Synthesis of disulfides tethered pyrroles from β-ketothioamides via bicyclization/ring-opening/oxidative coupling reaction
Li, Cong-Xiang; Liu, Rui-Juan; Yin, Kun; Wen, Li-Rong; Li, Ming; Org. Biomol. Chem.  (2017) –; doi:10.1039/C7OB00655A

data_7155696
_publ_section_title
;
 Synthesis of disulfides tethered pyrroles from \b-ketothioamides via
 bicyclization/ring-opening/oxidative coupling reaction
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB00655A
_journal_year                    2017
_chemical_formula_moiety         'C56 H46 N4 O8 S2'
_chemical_formula_sum            'C56 H46 N4 O8 S2'
_chemical_formula_weight         967.09
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_update_record
;
2013-07-16 deposited with the CCDC.
2017-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                75.148(11)
_cell_angle_beta                 83.740(12)
_cell_angle_gamma                72.575(13)
_cell_formula_units_Z            2
_cell_length_a                   11.660(3)
_cell_length_b                   12.790(2)
_cell_length_c                   20.164(5)
_cell_measurement_reflns_used    8773
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      1.72
_cell_volume                     2771.5(11)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 Ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'
_computing_structure_refinement  'Olex2 Ver 1.1'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29909
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.05
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_platon_squeeze_details
;
The unit cell contains 2 acetic ether molecules which have been 
treated as a diffuse conteibution to the scattering without specific 
atom positions by SQUEEZE/PLATON.
;
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     674
_refine_ls_number_reflns         9737
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0710
_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^)+(0.0870P)^2^+1.2265P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1810
_refine_ls_wR_factor_ref         0.1936
_reflns_number_gt                7731
_reflns_number_total             9737
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ob00655a2.cif
_cod_data_source_block           mx2512
_cod_original_cell_volume        2771.6(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7155696