Synthesis and structure elucidation of triarylmethyl radicals with anthryl substitution.
Wang, Peng; Hu, Jinlian; Xu, Zhuofan; Pu, Zhaofangzhou; Sato, Sota; Zhang, Xiaotao; Hu, Wenping; Sun, Zhe; Chemical communications (Cambridge, England) 59 (2023) 2015–2018; doi:10.1039/d2cc06083c

data_7131211
_publ_section_title
;
 Synthesis and structure elucidation of triarylmethyl radicals with
 anthryl substitution.
;
_journal_issue                   14
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2015
_journal_page_last               2018
_journal_paper_doi               10.1039/d2cc06083c
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C60 H64 O Si'
_chemical_formula_sum            'C60 H64 O Si'
_chemical_formula_weight         829.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2d9q6n
_audit_creation_date             2023-01-09
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-01-19 deposited with the CCDC.	2023-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.508(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.2041(5)
_cell_length_b                   17.5850(4)
_cell_length_c                   12.6494(3)
_cell_measurement_reflns_used    15503
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.8180
_cell_measurement_theta_min      3.2320
_cell_volume                     4759.3(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.974
_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  24.00   1.00    7.50    --  -47.87  66.00 -68.00   41
  2  \w    -59.00 -34.00   1.00    7.50    --  -47.87  66.00 -68.00   25
  3  \w     51.00  76.00   1.00    7.50    --   47.87  66.00 -68.00   25
  4  \w    -22.00  61.00   1.00    7.50    --   47.87 -66.00 157.00   83
  5  \w   -113.00 -87.00   1.00   32.00    --  -99.00 -66.00 157.00   26
  6  \w   -167.00-128.00   1.00   32.00    --  -99.00 -66.00 157.00   39
  7  \w    -76.00 -51.00   1.00   32.00    --  -99.00  66.00 -68.00   25
  8  \w     52.00  78.00   1.00   32.00    --  105.19 -66.00 157.00   26
  9  \w   -119.00 -80.00   1.00    7.50    --  -47.87-125.00 120.00   39
 10  \w    -24.00   2.00   1.00    7.50    --  -47.87  19.00 -60.00   26
 11  \w   -112.00 -66.00   1.00    7.50    --  -47.87 -66.00 157.00   46
 12  \w    -23.00  27.00   1.00    7.50    --  -47.87  19.00  60.00   50
 13  \w   -119.00 -39.00   1.00    7.50    --  -47.87 -38.00  30.00   80
 14  \w   -111.00 -85.00   1.00    7.50    --  -47.87-125.00 -60.00   26
 15  \w    -24.00  45.00   1.00    7.50    --   47.87 -38.00 -90.00   69
 16  \w     61.00  91.00   1.00    7.50    --   47.87-125.00-150.00   30
 17  \w     26.00  51.00   1.00    7.50    --   47.87-125.00-150.00   25
 18  \w    -58.00 -27.00   1.00   32.00    --  -99.00  61.00 150.00   31
 19  \w    -67.00 -32.00   1.00   32.00    --  -99.00  61.00-150.00   35
 20  \w   -118.00 -88.00   1.00   32.00    --  -99.00 -45.00  30.00   30
 21  \w   -170.00 -98.00   1.00   32.00    --  -99.00-125.00 120.00   72
 22  \w   -141.00 -86.00   1.00   32.00    --  -99.00 -61.00  30.00   55
 23  \w    -64.00 -28.00   1.00   32.00    --  -99.00  61.00 120.00   36
 24  \w    -54.00 -27.00   1.00   32.00    --  -99.00 125.00-180.00   27
 25  \w   -168.00-142.00   1.00   32.00    --  -99.00-125.00   0.00   26
 26  \w   -167.00 -89.00   1.00   32.00    --  -99.00 -45.00   0.00   78
 27  \w   -126.00 -88.00   1.00   32.00    --  -99.00 -45.00  60.00   38
 28  \w    -81.00 -37.00   1.00   32.00    --  -99.00  77.00 -30.00   44
 29  \w   -171.00-144.00   1.00   32.00    --  -99.00 -45.00  60.00   27
 30  \w   -130.00 -75.00   1.00   32.00    --  -99.00-125.00   0.00   55
 31  \w   -103.00 -61.00   1.00   32.00    --  -99.00  77.00  30.00   42
 32  \w    -52.00 -27.00   1.00   32.00    --  -99.00  77.00  30.00   25
 33  \w   -160.00 -88.00   1.00   32.00    --  -99.00 -15.00  60.00   72
 34  \w    -66.00 -27.00   1.00   32.00    --  -99.00  61.00  60.00   39
 35  \w   -107.00 -82.00   1.00   32.00    --  -99.00 125.00-180.00   25
 36  \w     95.00 173.00   1.00   32.00    --  105.19  45.00-180.00   78
 37  \w     82.00 177.00   1.00   32.00    --  105.19 125.00  30.00   95
 38  \w     34.00  71.00   1.00   32.00    --  105.19 -61.00 -30.00   37
 39  \w     34.00  68.00   1.00   32.00    --  105.19 -61.00-180.00   34
 40  \w     97.00 177.00   1.00   32.00    --  105.19  45.00-150.00   80
 41  \w     73.00  99.00   1.00   32.00    --  105.19 -95.00-180.00   26
 42  \w     59.00  90.00   1.00   32.00    --  105.19 -95.00 150.00   31
 43  \w     98.00 127.00   1.00   32.00    --  105.19  30.00  60.00   29
 44  \w    135.00 177.00   1.00   32.00    --  105.19  45.00 -30.00   42
 45  \w     80.00 115.00   1.00   32.00    --  105.19 125.00-180.00   35
 46  \w     34.00  95.00   1.00   32.00    --  105.19 -95.00 -90.00   61
 47  \w     98.00 176.00   1.00   32.00    --  105.19  77.00 -60.00   78
 48  \w     35.00  60.00   1.00   32.00    --  105.19 -61.00 -90.00   25
 49  \w     52.00  93.00   1.00   32.00    --  105.19 -95.00  60.00   41
 50  \w     92.00 117.00   1.00   32.00    --  105.19  61.00  30.00   25
 51  \w    108.00 133.00   1.00   32.00    --  105.19  66.00 -68.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            70931
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.309
_diffrn_reflns_theta_min         2.065
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71473
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       needle
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.926
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     573
_refine_ls_number_reflns         9826
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.1267
_refine_ls_R_factor_gt           0.0891
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1666P)^2^+2.2246P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2553
_refine_ls_wR_factor_ref         0.2949
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6303
_reflns_number_total             9826
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc06083c2.cif
_cod_data_source_block           exp_1320_auto
_cod_depositor_comments
'Adding full bibliography for 7131209--7131211.cif.'
_cod_original_cell_volume        4759.26(19)
_cod_database_code               7131211
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.934
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C49) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C45) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C51) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C59) \\sim Ueq, Uanis(C52) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3.a Ternary CH refined with riding coordinates:
 C50(H50), C47(H47), C44(H44)
3.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C31(H31), C32(H32), C33(H33), C37(H37), C38(H38), C39(H39),
 C40(H40), C19(H19), C18(H18), C17(H17), C16(H16), C23(H23), C24(H24), C25(H25),
  C26(H26), C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
3.c Idealised Me refined as rotating group:
 C51(H51A,H51B,H51C), C48(H48A,H48B,H48C), C46(H46A,H46B,H46C), C52(H52A,H52B,
 H52C), C60(H60A,H60B,H60C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C55(H55A,
 H55B,H55C), C56(H56A,H56B,H56C), C54(H54A,H54B,H54C), C45(H45A,H45B,H45C),
 C49(H49A,H49B,H49C)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              96805
_shelx_hkl_checksum              82859
_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 1.697
_oxdiff_exptl_absorpt_empirical_full_min 0.713