Carbazole-modified thiazolo[3,2-<i>c</i>][1,3,5,2]oxadiazaborinines exhibiting aggregation-induced emission and mechanofluorochromism.
Potopnyk, Mykhaylo A.; Kravets, Mykola; Luboradzki, Roman; Volyniuk, Dmytro; Sashuk, Volodymyr; Grazulevicius, Juozas Vidas; Organic & biomolecular chemistry 19 (2021) 406–415; doi:10.1039/d0ob02225j

data_7157803
_publ_section_title
;
 Carbazole-modified thiazolo[3,2-<i>c</i>][1,3,5,2]oxadiazaborinines
 exhibiting aggregation-induced emission and mechanofluorochromism.
;
_journal_issue                   2
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              406
_journal_page_last               415
_journal_paper_doi               10.1039/d0ob02225j
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C22 H14 B F2 N3 O S'
_chemical_formula_sum            'C22 H14 B F2 N3 O S'
_chemical_formula_weight         417.2389
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_audit_creation_date             2020-05-29
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_audit_update_record
;
2020-07-03 deposited with the CCDC.	2020-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.2060(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.71398(13)
_cell_length_b                   15.00188(15)
_cell_length_c                   9.01525(8)
_cell_measurement_reflns_used    11901
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      70.1010
_cell_measurement_theta_min      2.9480
_cell_volume                     1851.85(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9986
_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    -19.00   7.00   1.00    1.00    --    0.00  57.00-180.00   26
  2  \w     -2.00  24.00   1.00    1.00    --    0.00  77.00 -30.00   26
  3  \w     -4.00  23.00   1.00    1.00    --    0.00 -77.00-180.00   27
  4  \w     11.00  36.00   1.00    1.00    --    0.00  77.00  30.00   25
  5  \w    -29.00  -3.00   1.00    1.00    --    0.00  77.00 -30.00   26
  6  \w     37.00  65.00   1.00    1.00    --    0.00  57.00-180.00   28
  7  \w    -14.00  50.00   1.00    1.50    --   54.00 -57.00   0.00   64
  8  \w     32.00  90.00   1.00    1.50    --   54.00 -99.00 -90.00   58
  9  \w     38.00 118.00   1.00    1.50    --   54.00  57.00 -30.00   80
 10  \w     40.00  99.00   1.00    1.50    --   54.00  37.00 -90.00   59
 11  \w     38.00  86.00   1.00    1.50    --   54.00-125.00-180.00   48
 12  \w     -7.00  64.00   1.00    1.50    --   54.00 -57.00 150.00   71
 13  \w     30.00 116.00   1.00    1.50    --   54.00  37.00 120.00   86
 14  \w     36.00  73.00   1.00    2.50    --  108.00 -91.00 150.00   37
 15  \w    121.00 146.00   1.00    2.50    --  108.00 111.00 120.00   25
 16  \w     58.00  91.00   1.00    2.50    --  108.00 -91.00  30.00   33
 17  \w     36.00  92.00   1.00    2.50    --  108.00 -91.00  90.00   56
 18  \w    132.00 158.00   1.00    2.50    --  108.00  37.00-180.00   26
 19  \w    112.00 139.00   1.00    2.50    --  108.00 -25.00 120.00   27
 20  \w     58.00  92.00   1.00    2.50    --  108.00 -37.00-120.00   34
 21  \w     74.00 117.00   1.00    2.50    --  108.00  25.00  30.00   43
 22  \w     74.00 108.00   1.00    2.50    --  108.00-111.00-150.00   34
 23  \w    123.00 177.00   1.00    2.50    --  108.00  25.00  30.00   54
 24  \w     39.00  93.00   1.00    2.50    --  108.00 -91.00 -30.00   54
 25  \w    141.00 177.00   1.00    2.50    --  108.00  12.00 -30.00   36
 26  \w     82.00 151.00   1.00    2.50    --  108.00  37.00 120.00   69
 27  \w     84.00 115.00   1.00    2.50    --  108.00 -50.00-180.00   31
 28  \w     38.00  94.00   1.00    2.50    --  108.00 -50.00 150.00   56
 29  \w     82.00 109.00   1.00    2.50    --  108.00  37.00-180.00   27
 30  \w    129.00 155.00   1.00    2.50    --  108.00  63.00  30.00   26
 31  \w     89.00 133.00   1.00    2.50    --  108.00 -77.00 150.00   44
 32  \w    113.00 177.00   1.00    2.50    --  108.00 111.00  60.00   64
 33  \w     45.00  82.00   1.00    2.50    --  108.00 -91.00 -90.00   37
 34  \w     39.00  95.00   1.00    2.50    --  108.00 -25.00 120.00   56
 35  \w    100.00 129.00   1.00    2.50    --  108.00 -50.00   0.00   29
 36  \w     39.00  84.00   1.00    2.50    --  108.00 -50.00   0.00   45
 37  \w     71.00 109.00   1.00    2.50    --  108.00-111.00  90.00   38
 38  \w    113.00 139.00   1.00    2.50    --  108.00 -25.00-180.00   26
 39  \w    103.00 144.00   1.00    2.50    --  108.00  37.00 150.00   41
 40  \w     45.00  70.00   1.00    2.50    --  108.00 -77.00 150.00   25
 41  \w     65.00  93.00   1.00    2.50    --  108.00 -25.00-180.00   28
 42  \w     86.00 145.00   1.00    2.50    --  108.00  25.00  90.00   59
 43  \w     36.00  62.00   1.00    2.50    --  108.00 -25.00-180.00   26
 44  \w     43.00  68.00   1.00    2.50    --  108.00-111.00 -90.00   25
 45  \w     84.00 109.00   1.00    2.50    --  108.00-111.00 -90.00   25
 46  \w     48.00 102.00   1.00    2.50    --  108.00 -91.00   0.00   54
 47  \w     44.00  79.00   1.00    2.50    --  108.00 -63.00 150.00   35
 48  \w     70.00  95.00   1.00    2.50    --  108.00 -63.00 -90.00   25
 49  \w     43.00  84.00   1.00    2.50    --  108.00 -37.00 -60.00   41
 50  \w    112.00 138.00   1.00    2.50    --  108.00  12.00 -30.00   26
 51  \w    109.00 134.00   1.00    2.50    --  108.00 -37.00-120.00   25
 52  \w     59.00  85.00   1.00    2.50    --  108.00 -91.00  60.00   26
 53  \w     65.00 101.00   1.00    2.50    --  108.00-111.00 150.00   36
 54  \w    127.00 152.00   1.00    2.50    --  108.00  77.00  90.00   25
 55  \w     86.00 112.00   1.00    2.50    --  108.00 -37.00   0.00   26
 56  \w     45.00  71.00   1.00    2.50    --  108.00 -37.00   0.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1016937000
_diffrn_orient_matrix_UB_12      -0.0344728000
_diffrn_orient_matrix_UB_13      0.0539400000
_diffrn_orient_matrix_UB_21      0.0434509000
_diffrn_orient_matrix_UB_22      0.0931563000
_diffrn_orient_matrix_UB_23      -0.0250460000
_diffrn_orient_matrix_UB_31      -0.0207045000
_diffrn_orient_matrix_UB_32      0.0263522000
_diffrn_orient_matrix_UB_33      0.1603583000
_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  0.0658
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            17802
_diffrn_reflns_theta_full        70.0843
_diffrn_reflns_theta_max         70.08
_diffrn_reflns_theta_min         3.23
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.905
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.4965
_exptl_crystal_description       block
_exptl_crystal_F_000             860.1296
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.3864
_refine_diff_density_min         -0.3915
_refine_diff_density_rms         0.0636
_refine_ls_d_res_high            0.8200
_refine_ls_d_res_low             13.6925
_refine_ls_goodness_of_fit_ref   1.0537
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3517
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0537
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+0.8041P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              10
_reflns_limit_l_min              0
_reflns_number_gt                3459
_reflns_number_total             3517
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0ob02225j2.cif
_cod_data_source_block           MPC711
_cod_depositor_comments          'Adding full bibliography for 7157803.cif.'
_cod_original_cell_volume        1851.86(3)
_cod_database_code               7157803
_oxdiff_exptl_absorpt_empirical_full_min 0.735
_oxdiff_exptl_absorpt_empirical_full_max 1.418
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_reflns_odcompleteness_completeness 92.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C14(H14), C15(H15), C2(H2), C3(H3), C4(H4), C5(H5),
 C11(H11), C10(H10), C9(H9), C8(H8), C21(H21), C22(H22)
;
_olex2_submission_special_instructions 'No special instructions were received'