Enantioselective synthesis of 3-aryl-phthalides through a nickel-catalyzed stereoconvergent cross-coupling reaction.
Xu, Si-Yu; Zhang, Rui; Zhang, Shu-Sheng; Feng, Chen-Guo; Organic & biomolecular chemistry 19 (2021) 4492–4496; doi:10.1039/d1ob00487e

data_7158041
_publ_section_title
;
 Enantioselective synthesis of 3-aryl-phthalides through a
 nickel-catalyzed stereoconvergent cross-coupling reaction.
;
_journal_issue                   20
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4492
_journal_page_last               4496
_journal_paper_doi               10.1039/d1ob00487e
_journal_volume                  19
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_sum            'C14 H9 Br O2'
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_space_group_name_Hall           'P 2ac 2ab'
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_atom_sites_solution_hydrogens   geom
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_audit_update_record
;
2021-02-06 deposited with the CCDC.	2021-04-26 downloaded from the CCDC.
;
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_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
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_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'd8 venture'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.0843
_diffrn_reflns_Laue_measured_fraction_full 0.990
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_diffrn_reflns_limit_h_max       8
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_diffrn_reflns_limit_k_min       -14
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_diffrn_reflns_limit_l_min       -22
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_diffrn_reflns_point_group_measured_fraction_full 0.987
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_diffrn_reflns_theta_min         2.187
_exptl_absorpt_coefficient_mu    3.516
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details
;
 Flack x determined using 480 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.021(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         2836
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0396
_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^)+(0.0069P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0845
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                1585
_reflns_number_total             2836
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob00487e2.cif
_cod_data_source_block           mo_20201012xsy_0m
_cod_depositor_comments          'Adding full bibliography for 7158041.cif.'
_cod_database_code               7158041
_shelx_shelxl_version_number     2018/3
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