The First Direct Oxidative Conversion of a Selenol to a Stable Selenenic Acid: Experimental Demonstration of Three Processes Included in the Catalytic Cycle of Glutathione Peroxidase
Goto, Kei; Nagahama, Michiko; Mizushima, Tadashi; Shimada, Keiichi; Kawashima, Takayuki; Okazaki, Renji; Organic Letters 3 (2001) 3569–; doi:10.1021/ol016682s

data_1507538
_publ_section_title
;
 The First Direct Oxidative Conversion of a Selenol to a Stable Selenenic
 Acid:&#x2009; Experimental Demonstration of Three Processes Included in
 the Catalytic Cycle of Glutathione Peroxidase
;
_journal_issue                   22
_journal_name_full               'Organic Letters'
_journal_page_first              3569
_journal_paper_doi               10.1021/ol016682s
_journal_volume                  3
_journal_year                    2001
_chemical_formula_moiety         'C56 H58 O Se'
_chemical_formula_sum            'C62 H72 O Se'
_chemical_formula_weight         912.16
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           monoclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                87.445(2)
_cell_angle_beta                 78.993(2)
_cell_angle_gamma                66.908(2)
_cell_formula_units_Z            4
_cell_length_a                   15.3560(6)
_cell_length_b                   18.9830(5)
_cell_length_c                   19.3350(8)
_cell_measurement_temperature    150(2)
_cell_volume                     5086.4(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.929
_diffrn_measured_fraction_theta_max 0.929
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17779
_diffrn_reflns_theta_full        25.58
_diffrn_reflns_theta_max         25.58
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    0.779
_exptl_absorpt_correction_T_max  0.8598
_exptl_absorpt_correction_T_min  0.6969
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1944
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.922
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1330
_refine_ls_number_reflns         17779
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0545
_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^)+(0.0928P)^2^+3.8334P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1552
_reflns_number_gt                14682
_reflns_number_total             17779
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol016682s_s2.cif
_cod_data_source_block           bmtseoh
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1507538