Palladium-catalyzed intramolecular asymmetric hydrocyclopropanylation of alkynes: synthesis of cyclopropane-fused γ-lactams.
Lin, Han-Ze; Qi, Zhuang; Wu, Qi-Min; Jiang, Yong-Yu; Peng, Jin-Bao; Chemical science 14 (2023) 7564–7568; doi:10.1039/d3sc02168h

data_1569347
_publ_section_title
;
 Palladium-catalyzed intramolecular asymmetric hydrocyclopropanylation of
 alkynes: synthesis of cyclopropane-fused &#x3b3;-lactams.
;
_journal_issue                   27
_journal_name_full               'Chemical science'
_journal_page_first              7564
_journal_page_last               7568
_journal_paper_doi               10.1039/d3sc02168h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C19 H16 Cl N O3 S'
_chemical_formula_weight         373.85
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-04-26 deposited with the CCDC.	2023-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                93.714(2)
_cell_angle_beta                 95.548(2)
_cell_angle_gamma                96.111(2)
_cell_formula_units_Z            2
_cell_length_a                   6.7397(2)
_cell_length_b                   8.1678(2)
_cell_length_c                   16.0806(5)
_cell_measurement_reflns_used    13172
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      74.9700
_cell_measurement_theta_min      5.4020
_cell_volume                     873.54(4)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23126
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.646
_diffrn_reflns_theta_min         5.463
_exptl_absorpt_coefficient_mu    3.208
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23945
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            color
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       block
_exptl_crystal_F_000             385
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 1890 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.029(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6332
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0594
_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^)+(0.1156P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1584
_refine_ls_wR_factor_ref         0.1721
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.909
_reflns_Friedel_fraction_max     0.782
_reflns_number_gt                5031
_reflns_number_total             6332
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02168h2.cif
_cod_data_source_block           exp_4718_auto
_cod_depositor_comments
;
Adding full bibliography for 1569346--1569347.cif.

2025-06-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H29 Cl2 N2 O6 S2'
_cod_original_formula_weight         744.65
_cod_original_formula_units_Z            1
_cod_database_code               1569347
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              24994