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In the crystal structure of the title compound, [PdCl2(C12H23N)(C18H15P)], the Pd atom is four-coordinate in a nearly square-planar environment, with Pd-Cl = 2.2974 (6) and 2.3055 (7) Å, Pd-N = 2.1573 (17) Å and Pd-P = 2.2504 (7) Å. Both cyclo­hexyl rings adopt chair conformations.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804024912/lh6286sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804024912/lh6286Isup2.hkl
Contains datablock I

CCDC reference: 255415

Key indicators

  • Single-crystal X-ray study
  • T = 173 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.029
  • wR factor = 0.068
  • Data-to-parameter ratio = 20.5

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

Computing details top

Data collection: COLLECT (Hooft, 1998); cell refinement: HKL DENZO (Otwinowski & Minor, 1997); data reduction: SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SAPI91 (Fan, 1991); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

trans-Dichloro(dicyclohexylamine)(triphenylphosphine)palladium(II) top
Crystal data top
[PdCl2(C12H23N)(C18H15P)]F(000) = 1280
Mr = 620.88Dx = 1.452 Mg m3
Monoclinic, P21/nMelting point: 483-485 (decomp) K
Hall symbol: -P 2ynMo Kα radiation, λ = 0.71073 Å
a = 10.326 (2) ÅCell parameters from 12408 reflections
b = 24.760 (4) Åθ = 3.7–27.5°
c = 11.178 (2) ŵ = 0.92 mm1
β = 96.274 (7)°T = 173 K
V = 2840.8 (9) Å3Prism, yellow
Z = 40.14 × 0.12 × 0.12 mm
Data collection top
Nonius KappaCCD
diffractometer
6483 independent reflections
Radiation source: fine-focus sealed tube5185 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.035
ω and φ scansθmax = 27.5°, θmin = 3.7°
Absorption correction: multi-scan
(SORTAV; Blessing, 1997)
h = 1313
Tmin = 0.882, Tmax = 0.898k = 3231
12408 measured reflectionsl = 1414
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)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.068H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0257P)2 + 0.6275P]
where P = (Fo2 + 2Fc2)/3
6483 reflections(Δ/σ)max = 0.001
316 parametersΔρmax = 0.49 e Å3
0 restraintsΔρmin = 0.72 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pd10.351510 (15)0.390695 (6)0.376312 (14)0.01704 (6)
Cl10.29242 (5)0.30318 (2)0.41525 (5)0.02685 (13)
Cl20.43463 (6)0.47302 (2)0.32846 (5)0.03184 (14)
P10.26264 (5)0.37534 (2)0.18647 (5)0.01856 (12)
N10.41235 (15)0.40935 (7)0.56251 (14)0.0171 (4)
H1N0.46020.44100.55910.020*
C10.50808 (19)0.36995 (9)0.62420 (18)0.0191 (4)
H10.46860.33310.61670.023*
C20.5464 (2)0.38149 (9)0.7574 (2)0.0237 (5)
H2A0.46820.37950.80120.028*
H2B0.58250.41850.76710.028*
C30.6478 (2)0.34072 (10)0.8109 (2)0.0309 (6)
H3A0.67250.34930.89690.037*
H3B0.60940.30400.80590.037*
C40.7684 (2)0.34162 (10)0.7448 (2)0.0339 (6)
H4A0.83040.31370.77880.041*
H4B0.81160.37720.75600.041*
C50.7328 (2)0.33112 (10)0.6116 (2)0.0360 (6)
H5A0.70000.29370.60020.043*
H5B0.81180.33460.56940.043*
C60.6291 (2)0.37042 (10)0.5563 (2)0.0279 (5)
H6A0.60380.36050.47120.034*
H6B0.66590.40740.55790.034*
C70.30186 (18)0.42505 (8)0.63238 (18)0.0184 (4)
H70.34030.43930.71220.022*
C80.2146 (2)0.37771 (9)0.6556 (2)0.0233 (5)
H8A0.26690.34920.70030.028*
H8B0.17630.36230.57800.028*
C90.1053 (2)0.39604 (9)0.7286 (2)0.0291 (5)
H9A0.04840.36490.74210.035*
H9B0.14350.40950.80820.035*
C100.0246 (2)0.44053 (9)0.6630 (2)0.0296 (5)
H10A0.04350.45270.71270.036*
H10B0.01910.42630.58610.036*
C110.1111 (2)0.48800 (9)0.6377 (2)0.0265 (5)
H11A0.14750.50440.71490.032*
H11B0.05800.51570.59130.032*
C120.2229 (2)0.47063 (9)0.56693 (19)0.0222 (5)
H12A0.18720.45820.48580.027*
H12B0.28060.50190.55710.027*
C130.0921 (2)0.35599 (8)0.18920 (19)0.0213 (5)
C140.0238 (2)0.37942 (9)0.2769 (2)0.0260 (5)
H140.06800.40290.33480.031*
C150.1074 (2)0.36902 (9)0.2810 (2)0.0300 (5)
H150.15280.38580.34050.036*
C160.1718 (2)0.33437 (10)0.1987 (2)0.0350 (6)
H160.26180.32710.20130.042*
C170.1058 (2)0.31015 (10)0.1126 (3)0.0407 (7)
H170.15050.28610.05620.049*
C180.0259 (2)0.32065 (9)0.1074 (2)0.0318 (6)
H180.07060.30360.04780.038*
C190.3431 (2)0.32432 (9)0.10398 (19)0.0223 (5)
C200.4484 (2)0.29556 (9)0.1612 (2)0.0256 (5)
H200.47560.30160.24400.031*
C210.5133 (2)0.25815 (9)0.0975 (2)0.0314 (6)
H210.58580.23910.13680.038*
C220.4740 (2)0.24825 (9)0.0223 (2)0.0334 (6)
H220.51840.22220.06510.040*
C230.3696 (3)0.27645 (9)0.0798 (2)0.0339 (6)
H230.34180.26950.16220.041*
C240.3055 (2)0.31475 (9)0.0180 (2)0.0278 (5)
H240.23550.33470.05890.033*
C250.2547 (2)0.43476 (8)0.08968 (19)0.0214 (5)
C260.1609 (2)0.47436 (10)0.1014 (2)0.0319 (6)
H260.09550.46840.15350.038*
C270.1622 (3)0.52216 (10)0.0379 (2)0.0392 (6)
H270.09870.54910.04760.047*
C280.2558 (3)0.53094 (10)0.0398 (2)0.0392 (6)
H280.25610.56370.08400.047*
C290.3482 (3)0.49200 (10)0.0526 (2)0.0358 (6)
H290.41180.49780.10650.043*
C300.3492 (2)0.44431 (9)0.0124 (2)0.0276 (5)
H300.41470.41800.00430.033*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pd10.01936 (9)0.01616 (9)0.01542 (9)0.00214 (7)0.00111 (6)0.00054 (6)
Cl10.0363 (3)0.0180 (3)0.0259 (3)0.0055 (2)0.0020 (2)0.0023 (2)
Cl20.0465 (4)0.0264 (3)0.0216 (3)0.0170 (3)0.0011 (3)0.0033 (2)
P10.0212 (3)0.0177 (3)0.0166 (3)0.0001 (2)0.0012 (2)0.0013 (2)
N10.0187 (8)0.0178 (9)0.0147 (9)0.0008 (7)0.0014 (7)0.0011 (7)
C10.0189 (10)0.0186 (11)0.0194 (11)0.0017 (9)0.0001 (9)0.0036 (9)
C20.0195 (11)0.0299 (13)0.0213 (12)0.0019 (9)0.0012 (9)0.0033 (10)
C30.0251 (12)0.0361 (14)0.0303 (14)0.0033 (11)0.0022 (10)0.0099 (11)
C40.0186 (11)0.0380 (14)0.0446 (16)0.0060 (11)0.0006 (11)0.0125 (12)
C50.0268 (12)0.0397 (15)0.0430 (16)0.0117 (11)0.0099 (11)0.0020 (12)
C60.0232 (11)0.0356 (13)0.0260 (13)0.0043 (10)0.0070 (10)0.0000 (11)
C70.0169 (10)0.0214 (11)0.0166 (11)0.0014 (9)0.0007 (8)0.0007 (9)
C80.0197 (11)0.0256 (12)0.0248 (12)0.0036 (9)0.0042 (9)0.0040 (10)
C90.0247 (12)0.0338 (14)0.0306 (14)0.0009 (10)0.0108 (10)0.0048 (10)
C100.0210 (11)0.0362 (14)0.0323 (14)0.0061 (10)0.0060 (10)0.0012 (11)
C110.0277 (12)0.0263 (13)0.0246 (13)0.0082 (10)0.0013 (10)0.0021 (10)
C120.0233 (11)0.0206 (11)0.0220 (12)0.0009 (9)0.0012 (9)0.0003 (9)
C130.0241 (11)0.0183 (11)0.0211 (12)0.0001 (9)0.0004 (9)0.0023 (9)
C140.0253 (12)0.0282 (13)0.0240 (13)0.0046 (10)0.0007 (10)0.0037 (10)
C150.0269 (12)0.0280 (13)0.0356 (14)0.0005 (11)0.0060 (11)0.0026 (11)
C160.0228 (12)0.0289 (14)0.0522 (17)0.0034 (11)0.0013 (11)0.0068 (12)
C170.0325 (14)0.0343 (15)0.0519 (18)0.0111 (12)0.0103 (12)0.0118 (13)
C180.0312 (13)0.0277 (13)0.0356 (15)0.0025 (11)0.0005 (11)0.0107 (11)
C190.0264 (11)0.0198 (11)0.0216 (12)0.0007 (9)0.0063 (9)0.0000 (9)
C200.0230 (11)0.0252 (12)0.0290 (13)0.0004 (10)0.0043 (10)0.0021 (10)
C210.0225 (12)0.0244 (13)0.0486 (16)0.0009 (10)0.0098 (11)0.0010 (11)
C220.0386 (14)0.0206 (12)0.0455 (16)0.0024 (11)0.0242 (13)0.0061 (11)
C230.0529 (16)0.0246 (13)0.0268 (13)0.0035 (12)0.0167 (12)0.0049 (11)
C240.0377 (13)0.0219 (12)0.0239 (13)0.0022 (10)0.0043 (10)0.0005 (10)
C250.0270 (11)0.0198 (11)0.0162 (11)0.0006 (9)0.0036 (9)0.0024 (9)
C260.0332 (13)0.0261 (13)0.0355 (15)0.0036 (11)0.0001 (11)0.0051 (11)
C270.0429 (15)0.0245 (13)0.0473 (17)0.0069 (11)0.0080 (13)0.0070 (12)
C280.0573 (17)0.0266 (14)0.0298 (15)0.0105 (13)0.0132 (12)0.0099 (11)
C290.0504 (16)0.0334 (14)0.0229 (14)0.0167 (13)0.0005 (12)0.0021 (11)
C300.0345 (13)0.0251 (12)0.0229 (12)0.0026 (10)0.0015 (10)0.0003 (10)
Geometric parameters (Å, º) top
Pd1—N12.1573 (17)C10—H10B0.9900
Pd1—P12.2504 (7)C11—C121.531 (3)
Pd1—Cl22.2974 (6)C11—H11A0.9900
Pd1—Cl12.3055 (6)C11—H11B0.9900
Cl2—H1N2.68C12—H12A0.9900
P1—C191.818 (2)C12—H12B0.9900
P1—C251.823 (2)C13—C181.390 (3)
P1—C131.828 (2)C13—C141.395 (3)
N1—C11.502 (2)C14—C151.385 (3)
N1—C71.503 (2)C14—H140.9500
N1—H1N0.9300C15—C161.375 (3)
C1—C21.525 (3)C15—H150.9500
C1—C61.531 (3)C16—C171.376 (4)
C1—H11.0000C16—H160.9500
C2—C31.528 (3)C17—C181.392 (3)
C2—H2A0.9900C17—H170.9500
C2—H2B0.9900C18—H180.9500
C3—C41.516 (3)C19—C201.395 (3)
C3—H3A0.9900C19—C241.397 (3)
C3—H3B0.9900C20—C211.385 (3)
C4—C51.516 (3)C20—H200.9500
C4—H4A0.9900C21—C221.378 (3)
C4—H4B0.9900C21—H210.9500
C5—C61.527 (3)C22—C231.383 (3)
C5—H5A0.9900C22—H220.9500
C5—H5B0.9900C23—C241.384 (3)
C6—H6A0.9900C23—H230.9500
C6—H6B0.9900C24—H240.9500
C7—C81.518 (3)C25—C301.392 (3)
C7—C121.530 (3)C25—C261.395 (3)
C7—H71.0000C26—C271.381 (3)
C8—C91.532 (3)C26—H260.9500
C8—H8A0.9900C27—C281.385 (4)
C8—H8B0.9900C27—H270.9500
C9—C101.521 (3)C28—C291.375 (4)
C9—H9A0.9900C28—H280.9500
C9—H9B0.9900C29—C301.386 (3)
C10—C111.521 (3)C29—H290.9500
C10—H10A0.9900C30—H300.9500
N1—Pd1—P1172.60 (4)C9—C10—C11110.31 (18)
N1—Pd1—Cl287.59 (5)C9—C10—H10A109.6
P1—Pd1—Cl293.13 (2)C11—C10—H10A109.6
N1—Pd1—Cl194.26 (5)C9—C10—H10B109.6
P1—Pd1—Cl186.00 (2)C11—C10—H10B109.6
Cl2—Pd1—Cl1172.39 (2)H10A—C10—H10B108.1
Pd1—Cl2—H1N60.9C10—C11—C12111.72 (18)
C19—P1—C25104.67 (10)C10—C11—H11A109.3
C19—P1—C13108.72 (10)C12—C11—H11A109.3
C25—P1—C13103.92 (10)C10—C11—H11B109.3
C19—P1—Pd1115.70 (7)C12—C11—H11B109.3
C25—P1—Pd1114.25 (7)H11A—C11—H11B107.9
C13—P1—Pd1108.83 (7)C7—C12—C11110.63 (17)
C1—N1—C7115.37 (15)C7—C12—H12A109.5
C1—N1—Pd1114.31 (12)C11—C12—H12A109.5
C7—N1—Pd1113.53 (12)C7—C12—H12B109.5
C1—N1—H1N103.9C11—C12—H12B109.5
C7—N1—H1N103.9H12A—C12—H12B108.1
Pd1—N1—H1N103.9C18—C13—C14118.2 (2)
N1—C1—C2114.47 (17)C18—C13—P1124.03 (17)
N1—C1—C6107.42 (16)C14—C13—P1117.71 (16)
C2—C1—C6110.10 (17)C15—C14—C13121.2 (2)
N1—C1—H1108.2C15—C14—H14119.4
C2—C1—H1108.2C13—C14—H14119.4
C6—C1—H1108.2C16—C15—C14119.8 (2)
C1—C2—C3110.59 (18)C16—C15—H15120.1
C1—C2—H2A109.5C14—C15—H15120.1
C3—C2—H2A109.5C15—C16—C17120.0 (2)
C1—C2—H2B109.5C15—C16—H16120.0
C3—C2—H2B109.5C17—C16—H16120.0
H2A—C2—H2B108.1C16—C17—C18120.6 (2)
C4—C3—C2111.35 (19)C16—C17—H17119.7
C4—C3—H3A109.4C18—C17—H17119.7
C2—C3—H3A109.4C13—C18—C17120.2 (2)
C4—C3—H3B109.4C13—C18—H18119.9
C2—C3—H3B109.4C17—C18—H18119.9
H3A—C3—H3B108.0C20—C19—C24118.7 (2)
C3—C4—C5110.60 (19)C20—C19—P1119.93 (17)
C3—C4—H4A109.5C24—C19—P1121.29 (17)
C5—C4—H4A109.5C21—C20—C19120.2 (2)
C3—C4—H4B109.5C21—C20—H20119.9
C5—C4—H4B109.5C19—C20—H20119.9
H4A—C4—H4B108.1C22—C21—C20120.7 (2)
C4—C5—C6111.9 (2)C22—C21—H21119.7
C4—C5—H5A109.2C20—C21—H21119.7
C6—C5—H5A109.2C21—C22—C23119.6 (2)
C4—C5—H5B109.2C21—C22—H22120.2
C6—C5—H5B109.2C23—C22—H22120.2
H5A—C5—H5B107.9C22—C23—C24120.3 (2)
C5—C6—C1111.63 (18)C22—C23—H23119.8
C5—C6—H6A109.3C24—C23—H23119.8
C1—C6—H6A109.3C23—C24—C19120.4 (2)
C5—C6—H6B109.3C23—C24—H24119.8
C1—C6—H6B109.3C19—C24—H24119.8
H6A—C6—H6B108.0C30—C25—C26118.7 (2)
N1—C7—C8112.82 (16)C30—C25—P1121.08 (17)
N1—C7—C12109.71 (16)C26—C25—P1119.89 (17)
C8—C7—C12110.85 (17)C27—C26—C25120.6 (2)
N1—C7—H7107.8C27—C26—H26119.7
C8—C7—H7107.8C25—C26—H26119.7
C12—C7—H7107.8C26—C27—C28120.2 (2)
C7—C8—C9110.36 (18)C26—C27—H27119.9
C7—C8—H8A109.6C28—C27—H27119.9
C9—C8—H8A109.6C29—C28—C27119.7 (2)
C7—C8—H8B109.6C29—C28—H28120.2
C9—C8—H8B109.6C27—C28—H28120.2
H8A—C8—H8B108.1C28—C29—C30120.5 (2)
C10—C9—C8110.73 (18)C28—C29—H29119.7
C10—C9—H9A109.5C30—C29—H29119.7
C8—C9—H9A109.5C29—C30—C25120.3 (2)
C10—C9—H9B109.5C29—C30—H30119.8
C8—C9—H9B109.5C25—C30—H30119.8
H9A—C9—H9B108.1
N1—Pd1—Cl2—H1N2.9C19—P1—C13—C14160.53 (17)
P1—Pd1—Cl2—H1N175.5C25—P1—C13—C1488.40 (18)
Cl2—Pd1—P1—C19107.58 (8)Pd1—P1—C13—C1433.71 (18)
Cl1—Pd1—P1—C1964.85 (8)C18—C13—C14—C151.6 (3)
Cl2—Pd1—P1—C2514.09 (8)P1—C13—C14—C15176.62 (18)
Cl1—Pd1—P1—C25173.48 (8)C13—C14—C15—C161.0 (4)
Cl2—Pd1—P1—C13129.71 (7)C14—C15—C16—C170.0 (4)
Cl1—Pd1—P1—C1357.86 (7)C15—C16—C17—C180.4 (4)
Cl2—Pd1—N1—C1120.10 (13)C14—C13—C18—C171.2 (3)
Cl1—Pd1—N1—C152.50 (13)P1—C13—C18—C17176.90 (19)
Cl2—Pd1—N1—C7104.70 (13)C16—C17—C18—C130.2 (4)
Cl1—Pd1—N1—C782.70 (13)C25—P1—C19—C20130.11 (17)
C7—N1—C1—C242.9 (2)C13—P1—C19—C20119.33 (18)
Pd1—N1—C1—C2177.23 (13)Pd1—P1—C19—C203.4 (2)
C7—N1—C1—C6165.46 (17)C25—P1—C19—C2447.0 (2)
Pd1—N1—C1—C660.18 (19)C13—P1—C19—C2463.6 (2)
N1—C1—C2—C3177.77 (17)Pd1—P1—C19—C24173.66 (15)
C6—C1—C2—C356.7 (2)C24—C19—C20—C210.3 (3)
C1—C2—C3—C458.1 (3)P1—C19—C20—C21177.45 (17)
C2—C3—C4—C556.5 (3)C19—C20—C21—C221.0 (3)
C3—C4—C5—C654.7 (3)C20—C21—C22—C230.8 (3)
C4—C5—C6—C154.6 (3)C21—C22—C23—C240.5 (3)
N1—C1—C6—C5179.57 (19)C22—C23—C24—C191.8 (3)
C2—C1—C6—C555.2 (3)C20—C19—C24—C231.6 (3)
C1—N1—C7—C863.4 (2)P1—C19—C24—C23178.76 (17)
Pd1—N1—C7—C871.30 (18)C19—P1—C25—C3030.0 (2)
C1—N1—C7—C12172.48 (17)C13—P1—C25—C30143.98 (18)
Pd1—N1—C7—C1252.81 (19)Pd1—P1—C25—C3097.58 (18)
N1—C7—C8—C9179.14 (17)C19—P1—C25—C26156.80 (18)
C12—C7—C8—C957.4 (2)C13—P1—C25—C2642.8 (2)
C7—C8—C9—C1058.3 (2)Pd1—P1—C25—C2675.64 (19)
C8—C9—C10—C1157.3 (3)C30—C25—C26—C270.3 (3)
C9—C10—C11—C1256.0 (3)P1—C25—C26—C27173.11 (19)
N1—C7—C12—C11178.99 (17)C25—C26—C27—C281.0 (4)
C8—C7—C12—C1155.8 (2)C26—C27—C28—C290.6 (4)
C10—C11—C12—C755.2 (2)C27—C28—C29—C300.7 (4)
C19—P1—C13—C1821.4 (2)C28—C29—C30—C251.5 (3)
C25—P1—C13—C1889.7 (2)C26—C25—C30—C291.0 (3)
Pd1—P1—C13—C18148.18 (18)P1—C25—C30—C29174.27 (17)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1N···Cl2i0.932.643.471 (2)148
Symmetry code: (i) x+1, y+1, z+1.
 

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