Metastable phosphorus neutral monoradical: a key intermediate in the bicyclic cage formation.
Chen, Xiaodan; Hinz, Alexander; Harmer, Jeffrey R.; Li, Zhongshu; Dalton transactions (Cambridge, England : 2003) 48 (2019) 2549–2553; doi:10.1039/c8dt04842h

data_7048640
_publ_section_title
;
 Metastable phosphorus neutral monoradical: a key intermediate in the
 bicyclic cage formation.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2549
_journal_page_last               2553
_journal_paper_doi               10.1039/c8dt04842h
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety
'C23 H31 Au Cl N P, C23 H35 Au Cl N P, C6 H5 F'
_chemical_formula_sum            'C52 H71 Au2 Cl2 F N2 P2'
_chemical_formula_weight         1269.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-13 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 130.949(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.0735(15)
_cell_length_b                   10.7348(3)
_cell_length_c                   23.2145(12)
_cell_measurement_reflns_used    8963
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.2630
_cell_measurement_theta_min      3.8650
_cell_volume                     5660.5(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6525
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.972
_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    -65.00  25.00   1.00    3.00    --  -41.14  77.00 150.00   90
  2  \w   -112.00 -23.00   1.00    3.00    --  -41.14 -38.00  30.00   89
  3  \w     94.00 178.00   1.00   12.00    --  106.40 125.00   0.00   84
  4  \w    149.00 175.00   1.00   12.00    --  106.40 125.00  60.00   26
  5  \w    105.00 131.00   1.00   12.00    --  106.40 125.00  60.00   26
  6  \w     81.00 167.00   1.00   12.00    --  106.40  45.00  60.00   86
  7  \w     35.00 113.00   1.00   12.00    --  106.40 -45.00-120.00   78
  8  \w     25.00 109.00   1.00   12.00    --  106.40 -95.00  90.00   84
  9  \w    -66.00 -17.00   1.00    3.00    --  -41.33 -38.00 -60.00   49
 10  \w   -113.00 -19.00   1.00    3.00    --  -41.33 -57.00 150.00   94
 11  \w     58.00 121.00   1.00   12.00    --  106.40-125.00  30.00   63
 12  \w     46.00 132.00   1.00   12.00    --  106.40 -45.00 -30.00   86
 13  \w     33.00 119.00   1.00   12.00    --  106.40 -45.00  90.00   86
 14  \w     79.00 176.00   1.00   12.00    --  106.40  30.00 -90.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0523446000
_diffrn_orient_matrix_UB_12      -0.0852026000
_diffrn_orient_matrix_UB_13      0.0293020000
_diffrn_orient_matrix_UB_21      0.0417081000
_diffrn_orient_matrix_UB_22      0.1130801000
_diffrn_orient_matrix_UB_23      0.0372286000
_diffrn_orient_matrix_UB_31      0.0110586000
_diffrn_orient_matrix_UB_32      -0.0232279000
_diffrn_orient_matrix_UB_33      0.0739793000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0866
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17955
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.474
_diffrn_reflns_theta_min         3.892
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.279
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_description       block
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.590
_refine_diff_density_min         -1.330
_refine_diff_density_rms         0.176
_refine_ls_abs_structure_details
;
 Flack x determined using 3779 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.035(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         10747
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0831P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1445
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.905
_reflns_number_gt                9818
_reflns_number_total             10747
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt04842h2.cif
_cod_data_source_block           exp_1676
_cod_depositor_comments
'Adding full bibliography for 7048639--7048641.cif.'
_cod_original_cell_volume        5660.5(7)
_cod_database_code               7048640
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.806
_shelx_estimated_absorpt_t_min   0.728
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cl2) = Uanis(Cl2A)
3. Others
 Sof(Au2A)=Sof(Cl2A)=1-FVAR(1)
 Sof(Au2)=Sof(Cl2)=FVAR(1)
 Fixed Sof: F2(0.5) C54(0.5) H54(0.5) C55(0.5) H55(0.5) C56(0.5) H56(0.5)
 C57(0.5) H57(0.5) C58(0.5) H58(0.5) C53(0.5) F1(0.5) C48(0.5) H48(0.5)
 C47(0.5) H47(0.5) C52(0.5) C51(0.5) H51(0.5) C50(0.5) H50(0.5) C49(0.5)
 H49(0.5)
4.a Ternary CH refined with riding coordinates:
 C44(H44), C19(H19), C22(H22), C42(H42)
4.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C29(H29A,H29B), C4(H4A,H4B), C27(H27A,H27B)
4.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C14(H14), C39(H39), C38(H38), C37(H37), C54(H54),
 C55(H55), C56(H56), C57(H57), C58(H58), C48(H48), C47(H47), C51(H51), C50(H50),
  C49(H49)
4.d Fitted hexagon refined as free rotating group:
 C54(C55,C56,C57,C58,C53), C48(C47,C52,C51,C50,C49)
4.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C45(H45A,H45B,H45C), C41(H41A,H41B,H41C), C43(H43A,H43B,
 H43C), C34(H34A,H34B,H34C), C10(H10A,H10B,H10C), C46(H46A,H46B,H46C), C6(H6A,
 H6B,H6C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C18(H18A,H18B,H18C),
 C23(H23A,H23B,H23C), C21(H21A,H21B,H21C), C11(H11A,H11B,H11C), C20(H20A,H20B,
 H20C), C26(H26A,H26B,H26C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.967
_oxdiff_exptl_absorpt_empirical_full_min 0.613