Design, synthesis, theoretical study, antioxidant, and anticholinesterase activities of new pyrazolo-fused phenanthrolines
Polo-Cuadrado, Efraín; Rojas-Peña, Cristian; Acosta-Quiroga, Karen; Camargo-Ayala, Lorena; Brito, Iván; Cisterna, Jonathan; Moncada, Félix; Trilleras, Jorge; Rodríguez-Núñez, Yeray A.; Gutierrez, Margarita; RSC Advances 12 (2022) 33032–33048; doi:10.1039/D2RA05532E

data_7245867
_publ_section_title
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 Design, synthesis, theoretical study, antioxidant, and anticholinesterase
 activities of new pyrazolo-fused phenanthrolines
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_journal_issue                   51
_journal_name_full               'RSC Advances'
_journal_page_first              33032
_journal_page_last               33048
_journal_paper_doi               10.1039/D2RA05532E
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C25 H18 N6 O, [+ solvents]'
_chemical_formula_sum            'C26 H19 N5 O'
_chemical_formula_weight         417.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-19
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
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2022-08-11 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
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_cell_angle_alpha                90
_cell_angle_beta                 101.08(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.971(14)
_cell_length_b                   14.236(19)
_cell_length_c                   12.823(15)
_cell_measurement_reflns_used    4433
_cell_measurement_temperature    296.33
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.86
_cell_volume                     2145(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.33
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20098
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.028
_diffrn_reflns_theta_min         2.862
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6316
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0712 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.8470.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5099
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0666
_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^)+(0.0719P)^2^+2.2541P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1563
_refine_ls_wR_factor_ref         0.2060
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3133
_reflns_number_total             5099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ra05532e2.cif
_cod_data_source_block           mg_f6_2021
_cod_original_cell_volume        2144(5)
_cod_database_code               7245867
_shelx_shelxl_version_number     2019/2
_olex2_refinement_description
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1. Others
 Fixed Uiso: H6A(0.088) H6B(0.088) H6C(0.088) H11(0.045) H12A(0.064)
 H12B(0.064) H13A(0.061) H13B(0.061) H16(0.063) H17(0.077) H18(0.079)
 H19(0.078) H20(0.064) H30A(0.111) H31A(0.121) H32A(0.074) H30B(0.111)
 H31B(0.121) H32B(0.074)
 Fixed X: H6A(-0.206537) H6B(-0.091526) H6C(-0.162557) H11(0.099479)
 H12A(0.391748) H12B(0.329566) H13A(0.356151) H13B(0.473476) H16(-0.19965) H17(-
 0.248191) H18(-0.148554) H19(0.001476) H20(0.05361) H30A(0.829127)
 H31A(0.71918) H32A(0.512146) H30B(0.792761) H31B(0.725568) H32B(0.521168)
 Fixed Y: H6A(0.541681) H6B(0.593921) H6C(0.618359) H11(0.636274)
 H12A(0.417266) H12B(0.38708) H13A(0.529632) H13B(0.506707) H16(0.244282)
 H17(0.095021) H18(0.02612) H19(0.106708) H20(0.255346) H30A(0.691131)
 H31A(0.628953) H32A(0.620218) H30B(0.592429) H31B(0.709472) H32B(0.743218)
 Fixed Z: H6A(0.172122) H6B(0.170821) H6C(0.257963) H11(0.352961)
 H12A(0.52441) H12B(0.616058) H13A(0.696227) H13B(0.665194) H16(0.277138)
 H17(0.327268) H18(0.480581) H19(0.584066) H20(0.534319) H30A(0.785242)
 H31A(0.906586) H32A(0.813156) H30B(0.798582) H31B(0.908711) H32B(0.821204)
;
_shelx_res_checksum              25235
_olex2_submission_special_instructions 'No special instructions were received'