Total Synthesis of (±)/(+)-Subincanadine E and Determination of Absolute Configuration.
Kalshetti, Manojkumar G.; Argade, Narshinha P.; The Journal of organic chemistry 82 (2017) 11126–11133; doi:10.1021/acs.joc.7b02122

data_4032939
_publ_section_title
;
 Total Synthesis of (+-)/(+)-Subincanadine E and Determination of Absolute
 Configuration.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11126
_journal_page_last               11133
_journal_paper_doi               10.1021/acs.joc.7b02122
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C17 H20 N2 O3, 0.5(C H Cl3)'
_chemical_formula_sum            'C17.5 H20.5 Cl1.5 N2 O3'
_chemical_formula_weight         360.03
_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_creation_method           SHELXL-2014/7
_cell_angle_alpha                80.601(14)
_cell_angle_beta                 72.761(13)
_cell_angle_gamma                62.091(13)
_cell_formula_units_Z            4
_cell_length_a                   11.883(7)
_cell_length_b                   12.219(8)
_cell_length_c                   14.081(8)
_cell_measurement_reflns_used    3746
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.85
_cell_measurement_theta_min      2.19
_cell_volume                     1724.8(18)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_unetI/netI     0.1078
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            28222
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.580
_diffrn_reflns_theta_min         1.515
_exptl_absorpt_coefficient_mu    0.317
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       block
_exptl_crystal_F_000             756.0
_refine_diff_density_max         0.919
_refine_diff_density_min         -1.126
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.311
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         8645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.311
_refine_ls_R_factor_all          0.1577
_refine_ls_R_factor_gt           0.0863
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2226
_refine_ls_wR_factor_ref         0.2507
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4914
_reflns_number_total             8792
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b02122_si_002.cif
_cod_data_source_block           TRA_a
_cod_depositor_comments
;
Adding full bibliography for 4032938--4032939.cif.

2020-07-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C35 H41 Cl3 N4 O6'
_cod_original_formula_weight         720.07
_cod_original_formula_moiety         '2(C17 H20 N2 O3), C H Cl3'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1724.9(18)
_cod_database_code               4032939
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              85557
_shelx_hkl_checksum              22521