One-Pot Synthesis of Pyrrolo[3,2,1-kl]phenothiazines through Copper-Catalyzed Tandem Coupling/Double Cyclization Reaction.
Tang, Jiaming; Xu, Bingqing; Mao, Xi; Yang, Hongyan; Wang, Xiaoxia; Lv, Xin; The Journal of organic chemistry 80 (2015) 11108–11114; doi:10.1021/acs.joc.5b01745

data_4031615
_publ_section_title
;
 One-Pot Synthesis of Pyrrolo[3,2,1-kl]phenothiazines through
 Copper-Catalyzed Tandem Coupling/Double Cyclization Reaction.
;
_journal_issue                   21
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11108
_journal_page_last               11114
_journal_paper_doi               10.1021/acs.joc.5b01745
_journal_volume                  80
_journal_year                    2015
_chemical_formula_sum            'C23 H0 N O S'
_chemical_formula_weight         338.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_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
_cell_angle_alpha                101.971(3)
_cell_angle_beta                 93.135(4)
_cell_angle_gamma                116.661(3)
_cell_formula_units_Z            4
_cell_length_a                   11.7583(8)
_cell_length_b                   12.9661(8)
_cell_length_c                   13.8658(9)
_cell_measurement_temperature    293(2)
_cell_volume                     1821.5(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_av_sigmaI/netI    0.0622
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            54551
_diffrn_reflns_theta_full        27.61
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    0.186
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             676
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.267
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         8139
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.267
_refine_ls_R_factor_all          0.2071
_refine_ls_R_factor_gt           0.1720
_refine_ls_shift/su_max          0.171
_refine_ls_shift/su_mean         0.023
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0288P)^2^+21.1328P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3781
_refine_ls_wR_factor_ref         0.3915
_reflns_number_gt                5445
_reflns_number_total             8139
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b01745_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 4031615.cif.'
_cod_database_code               4031615