catena-Poly[[aqua­(4,4′-bipyridine-κ2N,N′)cobalt(II)]-μ-3-(4-carboxyl­ato­phen­oxy)propionato-κ3O:O′,O′′]

Kong, L.-L.; Gao, S.; Huo, L.-H.; Ng, S.W.

doi:10.1107/S1600536807052191

catena-Poly[[aqua(4,4′-bipyridine-κ²N,N′)cobalt(II)]-μ-3-(4-carboxylatophenoxy)propionato-κ³O:O′,O′′]

L.-L. Kong, S. Gao, L.-H. Huo and S. W. Ng

In the crystal structure of the polymeric title compound, [Co(C₁₀H₈O₅)(C₁₀H₈N₂)(H₂O)]_n, the Co^II atom is O,O′-chelated by the aromatic carboxylate end of the 3-(4-carboxylatophenoxy)propionate dianion, and is covalently bonded (through one O atom) by the aliphatic carboxylate end of another dianion; it is also coordinated by a water molecule to give an octahedral coordination environment. The compound adopts a helical chain structure that propagates along the c axis of the orthorhombic unit cell. The coordinated water molecule engages in both intrachain and interchain hydrogen bonding; the interchain hydrogen bonds result in a honeycomb motif. The crystal structure is an inversion twin and the ratio of the two twin components refined to 0.47 (2):0.53 (2).

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807052191/ci2489sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807052191/ci2489Isup2.hkl Contains datablock I

CCDC reference: 667244

checkCIF report

Key indicators

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.004 Å
R factor = 0.034
wR factor = 0.086
Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.546     0.854
            Tmin(prime) and Tmax expected:      0.690     0.850
            RR(prime) =      0.787
            Please check that your absorption correction is appropriate.
STRVA01_ALERT_4_C           Flack test results are ambiguous.
           From the CIF: _refine_ls_abs_structure_Flack    0.470
           From the CIF: _refine_ls_abs_structure_Flack_su    0.020
PLAT033_ALERT_2_C Flack Parameter Value Deviates 2 * su from zero.       0.47
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.78
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.49 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT415_ALERT_2_C Short Inter D-H..H-X       H1W1   ..  H8      ..       2.12 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT731_ALERT_1_C Bond    Calc     0.86(4), Rep   0.850(10) ......       4.00 su-Ra
              O1W  -H1W1    1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.86(4), Rep   0.850(10) ......       4.00 su-Ra
              O1W  -H1#     1.555   1.555

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           27.45
           From the CIF: _reflns_number_total               4282
           Count of symmetry unique reflns         2468
           Completeness (_total/calc)            173.50%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1814
           Fraction of Friedel pairs measured     0.735
           Are heavy atom types Z>Si present        yes
PLAT794_ALERT_5_G Check Predicted Bond Valency for Co1         (9)       1.36
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          2

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  10 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

   2 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
   4 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level G
PUBL013_ALERT_1_G The _publ_section_comment (discussion of study) is
            missing. This is required for a full paper submission (but is
            optional for an electronic paper).

   0 ALERT level A = Data missing that is essential or data in wrong format
   1 ALERT level G = General alerts. Data that may be required is missing

Related literature top

For the isostructural manganese compound, see: Kong et al. (2007).

Experimental top

Cobalt dichloride hexahydrate (2 mmol), 3-(4-carboxylatophenoxy)propionic acid (2 mmol) and 2,2'-bipyridine (2 mmol) were dissolved in a 3:1 ethanol–water solution. Aqueous 0.1 M sodium hydroxide was added until the solution registered a pH of 7. The solution was set aside for the growth of crystals over several days. CH&N analysis. Calc. for C₂₀H₁₈N₂O₆Co: C 54.43, H 4.11, N 6.35%. Found: C 54.45, H 4.10, N 6.36%.

Structure description top

For the isostructural manganese compound, see: Kong et al. (2007).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top

Fig. 1. Part of the polymeric structure of the title compound, showing 50% probability displacement ellipsoids. H atoms are shown as small spheres of arbitrary radii. Symmetry code: (i) 5/2 - x, 1 - y, z - 1/2.

catena-Poly[[aqua(4,4'-bipyridine-κ²N,N')cobalt(II)]- µ-3-(4-carboxylatophenoxy)propionato-κ³O:O',O''] top

Crystal data top

[Co(C₁₀H₈O₅)(C₁₀H₈N₂)(H₂O)]	F(000) = 908
M_r = 441.29	D_x = 1.565 Mg m⁻³
Orthorhombic, P2₁2₁2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 14469 reflections
a = 6.7193 (2) Å	θ = 3.0–27.5°
b = 16.1369 (5) Å	µ = 0.96 mm⁻¹
c = 17.2762 (7) Å	T = 295 K
V = 1873.2 (1) Å³	Block, pink
Z = 4	0.38 × 0.25 × 0.17 mm

Data collection top

Rigaku R-AXIS RAPID diffractometer	4282 independent reflections
Radiation source: fine-focus sealed tube	3233 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.041
Detector resolution: 10.000 pixels mm^-1	θ_max = 27.5°, θ_min = 3.3°
ω scans	h = −8→8
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −20→20
T_min = 0.546, T_max = 0.854	l = −22→22
18344 measured reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.034	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.087	w = 1/[σ²(F_o²) + (0.0503P)²] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max = 0.001
4282 reflections	Δρ_max = 0.33 e Å⁻³
271 parameters	Δρ_min = −0.35 e Å⁻³
2 restraints	Absolute structure: Flack (1983), with 1820 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.47 (2)

Crystal data top

[Co(C₁₀H₈O₅)(C₁₀H₈N₂)(H₂O)]	V = 1873.2 (1) Å³
M_r = 441.29	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 6.7193 (2) Å	µ = 0.96 mm⁻¹
b = 16.1369 (5) Å	T = 295 K
c = 17.2762 (7) Å	0.38 × 0.25 × 0.17 mm

Data collection top

Rigaku R-AXIS RAPID diffractometer	4282 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	3233 reflections with I > 2σ(I)
T_min = 0.546, T_max = 0.854	R_int = 0.041
18344 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.087	Δρ_max = 0.33 e Å⁻³
S = 1.00	Δρ_min = −0.35 e Å⁻³
4282 reflections	Absolute structure: Flack (1983), with 1820 Friedel pairs
271 parameters	Absolute structure parameter: 0.47 (2)
2 restraints

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Co1	0.76489 (5)	0.398602 (19)	0.855061 (19)	0.03280 (11)
O1	0.8432 (3)	0.51878 (12)	0.86177 (15)	0.0497 (5)
O2	0.5641 (3)	0.58949 (13)	0.84844 (18)	0.0748 (8)
O3	0.9850 (3)	0.64927 (14)	0.98563 (12)	0.0493 (6)
O4	1.4181 (3)	0.62191 (12)	1.31063 (11)	0.0381 (5)
O5	1.6780 (3)	0.60698 (13)	1.23548 (11)	0.0392 (4)
O1W	0.4572 (3)	0.43293 (15)	0.86584 (15)	0.0471 (5)
H1W1	0.351 (5)	0.421 (3)	0.841 (3)	0.13 (2)*
H1W2	0.472 (10)	0.4855 (10)	0.858 (3)	0.15 (2)*
N1	0.7355 (3)	0.26736 (12)	0.86476 (13)	0.0380 (5)
N2	0.7761 (3)	0.37846 (13)	0.97567 (12)	0.0372 (5)
C1	0.7464 (5)	0.58424 (15)	0.85589 (15)	0.0405 (6)
C2	0.8697 (5)	0.66325 (17)	0.85777 (19)	0.0478 (7)
H2A	0.7878	0.7080	0.8774	0.057*
H2B	0.9084	0.6774	0.8053	0.057*
C3	1.0561 (5)	0.65662 (19)	0.90742 (18)	0.0468 (8)
H3A	1.1336	0.6083	0.8930	0.056*
H3B	1.1384	0.7056	0.9016	0.056*
C4	1.1199 (4)	0.63966 (18)	1.04414 (19)	0.0400 (8)
C5	1.3226 (4)	0.62954 (18)	1.03432 (18)	0.0382 (7)
H5	1.3781	0.6289	0.9850	0.046*
C6	1.4423 (4)	0.62027 (17)	1.09954 (18)	0.0358 (7)
H6	1.5785	0.6128	1.0932	0.043*
C7	1.3635 (4)	0.62183 (18)	1.17393 (17)	0.0325 (6)
C8	1.1589 (4)	0.6321 (2)	1.18138 (19)	0.0407 (8)
H8	1.1024	0.6334	1.2305	0.049*
C9	1.0378 (5)	0.6405 (2)	1.11728 (19)	0.0464 (8)
H9	0.9011	0.6466	1.1234	0.056*
C10	1.4924 (4)	0.61640 (16)	1.24370 (16)	0.0315 (6)
C11	0.7263 (5)	0.21451 (17)	0.80494 (18)	0.0465 (7)
H11	0.7152	0.2359	0.7551	0.056*
C12	0.7325 (6)	0.12974 (18)	0.8145 (2)	0.0577 (9)
H12	0.7225	0.0946	0.7720	0.069*
C13	0.7535 (5)	0.09824 (18)	0.8873 (2)	0.0597 (8)
H13	0.7629	0.0413	0.8949	0.072*
C14	0.7608 (5)	0.15235 (17)	0.9502 (2)	0.0512 (8)
H14	0.7712	0.1320	1.0004	0.061*
C15	0.7525 (4)	0.23639 (15)	0.93690 (16)	0.0372 (6)
C16	0.7603 (4)	0.29919 (16)	0.99980 (15)	0.0362 (6)
C17	0.7481 (5)	0.2795 (2)	1.07764 (16)	0.0496 (7)
H17	0.7364	0.2246	1.0935	0.059*
C18	0.7535 (5)	0.3428 (2)	1.13136 (17)	0.0583 (8)
H18	0.7468	0.3308	1.1839	0.070*
C19	0.7688 (5)	0.4237 (2)	1.10691 (18)	0.0569 (8)
H19	0.7711	0.4669	1.1426	0.068*
C20	0.7804 (5)	0.43962 (19)	1.02912 (17)	0.0471 (7)
H20	0.7917	0.4943	1.0126	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.03360 (18)	0.03556 (17)	0.02925 (18)	−0.00088 (17)	0.00086 (18)	0.00136 (15)
O1	0.0485 (12)	0.0362 (10)	0.0644 (15)	−0.0022 (9)	0.0008 (12)	−0.0018 (11)
O2	0.0542 (14)	0.0514 (14)	0.119 (3)	0.0054 (11)	−0.0266 (16)	−0.0056 (16)
O3	0.0396 (12)	0.0774 (15)	0.0309 (12)	−0.0002 (10)	−0.0106 (9)	−0.0001 (10)
O4	0.0337 (10)	0.0499 (11)	0.0308 (11)	0.0015 (9)	0.0002 (8)	−0.0032 (9)
O5	0.0267 (9)	0.0581 (11)	0.0328 (10)	0.0010 (9)	−0.0034 (7)	−0.0006 (10)
O1W	0.0331 (11)	0.0588 (13)	0.0495 (14)	0.0017 (10)	−0.0034 (11)	−0.0037 (11)
N1	0.0351 (12)	0.0369 (10)	0.0420 (13)	−0.0033 (11)	0.0067 (14)	0.0017 (9)
N2	0.0335 (13)	0.0472 (12)	0.0310 (12)	0.0040 (12)	−0.0005 (11)	0.0013 (9)
C1	0.0499 (16)	0.0399 (13)	0.0317 (13)	0.0009 (14)	−0.0089 (19)	−0.0005 (11)
C2	0.063 (2)	0.0423 (15)	0.0385 (17)	−0.0063 (14)	−0.0131 (18)	0.0071 (15)
C3	0.0505 (18)	0.0504 (17)	0.0396 (18)	−0.0072 (15)	−0.0044 (15)	0.0055 (14)
C4	0.0359 (16)	0.0460 (18)	0.0380 (19)	−0.0072 (13)	−0.0068 (14)	0.0012 (14)
C5	0.0383 (16)	0.0469 (17)	0.0295 (16)	0.0001 (12)	0.0008 (12)	−0.0038 (13)
C6	0.0270 (14)	0.0418 (16)	0.0385 (17)	0.0002 (12)	0.0006 (12)	−0.0029 (13)
C7	0.0291 (13)	0.0356 (15)	0.0328 (16)	−0.0032 (11)	−0.0033 (12)	−0.0006 (12)
C8	0.0317 (15)	0.060 (2)	0.0301 (17)	−0.0012 (13)	0.0019 (12)	0.0024 (14)
C9	0.0300 (15)	0.070 (2)	0.0388 (19)	−0.0044 (14)	0.0002 (14)	0.0043 (15)
C10	0.0296 (14)	0.0310 (13)	0.0338 (15)	−0.0004 (11)	−0.0019 (11)	−0.0017 (11)
C11	0.0461 (18)	0.0483 (15)	0.0451 (17)	−0.0067 (15)	0.0103 (17)	−0.0053 (13)
C12	0.052 (2)	0.0440 (15)	0.077 (2)	−0.0061 (17)	0.009 (2)	−0.0126 (16)
C13	0.0485 (17)	0.0352 (14)	0.095 (3)	−0.002 (2)	0.005 (2)	−0.0002 (16)
C14	0.0350 (16)	0.0498 (16)	0.069 (2)	−0.0011 (17)	−0.004 (2)	0.0180 (14)
C15	0.0249 (12)	0.0419 (13)	0.0448 (15)	0.0003 (14)	0.0014 (16)	0.0085 (11)
C16	0.0224 (12)	0.0503 (14)	0.0358 (14)	0.0015 (14)	0.0008 (14)	0.0079 (11)
C17	0.0361 (15)	0.0694 (17)	0.0432 (17)	0.0053 (18)	0.0027 (18)	0.0180 (14)
C18	0.0426 (17)	0.102 (3)	0.0300 (16)	0.007 (2)	0.0007 (19)	0.0098 (15)
C19	0.0479 (19)	0.085 (2)	0.0381 (17)	0.0034 (19)	0.0011 (18)	−0.0131 (16)
C20	0.0482 (19)	0.0572 (16)	0.0358 (16)	0.0035 (16)	−0.0003 (15)	−0.0056 (13)

Geometric parameters (Å, º) top

Co1—O1	2.013 (2)	C5—C6	1.392 (4)
Co1—O5ⁱ	2.103 (2)	C5—H5	0.93
Co1—N2	2.110 (2)	C6—C7	1.390 (4)
Co1—N1	2.134 (2)	C6—H6	0.93
Co1—O1W	2.148 (2)	C7—C8	1.391 (4)
Co1—O4ⁱ	2.289 (2)	C7—C10	1.487 (4)
O1—C1	1.245 (3)	C8—C9	1.380 (4)
O2—C1	1.234 (4)	C8—H8	0.93
O3—C4	1.367 (4)	C9—H9	0.93
O3—C3	1.438 (4)	C11—C12	1.379 (4)
O4—C10	1.263 (3)	C11—H11	0.93
O5—C10	1.265 (3)	C12—C13	1.364 (5)
O1W—H1W1	0.85 (1)	C12—H12	0.93
O1W—H1W2	0.86 (1)	C13—C14	1.395 (5)
N1—C11	1.341 (3)	C13—H13	0.93
N1—C15	1.348 (3)	C14—C15	1.377 (4)
N2—C16	1.350 (3)	C14—H14	0.93
N2—C20	1.352 (4)	C15—C16	1.487 (4)
C1—C2	1.521 (4)	C16—C17	1.384 (4)
C2—C3	1.522 (4)	C17—C18	1.381 (5)
C2—H2A	0.97	C17—H17	0.93
C2—H2B	0.97	C18—C19	1.377 (5)
C3—H3A	0.97	C18—H18	0.93
C3—H3B	0.97	C19—C20	1.370 (4)
C4—C5	1.382 (4)	C19—H19	0.93
C4—C9	1.379 (4)	C20—H20	0.93

O1—Co1—O5ⁱ	92.87 (9)	C4—C5—H5	120.6
O1—Co1—N2	94.72 (9)	C6—C5—H5	120.6
O5ⁱ—Co1—N2	163.10 (8)	C5—C6—C7	121.8 (3)
O1—Co1—N1	167.43 (10)	C5—C6—H6	119.1
O5ⁱ—Co1—N1	92.95 (8)	C7—C6—H6	119.1
N2—Co1—N1	76.87 (9)	C6—C7—C8	117.7 (3)
O1—Co1—O1W	89.89 (9)	C6—C7—C10	121.8 (2)
O5ⁱ—Co1—O1W	105.76 (8)	C8—C7—C10	120.5 (3)
N2—Co1—O1W	89.35 (9)	C9—C8—C7	121.3 (3)
N1—Co1—O1W	99.22 (9)	C9—C8—H8	119.3
O1—Co1—O4ⁱ	85.14 (8)	C7—C8—H8	119.3
O5ⁱ—Co1—O4ⁱ	59.64 (7)	C8—C9—C4	119.9 (3)
N2—Co1—O4ⁱ	106.00 (8)	C8—C9—H9	120.0
N1—Co1—O4ⁱ	88.21 (8)	C4—C9—H9	120.0
O1W—Co1—O4ⁱ	164.19 (8)	O4—C10—O5	120.1 (3)
C1—O1—Co1	132.6 (2)	O4—C10—C7	120.5 (2)
C4—O3—C3	118.9 (2)	O5—C10—C7	119.4 (2)
C10—O4—Co1ⁱⁱ	85.92 (15)	N1—C11—C12	122.5 (3)
C10—O5—Co1ⁱⁱ	94.29 (17)	N1—C11—H11	118.8
Co1—O1W—H1W1	134 (4)	C12—C11—H11	118.8
Co1—O1W—H1W2	98 (5)	C13—C12—C11	118.9 (3)
H1W1—O1W—H1W2	104 (5)	C13—C12—H12	120.5
C11—N1—C15	118.7 (2)	C11—C12—H12	120.5
C11—N1—Co1	125.10 (19)	C12—C13—C14	119.2 (3)
C15—N1—Co1	115.65 (17)	C12—C13—H13	120.4
C16—N2—C20	118.9 (2)	C14—C13—H13	120.4
C16—N2—Co1	116.62 (17)	C15—C14—C13	119.0 (3)
C20—N2—Co1	124.24 (19)	C15—C14—H14	120.5
O2—C1—O1	125.8 (3)	C13—C14—H14	120.5
O2—C1—C2	119.0 (2)	N1—C15—C14	121.5 (3)
O1—C1—C2	115.1 (3)	N1—C15—C16	115.2 (2)
C1—C2—C3	113.7 (2)	C14—C15—C16	123.2 (3)
C1—C2—H2A	108.8	N2—C16—C17	121.5 (3)
C3—C2—H2A	108.8	N2—C16—C15	115.0 (2)
C1—C2—H2B	108.8	C17—C16—C15	123.5 (2)
C3—C2—H2B	108.8	C18—C17—C16	118.8 (3)
H2A—C2—H2B	107.7	C18—C17—H17	120.6
O3—C3—C2	105.2 (3)	C16—C17—H17	120.6
O3—C3—H3A	110.7	C19—C18—C17	119.9 (3)
C2—C3—H3A	110.7	C19—C18—H18	120.1
O3—C3—H3B	110.7	C17—C18—H18	120.1
C2—C3—H3B	110.7	C20—C19—C18	118.8 (3)
H3A—C3—H3B	108.8	C20—C19—H19	120.6
O3—C4—C5	125.2 (3)	C18—C19—H19	120.6
O3—C4—C9	114.3 (3)	N2—C20—C19	122.2 (3)
C5—C4—C9	120.5 (3)	N2—C20—H20	118.9
C4—C5—C6	118.8 (3)	C19—C20—H20	118.9

O5ⁱ—Co1—O1—C1	91.4 (3)	C10—C7—C8—C9	177.5 (3)
N2—Co1—O1—C1	−103.7 (3)	C7—C8—C9—C4	−0.8 (5)
N1—Co1—O1—C1	−151.1 (4)	O3—C4—C9—C8	−179.4 (3)
O1W—Co1—O1—C1	−14.4 (3)	C5—C4—C9—C8	0.8 (5)
O4ⁱ—Co1—O1—C1	150.6 (3)	Co1ⁱⁱ—O4—C10—O5	−2.4 (2)
O1—Co1—N1—C11	−127.3 (4)	Co1ⁱⁱ—O4—C10—C7	178.3 (2)
O5ⁱ—Co1—N1—C11	−9.8 (3)	Co1ⁱⁱ—O5—C10—O4	2.6 (3)
N2—Co1—N1—C11	−176.2 (3)	Co1ⁱⁱ—O5—C10—C7	−178.0 (2)
O1W—Co1—N1—C11	96.7 (3)	C6—C7—C10—O4	176.6 (3)
O4ⁱ—Co1—N1—C11	−69.3 (3)	C8—C7—C10—O4	−0.7 (4)
O1—Co1—N1—C15	44.2 (6)	C6—C7—C10—O5	−2.7 (4)
O5ⁱ—Co1—N1—C15	161.7 (2)	C8—C7—C10—O5	179.9 (3)
N2—Co1—N1—C15	−4.6 (2)	C15—N1—C11—C12	0.3 (5)
O1W—Co1—N1—C15	−91.8 (2)	Co1—N1—C11—C12	171.6 (3)
O4ⁱ—Co1—N1—C15	102.2 (2)	N1—C11—C12—C13	−1.6 (6)
O1—Co1—N2—C16	−170.7 (2)	C11—C12—C13—C14	2.3 (6)
O5ⁱ—Co1—N2—C16	−54.3 (4)	C12—C13—C14—C15	−1.9 (5)
N1—Co1—N2—C16	−0.2 (2)	C11—N1—C15—C14	0.1 (5)
O1W—Co1—N2—C16	99.5 (2)	Co1—N1—C15—C14	−172.0 (2)
O4ⁱ—Co1—N2—C16	−84.4 (2)	C11—N1—C15—C16	−179.6 (3)
O1—Co1—N2—C20	15.3 (3)	Co1—N1—C15—C16	8.3 (3)
O5ⁱ—Co1—N2—C20	131.7 (3)	C13—C14—C15—N1	0.7 (5)
N1—Co1—N2—C20	−174.2 (3)	C13—C14—C15—C16	−179.7 (3)
O1W—Co1—N2—C20	−74.5 (3)	C20—N2—C16—C17	0.1 (5)
O4ⁱ—Co1—N2—C20	101.6 (3)	Co1—N2—C16—C17	−174.2 (2)
Co1—O1—C1—O2	4.8 (5)	C20—N2—C16—C15	178.8 (3)
Co1—O1—C1—C2	−174.7 (2)	Co1—N2—C16—C15	4.5 (3)
O2—C1—C2—C3	148.8 (3)	N1—C15—C16—N2	−8.5 (4)
O1—C1—C2—C3	−31.6 (4)	C14—C15—C16—N2	171.9 (3)
C4—O3—C3—C2	178.1 (2)	N1—C15—C16—C17	170.1 (3)
C1—C2—C3—O3	−67.7 (3)	C14—C15—C16—C17	−9.5 (5)
C3—O3—C4—C5	−5.5 (4)	N2—C16—C17—C18	−0.4 (5)
C3—O3—C4—C9	174.6 (3)	C15—C16—C17—C18	−178.9 (3)
O3—C4—C5—C6	−179.9 (3)	C16—C17—C18—C19	0.7 (5)
C9—C4—C5—C6	−0.1 (5)	C17—C18—C19—C20	−0.7 (6)
C4—C5—C6—C7	−0.7 (4)	C16—N2—C20—C19	−0.2 (5)
C5—C6—C7—C8	0.7 (4)	Co1—N2—C20—C19	173.7 (2)
C5—C6—C7—C10	−176.7 (3)	C18—C19—C20—N2	0.4 (5)
C6—C7—C8—C9	0.0 (5)

Symmetry codes: (i) −x+5/2, −y+1, z−1/2; (ii) −x+5/2, −y+1, z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W2···O2	0.86 (1)	1.80 (2)	2.644 (3)	166 (6)
O1W—H1W1···O4ⁱⁱⁱ	0.85 (1)	2.01 (2)	2.837 (3)	164 (5)

Symmetry code: (iii) −x+3/2, −y+1, z−1/2.

Experimental details

Crystal data
Chemical formula	[Co(C₁₀H₈O₅)(C₁₀H₈N₂)(H₂O)]
M_r	441.29
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	295
a, b, c (Å)	6.7193 (2), 16.1369 (5), 17.2762 (7)
V (Å³)	1873.2 (1)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.96
Crystal size (mm)	0.38 × 0.25 × 0.17

Data collection
Diffractometer	Rigaku R-AXIS RAPID
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.546, 0.854
No. of measured, independent and observed [I > 2σ(I)] reflections	18344, 4282, 3233
R_int	0.041
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.087, 1.00
No. of reflections	4282
No. of parameters	271
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.33, −0.35
Absolute structure	Flack (1983), with 1820 Friedel pairs
Absolute structure parameter	0.47 (2)

Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001), publCIF (Westrip, 2007).