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Acta Cryst. (2008). E64, m706-m707    [ doi:10.1107/S1600536808010842 ]

catena-Poly[[[diaquabis(1H-indole-3-acetato-[kappa]O)cobalt(II)]-[mu]-4,4'-bipyridine-[kappa]2N:N'] tetrahydrate]

J.-W. Liu and S. W. Ng

Abstract top

The 4,4'-bipyridine spacer in the title compound, [Co(C10H8NO2)2(C10H8N2)(H2O)2]·4H2O, links the diaquacobalt(II) dicarboxylate units into a linear chain; the metal atom lies on a center of inversion in an octahedral environment. The coordinated and uncoordinated water molecules interact through O-H...O hydrogen bonds to form a three-dimensional network.

Comment top

There are many crystallographic examples of transition metal di(carboxylates) that are linked by the 4,4'-bipyridine spacer ligand. Among these are examples that have coordinated water; the water entities engage in hydrogen bonding that consolidates the structure.

The title diaquadi(indole-3-carboxylato)cobalt–4,4'-bipyridine tetrahydrate (Scheme I) exists as a chain. The metal atom is coordinated by two unidentate carboxylate groups, two water molecules and two 4,4'-bipyridine ligands in an octahedral geometry (Fig. 1). The spacer ligand links the mononuclear units into a linear chain. The chains are further linked by hydrogen bonds into a three-dimensional network (Table 2).

Related literature top

For examples of diaqua transition-metal dicarboxylates that are linked by 4,4'-bipyridine, see: Deng et al. (2005); Gao et al. (2006); He et al. (2003); Hou et al. (2007); Li et al. (2006); Pedireddi & Varughese (2004); Yan et al. (2005); Zhang et al. (1999); Zheng, Su & Feng (2006); Zheng, Tong & Chen (2006).

Experimental top

Cobalt(II) sulfate septahydrate (0.28 g, 1 mmol) and 4,4'-bipyridine (0.16 g, 1 mmol) were added to a hot aqueous solution of indole-3-acetic acid (0.12 g, 1 mmol); the pH was adjusted to 6 with 0.1M sodium hydroxide. The solution was allowed to evaporate at room temperature. Single crystals are separated from the filtered solution after several days.

Refinement top

Hydrogen atoms were treated as riding, with C–H = 0.93 to 0.97 Å and were included in the refinement with U(H) set to 1.2 times Ueq(C). The water and amino H-atoms were located in a difference Fourier map, and were refined with distance restraints of O–H = N–H = 0.85±0.01 Å and H···H 1.39±0.01 Å. Their temperature factors were tied to those of the parent atoms by a factor of 1.5

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. Thermal displacement ellipsoid plot (Barbour, 2001) illustrating the coordination geometry of cobalt in Co(C10H8N2)(C10H8NO2)2(H2O)2.4H2O. Displacement ellipsoids are drawn at the 50% probability level and H atoms as spheres of arbitrary radii.
catena-Poly[[[diaquabis(1H-indole-3-acetato- κO)cobalt(II)]-µ-4,4'-bipyridine-κ2N:N'] tetrahydrate] top
Crystal data top
[Co(C10H8NO2)2(C10H8N2)(H2O)2]·4H2OF000 = 702
Mr = 671.56Dx = 1.469 Mg m−3
Monoclinic, P21/cMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2534 reflections
a = 11.5011 (3) Åθ = 2.3–21.7º
b = 16.0953 (4) ŵ = 0.63 mm−1
c = 8.8302 (2) ÅT = 295 (2) K
β = 111.784 (1)ºBlock, pink
V = 1517.86 (6) Å30.35 × 0.20 × 0.08 mm
Z = 2
Data collection top
Bruker APEXII
diffractometer		2584 independent reflections
Radiation source: fine-focus sealed tube1771 reflections with I > 2˘I)
Monochromator: graphiteRint = 0.037
T = 295(2) Kθmax = 25.0º
φ and ω scansθmin = 1.9º
Absorption correction: Multi-scan
(SADABS; Sheldrick, 1996)		h = −13→13
Tmin = 0.810, Tmax = 0.951k = −17→19
11131 measured reflectionsl = −10→9
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.040H atoms treated by a mixture of
independent and constrained refinement
wR(F2) = 0.102  w = 1/[σ2(Fo2) + (0.0506P)2 + 0.1356P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.001
2584 reflectionsΔρmax = 0.33 e Å−3
226 parametersΔρmin = −0.53 e Å−3
10 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Co(C10H8NO2)2(C10H8N2)(H2O)2]·4H2OV = 1517.86 (6) Å3
Mr = 671.56Z = 2
Monoclinic, P21/cMo Kα
a = 11.5011 (3) ŵ = 0.63 mm−1
b = 16.0953 (4) ÅT = 295 (2) K
c = 8.8302 (2) Å0.35 × 0.20 × 0.08 mm
β = 111.784 (1)º
Data collection top
Bruker APEXII
diffractometer		2584 independent reflections
Absorption correction: Multi-scan
(SADABS; Sheldrick, 1996)		1771 reflections with I > 2˘I)
Tmin = 0.810, Tmax = 0.951Rint = 0.037
11131 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.04010 restraints
wR(F2) = 0.102H atoms treated by a mixture of
independent and constrained refinement
S = 1.03Δρmax = 0.33 e Å−3
2584 reflectionsΔρmin = −0.53 e Å−3
226 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Co10.50000.50000.50000.02917 (19)
O10.57914 (16)0.50222 (11)0.7661 (2)0.0353 (5)
O20.60753 (17)0.63848 (12)0.8108 (2)0.0454 (5)
O1W0.50557 (18)0.62679 (12)0.4969 (2)0.0423 (5)
H1W10.539 (2)0.6396 (16)0.5967 (13)0.063*
H1W20.472 (2)0.6689 (12)0.441 (3)0.063*
O2W0.4133 (2)0.77242 (13)0.3416 (3)0.0535 (6)
H2W10.387 (2)0.7955 (17)0.409 (3)0.080*
H2W20.4825 (18)0.7928 (19)0.348 (4)0.080*
O3W0.6525 (2)0.34501 (14)0.9218 (3)0.0617 (6)
H3W10.631 (3)0.3921 (10)0.877 (3)0.093*
H3W20.644 (3)0.3081 (13)0.850 (3)0.093*
N10.8052 (3)0.72774 (16)1.3063 (3)0.0603 (8)
H1N0.806 (3)0.7654 (15)1.373 (3)0.090*
N20.30936 (19)0.50106 (13)0.4973 (3)0.0335 (6)
C10.6121 (2)0.56454 (19)0.8587 (3)0.0339 (7)
C20.6562 (3)0.55025 (19)1.0415 (3)0.0443 (8)
H2A0.58340.54401.07090.053*
H2B0.70280.49851.06760.053*
C30.7364 (3)0.61775 (17)1.1427 (3)0.0374 (7)
C40.7058 (3)0.6757 (2)1.2330 (4)0.0530 (9)
H40.62850.67961.24360.064*
C50.8624 (3)0.63474 (17)1.1623 (3)0.0369 (7)
C60.9462 (3)0.5963 (2)1.1030 (4)0.0522 (8)
H60.92160.55041.03440.063*
C71.0646 (3)0.6275 (3)1.1475 (5)0.0712 (11)
H71.12080.60221.10880.085*
C81.1028 (3)0.6955 (3)1.2485 (5)0.0776 (12)
H81.18420.71491.27610.093*
C91.0246 (3)0.7352 (2)1.3093 (4)0.0656 (10)
H91.05100.78121.37710.079*
C100.9034 (3)0.70374 (18)1.2654 (3)0.0460 (8)
C110.2700 (2)0.55901 (17)0.5739 (4)0.0393 (7)
H110.32550.60110.62730.047*
C120.1515 (2)0.56060 (17)0.5789 (3)0.0401 (7)
H120.13000.60250.63620.048*
C130.0644 (2)0.50028 (16)0.4993 (3)0.0309 (6)
C140.1058 (2)0.44017 (18)0.4190 (4)0.0439 (8)
H140.05210.39770.36330.053*
C150.2258 (3)0.44290 (18)0.4212 (4)0.0439 (8)
H150.25030.40140.36590.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0262 (3)0.0343 (3)0.0289 (3)0.0001 (2)0.0124 (2)0.0008 (3)
O10.0385 (11)0.0364 (11)0.0311 (11)−0.0045 (9)0.0129 (9)−0.0043 (10)
O20.0620 (14)0.0377 (13)0.0338 (12)−0.0019 (11)0.0146 (10)0.0007 (11)
O1W0.0498 (12)0.0364 (12)0.0347 (11)0.0023 (10)0.0088 (10)0.0033 (10)
O2W0.0640 (15)0.0449 (14)0.0537 (15)−0.0024 (12)0.0243 (12)−0.0021 (11)
O3W0.0847 (17)0.0520 (14)0.0557 (15)0.0017 (15)0.0343 (14)0.0021 (12)
N10.081 (2)0.0483 (19)0.0477 (19)0.0026 (17)0.0200 (17)−0.0148 (15)
N20.0311 (12)0.0415 (14)0.0303 (13)−0.0024 (12)0.0142 (10)−0.0054 (12)
C10.0275 (14)0.045 (2)0.0317 (17)−0.0034 (14)0.0144 (12)−0.0003 (17)
C20.0499 (18)0.053 (2)0.0284 (17)−0.0093 (16)0.0130 (14)−0.0004 (16)
C30.0463 (17)0.0416 (18)0.0240 (16)−0.0032 (15)0.0125 (13)−0.0028 (14)
C40.051 (2)0.063 (2)0.046 (2)0.0047 (18)0.0186 (16)−0.0020 (18)
C50.0443 (17)0.0373 (18)0.0297 (16)−0.0010 (15)0.0145 (13)0.0031 (15)
C60.056 (2)0.054 (2)0.052 (2)−0.0043 (17)0.0275 (17)−0.0029 (17)
C70.059 (2)0.087 (3)0.078 (3)−0.001 (2)0.037 (2)0.010 (2)
C80.053 (2)0.102 (3)0.071 (3)−0.022 (2)0.015 (2)0.019 (3)
C90.073 (3)0.058 (2)0.049 (2)−0.026 (2)0.0027 (19)0.0010 (19)
C100.059 (2)0.0398 (19)0.0331 (19)−0.0060 (17)0.0094 (16)−0.0011 (16)
C110.0318 (16)0.0437 (18)0.0445 (19)−0.0071 (14)0.0166 (13)−0.0130 (16)
C120.0348 (16)0.0449 (19)0.0467 (19)−0.0023 (14)0.0221 (14)−0.0130 (15)
C130.0266 (14)0.0405 (17)0.0276 (15)0.0003 (14)0.0125 (11)−0.0003 (14)
C140.0317 (16)0.049 (2)0.054 (2)−0.0066 (14)0.0191 (14)−0.0151 (16)
C150.0361 (17)0.052 (2)0.049 (2)−0.0035 (16)0.0225 (15)−0.0193 (17)
Geometric parameters (Å, °) top
Co1—O12.182 (2)C3—C41.355 (4)
Co1—O1i2.182 (2)C3—C51.421 (3)
Co1—O1Wi2.042 (2)C4—H40.9300
Co1—O1W2.042 (2)C5—C61.400 (4)
Co1—N22.184 (2)C5—C101.402 (4)
Co1—N2i2.184 (2)C6—C71.365 (4)
O1—C11.260 (3)C6—H60.9300
O2—C11.258 (3)C7—C81.376 (5)
O1W—H1W10.85 (3)C7—H70.9300
O1W—H1W20.85 (3)C8—C91.365 (5)
O2W—H2W10.85 (3)C8—H80.9300
O2W—H2W20.84 (3)C9—C101.396 (4)
O3W—H3W10.85 (3)C9—H90.9300
O3W—H3W20.85 (3)C11—C121.380 (3)
N1—C101.364 (4)C11—H110.9300
N1—C41.371 (4)C12—C131.385 (3)
N1—H1N0.84 (1)C12—H120.9300
N2—C111.327 (3)C13—C141.384 (3)
N2—C151.331 (3)C13—C13ii1.487 (5)
C1—C21.519 (4)C14—C151.374 (3)
C2—C31.489 (4)C14—H140.9300
C2—H2A0.9700C15—H150.9300
C2—H2B0.9700
O1—Co1—O1i180.0N1—C4—H4124.9
O1—Co1—O1W89.74 (7)C6—C5—C10118.7 (3)
O1—Co1—O1Wi90.26 (7)C6—C5—C3133.0 (3)
O1—Co1—N291.58 (7)C10—C5—C3108.3 (2)
O1—Co1—N2i88.42 (7)C7—C6—C5118.8 (3)
O1W—Co1—O1Wi180.0C7—C6—H6120.6
O1W—Co1—N291.63 (8)C5—C6—H6120.6
O1W—Co1—N2i88.37 (8)C6—C7—C8121.6 (3)
N2—Co1—N2i180.0C6—C7—H7119.2
C1—O1—Co1128.05 (17)C8—C7—H7119.2
Co1—O1W—H1W1104 (2)C9—C8—C7121.9 (3)
Co1—O1W—H1W2143 (2)C9—C8—H8119.1
H1W1—O1W—H1W2111 (2)C7—C8—H8119.1
H2W1—O2W—H2W2111 (2)C8—C9—C10117.2 (3)
H3W1—O3W—H3W2110 (2)C8—C9—H9121.4
C10—N1—C4109.2 (3)C10—C9—H9121.4
C10—N1—H1N127 (3)N1—C10—C9131.6 (3)
C4—N1—H1N124 (3)N1—C10—C5106.5 (3)
C11—N2—C15115.6 (2)C9—C10—C5121.9 (3)
C11—N2—Co1122.10 (17)N2—C11—C12123.9 (2)
C15—N2—Co1122.25 (17)N2—C11—H11118.1
O2—C1—O1124.7 (3)C12—C11—H11118.1
O2—C1—C2117.2 (3)C11—C12—C13120.5 (2)
O1—C1—C2118.1 (2)C11—C12—H12119.7
C3—C2—C1114.6 (2)C13—C12—H12119.7
C3—C2—H2A108.6C14—C13—C12115.4 (2)
C1—C2—H2A108.6C14—C13—C13ii122.2 (3)
C3—C2—H2B108.6C12—C13—C13ii122.4 (3)
C1—C2—H2B108.6C15—C14—C13120.3 (3)
H2A—C2—H2B107.6C15—C14—H14119.8
C4—C3—C5105.8 (3)C13—C14—H14119.8
C4—C3—C2128.1 (3)N2—C15—C14124.2 (3)
C5—C3—C2126.1 (2)N2—C15—H15117.9
C3—C4—N1110.2 (3)C14—C15—H15117.9
C3—C4—H4124.9
O1Wi—Co1—O1—C1178.5 (2)C2—C3—C5—C10179.3 (3)
O1W—Co1—O1—C1−1.5 (2)C10—C5—C6—C7−0.1 (4)
N2—Co1—O1—C1−93.1 (2)C3—C5—C6—C7−178.7 (3)
N2i—Co1—O1—C186.9 (2)C5—C6—C7—C8−0.2 (5)
O1Wi—Co1—N2—C11144.9 (2)C6—C7—C8—C90.1 (6)
O1W—Co1—N2—C11−35.1 (2)C7—C8—C9—C100.2 (5)
O1—Co1—N2—C1154.6 (2)C4—N1—C10—C9−179.1 (3)
O1i—Co1—N2—C11−125.4 (2)C4—N1—C10—C50.4 (3)
O1Wi—Co1—N2—C15−34.0 (2)C8—C9—C10—N1178.9 (3)
O1W—Co1—N2—C15146.0 (2)C8—C9—C10—C5−0.5 (5)
O1—Co1—N2—C15−124.2 (2)C6—C5—C10—N1−179.2 (3)
O1i—Co1—N2—C1555.8 (2)C3—C5—C10—N1−0.2 (3)
Co1—O1—C1—O2−2.0 (4)C6—C5—C10—C90.4 (4)
Co1—O1—C1—C2175.64 (15)C3—C5—C10—C9179.4 (3)
O2—C1—C2—C3−24.1 (3)C15—N2—C11—C120.7 (4)
O1—C1—C2—C3158.1 (2)Co1—N2—C11—C12−178.1 (2)
C1—C2—C3—C4106.8 (3)N2—C11—C12—C13−1.0 (4)
C1—C2—C3—C5−72.4 (4)C11—C12—C13—C140.6 (4)
C5—C3—C4—N10.4 (3)C11—C12—C13—C13ii−179.7 (3)
C2—C3—C4—N1−179.0 (3)C12—C13—C14—C15−0.2 (4)
C10—N1—C4—C3−0.5 (4)C13ii—C13—C14—C15−179.8 (3)
C4—C3—C5—C6178.7 (3)C11—N2—C15—C14−0.2 (4)
C2—C3—C5—C6−2.0 (5)Co1—N2—C15—C14178.7 (2)
C4—C3—C5—C10−0.1 (3)C13—C14—C15—N2−0.1 (5)
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O20.85 (3)1.76 (3)2.585 (2)165 (3)
O1W—H1W2···O2W0.85 (3)1.89 (3)2.724 (3)171 (3)
O2W—H2W1···O3Wiii0.85 (3)1.89 (3)2.735 (3)173 (3)
O2W—H2W2···O2iv0.84 (3)1.94 (3)2.752 (3)162 (3)
O3W—H3W1···O10.85 (3)2.00 (3)2.854 (3)179 (3)
O3W—H3W2···O2Wi0.85 (3)2.03 (3)2.872 (3)168 (3)
N1—H1N···O2v0.84 (1)2.64 (3)3.142 (3)120 (3)
Symmetry codes: (iii) −x+1, y+1/2, −z+3/2; (iv) x, −y+3/2, z−1/2; (i) −x+1, −y+1, −z+1; (v) x, −y+3/2, z+1/2.
Table 1
Selected geometric parameters (Å, °) top
Co1—O12.182 (2)Co1—N22.184 (2)
Co1—O1W2.042 (2)
O1—Co1—O1W89.74 (7)O1—Co1—N2i88.42 (7)
O1—Co1—O1Wi90.26 (7)O1W—Co1—N291.63 (8)
O1—Co1—N291.58 (7)O1W—Co1—N2i88.37 (8)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O20.85 (3)1.76 (3)2.585 (2)165 (3)
O1W—H1W2···O2W0.85 (3)1.89 (3)2.724 (3)171 (3)
O2W—H2W1···O3Wii0.85 (3)1.89 (3)2.735 (3)173 (3)
O2W—H2W2···O2iii0.84 (3)1.94 (3)2.752 (3)162 (3)
O3W—H3W1···O10.85 (3)2.00 (3)2.854 (3)179 (3)
O3W—H3W2···O2Wi0.85 (3)2.03 (3)2.872 (3)168 (3)
Symmetry codes: (ii) −x+1, y+1/2, −z+3/2; (iii) x, −y+3/2, z−1/2; (i) −x+1, −y+1, −z+1.
Acknowledgements top

We thank Daqing Petroleum Institute and the University of Malaya for generously supporting this study.

references
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