Glioblastoma Antitumoral Activity of Tetrahydroquinoline-derived Triarylmethanes
Branco, Daniela; Yektaei, Zahra; Chandrabose, Sureka; Almeida Paz, Filipe Alexandre; Kandhavelu, Meenakshisundaram; Candeias, Nuno R.; RSC Medicinal Chemistry  (2025) –; doi:10.1039/D5MD00585J

data_7251128
_publ_section_title
;
 Glioblastoma Antitumoral Activity of Tetrahydroquinoline-derived
 Triarylmethanes
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D5MD00585J
_journal_year                    2025
_chemical_formula_moiety         'C37 H27 Cl F3 N O3'
_chemical_formula_sum            'C37 H27 Cl F3 N O3'
_chemical_formula_weight         626.04
_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_date             '1 July 2025'
_audit_creation_method           'SHELXL-2019/3, manual editing plus enCIFer'
_audit_update_record
;
2025-07-01 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                78.803(2)
_cell_angle_beta                 79.663(2)
_cell_angle_gamma                76.349(2)
_cell_formula_units_Z            2
_cell_length_a                   7.9684(2)
_cell_length_b                   12.2691(3)
_cell_length_c                   16.0679(4)
_cell_measurement_reflns_used    21427
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.1440
_cell_measurement_theta_min      1.9890
_cell_volume                     1482.67(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_molecular_graphics    DIAMOND
_computing_publication_material  SHELXL-2019/3
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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     16.00  65.00   0.50   45.00    --   12.93-132.00  86.00   98
  2  \w     20.00  71.00   0.50   45.00    --   12.93-138.00 -89.00  102
  3  \w    -75.00 -24.00   0.50   45.00    --  -13.67 138.00 -27.00  102
  4  \w    -49.00 -19.00   0.50   45.00    --  -13.67 132.00 156.00   60
  5  \w     22.00  63.00   0.50   45.00    --   12.93-125.00 150.00   82
  6  \w     56.00  82.00   0.50   45.00    --   12.93  38.00 -30.00   52
  7  \w      8.00  82.00   0.50   45.00    --   12.93  57.00  30.00  148
  8  \w     -9.00  36.00   0.50   45.00    --   12.93  38.00 -30.00   90
  9  \w    -55.00  36.00   0.50   45.00    --   12.93 -57.00  90.00  182
 10  \w    -10.00  89.00   0.50   45.00    --   12.93  19.00-150.00  198
 11  \w    -21.00  51.00   0.50   45.00    --   12.93 -99.00 -30.00  144
 12  \w    -23.00  29.00   0.50   45.00    --   12.93 -99.00   0.00  104
 13  \w     13.00  65.00   0.50   45.00    --   12.93-125.00-150.00  104
 14  \w     -3.00  23.00   0.50   45.00    --  -13.67  19.00-120.00   52
 15  \w      7.00  33.00   0.50   45.00    --  -13.67  38.00-120.00   52
 16  \w    -32.00  -6.00   0.50   45.00    --  -13.67  38.00-120.00   52
 17  \w    -85.00 -37.00   0.50   45.00    --  -13.67 -77.00-180.00   96
 18  \w    -32.00  17.00   0.50   45.00    --  -13.67 -77.00-180.00   98
 19  \w    -12.00  21.00   0.50   45.00    --  -13.67 -99.00 -60.00   66
 20  \w     -9.00  24.00   0.50   45.00    --  -13.67 -99.00  90.00   66
 21  \w    -82.00   7.00   0.50   45.00    --  -13.67 -38.00   0.00  178
 22  \w    -27.00  13.00   0.50   45.00    --  -13.67  38.00  90.00   80
 23  \w    -12.00  17.00   0.50   45.00    --  -13.67 -77.00-150.00   58
 24  \w    -23.00  19.00   0.50   45.00    --  -13.67 -99.00 -90.00   84
 25  \w     16.00  55.00   0.50   45.00    --  -13.67  38.00  90.00   78
 26  \w    -83.00  -9.00   0.50   45.00    --  -13.67 -38.00  90.00  148
 27  \w    -82.00 -19.00   0.50   45.00    --  -13.67 -77.00-150.00  126
 28  \w    -56.00  21.00   0.50   45.00    --  -13.67 -19.00-120.00  154
 29  \w    -89.00 -63.00   0.50   45.00    --  -13.67 -19.00-120.00   52
 30  \w    -22.00  16.00   0.50   45.00    --  -13.67 -99.00  60.00   76
 31  \w     24.00  53.00   0.50   45.00    --  -13.67  19.00-120.00   58
 32  \w    -84.00   7.00   0.50   45.00    --  -13.67 -38.00-150.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0077097000
_diffrn_orient_matrix_UB_12      0.0559081000
_diffrn_orient_matrix_UB_13      -0.0233028000
_diffrn_orient_matrix_UB_21      -0.0176055000
_diffrn_orient_matrix_UB_22      0.0221597000
_diffrn_orient_matrix_UB_23      0.0390097000
_diffrn_orient_matrix_UB_31      0.0904967000
_diffrn_orient_matrix_UB_32      -0.0037670000
_diffrn_orient_matrix_UB_33      -0.0009082000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31555
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         3.664
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       Block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5416
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0406P)^2^+0.6347P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1008
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4473
_reflns_number_total             5416
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5md00585j2.cif
_cod_data_source_block           8a_tripleprime
_cod_database_code               7251128
_shelx_shelxl_version_number     2019/3
_cell_oxdiff_length_a            7.9684(2)
_cell_oxdiff_length_b            12.2691(3)
_cell_oxdiff_length_c            16.0679(4)
_cell_oxdiff_angle_alpha         78.803(2)
_cell_oxdiff_angle_beta          79.663(2)
_cell_oxdiff_angle_gamma         76.349(2)
_cell_oxdiff_volume              1482.67(7)
_cell_oxdiff_measurement_reflns_used 21427
_shelx_estimated_absorpt_t_min   0.985
_shelx_estimated_absorpt_t_max   0.996
_oxdiff_exptl_absorpt_empirical_full_min 0.908
_oxdiff_exptl_absorpt_empirical_full_max 1.157
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_digest_frames
;
01d533400a148bcee149703d7582ba005000025e894
;
_diffrn_oxdiff_digest_hkl
;
43ae84284ba0f2ce48379d0950f689e6b1b775
;
_shelx_res_checksum              73682
_shelx_hkl_checksum              85537