#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:35:05 +0200 (Sat 23 de Aug de 2025) $
#$Revision: 301870 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/11/7241150.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7241150
loop_
_publ_author_name
'Che, Weilong'
'Gong, Yanbin'
'Tu, Liangjing'
'Han, Mengmeng'
'Li, Xiaoning'
'Xie, Yujun'
'Li, Zhen'
_publ_section_title
;
 Elucidation of distinct fluorescence and room-temperature phosphorescence
 of organic polymorphs from benzophenone-borate derivatives.
;
_journal_issue                   37
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              21445
_journal_page_last               21452
_journal_paper_doi               10.1039/d0cp02881a
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C19 H21 B O3'
_chemical_formula_sum            'C19 H21 B O3'
_chemical_formula_weight         308.17
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-04-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-05-22 deposited with the CCDC.	2020-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.325(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4558(2)
_cell_length_b                   12.11252(15)
_cell_length_c                   12.7411(2)
_cell_measurement_reflns_used    6751
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.8200
_cell_measurement_theta_min      5.2280
_cell_volume                     1765.16(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -91.00   1.00    4.23    --  -41.12 -37.00-120.00   25
  2  ω    -80.00 -17.00   1.00    4.23    --  -41.12 -37.00-120.00   63
  3  ω   -121.00  -4.00   1.00    4.23    --  -41.12 -19.00 120.00  117
  4  ω      7.00  66.00   1.00    4.23    --   41.12 -57.00 120.00   59
  5  ω     23.00  96.00   1.00    4.23    --   41.12-125.00  30.00   73
  6  ω    -23.00  33.00   1.00    4.23    --   41.12 -37.00  30.00   56
  7  ω     35.00 104.00   1.00   16.93    --  105.32 -94.00 120.00   69
  8  ω     80.00 166.00   1.00   16.93    --  105.32  45.00  30.00   86
  9  ω     83.00 128.00   1.00   16.93    --  105.32  61.00-120.00   45
 10  ω     36.00  61.00   1.00   16.93    --  105.32 -94.00-120.00   25
 11  ω     90.00 158.00   1.00   16.93    --  105.32 -15.00 -30.00   68
 12  ω     45.00 138.00   1.00   16.93    --  105.32 -77.00 -60.00   93
 13  ω     73.00 104.00   1.00   16.93    --  105.32-125.00-120.00   31
 14  ω     73.00 176.00   1.00   16.93    --  105.32  77.00  60.00  103
 15  ω    100.00 175.00   1.00   16.93    --  105.32  77.00-150.00   75
 16  ω     40.00 128.00   1.00   16.93    --  105.32 -45.00  90.00   88
 17  ω     41.00 117.00   1.00   16.93    --  105.32-125.00 -60.00   76
 18  ω     83.00 108.00   1.00   16.93    --  105.32-115.00  68.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1114896000
_diffrn_orient_matrix_UB_12      0.0486643000
_diffrn_orient_matrix_UB_13      0.0930046000
_diffrn_orient_matrix_UB_21      0.0558843000
_diffrn_orient_matrix_UB_22      -0.1157765000
_diffrn_orient_matrix_UB_23      0.0228465000
_diffrn_orient_matrix_UB_31      0.0510438000
_diffrn_orient_matrix_UB_32      0.0207628000
_diffrn_orient_matrix_UB_33      -0.0902211000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11621
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         3.865
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.606
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (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    1.160
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3144
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0805
_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/[σ²(Fo²)+(0.1355P)²+0.6493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2187
_refine_ls_wR_factor_ref         0.2267
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2781
_reflns_number_total             3144
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cp02881a2.cif
_cod_data_source_block           danfumed
_cod_depositor_comments
'Adding full bibliography for 7241148--7241151.cif.'
_cod_original_cell_volume        1765.17(5)
_cod_database_code               7241150
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C19 O3 B H21'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.841
_shelx_estimated_absorpt_t_min   0.792
_reflns_odcompleteness_completeness 100.00
_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:
 C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C14(H14), C15(H15), C16(H16),
 C18(H18)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C0AA(H0AA,H0AB,H0AC), C1AA(H1AA,
 H1AB,H1AC)
;
_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 2.114
_oxdiff_exptl_absorpt_empirical_full_min 0.656
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.49795(15) 0.65399(16) 0.08796(15) 0.0719(5) Uani 1 1 d . . . . .
O2 O 0.43034(16) 0.68002(15) 0.22753(14) 0.0698(5) Uani 1 1 d . . . . .
C3 C 0.31202(17) 0.77047(17) 0.03374(17) 0.0495(5) Uani 1 1 d . . . . .
C4 C 0.12925(19) 0.90046(17) -0.11688(18) 0.0516(5) Uani 1 1 d . . . . .
C5 C 0.30284(18) 0.79192(18) -0.07700(18) 0.0542(5) Uani 1 1 d . . . . .
H5 H 0.3586 0.7632 -0.1010 0.065 Uiso 1 1 calc R . . . .
C6 C 0.1379(2) 0.88075(19) -0.00641(19) 0.0559(5) Uani 1 1 d . . . . .
H6 H 0.0836 0.9116 0.0182 0.067 Uiso 1 1 calc R . . . .
C7 C 0.2125(2) 0.85500(19) -0.15188(18) 0.0555(6) Uani 1 1 d . . . . .
H7 H 0.2073 0.8672 -0.2258 0.067 Uiso 1 1 calc R . . . .
C8 C 0.2265(2) 0.81596(18) 0.06657(18) 0.0542(5) Uani 1 1 d . . . . .
H8 H 0.2298 0.8019 0.1396 0.065 Uiso 1 1 calc R . . . .
C9 C 0.0342(2) 0.97455(19) -0.1931(2) 0.0587(6) Uani 1 1 d . . . . .
B10 B 0.4144(2) 0.6999(2) 0.1180(2) 0.0536(6) Uani 1 1 d . . . . .
C11 C -0.02878(19) 0.94692(18) -0.3160(2) 0.0545(5) Uani 1 1 d . . . . .
C12 C -0.0354(2) 0.8395(2) -0.3573(2) 0.0643(6) Uani 1 1 d . . . . .
H12 H 0.0028 0.7827 -0.3074 0.077 Uiso 1 1 calc R . . . .
O13 O 0.0077(2) 1.05705(17) -0.15342(17) 0.0892(7) Uani 1 1 d . . . . .
C14 C -0.0871(2) 1.0305(2) -0.3926(2) 0.0630(6) Uani 1 1 d . . . . .
H14 H -0.0848 1.1024 -0.3662 0.076 Uiso 1 1 calc R . . . .
C15 C -0.1479(2) 1.0081(2) -0.5067(2) 0.0723(7) Uani 1 1 d . . . . .
H15 H -0.1859 1.0646 -0.5571 0.087 Uiso 1 1 calc R . . . .
C16 C -0.0978(2) 0.8167(2) -0.4709(3) 0.0771(8) Uani 1 1 d . . . . .
H16 H -0.1035 0.7445 -0.4972 0.093 Uiso 1 1 calc R . . . .
C17 C 0.5267(2) 0.6021(2) 0.2746(2) 0.0726(7) Uani 1 1 d . . . . .
C18 C -0.1522(2) 0.9013(2) -0.5464(3) 0.0794(8) Uani 1 1 d . . . . .
H18 H -0.1918 0.8862 -0.6238 0.095 Uiso 1 1 calc R . . . .
C19 C 0.5877(2) 0.6087(3) 0.1901(2) 0.0770(8) Uani 1 1 d . . . . .
C21 C 0.6862(3) 0.6964(4) 0.2244(4) 0.1199(14) Uani 1 1 d . . . . .
H21A H 0.7063 0.7113 0.1603 0.180 Uiso 1 1 calc GR . . . .
H21B H 0.7538 0.6691 0.2870 0.180 Uiso 1 1 calc GR . . . .
H21C H 0.6597 0.7632 0.2470 0.180 Uiso 1 1 calc GR . . . .
C23 C 0.6017(4) 0.6336(5) 0.3938(3) 0.141(2) Uani 1 1 d . . . . .
H23A H 0.6244 0.7096 0.3958 0.211 Uiso 1 1 calc GR . . . .
H23B H 0.6703 0.5879 0.4212 0.211 Uiso 1 1 calc GR . . . .
H23C H 0.5590 0.6237 0.4415 0.211 Uiso 1 1 calc GR . . . .
C0AA C 0.6359(4) 0.5055(4) 0.1602(3) 0.1346(18) Uani 1 1 d . . . . .
H0AA H 0.5751 0.4511 0.1316 0.202 Uiso 1 1 calc GR . . . .
H0AB H 0.6983 0.4774 0.2271 0.202 Uiso 1 1 calc GR . . . .
H0AC H 0.6652 0.5219 0.1027 0.202 Uiso 1 1 calc GR . . . .
C1AA C 0.4673(4) 0.4911(4) 0.2667(6) 0.169(3) Uani 1 1 d . . . . .
H1AA H 0.4873 0.4619 0.3421 0.253 Uiso 1 1 calc GR . . . .
H1AB H 0.4931 0.4410 0.2230 0.253 Uiso 1 1 calc GR . . . .
H1AC H 0.3841 0.5002 0.2298 0.253 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B10 O1 C19 107.82(19) . . ?
B10 O2 C17 107.53(19) . . ?
C5 C3 C8 117.46(19) . . ?
C5 C3 B10 121.10(19) . . ?
C8 C3 B10 121.43(19) . . ?
C6 C4 C7 119.1(2) . . ?
C6 C4 C9 119.02(19) . . ?
C7 C4 C9 121.77(19) . . ?
C7 C5 C3 121.32(19) . . ?
C8 C6 C4 120.3(2) . . ?
C5 C7 C4 120.2(2) . . ?
C6 C8 C3 121.6(2) . . ?
C11 C9 C4 120.07(18) . . ?
O13 C9 C4 119.7(2) . . ?
O13 C9 C11 120.2(2) . . ?
O1 B10 C3 122.6(2) . . ?
O2 B10 O1 113.7(2) . . ?
O2 B10 C3 123.7(2) . . ?
C12 C11 C9 122.4(2) . . ?
C12 C11 C14 118.5(2) . . ?
C14 C11 C9 119.1(2) . . ?
C16 C12 C11 120.7(2) . . ?
C15 C14 C11 120.9(2) . . ?
C14 C15 C18 119.8(2) . . ?
C12 C16 C18 120.1(3) . . ?
O2 C17 C19 103.4(2) . . ?
O2 C17 C23 109.7(3) . . ?
O2 C17 C1AA 104.3(2) . . ?
C23 C17 C19 114.5(3) . . ?
C23 C17 C1AA 112.9(4) . . ?
C1AA C17 C19 111.1(4) . . ?
C15 C18 C16 120.1(3) . . ?
O1 C19 C17 103.2(2) . . ?
O1 C19 C21 103.7(3) . . ?
O1 C19 C0AA 109.4(2) . . ?
C17 C19 C21 113.1(3) . . ?
C0AA C19 C17 119.4(3) . . ?
C0AA C19 C21 106.9(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B10 1.361(3) . ?
O1 C19 1.447(3) . ?
O2 B10 1.351(3) . ?
O2 C17 1.456(3) . ?
C3 C5 1.394(3) . ?
C3 C8 1.402(3) . ?
C3 B10 1.558(3) . ?
C4 C6 1.389(3) . ?
C4 C7 1.394(3) . ?
C4 C9 1.497(3) . ?
C5 C7 1.382(3) . ?
C6 C8 1.373(3) . ?
C9 C11 1.485(3) . ?
C9 O13 1.223(3) . ?
C11 C12 1.393(3) . ?
C11 C14 1.395(3) . ?
C12 C16 1.373(4) . ?
C14 C15 1.374(4) . ?
C15 C18 1.382(4) . ?
C16 C18 1.384(4) . ?
C17 C19 1.546(4) . ?
C17 C23 1.484(5) . ?
C17 C1AA 1.519(5) . ?
C19 C21 1.550(5) . ?
C19 C0AA 1.501(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 12158596
