Catalytic intramolecular hydroamination of aminoallenes using titanium complexes of chiral, tridentate, dianionic imine-diol ligands.
Sha, Fanrui; Mitchell, Benjamin S.; Ye, Christopher Z.; Abelson, Chase S.; Reinheimer, Eric W.; LeMagueres, Pierre; Ferrara, Joseph D.; Takase, Michael K.; Johnson, Adam R.; Dalton transactions (Cambridge, England : 2003) 48 (2019) 9603–9616; doi:10.1039/c8dt05156a

data_7048980
_publ_section_title
;
 Catalytic intramolecular hydroamination of aminoallenes using titanium
 complexes of chiral, tridentate, dianionic imine-diol ligands.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9603
_journal_page_last               9616
_journal_paper_doi               10.1039/c8dt05156a
_journal_volume                  48
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H24 F N O2'
_chemical_formula_sum            'C24 H24 F N O2'
_chemical_formula_weight         377.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2018-03-15
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.03.02 svn.r3394 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_audit_update_record
;
2018-08-28 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.12710(10)
_cell_length_b                   16.0917(3)
_cell_length_c                   19.7246(4)
_cell_measurement_reflns_used    10789
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      75.9570
_cell_measurement_theta_min      3.5120
_cell_volume                     1944.76(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.4a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.4a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.4a (Rigaku OD, 2018)'
_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      99.98(10)
_diffrn_detector                 HyPix-6000HE
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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     33.00 120.00   0.50    0.57    --   47.45  57.00 -90.00  174
  2  \w     95.00 178.00   0.50    2.28    --  107.75  19.00 -30.00  166
  3  \w     85.00 120.00   0.50    0.57    --   47.45  77.00 120.00   70
  4  \w     33.00 120.00   0.50    0.57    --   47.45  57.00 120.00  174
  5  \w     35.00  82.00   0.50    2.28    --  107.75 -57.00   0.00   94
  6  \w     35.00 117.00   0.50    2.28    --  107.75-125.00   0.00  164
  7  \w     35.00  62.00   0.50    2.28    --  107.75 -37.00 120.00   54
  8  \w     35.00  62.00   0.50    2.28    --  107.75 -37.00 150.00   54
  9  \w     35.00 121.00   0.50    0.57    --   47.45  37.00-120.00  172
 10  \w     35.00  62.00   0.50    2.28    --  107.75 -37.00-180.00   54
 11  \w    -62.00  25.00   0.50    0.57    --  -47.45  57.00 -90.00  174
 12  \w    -82.00 -33.00   0.50    2.28    -- -106.00  37.00  60.00   98
 13  \w    -62.00  25.00   0.50    0.57    --  -47.45  57.00 150.00  174
 14  \w   -117.00 -33.00   0.50    2.28    -- -106.00 125.00  90.00  168
 15  \w   -129.00 -33.00   0.50    2.28    -- -106.00  77.00 120.00  192
 16  \w   -120.00 -32.00   0.50    0.57    --  -47.45 -57.00   0.00  176
 17  \w   -177.00 -85.00   0.50    2.28    -- -106.00 -77.00 -60.00  184
 18  \w   -177.00-146.00   0.50    2.28    -- -106.00 -19.00  30.00   62
 19  \w   -177.00 -93.00   0.50    2.28    -- -106.00 -19.00  90.00  168
 20  \w   -177.00 -93.00   0.50    2.28    -- -106.00 -19.00-180.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0308820000
_diffrn_orient_matrix_UB_12      0.0949912000
_diffrn_orient_matrix_UB_13      -0.0009906000
_diffrn_orient_matrix_UB_21      0.0098960000
_diffrn_orient_matrix_UB_22      0.0006908000
_diffrn_orient_matrix_UB_23      0.0780370000
_diffrn_orient_matrix_UB_31      0.2492843000
_diffrn_orient_matrix_UB_32      -0.0120644000
_diffrn_orient_matrix_UB_33      -0.0030504000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17736
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.600
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_min         5.940
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.4a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'yellowish orange'
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.083
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.113
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details
;
 Flack x determined using 1307 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(9)
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         3439
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0265
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+0.1917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0641
_refine_ls_wR_factor_ref         0.0651
_reflns_Friedel_coverage         0.715
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3251
_reflns_number_total             3439
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt05156a2.cif
_cod_data_source_block           er_proc
_cod_depositor_comments
'Adding full bibliography for 7048978--7048982.cif.'
_cod_database_code               7048980
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C23 H23 F O2 N '
_diffrn_oxdiff_ac3_digest_frames
;
017c0dc4ab349a5f2b287ac877a12da33b02740796f
;
_diffrn_oxdiff_ac3_digest_hkl
;
011f1bbec59933e4265803b30ae582857634ac
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_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 1.931
_oxdiff_exptl_absorpt_empirical_full_min 0.461