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

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1023087'
_audit_update_record             
;
2014-09-05 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        (naphtylpyridine)golddichloride
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H10 Au Cl2 N'
_chemical_formula_sum            'C15 H10 Au Cl2 N'
_chemical_formula_weight         472.11

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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                   8.4554(2)
_cell_length_b                   8.8766(2)
_cell_length_c                   10.4398(3)
_cell_angle_alpha                70.370(2)
_cell_angle_beta                 89.106(2)
_cell_angle_gamma                65.222(3)
_cell_volume                     662.86(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2168
_cell_measurement_theta_min      2.6694
_cell_measurement_theta_max      33.2366

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.365
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    11.482
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.37553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_reflns_number            6911
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.682
_diffrn_reflns_theta_max         33.026
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             4396
_reflns_number_gt                3816
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4396
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0547
_refine_ls_wR_factor_gt          0.0540
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.967
_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
C2 C 0.1743(5) 0.1710(5) 0.4722(4) 0.0342(8) Uani 1 1 d . . . . .
H2 H 0.0952 0.2439 0.5133 0.041 Uiso 1 1 calc R U . . .
C3 C 0.2174(5) -0.0079(5) 0.5222(4) 0.0380(8) Uani 1 1 d . . . . .
H3 H 0.1677 -0.0558 0.5955 0.046 Uiso 1 1 calc R U . . .
C4 C 0.3365(5) -0.1149(5) 0.4608(4) 0.0407(9) Uani 1 1 d . . . . .
H4 H 0.3699 -0.2368 0.4936 0.049 Uiso 1 1 calc R U . . .
C5 C 0.4047(5) -0.0394(5) 0.3509(4) 0.0356(8) Uani 1 1 d . . . . .
H5 H 0.4849 -0.1116 0.3098 0.043 Uiso 1 1 calc R U . . .
C6 C 0.3562(4) 0.1437(4) 0.2991(4) 0.0287(7) Uani 1 1 d . . . . .
C7 C 0.4122(4) 0.2257(5) 0.1724(4) 0.0296(7) Uani 1 1 d . . . . .
C8 C 0.5628(5) 0.1206(6) 0.1311(4) 0.0406(9) Uani 1 1 d . . . . .
H8 H 0.6403 0.0101 0.1941 0.049 Uiso 1 1 calc R U . . .
C9 C 0.6005(6) 0.1773(6) -0.0031(4) 0.0468(10) Uani 1 1 d . . . . .
H9 H 0.7056 0.1080 -0.0267 0.056 Uiso 1 1 calc R U . . .
C10 C 0.4845(6) 0.3325(6) -0.0983(4) 0.0433(9) Uani 1 1 d . . . . .
H10 H 0.5056 0.3637 -0.1890 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3295(5) 0.4499(5) -0.0619(4) 0.0341(7) Uani 1 1 d . . . . .
C12 C 0.2074(6) 0.6088(5) -0.1609(4) 0.0403(8) Uani 1 1 d . . . . .
H12 H 0.2255 0.6373 -0.2524 0.048 Uiso 1 1 calc R U . . .
C13 C 0.0626(6) 0.7224(5) -0.1255(4) 0.0405(9) Uani 1 1 d . . . . .
H13 H -0.0218 0.8232 -0.1931 0.049 Uiso 1 1 calc R U . . .
C14 C 0.0412(5) 0.6867(5) 0.0134(4) 0.0362(8) Uani 1 1 d . . . . .
H14 H -0.0541 0.7680 0.0379 0.043 Uiso 1 1 calc R U . . .
C15 C 0.1593(4) 0.5334(4) 0.1135(3) 0.0287(7) Uani 1 1 d . . . . .
C16 C 0.3006(4) 0.4017(4) 0.0781(3) 0.0282(6) Uani 1 1 d . . . . .
N1 N 0.2440(4) 0.2437(4) 0.3650(3) 0.0265(5) Uani 1 1 d . . . . .
Cl1 Cl 0.23354(13) 0.46467(13) 0.55015(10) 0.0433(2) Uani 1 1 d . . . . .
Cl2 Cl 0.08602(15) 0.80422(12) 0.25455(11) 0.0446(2) Uani 1 1 d . . . . .
Au1 Au 0.17461(2) 0.50649(2) 0.31379(2) 0.02737(4) 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
C2 N1 1.352(4) . ?
C2 C3 1.375(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(5) . ?
C5 H5 0.9300 . ?
C6 N1 1.358(4) . ?
C6 C7 1.458(5) . ?
C7 C8 1.391(5) . ?
C7 C16 1.435(5) . ?
C8 C9 1.402(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.351(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.433(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.398(5) . ?
C11 C16 1.427(5) . ?
C12 C13 1.362(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.403(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.426(4) . ?
C15 Au1 2.024(3) . ?
N1 Au1 2.024(3) . ?
Cl1 Au1 2.3963(9) . ?
Cl2 Au1 2.2771(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 121.8(3) . . ?
N1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
N1 C6 C5 117.5(3) . . ?
N1 C6 C7 121.3(3) . . ?
C5 C6 C7 121.0(3) . . ?
C8 C7 C16 118.9(3) . . ?
C8 C7 C6 118.8(3) . . ?
C16 C7 C6 121.5(3) . . ?
C7 C8 C9 121.5(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 121.1(4) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C16 120.1(3) . . ?
C12 C11 C10 121.2(3) . . ?
C16 C11 C10 118.8(4) . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 119.7(4) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 Au1 121.7(3) . . ?
C16 C15 Au1 116.2(2) . . ?
C15 C16 C11 116.8(3) . . ?
C15 C16 C7 124.7(3) . . ?
C11 C16 C7 118.5(3) . . ?
C2 N1 C6 121.4(3) . . ?
C2 N1 Au1 115.7(2) . . ?
C6 N1 Au1 122.9(2) . . ?
C15 Au1 N1 88.66(12) . . ?
C15 Au1 Cl2 90.97(10) . . ?
N1 Au1 Cl2 177.89(8) . . ?
C15 Au1 Cl1 172.36(10) . . ?
N1 Au1 Cl1 90.87(8) . . ?
Cl2 Au1 Cl1 89.77(4) . . ?

_refine_diff_density_max         2.197
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.149

_shelxl_version_number           2014-3



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: dmso'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1023088'
_audit_update_record             
;
2014-09-05 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        (naphtylpyridine)(pyridine)palladiumchloride
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Cl N2 Pd'
_chemical_formula_sum            'C20 H15 Cl N2 Pd'
_chemical_formula_weight         425.19

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   12.5530(7)
_cell_length_b                   15.1519(9)
_cell_length_c                   9.3199(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.79(4)
_cell_angle_gamma                90
_cell_volume                     1645.99(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3127
_cell_measurement_theta_min      2.8262
_cell_measurement_theta_max      24.7148

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.292
_shelx_estimated_absorpt_T_min   0.764
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.841
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_reflns_number            11927
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.689
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             3491
_reflns_number_gt                2952
_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       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_structure_solution    
'SHELXL-2013 (Sheldrick, 2013) and WinGX (Farrugia,1999)'
_computing_structure_refinement  'SHELXL-2013(Sheldrick, 2013)'
_computing_molecular_graphics    'DIAMOND (Brandenberg & Putz, 2005)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2008)'

_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)+(0.0372P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3491
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0671
_refine_ls_wR_factor_gt          0.0654
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.73747(2) 0.38751(2) 0.61139(2) 0.01407(7) Uani 1 1 d . . . . .
Cl1 Cl 0.92709(6) 0.35774(5) 0.61208(8) 0.02413(16) Uani 1 1 d . . . . .
C1 C 0.7034(2) 0.35283(18) 0.2827(3) 0.0204(6) Uani 1 1 d . . . . .
H1 H 0.7846 0.3576 0.3174 0.024 Uiso 1 1 calc R U . . .
C2 C 0.6413(2) 0.34291(18) 0.1268(3) 0.0217(6) Uani 1 1 d . . . . .
H2 H 0.6787 0.3393 0.0552 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5232(2) 0.33828(17) 0.0776(3) 0.0194(6) Uani 1 1 d . . . . .
H3 H 0.4782 0.3325 -0.0294 0.023 Uiso 1 1 calc R U . . .
C4 C 0.4702(2) 0.34209(16) 0.1850(3) 0.0172(5) Uani 1 1 d . . . . .
H4 H 0.3890 0.3390 0.1512 0.021 Uiso 1 1 calc R U . . .
C5 C 0.5364(2) 0.35044(16) 0.3421(3) 0.0150(5) Uani 1 1 d . . . . .
C6 C 0.4945(2) 0.36468(16) 0.4684(3) 0.0147(5) Uani 1 1 d . . . . .
C7 C 0.5771(2) 0.39866(16) 0.6029(3) 0.0151(5) Uani 1 1 d . . . . .
C8 C 0.5412(2) 0.43223(17) 0.7196(3) 0.0171(5) Uani 1 1 d . . . . .
H8 H 0.5968 0.4553 0.8118 0.020 Uiso 1 1 calc R U . . .
C9 C 0.4276(2) 0.43201(17) 0.7017(3) 0.0177(5) Uani 1 1 d . . . . .
H9 H 0.4049 0.4609 0.7762 0.021 Uiso 1 1 calc R U . . .
C10 C 0.3436(2) 0.38957(16) 0.5745(3) 0.0170(5) Uani 1 1 d . . . . .
C11 C 0.3783(2) 0.35116(17) 0.4581(3) 0.0157(5) Uani 1 1 d . . . . .
C12 C 0.2973(2) 0.29604(17) 0.3474(3) 0.0178(5) Uani 1 1 d . . . . .
H12 H 0.3188 0.2666 0.2722 0.021 Uiso 1 1 calc R U . . .
C13 C 0.1885(2) 0.28444(18) 0.3467(3) 0.0213(6) Uani 1 1 d . . . . .
H13 H 0.1367 0.2461 0.2727 0.026 Uiso 1 1 calc R U . . .
C14 C 0.1527(2) 0.32848(19) 0.4541(3) 0.0246(6) Uani 1 1 d . . . . .
H14 H 0.0761 0.3226 0.4492 0.030 Uiso 1 1 calc R U . . .
C15 C 0.2295(2) 0.37979(18) 0.5656(3) 0.0221(6) Uani 1 1 d . . . . .
H15 H 0.2057 0.4094 0.6384 0.026 Uiso 1 1 calc R U . . .
C16 C 0.8162(2) 0.50679(18) 0.8838(3) 0.0220(6) Uani 1 1 d . . . . .
H16 H 0.7821 0.5511 0.8086 0.026 Uiso 1 1 calc R U . . .
C17 C 0.8700(2) 0.53168(19) 1.0375(3) 0.0249(6) Uani 1 1 d . . . . .
H17 H 0.8729 0.5920 1.0667 0.030 Uiso 1 1 calc R U . . .
C18 C 0.9191(2) 0.4674(2) 1.1468(3) 0.0252(6) Uani 1 1 d . . . . .
H18 H 0.9562 0.4826 1.2527 0.030 Uiso 1 1 calc R U . . .
C19 C 0.9136(2) 0.38048(19) 1.0997(3) 0.0223(6) Uani 1 1 d . . . . .
H19 H 0.9465 0.3350 1.1729 0.027 Uiso 1 1 calc R U . . .
C20 C 0.8598(2) 0.36056(18) 0.9456(3) 0.0188(6) Uani 1 1 d . . . . .
H20 H 0.8573 0.3008 0.9138 0.023 Uiso 1 1 calc R U . . .
N1 N 0.65302(18) 0.35600(14) 0.3873(2) 0.0159(5) Uani 1 1 d . . . . .
N2 N 0.81062(18) 0.42274(15) 0.8380(2) 0.0168(5) 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 C7 1.992(3) . ?
Pd1 N1 2.017(2) . ?
Pd1 N2 2.037(2) . ?
Pd1 Cl1 2.4204(7) . ?
C1 N1 1.346(3) . ?
C1 C2 1.378(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.367(3) . ?
C5 C6 1.473(4) . ?
C6 C7 1.396(3) . ?
C6 C11 1.440(4) . ?
C7 C8 1.416(4) . ?
C8 C9 1.373(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.415(4) . ?
C9 H9 0.9500 . ?
C10 C15 1.411(4) . ?
C10 C11 1.434(4) . ?
C11 C12 1.420(4) . ?
C12 C13 1.376(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.408(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.367(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 N2 1.337(3) . ?
C16 C17 1.390(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.379(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.381(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.375(4) . ?
C19 H19 0.9500 . ?
C20 N2 1.347(3) . ?
C20 H20 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
C7 Pd1 N1 81.03(10) . . ?
C7 Pd1 N2 94.51(9) . . ?
N1 Pd1 N2 175.44(9) . . ?
C7 Pd1 Cl1 173.81(7) . . ?
N1 Pd1 Cl1 95.57(6) . . ?
N2 Pd1 Cl1 88.96(6) . . ?
N1 C1 C2 122.2(2) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 118.3(3) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 118.8(2) . . ?
N1 C5 C6 113.8(2) . . ?
C4 C5 C6 127.0(2) . . ?
C7 C6 C11 120.6(2) . . ?
C7 C6 C5 113.9(2) . . ?
C11 C6 C5 125.4(2) . . ?
C6 C7 C8 118.7(2) . . ?
C6 C7 Pd1 114.04(19) . . ?
C8 C7 Pd1 127.20(19) . . ?
C9 C8 C7 121.2(2) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 121.3(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C15 C10 C9 121.4(2) . . ?
C15 C10 C11 120.0(2) . . ?
C9 C10 C11 118.5(2) . . ?
C12 C11 C10 116.8(2) . . ?
C12 C11 C6 124.5(2) . . ?
C10 C11 C6 118.5(2) . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 121.0(3) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C10 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
N2 C16 C17 122.3(3) . . ?
N2 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C19 118.8(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
N2 C20 C19 122.4(3) . . ?
N2 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
C1 N1 C5 120.8(2) . . ?
C1 N1 Pd1 123.41(17) . . ?
C5 N1 Pd1 115.15(17) . . ?
C16 N2 C20 118.3(2) . . ?
C16 N2 Pd1 122.03(18) . . ?
C20 N2 Pd1 119.60(18) . . ?

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 C1 C2 C3 1.6(4) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 N1 0.9(4) . . . . ?
C3 C4 C5 C6 173.1(2) . . . . ?
N1 C5 C6 C7 12.3(3) . . . . ?
C4 C5 C6 C7 -160.2(2) . . . . ?
N1 C5 C6 C11 -171.3(2) . . . . ?
C4 C5 C6 C11 16.2(4) . . . . ?
C11 C6 C7 C8 -9.7(4) . . . . ?
C5 C6 C7 C8 166.9(2) . . . . ?
C11 C6 C7 Pd1 167.17(18) . . . . ?
C5 C6 C7 Pd1 -16.3(3) . . . . ?
C6 C7 C8 C9 -0.2(4) . . . . ?
Pd1 C7 C8 C9 -176.60(19) . . . . ?
C7 C8 C9 C10 7.1(4) . . . . ?
C8 C9 C10 C15 172.1(2) . . . . ?
C8 C9 C10 C11 -3.9(4) . . . . ?
C15 C10 C11 C12 -6.9(3) . . . . ?
C9 C10 C11 C12 169.2(2) . . . . ?
C15 C10 C11 C6 178.2(2) . . . . ?
C9 C10 C11 C6 -5.8(3) . . . . ?
C7 C6 C11 C12 -161.9(2) . . . . ?
C5 C6 C11 C12 22.0(4) . . . . ?
C7 C6 C11 C10 12.6(4) . . . . ?
C5 C6 C11 C10 -163.5(2) . . . . ?
C10 C11 C12 C13 3.7(4) . . . . ?
C6 C11 C12 C13 178.3(2) . . . . ?
C11 C12 C13 C14 1.4(4) . . . . ?
C12 C13 C14 C15 -3.5(4) . . . . ?
C13 C14 C15 C10 0.2(4) . . . . ?
C9 C10 C15 C14 -170.9(2) . . . . ?
C11 C10 C15 C14 5.1(4) . . . . ?
N2 C16 C17 C18 -0.2(4) . . . . ?
C16 C17 C18 C19 0.3(4) . . . . ?
C17 C18 C19 C20 0.3(4) . . . . ?
C18 C19 C20 N2 -0.9(4) . . . . ?
C2 C1 N1 C5 -0.8(4) . . . . ?
C2 C1 N1 Pd1 -171.0(2) . . . . ?
C4 C5 N1 C1 -0.5(4) . . . . ?
C6 C5 N1 C1 -173.7(2) . . . . ?
C4 C5 N1 Pd1 170.53(18) . . . . ?
C6 C5 N1 Pd1 -2.7(3) . . . . ?
C17 C16 N2 C20 -0.4(4) . . . . ?
C17 C16 N2 Pd1 -177.4(2) . . . . ?
C19 C20 N2 C16 1.0(4) . . . . ?
C19 C20 N2 Pd1 178.0(2) . . . . ?

_refine_diff_density_max         0.824
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.094

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM-pentane'
