Diversity-oriented synthesis of chromenopyrrolidines from azomethine ylides and 2-hydroxybenzylidene indandiones via base-controlled regiodivergent (3+2) cycloaddition.
Yu, Jhen-Kuei; Chien, Han-Wei; Lin, Yi-Jung; Karanam, Praneeth; Chen, Yu-Heng; Lin, Wenwei; Chemical communications (Cambridge, England) 54 (2018) 9921–9924; doi:10.1039/c8cc05693e

data_7122169
_publ_section_title
;
 Diversity-oriented synthesis of chromenopyrrolidines from azomethine
 ylides and 2-hydroxybenzylidene indandiones via base-controlled
 regiodivergent (3+2) cycloaddition.
;
_journal_issue                   71
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9921
_journal_page_last               9924
_journal_paper_doi               10.1039/c8cc05693e
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C28 H20 Br N O7'
_chemical_formula_sum            'C28 H20 Br N O7'
_chemical_formula_weight         562.36
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
;
2017-05-20 deposited with the CCDC.
2018-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                76.892(2)
_cell_angle_beta                 69.377(2)
_cell_angle_gamma                76.410(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4700(5)
_cell_length_b                   10.6706(6)
_cell_length_c                   13.3664(8)
_cell_measurement_reflns_used    4385
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      19.65
_cell_measurement_theta_min      2.33
_cell_volume                     1213.24(12)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'D8 Venture'
_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  0.1158
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34687
_diffrn_reflns_theta_full        25.39
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    1.744
_exptl_absorpt_correction_T_max  0.8180
_exptl_absorpt_correction_T_min  0.7217
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.0526
_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^)+(0.0608P)^2^+0.6946P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1500
_reflns_number_gt                2395
_reflns_number_total             4438
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8cc05693e2.cif
_cod_data_source_block           d18458
_cod_depositor_comments
'Adding full bibliography for 7122168--7122170.cif.'
_cod_database_code               7122169