Diastereoselective Photocycloaddition of Axially Chiral Monothiosuccinimides to 1,1-Diphenylethylene
Masami Sakamoto; Tsutomu Fujita; Takashi Mino; Tomoko Ohtake; Ayako Saitoh; Masaki Shigekura; Chemical communications (Cambridge, England)  (2003) –; doi:10.1039/b304435a

data_7103856
_publ_section_title
;
Diastereoselective Photocycloaddition of Axially
Chiral Monothiosuccinimides to 1,1-Diphenylethylene
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/b304435a
_journal_year                    2003
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C12 H13 N O S '
_chemical_formula_sum            'C12 H13 N O S'
_chemical_formula_weight         219.306
_chemical_name_common            N-(2,5-dimethylphenyl)monothiosuccinimide
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 105.76(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.847(3)
_cell_length_b                   6.580(2)
_cell_length_c                   8.505(2)
_cell_measurement_reflns_used    21
_cell_measurement_temperature    298
_cell_volume                     584.2(3)
_computing_cell_refinement       'MXC(MAC Science)'
_computing_data_collection       'MXC(MAC Science)'
_computing_data_reduction        'maXus (Mackay et al., 1999)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'maXus(Mackay et al., 1999)'
_computing_structure_refinement  'maXus(Mackay et al., 1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_measurement_device       'Mac Science MXC18'
_diffrn_measurement_method       '\q \w scans'
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.09291
_diffrn_orient_matrix_UB_12      -0.02256
_diffrn_orient_matrix_UB_13      0.05486
_diffrn_orient_matrix_UB_21      0.02110
_diffrn_orient_matrix_UB_22      0.03029
_diffrn_orient_matrix_UB_23      -0.10497
_diffrn_orient_matrix_UB_31      0.00995
_diffrn_orient_matrix_UB_32      0.14721
_diffrn_orient_matrix_UB_33      0.03000
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' CuK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1297
_diffrn_reflns_theta_full        69.93
_diffrn_reflns_theta_max         69.93
_diffrn_reflns_theta_min         4.23
_exptl_absorpt_coefficient_mu    2.24
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'slightly yellow'
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.35
_refine_diff_density_rms         0.07
_refine_ls_abs_structure_details
;
;
_refine_ls_abs_structure_Rogers  '_'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.188
_refine_ls_goodness_of_fit_gt    0.989
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    6
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.049
_refine_ls_R_factor_gt           0.048
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
' w = exp ( 10.00 sin(\q)/\l^2^ )/ s^2^(Fo^2^) + 0.03000 * Fo^2^'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.135
_refine_ls_wR_factor_gt          0.135
_refine_ls_wR_factor_ref         0.135
_reflns_d_resolution_high        0.64
_reflns_d_resolution_low         2.28
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              -10
_reflns_number_gt                1176
_reflns_number_total             1220
_reflns_threshold_expression     'I> 3.00 sigma(I)'
_cod_data_source_file            b304435a.txt
_cod_data_source_block           compound_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value
15 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geom, diff' was changed to
'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21          '
_cod_original_formula_sum        'C12 H13 N O S '
_cod_database_code               7103856