Expeditious synthesis of the fused hexacycle of puberuline C via a radical-based cyclization/translocation/cyclization process
Hagiwara, Koichi; Tabuchi, Toshiki; Urabe, Daisuke; Inoue, Masayuki; Chem. Sci. 7 (2016) 4372–; doi:10.1039/C6SC00671J

data_1542904
_publ_section_title
;
 Expeditious synthesis of the fused hexacycle of puberuline C via a
 radical-based cyclization/translocation/cyclization process
;
_journal_issue                   7
_journal_name_full               'Chem. Sci.'
_journal_page_first              4372
_journal_paper_doi               10.1039/C6SC00671J
_journal_volume                  7
_journal_year                    2016
_chemical_formula_sum            'C24 H37 N O6'
_chemical_formula_weight         435.54
_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   geom
_audit_update_record
;
2016-02-08 deposited with the CCDC.
2016-03-18 downloaded from the CCDC.
;
_cell_angle_alpha                77.4010(13)
_cell_angle_beta                 85.4640(14)
_cell_angle_gamma                69.3560(14)
_cell_formula_units_Z            2
_cell_length_a                   8.0327(2)
_cell_length_b                   9.3726(2)
_cell_length_c                   16.1657(3)
_cell_measurement_temperature    93.(2)
_cell_volume                     1111.49(4)
_computing_cell_refinement       'APEX2 v2013.10-0 (Bruker AXS)'
_computing_data_collection       'APEX II ULTRA (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT v8.3C (Bruker AXS Inc.)'
_computing_molecular_graphics    'XSHELL v6.3.1 (Bruker AXS Inc.)'
_computing_publication_material  'Generate Report (Bruker AXS Inc.)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      93.(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'D8 goniometer (Bruker AXS Inc.)'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayered conforcal mirror'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7640
_diffrn_reflns_theta_full        66.58
_diffrn_reflns_theta_max         66.58
_diffrn_reflns_theta_min         2.80
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Tourbo X-ray Source'
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_process_details
;
;
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.029
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3753
_refine_ls_number_restraints     448
_refine_ls_restrained_S_all      1.221
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0452
_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^)+(0.0737P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1310
_reflns_number_gt                3124
_reflns_number_total             3753
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6sc00671j2.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 1542904.cif.'
_cod_database_code               1542904