Cyano modified triphenylmethyl radical skeletons: higher stability and efficiency.
Lv, Kuo; Zhang, Minzhe; Xia, Xin; Liu, Wenjing; Wan, Keke; Zhang, Ming; Li, Feng; Chemical communications (Cambridge, England) 60 (2024) 4846–4849; doi:10.1039/d4cc00903g

data_7132950
_publ_section_title
;
 Cyano modified triphenylmethyl radical skeletons: higher stability and
 efficiency.
;
_journal_issue                   36
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4846
_journal_page_last               4849
_journal_paper_doi               10.1039/d4cc00903g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C21 H6 Cl7 N2'
_chemical_formula_sum            'C21 H6 Cl7 N2'
_chemical_formula_weight         534.43
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-12-28
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-01-13 deposited with the CCDC.	2024-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                67.189(5)
_cell_angle_beta                 84.761(5)
_cell_angle_gamma                73.004(5)
_cell_formula_units_Z            2
_cell_length_a                   8.2197(11)
_cell_length_b                   11.2036(15)
_cell_length_c                   13.6336(18)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    201.00
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.59
_cell_volume                     1106.4(3)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      201.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27967
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         2.592
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.909
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_description       block
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.883
_refine_diff_density_min         -1.279
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5069
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0443
_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^)+(0.0290P)^2^+2.2036P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1067
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4448
_reflns_number_total             5069
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00903g2.cif
_cod_data_source_block           TTM-2CN
_cod_depositor_comments
'Adding full bibliography for 7132949--7132950.cif.'
_cod_database_code               7132950
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C22-C19
 1.53 with sigma of 0.01
 N1-C22
 1.158 with sigma of 0.001
 C19-C22
 1.53 with sigma of 0.0001
 C2-C1
 1.53 with sigma of 0.001
 N3-C1
 1.158 with sigma of 0.01
 C22-C18 \\sim C22-C20
 with sigma of 0.02
 N1-C18 \\sim N1-C20
 with sigma of 0.02
 C1-C3 \\sim C1-C7
 with sigma of 0.02
 N3-C3 \\sim N3-C7
 with sigma of 0.02
3. Restrained planarity
 C20, C19, C18, C22
 with sigma of 0.01
 N1, C22, C18, C20, C19
 with sigma of 0.01
 C2, C1, N3, C3, C7
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Cl8: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002 within
2A
N1 \\sim C22: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C1 \\sim N3: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(C22) \\sim Ueq: with sigma of 0.0001 and sigma for terminal atoms of
0.0002
Uanis(N1) \\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(Cl8) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C1) \\sim Ueq, Uanis(N3) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
5. Others
 Fixed Sof: Cl1(0.75) C22(0.83) N1(0.83) Cl8(0.25) N3(0.17) C1(0.17)
6.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C7(H7), C3(H3), C13(H13), C20(H20), C11(H11)
;
_shelx_res_checksum              9455
_shelx_hkl_checksum              8359
_olex2_submission_special_instructions 'No special instructions were received'