Synthesis of CF<sub>3</sub>-indene-1-ol-fused pyridones possessing potent anticancer activities through C-H activation-initiated cascade annulation under redox-neutral conditions.
Ye, Shasha; Zou, Jiayi; Yang, Xueying; Xu, Haiyun; Ma, Chunhua; Zhang, Xinying; Fan, Xuesen; Chemical communications (Cambridge, England) 62 (2026) 4354–4357; doi:10.1039/d5cc06846k

data_7135419
_publ_section_title
;
 Synthesis of CF<sub>3</sub>-indene-1-ol-fused pyridones possessing potent
 anticancer activities through C-H activation-initiated cascade annulation
 under redox-neutral conditions.
;
_journal_issue                   14
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4354
_journal_page_last               4357
_journal_paper_doi               10.1039/d5cc06846k
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C19 H10 Cl2 F3 N O2'
_chemical_formula_sum            'C19 H10 Cl2 F3 N O2'
_chemical_formula_weight         412.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-12-29
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2026-01-02 deposited with the CCDC.	2026-01-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.141(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3061(2)
_cell_length_b                   16.2896(4)
_cell_length_c                   17.1248(4)
_cell_measurement_reflns_used    3657
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8320
_cell_measurement_theta_min      5.4190
_cell_volume                     1741.40(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -71.00 -39.00   1.00    1.10    --  -35.62  94.00  19.00   32
  2  \w      2.00  28.00   1.00    1.10    --   35.62 -94.00 -91.00   26
  3  \w     38.00  86.00   1.00    4.38    --  106.81 -94.00 -91.00   48
  4  \w    109.00 136.00   1.00    4.38    --  106.81  94.00  19.00   27
  5  \w   -100.00 -22.00   1.00    1.10    --  -35.62 -57.00-180.00   78
  6  \w     69.00 108.00   1.00    1.10    --   35.62 178.00-120.00   39
  7  \w     80.00 107.00   1.00    1.10    --   35.62-178.00 -90.00   27
  8  \w     64.00 108.00   1.00    1.10    --   35.62 178.00  30.00   44
  9  \w     20.00 103.00   1.00    1.10    --   35.62  38.00  60.00   83
 10  \w     61.00  88.00   1.00    1.10    --   35.62 178.00 -90.00   27
 11  \w     41.00  89.00   1.00    4.38    --  106.81-111.00   0.00   48
 12  \w     50.00  95.00   1.00    4.38    --  106.81 -94.00   0.00   45
 13  \w    133.00 166.00   1.00    4.38    --  106.81  61.00-180.00   33
 14  \w     40.00 102.00   1.00    4.38    --  106.81-111.00-120.00   62
 15  \w     47.00  84.00   1.00    4.38    --  106.81 -45.00   0.00   37
 16  \w     89.00 116.00   1.00    4.38    --  106.81 -45.00   0.00   27
 17  \w    116.00 172.00   1.00    4.38    --  106.81  77.00   0.00   56
 18  \w    122.00 169.00   1.00    4.38    --  106.81  77.00 -90.00   47
 19  \w     89.00 122.00   1.00    4.38    --  106.81  61.00-180.00   33
 20  \w     52.00 128.00   1.00    4.38    --  106.81 -77.00  60.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1218015000
_diffrn_orient_matrix_UB_12      -0.0709166000
_diffrn_orient_matrix_UB_13      -0.0332895000
_diffrn_orient_matrix_UB_21      0.0217405000
_diffrn_orient_matrix_UB_22      0.0517471000
_diffrn_orient_matrix_UB_23      -0.0737636000
_diffrn_orient_matrix_UB_31      0.2133814000
_diffrn_orient_matrix_UB_32      0.0352122000
_diffrn_orient_matrix_UB_33      0.0414201000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7031
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.134
_diffrn_reflns_theta_min         3.763
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.783
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3304
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1020P)^2^+1.5194P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2068
_refine_ls_wR_factor_ref         0.2138
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2767
_reflns_number_total             3304
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc06846k2.cif
_cod_data_source_block           3ma
_cod_database_code               7135419
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         CHONCl
_shelx_estimated_absorpt_t_max   0.703
_shelx_estimated_absorpt_t_min   0.518
_diffrn_oxdiff_digest_frames
;
01030527c9d6d888035187627cd8de7d9b000297ff1
;
_diffrn_oxdiff_digest_hkl
;
0107864f1a9cca47ad50ca70d78610a1412170
;
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15), C18(H18),
 C19(H19)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_shelx_res_checksum              52660
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.913
_oxdiff_exptl_absorpt_empirical_full_min 0.503