cis-Dichloridobis(2-phenyl-pyridine-κN)platinum(II).

In the title complex, cis-[PtCl(2)(C(11)H(9)N)(2)], the Pt(II) ion is situated in a slightly distorted square-planar environment coordinated by two N atoms from two 2-phenyl-pyridine ligands and two Cl atoms. The two pyridyl planes are inclined with dihedral angles of 59.1 (2) and 61.84 (19)° with respect to the PtCl(2)N(2) plane. In the crystal, the complex mol-ecules display inter- and intra-molecular π-π stacking inter-actions, with centroid-centroid distances of 3.806 (5)-3.845 (5) Å, which form a one-dimensional column structure along the a axis.

Related literature

For an NMR study on the title compound, see: Pazderski et al. (2009 ▶). For the crystal structures of closely related metal complexes, see: Chi & Chou (2010 ▶); Evans et al. (2006 ▶); Mdleleni et al. (1995 ▶); Okada et al. (2001 ▶); Saito et al. (2010 ▶).

Experimental

Crystal data

[PtCl2(C11H9N)2]

M = 576.37

Monoclinic,

a = 7.6457 (8) Å

b = 18.0712 (19) Å

c = 14.9876 (12) Å

β = 96.014 (7)°

V = 2059.4 (3) Å3

Z = 4

Mo Kα radiation

μ = 7.08 mm−1

T = 200 K

0.30 × 0.05 × 0.03 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.329, T max = 0.494

9783 measured reflections

4488 independent reflections

3862 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.076

S = 1.04

4488 reflections

244 parameters

2 restraints

H-atom parameters constrained

Δρmax = 1.71 e Å−3

Δρmin = −1.44 e Å−3

Absolute structure: Flack (1983 ▶), 2143 Friedel pairs

Flack parameter: 0.010 (10)

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶) and ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681004393X/is2622sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681004393X/is2622Isup2.hkl

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

[PtCl2(C11H9N)2]	F(000) = 1104
Mr = 576.37	Dx = 1.859 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: C -2yc	Cell parameters from 7887 reflections
a = 7.6457 (8) Å	θ = 3.1–27.4°
b = 18.0712 (19) Å	µ = 7.08 mm−1
c = 14.9876 (12) Å	T = 200 K
β = 96.014 (7)°	Needle, yellow
V = 2059.4 (3) Å3	0.30 × 0.05 × 0.03 mm
Z = 4

Rigaku R-AXIS RAPID diffractometer	3862 reflections with I > 2σ(I)
Detector resolution: 10.000 pixels mm-1	Rint = 0.046
ω scans	θmax = 27.4°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −9→9
Tmin = 0.329, Tmax = 0.494	k = −23→23
9783 measured reflections	l = −17→19
4488 independent reflections

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)] = 0.039	H-atom parameters constrained
wR(F2) = 0.076	w = 1/[σ2(Fo2) + (0.0331P)2] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
4488 reflections	Δρmax = 1.71 e Å−3
244 parameters	Δρmin = −1.44 e Å−3
2 restraints	Absolute structure: Flack (1983), 2143 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.010 (10)

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
Pt1	0.74923 (3)	0.137846 (14)	0.68733 (3)	0.01865 (8)
Cl1	0.6380 (6)	0.14739 (18)	0.8241 (2)	0.0380 (9)
Cl2	0.9250 (3)	0.03890 (12)	0.73490 (14)	0.0347 (5)
N1	0.6118 (9)	0.2302 (4)	0.6440 (4)	0.0241 (16)
C1	0.6562 (11)	0.2917 (5)	0.6883 (6)	0.027 (2)
H1	0.7275	0.2878	0.7440	0.033*
C2	0.6038 (13)	0.3623 (5)	0.6577 (7)	0.036 (2)
H2	0.6377	0.4053	0.6916	0.044*
C3	0.5000 (13)	0.3672 (6)	0.5756 (8)	0.040 (3)
H3	0.4642	0.4140	0.5513	0.049*
C4	0.4511 (12)	0.3037 (5)	0.5310 (6)	0.033 (2)
H4	0.3808	0.3061	0.4749	0.039*
C5	0.5031 (11)	0.2352 (5)	0.5670 (5)	0.0252 (19)
C6	0.4362 (13)	0.1654 (5)	0.5187 (6)	0.032 (2)
C7	0.4466 (13)	0.1573 (6)	0.4288 (6)	0.040 (3)
H7	0.4962	0.1954	0.3957	0.047*
C8	0.3829 (14)	0.0917 (7)	0.3855 (7)	0.049 (3)
H8	0.3868	0.0860	0.3228	0.059*
C9	0.3158 (14)	0.0368 (6)	0.4340 (8)	0.053 (3)
H9	0.2755	−0.0074	0.4042	0.064*
C10	0.3043 (13)	0.0433 (6)	0.5251 (8)	0.046 (3)
H10	0.2548	0.0052	0.5582	0.055*
C11	0.3698 (12)	0.1092 (5)	0.5664 (6)	0.032 (2)
H11	0.3677	0.1148	0.6293	0.039*
N2	0.8432 (15)	0.1270 (4)	0.5656 (7)	0.017 (2)
C12	0.7948 (10)	0.0630 (4)	0.5202 (5)	0.0176 (17)
H12	0.7352	0.0254	0.5493	0.021*
C13	0.8316 (11)	0.0526 (5)	0.4328 (5)	0.025 (2)
H13	0.7997	0.0076	0.4025	0.030*
C14	0.9150 (11)	0.1079 (5)	0.3899 (5)	0.025 (2)
H14	0.9378	0.1022	0.3292	0.030*
C15	0.9638 (11)	0.1707 (5)	0.4360 (5)	0.0244 (19)
H15	1.0212	0.2091	0.4069	0.029*
C16	0.9313 (10)	0.1798 (5)	0.5246 (5)	0.0161 (17)
C17	0.9946 (11)	0.2464 (5)	0.5768 (5)	0.0215 (18)
C18	0.9717 (11)	0.3163 (5)	0.5396 (6)	0.030 (2)
H18	0.9115	0.3221	0.4812	0.036*
C19	1.0357 (14)	0.3774 (6)	0.5868 (9)	0.050 (3)
H19	1.0216	0.4253	0.5607	0.060*
C20	1.1213 (15)	0.3692 (6)	0.6731 (9)	0.052 (3)
H20	1.1631	0.4116	0.7063	0.063*
C21	1.1455 (12)	0.2999 (6)	0.7105 (6)	0.040 (3)
H21	1.2048	0.2947	0.7691	0.048*
C22	1.0845 (11)	0.2382 (5)	0.6636 (5)	0.0249 (19)
H22	1.1025	0.1903	0.6892	0.030*

	U11	U22	U33	U12	U13	U23
Pt1	0.02321 (15)	0.01661 (13)	0.01658 (13)	0.0010 (4)	0.00416 (8)	0.0011 (3)
Cl1	0.054 (2)	0.044 (2)	0.0187 (15)	0.0007 (18)	0.0153 (13)	0.0000 (13)
Cl2	0.0444 (15)	0.0290 (13)	0.0301 (12)	0.0094 (11)	0.0017 (9)	0.0108 (9)
N1	0.018 (4)	0.029 (4)	0.026 (4)	0.006 (3)	0.004 (3)	0.000 (3)
C1	0.021 (5)	0.026 (5)	0.037 (5)	0.003 (4)	0.011 (4)	−0.004 (4)
C2	0.033 (6)	0.026 (5)	0.052 (6)	0.008 (5)	0.014 (4)	0.000 (4)
C3	0.028 (6)	0.025 (6)	0.070 (7)	0.015 (5)	0.016 (5)	0.004 (5)
C4	0.023 (5)	0.039 (6)	0.036 (5)	0.005 (5)	0.006 (4)	0.014 (4)
C5	0.021 (5)	0.026 (5)	0.031 (5)	−0.001 (4)	0.013 (3)	0.006 (4)
C6	0.040 (6)	0.027 (5)	0.027 (5)	0.011 (4)	0.000 (4)	0.003 (4)
C7	0.026 (5)	0.063 (8)	0.029 (5)	0.014 (5)	0.000 (4)	−0.001 (4)
C8	0.041 (7)	0.050 (7)	0.052 (6)	0.022 (6)	−0.019 (5)	−0.015 (6)
C9	0.031 (6)	0.037 (7)	0.085 (9)	0.011 (5)	−0.021 (6)	−0.019 (6)
C10	0.028 (6)	0.041 (7)	0.067 (8)	0.012 (5)	−0.007 (5)	0.004 (5)
C11	0.035 (6)	0.021 (5)	0.042 (6)	0.002 (4)	0.006 (4)	−0.015 (4)
N2	0.021 (5)	0.004 (4)	0.026 (6)	0.006 (3)	−0.001 (4)	0.002 (3)
C12	0.018 (4)	0.007 (4)	0.028 (4)	0.000 (3)	0.002 (3)	−0.005 (3)
C13	0.024 (5)	0.024 (5)	0.028 (5)	0.009 (4)	0.003 (3)	−0.008 (3)
C14	0.027 (5)	0.036 (5)	0.013 (4)	0.008 (4)	0.001 (3)	−0.002 (3)
C15	0.024 (5)	0.025 (5)	0.024 (5)	0.009 (4)	0.002 (3)	0.007 (4)
C16	0.014 (4)	0.018 (5)	0.017 (4)	−0.001 (4)	0.005 (3)	0.006 (3)
C17	0.020 (5)	0.020 (5)	0.026 (4)	−0.002 (4)	0.008 (3)	0.002 (3)
C18	0.024 (5)	0.021 (5)	0.045 (5)	0.001 (4)	0.007 (4)	0.004 (4)
C19	0.029 (6)	0.025 (6)	0.098 (10)	−0.004 (5)	0.018 (6)	0.007 (5)
C20	0.035 (6)	0.038 (7)	0.086 (9)	−0.020 (6)	0.019 (6)	−0.031 (6)
C21	0.032 (6)	0.058 (8)	0.032 (5)	−0.012 (5)	0.013 (4)	−0.022 (5)
C22	0.031 (5)	0.018 (5)	0.026 (5)	−0.001 (4)	0.009 (3)	−0.010 (3)

Pt1—N2	2.039 (10)	C10—H10	0.9500
Pt1—N1	2.041 (7)	C11—H11	0.9500
Pt1—Cl2	2.304 (2)	N2—C16	1.352 (11)
Pt1—Cl1	2.306 (4)	N2—C12	1.373 (11)
N1—C1	1.321 (11)	C12—C13	1.381 (11)
N1—C5	1.353 (10)	C12—H12	0.9500
C1—C2	1.400 (12)	C13—C14	1.381 (12)
C1—H1	0.9500	C13—H13	0.9500
C2—C3	1.396 (15)	C14—C15	1.361 (12)
C2—H2	0.9500	C14—H14	0.9500
C3—C4	1.360 (14)	C15—C16	1.386 (11)
C3—H3	0.9500	C15—H15	0.9500
C4—C5	1.392 (12)	C16—C17	1.489 (11)
C4—H4	0.9500	C17—C18	1.385 (12)
C5—C6	1.515 (12)	C17—C22	1.414 (11)
C6—C7	1.366 (13)	C18—C19	1.374 (14)
C6—C11	1.370 (13)	C18—H18	0.9500
C7—C8	1.413 (15)	C19—C20	1.396 (16)
C7—H7	0.9500	C19—H19	0.9500
C8—C9	1.361 (16)	C20—C21	1.376 (15)
C8—H8	0.9500	C20—H20	0.9500
C9—C10	1.383 (15)	C21—C22	1.374 (12)
C9—H9	0.9500	C21—H21	0.9500
C10—C11	1.409 (13)	C22—H22	0.9500
N2—Pt1—N1	90.7 (3)	C6—C11—C10	122.1 (9)
N2—Pt1—Cl2	87.3 (3)	C6—C11—H11	118.9
N1—Pt1—Cl2	175.3 (2)	C10—C11—H11	118.9
N2—Pt1—Cl1	178.4 (3)	C16—N2—C12	119.4 (9)
N1—Pt1—Cl1	89.8 (2)	C16—N2—Pt1	125.3 (7)
Cl2—Pt1—Cl1	92.32 (11)	C12—N2—Pt1	115.0 (7)
C1—N1—C5	118.4 (8)	N2—C12—C13	120.9 (8)
C1—N1—Pt1	115.5 (6)	N2—C12—H12	119.5
C5—N1—Pt1	125.2 (6)	C13—C12—H12	119.5
N1—C1—C2	123.5 (9)	C12—C13—C14	119.5 (8)
N1—C1—H1	118.3	C12—C13—H13	120.2
C2—C1—H1	118.3	C14—C13—H13	120.2
C3—C2—C1	117.6 (10)	C15—C14—C13	118.9 (8)
C3—C2—H2	121.2	C15—C14—H14	120.5
C1—C2—H2	121.2	C13—C14—H14	120.5
C4—C3—C2	118.8 (9)	C14—C15—C16	121.2 (8)
C4—C3—H3	120.6	C14—C15—H15	119.4
C2—C3—H3	120.6	C16—C15—H15	119.4
C3—C4—C5	120.5 (9)	N2—C16—C15	120.0 (9)
C3—C4—H4	119.8	N2—C16—C17	118.8 (8)
C5—C4—H4	119.8	C15—C16—C17	121.2 (8)
N1—C5—C4	121.0 (8)	C18—C17—C22	119.7 (8)
N1—C5—C6	119.9 (8)	C18—C17—C16	120.4 (7)
C4—C5—C6	119.1 (8)	C22—C17—C16	119.8 (7)
C7—C6—C11	119.9 (9)	C19—C18—C17	120.2 (9)
C7—C6—C5	120.6 (9)	C19—C18—H18	119.9
C11—C6—C5	119.6 (8)	C17—C18—H18	119.9
C6—C7—C8	119.3 (10)	C18—C19—C20	119.9 (10)
C6—C7—H7	120.3	C18—C19—H19	120.0
C8—C7—H7	120.3	C20—C19—H19	120.0
C9—C8—C7	119.9 (10)	C21—C20—C19	120.3 (10)
C9—C8—H8	120.1	C21—C20—H20	119.8
C7—C8—H8	120.1	C19—C20—H20	119.8
C8—C9—C10	122.1 (10)	C22—C21—C20	120.4 (9)
C8—C9—H9	118.9	C22—C21—H21	119.8
C10—C9—H9	118.9	C20—C21—H21	119.8
C9—C10—C11	116.7 (11)	C21—C22—C17	119.5 (9)
C9—C10—H10	121.7	C21—C22—H22	120.3
C11—C10—H10	121.7	C17—C22—H22	120.3
N2—Pt1—N1—C1	−118.5 (6)	N1—Pt1—N2—C16	55.4 (9)
Cl1—Pt1—N1—C1	63.0 (6)	Cl2—Pt1—N2—C16	−120.4 (9)
N2—Pt1—N1—C5	50.4 (7)	N1—Pt1—N2—C12	−117.8 (7)
Cl1—Pt1—N1—C5	−128.1 (7)	Cl2—Pt1—N2—C12	66.4 (7)
C5—N1—C1—C2	−3.3 (12)	C16—N2—C12—C13	−1.4 (14)
Pt1—N1—C1—C2	166.4 (7)	Pt1—N2—C12—C13	172.2 (6)
N1—C1—C2—C3	−0.3 (13)	N2—C12—C13—C14	−1.3 (13)
C1—C2—C3—C4	1.8 (14)	C12—C13—C14—C15	2.0 (12)
C2—C3—C4—C5	0.3 (14)	C13—C14—C15—C16	0.0 (12)
C1—N1—C5—C4	5.5 (12)	C12—N2—C16—C15	3.4 (14)
Pt1—N1—C5—C4	−163.1 (6)	Pt1—N2—C16—C15	−169.5 (7)
C1—N1—C5—C6	−174.5 (8)	C12—N2—C16—C17	−175.5 (8)
Pt1—N1—C5—C6	16.9 (11)	Pt1—N2—C16—C17	11.5 (13)
C3—C4—C5—N1	−4.0 (13)	C14—C15—C16—N2	−2.8 (13)
C3—C4—C5—C6	175.9 (8)	C14—C15—C16—C17	176.2 (8)
N1—C5—C6—C7	−130.7 (9)	N2—C16—C17—C18	−135.0 (9)
C4—C5—C6—C7	49.3 (12)	C15—C16—C17—C18	46.0 (11)
N1—C5—C6—C11	47.3 (12)	N2—C16—C17—C22	47.4 (12)
C4—C5—C6—C11	−132.7 (9)	C15—C16—C17—C22	−131.6 (8)
C11—C6—C7—C8	2.1 (14)	C22—C17—C18—C19	−0.1 (13)
C5—C6—C7—C8	−179.9 (8)	C16—C17—C18—C19	−177.7 (8)
C6—C7—C8—C9	−1.5 (14)	C17—C18—C19—C20	−1.1 (14)
C7—C8—C9—C10	1.2 (16)	C18—C19—C20—C21	1.5 (16)
C8—C9—C10—C11	−1.5 (15)	C19—C20—C21—C22	−0.5 (15)
C7—C6—C11—C10	−2.5 (15)	C20—C21—C22—C17	−0.7 (13)
C5—C6—C11—C10	179.5 (8)	C18—C17—C22—C21	1.1 (12)
C9—C10—C11—C6	2.1 (14)	C16—C17—C22—C21	178.7 (8)