# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

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

data_1b
_database_code_depnum_ccdc_archive 'CCDC 1895233'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C17 H20 F6 N O P Pd S2'
_chemical_formula_moiety         'C17 H20 N O Pd S2, F6 P'
_chemical_formula_weight         569.84
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   14.9321(11)
_cell_length_b                   11.8841(9)
_cell_length_c                   12.3550(9)
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.699(8)
_cell_angle_gamma                90.0000
_cell_volume                     2050.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19356
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      27.52
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136.00
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_T_max  0.799

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            20724
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_av_unetI/netI     0.038
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.161
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4698
_reflns_number_gt                3962
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0682
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4698
_refine_ls_number_parameters     262
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0201P)²+2.0481P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.53
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.81701(2) 0.08064(2) 0.97278(2) 0.02108(7) Uani 1 1 d . . . . .
S1 S 0.72639(5) -0.07444(6) 0.97473(7) 0.02953(17) Uani 1 1 d . . . . .
S2 S 0.68753(5) 0.14786(7) 0.80649(6) 0.03009(17) Uani 1 1 d . . . . .
P1 P 0.65741(6) 0.58107(7) 0.92362(7) 0.02958(18) Uani 1 1 d . . . . .
F1 F 0.72907(16) 0.6308(2) 1.04199(18) 0.0602(6) Uani 1 1 d . . . . .
F2 F 0.57953(14) 0.67289(19) 0.92396(18) 0.0530(6) Uani 1 1 d . . . . .
F3 F 0.6138(2) 0.4961(2) 0.9898(2) 0.0840(9) Uani 1 1 d . . . . .
F4 F 0.58594(13) 0.53148(19) 0.80382(17) 0.0483(5) Uani 1 1 d . . . . .
F5 F 0.73541(15) 0.4910(2) 0.9198(2) 0.0731(8) Uani 1 1 d . . . . .
F6 F 0.69884(16) 0.66673(19) 0.85382(19) 0.0584(6) Uani 1 1 d . . . . .
O1 O 0.59269(17) 0.1142(2) 1.0045(2) 0.0435(6) Uani 1 1 d . . . . .
N1 N 0.91071(16) 0.20900(19) 0.9786(2) 0.0237(5) Uani 1 1 d . . . . .
C17 C 0.9318(2) 0.0206(2) 1.1010(2) 0.0230(6) Uani 1 1 d . . . . .
C1 C 0.6177(2) -0.0613(3) 0.8443(3) 0.0345(7) Uani 1 1 d . . . . .
H1A H 0.5974 -0.1370 0.8114 0.041 Uiso 1 1 calc R U . . .
H1B H 0.5655 -0.0290 0.8663 0.041 Uiso 1 1 calc R U . . .
C2 C 0.6340(2) 0.0122(3) 0.7537(3) 0.0344(7) Uani 1 1 d . . . . .
H2A H 0.5718 0.0248 0.6907 0.041 Uiso 1 1 calc R U . . .
H2B H 0.6760 -0.0284 0.7203 0.041 Uiso 1 1 calc R U . . .
C3 C 0.5971(2) 0.2255(3) 0.8452(3) 0.0381(8) Uani 1 1 d . . . . .
H3A H 0.5974 0.3048 0.8207 0.046 Uiso 1 1 calc R U . . .
H3B H 0.5333 0.1938 0.8006 0.046 Uiso 1 1 calc R U . . .
C4 C 0.6096(3) 0.2242(3) 0.9721(3) 0.0433(8) Uani 1 1 d . . . . .
H4A H 0.6754 0.2481 1.0191 0.052 Uiso 1 1 calc R U . . .
H4B H 0.5641 0.2775 0.9865 0.052 Uiso 1 1 calc R U . . .
C5 C 0.6600(3) 0.0706(3) 1.1083(3) 0.0480(9) Uani 1 1 d . . . . .
H5A H 0.6346 0.0774 1.1720 0.058 Uiso 1 1 calc R U . . .
H5B H 0.7205 0.1137 1.1298 0.058 Uiso 1 1 calc R U . . .
C6 C 0.6783(3) -0.0519(3) 1.0895(3) 0.0434(9) Uani 1 1 d . . . . .
H6A H 0.6175 -0.0941 1.0705 0.052 Uiso 1 1 calc R U . . .
H6B H 0.7238 -0.0831 1.1625 0.052 Uiso 1 1 calc R U . . .
C7 C 0.8925(2) 0.2989(3) 0.9085(3) 0.0301(7) Uani 1 1 d . . . . .
H7 H 0.8290 0.3103 0.8562 0.036 Uiso 1 1 calc R U . . .
C8 C 0.9617(2) 0.3752(3) 0.9089(3) 0.0339(7) Uani 1 1 d . . . . .
H8 H 0.9462 0.4378 0.8578 0.041 Uiso 1 1 calc R U . . .
C9 C 1.0540(2) 0.3596(3) 0.9849(3) 0.0345(7) Uani 1 1 d . . . . .
H9 H 1.1031 0.4112 0.9866 0.041 Uiso 1 1 calc R U . . .
C10 C 1.0742(2) 0.2684(3) 1.0580(3) 0.0299(7) Uani 1 1 d . . . . .
H10 H 1.1375 0.2566 1.1106 0.036 Uiso 1 1 calc R U . . .
C11 C 1.00166(19) 0.1929(2) 1.0551(2) 0.0235(6) Uani 1 1 d . . . . .
C12 C 1.01276(19) 0.0918(2) 1.1270(2) 0.0228(6) Uani 1 1 d . . . . .
C13 C 1.0988(2) 0.0635(3) 1.2149(2) 0.0281(6) Uani 1 1 d . . . . .
H13 H 1.1520 0.1132 1.2331 0.034 Uiso 1 1 calc R U . . .
C14 C 1.1071(2) -0.0357(3) 1.2751(3) 0.0321(7) Uani 1 1 d . . . . .
H14 H 1.1655 -0.0545 1.3350 0.039 Uiso 1 1 calc R U . . .
C15 C 1.0294(2) -0.1080(3) 1.2475(3) 0.0323(7) Uani 1 1 d . . . . .
H15 H 1.0354 -0.1775 1.2874 0.039 Uiso 1 1 calc R U . . .
C16 C 0.9426(2) -0.0798(3) 1.1619(2) 0.0292(6) Uani 1 1 d . . . . .
H16 H 0.8900 -0.1301 1.1448 0.035 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C17 2.009(3) . ?
Pd1 N1 2.054(2) . ?
Pd1 S1 2.2915(8) . ?
Pd1 S2 2.4061(8) . ?
S1 C6 1.821(3) . ?
S1 C1 1.845(3) . ?
S2 C2 1.815(3) . ?
S2 C3 1.834(3) . ?
P1 F3 1.577(2) . ?
P1 F1 1.590(2) . ?
P1 F6 1.594(2) . ?
P1 F5 1.595(2) . ?
P1 F2 1.596(2) . ?
P1 F4 1.6002(19) . ?
O1 C4 1.415(4) . ?
O1 C5 1.419(4) . ?
N1 C7 1.341(4) . ?
N1 C11 1.367(3) . ?
C17 C16 1.389(4) . ?
C17 C12 1.416(4) . ?
C1 C2 1.506(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.512(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.515(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.373(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.468(4) . ?
C12 C13 1.399(4) . ?
C13 C14 1.377(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(4) . ?
C15 H15 0.9500 . ?
C16 H16 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
C17 Pd1 N1 81.68(10) . . ?
C17 Pd1 S1 92.79(8) . . ?
N1 Pd1 S1 173.94(7) . . ?
C17 Pd1 S2 174.39(8) . . ?
N1 Pd1 S2 96.60(7) . . ?
S1 Pd1 S2 88.67(3) . . ?
C6 S1 C1 101.55(17) . . ?
C6 S1 Pd1 106.67(12) . . ?
C1 S1 Pd1 105.24(10) . . ?
C2 S2 C3 105.61(15) . . ?
C2 S2 Pd1 97.52(10) . . ?
C3 S2 Pd1 112.84(11) . . ?
F3 P1 F1 91.63(14) . . ?
F3 P1 F6 178.45(15) . . ?
F1 P1 F6 89.79(13) . . ?
F3 P1 F5 91.41(16) . . ?
F1 P1 F5 90.90(12) . . ?
F6 P1 F5 89.17(14) . . ?
F3 P1 F2 90.13(15) . . ?
F1 P1 F2 89.85(12) . . ?
F6 P1 F2 89.27(13) . . ?
F5 P1 F2 178.27(15) . . ?
F3 P1 F4 88.91(13) . . ?
F1 P1 F4 179.43(14) . . ?
F6 P1 F4 89.67(12) . . ?
F5 P1 F4 88.90(12) . . ?
F2 P1 F4 90.33(11) . . ?
C4 O1 C5 116.9(3) . . ?
C7 N1 C11 118.9(2) . . ?
C7 N1 Pd1 126.10(19) . . ?
C11 N1 Pd1 114.72(19) . . ?
C16 C17 C12 117.6(3) . . ?
C16 C17 Pd1 129.4(2) . . ?
C12 C17 Pd1 112.9(2) . . ?
C2 C1 S1 112.0(2) . . ?
C2 C1 H1A 109.2 . . ?
S1 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
S1 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 S2 114.5(2) . . ?
C1 C2 H2A 108.6 . . ?
S2 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
S2 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 S2 115.6(2) . . ?
C4 C3 H3A 108.4 . . ?
S2 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
S2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
O1 C4 C3 109.5(3) . . ?
O1 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
O1 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O1 C5 C6 108.7(3) . . ?
O1 C5 H5A 110.0 . . ?
C6 C5 H5A 110.0 . . ?
O1 C5 H5B 110.0 . . ?
C6 C5 H5B 110.0 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 S1 113.8(2) . . ?
C5 C6 H6A 108.8 . . ?
S1 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
S1 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N1 C7 C8 122.9(3) . . ?
N1 C7 H7 118.5 . . ?
C8 C7 H7 118.5 . . ?
C7 C8 C9 118.9(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
N1 C11 C10 120.0(3) . . ?
N1 C11 C12 113.9(2) . . ?
C10 C11 C12 126.1(3) . . ?
C13 C12 C17 120.6(3) . . ?
C13 C12 C11 122.8(3) . . ?
C17 C12 C11 116.5(2) . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.4(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?

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
C6 S1 C1 C2 133.9(2) . . . . ?
Pd1 S1 C1 C2 22.9(2) . . . . ?
S1 C1 C2 S2 -50.8(3) . . . . ?
C3 S2 C2 C1 -67.1(3) . . . . ?
Pd1 S2 C2 C1 49.2(2) . . . . ?
C2 S2 C3 C4 98.2(3) . . . . ?
Pd1 S2 C3 C4 -7.1(3) . . . . ?
C5 O1 C4 C3 133.5(3) . . . . ?
S2 C3 C4 O1 -68.3(3) . . . . ?
C4 O1 C5 C6 -139.2(3) . . . . ?
O1 C5 C6 S1 60.1(4) . . . . ?
C1 S1 C6 C5 -78.5(3) . . . . ?
Pd1 S1 C6 C5 31.5(3) . . . . ?
C11 N1 C7 C8 0.9(4) . . . . ?
Pd1 N1 C7 C8 -172.7(2) . . . . ?
N1 C7 C8 C9 -0.2(5) . . . . ?
C7 C8 C9 C10 -0.2(5) . . . . ?
C8 C9 C10 C11 -0.1(5) . . . . ?
C7 N1 C11 C10 -1.1(4) . . . . ?
Pd1 N1 C11 C10 173.1(2) . . . . ?
C7 N1 C11 C12 -180.0(2) . . . . ?
Pd1 N1 C11 C12 -5.7(3) . . . . ?
C9 C10 C11 N1 0.8(4) . . . . ?
C9 C10 C11 C12 179.4(3) . . . . ?
C16 C17 C12 C13 -2.9(4) . . . . ?
Pd1 C17 C12 C13 179.4(2) . . . . ?
C16 C17 C12 C11 175.2(2) . . . . ?
Pd1 C17 C12 C11 -2.4(3) . . . . ?
N1 C11 C12 C13 -176.5(3) . . . . ?
C10 C11 C12 C13 4.8(4) . . . . ?
N1 C11 C12 C17 5.4(3) . . . . ?
C10 C11 C12 C17 -173.3(3) . . . . ?
C17 C12 C13 C14 2.0(4) . . . . ?
C11 C12 C13 C14 -176.0(3) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C12 C17 C16 C15 1.6(4) . . . . ?
Pd1 C17 C16 C15 178.8(2) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_4bCH3CN
_database_code_depnum_ccdc_archive 'CCDC 1895237'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C21 H23 F6 N2 O P Pd S3'
_chemical_formula_moiety         'C19 H20 N O Pd S3, F6 P, C2 H3 N'
_chemical_formula_weight         666.97
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.200(3)
_cell_length_b                   11.574(5)
_cell_length_c                   13.934(5)
_cell_angle_alpha                81.388(6)
_cell_angle_beta                 73.532(5)
_cell_angle_gamma                79.026(6)
_cell_volume                     1238.5(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9366
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      27.73
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.370
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668.00
_exptl_absorpt_coefficient_mu    1.131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.480
_exptl_absorpt_correction_T_max  0.658

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            12954
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.033
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.065
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5653
_reflns_number_gt                5199
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0732
_refine_ls_wR_factor_gt          0.0714
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5653
_refine_ls_number_parameters     317
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0319P)²+1.0693P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.74
_refine_diff_density_min         -0.68
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.27167(2) 0.88966(2) 0.18155(2) 0.02105(6) Uani 1 1 d . . . . .
S1 S 0.31999(8) 1.00720(5) 0.28458(4) 0.02649(13) Uani 1 1 d . . . . .
S2 S 0.28114(9) 0.72926(5) 0.30965(5) 0.03017(14) Uani 1 1 d . . . . .
S3 S 0.24229(8) 1.07763(6) -0.11899(5) 0.03277(15) Uani 1 1 d . . . . .
P1 P 0.17018(9) 0.53468(6) 0.66826(5) 0.02942(14) Uani 1 1 d . . . . .
F1 F 0.2698(3) 0.53628(16) 0.75092(14) 0.0505(4) Uani 1 1 d . . . . .
F2 F 0.1641(4) 0.39781(18) 0.6993(2) 0.0971(10) Uani 1 1 d . . . . .
F3 F 0.0691(3) 0.53230(16) 0.58649(14) 0.0538(5) Uani 1 1 d . . . . .
F4 F 0.1737(4) 0.67070(17) 0.6374(2) 0.0830(8) Uani 1 1 d . . . . .
F5 F -0.0066(3) 0.5637(3) 0.74971(19) 0.1001(10) Uani 1 1 d . . . . .
F6 F 0.3444(3) 0.5064(3) 0.58881(19) 0.0988(10) Uani 1 1 d . . . . .
O1 O -0.0346(2) 0.93471(16) 0.40650(13) 0.0330(4) Uani 1 1 d . . . . .
N1 N 0.2090(2) 0.79607(17) 0.08495(14) 0.0239(4) Uani 1 1 d . . . . .
N2 N 0.4792(5) 0.1732(3) 0.4050(3) 0.0688(9) Uani 1 1 d . . . . .
C1 C 0.3404(4) 0.9113(2) 0.39983(19) 0.0338(6) Uani 1 1 d . . . . .
H1A H 0.4226 0.9385 0.4283 0.041 Uiso 1 1 calc R U . . .
H1B H 0.2272 0.9176 0.4503 0.041 Uiso 1 1 calc R U . . .
C2 C 0.4021(4) 0.7839(2) 0.3794(2) 0.0358(6) Uani 1 1 d . . . . .
H2A H 0.3946 0.7342 0.4444 0.043 Uiso 1 1 calc R U . . .
H2B H 0.5248 0.7752 0.3411 0.043 Uiso 1 1 calc R U . . .
C3 C 0.0671(4) 0.7281(2) 0.3962(2) 0.0362(6) Uani 1 1 d . . . . .
H3A H 0.0272 0.6537 0.3925 0.043 Uiso 1 1 calc R U . . .
H3B H 0.0768 0.7271 0.4655 0.043 Uiso 1 1 calc R U . . .
C4 C -0.0684(4) 0.8309(2) 0.3773(2) 0.0346(6) Uani 1 1 d . . . . .
H4A H -0.0659 0.8425 0.3051 0.042 Uiso 1 1 calc R U . . .
H4B H -0.1841 0.8142 0.4166 0.042 Uiso 1 1 calc R U . . .
C5 C -0.0410(3) 1.0396(2) 0.33876(19) 0.0334(6) Uani 1 1 d . . . . .
H5A H -0.1489 1.0941 0.3637 0.040 Uiso 1 1 calc R U . . .
H5B H -0.0392 1.0197 0.2718 0.040 Uiso 1 1 calc R U . . .
C6 C 0.1118(3) 1.0987(2) 0.3303(2) 0.0329(6) Uani 1 1 d . . . . .
H6A H 0.1050 1.1212 0.3972 0.039 Uiso 1 1 calc R U . . .
H6B H 0.1050 1.1723 0.2842 0.039 Uiso 1 1 calc R U . . .
C7 C 0.1703(3) 0.6855(2) 0.10398(19) 0.0300(5) Uani 1 1 d . . . . .
H7 H 0.1760 0.6421 0.1667 0.036 Uiso 1 1 calc R U . . .
C8 C 0.1224(4) 0.6330(2) 0.0355(2) 0.0355(6) Uani 1 1 d . . . . .
H8 H 0.0939 0.5554 0.0515 0.043 Uiso 1 1 calc R U . . .
C9 C 0.1167(4) 0.6946(3) -0.0563(2) 0.0390(6) Uani 1 1 d . . . . .
H9 H 0.0856 0.6597 -0.1048 0.047 Uiso 1 1 calc R U . . .
C10 C 0.1568(3) 0.8081(3) -0.0770(2) 0.0348(6) Uani 1 1 d . . . . .
H10 H 0.1548 0.8515 -0.1402 0.042 Uiso 1 1 calc R U . . .
C11 C 0.2000(3) 0.8585(2) -0.00479(18) 0.0265(5) Uani 1 1 d . . . . .
C12 C 0.2387(3) 0.9769(2) -0.01232(17) 0.0265(5) Uani 1 1 d . . . . .
C13 C 0.2773(3) 1.0174(2) 0.06446(17) 0.0240(5) Uani 1 1 d . . . . .
C14 C 0.3150(3) 1.1372(2) 0.03699(18) 0.0271(5) Uani 1 1 d . . . . .
C15 C 0.3649(3) 1.2129(2) 0.0894(2) 0.0320(5) Uani 1 1 d . . . . .
H15 H 0.3799 1.1863 0.1547 0.038 Uiso 1 1 calc R U . . .
C16 C 0.3925(4) 1.3261(2) 0.0470(2) 0.0388(6) Uani 1 1 d . . . . .
H16 H 0.4254 1.3766 0.0836 0.047 Uiso 1 1 calc R U . . .
C17 C 0.3724(4) 1.3665(2) -0.0495(2) 0.0410(7) Uani 1 1 d . . . . .
H17 H 0.3904 1.4446 -0.0773 0.049 Uiso 1 1 calc R U . . .
C18 C 0.3273(3) 1.2950(2) -0.1040(2) 0.0379(6) Uani 1 1 d . . . . .
H18 H 0.3149 1.3222 -0.1697 0.045 Uiso 1 1 calc R U . . .
C19 C 0.2996(3) 1.1810(2) -0.06124(19) 0.0309(5) Uani 1 1 d . . . . .
C20 C 0.4240(4) 0.2681(3) 0.3851(2) 0.0466(7) Uani 1 1 d . . . . .
C21 C 0.3502(5) 0.3894(3) 0.3621(4) 0.0689(11) Uani 1 1 d . . . . .
H21A H 0.4361 0.4294 0.3108 0.083 Uiso 1 1 calc R U . . .
H21B H 0.3147 0.4303 0.4232 0.083 Uiso 1 1 calc R U . . .
H21C H 0.2497 0.3908 0.3369 0.083 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C13 2.027(2) . ?
Pd1 N1 2.071(2) . ?
Pd1 S1 2.2763(8) . ?
Pd1 S2 2.3811(9) . ?
S1 C6 1.827(3) . ?
S1 C1 1.841(3) . ?
S2 C2 1.816(3) . ?
S2 C3 1.827(3) . ?
S3 C19 1.737(3) . ?
S3 C12 1.743(2) . ?
P1 F6 1.552(2) . ?
P1 F4 1.572(2) . ?
P1 F5 1.580(2) . ?
P1 F2 1.585(2) . ?
P1 F3 1.5938(18) . ?
P1 F1 1.5936(18) . ?
O1 C4 1.423(3) . ?
O1 C5 1.424(3) . ?
N1 C7 1.346(3) . ?
N1 C11 1.361(3) . ?
N2 C20 1.131(4) . ?
C1 C2 1.507(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.513(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.506(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.376(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.390(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.446(4) . ?
C12 C13 1.365(3) . ?
C13 C14 1.450(3) . ?
C14 C15 1.402(4) . ?
C14 C19 1.419(4) . ?
C15 C16 1.387(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.400(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.365(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(4) . ?
C18 H18 0.9500 . ?
C20 C21 1.446(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C13 Pd1 N1 81.73(9) . . ?
C13 Pd1 S1 94.58(8) . . ?
N1 Pd1 S1 174.35(5) . . ?
C13 Pd1 S2 175.31(7) . . ?
N1 Pd1 S2 95.49(6) . . ?
S1 Pd1 S2 88.47(4) . . ?
C6 S1 C1 101.01(13) . . ?
C6 S1 Pd1 104.62(9) . . ?
C1 S1 Pd1 106.04(9) . . ?
C2 S2 C3 104.38(14) . . ?
C2 S2 Pd1 99.59(9) . . ?
C3 S2 Pd1 109.63(9) . . ?
C19 S3 C12 90.13(12) . . ?
F6 P1 F4 89.91(18) . . ?
F6 P1 F5 179.61(15) . . ?
F4 P1 F5 90.05(17) . . ?
F6 P1 F2 90.62(19) . . ?
F4 P1 F2 179.24(15) . . ?
F5 P1 F2 89.43(19) . . ?
F6 P1 F3 90.25(13) . . ?
F4 P1 F3 90.04(11) . . ?
F5 P1 F3 90.15(13) . . ?
F2 P1 F3 89.41(11) . . ?
F6 P1 F1 90.22(12) . . ?
F4 P1 F1 90.38(11) . . ?
F5 P1 F1 89.39(13) . . ?
F2 P1 F1 90.16(11) . . ?
F3 P1 F1 179.37(11) . . ?
C4 O1 C5 117.5(2) . . ?
C7 N1 C11 118.8(2) . . ?
C7 N1 Pd1 127.04(17) . . ?
C11 N1 Pd1 114.07(16) . . ?
C2 C1 S1 111.61(18) . . ?
C2 C1 H1A 109.3 . . ?
S1 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
S1 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
C1 C2 S2 113.82(18) . . ?
C1 C2 H2A 108.8 . . ?
S2 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
S2 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 S2 115.46(18) . . ?
C4 C3 H3A 108.4 . . ?
S2 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
S2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
O1 C4 C3 109.0(2) . . ?
O1 C4 H4A 109.9 . . ?
C3 C4 H4A 109.9 . . ?
O1 C4 H4B 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
O1 C5 C6 109.3(2) . . ?
O1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
O1 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 S1 114.24(18) . . ?
C5 C6 H6A 108.7 . . ?
S1 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
S1 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C8 122.4(2) . . ?
N1 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 119.0(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
N1 C11 C10 120.8(2) . . ?
N1 C11 C12 112.2(2) . . ?
C10 C11 C12 127.0(2) . . ?
C13 C12 C11 121.8(2) . . ?
C13 C12 S3 114.94(19) . . ?
C11 C12 S3 123.26(18) . . ?
C12 C13 C14 110.8(2) . . ?
C12 C13 Pd1 110.18(18) . . ?
C14 C13 Pd1 138.95(18) . . ?
C15 C14 C19 116.8(2) . . ?
C15 C14 C13 131.3(2) . . ?
C19 C14 C13 111.9(2) . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 118.7(3) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 122.5(3) . . ?
C18 C19 S3 125.3(2) . . ?
C14 C19 S3 112.22(19) . . ?
N2 C20 C21 178.5(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
C6 S1 C1 C2 135.4(2) . . . . ?
Pd1 S1 C1 C2 26.5(2) . . . . ?
S1 C1 C2 S2 -50.2(3) . . . . ?
C3 S2 C2 C1 -67.2(2) . . . . ?
Pd1 S2 C2 C1 46.1(2) . . . . ?
C2 S2 C3 C4 100.9(2) . . . . ?
Pd1 S2 C3 C4 -5.0(2) . . . . ?
C5 O1 C4 C3 133.5(2) . . . . ?
S2 C3 C4 O1 -72.4(3) . . . . ?
C4 O1 C5 C6 -135.2(2) . . . . ?
O1 C5 C6 S1 59.6(3) . . . . ?
C1 S1 C6 C5 -79.5(2) . . . . ?
Pd1 S1 C6 C5 30.5(2) . . . . ?
C11 N1 C7 C8 0.3(4) . . . . ?
Pd1 N1 C7 C8 176.99(19) . . . . ?
N1 C7 C8 C9 1.1(4) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 C11 -0.8(4) . . . . ?
C7 N1 C11 C10 -1.9(3) . . . . ?
Pd1 N1 C11 C10 -179.06(18) . . . . ?
C7 N1 C11 C12 177.8(2) . . . . ?
Pd1 N1 C11 C12 0.6(2) . . . . ?
C9 C10 C11 N1 2.2(4) . . . . ?
C9 C10 C11 C12 -177.5(2) . . . . ?
N1 C11 C12 C13 -0.6(3) . . . . ?
C10 C11 C12 C13 179.1(2) . . . . ?
N1 C11 C12 S3 178.66(16) . . . . ?
C10 C11 C12 S3 -1.7(4) . . . . ?
C19 S3 C12 C13 0.39(19) . . . . ?
C19 S3 C12 C11 -178.9(2) . . . . ?
C11 C12 C13 C14 178.6(2) . . . . ?
S3 C12 C13 C14 -0.7(3) . . . . ?
C11 C12 C13 Pd1 0.3(3) . . . . ?
S3 C12 C13 Pd1 -179.07(11) . . . . ?
C12 C13 C14 C15 -178.1(2) . . . . ?
Pd1 C13 C14 C15 -0.5(4) . . . . ?
C12 C13 C14 C19 0.8(3) . . . . ?
Pd1 C13 C14 C19 178.40(19) . . . . ?
C19 C14 C15 C16 1.7(4) . . . . ?
C13 C14 C15 C16 -179.4(2) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C16 C17 C18 C19 0.7(4) . . . . ?
C17 C18 C19 C14 0.6(4) . . . . ?
C17 C18 C19 S3 -179.8(2) . . . . ?
C15 C14 C19 C18 -1.8(4) . . . . ?
C13 C14 C19 C18 179.1(2) . . . . ?
C15 C14 C19 S3 178.55(18) . . . . ?
C13 C14 C19 S3 -0.5(3) . . . . ?
C12 S3 C19 C18 -179.5(2) . . . . ?
C12 S3 C19 C14 0.10(18) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1895234'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H22 N2 O6 Pd2'
_chemical_formula_moiety         'C28 H22 N2 O6 Pd2'
_chemical_formula_weight         695.29
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.9503(17)
_cell_length_b                   10.8027(18)
_cell_length_c                   13.062(2)
_cell_angle_alpha                87.421(6)
_cell_angle_beta                 71.412(5)
_cell_angle_gamma                68.718(5)
_cell_volume                     1236.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11475
_cell_measurement_theta_min      3.26
_cell_measurement_theta_max      27.62
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688.00
_exptl_absorpt_coefficient_mu    1.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.559
_exptl_absorpt_correction_T_max  0.740

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            12973
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.045
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.258
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5641
_reflns_number_gt                4635
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0768
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5641
_refine_ls_number_parameters     345
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0347P)²+1.1001P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.72
_refine_diff_density_min         -0.66
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.38411(3) 0.44348(3) 0.09724(2) 0.02722(8) Uani 1 1 d . . . . .
Pd2 Pd 0.17575(3) 0.38697(3) 0.28335(2) 0.02936(8) Uani 1 1 d . . . . .
O1 O 0.0320(4) 0.9850(3) 0.2703(4) 0.0797(11) Uani 1 1 d . . . . .
O2 O 0.6796(4) -0.0945(4) 0.2786(4) 0.0955(14) Uani 1 1 d . . . . .
O3 O 0.1843(3) 0.5474(3) 0.0671(2) 0.0345(6) Uani 1 1 d . . . . .
O4 O 0.3866(3) 0.2620(3) 0.0345(2) 0.0377(6) Uani 1 1 d . . . . .
O5 O 0.2187(3) 0.2259(3) 0.1827(2) 0.0369(6) Uani 1 1 d . . . . .
O6 O 0.0130(3) 0.5087(3) 0.21247(19) 0.0340(6) Uani 1 1 d . . . . .
N1 N 0.5851(3) 0.3590(3) 0.1245(2) 0.0290(6) Uani 1 1 d . . . . .
N2 N 0.1294(3) 0.5345(3) 0.3930(2) 0.0344(7) Uani 1 1 d . . . . .
C1 C 0.6772(4) 0.2310(4) 0.0989(3) 0.0380(9) Uani 1 1 d . . . . .
H1 H 0.6494 0.1750 0.0624 0.046 Uiso 1 1 calc R U . . .
C2 C 0.8106(4) 0.1771(4) 0.1232(3) 0.0452(10) Uani 1 1 d . . . . .
H2 H 0.8733 0.0856 0.1046 0.054 Uiso 1 1 calc R U . . .
C3 C 0.8512(4) 0.2601(4) 0.1757(3) 0.0417(9) Uani 1 1 d . . . . .
H3 H 0.9416 0.2258 0.1949 0.050 Uiso 1 1 calc R U . . .
C4 C 0.7596(4) 0.3917(4) 0.1994(3) 0.0379(9) Uani 1 1 d . . . . .
H4 H 0.7883 0.4496 0.2332 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6253(4) 0.4416(4) 0.1746(3) 0.0304(8) Uani 1 1 d . . . . .
C6 C 0.5148(4) 0.5776(4) 0.1966(3) 0.0295(7) Uani 1 1 d . . . . .
C7 C 0.5286(4) 0.6811(4) 0.2481(3) 0.0395(9) Uani 1 1 d . . . . .
H7 H 0.6171 0.6660 0.2676 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4139(5) 0.8047(4) 0.2701(3) 0.0436(10) Uani 1 1 d . . . . .
H8 H 0.4236 0.8750 0.3048 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2848(4) 0.8275(4) 0.2425(3) 0.0400(9) Uani 1 1 d . . . . .
C10 C 0.2714(4) 0.7270(4) 0.1873(3) 0.0355(8) Uani 1 1 d . . . . .
H10 H 0.1840 0.7448 0.1658 0.043 Uiso 1 1 calc R U . . .
C11 C 0.3861(4) 0.6011(3) 0.1637(3) 0.0273(7) Uani 1 1 d . . . . .
C12 C 0.1592(5) 0.9570(5) 0.2782(4) 0.0565(12) Uani 1 1 d . . . . .
H12 H 0.1777 1.0241 0.3097 0.068 Uiso 1 1 calc R U . . .
C13 C 0.0189(4) 0.6560(4) 0.4056(3) 0.0390(9) Uani 1 1 d . . . . .
H13 H -0.0470 0.6739 0.3633 0.047 Uiso 1 1 calc R U . . .
C14 C -0.0012(5) 0.7559(5) 0.4790(3) 0.0482(10) Uani 1 1 d . . . . .
H14 H -0.0799 0.8410 0.4869 0.058 Uiso 1 1 calc R U . . .
C15 C 0.0942(5) 0.7295(5) 0.5395(3) 0.0527(11) Uani 1 1 d . . . . .
H15 H 0.0820 0.7964 0.5901 0.063 Uiso 1 1 calc R U . . .
C16 C 0.2072(5) 0.6069(5) 0.5271(3) 0.0491(11) Uani 1 1 d . . . . .
H16 H 0.2741 0.5890 0.5687 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2246(4) 0.5077(4) 0.4537(3) 0.0388(9) Uani 1 1 d . . . . .
C18 C 0.3369(4) 0.3714(4) 0.4312(3) 0.0400(9) Uani 1 1 d . . . . .
C19 C 0.4486(5) 0.3222(5) 0.4815(3) 0.0505(11) Uani 1 1 d . . . . .
H19 H 0.4513 0.3764 0.5355 0.061 Uiso 1 1 calc R U . . .
C20 C 0.5534(5) 0.1958(5) 0.4525(4) 0.0557(12) Uani 1 1 d . . . . .
H20 H 0.6303 0.1626 0.4858 0.067 Uiso 1 1 calc R U . . .
C21 C 0.5491(5) 0.1152(5) 0.3752(4) 0.0496(11) Uani 1 1 d . . . . .
C22 C 0.4358(4) 0.1645(4) 0.3252(3) 0.0418(9) Uani 1 1 d . . . . .
H22 H 0.4326 0.1090 0.2724 0.050 Uiso 1 1 calc R U . . .
C23 C 0.3304(4) 0.2914(4) 0.3520(3) 0.0323(8) Uani 1 1 d . . . . .
C24 C 0.6683(6) -0.0167(6) 0.3445(5) 0.0686(14) Uani 1 1 d . . . . .
H24 H 0.7428 -0.0422 0.3801 0.082 Uiso 1 1 calc R U . . .
C25 C 0.0498(4) 0.5606(4) 0.1248(3) 0.0306(8) Uani 1 1 d . . . . .
C26 C -0.0758(4) 0.6498(4) 0.0855(3) 0.0404(9) Uani 1 1 d . . . . .
H26A H -0.1339 0.7312 0.1342 0.048 Uiso 1 1 calc R U . . .
H26B H -0.1437 0.6035 0.0842 0.048 Uiso 1 1 calc R U . . .
H26C H -0.0320 0.6731 0.0122 0.048 Uiso 1 1 calc R U . . .
C27 C 0.3036(4) 0.2008(4) 0.0851(3) 0.0322(8) Uani 1 1 d . . . . .
C28 C 0.3029(4) 0.0842(4) 0.0256(3) 0.0417(9) Uani 1 1 d . . . . .
H28A H 0.3501 0.0859 -0.0525 0.050 Uiso 1 1 calc R U . . .
H28B H 0.1976 0.0904 0.0407 0.050 Uiso 1 1 calc R U . . .
H28C H 0.3607 0.0007 0.0501 0.050 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C11 1.955(3) . ?
Pd1 N1 2.015(3) . ?
Pd1 O3 2.051(2) . ?
Pd1 O4 2.148(3) . ?
Pd1 Pd2 2.8553(5) . ?
Pd2 C23 1.970(3) . ?
Pd2 N2 2.013(3) . ?
Pd2 O5 2.061(2) . ?
Pd2 O6 2.123(2) . ?
O1 C12 1.227(6) . ?
O2 C24 1.181(6) . ?
O3 C25 1.268(4) . ?
O4 C27 1.250(4) . ?
O5 C27 1.262(4) . ?
O6 C25 1.258(4) . ?
N1 C1 1.338(5) . ?
N1 C5 1.365(4) . ?
N2 C13 1.347(5) . ?
N2 C17 1.367(5) . ?
C1 C2 1.375(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.391(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.366(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.453(5) . ?
C6 C7 1.400(5) . ?
C6 C11 1.412(5) . ?
C7 C8 1.373(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(5) . ?
C9 C12 1.468(6) . ?
C10 C11 1.391(5) . ?
C10 H10 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.392(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.367(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.366(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.397(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.462(6) . ?
C18 C19 1.397(5) . ?
C18 C23 1.409(5) . ?
C19 C20 1.363(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.409(6) . ?
C21 C24 1.456(7) . ?
C22 C23 1.366(6) . ?
C22 H22 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.499(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.513(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
C11 Pd1 N1 81.64(13) . . ?
C11 Pd1 O3 93.29(12) . . ?
N1 Pd1 O3 174.00(10) . . ?
C11 Pd1 O4 175.50(12) . . ?
N1 Pd1 O4 95.35(11) . . ?
O3 Pd1 O4 89.90(10) . . ?
C11 Pd1 Pd2 96.69(10) . . ?
N1 Pd1 Pd2 102.82(8) . . ?
O3 Pd1 Pd2 80.88(7) . . ?
O4 Pd1 Pd2 80.68(7) . . ?
C23 Pd2 N2 81.88(14) . . ?
C23 Pd2 O5 95.49(13) . . ?
N2 Pd2 O5 174.84(11) . . ?
C23 Pd2 O6 173.86(12) . . ?
N2 Pd2 O6 93.01(11) . . ?
O5 Pd2 O6 89.86(10) . . ?
C23 Pd2 Pd1 95.27(10) . . ?
N2 Pd2 Pd1 102.02(8) . . ?
O5 Pd2 Pd1 82.60(7) . . ?
O6 Pd2 Pd1 82.41(7) . . ?
C25 O3 Pd1 128.0(2) . . ?
C27 O4 Pd1 124.1(2) . . ?
C27 O5 Pd2 125.8(2) . . ?
C25 O6 Pd2 122.7(2) . . ?
C1 N1 C5 119.4(3) . . ?
C1 N1 Pd1 125.1(2) . . ?
C5 N1 Pd1 115.5(2) . . ?
C13 N2 C17 119.5(3) . . ?
C13 N2 Pd2 124.8(3) . . ?
C17 N2 Pd2 115.6(3) . . ?
N1 C1 C2 122.8(4) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 118.2(4) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.7(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
N1 C5 C4 119.7(3) . . ?
N1 C5 C6 113.1(3) . . ?
C4 C5 C6 127.2(3) . . ?
C7 C6 C11 120.2(3) . . ?
C7 C6 C5 124.3(3) . . ?
C11 C6 C5 115.5(3) . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 120.5(4) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C8 C9 C10 120.5(4) . . ?
C8 C9 C12 118.2(4) . . ?
C10 C9 C12 121.2(4) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C6 118.7(3) . . ?
C10 C11 Pd1 126.8(3) . . ?
C6 C11 Pd1 114.3(3) . . ?
O1 C12 C9 124.9(5) . . ?
O1 C12 H12 117.5 . . ?
C9 C12 H12 117.5 . . ?
N2 C13 C14 121.7(4) . . ?
N2 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C13 118.8(4) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.2(4) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
N2 C17 C16 119.7(4) . . ?
N2 C17 C18 112.8(3) . . ?
C16 C17 C18 127.5(4) . . ?
C19 C18 C23 120.8(4) . . ?
C19 C18 C17 123.1(4) . . ?
C23 C18 C17 116.0(3) . . ?
C20 C19 C18 119.5(4) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 120.8(4) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C22 119.7(4) . . ?
C20 C21 C24 118.1(4) . . ?
C22 C21 C24 122.2(5) . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C18 118.6(3) . . ?
C22 C23 Pd2 127.7(3) . . ?
C18 C23 Pd2 113.5(3) . . ?
O2 C24 C21 125.1(5) . . ?
O2 C24 H24 117.5 . . ?
C21 C24 H24 117.5 . . ?
O6 C25 O3 126.0(3) . . ?
O6 C25 C26 117.8(3) . . ?
O3 C25 C26 116.2(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O4 C27 O5 126.5(3) . . ?
O4 C27 C28 118.2(3) . . ?
O5 C27 C28 115.3(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C5 N1 C1 C2 1.5(5) . . . . ?
Pd1 N1 C1 C2 -177.3(3) . . . . ?
N1 C1 C2 C3 -0.6(6) . . . . ?
C1 C2 C3 C4 -1.2(6) . . . . ?
C2 C3 C4 C5 2.0(6) . . . . ?
C1 N1 C5 C4 -0.7(5) . . . . ?
Pd1 N1 C5 C4 178.3(3) . . . . ?
C1 N1 C5 C6 179.6(3) . . . . ?
Pd1 N1 C5 C6 -1.4(4) . . . . ?
C3 C4 C5 N1 -1.1(5) . . . . ?
C3 C4 C5 C6 178.5(3) . . . . ?
N1 C5 C6 C7 179.5(3) . . . . ?
C4 C5 C6 C7 -0.2(6) . . . . ?
N1 C5 C6 C11 0.4(4) . . . . ?
C4 C5 C6 C11 -179.2(3) . . . . ?
C11 C6 C7 C8 2.4(5) . . . . ?
C5 C6 C7 C8 -176.6(3) . . . . ?
C6 C7 C8 C9 0.3(6) . . . . ?
C7 C8 C9 C10 -2.8(6) . . . . ?
C7 C8 C9 C12 173.7(4) . . . . ?
C8 C9 C10 C11 2.7(5) . . . . ?
C12 C9 C10 C11 -173.7(4) . . . . ?
C9 C10 C11 C6 0.0(5) . . . . ?
C9 C10 C11 Pd1 175.2(3) . . . . ?
C7 C6 C11 C10 -2.5(5) . . . . ?
C5 C6 C11 C10 176.6(3) . . . . ?
C7 C6 C11 Pd1 -178.3(3) . . . . ?
C5 C6 C11 Pd1 0.8(4) . . . . ?
C8 C9 C12 O1 -171.1(5) . . . . ?
C10 C9 C12 O1 5.3(7) . . . . ?
C17 N2 C13 C14 0.2(5) . . . . ?
Pd2 N2 C13 C14 -176.3(3) . . . . ?
N2 C13 C14 C15 0.1(6) . . . . ?
C13 C14 C15 C16 0.2(6) . . . . ?
C14 C15 C16 C17 -0.7(7) . . . . ?
C13 N2 C17 C16 -0.7(5) . . . . ?
Pd2 N2 C17 C16 176.1(3) . . . . ?
C13 N2 C17 C18 179.4(3) . . . . ?
Pd2 N2 C17 C18 -3.8(4) . . . . ?
C15 C16 C17 N2 0.9(6) . . . . ?
C15 C16 C17 C18 -179.2(4) . . . . ?
N2 C17 C18 C19 178.4(4) . . . . ?
C16 C17 C18 C19 -1.5(6) . . . . ?
N2 C17 C18 C23 0.4(5) . . . . ?
C16 C17 C18 C23 -179.5(4) . . . . ?
C23 C18 C19 C20 0.8(6) . . . . ?
C17 C18 C19 C20 -177.1(4) . . . . ?
C18 C19 C20 C21 -1.0(7) . . . . ?
C19 C20 C21 C22 0.4(7) . . . . ?
C19 C20 C21 C24 177.4(5) . . . . ?
C20 C21 C22 C23 0.3(6) . . . . ?
C24 C21 C22 C23 -176.5(4) . . . . ?
C21 C22 C23 C18 -0.5(6) . . . . ?
C21 C22 C23 Pd2 173.5(3) . . . . ?
C19 C18 C23 C22 -0.1(6) . . . . ?
C17 C18 C23 C22 178.0(3) . . . . ?
C19 C18 C23 Pd2 -174.8(3) . . . . ?
C17 C18 C23 Pd2 3.2(4) . . . . ?
C20 C21 C24 O2 -178.8(6) . . . . ?
C22 C21 C24 O2 -1.9(9) . . . . ?
Pd2 O6 C25 O3 0.9(5) . . . . ?
Pd2 O6 C25 C26 -177.2(2) . . . . ?
Pd1 O3 C25 O6 -1.7(5) . . . . ?
Pd1 O3 C25 C26 176.4(2) . . . . ?
Pd1 O4 C27 O5 -7.9(5) . . . . ?
Pd1 O4 C27 C28 172.3(2) . . . . ?
Pd2 O5 C27 O4 6.4(5) . . . . ?
Pd2 O5 C27 C28 -173.8(2) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_2c
_database_code_depnum_ccdc_archive 'CCDC 1895236'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H20 F6 N O P Pd S3'
_chemical_formula_moiety         'C18 H20 N O Pd S3, F6 P'
_chemical_formula_weight         613.91
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   6.826(2)
_cell_length_b                   10.590(4)
_cell_length_c                   15.068(5)
_cell_angle_alpha                84.736(6)
_cell_angle_beta                 85.891(6)
_cell_angle_gamma                79.079(6)
_cell_volume                     1063.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6980
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.67
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.220
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612.00
_exptl_absorpt_coefficient_mu    1.307
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_T_max  0.750

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            7477
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         3.044
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_av_unetI/netI     0.027
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4775
_reflns_number_gt                4283
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0676
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4775
_refine_ls_number_parameters     280
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0331P)²+0.4641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.92
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.96517(3) 0.15380(2) 0.76328(2) 0.01745(6) Uani 1 1 d . . . . .
S1 S 0.98268(9) 0.36703(5) 0.73163(4) 0.02084(13) Uani 1 1 d . . . . .
S2 S 1.05150(10) 0.12187(6) 0.60931(4) 0.02437(14) Uani 1 1 d . . . . .
S3 S 1.39365(10) 0.12123(6) 0.77069(5) 0.02601(14) Uani 1 1 d . . . . .
P1 P 1.46588(10) 0.67273(6) 0.61387(4) 0.02460(15) Uani 1 1 d . . . . .
F1 F 1.3487(3) 0.80969(15) 0.57472(12) 0.0420(4) Uani 1 1 d . . . . .
F2 F 1.5146(3) 0.63231(16) 0.51428(11) 0.0426(4) Uani 1 1 d . . . . .
F3 F 1.2619(3) 0.61757(17) 0.61855(12) 0.0394(4) Uani 1 1 d . . . . .
F4 F 1.5784(3) 0.53567(18) 0.65241(14) 0.0540(5) Uani 1 1 d . . . . .
F5 F 1.6682(3) 0.7290(2) 0.60885(12) 0.0491(5) Uani 1 1 d . . . . .
F6 F 1.4145(3) 0.7165(2) 0.71273(11) 0.0485(5) Uani 1 1 d . . . . .
O1 O 0.7268(3) 0.52205(19) 1.03173(14) 0.0383(5) Uani 1 1 d . . . . .
N1 N 0.9120(3) -0.02968(19) 0.80145(14) 0.0207(4) Uani 1 1 d . . . . .
C1 C 1.0276(4) 0.3893(2) 0.61024(16) 0.0247(5) Uani 1 1 d . . . . .
H1A H 0.9543 0.4749 0.5881 0.030 Uiso 1 1 calc R U . . .
H1B H 1.1719 0.3873 0.5959 0.030 Uiso 1 1 calc R U . . .
C2 C 0.9607(4) 0.2851(3) 0.56288(17) 0.0275(6) Uani 1 1 d . . . . .
H2A H 1.0074 0.2927 0.4992 0.033 Uiso 1 1 calc R U . . .
H2B H 0.8128 0.3006 0.5655 0.033 Uiso 1 1 calc R U . . .
C3 C 1.3213(4) 0.1094(3) 0.58873(18) 0.0294(6) Uani 1 1 d . . . . .
H3A H 1.3639 0.0580 0.5367 0.035 Uiso 1 1 calc R U . . .
H3B H 1.3496 0.1971 0.5722 0.035 Uiso 1 1 calc R U . . .
C4 C 1.4475(4) 0.0493(3) 0.66560(19) 0.0314(6) Uani 1 1 d . . . . .
H4A H 1.5891 0.0510 0.6469 0.038 Uiso 1 1 calc R U . . .
H4B H 1.4341 -0.0424 0.6759 0.038 Uiso 1 1 calc R U . . .
C5 C 1.4077(4) 0.2893(2) 0.74099(19) 0.0273(6) Uani 1 1 d . . . . .
H5A H 1.5256 0.3092 0.7677 0.033 Uiso 1 1 calc R U . . .
H5B H 1.4275 0.3029 0.6753 0.033 Uiso 1 1 calc R U . . .
C6 C 1.2214(4) 0.3825(2) 0.77207(17) 0.0249(5) Uani 1 1 d . . . . .
H6A H 1.2431 0.4715 0.7544 0.030 Uiso 1 1 calc R U . . .
H6B H 1.2103 0.3728 0.8381 0.030 Uiso 1 1 calc R U . . .
C7 C 0.9503(4) -0.1305(2) 0.75061(18) 0.0260(5) Uani 1 1 d . . . . .
H7 H 1.0047 -0.1183 0.6913 0.031 Uiso 1 1 calc R U . . .
C8 C 0.9133(4) -0.2513(2) 0.7815(2) 0.0312(6) Uani 1 1 d . . . . .
H8 H 0.9393 -0.3204 0.7438 0.037 Uiso 1 1 calc R U . . .
C9 C 0.8377(4) -0.2695(2) 0.86845(19) 0.0294(6) Uani 1 1 d . . . . .
H9 H 0.8128 -0.3518 0.8916 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7989(4) -0.1668(2) 0.92138(19) 0.0265(6) Uani 1 1 d . . . . .
H10 H 0.7470 -0.1784 0.9811 0.032 Uiso 1 1 calc R U . . .
C11 C 0.8357(3) -0.0465(2) 0.88738(16) 0.0201(5) Uani 1 1 d . . . . .
C12 C 0.7978(3) 0.0709(2) 0.93471(16) 0.0200(5) Uani 1 1 d . . . . .
C13 C 0.7169(4) 0.0735(2) 1.02215(17) 0.0242(5) Uani 1 1 d . . . . .
H13 H 0.6853 -0.0029 1.0531 0.029 Uiso 1 1 calc R U . . .
C14 C 0.6824(4) 0.1875(3) 1.06423(17) 0.0251(5) Uani 1 1 d . . . . .
H14 H 0.6287 0.1890 1.1241 0.030 Uiso 1 1 calc R U . . .
C15 C 0.7267(4) 0.2994(2) 1.01840(17) 0.0233(5) Uani 1 1 d . . . . .
C16 C 0.8096(4) 0.2967(2) 0.93008(16) 0.0230(5) Uani 1 1 d . . . . .
H16 H 0.8398 0.3737 0.8993 0.028 Uiso 1 1 calc R U . . .
C17 C 0.8477(3) 0.1835(2) 0.88736(16) 0.0205(5) Uani 1 1 d . . . . .
C18 C 0.6898(4) 0.4199(3) 1.06356(18) 0.0302(6) Uani 1 1 d . . . . .
H18 H 0.6320 0.4169 1.1228 0.036 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C17 2.009(2) . ?
Pd1 N1 2.067(2) . ?
Pd1 S1 2.2885(9) . ?
Pd1 S2 2.3909(9) . ?
Pd1 S3 2.8885(12) . ?
S1 C6 1.821(3) . ?
S1 C1 1.834(3) . ?
S2 C2 1.816(3) . ?
S2 C3 1.827(3) . ?
S3 C4 1.804(3) . ?
S3 C5 1.814(3) . ?
P1 F4 1.5878(19) . ?
P1 F2 1.5931(18) . ?
P1 F6 1.5960(18) . ?
P1 F5 1.5987(18) . ?
P1 F1 1.6007(17) . ?
P1 F3 1.6034(18) . ?
O1 C18 1.206(3) . ?
N1 C7 1.346(3) . ?
N1 C11 1.369(3) . ?
C1 C2 1.522(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.513(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.528(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.461(3) . ?
C12 C13 1.392(3) . ?
C12 C17 1.418(3) . ?
C13 C14 1.388(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.409(3) . ?
C15 C18 1.472(4) . ?
C16 C17 1.385(3) . ?
C16 H16 0.9500 . ?
C18 H18 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
C17 Pd1 N1 81.26(9) . . ?
C17 Pd1 S1 92.45(7) . . ?
N1 Pd1 S1 172.00(6) . . ?
C17 Pd1 S2 170.93(7) . . ?
N1 Pd1 S2 97.03(6) . . ?
S1 Pd1 S2 88.41(2) . . ?
C17 Pd1 S3 106.92(7) . . ?
N1 Pd1 S3 102.59(6) . . ?
S1 Pd1 S3 83.92(2) . . ?
S2 Pd1 S3 82.15(2) . . ?
C6 S1 C1 102.25(12) . . ?
C6 S1 Pd1 104.52(8) . . ?
C1 S1 Pd1 106.07(8) . . ?
C2 S2 C3 101.37(12) . . ?
C2 S2 Pd1 98.39(9) . . ?
C3 S2 Pd1 109.18(9) . . ?
C4 S3 C5 103.28(13) . . ?
C4 S3 Pd1 94.72(9) . . ?
C5 S3 Pd1 95.87(9) . . ?
F4 P1 F2 90.91(11) . . ?
F4 P1 F6 90.44(12) . . ?
F2 P1 F6 178.65(11) . . ?
F4 P1 F5 91.03(11) . . ?
F2 P1 F5 89.70(10) . . ?
F6 P1 F5 90.27(10) . . ?
F4 P1 F1 178.89(12) . . ?
F2 P1 F1 88.87(10) . . ?
F6 P1 F1 89.78(11) . . ?
F5 P1 F1 90.06(11) . . ?
F4 P1 F3 89.49(10) . . ?
F2 P1 F3 90.30(10) . . ?
F6 P1 F3 89.72(10) . . ?
F5 P1 F3 179.48(11) . . ?
F1 P1 F3 89.42(10) . . ?
C7 N1 C11 119.3(2) . . ?
C7 N1 Pd1 125.83(17) . . ?
C11 N1 Pd1 114.83(16) . . ?
C2 C1 S1 111.76(17) . . ?
C2 C1 H1A 109.3 . . ?
S1 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
S1 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 S2 114.19(18) . . ?
C1 C2 H2A 108.7 . . ?
S2 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
S2 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 S2 115.87(18) . . ?
C4 C3 H3A 108.3 . . ?
S2 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
S2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C3 C4 S3 117.41(18) . . ?
C3 C4 H4A 107.9 . . ?
S3 C4 H4A 107.9 . . ?
C3 C4 H4B 107.9 . . ?
S3 C4 H4B 107.9 . . ?
H4A C4 H4B 107.2 . . ?
C6 C5 S3 113.28(17) . . ?
C6 C5 H5A 108.9 . . ?
S3 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
S3 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C5 C6 S1 117.80(18) . . ?
C5 C6 H6A 107.9 . . ?
S1 C6 H6A 107.9 . . ?
C5 C6 H6B 107.9 . . ?
S1 C6 H6B 107.9 . . ?
H6A C6 H6B 107.2 . . ?
N1 C7 C8 122.4(2) . . ?
N1 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C9 118.6(3) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C10 C9 C8 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 120.1(2) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
N1 C11 C10 120.1(2) . . ?
N1 C11 C12 113.8(2) . . ?
C10 C11 C12 126.1(2) . . ?
C13 C12 C17 120.9(2) . . ?
C13 C12 C11 122.2(2) . . ?
C17 C12 C11 116.8(2) . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 119.7(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 C18 119.4(2) . . ?
C16 C15 C18 120.5(2) . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C12 118.0(2) . . ?
C16 C17 Pd1 128.80(18) . . ?
C12 C17 Pd1 113.22(17) . . ?
O1 C18 C15 125.5(2) . . ?
O1 C18 H18 117.2 . . ?
C15 C18 H18 117.2 . . ?

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
C6 S1 C1 C2 131.68(19) . . . . ?
Pd1 S1 C1 C2 22.4(2) . . . . ?
S1 C1 C2 S2 -49.4(2) . . . . ?
C3 S2 C2 C1 -63.3(2) . . . . ?
Pd1 S2 C2 C1 48.28(19) . . . . ?
C2 S2 C3 C4 135.3(2) . . . . ?
Pd1 S2 C3 C4 32.1(2) . . . . ?
S2 C3 C4 S3 -55.8(3) . . . . ?
C5 S3 C4 C3 -54.3(2) . . . . ?
Pd1 S3 C4 C3 42.9(2) . . . . ?
C4 S3 C5 C6 126.9(2) . . . . ?
Pd1 S3 C5 C6 30.59(19) . . . . ?
S3 C5 C6 S1 -59.0(2) . . . . ?
C1 S1 C6 C5 -58.4(2) . . . . ?
Pd1 S1 C6 C5 52.0(2) . . . . ?
C11 N1 C7 C8 0.8(4) . . . . ?
Pd1 N1 C7 C8 178.94(19) . . . . ?
N1 C7 C8 C9 -1.2(4) . . . . ?
C7 C8 C9 C10 0.9(4) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C7 N1 C11 C10 0.1(4) . . . . ?
Pd1 N1 C11 C10 -178.26(18) . . . . ?
C7 N1 C11 C12 -179.0(2) . . . . ?
Pd1 N1 C11 C12 2.6(3) . . . . ?
C9 C10 C11 N1 -0.5(4) . . . . ?
C9 C10 C11 C12 178.5(2) . . . . ?
N1 C11 C12 C13 178.8(2) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
N1 C11 C12 C17 -1.3(3) . . . . ?
C10 C11 C12 C17 179.7(2) . . . . ?
C17 C12 C13 C14 0.5(4) . . . . ?
C11 C12 C13 C14 -179.6(2) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C13 C14 C15 C16 -1.1(4) . . . . ?
C13 C14 C15 C18 -179.9(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C18 C15 C16 C17 179.0(2) . . . . ?
C15 C16 C17 C12 1.0(4) . . . . ?
C15 C16 C17 Pd1 -179.66(19) . . . . ?
C13 C12 C17 C16 -1.4(4) . . . . ?
C11 C12 C17 C16 178.8(2) . . . . ?
C13 C12 C17 Pd1 179.20(19) . . . . ?
C11 C12 C17 Pd1 -0.7(3) . . . . ?
C14 C15 C18 O1 178.0(3) . . . . ?
C16 C15 C18 O1 -0.9(4) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_4bNO2CH3
_database_code_depnum_ccdc_archive 'CCDC 1895238'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H23 F6 N2 O3 P Pd S3'
_chemical_formula_moiety         'C19 H20 N O Pd S3, F6 P, C H3 N O2'
_chemical_formula_weight         686.96
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.1573(8)
_cell_length_b                   11.5199(12)
_cell_length_c                   14.1783(14)
_cell_angle_alpha                80.646(6)
_cell_angle_beta                 73.894(5)
_cell_angle_gamma                77.935(6)
_cell_volume                     1244.0(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12388
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.64
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.640
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.210
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688.00
_exptl_absorpt_coefficient_mu    1.135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.478
_exptl_absorpt_correction_T_max  0.788

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            13061
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_unetI/netI     0.035
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.010
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5700
_reflns_number_gt                5144
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0818
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5700
_refine_ls_number_parameters     326
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0282P)²+1.5034P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.70
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.23359(3) 0.11084(2) 0.31592(2) 0.02288(7) Uani 1 1 d . . . . .
S1 S 0.18745(10) -0.00983(6) 0.21605(5) 0.02923(16) Uani 1 1 d . . . . .
S2 S 0.22083(11) 0.27163(6) 0.18724(5) 0.03163(17) Uani 1 1 d . . . . .
S3 S 0.25617(10) -0.07137(7) 0.61700(5) 0.03172(17) Uani 1 1 d . . . . .
P1 P 0.67426(11) 0.53298(7) 0.16476(6) 0.03013(17) Uani 1 1 d . . . . .
F1 F 0.7001(4) 0.66716(18) 0.12470(18) 0.0621(7) Uani 1 1 d . . . . .
F2 F 0.6482(4) 0.3984(2) 0.20461(19) 0.0675(7) Uani 1 1 d . . . . .
F3 F 0.8494(3) 0.4865(3) 0.0915(2) 0.0794(8) Uani 1 1 d . . . . .
F4 F 0.4975(4) 0.5791(3) 0.2396(2) 0.0950(10) Uani 1 1 d . . . . .
F5 F 0.7733(4) 0.5327(2) 0.24679(17) 0.0634(7) Uani 1 1 d . . . . .
F6 F 0.5729(4) 0.5332(2) 0.08349(19) 0.0669(7) Uani 1 1 d . . . . .
O1 O 0.5422(3) 0.0617(2) 0.09437(15) 0.0366(5) Uani 1 1 d . . . . .
O2 O 0.0389(4) 0.8181(3) 0.0762(2) 0.0630(8) Uani 1 1 d . . . . .
O3 O -0.0462(5) 0.7598(3) 0.2300(2) 0.0765(10) Uani 1 1 d . . . . .
N1 N 0.2947(3) 0.2078(2) 0.40906(17) 0.0266(5) Uani 1 1 d . . . . .
N2 N 0.0380(4) 0.7422(3) 0.1470(2) 0.0429(7) Uani 1 1 d . . . . .
C1 C 0.1625(5) 0.0863(3) 0.1018(2) 0.0357(7) Uani 1 1 d . . . . .
H1A H 0.2754 0.0792 0.0519 0.043 Uiso 1 1 calc R U . . .
H1B H 0.0791 0.0589 0.0749 0.043 Uiso 1 1 calc R U . . .
C2 C 0.0988(5) 0.2159(3) 0.1203(2) 0.0369(7) Uani 1 1 d . . . . .
H2A H -0.0241 0.2251 0.1582 0.044 Uiso 1 1 calc R U . . .
H2B H 0.1042 0.2656 0.0560 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4351(5) 0.2713(3) 0.1015(2) 0.0372(7) Uani 1 1 d . . . . .
H3A H 0.4238 0.2715 0.0337 0.045 Uiso 1 1 calc R U . . .
H3B H 0.4745 0.3463 0.1035 0.045 Uiso 1 1 calc R U . . .
C4 C 0.5733(4) 0.1673(3) 0.1213(2) 0.0378(7) Uani 1 1 d . . . . .
H4A H 0.6888 0.1839 0.0826 0.045 Uiso 1 1 calc R U . . .
H4B H 0.5717 0.1563 0.1922 0.045 Uiso 1 1 calc R U . . .
C5 C 0.5514(4) -0.0430(3) 0.1626(2) 0.0370(7) Uani 1 1 d . . . . .
H5A H 0.5502 -0.0217 0.2277 0.044 Uiso 1 1 calc R U . . .
H5B H 0.6606 -0.0985 0.1390 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3984(4) -0.1027(3) 0.1724(2) 0.0359(7) Uani 1 1 d . . . . .
H6A H 0.4074 -0.1765 0.2189 0.043 Uiso 1 1 calc R U . . .
H6B H 0.4046 -0.1264 0.1073 0.043 Uiso 1 1 calc R U . . .
C7 C 0.3309(4) 0.3196(3) 0.3885(2) 0.0302(6) Uani 1 1 d . . . . .
H7 H 0.3246 0.3621 0.3259 0.036 Uiso 1 1 calc R U . . .
C8 C 0.3766(4) 0.3745(3) 0.4544(2) 0.0355(7) Uani 1 1 d . . . . .
H8 H 0.4050 0.4524 0.4366 0.043 Uiso 1 1 calc R U . . .
C9 C 0.3806(4) 0.3146(3) 0.5468(2) 0.0378(7) Uani 1 1 d . . . . .
H9 H 0.4087 0.3515 0.5942 0.045 Uiso 1 1 calc R U . . .
C10 C 0.3426(4) 0.1995(3) 0.5694(2) 0.0331(7) Uani 1 1 d . . . . .
H10 H 0.3441 0.1570 0.6325 0.040 Uiso 1 1 calc R U . . .
C11 C 0.3025(4) 0.1471(3) 0.4989(2) 0.0273(6) Uani 1 1 d . . . . .
C12 C 0.2642(4) 0.0273(3) 0.5094(2) 0.0265(6) Uani 1 1 d . . . . .
C13 C 0.2276(3) -0.0156(2) 0.4341(2) 0.0251(6) Uani 1 1 d . . . . .
C14 C 0.1878(3) -0.1352(3) 0.4642(2) 0.0263(6) Uani 1 1 d . . . . .
C15 C 0.1378(4) -0.2126(3) 0.4141(2) 0.0313(6) Uani 1 1 d . . . . .
H15 H 0.1241 -0.1872 0.3492 0.038 Uiso 1 1 calc R U . . .
C16 C 0.1085(4) -0.3251(3) 0.4584(2) 0.0366(7) Uani 1 1 d . . . . .
H16 H 0.0761 -0.3764 0.4233 0.044 Uiso 1 1 calc R U . . .
C17 C 0.1260(4) -0.3639(3) 0.5540(3) 0.0393(8) Uani 1 1 d . . . . .
H17 H 0.1067 -0.4418 0.5830 0.047 Uiso 1 1 calc R U . . .
C18 C 0.1707(4) -0.2911(3) 0.6065(2) 0.0347(7) Uani 1 1 d . . . . .
H18 H 0.1809 -0.3175 0.6720 0.042 Uiso 1 1 calc R U . . .
C19 C 0.2010(4) -0.1773(3) 0.5624(2) 0.0297(6) Uani 1 1 d . . . . .
C20 C 0.1449(6) 0.6241(4) 0.1304(4) 0.0689(13) Uani 1 1 d . . . . .
H20A H 0.0983 0.5643 0.1830 0.083 Uiso 1 1 calc R U . . .
H20B H 0.2642 0.6260 0.1308 0.083 Uiso 1 1 calc R U . . .
H20C H 0.1434 0.6033 0.0663 0.083 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C13 2.030(3) . ?
Pd1 N1 2.078(2) . ?
Pd1 S1 2.2876(8) . ?
Pd1 S2 2.3869(8) . ?
S1 C6 1.828(3) . ?
S1 C1 1.843(3) . ?
S2 C2 1.814(3) . ?
S2 C3 1.831(3) . ?
S3 C19 1.738(3) . ?
S3 C12 1.742(3) . ?
P1 F3 1.564(3) . ?
P1 F4 1.581(3) . ?
P1 F5 1.589(2) . ?
P1 F6 1.593(2) . ?
P1 F1 1.594(2) . ?
P1 F2 1.598(2) . ?
O1 C5 1.421(4) . ?
O1 C4 1.422(4) . ?
O2 N2 1.219(4) . ?
O3 N2 1.211(4) . ?
N1 C7 1.349(4) . ?
N1 C11 1.361(4) . ?
N2 C20 1.470(5) . ?
C1 C2 1.515(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.512(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.511(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.378(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.390(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.453(4) . ?
C12 C13 1.373(4) . ?
C13 C14 1.451(4) . ?
C14 C15 1.409(4) . ?
C14 C19 1.423(4) . ?
C15 C16 1.383(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.368(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.398(4) . ?
C18 H18 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
C13 Pd1 N1 81.77(11) . . ?
C13 Pd1 S1 94.94(8) . . ?
N1 Pd1 S1 174.57(7) . . ?
C13 Pd1 S2 174.58(8) . . ?
N1 Pd1 S2 95.18(7) . . ?
S1 Pd1 S2 88.43(3) . . ?
C6 S1 C1 101.24(15) . . ?
C6 S1 Pd1 104.88(11) . . ?
C1 S1 Pd1 106.02(11) . . ?
C2 S2 C3 104.19(16) . . ?
C2 S2 Pd1 99.42(11) . . ?
C3 S2 Pd1 109.97(11) . . ?
C19 S3 C12 90.43(14) . . ?
F3 P1 F4 179.50(19) . . ?
F3 P1 F5 90.41(16) . . ?
F4 P1 F5 89.29(17) . . ?
F3 P1 F6 90.21(16) . . ?
F4 P1 F6 90.09(17) . . ?
F5 P1 F6 179.33(16) . . ?
F3 P1 F1 89.92(16) . . ?
F4 P1 F1 90.48(17) . . ?
F5 P1 F1 90.02(12) . . ?
F6 P1 F1 90.22(12) . . ?
F3 P1 F2 90.04(16) . . ?
F4 P1 F2 89.56(17) . . ?
F5 P1 F2 90.17(12) . . ?
F6 P1 F2 89.59(12) . . ?
F1 P1 F2 179.81(13) . . ?
C5 O1 C4 117.5(3) . . ?
C7 N1 C11 118.7(3) . . ?
C7 N1 Pd1 127.2(2) . . ?
C11 N1 Pd1 114.10(19) . . ?
O3 N2 O2 123.1(4) . . ?
O3 N2 C20 118.8(4) . . ?
O2 N2 C20 118.1(3) . . ?
C2 C1 S1 111.5(2) . . ?
C2 C1 H1A 109.3 . . ?
S1 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
S1 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
C1 C2 S2 114.2(2) . . ?
C1 C2 H2A 108.7 . . ?
S2 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
S2 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 S2 115.4(2) . . ?
C4 C3 H3A 108.4 . . ?
S2 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
S2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
O1 C4 C3 109.6(3) . . ?
O1 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
O1 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O1 C5 C6 109.3(3) . . ?
O1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
O1 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
C5 C6 S1 114.4(2) . . ?
C5 C6 H6A 108.7 . . ?
S1 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
S1 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C8 122.7(3) . . ?
N1 C7 H7 118.7 . . ?
C8 C7 H7 118.7 . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C8 C9 C10 118.9(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
N1 C11 C10 121.1(3) . . ?
N1 C11 C12 112.4(2) . . ?
C10 C11 C12 126.5(3) . . ?
C13 C12 C11 121.5(3) . . ?
C13 C12 S3 114.8(2) . . ?
C11 C12 S3 123.7(2) . . ?
C12 C13 C14 110.8(2) . . ?
C12 C13 Pd1 110.3(2) . . ?
C14 C13 Pd1 138.9(2) . . ?
C15 C14 C19 116.8(3) . . ?
C15 C14 C13 131.3(3) . . ?
C19 C14 C13 112.0(3) . . ?
C16 C15 C14 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 119.0(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C18 C19 C14 122.0(3) . . ?
C18 C19 S3 126.0(2) . . ?
C14 C19 S3 112.0(2) . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C6 S1 C1 C2 -134.9(3) . . . . ?
Pd1 S1 C1 C2 -25.6(3) . . . . ?
S1 C1 C2 S2 50.0(3) . . . . ?
C3 S2 C2 C1 67.0(3) . . . . ?
Pd1 S2 C2 C1 -46.5(3) . . . . ?
C2 S2 C3 C4 -100.8(3) . . . . ?
Pd1 S2 C3 C4 4.9(3) . . . . ?
C5 O1 C4 C3 -133.3(3) . . . . ?
S2 C3 C4 O1 72.9(3) . . . . ?
C4 O1 C5 C6 134.6(3) . . . . ?
O1 C5 C6 S1 -59.7(3) . . . . ?
C1 S1 C6 C5 79.4(3) . . . . ?
Pd1 S1 C6 C5 -30.7(2) . . . . ?
C11 N1 C7 C8 0.4(4) . . . . ?
Pd1 N1 C7 C8 -177.4(2) . . . . ?
N1 C7 C8 C9 -2.1(5) . . . . ?
C7 C8 C9 C10 1.7(5) . . . . ?
C8 C9 C10 C11 0.3(5) . . . . ?
C7 N1 C11 C10 1.6(4) . . . . ?
Pd1 N1 C11 C10 179.7(2) . . . . ?
C7 N1 C11 C12 -178.7(2) . . . . ?
Pd1 N1 C11 C12 -0.6(3) . . . . ?
C9 C10 C11 N1 -2.0(4) . . . . ?
C9 C10 C11 C12 178.4(3) . . . . ?
N1 C11 C12 C13 0.9(4) . . . . ?
C10 C11 C12 C13 -179.4(3) . . . . ?
N1 C11 C12 S3 -177.7(2) . . . . ?
C10 C11 C12 S3 1.9(4) . . . . ?
C19 S3 C12 C13 -0.1(2) . . . . ?
C19 S3 C12 C11 178.6(2) . . . . ?
C11 C12 C13 C14 -177.9(2) . . . . ?
S3 C12 C13 C14 0.9(3) . . . . ?
C11 C12 C13 Pd1 -0.8(3) . . . . ?
S3 C12 C13 Pd1 178.00(13) . . . . ?
C12 C13 C14 C15 177.7(3) . . . . ?
Pd1 C13 C14 C15 1.8(5) . . . . ?
C12 C13 C14 C19 -1.4(3) . . . . ?
Pd1 C13 C14 C19 -177.3(2) . . . . ?
C19 C14 C15 C16 -1.8(4) . . . . ?
C13 C14 C15 C16 179.1(3) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C15 C16 C17 C18 0.7(5) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C14 -0.4(4) . . . . ?
C17 C18 C19 S3 179.2(2) . . . . ?
C15 C14 C19 C18 1.7(4) . . . . ?
C13 C14 C19 C18 -179.1(3) . . . . ?
C15 C14 C19 S3 -177.9(2) . . . . ?
C13 C14 C19 S3 1.3(3) . . . . ?
C12 S3 C19 C18 179.7(3) . . . . ?
C12 S3 C19 C14 -0.7(2) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1895235'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H20 F6 N O2 P Pd S2'
_chemical_formula_moiety         'C18 H20 N O2 Pd S2, F6 P'
_chemical_formula_weight         597.85
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   14.3588(14)
_cell_length_b                   12.2238(13)
_cell_length_c                   13.3861(14)
_cell_angle_alpha                90.0000
_cell_angle_beta                 114.020(8)
_cell_angle_gamma                90.0000
_cell_volume                     2146.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17509
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.64
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192.00
_exptl_absorpt_coefficient_mu    1.202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.638
_exptl_absorpt_correction_T_max  0.942

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            21879
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.070
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         3.050
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4926
_reflns_number_gt                3731
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1170
_refine_ls_wR_factor_gt          0.1073
_refine_ls_number_restraints     21
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4926
_refine_ls_number_parameters     302
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0510P)²+3.0557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.76
_refine_diff_density_min         -0.64
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.81268(2) 0.10676(3) 0.50300(3) 0.03665(12) Uani 1 1 d . . . . .
S1 S 0.71102(9) -0.04374(10) 0.44850(11) 0.0514(3) Uani 1 1 d . . . . .
S2 S 0.67008(10) 0.21544(11) 0.38688(12) 0.0623(4) Uani 1 1 d . . . . .
O1 O 0.5959(3) 0.0984(3) 0.5575(3) 0.0588(9) Uani 1 1 d . . . . .
O2 O 1.1143(3) -0.3244(3) 0.7032(3) 0.0710(11) Uani 1 1 d . . . . .
N1 N 0.9180(3) 0.2308(3) 0.5658(3) 0.0385(8) Uani 1 1 d . . . . .
C1 C 0.5911(4) 0.0030(5) 0.3443(5) 0.0783(18) Uani 1 1 d . . . . .
H1A H 0.5669 -0.0512 0.2864 0.094 Uiso 1 1 calc R U . . .
H1B H 0.5414 0.0075 0.3760 0.094 Uiso 1 1 calc R U . . .
C2 C 0.5959(6) 0.1076(6) 0.2968(6) 0.104(3) Uani 1 1 d . . . . .
H2A H 0.5267 0.1341 0.2588 0.125 Uiso 1 1 calc R U . . .
H2B H 0.6230 0.0956 0.2421 0.125 Uiso 1 1 calc R U . . .
C3 C 0.5950(5) 0.2613(5) 0.4591(6) 0.086(2) Uani 1 1 d . . . . .
H3A H 0.6018 0.3401 0.4674 0.103 Uiso 1 1 calc R U . . .
H3B H 0.5239 0.2456 0.4143 0.103 Uiso 1 1 calc R U . . .
C4 C 0.6221(5) 0.2117(5) 0.5702(6) 0.0764(18) Uani 1 1 d . . . . .
H4A H 0.6945 0.2200 0.6143 0.092 Uiso 1 1 calc R U . . .
H4B H 0.5852 0.2486 0.6070 0.092 Uiso 1 1 calc R U . . .
C5 C 0.6688(4) 0.0236(5) 0.6255(4) 0.0625(14) Uani 1 1 d . . . . .
H5A H 0.6504 0.0005 0.6844 0.075 Uiso 1 1 calc R U . . .
H5B H 0.7351 0.0586 0.6575 0.075 Uiso 1 1 calc R U . . .
C6 C 0.6736(4) -0.0724(4) 0.5610(5) 0.0623(14) Uani 1 1 d . . . . .
H6A H 0.6071 -0.1071 0.5312 0.075 Uiso 1 1 calc R U . . .
H6B H 0.7215 -0.1244 0.6099 0.075 Uiso 1 1 calc R U . . .
C7 C 0.8995(4) 0.3375(4) 0.5492(4) 0.0479(11) Uani 1 1 d . . . . .
H7 H 0.8331 0.3602 0.5074 0.058 Uiso 1 1 calc R U . . .
C8 C 0.9740(4) 0.4149(4) 0.5909(4) 0.0555(13) Uani 1 1 d . . . . .
H8 H 0.9581 0.4888 0.5793 0.067 Uiso 1 1 calc R U . . .
C9 C 1.0721(5) 0.3822(4) 0.6498(4) 0.0624(14) Uani 1 1 d . . . . .
H9 H 1.1242 0.4335 0.6775 0.075 Uiso 1 1 calc R U . . .
C10 C 1.0927(4) 0.2712(4) 0.6677(4) 0.0541(12) Uani 1 1 d . . . . .
H10 H 1.1593 0.2473 0.7068 0.065 Uiso 1 1 calc R U . . .
C11 C 1.0141(3) 0.1962(4) 0.6273(3) 0.0389(9) Uani 1 1 d . . . . .
C12 C 1.0240(3) 0.0772(4) 0.6420(3) 0.0371(9) Uani 1 1 d . . . . .
C13 C 1.1168(3) 0.0260(4) 0.7033(3) 0.0465(11) Uani 1 1 d . . . . .
H13 H 1.1750 0.0678 0.7395 0.056 Uiso 1 1 calc R U . . .
C14 C 1.1218(3) -0.0871(4) 0.7100(4) 0.0487(11) Uani 1 1 d . . . . .
H14 H 1.1836 -0.1212 0.7510 0.058 Uiso 1 1 calc R U . . .
C15 C 1.0354(3) -0.1498(4) 0.6558(3) 0.0415(10) Uani 1 1 d . . . . .
C16 C 0.9432(3) -0.0980(3) 0.5953(3) 0.0398(9) Uani 1 1 d . . . . .
H16 H 0.8854 -0.1404 0.5588 0.048 Uiso 1 1 calc R U . . .
C17 C 0.9352(3) 0.0155(3) 0.5880(3) 0.0350(9) Uani 1 1 d . . . . .
C18 C 1.0397(4) -0.2702(4) 0.6587(4) 0.0533(12) Uani 1 1 d . . . . .
H18 H 0.9786 -0.3073 0.6224 0.064 Uiso 1 1 calc R U . . .
P1 P 0.6817(11) 0.6003(11) 0.4667(11) 0.0682(11) Uani 0.367(4) 1 d D . P A 1
F1 F 0.6881(15) 0.5213(13) 0.5624(14) 0.110(3) Uani 0.367(4) 1 d D . P A 1
F2 F 0.7519(13) 0.6796(19) 0.5591(17) 0.131(4) Uani 0.367(4) 1 d D . P A 1
F3 F 0.7702(14) 0.5397(16) 0.4556(14) 0.179(4) Uani 0.367(4) 1 d D . P A 1
F4 F 0.5930(12) 0.6650(15) 0.4725(13) 0.144(3) Uani 0.367(4) 1 d D . P A 1
F5 F 0.6750(11) 0.6767(9) 0.3701(10) 0.114(3) Uani 0.367(4) 1 d D . P A 1
F6 F 0.6099(12) 0.5194(12) 0.3806(14) 0.141(5) Uani 0.367(4) 1 d D . P A 1
P1' P 0.6722(6) 0.6026(6) 0.4828(6) 0.0682(11) Uani 0.633(4) 1 d D . P A 2
F1' F 0.7216(7) 0.4958(7) 0.5535(8) 0.110(3) Uani 0.633(4) 1 d D . P A 2
F2' F 0.7800(6) 0.6605(10) 0.5301(10) 0.131(4) Uani 0.633(4) 1 d D . P A 2
F3' F 0.6871(11) 0.5456(9) 0.3874(8) 0.179(4) Uani 0.633(4) 1 d D . P A 2
F4' F 0.6539(7) 0.6533(8) 0.5785(7) 0.144(3) Uani 0.633(4) 1 d D . P A 2
F5' F 0.6189(6) 0.7062(5) 0.4119(7) 0.114(3) Uani 0.633(4) 1 d D . P A 2
F6' F 0.5637(5) 0.5466(7) 0.4345(9) 0.141(5) Uani 0.633(4) 1 d D . P A 2


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C17 2.001(4) . ?
Pd1 N1 2.063(3) . ?
Pd1 S1 2.2761(12) . ?
Pd1 S2 2.4047(13) . ?
S1 C1 1.812(6) . ?
S1 C6 1.827(6) . ?
S2 C3 1.806(6) . ?
S2 C2 1.811(6) . ?
O1 C5 1.409(6) . ?
O1 C4 1.427(6) . ?
O2 C18 1.192(6) . ?
N1 C7 1.331(6) . ?
N1 C11 1.355(5) . ?
C1 C2 1.441(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.503(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.475(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.366(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.363(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.468(6) . ?
C12 C13 1.396(6) . ?
C12 C17 1.401(6) . ?
C13 C14 1.386(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.391(6) . ?
C15 C18 1.473(7) . ?
C16 C17 1.393(6) . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?
P1 F4 1.528(14) . ?
P1 F3 1.529(15) . ?
P1 F6 1.549(13) . ?
P1 F5 1.566(13) . ?
P1 F2 1.572(13) . ?
P1 F1 1.577(13) . ?
P1' F4' 1.540(9) . ?
P1' F3' 1.545(9) . ?
P1' F6' 1.580(8) . ?
P1' F2' 1.580(8) . ?
P1' F5' 1.580(8) . ?
P1' F1' 1.599(8) . ?

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
C17 Pd1 N1 81.31(16) . . ?
C17 Pd1 S1 91.87(12) . . ?
N1 Pd1 S1 173.02(10) . . ?
C17 Pd1 S2 174.69(11) . . ?
N1 Pd1 S2 98.47(10) . . ?
S1 Pd1 S2 88.46(5) . . ?
C1 S1 C6 100.9(3) . . ?
C1 S1 Pd1 106.0(2) . . ?
C6 S1 Pd1 104.84(18) . . ?
C3 S2 C2 105.4(4) . . ?
C3 S2 Pd1 111.2(2) . . ?
C2 S2 Pd1 98.2(2) . . ?
C5 O1 C4 117.5(4) . . ?
C7 N1 C11 119.4(4) . . ?
C7 N1 Pd1 126.0(3) . . ?
C11 N1 Pd1 114.5(3) . . ?
C2 C1 S1 114.7(4) . . ?
C2 C1 H1A 108.6 . . ?
S1 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
S1 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 S2 118.2(5) . . ?
C1 C2 H2A 107.8 . . ?
S2 C2 H2A 107.8 . . ?
C1 C2 H2B 107.8 . . ?
S2 C2 H2B 107.8 . . ?
H2A C2 H2B 107.1 . . ?
C4 C3 S2 115.7(4) . . ?
C4 C3 H3A 108.4 . . ?
S2 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
S2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
O1 C4 C3 108.9(5) . . ?
O1 C4 H4A 109.9 . . ?
C3 C4 H4A 109.9 . . ?
O1 C4 H4B 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
O1 C5 C6 109.7(4) . . ?
O1 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
O1 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 S1 115.5(4) . . ?
C5 C6 H6A 108.4 . . ?
S1 C6 H6A 108.4 . . ?
C5 C6 H6B 108.4 . . ?
S1 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?
N1 C7 C8 122.7(5) . . ?
N1 C7 H7 118.7 . . ?
C8 C7 H7 118.7 . . ?
C9 C8 C7 119.1(5) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 118.9(5) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 119.8(5) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
N1 C11 C10 120.0(4) . . ?
N1 C11 C12 114.2(4) . . ?
C10 C11 C12 125.8(4) . . ?
C13 C12 C17 120.8(4) . . ?
C13 C12 C11 122.7(4) . . ?
C17 C12 C11 116.5(4) . . ?
C14 C13 C12 119.8(4) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 119.4(4) . . ?
C14 C15 C18 121.3(4) . . ?
C16 C15 C18 119.3(4) . . ?
C15 C16 C17 121.7(4) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C12 117.9(4) . . ?
C16 C17 Pd1 128.6(3) . . ?
C12 C17 Pd1 113.4(3) . . ?
O2 C18 C15 126.0(5) . . ?
O2 C18 H18 117.0 . . ?
C15 C18 H18 117.0 . . ?
F4 P1 F3 176.7(13) . . ?
F4 P1 F6 93.0(12) . . ?
F3 P1 F6 86.9(10) . . ?
F4 P1 F5 87.7(10) . . ?
F3 P1 F5 89.0(11) . . ?
F6 P1 F5 88.1(9) . . ?
F4 P1 F2 85.5(11) . . ?
F3 P1 F2 94.8(12) . . ?
F6 P1 F2 176.5(14) . . ?
F5 P1 F2 94.9(11) . . ?
F4 P1 F1 92.9(11) . . ?
F3 P1 F1 90.4(10) . . ?
F6 P1 F1 90.9(11) . . ?
F5 P1 F1 178.9(11) . . ?
F2 P1 F1 86.1(11) . . ?
F4' P1' F3' 176.6(8) . . ?
F4' P1' F6' 92.3(7) . . ?
F3' P1' F6' 84.9(7) . . ?
F4' P1' F2' 87.6(6) . . ?
F3' P1' F2' 95.2(8) . . ?
F6' P1' F2' 179.0(7) . . ?
F4' P1' F5' 88.4(6) . . ?
F3' P1' F5' 93.5(7) . . ?
F6' P1' F5' 86.9(5) . . ?
F2' P1' F5' 92.2(6) . . ?
F4' P1' F1' 91.2(6) . . ?
F3' P1' F1' 86.8(6) . . ?
F6' P1' F1' 90.8(5) . . ?
F2' P1' F1' 90.2(7) . . ?
F5' P1' F1' 177.6(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 S1 C1 C2 127.0(6) . . . . ?
Pd1 S1 C1 C2 18.0(6) . . . . ?
S1 C1 C2 S2 -41.7(9) . . . . ?
C3 S2 C2 C1 -74.1(7) . . . . ?
Pd1 S2 C2 C1 40.7(7) . . . . ?
C2 S2 C3 C4 96.2(5) . . . . ?
Pd1 S2 C3 C4 -9.2(5) . . . . ?
C5 O1 C4 C3 133.4(5) . . . . ?
S2 C3 C4 O1 -67.9(6) . . . . ?
C4 O1 C5 C6 -137.3(5) . . . . ?
O1 C5 C6 S1 61.1(5) . . . . ?
C1 S1 C6 C5 -81.1(4) . . . . ?
Pd1 S1 C6 C5 28.9(4) . . . . ?
C11 N1 C7 C8 0.7(6) . . . . ?
Pd1 N1 C7 C8 -178.0(3) . . . . ?
N1 C7 C8 C9 1.7(7) . . . . ?
C7 C8 C9 C10 -1.5(7) . . . . ?
C8 C9 C10 C11 -0.9(8) . . . . ?
C7 N1 C11 C10 -3.2(6) . . . . ?
Pd1 N1 C11 C10 175.6(3) . . . . ?
C7 N1 C11 C12 178.4(4) . . . . ?
Pd1 N1 C11 C12 -2.8(4) . . . . ?
C9 C10 C11 N1 3.3(7) . . . . ?
C9 C10 C11 C12 -178.4(4) . . . . ?
N1 C11 C12 C13 -179.6(4) . . . . ?
C10 C11 C12 C13 2.0(7) . . . . ?
N1 C11 C12 C17 2.3(5) . . . . ?
C10 C11 C12 C17 -176.0(4) . . . . ?
C17 C12 C13 C14 0.8(6) . . . . ?
C11 C12 C13 C14 -177.1(4) . . . . ?
C12 C13 C14 C15 0.2(7) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C13 C14 C15 C18 177.9(4) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C18 C15 C16 C17 -178.7(4) . . . . ?
C15 C16 C17 C12 1.3(6) . . . . ?
C15 C16 C17 Pd1 178.0(3) . . . . ?
C13 C12 C17 C16 -1.6(6) . . . . ?
C11 C12 C17 C16 176.5(3) . . . . ?
C13 C12 C17 Pd1 -178.8(3) . . . . ?
C11 C12 C17 Pd1 -0.7(4) . . . . ?
C14 C15 C18 O2 -1.8(7) . . . . ?
C16 C15 C18 O2 176.6(4) . . . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_6a
_database_code_depnum_ccdc_archive 'CCDC 1895240'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H20 F6 N2 O4 Pd2'
_chemical_formula_moiety         'C28 H20 F6 N2 O4 Pd2'
_chemical_formula_weight         775.27
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 1/2+X,1/2+Y,+Z
4 1/2-X,1/2+Y,1/2-Z
5 -X,-Y,-Z
6 +X,-Y,1/2+Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   24.572(2)
_cell_length_b                   9.7149(8)
_cell_length_c                   23.534(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.282(10)
_cell_angle_gamma                90.0000
_cell_volume                     5419.4(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    23948
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      27.74
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.160
_exptl_crystal_density_diffrn    1.900
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3040.00
_exptl_absorpt_coefficient_mu    1.408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.657
_exptl_absorpt_correction_T_max  0.798

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            26969
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_av_unetI/netI     0.048
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         3.028
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             6210
_reflns_number_gt                5000
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0959
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6210
_refine_ls_number_parameters     385
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0057P)²+60.8431P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.16
_refine_diff_density_min         -0.91
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.10745(2) 0.51275(4) 0.03105(2) 0.02388(10) Uani 1 1 d . . . . .
Pd2 Pd 0.20043(2) 0.34375(4) 0.02190(2) 0.02236(10) Uani 1 1 d . . . . .
F1 F 0.0616(3) 0.1865(7) 0.2599(3) 0.126(2) Uani 1 1 d . . . . .
F2 F 0.0634(3) 0.4004(6) 0.2595(2) 0.0919(17) Uani 1 1 d . . . . .
F3 F 0.1364(2) 0.2907(10) 0.2583(2) 0.154(4) Uani 1 1 d . . . . .
C24 C 0.1315(4) 0.2278(10) -0.2140(3) 0.064(2) Uani 0.655(13) 1 d D . P A 1
F4 F 0.1482(5) 0.1416(11) -0.2473(3) 0.096(3) Uani 0.655(13) 1 d D . P A 1
F5 F 0.1568(5) 0.3525(11) -0.2211(3) 0.096(3) Uani 0.655(13) 1 d D . P A 1
F6 F 0.0763(4) 0.2601(11) -0.2423(3) 0.096(3) Uani 0.655(13) 1 d D . P A 1
C24' C 0.1315(4) 0.2278(10) -0.2140(3) 0.064(2) Uani 0.345(13) 1 d D . P A 2
F4' F 0.1808(7) 0.248(2) -0.2248(6) 0.101(6) Uani 0.345(13) 1 d D . P A 2
F5' F 0.0960(8) 0.3339(19) -0.2333(7) 0.101(6) Uani 0.345(13) 1 d D . P A 2
F6' F 0.1091(9) 0.1247(19) -0.2549(6) 0.101(6) Uani 0.345(13) 1 d D . P A 2
O1 O 0.14030(15) 0.6383(4) -0.02713(16) 0.0306(9) Uani 1 1 d . . . . .
O2 O 0.16275(16) 0.5997(4) 0.10276(16) 0.0305(9) Uani 1 1 d . . . . .
O3 O 0.21673(16) 0.5094(4) -0.02517(16) 0.0305(9) Uani 1 1 d . . . . .
O4 O 0.23320(16) 0.4508(4) 0.10344(16) 0.0309(9) Uani 1 1 d . . . . .
N1 N 0.05091(17) 0.4128(5) -0.0335(2) 0.0282(10) Uani 1 1 d . . . . .
N2 N 0.18303(17) 0.1717(4) 0.06115(18) 0.0230(9) Uani 1 1 d . . . . .
C1 C 0.0432(2) 0.4381(7) -0.0913(3) 0.0366(14) Uani 1 1 d . . . . .
H1 H 0.0615 0.5148 -0.1034 0.044 Uiso 1 1 calc R U . . .
C2 C 0.0090(3) 0.3536(8) -0.1337(3) 0.0479(18) Uani 1 1 d . . . . .
H2 H 0.0041 0.3719 -0.1743 0.057 Uiso 1 1 calc R U . . .
C3 C -0.0176(3) 0.2443(9) -0.1163(3) 0.061(2) Uani 1 1 d . . . . .
H3 H -0.0408 0.1854 -0.1448 0.073 Uiso 1 1 calc R U . . .
C4 C -0.0103(3) 0.2196(7) -0.0567(3) 0.0513(18) Uani 1 1 d . . . . .
H4 H -0.0291 0.1446 -0.0441 0.062 Uiso 1 1 calc R U . . .
C5 C 0.0246(2) 0.3056(6) -0.0155(3) 0.0350(14) Uani 1 1 d . . . . .
C6 C 0.0369(2) 0.2954(6) 0.0488(3) 0.0351(13) Uani 1 1 d . . . . .
C7 C 0.0128(3) 0.1977(7) 0.0789(4) 0.0521(18) Uani 1 1 d . . . . .
H7 H -0.0136 0.1330 0.0573 0.063 Uiso 1 1 calc R U . . .
C8 C 0.0271(3) 0.1949(8) 0.1392(4) 0.059(2) Uani 1 1 d . . . . .
H8 H 0.0113 0.1276 0.1594 0.070 Uiso 1 1 calc R U . . .
C9 C 0.0653(3) 0.2921(8) 0.1709(3) 0.0482(18) Uani 1 1 d . . . . .
C10 C 0.0893(2) 0.3901(7) 0.1416(3) 0.0356(14) Uani 1 1 d . . . . .
H10 H 0.1151 0.4557 0.1636 0.043 Uiso 1 1 calc R U . . .
C11 C 0.0755(2) 0.3924(6) 0.0808(3) 0.0302(12) Uani 1 1 d . . . . .
C12 C 0.0822(4) 0.2937(10) 0.2372(4) 0.067(3) Uani 1 1 d . . . . .
C13 C 0.1935(2) 0.1541(6) 0.1199(2) 0.0326(13) Uani 1 1 d . . . . .
H13 H 0.2110 0.2265 0.1453 0.039 Uiso 1 1 calc R U . . .
C14 C 0.1796(3) 0.0342(6) 0.1444(3) 0.0386(14) Uani 1 1 d . . . . .
H14 H 0.1867 0.0248 0.1859 0.046 Uiso 1 1 calc R U . . .
C15 C 0.1553(3) -0.0714(6) 0.1074(3) 0.0378(14) Uani 1 1 d . . . . .
H15 H 0.1458 -0.1552 0.1233 0.045 Uiso 1 1 calc R U . . .
C16 C 0.1446(2) -0.0555(6) 0.0474(3) 0.0344(13) Uani 1 1 d . . . . .
H16 H 0.1282 -0.1286 0.0217 0.041 Uiso 1 1 calc R U . . .
C17 C 0.1581(2) 0.0685(5) 0.0244(2) 0.0246(11) Uani 1 1 d . . . . .
C18 C 0.1493(2) 0.1030(6) -0.0380(2) 0.0272(12) Uani 1 1 d . . . . .
C19 C 0.1228(2) 0.0166(7) -0.0841(3) 0.0386(14) Uani 1 1 d . . . . .
H19 H 0.1089 -0.0706 -0.0761 0.046 Uiso 1 1 calc R U . . .
C20 C 0.1167(3) 0.0579(7) -0.1414(3) 0.0435(16) Uani 1 1 d . . . . .
H20 H 0.0985 -0.0004 -0.1732 0.052 Uiso 1 1 calc R U . . .
C21 C 0.1374(3) 0.1852(7) -0.1524(2) 0.0396(15) Uani 1 1 d . . . . .
C22 C 0.1632(2) 0.2737(6) -0.1069(2) 0.0331(13) Uani 1 1 d . . . . .
H22 H 0.1769 0.3606 -0.1155 0.040 Uiso 1 1 calc R U . . .
C23 C 0.1690(2) 0.2347(6) -0.0486(2) 0.0265(11) Uani 1 1 d . . . . .
C25 C 0.1859(2) 0.6144(6) -0.0402(2) 0.0272(12) Uani 1 1 d . . . . .
C26 C 0.2057(3) 0.7179(7) -0.0777(3) 0.0437(16) Uani 1 1 d . . . . .
H26A H 0.2100 0.8078 -0.0581 0.052 Uiso 1 1 calc R U . . .
H26B H 0.1779 0.7248 -0.1160 0.052 Uiso 1 1 calc R U . . .
H26C H 0.2421 0.6885 -0.0833 0.052 Uiso 1 1 calc R U . . .
C27 C 0.2108(2) 0.5473(5) 0.1246(2) 0.0258(11) Uani 1 1 d . . . . .
C28 C 0.2436(2) 0.6051(7) 0.1832(2) 0.0368(14) Uani 1 1 d . . . . .
H28A H 0.2840 0.5894 0.1883 0.044 Uiso 1 1 calc R U . . .
H28B H 0.2316 0.5593 0.2150 0.044 Uiso 1 1 calc R U . . .
H28C H 0.2364 0.7042 0.1843 0.044 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C11 1.958(5) . ?
Pd1 N1 2.017(4) . ?
Pd1 O2 2.049(4) . ?
Pd1 O1 2.144(4) . ?
Pd1 Pd2 2.8672(6) . ?
Pd2 C23 1.949(5) . ?
Pd2 N2 2.009(4) . ?
Pd2 O3 2.052(4) . ?
Pd2 O4 2.144(4) . ?
F1 C12 1.330(10) . ?
F2 C12 1.300(10) . ?
F3 C12 1.293(9) . ?
C24 F4 1.286(10) . ?
C24 F6 1.380(12) . ?
C24 F5 1.391(13) . ?
C24 C21 1.477(9) . ?
O1 C25 1.259(6) . ?
O2 C27 1.265(6) . ?
O3 C25 1.265(6) . ?
O4 C27 1.254(6) . ?
N1 C1 1.346(7) . ?
N1 C5 1.352(7) . ?
N2 C13 1.349(6) . ?
N2 C17 1.361(6) . ?
C1 C2 1.390(8) . ?
C2 C3 1.365(11) . ?
C3 C4 1.387(10) . ?
C4 C5 1.390(8) . ?
C5 C6 1.467(8) . ?
C6 C7 1.405(9) . ?
C6 C11 1.408(8) . ?
C7 C8 1.369(10) . ?
C8 C9 1.400(11) . ?
C9 C10 1.393(8) . ?
C9 C12 1.505(10) . ?
C10 C11 1.383(8) . ?
C13 C14 1.382(8) . ?
C14 C15 1.376(9) . ?
C15 C16 1.376(8) . ?
C16 C17 1.396(7) . ?
C17 C18 1.464(7) . ?
C18 C19 1.392(7) . ?
C18 C23 1.414(8) . ?
C19 C20 1.377(9) . ?
C20 C21 1.387(9) . ?
C21 C22 1.390(8) . ?
C22 C23 1.394(7) . ?
C25 C26 1.499(7) . ?
C27 C28 1.510(7) . ?

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
C11 Pd1 N1 81.8(2) . . ?
C11 Pd1 O2 92.1(2) . . ?
N1 Pd1 O2 173.90(17) . . ?
C11 Pd1 O1 177.1(2) . . ?
N1 Pd1 O1 95.36(17) . . ?
O2 Pd1 O1 90.68(15) . . ?
C11 Pd1 Pd2 98.95(16) . . ?
N1 Pd1 Pd2 94.14(12) . . ?
O2 Pd1 Pd2 85.95(11) . . ?
O1 Pd1 Pd2 80.58(10) . . ?
C23 Pd2 N2 81.7(2) . . ?
C23 Pd2 O3 93.2(2) . . ?
N2 Pd2 O3 174.79(16) . . ?
C23 Pd2 O4 175.5(2) . . ?
N2 Pd2 O4 93.85(16) . . ?
O3 Pd2 O4 91.27(15) . . ?
C23 Pd2 Pd1 103.35(15) . . ?
N2 Pd2 Pd1 99.87(12) . . ?
O3 Pd2 Pd1 82.20(10) . . ?
O4 Pd2 Pd1 76.93(10) . . ?
F4 C24 F6 106.6(8) . . ?
F4 C24 F5 105.6(9) . . ?
F6 C24 F5 99.1(8) . . ?
F4 C24 C21 116.8(8) . . ?
F6 C24 C21 111.5(8) . . ?
F5 C24 C21 115.5(7) . . ?
C25 O1 Pd1 124.1(3) . . ?
C27 O2 Pd1 120.9(3) . . ?
C25 O3 Pd2 126.6(3) . . ?
C27 O4 Pd2 128.1(3) . . ?
C1 N1 C5 120.4(5) . . ?
C1 N1 Pd1 124.0(4) . . ?
C5 N1 Pd1 115.3(4) . . ?
C13 N2 C17 119.4(5) . . ?
C13 N2 Pd2 124.8(4) . . ?
C17 N2 Pd2 115.8(3) . . ?
N1 C1 C2 120.9(6) . . ?
C3 C2 C1 119.5(7) . . ?
C2 C3 C4 119.6(7) . . ?
C3 C4 C5 119.4(7) . . ?
N1 C5 C4 120.2(6) . . ?
N1 C5 C6 112.9(5) . . ?
C4 C5 C6 126.8(6) . . ?
C7 C6 C11 119.8(6) . . ?
C7 C6 C5 124.5(6) . . ?
C11 C6 C5 115.6(5) . . ?
C8 C7 C6 120.6(7) . . ?
C7 C8 C9 119.5(6) . . ?
C10 C9 C8 120.5(6) . . ?
C10 C9 C12 118.0(7) . . ?
C8 C9 C12 121.5(7) . . ?
C11 C10 C9 120.3(6) . . ?
C10 C11 C6 119.3(5) . . ?
C10 C11 Pd1 127.0(5) . . ?
C6 C11 Pd1 113.6(4) . . ?
F3 C12 F2 107.6(9) . . ?
F3 C12 F1 106.9(7) . . ?
F2 C12 F1 104.5(7) . . ?
F3 C12 C9 111.8(6) . . ?
F2 C12 C9 113.4(6) . . ?
F1 C12 C9 112.2(8) . . ?
N2 C13 C14 122.3(6) . . ?
C15 C14 C13 118.6(5) . . ?
C16 C15 C14 120.0(5) . . ?
C15 C16 C17 119.6(5) . . ?
N2 C17 C16 120.2(5) . . ?
N2 C17 C18 113.0(4) . . ?
C16 C17 C18 126.8(5) . . ?
C19 C18 C23 121.3(5) . . ?
C19 C18 C17 124.0(5) . . ?
C23 C18 C17 114.7(5) . . ?
C20 C19 C18 119.7(6) . . ?
C19 C20 C21 119.5(6) . . ?
C20 C21 C22 121.5(6) . . ?
C20 C21 C24 119.2(6) . . ?
C22 C21 C24 119.3(7) . . ?
C21 C22 C23 119.9(6) . . ?
C22 C23 C18 118.0(5) . . ?
C22 C23 Pd2 127.3(4) . . ?
C18 C23 Pd2 114.7(4) . . ?
O1 C25 O3 125.9(5) . . ?
O1 C25 C26 117.9(5) . . ?
O3 C25 C26 116.2(5) . . ?
O4 C27 O2 126.9(5) . . ?
O4 C27 C28 117.2(5) . . ?
O2 C27 C28 115.9(5) . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_5bCH3NO2
_database_code_depnum_ccdc_archive 'CCDC 1895239'
loop_
_audit_author_name
_audit_author_address
'Daron Janzen'
;St. Catherine University
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H23 F6 N2 O3 P Pd S3'
_chemical_formula_moiety         'C19 H20 N O Pd S3, F6 P, C H3 N O2'
_chemical_formula_weight         686.96
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.3654(11)
_cell_length_b                   11.5711(15)
_cell_length_c                   14.3794(19)
_cell_angle_alpha                95.561(7)
_cell_angle_beta                 105.629(7)
_cell_angle_gamma                106.146(8)
_cell_volume                     1265.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11977
_cell_measurement_theta_min      3.22
_cell_measurement_theta_max      27.68
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.160
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688.00
_exptl_absorpt_coefficient_mu    1.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_T_max  0.837

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            12850
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.049
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.220
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5752
_reflns_number_gt                5029
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.1495
_refine_ls_wR_factor_gt          0.1449
_refine_ls_number_restraints     47
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5752
_refine_ls_number_parameters     381
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0151P)²+7.3924P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.10
_refine_diff_density_min         -0.86
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pd Pd -0.9988 1.0072
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.6199(2) -0.00681(17) 0.79666(11) 0.0442(4) Uani 1 1 d . . . . .
S2 S 0.5724(2) 0.26187(16) 0.79288(12) 0.0514(4) Uani 1 1 d . . . . .
P1 P 0.1668(2) -0.46311(16) 0.84156(12) 0.0427(4) Uani 1 1 d . . . . .
F1 F 0.0737(12) -0.5071(6) 0.9146(5) 0.150(4) Uani 1 1 d . . . . .
F2 F 0.2661(15) -0.4204(8) 0.7700(6) 0.212(6) Uani 1 1 d . . . . .
F3 F 0.3353(10) -0.4669(9) 0.9151(6) 0.181(5) Uani 1 1 d . . . . .
F4 F 0.0033(13) -0.4606(9) 0.7675(6) 0.191(5) Uani 1 1 d . . . . .
F5 F 0.2053(10) -0.3286(4) 0.8951(4) 0.107(2) Uani 1 1 d . . . . .
F6 F 0.1256(7) -0.6003(5) 0.7894(4) 0.0838(15) Uani 1 1 d . . . . .
O1 O 0.3687(6) 0.0609(4) 0.9007(3) 0.0453(10) Uani 1 1 d . . . . .
O2 O 0.8149(16) -0.2365(11) 0.7818(7) 0.163(5) Uani 1 1 d . . . . .
O3 O 0.8687(11) -0.1767(8) 0.9304(6) 0.121(3) Uani 1 1 d . . . . .
N2 N 0.8108(10) -0.2542(9) 0.8580(6) 0.073(2) Uani 1 1 d . . . . .
C1 C 0.7378(9) 0.1187(7) 0.9022(5) 0.0510(17) Uani 1 1 d . . . . .
H1A H 0.6691 0.1151 0.9488 0.061 Uiso 1 1 calc R U . . .
H1B H 0.8516 0.1090 0.9367 0.061 Uiso 1 1 calc R U . . .
C2 C 0.7686(9) 0.2400(7) 0.8708(5) 0.0543(18) Uani 1 1 d . . . . .
H2A H 0.8557 0.2491 0.8349 0.065 Uiso 1 1 calc R U . . .
H2B H 0.8192 0.3053 0.9301 0.065 Uiso 1 1 calc R U . . .
C3 C 0.4369(11) 0.2659(7) 0.8726(5) 0.0579(19) Uani 1 1 d . . . . .
H3A H 0.5138 0.2887 0.9417 0.069 Uiso 1 1 calc R U . . .
H3B H 0.3835 0.3314 0.8595 0.069 Uiso 1 1 calc R U . . .
C4 C 0.2930(9) 0.1488(8) 0.8623(5) 0.0557(19) Uani 1 1 d . . . . .
H4A H 0.2134 0.1641 0.8986 0.067 Uiso 1 1 calc R U . . .
H4B H 0.2239 0.1177 0.7921 0.067 Uiso 1 1 calc R U . . .
C5 C 0.3058(9) -0.0576(6) 0.8421(5) 0.0496(16) Uani 1 1 d . . . . .
H5A H 0.2418 -0.0551 0.7739 0.060 Uiso 1 1 calc R U . . .
H5B H 0.2245 -0.1145 0.8686 0.060 Uiso 1 1 calc R U . . .
C6 C 0.4572(10) -0.0999(7) 0.8433(5) 0.0551(19) Uani 1 1 d . . . . .
H6A H 0.4129 -0.1839 0.8042 0.066 Uiso 1 1 calc R U . . .
H6B H 0.5156 -0.1047 0.9118 0.066 Uiso 1 1 calc R U . . .
C20 C 0.7278(15) -0.3785(11) 0.8709(11) 0.117(4) Uani 1 1 d . . . . .
H20A H 0.7042 -0.4368 0.8109 0.141 Uiso 1 1 calc R U . . .
H20B H 0.6175 -0.3829 0.8842 0.141 Uiso 1 1 calc R U . . .
H20C H 0.8062 -0.3988 0.9263 0.141 Uiso 1 1 calc R U . . .
Pd1 Pd 0.46092(8) 0.06419(7) 0.67830(4) 0.02788(18) Uani 0.7882(15) 1 d D . P A
1
C7 C 0.3924(9) -0.0967(7) 0.5842(5) 0.0338(15) Uani 0.7882(15) 1 d D . P A 1
C8 C 0.453(7) -0.197(3) 0.5958(16) 0.0381(15) Uani 0.7882(15) 1 d D . P A 1
H8 H 0.5367 -0.1951 0.6559 0.046 Uiso 0.7882(15) 1 calc R U P A 1
C9 C 0.3926(12) -0.2986(9) 0.5220(7) 0.045(2) Uani 0.7882(15) 1 d D . P A 1
H9 H 0.4338 -0.3663 0.5333 0.053 Uiso 0.7882(15) 1 calc R U P A 1
C10 C 0.2739(14) -0.3044(9) 0.4319(7) 0.050(2) Uani 0.7882(15) 1 d D . P A 1
H10 H 0.2340 -0.3748 0.3815 0.060 Uiso 0.7882(15) 1 calc R U P A 1
C11 C 0.215(2) -0.2041(11) 0.4171(10) 0.039(2) Uani 0.7882(15) 1 d D . P A 1
H11 H 0.1331 -0.2058 0.3561 0.047 Uiso 0.7882(15) 1 calc R U P A 1
C12 C 0.2758(9) -0.1002(7) 0.4928(5) 0.0344(16) Uani 0.7882(15) 1 d D . P A 1
C13 C 0.2331(16) 0.0115(10) 0.4822(5) 0.031(2) Uani 0.7882(15) 1 d D . P A 1
S3 S 0.0959(2) 0.03425(19) 0.37734(13) 0.0398(4) Uani 0.7882(15) 1 d D . P A 1
C14 C 0.124(5) 0.1808(18) 0.4393(13) 0.037(2) Uani 0.7882(15) 1 d D . P A 1
C15 C 0.0526(11) 0.2671(8) 0.4017(6) 0.0412(18) Uani 0.7882(15) 1 d D . P A 1
H15 H -0.0193 0.2525 0.3354 0.049 Uiso 0.7882(15) 1 calc R U P A 1
C16 C 0.0910(11) 0.3758(8) 0.4652(6) 0.0465(19) Uani 0.7882(15) 1 d D . P A 1
H16 H 0.0449 0.4374 0.4415 0.056 Uiso 0.7882(15) 1 calc R U P A 1
C17 C 0.1956(16) 0.3982(9) 0.5633(7) 0.045(2) Uani 0.7882(15) 1 d D . P A 1
H17 H 0.2176 0.4728 0.6058 0.054 Uiso 0.7882(15) 1 calc R U P A 1
C18 C 0.267(5) 0.309(2) 0.5974(13) 0.0422(19) Uani 0.7882(15) 1 d D . P A 1
H18 H 0.3397 0.3247 0.6635 0.051 Uiso 0.7882(15) 1 calc R U P A 1
C19 C 0.2322(9) 0.1972(7) 0.5357(5) 0.0340(16) Uani 0.7882(15) 1 d D . P A 1
N1 N 0.2911(8) 0.1002(6) 0.5576(4) 0.0345(13) Uani 0.7882(15) 1 d D . P A 1
Pd1' Pd 0.4519(3) 0.1183(3) 0.68395(17) 0.02788(18) Uani 0.2118(15) 1 d D . P A
2
C7' C 0.302(3) 0.2000(17) 0.5955(14) 0.0338(15) Uani 0.2118(15) 1 d D . P A 2
C8' C 0.28(2) 0.315(8) 0.614(5) 0.0422(19) Uani 0.2118(15) 1 d D . P A 2
H8A H 0.3449 0.3660 0.6769 0.051 Uiso 0.2118(15) 1 calc R U P A 2
C9' C 0.177(6) 0.356(3) 0.543(2) 0.045(2) Uani 0.2118(15) 1 d D . P A 2
H9A H 0.1629 0.4341 0.5577 0.054 Uiso 0.2118(15) 1 calc R U P A 2
C10' C 0.091(4) 0.286(3) 0.4496(19) 0.0412(18) Uani 0.2118(15) 1 d D . P A 2
H10A H 0.0214 0.3159 0.4002 0.049 Uiso 0.2118(15) 1 calc R U P A 2
C11' C 0.108(19) 0.170(7) 0.429(4) 0.037(2) Uani 0.2118(15) 1 d D . P A 2
H11A H 0.0500 0.1215 0.3651 0.045 Uiso 0.2118(15) 1 calc R U P A 2
C12' C 0.211(3) 0.1263(18) 0.5027(14) 0.0340(16) Uani 0.2118(15) 1 d D . P A 2
C13' C 0.217(7) 0.002(3) 0.492(2) 0.031(2) Uani 0.2118(15) 1 d D . P A 2
S3' S 0.1330(9) -0.0995(7) 0.3811(5) 0.0398(4) Uani 0.2118(15) 1 d D . P A 2
C14' C 0.248(10) -0.195(4) 0.434(3) 0.039(2) Uani 0.2118(15) 1 d D . P A 2
C15' C 0.233(6) -0.313(3) 0.395(2) 0.050(2) Uani 0.2118(15) 1 d D . P A 2
H15A H 0.1547 -0.3515 0.3309 0.060 Uiso 0.2118(15) 1 calc R U P A 2
C16' C 0.333(4) -0.375(2) 0.4501(18) 0.0465(19) Uani 0.2118(15) 1 d D . P A 2
H16A H 0.3267 -0.4548 0.4238 0.056 Uiso 0.2118(15) 1 calc R U P A 2
C17' C 0.443(5) -0.317(3) 0.545(2) 0.045(2) Uani 0.2118(15) 1 d D . P A 2
H17A H 0.5192 -0.3559 0.5812 0.053 Uiso 0.2118(15) 1 calc R U P A 2
C18' C 0.44(3) -0.204(10) 0.585(6) 0.0381(15) Uani 0.2118(15) 1 d D . P A 2
H18A H 0.5068 -0.1714 0.6525 0.046 Uiso 0.2118(15) 1 calc R U P A 2
C19' C 0.349(3) -0.1351(18) 0.5307(16) 0.0344(16) Uani 0.2118(15) 1 d D . P A 2
N1' N 0.337(2) -0.0226(14) 0.5588(10) 0.032(5) Uani 0.2118(15) 1 d D . P A 2


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C6 1.811(7) . ?
S1 C1 1.831(7) . ?
S1 Pd1 2.2361(17) . ?
S1 Pd1' 2.656(3) . ?
S2 C2 1.819(7) . ?
S2 C3 1.822(8) . ?
S2 Pd1' 1.986(3) . ?
S2 Pd1 2.464(2) . ?
P1 F4 1.500(6) . ?
P1 F1 1.515(6) . ?
P1 F2 1.524(6) . ?
P1 F3 1.533(7) . ?
P1 F5 1.573(5) . ?
P1 F6 1.590(5) . ?
O1 C5 1.415(8) . ?
O1 C4 1.422(8) . ?
O2 N2 1.142(9) . ?
O3 N2 1.195(10) . ?
N2 C20 1.466(13) . ?
C1 C2 1.492(10) . ?
C3 C4 1.504(11) . ?
C5 C6 1.476(10) . ?
Pd1 C7 2.032(7) . ?
Pd1 N1 2.084(6) . ?
C7 C8 1.393(13) . ?
C7 C12 1.399(10) . ?
C8 C9 1.381(13) . ?
C9 C10 1.386(12) . ?
C10 C11 1.396(14) . ?
C11 C12 1.412(11) . ?
C12 C13 1.445(14) . ?
C13 N1 1.299(10) . ?
C13 S3 1.724(8) . ?
S3 C14 1.761(12) . ?
C14 C15 1.380(13) . ?
C14 C19 1.398(12) . ?
C15 C16 1.384(12) . ?
C16 C17 1.399(12) . ?
C17 C18 1.388(13) . ?
C18 C19 1.410(13) . ?
C19 N1 1.376(10) . ?
Pd1' C7' 2.028(16) . ?
Pd1' N1' 2.109(13) . ?
C7' C8' 1.39(2) . ?
C7' C12' 1.399(18) . ?
C8' C9' 1.39(2) . ?
C9' C10' 1.39(2) . ?
C10' C11' 1.39(2) . ?
C11' C12' 1.41(2) . ?
C12' C13' 1.45(2) . ?
C13' N1' 1.30(2) . ?
C13' S3' 1.732(17) . ?
S3' C14' 1.76(2) . ?
C14' C15' 1.38(2) . ?
C14' C19' 1.41(2) . ?
C15' C16' 1.39(2) . ?
C16' C17' 1.40(2) . ?
C17' C18' 1.38(2) . ?
C18' C19' 1.41(2) . ?
C19' N1' 1.364(17) . ?

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
C6 S1 C1 100.4(3) . . ?
C6 S1 Pd1 103.1(2) . . ?
C1 S1 Pd1 108.2(2) . . ?
C6 S1 Pd1' 104.5(2) . . ?
C1 S1 Pd1' 96.5(2) . . ?
C2 S2 C3 104.5(3) . . ?
C2 S2 Pd1' 108.8(3) . . ?
C3 S2 Pd1' 109.7(3) . . ?
C2 S2 Pd1 97.7(3) . . ?
C3 S2 Pd1 110.9(3) . . ?
F4 P1 F1 93.7(6) . . ?
F4 P1 F2 88.3(7) . . ?
F1 P1 F2 177.9(7) . . ?
F4 P1 F3 178.5(5) . . ?
F1 P1 F3 87.4(6) . . ?
F2 P1 F3 90.6(7) . . ?
F4 P1 F5 92.2(4) . . ?
F1 P1 F5 87.6(3) . . ?
F2 P1 F5 92.9(4) . . ?
F3 P1 F5 88.7(4) . . ?
F4 P1 F6 87.9(4) . . ?
F1 P1 F6 90.9(3) . . ?
F2 P1 F6 88.5(4) . . ?
F3 P1 F6 91.1(4) . . ?
F5 P1 F6 178.6(3) . . ?
C5 O1 C4 116.6(5) . . ?
O2 N2 O3 124.3(12) . . ?
O2 N2 C20 119.8(12) . . ?
O3 N2 C20 115.9(9) . . ?
C2 C1 S1 111.2(5) . . ?
C1 C2 S2 114.0(5) . . ?
C4 C3 S2 115.9(5) . . ?
O1 C4 C3 108.9(6) . . ?
O1 C5 C6 108.2(6) . . ?
C5 C6 S1 116.2(5) . . ?
C7 Pd1 N1 80.8(3) . . ?
C7 Pd1 S1 90.4(2) . . ?
N1 Pd1 S1 170.58(18) . . ?
C7 Pd1 S2 174.7(2) . . ?
N1 Pd1 S2 101.81(18) . . ?
S1 Pd1 S2 87.21(6) . . ?
C8 C7 C12 117.4(8) . . ?
C8 C7 Pd1 129.6(7) . . ?
C12 C7 Pd1 112.8(6) . . ?
C9 C8 C7 121.4(10) . . ?
C8 C9 C10 121.7(9) . . ?
C9 C10 C11 118.2(8) . . ?
C10 C11 C12 120.1(8) . . ?
C7 C12 C11 121.1(8) . . ?
C7 C12 C13 114.5(6) . . ?
C11 C12 C13 124.2(7) . . ?
N1 C13 C12 119.3(7) . . ?
N1 C13 S3 115.8(8) . . ?
C12 C13 S3 124.7(6) . . ?
C13 S3 C14 89.2(5) . . ?
C15 C14 C19 124.4(10) . . ?
C15 C14 S3 127.2(8) . . ?
C19 C14 S3 108.4(7) . . ?
C14 C15 C16 116.8(8) . . ?
C15 C16 C17 122.2(8) . . ?
C18 C17 C16 118.9(8) . . ?
C17 C18 C19 121.2(9) . . ?
N1 C19 C14 115.0(8) . . ?
N1 C19 C18 128.6(7) . . ?
C14 C19 C18 116.4(8) . . ?
C13 N1 C19 111.6(7) . . ?
C13 N1 Pd1 112.2(6) . . ?
C19 N1 Pd1 136.0(5) . . ?
S2 Pd1' C7' 96.2(5) . . ?
S2 Pd1' N1' 173.8(5) . . ?
C7' Pd1' N1' 81.0(7) . . ?
S2 Pd1' S1 87.48(10) . . ?
C7' Pd1' S1 174.5(7) . . ?
N1' Pd1' S1 95.7(5) . . ?
C8' C7' C12' 118.7(18) . . ?
C8' C7' Pd1' 129.4(17) . . ?
C12' C7' Pd1' 111.9(12) . . ?
C9' C8' C7' 121(3) . . ?
C8' C9' C10' 121(2) . . ?
C9' C10' C11' 119(2) . . ?
C10' C11' C12' 120(2) . . ?
C7' C12' C11' 120.3(18) . . ?
C7' C12' C13' 115.8(14) . . ?
C11' C12' C13' 124(2) . . ?
N1' C13' C12' 117.9(19) . . ?
N1' C13' S3' 115.0(18) . . ?
C12' C13' S3' 123.4(18) . . ?
C13' S3' C14' 89.6(11) . . ?
C15' C14' C19' 125(2) . . ?
C15' C14' S3' 127.9(19) . . ?
C19' C14' S3' 107.3(15) . . ?
C14' C15' C16' 119(2) . . ?
C15' C16' C17' 119(2) . . ?
C18' C17' C16' 120(2) . . ?
C17' C18' C19' 123(3) . . ?
N1' C19' C14' 116.0(17) . . ?
N1' C19' C18' 130(2) . . ?
C14' C19' C18' 114.1(19) . . ?
C13' N1' C19' 111.4(15) . . ?
C13' N1' Pd1' 111.6(12) . . ?
C19' N1' Pd1' 136.9(13) . . ?

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

_shelxl_version_number           2013-3


