Copper-catalyzed [4+1]-annulation of 2-alkenylindoles with diazoacetates: a facile access to dihydrocyclopenta[b]indoles
Xu, Xinfang; Dong, Kuiyong; Pei, Cao; Zeng, Qian; Qiu, Lihua; Hu, Wenhao; Qian, Yu; Chemical Communications  (2019) –; doi:10.1039/C9CC02257K

data_7123418
_publ_section_title
;
 Copper-catalyzed [4+1]-annulation of 2-alkenylindoles with diazoacetates:
 a facile access to dihydrocyclopenta[b]indoles
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02257K
_journal_year                    2019
_chemical_formula_sum            'C26 H26 F N O6'
_chemical_formula_weight         467.48
_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-2013
_audit_update_record
;
2018-07-12 deposited with the CCDC.    2019-05-08 downloaded from the CCDC.
;
_cell_angle_alpha                112.4207(78)
_cell_angle_beta                 91.8110(108)
_cell_angle_gamma                111.9341(81)
_cell_formula_units_Z            2
_cell_length_a                   9.9360(73)
_cell_length_b                   11.4760(91)
_cell_length_c                   12.7906(98)
_cell_measurement_reflns_used    6808
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      34.7542
_cell_measurement_theta_min      2.0988
_cell_volume                     1224.6(16)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.848
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.848
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16118
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.848
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.830
_diffrn_reflns_theta_min         1.759
_exptl_absorpt_coefficient_mu    0.095
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         9035
_refine_ls_number_restraints     644
_refine_ls_restrained_S_all      1.197
_refine_ls_R_factor_all          0.1166
_refine_ls_R_factor_gt           0.0933
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.1192P)^2^+0.3094P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2568
_refine_ls_wR_factor_ref         0.2820
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6826
_reflns_number_total             9035
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc02257k2.cif
_cod_data_source_block           s180711a
_cod_original_cell_volume        1224.5769(1000)
_cod_database_code               7123418
_shelxl_version_number           2013-2
_shelx_res_checksum              95668
_shelx_hkl_checksum              52910