Synthesis of benzo[a]carbazoles and indolo[2,3-a]carbazoles via photoinduced carbene-mediated C–H insertion reaction
Yang, Jidong; Zhang, Qingzhao; Zhang, Wei; Yu, Wei; RSC Adv. 4 (2014) 13704–; doi:10.1039/C4RA00442F

data_7235481
_publ_section_title
;
 Synthesis of benzo[a]carbazoles and indolo[2,3-a]carbazoles via
 photoinduced carbene-mediated C--H insertion reaction
;
_journal_issue                   26
_journal_name_full               'RSC Adv.'
_journal_page_first              13704
_journal_paper_doi               10.1039/C4RA00442F
_journal_volume                  4
_journal_year                    2014
_chemical_formula_sum            'C20 H15 N3 O'
_chemical_formula_weight         313.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 100.205(13)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.904(2)
_cell_length_b                   9.0287(12)
_cell_length_c                   24.322(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3653.3(8)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_av_unetI/netI     0.1741
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16304
_diffrn_reflns_point_group_measured_fraction_full 0.804
_diffrn_reflns_point_group_measured_fraction_max 0.804
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.675
_diffrn_reflns_theta_min         3.021
_exptl_absorpt_coefficient_mu    0.072
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             1312
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Flack x determined using 685 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.0(10)
_refine_ls_extinction_coef       0.0090(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     870
_refine_ls_number_reflns         11132
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.2400
_refine_ls_R_factor_gt           0.1157
_refine_ls_shift/su_max          0.049
_refine_ls_shift/su_mean         0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.1450P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2734
_refine_ls_wR_factor_ref         0.3699
_reflns_Friedel_coverage         0.516
_reflns_Friedel_fraction_full    0.589
_reflns_Friedel_fraction_max     0.587
_reflns_number_gt                3558
_reflns_number_total             11132
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ra00442f2.cif
_cod_data_source_block           yangjd0927
_cod_original_cell_volume        3653.4(9)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7235481
_shelxl_version_number           2013-2
_shelx_res_checksum              1019
_shelx_hkl_checksum              83457