Synthesis of spirooxindoles <i>via</i> formal acetylene insertion into a common palladacycle intermediate.
Abel-Snape, Xavier; Johnson, Colton E.; Imbriaco, Bianca; Lautens, Mark; Chemical science 14 (2023) 5650–5655; doi:10.1039/d3sc01072d

data_1568829
_publ_section_title
;
 Synthesis of spirooxindoles <i>via</i> formal acetylene insertion into a
 common palladacycle intermediate.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              5650
_journal_page_last               5655
_journal_paper_doi               10.1039/d3sc01072d
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C32 H26 Cl N O6'
_chemical_formula_sum            'C32 H26 Cl N O6'
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_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2023-02-26 deposited with the CCDC.	2023-04-10 downloaded from the CCDC.
;
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_cell_angle_gamma                90
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_cell_measurement_theta_min      4.59
_cell_volume                     2702.74(18)
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_computing_molecular_graphics    'PLATON (Spek, 2009)'
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_diffrn_ambient_temperature      150(2)
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_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CMOS PHOTON II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1342
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_Laue_measured_fraction_full 0.987
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_diffrn_reflns_number            48973
_diffrn_reflns_point_group_measured_fraction_full 0.987
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_diffrn_reflns_theta_max         66.135
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_diffrn_source                   'Incoatec Imus with multi-layer optics'
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_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       Shard
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.200
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_refine_diff_density_max         0.333
_refine_diff_density_min         -0.328
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_refine_ls_extinction_coef       0.0070(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0523
_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^)+(0.0728P)^2^+0.3258P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1426
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3118
_reflns_number_total             4657
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01072d2.cif
_cod_data_source_block           d22117_a
_cod_depositor_comments
'Adding full bibliography for 1568828--1568829.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1568829
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.734
_shelx_estimated_absorpt_t_max   0.952
_shelx_res_checksum              51553