Changing stereoselectivity and regioselectivity in copper(i)-catalyzed 5-exo cyclization by chelation and rigidity in aminoalkyl radicals: synthesis towards diverse bioactive N-heterocycles
Sadanandan, Sandhya; Gupta, Dharmendra Kumar; New Journal of Chemistry 44 (2020) 3350–3365; doi:10.1039/C9NJ05166J

data_7059231
_publ_section_title
;
 Changing stereoselectivity and regioselectivity in copper(i)-catalyzed
 5-exo cyclization by chelation and rigidity in aminoalkyl radicals:
 synthesis towards diverse bioactive N-heterocycles
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3350
_journal_page_last               3365
_journal_paper_doi               10.1039/C9NJ05166J
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C13 H15 Cl3 N2 O4 S'
_chemical_formula_sum            'C13 H15 Cl3 N2 O4 S'
_chemical_formula_weight         401.68
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2019-12-08 deposited with the CCDC.	2020-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                107.443(3)
_cell_angle_beta                 90.128(3)
_cell_angle_gamma                90.166(3)
_cell_formula_units_Z            4
_cell_length_a                   8.1177(13)
_cell_length_b                   13.574(2)
_cell_length_c                   16.277(3)
_cell_measurement_reflns_used    4328
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.96
_cell_measurement_theta_min      2.33
_cell_volume                     1711.1(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16573
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_correction_T_min  0.827
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_meas      1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             824.0
_exptl_crystal_size_max          0.28
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_refine_diff_density_max         0.958
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.091
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         6029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0849
_refine_ls_shift/su_max          0.10
_refine_ls_shift/su_mean         0.10
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0764P)^2^+4.5969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2003
_refine_ls_wR_factor_ref         0.2071
_reflns_number_gt                5251
_reflns_number_total             6043
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9nj05166j2.cif
_cod_data_source_block           abcm
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7059231--7059232.cif.

 Adding full bibliography for 7059231--7059232.cif.
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_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7059231