# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2263286'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-05-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H21 N2 O P S'
_chemical_formula_sum            'C25 H21 N2 O P S'
_chemical_formula_weight         428.47
_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'
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'
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                   9.8186(3)
_cell_length_b                   10.1013(3)
_cell_length_c                   12.0509(3)
_cell_angle_alpha                104.5460(10)
_cell_angle_beta                 100.9210(10)
_cell_angle_gamma                104.4390(10)
_cell_volume                     1079.09(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.59
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.939
_exptl_absorpt_coefficient_mu    0.244
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1072 before and 0.0362 after correction.
The Ratio of minimum to maximum transmission is 0.9412.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12846
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         1.813
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4840
_reflns_number_total             5164
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         5164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.021
_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)+(0.0350P)²+0.5480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Riding coordinates:
 N2(H2)
2.b Ternary CH refined with riding coordinates:
 C7(H7)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C11(H11), C9(H9), C5(H5), C22(H22), C16(H16), C18(H18), C2(H2A),
 C3(H3), C21(H21), C15(H15), C17(H17), C25(H25), C23(H23), C13(H13), C24(H24),
 C12(H12), C19(H19), C10(H10)
;
_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
S1 S 0.81894(3) 0.74584(3) 0.46344(2) 0.02197(8) Uani 1 1 d . . . . .
P1 P 0.79932(3) 0.66583(3) 0.29368(2) 0.01459(7) Uani 1 1 d . . . . .
O1 O 0.37996(9) 0.58729(9) 0.06689(7) 0.01968(17) Uani 1 1 d . . . . .
N2 N 0.51728(10) 0.62409(10) 0.25263(8) 0.01636(19) Uani 1 1 d . . . . .
H2 H 0.5367 0.6793 0.3329 0.020 Uiso 1 1 d R U . . .
N1 N 0.38224(11) 0.80225(10) 0.35024(9) 0.01858(19) Uani 1 1 d . . . . .
C4 C 0.21819(13) 0.94131(13) 0.33514(12) 0.0251(3) Uani 1 1 d . . . . .
H4 H 0.1751 1.0072 0.3744 0.030 Uiso 1 1 calc R U . . .
C11 C 1.12557(13) 0.41668(13) 0.22809(12) 0.0225(2) Uani 1 1 d . . . . .
H11 H 1.1935 0.3657 0.2155 0.027 Uiso 1 1 calc R U . . .
C9 C 1.02793(13) 0.56303(13) 0.36143(11) 0.0214(2) Uani 1 1 d . . . . .
H9 H 1.0294 0.6121 0.4402 0.026 Uiso 1 1 calc R U . . .
C5 C 0.31823(13) 0.89491(13) 0.40030(11) 0.0226(2) Uani 1 1 d . . . . .
H5 H 0.3425 0.9307 0.4847 0.027 Uiso 1 1 calc R U . . .
C22 C 0.53202(17) 0.25517(14) 0.36909(12) 0.0307(3) Uani 1 1 d . . . . .
H22 H 0.5120 0.2467 0.4415 0.037 Uiso 1 1 calc R U . . .
C16 C 0.79675(13) 0.87104(13) 0.03890(11) 0.0227(2) Uani 1 1 d . . . . .
H16 H 0.7697 0.8457 -0.0455 0.027 Uiso 1 1 calc R U . . .
C6 C 0.41474(12) 0.64636(11) 0.17492(10) 0.0146(2) Uani 1 1 d . . . . .
C18 C 0.89248(13) 1.05324(13) 0.23112(12) 0.0234(2) Uani 1 1 d . . . . .
H18 H 0.9312 1.1519 0.2779 0.028 Uiso 1 1 calc R U . . .
C20 C 0.58274(12) 0.39921(12) 0.24077(10) 0.0156(2) Uani 1 1 d . . . . .
C8 C 0.92646(12) 0.56653(11) 0.26471(10) 0.0156(2) Uani 1 1 d . . . . .
C14 C 0.81786(12) 0.80167(12) 0.21772(10) 0.0163(2) Uani 1 1 d . . . . .
C2 C 0.24614(12) 0.79304(12) 0.15870(10) 0.0198(2) Uani 1 1 d . . . . .
H2A H 0.2234 0.7554 0.0745 0.024 Uiso 1 1 calc R U . . .
C1 C 0.34429(12) 0.75206(11) 0.23113(10) 0.0150(2) Uani 1 1 d . . . . .
C3 C 0.18206(13) 0.89026(13) 0.21218(12) 0.0243(3) Uani 1 1 d . . . . .
H3 H 0.1148 0.9212 0.1654 0.029 Uiso 1 1 calc R U . . .
C7 C 0.61105(12) 0.54120(11) 0.21526(9) 0.0144(2) Uani 1 1 d . . . . .
H7 H 0.5971 0.5217 0.1276 0.017 Uiso 1 1 calc R U . . .
C21 C 0.55273(15) 0.38627(13) 0.34665(11) 0.0241(2) Uani 1 1 d . . . . .
H21 H 0.5464 0.4671 0.4036 0.029 Uiso 1 1 calc R U . . .
C15 C 0.77785(13) 0.76391(12) 0.09341(10) 0.0189(2) Uani 1 1 d . . . . .
H15 H 0.7379 0.6655 0.0463 0.023 Uiso 1 1 calc R U . . .
C17 C 0.85523(14) 1.01521(13) 0.10791(12) 0.0244(3) Uani 1 1 d . . . . .
H17 H 0.8697 1.0879 0.0705 0.029 Uiso 1 1 calc R U . . .
C25 C 0.58877(12) 0.27920(12) 0.15700(10) 0.0186(2) Uani 1 1 d . . . . .
H25 H 0.6074 0.2867 0.0839 0.022 Uiso 1 1 calc R U . . .
C23 C 0.54056(15) 0.13708(13) 0.28601(12) 0.0265(3) Uani 1 1 d . . . . .
H23 H 0.5278 0.0480 0.3020 0.032 Uiso 1 1 calc R U . . .
C13 C 0.92527(12) 0.49413(12) 0.14921(10) 0.0182(2) Uani 1 1 d . . . . .
H13 H 0.8565 0.4957 0.0829 0.022 Uiso 1 1 calc R U . . .
C24 C 0.56758(13) 0.14832(13) 0.17983(11) 0.0224(2) Uani 1 1 d . . . . .
H24 H 0.5717 0.0666 0.1224 0.027 Uiso 1 1 calc R U . . .
C12 C 1.02489(13) 0.41970(13) 0.13143(11) 0.0208(2) Uani 1 1 d . . . . .
H12 H 1.0241 0.3707 0.0528 0.025 Uiso 1 1 calc R U . . .
C19 C 0.87305(12) 0.94685(12) 0.28613(11) 0.0192(2) Uani 1 1 d . . . . .
H19 H 0.8974 0.9730 0.3705 0.023 Uiso 1 1 calc R U . . .
C10 C 1.12676(14) 0.48801(14) 0.34269(12) 0.0252(3) Uani 1 1 d . . . . .
H10 H 1.1954 0.4857 0.4087 0.030 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
S1 P1 1.9540(4) . ?
P1 C8 1.8166(11) . ?
P1 C14 1.8230(11) . ?
P1 C7 1.8641(11) . ?
O1 C6 1.2277(13) . ?
N2 H2 0.9433 . ?
N2 C6 1.3427(14) . ?
N2 C7 1.4504(13) . ?
N1 C5 1.3373(15) . ?
N1 C1 1.3393(14) . ?
C4 H4 0.9500 . ?
C4 C5 1.3869(18) . ?
C4 C3 1.3832(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3899(17) . ?
C11 C10 1.3843(19) . ?
C9 H9 0.9500 . ?
C9 C8 1.3967(15) . ?
C9 C10 1.3895(17) . ?
C5 H5 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.3909(17) . ?
C22 C23 1.3836(19) . ?
C16 H16 0.9500 . ?
C16 C15 1.3928(16) . ?
C16 C17 1.3913(18) . ?
C6 C1 1.5034(14) . ?
C18 H18 0.9500 . ?
C18 C17 1.3870(19) . ?
C18 C19 1.3908(16) . ?
C20 C7 1.5113(14) . ?
C20 C21 1.3924(16) . ?
C20 C25 1.3914(15) . ?
C8 C13 1.3967(16) . ?
C14 C15 1.3998(16) . ?
C14 C19 1.3968(15) . ?
C2 H2A 0.9500 . ?
C2 C1 1.3869(15) . ?
C2 C3 1.3855(16) . ?
C3 H3 0.9500 . ?
C7 H7 1.0000 . ?
C21 H21 0.9500 . ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.3907(16) . ?
C23 H23 0.9500 . ?
C23 C24 1.3809(18) . ?
C13 H13 0.9500 . ?
C13 C12 1.3904(16) . ?
C24 H24 0.9500 . ?
C12 H12 0.9500 . ?
C19 H19 0.9500 . ?
C10 H10 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
C8 P1 S1 112.75(4) . . ?
C8 P1 C14 109.27(5) . . ?
C8 P1 C7 107.76(5) . . ?
C14 P1 S1 112.92(4) . . ?
C14 P1 C7 102.94(5) . . ?
C7 P1 S1 110.64(4) . . ?
C6 N2 H2 115.7 . . ?
C6 N2 C7 122.61(9) . . ?
C7 N2 H2 120.8 . . ?
C5 N1 C1 116.99(10) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.99(11) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 119.91(11) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C10 C9 C8 120.17(11) . . ?
N1 C5 C4 123.26(11) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.06(12) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.05(11) . . ?
O1 C6 N2 124.03(10) . . ?
O1 C6 C1 121.74(10) . . ?
N2 C6 C1 114.23(9) . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.93(11) . . ?
C19 C18 H18 120.0 . . ?
C21 C20 C7 121.56(10) . . ?
C25 C20 C7 119.09(10) . . ?
C25 C20 C21 119.35(10) . . ?
C9 C8 P1 118.57(9) . . ?
C13 C8 P1 121.97(8) . . ?
C13 C8 C9 119.47(10) . . ?
C15 C14 P1 121.68(8) . . ?
C19 C14 P1 118.70(9) . . ?
C19 C14 C15 119.62(10) . . ?
C1 C2 H2A 120.8 . . ?
C3 C2 H2A 120.8 . . ?
C3 C2 C1 118.37(11) . . ?
N1 C1 C6 116.97(9) . . ?
N1 C1 C2 123.79(10) . . ?
C2 C1 C6 119.23(10) . . ?
C4 C3 C2 118.57(11) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
P1 C7 H7 108.5 . . ?
N2 C7 P1 103.98(7) . . ?
N2 C7 C20 114.32(9) . . ?
N2 C7 H7 108.5 . . ?
C20 C7 P1 112.88(7) . . ?
C20 C7 H7 108.5 . . ?
C22 C21 C20 120.12(12) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C16 C15 C14 119.83(11) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.31(11) . . ?
C18 C17 H17 119.8 . . ?
C20 C25 H25 119.9 . . ?
C24 C25 C20 120.25(11) . . ?
C24 C25 H25 119.9 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.18(11) . . ?
C24 C23 H23 119.9 . . ?
C8 C13 H13 120.0 . . ?
C12 C13 C8 119.90(10) . . ?
C12 C13 H13 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 C25 120.03(11) . . ?
C23 C24 H24 120.0 . . ?
C11 C12 C13 120.32(11) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C18 C19 C14 120.22(11) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C11 C10 C9 120.23(11) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?

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
S1 P1 C8 C9 -3.48(10) . . . . ?
S1 P1 C8 C13 176.47(8) . . . . ?
S1 P1 C14 C15 -166.53(8) . . . . ?
S1 P1 C14 C19 13.25(10) . . . . ?
S1 P1 C7 N2 50.81(7) . . . . ?
S1 P1 C7 C20 -73.64(8) . . . . ?
P1 C8 C13 C12 179.91(9) . . . . ?
P1 C14 C15 C16 -178.61(9) . . . . ?
P1 C14 C19 C18 178.19(9) . . . . ?
O1 C6 C1 N1 175.17(10) . . . . ?
O1 C6 C1 C2 -5.37(16) . . . . ?
N2 C6 C1 N1 -5.09(14) . . . . ?
N2 C6 C1 C2 174.36(10) . . . . ?
C9 C8 C13 C12 -0.15(17) . . . . ?
C5 N1 C1 C6 -179.19(10) . . . . ?
C5 N1 C1 C2 1.38(17) . . . . ?
C5 C4 C3 C2 0.77(19) . . . . ?
C22 C23 C24 C25 1.1(2) . . . . ?
C6 N2 C7 P1 125.01(9) . . . . ?
C6 N2 C7 C20 -111.47(11) . . . . ?
C20 C25 C24 C23 -0.06(18) . . . . ?
C8 P1 C14 C15 67.13(10) . . . . ?
C8 P1 C14 C19 -113.09(9) . . . . ?
C8 P1 C7 N2 174.49(7) . . . . ?
C8 P1 C7 C20 50.03(9) . . . . ?
C8 C9 C10 C11 0.20(19) . . . . ?
C8 C13 C12 C11 0.15(17) . . . . ?
C14 P1 C8 C9 122.97(9) . . . . ?
C14 P1 C8 C13 -57.08(10) . . . . ?
C14 P1 C7 N2 -70.10(8) . . . . ?
C14 P1 C7 C20 165.45(8) . . . . ?
C1 N1 C5 C4 -0.92(18) . . . . ?
C1 C2 C3 C4 -0.36(18) . . . . ?
C3 C4 C5 N1 -0.1(2) . . . . ?
C3 C2 C1 N1 -0.76(18) . . . . ?
C3 C2 C1 C6 179.83(10) . . . . ?
C7 P1 C8 C9 -125.86(9) . . . . ?
C7 P1 C8 C13 54.08(10) . . . . ?
C7 P1 C14 C15 -47.19(10) . . . . ?
C7 P1 C14 C19 132.59(9) . . . . ?
C7 N2 C6 O1 8.07(17) . . . . ?
C7 N2 C6 C1 -171.65(9) . . . . ?
C7 C20 C21 C22 -177.84(12) . . . . ?
C7 C20 C25 C24 178.03(10) . . . . ?
C21 C22 C23 C24 -0.9(2) . . . . ?
C21 C20 C7 P1 78.37(12) . . . . ?
C21 C20 C7 N2 -40.22(15) . . . . ?
C21 C20 C25 C24 -1.14(17) . . . . ?
C15 C16 C17 C18 -1.20(19) . . . . ?
C15 C14 C19 C18 -2.02(17) . . . . ?
C17 C16 C15 C14 -0.02(18) . . . . ?
C17 C18 C19 C14 0.82(18) . . . . ?
C25 C20 C7 P1 -100.78(10) . . . . ?
C25 C20 C7 N2 140.64(10) . . . . ?
C25 C20 C21 C22 1.30(19) . . . . ?
C23 C22 C21 C20 -0.3(2) . . . . ?
C12 C11 C10 C9 -0.20(18) . . . . ?
C19 C18 C17 C16 0.79(18) . . . . ?
C19 C14 C15 C16 1.61(17) . . . . ?
C10 C11 C12 C13 0.02(18) . . . . ?
C10 C9 C8 P1 179.92(9) . . . . ?
C10 C9 C8 C13 -0.02(17) . . . . ?

_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_7
_database_code_depnum_ccdc_archive 'CCDC 2263287'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-05-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H16 Cl N2 O P Pd S'
_chemical_formula_sum            'C19 H16 Cl N2 O P Pd S'
_chemical_formula_weight         493.22
_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      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                   9.2430(11)
_cell_length_b                   10.5070(12)
_cell_length_c                   19.920(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.649(2)
_cell_angle_gamma                90
_cell_volume                     1887.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4947
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.36
_cell_measurement_theta_min      2.20
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.653
_exptl_absorpt_coefficient_mu    1.331
_exptl_absorpt_correction_T_max  0.4330
_exptl_absorpt_correction_T_min  0.3254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1016 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.7515.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22342
_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         28.999
_diffrn_reflns_theta_min         2.096
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4295
_reflns_number_total             5020
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         5020
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.051
_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)+(0.0228P)²+0.8726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0649
_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:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C2(H2), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13)
;
_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 0.51708(2) 0.61006(2) 0.58412(2) 0.01308(5) Uani 1 1 d . . . . .
Cl1 Cl 0.75394(6) 0.68497(6) 0.62862(3) 0.02312(14) Uani 1 1 d . . . . .
P1 P 0.27491(7) 0.73739(6) 0.46927(3) 0.01347(12) Uani 1 1 d . . . . .
S1 S 0.49876(6) 0.73891(6) 0.48917(3) 0.01629(12) Uani 1 1 d . . . . .
O1 O 0.14482(19) 0.39661(17) 0.57506(9) 0.0236(4) Uani 1 1 d . . . . .
N1 N 0.5111(2) 0.48318(19) 0.66099(10) 0.0160(4) Uani 1 1 d . . . . .
N2 N 0.3116(2) 0.54395(18) 0.55198(10) 0.0144(4) Uani 1 1 d . . . . .
C1 C 0.3817(3) 0.4184(2) 0.65165(12) 0.0145(5) Uani 1 1 d . . . . .
C5 C 0.6197(3) 0.4573(2) 0.71638(12) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.7104 0.5031 0.7230 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6022(3) 0.3656(2) 0.76378(13) 0.0236(6) Uani 1 1 d . . . . .
H4 H 0.6802 0.3483 0.8024 0.028 Uiso 1 1 calc R U . . .
C3 C 0.4706(3) 0.2995(2) 0.75437(13) 0.0238(6) Uani 1 1 d . . . . .
H3 H 0.4567 0.2361 0.7864 0.029 Uiso 1 1 calc R U . . .
C2 C 0.3586(3) 0.3266(2) 0.69750(12) 0.0195(5) Uani 1 1 d . . . . .
H2 H 0.2669 0.2822 0.6902 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2663(3) 0.4523(2) 0.58857(12) 0.0153(5) Uani 1 1 d . . . . .
C7 C 0.2154(3) 0.5795(2) 0.48630(12) 0.0153(5) Uani 1 1 d . . . . .
H7A H 0.1101 0.5796 0.4896 0.018 Uiso 1 1 calc R U . . .
H7B H 0.2276 0.5197 0.4495 0.018 Uiso 1 1 calc R U . . .
C14 C 0.2042(2) 0.7786(2) 0.38066(12) 0.0155(5) Uani 1 1 d . . . . .
C15 C 0.0977(3) 0.7046(2) 0.33739(12) 0.0185(5) Uani 1 1 d . . . . .
H15 H 0.0605 0.6298 0.3545 0.022 Uiso 1 1 calc R U . . .
C16 C 0.0465(3) 0.7404(3) 0.26961(13) 0.0242(6) Uani 1 1 d . . . . .
H16 H -0.0259 0.6898 0.2401 0.029 Uiso 1 1 calc R U . . .
C17 C 0.0996(3) 0.8488(3) 0.24464(14) 0.0279(6) Uani 1 1 d . . . . .
H17 H 0.0640 0.8727 0.1979 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2046(3) 0.9233(3) 0.28720(15) 0.0300(6) Uani 1 1 d . . . . .
H18 H 0.2405 0.9983 0.2698 0.036 Uiso 1 1 calc R U . . .
C19 C 0.2575(3) 0.8886(2) 0.35517(13) 0.0230(5) Uani 1 1 d . . . . .
H19 H 0.3300 0.9395 0.3844 0.028 Uiso 1 1 calc R U . . .
C8 C 0.2066(3) 0.8477(2) 0.52412(11) 0.0143(4) Uani 1 1 d . . . . .
C9 C 0.0750(3) 0.8251(2) 0.54557(12) 0.0187(5) Uani 1 1 d . . . . .
H9 H 0.0195 0.7499 0.5318 0.022 Uiso 1 1 calc R U . . .
C10 C 0.0259(3) 0.9135(2) 0.58717(13) 0.0215(5) Uani 1 1 d . . . . .
H10 H -0.0630 0.8981 0.6024 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1051(3) 1.0239(2) 0.60669(13) 0.0221(5) Uani 1 1 d . . . . .
H11 H 0.0709 1.0836 0.6355 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2342(3) 1.0480(2) 0.58433(13) 0.0245(6) Uani 1 1 d . . . . .
H12 H 0.2869 1.1251 0.5969 0.029 Uiso 1 1 calc R U . . .
C13 C 0.2864(3) 0.9599(2) 0.54372(13) 0.0205(5) Uani 1 1 d . . . . .
H13 H 0.3760 0.9756 0.5292 0.025 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 2.3127(6) . ?
Pd1 S1 2.3018(6) . ?
Pd1 N1 2.040(2) . ?
Pd1 N2 1.9913(19) . ?
P1 S1 2.0197(9) . ?
P1 C7 1.803(2) . ?
P1 C14 1.796(2) . ?
P1 C8 1.799(2) . ?
O1 C6 1.242(3) . ?
N1 C1 1.353(3) . ?
N1 C5 1.347(3) . ?
N2 C6 1.330(3) . ?
N2 C7 1.460(3) . ?
C1 C2 1.378(3) . ?
C1 C6 1.502(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.378(4) . ?
C3 H3 0.9500 . ?
C3 C2 1.386(4) . ?
C2 H2 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C14 C15 1.394(3) . ?
C14 C19 1.395(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(4) . ?
C19 H19 0.9500 . ?
C8 C9 1.395(3) . ?
C8 C13 1.400(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(3) . ?
C13 H13 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
S1 Pd1 Cl1 90.46(2) . . ?
N1 Pd1 Cl1 96.52(6) . . ?
N1 Pd1 S1 172.68(6) . . ?
N2 Pd1 Cl1 176.32(6) . . ?
N2 Pd1 S1 92.73(6) . . ?
N2 Pd1 N1 80.38(8) . . ?
C7 P1 S1 108.16(8) . . ?
C14 P1 S1 109.14(8) . . ?
C14 P1 C7 110.25(11) . . ?
C14 P1 C8 109.95(11) . . ?
C8 P1 S1 110.86(8) . . ?
C8 P1 C7 108.45(11) . . ?
P1 S1 Pd1 92.55(3) . . ?
C1 N1 Pd1 113.18(15) . . ?
C5 N1 Pd1 127.51(17) . . ?
C5 N1 C1 119.3(2) . . ?
C6 N2 Pd1 117.99(15) . . ?
C6 N2 C7 118.22(19) . . ?
C7 N2 Pd1 123.35(15) . . ?
N1 C1 C2 121.5(2) . . ?
N1 C1 C6 116.2(2) . . ?
C2 C1 C6 122.4(2) . . ?
N1 C5 H5 119.3 . . ?
N1 C5 C4 121.5(2) . . ?
C4 C5 H5 119.3 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.3 . . ?
C4 C3 H3 120.4 . . ?
C4 C3 C2 119.1(2) . . ?
C2 C3 H3 120.4 . . ?
C1 C2 C3 119.3(2) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
O1 C6 N2 126.9(2) . . ?
O1 C6 C1 120.8(2) . . ?
N2 C6 C1 112.2(2) . . ?
P1 C7 H7A 110.8 . . ?
P1 C7 H7B 110.8 . . ?
N2 C7 P1 104.64(15) . . ?
N2 C7 H7A 110.8 . . ?
N2 C7 H7B 110.8 . . ?
H7A C7 H7B 108.9 . . ?
C15 C14 P1 121.96(18) . . ?
C15 C14 C19 119.6(2) . . ?
C19 C14 P1 118.40(18) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(3) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 120.1 . . ?
C18 C19 C14 119.8(2) . . ?
C18 C19 H19 120.1 . . ?
C9 C8 P1 121.47(18) . . ?
C9 C8 C13 119.9(2) . . ?
C13 C8 P1 118.60(18) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(2) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
C8 C13 H13 120.1 . . ?
C12 C13 C8 119.8(2) . . ?
C12 C13 H13 120.1 . . ?

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 N1 C1 C2 178.48(17) . . . . ?
Pd1 N1 C1 C6 -1.2(2) . . . . ?
Pd1 N1 C5 C4 -177.99(18) . . . . ?
Pd1 N2 C6 O1 -177.11(19) . . . . ?
Pd1 N2 C6 C1 2.5(2) . . . . ?
Pd1 N2 C7 P1 -28.9(2) . . . . ?
P1 C14 C15 C16 179.86(19) . . . . ?
P1 C14 C19 C18 -179.6(2) . . . . ?
P1 C8 C9 C10 -179.25(18) . . . . ?
P1 C8 C13 C12 178.23(19) . . . . ?
S1 P1 C7 N2 45.06(16) . . . . ?
S1 P1 C14 C15 129.17(18) . . . . ?
S1 P1 C14 C19 -51.3(2) . . . . ?
S1 P1 C8 C9 -148.55(18) . . . . ?
S1 P1 C8 C13 33.3(2) . . . . ?
N1 C1 C2 C3 -0.2(4) . . . . ?
N1 C1 C6 O1 178.9(2) . . . . ?
N1 C1 C6 N2 -0.8(3) . . . . ?
N1 C5 C4 C3 -0.3(4) . . . . ?
C1 N1 C5 C4 0.3(4) . . . . ?
C5 N1 C1 C2 -0.1(3) . . . . ?
C5 N1 C1 C6 -179.7(2) . . . . ?
C5 C4 C3 C2 0.0(4) . . . . ?
C4 C3 C2 C1 0.3(4) . . . . ?
C2 C1 C6 O1 -0.8(3) . . . . ?
C2 C1 C6 N2 179.5(2) . . . . ?
C6 N2 C7 P1 158.95(17) . . . . ?
C6 C1 C2 C3 179.4(2) . . . . ?
C7 P1 C14 C15 10.5(2) . . . . ?
C7 P1 C14 C19 -169.96(19) . . . . ?
C7 P1 C8 C9 -29.9(2) . . . . ?
C7 P1 C8 C13 151.89(19) . . . . ?
C7 N2 C6 O1 -4.5(4) . . . . ?
C7 N2 C6 C1 175.14(18) . . . . ?
C14 P1 C7 N2 164.33(14) . . . . ?
C14 P1 C8 C9 90.7(2) . . . . ?
C14 P1 C8 C13 -87.5(2) . . . . ?
C14 C15 C16 C17 -0.2(4) . . . . ?
C15 C14 C19 C18 -0.1(4) . . . . ?
C15 C16 C17 C18 -0.2(4) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
C17 C18 C19 C14 -0.3(4) . . . . ?
C19 C14 C15 C16 0.3(4) . . . . ?
C8 P1 C7 N2 -75.24(17) . . . . ?
C8 P1 C14 C15 -109.0(2) . . . . ?
C8 P1 C14 C19 70.5(2) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C9 C8 C13 C12 0.0(4) . . . . ?
C9 C10 C11 C12 0.5(4) . . . . ?
C10 C11 C12 C13 -1.6(4) . . . . ?
C11 C12 C13 C8 1.3(4) . . . . ?
C13 C8 C9 C10 -1.1(4) . . . . ?

_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_8c
_database_code_depnum_ccdc_archive 'CCDC 2282343'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H19 Cl N3 O P Pd S, C H Cl3'
_chemical_formula_sum            'C27 H20 Cl4 N3 O P Pd S'
_chemical_formula_weight         713.69
_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                   9.9279(7)
_cell_length_b                   12.9563(9)
_cell_length_c                   13.4185(10)
_cell_angle_alpha                103.396(4)
_cell_angle_beta                 105.449(4)
_cell_angle_gamma                112.525(4)
_cell_volume                     1424.69(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4536
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.19
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.183
_exptl_absorpt_correction_T_max  0.0303
_exptl_absorpt_correction_T_min  0.0080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1202 before and 0.0698 after correction.
The Ratio of minimum to maximum transmission is 0.2640.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0825
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15977
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         1.835
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4926
_reflns_number_total             6197
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         2.374
_refine_diff_density_min         -1.167
_refine_diff_density_rms         0.210
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0634
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1072P)²+3.9439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1827
_refine_ls_wR_factor_ref         0.1976
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C13(H13), C1S(H1S)
1.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C16(H16),
 C17(H17), C18(H18), C19(H19), C20(H20), C26(H26), C25(H25), C24(H24), C23(H23),
  C22(H22)
;
_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 0.35249(5) 0.35280(4) 0.09851(4) 0.01890(16) Uani 1 1 d . . . . .
Cl1 Cl 0.24509(18) 0.24871(14) -0.09065(12) 0.0248(3) Uani 1 1 d . . . . .
S1 S 0.17039(18) 0.42275(13) 0.07894(12) 0.0219(3) Uani 1 1 d . . . . .
P1 P 0.18126(19) 0.43304(14) 0.23269(13) 0.0203(3) Uani 1 1 d . . . . .
O1 O 0.6172(5) 0.4475(4) 0.4247(4) 0.0237(9) Uani 1 1 d . . . . .
N2 N 0.4487(6) 0.4370(5) 0.2638(4) 0.0210(10) Uani 1 1 d . . . . .
N1 N 0.5119(6) 0.2918(4) 0.1370(4) 0.0199(10) Uani 1 1 d . . . . .
N3 N 0.7502(8) 1.1179(5) 0.4299(5) 0.0384(15) Uani 1 1 d . . . . .
C12 C 0.5509(7) 0.4095(5) 0.3220(5) 0.0206(12) Uani 1 1 d . . . . .
C1 C 0.5865(7) 0.3252(5) 0.2492(5) 0.0212(12) Uani 1 1 d . . . . .
C2 C 0.6861(8) 0.2811(5) 0.2915(5) 0.0244(13) Uani 1 1 d . . . . .
H2 H 0.7350 0.3028 0.3697 0.029 Uiso 1 1 calc R U . . .
C3 C 0.7132(7) 0.2048(6) 0.2183(6) 0.0252(13) Uani 1 1 d . . . . .
H3 H 0.7808 0.1731 0.2457 0.030 Uiso 1 1 calc R U . . .
C4 C 0.6419(8) 0.1752(6) 0.1058(6) 0.0275(14) Uani 1 1 d . . . . .
H4 H 0.6617 0.1243 0.0549 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5411(8) 0.2195(6) 0.0667(5) 0.0255(13) Uani 1 1 d . . . . .
H5 H 0.4916 0.1983 -0.0113 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3942(7) 0.5114(5) 0.3248(5) 0.0200(12) Uani 1 1 d . . . . .
H13 H 0.4051 0.5011 0.3977 0.024 Uiso 1 1 calc R U . . .
C6 C 0.4772(7) 0.6444(5) 0.3471(5) 0.0234(13) Uani 1 1 d . . . . .
C7 C 0.5501(7) 0.6876(6) 0.2799(5) 0.0237(13) Uani 1 1 d . . . . .
H7 H 0.5495 0.6333 0.2183 0.028 Uiso 1 1 calc R U . . .
C8 C 0.6243(8) 0.8111(6) 0.3031(5) 0.0260(13) Uani 1 1 d . . . . .
H8 H 0.6767 0.8413 0.2584 0.031 Uiso 1 1 calc R U . . .
C9 C 0.6217(7) 0.8899(5) 0.3916(5) 0.0242(13) Uani 1 1 d . . . . .
C10 C 0.5484(8) 0.8468(6) 0.4595(5) 0.0250(13) Uani 1 1 d . . . . .
H10 H 0.5475 0.9007 0.5206 0.030 Uiso 1 1 calc R U . . .
C11 C 0.4772(8) 0.7242(5) 0.4364(5) 0.0246(13) Uani 1 1 d . . . . .
H11 H 0.4274 0.6940 0.4823 0.029 Uiso 1 1 calc R U . . .
C14 C 0.6945(8) 1.0173(6) 0.4124(5) 0.0286(14) Uani 1 1 d . . . . .
C15 C 0.0686(7) 0.5031(5) 0.2719(5) 0.0203(12) Uani 1 1 d . . . . .
C16 C 0.0841(7) 0.5439(5) 0.3810(5) 0.0241(13) Uani 1 1 d . . . . .
H16 H 0.1581 0.5375 0.4376 0.029 Uiso 1 1 calc R U . . .
C17 C -0.0078(8) 0.5941(5) 0.4081(6) 0.0255(13) Uani 1 1 d . . . . .
H17 H 0.0026 0.6220 0.4832 0.031 Uiso 1 1 calc R U . . .
C18 C -0.1163(8) 0.6036(6) 0.3244(6) 0.0272(14) Uani 1 1 d . . . . .
H18 H -0.1781 0.6396 0.3431 0.033 Uiso 1 1 calc R U . . .
C19 C -0.1340(8) 0.5616(6) 0.2158(6) 0.0282(14) Uani 1 1 d . . . . .
H19 H -0.2103 0.5665 0.1596 0.034 Uiso 1 1 calc R U . . .
C20 C -0.0417(7) 0.5115(5) 0.1864(5) 0.0226(12) Uani 1 1 d . . . . .
H20 H -0.0525 0.4838 0.1112 0.027 Uiso 1 1 calc R U . . .
C21 C 0.1094(7) 0.2872(5) 0.2457(5) 0.0215(12) Uani 1 1 d . . . . .
C26 C 0.0191(8) 0.1812(6) 0.1512(6) 0.0270(14) Uani 1 1 d . . . . .
H26 H -0.0043 0.1846 0.0790 0.032 Uiso 1 1 calc R U . . .
C25 C -0.0362(8) 0.0713(6) 0.1627(6) 0.0304(15) Uani 1 1 d . . . . .
H25 H -0.0993 -0.0010 0.0983 0.036 Uiso 1 1 calc R U . . .
C24 C -0.0004(8) 0.0662(6) 0.2669(6) 0.0297(14) Uani 1 1 d . . . . .
H24 H -0.0373 -0.0098 0.2742 0.036 Uiso 1 1 calc R U . . .
C23 C 0.0895(8) 0.1712(6) 0.3617(6) 0.0314(15) Uani 1 1 d . . . . .
H23 H 0.1136 0.1667 0.4335 0.038 Uiso 1 1 calc R U . . .
C22 C 0.1442(8) 0.2830(6) 0.3518(6) 0.0270(14) Uani 1 1 d . . . . .
H22 H 0.2042 0.3552 0.4163 0.032 Uiso 1 1 calc R U . . .
Cl1S Cl 0.7190(3) 1.01704(19) 0.8350(2) 0.0507(5) Uani 1 1 d . . . . .
Cl2S Cl 0.8076(2) 1.14060(16) 0.69007(15) 0.0384(4) Uani 1 1 d . . . . .
Cl3S Cl 0.7531(2) 1.25612(17) 0.87458(16) 0.0411(4) Uani 1 1 d . . . . .
C1S C 0.8255(8) 1.1584(6) 0.8270(6) 0.0291(14) Uani 1 1 d . . . . .
H1S H 0.9402 1.1940 0.8760 0.035 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 2.2954(15) . ?
Pd1 S1 2.2960(15) . ?
Pd1 N2 1.993(5) . ?
Pd1 N1 2.027(5) . ?
S1 P1 2.007(2) . ?
P1 C13 1.847(6) . ?
P1 C15 1.795(6) . ?
P1 C21 1.815(6) . ?
O1 C12 1.236(7) . ?
N2 C12 1.323(8) . ?
N2 C13 1.471(7) . ?
N1 C1 1.364(8) . ?
N1 C5 1.340(8) . ?
N3 C14 1.138(9) . ?
C12 C1 1.502(8) . ?
C1 C2 1.383(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(9) . ?
C5 H5 0.9500 . ?
C13 H13 1.0000 . ?
C13 C6 1.510(8) . ?
C6 C7 1.386(9) . ?
C6 C11 1.390(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(9) . ?
C9 C10 1.396(9) . ?
C9 C14 1.445(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(9) . ?
C11 H11 0.9500 . ?
C15 C16 1.381(9) . ?
C15 C20 1.416(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.369(10) . ?
C19 H19 0.9500 . ?
C19 C20 1.395(8) . ?
C20 H20 0.9500 . ?
C21 C26 1.394(8) . ?
C21 C22 1.392(9) . ?
C26 H26 0.9500 . ?
C26 C25 1.378(9) . ?
C25 H25 0.9500 . ?
C25 C24 1.372(10) . ?
C24 H24 0.9500 . ?
C24 C23 1.389(10) . ?
C23 H23 0.9500 . ?
C23 C22 1.391(10) . ?
C22 H22 0.9500 . ?
Cl1S C1S 1.775(7) . ?
Cl2S C1S 1.749(7) . ?
Cl3S C1S 1.760(7) . ?
C1S H1S 1.0000 . ?

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 S1 90.41(5) . . ?
N2 Pd1 Cl1 177.19(15) . . ?
N2 Pd1 S1 92.01(14) . . ?
N2 Pd1 N1 81.0(2) . . ?
N1 Pd1 Cl1 96.47(15) . . ?
N1 Pd1 S1 171.89(15) . . ?
P1 S1 Pd1 90.18(7) . . ?
C13 P1 S1 106.4(2) . . ?
C15 P1 S1 110.4(2) . . ?
C15 P1 C13 115.1(3) . . ?
C15 P1 C21 108.6(3) . . ?
C21 P1 S1 113.1(2) . . ?
C21 P1 C13 103.2(3) . . ?
C12 N2 Pd1 117.2(4) . . ?
C12 N2 C13 118.1(5) . . ?
C13 N2 Pd1 123.9(4) . . ?
C1 N1 Pd1 112.5(4) . . ?
C5 N1 Pd1 127.8(4) . . ?
C5 N1 C1 119.6(5) . . ?
O1 C12 N2 126.9(6) . . ?
O1 C12 C1 120.4(5) . . ?
N2 C12 C1 112.6(5) . . ?
N1 C1 C12 116.1(5) . . ?
N1 C1 C2 121.0(5) . . ?
C2 C1 C12 122.9(6) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(6) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(6) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(6) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.1(6) . . ?
N1 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
P1 C13 H13 108.6 . . ?
N2 C13 P1 100.1(4) . . ?
N2 C13 H13 108.6 . . ?
N2 C13 C6 116.3(5) . . ?
C6 C13 P1 114.2(4) . . ?
C6 C13 H13 108.6 . . ?
C7 C6 C13 121.7(5) . . ?
C7 C6 C11 119.8(6) . . ?
C11 C6 C13 118.5(6) . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.7(6) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0(6) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.5(6) . . ?
C8 C9 C14 119.4(6) . . ?
C10 C9 C14 120.1(6) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 C9 118.8(6) . . ?
C11 C10 H10 120.6 . . ?
C6 C11 H11 119.4 . . ?
C10 C11 C6 121.1(6) . . ?
C10 C11 H11 119.4 . . ?
N3 C14 C9 178.7(8) . . ?
C16 C15 P1 121.4(5) . . ?
C16 C15 C20 120.7(5) . . ?
C20 C15 P1 117.8(5) . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(6) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.6(6) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.5(6) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.5 . . ?
C18 C19 C20 121.0(6) . . ?
C20 C19 H19 119.5 . . ?
C15 C20 H20 121.0 . . ?
C19 C20 C15 118.1(6) . . ?
C19 C20 H20 121.0 . . ?
C26 C21 P1 120.7(5) . . ?
C22 C21 P1 118.9(5) . . ?
C22 C21 C26 120.4(6) . . ?
C21 C26 H26 120.0 . . ?
C25 C26 C21 119.9(6) . . ?
C25 C26 H26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 120.0(6) . . ?
C24 C25 H25 120.0 . . ?
C25 C24 H24 119.7 . . ?
C25 C24 C23 120.6(7) . . ?
C23 C24 H24 119.7 . . ?
C24 C23 H23 119.9 . . ?
C24 C23 C22 120.1(7) . . ?
C22 C23 H23 119.9 . . ?
C21 C22 H22 120.6 . . ?
C23 C22 C21 118.9(6) . . ?
C23 C22 H22 120.6 . . ?
Cl1S C1S H1S 108.9 . . ?
Cl2S C1S Cl1S 110.6(4) . . ?
Cl2S C1S Cl3S 110.2(4) . . ?
Cl2S C1S H1S 108.9 . . ?
Cl3S C1S Cl1S 109.5(4) . . ?
Cl3S C1S H1S 108.8 . . ?

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 C12 O1 -176.5(5) . . . . ?
Pd1 N2 C12 C1 5.1(7) . . . . ?
Pd1 N2 C13 P1 31.2(5) . . . . ?
Pd1 N2 C13 C6 -92.3(6) . . . . ?
Pd1 N1 C1 C12 -6.1(6) . . . . ?
Pd1 N1 C1 C2 172.6(5) . . . . ?
Pd1 N1 C5 C4 -173.1(5) . . . . ?
S1 P1 C13 N2 -53.0(4) . . . . ?
S1 P1 C13 C6 71.9(4) . . . . ?
S1 P1 C15 C16 -166.0(4) . . . . ?
S1 P1 C15 C20 16.3(5) . . . . ?
S1 P1 C21 C26 -15.8(6) . . . . ?
S1 P1 C21 C22 165.0(4) . . . . ?
P1 C13 C6 C7 -90.5(6) . . . . ?
P1 C13 C6 C11 88.3(6) . . . . ?
P1 C15 C16 C17 -178.0(5) . . . . ?
P1 C15 C20 C19 177.5(5) . . . . ?
P1 C21 C26 C25 -179.2(5) . . . . ?
P1 C21 C22 C23 -179.8(5) . . . . ?
O1 C12 C1 N1 -177.7(5) . . . . ?
O1 C12 C1 C2 3.6(9) . . . . ?
N2 C12 C1 N1 0.9(8) . . . . ?
N2 C12 C1 C2 -177.8(6) . . . . ?
N2 C13 C6 C7 25.2(8) . . . . ?
N2 C13 C6 C11 -155.9(6) . . . . ?
N1 C1 C2 C3 2.0(9) . . . . ?
C12 N2 C13 P1 -138.4(5) . . . . ?
C12 N2 C13 C6 98.1(7) . . . . ?
C12 C1 C2 C3 -179.4(6) . . . . ?
C1 N1 C5 C4 2.0(9) . . . . ?
C1 C2 C3 C4 0.3(9) . . . . ?
C2 C3 C4 C5 -1.5(10) . . . . ?
C3 C4 C5 N1 0.3(10) . . . . ?
C5 N1 C1 C12 178.1(5) . . . . ?
C5 N1 C1 C2 -3.1(9) . . . . ?
C13 P1 C15 C16 -45.7(6) . . . . ?
C13 P1 C15 C20 136.6(5) . . . . ?
C13 P1 C21 C26 -130.3(5) . . . . ?
C13 P1 C21 C22 50.5(5) . . . . ?
C13 N2 C12 O1 -6.2(10) . . . . ?
C13 N2 C12 C1 175.4(5) . . . . ?
C13 C6 C7 C8 179.5(6) . . . . ?
C13 C6 C11 C10 -178.6(6) . . . . ?
C6 C7 C8 C9 -1.5(10) . . . . ?
C7 C6 C11 C10 0.3(10) . . . . ?
C7 C8 C9 C10 1.6(10) . . . . ?
C7 C8 C9 C14 -177.9(6) . . . . ?
C8 C9 C10 C11 -0.6(10) . . . . ?
C9 C10 C11 C6 -0.3(10) . . . . ?
C11 C6 C7 C8 0.6(9) . . . . ?
C14 C9 C10 C11 178.8(6) . . . . ?
C15 P1 C13 N2 -175.5(4) . . . . ?
C15 P1 C13 C6 -50.6(5) . . . . ?
C15 P1 C21 C26 107.1(5) . . . . ?
C15 P1 C21 C22 -72.1(5) . . . . ?
C15 C16 C17 C18 -0.2(9) . . . . ?
C16 C15 C20 C19 -0.2(9) . . . . ?
C16 C17 C18 C19 1.2(10) . . . . ?
C17 C18 C19 C20 -1.8(10) . . . . ?
C18 C19 C20 C15 1.3(9) . . . . ?
C20 C15 C16 C17 -0.3(9) . . . . ?
C21 P1 C13 N2 66.4(4) . . . . ?
C21 P1 C13 C6 -168.7(4) . . . . ?
C21 P1 C15 C16 69.4(6) . . . . ?
C21 P1 C15 C20 -108.3(5) . . . . ?
C21 C26 C25 C24 -1.0(10) . . . . ?
C26 C21 C22 C23 1.0(9) . . . . ?
C26 C25 C24 C23 1.0(10) . . . . ?
C25 C24 C23 C22 0.0(11) . . . . ?
C24 C23 C22 C21 -1.0(10) . . . . ?
C22 C21 C26 C25 0.0(10) . . . . ?

_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_8
_database_code_depnum_ccdc_archive 'CCDC 2263288'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-05-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H20 Cl N2 O P Pd S, C H Cl3'
_chemical_formula_sum            'C26 H21 Cl4 N2 O P Pd S'
_chemical_formula_weight         688.68
_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                   9.5575(4)
_cell_length_b                   11.4798(5)
_cell_length_c                   13.1669(5)
_cell_angle_alpha                88.1620(10)
_cell_angle_beta                 70.7500(10)
_cell_angle_gamma                88.3500(10)
_cell_volume                     1362.92(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9895
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.75
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.791
_shelx_estimated_absorpt_T_min   0.709
_exptl_absorpt_coefficient_mu    1.232
_exptl_absorpt_correction_T_max  0.4331
_exptl_absorpt_correction_T_min  0.3367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0623 before and 0.0300 after correction.
The Ratio of minimum to maximum transmission is 0.7774.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17069
_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         28.994
_diffrn_reflns_theta_min         1.775
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6687
_reflns_number_total             7240
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         7240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.020
_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)+(0.0202P)²+0.7863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0485
_refine_ls_wR_factor_ref         0.0499
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Sof(H1SA)=Sof(Cl2)=Sof(Cl3)=1-FVAR(1)
 Sof(H1S)=Sof(Cl1S)=Sof(Cl3S)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C7(H7), C1S(H1S), C1S(H1SA)
3.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C5(H5), C4(H4), C3(H3),
 C2(H2), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16),
 C17(H17), C18(H18), C19(H19)
;
_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 0.41181(2) 0.15262(2) 0.22153(2) 0.01195(3) Uani 1 1 d . . . . .
Cl1 Cl 0.32401(4) -0.01982(3) 0.31285(3) 0.02004(7) Uani 1 1 d . . . . .
P1 P 0.23763(4) 0.39027(3) 0.24041(3) 0.01202(7) Uani 1 1 d . . . . .
S1 S 0.23352(4) 0.25887(3) 0.34679(3) 0.01623(7) Uani 1 1 d . . . . .
O1 O 0.64607(12) 0.35657(9) -0.03334(8) 0.0171(2) Uani 1 1 d . . . . .
N2 N 0.49070(13) 0.29612(10) 0.13344(9) 0.0129(2) Uani 1 1 d . . . . .
N1 N 0.57562(13) 0.07780(10) 0.09818(10) 0.0137(2) Uani 1 1 d . . . . .
C7 C 0.43440(15) 0.41470(12) 0.16183(11) 0.0124(2) Uani 1 1 d . . . . .
H7 H 0.4406 0.4606 0.0947 0.015 Uiso 1 1 calc R U . . .
C20 C 0.51033(16) 0.48074(12) 0.22654(11) 0.0144(3) Uani 1 1 d . . . . .
C21 C 0.59303(19) 0.42370(14) 0.28290(14) 0.0245(3) Uani 1 1 d . . . . .
H21 H 0.6081 0.3416 0.2781 0.029 Uiso 1 1 calc R U . . .
C22 C 0.6537(2) 0.48628(16) 0.34613(17) 0.0341(4) Uani 1 1 d . . . . .
H22 H 0.7117 0.4468 0.3834 0.041 Uiso 1 1 calc R U . . .
C23 C 0.6306(2) 0.60568(16) 0.35543(15) 0.0299(4) Uani 1 1 d . . . . .
H23 H 0.6703 0.6477 0.4004 0.036 Uiso 1 1 calc R U . . .
C24 C 0.54925(19) 0.66366(14) 0.29879(14) 0.0240(3) Uani 1 1 d . . . . .
H24 H 0.5336 0.7456 0.3045 0.029 Uiso 1 1 calc R U . . .
C25 C 0.49066(17) 0.60171(13) 0.23364(13) 0.0186(3) Uani 1 1 d . . . . .
H25 H 0.4369 0.6419 0.1937 0.022 Uiso 1 1 calc R U . . .
C6 C 0.59182(15) 0.28039(12) 0.03609(11) 0.0124(2) Uani 1 1 d . . . . .
C1 C 0.64073(15) 0.15430(12) 0.01723(11) 0.0130(3) Uani 1 1 d . . . . .
C5 C 0.61659(17) -0.03518(13) 0.08807(12) 0.0181(3) Uani 1 1 d . . . . .
H5 H 0.5701 -0.0889 0.1447 0.022 Uiso 1 1 calc R U . . .
C4 C 0.72558(18) -0.07514(13) -0.00344(13) 0.0214(3) Uani 1 1 d . . . . .
H4 H 0.7552 -0.1550 -0.0084 0.026 Uiso 1 1 calc R U . . .
C3 C 0.79067(17) 0.00211(14) -0.08733(13) 0.0203(3) Uani 1 1 d . . . . .
H3 H 0.8642 -0.0242 -0.1510 0.024 Uiso 1 1 calc R U . . .
C2 C 0.74689(16) 0.11941(13) -0.07724(12) 0.0168(3) Uani 1 1 d . . . . .
H2 H 0.7891 0.1741 -0.1341 0.020 Uiso 1 1 calc R U . . .
C8 C 0.15119(16) 0.51959(12) 0.30891(12) 0.0152(3) Uani 1 1 d . . . . .
C9 C 0.17528(18) 0.54878(14) 0.40382(13) 0.0216(3) Uani 1 1 d . . . . .
H9 H 0.2278 0.4964 0.4363 0.026 Uiso 1 1 calc R U . . .
C10 C 0.1219(2) 0.65496(15) 0.45046(14) 0.0266(4) Uani 1 1 d . . . . .
H10 H 0.1386 0.6756 0.5147 0.032 Uiso 1 1 calc R U . . .
C11 C 0.04459(19) 0.73069(14) 0.40365(14) 0.0253(3) Uani 1 1 d . . . . .
H11 H 0.0103 0.8039 0.4351 0.030 Uiso 1 1 calc R U . . .
C12 C 0.01676(19) 0.70068(14) 0.31127(13) 0.0237(3) Uani 1 1 d . . . . .
H12 H -0.0389 0.7522 0.2807 0.028 Uiso 1 1 calc R U . . .
C13 C 0.07057(17) 0.59463(13) 0.26318(13) 0.0194(3) Uani 1 1 d . . . . .
H13 H 0.0522 0.5738 0.1995 0.023 Uiso 1 1 calc R U . . .
C14 C 0.14549(15) 0.35618(12) 0.14559(11) 0.0138(3) Uani 1 1 d . . . . .
C15 C 0.19471(17) 0.39962(13) 0.03952(12) 0.0169(3) Uani 1 1 d . . . . .
H15 H 0.2811 0.4456 0.0147 0.020 Uiso 1 1 calc R U . . .
C16 C 0.11678(18) 0.37527(13) -0.02942(13) 0.0201(3) Uani 1 1 d . . . . .
H16 H 0.1503 0.4043 -0.1016 0.024 Uiso 1 1 calc R U . . .
C17 C -0.00979(18) 0.30867(14) 0.00681(14) 0.0223(3) Uani 1 1 d . . . . .
H17 H -0.0629 0.2926 -0.0406 0.027 Uiso 1 1 calc R U . . .
C18 C -0.05916(18) 0.26547(15) 0.11199(14) 0.0240(3) Uani 1 1 d . . . . .
H18 H -0.1460 0.2200 0.1365 0.029 Uiso 1 1 calc R U . . .
C19 C 0.01815(17) 0.28860(14) 0.18146(13) 0.0195(3) Uani 1 1 d . . . . .
H19 H -0.0154 0.2586 0.2533 0.023 Uiso 1 1 calc R U . . .
C1S C 0.25983(18) -0.02639(14) 0.58082(14) 0.0229(3) Uani 1 1 d . . . . .
H1S H 0.3021 -0.0022 0.5032 0.028 Uiso 0.35(2) 1 calc R U P A 1
H1SA H 0.2989 0.0156 0.5097 0.028 Uiso 0.65(2) 1 calc R U P A 2
Cl2S Cl 0.06976(5) -0.04958(4) 0.60958(4) 0.02877(9) Uani 1 1 d . . . . .
Cl1S Cl 0.2950(12) 0.0810(10) 0.6556(14) 0.070(2) Uani 0.35(2) 1 d . . P A 1
Cl2 Cl 0.2801(6) 0.0633(5) 0.6821(4) 0.0547(9) Uani 0.65(2) 1 d . . P A 2
Cl3S Cl 0.3387(11) -0.1634(7) 0.5974(9) 0.0460(14) Uani 0.35(2) 1 d . . P A 1
Cl3 Cl 0.3667(6) -0.1539(4) 0.5779(4) 0.0369(6) Uani 0.65(2) 1 d . . P A 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 Cl1 2.3122(4) . ?
Pd1 S1 2.2951(4) . ?
Pd1 N2 2.0000(12) . ?
Pd1 N1 2.0401(12) . ?
P1 S1 2.0175(5) . ?
P1 C7 1.8479(14) . ?
P1 C8 1.7955(14) . ?
P1 C14 1.8066(14) . ?
O1 C6 1.2375(17) . ?
N2 C7 1.4629(17) . ?
N2 C6 1.3408(18) . ?
N1 C1 1.3522(18) . ?
N1 C5 1.3420(18) . ?
C7 H7 1.0000 . ?
C7 C20 1.5192(19) . ?
C20 C21 1.389(2) . ?
C20 C25 1.398(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.387(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(2) . ?
C25 H25 0.9500 . ?
C6 C1 1.5110(19) . ?
C1 C2 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.388(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.382(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.396(2) . ?
C2 H2 0.9500 . ?
C8 C9 1.396(2) . ?
C8 C13 1.390(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.389(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.395(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(2) . ?
C14 C19 1.399(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(2) . ?
C19 H19 0.9500 . ?
C1S H1S 1.0000 . ?
C1S H1SA 1.0000 . ?
C1S Cl2S 1.7555(17) . ?
C1S Cl1S 1.710(9) . ?
C1S Cl2 1.773(4) . ?
C1S Cl3S 1.762(8) . ?
C1S Cl3 1.755(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
S1 Pd1 Cl1 91.331(14) . . ?
N2 Pd1 Cl1 176.20(3) . . ?
N2 Pd1 S1 91.74(3) . . ?
N2 Pd1 N1 80.85(5) . . ?
N1 Pd1 Cl1 96.02(4) . . ?
N1 Pd1 S1 172.49(3) . . ?
C7 P1 S1 106.90(5) . . ?
C8 P1 S1 110.69(5) . . ?
C8 P1 C7 111.14(6) . . ?
C8 P1 C14 107.97(7) . . ?
C14 P1 S1 113.15(5) . . ?
C14 P1 C7 106.97(6) . . ?
P1 S1 Pd1 92.768(17) . . ?
C7 N2 Pd1 124.92(9) . . ?
C6 N2 Pd1 116.84(9) . . ?
C6 N2 C7 117.84(11) . . ?
C1 N1 Pd1 112.95(9) . . ?
C5 N1 Pd1 127.54(10) . . ?
C5 N1 C1 119.41(13) . . ?
P1 C7 H7 109.2 . . ?
N2 C7 P1 102.26(9) . . ?
N2 C7 H7 109.2 . . ?
N2 C7 C20 115.63(11) . . ?
C20 C7 P1 111.00(9) . . ?
C20 C7 H7 109.2 . . ?
C21 C20 C7 121.81(13) . . ?
C21 C20 C25 119.08(14) . . ?
C25 C20 C7 119.04(13) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.20(15) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.61(16) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.66(15) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 119.95(15) . . ?
C25 C24 H24 120.0 . . ?
C20 C25 H25 119.8 . . ?
C24 C25 C20 120.46(14) . . ?
C24 C25 H25 119.8 . . ?
O1 C6 N2 126.87(13) . . ?
O1 C6 C1 120.68(12) . . ?
N2 C6 C1 112.43(12) . . ?
N1 C1 C6 116.21(12) . . ?
N1 C1 C2 121.99(13) . . ?
C2 C1 C6 121.80(13) . . ?
N1 C5 H5 119.3 . . ?
N1 C5 C4 121.37(14) . . ?
C4 C5 H5 119.3 . . ?
C5 C4 H4 120.2 . . ?
C3 C4 C5 119.54(14) . . ?
C3 C4 H4 120.2 . . ?
C4 C3 H3 120.5 . . ?
C4 C3 C2 119.04(14) . . ?
C2 C3 H3 120.5 . . ?
C1 C2 C3 118.60(14) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C9 C8 P1 119.49(11) . . ?
C13 C8 P1 120.05(11) . . ?
C13 C8 C9 120.27(14) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.47(15) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.22(16) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.51(15) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.85(15) . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 119.64(15) . . ?
C8 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C15 C14 P1 121.65(11) . . ?
C15 C14 C19 119.75(13) . . ?
C19 C14 P1 118.54(11) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.72(14) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.23(15) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.27(15) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.06(15) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 120.0 . . ?
C18 C19 C14 119.96(14) . . ?
C18 C19 H19 120.0 . . ?
Cl2S C1S H1S 107.8 . . ?
Cl2S C1S H1SA 108.9 . . ?
Cl2S C1S Cl2 107.7(2) . . ?
Cl2S C1S Cl3S 105.9(3) . . ?
Cl1S C1S H1S 107.8 . . ?
Cl1S C1S Cl2S 113.0(4) . . ?
Cl1S C1S Cl3S 114.1(5) . . ?
Cl2 C1S H1SA 108.9 . . ?
Cl3S C1S H1S 107.8 . . ?
Cl3 C1S H1SA 108.9 . . ?
Cl3 C1S Cl2S 114.5(2) . . ?
Cl3 C1S Cl2 107.9(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 N2 C7 P1 -29.27(12) . . . . ?
Pd1 N2 C7 C20 91.46(13) . . . . ?
Pd1 N2 C6 O1 174.49(11) . . . . ?
Pd1 N2 C6 C1 -7.00(15) . . . . ?
Pd1 N1 C1 C6 5.22(15) . . . . ?
Pd1 N1 C1 C2 -175.23(11) . . . . ?
Pd1 N1 C5 C4 176.59(11) . . . . ?
P1 C7 C20 C21 96.76(15) . . . . ?
P1 C7 C20 C25 -80.18(15) . . . . ?
P1 C8 C9 C10 173.02(13) . . . . ?
P1 C8 C13 C12 -173.41(12) . . . . ?
P1 C14 C15 C16 -177.26(11) . . . . ?
P1 C14 C19 C18 176.98(12) . . . . ?
S1 P1 C7 N2 47.08(9) . . . . ?
S1 P1 C7 C20 -76.81(10) . . . . ?
S1 P1 C8 C9 39.88(14) . . . . ?
S1 P1 C8 C13 -145.15(11) . . . . ?
S1 P1 C14 C15 -146.44(11) . . . . ?
S1 P1 C14 C19 36.30(13) . . . . ?
O1 C6 C1 N1 179.59(13) . . . . ?
O1 C6 C1 C2 0.0(2) . . . . ?
N2 C7 C20 C21 -19.1(2) . . . . ?
N2 C7 C20 C25 163.94(13) . . . . ?
N2 C6 C1 N1 0.97(17) . . . . ?
N2 C6 C1 C2 -178.58(13) . . . . ?
N1 C1 C2 C3 -2.0(2) . . . . ?
N1 C5 C4 C3 -1.8(2) . . . . ?
C7 P1 C8 C9 -78.76(14) . . . . ?
C7 P1 C8 C13 96.22(13) . . . . ?
C7 P1 C14 C15 -28.99(13) . . . . ?
C7 P1 C14 C19 153.74(11) . . . . ?
C7 N2 C6 O1 1.4(2) . . . . ?
C7 N2 C6 C1 179.86(11) . . . . ?
C7 C20 C21 C22 -176.29(16) . . . . ?
C7 C20 C25 C24 175.10(14) . . . . ?
C20 C21 C22 C23 1.2(3) . . . . ?
C21 C20 C25 C24 -1.9(2) . . . . ?
C21 C22 C23 C24 -1.7(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C20 1.4(3) . . . . ?
C25 C20 C21 C22 0.7(3) . . . . ?
C6 N2 C7 P1 143.26(11) . . . . ?
C6 N2 C7 C20 -96.01(15) . . . . ?
C6 C1 C2 C3 177.57(13) . . . . ?
C1 N1 C5 C4 0.6(2) . . . . ?
C5 N1 C1 C6 -178.25(12) . . . . ?
C5 N1 C1 C2 1.3(2) . . . . ?
C5 C4 C3 C2 1.1(2) . . . . ?
C4 C3 C2 C1 0.7(2) . . . . ?
C8 P1 C7 N2 167.97(9) . . . . ?
C8 P1 C7 C20 44.08(12) . . . . ?
C8 P1 C14 C15 90.70(13) . . . . ?
C8 P1 C14 C19 -86.56(13) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C8 C13 C12 1.5(2) . . . . ?
C9 C10 C11 C12 1.4(3) . . . . ?
C10 C11 C12 C13 -1.8(3) . . . . ?
C11 C12 C13 C8 0.3(2) . . . . ?
C13 C8 C9 C10 -1.9(2) . . . . ?
C14 P1 C7 N2 -74.40(10) . . . . ?
C14 P1 C7 C20 161.71(9) . . . . ?
C14 P1 C8 C9 164.22(12) . . . . ?
C14 P1 C8 C13 -20.81(14) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C15 C14 C19 C18 -0.3(2) . . . . ?
C15 C16 C17 C18 -0.3(2) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C18 C19 C14 0.4(2) . . . . ?
C19 C14 C15 C16 0.0(2) . . . . ?

_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_8d
_database_code_depnum_ccdc_archive 'CCDC 2282344'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H19 Cl F N2 O P Pd S, C H Cl3'
_chemical_formula_sum            'C26 H20 Cl4 F N2 O P Pd S'
_chemical_formula_weight         706.67
_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'
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'
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      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                   9.4217(3)
_cell_length_b                   15.3527(5)
_cell_length_c                   19.3509(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.3030(10)
_cell_angle_gamma                90
_cell_volume                     2787.10(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.830
_shelx_estimated_absorpt_T_min   0.712
_exptl_absorpt_coefficient_mu    1.213
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1381 before and 0.0445 after correction.
The Ratio of minimum to maximum transmission is 0.6206.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            33648
_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         28.000
_diffrn_reflns_theta_min         2.114
_diffrn_ambient_temperature      100.00
_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_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6226
_reflns_number_total             6733
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         6733
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0246
_refine_ls_restrained_S_all      1.066
_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)+(0.0225P)²+2.8751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0588
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C13(H13), C1S(H1S)
1.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C2(H2), C7(H7), C8(H8), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25)
;
_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 0.55703(2) 0.22367(2) 0.46642(2) 0.01114(4) Uani 1 1 d . . . . .
Cl1 Cl 0.66064(5) 0.23007(3) 0.36334(2) 0.01867(9) Uani 1 1 d . . . . .
S1 S 0.66630(5) 0.35099(3) 0.50482(2) 0.01641(9) Uani 1 1 d . . . . .
P1 P 0.64016(5) 0.32905(3) 0.60546(2) 0.01162(9) Uani 1 1 d . . . . .
F1 F 0.02602(16) 0.51943(10) 0.61253(9) 0.0501(4) Uani 1 1 d . . . . .
O1 O 0.30766(13) 0.12412(8) 0.60730(6) 0.0162(2) Uani 1 1 d . . . . .
N1 N 0.44592(15) 0.11214(9) 0.44298(8) 0.0140(3) Uani 1 1 d . . . . .
N2 N 0.45877(15) 0.21196(9) 0.55239(7) 0.0124(3) Uani 1 1 d . . . . .
C5 C 0.4447(2) 0.06547(12) 0.38436(10) 0.0185(4) Uani 1 1 d . . . . .
H5 H 0.4995 0.0846 0.3484 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3650(2) -0.01023(13) 0.37515(10) 0.0221(4) Uani 1 1 d . . . . .
H4 H 0.3655 -0.0427 0.3334 0.027 Uiso 1 1 calc R U . . .
C3 C 0.2848(2) -0.03809(12) 0.42735(11) 0.0219(4) Uani 1 1 d . . . . .
H3 H 0.2293 -0.0897 0.4217 0.026 Uiso 1 1 calc R U . . .
C2 C 0.2865(2) 0.01038(12) 0.48806(10) 0.0187(4) Uani 1 1 d . . . . .
H2 H 0.2326 -0.0076 0.5247 0.022 Uiso 1 1 calc R U . . .
C1 C 0.36823(18) 0.08534(11) 0.49408(9) 0.0142(3) Uani 1 1 d . . . . .
C12 C 0.37477(18) 0.14220(11) 0.55750(9) 0.0128(3) Uani 1 1 d . . . . .
C13 C 0.46743(18) 0.27369(11) 0.60986(9) 0.0123(3) Uani 1 1 d . . . . .
H13 H 0.4715 0.2400 0.6542 0.015 Uiso 1 1 calc R U . . .
C6 C 0.34567(18) 0.33790(11) 0.60913(9) 0.0148(3) Uani 1 1 d . . . . .
C7 C 0.2778(2) 0.36958(13) 0.54734(10) 0.0203(4) Uani 1 1 d . . . . .
H7 H 0.3053 0.3489 0.5043 0.024 Uiso 1 1 calc R U . . .
C8 C 0.1699(2) 0.43129(14) 0.54822(12) 0.0289(5) Uani 1 1 d . . . . .
H8 H 0.1237 0.4534 0.5062 0.035 Uiso 1 1 calc R U . . .
C9 C 0.1319(2) 0.45940(15) 0.61120(13) 0.0311(5) Uani 1 1 d . . . . .
C10 C 0.1951(2) 0.42890(14) 0.67332(12) 0.0288(5) Uani 1 1 d . . . . .
H10 H 0.1656 0.4492 0.7161 0.035 Uiso 1 1 calc R U . . .
C11 C 0.3026(2) 0.36785(13) 0.67194(10) 0.0211(4) Uani 1 1 d . . . . .
H11 H 0.3477 0.3460 0.7144 0.025 Uiso 1 1 calc R U . . .
C14 C 0.64075(18) 0.42983(11) 0.65238(9) 0.0134(3) Uani 1 1 d . . . . .
C15 C 0.5818(2) 0.50396(12) 0.61941(10) 0.0217(4) Uani 1 1 d . . . . .
H15 H 0.5474 0.5021 0.5717 0.026 Uiso 1 1 calc R U . . .
C16 C 0.5739(2) 0.58061(13) 0.65699(11) 0.0261(4) Uani 1 1 d . . . . .
H16 H 0.5338 0.6314 0.6349 0.031 Uiso 1 1 calc R U . . .
C17 C 0.6242(2) 0.58326(12) 0.72643(10) 0.0219(4) Uani 1 1 d . . . . .
H17 H 0.6181 0.6359 0.7518 0.026 Uiso 1 1 calc R U . . .
C18 C 0.6831(2) 0.50997(12) 0.75911(9) 0.0183(4) Uani 1 1 d . . . . .
H18 H 0.7176 0.5123 0.8068 0.022 Uiso 1 1 calc R U . . .
C19 C 0.69191(19) 0.43281(11) 0.72227(9) 0.0155(3) Uani 1 1 d . . . . .
H19 H 0.7326 0.3824 0.7446 0.019 Uiso 1 1 calc R U . . .
C20 C 0.77445(19) 0.25870(11) 0.64764(9) 0.0136(3) Uani 1 1 d . . . . .
C21 C 0.74810(19) 0.21120(11) 0.70668(9) 0.0160(3) Uani 1 1 d . . . . .
H21 H 0.6575 0.2145 0.7243 0.019 Uiso 1 1 calc R U . . .
C22 C 0.8543(2) 0.15915(13) 0.73956(10) 0.0224(4) Uani 1 1 d . . . . .
H22 H 0.8366 0.1272 0.7799 0.027 Uiso 1 1 calc R U . . .
C23 C 0.9860(2) 0.15389(14) 0.71349(11) 0.0275(5) Uani 1 1 d . . . . .
H23 H 1.0579 0.1173 0.7355 0.033 Uiso 1 1 calc R U . . .
C24 C 1.0136(2) 0.20169(15) 0.65551(12) 0.0274(4) Uani 1 1 d . . . . .
H24 H 1.1046 0.1982 0.6382 0.033 Uiso 1 1 calc R U . . .
C25 C 0.9086(2) 0.25478(13) 0.62252(10) 0.0208(4) Uani 1 1 d . . . . .
H25 H 0.9279 0.2882 0.5831 0.025 Uiso 1 1 calc R U . . .
Cl3S Cl 1.02247(7) 0.17764(5) 0.47427(3) 0.04100(15) Uani 1 1 d . . . . .
Cl2S Cl 1.17368(8) 0.25122(8) 0.36618(4) 0.0698(3) Uani 1 1 d . . . . .
Cl1S Cl 1.00450(8) 0.09501(7) 0.34073(4) 0.0710(3) Uani 1 1 d . . . . .
C1S C 1.0192(2) 0.19536(19) 0.38484(12) 0.0366(6) Uani 1 1 d . . . . .
H1S H 0.9342 0.2319 0.3695 0.044 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 2.3024(4) . ?
Pd1 S1 2.3003(5) . ?
Pd1 N1 2.0361(15) . ?
Pd1 N2 1.9854(14) . ?
S1 P1 2.0139(6) . ?
P1 C13 1.8448(17) . ?
P1 C14 1.7936(17) . ?
P1 C20 1.8008(18) . ?
F1 C9 1.360(2) . ?
O1 C12 1.232(2) . ?
N1 C5 1.341(2) . ?
N1 C1 1.348(2) . ?
N2 C12 1.341(2) . ?
N2 C13 1.458(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.384(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.390(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.384(2) . ?
C1 C12 1.503(2) . ?
C13 H13 1.0000 . ?
C13 C6 1.512(2) . ?
C6 C7 1.391(3) . ?
C6 C11 1.395(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.391(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.371(3) . ?
C9 C10 1.373(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C14 C15 1.395(2) . ?
C14 C19 1.394(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.397(3) . ?
C20 C25 1.397(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(3) . ?
C25 H25 0.9500 . ?
Cl3S C1S 1.749(2) . ?
Cl2S C1S 1.755(3) . ?
Cl1S C1S 1.761(3) . ?
C1S H1S 1.0000 . ?

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 91.760(16) . . ?
N1 Pd1 Cl1 95.35(4) . . ?
N1 Pd1 S1 172.79(4) . . ?
N2 Pd1 Cl1 176.08(4) . . ?
N2 Pd1 S1 92.05(4) . . ?
N2 Pd1 N1 80.82(6) . . ?
P1 S1 Pd1 94.54(2) . . ?
C13 P1 S1 107.99(6) . . ?
C14 P1 S1 110.50(6) . . ?
C14 P1 C13 109.61(8) . . ?
C14 P1 C20 108.59(8) . . ?
C20 P1 S1 113.27(6) . . ?
C20 P1 C13 106.77(8) . . ?
C5 N1 Pd1 126.99(13) . . ?
C5 N1 C1 119.66(16) . . ?
C1 N1 Pd1 113.35(11) . . ?
C12 N2 Pd1 117.28(11) . . ?
C12 N2 C13 117.06(14) . . ?
C13 N2 Pd1 125.65(11) . . ?
N1 C5 H5 119.4 . . ?
N1 C5 C4 121.25(18) . . ?
C4 C5 H5 119.4 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.42(18) . . ?
C3 C4 H4 120.3 . . ?
C4 C3 H3 120.4 . . ?
C4 C3 C2 119.16(18) . . ?
C2 C3 H3 120.4 . . ?
C3 C2 H2 120.7 . . ?
C1 C2 C3 118.64(18) . . ?
C1 C2 H2 120.7 . . ?
N1 C1 C2 121.88(16) . . ?
N1 C1 C12 115.96(15) . . ?
C2 C1 C12 122.16(16) . . ?
O1 C12 N2 125.92(16) . . ?
O1 C12 C1 121.51(16) . . ?
N2 C12 C1 112.56(15) . . ?
P1 C13 H13 108.3 . . ?
N2 C13 P1 104.58(11) . . ?
N2 C13 H13 108.3 . . ?
N2 C13 C6 115.34(14) . . ?
C6 C13 P1 111.78(12) . . ?
C6 C13 H13 108.3 . . ?
C7 C6 C13 121.62(16) . . ?
C7 C6 C11 119.09(17) . . ?
C11 C6 C13 119.27(16) . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.41(18) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 120.8 . . ?
C9 C8 C7 118.5(2) . . ?
C9 C8 H8 120.8 . . ?
F1 C9 C8 118.8(2) . . ?
F1 C9 C10 118.3(2) . . ?
C8 C9 C10 122.89(19) . . ?
C9 C10 H10 120.9 . . ?
C9 C10 C11 118.25(19) . . ?
C11 C10 H10 120.9 . . ?
C6 C11 H11 119.6 . . ?
C10 C11 C6 120.89(19) . . ?
C10 C11 H11 119.6 . . ?
C15 C14 P1 119.34(14) . . ?
C19 C14 P1 120.27(13) . . ?
C19 C14 C15 120.29(16) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.36(18) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.21(18) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.51(17) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.00(17) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 120.2 . . ?
C18 C19 C14 119.63(17) . . ?
C18 C19 H19 120.2 . . ?
C21 C20 P1 120.88(13) . . ?
C25 C20 P1 119.24(14) . . ?
C25 C20 C21 119.82(17) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.03(17) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.92(19) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.39(19) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.23(19) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 120.2 . . ?
C24 C25 C20 119.58(19) . . ?
C24 C25 H25 120.2 . . ?
Cl3S C1S Cl2S 109.90(13) . . ?
Cl3S C1S Cl1S 109.70(16) . . ?
Cl3S C1S H1S 108.8 . . ?
Cl2S C1S Cl1S 110.94(13) . . ?
Cl2S C1S H1S 108.8 . . ?
Cl1S C1S H1S 108.8 . . ?

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 N1 C5 C4 179.35(13) . . . . ?
Pd1 N1 C1 C2 -179.44(13) . . . . ?
Pd1 N1 C1 C12 1.14(18) . . . . ?
Pd1 N2 C12 O1 178.96(14) . . . . ?
Pd1 N2 C12 C1 -1.42(18) . . . . ?
Pd1 N2 C13 P1 -25.68(16) . . . . ?
Pd1 N2 C13 C6 97.51(16) . . . . ?
S1 P1 C13 N2 40.15(12) . . . . ?
S1 P1 C13 C6 -85.32(12) . . . . ?
S1 P1 C14 C15 34.70(16) . . . . ?
S1 P1 C14 C19 -149.08(13) . . . . ?
S1 P1 C20 C21 -156.39(12) . . . . ?
S1 P1 C20 C25 26.41(16) . . . . ?
P1 C13 C6 C7 85.80(19) . . . . ?
P1 C13 C6 C11 -92.55(18) . . . . ?
P1 C14 C15 C16 175.86(16) . . . . ?
P1 C14 C19 C18 -175.79(14) . . . . ?
P1 C20 C21 C22 -178.25(14) . . . . ?
P1 C20 C25 C24 178.95(15) . . . . ?
F1 C9 C10 C11 179.9(2) . . . . ?
N1 C5 C4 C3 0.2(3) . . . . ?
N1 C1 C12 O1 179.77(15) . . . . ?
N1 C1 C12 N2 0.1(2) . . . . ?
N2 C13 C6 C7 -33.5(2) . . . . ?
N2 C13 C6 C11 148.16(16) . . . . ?
C5 N1 C1 C2 0.1(3) . . . . ?
C5 N1 C1 C12 -179.35(15) . . . . ?
C5 C4 C3 C2 -0.3(3) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C3 C2 C1 N1 -0.2(3) . . . . ?
C3 C2 C1 C12 179.22(16) . . . . ?
C2 C1 C12 O1 0.4(3) . . . . ?
C2 C1 C12 N2 -179.29(16) . . . . ?
C1 N1 C5 C4 -0.1(3) . . . . ?
C12 N2 C13 P1 155.79(12) . . . . ?
C12 N2 C13 C6 -81.02(19) . . . . ?
C13 P1 C14 C15 -84.20(16) . . . . ?
C13 P1 C14 C19 92.02(15) . . . . ?
C13 P1 C20 C21 -37.65(16) . . . . ?
C13 P1 C20 C25 145.15(14) . . . . ?
C13 N2 C12 O1 -2.4(3) . . . . ?
C13 N2 C12 C1 177.23(14) . . . . ?
C13 C6 C7 C8 -177.37(18) . . . . ?
C13 C6 C11 C10 177.67(18) . . . . ?
C6 C7 C8 C9 -0.4(3) . . . . ?
C7 C6 C11 C10 -0.7(3) . . . . ?
C7 C8 C9 F1 -179.7(2) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C9 C10 C11 C6 -0.1(3) . . . . ?
C11 C6 C7 C8 1.0(3) . . . . ?
C14 P1 C13 N2 160.59(11) . . . . ?
C14 P1 C13 C6 35.12(14) . . . . ?
C14 P1 C20 C21 80.46(16) . . . . ?
C14 P1 C20 C25 -96.74(15) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C14 C19 C18 0.4(3) . . . . ?
C15 C16 C17 C18 0.2(3) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C14 -0.1(3) . . . . ?
C19 C14 C15 C16 -0.4(3) . . . . ?
C20 P1 C13 N2 -81.97(12) . . . . ?
C20 P1 C13 C6 152.56(12) . . . . ?
C20 P1 C14 C15 159.50(15) . . . . ?
C20 P1 C14 C19 -24.28(17) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C21 C20 C25 C24 1.7(3) . . . . ?
C21 C22 C23 C24 1.3(3) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C24 C25 C20 -0.9(3) . . . . ?
C25 C20 C21 C22 -1.1(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_4b
_database_code_depnum_ccdc_archive 'CCDC 2282340'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N2 O2 P S'
_chemical_formula_sum            'C26 H23 N2 O2 P S'
_chemical_formula_weight         458.49
_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'
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'
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                   11.9627(3)
_cell_length_b                   19.9021(6)
_cell_length_c                   15.1273(4)
_cell_angle_alpha                90
_cell_angle_beta                 136.6532(10)
_cell_angle_gamma                90
_cell_volume                     2472.14(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9975
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.53
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0951 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.8187.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30003
_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         1.992
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5187
_reflns_number_total             5959
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5959
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.043
_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)+(0.0549P)²+1.0675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1041
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Riding coordinates:
 N2(H2)
1.b Ternary CH refined with riding coordinates:
 C13(H13)
1.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C7(H7), C8(H8), C2(H2A), C20(H20), C10(H10), C22(H22), C23(H23),
 C26(H26), C3(H3), C19(H19), C5(H5), C16(H16), C24(H24), C18(H18), C4(H4),
 C25(H25), C17(H17)
1.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_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
P1 P -0.13188(4) 0.67383(2) -0.61201(3) 0.01922(9) Uani 1 1 d . . . . .
S1 S -0.08283(5) 0.76507(2) -0.54305(4) 0.02670(10) Uani 1 1 d . . . . .
O1 O 0.21982(12) 0.52791(5) -0.32656(10) 0.0257(2) Uani 1 1 d . . . . .
O2 O -0.48187(13) 0.59327(6) -0.43364(11) 0.0289(2) Uani 1 1 d . . . . .
N2 N 0.10346(14) 0.63049(6) -0.37418(11) 0.0193(2) Uani 1 1 d . . . . .
H2 H 0.1280 0.6740 -0.3503 0.023 Uiso 1 1 d R U . . .
N1 N 0.38405(15) 0.68617(6) -0.17258(12) 0.0253(3) Uani 1 1 d . . . . .
C12 C 0.23044(16) 0.58819(7) -0.30443(12) 0.0179(3) Uani 1 1 d . . . . .
C6 C -0.17022(16) 0.60790(7) -0.47001(13) 0.0180(3) Uani 1 1 d . . . . .
C1 C 0.39083(16) 0.62177(7) -0.19408(13) 0.0201(3) Uani 1 1 d . . . . .
C13 C -0.06227(16) 0.61094(7) -0.48874(12) 0.0179(3) Uani 1 1 d . . . . .
H13 H -0.0609 0.5665 -0.5158 0.022 Uiso 1 1 calc R U . . .
C11 C -0.30761(17) 0.56638(7) -0.54957(13) 0.0212(3) Uani 1 1 d . . . . .
H11 H -0.3309 0.5407 -0.6128 0.025 Uiso 1 1 calc R U . . .
C15 C -0.34710(17) 0.65893(7) -0.75268(14) 0.0222(3) Uani 1 1 d . . . . .
C7 C -0.13699(17) 0.64483(7) -0.37503(14) 0.0224(3) Uani 1 1 d . . . . .
H7 H -0.0455 0.6723 -0.3210 0.027 Uiso 1 1 calc R U . . .
C9 C -0.37443(17) 0.60058(7) -0.44021(14) 0.0215(3) Uani 1 1 d . . . . .
C8 C -0.23753(18) 0.64163(7) -0.35876(14) 0.0241(3) Uani 1 1 d . . . . .
H8 H -0.2135 0.6665 -0.2945 0.029 Uiso 1 1 calc R U . . .
C21 C -0.02127(16) 0.65119(8) -0.64785(13) 0.0219(3) Uani 1 1 d . . . . .
C2 C 0.53444(17) 0.58636(9) -0.12198(14) 0.0264(3) Uani 1 1 d . . . . .
H2A H 0.5338 0.5416 -0.1401 0.032 Uiso 1 1 calc R U . . .
C20 C -0.40579(18) 0.60911(8) -0.84249(14) 0.0252(3) Uani 1 1 d . . . . .
H20 H -0.3336 0.5824 -0.8327 0.030 Uiso 1 1 calc R U . . .
C10 C -0.40878(17) 0.56308(7) -0.53515(14) 0.0229(3) Uani 1 1 d . . . . .
H10 H -0.5004 0.5356 -0.5892 0.028 Uiso 1 1 calc R U . . .
C22 C -0.00072(17) 0.58448(8) -0.66238(14) 0.0249(3) Uani 1 1 d . . . . .
H22 H -0.0454 0.5498 -0.6547 0.030 Uiso 1 1 calc R U . . .
C23 C 0.08704(19) 0.57002(9) -0.68845(15) 0.0307(3) Uani 1 1 d . . . . .
H23 H 0.1014 0.5256 -0.6977 0.037 Uiso 1 1 calc R U . . .
C26 C 0.04879(17) 0.70264(8) -0.65791(14) 0.0261(3) Uani 1 1 d . . . . .
H26 H 0.0377 0.7471 -0.6464 0.031 Uiso 1 1 calc R U . . .
C3 C 0.67994(19) 0.61981(10) -0.02153(15) 0.0351(4) Uani 1 1 d . . . . .
H3 H 0.7792 0.5979 0.0284 0.042 Uiso 1 1 calc R U . . .
C19 C -0.57301(19) 0.59937(9) -0.94709(15) 0.0307(3) Uani 1 1 d . . . . .
H19 H -0.6126 0.5664 -1.0078 0.037 Uiso 1 1 calc R U . . .
C5 C 0.5255(2) 0.71692(9) -0.07419(15) 0.0342(4) Uani 1 1 d . . . . .
H5 H 0.5233 0.7614 -0.0568 0.041 Uiso 1 1 calc R U . . .
C16 C -0.45645(19) 0.69803(8) -0.76714(16) 0.0299(3) Uani 1 1 d . . . . .
H16 H -0.4177 0.7312 -0.7070 0.036 Uiso 1 1 calc R U . . .
C14 C -0.4746(2) 0.64085(10) -0.35931(17) 0.0361(4) Uani 1 1 d . . . . .
H14A H -0.5663 0.6346 -0.3736 0.054 Uiso 1 1 calc R U . . .
H14B H -0.4768 0.6855 -0.3846 0.054 Uiso 1 1 calc R U . . .
H14C H -0.3757 0.6345 -0.2696 0.054 Uiso 1 1 calc R U . . .
C24 C 0.15299(19) 0.62157(10) -0.70059(16) 0.0338(4) Uani 1 1 d . . . . .
H24 H 0.2100 0.6116 -0.7193 0.041 Uiso 1 1 calc R U . . .
C18 C -0.6804(2) 0.63864(9) -0.96090(17) 0.0371(4) Uani 1 1 d . . . . .
H18 H -0.7920 0.6321 -1.0311 0.045 Uiso 1 1 calc R U . . .
C4 C 0.6749(2) 0.68556(10) 0.00274(16) 0.0374(4) Uani 1 1 d . . . . .
H4 H 0.7707 0.7087 0.0700 0.045 Uiso 1 1 calc R U . . .
C25 C 0.13458(19) 0.68763(9) -0.68501(16) 0.0323(4) Uani 1 1 d . . . . .
H25 H 0.1797 0.7220 -0.6927 0.039 Uiso 1 1 calc R U . . .
C17 C -0.6229(2) 0.68748(10) -0.87104(18) 0.0381(4) Uani 1 1 d . . . . .
H17 H -0.6956 0.7133 -0.8801 0.046 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
P1 S1 1.9595(5) . ?
P1 C13 1.8653(14) . ?
P1 C15 1.8101(15) . ?
P1 C21 1.8141(14) . ?
O1 C12 1.2269(17) . ?
O2 C9 1.3670(17) . ?
O2 C14 1.423(2) . ?
N2 H2 0.9018 . ?
N2 C12 1.3411(17) . ?
N2 C13 1.4450(17) . ?
N1 C1 1.3392(19) . ?
N1 C5 1.338(2) . ?
C12 C1 1.5021(18) . ?
C6 C13 1.5112(18) . ?
C6 C11 1.3984(19) . ?
C6 C7 1.3900(19) . ?
C1 C2 1.383(2) . ?
C13 H13 0.9800 . ?
C11 H11 0.9300 . ?
C11 C10 1.379(2) . ?
C15 C20 1.391(2) . ?
C15 C16 1.396(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.393(2) . ?
C9 C8 1.390(2) . ?
C9 C10 1.389(2) . ?
C8 H8 0.9300 . ?
C21 C22 1.396(2) . ?
C21 C26 1.400(2) . ?
C2 H2A 0.9300 . ?
C2 C3 1.391(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.393(2) . ?
C10 H10 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.394(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.385(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.387(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.384(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C25 1.381(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.381(3) . ?
C4 H4 0.9300 . ?
C25 H25 0.9300 . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 P1 S1 110.27(5) . . ?
C15 P1 S1 113.39(5) . . ?
C15 P1 C13 106.53(6) . . ?
C15 P1 C21 109.33(7) . . ?
C21 P1 S1 112.84(5) . . ?
C21 P1 C13 103.87(6) . . ?
C9 O2 C14 117.76(12) . . ?
C12 N2 H2 115.8 . . ?
C12 N2 C13 123.75(12) . . ?
C13 N2 H2 120.2 . . ?
C5 N1 C1 117.18(14) . . ?
O1 C12 N2 124.46(13) . . ?
O1 C12 C1 122.24(12) . . ?
N2 C12 C1 113.30(12) . . ?
C11 C6 C13 119.48(12) . . ?
C7 C6 C13 122.11(12) . . ?
C7 C6 C11 118.41(13) . . ?
N1 C1 C12 116.22(12) . . ?
N1 C1 C2 123.79(13) . . ?
C2 C1 C12 120.00(13) . . ?
P1 C13 H13 108.6 . . ?
N2 C13 P1 104.12(9) . . ?
N2 C13 C6 113.59(11) . . ?
N2 C13 H13 108.6 . . ?
C6 C13 P1 113.15(9) . . ?
C6 C13 H13 108.6 . . ?
C6 C11 H11 119.7 . . ?
C10 C11 C6 120.63(13) . . ?
C10 C11 H11 119.7 . . ?
C20 C15 P1 122.77(11) . . ?
C20 C15 C16 119.64(14) . . ?
C16 C15 P1 117.55(12) . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.58(13) . . ?
C8 C7 H7 119.2 . . ?
O2 C9 C8 124.19(13) . . ?
O2 C9 C10 115.53(13) . . ?
C10 C9 C8 120.27(13) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.82(13) . . ?
C9 C8 H8 120.6 . . ?
C22 C21 P1 122.24(11) . . ?
C22 C21 C26 119.36(13) . . ?
C26 C21 P1 118.38(12) . . ?
C1 C2 H2A 121.1 . . ?
C1 C2 C3 117.87(16) . . ?
C3 C2 H2A 121.1 . . ?
C15 C20 H20 120.1 . . ?
C15 C20 C19 119.79(15) . . ?
C19 C20 H20 120.1 . . ?
C11 C10 C9 120.28(13) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.73(14) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.22(16) . . ?
C24 C23 H23 119.9 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.34(15) . . ?
C25 C26 H26 119.8 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.03(15) . . ?
C4 C3 H3 120.5 . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.11(16) . . ?
C18 C19 H19 119.9 . . ?
N1 C5 H5 118.5 . . ?
N1 C5 C4 123.01(17) . . ?
C4 C5 H5 118.5 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.16(16) . . ?
C17 C16 H16 119.9 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.36(15) . . ?
C25 C24 H24 119.8 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.39(15) . . ?
C17 C18 H18 119.8 . . ?
C3 C4 C5 119.11(15) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 119.97(15) . . ?
C24 C25 H25 120.0 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.89(16) . . ?
C18 C17 H17 120.1 . . ?

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
P1 C15 C20 C19 178.57(11) . . . . ?
P1 C15 C16 C17 -178.03(13) . . . . ?
P1 C21 C22 C23 -179.28(11) . . . . ?
P1 C21 C26 C25 179.92(11) . . . . ?
S1 P1 C13 N2 -49.48(9) . . . . ?
S1 P1 C13 C6 74.33(10) . . . . ?
S1 P1 C15 C20 156.69(11) . . . . ?
S1 P1 C15 C16 -25.72(13) . . . . ?
S1 P1 C21 C22 161.43(11) . . . . ?
S1 P1 C21 C26 -16.95(12) . . . . ?
O1 C12 C1 N1 -173.40(13) . . . . ?
O1 C12 C1 C2 7.1(2) . . . . ?
O2 C9 C8 C7 179.96(13) . . . . ?
O2 C9 C10 C11 -179.56(13) . . . . ?
N2 C12 C1 N1 6.58(17) . . . . ?
N2 C12 C1 C2 -172.95(12) . . . . ?
N1 C1 C2 C3 -0.1(2) . . . . ?
N1 C5 C4 C3 -0.3(3) . . . . ?
C12 N2 C13 P1 -128.24(12) . . . . ?
C12 N2 C13 C6 108.24(14) . . . . ?
C12 C1 C2 C3 179.41(13) . . . . ?
C6 C11 C10 C9 -0.7(2) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C1 N1 C5 C4 1.1(2) . . . . ?
C1 C2 C3 C4 0.9(2) . . . . ?
C13 P1 C15 C20 -81.83(13) . . . . ?
C13 P1 C15 C16 95.76(12) . . . . ?
C13 P1 C21 C22 42.01(13) . . . . ?
C13 P1 C21 C26 -136.38(11) . . . . ?
C13 N2 C12 O1 -3.1(2) . . . . ?
C13 N2 C12 C1 176.89(11) . . . . ?
C13 C6 C11 C10 -179.50(12) . . . . ?
C13 C6 C7 C8 179.97(13) . . . . ?
C11 C6 C13 P1 86.55(14) . . . . ?
C11 C6 C13 N2 -155.01(12) . . . . ?
C11 C6 C7 C8 -0.5(2) . . . . ?
C15 P1 C13 N2 -172.92(9) . . . . ?
C15 P1 C13 C6 -49.11(11) . . . . ?
C15 P1 C21 C22 -71.39(13) . . . . ?
C15 P1 C21 C26 110.22(12) . . . . ?
C15 C20 C19 C18 -0.7(2) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C7 C6 C13 P1 -93.96(14) . . . . ?
C7 C6 C13 N2 24.48(18) . . . . ?
C7 C6 C11 C10 1.0(2) . . . . ?
C8 C9 C10 C11 -0.1(2) . . . . ?
C21 P1 C13 N2 71.68(10) . . . . ?
C21 P1 C13 C6 -164.51(10) . . . . ?
C21 P1 C15 C20 29.83(14) . . . . ?
C21 P1 C15 C16 -152.58(12) . . . . ?
C21 C22 C23 C24 -0.3(2) . . . . ?
C21 C26 C25 C24 -0.8(2) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C20 C15 C16 C17 -0.4(2) . . . . ?
C20 C19 C18 C17 -0.3(3) . . . . ?
C10 C9 C8 C7 0.6(2) . . . . ?
C22 C21 C26 C25 1.5(2) . . . . ?
C22 C23 C24 C25 1.0(2) . . . . ?
C23 C24 C25 C26 -0.4(2) . . . . ?
C26 C21 C22 C23 -0.9(2) . . . . ?
C19 C18 C17 C16 1.0(3) . . . . ?
C5 N1 C1 C12 179.59(13) . . . . ?
C5 N1 C1 C2 -0.9(2) . . . . ?
C16 C15 C20 C19 1.0(2) . . . . ?
C14 O2 C9 C8 14.4(2) . . . . ?
C14 O2 C9 C10 -166.19(14) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 92 electrons were 
found in a volume of 282Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.5[CH2Cl2] per Asymmetric Unit 
which account for 84 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 141.0 46.4 '1 CH2Cl2'
2 0.000 0.500 0.000 141.0 46.4 '1 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_8b
_database_code_depnum_ccdc_archive 'CCDC 2282342'
loop_
_audit_author_name
_audit_author_address
'Svetlana Aksenova'
;A N Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_vrf_PLAT972_8b                  
;
PROBLEM: Check Calcd Resid. Dens.  0.77Ang From C6             -3.24 eA-3  
RESPONSE: The complex suffers from a severe disorder. 
;
_audit_creation_date             2023-07-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H22 Cl N2 O2 P Pd S, C4 H10 O'
_chemical_formula_sum            'C30 H32 Cl N2 O3 P Pd S'
_chemical_formula_weight         673.45
_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      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                   14.0537(11)
_cell_length_b                   11.5635(10)
_cell_length_c                   19.5357(17)
_cell_angle_alpha                90
_cell_angle_beta                 110.681(4)
_cell_angle_gamma                90
_cell_volume                     2970.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.83
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.873
_shelx_estimated_absorpt_T_min   0.805
_exptl_absorpt_coefficient_mu    0.873
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1340 before and 0.0588 after correction.
The Ratio of minimum to maximum transmission is 0.6281.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21534
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.084
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5039
_reflns_number_total             5220
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.277
_refine_diff_density_min         -3.032
_refine_diff_density_rms         0.215
_refine_ls_extinction_coef       0.0015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.371
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5220
_refine_ls_number_restraints     203
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.1059
_refine_ls_restrained_S_all      1.349
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+95.9915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2604
_refine_ls_wR_factor_ref         0.2612
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2'-C9' \\sim O2-C9
 with sigma of 0.02
 C9-C10 \\sim C9'-C10
 with sigma of 0.02
 O2-C9 \\sim O2'-C9'
 with sigma of 0.02
 O2-C14 \\sim O2'-C14'
 with sigma of 0.02
 C8-C9 \\sim C9'-C8'
 with sigma of 0.02
 C7-C8 \\sim C8'-C7'
 with sigma of 0.02
 C7-C6 \\sim C7'-C6
 with sigma of 0.02
 C1S-C2S \\sim C2S'-C1S'
 with sigma of 0.02
 O1S-C1S \\sim O1S-C1S'
 with sigma of 0.02
 O1S-C3S \\sim O1S-C3S'
 with sigma of 0.02
 C3S'-C4S' \\sim C4S-C3S
 with sigma of 0.02
 P1-C15 \\sim P1-C15'
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C15) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1S') \\sim Ueq, Uanis(C1S) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C3S') \\sim Ueq, Uanis(C3S) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(N1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C9) \\sim Ueq, Uanis(C9') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C7) \\sim Ueq, Uanis(C7') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C2S) \\sim Ueq, Uanis(C2S') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1S) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C8') \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C15) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C15') \\sim Ueq, Uanis(C16') \\sim Ueq,
Uanis(C17') \\sim Ueq, Uanis(C18') \\sim Ueq, Uanis(C19') \\sim Ueq,
Uanis(C20') \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C7') \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C8') \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C9') \\sim Ueq,
Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C7) = Uanis(C7')
Uanis(O2') = Uanis(O2)
Uanis(C14) = Uanis(C14')
Uanis(C9) = Uanis(C9')
Uanis(C1S') = Uanis(C1S)
Uanis(C2S) = Uanis(C2S')
Uanis(C3S) = Uanis(C3S')
Uanis(C4S) = Uanis(C4S')
Uanis(C9') = Uanis(C9)
Uanis(C8') = Uanis(C8)
Uanis(C7') = Uanis(C7)
Uanis(C19') = Uanis(C19)
Uanis(C17') = Uanis(C17)
Uanis(C18') = Uanis(C18)
Uanis(C20') = Uanis(C20)
Uanis(C16') = Uanis(C16)
Uanis(C15') = Uanis(C15)
4. Others
 Sof(H10A)=Sof(O2')=Sof(C7')=Sof(H7')=Sof(C8')=Sof(H8')=Sof(C9')=Sof(C14')=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(H10)=Sof(O2)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(C14)=Sof(H14A)=
 Sof(H14B)=Sof(H14C)=FVAR(1)
 Sof(C3S')=Sof(H3SC)=Sof(H3SD)=Sof(C4S')=Sof(H4SD)=Sof(H4SE)=Sof(H4SF)=1-FVAR(2)
 Sof(C3S)=Sof(H3SA)=Sof(H3SB)=Sof(C4S)=Sof(H4SA)=Sof(H4SB)=Sof(H4SC)=FVAR(2)
 Sof(C1S')=Sof(H1SC)=Sof(H1SD)=Sof(C2S')=Sof(H2SD)=Sof(H2SE)=Sof(H2SF)=1-FVAR(3)
 Sof(C1S)=Sof(H1SA)=Sof(H1SB)=Sof(C2S)=Sof(H2SA)=Sof(H2SB)=Sof(H2SC)=FVAR(3)
 Sof(C15')=Sof(C16')=Sof(H16')=Sof(C17')=Sof(H17')=Sof(C18')=Sof(H18')=
 Sof(C19')=Sof(H19')=Sof(C20')=Sof(H20')=1-FVAR(4)
 Sof(C15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=
 Sof(H19)=Sof(C20)=Sof(H20)=FVAR(4)
5.a Ternary CH refined with riding coordinates:
 C13(H13)
5.b Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB), C3S(H3SA,H3SB), C1S'(H1SC,H1SD), C3S'(H3SC,H3SD)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C10(H10A), C11(H11), C22(H22),
 C23(H23), C24(H24), C25(H25), C26(H26), C7(H7), C8(H8), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), C7'(H7'), C8'(H8'), C16'(H16'), C17'(H17'),
 C18'(H18'), C19'(H19'), C20'(H20')
5.d Fitted hexagon refined as free rotating group:
 C15(C16,C17,C18,C19,C20), C15'(C16',C17',C18',C19',C20')
5.e Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C14'(H14D,H14E,H14F), C2S(H2SA,H2SB,H2SC), C4S(H4SA,H4SB,
 H4SC), C2S'(H2SD,H2SE,H2SF), C4S'(H4SD,H4SE,H4SF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.34361(6) 0.83003(8) 0.55402(5) 0.0171(3) Uani 1 1 d . . . . .
Cl1 Cl 0.2581(3) 0.9963(3) 0.5623(2) 0.0376(9) Uani 1 1 d . . . . .
S1 S 0.1951(2) 0.7254(3) 0.51710(18) 0.0250(7) Uani 1 1 d . . . . .
P1 P 0.2521(2) 0.6076(3) 0.46586(16) 0.0175(7) Uani 1 1 d D . . . .
O1 O 0.5863(6) 0.6257(7) 0.5718(4) 0.0159(17) Uani 1 1 d . . . . .
N1 N 0.4825(7) 0.9048(8) 0.5797(5) 0.0140(19) Uani 1 1 d . U . . .
N2 N 0.4244(6) 0.6901(8) 0.5508(5) 0.0131(19) Uani 1 1 d . U . . .
C1 C 0.5560(8) 0.8270(10) 0.5809(6) 0.015(2) Uani 1 1 d . U . . .
C2 C 0.6551(9) 0.8625(11) 0.5913(6) 0.021(3) Uani 1 1 d . . . . .
H2 H 0.7057 0.8076 0.5921 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6782(10) 0.9793(13) 0.6005(7) 0.028(3) Uani 1 1 d . . . . .
H3 H 0.7447 1.0056 0.6067 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6043(9) 1.0566(12) 0.6006(6) 0.023(3) Uani 1 1 d . . . . .
H4 H 0.6198 1.1366 0.6079 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5061(9) 1.0176(11) 0.5899(6) 0.019(2) Uani 1 1 d . U . . .
H5 H 0.4552 1.0716 0.5897 0.023 Uiso 1 1 calc R U . . .
C6 C 0.3790(7) 0.4985(9) 0.5886(5) 0.0058(19) Uani 1 1 d D U . . .
C10 C 0.3632(10) 0.3004(12) 0.6306(7) 0.025(3) Uani 1 1 d D U . . .
H10 H 0.3400 0.2240 0.6161 0.030 Uiso 0.507(16) 1 calc R U P A 1
H10A H 0.3640 0.2189 0.6249 0.030 Uiso 0.493(16) 1 calc R U P A 2
C11 C 0.3683(8) 0.3763(10) 0.5783(6) 0.018(2) Uani 1 1 d . U . . .
H11 H 0.3645 0.3458 0.5323 0.021 Uiso 1 1 calc R U . . .
C12 C 0.5251(8) 0.7046(10) 0.5679(6) 0.014(2) Uani 1 1 d . . . . .
C13 C 0.3804(8) 0.5736(10) 0.5289(6) 0.014(2) Uani 1 1 d . . . . .
H13 H 0.4187 0.5341 0.5011 0.017 Uiso 1 1 calc R U . . .
C21 C 0.2606(9) 0.6596(11) 0.3812(7) 0.022(3) Uani 1 1 d . . . . .
C22 C 0.1826(9) 0.7304(12) 0.3375(7) 0.027(3) Uani 1 1 d . . . . .
H22 H 0.1294 0.7537 0.3539 0.033 Uiso 1 1 calc R U . . .
C23 C 0.1831(10) 0.7666(13) 0.2698(7) 0.033(3) Uani 1 1 d . . . . .
H23 H 0.1310 0.8166 0.2404 0.040 Uiso 1 1 calc R U . . .
C24 C 0.2582(12) 0.7306(13) 0.2452(7) 0.036(3) Uani 1 1 d . . . . .
H24 H 0.2575 0.7542 0.1984 0.043 Uiso 1 1 calc R U . . .
C25 C 0.3358(10) 0.6592(12) 0.2890(7) 0.027(3) Uani 1 1 d . . . . .
H25 H 0.3879 0.6346 0.2718 0.032 Uiso 1 1 calc R U . . .
C26 C 0.3377(9) 0.6246(11) 0.3558(7) 0.022(3) Uani 1 1 d . . . . .
H26 H 0.3913 0.5766 0.3854 0.026 Uiso 1 1 calc R U . . .
O2 O 0.3995(18) 0.2591(17) 0.7624(10) 0.027(4) Uani 0.507(16) 1 d D . P A 1
C7 C 0.403(2) 0.526(2) 0.6631(10) 0.023(4) Uani 0.507(16) 1 d D U P A 1
H7 H 0.4190 0.6049 0.6767 0.027 Uiso 0.507(16) 1 calc R U P A 1
C8 C 0.405(2) 0.4508(19) 0.7174(12) 0.018(4) Uani 0.507(16) 1 d D U P A 1
H8 H 0.4175 0.4796 0.7653 0.022 Uiso 0.507(16) 1 calc R U P A 1
C9 C 0.390(2) 0.3302(19) 0.7041(9) 0.020(4) Uani 0.507(16) 1 d D U P A 1
C14 C 0.382(3) 0.138(2) 0.746(2) 0.027(6) Uani 0.507(16) 1 d D . P A 1
H14A H 0.3181 0.1283 0.7044 0.041 Uiso 0.507(16) 1 calc R U P A 1
H14B H 0.3762 0.0980 0.7889 0.041 Uiso 0.507(16) 1 calc R U P A 1
H14C H 0.4382 0.1054 0.7343 0.041 Uiso 0.507(16) 1 calc R U P A 1
C15 C 0.173(2) 0.4788(18) 0.4500(15) 0.019(3) Uani 0.47(5) 1 d DG U P B 1
C16 C 0.128(2) 0.4486(19) 0.5007(15) 0.026(4) Uani 0.47(5) 1 d G U P B 1
H16 H 0.1425 0.4921 0.5444 0.031 Uiso 0.47(5) 1 calc R U P B 1
C17 C 0.0623(17) 0.3546(19) 0.4873(19) 0.026(4) Uani 0.47(5) 1 d G U P B 1
H17 H 0.0318 0.3339 0.5220 0.031 Uiso 0.47(5) 1 calc R U P B 1
C18 C 0.0412(15) 0.2909(15) 0.423(2) 0.026(4) Uani 0.47(5) 1 d G U P B 1
H18 H -0.0038 0.2266 0.4142 0.031 Uiso 0.47(5) 1 calc R U P B 1
C19 C 0.0858(18) 0.3211(18) 0.3727(16) 0.025(4) Uani 0.47(5) 1 d G U P B 1
H19 H 0.0713 0.2775 0.3290 0.031 Uiso 0.47(5) 1 calc R U P B 1
C20 C 0.1515(19) 0.415(2) 0.3860(14) 0.022(3) Uani 0.47(5) 1 d G U P B 1
H20 H 0.1820 0.4357 0.3514 0.026 Uiso 0.47(5) 1 calc R U P B 1
O2' O 0.3486(19) 0.2909(18) 0.7516(11) 0.027(4) Uani 0.493(16) 1 d D . P A 2
C7' C 0.374(2) 0.546(2) 0.6541(11) 0.023(4) Uani 0.493(16) 1 d D U P A 2
H7' H 0.3793 0.6275 0.6615 0.027 Uiso 0.493(16) 1 calc R U P A 2
C8' C 0.362(2) 0.4755(19) 0.7066(13) 0.018(4) Uani 0.493(16) 1 d D U P A 2
H8' H 0.3580 0.5067 0.7504 0.022 Uiso 0.493(16) 1 calc R U P A 2
C9' C 0.357(2) 0.3537(19) 0.6939(11) 0.020(4) Uani 0.493(16) 1 d D U P A 2
C14' C 0.338(2) 0.168(2) 0.741(2) 0.027(6) Uani 0.493(16) 1 d D . P A 2
H14D H 0.2742 0.1503 0.7013 0.041 Uiso 0.493(16) 1 calc R U P A 2
H14E H 0.3369 0.1314 0.7865 0.041 Uiso 0.493(16) 1 calc R U P A 2
H14F H 0.3953 0.1372 0.7296 0.041 Uiso 0.493(16) 1 calc R U P A 2
C15' C 0.1712(18) 0.4852(16) 0.4379(13) 0.019(3) Uani 0.53(5) 1 d DG U P B 2
C16' C 0.1216(18) 0.4452(16) 0.4835(14) 0.026(4) Uani 0.53(5) 1 d G U P B 2
H16' H 0.1300 0.4843 0.5280 0.031 Uiso 0.53(5) 1 calc R U P B 2
C17' C 0.0597(15) 0.3479(16) 0.4639(17) 0.026(4) Uani 0.53(5) 1 d G U P B 2
H17' H 0.0258 0.3205 0.4951 0.031 Uiso 0.53(5) 1 calc R U P B 2
C18' C 0.0475(14) 0.2907(13) 0.3988(18) 0.026(4) Uani 0.53(5) 1 d G U P B 2
H18' H 0.0052 0.2243 0.3854 0.031 Uiso 0.53(5) 1 calc R U P B 2
C19' C 0.0971(16) 0.3308(17) 0.3532(14) 0.025(4) Uani 0.53(5) 1 d G U P B 2
H19' H 0.0887 0.2917 0.3087 0.031 Uiso 0.53(5) 1 calc R U P B 2
C20' C 0.1589(16) 0.428(2) 0.3728(12) 0.022(3) Uani 0.53(5) 1 d G U P B 2
H20' H 0.1928 0.4554 0.3416 0.026 Uiso 0.53(5) 1 calc R U P B 2
O1S O 0.0632(8) 0.2216(9) 0.6729(6) 0.041(2) Uani 1 1 d D U . . .
C1S C 0.1380(19) 0.303(2) 0.6856(16) 0.035(5) Uani 0.53(2) 1 d D U P C 1
H1SA H 0.1606 0.3042 0.6430 0.042 Uiso 0.53(2) 1 calc R U P C 1
H1SB H 0.1968 0.2781 0.7287 0.042 Uiso 0.53(2) 1 calc R U P C 1
C2S C 0.108(3) 0.423(3) 0.699(2) 0.043(8) Uani 0.53(2) 1 d D U P C 1
H2SA H 0.0603 0.4551 0.6531 0.065 Uiso 0.53(2) 1 calc R U P C 1
H2SB H 0.1689 0.4723 0.7163 0.065 Uiso 0.53(2) 1 calc R U P C 1
H2SC H 0.0757 0.4213 0.7358 0.065 Uiso 0.53(2) 1 calc R U P C 1
C3S C 0.076(3) 0.115(3) 0.644(2) 0.037(6) Uani 0.45(3) 1 d D U P C 1
H3SA H 0.1244 0.0684 0.6833 0.044 Uiso 0.45(3) 1 calc R U P C 1
H3SB H 0.1070 0.1285 0.6063 0.044 Uiso 0.45(3) 1 calc R U P C 1
C4S C -0.013(3) 0.048(4) 0.611(3) 0.072(9) Uani 0.45(3) 1 d D . P C 1
H4SA H -0.0636 0.0941 0.5733 0.108 Uiso 0.45(3) 1 calc R U P C 1
H4SB H -0.0417 0.0270 0.6489 0.108 Uiso 0.45(3) 1 calc R U P C 1
H4SC H 0.0031 -0.0216 0.5898 0.108 Uiso 0.45(3) 1 calc R U P C 1
C1S' C 0.080(3) 0.332(2) 0.6576(16) 0.035(5) Uani 0.47(2) 1 d D U P C 2
H1SC H 0.0211 0.3596 0.6155 0.042 Uiso 0.47(2) 1 calc R U P C 2
H1SD H 0.1408 0.3350 0.6434 0.042 Uiso 0.47(2) 1 calc R U P C 2
C2S' C 0.095(4) 0.412(4) 0.722(2) 0.043(8) Uani 0.47(2) 1 d D U P C 2
H2SD H 0.0860 0.4919 0.7047 0.065 Uiso 0.47(2) 1 calc R U P C 2
H2SE H 0.1642 0.4015 0.7573 0.065 Uiso 0.47(2) 1 calc R U P C 2
H2SF H 0.0456 0.3930 0.7448 0.065 Uiso 0.47(2) 1 calc R U P C 2
C3S' C 0.059(3) 0.132(2) 0.6241(16) 0.037(6) Uani 0.55(3) 1 d D U P C 2
H3SC H 0.1207 0.1350 0.6107 0.044 Uiso 0.55(3) 1 calc R U P C 2
H3SD H -0.0007 0.1436 0.5789 0.044 Uiso 0.55(3) 1 calc R U P C 2
C4S' C 0.052(3) 0.020(3) 0.652(3) 0.072(9) Uani 0.55(3) 1 d D . P C 2
H4SD H 0.0610 -0.0388 0.6190 0.108 Uiso 0.55(3) 1 calc R U P C 2
H4SE H -0.0143 0.0110 0.6572 0.108 Uiso 0.55(3) 1 calc R U P C 2
H4SF H 0.1059 0.0116 0.7005 0.108 Uiso 0.55(3) 1 calc R U P C 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 Cl1 2.303(4) . ?
Pd1 S1 2.297(3) . ?
Pd1 N1 2.029(9) . ?
Pd1 N2 1.991(10) . ?
S1 P1 2.016(4) . ?
P1 C13 1.831(11) . ?
P1 C21 1.803(13) . ?
P1 C15 1.822(12) . ?
P1 C15' 1.776(10) . ?
O1 C12 1.238(14) . ?
N1 C1 1.364(15) . ?
N1 C5 1.343(15) . ?
N2 C12 1.344(14) . ?
N2 C13 1.480(15) . ?
C1 C2 1.396(16) . ?
C1 C12 1.476(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.371(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(17) . ?
C5 H5 0.9500 . ?
C6 C11 1.428(15) . ?
C6 C13 1.460(14) . ?
C6 C7 1.409(19) . ?
C6 C7' 1.416(19) . ?
C10 H10 0.9500 . ?
C10 H10A 0.9500 . ?
C10 C11 1.368(17) . ?
C10 C9 1.39(2) . ?
C10 C9' 1.41(2) . ?
C11 H11 0.9500 . ?
C13 H13 1.0000 . ?
C21 C22 1.392(17) . ?
C21 C26 1.402(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.37(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.39(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.356(18) . ?
C26 H26 0.9500 . ?
O2 C9 1.37(2) . ?
O2 C14 1.44(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.37(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.42(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C16 H16 0.9500 . ?
C16 C17 1.3900 . ?
C17 H17 0.9500 . ?
C17 C18 1.3900 . ?
C18 H18 0.9500 . ?
C18 C19 1.3900 . ?
C19 H19 0.9500 . ?
C19 C20 1.3900 . ?
C20 H20 0.9500 . ?
O2' C9' 1.38(2) . ?
O2' C14' 1.44(2) . ?
C7' H7' 0.9500 . ?
C7' C8' 1.37(2) . ?
C8' H8' 0.9500 . ?
C8' C9' 1.43(2) . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 0.9800 . ?
C15' C16' 1.3900 . ?
C15' C20' 1.3900 . ?
C16' H16' 0.9500 . ?
C16' C17' 1.3900 . ?
C17' H17' 0.9500 . ?
C17' C18' 1.3900 . ?
C18' H18' 0.9500 . ?
C18' C19' 1.3900 . ?
C19' H19' 0.9500 . ?
C19' C20' 1.3900 . ?
C20' H20' 0.9500 . ?
O1S C1S 1.36(2) . ?
O1S C3S 1.40(2) . ?
O1S C1S' 1.35(2) . ?
O1S C3S' 1.40(2) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C1S C2S 1.51(3) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C3S C4S 1.41(3) . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
C1S' H1SC 0.9900 . ?
C1S' H1SD 0.9900 . ?
C1S' C2S' 1.51(3) . ?
C2S' H2SD 0.9800 . ?
C2S' H2SE 0.9800 . ?
C2S' H2SF 0.9800 . ?
C3S' H3SC 0.9900 . ?
C3S' H3SD 0.9900 . ?
C3S' C4S' 1.42(3) . ?
C4S' H4SD 0.9800 . ?
C4S' H4SE 0.9800 . ?
C4S' H4SF 0.9800 . ?

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 91.32(12) . . ?
N1 Pd1 Cl1 96.1(3) . . ?
N1 Pd1 S1 171.9(3) . . ?
N2 Pd1 Cl1 176.8(3) . . ?
N2 Pd1 S1 91.6(3) . . ?
N2 Pd1 N1 81.1(4) . . ?
P1 S1 Pd1 92.02(14) . . ?
C13 P1 S1 106.3(4) . . ?
C21 P1 S1 113.4(4) . . ?
C21 P1 C13 108.7(5) . . ?
C21 P1 C15 110.6(9) . . ?
C15 P1 S1 108.0(9) . . ?
C15 P1 C13 109.7(11) . . ?
C15' P1 S1 111.5(8) . . ?
C15' P1 C13 114.0(10) . . ?
C15' P1 C21 103.1(9) . . ?
C1 N1 Pd1 112.3(7) . . ?
C5 N1 Pd1 128.1(8) . . ?
C5 N1 C1 119.4(10) . . ?
C12 N2 Pd1 116.9(8) . . ?
C12 N2 C13 118.8(9) . . ?
C13 N2 Pd1 124.3(6) . . ?
N1 C1 C2 121.3(11) . . ?
N1 C1 C12 117.0(10) . . ?
C2 C1 C12 121.7(10) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.8(11) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.5(12) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(13) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.1(12) . . ?
N1 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C11 C6 C13 120.4(9) . . ?
C7 C6 C11 110.3(13) . . ?
C7 C6 C13 128.5(13) . . ?
C7' C6 C11 118.5(13) . . ?
C7' C6 C13 120.5(13) . . ?
C11 C10 H10 118.5 . . ?
C11 C10 H10A 122.9 . . ?
C11 C10 C9 123.0(14) . . ?
C11 C10 C9' 114.3(14) . . ?
C9 C10 H10 118.5 . . ?
C9' C10 H10A 122.9 . . ?
C6 C11 H11 118.0 . . ?
C10 C11 C6 124.1(11) . . ?
C10 C11 H11 118.0 . . ?
O1 C12 N2 124.8(10) . . ?
O1 C12 C1 122.7(10) . . ?
N2 C12 C1 112.5(10) . . ?
P1 C13 H13 108.9 . . ?
N2 C13 P1 102.2(7) . . ?
N2 C13 H13 108.9 . . ?
C6 C13 P1 112.2(7) . . ?
C6 C13 N2 115.6(9) . . ?
C6 C13 H13 108.9 . . ?
C22 C21 P1 117.7(10) . . ?
C22 C21 C26 119.5(12) . . ?
C26 C21 P1 122.5(10) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.5(12) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(12) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.8(12) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.7(12) . . ?
C26 C25 H25 119.6 . . ?
C21 C26 H26 120.0 . . ?
C25 C26 C21 120.0(12) . . ?
C25 C26 H26 120.0 . . ?
C9 O2 C14 116(2) . . ?
C6 C7 H7 117.1 . . ?
C8 C7 C6 126(2) . . ?
C8 C7 H7 117.1 . . ?
C7 C8 H8 119.2 . . ?
C7 C8 C9 122(2) . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 113.6(17) . . ?
O2 C9 C10 128.2(19) . . ?
O2 C9 C8 118.2(17) . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P1 119.2(13) . . ?
C16 C15 C20 120.0 . . ?
C20 C15 P1 120.6(12) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 120.0 . . ?
C19 C20 H20 120.0 . . ?
C9' O2' C14' 116(2) . . ?
C6 C7' H7' 119.9 . . ?
C8' C7' C6 120(2) . . ?
C8' C7' H7' 119.9 . . ?
C7' C8' H8' 120.9 . . ?
C7' C8' C9' 118(2) . . ?
C9' C8' H8' 120.9 . . ?
C10 C9' C8' 124.4(19) . . ?
O2' C9' C10 122.3(19) . . ?
O2' C9' C8' 113.2(17) . . ?
O2' C14' H14D 109.5 . . ?
O2' C14' H14E 109.5 . . ?
O2' C14' H14F 109.5 . . ?
H14D C14' H14E 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C16' C15' P1 118.7(11) . . ?
C16' C15' C20' 120.0 . . ?
C20' C15' P1 121.3(11) . . ?
C15' C16' H16' 120.0 . . ?
C17' C16' C15' 120.0 . . ?
C17' C16' H16' 120.0 . . ?
C16' C17' H17' 120.0 . . ?
C16' C17' C18' 120.0 . . ?
C18' C17' H17' 120.0 . . ?
C17' C18' H18' 120.0 . . ?
C19' C18' C17' 120.0 . . ?
C19' C18' H18' 120.0 . . ?
C18' C19' H19' 120.0 . . ?
C18' C19' C20' 120.0 . . ?
C20' C19' H19' 120.0 . . ?
C15' C20' H20' 120.0 . . ?
C19' C20' C15' 120.0 . . ?
C19' C20' H20' 120.0 . . ?
C1S O1S C3S 119(2) . . ?
C1S' O1S C3S' 121(2) . . ?
O1S C1S H1SA 108.5 . . ?
O1S C1S H1SB 108.5 . . ?
O1S C1S C2S 115(2) . . ?
H1SA C1S H1SB 107.5 . . ?
C2S C1S H1SA 108.5 . . ?
C2S C1S H1SB 108.5 . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
O1S C3S H3SA 108.2 . . ?
O1S C3S H3SB 108.2 . . ?
O1S C3S C4S 116(3) . . ?
H3SA C3S H3SB 107.4 . . ?
C4S C3S H3SA 108.2 . . ?
C4S C3S H3SB 108.2 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
O1S C1S' H1SC 109.2 . . ?
O1S C1S' H1SD 109.2 . . ?
O1S C1S' C2S' 112(3) . . ?
H1SC C1S' H1SD 107.9 . . ?
C2S' C1S' H1SC 109.2 . . ?
C2S' C1S' H1SD 109.2 . . ?
C1S' C2S' H2SD 109.5 . . ?
C1S' C2S' H2SE 109.5 . . ?
C1S' C2S' H2SF 109.5 . . ?
H2SD C2S' H2SE 109.5 . . ?
H2SD C2S' H2SF 109.5 . . ?
H2SE C2S' H2SF 109.5 . . ?
O1S C3S' H3SC 108.8 . . ?
O1S C3S' H3SD 108.8 . . ?
O1S C3S' C4S' 114(3) . . ?
H3SC C3S' H3SD 107.7 . . ?
C4S' C3S' H3SC 108.8 . . ?
C4S' C3S' H3SD 108.8 . . ?
C3S' C4S' H4SD 109.5 . . ?
C3S' C4S' H4SE 109.5 . . ?
C3S' C4S' H4SF 109.5 . . ?
H4SD C4S' H4SE 109.5 . . ?
H4SD C4S' H4SF 109.5 . . ?
H4SE C4S' H4SF 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 N1 C1 C2 174.5(8) . . . . ?
Pd1 N1 C1 C12 -3.2(11) . . . . ?
Pd1 N1 C5 C4 -173.8(8) . . . . ?
Pd1 N2 C12 O1 176.5(8) . . . . ?
Pd1 N2 C12 C1 -4.3(11) . . . . ?
Pd1 N2 C13 P1 28.5(9) . . . . ?
Pd1 N2 C13 C6 -93.6(10) . . . . ?
S1 P1 C13 N2 -48.8(7) . . . . ?
S1 P1 C13 C6 75.6(8) . . . . ?
S1 P1 C21 C22 -37.7(11) . . . . ?
S1 P1 C21 C26 147.1(10) . . . . ?
S1 P1 C15 C16 -33.4(15) . . . . ?
S1 P1 C15 C20 142.7(13) . . . . ?
S1 P1 C15' C16' -37.6(14) . . . . ?
S1 P1 C15' C20' 144.0(11) . . . . ?
P1 C21 C22 C23 -176.2(10) . . . . ?
P1 C21 C26 C25 174.8(10) . . . . ?
P1 C15 C16 C17 176(2) . . . . ?
P1 C15 C20 C19 -176(2) . . . . ?
P1 C15' C16' C17' -178.4(19) . . . . ?
P1 C15' C20' C19' 178(2) . . . . ?
N1 C1 C2 C3 0.0(17) . . . . ?
N1 C1 C12 O1 -175.8(10) . . . . ?
N1 C1 C12 N2 4.9(13) . . . . ?
C1 N1 C5 C4 0.9(15) . . . . ?
C1 C2 C3 C4 1.3(18) . . . . ?
C2 C1 C12 O1 6.5(16) . . . . ?
C2 C1 C12 N2 -172.7(10) . . . . ?
C2 C3 C4 C5 -1.4(18) . . . . ?
C3 C4 C5 N1 0.3(17) . . . . ?
C5 N1 C1 C2 -1.0(15) . . . . ?
C5 N1 C1 C12 -178.7(9) . . . . ?
C6 C7 C8 C9 5(4) . . . . ?
C6 C7' C8' C9' 1(4) . . . . ?
C11 C6 C13 P1 82.5(11) . . . . ?
C11 C6 C13 N2 -160.8(9) . . . . ?
C11 C6 C7 C8 -7(3) . . . . ?
C11 C6 C7' C8' 2(3) . . . . ?
C11 C10 C9 O2 -172(2) . . . . ?
C11 C10 C9 C8 11(3) . . . . ?
C11 C10 C9' O2' 179(2) . . . . ?
C11 C10 C9' C8' -5(3) . . . . ?
C12 N2 C13 P1 -149.5(8) . . . . ?
C12 N2 C13 C6 88.4(11) . . . . ?
C12 C1 C2 C3 177.5(11) . . . . ?
C13 P1 C21 C22 -155.7(10) . . . . ?
C13 P1 C21 C26 29.2(12) . . . . ?
C13 P1 C15 C16 82.1(15) . . . . ?
C13 P1 C15 C20 -101.8(15) . . . . ?
C13 P1 C15' C16' 82.8(13) . . . . ?
C13 P1 C15' C20' -95.6(14) . . . . ?
C13 N2 C12 O1 -5.4(16) . . . . ?
C13 N2 C12 C1 173.9(8) . . . . ?
C13 C6 C11 C10 -177.9(11) . . . . ?
C13 C6 C7 C8 -176(2) . . . . ?
C13 C6 C7' C8' 173(2) . . . . ?
C21 P1 C13 N2 73.6(8) . . . . ?
C21 P1 C13 C6 -162.0(8) . . . . ?
C21 P1 C15 C16 -158.0(12) . . . . ?
C21 P1 C15 C20 18.1(18) . . . . ?
C21 P1 C15' C16' -159.6(11) . . . . ?
C21 P1 C15' C20' 22.0(15) . . . . ?
C21 C22 C23 C24 2(2) . . . . ?
C22 C21 C26 C25 -0.3(19) . . . . ?
C22 C23 C24 C25 -1(2) . . . . ?
C23 C24 C25 C26 0(2) . . . . ?
C24 C25 C26 C21 1(2) . . . . ?
C26 C21 C22 C23 -0.9(19) . . . . ?
C7 C6 C11 C10 11.3(19) . . . . ?
C7 C6 C13 P1 -108.5(17) . . . . ?
C7 C6 C13 N2 8(2) . . . . ?
C7 C8 C9 C10 -6(4) . . . . ?
C7 C8 C9 O2 176(2) . . . . ?
C9 C10 C11 C6 -15(2) . . . . ?
C14 O2 C9 C10 2(4) . . . . ?
C14 O2 C9 C8 179(2) . . . . ?
C15 P1 C13 N2 -165.3(10) . . . . ?
C15 P1 C13 C6 -40.9(12) . . . . ?
C15 P1 C21 C22 83.8(15) . . . . ?
C15 P1 C21 C26 -91.4(15) . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C15 C20 C19 0.0 . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 C15 0.0 . . . . ?
C20 C15 C16 C17 0.0 . . . . ?
C7' C6 C11 C10 -6(2) . . . . ?
C7' C6 C13 P1 -88.7(16) . . . . ?
C7' C6 C13 N2 27.9(18) . . . . ?
C7' C8' C9' C10 1(4) . . . . ?
C7' C8' C9' O2' 178(2) . . . . ?
C9' C10 C11 C6 8(2) . . . . ?
C14' O2' C9' C10 -6(4) . . . . ?
C14' O2' C9' C8' 177(2) . . . . ?
C15' P1 C13 N2 -172.1(10) . . . . ?
C15' P1 C13 C6 -47.6(12) . . . . ?
C15' P1 C21 C22 83.0(14) . . . . ?
C15' P1 C21 C26 -92.2(14) . . . . ?
C15' C16' C17' C18' 0.0 . . . . ?
C16' C15' C20' C19' 0.0 . . . . ?
C16' C17' C18' C19' 0.0 . . . . ?
C17' C18' C19' C20' 0.0 . . . . ?
C18' C19' C20' C15' 0.0 . . . . ?
C20' C15' C16' C17' 0.0 . . . . ?
C1S O1S C3S C4S -162(4) . . . . ?
C3S O1S C1S C2S 165(3) . . . . ?
C1S' O1S C3S' C4S' 173(3) . . . . ?
C3S' O1S C1S' C2S' -172(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
