Achieving high-efficiency purely organic room-temperature phosphorescence from boronic ester substitution of phenoxathiine
Li, Mengke; Cai, Xinyi; Qiao, Zhenyang; Liu, Kunkun; Xie, Wentao; Wang, Liangying; Zheng, Nan; Su, Shi-Jian; Chemical Communications  (2019) –; doi:10.1039/C9CC02648G

data_7123533
_publ_section_title
;
 Achieving high-efficiency purely organic room-temperature phosphorescence
 from boronic ester substitution of phenoxathiine
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02648G
_journal_year                    2019
_chemical_formula_moiety         'C18 H19 B O3 S'
_chemical_formula_sum            'C18 H19 B O3 S'
_chemical_formula_weight         326.20
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-11-08 deposited with the CCDC.    2019-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                111.0150(10)
_cell_angle_beta                 97.9910(10)
_cell_angle_gamma                97.2810(10)
_cell_formula_units_Z            6
_cell_length_a                   13.1723(2)
_cell_length_b                   13.1966(2)
_cell_length_c                   15.79210(10)
_cell_measurement_reflns_used    19086
_cell_measurement_temperature    100.1(9)
_cell_measurement_theta_max      73.3750
_cell_measurement_theta_min      3.0890
_cell_volume                     2490.93(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.1(9)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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    -87.00  13.00   0.50    0.50    --    0.00 -57.00  60.00  200
  2  \w    -88.00  12.00   0.50    0.50    --    0.00 -72.00   0.00  200
  3  \w     18.00  45.00   0.50    0.50    --    5.00  38.00-150.00   54
  4  \w    -67.00  18.00   0.50    0.50    --    5.00 -38.00-120.00  170
  5  \w     -9.00  26.00   0.50    0.50    --    5.00  72.00  60.00   70
  6  \w   -137.00 -85.00   0.50    0.50    --  -98.80 -19.00 -90.00  104
  7  \w   -188.00-150.00   0.50    0.50    --  -98.80 -19.00 -90.00   76
  8  \w   -112.00 -50.00   0.50    0.50    --  -98.80  72.00 -30.00  124
  9  \w   -113.00 -48.00   0.50    0.50    --  -98.80  72.00 -90.00  130
 10  \w   -113.00 -61.00   0.50    0.50    --  -98.80  38.00  60.00  104
 11  \w   -111.00 -33.00   0.50    0.50    --  -98.80  72.00 -60.00  156
 12  \w   -107.00 -81.00   0.50    0.50    --  -98.80  72.00  30.00   52
 13  \w    -72.00 -22.00   0.50    0.50    --  -98.80  72.00  30.00  100
 14  \w    -40.00 -10.00   0.50    0.50    --  -98.80  72.00   0.00   60
 15  \w   -178.00-135.00   0.50    0.50    --  -98.80 -19.00-150.00   86
 16  \w   -113.00  -9.00   0.50    0.50    --  -98.80  19.00 -60.00  208
 17  \w    -85.00 -59.00   0.50    0.50    --  -98.80  72.00-120.00   52
 18  \w   -112.00 -10.00   0.50    0.50    --  -98.80  57.00 150.00  204
 19  \w   -187.00-132.00   0.50    0.50    --  -98.80 -19.00 -60.00  110
 20  \w   -116.00 -89.00   0.50    0.50    --  -98.80 -19.00 -60.00   54
 21  \w    -95.00 -64.00   0.50    0.50    --  -98.80  72.00-150.00   62
 22  \w   -102.00 -57.00   0.50    0.50    --  -98.80  72.00  60.00   90
 23  \w    -99.00 -70.00   0.50    0.50    --  -98.80  72.00-180.00   58
 24  \w    -65.00 -34.00   0.50    0.50    --  -98.80  72.00-180.00   62
 25  \w   -108.00 -81.00   0.50    0.50    --  -98.80  72.00  90.00   54
 26  \w   -107.00 -76.00   0.50    0.50    --  -98.80  72.00 120.00   62
 27  \w   -170.00-144.00   0.50    0.50    --  -98.80 -19.00-120.00   52
 28  \w   -113.00 -88.00   0.50    0.50    --  -98.80  72.00   0.00   50
 29  \w    -39.00 -14.00   0.50    0.50    --  -98.80  72.00 -30.00   50
 30  \w   -105.00 -11.00   0.50    0.50    --  -98.80  72.00 156.21  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0370906000
_diffrn_orient_matrix_UB_12      -0.1226080000
_diffrn_orient_matrix_UB_13      -0.0175897000
_diffrn_orient_matrix_UB_21      0.0404329000
_diffrn_orient_matrix_UB_22      -0.0345662000
_diffrn_orient_matrix_UB_23      -0.0912858000
_diffrn_orient_matrix_UB_31      0.1070780000
_diffrn_orient_matrix_UB_32      -0.0020702000
_diffrn_orient_matrix_UB_33      0.0522493000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23655
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.059
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    1.820
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       needle
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     634
_refine_ls_number_reflns         8728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0376P)^2^+1.3558P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0885
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8284
_reflns_number_total             8728
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc02648g2.cif
_cod_data_source_block           i-pxt-bpin
_cod_database_code               7123533
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.915
_reflns_odcompleteness_completeness 98.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00I(H00I), C00M(H00M), C00R(H00R), C00T(H00T), C00U(H00U),
 C00W(H00W), C010(H010), C011(H011), C012(H012), C014(H014), C015(H015),
 C018(H018), C019(H019), C01B(H01B), C01D(H01D), C01E(H01), C01H(H1AA),
 C01M(H5AA), C01N(H01N), C01Q(H01Q)
2.b Idealised Me refined as rotating group:
 C017(H01P,H01R,H01S), C01F(H0AA,H,HA), C01I(H2AA,HB,HC), C01J(H01T,H01U,H01V),
  C01K(H3AA,HD,HE), C01L(H4AA,HF,HG), C01O(H01W,H01X,H01Y), C01P(H01Z,HH,HI),
 C01R(H01A,H01C,H01E), C01S(H01F,H01G,H01H), C01U(H01I,H01J,H01K), C01W(H01L,
 H01M,H01O)
;
_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 1.864
_oxdiff_exptl_absorpt_empirical_full_min 0.699