C~2~ Symmetric Chiral NHC Ligand for Asymmetric Quaternary Carbon Constructing Copper-Catalyzed Conjugate Addition of Grignard Reagents to 3-Substituted Cyclohexenones
Yasumasa Matsumoto; Ken-ichi Yamada; Kiyoshi Tomioka; Journal of Organic Chemistry 73 (2008) 4578–4581; doi:10.1021/jo800613h

data_4023486
_publ_contact_author_address
;Graduate School of Pharmaceutical Sciences
Kyoto University, Yoshida, Sakyo-ku
Kyoto 606-8501, Japan
;
_publ_contact_author_email       tomioka@pharm.kyoto-u.ac.jp
_publ_contact_author_fax         +81-75-753-4604
_publ_contact_author_name        'Kiyoshi Tomioka'
_publ_contact_author_phone       +81-75-753-4553
_publ_section_title
;
 C~2~ Symmetric Chiral NHC Ligand for Asymmetric Quaternary Carbon
 Constructing Copper-Catalyzed Conjugate Addition of Grignard
 Reagents to 3-Substituted Cyclohexenones
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4578
_journal_page_last               4581
_journal_paper_doi               10.1021/jo800613h
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C29 H26 Au Cl N2 O2 '
_chemical_formula_sum            'C29 H26 Au Cl N2 O2'
_chemical_formula_weight         666.96
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             2007-12-01
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   9.9402(3)
_cell_length_b                   15.3528(5)
_cell_length_c                   16.3562(5)
_cell_measurement_reflns_used    23509
_cell_measurement_temperature    98.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     2496.12(13)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3205
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    6.051
_exptl_absorpt_correction_T_max  0.220
_exptl_absorpt_correction_T_min  0.155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1304.00
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         2.12
_refine_diff_density_min         -1.98
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.385
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     342
_refine_ls_number_reflns         3205
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0010Fo^2^ + 3.0000\s(Fo^2^) + 0.5000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0544
_reflns_number_gt                3159
_reflns_number_total             3205
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo800613h-File005.cif
_cod_data_source_block           '_071130YM'
_cod_original_formula_sum        'C29 H26 Au Cl N2 O2 '
_cod_database_code               4023486