Dibromido(2,3-di-2-pyridyl-pyrazine-κN,N)platinum(II).

The Pt(II) ion in the title complex, [PtBr(2)(C(14)H(10)N(4))], is four-coordinated in a distorted square-planar environment by two N atoms of a chelating 2,3-di-2-pyridyl-pyrazine ligand and two bromide anions. In the crystal, the pyridyl ring coordinated to the Pt atom is inclined slightly to its carrier pyrazine ring [dihedral angle = 14.7 (2)°], whereas the uncoordinated pyridyl ring is inclined considerably to the pyrazine ring [dihedral angle = 51.9 (3)°]. The dihedral angle between the two pyridyl rings is 57.7 (3)°. Two complex mol-ecules are assembled through inter-molecular C-H⋯N hydrogen bonds, forming a dimer-type species. Intra-molecular C-H⋯Br and C-H⋯N hydrogen bonds are also present.

Related literature

For the crystal structure of [PtCl4(dpp)] (dpp is 2,3-di-2-pyridyl­pyrazine), see: Delir Kheirollahi Nezhad et al. (2008 ▶).

Experimental

Crystal data

[PtBr2(C14H10N4)]

M = 589.14

Monoclinic,

a = 8.9084 (11) Å

b = 9.9817 (12) Å

c = 16.727 (2) Å

β = 94.104 (3)°

V = 1483.6 (3) Å3

Z = 4

Mo Kα radiation

μ = 14.84 mm−1

T = 200 K

0.17 × 0.10 × 0.04 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.590, T max = 1.000

10590 measured reflections

3642 independent reflections

2415 reflections with I > 2σ(I)

R int = 0.060

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.099

S = 1.01

3642 reflections

190 parameters

H-atom parameters constrained

Δρmax = 3.12 e Å−3

Δρmin = −1.54 e Å−3

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: ORTEP-3 (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811031643/hy2455sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811031643/hy2455Isup2.hkl

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

[PtBr2(C14H10N4)]	F(000) = 1080
Mr = 589.14	Dx = 2.638 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3431 reflections
a = 8.9084 (11) Å	θ = 2.4–27.9°
b = 9.9817 (12) Å	µ = 14.84 mm−1
c = 16.727 (2) Å	T = 200 K
β = 94.104 (3)°	Needle, orange
V = 1483.6 (3) Å3	0.17 × 0.10 × 0.04 mm
Z = 4

Bruker SMART 1000 CCD diffractometer	3642 independent reflections
Radiation source: fine-focus sealed tube	2415 reflections with I > 2σ(I)
graphite	Rint = 0.060
φ and ω scans	θmax = 28.3°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→11
Tmin = 0.590, Tmax = 1.000	k = −8→13
10590 measured reflections	l = −22→21

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0359P)2] where P = (Fo2 + 2Fc2)/3
3642 reflections	(Δ/σ)max = 0.001
190 parameters	Δρmax = 3.12 e Å−3
0 restraints	Δρmin = −1.54 e Å−3

	x	y	z	Uiso*/Ueq
Pt1	0.63258 (4)	0.64063 (4)	0.11956 (2)	0.02665 (12)
Br1	0.54983 (11)	0.86499 (10)	0.08593 (7)	0.0451 (3)
Br2	0.88077 (10)	0.72974 (11)	0.15395 (6)	0.0399 (3)
N1	0.4307 (7)	0.5552 (7)	0.0900 (4)	0.0237 (16)
N2	0.1622 (8)	0.4208 (8)	0.0613 (4)	0.0310 (18)
N3	0.6852 (7)	0.4458 (7)	0.1435 (4)	0.0248 (16)
N4	0.2993 (8)	0.1889 (8)	0.1962 (4)	0.0299 (17)
C1	0.4250 (9)	0.4200 (9)	0.1031 (4)	0.0235 (19)
C2	0.2830 (9)	0.3560 (9)	0.0921 (5)	0.0256 (19)
C3	0.1765 (9)	0.5492 (10)	0.0439 (5)	0.031 (2)
H3	0.0934	0.5948	0.0176	0.038*
C4	0.3059 (9)	0.6182 (10)	0.0624 (5)	0.032 (2)
H4	0.3073	0.7127	0.0555	0.038*
C5	0.5715 (10)	0.3561 (9)	0.1244 (5)	0.028 (2)
C6	0.6014 (9)	0.2217 (10)	0.1232 (5)	0.033 (2)
H6	0.5237	0.1600	0.1073	0.039*
C7	0.7453 (11)	0.1756 (10)	0.1454 (5)	0.039 (2)
H7	0.7677	0.0827	0.1439	0.047*
C8	0.8532 (11)	0.2654 (10)	0.1693 (6)	0.040 (2)
H8	0.9505	0.2352	0.1881	0.049*
C9	0.8223 (10)	0.4001 (10)	0.1664 (6)	0.036 (2)
H9	0.9004	0.4622	0.1810	0.044*
C10	0.2543 (8)	0.2169 (9)	0.1196 (5)	0.0259 (19)
C11	0.1743 (10)	0.1274 (9)	0.0696 (5)	0.033 (2)
H11	0.1431	0.1509	0.0159	0.040*
C12	0.1409 (11)	0.0019 (11)	0.1004 (6)	0.043 (3)
H12	0.0878	−0.0631	0.0680	0.052*
C13	0.1867 (10)	−0.0253 (10)	0.1786 (6)	0.040 (2)
H13	0.1644	−0.1094	0.2016	0.048*
C14	0.2650 (9)	0.0699 (10)	0.2235 (5)	0.032 (2)
H14	0.2964	0.0487	0.2775	0.039*

	U11	U22	U33	U12	U13	U23
Pt1	0.02580 (19)	0.0228 (2)	0.03144 (19)	−0.00629 (16)	0.00245 (13)	−0.00065 (17)
Br1	0.0445 (6)	0.0213 (5)	0.0690 (7)	−0.0049 (5)	0.0003 (5)	0.0012 (5)
Br2	0.0336 (5)	0.0397 (6)	0.0459 (5)	−0.0179 (5)	−0.0002 (4)	0.0005 (5)
N1	0.024 (4)	0.018 (4)	0.029 (4)	−0.007 (3)	−0.004 (3)	0.001 (3)
N2	0.024 (4)	0.036 (5)	0.034 (4)	−0.009 (4)	0.005 (3)	−0.004 (4)
N3	0.019 (3)	0.029 (4)	0.026 (3)	−0.008 (3)	−0.003 (3)	−0.002 (3)
N4	0.027 (4)	0.032 (5)	0.032 (4)	−0.009 (3)	0.003 (3)	0.000 (4)
C1	0.029 (5)	0.025 (5)	0.017 (4)	−0.004 (4)	0.005 (3)	0.001 (4)
C2	0.016 (4)	0.028 (5)	0.033 (4)	−0.003 (4)	0.001 (3)	−0.004 (4)
C3	0.022 (4)	0.040 (6)	0.033 (5)	0.001 (4)	0.005 (4)	0.002 (5)
C4	0.030 (5)	0.031 (6)	0.034 (5)	−0.001 (4)	0.001 (4)	0.009 (4)
C5	0.031 (5)	0.026 (5)	0.026 (4)	−0.004 (4)	−0.001 (3)	−0.001 (4)
C6	0.023 (5)	0.032 (6)	0.043 (5)	0.005 (4)	0.000 (4)	0.003 (5)
C7	0.045 (6)	0.026 (6)	0.047 (6)	−0.001 (5)	0.011 (5)	0.001 (5)
C8	0.038 (5)	0.036 (6)	0.047 (6)	0.006 (5)	0.001 (4)	0.016 (5)
C9	0.026 (5)	0.036 (6)	0.047 (5)	−0.009 (4)	0.001 (4)	−0.005 (5)
C10	0.014 (4)	0.030 (5)	0.034 (5)	−0.002 (4)	0.002 (3)	0.000 (4)
C11	0.039 (5)	0.022 (5)	0.038 (5)	−0.007 (4)	−0.005 (4)	0.007 (5)
C12	0.044 (6)	0.033 (6)	0.050 (6)	−0.004 (5)	−0.008 (5)	0.003 (5)
C13	0.033 (5)	0.034 (6)	0.054 (6)	−0.003 (5)	0.004 (5)	0.011 (5)
C14	0.024 (5)	0.038 (6)	0.033 (5)	−0.006 (4)	−0.003 (4)	0.010 (5)

Pt1—N1	2.020 (6)	C4—H4	0.9500
Pt1—N3	2.033 (8)	C5—C6	1.368 (12)
Pt1—Br1	2.4116 (11)	C6—C7	1.387 (12)
Pt1—Br2	2.4142 (10)	C6—H6	0.9500
N1—C4	1.330 (10)	C7—C8	1.353 (13)
N1—C1	1.369 (11)	C7—H7	0.9500
N2—C3	1.323 (11)	C8—C9	1.373 (13)
N2—C2	1.327 (10)	C8—H8	0.9500
N3—C9	1.334 (11)	C9—H9	0.9500
N3—C5	1.372 (11)	C10—C11	1.386 (12)
N4—C14	1.317 (11)	C11—C12	1.396 (13)
N4—C10	1.344 (10)	C11—H11	0.9500
C1—C2	1.417 (11)	C12—C13	1.369 (13)
C1—C5	1.474 (12)	C12—H12	0.9500
C2—C10	1.491 (12)	C13—C14	1.370 (13)
C3—C4	1.360 (12)	C13—H13	0.9500
C3—H3	0.9500	C14—H14	0.9500
N1—Pt1—N3	80.4 (3)	N3—C5—C1	113.6 (8)
N1—Pt1—Br1	94.7 (2)	C5—C6—C7	119.9 (9)
N3—Pt1—Br1	175.09 (18)	C5—C6—H6	120.1
N1—Pt1—Br2	176.6 (2)	C7—C6—H6	120.1
N3—Pt1—Br2	96.39 (18)	C8—C7—C6	118.9 (9)
Br1—Pt1—Br2	88.44 (4)	C8—C7—H7	120.6
C4—N1—C1	118.8 (7)	C6—C7—H7	120.6
C4—N1—Pt1	126.3 (6)	C7—C8—C9	120.1 (9)
C1—N1—Pt1	114.8 (5)	C7—C8—H8	119.9
C3—N2—C2	118.0 (7)	C9—C8—H8	119.9
C9—N3—C5	119.3 (8)	N3—C9—C8	121.5 (9)
C9—N3—Pt1	125.2 (6)	N3—C9—H9	119.3
C5—N3—Pt1	115.0 (6)	C8—C9—H9	119.3
C14—N4—C10	117.2 (8)	N4—C10—C11	123.2 (8)
N1—C1—C2	117.8 (8)	N4—C10—C2	116.2 (8)
N1—C1—C5	115.0 (7)	C11—C10—C2	120.4 (8)
C2—C1—C5	127.1 (8)	C10—C11—C12	118.0 (8)
N2—C2—C1	121.5 (8)	C10—C11—H11	121.0
N2—C2—C10	114.9 (7)	C12—C11—H11	121.0
C1—C2—C10	123.4 (7)	C13—C12—C11	118.3 (9)
N2—C3—C4	122.3 (8)	C13—C12—H12	120.8
N2—C3—H3	118.9	C11—C12—H12	120.8
C4—C3—H3	118.9	C12—C13—C14	119.4 (9)
N1—C4—C3	120.9 (9)	C12—C13—H13	120.3
N1—C4—H4	119.6	C14—C13—H13	120.3
C3—C4—H4	119.6	N4—C14—C13	123.9 (8)
C6—C5—N3	120.2 (8)	N4—C14—H14	118.1
C6—C5—C1	126.2 (8)	C13—C14—H14	118.1
N3—Pt1—N1—C4	−179.5 (7)	Pt1—N3—C5—C1	−9.9 (9)
Br1—Pt1—N1—C4	−0.3 (7)	N1—C1—C5—C6	−164.7 (8)
N3—Pt1—N1—C1	2.9 (5)	C2—C1—C5—C6	12.9 (14)
Br1—Pt1—N1—C1	−177.8 (5)	N1—C1—C5—N3	12.5 (10)
N1—Pt1—N3—C9	175.8 (7)	C2—C1—C5—N3	−169.9 (7)
Br2—Pt1—N3—C9	−3.0 (7)	N3—C5—C6—C7	3.3 (13)
N1—Pt1—N3—C5	4.1 (6)	C1—C5—C6—C7	−179.6 (8)
Br2—Pt1—N3—C5	−174.7 (5)	C5—C6—C7—C8	1.2 (13)
C4—N1—C1—C2	−4.7 (11)	C6—C7—C8—C9	−4.2 (14)
Pt1—N1—C1—C2	173.1 (5)	C5—N3—C9—C8	1.6 (13)
C4—N1—C1—C5	173.1 (7)	Pt1—N3—C9—C8	−169.7 (7)
Pt1—N1—C1—C5	−9.1 (9)	C7—C8—C9—N3	2.9 (14)
C3—N2—C2—C1	−2.7 (12)	C14—N4—C10—C11	0.3 (12)
C3—N2—C2—C10	172.7 (7)	C14—N4—C10—C2	175.0 (7)
N1—C1—C2—N2	7.8 (12)	N2—C2—C10—N4	−124.7 (8)
C5—C1—C2—N2	−169.7 (7)	C1—C2—C10—N4	50.6 (11)
N1—C1—C2—C10	−167.3 (7)	N2—C2—C10—C11	50.1 (11)
C5—C1—C2—C10	15.2 (13)	C1—C2—C10—C11	−134.5 (9)
C2—N2—C3—C4	−5.4 (13)	N4—C10—C11—C12	−0.8 (13)
C1—N1—C4—C3	−3.0 (12)	C2—C10—C11—C12	−175.3 (8)
Pt1—N1—C4—C3	179.5 (6)	C10—C11—C12—C13	1.1 (14)
N2—C3—C4—N1	8.5 (13)	C11—C12—C13—C14	−0.9 (14)
C9—N3—C5—C6	−4.7 (12)	C10—N4—C14—C13	−0.2 (13)
Pt1—N3—C5—C6	167.5 (6)	C12—C13—C14—N4	0.5 (15)
C9—N3—C5—C1	177.9 (7)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···N2i	0.95	2.55	3.396 (11)	148.
C4—H4···Br1	0.95	2.66	3.289 (9)	124.
C6—H6···N4	0.95	2.59	3.051 (11)	110.
C9—H9···Br2	0.95	2.71	3.340 (10)	124.

Table 1

Selected bond lengths (Å)

Pt1—N1	2.020 (6)
Pt1—N3	2.033 (8)
Pt1—Br1	2.4116 (11)
Pt1—Br2	2.4142 (10)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯N2i	0.95	2.55	3.396 (11)	148
C4—H4⋯Br1	0.95	2.66	3.289 (9)	124
C6—H6⋯N4	0.95	2.59	3.051 (11)	110
C9—H9⋯Br2	0.95	2.71	3.340 (10)	124

Symmetry code: (i) .