Tetra-aqua-bis-(2-{[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]sulfan-yl}acetato)-cobalt(II) monohydrate.

In the title compound, [Co(C(9)H(6)N(3)O(3)S)(2)(H(2)O)(4)]·H(2)O, the two 2-{[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]sulfan-yl}acetate ligands are monodentate. One coordinates the metal atom via the pyridyl N atom whereas the other coordinates via the carboxyl-ate O atom. The Co(II) atom adopts a slightly distorted octa-hedral coordination geometry with four O atoms of the coordinated water mol-ecules located in the equatorial plane and the N and O atoms of the two POA ligands in axial positions. In the crystal, the components are connected through O-H⋯O and O-H⋯N hydrogen bonds into a three-dimensional framework.

Related literature

For metal-assisted transformation of N-benzoyl­dithio­carbazate to 5-phenyl-1,3,4-oxadiazole-2-thiol (pot) in the presence of ethyl­enediamine, and its transition metal complexes, see: Tripathi et al. (2007 ▶). For zinc and cadmium metal-organic polymers formed with 5-(4-pyrid­yl)-1,3,4-oxadiazole-2-thiol, see: Du et al. (2006 ▶). For the synthesis of 5-(4-pyrid­yl)-1,3,4-oxadiazole-2-thiol, see: Young & Wood (1955 ▶).

Experimental

Crystal data

[Co(C9H6N3O3S)2(H2O)4]·H2O

M = 621.47

Triclinic,

a = 7.393 (4) Å

b = 11.122 (6) Å

c = 16.014 (8) Å

α = 103.904 (6)°

β = 96.040 (6)°

γ = 103.017 (6)°

V = 1227.5 (11) Å3

Z = 2

Mo Kα radiation

μ = 0.94 mm−1

T = 293 K

0.40 × 0.25 × 0.15 mm

Data collection

Siemens SMART CCD diffractometer

8804 measured reflections

4234 independent reflections

2975 reflections with I > 2σ(I)

R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.065

wR(F 2) = 0.182

S = 1.00

4234 reflections

373 parameters

14 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.51 e Å−3

Δρmin = −0.82 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1994 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811046526/gk2415sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811046526/gk2415Isup2.hkl

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

[Co(C9H6N3O3S)2(H2O)4]·H2O	Z = 2
Mr = 621.47	F(000) = 638
Triclinic, P1	Dx = 1.681 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.393 (4) Å	Cell parameters from 2275 reflections
b = 11.122 (6) Å	θ = 2.7–25.1°
c = 16.014 (8) Å	µ = 0.94 mm−1
α = 103.904 (6)°	T = 293 K
β = 96.040 (6)°	Block, red
γ = 103.017 (6)°	0.40 × 0.25 × 0.15 mm
V = 1227.5 (11) Å3

Siemens SMART CCD diffractometer	2975 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.056
graphite	θmax = 25.0°, θmin = 2.7°
ω scan	h = −8→8
8804 measured reflections	k = −13→13
4234 independent reflections	l = −19→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)] = 0.065	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.182	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.1108P)2] where P = (Fo2 + 2Fc2)/3
4234 reflections	(Δ/σ)max < 0.001
373 parameters	Δρmax = 1.51 e Å−3
14 restraints	Δρmin = −0.82 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
Co1	0.78325 (9)	0.30500 (6)	0.54979 (4)	0.0341 (2)
S1	0.75640 (19)	0.10713 (12)	0.18118 (8)	0.0428 (4)
S2	0.63708 (19)	0.46656 (12)	1.16857 (8)	0.0440 (4)
O1	0.8385 (5)	0.3050 (3)	0.4234 (2)	0.0402 (8)
O2	0.6631 (6)	0.1130 (3)	0.3422 (2)	0.0572 (10)
O3	0.8313 (5)	0.0864 (3)	0.0228 (2)	0.0405 (8)
O4	0.3915 (5)	0.3743 (3)	1.3574 (2)	0.0462 (9)
O5	0.6136 (5)	0.5403 (3)	1.3476 (2)	0.0497 (9)
O6	0.6559 (5)	0.4033 (3)	0.9999 (2)	0.0424 (8)
O7	0.5077 (5)	0.3243 (3)	0.5123 (2)	0.0389 (8)
O8	0.8788 (5)	0.5034 (3)	0.5868 (2)	0.0457 (9)
O9	1.0481 (5)	0.2784 (4)	0.5833 (3)	0.0483 (9)
O10	0.6705 (5)	0.1073 (3)	0.5044 (2)	0.0452 (9)
O11	0.1925 (6)	0.1010 (4)	0.4736 (2)	0.0570 (10)
N1	0.9855 (6)	0.2754 (4)	0.1118 (3)	0.0473 (11)
N2	1.0274 (6)	0.2712 (4)	0.0278 (3)	0.0481 (11)
N3	0.8966 (6)	0.0086 (4)	−0.2939 (3)	0.0492 (11)
N4	0.7224 (5)	0.3085 (4)	0.6795 (3)	0.0362 (9)
N5	0.4802 (7)	0.2040 (4)	0.9494 (3)	0.0505 (12)
N6	0.4768 (6)	0.2448 (4)	1.0384 (3)	0.0487 (11)
C1	0.7812 (6)	0.2151 (4)	0.3525 (3)	0.0350 (11)
C2	0.8695 (7)	0.2403 (5)	0.2745 (3)	0.0399 (12)
H2A	1.0065	0.2479	0.2856	0.048*
H2B	0.8508	0.3211	0.2641	0.048*
C3	0.8697 (7)	0.1655 (5)	0.1053 (3)	0.0363 (11)
C4	0.9354 (7)	0.1611 (4)	−0.0218 (3)	0.0370 (11)
C5	0.9225 (7)	0.1068 (5)	−0.1155 (3)	0.0379 (11)
C6	0.7994 (7)	−0.0095 (5)	−0.1589 (3)	0.0436 (12)
H6	0.7221	−0.0581	−0.1285	0.052*
C7	0.7907 (7)	−0.0541 (5)	−0.2484 (3)	0.0445 (12)
H7	0.7041	−0.1339	−0.2785	0.053*
C8	1.0126 (8)	0.1215 (5)	−0.2516 (3)	0.0477 (13)
H8	1.0851	0.1686	−0.2845	0.057*
C9	1.0345 (7)	0.1750 (5)	−0.1624 (3)	0.0425 (12)
H9	1.1224	0.2551	−0.1343	0.051*
C10	0.4996 (7)	0.4344 (5)	1.3167 (3)	0.0376 (11)
C11	0.4767 (7)	0.3688 (5)	1.2190 (3)	0.0377 (11)
H11A	0.3455	0.3558	1.1908	0.045*
H11B	0.5032	0.2837	1.2108	0.045*
C12	0.5816 (7)	0.3609 (5)	1.0651 (3)	0.0381 (11)
C13	0.5860 (7)	0.2988 (5)	0.9296 (3)	0.0391 (12)
C14	0.6358 (6)	0.3042 (4)	0.8441 (3)	0.0332 (10)
C15	0.5456 (7)	0.2050 (5)	0.7710 (3)	0.0412 (12)
H15	0.4529	0.1337	0.7760	0.049*
C16	0.5918 (7)	0.2109 (5)	0.6909 (3)	0.0405 (12)
H16	0.5283	0.1426	0.6412	0.049*
C17	0.8101 (7)	0.4028 (5)	0.7512 (3)	0.0398 (12)
H17	0.9044	0.4719	0.7446	0.048*
C18	0.7718 (7)	0.4056 (5)	0.8338 (3)	0.0408 (12)
H18	0.8369	0.4753	0.8826	0.049*
H7B	0.503 (8)	0.355 (5)	0.469 (2)	0.061*
H7A	0.471 (8)	0.379 (4)	0.548 (3)	0.061*
H8A	0.793 (6)	0.540 (5)	0.599 (4)	0.061*
H9B	1.087 (8)	0.226 (4)	0.547 (3)	0.061*
H9A	1.144 (5)	0.340 (3)	0.604 (4)	0.061*
H8B	0.966 (5)	0.554 (4)	0.573 (4)	0.061*
H10A	0.709 (8)	0.044 (4)	0.512 (4)	0.061*
H11C	0.163 (6)	0.082 (5)	0.4196 (8)	0.061*
H10B	0.657 (8)	0.105 (6)	0.4512 (12)	0.061*
H11D	0.3009 (12)	0.1571 (12)	0.481 (3)	0.061*

	U11	U22	U33	U12	U13	U23
Co1	0.0346 (4)	0.0291 (4)	0.0268 (4)	−0.0062 (3)	0.0043 (3)	−0.0008 (3)
S1	0.0500 (8)	0.0355 (7)	0.0281 (6)	−0.0053 (6)	0.0019 (6)	−0.0019 (5)
S2	0.0508 (8)	0.0391 (7)	0.0300 (7)	−0.0028 (6)	0.0082 (6)	−0.0001 (5)
O1	0.044 (2)	0.0313 (17)	0.0313 (18)	−0.0080 (16)	0.0090 (15)	−0.0019 (14)
O2	0.064 (2)	0.044 (2)	0.035 (2)	−0.025 (2)	0.0006 (18)	−0.0034 (16)
O3	0.049 (2)	0.0304 (18)	0.0276 (17)	−0.0054 (16)	0.0009 (15)	−0.0017 (14)
O4	0.057 (2)	0.043 (2)	0.0319 (18)	0.0023 (18)	0.0133 (17)	0.0046 (16)
O5	0.045 (2)	0.046 (2)	0.0345 (19)	−0.0126 (18)	0.0057 (16)	−0.0090 (16)
O6	0.052 (2)	0.0395 (19)	0.0273 (18)	0.0007 (17)	0.0102 (16)	0.0036 (15)
O7	0.040 (2)	0.039 (2)	0.0289 (18)	0.0010 (16)	0.0042 (15)	0.0029 (15)
O8	0.045 (2)	0.0286 (19)	0.052 (2)	−0.0057 (16)	0.0163 (19)	0.0014 (17)
O9	0.036 (2)	0.045 (2)	0.048 (2)	−0.0013 (17)	0.0039 (17)	−0.0032 (18)
O10	0.058 (2)	0.0292 (18)	0.038 (2)	−0.0055 (17)	0.0087 (18)	0.0054 (17)
O11	0.062 (2)	0.051 (2)	0.040 (2)	−0.005 (2)	0.0034 (19)	−0.0016 (18)
N1	0.051 (3)	0.041 (2)	0.035 (2)	−0.004 (2)	0.008 (2)	−0.0046 (19)
N2	0.053 (3)	0.042 (3)	0.033 (2)	−0.005 (2)	0.007 (2)	−0.002 (2)
N3	0.054 (3)	0.049 (3)	0.035 (2)	0.002 (2)	0.003 (2)	0.005 (2)
N4	0.036 (2)	0.031 (2)	0.033 (2)	−0.0024 (18)	0.0025 (17)	0.0020 (17)
N5	0.060 (3)	0.048 (3)	0.031 (2)	−0.005 (2)	0.010 (2)	0.003 (2)
N6	0.056 (3)	0.049 (3)	0.031 (2)	−0.002 (2)	0.013 (2)	0.006 (2)
C1	0.033 (3)	0.031 (3)	0.029 (2)	−0.004 (2)	−0.001 (2)	0.000 (2)
C2	0.046 (3)	0.034 (3)	0.027 (2)	−0.004 (2)	0.006 (2)	−0.002 (2)
C3	0.038 (3)	0.036 (3)	0.024 (2)	0.004 (2)	0.000 (2)	−0.005 (2)
C4	0.035 (3)	0.030 (3)	0.039 (3)	0.003 (2)	0.003 (2)	0.002 (2)
C5	0.040 (3)	0.033 (3)	0.035 (3)	0.008 (2)	0.001 (2)	0.004 (2)
C6	0.048 (3)	0.040 (3)	0.033 (3)	0.000 (3)	0.004 (2)	0.004 (2)
C7	0.040 (3)	0.043 (3)	0.038 (3)	0.000 (2)	0.001 (2)	0.001 (2)
C8	0.051 (3)	0.053 (3)	0.036 (3)	0.008 (3)	0.007 (2)	0.012 (3)
C9	0.044 (3)	0.033 (3)	0.041 (3)	0.001 (2)	−0.001 (2)	0.003 (2)
C10	0.042 (3)	0.040 (3)	0.027 (2)	0.011 (2)	0.004 (2)	0.002 (2)
C11	0.039 (3)	0.034 (3)	0.029 (2)	−0.001 (2)	0.003 (2)	−0.001 (2)
C12	0.040 (3)	0.039 (3)	0.029 (3)	0.006 (2)	0.003 (2)	0.003 (2)
C13	0.046 (3)	0.036 (3)	0.028 (3)	0.005 (2)	0.006 (2)	0.000 (2)
C14	0.036 (3)	0.032 (2)	0.030 (2)	0.005 (2)	0.008 (2)	0.006 (2)
C15	0.045 (3)	0.035 (3)	0.033 (3)	−0.006 (2)	0.008 (2)	0.004 (2)
C16	0.046 (3)	0.034 (3)	0.028 (2)	−0.005 (2)	0.003 (2)	−0.001 (2)
C17	0.041 (3)	0.035 (3)	0.032 (3)	−0.007 (2)	0.006 (2)	0.003 (2)
C18	0.044 (3)	0.035 (3)	0.028 (2)	−0.006 (2)	−0.001 (2)	−0.004 (2)

Co1—O8	2.074 (4)	N3—C7	1.322 (7)
Co1—O9	2.080 (4)	N3—C8	1.325 (7)
Co1—O10	2.083 (4)	N4—C17	1.340 (6)
Co1—O1	2.107 (3)	N4—C16	1.343 (6)
Co1—O7	2.135 (4)	N5—C13	1.291 (6)
Co1—N4	2.164 (4)	N5—N6	1.394 (6)
S1—C3	1.718 (5)	N6—C12	1.290 (7)
S1—C2	1.800 (5)	C1—C2	1.525 (6)
S2—C12	1.732 (5)	C2—H2A	0.9900
S2—C11	1.812 (5)	C2—H2B	0.9900
O1—C1	1.277 (5)	C4—C5	1.461 (7)
O2—C1	1.229 (6)	C5—C6	1.375 (7)
O3—C3	1.359 (5)	C5—C9	1.396 (7)
O3—C4	1.381 (6)	C6—C7	1.389 (7)
O4—C10	1.261 (6)	C6—H6	0.9500
O5—C10	1.236 (6)	C7—H7	0.9500
O6—C12	1.361 (6)	C8—C9	1.386 (7)
O6—C13	1.365 (6)	C8—H8	0.9500
O7—H7B	0.841 (10)	C9—H9	0.9500
O7—H7A	0.843 (10)	C10—C11	1.532 (6)
O8—H8A	0.839 (10)	C11—H11A	0.9900
O8—H8B	0.837 (10)	C11—H11B	0.9900
O9—H9B	0.840 (10)	C13—C14	1.466 (6)
O9—H9A	0.838 (11)	C14—C15	1.385 (7)
O10—H10A	0.842 (7)	C14—C18	1.388 (7)
O10—H10B	0.841 (10)	C15—C16	1.373 (7)
O11—H11C	0.831 (10)	C15—H15	0.9500
O11—H11D	0.875 (8)	C16—H16	0.9500
N1—C3	1.298 (6)	C17—C18	1.377 (6)
N1—N2	1.404 (6)	C17—H17	0.9500
N2—C4	1.280 (6)	C18—H18	0.9500
O8—Co1—O9	93.76 (15)	N1—C3—S1	131.2 (4)
O8—Co1—O10	175.09 (15)	O3—C3—S1	116.2 (3)
O9—Co1—O10	90.39 (15)	N2—C4—O3	112.4 (4)
O8—Co1—O1	88.89 (13)	N2—C4—C5	130.1 (5)
O9—Co1—O1	90.15 (14)	O3—C4—C5	117.5 (4)
O10—Co1—O1	88.47 (13)	C6—C5—C9	119.1 (5)
O8—Co1—O7	88.48 (14)	C6—C5—C4	121.3 (5)
O9—Co1—O7	177.66 (14)	C9—C5—C4	119.6 (5)
O10—Co1—O7	87.35 (15)	C5—C6—C7	118.3 (5)
O1—Co1—O7	89.22 (13)	C5—C6—H6	120.8
O8—Co1—N4	90.21 (14)	C7—C6—H6	120.8
O9—Co1—N4	91.06 (15)	N3—C7—C6	123.4 (5)
O10—Co1—N4	92.35 (14)	N3—C7—H7	118.3
O1—Co1—N4	178.54 (13)	C6—C7—H7	118.3
O7—Co1—N4	89.61 (14)	N3—C8—C9	123.9 (5)
C3—S1—C2	97.1 (2)	N3—C8—H8	118.1
C12—S2—C11	96.7 (2)	C9—C8—H8	118.1
C1—O1—Co1	128.8 (3)	C8—C9—C5	117.4 (5)
C3—O3—C4	102.2 (4)	C8—C9—H9	121.3
C12—O6—C13	102.0 (4)	C5—C9—H9	121.3
Co1—O7—H7B	111 (4)	O5—C10—O4	126.2 (5)
Co1—O7—H7A	116 (4)	O5—C10—C11	118.9 (4)
H7B—O7—H7A	99 (5)	O4—C10—C11	114.8 (4)
Co1—O8—H8A	113 (4)	C10—C11—S2	110.1 (3)
Co1—O8—H8B	132 (4)	C10—C11—H11A	109.6
H8A—O8—H8B	109 (5)	S2—C11—H11A	109.6
Co1—O9—H9B	119 (4)	C10—C11—H11B	109.6
Co1—O9—H9A	122 (4)	S2—C11—H11B	109.6
H9B—O9—H9A	103 (6)	H11A—C11—H11B	108.2
Co1—O10—H10A	133 (4)	N6—C12—O6	112.9 (4)
Co1—O10—H10B	95 (4)	N6—C12—S2	129.8 (4)
H10A—O10—H10B	110 (6)	O6—C12—S2	117.4 (4)
H11C—O11—H11D	100.1 (15)	N5—C13—O6	112.5 (4)
C3—N1—N2	106.1 (4)	N5—C13—C14	127.9 (4)
C4—N2—N1	106.7 (4)	O6—C13—C14	119.6 (4)
C7—N3—C8	117.7 (5)	C15—C14—C18	118.5 (4)
C17—N4—C16	116.7 (4)	C15—C14—C13	119.4 (4)
C17—N4—Co1	123.8 (3)	C18—C14—C13	122.1 (4)
C16—N4—Co1	119.5 (3)	C16—C15—C14	119.2 (4)
C13—N5—N6	106.5 (4)	C16—C15—H15	120.4
C12—N6—N5	106.1 (4)	C14—C15—H15	120.4
O2—C1—O1	126.2 (4)	N4—C16—C15	123.3 (4)
O2—C1—C2	118.4 (4)	N4—C16—H16	118.4
O1—C1—C2	115.3 (4)	C15—C16—H16	118.4
C1—C2—S1	107.5 (3)	N4—C17—C18	124.1 (4)
C1—C2—H2A	110.2	N4—C17—H17	118.0
S1—C2—H2A	110.2	C18—C17—H17	118.0
C1—C2—H2B	110.2	C17—C18—C14	118.3 (4)
S1—C2—H2B	110.2	C17—C18—H18	120.9
H2A—C2—H2B	108.5	C14—C18—H18	120.9
N1—C3—O3	112.6 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O10—H10B···O2	0.84 (1)	1.77 (1)	2.608 (5)	172 (6)
O11—H11D···O7	0.88 (1)	2.04 (1)	2.886 (5)	163 (2)
O10—H10A···O11i	0.84 (1)	1.97 (1)	2.810 (6)	178 (6)
O7—H7A···O5ii	0.84 (1)	1.94 (2)	2.741 (5)	160 (5)
O8—H8A···O4ii	0.84 (1)	1.93 (2)	2.767 (5)	172 (6)
O9—H9B···O11iii	0.84 (1)	1.96 (1)	2.793 (5)	174 (6)
O7—H7B···O4iv	0.84 (1)	1.97 (3)	2.762 (5)	156 (6)
O8—H8B···O1v	0.84 (1)	1.87 (2)	2.677 (5)	163 (6)
O9—H9A···O5vi	0.84 (1)	1.93 (2)	2.761 (5)	170 (5)
O11—H11C···N3vii	0.83 (1)	1.98 (2)	2.785 (6)	165 (5)

Table 1

Selected bond lengths (Å)

Co1—O8	2.074 (4)
Co1—O9	2.080 (4)
Co1—O10	2.083 (4)
Co1—O1	2.107 (3)
Co1—O7	2.135 (4)
Co1—N4	2.164 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O10—H10B⋯O2	0.84 (1)	1.77 (1)	2.608 (5)	172 (6)
O11—H11D⋯O7	0.88 (1)	2.04 (1)	2.886 (5)	163 (2)
O10—H10A⋯O11i	0.84 (1)	1.97 (1)	2.810 (6)	178 (6)
O7—H7A⋯O5ii	0.84 (1)	1.94 (2)	2.741 (5)	160 (5)
O8—H8A⋯O4ii	0.84 (1)	1.93 (2)	2.767 (5)	172 (6)
O9—H9B⋯O11iii	0.84 (1)	1.96 (1)	2.793 (5)	174 (6)
O7—H7B⋯O4iv	0.84 (1)	1.97 (3)	2.762 (5)	156 (6)
O8—H8B⋯O1v	0.84 (1)	1.87 (2)	2.677 (5)	163 (6)
O9—H9A⋯O5vi	0.84 (1)	1.93 (2)	2.761 (5)	170 (5)
O11—H11C⋯N3vii	0.83 (1)	1.98 (2)	2.785 (6)	165 (5)

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