Poly[bis-(μ2-1,3-phenyl-enedi-amine-κ(2) N:N')di-μ-thio-cyanato-κ(2) N:S;κ(2) S:N-cadmium].

The structure of the title polymeric compound, [Cd(SCN)2(C6H8N2)2] n , exhibits a two-dimensional staircase-like structure parallel to (010) in which the Cd(II) atom lies on a twofold rotation axis and has a distorted octa-hedral CdS2N4 geometry involving four μ-1,3-(SCN) group donors and two N-atom donors from 1,3-phenyl-enedi-amine ligands, which also have twofold symmetry. The major contributions to the cohesion and the stability of this two-dimensional polymeric structure are the covalent Cd-S,N bonds and one weak intra-layer N-H⋯S hydrogen bond.

Related literature

For related structures, see: MacGillivary et al. (1994 ▶); Fujita et al. (1995 ▶); Blake et al. (1997 ▶); Withersby et al. (1997 ▶); Tong et al. (1998 ▶); Yang et al. (2001 ▶); Chemli et al. (2013 ▶). For the HSCN synthesis, see: Bartlett et al. (1969 ▶). For the effects of substituents on the inter­nal angles of the phenyl ring, see: Domenicano & Murray-Rust (1979 ▶). For NLO and luminescence of related compounds, see: Chen et al. (2000 ▶); Bai et al. (2011 ▶). For electric and dielectric properties of related compounds, see: Karoui et al. (2013 ▶).

Experimental

Crystal data

[Cd(NCS)2(C6H8N2)2]

M = 336.7

Monoclinic,

a = 10.8704 (6) Å

b = 12.8983 (10) Å

c = 8.3362 (5) Å

β = 106.503 (3)°

V = 1120.67 (13) Å3

Z = 4

Mo Kα radiation

μ = 2.29 mm−1

T = 150 K

0.17 × 0.07 × 0.06 mm

Data collection

Bruker APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2011 ▶) T min = 0.825, T max = 0.872

4396 measured reflections

1283 independent reflections

1130 reflections with I > 2σ(I)

R int = 0.061

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.064

S = 1.03

1283 reflections

70 parameters

H-atom parameters constrained

Δρmax = 0.60 e Å−3

Δρmin = −0.58 e Å−3

Data collection: APEX2 (Bruker, 2011 ▶); cell refinement: SAINT (Bruker, 2011 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Berndt, 2001 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012) ▶ and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536813031255/vn2078sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813031255/vn2078Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813031255/vn2078Isup3.cdx

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

[Cd(NCS)2(C6H8N2)2]	F(000) = 656
Mr = 336.7	Dx = 1.996 Mg m−3Dm = 1.931 Mg m−3Dm measured by Flotation
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1283 reflections
a = 10.8704 (6) Å	θ = 3.2–27.5°
b = 12.8983 (10) Å	µ = 2.29 mm−1
c = 8.3362 (5) Å	T = 150 K
β = 106.503 (3)°	Prism, brown
V = 1120.67 (13) Å3	0.17 × 0.07 × 0.06 mm
Z = 4

Bruker APEXII diffractometer	1130 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.061
Graphite monochromator	θmax = 27.5°, θmin = 3.2°
CCD rotation images, thin slices scans	h = −10→14
Absorption correction: multi-scan (SADABS; Bruker, 2011)	k = −16→16
Tmin = 0.825, Tmax = 0.872	l = −10→9
4396 measured reflections	2 standard reflections every 120 min
1283 independent reflections

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.064	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0156P)2] where P = (Fo2 + 2Fc2)/3
1283 reflections	(Δ/σ)max < 0.001
70 parameters	Δρmax = 0.60 e Å−3
0 restraints	Δρmin = −0.58 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	0.5	0.20749 (3)	0.25	0.01462 (12)
S1	0.65559 (10)	0.05195 (8)	0.40889 (13)	0.0297 (3)
N1	0.8532 (3)	0.1670 (2)	0.6240 (4)	0.0219 (7)
C1	0.7707 (3)	0.1202 (3)	0.5352 (4)	0.0163 (8)
N2	0.6151 (3)	0.2057 (2)	0.0483 (4)	0.0191 (7)
H2A	0.6952	0.233	0.0968	0.023*
H2B	0.6263	0.1377	0.0223	0.023*
C2	0.5594 (3)	0.2606 (3)	−0.1055 (4)	0.0159 (8)
C3	0.5	0.2075 (4)	−0.25	0.0149 (10)
H3	0.5	0.1339	−0.25	0.018*
C4	0.5598 (3)	0.3684 (3)	−0.1044 (4)	0.0174 (8)
H4	0.6007	0.4054	−0.0049	0.021*
C5	0.5	0.4211 (4)	−0.25	0.0237 (13)
H5	0.5	0.4947	−0.25	0.028*

	U11	U22	U33	U12	U13	U23
Cd1	0.0134 (2)	0.0146 (2)	0.0142 (2)	0	0.00127 (14)	0
S1	0.0252 (6)	0.0127 (5)	0.0371 (6)	−0.0027 (4)	−0.0140 (4)	0.0019 (4)
N1	0.0209 (18)	0.0165 (17)	0.0248 (18)	0.0001 (14)	0.0010 (15)	0.0012 (14)
C1	0.0176 (19)	0.0127 (19)	0.0180 (19)	0.0044 (16)	0.0041 (15)	0.0024 (15)
N2	0.0182 (16)	0.0191 (17)	0.0199 (17)	0.0006 (14)	0.0051 (13)	−0.0011 (14)
C2	0.0117 (18)	0.021 (2)	0.0168 (19)	0.0008 (15)	0.0067 (15)	0.0013 (15)
C3	0.013 (2)	0.012 (3)	0.020 (3)	0	0.006 (2)	0
C4	0.0166 (19)	0.018 (2)	0.0175 (19)	−0.0036 (15)	0.0046 (15)	−0.0055 (15)
C5	0.028 (3)	0.010 (3)	0.036 (3)	0	0.014 (3)	0

Cd1—N1i	2.306 (3)	N2—H2A	0.92
Cd1—N1ii	2.306 (3)	N2—H2B	0.92
Cd1—N2iii	2.364 (3)	C2—C3	1.376 (4)
Cd1—N2	2.364 (3)	C2—C4	1.391 (5)
Cd1—S1iii	2.7143 (10)	C3—C2iv	1.376 (4)
Cd1—S1	2.7143 (10)	C3—H3	0.95
S1—C1	1.643 (4)	C4—C5	1.382 (4)
N1—C1	1.157 (4)	C4—H4	0.95
N1—Cd1i	2.306 (3)	C5—C4iv	1.382 (4)
N2—C2	1.439 (4)	C5—H5	0.95
N1i—Cd1—N1ii	90.81 (15)	C2—N2—Cd1	117.1 (2)
N1i—Cd1—N2iii	96.91 (10)	C2—N2—H2A	108
N1ii—Cd1—N2iii	83.89 (11)	Cd1—N2—H2A	108
N1i—Cd1—N2	83.89 (11)	C2—N2—H2B	108
N1ii—Cd1—N2	96.91 (10)	Cd1—N2—H2B	108
N2iii—Cd1—N2	178.87 (14)	H2A—N2—H2B	107.3
N1i—Cd1—S1iii	174.75 (8)	C3—C2—C4	120.2 (4)
N1ii—Cd1—S1iii	92.41 (8)	C3—C2—N2	120.6 (3)
N2iii—Cd1—S1iii	87.56 (8)	C4—C2—N2	119.1 (3)
N2—Cd1—S1iii	91.60 (8)	C2—C3—C2iv	120.4 (5)
N1i—Cd1—S1	92.41 (8)	C2—C3—H3	119.8
N1ii—Cd1—S1	174.75 (8)	C2iv—C3—H3	119.8
N2iii—Cd1—S1	91.60 (8)	C5—C4—C2	119.0 (4)
N2—Cd1—S1	87.56 (8)	C5—C4—H4	120.5
S1iii—Cd1—S1	84.68 (4)	C2—C4—H4	120.5
C1—S1—Cd1	99.92 (12)	C4iv—C5—C4	121.2 (5)
C1—N1—Cd1i	165.4 (3)	C4iv—C5—H5	119.4
N1—C1—S1	178.8 (3)	C4—C5—H5	119.4
N1i—Cd1—S1—C1	6.69 (14)	S1iii—Cd1—N2—C2	81.6 (2)
N1ii—Cd1—S1—C1	−121.1 (9)	S1—Cd1—N2—C2	166.2 (2)
N2iii—Cd1—S1—C1	−90.29 (14)	Cd1—N2—C2—C3	−103.9 (3)
N2—Cd1—S1—C1	90.47 (15)	Cd1—N2—C2—C4	72.5 (3)
S1iii—Cd1—S1—C1	−177.70 (14)	C4—C2—C3—C2iv	0.0 (2)
Cd1i—N1—C1—S1	122 (17)	N2—C2—C3—C2iv	176.3 (3)
Cd1—S1—C1—N1	−147 (17)	C3—C2—C4—C5	0.0 (4)
N1i—Cd1—N2—C2	−101.1 (2)	N2—C2—C4—C5	−176.4 (3)
N1ii—Cd1—N2—C2	−11.0 (3)	C2—C4—C5—C4iv	0.0 (2)
N2iii—Cd1—N2—C2	123.9 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···S1v	0.92	2.67	3.589 (3)	173

Table 1

Selected bond lengths (Å)

Cd1—N1i	2.306 (3)
Cd1—N2	2.364 (3)
Cd1—S1	2.7143 (10)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2B⋯S1iii	0.92	2.67	3.589 (3)	173

Symmetry code: (iii) .