Ruthenium-Catalyzed Late-Stage C–H Alkenylation of N-arylpyridazino[4,5-b] quinolin-1(2H)-ones
Kameshwaran, Chinnagounder; Nawaz Khan, Fazlur-Rahman; Organic & Biomolecular Chemistry  (2025) –; doi:10.1039/D5OB01511A

data_7160899
_publ_section_title
;
 Ruthenium-Catalyzed Late-Stage C--H Alkenylation of
 N-arylpyridazino[4,5-b] quinolin-1(2H)-ones
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D5OB01511A
_journal_year                    2025
_chemical_formula_moiety         'C23 H13 Br F N3 O, C H Cl3'
_chemical_formula_sum            'C24 H14 Br Cl3 F N3 O'
_chemical_formula_weight         565.64
_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-2019/1
_audit_update_record
;
2024-10-02 deposited with the CCDC.	2025-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                92.854(4)
_cell_angle_beta                 99.122(4)
_cell_angle_gamma                92.843(4)
_cell_formula_units_Z            2
_cell_length_a                   9.9616(9)
_cell_length_b                   10.8396(10)
_cell_length_c                   11.1734(10)
_cell_measurement_reflns_used    6892
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      22.24
_cell_measurement_theta_min      2.55
_cell_volume                     1187.74(19)
_computing_cell_refinement       'Bruker APEX4/SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker APEX4/SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 QUEST diffractometer with PHOTON II detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            31645
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.180
_diffrn_reflns_theta_min         1.849
_diffrn_source                   'i-mu-s microfocus source'
_exptl_absorpt_coefficient_mu    2.098
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (BRUKER)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.062
_refine_diff_density_max         2.469
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       0.021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5289
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1716
_refine_ls_R_factor_gt           0.0888
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1656P)^2^+0.6067P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2472
_refine_ls_wR_factor_ref         0.2954
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2691
_reflns_number_total             5289
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01511a2.cif
_cod_data_source_block           CKCY_2_270724_0m_a
_cod_database_code               7160899
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.527
_shelx_estimated_absorpt_t_max   0.881
_shelx_res_checksum              98758