)	−0.0063 (7)	−0.0075 (7)
O4	0.0703 (12)	0.0510 (10)	0.0269 (8)	−0.0396 (9)	0.0054 (8)	−0.0106 (7)
O5	0.0420 (9)	0.0329 (8)	0.0362 (8)	−0.0120 (7)	−0.0082 (7)	−0.0153 (7)
O6	0.0434 (9)	0.0368 (8)	0.0258 (8)	−0.0219 (7)	−0.0010 (6)	−0.0077 (7)
C1	0.0315 (11)	0.0303 (11)	0.0297 (11)	−0.0131 (9)	−0.0016 (8)	−0.0114 (9)
C2	0.0289 (10)	0.0304 (10)	0.0280 (10)	−0.0131 (9)	−0.0007 (8)	−0.0115 (8)
C3	0.0381 (11)	0.0338 (11)	0.0265 (11)	−0.0144 (9)	−0.0062 (9)	−0.0124 (9)
C4	0.0375 (11)	0.0315 (11)	0.0232 (10)	−0.0157 (9)	−0.0028 (8)	−0.0066 (8)
C5	0.0306 (10)	0.0301 (10)	0.0264 (10)	−0.0146 (9)	−0.0009 (8)	−0.0109 (8)
C6	0.0524 (14)	0.0484 (13)	0.0224 (11)	−0.0310 (11)	−0.0026 (9)	−0.0115 (10)
C7	0.0503 (13)	0.0442 (13)	0.0217 (10)	−0.0298 (11)	0.0005 (9)	−0.0080 (9)
C8	0.0343 (11)	0.0357 (11)	0.0309 (11)	−0.0178 (9)	−0.0038 (9)	−0.0059 (9)
C9	0.0358 (12)	0.0401 (12)	0.0307 (12)	−0.0165 (10)	0.0009 (9)	−0.0047 (10)
C10	0.0373 (12)	0.0434 (13)	0.0252 (11)	−0.0120 (10)	0.0008 (9)	−0.0107 (10)
C11	0.0317 (11)	0.0337 (11)	0.0287 (11)	−0.0065 (9)	−0.0025 (9)	−0.0135 (9)
C12	0.0477 (13)	0.0497 (14)	0.0345 (12)	−0.0171 (11)	−0.0009 (10)	−0.0249 (11)
C13	0.0486 (14)	0.0484 (14)	0.0480 (15)	−0.0201 (12)	−0.0043 (11)	−0.0298 (12)
C14	0.0318 (11)	0.0293 (11)	0.0430 (13)	−0.0097 (9)	−0.0047 (9)	−0.0160 (10)
C15	0.0395 (12)	0.0345 (12)	0.0528 (14)	−0.0184 (10)	−0.0047 (11)	−0.0176 (11)
C16	0.0410 (13)	0.0359 (12)	0.0445 (14)	−0.0233 (11)	−0.0017 (10)	−0.0058 (10)
C17	0.0397 (12)	0.0375 (12)	0.0298 (11)	−0.0211 (10)	−0.0026 (9)	−0.0047 (9)
C18	0.0268 (10)	0.0262 (10)	0.0260 (10)	−0.0069 (8)	−0.0042 (8)	−0.0088 (8)
C19	0.0276 (10)	0.0237 (10)	0.0293 (11)	−0.0082 (8)	−0.0042 (8)	−0.0091 (8)

Geometric parameters (Å, º)

Cu1—O1	1.9452 (15)	C5—C6	1.388 (3)
Cu1—O6	1.9636 (15)	C6—C7	1.375 (3)
Cu1—N1	2.0084 (17)	C6—H6	0.93
Cu1—N2	2.0103 (17)	C7—H7	0.93
Cu1—O5^i	2.2372 (15)	C8—C9	1.399 (3)
S1—O4	1.4400 (16)	C8—H8	0.93
S1—O3	1.4538 (16)	C9—C10	1.366 (3)
S1—O5	1.4637 (16)	C9—H9	0.93
S1—C5	1.780 (2)	C10—C11	1.406 (3)
N1—C8	1.328 (3)	C10—H10	0.93
N1—C18	1.358 (3)	C11—C18	1.397 (3)
N2—C17	1.333 (3)	C11—C12	1.437 (3)
N2—C19	1.355 (3)	C12—C13	1.356 (4)
O1—C1	1.275 (3)	C12—H12	0.93
O2—C1	1.245 (3)	C13—C14	1.430 (3)
O6—H6A	0.84 (1)	C13—H13	0.93
O6—H6B	0.84 (3)	C14—C19	1.398 (3)
C1—C2	1.502 (3)	C14—C15	1.406 (3)
C2—C3	1.387 (3)	C15—C16	1.364 (4)
C2—C7	1.396 (3)	C15—H15	0.93
C3—C4	1.378 (3)	C16—C17	1.393 (3)
C3—H3	0.93	C16—H16	0.93
C4—C5	1.389 (3)	C17—H17	0.93
C4—H4	0.93	C18—C19	1.434 (3)
O1—Cu1—O6	94.51 (6)	C7—C6—C5	119.5 (2)
O1—Cu1—N1	91.12 (7)	C7—C6—H6	120.3
O6—Cu1—N1	173.99 (7)	C5—C6—H6	120.3
O1—Cu1—N2	159.31 (7)	C6—C7—C2	120.9 (2)
O6—Cu1—N2	92.05 (7)	C6—C7—H7	119.5
N1—Cu1—N2	81.94 (7)	C2—C7—H7	119.5
O1—Cu1—O5^i	97.76 (7)	N1—C8—C9	122.1 (2)
O6—Cu1—O5^i	91.45 (6)	N1—C8—H8	119.0
N1—Cu1—O5^i	89.85 (6)	C9—C8—H8	119.0
N2—Cu1—O5^i	101.66 (6)	C10—C9—C8	119.9 (2)
O4—S1—O3	114.00 (10)	C10—C9—H9	120.0
O4—S1—O5	112.99 (10)	C8—C9—H9	120.0
O3—S1—O5	110.59 (9)	C9—C10—C11	119.4 (2)
O4—S1—C5	107.68 (10)	C9—C10—H10	120.3
O3—S1—C5	105.38 (9)	C11—C10—H10	120.3
O5—S1—C5	105.50 (9)	C18—C11—C10	117.0 (2)
C8—N1—C18	118.18 (18)	C18—C11—C12	118.6 (2)
C8—N1—Cu1	129.11 (15)	C10—C11—C12	124.4 (2)
C18—N1—Cu1	112.25 (13)	C13—C12—C11	120.9 (2)
C17—N2—C19	118.13 (19)	C13—C12—H12	119.6
C17—N2—Cu1	129.28 (15)	C11—C12—H12	119.6
C19—N2—Cu1	112.57 (14)	C12—C13—C14	121.6 (2)
C1—O1—Cu1	128.15 (14)	C12—C13—H13	119.2
S1—O5—Cu1^ii	140.46 (9)	C14—C13—H13	119.2
Cu1—O6—H6A	118 (2)	C19—C14—C15	116.8 (2)
Cu1—O6—H6B	102 (2)	C19—C14—C13	118.4 (2)
H6A—O6—H6B	106 (3)	C15—C14—C13	124.8 (2)
O2—C1—O1	125.3 (2)	C16—C15—C14	119.4 (2)
O2—C1—C2	118.40 (18)	C16—C15—H15	120.3
O1—C1—C2	116.27 (18)	C14—C15—H15	120.3
C3—C2—C7	118.94 (19)	C15—C16—C17	120.2 (2)
C3—C2—C1	122.07 (19)	C15—C16—H16	119.9
C7—C2—C1	118.96 (18)	C17—C16—H16	119.9
C4—C3—C2	120.58 (19)	N2—C17—C16	121.8 (2)
C4—C3—H3	119.7	N2—C17—H17	119.1
C2—C3—H3	119.7	C16—C17—H17	119.1
C3—C4—C5	119.88 (19)	N1—C18—C11	123.38 (19)
C3—C4—H4	120.1	N1—C18—C19	116.39 (18)
C5—C4—H4	120.1	C11—C18—C19	120.22 (19)
C6—C5—C4	120.17 (19)	N2—C19—C14	123.52 (19)
C6—C5—S1	118.03 (16)	N2—C19—C18	116.14 (18)
C4—C5—S1	121.79 (16)	C14—C19—C18	120.34 (19)
O1—Cu1—N1—C8	19.98 (19)	C5—C6—C7—C2	0.2 (4)
N2—Cu1—N1—C8	−179.58 (19)	C3—C2—C7—C6	−1.4 (3)
O5^i—Cu1—N1—C8	−77.78 (19)	C1—C2—C7—C6	176.7 (2)
O1—Cu1—N1—C18	−168.04 (14)	C18—N1—C8—C9	−1.1 (3)
N2—Cu1—N1—C18	−7.61 (14)	Cu1—N1—C8—C9	170.44 (16)
O5^i—Cu1—N1—C18	94.20 (14)	N1—C8—C9—C10	1.3 (3)
O1—Cu1—N2—C17	−103.8 (2)	C8—C9—C10—C11	0.1 (3)
O6—Cu1—N2—C17	4.75 (19)	C9—C10—C11—C18	−1.4 (3)
N1—Cu1—N2—C17	−175.2 (2)	C9—C10—C11—C12	177.8 (2)
O5^i—Cu1—N2—C17	96.65 (19)	C18—C11—C12—C13	0.9 (3)
O1—Cu1—N2—C19	77.5 (2)	C10—C11—C12—C13	−178.3 (2)
O6—Cu1—N2—C19	−173.94 (14)	C11—C12—C13—C14	−1.8 (4)
N1—Cu1—N2—C19	6.14 (13)	C12—C13—C14—C19	0.6 (3)
O5^i—Cu1—N2—C19	−82.04 (14)	C12—C13—C14—C15	179.6 (2)
O6—Cu1—O1—C1	4.67 (19)	C19—C14—C15—C16	−0.6 (3)
N1—Cu1—O1—C1	−177.42 (19)	C13—C14—C15—C16	−179.7 (2)
N2—Cu1—O1—C1	112.8 (2)	C14—C15—C16—C17	−0.1 (4)
O5^i—Cu1—O1—C1	−87.42 (19)	C19—N2—C17—C16	1.1 (3)
O4—S1—O5—Cu1^ii	55.43 (18)	Cu1—N2—C17—C16	−177.53 (17)
O3—S1—O5—Cu1^ii	−175.43 (13)	C15—C16—C17—N2	−0.1 (4)
C5—S1—O5—Cu1^ii	−61.96 (17)	C8—N1—C18—C11	−0.4 (3)
Cu1—O1—C1—O2	−7.2 (3)	Cu1—N1—C18—C11	−173.33 (16)
Cu1—O1—C1—C2	171.70 (14)	C8—N1—C18—C19	−179.18 (18)
O2—C1—C2—C3	−167.4 (2)	Cu1—N1—C18—C19	7.9 (2)
O1—C1—C2—C3	13.6 (3)	C10—C11—C18—N1	1.7 (3)
O2—C1—C2—C7	14.7 (3)	C12—C11—C18—N1	−177.6 (2)
O1—C1—C2—C7	−164.4 (2)	C10—C11—C18—C19	−179.58 (19)
C7—C2—C3—C4	0.9 (3)	C12—C11—C18—C19	1.1 (3)
C1—C2—C3—C4	−177.1 (2)	C17—N2—C19—C14	−1.9 (3)
C2—C3—C4—C5	0.7 (3)	Cu1—N2—C19—C14	176.95 (16)
C3—C4—C5—C6	−1.9 (3)	C17—N2—C19—C18	177.45 (19)
C3—C4—C5—S1	177.33 (16)	Cu1—N2—C19—C18	−3.7 (2)
O4—S1—C5—C6	171.01 (18)	C15—C14—C19—N2	1.7 (3)
O3—S1—C5—C6	49.0 (2)	C13—C14—C19—N2	−179.2 (2)
O5—S1—C5—C6	−68.08 (19)	C15—C14—C19—C18	−177.66 (19)
O4—S1—C5—C4	−8.2 (2)	C13—C14—C19—C18	1.4 (3)
O3—S1—C5—C4	−130.23 (18)	N1—C18—C19—N2	−2.8 (3)
O5—S1—C5—C4	112.72 (18)	C11—C18—C19—N2	178.32 (18)
C4—C5—C6—C7	1.4 (3)	N1—C18—C19—C14	176.53 (18)
S1—C5—C6—C7	−177.79 (19)	C11—C18—C19—C14	−2.3 (3)

Symmetry codes: (i) x, y−1, z; (ii) x, y+1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O3^iii	0.84 (1)	1.95 (1)	2.771 (2)	165 (3)
O6—H6B···O2	0.84 (3)	1.73 (3)	2.551 (2)	163 (3)

Symmetry code: (iii) −x+1, −y+1, −z+1.