{N,N′-Bis[1-(pyridin-2-yl)ethyl­idene]­propane-1,3-diamine}­(thio­cyanato-κN)copper(II) tetra­fluoridoborate

Liu, L.-J.

doi:10.1107/S1600536811021040

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 7| July 2011| Pages m876-m877

doi:10.1107/S1600536811021040

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{N,N′-Bis[1-(pyridin-2-yl)ethylidene]propane-1,3-diamine}(thiocyanato-κN)copper(II) tetrafluoridoborate

Li-Jun Liu ^a ^*

^aExperimental Center, Linyi University, Linyi Shandong 276005, People's Republic of China
^*Correspondence e-mail: xiaoerduoaa@hotmail.com

(Received 30 May 2011; accepted 31 May 2011; online 11 June 2011)

In the title compound, [Cu(NCS)(C₁₇H₂₀N₄)]BF₄, the Cu^II ion is five-coordinated by the four N atoms of the tetradentate Schiff base ligand and one N atom of a thiocyanate ligand, thereby forming a square-pyramidal CuN₅ ccoordination geometry. The dihedral angle between the pyridine rings of the Schiff base is 55.58 (14)°. The F atoms of the tetrafluoridoborate anion are disordered over two sets of sites with occupancies of 0.614 (3) and 0.386 (3). In the crystal, the components are linked by C—H⋯F interactions.

Related literature

For background on the use of copper(II) complexes with Schiff bases in coordination chemistry and biological chemistry, see: Adhikary et al. (2009 ); Al-Karawi (2009 ); Xiao & Zhang (2009 ); Rajasekar et al. (2010 ); Sang & Lin (2010 ); Qin et al. (2010 ). For a related copper(II) complex that we reported recently, see: Liu (2010 ). For related copper complexes with square-pyramidal coordination, see: Liu et al. (1997 ); Chattopadhyay et al. (2006 ); Rahaman et al. (2005 ).

Experimental

Crystal data

[Cu(NCS)(C₁₇H₂₀N₄)]BF₄
M_r = 488.80
Monoclinic, P 2₁ /c
a = 9.5057 (7) Å
b = 13.7527 (11) Å
c = 16.1902 (13) Å
β = 101.200 (1)°
V = 2076.2 (3) Å³
Z = 4
Mo Kα radiation
μ = 1.20 mm⁻¹
T = 298 K
0.33 × 0.30 × 0.28 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.692, T_max = 0.729
17908 measured reflections
5059 independent reflections
3368 reflections with I > 2σ(I)
R_int = 0.034

Refinement

R[F² > 2σ(F²)] = 0.039
wR(F²) = 0.107
S = 1.03
5059 reflections
310 parameters
56 restraints
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.28 e Å⁻³

Table 1
Selected bond lengths (Å)

Cu1—N2	1.986 (2)
Cu1—N3	2.003 (2)
Cu1—N4	2.021 (2)
Cu1—N1	2.063 (2)
Cu1—N5	2.091 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯F4ⁱ	0.93	2.49	3.416 (8)	176
C7—H7B⋯F4ⁱ	0.96	2.34	3.234 (6)	155
Symmetry code: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); 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); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811021040/hb5899sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811021040/hb5899Isup2.hkl

checkCIF report

Comment top

Copper(II) complexes with Schiff bases have been widely investigated in coordination chemistry and biological chemistry (Adhikary et al., 2009; Al-Karawi, 2009; Xiao & Zhang, 2009; Rajasekar et al., 2010; Sang & Lin, 2010; Qin et al., 2010). As a continuation of our work on the Schiff base copper(II) complexes (Liu, 2010), in the present paper, the title new copper complex is reported.

The title compound contains a mononuclear copper(II) complex cation and a disordered fluoroborate anion, Fig. 1. The Cu^II atom in the complex is five-coordinated by the four N atoms of the Schiff base ligand, and by one N atom of a thiocyanate ligand, forming a square-pyramidal geometry. The bond lengths (Table 1) related to the Cu atom are comparable with those observed in similar copper complexes with square-pyramidal geometry (Liu et al., 1997; Chattopadhyay et al., 2006; Rahaman et al., 2005).

Related literature top

For background on the use of copper(II) complexes with Schiff bases in coordination chemistry and biological chemistry, see: Adhikary et al. (2009); Al-Karawi (2009); Xiao & Zhang (2009); Rajasekar et al. (2010); Sang & Lin (2010); Qin et al. (2010). For the related copper(II) complex that we reported recently, see: Liu (2010). For related copper complexes with square-pyramidal coordination, see: Liu et al. (1997); Chattopadhyay et al. (2006); Rahaman et al. (2005).

Experimental top

2-Acetylpyridine (0.2 mmol, 24.2 mg), propane-1,3-diamine (0.1 mmol, 7.4 mg), ammonium thiocyanate (0.1 mmol, 7.6 mg), copper acetate (0.1 mmol, 19.9 mg), and ammonium fluoroborate (0.1 mmol, 10.5 mg) were mixed and stirred in methanol (20 ml) at reflux for 2 h, to give a blue solution. The solution was cooled to room temperature, and blue block-shaped single crystals were formed by slow evaporation of the solution in air.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of the title complex with 30% probability displacement ellipsoids. Only the major component of the disordered fluoroborate group is shown.

{N,N'-Bis[1-(pyridin-2-yl)ethylidene]propane-1,3- diamine}thiocyanatocopper(II) tetrafluoridoborate top

Crystal data top

[Cu(NCS)(C₁₇H₂₀N₄)]BF₄	F(000) = 996
M_r = 488.80	D_x = 1.564 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.5057 (7) Å	Cell parameters from 4043 reflections
b = 13.7527 (11) Å	θ = 2.5–25.1°
c = 16.1902 (13) Å	µ = 1.20 mm⁻¹
β = 101.200 (1)°	T = 298 K
V = 2076.2 (3) Å³	Block, blue
Z = 4	0.33 × 0.30 × 0.28 mm

Data collection top

Bruker APEXII CCD diffractometer	5059 independent reflections
Radiation source: fine-focus sealed tube	3368 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
ω scans	θ_max = 28.3°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −10→12
T_min = 0.692, T_max = 0.729	k = −18→18
17908 measured reflections	l = −21→21

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.107	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0515P)² + 0.3601P] where P = (F_o² + 2F_c²)/3
5059 reflections	(Δ/σ)_max = 0.001
310 parameters	Δρ_max = 0.35 e Å⁻³
56 restraints	Δρ_min = −0.28 e Å⁻³

Crystal data top

[Cu(NCS)(C₁₇H₂₀N₄)]BF₄	V = 2076.2 (3) Å³
M_r = 488.80	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.5057 (7) Å	µ = 1.20 mm⁻¹
b = 13.7527 (11) Å	T = 298 K
c = 16.1902 (13) Å	0.33 × 0.30 × 0.28 mm
β = 101.200 (1)°

Data collection top

Bruker APEXII CCD diffractometer	5059 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	3368 reflections with I > 2σ(I)
T_min = 0.692, T_max = 0.729	R_int = 0.034
17908 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.039	56 restraints
wR(F²) = 0.107	H-atom parameters constrained
S = 1.03	Δρ_max = 0.35 e Å⁻³
5059 reflections	Δρ_min = −0.28 e Å⁻³
310 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	Occ. (<1)
Cu1	0.86559 (4)	0.35520 (2)	0.20844 (2)	0.04286 (12)
S1	1.20466 (9)	0.30423 (6)	0.02388 (5)	0.0610 (2)
N1	0.8455 (2)	0.22227 (15)	0.26403 (13)	0.0417 (5)
N2	0.7105 (2)	0.29716 (16)	0.12272 (13)	0.0443 (5)
N3	0.7727 (2)	0.48651 (16)	0.19522 (13)	0.0445 (5)
N4	0.9890 (2)	0.42656 (15)	0.30527 (13)	0.0431 (5)
N5	1.0234 (3)	0.33564 (18)	0.13614 (17)	0.0594 (7)
C1	0.7394 (3)	0.16805 (18)	0.21868 (16)	0.0409 (6)
C2	0.7017 (3)	0.0789 (2)	0.24686 (18)	0.0506 (7)
H2	0.6281	0.0427	0.2149	0.061*
C3	0.7750 (4)	0.0439 (2)	0.3233 (2)	0.0594 (8)
H3	0.7513	−0.0160	0.3435	0.071*
C4	0.8819 (4)	0.0983 (2)	0.36833 (19)	0.0593 (8)
H4	0.9333	0.0757	0.4195	0.071*
C5	0.9139 (3)	0.1878 (2)	0.33747 (18)	0.0523 (7)
H5	0.9861	0.2253	0.3694	0.063*
C6	0.6669 (3)	0.21236 (19)	0.13808 (16)	0.0424 (6)
C7	0.5498 (3)	0.1593 (2)	0.0812 (2)	0.0595 (8)
H7A	0.4592	0.1888	0.0838	0.089*
H7B	0.5491	0.0926	0.0986	0.089*
H7C	0.5656	0.1623	0.0244	0.089*
C8	0.6416 (4)	0.3483 (2)	0.04519 (18)	0.0578 (8)
H8A	0.5383	0.3446	0.0393	0.069*
H8B	0.6676	0.3166	−0.0032	0.069*
C9	0.6869 (3)	0.4539 (2)	0.04699 (17)	0.0540 (7)
H9A	0.7885	0.4569	0.0459	0.065*
H9B	0.6358	0.4856	−0.0035	0.065*
C10	0.6597 (3)	0.5092 (2)	0.12256 (17)	0.0572 (8)
H10A	0.6588	0.5785	0.1112	0.069*
H10B	0.5670	0.4912	0.1345	0.069*
C11	0.8076 (3)	0.54422 (19)	0.25782 (17)	0.0455 (6)
C12	0.7350 (4)	0.6387 (2)	0.2680 (2)	0.0727 (10)
H12A	0.7947	0.6915	0.2568	0.109*
H12B	0.7187	0.6439	0.3245	0.109*
H12C	0.6448	0.6414	0.2291	0.109*
C13	0.9330 (3)	0.51342 (18)	0.32143 (16)	0.0421 (6)
C14	0.9964 (3)	0.5691 (2)	0.38931 (17)	0.0520 (7)
H14	0.9556	0.6280	0.4002	0.062*
C15	1.1200 (3)	0.5373 (2)	0.44084 (18)	0.0569 (8)
H15	1.1627	0.5738	0.4874	0.068*
C16	1.1795 (3)	0.4511 (2)	0.42266 (18)	0.0564 (8)
H16	1.2640	0.4286	0.4560	0.068*
C17	1.1114 (3)	0.3979 (2)	0.35371 (19)	0.0526 (7)
H17	1.1529	0.3401	0.3408	0.063*
C18	1.0978 (3)	0.32353 (18)	0.08884 (17)	0.0418 (6)
B1	0.5510 (4)	0.3543 (3)	0.3428 (2)	0.0678 (11)	0.614 (8)
F1	0.5253 (15)	0.3475 (8)	0.2600 (4)	0.138 (4)	0.614 (8)
F2	0.6776 (6)	0.3143 (6)	0.3830 (3)	0.130 (3)	0.614 (8)
F3	0.4436 (7)	0.3062 (7)	0.3717 (3)	0.140 (3)	0.614 (8)
F4	0.5594 (10)	0.4452 (3)	0.3778 (4)	0.153 (3)	0.614 (8)
B1'	0.5510 (4)	0.3543 (3)	0.3428 (2)	0.0678 (11)	0.386 (8)
F1'	0.527 (2)	0.3819 (11)	0.2591 (5)	0.116 (4)	0.386 (8)
F2'	0.5547 (12)	0.2555 (4)	0.3521 (5)	0.110 (3)	0.386 (8)
F3'	0.4465 (10)	0.3895 (9)	0.3752 (5)	0.112 (4)	0.386 (8)
F4'	0.6822 (10)	0.3896 (10)	0.3720 (6)	0.140 (5)	0.386 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0456 (2)	0.03860 (18)	0.0420 (2)	0.00179 (14)	0.00258 (14)	−0.00137 (13)
S1	0.0590 (5)	0.0726 (5)	0.0545 (5)	0.0038 (4)	0.0188 (4)	0.0015 (4)
N1	0.0429 (13)	0.0401 (11)	0.0416 (12)	0.0034 (10)	0.0073 (10)	0.0000 (9)
N2	0.0466 (14)	0.0464 (13)	0.0386 (12)	0.0007 (10)	0.0055 (10)	0.0018 (10)
N3	0.0445 (13)	0.0446 (12)	0.0440 (12)	0.0077 (10)	0.0078 (10)	0.0055 (10)
N4	0.0427 (13)	0.0398 (11)	0.0458 (12)	0.0009 (10)	0.0059 (10)	−0.0008 (9)
N5	0.0611 (17)	0.0551 (15)	0.0660 (17)	−0.0031 (13)	0.0226 (15)	−0.0104 (13)
C1	0.0391 (15)	0.0404 (14)	0.0455 (15)	0.0049 (11)	0.0141 (12)	−0.0029 (11)
C2	0.0499 (17)	0.0439 (15)	0.0594 (18)	−0.0006 (13)	0.0140 (14)	−0.0017 (13)
C3	0.066 (2)	0.0422 (16)	0.072 (2)	0.0067 (15)	0.0195 (17)	0.0127 (15)
C4	0.066 (2)	0.0563 (18)	0.0538 (18)	0.0100 (16)	0.0063 (15)	0.0111 (14)
C5	0.0571 (19)	0.0519 (16)	0.0443 (15)	0.0035 (14)	0.0012 (13)	0.0039 (13)
C6	0.0376 (15)	0.0458 (15)	0.0449 (15)	0.0022 (12)	0.0109 (12)	−0.0044 (12)
C7	0.0503 (19)	0.0624 (19)	0.0613 (19)	−0.0083 (15)	−0.0005 (15)	0.0012 (15)
C8	0.059 (2)	0.0634 (19)	0.0449 (16)	−0.0037 (15)	−0.0039 (14)	0.0073 (14)
C9	0.0571 (19)	0.0591 (18)	0.0427 (15)	0.0018 (14)	0.0020 (13)	0.0125 (13)
C10	0.0585 (19)	0.0557 (17)	0.0535 (17)	0.0154 (15)	0.0006 (15)	0.0094 (14)
C11	0.0482 (16)	0.0412 (14)	0.0502 (16)	0.0020 (12)	0.0171 (13)	0.0019 (12)
C12	0.077 (2)	0.0548 (19)	0.084 (2)	0.0179 (17)	0.009 (2)	−0.0135 (17)
C13	0.0466 (16)	0.0378 (13)	0.0450 (14)	−0.0036 (11)	0.0163 (12)	−0.0003 (11)
C14	0.065 (2)	0.0424 (14)	0.0514 (17)	−0.0083 (14)	0.0187 (15)	−0.0076 (13)
C15	0.066 (2)	0.0581 (18)	0.0460 (16)	−0.0184 (16)	0.0084 (15)	−0.0048 (14)
C16	0.0533 (18)	0.0627 (19)	0.0493 (16)	−0.0093 (15)	0.0002 (14)	0.0076 (14)
C17	0.0503 (18)	0.0466 (15)	0.0583 (18)	0.0014 (13)	0.0039 (14)	−0.0017 (13)
C18	0.0446 (16)	0.0311 (12)	0.0472 (15)	−0.0029 (11)	0.0025 (13)	0.0000 (11)
B1	0.072 (3)	0.071 (3)	0.064 (3)	0.023 (2)	0.021 (2)	0.008 (2)
F1	0.180 (6)	0.172 (8)	0.065 (4)	−0.003 (6)	0.029 (4)	−0.006 (3)
F2	0.109 (5)	0.147 (6)	0.138 (4)	0.076 (5)	0.034 (4)	0.016 (4)
F3	0.116 (5)	0.208 (8)	0.098 (3)	−0.066 (6)	0.027 (3)	−0.015 (4)
F4	0.190 (7)	0.075 (3)	0.175 (5)	0.035 (4)	−0.011 (4)	−0.017 (3)
B1'	0.072 (3)	0.071 (3)	0.064 (3)	0.023 (2)	0.021 (2)	0.008 (2)
F1'	0.142 (7)	0.129 (8)	0.084 (7)	0.010 (6)	0.038 (5)	0.041 (5)
F2'	0.128 (7)	0.077 (4)	0.122 (5)	0.005 (4)	0.013 (5)	0.011 (4)
F3'	0.111 (7)	0.145 (7)	0.094 (5)	0.073 (6)	0.059 (4)	0.020 (5)
F4'	0.114 (7)	0.169 (8)	0.127 (6)	−0.055 (7)	0.001 (5)	0.000 (6)

Geometric parameters (Å, º) top

Cu1—N2	1.986 (2)	C7—H7C	0.9600
Cu1—N3	2.003 (2)	C8—C9	1.513 (4)
Cu1—N4	2.021 (2)	C8—H8A	0.9700
Cu1—N1	2.063 (2)	C8—H8B	0.9700
Cu1—N5	2.091 (3)	C9—C10	1.505 (4)
S1—C18	1.620 (3)	C9—H9A	0.9700
N1—C5	1.327 (3)	C9—H9B	0.9700
N1—C1	1.351 (3)	C10—H10A	0.9700
N2—C6	1.278 (3)	C10—H10B	0.9700
N2—C8	1.477 (3)	C11—C13	1.478 (4)
N3—C11	1.279 (3)	C11—C12	1.496 (4)
N3—C10	1.464 (3)	C12—H12A	0.9600
N4—C17	1.330 (3)	C12—H12B	0.9600
N4—C13	1.354 (3)	C12—H12C	0.9600
N5—C18	1.151 (4)	C13—C14	1.378 (4)
C1—C2	1.380 (4)	C14—C15	1.373 (4)
C1—C6	1.483 (4)	C14—H14	0.9300
C2—C3	1.383 (4)	C15—C16	1.371 (4)
C2—H2	0.9300	C15—H15	0.9300
C3—C4	1.355 (4)	C16—C17	1.385 (4)
C3—H3	0.9300	C16—H16	0.9300
C4—C5	1.385 (4)	C17—H17	0.9300
C4—H4	0.9300	B1—F1	1.320 (7)
C5—H5	0.9300	B1—F2	1.367 (5)
C6—C7	1.491 (4)	B1—F4	1.368 (5)
C7—H7A	0.9600	B1—F3	1.372 (5)
C7—H7B	0.9600

N2—Cu1—N3	92.05 (9)	N2—C8—H8A	109.4
N2—Cu1—N4	167.96 (9)	C9—C8—H8A	109.4
N3—Cu1—N4	79.77 (9)	N2—C8—H8B	109.4
N2—Cu1—N1	80.19 (9)	C9—C8—H8B	109.4
N3—Cu1—N1	140.31 (9)	H8A—C8—H8B	108.0
N4—Cu1—N1	100.42 (8)	C10—C9—C8	114.0 (3)
N2—Cu1—N5	94.19 (10)	C10—C9—H9A	108.7
N3—Cu1—N5	113.90 (9)	C8—C9—H9A	108.7
N4—Cu1—N5	97.20 (9)	C10—C9—H9B	108.7
N1—Cu1—N5	105.51 (9)	C8—C9—H9B	108.7
C5—N1—C1	118.3 (2)	H9A—C9—H9B	107.6
C5—N1—Cu1	129.53 (19)	N3—C10—C9	109.3 (2)
C1—N1—Cu1	112.00 (17)	N3—C10—H10A	109.8
C6—N2—C8	119.6 (2)	C9—C10—H10A	109.8
C6—N2—Cu1	117.11 (18)	N3—C10—H10B	109.8
C8—N2—Cu1	123.28 (18)	C9—C10—H10B	109.8
C11—N3—C10	122.8 (2)	H10A—C10—H10B	108.3
C11—N3—Cu1	115.70 (18)	N3—C11—C13	115.1 (2)
C10—N3—Cu1	121.13 (18)	N3—C11—C12	124.9 (3)
C17—N4—C13	118.6 (2)	C13—C11—C12	120.0 (3)
C17—N4—Cu1	128.55 (19)	C11—C12—H12A	109.5
C13—N4—Cu1	112.82 (17)	C11—C12—H12B	109.5
C18—N5—Cu1	172.4 (3)	H12A—C12—H12B	109.5
N1—C1—C2	121.7 (2)	C11—C12—H12C	109.5
N1—C1—C6	115.0 (2)	H12A—C12—H12C	109.5
C2—C1—C6	123.3 (3)	H12B—C12—H12C	109.5
C1—C2—C3	119.1 (3)	N4—C13—C14	121.1 (3)
C1—C2—H2	120.4	N4—C13—C11	114.3 (2)
C3—C2—H2	120.4	C14—C13—C11	124.4 (2)
C4—C3—C2	119.0 (3)	C15—C14—C13	119.8 (3)
C4—C3—H3	120.5	C15—C14—H14	120.1
C2—C3—H3	120.5	C13—C14—H14	120.1
C3—C4—C5	119.4 (3)	C16—C15—C14	119.0 (3)
C3—C4—H4	120.3	C16—C15—H15	120.5
C5—C4—H4	120.3	C14—C15—H15	120.5
N1—C5—C4	122.5 (3)	C15—C16—C17	118.8 (3)
N1—C5—H5	118.8	C15—C16—H16	120.6
C4—C5—H5	118.8	C17—C16—H16	120.6
N2—C6—C1	115.7 (2)	N4—C17—C16	122.5 (3)
N2—C6—C7	123.9 (2)	N4—C17—H17	118.8
C1—C6—C7	120.4 (2)	C16—C17—H17	118.8
C6—C7—H7A	109.5	N5—C18—S1	178.5 (3)
C6—C7—H7B	109.5	F1—B1—F2	115.3 (7)
H7A—C7—H7B	109.5	F1—B1—F4	118.0 (6)
C6—C7—H7C	109.5	F2—B1—F4	101.3 (5)
H7A—C7—H7C	109.5	F1—B1—F3	108.0 (7)
H7B—C7—H7C	109.5	F2—B1—F3	106.8 (5)
N2—C8—C9	111.3 (2)	F4—B1—F3	106.7 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F4ⁱ	0.93	2.49	3.416 (8)	176
C7—H7B···F4ⁱ	0.96	2.34	3.234 (6)	155

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

Experimental details

Crystal data
Chemical formula	[Cu(NCS)(C₁₇H₂₀N₄)]BF₄
M_r	488.80
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	9.5057 (7), 13.7527 (11), 16.1902 (13)
β (°)	101.200 (1)
V (Å³)	2076.2 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.20
Crystal size (mm)	0.33 × 0.30 × 0.28

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.692, 0.729
No. of measured, independent and observed [I > 2σ(I)] reflections	17908, 5059, 3368
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.039, 0.107, 1.03
No. of reflections	5059
No. of parameters	310
No. of restraints	56
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.35, −0.28

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cu1—N2	1.986 (2)	Cu1—N1	2.063 (2)
Cu1—N3	2.003 (2)	Cu1—N5	2.091 (3)
Cu1—N4	2.021 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F4ⁱ	0.93	2.49	3.416 (8)	176
C7—H7B···F4ⁱ	0.96	2.34	3.234 (6)	155

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

Acknowledgements

The author thanks the Experimental Center of Linyi University for supporting this work.

References

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Volume 67| Part 7| July 2011| Pages m876-m877

doi:10.1107/S1600536811021040

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

{N,N′-Bis[1-(pyridin-2-yl)ethyl­­idene]­propane-1,3-di­amine}­(thio­cyanato-κN)copper(II) tetra­fluoridoborate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

{N,N′-Bis[1-(pyridin-2-yl)ethylidene]propane-1,3-diamine}(thiocyanato-κN)copper(II) tetrafluoridoborate