Toward multifunctional anticancer therapeutics: post-synthetic carbonate functionalisation of asymmetric Au(i) bis-N-heterocyclic carbenes.
Sen, Sajal; Perrin, Mark W.; Sedgwick, Adam C.; Dunsky, Evie Y.; Lynch, Vincent M.; He, Xiao-Peng; Sessler, Jonathan L.; Arambula, Jonathan F.; Chemical communications (Cambridge, England) 56 (2020) 7877–7880; doi:10.1039/d0cc03339a

data_7126639
_publ_section_title
;
 Toward multifunctional anticancer therapeutics: post-synthetic carbonate
 functionalisation of asymmetric Au(i) bis-N-heterocyclic carbenes.
;
_journal_issue                   57
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7877
_journal_page_last               7880
_journal_paper_doi               10.1039/d0cc03339a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C52 H60 Au N4 O3, F6 P'
_chemical_formula_sum            'C52 H60 Au F6 N4 O3 P'
_chemical_formula_weight         1130.97
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-19
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-04-26 deposited with the CCDC.	2020-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.47860(10)
_cell_length_b                   22.15860(10)
_cell_length_c                   27.4653(2)
_cell_measurement_reflns_used    30262
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      73.3030
_cell_measurement_theta_min      3.2000
_cell_volume                     10028.75(11)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXTL/Plus, Bruker AXS Inc, 2009'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_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   -116.00 -17.00   1.00    6.00    --  -41.72 -38.00   0.00   99
  2  \w   -116.00 -17.00   1.00    6.00    --  -41.72 -38.00  60.00   99
  3  \w     34.00 133.00   1.00   20.00    --  107.09 -45.00 150.00   99
  4  \w     79.00 178.00   1.00   20.00    --  107.09  30.00 -30.00   99
  5  \w     98.00 178.00   1.00   20.00    --  107.09 118.00 135.00   80
  6  \w     34.00 133.00   1.00   20.00    --  107.09 -45.00 -30.00   99
  7  \w   -114.00 -14.00   1.00    6.00    --  -41.72 -57.00-150.00  100
  8  \w     42.00 120.00   1.00    6.00    --   41.72-160.00-102.00   78
  9  \w     79.00 178.00   1.00   20.00    --  107.09  30.00 120.00   99
 10  \w     34.00  71.00   1.00   20.00    --  107.09-125.00-180.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0044325000
_diffrn_orient_matrix_UB_12      -0.0627471000
_diffrn_orient_matrix_UB_13      -0.0239891000
_diffrn_orient_matrix_UB_21      -0.0924501000
_diffrn_orient_matrix_UB_22      0.0012054000
_diffrn_orient_matrix_UB_23      -0.0080636000
_diffrn_orient_matrix_UB_31      0.0130769000
_diffrn_orient_matrix_UB_32      0.0298561000
_diffrn_orient_matrix_UB_33      -0.0500896000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            49954
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.427
_diffrn_reflns_theta_min         3.218
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.389
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54722
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_description       plate
_exptl_crystal_F_000             4576
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.067
_refine_diff_density_max         1.570
_refine_diff_density_min         -0.974
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         9911
_refine_ls_number_restraints     402
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0298
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0543P)^2^+8.4243P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0836
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9240
_reflns_number_total             9911
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc03339a2.cif
_cod_data_source_block           aunaphtholcarbonate
_cod_depositor_comments
'Adding full bibliography for 7126638--7126640.cif.'
_cod_database_code               7126639
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHONAu
_shelx_estimated_absorpt_t_max   0.674
_shelx_estimated_absorpt_t_min   0.298
_reflns_odcompleteness_completeness 99.88
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C40(H40A,H40B), C41(H41A,H41B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C29(H29), C30(H30), C33(H33), C35(H35), C44(H44), C46(H46), C47(H47), C48(H48),
  C49(H49), C51(H51), C52(H52)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12B,H12A,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              56709
_olex2_date_sample_data_collection 2019-11-13
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.706
_oxdiff_exptl_absorpt_empirical_full_min 0.604