catena-Poly[[[(acetato-κ2O,O′)cadmium]-μ-acetato-κ3O,O′:O′-μ-{1,2-bis­[4-(pyridin-3-yl)pyrimidin-2-ylsulfan­yl]ethane}-κ2N4,N4′] trihydrate]

Dong, H.-Z.; Chu, Z.-L.

doi:10.1107/S1600536811046794

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 12| December 2011| Page m1740

https://doi.org/10.1107/S1600536811046794

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catena-Poly[[[(acetato-κ²O,O′)cadmium]-μ-acetato-κ³O,O′:O′-μ-{1,2-bis[4-(pyridin-3-yl)pyrimidin-2-ylsulfanyl]ethane}-κ²N⁴,N^4′] trihydrate]

Hua-Ze Dong ^a ^* and Zhao-Lian Chu ^b

^aDeparment of Chemistry and Chemical Engineering, Hefei Normal University, Hefei 230061, People's Republic of China, and ^bSchool of Chemistry and Chemical Engineering, Anhui University of Technology, Maanshan 243002, People's Republic of China
^*Correspondence e-mail: dapdong@163.com

(Received 25 October 2011; accepted 6 November 2011; online 12 November 2011)

The title compound, {[Cd(CH₃COO)₂(C₂₀H₁₆N₆S₂)]·3H₂O}_n, exists as a one-dimensional zigzag polymer in which the Cd^II ion shows a seven-coordinate [CdO₅N₂] distorted pentagonal–bipyramidal geometry with the N atoms in axial positions and an N—Cd—N angle of 176.94 (13)°. The metal atoms are bridged by 1,2-bis[4-(pyridin-3-yl)pyrimidin-2-ylsulfanyl]ethane ligands, giving a polymeric chain extending along the b axis. Adjacent chains related by an inversion center are further bridged by Cd—O bonds formed between the O atom of one of the acetate ligands and the metal atom. The five Cd—O bond lengths are in the range 2.329 (3)–2.485 (3) Å. There are π–π stacking interactions between the aromatic rings of adjacent polymeric chains, the centroid–centroid distances being 3.556 (3) and 3.698 (3) Å, organizing the chains into a three-dimensional framework. This framework is additionally stabilized by extensive O—H⋯O and O—H⋯N hydrogen bonding between water molecules and the ligands.

Related literature

For backgroud to coordination polymers with thioether ligands, see: Dong, Yang et al. (2008 ); Dong, Zhu et al. (2008 ); Dong et al. (2009 ).

Experimental

Crystal data

[Cd(C₂H₃O₂)₂(C₂₀H₁₆N₆S₂)]·3H₂O
M_r = 689.07
Monoclinic, P 2₁ /n
a = 10.8000 (12) Å
b = 14.0816 (16) Å
c = 18.594 (2) Å
β = 95.997 (2)°
V = 2812.4 (5) Å³
Z = 4
Mo Kα radiation
μ = 0.98 mm⁻¹
T = 291 K
0.20 × 0.10 × 0.03 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.822, T_max = 0.971
14681 measured reflections
5492 independent reflections
3846 reflections with I > 2σ(I)
R_int = 0.048

Refinement

R[F² > 2σ(F²)] = 0.054
wR(F²) = 0.112
S = 1.01
5492 reflections
363 parameters
H-atom parameters constrained
Δρ_max = 0.84 e Å⁻³
Δρ_min = −0.77 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6OB⋯O1ⁱ	0.87	2.24	3.102 (6)	167
O7—H7OB⋯N2ⁱⁱ	0.85	2.15	3.000 (5)	173
O7—H7OA⋯O4ⁱⁱⁱ	0.85	2.00	2.819 (6)	162
O5—H5A⋯O6	0.85	2.01	2.782 (5)	150
O5—H5B⋯O2^iv	0.85	2.02	2.864 (5)	177
Symmetry codes: (i) -x+1, -y+1, -z; (ii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (iii) -x+1, -y+2, -z; (iv) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536811046794/gk2423sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811046794/gk2423Isup2.hkl

checkCIF report

Comment top

In recent years flexible thioethers have been extensively studied as they are capable of displaying different reactions in various circumstances, giving rise to metal-organic frameworks with fascinating structures (Dong et al., 2009; Dong,Yang et al., 2008; Dong, Zhu et al., 2008). Here we report the structure of the title one-dimensional cadmium(II) complex, [LCd(CH₃COO)₂(H₂O)₃]_n.

The title compound exists as a one-dimensional zigzag polymer, with seven-coordinate CdO₅N₂ core, in which Cd^II centers are bridged by the organic ligand to give polymeric chain, and two oxygen atoms from two anions bridge two adjacent polymeric chains as shown in Figure 1. The axial N3—Cd—N6 bond angle is 176.91 (14)°. There are π–π stacking interactions between the aromatic rings from adjacent polymeric chains with the centroid-centroid distances of 3.556 and 3.698 Å, organizing the chains into a three-dimensional framework. This framework is additionally stabilized by numerous hydrogen bonds between water molecules and the ligands (Fig. 2) .

Related literature top

For backgroud to coordination polymers with thioether ligands, see: Dong, Yang et al. (2008); Dong, Zhu et al. (2008); Dong et al. (2009).

Experimental top

All solvents and chemicals were of analytical grade and were used without further purification. The title compound was prepared by similar procedure to that reported in the literature (Dong et al., 2009). The complex was synthesized by adding methanol (25 ml) solution of ligand (40.4 mg, 1.0 mmol) to a stirred methanol (20 ml) solution of Cd(OAc)₂2H₂O (26.6 mg, 1.0 mmol). The resulting solution was refluxed for one hour, cooled to room temperature, filtered, and evaporated slowly to give the colorless single crystals. IR (KBr, cm^-1): 3417 (m), 1561 (s), 1480 (w), 1413 (m), 1339 (m), 1325 (m), 1225 (w), 1190 (m), 1028 (w), 807 (w).

Structure description top

For backgroud to coordination polymers with thioether ligands, see: Dong, Yang et al. (2008); Dong, Zhu et al. (2008); Dong et al. (2009).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The structure of the title compound showing 30% probability displacement ellipsoids. Atoms with the label A are related to the labelled atoms by the symmetry operation -x,1 - y, 1 - z.
	Fig. 2. Perspective view of intermolecular hydrogen bonding and π–π stacking interactions in the title complex

catena-Poly[[[(acetato-κ²O,O')cadmium]-µ-acetato- κ³O,O':O'-µ-{1,2-bis[4-(pyridin-3-yl)pyrimidin-2- ylsulfanyl]ethane}-κ²N⁴,N^4'] trihydrate] top

Crystal data top

[Cd(C₂H₃O₂)₂(C₂₀H₁₆N₆S₂)]·3H₂O	F(000) = 1400
M_r = 689	D_x = 1.628 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3846 reflections
a = 10.8000 (12) Å	θ = 1.8–25.2°
b = 14.0816 (16) Å	µ = 0.98 mm⁻¹
c = 18.594 (2) Å	T = 291 K
β = 95.997 (2)°	Plate, colorless
V = 2812.4 (5) Å³	0.20 × 0.10 × 0.03 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	5492 independent reflections
Radiation source: fine-focus sealed tube	3846 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.048
φ and ω scan	θ_max = 26.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −7→13
T_min = 0.822, T_max = 0.971	k = −16→17
14681 measured reflections	l = −22→22

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.112	H-atom parameters constrained
S = 1.01	w = 1/[σ²(F_o²) + (0.0473P)²] where P = (F_o² + 2F_c²)/3
5492 reflections	(Δ/σ)_max = 0.005
363 parameters	Δρ_max = 0.84 e Å⁻³
0 restraints	Δρ_min = −0.77 e Å⁻³

Crystal data top

[Cd(C₂H₃O₂)₂(C₂₀H₁₆N₆S₂)]·3H₂O	V = 2812.4 (5) Å³
M_r = 689	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.8000 (12) Å	µ = 0.98 mm⁻¹
b = 14.0816 (16) Å	T = 291 K
c = 18.594 (2) Å	0.20 × 0.10 × 0.03 mm
β = 95.997 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	5492 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	3846 reflections with I > 2σ(I)
T_min = 0.822, T_max = 0.971	R_int = 0.048
14681 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.054	0 restraints
wR(F²) = 0.112	H-atom parameters constrained
S = 1.01	Δρ_max = 0.84 e Å⁻³
5492 reflections	Δρ_min = −0.77 e Å⁻³
363 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 > 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.

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

	x	y	z	U_iso*/U_eq
C1	0.6658 (4)	0.8014 (4)	−0.1567 (3)	0.0429 (13)
C2	0.7246 (5)	0.7596 (4)	−0.2185 (3)	0.0683 (18)
H2A	0.8133	0.7580	−0.2071	0.103*
H2B	0.7041	0.7976	−0.2609	0.103*
H2C	0.6941	0.6961	−0.2273	0.103*
C3	0.5891 (4)	1.1395 (4)	−0.0653 (2)	0.0363 (12)
C4	0.6550 (6)	1.1502 (5)	−0.1300 (3)	0.075 (2)
H4A	0.6646	1.2165	−0.1402	0.112*
H4B	0.6078	1.1202	−0.1704	0.112*
H4C	0.7355	1.1210	−0.1218	0.112*
C5	0.6748 (5)	0.8859 (3)	0.3150 (2)	0.0389 (12)
C6	0.8781 (6)	0.8792 (4)	0.3511 (3)	0.0592 (16)
H6	0.9437	0.8767	0.3876	0.071*
C7	0.9059 (5)	0.8780 (4)	0.2821 (3)	0.0532 (15)
H7	0.9879	0.8752	0.2713	0.064*
C8	0.8070 (5)	0.8813 (3)	0.2277 (2)	0.0363 (11)
C9	0.8240 (4)	0.8842 (3)	0.1498 (2)	0.0343 (11)
C10	0.9383 (5)	0.8957 (3)	0.1249 (3)	0.0426 (12)
H10	1.0103	0.8985	0.1570	0.051*
C11	0.9446 (5)	0.9032 (4)	0.0512 (3)	0.0472 (14)
H11	1.0212	0.9099	0.0331	0.057*
C12	0.8387 (5)	0.9007 (3)	0.0058 (3)	0.0417 (13)
H12	0.8441	0.9079	−0.0435	0.050*
C13	0.7214 (4)	0.8809 (3)	0.0997 (2)	0.0342 (11)
H13	0.6438	0.8731	0.1163	0.041*
C14	0.5271 (5)	0.9099 (4)	0.4283 (2)	0.0456 (14)
H14A	0.5958	0.9520	0.4439	0.055*
H14B	0.4511	0.9399	0.4404	0.055*
H24A	0.4748	0.7758	0.4556	0.055*
H24B	0.6195	0.7861	0.4566	0.055*
C15	0.4022 (5)	0.8463 (3)	0.5830 (2)	0.0393 (12)
C16	0.1985 (5)	0.8570 (4)	0.5474 (3)	0.0536 (15)
H16	0.1324	0.8566	0.5111	0.064*
C17	0.1719 (5)	0.8667 (3)	0.6172 (3)	0.0470 (14)
H17	0.0907	0.8746	0.6286	0.056*
C18	0.2728 (5)	0.8643 (3)	0.6708 (2)	0.0349 (12)
C19	0.2573 (5)	0.8719 (3)	0.7486 (2)	0.0357 (12)
C20	0.1445 (5)	0.8667 (3)	0.7764 (3)	0.0393 (13)
H20	0.0713	0.8598	0.7457	0.047*
C21	0.1409 (5)	0.8719 (3)	0.8492 (3)	0.0447 (13)
H21	0.0650	0.8688	0.8685	0.054*
C22	0.2486 (5)	0.8814 (3)	0.8939 (3)	0.0397 (12)
H22	0.2441	0.8834	0.9436	0.048*
C23	0.3635 (5)	0.8826 (3)	0.7981 (2)	0.0367 (11)
H23	0.4407	0.8862	0.7802	0.044*
C24	0.5447 (5)	0.8173 (4)	0.4694 (3)	0.0509 (15)
Cd1	0.54604 (3)	0.88993 (3)	−0.053496 (16)	0.03387 (13)
N1	0.6904 (4)	0.8839 (3)	0.24501 (19)	0.0355 (9)
N2	0.7636 (4)	0.8836 (3)	0.3705 (2)	0.0456 (11)
N3	0.7268 (4)	0.8883 (3)	0.0283 (2)	0.0384 (9)
N4	0.3887 (4)	0.8531 (3)	0.6531 (2)	0.0395 (10)
N5	0.3119 (4)	0.8480 (3)	0.5283 (2)	0.0511 (12)
N6	0.3595 (4)	0.8880 (3)	0.86954 (19)	0.0362 (9)
O1	0.6169 (3)	0.7495 (2)	−0.11385 (17)	0.0490 (9)
O2	0.6649 (3)	0.8906 (3)	−0.15103 (17)	0.0493 (9)
O3	0.5654 (3)	1.0578 (2)	−0.04314 (15)	0.0430 (8)
O4	0.5594 (3)	1.2110 (3)	−0.03123 (17)	0.0508 (9)
O5	0.3481 (4)	0.5134 (3)	0.2749 (2)	0.0912 (15)
H5A	0.3204	0.5168	0.2305	0.137*
H5B	0.2928	0.5397	0.2974	0.137*
O6	0.3059 (5)	0.4610 (4)	0.1302 (2)	0.1181 (18)
H6OA	0.3320	0.5000	0.1002	0.177*
H6OB	0.3213	0.4025	0.1184	0.177*
O7	0.3543 (4)	0.6001 (3)	0.0280 (2)	0.0916 (15)
H7OB	0.3312	0.5997	−0.0173	0.137*
H7OA	0.3742	0.6575	0.0380	0.137*
S1	0.51853 (13)	0.89534 (11)	0.33124 (7)	0.0523 (4)
S2	0.55806 (13)	0.83446 (11)	0.56618 (7)	0.0501 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.032 (3)	0.067 (4)	0.030 (3)	0.008 (3)	0.001 (2)	−0.010 (3)
C2	0.075 (5)	0.072 (5)	0.064 (4)	−0.003 (3)	0.034 (3)	−0.019 (3)
C3	0.035 (3)	0.049 (4)	0.024 (2)	−0.008 (2)	0.003 (2)	0.004 (2)
C4	0.095 (5)	0.095 (5)	0.039 (3)	−0.021 (4)	0.029 (3)	−0.002 (3)
C5	0.048 (3)	0.033 (3)	0.035 (3)	−0.004 (2)	0.001 (2)	0.004 (2)
C6	0.054 (4)	0.083 (5)	0.037 (3)	0.013 (3)	−0.011 (3)	−0.001 (3)
C7	0.041 (3)	0.079 (4)	0.039 (3)	0.009 (3)	0.000 (2)	0.004 (3)
C8	0.044 (3)	0.029 (3)	0.036 (3)	0.001 (2)	0.005 (2)	0.003 (2)
C9	0.036 (3)	0.029 (3)	0.038 (3)	0.001 (2)	0.003 (2)	0.003 (2)
C10	0.036 (3)	0.046 (3)	0.044 (3)	0.001 (3)	−0.003 (2)	0.000 (3)
C11	0.033 (3)	0.062 (4)	0.048 (3)	−0.005 (3)	0.012 (2)	0.002 (3)
C12	0.049 (3)	0.046 (3)	0.032 (3)	−0.003 (3)	0.010 (2)	0.000 (2)
C13	0.031 (3)	0.039 (3)	0.033 (3)	−0.001 (2)	0.005 (2)	0.007 (2)
C14	0.056 (4)	0.051 (4)	0.031 (3)	0.000 (3)	0.012 (2)	−0.004 (2)
C15	0.054 (4)	0.035 (3)	0.030 (3)	−0.010 (2)	0.005 (2)	0.000 (2)
C16	0.049 (4)	0.070 (4)	0.038 (3)	−0.016 (3)	−0.011 (3)	0.001 (3)
C17	0.044 (3)	0.061 (4)	0.034 (3)	−0.007 (3)	−0.006 (2)	0.006 (2)
C18	0.045 (3)	0.027 (3)	0.032 (3)	−0.004 (2)	0.001 (2)	−0.0037 (19)
C19	0.045 (3)	0.029 (3)	0.032 (2)	−0.001 (2)	−0.002 (2)	−0.003 (2)
C20	0.035 (3)	0.037 (3)	0.044 (3)	−0.005 (2)	−0.002 (2)	0.000 (2)
C21	0.040 (3)	0.049 (4)	0.047 (3)	−0.007 (2)	0.011 (3)	−0.004 (2)
C22	0.048 (3)	0.041 (3)	0.031 (3)	−0.002 (3)	0.006 (2)	−0.001 (2)
C23	0.042 (3)	0.037 (3)	0.032 (3)	0.004 (2)	0.012 (2)	0.007 (2)
C24	0.076 (4)	0.046 (4)	0.034 (3)	−0.010 (3)	0.022 (3)	−0.005 (2)
Cd1	0.0364 (2)	0.0440 (2)	0.02189 (17)	−0.00100 (18)	0.00639 (13)	−0.00316 (16)
N1	0.035 (3)	0.042 (2)	0.029 (2)	−0.002 (2)	−0.0005 (17)	0.0064 (18)
N2	0.049 (3)	0.057 (3)	0.030 (2)	0.005 (2)	−0.002 (2)	0.003 (2)
N3	0.038 (3)	0.043 (2)	0.035 (2)	0.000 (2)	0.0084 (18)	0.0018 (19)
N4	0.050 (3)	0.039 (3)	0.030 (2)	−0.005 (2)	0.003 (2)	−0.0017 (18)
N5	0.054 (3)	0.065 (3)	0.032 (2)	−0.015 (2)	−0.005 (2)	0.002 (2)
N6	0.039 (3)	0.040 (2)	0.030 (2)	0.001 (2)	0.0054 (18)	−0.0010 (19)
O1	0.056 (3)	0.058 (3)	0.0340 (19)	−0.0056 (18)	0.0105 (17)	−0.0006 (17)
O2	0.061 (3)	0.050 (2)	0.041 (2)	0.000 (2)	0.0203 (17)	−0.0083 (18)
O3	0.057 (2)	0.039 (2)	0.0349 (19)	−0.0042 (17)	0.0126 (16)	0.0034 (15)
O4	0.065 (3)	0.042 (2)	0.046 (2)	−0.0009 (18)	0.0081 (18)	−0.0023 (17)
O5	0.076 (3)	0.116 (4)	0.081 (3)	0.039 (3)	0.008 (2)	0.000 (3)
O6	0.151 (5)	0.115 (5)	0.090 (4)	0.020 (4)	0.022 (3)	0.005 (3)
O7	0.112 (4)	0.099 (4)	0.062 (3)	−0.025 (3)	0.006 (3)	0.004 (2)
S1	0.0456 (9)	0.0780 (11)	0.0339 (7)	−0.0040 (8)	0.0078 (6)	0.0002 (7)
S2	0.0574 (10)	0.0584 (9)	0.0354 (7)	−0.0007 (7)	0.0094 (6)	0.0021 (6)

Geometric parameters (Å, º) top

C1—O1	1.239 (6)	C15—S2	1.752 (5)
C1—O2	1.260 (6)	C16—N5	1.317 (6)
C1—C2	1.492 (6)	C16—C17	1.365 (7)
C2—H2A	0.9600	C16—H16	0.9300
C2—H2B	0.9600	C17—C18	1.398 (6)
C2—H2C	0.9600	C17—H17	0.9300
C3—O4	1.249 (6)	C18—N4	1.336 (6)
C3—O3	1.259 (6)	C18—C19	1.478 (6)
C3—C4	1.468 (7)	C19—C20	1.373 (7)
C4—H4A	0.9600	C19—C23	1.401 (6)
C4—H4B	0.9600	C20—C21	1.361 (6)
C4—H4C	0.9600	C20—H20	0.9300
C5—N1	1.330 (5)	C21—C22	1.363 (6)
C5—N2	1.333 (6)	C21—H21	0.9300
C5—S1	1.750 (5)	C22—N6	1.328 (6)
C6—N2	1.324 (7)	C22—H22	0.9300
C6—C7	1.347 (7)	C23—N6	1.336 (5)
C6—H6	0.9300	C23—H23	0.9300
C7—C8	1.393 (6)	C24—S2	1.806 (5)
C7—H7	0.9300	C24—H24A	0.9679
C8—N1	1.333 (6)	C24—H24B	0.9703
C8—C9	1.480 (6)	Cd1—O2	2.329 (3)
C9—C13	1.372 (6)	Cd1—N3	2.346 (4)
C9—C10	1.373 (6)	Cd1—N6ⁱ	2.346 (4)
C10—C11	1.382 (6)	Cd1—O3	2.378 (3)
C10—H10	0.9300	Cd1—O3ⁱⁱ	2.382 (3)
C11—C12	1.350 (6)	Cd1—O1	2.437 (3)
C11—H11	0.9300	Cd1—O4ⁱⁱ	2.485 (3)
C12—N3	1.331 (6)	N6—Cd1ⁱⁱⁱ	2.346 (4)
C12—H12	0.9300	O3—Cd1ⁱⁱ	2.382 (3)
C13—N3	1.340 (5)	O4—Cd1ⁱⁱ	2.485 (3)
C13—H13	0.9300	O5—H5A	0.8500
C14—C24	1.514 (7)	O5—H5B	0.8500
C14—S1	1.810 (4)	O6—H6OA	0.8520
C14—H14A	0.9700	O6—H6OB	0.8735
C14—H14B	0.9700	O7—H7OB	0.8519
C15—N4	1.329 (5)	O7—H7OA	0.8528
C15—N5	1.334 (6)

O1—C1—O2	121.8 (5)	C20—C19—C23	117.2 (4)
O1—C1—C2	120.4 (5)	C20—C19—C18	124.0 (4)
O2—C1—C2	117.8 (5)	C23—C19—C18	118.7 (5)
C1—C2—H2A	109.5	C21—C20—C19	119.3 (5)
C1—C2—H2B	109.5	C21—C20—H20	120.4
H2A—C2—H2B	109.5	C19—C20—H20	120.4
C1—C2—H2C	109.5	C20—C21—C22	120.1 (5)
H2A—C2—H2C	109.5	C20—C21—H21	120.0
H2B—C2—H2C	109.5	C22—C21—H21	120.0
O4—C3—O3	119.9 (4)	N6—C22—C21	122.8 (4)
O4—C3—C4	120.4 (5)	N6—C22—H22	118.6
O3—C3—C4	119.7 (5)	C21—C22—H22	118.6
C3—C4—H4A	109.5	N6—C23—C19	123.3 (4)
C3—C4—H4B	109.5	N6—C23—H23	118.3
H4A—C4—H4B	109.5	C19—C23—H23	118.3
C3—C4—H4C	109.5	C14—C24—S2	112.3 (4)
H4A—C4—H4C	109.5	C14—C24—H24A	109.4
H4B—C4—H4C	109.5	S2—C24—H24A	108.9
N1—C5—N2	127.0 (5)	C14—C24—H24B	109.2
N1—C5—S1	113.2 (3)	S2—C24—H24B	108.9
N2—C5—S1	119.9 (4)	H24A—C24—H24B	108.0
N2—C6—C7	124.5 (5)	O2—Cd1—N3	90.92 (13)
N2—C6—H6	117.7	O2—Cd1—N6ⁱ	91.89 (12)
C7—C6—H6	117.7	N3—Cd1—N6ⁱ	176.94 (13)
C6—C7—C8	117.4 (5)	O2—Cd1—O3	90.46 (12)
C6—C7—H7	121.3	N3—Cd1—O3	84.09 (12)
C8—C7—H7	121.3	N6ⁱ—Cd1—O3	97.09 (12)
N1—C8—C7	119.8 (4)	O2—Cd1—O3ⁱⁱ	161.70 (12)
N1—C8—C9	116.9 (4)	N3—Cd1—O3ⁱⁱ	88.04 (12)
C7—C8—C9	123.2 (5)	N6ⁱ—Cd1—O3ⁱⁱ	89.68 (12)
C13—C9—C10	117.8 (4)	O3—Cd1—O3ⁱⁱ	71.26 (12)
C13—C9—C8	119.3 (4)	O2—Cd1—O1	54.50 (11)
C10—C9—C8	122.8 (4)	N3—Cd1—O1	90.60 (12)
C9—C10—C11	118.8 (4)	N6ⁱ—Cd1—O1	90.04 (12)
C9—C10—H10	120.6	O3—Cd1—O1	144.54 (11)
C11—C10—H10	120.6	O3ⁱⁱ—Cd1—O1	143.75 (11)
C12—C11—C10	119.5 (5)	O2—Cd1—O4ⁱⁱ	145.35 (12)
C12—C11—H11	120.3	N3—Cd1—O4ⁱⁱ	89.36 (12)
C10—C11—H11	120.3	N6ⁱ—Cd1—O4ⁱⁱ	87.65 (12)
N3—C12—C11	123.0 (5)	O3—Cd1—O4ⁱⁱ	124.00 (11)
N3—C12—H12	118.5	O3ⁱⁱ—Cd1—O4ⁱⁱ	52.93 (12)
C11—C12—H12	118.5	O1—Cd1—O4ⁱⁱ	90.85 (12)
N3—C13—C9	123.7 (4)	C5—N1—C8	117.2 (4)
N3—C13—H13	118.1	C6—N2—C5	114.1 (4)
C9—C13—H13	118.1	C12—N3—C13	117.1 (4)
C24—C14—S1	113.4 (4)	C12—N3—Cd1	121.1 (3)
C24—C14—H14A	108.9	C13—N3—Cd1	121.6 (3)
S1—C14—H14A	108.9	C15—N4—C18	116.9 (4)
C24—C14—H14B	108.9	C16—N5—C15	114.9 (4)
S1—C14—H14B	108.9	C22—N6—C23	117.3 (4)
H14A—C14—H14B	107.7	C22—N6—Cd1ⁱⁱⁱ	122.7 (3)
N4—C15—N5	126.9 (5)	C23—N6—Cd1ⁱⁱⁱ	119.5 (3)
N4—C15—S2	112.8 (4)	C1—O1—Cd1	89.5 (3)
N5—C15—S2	120.3 (4)	C1—O2—Cd1	94.0 (3)
N5—C16—C17	124.1 (5)	C3—O3—Cd1	154.4 (3)
N5—C16—H16	118.0	C3—O3—Cd1ⁱⁱ	95.8 (3)
C17—C16—H16	118.0	Cd1—O3—Cd1ⁱⁱ	108.74 (12)
C16—C17—C18	116.7 (5)	C3—O4—Cd1ⁱⁱ	91.2 (3)
C16—C17—H17	121.6	H5A—O5—H5B	105.1
C18—C17—H17	121.6	H6OA—O6—H6OB	111.0
N4—C18—C17	120.5 (5)	H7OB—O7—H7OA	105.3
N4—C18—C19	117.1 (4)	C5—S1—C14	103.4 (2)
C17—C18—C19	122.4 (5)	C15—S2—C24	102.3 (2)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6OB···O1^iv	0.87	2.24	3.102 (6)	167
O7—H7OB···N2^v	0.85	2.15	3.000 (5)	173
O7—H7OA···O4ⁱⁱ	0.85	2.00	2.819 (6)	162
O5—H5A···O6	0.85	2.01	2.782 (5)	150
O5—H5B···O2^vi	0.85	2.02	2.864 (5)	177
C6—H6···O1^vii	0.93	2.58	3.163 (7)	121
C10—H10···O5^viii	0.93	2.48	3.263 (7)	142

Symmetry codes: (ii) −x+1, −y+2, −z; (iv) −x+1, −y+1, −z; (v) x−1/2, −y+3/2, z−1/2; (vi) x−1/2, −y+3/2, z+1/2; (vii) x+1/2, −y+3/2, z+1/2; (viii) −x+3/2, y+1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Cd(C₂H₃O₂)₂(C₂₀H₁₆N₆S₂)]·3H₂O
M_r	689
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	291
a, b, c (Å)	10.8000 (12), 14.0816 (16), 18.594 (2)
β (°)	95.997 (2)
V (Å³)	2812.4 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.98
Crystal size (mm)	0.20 × 0.10 × 0.03

Data collection
Diffractometer	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.822, 0.971
No. of measured, independent and observed [I > 2σ(I)] reflections	14681, 5492, 3846
R_int	0.048
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.054, 0.112, 1.01
No. of reflections	5492
No. of parameters	363
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.84, −0.77

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6OB···O1ⁱ	0.87	2.24	3.102 (6)	167
O7—H7OB···N2ⁱⁱ	0.85	2.15	3.000 (5)	173
O7—H7OA···O4ⁱⁱⁱ	0.85	2.00	2.819 (6)	162
O5—H5A···O6	0.85	2.01	2.782 (5)	150
O5—H5B···O2^iv	0.85	2.02	2.864 (5)	177

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x−1/2, −y+3/2, z−1/2; (iii) −x+1, −y+2, −z; (iv) x−1/2, −y+3/2, z+1/2.

Acknowledgements

This work was supported by the National Science Foundation of China (Nos. 20871039 and 21101053), the Program for Excellent Young Talents in Universities of Anhui Province (2011SQRL128) and the Key Disciplines Foundation of Hefei Normal University.

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Dong, H. Z., Yang, J., Liu, X. & Gou, S. H. (2008). Inorg. Chem. 47, 2913–2915. Web of Science CSD CrossRef PubMed CAS Google Scholar
Dong, H. Z., Zhao, J., Zhu, H. B. & Gou, S. H. (2009). Polyhedron, 28,1040–1048. Web of Science CSD CrossRef CAS Google Scholar
Dong, H. Z., Zhu, H. B., Tong, T. F. & Gou, S. H. (2008). J. Mol. Struct. 891, 266–271. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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