# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dp_3
_database_code_depnum_ccdc_archive 'CCDC 1063769'
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H39 Cl N3 O P Pd'
_chemical_formula_sum            'C21 H39 Cl N3 O P Pd'
_chemical_formula_weight         522.37

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                   7.9316(3)
_cell_length_b                   13.8355(5)
_cell_length_c                   22.8534(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.291(2)
_cell_angle_gamma                90.00
_cell_volume                     2481.67(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      36.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5729
_exptl_absorpt_correction_T_max  0.8647
_exptl_absorpt_process_details   sadabs,(bruker,2006)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42606
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4372
_reflns_number_gt                4157
_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)+(0.0266P)²+1.3975P] 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         4372
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_restrained_S_all      1.155
_refine_ls_shift/su_max          0.004
_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 0.593761(19) 0.293505(10) 0.648016(6) 0.02813(7) Uani 1 1 d . . .
Cl1 Cl 0.42048(9) 0.15026(4) 0.64581(3) 0.05180(16) Uani 1 1 d . . .
P1 P 0.68088(7) 0.27335(4) 0.56192(2) 0.03287(13) Uani 1 1 d . . .
O1 O 0.8322(2) 0.35453(11) 0.55890(7) 0.0410(4) Uani 1 1 d . . .
N1 N 0.5599(2) 0.35607(12) 0.73579(7) 0.0316(4) Uani 1 1 d . . .
N2 N 0.7882(3) 0.17680(14) 0.54520(9) 0.0431(4) Uani 1 1 d . . .
N3 N 0.5382(3) 0.29437(14) 0.50408(8) 0.0413(5) Uani 1 1 d . . .
C1 C 0.7297(3) 0.41126(14) 0.64523(9) 0.0309(4) Uani 1 1 d . . .
C2 C 0.8278(3) 0.42709(15) 0.60090(9) 0.0350(5) Uani 1 1 d . . .
C3 C 0.9188(3) 0.51172(17) 0.59725(11) 0.0443(5) Uani 1 1 d . . .
H3 H 0.9822 0.5220 0.5666 0.053 Uiso 1 1 calc R . .
C4 C 0.9119(3) 0.58063(17) 0.64093(12) 0.0509(6) Uani 1 1 d . . .
H4 H 0.9728 0.6379 0.6397 0.061 Uiso 1 1 calc R . .
C5 C 0.8165(3) 0.56601(16) 0.68624(11) 0.0470(6) Uani 1 1 d . . .
H5 H 0.8146 0.6130 0.7153 0.056 Uiso 1 1 calc R . .
C6 C 0.7228(3) 0.48086(15) 0.68855(9) 0.0351(5) Uani 1 1 d . . .
C7 C 0.6073(3) 0.46151(15) 0.73371(10) 0.0408(5) Uani 1 1 d . . .
H7A H 0.5045 0.4998 0.7244 0.049 Uiso 1 1 calc R . .
H7B H 0.6637 0.4814 0.7723 0.049 Uiso 1 1 calc R . .
C8 C 0.6768(3) 0.30725(17) 0.78503(10) 0.0402(5) Uani 1 1 d . . .
H8 H 0.6597 0.3382 0.8223 0.048 Uiso 1 1 calc R . .
C9 C 0.8633(3) 0.3192(2) 0.77788(13) 0.0614(8) Uani 1 1 d . . .
H9A H 0.8854 0.2855 0.7430 0.092 Uiso 1 1 calc R . .
H9B H 0.9337 0.2930 0.8119 0.092 Uiso 1 1 calc R . .
H9C H 0.8886 0.3866 0.7742 0.092 Uiso 1 1 calc R . .
C10 C 0.6374(4) 0.20022(18) 0.78999(12) 0.0529(7) Uani 1 1 d . . .
H10A H 0.5268 0.1926 0.8018 0.079 Uiso 1 1 calc R . .
H10B H 0.7217 0.1708 0.8189 0.079 Uiso 1 1 calc R . .
H10C H 0.6388 0.1696 0.7524 0.079 Uiso 1 1 calc R . .
C11 C 0.3761(3) 0.34582(18) 0.74528(10) 0.0415(5) Uani 1 1 d . . .
H11 H 0.3526 0.2764 0.7467 0.050 Uiso 1 1 calc R . .
C12 C 0.2553(3) 0.3868(2) 0.69328(12) 0.0591(7) Uani 1 1 d . . .
H12A H 0.2580 0.4561 0.6949 0.089 Uiso 1 1 calc R . .
H12B H 0.1416 0.3646 0.6953 0.089 Uiso 1 1 calc R . .
H12C H 0.2901 0.3654 0.6569 0.089 Uiso 1 1 calc R . .
C13 C 0.3382(4) 0.3888(2) 0.80356(12) 0.0638(8) Uani 1 1 d . . .
H13A H 0.4053 0.3561 0.8360 0.096 Uiso 1 1 calc R . .
H13B H 0.2195 0.3808 0.8064 0.096 Uiso 1 1 calc R . .
H13C H 0.3661 0.4563 0.8049 0.096 Uiso 1 1 calc R . .
C14 C 0.9494(4) 0.1542(2) 0.58323(12) 0.0557(7) Uani 1 1 d . . .
H14A H 1.0045 0.2145 0.5966 0.067 Uiso 1 1 calc R . .
H14B H 1.0236 0.1210 0.5596 0.067 Uiso 1 1 calc R . .
C15 C 0.9325(6) 0.0931(3) 0.63663(17) 0.1062(15) Uani 1 1 d . . .
H15A H 0.8585 0.1248 0.6603 0.159 Uiso 1 1 calc R . .
H15B H 1.0427 0.0842 0.6595 0.159 Uiso 1 1 calc R . .
H15C H 0.8854 0.0313 0.6240 0.159 Uiso 1 1 calc R . .
C16 C 0.6989(4) 0.0943(2) 0.51546(15) 0.0699(9) Uani 1 1 d . . .
H16A H 0.5790 0.1102 0.5056 0.084 Uiso 1 1 calc R . .
H16B H 0.7082 0.0398 0.5424 0.084 Uiso 1 1 calc R . .
C17 C 0.7672(7) 0.0657(3) 0.46025(17) 0.1049(15) Uani 1 1 d . . .
H17A H 0.7526 0.1181 0.4325 0.157 Uiso 1 1 calc R . .
H17B H 0.7066 0.0100 0.4432 0.157 Uiso 1 1 calc R . .
H17C H 0.8861 0.0505 0.4696 0.157 Uiso 1 1 calc R . .
C18 C 0.5932(4) 0.31860(18) 0.44723(10) 0.0472(6) Uani 1 1 d . . .
H18A H 0.5175 0.2872 0.4158 0.057 Uiso 1 1 calc R . .
H18B H 0.7068 0.2930 0.4467 0.057 Uiso 1 1 calc R . .
C19 C 0.5950(4) 0.4257(2) 0.43489(12) 0.0604(7) Uani 1 1 d . . .
H19A H 0.4809 0.4505 0.4313 0.091 Uiso 1 1 calc R . .
H19B H 0.6402 0.4368 0.3987 0.091 Uiso 1 1 calc R . .
H19C H 0.6649 0.4579 0.4668 0.091 Uiso 1 1 calc R . .
C20 C 0.3564(3) 0.3075(2) 0.50828(12) 0.0522(6) Uani 1 1 d . . .
H20A H 0.3205 0.3703 0.4923 0.063 Uiso 1 1 calc R . .
H20B H 0.3413 0.3069 0.5496 0.063 Uiso 1 1 calc R . .
C21 C 0.2438(5) 0.2313(3) 0.47611(17) 0.0816(10) Uani 1 1 d . . .
H21A H 0.2617 0.2293 0.4355 0.122 Uiso 1 1 calc R . .
H21B H 0.1267 0.2464 0.4782 0.122 Uiso 1 1 calc R . .
H21C H 0.2712 0.1695 0.4941 0.122 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 1.960(2) . ?
Pd1 P1 2.1951(6) . ?
Pd1 N1 2.2361(16) . ?
Pd1 Cl1 2.4082(6) . ?
P1 N3 1.637(2) . ?
P1 O1 1.6524(16) . ?
P1 N2 1.658(2) . ?
O1 C2 1.393(3) . ?
N1 C11 1.511(3) . ?
N1 C7 1.509(3) . ?
N1 C8 1.510(3) . ?
N2 C16 1.458(3) . ?
N2 C14 1.472(3) . ?
N3 C20 1.470(3) . ?
N3 C18 1.468(3) . ?
C1 C2 1.381(3) . ?
C1 C6 1.388(3) . ?
C2 C3 1.384(3) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.499(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.521(4) . ?
C8 C10 1.521(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.524(3) . ?
C11 C13 1.527(3) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.507(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.497(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.509(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.503(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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 80.26(6) . . ?
C1 Pd1 N1 81.09(8) . . ?
P1 Pd1 N1 161.30(5) . . ?
C1 Pd1 Cl1 176.84(6) . . ?
P1 Pd1 Cl1 97.42(2) . . ?
N1 Pd1 Cl1 101.27(5) . . ?
N3 P1 O1 105.48(9) . . ?
N3 P1 N2 105.96(10) . . ?
O1 P1 N2 97.93(10) . . ?
N3 P1 Pd1 115.53(8) . . ?
O1 P1 Pd1 105.99(6) . . ?
N2 P1 Pd1 123.19(7) . . ?
C2 O1 P1 111.76(13) . . ?
C11 N1 C7 110.19(17) . . ?
C11 N1 C8 110.63(17) . . ?
C7 N1 C8 109.08(17) . . ?
C11 N1 Pd1 109.60(12) . . ?
C7 N1 Pd1 106.46(12) . . ?
C8 N1 Pd1 110.80(13) . . ?
C16 N2 C14 115.6(2) . . ?
C16 N2 P1 120.44(19) . . ?
C14 N2 P1 117.77(17) . . ?
C20 N3 C18 116.7(2) . . ?
C20 N3 P1 122.64(16) . . ?
C18 N3 P1 119.76(18) . . ?
C2 C1 C6 119.85(19) . . ?
C2 C1 Pd1 121.77(15) . . ?
C6 C1 Pd1 118.37(16) . . ?
C1 C2 C3 122.2(2) . . ?
C1 C2 O1 117.64(18) . . ?
C3 C2 O1 120.2(2) . . ?
C2 C3 C4 117.6(2) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 H3 121.2 . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 117.27(19) . . ?
C5 C6 C7 123.9(2) . . ?
C6 C7 N1 111.96(17) . . ?
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 111.93(19) . . ?
N1 C8 C10 112.35(19) . . ?
C9 C8 C10 109.1(2) . . ?
N1 C8 H8 107.8 . . ?
C9 C8 H8 107.8 . . ?
C10 C8 H8 107.8 . . ?
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 . . ?
N1 C11 C12 111.38(19) . . ?
N1 C11 C13 113.8(2) . . ?
C12 C11 C13 110.8(2) . . ?
N1 C11 H11 106.8 . . ?
C12 C11 H11 106.8 . . ?
C13 C11 H11 106.8 . . ?
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 . . ?
N2 C14 C15 115.2(3) . . ?
N2 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
N2 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
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 . . ?
N2 C16 C17 112.9(3) . . ?
N2 C16 H16A 109.0 . . ?
C17 C16 H16A 109.0 . . ?
N2 C16 H16B 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C19 113.7(2) . . ?
N3 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
N3 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
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 . . ?
N3 C20 C21 113.6(3) . . ?
N3 C20 H20A 108.8 . . ?
C21 C20 H20A 108.8 . . ?
N3 C20 H20B 108.8 . . ?
C21 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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 N3 -104.21(10) . . . . ?
N1 Pd1 P1 N3 -107.91(16) . . . . ?
Cl1 Pd1 P1 N3 73.63(8) . . . . ?
C1 Pd1 P1 O1 12.18(9) . . . . ?
N1 Pd1 P1 O1 8.48(16) . . . . ?
Cl1 Pd1 P1 O1 -169.97(7) . . . . ?
C1 Pd1 P1 N2 123.22(11) . . . . ?
N1 Pd1 P1 N2 119.51(16) . . . . ?
Cl1 Pd1 P1 N2 -58.94(10) . . . . ?
N3 P1 O1 C2 105.99(15) . . . . ?
N2 P1 O1 C2 -144.94(15) . . . . ?
Pd1 P1 O1 C2 -17.01(15) . . . . ?
C1 Pd1 N1 C11 137.05(15) . . . . ?
P1 Pd1 N1 C11 140.75(14) . . . . ?
Cl1 Pd1 N1 C11 -40.81(14) . . . . ?
C1 Pd1 N1 C7 17.89(14) . . . . ?
P1 Pd1 N1 C7 21.6(2) . . . . ?
Cl1 Pd1 N1 C7 -159.97(13) . . . . ?
C1 Pd1 N1 C8 -100.58(14) . . . . ?
P1 Pd1 N1 C8 -96.89(18) . . . . ?
Cl1 Pd1 N1 C8 81.55(13) . . . . ?
N3 P1 N2 C16 -42.7(2) . . . . ?
O1 P1 N2 C16 -151.3(2) . . . . ?
Pd1 P1 N2 C16 93.6(2) . . . . ?
N3 P1 N2 C14 166.27(18) . . . . ?
O1 P1 N2 C14 57.60(19) . . . . ?
Pd1 P1 N2 C14 -57.5(2) . . . . ?
O1 P1 N3 C20 -128.04(19) . . . . ?
N2 P1 N3 C20 128.8(2) . . . . ?
Pd1 P1 N3 C20 -11.4(2) . . . . ?
O1 P1 N3 C18 40.62(19) . . . . ?
N2 P1 N3 C18 -62.57(19) . . . . ?
Pd1 P1 N3 C18 157.30(15) . . . . ?
P1 Pd1 C1 C2 -6.95(16) . . . . ?
N1 Pd1 C1 C2 171.85(18) . . . . ?
Cl1 Pd1 C1 C2 -49.6(13) . . . . ?
P1 Pd1 C1 C6 171.59(16) . . . . ?
N1 Pd1 C1 C6 -9.61(15) . . . . ?
Cl1 Pd1 C1 C6 128.9(11) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
Pd1 C1 C2 C3 177.35(17) . . . . ?
C6 C1 C2 O1 179.23(18) . . . . ?
Pd1 C1 C2 O1 -2.2(3) . . . . ?
P1 O1 C2 C1 13.5(2) . . . . ?
P1 O1 C2 C3 -166.08(17) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
O1 C2 C3 C4 -178.9(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
Pd1 C1 C6 C5 -178.68(16) . . . . ?
C2 C1 C6 C7 177.08(19) . . . . ?
Pd1 C1 C6 C7 -1.5(3) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
C4 C5 C6 C7 -176.0(2) . . . . ?
C1 C6 C7 N1 18.0(3) . . . . ?
C5 C6 C7 N1 -165.0(2) . . . . ?
C11 N1 C7 C6 -141.79(18) . . . . ?
C8 N1 C7 C6 96.6(2) . . . . ?
Pd1 N1 C7 C6 -23.0(2) . . . . ?
C11 N1 C8 C9 -178.1(2) . . . . ?
C7 N1 C8 C9 -56.7(3) . . . . ?
Pd1 N1 C8 C9 60.2(2) . . . . ?
C11 N1 C8 C10 58.8(3) . . . . ?
C7 N1 C8 C10 -179.9(2) . . . . ?
Pd1 N1 C8 C10 -63.0(2) . . . . ?
C7 N1 C11 C12 64.3(2) . . . . ?
C8 N1 C11 C12 -175.0(2) . . . . ?
Pd1 N1 C11 C12 -52.5(2) . . . . ?
C7 N1 C11 C13 -61.7(3) . . . . ?
C8 N1 C11 C13 59.0(3) . . . . ?
Pd1 N1 C11 C13 -178.56(18) . . . . ?
C16 N2 C14 C15 -65.4(4) . . . . ?
P1 N2 C14 C15 87.1(3) . . . . ?
C14 N2 C16 C17 -82.0(3) . . . . ?
P1 N2 C16 C17 126.4(3) . . . . ?
C20 N3 C18 C19 72.0(3) . . . . ?
P1 N3 C18 C19 -97.4(3) . . . . ?
C18 N3 C20 C21 74.3(3) . . . . ?
P1 N3 C20 C21 -116.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.095
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: HEXANE'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dp_12_0m
_database_code_depnum_ccdc_archive 'CCDC 1063770'
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H42 N3 O3 P Pd'
_chemical_formula_sum            'C23 H42 N3 O3 P Pd'
_chemical_formula_weight         545.97

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'
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                   11.5217(7)
_cell_length_b                   12.4022(8)
_cell_length_c                   18.4419(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.270(2)
_cell_angle_gamma                90.00
_cell_volume                     2584.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      32.46

_exptl_crystal_description       PLATE
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7436
_exptl_absorpt_correction_T_max  0.8487
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(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_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20328
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0157
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4553
_reflns_number_gt                4290
_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)+(0.0288P)²+1.0535P] 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         4553
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0558
_refine_ls_wR_factor_gt          0.0541
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.002
_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 0.294107(10) 0.594654(10) 0.234947(6) 0.01771(6) Uani 1 1 d . . .
P1 P 0.22594(4) 0.58339(3) 0.33892(2) 0.01905(10) Uani 1 1 d . . .
O1 O 0.34435(10) 0.57182(10) 0.40621(7) 0.0241(3) Uani 1 1 d . . .
O2 O 0.13800(11) 0.62546(11) 0.15509(7) 0.0293(3) Uani 1 1 d . . .
O3 O 0.07660(14) 0.45804(13) 0.16625(9) 0.0510(4) Uani 1 1 d . . .
N1 N 0.41440(12) 0.59295(10) 0.15381(8) 0.0206(3) Uani 1 1 d . . .
N2 N 0.15032(12) 0.47813(11) 0.36183(8) 0.0234(3) Uani 1 1 d . . .
N3 N 0.14982(12) 0.68753(11) 0.35819(8) 0.0235(3) Uani 1 1 d . . .
C1 C 0.44425(15) 0.59009(12) 0.30543(10) 0.0205(4) Uani 1 1 d . . .
C2 C 0.54835(15) 0.60016(12) 0.27850(10) 0.0224(4) Uani 1 1 d . . .
C3 C 0.65718(16) 0.59986(14) 0.32770(11) 0.0271(4) Uani 1 1 d . . .
H3 H 0.7271 0.6056 0.3099 0.033 Uiso 1 1 calc R . .
C4 C 0.66090(16) 0.59103(14) 0.40314(11) 0.0292(4) Uani 1 1 d . . .
H4 H 0.7337 0.5911 0.4356 0.035 Uiso 1 1 calc R . .
C5 C 0.55727(16) 0.58208(14) 0.43116(10) 0.0256(4) Uani 1 1 d . . .
H5 H 0.5598 0.5768 0.4817 0.031 Uiso 1 1 calc R . .
C6 C 0.45063(15) 0.58127(13) 0.38124(10) 0.0211(4) Uani 1 1 d . . .
C7 C 0.53700(14) 0.61817(15) 0.19681(10) 0.0248(4) Uani 1 1 d . . .
H7A H 0.5940 0.5731 0.1787 0.030 Uiso 1 1 calc R . .
H7B H 0.5557 0.6928 0.1882 0.030 Uiso 1 1 calc R . .
C8 C 0.41687(16) 0.48217(14) 0.11921(10) 0.0272(4) Uani 1 1 d . . .
H8 H 0.4830 0.4809 0.0929 0.033 Uiso 1 1 calc R . .
C9 C 0.4396(2) 0.39507(14) 0.17841(13) 0.0366(5) Uani 1 1 d . . .
H9A H 0.5090 0.4131 0.2144 0.055 Uiso 1 1 calc R . .
H9B H 0.4514 0.3271 0.1560 0.055 Uiso 1 1 calc R . .
H9C H 0.3728 0.3900 0.2022 0.055 Uiso 1 1 calc R . .
C10 C 0.30482(18) 0.45540(18) 0.06347(12) 0.0411(5) Uani 1 1 d . . .
H10A H 0.2375 0.4622 0.0866 0.062 Uiso 1 1 calc R . .
H10B H 0.3095 0.3828 0.0462 0.062 Uiso 1 1 calc R . .
H10C H 0.2968 0.5043 0.0224 0.062 Uiso 1 1 calc R . .
C11 C 0.37523(16) 0.67890(14) 0.09563(10) 0.0264(4) Uani 1 1 d . . .
H11 H 0.2964 0.6581 0.0688 0.032 Uiso 1 1 calc R . .
C12 C 0.45443(19) 0.68818(18) 0.03839(11) 0.0390(5) Uani 1 1 d . . .
H12A H 0.5326 0.7093 0.0625 0.058 Uiso 1 1 calc R . .
H12B H 0.4224 0.7413 0.0021 0.058 Uiso 1 1 calc R . .
H12C H 0.4580 0.6197 0.0146 0.058 Uiso 1 1 calc R . .
C13 C 0.36214(18) 0.78822(15) 0.13080(12) 0.0363(4) Uani 1 1 d . . .
H13A H 0.3146 0.7806 0.1678 0.055 Uiso 1 1 calc R . .
H13B H 0.3247 0.8378 0.0935 0.055 Uiso 1 1 calc R . .
H13C H 0.4389 0.8151 0.1532 0.055 Uiso 1 1 calc R . .
C14 C 0.21046(17) 0.37292(16) 0.37481(12) 0.0361(5) Uani 1 1 d . . .
H14A H 0.1842 0.3377 0.4157 0.043 Uiso 1 1 calc R . .
H14B H 0.2949 0.3855 0.3896 0.043 Uiso 1 1 calc R . .
C15 C 0.1899(2) 0.29684(17) 0.30920(14) 0.0485(6) Uani 1 1 d . . .
H15A H 0.1090 0.2731 0.2995 0.073 Uiso 1 1 calc R . .
H15B H 0.2413 0.2356 0.3200 0.073 Uiso 1 1 calc R . .
H15C H 0.2064 0.3336 0.2665 0.073 Uiso 1 1 calc R . .
C16 C 0.02239(14) 0.47206(15) 0.33100(10) 0.0276(4) Uani 1 1 d . . .
H16A H 0.0100 0.4301 0.2857 0.033 Uiso 1 1 calc R . .
H16B H -0.0076 0.5442 0.3186 0.033 Uiso 1 1 calc R . .
C17 C -0.0463(2) 0.42142(18) 0.38415(15) 0.0474(6) Uani 1 1 d . . .
H17A H -0.0270 0.3462 0.3897 0.071 Uiso 1 1 calc R . .
H17B H -0.1296 0.4294 0.3652 0.071 Uiso 1 1 calc R . .
H17C H -0.0260 0.4565 0.4313 0.071 Uiso 1 1 calc R . .
C18 C 0.11583(18) 0.69968(17) 0.43084(11) 0.0351(4) Uani 1 1 d . . .
H18A H 0.1606 0.7586 0.4573 0.042 Uiso 1 1 calc R . .
H18B H 0.1369 0.6344 0.4593 0.042 Uiso 1 1 calc R . .
C19 C -0.0155(2) 0.72144(19) 0.42535(14) 0.0484(6) Uani 1 1 d . . .
H19A H -0.0360 0.7885 0.4001 0.073 Uiso 1 1 calc R . .
H19B H -0.0328 0.7255 0.4741 0.073 Uiso 1 1 calc R . .
H19C H -0.0605 0.6641 0.3984 0.073 Uiso 1 1 calc R . .
C20 C 0.14387(15) 0.78594(14) 0.31281(10) 0.0272(4) Uani 1 1 d . . .
H20A H 0.0712 0.8241 0.3152 0.033 Uiso 1 1 calc R . .
H20B H 0.1407 0.7654 0.2617 0.033 Uiso 1 1 calc R . .
C21 C 0.2471(2) 0.86148(18) 0.33650(15) 0.0517(6) Uani 1 1 d . . .
H21A H 0.2506 0.8829 0.3869 0.078 Uiso 1 1 calc R . .
H21B H 0.2371 0.9242 0.3054 0.078 Uiso 1 1 calc R . .
H21C H 0.3193 0.8255 0.3323 0.078 Uiso 1 1 calc R . .
C22 C 0.06265(16) 0.55060(16) 0.14088(10) 0.0300(4) Uani 1 1 d . . .
C23 C -0.0500(2) 0.5769(2) 0.08646(15) 0.0554(7) Uani 1 1 d . . .
H23A H -0.0329 0.5839 0.0378 0.083 Uiso 1 1 calc R . .
H23B H -0.0821 0.6435 0.1004 0.083 Uiso 1 1 calc R . .
H23C H -0.1065 0.5201 0.0867 0.083 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 1.9510(17) . ?
Pd1 O2 2.1247(12) . ?
Pd1 P1 2.2140(5) . ?
Pd1 N1 2.2295(14) . ?
P1 N3 1.6387(14) . ?
P1 O1 1.6613(12) . ?
P1 N2 1.6691(14) . ?
O1 C6 1.395(2) . ?
O2 C22 1.263(2) . ?
O3 C22 1.238(2) . ?
N1 C7 1.511(2) . ?
N1 C8 1.518(2) . ?
N1 C11 1.517(2) . ?
N2 C16 1.474(2) . ?
N2 C14 1.475(2) . ?
N3 C18 1.475(2) . ?
N3 C20 1.474(2) . ?
C1 C6 1.390(3) . ?
C1 C2 1.391(3) . ?
C2 C3 1.397(3) . ?
C2 C7 1.503(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.522(3) . ?
C8 C10 1.521(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C13 1.523(3) . ?
C11 C12 1.529(3) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.516(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.512(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.520(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.510(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.513(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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 O2 170.84(6) . . ?
C1 Pd1 P1 80.77(6) . . ?
O2 Pd1 P1 102.48(4) . . ?
C1 Pd1 N1 81.97(7) . . ?
O2 Pd1 N1 95.14(5) . . ?
P1 Pd1 N1 162.35(4) . . ?
N3 P1 O1 107.60(7) . . ?
N3 P1 N2 103.51(8) . . ?
O1 P1 N2 97.84(7) . . ?
N3 P1 Pd1 115.69(5) . . ?
O1 P1 Pd1 105.89(5) . . ?
N2 P1 Pd1 124.03(6) . . ?
C6 O1 P1 113.07(11) . . ?
C22 O2 Pd1 117.78(12) . . ?
C7 N1 C8 108.40(13) . . ?
C7 N1 C11 110.12(13) . . ?
C8 N1 C11 111.48(13) . . ?
C7 N1 Pd1 106.61(10) . . ?
C8 N1 Pd1 110.85(10) . . ?
C11 N1 Pd1 109.26(10) . . ?
C16 N2 C14 114.83(14) . . ?
C16 N2 P1 118.32(11) . . ?
C14 N2 P1 118.76(12) . . ?
C18 N3 C20 116.10(14) . . ?
C18 N3 P1 121.72(12) . . ?
C20 N3 P1 119.80(11) . . ?
C6 C1 C2 119.11(16) . . ?
C6 C1 Pd1 122.56(13) . . ?
C2 C1 Pd1 118.28(13) . . ?
C1 C2 C3 119.68(17) . . ?
C1 C2 C7 117.33(15) . . ?
C3 C2 C7 122.87(16) . . ?
C4 C3 C2 119.97(17) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.10(17) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 117.84(17) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 C1 122.29(17) . . ?
C5 C6 O1 120.23(16) . . ?
C1 C6 O1 117.48(15) . . ?
C2 C7 N1 112.61(14) . . ?
C2 C7 H7A 109.1 . . ?
N1 C7 H7A 109.1 . . ?
C2 C7 H7B 109.1 . . ?
N1 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C9 C8 N1 110.83(15) . . ?
C9 C8 C10 109.52(17) . . ?
N1 C8 C10 113.49(15) . . ?
C9 C8 H8 107.6 . . ?
N1 C8 H8 107.6 . . ?
C10 C8 H8 107.6 . . ?
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 . . ?
N1 C11 C13 111.39(14) . . ?
N1 C11 C12 113.96(15) . . ?
C13 C11 C12 110.44(16) . . ?
N1 C11 H11 106.9 . . ?
C13 C11 H11 106.9 . . ?
C12 C11 H11 106.9 . . ?
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 . . ?
N2 C14 C15 115.21(17) . . ?
N2 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
N2 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
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 . . ?
N2 C16 C17 112.45(16) . . ?
N2 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
N2 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C19 113.26(17) . . ?
N3 C18 H18A 108.9 . . ?
C19 C18 H18A 108.9 . . ?
N3 C18 H18B 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
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 . . ?
N3 C20 C21 113.76(16) . . ?
N3 C20 H20A 108.8 . . ?
C21 C20 H20A 108.8 . . ?
N3 C20 H20B 108.8 . . ?
C21 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C22 O2 124.74(18) . . ?
O3 C22 C23 118.80(18) . . ?
O2 C22 C23 116.41(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 N3 116.03(7) . . . . ?
O2 Pd1 P1 N3 -55.24(7) . . . . ?
N1 Pd1 P1 N3 128.22(13) . . . . ?
C1 Pd1 P1 O1 -3.03(6) . . . . ?
O2 Pd1 P1 O1 -174.31(6) . . . . ?
N1 Pd1 P1 O1 9.16(13) . . . . ?
C1 Pd1 P1 N2 -114.35(8) . . . . ?
O2 Pd1 P1 N2 74.38(7) . . . . ?
N1 Pd1 P1 N2 -102.16(13) . . . . ?
N3 P1 O1 C6 -119.24(11) . . . . ?
N2 P1 O1 C6 133.83(11) . . . . ?
Pd1 P1 O1 C6 5.04(11) . . . . ?
C1 Pd1 O2 C22 -178.7(4) . . . . ?
P1 Pd1 O2 C22 -68.74(13) . . . . ?
N1 Pd1 O2 C22 110.21(13) . . . . ?
C1 Pd1 N1 C7 -14.24(10) . . . . ?
O2 Pd1 N1 C7 157.01(10) . . . . ?
P1 Pd1 N1 C7 -26.39(18) . . . . ?
C1 Pd1 N1 C8 103.54(11) . . . . ?
O2 Pd1 N1 C8 -85.21(11) . . . . ?
P1 Pd1 N1 C8 91.39(15) . . . . ?
C1 Pd1 N1 C11 -133.22(11) . . . . ?
O2 Pd1 N1 C11 38.03(11) . . . . ?
P1 Pd1 N1 C11 -145.37(10) . . . . ?
N3 P1 N2 C16 52.25(15) . . . . ?
O1 P1 N2 C16 162.55(13) . . . . ?
Pd1 P1 N2 C16 -82.19(13) . . . . ?
N3 P1 N2 C14 -160.62(13) . . . . ?
O1 P1 N2 C14 -50.31(15) . . . . ?
Pd1 P1 N2 C14 64.94(15) . . . . ?
O1 P1 N3 C18 -51.61(15) . . . . ?
N2 P1 N3 C18 51.30(15) . . . . ?
Pd1 P1 N3 C18 -169.74(12) . . . . ?
O1 P1 N3 C20 110.21(13) . . . . ?
N2 P1 N3 C20 -146.88(13) . . . . ?
Pd1 P1 N3 C20 -7.92(15) . . . . ?
O2 Pd1 C1 C6 112.5(4) . . . . ?
P1 Pd1 C1 C6 0.90(12) . . . . ?
N1 Pd1 C1 C6 -175.39(14) . . . . ?
O2 Pd1 C1 C2 -65.1(4) . . . . ?
P1 Pd1 C1 C2 -176.64(12) . . . . ?
N1 Pd1 C1 C2 7.07(12) . . . . ?
C6 C1 C2 C3 0.8(2) . . . . ?
Pd1 C1 C2 C3 178.45(12) . . . . ?
C6 C1 C2 C7 -175.34(15) . . . . ?
Pd1 C1 C2 C7 2.29(19) . . . . ?
C1 C2 C3 C4 -0.9(2) . . . . ?
C7 C2 C3 C4 175.05(16) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C4 C5 C6 C1 -0.7(2) . . . . ?
C4 C5 C6 O1 179.60(15) . . . . ?
C2 C1 C6 C5 0.0(2) . . . . ?
Pd1 C1 C6 C5 -177.56(12) . . . . ?
C2 C1 C6 O1 179.70(14) . . . . ?
Pd1 C1 C6 O1 2.2(2) . . . . ?
P1 O1 C6 C5 174.86(13) . . . . ?
P1 O1 C6 C1 -4.90(18) . . . . ?
C1 C2 C7 N1 -15.4(2) . . . . ?
C3 C2 C7 N1 168.57(15) . . . . ?
C8 N1 C7 C2 -100.56(16) . . . . ?
C11 N1 C7 C2 137.25(15) . . . . ?
Pd1 N1 C7 C2 18.83(16) . . . . ?
C7 N1 C8 C9 66.48(18) . . . . ?
C11 N1 C8 C9 -172.16(15) . . . . ?
Pd1 N1 C8 C9 -50.20(17) . . . . ?
C7 N1 C8 C10 -169.80(16) . . . . ?
C11 N1 C8 C10 -48.4(2) . . . . ?
Pd1 N1 C8 C10 73.52(17) . . . . ?
C7 N1 C11 C13 -64.75(18) . . . . ?
C8 N1 C11 C13 174.89(15) . . . . ?
Pd1 N1 C11 C13 52.02(16) . . . . ?
C7 N1 C11 C12 61.02(19) . . . . ?
C8 N1 C11 C12 -59.34(19) . . . . ?
Pd1 N1 C11 C12 177.79(13) . . . . ?
C16 N2 C14 C15 51.9(2) . . . . ?
P1 N2 C14 C15 -96.35(18) . . . . ?
C14 N2 C16 C17 65.8(2) . . . . ?
P1 N2 C16 C17 -145.85(14) . . . . ?
C20 N3 C18 C19 69.1(2) . . . . ?
P1 N3 C18 C19 -128.41(16) . . . . ?
C18 N3 C20 C21 78.1(2) . . . . ?
P1 N3 C20 C21 -84.71(19) . . . . ?
Pd1 O2 C22 O3 -5.3(3) . . . . ?
Pd1 O2 C22 C23 177.22(16) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.107
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: HEXANE'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dp
_database_code_depnum_ccdc_archive 'CCDC 1063772'
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 Cl N O P Pd'
_chemical_formula_sum            'C25 H29 Cl N O P Pd'
_chemical_formula_weight         532.31

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                   16.5228(14)
_cell_length_b                   10.2622(9)
_cell_length_c                   14.7716(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.312(3)
_cell_angle_gamma                90.00
_cell_volume                     2348.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.29

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.58
_exptl_crystal_size_min          0.52
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    0.989
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5658
_exptl_absorpt_correction_T_max  0.6274
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(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_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33570
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4137
_reflns_number_gt                4071
_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)+(0.0167P)²+1.9198P] 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         4137
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0170
_refine_ls_R_factor_gt           0.0167
_refine_ls_wR_factor_ref         0.0430
_refine_ls_wR_factor_gt          0.0428
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.002
_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 0.267465(7) 0.638186(11) 0.197537(8) 0.01404(5) Uani 1 1 d . . .
Cl1 Cl 0.36170(3) 0.54604(4) 0.12370(3) 0.02400(9) Uani 1 1 d . . .
P1 P 0.20331(3) 0.45930(4) 0.21708(3) 0.01553(9) Uani 1 1 d . . .
O1 O 0.12766(7) 0.50203(11) 0.26048(8) 0.0209(2) Uani 1 1 d . . .
N1 N 0.31330(9) 0.84137(13) 0.21245(10) 0.0178(3) Uani 1 1 d . . .
C1 C 0.18398(10) 0.71256(16) 0.24946(11) 0.0173(3) Uani 1 1 d . . .
C2 C 0.12620(10) 0.63624(16) 0.27520(12) 0.0182(3) Uani 1 1 d . . .
C3 C 0.06794(10) 0.68879(18) 0.31332(12) 0.0229(4) Uani 1 1 d . . .
H3 H 0.0296 0.6361 0.3302 0.027 Uiso 1 1 calc R . .
C4 C 0.06858(11) 0.82314(19) 0.32563(13) 0.0262(4) Uani 1 1 d . . .
H4 H 0.0300 0.8608 0.3512 0.031 Uiso 1 1 calc R . .
C5 C 0.12563(11) 0.90228(18) 0.30051(13) 0.0248(4) Uani 1 1 d . . .
H5 H 0.1253 0.9919 0.3096 0.030 Uiso 1 1 calc R . .
C6 C 0.18351(11) 0.84706(16) 0.26163(12) 0.0197(3) Uani 1 1 d . . .
C7 C 0.24442(11) 0.92513(16) 0.22834(13) 0.0217(3) Uani 1 1 d . . .
H7A H 0.2716 0.9912 0.2762 0.026 Uiso 1 1 calc R . .
H7B H 0.2122 0.9691 0.1685 0.026 Uiso 1 1 calc R . .
C8 C 0.32827(12) 0.88198(17) 0.12085(13) 0.0251(4) Uani 1 1 d . . .
H8 H 0.3734 0.8247 0.1144 0.030 Uiso 1 1 calc R . .
C9 C 0.36137(16) 1.0216(2) 0.12365(16) 0.0413(5) Uani 1 1 d . . .
H9A H 0.3192 1.0812 0.1309 0.062 Uiso 1 1 calc R . .
H9B H 0.3712 1.0402 0.0646 0.062 Uiso 1 1 calc R . .
H9C H 0.4144 1.0312 0.1772 0.062 Uiso 1 1 calc R . .
C10 C 0.24833(14) 0.8597(2) 0.03181(14) 0.0342(5) Uani 1 1 d . . .
H10A H 0.2265 0.7735 0.0339 0.051 Uiso 1 1 calc R . .
H10B H 0.2632 0.8689 -0.0252 0.051 Uiso 1 1 calc R . .
H10C H 0.2049 0.9225 0.0306 0.051 Uiso 1 1 calc R . .
C11 C 0.39480(11) 0.85424(17) 0.30123(13) 0.0233(4) Uani 1 1 d . . .
H11 H 0.4089 0.9472 0.3107 0.028 Uiso 1 1 calc R . .
C12 C 0.47157(11) 0.7858(2) 0.28931(15) 0.0340(4) Uani 1 1 d . . .
H12A H 0.4578 0.6956 0.2744 0.051 Uiso 1 1 calc R . .
H12B H 0.5202 0.7924 0.3482 0.051 Uiso 1 1 calc R . .
H12C H 0.4854 0.8259 0.2378 0.051 Uiso 1 1 calc R . .
C13 C 0.38081(12) 0.8045(2) 0.39155(13) 0.0303(4) Uani 1 1 d . . .
H13A H 0.3696 0.7125 0.3856 0.045 Uiso 1 1 calc R . .
H13B H 0.3324 0.8487 0.3994 0.045 Uiso 1 1 calc R . .
H13C H 0.4316 0.8208 0.4468 0.045 Uiso 1 1 calc R . .
C14 C 0.14246(10) 0.36195(15) 0.11341(12) 0.0170(3) Uani 1 1 d . . .
C15 C 0.10522(11) 0.42396(17) 0.02461(12) 0.0242(4) Uani 1 1 d . . .
H15 H 0.1155 0.5121 0.0186 0.029 Uiso 1 1 calc R . .
C16 C 0.05289(12) 0.35502(19) -0.05481(13) 0.0288(4) Uani 1 1 d . . .
H16 H 0.0273 0.3975 -0.1135 0.035 Uiso 1 1 calc R . .
C17 C 0.03851(11) 0.22349(18) -0.04722(13) 0.0269(4) Uani 1 1 d . . .
H17 H 0.0033 0.1774 -0.1006 0.032 Uiso 1 1 calc R . .
C18 C 0.07683(12) 0.16053(18) 0.04032(14) 0.0277(4) Uani 1 1 d . . .
H18 H 0.0679 0.0717 0.0453 0.033 Uiso 1 1 calc R . .
C19 C 0.12844(11) 0.22927(17) 0.12055(13) 0.0233(4) Uani 1 1 d . . .
H19 H 0.1537 0.1866 0.1792 0.028 Uiso 1 1 calc R . .
C20 C 0.26714(10) 0.34493(15) 0.30621(11) 0.0176(3) Uani 1 1 d . . .
C21 C 0.23646(11) 0.28804(18) 0.37340(13) 0.0253(4) Uani 1 1 d . . .
H21 H 0.1822 0.3103 0.3745 0.030 Uiso 1 1 calc R . .
C22 C 0.28704(12) 0.19774(18) 0.43902(13) 0.0277(4) Uani 1 1 d . . .
H22 H 0.2664 0.1595 0.4839 0.033 Uiso 1 1 calc R . .
C23 C 0.36749(12) 0.16470(17) 0.43792(12) 0.0246(4) Uani 1 1 d . . .
H23 H 0.4010 0.1042 0.4819 0.030 Uiso 1 1 calc R . .
C24 C 0.39842(11) 0.22146(18) 0.37132(13) 0.0266(4) Uani 1 1 d . . .
H24 H 0.4527 0.1989 0.3706 0.032 Uiso 1 1 calc R . .
C25 C 0.34849(11) 0.31209(17) 0.30549(13) 0.0237(4) Uani 1 1 d . . .
H25 H 0.3695 0.3506 0.2611 0.028 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 1.9514(16) . ?
Pd1 P1 2.1885(4) . ?
Pd1 N1 2.2032(13) . ?
Pd1 Cl1 2.3848(4) . ?
P1 O1 1.6498(11) . ?
P1 C20 1.8053(17) . ?
P1 C14 1.8125(16) . ?
O1 C2 1.396(2) . ?
N1 C7 1.508(2) . ?
N1 C8 1.516(2) . ?
N1 C11 1.525(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.392(2) . ?
C2 C3 1.382(2) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.497(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.524(3) . ?
C8 C9 1.529(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.513(2) . ?
C11 C13 1.519(3) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.391(2) . ?
C14 C15 1.394(2) . ?
C15 C16 1.386(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.389(2) . ?
C20 C21 1.390(2) . ?
C21 C22 1.391(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?

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 80.52(5) . . ?
C1 Pd1 N1 81.72(6) . . ?
P1 Pd1 N1 161.10(4) . . ?
C1 Pd1 Cl1 176.08(5) . . ?
P1 Pd1 Cl1 98.672(16) . . ?
N1 Pd1 Cl1 99.48(4) . . ?
O1 P1 C20 102.66(7) . . ?
O1 P1 C14 101.65(7) . . ?
C20 P1 C14 105.67(7) . . ?
O1 P1 Pd1 107.18(4) . . ?
C20 P1 Pd1 117.03(5) . . ?
C14 P1 Pd1 120.19(5) . . ?
C2 O1 P1 112.28(10) . . ?
C7 N1 C8 110.36(13) . . ?
C7 N1 C11 107.79(12) . . ?
C8 N1 C11 112.02(13) . . ?
C7 N1 Pd1 107.65(10) . . ?
C8 N1 Pd1 109.14(10) . . ?
C11 N1 Pd1 109.77(10) . . ?
C2 C1 C6 119.31(15) . . ?
C2 C1 Pd1 122.34(12) . . ?
C6 C1 Pd1 118.35(12) . . ?
C3 C2 C1 122.31(15) . . ?
C3 C2 O1 120.04(15) . . ?
C1 C2 O1 117.65(14) . . ?
C2 C3 C4 117.75(16) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C5 C4 C3 121.33(16) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.89(16) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.41(16) . . ?
C1 C6 C7 116.98(15) . . ?
C5 C6 C7 123.57(15) . . ?
C6 C7 N1 112.08(13) . . ?
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 C10 111.60(15) . . ?
N1 C8 C9 113.64(15) . . ?
C10 C8 C9 111.03(17) . . ?
N1 C8 H8 106.7 . . ?
C10 C8 H8 106.7 . . ?
C9 C8 H8 106.7 . . ?
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 . . ?
C12 C11 C13 109.60(16) . . ?
C12 C11 N1 112.68(14) . . ?
C13 C11 N1 111.60(14) . . ?
C12 C11 H11 107.6 . . ?
C13 C11 H11 107.6 . . ?
N1 C11 H11 107.6 . . ?
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 . . ?
C19 C14 C15 119.16(16) . . ?
C19 C14 P1 122.24(13) . . ?
C15 C14 P1 118.53(12) . . ?
C16 C15 C14 120.36(16) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 120.29(17) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 119.68(17) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C17 C18 C19 120.38(17) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 120.10(16) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C25 C20 C21 119.81(16) . . ?
C25 C20 P1 118.29(12) . . ?
C21 C20 P1 121.88(13) . . ?
C20 C21 C22 119.85(16) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.31(16) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.04(16) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 120.16(17) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C20 C25 C24 119.83(16) . . ?
C20 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?

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 0.61(6) . . . . ?
N1 Pd1 P1 O1 20.77(13) . . . . ?
Cl1 Pd1 P1 O1 -175.51(5) . . . . ?
C1 Pd1 P1 C20 -113.92(8) . . . . ?
N1 Pd1 P1 C20 -93.76(13) . . . . ?
Cl1 Pd1 P1 C20 69.96(6) . . . . ?
C1 Pd1 P1 C14 115.72(8) . . . . ?
N1 Pd1 P1 C14 135.88(13) . . . . ?
Cl1 Pd1 P1 C14 -60.40(6) . . . . ?
C20 P1 O1 C2 122.27(11) . . . . ?
C14 P1 O1 C2 -128.52(11) . . . . ?
Pd1 P1 O1 C2 -1.57(11) . . . . ?
C1 Pd1 N1 C7 -14.01(10) . . . . ?
P1 Pd1 N1 C7 -34.10(18) . . . . ?
Cl1 Pd1 N1 C7 162.21(9) . . . . ?
C1 Pd1 N1 C8 -133.81(11) . . . . ?
P1 Pd1 N1 C8 -153.90(10) . . . . ?
Cl1 Pd1 N1 C8 42.42(11) . . . . ?
C1 Pd1 N1 C11 103.06(11) . . . . ?
P1 Pd1 N1 C11 82.98(15) . . . . ?
Cl1 Pd1 N1 C11 -80.71(10) . . . . ?
P1 Pd1 C1 C2 0.44(12) . . . . ?
N1 Pd1 C1 C2 -173.08(14) . . . . ?
Cl1 Pd1 C1 C2 78.9(8) . . . . ?
P1 Pd1 C1 C6 179.84(13) . . . . ?
N1 Pd1 C1 C6 6.32(13) . . . . ?
Cl1 Pd1 C1 C6 -101.7(7) . . . . ?
C6 C1 C2 C3 -0.4(2) . . . . ?
Pd1 C1 C2 C3 179.02(12) . . . . ?
C6 C1 C2 O1 178.98(14) . . . . ?
Pd1 C1 C2 O1 -1.6(2) . . . . ?
P1 O1 C2 C3 -178.59(12) . . . . ?
P1 O1 C2 C1 2.04(18) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
O1 C2 C3 C4 -179.37(15) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C2 C1 C6 C5 0.7(2) . . . . ?
Pd1 C1 C6 C5 -178.67(12) . . . . ?
C2 C1 C6 C7 -177.22(14) . . . . ?
Pd1 C1 C6 C7 3.4(2) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C4 C5 C6 C7 177.10(16) . . . . ?
C1 C6 C7 N1 -16.0(2) . . . . ?
C5 C6 C7 N1 166.17(15) . . . . ?
C8 N1 C7 C6 138.06(14) . . . . ?
C11 N1 C7 C6 -99.31(15) . . . . ?
Pd1 N1 C7 C6 19.05(16) . . . . ?
C7 N1 C8 C10 -63.94(18) . . . . ?
C11 N1 C8 C10 175.95(14) . . . . ?
Pd1 N1 C8 C10 54.17(16) . . . . ?
C7 N1 C8 C9 62.6(2) . . . . ?
C11 N1 C8 C9 -57.6(2) . . . . ?
Pd1 N1 C8 C9 -179.34(14) . . . . ?
C7 N1 C11 C12 -173.83(15) . . . . ?
C8 N1 C11 C12 -52.23(19) . . . . ?
Pd1 N1 C11 C12 69.18(16) . . . . ?
C7 N1 C11 C13 62.35(18) . . . . ?
C8 N1 C11 C13 -176.05(14) . . . . ?
Pd1 N1 C11 C13 -54.63(16) . . . . ?
O1 P1 C14 C19 -86.84(15) . . . . ?
C20 P1 C14 C19 20.03(16) . . . . ?
Pd1 P1 C14 C19 155.20(12) . . . . ?
O1 P1 C14 C15 90.09(14) . . . . ?
C20 P1 C14 C15 -163.05(13) . . . . ?
Pd1 P1 C14 C15 -27.87(15) . . . . ?
C19 C14 C15 C16 1.8(3) . . . . ?
P1 C14 C15 C16 -175.19(14) . . . . ?
C14 C15 C16 C17 -1.3(3) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 C19 0.9(3) . . . . ?
C17 C18 C19 C14 -0.4(3) . . . . ?
C15 C14 C19 C18 -1.0(3) . . . . ?
P1 C14 C19 C18 175.91(14) . . . . ?
O1 P1 C20 C25 -164.80(13) . . . . ?
C14 P1 C20 C25 89.06(14) . . . . ?
Pd1 P1 C20 C25 -47.77(15) . . . . ?
O1 P1 C20 C21 16.39(15) . . . . ?
C14 P1 C20 C21 -89.75(15) . . . . ?
Pd1 P1 C20 C21 133.42(13) . . . . ?
C25 C20 C21 C22 -0.5(3) . . . . ?
P1 C20 C21 C22 178.25(14) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C21 C22 C23 C24 0.0(3) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C21 C20 C25 C24 0.7(3) . . . . ?
P1 C20 C25 C24 -178.15(14) . . . . ?
C23 C24 C25 C20 -0.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.051
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: HEXANE'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dp_11
_database_code_depnum_ccdc_archive 'CCDC 1063773'
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H32 N O3 P Pd'
_chemical_formula_sum            'C27 H32 N O3 P Pd'
_chemical_formula_weight         555.91

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'
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                   10.7002(3)
_cell_length_b                   15.0417(4)
_cell_length_c                   15.7925(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.1280(10)
_cell_angle_gamma                90.00
_cell_volume                     2509.60(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      32.47

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.832
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7267
_exptl_absorpt_correction_T_max  0.8382
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(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_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36257
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0133
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4410
_reflns_number_gt                4139
_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)+(0.0193P)²+4.9565P] 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         4410
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0660
_refine_ls_wR_factor_gt          0.0648
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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 0.30148(2) 0.352461(13) 0.238033(13) 0.02776(7) Uani 1 1 d . . .
P1 P 0.18746(7) 0.23027(5) 0.20892(5) 0.03327(17) Uani 1 1 d . . .
O1 O 0.26499(18) 0.17454(12) 0.13964(12) 0.0341(4) Uani 1 1 d . . .
O2 O 0.2285(2) 0.40636(14) 0.34150(13) 0.0443(5) Uani 1 1 d . . .
O3 O 0.0600(2) 0.31663(16) 0.32110(14) 0.0470(5) Uani 1 1 d . . .
N1 N 0.4263(2) 0.46751(15) 0.22785(15) 0.0338(5) Uani 1 1 d . . .
C1 C 0.3749(2) 0.31092(18) 0.13965(17) 0.0277(6) Uani 1 1 d . . .
C2 C 0.3465(2) 0.22829(18) 0.10328(17) 0.0293(6) Uani 1 1 d . . .
C3 C 0.3957(3) 0.2003(2) 0.03170(18) 0.0360(7) Uani 1 1 d . . .
H3 H 0.3749 0.1450 0.0070 0.043 Uiso 1 1 calc R . .
C4 C 0.4760(3) 0.2569(2) -0.0015(2) 0.0440(8) Uani 1 1 d . . .
H4 H 0.5108 0.2390 -0.0491 0.053 Uiso 1 1 calc R . .
C5 C 0.5068(3) 0.3398(2) 0.0339(2) 0.0434(7) Uani 1 1 d . . .
H5 H 0.5624 0.3765 0.0105 0.052 Uiso 1 1 calc R . .
C6 C 0.4542(3) 0.36807(19) 0.10461(18) 0.0355(6) Uani 1 1 d . . .
C7 C 0.4723(3) 0.4603(2) 0.14164(19) 0.0415(7) Uani 1 1 d . . .
H7A H 0.4262 0.5024 0.1019 0.050 Uiso 1 1 calc R . .
H7B H 0.5613 0.4758 0.1488 0.050 Uiso 1 1 calc R . .
C8 C 0.5419(3) 0.4680(2) 0.2962(2) 0.0480(8) Uani 1 1 d . . .
H8 H 0.5972 0.5165 0.2836 0.058 Uiso 1 1 calc R . .
C9 C 0.6146(4) 0.3817(2) 0.2960(3) 0.0589(10) Uani 1 1 d . . .
H9A H 0.5627 0.3334 0.3097 0.088 Uiso 1 1 calc R . .
H9B H 0.6899 0.3848 0.3380 0.088 Uiso 1 1 calc R . .
H9C H 0.6372 0.3723 0.2403 0.088 Uiso 1 1 calc R . .
C10 C 0.5070(4) 0.4843(3) 0.3849(2) 0.0637(11) Uani 1 1 d . . .
H10A H 0.4698 0.5423 0.3865 0.096 Uiso 1 1 calc R . .
H10B H 0.5817 0.4808 0.4273 0.096 Uiso 1 1 calc R . .
H10C H 0.4473 0.4401 0.3966 0.096 Uiso 1 1 calc R . .
C11 C 0.3465(3) 0.5494(2) 0.2293(2) 0.0448(8) Uani 1 1 d . . .
H11 H 0.3198 0.5512 0.2858 0.054 Uiso 1 1 calc R . .
C12 C 0.2266(4) 0.5450(2) 0.1639(2) 0.0546(9) Uani 1 1 d . . .
H12A H 0.2470 0.5545 0.1076 0.082 Uiso 1 1 calc R . .
H12B H 0.1688 0.5902 0.1763 0.082 Uiso 1 1 calc R . .
H12C H 0.1882 0.4876 0.1664 0.082 Uiso 1 1 calc R . .
C13 C 0.4171(4) 0.6361(2) 0.2200(2) 0.0588(10) Uani 1 1 d . . .
H13A H 0.4856 0.6419 0.2669 0.088 Uiso 1 1 calc R . .
H13B H 0.3600 0.6853 0.2204 0.088 Uiso 1 1 calc R . .
H13C H 0.4500 0.6356 0.1669 0.088 Uiso 1 1 calc R . .
C14 C 0.1709(3) 0.13936(18) 0.28146(18) 0.0309(6) Uani 1 1 d . . .
C15 C 0.1248(3) 0.0588(2) 0.2480(2) 0.0455(8) Uani 1 1 d . . .
H15 H 0.0997 0.0528 0.1891 0.055 Uiso 1 1 calc R . .
C16 C 0.1159(3) -0.0128(2) 0.3015(2) 0.0550(9) Uani 1 1 d . . .
H16 H 0.0838 -0.0667 0.2788 0.066 Uiso 1 1 calc R . .
C17 C 0.1542(3) -0.0042(2) 0.3880(2) 0.0553(9) Uani 1 1 d . . .
H17 H 0.1475 -0.0522 0.4242 0.066 Uiso 1 1 calc R . .
C18 C 0.2025(4) 0.0751(2) 0.4214(2) 0.0566(9) Uani 1 1 d . . .
H18 H 0.2301 0.0803 0.4801 0.068 Uiso 1 1 calc R . .
C19 C 0.2106(3) 0.1471(2) 0.3683(2) 0.0428(7) Uani 1 1 d . . .
H19 H 0.2428 0.2008 0.3913 0.051 Uiso 1 1 calc R . .
C20 C 0.0348(3) 0.24215(19) 0.13998(19) 0.0346(6) Uani 1 1 d . . .
C21 C 0.0364(3) 0.2672(3) 0.0561(2) 0.0565(10) Uani 1 1 d . . .
H21 H 0.1129 0.2820 0.0389 0.068 Uiso 1 1 calc R . .
C22 C -0.0733(4) 0.2705(3) -0.0022(2) 0.0666(12) Uani 1 1 d . . .
H22 H -0.0704 0.2867 -0.0587 0.080 Uiso 1 1 calc R . .
C23 C -0.1858(4) 0.2503(3) 0.0224(2) 0.0596(10) Uani 1 1 d . . .
H23 H -0.2598 0.2514 -0.0174 0.072 Uiso 1 1 calc R . .
C24 C -0.1902(3) 0.2282(3) 0.1065(3) 0.0622(10) Uani 1 1 d . . .
H24 H -0.2677 0.2162 0.1237 0.075 Uiso 1 1 calc R . .
C25 C -0.0806(3) 0.2238(2) 0.1652(2) 0.0500(8) Uani 1 1 d . . .
H25 H -0.0841 0.2085 0.2218 0.060 Uiso 1 1 calc R . .
C26 C 0.1219(3) 0.3793(2) 0.35802(18) 0.0381(7) Uani 1 1 d . . .
C27 C 0.0748(4) 0.4288(3) 0.4300(2) 0.0617(10) Uani 1 1 d . . .
H27A H -0.0159 0.4256 0.4224 0.093 Uiso 1 1 calc R . .
H27B H 0.1005 0.4899 0.4293 0.093 Uiso 1 1 calc R . .
H27C H 0.1098 0.4025 0.4839 0.093 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 1.952(3) . ?
Pd1 O2 2.084(2) . ?
Pd1 N1 2.207(2) . ?
Pd1 P1 2.2136(8) . ?
P1 O1 1.696(2) . ?
P1 C14 1.811(3) . ?
P1 C20 1.822(3) . ?
O1 C2 1.379(3) . ?
O2 C26 1.276(4) . ?
O3 C26 1.243(4) . ?
N1 C11 1.501(4) . ?
N1 C8 1.508(4) . ?
N1 C7 1.523(4) . ?
C1 C2 1.383(4) . ?
C1 C6 1.383(4) . ?
C2 C3 1.386(4) . ?
C3 C4 1.372(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.506(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.513(5) . ?
C8 C10 1.525(5) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.514(5) . ?
C11 C13 1.525(4) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.375(4) . ?
C14 C15 1.381(4) . ?
C15 C16 1.383(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.368(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.379(4) . ?
C20 C25 1.384(4) . ?
C21 C22 1.374(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.358(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.376(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.377(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.511(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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 O2 175.64(10) . . ?
C1 Pd1 N1 82.44(10) . . ?
O2 Pd1 N1 93.34(9) . . ?
C1 Pd1 P1 81.21(8) . . ?
O2 Pd1 P1 102.90(6) . . ?
N1 Pd1 P1 162.89(6) . . ?
O1 P1 C14 98.16(12) . . ?
O1 P1 C20 98.45(12) . . ?
C14 P1 C20 106.47(13) . . ?
O1 P1 Pd1 103.56(7) . . ?
C14 P1 Pd1 127.00(10) . . ?
C20 P1 Pd1 117.06(10) . . ?
C2 O1 P1 112.65(16) . . ?
C26 O2 Pd1 119.61(19) . . ?
C11 N1 C8 112.9(2) . . ?
C11 N1 C7 109.7(2) . . ?
C8 N1 C7 107.2(2) . . ?
C11 N1 Pd1 106.88(18) . . ?
C8 N1 Pd1 112.90(17) . . ?
C7 N1 Pd1 107.12(16) . . ?
C2 C1 C6 120.1(3) . . ?
C2 C1 Pd1 121.9(2) . . ?
C6 C1 Pd1 118.0(2) . . ?
C1 C2 O1 117.8(2) . . ?
C1 C2 C3 121.6(3) . . ?
O1 C2 C3 120.6(3) . . ?
C4 C3 C2 117.8(3) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 121.9(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 118.8(3) . . ?
C1 C6 C7 117.8(3) . . ?
C5 C6 C7 123.3(3) . . ?
C6 C7 N1 111.9(2) . . ?
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 111.0(3) . . ?
N1 C8 C10 111.4(3) . . ?
C9 C8 C10 109.9(3) . . ?
N1 C8 H8 108.1 . . ?
C9 C8 H8 108.1 . . ?
C10 C8 H8 108.1 . . ?
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 . . ?
N1 C11 C12 112.1(3) . . ?
N1 C11 C13 114.1(3) . . ?
C12 C11 C13 110.5(3) . . ?
N1 C11 H11 106.5 . . ?
C12 C11 H11 106.5 . . ?
C13 C11 H11 106.5 . . ?
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 . . ?
C19 C14 C15 119.4(3) . . ?
C19 C14 P1 121.4(2) . . ?
C15 C14 P1 119.0(2) . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.3(3) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C14 C19 C18 120.0(3) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C25 118.6(3) . . ?
C21 C20 P1 117.0(2) . . ?
C25 C20 P1 124.4(2) . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 119.9(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C20 120.1(3) . . ?
C24 C25 H25 120.0 . . ?
C20 C25 H25 120.0 . . ?
O3 C26 O2 125.0(3) . . ?
O3 C26 C27 120.6(3) . . ?
O2 C26 C27 114.3(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 13.03(11) . . . . ?
O2 Pd1 P1 O1 -168.46(10) . . . . ?
N1 Pd1 P1 O1 30.3(2) . . . . ?
C1 Pd1 P1 C14 124.41(14) . . . . ?
O2 Pd1 P1 C14 -57.08(14) . . . . ?
N1 Pd1 P1 C14 141.6(2) . . . . ?
C1 Pd1 P1 C20 -94.00(13) . . . . ?
O2 Pd1 P1 C20 84.51(13) . . . . ?
N1 Pd1 P1 C20 -76.8(3) . . . . ?
C14 P1 O1 C2 -149.04(18) . . . . ?
C20 P1 O1 C2 102.85(19) . . . . ?
Pd1 P1 O1 C2 -17.74(18) . . . . ?
C1 Pd1 O2 C26 144.1(13) . . . . ?
N1 Pd1 O2 C26 158.4(2) . . . . ?
P1 Pd1 O2 C26 -16.2(2) . . . . ?
C1 Pd1 N1 C11 130.40(19) . . . . ?
O2 Pd1 N1 C11 -48.52(18) . . . . ?
P1 Pd1 N1 C11 113.2(2) . . . . ?
C1 Pd1 N1 C8 -104.9(2) . . . . ?
O2 Pd1 N1 C8 76.2(2) . . . . ?
P1 Pd1 N1 C8 -122.0(2) . . . . ?
C1 Pd1 N1 C7 12.88(19) . . . . ?
O2 Pd1 N1 C7 -166.04(19) . . . . ?
P1 Pd1 N1 C7 -4.3(4) . . . . ?
O2 Pd1 C1 C2 -169.1(12) . . . . ?
N1 Pd1 C1 C2 176.5(2) . . . . ?
P1 Pd1 C1 C2 -8.5(2) . . . . ?
O2 Pd1 C1 C6 8.7(15) . . . . ?
N1 Pd1 C1 C6 -5.7(2) . . . . ?
P1 Pd1 C1 C6 169.3(2) . . . . ?
C6 C1 C2 O1 -178.7(2) . . . . ?
Pd1 C1 C2 O1 -1.0(3) . . . . ?
C6 C1 C2 C3 0.1(4) . . . . ?
Pd1 C1 C2 C3 177.9(2) . . . . ?
P1 O1 C2 C1 13.6(3) . . . . ?
P1 O1 C2 C3 -165.3(2) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
O1 C2 C3 C4 179.9(3) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C2 C1 C6 C5 -1.6(4) . . . . ?
Pd1 C1 C6 C5 -179.5(2) . . . . ?
C2 C1 C6 C7 174.4(3) . . . . ?
Pd1 C1 C6 C7 -3.5(4) . . . . ?
C4 C5 C6 C1 2.0(5) . . . . ?
C4 C5 C6 C7 -173.8(3) . . . . ?
C1 C6 C7 N1 15.1(4) . . . . ?
C5 C6 C7 N1 -169.1(3) . . . . ?
C11 N1 C7 C6 -133.2(3) . . . . ?
C8 N1 C7 C6 103.9(3) . . . . ?
Pd1 N1 C7 C6 -17.5(3) . . . . ?
C11 N1 C8 C9 176.3(3) . . . . ?
C7 N1 C8 C9 -62.8(3) . . . . ?
Pd1 N1 C8 C9 54.9(3) . . . . ?
C11 N1 C8 C10 53.4(3) . . . . ?
C7 N1 C8 C10 174.4(3) . . . . ?
Pd1 N1 C8 C10 -67.9(3) . . . . ?
C8 N1 C11 C12 -176.4(3) . . . . ?
C7 N1 C11 C12 64.2(3) . . . . ?
Pd1 N1 C11 C12 -51.7(3) . . . . ?
C8 N1 C11 C13 57.0(3) . . . . ?
C7 N1 C11 C13 -62.4(3) . . . . ?
Pd1 N1 C11 C13 -178.2(2) . . . . ?
O1 P1 C14 C19 126.8(3) . . . . ?
C20 P1 C14 C19 -131.8(3) . . . . ?
Pd1 P1 C14 C19 13.0(3) . . . . ?
O1 P1 C14 C15 -49.0(3) . . . . ?
C20 P1 C14 C15 52.4(3) . . . . ?
Pd1 P1 C14 C15 -162.9(2) . . . . ?
C19 C14 C15 C16 1.5(5) . . . . ?
P1 C14 C15 C16 177.4(3) . . . . ?
C14 C15 C16 C17 -0.8(6) . . . . ?
C15 C16 C17 C18 -0.6(6) . . . . ?
C16 C17 C18 C19 1.3(6) . . . . ?
C15 C14 C19 C18 -0.9(5) . . . . ?
P1 C14 C19 C18 -176.7(3) . . . . ?
C17 C18 C19 C14 -0.5(6) . . . . ?
O1 P1 C20 C21 -44.1(3) . . . . ?
C14 P1 C20 C21 -145.3(3) . . . . ?
Pd1 P1 C20 C21 65.9(3) . . . . ?
O1 P1 C20 C25 132.8(3) . . . . ?
C14 P1 C20 C25 31.6(3) . . . . ?
Pd1 P1 C20 C25 -117.2(3) . . . . ?
C25 C20 C21 C22 -2.5(6) . . . . ?
P1 C20 C21 C22 174.5(3) . . . . ?
C20 C21 C22 C23 1.0(7) . . . . ?
C21 C22 C23 C24 1.3(7) . . . . ?
C22 C23 C24 C25 -2.0(6) . . . . ?
C23 C24 C25 C20 0.4(6) . . . . ?
C21 C20 C25 C24 1.9(5) . . . . ?
P1 C20 C25 C24 -174.9(3) . . . . ?
Pd1 O2 C26 O3 6.2(4) . . . . ?
Pd1 O2 C26 C27 -175.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.467
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.062
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: HEXANE'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dp_10
_database_code_depnum_ccdc_archive 'CCDC 1063774'
_audit_update_record             
;
2015-05-07 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H64 N2 O6 P2 Pd2'
_chemical_formula_sum            'C54 H64 N2 O6 P2 Pd2'
_chemical_formula_weight         1111.81

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'
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/c  '

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

_cell_length_a                   11.1190(2)
_cell_length_b                   11.0743(3)
_cell_length_c                   21.2441(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.9410(10)
_cell_angle_gamma                90.00
_cell_volume                     2576.62(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6116
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      26.16

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7272
_exptl_absorpt_correction_T_max  0.8483
_exptl_absorpt_process_details   sadabs,(bruker,2006)

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(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_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16241
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4483
_reflns_number_gt                3609
_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)+(0.0079P)²+7.1380P] 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         4483
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.0805
_refine_ls_wR_factor_gt          0.0744
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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 0.07331(3) 0.48545(3) 0.185881(17) 0.04105(11) Uani 1 1 d . . .
P1 P 0.19612(9) 0.63549(11) 0.17863(6) 0.0444(3) Uani 1 1 d . . .
O1 O 0.1276(3) 0.7308(3) 0.12664(15) 0.0579(9) Uani 1 1 d . . .
O2 O -0.0490(3) 0.3402(3) 0.17516(14) 0.0492(8) Uani 1 1 d . . .
O3 O 0.1847(2) 0.3946(3) 0.26371(15) 0.0516(8) Uani 1 1 d . . .
N1 N -0.1896(4) 0.8679(4) -0.06880(19) 0.0655(12) Uani 1 1 d . . .
C1 C -0.0124(3) 0.5646(4) 0.1058(2) 0.0428(11) Uani 1 1 d . . .
C2 C -0.1090(4) 0.5135(4) 0.0643(2) 0.0490(11) Uani 1 1 d . . .
H2 H -0.1394 0.4388 0.0741 0.059 Uiso 1 1 calc R . .
C3 C -0.1614(4) 0.5721(4) 0.0083(2) 0.0545(13) Uani 1 1 d . . .
H3 H -0.2273 0.5364 -0.0181 0.065 Uiso 1 1 calc R . .
C4 C -0.1183(4) 0.6813(4) -0.0093(2) 0.0520(12) Uani 1 1 d . . .
C5 C -0.0208(4) 0.7339(4) 0.0309(2) 0.0537(12) Uani 1 1 d . . .
H5 H 0.0107 0.8076 0.0204 0.064 Uiso 1 1 calc R . .
C6 C 0.0284(4) 0.6753(4) 0.0865(2) 0.0470(11) Uani 1 1 d . . .
C7 C -0.1703(5) 0.7382(4) -0.0727(2) 0.0663(15) Uani 1 1 d . . .
H7A H -0.1151 0.7231 -0.1025 0.080 Uiso 1 1 calc R . .
H7B H -0.2476 0.6998 -0.0895 0.080 Uiso 1 1 calc R . .
C8 C -0.2854(5) 0.8999(6) -0.0323(3) 0.0837(18) Uani 1 1 d . . .
H8 H -0.2725 0.8475 0.0054 0.100 Uiso 1 1 calc R . .
C9 C -0.2683(7) 1.0284(6) -0.0070(3) 0.122(3) Uani 1 1 d . . .
H9A H -0.1865 1.0381 0.0158 0.184 Uiso 1 1 calc R . .
H9B H -0.3252 1.0439 0.0212 0.184 Uiso 1 1 calc R . .
H9C H -0.2823 1.0842 -0.0421 0.184 Uiso 1 1 calc R . .
C10 C -0.4163(6) 0.8790(9) -0.0646(5) 0.192(5) Uani 1 1 d . . .
H10A H -0.4349 0.9305 -0.1014 0.288 Uiso 1 1 calc R . .
H10B H -0.4703 0.8972 -0.0352 0.288 Uiso 1 1 calc R . .
H10C H -0.4265 0.7962 -0.0777 0.288 Uiso 1 1 calc R . .
C11 C -0.1927(9) 0.9327(6) -0.1287(3) 0.125(3) Uani 1 1 d . . .
H11 H -0.2296 1.0116 -0.1236 0.150 Uiso 1 1 calc R . .
C12 C -0.0655(10) 0.9558(7) -0.1390(5) 0.207(7) Uani 1 1 d . . .
H12A H -0.0210 0.9972 -0.1025 0.311 Uiso 1 1 calc R . .
H12B H -0.0673 1.0048 -0.1764 0.311 Uiso 1 1 calc R . .
H12C H -0.0261 0.8804 -0.1446 0.311 Uiso 1 1 calc R . .
C13 C -0.2730(12) 0.8707(8) -0.1865(3) 0.243(8) Uani 1 1 d . . .
H13A H -0.2297 0.8033 -0.2002 0.365 Uiso 1 1 calc R . .
H13B H -0.2918 0.9275 -0.2210 0.365 Uiso 1 1 calc R . .
H13C H -0.3474 0.8428 -0.1743 0.365 Uiso 1 1 calc R . .
C14 C 0.2460(4) 0.7297(4) 0.2466(2) 0.0460(11) Uani 1 1 d . . .
C15 C 0.3410(5) 0.8089(5) 0.2499(3) 0.0772(17) Uani 1 1 d . . .
H15 H 0.3848 0.8125 0.2164 0.093 Uiso 1 1 calc R . .
C16 C 0.3731(5) 0.8839(5) 0.3020(3) 0.0768(17) Uani 1 1 d . . .
H16 H 0.4374 0.9380 0.3029 0.092 Uiso 1 1 calc R . .
C17 C 0.3133(5) 0.8798(5) 0.3512(3) 0.0725(16) Uani 1 1 d . . .
H17 H 0.3353 0.9303 0.3862 0.087 Uiso 1 1 calc R . .
C18 C 0.2213(6) 0.8018(7) 0.3492(3) 0.119(3) Uani 1 1 d . . .
H18 H 0.1785 0.7983 0.3831 0.142 Uiso 1 1 calc R . .
C19 C 0.1885(5) 0.7257(6) 0.2972(3) 0.096(2) Uani 1 1 d . . .
H19 H 0.1254 0.6707 0.2974 0.115 Uiso 1 1 calc R . .
C20 C 0.3324(4) 0.5970(4) 0.1478(2) 0.0503(12) Uani 1 1 d . . .
C21 C 0.4032(4) 0.5037(6) 0.1744(3) 0.089(2) Uani 1 1 d . . .
H21 H 0.3801 0.4602 0.2078 0.106 Uiso 1 1 calc R . .
C22 C 0.5088(6) 0.4731(9) 0.1524(4) 0.126(3) Uani 1 1 d . . .
H22 H 0.5568 0.4094 0.1709 0.152 Uiso 1 1 calc R . .
C23 C 0.5423(6) 0.5362(9) 0.1036(4) 0.121(3) Uani 1 1 d . . .
H23 H 0.6149 0.5170 0.0898 0.145 Uiso 1 1 calc R . .
C24 C 0.4730(7) 0.6252(8) 0.0752(4) 0.111(3) Uani 1 1 d . . .
H24 H 0.4954 0.6661 0.0408 0.133 Uiso 1 1 calc R . .
C25 C 0.3672(5) 0.6563(6) 0.0976(3) 0.0819(18) Uani 1 1 d . . .
H25 H 0.3189 0.7188 0.0779 0.098 Uiso 1 1 calc R . .
C26 C -0.1493(4) 0.3319(4) 0.1941(2) 0.0457(11) Uani 1 1 d . . .
C27 C -0.2351(4) 0.2354(5) 0.1615(2) 0.0680(15) Uani 1 1 d . . .
H27A H -0.2550 0.2525 0.1166 0.102 Uiso 1 1 calc R . .
H27B H -0.3085 0.2348 0.1796 0.102 Uiso 1 1 calc R . .
H27C H -0.1961 0.1580 0.1677 0.102 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 2.002(4) . ?
Pd1 O2 2.093(3) . ?
Pd1 O3 2.139(3) . ?
Pd1 P1 2.1730(12) . ?
P1 O1 1.620(3) . ?
P1 C14 1.790(5) . ?
P1 C20 1.803(5) . ?
O1 C6 1.414(5) . ?
O2 C26 1.253(5) . ?
O3 C26 1.249(5) 2 ?
N1 C7 1.456(6) . ?
N1 C11 1.456(7) . ?
N1 C8 1.464(6) . ?
C1 C6 1.394(6) . ?
C1 C2 1.388(6) . ?
C2 C3 1.392(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(6) . ?
C4 C7 1.509(6) . ?
C5 C6 1.375(6) . ?
C5 H5 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.515(9) . ?
C8 C9 1.522(8) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.490(12) . ?
C11 C13 1.549(12) . ?
C11 H11 0.9800 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.342(7) . ?
C14 C15 1.366(6) . ?
C15 C16 1.382(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.332(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.335(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.386(8) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.361(7) . ?
C20 C25 1.364(7) . ?
C21 C22 1.379(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.354(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.330(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.387(8) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 O3 1.249(5) 2 ?
C26 C27 1.518(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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 O2 92.23(15) . . ?
C1 Pd1 O3 171.83(14) . . ?
O2 Pd1 O3 90.06(11) . . ?
C1 Pd1 P1 79.51(12) . . ?
O2 Pd1 P1 169.83(9) . . ?
O3 Pd1 P1 97.33(9) . . ?
O1 P1 C14 102.34(19) . . ?
O1 P1 C20 103.4(2) . . ?
C14 P1 C20 105.6(2) . . ?
O1 P1 Pd1 108.63(11) . . ?
C14 P1 Pd1 119.96(15) . . ?
C20 P1 Pd1 115.02(16) . . ?
C6 O1 P1 110.8(3) . . ?
C26 O2 Pd1 128.2(3) . . ?
C26 O3 Pd1 127.1(3) 2 . ?
C7 N1 C11 114.7(4) . . ?
C7 N1 C8 113.4(5) . . ?
C11 N1 C8 115.7(5) . . ?
C6 C1 C2 115.2(4) . . ?
C6 C1 Pd1 120.3(3) . . ?
C2 C1 Pd1 124.4(3) . . ?
C1 C2 C3 121.1(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 118.3(4) . . ?
C3 C4 C7 120.8(4) . . ?
C5 C4 C7 120.8(5) . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C6 C1 124.6(4) . . ?
C5 C6 O1 117.8(4) . . ?
C1 C6 O1 117.6(4) . . ?
N1 C7 C4 113.5(4) . . ?
N1 C7 H7A 108.9 . . ?
C4 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C4 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N1 C8 C10 116.9(6) . . ?
N1 C8 C9 110.8(5) . . ?
C10 C8 C9 110.7(6) . . ?
N1 C8 H8 105.8 . . ?
C10 C8 H8 105.8 . . ?
C9 C8 H8 105.8 . . ?
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 . . ?
N1 C11 C12 109.5(7) . . ?
N1 C11 C13 113.4(7) . . ?
C12 C11 C13 113.1(7) . . ?
N1 C11 H11 106.8 . . ?
C12 C11 H11 106.8 . . ?
C13 C11 H11 106.8 . . ?
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 . . ?
C19 C14 C15 116.9(5) . . ?
C19 C14 P1 120.2(4) . . ?
C15 C14 P1 123.0(4) . . ?
C14 C15 C16 121.2(5) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 120.9(5) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 118.8(6) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C19 120.9(6) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C14 C19 C18 121.4(5) . . ?
C14 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C21 C20 C25 117.9(5) . . ?
C21 C20 P1 119.4(4) . . ?
C25 C20 P1 122.7(4) . . ?
C20 C21 C22 120.7(6) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C23 C22 C21 119.7(7) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 121.1(7) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 119.2(7) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C20 C25 C24 121.4(6) . . ?
C20 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
O2 C26 O3 126.7(4) . 2 ?
O2 C26 C27 115.4(4) . . ?
O3 C26 C27 117.8(4) 2 . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 13.76(18) . . . . ?
O2 Pd1 P1 O1 49.8(5) . . . . ?
O3 Pd1 P1 O1 -173.87(16) . . . . ?
C1 Pd1 P1 C14 130.8(2) . . . . ?
O2 Pd1 P1 C14 166.9(5) . . . . ?
O3 Pd1 P1 C14 -56.82(18) . . . . ?
C1 Pd1 P1 C20 -101.5(2) . . . . ?
O2 Pd1 P1 C20 -65.5(5) . . . . ?
O3 Pd1 P1 C20 70.83(19) . . . . ?
C14 P1 O1 C6 -146.9(3) . . . . ?
C20 P1 O1 C6 103.5(3) . . . . ?
Pd1 P1 O1 C6 -19.1(3) . . . . ?
C1 Pd1 O2 C26 -87.2(4) . . . . ?
O3 Pd1 O2 C26 100.7(4) . . . . ?
P1 Pd1 O2 C26 -122.6(5) . . . . ?
C1 Pd1 O3 C26 -144.3(10) . . . 2 ?
O2 Pd1 O3 C26 -38.0(4) . . . 2 ?
P1 Pd1 O3 C26 149.0(4) . . . 2 ?
O2 Pd1 C1 C6 178.7(3) . . . . ?
O3 Pd1 C1 C6 -75.1(11) . . . . ?
P1 Pd1 C1 C6 -7.3(3) . . . . ?
O2 Pd1 C1 C2 -5.1(4) . . . . ?
O3 Pd1 C1 C2 101.1(10) . . . . ?
P1 Pd1 C1 C2 168.9(4) . . . . ?
C6 C1 C2 C3 -1.3(6) . . . . ?
Pd1 C1 C2 C3 -177.7(3) . . . . ?
C1 C2 C3 C4 1.5(7) . . . . ?
C2 C3 C4 C5 -0.7(7) . . . . ?
C2 C3 C4 C7 175.2(4) . . . . ?
C3 C4 C5 C6 -0.2(7) . . . . ?
C7 C4 C5 C6 -176.1(4) . . . . ?
C4 C5 C6 C1 0.4(7) . . . . ?
C4 C5 C6 O1 -179.9(4) . . . . ?
C2 C1 C6 C5 0.4(6) . . . . ?
Pd1 C1 C6 C5 176.9(4) . . . . ?
C2 C1 C6 O1 -179.3(4) . . . . ?
Pd1 C1 C6 O1 -2.8(5) . . . . ?
P1 O1 C6 C5 -164.8(3) . . . . ?
P1 O1 C6 C1 14.9(5) . . . . ?
C11 N1 C7 C4 157.0(6) . . . . ?
C8 N1 C7 C4 -67.1(6) . . . . ?
C3 C4 C7 N1 138.1(5) . . . . ?
C5 C4 C7 N1 -46.1(6) . . . . ?
C7 N1 C8 C10 -74.7(7) . . . . ?
C11 N1 C8 C10 60.8(8) . . . . ?
C7 N1 C8 C9 157.1(5) . . . . ?
C11 N1 C8 C9 -67.4(7) . . . . ?
C7 N1 C11 C12 -81.2(8) . . . . ?
C8 N1 C11 C12 143.9(6) . . . . ?
C7 N1 C11 C13 46.1(9) . . . . ?
C8 N1 C11 C13 -88.7(7) . . . . ?
O1 P1 C14 C19 105.6(5) . . . . ?
C20 P1 C14 C19 -146.5(5) . . . . ?
Pd1 P1 C14 C19 -14.6(5) . . . . ?
O1 P1 C14 C15 -73.5(4) . . . . ?
C20 P1 C14 C15 34.4(5) . . . . ?
Pd1 P1 C14 C15 166.2(4) . . . . ?
C19 C14 C15 C16 -2.1(8) . . . . ?
P1 C14 C15 C16 177.1(4) . . . . ?
C14 C15 C16 C17 1.0(9) . . . . ?
C15 C16 C17 C18 -0.1(10) . . . . ?
C16 C17 C18 C19 0.4(11) . . . . ?
C15 C14 C19 C18 2.4(10) . . . . ?
P1 C14 C19 C18 -176.8(6) . . . . ?
C17 C18 C19 C14 -1.6(12) . . . . ?
O1 P1 C20 C21 -169.8(4) . . . . ?
C14 P1 C20 C21 83.1(5) . . . . ?
Pd1 P1 C20 C21 -51.5(5) . . . . ?
O1 P1 C20 C25 8.9(5) . . . . ?
C14 P1 C20 C25 -98.2(5) . . . . ?
Pd1 P1 C20 C25 127.2(4) . . . . ?
C25 C20 C21 C22 2.0(9) . . . . ?
P1 C20 C21 C22 -179.2(5) . . . . ?
C20 C21 C22 C23 -0.2(12) . . . . ?
C21 C22 C23 C24 -2.0(13) . . . . ?
C22 C23 C24 C25 2.3(13) . . . . ?
C21 C20 C25 C24 -1.8(9) . . . . ?
P1 C20 C25 C24 179.5(5) . . . . ?
C23 C24 C25 C20 -0.4(11) . . . . ?
Pd1 O2 C26 O3 -18.9(7) . . . 2 ?
Pd1 O2 C26 C27 160.9(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.073
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: HEXANE'
