Electrosynthesis of iminophosphoranes and applications in nickel catalysis.
Mdluli, Velabo; Lehnherr, Dan; Lam, Yu-Hong; Chaudhry, Mohammad T.; Newman, Justin A.; DaSilva, Jimmy O.; Regalado, Erik L.; Chemical science 15 (2024) 5980–5992; doi:10.1039/d3sc05357a

data_1571197
_publ_section_title
;
 Electrosynthesis of iminophosphoranes and applications in nickel
 catalysis.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              5980
_journal_page_last               5992
_journal_paper_doi               10.1039/d3sc05357a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C14 H12 N2 P, H2 O'
_chemical_formula_sum            'C14 H14 N2 O P'
_chemical_formula_weight         257.24
_chemical_name_common            Compound_26
_chemical_name_systematic        Compound_26
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-27
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-04-25 deposited with the CCDC.	2024-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   24.4855(4)
_cell_length_b                   24.4855(4)
_cell_length_c                   11.1476(2)
_cell_measurement_reflns_used    7933
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.6680
_cell_measurement_theta_min      3.6030
_cell_volume                     5788.02(17)
_computing_cell_refinement       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.934
_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    -22.00  31.00   0.50    0.07    --   50.08 -19.00  90.00  106
  2  \w     43.00 122.00   0.50    0.07    --   50.08  38.00  30.00  158
  3  \w    106.00 176.00   0.50    0.29    --  105.02  98.00 -10.00  140
  4  \w     98.00 176.00   0.50    0.29    --  105.02 125.00-180.00  156
  5  \w    -33.00  23.00   0.50    0.07    --  -50.08  19.00 -60.00  112
  6  \w    -46.00 -18.00   0.50    0.29    --  -90.00  38.00 -30.00   56
  7  \w    -61.00 -18.00   0.50    0.29    --  -90.00  53.00 -26.00   86
  8  \w    -51.00 -18.00   0.50    0.29    --  -90.00  43.00 -52.00   66
  9  \w    -46.00 -18.00   0.50    0.29    --  -90.00  38.00 -90.00   56
 10  \w    -46.00 -18.00   0.50    0.29    --  -90.00  38.00-180.00   56
 11  \w    -46.00 -18.00   0.50    0.29    --  -90.00  38.00 -60.00   56
 12  \w    -33.00  23.00   0.50    0.07    --  -50.08  19.00  90.00  112
 13  \w   -161.00 -81.00   0.50    0.29    --  -90.00 -43.00 155.00  160
 14  \w   -161.00-110.00   0.50    0.29    --  -90.00 -99.00 -60.00  102
 15  \w   -161.00-111.00   0.50    0.29    --  -90.00 -57.00 -60.00  100
 16  \w   -122.00 -74.00   0.50    0.07    --  -50.08 -74.00-140.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0240872000
_diffrn_orient_matrix_UB_12      -0.0298089000
_diffrn_orient_matrix_UB_13      -0.0924301000
_diffrn_orient_matrix_UB_21      0.0303944000
_diffrn_orient_matrix_UB_22      0.0617047000
_diffrn_orient_matrix_UB_23      -0.0729140000
_diffrn_orient_matrix_UB_31      0.0614571000
_diffrn_orient_matrix_UB_32      0.0240974000
_diffrn_orient_matrix_UB_33      0.0723054000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11893
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.664
_diffrn_reflns_theta_min         3.610
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.803
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.682
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.54a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       prism
_exptl_crystal_F_000             2430
_exptl_crystal_recrystallization_method
'Grown from slow evaporation of a solution of mds008 in acetonitrile, water, and methanol.'
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.820
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0421
_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^)+(0.0645P)^2^+9.5803P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1229
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2308
_reflns_number_total             2504
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc05357a2.cif
_cod_data_source_block           Compound_26
_cod_depositor_comments
'Adding full bibliography for 1571196--1571204.cif.'
_cod_original_cell_volume        5788.0(2)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               1571197
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'P2 N6 C30 H30'
_shelx_estimated_absorpt_t_max   0.855
_shelx_estimated_absorpt_t_min   0.769
_olex2_refinement_description
;
1.a Free rotating group:
 O1(H1A,H1B)
1.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
1.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C12(H12), C2(H2), C9(H9), C6(H6), C11(H11), C4(H4), C5(H5), C10(H10),
 C3(H3)
;
_shelx_res_checksum              29942
_olex2_date_sample_data_collection 2023-01-25
_olex2_date_sample_submission    2023-01-25
_olex2_exptl_crystal_mounting_method
'Mounted onto a MiTeGen loop using paratone oil.'
_olex2_submission_original_sample_id mds008
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 1.210
_oxdiff_exptl_absorpt_empirical_full_min 0.889