2<i>H</i>-Thiazolo[4,5-<i>d</i>][1,2,3]triazole: synthesis, functionalization, and application in scaffold-hopping.
Miyazaki, Ryuya; Takada, Fumito; Kikuchi, Takunari; Oguro, Yuya; Kamata, Makoto; Yukawa, Takafumi; Kato, Kenta; Muto, Kei; Yamaguchi, Junichiro; Chemical science 15 (2024) 15835–15840; doi:10.1039/d4sc03874f

data_1572494
_publ_section_title
;
 2<i>H</i>-Thiazolo[4,5-<i>d</i>][1,2,3]triazole: synthesis,
 functionalization, and application in scaffold-hopping.
;
_journal_issue                   38
_journal_name_full               'Chemical science'
_journal_page_first              15835
_journal_page_last               15840
_journal_paper_doi               10.1039/d4sc03874f
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C17 H13 N7 O4 S'
_chemical_formula_sum            'C17 H13 N7 O4 S'
_chemical_formula_weight         411.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-01
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-06-06 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.338(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5466(5)
_cell_length_b                   4.9289(2)
_cell_length_c                   23.3375(6)
_cell_measurement_reflns_used    5129
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      74.8680
_cell_measurement_theta_min      2.9910
_cell_volume                     2001.82(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     43.00  68.00   0.50    2.42    --  108.01 -61.00  90.00   50
  2  \w     38.00  63.00   0.50    2.42    --  108.01 -61.00  60.00   50
  3  \w     36.00  61.00   0.50    2.42    --  108.01 -61.00 -30.00   50
  4  \w     34.00  65.00   0.50    2.42    --  108.01 -61.00  30.00   62
  5  \w     34.00 100.00   0.50    2.42    --  108.01 -77.00-120.00  132
  6  \w     39.00  68.00   0.50    2.42    --  108.01 -61.00 -90.00   58
  7  \w     43.00  68.00   0.50    2.42    --  108.01 -61.00-120.00   50
  8  \w     36.00  66.00   0.50    2.42    --  108.01 -61.00-180.00   60
  9  \w     10.00  38.00   0.50    0.60    --   42.80 -43.00-158.00   56
 10  \w     70.00  96.00   0.50    0.60    --   42.80  43.00  -6.00   52
 11  \w     95.00 173.00   0.50    2.42    --  108.01  43.00  -6.00  156
 12  \w     70.00 117.00   0.50    0.60    --   42.80 178.00 120.00   94
 13  \w    -46.00 -20.00   0.50    2.42    --  -96.00  45.00 120.00   52
 14  \w    -47.00 -20.00   0.50    2.42    --  -96.00  45.00 150.00   54
 15  \w    -50.00 -24.00   0.50    2.42    --  -96.00  45.00  90.00   52
 16  \w    -49.00  33.00   0.50    0.60    --  -42.80  43.00  -6.00  164
 17  \w    -48.00 -22.00   0.50    2.42    --  -96.00  43.00  -6.00   52
 18  \w    -50.00 -24.00   0.50    2.42    --  -96.00  45.00 -30.00   52
 19  \w    -67.00 -25.00   0.50    2.42    --  -96.00  61.00-180.00   84
 20  \w   -118.00 -20.00   0.50    0.60    --  -42.80 -43.00-158.00  196
 21  \w   -172.00-147.00   0.50    2.42    --  -96.00 -43.00-158.00   50
 22  \w   -107.00 -74.00   0.50    2.42    --  -96.00 -43.00-158.00   66
 23  \w   -177.00-148.00   0.50    2.42    --  -96.00 -15.00  90.00   58
 24  \w   -129.00 -76.00   0.50    2.42    --  -96.00 -15.00  90.00  106
 25  \w    -71.00 -46.00   0.50    2.42    --  -96.00 -15.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0830390000
_diffrn_orient_matrix_UB_12      0.0236512000
_diffrn_orient_matrix_UB_13      -0.0142090000
_diffrn_orient_matrix_UB_21      0.0286236000
_diffrn_orient_matrix_UB_22      -0.1658970000
_diffrn_orient_matrix_UB_23      0.0544756000
_diffrn_orient_matrix_UB_31      -0.0106345000
_diffrn_orient_matrix_UB_32      -0.2638225000
_diffrn_orient_matrix_UB_33      -0.0355905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            10617
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.155
_diffrn_reflns_theta_min         2.976
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.785
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.616
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3814
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1127P)^2^+1.1182P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.1746
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3238
_reflns_number_total             3814
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03874f2.cif
_cod_data_source_block           9A
_cod_depositor_comments
'Adding full bibliography for 1572494--1572495.cif.'
_cod_database_code               1572494
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.932
_shelx_estimated_absorpt_t_min   0.457
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
1.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C17(H17), C16(H16), C11(H11), C10(H10), C7(H7), C9(H9), C8(H8)
1.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              71017
_shelx_hkl_checksum              65307
_shelx_fab_checksum              93499
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.205
_oxdiff_exptl_absorpt_empirical_full_min 0.565