Bis(μ-N,N′-di-4-pyridylpyridine-2,6-diamine)bis[dimethacrylatocobalt(II)] dihydrate

Wang, L.-G.; Peng, A.-H.

doi:10.1107/S1600536808037847

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 12| December 2008| Page m1579

doi:10.1107/S1600536808037847

Open

access

Bis(μ-N,N′-di-4-pyridylpyridine-2,6-diamine)bis[dimethacrylatocobalt(II)] dihydrate

Liang-Gui Wang ^a ^* and Ai-Hua Peng ^b

^aCollege of Chemistry and Life Science, Lishui University, 323000 Lishui, Zhejiang, People's Republic of China, and ^bDepartment of Biochemistry, Nan Yang Institute of Technology, Nan Yang City, He Nan Province, People's Republic of China
^*Correspondence e-mail: zjlswgl@126.com

(Received 4 November 2008; accepted 14 November 2008; online 20 November 2008)

The Co^II ion in the title complex, [Co₂(C₄H₅O₂)₄(C₁₅H₁₃N₅)₂]·2H₂O, has a distorted square-planar coordination formed by the bridging bidentate N,N′-di-4-pyridylpyridine-2,6-diamine (dapmp) ligands and two monodentate carboxylate groups from methacrylates. Two dapmp ligands bridge two Co atoms, forming a dinuclear complex arranged around an inversion centre. N—H⋯O and O—H⋯O hydrogen bonds involving the solvent water molecule result in the formation of a three-dimensional network. The aliphatic moiety of one of the methacrylate groups is disordered over two positions with fixed occupancies of 0.67 and 0.33.

Related literature

For related literature, see: Liu et al. (2008 ); Patra et al. (2004 ); Thorsten et al. (2004 ); Burchell et al. (2006 ).

Experimental

Crystal data

[Co₂(C₄H₅O₂)₄(C₁₅H₁₃N₅)₂]·2H₂O₂
M_r = 1020.82
Monoclinic, C 2/c
a = 16.852 (3) Å
b = 17.425 (3) Å
c = 16.206 (2) Å
β = 91.848 (2)°
V = 4756.6 (12) Å³
Z = 4
Mo Kα radiation
μ = 0.77 mm⁻¹
T = 298 (2) K
0.28 × 0.20 × 0.16 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.814, T_max = 0.887
11993 measured reflections
4289 independent reflections
3333 reflections with I > 2σ(I)
R_int = 0.021

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.113
S = 1.00
4289 reflections
319 parameters
5 restraints
H-atom parameters constrained
Δρ_max = 0.67 e Å⁻³
Δρ_min = −0.25 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯O4ⁱ	0.86	1.99	2.831 (4)	167
N4—H4⋯O5ⁱⁱ	0.86	1.98	2.840 (3)	174
O5—H5B⋯O2	0.86	1.89	2.737 (3)	170
O5—H5C⋯O2ⁱⁱⁱ	0.86	2.10	2.917 (3)	158
Symmetry codes: (i) $[x, -y+1, z+{\script{1\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{5\over 2}}]$ ; (iii) -x+1, -y+1, -z+2.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ); ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808037847/dn2402sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808037847/dn2402Isup2.hkl

checkCIF report

Comment top

Bridging bis(amidopyridine) ligands have been widely explored in coordination chemistry for building various novel structural architectures and functional solid materials. Besides their diverse coordination modes, amide groups of ligands have proved to be useful in self-assembly, since they give predictable patterns of hydrogen bonding that can add extra dimensionality and helicity to the supramolecular structures (Burchell, et al., 2006; Patra et al., 2004). The 2,4-di(2-aminopyridine)-6-methypyrimidine (dapmp) ligand is a versatile ligand like but with more diversity than terpyridine (tpy). The modified title ligand and its complexes have been reported (Thorsten et al., 2004). In this paper, we report here the synthesis and crystal structure of the title compound (I).

The Co(II) atom in the title complex, has a square coordination formed by two N atoms of two bridging dapmp ligands and two O atoms of two monodentate carboxylate groups from methacrylates. The bridging dapmp ligands bridge two Co atoms forming a dinuclear complex arranged around inversion center (Fig.1). The average Co—N bond length of 2.006 Å is close to the values observed in related complexes (Liu et al., 2008).

The occurence of N-H···O and O-H···O hydrogen bondings involving the solvent water molecule results in the formation of a three dimensionnal network (Table 1).

Related literature top

For related literature, see: Liu et al. (2008); Patra et al. (2004); Thorsten et al. (2004); Burchell et al. (2006).

Experimental top

dapmp (0.05 g, 0.18 mmol), Co(CH3COO)2 (0.035 g, 0.16 mmol), methacrylic acid (0.032 g, 0.15 mmol) and NaOH (1M, 0.5 mL) were added distilled water(15 mL), the mixture was heated for fifty hours under reflux. during the process stirring and influx were required. The resultant was kept at room temperature, two weeks later some single crystals of the size suitable for X-Ray diffraction measurement.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 (Bruker, 2004); data reduction: APEX2 (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. The structure of the dinuclear complex showing the atom-labeling scheme.Displacement ellipsoids are shown at the 30% probability level. H atoms and solvent water molecule have been omitted for clarity. Only one component of the disordered methacrylate is represented. [Symmetric codes: (i) 1/2-x, 1/2-y, 2-z].

Bis(µ-N,N'-di-4-pyridylpyridine-2,6-diamine)bis[dimethacrylatocobalt(II)] dihydrate top

Crystal data top

[Co₂(C₄H₅O₂)₄(C₁₅H₁₃N₅)₂]·2H₂O	F(000) = 2120
M_r = 1020.82	D_x = 1.425 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 4289 reflections
a = 16.852 (3) Å	θ = 1.7–25.2°
b = 17.425 (3) Å	µ = 0.77 mm⁻¹
c = 16.206 (2) Å	T = 298 K
β = 91.848 (2)°	Block, pink
V = 4756.6 (12) Å³	0.28 × 0.20 × 0.16 mm
Z = 4

Data collection top

Bruker APEXII area-detector diffractometer	4289 independent reflections
Radiation source: fine-focus sealed tube	3333 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.021
ϕ and ω scan	θ_max = 25.2°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −20→19
T_min = 0.814, T_max = 0.887	k = −20→13
11993 measured reflections	l = −19→19

Refinement top

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.113	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.073P)² + 1.1663P] where P = (F_o² + 2F_c²)/3
4289 reflections	(Δ/σ)_max = 0.003
319 parameters	Δρ_max = 0.67 e Å⁻³
5 restraints	Δρ_min = −0.25 e Å⁻³

Crystal data top

[Co₂(C₄H₅O₂)₄(C₁₅H₁₃N₅)₂]·2H₂O	V = 4756.6 (12) Å³
M_r = 1020.82	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 16.852 (3) Å	µ = 0.77 mm⁻¹
b = 17.425 (3) Å	T = 298 K
c = 16.206 (2) Å	0.28 × 0.20 × 0.16 mm
β = 91.848 (2)°

Data collection top

Bruker APEXII area-detector diffractometer	4289 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3333 reflections with I > 2σ(I)
T_min = 0.814, T_max = 0.887	R_int = 0.021
11993 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	5 restraints
wR(F²) = 0.113	H-atom parameters constrained
S = 1.00	Δρ_max = 0.67 e Å⁻³
4289 reflections	Δρ_min = −0.25 e Å⁻³
319 parameters

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 > 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Co1	0.235159 (18)	0.431425 (16)	0.937768 (18)	0.05265 (14)
N1	0.20029 (13)	0.45034 (12)	1.05235 (13)	0.0639 (5)
N2	0.10374 (13)	0.46526 (12)	1.28525 (13)	0.0653 (5)
H2	0.0961	0.5113	1.3023	0.078*
N3	0.08770 (11)	0.33476 (11)	1.31525 (12)	0.0558 (5)
N4	0.07043 (12)	0.20360 (11)	1.34321 (13)	0.0643 (5)
H4	0.0504	0.1709	1.3764	0.077*
N5	0.19558 (12)	0.10578 (11)	1.15108 (12)	0.0605 (5)
O1	0.25618 (10)	0.53794 (9)	0.91709 (11)	0.0603 (4)
O2	0.37530 (12)	0.52113 (10)	0.97624 (14)	0.0822 (6)
O3	0.18484 (15)	0.32931 (12)	0.93913 (15)	0.0935 (7)
O4	0.1035 (2)	0.38372 (17)	0.8496 (2)	0.1382 (11)
O5	0.50106 (12)	0.59087 (12)	1.05678 (14)	0.0931 (7)
H5B	0.4648	0.5637	1.0324	0.140*
H5C	0.5423	0.5617	1.0600	0.140*
C1	0.16847 (16)	0.51510 (13)	1.08051 (16)	0.0622 (6)
H1	0.1669	0.5578	1.0460	0.075*
C2	0.13828 (16)	0.52194 (14)	1.15691 (16)	0.0637 (6)
H2A	0.1165	0.5684	1.1732	0.076*
C3	0.13977 (14)	0.45961 (14)	1.21099 (15)	0.0565 (6)
C4	0.17974 (16)	0.39479 (15)	1.18482 (17)	0.0673 (7)
H4A	0.1881	0.3536	1.2205	0.081*
C5	0.20654 (17)	0.39206 (15)	1.10674 (18)	0.0745 (8)
H5	0.2308	0.3471	1.0897	0.089*
C6	0.07752 (14)	0.40755 (14)	1.33749 (15)	0.0545 (5)
C7	0.03970 (16)	0.42917 (15)	1.40823 (16)	0.0649 (7)
H7	0.0346	0.4806	1.4223	0.078*
C8	0.00997 (16)	0.37248 (16)	1.45714 (16)	0.0690 (7)
H8	−0.0163	0.3852	1.5049	0.083*
C9	0.01910 (15)	0.29651 (15)	1.43540 (16)	0.0643 (6)
H9	−0.0008	0.2573	1.4677	0.077*
C10	0.05876 (13)	0.28040 (14)	1.36400 (15)	0.0554 (6)
C11	0.10900 (13)	0.17245 (13)	1.27789 (15)	0.0550 (6)
C12	0.13584 (16)	0.09731 (14)	1.28272 (17)	0.0652 (7)
H12	0.1252	0.0675	1.3286	0.078*
C13	0.17805 (16)	0.06716 (13)	1.21981 (17)	0.0650 (7)
H13	0.1957	0.0168	1.2249	0.078*
C14	0.16509 (16)	0.17700 (14)	1.14514 (15)	0.0643 (6)
H14	0.1737	0.2046	1.0971	0.077*
C15	0.12263 (15)	0.21124 (14)	1.20446 (15)	0.0613 (6)
H15	0.1026	0.2605	1.1962	0.074*
C16	0.32418 (15)	0.56277 (13)	0.94107 (16)	0.0592 (6)
C17	0.34147 (17)	0.64439 (15)	0.92618 (19)	0.0729 (7)
H17	0.3916	0.6623	0.9425	0.087*
C18	0.29301 (18)	0.69284 (16)	0.8925 (2)	0.0808 (8)
H18	0.2430	0.6747	0.8763	0.097*
C19	0.3099 (3)	0.77605 (18)	0.8772 (3)	0.1243 (15)
H19A	0.3629	0.7879	0.8966	0.186*
H19B	0.2728	0.8071	0.9060	0.186*
H19C	0.3049	0.7864	0.8190	0.186*
C20	0.1275 (2)	0.32774 (18)	0.8840 (2)	0.0810 (9)
C21A	0.1154 (8)	0.2382 (5)	0.8948 (7)	0.0857 (13)	0.33
H21A	0.1329	0.2140	0.9432	0.103*	0.33
C22A	0.0812 (6)	0.1992 (5)	0.8364 (7)	0.0802 (12)	0.33
H22A	0.0648	0.2209	0.7862	0.096*	0.33
C23A	0.070 (6)	0.1110 (16)	0.857 (5)	0.134 (4)	0.33
H23A	0.1120	0.0940	0.8936	0.201*	0.33
H23B	0.0701	0.0816	0.8068	0.201*	0.33
H23C	0.0197	0.1038	0.8829	0.201*	0.33
C21B	0.0859 (3)	0.2565 (2)	0.8567 (3)	0.0857 (13)	0.67
H21B	0.0453	0.2601	0.8166	0.103*	0.67
C22B	0.1039 (3)	0.1905 (2)	0.8862 (3)	0.0802 (12)	0.67
H22B	0.1384	0.1870	0.9321	0.096*	0.67
C23B	0.069 (3)	0.1154 (8)	0.846 (2)	0.134 (4)	0.67
H23D	0.0147	0.1243	0.8282	0.201*	0.67
H23E	0.0705	0.0748	0.8863	0.201*	0.67
H23F	0.0995	0.1012	0.7998	0.201*	0.67

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0661 (2)	0.03338 (19)	0.0593 (2)	−0.00546 (13)	0.01459 (15)	−0.00101 (13)
N1	0.0783 (14)	0.0434 (11)	0.0706 (13)	0.0006 (10)	0.0128 (11)	0.0045 (10)
N2	0.0872 (15)	0.0476 (11)	0.0614 (13)	0.0011 (11)	0.0100 (11)	−0.0024 (10)
N3	0.0622 (11)	0.0488 (11)	0.0566 (11)	−0.0004 (9)	0.0051 (9)	−0.0009 (9)
N4	0.0753 (13)	0.0483 (11)	0.0704 (13)	−0.0017 (10)	0.0186 (11)	0.0029 (10)
N5	0.0723 (13)	0.0426 (11)	0.0673 (13)	−0.0016 (10)	0.0106 (10)	0.0014 (9)
O1	0.0619 (9)	0.0440 (9)	0.0750 (11)	−0.0025 (8)	0.0048 (8)	0.0018 (8)
O2	0.0795 (12)	0.0498 (10)	0.1157 (16)	0.0080 (9)	−0.0190 (11)	0.0010 (10)
O3	0.1185 (18)	0.0611 (12)	0.1031 (16)	−0.0207 (12)	0.0382 (14)	−0.0023 (11)
O4	0.167 (3)	0.101 (2)	0.147 (3)	−0.010 (2)	0.012 (2)	0.0440 (19)
O5	0.0819 (13)	0.0755 (13)	0.1209 (18)	0.0158 (11)	−0.0102 (12)	−0.0395 (12)
C1	0.0803 (16)	0.0408 (12)	0.0657 (15)	−0.0017 (12)	0.0067 (13)	0.0037 (11)
C2	0.0817 (17)	0.0406 (13)	0.0691 (16)	0.0003 (12)	0.0066 (13)	−0.0038 (11)
C3	0.0655 (14)	0.0438 (12)	0.0603 (14)	−0.0024 (11)	0.0003 (11)	−0.0003 (11)
C4	0.0770 (16)	0.0540 (14)	0.0719 (17)	0.0105 (13)	0.0158 (13)	0.0161 (13)
C5	0.0934 (19)	0.0492 (15)	0.0823 (19)	0.0154 (14)	0.0272 (15)	0.0130 (13)
C6	0.0586 (13)	0.0484 (13)	0.0563 (13)	0.0010 (11)	0.0003 (11)	−0.0022 (11)
C7	0.0734 (16)	0.0564 (15)	0.0652 (16)	0.0010 (12)	0.0090 (13)	−0.0109 (12)
C8	0.0767 (16)	0.0668 (17)	0.0643 (15)	0.0012 (14)	0.0155 (13)	−0.0107 (13)
C9	0.0698 (15)	0.0609 (15)	0.0630 (15)	−0.0033 (12)	0.0121 (12)	−0.0024 (12)
C10	0.0543 (13)	0.0509 (13)	0.0609 (14)	−0.0012 (11)	0.0034 (11)	−0.0013 (11)
C11	0.0554 (13)	0.0474 (13)	0.0623 (14)	−0.0022 (10)	0.0048 (11)	−0.0044 (11)
C12	0.0809 (17)	0.0457 (13)	0.0701 (16)	0.0002 (12)	0.0180 (13)	0.0065 (12)
C13	0.0754 (16)	0.0425 (13)	0.0778 (17)	0.0025 (12)	0.0124 (14)	0.0043 (12)
C14	0.0870 (18)	0.0494 (13)	0.0566 (14)	0.0046 (13)	0.0055 (13)	0.0022 (11)
C15	0.0759 (16)	0.0484 (13)	0.0594 (14)	0.0088 (12)	−0.0011 (12)	−0.0004 (11)
C16	0.0629 (15)	0.0444 (13)	0.0707 (16)	0.0016 (12)	0.0080 (12)	−0.0010 (11)
C17	0.0677 (16)	0.0481 (14)	0.102 (2)	−0.0056 (13)	−0.0045 (15)	0.0045 (14)
C18	0.0806 (18)	0.0525 (16)	0.108 (2)	−0.0039 (14)	−0.0137 (16)	0.0082 (15)
C19	0.140 (3)	0.0547 (18)	0.176 (4)	−0.008 (2)	−0.038 (3)	0.029 (2)
C20	0.103 (2)	0.0555 (17)	0.086 (2)	−0.0206 (17)	0.0293 (19)	−0.0119 (16)
C21A	0.115 (4)	0.055 (3)	0.085 (4)	−0.020 (3)	−0.010 (3)	0.008 (2)
C22A	0.101 (3)	0.054 (2)	0.086 (3)	−0.003 (2)	0.001 (3)	0.009 (3)
C23A	0.163 (4)	0.066 (3)	0.173 (12)	−0.041 (3)	0.025 (5)	−0.019 (4)
C21B	0.115 (4)	0.055 (3)	0.085 (4)	−0.020 (3)	−0.010 (3)	0.008 (2)
C22B	0.101 (3)	0.054 (2)	0.086 (3)	−0.003 (2)	0.001 (3)	0.009 (3)
C23B	0.163 (4)	0.066 (3)	0.173 (12)	−0.041 (3)	0.025 (5)	−0.019 (4)

Geometric parameters (Å, º) top

Co1—O1	1.9210 (17)	C8—H8	0.9300
Co1—O3	1.972 (2)	C9—C10	1.383 (3)
Co1—N5ⁱ	1.991 (2)	C9—H9	0.9300
Co1—N1	1.993 (2)	C11—C12	1.387 (3)
N1—C1	1.336 (3)	C11—C15	1.394 (3)
N1—C5	1.347 (3)	C12—C13	1.367 (4)
N2—C3	1.369 (3)	C12—H12	0.9300
N2—C6	1.395 (3)	C13—H13	0.9300
N2—H2	0.8600	C14—C15	1.355 (3)
N3—C6	1.331 (3)	C14—H14	0.9300
N3—C10	1.336 (3)	C15—H15	0.9300
N4—C11	1.372 (3)	C16—C17	1.473 (3)
N4—C10	1.395 (3)	C17—C18	1.284 (4)
N4—H4	0.8600	C17—H17	0.9300
N5—C13	1.342 (3)	C18—C19	1.500 (4)
N5—C14	1.346 (3)	C18—H18	0.9300
N5—Co1ⁱ	1.991 (2)	C19—H19A	0.9600
O1—C16	1.274 (3)	C19—H19B	0.9600
O2—C16	1.250 (3)	C19—H19C	0.9600
O3—C20	1.295 (4)	C20—C21B	1.485 (5)
O4—C20	1.188 (4)	C20—C21A	1.583 (10)
O5—H5B	0.8591	C21A—C22A	1.287 (12)
O5—H5C	0.8618	C21A—H21A	0.9300
C1—C2	1.359 (4)	C22A—C23A	1.59 (2)
C1—H1	0.9300	C22A—H22A	0.9300
C2—C3	1.395 (3)	C23A—H23A	0.9600
C2—H2A	0.9300	C23A—H23B	0.9600
C3—C4	1.388 (3)	C23A—H23C	0.9600
C4—C5	1.358 (4)	C21B—C22B	1.279 (6)
C4—H4A	0.9300	C21B—H21B	0.9300
C5—H5	0.9300	C22B—C23B	1.568 (18)
C6—C7	1.382 (4)	C22B—H22B	0.9300
C7—C8	1.371 (4)	C23B—H23D	0.9600
C7—H7	0.9300	C23B—H23E	0.9600
C8—C9	1.380 (4)	C23B—H23F	0.9600

O1—Co1—O3	162.90 (10)	N4—C11—C15	124.2 (2)
O1—Co1—N5ⁱ	94.17 (8)	C12—C11—C15	116.3 (2)
O3—Co1—N5ⁱ	88.66 (8)	C13—C12—C11	119.8 (2)
O1—Co1—N1	93.69 (8)	C13—C12—H12	120.1
O3—Co1—N1	89.94 (9)	C11—C12—H12	120.1
N5ⁱ—Co1—N1	157.66 (9)	N5—C13—C12	124.1 (2)
C1—N1—C5	115.9 (2)	N5—C13—H13	118.0
C1—N1—Co1	126.27 (18)	C12—C13—H13	118.0
C5—N1—Co1	117.78 (18)	N5—C14—C15	124.4 (2)
C3—N2—C6	129.8 (2)	N5—C14—H14	117.8
C3—N2—H2	115.1	C15—C14—H14	117.8
C6—N2—H2	115.1	C14—C15—C11	119.8 (2)
C6—N3—C10	117.6 (2)	C14—C15—H15	120.1
C11—N4—C10	129.8 (2)	C11—C15—H15	120.1
C11—N4—H4	115.1	O2—C16—O1	122.8 (2)
C10—N4—H4	115.1	O2—C16—C17	119.9 (2)
C13—N5—C14	115.4 (2)	O1—C16—C17	117.3 (2)
C13—N5—Co1ⁱ	125.92 (17)	C18—C17—C16	125.3 (3)
C14—N5—Co1ⁱ	118.68 (16)	C18—C17—H17	117.3
C16—O1—Co1	116.37 (15)	C16—C17—H17	117.3
C20—O3—Co1	108.8 (2)	C17—C18—C19	125.8 (3)
H5B—O5—H5C	105.3	C17—C18—H18	117.1
N1—C1—C2	123.5 (2)	C19—C18—H18	117.1
N1—C1—H1	118.3	C18—C19—H19A	109.5
C2—C1—H1	118.3	C18—C19—H19B	109.5
C1—C2—C3	120.3 (2)	H19A—C19—H19B	109.5
C1—C2—H2A	119.9	C18—C19—H19C	109.5
C3—C2—H2A	119.9	H19A—C19—H19C	109.5
N2—C3—C4	124.1 (2)	H19B—C19—H19C	109.5
N2—C3—C2	119.8 (2)	O4—C20—O3	122.8 (3)
C4—C3—C2	116.1 (2)	O4—C20—C21B	113.3 (4)
C5—C4—C3	119.5 (2)	O3—C20—C21B	123.9 (4)
C5—C4—H4A	120.3	O4—C20—C21A	144.8 (5)
C3—C4—H4A	120.3	O3—C20—C21A	92.3 (5)
N1—C5—C4	124.2 (2)	C21B—C20—C21A	31.7 (4)
N1—C5—H5	117.9	C22A—C21A—C20	119.7 (9)
C4—C5—H5	117.9	C22A—C21A—H21A	120.1
N3—C6—C7	123.5 (2)	C20—C21A—H21A	120.1
N3—C6—N2	118.4 (2)	C21A—C22A—C23A	114 (3)
C7—C6—N2	118.1 (2)	C21A—C22A—H22A	122.8
C8—C7—C6	118.0 (2)	C23A—C22A—H22A	122.8
C8—C7—H7	121.0	C22B—C21B—C20	122.4 (5)
C6—C7—H7	121.0	C22B—C21B—H21B	118.8
C7—C8—C9	119.8 (2)	C20—C21B—H21B	118.8
C7—C8—H8	120.1	C21B—C22B—C23B	121.0 (15)
C9—C8—H8	120.1	C21B—C22B—H22B	119.5
C8—C9—C10	118.0 (2)	C23B—C22B—H22B	119.5
C8—C9—H9	121.0	C22B—C23B—H23D	109.5
C10—C9—H9	121.0	C22B—C23B—H23E	109.5
N3—C10—C9	123.1 (2)	H23D—C23B—H23E	109.5
N3—C10—N4	118.7 (2)	C22B—C23B—H23F	109.5
C9—C10—N4	118.2 (2)	H23D—C23B—H23F	109.5
N4—C11—C12	119.5 (2)	H23E—C23B—H23F	109.5

Symmetry code: (i) −x+1/2, −y+1/2, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O4ⁱⁱ	0.86	1.99	2.831 (4)	167
N4—H4···O5ⁱⁱⁱ	0.86	1.98	2.840 (3)	174
O5—H5B···O2	0.86	1.89	2.737 (3)	170
O5—H5C···O2^iv	0.86	2.10	2.917 (3)	158

Symmetry codes: (ii) x, −y+1, z+1/2; (iii) −x+1/2, y−1/2, −z+5/2; (iv) −x+1, −y+1, −z+2.

Experimental details

Crystal data
Chemical formula	[Co₂(C₄H₅O₂)₄(C₁₅H₁₃N₅)₂]·2H₂O
M_r	1020.82
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	298
a, b, c (Å)	16.852 (3), 17.425 (3), 16.206 (2)
β (°)	91.848 (2)
V (Å³)	4756.6 (12)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.77
Crystal size (mm)	0.28 × 0.20 × 0.16

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.814, 0.887
No. of measured, independent and observed [I > 2σ(I)] reflections	11993, 4289, 3333
R_int	0.021
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.113, 1.00
No. of reflections	4289
No. of parameters	319
No. of restraints	5
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.67, −0.25

Computer programs: APEX2 (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPIII (Burnett & Johnson, 1996); ORTEP-3 for Windows (Farrugia, 1997).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O4ⁱ	0.86	1.99	2.831 (4)	167.4
N4—H4···O5ⁱⁱ	0.86	1.98	2.840 (3)	174.4
O5—H5B···O2	0.86	1.89	2.737 (3)	169.6
O5—H5C···O2ⁱⁱⁱ	0.86	2.10	2.917 (3)	158.2

Symmetry codes: (i) x, −y+1, z+1/2; (ii) −x+1/2, y−1/2, −z+5/2; (iii) −x+1, −y+1, −z+2.

Acknowledgements

The author is grateful to the Research Foundation of Lishui University (grant No. KZ08005) for financial support.

References

Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Burchell, T. J., Eisler, D. J. & Puddephatt, R. (2006). J. Mol. Struct. 796, 47–57. Web of Science CSD CrossRef CAS Google Scholar
Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Liu, J. Q., Wang, Y. Y., Ma, L. F., Zhang, W. H., Zeng, X. R., Shi, Q. Z. & Peng, S. M. (2008). Inorg. Chim. Acta, 361, 2327–2334. Web of Science CSD CrossRef CAS Google Scholar
Patra, A. K., Rose, M. J., Murphy, K. A., Olmstead, M. M. & Mascharak, P. K. (2004). Inorg. Chem. 43, 4487–4495. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Thorsten, G., Thomas, L. & Roland, F. (2004). Eur. J. Inorg. Chem. pp. 394–400. Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 12| December 2008| Page m1579

doi:10.1107/S1600536808037847

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

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

Bis(μ-N,N′-di-4-pyridylpyridine-2,6-di­amine)bis­[dimethacrylatocobalt(II)] dihydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Bis(μ-N,N′-di-4-pyridylpyridine-2,6-diamine)bis[dimethacrylatocobalt(II)] dihydrate