#------------------------------------------------------------------------------
#$Date: 2024-12-06 20:30:55 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296534 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/26/1572681.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_1572681
loop_
_publ_author_name
'Murali, Anna Chandrasekar'
'Panda, Rudrashish'
'Kannan, Ramkumar'
'Das, Ritwick'
'Venkatasubbaiah, Krishnan'
_publ_section_title
;
 O,S-Chelated bis(pentafluorophenyl)boron and
 diphenylboron-β-thioketonates: synthesis, photophysical,
 electrochemical and NLO properties.
;
_journal_issue                   42
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17263
_journal_page_last               17271
_journal_paper_doi               10.1039/d4dt02471k
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C28 H23 B O2 S'
_chemical_formula_sum            'C28 H23 B O2 S'
_chemical_formula_weight         434.33
_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             2024-04-25
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_audit_update_record
;
2024-08-30 deposited with the CCDC.	2024-09-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.258(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3139(2)
_cell_length_b                   19.4235(6)
_cell_length_c                   13.8886(4)
_cell_measurement_reflns_used    9669
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      77.8730
_cell_measurement_theta_min      3.9160
_cell_volume                     2219.55(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00  22.00   0.50    5.98    --  -38.50  93.00  68.00  186
  2  ω      0.00  82.00   0.50    5.98    --   49.56 -93.00 -43.00  164
  3  ω     39.00 106.00   0.50   10.95    --  107.46 -93.00 -43.00  134
  4  ω    104.00 176.00   0.50   10.95    --  107.46  93.00  68.00  144
  5  ω   -105.00 -35.00   0.50    5.98    --  -38.50 -37.00 -30.00  140
  6  ω    -42.00  28.00   0.50    5.98    --  -38.50  37.00-180.00  140
  7  ω     38.00 113.00   0.50    5.98    --   49.56  57.00 150.00  150
  8  ω     39.00 107.00   0.50   10.95    --  107.46 -94.00 150.00  136
  9  ω     39.00 111.00   0.50   10.95    --  107.46 -30.00 150.00  144
 10  ω     39.00 107.00   0.50   10.95    --  107.46 -94.00 120.00  136
 11  ω     45.00 121.00   0.50   10.95    --  107.46 -61.00 -60.00  152
 12  ω     97.00 170.00   0.50   10.95    --  107.46 125.00-180.00  146
 13  ω    103.00 172.00   0.50   10.95    --  107.46  77.00  60.00  138
 14  ω     45.00 113.00   0.50   10.95    --  107.46-125.00  60.00  136
 15  ω     96.00 164.00   0.50   10.95    --  107.46  61.00 -30.00  136
 16  ω     44.00 102.00   0.50   10.95    --  107.46 -45.00  30.00  116
 17  ω     51.00 105.00   0.50   10.95    --  107.46 -94.00 -90.00  108
 18  ω    100.00 174.00   0.50   10.95    --  107.46  15.00-180.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0813676000
_diffrn_orient_matrix_UB_12      0.0714050000
_diffrn_orient_matrix_UB_13      0.0083561000
_diffrn_orient_matrix_UB_21      -0.0836543000
_diffrn_orient_matrix_UB_22      0.0161814000
_diffrn_orient_matrix_UB_23      0.0894877000
_diffrn_orient_matrix_UB_31      0.1463150000
_diffrn_orient_matrix_UB_32      -0.0305145000
_diffrn_orient_matrix_UB_33      0.0670283000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17918
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.246
_diffrn_reflns_theta_min         3.940
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.469
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_preparation       Dichlormethane/n-hexane
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4652
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0396
_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)+(0.0508P)²+0.8209P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1015
_refine_ls_wR_factor_ref         0.1052
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4048
_reflns_number_total             4652
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt02471k2.cif
_cod_data_source_block           kv_acm_ar_09_auto
_cod_depositor_comments
'Adding full bibliography for 1572679--1572683.cif.'
_cod_database_code               1572681
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N B F O S'
_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   0.879
_shelx_estimated_absorpt_t_min   0.843
_diffrn_oxdiff_digest_frames
;
01b5f0287aec1942ae91e18c1c6a40164a000253374
;
_diffrn_oxdiff_digest_hkl
;
01999fe90f613e267f9bcd6aa28422bfb26cb7
;
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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:
 C2(H2), C19(H19), C9(H9), C22(H22), C25(H25), C8(H8), C20(H20), C21(H21),
 C5(H5), C15(H15), C28(H28), C11(H11), C6(H6), C24(H24), C18(H18), C13(H13),
 C27(H27), C26(H26), C14(H14), C12(H12)
2.b Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c)
;
_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 1.818
_oxdiff_exptl_absorpt_empirical_full_min 0.495
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
S1 S 0.34799(4) 0.36311(2) 0.91510(3) 0.02305(11) Uani 1 1 d . . . . .
O1 O 0.24444(12) 0.36677(5) 1.09835(7) 0.0226(2) Uani 1 1 d . . . . .
O2 O 0.08280(15) 0.55892(6) 1.43416(8) 0.0328(3) Uani 1 1 d . . . . .
C17 C 0.32820(16) 0.24848(8) 1.04381(11) 0.0221(3) Uani 1 1 d . . . . .
C2 C 0.20527(17) 0.46793(8) 1.00145(11) 0.0231(3) Uani 1 1 d . . . . .
H2 H 0.150952 0.511077 0.995421 0.028 Uiso 1 1 calc R . . . .
C19 C 0.42663(18) 0.13620(8) 0.99889(12) 0.0274(3) Uani 1 1 d . . . . .
H19 H 0.436289 0.102872 0.949991 0.033 Uiso 1 1 calc R . . . .
C4 C 0.17708(17) 0.46667(8) 1.17823(11) 0.0230(3) Uani 1 1 d . . . . .
C23 C 0.04551(17) 0.30520(8) 0.96708(11) 0.0225(3) Uani 1 1 d . . . . .
C9 C 0.16785(18) 0.53858(8) 1.18401(11) 0.0256(3) Uani 1 1 d . . . . .
H9 H 0.183639 0.565603 1.129125 0.031 Uiso 1 1 calc R . . . .
C10 C 0.29949(17) 0.49345(8) 0.84435(11) 0.0231(3) Uani 1 1 d . . . . .
C22 C 0.39435(17) 0.23363(8) 1.14008(11) 0.0246(3) Uani 1 1 d . . . . .
H22 H 0.382916 0.266270 1.189589 0.030 Uiso 1 1 calc R . . . .
C25 C -0.15655(19) 0.26215(8) 0.83567(12) 0.0284(3) Uani 1 1 d . . . . .
H25 H -0.182137 0.245884 0.770769 0.034 Uiso 1 1 calc R . . . .
C8 C 0.13625(19) 0.57098(8) 1.26792(11) 0.0264(3) Uani 1 1 d . . . . .
H8 H 0.129491 0.619766 1.270250 0.032 Uiso 1 1 calc R . . . .
C20 C 0.49298(18) 0.12349(8) 1.09454(12) 0.0278(3) Uani 1 1 d . . . . .
H20 H 0.549317 0.081694 1.111533 0.033 Uiso 1 1 calc R . . . .
C21 C 0.47642(18) 0.17226(9) 1.16509(12) 0.0279(3) Uani 1 1 d . . . . .
H21 H 0.521244 0.163831 1.230874 0.033 Uiso 1 1 calc R . . . .
C5 C 0.15525(19) 0.42815(8) 1.26107(11) 0.0269(3) Uani 1 1 d . . . . .
H5 H 0.161400 0.379349 1.259020 0.032 Uiso 1 1 calc R . . . .
C1 C 0.27596(16) 0.44490(8) 0.92301(11) 0.0224(3) Uani 1 1 d . . . . .
C15 C 0.27931(18) 0.47182(8) 0.74742(11) 0.0261(3) Uani 1 1 d . . . . .
H15 H 0.256664 0.424823 0.732059 0.031 Uiso 1 1 calc R . . . .
B1 B 0.2326(2) 0.31850(9) 1.01254(12) 0.0226(3) Uani 1 1 d . . . . .
C28 C -0.07935(18) 0.30962(8) 1.02478(12) 0.0252(3) Uani 1 1 d . . . . .
H28 H -0.054753 0.325837 1.089759 0.030 Uiso 1 1 calc R . . . .
C11 C 0.33969(18) 0.56215(8) 0.86586(12) 0.0275(3) Uani 1 1 d . . . . .
H11 H 0.356674 0.577214 0.931618 0.033 Uiso 1 1 calc R . . . .
C6 C 0.1251(2) 0.46011(9) 1.34512(12) 0.0297(3) Uani 1 1 d . . . . .
H6 H 0.111529 0.433332 1.400626 0.036 Uiso 1 1 calc R . . . .
C24 C 0.00205(18) 0.28139(8) 0.87171(11) 0.0256(3) Uani 1 1 d . . . . .
H24 H 0.083318 0.278268 0.830300 0.031 Uiso 1 1 calc R . . . .
C18 C 0.34600(18) 0.19774(8) 0.97468(11) 0.0251(3) Uani 1 1 d . . . . .
H18 H 0.301285 0.205685 0.908761 0.030 Uiso 1 1 calc R . . . .
C7 C 0.11438(18) 0.53180(9) 1.34902(11) 0.0260(3) Uani 1 1 d . . . . .
C13 C 0.3289(2) 0.58676(9) 0.69559(13) 0.0327(4) Uani 1 1 d . . . . .
H13 H 0.336463 0.618864 0.644821 0.039 Uiso 1 1 calc R . . . .
C27 C -0.23868(18) 0.29082(8) 0.98922(12) 0.0282(3) Uani 1 1 d . . . . .
H27 H -0.321040 0.294490 1.029803 0.034 Uiso 1 1 calc R . . . .
C26 C -0.27703(18) 0.26680(8) 0.89486(13) 0.0284(3) Uani 1 1 d . . . . .
H26 H -0.385350 0.253580 0.870758 0.034 Uiso 1 1 calc R . . . .
C14 C 0.2922(2) 0.51866(9) 0.67347(12) 0.0314(4) Uani 1 1 d . . . . .
H14 H 0.275734 0.503911 0.607572 0.038 Uiso 1 1 calc R . . . .
C3 C 0.20837(16) 0.43174(8) 1.08960(11) 0.0221(3) Uani 1 1 d . . . . .
C16 C 0.0651(2) 0.63227(9) 1.43939(13) 0.0350(4) Uani 1 1 d . . . . .
H16A H -0.027152 0.647080 1.391934 0.052 Uiso 1 1 calc GR . . . .
H16B H 0.164548 0.654599 1.424836 0.052 Uiso 1 1 calc GR . . . .
H16C H 0.045875 0.645214 1.504978 0.052 Uiso 1 1 calc GR . . . .
C12 C 0.3548(2) 0.60833(9) 0.79188(13) 0.0321(4) Uani 1 1 d . . . . .
H12 H 0.383049 0.654885 0.806986 0.038 Uiso 1 1 calc R . . . .
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'
S S 0.3331 0.5567 '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
C1 S1 B1 98.94(7) . . ?
C3 O1 B1 122.82(12) . . ?
C7 O2 C16 117.68(13) . . ?
C22 C17 B1 122.99(14) . . ?
C18 C17 C22 116.39(14) . . ?
C18 C17 B1 120.60(13) . . ?
C1 C2 C3 124.46(14) . . ?
C20 C19 C18 119.84(15) . . ?
C9 C4 C5 117.95(14) . . ?
C9 C4 C3 121.92(14) . . ?
C5 C4 C3 120.13(14) . . ?
C28 C23 B1 121.20(14) . . ?
C24 C23 B1 121.74(13) . . ?
C24 C23 C28 116.69(14) . . ?
C8 C9 C4 121.37(15) . . ?
C15 C10 C1 120.68(14) . . ?
C15 C10 C11 119.02(15) . . ?
C11 C10 C1 120.29(14) . . ?
C21 C22 C17 121.70(15) . . ?
C26 C25 C24 119.78(15) . . ?
C9 C8 C7 119.71(15) . . ?
C21 C20 C19 119.38(15) . . ?
C20 C21 C22 120.28(15) . . ?
C6 C5 C4 120.98(15) . . ?
C2 C1 S1 122.95(12) . . ?
C2 C1 C10 119.48(14) . . ?
C10 C1 S1 117.48(11) . . ?
C14 C15 C10 120.30(16) . . ?
O1 B1 S1 106.67(10) . . ?
O1 B1 C17 109.86(12) . . ?
O1 B1 C23 110.99(12) . . ?
C17 B1 S1 106.76(10) . . ?
C17 B1 C23 112.49(13) . . ?
C23 B1 S1 109.82(11) . . ?
C27 C28 C23 121.68(15) . . ?
C12 C11 C10 120.32(16) . . ?
C5 C6 C7 120.18(15) . . ?
C25 C24 C23 122.06(15) . . ?
C19 C18 C17 122.38(14) . . ?
O2 C7 C8 123.90(15) . . ?
O2 C7 C6 116.30(14) . . ?
C8 C7 C6 119.80(15) . . ?
C14 C13 C12 120.11(16) . . ?
C26 C27 C28 120.09(15) . . ?
C27 C26 C25 119.69(14) . . ?
C13 C14 C15 120.08(16) . . ?
O1 C3 C2 122.77(14) . . ?
O1 C3 C4 116.04(13) . . ?
C2 C3 C4 121.15(14) . . ?
C11 C12 C13 120.12(16) . . ?
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
S1 C1 1.7067(16) . ?
S1 B1 1.9684(18) . ?
O1 B1 1.508(2) . ?
O1 C3 1.2988(18) . ?
O2 C7 1.3543(19) . ?
O2 C16 1.435(2) . ?
C17 C22 1.401(2) . ?
C17 B1 1.603(2) . ?
C17 C18 1.398(2) . ?
C2 C1 1.384(2) . ?
C2 C3 1.409(2) . ?
C19 C20 1.385(2) . ?
C19 C18 1.388(2) . ?
C4 C9 1.402(2) . ?
C4 C5 1.406(2) . ?
C4 C3 1.461(2) . ?
C23 B1 1.614(2) . ?
C23 C28 1.402(2) . ?
C23 C24 1.401(2) . ?
C9 C8 1.383(2) . ?
C10 C1 1.477(2) . ?
C10 C15 1.397(2) . ?
C10 C11 1.398(2) . ?
C22 C21 1.393(2) . ?
C25 C24 1.393(2) . ?
C25 C26 1.387(2) . ?
C8 C7 1.393(2) . ?
C20 C21 1.384(2) . ?
C5 C6 1.376(2) . ?
C15 C14 1.388(2) . ?
C28 C27 1.394(2) . ?
C11 C12 1.383(2) . ?
C6 C7 1.397(2) . ?
C13 C14 1.382(3) . ?
C13 C12 1.388(3) . ?
C27 C26 1.385(2) . ?
