Diaqua-bis-(2-iodo-benzoato-κO)bis-(nicotinamide-κN(1))cobalt(II).

In the title complex, [Co(C(7)H(4)IO(2))(2)(C(6)H(6)N(2)O)(2)(H(2)O)(2)], the Co(II) cation is located on an inversion center and is coordinated by two monodentate 2-iodo-benzoate (IB) anions, two nicotin-amide (NA) ligands and two water mol-ecules. The four O atoms in the equatorial plane around the Co(II) cation form a slightly distorted square-planar arrangement, while the slightly distorted octa-hedral coordination is completed by the two N atoms of the NA ligands in the axial positions. The dihedral angle between the carboxyl-ate 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)°. Intra-molecular O-H⋯O hydrogen bonding occurs between the carboxyl-ate group and coordinated water mol-ecule. In the crystal, N-H⋯O, O-H⋯O and weak C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional supra-molecular network.

Related literature

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 ▶, 2009 ▶); Hökelek & Necefoğlu (1998 ▶, 2007 ▶); Necefoğlu et al. (2011 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Co(C7H4IO2)2(C6H6N2O)2(H2O)2]

M = 833.22

Monoclinic,

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 ▶) T min = 0.484, T max = 0.623

12419 measured reflections

3618 independent reflections

3378 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 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

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

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681201330X/xu5493sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681201330X/xu5493Isup2.hkl

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

[Co(C7H4IO2)2(C6H6N2O)2(H2O)2]	F(000) = 810
Mr = 833.22	Dx = 1.916 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 8593 reflections
a = 7.9475 (2) Å	θ = 2.4–28.5°
b = 19.7551 (4) Å	µ = 2.79 mm−1
c = 9.7070 (3) Å	T = 100 K
β = 108.642 (3)°	Block, pink
V = 1444.07 (7) Å3	0.35 × 0.22 × 0.17 mm
Z = 2

Bruker Kappa APEXII CCD area-detector diffractometer	3618 independent reflections
Radiation source: fine-focus sealed tube	3378 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
φ and ω scans	θmax = 28.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −10→9
Tmin = 0.484, Tmax = 0.623	k = −23→26
12419 measured reflections	l = −12→13

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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.110	H 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 parameters	Δρmax = 2.60 e Å−3
6 restraints	Δρmin = −2.03 e Å−3

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.

	x	y	z	Uiso*/Ueq
I1	0.12711 (5)	0.234042 (17)	0.36675 (4)	0.01979 (11)
Co1	0.0000	0.5000	0.0000	0.00988 (19)
O1	0.1064 (5)	0.37344 (19)	0.2233 (4)	0.0159 (7)
O2	−0.1200 (5)	0.41184 (18)	0.0387 (4)	0.0133 (7)
O3	0.4451 (5)	0.4942 (2)	−0.3249 (4)	0.0209 (8)
O4	0.2604 (5)	0.45921 (18)	0.0942 (4)	0.0143 (7)
H41	0.340 (7)	0.482 (3)	0.158 (5)	0.03 (2)*
H42	0.232 (9)	0.426 (2)	0.140 (6)	0.023 (17)*
N1	0.0033 (6)	0.4599 (2)	−0.2032 (4)	0.0123 (8)
N2	0.3548 (6)	0.4252 (3)	−0.5189 (5)	0.0189 (9)
H21	0.277 (7)	0.401 (3)	−0.582 (6)	0.022 (17)*
H22	0.443 (7)	0.439 (4)	−0.544 (8)	0.03 (2)*
C1	−0.0541 (7)	0.3739 (2)	0.1473 (5)	0.0123 (9)
C2	−0.1818 (6)	0.3282 (2)	0.1896 (5)	0.0120 (9)
C3	−0.1334 (7)	0.2707 (3)	0.2769 (5)	0.0137 (9)
C4	−0.2597 (7)	0.2321 (3)	0.3134 (6)	0.0179 (10)
H4	−0.2259	0.1933	0.3696	0.022*
C5	−0.4357 (8)	0.2521 (3)	0.2652 (6)	0.0224 (11)
H5	−0.5203	0.2264	0.2893	0.027*
C6	−0.4873 (7)	0.3098 (3)	0.1819 (6)	0.0196 (10)
H6	−0.6053	0.3237	0.1519	0.024*
C7	−0.3609 (7)	0.3466 (3)	0.1436 (5)	0.0154 (10)
H7	−0.3963	0.3848	0.0855	0.019*
C8	0.1496 (7)	0.4667 (2)	−0.2414 (5)	0.0133 (9)
H8	0.2449	0.4905	−0.1795	0.016*
C9	0.1669 (7)	0.4400 (2)	−0.3686 (5)	0.0125 (9)
C10	0.0245 (7)	0.4041 (3)	−0.4594 (5)	0.0149 (9)
H10	0.0312	0.3854	−0.5454	0.018*
C11	−0.1281 (7)	0.3965 (3)	−0.4207 (5)	0.0164 (10)
H11	−0.2246	0.3722	−0.4797	0.020*
C12	−0.1345 (7)	0.4255 (3)	−0.2930 (5)	0.0157 (10)
H12	−0.2378	0.4211	−0.2682	0.019*
C13	0.3344 (7)	0.4547 (3)	−0.4023 (5)	0.0143 (9)

	U11	U22	U33	U12	U13	U23
I1	0.01340 (17)	0.01704 (18)	0.02576 (18)	0.00204 (12)	0.00180 (13)	0.00652 (13)
Co1	0.0102 (4)	0.0108 (4)	0.0076 (4)	−0.0005 (3)	0.0014 (3)	−0.0001 (3)
O1	0.0127 (17)	0.0198 (18)	0.0117 (15)	−0.0025 (14)	−0.0011 (13)	0.0023 (13)
O2	0.0149 (17)	0.0130 (17)	0.0096 (15)	−0.0024 (13)	0.0005 (13)	−0.0001 (12)
O3	0.0160 (19)	0.032 (2)	0.0151 (17)	−0.0088 (16)	0.0054 (15)	−0.0074 (15)
O4	0.0125 (17)	0.0159 (18)	0.0128 (15)	−0.0008 (13)	0.0016 (13)	0.0008 (13)
N1	0.014 (2)	0.013 (2)	0.0095 (17)	0.0006 (15)	0.0024 (15)	0.0000 (14)
N2	0.015 (2)	0.028 (3)	0.016 (2)	−0.0072 (18)	0.0081 (18)	−0.0081 (18)
C1	0.015 (2)	0.010 (2)	0.010 (2)	−0.0014 (18)	0.0032 (18)	−0.0025 (16)
C2	0.011 (2)	0.014 (2)	0.010 (2)	−0.0026 (17)	0.0020 (17)	−0.0017 (16)
C3	0.013 (2)	0.016 (2)	0.010 (2)	0.0013 (18)	0.0017 (18)	−0.0011 (17)
C4	0.019 (3)	0.015 (2)	0.020 (2)	0.001 (2)	0.007 (2)	0.0013 (19)
C5	0.016 (3)	0.026 (3)	0.029 (3)	−0.004 (2)	0.012 (2)	0.001 (2)
C6	0.014 (2)	0.020 (3)	0.025 (3)	0.000 (2)	0.007 (2)	−0.003 (2)
C7	0.012 (2)	0.015 (2)	0.016 (2)	−0.0004 (18)	−0.0005 (19)	0.0002 (18)
C8	0.014 (2)	0.011 (2)	0.011 (2)	−0.0011 (18)	−0.0003 (18)	0.0004 (16)
C9	0.013 (2)	0.013 (2)	0.010 (2)	0.0000 (18)	0.0023 (18)	−0.0010 (17)
C10	0.014 (2)	0.018 (2)	0.012 (2)	−0.0004 (19)	0.0029 (18)	−0.0030 (18)
C11	0.013 (2)	0.018 (2)	0.016 (2)	−0.0031 (19)	0.0017 (19)	−0.0048 (18)
C12	0.015 (2)	0.017 (2)	0.015 (2)	−0.0002 (19)	0.0038 (19)	−0.0005 (18)
C13	0.013 (2)	0.017 (2)	0.011 (2)	−0.0014 (18)	0.0018 (18)	0.0002 (17)

I1—C3	2.102 (5)	C2—C7	1.397 (7)
Co1—O2	2.077 (3)	C3—C4	1.393 (7)
Co1—O2i	2.077 (3)	C4—H4	0.9300
Co1—O4	2.135 (4)	C5—C4	1.383 (8)
Co1—O4i	2.135 (4)	C5—C6	1.383 (8)
Co1—N1	2.134 (4)	C5—H5	0.9300
Co1—N1i	2.134 (4)	C6—H6	0.9300
O1—C1	1.253 (6)	C7—C6	1.384 (7)
O2—C1	1.263 (6)	C7—H7	0.9300
O3—C13	1.235 (6)	C8—C9	1.390 (6)
O4—H41	0.855 (18)	C8—H8	0.9300
O4—H42	0.86 (2)	C9—C13	1.497 (7)
N1—C8	1.335 (7)	C10—C9	1.386 (7)
N1—C12	1.345 (6)	C10—C11	1.389 (7)
N2—C13	1.328 (6)	C10—H10	0.9300
N2—H21	0.86 (2)	C11—C12	1.381 (7)
N2—H22	0.86 (2)	C11—H11	0.9300
C2—C1	1.510 (7)	C12—H12	0.9300
C2—C3	1.396 (7)
O2i—Co1—O2	180.0	C4—C3—I1	113.6 (4)
O2—Co1—N1	89.86 (14)	C4—C3—C2	121.3 (5)
O2i—Co1—N1	90.14 (14)	C3—C4—H4	120.3
O2—Co1—N1i	90.14 (14)	C5—C4—C3	119.4 (5)
O2i—Co1—N1i	89.86 (14)	C5—C4—H4	120.3
N1i—Co1—N1	180.0	C4—C5—H5	119.6
O2—Co1—O4	92.53 (14)	C6—C5—C4	120.8 (5)
O2i—Co1—O4	87.47 (14)	C6—C5—H5	119.6
O2—Co1—O4i	87.47 (14)	C5—C6—C7	119.0 (5)
O2i—Co1—O4i	92.53 (14)	C5—C6—H6	120.5
O4i—Co1—O4	180.00 (18)	C7—C6—H6	120.5
N1—Co1—O4	87.66 (15)	C2—C7—H7	119.0
N1i—Co1—O4	92.34 (15)	C6—C7—C2	122.1 (5)
N1—Co1—O4i	92.34 (15)	C6—C7—H7	119.0
N1i—Co1—O4i	87.66 (15)	N1—C8—C9	123.4 (5)
C1—O2—Co1	123.9 (3)	N1—C8—H8	118.3
Co1—O4—H41	120 (5)	C9—C8—H8	118.3
Co1—O4—H42	98 (5)	C8—C9—C13	117.9 (4)
H42—O4—H41	106 (4)	C10—C9—C8	117.8 (5)
C8—N1—Co1	119.2 (3)	C10—C9—C13	124.2 (4)
C8—N1—C12	118.2 (4)	C9—C10—C11	119.3 (5)
C12—N1—Co1	122.6 (3)	C9—C10—H10	120.3
C13—N2—H21	126 (5)	C11—C10—H10	120.3
C13—N2—H22	116 (5)	C10—C11—H11	120.5
H21—N2—H22	116 (7)	C12—C11—C10	118.9 (5)
O1—C1—O2	124.6 (5)	C12—C11—H11	120.5
O1—C1—C2	118.8 (4)	N1—C12—C11	122.3 (5)
O2—C1—C2	116.5 (4)	N1—C12—H12	118.8
C3—C2—C1	125.0 (4)	C11—C12—H12	118.8
C3—C2—C7	117.4 (5)	O3—C13—N2	122.6 (5)
C7—C2—C1	117.5 (4)	O3—C13—C9	120.0 (4)
C2—C3—I1	125.1 (4)	N2—C13—C9	117.4 (4)
N1—Co1—O2—C1	121.0 (4)	C1—C2—C3—I1	−0.8 (7)
N1i—Co1—O2—C1	−59.0 (4)	C1—C2—C3—C4	178.6 (5)
O4—Co1—O2—C1	33.4 (4)	C7—C2—C3—I1	−177.7 (3)
O4i—Co1—O2—C1	−146.6 (4)	C7—C2—C3—C4	1.7 (7)
O2—Co1—N1—C8	−135.9 (4)	C1—C2—C7—C6	−177.2 (5)
O2i—Co1—N1—C8	44.1 (4)	C3—C2—C7—C6	−0.1 (7)
O2—Co1—N1—C12	41.5 (4)	I1—C3—C4—C5	177.8 (4)
O2i—Co1—N1—C12	−138.5 (4)	C2—C3—C4—C5	−1.6 (8)
O4—Co1—N1—C8	−43.3 (4)	C6—C5—C4—C3	−0.1 (8)
O4i—Co1—N1—C8	136.7 (4)	C4—C5—C6—C7	1.7 (8)
O4—Co1—N1—C12	134.1 (4)	C2—C7—C6—C5	−1.6 (8)
O4i—Co1—N1—C12	−45.9 (4)	N1—C8—C9—C10	−0.4 (7)
Co1—O2—C1—O1	−19.5 (7)	N1—C8—C9—C13	176.6 (4)
Co1—O2—C1—C2	158.0 (3)	C8—C9—C13—O3	−6.2 (7)
Co1—N1—C8—C9	177.4 (4)	C8—C9—C13—N2	175.6 (5)
C12—N1—C8—C9	−0.2 (7)	C10—C9—C13—O3	170.7 (5)
Co1—N1—C12—C11	−176.4 (4)	C10—C9—C13—N2	−7.6 (8)
C8—N1—C12—C11	1.1 (7)	C11—C10—C9—C8	0.2 (7)
C3—C2—C1—O1	−21.1 (7)	C11—C10—C9—C13	−176.7 (5)
C3—C2—C1—O2	161.2 (5)	C9—C10—C11—C12	0.6 (8)
C7—C2—C1—O1	155.8 (5)	C10—C11—C12—N1	−1.3 (8)
C7—C2—C1—O2	−21.9 (6)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H21···O1ii	0.86 (6)	2.02 (6)	2.837 (6)	158 (5)
N2—H22···O3iii	0.86 (6)	2.21 (7)	2.984 (7)	151 (7)
O4—H41···O3iv	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···O1ii	0.93	2.51	3.400 (6)	160

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	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) ; (ii) ; (iii) .