Asymmetric Reduction of Imines with Trichlorosilane, Catalyzed by Sigamide, an Amino Acid-Derived Formamide: Scope and Limitations
Andrei V. Malkov; Kvetoslava Vranková; Sigitas Stončius; Pavel Kočovský; Journal of Organic Chemistry 74 (2009) 5839–5849; doi:10.1021/jo900561h

data_4024738
_publ_section_title
;
Asymmetric Reduction of Imines with Trichlorosilane, Catalyzed by Sigamide,
an Amino Acid-Derived Formamide: Scope and Limitations
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5839
_journal_page_last               5849
_journal_paper_doi               10.1021/jo900561h
_journal_volume                  74
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C15 H22 N2 O2'
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_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   10.5722(3)
_cell_length_b                   20.8611(6)
_cell_length_c                   21.2475(5)
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_cell_measurement_temperature    100
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_cell_measurement_theta_min      0
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_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'Nonius (1997-2001). COLLECT.'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
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_diffrn_radiation_monochromator  graphite
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_diffrn_reflns_limit_h_min       -12
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_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24119
_diffrn_reflns_theta_full        25.030
_diffrn_reflns_theta_max         25.030
_diffrn_reflns_theta_min         1.368
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0
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_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_description       block
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_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
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_refine_ls_extinction_coef       850(160)
_refine_ls_extinction_method     'Larson 1970 Crystallographic Computing eq 22'
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_refine_ls_number_restraints     0
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_refine_ls_shift/su_max          0.000143
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(F^2^) + 0.10 + 6.50P] 
where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1953
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_refine_ls_wR_factor_ref         0.1953
_reflns_limit_h_max              12
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_reflns_limit_k_max              24
_reflns_limit_k_min              0
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_reflns_limit_l_min              0
_reflns_number_gt                3545
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_reflns_threshold_expression     I>2.00u(I)
_oxford_diffrn_Wilson_B_factor   2.46
_oxford_diffrn_Wilson_scale      6.25
_oxford_refine_ls_scale          0.4804(17)
_oxford_structure_analysis_title 'sx002 in P 2 21 2'
_cod_data_source_file            jo900561h_si_001.cif
_cod_data_source_block           CRYSTALS_cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               4024738