Synthesis of novel heteroleptic delocalised cationic pyrazole gold complexes as potent HepG2 cytotoxic agents.
Afolabi, Fatai; Souissi, Wided; Rivière, Guillaume; Lemaitre, Clément; Roe, S. Mark; Crickmore, Neil; Viseux, Eddy M. E.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 15338–15343; doi:10.1039/c8dt02832j

data_7047655
_publ_section_title
;
 Synthesis of novel heteroleptic delocalised cationic pyrazole gold
 complexes as potent HepG2 cytotoxic agents.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15338
_journal_page_last               15343
_journal_paper_doi               10.1039/c8dt02832j
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C28 H25 Au Br N3 P, Cl O4'
_chemical_formula_sum            'C28 H25 Au Br Cl N3 O4 P'
_chemical_formula_weight         810.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2018-07-06 deposited with the CCDC.
2018-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                105.959(2)
_cell_angle_beta                 93.268(2)
_cell_angle_gamma                112.402(3)
_cell_formula_units_Z            4
_cell_length_a                   12.7645(4)
_cell_length_b                   15.6061(5)
_cell_length_c                   16.4732(4)
_cell_measurement_reflns_used    15392
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.1420
_cell_measurement_theta_min      2.8240
_cell_volume                     2868.23(17)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_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
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.964
_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    -71.00 -44.00   1.00    2.00    --  -89.00  52.00-168.00   27
  2  \w   -177.00-107.00   1.00    2.00    --  -89.00  52.00-168.00   70
  3  \w    -85.00  80.00   1.00    2.00    --    0.00  52.00-120.00  165
  4  \w    -56.00  23.00   1.00    2.00    --    5.00  52.00-168.00   79
  5  \w   -125.00 -73.00   1.00    2.00    --  -89.00  52.00  90.00   52
  6  \w   -125.00 -98.00   1.00    2.00    --  -89.00  52.00 -90.00   27
  7  \w    -81.00 -10.00   1.00    2.00    --  -89.00  52.00 -90.00   71
  8  \w   -162.00-135.00   1.00    2.00    --  -89.00  52.00  30.00   27
  9  \w    -77.00 -50.00   1.00    2.00    --  -89.00  52.00  30.00   27
 10  \w   -168.00-126.00   1.00    2.00    --  -89.00  52.00 -60.00   42
 11  \w   -177.00  -8.00   1.00    2.00    --  -89.00  52.00   0.00  169
 12  \w    -62.00 -35.00   1.00    2.00    --  -89.00  52.00 120.00   27
 13  \w   -174.00-122.00   1.00    2.00    --  -89.00  52.00 150.00   52
 14  \w   -103.00 -78.00   1.00    2.00    --  -89.00  52.00 150.00   25
 15  \w    -58.00 -31.00   1.00    2.00    --  -89.00  52.00 150.00   27
 16  \w   -168.00 -65.00   1.00    2.00    --  -89.00  52.00-120.00  103
 17  \w    -57.00 -19.00   1.00    2.00    --  -89.00  52.00-120.00   38
 18  \w   -125.00 -92.00   1.00    2.00    --  -89.00  52.00  30.00   33
 19  \w    -98.00 -56.00   1.00    2.00    --  -89.00  52.00 -60.00   42
 20  \w   -163.00  -6.00   1.00    2.00    --  -89.00  52.00  60.00  157
 21  \w   -174.00-149.00   1.00    2.00    --  -89.00  52.00 120.00   25
 22  \w   -100.00 -75.00   1.00    2.00    --  -89.00  52.00 120.00   25
 23  \w   -160.00-133.00   1.00    2.00    --  -89.00  52.00 -90.00   27
 24  \w   -148.00-123.00   1.00    2.00    --  -89.00  29.00-150.00   25
 25  \w    -79.00 -29.00   1.00    2.00    --  -89.00  29.00-150.00   50
 26  \w   -113.00 -14.00   1.00    2.00    --  -89.00  43.00 -30.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0620254000
_diffrn_orient_matrix_UB_12      0.1108198000
_diffrn_orient_matrix_UB_13      0.0155228000
_diffrn_orient_matrix_UB_21      -0.0847200000
_diffrn_orient_matrix_UB_22      -0.0096060000
_diffrn_orient_matrix_UB_23      -0.0758719000
_diffrn_orient_matrix_UB_31      -0.0812457000
_diffrn_orient_matrix_UB_32      0.0184577000
_diffrn_orient_matrix_UB_33      0.0615447000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31051
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.312
_diffrn_reflns_theta_min         2.837
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.982
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.878
_exptl_crystal_description       plate
_exptl_crystal_F_000             1568
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, hexane'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         5.173
_refine_diff_density_min         -2.718
_refine_diff_density_rms         0.233
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     707
_refine_ls_number_reflns         10158
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0612
_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^)+(0.1109P)^2^+10.8002P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1639
_refine_ls_wR_factor_ref         0.1649
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9944
_reflns_number_total             10158
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt02832j2.cif
_cod_data_source_block           exp_67
_cod_depositor_comments
'Adding full bibliography for 7047652--7047655.cif.'
_cod_original_cell_volume        2868.22(16)
_cod_database_code               7047655
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.781
_shelx_estimated_absorpt_t_min   0.264
_reflns_odcompleteness_completeness 97.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 Cl2, O5, O6, O7, O8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl1, O1, O2, O3, O4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Rotating group:
 N6(H6A,H6B), N106(H10A,H10B)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31), N101(H101), C112(H112), C113(H113),
 C115(H115), C116(H116), C117(H117), C118(H118), C119(H119), C120(H120),
 C121(H121), C122(H122), C123(H123), C124(H124), C125(H125), C126(H126),
 C127(H127), C128(H128), C129(H129), C130(H130), C131(H131)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C108(H10C,H10D,H10E)
;
_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 2.358
_oxdiff_exptl_absorpt_empirical_full_min 0.399