Synthesis of Aminoindolizidines through the Chemoselective and Diastereoselective Catalytic Hydrogenation of Indolizines.
Albaladejo, María José; González-Soria, María José; Alonso, Francisco; The Journal of organic chemistry 81 (2016) 9707–9717; doi:10.1021/acs.joc.6b01782

data_4037229
_publ_section_title
;
 Synthesis of Aminoindolizidines through the Chemoselective and
 Diastereoselective Catalytic Hydrogenation of Indolizines.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9707
_journal_page_last               9717
_journal_paper_doi               10.1021/acs.joc.6b01782
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C19 H28 N2'
_chemical_formula_weight         284.43
_chemical_melting_point          342
_chemical_name_systematic        3-phenyl-1-(piperidin-1-yl)octahydroindolizine
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                74.012(14)
_cell_angle_beta                 77.182(13)
_cell_angle_gamma                70.798(14)
_cell_formula_units_Z            2
_cell_length_a                   8.307(5)
_cell_length_b                   10.097(6)
_cell_length_c                   11.253(7)
_cell_measurement_reflns_used    1060
_cell_measurement_temperature    297(1)
_cell_measurement_theta_max      20.777
_cell_measurement_theta_min      2.189
_cell_volume                     847.9(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      297(1)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7333
_diffrn_reflns_theta_full        25.14
_diffrn_reflns_theta_max         25.14
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.9985
_exptl_absorpt_correction_T_min  0.9042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker/Siemens SADABS v2.03'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.127
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.027
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         2998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0547P)^2^+0.0237P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1341
_reflns_number_gt                1812
_reflns_number_total             2998
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b01782_si_002.cif
_cod_data_source_block           x
_cod_original_cell_volume        847.8(9)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4037229