Total Syntheses of (-)-Deoxoapodine, (-)-Kopsifoline D, and (-)-Beninine.
Zhou, Yi-Guo; Wong, Henry N. C.; Peng, Xiao-Shui; The Journal of organic chemistry  (2019) –; doi:10.1021/acs.joc.9b02918

data_4037749
_publ_section_title
;
 Total Syntheses of (-)-Deoxoapodine, (-)-Kopsifoline D, and (-)-Beninine.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02918
_journal_year                    2019
_chemical_formula_sum            'C21 H24 N2 O3'
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_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
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_cell_angle_beta                 99.4230(13)
_cell_angle_gamma                112.2777(12)
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_cell_length_b                   10.0471(5)
_cell_length_c                   12.1109(5)
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_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      15
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_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
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_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
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_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_theta_min         2.231
_exptl_absorpt_coefficient_mu    0.087
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_exptl_crystal_description       block
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_exptl_crystal_size_mid          0.400
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_refine_ls_extinction_coef       0.104(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         3246
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0521P)^2^+0.2885P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_total             3246
_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_estimated_absorpt_t_min   0.958
_shelx_estimated_absorpt_t_max   0.974
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_shelx_res_checksum              14431
_shelx_hkl_checksum              49018