Stable anion radicals based on a triazole-fused furazano[3,4-b]pyrazine scaffold
Efanov, Daniil E.; Tolstikov, Svyatoslav E.; Romanenko, Galina V.; Letyagin, Gleb A.; Smirnova, Kristina A.; Chernavin, Platon A.; Veber, Sergey L.; Romashev, Nikolay F.; Osik, Natalya A.; Bogomyakov, Artem S.; New Journal of Chemistry 49 (2025) 3869–3876; doi:10.1039/D4NJ05188B

data_7063629
_publ_section_title
;
 Stable anion radicals based on a triazole-fused furazano[3,4-b]pyrazine
 scaffold
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3869
_journal_page_last               3876
_journal_paper_doi               10.1039/D4NJ05188B
_journal_volume                  49
_journal_year                    2025
_chemical_formula_sum            'C10 H2 F5 N7 O'
_chemical_formula_weight         331.19
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-11-19 deposited with the CCDC.	2025-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.975(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.2914(17)
_cell_length_b                   28.492(7)
_cell_length_c                   7.258(2)
_cell_measurement_reflns_used    747
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.06
_cell_measurement_theta_min      3.41
_cell_volume                     1179.4(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.964
_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  0.0525
_diffrn_reflns_av_unetI/netI     0.1325
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5120
_diffrn_reflns_point_group_measured_fraction_full 0.861
_diffrn_reflns_point_group_measured_fraction_max 0.783
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.428
_diffrn_reflns_theta_min         2.860
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  0.4479
_exptl_absorpt_correction_T_min  0.4138
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.2(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.738
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2333
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.738
_refine_ls_R_factor_all          0.1310
_refine_ls_R_factor_gt           0.0370
_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^)+(0.0065P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0383
_refine_ls_wR_factor_ref         0.0514
_reflns_Friedel_coverage         0.613
_reflns_Friedel_fraction_full    0.734
_reflns_Friedel_fraction_max     0.599
_reflns_number_gt                995
_reflns_number_total             2333
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj05188b2.cif
_cod_data_source_block           158s
_cod_depositor_comments
'Adding full bibliography for 7063629--7063631.cif.'
_cod_original_cell_volume        1179.3(6)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7063629
_shelx_shelxl_version_number     2019/3
_shelx_res_checksum              86027
_shelx_hkl_checksum              62930