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_7048639
_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         'C69 H105 N3 P3'
_chemical_formula_sum            'C69 H105 N3 P3'
_chemical_formula_weight         1069.46
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-01
_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                 97.661(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5093(2)
_cell_length_b                   27.8801(5)
_cell_length_c                   24.3205(5)
_cell_measurement_reflns_used    7968
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.7780
_cell_measurement_theta_min      3.9780
_cell_volume                     6390.3(2)
_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 0.983
_diffrn_measured_fraction_theta_max 0.952
_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   -108.00 -24.00   1.00    9.00    --  -41.14 -38.00-180.00   84
  2  \w    -63.00  26.00   1.00    9.00    --  -41.14  57.00   0.00   89
  3  \w    101.00 128.00   1.00    9.00    --   41.14 178.00-150.00   27
  4  \w     94.00 178.00   1.00   20.00    --  106.40 125.00  60.00   84
  5  \w     67.00 121.00   1.00   20.00    --  106.40-125.00  60.00   54
  6  \w     37.00 119.00   1.00   20.00    --  106.40 -45.00 -90.00   82
  7  \w     94.00 178.00   1.00   20.00    --  106.40  45.00  60.00   84
  8  \w     96.00 178.00   1.00   20.00    --  106.40 125.00   0.00   82
;
_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      -0.0384200000
_diffrn_orient_matrix_UB_12      0.0328985000
_diffrn_orient_matrix_UB_13      0.0466945000
_diffrn_orient_matrix_UB_21      -0.0147393000
_diffrn_orient_matrix_UB_22      -0.0442689000
_diffrn_orient_matrix_UB_23      0.0367103000
_diffrn_orient_matrix_UB_31      0.1581143000
_diffrn_orient_matrix_UB_32      0.0038002000
_diffrn_orient_matrix_UB_33      0.0236158000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            22489
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.457
_diffrn_reflns_theta_min         3.663
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.154
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67322
_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 brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_description       block
_exptl_crystal_F_000             2340
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.695
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     700
_refine_ls_number_reflns         12246
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.1257
_refine_ls_R_factor_gt           0.1137
_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^)+(0.1292P)^2^+33.0737P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3140
_refine_ls_wR_factor_ref         0.3215
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10115
_reflns_number_total             12246
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt04842h2.cif
_cod_data_source_block           exp_2266
_cod_depositor_comments
'Adding full bibliography for 7048639--7048641.cif.'
_cod_database_code               7048639
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.924
_shelx_estimated_absorpt_t_min   0.893
_reflns_odcompleteness_completeness 99.20
_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.a Ternary CH refined with riding coordinates:
 C26(H26), C47(H47), C65(H65), C23(H23), C44(H44), C68(H68)
2.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C29(H29A,H29B), C31(H31A,H31B), C55(H55A,H55B), C52(H52A,
 H52B), C57(H57A,H57B), C13(H13A,H13B), C15(H15A,H15B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C41(H41), C19(H19), C62(H62), C40(H40), C20(H20), C39(H39),
 C60(H60), C61(H61)
2.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C32(H32A,H32B,H32C), C49(H49A,H49B,
 H49C), C48(H48A,H48B,H48C), C28(H28A,H28B,H28C), C11(H11A,H11B,H11C), C46(H46A,
 H46B,H46C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C24(H24A,H24B,H24C),
 C50(H50A,H50B,H50C), C10(H10A,H10B,H10C), C43(H43A,H43B,H43C), C64(H64A,H64B,
 H64C), C66(H66A,H66B,H66C), C45(H45A,H45B,H45C), C54(H54A,H54B,H54C), C56(H56A,
 H56B,H56C), C69(H69A,H69B,H69C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C),
 C67(H67A,H67B,H67C), C14(H14A,H14B,H14C)
;
_olex2_date_sample_data_collection 2017-12-14
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.784
_oxdiff_exptl_absorpt_empirical_full_min 0.776