Trifluoroethanol promoted formal nucleophilic substitution of indol-2-yl diaryl methanol for the synthesis of tetraarylmethanes.
Nian, Cuicui; Yu, Run; Han, Zhengyu; Bai, Yang; Wang, Jianhao; Sun, Jianwei; Huang, Hai; Chemical communications (Cambridge, England) 60 (2024) 9797–9800; doi:10.1039/d4cc03420a

data_7133499
_publ_section_title
;
 Trifluoroethanol promoted formal nucleophilic substitution of indol-2-yl
 diaryl methanol for the synthesis of tetraarylmethanes.
;
_journal_issue                   72
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9797
_journal_page_last               9800
_journal_paper_doi               10.1039/d4cc03420a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C32 N2 O'
_chemical_formula_sum            'C32 H28 N2 O'
_chemical_formula_weight         456.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-28
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2024-06-18 deposited with the CCDC.	2024-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.870(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.5474(10)
_cell_length_b                   11.3765(4)
_cell_length_c                   22.1803(10)
_cell_measurement_reflns_used    7907
_cell_measurement_temperature    296.5(6)
_cell_measurement_theta_max      27.9470
_cell_measurement_theta_min      2.0020
_cell_volume                     4972.1(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.5(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_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     17.00  63.00   0.50   23.50    --   20.00  54.00 -30.00   92
  2  \w     85.00 110.00   0.50   23.50    --   20.00  54.00 -30.00   50
  3  \w    -71.00 110.00   0.50   23.50    --   20.00  54.00-180.00  362
  4  \w    -16.00  97.00   0.50   23.50    --   20.00  54.00  90.00  226
  5  \w    -69.00 -42.00   0.50   23.50    --   20.00  54.00 -90.00   54
  6  \w    -17.00  14.00   0.50   23.50    --   20.00  54.00 -90.00   62
  7  \w     54.00  79.00   0.50   23.50    --   20.00  54.00 -90.00   50
  8  \w    -50.00 -25.00   0.50   23.50    --   20.00  54.00 120.00   50
  9  \w     26.00  54.00   0.50   23.50    --   20.00  54.00 120.00   56
 10  \w     40.00  65.00   0.50   23.50    --   20.00  54.00-150.00   50
 11  \w     85.00 110.00   0.50   23.50    --   20.00  54.00-120.00   50
 12  \w    -43.00 -18.00   0.50   23.50    --   20.00  54.00 -30.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0346451000
_diffrn_orient_matrix_UB_12      -0.0158036000
_diffrn_orient_matrix_UB_13      0.0166418000
_diffrn_orient_matrix_UB_21      -0.0063419000
_diffrn_orient_matrix_UB_22      -0.0531154000
_diffrn_orient_matrix_UB_23      -0.0182691000
_diffrn_orient_matrix_UB_31      0.0073903000
_diffrn_orient_matrix_UB_32      0.0285678000
_diffrn_orient_matrix_UB_33      -0.0247571000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0820
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            49527
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.658
_diffrn_reflns_theta_min         2.008
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     631
_refine_ls_number_reflns         14788
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.2195
_refine_ls_R_factor_gt           0.1169
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3338
_refine_ls_wR_factor_ref         0.3914
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6353
_reflns_number_total             14788
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03420a2.cif
_cod_data_source_block           zxl-ncn-2-42_auto
_cod_depositor_comments          'Adding full bibliography for 7133499.cif.'
_cod_database_code               7133499
_shelxl_version_number           2013-3
_chemical_oxdiff_formula         C32H28N2O
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              78277
_shelx_hkl_checksum              64083
_shelx_fab_checksum              98898
_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 1.098
_oxdiff_exptl_absorpt_empirical_full_min 0.935