(Acetato-κO)(acetato-κO,O')bis-(1,3-diazinane-2-thione-κS)cadmium(II).

In the title complex, [Cd(CH(3)COO)(2)(C(4)H(8)N(2)S)(2)], the Cd(II) cation is coordinated by three acetate O atoms and two S atoms of Diaz [Diaz = 1,3-diazinane-2-thione = 3,4,5,6-tetra-hydro-pyrimidine-2(1H)-thione]. The Cd(II) coordination is augmented by one considerably longer Cd-O bond of 2.782 (3) Å to a carboxyl-ate O atom. The resulting coordination polyhedron around the Cd(II) cations can be described as a highly distorted octa-hedron. The Diaz ligand and the acetate anions are linked by N-H⋯O hydrogen-bonding inter-actions.

Related literature

For crystal structures of CdII complexes of thio­nes, see: Ahmad et al. (2011 ▶, 2012 ▶); Altaf et al. (2011 ▶); Beheshti et al. (2007 ▶); Lobana et al. (2008 ▶); Nawaz et al. (2010) ▶; Moloto et al. (2003 ▶, 2007 ▶); Wang et al. (2002 ▶); Wazeer et al. (2007 ▶). For van der Waals radii, see: Bondi (1964 ▶).

Experimental

Crystal data

[Cd(C2H3O2)2(C4H8N2S)2]

M = 462.86

Triclinic,

a = 8.6930 (17) Å

b = 10.175 (2) Å

c = 12.203 (2) Å

α = 97.452 (4)°

β = 100.683 (4)°

γ = 111.610 (3)°

V = 962.6 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.37 mm−1

T = 294 K

0.19 × 0.18 × 0.10 mm

Data collection

Bruker SMART APEX area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.781, T max = 0.875

13173 measured reflections

4775 independent reflections

3705 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.082

S = 1.02

4775 reflections

210 parameters

H-atom parameters constrained

Δρmax = 0.47 e Å−3

Δρmin = −0.43 e Å−3

Data collection: SMART (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: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812041852/nc2292sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812041852/nc2292Isup2.hkl

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

[Cd(C2H3O2)2(C4H8N2S)2]	Z = 2
Mr = 462.86	F(000) = 468
Triclinic, P1	Dx = 1.597 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6930 (17) Å	Cell parameters from 13173 reflections
b = 10.175 (2) Å	θ = 1.7–28.3°
c = 12.203 (2) Å	µ = 1.37 mm−1
α = 97.452 (4)°	T = 294 K
β = 100.683 (4)°	Block, colourless
γ = 111.610 (3)°	0.19 × 0.18 × 0.10 mm
V = 962.6 (3) Å3

Bruker SMART APEX area-detector diffractometer	4775 independent reflections
Radiation source: normal-focus sealed tube	3705 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.024
ω scans	θmax = 28.3°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.781, Tmax = 0.875	k = −13→13
13173 measured reflections	l = −16→16

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.082	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0408P)2 + 0.0579P] where P = (Fo2 + 2Fc2)/3
4775 reflections	(Δ/σ)max = 0.001
210 parameters	Δρmax = 0.47 e Å−3
0 restraints	Δρmin = −0.43 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
Cd1	0.71521 (3)	0.17566 (2)	0.769239 (17)	0.05732 (9)
S1	0.98165 (9)	0.11886 (8)	0.77361 (6)	0.05721 (17)
S2	0.73948 (12)	0.30728 (12)	0.60691 (8)	0.0827 (3)
O1	0.5230 (3)	−0.0768 (2)	0.69890 (17)	0.0679 (5)
O2	0.4199 (3)	0.0743 (2)	0.76067 (19)	0.0713 (6)
O3	0.7698 (3)	0.2558 (2)	0.96021 (19)	0.0753 (6)
O4	0.6916 (4)	0.4146 (3)	0.8923 (2)	0.1107 (10)
N1	1.0593 (3)	0.1951 (2)	1.00174 (18)	0.0515 (5)
H1	0.9615	0.2007	0.9917	0.062*
N2	1.2447 (3)	0.1265 (3)	0.92374 (19)	0.0569 (6)
H2	1.2731	0.0989	0.8638	0.068*
N3	0.4916 (3)	0.3743 (3)	0.6630 (2)	0.0655 (6)
H3	0.5640	0.4152	0.7283	0.079*
N4	0.4398 (3)	0.2662 (3)	0.4764 (2)	0.0677 (7)
H4	0.4757	0.2314	0.4233	0.081*
C1	1.1027 (3)	0.1503 (3)	0.9105 (2)	0.0464 (5)
C2	1.1658 (4)	0.2360 (3)	1.1187 (2)	0.0595 (7)
H2A	1.1236	0.1581	1.1579	0.071*
H2B	1.1597	0.3216	1.1596	0.071*
C3	1.3496 (4)	0.2664 (3)	1.1175 (3)	0.0623 (7)
H3A	1.4004	0.3573	1.0945	0.075*
H3B	1.4150	0.2745	1.1935	0.075*
C4	1.3539 (4)	0.1449 (3)	1.0350 (3)	0.0612 (7)
H4A	1.4702	0.1670	1.0292	0.073*
H4B	1.3143	0.0559	1.0624	0.073*
C5	0.5411 (4)	0.3152 (3)	0.5810 (2)	0.0593 (7)
C6	0.2707 (4)	0.2682 (4)	0.4463 (3)	0.0800 (10)
H6A	0.1956	0.1855	0.3854	0.096*
H6B	0.2784	0.3556	0.4196	0.096*
C7	0.2012 (5)	0.2632 (5)	0.5474 (3)	0.0978 (13)
H7A	0.1735	0.1679	0.5645	0.117*
H7B	0.0962	0.2783	0.5305	0.117*
C8	0.3232 (4)	0.3746 (4)	0.6498 (3)	0.0768 (9)
H8A	0.3282	0.4695	0.6413	0.092*
H8B	0.2835	0.3544	0.7174	0.092*
C9	0.4005 (3)	−0.0511 (3)	0.7195 (2)	0.0561 (6)
C10	0.2272 (4)	−0.1727 (4)	0.6978 (4)	0.0892 (11)
H10A	0.2125	−0.2038	0.7676	0.134*
H10B	0.2183	−0.2523	0.6416	0.134*
H10C	0.1401	−0.1395	0.6704	0.134*
C11	0.7493 (3)	0.3726 (3)	0.9725 (2)	0.0574 (7)
C12	0.7991 (5)	0.4611 (3)	1.0914 (3)	0.0779 (10)
H12A	0.9214	0.5038	1.1188	0.117*
H12B	0.7504	0.4001	1.1406	0.117*
H12C	0.7573	0.5363	1.0911	0.117*

	U11	U22	U33	U12	U13	U23
Cd1	0.05297 (13)	0.06353 (14)	0.05545 (14)	0.02626 (10)	0.00898 (9)	0.01124 (9)
S1	0.0544 (4)	0.0699 (4)	0.0480 (4)	0.0297 (3)	0.0097 (3)	0.0057 (3)
S2	0.0714 (5)	0.1273 (8)	0.0748 (6)	0.0542 (6)	0.0299 (4)	0.0473 (5)
O1	0.0557 (11)	0.0753 (13)	0.0716 (13)	0.0327 (10)	0.0119 (10)	−0.0007 (10)
O2	0.0577 (12)	0.0688 (13)	0.0832 (15)	0.0238 (10)	0.0231 (11)	−0.0012 (11)
O3	0.0630 (13)	0.0762 (14)	0.0839 (15)	0.0388 (11)	0.0061 (11)	−0.0071 (11)
O4	0.164 (3)	0.0721 (16)	0.0651 (16)	0.0344 (17)	−0.0127 (16)	0.0102 (12)
N1	0.0450 (11)	0.0592 (13)	0.0509 (13)	0.0223 (10)	0.0126 (9)	0.0096 (10)
N2	0.0503 (13)	0.0674 (14)	0.0554 (13)	0.0291 (11)	0.0123 (10)	0.0068 (11)
N3	0.0695 (16)	0.0747 (16)	0.0498 (14)	0.0336 (13)	0.0068 (11)	0.0033 (12)
N4	0.0780 (17)	0.0855 (18)	0.0496 (14)	0.0462 (15)	0.0164 (12)	0.0077 (12)
C1	0.0436 (13)	0.0442 (13)	0.0503 (14)	0.0163 (11)	0.0129 (10)	0.0093 (11)
C2	0.0680 (18)	0.0619 (17)	0.0464 (15)	0.0261 (14)	0.0098 (13)	0.0115 (12)
C3	0.0562 (17)	0.0582 (16)	0.0622 (18)	0.0188 (13)	0.0008 (13)	0.0114 (13)
C4	0.0504 (15)	0.0641 (17)	0.0674 (18)	0.0255 (14)	0.0046 (13)	0.0162 (14)
C5	0.0674 (18)	0.0646 (17)	0.0522 (16)	0.0305 (15)	0.0159 (14)	0.0206 (13)
C6	0.078 (2)	0.100 (3)	0.0587 (19)	0.045 (2)	0.0041 (16)	−0.0017 (17)
C7	0.071 (2)	0.147 (4)	0.068 (2)	0.046 (2)	0.0096 (18)	0.000 (2)
C8	0.078 (2)	0.093 (2)	0.066 (2)	0.0462 (19)	0.0191 (16)	0.0012 (17)
C9	0.0519 (15)	0.0685 (18)	0.0475 (15)	0.0267 (14)	0.0096 (12)	0.0082 (13)
C10	0.066 (2)	0.077 (2)	0.110 (3)	0.0162 (18)	0.0223 (19)	0.004 (2)
C11	0.0501 (15)	0.0525 (16)	0.0573 (17)	0.0102 (12)	0.0139 (12)	0.0025 (13)
C12	0.093 (2)	0.0612 (19)	0.0603 (19)	0.0145 (17)	0.0210 (17)	−0.0023 (15)

Cd1—O3	2.266 (2)	C2—C3	1.515 (4)
Cd1—O2	2.364 (2)	C2—H2A	0.9700
Cd1—O1	2.421 (2)	C2—H2B	0.9700
Cd1—S2	2.5291 (10)	C3—C4	1.507 (4)
Cd1—S1	2.5787 (8)	C3—H3A	0.9700
Cd1—O4	2.782 (3)	C3—H3B	0.9700
S1—C1	1.721 (3)	C4—H4A	0.9700
S2—C5	1.728 (3)	C4—H4B	0.9700
O1—C9	1.245 (3)	C6—C7	1.470 (5)
O2—C9	1.247 (3)	C6—H6A	0.9700
O3—C11	1.259 (4)	C6—H6B	0.9700
O4—C11	1.215 (4)	C7—C8	1.492 (5)
N1—C1	1.319 (3)	C7—H7A	0.9700
N1—C2	1.462 (3)	C7—H7B	0.9700
N1—H1	0.8600	C8—H8A	0.9700
N2—C1	1.329 (3)	C8—H8B	0.9700
N2—C4	1.451 (3)	C9—C10	1.505 (4)
N2—H2	0.8600	C10—H10A	0.9600
N3—C5	1.320 (4)	C10—H10B	0.9600
N3—C8	1.444 (4)	C10—H10C	0.9600
N3—H3	0.8600	C11—C12	1.499 (4)
N4—C5	1.322 (4)	C12—H12A	0.9600
N4—C6	1.456 (4)	C12—H12B	0.9600
N4—H4	0.8600	C12—H12C	0.9600
O3—Cd1—O2	89.05 (8)	H3A—C3—H3B	108.3
O3—Cd1—O1	114.48 (8)	N2—C4—C3	109.3 (2)
O2—Cd1—O1	53.86 (7)	N2—C4—H4A	109.8
O3—Cd1—S2	132.00 (7)	C3—C4—H4A	109.8
O2—Cd1—S2	105.07 (6)	N2—C4—H4B	109.8
O1—Cd1—S2	110.65 (6)	C3—C4—H4B	109.8
O3—Cd1—S1	96.66 (5)	H4A—C4—H4B	108.3
O2—Cd1—S1	144.34 (6)	N3—C5—N4	119.3 (3)
O1—Cd1—S1	92.37 (5)	N3—C5—S2	121.1 (2)
S2—Cd1—S1	97.02 (3)	N4—C5—S2	119.5 (2)
O3—Cd1—O4	49.63 (8)	N4—C6—C7	109.1 (3)
O2—Cd1—O4	81.01 (8)	N4—C6—H6A	109.9
O1—Cd1—O4	134.07 (8)	C7—C6—H6A	109.9
S2—Cd1—O4	86.90 (6)	N4—C6—H6B	109.9
S1—Cd1—O4	128.48 (7)	C7—C6—H6B	109.9
C1—S1—Cd1	112.35 (9)	H6A—C6—H6B	108.3
C5—S2—Cd1	98.79 (10)	C6—C7—C8	112.5 (3)
C9—O1—Cd1	91.30 (17)	C6—C7—H7A	109.1
C9—O2—Cd1	93.95 (17)	C8—C7—H7A	109.1
C11—O3—Cd1	105.62 (19)	C6—C7—H7B	109.1
C11—O4—Cd1	81.81 (19)	C8—C7—H7B	109.1
C1—N1—C2	124.6 (2)	H7A—C7—H7B	107.8
C1—N1—H1	117.7	N3—C8—C7	110.3 (3)
C2—N1—H1	117.7	N3—C8—H8A	109.6
C1—N2—C4	122.8 (2)	C7—C8—H8A	109.6
C1—N2—H2	118.6	N3—C8—H8B	109.6
C4—N2—H2	118.6	C7—C8—H8B	109.6
C5—N3—C8	124.0 (2)	H8A—C8—H8B	108.1
C5—N3—H3	118.0	O1—C9—O2	120.9 (3)
C8—N3—H3	118.0	O1—C9—C10	120.2 (3)
C5—N4—C6	123.5 (2)	O2—C9—C10	118.9 (3)
C5—N4—H4	118.3	C9—C10—H10A	109.5
C6—N4—H4	118.3	C9—C10—H10B	109.5
N1—C1—N2	119.2 (2)	H10A—C10—H10B	109.5
N1—C1—S1	122.82 (19)	C9—C10—H10C	109.5
N2—C1—S1	117.95 (19)	H10A—C10—H10C	109.5
N1—C2—C3	110.1 (2)	H10B—C10—H10C	109.5
N1—C2—H2A	109.6	O4—C11—O3	122.5 (3)
C3—C2—H2A	109.6	O4—C11—C12	119.9 (3)
N1—C2—H2B	109.6	O3—C11—C12	117.6 (3)
C3—C2—H2B	109.6	C11—C12—H12A	109.5
H2A—C2—H2B	108.2	C11—C12—H12B	109.5
C4—C3—C2	109.2 (2)	H12A—C12—H12B	109.5
C4—C3—H3A	109.8	C11—C12—H12C	109.5
C2—C3—H3A	109.8	H12A—C12—H12C	109.5
C4—C3—H3B	109.8	H12B—C12—H12C	109.5
C2—C3—H3B	109.8

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O3	0.86	1.94	2.779 (3)	167
N3—H3···O4	0.86	2.10	2.897 (4)	154
N2—H2···O2i	0.86	2.01	2.829 (3)	160
N4—H4···O1ii	0.86	2.03	2.836 (3)	156

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O3	0.86	1.94	2.779 (3)	167
N3—H3⋯O4	0.86	2.10	2.897 (4)	154
N2—H2⋯O2i	0.86	2.01	2.829 (3)	160
N4—H4⋯O1ii	0.86	2.03	2.836 (3)	156

Symmetry codes: (i) ; (ii) .