Process Research on the Asymmetric Hydrogenation of a Benzophenone for Developing the Manufacturing Process of the Squalene Synthase Inhibitor TAK-475
Goto, Mitsutaka; Konishi, Takahiro; Kawaguchi, Shinji; Yamada, Masatoshi; Nagata, Toshiaki; Yamano, Mitsuhisa; Organic Process Research & Development 15 (2011) 1178–; doi:10.1021/op2001673

data_1502623
_publ_section_title
;
 Process Research on the Asymmetric Hydrogenation of a Benzophenone for
 Developing the Manufacturing Process of the Squalene Synthase Inhibitor
 TAK-475
;
_journal_issue                   5
_journal_name_full               'Organic Process Research &amp; Development'
_journal_page_first              1178
_journal_paper_doi               10.1021/op2001673
_journal_volume                  15
_journal_year                    2011
_chemical_formula_moiety         'C74 H84 Cl2 N6 P2 Ru '
_chemical_formula_sum            'C74 H84 Cl2 N6 P2 Ru'
_chemical_formula_weight         1291.44
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 104.12(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.264(8)
_cell_length_b                   24.798(10)
_cell_length_c                   26.166(8)
_cell_measurement_reflns_used    75746
_cell_measurement_temperature    100.2
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.4
_cell_volume                     15268(9)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5419
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            75595
_diffrn_reflns_theta_max         68.25
_exptl_absorpt_coefficient_mu    3.014
_exptl_absorpt_correction_T_max  0.740
_exptl_absorpt_correction_T_min  0.217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         3.877
_refine_diff_density_min         -3.237
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.720
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         19552
_refine_ls_restrained_S_all      1.739
_refine_ls_R_factor_all          0.1948
_refine_ls_R_factor_gt           0.1857
_refine_ls_shift/su_max          3.5090
_refine_ls_shift/su_mean         0.528
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.4600
_reflns_number_gt                19552
_reflns_number_total             25372
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            op2001673_si_002.cif
_cod_data_source_block           B20472-068-26
_cod_depositor_comments          'Adding full bibliography for 1502623.cif.'
_cod_original_cell_volume        15268(32)
_cod_original_formula_sum        'C74 H84 Cl2 N6 P2 Ru '
_cod_database_code               1502623