# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_sk26013
_database_code_depnum_ccdc_archive 'CCDC 1867865'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;MSU, Moscow, Russia
Russia
;
_audit_update_record             
;
2018-09-14 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT342_sk26013             
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.023 Ang.
RESPONSE: twinned crystals, high x-ray absorption
;
# end Validation Reply Form 
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H19 I2 N3 Pd'
_chemical_formula_sum            'C9 H19 I2 N3 Pd'
_chemical_formula_weight         529.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 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+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.7908(9)
_cell_length_b                   7.8079(3)
_cell_length_c                   27.5920(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.197(3)
_cell_angle_gamma                90
_cell_volume                     3145.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2564
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      65

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.236
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .22
_exptl_crystal_size_mid          .16
_exptl_crystal_size_min          .13
_exptl_absorpt_coefficient_mu    40.169
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
(See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)
;
_exptl_absorpt_correction_T_min  0.327
_exptl_absorpt_correction_T_max  0.702

_exptl_special_details           
;
 ?
;
_diffrn_measurement_device_type  STOE
_diffrn_detector                 Pilatus100K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            3032
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         6.062
_diffrn_reflns_theta_max         73.078
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3032
_reflns_number_gt                2384
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1343P)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         3032
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1816
_refine_ls_wR_factor_gt          0.1728
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_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
I1 I 0.41474(4) -0.05062(10) 0.18283(2) 0.0443(3) Uani 1 1 d . . . . .
I2 I 0.13592(4) 0.15332(12) 0.05782(3) 0.0539(3) Uani 1 1 d . . . . .
Pd1 Pd 0.28023(4) 0.05747(8) 0.11778(2) 0.0217(2) Uani 1 1 d . . . . .
N1 N 0.1618(6) -0.1718(13) 0.1673(4) 0.045(2) Uani 1 1 d . . . . .
N2 N 0.1661(6) 0.0831(13) 0.1956(3) 0.0370(19) Uani 1 1 d . . . . .
N3 N 0.3682(5) 0.1417(11) 0.0688(3) 0.0297(17) Uani 1 1 d . . . . .
H3 H 0.3274 0.1876 0.0403 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1973(6) -0.0148(12) 0.1623(4) 0.0283(19) Uani 1 1 d . . . . .
C2 C 0.1124(9) -0.009(3) 0.2228(5) 0.065(4) Uani 1 1 d . . . . .
H2 H 0.0851 0.0313 0.2487 0.078 Uiso 1 1 calc R U . . .
C3 C 0.1080(10) -0.166(3) 0.2043(6) 0.073(5) Uani 1 1 d . . . . .
H3A H 0.0745 -0.2562 0.2143 0.088 Uiso 1 1 calc R U . . .
C4 C 0.1804(11) -0.3158(17) 0.1389(7) 0.071(5) Uani 1 1 d . . . . .
H4A H 0.1961 -0.2771 0.1082 0.107 Uiso 1 1 calc R U . . .
H4B H 0.1271 -0.3875 0.1327 0.107 Uiso 1 1 calc R U . . .
H4C H 0.2306 -0.3797 0.1565 0.107 Uiso 1 1 calc R U . . .
C5 C 0.1847(10) 0.267(2) 0.2027(6) 0.066(4) Uani 1 1 d . . . . .
H5A H 0.2387 0.2970 0.1893 0.099 Uiso 1 1 calc R U . . .
H5B H 0.1940 0.2935 0.2371 0.099 Uiso 1 1 calc R U . . .
H5C H 0.1335 0.3318 0.1863 0.099 Uiso 1 1 calc R U . . .
C6 C 0.4211(9) 0.0059(17) 0.0492(5) 0.047(3) Uani 1 1 d . . . . .
H6A H 0.4622 -0.0469 0.0760 0.056 Uiso 1 1 calc R U . . .
H6B H 0.4581 0.0558 0.0268 0.056 Uiso 1 1 calc R U . . .
C7 C 0.3582(12) -0.1311(18) 0.0223(5) 0.062(4) Uani 1 1 d . . . . .
H7A H 0.3191 -0.1760 0.0438 0.093 Uiso 1 1 calc R U . . .
H7B H 0.3946 -0.2220 0.0121 0.093 Uiso 1 1 calc R U . . .
H7C H 0.3214 -0.0811 -0.0060 0.093 Uiso 1 1 calc R U . . .
C8 C 0.4291(7) 0.2851(15) 0.0873(4) 0.042(2) Uani 1 1 d . . . . .
H8A H 0.4732 0.2452 0.1148 0.050 Uiso 1 1 calc R U . . .
H8B H 0.4628 0.3210 0.0616 0.050 Uiso 1 1 calc R U . . .
C9 C 0.3796(12) 0.4339(18) 0.1031(7) 0.072(4) Uani 1 1 d . . . . .
H9A H 0.3319 0.4674 0.0770 0.107 Uiso 1 1 calc R U . . .
H9B H 0.4215 0.5274 0.1110 0.107 Uiso 1 1 calc R U . . .
H9C H 0.3533 0.4037 0.1316 0.107 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
I1 Pd1 2.5982(8) . ?
I2 Pd1 2.5932(8) . ?
Pd1 C1 1.953(9) . ?
Pd1 N3 2.124(7) . ?
N1 C1 1.350(13) . ?
N1 C3 1.390(17) . ?
N1 C4 1.42(2) . ?
N2 C1 1.332(13) . ?
N2 C2 1.377(15) . ?
N2 C5 1.47(2) . ?
N3 C6 1.472(14) . ?
N3 C8 1.476(14) . ?
N3 H3 0.9800 . ?
C2 C3 1.33(3) . ?
C2 H2 0.9300 . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.530(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.476(19) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 178.5(3) . . ?
C1 Pd1 I2 87.1(3) . . ?
N3 Pd1 I2 91.7(2) . . ?
C1 Pd1 I1 87.7(3) . . ?
N3 Pd1 I1 93.5(2) . . ?
I2 Pd1 I1 174.76(3) . . ?
C1 N1 C3 108.8(12) . . ?
C1 N1 C4 123.2(10) . . ?
C3 N1 C4 128.0(13) . . ?
C1 N2 C2 111.8(12) . . ?
C1 N2 C5 125.1(9) . . ?
C2 N2 C5 123.1(12) . . ?
C6 N3 C8 110.0(8) . . ?
C6 N3 Pd1 115.2(7) . . ?
C8 N3 Pd1 114.7(6) . . ?
C6 N3 H3 105.3 . . ?
C8 N3 H3 105.3 . . ?
Pd1 N3 H3 105.3 . . ?
N2 C1 N1 105.5(8) . . ?
N2 C1 Pd1 126.1(7) . . ?
N1 C1 Pd1 128.4(8) . . ?
C3 C2 N2 105.5(13) . . ?
C3 C2 H2 127.2 . . ?
N2 C2 H2 127.2 . . ?
C2 C3 N1 108.4(12) . . ?
C2 C3 H3A 125.8 . . ?
N1 C3 H3A 125.8 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 111.3(10) . . ?
N3 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N3 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 113.3(10) . . ?
C9 C8 H8A 108.9 . . ?
N3 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
N3 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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
C2 N2 C1 N1 1.2(12) . . . . ?
C5 N2 C1 N1 -178.0(11) . . . . ?
C2 N2 C1 Pd1 -177.0(8) . . . . ?
C5 N2 C1 Pd1 3.8(16) . . . . ?
C3 N1 C1 N2 0.4(12) . . . . ?
C4 N1 C1 N2 -178.6(11) . . . . ?
C3 N1 C1 Pd1 178.5(9) . . . . ?
C4 N1 C1 Pd1 -0.5(17) . . . . ?
C1 N2 C2 C3 -2.4(15) . . . . ?
C5 N2 C2 C3 176.8(13) . . . . ?
N2 C2 C3 N1 2.5(16) . . . . ?
C1 N1 C3 C2 -1.9(16) . . . . ?
C4 N1 C3 C2 177.1(13) . . . . ?
C8 N3 C6 C7 -170.7(10) . . . . ?
Pd1 N3 C6 C7 57.8(12) . . . . ?
C6 N3 C8 C9 174.3(11) . . . . ?
Pd1 N3 C8 C9 -53.9(13) . . . . ?

_refine_diff_density_max         2.628
_refine_diff_density_min         -2.326
_refine_diff_density_rms         0.341

####################################################################### 
# 
# 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_p2c23016
_database_code_depnum_ccdc_archive 'CCDC 1867867'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;MSU, Moscow, Russia
Russia
;
_audit_update_record             
;
2018-09-14 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT342_p2c23016            
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.023 Ang.
RESPONSE: twinned crystals, high x-ray absorption
;
# end Validation Reply Form  
_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 H21 I2 N3 Pd'
_chemical_formula_sum            'C13 H21 I2 N3 Pd'
_chemical_formula_weight         579.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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                   17.5721(7)
_cell_length_b                   12.5994(8)
_cell_length_c                   8.4655(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.550(3)
_cell_angle_gamma                90
_cell_volume                     1848.27(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2334
_cell_measurement_theta_min      4.5
_cell_measurement_theta_max      70.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .17
_exptl_crystal_size_mid          .14
_exptl_crystal_size_min          .13
_exptl_absorpt_coefficient_mu    34.259
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
(See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)
;
_exptl_absorpt_correction_T_min  0.327
_exptl_absorpt_correction_T_max  0.702

_exptl_special_details           
;
 ?
;
_diffrn_measurement_device_type  STOE
_diffrn_detector                 Pilatus100K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            3573
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_av_R_equivalents  0.097
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         4.339
_diffrn_reflns_theta_max         73.259
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3573
_reflns_number_gt                2389
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1309P)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         3573
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1857
_refine_ls_wR_factor_gt          0.1764
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.945
_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 0.79730(3) 0.50281(5) 0.36993(8) 0.0791(2) Uani 1 1 d . . . . .
I1 I 0.88521(4) 0.54131(7) 0.64166(8) 0.1001(3) Uani 1 1 d . . . . .
I2 I 0.69773(4) 0.46329(7) 0.11191(9) 0.1027(3) Uani 1 1 d . . . . .
N1 N 0.6692(4) 0.4826(8) 0.5569(10) 0.091(2) Uani 1 1 d . . . . .
N2 N 0.6797(5) 0.6418(7) 0.4678(10) 0.090(2) Uani 1 1 d . . . . .
N3 N 0.8936(4) 0.4615(7) 0.2605(11) 0.088(2) Uani 1 1 d . . . . .
H31 H 0.9388 0.4720 0.3441 0.106 Uiso 1 1 calc R U . . .
C1 C 0.7108(5) 0.5446(9) 0.4724(13) 0.088(2) Uani 1 1 d . . . . .
C2 C 0.6098(5) 0.5425(11) 0.6072(14) 0.098(3) Uani 1 1 d . . . . .
C3 C 0.5530(7) 0.5134(17) 0.6956(19) 0.136(5) Uani 1 1 d . . . . .
H3 H 0.5493 0.4451 0.7351 0.163 Uiso 1 1 calc R U . . .
C4 C 0.5023(8) 0.594(2) 0.721(2) 0.149(7) Uani 1 1 d . . . . .
H4 H 0.4639 0.5808 0.7816 0.178 Uiso 1 1 calc R U . . .
C5 C 0.5085(8) 0.694(2) 0.655(2) 0.144(6) Uani 1 1 d . . . . .
H5 H 0.4714 0.7445 0.6692 0.173 Uiso 1 1 calc R U . . .
C6 C 0.5652(7) 0.7243(13) 0.5724(18) 0.125(5) Uani 1 1 d . . . . .
H6 H 0.5692 0.7930 0.5342 0.150 Uiso 1 1 calc R U . . .
C7 C 0.6170(6) 0.6428(11) 0.5493(13) 0.100(3) Uani 1 1 d . . . . .
C8 C 0.6849(8) 0.3722(11) 0.5962(17) 0.114(4) Uani 1 1 d . . . . .
H8A H 0.7344 0.3533 0.5706 0.171 Uiso 1 1 calc R U . . .
H8B H 0.6457 0.3287 0.5355 0.171 Uiso 1 1 calc R U . . .
H8C H 0.6851 0.3614 0.7085 0.171 Uiso 1 1 calc R U . . .
C9 C 0.7116(7) 0.7328(10) 0.3988(16) 0.110(3) Uani 1 1 d . . . . .
H9A H 0.7562 0.7574 0.4705 0.164 Uiso 1 1 calc R U . . .
H9B H 0.6736 0.7882 0.3817 0.164 Uiso 1 1 calc R U . . .
H9C H 0.7261 0.7132 0.2983 0.164 Uiso 1 1 calc R U . . .
C10 C 0.8977(7) 0.3516(11) 0.2121(15) 0.107(3) Uani 1 1 d . . . . .
H10A H 0.9467 0.3389 0.1770 0.128 Uiso 1 1 calc R U . . .
H10B H 0.8569 0.3374 0.1226 0.128 Uiso 1 1 calc R U . . .
C11 C 0.8898(9) 0.2777(11) 0.3478(19) 0.127(4) Uani 1 1 d . . . . .
H11A H 0.9307 0.2909 0.4358 0.191 Uiso 1 1 calc R U . . .
H11B H 0.8925 0.2056 0.3127 0.191 Uiso 1 1 calc R U . . .
H11C H 0.8410 0.2896 0.3817 0.191 Uiso 1 1 calc R U . . .
C12 C 0.9056(7) 0.5345(12) 0.1289(16) 0.115(4) Uani 1 1 d . . . . .
H12A H 0.8628 0.5265 0.0412 0.138 Uiso 1 1 calc R U . . .
H12B H 0.9523 0.5138 0.0899 0.138 Uiso 1 1 calc R U . . .
C13 C 0.9119(9) 0.6483(14) 0.177(2) 0.140(5) Uani 1 1 d . . . . .
H13A H 0.8650 0.6705 0.2111 0.210 Uiso 1 1 calc R U . . .
H13B H 0.9205 0.6906 0.0870 0.210 Uiso 1 1 calc R U . . .
H13C H 0.9544 0.6572 0.2630 0.210 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 C1 1.944(11) . ?
Pd1 N3 2.125(9) . ?
Pd1 I1 2.5949(8) . ?
Pd1 I2 2.6101(9) . ?
N1 C1 1.352(14) . ?
N1 C2 1.409(13) . ?
N1 C8 1.446(16) . ?
N2 C1 1.339(14) . ?
N2 C7 1.393(14) . ?
N2 C9 1.440(15) . ?
N3 C10 1.449(16) . ?
N3 C12 1.486(14) . ?
N3 H31 0.9800 . ?
C2 C7 1.370(18) . ?
C2 C3 1.392(18) . ?
C3 C4 1.39(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.39(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.36(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.408(16) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.503(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.49(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 178.2(4) . . ?
C1 Pd1 I1 87.0(3) . . ?
N3 Pd1 I1 91.8(2) . . ?
C1 Pd1 I2 87.7(3) . . ?
N3 Pd1 I2 93.5(2) . . ?
I1 Pd1 I2 174.46(3) . . ?
C1 N1 C2 110.1(10) . . ?
C1 N1 C8 125.3(9) . . ?
C2 N1 C8 124.6(10) . . ?
C1 N2 C7 110.2(10) . . ?
C1 N2 C9 123.7(9) . . ?
C7 N2 C9 125.9(10) . . ?
C10 N3 C12 111.1(10) . . ?
C10 N3 Pd1 116.0(7) . . ?
C12 N3 Pd1 113.4(7) . . ?
C10 N3 H31 105.1 . . ?
C12 N3 H31 105.1 . . ?
Pd1 N3 H31 105.1 . . ?
N2 C1 N1 106.9(9) . . ?
N2 C1 Pd1 125.4(8) . . ?
N1 C1 Pd1 127.6(8) . . ?
C7 C2 C3 123.5(13) . . ?
C7 C2 N1 105.6(10) . . ?
C3 C2 N1 130.9(14) . . ?
C4 C3 C2 115.1(19) . . ?
C4 C3 H3 122.4 . . ?
C2 C3 H3 122.4 . . ?
C5 C4 C3 120.6(16) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 124.7(15) . . ?
C6 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
C5 C6 C7 114.5(17) . . ?
C5 C6 H6 122.8 . . ?
C7 C6 H6 122.8 . . ?
C2 C7 N2 107.2(9) . . ?
C2 C7 C6 121.6(13) . . ?
N2 C7 C6 131.2(14) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 111.1(10) . . ?
N3 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
N3 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
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 . . ?
N3 C12 C13 113.9(12) . . ?
N3 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
N3 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_refine_diff_density_max         0.955
_refine_diff_density_min         -1.176
_refine_diff_density_rms         0.179

####################################################################### 
# 
# 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_smda014
_database_code_depnum_ccdc_archive 'CCDC 1907428'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;MSU
Russia
;
_audit_update_record             
;
2019-04-02 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          390
_chemical_formula_moiety         'C15 H17 I2 N3 Pd'
_chemical_formula_sum            'C15 H17 I2 N3 Pd'
_chemical_formula_weight         599.52

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'
I I -0.4742 1.8119 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 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+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.6545(7)
_cell_length_b                   8.6570(2)
_cell_length_c                   20.1671(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.408(3)
_cell_angle_gamma                90
_cell_volume                     3763.8(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5734
_cell_measurement_theta_min      4
_cell_measurement_theta_max      25

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.116
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .29
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .17
_exptl_absorpt_coefficient_mu    4.264
_diffrn_detector                 Pilatus100K
_diffrn_detector_type            STOE
_diffrn_measurement_device_type  STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Mo LFF Sealed Tube'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;

_exptl_absorpt_correction_T_min  0.211
_exptl_absorpt_correction_T_max  0.609

_exptl_special_details           
;
 ?
;



_diffrn_reflns_number            36251
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.889
_diffrn_reflns_theta_max         29.146
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4998
_reflns_number_gt                3189
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0849P)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     SHELXL
_refine_ls_extinction_coef       0.00378(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4998
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1489
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
Pd1 Pd 0.34124(2) 0.23620(5) 0.31334(2) 0.03722(17) Uani 1 1 d . . . . .
I1 I 0.37825(3) -0.01082(6) 0.25657(3) 0.0561(2) Uani 1 1 d . . . . .
I2 I 0.30704(3) 0.47680(7) 0.37758(3) 0.0680(2) Uani 1 1 d . . . . .
N1 N 0.2796(3) 0.2911(6) 0.2277(3) 0.0406(12) Uani 1 1 d . . . . .
H1A H 0.2625 0.1954 0.2088 0.049 Uiso 1 1 calc R U . . .
H1B H 0.2454 0.3508 0.2421 0.049 Uiso 1 1 calc R U . . .
N2 N 0.4525(3) 0.2566(6) 0.4102(3) 0.0421(13) Uani 1 1 d . . . . .
N3 N 0.3810(3) 0.1159(6) 0.4480(3) 0.0395(12) Uani 1 1 d . . . . .
C2 C 0.3961(3) 0.1935(7) 0.3947(3) 0.0376(14) Uani 1 1 d . . . . .
C5 C 0.4325(4) 0.0770(9) 0.5642(4) 0.0488(17) Uani 1 1 d . . . . .
H5 H 0.4022 0.0145 0.5800 0.059 Uiso 1 1 calc R U . . .
C6 C 0.4845(4) 0.1199(9) 0.6040(4) 0.055(2) Uani 1 1 d . . . . .
H6 H 0.4896 0.0851 0.6478 0.066 Uiso 1 1 calc R U . . .
C7 C 0.5291(4) 0.2128(10) 0.5809(4) 0.058(2) Uani 1 1 d . . . . .
H7 H 0.5635 0.2402 0.6097 0.069 Uiso 1 1 calc R U . . .
C8 C 0.5246(3) 0.2658(9) 0.5174(4) 0.0537(19) Uani 1 1 d . . . . .
H8 H 0.5549 0.3291 0.5021 0.064 Uiso 1 1 calc R U . . .
C9 C 0.4728(3) 0.2214(8) 0.4763(3) 0.0407(15) Uani 1 1 d . . . . .
C10 C 0.4273(3) 0.1300(7) 0.5006(3) 0.0371(14) Uani 1 1 d . . . . .
C11 C 0.3229(4) 0.0338(10) 0.4525(4) 0.064(2) Uani 1 1 d . . . . .
H11A H 0.2960 0.0505 0.4125 0.096 Uiso 1 1 calc R U . . .
H11B H 0.3033 0.0715 0.4901 0.096 Uiso 1 1 calc R U . . .
H11C H 0.3311 -0.0747 0.4579 0.096 Uiso 1 1 calc R U . . .
C12 C 0.4868(4) 0.3507(11) 0.3665(4) 0.064(2) Uani 1 1 d . . . . .
H12A H 0.4616 0.3693 0.3256 0.097 Uiso 1 1 calc R U . . .
H12B H 0.5240 0.2976 0.3574 0.097 Uiso 1 1 calc R U . . .
H12C H 0.4975 0.4475 0.3879 0.097 Uiso 1 1 calc R U . . .
C13 C 0.3061(3) 0.3760(7) 0.1758(3) 0.0373(14) Uani 1 1 d . . . . .
C14 C 0.3110(3) 0.3079(8) 0.1145(3) 0.0436(15) Uani 1 1 d . . . . .
H14 H 0.2988 0.2058 0.1073 0.052 Uiso 1 1 calc R U . . .
C15 C 0.3338(4) 0.3913(9) 0.0643(4) 0.0519(18) Uani 1 1 d . . . . .
H15 H 0.3367 0.3455 0.0230 0.062 Uiso 1 1 calc R U . . .
C16 C 0.3524(4) 0.5417(9) 0.0746(4) 0.059(2) Uani 1 1 d . . . . .
H16 H 0.3674 0.5979 0.0402 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3488(4) 0.6085(10) 0.1356(4) 0.068(2) Uani 1 1 d . . . . .
H17 H 0.3622 0.7096 0.1430 0.082 Uiso 1 1 calc R U . . .
C18 C 0.3255(4) 0.5269(8) 0.1855(4) 0.056(2) Uani 1 1 d . . . . .
H18 H 0.3227 0.5735 0.2267 0.067 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 C2 1.967(6) . ?
Pd1 N1 2.135(5) . ?
Pd1 I1 2.5882(7) . ?
Pd1 I2 2.5974(7) . ?
N1 C13 1.442(8) . ?
N1 H1A 0.9700 . ?
N1 H1B 0.9700 . ?
N2 C2 1.349(8) . ?
N2 C9 1.398(8) . ?
N2 C12 1.454(9) . ?
N3 C2 1.334(8) . ?
N3 C10 1.394(8) . ?
N3 C11 1.456(9) . ?
C5 C10 1.356(9) . ?
C5 C6 1.371(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.355(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.385(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(9) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C18 1.380(9) . ?
C13 C14 1.381(9) . ?
C14 C15 1.374(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.366(11) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Pd1 N1 177.2(2) . . ?
C2 Pd1 I1 91.49(18) . . ?
N1 Pd1 I1 91.26(16) . . ?
C2 Pd1 I2 84.99(18) . . ?
N1 Pd1 I2 92.25(16) . . ?
I1 Pd1 I2 176.32(3) . . ?
C13 N1 Pd1 116.1(4) . . ?
C13 N1 H1A 108.3 . . ?
Pd1 N1 H1A 108.3 . . ?
C13 N1 H1B 108.3 . . ?
Pd1 N1 H1B 108.3 . . ?
H1A N1 H1B 107.4 . . ?
C2 N2 C9 109.2(6) . . ?
C2 N2 C12 126.2(6) . . ?
C9 N2 C12 124.5(6) . . ?
C2 N3 C10 110.9(5) . . ?
C2 N3 C11 125.0(6) . . ?
C10 N3 C11 124.0(6) . . ?
N3 C2 N2 107.6(5) . . ?
N3 C2 Pd1 126.4(5) . . ?
N2 C2 Pd1 125.4(5) . . ?
C10 C5 C6 116.9(7) . . ?
C10 C5 H5 121.6 . . ?
C6 C5 H5 121.6 . . ?
C5 C6 C7 121.7(7) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 121.9(8) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 117.0(8) . . ?
C7 C8 H8 121.5 . . ?
C9 C8 H8 121.5 . . ?
C8 C9 C10 120.5(7) . . ?
C8 C9 N2 132.4(7) . . ?
C10 C9 N2 107.0(6) . . ?
C5 C10 C9 122.0(6) . . ?
C5 C10 N3 132.7(7) . . ?
C9 C10 N3 105.3(6) . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.9(7) . . ?
C18 C13 N1 121.0(6) . . ?
C14 C13 N1 120.0(6) . . ?
C15 C14 C13 119.9(7) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C16 C15 C14 120.5(7) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 119.7(7) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C17 C16 120.1(7) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C13 120.9(7) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?

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
C10 N3 C2 N2 1.5(7) . . . . ?
C11 N3 C2 N2 178.4(7) . . . . ?
C10 N3 C2 Pd1 -169.8(4) . . . . ?
C11 N3 C2 Pd1 7.2(10) . . . . ?
C9 N2 C2 N3 -1.9(7) . . . . ?
C12 N2 C2 N3 179.9(7) . . . . ?
C9 N2 C2 Pd1 169.5(5) . . . . ?
C12 N2 C2 Pd1 -8.7(10) . . . . ?
C10 C5 C6 C7 0.4(11) . . . . ?
C5 C6 C7 C8 -0.7(12) . . . . ?
C6 C7 C8 C9 -0.3(12) . . . . ?
C7 C8 C9 C10 1.6(10) . . . . ?
C7 C8 C9 N2 178.0(7) . . . . ?
C2 N2 C9 C8 -175.1(7) . . . . ?
C12 N2 C9 C8 3.2(12) . . . . ?
C2 N2 C9 C10 1.7(7) . . . . ?
C12 N2 C9 C10 179.9(7) . . . . ?
C6 C5 C10 C9 1.0(10) . . . . ?
C6 C5 C10 N3 -177.0(7) . . . . ?
C8 C9 C10 C5 -2.1(10) . . . . ?
N2 C9 C10 C5 -179.3(6) . . . . ?
C8 C9 C10 N3 176.4(6) . . . . ?
N2 C9 C10 N3 -0.8(7) . . . . ?
C2 N3 C10 C5 177.9(7) . . . . ?
C11 N3 C10 C5 0.9(12) . . . . ?
C2 N3 C10 C9 -0.4(7) . . . . ?
C11 N3 C10 C9 -177.4(7) . . . . ?
Pd1 N1 C13 C18 -67.8(8) . . . . ?
Pd1 N1 C13 C14 113.8(6) . . . . ?
C18 C13 C14 C15 -1.2(11) . . . . ?
N1 C13 C14 C15 177.2(6) . . . . ?
C13 C14 C15 C16 0.6(12) . . . . ?
C14 C15 C16 C17 0.7(13) . . . . ?
C15 C16 C17 C18 -1.4(15) . . . . ?
C16 C17 C18 C13 0.8(14) . . . . ?
C14 C13 C18 C17 0.5(12) . . . . ?
N1 C13 C18 C17 -177.9(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A I2 0.97 2.90 3.831(6) 162.0 4_545
N1 H1B I1 0.97 2.94 3.864(6) 160.6 4
C14 H14 I2 0.93 3.07 3.853(7) 143.3 4_545
C18 H18 I2 0.93 3.20 3.955(8) 139.1 .

_refine_diff_density_max         2.393
_refine_diff_density_min         -1.537
_refine_diff_density_rms         0.566

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_p2c23012
_database_code_depnum_ccdc_archive 'CCDC 1867866'
loop_
_audit_author_name
_audit_author_address
'Tafeenko Victor'
;MSU, Moscow, Russia
Russia
;
_audit_update_record             
;
2018-09-14 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT342_p2c23012            
;
PROBLEM: High ?MainMol? Ueq as Compared to Neighbors of C13 Check
RESPONSE: twinned crystals, high x-ray absorption
;

_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 I2 N3 Pd'
_chemical_formula_sum            'C16 H19 I2 N3 Pd'
_chemical_formula_weight         613.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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                   9.5333(7)
_cell_length_b                   10.9640(8)
_cell_length_c                   11.3716(7)
_cell_angle_alpha                62.480(5)
_cell_angle_beta                 79.571(5)
_cell_angle_gamma                67.896(5)
_cell_volume                     976.59(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1876
_cell_measurement_theta_min      4
_cell_measurement_theta_max      60

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .18
_exptl_crystal_size_mid          .13
_exptl_crystal_size_min          .1
_exptl_absorpt_coefficient_mu    32.474
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
(See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)
;
_exptl_absorpt_correction_T_min  0.327
_exptl_absorpt_correction_T_max  0.702

_exptl_special_details           
;
 ?
;
_diffrn_measurement_device_type  STOE
_diffrn_detector                 Pilatus100K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_ambient_temperature      295
_diffrn_measurement_method       'rotation method'
_diffrn_reflns_number            11222
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.384
_diffrn_reflns_theta_max         73.333
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3696
_reflns_number_gt                2442
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.1433P)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         3696
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.2174
_refine_ls_wR_factor_gt          0.1824
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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
Pd1 Pd 0.35296(8) 0.24417(7) 0.29280(6) 0.0594(3) Uani 1 1 d . . . . .
I1 I 0.61937(9) 0.22408(9) 0.34130(8) 0.0810(3) Uani 1 1 d . . . . .
I2 I 0.08496(9) 0.26355(9) 0.25161(8) 0.0803(3) Uani 1 1 d . . . . .
N1 N 0.2366(9) 0.5687(8) 0.1749(7) 0.0564(18) Uani 1 1 d . . . . .
N2 N 0.2238(10) 0.4717(9) 0.3878(7) 0.062(2) Uani 1 1 d . . . . .
N3 N 0.4481(12) 0.0341(9) 0.2981(9) 0.072(2) Uani 1 1 d . . . . .
H3A H 0.5298 -0.0155 0.3491 0.086 Uiso 1 1 calc R U . . .
H3B H 0.3816 -0.0127 0.3355 0.086 Uiso 1 1 calc R U . . .
C1 C 0.2645(11) 0.4416(10) 0.2853(9) 0.057(2) Uani 1 1 d . . . . .
C2 C 0.1759(11) 0.6851(11) 0.2076(10) 0.058(2) Uani 1 1 d . . . . .
C3 C 0.1286(13) 0.8330(12) 0.1328(13) 0.074(3) Uani 1 1 d . . . . .
H3 H 0.1338 0.8745 0.0407 0.089 Uiso 1 1 calc R U . . .
C4 C 0.0736(13) 0.9158(13) 0.2011(16) 0.084(4) Uani 1 1 d . . . . .
H4 H 0.0385 1.0168 0.1529 0.101 Uiso 1 1 calc R U . . .
C5 C 0.0668(14) 0.8598(17) 0.3358(16) 0.090(4) Uani 1 1 d . . . . .
H5 H 0.0289 0.9227 0.3763 0.108 Uiso 1 1 calc R U . . .
C6 C 0.1160(16) 0.7093(15) 0.4138(14) 0.086(4) Uani 1 1 d . . . . .
H6 H 0.1122 0.6688 0.5059 0.103 Uiso 1 1 calc R U . . .
C7 C 0.1708(11) 0.6237(11) 0.3448(10) 0.058(2) Uani 1 1 d . . . . .
C8 C 0.2656(16) 0.5825(15) 0.0406(10) 0.086(4) Uani 1 1 d . . . . .
H8A H 0.3078 0.4871 0.0425 0.129 Uiso 1 1 calc R U . . .
H8B H 0.3359 0.6344 -0.0020 0.129 Uiso 1 1 calc R U . . .
H8C H 0.1725 0.6351 -0.0078 0.129 Uiso 1 1 calc R U . . .
C9 C 0.2371(18) 0.3645(15) 0.5262(11) 0.092(4) Uani 1 1 d . . . . .
H9A H 0.1524 0.3301 0.5504 0.138 Uiso 1 1 calc R U . . .
H9B H 0.2382 0.4089 0.5814 0.138 Uiso 1 1 calc R U . . .
H9C H 0.3293 0.2839 0.5378 0.138 Uiso 1 1 calc R U . . .
C10 C 0.4904(17) 0.0340(13) 0.1702(11) 0.083(4) Uani 1 1 d . . . . .
H10A H 0.5566 0.0917 0.1266 0.100 Uiso 1 1 calc R U . . .
H10B H 0.4000 0.0817 0.1169 0.100 Uiso 1 1 calc R U . . .
C11 C 0.5685(13) -0.1139(13) 0.1730(10) 0.067(3) Uani 1 1 d . . . . .
C12 C 0.4929(14) -0.2104(14) 0.2086(15) 0.083(3) Uani 1 1 d . . . . .
H12 H 0.3909 -0.1823 0.2314 0.099 Uiso 1 1 calc R U . . .
C13 C 0.5599(15) -0.3440(18) 0.2119(18) 0.101(5) Uani 1 1 d . . . . .
H13 H 0.5052 -0.4075 0.2405 0.121 Uiso 1 1 calc R U . . .
C14 C 0.7088(15) -0.3875(14) 0.1734(14) 0.086(4) Uani 1 1 d . . . . .
H14 H 0.7551 -0.4787 0.1733 0.103 Uiso 1 1 calc R U . . .
C15 C 0.7876(14) -0.2917(15) 0.1348(13) 0.083(3) Uani 1 1 d . . . . .
H15 H 0.8883 -0.3188 0.1082 0.100 Uiso 1 1 calc R U . . .
C16 C 0.7190(14) -0.1559(14) 0.1351(11) 0.075(3) Uani 1 1 d . . . . .
H16 H 0.7737 -0.0930 0.1099 0.090 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 C1 1.971(9) . ?
Pd1 N3 2.110(8) . ?
Pd1 I2 2.5933(10) . ?
Pd1 I1 2.6032(10) . ?
N1 C1 1.347(12) . ?
N1 C2 1.382(12) . ?
N1 C8 1.448(12) . ?
N2 C1 1.309(11) . ?
N2 C7 1.405(13) . ?
N2 C9 1.457(14) . ?
N3 C10 1.437(13) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
C2 C3 1.367(15) . ?
C2 C7 1.385(14) . ?
C3 C4 1.360(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.36(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.40(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(14) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.496(15) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.369(18) . ?
C11 C16 1.385(16) . ?
C12 C13 1.345(18) . ?
C12 H12 0.9300 . ?
C13 C14 1.38(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.38(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(17) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 179.2(3) . . ?
C1 Pd1 I2 88.4(3) . . ?
N3 Pd1 I2 91.5(3) . . ?
C1 Pd1 I1 91.0(3) . . ?
N3 Pd1 I1 89.0(3) . . ?
I2 Pd1 I1 178.27(4) . . ?
C1 N1 C2 110.3(8) . . ?
C1 N1 C8 125.2(9) . . ?
C2 N1 C8 124.4(9) . . ?
C1 N2 C7 109.8(8) . . ?
C1 N2 C9 125.4(9) . . ?
C7 N2 C9 124.7(9) . . ?
C10 N3 Pd1 114.2(7) . . ?
C10 N3 H3A 108.7 . . ?
Pd1 N3 H3A 108.7 . . ?
C10 N3 H3B 108.7 . . ?
Pd1 N3 H3B 108.7 . . ?
H3A N3 H3B 107.6 . . ?
N2 C1 N1 108.0(8) . . ?
N2 C1 Pd1 125.6(7) . . ?
N1 C1 Pd1 126.4(6) . . ?
C3 C2 N1 132.7(10) . . ?
C3 C2 C7 121.8(10) . . ?
N1 C2 C7 105.5(8) . . ?
C4 C3 C2 116.0(12) . . ?
C4 C3 H3 122.0 . . ?
C2 C3 H3 122.0 . . ?
C3 C4 C5 123.9(12) . . ?
C3 C4 H4 118.0 . . ?
C5 C4 H4 118.0 . . ?
C4 C5 C6 120.9(12) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 115.6(12) . . ?
C7 C6 H6 122.2 . . ?
C5 C6 H6 122.2 . . ?
C2 C7 C6 121.7(10) . . ?
C2 C7 N2 106.3(8) . . ?
C6 C7 N2 131.9(10) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 114.8(9) . . ?
N3 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
N3 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C12 C11 C16 117.7(10) . . ?
C12 C11 C10 121.4(11) . . ?
C16 C11 C10 120.9(12) . . ?
C13 C12 C11 122.8(12) . . ?
C13 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C12 C13 C14 120.5(14) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 118.1(11) . . ?
C13 C14 H14 120.9 . . ?
C15 C14 H14 120.9 . . ?
C14 C15 C16 121.0(11) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C11 119.9(12) . . ?
C15 C16 H16 120.1 . . ?
C11 C16 H16 120.1 . . ?

_refine_diff_density_max         1.082
_refine_diff_density_min         -1.900
_refine_diff_density_rms         0.242

