# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_12
_database_code_depnum_ccdc_archive 'CCDC 1999306'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-04-26 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_audit_creation_date             2020-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H16 Cl N3 O2 Pd S2, C H2 Cl2'
_chemical_formula_sum            'C20 H18 Cl3 N3 O2 Pd S2'
_chemical_formula_weight         609.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.1861(11)
_cell_length_b                   12.4176(10)
_cell_length_c                   13.8527(11)
_cell_angle_alpha                90
_cell_angle_beta                 116.8300(10)
_cell_angle_gamma                90
_cell_volume                     2177.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4293
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.39
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.813
_shelx_estimated_absorpt_T_min   0.715
_exptl_absorpt_coefficient_mu    1.437
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0815 before and 0.0556 after correction.
The Ratio of minimum to maximum transmission is 0.8294.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23702
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.297
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4078
_reflns_number_total             5265
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         5265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0246P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0660
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C1S(H1SA,H1SB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.29481(2) 0.43889(2) 0.25715(2) 0.01016(6) Uani 1 1 d . . . . .
Cl1 Cl 0.31881(5) 0.49846(6) 0.11098(6) 0.01616(16) Uani 1 1 d . . . . .
S1 S 0.47062(5) 0.42281(6) 0.36671(6) 0.01325(16) Uani 1 1 d . . . . .
S2 S -0.06338(5) 0.42364(6) 0.11990(6) 0.01390(16) Uani 1 1 d . . . . .
O1 O 0.35321(15) 0.32738(16) 0.55642(15) 0.0157(4) Uani 1 1 d . . . . .
O2 O 0.70766(15) 0.20328(17) 0.69901(16) 0.0192(5) Uani 1 1 d . . . . .
N1 N 0.27854(17) 0.41096(19) 0.38969(18) 0.0108(5) Uani 1 1 d . . . . .
N2 N 0.52330(17) 0.26396(19) 0.51058(18) 0.0122(5) Uani 1 1 d . . . . .
N3 N 0.13460(18) 0.41597(18) 0.16974(18) 0.0109(5) Uani 1 1 d . . . . .
C1 C 0.2003(2) 0.4676(2) 0.4049(2) 0.0109(6) Uani 1 1 d . . . . .
C2 C 0.1002(2) 0.4886(2) 0.3164(2) 0.0122(6) Uani 1 1 d . . . . .
C3 C 0.0256(2) 0.5490(2) 0.3344(2) 0.0144(6) Uani 1 1 d . . . . .
H3 H -0.0418 0.5622 0.2755 0.017 Uiso 1 1 calc R . . . .
C4 C 0.0476(2) 0.5894(2) 0.4349(2) 0.0165(7) Uani 1 1 d . . . . .
H4 H -0.0041 0.6294 0.4455 0.020 Uiso 1 1 calc R . . . .
C5 C 0.1471(2) 0.5705(2) 0.5212(2) 0.0172(6) Uani 1 1 d . . . . .
H5 H 0.1637 0.5986 0.5908 0.021 Uiso 1 1 calc R . . . .
C6 C 0.2213(2) 0.5115(2) 0.5058(2) 0.0130(6) Uani 1 1 d . . . . .
H6 H 0.2888 0.5001 0.5653 0.016 Uiso 1 1 calc R . . . .
C7 C 0.0696(2) 0.4446(2) 0.2085(2) 0.0118(6) Uani 1 1 d . . . . .
C8 C 0.0825(2) 0.3669(2) 0.0678(2) 0.0120(6) Uani 1 1 d . . . . .
C9 C 0.1300(2) 0.3164(2) 0.0107(2) 0.0136(6) Uani 1 1 d . . . . .
H9 H 0.2047 0.3129 0.0394 0.016 Uiso 1 1 calc R . . . .
C10 C 0.0653(2) 0.2719(2) -0.0883(2) 0.0147(6) Uani 1 1 d . . . . .
H10 H 0.0960 0.2373 -0.1284 0.018 Uiso 1 1 calc R . . . .
C11 C -0.0448(2) 0.2765(2) -0.1312(2) 0.0161(6) Uani 1 1 d . . . . .
H11 H -0.0872 0.2459 -0.2003 0.019 Uiso 1 1 calc R . . . .
C12 C -0.0930(2) 0.3245(2) -0.0756(2) 0.0145(6) Uani 1 1 d . . . . .
H12 H -0.1678 0.3276 -0.1049 0.017 Uiso 1 1 calc R . . . .
C13 C -0.0276(2) 0.3686(2) 0.0260(2) 0.0131(6) Uani 1 1 d . . . . .
C14 C 0.3547(2) 0.3555(2) 0.4726(2) 0.0117(6) Uani 1 1 d . . . . .
C15 C 0.4526(2) 0.3367(2) 0.4544(2) 0.0115(6) Uani 1 1 d . . . . .
C16 C 0.5177(2) 0.1843(2) 0.5880(2) 0.0168(7) Uani 1 1 d . . . . .
H16A H 0.5252 0.1103 0.5657 0.020 Uiso 1 1 calc R . . . .
H16B H 0.4487 0.1898 0.5894 0.020 Uiso 1 1 calc R . . . .
C17 C 0.6068(2) 0.2087(3) 0.6993(2) 0.0197(7) Uani 1 1 d . . . . .
H17A H 0.5967 0.2816 0.7221 0.024 Uiso 1 1 calc R . . . .
H17B H 0.6049 0.1563 0.7522 0.024 Uiso 1 1 calc R . . . .
C18 C 0.7120(2) 0.2776(3) 0.6233(2) 0.0181(7) Uani 1 1 d . . . . .
H18A H 0.7822 0.2732 0.6244 0.022 Uiso 1 1 calc R . . . .
H18B H 0.7031 0.3516 0.6444 0.022 Uiso 1 1 calc R . . . .
C19 C 0.6263(2) 0.2548(2) 0.5090(2) 0.0159(6) Uani 1 1 d . . . . .
H19A H 0.6307 0.3074 0.4575 0.019 Uiso 1 1 calc R . . . .
H19B H 0.6351 0.1815 0.4861 0.019 Uiso 1 1 calc R . . . .
Cl1S Cl 0.43911(6) 0.41306(6) 0.79680(6) 0.02009(17) Uani 1 1 d . . . . .
Cl2S Cl 0.26364(7) 0.38544(8) 0.84863(7) 0.0314(2) Uani 1 1 d . . . . .
C1S C 0.3115(2) 0.3590(3) 0.7533(2) 0.0218(7) Uani 1 1 d . . . . .
H1SA H 0.3135 0.2803 0.7433 0.026 Uiso 1 1 calc R . . . .
H1SB H 0.2630 0.3911 0.6827 0.026 Uiso 1 1 calc R . . . .


_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 2.3205(7) . ?
Pd1 S1 2.2687(7) . ?
Pd1 N1 1.982(2) . ?
Pd1 N3 2.056(2) . ?
S1 C15 1.722(3) . ?
S2 C7 1.745(3) . ?
S2 C13 1.735(3) . ?
O1 C14 1.222(3) . ?
O2 C17 1.434(3) . ?
O2 C18 1.419(3) . ?
N1 C1 1.408(3) . ?
N1 C14 1.356(3) . ?
N2 C15 1.312(3) . ?
N2 C16 1.487(4) . ?
N2 C19 1.475(4) . ?
N3 C7 1.308(4) . ?
N3 C8 1.404(3) . ?
C1 C2 1.419(4) . ?
C1 C6 1.401(4) . ?
C2 C3 1.408(4) . ?
C2 C7 1.461(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(4) . ?
C6 H6 0.9500 . ?
C8 C9 1.397(4) . ?
C8 C13 1.400(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.399(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.375(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.401(4) . ?
C14 C15 1.537(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.519(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.526(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
Cl1S C1S 1.763(3) . ?
Cl2S C1S 1.767(3) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S1 Pd1 Cl1 93.55(3) . . ?
N1 Pd1 Cl1 171.30(7) . . ?
N1 Pd1 S1 85.26(7) . . ?
N1 Pd1 N3 87.78(9) . . ?
N3 Pd1 Cl1 95.09(7) . . ?
N3 Pd1 S1 166.15(6) . . ?
C15 S1 Pd1 93.35(9) . . ?
C13 S2 C7 89.82(13) . . ?
C18 O2 C17 110.4(2) . . ?
C1 N1 Pd1 118.75(18) . . ?
C14 N1 Pd1 119.46(19) . . ?
C14 N1 C1 120.5(2) . . ?
C15 N2 C16 127.6(2) . . ?
C15 N2 C19 122.8(2) . . ?
C19 N2 C16 109.6(2) . . ?
C7 N3 Pd1 121.12(19) . . ?
C7 N3 C8 112.5(2) . . ?
C8 N3 Pd1 126.35(19) . . ?
N1 C1 C2 120.7(2) . . ?
C6 C1 N1 121.1(2) . . ?
C6 C1 C2 118.0(3) . . ?
C1 C2 C7 122.3(3) . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 C7 118.7(2) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.9(3) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.9(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.1 . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 H6 119.1 . . ?
N3 C7 S2 114.2(2) . . ?
N3 C7 C2 125.6(2) . . ?
C2 C7 S2 120.2(2) . . ?
C9 C8 N3 126.5(2) . . ?
C9 C8 C13 120.4(3) . . ?
C13 C8 N3 113.1(3) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 C8 118.0(3) . . ?
C10 C9 H9 121.0 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 121.3 . . ?
C11 C12 C13 117.5(3) . . ?
C13 C12 H12 121.3 . . ?
C8 C13 S2 110.2(2) . . ?
C8 C13 C12 121.2(3) . . ?
C12 C13 S2 128.5(2) . . ?
O1 C14 N1 126.9(3) . . ?
O1 C14 C15 121.1(2) . . ?
N1 C14 C15 111.9(2) . . ?
N2 C15 S1 121.9(2) . . ?
N2 C15 C14 120.9(3) . . ?
C14 C15 S1 117.0(2) . . ?
N2 C16 H16A 110.1 . . ?
N2 C16 H16B 110.1 . . ?
N2 C16 C17 108.0(2) . . ?
H16A C16 H16B 108.4 . . ?
C17 C16 H16A 110.1 . . ?
C17 C16 H16B 110.1 . . ?
O2 C17 C16 111.2(2) . . ?
O2 C17 H17A 109.4 . . ?
O2 C17 H17B 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
O2 C18 H18A 109.3 . . ?
O2 C18 H18B 109.3 . . ?
O2 C18 C19 111.5(2) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
N2 C19 C18 107.5(2) . . ?
N2 C19 H19A 110.2 . . ?
N2 C19 H19B 110.2 . . ?
C18 C19 H19A 110.2 . . ?
C18 C19 H19B 110.2 . . ?
H19A C19 H19B 108.5 . . ?
Cl1S C1S Cl2S 110.82(17) . . ?
Cl1S C1S H1SA 109.5 . . ?
Cl1S C1S H1SB 109.5 . . ?
Cl2S C1S H1SA 109.5 . . ?
Cl2S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 S1 C15 N2 151.1(2) . . . . ?
Pd1 S1 C15 C14 -34.6(2) . . . . ?
Pd1 N1 C1 C2 38.6(3) . . . . ?
Pd1 N1 C1 C6 -136.7(2) . . . . ?
Pd1 N1 C14 O1 -175.9(2) . . . . ?
Pd1 N1 C14 C15 8.4(3) . . . . ?
Pd1 N3 C7 S2 177.44(12) . . . . ?
Pd1 N3 C7 C2 -3.7(4) . . . . ?
Pd1 N3 C8 C9 5.9(4) . . . . ?
Pd1 N3 C8 C13 -176.51(18) . . . . ?
O1 C14 C15 S1 -153.9(2) . . . . ?
O1 C14 C15 N2 20.5(4) . . . . ?
O2 C18 C19 N2 59.9(3) . . . . ?
N1 C1 C2 C3 -177.6(3) . . . . ?
N1 C1 C2 C7 6.0(4) . . . . ?
N1 C1 C6 C5 177.5(3) . . . . ?
N1 C14 C15 S1 22.1(3) . . . . ?
N1 C14 C15 N2 -163.5(2) . . . . ?
N2 C16 C17 O2 -58.7(3) . . . . ?
N3 C8 C9 C10 179.4(3) . . . . ?
N3 C8 C13 S2 -4.1(3) . . . . ?
N3 C8 C13 C12 179.3(2) . . . . ?
C1 N1 C14 O1 17.4(4) . . . . ?
C1 N1 C14 C15 -158.4(2) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C1 C2 C7 S2 153.5(2) . . . . ?
C1 C2 C7 N3 -25.3(4) . . . . ?
C2 C1 C6 C5 2.1(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C3 C2 C7 S2 -22.9(4) . . . . ?
C3 C2 C7 N3 158.4(3) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C4 C5 C6 C1 -0.6(4) . . . . ?
C6 C1 C2 C3 -2.2(4) . . . . ?
C6 C1 C2 C7 -178.6(3) . . . . ?
C7 S2 C13 C8 1.3(2) . . . . ?
C7 S2 C13 C12 177.7(3) . . . . ?
C7 N3 C8 C9 -172.0(3) . . . . ?
C7 N3 C8 C13 5.6(3) . . . . ?
C7 C2 C3 C4 177.4(3) . . . . ?
C8 N3 C7 S2 -4.6(3) . . . . ?
C8 N3 C7 C2 174.3(3) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C9 C8 C13 S2 173.7(2) . . . . ?
C9 C8 C13 C12 -3.0(4) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C10 C11 C12 C13 -0.1(4) . . . . ?
C11 C12 C13 S2 -174.0(2) . . . . ?
C11 C12 C13 C8 2.0(4) . . . . ?
C13 S2 C7 N3 1.9(2) . . . . ?
C13 S2 C7 C2 -177.0(2) . . . . ?
C13 C8 C9 C10 2.0(4) . . . . ?
C14 N1 C1 C2 -154.6(3) . . . . ?
C14 N1 C1 C6 30.2(4) . . . . ?
C15 N2 C16 C17 -116.8(3) . . . . ?
C15 N2 C19 C18 116.9(3) . . . . ?
C16 N2 C15 S1 -179.4(2) . . . . ?
C16 N2 C15 C14 6.4(4) . . . . ?
C16 N2 C19 C18 -60.0(3) . . . . ?
C17 O2 C18 C19 -59.3(3) . . . . ?
C18 O2 C17 C16 58.8(3) . . . . ?
C19 N2 C15 S1 4.2(4) . . . . ?
C19 N2 C15 C14 -169.9(2) . . . . ?
C19 N2 C16 C17 59.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 2091974'
loop_
_audit_author_name
_audit_author_address
'Gleb Denisov'
;INEOS RAS
Russia
;
_audit_update_record             
;
2021-06-24 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_audit_creation_date             2021-06-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelxl_version_number           2014/6
loop_
_audit_author_email
dgl@ineos.ac.ru
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H18 Cl3 N3 O2 Pd S'
_chemical_formula_sum            'C13 H18 Cl3 N3 O2 Pd S'
_chemical_formula_weight         493.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.3859(7)
_cell_length_b                   9.6988(4)
_cell_length_c                   14.1556(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.584(2)
_cell_angle_gamma                90
_cell_volume                     1823.62(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9477
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      30.18
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.623
_shelx_estimated_absorpt_T_min   0.563
_exptl_absorpt_coefficient_mu    1.582
_exptl_absorpt_correction_T_max  0.4330
_exptl_absorpt_correction_T_min  0.3200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0953 before and 0.0598 after correction.
The Ratio of minimum to maximum transmission is 0.7390.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.796
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             984
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.33
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28576
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         2.600
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3204
_reflns_number_total             3983
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3983
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+1.7510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1092
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N1(H1), N3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.76043(2) 0.85541(3) 0.55608(2) 0.04549(12) Uani 1 1 d . . . . .
Cl1 Cl 0.69431(9) 0.72934(13) 0.40728(9) 0.0677(3) Uani 1 1 d . . . . .
Cl2 Cl 0.91856(7) 0.85242(10) 0.54708(8) 0.0511(2) Uani 1 1 d . . . . .
Cl3 Cl 0.82304(13) 0.97804(15) 0.70688(11) 0.0861(4) Uani 1 1 d . . . . .
S1 S 0.60593(10) 0.86673(12) 0.56047(14) 0.0801(4) Uani 1 1 d . . . . .
O1 O 0.6428(3) 0.4928(3) 0.5908(2) 0.0761(10) Uani 1 1 d . . . . .
O2 O 0.3409(3) 0.7304(5) 0.6784(3) 0.0927(12) Uani 1 1 d . . . . .
N1 N 0.7338(3) 0.6291(4) 0.7205(3) 0.0552(9) Uani 1 1 d . . . . .
H1 H 0.7401 0.7128 0.7402 0.066 Uiso 1 1 d R U . . .
N2 N 0.4863(3) 0.6888(3) 0.5937(3) 0.0514(8) Uani 1 1 d . . . . .
N3 N 0.8824(3) 0.5292(4) 0.5578(3) 0.0552(8) Uani 1 1 d . . . . .
H3 H 0.8855 0.6326 0.5575 0.066 Uiso 1 1 d R U . . .
C1 C 0.8926(3) 0.4637(4) 0.6447(3) 0.0459(9) Uani 1 1 d . . . . .
C2 C 0.8955(4) 0.3220(5) 0.6430(4) 0.0636(12) Uani 1 1 d . . . . .
H2 H 0.9020 0.2720 0.7013 0.076 Uiso 1 1 calc R U . . .
C3 C 0.8887(4) 0.2541(5) 0.5555(4) 0.0720(14) Uani 1 1 d . . . . .
H3A H 0.8923 0.1583 0.5553 0.086 Uiso 1 1 calc R U . . .
C4 C 0.8766(3) 0.3261(6) 0.4687(4) 0.0690(13) Uani 1 1 d . . . . .
H4 H 0.8712 0.2802 0.4091 0.083 Uiso 1 1 calc R U . . .
C5 C 0.8725(4) 0.4642(6) 0.4707(4) 0.0704(13) Uani 1 1 d . . . . .
H5 H 0.8628 0.5149 0.4119 0.084 Uiso 1 1 calc R U . . .
C6 C 0.9029(3) 0.5459(5) 0.7366(3) 0.0563(10) Uani 1 1 d . . . . .
H6A H 0.9107 0.6422 0.7226 0.068 Uiso 1 1 calc R U . . .
H6B H 0.9638 0.5175 0.7927 0.068 Uiso 1 1 calc R U . . .
C7 C 0.8146(3) 0.5330(5) 0.7703(3) 0.0595(11) Uani 1 1 d . . . . .
H7A H 0.7882 0.4399 0.7564 0.071 Uiso 1 1 calc R U . . .
H7B H 0.8390 0.5473 0.8437 0.071 Uiso 1 1 calc R U . . .
C8 C 0.6550(3) 0.5996(4) 0.6367(3) 0.0439(8) Uani 1 1 d . . . . .
C9 C 0.5761(3) 0.7133(4) 0.5976(3) 0.0467(9) Uani 1 1 d . . . . .
C10 C 0.4592(4) 0.5755(5) 0.6469(4) 0.0669(12) Uani 1 1 d . . . . .
H10A H 0.5176 0.5182 0.6819 0.080 Uiso 1 1 calc R U . . .
H10B H 0.4074 0.5187 0.5981 0.080 Uiso 1 1 calc R U . . .
C11 C 0.4210(4) 0.6374(7) 0.7233(4) 0.0913(19) Uani 1 1 d . . . . .
H11A H 0.3988 0.5637 0.7560 0.110 Uiso 1 1 calc R U . . .
H11B H 0.4759 0.6851 0.7759 0.110 Uiso 1 1 calc R U . . .
C12 C 0.4002(3) 0.7825(5) 0.5456(4) 0.0607(11) Uani 1 1 d . . . . .
H12A H 0.3451 0.7330 0.4946 0.073 Uiso 1 1 calc R U . . .
H12B H 0.4197 0.8578 0.5120 0.073 Uiso 1 1 calc R U . . .
C13 C 0.3677(4) 0.8377(6) 0.6264(5) 0.0842(17) Uani 1 1 d . . . . .
H13A H 0.4220 0.8912 0.6750 0.101 Uiso 1 1 calc R U . . .
H13B H 0.3105 0.8985 0.5952 0.101 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 Cl1 2.3017(12) . ?
Pd1 Cl2 2.3269(10) . ?
Pd1 Cl3 2.3035(13) . ?
Pd1 S1 2.2499(12) . ?
S1 C9 1.688(4) . ?
O1 C8 1.198(5) . ?
O2 C11 1.409(7) . ?
O2 C13 1.411(7) . ?
N1 H1 0.8520 . ?
N1 C7 1.445(5) . ?
N1 C8 1.320(5) . ?
N2 C9 1.294(5) . ?
N2 C10 1.467(5) . ?
N2 C12 1.474(5) . ?
N3 H3 1.0036 . ?
N3 C1 1.341(5) . ?
N3 C5 1.342(6) . ?
C1 C2 1.376(6) . ?
C1 C6 1.483(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(7) . ?
C3 H3A 0.9300 . ?
C3 C4 1.365(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.342(7) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.524(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.527(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.512(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.491(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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 Cl2 90.71(4) . . ?
Cl1 Pd1 Cl3 178.14(5) . . ?
Cl3 Pd1 Cl2 90.84(5) . . ?
S1 Pd1 Cl1 89.18(6) . . ?
S1 Pd1 Cl2 177.47(4) . . ?
S1 Pd1 Cl3 89.31(6) . . ?
C9 S1 Pd1 109.74(14) . . ?
C11 O2 C13 111.6(4) . . ?
C7 N1 H1 119.5 . . ?
C8 N1 H1 116.5 . . ?
C8 N1 C7 123.4(3) . . ?
C9 N2 C10 125.0(4) . . ?
C9 N2 C12 123.7(3) . . ?
C10 N2 C12 110.9(3) . . ?
C1 N3 H3 119.1 . . ?
C1 N3 C5 123.8(4) . . ?
C5 N3 H3 117.0 . . ?
N3 C1 C2 116.7(4) . . ?
N3 C1 C6 119.2(4) . . ?
C2 C1 C6 124.0(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3A 119.8 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.9(5) . . ?
C5 C4 H4 120.5 . . ?
N3 C5 C4 119.9(5) . . ?
N3 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C1 C6 H6A 108.6 . . ?
C1 C6 H6B 108.6 . . ?
C1 C6 C7 114.6(4) . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
N1 C7 C6 113.8(4) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O1 C8 N1 124.8(4) . . ?
O1 C8 C9 119.6(4) . . ?
N1 C8 C9 115.6(3) . . ?
N2 C9 S1 121.2(3) . . ?
N2 C9 C8 118.3(3) . . ?
C8 C9 S1 120.5(3) . . ?
N2 C10 H10A 110.1 . . ?
N2 C10 H10B 110.1 . . ?
N2 C10 C11 108.1(4) . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 H10A 110.1 . . ?
C11 C10 H10B 110.1 . . ?
O2 C11 C10 113.0(4) . . ?
O2 C11 H11A 109.0 . . ?
O2 C11 H11B 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
N2 C12 H12A 109.9 . . ?
N2 C12 H12B 109.9 . . ?
N2 C12 C13 108.8(4) . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
O2 C13 C12 111.4(4) . . ?
O2 C13 H13A 109.4 . . ?
O2 C13 H13B 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?

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 S1 C9 N2 -171.3(3) . . . . ?
Pd1 S1 C9 C8 8.7(4) . . . . ?
O1 C8 C9 S1 -117.4(4) . . . . ?
O1 C8 C9 N2 62.6(5) . . . . ?
N1 C8 C9 S1 62.1(4) . . . . ?
N1 C8 C9 N2 -117.9(4) . . . . ?
N2 C10 C11 O2 55.1(6) . . . . ?
N2 C12 C13 O2 -58.3(6) . . . . ?
N3 C1 C2 C3 0.4(6) . . . . ?
N3 C1 C6 C7 113.2(4) . . . . ?
C1 N3 C5 C4 -2.7(7) . . . . ?
C1 C2 C3 C4 -1.6(8) . . . . ?
C1 C6 C7 N1 -87.3(5) . . . . ?
C2 C1 C6 C7 -68.6(5) . . . . ?
C2 C3 C4 C5 0.7(8) . . . . ?
C3 C4 C5 N3 1.4(8) . . . . ?
C5 N3 C1 C2 1.7(6) . . . . ?
C5 N3 C1 C6 -179.9(4) . . . . ?
C6 C1 C2 C3 -177.9(4) . . . . ?
C7 N1 C8 O1 -2.4(7) . . . . ?
C7 N1 C8 C9 178.1(4) . . . . ?
C8 N1 C7 C6 93.3(5) . . . . ?
C9 N2 C10 C11 116.7(5) . . . . ?
C9 N2 C12 C13 -114.4(5) . . . . ?
C10 N2 C9 S1 -163.8(4) . . . . ?
C10 N2 C9 C8 16.3(6) . . . . ?
C10 N2 C12 C13 58.4(5) . . . . ?
C11 O2 C13 C12 57.8(6) . . . . ?
C12 N2 C9 S1 8.0(6) . . . . ?
C12 N2 C9 C8 -171.9(4) . . . . ?
C12 N2 C10 C11 -56.0(5) . . . . ?
C13 O2 C11 C10 -56.6(6) . . . . ?

_olex2_date_sample_data_collection 2020-11-14
_olex2_date_sample_submission    2020-11-14
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_14
_database_code_depnum_ccdc_archive 'CCDC 1999307'
loop_
_audit_author_name
_audit_author_address
'Yulia Nelyubina'
;AN Nesmeyanov Institute of Organoelement Compounds
Russia
;
_audit_update_record             
;
2020-04-26 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;
_audit_creation_date             2020-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H22 Cl N2 O2 P Pd S2'
_chemical_formula_sum            'C24 H22 Cl N2 O2 P Pd S2'
_chemical_formula_weight         607.37
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1078(10)
_cell_length_b                   9.9172(11)
_cell_length_c                   14.3625(16)
_cell_angle_alpha                109.013(2)
_cell_angle_beta                 98.691(2)
_cell_angle_gamma                95.893(2)
_cell_volume                     1196.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6200
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.53
_cell_measurement_theta_min      2.20
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.688
_exptl_absorpt_coefficient_mu    1.155
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6009
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0701 before and 0.0411 after correction.
The Ratio of minimum to maximum transmission is 0.8054.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13879
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.201
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5099
_reflns_number_total             5752
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5752
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+0.6353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0687
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.85328(2) -0.06708(2) 0.17499(2) 0.01295(6) Uani 1 1 d . . . . .
Cl1 Cl 0.91793(7) -0.29060(6) 0.09830(5) 0.02216(13) Uani 1 1 d . . . . .
S1 S 0.70533(7) -0.08764(6) 0.02544(4) 0.01903(13) Uani 1 1 d . . . . .
S2 S 1.05528(6) -0.02602(6) 0.30933(4) 0.01543(12) Uani 1 1 d . . . . .
P1 P 1.04781(6) 0.18415(6) 0.38131(4) 0.01174(12) Uani 1 1 d . . . . .
O1 O 0.6005(2) 0.25650(19) 0.18904(13) 0.0243(4) Uani 1 1 d . . . . .
O2 O 0.6364(2) 0.3129(2) -0.13478(14) 0.0283(4) Uani 1 1 d . . . . .
N1 N 0.7603(2) 0.1114(2) 0.23414(14) 0.0139(4) Uani 1 1 d . . . . .
N2 N 0.7134(2) 0.1695(2) 0.00326(15) 0.0187(4) Uani 1 1 d . . . . .
C1 C 0.7392(3) 0.1578(2) 0.33520(17) 0.0136(4) Uani 1 1 d . . . . .
C2 C 0.8661(2) 0.2000(2) 0.41367(17) 0.0133(4) Uani 1 1 d . . . . .
C3 C 0.8486(3) 0.2418(3) 0.51355(18) 0.0171(5) Uani 1 1 d . . . . .
H3 H 0.9347 0.2697 0.5661 0.021 Uiso 1 1 calc R . . . .
C4 C 0.7063(3) 0.2428(3) 0.53620(18) 0.0202(5) Uani 1 1 d . . . . .
H4 H 0.6944 0.2714 0.6041 0.024 Uiso 1 1 calc R . . . .
C5 C 0.5813(3) 0.2015(3) 0.45889(19) 0.0216(5) Uani 1 1 d . . . . .
H5 H 0.4835 0.2012 0.4743 0.026 Uiso 1 1 calc R . . . .
C6 C 0.5971(3) 0.1608(3) 0.35959(18) 0.0180(5) Uani 1 1 d . . . . .
H6 H 0.5102 0.1347 0.3077 0.022 Uiso 1 1 calc R . . . .
C7 C 1.1871(2) 0.2530(2) 0.49619(17) 0.0143(4) Uani 1 1 d . . . . .
C8 C 1.2650(3) 0.3945(2) 0.52916(18) 0.0179(5) Uani 1 1 d . . . . .
H8 H 1.2473 0.4540 0.4898 0.022 Uiso 1 1 calc R . . . .
C9 C 1.3676(3) 0.4475(3) 0.61893(19) 0.0225(5) Uani 1 1 d . . . . .
H9 H 1.4216 0.5431 0.6409 0.027 Uiso 1 1 calc R . . . .
C10 C 1.3919(3) 0.3609(3) 0.67738(19) 0.0222(5) Uani 1 1 d . . . . .
H10 H 1.4612 0.3981 0.7397 0.027 Uiso 1 1 calc R . . . .
C11 C 1.3151(3) 0.2204(3) 0.64450(19) 0.0225(5) Uani 1 1 d . . . . .
H11 H 1.3326 0.1615 0.6843 0.027 Uiso 1 1 calc R . . . .
C12 C 1.2135(3) 0.1658(3) 0.55456(18) 0.0192(5) Uani 1 1 d . . . . .
H12 H 1.1616 0.0694 0.5322 0.023 Uiso 1 1 calc R . . . .
C13 C 1.0818(2) 0.2995(2) 0.30995(16) 0.0129(4) Uani 1 1 d . . . . .
C14 C 1.2009(3) 0.2841(3) 0.25857(19) 0.0205(5) Uani 1 1 d . . . . .
H14 H 1.2621 0.2127 0.2609 0.025 Uiso 1 1 calc R . . . .
C15 C 1.2301(3) 0.3729(3) 0.2041(2) 0.0261(6) Uani 1 1 d . . . . .
H15 H 1.3123 0.3637 0.1702 0.031 Uiso 1 1 calc R . . . .
C16 C 1.1389(3) 0.4754(3) 0.19931(19) 0.0254(6) Uani 1 1 d . . . . .
H16 H 1.1574 0.5346 0.1606 0.030 Uiso 1 1 calc R . . . .
C17 C 1.0214(3) 0.4915(3) 0.25059(19) 0.0217(5) Uani 1 1 d . . . . .
H17 H 0.9598 0.5622 0.2474 0.026 Uiso 1 1 calc R . . . .
C18 C 0.9931(3) 0.4051(2) 0.30665(17) 0.0168(5) Uani 1 1 d . . . . .
H18 H 0.9134 0.4177 0.3428 0.020 Uiso 1 1 calc R . . . .
C19 C 0.6842(3) 0.1652(2) 0.17016(17) 0.0163(5) Uani 1 1 d . . . . .
C20 C 0.7048(3) 0.0952(2) 0.06261(17) 0.0154(5) Uani 1 1 d . . . . .
C21 C 0.7370(3) 0.3293(3) 0.0351(2) 0.0237(5) Uani 1 1 d . . . . .
H21A H 0.8407 0.3656 0.0317 0.028 Uiso 1 1 calc R . . . .
H21B H 0.7238 0.3711 0.1055 0.028 Uiso 1 1 calc R . . . .
C22 C 0.6258(3) 0.3750(3) -0.0322(2) 0.0288(6) Uani 1 1 d . . . . .
H22A H 0.5227 0.3454 -0.0242 0.035 Uiso 1 1 calc R . . . .
H22B H 0.6443 0.4817 -0.0120 0.035 Uiso 1 1 calc R . . . .
C23 C 0.6100(3) 0.1603(3) -0.1661(2) 0.0261(6) Uani 1 1 d . . . . .
H23A H 0.6190 0.1199 -0.2374 0.031 Uiso 1 1 calc R . . . .
H23B H 0.5058 0.1276 -0.1615 0.031 Uiso 1 1 calc R . . . .
C24 C 0.7185(3) 0.1020(3) -0.10407(18) 0.0222(5) Uani 1 1 d . . . . .
H24A H 0.6905 -0.0043 -0.1252 0.027 Uiso 1 1 calc R . . . .
H24B H 0.8219 0.1236 -0.1148 0.027 Uiso 1 1 calc R . . . .


_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 2.3123(6) . ?
Pd1 S1 2.2922(6) . ?
Pd1 S2 2.3526(6) . ?
Pd1 N1 2.0292(19) . ?
S1 C20 1.716(2) . ?
S2 P1 2.0160(8) . ?
P1 C2 1.794(2) . ?
P1 C7 1.804(2) . ?
P1 C13 1.800(2) . ?
O1 C19 1.232(3) . ?
O2 C22 1.422(3) . ?
O2 C23 1.413(3) . ?
N1 C1 1.422(3) . ?
N1 C19 1.346(3) . ?
N2 C20 1.301(3) . ?
N2 C21 1.482(3) . ?
N2 C24 1.477(3) . ?
C1 C2 1.407(3) . ?
C1 C6 1.392(3) . ?
C2 C3 1.396(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.399(3) . ?
C7 C12 1.401(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(3) . ?
C13 C18 1.396(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.523(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.500(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.515(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Pd1 S2 88.70(2) . . ?
S1 Pd1 Cl1 89.21(2) . . ?
S1 Pd1 S2 164.98(2) . . ?
N1 Pd1 Cl1 170.35(6) . . ?
N1 Pd1 S1 85.36(6) . . ?
N1 Pd1 S2 98.58(5) . . ?
C20 S1 Pd1 92.22(8) . . ?
P1 S2 Pd1 97.42(3) . . ?
C2 P1 S2 108.89(8) . . ?
C2 P1 C7 107.91(10) . . ?
C2 P1 C13 108.37(10) . . ?
C7 P1 S2 110.02(8) . . ?
C13 P1 S2 114.36(8) . . ?
C13 P1 C7 107.10(10) . . ?
C23 O2 C22 110.66(19) . . ?
C1 N1 Pd1 122.05(14) . . ?
C19 N1 Pd1 117.86(15) . . ?
C19 N1 C1 118.08(19) . . ?
C20 N2 C21 125.4(2) . . ?
C20 N2 C24 122.6(2) . . ?
C24 N2 C21 111.65(19) . . ?
C2 C1 N1 119.1(2) . . ?
C6 C1 N1 122.4(2) . . ?
C6 C1 C2 118.5(2) . . ?
C1 C2 P1 118.13(17) . . ?
C3 C2 P1 121.31(17) . . ?
C3 C2 C1 120.4(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 H6 119.7 . . ?
C8 C7 P1 120.48(17) . . ?
C8 C7 C12 119.8(2) . . ?
C12 C7 P1 119.66(18) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 120.1 . . ?
C11 C12 C7 119.7(2) . . ?
C11 C12 H12 120.1 . . ?
C14 C13 P1 119.08(18) . . ?
C18 C13 P1 121.24(17) . . ?
C18 C13 C14 119.7(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 119.9(2) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 120.1 . . ?
C17 C18 C13 119.9(2) . . ?
C17 C18 H18 120.1 . . ?
O1 C19 N1 127.7(2) . . ?
O1 C19 C20 119.7(2) . . ?
N1 C19 C20 112.50(19) . . ?
N2 C20 S1 123.56(18) . . ?
N2 C20 C19 121.4(2) . . ?
C19 C20 S1 114.96(17) . . ?
N2 C21 H21A 109.7 . . ?
N2 C21 H21B 109.7 . . ?
N2 C21 C22 109.6(2) . . ?
H21A C21 H21B 108.2 . . ?
C22 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
O2 C22 C21 111.8(2) . . ?
O2 C22 H22A 109.3 . . ?
O2 C22 H22B 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
O2 C23 H23A 109.0 . . ?
O2 C23 H23B 109.0 . . ?
O2 C23 C24 112.8(2) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
N2 C24 C23 109.4(2) . . ?
N2 C24 H24A 109.8 . . ?
N2 C24 H24B 109.8 . . ?
C23 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 S1 C20 N2 140.8(2) . . . . ?
Pd1 S1 C20 C19 -42.54(16) . . . . ?
Pd1 N1 C1 C2 63.0(2) . . . . ?
Pd1 N1 C1 C6 -115.9(2) . . . . ?
Pd1 N1 C19 O1 167.4(2) . . . . ?
Pd1 N1 C19 C20 -10.0(2) . . . . ?
S2 P1 C2 C1 -63.07(18) . . . . ?
S2 P1 C2 C3 111.85(18) . . . . ?
S2 P1 C7 C8 143.43(17) . . . . ?
S2 P1 C7 C12 -38.9(2) . . . . ?
S2 P1 C13 C14 -45.3(2) . . . . ?
S2 P1 C13 C18 135.88(17) . . . . ?
P1 C2 C3 C4 -175.13(19) . . . . ?
P1 C7 C8 C9 177.76(19) . . . . ?
P1 C7 C12 C11 -177.14(19) . . . . ?
P1 C13 C14 C15 -179.27(19) . . . . ?
P1 C13 C18 C17 -179.59(18) . . . . ?
O1 C19 C20 S1 -137.9(2) . . . . ?
O1 C19 C20 N2 38.9(3) . . . . ?
O2 C23 C24 N2 54.8(3) . . . . ?
N1 C1 C2 P1 -3.0(3) . . . . ?
N1 C1 C2 C3 -178.0(2) . . . . ?
N1 C1 C6 C5 177.5(2) . . . . ?
N1 C19 C20 S1 39.7(2) . . . . ?
N1 C19 C20 N2 -143.5(2) . . . . ?
N2 C21 C22 O2 -57.1(3) . . . . ?
C1 N1 C19 O1 3.2(4) . . . . ?
C1 N1 C19 C20 -174.18(18) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 P1 C7 C8 -97.9(2) . . . . ?
C2 P1 C7 C12 79.8(2) . . . . ?
C2 P1 C13 C14 -166.91(18) . . . . ?
C2 P1 C13 C18 14.2(2) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
C6 C1 C2 P1 175.85(17) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
C7 P1 C2 C1 177.54(17) . . . . ?
C7 P1 C2 C3 -7.5(2) . . . . ?
C7 P1 C13 C14 76.9(2) . . . . ?
C7 P1 C13 C18 -102.0(2) . . . . ?
C7 C8 C9 C10 -0.9(4) . . . . ?
C8 C7 C12 C11 0.6(4) . . . . ?
C8 C9 C10 C11 1.1(4) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C10 C11 C12 C7 -0.4(4) . . . . ?
C12 C7 C8 C9 0.1(4) . . . . ?
C13 P1 C2 C1 61.9(2) . . . . ?
C13 P1 C2 C3 -123.19(19) . . . . ?
C13 P1 C7 C8 18.6(2) . . . . ?
C13 P1 C7 C12 -163.72(19) . . . . ?
C13 C14 C15 C16 -1.2(4) . . . . ?
C14 C13 C18 C17 1.5(3) . . . . ?
C14 C15 C16 C17 1.6(4) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C16 C17 C18 C13 -1.2(4) . . . . ?
C18 C13 C14 C15 -0.4(4) . . . . ?
C19 N1 C1 C2 -133.5(2) . . . . ?
C19 N1 C1 C6 47.7(3) . . . . ?
C20 N2 C21 C22 -132.4(3) . . . . ?
C20 N2 C24 C23 133.8(2) . . . . ?
C21 N2 C20 S1 -170.01(19) . . . . ?
C21 N2 C20 C19 13.6(4) . . . . ?
C21 N2 C24 C23 -52.7(3) . . . . ?
C22 O2 C23 C24 -58.2(3) . . . . ?
C23 O2 C22 C21 59.2(3) . . . . ?
C24 N2 C20 S1 2.5(3) . . . . ?
C24 N2 C20 C19 -173.9(2) . . . . ?
C24 N2 C21 C22 54.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
