cis-Diamminedichloridoplatinum(II) N,N-dimethyl-formamide monosolvate.

In the title compound, cis-[PtCl₂(NH₃)₂]·C₃H₇NO, the metal complex mol-ecules are stacked parallel to the b axis, forming close Pt⋯Pt inter-actions of 3.4071 (7) and 3.5534 (8) Å and weak N-H⋯Cl hydrogen bonds between the ammine ligand and the Cl atoms of the neighboring complex. Conventional N-H⋯O hydrogen bonds are formed between ammine ligands and the O atom of adjacent N,N-dimethyl-formamide mol-ecules. The crystal was found to be a split crystal and was analyzed using two domains related by a rotation of ca 4.4° about the reciprocal axis (-0.351 1.000 0.742) and refined to give a minor component fraction of 0.084 (6).

Related literature

For a review of platinum anti­cancer coordination compounds, see: Reedijk (2009 ▶). For the preparation of cis-diamminedichloridoplatinum(II), see: Kukushikin et al. (1998 ▶). For single-crystal X-ray and neutron diffraction studies of cis-diamminedichloridoplatinum(II), see: Milburn & Truter (1966 ▶); Ting et al. (2010 ▶). For vibrational studies, see: Nakamoto et al. (1965 ▶). For crystallographic studies of dimethyl­formamide solvates and complexes of cis-diamminedichlorido­platinum(II) and related compounds, see: Raudaschl et al. (1983 ▶, 1985 ▶); Raudaschl-Sieber et al. (1986 ▶); Alston et al. (1985 ▶). For a crystallographic study of palladium analogs, see: Kirik et al. (1996 ▶). For a detailed analysis of linear chainstructures in platinum(II) complexes, see: Connick et al. (1997 ▶). For an analysis of hydrogen bonding in platinum–ammine complexes, see: Brammer et al. (1987 ▶).

Experimental

Crystal data

[PtCl2(NH3)2]·C3H7NO

M = 373.15

Triclinic,

a = 6.2344 (9) Å

b = 6.8196 (11) Å

c = 11.5833 (18) Å

α = 105.285 (4)°

β = 96.061 (4)°

γ = 97.809 (4)°

V = 465.47 (12) Å3

Z = 2

Mo Kα radiation

μ = 15.59 mm−1

T = 200 K

0.46 × 0.36 × 0.10 mm

Data collection

Bruker SMART X2S benchtop diffractometer

Absorption correction: multi-scan (TWINABS; Bruker, 2009 ▶) T min = 0.05, T max = 0.30

7440 measured reflections

1620 independent reflections

1484 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.072

S = 1.07

1620 reflections

96 parameters

H-atom parameters constrained

Δρmax = 1.44 e Å−3

Δρmin = −2.08 e Å−3

Data collection: APEX2 and GIS (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶) and OLEX2 (Dolomanov et al., 2009 ▶); molecular graphics: PLATON (Spek, 2009 ▶), Mercury (Macrae et al., 2008 ▶) and POV-RAY (Cason, 2004 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812024014/pk2417sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812024014/pk2417Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812024014/pk2417Isup3.mol

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

[PtCl2(NH3)2]·C3H7NO	Z = 2
Mr = 373.15	F(000) = 344
Triclinic, P1	Dx = 2.662 Mg m−3
a = 6.2344 (9) Å	Mo Kα radiation, λ = 0.71073 Å
b = 6.8196 (11) Å	Cell parameters from 1090 reflections
c = 11.5833 (18) Å	θ = 3.3–24.8°
α = 105.285 (4)°	µ = 15.59 mm−1
β = 96.061 (4)°	T = 200 K
γ = 97.809 (4)°	Plate, clear yellow
V = 465.47 (12) Å3	0.46 × 0.36 × 0.10 mm

Bruker SMART X2S benchtop diffractometer	1620 independent reflections
Radiation source: fine-focus sealed tube	1484 reflections with I > 2σ(I)
Doubly curved silicon crystal monochromator	Rint = 0.043
Detector resolution: 8.3330 pixels mm-1	θmax = 25.1°, θmin = 3.1°
ω scans	h = −7→7
Absorption correction: multi-scan (TWINABS; Bruker, 2009)	k = −8→7
Tmin = 0.05, Tmax = 0.30	l = 0→13
7440 measured reflections

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2)]
1620 reflections	(Δ/σ)max = 0.001
96 parameters	Δρmax = 1.44 e Å−3
0 restraints	Δρmin = −2.08 e Å−3

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	0.55286 (4)	0.74780 (4)	0.49265 (2)	0.01388 (13)
Cl1	0.6813 (3)	0.6374 (3)	0.31075 (18)	0.0250 (4)
Cl2	0.8971 (3)	0.7991 (3)	0.60324 (18)	0.0244 (4)
N1	0.4361 (11)	0.8403 (11)	0.6522 (6)	0.0211 (15)
H1D	0.5443	0.9266	0.7089	0.025*
H1E	0.3894	0.7281	0.6772	0.025*
H1F	0.3222	0.9076	0.6419	0.025*
N2	0.2485 (11)	0.6999 (11)	0.3960 (6)	0.0236 (15)
H2D	0.1706	0.7943	0.4345	0.028*
H2E	0.1786	0.5706	0.3897	0.028*
H2F	0.2604	0.7135	0.3208	0.028*
O1	1.2567 (10)	0.8302 (10)	1.1506 (5)	0.0335 (15)
N3	0.9601 (11)	0.7534 (9)	1.0048 (6)	0.0254 (17)
C1	0.7242 (15)	0.7227 (15)	0.9760 (9)	0.041 (2)
H1A	0.6598	0.7511	1.0510	0.061*
H1B	0.6694	0.5797	0.9279	0.061*
H1C	0.6836	0.8165	0.9294	0.061*
C2	1.0852 (17)	0.7125 (15)	0.9063 (8)	0.037 (2)
H2A	1.2411	0.7612	0.9374	0.055*
H2B	1.0389	0.7845	0.8476	0.055*
H2C	1.0608	0.5637	0.8667	0.055*
C3	1.0583 (16)	0.8090 (13)	1.1198 (7)	0.027 (2)
H3	0.9686	0.8339	1.1818	0.032*

	U11	U22	U33	U12	U13	U23
Pt1	0.01315 (19)	0.01376 (19)	0.01392 (18)	0.00092 (13)	0.00190 (12)	0.00322 (13)
Cl1	0.0266 (11)	0.0290 (11)	0.0192 (10)	0.0044 (9)	0.0089 (8)	0.0044 (8)
Cl2	0.0164 (10)	0.0311 (12)	0.0230 (10)	0.0032 (9)	−0.0005 (8)	0.0049 (9)
N1	0.018 (4)	0.022 (4)	0.019 (3)	−0.001 (3)	0.000 (3)	0.003 (3)
N2	0.020 (4)	0.029 (4)	0.023 (4)	0.005 (3)	0.003 (3)	0.010 (3)
O1	0.030 (4)	0.037 (4)	0.025 (3)	0.005 (3)	−0.005 (3)	−0.001 (3)
N3	0.031 (5)	0.020 (4)	0.022 (4)	0.003 (3)	0.001 (3)	0.003 (3)
C1	0.036 (6)	0.040 (6)	0.045 (6)	−0.001 (5)	−0.007 (5)	0.017 (5)
C2	0.049 (6)	0.038 (6)	0.022 (5)	0.008 (5)	0.001 (4)	0.009 (4)
C3	0.042 (6)	0.023 (5)	0.013 (4)	0.006 (4)	0.001 (4)	0.001 (4)

Pt1—N1	2.034 (6)	N3—C3	1.339 (10)
Pt1—N2	2.037 (6)	N3—C2	1.437 (11)
Pt1—Cl1	2.3088 (19)	N3—C1	1.447 (11)
Pt1—Cl2	2.313 (2)	C1—H1A	0.9800
N1—H1D	0.9100	C1—H1B	0.9800
N1—H1E	0.9100	C1—H1C	0.9800
N1—H1F	0.9100	C2—H2A	0.9800
N2—H2D	0.9100	C2—H2B	0.9800
N2—H2E	0.9100	C2—H2C	0.9800
N2—H2F	0.9100	C3—H3	0.9500
O1—C3	1.229 (11)
N1—Pt1—N2	91.8 (3)	C3—N3—C2	120.9 (8)
N1—Pt1—Cl1	178.99 (19)	C3—N3—C1	120.9 (8)
N2—Pt1—Cl1	87.6 (2)	C2—N3—C1	118.1 (8)
N1—Pt1—Cl2	87.9 (2)	N3—C1—H1A	109.5
N2—Pt1—Cl2	179.34 (18)	N3—C1—H1B	109.5
Cl1—Pt1—Cl2	92.63 (7)	H1A—C1—H1B	109.5
Pt1—N1—H1D	109.5	N3—C1—H1C	109.5
Pt1—N1—H1E	109.5	H1A—C1—H1C	109.5
H1D—N1—H1E	109.5	H1B—C1—H1C	109.5
Pt1—N1—H1F	109.5	N3—C2—H2A	109.5
H1D—N1—H1F	109.5	N3—C2—H2B	109.5
H1E—N1—H1F	109.5	H2A—C2—H2B	109.5
Pt1—N2—H2D	109.5	N3—C2—H2C	109.5
Pt1—N2—H2E	109.5	H2A—C2—H2C	109.5
H2D—N2—H2E	109.5	H2B—C2—H2C	109.5
Pt1—N2—H2F	109.5	O1—C3—N3	124.3 (8)
H2D—N2—H2F	109.5	O1—C3—H3	117.8
H2E—N2—H2F	109.5	N3—C3—H3	117.8
C2—N3—C3—O1	0.3 (12)	C1—N3—C3—O1	177.2 (8)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1E···Cl1i	0.91	2.51	3.389 (7)	161
N2—H2E···Cl2i	0.91	2.53	3.403 (7)	162
N1—H1D···O1ii	0.91	2.13	3.023 (9)	167
N2—H2F···O1iii	0.91	2.31	3.198 (9)	165

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1E⋯Cl1i	0.91	2.51	3.389 (7)	161
N2—H2E⋯Cl2i	0.91	2.53	3.403 (7)	162
N1—H1D⋯O1ii	0.91	2.13	3.023 (9)	167
N2—H2F⋯O1iii	0.91	2.31	3.198 (9)	165

Symmetry codes: (i) ; (ii) ; (iii) .