Enaminone-directed ruthenium(II)-catalyzed C–H activation and annulation of arenes with diazonaphthoquinones for polycyclic benzocoumarins
Mondal, Sudeshna; Giri, Chandan Kumar; Baidya, Mahiuddin; Chemical Communications  (2023) –; doi:10.1039/D3CC03999D

data_7132192
_publ_section_title
;
 Enaminone-directed ruthenium(II)-catalyzed C--H activation and annulation
 of arenes with diazonaphthoquinones for polycyclic benzocoumarins
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC03999D
_journal_year                    2023
_chemical_formula_sum            'C18 H9 F3 O2'
_chemical_formula_weight         314.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2023-07-24 deposited with the CCDC.	2023-10-05 downloaded from the CCDC.
;
_cell_angle_alpha                103.951(3)
_cell_angle_beta                 106.880(3)
_cell_angle_gamma                91.212(3)
_cell_formula_units_Z            6
_cell_length_a                   10.9295(9)
_cell_length_b                   11.7939(9)
_cell_length_c                   17.2156(13)
_cell_measurement_reflns_used    4383
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.29
_cell_measurement_theta_min      2.98
_cell_volume                     2050.9(3)
_computing_cell_refinement       'APEX4/SAINT (Bruker, 2021)'
_computing_data_collection       'APEX4(Bruker, 2021)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2233
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            73634
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.453
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       block
_exptl_crystal_F_000             960
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_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     678
_refine_ls_number_reflns         7202
_refine_ls_number_restraints     204
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.2058
_refine_ls_R_factor_gt           0.1169
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1699P)^2^+0.8357P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2837
_refine_ls_wR_factor_ref         0.3493
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3729
_reflns_number_total             7202
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc03999d2.cif
_cod_data_source_block           shelx
_cod_database_code               7132192
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.974
_shelx_estimated_absorpt_t_max   0.994
_shelx_res_checksum              53486