Solvent Controlled Racemic Resolution of C3-Symmetric Trihydroxytribenzotriquinacenes.
Wagner, Philippe; Rominger, Frank; Oeser, Thomas; Mastalerz, Michael; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.9b03410

data_4037899
_publ_section_title
;
 Solvent Controlled Racemic Resolution of C3-Symmetric
 Trihydroxytribenzotriquinacenes.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03410
_journal_year                    2020
_chemical_formula_sum            'C33 H33 Cl3 D I3 O3'
_chemical_formula_weight         966.66
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   11.2613(2)
_cell_length_b                   11.2613(2)
_cell_length_c                   24.1660(9)
_cell_measurement_reflns_used    5270
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.44
_cell_measurement_theta_min      4.89
_cell_volume                     2654.07(12)
_computing_cell_refinement       'X-Area Recipe 1.33.0.0 (STOE, 2015)'
_computing_data_collection       'X-Area Pilatus3_SV 1.31.153.0 (STOE, 2018)'
_computing_data_reduction        'X-Area Integrate 1.74.2.0 (STOE, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            2666
_diffrn_reflns_point_group_measured_fraction_full 0.701
_diffrn_reflns_point_group_measured_fraction_max 0.680
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.353
_diffrn_reflns_theta_min         4.890
_diffrn_source                   'Genix3D Cu HF'
_exptl_absorpt_coefficient_mu    23.140
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.1364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_description       needle
_exptl_crystal_F_000             1398
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.023
_refine_diff_density_max         1.003
_refine_diff_density_min         -0.987
_refine_diff_density_rms         0.248
_refine_ls_abs_structure_details
; 
 Classical Flack method preferred over Parsons because s.u. lower. 
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         1566
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0775P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1463
_reflns_Friedel_coverage         0.472
_reflns_Friedel_fraction_full    0.459
_reflns_Friedel_fraction_max     0.436
_reflns_number_gt                1453
_reflns_number_total             1566
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b03410_si_002.cif
_cod_data_source_block           phw20
_cod_original_cell_volume        2654.07(14)
_cod_database_code               4037899
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.129
_shelx_estimated_absorpt_t_max   0.618
_exptl_absorpt_special_details   'X-Area LANA 1.70.0.0 (STOE, 2017)'
_shelx_res_checksum              33197
_shelx_hkl_checksum              99596