# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_180515a_0m
_database_code_depnum_ccdc_archive 'CCDC 1854346'

_audit_update_record             
;
2018-11-23 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H22 Cl N2 O P Pd'
_chemical_formula_weight         611.32

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.616(7)
_cell_length_b                   11.057(8)
_cell_length_c                   12.628(9)
_cell_angle_alpha                103.175(8)
_cell_angle_beta                 99.103(9)
_cell_angle_gamma                92.477(8)
_cell_volume                     1286.5(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3739
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.45

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.916
_shelx_estimated_absorpt_T_min   0.875
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8749
_exptl_absorpt_correction_T_max  0.9471
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7947
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.152
_diffrn_reflns_theta_max         27.745
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             5672
_reflns_number_gt                4715
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0330P)²+1.2334P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5672
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.1010
_refine_ls_wR_factor_gt          0.0828
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_restrained_S_all      1.165
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.23383(3) 0.27620(2) 0.66280(2) 0.03689(10) Uani 1 1 d . . . . .
P1 P 0.14806(10) 0.38844(8) 0.80058(7) 0.0348(2) Uani 1 1 d . . . . .
Cl1 Cl 0.26923(12) 0.45222(8) 0.59772(8) 0.0538(3) Uani 1 1 d . . . . .
C1 C 0.3825(4) 0.1580(3) 0.4535(3) 0.0418(8) Uani 1 1 d . . . . .
C2 C 0.4535(4) 0.2588(4) 0.4306(3) 0.0506(9) Uani 1 1 d . . . . .
H2 H 0.454233 0.339236 0.473845 0.061 Uiso 1 1 calc R U . . .
C3 C 0.5230(5) 0.2345(5) 0.3407(4) 0.0605(11) Uani 1 1 d . . . . .
H3 H 0.570634 0.300192 0.322904 0.073 Uiso 1 1 calc R U . . .
C4 C 0.5232(5) 0.1139(5) 0.2764(4) 0.0639(12) Uani 1 1 d . . . . .
H4 H 0.570383 0.101254 0.216422 0.077 Uiso 1 1 calc R U . . .
C5 C 0.4556(5) 0.0132(4) 0.2991(4) 0.0630(12) Uani 1 1 d . . . . .
H5 H 0.456530 -0.067581 0.257159 0.076 Uiso 1 1 calc R U . . .
C6 C 0.3865(4) 0.0397(4) 0.3879(3) 0.0478(9) Uani 1 1 d . . . . .
C7 C 0.2631(4) 0.0278(3) 0.5171(3) 0.0422(8) Uani 1 1 d . . . . .
C8 C 0.1741(4) -0.0368(3) 0.5725(3) 0.0426(8) Uani 1 1 d . . . . .
C9 C 0.1227(5) -0.1603(4) 0.5191(3) 0.0543(10) Uani 1 1 d . . . . .
H9 H 0.148850 -0.197081 0.452082 0.065 Uiso 1 1 calc R U . . .
C10 C 0.0346(6) -0.2274(4) 0.5642(4) 0.0672(13) Uani 1 1 d . . . . .
H10 H 0.004971 -0.310172 0.529786 0.081 Uiso 1 1 calc R U . . .
C11 C -0.0095(5) -0.1712(4) 0.6604(4) 0.0617(12) Uani 1 1 d . . . . .
H11 H -0.073760 -0.214591 0.688950 0.074 Uiso 1 1 calc R U . . .
C12 C 0.0413(5) -0.0500(4) 0.7154(4) 0.0538(10) Uani 1 1 d . . . . .
H12 H 0.009568 -0.013429 0.780201 0.065 Uiso 1 1 calc R U . . .
C13 C 0.1388(4) 0.0186(3) 0.6763(3) 0.0408(8) Uani 1 1 d . . . . .
C14 C 0.1989(4) 0.1703(3) 0.8512(3) 0.0382(7) Uani 1 1 d . . . . .
C15 C 0.2264(4) 0.0900(3) 0.9223(3) 0.0450(9) Uani 1 1 d . . . . .
H15 H 0.241213 0.007321 0.893184 0.054 Uiso 1 1 calc R U . . .
C16 C 0.2318(4) 0.1317(4) 1.0344(3) 0.0492(9) Uani 1 1 d . . . . .
H16 H 0.249161 0.076236 1.079474 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2120(4) 0.2544(4) 1.0818(3) 0.0501(9) Uani 1 1 d . . . . .
H17 H 0.216244 0.281549 1.157646 0.060 Uiso 1 1 calc R U . . .
C18 C 0.1856(4) 0.3357(3) 1.0132(3) 0.0443(8) Uani 1 1 d . . . . .
H18 H 0.172634 0.418537 1.043432 0.053 Uiso 1 1 calc R U . . .
C19 C 0.1783(4) 0.2944(3) 0.8997(3) 0.0378(7) Uani 1 1 d . . . . .
C20 C -0.0411(4) 0.3981(3) 0.7662(3) 0.0382(7) Uani 1 1 d . . . . .
C21 C -0.1347(4) 0.3371(3) 0.8134(3) 0.0457(9) Uani 1 1 d . . . . .
H21 H -0.100658 0.291719 0.864196 0.055 Uiso 1 1 calc R U . . .
C22 C -0.2789(5) 0.3438(4) 0.7851(4) 0.0602(11) Uani 1 1 d . . . . .
H22 H -0.341198 0.302761 0.817103 0.072 Uiso 1 1 calc R U . . .
C23 C -0.3305(5) 0.4105(5) 0.7102(4) 0.0665(13) Uani 1 1 d . . . . .
H23 H -0.427306 0.415859 0.692368 0.080 Uiso 1 1 calc R U . . .
C24 C -0.2378(5) 0.4694(5) 0.6616(4) 0.0640(12) Uani 1 1 d . . . . .
H24 H -0.272431 0.513392 0.609819 0.077 Uiso 1 1 calc R U . . .
C25 C -0.0939(4) 0.4635(4) 0.6891(3) 0.0490(9) Uani 1 1 d . . . . .
H25 H -0.032168 0.503514 0.655824 0.059 Uiso 1 1 calc R U . . .
C26 C 0.2252(4) 0.5449(3) 0.8679(3) 0.0361(7) Uani 1 1 d . . . . .
C27 C 0.1433(4) 0.6441(3) 0.8894(3) 0.0447(8) Uani 1 1 d . . . . .
H27 H 0.045687 0.632384 0.867869 0.054 Uiso 1 1 calc R U . . .
C28 C 0.2081(5) 0.7621(3) 0.9437(4) 0.0549(10) Uani 1 1 d . . . . .
H28 H 0.152998 0.829041 0.958137 0.066 Uiso 1 1 calc R U . . .
C29 C 0.3504(5) 0.7805(4) 0.9757(4) 0.0559(10) Uani 1 1 d . . . . .
H29 H 0.392052 0.859556 1.012146 0.067 Uiso 1 1 calc R U . . .
C30 C 0.4328(5) 0.6827(4) 0.9544(4) 0.0640(12) Uani 1 1 d . . . . .
H30 H 0.530397 0.695453 0.976142 0.077 Uiso 1 1 calc R U . . .
C31 C 0.3700(5) 0.5639(4) 0.9000(4) 0.0553(10) Uani 1 1 d . . . . .
H31 H 0.425850 0.497470 0.885468 0.066 Uiso 1 1 calc R U . . .
N1 N 0.3025(3) 0.1470(3) 0.5350(2) 0.0391(7) Uani 1 1 d . . . . .
N2 N 0.1999(3) 0.1353(2) 0.7372(2) 0.0400(7) Uani 1 1 d . . . . .
O1 O 0.3105(3) -0.0430(2) 0.4286(2) 0.0543(7) Uani 1 1 d . . . . .


_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 N2 2.034(3) . ?
Pd1 N1 2.109(3) . ?
Pd1 P1 2.1921(14) . ?
Pd1 Cl1 2.3108(16) . ?
P1 C19 1.799(4) . ?
P1 C26 1.812(4) . ?
P1 C20 1.815(4) . ?
C1 C6 1.386(5) . ?
C1 C2 1.391(5) . ?
C1 N1 1.401(5) . ?
C2 C3 1.388(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(6) . ?
C5 H5 0.9300 . ?
C6 O1 1.382(5) . ?
C7 N1 1.314(5) . ?
C7 O1 1.365(4) . ?
C7 C8 1.448(5) . ?
C8 C9 1.407(5) . ?
C8 C13 1.415(5) . ?
C9 C10 1.372(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.373(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.398(5) . ?
C12 H12 0.9300 . ?
C13 N2 1.393(4) . ?
C14 N2 1.404(4) . ?
C14 C15 1.405(5) . ?
C14 C19 1.406(5) . ?
C15 C16 1.378(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.392(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.386(5) . ?
C20 C25 1.388(5) . ?
C21 C22 1.386(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.374(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.380(6) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C31 1.380(5) . ?
C26 C27 1.380(5) . ?
C27 C28 1.396(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.356(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.371(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.397(6) . ?
C30 H30 0.9300 . ?
C31 H31 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
N2 Pd1 N1 89.10(12) . . ?
N2 Pd1 P1 83.59(10) . . ?
N1 Pd1 P1 172.20(9) . . ?
N2 Pd1 Cl1 173.17(8) . . ?
N1 Pd1 Cl1 97.56(10) . . ?
P1 Pd1 Cl1 89.82(6) . . ?
C19 P1 C26 107.59(17) . . ?
C19 P1 C20 108.16(17) . . ?
C26 P1 C20 106.89(16) . . ?
C19 P1 Pd1 100.75(12) . . ?
C26 P1 Pd1 120.50(12) . . ?
C20 P1 Pd1 112.19(12) . . ?
C6 C1 C2 119.2(4) . . ?
C6 C1 N1 107.7(3) . . ?
C2 C1 N1 133.1(3) . . ?
C3 C2 C1 117.3(4) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 121.5(4) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.9(4) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C6 C5 C4 115.6(4) . . ?
C6 C5 H5 122.2 . . ?
C4 C5 H5 122.2 . . ?
C5 C6 O1 127.7(4) . . ?
C5 C6 C1 124.6(4) . . ?
O1 C6 C1 107.8(3) . . ?
N1 C7 O1 112.9(3) . . ?
N1 C7 C8 130.3(3) . . ?
O1 C7 C8 116.6(3) . . ?
C9 C8 C13 119.8(4) . . ?
C9 C8 C7 117.3(4) . . ?
C13 C8 C7 122.9(3) . . ?
C10 C9 C8 121.2(4) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.4(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 122.0(4) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
N2 C13 C12 121.7(3) . . ?
N2 C13 C8 121.5(3) . . ?
C12 C13 C8 116.8(3) . . ?
N2 C14 C15 123.7(3) . . ?
N2 C14 C19 119.1(3) . . ?
C15 C14 C19 117.1(3) . . ?
C16 C15 C14 121.0(3) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 121.6(3) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C18 118.4(4) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C17 C18 C19 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C14 121.3(3) . . ?
C18 C19 P1 125.8(3) . . ?
C14 C19 P1 112.8(3) . . ?
C21 C20 C25 119.1(4) . . ?
C21 C20 P1 120.8(3) . . ?
C25 C20 P1 120.1(3) . . ?
C20 C21 C22 120.1(4) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 119.5(4) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C23 C24 C25 120.5(4) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C20 120.2(4) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
C31 C26 C27 119.5(3) . . ?
C31 C26 P1 118.6(3) . . ?
C27 C26 P1 121.9(3) . . ?
C26 C27 C28 119.5(4) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 120.1(4) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C31 119.9(4) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C26 C31 C30 120.1(4) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C7 N1 C1 106.1(3) . . ?
C7 N1 Pd1 119.9(2) . . ?
C1 N1 Pd1 134.0(2) . . ?
C13 N2 C14 119.6(3) . . ?
C13 N2 Pd1 121.3(2) . . ?
C14 N2 Pd1 116.2(2) . . ?
C7 O1 C6 105.5(3) . . ?

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
C6 C1 C2 C3 1.1(6) . . . . ?
N1 C1 C2 C3 -179.8(4) . . . . ?
C1 C2 C3 C4 -0.6(7) . . . . ?
C2 C3 C4 C5 -0.5(7) . . . . ?
C3 C4 C5 C6 1.0(7) . . . . ?
C4 C5 C6 O1 179.9(4) . . . . ?
C4 C5 C6 C1 -0.4(7) . . . . ?
C2 C1 C6 C5 -0.6(6) . . . . ?
N1 C1 C6 C5 -179.9(4) . . . . ?
C2 C1 C6 O1 179.1(3) . . . . ?
N1 C1 C6 O1 -0.2(4) . . . . ?
N1 C7 C8 C9 165.1(4) . . . . ?
O1 C7 C8 C9 -11.7(5) . . . . ?
N1 C7 C8 C13 -15.4(6) . . . . ?
O1 C7 C8 C13 167.9(3) . . . . ?
C13 C8 C9 C10 2.2(6) . . . . ?
C7 C8 C9 C10 -178.2(4) . . . . ?
C8 C9 C10 C11 3.1(7) . . . . ?
C9 C10 C11 C12 -3.9(7) . . . . ?
C10 C11 C12 C13 -0.5(7) . . . . ?
C11 C12 C13 N2 -173.6(4) . . . . ?
C11 C12 C13 C8 5.6(6) . . . . ?
C9 C8 C13 N2 172.9(3) . . . . ?
C7 C8 C13 N2 -6.7(5) . . . . ?
C9 C8 C13 C12 -6.3(5) . . . . ?
C7 C8 C13 C12 174.1(4) . . . . ?
N2 C14 C15 C16 176.3(4) . . . . ?
C19 C14 C15 C16 0.4(6) . . . . ?
C14 C15 C16 C17 -0.7(6) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C17 C18 C19 C14 -0.8(6) . . . . ?
C17 C18 C19 P1 -178.9(3) . . . . ?
N2 C14 C19 C18 -175.8(3) . . . . ?
C15 C14 C19 C18 0.3(6) . . . . ?
N2 C14 C19 P1 2.6(4) . . . . ?
C15 C14 C19 P1 178.6(3) . . . . ?
C26 P1 C19 C18 31.7(4) . . . . ?
C20 P1 C19 C18 -83.4(4) . . . . ?
Pd1 P1 C19 C18 158.8(3) . . . . ?
C26 P1 C19 C14 -146.5(3) . . . . ?
C20 P1 C19 C14 98.4(3) . . . . ?
Pd1 P1 C19 C14 -19.5(3) . . . . ?
C19 P1 C20 C21 -0.8(3) . . . . ?
C26 P1 C20 C21 -116.4(3) . . . . ?
Pd1 P1 C20 C21 109.5(3) . . . . ?
C19 P1 C20 C25 -178.6(3) . . . . ?
C26 P1 C20 C25 65.8(3) . . . . ?
Pd1 P1 C20 C25 -68.3(3) . . . . ?
C25 C20 C21 C22 -1.2(6) . . . . ?
P1 C20 C21 C22 -179.0(3) . . . . ?
C20 C21 C22 C23 0.1(6) . . . . ?
C21 C22 C23 C24 1.1(7) . . . . ?
C22 C23 C24 C25 -1.1(7) . . . . ?
C23 C24 C25 C20 0.0(7) . . . . ?
C21 C20 C25 C24 1.2(6) . . . . ?
P1 C20 C25 C24 179.0(3) . . . . ?
C19 P1 C26 C31 65.8(3) . . . . ?
C20 P1 C26 C31 -178.3(3) . . . . ?
Pd1 P1 C26 C31 -48.7(3) . . . . ?
C19 P1 C26 C27 -113.1(3) . . . . ?
C20 P1 C26 C27 2.9(4) . . . . ?
Pd1 P1 C26 C27 132.4(3) . . . . ?
C31 C26 C27 C28 -0.3(6) . . . . ?
P1 C26 C27 C28 178.6(3) . . . . ?
C26 C27 C28 C29 -0.1(6) . . . . ?
C27 C28 C29 C30 0.3(7) . . . . ?
C28 C29 C30 C31 -0.2(7) . . . . ?
C27 C26 C31 C30 0.3(6) . . . . ?
P1 C26 C31 C30 -178.5(3) . . . . ?
C29 C30 C31 C26 -0.1(7) . . . . ?
O1 C7 N1 C1 -0.2(4) . . . . ?
C8 C7 N1 C1 -177.1(4) . . . . ?
O1 C7 N1 Pd1 177.1(2) . . . . ?
C8 C7 N1 Pd1 0.3(5) . . . . ?
C6 C1 N1 C7 0.3(4) . . . . ?
C2 C1 N1 C7 -178.9(4) . . . . ?
C6 C1 N1 Pd1 -176.5(3) . . . . ?
C2 C1 N1 Pd1 4.3(6) . . . . ?
C12 C13 N2 C14 19.3(5) . . . . ?
C8 C13 N2 C14 -159.8(3) . . . . ?
C12 C13 N2 Pd1 -141.0(3) . . . . ?
C8 C13 N2 Pd1 39.9(4) . . . . ?
C15 C14 N2 C13 41.9(5) . . . . ?
C19 C14 N2 C13 -142.3(4) . . . . ?
C15 C14 N2 Pd1 -156.9(3) . . . . ?
C19 C14 N2 Pd1 18.9(4) . . . . ?
N1 C7 O1 C6 0.1(4) . . . . ?
C8 C7 O1 C6 177.4(3) . . . . ?
C5 C6 O1 C7 179.8(4) . . . . ?
C1 C6 O1 C7 0.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 Cl1 0.93 2.71 3.408(4) 132.3 .

_refine_diff_density_max         0.780
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.087




_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_180619a_0m
_database_code_depnum_ccdc_archive 'CCDC 1854348'

_audit_update_record             
;
2018-11-23 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H28 Cl N2 O P Pd'
_chemical_formula_weight         605.36

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.347(5)
_cell_length_b                   10.065(6)
_cell_length_c                   28.656(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2696(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9913
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.66

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.873
_shelx_estimated_absorpt_T_min   0.792
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7922
_exptl_absorpt_correction_T_max  0.8179
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13926
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.145
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_full        25.047
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4757
_reflns_number_gt                4671
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0223P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1950 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(9)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4757
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0184
_refine_ls_R_factor_gt           0.0178
_refine_ls_wR_factor_ref         0.0446
_refine_ls_wR_factor_gt          0.0444
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_restrained_S_all      1.199
_refine_ls_shift/su_max          0.003
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.81308(2) 0.40269(2) 0.89973(2) 0.03026(7) Uani 1 1 d . . . . .
P1 P 0.70095(9) 0.45185(7) 0.83393(2) 0.03337(16) Uani 1 1 d . . . . .
Cl1 Cl 0.89672(9) 0.20048(8) 0.87288(3) 0.0511(2) Uani 1 1 d . . . . .
C1 C 1.0711(3) 0.3413(3) 0.96980(10) 0.0404(7) Uani 1 1 d . . . . .
H1 H 1.072910 0.244833 0.965225 0.048 Uiso 1 1 calc R U . . .
C2 C 1.0974(4) 0.3731(4) 1.02186(11) 0.0533(9) Uani 1 1 d . . . . .
H2A H 1.098876 0.292376 1.040316 0.064 Uiso 1 1 calc R U . . .
H2B H 1.187525 0.419401 1.025972 0.064 Uiso 1 1 calc R U . . .
C3 C 0.8846(3) 0.4574(3) 0.99936(10) 0.0377(7) Uani 1 1 d . . . . .
C4 C 0.7507(3) 0.5279(3) 1.00561(10) 0.0397(7) Uani 1 1 d . . . . .
C5 C 0.6935(5) 0.5377(4) 1.05083(11) 0.0593(9) Uani 1 1 d . . . . .
H5 H 0.743778 0.501789 1.075838 0.071 Uiso 1 1 calc R U . . .
C6 C 0.5641(5) 0.5995(4) 1.05874(13) 0.0701(11) Uani 1 1 d . . . . .
H6 H 0.525828 0.603304 1.088671 0.084 Uiso 1 1 calc R U . . .
C7 C 0.4925(4) 0.6555(4) 1.02170(13) 0.0613(10) Uani 1 1 d . . . . .
H7 H 0.405630 0.698009 1.026863 0.074 Uiso 1 1 calc R U . . .
C8 C 0.5470(4) 0.6497(3) 0.97722(12) 0.0467(8) Uani 1 1 d . . . . .
H8 H 0.496379 0.689249 0.952985 0.056 Uiso 1 1 calc R U . . .
C9 C 0.6769(3) 0.5857(3) 0.96736(9) 0.0367(6) Uani 1 1 d . . . . .
C10 C 0.6891(3) 0.6692(3) 0.88831(9) 0.0360(6) Uani 1 1 d . . . . .
C11 C 0.6713(4) 0.8047(3) 0.89761(11) 0.0498(8) Uani 1 1 d . . . . .
H11 H 0.679308 0.835646 0.928088 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6420(4) 0.8924(3) 0.86226(13) 0.0630(10) Uani 1 1 d . . . . .
H12 H 0.631511 0.982120 0.869175 0.076 Uiso 1 1 calc R U . . .
C13 C 0.6278(5) 0.8504(4) 0.81653(13) 0.0637(10) Uani 1 1 d . . . . .
H13 H 0.607704 0.911126 0.792983 0.076 Uiso 1 1 calc R U . . .
C14 C 0.6438(4) 0.7182(3) 0.80635(11) 0.0541(9) Uani 1 1 d . . . . .
H14 H 0.634232 0.688909 0.775724 0.065 Uiso 1 1 calc R U . . .
C15 C 0.6744(4) 0.6274(3) 0.84175(10) 0.0398(7) Uani 1 1 d . . . . .
C16 C 0.5278(3) 0.3730(3) 0.82625(10) 0.0405(7) Uani 1 1 d . . . . .
C17 C 0.4047(4) 0.4442(4) 0.81664(12) 0.0604(10) Uani 1 1 d . . . . .
H17 H 0.409440 0.535600 0.812141 0.072 Uiso 1 1 calc R U . . .
C18 C 0.2738(4) 0.3789(6) 0.81370(15) 0.0805(15) Uani 1 1 d . . . . .
H18 H 0.191238 0.427002 0.807113 0.097 Uiso 1 1 calc R U . . .
C19 C 0.2655(4) 0.2442(6) 0.82046(14) 0.0781(15) Uani 1 1 d . . . . .
H19 H 0.177413 0.201397 0.818909 0.094 Uiso 1 1 calc R U . . .
C20 C 0.3865(5) 0.1733(5) 0.82945(14) 0.0697(11) Uani 1 1 d . . . . .
H20 H 0.381574 0.081595 0.833149 0.084 Uiso 1 1 calc R U . . .
C21 C 0.5166(4) 0.2377(4) 0.83305(12) 0.0550(9) Uani 1 1 d . . . . .
H21 H 0.598168 0.188911 0.840212 0.066 Uiso 1 1 calc R U . . .
C22 C 0.7962(3) 0.4311(3) 0.77920(9) 0.0406(7) Uani 1 1 d . . . . .
C23 C 0.7553(5) 0.3392(4) 0.74587(12) 0.0654(11) Uani 1 1 d . . . . .
H23 H 0.674636 0.286796 0.750555 0.078 Uiso 1 1 calc R U . . .
C24 C 0.8362(6) 0.3255(5) 0.70507(14) 0.0896(15) Uani 1 1 d . . . . .
H24 H 0.808022 0.265113 0.682280 0.108 Uiso 1 1 calc R U . . .
C25 C 0.9561(5) 0.4002(6) 0.69859(14) 0.0846(14) Uani 1 1 d . . . . .
H25 H 1.012314 0.386892 0.672225 0.102 Uiso 1 1 calc R U . . .
C26 C 0.9944(5) 0.4947(5) 0.73054(13) 0.0733(12) Uani 1 1 d . . . . .
H26 H 1.072951 0.549115 0.724936 0.088 Uiso 1 1 calc R U . . .
C27 C 0.9162(4) 0.5093(4) 0.77117(12) 0.0574(9) Uani 1 1 d . . . . .
H27 H 0.944145 0.571800 0.793269 0.069 Uiso 1 1 calc R U . . .
C28 C 1.1747(3) 0.4067(3) 0.93579(10) 0.0452(7) Uani 1 1 d . . . . .
H28 H 1.146017 0.379408 0.904329 0.054 Uiso 1 1 calc R U . . .
C29 C 1.1705(4) 0.5574(3) 0.93691(15) 0.0670(10) Uani 1 1 d . . . . .
H29A H 1.183992 0.587686 0.968373 0.101 Uiso 1 1 calc R U . . .
H29B H 1.079458 0.587712 0.925593 0.101 Uiso 1 1 calc R U . . .
H29C H 1.245241 0.592252 0.917471 0.101 Uiso 1 1 calc R U . . .
C30 C 1.3262(4) 0.3556(4) 0.94347(13) 0.0579(9) Uani 1 1 d . . . . .
H30A H 1.353027 0.369024 0.975463 0.087 Uiso 1 1 calc R U . . .
H30B H 1.391085 0.403104 0.923545 0.087 Uiso 1 1 calc R U . . .
H30C H 1.330087 0.262580 0.936231 0.087 Uiso 1 1 calc R U . . .
N2 N 0.9234(3) 0.3907(3) 0.96297(8) 0.0367(5) Uani 1 1 d . . . . .
N1 N 0.7314(3) 0.5768(2) 0.92224(8) 0.0353(6) Uani 1 1 d . . . . .
O1 O 0.9777(3) 0.4576(2) 1.03537(7) 0.0500(6) Uani 1 1 d . . . . .


_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 N1 2.017(2) . ?
Pd1 N2 2.088(2) . ?
Pd1 P1 2.2134(12) . ?
Pd1 Cl1 2.3119(13) . ?
P1 C15 1.798(3) . ?
P1 C16 1.816(3) . ?
P1 C22 1.815(3) . ?
C1 N2 1.480(4) . ?
C1 C28 1.524(4) . ?
C1 C2 1.546(4) . ?
C1 H1 0.9800 . ?
C2 O1 1.457(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N2 1.292(4) . ?
C3 O1 1.349(4) . ?
C3 C4 1.450(4) . ?
C4 C5 1.405(5) . ?
C4 C9 1.419(4) . ?
C5 C6 1.379(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.374(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(4) . ?
C8 H8 0.9300 . ?
C9 N1 1.393(4) . ?
C10 C11 1.400(4) . ?
C10 N1 1.402(4) . ?
C10 C15 1.406(4) . ?
C11 C12 1.371(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.395(4) . ?
C14 H14 0.9300 . ?
C16 C21 1.379(5) . ?
C16 C17 1.384(5) . ?
C17 C18 1.392(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.382(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.384(5) . ?
C22 C27 1.389(5) . ?
C23 C24 1.399(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.362(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.368(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.382(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.518(5) . ?
C28 C30 1.523(5) . ?
C28 H28 0.9800 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
N1 Pd1 N2 87.66(10) . . ?
N1 Pd1 P1 84.21(7) . . ?
N2 Pd1 P1 170.37(7) . . ?
N1 Pd1 Cl1 177.49(7) . . ?
N2 Pd1 Cl1 94.08(7) . . ?
P1 Pd1 Cl1 94.21(4) . . ?
C15 P1 C16 108.75(16) . . ?
C15 P1 C22 106.77(14) . . ?
C16 P1 C22 106.39(14) . . ?
C15 P1 Pd1 100.31(10) . . ?
C16 P1 Pd1 115.31(10) . . ?
C22 P1 Pd1 118.55(11) . . ?
N2 C1 C28 111.3(2) . . ?
N2 C1 C2 101.9(3) . . ?
C28 C1 C2 115.3(3) . . ?
N2 C1 H1 109.4 . . ?
C28 C1 H1 109.4 . . ?
C2 C1 H1 109.4 . . ?
O1 C2 C1 104.8(3) . . ?
O1 C2 H2A 110.8 . . ?
C1 C2 H2A 110.8 . . ?
O1 C2 H2B 110.8 . . ?
C1 C2 H2B 110.8 . . ?
H2A C2 H2B 108.9 . . ?
N2 C3 O1 115.9(3) . . ?
N2 C3 C4 126.6(3) . . ?
O1 C3 C4 117.5(2) . . ?
C5 C4 C9 119.9(3) . . ?
C5 C4 C3 118.4(3) . . ?
C9 C4 C3 121.6(3) . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C7 C6 C5 119.0(3) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.8(3) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
N1 C9 C8 122.2(3) . . ?
N1 C9 C4 120.8(3) . . ?
C8 C9 C4 116.9(3) . . ?
C11 C10 N1 123.2(3) . . ?
C11 C10 C15 117.4(3) . . ?
N1 C10 C15 119.2(2) . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.5(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 121.0(3) . . ?
C14 C15 P1 125.5(2) . . ?
C10 C15 P1 113.5(2) . . ?
C21 C16 C17 118.4(3) . . ?
C21 C16 P1 118.8(3) . . ?
C17 C16 P1 122.6(3) . . ?
C16 C17 C18 119.9(4) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.8(4) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 119.9(4) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C16 C21 C20 121.3(4) . . ?
C16 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C27 119.2(3) . . ?
C23 C22 P1 122.5(3) . . ?
C27 C22 P1 118.3(2) . . ?
C22 C23 C24 119.6(4) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C25 C24 C23 120.3(4) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.5(4) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 120.0(4) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C22 120.4(4) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C29 C28 C1 113.7(3) . . ?
C29 C28 C30 111.0(3) . . ?
C1 C28 C30 110.7(3) . . ?
C29 C28 H28 107.0 . . ?
C1 C28 H28 107.0 . . ?
C30 C28 H28 107.0 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C3 N2 C1 109.2(2) . . ?
C3 N2 Pd1 122.2(2) . . ?
C1 N2 Pd1 126.46(18) . . ?
C9 N1 C10 119.9(2) . . ?
C9 N1 Pd1 119.42(18) . . ?
C10 N1 Pd1 117.44(18) . . ?
C3 O1 C2 106.9(2) . . ?

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
N2 C1 C2 O1 -10.8(3) . . . . ?
C28 C1 C2 O1 109.9(3) . . . . ?
N2 C3 C4 C5 148.7(3) . . . . ?
O1 C3 C4 C5 -29.4(4) . . . . ?
N2 C3 C4 C9 -30.8(5) . . . . ?
O1 C3 C4 C9 151.1(3) . . . . ?
C9 C4 C5 C6 1.8(5) . . . . ?
C3 C4 C5 C6 -177.7(3) . . . . ?
C4 C5 C6 C7 -1.8(6) . . . . ?
C5 C6 C7 C8 0.6(6) . . . . ?
C6 C7 C8 C9 0.6(6) . . . . ?
C7 C8 C9 N1 178.6(3) . . . . ?
C7 C8 C9 C4 -0.6(5) . . . . ?
C5 C4 C9 N1 -179.8(3) . . . . ?
C3 C4 C9 N1 -0.3(4) . . . . ?
C5 C4 C9 C8 -0.6(4) . . . . ?
C3 C4 C9 C8 178.9(3) . . . . ?
N1 C10 C11 C12 174.2(3) . . . . ?
C15 C10 C11 C12 -0.7(6) . . . . ?
C10 C11 C12 C13 0.6(6) . . . . ?
C11 C12 C13 C14 -0.2(7) . . . . ?
C12 C13 C14 C15 -0.2(7) . . . . ?
C13 C14 C15 C10 0.1(6) . . . . ?
C13 C14 C15 P1 -179.0(3) . . . . ?
C11 C10 C15 C14 0.3(5) . . . . ?
N1 C10 C15 C14 -174.8(3) . . . . ?
C11 C10 C15 P1 179.5(3) . . . . ?
N1 C10 C15 P1 4.4(4) . . . . ?
C16 P1 C15 C14 -77.2(3) . . . . ?
C22 P1 C15 C14 37.3(4) . . . . ?
Pd1 P1 C15 C14 161.5(3) . . . . ?
C16 P1 C15 C10 103.7(3) . . . . ?
C22 P1 C15 C10 -141.9(3) . . . . ?
Pd1 P1 C15 C10 -17.7(3) . . . . ?
C15 P1 C16 C21 -161.5(3) . . . . ?
C22 P1 C16 C21 83.8(3) . . . . ?
Pd1 P1 C16 C21 -49.8(3) . . . . ?
C15 P1 C16 C17 14.4(3) . . . . ?
C22 P1 C16 C17 -100.2(3) . . . . ?
Pd1 P1 C16 C17 126.1(2) . . . . ?
C21 C16 C17 C18 -0.5(5) . . . . ?
P1 C16 C17 C18 -176.4(3) . . . . ?
C16 C17 C18 C19 0.3(6) . . . . ?
C17 C18 C19 C20 -1.0(7) . . . . ?
C18 C19 C20 C21 1.9(6) . . . . ?
C17 C16 C21 C20 1.4(5) . . . . ?
P1 C16 C21 C20 177.5(3) . . . . ?
C19 C20 C21 C16 -2.1(6) . . . . ?
C15 P1 C22 C23 -132.9(3) . . . . ?
C16 P1 C22 C23 -16.9(3) . . . . ?
Pd1 P1 C22 C23 114.9(3) . . . . ?
C15 P1 C22 C27 48.3(3) . . . . ?
C16 P1 C22 C27 164.3(3) . . . . ?
Pd1 P1 C22 C27 -63.8(3) . . . . ?
C27 C22 C23 C24 0.7(6) . . . . ?
P1 C22 C23 C24 -178.0(3) . . . . ?
C22 C23 C24 C25 1.3(7) . . . . ?
C23 C24 C25 C26 -3.7(7) . . . . ?
C24 C25 C26 C27 4.0(7) . . . . ?
C25 C26 C27 C22 -1.9(6) . . . . ?
C23 C22 C27 C26 -0.5(5) . . . . ?
P1 C22 C27 C26 178.4(3) . . . . ?
N2 C1 C28 C29 53.8(4) . . . . ?
C2 C1 C28 C29 -61.5(4) . . . . ?
N2 C1 C28 C30 179.6(3) . . . . ?
C2 C1 C28 C30 64.2(4) . . . . ?
O1 C3 N2 C1 -5.3(4) . . . . ?
C4 C3 N2 C1 176.6(3) . . . . ?
O1 C3 N2 Pd1 -169.59(19) . . . . ?
C4 C3 N2 Pd1 12.3(4) . . . . ?
C28 C1 N2 C3 -113.5(3) . . . . ?
C2 C1 N2 C3 9.9(3) . . . . ?
C28 C1 N2 Pd1 50.0(3) . . . . ?
C2 C1 N2 Pd1 173.4(2) . . . . ?
C8 C9 N1 C10 23.2(4) . . . . ?
C4 C9 N1 C10 -157.7(3) . . . . ?
C8 C9 N1 Pd1 -135.8(2) . . . . ?
C4 C9 N1 Pd1 43.3(3) . . . . ?
C11 C10 N1 C9 40.0(4) . . . . ?
C15 C10 N1 C9 -145.2(3) . . . . ?
C11 C10 N1 Pd1 -160.5(3) . . . . ?
C15 C10 N1 Pd1 14.3(4) . . . . ?
N2 C3 O1 C2 -2.4(4) . . . . ?
C4 C3 O1 C2 176.0(3) . . . . ?
C1 C2 O1 C3 8.4(3) . . . . ?

_refine_diff_density_max         0.199
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.044




_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_180703a_0m
_database_code_depnum_ccdc_archive 'CCDC 1854349'
_audit_update_record             
;
2018-07-07 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H26 Cl N2 O P Pd'
_chemical_formula_weight         591.34

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   14.266(8)
_cell_length_b                   11.778(6)
_cell_length_c                   17.235(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.784(6)
_cell_angle_gamma                90.00
_cell_volume                     2670(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5957
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.19

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9095
_exptl_absorpt_correction_T_max  0.9741
_exptl_absorpt_process_details   sadabs

_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            13451
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4699
_reflns_number_gt                4010
_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)+(0.0262P)²+1.3261P] 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         4699
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0636
_refine_ls_wR_factor_gt          0.0590
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.221534(14) 0.075162(15) 0.441958(12) 0.03213(7) Uani 1 1 d . . .
Cl1 Cl 0.13074(6) 0.19130(6) 0.32980(4) 0.05140(19) Uani 1 1 d . . .
P1 P 0.20602(5) 0.19996(5) 0.53104(4) 0.03234(15) Uani 1 1 d . . .
C1 C 0.39001(19) -0.0742(2) 0.54455(17) 0.0370(6) Uani 1 1 d . . .
C2 C 0.4861(2) -0.0702(2) 0.6106(2) 0.0496(7) Uani 1 1 d . . .
H2 H 0.4967 -0.0205 0.6551 0.060 Uiso 1 1 calc R . .
C3 C 0.5650(2) -0.1377(3) 0.6113(2) 0.0613(9) Uani 1 1 d . . .
H3 H 0.6276 -0.1340 0.6564 0.074 Uiso 1 1 calc R . .
C4 C 0.5517(3) -0.2107(3) 0.5454(3) 0.0666(10) Uani 1 1 d . . .
H4 H 0.6045 -0.2580 0.5465 0.080 Uiso 1 1 calc R . .
C5 C 0.4609(3) -0.2133(2) 0.4786(2) 0.0592(9) Uani 1 1 d . . .
H5 H 0.4529 -0.2613 0.4337 0.071 Uiso 1 1 calc R . .
C6 C 0.3790(2) -0.1451(2) 0.47594(18) 0.0434(7) Uani 1 1 d . . .
C7 C 0.2858(2) -0.1487(2) 0.40140(18) 0.0478(7) Uani 1 1 d . . .
C8 C 0.1643(3) -0.2358(3) 0.2936(2) 0.0863(13) Uani 1 1 d . . .
H8A H 0.1158 -0.2805 0.3074 0.104 Uiso 1 1 calc R . .
H8B H 0.1631 -0.2610 0.2397 0.104 Uiso 1 1 calc R . .
C9 C 0.1387(3) -0.1089(3) 0.2908(2) 0.0647(9) Uani 1 1 d . . .
C10 C 0.1522(4) -0.0509(3) 0.2177(2) 0.1113(18) Uani 1 1 d . . .
H10A H 0.1425 0.0294 0.2207 0.167 Uiso 1 1 calc R . .
H10B H 0.1033 -0.0800 0.1659 0.167 Uiso 1 1 calc R . .
H10C H 0.2196 -0.0651 0.2202 0.167 Uiso 1 1 calc R . .
C11 C 0.0350(3) -0.0894(3) 0.2927(3) 0.0935(14) Uani 1 1 d . . .
H11A H 0.0316 -0.1256 0.3415 0.140 Uiso 1 1 calc R . .
H11B H -0.0162 -0.1210 0.2429 0.140 Uiso 1 1 calc R . .
H11C H 0.0235 -0.0094 0.2949 0.140 Uiso 1 1 calc R . .
C12 C 0.30365(18) 0.0196(2) 0.62228(16) 0.0336(5) Uani 1 1 d . . .
C13 C 0.3365(2) -0.0504(2) 0.69342(17) 0.0432(6) Uani 1 1 d . . .
H13 H 0.3690 -0.1185 0.6926 0.052 Uiso 1 1 calc R . .
C14 C 0.3212(2) -0.0196(3) 0.76459(19) 0.0545(8) Uani 1 1 d . . .
H14 H 0.3439 -0.0674 0.8112 0.065 Uiso 1 1 calc R . .
C15 C 0.2731(2) 0.0804(3) 0.76852(19) 0.0571(8) Uani 1 1 d . . .
H15 H 0.2645 0.1007 0.8175 0.068 Uiso 1 1 calc R . .
C16 C 0.2382(2) 0.1493(3) 0.69923(18) 0.0490(7) Uani 1 1 d . . .
H16 H 0.2040 0.2160 0.7006 0.059 Uiso 1 1 calc R . .
C17 C 0.25364(18) 0.1202(2) 0.62679(16) 0.0360(6) Uani 1 1 d . . .
C18 C 0.27327(18) 0.3334(2) 0.54787(16) 0.0353(6) Uani 1 1 d . . .
C19 C 0.3530(2) 0.3582(3) 0.6228(2) 0.0586(8) Uani 1 1 d . . .
H19 H 0.3715 0.3068 0.6671 0.070 Uiso 1 1 calc R . .
C20 C 0.4053(3) 0.4592(3) 0.6320(3) 0.0791(11) Uani 1 1 d . . .
H20 H 0.4583 0.4760 0.6828 0.095 Uiso 1 1 calc R . .
C21 C 0.3796(3) 0.5345(3) 0.5670(3) 0.0711(10) Uani 1 1 d . . .
H21 H 0.4154 0.6022 0.5737 0.085 Uiso 1 1 calc R . .
C22 C 0.3020(2) 0.5112(2) 0.4925(2) 0.0564(8) Uani 1 1 d . . .
H22 H 0.2850 0.5625 0.4481 0.068 Uiso 1 1 calc R . .
C23 C 0.2484(2) 0.4106(2) 0.48307(18) 0.0434(6) Uani 1 1 d . . .
H23 H 0.1948 0.3951 0.4323 0.052 Uiso 1 1 calc R . .
C24 C 0.07568(18) 0.2354(2) 0.51205(16) 0.0372(6) Uani 1 1 d . . .
C25 C 0.0494(2) 0.3343(2) 0.5417(2) 0.0512(7) Uani 1 1 d . . .
H25 H 0.0989 0.3878 0.5696 0.061 Uiso 1 1 calc R . .
C26 C -0.0510(2) 0.3536(3) 0.5298(2) 0.0682(10) Uani 1 1 d . . .
H26 H -0.0686 0.4202 0.5500 0.082 Uiso 1 1 calc R . .
C27 C -0.1242(2) 0.2759(3) 0.4888(2) 0.0724(10) Uani 1 1 d . . .
H27 H -0.1915 0.2892 0.4813 0.087 Uiso 1 1 calc R . .
C28 C -0.0988(2) 0.1784(3) 0.4589(2) 0.0707(10) Uani 1 1 d . . .
H28 H -0.1489 0.1254 0.4310 0.085 Uiso 1 1 calc R . .
C29 C 0.0004(2) 0.1582(3) 0.4696(2) 0.0540(8) Uani 1 1 d . . .
H29 H 0.0169 0.0921 0.4482 0.065 Uiso 1 1 calc R . .
N1 N 0.30880(15) -0.00999(17) 0.54593(13) 0.0354(5) Uani 1 1 d . . .
N2 N 0.22154(18) -0.06889(17) 0.37071(14) 0.0439(5) Uani 1 1 d . . .
O2 O 0.2653(2) -0.24762(17) 0.35831(14) 0.0721(7) Uani 1 1 d . . .


_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 N1 2.010(2) . ?
Pd1 N2 2.095(2) . ?
Pd1 P1 2.1977(10) . ?
Pd1 Cl1 2.3123(10) . ?
P1 C17 1.788(3) . ?
P1 C18 1.805(3) . ?
P1 C24 1.808(3) . ?
C1 N1 1.391(3) . ?
C1 C2 1.403(4) . ?
C1 C6 1.407(4) . ?
C2 C3 1.374(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.449(4) . ?
C7 N2 1.276(3) . ?
C7 O2 1.351(3) . ?
C8 O2 1.447(4) . ?
C8 C9 1.535(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N2 1.502(4) . ?
C9 C10 1.510(5) . ?
C9 C11 1.510(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N1 1.390(3) . ?
C12 C13 1.399(4) . ?
C12 C17 1.401(4) . ?
C13 C14 1.375(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.377(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(4) . ?
C16 H16 0.9300 . ?
C18 C23 1.376(4) . ?
C18 C19 1.382(4) . ?
C19 C20 1.380(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.362(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.385(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.381(4) . ?
C24 C29 1.381(4) . ?
C25 C26 1.384(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.363(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.364(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.376(4) . ?
C28 H28 0.9300 . ?
C29 H29 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
N1 Pd1 N2 88.73(9) . . ?
N1 Pd1 P1 84.61(7) . . ?
N2 Pd1 P1 166.98(6) . . ?
N1 Pd1 Cl1 173.56(6) . . ?
N2 Pd1 Cl1 96.68(7) . . ?
P1 Pd1 Cl1 90.74(5) . . ?
C17 P1 C18 108.70(12) . . ?
C17 P1 C24 106.54(12) . . ?
C18 P1 C24 105.86(12) . . ?
C17 P1 Pd1 100.86(9) . . ?
C18 P1 Pd1 120.24(8) . . ?
C24 P1 Pd1 113.76(9) . . ?
N1 C1 C2 121.8(3) . . ?
N1 C1 C6 121.0(2) . . ?
C2 C1 C6 117.2(2) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 120.2(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.6(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 119.5(3) . . ?
C5 C6 C7 118.7(3) . . ?
C1 C6 C7 121.9(2) . . ?
N2 C7 O2 116.1(3) . . ?
N2 C7 C6 127.7(3) . . ?
O2 C7 C6 116.2(2) . . ?
O2 C8 C9 105.8(3) . . ?
O2 C8 H8A 110.6 . . ?
C9 C8 H8A 110.6 . . ?
O2 C8 H8B 110.6 . . ?
C9 C8 H8B 110.6 . . ?
H8A C8 H8B 108.7 . . ?
N2 C9 C10 108.2(3) . . ?
N2 C9 C11 111.3(3) . . ?
C10 C9 C11 113.1(3) . . ?
N2 C9 C8 100.6(3) . . ?
C10 C9 C8 111.2(3) . . ?
C11 C9 C8 111.8(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 124.0(2) . . ?
N1 C12 C17 118.6(2) . . ?
C13 C12 C17 117.0(2) . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 121.6(3) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 119.0(3) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 120.4(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 121.3(2) . . ?
C16 C17 P1 124.3(2) . . ?
C12 C17 P1 114.36(19) . . ?
C23 C18 C19 118.6(3) . . ?
C23 C18 P1 119.4(2) . . ?
C19 C18 P1 121.9(2) . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 119.6(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C18 C23 C22 120.8(3) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C29 119.0(2) . . ?
C25 C24 P1 122.4(2) . . ?
C29 C24 P1 118.5(2) . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 120.5(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 119.9(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C29 120.4(3) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C24 120.4(3) . . ?
C28 C29 H29 119.8 . . ?
C24 C29 H29 119.8 . . ?
C12 N1 C1 120.1(2) . . ?
C12 N1 Pd1 118.50(16) . . ?
C1 N1 Pd1 119.24(17) . . ?
C7 N2 C9 109.4(2) . . ?
C7 N2 Pd1 121.13(19) . . ?
C9 N2 Pd1 127.82(19) . . ?
C7 O2 C8 106.2(2) . . ?

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
N1 Pd1 P1 C17 -13.71(10) . . . . ?
N2 Pd1 P1 C17 45.9(3) . . . . ?
Cl1 Pd1 P1 C17 170.76(8) . . . . ?
N1 Pd1 P1 C18 105.60(12) . . . . ?
N2 Pd1 P1 C18 165.2(3) . . . . ?
Cl1 Pd1 P1 C18 -69.93(11) . . . . ?
N1 Pd1 P1 C24 -127.37(11) . . . . ?
N2 Pd1 P1 C24 -67.8(3) . . . . ?
Cl1 Pd1 P1 C24 57.10(9) . . . . ?
N1 C1 C2 C3 176.7(3) . . . . ?
C6 C1 C2 C3 -3.9(4) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C2 C3 C4 C5 1.8(5) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C4 C5 C6 C7 177.6(3) . . . . ?
N1 C1 C6 C5 -176.6(2) . . . . ?
C2 C1 C6 C5 4.0(4) . . . . ?
N1 C1 C6 C7 4.5(4) . . . . ?
C2 C1 C6 C7 -174.9(2) . . . . ?
C5 C6 C7 N2 -149.3(3) . . . . ?
C1 C6 C7 N2 29.6(4) . . . . ?
C5 C6 C7 O2 29.3(4) . . . . ?
C1 C6 C7 O2 -151.8(3) . . . . ?
O2 C8 C9 N2 -13.1(4) . . . . ?
O2 C8 C9 C10 101.4(4) . . . . ?
O2 C8 C9 C11 -131.2(3) . . . . ?
N1 C12 C13 C14 -174.5(2) . . . . ?
C17 C12 C13 C14 -1.0(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C16 1.2(5) . . . . ?
C14 C15 C16 C17 -1.7(5) . . . . ?
C15 C16 C17 C12 0.9(4) . . . . ?
C15 C16 C17 P1 176.7(2) . . . . ?
N1 C12 C17 C16 174.3(2) . . . . ?
C13 C12 C17 C16 0.5(4) . . . . ?
N1 C12 C17 P1 -1.9(3) . . . . ?
C13 C12 C17 P1 -175.73(19) . . . . ?
C18 P1 C17 C16 69.0(3) . . . . ?
C24 P1 C17 C16 -44.6(3) . . . . ?
Pd1 P1 C17 C16 -163.7(2) . . . . ?
C18 P1 C17 C12 -114.87(19) . . . . ?
C24 P1 C17 C12 131.46(19) . . . . ?
Pd1 P1 C17 C12 12.45(19) . . . . ?
C17 P1 C18 C23 -178.8(2) . . . . ?
C24 P1 C18 C23 -64.7(2) . . . . ?
Pd1 P1 C18 C23 65.9(2) . . . . ?
C17 P1 C18 C19 4.6(3) . . . . ?
C24 P1 C18 C19 118.8(2) . . . . ?
Pd1 P1 C18 C19 -110.7(2) . . . . ?
C23 C18 C19 C20 0.7(5) . . . . ?
P1 C18 C19 C20 177.3(3) . . . . ?
C18 C19 C20 C21 -0.9(6) . . . . ?
C19 C20 C21 C22 0.3(6) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C19 C18 C23 C22 0.0(4) . . . . ?
P1 C18 C23 C22 -176.6(2) . . . . ?
C21 C22 C23 C18 -0.7(4) . . . . ?
C17 P1 C24 C25 90.6(3) . . . . ?
C18 P1 C24 C25 -25.0(3) . . . . ?
Pd1 P1 C24 C25 -159.1(2) . . . . ?
C17 P1 C24 C29 -86.3(2) . . . . ?
C18 P1 C24 C29 158.1(2) . . . . ?
Pd1 P1 C24 C29 23.9(2) . . . . ?
C29 C24 C25 C26 1.0(4) . . . . ?
P1 C24 C25 C26 -175.9(2) . . . . ?
C24 C25 C26 C27 -0.2(5) . . . . ?
C25 C26 C27 C28 -0.3(6) . . . . ?
C26 C27 C28 C29 -0.1(6) . . . . ?
C27 C28 C29 C24 1.0(5) . . . . ?
C25 C24 C29 C28 -1.5(4) . . . . ?
P1 C24 C29 C28 175.6(3) . . . . ?
C13 C12 N1 C1 -35.4(4) . . . . ?
C17 C12 N1 C1 151.2(2) . . . . ?
C13 C12 N1 Pd1 161.3(2) . . . . ?
C17 C12 N1 Pd1 -12.0(3) . . . . ?
C2 C1 N1 C12 -28.3(4) . . . . ?
C6 C1 N1 C12 152.4(2) . . . . ?
C2 C1 N1 Pd1 134.8(2) . . . . ?
C6 C1 N1 Pd1 -44.5(3) . . . . ?
N2 Pd1 N1 C12 -152.67(18) . . . . ?
P1 Pd1 N1 C12 16.12(17) . . . . ?
Cl1 Pd1 N1 C12 60.1(6) . . . . ?
N2 Pd1 N1 C1 43.92(19) . . . . ?
P1 Pd1 N1 C1 -147.28(18) . . . . ?
Cl1 Pd1 N1 C1 -103.3(5) . . . . ?
O2 C7 N2 C9 -1.1(4) . . . . ?
C6 C7 N2 C9 177.5(3) . . . . ?
O2 C7 N2 Pd1 165.48(19) . . . . ?
C6 C7 N2 Pd1 -15.9(4) . . . . ?
C10 C9 N2 C7 -107.7(3) . . . . ?
C11 C9 N2 C7 127.5(3) . . . . ?
C8 C9 N2 C7 9.0(4) . . . . ?
C10 C9 N2 Pd1 86.9(3) . . . . ?
C11 C9 N2 Pd1 -38.0(4) . . . . ?
C8 C9 N2 Pd1 -156.5(2) . . . . ?
N1 Pd1 N2 C7 -15.8(2) . . . . ?
P1 Pd1 N2 C7 -75.0(4) . . . . ?
Cl1 Pd1 N2 C7 160.7(2) . . . . ?
N1 Pd1 N2 C9 148.1(2) . . . . ?
P1 Pd1 N2 C9 88.9(4) . . . . ?
Cl1 Pd1 N2 C9 -35.4(2) . . . . ?
N2 C7 O2 C8 -8.0(4) . . . . ?
C6 C7 O2 C8 173.2(3) . . . . ?
C9 C8 O2 C7 13.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_180628b_0m
_database_code_depnum_ccdc_archive 'CCDC 1854347'
_audit_update_record             
;
2018-07-07 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H29 Cl N2 O P Pd'
_chemical_formula_weight         654.41

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'
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'
O O 0.0106 0.0060 '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)

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

_cell_length_a                   10.606(11)
_cell_length_b                   14.265(14)
_cell_length_c                   10.706(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.708(11)
_cell_angle_gamma                90.00
_cell_volume                     1471(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4747
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.32

_exptl_crystal_description       cubic
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             666
_exptl_absorpt_coefficient_mu    0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8490
_exptl_absorpt_correction_T_max  0.9457
_exptl_absorpt_process_details   sadabs

_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            7431
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4937
_reflns_number_gt                4652
_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
_chemical_absolute_configuration ad
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0235P)²+0.1891P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_number_reflns         4937
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0611
_refine_ls_wR_factor_gt          0.0590
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.26385(2) 0.256493(16) -0.08284(2) 0.03359(7) Uani 1 1 d . . .
Cl1 Cl 0.18817(11) 0.30179(8) -0.31003(10) 0.0581(3) Uani 1 1 d . . .
P1 P 0.06898(8) 0.18155(6) -0.11896(9) 0.03485(19) Uani 1 1 d . . .
C1 C 0.4645(3) 0.1949(2) 0.1965(3) 0.0350(7) Uani 1 1 d . . .
C2 C 0.5049(4) 0.1195(3) 0.2894(4) 0.0460(9) Uani 1 1 d . . .
H2 H 0.4368 0.0792 0.2913 0.055 Uiso 1 1 calc R . .
C3 C 0.6408(4) 0.1030(3) 0.3776(4) 0.0600(11) Uani 1 1 d . . .
H3 H 0.6630 0.0524 0.4379 0.072 Uiso 1 1 calc R . .
C4 C 0.7456(4) 0.1617(4) 0.3772(4) 0.0691(14) Uani 1 1 d . . .
H4 H 0.8372 0.1526 0.4396 0.083 Uiso 1 1 calc R . .
C5 C 0.7121(4) 0.2322(3) 0.2844(4) 0.0568(13) Uani 1 1 d . . .
H5 H 0.7825 0.2706 0.2833 0.068 Uiso 1 1 calc R . .
C6 C 0.5745(3) 0.2498(4) 0.1896(3) 0.0411(7) Uani 1 1 d . . .
C7 C 0.5510(3) 0.3227(2) 0.0895(4) 0.0391(8) Uani 1 1 d . . .
C8 C 0.6131(4) 0.4426(3) -0.0086(5) 0.0579(11) Uani 1 1 d . . .
H8A H 0.6612 0.4229 -0.0639 0.069 Uiso 1 1 calc R . .
H8B H 0.6329 0.5083 0.0146 0.069 Uiso 1 1 calc R . .
C9 C 0.4566(4) 0.4258(3) -0.0849(4) 0.0466(9) Uani 1 1 d . . .
H9 H 0.4303 0.4191 -0.1838 0.056 Uiso 1 1 calc R . .
C10 C 0.3653(4) 0.4996(3) -0.0588(4) 0.0486(9) Uani 1 1 d . . .
H10A H 0.3702 0.5576 -0.1037 0.058 Uiso 1 1 calc R . .
H10B H 0.2697 0.4784 -0.0994 0.058 Uiso 1 1 calc R . .
C11 C 0.4081(4) 0.5181(3) 0.0914(4) 0.0483(9) Uani 1 1 d . . .
C12 C 0.3632(4) 0.4631(3) 0.1711(5) 0.0525(10) Uani 1 1 d . . .
H12 H 0.2959 0.4175 0.1297 0.063 Uiso 1 1 calc R . .
C13 C 0.4174(5) 0.4753(3) 0.3113(5) 0.0699(13) Uani 1 1 d . . .
H13 H 0.3860 0.4380 0.3638 0.084 Uiso 1 1 calc R . .
C14 C 0.5177(6) 0.5421(4) 0.3747(6) 0.0807(15) Uani 1 1 d . . .
H14 H 0.5578 0.5476 0.4700 0.097 Uiso 1 1 calc R . .
C15 C 0.5579(5) 0.6005(4) 0.2965(6) 0.0777(14) Uani 1 1 d . . .
H15 H 0.6225 0.6476 0.3386 0.093 Uiso 1 1 calc R . .
C16 C 0.5036(5) 0.5899(3) 0.1573(5) 0.0658(12) Uani 1 1 d . . .
H16 H 0.5302 0.6308 0.1050 0.079 Uiso 1 1 calc R . .
C17 C 0.2226(3) 0.1856(2) 0.1569(3) 0.0342(7) Uani 1 1 d . . .
C18 C 0.2421(3) 0.1843(2) 0.2934(4) 0.0402(8) Uani 1 1 d . . .
H18 H 0.3283 0.1995 0.3625 0.048 Uiso 1 1 calc R . .
C19 C 0.1340(4) 0.1605(3) 0.3269(4) 0.0481(9) Uani 1 1 d . . .
H19 H 0.1483 0.1608 0.4187 0.058 Uiso 1 1 calc R . .
C20 C 0.0062(4) 0.1364(3) 0.2283(5) 0.0488(11) Uani 1 1 d . . .
H20 H -0.0634 0.1167 0.2536 0.059 Uiso 1 1 calc R . .
C21 C -0.0186(4) 0.1413(3) 0.0931(4) 0.0477(9) Uani 1 1 d . . .
H21 H -0.1071 0.1288 0.0260 0.057 Uiso 1 1 calc R . .
C22 C 0.0887(3) 0.1651(2) 0.0539(4) 0.0360(7) Uani 1 1 d . . .
C23 C -0.0871(3) 0.2515(3) -0.2049(3) 0.0392(7) Uani 1 1 d . . .
C24 C -0.0767(4) 0.3482(3) -0.1931(5) 0.0604(11) Uani 1 1 d . . .
H24 H 0.0093 0.3761 -0.1442 0.073 Uiso 1 1 calc R . .
C25 C -0.1937(5) 0.4032(3) -0.2537(6) 0.0727(14) Uani 1 1 d . . .
H25 H -0.1859 0.4681 -0.2455 0.087 Uiso 1 1 calc R . .
C26 C -0.3197(5) 0.3638(3) -0.3251(5) 0.0716(13) Uani 1 1 d . . .
H26 H -0.3979 0.4015 -0.3658 0.086 Uiso 1 1 calc R . .
C27 C -0.3318(4) 0.2684(4) -0.3371(5) 0.0826(15) Uani 1 1 d . . .
H27 H -0.4184 0.2414 -0.3863 0.099 Uiso 1 1 calc R . .
C28 C -0.2145(4) 0.2115(3) -0.2757(5) 0.0651(12) Uani 1 1 d . . .
H28 H -0.2231 0.1467 -0.2831 0.078 Uiso 1 1 calc R . .
C29 C 0.0374(3) 0.0691(2) -0.2053(4) 0.0382(8) Uani 1 1 d . . .
C30 C -0.0003(5) -0.0095(3) -0.1537(5) 0.0592(11) Uani 1 1 d . . .
H30 H -0.0075 -0.0065 -0.0702 0.071 Uiso 1 1 calc R . .
C31 C -0.0276(5) -0.0933(3) -0.2267(6) 0.0669(14) Uani 1 1 d . . .
H31 H -0.0523 -0.1462 -0.1913 0.080 Uiso 1 1 calc R . .
C32 C -0.0184(5) -0.0986(3) -0.3489(5) 0.0635(12) Uani 1 1 d . . .
H32 H -0.0399 -0.1543 -0.3987 0.076 Uiso 1 1 calc R . .
C33 C 0.0226(5) -0.0221(3) -0.3988(5) 0.0726(14) Uani 1 1 d . . .
H33 H 0.0312 -0.0262 -0.4815 0.087 Uiso 1 1 calc R . .
C34 C 0.0514(5) 0.0618(3) -0.3272(4) 0.0571(10) Uani 1 1 d . . .
H34 H 0.0803 0.1134 -0.3615 0.068 Uiso 1 1 calc R . .
N1 N 0.3265(3) 0.21296(19) 0.1138(3) 0.0331(6) Uani 1 1 d . . .
N2 N 0.4438(3) 0.3340(2) -0.0241(3) 0.0387(7) Uani 1 1 d . . .
O1 O 0.6540(2) 0.3856(2) 0.1145(3) 0.0541(7) Uani 1 1 d . . .


_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 N1 2.022(3) . ?
Pd1 N2 2.063(3) . ?
Pd1 P1 2.213(2) . ?
Pd1 Cl1 2.312(2) . ?
P1 C22 1.789(4) . ?
P1 C29 1.811(4) . ?
P1 C23 1.818(4) . ?
C1 N1 1.382(4) . ?
C1 C2 1.405(5) . ?
C1 C6 1.432(5) . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.352(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.438(6) . ?
C7 N2 1.281(4) . ?
C7 O1 1.351(4) . ?
C8 O1 1.453(5) . ?
C8 C9 1.532(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N2 1.494(5) . ?
C9 C10 1.533(6) . ?
C9 H9 0.9800 . ?
C10 C11 1.500(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.382(5) . ?
C11 C16 1.405(6) . ?
C12 C13 1.375(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.369(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.364(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.388(5) . ?
C17 C22 1.417(5) . ?
C17 N1 1.416(4) . ?
C18 C19 1.378(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.369(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.409(5) . ?
C21 H21 0.9300 . ?
C23 C28 1.367(5) . ?
C23 C24 1.385(6) . ?
C24 C25 1.380(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.353(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.367(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.399(6) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C34 1.378(6) . ?
C29 C30 1.381(5) . ?
C30 C31 1.390(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.354(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.364(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.384(6) . ?
C33 H33 0.9300 . ?
C34 H34 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
N1 Pd1 N2 89.28(11) . . ?
N1 Pd1 P1 84.84(8) . . ?
N2 Pd1 P1 171.72(8) . . ?
N1 Pd1 Cl1 178.14(8) . . ?
N2 Pd1 Cl1 92.36(9) . . ?
P1 Pd1 Cl1 93.61(4) . . ?
C22 P1 C29 109.18(17) . . ?
C22 P1 C23 106.45(15) . . ?
C29 P1 C23 106.99(17) . . ?
C22 P1 Pd1 100.72(11) . . ?
C29 P1 Pd1 118.50(12) . . ?
C23 P1 Pd1 114.18(15) . . ?
N1 C1 C2 121.6(3) . . ?
N1 C1 C6 122.2(3) . . ?
C2 C1 C6 116.2(3) . . ?
C3 C2 C1 122.7(4) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 120.3(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.0(4) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 122.5(4) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C1 119.1(4) . . ?
C5 C6 C7 118.1(3) . . ?
C1 C6 C7 122.9(3) . . ?
N2 C7 O1 115.3(3) . . ?
N2 C7 C6 127.3(3) . . ?
O1 C7 C6 117.3(3) . . ?
O1 C8 C9 104.0(3) . . ?
O1 C8 H8A 111.0 . . ?
C9 C8 H8A 111.0 . . ?
O1 C8 H8B 111.0 . . ?
C9 C8 H8B 111.0 . . ?
H8A C8 H8B 109.0 . . ?
N2 C9 C8 100.4(3) . . ?
N2 C9 C10 110.0(3) . . ?
C8 C9 C10 114.9(3) . . ?
N2 C9 H9 110.4 . . ?
C8 C9 H9 110.4 . . ?
C10 C9 H9 110.4 . . ?
C11 C10 C9 112.7(3) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C16 117.8(4) . . ?
C12 C11 C10 122.3(4) . . ?
C16 C11 C10 119.9(4) . . ?
C13 C12 C11 120.5(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C16 C15 C14 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 121.1(4) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C18 C17 C22 118.4(3) . . ?
C18 C17 N1 123.6(3) . . ?
C22 C17 N1 117.8(3) . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C18 121.6(4) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C21 C20 C19 119.8(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.5(4) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C17 119.3(3) . . ?
C21 C22 P1 125.5(3) . . ?
C17 C22 P1 115.0(2) . . ?
C28 C23 C24 119.2(4) . . ?
C28 C23 P1 122.1(4) . . ?
C24 C23 P1 118.6(3) . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 120.8(4) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 119.9(4) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 C28 120.2(4) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C23 C28 C27 119.9(4) . . ?
C23 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C34 C29 C30 118.7(3) . . ?
C34 C29 P1 118.7(3) . . ?
C30 C29 P1 122.6(3) . . ?
C29 C30 C31 120.0(4) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C32 C31 C30 120.6(4) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C31 C32 C33 119.8(4) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C34 120.5(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C29 C34 C33 120.3(4) . . ?
C29 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C1 N1 C17 120.0(3) . . ?
C1 N1 Pd1 121.6(2) . . ?
C17 N1 Pd1 117.5(2) . . ?
C7 N2 C9 108.5(3) . . ?
C7 N2 Pd1 124.3(2) . . ?
C9 N2 Pd1 125.3(2) . . ?
C7 O1 C8 106.4(3) . . ?

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
N1 Pd1 P1 C22 14.85(13) . . . . ?
N2 Pd1 P1 C22 -30.1(6) . . . . ?
Cl1 Pd1 P1 C22 -166.19(11) . . . . ?
N1 Pd1 P1 C29 -104.05(16) . . . . ?
N2 Pd1 P1 C29 -149.0(6) . . . . ?
Cl1 Pd1 P1 C29 74.91(15) . . . . ?
N1 Pd1 P1 C23 128.48(14) . . . . ?
N2 Pd1 P1 C23 83.6(6) . . . . ?
Cl1 Pd1 P1 C23 -52.56(12) . . . . ?
N1 C1 C2 C3 -176.6(3) . . . . ?
C6 C1 C2 C3 5.3(5) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C2 C3 C4 C5 -3.0(7) . . . . ?
C3 C4 C5 C6 1.2(7) . . . . ?
C4 C5 C6 C1 4.0(6) . . . . ?
C4 C5 C6 C7 -176.1(4) . . . . ?
N1 C1 C6 C5 174.9(3) . . . . ?
C2 C1 C6 C5 -6.9(5) . . . . ?
N1 C1 C6 C7 -5.1(5) . . . . ?
C2 C1 C6 C7 173.1(3) . . . . ?
C5 C6 C7 N2 160.7(4) . . . . ?
C1 C6 C7 N2 -19.3(6) . . . . ?
C5 C6 C7 O1 -17.3(5) . . . . ?
C1 C6 C7 O1 162.6(3) . . . . ?
O1 C8 C9 N2 -22.2(4) . . . . ?
O1 C8 C9 C10 95.7(4) . . . . ?
N2 C9 C10 C11 62.3(4) . . . . ?
C8 C9 C10 C11 -50.1(4) . . . . ?
C9 C10 C11 C12 -84.5(4) . . . . ?
C9 C10 C11 C16 91.6(4) . . . . ?
C16 C11 C12 C13 -3.9(6) . . . . ?
C10 C11 C12 C13 172.3(4) . . . . ?
C11 C12 C13 C14 -0.3(7) . . . . ?
C12 C13 C14 C15 3.8(8) . . . . ?
C13 C14 C15 C16 -2.9(8) . . . . ?
C14 C15 C16 C11 -1.4(8) . . . . ?
C12 C11 C16 C15 4.7(7) . . . . ?
C10 C11 C16 C15 -171.5(4) . . . . ?
C22 C17 C18 C19 2.1(5) . . . . ?
N1 C17 C18 C19 177.3(3) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C18 C19 C20 C21 -4.1(6) . . . . ?
C19 C20 C21 C22 4.1(6) . . . . ?
C20 C21 C22 C17 -1.1(5) . . . . ?
C20 C21 C22 P1 -175.8(3) . . . . ?
C18 C17 C22 C21 -2.1(5) . . . . ?
N1 C17 C22 C21 -177.5(3) . . . . ?
C18 C17 C22 P1 173.2(3) . . . . ?
N1 C17 C22 P1 -2.3(4) . . . . ?
C29 P1 C22 C21 -70.8(3) . . . . ?
C23 P1 C22 C21 44.3(3) . . . . ?
Pd1 P1 C22 C21 163.7(3) . . . . ?
C29 P1 C22 C17 114.3(3) . . . . ?
C23 P1 C22 C17 -130.6(3) . . . . ?
Pd1 P1 C22 C17 -11.2(3) . . . . ?
C22 P1 C23 C28 -92.1(3) . . . . ?
C29 P1 C23 C28 24.5(4) . . . . ?
Pd1 P1 C23 C28 157.7(3) . . . . ?
C22 P1 C23 C24 85.2(3) . . . . ?
C29 P1 C23 C24 -158.1(3) . . . . ?
Pd1 P1 C23 C24 -24.9(3) . . . . ?
C28 C23 C24 C25 -0.7(7) . . . . ?
P1 C23 C24 C25 -178.2(4) . . . . ?
C23 C24 C25 C26 0.1(8) . . . . ?
C24 C25 C26 C27 0.2(8) . . . . ?
C25 C26 C27 C28 0.1(9) . . . . ?
C24 C23 C28 C27 1.1(6) . . . . ?
P1 C23 C28 C27 178.4(4) . . . . ?
C26 C27 C28 C23 -0.8(8) . . . . ?
C22 P1 C29 C34 -164.9(3) . . . . ?
C23 P1 C29 C34 80.3(3) . . . . ?
Pd1 P1 C29 C34 -50.5(3) . . . . ?
C22 P1 C29 C30 15.1(4) . . . . ?
C23 P1 C29 C30 -99.7(3) . . . . ?
Pd1 P1 C29 C30 129.5(3) . . . . ?
C34 C29 C30 C31 -2.0(6) . . . . ?
P1 C29 C30 C31 178.0(4) . . . . ?
C29 C30 C31 C32 -0.4(7) . . . . ?
C30 C31 C32 C33 2.3(7) . . . . ?
C31 C32 C33 C34 -1.7(7) . . . . ?
C30 C29 C34 C33 2.6(6) . . . . ?
P1 C29 C34 C33 -177.4(3) . . . . ?
C32 C33 C34 C29 -0.8(7) . . . . ?
C2 C1 N1 C17 27.2(5) . . . . ?
C6 C1 N1 C17 -154.7(3) . . . . ?
C2 C1 N1 Pd1 -141.6(3) . . . . ?
C6 C1 N1 Pd1 36.5(4) . . . . ?
C18 C17 N1 C1 33.0(5) . . . . ?
C22 C17 N1 C1 -151.8(3) . . . . ?
C18 C17 N1 Pd1 -157.8(3) . . . . ?
C22 C17 N1 Pd1 17.4(4) . . . . ?
N2 Pd1 N1 C1 -36.4(3) . . . . ?
P1 Pd1 N1 C1 149.4(3) . . . . ?
Cl1 Pd1 N1 C1 115(2) . . . . ?
N2 Pd1 N1 C17 154.6(2) . . . . ?
P1 Pd1 N1 C17 -19.6(2) . . . . ?
Cl1 Pd1 N1 C17 -54(3) . . . . ?
O1 C7 N2 C9 -9.6(4) . . . . ?
C6 C7 N2 C9 172.3(3) . . . . ?
O1 C7 N2 Pd1 -174.5(2) . . . . ?
C6 C7 N2 Pd1 7.3(5) . . . . ?
C8 C9 N2 C7 19.7(4) . . . . ?
C10 C9 N2 C7 -101.8(4) . . . . ?
C8 C9 N2 Pd1 -175.5(2) . . . . ?
C10 C9 N2 Pd1 62.9(4) . . . . ?
N1 Pd1 N2 C7 16.0(3) . . . . ?
P1 Pd1 N2 C7 60.7(8) . . . . ?
Cl1 Pd1 N2 C7 -163.1(3) . . . . ?
N1 Pd1 N2 C9 -146.5(3) . . . . ?
P1 Pd1 N2 C9 -101.8(6) . . . . ?
Cl1 Pd1 N2 C9 34.4(3) . . . . ?
N2 C7 O1 C8 -6.1(4) . . . . ?
C6 C7 O1 C8 172.3(3) . . . . ?
C9 C8 O1 C7 18.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.051
