cis-Dichloridobis(quinoline-κN)-platinum(II) nitro-methane monosolvate.

In the title compound, [PtCl(2)(C(9)H(7)N)(2)]·CH(3)NO(2), the Pt(II) cation is four-coordinated in an essentially square-planar environment by two N atoms from two quinoline ligands and two Cl(-) anions. One of the nearly planar quinoline ligands [maximum deviations = 0.042 (6) and 0.018 (7) Å] is almost perpendicular to the PtCl(2)N(2) unit [maximum deviation = 0.024 (3) Å], making a dihedral angle of 89.6 (1)°, whereas the other is slightly inclined to the central plane with a dihedral angle of 74.1 (1)°. The dihedral angle between the quinoline ligands is 88.3 (2)°. In the crystal, each solvent mol-ecule is linked to the metal complex by weak inter-molecular C-H⋯O hydrogen bonds.

Related literature

For the crystal structure of cis-[PtCl2(quinoline)2]·0.25DMF (DMF = N,N-dimethyl­formamide), see: Davies et al. (2001 ▶). For the crystal structure of the related PdII complex trans-[PdCl2(quinoline)2], see: Ha (2012 ▶).

Experimental

Crystal data

[PtCl2(C9H7N)2]·CH3NO2

M = 585.35

Triclinic,

a = 9.6204 (5) Å

b = 10.3698 (5) Å

c = 11.6946 (6) Å

α = 104.244 (1)°

β = 101.913 (1)°

γ = 113.834 (1)°

V = 970.87 (8) Å3

Z = 2

Mo Kα radiation

μ = 7.52 mm−1

T = 200 K

0.25 × 0.19 × 0.13 mm

Data collection

Bruker SMART 1000 CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.754, T max = 1.000

6035 measured reflections

3707 independent reflections

3342 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.084

S = 1.24

3707 reflections

245 parameters

H-atom parameters constrained

Δρmax = 2.69 e Å−3

Δρmin = −1.38 e Å−3

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, I. DOI: 10.1107/S1600536812012469/xu5489sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812012469/xu5489Isup2.hkl

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

[PtCl2(C9H7N)2]·CH3NO2	Z = 2
Mr = 585.35	F(000) = 560
Triclinic, P1	Dx = 2.002 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.6204 (5) Å	Cell parameters from 4362 reflections
b = 10.3698 (5) Å	θ = 2.4–26.0°
c = 11.6946 (6) Å	µ = 7.52 mm−1
α = 104.244 (1)°	T = 200 K
β = 101.913 (1)°	Block, yellow
γ = 113.834 (1)°	0.25 × 0.19 × 0.13 mm
V = 970.87 (8) Å3

Bruker SMART 1000 CCD diffractometer	3707 independent reflections
Radiation source: fine-focus sealed tube	3342 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
φ and ω scans	θmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→11
Tmin = 0.754, Tmax = 1.000	k = −12→12
6035 measured reflections	l = −14→14

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084	H-atom parameters constrained
S = 1.24	w = 1/[σ2(Fo2) + (0.P)2 + 7.8267P] where P = (Fo2 + 2Fc2)/3
3707 reflections	(Δ/σ)max < 0.001
245 parameters	Δρmax = 2.69 e Å−3
0 restraints	Δρmin = −1.38 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
Pt1	0.24674 (4)	0.27007 (3)	0.45574 (3)	0.02575 (10)
Cl1	0.0985 (2)	0.3934 (2)	0.48336 (18)	0.0326 (4)
Cl2	0.2977 (3)	0.2747 (3)	0.65828 (18)	0.0395 (5)
N1	0.3854 (7)	0.1676 (7)	0.4262 (6)	0.0245 (13)
N2	0.2011 (7)	0.2682 (7)	0.2765 (6)	0.0252 (13)
C1	0.5394 (9)	0.2527 (9)	0.4458 (7)	0.0284 (16)
H1	0.5840	0.3595	0.4829	0.034*
C2	0.6416 (10)	0.1950 (9)	0.4153 (7)	0.0327 (18)
H2	0.7528	0.2614	0.4333	0.039*
C3	0.5792 (10)	0.0430 (9)	0.3596 (7)	0.0310 (17)
H3	0.6456	0.0013	0.3368	0.037*
C4	0.4121 (9)	−0.0533 (9)	0.3356 (7)	0.0279 (16)
C5	0.3400 (10)	−0.2136 (9)	0.2791 (7)	0.0345 (18)
H5	0.4021	−0.2590	0.2533	0.041*
C6	0.1834 (10)	−0.3010 (9)	0.2622 (7)	0.0358 (19)
H6	0.1349	−0.4078	0.2213	0.043*
C7	0.0899 (10)	−0.2368 (9)	0.3042 (7)	0.0331 (18)
H7	−0.0189	−0.3013	0.2944	0.040*
C8	0.1541 (9)	−0.0833 (8)	0.3586 (6)	0.0274 (16)
H8	0.0909	−0.0407	0.3869	0.033*
C9	0.3187 (8)	0.0128 (8)	0.3725 (6)	0.0218 (14)
C10	0.3191 (11)	0.3682 (9)	0.2522 (8)	0.0331 (18)
H10	0.4228	0.4291	0.3160	0.040*
C11	0.2975 (11)	0.3873 (9)	0.1381 (8)	0.041 (2)
H11	0.3854	0.4592	0.1243	0.049*
C12	0.1504 (12)	0.3031 (9)	0.0463 (8)	0.044 (2)
H12	0.1338	0.3173	−0.0316	0.053*
C13	0.0218 (10)	0.1942 (9)	0.0665 (7)	0.0333 (18)
C14	−0.1344 (12)	0.1003 (11)	−0.0233 (8)	0.044 (2)
H14	−0.1561	0.1111	−0.1024	0.052*
C15	−0.2533 (12)	−0.0033 (11)	−0.0024 (8)	0.049 (2)
H15	−0.3571	−0.0651	−0.0660	0.059*
C16	−0.2242 (10)	−0.0207 (10)	0.1153 (8)	0.040 (2)
H16	−0.3084	−0.0954	0.1300	0.048*
C17	−0.0761 (10)	0.0692 (9)	0.2076 (7)	0.0343 (18)
H17	−0.0582	0.0585	0.2869	0.041*
C18	0.0508 (9)	0.1783 (8)	0.1850 (7)	0.0275 (16)
O1	0.8350 (9)	0.4264 (8)	0.0474 (7)	0.067 (2)
O2	0.5859 (11)	0.3279 (13)	0.0137 (9)	0.112 (4)
N3	0.7193 (10)	0.3685 (8)	0.0788 (7)	0.0438 (18)
C19	0.7469 (14)	0.3484 (11)	0.1983 (9)	0.061 (3)
H19A	0.7237	0.4160	0.2566	0.091*
H19B	0.8600	0.3726	0.2334	0.091*
H19C	0.6756	0.2430	0.1857	0.091*

	U11	U22	U33	U12	U13	U23
Pt1	0.02316 (16)	0.02821 (16)	0.02450 (16)	0.01381 (13)	0.00675 (12)	0.00619 (12)
Cl1	0.0309 (10)	0.0313 (10)	0.0369 (10)	0.0193 (9)	0.0113 (8)	0.0075 (8)
Cl2	0.0361 (11)	0.0639 (14)	0.0288 (10)	0.0318 (11)	0.0133 (9)	0.0177 (10)
N1	0.020 (3)	0.033 (3)	0.029 (3)	0.014 (3)	0.016 (3)	0.015 (3)
N2	0.026 (3)	0.025 (3)	0.028 (3)	0.018 (3)	0.007 (3)	0.008 (3)
C1	0.017 (4)	0.032 (4)	0.033 (4)	0.010 (3)	0.005 (3)	0.014 (3)
C2	0.032 (4)	0.038 (5)	0.032 (4)	0.017 (4)	0.008 (4)	0.021 (4)
C3	0.039 (5)	0.042 (5)	0.030 (4)	0.027 (4)	0.017 (4)	0.022 (4)
C4	0.032 (4)	0.040 (4)	0.028 (4)	0.027 (4)	0.012 (3)	0.020 (3)
C5	0.037 (5)	0.038 (5)	0.035 (4)	0.025 (4)	0.011 (4)	0.013 (4)
C6	0.038 (5)	0.029 (4)	0.031 (4)	0.015 (4)	0.006 (4)	0.003 (3)
C7	0.028 (4)	0.026 (4)	0.039 (5)	0.012 (3)	0.006 (4)	0.010 (3)
C8	0.025 (4)	0.031 (4)	0.022 (4)	0.012 (3)	0.003 (3)	0.009 (3)
C9	0.020 (4)	0.026 (4)	0.018 (3)	0.012 (3)	0.002 (3)	0.007 (3)
C10	0.044 (5)	0.033 (4)	0.039 (5)	0.023 (4)	0.024 (4)	0.024 (4)
C11	0.046 (5)	0.028 (4)	0.047 (5)	0.016 (4)	0.017 (4)	0.013 (4)
C12	0.069 (7)	0.033 (5)	0.029 (4)	0.025 (5)	0.017 (5)	0.008 (4)
C13	0.040 (5)	0.032 (4)	0.025 (4)	0.022 (4)	0.001 (4)	0.005 (3)
C14	0.052 (6)	0.053 (6)	0.030 (5)	0.031 (5)	0.010 (4)	0.014 (4)
C15	0.039 (5)	0.061 (6)	0.031 (5)	0.026 (5)	−0.005 (4)	0.002 (4)
C16	0.026 (4)	0.044 (5)	0.034 (5)	0.011 (4)	0.002 (4)	0.003 (4)
C17	0.039 (5)	0.040 (5)	0.023 (4)	0.023 (4)	0.009 (4)	0.007 (3)
C18	0.031 (4)	0.027 (4)	0.026 (4)	0.019 (3)	0.005 (3)	0.007 (3)
O1	0.062 (5)	0.061 (5)	0.064 (5)	0.013 (4)	0.025 (4)	0.028 (4)
O2	0.051 (6)	0.168 (10)	0.072 (6)	0.023 (6)	0.001 (5)	0.043 (7)
N3	0.042 (5)	0.034 (4)	0.027 (4)	0.004 (4)	0.000 (3)	0.001 (3)
C19	0.071 (8)	0.049 (6)	0.041 (6)	0.013 (6)	0.010 (5)	0.017 (5)

Pt1—N1	2.045 (6)	C8—H8	0.9500
Pt1—N2	2.045 (6)	C10—C11	1.383 (11)
Pt1—Cl1	2.2881 (18)	C10—H10	0.9500
Pt1—Cl2	2.3019 (19)	C11—C12	1.353 (13)
N1—C1	1.315 (9)	C11—H11	0.9500
N1—C9	1.375 (9)	C12—C13	1.409 (12)
N2—C10	1.331 (10)	C12—H12	0.9500
N2—C18	1.373 (9)	C13—C14	1.404 (12)
C1—C2	1.403 (11)	C13—C18	1.420 (10)
C1—H1	0.9500	C14—C15	1.332 (13)
C2—C3	1.355 (11)	C14—H14	0.9500
C2—H2	0.9500	C15—C16	1.418 (12)
C3—C4	1.428 (11)	C15—H15	0.9500
C3—H3	0.9500	C16—C17	1.364 (11)
C4—C9	1.405 (10)	C16—H16	0.9500
C4—C5	1.420 (11)	C17—C18	1.416 (11)
C5—C6	1.348 (12)	C17—H17	0.9500
C5—H5	0.9500	O1—N3	1.213 (10)
C6—C7	1.413 (11)	O2—N3	1.185 (11)
C6—H6	0.9500	N3—C19	1.450 (11)
C7—C8	1.366 (10)	C19—H19A	0.9800
C7—H7	0.9500	C19—H19B	0.9800
C8—C9	1.438 (10)	C19—H19C	0.9800
N2—Pt1—N1	90.3 (2)	C4—C9—C8	119.4 (7)
N2—Pt1—Cl1	87.40 (17)	N2—C10—C11	122.9 (8)
N1—Pt1—Cl1	176.81 (17)	N2—C10—H10	118.5
N2—Pt1—Cl2	179.33 (17)	C11—C10—H10	118.5
N1—Pt1—Cl2	90.30 (17)	C12—C11—C10	119.6 (8)
Cl1—Pt1—Cl2	91.99 (7)	C12—C11—H11	120.2
C1—N1—C9	118.8 (6)	C10—C11—H11	120.2
C1—N1—Pt1	118.8 (5)	C11—C12—C13	119.8 (8)
C9—N1—Pt1	121.9 (5)	C11—C12—H12	120.1
C10—N2—C18	119.4 (7)	C13—C12—H12	120.1
C10—N2—Pt1	117.8 (5)	C14—C13—C12	124.0 (8)
C18—N2—Pt1	122.5 (5)	C14—C13—C18	117.6 (8)
N1—C1—C2	123.9 (7)	C12—C13—C18	118.3 (7)
N1—C1—H1	118.1	C15—C14—C13	122.9 (8)
C2—C1—H1	118.1	C15—C14—H14	118.6
C3—C2—C1	118.9 (8)	C13—C14—H14	118.6
C3—C2—H2	120.5	C14—C15—C16	119.6 (8)
C1—C2—H2	120.5	C14—C15—H15	120.2
C2—C3—C4	118.9 (7)	C16—C15—H15	120.2
C2—C3—H3	120.5	C17—C16—C15	120.4 (9)
C4—C3—H3	120.5	C17—C16—H16	119.8
C9—C4—C5	119.6 (7)	C15—C16—H16	119.8
C9—C4—C3	118.7 (7)	C16—C17—C18	120.0 (8)
C5—C4—C3	121.7 (7)	C16—C17—H17	120.0
C6—C5—C4	119.9 (7)	C18—C17—H17	120.0
C6—C5—H5	120.0	N2—C18—C17	120.6 (7)
C4—C5—H5	120.0	N2—C18—C13	119.9 (7)
C5—C6—C7	121.2 (7)	C17—C18—C13	119.4 (7)
C5—C6—H6	119.4	O2—N3—O1	121.4 (9)
C7—C6—H6	119.4	O2—N3—C19	120.1 (9)
C8—C7—C6	120.8 (8)	O1—N3—C19	118.5 (8)
C8—C7—H7	119.6	N3—C19—H19A	109.5
C6—C7—H7	119.6	N3—C19—H19B	109.5
C7—C8—C9	119.0 (7)	H19A—C19—H19B	109.5
C7—C8—H8	120.5	N3—C19—H19C	109.5
C9—C8—H8	120.5	H19A—C19—H19C	109.5
N1—C9—C4	120.6 (7)	H19B—C19—H19C	109.5
N1—C9—C8	120.0 (6)
N2—Pt1—N1—C1	86.5 (6)	C5—C4—C9—C8	3.3 (10)
Cl2—Pt1—N1—C1	−93.2 (5)	C3—C4—C9—C8	−174.8 (6)
N2—Pt1—N1—C9	−85.6 (5)	C7—C8—C9—N1	179.6 (7)
Cl2—Pt1—N1—C9	94.7 (5)	C7—C8—C9—C4	−3.1 (10)
N1—Pt1—N2—C10	−75.1 (5)	C18—N2—C10—C11	0.5 (11)
Cl1—Pt1—N2—C10	102.7 (5)	Pt1—N2—C10—C11	−173.6 (6)
N1—Pt1—N2—C18	111.0 (5)	N2—C10—C11—C12	0.8 (12)
Cl1—Pt1—N2—C18	−71.3 (5)	C10—C11—C12—C13	−1.6 (13)
C9—N1—C1—C2	−0.1 (11)	C11—C12—C13—C14	−179.2 (8)
Pt1—N1—C1—C2	−172.4 (6)	C11—C12—C13—C18	1.1 (12)
N1—C1—C2—C3	1.6 (11)	C12—C13—C14—C15	179.1 (9)
C1—C2—C3—C4	−0.9 (11)	C18—C13—C14—C15	−1.2 (13)
C2—C3—C4—C9	−1.0 (10)	C13—C14—C15—C16	0.5 (14)
C2—C3—C4—C5	−179.1 (7)	C14—C15—C16—C17	0.9 (14)
C9—C4—C5—C6	−0.5 (11)	C15—C16—C17—C18	−1.5 (13)
C3—C4—C5—C6	177.6 (7)	C10—N2—C18—C17	178.9 (7)
C4—C5—C6—C7	−2.5 (12)	Pt1—N2—C18—C17	−7.2 (9)
C5—C6—C7—C8	2.7 (12)	C10—N2—C18—C13	−1.0 (10)
C6—C7—C8—C9	0.2 (11)	Pt1—N2—C18—C13	172.8 (5)
C1—N1—C9—C4	−1.9 (10)	C16—C17—C18—N2	−179.2 (7)
Pt1—N1—C9—C4	170.2 (5)	C16—C17—C18—C13	0.7 (11)
C1—N1—C9—C8	175.3 (6)	C14—C13—C18—N2	−179.5 (7)
Pt1—N1—C9—C8	−12.6 (9)	C12—C13—C18—N2	0.2 (11)
C5—C4—C9—N1	−179.4 (7)	C14—C13—C18—C17	0.6 (11)
C3—C4—C9—N1	2.5 (10)	C12—C13—C18—C17	−179.7 (7)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16···O2i	0.95	2.59	3.323 (13)	134

Pt1—N1	2.045 (6)
Pt1—N2	2.045 (6)
Pt1—Cl1	2.2881 (18)
Pt1—Cl2	2.3019 (19)

N2—Pt1—N1	90.3 (2)
Cl1—Pt1—Cl2	91.99 (7)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C16—H16⋯O2i	0.95	2.59	3.323 (13)	134

Symmetry code: (i) .