Bis[2-(2-pyridylmethyl-eneamino)benzene-sulfonato-κN,N',O]cobalt(II) dihydrate.

The title complex, [Co(C(12)H(9)N(2)O(3)S)(2)]·2H(2)O, has site symmetry 2 with the Co(II) cation located on a twofold rotation axis. Two tridentate 2-(2-pyridylmethyl-eneamino)benzene-sulfonate (paba) ligands chelate to the Co(II) cation in a distorted octa-hedral geometry. The pyridine and benzene rings in the paba ligand are oriented at a dihedral angle of 42.86 (13)°. Inter-molecular O-H⋯O and C-H⋯O hydrogen bonding is present in the crystal structure.

Related literature

For general background to the coordination chemistry of the sulfonate ligands, see: Jiang et al. (2006 ▶). For the isostructural Zn and Cd complexes, see: Cai et al. (2008 ▶); Ou-Yang et al. (2008 ▶). For the synthesis, see: Casella & Gullotti (1986 ▶).

Experimental

Crystal data

[Co(C12H9N2O3S)2]·2H2O

M = 617.53

Orthorhombic,

a = 19.636 (2) Å

b = 8.0973 (8) Å

c = 16.2819 (16) Å

V = 2588.8 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.88 mm−1

T = 291 K

0.31 × 0.25 × 0.07 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.771, T max = 0.939

17970 measured reflections

2410 independent reflections

1960 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.089

S = 1.02

2410 reflections

177 parameters

H-atom parameters constrained

Δρmax = 0.44 e Å−3

Δρmin = −0.46 e Å−3

Data collection: SMART (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809043918/xu2642sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809043918/xu2642Isup2.hkl

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

[Co(C12H9N2O3S)2]·2H2O	F(000) = 1268
Mr = 617.53	Dx = 1.584 Mg m−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 4317 reflections
a = 19.636 (2) Å	θ = 2.5–24.7°
b = 8.0973 (8) Å	µ = 0.88 mm−1
c = 16.2819 (16) Å	T = 291 K
V = 2588.8 (4) Å3	Block, red
Z = 4	0.31 × 0.25 × 0.07 mm

Bruker SMART CCD area-detector diffractometer	2410 independent reflections
Radiation source: fine-focus sealed tube	1960 reflections with I > 2σ(I)
graphite	Rint = 0.039
φ and ω scans	θmax = 25.5°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −23→23
Tmin = 0.771, Tmax = 0.939	k = −9→9
17970 measured reflections	l = −19→19

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.089	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0467P)2 + 1.5384P] where P = (Fo2 + 2Fc2)/3
2410 reflections	(Δ/σ)max = 0.001
177 parameters	Δρmax = 0.44 e Å−3
0 restraints	Δρmin = −0.46 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	1.0000	0.68407 (5)	0.2500	0.02746 (14)
S1	0.87615 (3)	0.82456 (8)	0.34750 (3)	0.03191 (17)
O1	0.79780 (13)	0.4090 (4)	0.44814 (16)	0.1166 (13)
H1W	0.7550	0.4121	0.4400	0.175*
H2W	0.8188	0.4425	0.4064	0.175*
O2	0.84711 (9)	0.6617 (2)	0.34011 (11)	0.0477 (5)
O3	0.95125 (8)	0.8220 (2)	0.34231 (9)	0.0350 (4)
O4	0.85336 (9)	0.9170 (2)	0.41814 (10)	0.0438 (4)
N1	0.90902 (9)	0.7307 (2)	0.17616 (11)	0.0297 (4)
N2	0.99827 (10)	0.4858 (3)	0.16249 (12)	0.0335 (5)
C1	0.85084 (11)	0.9367 (3)	0.25933 (13)	0.0310 (5)
C2	0.81355 (13)	1.0800 (3)	0.26678 (15)	0.0413 (6)
H2	0.8016	1.1189	0.3186	0.050*
C3	0.79387 (15)	1.1660 (4)	0.19754 (18)	0.0534 (8)
H3	0.7691	1.2634	0.2027	0.064*
C4	0.81090 (14)	1.1074 (4)	0.12064 (16)	0.0538 (8)
H4	0.7974	1.1653	0.0741	0.065*
C5	0.84796 (13)	0.9631 (4)	0.11249 (15)	0.0444 (7)
H5	0.8593	0.9246	0.0604	0.053*
C6	0.86829 (11)	0.8756 (3)	0.18134 (14)	0.0309 (5)
C7	0.89905 (12)	0.6270 (3)	0.11848 (14)	0.0362 (6)
H7	0.8624	0.6399	0.0828	0.043*
C8	0.94554 (12)	0.4883 (3)	0.10895 (13)	0.0330 (5)
C9	0.93760 (15)	0.3705 (3)	0.04869 (16)	0.0469 (7)
H9	0.9008	0.3749	0.0128	0.056*
C10	0.98533 (16)	0.2455 (4)	0.04253 (18)	0.0534 (7)
H10	0.9808	0.1639	0.0027	0.064*
C11	1.03915 (16)	0.2432 (3)	0.09565 (18)	0.0503 (7)
H11	1.0722	0.1612	0.0919	0.060*
C12	1.04376 (14)	0.3648 (3)	0.15512 (16)	0.0428 (6)
H12	1.0802	0.3618	0.1915	0.051*

	U11	U22	U33	U12	U13	U23
Co1	0.0260 (2)	0.0333 (3)	0.0231 (2)	0.000	−0.00434 (16)	0.000
S1	0.0305 (3)	0.0415 (4)	0.0238 (3)	−0.0001 (3)	0.0004 (2)	0.0016 (2)
O1	0.0579 (15)	0.193 (3)	0.099 (2)	−0.0322 (18)	−0.0192 (14)	0.079 (2)
O2	0.0511 (11)	0.0469 (11)	0.0452 (11)	−0.0111 (9)	−0.0011 (9)	0.0076 (9)
O3	0.0292 (8)	0.0485 (10)	0.0272 (8)	0.0047 (7)	−0.0040 (7)	−0.0038 (7)
O4	0.0425 (10)	0.0625 (12)	0.0263 (9)	0.0069 (9)	0.0045 (7)	−0.0037 (8)
N1	0.0253 (9)	0.0408 (11)	0.0231 (10)	0.0000 (8)	−0.0006 (7)	−0.0016 (9)
N2	0.0383 (11)	0.0336 (11)	0.0287 (10)	0.0019 (9)	−0.0042 (8)	−0.0010 (8)
C1	0.0238 (11)	0.0400 (13)	0.0293 (12)	−0.0001 (10)	−0.0006 (9)	0.0029 (10)
C2	0.0354 (14)	0.0526 (16)	0.0357 (13)	0.0096 (12)	0.0024 (11)	−0.0009 (12)
C3	0.0490 (16)	0.0553 (18)	0.0560 (18)	0.0229 (14)	0.0011 (14)	0.0072 (14)
C4	0.0512 (17)	0.072 (2)	0.0377 (15)	0.0214 (15)	−0.0016 (12)	0.0139 (14)
C5	0.0389 (14)	0.0639 (19)	0.0305 (13)	0.0118 (13)	0.0013 (11)	0.0054 (12)
C6	0.0229 (11)	0.0433 (13)	0.0266 (11)	0.0005 (10)	−0.0010 (9)	0.0015 (11)
C7	0.0301 (12)	0.0503 (15)	0.0282 (12)	−0.0005 (11)	−0.0073 (10)	−0.0023 (11)
C8	0.0342 (12)	0.0382 (13)	0.0265 (12)	−0.0024 (11)	−0.0032 (10)	−0.0016 (10)
C9	0.0526 (16)	0.0487 (16)	0.0395 (15)	−0.0023 (13)	−0.0109 (12)	−0.0098 (13)
C10	0.073 (2)	0.0435 (16)	0.0433 (17)	0.0039 (15)	−0.0087 (15)	−0.0127 (13)
C11	0.0646 (19)	0.0376 (15)	0.0488 (17)	0.0134 (14)	−0.0012 (14)	−0.0036 (13)
C12	0.0492 (16)	0.0410 (15)	0.0381 (14)	0.0070 (12)	−0.0085 (12)	−0.0004 (12)

Co1—O3	2.1029 (16)	C2—C3	1.380 (4)
Co1—O3i	2.1029 (16)	C2—H2	0.9300
Co1—N1i	2.1862 (18)	C3—C4	1.380 (4)
Co1—N1	2.1863 (18)	C3—H3	0.9300
Co1—N2	2.147 (2)	C4—C5	1.383 (4)
Co1—N2i	2.147 (2)	C4—H4	0.9300
S1—O2	1.4421 (18)	C5—C6	1.385 (3)
S1—O4	1.4433 (17)	C5—H5	0.9300
S1—O3	1.4773 (17)	C7—C8	1.456 (3)
S1—C1	1.770 (2)	C7—H7	0.9300
O1—H1W	0.8502	C8—C9	1.378 (3)
O1—H2W	0.8402	C9—C10	1.383 (4)
N1—C7	1.275 (3)	C9—H9	0.9300
N1—C6	1.422 (3)	C10—C11	1.366 (4)
N2—C12	1.331 (3)	C10—H10	0.9300
N2—C8	1.354 (3)	C11—C12	1.384 (4)
C1—C2	1.377 (3)	C11—H11	0.9300
C1—C6	1.406 (3)	C12—H12	0.9300
O3—Co1—O3i	115.85 (9)	C1—C2—H2	119.9
O3—Co1—N2	149.80 (7)	C3—C2—H2	119.9
O3i—Co1—N2	85.98 (7)	C2—C3—C4	120.0 (3)
O3—Co1—N2i	85.98 (7)	C2—C3—H3	120.0
O3i—Co1—N2i	149.80 (7)	C4—C3—H3	120.0
N2—Co1—N2i	83.20 (11)	C3—C4—C5	120.3 (2)
O3—Co1—N1i	83.51 (6)	C3—C4—H4	119.8
O3i—Co1—N1i	85.95 (6)	C5—C4—H4	119.8
N2—Co1—N1i	120.48 (7)	C4—C5—C6	120.4 (2)
N2i—Co1—N1i	75.60 (7)	C4—C5—H5	119.8
O3—Co1—N1	85.95 (6)	C6—C5—H5	119.8
O3i—Co1—N1	83.51 (6)	C5—C6—C1	118.7 (2)
N2—Co1—N1	75.60 (7)	C5—C6—N1	122.4 (2)
N2i—Co1—N1	120.48 (7)	C1—C6—N1	118.78 (19)
N1i—Co1—N1	160.09 (11)	N1—C7—C8	119.4 (2)
O2—S1—O4	114.72 (11)	N1—C7—H7	120.3
O2—S1—O3	112.14 (11)	C8—C7—H7	120.3
O4—S1—O3	111.25 (10)	N2—C8—C9	122.3 (2)
O2—S1—C1	106.90 (11)	N2—C8—C7	115.0 (2)
O4—S1—C1	107.06 (11)	C9—C8—C7	122.6 (2)
O3—S1—C1	103.96 (10)	C8—C9—C10	118.8 (2)
H1W—O1—H2W	110.5	C8—C9—H9	120.6
S1—O3—Co1	120.19 (9)	C10—C9—H9	120.6
C7—N1—C6	120.03 (19)	C11—C10—C9	119.2 (3)
C7—N1—Co1	114.63 (16)	C11—C10—H10	120.4
C6—N1—Co1	124.72 (14)	C9—C10—H10	120.4
C12—N2—C8	117.8 (2)	C10—C11—C12	118.9 (3)
C12—N2—Co1	126.85 (16)	C10—C11—H11	120.5
C8—N2—Co1	115.36 (16)	C12—C11—H11	120.5
C2—C1—C6	120.4 (2)	N2—C12—C11	122.9 (2)
C2—C1—S1	120.67 (18)	N2—C12—H12	118.6
C6—C1—S1	118.91 (18)	C11—C12—H12	118.6
C1—C2—C3	120.1 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1W···O4ii	0.85	2.16	3.009 (3)	179
O1—H2W···O2	0.84	2.15	2.867 (3)	143
C7—H7···O1iii	0.93	2.56	3.425 (3)	154
C11—H11···O4iv	0.93	2.46	3.389 (3)	172

Table 1

Selected bond lengths (Å)

Co1—O3	2.1029 (16)
Co1—N1	2.1863 (18)
Co1—N2	2.147 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1W⋯O4i	0.85	2.16	3.009 (3)	179
O1—H2W⋯O2	0.84	2.15	2.867 (3)	143
C7—H7⋯O1ii	0.93	2.56	3.425 (3)	154
C11—H11⋯O4iii	0.93	2.46	3.389 (3)	172

Symmetry codes: (i) ; (ii) ; (iii) .