From boom to bloom: synthesis of diazidodifluoromethane, its stability and applicability in the 'click' reaction.
Ziabko, Mykyta; Suikov, Sergeii; Filgas, Josef; Slavíček, Petr; Gazdurová, Michaela; Bednárová, Lucie; Matyáš, Robert; Klepetářová, Blanka; David, Tomáš; Beier, Petr; Chemical communications (Cambridge, England) 61 (2025) 885–888; doi:10.1039/d4cc05128a

data_7133984
_publ_section_title
;
 From boom to bloom: synthesis of diazidodifluoromethane, its stability
 and applicability in the 'click' reaction.
;
_journal_issue                   5
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              885
_journal_page_last               888
_journal_paper_doi               10.1039/d4cc05128a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C17 H11 F N4'
_chemical_formula_sum            'C17 H11 F N4'
_chemical_formula_weight         290.30
_chemical_name_systematic
1-fluoro-3-(4-phenyl-2H-1,2,3-triazol-2-yl)isoquinoline
_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   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2024-09-06 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.5808(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7560(3)
_cell_length_b                   6.4533(2)
_cell_length_c                   16.5581(4)
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    180
_cell_measurement_theta_max      27.4284
_cell_measurement_theta_min      2.5191
_cell_volume                     1347.15(6)
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_unetI/netI     0.085
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            37999
_diffrn_reflns_theta_full        27.484
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.615
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.40
_refine_ls_extinction_coef       75(17)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   1.0381
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3087
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.0002244
_refine_ls_shift/su_mean         0.0000290
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.05P)^2^ + 1.18P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1439
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1429
_reflns_limit_h_max              16
_reflns_limit_h_min              -17
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                2282
_reflns_number_total             3093
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.84
_oxford_diffrn_Wilson_scale      26.40
_oxford_refine_ls_scale          0.1976(2)
_cod_data_source_file            d4cc05128a2.cif
_cod_data_source_block           I_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7133983--7133984.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133984
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_r_factor_ref          0.0697
_reflns_number_all               3093