catena-Poly[[[aqua-tripyridine-cobalt(II)]-μ-5-amino-2,4,6-triiodoisophthalato-κO:O] pyridine solvate].

The reaction of cobalt(II) nitrate with 5-amino-2,4,6-tri-iodo-isophthalic acid (ATPA) in pyridine solution leads to the formation of the title compound, {[Co(C(8)H(2)I(3)NO(4))(C(5)H(5)N)(3)(H(2)O)]·C(5)H(5)N}(n). The Co(2+) ion is six-coordinated by three N atoms, one water O atom and two O atoms from two ATPA ligands to form a distorted octa-hedral geometry. The two carboxyl-ate groups of ATPA act as bridging ligands connecting the Co(II) metal centers to form one-dimensional zigzag chains along the c axis, with Co-O distances in the range 2.104 (4)-2.135 (4) Å. The average Co-N distance is 2.171 Å. A classical O-H⋯N hydrogen bond is formed by the coordinating water mol-ecule and the pyridine solvent mol-ecule. The structure was refined from a racemically twinned crystal with a twin ratio of approximately 8:1.

Related literature

For the structure of a monohydrate of ATPA, see: Beck & Sheldrick (2008 ▶). For the Co coordination polymer of 1,3,5-benzene­tricarboxyl­ate, see: Livage et al. (2001 ▶). For the structure of diaqua­diformatodipyridine CoII, see: Zhu et al. (2004 ▶). For a reduction of the organic iodine contrast agents in wastewater load, see: Ziegler et al. (1997 ▶).

Experimental

Crystal data

[Co(C8H2I3NO4)(C5H5N)3(H2O)]·C5H5N

M = 950.15

Orthorhombic,

a = 9.7759 (2) Å

b = 16.9083 (4) Å

c = 19.3380 (4) Å

V = 3196.45 (12) Å3

Z = 4

Mo Kα radiation

μ = 3.48 mm−1

T = 296 (2) K

0.30 × 0.25 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.38, T max = 0.75

16692 measured reflections

6038 independent reflections

4577 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.065

S = 1.04

6038 reflections

379 parameters

3 restraints

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.67 e Å−3

Absolute structure: Flack (1983 ▶), with 2515 Friedel pairs

Flack parameter: 0.13 (2)

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808032017/si2113sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808032017/si2113Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C8H2I3NO4)(C5H5N)3(H2O)]·C5H5N	F(000) = 1812
Mr = 950.15	Dx = 1.974 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 7120 reflections
a = 9.7759 (2) Å	θ = 4.7–43.0°
b = 16.9083 (4) Å	µ = 3.48 mm−1
c = 19.3380 (4) Å	T = 296 K
V = 3196.45 (12) Å3	Sheet, light purple
Z = 4	0.30 × 0.25 × 0.08 mm

Bruker APEXII CCD diffractometer	6038 independent reflections
Radiation source: fine-focus sealed tube	4577 reflections with I > 2σ(I)
graphite	Rint = 0.027
φ and ω scans	θmax = 26.0°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −12→9
Tmin = 0.38, Tmax = 0.75	k = −13→20
16692 measured reflections	l = −15→23

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)] = 0.041	H-atom parameters constrained
wR(F2) = 0.065	w = 1/[σ2(Fo2) + (0.0243P)2] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max = 0.001
6038 reflections	Δρmax = 0.68 e Å−3
379 parameters	Δρmin = −0.67 e Å−3
3 restraints	Absolute structure: Flack (1983), with 2515 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.13 (2)

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.

	x	y	z	Uiso*/Ueq
C1	0.8251 (6)	0.2139 (3)	0.8550 (3)	0.0319 (15)
C2	0.8423 (6)	0.2494 (3)	0.7900 (3)	0.0344 (16)
C3	0.7752 (6)	0.2152 (3)	0.7335 (3)	0.0299 (15)
C4	0.6949 (6)	0.1483 (3)	0.7390 (3)	0.0229 (14)
C5	0.6819 (6)	0.1159 (3)	0.8047 (3)	0.0286 (15)
C6	0.7445 (6)	0.1478 (3)	0.8629 (3)	0.0243 (14)
C7	0.6216 (7)	0.1144 (3)	0.6765 (3)	0.0276 (15)
C8	0.7222 (7)	0.1122 (3)	0.9341 (3)	0.0305 (15)
C9	0.9902 (7)	0.0943 (4)	1.1534 (4)	0.052 (2)
H9	1.0468	0.0501	1.1540	0.063*
C10	1.0171 (8)	0.1565 (5)	1.1968 (4)	0.067 (2)
H10	1.0909	0.1528	1.2270	0.080*
C11	0.9406 (10)	0.2230 (5)	1.1973 (4)	0.078 (3)
H11	0.9607	0.2651	1.2266	0.093*
C12	0.8332 (9)	0.2254 (5)	1.1531 (4)	0.078 (3)
H12	0.7768	0.2697	1.1520	0.093*
C13	0.8073 (7)	0.1626 (4)	1.1100 (4)	0.060 (2)
H13	0.7342	0.1661	1.0793	0.072*
C14	1.1101 (6)	−0.0851 (4)	1.0269 (3)	0.0397 (18)
H14	1.0619	−0.1279	1.0447	0.048*
C15	1.2437 (7)	−0.0963 (4)	1.0090 (3)	0.0488 (19)
H15	1.2859	−0.1451	1.0151	0.059*
C16	1.3142 (7)	−0.0329 (5)	0.9817 (3)	0.053 (2)
H16	1.4044	−0.0391	0.9674	0.064*
C17	1.2528 (6)	0.0377 (4)	0.9759 (3)	0.0471 (19)
H17	1.3000	0.0815	0.9592	0.057*
C18	1.1168 (7)	0.0434 (4)	0.9955 (3)	0.0448 (18)
H18	1.0733	0.0921	0.9911	0.054*
C19	0.6591 (7)	−0.1424 (4)	0.9923 (4)	0.0470 (19)
H19	0.6114	−0.1305	1.0326	0.056*
C20	0.6061 (7)	−0.1985 (4)	0.9494 (4)	0.057 (2)
H20	0.5249	−0.2240	0.9608	0.068*
C21	0.6717 (9)	−0.2166 (4)	0.8905 (4)	0.069 (2)
H21	0.6357	−0.2536	0.8599	0.082*
C22	0.7916 (9)	−0.1797 (4)	0.8766 (4)	0.063 (2)
H22	0.8416	−0.1925	0.8372	0.076*
C23	0.8384 (7)	−0.1222 (4)	0.9223 (4)	0.052 (2)
H23	0.9188	−0.0956	0.9113	0.062*
C24	−0.0436 (7)	0.0013 (4)	0.7430 (5)	0.062 (2)
H24	−0.1309	−0.0202	0.7465	0.074*
C25	0.0132 (9)	0.0325 (5)	0.8004 (4)	0.064 (2)
H25	−0.0337	0.0321	0.8422	0.076*
C26	0.1384 (11)	0.0640 (5)	0.7959 (5)	0.096 (3)
H26	0.1804	0.0855	0.8348	0.115*
C27	0.2020 (9)	0.0641 (6)	0.7351 (5)	0.101 (3)
H27	0.2884	0.0867	0.7309	0.121*
C28	0.1404 (9)	0.0313 (5)	0.6790 (4)	0.082 (3)
H28	0.1862	0.0311	0.6369	0.098*
Co1	0.83021 (7)	−0.00406 (5)	1.04654 (4)	0.0312 (2)
I1	0.92570 (5)	0.26385 (3)	0.94026 (2)	0.05269 (14)
I2	0.78262 (5)	0.27575 (3)	0.63848 (2)	0.05874 (16)
I3	0.56454 (5)	0.01146 (3)	0.81795 (2)	0.05039 (14)
N1	0.9245 (6)	0.3143 (3)	0.7821 (3)	0.0630 (17)
H1A	0.9357	0.3349	0.7418	0.076*
H1B	0.9649	0.3345	0.8174	0.076*
N2	0.8833 (5)	0.0964 (3)	1.1102 (2)	0.0393 (14)
N3	1.0452 (5)	−0.0175 (3)	1.0205 (2)	0.0348 (13)
N4	0.7763 (6)	−0.1033 (3)	0.9799 (3)	0.0379 (14)
N5	0.0172 (7)	−0.0004 (4)	0.6829 (3)	0.0660 (19)
O1	0.6899 (4)	0.0730 (2)	0.6366 (2)	0.0386 (11)
O2	0.5004 (5)	0.1311 (3)	0.6709 (2)	0.0555 (14)
O3	0.8147 (4)	0.0677 (2)	0.95601 (19)	0.0329 (10)
O4	0.6139 (4)	0.1298 (2)	0.9646 (2)	0.0460 (12)
O5	0.6191 (3)	0.0161 (2)	1.05937 (18)	0.0423 (11)
H5B	0.5951	0.0603	1.0423	0.051*
H5A	0.5963	0.0143	1.1018	0.051*

	U11	U22	U33	U12	U13	U23
C1	0.041 (4)	0.029 (4)	0.026 (4)	0.003 (3)	−0.003 (3)	−0.007 (3)
C2	0.043 (4)	0.029 (4)	0.032 (4)	−0.014 (3)	0.003 (3)	−0.004 (3)
C3	0.038 (3)	0.029 (4)	0.023 (3)	−0.005 (3)	−0.004 (3)	0.001 (3)
C4	0.026 (4)	0.022 (3)	0.020 (3)	0.004 (3)	−0.001 (3)	−0.007 (3)
C5	0.032 (3)	0.032 (4)	0.022 (4)	−0.002 (3)	0.003 (3)	−0.003 (3)
C6	0.033 (4)	0.022 (3)	0.017 (3)	0.006 (3)	−0.004 (3)	−0.002 (3)
C7	0.041 (4)	0.020 (4)	0.021 (4)	0.010 (3)	0.005 (3)	0.004 (3)
C8	0.045 (4)	0.027 (4)	0.019 (4)	−0.006 (3)	−0.005 (4)	−0.007 (3)
C9	0.050 (4)	0.053 (5)	0.053 (5)	−0.004 (4)	−0.023 (4)	0.006 (4)
C10	0.078 (6)	0.071 (6)	0.052 (5)	−0.045 (5)	−0.022 (5)	−0.004 (5)
C11	0.122 (8)	0.054 (6)	0.058 (5)	−0.033 (6)	0.009 (6)	−0.022 (5)
C12	0.103 (7)	0.056 (6)	0.075 (6)	0.004 (5)	−0.025 (5)	−0.024 (5)
C13	0.067 (5)	0.054 (5)	0.059 (5)	0.011 (5)	−0.006 (5)	−0.020 (4)
C14	0.042 (4)	0.043 (4)	0.035 (4)	0.004 (4)	0.001 (3)	0.000 (4)
C15	0.046 (5)	0.057 (5)	0.043 (5)	0.020 (4)	0.002 (4)	−0.008 (4)
C16	0.028 (4)	0.088 (6)	0.044 (5)	0.013 (4)	0.003 (3)	−0.009 (4)
C17	0.032 (4)	0.064 (6)	0.045 (4)	−0.008 (4)	−0.001 (3)	0.010 (4)
C18	0.046 (5)	0.041 (4)	0.048 (5)	0.001 (4)	0.003 (4)	0.004 (4)
C19	0.048 (5)	0.037 (4)	0.056 (5)	0.005 (4)	0.003 (4)	0.004 (4)
C20	0.047 (5)	0.043 (5)	0.080 (6)	−0.017 (4)	−0.010 (4)	0.001 (5)
C21	0.088 (7)	0.050 (5)	0.068 (5)	−0.009 (5)	−0.026 (5)	−0.008 (5)
C22	0.085 (6)	0.060 (6)	0.046 (5)	0.000 (5)	−0.004 (5)	−0.028 (4)
C23	0.055 (5)	0.051 (5)	0.049 (5)	−0.011 (4)	0.006 (4)	−0.005 (4)
C24	0.041 (5)	0.061 (5)	0.083 (6)	0.005 (4)	0.005 (5)	−0.002 (6)
C25	0.078 (6)	0.067 (6)	0.046 (5)	0.019 (5)	0.010 (5)	0.001 (5)
C26	0.115 (9)	0.122 (8)	0.050 (6)	−0.044 (7)	−0.034 (6)	0.010 (6)
C27	0.059 (6)	0.167 (10)	0.078 (7)	−0.047 (6)	−0.011 (6)	0.020 (8)
C28	0.063 (6)	0.131 (9)	0.051 (6)	−0.003 (6)	0.014 (5)	0.023 (6)
Co1	0.0333 (4)	0.0350 (5)	0.0254 (5)	−0.0001 (4)	−0.0013 (4)	0.0022 (5)
I1	0.0737 (3)	0.0481 (3)	0.0363 (3)	−0.0171 (3)	−0.0127 (3)	−0.0058 (2)
I2	0.0883 (4)	0.0569 (3)	0.0311 (3)	−0.0191 (3)	0.0001 (3)	0.0134 (3)
I3	0.0633 (3)	0.0495 (3)	0.0384 (3)	−0.0231 (3)	−0.0053 (2)	0.0067 (2)
N1	0.092 (4)	0.062 (4)	0.035 (3)	−0.045 (4)	−0.014 (4)	0.007 (3)
N2	0.048 (4)	0.042 (4)	0.027 (3)	−0.004 (3)	0.000 (3)	−0.001 (3)
N3	0.031 (3)	0.038 (3)	0.035 (3)	0.002 (3)	0.003 (2)	0.006 (3)
N4	0.043 (3)	0.039 (4)	0.031 (3)	0.003 (3)	0.002 (3)	−0.002 (3)
N5	0.063 (4)	0.089 (5)	0.047 (4)	0.014 (4)	−0.012 (4)	−0.011 (4)
O1	0.047 (3)	0.041 (3)	0.028 (2)	−0.001 (2)	0.002 (2)	−0.013 (2)
O2	0.048 (3)	0.075 (4)	0.044 (3)	0.015 (3)	−0.012 (3)	−0.020 (3)
O3	0.037 (3)	0.036 (3)	0.026 (2)	0.001 (2)	−0.005 (2)	0.007 (2)
O4	0.049 (3)	0.064 (3)	0.025 (3)	0.021 (2)	0.010 (2)	0.001 (2)
O5	0.045 (3)	0.048 (3)	0.034 (2)	0.007 (2)	0.006 (2)	0.010 (2)

C1—C6	1.376 (7)	C18—N3	1.336 (7)
C1—C2	1.404 (7)	C18—H18	0.9300
C1—I1	2.097 (6)	C19—N4	1.344 (7)
C2—N1	1.368 (7)	C19—C20	1.363 (9)
C2—C3	1.400 (7)	C19—H19	0.9300
C3—C4	1.381 (7)	C20—C21	1.342 (9)
C3—I2	2.105 (5)	C20—H20	0.9300
C4—C5	1.389 (7)	C21—C22	1.355 (9)
C4—C7	1.517 (8)	C21—H21	0.9300
C5—C6	1.390 (7)	C22—C23	1.391 (8)
C5—I3	2.122 (6)	C22—H22	0.9300
C6—C8	1.519 (4)	C23—N4	1.309 (7)
C7—O2	1.223 (6)	C23—H23	0.9300
C7—O1	1.238 (6)	C24—N5	1.306 (8)
C8—O4	1.248 (6)	C24—C25	1.348 (9)
C8—O3	1.250 (6)	C24—H24	0.9300
C9—N2	1.337 (7)	C25—C26	1.338 (10)
C9—C10	1.372 (9)	C25—H25	0.9300
C9—H9	0.9300	C26—C27	1.331 (11)
C10—C11	1.350 (10)	C26—H26	0.9300
C10—H10	0.9300	C27—C28	1.359 (11)
C11—C12	1.355 (10)	C27—H27	0.9300
C11—H11	0.9300	C28—N5	1.321 (9)
C12—C13	1.373 (9)	C28—H28	0.9300
C12—H12	0.9300	Co1—O1i	2.104 (4)
C13—N2	1.345 (7)	Co1—O5	2.106 (3)
C13—H13	0.9300	Co1—O3	2.135 (4)
C14—N3	1.312 (7)	Co1—N2	2.161 (5)
C14—C15	1.365 (8)	Co1—N3	2.173 (5)
C14—H14	0.9300	Co1—N4	2.180 (5)
C15—C16	1.379 (9)	N1—H1A	0.8600
C15—H15	0.9300	N1—H1B	0.8600
C16—C17	1.342 (8)	O1—Co1ii	2.104 (4)
C16—H16	0.9300	O5—H5B	0.8500
C17—C18	1.386 (8)	O5—H5A	0.8499
C17—H17	0.9300
C6—C1—C2	121.0 (5)	C19—C20—H20	120.2
C6—C1—I1	120.6 (4)	C20—C21—C22	118.4 (8)
C2—C1—I1	118.4 (4)	C20—C21—H21	120.8
N1—C2—C3	121.3 (5)	C22—C21—H21	120.8
N1—C2—C1	120.9 (5)	C21—C22—C23	118.7 (8)
C3—C2—C1	117.8 (5)	C21—C22—H22	120.6
C4—C3—C2	123.0 (5)	C23—C22—H22	120.6
C4—C3—I2	119.1 (4)	N4—C23—C22	124.0 (7)
C2—C3—I2	117.7 (4)	N4—C23—H23	118.0
C3—C4—C5	116.5 (5)	C22—C23—H23	118.0
C3—C4—C7	121.1 (5)	N5—C24—C25	123.6 (7)
C5—C4—C7	122.5 (5)	N5—C24—H24	118.2
C4—C5—C6	123.2 (5)	C25—C24—H24	118.2
C4—C5—I3	119.2 (4)	C26—C25—C24	118.6 (8)
C6—C5—I3	117.6 (4)	C26—C25—H25	120.7
C1—C6—C5	118.5 (5)	C24—C25—H25	120.7
C1—C6—C8	120.3 (5)	C27—C26—C25	119.0 (9)
C5—C6—C8	121.1 (5)	C27—C26—H26	120.5
O2—C7—O1	126.7 (7)	C25—C26—H26	120.5
O2—C7—C4	116.2 (6)	C26—C27—C28	119.9 (8)
O1—C7—C4	117.2 (5)	C26—C27—H27	120.1
O4—C8—O3	126.7 (5)	C28—C27—H27	120.1
O4—C8—C6	117.0 (6)	N5—C28—C27	121.6 (8)
O3—C8—C6	116.2 (5)	N5—C28—H28	119.2
N2—C9—C10	120.7 (7)	C27—C28—H28	119.2
N2—C9—H9	119.6	O1i—Co1—O5	84.29 (15)
C10—C9—H9	119.6	O1i—Co1—O3	170.52 (16)
C11—C10—C9	122.5 (8)	O5—Co1—O3	86.29 (15)
C11—C10—H10	118.7	O1i—Co1—N2	89.21 (16)
C9—C10—H10	118.7	O5—Co1—N2	92.37 (17)
C10—C11—C12	116.7 (8)	O3—Co1—N2	92.18 (17)
C10—C11—H11	121.7	O1i—Co1—N3	102.93 (17)
C12—C11—H11	121.7	O5—Co1—N3	172.68 (17)
C11—C12—C13	120.2 (8)	O3—Co1—N3	86.47 (17)
C11—C12—H12	119.9	N2—Co1—N3	88.95 (19)
C13—C12—H12	119.9	O1i—Co1—N4	92.29 (17)
N2—C13—C12	122.7 (7)	O5—Co1—N4	87.53 (18)
N2—C13—H13	118.7	O3—Co1—N4	86.31 (16)
C12—C13—H13	118.7	N2—Co1—N4	178.48 (19)
N3—C14—C15	124.1 (6)	N3—Co1—N4	91.0 (2)
N3—C14—H14	118.0	C2—N1—H1A	120.0
C15—C14—H14	118.0	C2—N1—H1B	120.0
C14—C15—C16	117.8 (7)	H1A—N1—H1B	120.0
C14—C15—H15	121.1	C9—N2—C13	117.2 (6)
C16—C15—H15	121.1	C9—N2—Co1	121.5 (5)
C17—C16—C15	120.0 (6)	C13—N2—Co1	121.3 (5)
C17—C16—H16	120.0	C14—N3—C18	116.9 (5)
C15—C16—H16	120.0	C14—N3—Co1	122.5 (4)
C16—C17—C18	117.9 (7)	C18—N3—Co1	120.7 (4)
C16—C17—H17	121.0	C23—N4—C19	115.3 (6)
C18—C17—H17	121.0	C23—N4—Co1	125.4 (5)
N3—C18—C17	123.2 (6)	C19—N4—Co1	118.7 (5)
N3—C18—H18	118.4	C24—N5—C28	117.2 (7)
C17—C18—H18	118.4	C7—O1—Co1ii	141.2 (4)
N4—C19—C20	123.9 (7)	C8—O3—Co1	132.1 (4)
N4—C19—H19	118.0	Co1—O5—H5B	111.5
C20—C19—H19	118.0	Co1—O5—H5A	111.4
C21—C20—C19	119.6 (7)	H5B—O5—H5A	109.4
C21—C20—H20	120.2

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···N5iii	0.85	1.94	2.748 (7)	159

Co1—O1i	2.104 (4)
Co1—O5	2.106 (3)
Co1—O3	2.135 (4)
Co1—N2	2.161 (5)
Co1—N3	2.173 (5)
Co1—N4	2.180 (5)

O1i—Co1—O3	170.52 (16)
O1i—Co1—N3	102.93 (17)
O5—Co1—N3	172.68 (17)
N2—Co1—N4	178.48 (19)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯N5ii	0.85	1.94	2.748 (7)	159

Symmetry code: (ii) .