Literature DB >> 21579949

[N,N-Bis(diphenyl-phosphino)propyl-amine-κP,P']dichloridoplatinum(II).

Nicoline Cloete1, Hendrik G Visser, Andreas Roodt.   

Abstract

The Pt(II) atom in the title compound, [n class="Chemical">PtCl(2)(C(27)H(27)NP(2))], has a highly distorted square-planar geometry, as evidenced by the P-Pt-P bite angle [72.4 (1)°]. The strain in the complex is further illustrated by the distorted tetra-hedral angles of the P atoms, which range between 93.5 (1) and 122.2 (1)°. It is of inter-est to note that the N atom has to adopt an almost planar geometry with the two P atoms and the C atom attached to it [it is displaced by 0.093 (2) Å from the CP(2) plane] in order to accommodate the steric bulk of the phenyl groups and the alkyl group of the ligand coordinated to the Pt(II) centre. The mol-ecules pack in horizontal rows across the bc plane. C-H⋯Cl hydrogen bonds stabilize the crystal packing.

Entities:  

Year:  2009        PMID: 21579949      PMCID: PMC2980280          DOI: 10.1107/S160053680905301X

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


Related literature

For related platinum(II) complexes, see: Browning et al. (1992 ▶); Calabrò et al. (2004 ▶); Fei et al. (2006 ▶).

Experimental

Crystal data

[PtCl2(n class="CellLine">C27H27NP2)] M = 693.43 Monoclinic, a = 10.6301 (4) Å b = 18.8117 (7) Å c = 12.7653 (5) Å β = 97.326 (1)° V = 2531.84 (17) Å3 Z = 4 Mo Kα radiation μ = 5.90 mm−1 T = 101 K 0.38 × 0.10 × 0.02 mm

Data collection

Bruker X8 APEXII Kappa CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.213, T max = 0.891 50743 measured reflections 6276 independent reflections 5347 reflections with I > 2σ(I) R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.022 wR(F 2) = 0.053 S = 1.04 6276 reflections 298 parameters H-atom parameters constrained Δρmax = 1.55 e Å−3 Δρmin = −0.63 e Å−3 Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 1999 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶). Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053680905301X/hy2248sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S160053680905301X/hy2248Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[PtCl2(C27H27NP2)]F(000) = 1352
Mr = 693.43Dx = 1.819 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 6904 reflections
a = 10.6301 (4) Åθ = 2.6–28.2°
b = 18.8117 (7) ŵ = 5.90 mm1
c = 12.7653 (5) ÅT = 101 K
β = 97.326 (1)°Plate, colourless
V = 2531.84 (17) Å30.38 × 0.10 × 0.02 mm
Z = 4
Bruker X8 APEXII Kappa CCD diffractometer5347 reflections with I > 2σ(I)
ω and φ scansRint = 0.052
Absorption correction: multi-scan (SADABS; Bruker, 2001)θmax = 28.3°, θmin = 2.2°
Tmin = 0.213, Tmax = 0.891h = −14→14
50743 measured reflectionsk = −25→25
6276 independent reflectionsl = −17→17
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.022w = 1/[σ2(Fo2) + (0.0238P)2 + 1.2293P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.053(Δ/σ)max = 0.002
S = 1.04Δρmax = 1.55 e Å3
6276 reflectionsΔρmin = −0.63 e Å3
298 parameters
Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 20 s/frame. A total of 1264 frames were collected with a frame width of 0.5° covering up to θ = 28.23° with 99.6% completeness accomplished.
xyzUiso*/Ueq
N10.3830 (2)0.20629 (12)0.24699 (19)0.0122 (5)
P10.27187 (7)0.19470 (4)0.33006 (6)0.01071 (15)
P20.39535 (7)0.29612 (4)0.24933 (6)0.01051 (15)
Cl10.10041 (7)0.29205 (4)0.47535 (6)0.01820 (15)
Cl20.23004 (7)0.43335 (4)0.36231 (6)0.01938 (16)
Pt0.250086 (9)0.308869 (5)0.357534 (8)0.00997 (4)
C10.4307 (3)0.15118 (15)0.1788 (2)0.0152 (6)
H1A0.44190.17310.110.018*
H1B0.36540.11360.16510.018*
C20.5540 (3)0.11697 (16)0.2238 (2)0.0209 (7)
H2A0.54780.09990.29630.025*
H2B0.62320.15250.22760.025*
C30.5846 (3)0.05447 (15)0.1546 (2)0.0205 (7)
H3A0.66490.03270.18470.031*
H3B0.59180.07150.08310.031*
H3C0.51650.01910.15180.031*
C110.1349 (3)0.15250 (15)0.2579 (2)0.0129 (6)
C120.1292 (3)0.07992 (16)0.2354 (2)0.0178 (6)
H120.19630.04950.26380.021*
C130.0254 (3)0.05216 (17)0.1714 (2)0.0208 (7)
H130.02150.00260.15690.025*
C14−0.0725 (3)0.09605 (17)0.1286 (2)0.0210 (7)
H14−0.14270.07670.08420.025*
C15−0.0678 (3)0.16837 (18)0.1507 (2)0.0204 (7)
H15−0.13520.19850.12190.025*
C160.0354 (3)0.19657 (16)0.2150 (2)0.0174 (6)
H160.03850.24610.22990.021*
C210.3394 (3)0.13850 (15)0.4372 (2)0.0123 (6)
C220.4622 (3)0.15416 (16)0.4831 (2)0.0189 (6)
H220.50720.19210.45570.023*
C230.5195 (3)0.11521 (16)0.5679 (2)0.0192 (7)
H230.60350.12640.59810.023*
C240.4550 (3)0.06004 (16)0.6087 (2)0.0189 (6)
H240.49450.0330.66670.023*
C250.3330 (3)0.04456 (17)0.5647 (3)0.0255 (7)
H250.28850.00660.59250.031*
C260.2738 (3)0.08392 (16)0.4798 (2)0.0206 (7)
H260.18890.07350.45110.025*
C310.5551 (3)0.32517 (15)0.2956 (2)0.0134 (6)
C320.6533 (3)0.31537 (15)0.2338 (2)0.0174 (6)
H320.63760.29250.16710.021*
C330.7734 (3)0.33934 (17)0.2709 (3)0.0226 (7)
H330.84130.33160.23050.027*
C340.7957 (3)0.37464 (17)0.3668 (3)0.0250 (8)
H340.87860.39120.39140.03*
C350.6988 (3)0.38594 (16)0.4269 (3)0.0205 (7)
H350.71460.41090.49190.025*
C360.5776 (3)0.36064 (15)0.3920 (2)0.0157 (6)
H360.51070.36750.43370.019*
C410.3704 (3)0.32672 (15)0.1144 (2)0.0124 (6)
C420.2932 (3)0.28739 (15)0.0390 (2)0.0152 (6)
H420.2530.24530.05930.018*
C430.2749 (3)0.30953 (15)−0.0655 (2)0.0158 (6)
H430.22150.283−0.11670.019*
C440.3346 (3)0.37023 (16)−0.0948 (2)0.0169 (6)
H440.32450.3846−0.16670.02*
C450.4088 (3)0.41015 (16)−0.0201 (2)0.0182 (6)
H450.44770.4525−0.04060.022*
C460.4272 (3)0.38889 (15)0.0847 (2)0.0169 (6)
H460.47820.41660.1360.02*
U11U22U33U12U13U23
N10.0146 (12)0.0097 (12)0.0134 (12)0.0010 (9)0.0058 (10)0.0007 (9)
P10.0109 (3)0.0113 (4)0.0104 (3)0.0002 (3)0.0030 (3)0.0000 (3)
P20.0100 (3)0.0112 (4)0.0104 (4)0.0005 (3)0.0014 (3)0.0010 (3)
Cl10.0176 (4)0.0213 (4)0.0176 (4)0.0008 (3)0.0093 (3)−0.0008 (3)
Cl20.0240 (4)0.0116 (3)0.0225 (4)0.0025 (3)0.0025 (3)0.0003 (3)
Pt0.01023 (6)0.01022 (6)0.00961 (6)0.00052 (4)0.00187 (4)−0.00044 (4)
C10.0176 (15)0.0141 (15)0.0151 (15)−0.0014 (12)0.0065 (12)−0.0006 (11)
C20.0232 (17)0.0208 (17)0.0182 (16)0.0031 (13)0.0009 (13)0.0009 (13)
C30.0251 (17)0.0124 (15)0.0257 (17)0.0050 (13)0.0099 (14)0.0021 (13)
C110.0131 (14)0.0176 (15)0.0084 (14)−0.0023 (11)0.0034 (11)0.0003 (11)
C120.0166 (15)0.0183 (16)0.0192 (16)0.0002 (12)0.0044 (12)−0.0024 (12)
C130.0231 (16)0.0186 (16)0.0215 (17)−0.0059 (13)0.0056 (13)−0.0064 (13)
C140.0156 (15)0.0328 (19)0.0146 (16)−0.0079 (13)0.0022 (12)−0.0028 (13)
C150.0168 (15)0.0304 (18)0.0140 (15)−0.0009 (13)0.0014 (12)0.0030 (13)
C160.0158 (15)0.0174 (16)0.0191 (16)−0.0006 (12)0.0022 (12)−0.0012 (12)
C210.0148 (14)0.0111 (14)0.0117 (14)0.0015 (11)0.0039 (11)−0.0004 (11)
C220.0185 (16)0.0192 (16)0.0189 (16)−0.0045 (13)0.0023 (13)0.0066 (13)
C230.0131 (15)0.0239 (17)0.0201 (16)−0.0035 (12)−0.0002 (12)0.0047 (13)
C240.0231 (16)0.0166 (16)0.0169 (16)0.0041 (13)0.0020 (13)0.0056 (12)
C250.0296 (18)0.0218 (17)0.0246 (18)−0.0095 (14)0.0019 (14)0.0101 (14)
C260.0158 (15)0.0250 (17)0.0203 (16)−0.0040 (13)−0.0004 (12)0.0032 (13)
C310.0120 (14)0.0131 (14)0.0149 (15)−0.0023 (11)0.0006 (11)0.0045 (11)
C320.0177 (15)0.0172 (16)0.0175 (16)0.0015 (12)0.0026 (12)0.0065 (12)
C330.0148 (15)0.0212 (17)0.0321 (19)0.0021 (13)0.0043 (14)0.0129 (14)
C340.0143 (15)0.0197 (17)0.038 (2)−0.0043 (13)−0.0084 (14)0.0147 (14)
C350.0249 (17)0.0144 (15)0.0191 (16)−0.0019 (13)−0.0096 (13)0.0035 (12)
C360.0176 (15)0.0145 (15)0.0140 (15)0.0002 (12)−0.0016 (12)0.0043 (11)
C410.0129 (14)0.0129 (14)0.0114 (14)0.0033 (11)0.0020 (11)0.0011 (11)
C420.0176 (15)0.0114 (14)0.0160 (15)0.0007 (11)0.0003 (12)−0.0003 (11)
C430.0207 (16)0.0157 (15)0.0106 (14)0.0026 (12)0.0001 (12)−0.0038 (11)
C440.0183 (15)0.0221 (16)0.0099 (14)0.0077 (12)0.0002 (12)0.0024 (12)
C450.0177 (15)0.0178 (16)0.0189 (16)−0.0050 (12)0.0015 (12)0.0069 (12)
C460.0159 (15)0.0153 (15)0.0179 (16)−0.0017 (12)−0.0039 (12)0.0011 (12)
N1—C11.484 (3)C21—C221.393 (4)
N1—P21.695 (2)C22—C231.383 (4)
N1—P11.699 (2)C22—H220.95
P1—C211.804 (3)C23—C241.383 (4)
P1—C111.804 (3)C23—H230.95
Pt—P12.1932 (7)C24—C251.378 (4)
P1—P22.6019 (10)C24—H240.95
P2—C411.804 (3)C25—C261.394 (4)
P2—C311.810 (3)C25—H250.95
Pt—P22.2121 (7)C26—H260.95
Pt—Cl12.3461 (7)C31—C361.394 (4)
Pt—Cl22.3528 (7)C31—C321.399 (4)
C1—C21.507 (4)C32—C331.379 (4)
C1—H1A0.99C32—H320.95
C1—H1B0.99C33—C341.387 (5)
C2—C31.530 (4)C33—H330.95
C2—H2A0.99C34—C351.377 (5)
C2—H2B0.99C34—H340.95
C3—H3A0.98C35—C361.392 (4)
C3—H3B0.98C35—H350.95
C3—H3C0.98C36—H360.95
C11—C121.395 (4)C41—C461.391 (4)
C11—C161.400 (4)C41—C421.394 (4)
C12—C131.388 (4)C42—C431.388 (4)
C12—H120.95C42—H420.95
C13—C141.385 (4)C43—C441.381 (4)
C13—H130.95C43—H430.95
C14—C151.389 (4)C44—C451.380 (4)
C14—H140.95C44—H440.95
C15—C161.389 (4)C45—C461.386 (4)
C15—H150.95C45—H450.95
C16—H160.95C46—H460.95
C21—C261.390 (4)
C1—N1—P2132.48 (19)C14—C15—H15120
C1—N1—P1126.38 (19)C15—C16—C11120.4 (3)
P2—N1—P1100.11 (12)C15—C16—H16119.8
N1—P1—C21107.92 (12)C11—C16—H16119.8
N1—P1—C11108.52 (12)C26—C21—C22118.8 (3)
C21—P1—C11110.26 (14)C26—C21—P1124.0 (2)
N1—P1—Pt94.02 (8)C22—C21—P1117.1 (2)
C21—P1—Pt119.51 (10)C23—C22—C21120.9 (3)
C11—P1—Pt114.70 (10)C23—C22—H22119.6
C21—P1—P2123.93 (10)C21—C22—H22119.6
C11—P1—P2122.36 (10)C22—C23—C24120.2 (3)
Pt—P1—P254.13 (2)C22—C23—H23119.9
N1—P2—C41107.43 (13)C24—C23—H23119.9
N1—P2—C31111.98 (13)C25—C24—C23119.4 (3)
C41—P2—C31103.49 (13)C25—C24—H24120.3
N1—P2—Pt93.46 (8)C23—C24—H24120.3
C41—P2—Pt122.17 (9)C24—C25—C26120.9 (3)
C31—P2—Pt117.65 (10)C24—C25—H25119.6
C41—P2—P1126.30 (10)C26—C25—H25119.6
C31—P2—P1126.28 (10)C21—C26—C25119.8 (3)
Pt—P2—P153.46 (2)C21—C26—H26120.1
P1—Pt—P272.40 (3)C25—C26—H26120.1
P1—Pt—Cl193.70 (3)C36—C31—C32120.3 (3)
P2—Pt—Cl1165.96 (3)C36—C31—P2118.8 (2)
P1—Pt—Cl2172.11 (3)C32—C31—P2120.9 (2)
P2—Pt—Cl2101.35 (3)C33—C32—C31119.2 (3)
Cl1—Pt—Cl292.67 (3)C33—C32—H32120.4
N1—C1—C2114.9 (2)C31—C32—H32120.4
N1—C1—H1A108.6C32—C33—C34120.4 (3)
C2—C1—H1A108.6C32—C33—H33119.8
N1—C1—H1B108.6C34—C33—H33119.8
C2—C1—H1B108.6C35—C34—C33120.7 (3)
H1A—C1—H1B107.5C35—C34—H34119.7
C1—C2—C3110.3 (3)C33—C34—H34119.7
C1—C2—H2A109.6C34—C35—C36119.8 (3)
C3—C2—H2A109.6C34—C35—H35120.1
C1—C2—H2B109.6C36—C35—H35120.1
C3—C2—H2B109.6C35—C36—C31119.6 (3)
H2A—C2—H2B108.1C35—C36—H36120.2
C2—C3—H3A109.5C31—C36—H36120.2
C2—C3—H3B109.5C46—C41—C42119.8 (3)
H3A—C3—H3B109.5C46—C41—P2120.8 (2)
C2—C3—H3C109.5C42—C41—P2119.4 (2)
H3A—C3—H3C109.5C43—C42—C41120.1 (3)
H3B—C3—H3C109.5C43—C42—H42119.9
C12—C11—C16119.2 (3)C41—C42—H42119.9
C12—C11—P1123.2 (2)C44—C43—C42119.7 (3)
C16—C11—P1117.4 (2)C44—C43—H43120.1
C13—C12—C11120.0 (3)C42—C43—H43120.1
C13—C12—H12120C45—C44—C43120.3 (3)
C11—C12—H12120C45—C44—H44119.8
C14—C13—C12120.6 (3)C43—C44—H44119.8
C14—C13—H13119.7C44—C45—C46120.5 (3)
C12—C13—H13119.7C44—C45—H45119.7
C13—C14—C15119.8 (3)C46—C45—H45119.7
C13—C14—H14120.1C45—C46—C41119.5 (3)
C15—C14—H14120.1C45—C46—H46120.2
C16—C15—C14120.0 (3)C41—C46—H46120.2
C16—C15—H15120
C1—N1—P1—C2168.6 (3)C16—C11—C12—C13−0.3 (4)
P2—N1—P1—C21−121.87 (13)P1—C11—C12—C13−174.2 (2)
C1—N1—P1—C11−50.9 (3)C11—C12—C13—C140.7 (4)
P2—N1—P1—C11118.66 (14)C12—C13—C14—C15−0.8 (5)
C1—N1—P1—Pt−168.6 (2)C13—C14—C15—C160.5 (4)
P2—N1—P1—Pt0.93 (11)C14—C15—C16—C11−0.1 (4)
C1—N1—P1—P2−169.5 (3)C12—C11—C16—C150.0 (4)
C1—N1—P2—C4142.3 (3)P1—C11—C16—C15174.3 (2)
P1—N1—P2—C41−126.24 (13)N1—P1—C21—C26−138.4 (3)
C1—N1—P2—C31−70.6 (3)C11—P1—C21—C26−20.0 (3)
P1—N1—P2—C31120.79 (14)Pt—P1—C21—C26116.1 (2)
C1—N1—P2—Pt167.6 (2)P2—P1—C21—C26−179.4 (2)
P1—N1—P2—Pt−0.92 (11)N1—P1—C21—C2245.4 (3)
C1—N1—P2—P1168.6 (3)C11—P1—C21—C22163.8 (2)
C21—P1—P2—N176.89 (17)Pt—P1—C21—C22−60.1 (2)
C11—P1—P2—N1−80.10 (17)P2—P1—C21—C224.4 (3)
Pt—P1—P2—N1−178.85 (13)C26—C21—C22—C231.5 (5)
N1—P1—P2—C4172.71 (17)P1—C21—C22—C23177.9 (2)
C21—P1—P2—C41149.61 (16)C21—C22—C23—C24−0.3 (5)
C11—P1—P2—C41−7.38 (17)C22—C23—C24—C25−0.4 (5)
Pt—P1—P2—C41−106.14 (12)C23—C24—C25—C26−0.2 (5)
N1—P1—P2—C31−81.22 (18)C22—C21—C26—C25−2.1 (5)
C21—P1—P2—C31−4.33 (17)P1—C21—C26—C25−178.2 (2)
C11—P1—P2—C31−161.32 (16)C24—C25—C26—C211.5 (5)
Pt—P1—P2—C3199.93 (12)N1—P2—C31—C36−113.0 (2)
N1—P1—P2—Pt178.85 (13)C41—P2—C31—C36131.6 (2)
C21—P1—P2—Pt−104.26 (11)Pt—P2—C31—C36−6.4 (3)
C11—P1—P2—Pt98.75 (11)P1—P2—C31—C36−69.7 (3)
N1—P1—Pt—P2−0.74 (9)N1—P2—C31—C3270.1 (3)
C21—P1—Pt—P2112.48 (11)C41—P2—C31—C32−45.3 (3)
C11—P1—Pt—P2−113.24 (10)Pt—P2—C31—C32176.61 (19)
N1—P1—Pt—Cl1−178.70 (9)P1—P2—C31—C32113.3 (2)
C21—P1—Pt—Cl1−65.49 (11)C36—C31—C32—C331.9 (4)
C11—P1—Pt—Cl168.80 (10)P2—C31—C32—C33178.9 (2)
P2—P1—Pt—Cl1−177.96 (3)C31—C32—C33—C34−1.9 (4)
N1—P2—Pt—P10.74 (9)C32—C33—C34—C350.4 (5)
C41—P2—Pt—P1113.85 (12)C33—C34—C35—C361.1 (4)
C31—P2—Pt—P1−116.32 (11)C34—C35—C36—C31−1.1 (4)
N1—P2—Pt—Cl19.15 (15)C32—C31—C36—C35−0.4 (4)
C41—P2—Pt—Cl1122.27 (15)P2—C31—C36—C35−177.4 (2)
C31—P2—Pt—Cl1−107.90 (14)N1—P2—C41—C46−150.9 (2)
P1—P2—Pt—Cl18.41 (11)C31—P2—C41—C46−32.3 (3)
N1—P2—Pt—Cl2−174.28 (9)Pt—P2—C41—C46103.3 (2)
C41—P2—Pt—Cl2−61.16 (12)P1—P2—C41—C46169.10 (19)
C31—P2—Pt—Cl268.67 (11)N1—P2—C41—C4229.1 (3)
P1—P2—Pt—Cl2−175.02 (3)C31—P2—C41—C42147.7 (2)
P2—N1—C1—C296.3 (3)Pt—P2—C41—C42−76.7 (2)
P1—N1—C1—C2−97.7 (3)P1—P2—C41—C42−10.9 (3)
N1—C1—C2—C3172.2 (2)C46—C41—C42—C431.1 (4)
N1—P1—C11—C1278.3 (3)P2—C41—C42—C43−178.8 (2)
C21—P1—C11—C12−39.7 (3)C41—C42—C43—C440.7 (4)
Pt—P1—C11—C12−178.1 (2)C42—C43—C44—C45−2.1 (4)
P2—P1—C11—C12120.1 (2)C43—C44—C45—C461.7 (5)
N1—P1—C11—C16−95.8 (2)C44—C45—C46—C410.2 (5)
C21—P1—C11—C16146.2 (2)C42—C41—C46—C45−1.6 (4)
Pt—P1—C11—C167.9 (3)P2—C41—C46—C45178.4 (2)
P2—P1—C11—C16−54.0 (3)
D—H···AD—HH···AD···AD—H···A
C1—H1A···Cl1i0.992.643.512 (3)147
Table 1

Selected bond lengths (Å)

Pt—P12.1932 (7)
Pt—P22.2121 (7)
Pt—Cl12.3461 (7)
Pt—Cl22.3528 (7)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯ADAD—H⋯A
C1—H1A⋯Cl1i0.992.643.512 (3)147

Symmetry code: (i) .

  1 in total

1.  A short history of SHELX.

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

  1 in total
  1 in total

1.  Bis[N,N-bis-(diphenyl-phosphan-yl)cyclo-penta-namine-κ²P,P']platinum(II) bis-(trifluoro-methane-sulfonate).

Authors:  Ilana Engelbrecht; Hendrik G Visser; Andreas Roodt
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-16
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.