catena-Poly[[(isoquinoline-κN)(triphenylphospane-κP)copper(I)]-μ-thio-cyanato-κN:S].

In the title coordination compound, [Cu(NCS)(C(9)H(7)N)(C(18)H(15)P)](n), the Cu(I) atom is tetra-hedrally coordinated by one N atom from an isoquinoline ligand, one P atom from a triphenyl-phospane ligand, and one N and one S atom from two thio-cyanate anions. The thio-cyanide anions bridge the Cu(I) atoms into a chain along [100]. π-π inter-actions between the pyridine and benzene rings of the isoquinoline ligands connect the chains [centroid-to-centroid distance = 3.722 (3) Å].

Related literature

For background to the applications of n class="Chemical">copper(I) complexes, see: Dai et al. (2010 ▶); Jin et al. (2010 ▶); Lu et al. (1997 ▶); Song et al. (2010 ▶). For related structures, see: Jin et al. (1999 ▶); Li, Wu et al. (2011 ▶); Li, Xiao et al. (2011 ▶).

Experimental

Crystal data

[n class="Chemical">Cupan>(NCS)(C9H7N)(C18H15P)]

M = 513.05

Monoclipan class="Chemical">nic,

a = 12.9573 (13) Å

b = 10.5506 (11) Å

c = 18.9241 (18) Å

β = 108.961 (1)°

V = 2446.7 (4) Å3

Z = 4

Mo Kα radiation

μ = 1.06 mm−1

T = 298 K

0.32 × 0.21 × 0.19 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correctiopan class="Chemical">n: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.727, T max = 0.824

12067 measured reflections

4313 indepepan class="Chemical">ndent reflections

2656 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.108

S = 1.05

4313 reflections

298 parameters

H-atom parameters constraipan class="Chemical">ned

Δρmax = 0.41 e Å−3

Δρmin = −0.25 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contaipan class="Chemical">ns datablock(s) global, I. DOI: 10.1107/S1600536812004837/hy2511sup1.cif

Structure factors: contaipan class="Chemical">ns datablock(s) I. DOI: 10.1107/S1600536812004837/hy2511Isup2.hkl

Additional supplemepan class="Chemical">ntary materials: crystallographic information; 3D view; checkCIF report

[Cu(NCS)(C9H7N)(C18H15P)]	F(000) = 1056
Mr = 513.05	Dx = 1.393 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2854 reflections
a = 12.9573 (13) Å	θ = 2.6–22.5°
b = 10.5506 (11) Å	µ = 1.06 mm−1
c = 18.9241 (18) Å	T = 298 K
β = 108.961 (1)°	Prism, yellow
V = 2446.7 (4) Å3	0.32 × 0.21 × 0.19 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	4313 independent reflections
Radiation source: fine-focus sealed tube	2656 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
φ and ω scans	θmax = 25.0°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −15→15
Tmin = 0.727, Tmax = 0.824	k = −12→12
12067 measured reflections	l = −22→18

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.108	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0387P)2 + 1.2684P] where P = (Fo2 + 2Fc2)/3
4313 reflections	(Δ/σ)max < 0.001
298 parameters	Δρmax = 0.41 e Å−3
0 restraints	Δρmin = −0.25 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
Cu1	0.60682 (4)	0.39666 (4)	0.25965 (3)	0.04929 (17)
P1	0.75772 (8)	0.43807 (9)	0.35473 (6)	0.0449 (3)
S1	0.44293 (9)	0.45262 (10)	0.28281 (7)	0.0572 (3)
N1	0.6132 (3)	0.4852 (3)	0.16249 (18)	0.0523 (9)
N2	0.4224 (3)	0.7158 (3)	0.2701 (2)	0.0638 (10)
C1	0.6628 (3)	0.4305 (4)	0.1208 (2)	0.0575 (11)
H1	0.6942	0.3515	0.1357	0.069*
C2	0.5675 (3)	0.6006 (4)	0.1397 (2)	0.0581 (11)
H2	0.5312	0.6408	0.1685	0.070*
C3	0.5719 (4)	0.6601 (4)	0.0774 (3)	0.0629 (12)
H3	0.5406	0.7398	0.0650	0.076*
C4	0.6232 (3)	0.6021 (4)	0.0322 (2)	0.0499 (10)
C5	0.6721 (3)	0.4842 (4)	0.0535 (2)	0.0486 (10)
C6	0.7248 (4)	0.4218 (5)	0.0107 (3)	0.0700 (13)
H6	0.7581	0.3440	0.0262	0.084*
C7	0.7275 (4)	0.4745 (5)	−0.0540 (3)	0.0770 (14)
H7	0.7627	0.4329	−0.0830	0.092*
C8	0.6774 (4)	0.5913 (5)	−0.0770 (3)	0.0744 (14)
H8	0.6794	0.6257	−0.1218	0.089*
C9	0.6265 (4)	0.6557 (5)	−0.0369 (3)	0.0653 (12)
H9	0.5939	0.7335	−0.0535	0.078*
C10	0.8397 (3)	0.5678 (3)	0.3374 (2)	0.0437 (9)
C11	0.7862 (3)	0.6785 (4)	0.3058 (2)	0.0566 (11)
H11	0.7108	0.6840	0.2942	0.068*
C12	0.8432 (4)	0.7799 (4)	0.2916 (3)	0.0689 (13)
H12	0.8066	0.8541	0.2716	0.083*
C13	0.9535 (4)	0.7718 (4)	0.3067 (3)	0.0694 (13)
H13	0.9915	0.8398	0.2959	0.083*
C14	1.0081 (4)	0.6638 (4)	0.3376 (2)	0.0641 (12)
H14	1.0833	0.6588	0.3486	0.077*
C15	0.9514 (3)	0.5630 (4)	0.3524 (2)	0.0546 (11)
H15	0.9891	0.4897	0.3731	0.065*
C16	0.8556 (3)	0.3077 (3)	0.3805 (2)	0.0475 (10)
C17	0.9200 (3)	0.2820 (4)	0.4534 (2)	0.0564 (11)
H17	0.9139	0.3318	0.4924	0.068*
C18	0.9935 (4)	0.1819 (4)	0.4680 (3)	0.0672 (13)
H18	1.0364	0.1647	0.5170	0.081*
C19	1.0033 (4)	0.1087 (4)	0.4113 (3)	0.0755 (15)
H19	1.0534	0.0425	0.4216	0.091*
C20	0.9398 (4)	0.1320 (4)	0.3393 (3)	0.0807 (15)
H20	0.9462	0.0814	0.3007	0.097*
C21	0.8663 (4)	0.2305 (4)	0.3241 (3)	0.0645 (12)
H21	0.8230	0.2456	0.2750	0.077*
C22	0.7412 (3)	0.4807 (4)	0.4436 (2)	0.0457 (10)
C23	0.8026 (3)	0.5724 (4)	0.4911 (2)	0.0563 (11)
H23	0.8544	0.6179	0.4772	0.068*
C24	0.7881 (4)	0.5973 (4)	0.5587 (2)	0.0674 (13)
H24	0.8301	0.6592	0.5900	0.081*
C25	0.7125 (4)	0.5319 (5)	0.5801 (3)	0.0747 (14)
H25	0.7030	0.5491	0.6258	0.090*
C26	0.6510 (4)	0.4414 (5)	0.5342 (3)	0.0824 (15)
H26	0.6001	0.3957	0.5489	0.099*
C27	0.6640 (4)	0.4169 (4)	0.4657 (3)	0.0682 (13)
H27	0.6200	0.3565	0.4342	0.082*
C28	0.4320 (3)	0.6079 (4)	0.2756 (2)	0.0466 (10)

	U11	U22	U33	U12	U13	U23
Cu1	0.0578 (3)	0.0447 (3)	0.0480 (3)	−0.0041 (2)	0.0207 (2)	−0.0004 (2)
P1	0.0494 (6)	0.0434 (6)	0.0444 (6)	−0.0001 (5)	0.0187 (5)	0.0021 (5)
S1	0.0612 (7)	0.0445 (6)	0.0755 (8)	0.0004 (5)	0.0353 (6)	0.0060 (5)
N1	0.051 (2)	0.061 (2)	0.048 (2)	−0.0058 (17)	0.0210 (18)	−0.0031 (17)
N2	0.076 (3)	0.050 (2)	0.073 (3)	−0.0087 (19)	0.035 (2)	−0.0070 (19)
C1	0.057 (3)	0.058 (3)	0.057 (3)	−0.003 (2)	0.019 (2)	−0.002 (2)
C2	0.061 (3)	0.060 (3)	0.062 (3)	0.003 (2)	0.033 (2)	0.002 (2)
C3	0.071 (3)	0.055 (3)	0.072 (3)	0.007 (2)	0.035 (3)	0.006 (2)
C4	0.042 (2)	0.057 (3)	0.050 (3)	−0.008 (2)	0.016 (2)	−0.007 (2)
C5	0.043 (2)	0.054 (3)	0.051 (3)	−0.0049 (19)	0.018 (2)	−0.007 (2)
C6	0.069 (3)	0.077 (3)	0.070 (3)	0.009 (2)	0.031 (3)	−0.004 (3)
C7	0.089 (4)	0.094 (4)	0.058 (3)	−0.005 (3)	0.037 (3)	−0.004 (3)
C8	0.081 (3)	0.101 (4)	0.047 (3)	−0.014 (3)	0.027 (3)	0.003 (3)
C9	0.066 (3)	0.075 (3)	0.056 (3)	−0.009 (2)	0.021 (3)	0.009 (2)
C10	0.053 (2)	0.043 (2)	0.038 (2)	−0.0006 (18)	0.020 (2)	−0.0005 (17)
C11	0.054 (3)	0.053 (3)	0.061 (3)	0.000 (2)	0.016 (2)	0.003 (2)
C12	0.084 (4)	0.047 (3)	0.081 (4)	0.006 (2)	0.034 (3)	0.014 (2)
C13	0.087 (4)	0.053 (3)	0.080 (4)	−0.014 (3)	0.043 (3)	0.005 (2)
C14	0.061 (3)	0.066 (3)	0.075 (3)	−0.007 (2)	0.035 (3)	0.005 (3)
C15	0.059 (3)	0.053 (3)	0.060 (3)	0.004 (2)	0.031 (2)	0.010 (2)
C16	0.056 (3)	0.041 (2)	0.050 (3)	−0.0028 (19)	0.024 (2)	0.0048 (19)
C17	0.061 (3)	0.051 (3)	0.057 (3)	−0.003 (2)	0.019 (2)	0.005 (2)
C18	0.066 (3)	0.058 (3)	0.072 (3)	0.004 (2)	0.013 (3)	0.023 (3)
C19	0.076 (3)	0.053 (3)	0.105 (5)	0.019 (2)	0.039 (3)	0.023 (3)
C20	0.108 (4)	0.063 (3)	0.082 (4)	0.027 (3)	0.046 (3)	0.013 (3)
C21	0.089 (3)	0.055 (3)	0.055 (3)	0.017 (2)	0.030 (3)	0.012 (2)
C22	0.046 (2)	0.050 (2)	0.043 (2)	0.0034 (19)	0.017 (2)	0.0042 (19)
C23	0.058 (3)	0.061 (3)	0.055 (3)	−0.001 (2)	0.025 (2)	−0.002 (2)
C24	0.068 (3)	0.081 (3)	0.054 (3)	0.006 (3)	0.021 (3)	−0.014 (2)
C25	0.069 (3)	0.111 (4)	0.054 (3)	0.016 (3)	0.033 (3)	0.000 (3)
C26	0.070 (3)	0.127 (5)	0.062 (3)	−0.021 (3)	0.037 (3)	0.002 (3)
C27	0.064 (3)	0.091 (4)	0.054 (3)	−0.020 (3)	0.025 (2)	−0.005 (2)
C28	0.049 (2)	0.052 (3)	0.042 (2)	−0.002 (2)	0.0204 (19)	0.002 (2)

Cu1—N1	2.087 (3)	C11—H11	0.9300
Cu1—N2i	1.991 (4)	C12—C13	1.366 (6)
Cu1—P1	2.2282 (11)	C12—H12	0.9300
Cu1—S1	2.3781 (12)	C13—C14	1.369 (6)
P1—C22	1.820 (4)	C13—H13	0.9300
P1—C16	1.826 (4)	C14—C15	1.372 (5)
P1—C10	1.826 (4)	C14—H14	0.9300
S1—C28	1.647 (4)	C15—H15	0.9300
N1—C1	1.303 (5)	C16—C21	1.385 (5)
N1—C2	1.362 (5)	C16—C17	1.387 (5)
N2—C28	1.146 (4)	C17—C18	1.389 (6)
C1—C5	1.435 (6)	C17—H17	0.9300
C1—H1	0.9300	C18—C19	1.361 (6)
C2—C3	1.352 (6)	C18—H18	0.9300
C2—H2	0.9300	C19—C20	1.366 (6)
C3—C4	1.385 (5)	C19—H19	0.9300
C3—H3	0.9300	C20—C21	1.376 (6)
C4—C5	1.395 (5)	C20—H20	0.9300
C4—C9	1.438 (6)	C21—H21	0.9300
C5—C6	1.384 (6)	C22—C27	1.378 (5)
C6—C7	1.355 (6)	C22—C23	1.383 (5)
C6—H6	0.9300	C23—C24	1.378 (6)
C7—C8	1.394 (6)	C23—H23	0.9300
C7—H7	0.9300	C24—C25	1.361 (6)
C8—C9	1.340 (6)	C24—H24	0.9300
C8—H8	0.9300	C25—C26	1.361 (6)
C9—H9	0.9300	C25—H25	0.9300
C10—C15	1.382 (5)	C26—C27	1.385 (6)
C10—C11	1.390 (5)	C26—H26	0.9300
C11—C12	1.376 (6)	C27—H27	0.9300
N2i—Cu1—N1	103.75 (14)	C13—C12—C11	120.2 (4)
N2i—Cu1—P1	116.93 (11)	C13—C12—H12	119.9
N1—Cu1—P1	110.38 (9)	C11—C12—H12	119.9
N2i—Cu1—S1	101.00 (11)	C12—C13—C14	120.1 (4)
N1—Cu1—S1	110.14 (10)	C12—C13—H13	120.0
P1—Cu1—S1	113.85 (4)	C14—C13—H13	120.0
C22—P1—C16	102.65 (18)	C13—C14—C15	119.8 (4)
C22—P1—C10	103.35 (17)	C13—C14—H14	120.1
C16—P1—C10	102.60 (17)	C15—C14—H14	120.1
C22—P1—Cu1	117.32 (13)	C14—C15—C10	121.6 (4)
C16—P1—Cu1	114.77 (13)	C14—C15—H15	119.2
C10—P1—Cu1	114.27 (13)	C10—C15—H15	119.2
C28—S1—Cu1	106.87 (14)	C21—C16—C17	118.2 (4)
C1—N1—C2	116.9 (4)	C21—C16—P1	118.2 (3)
C1—N1—Cu1	120.3 (3)	C17—C16—P1	123.7 (3)
C2—N1—Cu1	122.8 (3)	C16—C17—C18	120.0 (4)
N1—C1—C5	124.3 (4)	C16—C17—H17	120.0
N1—C1—H1	117.8	C18—C17—H17	120.0
C5—C1—H1	117.8	C19—C18—C17	120.5 (4)
C3—C2—N1	123.6 (4)	C19—C18—H18	119.7
C3—C2—H2	118.2	C17—C18—H18	119.7
N1—C2—H2	118.2	C18—C19—C20	120.3 (4)
C2—C3—C4	119.9 (4)	C18—C19—H19	119.8
C2—C3—H3	120.0	C20—C19—H19	119.8
C4—C3—H3	120.0	C19—C20—C21	119.7 (5)
C3—C4—C5	118.6 (4)	C19—C20—H20	120.1
C3—C4—C9	123.4 (4)	C21—C20—H20	120.1
C5—C4—C9	117.9 (4)	C20—C21—C16	121.3 (4)
C6—C5—C4	121.3 (4)	C20—C21—H21	119.3
C6—C5—C1	122.2 (4)	C16—C21—H21	119.3
C4—C5—C1	116.5 (4)	C27—C22—C23	117.8 (4)
C7—C6—C5	119.7 (5)	C27—C22—P1	118.3 (3)
C7—C6—H6	120.1	C23—C22—P1	123.9 (3)
C5—C6—H6	120.1	C24—C23—C22	120.9 (4)
C6—C7—C8	119.9 (5)	C24—C23—H23	119.6
C6—C7—H7	120.1	C22—C23—H23	119.6
C8—C7—H7	120.1	C25—C24—C23	120.5 (5)
C9—C8—C7	122.4 (5)	C25—C24—H24	119.8
C9—C8—H8	118.8	C23—C24—H24	119.8
C7—C8—H8	118.8	C26—C25—C24	119.7 (5)
C8—C9—C4	118.7 (4)	C26—C25—H25	120.2
C8—C9—H9	120.6	C24—C25—H25	120.2
C4—C9—H9	120.6	C25—C26—C27	120.3 (5)
C15—C10—C11	117.5 (4)	C25—C26—H26	119.9
C15—C10—P1	124.6 (3)	C27—C26—H26	119.9
C11—C10—P1	117.9 (3)	C22—C27—C26	120.9 (4)
C12—C11—C10	120.8 (4)	C22—C27—H27	119.6
C12—C11—H11	119.6	C26—C27—H27	119.6
C10—C11—H11	119.6	N2—C28—S1	178.8 (4)
N2i—Cu1—P1—C22	−106.25 (18)	Cu1—P1—C10—C15	−132.9 (3)
N1—Cu1—P1—C22	135.50 (18)	C22—P1—C10—C11	−82.6 (3)
S1—Cu1—P1—C22	11.04 (15)	C16—P1—C10—C11	170.9 (3)
N2i—Cu1—P1—C16	14.40 (19)	Cu1—P1—C10—C11	46.0 (3)
N1—Cu1—P1—C16	−103.84 (18)	C15—C10—C11—C12	−1.2 (6)
S1—Cu1—P1—C16	131.69 (14)	P1—C10—C11—C12	179.8 (3)
N2i—Cu1—P1—C10	132.54 (18)	C10—C11—C12—C13	1.7 (7)
N1—Cu1—P1—C10	14.30 (17)	C11—C12—C13—C14	−1.5 (7)
S1—Cu1—P1—C10	−110.16 (14)	C12—C13—C14—C15	1.0 (7)
N2i—Cu1—S1—C28	−158.11 (19)	C13—C14—C15—C10	−0.6 (7)
N1—Cu1—S1—C28	−48.89 (18)	C11—C10—C15—C14	0.7 (6)
P1—Cu1—S1—C28	75.70 (15)	P1—C10—C15—C14	179.6 (3)
N2i—Cu1—N1—C1	−41.4 (3)	C22—P1—C16—C21	163.7 (3)
P1—Cu1—N1—C1	84.6 (3)	C10—P1—C16—C21	−89.3 (3)
S1—Cu1—N1—C1	−148.8 (3)	Cu1—P1—C16—C21	35.3 (4)
N2i—Cu1—N1—C2	138.9 (3)	C22—P1—C16—C17	−16.5 (4)
P1—Cu1—N1—C2	−95.0 (3)	C10—P1—C16—C17	90.5 (4)
S1—Cu1—N1—C2	31.5 (3)	Cu1—P1—C16—C17	−145.0 (3)
C2—N1—C1—C5	0.2 (6)	C21—C16—C17—C18	0.7 (6)
Cu1—N1—C1—C5	−179.5 (3)	P1—C16—C17—C18	−179.1 (3)
C1—N1—C2—C3	−0.5 (6)	C16—C17—C18—C19	0.2 (6)
Cu1—N1—C2—C3	179.1 (3)	C17—C18—C19—C20	−0.8 (7)
N1—C2—C3—C4	1.4 (7)	C18—C19—C20—C21	0.5 (8)
C2—C3—C4—C5	−1.9 (6)	C19—C20—C21—C16	0.4 (7)
C2—C3—C4—C9	176.6 (4)	C17—C16—C21—C20	−0.9 (6)
C3—C4—C5—C6	−179.9 (4)	P1—C16—C21—C20	178.8 (4)
C9—C4—C5—C6	1.6 (6)	C16—P1—C22—C27	−87.1 (3)
C3—C4—C5—C1	1.5 (5)	C10—P1—C22—C27	166.4 (3)
C9—C4—C5—C1	−177.0 (3)	Cu1—P1—C22—C27	39.7 (4)
N1—C1—C5—C6	−179.3 (4)	C16—P1—C22—C23	92.0 (3)
N1—C1—C5—C4	−0.7 (6)	C10—P1—C22—C23	−14.5 (4)
C4—C5—C6—C7	−1.2 (7)	Cu1—P1—C22—C23	−141.2 (3)
C1—C5—C6—C7	177.4 (4)	C27—C22—C23—C24	1.1 (6)
C5—C6—C7—C8	0.0 (7)	P1—C22—C23—C24	−178.0 (3)
C6—C7—C8—C9	0.6 (8)	C22—C23—C24—C25	−0.1 (7)
C7—C8—C9—C4	−0.2 (7)	C23—C24—C25—C26	0.0 (7)
C3—C4—C9—C8	−179.4 (4)	C24—C25—C26—C27	−0.9 (8)
C5—C4—C9—C8	−1.0 (6)	C23—C22—C27—C26	−2.0 (6)
C22—P1—C10—C15	98.4 (4)	P1—C22—C27—C26	177.2 (4)
C16—P1—C10—C15	−8.1 (4)	C25—C26—C27—C22	1.9 (8)

Table 1

Selected bond lengths (Å)

Cu1—N1	2.087 (3)
Cu1—N2i	1.991 (4)
Cu1—P1	2.2282 (11)
Cu1—S1	2.3781 (12)

Symmetry code: (i) .