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In the title compound, (C8H12N)2[PdCl4], the ammonium functionality is involved in three bifurcated hydrogen contacts with the Cl atoms of symmetry-related tetra­chloro­palladate anions, with H...Cl separations in the range 2.48 (3)–2.95 (4) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804003411/su6077sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804003411/su6077Isup2.hkl
Contains datablock I

CCDC reference: 236053

Key indicators

  • Single-crystal X-ray study
  • T = 296 K
  • Mean [sigma](C-C) = 0.009 Å
  • R factor = 0.028
  • wR factor = 0.074
  • Data-to-parameter ratio = 15.2

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT390_ALERT_3_B Deviating Methyl C2 X-C-H Bond Angle ...... 98.00 Deg.
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 3 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.63 Ratio PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor .... 2.58 PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10 PLAT480_ALERT_4_C Long H...A H-Bond Reported H12 .. CL1 = 2.95 Ang. PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.856(19) ...... 2.11 su-Rat N1 -H11 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.860(19) ...... 2.11 su-Rat N1 -H12 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.98(5), Rep 0.98(2) ...... 2.50 su-Rat C2 -H21 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.856(19) ...... 2.11 su-Rat N1 -H11 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.856(19) ...... 2.11 su-Rat N1 -H11 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.860(19) ...... 2.11 su-Rat N1 -H12 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.860(19) ...... 2.11 su-Rat N1 -H12 1.555 1.555
Alert level G REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 29.99 From the CIF: _reflns_number_total 1904 Count of symmetry unique reflns 1676 Completeness (_total/calc) 113.60% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 228 Fraction of Friedel pairs measured 0.136 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 13 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 8 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 2 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXTL-Plus (Sheldrick, 1998); program(s) used to refine structure: SHELXTL-Plus; molecular graphics: SHELXTL-Plus; software used to prepare material for publication: SHELXTL-Plus.

(S)-(-)-1-Phenylethylammonium tetrachloropalladate(II) top
Crystal data top
(C8H12N)2[PdCl4]F(000) = 496
Mr = 492.57Dx = 1.526 Mg m3
Monoclinic, C2Melting point: 463 K
Hall symbol: C 2yMo Kα radiation, λ = 0.71073 Å
a = 11.2280 (11) ÅCell parameters from 79 reflections
b = 7.2220 (11) Åθ = 4.6–13.0°
c = 13.3393 (16) ŵ = 1.36 mm1
β = 97.80 (1)°T = 296 K
V = 1071.7 (2) Å3Plate, orange
Z = 20.60 × 0.28 × 0.08 mm
Data collection top
Bruker P4
diffractometer
1836 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube, FN4Rint = 0.025
Graphite monochromatorθmax = 30.0°, θmin = 3.1°
2θ/ω scansh = 153
Absorption correction: ψ scan
(XSCANS; Siemens, 1996)
k = 110
Tmin = 0.643, Tmax = 0.898l = 1818
2431 measured reflections3 standard reflections every 97 reflections
1904 independent reflections intensity decay: <1%
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.074 w = 1/[σ2(Fo2) + (0.0464P)2 + 0.1903P]
where P = (Fo2 + 2Fc2)/3
S = 1.07(Δ/σ)max < 0.001
1904 reflectionsΔρmax = 0.51 e Å3
125 parametersΔρmin = 1.17 e Å3
7 restraintsAbsolute structure: Flack (1983), 227 Friedel pairs
Primary atom site location: heavy-atom methodAbsolute structure parameter: 0.01 (4)
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
Pd10.50000.61456 (9)0.50000.03668 (9)
Cl10.59668 (18)0.84213 (12)0.42090 (15)0.0469 (3)
Cl20.58619 (19)0.38868 (15)0.41181 (17)0.0536 (4)
C10.3641 (3)0.0700 (5)0.2733 (2)0.0463 (8)
H1A0.45120.06740.27250.056*
N10.3428 (2)0.1143 (10)0.37981 (16)0.0444 (5)
H110.390 (4)0.205 (5)0.399 (4)0.057 (7)*
H120.361 (4)0.023 (6)0.420 (3)0.057 (7)*
H130.268 (2)0.134 (10)0.389 (3)0.057 (7)*
C20.3161 (6)0.1224 (8)0.2451 (4)0.0672 (12)
H210.349 (5)0.136 (9)0.181 (3)0.066 (9)*
H220.2290 (19)0.127 (9)0.234 (4)0.066 (9)*
H230.351 (5)0.224 (6)0.289 (3)0.066 (9)*
C30.3133 (4)0.2192 (6)0.2021 (3)0.0533 (8)
C40.3890 (7)0.3280 (9)0.1525 (4)0.0802 (17)
H4A0.47180.31120.16490.096*
C50.3397 (11)0.4637 (11)0.0833 (5)0.115 (3)
H5A0.39050.53720.05070.138*
C60.2194 (11)0.4886 (10)0.0638 (4)0.122 (4)
H6A0.18800.57680.01670.146*
C70.1437 (8)0.3843 (12)0.1131 (4)0.099 (3)
H7A0.06120.40460.10100.119*
C80.1900 (5)0.2477 (9)0.1815 (3)0.0704 (13)
H8A0.13800.17530.21350.085*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pd10.03646 (13)0.03294 (13)0.03924 (13)0.0000.00010 (8)0.000
Cl10.0515 (7)0.0392 (6)0.0513 (6)0.0028 (5)0.0116 (5)0.0002 (5)
Cl20.0541 (8)0.0409 (7)0.0681 (9)0.0051 (6)0.0163 (6)0.0142 (6)
C10.0498 (14)0.047 (2)0.0430 (13)0.0004 (12)0.0080 (11)0.0019 (12)
N10.0487 (11)0.0464 (12)0.0367 (9)0.001 (3)0.0004 (8)0.002 (2)
C20.091 (3)0.050 (2)0.058 (2)0.003 (2)0.000 (2)0.0122 (19)
C30.077 (2)0.048 (2)0.0351 (13)0.0007 (18)0.0091 (14)0.0041 (15)
C40.119 (5)0.067 (3)0.055 (2)0.028 (3)0.016 (3)0.000 (2)
C50.222 (11)0.066 (4)0.057 (3)0.026 (5)0.017 (4)0.014 (3)
C60.235 (12)0.074 (4)0.047 (2)0.041 (6)0.020 (4)0.008 (3)
C70.134 (6)0.107 (5)0.051 (2)0.057 (5)0.012 (3)0.003 (3)
C80.083 (3)0.083 (4)0.0433 (16)0.023 (3)0.0023 (18)0.002 (2)
Geometric parameters (Å, º) top
Pd1—Cl12.3030 (17)C2—H230.99 (2)
Pd1—Cl22.3001 (18)C3—C81.390 (7)
Pd1—Cl1i2.3030 (16)C3—C41.390 (7)
Pd1—Cl2i2.3001 (18)C4—C51.406 (10)
C1—N11.506 (4)C4—H4A0.9300
C1—C21.519 (6)C5—C61.353 (13)
C1—C31.497 (5)C5—H5A0.9300
C1—H1A0.9800C6—C71.369 (12)
N1—H110.856 (19)C6—H6A0.9300
N1—H120.860 (19)C7—C81.395 (8)
N1—H130.872 (19)C7—H7A0.9300
C2—H210.98 (2)C8—H8A0.9300
C2—H220.970 (19)
Cl2i—Pd1—Cl289.66 (9)H21—C2—H22111 (5)
Cl2i—Pd1—Cl1i90.84 (3)H21—C2—H23106 (5)
Cl2—Pd1—Cl1i176.08 (10)H22—C2—H23112 (5)
Cl2i—Pd1—Cl1176.08 (10)C8—C3—C4118.6 (5)
Cl2—Pd1—Cl190.84 (3)C8—C3—C1121.0 (4)
Cl1i—Pd1—Cl188.94 (8)C4—C3—C1120.3 (5)
C3—C1—N1110.5 (3)C3—C4—C5119.6 (8)
C3—C1—C2114.2 (3)C3—C4—H4A120.2
N1—C1—C2109.4 (4)C5—C4—H4A120.2
C3—C1—H1A107.5C6—C5—C4120.9 (8)
N1—C1—H1A107.5C6—C5—H5A119.6
C2—C1—H1A107.5C4—C5—H5A119.6
C1—N1—H11106 (3)C5—C6—C7120.2 (6)
C1—N1—H12112 (4)C5—C6—H6A119.9
C1—N1—H13116 (3)C7—C6—H6A119.9
H11—N1—H12109 (4)C6—C7—C8120.2 (7)
H11—N1—H13113 (6)C6—C7—H7A119.9
H12—N1—H13101 (5)C8—C7—H7A119.9
C1—C2—H2198 (4)C3—C8—C7120.5 (6)
C1—C2—H22113 (4)C3—C8—H8A119.8
C1—C2—H23116 (3)C7—C8—H8A119.8
N1—C1—C3—C867.6 (5)C3—C4—C5—C60.6 (10)
C2—C1—C3—C856.2 (5)C4—C5—C6—C71.5 (11)
N1—C1—C3—C4114.7 (4)C5—C6—C7—C82.0 (10)
C2—C1—C3—C4121.5 (5)C4—C3—C8—C70.7 (7)
C8—C3—C4—C50.2 (8)C1—C3—C8—C7178.4 (5)
C1—C3—C4—C5178.0 (5)C6—C7—C8—C31.6 (9)
Symmetry code: (i) x+1, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H11···Cl20.86 (2)2.56 (3)3.356 (5)155 (4)
N1—H11···Cl2i0.86 (2)2.83 (4)3.419 (5)127 (4)
N1—H12···Cl1ii0.86 (2)2.48 (3)3.302 (5)160 (5)
N1—H12···Cl1iii0.86 (2)2.95 (4)3.444 (5)119 (4)
N1—H13···Cl1iv0.87 (2)2.53 (4)3.325 (5)153 (7)
N1—H13···Cl2iv0.87 (2)2.76 (6)3.387 (5)130 (6)
Symmetry codes: (i) x+1, y, z+1; (ii) x+1, y1, z+1; (iii) x, y1, z; (iv) x1/2, y1/2, z.
 

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