Manipulating D-A interaction to achieve stable photoinduced organic radicals in triphenylphosphine crystals.
Tang, Chunlin; Song, Lijuan; Zhou, Kang; Ren, Peng; Zhao, Engui; He, Zikai; Chemical science 14 (2023) 1871–1877; doi:10.1039/d2sc05753k

data_1568291
_publ_section_title
;
 Manipulating D-A interaction to achieve stable photoinduced organic
 radicals in triphenylphosphine crystals.
;
_journal_issue                   7
_journal_name_full               'Chemical science'
_journal_page_first              1871
_journal_page_last               1877
_journal_paper_doi               10.1039/d2sc05753k
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C20 H18 Cl2 N P'
_chemical_formula_sum            'C20 H18 Cl2 N P'
_chemical_formula_weight         374.22
_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
_atom_sites_solution_primary     direct
_audit_block_doi                 10.5517/ccdc.csd.cc2d9w3q
_audit_creation_date             2021-03-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2022-10-19 deposited with the CCDC.	2023-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.7984(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.69861(12)
_cell_length_b                   9.76722(15)
_cell_length_c                   20.1618(3)
_cell_measurement_reflns_used    9284
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.1080
_cell_measurement_theta_min      4.4480
_cell_volume                     1887.42(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.941
_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     44.00  95.00   0.50    0.05    --   46.87  74.00 109.00  102
  2  \w     85.00 174.00   0.50    0.05    --  107.00  74.00 109.00  178
  3  \w     81.00 106.00   0.50    0.05    --  107.00 -94.00 -90.00   50
  4  \w     44.00 130.00   0.50    0.05    --  107.00 -74.00 -18.00  172
  5  \w     36.00  62.00   0.50    0.05    --  107.00 -94.00 -90.00   52
  6  \w     35.00  60.00   0.50    0.05    --  107.00-125.00-150.00   50
  7  \w     35.00 104.00   0.50    0.05    --  107.00 -94.00-180.00  138
  8  \w    -22.00  66.00   0.50    0.05    --   46.87 -74.00 -18.00  176
  9  \w     35.00  95.00   0.50    0.05    --  107.00 -94.00 150.00  120
 10  \w    -62.00  21.00   0.50    0.05    --  -46.87  74.00 109.00  166
 11  \w    -73.00 -48.00   0.50    0.05    -- -102.00  74.00 109.00   50
 12  \w   -162.00-136.00   0.50    0.05    -- -102.00 -74.00 -18.00   52
 13  \w   -173.00 -86.00   0.50    0.05    -- -102.00 -61.00  30.00  174
 14  \w   -115.00 -74.00   0.50    0.05    --  -46.87-125.00 120.00   82
 15  \w   -104.00 -74.00   0.50    0.05    --  -46.87-125.00 150.00   60
 16  \w   -166.00 -84.00   0.50    0.05    -- -102.00 -94.00  60.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0547287000
_diffrn_orient_matrix_UB_12      0.0905372000
_diffrn_orient_matrix_UB_13      -0.0528741000
_diffrn_orient_matrix_UB_21      0.0752246000
_diffrn_orient_matrix_UB_22      0.0920869000
_diffrn_orient_matrix_UB_23      0.0562383000
_diffrn_orient_matrix_UB_31      0.1310259000
_diffrn_orient_matrix_UB_32      -0.0906778000
_diffrn_orient_matrix_UB_33      0.0043434000
_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  0.0305
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11393
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.561
_diffrn_reflns_theta_min         4.438
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.887
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.317
_exptl_crystal_description       prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          3
_exptl_crystal_size_mid          1
_exptl_crystal_size_min          1
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3747
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0463
_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^)+(0.0722P)^2^+2.3048P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1358
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3580
_reflns_number_total             3747
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc05753k3.cif
_cod_data_source_block           CP-DMA
_cod_depositor_comments
'Adding full bibliography for 1568291--1568295.cif.'
_cod_database_code               1568291
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H P Cl N'
_shelx_estimated_absorpt_t_max   0.112
_shelx_estimated_absorpt_t_min   0.030
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C14(H14), C3(H3), C17(H17), C8(H8), C11(H11), C18(H18), C9(H9),
 C12(H12), C2(H2), C5(H5), C6(H6)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_shelx_res_checksum              84547
_shelx_hkl_checksum              25023
_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 4.638
_oxdiff_exptl_absorpt_empirical_full_min 0.518