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_7135418
_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         'C21 H16 F3 N O2'
_chemical_formula_sum            'C21 H16 F3 N O2'
_chemical_formula_weight         371.35
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-06-13
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2025-11-27 deposited with the CCDC.	2026-01-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.3884(2)
_cell_length_b                   17.4100(4)
_cell_length_c                   27.1385(6)
_cell_measurement_reflns_used    4160
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9500
_cell_measurement_theta_min      5.3340
_cell_volume                     3490.88(15)
_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 0.999
_diffrn_measured_fraction_theta_max 0.981
_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    -12.00  14.00   1.00    1.00    --  -35.37 103.00  54.00   26
  2  \w    -78.00 -42.00   1.00    1.00    --  -35.37 154.00 110.00   36
  3  \w    101.00 160.00   1.00    3.72    --  106.81 120.00 -47.00   59
  4  \w    131.00 171.00   1.00    3.72    --  106.81  23.00-117.00   40
  5  \w     73.00  99.00   1.00    3.72    --  106.81-120.00-130.00   26
  6  \w    105.00 176.00   1.00    3.72    --  106.81 103.00  54.00   71
  7  \w   -102.00 -39.00   1.00    1.00    --  -35.37 -57.00-150.00   63
  8  \w     59.00 108.00   1.00    1.00    --   35.37-178.00  60.00   49
  9  \w    -11.00  34.00   1.00    1.00    --   35.37 -77.00  60.00   45
 10  \w     62.00 144.00   1.00    3.72    --  106.81 178.00 120.00   82
 11  \w     97.00 174.00   1.00    3.72    --  106.81  45.00 -60.00   77
 12  \w    131.00 156.00   1.00    3.72    --  106.81 111.00  90.00   25
;
_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      -0.0030420000
_diffrn_orient_matrix_UB_12      -0.0255075000
_diffrn_orient_matrix_UB_13      -0.0543789000
_diffrn_orient_matrix_UB_21      0.2067966000
_diffrn_orient_matrix_UB_22      0.0101298000
_diffrn_orient_matrix_UB_23      -0.0028501000
_diffrn_orient_matrix_UB_31      0.0257166000
_diffrn_orient_matrix_UB_32      -0.0841234000
_diffrn_orient_matrix_UB_33      0.0161355000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            8832
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.271
_diffrn_reflns_theta_min         5.081
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.956
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41396
_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 yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3322
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.197
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0641
_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^)+(0.0578P)^2^+2.7418P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1693
_refine_ls_wR_factor_ref         0.1750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2745
_reflns_number_total             3322
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc06846k2.cif
_cod_data_source_block           6
_cod_database_code               7135418
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C1 H1 O1 N1 F1'
_shelx_estimated_absorpt_t_max   0.910
_shelx_estimated_absorpt_t_min   0.832
_diffrn_oxdiff_digest_frames
;
018a512e4c8ac7f68516dfc5232792a2b20002892ec
;
_diffrn_oxdiff_digest_hkl
;
01bd5676e147a1a645a914049d12b6d2a44cdf
;
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_shelx_res_checksum              23188
_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 1.919
_oxdiff_exptl_absorpt_empirical_full_min 0.442