Copper-Catalyzed P-H Insertions of α-Imino Carbenes for the Preparation of 3-Phosphinoylindoles.
Wang, Lisheng; Wu, Yi; Liu, Yang; Yang, Hua; Liu, Xu; Wang, Jianyi; Li, Xiaoxun; Jiang, Jun; Organic letters 19 (2017) 782–785; doi:10.1021/acs.orglett.6b03752

data_1545188
_publ_section_title
;
 Copper-Catalyzed P-H Insertions of \a-Imino Carbenes for the Preparation
 of 3-Phosphinoylindoles.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              782
_journal_page_last               785
_journal_paper_doi               10.1021/acs.orglett.6b03752
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C34 H29 N2 O3 P S, C H Cl3'
_chemical_formula_sum            'C35 H30 Cl3 N2 O3 P S'
_chemical_formula_weight         695.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-11
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 118.58(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   32.921(7)
_cell_length_b                   11.658(2)
_cell_length_c                   20.290(4)
_cell_measurement_reflns_used    9843
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.309
_cell_measurement_theta_min      3.209
_cell_volume                     6838(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            50870
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_min         3.209
_exptl_absorpt_coefficient_mu    0.413
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6666
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_description       block
_exptl_crystal_F_000             2880
_exptl_crystal_size_max          0.223
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.109
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         7851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0610
_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^)+(0.0874P)^2^+6.2000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1582
_refine_ls_wR_factor_ref         0.1836
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4948
_reflns_number_total             7851
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol6b03752_si_002.cif
_cod_data_source_block           wy261_sad
_cod_depositor_comments          'Adding full bibliography for 1545188.cif.'
_cod_database_code               1545188
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H2(0.062) H16(0.069) H13(0.061) H14(0.073) H15(0.073) H7(0.089)
 H21A(0.071) H21B(0.071) H3(0.11) H11(0.09) H28(0.084) H2A(0.109) H31A(0.155)
 H31B(0.155) H31C(0.155) H5(0.079) H32(0.1) H8(0.115) H1(0.085) H29(0.092)
 H33(0.091) H23(0.104) H27(0.096) H10(0.119) H4(0.102) H25(0.146) H24(0.15)
 H9(0.123) H26(0.127) H35A(0.213) H35(0.213)
 Fixed X: H2(0.6252) H16(0.7096) H13(0.6055) H14(0.6375) H15(0.6881)
 H7(0.5385) H21A(0.7126) H21B(0.7345) H3(0.6255) H11(0.5168) H28(0.6361)
 H2A(0.5674) H31A(0.7118) H31B(0.6626) H31C(0.7069) H5(0.653) H32(0.7507)
 H8(0.4743) H1(0.5509) H29(0.6374) H33(0.7503) H23(0.7372) H27(0.6157)
 H10(0.4536) H4(0.6687) H25(0.6197) H24(0.6984) H9(0.4323) H26(0.5783)
 H35A(0.5347) H35(0.5271)
 Fixed Y: H2(0.902) H16(0.4804) H13(0.4593) H14(0.2954) H15(0.3057) H7(0.5625)
 H21A(0.8063) H21B(0.6837) H3(0.7045) H11(0.7184) H28(1.0536) H2A(0.8212)
 H31A(1.0241) H31B(0.9677) H31C(0.8902) H5(0.6204) H32(0.8635) H8(0.4477)
 H1(0.84) H29(1.0539) H33(0.8591) H23(0.6768) H27(0.7309) H10(0.6019)
 H4(0.6026) H25(0.6767) H24(0.6519) H9(0.4697) H26(0.7157) H35A(0.0116)
 H35(0.0083)
 Fixed Z: H2(0.5622) H16(0.7218) H13(0.4652) H14(0.5347) H15(0.6613)
 H7(0.3307) H21A(0.7307) H21B(0.7531) H3(0.2102) H11(0.4872) H28(0.4572)
 H2A(0.1994) H31A(0.3009) H31B(0.2626) H31C(0.2961) H5(0.4187) H32(0.4334)
 H8(0.3012) H1(0.2975) H29(0.3455) H33(0.5461) H23(0.8723) H27(0.6907)
 H10(0.4559) H4(0.3189) H25(0.8865) H24(0.9423) H9(0.3631) H26(0.7605)
 H35A(0.4337) H35(0.3935)
;
_shelx_res_checksum              50862
_shelx_hkl_checksum              49900
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'