# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1909291'
loop_
_audit_author_name
_audit_author_address
'Alexander Mikherdov'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2019-04-10 deposited with the CCDC.	2020-01-16 downloaded from the CCDC.
;
_audit_creation_date             2019-03-15
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 Cl I N5 Pd'
_chemical_formula_sum            'C24 H25 Cl I N5 Pd'
_chemical_formula_weight         652.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Pd2 C43 N12 Cl2 I'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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                   8.8377(6)
_cell_length_b                   11.5913(9)
_cell_length_c                   12.6874(11)
_cell_angle_alpha                68.122(8)
_cell_angle_beta                 86.872(7)
_cell_angle_gamma                80.728(6)
_cell_volume                     1190.32(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4202
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.5550
_cell_measurement_theta_min      3.0190
_shelx_estimated_absorpt_T_max   0.809
_shelx_estimated_absorpt_T_min   0.809
_exptl_absorpt_coefficient_mu    2.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11601
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.086
_diffrn_reflns_theta_min         2.787
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -95.00  -43.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      -22.4031  178.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
  2 omega    8.00   65.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       23.3406  -99.0000    0.0000 57

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   76.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       23.3406 -117.0000 -137.0000 68

#__ type_ start__ end____ width___ exp.time_
  4 omega    3.00   96.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       23.3406   19.0000  150.0000 93

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00   64.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       23.3406  -99.0000  120.0000 44

#__ type_ start__ end____ width___ exp.time_
  6 omega  -50.00   57.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       23.3406    0.0000  -60.0000 107
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0444071000
_diffrn_orient_matrix_UB_12      -0.0584759000
_diffrn_orient_matrix_UB_13      0.0048413000
_diffrn_orient_matrix_UB_21      0.0064269000
_diffrn_orient_matrix_UB_22      -0.0162982000
_diffrn_orient_matrix_UB_23      0.0594647000
_diffrn_orient_matrix_UB_31      -0.0678233000
_diffrn_orient_matrix_UB_32      -0.0276770000
_diffrn_orient_matrix_UB_33      0.0083734000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5393
_reflns_number_total             6611
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.51
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         6611
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.035
_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)+(0.0218P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C4(H4), C5(H5), C13(H13), C14(H14), C6(H6), C15(H15)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C8(H8A,H8B,H8C), C18(H18A,H18B,H18C), C9(H9A,H9B,H9C),
 C17(H17A,H17B,H17C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.42022(2) 0.40560(2) 0.19817(2) 0.01866(6) Uani 1 1 d . . . . .
Pd1 Pd 0.72603(2) 0.66076(2) 0.42123(2) 0.01194(6) Uani 1 1 d . . . . .
Cl1 Cl 0.76588(8) 0.86745(7) 0.37077(7) 0.02150(16) Uani 1 1 d . . . . .
N4 N 0.6761(2) 0.4865(2) 0.4379(2) 0.0116(5) Uani 1 1 d . . . . .
N3 N 0.5339(3) 0.6131(2) 0.2711(2) 0.0139(5) Uani 1 1 d . . . . .
N1 N 0.9351(3) 0.6221(2) 0.6338(2) 0.0153(5) Uani 1 1 d . . . . .
N5 N 0.6841(3) 0.2649(2) 0.5091(2) 0.0185(5) Uani 1 1 d . . . . .
N2 N 0.5420(3) 0.8232(2) 0.2214(2) 0.0158(5) Uani 1 1 d . . . . .
H2 H 0.582700 0.879464 0.234058 0.019 Uiso 1 1 calc R . . . .
C2 C 1.0156(3) 0.6297(3) 0.7233(3) 0.0154(6) Uani 1 1 d . . . . .
C19 C 0.5847(3) 0.4986(3) 0.3479(3) 0.0135(6) Uani 1 1 d . . . . .
C1 C 0.8636(3) 0.6247(3) 0.5592(3) 0.0168(6) Uani 1 1 d . . . . .
C20 C 0.5481(3) 0.3878(3) 0.3390(3) 0.0154(6) Uani 1 1 d . . . . .
C10 C 0.5868(3) 0.7051(3) 0.2893(3) 0.0141(6) Uani 1 1 d . . . . .
C22 C 0.7194(3) 0.3706(3) 0.5142(3) 0.0156(6) Uani 1 1 d . . . . .
C21 C 0.5987(3) 0.2730(3) 0.4210(3) 0.0177(6) Uani 1 1 d . . . . .
C4 C 1.1353(3) 0.5347(3) 0.9041(3) 0.0195(6) Uani 1 1 d . . . . .
H4 H 1.166231 0.464289 0.968509 0.023 Uiso 1 1 calc R . . . .
C24 C 0.8138(3) 0.3538(3) 0.6150(3) 0.0189(6) Uani 1 1 d . . . . .
H24A H 0.908185 0.386165 0.589601 0.028 Uiso 1 1 calc GR . . . .
H24B H 0.835679 0.266017 0.661316 0.028 Uiso 1 1 calc GR . . . .
H24C H 0.758004 0.398543 0.658766 0.028 Uiso 1 1 calc GR . . . .
C11 C 0.4334(3) 0.8686(3) 0.1293(3) 0.0143(6) Uani 1 1 d . . . . .
C7 C 1.0453(3) 0.7497(3) 0.7111(3) 0.0167(6) Uani 1 1 d . . . . .
C12 C 0.4590(3) 0.8325(3) 0.0354(3) 0.0166(6) Uani 1 1 d . . . . .
C3 C 1.0585(3) 0.5218(3) 0.8173(3) 0.0170(6) Uani 1 1 d . . . . .
C5 C 1.1661(3) 0.6508(3) 0.8957(3) 0.0213(7) Uani 1 1 d . . . . .
H5 H 1.217317 0.657949 0.954583 0.026 Uiso 1 1 calc R . . . .
C8 C 1.0209(3) 0.3960(3) 0.8255(3) 0.0197(6) Uani 1 1 d . . . . .
H8A H 0.913137 0.403386 0.812542 0.030 Uiso 1 1 calc GR . . . .
H8B H 1.047809 0.334566 0.899772 0.030 Uiso 1 1 calc GR . . . .
H8C H 1.077868 0.370174 0.769345 0.030 Uiso 1 1 calc GR . . . .
C18 C 0.5963(3) 0.7433(3) 0.0262(3) 0.0200(6) Uani 1 1 d . . . . .
H18A H 0.679782 0.748726 0.068657 0.030 Uiso 1 1 calc GR . . . .
H18B H 0.624923 0.764698 -0.052105 0.030 Uiso 1 1 calc GR . . . .
H18C H 0.572643 0.659101 0.056124 0.030 Uiso 1 1 calc GR . . . .
C13 C 0.3520(3) 0.8859(3) -0.0531(3) 0.0214(7) Uani 1 1 d . . . . .
H13 H 0.366270 0.864113 -0.116848 0.026 Uiso 1 1 calc R . . . .
C9 C 0.9988(3) 0.8628(3) 0.6073(3) 0.0213(7) Uani 1 1 d . . . . .
H9A H 1.051959 0.852304 0.542749 0.032 Uiso 1 1 calc GR . . . .
H9B H 1.024092 0.935914 0.616757 0.032 Uiso 1 1 calc GR . . . .
H9C H 0.890223 0.873127 0.595701 0.032 Uiso 1 1 calc GR . . . .
C17 C 0.2882(3) 1.0003(3) 0.2334(3) 0.0226(7) Uani 1 1 d . . . . .
H17A H 0.290346 0.928747 0.303190 0.034 Uiso 1 1 calc GR . . . .
H17B H 0.191750 1.054416 0.226296 0.034 Uiso 1 1 calc GR . . . .
H17C H 0.369984 1.045624 0.233678 0.034 Uiso 1 1 calc GR . . . .
C16 C 0.3078(3) 0.9570(3) 0.1353(3) 0.0175(6) Uani 1 1 d . . . . .
C14 C 0.2255(3) 0.9704(3) -0.0478(3) 0.0228(7) Uani 1 1 d . . . . .
H14 H 0.154164 1.003299 -0.106807 0.027 Uiso 1 1 calc R . . . .
C6 C 1.1213(3) 0.7565(3) 0.8006(3) 0.0204(7) Uani 1 1 d . . . . .
H6 H 1.142783 0.833920 0.796625 0.024 Uiso 1 1 calc R . . . .
C23 C 0.5657(3) 0.1503(3) 0.4202(3) 0.0240(7) Uani 1 1 d . . . . .
H23A H 0.635720 0.082478 0.470540 0.036 Uiso 1 1 calc GR . . . .
H23B H 0.577845 0.150174 0.344550 0.036 Uiso 1 1 calc GR . . . .
H23C H 0.462463 0.139818 0.444851 0.036 Uiso 1 1 calc GR . . . .
C15 C 0.2042(3) 1.0064(3) 0.0447(3) 0.0216(7) Uani 1 1 d . . . . .
H15 H 0.119357 1.064638 0.046695 0.026 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I001 C20 2.094(3) . ?
Pd1 Cl1 2.3191(8) . ?
Pd1 N4 2.068(2) . ?
Pd1 C1 2.059(3) . ?
Pd1 C10 1.990(3) . ?
N4 C19 1.386(3) . ?
N4 C22 1.339(4) . ?
N3 C19 1.343(4) . ?
N3 C10 1.328(3) . ?
N1 C2 1.409(4) . ?
N1 C1 1.156(4) . ?
N5 C22 1.337(4) . ?
N5 C21 1.349(4) . ?
N2 C10 1.325(4) . ?
N2 C11 1.437(3) . ?
C2 C7 1.408(4) . ?
C2 C3 1.384(4) . ?
C19 C20 1.420(4) . ?
C20 C21 1.371(4) . ?
C22 C24 1.500(4) . ?
C21 C23 1.501(4) . ?
C4 C3 1.390(4) . ?
C4 C5 1.380(4) . ?
C11 C12 1.399(4) . ?
C11 C16 1.404(4) . ?
C7 C9 1.490(4) . ?
C7 C6 1.383(4) . ?
C12 C18 1.492(4) . ?
C12 C13 1.395(4) . ?
C3 C8 1.512(4) . ?
C5 C6 1.381(4) . ?
C13 C14 1.380(4) . ?
C17 C16 1.500(4) . ?
C16 C15 1.393(4) . ?
C14 C15 1.379(5) . ?

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
N4 Pd1 Cl1 170.08(7) . . ?
C1 Pd1 Cl1 85.15(8) . . ?
C1 Pd1 N4 104.48(11) . . ?
C10 Pd1 Cl1 92.25(9) . . ?
C10 Pd1 N4 78.23(11) . . ?
C10 Pd1 C1 176.49(12) . . ?
C19 N4 Pd1 109.85(18) . . ?
C22 N4 Pd1 132.40(19) . . ?
C22 N4 C19 117.7(2) . . ?
C10 N3 C19 113.1(2) . . ?
C1 N1 C2 175.0(3) . . ?
C22 N5 C21 118.7(3) . . ?
C10 N2 C11 127.8(2) . . ?
C7 C2 N1 116.6(3) . . ?
C3 C2 N1 119.4(3) . . ?
C3 C2 C7 124.0(3) . . ?
N4 C19 C20 118.4(3) . . ?
N3 C19 N4 120.1(2) . . ?
N3 C19 C20 121.5(3) . . ?
N1 C1 Pd1 170.4(3) . . ?
C19 C20 I001 118.3(2) . . ?
C21 C20 I001 122.1(2) . . ?
C21 C20 C19 119.6(3) . . ?
N3 C10 Pd1 118.6(2) . . ?
N2 C10 Pd1 122.2(2) . . ?
N2 C10 N3 119.2(3) . . ?
N4 C22 C24 119.4(3) . . ?
N5 C22 N4 125.1(3) . . ?
N5 C22 C24 115.5(3) . . ?
N5 C21 C20 120.4(3) . . ?
N5 C21 C23 115.7(3) . . ?
C20 C21 C23 123.9(3) . . ?
C5 C4 C3 120.8(3) . . ?
C12 C11 N2 121.0(3) . . ?
C12 C11 C16 122.4(3) . . ?
C16 C11 N2 116.5(3) . . ?
C2 C7 C9 122.0(3) . . ?
C6 C7 C2 116.1(3) . . ?
C6 C7 C9 121.9(3) . . ?
C11 C12 C18 122.6(3) . . ?
C13 C12 C11 117.4(3) . . ?
C13 C12 C18 120.0(3) . . ?
C2 C3 C4 117.1(3) . . ?
C2 C3 C8 121.2(3) . . ?
C4 C3 C8 121.7(3) . . ?
C4 C5 C6 120.5(3) . . ?
C14 C13 C12 121.2(3) . . ?
C11 C16 C17 121.4(3) . . ?
C15 C16 C11 117.6(3) . . ?
C15 C16 C17 121.0(3) . . ?
C15 C14 C13 120.3(3) . . ?
C5 C6 C7 121.5(3) . . ?
C14 C15 C16 121.0(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
