Enantioselective Synthesis of Four Stereoisomers of Sulfinyl Ferrocenyl Quinones with Central, Planar, and Helical Chirality.
Del Hoyo, Ana M.; Urbano, Antonio; Carreño, M Carmen; Organic letters 18 (2016) 20–23; doi:10.1021/acs.orglett.5b03029

data_1540687
_publ_section_title
;
 Enantioselective Synthesis of Four Stereoisomers of Sulfinyl Ferrocenyl
 Quinones with Central, Planar, and Helical Chirality.
;
_journal_issue                   1
_journal_name_full               'Organic letters'
_journal_page_first              20
_journal_page_last               23
_journal_paper_doi               10.1021/acs.orglett.5b03029
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C41 H34 Fe O4 S'
_chemical_formula_weight         678.59
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                111.2830(10)
_cell_angle_beta                 95.4860(10)
_cell_angle_gamma                107.5790(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5101(2)
_cell_length_b                   12.7112(3)
_cell_length_c                   15.1706(3)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      27.01
_cell_measurement_theta_min      2.67
_cell_volume                     1584.95(6)
_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44616
_diffrn_reflns_theta_full        30.69
_diffrn_reflns_theta_max         30.69
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.586
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.599
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         9617
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0845P)^2^+0.0328P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1503
_reflns_number_gt                6721
_reflns_number_total             9617
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b03029_si_002.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 1540687.cif.'
_cod_database_code               1540687