Synthesis of C1-Symmetric Chiral Secondary Diamines and Their Applications in the Asymmetric Copper(II)-Catalyzed Henry (Nitroaldol) Reactions
Yirong Zhou; Junfang Dong; Fanglin Zhang; Yuefa Gong; Journal of Organic Chemistry 76 (2011) 588–600; doi:10.1021/jo102124d

data_4025995
_publ_section_title
;
 Synthesis of C1-Symmetric Chiral Secondary Diamines and Their
 Applications in the Asymmetric Copper(II)-Catalyzed Henry (Nitroaldol)
 Reactions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              588
_journal_page_last               600
_journal_paper_doi               10.1021/jo102124d
_journal_volume                  76
_journal_year                    2011
_chemical_formula_sum            'C17 H31 Cl2 Cu N3'
_chemical_formula_weight         411.89
_chemical_name_systematic
; 
 ? 
;
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_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
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_cell_length_b                   12.828(4)
_cell_length_c                   14.885(5)
_cell_measurement_reflns_used    8440
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.36
_cell_volume                     2023.6(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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
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_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_sigmaI/netI    0.0505
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_diffrn_reflns_limit_h_min       -14
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_diffrn_reflns_limit_k_min       -17
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_diffrn_reflns_limit_l_min       -18
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_diffrn_reflns_theta_full        28.40
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_T_max  0.8772
_exptl_absorpt_correction_T_min  0.7471
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      0
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.382
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_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.007(12)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         4995
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_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0669P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                4671
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo102124d_si_001.cif
_cod_data_source_block           t
_cod_original_cell_volume        2023.8(11)
_cod_database_code               4025995