# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_bp_smk_01

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H33 Cl N O P Pd'
_chemical_formula_sum            'C19 H33 Cl N O P Pd'
_chemical_formula_weight         464.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.2182(2)
_cell_length_b                   12.9877(3)
_cell_length_c                   20.2391(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2160.23(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    7463
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      33.03

_exptl_crystal_description       rhombus
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    1.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7845
_exptl_absorpt_correction_T_max  0.8569
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13795
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0377
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         30.00
_reflns_number_total             6257
_reflns_number_gt                5750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 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 > 2sigma(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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0277P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_number_reflns         6257
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0623
_refine_ls_wR_factor_gt          0.0601
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.02156(2) 0.561067(11) 0.144193(7) 0.03726(5) Uani 1 1 d . . .
Cl1 Cl -0.12662(11) 0.71903(5) 0.15284(3) 0.0662(2) Uani 1 1 d . . .
P1 P -0.04993(8) 0.52358(5) 0.04282(3) 0.04321(14) Uani 1 1 d . . .
O1 O 0.0526(3) 0.41990(12) 0.02132(8) 0.0561(5) Uani 1 1 d . . .
C11 C 0.0160(4) 0.5815(2) 0.29522(11) 0.0582(7) Uani 1 1 d . . .
H11 H -0.0165 0.6533 0.2880 0.070 Uiso 1 1 calc R . .
C2 C 0.1428(3) 0.37948(18) 0.07306(12) 0.0487(6) Uani 1 1 d . . .
C3 C 0.2334(4) 0.2909(2) 0.06505(15) 0.0616(7) Uani 1 1 d . . .
H3 H 0.2393 0.2580 0.0243 0.074 Uiso 1 1 calc R . .
C4 C 0.3155(4) 0.2523(2) 0.11964(17) 0.0678(8) Uani 1 1 d . . .
H4 H 0.3772 0.1927 0.1152 0.081 Uiso 1 1 calc R . .
C5 C 0.3077(4) 0.2998(2) 0.17958(16) 0.0633(8) Uani 1 1 d . . .
H5 H 0.3616 0.2715 0.2156 0.076 Uiso 1 1 calc R . .
C6 C 0.2192(4) 0.39079(19) 0.18719(13) 0.0493(6) Uani 1 1 d . . .
C7 C 0.2025(4) 0.4467(2) 0.25166(12) 0.0588(7) Uani 1 1 d . . .
H7A H 0.3074 0.4484 0.2736 0.071 Uiso 1 1 calc R . .
H7B H 0.1274 0.4095 0.2799 0.071 Uiso 1 1 calc R . .
N1 N 0.1417(2) 0.55582(15) 0.24241(8) 0.0413(4) Uani 1 1 d . . .
C13 C -0.1361(5) 0.5166(3) 0.28731(17) 0.0799(10) Uani 1 1 d . . .
H13A H -0.1115 0.4462 0.2976 0.120 Uiso 1 1 calc R . .
H13B H -0.1742 0.5213 0.2426 0.120 Uiso 1 1 calc R . .
H13C H -0.2190 0.5413 0.3168 0.120 Uiso 1 1 calc R . .
C12 C 0.0837(6) 0.5753(3) 0.36628(13) 0.0940(12) Uani 1 1 d . . .
H12A H 0.0001 0.5943 0.3971 0.141 Uiso 1 1 calc R . .
H12B H 0.1742 0.6215 0.3707 0.141 Uiso 1 1 calc R . .
H12C H 0.1188 0.5062 0.3752 0.141 Uiso 1 1 calc R . .
C8 C 0.2874(4) 0.6273(2) 0.24631(14) 0.0591(7) Uani 1 1 d . . .
H8 H 0.3430 0.6144 0.2883 0.071 Uiso 1 1 calc R . .
C10 C 0.2397(5) 0.7397(2) 0.24446(19) 0.0772(10) Uani 1 1 d . . .
H10A H 0.3359 0.7816 0.2453 0.116 Uiso 1 1 calc R . .
H10B H 0.1733 0.7554 0.2821 0.116 Uiso 1 1 calc R . .
H10C H 0.1797 0.7534 0.2047 0.116 Uiso 1 1 calc R . .
C9 C 0.4076(4) 0.6066(3) 0.19084(18) 0.0811(10) Uani 1 1 d . . .
H9A H 0.4398 0.5356 0.1919 0.122 Uiso 1 1 calc R . .
H9B H 0.5017 0.6495 0.1964 0.122 Uiso 1 1 calc R . .
H9C H 0.3572 0.6216 0.1491 0.122 Uiso 1 1 calc R . .
C1 C 0.1370(3) 0.43041(17) 0.13338(11) 0.0430(5) Uani 1 1 d . . .
C14 C -0.2564(4) 0.4830(3) 0.02765(15) 0.0662(8) Uani 1 1 d . . .
H14 H -0.2589 0.4492 -0.0156 0.079 Uiso 1 1 calc R . .
C15 C -0.3068(6) 0.4041(4) 0.07877(19) 0.1078(16) Uani 1 1 d . . .
H15A H -0.3090 0.4358 0.1216 0.162 Uiso 1 1 calc R . .
H15B H -0.2301 0.3483 0.0789 0.162 Uiso 1 1 calc R . .
H15C H -0.4131 0.3783 0.0682 0.162 Uiso 1 1 calc R . .
C16 C -0.3730(4) 0.5735(3) 0.0250(2) 0.1021(14) Uani 1 1 d . . .
H16A H -0.4828 0.5485 0.0223 0.153 Uiso 1 1 calc R . .
H16B H -0.3494 0.6149 -0.0131 0.153 Uiso 1 1 calc R . .
H16C H -0.3607 0.6144 0.0642 0.153 Uiso 1 1 calc R . .
C17 C 0.0103(4) 0.61580(19) -0.01978(11) 0.0513(6) Uani 1 1 d . . .
H17 H -0.0487 0.6800 -0.0113 0.062 Uiso 1 1 calc R . .
C19 C 0.1898(4) 0.6373(3) -0.01104(16) 0.0775(10) Uani 1 1 d . . .
H19C H 0.2496 0.5740 -0.0145 0.116 Uiso 1 1 calc R . .
H19A H 0.2081 0.6673 0.0316 0.116 Uiso 1 1 calc R . .
H19B H 0.2256 0.6841 -0.0447 0.116 Uiso 1 1 calc R . .
C18 C -0.0287(5) 0.5817(3) -0.09020(13) 0.0817(10) Uani 1 1 d . . .
H18A H 0.0049 0.6342 -0.1207 0.123 Uiso 1 1 calc R . .
H18C H -0.1437 0.5706 -0.0944 0.123 Uiso 1 1 calc R . .
H18B H 0.0282 0.5189 -0.0998 0.123 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C1 1.956(2) . ?
Pd1 P1 2.1890(6) . ?
Pd1 N1 2.2204(17) . ?
Pd1 Cl1 2.3922(6) . ?
P1 O1 1.6470(18) . ?
P1 C14 1.803(3) . ?
P1 C17 1.812(2) . ?
O1 C2 1.386(3) . ?
C11 C13 1.517(4) . ?
C11 N1 1.523(3) . ?
C11 C12 1.544(4) . ?
C11 H11 0.9800 . ?
C2 C3 1.380(4) . ?
C2 C1 1.389(3) . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.362(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(4) . ?
C5 H5 0.9300 . ?
C6 C1 1.381(3) . ?
C6 C7 1.500(4) . ?
C7 N1 1.514(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N1 C8 1.518(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C8 C10 1.511(5) . ?
C8 C9 1.519(4) . ?
C8 H8 0.9800 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C14 C15 1.514(5) . ?
C14 C16 1.518(5) . ?
C14 H14 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C19 1.511(4) . ?
C17 C18 1.527(3) . ?
C17 H17 0.9800 . ?
C19 H19C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18C 0.9600 . ?
C18 H18B 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 P1 80.35(7) . . ?
C1 Pd1 N1 81.84(8) . . ?
P1 Pd1 N1 162.10(5) . . ?
C1 Pd1 Cl1 177.32(7) . . ?
P1 Pd1 Cl1 97.04(2) . . ?
N1 Pd1 Cl1 100.79(5) . . ?
O1 P1 C14 101.40(13) . . ?
O1 P1 C17 102.47(11) . . ?
C14 P1 C17 109.34(15) . . ?
O1 P1 Pd1 106.99(7) . . ?
C14 P1 Pd1 118.50(10) . . ?
C17 P1 Pd1 115.78(8) . . ?
C2 O1 P1 112.56(14) . . ?
C13 C11 N1 111.3(2) . . ?
C13 C11 C12 111.5(3) . . ?
N1 C11 C12 113.5(3) . . ?
C13 C11 H11 106.7 . . ?
N1 C11 H11 106.7 . . ?
C12 C11 H11 106.7 . . ?
C3 C2 O1 121.0(2) . . ?
C3 C2 C1 121.2(3) . . ?
O1 C2 C1 117.7(2) . . ?
C2 C3 C4 118.0(3) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 121.5(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.9(2) . . ?
C1 C6 C7 117.5(2) . . ?
C5 C6 C7 123.6(2) . . ?
C6 C7 N1 112.06(19) . . ?
C6 C7 H7A 109.2 . . ?
N1 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
N1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C7 N1 C8 107.8(2) . . ?
C7 N1 C11 110.01(19) . . ?
C8 N1 C11 111.4(2) . . ?
C7 N1 Pd1 106.63(14) . . ?
C8 N1 Pd1 112.24(15) . . ?
C11 N1 Pd1 108.68(14) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C8 N1 112.6(3) . . ?
C10 C8 C9 108.8(3) . . ?
N1 C8 C9 111.5(2) . . ?
C10 C8 H8 107.9 . . ?
N1 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C1 C2 119.9(2) . . ?
C6 C1 Pd1 118.17(17) . . ?
C2 C1 Pd1 121.86(18) . . ?
C15 C14 C16 112.1(3) . . ?
C15 C14 P1 109.8(3) . . ?
C16 C14 P1 112.0(2) . . ?
C15 C14 H14 107.6 . . ?
C16 C14 H14 107.6 . . ?
P1 C14 H14 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C17 C18 111.6(3) . . ?
C19 C17 P1 107.86(19) . . ?
C18 C17 P1 113.8(2) . . ?
C19 C17 H17 107.8 . . ?
C18 C17 H17 107.8 . . ?
P1 C17 H17 107.8 . . ?
C17 C19 H19C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
H19C C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19C C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18C C18 H18B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Pd1 P1 O1 -5.91(10) . . . . ?
N1 Pd1 P1 O1 -0.1(2) . . . . ?
Cl1 Pd1 P1 O1 174.71(8) . . . . ?
C1 Pd1 P1 C14 107.73(15) . . . . ?
N1 Pd1 P1 C14 113.5(2) . . . . ?
Cl1 Pd1 P1 C14 -71.65(14) . . . . ?
C1 Pd1 P1 C17 -119.38(13) . . . . ?
N1 Pd1 P1 C17 -113.6(2) . . . . ?
Cl1 Pd1 P1 C17 61.24(11) . . . . ?
C14 P1 O1 C2 -119.5(2) . . . . ?
C17 P1 O1 C2 127.55(18) . . . . ?
Pd1 P1 O1 C2 5.32(18) . . . . ?
P1 O1 C2 C3 178.3(2) . . . . ?
P1 O1 C2 C1 -0.9(3) . . . . ?
O1 C2 C3 C4 -177.4(3) . . . . ?
C1 C2 C3 C4 1.7(4) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C4 C5 C6 C1 1.4(5) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C1 C6 C7 N1 -18.2(4) . . . . ?
C5 C6 C7 N1 164.1(3) . . . . ?
C6 C7 N1 C8 -100.1(3) . . . . ?
C6 C7 N1 C11 138.3(2) . . . . ?
C6 C7 N1 Pd1 20.6(3) . . . . ?
C13 C11 N1 C7 -65.8(3) . . . . ?
C12 C11 N1 C7 60.9(3) . . . . ?
C13 C11 N1 C8 174.8(2) . . . . ?
C12 C11 N1 C8 -58.6(3) . . . . ?
C13 C11 N1 Pd1 50.6(3) . . . . ?
C12 C11 N1 Pd1 177.3(2) . . . . ?
C1 Pd1 N1 C7 -14.72(17) . . . . ?
P1 Pd1 N1 C7 -20.5(3) . . . . ?
Cl1 Pd1 N1 C7 164.74(15) . . . . ?
C1 Pd1 N1 C8 103.11(17) . . . . ?
P1 Pd1 N1 C8 97.4(2) . . . . ?
Cl1 Pd1 N1 C8 -77.44(16) . . . . ?
C1 Pd1 N1 C11 -133.28(17) . . . . ?
P1 Pd1 N1 C11 -139.02(16) . . . . ?
Cl1 Pd1 N1 C11 46.18(15) . . . . ?
C7 N1 C8 C10 -174.3(2) . . . . ?
C11 N1 C8 C10 -53.6(3) . . . . ?
Pd1 N1 C8 C10 68.5(3) . . . . ?
C7 N1 C8 C9 63.1(3) . . . . ?
C11 N1 C8 C9 -176.1(2) . . . . ?
Pd1 N1 C8 C9 -54.0(3) . . . . ?
C5 C6 C1 C2 0.3(4) . . . . ?
C7 C6 C1 C2 -177.4(2) . . . . ?
C5 C6 C1 Pd1 -177.4(2) . . . . ?
C7 C6 C1 Pd1 4.9(3) . . . . ?
C3 C2 C1 C6 -1.9(4) . . . . ?
O1 C2 C1 C6 177.3(2) . . . . ?
C3 C2 C1 Pd1 175.7(2) . . . . ?
O1 C2 C1 Pd1 -5.1(3) . . . . ?
P1 Pd1 C1 C6 -175.8(2) . . . . ?
N1 Pd1 C1 C6 6.00(19) . . . . ?
P1 Pd1 C1 C2 6.6(2) . . . . ?
N1 Pd1 C1 C2 -171.7(2) . . . . ?
O1 P1 C14 C15 71.0(3) . . . . ?
C17 P1 C14 C15 178.7(2) . . . . ?
Pd1 P1 C14 C15 -45.6(3) . . . . ?
O1 P1 C14 C16 -163.8(2) . . . . ?
C17 P1 C14 C16 -56.1(3) . . . . ?
Pd1 P1 C14 C16 79.5(3) . . . . ?
O1 P1 C17 C19 -65.6(2) . . . . ?
C14 P1 C17 C19 -172.6(2) . . . . ?
Pd1 P1 C17 C19 50.4(2) . . . . ?
O1 P1 C17 C18 58.7(3) . . . . ?
C14 P1 C17 C18 -48.2(3) . . . . ?
Pd1 P1 C17 C18 174.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 973533'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_bpskm02

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H37 Cl N O P Pd'
_chemical_formula_sum            'C21 H37 Cl N O P Pd'
_chemical_formula_weight         492.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.4029(16)
_cell_length_b                   8.1183(10)
_cell_length_c                   21.221(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.850(8)
_cell_angle_gamma                90.00
_cell_volume                     2241.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    4096
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      26.99

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7148
_exptl_absorpt_correction_T_max  0.8610
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21147
_diffrn_reflns_av_R_equivalents  0.0837
_diffrn_reflns_av_sigmaI/netI    0.0703
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         27.00
_reflns_number_total             4822
_reflns_number_gt                3710
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 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 > 2sigma(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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0411P)²+2.4761P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4822
_refine_ls_number_parameters     285
_refine_ls_number_restraints     92
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1079
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.27401(2) 0.07829(4) 0.121288(15) 0.01671(11) Uani 1 1 d . . .
Cl1 Cl 0.41941(8) -0.08124(14) 0.11078(5) 0.0272(2) Uani 1 1 d . . .
P1 P 0.24064(8) 0.20534(13) 0.02650(5) 0.0175(2) Uani 1 1 d . A .
O1 O 0.1395(2) 0.3232(4) 0.02494(14) 0.0273(7) Uani 1 1 d . . .
N1 N 0.2692(3) 0.0056(4) 0.22182(16) 0.0177(7) Uani 1 1 d . . .
C1 C 0.1518(3) 0.2026(5) 0.1281(2) 0.0189(9) Uani 1 1 d . . .
C2 C 0.1025(3) 0.3132(5) 0.0806(2) 0.0219(9) Uani 1 1 d . . .
C3 C 0.0197(3) 0.4070(6) 0.0877(2) 0.0261(10) Uani 1 1 d . . .
H3 H -0.0129 0.4824 0.0550 0.031 Uiso 1 1 calc R . .
C4 C -0.0142(3) 0.3877(6) 0.1442(2) 0.0279(11) Uani 1 1 d . . .
H4 H -0.0696 0.4533 0.1506 0.033 Uiso 1 1 calc R . .
C5 C 0.0308(3) 0.2751(6) 0.1913(2) 0.0251(10) Uani 1 1 d . . .
H5 H 0.0049 0.2611 0.2288 0.030 Uiso 1 1 calc R . .
C6 C 0.1145(3) 0.1823(5) 0.1833(2) 0.0190(9) Uani 1 1 d . . .
C7 C 0.1648(3) 0.0519(5) 0.2307(2) 0.0232(10) Uani 1 1 d . . .
H7A H 0.1205 -0.0473 0.2248 0.028 Uiso 1 1 calc R . .
H7B H 0.1716 0.0928 0.2755 0.028 Uiso 1 1 calc R . .
C8 C 0.2863(4) -0.1783(5) 0.2288(2) 0.0254(10) Uani 1 1 d . . .
H8 H 0.3559 -0.2013 0.2214 0.031 Uiso 1 1 calc R . .
C9 C 0.2090(4) -0.2726(6) 0.1772(2) 0.0343(12) Uani 1 1 d . . .
H9A H 0.1416 -0.2699 0.1875 0.051 Uiso 1 1 calc R . .
H9B H 0.2316 -0.3871 0.1761 0.051 Uiso 1 1 calc R . .
H9C H 0.2041 -0.2215 0.1347 0.051 Uiso 1 1 calc R . .
C10 C 0.2857(4) -0.2448(6) 0.2960(2) 0.0350(12) Uani 1 1 d . . .
H10A H 0.3405 -0.1918 0.3286 0.053 Uiso 1 1 calc R . .
H10B H 0.2969 -0.3641 0.2970 0.053 Uiso 1 1 calc R . .
H10C H 0.2191 -0.2210 0.3056 0.053 Uiso 1 1 calc R . .
C11 C 0.3484(3) 0.1009(5) 0.2716(2) 0.0229(9) Uani 1 1 d . . .
H11 H 0.3377 0.0731 0.3154 0.027 Uiso 1 1 calc R . .
C12 C 0.4585(3) 0.0536(6) 0.2715(2) 0.0280(10) Uani 1 1 d . . .
H12A H 0.4696 -0.0631 0.2828 0.042 Uiso 1 1 calc R . .
H12B H 0.5064 0.1208 0.3033 0.042 Uiso 1 1 calc R . .
H12C H 0.4701 0.0726 0.2282 0.042 Uiso 1 1 calc R . .
C13 C 0.3340(3) 0.2847(5) 0.2624(2) 0.0245(10) Uani 1 1 d . . .
H13A H 0.3416 0.3154 0.2191 0.037 Uiso 1 1 calc R . .
H13B H 0.3857 0.3425 0.2954 0.037 Uiso 1 1 calc R . .
H13C H 0.2652 0.3154 0.2666 0.037 Uiso 1 1 calc R . .
C14 C 0.3350(4) 0.3603(6) 0.0159(2) 0.0304(11) Uani 1 1 d D . .
C15 C 0.3908(7) 0.4219(13) 0.0777(5) 0.032(2) Uani 0.50 1 d PDU A 1
H15A H 0.4228 0.3297 0.1050 0.048 Uiso 0.50 1 calc PR A 1
H15B H 0.3436 0.4797 0.0988 0.048 Uiso 0.50 1 calc PR A 1
H15C H 0.4443 0.4981 0.0714 0.048 Uiso 0.50 1 calc PR A 1
C16 C 0.4452(7) 0.3106(14) 0.0383(6) 0.039(3) Uani 0.50 1 d PDU A 1
H16A H 0.4889 0.4089 0.0432 0.059 Uiso 0.50 1 calc PR A 1
H16B H 0.4632 0.2364 0.0064 0.059 Uiso 0.50 1 calc PR A 1
H16C H 0.4558 0.2540 0.0802 0.059 Uiso 0.50 1 calc PR A 1
C15' C 0.3231(8) 0.4925(12) 0.0734(4) 0.031(2) Uani 0.50 1 d PDU A 2
H15D H 0.3336 0.4346 0.1150 0.046 Uiso 0.50 1 calc PR A 2
H15E H 0.2541 0.5409 0.0622 0.046 Uiso 0.50 1 calc PR A 2
H15F H 0.3745 0.5800 0.0768 0.046 Uiso 0.50 1 calc PR A 2
C16' C 0.4160(7) 0.2539(12) -0.0152(5) 0.031(2) Uani 0.50 1 d PDU A 2
H16D H 0.4768 0.3212 -0.0150 0.046 Uiso 0.50 1 calc PR A 2
H16E H 0.3828 0.2224 -0.0598 0.046 Uiso 0.50 1 calc PR A 2
H16F H 0.4369 0.1545 0.0109 0.046 Uiso 0.50 1 calc PR A 2
C17 C 0.2986(4) 0.4776(7) -0.0392(3) 0.0460(15) Uani 1 1 d . A .
H17A H 0.2308 0.5204 -0.0378 0.069 Uiso 1 1 calc R . .
H17B H 0.2938 0.4201 -0.0804 0.069 Uiso 1 1 calc R . .
H17C H 0.3473 0.5692 -0.0355 0.069 Uiso 1 1 calc R . .
C18 C 0.1961(5) 0.0745(7) -0.0458(3) 0.0481(15) Uani 1 1 d D . .
C19 C 0.1490(4) 0.1621(7) -0.1072(2) 0.0427(14) Uani 1 1 d . A .
H19A H 0.2023 0.2233 -0.1219 0.064 Uiso 1 1 calc R . .
H19B H 0.0966 0.2389 -0.0997 0.064 Uiso 1 1 calc R . .
H19C H 0.1171 0.0818 -0.1404 0.064 Uiso 1 1 calc R . .
C20 C 0.1600(9) -0.0829(12) -0.0255(5) 0.041(3) Uani 0.50 1 d PDU A 1
H20A H 0.1384 -0.1550 -0.0634 0.062 Uiso 0.50 1 calc PR A 1
H20B H 0.1016 -0.0632 -0.0061 0.062 Uiso 0.50 1 calc PR A 1
H20C H 0.2158 -0.1356 0.0065 0.062 Uiso 0.50 1 calc PR A 1
C21 C 0.3101(8) 0.0139(13) -0.0620(5) 0.034(2) Uani 0.50 1 d PDU A 1
H21A H 0.3554 -0.0306 -0.0224 0.051 Uiso 0.50 1 calc PR A 1
H21B H 0.3431 0.1088 -0.0771 0.051 Uiso 0.50 1 calc PR A 1
H21C H 0.2968 -0.0713 -0.0957 0.051 Uiso 0.50 1 calc PR A 1
C20' C 0.0809(8) 0.0131(15) -0.0331(5) 0.039(3) Uani 0.50 1 d PDU A 2
H20D H 0.0515 -0.0728 -0.0644 0.059 Uiso 0.50 1 calc PR A 2
H20E H 0.0340 0.1074 -0.0385 0.059 Uiso 0.50 1 calc PR A 2
H20F H 0.0911 -0.0305 0.0111 0.059 Uiso 0.50 1 calc PR A 2
C21' C 0.2502(8) -0.0732(13) -0.0489(5) 0.037(2) Uani 0.50 1 d PDU A 2
H21D H 0.2671 -0.1259 -0.0061 0.056 Uiso 0.50 1 calc PR A 2
H21E H 0.3138 -0.0487 -0.0623 0.056 Uiso 0.50 1 calc PR A 2
H21F H 0.2075 -0.1477 -0.0806 0.056 Uiso 0.50 1 calc PR A 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C1 1.958(4) . ?
Pd1 P1 2.2090(11) . ?
Pd1 N1 2.229(3) . ?
Pd1 Cl1 2.3943(11) . ?
P1 O1 1.653(3) . ?
P1 C14 1.836(5) . ?
P1 C18 1.844(5) . ?
O1 C2 1.388(5) . ?
N1 C7 1.505(5) . ?
N1 C8 1.512(5) . ?
N1 C11 1.518(6) . ?
C1 C6 1.391(6) . ?
C1 C2 1.393(6) . ?
C2 C3 1.384(6) . ?
C3 C4 1.388(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.503(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.522(7) . ?
C8 C10 1.528(6) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.512(6) . ?
C11 C12 1.525(6) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.434(10) . ?
C14 C16 1.495(10) . ?
C14 C17 1.497(7) . ?
C14 C16' 1.644(9) . ?
C14 C15' 1.661(10) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 0.9800 . ?
C16' H16D 0.9800 . ?
C16' H16E 0.9800 . ?
C16' H16F 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C21' 1.412(10) . ?
C18 C20 1.466(10) . ?
C18 C19 1.486(7) . ?
C18 C20' 1.704(10) . ?
C18 C21 1.717(10) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20' H20D 0.9800 . ?
C20' H20E 0.9800 . ?
C20' H20F 0.9800 . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 P1 80.56(12) . . ?
C1 Pd1 N1 81.35(15) . . ?
P1 Pd1 N1 161.65(9) . . ?
C1 Pd1 Cl1 177.93(13) . . ?
P1 Pd1 Cl1 99.18(4) . . ?
N1 Pd1 Cl1 99.00(9) . . ?
O1 P1 C14 100.75(19) . . ?
O1 P1 C18 102.5(2) . . ?
C14 P1 C18 112.9(2) . . ?
O1 P1 Pd1 105.95(11) . . ?
C14 P1 Pd1 115.86(16) . . ?
C18 P1 Pd1 116.31(18) . . ?
C2 O1 P1 114.1(3) . . ?
C7 N1 C8 111.0(3) . . ?
C7 N1 C11 107.6(3) . . ?
C8 N1 C11 111.8(3) . . ?
C7 N1 Pd1 107.1(2) . . ?
C8 N1 Pd1 108.4(2) . . ?
C11 N1 Pd1 110.9(2) . . ?
C6 C1 C2 118.9(4) . . ?
C6 C1 Pd1 118.5(3) . . ?
C2 C1 Pd1 122.6(3) . . ?
C3 C2 O1 121.4(4) . . ?
C3 C2 C1 121.9(4) . . ?
O1 C2 C1 116.7(4) . . ?
C2 C3 C4 118.0(4) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 121.5(4) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.7(4) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 120.0(4) . . ?
C1 C6 C7 116.9(4) . . ?
C5 C6 C7 123.0(4) . . ?
C6 C7 N1 112.0(3) . . ?
C6 C7 H7A 109.2 . . ?
N1 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
N1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N1 C8 C9 111.4(4) . . ?
N1 C8 C10 113.9(4) . . ?
C9 C8 C10 109.8(4) . . ?
N1 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
C10 C8 H8 107.1 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 N1 111.5(4) . . ?
C13 C11 C12 110.0(4) . . ?
N1 C11 C12 112.7(3) . . ?
C13 C11 H11 107.5 . . ?
N1 C11 H11 107.5 . . ?
C12 C11 H11 107.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C16 62.9(6) . . ?
C15 C14 C17 119.6(6) . . ?
C16 C14 C17 122.2(5) . . ?
C15 C14 C16' 107.4(6) . . ?
C17 C14 C16' 98.3(5) . . ?
C16 C14 C15' 101.7(7) . . ?
C17 C14 C15' 95.3(5) . . ?
C16' C14 C15' 145.4(6) . . ?
C15 C14 P1 110.5(5) . . ?
C16 C14 P1 115.7(5) . . ?
C17 C14 P1 115.2(4) . . ?
C16' C14 P1 103.3(4) . . ?
C15' C14 P1 99.3(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
C14 C15' H15D 109.5 . . ?
C14 C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C14 C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C14 C16' H16D 109.5 . . ?
C14 C16' H16E 109.5 . . ?
H16D C16' H16E 109.5 . . ?
C14 C16' H16F 109.5 . . ?
H16D C16' H16F 109.5 . . ?
H16E C16' H16F 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C21' C18 C20 58.9(6) . . ?
C21' C18 C19 118.7(6) . . ?
C20 C18 C19 125.0(7) . . ?
C21' C18 C20' 104.8(7) . . ?
C19 C18 C20' 93.9(6) . . ?
C20 C18 C21 100.4(7) . . ?
C19 C18 C21 100.0(5) . . ?
C20' C18 C21 146.2(7) . . ?
C21' C18 P1 117.4(6) . . ?
C20 C18 P1 108.8(5) . . ?
C19 C18 P1 116.0(4) . . ?
C20' C18 P1 99.3(4) . . ?
C21 C18 P1 101.8(5) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
C18 C20' H20D 109.5 . . ?
C18 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C18 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C18 C21' H21D 109.5 . . ?
C18 C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C18 C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Pd1 P1 O1 1.80(18) . . . . ?
N1 Pd1 P1 O1 -7.9(3) . . . . ?
Cl1 Pd1 P1 O1 179.72(13) . . . . ?
C1 Pd1 P1 C14 112.5(2) . . . . ?
N1 Pd1 P1 C14 102.9(3) . . . . ?
Cl1 Pd1 P1 C14 -69.54(18) . . . . ?
C1 Pd1 P1 C18 -111.3(3) . . . . ?
N1 Pd1 P1 C18 -121.0(4) . . . . ?
Cl1 Pd1 P1 C18 66.6(2) . . . . ?
C14 P1 O1 C2 -121.3(3) . . . . ?
C18 P1 O1 C2 122.2(3) . . . . ?
Pd1 P1 O1 C2 -0.2(3) . . . . ?
C1 Pd1 N1 C7 14.8(3) . . . . ?
P1 Pd1 N1 C7 24.5(5) . . . . ?
Cl1 Pd1 N1 C7 -163.1(2) . . . . ?
C1 Pd1 N1 C8 134.6(3) . . . . ?
P1 Pd1 N1 C8 144.3(3) . . . . ?
Cl1 Pd1 N1 C8 -43.3(3) . . . . ?
C1 Pd1 N1 C11 -102.3(3) . . . . ?
P1 Pd1 N1 C11 -92.7(4) . . . . ?
Cl1 Pd1 N1 C11 79.7(2) . . . . ?
P1 Pd1 C1 C6 177.9(3) . . . . ?
N1 Pd1 C1 C6 -5.2(3) . . . . ?
P1 Pd1 C1 C2 -3.6(3) . . . . ?
N1 Pd1 C1 C2 173.3(4) . . . . ?
P1 O1 C2 C3 178.4(4) . . . . ?
P1 O1 C2 C1 -2.4(5) . . . . ?
C6 C1 C2 C3 2.2(7) . . . . ?
Pd1 C1 C2 C3 -176.3(3) . . . . ?
C6 C1 C2 O1 -176.9(4) . . . . ?
Pd1 C1 C2 O1 4.6(6) . . . . ?
O1 C2 C3 C4 178.7(4) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 -1.9(7) . . . . ?
C3 C4 C5 C6 2.2(7) . . . . ?
C2 C1 C6 C5 -1.8(6) . . . . ?
Pd1 C1 C6 C5 176.7(3) . . . . ?
C2 C1 C6 C7 175.2(4) . . . . ?
Pd1 C1 C6 C7 -6.3(5) . . . . ?
C4 C5 C6 C1 -0.3(7) . . . . ?
C4 C5 C6 C7 -177.1(4) . . . . ?
C1 C6 C7 N1 19.6(5) . . . . ?
C5 C6 C7 N1 -163.5(4) . . . . ?
C8 N1 C7 C6 -139.6(4) . . . . ?
C11 N1 C7 C6 97.8(4) . . . . ?
Pd1 N1 C7 C6 -21.4(4) . . . . ?
C7 N1 C8 C9 61.9(4) . . . . ?
C11 N1 C8 C9 -178.0(3) . . . . ?
Pd1 N1 C8 C9 -55.5(4) . . . . ?
C7 N1 C8 C10 -63.0(5) . . . . ?
C11 N1 C8 C10 57.1(5) . . . . ?
Pd1 N1 C8 C10 179.6(3) . . . . ?
C7 N1 C11 C13 -60.6(4) . . . . ?
C8 N1 C11 C13 177.3(3) . . . . ?
Pd1 N1 C11 C13 56.2(4) . . . . ?
C7 N1 C11 C12 175.1(3) . . . . ?
C8 N1 C11 C12 53.0(5) . . . . ?
Pd1 N1 C11 C12 -68.1(4) . . . . ?
O1 P1 C14 C15 89.8(5) . . . . ?
C18 P1 C14 C15 -161.6(5) . . . . ?
Pd1 P1 C14 C15 -24.0(6) . . . . ?
O1 P1 C14 C16 158.6(6) . . . . ?
C18 P1 C14 C16 -92.8(6) . . . . ?
Pd1 P1 C14 C16 44.9(6) . . . . ?
O1 P1 C14 C17 -49.6(4) . . . . ?
C18 P1 C14 C17 59.0(5) . . . . ?
Pd1 P1 C14 C17 -163.3(4) . . . . ?
O1 P1 C14 C16' -155.6(4) . . . . ?
C18 P1 C14 C16' -47.0(5) . . . . ?
Pd1 P1 C14 C16' 90.7(5) . . . . ?
O1 P1 C14 C15' 50.8(5) . . . . ?
C18 P1 C14 C15' 159.4(5) . . . . ?
Pd1 P1 C14 C15' -63.0(5) . . . . ?
O1 P1 C18 C21' -161.1(6) . . . . ?
C14 P1 C18 C21' 91.4(6) . . . . ?
Pd1 P1 C18 C21' -46.0(7) . . . . ?
O1 P1 C18 C20 -97.1(6) . . . . ?
C14 P1 C18 C20 155.4(6) . . . . ?
Pd1 P1 C18 C20 18.0(7) . . . . ?
O1 P1 C18 C19 50.0(5) . . . . ?
C14 P1 C18 C19 -57.5(5) . . . . ?
Pd1 P1 C18 C19 165.1(4) . . . . ?
O1 P1 C18 C20' -49.0(5) . . . . ?
C14 P1 C18 C20' -156.5(5) . . . . ?
Pd1 P1 C18 C20' 66.1(5) . . . . ?
O1 P1 C18 C21 157.4(4) . . . . ?
C14 P1 C18 C21 49.9(5) . . . . ?
Pd1 P1 C18 C21 -87.5(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.834
_refine_diff_density_min         -1.624
_refine_diff_density_rms         0.122

#===END
_database_code_depnum_ccdc_archive 'CCDC 973534'
