# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_096-097_cpii
_database_code_depnum_ccdc_archive 'CCDC 2523472'
loop_
_audit_author_name
_audit_author_address
'Sergey Baykov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-03-13 downloaded from the CCDC.
;
_audit_creation_date             2025-12-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F3 I3, C12 H14 N4 O4 Pd'
_chemical_formula_sum            'C18 H14 F3 I3 N4 O4 Pd'
_chemical_formula_weight         894.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Pd '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   4.27490(10)
_cell_length_b                   17.9506(4)
_cell_length_c                   30.5282(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.086(2)
_cell_angle_gamma                90
_cell_volume                     2342.64(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5741
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      79.4130
_cell_measurement_theta_min      2.8990
_shelx_estimated_absorpt_T_max   0.209
_shelx_estimated_absorpt_T_min   0.083
_exptl_absorpt_coefficient_mu    37.962
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1656
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0841
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            9146
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.467
_diffrn_reflns_theta_max         67.467
_diffrn_reflns_theta_min         2.895
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  67.00   0.50    1.00    --  113.25 -61.00-180.00   50
  2  ω     43.00  70.00   0.50    1.00    --  113.25 -61.00 -90.00   54
  3  ω     45.00  70.00   0.50    1.00    --  113.25 -61.00  90.00   50
  4  ω     13.00  93.00   0.50    0.25    --   47.39-125.00 120.00  160
  5  ω    -27.00  26.00   0.50    0.25    --   47.39 -19.00   0.00  106
  6  ω    -64.00  25.00   0.50    0.25    --  -47.39  62.00 117.00  178
  7  ω    -64.00  25.00   0.50    0.25    --  -47.39  62.00 117.00  178
  8  ω   -100.00 -39.00   0.50    1.00    -- -106.00  77.00   0.00  122
  9  ω    -73.00 -33.00   0.50    1.00    -- -106.00  62.00 117.00   80
 10  ω   -106.00 -70.00   0.50    1.00    -- -106.00  77.00   0.00   72
 11  ω    -67.00 -37.00   0.50    1.00    -- -106.00  61.00  90.00   60
 12  ω   -103.00 -76.00   0.50    1.00    -- -106.00  77.00 -60.00   54
 13  ω    -71.00 -33.00   0.50    1.00    -- -106.00  77.00 -60.00   76
 14  ω    -26.00  28.00   0.50    0.25    --  -47.39  19.00-150.00  108
 15  ω   -177.00 -85.00   0.50    1.00    -- -106.00-102.00-109.00  184
 16  ω   -177.00 -88.00   0.50    1.00    -- -106.00 -64.00 128.00  178
 17  ω   -177.00 -88.00   0.50    1.00    -- -106.00 -64.00 128.00  178
 18  ω     81.00 107.00   0.50    0.25    --   47.39  19.00 -90.00   52
 19  ω    -19.00   7.00   0.50    0.25    --   47.39 -19.00 -30.00   52
 20  ω    -76.00 -39.00   0.50    1.00    -- -106.00  77.00-150.00   74
 21  ω   -124.00 -94.00   0.50    1.00    -- -106.00 -45.00  90.00   60
 22  ω    -71.00 -46.00   0.50    1.00    -- -106.00  61.00  30.00   50
 23  ω   -106.00 -80.00   0.50    1.00    -- -106.00  77.00-150.00   52
 24  ω   -171.00-146.00   0.50    1.00    -- -106.00 -45.00  90.00   50
 25  ω     42.00  67.00   0.50    1.00    --  113.25 -61.00 120.00   50
 26  ω     85.00 134.00   0.50    1.00    --  113.25 102.00  -5.00   98
 27  ω     99.00 137.00   0.50    1.00    --  113.25  61.00-180.00   76
 28  ω    138.00 164.00   0.50    1.00    --  113.25 102.00  -5.00   52
 29  ω     42.00  67.00   0.50    1.00    --  113.25 -61.00-150.00   50
 30  ω    110.00 177.00   0.50    1.00    --  113.25  45.00 150.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1720574000
_diffrn_orient_matrix_UB_12      0.0441080000
_diffrn_orient_matrix_UB_13      0.0358919000
_diffrn_orient_matrix_UB_21      -0.1984840000
_diffrn_orient_matrix_UB_22      -0.0693346000
_diffrn_orient_matrix_UB_23      0.0107572000
_diffrn_orient_matrix_UB_31      0.2467391000
_diffrn_orient_matrix_UB_32      -0.0247943000
_diffrn_orient_matrix_UB_33      0.0337885000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1799
_reflns_number_total             2057
_reflns_odcompleteness_completeness 97.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     70.93
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.136a 64-bit (release 23-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.894
_refine_diff_density_min         -1.602
_refine_diff_density_rms         0.240
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0801P)²+9.7142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1249
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3)
1.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1S I 0.61894(12) 0.43597(3) 0.66667(2) 0.0224(2) Uani 1 1 d . . . . .
Pd1 Pd -0.250000 0.250000 0.500000 0.0200(2) Uani 1 2 d S . P . .
I2S I 1.000000 0.72814(4) 0.750000 0.0381(3) Uani 1 2 d S T P . .
F1S F 1.000000 0.3836(3) 0.750000 0.0249(14) Uani 1 2 d S T P . .
F2S F 0.6883(12) 0.6092(3) 0.68700(14) 0.0285(11) Uani 1 1 d . . . . .
O1 O -0.2227(16) 0.3191(3) 0.44975(19) 0.0330(14) Uani 1 1 d . . . . .
O2 O 0.3485(16) 0.4107(4) 0.5495(2) 0.0338(14) Uani 1 1 d . . . . .
N1 N 0.0285(18) 0.3163(4) 0.5372(2) 0.0249(15) Uani 1 1 d . . . . .
N2 N 0.337(2) 0.3662(4) 0.5883(2) 0.0351(18) Uani 1 1 d . . . . .
C3S C 1.000000 0.6116(6) 0.750000 0.025(2) Uani 1 2 d S T P . .
C2S C 0.8458(19) 0.5719(4) 0.7183(3) 0.0210(17) Uani 1 1 d . . . . .
C1S C 0.8368(19) 0.4939(4) 0.7170(2) 0.0200(16) Uani 1 1 d . . . . .
C4 C 0.154(2) 0.3778(5) 0.5200(3) 0.0289(19) Uani 1 1 d . . . . .
C2 C -0.072(2) 0.3815(4) 0.4475(3) 0.0280(19) Uani 1 1 d . . . . .
C6 C 0.078(2) 0.2568(5) 0.6139(3) 0.0299(19) Uani 1 1 d . . . . .
H6A H -0.173807 0.257507 0.620406 0.045 Uiso 1 1 calc R U . . .
H6B H 0.205249 0.270720 0.644007 0.045 Uiso 1 1 calc R U . . .
H6C H 0.147370 0.201149 0.602862 0.045 Uiso 1 1 calc R U . . .
C4S C 1.000000 0.4589(6) 0.750000 0.026(3) Uani 1 2 d S T P . .
C5 C 0.153(2) 0.3123(4) 0.5794(3) 0.0289(19) Uani 1 1 d . . . . .
C3 C 0.112(2) 0.4109(5) 0.4793(3) 0.0295(19) Uani 1 1 d . . . . .
H3 H 0.232415 0.462871 0.472656 0.035 Uiso 1 1 calc R U . . .
C1 C -0.127(3) 0.4234(6) 0.4057(3) 0.040(2) Uani 1 1 d . . . . .
H1A H -0.078983 0.386898 0.377783 0.059 Uiso 1 1 calc R U . . .
H1B H 0.028268 0.471844 0.404464 0.059 Uiso 1 1 calc R U . . .
H1C H -0.370881 0.442046 0.404345 0.059 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
I1S C1S 2.074(8) . ?
Pd1 O1 1.976(6) 7_456 ?
Pd1 O1 1.976(6) . ?
Pd1 N1 2.030(7) . ?
Pd1 N1 2.030(7) 7_456 ?
I2S C3S 2.091(11) . ?
F1S C4S 1.352(13) . ?
F2S C2S 1.346(9) . ?
O1 C2 1.295(11) . ?
O2 N2 1.428(10) . ?
O2 C4 1.362(11) . ?
N1 C4 1.335(11) . ?
N1 C5 1.395(11) . ?
N2 C5 1.273(13) . ?
C3S C2S 1.370(10) 2_756 ?
C3S C2S 1.370(10) . ?
C2S C1S 1.402(10) . ?
C1S C4S 1.378(10) . ?
C4 C3 1.387(12) . ?
C2 C3 1.356(14) . ?
C2 C1 1.499(12) . ?
C6 H6A 1.0950 . ?
C6 H6B 1.0950 . ?
C6 H6C 1.0950 . ?
C6 C5 1.487(12) . ?
C3 H3 1.0850 . ?
C1 H1A 1.0950 . ?
C1 H1B 1.0950 . ?
C1 H1C 1.0950 . ?

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
O1 Pd1 O1 180.0 . 7_456 ?
O1 Pd1 N1 91.8(3) 7_456 7_456 ?
O1 Pd1 N1 91.8(3) . . ?
O1 Pd1 N1 88.2(3) . 7_456 ?
O1 Pd1 N1 88.2(3) 7_456 . ?
N1 Pd1 N1 180.0 7_456 . ?
C2 O1 Pd1 127.9(6) . . ?
C4 O2 N2 106.5(7) . . ?
C4 N1 Pd1 120.0(6) . . ?
C4 N1 C5 104.7(7) . . ?
C5 N1 Pd1 135.2(6) . . ?
C5 N2 O2 105.8(7) . . ?
C2S C3S I2S 121.4(5) . . ?
C2S C3S I2S 121.4(5) 2_756 . ?
C2S C3S C2S 117.3(10) . 2_756 ?
F2S C2S C3S 118.9(7) . . ?
F2S C2S C1S 117.5(7) . . ?
C3S C2S C1S 123.7(8) . . ?
C2S C1S I1S 122.4(6) . . ?
C4S C1S I1S 122.6(6) . . ?
C4S C1S C2S 114.9(7) . . ?
O2 C4 C3 119.0(8) . . ?
N1 C4 O2 110.0(7) . . ?
N1 C4 C3 130.9(8) . . ?
O1 C2 C3 125.9(8) . . ?
O1 C2 C1 113.7(8) . . ?
C3 C2 C1 120.3(8) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
F1S C4S C1S 117.2(5) . . ?
F1S C4S C1S 117.2(5) . 2_756 ?
C1S C4S C1S 125.7(10) . 2_756 ?
N1 C5 C6 127.3(8) . . ?
N2 C5 N1 113.0(8) . . ?
N2 C5 C6 119.5(8) . . ?
C4 C3 H3 118.4 . . ?
C2 C3 C4 123.2(8) . . ?
C2 C3 H3 118.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
I1S C1S C4S F1S -3.5(6) . . . . ?
I1S C1S C4S C1S 176.5(6) . . . 2_756 ?
Pd1 O1 C2 C3 3.2(13) . . . . ?
Pd1 O1 C2 C1 -174.4(6) . . . . ?
Pd1 N1 C4 O2 -175.7(5) . . . . ?
Pd1 N1 C4 C3 5.5(13) . . . . ?
Pd1 N1 C5 N2 175.7(6) . . . . ?
Pd1 N1 C5 C6 -8.7(14) . . . . ?
I2S C3S C2S F2S -0.8(8) . . . . ?
I2S C3S C2S C1S -179.6(6) . . . . ?
F2S C2S C1S I1S 4.3(10) . . . . ?
F2S C2S C1S C4S -179.5(6) . . . . ?
O1 C2 C3 C4 -2.4(15) . . . . ?
O2 N2 C5 N1 -1.3(10) . . . . ?
O2 N2 C5 C6 -177.3(8) . . . . ?
O2 C4 C3 C2 178.7(9) . . . . ?
N1 C4 C3 C2 -2.6(16) . . . . ?
N2 O2 C4 N1 -1.0(9) . . . . ?
N2 O2 C4 C3 178.0(8) . . . . ?
C3S C2S C1S I1S -176.9(5) . . . . ?
C3S C2S C1S C4S -0.7(10) . . . . ?
C2S C3S C2S F2S 179.2(8) 2_756 . . . ?
C2S C3S C2S C1S 0.4(6) 2_756 . . . ?
C2S C1S C4S F1S -179.7(5) . . . . ?
C2S C1S C4S C1S 0.3(5) . . . 2_756 ?
C4 O2 N2 C5 1.4(9) . . . . ?
C4 N1 C5 N2 0.7(10) . . . . ?
C4 N1 C5 C6 176.3(9) . . . . ?
C5 N1 C4 O2 0.2(9) . . . . ?
C5 N1 C4 C3 -178.6(9) . . . . ?
C1 C2 C3 C4 175.1(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.635
_oxdiff_exptl_absorpt_empirical_full_min 0.436
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,2-dichloroethane'
####################################################################### 
# 
# 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_ask-9
_database_code_depnum_ccdc_archive 'CCDC 2523474'
loop_
_audit_author_name
_audit_author_address
'Sergey Baykov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-03-13 downloaded from the CCDC.
;
_audit_creation_date             2025-12-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F4 I2, C22 H18 N4 O4 Pd'
_chemical_formula_sum            'C28 H18 F4 I2 N4 O4 Pd'
_chemical_formula_weight         910.66
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H18 F8 I4 N4 O4 Pd '
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'
I I -0.4742 1.8119 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.0196(2)
_cell_length_b                   10.5726(5)
_cell_length_c                   11.3896(5)
_cell_angle_alpha                80.628(4)
_cell_angle_beta                 88.278(3)
_cell_angle_gamma                76.719(4)
_cell_volume                     696.04(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6400
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.2380
_cell_measurement_theta_min      3.5840
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.700
_exptl_absorpt_coefficient_mu    2.955
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             434
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13876
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.999
_diffrn_reflns_theta_min         3.478
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  15.00   1.00   31.40    --  -16.78 -77.00-180.00   37
  2  ω   -103.00 -61.00   1.00   31.40    --  -16.78-178.00  60.00   42
  3  ω    -38.00  16.00   1.00   31.40    --  -16.78 -77.00  30.00   54
  4  ω     39.00  67.00   1.00   31.40    --   18.97 178.00 120.00   28
  5  ω     39.00  69.00   1.00   31.40    --   18.97 178.00-120.00   30
  6  ω     -6.00  92.00   1.00   31.40    --   18.97  38.00  30.00   98
  7  ω     -6.00  93.00   1.00   31.40    --   18.97  38.00 -60.00   99
  8  ω    -17.00  52.00   1.00   31.40    --   18.97 -77.00 -60.00   69
  9  ω    -43.00  28.00   1.00   31.40    --   18.97 -38.00-150.00   71
 10  ω      2.00  91.00   1.00   31.40    --   18.97  38.00-180.00   89
 11  ω     40.00  67.00   1.00   31.40    --   18.97-111.00-153.00   27
 12  ω      3.00  60.00   1.00   31.40    --   18.97 -99.00  90.00   57
 13  ω    -57.00 -13.00   1.00   31.40    --   18.97 -19.00   0.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0519917000
_diffrn_orient_matrix_UB_12      -0.0613166000
_diffrn_orient_matrix_UB_13      -0.0175070000
_diffrn_orient_matrix_UB_21      -0.0381513000
_diffrn_orient_matrix_UB_22      0.0253791000
_diffrn_orient_matrix_UB_23      -0.0593146000
_diffrn_orient_matrix_UB_31      0.1024695000
_diffrn_orient_matrix_UB_32      0.0217498000
_diffrn_orient_matrix_UB_33      -0.0126297000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3173
_reflns_number_total             3701
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.433
_refine_diff_density_min         -1.610
_refine_diff_density_rms         0.197
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3701
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0397
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0534P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1026
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C7(H7), C11(H11), C10(H10), C8(H8)
1.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1S I -0.02186(4) 0.84162(2) 0.67960(2) 0.01831(10) Uani 1 1 d . . . . .
Pd1 Pd 1.000000 0.500000 1.000000 0.01373(11) Uani 1 2 d S . P . .
F1S F -0.1353(4) 0.8464(2) 0.4069(2) 0.0235(5) Uani 1 1 d . . . . .
F2S F -0.4985(4) 0.9654(3) 0.2687(2) 0.0246(5) Uani 1 1 d . . . . .
O2 O 0.4372(5) 0.8010(3) 0.9039(3) 0.0220(6) Uani 1 1 d . . . . .
O1 O 1.0933(5) 0.6465(3) 1.0601(2) 0.0189(6) Uani 1 1 d . . . . .
N1 N 0.7238(6) 0.6260(3) 0.9188(3) 0.0164(7) Uani 1 1 d . . . . .
N2 N 0.3933(6) 0.7204(4) 0.8225(3) 0.0212(8) Uani 1 1 d . . . . .
C1S C -0.3075(7) 0.9352(4) 0.5732(4) 0.0168(8) Uani 1 1 d . . . . .
C2S C -0.3154(7) 0.9216(4) 0.4544(4) 0.0173(8) Uani 1 1 d . . . . .
C6 C 0.5869(7) 0.5205(4) 0.7546(4) 0.0166(8) Uani 1 1 d . . . . .
C5 C 0.5663(7) 0.6206(4) 0.8349(3) 0.0162(8) Uani 1 1 d . . . . .
C4 C 0.6409(6) 0.7411(4) 0.9562(3) 0.0166(8) Uani 1 1 d . . . . .
C3S C -0.5026(7) 0.9839(4) 0.3837(4) 0.0174(8) Uani 1 1 d . . . . .
C3 C 0.7397(7) 0.8055(4) 1.0315(4) 0.0191(8) Uani 1 1 d . . . . .
H3 H 0.638359 0.894395 1.059231 0.023 Uiso 1 1 calc R U . . .
C9 C 0.6072(7) 0.3491(4) 0.5915(4) 0.0208(9) Uani 1 1 d . . . . .
H9 H 0.614523 0.282342 0.527761 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4110(7) 0.4572(4) 0.7484(4) 0.0202(8) Uani 1 1 d . . . . .
H7 H 0.264627 0.474964 0.806362 0.024 Uiso 1 1 calc R U . . .
C11 C 0.7751(7) 0.4983(4) 0.6796(4) 0.0185(8) Uani 1 1 d . . . . .
H11 H 0.913961 0.546750 0.685558 0.022 Uiso 1 1 calc R U . . .
C2 C 0.9634(7) 0.7588(4) 1.0717(3) 0.0174(8) Uani 1 1 d . . . . .
C10 C 0.7832(7) 0.4137(4) 0.5974(4) 0.0200(8) Uani 1 1 d . . . . .
H10 H 0.927068 0.397848 0.537620 0.024 Uiso 1 1 calc R U . . .
C1 C 1.0724(7) 0.8461(4) 1.1324(4) 0.0219(9) Uani 1 1 d . . . . .
H1A H 1.167157 0.787953 1.211168 0.033 Uiso 1 1 calc R U . . .
H1B H 0.939642 0.925648 1.159170 0.033 Uiso 1 1 calc R U . . .
H1C H 1.189513 0.888164 1.070795 0.033 Uiso 1 1 calc R U . . .
C8 C 0.4231(7) 0.3707(4) 0.6674(4) 0.0224(9) Uani 1 1 d . . . . .
H8 H 0.287035 0.319606 0.663642 0.027 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
I1S C1S 2.087(4) . ?
Pd1 O1 1.988(3) . ?
Pd1 O1 1.988(3) 2_767 ?
Pd1 N1 2.017(3) 2_767 ?
Pd1 N1 2.017(3) . ?
F1S C2S 1.345(4) . ?
F2S C3S 1.354(4) . ?
O2 N2 1.425(4) . ?
O2 C4 1.350(5) . ?
O1 C2 1.287(5) . ?
N1 C5 1.382(5) . ?
N1 C4 1.338(5) . ?
N2 C5 1.294(6) . ?
C1S C2S 1.387(6) . ?
C1S C3S 1.390(6) 2_476 ?
C2S C3S 1.376(6) . ?
C6 C5 1.489(6) . ?
C6 C7 1.386(5) . ?
C6 C11 1.398(5) . ?
C4 C3 1.400(6) . ?
C3 H3 1.0850 . ?
C3 C2 1.388(6) . ?
C9 H9 1.0850 . ?
C9 C10 1.395(6) . ?
C9 C8 1.385(6) . ?
C7 H7 1.0850 . ?
C7 C8 1.390(6) . ?
C11 H11 1.0850 . ?
C11 C10 1.388(6) . ?
C2 C1 1.508(5) . ?
C10 H10 1.0850 . ?
C1 H1A 1.0950 . ?
C1 H1B 1.0950 . ?
C1 H1C 1.0950 . ?
C8 H8 1.0850 . ?

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
O1 Pd1 O1 180.0 2_767 . ?
O1 Pd1 N1 89.16(13) . 2_767 ?
O1 Pd1 N1 90.84(13) 2_767 2_767 ?
O1 Pd1 N1 89.16(13) 2_767 . ?
O1 Pd1 N1 90.84(13) . . ?
N1 Pd1 N1 180.0 . 2_767 ?
C4 O2 N2 107.1(3) . . ?
C2 O1 Pd1 126.4(3) . . ?
C5 N1 Pd1 135.6(3) . . ?
C4 N1 Pd1 119.8(3) . . ?
C4 N1 C5 104.2(3) . . ?
C5 N2 O2 104.5(4) . . ?
C2S C1S I1S 121.4(3) . . ?
C2S C1S C3S 116.4(4) . 2_476 ?
C3S C1S I1S 122.2(3) 2_476 . ?
F1S C2S C1S 119.3(4) . . ?
F1S C2S C3S 119.1(4) . . ?
C3S C2S C1S 121.6(4) . . ?
C7 C6 C5 119.7(4) . . ?
C7 C6 C11 120.3(4) . . ?
C11 C6 C5 119.9(4) . . ?
N1 C5 C6 127.0(4) . . ?
N2 C5 N1 113.6(4) . . ?
N2 C5 C6 119.1(4) . . ?
O2 C4 C3 119.6(4) . . ?
N1 C4 O2 110.5(3) . . ?
N1 C4 C3 129.8(4) . . ?
F2S C3S C1S 119.8(4) . 2_476 ?
F2S C3S C2S 118.2(4) . . ?
C2S C3S C1S 122.0(4) . 2_476 ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.9(4) . . ?
C2 C3 H3 119.1 . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(4) . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.6(4) . . ?
C8 C7 H7 120.2 . . ?
C6 C11 H11 120.2 . . ?
C10 C11 C6 119.6(4) . . ?
C10 C11 H11 120.2 . . ?
O1 C2 C3 126.0(4) . . ?
O1 C2 C1 115.2(4) . . ?
C3 C2 C1 118.7(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.3(4) . . ?
C11 C10 H10 119.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?

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
I1S C1S C2S F1S 0.1(5) . . . . ?
I1S C1S C2S C3S -179.5(3) . . . . ?
Pd1 O1 C2 C3 -8.1(6) . . . . ?
Pd1 O1 C2 C1 173.4(2) . . . . ?
Pd1 N1 C5 N2 169.6(3) . . . . ?
Pd1 N1 C5 C6 -15.7(6) . . . . ?
Pd1 N1 C4 O2 -170.2(2) . . . . ?
Pd1 N1 C4 C3 14.0(6) . . . . ?
F1S C2S C3S F2S 0.8(6) . . . . ?
F1S C2S C3S C1S -178.9(3) . . . 2_476 ?
O2 N2 C5 N1 0.4(5) . . . . ?
O2 N2 C5 C6 -174.8(3) . . . . ?
O2 C4 C3 C2 -169.2(4) . . . . ?
N1 C4 C3 C2 6.3(7) . . . . ?
N2 O2 C4 N1 -3.1(4) . . . . ?
N2 O2 C4 C3 173.1(3) . . . . ?
C1S C2S C3S F2S -179.7(4) . . . . ?
C1S C2S C3S C1S 0.7(7) . . . 2_476 ?
C6 C7 C8 C9 -1.2(7) . . . . ?
C6 C11 C10 C9 -1.4(6) . . . . ?
C5 N1 C4 O2 3.3(4) . . . . ?
C5 N1 C4 C3 -172.5(4) . . . . ?
C5 C6 C7 C8 175.5(4) . . . . ?
C5 C6 C11 C10 -174.2(4) . . . . ?
C4 O2 N2 C5 1.6(4) . . . . ?
C4 N1 C5 N2 -2.3(5) . . . . ?
C4 N1 C5 C6 172.5(4) . . . . ?
C4 C3 C2 O1 -10.1(6) . . . . ?
C4 C3 C2 C1 168.3(4) . . . . ?
C3S C1S C2S F1S 178.9(3) 2_476 . . . ?
C3S C1S C2S C3S -0.7(6) 2_476 . . . ?
C7 C6 C5 N1 129.0(4) . . . . ?
C7 C6 C5 N2 -56.5(6) . . . . ?
C7 C6 C11 C10 1.0(6) . . . . ?
C11 C6 C5 N1 -55.8(6) . . . . ?
C11 C6 C5 N2 118.7(5) . . . . ?
C11 C6 C7 C8 0.3(6) . . . . ?
C10 C9 C8 C7 0.7(6) . . . . ?
C8 C9 C10 C11 0.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.001
_oxdiff_exptl_absorpt_empirical_full_min 0.699
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,2-dichloroethane'
####################################################################### 
# 
# 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_ei3
_database_code_depnum_ccdc_archive 'CCDC 2523473'
loop_
_audit_author_name
_audit_author_address
'Sergey Baykov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2026-01-16 deposited with the CCDC.	2026-03-13 downloaded from the CCDC.
;
_audit_creation_date             2025-12-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_chemical_formula_moiety         'C6 F4 I2, C14 H18 N4 O4 Pd'
_chemical_formula_sum            'C20 H18 F4 I2 N4 O4 Pd'
_chemical_formula_weight         814.608
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
I -0.43777 1.82087 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07120 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Pd -0.97750 1.01175 19.33190 15.50170 5.29537 0.60584 0.69866 7.98929 25.20520
76.89860 5.26593 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   5.2758(3)
_cell_length_b                   10.3940(13)
_cell_length_c                   11.6124(8)
_cell_angle_alpha                89.207(8)
_cell_angle_beta                 78.929(5)
_cell_angle_gamma                75.569(7)
_cell_volume                     604.83(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4195
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.2260
_cell_measurement_theta_min      4.0160
_exptl_absorpt_coefficient_mu    3.385
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.236
_exptl_crystal_description       prism
_exptl_crystal_F_000             384.476
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.9982
_diffrn_reflns_Laue_measured_fraction_max 0.8902
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6657
_diffrn_reflns_point_group_measured_fraction_full 0.9982
_diffrn_reflns_point_group_measured_fraction_max 0.8902
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         32.44
_diffrn_reflns_theta_min         3.58
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.8902
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  16.00   1.00   13.00    --  -16.78 -77.00 -30.00   51
  2  ω   -103.00 -66.00   1.00   13.00    --  -16.78 178.00-180.00   37
  3  ω   -103.00 -67.00   1.00   13.00    --  -16.78 178.00  30.00   36
  4  ω    -24.00   5.00   1.00   13.00    --  -16.78 -77.00 150.00   29
  5  ω    -38.00  -4.00   1.00   13.00    --   18.97 -77.00-150.00   34
  6  ω    -65.00 106.00   1.00   13.00    --   18.97   0.00-150.00  171
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3491
_reflns_number_total             3877
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.9485
_refine_diff_density_min         -0.8928
_refine_diff_density_rms         0.1503
_refine_ls_d_res_high            0.6625
_refine_ls_d_res_low             5.6945
_refine_ls_goodness_of_fit_ref   1.0689
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    13
_refine_ls_number_parameters     162
_refine_ls_number_reflns         3877
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0243
_refine_ls_restrained_S_all      1.0689
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0188P)²+0.2514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0538
_refine_ls_wR_factor_ref         0.0567
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b)
1.b Aromatic/amide H refined with riding coordinates:
 C3(H3)
1.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C7(H7a,H7b,H7c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I1S I 0.69477(3) 0.336803(16) 0.826986(12) 0.01833(5) Uani 1.000000 1 . . .
Pd1 Pd 0.0 0.0 0.5 0.01208(5) Uani 1.000000 2 S T P
F1S F 0.7370(3) 0.63812(16) 0.84111(13) 0.0273(3) Uani 1.000000 1 . . .
F2S F 1.0231(3) 0.23911(16) 1.02957(14) 0.0294(3) Uani 1.000000 1 . . .
O2 O 0.3184(3) 0.29365(18) 0.60497(14) 0.0195(3) Uani 1.000000 1 . . .
O1 O -0.1796(3) 0.15437(17) 0.41913(13) 0.0182(3) Uani 1.000000 1 . . .
N1 N 0.1870(3) 0.1136(2) 0.57774(15) 0.0137(3) Uani 1.000000 1 . . .
N2 N 0.4231(4) 0.1978(2) 0.68370(17) 0.0194(4) Uani 1.000000 1 . . .
C5 C 0.3390(4) 0.0956(3) 0.66540(18) 0.0160(4) Uani 1.000000 1 . . .
C2S C 1.0085(4) 0.3679(3) 1.0135(2) 0.0186(4) Uani 1.000000 1 . . .
C4 C 0.1779(4) 0.2367(2) 0.54610(19) 0.0160(4) Uani 1.000000 1 . . .
C1S C 0.8758(4) 0.4345(3) 0.93006(18) 0.0169(4) Uani 1.000000 1 . . .
C3S C 0.8686(4) 0.5676(3) 0.91866(19) 0.0182(4) Uani 1.000000 1 . . .
C6 C 0.4017(5) -0.0264(3) 0.7347(2) 0.0196(5) Uani 1.000000 1 . . .
H6a H 0.2154(5) -0.0521(3) 0.7737(2) 0.0235(5) Uiso 1.000000 1 R . .
H6b H 0.5242(5) -0.1091(3) 0.6754(2) 0.0235(5) Uiso 1.000000 1 R . .
C3 C 0.0443(4) 0.3132(2) 0.46473(19) 0.0176(4) Uani 1.000000 1 . . .
H3 H 0.0794(4) 0.4102(2) 0.44427(19) 0.0211(5) Uiso 1.000000 1 R . .
C2 C -0.1288(4) 0.2691(2) 0.41042(18) 0.0167(4) Uani 1.000000 1 . . .
C1 C -0.2854(5) 0.3616(3) 0.3332(2) 0.0252(5) Uani 1.000000 1 . . .
H1a H -0.255(3) 0.3133(7) 0.2466(6) 0.0378(8) Uiso 1.000000 1 GR . .
H1b H -0.4979(6) 0.3855(14) 0.3732(8) 0.0378(8) Uiso 1.000000 1 GR . .
H1c H -0.217(2) 0.4532(7) 0.3236(12) 0.0378(8) Uiso 1.000000 1 GR . .
C7 C 0.5486(6) -0.0092(3) 0.8317(2) 0.0335(7) Uani 1.000000 1 . . .
H7a H 0.738(2) 0.014(2) 0.7932(3) 0.0502(10) Uiso 1.000000 1 GR . .
H7b H 0.4255(18) 0.0720(14) 0.8924(10) 0.0502(10) Uiso 1.000000 1 GR . .
H7c H 0.589(4) -0.1014(7) 0.8794(12) 0.0502(10) Uiso 1.000000 1 GR . .


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
I1S C1S 2.081(2) . ?
Pd1 O1 1.9740(16) . ?
Pd1 O1 1.9740(16) 2_556 ?
Pd1 N1 2.0337(18) . ?
Pd1 N1 2.0337(18) 2_556 ?
F1S C3S 1.341(3) . ?
F2S C2S 1.334(3) . ?
O2 N2 1.424(3) . ?
O2 C4 1.338(3) . ?
O1 C2 1.285(3) . ?
N1 C5 1.396(3) . ?
N1 C4 1.318(3) . ?
N2 C5 1.284(3) . ?
C5 C6 1.493(3) . ?
C2S C1S 1.382(3) . ?
C2S C3S 1.385(3) 2_767 ?
C4 C3 1.406(3) . ?
C1S C3S 1.380(3) . ?
C6 H6a 1.0950 . ?
C6 H6b 1.0950 . ?
C6 C7 1.520(3) . ?
C3 H3 1.0850 . ?
C3 C2 1.371(3) . ?
C2 C1 1.509(3) . ?
C1 H1a 1.0950 . ?
C1 H1b 1.0950 . ?
C1 H1c 1.0950 . ?
C7 H7a 1.0950 . ?
C7 H7b 1.0950 . ?
C7 H7c 1.0950 . ?

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
O1 Pd1 O1 180.0 2_556 . ?
N1 Pd1 O1 88.43(7) . 2_556 ?
N1 Pd1 O1 91.57(7) . . ?
N1 Pd1 O1 91.57(7) 2_556 2_556 ?
N1 Pd1 O1 88.43(7) 2_556 . ?
N1 Pd1 N1 180.0 2_556 . ?
C4 O2 N2 106.56(18) . . ?
C2 O1 Pd1 127.17(14) . 2_556 ?
C5 N1 Pd1 135.53(17) . . ?
C4 N1 Pd1 120.60(14) . . ?
C4 N1 C5 103.88(18) . . ?
C5 N2 O2 104.97(17) . . ?
N2 C5 N1 112.9(2) . . ?
C6 C5 N1 125.9(2) . . ?
C6 C5 N2 121.18(19) . . ?
C1S C2S F2S 120.4(2) . . ?
C3S C2S F2S 118.6(2) 2_767 . ?
C3S C2S C1S 121.0(2) 2_767 . ?
N1 C4 O2 111.62(19) . . ?
C3 C4 O2 117.9(2) . . ?
C3 C4 N1 130.4(2) . . ?
C2S C1S I1S 120.95(19) . . ?
C3S C1S I1S 121.90(16) . . ?
C3S C1S C2S 117.1(2) . . ?
C2S C3S F1S 118.4(2) 2_767 . ?
C1S C3S F1S 119.8(2) . . ?
C1S C3S C2S 121.8(2) . 2_767 ?
H6a C6 C5 109.03(12) . . ?
H6b C6 C5 109.03(12) . . ?
H6b C6 H6a 107.8 . . ?
C7 C6 C5 112.8(2) . . ?
C7 C6 H6a 109.03(15) . . ?
C7 C6 H6b 109.03(15) . . ?
H3 C3 C4 118.95(13) . . ?
C2 C3 C4 122.1(2) . . ?
C2 C3 H3 118.95(14) . . ?
C3 C2 O1 126.8(2) . . ?
C1 C2 O1 113.99(19) . . ?
C1 C2 C3 119.2(2) . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
H7a C7 C6 109.5 . . ?
H7b C7 C6 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C6 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 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
I1S C1S C2S F2S 0.05(18) . . . . ?
I1S C1S C2S C3S 179.32(16) . . . 2_767 ?
I1S C1S C3S F1S 1.48(18) . . . . ?
I1S C1S C3S C2S -179.32(17) . . . 2_767 ?
Pd1 O1 C2 C3 -6.6(2) . . . . ?
Pd1 O1 C2 C3 -6.6(2) 2_556 . . . ?
Pd1 O1 C2 C1 174.63(18) . . . . ?
Pd1 O1 C2 C1 174.63(18) 2_556 . . . ?
Pd1 N1 C5 N2 178.4(2) . . . . ?
Pd1 N1 C5 N2 178.4(2) 2_556 . . . ?
Pd1 N1 C5 C6 -2.3(2) . . . . ?
Pd1 N1 C5 C6 -2.3(2) 2_556 . . . ?
Pd1 N1 C4 O2 -178.35(15) 2_556 . . . ?
Pd1 N1 C4 O2 -178.35(15) . . . . ?
Pd1 N1 C4 C3 2.8(2) . . . . ?
Pd1 N1 C4 C3 2.8(2) 2_556 . . . ?
F1S C3S C2S F2S -1.0(2) . . 2_767 2_767 ?
F1S C3S C2S C1S 178.32(19) . . 2_767 2_767 ?
F1S C3S C1S C2S -178.3(2) . . . . ?
F2S C2S C1S C3S 179.9(2) . . . . ?
F2S C2S C3S C1S -179.82(19) . . 2_767 2_767 ?
O2 N2 C5 N1 1.05(17) . . . . ?
O2 N2 C5 C6 -178.29(15) . . . . ?
O2 C4 N1 C5 1.80(19) . . . . ?
O2 C4 C3 C2 -172.30(19) . . . . ?
O1 C2 C3 C4 -4.6(3) . . . . ?
N1 C5 C6 C7 -174.3(2) . . . . ?
N1 C4 C3 C2 6.5(3) . . . . ?
N2 C5 C6 C7 4.9(3) . . . . ?
C2S C1S C3S C2S 0.86(19) . . . 2_767 ?
C2S C3S C1S C2S 0.9(2) 2_767 . . . ?
C4 C3 C2 C1 174.1(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1,2-dichloroethane'
