Three-component microwave-assisted synthesis of 3,5-disubstituted pyrazolo[3,4-d]pyrimidin-4-ones
Ng, Jia Hui; Tiekink, Edward R. T.; Dolzhenko, Anton V.; RSC Advances 12 (2022) 8323–8332; doi:10.1039/D2RA00980C

data_7244628
_publ_section_title
;
 Three-component microwave-assisted synthesis of 3,5-disubstituted
 pyrazolo[3,4-d]pyrimidin-4-ones
;
_journal_issue                   14
_journal_name_full               'RSC Advances'
_journal_page_first              8323
_journal_page_last               8332
_journal_paper_doi               10.1039/D2RA00980C
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C18 H14 Br N5 O2'
_chemical_formula_sum            'C18 H14 Br N5 O2'
_chemical_formula_weight         412.25
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-01-19 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                85.174(3)
_cell_angle_beta                 80.226(3)
_cell_angle_gamma                88.510(3)
_cell_formula_units_Z            2
_cell_length_a                   6.3686(3)
_cell_length_b                   7.5121(3)
_cell_length_c                   17.5514(5)
_cell_measurement_reflns_used    15654
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4880
_cell_measurement_theta_min      5.1260
_cell_volume                     824.51(6)
_computing_cell_refinement       'CrysAlis PRO (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlis PRO (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlis PRO (Rigaku OD, 2018)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)
;
_computing_publication_material  'PublCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015<i>b</i>)'
_computing_structure_solution    'SHELXS (Sheldrick, 2015<i>a</i>)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21039
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.287
_diffrn_reflns_theta_min         5.131
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.614
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.640
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlisPro [1]'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_description       prism
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3394
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0257
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0297P)^2^+0.6747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0640
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3299
_reflns_number_total             3394
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ra00980c4.cif
_cod_data_source_block           shelx_CCDC1
_cod_database_code               7244628
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.539
_shelx_estimated_absorpt_t_max   0.899
_shelx_res_checksum              97009