Integration of Oxidative Arylation with Sulfonyl Migration: One-Pot Tandem Synthesis of Densely Functionalized (NH)-Pyrroles
Laha, Joydev K.; Sharma, Shubhra; Bhimpuria, Rohan A.; Dayal, Neetu; Dubey, Gurudutt; Bharatam, Prasad. V.; New J. Chem. 41 (2017) 8791–8803; doi:10.1039/C7NJ01709J

data_7056417
_publ_section_title
;
 Integration of Oxidative Arylation with Sulfonyl Migration: One-Pot
 Tandem Synthesis of Densely Functionalized (NH)-Pyrroles
;
_journal_issue                   17
_journal_name_full               'New J. Chem.'
_journal_page_first              8791
_journal_page_last               8803
_journal_paper_doi               10.1039/C7NJ01709J
_journal_volume                  41
_journal_year                    2017
_chemical_formula_sum            'C19 H17 N O4 S'
_chemical_formula_weight         355.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-04-15 deposited with the CCDC.
2017-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                94.087(5)
_cell_angle_beta                 91.473(5)
_cell_angle_gamma                92.143(5)
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_cell_length_b                   8.777(5)
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_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      2.3
_cell_volume                     888.7(9)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11725
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_min         2.328
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7010
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.16
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_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
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_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0521P)^2^+0.2976P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1314
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2674
_reflns_number_total             4076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj01709j2.cif
_cod_data_source_block           shelx
_cod_database_code               7056417
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              36119