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_7123531
_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_absolute_configuration ad
_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      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 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                90
_cell_angle_beta                 96.3702(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.03420(9)
_cell_length_b                   11.41823(12)
_cell_length_c                   11.96434(12)
_cell_measurement_reflns_used    5538
_cell_measurement_temperature    100.0(7)
_cell_measurement_theta_max      73.2630
_cell_measurement_theta_min      3.7550
_cell_volume                     819.252(17)
_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      100.0(7)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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    -89.00   6.00   0.50    0.50    --    0.00 -72.00   0.00  190
  2  \w    -53.00  13.00   0.50    0.50    --    0.00 -57.00 150.00  132
  3  \w    -51.00  12.00   0.50    0.50    --    0.00 -72.00  90.00  126
  4  \w   -113.00 -50.00   0.50    0.50    --  -98.80  72.00-150.00  126
  5  \w   -102.00 -20.00   0.50    0.50    --  -98.80  72.00 -60.00  164
  6  \w   -113.00 -16.00   0.50    0.50    --  -98.80  19.00  90.00  194
  7  \w   -112.00 -14.00   0.50    0.50    --  -98.80  57.00 120.00  196
  8  \w    -91.00  -9.00   0.50    0.50    --  -98.80  57.00-150.00  164
  9  \w   -101.00 -24.00   0.50    0.50    --  -98.80  57.00 -60.00  154
 10  \w   -106.00 -80.00   0.50    0.50    --  -98.80  72.00  90.00   52
 11  \w    -92.00 -36.00   0.50    0.50    --  -98.80  72.00 120.00  112
 12  \w   -112.00 -85.00   0.50    0.50    --  -98.80 -57.00 -60.00   54
 13  \w   -112.00 -87.00   0.50    0.50    --  -98.80 -19.00 -30.00   50
 14  \w   -188.00-160.00   0.50    0.50    --  -98.80 -72.00-150.00   56
 15  \w   -111.00 -86.00   0.50    0.50    --  -98.80  72.00 -90.00   50
 16  \w   -109.00 -40.00   0.50    0.50    --  -98.80  72.00  30.00  138
 17  \w    -88.00 -62.00   0.50    0.50    --  -98.80  72.00   0.00   52
 18  \w   -186.00 -20.00   0.50    0.50    --  -98.80   0.00  60.00  332
;
_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      0.0157256000
_diffrn_orient_matrix_UB_12      -0.1319323000
_diffrn_orient_matrix_UB_13      0.0261345000
_diffrn_orient_matrix_UB_21      -0.0046463000
_diffrn_orient_matrix_UB_22      -0.0266452000
_diffrn_orient_matrix_UB_23      -0.1263412000
_diffrn_orient_matrix_UB_31      0.2566737000
_diffrn_orient_matrix_UB_32      0.0078181000
_diffrn_orient_matrix_UB_33      0.0104998000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0099
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21412
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.063
_diffrn_reflns_theta_max         67.062
_diffrn_reflns_theta_min         3.871
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    1.844
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69931
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details
;
 Flack x determined using 1357 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2812
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0261
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0470P)^2^+0.1816P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0692
_refine_ls_wR_factor_ref         0.0692
_reflns_Friedel_coverage         0.939
_reflns_Friedel_fraction_full    0.930
_reflns_Friedel_fraction_max     0.930
_reflns_number_gt                2812
_reflns_number_total             2812
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc02648g2.cif
_cod_data_source_block           pxt-bpin
_cod_database_code               7123531
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 97.95
_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:
 C007(H007), C009(H009), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G),
 C00H(H00H)
2.b Idealised Me refined as rotating group:
 C00E(H00A,H00B,H00E), C00J(H00I,H00J,H00K), C00L(H00L,H00M,H00N), C00M(H00O,
 H00P,H00Q)
;
_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 1.624
_oxdiff_exptl_absorpt_empirical_full_min 0.721