Heteroleptic enantiopure Pd(ii)-complexes derived from halogen-substituted Schiff bases and 2-picolylamine: synthesis, experimental and computational characterization and investigation of the influence of chirality and halogen atoms on the anticancer activity
Kordestani, Nazanin; Amiri Rudbari, Hadi; Correia, Isabel; Valente, Andreia; Côrte-Real, Leonor; Islam, Mohammad Khairul; Micale, Nicola; Braun, Jason D.; Herbert, David E.; Tumanov, Nikolay; Wouters, Johan; Enamullah, Mohammed; New Journal of Chemistry 45 (2021) 9163–9180; doi:10.1039/D1NJ01491A

data_7060594
_publ_section_title
;
 Heteroleptic enantiopure Pd(ii)-complexes derived from
 halogen-substituted Schiff bases and 2-picolylamine: synthesis,
 experimental and computational characterization and investigation of the
 influence of chirality and halogen atoms on the anticancer activity
;
_journal_issue                   20
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9163
_journal_page_last               9180
_journal_paper_doi               10.1039/D1NJ01491A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C56 H53 Cl2 Fe N3'
_chemical_formula_sum            'C56 H53 Cl2 Fe N3'
_chemical_formula_weight         894.76
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc24sc1c
_audit_creation_date             2019-03-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-11 deposited with the CCDC.	2021-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.52360(10)
_cell_length_b                   19.34750(10)
_cell_length_c                   31.8128(2)
_cell_measurement_reflns_used    41206
_cell_measurement_temperature    169.98(13)
_cell_measurement_theta_max      74.7180
_cell_measurement_theta_min      2.9880
_cell_volume                     10170.25(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      169.98(13)
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -21.00  67.00   0.50    1.39    --   47.20 -80.00  26.00  176
  2  \w     37.00 127.00   0.50    5.57    --  103.25 -80.00  26.00  180
  3  \w    104.00 154.00   0.50    5.57    --  103.25  45.00-150.00  100
  4  \w     31.00  78.00   0.50    5.57    --  103.25 -61.00  90.00   94
  5  \w     27.00 100.00   0.50    1.39    --   47.20  80.00 149.00  146
  6  \w     79.00 162.00   0.50    5.57    --  103.25  80.00 149.00  166
  7  \w    -70.00   4.00   0.50    1.39    --  -47.20  80.00 149.00  148
  8  \w    -99.00 -74.00   0.50    5.57    --  -99.00  80.00 149.00   50
  9  \w   -112.00 -67.00   0.50    5.57    --  -99.00  45.00   0.00   90
 10  \w   -124.00 -98.00   0.50    5.57    --  -99.00 -15.00 -90.00   52
 11  \w    -96.00 -71.00   0.50    1.39    --  -47.20 -80.00  26.00   50
 12  \w   -112.00 -72.00   0.50    1.39    --  -47.20-125.00-180.00   80
 13  \w   -167.00 -99.00   0.50    5.57    --  -99.00 -15.00 -60.00  136
 14  \w   -165.00-139.00   0.50    5.57    --  -99.00 -80.00  26.00   52
 15  \w   -163.00 -88.00   0.50    5.57    --  -99.00 -30.00  60.00  150
 16  \w   -125.00 -94.00   0.50    5.57    --  -99.00 -61.00 120.00   62
 17  \w   -168.00 -82.00   0.50    5.57    --  -99.00 -94.00  90.00  172
 18  \w   -164.00-135.00   0.50    5.57    --  -99.00 -15.00 -90.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            73241
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.586
_diffrn_reflns_theta_min         2.778
_exptl_absorpt_coefficient_mu    3.624
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'fluorescent dark blue'
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_description       plate
_exptl_crystal_F_000             3760
_exptl_crystal_size_max          0.96
_exptl_crystal_size_mid          0.53
_exptl_crystal_size_min          0.42
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 7268 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0020(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1127
_refine_ls_number_reflns         19883
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0311
_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/[\s^2^(Fo^2^)+(0.0383P)^2^+2.6359P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0818
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.918
_reflns_number_gt                18019
_reflns_number_total             19883
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj01491a2.cif
_cod_data_source_block           Fe2
_cod_depositor_comments
;
Adding full bibliography for 7060575--7060596.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C112 H106 Cl4 Fe2 N6'
_cod_original_formula_weight         1789.52
_cod_original_formula_moiety         '2(C56 H53 Cl2 Fe N3)'
_cod_original_formula_units_Z            4
_cod_database_code               7060594
_shelx_shelxl_version_number     2016/6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C32A(H32A), C17A(H17A), C17(H17), C32(H32)
2.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C40A(H40C,H40D), C25A(H25C,H25D), C25(H25A,H25B), C55(H55A,
 H55B), C24A(H24C,H24D), C53(H53A,H53B), C55A(H55C,H55D), C39A(H39C,H39D),
 C53A(H53C,H53D), C39(H39A,H39B), C40(H40A,H40B)
2.c Aromatic/amide H refined with riding coordinates:
 C12A(H12A), C19A(H19A), C14(H14), C12(H12), C28(H28), C45A(H45A), C44A(H44A),
 C30A(H30A), C34A(H34A), C6A(H6A), C27(H27), C29(H29), C30(H30), C22A(H22A),
 C4(H4), C14A(H14A), C20A(H20A), C35A(H35A), C5A(H5A), C5(H5), C19(H19),
 C43A(H43A), C50(H50), C4A(H4A), C22(H22), C21A(H21A), C51(H51), C29A(H29A),
 C21(H21), C42A(H42A), C37A(H37A), C36A(H36A), C49(H49), C28A(H28A), C6(H6),
 C20(H20), C49A(H49A), C50A(H50A), C36(H36), C27A(H27A), C37(H37), C35(H35),
 C51A(H51A), C34(H34), C45(H45), C43(H43), C42(H42), C44(H44)
2.d Idealised Me refined as rotating group:
 C9A(H9AA,H9AB,H9AC), C16A(H16D,H16E,H16F), C1(H1A,H1B,H1C), C16(H16A,H16B,
 H16C), C1A(H1AA,H1AB,H1AC), C9(H9A,H9B,H9C), C56(H56A,H56B,H56C), C54(H54A,
 H54B,H54C), C56A(H56D,H56E,H56F), C54A(H54D,H54E,H54F)
;
_shelx_res_checksum              27121
_shelx_fab_checksum              23565
_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
;