Synthesis of enantioenriched 1,2-trans-diamines using the borono-Mannich reaction with N-protected alpha-amino aldehydes
Stephanie Norsikian; Margaux Beretta; Alexandre Cannillo; Amelie Martin; Pascal Retailleau; Jean-Marie Beau; Chem.Commun. 51 (2015) 9991–; doi:10.1039/C5cc01716E

data_7117276
_publ_section_title
;
 Synthesis of enantioenriched 1,2-trans-diamines using the borono-Mannich
 reaction with N-protected alpha-amino aldehydes
;
_journal_name_full               Chem.Commun.
_journal_page_first              9991
_journal_paper_doi               10.1039/C5cc01716E
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C30 H34 N2 O2 S'
_chemical_formula_sum            'C30 H34 N2 O2 S'
_chemical_formula_weight         486.65
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
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_audit_update_record
;
2015-01-16 deposited with the CCDC.
2015-05-08 downloaded from the CCDC.
;
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'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
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'SHELXL-2014/7 (Sheldrick, 2014),SHELXLE (C.Hubschle, G.Sheldrick and B.Dittrich (2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
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_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius kappa-CCD diffractometer'
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_diffrn_reflns_av_unetI/netI     0.0326
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_diffrn_standards_interval_count .
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_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.55
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_refine_diff_density_max         0.198
_refine_diff_density_min         -0.297
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_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0778P)^2^+0.6418P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1262
_refine_ls_wR_factor_ref         0.1489
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4122
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc01716e2.cif
_cod_data_source_block           sn584
_cod_database_code               7117276
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.986
_shelx_estimated_absorpt_t_max   0.986
_shelx_res_checksum              28572
_shelx_hkl_checksum              85322