Construction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp3)-H functionalization “on water”
Zhu, Shuai; chen, Chunqi; Xiao, Mingyan; Yu, Liping; Wang, Liang; Xiao, Jian; Green Chem.  (2017) –; doi:10.1039/C7GC02353G

data_7229390
_publ_section_title
;
 Construction of the tetrahydroquinoline spiro skeleton via cascade
 [1,5]-hydride transfer-involved C(sp3)-H functionalization &#x201C;on
 water&#x201D;
;
_journal_name_full               'Green Chem.'
_journal_paper_doi               10.1039/C7GC02353G
_journal_year                    2017
_chemical_formula_sum            'C20 H16 Br N O3'
_chemical_formula_weight         398.25
_chemical_name_systematic
8'-bromo-1',2',3',3a'-tetrahydro-5'H-spiro[chromane-3,4'-pyrrolo[1,2-a]quinoline]-2,4-dione
_space_group_IT_number           2
_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
;
2017-04-23 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                71.212(7)
_cell_angle_beta                 72.443(10)
_cell_angle_gamma                79.120(10)
_cell_formula_units_Z            2
_cell_length_a                   8.2200(12)
_cell_length_b                   8.7275(7)
_cell_length_c                   13.0899(9)
_cell_measurement_reflns_used    2362
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.3110
_cell_measurement_theta_min      3.7490
_cell_volume                     843.24(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4724
_diffrn_reflns_theta_full        67.25
_diffrn_reflns_theta_max         67.25
_diffrn_reflns_theta_min         3.69
_exptl_absorpt_coefficient_mu    3.485
_exptl_absorpt_correction_T_max  0.7004
_exptl_absorpt_correction_T_min  0.6798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ????????'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2991
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0827P)^2^+0.3864P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1421
_refine_ls_wR_factor_ref         0.1484
_reflns_number_gt                2616
_reflns_number_total             2991
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7gc02353g2.cif
_cod_data_source_block           exp_7575
_cod_original_cell_volume        843.24(15)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7229390