The Silver-Promoted Phosphonation/Alkynylation of Alkene Proceeding with Radical 1,2-Alkynyl Migration.
Jin, Shengnan; Sun, Song; Yu, Jin-Tao; Cheng, Jiang; The Journal of organic chemistry 84 (2019) 11177–11185; doi:10.1021/acs.joc.9b01088

data_4033842
_publ_section_title
;
 The Silver-Promoted Phosphonation/Alkynylation of Alkene Proceeding with
 Radical 1,2-Alkynyl Migration.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11177
_journal_page_last               11185
_journal_paper_doi               10.1021/acs.joc.9b01088
_journal_volume                  84
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_sum            'C31 H27 O2 P'
_chemical_formula_weight         462.49
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                88.303(4)
_cell_angle_beta                 83.461(4)
_cell_angle_gamma                79.038(4)
_cell_formula_units_Z            3
_cell_length_a                   8.4944(9)
_cell_length_b                   8.9647(10)
_cell_length_c                   32.731(4)
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      54.05
_cell_measurement_theta_min      2.36
_cell_volume                     2431.0(5)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_av_unetI/netI     0.1175
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            21910
_diffrn_reflns_point_group_measured_fraction_full 0.824
_diffrn_reflns_point_group_measured_fraction_max 0.824
_diffrn_reflns_theta_full        53.000
_diffrn_reflns_theta_max         53.000
_diffrn_reflns_theta_min         3.548
_exptl_absorpt_coefficient_mu    0.584
_exptl_crystal_density_diffrn    0.948
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_refine_diff_density_max         0.882
_refine_diff_density_min         -1.516
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details
;
 Flack x determined using 2761 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.236
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     925
_refine_ls_number_reflns         14146
_refine_ls_number_restraints     567
_refine_ls_restrained_S_all      1.227
_refine_ls_R_factor_all          0.1561
_refine_ls_R_factor_gt           0.1098
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+10.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2596
_refine_ls_wR_factor_ref         0.2904
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_full    0.680
_reflns_Friedel_fraction_max     0.680
_reflns_number_gt                8866
_reflns_number_total             14146
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01088_si_002.cif
_cod_data_source_block           20190317czcj_0m_a_sq
_cod_database_code               4033842
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              45289
_shelx_hkl_checksum              59725
_shelx_fab_checksum              3966