#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/76/1557662.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_1557662
loop_
_publ_author_name
'Chen, Xue'
'Liu, Zheng-Fei'
'Jin, Wei Jun'
_publ_section_title
;
 The Effect of Electron Donation and Intermolecular Interactions on
 Ultralong Phosphorescence Lifetime of 4-Carnoyl Phenylboronic Acids.
;
_journal_name_full               'The journal of physical chemistry. A'
_journal_paper_doi               10.1021/acs.jpca.9b11943
_journal_year                    2020
_chemical_formula_moiety         'C9 H12 B N O3'
_chemical_formula_sum            'C9 H12 B N O3'
_chemical_formula_weight         193.02
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_Int_Tables_number      61
_audit_creation_date             2019-05-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.5309(4)
_cell_length_b                   7.6740(3)
_cell_length_c                   21.8978(14)
_cell_measurement_reflns_used    2707
_cell_measurement_temperature    100.2(10)
_cell_measurement_theta_max      71.5740
_cell_measurement_theta_min      4.0290
_cell_volume                     1937.70(16)
_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  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.2(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9786
_diffrn_measured_fraction_theta_max 0.9786
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -113.00 -16.00   1.00    2.91    --  -39.74 -37.00-150.00   97
  2  ω   -113.00 -86.00   1.00    2.91    --  -39.74 -37.00 120.00   27
  3  ω   -129.00 -65.00   1.00    2.91    --  -39.74-178.00-120.00   64
  4  ω     31.00  66.00   1.00    2.91    --   39.74 -99.00-180.00   35
  5  ω     30.00  70.00   1.00   11.63    --  104.69 -77.00  60.00   40
  6  ω    110.00 167.00   1.00   11.63    --  104.69 108.00 156.00   57
  7  ω     29.00 109.00   1.00   11.63    --  104.69 -30.00 150.00   80
  8  ω     71.00 105.00   1.00   11.63    --  104.69-108.00  58.00   34
  9  ω     39.00 129.00   1.00   11.63    --  104.69 -45.00  60.00   90
 10  ω     71.00 135.00   1.00   11.63    --  104.69 -77.00  60.00   64
 11  ω     32.00 131.00   1.00   11.63    --  104.69 -45.00-120.00   99
;
_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      -0.0971776000
_diffrn_orient_matrix_UB_12      0.1251403000
_diffrn_orient_matrix_UB_13      0.0201917000
_diffrn_orient_matrix_UB_21      -0.0495136000
_diffrn_orient_matrix_UB_22      -0.0006514000
_diffrn_orient_matrix_UB_23      -0.0653863000
_diffrn_orient_matrix_UB_31      -0.0772794000
_diffrn_orient_matrix_UB_32      -0.1568083000
_diffrn_orient_matrix_UB_33      0.0163652000
_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  0.0922
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7124
_diffrn_reflns_theta_full        72.4560
_diffrn_reflns_theta_max         72.46
_diffrn_reflns_theta_min         4.04
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42756
_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_density_diffrn    1.3231
_exptl_crystal_description       plate
_exptl_crystal_F_000             818.8485
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.4370
_refine_diff_density_min         -0.4422
_refine_diff_density_rms         0.1105
_refine_ls_d_res_high            0.8085
_refine_ls_d_res_low             10.9489
_refine_ls_goodness_of_fit_ref   1.0643
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0643
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0760
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1572P)²+0.2350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2048
_refine_ls_wR_factor_ref         0.2302
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              0
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                1526
_reflns_number_total             1878
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jp9b11943_si_003.cif
_cod_data_source_block           20190515b
_cod_database_code               1557662
_chemical_oxdiff_formula         C1H1N1O1B1
_reflns_odcompleteness_completeness 99.45
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C5(H5), C6(H6)
2.b Idealised Me refined as rotating group:
 C2(H2a,H2b,H2c), C1(H1a,H1b,H1c)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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 3.979
_oxdiff_exptl_absorpt_empirical_full_min 0.334
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-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_refinement_flags_posn
O2 O 0.36576(14) 0.5348(2) 0.05370(9) 0.0208(5) Uani 1.000000 .
H2 H 0.3922(12) 0.544(5) 0.0191(4) 0.0313(8) Uiso 1.000000 GR
O3 O 0.55194(13) 0.4163(2) 0.06575(9) 0.0194(5) Uani 1.000000 .
O1 O 0.23059(13) 0.3216(3) 0.36352(9) 0.0240(5) Uani 1.000000 .
N1 N 0.41263(16) 0.3789(3) 0.39512(11) 0.0172(5) Uani 1.000000 .
C8 C 0.48774(18) 0.3323(3) 0.19833(12) 0.0152(6) Uani 1.000000 .
H8 H 0.55337(18) 0.2791(3) 0.18215(12) 0.0183(7) Uiso 1.000000 R
C4 C 0.36472(17) 0.3887(3) 0.28538(12) 0.0148(6) Uani 1.000000 .
C9 C 0.46313(18) 0.3114(3) 0.25957(12) 0.0147(6) Uani 1.000000 .
H9 H 0.51244(18) 0.2454(3) 0.28393(12) 0.0176(7) Uiso 1.000000 R
C7 C 0.41606(17) 0.4321(3) 0.15966(12) 0.0141(6) Uani 1.000000 .
C5 C 0.29050(18) 0.4836(3) 0.24787(12) 0.0160(6) Uani 1.000000 .
H5 H 0.22355(18) 0.5327(3) 0.26415(12) 0.0192(7) Uiso 1.000000 R
C6 C 0.31567(17) 0.5056(3) 0.18628(12) 0.0158(6) Uani 1.000000 .
H6 H 0.26532(17) 0.5702(3) 0.16202(12) 0.0190(7) Uiso 1.000000 R
C3 C 0.33203(18) 0.3632(3) 0.35063(12) 0.0164(6) Uani 1.000000 .
C2 C 0.52898(19) 0.4531(3) 0.38734(13) 0.0202(6) Uani 1.000000 .
H2a H 0.5401(7) 0.485(3) 0.3454(2) 0.0303(9) Uiso 1.000000 GR
H2b H 0.5369(6) 0.5544(16) 0.4127(7) 0.0303(9) Uiso 1.000000 GR
H2c H 0.5861(2) 0.3681(10) 0.3988(9) 0.0303(9) Uiso 1.000000 GR
C1 C 0.3774(2) 0.3501(4) 0.45802(12) 0.0226(6) Uani 1.000000 .
H1a H 0.3480(18) 0.4568(8) 0.4749(3) 0.0340(9) Uiso 1.000000 GR
H1b H 0.3179(14) 0.263(2) 0.45926(16) 0.0340(9) Uiso 1.000000 GR
H1c H 0.4429(5) 0.312(3) 0.4815(3) 0.0340(9) Uiso 1.000000 GR
B1 B 0.4463(2) 0.4617(3) 0.09062(13) 0.0150(6) Uani 1.000000 .
H3 H 0.607(4) 0.394(6) 0.094(2) 0.063(13) Uiso 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00963 0.00408 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
B1 O2 H2 109.5 . . ?
H3 O3 B1 113(3) . . ?
C2 N1 C3 125.4(2) . . ?
C1 N1 C3 118.5(2) . . ?
C1 N1 C2 115.2(2) . . ?
C9 C8 H8 119.12(12) . . ?
C7 C8 H8 119.12(14) . . ?
C7 C8 C9 121.8(2) . . ?
C5 C4 C9 118.8(2) . . ?
C3 C4 C9 122.5(2) . . ?
C3 C4 C5 118.6(2) . . ?
C4 C9 C8 120.7(2) . . ?
H9 C9 C8 119.66(12) . . ?
H9 C9 C4 119.66(15) . . ?
C6 C7 C8 116.7(2) . . ?
B1 C7 C8 121.9(2) . . ?
B1 C7 C6 121.4(2) . . ?
H5 C5 C4 119.74(14) . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.74(12) . . ?
C5 C6 C7 121.5(2) . . ?
H6 C6 C7 119.25(14) . . ?
H6 C6 C5 119.25(12) . . ?
N1 C3 O1 120.4(2) . . ?
C4 C3 O1 119.3(2) . . ?
C4 C3 N1 120.4(2) . . ?
H2a C2 N1 109.5 . . ?
H2b C2 N1 109.5 . . ?
H2b C2 H2a 109.5 . . ?
H2c C2 N1 109.5 . . ?
H2c C2 H2a 109.5 . . ?
H2c C2 H2b 109.5 . . ?
H1a C1 N1 109.5 . . ?
H1b C1 N1 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 N1 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
O3 B1 O2 118.3(2) . . ?
C7 B1 O2 118.9(2) . . ?
C7 B1 O3 122.7(2) . . ?
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
O2 H2 0.8200 . ?
O2 B1 1.353(3) . ?
O3 B1 1.379(3) . ?
O3 H3 0.91(5) . ?
O1 C3 1.245(3) . ?
N1 C3 1.352(3) . ?
N1 C2 1.467(3) . ?
N1 C1 1.453(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(4) . ?
C8 C7 1.409(3) . ?
C4 C9 1.399(3) . ?
C4 C5 1.392(3) . ?
C4 C3 1.491(3) . ?
C9 H9 0.9300 . ?
C7 C6 1.414(3) . ?
C7 B1 1.568(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(4) . ?
C6 H6 0.9300 . ?
C2 H2a 0.9600 . ?
C2 H2b 0.9600 . ?
C2 H2c 0.9600 . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 3503767
