Selective remote C-H sulfonylation of aminoquinolines with arylsulfonyl chlorides via copper catalysis
Hong-Wen Liang; Kun Jiang; Wei Ding; Yi Yuan; Li Shuai; Ying-Chun Chen; Ye Wei; Chem.Commun. 51 (2015) 16928–; doi:10.1039/C5cc05527J

data_7118089
_publ_section_title
;
 Selective remote C-H sulfonylation of aminoquinolines with arylsulfonyl
 chlorides via copper catalysis
;
_journal_name_full               Chem.Commun.
_journal_page_first              16928
_journal_paper_doi               10.1039/C5cc05527J
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C24 H20 N2 O4 S'
_chemical_formula_weight         432.48
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_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
;
2015-06-22 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;
_cell_angle_alpha                92.805(5)
_cell_angle_beta                 95.279(5)
_cell_angle_gamma                96.848(5)
_cell_formula_units_Z            2
_cell_length_a                   7.261(5)
_cell_length_b                   9.440(5)
_cell_length_c                   15.434(5)
_cell_measurement_temperature    293(2)
_cell_volume                     1044.0(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7454
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.9631
_exptl_absorpt_correction_T_min  0.9488
_exptl_crystal_colour            'red color'
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       CRYSR_01
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0408
_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^)+(0.0655P)^2^+0.1632P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1187
_reflns_number_gt                3801
_reflns_number_total             4496
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c5cc05527j2.cif
_cod_data_source_block           ss
_cod_database_code               7118089