# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_dd10-06
_database_code_depnum_ccdc_archive 'CCDC 1496465'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H13 Cl N2 Pd, C H2 Cl2'
_chemical_formula_sum            'C14 H15 Cl3 N2 Pd'
_chemical_formula_weight         424.03
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -1.0140 0.9845 '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/n'
_space_group_name_Hall           '-P 2yn'
_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a                   11.948(2)
_cell_length_b                   7.674(2)
_cell_length_c                   17.388(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.537(4)
_cell_angle_gamma                90
_cell_volume                     1583.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22819
_cell_measurement_theta_min      1.938
_cell_measurement_theta_max      29.951
_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.578
_shelx_estimated_absorpt_T_min   0.798
_shelx_estimated_absorpt_T_max   0.798
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.743
_exptl_absorpt_correction_T_max  1.250
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28341
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.938
_diffrn_reflns_theta_max         29.951
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4766
_reflns_number_gt                4762
_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       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_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)+(0.0553P)²+1.6834P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.087(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4766
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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

C1 C 0.46424(18) 0.0189(3) 0.37275(11) 0.0243(4) Uani 1 1 d . . . . .
H1A H 0.3980 -0.0248 0.3400 0.036 Uiso 1 1 calc R U . . .
H1B H 0.4996 -0.0769 0.4039 0.036 Uiso 1 1 calc R U . . .
H1C H 0.4412 0.1102 0.4071 0.036 Uiso 1 1 calc R U . . .
C2 C 0.67997(17) 0.1793(3) 0.47219(11) 0.0217(3) Uani 1 1 d . . . . .
H2 H 0.6117 0.1349 0.4875 0.026 Uiso 1 1 calc R U . . .
C3 C 0.76418(19) 0.2334(3) 0.52915(11) 0.0245(4) Uani 1 1 d . . . . .
H3 H 0.7529 0.2257 0.5823 0.029 Uiso 1 1 calc R U . . .
C4 C 0.86404(18) 0.2982(3) 0.50814(11) 0.0237(4) Uani 1 1 d . . . . .
H4 H 0.9221 0.3367 0.5462 0.028 Uiso 1 1 calc R U . . .
C5 C 0.87765(16) 0.3057(3) 0.42965(11) 0.0200(3) Uani 1 1 d . . . . .
H5 H 0.9456 0.3488 0.4133 0.024 Uiso 1 1 calc R U . . .
C6 C 0.79064(15) 0.2493(2) 0.37575(10) 0.0162(3) Uani 1 1 d . . . . .
C7 C 0.79947(15) 0.2588(2) 0.29292(10) 0.0165(3) Uani 1 1 d . . . . .
H7 H 0.8680 0.2939 0.2746 0.020 Uiso 1 1 calc R U . . .
C8 C 0.72411(15) 0.2265(2) 0.16435(10) 0.0158(3) Uani 1 1 d . . . . .
C9 C 0.81739(16) 0.1529(3) 0.13501(11) 0.0190(3) Uani 1 1 d . . . . .
H9 H 0.8749 0.0977 0.1687 0.023 Uiso 1 1 calc R U . . .
C10 C 0.82510(17) 0.1616(3) 0.05562(11) 0.0223(3) Uani 1 1 d . . . . .
H10 H 0.8879 0.1110 0.0351 0.027 Uiso 1 1 calc R U . . .
C11 C 0.74202(18) 0.2433(3) 0.00648(11) 0.0230(4) Uani 1 1 d . . . . .
H11 H 0.7482 0.2493 -0.0475 0.028 Uiso 1 1 calc R U . . .
C12 C 0.64928(17) 0.3168(3) 0.03622(11) 0.0217(3) Uani 1 1 d . . . . .
H12 H 0.5927 0.3741 0.0026 0.026 Uiso 1 1 calc R U . . .
C13 C 0.63927(15) 0.3066(2) 0.11515(10) 0.0181(3) Uani 1 1 d . . . . .
H13 H 0.5751 0.3539 0.1352 0.022 Uiso 1 1 calc R U . . .
C14 C 0.33240(18) 0.4385(3) 0.26665(14) 0.0271(4) Uani 1 1 d . . . . .
H14A H 0.2493 0.4442 0.2642 0.032 Uiso 1 1 calc R U . . .
H14B H 0.3536 0.3172 0.2554 0.032 Uiso 1 1 calc R U . . .
Cl1 Cl 0.45253(4) 0.04983(6) 0.19779(2) 0.01935(10) Uani 1 1 d . . . . .
Cl2 Cl 0.39322(6) 0.49687(9) 0.36063(4) 0.03778(14) Uani 1 1 d . . . . .
Cl3 Cl 0.37879(6) 0.58024(10) 0.19638(4) 0.04081(15) Uani 1 1 d . . . . .
N1 N 0.69163(13) 0.1874(2) 0.39659(9) 0.0166(3) Uani 1 1 d . . . . .
N2 N 0.71341(12) 0.21900(19) 0.24497(8) 0.0148(3) Uani 1 1 d . . . . .
Pd1 Pd 0.57672(2) 0.11915(2) 0.30453(2) 0.01406(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

C1 Pd1 2.0417(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.339(2) . ?
C2 C3 1.392(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.362(2) . ?
C6 C7 1.458(2) . ?
C7 N2 1.285(2) . ?
C7 H7 0.9500 . ?
C8 C13 1.393(2) . ?
C8 C9 1.397(3) . ?
C8 N2 1.423(2) . ?
C9 C10 1.395(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.384(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 Cl2 1.769(3) . ?
C14 Cl3 1.771(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
Cl1 Pd1 2.3027(5) . ?
N1 Pd1 2.0545(16) . ?
N2 Pd1 2.1707(15) . ?
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

Pd1 C1 H1A 109.5 . . ?
Pd1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pd1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 122.47(19) . . ?
N1 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C4 C3 C2 119.73(18) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 118.36(18) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 119.11(18) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C6 C5 122.42(16) . . ?
N1 C6 C7 116.30(15) . . ?
C5 C6 C7 121.26(17) . . ?
N2 C7 C6 119.13(16) . . ?
N2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C13 C8 C9 120.62(16) . . ?
C13 C8 N2 118.83(16) . . ?
C9 C8 N2 120.55(16) . . ?
C10 C9 C8 119.17(18) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C11 C10 C9 120.59(18) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 119.91(17) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.24(18) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C8 C13 C12 119.46(17) . . ?
C8 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
Cl2 C14 Cl3 110.72(12) . . ?
Cl2 C14 H14A 109.5 . . ?
Cl3 C14 H14A 109.5 . . ?
Cl2 C14 H14B 109.5 . . ?
Cl3 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C2 N1 C6 117.91(16) . . ?
C2 N1 Pd1 128.18(13) . . ?
C6 N1 Pd1 113.91(12) . . ?
C7 N2 C8 118.33(15) . . ?
C7 N2 Pd1 111.36(12) . . ?
C8 N2 Pd1 129.87(11) . . ?
C1 Pd1 N1 93.96(8) . . ?
C1 Pd1 N2 172.31(7) . . ?
N1 Pd1 N2 79.02(6) . . ?
C1 Pd1 Cl1 88.56(6) . . ?
N1 Pd1 Cl1 177.43(4) . . ?
N2 Pd1 Cl1 98.50(4) . . ?
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 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 N1 0.3(3) . . . . ?
C4 C5 C6 C7 178.35(17) . . . . ?
N1 C6 C7 N2 4.0(2) . . . . ?
C5 C6 C7 N2 -174.17(17) . . . . ?
C13 C8 C9 C10 0.4(3) . . . . ?
N2 C8 C9 C10 179.65(17) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C10 C11 C12 C13 -0.7(3) . . . . ?
C9 C8 C13 C12 -1.6(3) . . . . ?
N2 C8 C13 C12 179.21(16) . . . . ?
C11 C12 C13 C8 1.7(3) . . . . ?
C3 C2 N1 C6 0.8(3) . . . . ?
C3 C2 N1 Pd1 -178.62(15) . . . . ?
C5 C6 N1 C2 -1.0(3) . . . . ?
C7 C6 N1 C2 -179.06(16) . . . . ?
C5 C6 N1 Pd1 178.54(14) . . . . ?
C7 C6 N1 Pd1 0.43(19) . . . . ?
C6 C7 N2 C8 -179.08(15) . . . . ?
C6 C7 N2 Pd1 -5.9(2) . . . . ?
C13 C8 N2 C7 -134.21(18) . . . . ?
C9 C8 N2 C7 46.6(2) . . . . ?
C13 C8 N2 Pd1 54.1(2) . . . . ?
C9 C8 N2 Pd1 -125.18(16) . . . . ?
_refine_diff_density_max         0.791
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.189
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane/CH2Cl2'
####################################################################### 
# 
# 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_dd8-05
_database_code_depnum_ccdc_archive 'CCDC 1496466'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C15 H17 Cl N2 Pd), C H2 Cl2'
_chemical_formula_sum            'C31 H36 Cl4 N4 Pd2'
_chemical_formula_weight         819.24
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

Pd Pd -1.0140 0.9845 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'
_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+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
_cell_length_a                   11.000(9)
_cell_length_b                   7.808(3)
_cell_length_c                   19.367(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.43(2)
_cell_angle_gamma                90
_cell_volume                     1610.9(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7966
_cell_measurement_theta_min      1.883
_cell_measurement_theta_max      29.986
_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             820
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.397
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.803
_exptl_absorpt_correction_T_max  1.159
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            68618
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.883
_diffrn_reflns_theta_max         29.986
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4798
_reflns_number_gt                4764
_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       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_refine_special_details          
;
A CH2Cl2 solvent is located along a 2-fold axis, with Cl and H atoms
being equivalent by symmetry.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+1.4632P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0108(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4798
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0579
_refine_ls_wR_factor_gt          0.0578
_refine_ls_goodness_of_fit_ref   1.215
_refine_ls_restrained_S_all      1.215
_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

C1 C 0.26887(15) 0.2741(2) 0.43709(8) 0.0167(3) Uani 1 1 d . . . . .
H1A H 0.2930 0.1532 0.4430 0.025 Uiso 1 1 calc R U . . .
H1B H 0.3184 0.3402 0.4774 0.025 Uiso 1 1 calc R U . . .
H1C H 0.1794 0.2857 0.4354 0.025 Uiso 1 1 calc R U . . .
C2 C 0.36435(14) 0.4228(2) 0.19518(8) 0.0150(3) Uani 1 1 d . . . . .
H2 H 0.3805 0.3035 0.1940 0.018 Uiso 1 1 calc R U . . .
C3 C 0.38111(15) 0.5259(2) 0.13936(8) 0.0175(3) Uani 1 1 d . . . . .
H3 H 0.4062 0.4768 0.1002 0.021 Uiso 1 1 calc R U . . .
C4 C 0.36077(16) 0.7007(2) 0.14169(8) 0.0188(3) Uani 1 1 d . . . . .
H4 H 0.3737 0.7732 0.1048 0.023 Uiso 1 1 calc R U . . .
C5 C 0.32104(16) 0.7690(2) 0.19907(8) 0.0172(3) Uani 1 1 d . . . . .
H5 H 0.3063 0.8883 0.2021 0.021 Uiso 1 1 calc R U . . .
C6 C 0.30369(14) 0.65724(19) 0.25157(8) 0.0129(2) Uani 1 1 d . . . . .
C7 C 0.25483(14) 0.71457(19) 0.31148(7) 0.0132(2) Uani 1 1 d . . . . .
H7 H 0.2349 0.8318 0.3160 0.016 Uiso 1 1 calc R U . . .
C8 C 0.18792(14) 0.66596(18) 0.41499(7) 0.0122(2) Uani 1 1 d . . . . .
C9 C 0.06191(15) 0.63107(19) 0.41152(8) 0.0148(3) Uani 1 1 d . . . . .
C10 C 0.01104(17) 0.6973(2) 0.46494(9) 0.0204(3) Uani 1 1 d . . . . .
H10 H -0.0748 0.6773 0.4634 0.024 Uiso 1 1 calc R U . . .
C11 C 0.08475(19) 0.7922(2) 0.52046(9) 0.0240(3) Uani 1 1 d . . . . .
H11 H 0.0486 0.8390 0.5560 0.029 Uiso 1 1 calc R U . . .
C12 C 0.21075(18) 0.8189(2) 0.52420(8) 0.0215(3) Uani 1 1 d . . . . .
H12 H 0.2607 0.8810 0.5632 0.026 Uiso 1 1 calc R U . . .
C13 C 0.26566(15) 0.75582(19) 0.47147(8) 0.0153(3) Uani 1 1 d . . . . .
C14 C -0.01675(15) 0.5280(2) 0.35144(9) 0.0202(3) Uani 1 1 d . . . . .
H14A H 0.0346 0.4924 0.3192 0.030 Uiso 1 1 calc R U . . .
H14B H -0.0490 0.4264 0.3707 0.030 Uiso 1 1 calc R U . . .
H14C H -0.0872 0.5978 0.3251 0.030 Uiso 1 1 calc R U . . .
C15 C 0.40286(16) 0.7812(2) 0.47630(9) 0.0202(3) Uani 1 1 d . . . . .
H15A H 0.4411 0.8468 0.5194 0.030 Uiso 1 1 calc R U . . .
H15B H 0.4442 0.6694 0.4785 0.030 Uiso 1 1 calc R U . . .
H15C H 0.4129 0.8438 0.4342 0.030 Uiso 1 1 calc R U . . .
Cl1 Cl 0.39076(4) 0.10815(5) 0.32584(2) 0.01870(8) Uani 1 1 d . . . . .
N1 N 0.32631(11) 0.48705(16) 0.25027(6) 0.0124(2) Uani 1 1 d . . . . .
N2 N 0.23922(12) 0.60411(16) 0.35795(6) 0.0114(2) Uani 1 1 d . . . . .
Pd1 Pd 0.30139(2) 0.36373(2) 0.34503(2) 0.01036(5) Uani 1 1 d . . . . .
Cl2 Cl -0.01554(5) -0.00423(6) 0.32217(2) 0.02716(10) Uani 1 1 d . . . . .
C16 C 0.0000 0.1250(3) 0.2500 0.0205(4) Uani 1 2 d S T P . .
H16A H -0.0747 0.1995 0.2347 0.025 Uiso 0.5 1 calc R U P . .
H16B H 0.0748 0.1994 0.2653 0.025 Uiso 0.5 1 calc R U P . .
_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

C1 Pd1 2.0284(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.3369(19) . ?
C2 C3 1.396(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.3533(19) . ?
C6 C7 1.465(2) . ?
C7 N2 1.2885(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.398(2) . ?
C8 C13 1.398(2) . ?
C8 N2 1.4431(18) . ?
C9 C10 1.392(2) . ?
C9 C14 1.500(2) . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.399(2) . ?
C12 H12 0.9500 . ?
C13 C15 1.502(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
Cl1 Pd1 2.2954(8) . ?
N1 Pd1 2.1496(13) . ?
N2 Pd1 2.0342(14) . ?
Cl2 C16 1.7666(14) . ?
C16 Cl2 1.7666(14) 2 ?
C16 H16A 0.9900 . ?
C16 H16B 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

Pd1 C1 H1A 109.5 . . ?
Pd1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pd1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 121.97(15) . . ?
N1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C4 C3 C2 119.28(14) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 119.13(14) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 118.03(15) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
N1 C6 C5 122.95(14) . . ?
N1 C6 C7 114.85(13) . . ?
C5 C6 C7 122.17(14) . . ?
N2 C7 C6 119.19(13) . . ?
N2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C9 C8 C13 122.78(14) . . ?
C9 C8 N2 118.05(13) . . ?
C13 C8 N2 119.17(14) . . ?
C10 C9 C8 117.99(15) . . ?
C10 C9 C14 120.98(16) . . ?
C8 C9 C14 121.03(14) . . ?
C11 C10 C9 120.55(17) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 120.27(15) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 121.15(16) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C12 117.17(16) . . ?
C8 C13 C15 121.62(14) . . ?
C12 C13 C15 121.20(15) . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 N1 C6 118.60(13) . . ?
C2 N1 Pd1 130.18(11) . . ?
C6 N1 Pd1 111.15(10) . . ?
C7 N2 C8 117.14(13) . . ?
C7 N2 Pd1 115.11(10) . . ?
C8 N2 Pd1 127.62(10) . . ?
C1 Pd1 N2 94.11(6) . . ?
C1 Pd1 N1 173.15(6) . . ?
N2 Pd1 N1 79.05(5) . . ?
C1 Pd1 Cl1 91.09(5) . . ?
N2 Pd1 Cl1 173.07(4) . . ?
N1 Pd1 Cl1 95.76(4) . . ?
Cl2 C16 Cl2 110.31(12) 2 . ?
Cl2 C16 H16A 109.6 2 . ?
Cl2 C16 H16A 109.6 . . ?
Cl2 C16 H16B 109.6 2 . ?
Cl2 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag

N1 C2 C3 C4 1.6(2) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C4 C5 C6 N1 1.6(2) . . . . ?
C4 C5 C6 C7 -176.13(14) . . . . ?
N1 C6 C7 N2 1.2(2) . . . . ?
C5 C6 C7 N2 179.04(15) . . . . ?
C13 C8 C9 C10 3.6(2) . . . . ?
N2 C8 C9 C10 -177.22(13) . . . . ?
C13 C8 C9 C14 -177.46(14) . . . . ?
N2 C8 C9 C14 1.8(2) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C14 C9 C10 C11 179.83(15) . . . . ?
C9 C10 C11 C12 -1.5(3) . . . . ?
C10 C11 C12 C13 1.9(3) . . . . ?
C9 C8 C13 C12 -3.1(2) . . . . ?
N2 C8 C13 C12 177.67(13) . . . . ?
C9 C8 C13 C15 175.79(14) . . . . ?
N2 C8 C13 C15 -3.4(2) . . . . ?
C11 C12 C13 C8 0.3(2) . . . . ?
C11 C12 C13 C15 -178.59(16) . . . . ?
C3 C2 N1 C6 -0.1(2) . . . . ?
C3 C2 N1 Pd1 -176.64(11) . . . . ?
C5 C6 N1 C2 -1.6(2) . . . . ?
C7 C6 N1 C2 176.30(13) . . . . ?
C5 C6 N1 Pd1 175.64(12) . . . . ?
C7 C6 N1 Pd1 -6.51(16) . . . . ?
C6 C7 N2 C8 -178.49(13) . . . . ?
C6 C7 N2 Pd1 5.32(18) . . . . ?
C9 C8 N2 C7 103.66(16) . . . . ?
C13 C8 N2 C7 -77.08(18) . . . . ?
C9 C8 N2 Pd1 -80.69(16) . . . . ?
C13 C8 N2 Pd1 98.56(15) . . . . ?
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.786
_refine_diff_density_rms         0.085
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane/CH2Cl2'
####################################################################### 
# 
# 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_dd15-05
_database_code_depnum_ccdc_archive 'CCDC 1496468'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H15 Cl N2 Pd'
_chemical_formula_sum            'C14 H15 Cl N2 Pd'
_chemical_formula_weight         353.13
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -1.0140 0.9845 '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/n'
_space_group_name_Hall           '-P 2yn'
_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a                   9.7430(18)
_cell_length_b                   18.4540(10)
_cell_length_c                   15.5010(15)
_cell_angle_alpha                90
_cell_angle_beta                 100.638(13)
_cell_angle_gamma                90
_cell_volume                     2739.1(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    41936
_cell_measurement_theta_min      1.707
_cell_measurement_theta_max      29.981
_exptl_crystal_description       rod
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.451
_shelx_estimated_absorpt_T_min   0.812
_shelx_estimated_absorpt_T_max   0.812
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_T_max  1.093
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99089
_diffrn_reflns_av_unetI/netI     0.0086
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.707
_diffrn_reflns_theta_max         29.981
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             8290
_reflns_number_gt                8289
_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       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    
'Sir2014 (Burla, 2015), SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_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)+(0.0323P)²+3.6953P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0416(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8290
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0703
_refine_ls_wR_factor_gt          0.0703
_refine_ls_goodness_of_fit_ref   1.190
_refine_ls_restrained_S_all      1.190
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.69660(2) 0.23079(2) 0.85724(2) 0.01153(5) Uani 1 1 d . . . . .
Cl11 Cl 0.49791(5) 0.28535(3) 0.78361(3) 0.02015(9) Uani 1 1 d . . . . .
N11 N 0.63302(16) 0.22560(8) 0.98102(10) 0.0127(3) Uani 1 1 d . . . . .
N12 N 0.86305(15) 0.17983(8) 0.93168(10) 0.0127(3) Uani 1 1 d . . . . .
C11 C 0.7730(2) 0.22480(12) 0.74480(13) 0.0207(4) Uani 1 1 d . . . . .
H11A H 0.7068 0.2472 0.6970 0.031 Uiso 1 1 calc R U . . .
H11B H 0.8626 0.2504 0.7523 0.031 Uiso 1 1 calc R U . . .
H11C H 0.7867 0.1739 0.7306 0.031 Uiso 1 1 calc R U . . .
C12 C 0.51672(18) 0.25177(10) 1.00321(12) 0.0154(3) Uani 1 1 d . . . . .
H12 H 0.4528 0.2779 0.9608 0.018 Uiso 1 1 calc R U . . .
C13 C 0.48623(19) 0.24191(11) 1.08678(12) 0.0175(3) Uani 1 1 d . . . . .
H13 H 0.4027 0.2610 1.1011 0.021 Uiso 1 1 calc R U . . .
C14 C 0.5791(2) 0.20396(11) 1.14846(12) 0.0181(3) Uani 1 1 d . . . . .
H14 H 0.5602 0.1965 1.2058 0.022 Uiso 1 1 calc R U . . .
C15 C 0.70103(19) 0.17674(11) 1.12578(12) 0.0162(3) Uani 1 1 d . . . . .
H15 H 0.7664 0.1505 1.1672 0.019 Uiso 1 1 calc R U . . .
C16 C 0.72508(18) 0.18873(9) 1.04159(11) 0.0128(3) Uani 1 1 d . . . . .
C17 C 0.85255(18) 0.16386(10) 1.01168(11) 0.0139(3) Uani 1 1 d . . . . .
C18 C 0.9600(2) 0.12258(13) 1.07366(13) 0.0229(4) Uani 1 1 d . . . . .
H18A H 0.9293 0.1171 1.1301 0.034 Uiso 1 1 calc R U . . .
H18B H 0.9723 0.0746 1.0491 0.034 Uiso 1 1 calc R U . . .
H18C H 1.0488 0.1489 1.0825 0.034 Uiso 1 1 calc R U . . .
C19 C 0.98488(18) 0.15871(10) 0.89834(11) 0.0139(3) Uani 1 1 d . . . . .
C110 C 0.9984(2) 0.08792(11) 0.87024(13) 0.0180(3) Uani 1 1 d . . . . .
H110 H 0.9292 0.0527 0.8754 0.022 Uiso 1 1 calc R U . . .
C111 C 1.1149(2) 0.06940(12) 0.83442(14) 0.0223(4) Uani 1 1 d . . . . .
H111 H 1.1254 0.0212 0.8150 0.027 Uiso 1 1 calc R U . . .
C112 C 1.2156(2) 0.12119(14) 0.82700(13) 0.0243(4) Uani 1 1 d . . . . .
H112 H 1.2947 0.1083 0.8026 0.029 Uiso 1 1 calc R U . . .
C113 C 1.2007(2) 0.19143(14) 0.85509(14) 0.0242(4) Uani 1 1 d . . . . .
H113 H 1.2701 0.2265 0.8501 0.029 Uiso 1 1 calc R U . . .
C114 C 1.0848(2) 0.21107(12) 0.89059(14) 0.0205(4) Uani 1 1 d . . . . .
H114 H 1.0741 0.2594 0.9092 0.025 Uiso 1 1 calc R U . . .
Pd2 Pd 1.07502(2) 0.41863(2) 0.89932(2) 0.01626(5) Uani 1 1 d . . . . .
Cl21 Cl 1.27520(6) 0.38931(3) 0.99670(4) 0.02835(11) Uani 1 1 d . . . . .
N21 N 0.9348(2) 0.39680(9) 0.98570(11) 0.0202(3) Uani 1 1 d . . . . .
N22 N 0.88685(17) 0.44760(9) 0.82451(11) 0.0162(3) Uani 1 1 d . . . . .
C21 C 1.1973(2) 0.44195(11) 0.80942(13) 0.0200(3) Uani 1 1 d . . . . .
H21A H 1.2950 0.4311 0.8345 0.030 Uiso 1 1 calc R U . . .
H21B H 1.1676 0.4125 0.7567 0.030 Uiso 1 1 calc R U . . .
H21C H 1.1881 0.4934 0.7939 0.030 Uiso 1 1 calc R U . . .
C22 C 0.9624(3) 0.36557(12) 1.06470(14) 0.0255(4) Uani 1 1 d . . . . .
H22 H 1.0550 0.3498 1.0869 0.031 Uiso 1 1 calc R U . . .
C23 C 0.8603(3) 0.35524(12) 1.11593(14) 0.0279(5) Uani 1 1 d . . . . .
H23 H 0.8822 0.3316 1.1712 0.034 Uiso 1 1 calc R U . . .
C24 C 0.7272(3) 0.38004(12) 1.08474(14) 0.0275(4) Uani 1 1 d . . . . .
H24 H 0.6568 0.3753 1.1194 0.033 Uiso 1 1 calc R U . . .
C25 C 0.6963(2) 0.41218(12) 1.00213(14) 0.0234(4) Uani 1 1 d . . . . .
H25 H 0.6048 0.4293 0.9794 0.028 Uiso 1 1 calc R U . . .
C26 C 0.8024(2) 0.41864(10) 0.95386(13) 0.0187(3) Uani 1 1 d . . . . .
C27 C 0.7802(2) 0.44741(10) 0.86286(13) 0.0177(3) Uani 1 1 d . . . . .
C28 C 0.6372(2) 0.47269(13) 0.82250(14) 0.0236(4) Uani 1 1 d . . . . .
H28A H 0.5747 0.4670 0.8649 0.035 Uiso 1 1 calc R U . . .
H28B H 0.6409 0.5239 0.8061 0.035 Uiso 1 1 calc R U . . .
H28C H 0.6021 0.4438 0.7700 0.035 Uiso 1 1 calc R U . . .
C29 C 0.87087(18) 0.46774(10) 0.73354(12) 0.0152(3) Uani 1 1 d . . . . .
C210 C 0.8184(2) 0.41738(11) 0.66930(14) 0.0198(3) Uani 1 1 d . . . . .
H210 H 0.7865 0.3716 0.6854 0.024 Uiso 1 1 calc R U . . .
C211 C 0.8130(2) 0.43442(12) 0.58128(13) 0.0214(4) Uani 1 1 d . . . . .
H211 H 0.7779 0.3999 0.5372 0.026 Uiso 1 1 calc R U . . .
C212 C 0.8586(2) 0.50163(12) 0.55748(13) 0.0207(4) Uani 1 1 d . . . . .
H212 H 0.8548 0.5131 0.4974 0.025 Uiso 1 1 calc R U . . .
C213 C 0.9097(2) 0.55183(11) 0.62225(14) 0.0213(4) Uani 1 1 d . . . . .
H213 H 0.9405 0.5979 0.6062 0.026 Uiso 1 1 calc R U . . .
C214 C 0.9161(2) 0.53515(10) 0.71039(13) 0.0195(3) Uani 1 1 d . . . . .
H214 H 0.9511 0.5696 0.7545 0.023 Uiso 1 1 calc R U . . .
_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 2.0207(19) . ?
Pd1 N12 2.0385(16) . ?
Pd1 N11 2.1245(15) . ?
Pd1 Cl11 2.2909(6) . ?
N11 C12 1.334(2) . ?
N11 C16 1.356(2) . ?
N12 C17 1.297(2) . ?
N12 C19 1.433(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.393(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.477(2) . ?
C17 C18 1.492(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C110 1.391(3) . ?
C19 C114 1.393(3) . ?
C110 C111 1.395(3) . ?
C110 H110 0.9500 . ?
C111 C112 1.389(3) . ?
C111 H111 0.9500 . ?
C112 C113 1.384(4) . ?
C112 H112 0.9500 . ?
C113 C114 1.392(3) . ?
C113 H113 0.9500 . ?
C114 H114 0.9500 . ?
Pd2 C21 2.040(2) . ?
Pd2 N22 2.0510(17) . ?
Pd2 N21 2.1206(19) . ?
Pd2 Cl21 2.2996(7) . ?
N21 C22 1.335(3) . ?
N21 C26 1.354(3) . ?
N22 C27 1.289(2) . ?
N22 C29 1.439(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.396(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.485(3) . ?
C27 C28 1.493(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C214 1.389(3) . ?
C29 C210 1.389(3) . ?
C210 C211 1.392(3) . ?
C210 H210 0.9500 . ?
C211 C212 1.390(3) . ?
C211 H211 0.9500 . ?
C212 C213 1.389(3) . ?
C212 H212 0.9500 . ?
C213 C214 1.391(3) . ?
C213 H213 0.9500 . ?
C214 H214 0.9500 . ?
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 N12 94.68(7) . . ?
C11 Pd1 N11 172.66(7) . . ?
N12 Pd1 N11 78.59(6) . . ?
C11 Pd1 Cl11 90.36(6) . . ?
N12 Pd1 Cl11 174.64(4) . . ?
N11 Pd1 Cl11 96.28(4) . . ?
C12 N11 C16 119.21(15) . . ?
C12 N11 Pd1 128.29(13) . . ?
C16 N11 Pd1 112.47(11) . . ?
C17 N12 C19 119.99(15) . . ?
C17 N12 Pd1 116.81(12) . . ?
C19 N12 Pd1 123.14(12) . . ?
Pd1 C11 H11A 109.5 . . ?
Pd1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Pd1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N11 C12 C13 121.97(17) . . ?
N11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C14 C13 C12 119.03(16) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 119.26(17) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C16 C15 C14 118.72(17) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
N11 C16 C15 121.81(16) . . ?
N11 C16 C17 115.20(15) . . ?
C15 C16 C17 122.98(16) . . ?
N12 C17 C16 116.68(16) . . ?
N12 C17 C18 124.18(16) . . ?
C16 C17 C18 119.14(15) . . ?
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 . . ?
C110 C19 C114 121.10(17) . . ?
C110 C19 N12 120.04(16) . . ?
C114 C19 N12 118.77(17) . . ?
C19 C110 C111 119.05(18) . . ?
C19 C110 H110 120.5 . . ?
C111 C110 H110 120.5 . . ?
C112 C111 C110 120.2(2) . . ?
C112 C111 H111 119.9 . . ?
C110 C111 H111 119.9 . . ?
C113 C112 C111 120.13(18) . . ?
C113 C112 H112 119.9 . . ?
C111 C112 H112 119.9 . . ?
C112 C113 C114 120.53(19) . . ?
C112 C113 H113 119.7 . . ?
C114 C113 H113 119.7 . . ?
C113 C114 C19 119.0(2) . . ?
C113 C114 H114 120.5 . . ?
C19 C114 H114 120.5 . . ?
C21 Pd2 N22 97.63(7) . . ?
C21 Pd2 N21 175.72(8) . . ?
N22 Pd2 N21 78.09(7) . . ?
C21 Pd2 Cl21 88.07(6) . . ?
N22 Pd2 Cl21 173.58(5) . . ?
N21 Pd2 Cl21 96.20(5) . . ?
C22 N21 C26 118.69(19) . . ?
C22 N21 Pd2 128.07(16) . . ?
C26 N21 Pd2 113.24(13) . . ?
C27 N22 C29 120.14(16) . . ?
C27 N22 Pd2 116.82(13) . . ?
C29 N22 Pd2 123.04(12) . . ?
Pd2 C21 H21A 109.5 . . ?
Pd2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Pd2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N21 C22 C23 122.4(2) . . ?
N21 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
C24 C23 C22 118.6(2) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C23 C24 C25 119.7(2) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 118.4(2) . . ?
C26 C25 H25 120.8 . . ?
C24 C25 H25 120.8 . . ?
N21 C26 C25 122.13(19) . . ?
N21 C26 C27 114.50(18) . . ?
C25 C26 C27 123.35(19) . . ?
N22 C27 C26 116.76(18) . . ?
N22 C27 C28 125.13(18) . . ?
C26 C27 C28 118.10(17) . . ?
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 . . ?
C214 C29 C210 120.43(18) . . ?
C214 C29 N22 120.17(17) . . ?
C210 C29 N22 119.26(17) . . ?
C29 C210 C211 119.62(18) . . ?
C29 C210 H210 120.2 . . ?
C211 C210 H210 120.2 . . ?
C212 C211 C210 120.36(19) . . ?
C212 C211 H211 119.8 . . ?
C210 C211 H211 119.8 . . ?
C213 C212 C211 119.52(18) . . ?
C213 C212 H212 120.2 . . ?
C211 C212 H212 120.2 . . ?
C212 C213 C214 120.51(19) . . ?
C212 C213 H213 119.7 . . ?
C214 C213 H213 119.7 . . ?
C29 C214 C213 119.55(19) . . ?
C29 C214 H214 120.2 . . ?
C213 C214 H214 120.2 . . ?
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

C16 N11 C12 C13 -0.5(3) . . . . ?
Pd1 N11 C12 C13 177.57(14) . . . . ?
N11 C12 C13 C14 0.0(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C12 N11 C16 C15 0.7(3) . . . . ?
Pd1 N11 C16 C15 -177.62(14) . . . . ?
C12 N11 C16 C17 -178.21(16) . . . . ?
Pd1 N11 C16 C17 3.45(19) . . . . ?
C14 C15 C16 N11 -0.5(3) . . . . ?
C14 C15 C16 C17 178.36(17) . . . . ?
C19 N12 C17 C16 178.87(15) . . . . ?
Pd1 N12 C17 C16 -3.9(2) . . . . ?
C19 N12 C17 C18 -1.2(3) . . . . ?
Pd1 N12 C17 C18 176.02(15) . . . . ?
N11 C16 C17 N12 0.1(2) . . . . ?
C15 C16 C17 N12 -178.78(17) . . . . ?
N11 C16 C17 C18 -179.82(17) . . . . ?
C15 C16 C17 C18 1.3(3) . . . . ?
C17 N12 C19 C110 79.6(2) . . . . ?
Pd1 N12 C19 C110 -97.43(19) . . . . ?
C17 N12 C19 C114 -103.7(2) . . . . ?
Pd1 N12 C19 C114 79.3(2) . . . . ?
C114 C19 C110 C111 0.5(3) . . . . ?
N12 C19 C110 C111 177.18(18) . . . . ?
C19 C110 C111 C112 -0.1(3) . . . . ?
C110 C111 C112 C113 0.0(3) . . . . ?
C111 C112 C113 C114 -0.3(3) . . . . ?
C112 C113 C114 C19 0.7(3) . . . . ?
C110 C19 C114 C113 -0.9(3) . . . . ?
N12 C19 C114 C113 -177.55(18) . . . . ?
C26 N21 C22 C23 -0.6(3) . . . . ?
Pd2 N21 C22 C23 178.99(16) . . . . ?
N21 C22 C23 C24 -1.8(3) . . . . ?
C22 C23 C24 C25 2.3(3) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C22 N21 C26 C25 2.6(3) . . . . ?
Pd2 N21 C26 C25 -177.06(15) . . . . ?
C22 N21 C26 C27 -175.45(18) . . . . ?
Pd2 N21 C26 C27 4.9(2) . . . . ?
C24 C25 C26 N21 -2.1(3) . . . . ?
C24 C25 C26 C27 175.82(19) . . . . ?
C29 N22 C27 C26 173.78(16) . . . . ?
Pd2 N22 C27 C26 -6.4(2) . . . . ?
C29 N22 C27 C28 -5.3(3) . . . . ?
Pd2 N22 C27 C28 174.47(16) . . . . ?
N21 C26 C27 N22 0.8(3) . . . . ?
C25 C26 C27 N22 -177.22(19) . . . . ?
N21 C26 C27 C28 179.96(18) . . . . ?
C25 C26 C27 C28 1.9(3) . . . . ?
C27 N22 C29 C214 104.8(2) . . . . ?
Pd2 N22 C29 C214 -75.0(2) . . . . ?
C27 N22 C29 C210 -79.5(2) . . . . ?
Pd2 N22 C29 C210 100.77(18) . . . . ?
C214 C29 C210 C211 0.8(3) . . . . ?
N22 C29 C210 C211 -174.94(18) . . . . ?
C29 C210 C211 C212 -0.5(3) . . . . ?
C210 C211 C212 C213 0.0(3) . . . . ?
C211 C212 C213 C214 0.3(3) . . . . ?
C210 C29 C214 C213 -0.6(3) . . . . ?
N22 C29 C214 C213 175.18(17) . . . . ?
C212 C213 C214 C29 0.0(3) . . . . ?
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.730
_refine_diff_density_rms         0.105
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane/CH2Cl2'
####################################################################### 
# 
# 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_dd9-06
_database_code_depnum_ccdc_archive 'CCDC 1496469'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H19 Cl N2 Pd'
_chemical_formula_sum            'C16 H19 Cl N2 Pd'
_chemical_formula_weight         381.18
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source

C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -1.0140 0.9845 '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/n'
_space_group_name_Hall           '-P 2yn'
_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a                   7.4880(16)
_cell_length_b                   12.8830(13)
_cell_length_c                   16.3370(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.720(5)
_cell_angle_gamma                90
_cell_volume                     1548.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21999
_cell_measurement_theta_min      1.996
_cell_measurement_theta_max      29.983
_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.290
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.830
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_T_max  1.261
_exptl_absorpt_process_details   
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_diffrn_measurement_device_type  
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55460
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.996
_diffrn_reflns_theta_max         29.983
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4667
_reflns_number_gt                4642
_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       'Elettra XRD1 Data Collection SW'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS - CCP4'
_computing_structure_solution    'Sir2014 (Burla, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_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)+(0.0433P)²+1.6574P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0833(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4667
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_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

C1 C 0.0061(2) 0.15113(15) 0.20621(12) 0.0219(3) Uani 1 1 d . . . . .
H1A H -0.1025 0.1773 0.2248 0.033 Uiso 1 1 calc R U . . .
H1B H 0.0819 0.2097 0.1953 0.033 Uiso 1 1 calc R U . . .
H1C H -0.0302 0.1106 0.1551 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4838(2) -0.03056(13) 0.26804(10) 0.0148(3) Uani 1 1 d . . . . .
C11 C 0.6422(3) -0.06081(14) 0.22959(12) 0.0203(3) Uani 1 1 d . . . . .
H11A H 0.7258 -0.1038 0.2688 0.030 Uiso 1 1 calc R U . . .
H11B H 0.5991 -0.1003 0.1785 0.030 Uiso 1 1 calc R U . . .
H11C H 0.7054 0.0018 0.2162 0.030 Uiso 1 1 calc R U . . .
C12 C 0.4745(2) -0.06792(12) 0.35275(10) 0.0156(3) Uani 1 1 d . . . . .
C13 C 0.6132(3) -0.12376(13) 0.40129(11) 0.0194(3) Uani 1 1 d . . . . .
H13 H 0.7211 -0.1395 0.3811 0.023 Uiso 1 1 calc R U . . .
C14 C 0.5918(3) -0.15647(13) 0.48043(11) 0.0216(3) Uani 1 1 d . . . . .
H14 H 0.6856 -0.1939 0.5154 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4313(3) -0.13333(14) 0.50697(11) 0.0215(3) Uani 1 1 d . . . . .
H15 H 0.4112 -0.1572 0.5595 0.026 Uiso 1 1 calc R U . . .
C16 C 0.2993(3) -0.07455(14) 0.45559(11) 0.0191(3) Uani 1 1 d . . . . .
H16 H 0.1908 -0.0571 0.4747 0.023 Uiso 1 1 calc R U . . .
C2 C 0.3529(2) 0.06679(12) 0.14971(10) 0.0145(3) Uani 1 1 d . . . . .
C3 C 0.2765(2) 0.00735(13) 0.08048(11) 0.0181(3) Uani 1 1 d . . . . .
C4 C 0.2792(3) 0.04884(15) 0.00153(12) 0.0237(4) Uani 1 1 d . . . . .
H4 H 0.2277 0.0105 -0.0468 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3561(3) 0.14524(16) -0.00702(12) 0.0247(4) Uani 1 1 d . . . . .
H5 H 0.3592 0.1718 -0.0610 0.030 Uiso 1 1 calc R U . . .
C6 C 0.4285(2) 0.20287(14) 0.06298(12) 0.0213(3) Uani 1 1 d . . . . .
H6 H 0.4806 0.2689 0.0564 0.026 Uiso 1 1 calc R U . . .
C7 C 0.4261(2) 0.16552(13) 0.14302(11) 0.0167(3) Uani 1 1 d . . . . .
C8 C 0.1964(3) -0.09781(14) 0.09113(13) 0.0259(4) Uani 1 1 d . . . . .
H8A H 0.1495 -0.1279 0.0362 0.039 Uiso 1 1 calc R U . . .
H8B H 0.2905 -0.1433 0.1219 0.039 Uiso 1 1 calc R U . . .
H8C H 0.0970 -0.0907 0.1222 0.039 Uiso 1 1 calc R U . . .
C9 C 0.4967(3) 0.22914(14) 0.21940(12) 0.0225(3) Uani 1 1 d . . . . .
H9A H 0.4834 0.1898 0.2693 0.034 Uiso 1 1 calc R U . . .
H9B H 0.6254 0.2452 0.2213 0.034 Uiso 1 1 calc R U . . .
H9C H 0.4274 0.2939 0.2174 0.034 Uiso 1 1 calc R U . . .
Cl1 Cl -0.05409(6) 0.09842(4) 0.38161(3) 0.02526(11) Uani 1 1 d . . . . .
N1 N 0.34996(19) 0.02630(11) 0.23147(9) 0.0137(2) Uani 1 1 d . . . . .
N2 N 0.3208(2) -0.04210(11) 0.38040(9) 0.0158(3) Uani 1 1 d . . . . .
Pd1 Pd 0.15033(2) 0.05901(2) 0.29674(2) 0.01413(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

C1 Pd1 2.0414(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C10 N1 1.294(2) . ?
C10 C12 1.479(2) . ?
C10 C11 1.493(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N2 1.354(2) . ?
C12 C13 1.385(2) . ?
C13 C14 1.397(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(3) . ?
C15 H15 0.9500 . ?
C16 N2 1.335(2) . ?
C16 H16 0.9500 . ?
C2 C3 1.397(2) . ?
C2 C7 1.397(2) . ?
C2 N1 1.438(2) . ?
C3 C4 1.400(3) . ?
C3 C8 1.505(3) . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(2) . ?
C6 H6 0.9500 . ?
C7 C9 1.504(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
Cl1 Pd1 2.3049(5) . ?
N1 Pd1 2.0352(14) . ?
N2 Pd1 2.1319(15) . ?
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

Pd1 C1 H1A 109.5 . . ?
Pd1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pd1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C10 C12 116.65(15) . . ?
N1 C10 C11 124.12(15) . . ?
C12 C10 C11 119.22(15) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 122.02(16) . . ?
N2 C12 C10 115.05(15) . . ?
C13 C12 C10 122.92(16) . . ?
C12 C13 C14 118.91(17) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 118.74(16) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 119.19(16) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
N2 C16 C15 122.05(18) . . ?
N2 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C3 C2 C7 122.90(16) . . ?
C3 C2 N1 118.58(15) . . ?
C7 C2 N1 118.48(14) . . ?
C2 C3 C4 117.56(17) . . ?
C2 C3 C8 120.79(16) . . ?
C4 C3 C8 121.65(16) . . ?
C5 C4 C3 120.81(18) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C6 C5 C4 120.16(17) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.12(17) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C2 117.40(16) . . ?
C6 C7 C9 121.68(16) . . ?
C2 C7 C9 120.91(15) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 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 . . ?
C10 N1 C2 119.33(14) . . ?
C10 N1 Pd1 117.17(11) . . ?
C2 N1 Pd1 123.44(11) . . ?
C16 N2 C12 119.02(15) . . ?
C16 N2 Pd1 128.39(13) . . ?
C12 N2 Pd1 112.39(11) . . ?
N1 Pd1 C1 94.70(6) . . ?
N1 Pd1 N2 78.40(6) . . ?
C1 Pd1 N2 173.01(6) . . ?
N1 Pd1 Cl1 174.52(4) . . ?
C1 Pd1 Cl1 89.25(5) . . ?
N2 Pd1 Cl1 97.71(4) . . ?
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 C10 C12 N2 3.2(2) . . . . ?
C11 C10 C12 N2 -176.00(15) . . . . ?
N1 C10 C12 C13 -175.76(16) . . . . ?
C11 C10 C12 C13 5.0(2) . . . . ?
N2 C12 C13 C14 1.5(3) . . . . ?
C10 C12 C13 C14 -179.57(16) . . . . ?
C12 C13 C14 C15 1.0(3) . . . . ?
C13 C14 C15 C16 -2.7(3) . . . . ?
C14 C15 C16 N2 1.9(3) . . . . ?
C7 C2 C3 C4 1.8(3) . . . . ?
N1 C2 C3 C4 179.34(16) . . . . ?
C7 C2 C3 C8 -178.89(17) . . . . ?
N1 C2 C3 C8 -1.3(2) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C8 C3 C4 C5 -179.01(18) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C4 C5 C6 C7 0.1(3) . . . . ?
C5 C6 C7 C2 1.8(3) . . . . ?
C5 C6 C7 C9 -177.30(17) . . . . ?
C3 C2 C7 C6 -2.8(2) . . . . ?
N1 C2 C7 C6 179.60(15) . . . . ?
C3 C2 C7 C9 176.32(16) . . . . ?
N1 C2 C7 C9 -1.3(2) . . . . ?
C12 C10 N1 C2 178.73(14) . . . . ?
C11 C10 N1 C2 -2.1(2) . . . . ?
C12 C10 N1 Pd1 1.57(19) . . . . ?
C11 C10 N1 Pd1 -179.28(13) . . . . ?
C3 C2 N1 C10 89.6(2) . . . . ?
C7 C2 N1 C10 -92.71(19) . . . . ?
C3 C2 N1 Pd1 -93.43(16) . . . . ?
C7 C2 N1 Pd1 84.26(17) . . . . ?
C15 C16 N2 C12 0.7(2) . . . . ?
C15 C16 N2 Pd1 -173.87(13) . . . . ?
C13 C12 N2 C16 -2.4(2) . . . . ?
C10 C12 N2 C16 178.61(15) . . . . ?
C13 C12 N2 Pd1 172.98(13) . . . . ?
C10 C12 N2 Pd1 -5.99(17) . . . . ?
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.839
_refine_diff_density_rms         0.114
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane/CH2Cl2'
