Visible-light-induced ligand-free RuCl<sub>3</sub> catalyzed C-H phosphorylation in water.
Gou, Xue-Ya; Zhang, Bo-Sheng; Wang, Xin-Gang; Shi, Wei-Yu; Liu, Hong-Chao; An, Yang; Zhang, Zhe; Liang, Yong-Min; Chemical communications (Cambridge, England) 56 (2020) 4704–4707; doi:10.1039/d0cc00420k

data_7126232
_publ_section_title
;
 Visible-light-induced ligand-free RuCl<sub>3</sub> catalyzed C-H
 phosphorylation in water.
;
_journal_issue                   34
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4704
_journal_page_last               4707
_journal_paper_doi               10.1039/d0cc00420k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C H Cl3, C23 H23 F N O2 P'
_chemical_formula_sum            'C24 H24 Cl3 F N O2 P'
_chemical_formula_weight         514.76
_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_creation_date             2019-11-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-23 deposited with the CCDC.	2020-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.4380(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7106(3)
_cell_length_b                   10.0817(2)
_cell_length_c                   19.9799(4)
_cell_measurement_reflns_used    3607
_cell_measurement_temperature    236(20)
_cell_measurement_theta_max      69.7470
_cell_measurement_theta_min      9.0550
_cell_volume                     2760.88(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      236(20)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     53.00  80.00   1.00    2.00    --   54.00 -38.00 150.00   27
  2  \w     50.00 111.00   1.00    2.00    --  108.00-111.00  60.00   61
  3  \w     64.00 134.00   1.00    2.00    --  108.00 -77.00  60.00   70
  4  \w     56.00 107.00   1.00    2.00    --   54.00-125.00 120.00   51
  5  \w     38.00 130.00   1.00    2.00    --  108.00 -50.00  30.00   92
  6  \w     85.00 124.00   1.00    2.00    --   54.00  77.00 -60.00   39
  7  \w    129.00 164.00   1.00    2.00    --  108.00 111.00 -30.00   35
  8  \w     86.00 176.00   1.00    2.00    --  108.00  63.00-180.00   90
  9  \w     43.00 118.00   1.00    2.00    --   54.00  57.00-150.00   75
 10  \w     34.00  59.00   1.00    2.00    --    0.00  77.00   0.00   25
 11  \w     31.00 108.00   1.00    2.00    --   54.00  38.00 120.00   77
 12  \w     35.00  62.00   1.00    2.00    --   54.00  57.00   0.00   27
 13  \w     28.00  53.00   1.00    2.00    --   54.00  77.00 -60.00   25
 14  \w     38.00 121.00   1.00    2.00    --  108.00 -50.00 -90.00   83
 15  \w     38.00  84.00   1.00    2.00    --  108.00 -95.00 -75.00   46
 16  \w     -6.00  20.00   1.00    2.00    --    0.00 -57.00-120.00   26
 17  \w    -63.00 -12.00   1.00    2.00    --    0.00 -57.00-120.00   51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0474471000
_diffrn_orient_matrix_UB_12      -0.0290304000
_diffrn_orient_matrix_UB_13      -0.0675151000
_diffrn_orient_matrix_UB_21      0.0948159000
_diffrn_orient_matrix_UB_22      0.0673865000
_diffrn_orient_matrix_UB_23      0.0252789000
_diffrn_orient_matrix_UB_31      0.0374384000
_diffrn_orient_matrix_UB_32      -0.1340720000
_diffrn_orient_matrix_UB_33      0.0272946000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9963
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         4.427
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.775
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4874
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0487
_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^)+(0.0682P)^2^+1.1185P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1399
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3974
_reflns_number_total             4874
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc00420k2.cif
_cod_data_source_block           gouxy_1113_2
_cod_depositor_comments          'Adding full bibliography for 7126232.cif.'
_cod_original_cell_volume        2760.85(10)
_cod_database_code               7126232
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_shelx_res_checksum              98742
_shelx_hkl_checksum              25079
_shelx_fab_checksum              5894
_olex2_date_sample_data_collection 2019-11-14
_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 2.335
_oxdiff_exptl_absorpt_empirical_full_min 0.703