Triaqua­[(4-nitro­phenyl­sulfon­yl)acetato-κO](1,10-phenanthroline-κ2N,N′)cobalt(II) (4-nitro­phenyl­sulfon­yl)acetate monohydrate

Hou, Y.-J.; Yu, Y.-H.; Sun, Z.-Z.; Li, B.-Y.; Hou, G.-F.

doi:10.1107/S160053680702819X

Triaqua[(4-nitrophenylsulfonyl)acetato-κO](1,10-phenanthroline-κ²N,N′)cobalt(II) (4-nitrophenylsulfonyl)acetate monohydrate

Y.-J. Hou, Y.-H. Yu, Z.-Z. Sun, B.-Y. Li and G.-F. Hou

In the title compound, [Co(C₈H₆NO₆S)(C₁₂H₈N₂)(H₂O)₃](C₈H₆NO₆S)·H₂O, the Co^II atom shows an octahedral coordination, the geometry being defined by a carboxylate O atom from a 4-nitrophenylsulfonylacetate anion, two N atoms from the phenanthroline ligand and three water molecules. The molecules of the complex are linked by O—H

O hydrogen bonds, which also involve the solvent water molecule, to form a linear chain structure.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680702819X/ng2278sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S160053680702819X/ng2278Isup2.hkl Contains datablock I

CCDC reference: 654752

checkCIF report

Key indicators

Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R factor = 0.039
wR factor = 0.091
Data-to-parameter ratio = 16.1

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.60 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   O15     ..       8.54 su
PLAT417_ALERT_2_C Short Inter D-H..H-D       H24    ..  H27     ..       2.13 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H26    ..  O9      ..       2.61 Ang.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          3
              H2 O

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT794_ALERT_5_G Check Predicted Bond Valency for Co1         (9)       1.32

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

   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

Comment top

Recently, we reported the crystal structures of metal complexes of 4-nitrophenylsulfanylacetic acid (Gao et al., 2006; Shi et al., 2007) and 4-nitrophenylsulfinylacetic acid (Hou et al., 2007); following this study, we report the cobalt complex of 4-nitrophenylsulfonylacetic acid.

The Co atom exists in an octahedral geometry that is defined by a carboxyl O-atom from a 4-nitrophenylsulfonylacetate, two N-atom donorss from the 1,10-phenanthroline ligand, and three water molecules. The other 4-nitrophenylsulfonylacetate exists as a counterion. The cations and anions are linked by O—H···O hydrogen bonds that also involve the free water molecule into a linear chain (Table 1), (Fig. 2).

Related literature top

For related literature on metal arylsulfonylacetates, see: Gao et al. (2006); Hou et al. (2007); Shi et al. (2007). For related literature on the synthesis of 4-nitrophenylsulfonylacetic acid, see: Nobles & Thompson (1965).

Experimental top

(4-Nitrophenylsulfanyl)acetic acid was prepared by the nucleophilic reaction of chloroacetic acid and 4-nitrothiophenol under basic conditions. (4-Nitrophenylsulfanyl)acetic acid was then oxidized by using 30% hydrogen peroxide at 323 K in acetic anhydride to form 4-nitrophenylsulfonylacetic acid (Nobles & Thompson, 1965). Cobalt nitrate hexahydrate (0.582 g, 2 mmol), 4-nitrophenylsulfonylacetic acid (0.490 g, 2 mmol) and 1,10-phenanthroline (0.360 g, 2 mmol) were dissolved in water, and the pH was adjusted to 6 with 0.01 M sodium hydroxide. Pink crystals separated from the filtered solution after several days.

Structure description top

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); 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: SHELXL97.

Figures top

	Fig. 1. The molecular structure of (I), with the atomlabelling scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms are represented as spheres of arbitrary radii.
	Fig. 2. A partial packing plot of (I). Dashed lines indicate the hydrogen-bonding interactions. H atoms not involved in hydrogen bonds have been omitted.

3-[2-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl] 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate top

Crystal data top

[Co(C₈H₆NO₆S)(C₁₂H₈N₂)(H₂O)₃](C₈H₆NO₆S)·H₂O	F(000) = 1644
M_r = 799.59	D_x = 1.637 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 24616 reflections
a = 7.5710 (12) Å	θ = 6.0–55.1°
b = 15.750 (4) Å	µ = 0.74 mm⁻¹
c = 27.403 (5) Å	T = 293 K
β = 96.76 (2)°	Block, brown
V = 3244.8 (11) Å³	0.22 × 0.21 × 0.19 mm
Z = 4

Data collection top

Rigaku R-AXIS RAPID diffractometer	7420 independent reflections
Radiation source: fine-focus sealed tube	5686 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.040
ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −9→8
T_min = 0.852, T_max = 0.873	k = −20→19
29459 measured reflections	l = −34→35

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.091	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0427P)² + 0.7882P] where P = (F_o² + 2F_c²)/3
7420 reflections	(Δ/σ)_max = 0.001
460 parameters	Δρ_max = 0.31 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

Crystal data top

[Co(C₈H₆NO₆S)(C₁₂H₈N₂)(H₂O)₃](C₈H₆NO₆S)·H₂O	V = 3244.8 (11) Å³
M_r = 799.59	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.5710 (12) Å	µ = 0.74 mm⁻¹
b = 15.750 (4) Å	T = 293 K
c = 27.403 (5) Å	0.22 × 0.21 × 0.19 mm
β = 96.76 (2)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	7420 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	5686 reflections with I > 2σ(I)
T_min = 0.852, T_max = 0.873	R_int = 0.040
29459 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	0 restraints
wR(F²) = 0.091	H-atom parameters constrained
S = 1.07	Δρ_max = 0.31 e Å⁻³
7420 reflections	Δρ_min = −0.29 e Å⁻³
460 parameters

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

	x	y	z	U_iso*/U_eq
C14	0.2081 (3)	0.05732 (18)	0.23292 (8)	0.0410 (6)
H10	0.0961	0.0618	0.2434	0.049*
C1	0.3901 (3)	0.25583 (14)	0.29159 (8)	0.0316 (5)
C2	0.4135 (3)	0.27113 (16)	0.24320 (8)	0.0371 (5)
H1	0.5255	0.2660	0.2327	0.045*
C3	0.2672 (3)	0.29429 (16)	0.21037 (9)	0.0401 (6)
H2	0.2790	0.3044	0.1775	0.048*
C4	0.1064 (3)	0.30176 (15)	0.22747 (9)	0.0383 (5)
C5	0.0805 (3)	0.28633 (19)	0.27527 (10)	0.0486 (7)
H3	−0.0319	0.2915	0.2855	0.058*
C6	0.2254 (3)	0.26278 (19)	0.30816 (9)	0.0461 (6)
H4	0.2119	0.2518	0.3409	0.055*
C7	0.6451 (3)	0.32177 (14)	0.36356 (8)	0.0308 (5)
H5	0.7163	0.3536	0.3427	0.037*
H6	0.5425	0.3559	0.3689	0.037*
C8	0.7563 (3)	0.30262 (13)	0.41335 (8)	0.0278 (4)
C9	0.2321 (3)	0.07507 (15)	0.18470 (8)	0.0318 (5)
C10	0.3966 (3)	0.06930 (18)	0.16834 (8)	0.0426 (6)
H7	0.4100	0.0817	0.1358	0.051*
C11	0.5421 (3)	0.04481 (18)	0.20070 (9)	0.0434 (6)
H8	0.6544	0.0402	0.1903	0.052*
C12	0.5164 (3)	0.02755 (15)	0.24841 (8)	0.0331 (5)
C13	0.3533 (3)	0.03286 (17)	0.26532 (8)	0.0416 (6)
H9	0.3406	0.0203	0.2979	0.050*
C15	−0.0254 (3)	0.01360 (14)	0.11237 (8)	0.0325 (5)
H12	0.0634	−0.0056	0.0921	0.039*
H11	−0.0410	−0.0303	0.1363	0.039*
C16	−0.2025 (3)	0.02950 (14)	0.08012 (8)	0.0292 (5)
C17	1.0355 (3)	0.10297 (15)	0.41274 (8)	0.0340 (5)
H13	0.9735	0.1357	0.3881	0.041*
C18	1.0324 (3)	0.01502 (15)	0.40761 (9)	0.0386 (5)
H14	0.9718	−0.0100	0.3798	0.046*
C19	1.1190 (3)	−0.03400 (15)	0.44369 (9)	0.0350 (5)
H15	1.1150	−0.0929	0.4411	0.042*
C20	1.2146 (3)	0.00456 (14)	0.48507 (8)	0.0293 (4)
C21	1.3122 (3)	−0.04159 (15)	0.52464 (8)	0.0343 (5)
H16	1.3081	−0.1006	0.5247	0.041*
C22	1.4098 (3)	−0.00060 (15)	0.56172 (8)	0.0350 (5)
H17	1.4718	−0.0320	0.5869	0.042*
C23	1.4200 (3)	0.08987 (14)	0.56315 (7)	0.0295 (5)
C24	1.5307 (3)	0.13657 (16)	0.59854 (8)	0.0358 (5)
H18	1.5987	0.1085	0.6240	0.043*
C25	1.5379 (3)	0.22245 (16)	0.59538 (8)	0.0379 (5)
H19	1.6148	0.2533	0.6177	0.045*
C26	1.4279 (3)	0.26418 (15)	0.55802 (8)	0.0337 (5)
H20	1.4315	0.3231	0.5567	0.040*
C27	1.3185 (2)	0.13685 (13)	0.52623 (7)	0.0250 (4)
C28	1.2143 (2)	0.09319 (13)	0.48656 (7)	0.0252 (4)
Co1	1.11759 (3)	0.271690 (18)	0.470528 (10)	0.02375 (8)
N1	−0.0495 (3)	0.32900 (15)	0.19281 (9)	0.0538 (6)
N2	0.6722 (3)	0.00193 (13)	0.28317 (7)	0.0398 (5)
N3	1.1231 (2)	0.14254 (11)	0.45124 (6)	0.0268 (4)
N4	1.3195 (2)	0.22337 (11)	0.52474 (6)	0.0269 (4)
O1	0.7125 (2)	0.19468 (13)	0.30757 (7)	0.0535 (5)
O2	0.5068 (2)	0.17049 (11)	0.36949 (6)	0.0498 (5)
O3	0.67295 (19)	0.29140 (11)	0.44933 (6)	0.0402 (4)
O4	0.92091 (18)	0.29871 (10)	0.41255 (5)	0.0324 (3)
O5	−0.1903 (3)	0.33969 (18)	0.20932 (9)	0.0833 (8)
O6	−0.0263 (3)	0.33942 (14)	0.14991 (8)	0.0677 (6)
O7	0.1129 (2)	0.16613 (11)	0.10874 (6)	0.0405 (4)
O8	−0.0901 (2)	0.13696 (11)	0.17102 (6)	0.0415 (4)
O9	−0.20498 (19)	0.08437 (10)	0.04747 (6)	0.0380 (4)
O10	−0.33081 (19)	−0.01520 (10)	0.08976 (6)	0.0372 (4)
O11	0.8171 (2)	−0.00010 (14)	0.26820 (7)	0.0592 (5)
O12	0.6470 (2)	−0.01711 (13)	0.32480 (7)	0.0548 (5)
O13	1.31159 (18)	0.31532 (10)	0.43023 (6)	0.0339 (3)
H21	1.3075	0.3674	0.4220	0.051*
H22	1.4205	0.3025	0.4376	0.051*
O14	1.09095 (18)	0.39623 (9)	0.49578 (5)	0.0320 (3)
H23	1.0024	0.4019	0.5119	0.048*
H24	1.1726	0.4263	0.5111	0.048*
O15	0.92631 (19)	0.24054 (10)	0.52086 (5)	0.0322 (3)
H25	0.8316	0.2613	0.5058	0.048*
H26	0.9415	0.2656	0.5485	0.048*
S2	0.57385 (7)	0.22492 (4)	0.33429 (2)	0.03431 (13)
S3	0.04701 (7)	0.10854 (4)	0.142977 (19)	0.03007 (13)
O16	1.3329 (2)	0.50265 (11)	0.54252 (6)	0.0461 (4)
H28	1.4396	0.4976	0.5558	0.069*
H27	1.3203	0.5411	0.5206	0.069*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C14	0.0270 (11)	0.0615 (17)	0.0346 (13)	−0.0072 (11)	0.0037 (9)	0.0063 (11)
C1	0.0273 (11)	0.0343 (13)	0.0302 (11)	−0.0017 (9)	−0.0085 (8)	−0.0005 (9)
C2	0.0320 (11)	0.0443 (15)	0.0342 (12)	−0.0059 (10)	−0.0002 (9)	0.0008 (10)
C3	0.0455 (14)	0.0423 (15)	0.0297 (12)	−0.0090 (11)	−0.0070 (9)	0.0072 (10)
C4	0.0337 (12)	0.0328 (13)	0.0437 (14)	−0.0005 (10)	−0.0153 (10)	0.0020 (10)
C5	0.0277 (12)	0.071 (2)	0.0459 (15)	0.0034 (11)	−0.0022 (10)	0.0002 (13)
C6	0.0348 (13)	0.071 (2)	0.0309 (13)	−0.0012 (12)	−0.0007 (9)	0.0052 (12)
C7	0.0252 (10)	0.0322 (12)	0.0332 (11)	0.0013 (8)	−0.0046 (8)	0.0034 (9)
C8	0.0245 (10)	0.0230 (11)	0.0335 (12)	0.0019 (8)	−0.0068 (8)	−0.0026 (8)
C9	0.0278 (11)	0.0386 (13)	0.0271 (11)	−0.0068 (9)	−0.0049 (8)	−0.0003 (9)
C10	0.0338 (12)	0.0664 (18)	0.0275 (12)	0.0003 (11)	0.0039 (9)	0.0043 (11)
C11	0.0288 (12)	0.0646 (18)	0.0371 (13)	0.0014 (11)	0.0055 (9)	0.0041 (12)
C12	0.0309 (11)	0.0337 (13)	0.0329 (12)	−0.0033 (9)	−0.0037 (8)	0.0019 (9)
C13	0.0383 (12)	0.0588 (17)	0.0274 (12)	−0.0043 (11)	0.0024 (9)	0.0106 (11)
C15	0.0294 (11)	0.0298 (12)	0.0362 (12)	−0.0035 (9)	−0.0052 (8)	0.0009 (9)
C16	0.0263 (10)	0.0272 (12)	0.0328 (12)	−0.0013 (8)	−0.0023 (8)	−0.0078 (9)
C17	0.0294 (11)	0.0358 (13)	0.0345 (12)	0.0033 (9)	−0.0060 (9)	−0.0060 (9)
C18	0.0320 (11)	0.0387 (14)	0.0431 (14)	−0.0025 (10)	−0.0038 (9)	−0.0160 (11)
C19	0.0303 (11)	0.0265 (12)	0.0492 (14)	−0.0020 (9)	0.0085 (9)	−0.0084 (10)
C20	0.0248 (10)	0.0260 (12)	0.0384 (12)	0.0003 (8)	0.0085 (8)	−0.0011 (9)
C21	0.0352 (12)	0.0250 (12)	0.0443 (13)	0.0040 (9)	0.0117 (9)	0.0077 (10)
C22	0.0332 (11)	0.0365 (14)	0.0358 (12)	0.0089 (9)	0.0067 (9)	0.0137 (10)
C23	0.0251 (10)	0.0355 (13)	0.0282 (11)	0.0055 (9)	0.0047 (8)	0.0053 (9)
C24	0.0293 (11)	0.0502 (15)	0.0260 (11)	0.0065 (10)	−0.0043 (8)	0.0041 (10)
C25	0.0334 (12)	0.0465 (15)	0.0310 (12)	0.0009 (10)	−0.0079 (9)	−0.0061 (10)
C26	0.0309 (11)	0.0336 (13)	0.0350 (12)	0.0002 (9)	−0.0035 (9)	−0.0050 (10)
C27	0.0202 (9)	0.0283 (11)	0.0267 (10)	0.0030 (8)	0.0030 (7)	0.0002 (8)
C28	0.0199 (9)	0.0248 (11)	0.0309 (11)	0.0024 (8)	0.0030 (7)	−0.0009 (8)
Co1	0.01967 (13)	0.02391 (15)	0.02642 (15)	0.00178 (11)	−0.00259 (9)	−0.00077 (11)
N1	0.0501 (14)	0.0426 (14)	0.0609 (16)	−0.0023 (11)	−0.0258 (11)	0.0066 (11)
N2	0.0383 (11)	0.0382 (12)	0.0404 (12)	−0.0016 (9)	−0.0059 (9)	0.0042 (9)
N3	0.0242 (8)	0.0264 (10)	0.0288 (9)	0.0027 (7)	−0.0015 (6)	−0.0015 (7)
N4	0.0250 (8)	0.0274 (10)	0.0275 (9)	0.0033 (7)	−0.0008 (6)	−0.0018 (7)
O1	0.0402 (10)	0.0624 (13)	0.0550 (11)	0.0171 (9)	−0.0069 (8)	−0.0185 (9)
O2	0.0603 (11)	0.0365 (10)	0.0477 (10)	−0.0079 (8)	−0.0139 (8)	0.0116 (8)
O3	0.0280 (8)	0.0594 (12)	0.0319 (9)	0.0062 (7)	−0.0016 (6)	0.0002 (7)
O4	0.0231 (7)	0.0390 (9)	0.0332 (8)	0.0031 (6)	−0.0050 (6)	0.0005 (7)
O5	0.0416 (12)	0.107 (2)	0.0948 (18)	0.0209 (12)	−0.0180 (11)	0.0114 (15)
O6	0.0770 (14)	0.0620 (14)	0.0550 (13)	−0.0044 (11)	−0.0296 (10)	0.0210 (10)
O7	0.0414 (9)	0.0398 (10)	0.0383 (9)	−0.0109 (7)	−0.0042 (7)	0.0075 (7)
O8	0.0356 (8)	0.0478 (11)	0.0402 (9)	0.0020 (7)	0.0005 (7)	−0.0064 (8)
O9	0.0343 (8)	0.0371 (10)	0.0399 (9)	−0.0021 (7)	−0.0070 (7)	0.0066 (7)
O10	0.0269 (8)	0.0430 (10)	0.0408 (9)	−0.0037 (7)	0.0007 (6)	−0.0022 (7)
O11	0.0307 (9)	0.0784 (15)	0.0677 (13)	0.0071 (9)	0.0019 (8)	0.0212 (11)
O12	0.0539 (11)	0.0711 (14)	0.0369 (10)	0.0089 (9)	−0.0049 (8)	0.0110 (9)
O13	0.0229 (7)	0.0354 (9)	0.0441 (9)	0.0062 (6)	0.0069 (6)	0.0067 (7)
O14	0.0291 (8)	0.0277 (8)	0.0395 (9)	−0.0026 (6)	0.0048 (6)	−0.0063 (6)
O15	0.0328 (8)	0.0296 (9)	0.0337 (8)	0.0015 (6)	0.0016 (6)	−0.0009 (6)
S2	0.0318 (3)	0.0335 (3)	0.0344 (3)	0.0033 (2)	−0.0101 (2)	−0.0016 (2)
S3	0.0272 (3)	0.0326 (3)	0.0287 (3)	−0.0044 (2)	−0.00373 (19)	0.0005 (2)
O16	0.0339 (9)	0.0479 (11)	0.0530 (11)	−0.0098 (7)	−0.0101 (7)	0.0091 (8)

Geometric parameters (Å, º) top

C14—C9	1.383 (3)	C19—C20	1.409 (3)
C14—C13	1.384 (3)	C19—H15	0.9300
C14—H10	0.9300	C20—C28	1.396 (3)
C1—C2	1.380 (3)	C20—C21	1.436 (3)
C1—C6	1.381 (3)	C21—C22	1.348 (3)
C1—S2	1.777 (2)	C21—H16	0.9300
C2—C3	1.391 (3)	C22—C23	1.427 (3)
C2—H1	0.9300	C22—H17	0.9300
C3—C4	1.360 (3)	C23—C27	1.407 (3)
C3—H2	0.9300	C23—C24	1.411 (3)
C4—C5	1.369 (4)	C24—C25	1.357 (3)
C4—N1	1.488 (3)	C24—H18	0.9300
C5—C6	1.386 (3)	C25—C26	1.405 (3)
C5—H3	0.9300	C25—H19	0.9300
C6—H4	0.9300	C26—N4	1.320 (3)
C7—C8	1.546 (3)	C26—H20	0.9300
C7—S2	1.778 (2)	C27—N4	1.363 (3)
C7—H5	0.9700	C27—C28	1.440 (3)
C7—H6	0.9700	C28—N3	1.364 (3)
C8—O3	1.244 (3)	Co1—O13	2.0570 (15)
C8—O4	1.250 (2)	Co1—O4	2.0894 (15)
C9—C10	1.376 (3)	Co1—O14	2.0975 (16)
C9—S3	1.781 (2)	Co1—N3	2.1033 (18)
C10—C11	1.385 (3)	Co1—N4	2.1419 (17)
C10—H7	0.9300	Co1—O15	2.1705 (16)
C11—C12	1.371 (3)	N1—O5	1.218 (3)
C11—H8	0.9300	N1—O6	1.220 (3)
C12—C13	1.371 (3)	N2—O11	1.216 (3)
C12—N2	1.482 (3)	N2—O12	1.216 (3)
C13—H9	0.9300	O1—S2	1.4302 (18)
C15—C16	1.537 (3)	O2—S2	1.4277 (18)
C15—S3	1.770 (2)	O7—S3	1.4361 (16)
C15—H12	0.9700	O8—S3	1.4338 (17)
C15—H11	0.9700	O13—H21	0.8500
C16—O9	1.242 (3)	O13—H22	0.8500
C16—O10	1.253 (3)	O14—H23	0.8499
C17—N3	1.333 (3)	O14—H24	0.8500
C17—C18	1.392 (3)	O15—H25	0.8500
C17—H13	0.9300	O15—H26	0.8500
C18—C19	1.360 (3)	O16—H28	0.8500
C18—H14	0.9300	O16—H27	0.8500

C9—C14—C13	119.0 (2)	C21—C22—H17	119.3
C9—C14—H10	120.5	C23—C22—H17	119.3
C13—C14—H10	120.5	C27—C23—C24	116.7 (2)
C2—C1—C6	121.7 (2)	C27—C23—C22	118.8 (2)
C2—C1—S2	120.09 (17)	C24—C23—C22	124.4 (2)
C6—C1—S2	118.20 (17)	C25—C24—C23	120.1 (2)
C1—C2—C3	119.0 (2)	C25—C24—H18	120.0
C1—C2—H1	120.5	C23—C24—H18	120.0
C3—C2—H1	120.5	C24—C25—C26	119.2 (2)
C4—C3—C2	118.5 (2)	C24—C25—H19	120.4
C4—C3—H2	120.8	C26—C25—H19	120.4
C2—C3—H2	120.8	N4—C26—C25	122.9 (2)
C3—C4—C5	123.3 (2)	N4—C26—H20	118.6
C3—C4—N1	118.7 (2)	C25—C26—H20	118.6
C5—C4—N1	118.0 (2)	N4—C27—C23	122.86 (19)
C4—C5—C6	118.6 (2)	N4—C27—C28	117.34 (18)
C4—C5—H3	120.7	C23—C27—C28	119.7 (2)
C6—C5—H3	120.7	N3—C28—C20	123.47 (19)
C1—C6—C5	118.9 (2)	N3—C28—C27	116.73 (19)
C1—C6—H4	120.5	C20—C28—C27	119.77 (18)
C5—C6—H4	120.5	O13—Co1—O4	90.79 (6)
C8—C7—S2	109.61 (15)	O13—Co1—O14	88.12 (6)
C8—C7—H5	109.7	O4—Co1—O14	88.44 (6)
S2—C7—H5	109.7	O13—Co1—N3	98.71 (7)
C8—C7—H6	109.7	O4—Co1—N3	92.26 (6)
S2—C7—H6	109.7	O14—Co1—N3	173.12 (6)
H5—C7—H6	108.2	O13—Co1—N4	89.70 (6)
O3—C8—O4	127.34 (19)	O4—Co1—N4	170.49 (6)
O3—C8—C7	116.90 (18)	O14—Co1—N4	101.07 (6)
O4—C8—C7	115.75 (19)	N3—Co1—N4	78.29 (6)
C10—C9—C14	121.6 (2)	O13—Co1—O15	171.40 (6)
C10—C9—S3	118.98 (17)	O4—Co1—O15	93.45 (6)
C14—C9—S3	119.42 (17)	O14—Co1—O15	84.52 (6)
C9—C10—C11	119.5 (2)	N3—Co1—O15	88.61 (6)
C9—C10—H7	120.3	N4—Co1—O15	87.36 (6)
C11—C10—H7	120.3	O5—N1—O6	124.8 (2)
C12—C11—C10	118.3 (2)	O5—N1—C4	117.8 (2)
C12—C11—H8	120.9	O6—N1—C4	117.4 (2)
C10—C11—H8	120.9	O11—N2—O12	123.9 (2)
C13—C12—C11	123.0 (2)	O11—N2—C12	118.1 (2)
C13—C12—N2	118.7 (2)	O12—N2—C12	117.95 (19)
C11—C12—N2	118.4 (2)	C17—N3—C28	117.27 (19)
C12—C13—C14	118.6 (2)	C17—N3—Co1	128.93 (15)
C12—C13—H9	120.7	C28—N3—Co1	113.34 (13)
C14—C13—H9	120.7	C26—N4—C27	118.13 (18)
C16—C15—S3	109.61 (15)	C26—N4—Co1	129.87 (16)
C16—C15—H12	109.7	C27—N4—Co1	111.70 (12)
S3—C15—H12	109.7	C8—O4—Co1	128.25 (14)
C16—C15—H11	109.7	Co1—O13—H21	117.3
S3—C15—H11	109.7	Co1—O13—H22	121.8
H12—C15—H11	108.2	H21—O13—H22	107.3
O9—C16—O10	126.59 (19)	Co1—O14—H23	112.5
O9—C16—C15	117.77 (18)	Co1—O14—H24	126.3
O10—C16—C15	115.64 (19)	H23—O14—H24	104.8
N3—C17—C18	123.1 (2)	Co1—O15—H25	101.0
N3—C17—H13	118.4	Co1—O15—H26	115.5
C18—C17—H13	118.4	H25—O15—H26	105.8
C19—C18—C17	119.4 (2)	O2—S2—O1	119.12 (12)
C19—C18—H14	120.3	O2—S2—C1	107.23 (10)
C17—C18—H14	120.3	O1—S2—C1	108.60 (11)
C18—C19—C20	119.9 (2)	O2—S2—C7	108.88 (11)
C18—C19—H15	120.1	O1—S2—C7	108.35 (11)
C20—C19—H15	120.1	C1—S2—C7	103.56 (10)
C28—C20—C19	116.9 (2)	O8—S3—O7	118.82 (11)
C28—C20—C21	119.1 (2)	O8—S3—C15	108.32 (11)
C19—C20—C21	124.0 (2)	O7—S3—C15	109.65 (11)
C22—C21—C20	120.9 (2)	O8—S3—C9	108.23 (10)
C22—C21—H16	119.5	O7—S3—C9	107.38 (10)
C20—C21—H16	119.5	C15—S3—C9	103.34 (11)
C21—C22—C23	121.5 (2)	H28—O16—H27	113.0

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H21···O10ⁱ	0.85	1.89	2.732 (2)	171
O13—H22···O3ⁱⁱ	0.85	1.91	2.750 (2)	170
O14—H23···O9ⁱⁱⁱ	0.85	1.96	2.805 (2)	179
O14—H24···O16	0.85	1.85	2.693 (2)	173
O15—H25···O3	0.85	1.90	2.698 (2)	155
O15—H26···O7ⁱⁱⁱ	0.85	2.25	3.026 (2)	152
O15—H26···O9ⁱⁱⁱ	0.85	2.61	3.049 (2)	114
O16—H28···O10^iv	0.85	1.89	2.724 (2)	166
O16—H27···O9ⁱ	0.85	2.08	2.848 (2)	150

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

Experimental details

Crystal data
Chemical formula	[Co(C₈H₆NO₆S)(C₁₂H₈N₂)(H₂O)₃](C₈H₆NO₆S)·H₂O
M_r	799.59
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	7.5710 (12), 15.750 (4), 27.403 (5)
β (°)	96.76 (2)
V (Å³)	3244.8 (11)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.74
Crystal size (mm)	0.22 × 0.21 × 0.19

Data collection
Diffractometer	Rigaku R-AXIS RAPID
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.852, 0.873
No. of measured, independent and observed [I > 2σ(I)] reflections	29459, 7420, 5686
R_int	0.040
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.091, 1.07
No. of reflections	7420
No. of parameters	460
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.31, −0.29

Computer programs: RAPID-AUTO (Rigaku, 1998), RAPID-AUTO, CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b), SHELXL97.