metal-organic compounds
[N,N-Bis(diphenylphosphino)propylamine-κ2P,P′]dichloridoplatinum(II)
aDepartment of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
*Correspondence e-mail: cloeten.sci@ufs.ac.za
The Pt(II) atom in the title compound, [PtCl2(C27H27NP2)], 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 tetrahedral angles of the P atoms, which range between 93.5 (1) and 122.2 (1)°. It is of interest 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 CP2 plane] in order to accommodate the steric bulk of the phenyl groups and the alkyl group of the ligand coordinated to the PtII centre. The molecules pack in horizontal rows across the bc plane. C—H⋯Cl hydrogen bonds stabilize the crystal packing.
Related literature
For related platinum(II) complexes, see: Browning et al. (1992); Calabrò et al. (2004); Fei et al. (2006).
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2007); cell 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).
Supporting information
10.1107/S160053680905301X/hy2248sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053680905301X/hy2248Isup2.hkl
Pt(cod)Cl2 (50 mg, 0.13 mmol) (cod = 1,5-cyclooctadiene) was dissolved in dichloromethane (15 ml). Bis(diphenylphosphino)propylamine (57.1 mg, 0.13 mmol) was also dissolved in dichloromethane (10 ml) and was added dropwise to the Pt(cod)Cl2 solution. The solution was stirred for 2 h at room temperature. The reaction mixture was layered with methanol (10 ml). Colourless single crystals suitable for X-ray crystallography was obtained after 1 d (yield 0.066 g, 73.4%).
H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.95 (aromatic), 0.99 (CH2) and 0.98 (CH3) Å and with Uiso(H) = 1.2(1.5 for methyl)Ueq(C). The highest residual electron density was found 0.84Å from Pt and the deepest hole 0.68Å from Pt.
Data collection: APEX2 (Bruker, 2007); cell
SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus (Bruker, 2007); 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).[PtCl2(C27H27NP2)] | F(000) = 1352 |
Mr = 693.43 | Dx = 1.819 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 6904 reflections |
a = 10.6301 (4) Å | θ = 2.6–28.2° |
b = 18.8117 (7) Å | µ = 5.90 mm−1 |
c = 12.7653 (5) Å | T = 101 K |
β = 97.326 (1)° | Plate, colourless |
V = 2531.84 (17) Å3 | 0.38 × 0.10 × 0.02 mm |
Z = 4 |
Bruker X8 APEXII Kappa CCD diffractometer | 5347 reflections with I > 2σ(I) |
ω and ϕ scans | Rint = 0.052 |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | θmax = 28.3°, θmin = 2.2° |
Tmin = 0.213, Tmax = 0.891 | h = −14→14 |
50743 measured reflections | k = −25→25 |
6276 independent reflections | l = −17→17 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.022 | w = 1/[σ2(Fo2) + (0.0238P)2 + 1.2293P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.053 | (Δ/σ)max = 0.002 |
S = 1.04 | Δρmax = 1.55 e Å−3 |
6276 reflections | Δρmin = −0.63 e Å−3 |
298 parameters |
[PtCl2(C27H27NP2)] | V = 2531.84 (17) Å3 |
Mr = 693.43 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 10.6301 (4) Å | µ = 5.90 mm−1 |
b = 18.8117 (7) Å | T = 101 K |
c = 12.7653 (5) Å | 0.38 × 0.10 × 0.02 mm |
β = 97.326 (1)° |
Bruker X8 APEXII Kappa CCD diffractometer | 6276 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 5347 reflections with I > 2σ(I) |
Tmin = 0.213, Tmax = 0.891 | Rint = 0.052 |
50743 measured reflections |
R[F2 > 2σ(F2)] = 0.022 | 0 restraints |
wR(F2) = 0.053 | H-atom parameters constrained |
S = 1.04 | Δρmax = 1.55 e Å−3 |
6276 reflections | Δρmin = −0.63 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
N1 | 0.3830 (2) | 0.20629 (12) | 0.24699 (19) | 0.0122 (5) | |
P1 | 0.27187 (7) | 0.19470 (4) | 0.33006 (6) | 0.01071 (15) | |
P2 | 0.39535 (7) | 0.29612 (4) | 0.24933 (6) | 0.01051 (15) | |
Cl1 | 0.10041 (7) | 0.29205 (4) | 0.47535 (6) | 0.01820 (15) | |
Cl2 | 0.23004 (7) | 0.43335 (4) | 0.36231 (6) | 0.01938 (16) | |
Pt | 0.250086 (9) | 0.308869 (5) | 0.357534 (8) | 0.00997 (4) | |
C1 | 0.4307 (3) | 0.15118 (15) | 0.1788 (2) | 0.0152 (6) | |
H1A | 0.4419 | 0.1731 | 0.11 | 0.018* | |
H1B | 0.3654 | 0.1136 | 0.1651 | 0.018* | |
C2 | 0.5540 (3) | 0.11697 (16) | 0.2238 (2) | 0.0209 (7) | |
H2A | 0.5478 | 0.0999 | 0.2963 | 0.025* | |
H2B | 0.6232 | 0.1525 | 0.2276 | 0.025* | |
C3 | 0.5846 (3) | 0.05447 (15) | 0.1546 (2) | 0.0205 (7) | |
H3A | 0.6649 | 0.0327 | 0.1847 | 0.031* | |
H3B | 0.5918 | 0.0715 | 0.0831 | 0.031* | |
H3C | 0.5165 | 0.0191 | 0.1518 | 0.031* | |
C11 | 0.1349 (3) | 0.15250 (15) | 0.2579 (2) | 0.0129 (6) | |
C12 | 0.1292 (3) | 0.07992 (16) | 0.2354 (2) | 0.0178 (6) | |
H12 | 0.1963 | 0.0495 | 0.2638 | 0.021* | |
C13 | 0.0254 (3) | 0.05216 (17) | 0.1714 (2) | 0.0208 (7) | |
H13 | 0.0215 | 0.0026 | 0.1569 | 0.025* | |
C14 | −0.0725 (3) | 0.09605 (17) | 0.1286 (2) | 0.0210 (7) | |
H14 | −0.1427 | 0.0767 | 0.0842 | 0.025* | |
C15 | −0.0678 (3) | 0.16837 (18) | 0.1507 (2) | 0.0204 (7) | |
H15 | −0.1352 | 0.1985 | 0.1219 | 0.025* | |
C16 | 0.0354 (3) | 0.19657 (16) | 0.2150 (2) | 0.0174 (6) | |
H16 | 0.0385 | 0.2461 | 0.2299 | 0.021* | |
C21 | 0.3394 (3) | 0.13850 (15) | 0.4372 (2) | 0.0123 (6) | |
C22 | 0.4622 (3) | 0.15416 (16) | 0.4831 (2) | 0.0189 (6) | |
H22 | 0.5072 | 0.1921 | 0.4557 | 0.023* | |
C23 | 0.5195 (3) | 0.11521 (16) | 0.5679 (2) | 0.0192 (7) | |
H23 | 0.6035 | 0.1264 | 0.5981 | 0.023* | |
C24 | 0.4550 (3) | 0.06004 (16) | 0.6087 (2) | 0.0189 (6) | |
H24 | 0.4945 | 0.033 | 0.6667 | 0.023* | |
C25 | 0.3330 (3) | 0.04456 (17) | 0.5647 (3) | 0.0255 (7) | |
H25 | 0.2885 | 0.0066 | 0.5925 | 0.031* | |
C26 | 0.2738 (3) | 0.08392 (16) | 0.4798 (2) | 0.0206 (7) | |
H26 | 0.1889 | 0.0735 | 0.4511 | 0.025* | |
C31 | 0.5551 (3) | 0.32517 (15) | 0.2956 (2) | 0.0134 (6) | |
C32 | 0.6533 (3) | 0.31537 (15) | 0.2338 (2) | 0.0174 (6) | |
H32 | 0.6376 | 0.2925 | 0.1671 | 0.021* | |
C33 | 0.7734 (3) | 0.33934 (17) | 0.2709 (3) | 0.0226 (7) | |
H33 | 0.8413 | 0.3316 | 0.2305 | 0.027* | |
C34 | 0.7957 (3) | 0.37464 (17) | 0.3668 (3) | 0.0250 (8) | |
H34 | 0.8786 | 0.3912 | 0.3914 | 0.03* | |
C35 | 0.6988 (3) | 0.38594 (16) | 0.4269 (3) | 0.0205 (7) | |
H35 | 0.7146 | 0.4109 | 0.4919 | 0.025* | |
C36 | 0.5776 (3) | 0.36064 (15) | 0.3920 (2) | 0.0157 (6) | |
H36 | 0.5107 | 0.3675 | 0.4337 | 0.019* | |
C41 | 0.3704 (3) | 0.32672 (15) | 0.1144 (2) | 0.0124 (6) | |
C42 | 0.2932 (3) | 0.28739 (15) | 0.0390 (2) | 0.0152 (6) | |
H42 | 0.253 | 0.2453 | 0.0593 | 0.018* | |
C43 | 0.2749 (3) | 0.30953 (15) | −0.0655 (2) | 0.0158 (6) | |
H43 | 0.2215 | 0.283 | −0.1167 | 0.019* | |
C44 | 0.3346 (3) | 0.37023 (16) | −0.0948 (2) | 0.0169 (6) | |
H44 | 0.3245 | 0.3846 | −0.1667 | 0.02* | |
C45 | 0.4088 (3) | 0.41015 (16) | −0.0201 (2) | 0.0182 (6) | |
H45 | 0.4477 | 0.4525 | −0.0406 | 0.022* | |
C46 | 0.4272 (3) | 0.38889 (15) | 0.0847 (2) | 0.0169 (6) | |
H46 | 0.4782 | 0.4166 | 0.136 | 0.02* |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1 | 0.0146 (12) | 0.0097 (12) | 0.0134 (12) | 0.0010 (9) | 0.0058 (10) | 0.0007 (9) |
P1 | 0.0109 (3) | 0.0113 (4) | 0.0104 (3) | 0.0002 (3) | 0.0030 (3) | 0.0000 (3) |
P2 | 0.0100 (3) | 0.0112 (4) | 0.0104 (4) | 0.0005 (3) | 0.0014 (3) | 0.0010 (3) |
Cl1 | 0.0176 (4) | 0.0213 (4) | 0.0176 (4) | 0.0008 (3) | 0.0093 (3) | −0.0008 (3) |
Cl2 | 0.0240 (4) | 0.0116 (3) | 0.0225 (4) | 0.0025 (3) | 0.0025 (3) | 0.0003 (3) |
Pt | 0.01023 (6) | 0.01022 (6) | 0.00961 (6) | 0.00052 (4) | 0.00187 (4) | −0.00044 (4) |
C1 | 0.0176 (15) | 0.0141 (15) | 0.0151 (15) | −0.0014 (12) | 0.0065 (12) | −0.0006 (11) |
C2 | 0.0232 (17) | 0.0208 (17) | 0.0182 (16) | 0.0031 (13) | 0.0009 (13) | 0.0009 (13) |
C3 | 0.0251 (17) | 0.0124 (15) | 0.0257 (17) | 0.0050 (13) | 0.0099 (14) | 0.0021 (13) |
C11 | 0.0131 (14) | 0.0176 (15) | 0.0084 (14) | −0.0023 (11) | 0.0034 (11) | 0.0003 (11) |
C12 | 0.0166 (15) | 0.0183 (16) | 0.0192 (16) | 0.0002 (12) | 0.0044 (12) | −0.0024 (12) |
C13 | 0.0231 (16) | 0.0186 (16) | 0.0215 (17) | −0.0059 (13) | 0.0056 (13) | −0.0064 (13) |
C14 | 0.0156 (15) | 0.0328 (19) | 0.0146 (16) | −0.0079 (13) | 0.0022 (12) | −0.0028 (13) |
C15 | 0.0168 (15) | 0.0304 (18) | 0.0140 (15) | −0.0009 (13) | 0.0014 (12) | 0.0030 (13) |
C16 | 0.0158 (15) | 0.0174 (16) | 0.0191 (16) | −0.0006 (12) | 0.0022 (12) | −0.0012 (12) |
C21 | 0.0148 (14) | 0.0111 (14) | 0.0117 (14) | 0.0015 (11) | 0.0039 (11) | −0.0004 (11) |
C22 | 0.0185 (16) | 0.0192 (16) | 0.0189 (16) | −0.0045 (13) | 0.0023 (13) | 0.0066 (13) |
C23 | 0.0131 (15) | 0.0239 (17) | 0.0201 (16) | −0.0035 (12) | −0.0002 (12) | 0.0047 (13) |
C24 | 0.0231 (16) | 0.0166 (16) | 0.0169 (16) | 0.0041 (13) | 0.0020 (13) | 0.0056 (12) |
C25 | 0.0296 (18) | 0.0218 (17) | 0.0246 (18) | −0.0095 (14) | 0.0019 (14) | 0.0101 (14) |
C26 | 0.0158 (15) | 0.0250 (17) | 0.0203 (16) | −0.0040 (13) | −0.0004 (12) | 0.0032 (13) |
C31 | 0.0120 (14) | 0.0131 (14) | 0.0149 (15) | −0.0023 (11) | 0.0006 (11) | 0.0045 (11) |
C32 | 0.0177 (15) | 0.0172 (16) | 0.0175 (16) | 0.0015 (12) | 0.0026 (12) | 0.0065 (12) |
C33 | 0.0148 (15) | 0.0212 (17) | 0.0321 (19) | 0.0021 (13) | 0.0043 (14) | 0.0129 (14) |
C34 | 0.0143 (15) | 0.0197 (17) | 0.038 (2) | −0.0043 (13) | −0.0084 (14) | 0.0147 (14) |
C35 | 0.0249 (17) | 0.0144 (15) | 0.0191 (16) | −0.0019 (13) | −0.0096 (13) | 0.0035 (12) |
C36 | 0.0176 (15) | 0.0145 (15) | 0.0140 (15) | 0.0002 (12) | −0.0016 (12) | 0.0043 (11) |
C41 | 0.0129 (14) | 0.0129 (14) | 0.0114 (14) | 0.0033 (11) | 0.0020 (11) | 0.0011 (11) |
C42 | 0.0176 (15) | 0.0114 (14) | 0.0160 (15) | 0.0007 (11) | 0.0003 (12) | −0.0003 (11) |
C43 | 0.0207 (16) | 0.0157 (15) | 0.0106 (14) | 0.0026 (12) | 0.0001 (12) | −0.0038 (11) |
C44 | 0.0183 (15) | 0.0221 (16) | 0.0099 (14) | 0.0077 (12) | 0.0002 (12) | 0.0024 (12) |
C45 | 0.0177 (15) | 0.0178 (16) | 0.0189 (16) | −0.0050 (12) | 0.0015 (12) | 0.0069 (12) |
C46 | 0.0159 (15) | 0.0153 (15) | 0.0179 (16) | −0.0017 (12) | −0.0039 (12) | 0.0011 (12) |
N1—C1 | 1.484 (3) | C21—C22 | 1.393 (4) |
N1—P2 | 1.695 (2) | C22—C23 | 1.383 (4) |
N1—P1 | 1.699 (2) | C22—H22 | 0.95 |
P1—C21 | 1.804 (3) | C23—C24 | 1.383 (4) |
P1—C11 | 1.804 (3) | C23—H23 | 0.95 |
Pt—P1 | 2.1932 (7) | C24—C25 | 1.378 (4) |
P1—P2 | 2.6019 (10) | C24—H24 | 0.95 |
P2—C41 | 1.804 (3) | C25—C26 | 1.394 (4) |
P2—C31 | 1.810 (3) | C25—H25 | 0.95 |
Pt—P2 | 2.2121 (7) | C26—H26 | 0.95 |
Pt—Cl1 | 2.3461 (7) | C31—C36 | 1.394 (4) |
Pt—Cl2 | 2.3528 (7) | C31—C32 | 1.399 (4) |
C1—C2 | 1.507 (4) | C32—C33 | 1.379 (4) |
C1—H1A | 0.99 | C32—H32 | 0.95 |
C1—H1B | 0.99 | C33—C34 | 1.387 (5) |
C2—C3 | 1.530 (4) | C33—H33 | 0.95 |
C2—H2A | 0.99 | C34—C35 | 1.377 (5) |
C2—H2B | 0.99 | C34—H34 | 0.95 |
C3—H3A | 0.98 | C35—C36 | 1.392 (4) |
C3—H3B | 0.98 | C35—H35 | 0.95 |
C3—H3C | 0.98 | C36—H36 | 0.95 |
C11—C12 | 1.395 (4) | C41—C46 | 1.391 (4) |
C11—C16 | 1.400 (4) | C41—C42 | 1.394 (4) |
C12—C13 | 1.388 (4) | C42—C43 | 1.388 (4) |
C12—H12 | 0.95 | C42—H42 | 0.95 |
C13—C14 | 1.385 (4) | C43—C44 | 1.381 (4) |
C13—H13 | 0.95 | C43—H43 | 0.95 |
C14—C15 | 1.389 (4) | C44—C45 | 1.380 (4) |
C14—H14 | 0.95 | C44—H44 | 0.95 |
C15—C16 | 1.389 (4) | C45—C46 | 1.386 (4) |
C15—H15 | 0.95 | C45—H45 | 0.95 |
C16—H16 | 0.95 | C46—H46 | 0.95 |
C21—C26 | 1.390 (4) | ||
C1—N1—P2 | 132.48 (19) | C14—C15—H15 | 120 |
C1—N1—P1 | 126.38 (19) | C15—C16—C11 | 120.4 (3) |
P2—N1—P1 | 100.11 (12) | C15—C16—H16 | 119.8 |
N1—P1—C21 | 107.92 (12) | C11—C16—H16 | 119.8 |
N1—P1—C11 | 108.52 (12) | C26—C21—C22 | 118.8 (3) |
C21—P1—C11 | 110.26 (14) | C26—C21—P1 | 124.0 (2) |
N1—P1—Pt | 94.02 (8) | C22—C21—P1 | 117.1 (2) |
C21—P1—Pt | 119.51 (10) | C23—C22—C21 | 120.9 (3) |
C11—P1—Pt | 114.70 (10) | C23—C22—H22 | 119.6 |
C21—P1—P2 | 123.93 (10) | C21—C22—H22 | 119.6 |
C11—P1—P2 | 122.36 (10) | C22—C23—C24 | 120.2 (3) |
Pt—P1—P2 | 54.13 (2) | C22—C23—H23 | 119.9 |
N1—P2—C41 | 107.43 (13) | C24—C23—H23 | 119.9 |
N1—P2—C31 | 111.98 (13) | C25—C24—C23 | 119.4 (3) |
C41—P2—C31 | 103.49 (13) | C25—C24—H24 | 120.3 |
N1—P2—Pt | 93.46 (8) | C23—C24—H24 | 120.3 |
C41—P2—Pt | 122.17 (9) | C24—C25—C26 | 120.9 (3) |
C31—P2—Pt | 117.65 (10) | C24—C25—H25 | 119.6 |
C41—P2—P1 | 126.30 (10) | C26—C25—H25 | 119.6 |
C31—P2—P1 | 126.28 (10) | C21—C26—C25 | 119.8 (3) |
Pt—P2—P1 | 53.46 (2) | C21—C26—H26 | 120.1 |
P1—Pt—P2 | 72.40 (3) | C25—C26—H26 | 120.1 |
P1—Pt—Cl1 | 93.70 (3) | C36—C31—C32 | 120.3 (3) |
P2—Pt—Cl1 | 165.96 (3) | C36—C31—P2 | 118.8 (2) |
P1—Pt—Cl2 | 172.11 (3) | C32—C31—P2 | 120.9 (2) |
P2—Pt—Cl2 | 101.35 (3) | C33—C32—C31 | 119.2 (3) |
Cl1—Pt—Cl2 | 92.67 (3) | C33—C32—H32 | 120.4 |
N1—C1—C2 | 114.9 (2) | C31—C32—H32 | 120.4 |
N1—C1—H1A | 108.6 | C32—C33—C34 | 120.4 (3) |
C2—C1—H1A | 108.6 | C32—C33—H33 | 119.8 |
N1—C1—H1B | 108.6 | C34—C33—H33 | 119.8 |
C2—C1—H1B | 108.6 | C35—C34—C33 | 120.7 (3) |
H1A—C1—H1B | 107.5 | C35—C34—H34 | 119.7 |
C1—C2—C3 | 110.3 (3) | C33—C34—H34 | 119.7 |
C1—C2—H2A | 109.6 | C34—C35—C36 | 119.8 (3) |
C3—C2—H2A | 109.6 | C34—C35—H35 | 120.1 |
C1—C2—H2B | 109.6 | C36—C35—H35 | 120.1 |
C3—C2—H2B | 109.6 | C35—C36—C31 | 119.6 (3) |
H2A—C2—H2B | 108.1 | C35—C36—H36 | 120.2 |
C2—C3—H3A | 109.5 | C31—C36—H36 | 120.2 |
C2—C3—H3B | 109.5 | C46—C41—C42 | 119.8 (3) |
H3A—C3—H3B | 109.5 | C46—C41—P2 | 120.8 (2) |
C2—C3—H3C | 109.5 | C42—C41—P2 | 119.4 (2) |
H3A—C3—H3C | 109.5 | C43—C42—C41 | 120.1 (3) |
H3B—C3—H3C | 109.5 | C43—C42—H42 | 119.9 |
C12—C11—C16 | 119.2 (3) | C41—C42—H42 | 119.9 |
C12—C11—P1 | 123.2 (2) | C44—C43—C42 | 119.7 (3) |
C16—C11—P1 | 117.4 (2) | C44—C43—H43 | 120.1 |
C13—C12—C11 | 120.0 (3) | C42—C43—H43 | 120.1 |
C13—C12—H12 | 120 | C45—C44—C43 | 120.3 (3) |
C11—C12—H12 | 120 | C45—C44—H44 | 119.8 |
C14—C13—C12 | 120.6 (3) | C43—C44—H44 | 119.8 |
C14—C13—H13 | 119.7 | C44—C45—C46 | 120.5 (3) |
C12—C13—H13 | 119.7 | C44—C45—H45 | 119.7 |
C13—C14—C15 | 119.8 (3) | C46—C45—H45 | 119.7 |
C13—C14—H14 | 120.1 | C45—C46—C41 | 119.5 (3) |
C15—C14—H14 | 120.1 | C45—C46—H46 | 120.2 |
C16—C15—C14 | 120.0 (3) | C41—C46—H46 | 120.2 |
C16—C15—H15 | 120 | ||
C1—N1—P1—C21 | 68.6 (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—C14 | 0.7 (4) |
P2—N1—P1—C11 | 118.66 (14) | C12—C13—C14—C15 | −0.8 (5) |
C1—N1—P1—Pt | −168.6 (2) | C13—C14—C15—C16 | 0.5 (4) |
P2—N1—P1—Pt | 0.93 (11) | C14—C15—C16—C11 | −0.1 (4) |
C1—N1—P1—P2 | −169.5 (3) | C12—C11—C16—C15 | 0.0 (4) |
C1—N1—P2—C41 | 42.3 (3) | P1—C11—C16—C15 | 174.3 (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—C31 | 120.79 (14) | Pt—P1—C21—C26 | 116.1 (2) |
C1—N1—P2—Pt | 167.6 (2) | P2—P1—C21—C26 | −179.4 (2) |
P1—N1—P2—Pt | −0.92 (11) | N1—P1—C21—C22 | 45.4 (3) |
C1—N1—P2—P1 | 168.6 (3) | C11—P1—C21—C22 | 163.8 (2) |
C21—P1—P2—N1 | 76.89 (17) | Pt—P1—C21—C22 | −60.1 (2) |
C11—P1—P2—N1 | −80.10 (17) | P2—P1—C21—C22 | 4.4 (3) |
Pt—P1—P2—N1 | −178.85 (13) | C26—C21—C22—C23 | 1.5 (5) |
N1—P1—P2—C41 | 72.71 (17) | P1—C21—C22—C23 | 177.9 (2) |
C21—P1—P2—C41 | 149.61 (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—C21 | 1.5 (5) |
Pt—P1—P2—C31 | 99.93 (12) | N1—P2—C31—C36 | −113.0 (2) |
N1—P1—P2—Pt | 178.85 (13) | C41—P2—C31—C36 | 131.6 (2) |
C21—P1—P2—Pt | −104.26 (11) | Pt—P2—C31—C36 | −6.4 (3) |
C11—P1—P2—Pt | 98.75 (11) | P1—P2—C31—C36 | −69.7 (3) |
N1—P1—Pt—P2 | −0.74 (9) | N1—P2—C31—C32 | 70.1 (3) |
C21—P1—Pt—P2 | 112.48 (11) | C41—P2—C31—C32 | −45.3 (3) |
C11—P1—Pt—P2 | −113.24 (10) | Pt—P2—C31—C32 | 176.61 (19) |
N1—P1—Pt—Cl1 | −178.70 (9) | P1—P2—C31—C32 | 113.3 (2) |
C21—P1—Pt—Cl1 | −65.49 (11) | C36—C31—C32—C33 | 1.9 (4) |
C11—P1—Pt—Cl1 | 68.80 (10) | P2—C31—C32—C33 | 178.9 (2) |
P2—P1—Pt—Cl1 | −177.96 (3) | C31—C32—C33—C34 | −1.9 (4) |
N1—P2—Pt—P1 | 0.74 (9) | C32—C33—C34—C35 | 0.4 (5) |
C41—P2—Pt—P1 | 113.85 (12) | C33—C34—C35—C36 | 1.1 (4) |
C31—P2—Pt—P1 | −116.32 (11) | C34—C35—C36—C31 | −1.1 (4) |
N1—P2—Pt—Cl1 | 9.15 (15) | C32—C31—C36—C35 | −0.4 (4) |
C41—P2—Pt—Cl1 | 122.27 (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—Cl1 | 8.41 (11) | C31—P2—C41—C46 | −32.3 (3) |
N1—P2—Pt—Cl2 | −174.28 (9) | Pt—P2—C41—C46 | 103.3 (2) |
C41—P2—Pt—Cl2 | −61.16 (12) | P1—P2—C41—C46 | 169.10 (19) |
C31—P2—Pt—Cl2 | 68.67 (11) | N1—P2—C41—C42 | 29.1 (3) |
P1—P2—Pt—Cl2 | −175.02 (3) | C31—P2—C41—C42 | 147.7 (2) |
P2—N1—C1—C2 | 96.3 (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—C3 | 172.2 (2) | C46—C41—C42—C43 | 1.1 (4) |
N1—P1—C11—C12 | 78.3 (3) | P2—C41—C42—C43 | −178.8 (2) |
C21—P1—C11—C12 | −39.7 (3) | C41—C42—C43—C44 | 0.7 (4) |
Pt—P1—C11—C12 | −178.1 (2) | C42—C43—C44—C45 | −2.1 (4) |
P2—P1—C11—C12 | 120.1 (2) | C43—C44—C45—C46 | 1.7 (5) |
N1—P1—C11—C16 | −95.8 (2) | C44—C45—C46—C41 | 0.2 (5) |
C21—P1—C11—C16 | 146.2 (2) | C42—C41—C46—C45 | −1.6 (4) |
Pt—P1—C11—C16 | 7.9 (3) | P2—C41—C46—C45 | 178.4 (2) |
P2—P1—C11—C16 | −54.0 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1A···Cl1i | 0.99 | 2.64 | 3.512 (3) | 147 |
Symmetry code: (i) x+1/2, −y+1/2, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [PtCl2(C27H27NP2)] |
Mr | 693.43 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 101 |
a, b, c (Å) | 10.6301 (4), 18.8117 (7), 12.7653 (5) |
β (°) | 97.326 (1) |
V (Å3) | 2531.84 (17) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 5.90 |
Crystal size (mm) | 0.38 × 0.10 × 0.02 |
Data collection | |
Diffractometer | Bruker X8 APEXII Kappa CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.213, 0.891 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 50743, 6276, 5347 |
Rint | 0.052 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.022, 0.053, 1.04 |
No. of reflections | 6276 |
No. of parameters | 298 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.55, −0.63 |
Computer programs: APEX2 (Bruker, 2007), SAINT-Plus (Bruker, 2007), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 1999), WinGX (Farrugia, 1999).
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1A···Cl1i | 0.99 | 2.64 | 3.512 (3) | 147.1 |
Symmetry code: (i) x+1/2, −y+1/2, z−1/2. |
Footnotes
‡Current e-mail address: cloetenc1@gmail.com.
Acknowledgements
Financial assistance from the South African National Research Foundation (NRF), the Research Fund of the University of the Free State and SASOL is gratefully acknowledged. Dr M. J. Janse van Rensburg is gratefully acknowledged for the collection of the data. Part of this material is based on work supported by the South African National Research Foundation (GUN 2038915). Opinions, findings, conclusions or recommendations expressed in this material are those of the authors and do not necessarily reflect the views of the NRF.
References
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In the title compound (Fig. 1 and Table 1), all bond distances and angles are considered to be normal and fall within range reported for similar complexes (Browning et al., 1992; Fei et al., 2006; Calabrò et al., 2004). The square-planar geometry of the complex is highly distorted with a P1—Pt—P2 bite angle of 72.40 (3)° and a Cl1—Pt—Cl2 angle of 92.7 (1). The reported P1—Pt—P2 small bite angle forces the P1—N1—P2 angle to 100.1 (1)° which illustrates the distorted geometry from the ideal tetrahedral geometry of the N atom. The distance between the N1 atom and the plane created by C1, P1 and P2 is 0.093 (2) Å. The P atoms are also severely distorted from the expected tetrahedral configuration with Pt—P1—N1 and Pt—P2—N1 angles being 94.0 (1) and 93.5 (1)°, respectively. The molecules of the title compound pack horizontal rows in the unit cell across the bc plane (Fig. 2). Intermolecular hydrogen bond exists between C1—H1A and Cl1(1/2+x, 1/2-y, -1/2+z) (Table 2).