trans-Tetra-aqua-bis-(isonicotinamide-κN)cobalt(II) bis-(3-hy-droxy-benzoate) tetra-hydrate.

The asymmetric unit of the title compound, [Co(C(6)H(6)N(2)O)(2)(H(2)O)(4)](C(7)H(5)O(3))(2)·4H(2)O, contains one-half of the complex cation with the Co(II) ion located on an inversion center, a 3-hy-droxy-benzoate counter-anion and two uncoordinated water mol-ecules. Four water O atoms in the equatorial plane around the Co(II) ion [Co-O = 2.0593 (16) and 2.1118 (16) Å] form a slightly distorted square-planar arrangement, and the distorted octahedral geometry is completed by the two N atoms [Co-N = 2.1306 (18) Å] from two isonicotinamide ligands. In the anion, the carboxyl-ate group is twisted from the attached benzene ring at 8.84 (17)°. In the crystal, a three-dimensional hydrogen-bonding network, formed by classical O-H⋯O and N-H⋯O hydrogen bonds, consolidates the crystal packing, which exhibits π-π inter-actions between the benzene and pyridine rings, with centroid-centroid distances of 3.458 (1) and 3.606 (1) Å, respectively.

Related literature

For related structures, see: Hökelek, Dal, Tercan, Özbek et al. (2009 ▶); Hökelek, Dal, Tercan, Aybirdi et al. (2009 ▶); Hökelek, Yılmaz, Tercan, Gürgen et al. (2009 ▶); Hökelek, Yılmaz, Tercan, Özbek et al. (2009 ▶); Hökelek, Yılmaz, Tercan, Sertçelik et al. (2009 ▶); Sertçelik et al. (2009 ▶); Zaman et al. (2012 ▶).

Experimental

Crystal data

[Co(C6H6N2O)2(H2O)4](C7H5O3)2·4H2O

M = 721.53

Monoclinic,

a = 6.7032 (2) Å

b = 17.0523 (4) Å

c = 13.5406 (3) Å

β = 100.194 (3)°

V = 1523.32 (7) Å3

Z = 2

Mo Kα radiation

μ = 0.65 mm−1

T = 100 K

0.29 × 0.28 × 0.14 mm

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.840, T max = 0.916

14243 measured reflections

3779 independent reflections

3590 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.086

S = 1.23

3779 reflections

258 parameters

16 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.42 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: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812003911/cv5239sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812003911/cv5239Isup2.hkl

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

[Co(C6H6N2O)2(H2O)4](C7H5O3)2·4H2O	F(000) = 754
Mr = 721.53	Dx = 1.573 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9057 reflections
a = 6.7032 (2) Å	θ = 2.4–28.4°
b = 17.0523 (4) Å	µ = 0.65 mm−1
c = 13.5406 (3) Å	T = 100 K
β = 100.194 (3)°	Block, orange
V = 1523.32 (7) Å3	0.29 × 0.28 × 0.14 mm
Z = 2

Bruker Kappa APEXII CCD area-detector diffractometer	3779 independent reflections
Radiation source: fine-focus sealed tube	3590 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 28.4°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −8→8
Tmin = 0.840, Tmax = 0.916	k = −22→21
14243 measured reflections	l = −15→18

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.086	H atoms treated by a mixture of independent and constrained refinement
S = 1.23	w = 1/[σ2(Fo2) + (0.0269P)2 + 1.4849P] where P = (Fo2 + 2Fc2)/3
3779 reflections	(Δ/σ)max < 0.001
258 parameters	Δρmax = 0.47 e Å−3
16 restraints	Δρmin = −0.42 e Å−3

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
Co1	0.5000	0.0000	0.5000	0.00895 (12)
O1	0.1791 (2)	0.11648 (9)	0.83771 (12)	0.0148 (3)
O2	0.0778 (2)	0.04189 (9)	0.70323 (12)	0.0136 (3)
O3	0.0160 (3)	0.39111 (10)	0.72117 (13)	0.0160 (3)
H31	0.005 (6)	0.430 (2)	0.675 (3)	0.045 (11)*
O4	0.6007 (3)	0.33160 (9)	0.81945 (12)	0.0166 (3)
O5	0.6814 (2)	0.04700 (10)	0.40186 (12)	0.0141 (3)
H51	0.627 (6)	0.074 (2)	0.341 (2)	0.057 (12)*
H52	0.759 (5)	0.0138 (18)	0.380 (3)	0.039 (10)*
O6	0.2333 (2)	0.03327 (10)	0.40967 (13)	0.0157 (3)
H61	0.190 (5)	0.0815 (12)	0.378 (3)	0.039 (10)*
H62	0.151 (5)	0.0013 (15)	0.381 (3)	0.039 (10)*
O7	−0.0014 (3)	0.51872 (10)	0.60055 (13)	0.0168 (3)
H71	0.113 (5)	0.554 (2)	0.623 (3)	0.056 (12)*
H72	−0.006 (10)	0.516 (4)	0.541 (2)	0.13 (3)*
O8	−0.0938 (3)	0.06685 (11)	0.95512 (13)	0.0195 (4)
H81	−0.006 (5)	0.086 (2)	0.912 (3)	0.049 (11)*
H82	−0.200 (6)	0.054 (4)	0.917 (4)	0.16 (3)*
N1	0.5124 (3)	0.11063 (11)	0.57398 (14)	0.0107 (3)
N2	0.4839 (3)	0.39703 (12)	0.67598 (15)	0.0144 (4)
H21	0.473 (5)	0.441 (2)	0.705 (2)	0.023 (8)*
H22	0.440 (5)	0.396 (2)	0.613 (3)	0.030 (9)*
C1	0.1091 (3)	0.10798 (13)	0.74547 (16)	0.0112 (4)
C2	0.0580 (3)	0.18067 (12)	0.68279 (16)	0.0106 (4)
C3	0.0646 (3)	0.25369 (13)	0.72979 (16)	0.0118 (4)
H3	0.1019	0.2575	0.7991	0.014*
C4	0.0151 (3)	0.32060 (13)	0.67240 (17)	0.0122 (4)
C5	−0.0363 (3)	0.31556 (13)	0.56836 (17)	0.0141 (4)
H5	−0.0678	0.3607	0.5302	0.017*
C6	−0.0403 (3)	0.24293 (14)	0.52186 (17)	0.0141 (4)
H6	−0.0735	0.2395	0.4523	0.017*
C7	0.0052 (3)	0.17518 (13)	0.57864 (17)	0.0126 (4)
H7	0.0004	0.1265	0.5473	0.015*
C8	0.5612 (3)	0.11620 (13)	0.67453 (16)	0.0117 (4)
H8	0.5880	0.0703	0.7117	0.014*
C9	0.5732 (3)	0.18675 (13)	0.72507 (17)	0.0124 (4)
H9	0.6091	0.1881	0.7946	0.015*
C10	0.5308 (3)	0.25590 (12)	0.67073 (16)	0.0108 (4)
C11	0.4790 (3)	0.25056 (13)	0.56688 (17)	0.0122 (4)
H11	0.4491	0.2955	0.5281	0.015*
C12	0.4724 (3)	0.17733 (13)	0.52206 (16)	0.0119 (4)
H12	0.4386	0.1744	0.4525	0.014*
C13	0.5415 (3)	0.33216 (13)	0.72758 (17)	0.0118 (4)

	U11	U22	U33	U12	U13	U23
Co1	0.01097 (19)	0.0073 (2)	0.00830 (19)	0.00020 (14)	0.00093 (14)	−0.00006 (14)
O1	0.0186 (8)	0.0140 (8)	0.0116 (7)	0.0004 (6)	0.0015 (6)	0.0008 (6)
O2	0.0155 (7)	0.0089 (7)	0.0159 (8)	−0.0015 (6)	0.0015 (6)	−0.0008 (6)
O3	0.0239 (8)	0.0094 (7)	0.0144 (8)	−0.0002 (6)	0.0022 (6)	−0.0015 (6)
O4	0.0260 (9)	0.0117 (8)	0.0113 (8)	−0.0024 (6)	0.0011 (6)	−0.0020 (6)
O5	0.0170 (8)	0.0133 (8)	0.0132 (7)	0.0007 (6)	0.0060 (6)	0.0012 (6)
O6	0.0159 (8)	0.0094 (7)	0.0188 (8)	0.0001 (6)	−0.0048 (6)	0.0009 (6)
O7	0.0196 (8)	0.0134 (8)	0.0164 (8)	−0.0028 (6)	0.0006 (7)	0.0005 (6)
O8	0.0235 (9)	0.0188 (9)	0.0177 (8)	−0.0023 (7)	0.0076 (7)	−0.0004 (7)
N1	0.0102 (8)	0.0107 (8)	0.0113 (8)	−0.0007 (6)	0.0020 (6)	−0.0010 (7)
N2	0.0211 (9)	0.0097 (9)	0.0117 (9)	0.0005 (7)	0.0014 (8)	−0.0025 (7)
C1	0.0091 (9)	0.0118 (10)	0.0134 (10)	−0.0006 (7)	0.0035 (7)	0.0011 (8)
C2	0.0094 (9)	0.0104 (10)	0.0125 (10)	−0.0010 (7)	0.0027 (7)	0.0016 (7)
C3	0.0119 (9)	0.0127 (10)	0.0108 (9)	−0.0021 (7)	0.0016 (8)	−0.0003 (8)
C4	0.0110 (9)	0.0098 (10)	0.0159 (10)	−0.0008 (7)	0.0023 (8)	−0.0016 (8)
C5	0.0145 (10)	0.0121 (10)	0.0153 (10)	−0.0012 (8)	0.0018 (8)	0.0033 (8)
C6	0.0145 (10)	0.0163 (11)	0.0110 (10)	−0.0013 (8)	0.0009 (8)	0.0001 (8)
C7	0.0125 (9)	0.0116 (10)	0.0139 (10)	−0.0021 (7)	0.0028 (8)	−0.0017 (8)
C8	0.0132 (9)	0.0095 (9)	0.0122 (10)	0.0000 (7)	0.0023 (8)	0.0012 (8)
C9	0.0127 (9)	0.0128 (10)	0.0116 (10)	−0.0006 (8)	0.0014 (8)	−0.0003 (8)
C10	0.0094 (9)	0.0092 (9)	0.0138 (10)	−0.0011 (7)	0.0025 (7)	−0.0013 (8)
C11	0.0136 (9)	0.0094 (10)	0.0132 (10)	−0.0008 (7)	0.0019 (8)	0.0008 (8)
C12	0.0129 (9)	0.0115 (10)	0.0114 (10)	−0.0012 (7)	0.0022 (8)	−0.0007 (8)
C13	0.0120 (9)	0.0108 (10)	0.0132 (10)	−0.0026 (7)	0.0039 (8)	−0.0019 (8)

Co1—O5	2.1118 (16)	N2—H21	0.85 (3)
Co1—O5i	2.1118 (16)	N2—H22	0.85 (4)
Co1—O6	2.0593 (16)	C2—C1	1.507 (3)
Co1—O6i	2.0593 (16)	C2—C3	1.396 (3)
Co1—N1	2.1306 (18)	C2—C7	1.395 (3)
Co1—N1i	2.1306 (18)	C3—H3	0.9300
O1—C1	1.262 (3)	C4—C3	1.387 (3)
O2—C1	1.264 (3)	C5—C4	1.392 (3)
O3—C4	1.371 (3)	C5—C6	1.388 (3)
O3—H31	0.91 (4)	C5—H5	0.9300
O4—C13	1.237 (3)	C6—H6	0.9300
O5—H51	0.963 (18)	C7—C6	1.391 (3)
O5—H52	0.85 (2)	C7—H7	0.9300
O6—H61	0.948 (17)	C8—C9	1.379 (3)
O6—H62	0.82 (2)	C8—H8	0.9300
O7—H71	0.978 (18)	C9—C10	1.392 (3)
O7—H72	0.81 (2)	C9—H9	0.9300
O8—H81	0.960 (18)	C11—C10	1.390 (3)
O8—H82	0.83 (3)	C11—C12	1.386 (3)
N1—C8	1.346 (3)	C11—H11	0.9300
N1—C12	1.339 (3)	C12—H12	0.9300
N2—C13	1.328 (3)	C13—C10	1.506 (3)
O5i—Co1—O5	180.0	C7—C2—C3	120.2 (2)
O5—Co1—N1	88.91 (7)	C2—C3—H3	120.2
O5—Co1—N1i	91.09 (7)	C4—C3—C2	119.6 (2)
O5i—Co1—N1	91.09 (7)	C4—C3—H3	120.2
O5i—Co1—N1i	88.91 (7)	O3—C4—C3	118.1 (2)
O6—Co1—O5	93.32 (7)	O3—C4—C5	121.4 (2)
O6—Co1—O5i	86.68 (7)	C3—C4—C5	120.5 (2)
O6i—Co1—O5i	93.32 (7)	C4—C5—H5	120.1
O6i—Co1—O5	86.68 (7)	C6—C5—C4	119.7 (2)
O6—Co1—O6i	180.0	C6—C5—H5	120.1
O6—Co1—N1	89.59 (7)	C5—C6—C7	120.4 (2)
O6i—Co1—N1	90.41 (7)	C5—C6—H6	119.8
O6—Co1—N1i	90.41 (7)	C7—C6—H6	119.8
O6i—Co1—N1i	89.59 (7)	C2—C7—H7	120.2
N1i—Co1—N1	180.0	C6—C7—C2	119.6 (2)
C4—O3—H31	108 (2)	C6—C7—H7	120.2
Co1—O5—H51	123 (2)	N1—C8—C9	123.1 (2)
Co1—O5—H52	115 (2)	N1—C8—H8	118.5
H52—O5—H51	101 (3)	C9—C8—H8	118.5
Co1—O6—H61	132 (2)	C8—C9—C10	119.2 (2)
Co1—O6—H62	123 (2)	C8—C9—H9	120.4
H62—O6—H61	104 (2)	C10—C9—H9	120.4
H71—O7—H72	104 (3)	C9—C10—C13	118.31 (19)
H81—O8—H82	105 (3)	C11—C10—C9	118.0 (2)
C8—N1—Co1	121.36 (14)	C11—C10—C13	123.65 (19)
C12—N1—Co1	121.18 (14)	C10—C11—H11	120.5
C12—N1—C8	117.46 (19)	C12—C11—C10	119.0 (2)
C13—N2—H21	122 (2)	C12—C11—H11	120.5
C13—N2—H22	121 (2)	N1—C12—C11	123.2 (2)
H21—N2—H22	116 (3)	N1—C12—H12	118.4
O1—C1—O2	123.5 (2)	C11—C12—H12	118.4
O1—C1—C2	118.07 (19)	O4—C13—N2	123.2 (2)
O2—C1—C2	118.38 (19)	O4—C13—C10	119.00 (19)
C3—C2—C1	119.43 (19)	N2—C13—C10	117.83 (19)
C7—C2—C1	120.39 (19)
O5—Co1—N1—C8	−130.62 (16)	C1—C2—C7—C6	−179.56 (19)
O5i—Co1—N1—C8	49.38 (16)	C3—C2—C7—C6	0.2 (3)
O5—Co1—N1—C12	49.21 (16)	O3—C4—C3—C2	177.66 (19)
O5i—Co1—N1—C12	−130.79 (16)	C5—C4—C3—C2	−1.5 (3)
O6—Co1—N1—C8	136.06 (16)	C6—C5—C4—O3	−178.4 (2)
O6i—Co1—N1—C8	−43.94 (16)	C6—C5—C4—C3	0.7 (3)
O6—Co1—N1—C12	−44.12 (16)	C4—C5—C6—C7	0.5 (3)
O6i—Co1—N1—C12	135.88 (16)	C2—C7—C6—C5	−1.0 (3)
Co1—N1—C8—C9	179.20 (16)	N1—C8—C9—C10	0.8 (3)
C12—N1—C8—C9	−0.6 (3)	C8—C9—C10—C11	−0.4 (3)
Co1—N1—C12—C11	−179.88 (16)	C8—C9—C10—C13	178.98 (19)
C8—N1—C12—C11	0.0 (3)	C12—C11—C10—C9	−0.3 (3)
C3—C2—C1—O1	−8.0 (3)	C12—C11—C10—C13	−179.57 (19)
C3—C2—C1—O2	171.26 (19)	C10—C11—C12—N1	0.5 (3)
C7—C2—C1—O1	171.73 (19)	O4—C13—C10—C9	5.0 (3)
C7—C2—C1—O2	−9.0 (3)	O4—C13—C10—C11	−175.7 (2)
C1—C2—C3—C4	−179.20 (19)	N2—C13—C10—C9	−174.3 (2)
C7—C2—C3—C4	1.1 (3)	N2—C13—C10—C11	5.0 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H21···O2ii	0.86 (3)	2.18 (3)	3.031 (3)	170 (3)
N2—H22···O8iii	0.85 (4)	2.20 (4)	3.007 (3)	158 (3)
O3—H31···O7	0.91 (4)	1.81 (4)	2.711 (2)	170 (4)
O5—H51···O3iii	0.96 (3)	1.76 (3)	2.715 (2)	171 (3)
O5—H52···O2i	0.86 (3)	1.95 (4)	2.782 (2)	163 (4)
O6—H61···O4iv	0.95 (3)	1.73 (3)	2.685 (2)	178 (4)
O6—H62···O2v	0.82 (3)	1.89 (4)	2.683 (2)	161 (3)
O7—H71···O1ii	0.98 (3)	1.76 (4)	2.740 (3)	179 (3)
O8—H81···O1	0.96 (4)	1.81 (4)	2.760 (3)	174 (3)
O8—H82···O7vi	0.83 (5)	2.06 (4)	2.807 (3)	149 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H21⋯O2i	0.86 (3)	2.18 (3)	3.031 (3)	170 (3)
N2—H22⋯O8ii	0.85 (4)	2.20 (4)	3.007 (3)	158 (3)
O3—H31⋯O7	0.91 (4)	1.81 (4)	2.711 (2)	170 (4)
O5—H51⋯O3ii	0.96 (3)	1.76 (3)	2.715 (2)	171 (3)
O5—H52⋯O2iii	0.86 (3)	1.95 (4)	2.782 (2)	163 (4)
O6—H61⋯O4iv	0.95 (3)	1.73 (3)	2.685 (2)	178 (4)
O6—H62⋯O2v	0.82 (3)	1.89 (4)	2.683 (2)	161 (3)
O7—H71⋯O1i	0.98 (3)	1.76 (4)	2.740 (3)	179 (3)
O8—H81⋯O1	0.96 (4)	1.81 (4)	2.760 (3)	174 (3)
O8—H82⋯O7vi	0.83 (5)	2.06 (4)	2.807 (3)	149 (5)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .