# Electronic Supplementary Material (ESI) for Chemical Science.
# 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/. 
# 
# Audit and citation data items have may 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 1025170'
_audit_update_record             
;
2014-09-19 deposited with the CCDC.
2014-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H32 N4 Pd'
_chemical_formula_weight         410.87

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.5147(10)
_cell_length_b                   8.7236(9)
_cell_length_c                   12.2763(13)
_cell_angle_alpha                90
_cell_angle_beta                 96.210(2)
_cell_angle_gamma                90
_cell_volume                     1012.98(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    8460
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      26.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             428
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.921
_shelx_estimated_absorpt_T_min   0.905
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SadAbs-2008/1 (Bruker, 2008)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      168(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18723
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.153
_diffrn_reflns_theta_max         26.150
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2018
_reflns_number_gt                1775
_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       'Smart-NT v. 5.63'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in ShelxTL-97'
_computing_publication_material  'XP in ShelxTL-97'

_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)+(0.0349P)²+0.4323P]
 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_number_reflns         2018
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0598
_refine_ls_wR_factor_gt          0.0569
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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_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
Pd Pd 0.5000 0.0000 1.0000 0.01983(9) Uani 1 2 d S . P . .
C2 C 0.7379(2) 0.2637(2) 1.24625(17) 0.0288(4) Uani 1 1 d . . . . .
H2 H 0.8238 0.3060 1.2800 0.035 Uiso 1 1 calc R U . . .
N2 N 0.72061(16) 0.18071(19) 1.14981(13) 0.0239(3) Uani 1 1 d . . . . .
C3 C 0.6106(2) 0.2731(2) 1.28310(17) 0.0269(4) Uani 1 1 d . . . . .
H3 H 0.5885 0.3235 1.3477 0.032 Uiso 1 1 calc R U . . .
C4 C 0.3642(2) 0.1893(2) 1.21125(16) 0.0266(4) Uani 1 1 d . . . . .
H4 H 0.3265 0.1010 1.1651 0.032 Uiso 1 1 calc R U . . .
C5 C 0.2988(2) 0.3356(3) 1.16093(19) 0.0372(5) Uani 1 1 d . . . . .
H5A H 0.3241 0.3468 1.0861 0.056 Uiso 1 1 calc R U . . .
H5B H 0.3344 0.4239 1.2049 0.056 Uiso 1 1 calc R U . . .
H5C H 0.1957 0.3302 1.1594 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3283(2) 0.1626(3) 1.32744(18) 0.0387(5) Uani 1 1 d . . . . .
H6A H 0.2258 0.1508 1.3268 0.058 Uiso 1 1 calc R U . . .
H6B H 0.3603 0.2503 1.3734 0.058 Uiso 1 1 calc R U . . .
H6C H 0.3756 0.0694 1.3570 0.058 Uiso 1 1 calc R U . . .
C7 C 0.8338(2) 0.1485(2) 1.08095(17) 0.0285(4) Uani 1 1 d . . . . .
H7 H 0.7928 0.0858 1.0171 0.034 Uiso 1 1 calc R U . . .
C9 C 0.9499(2) 0.0544(3) 1.1446(2) 0.0408(5) Uani 1 1 d . . . . .
H9A H 0.9108 -0.0436 1.1660 0.061 Uiso 1 1 calc R U . . .
H9B H 0.9877 0.1109 1.2103 0.061 Uiso 1 1 calc R U . . .
H9C H 1.0258 0.0355 1.0983 0.061 Uiso 1 1 calc R U . . .
C8 C 0.8892(2) 0.2971(3) 1.03690(19) 0.0403(5) Uani 1 1 d . . . . .
H8A H 0.9618 0.2739 0.9884 0.060 Uiso 1 1 calc R U . . .
H8B H 0.9303 0.3605 1.0981 0.060 Uiso 1 1 calc R U . . .
H8C H 0.8112 0.3527 0.9957 0.060 Uiso 1 1 calc R U . . .
C1 C 0.58365(19) 0.1355(2) 1.12420(15) 0.0213(4) Uani 1 1 d . . . . .
N1 N 0.51805(16) 0.19496(18) 1.20838(12) 0.0219(3) 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
Pd C1 2.0230(18) 3_657 ?
Pd C1 2.0231(18) . ?
C2 C3 1.341(3) . ?
C2 N2 1.382(2) . ?
C2 H2 0.9500 . ?
N2 C1 1.365(2) . ?
N2 C7 1.467(2) . ?
C3 N1 1.381(2) . ?
C3 H3 0.9500 . ?
C4 N1 1.468(2) . ?
C4 C6 1.520(3) . ?
C4 C5 1.521(3) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.520(3) . ?
C7 C9 1.522(3) . ?
C7 H7 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C1 N1 1.366(2) . ?

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 Pd C1 180.0 3_657 . ?
C3 C2 N2 107.03(17) . . ?
C3 C2 H2 126.5 . . ?
N2 C2 H2 126.5 . . ?
C1 N2 C2 111.78(16) . . ?
C1 N2 C7 123.66(16) . . ?
C2 N2 C7 124.54(16) . . ?
C2 C3 N1 106.27(17) . . ?
C2 C3 H3 126.9 . . ?
N1 C3 H3 126.9 . . ?
N1 C4 C6 110.71(16) . . ?
N1 C4 C5 109.13(17) . . ?
C6 C4 C5 112.70(18) . . ?
N1 C4 H4 108.1 . . ?
C6 C4 H4 108.1 . . ?
C5 C4 H4 108.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 110.23(18) . . ?
N2 C7 C9 110.18(17) . . ?
C8 C7 C9 112.47(19) . . ?
N2 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C9 C7 H7 107.9 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C1 N1 102.64(15) . . ?
N2 C1 Pd 129.07(14) . . ?
N1 C1 Pd 128.12(13) . . ?
C1 N1 C3 112.28(15) . . ?
C1 N1 C4 122.92(15) . . ?
C3 N1 C4 124.49(15) . . ?

_refine_diff_density_max         0.397
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.061

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 1025171'
_audit_update_record             
;
2014-09-19 deposited with the CCDC.
2014-12-03 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H50 Cl4 N6 Pd'
_chemical_formula_weight         718.94

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'
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                   9.5437(6)
_cell_length_b                   12.6519(8)
_cell_length_c                   14.7569(10)
_cell_angle_alpha                81.229(2)
_cell_angle_beta                 83.044(2)
_cell_angle_gamma                81.137(2)
_cell_volume                     1731.26(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5353
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.06

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.871
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'Sadabs 2012/1 (Bruker 2012)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16737
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.464
_diffrn_reflns_theta_max         26.113
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6825
_reflns_number_gt                5808
_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       'APEX2 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP in ShelxTL-97'
_computing_publication_material  'XP in ShelxTL-97'

_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)+(0.0302P)²+1.2271P] 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_number_reflns         6825
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0777
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.56503(2) 0.15255(2) 0.25771(2) 0.00922(7) Uani 1 1 d . . . . .
Cl1 Cl 0.43924(8) 0.01432(6) 0.33682(5) 0.01963(16) Uani 1 1 d . . . . .
N1 N 0.3331(2) 0.28672(18) 0.37008(15) 0.0124(5) Uani 1 1 d . . . . .
N2 N 0.3029(2) 0.32556(17) 0.22641(15) 0.0114(5) Uani 1 1 d . . . . .
N3 N 0.7030(2) 0.36023(17) 0.21333(15) 0.0107(5) Uani 1 1 d . . . . .
N4 N 0.7348(2) 0.27127(17) 0.09825(15) 0.0100(5) Uani 1 1 d . . . . .
N5 N 0.8683(2) 0.03616(18) 0.27236(16) 0.0148(5) Uani 1 1 d . . . . .
N6 N 0.7536(2) -0.05321(18) 0.20080(16) 0.0134(5) Uani 1 1 d . . . . .
C1 C 0.3890(3) 0.2617(2) 0.28541(19) 0.0126(6) Uani 1 1 d . . . . .
C2 C 0.1957(3) 0.3890(2) 0.27302(19) 0.0144(6) Uani 1 1 d . . . . .
H2 H 0.1231 0.4402 0.2466 0.017 Uiso 1 1 calc R U . . .
C3 C 0.2141(3) 0.3643(2) 0.3626(2) 0.0157(6) Uani 1 1 d . . . . .
H3 H 0.1563 0.3944 0.4120 0.019 Uiso 1 1 calc R U . . .
C4 C 0.3225(3) 0.3299(2) 0.12460(19) 0.0162(6) Uani 1 1 d . . . . .
H4 H 0.3909 0.2656 0.1088 0.019 Uiso 1 1 calc R U . . .
C5 C 0.3857(3) 0.4310(2) 0.0814(2) 0.0233(7) Uani 1 1 d . . . . .
H5A H 0.4777 0.4303 0.1048 0.035 Uiso 1 1 calc R U . . .
H5B H 0.3207 0.4949 0.0972 0.035 Uiso 1 1 calc R U . . .
H5C H 0.3995 0.4332 0.0143 0.035 Uiso 1 1 calc R U . . .
C6 C 0.1815(3) 0.3259(3) 0.0876(2) 0.0243(7) Uani 1 1 d . . . . .
H6A H 0.1148 0.3904 0.0997 0.036 Uiso 1 1 calc R U . . .
H6B H 0.1414 0.2613 0.1183 0.036 Uiso 1 1 calc R U . . .
H6C H 0.1975 0.3234 0.0211 0.036 Uiso 1 1 calc R U . . .
C7 C 0.3854(3) 0.2358(2) 0.45927(19) 0.0165(6) Uani 1 1 d . . . . .
H7 H 0.4773 0.1883 0.4458 0.020 Uiso 1 1 calc R U . . .
C8 C 0.4150(4) 0.3213(3) 0.5140(2) 0.0250(7) Uani 1 1 d . . . . .
H8A H 0.4592 0.2860 0.5695 0.037 Uiso 1 1 calc R U . . .
H8B H 0.3252 0.3656 0.5319 0.037 Uiso 1 1 calc R U . . .
H8C H 0.4795 0.3672 0.4760 0.037 Uiso 1 1 calc R U . . .
C9 C 0.2803(3) 0.1654(2) 0.5131(2) 0.0244(7) Uani 1 1 d . . . . .
H9A H 0.1909 0.2108 0.5299 0.037 Uiso 1 1 calc R U . . .
H9B H 0.3201 0.1271 0.5691 0.037 Uiso 1 1 calc R U . . .
H9C H 0.2619 0.1129 0.4750 0.037 Uiso 1 1 calc R U . . .
C11 C 0.6721(3) 0.2690(2) 0.18623(18) 0.0106(6) Uani 1 1 d . . . . .
C12 C 0.8042(3) 0.3615(2) 0.07175(19) 0.0137(6) Uani 1 1 d . . . . .
H12 H 0.8561 0.3801 0.0139 0.016 Uiso 1 1 calc R U . . .
C13 C 0.7836(3) 0.4171(2) 0.14394(19) 0.0148(6) Uani 1 1 d . . . . .
H13 H 0.8179 0.4830 0.1468 0.018 Uiso 1 1 calc R U . . .
C14 C 0.7377(3) 0.1881(2) 0.03780(19) 0.0135(6) Uani 1 1 d . . . . .
H14 H 0.6773 0.1329 0.0699 0.016 Uiso 1 1 calc R U . . .
C15 C 0.6773(3) 0.2377(2) -0.05267(19) 0.0186(6) Uani 1 1 d . . . . .
H15A H 0.5805 0.2747 -0.0397 0.028 Uiso 1 1 calc R U . . .
H15B H 0.6747 0.1806 -0.0902 0.028 Uiso 1 1 calc R U . . .
H15C H 0.7378 0.2897 -0.0862 0.028 Uiso 1 1 calc R U . . .
C16 C 0.8911(3) 0.1323(2) 0.0212(2) 0.0191(7) Uani 1 1 d . . . . .
H16A H 0.9255 0.0990 0.0803 0.029 Uiso 1 1 calc R U . . .
H16B H 0.9522 0.1858 -0.0087 0.029 Uiso 1 1 calc R U . . .
H16C H 0.8937 0.0766 -0.0186 0.029 Uiso 1 1 calc R U . . .
C17 C 0.6584(3) 0.3964(2) 0.30454(19) 0.0147(6) Uani 1 1 d . . . . .
H17 H 0.6156 0.3371 0.3462 0.018 Uiso 1 1 calc R U . . .
C18 C 0.7870(3) 0.4196(3) 0.3467(2) 0.0218(7) Uani 1 1 d . . . . .
H18A H 0.8605 0.3563 0.3480 0.033 Uiso 1 1 calc R U . . .
H18B H 0.7577 0.4357 0.4097 0.033 Uiso 1 1 calc R U . . .
H18C H 0.8253 0.4817 0.3095 0.033 Uiso 1 1 calc R U . . .
C19 C 0.5456(3) 0.4954(2) 0.2948(2) 0.0210(7) Uani 1 1 d . . . . .
H19A H 0.5129 0.5170 0.3557 0.032 Uiso 1 1 calc R U . . .
H19B H 0.4647 0.4781 0.2674 0.032 Uiso 1 1 calc R U . . .
H19C H 0.5863 0.5547 0.2550 0.032 Uiso 1 1 calc R U . . .
C21 C 0.7411(3) 0.0388(2) 0.23997(18) 0.0124(6) Uani 1 1 d . . . . .
C22 C 0.9589(3) -0.0568(2) 0.2544(2) 0.0204(7) Uani 1 1 d . . . . .
H22 H 1.0535 -0.0772 0.2708 0.024 Uiso 1 1 calc R U . . .
C23 C 0.8871(3) -0.1124(2) 0.2094(2) 0.0192(7) Uani 1 1 d . . . . .
H23 H 0.9214 -0.1795 0.1876 0.023 Uiso 1 1 calc R U . . .
C24 C 0.9035(3) 0.1176(2) 0.3250(2) 0.0184(7) Uani 1 1 d . . . . .
H24 H 0.8571 0.1899 0.2979 0.022 Uiso 1 1 calc R U . . .
C25 C 1.0623(4) 0.1206(3) 0.3160(3) 0.0391(9) Uani 1 1 d . . . . .
H25A H 1.1100 0.0527 0.3466 0.059 Uiso 1 1 calc R U . . .
H25B H 1.0816 0.1809 0.3450 0.059 Uiso 1 1 calc R U . . .
H25C H 1.0984 0.1303 0.2506 0.059 Uiso 1 1 calc R U . . .
C26 C 0.8431(4) 0.0975(3) 0.4246(2) 0.0455(10) Uani 1 1 d . . . . .
H26A H 0.8545 0.1580 0.4561 0.068 Uiso 1 1 calc R U . . .
H26B H 0.8940 0.0306 0.4548 0.068 Uiso 1 1 calc R U . . .
H26C H 0.7416 0.0908 0.4276 0.068 Uiso 1 1 calc R U . . .
C27 C 0.6407(3) -0.0917(2) 0.15842(19) 0.0150(6) Uani 1 1 d . . . . .
H27 H 0.5518 -0.0387 0.1640 0.018 Uiso 1 1 calc R U . . .
C28 C 0.6841(3) -0.1001(2) 0.0563(2) 0.0218(7) Uani 1 1 d . . . . .
H28A H 0.7704 -0.1525 0.0498 0.033 Uiso 1 1 calc R U . . .
H28B H 0.7027 -0.0293 0.0239 0.033 Uiso 1 1 calc R U . . .
H28C H 0.6068 -0.1238 0.0298 0.033 Uiso 1 1 calc R U . . .
C29 C 0.6108(3) -0.2002(2) 0.2113(2) 0.0215(7) Uani 1 1 d . . . . .
H29A H 0.5851 -0.1930 0.2766 0.032 Uiso 1 1 calc R U . . .
H29B H 0.6962 -0.2536 0.2048 0.032 Uiso 1 1 calc R U . . .
H29C H 0.5320 -0.2240 0.1865 0.032 Uiso 1 1 calc R U . . .
Cl3 Cl 0.05751(12) 0.62237(9) 0.42715(7) 0.0525(3) Uani 1 1 d . . . . .
Cl4 Cl 0.26203(10) 0.76759(8) 0.34301(7) 0.0435(2) Uani 1 1 d . . . . .
C30 C 0.1666(4) 0.6654(3) 0.3276(2) 0.0353(9) Uani 1 1 d . . . . .
H30A H 0.2346 0.6029 0.3097 0.042 Uiso 1 1 calc R U . . .
H30B H 0.1064 0.6920 0.2765 0.042 Uiso 1 1 calc R U . . .
Cl2 Cl 0.98966(7) 0.62218(5) 0.14954(5) 0.01548(15) 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 C11 2.014(3) . ?
Pd1 C1 2.046(3) . ?
Pd1 C21 2.056(3) . ?
Pd1 Cl1 2.3553(7) . ?
N1 C1 1.361(4) . ?
N1 C3 1.385(3) . ?
N1 C7 1.483(3) . ?
N2 C1 1.357(3) . ?
N2 C2 1.382(4) . ?
N2 C4 1.485(3) . ?
N3 C11 1.361(3) . ?
N3 C13 1.383(4) . ?
N3 C17 1.480(3) . ?
N4 C11 1.360(3) . ?
N4 C12 1.389(3) . ?
N4 C14 1.475(3) . ?
N5 C21 1.352(3) . ?
N5 C22 1.388(4) . ?
N5 C24 1.480(3) . ?
N6 C21 1.360(3) . ?
N6 C23 1.384(4) . ?
N6 C27 1.485(3) . ?
C2 C3 1.338(4) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.517(4) . ?
C4 C6 1.523(4) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C9 1.515(4) . ?
C7 C8 1.522(4) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C12 C13 1.343(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.526(4) . ?
C14 C16 1.532(4) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.521(4) . ?
C17 C18 1.527(4) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C22 C23 1.345(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C26 1.512(5) . ?
C24 C25 1.512(4) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C29 1.522(4) . ?
C27 C28 1.529(4) . ?
C27 H27 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
Cl3 C30 1.760(4) . ?
Cl4 C30 1.747(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
C11 Pd1 C1 91.98(11) . . ?
C11 Pd1 C21 90.65(10) . . ?
C1 Pd1 C21 175.82(11) . . ?
C11 Pd1 Cl1 178.16(8) . . ?
C1 Pd1 Cl1 88.62(8) . . ?
C21 Pd1 Cl1 88.85(8) . . ?
C1 N1 C3 110.5(2) . . ?
C1 N1 C7 125.8(2) . . ?
C3 N1 C7 123.6(2) . . ?
C1 N2 C2 111.3(2) . . ?
C1 N2 C4 124.9(2) . . ?
C2 N2 C4 123.8(2) . . ?
C11 N3 C13 111.2(2) . . ?
C11 N3 C17 125.8(2) . . ?
C13 N3 C17 123.0(2) . . ?
C11 N4 C12 111.2(2) . . ?
C11 N4 C14 126.2(2) . . ?
C12 N4 C14 122.5(2) . . ?
C21 N5 C22 110.8(2) . . ?
C21 N5 C24 124.8(2) . . ?
C22 N5 C24 124.4(2) . . ?
C21 N6 C23 110.7(2) . . ?
C21 N6 C27 126.6(2) . . ?
C23 N6 C27 122.6(2) . . ?
N2 C1 N1 104.3(2) . . ?
N2 C1 Pd1 129.3(2) . . ?
N1 C1 Pd1 126.37(19) . . ?
C3 C2 N2 106.7(2) . . ?
C3 C2 H2 126.7 . . ?
N2 C2 H2 126.7 . . ?
C2 C3 N1 107.3(2) . . ?
C2 C3 H3 126.3 . . ?
N1 C3 H3 126.3 . . ?
N2 C4 C5 109.7(2) . . ?
N2 C4 C6 110.5(2) . . ?
C5 C4 C6 111.2(2) . . ?
N2 C4 H4 108.4 . . ?
C5 C4 H4 108.4 . . ?
C6 C4 H4 108.4 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C9 110.3(2) . . ?
N1 C7 C8 110.6(2) . . ?
C9 C7 C8 111.9(2) . . ?
N1 C7 H7 108.0 . . ?
C9 C7 H7 108.0 . . ?
C8 C7 H7 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C11 N3 104.0(2) . . ?
N4 C11 Pd1 126.49(19) . . ?
N3 C11 Pd1 129.5(2) . . ?
C13 C12 N4 106.6(2) . . ?
C13 C12 H12 126.7 . . ?
N4 C12 H12 126.7 . . ?
C12 C13 N3 107.0(2) . . ?
C12 C13 H13 126.5 . . ?
N3 C13 H13 126.5 . . ?
N4 C14 C15 110.7(2) . . ?
N4 C14 C16 109.0(2) . . ?
C15 C14 C16 111.5(2) . . ?
N4 C14 H14 108.5 . . ?
C15 C14 H14 108.5 . . ?
C16 C14 H14 108.5 . . ?
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 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C19 109.7(2) . . ?
N3 C17 C18 110.4(2) . . ?
C19 C17 C18 111.4(2) . . ?
N3 C17 H17 108.4 . . ?
C19 C17 H17 108.4 . . ?
C18 C17 H17 108.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N5 C21 N6 104.9(2) . . ?
N5 C21 Pd1 126.2(2) . . ?
N6 C21 Pd1 128.8(2) . . ?
C23 C22 N5 106.8(3) . . ?
C23 C22 H22 126.6 . . ?
N5 C22 H22 126.6 . . ?
C22 C23 N6 106.9(3) . . ?
C22 C23 H23 126.6 . . ?
N6 C23 H23 126.6 . . ?
N5 C24 C26 110.6(2) . . ?
N5 C24 C25 111.2(3) . . ?
C26 C24 C25 111.8(3) . . ?
N5 C24 H24 107.7 . . ?
C26 C24 H24 107.7 . . ?
C25 C24 H24 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C27 C29 108.8(2) . . ?
N6 C27 C28 111.2(2) . . ?
C29 C27 C28 111.1(2) . . ?
N6 C27 H27 108.5 . . ?
C29 C27 H27 108.5 . . ?
C28 C27 H27 108.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl4 C30 Cl3 112.96(19) . . ?
Cl4 C30 H30A 109.0 . . ?
Cl3 C30 H30A 109.0 . . ?
Cl4 C30 H30B 109.0 . . ?
Cl3 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?

_refine_diff_density_max         0.540
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.090

_shelxl_version_number           2014-2

