Diastereoselective C-H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams.
Png, Zhuang Mao; Cabrera-Pardo, Jaime R; Peiró Cadahía, Jorge; Gaunt, Matthew J.; Chemical science 9 (2018) 7628–7633; doi:10.1039/c8sc02855a

data_1549746
_publ_section_title
;
 Diastereoselective C-H carbonylative annulation of aliphatic amines: a
 rapid route to functionalized \g-lactams.
;
_journal_issue                   39
_journal_name_full               'Chemical science'
_journal_page_first              7628
_journal_page_last               7633
_journal_paper_doi               10.1039/c8sc02855a
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C34 H60 F4 N2 O8 Pd3, 2.25(C H2 Cl2)'
_chemical_formula_sum            'C36.25 H64.5 Cl4.5 F4 N2 O8 Pd3'
_chemical_formula_weight         1211.12
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-06-20 deposited with the CCDC.
2018-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                84.9399(13)
_cell_angle_beta                 77.9747(13)
_cell_angle_gamma                68.7283(13)
_cell_formula_units_Z            2
_cell_length_a                   11.8915(4)
_cell_length_b                   14.4371(5)
_cell_length_c                   15.9414(6)
_cell_measurement_reflns_used    9872
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      67.53
_cell_measurement_theta_min      3.29
_cell_volume                     2494.14(15)
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       '\w and \f-scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27628
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.527
_diffrn_reflns_theta_max         67.527
_diffrn_reflns_theta_min         2.834
_diffrn_source                   'Incoatec I\mS Cu microsource'
_exptl_absorpt_coefficient_mu    11.367
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_description       block
_exptl_crystal_F_000             1221
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.398
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     537
_refine_ls_number_reflns         8826
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0332P)^2^+5.5788P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0816
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7492
_reflns_number_total             8826
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc02855a2.cif
_cod_data_source_block           MG_B1_0024
_cod_depositor_comments
'Adding full bibliography for 1549745--1549747.cif.'
_cod_original_formula_sum        'C36.25 H64.50 Cl4.50 F4 N2 O8 Pd3'
_cod_database_code               1549746
_cambridge_user_name             'Png Zhuang Mao'
_cambridge_user_crsid            zmp21
_cambridge_supervisor_name       'Matthew Gaunt'
_cambridge_supervisor_crsid      mjg32
_cambridge_crystallographer_name 'Andrew Bond'
_cambridge_crystallographer_crsid adb29
_cambridge_sample_id             ZM17-1133A
_cambridge_data_id               MG_B1_0024
_shelx_estimated_absorpt_t_min   0.396
_shelx_estimated_absorpt_t_max   0.600
_shelx_res_checksum              61400