Thiazolobenzyne: a versatile intermediate for multisubstituted benzothiazoles.
Yoshida, Suguru; Yano, Takahisa; Nishiyama, Yoshitake; Misawa, Yoshihiro; Kondo, Masakazu; Matsushita, Takeshi; Igawa, Kazunobu; Tomooka, Katsuhiko; Hosoya, Takamitsu; Chemical communications (Cambridge, England) 52 (2016) 11199–11202; doi:10.1039/c6cc05112j

data_7124849
_publ_section_title
;
 Thiazolobenzyne: a versatile intermediate for multisubstituted
 benzothiazoles.
;
_journal_issue                   75
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11199
_journal_page_last               11202
_journal_paper_doi               10.1039/c6cc05112j
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C20 H13 F N4 S'
_chemical_formula_sum            'C20 H13 F N4 S'
_chemical_formula_weight         360.41
_chemical_melting_point          450.6(5)
_chemical_name_common            triazole-10
_chemical_name_systematic
3H-3-Benzyl-7-(4-fluorophenyl)-1,2,3-triazolo[3,4]benzo[1,2-d]thiazole
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2016-05-24 deposited with the CCDC.
2016-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                69.528(14)
_cell_angle_beta                 89.026(17)
_cell_angle_gamma                78.107(17)
_cell_formula_units_Z            4
_cell_length_a                   9.927(3)
_cell_length_b                   13.059(3)
_cell_length_c                   13.682(3)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    123
_cell_measurement_theta_max      68.17
_cell_measurement_theta_min      3.46
_cell_volume                     1623.1(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 5.000
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20319
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.963
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744.00
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.390
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     469
_refine_ls_number_reflns         5638
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0741
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0210P)^2^+0.1000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1402
_reflns_number_gt                1956
_reflns_number_total             5638
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c6cc05112j2.cif
_cod_data_source_block           triazole-10
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '177-178 degC' was changed
to '450.6(5)' -- it was converted from degrees Celsius(C) to
Kelvins(K), the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1623.1(6)
_cod_database_code               7124849