Nickel-Catalyzed Cross-Coupling of Vinyl Dioxanones to Form Enantiomerically Enriched Cyclopropanes.
Guo, Yi-An; Liang, Tao; Kim, Seung Wook; Xiao, Hongde; Krische, Michael J.; Journal of the American Chemical Society 139 (2017) 6847–6850; doi:10.1021/jacs.7b03371

data_4131298
_publ_section_title
;
 Nickel-Catalyzed Cross-Coupling of Vinyl Dioxanones to Form
 Enantiomerically Enriched Cyclopropanes.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6847
_journal_page_last               6850
_journal_paper_doi               10.1021/jacs.7b03371
_journal_volume                  139
_journal_year                    2017
_chemical_formula_sum            'C26.67 H30.67 O1.33'
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_cell_formula_units_Z            12
_cell_length_a                   33.36(3)
_cell_length_b                   5.857(4)
_cell_length_c                   34.01(4)
_cell_measurement_temperature    123(2)
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_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
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_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2412
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_diffrn_reflns_Laue_measured_fraction_full 0.984
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_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       40
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_diffrn_reflns_point_group_measured_fraction_full 0.974
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_diffrn_reflns_theta_full        25.221
_diffrn_reflns_theta_max         25.221
_diffrn_reflns_theta_min         0.848
_exptl_absorpt_coefficient_mu    0.067
_exptl_crystal_density_diffrn    1.117
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_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details
;
 Flack x determined using 759 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   2.5(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     773
_refine_ls_number_reflns         11642
_refine_ls_number_restraints     505
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.3306
_refine_ls_R_factor_gt           0.1585
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3806
_refine_ls_wR_factor_ref         0.4515
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                3894
_reflns_number_total             11642
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b03371_si_002.cif
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_cod_original_cell_volume        6646(11)
_cod_original_sg_symbol_H-M      'I 2'
_cod_database_code               4131298
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              67991
_shelx_hkl_checksum              68211