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Acta Cryst. (2009). E65, m1667-m1668    [ doi:10.1107/S1600536809049678 ]

(2,2'-Bipyridyl)bis[N,N-bis(2-hydroxyethyl)dithiocarbamato-[kappa]2S,S']cadmium(II)

J. C. Song and E. R. T. Tiekink

Abstract top

The title compound, [Cd(C5H10NO2S2)2(C10H8N2)], features a trigonal-prismatic coordination geometry for the CdII ion, based on an N2S4 donor set defined by two chelating dithiocarbamate ligands and a 2,2'-bipyridyl ligand. In the crystal, extensive O-H...O hydrogen bonding results in the formation of 12-membered {...HO}6 synthons and one-dimensional supramolecular chains with further O-H...S interactions providing additional stability to the linear chain with base vector [01\overline{1}].

Comment top

Interest in the title compound, (I), relates to crystal engineering endeavours with the zinc-triad 1,1-thiolates (Lai et al., 2002; Tiekink, 2003; Chen et al., 2006), in particular with functionalized dithiocarbamate ligands (Benson et al., 2007). The cadmium atom in (I), Fig. 1, is chelated by two dithiocarbamate ligands that form asymmetric Cd–S bond distances (Cd–S1, S2 = 2.6021 (14) and 2.7586 (13) Å; and Cd–S3, S4 = 2.6310 (15) and 2.7258 (15) Å) and by the 2,2'-bipyridyl ligand (Cd–N3, N4 = 2.395 (4) and 2.361 (4) Å). The resulting N2S4 donor set defines a trigonal prismatic geometry.

The prominent feature of the crystal structure is the formation of a supramolecular chain with base vector [0 1 1]. These form as a result of 12-membered {···OH}6 synthons involving the O2-, O3-, and O4-hydroxyl groups; the O1-hydroxyl group forms a hydrogen bond to the S3 atom, Table 1 and Fig. 2. The 12-membered synthons have a flattened chair conformation.

Related literature top

For background to supramolecular polymers of zinc-triad 1,1-dithiolates, see: Tiekink (2003); Lai et al. (2002); Chen et al. (2006); Benson et al. (2007). For the synthesis, see: Lai & Tiekink (2004).

Experimental top

Compound (I) was prepared following the standard literature procedure from the reaction of Cd[S2CN(CH2CH2OH)2] and 2,2'-bipyridyl (Lai & Tiekink, 2004). Colourless crystals were obtained from the slow evaporation of a chloroform/ethanol solution of (I).

Refinement top

C-bound H-atoms were placed in calculated positions (C–H 0.95–0.99 Å) and were included in the refinement in the riding model approximation with Uiso(H) set to 1.2Ueq(C). The O-bound H-atoms were located in a difference Fourier map and refined with an O–H restraint of 0.840±0.001 Å, and with Uiso(H) = 1.5Ueq(carrier atom).

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear (Rigaku/MSC, 2005); data reduction: CrystalClear (Rigaku/MSC, 2005); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Molecular structure of (I) showing displacement ellipsoids at the 50% probability level.
[Figure 2] Fig. 2. Supramolecular chain in (I) mediated by O–H···O (orange dashed lines) and O–H···S (blue dashed lines) hydrogen bonds. Colour code: Cd, orange; S, yellow; O, red; N, blue; C, grey; and H, green.
(2,2'-Bipyridyl)bis[N,N-bis(2-hydroxyethyl)dithiocarbamato- κ2S,S']cadmium(II) top
Crystal data top
[Cd(C5H10NO2S2)2(C10H8N2)]Z = 2
Mr = 629.10F(000) = 640
Triclinic, P1Dx = 1.645 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.077 (2) ÅCell parameters from 887 reflections
b = 11.568 (2) Åθ = 4.2–30.2°
c = 11.676 (2) ŵ = 1.22 mm−1
α = 70.85 (3)°T = 173 K
β = 85.86 (3)°Plate, colourless
γ = 81.21 (3)°0.33 × 0.21 × 0.03 mm
V = 1270.3 (4) Å3
Data collection top
Rigaku AFC12K/SATURN724
diffractometer		5262 independent reflections
Radiation source: fine-focus sealed tube4944 reflections with I > 2σ(I)
graphiteRint = 0.073
ω scansθmax = 26.5°, θmin = 2.7°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −12→11
Tmin = 0.836, Tmax = 1k = −14→14
25287 measured reflectionsl = −14→14
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.116H-atom parameters constrained
S = 1.13 w = 1/[σ2(Fo2) + (0.0386P)2 + 2.3559P]
where P = (Fo2 + 2Fc2)/3
5262 reflections(Δ/σ)max < 0.001
310 parametersΔρmax = 0.56 e Å−3
4 restraintsΔρmin = −0.98 e Å−3
Crystal data top
[Cd(C5H10NO2S2)2(C10H8N2)]γ = 81.21 (3)°
Mr = 629.10V = 1270.3 (4) Å3
Triclinic, P1Z = 2
a = 10.077 (2) ÅMo Kα radiation
b = 11.568 (2) ŵ = 1.22 mm−1
c = 11.676 (2) ÅT = 173 K
α = 70.85 (3)°0.33 × 0.21 × 0.03 mm
β = 85.86 (3)°
Data collection top
Rigaku AFC12K/SATURN724
diffractometer		4944 reflections with I > 2σ(I)
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		Rint = 0.073
Tmin = 0.836, Tmax = 1θmax = 26.5°
25287 measured reflectionsStandard reflections: 0
5262 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.053H-atom parameters constrained
wR(F2) = 0.116Δρmax = 0.56 e Å−3
S = 1.13Δρmin = −0.98 e Å−3
5262 reflectionsAbsolute structure: ?
310 parametersFlack parameter: ?
4 restraintsRogers parameter: ?
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd0.36192 (3)0.33563 (3)0.34083 (3)0.02981 (11)
S10.14908 (11)0.27519 (11)0.47403 (10)0.0337 (3)
S20.35247 (11)0.39052 (10)0.55430 (10)0.0328 (2)
S30.45303 (11)0.53668 (10)0.19791 (10)0.0337 (3)
S40.23576 (12)0.43012 (10)0.12429 (11)0.0371 (3)
O1−0.2255 (3)0.2988 (3)0.6889 (4)0.0461 (9)
H1O−0.29400.34420.70260.069*
O20.1836 (3)0.1573 (3)0.9494 (3)0.0422 (8)
H2O0.21120.08790.94180.063*
O30.2605 (4)0.9327 (3)−0.0806 (4)0.0497 (9)
H3O0.18790.9048−0.07830.075*
O40.0530 (3)0.8094 (3)−0.0739 (4)0.0501 (9)
H4O−0.01830.8255−0.03690.075*
N10.1369 (4)0.3121 (3)0.6879 (3)0.0312 (8)
N20.3187 (3)0.6426 (3)−0.0077 (3)0.0276 (7)
N30.3929 (4)0.1393 (3)0.3082 (3)0.0322 (8)
N40.5818 (3)0.2321 (3)0.3877 (3)0.0290 (8)
C10.2059 (4)0.3265 (4)0.5824 (4)0.0268 (9)
C20.0090 (4)0.2611 (4)0.7110 (4)0.0339 (10)
H2A−0.00300.22010.79930.041*
H2B0.01200.19780.67040.041*
C3−0.1091 (5)0.3596 (4)0.6657 (5)0.0387 (11)
H3A−0.11680.42120.70880.046*
H3B−0.09800.40260.57770.046*
C40.1797 (5)0.3524 (4)0.7844 (4)0.0340 (10)
H4A0.09910.38510.82360.041*
H4B0.23370.42070.74760.041*
C50.2614 (5)0.2511 (4)0.8802 (4)0.0385 (11)
H5A0.33830.21350.84070.046*
H5B0.29760.28730.93530.046*
C60.3334 (4)0.5458 (4)0.0943 (4)0.0291 (9)
C70.4113 (5)0.7363 (4)−0.0404 (4)0.0352 (10)
H7A0.42740.7629−0.12930.042*
H7B0.49850.6979−0.00170.042*
C80.3608 (5)0.8490 (5)−0.0033 (5)0.0453 (12)
H8A0.32330.82190.08050.054*
H8B0.43760.8930−0.00300.054*
C90.2229 (4)0.6488 (4)−0.1002 (4)0.0319 (9)
H9A0.23280.5670−0.11210.038*
H9B0.24830.7091−0.17790.038*
C100.0770 (5)0.6847 (4)−0.0721 (5)0.0399 (11)
H10A0.02040.6740−0.13280.048*
H10B0.05190.63000.00880.048*
C110.2929 (5)0.0957 (4)0.2737 (5)0.0410 (11)
H110.21040.14840.25170.049*
C120.3044 (5)−0.0226 (4)0.2687 (5)0.0403 (11)
H120.2317−0.05080.24290.048*
C130.4236 (5)−0.0994 (4)0.3020 (4)0.0388 (11)
H130.4337−0.18200.30080.047*
C140.5278 (5)−0.0556 (4)0.3367 (4)0.0340 (10)
H140.6109−0.10730.35900.041*
C150.5105 (4)0.0651 (4)0.3389 (4)0.0282 (9)
C160.6193 (4)0.1216 (4)0.3728 (4)0.0281 (9)
C170.7516 (5)0.0650 (4)0.3846 (4)0.0373 (10)
H170.7762−0.01330.37350.045*
C180.8472 (5)0.1252 (5)0.4128 (5)0.0432 (12)
H180.93870.08910.42040.052*
C190.8078 (5)0.2377 (5)0.4297 (4)0.0399 (11)
H190.87170.28040.44930.048*
C200.6736 (4)0.2881 (4)0.4177 (4)0.0341 (10)
H200.64610.36490.43140.041*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd0.03000 (19)0.02641 (18)0.0318 (2)−0.00260 (13)0.00178 (13)−0.00888 (13)
S10.0301 (5)0.0409 (6)0.0335 (6)−0.0070 (5)0.0009 (4)−0.0160 (5)
S20.0312 (6)0.0316 (5)0.0372 (6)−0.0072 (4)0.0034 (5)−0.0131 (5)
S30.0314 (6)0.0342 (6)0.0328 (6)−0.0061 (4)−0.0029 (5)−0.0058 (5)
S40.0440 (7)0.0296 (6)0.0380 (6)−0.0106 (5)−0.0019 (5)−0.0083 (5)
O10.0312 (18)0.043 (2)0.069 (2)−0.0080 (15)0.0054 (17)−0.0257 (18)
O20.0434 (19)0.0361 (18)0.045 (2)−0.0040 (15)0.0039 (15)−0.0118 (15)
O30.043 (2)0.0354 (19)0.069 (3)−0.0058 (16)0.0006 (19)−0.0153 (17)
O40.0344 (19)0.0403 (19)0.074 (3)−0.0011 (16)0.0071 (17)−0.0205 (18)
N10.0284 (18)0.0336 (19)0.034 (2)−0.0080 (15)0.0035 (15)−0.0128 (16)
N20.0259 (17)0.0288 (18)0.0280 (19)−0.0032 (14)0.0004 (14)−0.0092 (14)
N30.0322 (19)0.0258 (18)0.040 (2)−0.0037 (15)−0.0014 (16)−0.0123 (15)
N40.0297 (18)0.0282 (18)0.0288 (19)−0.0033 (14)−0.0009 (15)−0.0089 (14)
C10.027 (2)0.0211 (19)0.031 (2)−0.0010 (16)0.0004 (17)−0.0081 (16)
C20.029 (2)0.034 (2)0.039 (3)−0.0073 (18)0.0023 (19)−0.0133 (19)
C30.035 (2)0.036 (2)0.050 (3)−0.006 (2)0.002 (2)−0.021 (2)
C40.037 (2)0.037 (2)0.034 (2)−0.0117 (19)0.0075 (19)−0.0178 (19)
C50.035 (2)0.047 (3)0.039 (3)−0.012 (2)0.001 (2)−0.019 (2)
C60.028 (2)0.029 (2)0.028 (2)0.0004 (17)0.0043 (17)−0.0089 (17)
C70.035 (2)0.031 (2)0.034 (2)−0.0097 (19)−0.0012 (19)−0.0007 (18)
C80.055 (3)0.038 (3)0.046 (3)−0.019 (2)−0.004 (2)−0.013 (2)
C90.031 (2)0.035 (2)0.029 (2)−0.0030 (18)−0.0013 (18)−0.0101 (18)
C100.037 (3)0.036 (2)0.046 (3)−0.005 (2)−0.001 (2)−0.012 (2)
C110.037 (3)0.034 (2)0.053 (3)−0.002 (2)−0.006 (2)−0.016 (2)
C120.043 (3)0.037 (3)0.046 (3)−0.012 (2)−0.004 (2)−0.016 (2)
C130.052 (3)0.029 (2)0.038 (3)−0.010 (2)0.002 (2)−0.0115 (19)
C140.039 (2)0.023 (2)0.038 (3)−0.0010 (18)−0.002 (2)−0.0077 (18)
C150.031 (2)0.029 (2)0.022 (2)−0.0055 (17)0.0039 (16)−0.0052 (16)
C160.030 (2)0.025 (2)0.026 (2)−0.0032 (16)0.0003 (17)−0.0048 (16)
C170.035 (2)0.033 (2)0.040 (3)0.0007 (19)−0.002 (2)−0.008 (2)
C180.034 (2)0.043 (3)0.045 (3)0.003 (2)−0.011 (2)−0.005 (2)
C190.036 (2)0.051 (3)0.036 (3)−0.014 (2)−0.007 (2)−0.013 (2)
C200.035 (2)0.040 (2)0.031 (2)−0.0076 (19)0.0012 (18)−0.0156 (19)
Geometric parameters (Å, °) top
Cd—N42.361 (4)C4—C51.510 (6)
Cd—N32.395 (4)C4—H4A0.9900
Cd—S12.6021 (14)C4—H4B0.9900
Cd—S32.6310 (15)C5—H5A0.9900
Cd—S42.7258 (15)C5—H5B0.9900
Cd—S22.7586 (13)C7—C81.511 (7)
S1—C11.727 (4)C7—H7A0.9900
S2—C11.715 (4)C7—H7B0.9900
S3—C61.737 (4)C8—H8A0.9900
S4—C61.711 (5)C8—H8B0.9900
O1—C31.423 (6)C9—C101.508 (6)
O1—H1O0.840C9—H9A0.9900
O2—C51.428 (6)C9—H9B0.9900
O2—H2O0.839C10—H10A0.9900
O3—C81.426 (6)C10—H10B0.9900
O3—H3O0.840C11—C121.376 (6)
O4—C101.418 (6)C11—H110.9500
O4—H4O0.839C12—C131.378 (7)
N1—C11.343 (5)C12—H120.9500
N1—C41.466 (6)C13—C141.372 (6)
N1—C21.470 (5)C13—H130.9500
N2—C61.339 (5)C14—C151.389 (6)
N2—C91.476 (5)C14—H140.9500
N2—C71.477 (5)C15—C161.496 (6)
N3—C151.349 (5)C16—C171.387 (6)
N3—C111.334 (6)C17—C181.386 (7)
N4—C201.333 (5)C17—H170.9500
N4—C161.341 (5)C18—C191.375 (7)
C2—C31.509 (6)C18—H180.9500
C2—H2A0.9900C19—C201.386 (6)
C2—H2B0.9900C19—H190.9500
C3—H3A0.9900C20—H200.9500
C3—H3B0.9900
N4—Cd—N368.54 (12)C4—C5—H5B109.2
N4—Cd—S1124.50 (9)H5A—C5—H5B107.9
N3—Cd—S189.45 (10)N2—C6—S4120.8 (3)
N4—Cd—S391.86 (9)N2—C6—S3119.9 (3)
N3—Cd—S3125.71 (10)S4—C6—S3119.2 (2)
S1—Cd—S3138.41 (4)N2—C7—C8114.0 (4)
N4—Cd—S4130.40 (9)N2—C7—H7A108.7
N3—Cd—S487.33 (10)C8—C7—H7A108.7
S1—Cd—S496.52 (4)N2—C7—H7B108.7
S3—Cd—S467.42 (4)C8—C7—H7B108.7
N4—Cd—S288.63 (9)H7A—C7—H7B107.6
N3—Cd—S2129.89 (10)O3—C8—C7113.6 (4)
S1—Cd—S267.09 (4)O3—C8—H8A108.9
S3—Cd—S297.79 (4)C7—C8—H8A108.9
S4—Cd—S2136.68 (4)O3—C8—H8B108.9
C1—S1—Cd89.36 (15)C7—C8—H8B108.9
C1—S2—Cd84.55 (15)H8A—C8—H8B107.7
C6—S3—Cd87.84 (15)N2—C9—C10115.8 (4)
C6—S4—Cd85.31 (15)N2—C9—H9A108.3
C3—O1—H1O111.9C10—C9—H9A108.3
C5—O2—H2O113.2N2—C9—H9B108.3
C8—O3—H3O114.3C10—C9—H9B108.3
C10—O4—H4O113.0H9A—C9—H9B107.4
C1—N1—C4122.5 (4)O4—C10—C9110.7 (4)
C1—N1—C2121.8 (4)O4—C10—H10A109.5
C4—N1—C2115.6 (4)C9—C10—H10A109.5
C6—N2—C9120.8 (4)O4—C10—H10B109.5
C6—N2—C7121.3 (4)C9—C10—H10B109.5
C9—N2—C7117.2 (3)H10A—C10—H10B108.1
C15—N3—C11118.9 (4)N3—C11—C12122.7 (4)
C15—N3—Cd118.6 (3)N3—C11—H11118.7
C11—N3—Cd122.0 (3)C12—C11—H11118.7
C20—N4—C16119.1 (4)C11—C12—C13118.5 (4)
C20—N4—Cd120.3 (3)C11—C12—H12120.7
C16—N4—Cd120.3 (3)C13—C12—H12120.7
N1—C1—S2121.5 (3)C12—C13—C14119.5 (4)
N1—C1—S1119.5 (3)C12—C13—H13120.2
S2—C1—S1118.9 (2)C14—C13—H13120.2
N1—C2—C3112.0 (4)C15—C14—C13119.2 (4)
N1—C2—H2A109.2C15—C14—H14120.4
C3—C2—H2A109.2C13—C14—H14120.4
N1—C2—H2B109.2N3—C15—C14121.1 (4)
C3—C2—H2B109.2N3—C15—C16115.9 (4)
H2A—C2—H2B107.9C14—C15—C16123.0 (4)
O1—C3—C2106.8 (4)N4—C16—C17122.0 (4)
O1—C3—H3A110.4N4—C16—C15115.8 (4)
C2—C3—H3A110.4C17—C16—C15122.2 (4)
O1—C3—H3B110.4C16—C17—C18118.6 (4)
C2—C3—H3B110.4C16—C17—H17120.7
H3A—C3—H3B108.6C18—C17—H17120.7
N1—C4—C5113.7 (4)C19—C18—C17119.1 (4)
N1—C4—H4A108.8C19—C18—H18120.4
C5—C4—H4A108.8C17—C18—H18120.4
N1—C4—H4B108.8C20—C19—C18119.1 (4)
C5—C4—H4B108.8C20—C19—H19120.5
H4A—C4—H4B107.7C18—C19—H19120.5
O2—C5—C4112.1 (4)N4—C20—C19122.1 (4)
O2—C5—H5A109.2N4—C20—H20119.0
C4—C5—H5A109.2C19—C20—H20119.0
O2—C5—H5B109.2
N4—Cd—S1—C169.88 (17)Cd—S1—C1—S22.3 (2)
N3—Cd—S1—C1133.11 (16)C1—N1—C2—C3−86.6 (5)
S3—Cd—S1—C1−76.60 (14)C4—N1—C2—C390.1 (5)
S4—Cd—S1—C1−139.64 (13)N1—C2—C3—O1177.9 (4)
S2—Cd—S1—C1−1.34 (13)C1—N1—C4—C5−95.4 (5)
N4—Cd—S2—C1−127.34 (16)C2—N1—C4—C587.9 (5)
N3—Cd—S2—C1−67.13 (18)N1—C4—C5—O2−67.0 (5)
S1—Cd—S2—C11.36 (13)C9—N2—C6—S4−3.3 (5)
S3—Cd—S2—C1140.97 (14)C7—N2—C6—S4−173.7 (3)
S4—Cd—S2—C175.79 (14)C9—N2—C6—S3176.6 (3)
N4—Cd—S3—C6136.19 (16)C7—N2—C6—S36.2 (5)
N3—Cd—S3—C671.49 (18)Cd—S4—C6—N2−175.8 (3)
S1—Cd—S3—C6−70.90 (15)Cd—S4—C6—S34.3 (2)
S4—Cd—S3—C62.65 (14)Cd—S3—C6—N2175.6 (3)
S2—Cd—S3—C6−134.94 (14)Cd—S3—C6—S4−4.5 (2)
N4—Cd—S4—C6−74.77 (18)C6—N2—C7—C8−95.9 (5)
N3—Cd—S4—C6−133.41 (17)C9—N2—C7—C893.4 (5)
S1—Cd—S4—C6137.46 (14)N2—C7—C8—O3−77.0 (5)
S3—Cd—S4—C6−2.70 (14)C6—N2—C9—C1077.5 (5)
S2—Cd—S4—C674.19 (15)C7—N2—C9—C10−111.8 (4)
N4—Cd—N3—C154.5 (3)N2—C9—C10—O467.7 (5)
S1—Cd—N3—C15−123.2 (3)C15—N3—C11—C120.4 (7)
S3—Cd—N3—C1580.7 (3)Cd—N3—C11—C12−171.9 (4)
S4—Cd—N3—C15140.2 (3)N3—C11—C12—C130.7 (8)
S2—Cd—N3—C15−64.3 (3)C11—C12—C13—C14−1.2 (7)
N4—Cd—N3—C11176.8 (4)C12—C13—C14—C150.6 (7)
S1—Cd—N3—C1149.1 (4)C11—N3—C15—C14−0.9 (6)
S3—Cd—N3—C11−107.0 (4)Cd—N3—C15—C14171.6 (3)
S4—Cd—N3—C11−47.5 (4)C11—N3—C15—C16178.1 (4)
S2—Cd—N3—C11108.1 (4)Cd—N3—C15—C16−9.3 (5)
N3—Cd—N4—C20174.7 (3)C13—C14—C15—N30.4 (7)
S1—Cd—N4—C20−111.7 (3)C13—C14—C15—C16−178.6 (4)
S3—Cd—N4—C2046.8 (3)C20—N4—C16—C17−1.7 (6)
S4—Cd—N4—C20108.3 (3)Cd—N4—C16—C17171.7 (3)
S2—Cd—N4—C20−51.0 (3)C20—N4—C16—C15−179.9 (4)
N3—Cd—N4—C161.4 (3)Cd—N4—C16—C15−6.4 (5)
S1—Cd—N4—C1675.0 (3)N3—C15—C16—N410.3 (5)
S3—Cd—N4—C16−126.6 (3)C14—C15—C16—N4−170.7 (4)
S4—Cd—N4—C16−65.0 (3)N3—C15—C16—C17−167.9 (4)
S2—Cd—N4—C16135.7 (3)C14—C15—C16—C1711.2 (6)
C4—N1—C1—S21.5 (6)N4—C16—C17—C180.1 (7)
C2—N1—C1—S2178.0 (3)C15—C16—C17—C18178.1 (4)
C4—N1—C1—S1179.5 (3)C16—C17—C18—C190.8 (7)
C2—N1—C1—S1−4.1 (5)C17—C18—C19—C20−0.1 (7)
Cd—S2—C1—N1175.8 (3)C16—N4—C20—C192.4 (6)
Cd—S2—C1—S1−2.2 (2)Cd—N4—C20—C19−171.0 (3)
Cd—S1—C1—N1−175.7 (3)C18—C19—C20—N4−1.5 (7)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H1o···S3i0.842.433.241 (4)162
O2—H2o···O3ii0.841.892.723 (5)176
O3—H3o···O40.841.872.688 (5)166
O4—H4o···O2i0.841.912.745 (5)174
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y−1, z+1.
Table 1
Selected geometric parameters (Å) top
Cd—N42.361 (4)Cd—S32.6310 (15)
Cd—N32.395 (4)Cd—S42.7258 (15)
Cd—S12.6021 (14)Cd—S22.7586 (13)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H1o···S3i0.842.433.241 (4)162
O2—H2o···O3ii0.841.892.723 (5)176
O3—H3o···O40.841.872.688 (5)166
O4—H4o···O2i0.841.912.745 (5)174
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y−1, z+1.
references
References top

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