New diphenyl diselenides o-substituted by an O(S,Se)-caranyl skeleton – synthesis and application in asymmetric reactions
Ścianowski, Jacek; Pacuła, Agata J.; Zielińska-Błajet, Mariola; Wojtczak, Andrzej; New J. Chem. 40 (2016) 6697–; doi:10.1039/C6NJ00487C

data_7055572
_publ_section_title
;
 New diphenyl diselenides o-substituted by an O(S,Se)-caranyl skeleton --
 synthesis and application in asymmetric reactions
;
_journal_issue                   8
_journal_name_full               'New J. Chem.'
_journal_page_first              6697
_journal_paper_doi               10.1039/C6NJ00487C
_journal_volume                  40
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C32 H42 O2 Se2'
_chemical_formula_sum            'C32 H42 O2 Se2'
_chemical_formula_weight         616.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   density
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2016-02-12 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.335(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0882(8)
_cell_length_b                   12.8630(10)
_cell_length_c                   11.8710(10)
_cell_measurement_reflns_used    14939
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.168
_cell_measurement_theta_min      2.604
_cell_volume                     1504.9(2)
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_collection       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.2564
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_unetI/netI     0.0977
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14937
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.168
_diffrn_reflns_theta_min         2.883
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.482
_exptl_absorpt_correction_T_max  0.4609
_exptl_absorpt_correction_T_min  0.2026
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       plate
_exptl_crystal_F_000             636
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details
;
 Flack x determined using 1513 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.045(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         8535
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.879
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0788P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1535
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_full    0.921
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                4564
_reflns_number_total             8535
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6nj00487c2.cif
_cod_data_source_block           scz2
_cod_depositor_comments          'Adding full bibliography for 7055572.cif.'
_cod_database_code               7055572
_shelx_estimated_absorpt_t_min   0.437
_shelx_estimated_absorpt_t_max   0.692
_shelxl_version_number           2014-3
_shelx_res_checksum              50821