metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 68| Part 4| April 2012| Pages m521-m522

Di­aqua­bis­­(2-iodo­benzoato-κO)bis­­(nicotinamide-κN1)cobalt(II)

aDepartment of Chemistry, Kafkas University, 36100 Kars, Turkey, bDepartment of Physics, Sakarya University, 54187 Esentepe, Sakarya, Turkey, and cDepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey
*Correspondence e-mail: merzifon@hacettepe.edu.tr

(Received 20 March 2012; accepted 27 March 2012; online 31 March 2012)

In the title complex, [Co(C7H4IO2)2(C6H6N2O)2(H2O)2], the CoII cation is located on an inversion center and is coordinated by two monodentate 2-iodo­benzoate (IB) anions, two nicotin­amide (NA) ligands and two water mol­ecules. The four O atoms in the equatorial plane around the CoII cation form a slightly distorted square-planar arrangement, while the slightly distorted octa­hedral coordination is completed by the two N atoms of the NA ligands in the axial positions. The dihedral angle between the carboxyl­ate group and the adjacent benzene ring is 22.3 (3)°, while the pyridine ring and the benzene ring are oriented at a dihedral angle of 84.59 (13)°. Intra­molecular O—H⋯O hydrogen bonding occurs between the carboxyl­ate group and coordinated water mol­ecule. In the crystal, N—H⋯O, O—H⋯O and weak C—H⋯O hydrogen bonds link the mol­ecules into a three-dimensional supra­molecular network.

Related literature

For niacin, see: Krishnamachari (1974[Krishnamachari, K. A. V. R. (1974). Am. J. Clin. Nutr. 27, 108-111.]). For the nicotinic acid derivative N,N-diethyl­nicotinamide, see: Bigoli et al. (1972[Bigoli, F., Braibanti, A., Pellinghelli, M. A. & Tiripicchio, A. (1972). Acta Cryst. B28, 962-966.]). For related structures, see: Hökelek et al. (1996[Hökelek, T., Gündüz, H. & Necefouglu, H. (1996). Acta Cryst. C52, 2470-2473.], 2009a[Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoğlu, H. (2009a). Acta Cryst. E65, m466-m467.],b[Hökelek, T., Dal, H., Tercan, B., Özbek, F. E. & Necefoğlu, H. (2009b). Acta Cryst. E65, m607-m608.]); Hökelek & Necefoğlu (1998[Hökelek, T. & Necefoğlu, H. (1998). Acta Cryst. C54, 1242-1244.], 2007[Hökelek, T. & Necefoğlu, H. (2007). Acta Cryst. E63, m821-m823.]); Necefoğlu et al. (2011a[Necefoğlu, H., Özbek, F. E., Öztürk, V., Tercan, B. & Hökelek, T. (2011a). Acta Cryst. E67, m900-m901.],b[Necefoğlu, H., Maracı, A., Özbek, F. E., Tercan, B. & Hökelek, T. (2011b). Acta Cryst. E67, m619-m620.]). For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • [Co(C7H4IO2)2(C6H6N2O)2(H2O)2]

  • Mr = 833.22

  • Monoclinic, P 21 /c

  • a = 7.9475 (2) Å

  • b = 19.7551 (4) Å

  • c = 9.7070 (3) Å

  • β = 108.642 (3)°

  • V = 1444.07 (7) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 2.79 mm−1

  • T = 100 K

  • 0.35 × 0.22 × 0.17 mm

Data collection
  • Bruker Kappa APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.484, Tmax = 0.623

  • 12419 measured reflections

  • 3618 independent reflections

  • 3378 reflections with I > 2σ(I)

  • Rint = 0.030

Refinement
  • R[F2 > 2σ(F2)] = 0.046

  • wR(F2) = 0.110

  • S = 1.16

  • 3618 reflections

  • 203 parameters

  • 6 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 2.60 e Å−3

  • Δρmin = −2.03 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
N2—H21⋯O1i 0.86 (6) 2.02 (6) 2.837 (6) 158 (5)
N2—H22⋯O3ii 0.86 (6) 2.21 (7) 2.984 (7) 151 (7)
O4—H41⋯O3iii 0.86 (5) 2.00 (5) 2.827 (5) 162 (5)
O4—H42⋯O1 0.86 (5) 1.80 (6) 2.631 (5) 161 (7)
C10—H10⋯O1i 0.93 2.51 3.400 (6) 160
Symmetry codes: (i) x, y, z-1; (ii) -x+1, -y+1, -z-1; (iii) -x+1, -y+1, -z.

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).

Supporting information


Comment top

As a part of our ongoing investigations of transition metal complexes of nicotinamide (NA), one form of niacin (Krishnamachari, 1974), and/or the nicotinic acid derivative N,N-diethylnicotinamide (DENA), an important respiratory stimulant (Bigoli et al., 1972), the title compound was synthesized and its crystal structure is reported herein.

The asymmetric unit of the title mononuclear CoIIcomplex, (Fig. 1), contains one-half molecule. It consists of two nicotinamide (NA), two 2-iodobenzoate (IB) ligands and two coordinated water molecules, all ligands coordinating in a monodentate manner. The crystal structures of similar complexes of CuII, CoII, NiII, MnII and ZnII ions, [Cu(C7H5O2)2(C10H14N2O)2] (Hökelek et al., 1996), [Cu(C7H4BrO2)2(C6H6N2O)2(H2O)2] (Necefoğlu et al., 2011a), [Co(C6H6N2O)2(C7H4NO4)2(H2O)2] (Hökelek & Necefog˘lu, 1998), [Co(C9H9O2)2(C10H14N2O)2(H2O)2] (Necefoğlu et al., 2011b), [Ni(C7H4ClO2)2(C6H6N2O)2(H2O)2] (Hökelek et al., 2009a), [Mn(C9H10NO2)2(H2O)4].2H2O (Hökelek & Necefoğlu, 2007) and [Zn(C7H4BrO2)2(C6H6N2O)2(H2O)2] (Hökelek et al., 2009b) have also been reported. In the copper(II) complex mentioned above the two benzoate ions coordinate to the CuII atom as bidentate ligands, while in the other structures all the ligands coordinate in a monodentate manner.

In the title complex, the four symmetry related O atoms (O2, O2', O4 and O4') in the equatorial plane around the CoII ion form a slightly distorted square-planar arrangement, while the slightly distorted octahedral coordination is completed by the two symmetry related N atoms of the NA ligands (N1 and N1') in the axial positions. The near equalities of the C1—O1 [1.253 (6) Å] and C1—O2 [1.263 (6) Å] bonds in the carboxylate group indicate delocalized bonding arrangement, rather than localized single and double bonds. The Co—O bond lengths are 2.077 (3) Å (for benzoate oxygens) and 2.135 (4) Å (for water oxygens), and the Co—N bond length is 2.134 (4) Å, close to standard values (Allen et al., 1987). The Co atom is displaced out of the mean-plane of the carboxylate group (O1/C1/O2) by 0.5765 (1) Å. The dihedral angle between the planar carboxylate group and the adjacent benzene ring A (C2—C7) is 22.33 (31)°. The benzene A (C2—C7) and the pyridine B (N1/C8—C12) rings are oriented at a dihedral angle of A/B = 84.59 (13)°.

In the crystal, intermolecular N—H···O, O—H···O and C—H···O hydrogen bonds (Table 1) link the molecules into a three-dimensional network.

Related literature top

For niacin, see: Krishnamachari (1974). For the nicotinic acid derivative N,N-diethylnicotinamide, see: Bigoli et al. (1972). For related structures, see: Hökelek et al. (1996, 2009a,b); Hökelek & Necefoğlu (1998, 2007); Necefoğlu et al. (2011a,b). For bond-length data, see: Allen et al. (1987).

Experimental top

The title compound was prepared by the reaction of CoSO4.7H2O (1.406 g, 5 mmol) in H2O (20 ml) and NA (1.220 g, 10 mmol) in H2O (20 ml) with sodium 2-iodobenzoate (2.700 g, 10 mmol) in H2O (100 ml) at room temperature. The mixture was filtered and set aside to crystallize at ambient temperature for one week, giving orange single crystals.

Refinement top

Atoms H21 and H22 (for NH2) and H41 and H42 (for H2O) were located in a difference Fourier map and were refined by applying restraints. The C-bound H-atoms were positioned geometrically with C—H = 0.93 Å for aromatic H-atoms, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C). The highest residual electron density was found 0.87 Å from I1 and the deepest hole 1.30 Å from C5.

Structure description top

As a part of our ongoing investigations of transition metal complexes of nicotinamide (NA), one form of niacin (Krishnamachari, 1974), and/or the nicotinic acid derivative N,N-diethylnicotinamide (DENA), an important respiratory stimulant (Bigoli et al., 1972), the title compound was synthesized and its crystal structure is reported herein.

The asymmetric unit of the title mononuclear CoIIcomplex, (Fig. 1), contains one-half molecule. It consists of two nicotinamide (NA), two 2-iodobenzoate (IB) ligands and two coordinated water molecules, all ligands coordinating in a monodentate manner. The crystal structures of similar complexes of CuII, CoII, NiII, MnII and ZnII ions, [Cu(C7H5O2)2(C10H14N2O)2] (Hökelek et al., 1996), [Cu(C7H4BrO2)2(C6H6N2O)2(H2O)2] (Necefoğlu et al., 2011a), [Co(C6H6N2O)2(C7H4NO4)2(H2O)2] (Hökelek & Necefog˘lu, 1998), [Co(C9H9O2)2(C10H14N2O)2(H2O)2] (Necefoğlu et al., 2011b), [Ni(C7H4ClO2)2(C6H6N2O)2(H2O)2] (Hökelek et al., 2009a), [Mn(C9H10NO2)2(H2O)4].2H2O (Hökelek & Necefoğlu, 2007) and [Zn(C7H4BrO2)2(C6H6N2O)2(H2O)2] (Hökelek et al., 2009b) have also been reported. In the copper(II) complex mentioned above the two benzoate ions coordinate to the CuII atom as bidentate ligands, while in the other structures all the ligands coordinate in a monodentate manner.

In the title complex, the four symmetry related O atoms (O2, O2', O4 and O4') in the equatorial plane around the CoII ion form a slightly distorted square-planar arrangement, while the slightly distorted octahedral coordination is completed by the two symmetry related N atoms of the NA ligands (N1 and N1') in the axial positions. The near equalities of the C1—O1 [1.253 (6) Å] and C1—O2 [1.263 (6) Å] bonds in the carboxylate group indicate delocalized bonding arrangement, rather than localized single and double bonds. The Co—O bond lengths are 2.077 (3) Å (for benzoate oxygens) and 2.135 (4) Å (for water oxygens), and the Co—N bond length is 2.134 (4) Å, close to standard values (Allen et al., 1987). The Co atom is displaced out of the mean-plane of the carboxylate group (O1/C1/O2) by 0.5765 (1) Å. The dihedral angle between the planar carboxylate group and the adjacent benzene ring A (C2—C7) is 22.33 (31)°. The benzene A (C2—C7) and the pyridine B (N1/C8—C12) rings are oriented at a dihedral angle of A/B = 84.59 (13)°.

In the crystal, intermolecular N—H···O, O—H···O and C—H···O hydrogen bonds (Table 1) link the molecules into a three-dimensional network.

For niacin, see: Krishnamachari (1974). For the nicotinic acid derivative N,N-diethylnicotinamide, see: Bigoli et al. (1972). For related structures, see: Hökelek et al. (1996, 2009a,b); Hökelek & Necefoğlu (1998, 2007); Necefoğlu et al. (2011a,b). For bond-length data, see: Allen et al. (1987).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title molecule with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level [symmetry code: (') -x, 1-y, -z].
Diaquabis(2-iodobenzoato-κO)bis(nicotinamide-κN1)cobalt(II) top
Crystal data top
[Co(C7H4IO2)2(C6H6N2O)2(H2O)2]F(000) = 810
Mr = 833.22Dx = 1.916 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 8593 reflections
a = 7.9475 (2) Åθ = 2.4–28.5°
b = 19.7551 (4) ŵ = 2.79 mm1
c = 9.7070 (3) ÅT = 100 K
β = 108.642 (3)°Block, pink
V = 1444.07 (7) Å30.35 × 0.22 × 0.17 mm
Z = 2
Data collection top
Bruker Kappa APEXII CCD area-detector
diffractometer
3618 independent reflections
Radiation source: fine-focus sealed tube3378 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.030
φ and ω scansθmax = 28.5°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2005)
h = 109
Tmin = 0.484, Tmax = 0.623k = 2326
12419 measured reflectionsl = 1213
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.110H atoms treated by a mixture of independent and constrained refinement
S = 1.16 w = 1/[σ2(Fo2) + (0.0244P)2 + 14.519P]
where P = (Fo2 + 2Fc2)/3
3618 reflections(Δ/σ)max < 0.001
203 parametersΔρmax = 2.60 e Å3
6 restraintsΔρmin = 2.03 e Å3
Crystal data top
[Co(C7H4IO2)2(C6H6N2O)2(H2O)2]V = 1444.07 (7) Å3
Mr = 833.22Z = 2
Monoclinic, P21/cMo Kα radiation
a = 7.9475 (2) ŵ = 2.79 mm1
b = 19.7551 (4) ÅT = 100 K
c = 9.7070 (3) Å0.35 × 0.22 × 0.17 mm
β = 108.642 (3)°
Data collection top
Bruker Kappa APEXII CCD area-detector
diffractometer
3618 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2005)
3378 reflections with I > 2σ(I)
Tmin = 0.484, Tmax = 0.623Rint = 0.030
12419 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0466 restraints
wR(F2) = 0.110H atoms treated by a mixture of independent and constrained refinement
S = 1.16 w = 1/[σ2(Fo2) + (0.0244P)2 + 14.519P]
where P = (Fo2 + 2Fc2)/3
3618 reflectionsΔρmax = 2.60 e Å3
203 parametersΔρmin = 2.03 e Å3
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
xyzUiso*/Ueq
I10.12711 (5)0.234042 (17)0.36675 (4)0.01979 (11)
Co10.00000.50000.00000.00988 (19)
O10.1064 (5)0.37344 (19)0.2233 (4)0.0159 (7)
O20.1200 (5)0.41184 (18)0.0387 (4)0.0133 (7)
O30.4451 (5)0.4942 (2)0.3249 (4)0.0209 (8)
O40.2604 (5)0.45921 (18)0.0942 (4)0.0143 (7)
H410.340 (7)0.482 (3)0.158 (5)0.03 (2)*
H420.232 (9)0.426 (2)0.140 (6)0.023 (17)*
N10.0033 (6)0.4599 (2)0.2032 (4)0.0123 (8)
N20.3548 (6)0.4252 (3)0.5189 (5)0.0189 (9)
H210.277 (7)0.401 (3)0.582 (6)0.022 (17)*
H220.443 (7)0.439 (4)0.544 (8)0.03 (2)*
C10.0541 (7)0.3739 (2)0.1473 (5)0.0123 (9)
C20.1818 (6)0.3282 (2)0.1896 (5)0.0120 (9)
C30.1334 (7)0.2707 (3)0.2769 (5)0.0137 (9)
C40.2597 (7)0.2321 (3)0.3134 (6)0.0179 (10)
H40.22590.19330.36960.022*
C50.4357 (8)0.2521 (3)0.2652 (6)0.0224 (11)
H50.52030.22640.28930.027*
C60.4873 (7)0.3098 (3)0.1819 (6)0.0196 (10)
H60.60530.32370.15190.024*
C70.3609 (7)0.3466 (3)0.1436 (5)0.0154 (10)
H70.39630.38480.08550.019*
C80.1496 (7)0.4667 (2)0.2414 (5)0.0133 (9)
H80.24490.49050.17950.016*
C90.1669 (7)0.4400 (2)0.3686 (5)0.0125 (9)
C100.0245 (7)0.4041 (3)0.4594 (5)0.0149 (9)
H100.03120.38540.54540.018*
C110.1281 (7)0.3965 (3)0.4207 (5)0.0164 (10)
H110.22460.37220.47970.020*
C120.1345 (7)0.4255 (3)0.2930 (5)0.0157 (10)
H120.23780.42110.26820.019*
C130.3344 (7)0.4547 (3)0.4023 (5)0.0143 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
I10.01340 (17)0.01704 (18)0.02576 (18)0.00204 (12)0.00180 (13)0.00652 (13)
Co10.0102 (4)0.0108 (4)0.0076 (4)0.0005 (3)0.0014 (3)0.0001 (3)
O10.0127 (17)0.0198 (18)0.0117 (15)0.0025 (14)0.0011 (13)0.0023 (13)
O20.0149 (17)0.0130 (17)0.0096 (15)0.0024 (13)0.0005 (13)0.0001 (12)
O30.0160 (19)0.032 (2)0.0151 (17)0.0088 (16)0.0054 (15)0.0074 (15)
O40.0125 (17)0.0159 (18)0.0128 (15)0.0008 (13)0.0016 (13)0.0008 (13)
N10.014 (2)0.013 (2)0.0095 (17)0.0006 (15)0.0024 (15)0.0000 (14)
N20.015 (2)0.028 (3)0.016 (2)0.0072 (18)0.0081 (18)0.0081 (18)
C10.015 (2)0.010 (2)0.010 (2)0.0014 (18)0.0032 (18)0.0025 (16)
C20.011 (2)0.014 (2)0.010 (2)0.0026 (17)0.0020 (17)0.0017 (16)
C30.013 (2)0.016 (2)0.010 (2)0.0013 (18)0.0017 (18)0.0011 (17)
C40.019 (3)0.015 (2)0.020 (2)0.001 (2)0.007 (2)0.0013 (19)
C50.016 (3)0.026 (3)0.029 (3)0.004 (2)0.012 (2)0.001 (2)
C60.014 (2)0.020 (3)0.025 (3)0.000 (2)0.007 (2)0.003 (2)
C70.012 (2)0.015 (2)0.016 (2)0.0004 (18)0.0005 (19)0.0002 (18)
C80.014 (2)0.011 (2)0.011 (2)0.0011 (18)0.0003 (18)0.0004 (16)
C90.013 (2)0.013 (2)0.010 (2)0.0000 (18)0.0023 (18)0.0010 (17)
C100.014 (2)0.018 (2)0.012 (2)0.0004 (19)0.0029 (18)0.0030 (18)
C110.013 (2)0.018 (2)0.016 (2)0.0031 (19)0.0017 (19)0.0048 (18)
C120.015 (2)0.017 (2)0.015 (2)0.0002 (19)0.0038 (19)0.0005 (18)
C130.013 (2)0.017 (2)0.011 (2)0.0014 (18)0.0018 (18)0.0002 (17)
Geometric parameters (Å, º) top
I1—C32.102 (5)C2—C71.397 (7)
Co1—O22.077 (3)C3—C41.393 (7)
Co1—O2i2.077 (3)C4—H40.9300
Co1—O42.135 (4)C5—C41.383 (8)
Co1—O4i2.135 (4)C5—C61.383 (8)
Co1—N12.134 (4)C5—H50.9300
Co1—N1i2.134 (4)C6—H60.9300
O1—C11.253 (6)C7—C61.384 (7)
O2—C11.263 (6)C7—H70.9300
O3—C131.235 (6)C8—C91.390 (6)
O4—H410.855 (18)C8—H80.9300
O4—H420.86 (2)C9—C131.497 (7)
N1—C81.335 (7)C10—C91.386 (7)
N1—C121.345 (6)C10—C111.389 (7)
N2—C131.328 (6)C10—H100.9300
N2—H210.86 (2)C11—C121.381 (7)
N2—H220.86 (2)C11—H110.9300
C2—C11.510 (7)C12—H120.9300
C2—C31.396 (7)
O2i—Co1—O2180.0C4—C3—I1113.6 (4)
O2—Co1—N189.86 (14)C4—C3—C2121.3 (5)
O2i—Co1—N190.14 (14)C3—C4—H4120.3
O2—Co1—N1i90.14 (14)C5—C4—C3119.4 (5)
O2i—Co1—N1i89.86 (14)C5—C4—H4120.3
N1i—Co1—N1180.0C4—C5—H5119.6
O2—Co1—O492.53 (14)C6—C5—C4120.8 (5)
O2i—Co1—O487.47 (14)C6—C5—H5119.6
O2—Co1—O4i87.47 (14)C5—C6—C7119.0 (5)
O2i—Co1—O4i92.53 (14)C5—C6—H6120.5
O4i—Co1—O4180.00 (18)C7—C6—H6120.5
N1—Co1—O487.66 (15)C2—C7—H7119.0
N1i—Co1—O492.34 (15)C6—C7—C2122.1 (5)
N1—Co1—O4i92.34 (15)C6—C7—H7119.0
N1i—Co1—O4i87.66 (15)N1—C8—C9123.4 (5)
C1—O2—Co1123.9 (3)N1—C8—H8118.3
Co1—O4—H41120 (5)C9—C8—H8118.3
Co1—O4—H4298 (5)C8—C9—C13117.9 (4)
H42—O4—H41106 (4)C10—C9—C8117.8 (5)
C8—N1—Co1119.2 (3)C10—C9—C13124.2 (4)
C8—N1—C12118.2 (4)C9—C10—C11119.3 (5)
C12—N1—Co1122.6 (3)C9—C10—H10120.3
C13—N2—H21126 (5)C11—C10—H10120.3
C13—N2—H22116 (5)C10—C11—H11120.5
H21—N2—H22116 (7)C12—C11—C10118.9 (5)
O1—C1—O2124.6 (5)C12—C11—H11120.5
O1—C1—C2118.8 (4)N1—C12—C11122.3 (5)
O2—C1—C2116.5 (4)N1—C12—H12118.8
C3—C2—C1125.0 (4)C11—C12—H12118.8
C3—C2—C7117.4 (5)O3—C13—N2122.6 (5)
C7—C2—C1117.5 (4)O3—C13—C9120.0 (4)
C2—C3—I1125.1 (4)N2—C13—C9117.4 (4)
N1—Co1—O2—C1121.0 (4)C1—C2—C3—I10.8 (7)
N1i—Co1—O2—C159.0 (4)C1—C2—C3—C4178.6 (5)
O4—Co1—O2—C133.4 (4)C7—C2—C3—I1177.7 (3)
O4i—Co1—O2—C1146.6 (4)C7—C2—C3—C41.7 (7)
O2—Co1—N1—C8135.9 (4)C1—C2—C7—C6177.2 (5)
O2i—Co1—N1—C844.1 (4)C3—C2—C7—C60.1 (7)
O2—Co1—N1—C1241.5 (4)I1—C3—C4—C5177.8 (4)
O2i—Co1—N1—C12138.5 (4)C2—C3—C4—C51.6 (8)
O4—Co1—N1—C843.3 (4)C6—C5—C4—C30.1 (8)
O4i—Co1—N1—C8136.7 (4)C4—C5—C6—C71.7 (8)
O4—Co1—N1—C12134.1 (4)C2—C7—C6—C51.6 (8)
O4i—Co1—N1—C1245.9 (4)N1—C8—C9—C100.4 (7)
Co1—O2—C1—O119.5 (7)N1—C8—C9—C13176.6 (4)
Co1—O2—C1—C2158.0 (3)C8—C9—C13—O36.2 (7)
Co1—N1—C8—C9177.4 (4)C8—C9—C13—N2175.6 (5)
C12—N1—C8—C90.2 (7)C10—C9—C13—O3170.7 (5)
Co1—N1—C12—C11176.4 (4)C10—C9—C13—N27.6 (8)
C8—N1—C12—C111.1 (7)C11—C10—C9—C80.2 (7)
C3—C2—C1—O121.1 (7)C11—C10—C9—C13176.7 (5)
C3—C2—C1—O2161.2 (5)C9—C10—C11—C120.6 (8)
C7—C2—C1—O1155.8 (5)C10—C11—C12—N11.3 (8)
C7—C2—C1—O221.9 (6)
Symmetry code: (i) x, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H21···O1ii0.86 (6)2.02 (6)2.837 (6)158 (5)
N2—H22···O3iii0.86 (6)2.21 (7)2.984 (7)151 (7)
O4—H41···O3iv0.86 (5)2.00 (5)2.827 (5)162 (5)
O4—H42···O10.86 (5)1.80 (6)2.631 (5)161 (7)
C10—H10···O1ii0.932.513.400 (6)160
Symmetry codes: (ii) x, y, z1; (iii) x+1, y+1, z1; (iv) x+1, y+1, z.

Experimental details

Crystal data
Chemical formula[Co(C7H4IO2)2(C6H6N2O)2(H2O)2]
Mr833.22
Crystal system, space groupMonoclinic, P21/c
Temperature (K)100
a, b, c (Å)7.9475 (2), 19.7551 (4), 9.7070 (3)
β (°) 108.642 (3)
V3)1444.07 (7)
Z2
Radiation typeMo Kα
µ (mm1)2.79
Crystal size (mm)0.35 × 0.22 × 0.17
Data collection
DiffractometerBruker Kappa APEXII CCD area-detector
Absorption correctionMulti-scan
(SADABS; Bruker, 2005)
Tmin, Tmax0.484, 0.623
No. of measured, independent and
observed [I > 2σ(I)] reflections
12419, 3618, 3378
Rint0.030
(sin θ/λ)max1)0.672
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.046, 0.110, 1.16
No. of reflections3618
No. of parameters203
No. of restraints6
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
w = 1/[σ2(Fo2) + (0.0244P)2 + 14.519P]
where P = (Fo2 + 2Fc2)/3
Δρmax, Δρmin (e Å3)2.60, 2.03

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H21···O1i0.86 (6)2.02 (6)2.837 (6)158 (5)
N2—H22···O3ii0.86 (6)2.21 (7)2.984 (7)151 (7)
O4—H41···O3iii0.86 (5)2.00 (5)2.827 (5)162 (5)
O4—H42···O10.86 (5)1.80 (6)2.631 (5)161 (7)
C10—H10···O1i0.932.513.400 (6)160
Symmetry codes: (i) x, y, z1; (ii) x+1, y+1, z1; (iii) x+1, y+1, z.
 

Acknowledgements

The authors are indebted to Anadolu University and the Medicinal Plants and Medicine Research Centre of Anadolu University, Eskişehir, Turkey, for the use of X-ray diffractometer.

References

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Volume 68| Part 4| April 2012| Pages m521-m522
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