catena-Poly[[(5-phenyl-2,2′-bipyridine-κ2N,N′)copper(I)]-μ-thio­cyanido-κ2N:S]

Cui, S.; Zuo, M.; Zhang, J.; Zhao, Y.; Wang, H.

doi:10.1107/S1600536812000682

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 2| February 2012| Page m165

doi:10.1107/S1600536812000682

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catena-Poly[[(5-phenyl-2,2′-bipyridine-κ²N,N′)copper(I)]-μ-thiocyanido-κ²N:S]

Shuxin Cui,^a ^* Minghui Zuo,^a Jingping Zhang,^b ^* Yulong Zhao ^b and Hui Wang ^a

^aCollege of Chemistry and Chemical Engineering, Mu Danjiang Normal University, Mu Danjiang 157012, People's Republic of China, and ^bFaculty of Chemistry, Northeast Normal University, Changchun 130024, People's Republic of China
^*Correspondence e-mail: cuisx981@yahoo.cn, cuisx981@yahoo.cn

(Received 30 December 2011; accepted 7 January 2012; online 18 January 2012)

The title compound, [Cu(NCS)(C₁₆H₁₂N₂)]_n, was synthesised under hydrothermal conditions. The Cu^I ion shows distorted tetrahedral geometry being coordinated by two N atoms from a 5-phenyl-2,2′-bipyridine ligand and by the N and S atoms from two different thiocyanate anions. The Cu^I ions are bridged by thiocyanide groups, forming a one-dimensional coordination polymer along the b axis. The crystal packing is through van der Waals contacts and C—H⋯π interactions.

Related literature

For applications of coordination metal complexes, see: Kong et al. (2008 ); Ohba et al. (2008 ). For related compounds, see Chen et al. (2009 ); Cui et al. (2011 ); Zhang et al. (2008 ).

Experimental

Crystal data

[Cu(NCS)(C₁₆H₁₂N₂)]
M_r = 353.90
Orthorhombic, P b c a
a = 7.7978 (9) Å
b = 10.7744 (12) Å
c = 35.325 (4) Å
V = 2967.8 (6) Å³
Z = 8
Mo Kα radiation
μ = 1.61 mm⁻¹
T = 153 K
0.42 × 0.09 × 0.06 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.840, T_max = 0.914
15488 measured reflections
2932 independent reflections
2212 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.035
wR(F²) = 0.091
S = 1.03
2932 reflections
199 parameters
H-atom parameters constrained
Δρ_max = 0.32 e Å⁻³
Δρ_min = −0.20 e Å⁻³

Table 1
Selected bond lengths (Å)

Cu1—N1	1.917 (2)
Cu1—N2	2.079 (2)
Cu1—N3	2.121 (2)
Cu1—S1	2.3313 (9)

Table 2
Hydrogen-bond geometry (Å, °)

Cg is the centroid of the C12–C17 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C17—H17⋯Cgⁱ	0.93	2.92	3.757 (3)	150
Symmetry code: (i) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+1]$ .

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: XP (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812000682/kp2379sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812000682/kp2379Isup2.hkl

checkCIF report

Comment top

The title compound [Cu(SCN)(5-ph-2,2'-bpy)]_n(I), was synthesised under hydrothermal conditions. In the complex, the Cu^I ion shows distorted tetrahedral geometry coordinated by two N atoms from a 5-ph-2,2,-bpy ligand, N and S atoms from the different thiocyanate anions (Fig.1 and Table 1). The Cu^Iions are bridged by thiocyanide groups to form a one-dimensional coordination polymeric along the b axis (Fig. 2). Crystal packing is through van der Waals contacts and C-H···π interaction [C17-H···Cg(C12→C17)symmetry operation: 1/2+x,3/2-y,1-z with geometric parameters H···Cg of 2.92 Å, C17···Cg of 3.757 (3) Å, and C17-H···Cg of 150 °].

Related literature top

For applications of coordination metal complexes, see: Kong et al. (2008); Ohba et al. (2008). For related compounds, see Chen et al. (2009); Cui et al. (2011); Zhang et al. (2008).

Experimental top

A mixture of Cu(Ac)₂ (0.086 g, 0.64 mmol), 5-ph-2,2'-bpy (0.0231 g, 0.1 mmol), KSCN (0.059 g, 0.6 mmol), and water (8 mL) was added to a 15-mL Teflon-lined autoclave and heated at 443 K for 3 d. The autoclave was then cooled to room temperature. Red block crystals of (I) deposited on the wall of container were collected and air-dried.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. Complex (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small of arbitrary radii.
	Fig. 2. A perspective view of polymer chain of complex (I).

catena-Poly[[(5-phenyl-2,2'-bipyridine- κ²N,N')copper(I)]-µ-thiocyanido-κ²N:S] top

Crystal data top

[Cu(NCS)(C₁₆H₁₂N₂)]	F(000) = 1440
M_r = 353.90	D_x = 1.584 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 15488 reflections
a = 7.7978 (9) Å	θ = 2.3–26.0°
b = 10.7744 (12) Å	µ = 1.61 mm⁻¹
c = 35.325 (4) Å	T = 153 K
V = 2967.8 (6) Å³	Block, red
Z = 8	0.42 × 0.09 × 0.06 mm

Data collection top

Siemens SMART CCD area-detector diffractometer	2932 independent reflections
Radiation source: fine-focus sealed tube	2212 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
Detector resolution: 9 pixels mm^-1	θ_max = 26.0°, θ_min = 2.3°
ω scans	h = −9→9
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	k = −13→10
T_min = 0.840, T_max = 0.914	l = −43→35
15488 measured reflections

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.091	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0444P)² + 0.9913P] where P = (F_o² + 2F_c²)/3
2932 reflections	(Δ/σ)_max = 0.001
199 parameters	Δρ_max = 0.32 e Å⁻³
0 restraints	Δρ_min = −0.20 e Å⁻³

Crystal data top

[Cu(NCS)(C₁₆H₁₂N₂)]	V = 2967.8 (6) Å³
M_r = 353.90	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 7.7978 (9) Å	µ = 1.61 mm⁻¹
b = 10.7744 (12) Å	T = 153 K
c = 35.325 (4) Å	0.42 × 0.09 × 0.06 mm

Data collection top

Siemens SMART CCD area-detector diffractometer	2932 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2212 reflections with I > 2σ(I)
T_min = 0.840, T_max = 0.914	R_int = 0.033
15488 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.035	0 restraints
wR(F²) = 0.091	H-atom parameters constrained
S = 1.03	Δρ_max = 0.32 e Å⁻³
2932 reflections	Δρ_min = −0.20 e Å⁻³
199 parameters

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

	x	y	z	U_iso*/U_eq
Cu1	1.11691 (4)	0.67597 (3)	0.345104 (9)	0.04739 (14)
S1	1.40271 (9)	0.61263 (7)	0.34368 (3)	0.0578 (2)
N1	1.1156 (3)	0.8538 (2)	0.34377 (6)	0.0470 (6)
C1	1.3879 (3)	0.4601 (3)	0.34412 (7)	0.0402 (6)
N3	0.9620 (3)	0.59247 (18)	0.38739 (6)	0.0373 (5)
C12	0.8393 (3)	0.6026 (2)	0.49059 (6)	0.0325 (5)
C7	0.8656 (3)	0.4982 (2)	0.37430 (7)	0.0351 (5)
C10	0.8445 (3)	0.5642 (2)	0.45016 (6)	0.0327 (5)
N2	0.9760 (3)	0.5504 (2)	0.31300 (6)	0.0460 (5)
C6	0.8833 (3)	0.4689 (2)	0.33359 (7)	0.0378 (6)
C8	0.7568 (3)	0.4343 (3)	0.39843 (7)	0.0457 (6)
H8	0.6907	0.3691	0.3893	0.055*
C15	0.8303 (4)	0.6706 (3)	0.56739 (7)	0.0461 (7)
H15	0.8272	0.6938	0.5927	0.055*
C11	0.9497 (3)	0.6232 (2)	0.42376 (7)	0.0381 (6)
H11	1.0163	0.6891	0.4323	0.046*
C17	0.9373 (3)	0.7005 (2)	0.50432 (7)	0.0423 (6)
H17	1.0077	0.7444	0.4878	0.051*
C16	0.9318 (3)	0.7338 (3)	0.54203 (8)	0.0471 (7)
H16	0.9979	0.8002	0.5504	0.057*
C14	0.7336 (3)	0.5726 (3)	0.55461 (7)	0.0465 (6)
H14	0.6649	0.5287	0.5714	0.056*
C9	0.7469 (3)	0.4675 (2)	0.43580 (7)	0.0451 (6)
H9	0.6733	0.4244	0.4518	0.054*
C5	0.8093 (4)	0.3650 (3)	0.31698 (8)	0.0490 (7)
H5	0.7476	0.3088	0.3316	0.059*
C13	0.7381 (3)	0.5388 (2)	0.51663 (7)	0.0426 (6)
H13	0.6720	0.4722	0.5084	0.051*
C3	0.9202 (4)	0.4297 (3)	0.25767 (9)	0.0643 (9)
H3	0.9332	0.4194	0.2317	0.077*
C4	0.8281 (4)	0.3458 (3)	0.27870 (9)	0.0621 (9)
H4	0.7789	0.2768	0.2672	0.074*
C2	0.9924 (4)	0.5287 (3)	0.27587 (8)	0.0607 (8)
H2	1.0568	0.5844	0.2616	0.073*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0601 (2)	0.0344 (2)	0.0477 (2)	−0.00445 (15)	0.00674 (16)	0.00251 (14)
S1	0.0532 (4)	0.0325 (4)	0.0878 (6)	−0.0041 (3)	0.0084 (4)	−0.0025 (4)
N1	0.0582 (15)	0.0369 (13)	0.0459 (14)	0.0008 (11)	−0.0004 (11)	0.0028 (10)
C1	0.0414 (14)	0.0413 (16)	0.0378 (14)	−0.0003 (11)	0.0025 (11)	−0.0002 (11)
N3	0.0432 (11)	0.0341 (11)	0.0346 (11)	−0.0032 (9)	0.0032 (9)	0.0012 (9)
C12	0.0312 (12)	0.0312 (12)	0.0349 (13)	0.0072 (10)	0.0011 (10)	0.0035 (10)
C7	0.0361 (12)	0.0336 (13)	0.0357 (13)	0.0044 (11)	−0.0020 (10)	0.0018 (10)
C10	0.0323 (12)	0.0324 (12)	0.0334 (13)	0.0048 (10)	−0.0004 (10)	0.0035 (10)
N2	0.0554 (13)	0.0483 (13)	0.0344 (12)	−0.0005 (11)	−0.0003 (10)	0.0018 (10)
C6	0.0387 (13)	0.0382 (14)	0.0365 (13)	0.0040 (11)	−0.0043 (11)	−0.0002 (11)
C8	0.0485 (15)	0.0470 (15)	0.0415 (14)	−0.0155 (13)	−0.0023 (12)	−0.0002 (12)
C15	0.0520 (15)	0.0526 (17)	0.0337 (14)	0.0146 (14)	0.0011 (12)	−0.0028 (12)
C11	0.0446 (14)	0.0335 (13)	0.0364 (14)	−0.0058 (11)	0.0010 (11)	−0.0011 (11)
C17	0.0482 (14)	0.0396 (15)	0.0392 (14)	−0.0019 (12)	0.0032 (11)	0.0023 (12)
C16	0.0535 (16)	0.0406 (15)	0.0473 (16)	0.0018 (13)	−0.0021 (12)	−0.0062 (12)
C14	0.0467 (15)	0.0547 (17)	0.0381 (14)	0.0032 (14)	0.0070 (12)	0.0049 (13)
C9	0.0443 (14)	0.0525 (16)	0.0386 (14)	−0.0143 (13)	0.0010 (12)	0.0051 (12)
C5	0.0486 (15)	0.0484 (16)	0.0501 (17)	−0.0032 (13)	−0.0006 (13)	−0.0068 (13)
C13	0.0436 (14)	0.0425 (15)	0.0416 (14)	−0.0008 (12)	0.0026 (12)	0.0012 (11)
C3	0.076 (2)	0.080 (2)	0.0370 (16)	0.0006 (19)	−0.0013 (15)	−0.0126 (16)
C4	0.0609 (18)	0.066 (2)	0.059 (2)	0.0003 (16)	−0.0046 (16)	−0.0277 (16)
C2	0.074 (2)	0.071 (2)	0.0367 (16)	−0.0054 (17)	0.0034 (14)	0.0021 (14)

Geometric parameters (Å, º) top

Cu1—N1	1.917 (2)	C8—H8	0.9300
Cu1—N2	2.079 (2)	C15—C14	1.374 (4)
Cu1—N3	2.121 (2)	C15—C16	1.376 (4)
Cu1—S1	2.3313 (9)	C15—H15	0.9300
S1—C1	1.648 (3)	C11—H11	0.9300
N1—C1ⁱ	1.145 (4)	C17—C16	1.380 (4)
C1—N1ⁱⁱ	1.145 (4)	C17—H17	0.9300
N3—C11	1.330 (3)	C16—H16	0.9300
N3—C7	1.346 (3)	C14—C13	1.390 (3)
C12—C17	1.390 (3)	C14—H14	0.9300
C12—C13	1.393 (3)	C9—H9	0.9300
C12—C10	1.487 (3)	C5—C4	1.376 (4)
C7—C8	1.385 (3)	C5—H5	0.9300
C7—C6	1.479 (3)	C13—H13	0.9300
C10—C9	1.386 (3)	C3—C2	1.367 (4)
C10—C11	1.395 (3)	C3—C4	1.373 (5)
N2—C2	1.339 (3)	C3—H3	0.9300
N2—C6	1.350 (3)	C4—H4	0.9300
C6—C5	1.390 (4)	C2—H2	0.9300
C8—C9	1.370 (4)

N1—Cu1—N2	129.35 (9)	C16—C15—H15	120.6
N1—Cu1—N3	115.99 (9)	N3—C11—C10	125.1 (2)
N2—Cu1—N3	78.88 (8)	N3—C11—H11	117.5
N1—Cu1—S1	107.29 (7)	C10—C11—H11	117.5
N2—Cu1—S1	107.64 (7)	C16—C17—C12	121.1 (2)
N3—Cu1—S1	115.82 (6)	C16—C17—H17	119.4
C1—S1—Cu1	102.99 (9)	C12—C17—H17	119.4
C1ⁱ—N1—Cu1	177.7 (2)	C15—C16—C17	121.2 (3)
N1ⁱⁱ—C1—S1	177.1 (2)	C15—C16—H16	119.4
C11—N3—C7	118.7 (2)	C17—C16—H16	119.4
C11—N3—Cu1	127.99 (17)	C15—C14—C13	120.3 (2)
C7—N3—Cu1	113.34 (15)	C15—C14—H14	119.8
C17—C12—C13	117.1 (2)	C13—C14—H14	119.8
C17—C12—C10	122.1 (2)	C8—C9—C10	121.2 (2)
C13—C12—C10	120.8 (2)	C8—C9—H9	119.4
N3—C7—C8	120.3 (2)	C10—C9—H9	119.4
N3—C7—C6	116.3 (2)	C4—C5—C6	119.4 (3)
C8—C7—C6	123.3 (2)	C4—C5—H5	120.3
C9—C10—C11	114.9 (2)	C6—C5—H5	120.3
C9—C10—C12	123.0 (2)	C14—C13—C12	121.5 (2)
C11—C10—C12	122.1 (2)	C14—C13—H13	119.3
C2—N2—C6	117.8 (2)	C12—C13—H13	119.3
C2—N2—Cu1	126.7 (2)	C2—C3—C4	118.3 (3)
C6—N2—Cu1	114.36 (17)	C2—C3—H3	120.8
N2—C6—C5	121.3 (2)	C4—C3—H3	120.8
N2—C6—C7	115.8 (2)	C3—C4—C5	119.3 (3)
C5—C6—C7	122.9 (2)	C3—C4—H4	120.4
C9—C8—C7	119.9 (2)	C5—C4—H4	120.4
C9—C8—H8	120.1	N2—C2—C3	123.9 (3)
C7—C8—H8	120.1	N2—C2—H2	118.1
C14—C15—C16	118.8 (2)	C3—C2—H2	118.1
C14—C15—H15	120.6

N1—Cu1—S1—C1	−178.99 (11)	C8—C7—C6—N2	171.1 (2)
N2—Cu1—S1—C1	−36.25 (11)	N3—C7—C6—C5	171.7 (2)
N3—Cu1—S1—C1	49.68 (11)	C8—C7—C6—C5	−8.5 (4)
N1—Cu1—N3—C11	−45.7 (2)	N3—C7—C8—C9	0.2 (4)
N2—Cu1—N3—C11	−174.2 (2)	C6—C7—C8—C9	−179.6 (2)
S1—Cu1—N3—C11	81.5 (2)	C7—N3—C11—C10	0.6 (4)
N1—Cu1—N3—C7	133.67 (16)	Cu1—N3—C11—C10	179.92 (18)
N2—Cu1—N3—C7	5.13 (16)	C9—C10—C11—N3	−0.7 (4)
S1—Cu1—N3—C7	−99.22 (16)	C12—C10—C11—N3	179.1 (2)
C11—N3—C7—C8	−0.3 (3)	C13—C12—C17—C16	−1.0 (4)
Cu1—N3—C7—C8	−179.74 (18)	C10—C12—C17—C16	−179.3 (2)
C11—N3—C7—C6	179.4 (2)	C14—C15—C16—C17	0.2 (4)
Cu1—N3—C7—C6	0.0 (3)	C12—C17—C16—C15	0.5 (4)
C17—C12—C10—C9	−179.4 (2)	C16—C15—C14—C13	−0.4 (4)
C13—C12—C10—C9	2.2 (3)	C7—C8—C9—C10	−0.2 (4)
C17—C12—C10—C11	0.9 (3)	C11—C10—C9—C8	0.4 (4)
C13—C12—C10—C11	−177.5 (2)	C12—C10—C9—C8	−179.3 (2)
N1—Cu1—N2—C2	68.4 (3)	N2—C6—C5—C4	−1.2 (4)
N3—Cu1—N2—C2	−176.9 (3)	C7—C6—C5—C4	178.4 (3)
S1—Cu1—N2—C2	−63.2 (2)	C15—C14—C13—C12	−0.1 (4)
N1—Cu1—N2—C6	−124.53 (18)	C17—C12—C13—C14	0.7 (4)
N3—Cu1—N2—C6	−9.93 (18)	C10—C12—C13—C14	179.2 (2)
S1—Cu1—N2—C6	103.86 (17)	C2—C3—C4—C5	1.0 (5)
C2—N2—C6—C5	0.9 (4)	C6—C5—C4—C3	0.2 (5)
Cu1—N2—C6—C5	−167.4 (2)	C6—N2—C2—C3	0.4 (5)
C2—N2—C6—C7	−178.8 (2)	Cu1—N2—C2—C3	167.1 (2)
Cu1—N2—C6—C7	13.0 (3)	C4—C3—C2—N2	−1.4 (5)
N3—C7—C6—N2	−8.7 (3)

Symmetry codes: (i) −x+5/2, y+1/2, z; (ii) −x+5/2, y−1/2, z.

Hydrogen-bond geometry (Å, º) top

Cg is the centroid of the C12–C17 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C17—H17···Cgⁱⁱⁱ	0.93	2.92	3.757 (3)	150

Symmetry code: (iii) x+1/2, −y+3/2, −z+1.

Experimental details

Crystal data
Chemical formula	[Cu(NCS)(C₁₆H₁₂N₂)]
M_r	353.90
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	153
a, b, c (Å)	7.7978 (9), 10.7744 (12), 35.325 (4)
V (Å³)	2967.8 (6)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.61
Crystal size (mm)	0.42 × 0.09 × 0.06

Data collection
Diffractometer	Siemens SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.840, 0.914
No. of measured, independent and observed [I > 2σ(I)] reflections	15488, 2932, 2212
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.618

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.035, 0.091, 1.03
No. of reflections	2932
No. of parameters	199
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.32, −0.20

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP (Sheldrick, 2008).

Selected bond lengths (Å) top

Cu1—N1	1.917 (2)	Cu1—N3	2.121 (2)
Cu1—N2	2.079 (2)	Cu1—S1	2.3313 (9)

Hydrogen-bond geometry (Å, º) top

Cg is the centroid of the C12–C17 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C17—H17···Cgⁱ	0.93	2.92	3.757 (3)	150

Symmetry code: (i) x+1/2, −y+3/2, −z+1.

Acknowledgements

This research was supported by the Science and Technology Research Project of the Education Department of Heilongjiang Province (11551511).

References

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Volume 68| Part 2| February 2012| Page m165

doi:10.1107/S1600536812000682

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