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The title complex, trans-[PtIICl2(C15H16ClN5O)2]·2C3H7NO, is centrosymmetric, with square-planar coordination of the Pt atom within a trans-Cl2N2 donor set. The complex is connected through O—H...O hydrogen bonds to two dimethyl­formamide solvent mol­ecules. The complex is the first structural example of a PtII complex involving two coordinated cyclin-dependent kinase inhibitors, viz. 2-chloro-6-[(3-hydroxy­benzyl)amino]-9-isopropyl­purine.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806020241/tk2048sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806020241/tk2048Isup2.hkl
Contains datablock I

CCDC reference: 613833

Key indicators

  • Single-crystal X-ray study
  • T = 105 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.034
  • wR factor = 0.086
  • Data-to-parameter ratio = 13.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.73 Ratio PLAT420_ALERT_2_C D-H Without Acceptor N6 - H6A ... ? PLAT480_ALERT_4_C Long H...A H-Bond Reported H18A .. CL1 .. 2.90 Ang. PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 C3 H7 N O
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2002); cell refinement: CrysAlis RED (Oxford Diffraction, 2002); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Johnson & Burnett, 1996); software used to prepare material for publication: SHELXL97 and PARST (Nardelli, 1995).

trans-Bis{2-chloro-6-[(3-hydroxybenzyl)amino]-9-isopropylpurine- κN7}platinum(II) dimethylformamide disolvate top
Crystal data top
[PtCl2(C15H16ClN5O)2]·2C3H7NOF(000) = 1048
Mr = 1047.74Dx = 1.701 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9013 reflections
a = 9.4136 (4) Åθ = 1.9–29.5°
b = 20.0628 (10) ŵ = 3.75 mm1
c = 10.9064 (5) ÅT = 105 K
β = 96.723 (5)°Prism, yellow
V = 2045.65 (16) Å30.5 × 0.45 × 0.3 mm
Z = 2
Data collection top
Oxford Xcalibur2
diffractometer
3588 independent reflections
Radiation source: fine-focus sealed tube3395 reflections with I > 2σ(I)
Enhance (Oxford Diffraction) monochromatorRint = 0.028
Detector resolution: 16.3 pixels mm-1θmax = 25.0°, θmin = 2.7°
Rotation method, ω scansh = 119
Absorption correction: multi-scan
(Blessing, 1995)
k = 2323
Tmin = 0.151, Tmax = 0.321l = 1212
12305 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.086H-atom parameters constrained
S = 1.28 w = 1/[σ2(Fo2) + (0.0275P)2 + P]
where P = (Fo2 + 2Fc2)/3
3588 reflections(Δ/σ)max = 0.001
264 parametersΔρmax = 1.00 e Å3
0 restraintsΔρmin = 0.74 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pt10.50000.50000.50000.01439 (10)
Cl10.40035 (14)0.37573 (7)1.12244 (11)0.0241 (3)
N10.4840 (4)0.3793 (2)0.9051 (4)0.0172 (9)
O11.0556 (5)0.1860 (2)0.9201 (4)0.0353 (10)
H11.14490.18990.93420.042*
Cl20.71343 (13)0.51968 (7)0.62102 (11)0.0232 (3)
C20.4042 (5)0.4116 (2)0.9770 (4)0.0163 (10)
N30.3252 (4)0.4656 (2)0.9581 (4)0.0156 (8)
C40.3376 (5)0.4903 (2)0.8446 (4)0.0156 (10)
C50.4206 (5)0.4642 (2)0.7588 (4)0.0139 (10)
N60.5682 (4)0.3703 (2)0.7147 (4)0.0183 (9)
H6A0.57750.38790.64210.022*
C60.4942 (5)0.4046 (2)0.7921 (4)0.0141 (10)
N70.3994 (4)0.50356 (19)0.6533 (4)0.0137 (8)
C80.3064 (5)0.5499 (2)0.6764 (4)0.0161 (10)
H8A0.27220.58360.61920.019*
N90.2655 (4)0.54402 (19)0.7904 (4)0.0136 (8)
C90.6337 (5)0.3060 (2)0.7447 (5)0.0194 (11)
H9A0.63260.27990.66750.023*
H9B0.57400.28180.79900.023*
C100.7860 (5)0.3082 (3)0.8077 (5)0.0200 (11)
C110.8548 (6)0.2481 (3)0.8379 (5)0.0228 (11)
H11A0.80520.20730.82060.027*
C120.9959 (6)0.2471 (3)0.8932 (5)0.0221 (11)
C131.0692 (6)0.3060 (3)0.9187 (5)0.0269 (12)
H13A1.16560.30530.95590.032*
C141.0012 (6)0.3658 (3)0.8898 (5)0.0271 (12)
H14A1.05110.40650.90760.033*
C150.8596 (6)0.3671 (3)0.8345 (5)0.0231 (11)
H15A0.81370.40860.81520.028*
C160.1623 (5)0.5865 (2)0.8475 (5)0.0190 (11)
H16A0.16690.57360.93650.023*
C170.0135 (6)0.5731 (3)0.7887 (6)0.0375 (15)
H17A0.00830.52560.79620.056*
H17B0.00550.58540.70120.056*
H17C0.05440.59950.83020.056*
C180.2049 (7)0.6586 (3)0.8426 (6)0.0344 (14)
H18A0.30360.66390.88120.052*
H18B0.14090.68560.88710.052*
H18C0.19790.67310.75640.052*
O21.3289 (5)0.1716 (2)1.0016 (4)0.0373 (11)
N81.5606 (5)0.1500 (2)1.0687 (4)0.0237 (10)
C191.4540 (7)0.1898 (3)1.0282 (5)0.0295 (13)
H19A1.47490.23571.01880.035*
C201.5391 (6)0.0796 (3)1.0895 (6)0.0285 (13)
H20A1.43630.07021.08330.043*
H20B1.58430.06751.17190.043*
H20C1.58200.05371.02720.043*
C211.7070 (6)0.1730 (3)1.0968 (7)0.0379 (15)
H21A1.71370.21951.07060.057*
H21B1.77030.14531.05300.057*
H21C1.73560.16971.18600.057*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.01460 (15)0.01732 (15)0.01152 (15)0.00196 (10)0.00262 (10)0.00142 (10)
Cl10.0291 (7)0.0298 (7)0.0142 (6)0.0015 (5)0.0062 (5)0.0069 (5)
N10.0127 (19)0.026 (2)0.013 (2)0.0003 (17)0.0027 (16)0.0033 (17)
O10.033 (2)0.027 (2)0.044 (3)0.0138 (18)0.002 (2)0.0014 (19)
Cl20.0144 (6)0.0416 (8)0.0138 (6)0.0020 (5)0.0026 (4)0.0030 (5)
C20.020 (2)0.018 (2)0.012 (2)0.006 (2)0.0031 (19)0.0030 (19)
N30.020 (2)0.015 (2)0.012 (2)0.0025 (16)0.0025 (16)0.0005 (16)
C40.013 (2)0.019 (3)0.014 (2)0.0019 (19)0.0015 (19)0.0012 (19)
C50.014 (2)0.015 (2)0.013 (2)0.0016 (18)0.0023 (18)0.0018 (18)
N60.022 (2)0.021 (2)0.013 (2)0.0065 (18)0.0049 (17)0.0027 (17)
C60.015 (2)0.014 (2)0.014 (2)0.0014 (18)0.0017 (18)0.0007 (19)
N70.015 (2)0.017 (2)0.0095 (19)0.0019 (16)0.0043 (16)0.0026 (15)
C80.017 (2)0.016 (2)0.016 (2)0.003 (2)0.0028 (19)0.0002 (19)
N90.017 (2)0.0109 (19)0.014 (2)0.0026 (16)0.0043 (16)0.0006 (15)
C90.025 (3)0.017 (3)0.018 (3)0.006 (2)0.007 (2)0.000 (2)
C100.024 (3)0.024 (3)0.013 (2)0.009 (2)0.007 (2)0.003 (2)
C110.030 (3)0.023 (3)0.017 (3)0.003 (2)0.006 (2)0.001 (2)
C120.026 (3)0.026 (3)0.014 (3)0.012 (2)0.002 (2)0.001 (2)
C130.021 (3)0.040 (3)0.020 (3)0.002 (2)0.002 (2)0.002 (2)
C140.028 (3)0.028 (3)0.026 (3)0.000 (2)0.006 (2)0.001 (2)
C150.026 (3)0.023 (3)0.020 (3)0.005 (2)0.003 (2)0.003 (2)
C160.021 (3)0.018 (3)0.019 (3)0.005 (2)0.006 (2)0.003 (2)
C170.024 (3)0.041 (4)0.048 (4)0.005 (3)0.003 (3)0.017 (3)
C180.036 (3)0.021 (3)0.049 (4)0.000 (2)0.018 (3)0.009 (3)
O20.034 (2)0.035 (2)0.039 (3)0.0134 (19)0.011 (2)0.0093 (19)
N80.027 (2)0.018 (2)0.026 (2)0.0001 (19)0.0044 (19)0.0016 (19)
C190.038 (3)0.026 (3)0.023 (3)0.004 (3)0.001 (2)0.001 (2)
C200.030 (3)0.021 (3)0.036 (3)0.004 (2)0.009 (3)0.001 (2)
C210.030 (3)0.032 (3)0.051 (4)0.007 (3)0.002 (3)0.004 (3)
Geometric parameters (Å, º) top
Pt1—N72.017 (4)C11—H11A0.9500
Pt1—N7i2.017 (4)C12—C131.379 (8)
Pt1—Cl22.3052 (12)C13—C141.380 (8)
Pt1—Cl2i2.3052 (12)C13—H13A0.9500
Cl1—C21.746 (5)C14—C151.397 (8)
N1—C21.319 (7)C14—H14A0.9500
N1—C61.347 (6)C15—H15A0.9500
O1—C121.366 (6)C16—C171.495 (8)
O1—H10.8400C16—C181.503 (8)
C2—N31.315 (6)C16—H16A1.0000
N3—C41.351 (6)C17—H17A0.9800
C4—N91.371 (6)C17—H17B0.9800
C4—C51.389 (7)C17—H17C0.9800
C5—N71.390 (6)C18—H18A0.9800
C5—C61.410 (7)C18—H18B0.9800
N6—C61.344 (6)C18—H18C0.9800
N6—C91.451 (6)O2—C191.235 (7)
N6—H6A0.8800N8—C191.317 (7)
N7—C81.322 (6)N8—C201.447 (7)
C8—N91.349 (6)N8—C211.451 (7)
C8—H8A0.9500C19—H19A0.9500
N9—C161.484 (6)C20—H20A0.9800
C9—C101.517 (7)C20—H20B0.9800
C9—H9A0.9900C20—H20C0.9800
C9—H9B0.9900C21—H21A0.9800
C10—C151.383 (8)C21—H21B0.9800
C10—C111.391 (7)C21—H21C0.9800
C11—C121.393 (8)
N7—Pt1—N7i180C13—C12—C11120.3 (5)
N7—Pt1—Cl288.94 (12)C12—C13—C14119.4 (5)
N7i—Pt1—Cl291.06 (12)C12—C13—H13A120.3
N7—Pt1—Cl2i91.06 (12)C14—C13—H13A120.3
N7i—Pt1—Cl2i88.94 (12)C13—C14—C15120.6 (5)
Cl2—Pt1—Cl2i180C13—C14—H14A119.7
C2—N1—C6117.7 (4)C15—C14—H14A119.7
C12—O1—H1109.5C10—C15—C14120.3 (5)
N3—C2—N1131.5 (5)C10—C15—H15A119.9
N3—C2—Cl1114.3 (4)C14—C15—H15A119.9
N1—C2—Cl1114.2 (4)N9—C16—C17110.1 (4)
C2—N3—C4109.8 (4)N9—C16—C18110.3 (4)
N3—C4—N9126.3 (4)C17—C16—C18113.5 (5)
N3—C4—C5126.5 (5)N9—C16—H16A107.6
N9—C4—C5107.1 (4)C17—C16—H16A107.6
C4—C5—N7107.9 (4)C18—C16—H16A107.6
C4—C5—C6116.4 (4)C16—C17—H17A109.5
N7—C5—C6135.5 (4)C16—C17—H17B109.5
C6—N6—C9123.4 (4)H17A—C17—H17B109.5
C6—N6—H6A118.3C16—C17—H17C109.5
C9—N6—H6A118.3H17A—C17—H17C109.5
N6—C6—N1118.7 (4)H17B—C17—H17C109.5
N6—C6—C5123.2 (4)C16—C18—H18A109.5
N1—C6—C5118.0 (4)C16—C18—H18B109.5
C8—N7—C5106.0 (4)H18A—C18—H18B109.5
C8—N7—Pt1124.6 (3)C16—C18—H18C109.5
C5—N7—Pt1129.1 (3)H18A—C18—H18C109.5
N7—C8—N9112.4 (4)H18B—C18—H18C109.5
N7—C8—H8A123.8C19—N8—C20121.9 (5)
N9—C8—H8A123.8C19—N8—C21123.0 (5)
C8—N9—C4106.6 (4)C20—N8—C21115.1 (5)
C8—N9—C16127.4 (4)O2—C19—N8124.6 (6)
C4—N9—C16125.9 (4)O2—C19—H19A117.7
N6—C9—C10115.4 (4)N8—C19—H19A117.7
N6—C9—H9A108.4N8—C20—H20A109.5
C10—C9—H9A108.4N8—C20—H20B109.5
N6—C9—H9B108.4H20A—C20—H20B109.5
C10—C9—H9B108.4N8—C20—H20C109.5
H9A—C9—H9B107.5H20A—C20—H20C109.5
C15—C10—C11118.9 (5)H20B—C20—H20C109.5
C15—C10—C9123.0 (5)N8—C21—H21A109.5
C11—C10—C9118.1 (5)N8—C21—H21B109.5
C10—C11—C12120.6 (5)H21A—C21—H21B109.5
C10—C11—H11A119.7N8—C21—H21C109.5
C12—C11—H11A119.7H21A—C21—H21C109.5
O1—C12—C13122.8 (5)H21B—C21—H21C109.5
O1—C12—C11116.9 (5)
C6—N1—C2—N32.3 (8)Pt1—N7—C8—N9174.2 (3)
C6—N1—C2—Cl1178.9 (3)N7—C8—N9—C40.2 (6)
N1—C2—N3—C42.5 (7)N7—C8—N9—C16179.4 (4)
Cl1—C2—N3—C4178.8 (3)N3—C4—N9—C8178.1 (5)
C2—N3—C4—N9176.5 (5)C5—C4—N9—C80.7 (5)
C2—N3—C4—C50.4 (7)N3—C4—N9—C161.5 (8)
N3—C4—C5—N7178.3 (4)C5—C4—N9—C16178.9 (4)
N9—C4—C5—N70.9 (5)C6—N6—C9—C1089.7 (6)
N3—C4—C5—C62.9 (7)N6—C9—C10—C150.5 (7)
N9—C4—C5—C6174.5 (4)N6—C9—C10—C11179.5 (4)
C9—N6—C6—N12.4 (7)C15—C10—C11—C120.6 (8)
C9—N6—C6—C5174.4 (4)C9—C10—C11—C12178.5 (5)
C2—N1—C6—N6176.2 (4)C10—C11—C12—O1179.9 (5)
C2—N1—C6—C50.7 (7)C10—C11—C12—C130.0 (8)
C4—C5—C6—N6173.9 (4)O1—C12—C13—C14179.4 (5)
N7—C5—C6—N60.1 (9)C11—C12—C13—C140.4 (8)
C4—C5—C6—N13.0 (6)C12—C13—C14—C150.3 (8)
N7—C5—C6—N1176.7 (5)C11—C10—C15—C140.7 (8)
C4—C5—N7—C80.8 (5)C9—C10—C15—C14178.3 (5)
C6—C5—N7—C8173.3 (5)C13—C14—C15—C100.2 (8)
C4—C5—N7—Pt1173.4 (3)C8—N9—C16—C1771.7 (6)
C6—C5—N7—Pt112.4 (8)C4—N9—C16—C17107.9 (6)
Cl2—Pt1—N7—C8113.9 (4)C8—N9—C16—C1854.3 (7)
Cl2i—Pt1—N7—C866.1 (4)C4—N9—C16—C18126.2 (5)
Cl2—Pt1—N7—C559.3 (4)C20—N8—C19—O21.8 (9)
Cl2i—Pt1—N7—C5120.7 (4)C21—N8—C19—O2178.8 (6)
C5—N7—C8—N90.4 (5)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1···O20.841.842.637 (6)159
C20—H20C···Cl2ii0.982.743.660 (6)156
C20—H20A···Cl2iii0.982.833.706 (6)149
C18—H18A···Cl1iv0.982.903.755 (6)146
Symmetry codes: (ii) x+5/2, y1/2, z+3/2; (iii) x+1/2, y+1/2, z+1/2; (iv) x+1, y+1, z+2.
 

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