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#$Date: 2024-03-21 02:58:21 +0200 (Thu, 21 Mar 2024) $
#$Revision: 290568 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/83/7248327.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_7248327
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         'C11 H14 B F O3 S Si'
_chemical_formula_sum            'C11 H14 B F O3 S Si'
_chemical_formula_weight         284.18
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2023-09-22 deposited with the CCDC.	2024-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                101.758(4)
_cell_angle_beta                 103.715(4)
_cell_angle_gamma                105.684(4)
_cell_formula_units_Z            2
_cell_length_a                   6.8604(4)
_cell_length_b                   9.1623(4)
_cell_length_c                   11.9467(5)
_cell_measurement_reflns_used    3449
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.1210
_cell_measurement_theta_min      5.2270
_cell_volume                     672.94(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_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  0.0441
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.935
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6224
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.517
_diffrn_reflns_theta_min         3.975
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.088
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.615
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
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            colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.066
_refine_diff_density_max         2.711
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.268
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.451
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.451
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.1077
_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/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.317
_refine_ls_wR_factor_ref         0.325
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2243
_reflns_number_total             2603
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4md00061g2.cif
_cod_data_source_block           3
_cod_database_code               7248327
_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 0.641
_oxdiff_exptl_absorpt_empirical_full_max 1.715
_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, -y, -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
S1 S 0.31933(16) 0.15580(11) 0.54288(8) 0.0271(4) Uani 1 1 d . . . . .
Si1 Si 0.80350(18) 0.76054(12) 0.87124(10) 0.0265(5) Uani 1 1 d . . . . .
F1 F 0.4960(4) 0.4908(3) 0.6121(2) 0.0334(7) Uani 1 1 d . . . . .
O1 O 0.8951(5) 0.6058(3) 1.1494(3) 0.0280(7) Uani 1 1 d . . . . .
H1 H 0.9713 0.6934 1.1996 0.042 Uiso 1 1 calc R U . . .
O2 O 0.8969(5) 0.7713(3) 1.0163(3) 0.0288(8) Uani 1 1 d . . . . .
O3 O 0.1357(6) -0.1286(4) 0.3493(3) 0.0330(8) Uani 1 1 d . . . . .
C5 C 0.5340(7) 0.4377(5) 0.7117(4) 0.0245(9) Uani 1 1 d . . . . .
C6 C 0.6520(7) 0.5444(5) 0.8209(4) 0.0266(9) Uani 1 1 d . . . . .
C1 C 0.4506(7) 0.2741(5) 0.6934(4) 0.0269(9) Uani 1 1 d . . . . .
C3 C 0.6029(7) 0.3251(5) 0.9083(4) 0.0267(9) Uani 1 1 d . . . . .
H3 H 0.6242 0.2865 0.9766 0.032 Uiso 1 1 calc R U . . .
C2 C 0.4863(7) 0.2202(5) 0.7955(4) 0.0266(9) Uani 1 1 d . . . . .
H2 H 0.4300 0.1104 0.7874 0.032 Uiso 1 1 calc R U . . .
C4 C 0.6892(6) 0.4869(5) 0.9226(4) 0.0251(9) Uani 1 1 d . . . . .
C10 C 0.1648(7) -0.1635(5) 0.4438(4) 0.0289(10) Uani 1 1 d . . . . .
C9 C 0.2654(7) -0.0384(5) 0.5635(4) 0.0274(9) Uani 1 1 d . . . . .
H9A H 0.3998 -0.0503 0.6067 0.033 Uiso 1 1 calc R U . . .
H9B H 0.1684 -0.0522 0.6130 0.033 Uiso 1 1 calc R U . . .
C11 C 0.1067(8) -0.3335(5) 0.4487(4) 0.0340(11) Uani 1 1 d . . . . .
H11A H 0.0425 -0.4052 0.3668 0.051 Uiso 1 1 calc R U . . .
H11B H 0.0048 -0.3521 0.4938 0.051 Uiso 1 1 calc R U . . .
H11C H 0.2354 -0.3532 0.4886 0.051 Uiso 1 1 calc R U . . .
B1 B 0.8347(8) 0.6262(6) 1.0392(4) 0.0266(10) Uani 1 1 d . . . . .
C8 C 1.0220(8) 0.8116(6) 0.8050(4) 0.0382(11) Uani 1 1 d . . . . .
H8A H 1.1061 0.7414 0.8152 0.057 Uiso 1 1 calc R U . . .
H8B H 1.1137 0.9216 0.8455 0.057 Uiso 1 1 calc R U . . .
H8C H 0.9618 0.7988 0.7191 0.057 Uiso 1 1 calc R U . . .
C7 C 0.6394(8) 0.8887(5) 0.8511(5) 0.0386(11) Uani 1 1 d . . . . .
H7A H 0.5262 0.8616 0.8879 0.058 Uiso 1 1 calc R U . . .
H7B H 0.5757 0.8728 0.7650 0.058 Uiso 1 1 calc R U . . .
H7C H 0.7290 0.9996 0.8895 0.058 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'
Si Si 0.2541 0.3302 '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'
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
-1 5 0 0.1021
0 -1 0 0.0635
-2 5 0 0.1438
4 -1 -2 0.1587
0 -1 -5 0.0341
0 1 5 0.0324
-4 -1 3 0.2875
1 0 -5 0.0875
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 C9 100.42(19) . . ?
O2 Si1 C7 111.0(2) . . ?
O2 Si1 C8 111.5(2) . . ?
C7 Si1 C8 110.5(2) . . ?
O2 Si1 C6 95.59(17) . . ?
C7 Si1 C6 115.1(2) . . ?
C8 Si1 C6 112.5(2) . . ?
B1 O1 H1 109.5 . . ?
B1 O2 Si1 113.1(3) . . ?
C6 C5 F1 119.1(4) . . ?
C6 C5 C1 124.1(4) . . ?
F1 C5 C1 116.8(4) . . ?
C5 C6 C4 118.1(4) . . ?
C5 C6 Si1 134.1(3) . . ?
C4 C6 Si1 107.6(3) . . ?
C2 C1 C5 116.8(4) . . ?
C2 C1 S1 126.5(3) . . ?
C5 C1 S1 116.6(3) . . ?
C2 C3 C4 120.8(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C3 C4 C6 119.3(4) . . ?
C3 C4 B1 129.9(4) . . ?
C6 C4 B1 110.7(4) . . ?
O3 C10 C9 121.5(4) . . ?
O3 C10 C11 122.7(4) . . ?
C9 C10 C11 115.8(4) . . ?
C10 C9 S1 110.5(3) . . ?
C10 C9 H9A 109.5 . . ?
S1 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
S1 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 B1 O2 123.5(4) . . ?
O1 B1 C4 123.6(4) . . ?
O2 B1 C4 112.9(4) . . ?
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 . . ?
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 . . ?
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 1.769(4) . ?
S1 C9 1.797(4) . ?
Si1 O2 1.671(3) . ?
Si1 C7 1.846(5) . ?
Si1 C8 1.851(5) . ?
Si1 C6 1.863(4) . ?
F1 C5 1.370(5) . ?
O1 B1 1.350(5) . ?
O1 H1 0.8400 . ?
O2 B1 1.387(5) . ?
O3 C10 1.221(5) . ?
C5 C6 1.366(6) . ?
C5 C1 1.402(6) . ?
C6 C4 1.416(5) . ?
C1 C2 1.400(6) . ?
C3 C2 1.388(6) . ?
C3 C4 1.397(5) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C4 B1 1.578(6) . ?
C10 C9 1.507(6) . ?
C10 C11 1.517(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
-0.9941 5.0001 0.0068 0.1715 0.8118 0.2304
-0.0009 -1.0000 -0.0018 -0.0211 -0.1556 -0.0928
-1.9926 5.0002 0.0045 0.2376 0.8455 -0.0031
3.9929 -0.9982 -1.9941 -0.0321 -0.3973 0.8073
-0.0010 -0.9947 -5.0052 0.6123 -0.4233 -0.1781
0.0010 0.9947 5.0052 -0.6123 0.4233 0.1781
-3.9946 -1.0029 2.9912 -0.1368 0.1396 -0.9758
0.9983 0.0053 -5.0011 0.5673 -0.3013 0.1482
