[4′-(3-Pyrid­yl)-2,2′;6′,2′′-terpyridine]dithio­cyanato­copper(II)

Hu, D.; Feng, H.; Hu, C.

doi:10.1107/S1600536810010147

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 4| April 2010| Page m442

doi:10.1107/S1600536810010147

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[4′-(3-Pyridyl)-2,2′;6′,2′′-terpyridine]dithiocyanatocopper(II)

Dongcheng Hu,^a ^* Hua Feng ^a ^* and Changqiu Hu ^a

^aCollege of Chemistry & Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, People's Republic of China
^*Correspondence e-mail: hudch@163.com, hfeng@nwnu.edu.cn

(Received 14 March 2010; accepted 18 March 2010; online 24 March 2010)

In the title compound, [Cu(NCS)₂(C₂₀H₁₄N₄)], the Cu atom is five-coordinated in a tetragonal-pyramidal geometry.

Related literature

For details of the synthesis, see: Constable & Thompson (1992 ). For related structures, see: Feng et al. (2006 ); Hou et al. (2004 ).

Experimental

Crystal data

[Cu(NCS)₂(C₂₀H₁₄N₄)]
M_r = 490.05
Monoclinic, P 2₁ /n
a = 8.2171 (6) Å
b = 23.012 (2) Å
c = 11.2279 (8) Å
β = 99.079 (1)°
V = 2096.5 (3) Å³
Z = 4
Mo Kα radiation
μ = 1.26 mm⁻¹
T = 298 K
0.27 × 0.27 × 0.18 mm

Data collection

Bruker SMART APEX area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002 ) T_min = 0.429, T_max = 0.805
12626 measured reflections
4781 independent reflections
3371 reflections with I > 2σ(I)
R_int = 0.038

Refinement

R[F² > 2σ(F²)] = 0.059
wR(F²) = 0.160
S = 1.07
4781 reflections
280 parameters
H-atom parameters constrained
Δρ_max = 0.64 e Å⁻³
Δρ_min = −0.44 e Å⁻³

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810010147/bt5216sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536810010147/bt5216Isup2.hkl

checkCIF report

Comment top

The heterocyclic ligand 4'-(3-pyridyl)-2,2':6'2''-terpyridine was synthesized according to literature methods (Constable et al., 1992). As a excellent tridentate chelating ligand, it can furnish complexes from a large range of metal salts. The structure of the title compound, (I), obtained from copper(I) thiocyanate is shown in Fig. 1. The Cu(II) atom is chelated by a tridentate terpydine in a cis-cis configuration and two independent thiocyanate in a five-coordinate environment and shows distorted tetragonal pyramid geometry (Fig. 1). The Cu—N bonds range from 1.931 (3)Å to 2.143 (4)Å are comparable with those reported (Hou et al., 2004). In the monomer, one thiocyanate was in the apical site while the terpyridine and the other one thiocyanate were at the equatorial positions.

Related literature top

For details of the synthesis, see: Constable & Thompson (1992). For related structures, see: Feng et al. (2006); Hou et al. (2004).

Experimental top

The mixture of CuSCN (0.0125 g, 0.1 mmol), 4'-(3-pyridyl)-2,2':6'2''-terpyridine (0.0155 g, 0.05 mmol), acetonnitril (6 ml) were placed and sealed in a 10 ml Teflon-lined stainless steel reactor and heated to 140°C for 72 h, then cooled down to room temperature at a rate of 2°C per 20 min. Green block single crystals suitable for X-ray diffraction were obtained in ca. 60% yield

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); 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: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. ORTEP-3 plot of the title compound with the atom labeling scheme. Displacement ellipsoids are drawn at the 35% probability level. H atoms are omitted for clarity.

[4'-(3-Pyridyl)-2,2';6',2''-terpyridine]dithiocyanatocopper(II) top

Crystal data top

[Cu(NCS)₂(C₂₀H₁₄N₄)]	F(000) = 996
M_r = 490.05	D_x = 1.553 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2079 reflections
a = 8.2171 (6) Å	θ = 2.6–21.4°
b = 23.012 (2) Å	µ = 1.26 mm⁻¹
c = 11.2279 (8) Å	T = 298 K
β = 99.079 (1)°	Block, green
V = 2096.5 (3) Å³	0.27 × 0.27 × 0.18 mm
Z = 4

Data collection top

Bruker SMART APEX area-detector diffractometer	4781 independent reflections
Radiation source: fine-focus sealed tube	3371 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.038
ϕ and ω scan	θ_max = 27.5°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −10→5
T_min = 0.429, T_max = 0.805	k = −26→29
12626 measured reflections	l = −14→14

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.160	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0832P)²] where P = (F_o² + 2F_c²)/3
4781 reflections	(Δ/σ)_max = 0.001
280 parameters	Δρ_max = 0.64 e Å⁻³
0 restraints	Δρ_min = −0.44 e Å⁻³

Crystal data top

[Cu(NCS)₂(C₂₀H₁₄N₄)]	V = 2096.5 (3) Å³
M_r = 490.05	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 8.2171 (6) Å	µ = 1.26 mm⁻¹
b = 23.012 (2) Å	T = 298 K
c = 11.2279 (8) Å	0.27 × 0.27 × 0.18 mm
β = 99.079 (1)°

Data collection top

Bruker SMART APEX area-detector diffractometer	4781 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2002)	3371 reflections with I > 2σ(I)
T_min = 0.429, T_max = 0.805	R_int = 0.038
12626 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.059	0 restraints
wR(F²) = 0.160	H-atom parameters constrained
S = 1.07	Δρ_max = 0.64 e Å⁻³
4781 reflections	Δρ_min = −0.44 e Å⁻³
280 parameters

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

	x	y	z	U_iso*/U_eq
Cu1	0.35786 (5)	0.135609 (18)	0.69095 (4)	0.04072 (18)
S1	0.5487 (2)	0.10524 (7)	0.30631 (12)	0.0930 (5)
S2	0.69634 (16)	0.05042 (5)	1.01610 (12)	0.0705 (4)
N1	0.4648 (4)	0.21527 (13)	0.7228 (3)	0.0395 (7)
N2	0.1730 (3)	0.18662 (12)	0.6333 (3)	0.0376 (7)
N3	0.1684 (4)	0.07761 (13)	0.6675 (3)	0.0477 (8)
N4	0.4448 (5)	0.12136 (17)	0.5232 (4)	0.0681 (11)
N5	0.5115 (4)	0.09198 (15)	0.8049 (3)	0.0567 (9)
N6	−0.4985 (4)	0.30689 (15)	0.3820 (3)	0.0545 (9)
C1	0.6201 (4)	0.22617 (17)	0.7760 (4)	0.0459 (9)
H1	0.6878	0.1950	0.8032	0.055*
C2	0.6827 (5)	0.28129 (18)	0.7918 (4)	0.0517 (10)
H2	0.7899	0.2875	0.8306	0.062*
C3	0.5841 (5)	0.32709 (17)	0.7493 (4)	0.0544 (11)
H3	0.6247	0.3648	0.7579	0.065*
C4	0.4239 (5)	0.31726 (16)	0.6935 (4)	0.0473 (10)
H4	0.3556	0.3481	0.6649	0.057*
C5	0.3680 (4)	0.26104 (15)	0.6813 (3)	0.0369 (8)
C6	0.1981 (4)	0.24383 (15)	0.6274 (3)	0.0362 (8)
C7	0.0730 (4)	0.28084 (15)	0.5800 (3)	0.0394 (8)
H7	0.0929	0.3204	0.5741	0.047*
C8	−0.0849 (4)	0.25821 (15)	0.5408 (3)	0.0378 (8)
C9	−0.1082 (4)	0.19839 (16)	0.5516 (3)	0.0414 (9)
H9	−0.2116	0.1820	0.5272	0.050*
C10	0.0237 (4)	0.16374 (15)	0.5987 (3)	0.0396 (8)
C11	0.0177 (5)	0.10032 (16)	0.6220 (4)	0.0475 (10)
C12	−0.1211 (6)	0.0675 (2)	0.6069 (5)	0.0726 (15)
H12	−0.2220	0.0839	0.5749	0.087*
C13	−0.1112 (7)	0.0091 (2)	0.6397 (6)	0.094 (2)
H13	−0.2052	−0.0140	0.6326	0.113*
C14	0.0431 (7)	−0.0137 (2)	0.6833 (6)	0.097 (2)
H14	0.0545	−0.0529	0.7031	0.116*
C15	0.1769 (6)	0.02138 (17)	0.6969 (5)	0.0661 (13)
H15	0.2791	0.0057	0.7280	0.079*
C16	−0.4894 (5)	0.36367 (19)	0.4057 (4)	0.0554 (11)
H16	−0.5805	0.3866	0.3774	0.066*
C17	−0.3527 (5)	0.39026 (18)	0.4697 (4)	0.0550 (11)
H17	−0.3514	0.4301	0.4835	0.066*
C18	−0.2186 (5)	0.35648 (16)	0.5128 (4)	0.0482 (10)
H18	−0.1246	0.3734	0.5557	0.058*
C19	−0.2235 (4)	0.29699 (15)	0.4923 (3)	0.0374 (8)
C20	−0.3672 (5)	0.27481 (17)	0.4255 (4)	0.0480 (10)
H20	−0.3720	0.2351	0.4102	0.058*
C22	0.4845 (5)	0.11376 (17)	0.4333 (4)	0.0441 (9)
C23	0.5890 (5)	0.07416 (16)	0.8920 (4)	0.0468 (9)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0325 (3)	0.0397 (3)	0.0473 (3)	0.00621 (19)	−0.0019 (2)	0.00460 (19)
S1	0.1100 (13)	0.1146 (12)	0.0590 (8)	0.0514 (10)	0.0277 (8)	0.0161 (8)
S2	0.0649 (8)	0.0655 (8)	0.0726 (8)	−0.0015 (6)	−0.0159 (6)	0.0226 (6)
N1	0.0289 (15)	0.0434 (17)	0.0445 (17)	0.0030 (13)	0.0009 (13)	0.0023 (13)
N2	0.0282 (15)	0.0349 (15)	0.0471 (18)	0.0007 (12)	−0.0026 (13)	−0.0006 (13)
N3	0.0423 (18)	0.0389 (17)	0.057 (2)	0.0000 (14)	−0.0059 (16)	0.0046 (15)
N4	0.069 (3)	0.073 (3)	0.064 (3)	0.017 (2)	0.015 (2)	0.001 (2)
N5	0.045 (2)	0.055 (2)	0.065 (2)	0.0071 (17)	−0.0078 (18)	0.0152 (17)
N6	0.0328 (17)	0.061 (2)	0.066 (2)	0.0045 (16)	−0.0062 (16)	0.0049 (17)
C1	0.0250 (18)	0.052 (2)	0.057 (2)	0.0032 (16)	−0.0053 (17)	0.0087 (18)
C2	0.0277 (18)	0.062 (3)	0.062 (3)	−0.0025 (18)	−0.0034 (18)	0.004 (2)
C3	0.039 (2)	0.045 (2)	0.077 (3)	−0.0086 (19)	0.003 (2)	−0.002 (2)
C4	0.0312 (19)	0.040 (2)	0.069 (3)	0.0007 (17)	0.0017 (18)	0.0014 (18)
C5	0.0270 (17)	0.044 (2)	0.0386 (19)	0.0037 (15)	0.0016 (15)	0.0003 (15)
C6	0.0280 (17)	0.0418 (19)	0.0378 (19)	0.0031 (15)	0.0021 (15)	−0.0020 (15)
C7	0.0333 (19)	0.0378 (19)	0.045 (2)	0.0023 (15)	−0.0012 (16)	0.0035 (15)
C8	0.0298 (18)	0.041 (2)	0.041 (2)	0.0018 (15)	−0.0014 (15)	−0.0007 (15)
C9	0.0291 (18)	0.042 (2)	0.049 (2)	−0.0011 (16)	−0.0045 (16)	−0.0009 (16)
C10	0.0327 (19)	0.039 (2)	0.045 (2)	0.0014 (16)	−0.0003 (16)	0.0026 (16)
C11	0.044 (2)	0.039 (2)	0.055 (2)	−0.0036 (17)	−0.0060 (19)	0.0045 (17)
C12	0.048 (3)	0.057 (3)	0.102 (4)	−0.009 (2)	−0.022 (3)	0.015 (3)
C13	0.069 (3)	0.052 (3)	0.146 (5)	−0.022 (3)	−0.029 (4)	0.024 (3)
C14	0.084 (4)	0.047 (3)	0.144 (6)	−0.011 (3)	−0.034 (4)	0.033 (3)
C15	0.061 (3)	0.042 (2)	0.088 (3)	0.003 (2)	−0.012 (3)	0.014 (2)
C16	0.036 (2)	0.063 (3)	0.064 (3)	0.016 (2)	0.000 (2)	0.015 (2)
C17	0.047 (2)	0.041 (2)	0.077 (3)	0.0076 (19)	0.008 (2)	0.007 (2)
C18	0.034 (2)	0.049 (2)	0.057 (2)	−0.0013 (17)	−0.0050 (18)	0.0067 (18)
C19	0.0278 (17)	0.0392 (19)	0.044 (2)	0.0032 (15)	0.0019 (15)	0.0036 (15)
C20	0.035 (2)	0.048 (2)	0.057 (2)	0.0032 (17)	−0.0060 (18)	−0.0001 (18)
C22	0.036 (2)	0.044 (2)	0.050 (2)	0.0082 (17)	0.0011 (18)	0.0021 (18)
C23	0.036 (2)	0.038 (2)	0.065 (3)	−0.0003 (17)	0.0044 (19)	0.0053 (18)

Geometric parameters (Å, º) top

Cu1—N1	2.040 (3)	C5—C6	1.485 (4)
Cu1—N2	1.948 (3)	C6—C7	1.375 (5)
Cu1—N3	2.036 (3)	C7—C8	1.403 (5)
Cu1—N4	2.143 (4)	C7—H7	0.9300
Cu1—N5	1.931 (3)	C8—C9	1.398 (5)
S1—C22	1.609 (5)	C8—C19	1.482 (5)
S2—C23	1.622 (4)	C9—C10	1.382 (5)
N1—C1	1.344 (4)	C9—H9	0.9300
N1—C5	1.357 (4)	C10—C11	1.485 (5)
N2—C10	1.335 (4)	C11—C12	1.356 (6)
N2—C6	1.336 (4)	C12—C13	1.395 (6)
N3—C15	1.334 (5)	C12—H12	0.9300
N3—C11	1.366 (5)	C13—C14	1.388 (7)
N4—C22	1.122 (5)	C13—H13	0.9300
N5—C23	1.154 (5)	C14—C15	1.353 (6)
N6—C16	1.333 (5)	C14—H14	0.9300
N6—C20	1.334 (5)	C15—H15	0.9300
C1—C2	1.370 (5)	C16—C17	1.378 (6)
C1—H1	0.9300	C16—H16	0.9300
C2—C3	1.369 (5)	C17—C18	1.373 (5)
C2—H2	0.9300	C17—H17	0.9300
C3—C4	1.384 (5)	C18—C19	1.388 (5)
C3—H3	0.9300	C18—H18	0.9300
C4—C5	1.373 (5)	C19—C20	1.392 (5)
C4—H4	0.9300	C20—H20	0.9300

N1—Cu1—N2	79.0 (1)	C8—C7—H7	120.4
N1—Cu1—N3	155.7 (1)	C9—C8—C7	118.1 (3)
N1—Cu1—N4	95.6 (1)	C9—C8—C19	121.2 (3)
N1—Cu1—N5	97.6 (1)	C7—C8—C19	120.8 (3)
N2—Cu1—N3	79.1 (1)	C10—C9—C8	119.5 (3)
N2—Cu1—N4	98.7 (1)	C10—C9—H9	120.3
N2—Cu1—N5	158.0 (2)	C8—C9—H9	120.3
N3—Cu1—N4	98.1 (2)	N2—C10—C9	120.9 (3)
N3—Cu1—N5	98.7 (1)	N2—C10—C11	113.0 (3)
N4—Cu1—N5	103.2 (2)	C9—C10—C11	126.1 (3)
C1—N1—C5	118.1 (3)	C12—C11—N3	121.9 (4)
C1—N1—Cu1	126.7 (3)	C12—C11—C10	125.1 (4)
C5—N1—Cu1	115.1 (2)	N3—C11—C10	112.9 (3)
C10—N2—C6	121.1 (3)	C11—C12—C13	119.4 (4)
C10—N2—Cu1	119.5 (2)	C11—C12—H12	120.3
C6—N2—Cu1	119.5 (2)	C13—C12—H12	120.3
C15—N3—C11	118.2 (3)	C14—C13—C12	118.0 (5)
C15—N3—Cu1	126.5 (3)	C14—C13—H13	121.0
C11—N3—Cu1	115.3 (2)	C12—C13—H13	121.0
C22—N4—Cu1	177.4 (4)	C15—C14—C13	119.7 (4)
C23—N5—Cu1	164.0 (4)	C15—C14—H14	120.2
C16—N6—C20	116.9 (3)	C13—C14—H14	120.2
N1—C1—C2	122.8 (3)	N3—C15—C14	122.7 (4)
N1—C1—H1	118.6	N3—C15—H15	118.6
C2—C1—H1	118.6	C14—C15—H15	118.6
C3—C2—C1	118.6 (3)	N6—C16—C17	123.7 (4)
C3—C2—H2	120.7	N6—C16—H16	118.2
C1—C2—H2	120.7	C17—C16—H16	118.2
C2—C3—C4	120.0 (4)	C18—C17—C16	118.4 (4)
C2—C3—H3	120.0	C18—C17—H17	120.8
C4—C3—H3	120.0	C16—C17—H17	120.8
C5—C4—C3	118.6 (4)	C17—C18—C19	120.0 (4)
C5—C4—H4	120.7	C17—C18—H18	120.0
C3—C4—H4	120.7	C19—C18—H18	120.0
N1—C5—C4	121.9 (3)	C18—C19—C20	116.8 (3)
N1—C5—C6	113.3 (3)	C18—C19—C8	122.2 (3)
C4—C5—C6	124.8 (3)	C20—C19—C8	121.0 (3)
N2—C6—C7	121.2 (3)	N6—C20—C19	124.2 (4)
N2—C6—C5	112.6 (3)	N6—C20—H20	117.9
C7—C6—C5	126.1 (3)	C19—C20—H20	117.9
C6—C7—C8	119.3 (3)	N4—C22—S1	177.1 (5)
C6—C7—H7	120.4	N5—C23—S2	178.6 (4)

N5—Cu1—N1—C1	18.8 (3)	N1—C5—C6—N2	1.7 (4)
N2—Cu1—N1—C1	176.8 (3)	C4—C5—C6—N2	−176.0 (3)
N3—Cu1—N1—C1	150.6 (3)	N1—C5—C6—C7	178.9 (3)
N4—Cu1—N1—C1	−85.4 (3)	C4—C5—C6—C7	1.2 (6)
N5—Cu1—N1—C5	−163.6 (3)	N2—C6—C7—C8	2.0 (5)
N2—Cu1—N1—C5	−5.6 (2)	C5—C6—C7—C8	−175.0 (3)
N3—Cu1—N1—C5	−31.8 (4)	C6—C7—C8—C9	−0.1 (5)
N4—Cu1—N1—C5	92.2 (3)	C6—C7—C8—C19	178.4 (3)
N5—Cu1—N2—C10	−91.2 (4)	C7—C8—C9—C10	−0.7 (5)
N3—Cu1—N2—C10	−4.8 (3)	C19—C8—C9—C10	−179.1 (3)
N1—Cu1—N2—C10	−174.1 (3)	C6—N2—C10—C9	2.3 (5)
N4—Cu1—N2—C10	91.8 (3)	Cu1—N2—C10—C9	−176.6 (3)
N5—Cu1—N2—C6	89.9 (4)	C6—N2—C10—C11	−175.0 (3)
N3—Cu1—N2—C6	176.3 (3)	Cu1—N2—C10—C11	6.0 (4)
N1—Cu1—N2—C6	6.9 (3)	C8—C9—C10—N2	−0.4 (6)
N4—Cu1—N2—C6	−87.1 (3)	C8—C9—C10—C11	176.6 (4)
N5—Cu1—N3—C15	−16.7 (4)	C15—N3—C11—C12	0.3 (7)
N2—Cu1—N3—C15	−174.5 (4)	Cu1—N3—C11—C12	−176.8 (4)
N1—Cu1—N3—C15	−148.3 (4)	C15—N3—C11—C10	177.2 (4)
N4—Cu1—N3—C15	88.1 (4)	Cu1—N3—C11—C10	0.0 (4)
N5—Cu1—N3—C11	160.2 (3)	N2—C10—C11—C12	173.0 (4)
N2—Cu1—N3—C11	2.4 (3)	C9—C10—C11—C12	−4.1 (7)
N1—Cu1—N3—C11	28.5 (5)	N2—C10—C11—N3	−3.7 (5)
N4—Cu1—N3—C11	−95.0 (3)	C9—C10—C11—N3	179.1 (4)
N2—Cu1—N5—C23	−15.6 (15)	N3—C11—C12—C13	0.7 (8)
N3—Cu1—N5—C23	−98.2 (12)	C10—C11—C12—C13	−175.7 (5)
N1—Cu1—N5—C23	63.7 (12)	C11—C12—C13—C14	−2.1 (10)
N4—Cu1—N5—C23	161.3 (12)	C12—C13—C14—C15	2.5 (11)
C5—N1—C1—C2	1.3 (6)	C11—N3—C15—C14	0.1 (8)
Cu1—N1—C1—C2	178.8 (3)	Cu1—N3—C15—C14	176.9 (5)
N1—C1—C2—C3	−1.5 (7)	C13—C14—C15—N3	−1.5 (10)
C1—C2—C3—C4	1.1 (7)	C20—N6—C16—C17	1.2 (7)
C2—C3—C4—C5	−0.5 (7)	N6—C16—C17—C18	−0.7 (7)
C1—N1—C5—C4	−0.7 (5)	C16—C17—C18—C19	−0.5 (6)
Cu1—N1—C5—C4	−178.5 (3)	C17—C18—C19—C20	1.2 (6)
C1—N1—C5—C6	−178.5 (3)	C17—C18—C19—C8	−177.6 (4)
Cu1—N1—C5—C6	3.7 (4)	C9—C8—C19—C18	160.4 (4)
C3—C4—C5—N1	0.4 (6)	C7—C8—C19—C18	−18.0 (6)
C3—C4—C5—C6	177.9 (4)	C9—C8—C19—C20	−18.2 (6)
C10—N2—C6—C7	−3.1 (5)	C7—C8—C19—C20	163.3 (4)
Cu1—N2—C6—C7	175.8 (3)	C16—N6—C20—C19	−0.4 (6)
C10—N2—C6—C5	174.2 (3)	C18—C19—C20—N6	−0.7 (6)
Cu1—N2—C6—C5	−6.8 (4)	C8—C19—C20—N6	178.0 (4)

Experimental details

Crystal data
Chemical formula	[Cu(NCS)₂(C₂₀H₁₄N₄)]
M_r	490.05
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	8.2171 (6), 23.012 (2), 11.2279 (8)
β (°)	99.079 (1)
V (Å³)	2096.5 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.26
Crystal size (mm)	0.27 × 0.27 × 0.18

Data collection
Diffractometer	Bruker SMART APEX area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2002)
T_min, T_max	0.429, 0.805
No. of measured, independent and observed [I > 2σ(I)] reflections	12626, 4781, 3371
R_int	0.038
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.059, 0.160, 1.07
No. of reflections	4781
No. of parameters	280
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.64, −0.44

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997).

Acknowledgements

The authors thank Northwest Normal University for supporting this study.

References

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