catena-Poly[[(2,2'-bipyridine-κN,N')copper(I)]-μ-cyanido-κC:N-[(2,2'-bipyridine-κN,N')copper(I)]-μ-thio-cyanato-κS:N].

The title compound, [Cu(2)(CN)(SCN)(C(10)H(8)N(2))(2)](n), contains two crystallographically independent Cu(I) atoms, each in a distorted tetra-hedral geometry. Each Cu atom is coordinated by a bidentate chelating 2,2'-bipyridine ligand. A bridging cyanide anion links the two Cu(2,2'-bipyridine) units to form a binuclear unit. Adjacent binuclear units are connected by a thio-cyanate anion into a one-dimensional helical chain along [010]. The cyanide anion is disordered, with each site occupied by both C and N atoms in an occupancy ratio of 0.61 (5):0.39 (5). The S atom of the thio-cyanate anion is also disordered over two sites, with occupancy factors of 0.61 (3) and 0.39 (3). There are π-π inter-actions between the pyridyl rings of neighbouring chains [centroid-centroid distance = 3.82 (1) Å].

Related literature

For general background, see: Hibble & Chippindale (2005 ▶); Krautscheid et al. (1998 ▶); Ren et al. (2001 ▶). For related structures, see: Liu et al. (2006 ▶).

Experimental

Crystal data

[Cu2(CN)(SCN)(C10H8N2)2]

M = 523.55

Monoclinic,

a = 14.977 (12) Å

b = 9.356 (7) Å

c = 17.065 (14) Å

β = 111.532 (12)°

V = 2224 (3) Å3

Z = 4

Mo Kα radiation

μ = 2.03 mm−1

T = 293 (2) K

0.45 × 0.12 × 0.10 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.521, T max = 0.868 (expected range = 0.490–0.817)

16410 measured reflections

5033 independent reflections

3039 reflections with I > 2σ(I)

R int = 0.067

Refinement

R[F 2 > 2σ(F 2)] = 0.058

wR(F 2) = 0.132

S = 1.02

5033 reflections

285 parameters

H-atom parameters constrained

Δρmax = 0.77 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: SHELXTL (Sheldrick, 2008 ▶) and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808037756/hy2162sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808037756/hy2162Isup2.hkl

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

[Cu2(CN)(SCN)(C10H8N2)2]	F000 = 1056
Mr = 523.55	Dx = 1.563 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1688 reflections
a = 14.977 (12) Å	θ = 2.5–27.5º
b = 9.356 (7) Å	µ = 2.03 mm−1
c = 17.065 (14) Å	T = 293 (2) K
β = 111.532 (12)º	Prism, red
V = 2224 (3) Å3	0.45 × 0.12 × 0.10 mm
Z = 4

Bruker SMART APEX CCD area-detector diffractometer	5033 independent reflections
Radiation source: fine-focus sealed tube	3039 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.067
T = 293(2) K	θmax = 27.4º
φ and ω scans	θmin = 2.5º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −19→19
Tmin = 0.521, Tmax = 0.868	k = −12→11
16410 measured reflections	l = −19→22

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.058	H-atom parameters constrained
wR(F2) = 0.132	w = 1/[σ2(Fo2) + (0.0502P)2] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max = 0.001
5033 reflections	Δρmax = 0.77 e Å−3
285 parameters	Δρmin = −0.43 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.67204 (4)	0.70063 (6)	0.09388 (4)	0.04969 (19)
Cu2	0.94638 (4)	0.38679 (6)	0.12252 (4)	0.0539 (2)
S1A	1.0245 (11)	0.2228 (17)	0.2410 (10)	0.0513 (17)	0.61 (3)
S1B	1.0036 (11)	0.209 (3)	0.2245 (12)	0.0513 (17)	0.39 (3)
N6	0.9046 (3)	0.2050 (4)	0.3342 (3)	0.0567 (11)
C22	0.9503 (3)	0.2109 (5)	0.2928 (3)	0.0436 (11)
N1	0.6847 (3)	0.9214 (4)	0.0748 (3)	0.0497 (10)
N2	0.5776 (3)	0.7276 (4)	−0.0328 (2)	0.0432 (9)
N3	0.9649 (3)	0.2707 (4)	0.0249 (3)	0.0541 (10)
N4	1.0819 (3)	0.4562 (4)	0.1291 (3)	0.0495 (10)
C1	0.7345 (4)	1.0173 (6)	0.1319 (4)	0.0710 (16)
H1	0.7737	0.9839	0.1847	0.085*
C2	0.7316 (4)	1.1623 (6)	0.1179 (4)	0.0701 (17)
H2	0.7671	1.2249	0.1602	0.084*
C3	0.6755 (4)	1.2114 (6)	0.0408 (4)	0.0769 (18)
H3	0.6732	1.3086	0.0287	0.092*
C4	0.6225 (4)	1.1165 (5)	−0.0190 (4)	0.0633 (15)
H4	0.5825	1.1493	−0.0716	0.076*
C5	0.6282 (3)	0.9721 (5)	−0.0015 (3)	0.0448 (11)
C6	0.5712 (3)	0.8629 (5)	−0.0623 (3)	0.0437 (11)
C7	0.5128 (4)	0.8949 (6)	−0.1445 (3)	0.0662 (15)
H7	0.5093	0.9882	−0.1642	0.079*
C8	0.4604 (4)	0.7896 (6)	−0.1966 (3)	0.0787 (18)
H8	0.4207	0.8107	−0.2516	0.094*
C9	0.4672 (4)	0.6532 (6)	−0.1670 (4)	0.0708 (17)
H9	0.4327	0.5794	−0.2013	0.085*
C10	0.5263 (3)	0.6271 (5)	−0.0849 (3)	0.0526 (12)
H10	0.5307	0.5339	−0.0649	0.063*
C11	0.9012 (5)	0.1844 (6)	−0.0297 (4)	0.0720 (16)
H11	0.8408	0.1758	−0.0264	0.086*
C12	0.9201 (6)	0.1071 (6)	−0.0909 (4)	0.086 (2)
H12	0.8737	0.0478	−0.1277	0.103*
C13	1.0086 (6)	0.1203 (7)	−0.0958 (4)	0.091 (2)
H13	1.0234	0.0693	−0.1362	0.109*
C14	1.0758 (5)	0.2089 (6)	−0.0409 (4)	0.0738 (17)
H14	1.1362	0.2185	−0.0439	0.089*
C15	1.0525 (4)	0.2834 (5)	0.0187 (3)	0.0510 (12)
C16	1.1191 (3)	0.3817 (5)	0.0804 (3)	0.0508 (12)
C17	1.2147 (4)	0.4011 (7)	0.0900 (4)	0.0759 (17)
H17	1.2407	0.3497	0.0568	0.091*
C18	1.2706 (4)	0.4969 (8)	0.1488 (4)	0.091 (2)
H18	1.3342	0.5112	0.1547	0.110*
C19	1.2339 (4)	0.5700 (7)	0.1979 (4)	0.0810 (19)
H19	1.2712	0.6339	0.2384	0.097*
C20	1.1390 (4)	0.5467 (6)	0.1858 (4)	0.0646 (15)
H20	1.1131	0.5973	0.2194	0.078*
N5A	0.8391 (3)	0.4961 (4)	0.1195 (3)	0.0479 (14)	0.61 (5)
C21A	0.7751 (3)	0.5696 (4)	0.1130 (3)	0.0426 (13)	0.61 (5)
N5B	0.7751 (3)	0.5696 (4)	0.1130 (3)	0.0426 (13)	0.39 (5)
C21B	0.8391 (3)	0.4961 (4)	0.1195 (3)	0.0479 (14)	0.39 (5)

	U11	U22	U33	U12	U13	U23
Cu1	0.0544 (4)	0.0509 (4)	0.0433 (4)	0.0116 (3)	0.0172 (3)	0.0052 (3)
Cu2	0.0502 (3)	0.0548 (4)	0.0629 (4)	0.0054 (3)	0.0283 (3)	0.0000 (3)
S1A	0.040 (4)	0.068 (3)	0.045 (4)	0.015 (3)	0.015 (3)	0.014 (3)
S1B	0.040 (4)	0.068 (3)	0.045 (4)	0.015 (3)	0.015 (3)	0.014 (3)
N6	0.059 (3)	0.064 (3)	0.047 (3)	−0.013 (2)	0.020 (2)	−0.003 (2)
C22	0.043 (2)	0.042 (3)	0.038 (3)	−0.003 (2)	0.007 (2)	0.003 (2)
N1	0.044 (2)	0.048 (2)	0.047 (3)	0.0014 (18)	0.0034 (19)	0.0004 (19)
N2	0.050 (2)	0.040 (2)	0.039 (2)	0.0045 (17)	0.0158 (18)	0.0020 (17)
N3	0.067 (3)	0.054 (3)	0.042 (2)	0.004 (2)	0.020 (2)	0.002 (2)
N4	0.051 (2)	0.046 (2)	0.057 (3)	0.0012 (19)	0.025 (2)	0.007 (2)
C1	0.062 (3)	0.060 (4)	0.065 (4)	−0.001 (3)	−0.008 (3)	0.001 (3)
C2	0.056 (3)	0.056 (3)	0.080 (4)	−0.009 (3)	0.003 (3)	−0.010 (3)
C3	0.065 (3)	0.047 (3)	0.098 (5)	−0.005 (3)	0.006 (4)	0.005 (3)
C4	0.059 (3)	0.043 (3)	0.075 (4)	0.003 (2)	0.009 (3)	0.010 (3)
C5	0.037 (2)	0.048 (3)	0.050 (3)	0.006 (2)	0.016 (2)	0.003 (2)
C6	0.046 (2)	0.045 (3)	0.040 (3)	0.007 (2)	0.016 (2)	0.004 (2)
C7	0.092 (4)	0.045 (3)	0.043 (3)	0.007 (3)	0.003 (3)	0.009 (3)
C8	0.101 (4)	0.070 (4)	0.035 (3)	0.011 (3)	−0.010 (3)	0.000 (3)
C9	0.086 (4)	0.052 (3)	0.048 (3)	−0.001 (3)	−0.006 (3)	−0.007 (3)
C10	0.069 (3)	0.038 (3)	0.046 (3)	0.003 (2)	0.015 (3)	0.000 (2)
C11	0.088 (4)	0.065 (4)	0.061 (4)	−0.001 (3)	0.025 (3)	−0.002 (3)
C12	0.130 (6)	0.064 (4)	0.063 (4)	−0.016 (4)	0.034 (4)	−0.010 (3)
C13	0.160 (7)	0.062 (4)	0.069 (5)	−0.004 (4)	0.064 (5)	−0.007 (3)
C14	0.110 (5)	0.059 (4)	0.080 (4)	0.009 (3)	0.066 (4)	0.006 (3)
C15	0.072 (3)	0.045 (3)	0.046 (3)	0.015 (2)	0.033 (3)	0.014 (2)
C16	0.054 (3)	0.054 (3)	0.050 (3)	0.015 (2)	0.026 (3)	0.019 (3)
C17	0.059 (3)	0.113 (5)	0.066 (4)	0.015 (3)	0.035 (3)	0.012 (4)
C18	0.042 (3)	0.151 (7)	0.078 (5)	−0.010 (4)	0.019 (3)	0.002 (5)
C19	0.055 (3)	0.107 (5)	0.081 (5)	−0.015 (3)	0.025 (3)	0.002 (4)
C20	0.069 (3)	0.063 (4)	0.070 (4)	−0.009 (3)	0.036 (3)	−0.005 (3)
N5A	0.052 (3)	0.043 (3)	0.046 (3)	−0.005 (2)	0.014 (2)	−0.002 (2)
C21A	0.043 (3)	0.040 (3)	0.043 (3)	0.004 (2)	0.013 (2)	0.0001 (19)
N5B	0.043 (3)	0.040 (3)	0.043 (3)	0.004 (2)	0.013 (2)	0.0001 (19)
C21B	0.052 (3)	0.043 (3)	0.046 (3)	−0.005 (2)	0.014 (2)	−0.002 (2)

Cu1—C21A	1.903 (5)	C4—H4	0.9300
Cu1—N6i	1.964 (5)	C5—C6	1.483 (6)
Cu1—N1	2.111 (4)	C6—C7	1.387 (6)
Cu1—N2	2.119 (4)	C7—C8	1.365 (7)
Cu2—N5A	1.889 (5)	C7—H7	0.9300
Cu2—N3	2.091 (4)	C8—C9	1.363 (7)
Cu2—N4	2.094 (4)	C8—H8	0.9300
Cu2—S1A	2.465 (15)	C9—C10	1.376 (7)
Cu2—S1B	2.33 (2)	C9—H9	0.9300
S1A—C22	1.658 (14)	C10—H10	0.9300
S1B—C22	1.64 (2)	C11—C12	1.382 (8)
N6—C22	1.152 (6)	C11—H11	0.9300
N6—Cu1ii	1.964 (4)	C12—C13	1.364 (9)
N1—C1	1.334 (6)	C12—H12	0.9300
N1—C5	1.351 (6)	C13—C14	1.373 (9)
N2—C10	1.329 (6)	C13—H13	0.9300
N2—C6	1.353 (5)	C14—C15	1.379 (7)
N3—C11	1.332 (7)	C14—H14	0.9300
N3—C15	1.359 (6)	C15—C16	1.476 (7)
N4—C20	1.333 (6)	C16—C17	1.392 (7)
N4—C16	1.353 (6)	C17—C18	1.377 (8)
C1—C2	1.375 (7)	C17—H17	0.9300
C1—H1	0.9300	C18—C19	1.344 (8)
C2—C3	1.356 (8)	C18—H18	0.9300
C2—H2	0.9300	C19—C20	1.377 (7)
C3—C4	1.365 (7)	C19—H19	0.9300
C3—H3	0.9300	C20—H20	0.9300
C4—C5	1.380 (6)	N5A—C21A	1.151 (5)
C21A—Cu1—N6i	121.98 (18)	N2—C6—C7	120.8 (4)
C21A—Cu1—N1	122.94 (16)	N2—C6—C5	116.1 (4)
N6i—Cu1—N1	100.50 (16)	C7—C6—C5	123.2 (4)
C21A—Cu1—N2	116.55 (16)	C8—C7—C6	120.1 (5)
N6i—Cu1—N2	108.09 (16)	C8—C7—H7	120.0
N1—Cu1—N2	77.86 (14)	C6—C7—H7	120.0
N5A—Cu2—N3	128.31 (17)	C9—C8—C7	119.2 (5)
N5A—Cu2—N4	129.13 (16)	C9—C8—H8	120.4
N3—Cu2—N4	78.14 (17)	C7—C8—H8	120.4
N5A—Cu2—S1B	118.8 (6)	C8—C9—C10	118.4 (5)
N3—Cu2—S1B	96.1 (6)	C8—C9—H9	120.8
N4—Cu2—S1B	95.6 (5)	C10—C9—H9	120.8
N5A—Cu2—S1A	120.1 (3)	N2—C10—C9	123.6 (5)
N3—Cu2—S1A	99.7 (4)	N2—C10—H10	118.2
N4—Cu2—S1A	89.5 (4)	C9—C10—H10	118.2
S1B—Cu2—S1A	7.9 (7)	N3—C11—C12	123.6 (6)
C22—S1A—Cu2	105.7 (7)	N3—C11—H11	118.2
C22—S1B—Cu2	112.6 (11)	C12—C11—H11	118.2
C22—N6—Cu1ii	178.3 (4)	C13—C12—C11	118.1 (7)
N6—C22—S1B	172.6 (7)	C13—C12—H12	120.9
N6—C22—S1A	174.8 (7)	C11—C12—H12	120.9
C1—N1—C5	116.9 (4)	C12—C13—C14	119.9 (6)
C1—N1—Cu1	127.1 (4)	C12—C13—H13	120.0
C5—N1—Cu1	115.6 (3)	C14—C13—H13	120.0
C10—N2—C6	117.9 (4)	C13—C14—C15	119.2 (6)
C10—N2—Cu1	127.2 (3)	C13—C14—H14	120.4
C6—N2—Cu1	114.9 (3)	C15—C14—H14	120.4
C11—N3—C15	117.6 (5)	N3—C15—C14	121.7 (5)
C11—N3—Cu2	126.9 (4)	N3—C15—C16	114.7 (4)
C15—N3—Cu2	115.5 (3)	C14—C15—C16	123.6 (5)
C20—N4—C16	118.3 (4)	N4—C16—C17	119.9 (5)
C20—N4—Cu2	125.9 (3)	N4—C16—C15	115.9 (4)
C16—N4—Cu2	114.7 (3)	C17—C16—C15	124.2 (5)
N1—C1—C2	124.3 (5)	C18—C17—C16	119.7 (6)
N1—C1—H1	117.9	C18—C17—H17	120.2
C2—C1—H1	117.9	C16—C17—H17	120.2
C3—C2—C1	118.1 (5)	C19—C18—C17	120.4 (6)
C3—C2—H2	120.9	C19—C18—H18	119.8
C1—C2—H2	120.9	C17—C18—H18	119.8
C2—C3—C4	119.2 (5)	C18—C19—C20	117.6 (6)
C2—C3—H3	120.4	C18—C19—H19	121.2
C4—C3—H3	120.4	C20—C19—H19	121.2
C3—C4—C5	120.2 (5)	N4—C20—C19	124.1 (5)
C3—C4—H4	119.9	N4—C20—H20	117.9
C5—C4—H4	119.9	C19—C20—H20	117.9
N1—C5—C4	121.3 (4)	C21A—N5A—Cu2	174.5 (4)
N1—C5—C6	115.4 (4)	N5A—C21A—Cu1	174.5 (4)
C4—C5—C6	123.3 (4)
N5A—Cu2—S1A—C22	12.1 (10)	C1—N1—C5—C6	−177.9 (4)
N3—Cu2—S1A—C22	−133.7 (7)	Cu1—N1—C5—C6	−4.4 (5)
N4—Cu2—S1A—C22	148.5 (8)	C3—C4—C5—N1	0.9 (8)
S1B—Cu2—S1A—C22	−71 (6)	C3—C4—C5—C6	178.5 (5)
N5A—Cu2—S1B—C22	−7.1 (12)	C10—N2—C6—C7	0.0 (7)
N3—Cu2—S1B—C22	−147.4 (9)	Cu1—N2—C6—C7	179.2 (4)
N4—Cu2—S1B—C22	134.0 (9)	C10—N2—C6—C5	178.8 (4)
S1A—Cu2—S1B—C22	95 (7)	Cu1—N2—C6—C5	−1.9 (5)
Cu2—S1B—C22—S1A	−109 (7)	N1—C5—C6—N2	4.2 (6)
Cu2—S1A—C22—S1B	59 (6)	C4—C5—C6—N2	−173.6 (4)
C21A—Cu1—N1—C1	−70.8 (5)	N1—C5—C6—C7	−177.0 (5)
N6i—Cu1—N1—C1	68.9 (4)	C4—C5—C6—C7	5.2 (7)
N2—Cu1—N1—C1	175.3 (5)	N2—C6—C7—C8	0.4 (8)
C21A—Cu1—N1—C5	116.5 (3)	C5—C6—C7—C8	−178.4 (5)
N6i—Cu1—N1—C5	−103.8 (3)	C6—C7—C8—C9	−0.6 (9)
N2—Cu1—N1—C5	2.6 (3)	C7—C8—C9—C10	0.5 (9)
C21A—Cu1—N2—C10	58.0 (4)	C6—N2—C10—C9	−0.1 (7)
N6i—Cu1—N2—C10	−83.9 (4)	Cu1—N2—C10—C9	−179.3 (4)
N1—Cu1—N2—C10	178.9 (4)	C8—C9—C10—N2	−0.1 (9)
C21A—Cu1—N2—C6	−121.2 (3)	C15—N3—C11—C12	0.7 (8)
N6i—Cu1—N2—C6	97.0 (3)	Cu2—N3—C11—C12	−177.6 (4)
N1—Cu1—N2—C6	−0.3 (3)	N3—C11—C12—C13	−0.2 (10)
N5A—Cu2—N3—C11	−44.5 (5)	C11—C12—C13—C14	−0.2 (10)
N4—Cu2—N3—C11	−175.5 (4)	C12—C13—C14—C15	0.1 (9)
S1B—Cu2—N3—C11	90.0 (6)	C11—N3—C15—C14	−0.9 (7)
S1A—Cu2—N3—C11	97.1 (6)	Cu2—N3—C15—C14	177.7 (4)
N5A—Cu2—N3—C15	137.1 (3)	C11—N3—C15—C16	179.4 (4)
N4—Cu2—N3—C15	6.1 (3)	Cu2—N3—C15—C16	−2.1 (5)
S1B—Cu2—N3—C15	−88.4 (5)	C13—C14—C15—N3	0.5 (8)
S1A—Cu2—N3—C15	−81.3 (5)	C13—C14—C15—C16	−179.8 (5)
N5A—Cu2—N4—C20	52.6 (5)	C20—N4—C16—C17	−0.3 (7)
N3—Cu2—N4—C20	−177.2 (4)	Cu2—N4—C16—C17	−169.0 (4)
S1B—Cu2—N4—C20	−82.2 (7)	C20—N4—C16—C15	−179.9 (4)
S1A—Cu2—N4—C20	−77.2 (5)	Cu2—N4—C16—C15	11.4 (5)
N5A—Cu2—N4—C16	−139.7 (3)	N3—C15—C16—N4	−6.2 (6)
N3—Cu2—N4—C16	−9.5 (3)	C14—C15—C16—N4	174.0 (5)
S1B—Cu2—N4—C16	85.5 (7)	N3—C15—C16—C17	174.2 (5)
S1A—Cu2—N4—C16	90.5 (5)	C14—C15—C16—C17	−5.5 (8)
C5—N1—C1—C2	0.0 (8)	N4—C16—C17—C18	−0.3 (8)
Cu1—N1—C1—C2	−172.6 (4)	C15—C16—C17—C18	179.2 (5)
N1—C1—C2—C3	−0.9 (9)	C16—C17—C18—C19	1.0 (10)
C1—C2—C3—C4	1.7 (9)	C17—C18—C19—C20	−1.0 (10)
C2—C3—C4—C5	−1.7 (9)	C16—N4—C20—C19	0.4 (8)
C1—N1—C5—C4	0.0 (7)	Cu2—N4—C20—C19	167.7 (4)
Cu1—N1—C5—C4	173.5 (4)	C18—C19—C20—N4	0.3 (9)

Table 1

Selected bond lengths (Å)

Cu1—C21A	1.903 (5)
Cu1—N6i	1.964 (5)
Cu1—N1	2.111 (4)
Cu1—N2	2.119 (4)
Cu2—N5A	1.889 (5)
Cu2—N3	2.091 (4)
Cu2—N4	2.094 (4)
Cu2—S1A	2.465 (15)
Cu2—S1B	2.33 (2)

Symmetry code: (i) .