#------------------------------------------------------------------------------
#$Date: 2024-03-21 02:58:21 +0200 (Thu, 21 Mar 2024) $
#$Revision: 290568 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/83/7248318.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_7248318
loop_
_publ_author_name
'Nowicki, Krzysztof'
'Krajewska, Joanna'
'Stępniewski, Tomasz'
'Wielechowska, Monika'
'Wińska, Patrycja'
'Kaczmarczyk, Anna'
'Korpowska, Julia'
'Selent, Jana'
'Marek-Urban, Paulina H.'
'Durka, Krzysztof'
'Wozniak, Krzysztof'
'Laudy, Agnieszka E.'
'Luliński, Sergiusz'
_publ_section_title
;
 Exploiting thiol-functionalized benzosiloxaboroles for achieving diverse
 substitution patterns -- synthesis, characterization and biological
 evaluation of promising antibacterial agents
;
_journal_name_full               'RSC Medicinal Chemistry'
_journal_paper_doi               10.1039/D4MD00061G
_journal_year                    2024
_chemical_formula_moiety         'C8 H10 B F O2 S Si'
_chemical_formula_sum            'C8 H10 B F O2 S Si'
_chemical_formula_weight         228.12
_chemical_name_systematic
;
5,7-difluoro-6-mercapto-1,1-dimethylbenzo[c][1,2,5]oxasilaborol-3(1H)-ol
;
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2022-07-15 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.0854(2)
_cell_length_b                   12.6784(2)
_cell_length_c                   15.9392(3)
_cell_measurement_reflns_used    6845
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4730
_cell_measurement_theta_min      5.5370
_cell_volume                     2240.18(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_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  0.0209
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10110
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.559
_diffrn_reflns_theta_min         5.551
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.504
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_exptl_crystal_size_max          0.226
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.081
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2331
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0304
_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)+(0.0507P)²+0.9746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2177
_reflns_number_total             2331
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4md00061g2.cif
_cod_data_source_block           1e
_cod_database_code               7248318
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.817
_oxdiff_exptl_absorpt_empirical_full_max 1.493
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Si1 Si 0.22934(4) 0.31901(3) 0.50191(2) 0.02360(13) Uani 1 1 d . . . . .
S2 S 0.25754(4) -0.01457(3) 0.73980(3) 0.03293(14) Uani 1 1 d . . . . .
H2 H 0.1991 -0.0508 0.7962 0.049 Uiso 1 1 calc R U . . .
F1 F 0.34407(8) 0.11335(7) 0.60289(6) 0.0331(2) Uani 1 1 d . . . . .
O2 O -0.05979(9) 0.43919(8) 0.59874(6) 0.0263(2) Uani 1 1 d . . . . .
H2A H -0.0653 0.4895 0.5646 0.039 Uiso 1 1 calc R U . . .
O1 O 0.11123(9) 0.40246(8) 0.51157(7) 0.0260(2) Uani 1 1 d . . . . .
C4 C 0.02239(13) 0.22662(11) 0.69564(9) 0.0241(3) Uani 1 1 d . . . . .
H4 H -0.0509 0.2533 0.7181 0.029 Uiso 1 1 calc R U . . .
C6 C 0.18711(13) 0.23871(11) 0.59560(9) 0.0224(3) Uani 1 1 d . . . . .
C5 C 0.07781(12) 0.27856(11) 0.62866(9) 0.0216(3) Uani 1 1 d . . . . .
C1 C 0.23671(13) 0.15095(12) 0.63251(9) 0.0242(3) Uani 1 1 d . . . . .
C2 C 0.18336(13) 0.09731(11) 0.69881(9) 0.0246(3) Uani 1 1 d . . . . .
C3 C 0.07365(13) 0.13621(12) 0.72970(9) 0.0250(3) Uani 1 1 d . . . . .
H3 H 0.0340 0.1005 0.7743 0.030 Uiso 1 1 calc R U . . .
C7 C 0.21449(15) 0.24476(14) 0.40295(10) 0.0314(3) Uani 1 1 d . . . . .
H7A H 0.1373 0.2070 0.4025 0.047 Uiso 1 1 calc R U . . .
H7B H 0.2808 0.1940 0.3983 0.047 Uiso 1 1 calc R U . . .
H7C H 0.2174 0.2938 0.3555 0.047 Uiso 1 1 calc R U . . .
B1 B 0.03722(14) 0.37983(12) 0.57942(10) 0.0231(3) Uani 1 1 d . . . . .
C8 C 0.37180(15) 0.39405(14) 0.50897(12) 0.0369(4) Uani 1 1 d . . . . .
H8A H 0.3749 0.4316 0.5627 0.055 Uiso 1 1 calc R U . . .
H8B H 0.3759 0.4450 0.4629 0.055 Uiso 1 1 calc R U . . .
H8C H 0.4402 0.3453 0.5051 0.055 Uiso 1 1 calc R U . . .
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -5 0 0.0837
-3 -5 2 0.0752
-5 3 0 0.1062
5 5 -2 0.0782
1 5 -1 0.0804
0 1 5 0.0508
0 -1 -5 0.0299
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
O1 Si1 C7 109.16(7) . . ?
O1 Si1 C8 109.53(7) . . ?
C7 Si1 C8 113.04(8) . . ?
O1 Si1 C6 94.26(6) . . ?
C7 Si1 C6 112.54(7) . . ?
C8 Si1 C6 116.52(8) . . ?
C2 S2 H2 109.5 . . ?
B1 O2 H2A 109.5 . . ?
B1 O1 Si1 113.55(9) . . ?
C3 C4 C5 120.50(13) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C1 C6 C5 118.21(13) . . ?
C1 C6 Si1 133.16(11) . . ?
C5 C6 Si1 108.54(10) . . ?
C4 C5 C6 119.54(13) . . ?
C4 C5 B1 129.89(13) . . ?
C6 C5 B1 110.56(12) . . ?
F1 C1 C6 118.90(13) . . ?
F1 C1 C2 117.59(13) . . ?
C6 C1 C2 123.51(13) . . ?
C1 C2 C3 117.68(13) . . ?
C1 C2 S2 118.47(11) . . ?
C3 C2 S2 123.85(11) . . ?
C4 C3 C2 120.52(13) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 B1 O1 122.30(13) . . ?
O2 B1 C5 124.79(13) . . ?
O1 B1 C5 112.90(12) . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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
Si1 O1 1.6903(11) . ?
Si1 C7 1.8443(16) . ?
Si1 C8 1.8471(17) . ?
Si1 C6 1.8671(14) . ?
S2 C2 1.7650(14) . ?
S2 H2 1.2000 . ?
F1 C1 1.3662(16) . ?
O2 B1 1.3482(19) . ?
O2 H2A 0.8400 . ?
O1 B1 1.3874(19) . ?
C4 C3 1.390(2) . ?
C4 C5 1.397(2) . ?
C4 H4 0.9500 . ?
C6 C1 1.373(2) . ?
C6 C5 1.4146(19) . ?
C5 B1 1.571(2) . ?
C1 C2 1.389(2) . ?
C2 C3 1.402(2) . ?
C3 H3 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.9981 -5.0040 -0.0159 0.0828 0.4377 0.6929
-3.0001 -5.0001 2.0046 0.2104 0.6850 -0.2596
-5.0005 3.0047 0.0166 -0.0738 -0.1669 -0.7635
5.0014 4.9983 -2.0100 -0.1918 -0.7587 0.5271
1.0019 5.0008 -0.9984 -0.1327 -0.6166 -0.0160
0.0161 0.9948 5.0045 0.4721 -0.1432 -0.0718
-0.0161 -0.9948 -5.0045 -0.4721 0.1432 0.0718
