New Pd/Pt(ii) complexes as unsymmetrical ylide-based chemotherapeutic agents: synthesis, characterization, biological activity, electrochemical, and X-ray studies
Sabounchei, Seyyed Javad; Badpa, Khadijeh; Nematollahi, Davood; Sharafi-kolkeshvandi, Mahnaz; Hosseinzadeh, Leila; Karamian, Roya; Ghasemlou, Fatemeh; Gable, Robert W.; New Journal of Chemistry 42 (2018) 8968–; doi:10.1039/C8NJ00797G

data_7057371
_publ_section_title
;
 New Pd/Pt(ii) complexes as unsymmetrical ylide-based chemotherapeutic
 agents: synthesis, characterization, biological activity,
 electrochemical, and X-ray studies
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8968
_journal_paper_doi               10.1039/C8NJ00797G
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C39 H32 Br2 O P2 Pt'
_chemical_formula_sum            'C39 H32 Br2 O P2 Pt'
_chemical_formula_weight         933.49
_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'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-11
_audit_creation_method
;
Olex2 1.2
(compiled Aug 10 2017 17:28:52 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-09-26 deposited with the CCDC.
2018-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.890(3)
_cell_length_b                   16.582(3)
_cell_length_c                   28.103(6)
_cell_measurement_reflns_used    18484
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.75
_cell_measurement_theta_min      3.33
_cell_volume                     6939(2)
_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)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device       synchrotron
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7109
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            249011
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        27.500
_diffrn_reflns_theta_max         31.935
_diffrn_reflns_theta_min         1.450
_diffrn_source                   'MX1 Beamline Australian Synchrotron'
_exptl_absorpt_coefficient_mu    6.470
_exptl_absorpt_correction_T_max  0.4343
_exptl_absorpt_correction_T_min  0.3516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3616
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.458
_refine_diff_density_min         -1.716
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       0.00241(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         11006
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0459
_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/[\s^2^(Fo^2^)+(0.0529P)^2^+40.6061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1272
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8574
_reflns_number_total             11006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8nj00797g2.cif
_cod_data_source_block           rwg2017s22am
_cod_depositor_comments
'Adding full bibliography for 7057369--7057371.cif.'
_cod_database_code               7057371
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.564
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C12) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23),
  C24(H24), C25(H25), C26(H26), C29(H29), C30(H30), C31(H31), C32(H32),
 C33(H33), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39)
;
_local_rwg_checkcif_report
;
PLAT971_ALERT_2_B Check Calcd Residual Density 1.07A From Pt1 2.53 eA-3 

  RESPONSE:  This is due to some disorder, or twinning, of the crystal, or
             possible inaccuracy in the absorption correction; only
             multi-scan absorption corrections are available at the
             Australian Synchrotron, gaussian absorption corrections cannot
             be carried out.

RADNW01_ALERT_1_C The radiation wavelength lies outside the expected range for
                  the supplied radiation type. Expected range 0.71065-0.71075
                  Wavelength given = 0.71090 

  RESPONSE: The radiation was tuned to approximate MoKa

PLAT220_ALERT_2_C Non-Solvent Resd 1 C Ueq(max)/Ueq(min) Range 3.6 Ratio 

  RESPONSE:  Atoms of one of the aromatic rings of the biphenyl group were
             affected by disorder, by rotation around the C6-C9 bond. It was
             possible to model this disorder

PLAT241_ALERT_2_C High \^a\/E?MainMol\^a\/E? Ueq as Compared to Neighbors of C11 Check 

  RESPONSE: See PLAT220_ALERT_2_C above

PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.00951 Ang. 

  RESPONSE:  Possible disorder of the crystal and the presence of Pt

PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 2.919 Check 

  RESPONSE:  The intensity of weaker reflections can be overestimated by
             CCD detectors

PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 14 Report 

  RESPONSE:  Reflections not measured or removed during processing

PLAT971_ALERT_2_C Check Calcd Residual Density 1.02A From Pt1 2.50 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.82A From C39 1.88 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.08A From Pt1 1.87 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.49A From Pt1 1.65 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 0.97A From Pt1 1.64 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.10A From Pt1 1.63 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.12A From Pt1 1.63 eA-3 
PLAT971_ALERT_2_C Check Calcd Residual Density 1.03A From Pt1 1.57 eA-3 
PLAT972_ALERT_2_C Check Calcd Residual Density 0.72A From Pt1 -1.71 eA-3 
PLAT972_ALERT_2_C Check Calcd Residual Density 0.85A From Pt1 -1.52 eA-3 
PLAT972_ALERT_2_C Check Calcd Residual Density 0.80A From Pt1 -1.52 eA-3 
PLAT977_ALERT_2_C Check the Negative Difference Density on H16 -0.32 eA-3 
PLAT977_ALERT_2_C Check the Negative Difference Density on H27A -0.39 eA-3 
PLAT977_ALERT_2_C Check the Negative Difference Density on H27B -0.38 eA-3 
PLAT977_ALERT_2_C Check the Negative Difference Density on H35 -0.39 eA-3 

  RESPONSE: See PLAT971_ALERT_2_B above

PLAT978_ALERT_2_C Number C-C Bonds with Positive Residual Density. 0 Info 

  RESPONSE:  Noted

PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ... 1 Report 

  RESPONSE:  The Uij values C11 were close to NPD and were restrained to
             near isotropic values

PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 40.85 Why ? 

  RESPONSE:  Probably due to disorder of the crystal

PLAT186_ALERT_4_G The CIF-Embedded .res File Contains ISOR Records 1 Report 

  RESPONSE:  see PLAT003_ALERT_2_G above

PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Pt1 --Br2 .. 7.3 s.u. 

  RESPONSE:  These atoms were correctly assigned

PLAT793_ALERT_4_G The Model has Chirality at C1 (Centro SPGR) S Verify 

  RESPONSE:  Correct

PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 6 Note 

  RESPONSE: see PLAT003_ALERT_2_G above

PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 945 Note 

  RESPONSE:  The detector does not measure all reflections at high theta 
             angles.

PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF .... 3 Note 

  RESPONSE:  Possibly due to being removed during processing

PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 12 Note 

  RESPONSE:  These reflections were removed due to their intensity being much
             greater than the calculated intensity.
;
_shelx_res_checksum              49860
_olex2_submission_special_instructions 'No special instructions were received'