Ir/Zn Dual Catalysis: Enantioselective and Diastereodivergent α-Allylation of Unprotected α-Hydroxy Indanones.
He, Rui; Liu, Penglin; Huo, Xiaohong; Zhang, Wanbin; Organic letters 19 (2017) 5513–5516; doi:10.1021/acs.orglett.7b02577

data_1547614
_publ_section_title
;
 Ir/Zn Dual Catalysis: Enantioselective and Diastereodivergent
 \a-Allylation of Unprotected \a-Hydroxy Indanones.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5513
_journal_page_last               5516
_journal_paper_doi               10.1021/acs.orglett.7b02577
_journal_volume                  19
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H21 N O5'
_chemical_formula_sum            'C25 H21 N O5'
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_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
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_cell_angle_beta                 90
_cell_angle_gamma                120
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_cell_length_a                   31.8047(10)
_cell_length_b                   31.8047(10)
_cell_length_c                   11.8143(5)
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      66.55
_cell_measurement_theta_min      2.78
_cell_volume                     10349.5(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
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_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            47837
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.617
_diffrn_reflns_theta_max         66.617
_diffrn_reflns_theta_min         4.071
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       block
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_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
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_platon_squeeze_details
;
;
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details
;
 Flack x determined using 3759 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         8091
_refine_ls_number_restraints     179
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0554
_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^)+(0.1228P)^2^+3.6990P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1568
_refine_ls_wR_factor_ref         0.1593
_reflns_Friedel_coverage         0.995
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                7838
_reflns_number_total             8091
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b02577_si_004.cif
_cod_data_source_block           Q
_cod_depositor_comments
;
Adding full bibliography for 1547611--1547614.cif.

2019-03-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         829.85
_cod_original_formula_moiety         'C25 H21 N O5, C25 H20 N O5'
_cod_original_cell_volume        10349.5(8)
_cod_original_formula_sum        'C50 H41 N2 O10 '
_cod_original_formula_units_Z            9
_cod_database_code               1547614
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              49125
_shelx_hkl_checksum              10656