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#$Revision: 299024 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/36/7063655.cif $
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#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7063655
loop_
_publ_author_name
'Moreno-Narváez, María Esther'
'Arenaza-Corona, Antonino'
'González-Sebastián, Lucero'
'Ramírez, Teresa Apan'
'Ortega, Simón Hernández'
'Cruz-Navarro, J. Antonio'
'Alí-Torres, Jorge'
'Orjuela, Adrián L.'
'Reyes-Marquez, Viviana'
'Lomas-Romero, Leticia'
'Morales-Morales, David'
_publ_section_title
;
 Glycoconjugate Pd(ii) and Cu(ii) complexes of fluorinated N,O Schiff base
 ligands for targeted cancer therapy: synthesis, characterization and in
 vitro cytotoxic activity evaluation
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5187
_journal_page_last               5199
_journal_paper_doi               10.1039/D4NJ05181E
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C28 H18 F6 N2 O4 Pd, 2(C2 H6 O S)'
_chemical_formula_sum            'C32 H30 F6 N2 O6 Pd S2'
_chemical_formula_weight         823.10
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-11-21 deposited with the CCDC.	2025-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.6984(9)
_cell_length_b                   18.0698(6)
_cell_length_c                   8.4984(3)
_cell_measurement_reflns_used    9050
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.38
_cell_measurement_theta_min      2.26
_cell_volume                     3485.7(2)
_computing_cell_refinement       'APEX3 v2018.2 (Bruker, 2018)'
_computing_data_collection       'APEX3 v2018.2 (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.37A  (Bruker, 2018)'
_computing_molecular_graphics
'Ortep-3 Ver 2.02 L.J. Farrugia (1997) J. Appl. Cryst. 30, 565'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 52.0833
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker D8 Venture κ-geometry diffractometer 208039-01'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15431
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.290
_diffrn_reflns_theta_min         2.254
_diffrn_source                   'micro-focus X-ray source'
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3162
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0210P)²+8.7615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1942
_reflns_number_total             3162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj05181e2.cif
_cod_data_source_block           Pd(L2)2
_cod_depositor_comments
'Adding full bibliography for 7063651--7063658.cif.'
_cod_database_code               7063655
_shelx_shelxl_version_number     2019/3
_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. 
;
_shelx_estimated_absorpt_t_min   0.759
_shelx_estimated_absorpt_t_max   0.944
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'
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 0.500000 0.500000 1.000000 0.02507(14) Uani 1 2 d S . P . .
S1 S 0.64766(7) 0.71908(7) -0.00611(14) 0.0476(4) Uani 1 1 d . . . . .
F1 F 0.39196(17) 0.74123(19) 1.3168(4) 0.0781(11) Uani 1 1 d . . . . .
F2 F 0.33803(17) 0.6674(2) 1.4447(4) 0.0841(12) Uani 1 1 d . . . . .
F3 F 0.29816(18) 0.7529(2) 1.3105(4) 0.1051(15) Uani 1 1 d . . . . .
O1 O 0.55902(13) 0.51171(16) 0.8293(3) 0.0329(8) Uani 1 1 d . . . . .
O2 O 0.64433(16) 0.57800(18) 0.3498(3) 0.0418(9) Uani 1 1 d D . . . .
H2 H 0.640(2) 0.6126(18) 0.284(4) 0.050 Uiso 1 1 d D U . . .
O3 O 0.64932(18) 0.69506(19) 0.1638(4) 0.0598(11) Uani 1 1 d . . . . .
N1 N 0.44053(16) 0.56396(19) 0.8872(4) 0.0289(9) Uani 1 1 d . . . . .
C1 C 0.4982(2) 0.5791(2) 0.6452(4) 0.0291(10) Uani 1 1 d . . . . .
C2 C 0.5509(2) 0.5440(2) 0.6924(5) 0.0299(11) Uani 1 1 d . . . . .
C3 C 0.5991(2) 0.5445(2) 0.5882(5) 0.0308(11) Uani 1 1 d . . . . .
H3 H 0.634689 0.520600 0.617975 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5957(2) 0.5789(2) 0.4434(5) 0.0313(11) Uani 1 1 d . . . . .
C5 C 0.5431(2) 0.6127(3) 0.3945(5) 0.0345(12) Uani 1 1 d . . . . .
H5 H 0.540346 0.635501 0.294017 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4964(2) 0.6122(2) 0.4939(5) 0.0363(10) Uani 1 1 d . . . . .
H6 H 0.460806 0.635096 0.460680 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4472(2) 0.5873(2) 0.7424(5) 0.0319(11) Uani 1 1 d . . . . .
H7 H 0.414559 0.612437 0.697061 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3864(2) 0.5840(2) 0.9653(5) 0.0299(11) Uani 1 1 d . . . . .
C9 C 0.3892(2) 0.6311(2) 1.0943(5) 0.0328(11) Uani 1 1 d . . . . .
H9 H 0.426272 0.648595 1.130349 0.039 Uiso 1 1 calc R U . . .
C10 C 0.3379(2) 0.6527(3) 1.1708(5) 0.0360(12) Uani 1 1 d . . . . .
C11 C 0.2843(2) 0.6265(3) 1.1203(5) 0.0457(14) Uani 1 1 d . . . . .
H11 H 0.249188 0.640952 1.173001 0.055 Uiso 1 1 calc R U . . .
C12 C 0.2815(2) 0.5793(3) 0.9931(6) 0.0470(13) Uani 1 1 d . . . . .
H12 H 0.244344 0.561247 0.958713 0.056 Uiso 1 1 calc R U . . .
C13 C 0.3325(2) 0.5578(3) 0.9144(5) 0.0395(13) Uani 1 1 d . . . . .
H13 H 0.330336 0.525432 0.826547 0.047 Uiso 1 1 calc R U . . .
C14 C 0.3411(3) 0.7035(3) 1.3077(6) 0.0544(15) Uani 1 1 d . . . . .
C15 C 0.5760(3) 0.6965(3) -0.0732(6) 0.0585(16) Uani 1 1 d . . . . .
H15A H 0.573770 0.704160 -0.187225 0.088 Uiso 1 1 calc R U . . .
H15B H 0.547083 0.728291 -0.020649 0.088 Uiso 1 1 calc R U . . .
H15C H 0.567509 0.644574 -0.048917 0.088 Uiso 1 1 calc R U . . .
C16 C 0.6861(3) 0.6497(3) -0.1127(6) 0.0646(17) Uani 1 1 d . . . . .
H16A H 0.681353 0.658362 -0.225806 0.097 Uiso 1 1 calc R U . . .
H16B H 0.670092 0.600925 -0.085657 0.097 Uiso 1 1 calc R U . . .
H16C H 0.728009 0.651428 -0.085398 0.097 Uiso 1 1 calc R U . . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pd1 O1 180.0 . 5_667 ?
O1 Pd1 N1 92.48(12) . . ?
O1 Pd1 N1 87.52(13) 5_667 . ?
O1 Pd1 N1 87.52(13) . 5_667 ?
O1 Pd1 N1 92.48(12) 5_667 5_667 ?
N1 Pd1 N1 180.0 . 5_667 ?
O3 S1 C15 105.4(2) . . ?
O3 S1 C16 105.8(2) . . ?
C15 S1 C16 97.1(3) . . ?
C2 O1 Pd1 126.9(3) . . ?
C4 O2 H2 107(4) . . ?
C7 N1 C8 116.7(4) . . ?
C7 N1 Pd1 123.6(3) . . ?
C8 N1 Pd1 119.7(2) . . ?
C2 C1 C6 118.1(4) . . ?
C2 C1 C7 124.6(4) . . ?
C6 C1 C7 117.1(4) . . ?
O1 C2 C3 116.9(4) . . ?
O1 C2 C1 124.7(4) . . ?
C3 C2 C1 118.5(4) . . ?
C4 C3 C2 121.3(4) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
O2 C4 C3 118.0(4) . . ?
O2 C4 C5 121.5(4) . . ?
C3 C4 C5 120.5(4) . . ?
C6 C5 C4 118.6(4) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 123.0(5) . . ?
C5 C6 H6 118.5 . . ?
C1 C6 H6 118.5 . . ?
N1 C7 C1 127.0(4) . . ?
N1 C7 H7 116.5 . . ?
C1 C7 H7 116.5 . . ?
C13 C8 C9 119.9(4) . . ?
C13 C8 N1 121.6(4) . . ?
C9 C8 N1 118.5(4) . . ?
C8 C9 C10 120.2(4) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.0(4) . . ?
C11 C10 C14 120.1(5) . . ?
C9 C10 C14 119.9(5) . . ?
C10 C11 C12 119.9(5) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.7(5) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C8 C13 C12 119.4(4) . . ?
C8 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
F3 C14 F2 106.0(5) . . ?
F3 C14 F1 106.8(5) . . ?
F2 C14 F1 104.0(5) . . ?
F3 C14 C10 113.3(5) . . ?
F2 C14 C10 112.3(5) . . ?
F1 C14 C10 113.7(5) . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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 O1 1.986(3) . ?
Pd1 O1 1.986(3) 5_667 ?
Pd1 N1 2.019(4) . ?
Pd1 N1 2.019(4) 5_667 ?
S1 O3 1.508(3) . ?
S1 C15 1.771(6) . ?
S1 C16 1.776(6) . ?
F1 C14 1.343(7) . ?
F2 C14 1.337(6) . ?
F3 C14 1.323(6) . ?
O1 C2 1.314(5) . ?
O2 C4 1.361(5) . ?
O2 H2 0.845(10) . ?
N1 C7 1.310(5) . ?
N1 C8 1.444(5) . ?
C1 C2 1.413(6) . ?
C1 C6 1.419(6) . ?
C1 C7 1.431(6) . ?
C2 C3 1.407(6) . ?
C3 C4 1.381(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(6) . ?
C5 C6 1.356(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.380(6) . ?
C8 C9 1.389(6) . ?
C9 C10 1.390(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(7) . ?
C10 C14 1.483(7) . ?
C11 C12 1.379(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.394(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
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
O2 H2 O3 0.845(10) 1.817(17) 2.643(4) 166(5) . yes
