Alternative and efficient one-pot three-component synthesis of substituted 2-aryl-4-styrylquinazolines/4-styrylquinazolines from synthetically available 1-(2-aminophenyl)-3-arylprop-2-en-1-ones: characterization and evaluation of their antiproliferative activities
Rodríguez, Diego Fernando; Lipez, Kelly Johanna; Stashenko, Elena; Díaz, Iván; Cobo, Justo; Palma, Alirio; RSC Advances 14 (2024) 20951–20965; doi:10.1039/D4RA03702B

data_7248928
_publ_section_title
;
 Alternative and efficient one-pot three-component synthesis of
 substituted 2-aryl-4-styrylquinazolines/4-styrylquinazolines from
 synthetically available 1-(2-aminophenyl)-3-arylprop-2-en-1-ones:
 characterization and evaluation of their antiproliferative activities
;
_journal_issue                   29
_journal_name_full               'RSC Advances'
_journal_page_first              20951
_journal_page_last               20965
_journal_paper_doi               10.1039/D4RA03702B
_journal_volume                  14
_journal_year                    2024
_chemical_absolute_configuration syn
_chemical_compound_source        'synthesized by authors'
_chemical_formula_analytical     ' '
_chemical_formula_iupac          ' '
_chemical_formula_moiety         C23H15F3N2
_chemical_formula_structural     C23H15F3N2
_chemical_formula_sum            'C23 H15 F3 N2'
_chemical_formula_weight         376.37
_chemical_melting_point          414.0(10)
_chemical_name_systematic
(E)-4-Styryl-2-(4-(trifluoromethyl)phenyl)quinazoline
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     'SHELXT--2014/5 (Sheldrick, 2014)'
_atom_sites_solution_secondary   'SHELXL--2019/1 (Sheldrick, 2019)'
_audit_creation_date             2024-04-18T18:27:36-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2024-04-18 deposited with the CCDC.	2024-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.0188(6)
_cell_length_b                   13.9106(15)
_cell_length_c                   25.986(3)
_cell_measurement_reflns_used    257
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.00(10)
_cell_measurement_theta_min      2.70(10)
_cell_measurement_wavelength     0.71073
_cell_volume                     1814.2(4)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS Inc., 2019)'
_computing_data_collection       'SAINT V8.40B (Bruker AXS Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS Inc., 2019)'
_computing_molecular_graphics    'Mercury 2.3'
_computing_publication_material  'Mercury 2.3'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_type            'Bruker D8 VENTURE PHOTON-II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON-II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0958
_diffrn_reflns_av_unetI/netI     0.0856
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            15905
_diffrn_reflns_point_group_measured_fraction_full 0.99
_diffrn_reflns_point_group_measured_fraction_max 0.99
_diffrn_reflns_reduction_process 'SAINT V8.40B (Bruker AXS Inc., 2019)'
_diffrn_reflns_theta_full        27.496
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         2.145
_diffrn_source_type
'INCOATEC high brilliance microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7460(10)
_exptl_absorpt_correction_T_min  0.4180(10)
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS--2016/2 -- Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      0
_exptl_crystal_description       needle
_exptl_crystal_F_000             776
_exptl_crystal_recrystallization_method
' slow evaporation from n-heptane-ethyl acetate (8:1) solution'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.041
_exptl_transmission_factor_max   0.4180(10)
_exptl_transmission_factor_min   0.7460(10)
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_Flack   0.2(8)
_refine_ls_extinction_coef       0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4131
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0865
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0603P)^2^+2.0297P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1869
_refine_ls_wR_factor_ref         0.1951
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                3355
_reflns_number_total             4131
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra03702b2.cif
_cod_data_source_block           mo_dr78f1_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi--Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7248928
_shelx_estimated_absorpt_t_min   0.968
_shelx_estimated_absorpt_t_max   0.996
_shelx_shelxl_version_number     2018/3