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

In the title complex, [PtBr(2)(C(11)H(9)N)(2)], the Pt(II) ion has a distorted cis-Br(2)N(2) square-planar coordination geometry defined by two N atoms from two 2-phenyl-pyridine (ppy) ligands and two Br(-) anions. The ppy ligands are not planar, the dihedral angles between the pyridine and benzene rings being 49.0 (3) and 47.3 (3)°. In the crystal, the complex mol-ecules are stacked in columns along the a axis. In the columns, there are numerous intra- and inter-molecular π-π inter-actions between the six-membered rings, the shortest ring centroid-centroid distance being 3.774 (6) Å.

Related literature

For the crystal structures of the related PtII and PdII complexes, cis-[PtCl2(ppy)2] and trans-[PdX 2(ppy)2] (X = Cl or I), see: Yoshinari et al. (2010 ▶); Ha (2011 ▶, 2012 ▶).

Experimental

Crystal data

[PtBr2(C11H9N)2]

M = 665.29

Monoclinic,

a = 7.6268 (9) Å

b = 18.277 (2) Å

c = 15.1626 (18) Å

β = 96.948 (2)°

V = 2098.1 (4) Å3

Z = 4

Mo Kα radiation

μ = 10.51 mm−1

T = 200 K

0.24 × 0.20 × 0.14 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.729, T max = 1.000

6126 measured reflections

2931 independent reflections

2645 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.068

S = 1.04

2931 reflections

244 parameters

2 restraints

H-atom parameters constrained

Δρmax = 1.73 e Å−3

Δρmin = −0.93 e Å−3

Absolute structure: Flack (1983 ▶), 856 Friedel pairs

Flack parameter: −0.037 (13)

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); 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 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global. DOI: 10.1107/S160053681203471X/xu5600sup1.cif

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

[PtBr2(C11H9N)2]	F(000) = 1248
Mr = 665.29	Dx = 2.106 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 4325 reflections
a = 7.6268 (9) Å	θ = 2.2–26.0°
b = 18.277 (2) Å	µ = 10.51 mm−1
c = 15.1626 (18) Å	T = 200 K
β = 96.948 (2)°	Stick, yellow
V = 2098.1 (4) Å3	0.24 × 0.20 × 0.14 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	2931 independent reflections
Radiation source: fine-focus sealed tube	2645 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
φ and ω scans	θmax = 26.0°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→8
Tmin = 0.729, Tmax = 1.000	k = −22→22
6126 measured reflections	l = −18→17

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)] = 0.028	H-atom parameters constrained
wR(F2) = 0.068	w = 1/[σ2(Fo2) + (0.0286P)2] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max = 0.001
2931 reflections	Δρmax = 1.73 e Å−3
244 parameters	Δρmin = −0.93 e Å−3
2 restraints	Absolute structure: Flack (1983), 856 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: −0.037 (13)

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	0.39565 (2)	0.136006 (14)	0.162689 (18)	0.02282 (10)
Br1	0.19970 (16)	0.03626 (5)	0.11234 (8)	0.0369 (3)
Br2	0.5217 (2)	0.14016 (7)	0.02336 (11)	0.0415 (4)
N1	0.5395 (11)	0.2278 (4)	0.2077 (6)	0.030 (2)
N2	0.2978 (14)	0.1281 (4)	0.2842 (7)	0.021 (2)
C1	0.4929 (14)	0.2895 (5)	0.1628 (8)	0.035 (3)
H1	0.4181	0.2865	0.1081	0.042*
C2	0.5505 (16)	0.3567 (5)	0.1939 (10)	0.042 (3)
H2	0.5197	0.3997	0.1605	0.051*
C3	0.6514 (16)	0.3604 (5)	0.2727 (10)	0.044 (3)
H3	0.6870	0.4068	0.2970	0.052*
C4	0.7031 (14)	0.2986 (5)	0.3180 (8)	0.040 (3)
H4	0.7776	0.3013	0.3728	0.048*
C5	0.6453 (13)	0.2306 (5)	0.2829 (7)	0.029 (2)
C6	0.7103 (13)	0.1613 (5)	0.3294 (7)	0.029 (2)
C7	0.7024 (15)	0.1529 (7)	0.4178 (8)	0.043 (3)
H7	0.6555	0.1912	0.4503	0.052*
C8	0.7627 (16)	0.0885 (7)	0.4618 (9)	0.052 (3)
H8	0.7560	0.0824	0.5235	0.063*
C9	0.8311 (17)	0.0349 (7)	0.4137 (10)	0.056 (4)
H9	0.8734	−0.0087	0.4429	0.067*
C10	0.8406 (15)	0.0420 (6)	0.3247 (9)	0.046 (3)
H10	0.8896	0.0036	0.2931	0.055*
C11	0.7788 (14)	0.1051 (5)	0.2802 (8)	0.036 (3)
H11	0.7827	0.1102	0.2181	0.043*
C12	0.3481 (13)	0.0673 (4)	0.3308 (7)	0.027 (2)
H12	0.4130	0.0310	0.3039	0.032*
C13	0.3097 (13)	0.0563 (5)	0.4142 (7)	0.029 (2)
H13	0.3388	0.0115	0.4441	0.035*
C14	0.2264 (13)	0.1122 (5)	0.4554 (7)	0.033 (2)
H14	0.2045	0.1079	0.5156	0.040*
C15	0.1768 (13)	0.1735 (6)	0.4071 (7)	0.031 (2)
H15	0.1160	0.2115	0.4335	0.037*
C16	0.2145 (12)	0.1813 (5)	0.3183 (6)	0.023 (2)
C17	0.1496 (12)	0.2463 (4)	0.2664 (7)	0.024 (2)
C18	0.1739 (13)	0.3160 (5)	0.3025 (8)	0.035 (3)
H18	0.2335	0.3229	0.3606	0.042*
C19	0.1086 (17)	0.3755 (6)	0.2510 (11)	0.052 (4)
H19	0.1232	0.4236	0.2745	0.062*
C20	0.0250 (16)	0.3656 (6)	0.1683 (10)	0.046 (3)
H20	−0.0162	0.4068	0.1337	0.055*
C21	−0.0010 (15)	0.2976 (6)	0.1341 (8)	0.045 (3)
H21	−0.0622	0.2914	0.0762	0.054*
C22	0.0612 (12)	0.2370 (5)	0.1830 (7)	0.028 (2)
H22	0.0426	0.1892	0.1589	0.033*

	U11	U22	U33	U12	U13	U23
Pt1	0.02761 (18)	0.01791 (14)	0.02340 (18)	−0.0005 (2)	0.00489 (12)	0.0005 (2)
Br1	0.0466 (7)	0.0262 (5)	0.0378 (6)	−0.0076 (5)	0.0053 (5)	−0.0108 (5)
Br2	0.0546 (10)	0.0435 (8)	0.0291 (8)	−0.0010 (6)	0.0162 (7)	0.0022 (6)
N1	0.032 (5)	0.026 (4)	0.035 (5)	−0.008 (4)	0.012 (4)	−0.002 (4)
N2	0.018 (5)	0.022 (4)	0.021 (6)	−0.005 (3)	−0.003 (4)	0.006 (4)
C1	0.040 (6)	0.019 (4)	0.048 (7)	0.001 (4)	0.009 (5)	0.008 (5)
C2	0.044 (7)	0.024 (5)	0.062 (9)	−0.010 (5)	0.019 (7)	0.001 (5)
C3	0.039 (7)	0.020 (5)	0.075 (10)	−0.013 (5)	0.020 (7)	−0.010 (6)
C4	0.038 (7)	0.035 (6)	0.047 (7)	−0.006 (5)	0.008 (5)	−0.009 (5)
C5	0.024 (5)	0.031 (5)	0.033 (6)	−0.008 (4)	0.005 (4)	−0.005 (5)
C6	0.027 (6)	0.025 (4)	0.033 (6)	−0.006 (4)	0.003 (4)	0.003 (4)
C7	0.026 (6)	0.067 (8)	0.034 (7)	−0.008 (6)	−0.003 (5)	−0.011 (6)
C8	0.046 (7)	0.067 (8)	0.042 (7)	−0.020 (7)	−0.002 (6)	0.008 (7)
C9	0.046 (8)	0.046 (7)	0.071 (10)	−0.009 (6)	−0.011 (7)	0.026 (7)
C10	0.040 (7)	0.032 (6)	0.061 (9)	−0.007 (5)	−0.012 (6)	−0.002 (6)
C11	0.040 (6)	0.028 (5)	0.039 (7)	−0.001 (5)	0.002 (5)	0.008 (5)
C12	0.032 (5)	0.017 (4)	0.031 (6)	−0.004 (4)	0.000 (4)	0.001 (4)
C13	0.029 (6)	0.025 (5)	0.033 (6)	−0.005 (4)	0.001 (5)	0.007 (4)
C14	0.033 (6)	0.041 (5)	0.026 (6)	−0.006 (5)	0.005 (5)	0.013 (5)
C15	0.027 (6)	0.037 (5)	0.029 (6)	−0.007 (4)	0.010 (4)	−0.007 (5)
C16	0.022 (5)	0.018 (4)	0.027 (5)	−0.004 (4)	0.001 (4)	0.004 (4)
C17	0.026 (5)	0.014 (4)	0.034 (6)	0.000 (4)	0.013 (4)	0.002 (4)
C18	0.026 (5)	0.026 (5)	0.053 (7)	−0.002 (4)	0.005 (5)	−0.002 (5)
C19	0.039 (7)	0.026 (5)	0.095 (12)	−0.005 (5)	0.026 (8)	−0.006 (7)
C20	0.038 (7)	0.027 (6)	0.076 (10)	0.003 (5)	0.018 (7)	0.021 (6)
C21	0.049 (7)	0.044 (7)	0.044 (7)	0.023 (6)	0.012 (6)	0.013 (6)
C22	0.024 (5)	0.029 (5)	0.030 (6)	0.002 (4)	0.005 (4)	0.001 (4)

Pt1—N1	2.075 (8)	C9—H9	0.9500
Pt1—N2	2.074 (10)	C10—C11	1.390 (14)
Pt1—Br1	2.4216 (11)	C10—H10	0.9500
Pt1—Br2	2.4258 (15)	C11—H11	0.9500
N1—C5	1.316 (13)	C12—C13	1.347 (14)
N1—C1	1.343 (12)	C12—H12	0.9500
N2—C16	1.303 (12)	C13—C14	1.391 (14)
N2—C12	1.346 (12)	C13—H13	0.9500
C1—C2	1.368 (14)	C14—C15	1.366 (14)
C1—H1	0.9500	C14—H14	0.9500
C2—C3	1.343 (19)	C15—C16	1.418 (13)
C2—H2	0.9500	C15—H15	0.9500
C3—C4	1.356 (16)	C16—C17	1.477 (12)
C3—H3	0.9500	C17—C22	1.370 (14)
C4—C5	1.400 (13)	C17—C18	1.389 (13)
C4—H4	0.9500	C18—C19	1.396 (17)
C5—C6	1.505 (13)	C18—H18	0.9500
C6—C7	1.358 (16)	C19—C20	1.348 (19)
C6—C11	1.406 (14)	C19—H19	0.9500
C7—C8	1.402 (17)	C20—C21	1.351 (16)
C7—H7	0.9500	C20—H20	0.9500
C8—C9	1.363 (17)	C21—C22	1.385 (13)
C8—H8	0.9500	C21—H21	0.9500
C9—C10	1.366 (18)	C22—H22	0.9500
N2—Pt1—N1	89.8 (3)	C9—C10—C11	120.1 (12)
N2—Pt1—Br1	87.3 (3)	C9—C10—H10	119.9
N1—Pt1—Br1	173.9 (2)	C11—C10—H10	119.9
N2—Pt1—Br2	176.9 (3)	C10—C11—C6	118.4 (10)
N1—Pt1—Br2	90.7 (2)	C10—C11—H11	120.8
Br1—Pt1—Br2	92.50 (5)	C6—C11—H11	120.8
C5—N1—C1	120.2 (9)	N2—C12—C13	122.4 (10)
C5—N1—Pt1	124.1 (7)	N2—C12—H12	118.8
C1—N1—Pt1	114.5 (7)	C13—C12—H12	118.8
C16—N2—C12	121.9 (10)	C12—C13—C14	118.4 (9)
C16—N2—Pt1	123.1 (7)	C12—C13—H13	120.8
C12—N2—Pt1	114.4 (7)	C14—C13—H13	120.8
N1—C1—C2	121.6 (12)	C15—C14—C13	118.2 (9)
N1—C1—H1	119.2	C15—C14—H14	120.9
C2—C1—H1	119.2	C13—C14—H14	120.9
C3—C2—C1	118.6 (11)	C14—C15—C16	121.1 (9)
C3—C2—H2	120.7	C14—C15—H15	119.4
C1—C2—H2	120.7	C16—C15—H15	119.4
C2—C3—C4	120.5 (10)	N2—C16—C15	117.8 (9)
C2—C3—H3	119.7	N2—C16—C17	122.5 (9)
C4—C3—H3	119.7	C15—C16—C17	119.5 (8)
C3—C4—C5	119.2 (11)	C22—C17—C18	120.3 (9)
C3—C4—H4	120.4	C22—C17—C16	119.1 (8)
C5—C4—H4	120.4	C18—C17—C16	120.5 (9)
N1—C5—C4	119.7 (10)	C17—C18—C19	118.2 (11)
N1—C5—C6	120.4 (9)	C17—C18—H18	120.9
C4—C5—C6	119.9 (9)	C19—C18—H18	120.9
C7—C6—C11	120.4 (10)	C20—C19—C18	120.8 (11)
C7—C6—C5	120.3 (9)	C20—C19—H19	119.6
C11—C6—C5	119.3 (9)	C18—C19—H19	119.6
C6—C7—C8	120.8 (11)	C19—C20—C21	120.7 (11)
C6—C7—H7	119.6	C19—C20—H20	119.6
C8—C7—H7	119.6	C21—C20—H20	119.6
C9—C8—C7	118.3 (12)	C20—C21—C22	120.4 (12)
C9—C8—H8	120.9	C20—C21—H21	119.8
C7—C8—H8	120.9	C22—C21—H21	119.8
C8—C9—C10	122.0 (12)	C17—C22—C21	119.5 (9)
C8—C9—H9	119.0	C17—C22—H22	120.3
C10—C9—H9	119.0	C21—C22—H22	120.3
N2—Pt1—N1—C5	51.4 (8)	C8—C9—C10—C11	−0.3 (19)
Br2—Pt1—N1—C5	−125.5 (7)	C9—C10—C11—C6	1.2 (16)
N2—Pt1—N1—C1	−116.7 (7)	C7—C6—C11—C10	−1.2 (15)
Br2—Pt1—N1—C1	66.4 (7)	C5—C6—C11—C10	179.0 (9)
N1—Pt1—N2—C16	55.9 (9)	C16—N2—C12—C13	2.7 (16)
Br1—Pt1—N2—C16	−118.6 (9)	Pt1—N2—C12—C13	174.1 (8)
N1—Pt1—N2—C12	−115.3 (8)	N2—C12—C13—C14	−4.8 (15)
Br1—Pt1—N2—C12	70.1 (8)	C12—C13—C14—C15	4.4 (15)
C5—N1—C1—C2	−1.1 (15)	C13—C14—C15—C16	−2.2 (14)
Pt1—N1—C1—C2	167.5 (8)	C12—N2—C16—C15	−0.2 (15)
N1—C1—C2—C3	−2.1 (16)	Pt1—N2—C16—C15	−170.9 (7)
C1—C2—C3—C4	3.6 (17)	C12—N2—C16—C17	−176.5 (9)
C2—C3—C4—C5	−2.0 (16)	Pt1—N2—C16—C17	12.9 (14)
C1—N1—C5—C4	2.7 (14)	C14—C15—C16—N2	0.1 (14)
Pt1—N1—C5—C4	−164.7 (7)	C14—C15—C16—C17	176.4 (9)
C1—N1—C5—C6	−174.7 (8)	N2—C16—C17—C22	45.9 (13)
Pt1—N1—C5—C6	17.9 (12)	C15—C16—C17—C22	−130.2 (9)
C3—C4—C5—N1	−1.2 (15)	N2—C16—C17—C18	−135.6 (10)
C3—C4—C5—C6	176.2 (9)	C15—C16—C17—C18	48.2 (13)
N1—C5—C6—C7	−132.2 (11)	C22—C17—C18—C19	−1.0 (14)
C4—C5—C6—C7	50.3 (13)	C16—C17—C18—C19	−179.4 (9)
N1—C5—C6—C11	47.6 (13)	C17—C18—C19—C20	−0.4 (16)
C4—C5—C6—C11	−129.9 (10)	C18—C19—C20—C21	1.5 (18)
C11—C6—C7—C8	0.2 (16)	C19—C20—C21—C22	−1.3 (17)
C5—C6—C7—C8	−180.0 (9)	C18—C17—C22—C21	1.2 (14)
C6—C7—C8—C9	0.7 (17)	C16—C17—C22—C21	179.7 (8)
C7—C8—C9—C10	−0.7 (18)	C20—C21—C22—C17	−0.1 (15)

Table 1

Selected bond lengths (Å)

Pt1—N1	2.075 (8)
Pt1—N2	2.074 (10)
Pt1—Br1	2.4216 (11)
Pt1—Br2	2.4258 (15)