# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_3e
_database_code_depnum_ccdc_archive 'CCDC 2211738'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-10-07 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_3e                  
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          5 Report
RESPONSE: Intensities of the removed reflections were affected by either
 the beam-stop (three reflections) or twinning effects (two reflections).
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Cl4 N3 Pd'
_chemical_formula_sum            'C20 H15 Cl4 N3 Pd'
_chemical_formula_weight         545.55

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           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                   9.0789(6)
_cell_length_b                   14.4880(10)
_cell_length_c                   16.3561(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.025(2)
_cell_angle_gamma                90
_cell_volume                     2096.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9237
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      35.64
_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.361
_exptl_crystal_size_mid          0.354
_exptl_crystal_size_min          0.214
_exptl_absorpt_coefficient_mu    1.406
_shelx_estimated_absorpt_T_min   0.631
_shelx_estimated_absorpt_T_max   0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.337528
_exptl_absorpt_correction_T_max  0.437617
_exptl_absorpt_process_details   'Twinabs (Bruker, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            4887
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.698
_diffrn_reflns_theta_max         35.664
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4887
_reflns_number_gt                4654
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT (Bruker, 2019)'
_computing_data_reduction        'SAINT (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.

 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0211P)²+2.2251P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00106(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4887
_refine_ls_number_parameters     161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_ref         0.0546
_refine_ls_wR_factor_gt          0.0533
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_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 0.500000 0.46889(2) 0.250000 0.01344(3) Uani 1 2 d S T P . .
Cl1 Cl 0.26573(3) 0.46701(2) 0.28172(2) 0.02471(6) Uani 1 1 d . . . . .
Cl2 Cl 1.08059(4) 0.71978(3) 0.51831(2) 0.03412(8) Uani 1 1 d . . . . .
N1 N 0.57960(10) 0.66220(6) 0.30959(6) 0.01500(14) Uani 1 1 d . . . . .
N2 N 0.500000 0.32669(9) 0.250000 0.0151(2) Uani 1 2 d S T P . .
C1 C 0.500000 0.60448(10) 0.250000 0.0128(2) Uani 1 2 d S T P . .
C2 C 0.55030(13) 0.75426(7) 0.28718(7) 0.01758(18) Uani 1 1 d . . . . .
H2 H 0.596(2) 0.8028(12) 0.3193(11) 0.020(4) Uiso 1 1 d . . . . .
C3 C 0.68254(12) 0.63411(8) 0.38514(7) 0.01673(17) Uani 1 1 d . . . . .
C4 C 0.81476(13) 0.68466(9) 0.41168(7) 0.01954(19) Uani 1 1 d . . . . .
H4 H 0.836(2) 0.7356(13) 0.3810(12) 0.024(4) Uiso 1 1 d . . . . .
C5 C 0.91476(13) 0.65731(10) 0.48515(7) 0.0225(2) Uani 1 1 d . . . . .
C6 C 0.88699(15) 0.58167(10) 0.53144(8) 0.0261(2) Uani 1 1 d . . . . .
H6 H 0.968(2) 0.5628(14) 0.5839(13) 0.031(5) Uiso 1 1 d . . . . .
C7 C 0.75260(17) 0.53315(10) 0.50368(8) 0.0266(2) Uani 1 1 d . . . . .
H7 H 0.733(3) 0.4838(15) 0.5374(15) 0.037(6) Uiso 1 1 d . . . . .
C8 C 0.64908(14) 0.55915(9) 0.43111(7) 0.0217(2) Uani 1 1 d . . . . .
H8 H 0.558(2) 0.5269(13) 0.4147(14) 0.031(5) Uiso 1 1 d . . . . .
C9 C 0.61832(12) 0.27938(8) 0.29535(7) 0.01696(17) Uani 1 1 d . . . . .
H9 H 0.700(2) 0.3175(12) 0.3247(11) 0.020(4) Uiso 1 1 d . . . . .
C10 C 0.62182(13) 0.18411(8) 0.29706(8) 0.01902(18) Uani 1 1 d . . . . .
H10 H 0.703(2) 0.1539(14) 0.3275(13) 0.031(5) Uiso 1 1 d . . . . .
C11 C 0.500000 0.13527(11) 0.250000 0.0202(3) Uani 1 2 d S T P . .
H11 H 0.500000 0.071(2) 0.250000 0.027(6) Uiso 1 2 d S . 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
Pd1 C1 1.9645(14) . ?
Pd1 N2 2.0601(13) . ?
Pd1 Cl1 2.3002(3) . ?
Pd1 Cl1 2.3002(3) 2_655 ?
Cl2 C5 1.7355(13) . ?
N1 C1 1.3616(12) . ?
N1 C2 1.3928(14) . ?
N1 C3 1.4302(14) . ?
N2 C9 1.3471(12) 2_655 ?
N2 C9 1.3471(12) . ?
C2 C2 1.346(2) 2_655 ?
C2 H2 0.920(18) . ?
C3 C4 1.3896(16) . ?
C3 C8 1.3929(17) . ?
C4 C5 1.3904(16) . ?
C4 H4 0.938(19) . ?
C5 C6 1.387(2) . ?
C6 C7 1.393(2) . ?
C6 H6 1.03(2) . ?
C7 C8 1.3896(18) . ?
C7 H7 0.95(2) . ?
C8 H8 0.94(2) . ?
C9 C10 1.3808(16) . ?
C9 H9 0.960(18) . ?
C10 C11 1.3902(14) . ?
C10 H10 0.91(2) . ?
C11 H11 0.93(3) . ?

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 N2 180.0 . . ?
C1 Pd1 Cl1 90.678(7) . . ?
N2 Pd1 Cl1 89.322(7) . . ?
C1 Pd1 Cl1 90.677(7) . 2_655 ?
N2 Pd1 Cl1 89.323(7) . 2_655 ?
Cl1 Pd1 Cl1 178.645(15) . 2_655 ?
C1 N1 C2 111.14(9) . . ?
C1 N1 C3 125.57(9) . . ?
C2 N1 C3 123.28(9) . . ?
C9 N2 C9 118.83(13) 2_655 . ?
C9 N2 Pd1 120.59(7) 2_655 . ?
C9 N2 Pd1 120.58(7) . . ?
N1 C1 N1 104.22(12) 2_655 . ?
N1 C1 Pd1 127.89(6) 2_655 . ?
N1 C1 Pd1 127.89(6) . . ?
C2 C2 N1 106.75(6) 2_655 . ?
C2 C2 H2 130.1(11) 2_655 . ?
N1 C2 H2 123.1(11) . . ?
C4 C3 C8 121.36(10) . . ?
C4 C3 N1 118.05(10) . . ?
C8 C3 N1 120.58(10) . . ?
C3 C4 C5 118.02(11) . . ?
C3 C4 H4 121.2(12) . . ?
C5 C4 H4 120.8(12) . . ?
C6 C5 C4 122.23(11) . . ?
C6 C5 Cl2 119.54(9) . . ?
C4 C5 Cl2 118.23(10) . . ?
C5 C6 C7 118.33(11) . . ?
C5 C6 H6 118.8(12) . . ?
C7 C6 H6 122.9(12) . . ?
C8 C7 C6 121.06(13) . . ?
C8 C7 H7 121.4(14) . . ?
C6 C7 H7 117.5(14) . . ?
C7 C8 C3 118.99(12) . . ?
C7 C8 H8 119.6(13) . . ?
C3 C8 H8 121.4(13) . . ?
N2 C9 C10 122.11(10) . . ?
N2 C9 H9 114.3(11) . . ?
C10 C9 H9 123.6(11) . . ?
C9 C10 C11 119.07(11) . . ?
C9 C10 H10 120.4(13) . . ?
C11 C10 H10 120.5(13) . . ?
C10 C11 C10 118.80(15) . 2_655 ?
C10 C11 H11 120.60(7) . . ?
C10 C11 H11 120.60(7) 2_655 . ?

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 N1 C1 N1 -0.22(6) . . . 2_655 ?
C3 N1 C1 N1 -179.21(12) . . . 2_655 ?
C2 N1 C1 Pd1 179.78(6) . . . . ?
C3 N1 C1 Pd1 0.79(12) . . . . ?
C1 N1 C2 C2 0.58(15) . . . 2_655 ?
C3 N1 C2 C2 179.60(12) . . . 2_655 ?
C1 N1 C3 C4 140.71(10) . . . . ?
C2 N1 C3 C4 -38.17(15) . . . . ?
C1 N1 C3 C8 -40.36(15) . . . . ?
C2 N1 C3 C8 140.77(12) . . . . ?
C8 C3 C4 C5 1.06(17) . . . . ?
N1 C3 C4 C5 179.99(10) . . . . ?
C3 C4 C5 C6 0.56(18) . . . . ?
C3 C4 C5 Cl2 179.65(9) . . . . ?
C4 C5 C6 C7 -1.3(2) . . . . ?
Cl2 C5 C6 C7 179.60(11) . . . . ?
C5 C6 C7 C8 0.5(2) . . . . ?
C6 C7 C8 C3 1.1(2) . . . . ?
C4 C3 C8 C7 -1.87(18) . . . . ?
N1 C3 C8 C7 179.23(11) . . . . ?
C9 N2 C9 C10 -0.27(8) 2_655 . . . ?
Pd1 N2 C9 C10 179.73(8) . . . . ?
N2 C9 C10 C11 0.53(16) . . . . ?
C9 C10 C11 C10 -0.25(8) . . . 2_655 ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.080


####################################################################### 
# 
# 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_3g
_database_code_depnum_ccdc_archive 'CCDC 2211739'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-11-06 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_3g                  
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: Two reflections were not collected due to the beam-stop.
 The intensity of reflection  -2 0 2 was affected by the beam-stop,
 the reflection was removed from the final refinement steps.
;
_vrf_PLAT971_3g                  
;
PROBLEM: Check Calcd Resid. Dens.  0.80Ang From C15             1.81 eA-3  
RESPONSE: This is likely caused by the presence of a minor crystal domain,
 which orientation cannot be surely identified.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Br2 Cl2 N3 Pd'
_chemical_formula_sum            'C20 H15 Br2 Cl2 N3 Pd'
_chemical_formula_weight         634.47
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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                   13.4034(3)
_cell_length_b                   12.0835(3)
_cell_length_c                   14.6627(3)
_cell_angle_alpha                90
_cell_angle_beta                 115.2760(10)
_cell_angle_gamma                90
_cell_volume                     2147.41(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9658
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      37.76
_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.962
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.982
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    4.846
_shelx_estimated_absorpt_T_min   0.087
_shelx_estimated_absorpt_T_max   0.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1234
_exptl_absorpt_correction_T_max  0.2763
_exptl_absorpt_process_details   
'SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            96150
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.280
_diffrn_reflns_theta_max         36.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10918
_reflns_number_gt                10170
_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       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT (Bruker, 2019)'
_computing_data_reduction        'SAINT (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0223P)²+2.3100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00214(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10918
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0603
_refine_ls_wR_factor_gt          0.0592
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.005
_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 0.24522(2) 0.77093(2) 0.50724(2) 0.01320(2) Uani 1 1 d . . . . .
Br1 Br 0.65720(2) 0.77701(2) 0.73447(2) 0.03224(4) Uani 1 1 d . . . . .
Br2 Br 0.22619(2) 0.35578(2) 0.47634(2) 0.02811(4) Uani 1 1 d . . . . .
Cl1 Cl 0.32370(3) 0.86204(3) 0.66064(2) 0.01883(5) Uani 1 1 d . . . . .
Cl2 Cl 0.18171(3) 0.67163(3) 0.36008(2) 0.02250(6) Uani 1 1 d . . . . .
N1 N 0.46057(9) 0.65367(9) 0.56783(8) 0.01535(17) Uani 1 1 d . . . . .
N2 N 0.34763(9) 0.56059(9) 0.60634(8) 0.01617(17) Uani 1 1 d . . . . .
N3 N 0.11808(9) 0.88939(10) 0.44273(8) 0.01758(18) Uani 1 1 d . . . . .
C1 C 0.35790(10) 0.65662(10) 0.56389(9) 0.01424(18) Uani 1 1 d . . . . .
C2 C 0.44426(11) 0.49796(11) 0.63804(11) 0.0192(2) Uani 1 1 d . . . . .
H2 H 0.452(2) 0.429(2) 0.6687(18) 0.029(6) Uiso 1 1 d . . . . .
C3 C 0.51507(11) 0.55639(11) 0.61393(10) 0.0181(2) Uani 1 1 d . . . . .
H3 H 0.585(2) 0.541(2) 0.6233(18) 0.026(6) Uiso 1 1 d . . . . .
C4 C 0.50458(10) 0.74021(11) 0.52939(10) 0.01669(19) Uani 1 1 d . . . . .
C5 C 0.59103(12) 0.80598(12) 0.59428(12) 0.0222(2) Uani 1 1 d . . . . .
C6 C 0.62923(14) 0.89341(14) 0.55636(17) 0.0328(4) Uani 1 1 d . . . . .
H6 H 0.683(2) 0.933(2) 0.604(2) 0.041(7) Uiso 1 1 d . . . . .
C7 C 0.58161(15) 0.91373(17) 0.45372(19) 0.0389(5) Uani 1 1 d . . . . .
H7 H 0.607(3) 0.979(3) 0.430(2) 0.055(9) Uiso 1 1 d . . . . .
C8 C 0.49812(14) 0.84580(17) 0.38830(16) 0.0342(4) Uani 1 1 d . . . . .
H8 H 0.471(3) 0.857(3) 0.321(2) 0.049(8) Uiso 1 1 d . . . . .
C9 C 0.45853(12) 0.75940(14) 0.42595(12) 0.0231(2) Uani 1 1 d . . . . .
H9 H 0.4024(19) 0.7187(18) 0.3848(17) 0.020(5) Uiso 1 1 d . . . . .
C10 C 0.25018(11) 0.52980(11) 0.61718(10) 0.01692(19) Uani 1 1 d . . . . .
C11 C 0.18648(11) 0.43969(11) 0.56488(10) 0.0189(2) Uani 1 1 d . . . . .
C12 C 0.09347(12) 0.40939(13) 0.57788(12) 0.0234(2) Uani 1 1 d . . . . .
H12 H 0.0489(19) 0.351(2) 0.5399(18) 0.025(6) Uiso 1 1 d . . . . .
C13 C 0.06364(13) 0.46993(15) 0.64300(12) 0.0261(3) Uani 1 1 d . . . . .
H13 H 0.003(2) 0.446(2) 0.6534(19) 0.031(6) Uiso 1 1 d . . . . .
C14 C 0.12550(13) 0.56106(15) 0.69372(12) 0.0253(3) Uani 1 1 d . . . . .
H14 H 0.107(2) 0.609(2) 0.735(2) 0.036(7) Uiso 1 1 d . . . . .
C15 C 0.21875(12) 0.59110(13) 0.68107(11) 0.0209(2) Uani 1 1 d . . . . .
H15 H 0.261100 0.653390 0.715954 0.029(6) Uiso 1 1 calc R . . . .
C16 C 0.01680(12) 0.85879(14) 0.37400(11) 0.0224(2) Uani 1 1 d . . . . .
H16 H 0.006(2) 0.787(2) 0.354(2) 0.032(6) Uiso 1 1 d . . . . .
C17 C -0.06890(13) 0.93393(17) 0.33073(12) 0.0297(3) Uani 1 1 d . . . . .
H17 H -0.136(2) 0.909(2) 0.286(2) 0.037(7) Uiso 1 1 d . . . . .
C18 C -0.05064(14) 1.04472(17) 0.35691(12) 0.0301(3) Uani 1 1 d . . . . .
H18 H -0.110(2) 1.097(2) 0.3275(19) 0.033(6) Uiso 1 1 d . . . . .
C19 C 0.05305(15) 1.07647(14) 0.42494(13) 0.0273(3) Uani 1 1 d . . . . .
H19 H 0.072(2) 1.154(2) 0.4472(19) 0.032(6) Uiso 1 1 d . . . . .
C20 C 0.13489(12) 0.99673(12) 0.46765(12) 0.0217(2) Uani 1 1 d . . . . .
H20 H 0.2017(19) 1.0151(19) 0.5114(17) 0.021(5) Uiso 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 C1 1.9514(12) . ?
Pd1 N3 2.1145(12) . ?
Pd1 Cl2 2.2917(3) . ?
Pd1 Cl1 2.3145(3) . ?
Br1 C5 1.8914(17) . ?
Br2 C11 1.8939(14) . ?
N1 C1 1.3529(16) . ?
N1 C3 1.3966(17) . ?
N1 C4 1.4294(17) . ?
N2 C1 1.3513(16) . ?
N2 C2 1.3972(17) . ?
N2 C10 1.4307(17) . ?
N3 C20 1.340(2) . ?
N3 C16 1.3516(18) . ?
C2 C3 1.3458(19) . ?
C2 H2 0.93(2) . ?
C3 H3 0.91(2) . ?
C4 C9 1.391(2) . ?
C4 C5 1.3922(19) . ?
C5 C6 1.389(2) . ?
C6 C7 1.383(3) . ?
C6 H6 0.90(3) . ?
C7 C8 1.389(3) . ?
C7 H7 0.98(3) . ?
C8 C9 1.388(2) . ?
C8 H8 0.91(3) . ?
C9 H9 0.89(2) . ?
C10 C15 1.393(2) . ?
C10 C11 1.3941(19) . ?
C11 C12 1.388(2) . ?
C12 C13 1.390(2) . ?
C12 H12 0.94(2) . ?
C13 C14 1.388(2) . ?
C13 H13 0.94(3) . ?
C14 C15 1.388(2) . ?
C14 H14 0.95(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(2) . ?
C16 H16 0.91(3) . ?
C17 C18 1.385(3) . ?
C17 H17 0.91(3) . ?
C18 C19 1.375(3) . ?
C18 H18 0.96(3) . ?
C19 C20 1.392(2) . ?
C19 H19 0.99(3) . ?
C20 H20 0.88(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 177.53(5) . . ?
C1 Pd1 Cl2 86.50(4) . . ?
N3 Pd1 Cl2 91.66(3) . . ?
C1 Pd1 Cl1 88.57(4) . . ?
N3 Pd1 Cl1 93.31(3) . . ?
Cl2 Pd1 Cl1 174.885(13) . . ?
C1 N1 C3 110.80(11) . . ?
C1 N1 C4 123.19(11) . . ?
C3 N1 C4 126.01(11) . . ?
C1 N2 C2 110.86(11) . . ?
C1 N2 C10 123.50(11) . . ?
C2 N2 C10 125.64(11) . . ?
C20 N3 C16 117.81(13) . . ?
C20 N3 Pd1 121.57(9) . . ?
C16 N3 Pd1 120.62(10) . . ?
N2 C1 N1 105.05(11) . . ?
N2 C1 Pd1 126.25(9) . . ?
N1 C1 Pd1 128.69(9) . . ?
C3 C2 N2 106.62(12) . . ?
C3 C2 H2 130.3(15) . . ?
N2 C2 H2 123.1(15) . . ?
C2 C3 N1 106.67(11) . . ?
C2 C3 H3 130.8(15) . . ?
N1 C3 H3 122.6(15) . . ?
C9 C4 C5 120.15(13) . . ?
C9 C4 N1 119.09(12) . . ?
C5 C4 N1 120.75(13) . . ?
C6 C5 C4 120.13(16) . . ?
C6 C5 Br1 119.59(13) . . ?
C4 C5 Br1 120.28(11) . . ?
C7 C6 C5 119.53(16) . . ?
C7 C6 H6 126.9(18) . . ?
C5 C6 H6 113.6(18) . . ?
C6 C7 C8 120.54(16) . . ?
C6 C7 H7 117.4(19) . . ?
C8 C7 H7 122.0(19) . . ?
C9 C8 C7 120.12(18) . . ?
C9 C8 H8 120(2) . . ?
C7 C8 H8 119(2) . . ?
C8 C9 C4 119.47(16) . . ?
C8 C9 H9 120.3(15) . . ?
C4 C9 H9 120.1(15) . . ?
C15 C10 C11 119.68(12) . . ?
C15 C10 N2 119.28(12) . . ?
C11 C10 N2 121.04(12) . . ?
C12 C11 C10 120.36(13) . . ?
C12 C11 Br2 118.98(11) . . ?
C10 C11 Br2 120.65(10) . . ?
C11 C12 C13 119.60(14) . . ?
C11 C12 H12 119.9(15) . . ?
C13 C12 H12 120.5(15) . . ?
C14 C13 C12 120.28(14) . . ?
C14 C13 H13 121.4(16) . . ?
C12 C13 H13 118.3(16) . . ?
C15 C14 C13 120.13(15) . . ?
C15 C14 H14 115.3(17) . . ?
C13 C14 H14 124.5(17) . . ?
C14 C15 C10 119.93(14) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
N3 C16 C17 122.27(16) . . ?
N3 C16 H16 118.6(17) . . ?
C17 C16 H16 119.1(17) . . ?
C18 C17 C16 119.47(16) . . ?
C18 C17 H17 121.3(18) . . ?
C16 C17 H17 119.2(18) . . ?
C19 C18 C17 118.36(14) . . ?
C19 C18 H18 121.8(16) . . ?
C17 C18 H18 119.8(16) . . ?
C18 C19 C20 119.45(16) . . ?
C18 C19 H19 122.9(15) . . ?
C20 C19 H19 117.6(15) . . ?
N3 C20 C19 122.60(15) . . ?
N3 C20 H20 116.4(15) . . ?
C19 C20 H20 121.0(15) . . ?

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 0.72(14) . . . . ?
C10 N2 C1 N1 -179.80(11) . . . . ?
C2 N2 C1 Pd1 179.45(9) . . . . ?
C10 N2 C1 Pd1 -1.07(18) . . . . ?
C3 N1 C1 N2 -0.75(14) . . . . ?
C4 N1 C1 N2 179.37(11) . . . . ?
C3 N1 C1 Pd1 -179.43(9) . . . . ?
C4 N1 C1 Pd1 0.69(18) . . . . ?
C1 N2 C2 C3 -0.43(16) . . . . ?
C10 N2 C2 C3 -179.89(13) . . . . ?
N2 C2 C3 N1 -0.05(15) . . . . ?
C1 N1 C3 C2 0.51(15) . . . . ?
C4 N1 C3 C2 -179.62(13) . . . . ?
C1 N1 C4 C9 -66.91(17) . . . . ?
C3 N1 C4 C9 113.24(15) . . . . ?
C1 N1 C4 C5 111.96(15) . . . . ?
C3 N1 C4 C5 -67.89(18) . . . . ?
C9 C4 C5 C6 2.2(2) . . . . ?
N1 C4 C5 C6 -176.69(14) . . . . ?
C9 C4 C5 Br1 -177.84(11) . . . . ?
N1 C4 C5 Br1 3.30(18) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
Br1 C5 C6 C7 179.27(14) . . . . ?
C5 C6 C7 C8 -1.7(3) . . . . ?
C6 C7 C8 C9 2.7(3) . . . . ?
C7 C8 C9 C4 -1.2(3) . . . . ?
C5 C4 C9 C8 -1.2(2) . . . . ?
N1 C4 C9 C8 177.70(14) . . . . ?
C1 N2 C10 C15 -65.89(17) . . . . ?
C2 N2 C10 C15 113.51(16) . . . . ?
C1 N2 C10 C11 114.09(15) . . . . ?
C2 N2 C10 C11 -66.51(18) . . . . ?
C15 C10 C11 C12 -1.4(2) . . . . ?
N2 C10 C11 C12 178.59(12) . . . . ?
C15 C10 C11 Br2 179.30(10) . . . . ?
N2 C10 C11 Br2 -0.69(17) . . . . ?
C10 C11 C12 C13 0.4(2) . . . . ?
Br2 C11 C12 C13 179.70(12) . . . . ?
C11 C12 C13 C14 0.9(2) . . . . ?
C12 C13 C14 C15 -1.2(2) . . . . ?
C13 C14 C15 C10 0.1(2) . . . . ?
C11 C10 C15 C14 1.1(2) . . . . ?
N2 C10 C15 C14 -178.87(13) . . . . ?
C20 N3 C16 C17 -1.0(2) . . . . ?
Pd1 N3 C16 C17 179.42(11) . . . . ?
N3 C16 C17 C18 1.1(2) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C17 C18 C19 C20 -2.1(2) . . . . ?
C16 N3 C20 C19 -0.7(2) . . . . ?
Pd1 N3 C20 C19 178.87(11) . . . . ?
C18 C19 C20 N3 2.3(2) . . . . ?

_refine_diff_density_max         1.892
_refine_diff_density_min         -1.371
_refine_diff_density_rms         0.097



####################################################################### 
# 
# 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_3iA
_database_code_depnum_ccdc_archive 'CCDC 2217757'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-11-06 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT077_3iA                 
;
PROBLEM: Unitcell Contains Non-integer Number of Atoms ..     Please Check 
RESPONSE: Chloride ligand at Pd is partly replaced with bromide ligand
(0.8:0.2).
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Br2.41 Cl1.59 N3 Pd'
_chemical_formula_sum            'C20 H15 Br2.41 Cl1.59 N3 Pd'
_chemical_formula_weight         652.65

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'
Br Br -0.2901 2.4595 '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                   22.0556(4)
_cell_length_b                   15.0381(3)
_cell_length_c                   6.98560(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.1093(6)
_cell_angle_gamma                90
_cell_volume                     2280.97(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9396
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      34.28
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_F_000             1253.5
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.204
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    5.230
_shelx_estimated_absorpt_T_min   0.415
_shelx_estimated_absorpt_T_max   0.573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4765
_exptl_absorpt_correction_T_max  0.6471
_exptl_absorpt_process_details   
'SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            42511
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.124
_diffrn_reflns_theta_max         34.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4772
_reflns_number_gt                4059
_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       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+3.0779P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4772
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0529
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.500000 0.75096(2) 0.250000 0.01327(4) Uani 1 2 d S T P . .
Cl1 Cl 0.4350(3) 0.7565(5) 0.4782(10) 0.0181(3) Uani 0.7951(15) 1 d . . P A 1
Br1 Br 0.4305(5) 0.7555(8) 0.4772(17) 0.0181(3) Uani 0.2049(15) 1 d . . P A 2
Br2 Br 0.20279(2) 0.82165(2) -0.26996(3) 0.02799(5) Uani 1 1 d . . . . .
N1 N 0.45377(6) 0.93523(8) 0.16938(17) 0.0146(2) Uani 1 1 d . . . . .
N2 N 0.500000 0.61278(12) 0.250000 0.0174(3) Uani 1 2 d S T P A .
C1 C 0.500000 0.88045(13) 0.250000 0.0141(3) Uani 1 2 d S T P A .
C2 C 0.47108(7) 1.02411(9) 0.1991(2) 0.0165(2) Uani 1 1 d . . . . .
H1 H 0.4467(9) 1.0711(13) 0.150(3) 0.017(5) Uiso 1 1 d . . . . .
C3 C 0.39482(7) 0.90699(9) 0.0669(2) 0.0157(2) Uani 1 1 d . . . . .
C4 C 0.39081(7) 0.83898(10) -0.0698(2) 0.0170(2) Uani 1 1 d . . . . .
H2 H 0.4260(9) 0.8116(13) -0.104(3) 0.018(5) Uiso 1 1 d . . . . .
C5 C 0.33333(7) 0.81385(10) -0.1708(2) 0.0192(3) Uani 1 1 d . . . . .
H5 H 0.3289(10) 0.7705(14) -0.268(3) 0.022(5) Uiso 1 1 d . . . . .
C6 C 0.28092(7) 0.85704(11) -0.1331(2) 0.0209(3) Uani 1 1 d . . . . .
C7 C 0.28497(7) 0.92503(12) 0.0027(2) 0.0233(3) Uani 1 1 d . . . . .
H3 H 0.2491(10) 0.9534(16) 0.029(3) 0.029(6) Uiso 1 1 d . . . . .
C8 C 0.34245(7) 0.95011(11) 0.1038(2) 0.0205(3) Uani 1 1 d . . . . .
H4 H 0.3457(9) 0.9951(14) 0.198(3) 0.021(5) Uiso 1 1 d . . . . .
C9 C 0.44882(8) 0.56753(10) 0.1786(2) 0.0209(3) Uani 1 1 d . . . . .
H7 H 0.4142(10) 0.6013(14) 0.135(3) 0.023(5) Uiso 1 1 d . . . . .
C10 C 0.44729(9) 0.47542(11) 0.1743(2) 0.0260(3) Uani 1 1 d . . . . .
H6 H 0.4102(11) 0.4471(16) 0.125(3) 0.038(6) Uiso 1 1 d . . . . .
C11 C 0.500000 0.42875(15) 0.250000 0.0271(5) Uani 1 2 d S T P . .
H8 H 0.500000 0.368(2) 0.250000 0.039(9) Uiso 1 2 d S . 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
Pd1 C1 1.9472(19) . ?
Pd1 N2 2.0780(17) . ?
Pd1 Cl1 2.325(7) 2_655 ?
Pd1 Cl1 2.325(7) . ?
Pd1 Br1 2.394(11) . ?
Br2 C6 1.8942(15) . ?
N1 C1 1.3542(16) . ?
N1 C2 1.3955(18) . ?
N1 C3 1.4340(18) . ?
N2 C9 1.3373(18) 2_655 ?
N2 C9 1.3373(18) . ?
C2 C2 1.347(3) 2_655 ?
C2 H1 0.92(2) . ?
C3 C8 1.388(2) . ?
C3 C4 1.392(2) . ?
C4 C5 1.391(2) . ?
C4 H2 0.94(2) . ?
C5 C6 1.391(2) . ?
C5 H5 0.93(2) . ?
C6 C7 1.387(2) . ?
C7 C8 1.391(2) . ?
C7 H3 0.95(2) . ?
C8 H4 0.94(2) . ?
C9 C10 1.386(2) . ?
C9 H7 0.92(2) . ?
C10 C11 1.381(2) . ?
C10 H6 0.93(2) . ?
C11 H8 0.91(4) . ?

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 N2 180.0 . . ?
C1 Pd1 Cl1 87.97(18) . 2_655 ?
N2 Pd1 Cl1 92.03(18) . 2_655 ?
C1 Pd1 Cl1 87.97(18) . . ?
N2 Pd1 Cl1 92.03(18) . . ?
Cl1 Pd1 Cl1 175.9(4) 2_655 . ?
C1 Pd1 Br1 88.4(3) . . ?
N2 Pd1 Br1 91.6(3) . . ?
C1 N1 C2 110.76(12) . . ?
C1 N1 C3 125.30(12) . . ?
C2 N1 C3 123.94(12) . . ?
C9 N2 C9 118.83(19) 2_655 . ?
C9 N2 Pd1 120.58(10) 2_655 . ?
C9 N2 Pd1 120.58(10) . . ?
N1 C1 N1 105.05(16) . 2_655 ?
N1 C1 Pd1 127.47(8) . . ?
N1 C1 Pd1 127.47(8) 2_655 . ?
C2 C2 N1 106.71(8) 2_655 . ?
C2 C2 H1 129.5(12) 2_655 . ?
N1 C2 H1 123.7(12) . . ?
C8 C3 C4 121.08(14) . . ?
C8 C3 N1 118.70(13) . . ?
C4 C3 N1 120.20(13) . . ?
C5 C4 C3 119.36(14) . . ?
C5 C4 H2 118.1(12) . . ?
C3 C4 H2 122.4(12) . . ?
C4 C5 C6 119.42(14) . . ?
C4 C5 H5 121.9(13) . . ?
C6 C5 H5 118.6(13) . . ?
C7 C6 C5 121.19(14) . . ?
C7 C6 Br2 119.74(12) . . ?
C5 C6 Br2 119.07(12) . . ?
C6 C7 C8 119.41(15) . . ?
C6 C7 H3 120.8(13) . . ?
C8 C7 H3 119.8(13) . . ?
C3 C8 C7 119.54(15) . . ?
C3 C8 H4 120.3(13) . . ?
C7 C8 H4 120.2(13) . . ?
N2 C9 C10 122.17(17) . . ?
N2 C9 H7 116.0(13) . . ?
C10 C9 H7 121.9(13) . . ?
C11 C10 C9 118.94(17) . . ?
C11 C10 H6 122.3(15) . . ?
C9 C10 H6 118.7(15) . . ?
C10 C11 C10 118.9(2) 2_655 . ?
C10 C11 H8 120.54(11) 2_655 . ?
C10 C11 H8 120.54(11) . . ?

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 N1 C1 N1 0.13(7) . . . 2_655 ?
C3 N1 C1 N1 -179.89(15) . . . 2_655 ?
C2 N1 C1 Pd1 -179.87(7) . . . . ?
C3 N1 C1 Pd1 0.11(15) . . . . ?
C1 N1 C2 C2 -0.34(19) . . . 2_655 ?
C3 N1 C2 C2 179.67(15) . . . 2_655 ?
C1 N1 C3 C8 136.58(13) . . . . ?
C2 N1 C3 C8 -43.4(2) . . . . ?
C1 N1 C3 C4 -44.87(19) . . . . ?
C2 N1 C3 C4 135.12(15) . . . . ?
C8 C3 C4 C5 -0.1(2) . . . . ?
N1 C3 C4 C5 -178.59(13) . . . . ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?
C4 C5 C6 Br2 -179.50(11) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
Br2 C6 C7 C8 179.43(12) . . . . ?
C4 C3 C8 C7 0.0(2) . . . . ?
N1 C3 C8 C7 178.54(14) . . . . ?
C6 C7 C8 C3 0.2(2) . . . . ?
C9 N2 C9 C10 -0.73(12) 2_655 . . . ?
Pd1 N2 C9 C10 179.27(12) . . . . ?
N2 C9 C10 C11 1.4(2) . . . . ?
C9 C10 C11 C10 -0.68(11) . . . 2_655 ?

_refine_diff_density_max         0.719
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.089



####################################################################### 
# 
# 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_3k
_database_code_depnum_ccdc_archive 'CCDC 2211741'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-10-07 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_sum            'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_weight         612.67

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   36.2866(7)
_cell_length_b                   8.7886(2)
_cell_length_c                   14.5007(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4624.40(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9636
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      33.74
_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_F_000             2416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.472
_exptl_crystal_size_mid          0.227
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    1.098
_shelx_estimated_absorpt_T_min   0.625
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6660
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_process_details   
'SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            49547
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.245
_diffrn_reflns_theta_max         32.595
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4224
_reflns_number_gt                4142
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.934
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    0.999

_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       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT (Bruker, 2019)'
_computing_data_reduction        'SAINT (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0163P)²+5.6460P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1957 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4224
_refine_ls_number_parameters     208
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.0150
_refine_ls_R_factor_gt           0.0143
_refine_ls_wR_factor_ref         0.0355
_refine_ls_wR_factor_gt          0.0350
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.250000 0.750000 0.52483(2) 0.01115(4) Uani 1 2 d S T P . .
Cl1 Cl 0.22410(2) 0.51091(4) 0.52228(3) 0.01660(7) Uani 1 1 d . . . . .
C1 C 0.250000 0.750000 0.6607(2) 0.0121(6) Uani 1 2 d S T P . .
N1 N 0.27796(4) 0.71020(17) 0.71827(10) 0.0149(2) Uani 1 1 d . . . . .
C2 C 0.26749(5) 0.7252(2) 0.81030(12) 0.0191(3) Uani 1 1 d . . . . .
H2 H 0.2826(8) 0.701(4) 0.857(2) 0.031(7) Uiso 1 1 d . . . . .
C3 C 0.31390(5) 0.66214(19) 0.68919(12) 0.0162(3) Uani 1 1 d . . . . .
C4 C 0.31751(5) 0.55429(19) 0.62011(12) 0.0166(3) Uani 1 1 d . . . . .
H4 H 0.2954(7) 0.513(3) 0.591(2) 0.020(6) Uiso 1 1 d . . . . .
C5 C 0.35279(5) 0.5117(2) 0.59298(15) 0.0204(3) Uani 1 1 d . . . . .
C6 C 0.38378(6) 0.5728(3) 0.63536(18) 0.0300(4) Uani 1 1 d . . . . .
H6 H 0.4103(10) 0.541(4) 0.616(2) 0.045(9) Uiso 1 1 d . . . . .
C7 C 0.37964(6) 0.6788(3) 0.70514(19) 0.0331(5) Uani 1 1 d . . . . .
H7 H 0.4001(8) 0.718(3) 0.735(2) 0.027(7) Uiso 1 1 d . . . . .
C8 C 0.34459(6) 0.7244(2) 0.73248(16) 0.0255(4) Uani 1 1 d . . . . .
H8 H 0.3417(7) 0.800(3) 0.779(2) 0.024(6) Uiso 1 1 d . . . . .
C9 C 0.35615(4) 0.39691(19) 0.51714(15) 0.0264(4) Uani 1 1 d D . . . .
F1 F 0.39111(9) 0.3644(7) 0.4942(4) 0.0290(12) Uani 0.617(4) 1 d D . P A 1
F2 F 0.33940(11) 0.4447(7) 0.4390(3) 0.0353(13) Uani 0.617(4) 1 d D . P A 1
F3 F 0.34057(10) 0.2635(3) 0.5407(4) 0.0366(13) Uani 0.617(4) 1 d D . P A 1
F1A F 0.3895(3) 0.400(3) 0.4764(16) 0.0290(12) Uani 0.131(4) 1 d D . P A 2
F2A F 0.3299(4) 0.404(2) 0.4516(9) 0.0353(13) Uani 0.131(4) 1 d D . P A 2
F3A F 0.3518(4) 0.2545(11) 0.5496(16) 0.0366(13) Uani 0.131(4) 1 d D . P A 2
F1B F 0.3904(3) 0.340(3) 0.5107(17) 0.0290(12) Uani 0.252(4) 1 d D . P A 3
F2B F 0.3481(4) 0.462(2) 0.4354(8) 0.0353(13) Uani 0.252(4) 1 d D . P A 3
F3B F 0.3321(3) 0.2812(11) 0.5253(15) 0.0366(13) Uani 0.252(4) 1 d D . P A 3
N2 N 0.250000 0.750000 0.3825(2) 0.0141(5) Uani 1 2 d S T P . .
C10 C 0.26880(5) 0.6438(2) 0.33560(12) 0.0165(3) Uani 1 1 d . . . . .
H10 H 0.2819(7) 0.576(3) 0.3704(18) 0.018(6) Uiso 1 1 d . . . . .
C11 C 0.26971(5) 0.6411(2) 0.24035(12) 0.0185(3) Uani 1 1 d . . . . .
H11 H 0.2810(8) 0.562(4) 0.204(2) 0.029(7) Uiso 1 1 d . . . . .
C12 C 0.250000 0.750000 0.19165(17) 0.0189(4) Uani 1 2 d S T P . .
H12 H 0.250000 0.750000 0.124(3) 0.027(10) Uiso 1 2 d S . 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
Pd1 C1 1.971(3) . ?
Pd1 N2 2.064(3) . ?
Pd1 Cl1 2.3022(3) 14_565 ?
Pd1 Cl1 2.3022(3) . ?
C1 N1 1.359(2) 14_565 ?
C1 N1 1.359(2) . ?
N1 C2 1.394(2) . ?
N1 C3 1.434(2) . ?
C2 C2 1.343(4) 14_565 ?
C2 H2 0.89(3) . ?
C3 C4 1.385(2) . ?
C3 C8 1.391(2) . ?
C4 C5 1.391(2) . ?
C4 H4 0.98(3) . ?
C5 C6 1.390(3) . ?
C5 C9 1.497(3) . ?
C6 C7 1.384(3) . ?
C6 H6 1.04(4) . ?
C7 C8 1.391(3) . ?
C7 H7 0.93(3) . ?
C8 H8 0.95(3) . ?
C9 F1 1.343(2) . ?
C9 F1B 1.345(3) . ?
C9 F2A 1.346(4) . ?
C9 F3 1.346(2) . ?
C9 F3A 1.346(4) . ?
C9 F3B 1.346(3) . ?
C9 F1A 1.347(4) . ?
C9 F2B 1.347(3) . ?
C9 F2 1.353(3) . ?
N2 C10 1.341(2) . ?
N2 C10 1.341(2) 14_565 ?
C10 C11 1.382(2) . ?
C10 H10 0.91(3) . ?
C11 C12 1.388(2) . ?
C11 H11 0.97(3) . ?
C12 H12 0.99(4) . ?

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 N2 180.0 . . ?
C1 Pd1 Cl1 90.919(10) . 14_565 ?
N2 Pd1 Cl1 89.081(11) . 14_565 ?
C1 Pd1 Cl1 90.920(11) . . ?
N2 Pd1 Cl1 89.080(11) . . ?
Cl1 Pd1 Cl1 178.16(2) 14_565 . ?
N1 C1 N1 104.3(3) 14_565 . ?
N1 C1 Pd1 127.87(13) 14_565 . ?
N1 C1 Pd1 127.87(13) . . ?
C1 N1 C2 111.11(17) . . ?
C1 N1 C3 125.02(17) . . ?
C2 N1 C3 123.85(15) . . ?
C2 C2 N1 106.76(10) 14_565 . ?
C2 C2 H2 131.1(19) 14_565 . ?
N1 C2 H2 122.1(19) . . ?
C4 C3 C8 121.33(17) . . ?
C4 C3 N1 120.01(15) . . ?
C8 C3 N1 118.66(16) . . ?
C3 C4 C5 118.41(16) . . ?
C3 C4 H4 119.7(16) . . ?
C5 C4 H4 121.9(16) . . ?
C6 C5 C4 121.07(19) . . ?
C6 C5 C9 121.29(17) . . ?
C4 C5 C9 117.64(16) . . ?
C7 C6 C5 119.7(2) . . ?
C7 C6 H6 118(2) . . ?
C5 C6 H6 122(2) . . ?
C6 C7 C8 120.1(2) . . ?
C6 C7 H7 120.4(19) . . ?
C8 C7 H7 119.4(19) . . ?
C3 C8 C7 119.34(18) . . ?
C3 C8 H8 120.4(15) . . ?
C7 C8 H8 120.2(15) . . ?
F1 C9 F3 105.9(3) . . ?
F2A C9 F3A 101.9(10) . . ?
F1B C9 F3B 108.9(11) . . ?
F2A C9 F1A 108.9(11) . . ?
F3A C9 F1A 106.2(10) . . ?
F1B C9 F2B 107.3(10) . . ?
F3B C9 F2B 104.8(10) . . ?
F1 C9 F2 106.4(3) . . ?
F3 C9 F2 107.1(3) . . ?
F1 C9 C5 113.7(4) . . ?
F1B C9 C5 112.2(14) . . ?
F2A C9 C5 115.5(9) . . ?
F3 C9 C5 111.5(3) . . ?
F3A C9 C5 111.1(11) . . ?
F3B C9 C5 113.1(10) . . ?
F1A C9 C5 112.3(13) . . ?
F2B C9 C5 110.1(10) . . ?
F2 C9 C5 111.7(3) . . ?
C10 N2 C10 119.1(3) . 14_565 ?
C10 N2 Pd1 120.46(13) . . ?
C10 N2 Pd1 120.45(13) 14_565 . ?
N2 C10 C11 122.07(19) . . ?
N2 C10 H10 116.0(17) . . ?
C11 C10 H10 121.9(16) . . ?
C10 C11 C12 118.97(18) . . ?
C10 C11 H11 125.0(18) . . ?
C12 C11 H11 115.7(18) . . ?
C11 C12 C11 118.8(2) 14_565 . ?
C11 C12 H12 120.59(11) 14_565 . ?
C11 C12 H12 120.59(11) . . ?

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 N1 C2 -0.02(9) 14_565 . . . ?
Pd1 C1 N1 C2 179.98(9) . . . . ?
N1 C1 N1 C3 -178.74(19) 14_565 . . . ?
Pd1 C1 N1 C3 1.26(19) . . . . ?
C1 N1 C2 C2 0.1(2) . . . 14_565 ?
C3 N1 C2 C2 178.80(18) . . . 14_565 ?
C1 N1 C3 C4 -46.9(2) . . . . ?
C2 N1 C3 C4 134.51(18) . . . . ?
C1 N1 C3 C8 133.88(17) . . . . ?
C2 N1 C3 C8 -44.7(3) . . . . ?
C8 C3 C4 C5 -1.6(3) . . . . ?
N1 C3 C4 C5 179.28(16) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C3 C4 C5 C9 -179.02(16) . . . . ?
C4 C5 C6 C7 -0.6(4) . . . . ?
C9 C5 C6 C7 179.9(2) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C4 C3 C8 C7 0.7(3) . . . . ?
N1 C3 C8 C7 179.9(2) . . . . ?
C6 C7 C8 C3 0.2(4) . . . . ?
C6 C5 C9 F1 -1.6(3) . . . . ?
C4 C5 C9 F1 178.9(3) . . . . ?
C6 C5 C9 F1B 13.4(8) . . . . ?
C4 C5 C9 F1B -166.1(7) . . . . ?
C6 C5 C9 F2A -146.5(8) . . . . ?
C4 C5 C9 F2A 34.0(8) . . . . ?
C6 C5 C9 F3 118.1(3) . . . . ?
C4 C5 C9 F3 -61.4(3) . . . . ?
C6 C5 C9 F3A 98.1(8) . . . . ?
C4 C5 C9 F3A -81.4(7) . . . . ?
C6 C5 C9 F3B 137.0(6) . . . . ?
C4 C5 C9 F3B -42.5(7) . . . . ?
C6 C5 C9 F1A -20.8(8) . . . . ?
C4 C5 C9 F1A 159.7(8) . . . . ?
C6 C5 C9 F2B -106.1(7) . . . . ?
C4 C5 C9 F2B 74.4(7) . . . . ?
C6 C5 C9 F2 -122.1(3) . . . . ?
C4 C5 C9 F2 58.4(3) . . . . ?
C10 N2 C10 C11 0.61(15) 14_565 . . . ?
Pd1 N2 C10 C11 -179.39(15) . . . . ?
N2 C10 C11 C12 -1.2(3) . . . . ?
C10 C11 C12 C11 0.57(14) . . . 14_565 ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.053


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3i
_database_code_depnum_ccdc_archive 'CCDC 2211740'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-10-07 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT094_3i                  
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.11 Report
RESPONSE: The highest peak of 1.17e/A3 is located at 0.79A from the Pd atom.
;
# end Validation Reply Form
_audit_creation_date             2022-10-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 Br2 Cl2 N3 Pd'
_chemical_formula_sum            'C20 H15 Br2 Cl2 N3 Pd'
_chemical_formula_weight         634.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H15Br2Cl2N3Pd
_chemical_oxdiff_usercomment     PRO-4Br
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'
Br Br -0.2901 2.4595 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   6.96427(16)
_cell_length_b                   14.9658(3)
_cell_length_c                   21.8956(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.197(2)
_cell_angle_gamma                90
_cell_volume                     2258.77(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8527
_cell_measurement_temperature    99.97(10)
_cell_measurement_theta_max      35.6370
_cell_measurement_theta_min      2.7270
_shelx_estimated_absorpt_T_max   0.799
_shelx_estimated_absorpt_T_min   0.508
_exptl_absorpt_coefficient_mu    4.607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0313
0 0 1 0.0194
2 -1 1 0.0437
2 2 1 0.0343
0 -1 0 0.1021
1 2 -2 0.0288
-1 -2 2 0.0650
-2 1 2 0.0632
2 -1 -2 0.0551
0 1 -2 0.0270
-1 2 -5 0.0358
-3 -3 -5 0.0502
-2 -2 5 0.0559
1 2 5 0.0212
-3 5 -1 0.0581
0 -2 5 0.0544

_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.051
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0003 0.0002 -0.9983 -0.0243 -0.0202 0.0083
-0.0003 -0.0002 0.9983 0.0243 0.0202 -0.0083
1.9974 -0.9994 0.9962 -0.0648 0.1034 -0.1805
1.9976 1.9983 0.9906 -0.1046 0.1929 -0.0775
-0.0001 -0.9992 0.0019 0.0132 -0.0298 -0.0343
0.9997 1.9988 -2.0024 -0.1262 0.0757 0.0163
-0.9997 -1.9988 2.0024 0.1262 -0.0757 -0.0163
-1.9984 0.9989 1.9989 0.1376 -0.0427 0.1556
1.9984 -0.9989 -1.9989 -0.1376 0.0427 -0.1556
0.0007 0.9995 -1.9985 -0.0618 -0.0107 0.0509
-0.9971 1.9992 -4.9934 -0.0967 -0.0980 0.1790
-2.9952 -2.9970 -4.9800 0.0719 -0.3602 0.1453
-1.9995 -1.9992 4.9995 0.2502 -0.0715 0.0278
0.9974 1.9977 4.9859 0.0437 0.2174 -0.0418
-2.9960 4.9963 -1.0016 0.0630 -0.0406 0.3866
-0.0018 -1.9992 4.9954 0.1478 0.0415 -0.1101

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            26930
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.997
_diffrn_reflns_theta_min         2.722
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  90.00   0.50   62.00    --   17.96  58.00   4.00  172
  2  ω    -54.00  32.00   0.50   62.00    --   17.96 -58.00-136.00  172
  3  ω    -56.00   5.00   0.50   62.00    --   17.96 -19.00  90.00  122
  4  ω     42.00  90.00   0.50   62.00    --   17.96 178.00-120.00   96
  5  ω     42.00  90.00   0.50   62.00    --   17.96 178.00 -30.00   96
  6  ω     42.00  90.00   0.50   62.00    --   17.96 178.00-150.00   96
  7  ω    -90.00   4.00   0.50   62.00    --  -17.65 -77.00-180.00  188
  8  ω    -56.00   5.00   0.50   62.00    --   17.96 -19.00 -90.00  122
  9  ω    -23.00  20.00   0.50   62.00    --   17.96 -99.00  60.00   86
 10  ω     39.00  89.00   0.50   62.00    --   17.96-178.00  90.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0511730000
_diffrn_orient_matrix_UB_12      -0.0132090000
_diffrn_orient_matrix_UB_13      0.0242920000
_diffrn_orient_matrix_UB_21      0.0566068000
_diffrn_orient_matrix_UB_22      0.0298919000
_diffrn_orient_matrix_UB_23      0.0203001000
_diffrn_orient_matrix_UB_31      -0.0690258000
_diffrn_orient_matrix_UB_32      0.0343213000
_diffrn_orient_matrix_UB_33      -0.0083226000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3895
_reflns_number_total             4576
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.170
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         4576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0238
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0329P)²+1.3650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0598
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.250000 0.75062(2) 0.500000 0.01150(4) Uani 1 2 d S T P . .
Br1 Br 0.02576(2) 0.82064(2) 0.79773(2) 0.02473(5) Uani 1 1 d . . . . .
Cl1 Cl -0.04114(5) 0.75588(2) 0.43409(2) 0.01596(6) Uani 1 1 d . . . . .
C1 C 0.250000 0.88092(12) 0.500000 0.0123(3) Uani 1 2 d S T P . .
N1 N 0.21530(17) 0.93571(7) 0.54639(5) 0.01294(19) Uani 1 1 d . . . . .
C2 C 0.2275(2) 1.02495(9) 0.52893(7) 0.0149(2) Uani 1 1 d . . . . .
H2 H 0.206(3) 1.0715(12) 0.5531(9) 0.014(4) Uiso 1 1 d . . . . .
C3 C 0.17133(19) 0.90720(9) 0.60520(6) 0.0141(2) Uani 1 1 d . . . . .
C4 C 0.2603(2) 0.95042(10) 0.65805(7) 0.0184(3) Uani 1 1 d . . . . .
H4 H 0.352(4) 0.9952(15) 0.6549(11) 0.035(6) Uiso 1 1 d . . . . .
C5 C 0.2168(2) 0.92498(11) 0.71559(7) 0.0209(3) Uani 1 1 d . . . . .
H5 H 0.276(3) 0.9510(16) 0.7519(10) 0.030(6) Uiso 1 1 d . . . . .
C6 C 0.0842(2) 0.85656(10) 0.71925(7) 0.0188(3) Uani 1 1 d . . . . .
C7 C -0.0055(2) 0.81305(9) 0.66676(7) 0.0171(2) Uani 1 1 d . . . . .
H7 H -0.099(3) 0.7685(14) 0.6711(11) 0.028(5) Uiso 1 1 d . . . . .
C8 C 0.0383(2) 0.83854(9) 0.60923(7) 0.0151(2) Uani 1 1 d . . . . .
H8 H -0.029(3) 0.8099(12) 0.5723(10) 0.020(5) Uiso 1 1 d . . . . .
N2 N 0.250000 0.61187(11) 0.500000 0.0149(3) Uani 1 2 d S T P . .
C9 C 0.2288(2) 0.56646(9) 0.55136(7) 0.0184(3) Uani 1 1 d . . . . .
H9 H 0.223(3) 0.5989(13) 0.5855(10) 0.024(5) Uiso 1 1 d . . . . .
C10 C 0.2261(2) 0.47369(10) 0.55280(9) 0.0224(3) Uani 1 1 d . . . . .
H10 H 0.216(4) 0.4496(16) 0.5898(12) 0.042(7) Uiso 1 1 d . . . . .
C11 C 0.250000 0.42674(14) 0.500000 0.0231(4) Uani 1 2 d S T P . .
H11 H 0.250000 0.363(2) 0.500000 0.031(8) Uiso 1 2 d S . 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
Pd1 Cl1 2.3163(3) . ?
Pd1 Cl1 2.3163(3) 2_556 ?
Pd1 C1 1.9500(18) . ?
Pd1 N2 2.0765(16) . ?
Br1 C6 1.8992(14) . ?
C1 N1 1.3537(15) 2_556 ?
C1 N1 1.3538(15) . ?
N1 C2 1.3951(17) . ?
N1 C3 1.4303(17) . ?
C2 C2 1.348(3) 2_556 ?
C2 H2 0.900(19) . ?
C3 C4 1.392(2) . ?
C3 C8 1.3948(19) . ?
C4 H4 0.94(2) . ?
C4 C5 1.391(2) . ?
C5 H5 0.93(2) . ?
C5 C6 1.389(2) . ?
C6 C7 1.389(2) . ?
C7 H7 0.95(2) . ?
C7 C8 1.391(2) . ?
C8 H8 0.97(2) . ?
N2 C9 1.3401(17) 2_556 ?
N2 C9 1.3401(17) . ?
C9 H9 0.90(2) . ?
C9 C10 1.389(2) . ?
C10 H10 0.90(3) . ?
C10 C11 1.383(2) . ?
C11 H11 0.95(3) . ?

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
Cl1 Pd1 Cl1 176.098(16) 2_556 . ?
C1 Pd1 Cl1 88.049(8) . 2_556 ?
C1 Pd1 Cl1 88.050(8) . . ?
C1 Pd1 N2 180.0 . . ?
N2 Pd1 Cl1 91.950(8) . . ?
N2 Pd1 Cl1 91.951(8) . 2_556 ?
N1 C1 Pd1 127.28(8) 2_556 . ?
N1 C1 Pd1 127.28(8) . . ?
N1 C1 N1 105.44(15) 2_556 . ?
C1 N1 C2 110.48(12) . . ?
C1 N1 C3 125.37(11) . . ?
C2 N1 C3 124.15(11) . . ?
N1 C2 H2 123.9(12) . . ?
C2 C2 N1 106.80(7) 2_556 . ?
C2 C2 H2 129.3(12) 2_556 . ?
C4 C3 N1 118.87(12) . . ?
C4 C3 C8 120.72(13) . . ?
C8 C3 N1 120.40(12) . . ?
C3 C4 H4 119.9(14) . . ?
C5 C4 C3 119.83(14) . . ?
C5 C4 H4 120.2(14) . . ?
C4 C5 H5 122.4(14) . . ?
C6 C5 C4 119.13(14) . . ?
C6 C5 H5 118.5(14) . . ?
C5 C6 Br1 119.39(11) . . ?
C5 C6 C7 121.47(14) . . ?
C7 C6 Br1 119.13(11) . . ?
C6 C7 H7 118.7(14) . . ?
C6 C7 C8 119.33(13) . . ?
C8 C7 H7 121.9(14) . . ?
C3 C8 H8 121.2(12) . . ?
C7 C8 C3 119.52(13) . . ?
C7 C8 H8 119.2(12) . . ?
C9 N2 Pd1 120.47(9) 2_556 . ?
C9 N2 Pd1 120.47(9) . . ?
C9 N2 C9 119.06(18) . 2_556 ?
N2 C9 H9 116.7(13) . . ?
N2 C9 C10 121.96(15) . . ?
C10 C9 H9 121.3(13) . . ?
C9 C10 H10 115.1(15) . . ?
C11 C10 C9 119.03(16) . . ?
C11 C10 H10 125.7(15) . . ?
C10 C11 C10 118.9(2) . 2_556 ?
C10 C11 H11 120.53(10) . . ?
C10 C11 H11 120.54(10) 2_556 . ?

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
Pd1 C1 N1 C2 -179.76(7) . . . . ?
Pd1 C1 N1 C3 0.00(15) . . . . ?
Pd1 N2 C9 C10 179.32(11) . . . . ?
Br1 C6 C7 C8 -179.38(11) . . . . ?
C1 N1 C2 C2 -0.64(19) . . . 2_556 ?
C1 N1 C3 C4 136.73(12) . . . . ?
C1 N1 C3 C8 -44.64(18) . . . . ?
N1 C1 N1 C2 0.24(7) 2_556 . . . ?
N1 C1 N1 C3 180.00(14) 2_556 . . . ?
N1 C3 C4 C5 178.73(13) . . . . ?
N1 C3 C8 C7 -178.68(12) . . . . ?
C2 N1 C3 C4 -43.54(19) . . . . ?
C2 N1 C3 C8 135.09(14) . . . . ?
C3 N1 C2 C2 179.59(14) . . . 2_556 ?
C3 C4 C5 C6 -0.1(2) . . . . ?
C4 C3 C8 C7 -0.1(2) . . . . ?
C4 C5 C6 Br1 179.40(12) . . . . ?
C4 C5 C6 C7 0.1(2) . . . . ?
C5 C6 C7 C8 0.0(2) . . . . ?
C6 C7 C8 C3 0.0(2) . . . . ?
C8 C3 C4 C5 0.1(2) . . . . ?
N2 C9 C10 C11 1.3(2) . . . . ?
C9 N2 C9 C10 -0.68(11) 2_556 . . . ?
C9 C10 C11 C10 -0.64(10) . . . 2_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.427
_oxdiff_exptl_absorpt_empirical_full_min 0.777
####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 2217756'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-11-06 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 Cl4 N3 Pd'
_chemical_formula_sum            'C20 H15 Cl4 N3 Pd'
_chemical_formula_weight         545.55
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                   13.5230(3)
_cell_length_b                   11.9245(3)
_cell_length_c                   14.5709(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.6740(10)
_cell_angle_gamma                90
_cell_volume                     2117.66(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      30.88
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.178
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.086
_exptl_absorpt_coefficient_mu    1.392
_shelx_estimated_absorpt_T_min   0.790
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5116
_exptl_absorpt_correction_T_max  0.5659
_exptl_absorpt_process_details   
'SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            86820
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_av_R_equivalents  0.1122
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.307
_diffrn_reflns_theta_max         33.216
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8115
_reflns_number_gt                5400
_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       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0430P)²+1.3379P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8115
_refine_ls_number_parameters     314
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1027
_refine_ls_wR_factor_gt          0.0884
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.75267(2) 0.77102(2) 0.49048(2) 0.01736(7) Uani 1 1 d . . . . .
Cl1 Cl 0.67521(6) 0.86466(6) 0.33636(5) 0.02280(15) Uani 1 1 d . . . . .
Cl2 Cl 0.81545(6) 0.66850(7) 0.63811(5) 0.02667(17) Uani 1 1 d . . . . .
Cl3 Cl 0.34656(7) 0.77411(9) 0.26820(7) 0.0388(2) Uani 1 1 d . . . . .
Cl4 Cl 0.77212(8) 0.35534(8) 0.51164(7) 0.0358(2) Uani 1 1 d . . . . .
N1 N 0.5378(2) 0.6522(2) 0.42665(18) 0.0190(5) Uani 1 1 d . . . . .
N2 N 0.6515(2) 0.5576(2) 0.39076(18) 0.0205(5) Uani 1 1 d . . . . .
N3 N 0.8795(2) 0.8903(2) 0.55639(19) 0.0222(5) Uani 1 1 d . . . . .
C1 C 0.6400(2) 0.6554(3) 0.4318(2) 0.0187(6) Uani 1 1 d . . . . .
C2 C 0.5553(3) 0.4940(3) 0.3580(2) 0.0235(6) Uani 1 1 d . . . . .
H2 H 0.547(3) 0.424(3) 0.324(3) 0.033(10) Uiso 1 1 d . . . . .
C3 C 0.4846(3) 0.5527(3) 0.3809(2) 0.0228(6) Uani 1 1 d . . . . .
H3 H 0.408(3) 0.539(3) 0.372(2) 0.022(9) Uiso 1 1 d . . . . .
C4 C 0.4931(2) 0.7398(3) 0.4641(2) 0.0213(6) Uani 1 1 d . . . . .
C5 C 0.4062(3) 0.8039(3) 0.3977(3) 0.0267(7) Uani 1 1 d . . . . .
C6 C 0.3665(3) 0.8925(3) 0.4348(3) 0.0390(9) Uani 1 1 d D . . . .
H6 H 0.313(3) 0.934(3) 0.390(3) 0.053(13) Uiso 1 1 d D . . . .
C7 C 0.4144(3) 0.9146(4) 0.5377(4) 0.0440(10) Uani 1 1 d D . . . .
H7 H 0.392(3) 0.971(3) 0.564(3) 0.043(12) Uiso 1 1 d D . . . .
C8 C 0.4985(3) 0.8492(4) 0.6037(3) 0.0392(9) Uani 1 1 d D . . . .
H8 H 0.522(3) 0.869(3) 0.6679(19) 0.037(11) Uiso 1 1 d D . . . .
C9 C 0.5391(3) 0.7618(3) 0.5681(3) 0.0261(7) Uani 1 1 d D . . . .
H9 H 0.590(3) 0.716(3) 0.610(3) 0.037(11) Uiso 1 1 d D . . . .
C10 C 0.7490(2) 0.5267(3) 0.3807(2) 0.0211(6) Uani 1 1 d . . . . .
C11 C 0.8109(3) 0.4345(3) 0.4325(2) 0.0254(6) Uani 1 1 d . . . . .
C12 C 0.9038(3) 0.4047(3) 0.4209(3) 0.0301(7) Uani 1 1 d . . . . .
H12 H 0.943(3) 0.343(3) 0.458(3) 0.026(9) Uiso 1 1 d . . . . .
C13 C 0.9351(3) 0.4681(3) 0.3582(3) 0.0333(8) Uani 1 1 d . . . . .
H13 H 0.997(4) 0.452(4) 0.354(3) 0.056(14) Uiso 1 1 d . . . . .
C14 C 0.8751(3) 0.5603(3) 0.3081(3) 0.0308(8) Uani 1 1 d . . . . .
H14 H 0.891(3) 0.606(3) 0.265(3) 0.037(11) Uiso 1 1 d . . . . .
C15 C 0.7813(3) 0.5907(3) 0.3185(2) 0.0252(6) Uani 1 1 d . . . . .
H15 H 0.742(3) 0.651(3) 0.290(3) 0.024(9) Uiso 1 1 d . . . . .
C16 C 0.8649(3) 0.9995(3) 0.5323(3) 0.0265(7) Uani 1 1 d . . . . .
H16 H 0.795(3) 1.025(3) 0.483(3) 0.032(10) Uiso 1 1 d . . . . .
C17 C 0.9468(3) 1.0793(3) 0.5750(3) 0.0325(8) Uani 1 1 d . . . . .
H17 H 0.927(3) 1.156(3) 0.557(3) 0.029(10) Uiso 1 1 d . . . . .
C18 C 1.0504(3) 1.0448(4) 0.6432(3) 0.0365(9) Uani 1 1 d . . . . .
H18 H 1.110(3) 1.095(3) 0.670(3) 0.040(11) Uiso 1 1 d . . . . .
C19 C 1.0665(3) 0.9336(4) 0.6690(3) 0.0341(8) Uani 1 1 d . . . . .
H19 H 1.137(4) 0.904(3) 0.710(3) 0.047(12) Uiso 1 1 d . . . . .
C20 C 0.9809(3) 0.8586(3) 0.6263(2) 0.0275(7) Uani 1 1 d . . . . .
H20 H 0.988(3) 0.784(3) 0.641(3) 0.033(11) Uiso 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 C1 1.956(3) . ?
Pd1 N3 2.112(3) . ?
Pd1 Cl2 2.2935(8) . ?
Pd1 Cl1 2.3128(7) . ?
Cl3 C5 1.738(4) . ?
Cl4 C11 1.738(3) . ?
N1 C1 1.351(4) . ?
N1 C3 1.397(4) . ?
N1 C4 1.429(4) . ?
N2 C1 1.351(4) . ?
N2 C2 1.399(4) . ?
N2 C10 1.436(4) . ?
N3 C16 1.342(4) . ?
N3 C20 1.360(4) . ?
C2 C3 1.339(4) . ?
C2 H2 0.95(4) . ?
C3 H3 1.00(3) . ?
C4 C5 1.384(4) . ?
C4 C9 1.390(4) . ?
C5 C6 1.395(5) . ?
C6 C7 1.377(6) . ?
C6 H6 0.88(2) . ?
C7 C8 1.370(6) . ?
C7 H7 0.89(2) . ?
C8 C9 1.380(5) . ?
C8 H8 0.88(2) . ?
C9 H9 0.88(2) . ?
C10 C11 1.390(4) . ?
C10 C15 1.392(4) . ?
C11 C12 1.384(4) . ?
C12 C13 1.387(5) . ?
C12 H12 0.93(4) . ?
C13 C14 1.374(5) . ?
C13 H13 0.89(5) . ?
C14 C15 1.389(4) . ?
C14 H14 0.93(4) . ?
C15 H15 0.89(4) . ?
C16 C17 1.387(5) . ?
C16 H16 0.95(4) . ?
C17 C18 1.384(6) . ?
C17 H17 0.95(4) . ?
C18 C19 1.370(6) . ?
C18 H18 0.95(4) . ?
C19 C20 1.380(5) . ?
C19 H19 0.95(4) . ?
C20 H20 0.91(4) . ?

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 177.50(12) . . ?
C1 Pd1 Cl2 86.32(8) . . ?
N3 Pd1 Cl2 91.98(7) . . ?
C1 Pd1 Cl1 88.67(8) . . ?
N3 Pd1 Cl1 93.06(7) . . ?
Cl2 Pd1 Cl1 174.85(3) . . ?
C1 N1 C3 110.7(2) . . ?
C1 N1 C4 123.4(3) . . ?
C3 N1 C4 125.9(3) . . ?
C1 N2 C2 110.5(2) . . ?
C1 N2 C10 123.6(3) . . ?
C2 N2 C10 125.8(3) . . ?
C16 N3 C20 116.9(3) . . ?
C16 N3 Pd1 122.4(2) . . ?
C20 N3 Pd1 120.7(2) . . ?
N1 C1 N2 105.2(3) . . ?
N1 C1 Pd1 128.9(2) . . ?
N2 C1 Pd1 125.8(2) . . ?
C3 C2 N2 106.9(3) . . ?
C3 C2 H2 131(2) . . ?
N2 C2 H2 122(2) . . ?
C2 C3 N1 106.7(3) . . ?
C2 C3 H3 134(2) . . ?
N1 C3 H3 119.7(19) . . ?
C5 C4 C9 120.1(3) . . ?
C5 C4 N1 120.6(3) . . ?
C9 C4 N1 119.3(3) . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 Cl3 120.0(3) . . ?
C6 C5 Cl3 120.0(3) . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 H6 122(3) . . ?
C5 C6 H6 118(3) . . ?
C8 C7 C6 120.7(4) . . ?
C8 C7 H7 117(3) . . ?
C6 C7 H7 122(3) . . ?
C7 C8 C9 120.7(4) . . ?
C7 C8 H8 114(3) . . ?
C9 C8 H8 125(3) . . ?
C8 C9 C4 119.2(3) . . ?
C8 C9 H9 122(3) . . ?
C4 C9 H9 119(3) . . ?
C11 C10 C15 120.1(3) . . ?
C11 C10 N2 120.8(3) . . ?
C15 C10 N2 119.2(3) . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 Cl4 119.5(3) . . ?
C10 C11 Cl4 120.4(2) . . ?
C11 C12 C13 119.5(3) . . ?
C11 C12 H12 117(2) . . ?
C13 C12 H12 124(2) . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 120(3) . . ?
C12 C13 H13 120(3) . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 125(2) . . ?
C15 C14 H14 115(2) . . ?
C14 C15 C10 119.2(3) . . ?
C14 C15 H15 124(2) . . ?
C10 C15 H15 117(2) . . ?
N3 C16 C17 123.4(3) . . ?
N3 C16 H16 120(2) . . ?
C17 C16 H16 117(2) . . ?
C18 C17 C16 118.8(4) . . ?
C18 C17 H17 124(2) . . ?
C16 C17 H17 117(2) . . ?
C19 C18 C17 118.4(4) . . ?
C19 C18 H18 120(3) . . ?
C17 C18 H18 122(3) . . ?
C18 C19 C20 120.0(4) . . ?
C18 C19 H19 122(3) . . ?
C20 C19 H19 117(3) . . ?
N3 C20 C19 122.4(4) . . ?
N3 C20 H20 115(3) . . ?
C19 C20 H20 123(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 N2 -0.8(3) . . . . ?
C4 N1 C1 N2 178.9(3) . . . . ?
C3 N1 C1 Pd1 -178.4(2) . . . . ?
C4 N1 C1 Pd1 1.3(4) . . . . ?
C2 N2 C1 N1 1.1(3) . . . . ?
C10 N2 C1 N1 179.6(3) . . . . ?
C2 N2 C1 Pd1 178.8(2) . . . . ?
C10 N2 C1 Pd1 -2.7(4) . . . . ?
C1 N2 C2 C3 -1.1(3) . . . . ?
C10 N2 C2 C3 -179.5(3) . . . . ?
N2 C2 C3 N1 0.5(3) . . . . ?
C1 N1 C3 C2 0.2(3) . . . . ?
C4 N1 C3 C2 -179.5(3) . . . . ?
C1 N1 C4 C5 113.1(3) . . . . ?
C3 N1 C4 C5 -67.3(4) . . . . ?
C1 N1 C4 C9 -65.7(4) . . . . ?
C3 N1 C4 C9 113.9(3) . . . . ?
C9 C4 C5 C6 1.7(5) . . . . ?
N1 C4 C5 C6 -177.0(3) . . . . ?
C9 C4 C5 Cl3 -178.4(2) . . . . ?
N1 C4 C5 Cl3 2.8(4) . . . . ?
C4 C5 C6 C7 -0.5(5) . . . . ?
Cl3 C5 C6 C7 179.6(3) . . . . ?
C5 C6 C7 C8 -1.3(6) . . . . ?
C6 C7 C8 C9 1.7(6) . . . . ?
C7 C8 C9 C4 -0.5(6) . . . . ?
C5 C4 C9 C8 -1.3(5) . . . . ?
N1 C4 C9 C8 177.5(3) . . . . ?
C1 N2 C10 C11 116.3(3) . . . . ?
C2 N2 C10 C11 -65.4(4) . . . . ?
C1 N2 C10 C15 -63.3(4) . . . . ?
C2 N2 C10 C15 114.9(3) . . . . ?
C15 C10 C11 C12 -1.3(5) . . . . ?
N2 C10 C11 C12 179.0(3) . . . . ?
C15 C10 C11 Cl4 179.1(2) . . . . ?
N2 C10 C11 Cl4 -0.5(4) . . . . ?
C10 C11 C12 C13 0.7(5) . . . . ?
Cl4 C11 C12 C13 -179.7(3) . . . . ?
C11 C12 C13 C14 0.4(5) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
C13 C14 C15 C10 0.2(5) . . . . ?
C11 C10 C15 C14 0.9(5) . . . . ?
N2 C10 C15 C14 -179.5(3) . . . . ?
C20 N3 C16 C17 -0.2(4) . . . . ?
Pd1 N3 C16 C17 179.7(2) . . . . ?
N3 C16 C17 C18 2.5(5) . . . . ?
C16 C17 C18 C19 -2.8(5) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
C16 N3 C20 C19 -1.8(4) . . . . ?
Pd1 N3 C20 C19 178.3(2) . . . . ?
C18 C19 C20 N3 1.5(5) . . . . ?

_refine_diff_density_max         1.150
_refine_diff_density_min         -1.569
_refine_diff_density_rms         0.153



####################################################################### 
# 
# 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_3l
_database_code_depnum_ccdc_archive 'CCDC 2211742'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-10-07 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_audit_creation_date             2022-10-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_sum            'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_weight         612.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
_chemical_oxdiff_usercomment     PRO-4CF3
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   6.9530(3)
_cell_length_b                   14.9603(5)
_cell_length_c                   22.6625(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.962(3)
_cell_angle_gamma                90
_cell_volume                     2344.58(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3989
_cell_measurement_temperature    99.97(10)
_cell_measurement_theta_max      35.1060
_cell_measurement_theta_min      3.2290
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.822
_exptl_absorpt_coefficient_mu    1.083
_exptl_absorpt_correction_T_max  1.403
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 2 0.0078
0 -5 -2 0.0198
0 5 -2 0.0127
0 -5 2 0.0230
4 -3 -5 0.0659
-4 1 5 0.0986
0 -1 5 0.0179
0 0 -1 0.0222
0 -3 -5 0.0171

_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.028
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0001 4.9929 1.9990 0.2388 -0.0381 -0.0390
0.0001 -4.9929 -1.9990 -0.2388 0.0381 0.0390
-0.0006 4.9940 -1.9958 0.2157 0.0751 -0.0886
0.0006 -4.9940 1.9958 -0.2157 -0.0751 0.0886
3.9946 -2.9953 -4.9939 -0.2437 -0.0828 -0.3648
-3.9944 0.9979 4.9932 0.1528 0.0754 0.3903
0.0007 -1.0001 4.9932 -0.0165 -0.1451 0.0748
-0.0001 0.0003 -0.9987 -0.0058 0.0283 -0.0124
-0.0004 -2.9947 -4.9945 -0.1653 0.1303 -0.0238

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            9367
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.755
_diffrn_reflns_theta_min         2.723
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  51.00   0.60   55.00    --   17.96-104.00 -45.00   90
  2  ω     39.00  87.60   0.60   55.00    --   17.96-178.00 120.00   81
  3  ω      4.00  89.20   0.60   55.00    --   17.96  57.00   0.00  142
  4  ω      4.00  89.20   0.60   55.00    --   17.96  57.00 120.00  142
  5  ω     -4.00  89.00   0.60   55.00    --   17.96  77.00 150.00  155
  6  ω     42.00  90.00   0.60   55.00    --   17.96 178.00-120.00   80
  7  ω    -28.00  56.00   0.60   55.00    --  -17.65  19.00  90.00  140
  8  ω    -23.00  28.00   0.60   55.00    --   17.96 -99.00   0.00   85
  9  ω    -23.00  49.00   0.60   55.00    --   17.96 -99.00-150.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0196334000
_diffrn_orient_matrix_UB_12      0.0455063000
_diffrn_orient_matrix_UB_13      0.0058093000
_diffrn_orient_matrix_UB_21      -0.0533458000
_diffrn_orient_matrix_UB_22      0.0037128000
_diffrn_orient_matrix_UB_23      -0.0283176000
_diffrn_orient_matrix_UB_31      -0.0853616000
_diffrn_orient_matrix_UB_32      -0.0127895000
_diffrn_orient_matrix_UB_33      0.0124388000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6894
_reflns_number_total             9367
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.296
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         9367
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0832P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8997(4)
 0.1003(4)
2. Restrained distances
 C9-F1 \\sim C9-F1A \\sim C9-F1B \\sim C9-F2 \\sim C9-F2A \\sim C9-F2B \\sim
C9-F3 \\sim C9-F3A \\sim C9-F3B
 with sigma of 0.003
 F1-F2 \\sim F2-F3 \\sim F1-F3 \\sim F1A-F2A \\sim F2A-F3A \\sim F1A-F3A \\sim
F1B-F2B \\sim F2B-F3B \\sim F1B-
 F3B
 with sigma of 0.03
3. Uiso/Uaniso restraints and constraints
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(F1) = Uanis(F1A) = Uanis(F1B)
Uanis(F2) = Uanis(F2A) = Uanis(F2B)
Uanis(F3) = Uanis(F3A) = Uanis(F3B)
4. Others
 1*[Sof(F1)+Sof(F2)+Sof(F3)]+1*[Sof(F1A)+Sof(F2A)+Sof(F3A)]+1*[Sof(F1B)+
 Sof(F2B)+Sof(F3B)]=1 with esd of 0.0001
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(2)
 Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(3)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.750000 0.24858(2) 0.500000 0.01162(7) Uani 1 2 d S T P . .
Cl1 Cl 0.47146(8) 0.24347(3) 0.43464(3) 0.01755(11) Uani 1 1 d . . . . .
C1 C 0.750000 0.11839(17) 0.500000 0.0120(4) Uani 1 2 d S T P . .
N1 N 0.7904(2) 0.06301(11) 0.45550(7) 0.0124(3) Uani 1 1 d . . . . .
C2 C 0.7763(3) -0.02623(12) 0.47215(9) 0.0142(3) Uani 1 1 d . . . . .
H2 H 0.799(4) -0.071(2) 0.4471(13) 0.022(7) Uiso 1 1 d . . . . .
C3 C 0.8393(3) 0.09149(12) 0.39863(8) 0.0138(3) Uani 1 1 d . . . . .
C4 C 0.7570(3) 0.04605(14) 0.34870(9) 0.0183(4) Uani 1 1 d . . . . .
H4 H 0.673(4) 0.0007(17) 0.3519(11) 0.010(6) Uiso 1 1 d . . . . .
C5 C 0.8039(3) 0.07208(15) 0.29292(9) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.751(5) 0.045(3) 0.2606(16) 0.037(11) Uiso 1 1 d . . . . .
C6 C 0.9307(3) 0.14233(14) 0.28776(9) 0.0191(4) Uani 1 1 d . . . . .
C7 C 1.0155(3) 0.18676(13) 0.33808(9) 0.0180(4) Uani 1 1 d . . . . .
H7 H 1.102(6) 0.233(2) 0.3326(17) 0.034(10) Uiso 1 1 d . . . . .
C8 C 0.9690(3) 0.16140(13) 0.39403(8) 0.0151(3) Uani 1 1 d . . . . .
H8 H 1.033(4) 0.1904(17) 0.4295(11) 0.011(6) Uiso 1 1 d . . . . .
C9 C 0.9801(3) 0.16878(13) 0.22723(9) 0.0261(4) Uani 1 1 d D . . . .
F1 F 0.8267(5) 0.1586(3) 0.18609(16) 0.0331(9) Uani 0.720(4) 1 d D U P A 1
F2 F 1.1287(4) 0.1219(3) 0.20940(17) 0.0365(11) Uani 0.720(4) 1 d D U P A 1
F3 F 1.0331(5) 0.25506(12) 0.22460(16) 0.0278(9) Uani 0.720(4) 1 d D . P A 1
F1A F 0.866(2) 0.1292(10) 0.1832(6) 0.0331(9) Uani 0.140(4) 1 d D . P A 2
F2A F 1.1553(18) 0.1343(18) 0.2203(12) 0.0365(11) Uani 0.140(4) 1 d D . P A 2
F3A F 0.983(3) 0.2577(4) 0.2188(13) 0.0278(9) Uani 0.140(4) 1 d D . P A 2
F1B F 0.817(3) 0.1797(17) 0.1903(12) 0.0331(9) Uani 0.140(4) 1 d D . P A 3
F2B F 1.077(2) 0.1021(9) 0.2033(9) 0.0365(11) Uani 0.140(4) 1 d D . P A 3
F3B F 1.082(2) 0.2450(7) 0.2273(13) 0.0278(9) Uani 0.140(4) 1 d D . P A 3
N2 N 0.750000 0.38732(15) 0.500000 0.0152(4) Uani 1 2 d S T P . .
C10 C 0.7698(3) 0.43284(14) 0.45011(10) 0.0198(4) Uani 1 1 d . . . . .
H10 H 0.780(5) 0.394(2) 0.4170(13) 0.022(7) Uiso 1 1 d . . . . .
C11 C 0.7735(4) 0.52567(15) 0.44863(11) 0.0238(4) Uani 1 1 d . . . . .
H11 H 0.791(5) 0.552(2) 0.4140(14) 0.028(8) Uiso 1 1 d . . . . .
C12 C 0.750000 0.57329(19) 0.500000 0.0247(6) Uani 1 2 d S T P . .
H12 H 0.750000 0.638(3) 0.500000 0.028(11) Uiso 1 2 d S . 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
Pd1 Cl1 2.3140(6) 2_656 ?
Pd1 Cl1 2.3140(6) . ?
Pd1 C1 1.948(2) . ?
Pd1 N2 2.076(2) . ?
C1 N1 1.357(2) 2_656 ?
C1 N1 1.357(2) . ?
N1 C2 1.394(2) . ?
N1 C3 1.431(2) . ?
C2 C2 1.351(4) 2_656 ?
C2 H2 0.90(3) . ?
C3 C4 1.391(3) . ?
C3 C8 1.392(3) . ?
C4 H4 0.90(3) . ?
C4 C5 1.393(3) . ?
C5 H5 0.88(4) . ?
C5 C6 1.384(3) . ?
C6 C7 1.397(3) . ?
C6 C9 1.501(3) . ?
C7 H7 0.93(4) . ?
C7 C8 1.393(3) . ?
C8 H8 0.98(3) . ?
C9 F1 1.350(2) . ?
C9 F2 1.345(2) . ?
C9 F3 1.346(2) . ?
C9 F1A 1.346(3) . ?
C9 F2A 1.347(3) . ?
C9 F3A 1.345(3) . ?
C9 F1B 1.347(3) . ?
C9 F2B 1.347(3) . ?
C9 F3B 1.345(3) . ?
N2 C10 1.339(2) . ?
N2 C10 1.339(2) 2_656 ?
C10 H10 0.96(3) . ?
C10 C11 1.389(3) . ?
C11 H11 0.90(3) . ?
C11 C12 1.389(3) . ?
C12 H12 0.97(5) . ?

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
Cl1 Pd1 Cl1 176.21(2) . 2_656 ?
C1 Pd1 Cl1 88.106(12) . . ?
C1 Pd1 Cl1 88.106(11) . 2_656 ?
C1 Pd1 N2 180.0 . . ?
N2 Pd1 Cl1 91.894(11) . . ?
N2 Pd1 Cl1 91.894(12) . 2_656 ?
N1 C1 Pd1 127.63(11) 2_656 . ?
N1 C1 Pd1 127.63(11) . . ?
N1 C1 N1 104.7(2) . 2_656 ?
C1 N1 C2 110.98(16) . . ?
C1 N1 C3 125.05(16) . . ?
C2 N1 C3 123.97(16) . . ?
N1 C2 H2 121(2) . . ?
C2 C2 N1 106.65(10) 2_656 . ?
C2 C2 H2 132(2) 2_656 . ?
C4 C3 N1 118.10(17) . . ?
C4 C3 C8 121.40(18) . . ?
C8 C3 N1 120.48(16) . . ?
C3 C4 H4 121.0(16) . . ?
C3 C4 C5 119.10(19) . . ?
C5 C4 H4 119.9(15) . . ?
C4 C5 H5 121(2) . . ?
C6 C5 C4 119.99(19) . . ?
C6 C5 H5 119(2) . . ?
C5 C6 C7 120.72(18) . . ?
C5 C6 C9 119.04(18) . . ?
C7 C6 C9 120.22(19) . . ?
C6 C7 H7 118(2) . . ?
C8 C7 C6 119.68(19) . . ?
C8 C7 H7 123(2) . . ?
C3 C8 C7 119.10(18) . . ?
C3 C8 H8 121.1(15) . . ?
C7 C8 H8 119.7(15) . . ?
F1 C9 C6 111.2(3) . . ?
F2 C9 C6 113.1(2) . . ?
F2 C9 F1 108.1(2) . . ?
F2 C9 F3 105.3(3) . . ?
F3 C9 C6 112.5(2) . . ?
F3 C9 F1 106.1(2) . . ?
F1A C9 C6 112.8(9) . . ?
F1A C9 F2A 102.5(11) . . ?
F2A C9 C6 107.5(12) . . ?
F3A C9 C6 113.5(14) . . ?
F3A C9 F1A 110.2(11) . . ?
F3A C9 F2A 109.7(14) . . ?
F1B C9 C6 110.0(16) . . ?
F1B C9 F2B 105.2(12) . . ?
F2B C9 C6 110.1(9) . . ?
F3B C9 C6 113.2(13) . . ?
F3B C9 F1B 108.0(13) . . ?
F3B C9 F2B 110.1(12) . . ?
C10 N2 Pd1 120.56(13) 2_656 . ?
C10 N2 Pd1 120.56(13) . . ?
C10 N2 C10 118.9(3) 2_656 . ?
N2 C10 H10 112.2(18) . . ?
N2 C10 C11 122.2(2) . . ?
C11 C10 H10 125.6(18) . . ?
C10 C11 H11 118(2) . . ?
C12 C11 C10 119.2(2) . . ?
C12 C11 H11 123(2) . . ?
C11 C12 C11 118.3(3) 2_656 . ?
C11 C12 H12 120.86(14) 2_656 . ?
C11 C12 H12 120.86(14) . . ?

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
Pd1 C1 N1 C2 179.70(10) . . . . ?
Pd1 C1 N1 C3 -0.9(2) . . . . ?
Pd1 N2 C10 C11 -178.97(17) . . . . ?
C1 N1 C2 C2 0.8(3) . . . 2_656 ?
C1 N1 C3 C4 -137.57(17) . . . . ?
C1 N1 C3 C8 43.9(3) . . . . ?
N1 C1 N1 C2 -0.30(10) 2_656 . . . ?
N1 C1 N1 C3 179.1(2) 2_656 . . . ?
N1 C3 C4 C5 -179.41(19) . . . . ?
N1 C3 C8 C7 179.16(18) . . . . ?
C2 N1 C3 C4 41.8(3) . . . . ?
C2 N1 C3 C8 -136.8(2) . . . . ?
C3 N1 C2 C2 -178.6(2) . . . 2_656 ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C3 C8 C7 0.7(3) . . . . ?
C4 C5 C6 C7 1.2(3) . . . . ?
C4 C5 C6 C9 179.59(19) . . . . ?
C5 C6 C7 C8 -1.4(3) . . . . ?
C5 C6 C9 F1 35.1(3) . . . . ?
C5 C6 C9 F2 -86.8(3) . . . . ?
C5 C6 C9 F3 154.0(2) . . . . ?
C5 C6 C9 F1A 10.9(8) . . . . ?
C5 C6 C9 F2A -101.4(12) . . . . ?
C5 C6 C9 F3A 137.1(10) . . . . ?
C5 C6 C9 F1B 50.4(11) . . . . ?
C5 C6 C9 F2B -65.0(9) . . . . ?
C5 C6 C9 F3B 171.3(9) . . . . ?
C6 C7 C8 C3 0.5(3) . . . . ?
C7 C6 C9 F1 -146.5(2) . . . . ?
C7 C6 C9 F2 91.7(3) . . . . ?
C7 C6 C9 F3 -27.5(3) . . . . ?
C7 C6 C9 F1A -170.7(8) . . . . ?
C7 C6 C9 F2A 77.1(12) . . . . ?
C7 C6 C9 F3A -44.4(10) . . . . ?
C7 C6 C9 F1B -131.1(11) . . . . ?
C7 C6 C9 F2B 113.4(9) . . . . ?
C7 C6 C9 F3B -10.2(9) . . . . ?
C8 C3 C4 C5 -0.9(3) . . . . ?
C9 C6 C7 C8 -179.78(18) . . . . ?
N2 C10 C11 C12 -2.0(3) . . . . ?
C10 N2 C10 C11 1.03(17) 2_656 . . . ?
C10 C11 C12 C11 0.97(16) . . . 2_656 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.403
_oxdiff_exptl_absorpt_empirical_full_min 0.644
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.8997(4) 18008 11022 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.1003(4) 18018 11022 nmt -1.0001 -0.0001 0.0000 -0.0001 -1.0002 -0.0004
0.6771 -0.0014 1.0005

_twin_special_details            
;
Component 2 rotated by 179.9948° 
around [-0.00 -0.00 1.00] (reciprocal) or [0.32 -0.00 0.95] (direct)
;
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2238012'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-01-25 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 Cl2 N3 Pd'
_chemical_formula_sum            'C20 H17 Cl2 N3 Pd'
_chemical_formula_weight         476.66

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      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                   11.1768(2)
_cell_length_b                   13.3155(2)
_cell_length_c                   14.9335(3)
_cell_angle_alpha                116.1390(10)
_cell_angle_beta                 93.4870(10)
_cell_angle_gamma                103.2910(10)
_cell_volume                     1908.02(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9430
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      36.34
_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.302
_exptl_crystal_size_min          0.202
_exptl_absorpt_coefficient_mu    1.261
_shelx_estimated_absorpt_T_min   0.651
_shelx_estimated_absorpt_T_max   0.785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4243
_exptl_absorpt_correction_T_max  0.4977
_exptl_absorpt_process_details   
'SADABS 2016/2 (Krause et al., J. Appl. Cryst. 2015, 48, 3-10)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_source_current           30
_diffrn_source_power             1.5
_diffrn_source_size              '0.6 mm, fine-focus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS D8 QUEST, Photon III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            151435
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.203
_diffrn_reflns_theta_max         36.340
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             18465
_reflns_number_gt                16154
_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       'APEX3 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_computing_structure_refinement  
'SHELXL-2018 (Sheldrick, Acta Cryst., 2015, C71, 3-8)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_computing_publication_material  
'SHELXTL (Sheldrick, Acta Cryst., 2008, A64, 112-122)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0176P)²+1.0438P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00146(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         18465
_refine_ls_number_parameters     664
_refine_ls_number_restraints     211
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0530
_refine_ls_wR_factor_gt          0.0498
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.048
_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 0.29466(2) 0.21952(2) 0.45757(2) 0.01687(2) Uani 1 1 d D . . . .
Cl1 Cl 0.44094(3) 0.15758(3) 0.35810(3) 0.02942(6) Uani 1 1 d . . . . .
Cl2 Cl 0.14535(3) 0.27042(3) 0.55563(2) 0.02406(5) Uani 1 1 d . . . . .
N1 N 0.32568(9) 0.06266(8) 0.54755(7) 0.01825(15) Uani 1 1 d . . . . .
N2 N 0.17093(9) -0.02038(8) 0.42179(7) 0.01877(16) Uani 1 1 d . . . . .
C1 C 0.26452(10) 0.07974(9) 0.47642(8) 0.01761(17) Uani 1 1 d . . . . .
C2 C 0.17237(12) -0.09965(10) 0.45884(9) 0.0223(2) Uani 1 1 d . . . . .
H2 H 0.115666 -0.175309 0.433924 0.027 Uiso 1 1 calc R U . . .
C3 C 0.26976(12) -0.04805(10) 0.53679(9) 0.0222(2) Uani 1 1 d . . . . .
H3 H 0.295600 -0.080867 0.576976 0.027 Uiso 1 1 calc R U . . .
C4 C 0.43055(10) 0.14537(9) 0.62591(8) 0.01775(17) Uani 1 1 d . . . . .
C5 C 0.52853(12) 0.10591(11) 0.64659(9) 0.0240(2) Uani 1 1 d . . . . .
H5 H 0.527485 0.026861 0.607064 0.029 Uiso 1 1 calc R U . . .
C6 C 0.62794(12) 0.18332(12) 0.72567(9) 0.0265(2) Uani 1 1 d . . . . .
H6 H 0.694802 0.156776 0.740486 0.032 Uiso 1 1 calc R U . . .
C7 C 0.63026(11) 0.29912(11) 0.78315(9) 0.0227(2) Uani 1 1 d . . . . .
H7 H 0.698521 0.351815 0.836952 0.027 Uiso 1 1 calc R U . . .
C8 C 0.53192(10) 0.33739(10) 0.76140(9) 0.02038(18) Uani 1 1 d . . . . .
H8 H 0.533659 0.416717 0.800405 0.024 Uiso 1 1 calc R U . . .
C9 C 0.43080(10) 0.26085(10) 0.68307(8) 0.01885(18) Uani 1 1 d . . . . .
H9 H 0.363274 0.287089 0.668996 0.023 Uiso 1 1 calc R U . . .
C10 C 0.08155(10) -0.04386(9) 0.33656(8) 0.01860(17) Uani 1 1 d . . . . .
C11 C 0.12267(11) -0.02758(11) 0.25669(9) 0.0228(2) Uani 1 1 d . . . . .
H11 H 0.209383 0.001250 0.258735 0.027 Uiso 1 1 calc R U . . .
C12 C 0.03468(12) -0.05422(12) 0.17372(9) 0.0257(2) Uani 1 1 d . . . . .
H12 H 0.061374 -0.043031 0.118738 0.031 Uiso 1 1 calc R U . . .
C13 C -0.09186(12) -0.09704(11) 0.17062(9) 0.0255(2) Uani 1 1 d . . . . .
H13 H -0.151489 -0.114761 0.113792 0.031 Uiso 1 1 calc R U . . .
C14 C -0.13123(11) -0.11395(10) 0.25047(10) 0.0258(2) Uani 1 1 d . . . . .
H14 H -0.217834 -0.144134 0.247810 0.031 Uiso 1 1 calc R U . . .
C15 C -0.04466(11) -0.08697(10) 0.33448(9) 0.0223(2) Uani 1 1 d . . . . .
H15 H -0.071480 -0.097871 0.389557 0.027 Uiso 1 1 calc R U . . .
N3 N 0.3174(2) 0.36419(17) 0.43294(17) 0.0191(2) Uani 0.504(5) 1 d D . P A 1
C16 C 0.3015(3) 0.3562(2) 0.34081(17) 0.0231(5) Uani 0.504(5) 1 d D . P A 1
H16 H 0.279010 0.282134 0.282085 0.028 Uiso 0.504(5) 1 calc R U P A 1
C17 C 0.3182(3) 0.4576(2) 0.3316(2) 0.0272(6) Uani 0.504(5) 1 d D . P A 1
H17 H 0.306773 0.452342 0.265950 0.033 Uiso 0.504(5) 1 calc R U P A 1
C18 C 0.3513(3) 0.5663(3) 0.41652(19) 0.0259(3) Uani 0.504(5) 1 d D . P A 1
H18 H 0.363095 0.636014 0.410744 0.031 Uiso 0.504(5) 1 calc R U P A 1
C19 C 0.3663(3) 0.56862(19) 0.51037(19) 0.0222(5) Uani 0.504(5) 1 d D . P A 1
H19 H 0.389013 0.641386 0.570533 0.027 Uiso 0.504(5) 1 calc R U P A 1
C20 C 0.3487(3) 0.46594(19) 0.51739(18) 0.0194(5) Uani 0.504(5) 1 d D . P A 1
H20 H 0.358802 0.468217 0.581950 0.023 Uiso 0.504(5) 1 calc R U P A 1
N3A N 0.3225(2) 0.37544(19) 0.4468(2) 0.0191(2) Uani 0.496(5) 1 d D . P A 2
C16A C 0.3598(3) 0.3855(2) 0.3660(2) 0.0231(6) Uani 0.496(5) 1 d D . P A 2
H16A H 0.377710 0.320011 0.314293 0.028 Uiso 0.496(5) 1 calc R U P A 2
C17A C 0.3740(3) 0.4843(3) 0.3528(2) 0.0266(6) Uani 0.496(5) 1 d D . P A 2
H17A H 0.400552 0.485786 0.294039 0.032 Uiso 0.496(5) 1 calc R U P A 2
C18A C 0.3484(3) 0.5802(3) 0.4272(2) 0.0259(3) Uani 0.496(5) 1 d D . P A 2
H18A H 0.357319 0.649059 0.420496 0.031 Uiso 0.496(5) 1 calc R U P A 2
C19A C 0.3098(4) 0.5752(2) 0.51170(19) 0.0259(6) Uani 0.496(5) 1 d D . P A 2
H19A H 0.291551 0.639845 0.564096 0.031 Uiso 0.496(5) 1 calc R U P A 2
C20A C 0.2987(3) 0.47182(18) 0.51720(17) 0.0228(6) Uani 0.496(5) 1 d D . P A 2
H20A H 0.272144 0.468830 0.575433 0.027 Uiso 0.496(5) 1 calc R U P A 2
Pd2 Pd 0.31723(8) 0.67287(9) 0.90358(8) 0.01215(8) Uani 0.5065(15) 1 d D . P B
1
Cl3 Cl 0.42501(9) 0.57574(8) 0.78266(6) 0.01812(13) Uani 0.5065(15) 1 d D . P B
1
Cl4 Cl 0.2126(7) 0.7646(8) 1.0293(6) 0.0227(3) Uani 0.5065(15) 1 d D . P B 1
N4 N 0.1149(3) 0.4521(3) 0.8485(2) 0.0143(4) Uani 0.5065(15) 1 d D . P B 1
C21 C 0.1615(3) 0.5447(3) 0.8328(2) 0.0144(6) Uani 0.5065(15) 1 d D . P B 1
N5 N 0.0710(2) 0.5379(2) 0.7632(2) 0.0155(4) Uani 0.5065(15) 1 d D . P B 1
C22 C -0.0319(2) 0.4423(3) 0.7379(2) 0.0196(5) Uani 0.5065(15) 1 d D . P B 1
H22 H -0.107172 0.419317 0.691633 0.023 Uiso 0.5065(15) 1 calc R U P B 1
C23 C -0.0050(3) 0.3888(3) 0.7908(3) 0.0195(6) Uani 0.5065(15) 1 d D . P B 1
H23 H -0.057393 0.320772 0.789329 0.023 Uiso 0.5065(15) 1 calc R U P B 1
C24 C 0.1751(5) 0.4224(6) 0.9173(4) 0.0150(5) Uani 0.5065(15) 1 d D . P B 1
C25 C 0.2986(5) 0.4192(9) 0.9156(8) 0.0174(10) Uani 0.5065(15) 1 d D . P B 1
H25 H 0.343962 0.439340 0.871278 0.021 Uiso 0.5065(15) 1 calc R U P B 1
C26 C 0.3544(12) 0.3862(10) 0.9800(7) 0.0210(7) Uani 0.5065(15) 1 d D . P B 1
H26 H 0.438670 0.383754 0.979849 0.025 Uiso 0.5065(15) 1 calc R U P B 1
C27 C 0.2872(7) 0.3567(9) 1.0444(6) 0.0212(8) Uani 0.5065(15) 1 d D . P B 1
H27 H 0.325743 0.334061 1.088140 0.025 Uiso 0.5065(15) 1 calc R U P B 1
C28 C 0.1640(7) 0.3602(7) 1.0454(5) 0.0234(6) Uani 0.5065(15) 1 d D . P B 1
H28 H 0.118468 0.339740 1.089502 0.028 Uiso 0.5065(15) 1 calc R U P B 1
C29 C 0.1075(5) 0.3936(6) 0.9817(4) 0.0198(5) Uani 0.5065(15) 1 d D . P B 1
H29 H 0.023471 0.396650 0.982327 0.024 Uiso 0.5065(15) 1 calc R U P B 1
C30 C 0.07659(17) 0.62128(19) 0.72616(15) 0.0164(4) Uani 0.5065(15) 1 d D . P B
1
C31 C -0.02699(18) 0.66124(17) 0.72142(14) 0.0232(4) Uani 0.5065(15) 1 d D . P
B 1
H31 H -0.100901 0.632481 0.741357 0.028 Uiso 0.5065(15) 1 calc R U P B 1
C32 C -0.0214(2) 0.74353(17) 0.68730(15) 0.0260(5) Uani 0.5065(15) 1 d D . P B
1
H32 H -0.092069 0.770830 0.683654 0.031 Uiso 0.5065(15) 1 calc R U P B 1
C33 C 0.08644(18) 0.78618(19) 0.65849(16) 0.0233(4) Uani 0.5065(15) 1 d D . P B
1
H33 H 0.090038 0.843035 0.635839 0.028 Uiso 0.5065(15) 1 calc R U P B 1
C34 C 0.1891(2) 0.74530(18) 0.66296(16) 0.0237(4) Uani 0.5065(15) 1 d D . P B 1
H34 H 0.262860 0.774061 0.642904 0.028 Uiso 0.5065(15) 1 calc R U P B 1
C35 C 0.18471(18) 0.66253(18) 0.69659(15) 0.0215(4) Uani 0.5065(15) 1 d D . P B
1
H35 H 0.254980 0.634471 0.699307 0.026 Uiso 0.5065(15) 1 calc R U P B 1
N6 N 0.4781(6) 0.8149(5) 0.9781(4) 0.0155(6) Uani 0.5065(15) 1 d D . P B 1
C36 C 0.5132(6) 0.8676(5) 1.0796(4) 0.0185(6) Uani 0.5065(15) 1 d D . P B 1
H36 H 0.467492 0.837289 1.118205 0.022 Uiso 0.5065(15) 1 calc R U P B 1
C37 C 0.6159(5) 0.9661(4) 1.1286(3) 0.0247(6) Uani 0.5065(15) 1 d D . P B 1
H37 H 0.640150 1.002508 1.200354 0.030 Uiso 0.5065(15) 1 calc R U P B 1
C38 C 0.6828(4) 1.0112(3) 1.0734(2) 0.0264(6) Uani 0.5065(15) 1 d D . P B 1
H38 H 0.752752 1.078764 1.106412 0.032 Uiso 0.5065(15) 1 calc R U P B 1
C39 C 0.6461(3) 0.9564(3) 0.9694(2) 0.0251(6) Uani 0.5065(15) 1 d D . P B 1
H39 H 0.690381 0.985728 0.929633 0.030 Uiso 0.5065(15) 1 calc R U P B 1
C40 C 0.5435(3) 0.8578(3) 0.9236(3) 0.0197(5) Uani 0.5065(15) 1 d D . P B 1
H40 H 0.518753 0.819531 0.851800 0.024 Uiso 0.5065(15) 1 calc R U P B 1
Pd2A Pd 0.29771(8) 0.66174(9) 0.90557(9) 0.01216(9) Uani 0.4935(15) 1 d D . P B
2
Cl3A Cl 0.38312(9) 0.55814(8) 0.77119(7) 0.01928(14) Uani 0.4935(15) 1 d D . P
B 2
Cl4A Cl 0.2004(7) 0.7641(9) 1.0324(6) 0.0227(3) Uani 0.4935(15) 1 d D . P B 2
N4A N 0.1041(3) 0.4426(3) 0.8676(2) 0.0143(4) Uani 0.4935(15) 1 d D . P B 2
C21A C 0.1423(3) 0.5321(3) 0.8463(3) 0.0149(6) Uani 0.4935(15) 1 d D . P B 2
N5A N 0.0482(2) 0.5157(2) 0.7745(2) 0.0165(5) Uani 0.4935(15) 1 d D . P B 2
C22A C -0.0471(2) 0.4153(3) 0.7516(2) 0.0190(5) Uani 0.4935(15) 1 d D . P B 2
H22A H -0.122562 0.384668 0.703611 0.023 Uiso 0.4935(15) 1 calc R U P B 2
C23A C -0.0133(3) 0.3698(3) 0.8094(3) 0.0179(5) Uani 0.4935(15) 1 d D . P B 2
H23A H -0.059994 0.301301 0.810759 0.021 Uiso 0.4935(15) 1 calc R U P B 2
C24A C 0.1738(5) 0.4189(6) 0.9363(4) 0.0150(5) Uani 0.4935(15) 1 d D . P B 2
C25A C 0.2970(5) 0.4172(9) 0.9296(8) 0.0174(10) Uani 0.4935(15) 1 d D . P B 2
H25A H 0.337624 0.437397 0.883287 0.021 Uiso 0.4935(15) 1 calc R U P B 2
C26A C 0.3597(13) 0.3855(10) 0.9916(7) 0.0210(7) Uani 0.4935(15) 1 d D . P B 2
H26A H 0.443936 0.384179 0.987711 0.025 Uiso 0.4935(15) 1 calc R U P B 2
C27A C 0.3007(8) 0.3556(9) 1.0593(6) 0.0212(8) Uani 0.4935(15) 1 d D . P B 2
H27A H 0.343833 0.333816 1.101515 0.025 Uiso 0.4935(15) 1 calc R U P B 2
C28A C 0.1776(7) 0.3580(7) 1.0643(5) 0.0234(6) Uani 0.4935(15) 1 d D . P B 2
H28A H 0.136818 0.337376 1.110362 0.028 Uiso 0.4935(15) 1 calc R U P B 2
C29A C 0.1130(5) 0.3899(6) 1.0036(4) 0.0198(5) Uani 0.4935(15) 1 d D . P B 2
H29A H 0.029060 0.391843 1.007953 0.024 Uiso 0.4935(15) 1 calc R U P B 2
C30A C 0.04518(18) 0.58884(18) 0.72777(15) 0.0171(4) Uani 0.4935(15) 1 d D . P
B 2
C31A C 0.06897(17) 0.70835(16) 0.78799(17) 0.0217(4) Uani 0.4935(15) 1 d D . P
B 2
H31A H 0.090800 0.742259 0.859732 0.026 Uiso 0.4935(15) 1 calc R U P B 2
C32A C 0.06036(19) 0.7777(2) 0.74175(17) 0.0286(5) Uani 0.4935(15) 1 d D . P B
2
H32A H 0.076485 0.859558 0.782180 0.034 Uiso 0.4935(15) 1 calc R U P B 2
C33A C 0.0284(2) 0.7281(2) 0.63695(17) 0.0302(5) Uani 0.4935(15) 1 d D . P B 2
H33A H 0.022870 0.776043 0.605864 0.036 Uiso 0.4935(15) 1 calc R U P B 2
C34A C 0.0045(2) 0.60825(19) 0.57750(18) 0.0293(5) Uani 0.4935(15) 1 d D . P B
2
H34A H -0.018038 0.574371 0.505807 0.035 Uiso 0.4935(15) 1 calc R U P B 2
C35A C 0.0133(2) 0.5377(2) 0.62255(15) 0.0234(4) Uani 0.4935(15) 1 d D . P B 2
H35A H -0.002100 0.455920 0.582103 0.028 Uiso 0.4935(15) 1 calc R U P B 2
N6A N 0.4633(6) 0.7994(5) 0.9619(4) 0.0155(6) Uani 0.4935(15) 1 d D . P B 2
C36A C 0.5158(6) 0.8583(5) 1.0609(4) 0.0185(6) Uani 0.4935(15) 1 d D . P B 2
H36A H 0.478569 0.833040 1.105739 0.022 Uiso 0.4935(15) 1 calc R U P B 2
C37A C 0.6216(5) 0.9542(4) 1.1013(3) 0.0247(6) Uani 0.4935(15) 1 d D . P B 2
H37A H 0.655874 0.993006 1.171824 0.030 Uiso 0.4935(15) 1 calc R U P B 2
C38A C 0.6756(4) 0.9915(3) 1.0366(2) 0.0264(6) Uani 0.4935(15) 1 d D . P B 2
H38A H 0.747537 1.057197 1.061862 0.032 Uiso 0.4935(15) 1 calc R U P B 2
C39A C 0.6237(3) 0.9323(3) 0.9349(2) 0.0251(6) Uani 0.4935(15) 1 d D . P B 2
H39A H 0.659539 0.956503 0.889046 0.030 Uiso 0.4935(15) 1 calc R U P B 2
C40A C 0.5183(4) 0.8367(4) 0.8998(3) 0.0197(5) Uani 0.4935(15) 1 d D . P B 2
H40A H 0.483701 0.795955 0.829336 0.024 Uiso 0.4935(15) 1 calc R U P B 2


_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 1.9599(11) . ?
Pd1 N3 2.0789(17) . ?
Pd1 N3A 2.1063(17) . ?
Pd1 Cl2 2.3090(3) . ?
Pd1 Cl1 2.3228(3) . ?
N1 C1 1.3578(14) . ?
N1 C3 1.3947(14) . ?
N1 C4 1.4353(14) . ?
N2 C1 1.3542(14) . ?
N2 C2 1.3934(15) . ?
N2 C10 1.4377(14) . ?
C2 C3 1.3451(17) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C9 1.3907(15) . ?
C4 C5 1.3918(15) . ?
C5 C6 1.3903(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.3885(18) . ?
C6 H6 0.9500 . ?
C7 C8 1.3904(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.3941(16) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C15 1.3882(16) . ?
C10 C11 1.3891(16) . ?
C11 C12 1.3901(17) . ?
C11 H11 0.9500 . ?
C12 C13 1.3877(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.3860(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3908(18) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
N3 C16 1.330(2) . ?
N3 C20 1.331(2) . ?
C16 C17 1.388(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
N3A C20A 1.351(2) . ?
N3A C16A 1.351(2) . ?
C16A C17A 1.390(2) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.379(2) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.382(2) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.392(2) . ?
C19A H19A 0.9500 . ?
C20A H20A 0.9500 . ?
Pd2 C21 1.970(2) . ?
Pd2 N6 2.094(6) . ?
Pd2 Cl4 2.2999(16) . ?
Pd2 Cl3 2.3038(11) . ?
N4 C21 1.349(3) . ?
N4 C23 1.396(2) . ?
N4 C24 1.435(2) . ?
C21 N5 1.363(2) . ?
N5 C22 1.391(3) . ?
N5 C30 1.434(3) . ?
C22 C23 1.336(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C29 1.388(2) . ?
C24 C25 1.3917(19) . ?
C25 C26 1.3895(19) . ?
C25 H25 0.9500 . ?
C26 C27 1.389(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(2) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C35 1.3893(19) . ?
C30 C31 1.3910(18) . ?
C31 C32 1.3888(19) . ?
C31 H31 0.9500 . ?
C32 C33 1.3874(19) . ?
C32 H32 0.9500 . ?
C33 C34 1.3879(18) . ?
C33 H33 0.9500 . ?
C34 C35 1.3911(18) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
N6 C36 1.345(2) . ?
N6 C40 1.347(2) . ?
C36 C37 1.391(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.380(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.377(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.389(2) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
Pd2A C21A 1.967(2) . ?
Pd2A N6A 2.095(6) . ?
Pd2A Cl3A 2.2892(11) . ?
Pd2A Cl4A 2.3000(16) . ?
N4A C21A 1.349(3) . ?
N4A C23A 1.397(2) . ?
N4A C24A 1.435(2) . ?
C21A N5A 1.362(2) . ?
N5A C22A 1.392(3) . ?
N5A C30A 1.431(3) . ?
C22A C23A 1.334(4) . ?
C22A H22A 0.9500 . ?
C23A H23A 0.9500 . ?
C24A C29A 1.387(2) . ?
C24A C25A 1.3911(19) . ?
C25A C26A 1.389(2) . ?
C25A H25A 0.9500 . ?
C26A C27A 1.389(2) . ?
C26A H26A 0.9500 . ?
C27A C28A 1.389(2) . ?
C27A H27A 0.9500 . ?
C28A C29A 1.388(2) . ?
C28A H28A 0.9500 . ?
C29A H29A 0.9500 . ?
C30A C31A 1.3883(19) . ?
C30A C35A 1.3918(19) . ?
C31A C32A 1.3900(19) . ?
C31A H31A 0.9500 . ?
C32A C33A 1.3877(19) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.390(2) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.3913(19) . ?
C34A H34A 0.9500 . ?
C35A H35A 0.9500 . ?
N6A C36A 1.345(2) . ?
N6A C40A 1.348(2) . ?
C36A C37A 1.390(2) . ?
C36A H36A 0.9500 . ?
C37A C38A 1.380(2) . ?
C37A H37A 0.9500 . ?
C38A C39A 1.376(2) . ?
C38A H38A 0.9500 . ?
C39A C40A 1.389(2) . ?
C39A H39A 0.9500 . ?
C40A H40A 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
C1 Pd1 N3 177.02(7) . . ?
C1 Pd1 N3A 176.00(8) . . ?
C1 Pd1 Cl2 87.13(3) . . ?
N3 Pd1 Cl2 91.80(6) . . ?
N3A Pd1 Cl2 89.22(7) . . ?
C1 Pd1 Cl1 89.65(3) . . ?
N3 Pd1 Cl1 91.37(6) . . ?
N3A Pd1 Cl1 94.01(7) . . ?
Cl2 Pd1 Cl1 176.694(11) . . ?
C1 N1 C3 110.31(9) . . ?
C1 N1 C4 126.51(9) . . ?
C3 N1 C4 123.15(9) . . ?
C1 N2 C2 110.86(9) . . ?
C1 N2 C10 125.41(9) . . ?
C2 N2 C10 123.73(9) . . ?
N2 C1 N1 105.13(9) . . ?
N2 C1 Pd1 125.76(8) . . ?
N1 C1 Pd1 129.04(8) . . ?
C3 C2 N2 106.55(10) . . ?
C3 C2 H2 126.7 . . ?
N2 C2 H2 126.7 . . ?
C2 C3 N1 107.15(10) . . ?
C2 C3 H3 126.4 . . ?
N1 C3 H3 126.4 . . ?
C9 C4 C5 120.99(10) . . ?
C9 C4 N1 120.48(9) . . ?
C5 C4 N1 118.45(10) . . ?
C6 C5 C4 119.34(11) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C7 C6 C5 120.51(11) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 119.51(11) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 120.85(11) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C4 C9 C8 118.80(10) . . ?
C4 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C15 C10 C11 121.41(11) . . ?
C15 C10 N2 118.68(10) . . ?
C11 C10 N2 119.86(10) . . ?
C10 C11 C12 118.81(11) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C13 C12 C11 120.48(12) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 119.97(11) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.38(11) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 118.93(11) . . ?
C10 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C16 N3 C20 122.6(2) . . ?
C16 N3 Pd1 123.09(16) . . ?
C20 N3 Pd1 114.29(15) . . ?
N3 C16 C17 119.1(2) . . ?
N3 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 116.9(3) . . ?
C17 C18 H18 121.5 . . ?
C19 C18 H18 121.5 . . ?
C18 C19 C20 120.8(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
N3 C20 C19 119.5(2) . . ?
N3 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20A N3A C16A 114.20(19) . . ?
C20A N3A Pd1 123.13(16) . . ?
C16A N3A Pd1 122.59(16) . . ?
N3A C16A C17A 125.0(2) . . ?
N3A C16A H16A 117.5 . . ?
C17A C16A H16A 117.5 . . ?
C18A C17A C16A 118.2(3) . . ?
C18A C17A H17A 120.9 . . ?
C16A C17A H17A 120.9 . . ?
C17A C18A C19A 119.5(3) . . ?
C17A C18A H18A 120.3 . . ?
C19A C18A H18A 120.3 . . ?
C18A C19A C20A 117.5(3) . . ?
C18A C19A H19A 121.2 . . ?
C20A C19A H19A 121.2 . . ?
N3A C20A C19A 125.6(2) . . ?
N3A C20A H20A 117.2 . . ?
C19A C20A H20A 117.2 . . ?
C21 Pd2 N6 177.1(2) . . ?
C21 Pd2 Cl4 88.7(2) . . ?
N6 Pd2 Cl4 89.9(3) . . ?
C21 Pd2 Cl3 91.25(13) . . ?
N6 Pd2 Cl3 90.29(17) . . ?
Cl4 Pd2 Cl3 176.7(4) . . ?
C21 N4 C23 110.6(2) . . ?
C21 N4 C24 126.2(3) . . ?
C23 N4 C24 123.1(3) . . ?
N4 C21 N5 105.0(2) . . ?
N4 C21 Pd2 128.6(2) . . ?
N5 C21 Pd2 126.1(2) . . ?
C21 N5 C22 110.3(2) . . ?
C21 N5 C30 125.2(2) . . ?
C22 N5 C30 124.38(19) . . ?
C23 C22 N5 107.1(2) . . ?
C23 C22 H22 126.5 . . ?
N5 C22 H22 126.5 . . ?
C22 C23 N4 106.9(3) . . ?
C22 C23 H23 126.5 . . ?
N4 C23 H23 126.5 . . ?
C29 C24 C25 121.3(5) . . ?
C29 C24 N4 119.2(3) . . ?
C25 C24 N4 119.4(5) . . ?
C26 C25 C24 118.9(10) . . ?
C26 C25 H25 120.5 . . ?
C24 C25 H25 120.5 . . ?
C27 C26 C25 120.1(11) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C27 C26 120.5(8) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 119.9(6) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C24 C29 C28 119.3(5) . . ?
C24 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C35 C30 C31 120.56(19) . . ?
C35 C30 N5 120.33(17) . . ?
C31 C30 N5 119.11(19) . . ?
C32 C31 C30 119.43(19) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C33 C32 C31 120.5(2) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C32 C33 C34 119.6(2) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C33 C34 C35 120.5(2) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C30 C35 C34 119.37(19) . . ?
C30 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C36 N6 C40 119.5(5) . . ?
C36 N6 Pd2 121.3(4) . . ?
C40 N6 Pd2 119.1(3) . . ?
N6 C36 C37 120.6(6) . . ?
N6 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C38 C37 C36 120.2(4) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
C39 C38 C37 118.7(3) . . ?
C39 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C38 C39 C40 119.2(3) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
N6 C40 C39 121.7(4) . . ?
N6 C40 H40 119.1 . . ?
C39 C40 H40 119.1 . . ?
C21A Pd2A N6A 177.27(17) . . ?
C21A Pd2A Cl3A 88.70(13) . . ?
N6A Pd2A Cl3A 89.46(17) . . ?
C21A Pd2A Cl4A 88.9(3) . . ?
N6A Pd2A Cl4A 92.8(3) . . ?
Cl3A Pd2A Cl4A 176.0(3) . . ?
C21A N4A C23A 110.7(2) . . ?
C21A N4A C24A 126.3(3) . . ?
C23A N4A C24A 122.9(3) . . ?
N4A C21A N5A 105.2(2) . . ?
N4A C21A Pd2A 128.7(2) . . ?
N5A C21A Pd2A 126.1(2) . . ?
C21A N5A C22A 109.9(2) . . ?
C21A N5A C30A 126.2(2) . . ?
C22A N5A C30A 123.9(2) . . ?
C23A C22A N5A 107.6(2) . . ?
C23A C22A H22A 126.2 . . ?
N5A C22A H22A 126.2 . . ?
C22A C23A N4A 106.6(3) . . ?
C22A C23A H23A 126.7 . . ?
N4A C23A H23A 126.7 . . ?
C29A C24A C25A 121.3(6) . . ?
C29A C24A N4A 118.6(3) . . ?
C25A C24A N4A 119.9(6) . . ?
C26A C25A C24A 119.0(10) . . ?
C26A C25A H25A 120.5 . . ?
C24A C25A H25A 120.5 . . ?
C25A C26A C27A 120.7(11) . . ?
C25A C26A H26A 119.6 . . ?
C27A C26A H26A 119.6 . . ?
C28A C27A C26A 119.0(8) . . ?
C28A C27A H27A 120.5 . . ?
C26A C27A H27A 120.5 . . ?
C29A C28A C27A 121.4(6) . . ?
C29A C28A H28A 119.3 . . ?
C27A C28A H28A 119.3 . . ?
C24A C29A C28A 118.5(5) . . ?
C24A C29A H29A 120.8 . . ?
C28A C29A H29A 120.8 . . ?
C31A C30A C35A 121.3(2) . . ?
C31A C30A N5A 119.7(2) . . ?
C35A C30A N5A 119.0(2) . . ?
C30A C31A C32A 119.0(2) . . ?
C30A C31A H31A 120.5 . . ?
C32A C31A H31A 120.5 . . ?
C33A C32A C31A 120.5(2) . . ?
C33A C32A H32A 119.8 . . ?
C31A C32A H32A 119.8 . . ?
C32A C33A C34A 119.9(2) . . ?
C32A C33A H33A 120.0 . . ?
C34A C33A H33A 120.0 . . ?
C33A C34A C35A 120.3(2) . . ?
C33A C34A H34A 119.9 . . ?
C35A C34A H34A 119.9 . . ?
C34A C35A C30A 119.0(2) . . ?
C34A C35A H35A 120.5 . . ?
C30A C35A H35A 120.5 . . ?
C36A N6A C40A 117.1(6) . . ?
C36A N6A Pd2A 122.3(4) . . ?
C40A N6A Pd2A 120.6(3) . . ?
N6A C36A C37A 123.6(6) . . ?
N6A C36A H36A 118.2 . . ?
C37A C36A H36A 118.2 . . ?
C38A C37A C36A 118.4(5) . . ?
C38A C37A H37A 120.8 . . ?
C36A C37A H37A 120.8 . . ?
C39A C38A C37A 119.0(3) . . ?
C39A C38A H38A 120.5 . . ?
C37A C38A H38A 120.5 . . ?
C38A C39A C40A 119.4(3) . . ?
C38A C39A H39A 120.3 . . ?
C40A C39A H39A 120.3 . . ?
N6A C40A C39A 122.5(4) . . ?
N6A C40A H40A 118.7 . . ?
C39A C40A H40A 118.7 . . ?

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 0.55(12) . . . . ?
C10 N2 C1 N1 -179.16(9) . . . . ?
C2 N2 C1 Pd1 -176.53(8) . . . . ?
C10 N2 C1 Pd1 3.76(15) . . . . ?
C3 N1 C1 N2 -0.01(12) . . . . ?
C4 N1 C1 N2 -178.15(10) . . . . ?
C3 N1 C1 Pd1 176.94(8) . . . . ?
C4 N1 C1 Pd1 -1.20(16) . . . . ?
C1 N2 C2 C3 -0.90(13) . . . . ?
C10 N2 C2 C3 178.82(10) . . . . ?
N2 C2 C3 N1 0.85(13) . . . . ?
C1 N1 C3 C2 -0.54(13) . . . . ?
C4 N1 C3 C2 177.67(10) . . . . ?
C1 N1 C4 C9 45.17(15) . . . . ?
C3 N1 C4 C9 -132.75(11) . . . . ?
C1 N1 C4 C5 -138.08(11) . . . . ?
C3 N1 C4 C5 44.00(15) . . . . ?
C9 C4 C5 C6 0.04(18) . . . . ?
N1 C4 C5 C6 -176.70(11) . . . . ?
C4 C5 C6 C7 -0.46(19) . . . . ?
C5 C6 C7 C8 0.25(18) . . . . ?
C6 C7 C8 C9 0.39(17) . . . . ?
C5 C4 C9 C8 0.59(16) . . . . ?
N1 C4 C9 C8 177.26(10) . . . . ?
C7 C8 C9 C4 -0.81(16) . . . . ?
C1 N2 C10 C15 -130.70(12) . . . . ?
C2 N2 C10 C15 49.62(15) . . . . ?
C1 N2 C10 C11 51.79(15) . . . . ?
C2 N2 C10 C11 -127.89(12) . . . . ?
C15 C10 C11 C12 0.64(18) . . . . ?
N2 C10 C11 C12 178.08(11) . . . . ?
C10 C11 C12 C13 -0.42(19) . . . . ?
C11 C12 C13 C14 -0.25(19) . . . . ?
C12 C13 C14 C15 0.74(18) . . . . ?
C11 C10 C15 C14 -0.16(17) . . . . ?
N2 C10 C15 C14 -177.63(10) . . . . ?
C13 C14 C15 C10 -0.53(18) . . . . ?
C20 N3 C16 C17 0.13(14) . . . . ?
Pd1 N3 C16 C17 179.74(17) . . . . ?
N3 C16 C17 C18 0.14(14) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C16 N3 C20 C19 -0.3(3) . . . . ?
Pd1 N3 C20 C19 -179.98(16) . . . . ?
C18 C19 C20 N3 0.3(3) . . . . ?
C20A N3A C16A C17A -0.01(13) . . . . ?
Pd1 N3A C16A C17A 176.85(18) . . . . ?
N3A C16A C17A C18A 0.05(14) . . . . ?
C16A C17A C18A C19A -0.1(3) . . . . ?
C17A C18A C19A C20A 0.1(4) . . . . ?
C16A N3A C20A C19A 0.0(3) . . . . ?
Pd1 N3A C20A C19A -176.9(2) . . . . ?
C18A C19A C20A N3A 0.0(4) . . . . ?
C23 N4 C21 N5 -1.1(4) . . . . ?
C24 N4 C21 N5 -178.8(4) . . . . ?
C23 N4 C21 Pd2 172.9(3) . . . . ?
C24 N4 C21 Pd2 -4.8(6) . . . . ?
N4 C21 N5 C22 1.1(4) . . . . ?
Pd2 C21 N5 C22 -173.1(3) . . . . ?
N4 C21 N5 C30 177.2(3) . . . . ?
Pd2 C21 N5 C30 3.0(5) . . . . ?
C21 N5 C22 C23 -0.6(4) . . . . ?
C30 N5 C22 C23 -176.8(3) . . . . ?
N5 C22 C23 N4 -0.1(4) . . . . ?
C21 N4 C23 C22 0.7(4) . . . . ?
C24 N4 C23 C22 178.6(4) . . . . ?
C21 N4 C24 C29 132.8(5) . . . . ?
C23 N4 C24 C29 -44.6(7) . . . . ?
C21 N4 C24 C25 -49.3(6) . . . . ?
C23 N4 C24 C25 133.3(5) . . . . ?
C29 C24 C25 C26 0.15(12) . . . . ?
N4 C24 C25 C26 -177.7(6) . . . . ?
C24 C25 C26 C27 0.13(12) . . . . ?
C25 C26 C27 C28 -0.1(3) . . . . ?
C26 C27 C28 C29 -0.2(3) . . . . ?
C25 C24 C29 C28 -0.4(3) . . . . ?
N4 C24 C29 C28 177.4(6) . . . . ?
C27 C28 C29 C24 0.4(3) . . . . ?
C21 N5 C30 C35 45.9(4) . . . . ?
C22 N5 C30 C35 -138.4(3) . . . . ?
C21 N5 C30 C31 -133.3(3) . . . . ?
C22 N5 C30 C31 42.3(4) . . . . ?
C35 C30 C31 C32 -0.36(12) . . . . ?
N5 C30 C31 C32 178.9(2) . . . . ?
C30 C31 C32 C33 -0.27(12) . . . . ?
C31 C32 C33 C34 0.6(2) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C31 C30 C35 C34 0.6(2) . . . . ?
N5 C30 C35 C34 -178.6(2) . . . . ?
C33 C34 C35 C30 -0.3(3) . . . . ?
C40 N6 C36 C37 0.30(13) . . . . ?
Pd2 N6 C36 C37 -176.1(5) . . . . ?
N6 C36 C37 C38 0.26(13) . . . . ?
C36 C37 C38 C39 -0.4(3) . . . . ?
C37 C38 C39 C40 -0.1(3) . . . . ?
C36 N6 C40 C39 -0.8(3) . . . . ?
Pd2 N6 C40 C39 175.7(4) . . . . ?
C38 C39 C40 N6 0.7(3) . . . . ?
C23A N4A C21A N5A 0.1(4) . . . . ?
C24A N4A C21A N5A 177.3(4) . . . . ?
C23A N4A C21A Pd2A 179.2(3) . . . . ?
C24A N4A C21A Pd2A -3.6(6) . . . . ?
N4A C21A N5A C22A -0.4(4) . . . . ?
Pd2A C21A N5A C22A -179.5(3) . . . . ?
N4A C21A N5A C30A 179.8(3) . . . . ?
Pd2A C21A N5A C30A 0.7(6) . . . . ?
C21A N5A C22A C23A 0.5(4) . . . . ?
C30A N5A C22A C23A -179.7(3) . . . . ?
N5A C22A C23A N4A -0.4(4) . . . . ?
C21A N4A C23A C22A 0.2(4) . . . . ?
C24A N4A C23A C22A -177.1(4) . . . . ?
C21A N4A C24A C29A 135.0(5) . . . . ?
C23A N4A C24A C29A -48.1(7) . . . . ?
C21A N4A C24A C25A -49.5(6) . . . . ?
C23A N4A C24A C25A 127.4(5) . . . . ?
C29A C24A C25A C26A 0.16(13) . . . . ?
N4A C24A C25A C26A -175.2(6) . . . . ?
C24A C25A C26A C27A 0.13(13) . . . . ?
C25A C26A C27A C28A -0.1(3) . . . . ?
C26A C27A C28A C29A -0.2(3) . . . . ?
C25A C24A C29A C28A -0.5(3) . . . . ?
N4A C24A C29A C28A 175.0(6) . . . . ?
C27A C28A C29A C24A 0.5(3) . . . . ?
C21A N5A C30A C31A -51.1(4) . . . . ?
C22A N5A C30A C31A 129.2(3) . . . . ?
C21A N5A C30A C35A 131.5(3) . . . . ?
C22A N5A C30A C35A -48.3(4) . . . . ?
C35A C30A C31A C32A 0.14(12) . . . . ?
N5A C30A C31A C32A -177.2(2) . . . . ?
C30A C31A C32A C33A 0.04(12) . . . . ?
C31A C32A C33A C34A 0.1(2) . . . . ?
C32A C33A C34A C35A -0.5(3) . . . . ?
C33A C34A C35A C30A 0.7(3) . . . . ?
C31A C30A C35A C34A -0.5(2) . . . . ?
N5A C30A C35A C34A 176.9(2) . . . . ?
C40A N6A C36A C37A 0.32(13) . . . . ?
Pd2A N6A C36A C37A -176.2(5) . . . . ?
N6A C36A C37A C38A 0.34(13) . . . . ?
C36A C37A C38A C39A -0.5(3) . . . . ?
C37A C38A C39A C40A 0.1(3) . . . . ?
C36A N6A C40A C39A -0.8(3) . . . . ?
Pd2A N6A C40A C39A 175.8(5) . . . . ?
C38A C39A C40A N6A 0.6(4) . . . . ?

_refine_diff_density_max         0.641
_refine_diff_density_min         -1.040
_refine_diff_density_rms         0.072



####################################################################### 
# 
# 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_3j
_database_code_depnum_ccdc_archive 'CCDC 2238013'
loop_
_audit_author_name
_audit_author_address
'Mikhail Minyaev'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-01-25 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT906_3j                  
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.209 Check 
RESPONSE: Reflection 1 1 0 cannot be collected on the used instrument
 and selected radiation source (Mo Kalpha).
;
# end Validation Reply Form
_audit_creation_date             2023-01-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_sum            'C22 H15 Cl2 F6 N3 Pd'
_chemical_formula_weight         612.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H15 Cl2 F6 N3 Pd'
_chemical_oxdiff_usercomment     PRO-2-CF3-Pd-NHC
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'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.1381(3)
_cell_length_b                   16.7952(3)
_cell_length_c                   7.55530(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2301.59(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14748
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      35.7500
_cell_measurement_theta_min      2.2520
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    1.103
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.0175
-1 1 0 0.0194
0 0 1 0.0678
0 0 -1 0.0678
-2 -1 0 0.0228
1 2 0 0.0097
0 -1 0 0.0180
0 1 0 0.0097

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9998 -0.9987 0.0000 -0.0142 -0.0531 0.0170
-0.9998 0.9987 -0.0000 0.0142 0.0531 -0.0170
0.0013 -0.0002 0.9994 0.0048 0.0274 0.0896
-0.0013 0.0002 -0.9994 -0.0048 -0.0274 -0.0896
-1.9974 -1.0000 0.0004 -0.0777 0.0421 -0.0087
0.9977 1.9987 -0.0004 0.0919 0.0110 -0.0083
0.0007 -0.9991 0.0001 -0.0354 -0.0214 0.0084
-0.0007 0.9991 -0.0001 0.0354 0.0214 -0.0084

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            29059
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.829
_diffrn_reflns_theta_min         2.246
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  57.00   0.50   80.00    --  -17.65  23.00 -17.00  168
  2  ω    -56.00   8.00   0.50   80.00    --   17.96 -23.00 177.00  128
  3  ω      4.00  90.00   0.50   80.00    --   17.96  57.00  90.00  172
  4  ω    -23.00  49.00   0.50   80.00    --   17.96 -99.00 120.00  144
  5  ω     53.00  87.00   0.50   80.00    --   17.96-178.00 150.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0211639000
_diffrn_orient_matrix_UB_12      0.0354382000
_diffrn_orient_matrix_UB_13      0.0047496000
_diffrn_orient_matrix_UB_21      -0.0317540000
_diffrn_orient_matrix_UB_22      0.0213718000
_diffrn_orient_matrix_UB_23      0.0274277000
_diffrn_orient_matrix_UB_31      0.0085986000
_diffrn_orient_matrix_UB_32      -0.0084113000
_diffrn_orient_matrix_UB_33      0.0896346000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4017
_reflns_number_total             4845
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         4845
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0259
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+1.1819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0662
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N2-C10 \\sim N2-C10A
 with sigma of 0.003
 C10-C11 \\sim C10A-C11A
 with sigma of 0.003
 C11-C12 \\sim C11A-C12
 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(C10) = Uanis(C10A)
Uanis(C11) = Uanis(C11A)
4. Others
 Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=1-FVAR(1)
 Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C10A(H10A), C11A(H11A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.500000 0.73126(2) 0.250000 0.01183(4) Uani 1 2 d S T P A .
Cl1 Cl 0.56462(2) 0.73416(2) -0.01166(4) 0.01871(6) Uani 1 1 d . . . . .
N1 N 0.55374(6) 0.89717(6) 0.30986(14) 0.01303(18) Uani 1 1 d . . . . .
C1 C 0.500000 0.84797(10) 0.250000 0.0121(3) Uani 1 2 d S T P . .
C2 C 0.53377(7) 0.97663(8) 0.28785(17) 0.0152(2) Uani 1 1 d . . . . .
H2 H 0.5639(10) 1.0150(11) 0.328(2) 0.018(4) Uiso 1 1 d . . . . .
C3 C 0.62004(7) 0.86944(7) 0.39397(16) 0.0130(2) Uani 1 1 d . . . . .
C4 C 0.68959(7) 0.88024(7) 0.31798(16) 0.0133(2) Uani 1 1 d . . . . .
C5 C 0.75164(7) 0.85285(8) 0.40836(17) 0.0155(2) Uani 1 1 d . . . . .
H5 H 0.7979(10) 0.8612(11) 0.354(3) 0.023(5) Uiso 1 1 d . . . . .
C6 C 0.74457(7) 0.81450(8) 0.57037(17) 0.0173(2) Uani 1 1 d . . . . .
H6 H 0.7891(11) 0.7939(13) 0.625(3) 0.027(5) Uiso 1 1 d . . . . .
C7 C 0.67521(7) 0.80406(8) 0.64433(18) 0.0181(2) Uani 1 1 d . . . . .
H7 H 0.6714(14) 0.7781(13) 0.759(3) 0.027(6) Uiso 1 1 d . . . . .
C8 C 0.61287(7) 0.83129(8) 0.55632(17) 0.0154(2) Uani 1 1 d . . . . .
H8 H 0.5668(10) 0.8242(11) 0.603(2) 0.020(4) Uiso 1 1 d . . . . .
C9 C 0.70123(8) 0.92340(8) 0.14618(18) 0.0179(2) Uani 1 1 d . . . . .
F1 F 0.64861(5) 0.91027(7) 0.02642(12) 0.0285(2) Uani 1 1 d . . . . .
F2 F 0.76483(5) 0.90346(7) 0.06895(13) 0.0341(2) Uani 1 1 d . . . . .
F3 F 0.70333(7) 1.00251(6) 0.17075(14) 0.0386(3) Uani 1 1 d . . . . .
N2 N 0.500000 0.60657(10) 0.250000 0.0180(3) Uani 1 2 d DS T P . .
C10 C 0.56082(10) 0.56530(10) 0.2055(3) 0.0248(3) Uani 0.910(3) 1 d D . P A 1
H10 H 0.6047(12) 0.5983(13) 0.177(3) 0.026(5) Uiso 0.910(3) 1 d . . P A 1
C11 C 0.56237(12) 0.48247(11) 0.2043(3) 0.0313(4) Uani 0.910(3) 1 d D . P A 1
H11 H 0.6092(13) 0.4593(14) 0.167(3) 0.031(6) Uiso 0.910(3) 1 d . . P A 1
C10A C 0.5596(6) 0.5683(7) 0.313(2) 0.0248(3) Uani 0.090(3) 1 d D . P A 2
H10A H 0.600353 0.596640 0.360816 0.030 Uiso 0.090(3) 1 calc R U P A 2
C11A C 0.5591(6) 0.4855(7) 0.305(3) 0.0313(4) Uani 0.090(3) 1 d D . P A 2
H11A H 0.602480 0.458124 0.341025 0.038 Uiso 0.090(3) 1 calc R U P A 2
C12 C 0.500000 0.44070(14) 0.250000 0.0335(5) Uani 1 2 d DS T P . .
H12 H 0.500000 0.384(2) 0.250000 0.045(10) Uiso 1 2 d S . 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
Pd1 Cl1 2.2988(3) 3_655 ?
Pd1 Cl1 2.2988(3) . ?
Pd1 C1 1.9601(17) . ?
Pd1 N2 2.0943(16) . ?
N1 C1 1.3555(14) . ?
N1 C2 1.3929(16) . ?
N1 C3 1.4377(16) . ?
C2 C2 1.352(3) 3_655 ?
C2 H2 0.897(19) . ?
C3 C4 1.3978(17) . ?
C3 C8 1.3899(17) . ?
C4 C5 1.3944(18) . ?
C4 C9 1.5017(18) . ?
C5 H5 0.947(19) . ?
C5 C6 1.3891(18) . ?
C6 H6 0.97(2) . ?
C6 C7 1.3876(19) . ?
C7 H7 0.97(2) . ?
C7 C8 1.3892(18) . ?
C8 H8 0.916(18) . ?
C9 F1 1.3334(16) . ?
C9 F2 1.3354(16) . ?
C9 F3 1.3422(17) . ?
N2 C10 1.3455(19) 3_655 ?
N2 C10 1.3455(19) . ?
N2 C10A 1.345(4) . ?
N2 C10A 1.345(4) 3_655 ?
C10 H10 0.99(2) . ?
C10 C11 1.392(2) . ?
C11 H11 0.97(2) . ?
C11 C12 1.375(2) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.392(4) . ?
C11A H11A 0.9500 . ?
C11A C12 1.375(4) . ?
C12 H12 0.96(4) . ?

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
Cl1 Pd1 Cl1 177.575(17) 3_655 . ?
C1 Pd1 Cl1 88.787(8) . 3_655 ?
C1 Pd1 Cl1 88.788(8) . . ?
C1 Pd1 N2 180.0 . . ?
N2 Pd1 Cl1 91.213(8) . 3_655 ?
N2 Pd1 Cl1 91.212(8) . . ?
C1 N1 C2 110.93(11) . . ?
C1 N1 C3 123.47(10) . . ?
C2 N1 C3 125.50(10) . . ?
N1 C1 Pd1 127.56(7) 3_655 . ?
N1 C1 Pd1 127.56(7) . . ?
N1 C1 N1 104.88(14) . 3_655 ?
N1 C2 H2 119.4(11) . . ?
C2 C2 N1 106.63(7) 3_655 . ?
C2 C2 H2 133.9(11) 3_655 . ?
C4 C3 N1 122.09(11) . . ?
C8 C3 N1 117.46(11) . . ?
C8 C3 C4 120.45(11) . . ?
C3 C4 C9 122.99(11) . . ?
C5 C4 C3 118.98(11) . . ?
C5 C4 C9 117.97(11) . . ?
C4 C5 H5 116.9(12) . . ?
C6 C5 C4 120.65(12) . . ?
C6 C5 H5 122.4(12) . . ?
C5 C6 H6 117.5(12) . . ?
C7 C6 C5 119.81(12) . . ?
C7 C6 H6 122.6(12) . . ?
C6 C7 H7 118.7(15) . . ?
C6 C7 C8 120.24(12) . . ?
C8 C7 H7 121.0(15) . . ?
C3 C8 H8 119.1(12) . . ?
C7 C8 C3 119.86(12) . . ?
C7 C8 H8 121.0(12) . . ?
F1 C9 C4 113.96(11) . . ?
F1 C9 F2 106.28(11) . . ?
F1 C9 F3 106.13(12) . . ?
F2 C9 C4 112.21(11) . . ?
F2 C9 F3 106.51(12) . . ?
F3 C9 C4 111.24(11) . . ?
C10 N2 Pd1 121.00(10) 3_655 . ?
C10 N2 Pd1 121.00(10) . . ?
C10 N2 C10 118.0(2) . 3_655 ?
C10A N2 Pd1 118.5(5) 3_655 . ?
C10A N2 Pd1 118.5(5) . . ?
C10A N2 C10A 122.9(11) 3_655 . ?
N2 C10 H10 115.0(13) . . ?
N2 C10 C11 122.22(18) . . ?
C11 C10 H10 122.7(13) . . ?
C10 C11 H11 114.7(14) . . ?
C12 C11 C10 119.46(19) . . ?
C12 C11 H11 125.8(14) . . ?
N2 C10A H10A 121.4 . . ?
N2 C10A C11A 117.2(11) . . ?
C11A C10A H10A 121.4 . . ?
C10A C11A H11A 117.8 . . ?
C12 C11A C10A 124.4(11) . . ?
C12 C11A H11A 117.8 . . ?
C11 C12 C11 118.7(2) 3_655 . ?
C11 C12 H12 120.67(11) 3_655 . ?
C11 C12 H12 120.67(11) . . ?
C11A C12 C11A 113.7(11) . 3_655 ?
C11A C12 H12 123.2(6) 3_655 . ?
C11A C12 H12 123.2(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
Pd1 N2 C10 C11 180.00(14) . . . . ?
Pd1 N2 C10A C11A -177.7(14) . . . . ?
N1 C3 C4 C5 179.04(11) . . . . ?
N1 C3 C4 C9 1.83(18) . . . . ?
N1 C3 C8 C7 -179.31(12) . . . . ?
C1 N1 C2 C2 -0.19(17) . . . 3_655 ?
C1 N1 C3 C4 114.94(13) . . . . ?
C1 N1 C3 C8 -65.39(15) . . . . ?
C2 N1 C1 Pd1 -179.93(7) . . . . ?
C2 N1 C1 N1 0.07(7) . . . 3_655 ?
C2 N1 C3 C4 -69.01(17) . . . . ?
C2 N1 C3 C8 110.66(14) . . . . ?
C3 N1 C1 Pd1 -3.37(13) . . . . ?
C3 N1 C1 N1 176.63(13) . . . 3_655 ?
C3 N1 C2 C2 -176.67(13) . . . 3_655 ?
C3 C4 C5 C6 0.81(19) . . . . ?
C3 C4 C9 F1 -37.29(18) . . . . ?
C3 C4 C9 F2 -158.14(12) . . . . ?
C3 C4 C9 F3 82.64(16) . . . . ?
C4 C3 C8 C7 0.37(19) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C5 C4 C9 F1 145.47(12) . . . . ?
C5 C4 C9 F2 24.61(17) . . . . ?
C5 C4 C9 F3 -94.60(15) . . . . ?
C5 C6 C7 C8 0.5(2) . . . . ?
C6 C7 C8 C3 -0.3(2) . . . . ?
C8 C3 C4 C5 -0.62(18) . . . . ?
C8 C3 C4 C9 -177.84(12) . . . . ?
C9 C4 C5 C6 178.16(12) . . . . ?
N2 C10 C11 C12 0.0(3) . . . . ?
N2 C10A C11A C12 -5(3) . . . . ?
C10 N2 C10 C11 0.00(14) 3_655 . . . ?
C10 C11 C12 C11 0.00(13) . . . 3_655 ?
C10A N2 C10A C11A 2.3(14) 3_655 . . . ?
C10A C11A C12 C11A 2.5(15) . . . 3_655 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.247
_oxdiff_exptl_absorpt_empirical_full_min 0.852
