Proline-Catalyzed Asymmetric Synthesis of syn- and anti-1,3-Diamines
Pradeep Kumar; Vishwajeet Jha; Rajesh Gonnade; Journal of Organic Chemistry 78 (2013) 11756–11764; doi:10.1021/jo401722e

data_4028773
_publ_section_title
;
 Proline-Catalyzed Asymmetric Synthesis of syn- and anti-1,3-Diamines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              11756
_journal_page_last               11764
_journal_paper_doi               10.1021/jo401722e
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety
'C19 H26 N2 O4 S2, 0.5(H2O), 0.25(H2O), 0.25(H2O)'
_chemical_formula_sum            'C19 H26 N2 O5 S2'
_chemical_formula_weight         428.56
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.593(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.3830(10)
_cell_length_b                   11.6353(4)
_cell_length_c                   15.9062(5)
_cell_measurement_reflns_used    4474
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.87
_cell_measurement_theta_min      2.46
_cell_volume                     5007.2(3)
_computing_cell_refinement       'APEX 2 (BRUKER, 2006)'
_computing_data_collection       'APEX 2 (BRUKER, 2006)'
_computing_data_reduction        'APEX 2 (BRUKER, 2006)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD AREA DETECTOR'
_diffrn_measurement_method       'OMEGA AND PHI SCAN'
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18629
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_T_max  0.9787
_exptl_absorpt_correction_T_min  0.8977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.819
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4417
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0700
_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^)+(0.1437P)^2^+2.1878P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2094
_refine_ls_wR_factor_ref         0.2417
_reflns_number_gt                2903
_reflns_number_total             4417
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo401722e_si_001.cif
_cod_data_source_block           rahul2
_cod_database_code               4028773