Enantioselective copper-catalyzed reductive Michael cyclizations.
Oswald, Claire L.; Peterson, Justine A.; Lam, Hon Wai; Organic letters 11 (2009) 4504–4507; doi:10.1021/ol901560r

data_1504115
_publ_section_title
;
 Enantioselective copper-catalyzed reductive Michael cyclizations.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              4504
_journal_page_last               4507
_journal_paper_doi               10.1021/ol901560r
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C29 H29 Cl2 N1 O5'
_chemical_formula_sum            'C29 H29 Cl2 N O5'
_chemical_formula_weight         542.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             09-09-05
_audit_creation_method           CRYSTALS_ver_12.87
_cell_angle_alpha                90
_cell_angle_beta                 92.662(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1649(2)
_cell_length_b                   8.0908(3)
_cell_length_c                   51.2892(16)
_cell_measurement_reflns_used    6657
_cell_measurement_temperature    150
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     2555.49(15)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_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    'DIRDIF-96 (Beurskens et al., 1996)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker SMART'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       64
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            27736
_diffrn_reflns_theta_full        26.404
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_min         0.795
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.296
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.69
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9845
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5240
_refine_ls_number_restraints     172
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0590
_refine_ls_shift/su_max          0.004031
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.06P)^2^ + 3.48P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1343
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1343
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              64
_reflns_limit_l_min              0
_reflns_number_gt                4719
_reflns_number_total             5244
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.34
_oxford_diffrn_Wilson_scale      80.30
_oxford_refine_ls_r_factor_ref   0.0658
_oxford_refine_ls_scale          0.11690(5)
_oxford_reflns_number_all        5240
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            ol901560r_si_003.cif
_cod_data_source_block           hl9007
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_Hall     ' -P 2ybc '
_cod_original_sg_symbol_H-M      P21/c
_cod_original_formula_sum        'C29 H29 Cl2 N1 O5'
_cod_database_code               1504115