Ultrasound-promoted synthesis of novel N-arylamino-3,5′-biquinoline derivatives: their applications in live-cell imaging and in vitro anticancer activity evaluation
Alizadeh, Abdolali; Rostampoor, Azar; Alipour, Mozhgan; Hajipour-Verdom, Behnam; Abdolmaleki, Parviz; New Journal of Chemistry 47 (2023) 2479–2487; doi:10.1039/D2NJ04444G

data_7062218
_publ_section_title
;
 Ultrasound-promoted synthesis of novel
 N-arylamino-3,5&#x2032;-biquinoline derivatives: their applications in
 live-cell imaging and in vitro anticancer activity evaluation
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2479
_journal_page_last               2487
_journal_paper_doi               10.1039/D2NJ04444G
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C32 H18 Cl N5'
_chemical_formula_sum            'C32 H18 Cl N5'
_chemical_formula_weight         507.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-03-05
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2021-06-27 deposited with the CCDC.	2022-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.84(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.234(5)
_cell_length_b                   8.3608(17)
_cell_length_c                   23.028(5)
_cell_measurement_reflns_used    1543
_cell_measurement_temperature    290
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      1.9
_cell_volume                     4932(2)
_computing_cell_refinement       'Automar software package (3.3a, 2015)'
_computing_data_collection       'MAR345 dtb Program (1.24-4, 2013)'
_computing_data_reduction        'Automar software package (3.3a, 2015)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'PLATON (2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      290
_diffrn_detector                 'image-plate detector'
_diffrn_detector_area_resol_mean 0.81
_diffrn_detector_type            MAR345-dtb
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device       'one-circle diffractometer'
_diffrn_measurement_device_type  'Mar345 dtb'
_diffrn_measurement_method       'image-plate detector - phi oscillation'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15431
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.880
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         4153
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0668
_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^)+(0.0490P)^2^+11.0413P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1571
_refine_ls_wR_factor_ref         0.1624
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3640
_reflns_number_total             4153
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj04444g2.cif
_cod_data_source_block           2_pl
_cod_depositor_comments          'Adding full bibliography for 7062218.cif.'
_cod_original_cell_volume        4932.2(19)
_cod_database_code               7062218
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.963
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C32A-C27
 1.39 with sigma of 0.008
 C27-C32B
 1.39 with sigma of 0.008
 C32B-C31B
 1.39 with sigma of 0.008
 C31B-C30
 1.39 with sigma of 0.008
 C30-C29B
 1.39 with sigma of 0.008
 C29B-C28B
 1.39 with sigma of 0.008
 C28B-C27
 1.39 with sigma of 0.008
 C27-C32A
 1.39 with sigma of 0.008
 C32A-C31A
 1.39 with sigma of 0.008
 C31A-C30
 1.39 with sigma of 0.008
 C30-C29A
 1.39 with sigma of 0.008
 C29A-C28A
 1.39 with sigma of 0.008
 C28A-C27
 1.39 with sigma of 0.008
3. Others
 Fixed Sof: C28B(0.5) H28B(0.5) C32B(0.5) H32B(0.5) C31B(0.5) H31B(0.5)
 C29B(0.5) H29B(0.5) C32A(0.5) H32A(0.5) C28A(0.5) H28A(0.5) C31A(0.5)
 H31A(0.5) C29A(0.5) H29A(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C28B(H28B), C32B(H32B), C12(H12), C21(H21), C8(H8), C9(H9), C23(H23),
 C16(H16), C11(H11), C22(H22), C31B(H31B), C20(H20), C10(H10), C19(H19),
 C29B(H29B), C32A(H32A), C28A(H28A), C31A(H31A), C29A(H29A)
;
_olex2_submission_special_instructions 'No special instructions were received'