# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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data_b18271
_audit_block_doi                 10.5517/ccdc.csd.cc28670r
_database_code_depnum_ccdc_archive 'CCDC 2091353'
loop_
_audit_author_name
_audit_author_address
'Mahmood Azizpoor Fard'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2021-06-21 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'[Pd(OH)(CH2CMe2C6H4)(κ3-N,N?,N??-(MeO(CH2)3N(CH2-2-C5H4N)2))][PF6]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H34 F6 N3 O2 P Pd'
_chemical_formula_weight         671.93
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.0606(4)
_cell_length_b                   13.2520(6)
_cell_length_c                   20.6558(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2753.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9873
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      31.67
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.255
_exptl_crystal_size_min          0.099
_exptl_absorpt_coefficient_mu    0.802
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6118
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70130
_diffrn_reflns_av_unetI/netI     0.0854
_diffrn_reflns_av_R_equivalents  0.1298
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.252
_diffrn_reflns_theta_max         31.831
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9305
_reflns_number_gt                7519
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.804
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    1.000
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex2
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1151P)²+10.4024P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0128(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;

_refine_ls_abs_structure_Flack   -0.02(7)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         9305
_refine_ls_number_parameters     357
_refine_ls_number_restraints     366
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0800
_refine_ls_wR_factor_ref         0.2080
_refine_ls_wR_factor_gt          0.1959
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.70164(6) 0.07491(5) 0.55059(3) 0.01741(17) Uani 1 1 d . . . . .
O1 O 0.8922(5) 0.1148(4) 0.5535(4) 0.0205(11) Uani 1 1 d . . . . .
H1A H 0.924736 0.098329 0.589449 0.031 Uiso 1 1 calc R U . . .
O2 O 0.2057(6) -0.0696(5) 0.6658(3) 0.0274(12) Uani 1 1 d . . . . .
N1 N 0.7429(8) -0.0627(6) 0.5006(4) 0.0231(14) Uani 1 1 d . . . . .
N2 N 0.5000(7) 0.0296(7) 0.5320(4) 0.0230(14) Uani 1 1 d . . . . .
N3 N 0.6784(6) 0.1348(5) 0.4527(4) 0.0208(13) Uani 1 1 d . . . . .
C1 C 0.7172(9) 0.0135(7) 0.6408(4) 0.0214(16) Uani 1 1 d . . . . .
H1B H 0.647336 -0.038487 0.646028 0.026 Uiso 1 1 calc R U . . .
H1C H 0.804431 -0.020542 0.644632 0.026 Uiso 1 1 calc R U . . .
C2 C 0.7038(9) 0.0913(7) 0.6962(4) 0.0248(16) Uani 1 1 d . . . . .
C3 C 0.8399(10) 0.1037(9) 0.7304(5) 0.033(2) Uani 1 1 d . . . . .
H3A H 0.864415 0.040070 0.751485 0.049 Uiso 1 1 calc R U . . .
H3B H 0.833725 0.157188 0.763030 0.049 Uiso 1 1 calc R U . . .
H3C H 0.907777 0.121598 0.698375 0.049 Uiso 1 1 calc R U . . .
C4 C 0.6017(11) 0.0565(8) 0.7458(5) 0.032(2) Uani 1 1 d . . . . .
H4A H 0.626205 -0.010511 0.761949 0.048 Uiso 1 1 calc R U . . .
H4B H 0.513828 0.053275 0.725451 0.048 Uiso 1 1 calc R U . . .
H4C H 0.599301 0.104340 0.781986 0.048 Uiso 1 1 calc R U . . .
C5 C 0.6638(8) 0.1916(7) 0.6662(5) 0.0220(15) Uani 1 1 d . . . . .
C6 C 0.6591(8) 0.1995(6) 0.5992(4) 0.0183(14) Uani 1 1 d . . . . .
C7 C 0.6333(8) 0.2908(7) 0.5691(5) 0.0222(16) Uani 1 1 d . . . . .
H7A H 0.629902 0.295039 0.523199 0.027 Uiso 1 1 calc R U . . .
C8 C 0.6127(9) 0.3759(7) 0.6067(5) 0.0259(17) Uani 1 1 d . . . . .
H8A H 0.597375 0.438953 0.586098 0.031 Uiso 1 1 calc R U . . .
C9 C 0.6138(9) 0.3711(8) 0.6726(5) 0.0275(18) Uani 1 1 d . . . . .
H9A H 0.598058 0.430041 0.697656 0.033 Uiso 1 1 calc R U . . .
C10 C 0.6385(9) 0.2783(8) 0.7034(5) 0.0262(18) Uani 1 1 d . . . . .
H10A H 0.638045 0.274264 0.749274 0.031 Uiso 1 1 calc R U . . .
C11 C 0.8641(9) -0.0904(7) 0.4783(5) 0.0255(18) Uani 1 1 d . . . . .
H11A H 0.940748 -0.054758 0.492439 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8783(11) -0.1691(8) 0.4355(5) 0.033(2) Uani 1 1 d . . . . .
H12A H 0.964036 -0.189295 0.421173 0.039 Uiso 1 1 calc R U . . .
C13 C 0.7666(11) -0.2180(9) 0.4138(5) 0.034(2) Uani 1 1 d . . . . .
H13A H 0.774274 -0.271801 0.383619 0.040 Uiso 1 1 calc R U . . .
C14 C 0.6417(11) -0.1884(7) 0.4363(5) 0.0285(19) Uani 1 1 d . . . . .
H14A H 0.563511 -0.221253 0.421418 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6339(9) -0.1103(7) 0.4805(4) 0.0208(16) Uani 1 1 d . . . . .
C16 C 0.5060(8) -0.0798(9) 0.5119(5) 0.0253(16) Uani 1 1 d . . . . .
H16A H 0.491850 -0.122423 0.550701 0.030 Uiso 1 1 calc R U . . .
H16B H 0.432183 -0.093447 0.481467 0.030 Uiso 1 1 calc R U . . .
C17 C 0.4053(8) 0.0399(7) 0.5873(4) 0.0197(15) Uani 1 1 d . . . . .
H17A H 0.412471 0.109213 0.604947 0.024 Uiso 1 1 calc R U . . .
H17B H 0.432231 -0.007439 0.621987 0.024 Uiso 1 1 calc R U . . .
C18 C 0.2600(9) 0.0196(8) 0.5698(5) 0.0251(18) Uani 1 1 d . . . . .
H18A H 0.228095 0.073033 0.540194 0.030 Uiso 1 1 calc R U . . .
H18B H 0.253691 -0.045769 0.546774 0.030 Uiso 1 1 calc R U . . .
C19 C 0.1724(8) 0.0166(7) 0.6289(5) 0.0247(18) Uani 1 1 d . . . . .
H19A H 0.185732 0.078387 0.655048 0.030 Uiso 1 1 calc R U . . .
H19B H 0.077848 0.013455 0.615750 0.030 Uiso 1 1 calc R U . . .
C20 C 0.1144(10) -0.0832(10) 0.7177(5) 0.035(2) Uani 1 1 d . . . . .
H20A H 0.128826 -0.149384 0.737562 0.053 Uiso 1 1 calc R U . . .
H20B H 0.023308 -0.079220 0.701025 0.053 Uiso 1 1 calc R U . . .
H20C H 0.128117 -0.030215 0.750098 0.053 Uiso 1 1 calc R U . . .
C21 C 0.4507(8) 0.0934(8) 0.4782(4) 0.0242(18) Uani 1 1 d . . . . .
H21A H 0.409824 0.154761 0.496909 0.029 Uiso 1 1 calc R U . . .
H21B H 0.379854 0.055958 0.455182 0.029 Uiso 1 1 calc R U . . .
C22 C 0.5537(9) 0.1253(8) 0.4296(4) 0.0226(16) Uani 1 1 d . . . . .
C23 C 0.5216(10) 0.1496(8) 0.3660(5) 0.0274(19) Uani 1 1 d . . . . .
H23A H 0.433230 0.142480 0.350428 0.033 Uiso 1 1 calc R U . . .
C24 C 0.6218(10) 0.1844(8) 0.3259(5) 0.029(2) Uani 1 1 d . . . . .
H24A H 0.602633 0.202001 0.282312 0.035 Uiso 1 1 calc R U . . .
C25 C 0.7520(10) 0.1938(8) 0.3499(5) 0.030(2) Uani 1 1 d . . . . .
H25A H 0.821851 0.217716 0.323013 0.036 Uiso 1 1 calc R U . . .
C26 C 0.7755(8) 0.1675(7) 0.4131(5) 0.0227(16) Uani 1 1 d . . . . .
H26A H 0.863521 0.172544 0.429500 0.027 Uiso 1 1 calc R U . . .
P1 P 0.7557(3) 0.6831(2) 0.64712(15) 0.0319(6) Uani 1 1 d . . . . .
F1 F 0.7532(11) 0.6578(9) 0.7233(4) 0.073(3) Uani 1 1 d . . . . .
F2 F 0.8700(9) 0.7630(8) 0.6612(6) 0.077(3) Uani 1 1 d . . . . .
F3 F 0.6445(8) 0.7682(6) 0.6551(6) 0.075(3) Uani 1 1 d . . . . .
F4 F 0.7609(12) 0.7080(9) 0.5738(4) 0.084(3) Uani 1 1 d . . . . .
F5 F 0.6399(8) 0.6027(6) 0.6399(5) 0.062(2) Uani 1 1 d . . . . .
F6 F 0.8654(7) 0.5967(6) 0.6373(4) 0.0481(18) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C6 1.979(8) . ?
Pd1 O1 1.990(6) . ?
Pd1 C1 2.040(8) . ?
Pd1 N1 2.136(8) . ?
Pd1 N2 2.151(8) . ?
Pd1 N3 2.185(8) . ?
O1 H1A 0.8400 . ?
O2 C19 1.414(11) . ?
O2 C20 1.423(11) . ?
N1 C15 1.331(12) . ?
N1 C11 1.355(11) . ?
N2 C21 1.482(12) . ?
N2 C17 1.494(11) . ?
N2 C16 1.509(14) . ?
N3 C26 1.346(11) . ?
N3 C22 1.349(11) . ?
C1 C2 1.546(13) . ?
C1 H1B 0.9900 . ?
C1 H1C 0.9900 . ?
C2 C5 1.521(13) . ?
C2 C4 1.522(13) . ?
C2 C3 1.549(14) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.389(13) . ?
C5 C10 1.405(13) . ?
C6 C7 1.386(12) . ?
C7 C8 1.385(13) . ?
C7 H7A 0.9500 . ?
C8 C9 1.364(15) . ?
C8 H8A 0.9500 . ?
C9 C10 1.405(15) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C12 1.374(14) . ?
C11 H11A 0.9500 . ?
C12 C13 1.373(16) . ?
C12 H12A 0.9500 . ?
C13 C14 1.396(15) . ?
C13 H13A 0.9500 . ?
C14 C15 1.384(13) . ?
C14 H14A 0.9500 . ?
C15 C16 1.497(12) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.530(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.506(13) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.504(12) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.391(13) . ?
C23 C24 1.383(13) . ?
C23 H23A 0.9500 . ?
C24 C25 1.406(15) . ?
C24 H24A 0.9500 . ?
C25 C26 1.372(14) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
P1 F4 1.550(9) . ?
P1 F5 1.585(8) . ?
P1 F2 1.591(9) . ?
P1 F3 1.597(8) . ?
P1 F6 1.603(7) . ?
P1 F1 1.609(9) . ?

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 Pd1 O1 88.3(3) . . ?
C6 Pd1 C1 83.4(4) . . ?
O1 Pd1 C1 90.2(3) . . ?
C6 Pd1 N1 177.8(3) . . ?
O1 Pd1 N1 93.1(3) . . ?
C1 Pd1 N1 94.9(3) . . ?
C6 Pd1 N2 96.9(3) . . ?
O1 Pd1 N2 171.4(3) . . ?
C1 Pd1 N2 97.1(3) . . ?
N1 Pd1 N2 81.9(3) . . ?
C6 Pd1 N3 98.2(3) . . ?
O1 Pd1 N3 92.0(3) . . ?
C1 Pd1 N3 177.3(3) . . ?
N1 Pd1 N3 83.4(3) . . ?
N2 Pd1 N3 80.5(3) . . ?
Pd1 O1 H1A 109.5 . . ?
C19 O2 C20 110.8(7) . . ?
C15 N1 C11 120.5(8) . . ?
C15 N1 Pd1 113.3(6) . . ?
C11 N1 Pd1 124.8(7) . . ?
C21 N2 C17 107.9(7) . . ?
C21 N2 C16 110.8(7) . . ?
C17 N2 C16 108.9(7) . . ?
C21 N2 Pd1 106.9(5) . . ?
C17 N2 Pd1 116.1(5) . . ?
C16 N2 Pd1 106.2(5) . . ?
C26 N3 C22 119.4(8) . . ?
C26 N3 Pd1 127.0(6) . . ?
C22 N3 Pd1 113.1(6) . . ?
C2 C1 Pd1 113.8(6) . . ?
C2 C1 H1B 108.8 . . ?
Pd1 C1 H1B 108.8 . . ?
C2 C1 H1C 108.8 . . ?
Pd1 C1 H1C 108.8 . . ?
H1B C1 H1C 107.7 . . ?
C5 C2 C4 111.1(8) . . ?
C5 C2 C1 107.7(7) . . ?
C4 C2 C1 110.8(8) . . ?
C5 C2 C3 109.1(8) . . ?
C4 C2 C3 108.8(8) . . ?
C1 C2 C3 109.3(8) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C10 118.5(9) . . ?
C6 C5 C2 118.8(8) . . ?
C10 C5 C2 122.7(8) . . ?
C7 C6 C5 121.3(8) . . ?
C7 C6 Pd1 122.8(7) . . ?
C5 C6 Pd1 115.8(6) . . ?
C8 C7 C6 119.2(9) . . ?
C8 C7 H7A 120.4 . . ?
C6 C7 H7A 120.4 . . ?
C9 C8 C7 121.4(9) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 119.6(9) . . ?
C8 C9 H9A 120.2 . . ?
C10 C9 H9A 120.2 . . ?
C5 C10 C9 120.1(9) . . ?
C5 C10 H10A 120.0 . . ?
C9 C10 H10A 120.0 . . ?
N1 C11 C12 121.2(9) . . ?
N1 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
C13 C12 C11 118.9(10) . . ?
C13 C12 H12A 120.6 . . ?
C11 C12 H12A 120.6 . . ?
C12 C13 C14 119.7(9) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C15 C14 C13 118.8(10) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N1 C15 C14 120.9(8) . . ?
N1 C15 C16 116.5(8) . . ?
C14 C15 C16 122.5(9) . . ?
C15 C16 N2 114.4(8) . . ?
C15 C16 H16A 108.7 . . ?
N2 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
N2 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
N2 C17 C18 114.3(7) . . ?
N2 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
N2 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C19 C18 C17 111.9(8) . . ?
C19 C18 H18A 109.2 . . ?
C17 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C17 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
O2 C19 C18 108.6(7) . . ?
O2 C19 H19A 110.0 . . ?
C18 C19 H19A 110.0 . . ?
O2 C19 H19B 110.0 . . ?
C18 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C22 115.5(7) . . ?
N2 C21 H21A 108.4 . . ?
C22 C21 H21A 108.4 . . ?
N2 C21 H21B 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
N3 C22 C23 121.9(8) . . ?
N3 C22 C21 115.5(8) . . ?
C23 C22 C21 122.4(8) . . ?
C24 C23 C22 118.3(9) . . ?
C24 C23 H23A 120.9 . . ?
C22 C23 H23A 120.9 . . ?
C23 C24 C25 119.9(9) . . ?
C23 C24 H24A 120.1 . . ?
C25 C24 H24A 120.1 . . ?
C26 C25 C24 118.3(9) . . ?
C26 C25 H25A 120.9 . . ?
C24 C25 H25A 120.9 . . ?
N3 C26 C25 122.3(8) . . ?
N3 C26 H26A 118.8 . . ?
C25 C26 H26A 118.8 . . ?
F4 P1 F5 94.4(7) . . ?
F4 P1 F2 90.7(7) . . ?
F5 P1 F2 174.8(6) . . ?
F4 P1 F3 88.5(6) . . ?
F5 P1 F3 88.3(4) . . ?
F2 P1 F3 91.0(5) . . ?
F4 P1 F6 90.3(5) . . ?
F5 P1 F6 90.8(4) . . ?
F2 P1 F6 90.1(5) . . ?
F3 P1 F6 178.5(6) . . ?
F4 P1 F1 178.9(7) . . ?
F5 P1 F1 86.6(6) . . ?
F2 P1 F1 88.3(6) . . ?
F3 P1 F1 92.0(6) . . ?
F6 P1 F1 89.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 C1 C2 C5 7.5(9) . . . . ?
Pd1 C1 C2 C4 129.2(7) . . . . ?
Pd1 C1 C2 C3 -110.9(8) . . . . ?
C4 C2 C5 C6 -127.4(9) . . . . ?
C1 C2 C5 C6 -5.9(11) . . . . ?
C3 C2 C5 C6 112.6(9) . . . . ?
C4 C2 C5 C10 56.2(12) . . . . ?
C1 C2 C5 C10 177.7(8) . . . . ?
C3 C2 C5 C10 -63.7(11) . . . . ?
C10 C5 C6 C7 1.6(13) . . . . ?
C2 C5 C6 C7 -175.0(8) . . . . ?
C10 C5 C6 Pd1 178.1(6) . . . . ?
C2 C5 C6 Pd1 1.6(10) . . . . ?
C5 C6 C7 C8 0.4(12) . . . . ?
Pd1 C6 C7 C8 -175.9(6) . . . . ?
C6 C7 C8 C9 -1.7(13) . . . . ?
C7 C8 C9 C10 1.0(14) . . . . ?
C6 C5 C10 C9 -2.2(13) . . . . ?
C2 C5 C10 C9 174.1(9) . . . . ?
C8 C9 C10 C5 1.0(14) . . . . ?
C15 N1 C11 C12 -1.3(14) . . . . ?
Pd1 N1 C11 C12 -166.5(7) . . . . ?
N1 C11 C12 C13 2.0(15) . . . . ?
C11 C12 C13 C14 -1.1(16) . . . . ?
C12 C13 C14 C15 -0.5(16) . . . . ?
C11 N1 C15 C14 -0.4(14) . . . . ?
Pd1 N1 C15 C14 166.4(7) . . . . ?
C11 N1 C15 C16 175.3(9) . . . . ?
Pd1 N1 C15 C16 -17.9(10) . . . . ?
C13 C14 C15 N1 1.2(15) . . . . ?
C13 C14 C15 C16 -174.1(10) . . . . ?
N1 C15 C16 N2 32.0(12) . . . . ?
C14 C15 C16 N2 -152.4(9) . . . . ?
C21 N2 C16 C15 88.0(9) . . . . ?
C17 N2 C16 C15 -153.4(7) . . . . ?
Pd1 N2 C16 C15 -27.7(9) . . . . ?
C21 N2 C17 C18 52.9(10) . . . . ?
C16 N2 C17 C18 -67.5(10) . . . . ?
Pd1 N2 C17 C18 172.7(6) . . . . ?
N2 C17 C18 C19 171.9(8) . . . . ?
C20 O2 C19 C18 -172.4(8) . . . . ?
C17 C18 C19 O2 -68.0(10) . . . . ?
C17 N2 C21 C22 157.2(8) . . . . ?
C16 N2 C21 C22 -83.6(9) . . . . ?
Pd1 N2 C21 C22 31.8(9) . . . . ?
C26 N3 C22 C23 -1.0(14) . . . . ?
Pd1 N3 C22 C23 -173.5(8) . . . . ?
C26 N3 C22 C21 -177.0(8) . . . . ?
Pd1 N3 C22 C21 10.4(10) . . . . ?
N2 C21 C22 N3 -29.5(12) . . . . ?
N2 C21 C22 C23 154.5(10) . . . . ?
N3 C22 C23 C24 0.1(16) . . . . ?
C21 C22 C23 C24 175.9(10) . . . . ?
C22 C23 C24 C25 0.4(16) . . . . ?
C23 C24 C25 C26 0.1(16) . . . . ?
C22 N3 C26 C25 1.5(14) . . . . ?
Pd1 N3 C26 C25 172.9(7) . . . . ?
C24 C25 C26 N3 -1.0(15) . . . . ?

_refine_diff_density_max         3.465
_refine_diff_density_min         -2.056
_refine_diff_density_rms         0.230


_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_b19064
_audit_block_doi                 10.5517/ccdc.csd.cc28671s
_database_code_depnum_ccdc_archive 'CCDC 2091354'
loop_
_audit_author_name
_audit_author_address
'Mahmood Azizpoor Fard'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2021-06-21 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H32 F6 N3 O2 P Pd'
_chemical_formula_weight         657.90
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.154(4)
_cell_length_b                   10.056(5)
_cell_length_c                   23.767(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.48(3)
_cell_angle_gamma                90
_cell_volume                     2663(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9990
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      36.09
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.726
_exptl_crystal_size_mid          0.530
_exptl_crystal_size_min          0.092
_exptl_absorpt_coefficient_mu    0.828
_shelx_estimated_absorpt_T_min   0.585
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5797
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            96056
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.199
_diffrn_reflns_theta_max         36.129
_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
_reflns_number_total             12720
_reflns_number_gt                10994
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       Apex3
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+1.2880P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12720
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0586
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.23957(2) 0.14212(2) 0.14296(2) 0.00975(2) Uani 1 1 d . . . . .
P1 P 0.72159(3) 0.08984(3) 0.41550(2) 0.01742(6) Uani 1 1 d . . . . .
F1 F 0.58605(8) 0.12450(10) 0.43139(4) 0.0333(2) Uani 1 1 d . . . . .
F2 F 0.67029(10) -0.01647(12) 0.37071(5) 0.0462(3) Uani 1 1 d . . . . .
F3 F 0.72712(10) -0.02207(10) 0.46341(4) 0.0391(2) Uani 1 1 d . . . . .
F4 F 0.85559(8) 0.05629(10) 0.39958(4) 0.0349(2) Uani 1 1 d . . . . .
F5 F 0.76966(8) 0.19662(9) 0.46130(4) 0.02845(17) Uani 1 1 d . . . . .
F6 F 0.71500(8) 0.20526(10) 0.36914(4) 0.0332(2) Uani 1 1 d . . . . .
O1 O 0.26979(8) -0.04854(8) 0.16217(3) 0.01580(14) Uani 1 1 d . . . . .
H1 H 0.333692 -0.054984 0.182015 0.024 Uiso 1 1 calc R U . . .
O2 O 0.29550(9) 0.79818(8) 0.06613(4) 0.01969(16) Uani 1 1 d . . . . .
H2A H 0.289643 0.839719 0.096546 0.030 Uiso 1 1 calc R U . . .
N1 N 0.08123(8) 0.09647(9) 0.09296(4) 0.01272(15) Uani 1 1 d . . . . .
N2 N 0.18365(8) 0.34169(9) 0.12493(4) 0.01137(14) Uani 1 1 d . . . . .
N3 N 0.11196(8) 0.16912(10) 0.20955(4) 0.01410(16) Uani 1 1 d . . . . .
C1 C 0.35460(9) 0.12645(10) 0.07809(4) 0.01236(16) Uani 1 1 d . . . . .
H1B H 0.340725 0.040239 0.058779 0.015 Uiso 1 1 calc R U . . .
H1C H 0.336313 0.198020 0.050439 0.015 Uiso 1 1 calc R U . . .
C2 C 0.48816(9) 0.13602(11) 0.09788(4) 0.01379(17) Uani 1 1 d . . . . .
C3 C 0.55222(11) 0.23561(13) 0.06025(5) 0.0206(2) Uani 1 1 d . . . . .
H3A H 0.546055 0.205118 0.021073 0.031 Uiso 1 1 calc R U . . .
H3B H 0.514424 0.323201 0.063066 0.031 Uiso 1 1 calc R U . . .
H3C H 0.636963 0.241935 0.072659 0.031 Uiso 1 1 calc R U . . .
C4 C 0.54834(11) -0.00152(13) 0.09282(5) 0.0201(2) Uani 1 1 d . . . . .
H4A H 0.544144 -0.029996 0.053351 0.030 Uiso 1 1 calc R U . . .
H4B H 0.632537 0.004476 0.106167 0.030 Uiso 1 1 calc R U . . .
H4C H 0.506542 -0.066315 0.115730 0.030 Uiso 1 1 calc R U . . .
C5 C 0.49523(10) 0.17894(12) 0.15907(5) 0.01548(18) Uani 1 1 d . . . . .
C6 C 0.38909(9) 0.18631(11) 0.18790(4) 0.01232(16) Uani 1 1 d . . . . .
C7 C 0.39042(10) 0.21406(12) 0.24559(4) 0.01611(18) Uani 1 1 d . . . . .
H7A H 0.317483 0.217957 0.264734 0.019 Uiso 1 1 calc R U . . .
C8 C 0.49981(12) 0.23595(14) 0.27473(5) 0.0225(2) Uani 1 1 d . . . . .
H8A H 0.501937 0.252757 0.314090 0.027 Uiso 1 1 calc R U . . .
C9 C 0.60565(12) 0.23312(17) 0.24606(6) 0.0301(3) Uani 1 1 d . . . . .
H9A H 0.679917 0.250331 0.265784 0.036 Uiso 1 1 calc R U . . .
C10 C 0.60382(11) 0.20527(16) 0.18867(6) 0.0264(3) Uani 1 1 d . . . . .
H10A H 0.676763 0.204126 0.169467 0.032 Uiso 1 1 calc R U . . .
C11 C 0.02877(10) -0.02350(11) 0.08801(5) 0.01672(19) Uani 1 1 d . . . . .
H11A H 0.069826 -0.099335 0.102900 0.020 Uiso 1 1 calc R U . . .
C12 C -0.08383(11) -0.03948(13) 0.06172(5) 0.0199(2) Uani 1 1 d . . . . .
H12A H -0.119769 -0.124955 0.058596 0.024 Uiso 1 1 calc R U . . .
C13 C -0.14274(10) 0.07191(13) 0.04010(5) 0.0200(2) Uani 1 1 d . . . . .
H13A H -0.219473 0.063350 0.021506 0.024 Uiso 1 1 calc R U . . .
C14 C -0.08903(10) 0.19615(12) 0.04575(5) 0.01770(19) Uani 1 1 d . . . . .
H14A H -0.128587 0.273472 0.031408 0.021 Uiso 1 1 calc R U . . .
C15 C 0.02356(9) 0.20510(11) 0.07275(4) 0.01301(17) Uani 1 1 d . . . . .
C16 C 0.09140(10) 0.33424(11) 0.07655(5) 0.01470(18) Uani 1 1 d . . . . .
H16A H 0.033241 0.407714 0.080390 0.018 Uiso 1 1 calc R U . . .
H16B H 0.132371 0.348112 0.040888 0.018 Uiso 1 1 calc R U . . .
C17 C 0.12986(11) 0.39555(11) 0.17735(5) 0.01590(18) Uani 1 1 d . . . . .
H17A H 0.194254 0.438249 0.200952 0.019 Uiso 1 1 calc R U . . .
H17B H 0.070747 0.465243 0.166290 0.019 Uiso 1 1 calc R U . . .
C18 C 0.06888(10) 0.29320(11) 0.21222(4) 0.01411(17) Uani 1 1 d . . . . .
C19 C -0.01951(11) 0.32805(13) 0.24923(5) 0.0197(2) Uani 1 1 d . . . . .
H19A H -0.049390 0.416424 0.250473 0.024 Uiso 1 1 calc R U . . .
C20 C -0.06278(11) 0.22999(15) 0.28427(5) 0.0227(2) Uani 1 1 d . . . . .
H20A H -0.121177 0.251349 0.310772 0.027 Uiso 1 1 calc R U . . .
C21 C -0.02017(12) 0.10059(14) 0.28034(5) 0.0228(2) Uani 1 1 d . . . . .
H21A H -0.050153 0.032052 0.303385 0.027 Uiso 1 1 calc R U . . .
C22 C 0.06709(11) 0.07362(13) 0.24205(5) 0.0186(2) Uani 1 1 d . . . . .
H22A H 0.095860 -0.014834 0.238741 0.022 Uiso 1 1 calc R U . . .
C23 C 0.28073(9) 0.43775(11) 0.10902(4) 0.01350(17) Uani 1 1 d . . . . .
H23A H 0.314892 0.406875 0.073544 0.016 Uiso 1 1 calc R U . . .
H23B H 0.345831 0.435559 0.138665 0.016 Uiso 1 1 calc R U . . .
C24 C 0.23892(10) 0.58151(11) 0.10113(5) 0.01582(18) Uani 1 1 d . . . . .
H24A H 0.167330 0.583834 0.075037 0.019 Uiso 1 1 calc R U . . .
H24B H 0.215872 0.618063 0.137800 0.019 Uiso 1 1 calc R U . . .
C25 C 0.33762(11) 0.66715(11) 0.07759(5) 0.01707(19) Uani 1 1 d . . . . .
H25A H 0.406736 0.670864 0.105113 0.020 Uiso 1 1 calc R U . . .
H25B H 0.365310 0.626563 0.042494 0.020 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C6 1.9915(12) . ?
Pd1 O1 1.9963(12) . ?
Pd1 C1 2.0539(13) . ?
Pd1 N1 2.1356(12) . ?
Pd1 N2 2.1393(12) . ?
Pd1 N3 2.1908(12) . ?
P1 F4 1.5936(11) . ?
P1 F2 1.5972(11) . ?
P1 F6 1.5999(10) . ?
P1 F3 1.6002(11) . ?
P1 F5 1.6047(10) . ?
P1 F1 1.6122(11) . ?
O1 H1 0.8400 . ?
O2 C25 1.4213(15) . ?
O2 H2A 0.8400 . ?
N1 C11 1.3438(15) . ?
N1 C15 1.3457(15) . ?
N2 C17 1.5067(15) . ?
N2 C23 1.5114(14) . ?
N2 C16 1.5116(15) . ?
N3 C18 1.3396(16) . ?
N3 C22 1.3428(15) . ?
C1 C2 1.5457(16) . ?
C1 H1B 0.9900 . ?
C1 H1C 0.9900 . ?
C2 C5 1.5156(16) . ?
C2 C3 1.5390(16) . ?
C2 C4 1.5444(17) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.3953(16) . ?
C5 C10 1.3995(17) . ?
C6 C7 1.3986(16) . ?
C7 C8 1.3942(17) . ?
C7 H7A 0.9500 . ?
C8 C9 1.389(2) . ?
C8 H8A 0.9500 . ?
C9 C10 1.392(2) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C12 1.3878(18) . ?
C11 H11A 0.9500 . ?
C12 C13 1.3861(19) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3896(18) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3884(16) . ?
C14 H14A 0.9500 . ?
C15 C16 1.5037(16) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.5025(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.3940(16) . ?
C19 C20 1.3906(18) . ?
C19 H19A 0.9500 . ?
C20 C21 1.390(2) . ?
C20 H20A 0.9500 . ?
C21 C22 1.3877(18) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C24 1.5281(16) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.5230(16) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Pd1 O1 87.84(4) . . ?
C6 Pd1 C1 83.33(5) . . ?
O1 Pd1 C1 89.61(4) . . ?
C6 Pd1 N1 178.60(4) . . ?
O1 Pd1 N1 92.77(4) . . ?
C1 Pd1 N1 95.41(5) . . ?
C6 Pd1 N2 97.37(4) . . ?
O1 Pd1 N2 172.59(3) . . ?
C1 Pd1 N2 96.20(4) . . ?
N1 Pd1 N2 82.14(4) . . ?
C6 Pd1 N3 98.05(5) . . ?
O1 Pd1 N3 93.57(4) . . ?
C1 Pd1 N3 176.57(4) . . ?
N1 Pd1 N3 83.17(5) . . ?
N2 Pd1 N3 80.53(4) . . ?
F4 P1 F2 90.73(6) . . ?
F4 P1 F6 90.32(6) . . ?
F2 P1 F6 91.26(7) . . ?
F4 P1 F3 90.71(6) . . ?
F2 P1 F3 90.30(7) . . ?
F6 P1 F3 178.11(6) . . ?
F4 P1 F5 90.77(6) . . ?
F2 P1 F5 178.43(6) . . ?
F6 P1 F5 89.19(6) . . ?
F3 P1 F5 89.22(6) . . ?
F4 P1 F1 179.68(6) . . ?
F2 P1 F1 89.32(6) . . ?
F6 P1 F1 89.36(6) . . ?
F3 P1 F1 89.60(6) . . ?
F5 P1 F1 89.18(6) . . ?
Pd1 O1 H1 109.5 . . ?
C25 O2 H2A 109.5 . . ?
C11 N1 C15 119.86(10) . . ?
C11 N1 Pd1 126.03(8) . . ?
C15 N1 Pd1 113.28(7) . . ?
C17 N2 C23 107.00(8) . . ?
C17 N2 C16 111.38(9) . . ?
C23 N2 C16 108.23(8) . . ?
C17 N2 Pd1 107.14(7) . . ?
C23 N2 Pd1 116.35(7) . . ?
C16 N2 Pd1 106.79(6) . . ?
C18 N3 C22 119.70(10) . . ?
C18 N3 Pd1 113.29(7) . . ?
C22 N3 Pd1 126.65(8) . . ?
C2 C1 Pd1 113.07(7) . . ?
C2 C1 H1B 109.0 . . ?
Pd1 C1 H1B 109.0 . . ?
C2 C1 H1C 109.0 . . ?
Pd1 C1 H1C 109.0 . . ?
H1B C1 H1C 107.8 . . ?
C5 C2 C3 111.47(10) . . ?
C5 C2 C4 108.97(9) . . ?
C3 C2 C4 108.86(10) . . ?
C5 C2 C1 108.62(9) . . ?
C3 C2 C1 109.22(9) . . ?
C4 C2 C1 109.69(9) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C10 118.51(11) . . ?
C6 C5 C2 118.45(10) . . ?
C10 C5 C2 122.98(11) . . ?
C5 C6 C7 121.25(10) . . ?
C5 C6 Pd1 115.68(8) . . ?
C7 C6 Pd1 122.92(8) . . ?
C8 C7 C6 119.37(11) . . ?
C8 C7 H7A 120.3 . . ?
C6 C7 H7A 120.3 . . ?
C9 C8 C7 119.82(11) . . ?
C9 C8 H8A 120.1 . . ?
C7 C8 H8A 120.1 . . ?
C8 C9 C10 120.55(12) . . ?
C8 C9 H9A 119.7 . . ?
C10 C9 H9A 119.7 . . ?
C9 C10 C5 120.43(12) . . ?
C9 C10 H10A 119.8 . . ?
C5 C10 H10A 119.8 . . ?
N1 C11 C12 121.70(11) . . ?
N1 C11 H11A 119.1 . . ?
C12 C11 H11A 119.1 . . ?
C13 C12 C11 118.60(11) . . ?
C13 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 . . ?
C12 C13 C14 119.68(11) . . ?
C12 C13 H13A 120.2 . . ?
C14 C13 H13A 120.2 . . ?
C15 C14 C13 118.72(11) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N1 C15 C14 121.41(10) . . ?
N1 C15 C16 116.62(10) . . ?
C14 C15 C16 121.77(10) . . ?
C15 C16 N2 114.37(9) . . ?
C15 C16 H16A 108.7 . . ?
N2 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
N2 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 N2 114.57(9) . . ?
C18 C17 H17A 108.6 . . ?
N2 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
N2 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
N3 C18 C19 121.94(10) . . ?
N3 C18 C17 116.10(10) . . ?
C19 C18 C17 121.68(11) . . ?
C20 C19 C18 118.22(12) . . ?
C20 C19 H19A 120.9 . . ?
C18 C19 H19A 120.9 . . ?
C21 C20 C19 119.68(11) . . ?
C21 C20 H20A 120.2 . . ?
C19 C20 H20A 120.2 . . ?
C22 C21 C20 118.59(11) . . ?
C22 C21 H21A 120.7 . . ?
C20 C21 H21A 120.7 . . ?
N3 C22 C21 121.80(12) . . ?
N3 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
N2 C23 C24 114.66(9) . . ?
N2 C23 H23A 108.6 . . ?
C24 C23 H23A 108.6 . . ?
N2 C23 H23B 108.6 . . ?
C24 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
C25 C24 C23 111.00(9) . . ?
C25 C24 H24A 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
O2 C25 C24 110.88(10) . . ?
O2 C25 H25A 109.5 . . ?
C24 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 C1 C2 C5 -9.93(11) . . . . ?
Pd1 C1 C2 C3 -131.71(8) . . . . ?
Pd1 C1 C2 C4 109.06(8) . . . . ?
C3 C2 C5 C6 127.80(11) . . . . ?
C4 C2 C5 C6 -112.03(12) . . . . ?
C1 C2 C5 C6 7.42(14) . . . . ?
C3 C2 C5 C10 -55.37(16) . . . . ?
C4 C2 C5 C10 64.79(15) . . . . ?
C1 C2 C5 C10 -175.76(12) . . . . ?
C10 C5 C6 C7 -2.53(18) . . . . ?
C2 C5 C6 C7 174.43(10) . . . . ?
C10 C5 C6 Pd1 -178.28(10) . . . . ?
C2 C5 C6 Pd1 -1.31(14) . . . . ?
C5 C6 C7 C8 0.58(17) . . . . ?
Pd1 C6 C7 C8 176.02(9) . . . . ?
C6 C7 C8 C9 1.5(2) . . . . ?
C7 C8 C9 C10 -1.6(2) . . . . ?
C8 C9 C10 C5 -0.4(3) . . . . ?
C6 C5 C10 C9 2.4(2) . . . . ?
C2 C5 C10 C9 -174.40(14) . . . . ?
C15 N1 C11 C12 0.88(17) . . . . ?
Pd1 N1 C11 C12 169.70(9) . . . . ?
N1 C11 C12 C13 0.09(18) . . . . ?
C11 C12 C13 C14 -0.77(18) . . . . ?
C12 C13 C14 C15 0.50(17) . . . . ?
C11 N1 C15 C14 -1.17(16) . . . . ?
Pd1 N1 C15 C14 -171.34(8) . . . . ?
C11 N1 C15 C16 -176.16(10) . . . . ?
Pd1 N1 C15 C16 13.67(11) . . . . ?
C13 C14 C15 N1 0.48(17) . . . . ?
C13 C14 C15 C16 175.21(10) . . . . ?
N1 C15 C16 N2 -28.53(14) . . . . ?
C14 C15 C16 N2 156.49(10) . . . . ?
C17 N2 C16 C15 -89.48(11) . . . . ?
C23 N2 C16 C15 153.16(9) . . . . ?
Pd1 N2 C16 C15 27.19(10) . . . . ?
C23 N2 C17 C18 -157.01(9) . . . . ?
C16 N2 C17 C18 84.89(11) . . . . ?
Pd1 N2 C17 C18 -31.56(11) . . . . ?
C22 N3 C18 C19 1.98(17) . . . . ?
Pd1 N3 C18 C19 175.55(9) . . . . ?
C22 N3 C18 C17 176.02(10) . . . . ?
Pd1 N3 C18 C17 -10.41(12) . . . . ?
N2 C17 C18 N3 29.12(14) . . . . ?
N2 C17 C18 C19 -156.82(10) . . . . ?
N3 C18 C19 C20 0.31(18) . . . . ?
C17 C18 C19 C20 -173.41(11) . . . . ?
C18 C19 C20 C21 -2.00(18) . . . . ?
C19 C20 C21 C22 1.44(19) . . . . ?
C18 N3 C22 C21 -2.58(18) . . . . ?
Pd1 N3 C22 C21 -175.21(9) . . . . ?
C20 C21 C22 N3 0.87(19) . . . . ?
C17 N2 C23 C24 -55.60(11) . . . . ?
C16 N2 C23 C24 64.54(11) . . . . ?
Pd1 N2 C23 C24 -175.29(7) . . . . ?
N2 C23 C24 C25 -172.34(9) . . . . ?
C23 C24 C25 O2 175.40(9) . . . . ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -1.008
_refine_diff_density_rms         0.079


_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
####################################################################### 
# 
# 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_complex_7
_audit_block_doi                 10.5517/ccdc.csd.cc2jcqxk
_database_code_depnum_ccdc_archive 'CCDC 2334979'
loop_
_audit_author_name
_audit_author_address
'Richard Puddephatt'
;University of Western Ontario
Canada
;
_audit_update_record             
;
2024-02-23 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H33 Cl F6 N3 O P Pd'
_chemical_formula_weight         690.37
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
_cell_length_a                   10.359(4)
_cell_length_b                   13.204(7)
_cell_length_c                   20.622(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2821(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9576
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      30.41
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.875
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7355
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   SADABS
_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58116
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.086
_diffrn_reflns_theta_max         33.309
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.876
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9536
_reflns_number_gt                8342
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_max     0.863
_reflns_Friedel_fraction_full    1.000
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       Apex3
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXT
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    Mercury
_computing_publication_material  XRayStructureReports
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.40(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         9536
_refine_ls_number_parameters     372
_refine_ls_number_restraints     429
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0904
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.70018(2) 0.57141(2) 0.54552(2) 0.01574(7) Uani 1 1 d . . . . .
Cl1 Cl 0.91291(8) 0.61801(7) 0.55178(5) 0.02212(18) Uani 1 1 d . . . . .
O1 O 0.2282(2) 0.4415(2) 0.67336(13) 0.0245(6) Uani 1 1 d . . . . .
N1 N 0.6748(3) 0.6332(2) 0.44730(15) 0.0184(6) Uani 1 1 d . . . . .
N2 N 0.5021(3) 0.5315(3) 0.53061(15) 0.0185(6) Uani 1 1 d . . . . .
N3 N 0.7319(3) 0.4327(3) 0.49252(15) 0.0202(6) Uani 1 1 d . . . . .
C1 C 0.7145(4) 0.5071(3) 0.63619(17) 0.0202(7) Uani 1 1 d . . . . .
H1A H 0.645199 0.456040 0.641254 0.024 Uiso 1 1 calc R U . . .
H1B H 0.798298 0.471459 0.639645 0.024 Uiso 1 1 calc R U . . .
C2 C 0.7040(4) 0.5852(3) 0.69193(18) 0.0227(7) Uani 1 1 d . . . . .
C3 C 0.8376(4) 0.5997(4) 0.7243(2) 0.0287(9) Uani 1 1 d . . . . .
H3A H 0.866478 0.535159 0.742745 0.043 Uiso 1 1 calc R U . . .
H3B H 0.900036 0.622630 0.691740 0.043 Uiso 1 1 calc R U . . .
H3C H 0.830808 0.650391 0.758800 0.043 Uiso 1 1 calc R U . . .
C4 C 0.6091(4) 0.5455(4) 0.7429(2) 0.0310(10) Uani 1 1 d . . . . .
H4A H 0.640182 0.480658 0.759912 0.046 Uiso 1 1 calc R U . . .
H4B H 0.602245 0.594534 0.778431 0.046 Uiso 1 1 calc R U . . .
H4C H 0.524040 0.535991 0.722987 0.046 Uiso 1 1 calc R U . . .
C5 C 0.6613(3) 0.6853(3) 0.66383(19) 0.0200(7) Uani 1 1 d . . . . .
C6 C 0.6601(3) 0.6960(3) 0.59580(18) 0.0170(7) Uani 1 1 d . . . . .
C7 C 0.6336(3) 0.7879(3) 0.5665(2) 0.0199(7) Uani 1 1 d . . . . .
H7A H 0.634417 0.793545 0.520579 0.024 Uiso 1 1 calc R U . . .
C8 C 0.6059(4) 0.8715(3) 0.6043(2) 0.0257(8) Uani 1 1 d . . . . .
H8A H 0.588845 0.935031 0.584438 0.031 Uiso 1 1 calc R U . . .
C9 C 0.6031(4) 0.8628(3) 0.6719(2) 0.0298(9) Uani 1 1 d . . . . .
H9A H 0.583592 0.920115 0.697938 0.036 Uiso 1 1 calc R U . . .
C10 C 0.6290(4) 0.7695(3) 0.7009(2) 0.0278(9) Uani 1 1 d . . . . .
H10A H 0.624538 0.763397 0.746768 0.033 Uiso 1 1 calc R U . . .
C11 C 0.7667(4) 0.6631(3) 0.40561(19) 0.0223(8) Uani 1 1 d . . . . .
H11A H 0.853822 0.665932 0.419844 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7376(4) 0.6901(3) 0.3424(2) 0.0256(8) Uani 1 1 d . . . . .
H12A H 0.803906 0.711707 0.313700 0.031 Uiso 1 1 calc R U . . .
C13 C 0.6107(4) 0.6851(3) 0.3215(2) 0.0278(9) Uani 1 1 d . . . . .
H13A H 0.588756 0.704384 0.278494 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5160(4) 0.6518(3) 0.36389(19) 0.0261(9) Uani 1 1 d . . . . .
H14A H 0.428581 0.646626 0.350366 0.031 Uiso 1 1 calc R U . . .
C15 C 0.5523(4) 0.6261(3) 0.42702(18) 0.0198(7) Uani 1 1 d . . . . .
C16 C 0.4531(4) 0.5990(3) 0.47715(19) 0.0219(8) Uani 1 1 d . . . . .
H16A H 0.379974 0.564775 0.455355 0.026 Uiso 1 1 calc R U . . .
H16B H 0.419599 0.662280 0.496691 0.026 Uiso 1 1 calc R U . . .
C17 C 0.4139(3) 0.5442(3) 0.58806(18) 0.0212(8) Uani 1 1 d . . . . .
H17A H 0.423645 0.613999 0.604980 0.025 Uiso 1 1 calc R U . . .
H17B H 0.441704 0.497049 0.622644 0.025 Uiso 1 1 calc R U . . .
C18 C 0.2710(4) 0.5253(4) 0.5736(2) 0.0319(10) Uani 1 1 d . . . . .
H18A H 0.238569 0.578472 0.543912 0.038 Uiso 1 1 calc R U . . .
H18B H 0.261095 0.459034 0.551768 0.038 Uiso 1 1 calc R U . . .
C19 C 0.1922(4) 0.5261(3) 0.6355(2) 0.0310(9) Uani 1 1 d . . . . .
H19A H 0.208493 0.589427 0.659906 0.037 Uiso 1 1 calc R U . . .
H19B H 0.099008 0.522737 0.625071 0.037 Uiso 1 1 calc R U . . .
C20 C 0.1367(4) 0.4257(5) 0.7245(2) 0.0376(11) Uani 1 1 d . . . . .
H20A H 0.162781 0.366875 0.750346 0.056 Uiso 1 1 calc R U . . .
H20B H 0.133714 0.485875 0.752271 0.056 Uiso 1 1 calc R U . . .
H20C H 0.051117 0.413566 0.705823 0.056 Uiso 1 1 calc R U . . .
C21 C 0.5021(4) 0.4218(3) 0.5112(2) 0.0236(8) Uani 1 1 d . . . . .
H21A H 0.425752 0.409029 0.483477 0.028 Uiso 1 1 calc R U . . .
H21B H 0.492659 0.379942 0.550728 0.028 Uiso 1 1 calc R U . . .
C22 C 0.6211(4) 0.3876(3) 0.47525(19) 0.0223(8) Uani 1 1 d . . . . .
C23 C 0.6172(5) 0.3081(3) 0.4318(2) 0.0302(9) Uani 1 1 d . . . . .
H23A H 0.537620 0.277004 0.420350 0.036 Uiso 1 1 calc R U . . .
C24 C 0.7329(5) 0.2748(3) 0.4052(2) 0.0335(10) Uani 1 1 d . . . . .
H24A H 0.733145 0.220656 0.374854 0.040 Uiso 1 1 calc R U . . .
C25 C 0.8472(5) 0.3201(3) 0.4229(2) 0.0323(10) Uani 1 1 d . . . . .
H25A H 0.926973 0.297055 0.405637 0.039 Uiso 1 1 calc R U . . .
C26 C 0.8436(4) 0.4002(3) 0.4665(2) 0.0264(9) Uani 1 1 d . . . . .
H26A H 0.921875 0.432910 0.478268 0.032 Uiso 1 1 calc R U . . .
P1 P 1.23339(11) 0.31726(9) 0.36052(6) 0.0324(3) Uani 0.659(10) 1 d D . P A 1
F1 F 1.3455(7) 0.3993(5) 0.3671(7) 0.0457(13) Uani 0.659(10) 1 d D . P A 1
F2 F 1.1249(7) 0.2320(5) 0.3471(4) 0.0457(13) Uani 0.659(10) 1 d D . P A 1
F3 F 1.2256(7) 0.3438(5) 0.2827(2) 0.0664(18) Uani 0.659(10) 1 d D . P A 1
F4 F 1.3443(5) 0.2357(4) 0.3415(3) 0.0546(16) Uani 0.659(10) 1 d D . P A 1
F5 F 1.2456(8) 0.2879(5) 0.4311(2) 0.0664(18) Uani 0.659(10) 1 d D . P A 1
F6 F 1.1221(5) 0.3953(4) 0.3715(4) 0.0546(16) Uani 0.659(10) 1 d D . P A 1
P1' P 1.23339(11) 0.31726(9) 0.36052(6) 0.0324(3) Uani 0.341(10) 1 d D . P A 2
F1' F 1.3288(11) 0.4141(9) 0.3704(12) 0.0335(19) Uani 0.341(10) 1 d D . P A 2
F2' F 1.1283(11) 0.2273(9) 0.3703(6) 0.0335(19) Uani 0.341(10) 1 d D . P A 2
F3' F 1.1497(13) 0.3849(10) 0.3205(9) 0.088(5) Uani 0.341(10) 1 d D . P A 2
F4' F 1.3079(16) 0.2691(11) 0.3119(7) 0.098(5) Uani 0.341(10) 1 d D . P A 2
F5' F 1.3152(13) 0.2557(11) 0.4179(8) 0.088(5) Uani 0.341(10) 1 d D . P A 2
F6' F 1.1574(15) 0.3685(10) 0.4270(7) 0.098(5) Uani 0.341(10) 1 d D . P A 2
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C6 1.988(4) . ?
Pd1 C1 2.059(4) . ?
Pd1 N2 2.140(3) . ?
Pd1 N3 2.158(3) . ?
Pd1 N1 2.199(3) . ?
Pd1 Cl1 2.2916(12) . ?
O1 C19 1.414(5) . ?
O1 C20 1.433(5) . ?
N1 C15 1.340(5) . ?
N1 C11 1.342(5) . ?
N2 C21 1.502(5) . ?
N2 C17 1.506(5) . ?
N2 C16 1.507(5) . ?
N3 C22 1.341(5) . ?
N3 C26 1.345(5) . ?
C1 C2 1.548(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C5 1.509(5) . ?
C2 C4 1.532(5) . ?
C2 C3 1.548(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C10 1.390(6) . ?
C5 C6 1.410(5) . ?
C6 C7 1.383(5) . ?
C7 C8 1.382(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.398(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.396(6) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.385(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.386(6) . ?
C13 H13A 0.9500 . ?
C14 C15 1.397(5) . ?
C14 H14A 0.9500 . ?
C15 C16 1.501(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.530(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.515(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.507(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.382(6) . ?
C23 C24 1.389(7) . ?
C23 H23A 0.9500 . ?
C24 C25 1.376(7) . ?
C24 H24A 0.9500 . ?
C25 C26 1.389(6) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
P1 F5 1.511(5) . ?
P1 F6 1.563(5) . ?
P1 F1 1.594(7) . ?
P1 F2 1.615(5) . ?
P1 F4 1.622(5) . ?
P1 F3 1.646(5) . ?
P1' F4' 1.416(10) . ?
P1' F3' 1.494(9) . ?
P1' F2' 1.624(9) . ?
P1' F1' 1.629(11) . ?
P1' F5' 1.667(10) . ?
P1' F6' 1.719(10) . ?
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 Pd1 C1 83.27(15) . . ?
C6 Pd1 N2 94.50(13) . . ?
C1 Pd1 N2 95.61(13) . . ?
C6 Pd1 N3 176.42(13) . . ?
C1 Pd1 N3 95.67(14) . . ?
N2 Pd1 N3 82.19(12) . . ?
C6 Pd1 N1 98.54(14) . . ?
C1 Pd1 N1 176.30(13) . . ?
N2 Pd1 N1 81.05(11) . . ?
N3 Pd1 N1 82.33(12) . . ?
C6 Pd1 Cl1 87.10(10) . . ?
C1 Pd1 Cl1 89.45(11) . . ?
N2 Pd1 Cl1 174.83(9) . . ?
N3 Pd1 Cl1 96.32(9) . . ?
N1 Pd1 Cl1 93.86(8) . . ?
C19 O1 C20 110.3(3) . . ?
C15 N1 C11 119.5(3) . . ?
C15 N1 Pd1 112.0(2) . . ?
C11 N1 Pd1 127.9(2) . . ?
C21 N2 C17 108.5(3) . . ?
C21 N2 C16 112.0(3) . . ?
C17 N2 C16 107.7(3) . . ?
C21 N2 Pd1 106.0(2) . . ?
C17 N2 Pd1 116.2(2) . . ?
C16 N2 Pd1 106.4(2) . . ?
C22 N3 C26 119.3(3) . . ?
C22 N3 Pd1 112.4(2) . . ?
C26 N3 Pd1 127.1(3) . . ?
C2 C1 Pd1 113.2(2) . . ?
C2 C1 H1A 108.9 . . ?
Pd1 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
Pd1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C5 C2 C4 112.0(3) . . ?
C5 C2 C3 108.6(3) . . ?
C4 C2 C3 108.7(3) . . ?
C5 C2 C1 108.6(3) . . ?
C4 C2 C1 109.0(3) . . ?
C3 C2 C1 109.8(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 117.7(4) . . ?
C10 C5 C2 124.0(4) . . ?
C6 C5 C2 118.2(3) . . ?
C7 C6 C5 121.6(4) . . ?
C7 C6 Pd1 122.7(3) . . ?
C5 C6 Pd1 115.7(3) . . ?
C8 C7 C6 119.7(4) . . ?
C8 C7 H7A 120.1 . . ?
C6 C7 H7A 120.1 . . ?
C7 C8 C9 120.0(4) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C10 C9 C8 119.8(4) . . ?
C10 C9 H9A 120.1 . . ?
C8 C9 H9A 120.1 . . ?
C5 C10 C9 121.1(4) . . ?
C5 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
N1 C11 C12 121.7(4) . . ?
N1 C11 H11A 119.2 . . ?
C12 C11 H11A 119.2 . . ?
C11 C12 C13 119.1(4) . . ?
C11 C12 H12A 120.4 . . ?
C13 C12 H12A 120.4 . . ?
C12 C13 C14 119.4(4) . . ?
C12 C13 H13A 120.3 . . ?
C14 C13 H13A 120.3 . . ?
C13 C14 C15 118.4(4) . . ?
C13 C14 H14A 120.8 . . ?
C15 C14 H14A 120.8 . . ?
N1 C15 C14 121.9(4) . . ?
N1 C15 C16 116.8(3) . . ?
C14 C15 C16 121.0(3) . . ?
C15 C16 N2 114.5(3) . . ?
C15 C16 H16A 108.6 . . ?
N2 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
N2 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
N2 C17 C18 114.6(3) . . ?
N2 C17 H17A 108.6 . . ?
C18 C17 H17A 108.6 . . ?
N2 C17 H17B 108.6 . . ?
C18 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C19 C18 C17 110.9(4) . . ?
C19 C18 H18A 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
O1 C19 C18 108.5(3) . . ?
O1 C19 H19A 110.0 . . ?
C18 C19 H19A 110.0 . . ?
O1 C19 H19B 110.0 . . ?
C18 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
O1 C20 H20A 109.5 . . ?
O1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C22 114.8(3) . . ?
N2 C21 H21A 108.6 . . ?
C22 C21 H21A 108.6 . . ?
N2 C21 H21B 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.5 . . ?
N3 C22 C23 122.3(4) . . ?
N3 C22 C21 115.9(3) . . ?
C23 C22 C21 121.5(4) . . ?
C22 C23 C24 118.1(4) . . ?
C22 C23 H23A 120.9 . . ?
C24 C23 H23A 120.9 . . ?
C25 C24 C23 120.0(4) . . ?
C25 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C24 C25 C26 118.7(4) . . ?
C24 C25 H25A 120.7 . . ?
C26 C25 H25A 120.7 . . ?
N3 C26 C25 121.6(4) . . ?
N3 C26 H26A 119.2 . . ?
C25 C26 H26A 119.2 . . ?
F5 P1 F6 95.3(4) . . ?
F5 P1 F1 91.8(6) . . ?
F6 P1 F1 94.4(3) . . ?
F5 P1 F2 92.6(3) . . ?
F6 P1 F2 88.4(4) . . ?
F1 P1 F2 174.6(7) . . ?
F5 P1 F4 90.2(4) . . ?
F6 P1 F4 174.2(4) . . ?
F1 P1 F4 87.5(3) . . ?
F2 P1 F4 89.3(4) . . ?
F5 P1 F3 176.7(4) . . ?
F6 P1 F3 88.0(4) . . ?
F1 P1 F3 88.5(6) . . ?
F2 P1 F3 86.9(3) . . ?
F4 P1 F3 86.6(3) . . ?
F4' P1' F3' 101.2(10) . . ?
F4' P1' F2' 97.2(7) . . ?
F3' P1' F2' 96.7(6) . . ?
F4' P1' F1' 96.3(8) . . ?
F3' P1' F1' 87.2(8) . . ?
F2' P1' F1' 164.9(11) . . ?
F4' P1' F5' 90.4(9) . . ?
F3' P1' F5' 168.2(10) . . ?
F2' P1' F5' 84.1(6) . . ?
F1' P1' F5' 89.2(8) . . ?
F4' P1' F6' 172.2(10) . . ?
F3' P1' F6' 86.5(9) . . ?
F2' P1' F6' 83.2(6) . . ?
F1' P1' F6' 82.5(8) . . ?
F5' P1' F6' 81.9(9) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 C1 C2 C5 10.4(4) . . . . ?
Pd1 C1 C2 C4 132.7(3) . . . . ?
Pd1 C1 C2 C3 -108.3(3) . . . . ?
C4 C2 C5 C10 52.5(5) . . . . ?
C3 C2 C5 C10 -67.6(5) . . . . ?
C1 C2 C5 C10 173.0(4) . . . . ?
C4 C2 C5 C6 -130.8(4) . . . . ?
C3 C2 C5 C6 109.1(4) . . . . ?
C1 C2 C5 C6 -10.3(4) . . . . ?
C10 C5 C6 C7 2.9(5) . . . . ?
C2 C5 C6 C7 -174.0(3) . . . . ?
C10 C5 C6 Pd1 -177.6(3) . . . . ?
C2 C5 C6 Pd1 5.5(4) . . . . ?
C5 C6 C7 C8 -0.8(6) . . . . ?
Pd1 C6 C7 C8 179.7(3) . . . . ?
C6 C7 C8 C9 -0.8(6) . . . . ?
C7 C8 C9 C10 0.4(6) . . . . ?
C6 C5 C10 C9 -3.4(6) . . . . ?
C2 C5 C10 C9 173.3(4) . . . . ?
C8 C9 C10 C5 1.8(6) . . . . ?
C15 N1 C11 C12 2.0(6) . . . . ?
Pd1 N1 C11 C12 172.7(3) . . . . ?
N1 C11 C12 C13 -0.6(6) . . . . ?
C11 C12 C13 C14 -1.0(6) . . . . ?
C12 C13 C14 C15 1.2(7) . . . . ?
C11 N1 C15 C14 -1.9(6) . . . . ?
Pd1 N1 C15 C14 -173.9(3) . . . . ?
C11 N1 C15 C16 -175.9(3) . . . . ?
Pd1 N1 C15 C16 12.0(4) . . . . ?
C13 C14 C15 N1 0.3(6) . . . . ?
C13 C14 C15 C16 174.1(4) . . . . ?
N1 C15 C16 N2 -31.5(5) . . . . ?
C14 C15 C16 N2 154.4(4) . . . . ?
C21 N2 C16 C15 -82.5(4) . . . . ?
C17 N2 C16 C15 158.2(3) . . . . ?
Pd1 N2 C16 C15 32.9(4) . . . . ?
C21 N2 C17 C18 -66.7(4) . . . . ?
C16 N2 C17 C18 54.8(4) . . . . ?
Pd1 N2 C17 C18 174.0(3) . . . . ?
N2 C17 C18 C19 172.5(3) . . . . ?
C20 O1 C19 C18 -166.6(4) . . . . ?
C17 C18 C19 O1 -66.9(5) . . . . ?
C17 N2 C21 C22 -155.5(3) . . . . ?
C16 N2 C21 C22 85.6(4) . . . . ?
Pd1 N2 C21 C22 -30.1(4) . . . . ?
C26 N3 C22 C23 0.5(6) . . . . ?
Pd1 N3 C22 C23 168.6(3) . . . . ?
C26 N3 C22 C21 174.5(4) . . . . ?
Pd1 N3 C22 C21 -17.4(4) . . . . ?
N2 C21 C22 N3 33.4(5) . . . . ?
N2 C21 C22 C23 -152.5(4) . . . . ?
N3 C22 C23 C24 -0.3(6) . . . . ?
C21 C22 C23 C24 -174.0(4) . . . . ?
C22 C23 C24 C25 0.7(6) . . . . ?
C23 C24 C25 C26 -1.2(7) . . . . ?
C22 N3 C26 C25 -1.0(6) . . . . ?
Pd1 N3 C26 C25 -167.2(3) . . . . ?
C24 C25 C26 N3 1.3(7) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11A Cl1 0.95 2.86 3.426(4) 119.3 . yes
C19 H19B Cl1 0.99 2.75 3.581(4) 141.4 1_455 yes
C21 H21B F2'^b 0.99 2.57 3.400(11) 140.7 4_456 yes
C21 H21A F1^a 0.99 2.54 3.399(14) 144.5 1_455 yes
C21 H21A F1'^b 0.99 2.54 3.41(2) 147.3 1_455 yes
C23 H23A F4^a 0.95 2.64 3.517(7) 154.3 1_455 yes
C23 H23A F5'^b 0.95 2.32 3.216(14) 156.7 1_455 yes
C25 H25A F2^a 0.95 2.53 3.475(9) 173.1 . yes
C25 H25A F6^a 0.95 2.50 3.197(7) 129.9 . yes
C25 H25A F2'^b 0.95 2.39 3.340(15) 174.5 . yes
C25 H25A F6'^b 0.95 2.60 3.277(16) 128.2 . yes
C26 H26A Cl1 0.95 2.88 3.446(5) 119.5 . yes
_refine_diff_density_max         1.553
_refine_diff_density_min         -2.232
_refine_diff_density_rms         0.114
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measurement_device       'κ-geometry diffractometer'
#===END




