Literature DB >> 21202026

Tetra-chlorido(2,3-di-2-pyridylpyrazine-κN,N)platinum(IV).

Parvaneh Delir Kheirollahi Nezhad, Fatemeh Azadbakht, Vahid Amani, Hamid Reza Khavasi.

Abstract

In the title complex, [PtCl(4)(C(14)H(10)N(4))], the Pt(IV) atom is six-coordinated in an octa-hedral configuration by two N atoms from one 2,3-di-2-pyridylpyrazine ligand and four terminal Cl atoms. Inter-molecular C-H⋯Cl and C-H⋯N hydrogen bonds stabilize the crystal structure.

Entities: Chemical Disease Species

Year: 2008 PMID： 21202026 PMCID： PMC2960910 DOI： 10.1107/S1600536808007228

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For general background, see: Hedin (1886 ▶); Joergensen (1900 ▶); Bajusaz et al. (1989 ▶); Vorobevdesyatovskii et al. (1991 ▶). For related structures, see: Bokach et al. (2003 ▶); Casas et al. (2005 ▶); Crowder et al. (2004 ▶); Gaballa et al. (2003 ▶); Garnovskii et al. (2001 ▶); Gonzalez et al. (2002 ▶); Hafizovic et al. (2006 ▶); Hambley (1986 ▶); Kuduk-Jaworska et al. (1988 ▶, 1990 ▶); Junicke et al. (1997 ▶); Khripun et al. (2006 ▶); Kukushkin et al. (1998 ▶); Luzyanin, Haukka et al. (2002 ▶); Luzyanin, Kukushkin et al. (2002 ▶); Witkowski et al. (1997 ▶); Yousefi et al. (2007 ▶).

Experimental

Crystal data

[PtCl4(C14H10N4)] M = 571.14 Orthorhombic, a = 6.6849 (4) Å b = 14.9604 (12) Å c = 16.2761 (10) Å V = 1627.75 (19) Å3 Z = 4 Mo Kα radiation μ = 9.28 mm−1 T = 120 (2) K 0.40 × 0.26 × 0.14 mm

Data collection

Stoe IPDSII diffractometer Absorption correction: numerical (X-SHAPE and X-RED; Stoe & Cie, 2005 ▶) T min = 0.070, T max = 0.270 9336 measured reflections 4374 independent reflections 4327 reflections with I > 2σ(I) R int = 0.064

Refinement

R[F 2 > 2σ(F 2)] = 0.033 wR(F 2) = 0.087 S = 1.10 4374 reflections 209 parameters H-atom parameters constrained Δρmax = 1.44 e Å−3 Δρmin = −1.82 e Å−3 Absolute structure: Flack (1983 ▶), 1849 Friedel pairs Flack parameter: 0.005 (9) Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶). Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808007228/xu2404sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536808007228/xu2404Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[PtCl₄(C₁₄H₁₀N₄)]	D_x = 2.331 Mg m⁻³
M_r = 571.14	Melting point: 565-566 K K
Orthorhombic, P2₁2₁2₁	Mo Kα radiation λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 1050 reflections
a = 6.6849 (4) Å	θ = 1.9–29.2º
b = 14.9604 (12) Å	µ = 9.28 mm⁻¹
c = 16.2761 (10) Å	T = 120 (2) K
V = 1627.75 (19) Å³	Block, orange
Z = 4	0.40 × 0.26 × 0.14 mm
F₀₀₀ = 1072

Stoe IPDSII diffractometer	4374 independent reflections
Radiation source: fine-focus sealed tube	4327 reflections with I > 2σ(I)
Monochromator: graphite	R_int = 0.064
Detector resolution: 0.15 mm pixels mm^-1	θ_max = 29.2º
T = 120(2) K	θ_min = 1.9º
rotation method scans	h = −7→9
Absorption correction: Numerical(X-SHAPE and X-RED; Stoe & Cie, 2005)	k = −20→17
T_min = 0.070, T_max = 0.270	l = −22→22
9336 measured reflections

Refinement on F²	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ²(F_o²) + (0.0439P)² + 6.2735P] where P = (F_o² + 2F_c²)/3
R[F² > 2σ(F²)] = 0.033	(Δ/σ)_max = 0.012
wR(F²) = 0.087	Δρ_max = 1.44 e Å⁻³
S = 1.10	Δρ_min = −1.82 e Å⁻³
4374 reflections	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
209 parameters	Extinction coefficient: 0.0011 (3)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 1849 Friedel pairs
Secondary atom site location: difference Fourier map	Flack parameter: 0.005 (9)
Hydrogen site location: inferred from neighbouring sites

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	U_iso*/U_eq
C1	0.2795 (10)	−0.5902 (5)	−0.4681 (4)	0.0286 (13)
H1	0.3170	−0.6300	−0.5092	0.034*
C2	0.3870 (11)	−0.5866 (6)	−0.3975 (4)	0.0331 (15)
H2	0.4966	−0.6241	−0.3901	0.040*
C3	0.3330 (11)	−0.5272 (6)	−0.3366 (4)	0.0331 (14)
H3	0.4084	−0.5231	−0.2887	0.040*
C4	0.1659 (10)	−0.4738 (5)	−0.3472 (4)	0.0275 (12)
H4	0.1233	−0.4358	−0.3055	0.033*
C5	0.0622 (8)	−0.4780 (4)	−0.4217 (4)	0.0221 (10)
C6	−0.1195 (9)	−0.4247 (4)	−0.4420 (4)	0.0218 (11)
C7	−0.3997 (8)	−0.4210 (5)	−0.5265 (4)	0.0245 (12)
H7	−0.4677	−0.4395	−0.5733	0.029*
C8	−0.4867 (9)	−0.3598 (5)	−0.4741 (5)	0.0315 (14)
H8	−0.6191	−0.3433	−0.4828	0.038*
C9	−0.1996 (9)	−0.3519 (4)	−0.3978 (4)	0.0244 (12)
C10	−0.0817 (10)	−0.2972 (4)	−0.3392 (4)	0.0262 (12)
C11	−0.1610 (11)	−0.2695 (5)	−0.2651 (5)	0.0314 (14)
H11	−0.2912	−0.2840	−0.2500	0.038*
C12	−0.0403 (15)	−0.2197 (5)	−0.2143 (5)	0.0403 (17)
H12	−0.0855	−0.2024	−0.1627	0.048*
C13	0.1475 (13)	−0.1955 (5)	−0.2404 (5)	0.0372 (16)
H13	0.2293	−0.1601	−0.2075	0.045*
C14	0.2123 (12)	−0.2246 (5)	−0.3161 (6)	0.0378 (17)
H14	0.3391	−0.2073	−0.3334	0.045*
Cl1	0.1281 (2)	−0.41434 (11)	−0.62538 (10)	0.0272 (3)
Cl2	0.1441 (2)	−0.63100 (12)	−0.65809 (10)	0.0299 (3)
Cl3	−0.2674 (2)	−0.52425 (12)	−0.69333 (11)	0.0312 (3)
Cl4	−0.2288 (3)	−0.65930 (12)	−0.53083 (13)	0.0338 (4)
N1	0.1199 (7)	−0.5372 (4)	−0.4799 (3)	0.0236 (10)
N2	−0.2178 (7)	−0.4537 (4)	−0.5100 (4)	0.0240 (10)
N3	−0.3883 (8)	−0.3242 (4)	−0.4123 (5)	0.0299 (12)
N4	0.1041 (8)	−0.2763 (4)	−0.3664 (4)	0.0301 (12)
Pt1	−0.05541 (3)	−0.537445 (15)	−0.582177 (14)	0.02145 (8)

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.027 (3)	0.033 (3)	0.026 (3)	0.013 (3)	0.003 (3)	0.001 (2)
C2	0.026 (3)	0.046 (4)	0.027 (3)	0.005 (3)	0.000 (3)	0.004 (3)
C3	0.028 (3)	0.044 (4)	0.027 (3)	−0.001 (3)	−0.007 (3)	0.005 (3)
C4	0.026 (3)	0.037 (3)	0.020 (3)	0.001 (3)	0.000 (2)	0.002 (2)
C5	0.016 (2)	0.030 (3)	0.020 (2)	−0.005 (2)	0.003 (2)	0.001 (2)
C6	0.018 (2)	0.024 (3)	0.023 (3)	−0.004 (2)	0.001 (2)	0.001 (2)
C7	0.013 (2)	0.029 (3)	0.032 (3)	−0.002 (2)	0.000 (2)	0.004 (2)
C8	0.017 (3)	0.035 (3)	0.043 (4)	0.005 (2)	0.001 (3)	0.004 (3)
C9	0.021 (3)	0.025 (3)	0.027 (3)	0.001 (2)	0.002 (2)	−0.002 (2)
C10	0.023 (3)	0.027 (3)	0.028 (3)	0.004 (2)	0.003 (2)	0.003 (2)
C11	0.032 (3)	0.029 (3)	0.033 (3)	0.002 (3)	0.006 (3)	−0.001 (3)
C12	0.057 (5)	0.033 (3)	0.031 (3)	0.008 (4)	−0.005 (4)	−0.011 (3)
C13	0.039 (4)	0.034 (4)	0.038 (4)	0.001 (3)	−0.005 (3)	−0.004 (3)
C14	0.034 (4)	0.031 (4)	0.049 (5)	−0.005 (3)	−0.004 (3)	0.004 (3)
Cl1	0.0207 (6)	0.0351 (8)	0.0258 (7)	−0.0030 (6)	−0.0009 (6)	0.0029 (6)
Cl2	0.0255 (7)	0.0362 (8)	0.0278 (7)	0.0049 (6)	0.0011 (6)	−0.0056 (6)
Cl3	0.0239 (6)	0.0386 (9)	0.0312 (7)	0.0024 (6)	−0.0081 (6)	−0.0064 (7)
Cl4	0.0282 (7)	0.0296 (8)	0.0437 (9)	−0.0046 (6)	0.0073 (7)	−0.0032 (7)
N1	0.0149 (19)	0.033 (3)	0.022 (2)	−0.002 (2)	−0.0005 (17)	0.003 (2)
N2	0.0113 (19)	0.029 (3)	0.031 (3)	0.0035 (19)	0.0002 (18)	0.002 (2)
N3	0.019 (2)	0.030 (3)	0.040 (3)	0.0024 (19)	0.001 (2)	−0.002 (3)
N4	0.025 (3)	0.034 (3)	0.031 (3)	−0.007 (2)	0.002 (2)	0.001 (2)
Pt1	0.01531 (11)	0.02622 (12)	0.02281 (12)	0.00055 (8)	−0.00071 (8)	−0.00174 (9)

C1—N1	1.342 (8)	C9—N3	1.349 (8)
C1—C2	1.357 (10)	C9—C10	1.484 (9)
C1—H1	0.9300	C10—N4	1.355 (9)
C2—C3	1.379 (11)	C10—C11	1.382 (10)
C2—H2	0.9300	C11—C12	1.373 (11)
C3—C4	1.385 (9)	C11—H11	0.9300
C3—H3	0.9300	C12—C13	1.374 (13)
C4—C5	1.398 (8)	C12—H12	0.9300
C4—H4	0.9300	C13—C14	1.377 (12)
C5—N1	1.353 (8)	C13—H13	0.9300
C5—C6	1.490 (8)	C14—N4	1.339 (10)
C6—N2	1.359 (8)	C14—H14	0.9300
C6—C9	1.411 (9)	Cl1—Pt1	2.3219 (16)
C7—N2	1.338 (7)	Cl2—Pt1	2.2945 (16)
C7—C8	1.379 (10)	Cl3—Pt1	2.3066 (16)
C7—H7	0.9300	Cl4—Pt1	2.3164 (18)
C8—N3	1.315 (10)	N1—Pt1	2.036 (5)
C8—H8	0.9300	N2—Pt1	2.032 (6)

N1—C1—C2	121.2 (7)	C11—C12—C13	119.6 (8)
N1—C1—H1	119.4	C11—C12—H12	120.2
C2—C1—H1	119.4	C13—C12—H12	120.2
C1—C2—C3	119.7 (7)	C12—C13—C14	118.7 (8)
C1—C2—H2	120.2	C12—C13—H13	120.6
C3—C2—H2	120.2	C14—C13—H13	120.6
C2—C3—C4	119.6 (7)	N4—C14—C13	124.1 (8)
C2—C3—H3	120.2	N4—C14—H14	118.0
C4—C3—H3	120.2	C13—C14—H14	118.0
C3—C4—C5	118.8 (6)	C1—N1—C5	120.9 (6)
C3—C4—H4	120.6	C1—N1—Pt1	125.0 (5)
C5—C4—H4	120.6	C5—N1—Pt1	114.1 (4)
N1—C5—C4	119.7 (6)	C7—N2—C6	119.1 (6)
N1—C5—C6	115.3 (5)	C7—N2—Pt1	126.5 (5)
C4—C5—C6	124.9 (6)	C6—N2—Pt1	114.2 (4)
N2—C6—C9	118.6 (6)	C8—N3—C9	118.5 (6)
N2—C6—C5	113.8 (5)	C14—N4—C10	115.4 (7)
C9—C6—C5	127.6 (6)	N2—Pt1—N1	80.4 (2)
N2—C7—C8	120.1 (7)	N2—Pt1—Cl2	176.45 (16)
N2—C7—H7	119.9	N1—Pt1—Cl2	96.12 (17)
C8—C7—H7	119.9	N2—Pt1—Cl3	94.15 (16)
N3—C8—C7	122.1 (6)	N1—Pt1—Cl3	174.20 (18)
N3—C8—H8	119.0	Cl2—Pt1—Cl3	89.26 (6)
C7—C8—H8	119.0	N2—Pt1—Cl4	90.54 (17)
N3—C9—C6	120.2 (6)	N1—Pt1—Cl4	89.68 (17)
N3—C9—C10	116.1 (6)	Cl2—Pt1—Cl4	90.30 (6)
C6—C9—C10	123.5 (6)	Cl3—Pt1—Cl4	92.45 (7)
N4—C10—C11	124.6 (7)	N2—Pt1—Cl1	88.17 (17)
N4—C10—C9	113.8 (6)	N1—Pt1—Cl1	86.68 (17)
C11—C10—C9	121.5 (6)	Cl2—Pt1—Cl1	90.78 (6)
C12—C11—C10	117.6 (7)	Cl3—Pt1—Cl1	91.11 (6)
C12—C11—H11	121.2	Cl4—Pt1—Cl1	176.30 (7)
C10—C11—H11	121.2

N1—C1—C2—C3	−0.5 (12)	C8—C7—N2—C6	−1.0 (10)
C1—C2—C3—C4	2.0 (11)	C8—C7—N2—Pt1	−175.7 (5)
C2—C3—C4—C5	−3.6 (10)	C9—C6—N2—C7	−9.1 (9)
C3—C4—C5—N1	3.6 (9)	C5—C6—N2—C7	169.0 (5)
C3—C4—C5—C6	180.0 (6)	C9—C6—N2—Pt1	166.1 (5)
N1—C5—C6—N2	9.9 (8)	C5—C6—N2—Pt1	−15.7 (7)
C4—C5—C6—N2	−166.6 (6)	C7—C8—N3—C9	−3.2 (11)
N1—C5—C6—C9	−172.2 (6)	C6—C9—N3—C8	−7.3 (10)
C4—C5—C6—C9	11.3 (10)	C10—C9—N3—C8	167.8 (7)
N2—C7—C8—N3	7.7 (11)	C13—C14—N4—C10	2.0 (11)
N2—C6—C9—N3	13.6 (10)	C11—C10—N4—C14	−0.5 (10)
C5—C6—C9—N3	−164.2 (6)	C9—C10—N4—C14	178.0 (6)
N2—C6—C9—C10	−161.1 (6)	C7—N2—Pt1—N1	−172.4 (6)
C5—C6—C9—C10	21.1 (10)	C6—N2—Pt1—N1	12.8 (5)
N3—C9—C10—N4	−132.2 (7)	C7—N2—Pt1—Cl3	9.7 (6)
C6—C9—C10—N4	42.7 (9)	C6—N2—Pt1—Cl3	−165.2 (4)
N3—C9—C10—C11	46.4 (9)	C7—N2—Pt1—Cl4	−82.8 (5)
C6—C9—C10—C11	−138.7 (7)	C6—N2—Pt1—Cl4	102.3 (4)
N4—C10—C11—C12	−2.2 (11)	C7—N2—Pt1—Cl1	100.7 (5)
C9—C10—C11—C12	179.4 (7)	C6—N2—Pt1—Cl1	−74.2 (4)
C10—C11—C12—C13	3.4 (11)	C1—N1—Pt1—N2	172.5 (6)
C11—C12—C13—C14	−2.1 (12)	C5—N1—Pt1—N2	−7.1 (4)
C12—C13—C14—N4	−0.7 (12)	C1—N1—Pt1—Cl2	−8.3 (6)
C2—C1—N1—C5	0.5 (11)	C5—N1—Pt1—Cl2	172.0 (4)
C2—C1—N1—Pt1	−179.1 (6)	C1—N1—Pt1—Cl4	81.9 (6)
C4—C5—N1—C1	−2.1 (9)	C5—N1—Pt1—Cl4	−97.7 (4)
C6—C5—N1—C1	−178.8 (6)	C1—N1—Pt1—Cl1	−98.8 (6)
C4—C5—N1—Pt1	177.5 (5)	C5—N1—Pt1—Cl1	81.6 (4)
C6—C5—N1—Pt1	0.8 (6)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···Cl2	0.93	2.68	3.279 (7)	122
C3—H3···Cl1ⁱ	0.93	2.83	3.557 (7)	136
C4—H4···N4	0.93	2.59	3.000 (10)	107
C7—H7···Cl3	0.93	2.69	3.247 (7)	120
C14—H14···Cl1ⁱⁱ	0.93	2.74	3.599 (8)	154

Cl1—Pt1	2.3219 (16)
Cl2—Pt1	2.2945 (16)
Cl3—Pt1	2.3066 (16)
Cl4—Pt1	2.3164 (18)
N1—Pt1	2.036 (5)
N2—Pt1	2.032 (6)

N2—Pt1—N1	80.4 (2)
N2—Pt1—Cl2	176.45 (16)
N1—Pt1—Cl2	96.12 (17)
N2—Pt1—Cl3	94.15 (16)
N1—Pt1—Cl3	174.20 (18)
Cl2—Pt1—Cl3	89.26 (6)
N2—Pt1—Cl4	90.54 (17)
N1—Pt1—Cl4	89.68 (17)
Cl2—Pt1—Cl4	90.30 (6)
Cl3—Pt1—Cl4	92.45 (7)
N2—Pt1—Cl1	88.17 (17)
N1—Pt1—Cl1	86.68 (17)
Cl2—Pt1—Cl1	90.78 (6)
Cl3—Pt1—Cl1	91.11 (6)
Cl4—Pt1—Cl1	176.30 (7)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C1—H1⋯Cl2	0.93	2.68	3.279 (7)	122
C3—H3⋯Cl1ⁱ	0.93	2.83	3.557 (7)	136
C4—H4⋯N4	0.93	2.59	3.000 (10)	107
C7—H7⋯Cl3	0.93	2.69	3.247 (7)	120
C14—H14⋯Cl1ⁱⁱ	0.93	2.74	3.599 (8)	154

Symmetry codes: (i) ; (ii) .

7 in total

1. Novel reactivity mode of hydroxamic acids: a metalla-pinner reaction.

Authors: Konstantin V Luzyanin; Vadim Yu Kukushkin; Maxim L Kuznetsov; Dmitrii A Garnovskii; Matti Haukka; Armando J L Pombeiro
Journal: Inorg Chem Date: 2002-06-03 Impact factor: 5.165

2. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

3. X-ray structures of the first platinum complexes with Z configuration iminoether ligands: trans-dichlorobis(1-imino-1-methoxy-2,2'-dimethylpropane)platinum(II) and trans-tetrachlorobis(1-imino-1-methoxy-2,2'-dimethylpropane)platinum(IV).

Authors: Ana M Gonzalez; Renzo Cini; Francesco P Intini; Concetta Pacifico; Giovanni Natile
Journal: Inorg Chem Date: 2002-02-11 Impact factor: 5.165

4. Iminoacylation. 1. Addition of Ketoximes or Aldoximes to Platinum(IV)-Bound Organonitriles.

Authors: Vadim Yu. Kukushkin; Tatyana B. Pakhomova; Yuri N. Kukushkin; Rudolf Herrmann; Gabriele Wagner; Armando J. L. Pombeiro
Journal: Inorg Chem Date: 1998-12-14 Impact factor: 5.165

5. Highly potent metallopeptide analogues of luteinizing hormone-releasing hormone.

Authors: S Bajusz; T Janaky; V J Csernus; L Bokser; M Fekete; G Srkalovic; T W Redding; A V Schally
Journal: Proc Natl Acad Sci U S A Date: 1989-08 Impact factor: 11.205

6. Hydrolytic metal-mediated coupling of dialkylcyanamides at a Pt(IV) center giving a new family of diimino ligands.

Authors: Nadezhda A Bokach; Tatyana B Pakhomova; Vadim Yu Kukushkin; Matti Haukka; Armando J L Pombeiro
Journal: Inorg Chem Date: 2003-11-17 Impact factor: 5.165

7. Synthesis of Pt(dpk)Cl(4) and the reversible hydration to Pt(dpk-O-OH)Cl(3).H-phenCl: X-ray, spectroscopic, and electrochemical characterization.

Authors: Katherine N Crowder; Stephanie J Garcia; Rebekah L Burr; J Micah North; Mike H Wilson; Brian L Conley; Phillip E Fanwick; Peter S White; Karl D Sienerth; Robert M Granger
Journal: Inorg Chem Date: 2004-01-12 Impact factor: 5.165