# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4-CO2Me-7-F
_database_code_depnum_ccdc_archive 'CCDC 2166292'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
methyl 7-fluoro-3-hydroxy-1,1-dimethyl-1,3-dihydrobenzo[c][1,2,5]oxasilaborole-4-carboxylate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H12 B F O4 Si'
_chemical_formula_sum            'C10 H12 B F O4 Si'
_chemical_formula_weight         254.10

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.3215(13)
_cell_length_b                   6.9213(5)
_cell_length_c                   13.3412(15)
_cell_angle_alpha                90
_cell_angle_beta                 105.928(10)
_cell_angle_gamma                90
_cell_volume                     1182.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1292
_cell_measurement_theta_min      4.1260
_cell_measurement_theta_max      76.2440

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    1.905
_exptl_crystal_size_max          0.306
_exptl_crystal_size_mid          0.269
_exptl_crystal_size_min          0.066
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -4 -1 0.1579
-1 2 0 0.1126
4 0 5 0.1245
-4 0 -5 0.1444
5 0 -4 0.0239
-5 -1 4 0.0480
-5 1 4 0.0323
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
0.9762 -3.9901 -0.9923 0.1449 0.0164 0.8888
-0.9757 1.9951 -0.0123 -0.1665 -0.0005 -0.4290
3.8883 -0.0009 5.0727 0.8504 0.0008 -0.1523
-3.8883 0.0009 -5.0727 -0.8504 -0.0008 0.1523
4.9912 0.0056 -3.9574 0.0552 -0.6435 0.1063
-4.9973 -1.0034 3.9574 -0.0168 0.6830 0.1091
-4.9850 0.9923 3.9573 -0.0936 0.6041 -0.3217
_exptl_absorpt_correction_T_min  0.576
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.753
_oxdiff_exptl_absorpt_empirical_full_max 1.308
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.00(11)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            3500
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.154
_diffrn_reflns_theta_max         76.619
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.814
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.814
_diffrn_reflns_Laue_measured_fraction_full 0.849
_diffrn_reflns_point_group_measured_fraction_max 0.814
_diffrn_reflns_point_group_measured_fraction_full 0.849
_reflns_number_total             2026
_reflns_number_gt                1620
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

# start Validation Reply Form
_vrf_PLAT911_4-CO2Me-7-F         
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600        323 Report
RESPONSE: Some reflections are missed due to improper measurement strategy.

;
# end Validation Reply Form

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0902P)²+0.3281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2026
_refine_ls_number_parameters     157
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1530
_refine_ls_wR_factor_gt          0.1395
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.05318(6) 0.15406(10) 0.81802(6) 0.0222(2) Uani 1 1 d . . . . .
F1 F -0.17454(12) 0.2174(2) 0.65074(14) 0.0294(4) Uani 1 1 d . . . . .
O4 O 0.12975(15) 0.2966(3) 0.37465(17) 0.0275(5) Uani 1 1 d . . . . .
O2 O 0.17843(14) 0.1410(3) 0.82022(17) 0.0264(5) Uani 1 1 d . . . . .
C2 C 0.0749(2) 0.2377(3) 0.5255(2) 0.0218(6) Uani 1 1 d . . . . .
O1 O 0.29644(16) 0.1537(3) 0.71969(19) 0.0347(5) Uani 1 1 d D . . . .
C4 C -0.1115(2) 0.2572(4) 0.5043(2) 0.0234(6) Uani 1 1 d . . . . .
H4 H -0.1810 0.2743 0.4619 0.028 Uiso 1 1 calc R U . . .
O3 O 0.25322(15) 0.2135(3) 0.51701(19) 0.0344(5) Uani 1 1 d . . . . .
C10 C 0.2102(2) 0.3093(4) 0.3220(3) 0.0330(7) Uani 1 1 d . . . . .
H10A H 0.1792 0.3465 0.2491 0.049 Uiso 1 1 calc R U . . .
H10B H 0.2446 0.1836 0.3245 0.049 Uiso 1 1 calc R U . . .
H10C H 0.2617 0.4065 0.3563 0.049 Uiso 1 1 calc R U . . .
C5 C -0.0920(2) 0.2250(3) 0.6079(2) 0.0226(6) Uani 1 1 d . . . . .
C3 C -0.0274(2) 0.2648(3) 0.4614(2) 0.0210(6) Uani 1 1 d . . . . .
H3 H -0.0390 0.2882 0.3890 0.025 Uiso 1 1 calc R U . . .
C9 C 0.1618(2) 0.2465(4) 0.4749(2) 0.0234(6) Uani 1 1 d . . . . .
C6 C 0.0069(2) 0.1985(3) 0.6750(2) 0.0210(6) Uani 1 1 d . . . . .
C1 C 0.0930(2) 0.2040(3) 0.6323(2) 0.0202(5) Uani 1 1 d . . . . .
C8 C 0.0313(3) 0.3565(4) 0.9001(3) 0.0322(7) Uani 1 1 d . . . . .
H8A H 0.0567 0.4768 0.8771 0.048 Uiso 1 1 calc R U . . .
H8B H 0.0691 0.3316 0.9731 0.048 Uiso 1 1 calc R U . . .
H8C H -0.0435 0.3682 0.8938 0.048 Uiso 1 1 calc R U . . .
C7 C 0.0090(2) -0.0782(4) 0.8596(2) 0.0263(6) Uani 1 1 d . . . . .
H7A H 0.0221 -0.1823 0.8150 0.040 Uiso 1 1 calc R U . . .
H7B H -0.0659 -0.0712 0.8536 0.040 Uiso 1 1 calc R U . . .
H7C H 0.0474 -0.1042 0.9322 0.040 Uiso 1 1 calc R U . . .
B1 B 0.1976(2) 0.1661(4) 0.7253(3) 0.0253(7) Uani 1 1 d . . . . .
H1A H 0.298(3) 0.180(5) 0.6592(13) 0.038 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.663(2) . ?
Si1 C7 1.849(3) . ?
Si1 C8 1.850(3) . ?
Si1 C6 1.863(3) . ?
F1 C5 1.372(3) . ?
O4 C9 1.334(4) . ?
O4 C10 1.437(3) . ?
O2 B1 1.369(4) . ?
C2 C1 1.398(4) . ?
C2 C3 1.409(4) . ?
C2 C9 1.492(4) . ?
O1 B1 1.342(4) . ?
O1 H1A 0.835(10) . ?
C4 C5 1.352(4) . ?
C4 C3 1.393(4) . ?
C4 H4 0.9500 . ?
O3 C9 1.215(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C5 C6 1.387(4) . ?
C3 H3 0.9500 . ?
C6 C1 1.415(4) . ?
C1 B1 1.612(4) . ?
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_
_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
O2 Si1 C7 110.35(11) . . ?
O2 Si1 C8 110.55(13) . . ?
C7 Si1 C8 111.47(14) . . ?
O2 Si1 C6 94.32(12) . . ?
C7 Si1 C6 114.06(12) . . ?
C8 Si1 C6 114.83(13) . . ?
C9 O4 C10 115.5(2) . . ?
B1 O2 Si1 114.66(19) . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 C9 122.0(2) . . ?
C3 C2 C9 117.5(3) . . ?
B1 O1 H1A 109(3) . . ?
C5 C4 C3 118.4(2) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
O4 C10 H10A 109.5 . . ?
O4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C5 F1 118.7(2) . . ?
C4 C5 C6 124.3(3) . . ?
F1 C5 C6 117.0(3) . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
O3 C9 O4 121.1(3) . . ?
O3 C9 C2 125.9(3) . . ?
O4 C9 C2 112.9(2) . . ?
C5 C6 C1 117.9(3) . . ?
C5 C6 Si1 132.2(2) . . ?
C1 C6 Si1 109.86(19) . . ?
C2 C1 C6 118.9(2) . . ?
C2 C1 B1 133.0(3) . . ?
C6 C1 B1 108.1(3) . . ?
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 . . ?
O1 B1 O2 118.6(3) . . ?
O1 B1 C1 128.4(3) . . ?
O2 B1 C1 113.0(2) . . ?

_refine_diff_density_max         0.514
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.073

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4-CF3
_database_code_depnum_ccdc_archive 'CCDC 2259083'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;
_audit_creation_date             2023-04-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
1,1-dimethyl-4-(trifluoromethyl)-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_formula_moiety         'C9 H10 B F3 O2 Si'
_chemical_formula_sum            'C9 H10 B F3 O2 Si'
_chemical_formula_weight         246.07
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   8.3772(3)
_cell_length_b                   11.1912(3)
_cell_length_c                   12.2672(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.988(3)
_cell_angle_gamma                90
_cell_volume                     1120.64(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3493
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.5770
_cell_measurement_theta_min      5.3760
_exptl_absorpt_coefficient_mu    2.116
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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_colour_primary    colourless
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_description       block
_exptl_crystal_F_000             504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 2 5 0.0919
-1 -1 -5 0.1043
1 -1 -5 0.1003
-5 -1 4 0.1157
5 1 -2 0.1012
-3 5 3 0.0631
1 -4 -5 0.0848
5 -3 1 0.0869
-2 -5 4 0.1054
0 -2 5 0.0983
-3 -4 -4 0.0944
2 5 -5 0.1150

_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.181
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
1.9919 1.9700 5.0073 0.0407 -0.0087 0.8588
-0.9940 -0.9742 -5.0050 0.0127 -0.1583 -0.7054
1.0037 -0.9769 -5.0009 -0.1342 -0.4159 -0.4725
-4.9964 -1.0076 3.9918 0.1876 0.9424 -0.1775
4.9949 0.9990 -1.9907 -0.2139 -0.8122 0.3983
-3.0040 4.9773 2.9968 0.8143 0.3906 0.1668
1.0068 -3.9686 -5.0017 -0.5143 -0.3013 -0.5835
4.9966 -3.0029 1.0100 -0.7604 -0.4643 0.5816
-1.9958 -5.0007 3.9969 -0.5396 0.7087 0.0239
-0.0018 -2.0161 5.0023 -0.3194 0.4017 0.4780
-2.9895 -3.9674 -4.0093 -0.2339 0.2789 -0.9387
1.9965 5.0050 -4.9975 0.5527 -0.7738 -0.1343

_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4353
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.730
_diffrn_reflns_theta_min         5.415
_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 0.992
_diffrn_measured_fraction_theta_max 0.959
_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2026
_reflns_number_total             2151
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2151
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.041
_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)+(0.0530P)²+0.6945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0942
_olex2_refinement_description    
;
1. Restrained distances
 O2-H2A
 0.84 with sigma of 0.01
2.a Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.19400(5) 0.19559(4) 0.48530(3) 0.01397(14) Uani 1 1 d . . . . .
F1 F 0.66232(13) 0.28903(9) 0.25576(9) 0.0282(3) Uani 1 1 d . . . . .
F2 F 0.78740(11) 0.34428(9) 0.42117(9) 0.0267(2) Uani 1 1 d . . . . .
F3 F 0.72820(14) 0.47356(10) 0.28887(11) 0.0363(3) Uani 1 1 d . . . . .
O2 O 0.62349(14) 0.12262(10) 0.43924(10) 0.0220(3) Uani 1 1 d D . . . .
O1 O 0.36927(13) 0.11824(9) 0.49558(9) 0.0173(2) Uani 1 1 d . . . . .
C6 C 0.19746(19) 0.44365(14) 0.40002(12) 0.0167(3) Uani 1 1 d . . . . .
H6 H 0.0915 0.4589 0.4125 0.020 Uiso 1 1 calc R U . . .
C2 C 0.42813(18) 0.30797(13) 0.40820(12) 0.0149(3) Uani 1 1 d . . . . .
C3 C 0.50693(19) 0.39845(14) 0.36023(12) 0.0165(3) Uani 1 1 d . . . . .
C9 C 0.6699(2) 0.37655(14) 0.33209(14) 0.0212(3) Uani 1 1 d . . . . .
C4 C 0.43340(19) 0.50927(14) 0.33486(12) 0.0180(3) Uani 1 1 d . . . . .
H4 H 0.4883 0.5697 0.3030 0.022 Uiso 1 1 calc R U . . .
C1 C 0.27028(18) 0.33210(14) 0.42612(12) 0.0144(3) Uani 1 1 d . . . . .
C5 C 0.27975(19) 0.53225(14) 0.35584(13) 0.0185(3) Uani 1 1 d . . . . .
H5 H 0.2312 0.6088 0.3398 0.022 Uiso 1 1 calc R U . . .
C7 C 0.1485(2) 0.21940(15) 0.62421(13) 0.0221(4) Uani 1 1 d . . . . .
H7A H 0.2385 0.2639 0.6719 0.033 Uiso 1 1 calc R U . . .
H7B H 0.1362 0.1419 0.6587 0.033 Uiso 1 1 calc R U . . .
H7C H 0.0465 0.2650 0.6158 0.033 Uiso 1 1 calc R U . . .
C8 C 0.03204(19) 0.11217(15) 0.38742(13) 0.0203(3) Uani 1 1 d . . . . .
H8A H 0.0631 0.1029 0.3155 0.030 Uiso 1 1 calc R U . . .
H8B H -0.0714 0.1563 0.3763 0.030 Uiso 1 1 calc R U . . .
H8C H 0.0186 0.0332 0.4186 0.030 Uiso 1 1 calc R U . . .
B1 B 0.4840(2) 0.17656(16) 0.44887(15) 0.0161(3) Uani 1 1 d . . . . .
H2A H 0.625(3) 0.0525(10) 0.4622(16) 0.024 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 1.6846(11) . ?
Si1 C1 1.8649(16) . ?
Si1 C7 1.8473(16) . ?
Si1 C8 1.8498(16) . ?
F1 C9 1.3467(19) . ?
F2 C9 1.345(2) . ?
F3 C9 1.3471(19) . ?
O2 B1 1.344(2) . ?
O2 H2A 0.833(9) . ?
O1 B1 1.388(2) . ?
C6 H6 0.9500 . ?
C6 C1 1.395(2) . ?
C6 C5 1.386(2) . ?
C2 C3 1.408(2) . ?
C2 C1 1.414(2) . ?
C2 B1 1.589(2) . ?
C3 C9 1.502(2) . ?
C3 C4 1.389(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(2) . ?
C5 H5 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_
_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 C1 94.64(6) . . ?
O1 Si1 C7 111.24(7) . . ?
O1 Si1 C8 106.80(7) . . ?
C7 Si1 C1 113.63(7) . . ?
C7 Si1 C8 113.47(8) . . ?
C8 Si1 C1 115.23(7) . . ?
B1 O2 H2A 110.1(15) . . ?
B1 O1 Si1 113.60(10) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C1 119.99(14) . . ?
C3 C2 C1 118.05(14) . . ?
C3 C2 B1 131.61(14) . . ?
C1 C2 B1 110.34(13) . . ?
C2 C3 C9 120.97(14) . . ?
C4 C3 C2 120.66(14) . . ?
C4 C3 C9 118.34(14) . . ?
F1 C9 F3 106.09(13) . . ?
F1 C9 C3 112.04(13) . . ?
F2 C9 F1 106.33(13) . . ?
F2 C9 F3 105.80(13) . . ?
F2 C9 C3 113.21(13) . . ?
F3 C9 C3 112.81(13) . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.37(14) . . ?
C5 C4 H4 119.8 . . ?
C6 C1 Si1 130.70(12) . . ?
C6 C1 C2 120.74(14) . . ?
C2 C1 Si1 108.55(11) . . ?
C6 C5 C4 120.13(14) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 B1 O1 121.44(14) . . ?
O2 B1 C2 126.06(14) . . ?
O1 B1 C2 112.48(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.833(9) 1.978(10) 2.8083(16) 175(2) 3_656

_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 2.238
_oxdiff_exptl_absorpt_empirical_full_min 0.686
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4-CN-7-F
_database_code_depnum_ccdc_archive 'CCDC 2259084'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-4-cyano-7-fluoro-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 B F N O2 Si'
_chemical_formula_sum            'C9 H9 B F N O2 Si'
_chemical_formula_weight         221.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   9.9043(4)
_cell_length_b                   9.5090(3)
_cell_length_c                   12.4382(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.389(5)
_cell_angle_gamma                90
_cell_volume                     1111.61(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4154
_cell_measurement_theta_min      2.7380
_cell_measurement_theta_max      31.9220

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.104
_exptl_absorpt_coefficient_mu    0.202
_exptl_absorpt_correction_T_min  0.80974
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.568
_oxdiff_exptl_absorpt_empirical_full_max 1.665
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;


_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4391
_diffrn_reflns_number            7792
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.167
_diffrn_reflns_theta_max         32.424
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3649
_reflns_number_gt                3118
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+0.3858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3649
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
H1A H -0.095(2) 0.434(2) -0.0858(17) 0.050(6) Uiso 1 1 d . . . . .
Si1 Si 0.28543(3) 0.28757(3) 0.12455(3) 0.01552(8) Uani 1 1 d . . . . .
O2 O 0.13151(9) 0.37160(8) 0.05863(7) 0.01866(17) Uani 1 1 d . . . . .
O1 O -0.07895(9) 0.35191(8) -0.10302(7) 0.02099(18) Uani 1 1 d . . . . .
F1 F 0.42868(9) -0.02471(9) 0.11591(7) 0.0330(2) Uani 1 1 d . . . . .
C2 C 0.10317(11) 0.14914(10) -0.04819(9) 0.01398(19) Uani 1 1 d . . . . .
N1 N -0.18285(12) 0.08339(11) -0.29879(10) 0.0286(2) Uani 1 1 d . . . . .
C9 C -0.08264(13) 0.06787(11) -0.22237(10) 0.0193(2) Uani 1 1 d . . . . .
C1 C 0.23440(12) 0.12529(11) 0.03565(9) 0.0159(2) Uani 1 1 d . . . . .
C4 C 0.11820(13) -0.08311(11) -0.12624(10) 0.0197(2) Uani 1 1 d . . . . .
H4 H 0.0788 -0.1532 -0.1817 0.024 Uiso 1 1 calc R U . . .
C7 C 0.30704(13) 0.26209(12) 0.27561(10) 0.0208(2) Uani 1 1 d . . . . .
H7A H 0.2244 0.2115 0.2833 0.031 Uiso 1 1 calc R U . . .
H7B H 0.3148 0.3539 0.3129 0.031 Uiso 1 1 calc R U . . .
H7C H 0.3935 0.2073 0.3111 0.031 Uiso 1 1 calc R U . . .
C3 C 0.04670(12) 0.04478(10) -0.13004(9) 0.0155(2) Uani 1 1 d . . . . .
B1 B 0.04290(13) 0.29935(11) -0.03371(10) 0.0155(2) Uani 1 1 d . . . . .
C6 C 0.30146(13) -0.00226(12) 0.03567(10) 0.0211(2) Uani 1 1 d . . . . .
C5 C 0.24623(14) -0.10795(12) -0.04202(11) 0.0238(2) Uani 1 1 d . . . . .
H5 H 0.2946 -0.1951 -0.0379 0.029 Uiso 1 1 calc R U . . .
C8 C 0.43196(16) 0.38830(17) 0.10053(12) 0.0341(3) Uani 1 1 d . . . . .
H8A H 0.4147 0.3990 0.0189 0.051 Uiso 1 1 calc R U . . .
H8B H 0.5218 0.3382 0.1343 0.051 Uiso 1 1 calc R U . . .
H8C H 0.4374 0.4813 0.1355 0.051 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.6871(8) . ?
Si1 C7 1.8387(12) . ?
Si1 C8 1.8403(14) . ?
Si1 C1 1.8726(11) . ?
O2 B1 1.3876(14) . ?
O1 B1 1.3391(14) . ?
O1 H1A 0.83(2) . ?
F1 C6 1.3550(13) . ?
C2 C1 1.4047(15) . ?
C2 C3 1.4053(14) . ?
C2 B1 1.5800(15) . ?
N1 C9 1.1468(15) . ?
C9 C3 1.4421(15) . ?
C1 C6 1.3828(15) . ?
C4 C5 1.3867(17) . ?
C4 C3 1.4006(15) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 C5 1.3818(17) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
O2 Si1 C7 110.80(5) . . ?
O2 Si1 C8 108.21(6) . . ?
C7 Si1 C8 113.01(6) . . ?
O2 Si1 C1 93.96(4) . . ?
C7 Si1 C1 114.68(5) . . ?
C8 Si1 C1 114.38(6) . . ?
B1 O2 Si1 113.97(7) . . ?
B1 O1 H1A 112.8(13) . . ?
C1 C2 C3 119.17(9) . . ?
C1 C2 B1 110.84(9) . . ?
C3 C2 B1 129.98(10) . . ?
N1 C9 C3 177.08(14) . . ?
C6 C1 C2 118.27(10) . . ?
C6 C1 Si1 133.04(9) . . ?
C2 C1 Si1 108.63(7) . . ?
C5 C4 C3 120.36(10) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
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 . . ?
C4 C3 C2 120.48(10) . . ?
C4 C3 C9 118.14(10) . . ?
C2 C3 C9 121.33(9) . . ?
O1 B1 O2 123.66(10) . . ?
O1 B1 C2 124.07(10) . . ?
O2 B1 C2 112.27(9) . . ?
F1 C6 C5 118.13(10) . . ?
F1 C6 C1 118.25(10) . . ?
C5 C6 C1 123.62(11) . . ?
C6 C5 C4 118.06(10) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
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_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O2 0.839(9) 1.933(9) 2.7696(11) 174.8(16) 3_565

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.054

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6-CHO-7F
_database_code_depnum_ccdc_archive 'CCDC 2259086'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-7-fluoro-6-formylo-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 B F O3 Si'
_chemical_formula_sum            'C9 H10 B F O3 Si'
_chemical_formula_weight         224.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.5415(2)
_cell_length_b                   6.9154(2)
_cell_length_c                   10.0942(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.474(2)
_cell_angle_gamma                90
_cell_volume                     524.04(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11063
_cell_measurement_theta_min      2.6900
_cell_measurement_theta_max      33.3040

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.226
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_min  0.75276
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_detector_area_resol_mean 16.0026
_diffrn_reflns_number            23568
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.027
_diffrn_reflns_theta_max         33.747
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2182
_reflns_number_gt                1969
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+0.1659P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2182
_refine_ls_number_parameters     92
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0925
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_refine_special_details          
;
CHO group was found to be disordered 
over two positions. However, the refinement 
showed that the contribution of a second 
component is very small (2.5%). 
Thus, the disorder was not included 
in the final refinement procedure. 
;

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
O3 O 0.57824(13) 0.2500 0.79886(9) 0.0247(2) Uani 1 2 d S T P . .
C8 C 0.44731(17) 0.2500 0.71834(11) 0.0189(2) Uani 1 2 d S T P . .
H8A H 0.3327 0.2500 0.7500 0.023 Uiso 1 2 calc R U P . .
Si1 Si 0.14419(4) 0.2500 0.19911(3) 0.01560(9) Uani 1 2 d S T P . .
F1 F 0.14639(10) 0.2500 0.53055(8) 0.02428(18) Uani 1 2 d S T P . .
O1 O 0.61001(13) 0.2500 0.07075(9) 0.0240(2) Uani 1 2 d DS T P . .
O2 O 0.29304(12) 0.2500 0.08608(8) 0.01895(18) Uani 1 2 d S T P . .
C1 C 0.48597(15) 0.2500 0.29846(11) 0.0156(2) Uani 1 2 d S T P . .
C6 C 0.64054(15) 0.2500 0.38743(11) 0.0170(2) Uani 1 2 d S T P . .
H6 H 0.7544 0.2500 0.3544 0.020 Uiso 1 2 calc R U P . .
C2 C 0.31653(15) 0.2500 0.34635(11) 0.0154(2) Uani 1 2 d S T P . .
C4 C 0.46006(16) 0.2500 0.57367(11) 0.0161(2) Uani 1 2 d S T P . .
C3 C 0.30874(16) 0.2500 0.48246(11) 0.0166(2) Uani 1 2 d S T P . .
C5 C 0.62740(16) 0.2500 0.52344(11) 0.0170(2) Uani 1 2 d S T P . .
H5 H 0.7326 0.2500 0.5833 0.020 Uiso 1 2 calc R U P . .
B1 B 0.46769(18) 0.2500 0.14090(12) 0.0173(2) Uani 1 2 d S T P . .
C7 C 0.01105(12) 0.02549(14) 0.18774(9) 0.02200(17) Uani 1 1 d . . . . .
H7A H 0.0848(6) -0.0800(9) 0.1681(8) 0.033 Uiso 1 1 calc R U . . .
H7B H -0.0836(10) 0.0383(5) 0.1192(8) 0.033 Uiso 1 1 calc R U . . .
H7C H -0.0365(10) 0.0028(7) 0.2701(7) 0.033 Uiso 1 1 calc R U . . .
H1 H 0.592(3) 0.2500 -0.0123(9) 0.033 Uiso 1 2 d DS U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O3 C8 1.2175(15) . ?
C8 C4 1.4727(16) . ?
C8 H8A 0.9500 . ?
Si1 O2 1.6752(9) . ?
Si1 C7 1.8466(9) 4_565 ?
Si1 C7 1.8466(9) . ?
Si1 C2 1.8787(12) . ?
F1 C3 1.3595(13) . ?
O1 B1 1.3411(15) . ?
O1 H1 0.836(9) . ?
O2 B1 1.3792(16) . ?
C1 C6 1.4020(16) . ?
C1 C2 1.4087(16) . ?
C1 B1 1.5833(16) . ?
C6 C5 1.3859(15) . ?
C6 H6 0.9500 . ?
C2 C3 1.3808(15) . ?
C4 C3 1.3962(16) . ?
C4 C5 1.4042(16) . ?
C5 H5 0.9500 . ?
C7 H7A 0.950(8) . ?
C7 H7B 0.950(8) . ?
C7 H7C 0.950(8) . ?

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
O3 C8 C4 122.44(11) . . ?
O3 C8 H8A 118.8 . . ?
C4 C8 H8A 118.8 . . ?
O2 Si1 C7 110.69(3) . 4_565 ?
O2 Si1 C7 110.69(3) . . ?
C7 Si1 C7 114.45(6) 4_565 . ?
O2 Si1 C2 94.64(5) . . ?
C7 Si1 C2 112.35(3) 4_565 . ?
C7 Si1 C2 112.35(3) . . ?
B1 O1 H1 117.8(14) . . ?
B1 O2 Si1 113.77(8) . . ?
C6 C1 C2 120.41(10) . . ?
C6 C1 B1 129.11(10) . . ?
C2 C1 B1 110.47(10) . . ?
C5 C6 C1 120.06(10) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C3 C2 C1 117.87(10) . . ?
C3 C2 Si1 134.05(9) . . ?
C1 C2 Si1 108.08(8) . . ?
C3 C4 C5 117.91(10) . . ?
C3 C4 C8 121.82(11) . . ?
C5 C4 C8 120.27(11) . . ?
F1 C3 C2 118.72(10) . . ?
F1 C3 C4 118.16(10) . . ?
C2 C3 C4 123.12(11) . . ?
C6 C5 C4 120.62(11) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
O1 B1 O2 124.74(11) . . ?
O1 B1 C1 122.21(11) . . ?
O2 B1 C1 113.04(10) . . ?
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_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 Si1 O2 B1 116.00(3) 4_565 . . . ?
C7 Si1 O2 B1 -116.00(3) . . . . ?
C2 Si1 O2 B1 0.0 . . . . ?
C2 C1 C6 C5 0.000(0) . . . . ?
B1 C1 C6 C5 180.000(0) . . . . ?
C6 C1 C2 C3 0.000(0) . . . . ?
B1 C1 C2 C3 180.000(0) . . . . ?
C6 C1 C2 Si1 180.000(0) . . . . ?
B1 C1 C2 Si1 0.000(0) . . . . ?
O2 Si1 C2 C3 180.000(0) . . . . ?
C7 Si1 C2 C3 65.37(4) 4_565 . . . ?
C7 Si1 C2 C3 -65.37(4) . . . . ?
O2 Si1 C2 C1 0.000(0) . . . . ?
C7 Si1 C2 C1 -114.63(4) 4_565 . . . ?
C7 Si1 C2 C1 114.63(4) . . . . ?
O3 C8 C4 C3 180.000(0) . . . . ?
O3 C8 C4 C5 0.000(0) . . . . ?
C1 C2 C3 F1 180.000(0) . . . . ?
Si1 C2 C3 F1 0.000(0) . . . . ?
C1 C2 C3 C4 0.000(0) . . . . ?
Si1 C2 C3 C4 180.000(0) . . . . ?
C5 C4 C3 F1 180.000(0) . . . . ?
C8 C4 C3 F1 0.000(0) . . . . ?
C5 C4 C3 C2 0.000(0) . . . . ?
C8 C4 C3 C2 180.000(0) . . . . ?
C1 C6 C5 C4 0.000(0) . . . . ?
C3 C4 C5 C6 0.000(0) . . . . ?
C8 C4 C5 C6 180.000(0) . . . . ?
Si1 O2 B1 O1 180.0 . . . . ?
Si1 O2 B1 C1 0.000(0) . . . . ?
C6 C1 B1 O1 0.000(0) . . . . ?
C2 C1 B1 O1 180.000(0) . . . . ?
C6 C1 B1 O2 180.000(0) . . . . ?
C2 C1 B1 O2 0.000(0) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O3 0.836(9) 1.899(10) 2.7320(13) 174(2) 1_554

_refine_diff_density_max         0.669
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6-Cl
_database_code_depnum_ccdc_archive 'CCDC 2259087'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B Cl O2 Si'
_chemical_formula_sum            'C8 H10 B Cl O2 Si'
_chemical_formula_weight         212.51

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.5174(4)
_cell_length_b                   10.1711(1)
_cell_length_c                   14.6098(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.774(6)
_cell_angle_gamma                90
_cell_volume                     2146.31(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18338
_cell_measurement_theta_min      4.0670
_cell_measurement_theta_max      76.5450

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.204
_exptl_absorpt_coefficient_mu    3.945
_exptl_absorpt_correction_T_min  0.67868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            27017
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.092
_diffrn_reflns_theta_max         76.883
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4533
_reflns_number_gt                4371
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²+0.7216P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4533
_refine_ls_number_parameters     245
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0290
_refine_ls_wR_factor_ref         0.0813
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.41736(2) 0.42674(3) 0.70055(2) 0.02025(9) Uani 1 1 d . . . . .
Si2 Si 0.85114(2) 0.35057(3) 0.57740(2) 0.01932(9) Uani 1 1 d . . . . .
Cl3 Cl 1.16309(2) 0.46449(4) 0.83428(3) 0.03539(10) Uani 1 1 d . . . . .
Cl4 Cl 0.10667(2) 0.17448(4) 0.51070(3) 0.03551(10) Uani 1 1 d . . . . .
O1 O 0.74825(6) 0.40417(10) 0.60734(6) 0.02442(19) Uani 1 1 d . . . . .
O2 O 0.51591(6) 0.42335(9) 0.64837(6) 0.02309(19) Uani 1 1 d . . . . .
O3 O 0.57573(7) 0.34705(10) 0.51077(6) 0.0282(2) Uani 1 1 d D . . . .
O4 O 0.68190(7) 0.51062(12) 0.73206(7) 0.0325(2) Uani 1 1 d D . . . .
C8 C 0.85834(9) 0.48027(13) 0.73648(8) 0.0225(2) Uani 1 1 d . . . . .
C6 C 0.25554(8) 0.29441(12) 0.59907(8) 0.0220(2) Uani 1 1 d . . . . .
H6 H 0.2177 0.3082 0.6476 0.026 Uiso 1 1 calc R U . . .
C2 C 0.40290(8) 0.31570(12) 0.53455(8) 0.0206(2) Uani 1 1 d . . . . .
C3 C 0.36578(9) 0.25156(13) 0.45461(9) 0.0258(3) Uani 1 1 d . . . . .
H3 H 0.4031 0.2373 0.4057 0.031 Uiso 1 1 calc R U . . .
C12 C 1.01473(9) 0.41256(12) 0.71242(9) 0.0224(2) Uani 1 1 d . . . . .
H12 H 1.0572 0.3711 0.6763 0.027 Uiso 1 1 calc R U . . .
B1 B 0.50494(10) 0.36430(14) 0.56226(9) 0.0220(3) Uani 1 1 d . . . . .
C13 C 0.87827(9) 0.43065(13) 0.46986(9) 0.0249(3) Uani 1 1 d . . . . .
H13A H 0.8298 0.4099 0.4204 0.037 Uiso 1 1 calc R U . . .
H13B H 0.9380 0.3985 0.4532 0.037 Uiso 1 1 calc R U . . .
H13C H 0.8814 0.5261 0.4789 0.037 Uiso 1 1 calc R U . . .
C7 C 0.92052(9) 0.41641(12) 0.68267(8) 0.0206(2) Uani 1 1 d . . . . .
C10 C 0.98535(9) 0.53382(13) 0.85016(9) 0.0265(3) Uani 1 1 d . . . . .
H10 H 1.0082 0.5728 0.9070 0.032 Uiso 1 1 calc R U . . .
C1 C 0.34648(8) 0.33827(12) 0.60643(8) 0.0198(2) Uani 1 1 d . . . . .
C11 C 1.04524(9) 0.47053(12) 0.79589(9) 0.0247(3) Uani 1 1 d . . . . .
C9 C 0.89173(9) 0.53908(13) 0.81989(9) 0.0258(3) Uani 1 1 d . . . . .
H9 H 0.8501 0.5828 0.8559 0.031 Uiso 1 1 calc R U . . .
C5 C 0.22131(9) 0.22992(13) 0.51923(9) 0.0248(3) Uani 1 1 d . . . . .
C14 C 0.84802(10) 0.16978(13) 0.56601(9) 0.0275(3) Uani 1 1 d . . . . .
H14A H 0.7988 0.1447 0.5183 0.041 Uiso 1 1 calc R U . . .
H14B H 0.8358 0.1304 0.6248 0.041 Uiso 1 1 calc R U . . .
H14C H 0.9077 0.1384 0.5489 0.041 Uiso 1 1 calc R U . . .
B2 B 0.75562(10) 0.46846(15) 0.69176(10) 0.0246(3) Uani 1 1 d . . . . .
C4 C 0.27421(9) 0.20851(14) 0.44653(9) 0.0279(3) Uani 1 1 d . . . . .
H4 H 0.2484 0.1653 0.3923 0.033 Uiso 1 1 calc R U . . .
C15 C 0.43320(11) 0.33434(17) 0.80975(9) 0.0349(3) Uani 1 1 d . . . . .
H15A H 0.4573 0.2465 0.7984 0.052 Uiso 1 1 calc R U . . .
H15B H 0.3736 0.3263 0.8353 0.052 Uiso 1 1 calc R U . . .
H15C H 0.4771 0.3811 0.8535 0.052 Uiso 1 1 calc R U . . .
C16 C 0.38256(10) 0.59856(14) 0.71847(10) 0.0311(3) Uani 1 1 d . . . . .
H16A H 0.3801 0.6464 0.6600 0.047 Uiso 1 1 calc R U . . .
H16B H 0.4278 0.6405 0.7636 0.047 Uiso 1 1 calc R U . . .
H16C H 0.3214 0.6000 0.7413 0.047 Uiso 1 1 calc R U . . .
H3A H 0.6266(9) 0.367(2) 0.5376(13) 0.047 Uiso 1 1 d D U . . .
H4A H 0.6308(9) 0.493(2) 0.7027(12) 0.047 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.6878(9) . ?
Si1 C16 1.8451(15) . ?
Si1 C15 1.8459(14) . ?
Si1 C1 1.8640(12) . ?
Si2 O1 1.6885(9) . ?
Si2 C14 1.8465(14) . ?
Si2 C13 1.8471(13) . ?
Si2 C7 1.8752(13) . ?
Cl3 C11 1.7472(13) . ?
Cl4 C5 1.7497(13) . ?
O1 B2 1.3905(16) . ?
O2 B1 1.3887(16) . ?
O3 B1 1.3448(17) . ?
O3 H3A 0.827(9) . ?
O4 B2 1.3426(17) . ?
O4 H4A 0.838(9) . ?
C8 C9 1.3996(18) . ?
C8 C7 1.4135(17) . ?
C8 B2 1.5714(18) . ?
C6 C5 1.3861(18) . ?
C6 C1 1.3874(17) . ?
C6 H6 0.9500 . ?
C2 C3 1.3976(17) . ?
C2 C1 1.4140(17) . ?
C2 B1 1.5754(18) . ?
C3 C4 1.3933(19) . ?
C3 H3 0.9500 . ?
C12 C11 1.3865(18) . ?
C12 C7 1.3932(17) . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C10 C9 1.3873(19) . ?
C10 C11 1.3920(19) . ?
C10 H10 0.9500 . ?
C9 H9 0.9500 . ?
C5 C4 1.3890(19) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C4 H4 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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
O2 Si1 C16 109.88(6) . . ?
O2 Si1 C15 110.02(6) . . ?
C16 Si1 C15 111.82(7) . . ?
O2 Si1 C1 94.99(5) . . ?
C16 Si1 C1 115.04(6) . . ?
C15 Si1 C1 113.79(7) . . ?
O1 Si2 C14 109.30(6) . . ?
O1 Si2 C13 110.35(5) . . ?
C14 Si2 C13 111.58(6) . . ?
O1 Si2 C7 95.07(5) . . ?
C14 Si2 C7 115.84(6) . . ?
C13 Si2 C7 113.41(6) . . ?
B2 O1 Si2 112.98(8) . . ?
B1 O2 Si1 113.13(8) . . ?
B1 O3 H3A 113.5(15) . . ?
B2 O4 H4A 114.4(14) . . ?
C9 C8 C7 119.74(12) . . ?
C9 C8 B2 128.74(12) . . ?
C7 C8 B2 111.47(11) . . ?
C5 C6 C1 118.37(12) . . ?
C5 C6 H6 120.8 . . ?
C1 C6 H6 120.8 . . ?
C3 C2 C1 119.53(12) . . ?
C3 C2 B1 129.40(12) . . ?
C1 C2 B1 110.99(10) . . ?
C2 C3 C4 120.13(12) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C11 C12 C7 118.63(12) . . ?
C11 C12 H12 120.7 . . ?
C7 C12 H12 120.7 . . ?
O3 B1 O2 122.60(12) . . ?
O3 B1 C2 124.54(11) . . ?
O2 B1 C2 112.81(11) . . ?
Si2 C13 H13A 109.5 . . ?
Si2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C7 C8 120.08(11) . . ?
C12 C7 Si2 132.47(10) . . ?
C8 C7 Si2 107.45(9) . . ?
C9 C10 C11 118.97(12) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C6 C1 C2 120.53(11) . . ?
C6 C1 Si1 131.51(10) . . ?
C2 C1 Si1 107.95(9) . . ?
C12 C11 C10 122.35(12) . . ?
C12 C11 Cl3 118.90(10) . . ?
C10 C11 Cl3 118.75(10) . . ?
C10 C9 C8 120.23(12) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C6 C5 C4 122.59(12) . . ?
C6 C5 Cl4 118.06(10) . . ?
C4 C5 Cl4 119.35(10) . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 B2 O1 123.06(12) . . ?
O4 B2 C8 123.93(12) . . ?
O1 B2 C8 112.94(11) . . ?
C5 C4 C3 118.82(12) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 Si2 O1 B2 118.77(10) . . . . ?
C13 Si2 O1 B2 -118.16(10) . . . . ?
C7 Si2 O1 B2 -0.88(10) . . . . ?
C16 Si1 O2 B1 -117.29(10) . . . . ?
C15 Si1 O2 B1 119.18(10) . . . . ?
C1 Si1 O2 B1 1.61(9) . . . . ?
C1 C2 C3 C4 -0.95(19) . . . . ?
B1 C2 C3 C4 175.47(13) . . . . ?
Si1 O2 B1 O3 -177.37(10) . . . . ?
Si1 O2 B1 C2 0.26(13) . . . . ?
C3 C2 B1 O3 -1.8(2) . . . . ?
C1 C2 B1 O3 174.82(12) . . . . ?
C3 C2 B1 O2 -179.41(12) . . . . ?
C1 C2 B1 O2 -2.75(15) . . . . ?
C11 C12 C7 C8 0.99(18) . . . . ?
C11 C12 C7 Si2 -179.34(10) . . . . ?
C9 C8 C7 C12 -0.27(18) . . . . ?
B2 C8 C7 C12 -178.04(11) . . . . ?
C9 C8 C7 Si2 179.99(10) . . . . ?
B2 C8 C7 Si2 2.22(13) . . . . ?
O1 Si2 C7 C12 179.39(12) . . . . ?
C14 Si2 C7 C12 65.08(14) . . . . ?
C13 Si2 C7 C12 -65.84(13) . . . . ?
O1 Si2 C7 C8 -0.90(9) . . . . ?
C14 Si2 C7 C8 -115.22(9) . . . . ?
C13 Si2 C7 C8 113.86(9) . . . . ?
C5 C6 C1 C2 -0.91(18) . . . . ?
C5 C6 C1 Si1 -179.73(10) . . . . ?
C3 C2 C1 C6 1.60(18) . . . . ?
B1 C2 C1 C6 -175.43(11) . . . . ?
C3 C2 C1 Si1 -179.33(10) . . . . ?
B1 C2 C1 Si1 3.64(12) . . . . ?
O2 Si1 C1 C6 175.76(12) . . . . ?
C16 Si1 C1 C6 -69.56(13) . . . . ?
C15 Si1 C1 C6 61.29(14) . . . . ?
O2 Si1 C1 C2 -3.17(9) . . . . ?
C16 Si1 C1 C2 111.51(9) . . . . ?
C15 Si1 C1 C2 -117.63(10) . . . . ?
C7 C12 C11 C10 -0.92(19) . . . . ?
C7 C12 C11 Cl3 179.29(9) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C9 C10 C11 Cl3 179.89(10) . . . . ?
C11 C10 C9 C8 0.7(2) . . . . ?
C7 C8 C9 C10 -0.58(19) . . . . ?
B2 C8 C9 C10 176.76(13) . . . . ?
C1 C6 C5 C4 -0.44(19) . . . . ?
C1 C6 C5 Cl4 179.80(9) . . . . ?
Si2 O1 B2 O4 -175.00(12) . . . . ?
Si2 O1 B2 C8 2.31(14) . . . . ?
C9 C8 B2 O4 -3.3(2) . . . . ?
C7 C8 B2 O4 174.25(13) . . . . ?
C9 C8 B2 O1 179.45(13) . . . . ?
C7 C8 B2 O1 -3.03(16) . . . . ?
C6 C5 C4 C3 1.1(2) . . . . ?
Cl4 C5 C4 C3 -179.16(10) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O1 0.827(9) 1.983(10) 2.8089(13) 176(2) .
O4 H4A O2 0.838(9) 1.911(10) 2.7381(13) 169(2) .
O3 H3A O1 0.827(9) 1.983(10) 2.8089(13) 176(2) .
O4 H4A O2 0.838(9) 1.911(10) 2.7381(13) 169(2) .

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6-CN
_database_code_depnum_ccdc_archive 'CCDC 2259088'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6-cyano-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 B N O2 Si'
_chemical_formula_sum            'C9 H10 B N O2 Si'
_chemical_formula_weight         203.08

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'
N N 0.0311 0.0180 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   13.6654(6)
_cell_length_b                   18.4040(7)
_cell_length_c                   8.4758(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.021(4)
_cell_angle_gamma                90
_cell_volume                     2119.89(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5296
_cell_measurement_theta_min      4.7790
_cell_measurement_theta_max      73.0060

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.257
_exptl_crystal_size_min          0.142
_exptl_absorpt_coefficient_mu    1.739
_exptl_absorpt_correction_T_min  0.62970
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            11211
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.252
_diffrn_reflns_theta_max         73.064
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4181
_reflns_number_gt                3605
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+0.7947P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4181
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
H4A H 0.5955(18) 0.4272(14) 0.704(3) 0.049(7) Uiso 1 1 d . . . . .
H2A H 0.6748(17) 0.3639(13) 0.470(3) 0.041(6) Uiso 1 1 d . . . . .
Si1 Si 0.44950(3) 0.35196(2) 0.28613(5) 0.01883(12) Uani 1 1 d . . . . .
Si2 Si 0.80126(3) 0.39787(3) 0.92806(5) 0.02130(12) Uani 1 1 d . . . . .
O2 O 0.73252(9) 0.35289(7) 0.48336(14) 0.0272(3) Uani 1 1 d . . . . .
O4 O 0.53591(8) 0.43660(7) 0.69597(13) 0.0247(3) Uani 1 1 d . . . . .
O3 O 0.53064(7) 0.37725(6) 0.44172(13) 0.0211(2) Uani 1 1 d . . . . .
O1 O 0.72904(8) 0.39289(6) 0.75356(13) 0.0240(3) Uani 1 1 d . . . . .
C11 C 0.23946(11) 0.38888(9) 0.32260(19) 0.0225(3) Uani 1 1 d . . . . .
H11 H 0.2156 0.3647 0.2272 0.027 Uiso 1 1 calc R U . . .
C1 C 0.91456(11) 0.36446(9) 0.84365(18) 0.0208(3) Uani 1 1 d . . . . .
N1 N 1.25644(10) 0.30398(9) 0.95271(19) 0.0326(4) Uani 1 1 d . . . . .
C10 C 0.33890(11) 0.38699(9) 0.37652(18) 0.0198(3) Uani 1 1 d . . . . .
C6 C 0.88847(11) 0.34761(9) 0.68225(19) 0.0219(3) Uani 1 1 d . . . . .
C2 C 1.01016(11) 0.35337(9) 0.91142(19) 0.0218(3) Uani 1 1 d . . . . .
H2 H 1.0282 0.3647 1.0199 0.026 Uiso 1 1 calc R U . . .
N2 N -0.00821(11) 0.43567(10) 0.29496(18) 0.0375(4) Uani 1 1 d . . . . .
C5 C 0.95843(12) 0.31881(10) 0.5910(2) 0.0258(4) Uani 1 1 d . . . . .
H5 H 0.9404 0.3067 0.4829 0.031 Uiso 1 1 calc R U . . .
C18 C 0.07232(12) 0.43183(11) 0.3488(2) 0.0288(4) Uani 1 1 d . . . . .
C16 C 0.47288(12) 0.40303(9) 0.10618(19) 0.0238(3) Uani 1 1 d . . . . .
H16A H 0.4790 0.4549 0.1315 0.036 Uiso 1 1 calc R U . . .
H16B H 0.4180 0.3956 0.0236 0.036 Uiso 1 1 calc R U . . .
H16C H 0.5340 0.3857 0.0681 0.036 Uiso 1 1 calc R U . . .
C12 C 0.17487(11) 0.42672(10) 0.41028(19) 0.0243(3) Uani 1 1 d . . . . .
C14 C 0.30650(12) 0.45748(9) 0.60897(19) 0.0244(3) Uani 1 1 d . . . . .
H14 H 0.3295 0.4796 0.7071 0.029 Uiso 1 1 calc R U . . .
C4 C 1.05437(12) 0.30781(10) 0.6584(2) 0.0255(3) Uani 1 1 d . . . . .
H4 H 1.1024 0.2885 0.5966 0.031 Uiso 1 1 calc R U . . .
C13 C 0.20759(12) 0.46137(10) 0.55294(19) 0.0266(4) Uani 1 1 d . . . . .
H13 H 0.1628 0.4872 0.6106 0.032 Uiso 1 1 calc R U . . .
C15 C 0.37242(11) 0.42103(9) 0.52130(18) 0.0207(3) Uani 1 1 d . . . . .
C3 C 1.07966(11) 0.32535(9) 0.8178(2) 0.0222(3) Uani 1 1 d . . . . .
C9 C 1.17900(11) 0.31381(9) 0.8896(2) 0.0247(3) Uani 1 1 d . . . . .
B2 B 0.48677(13) 0.41233(10) 0.5608(2) 0.0204(3) Uani 1 1 d . . . . .
C7 C 0.80690(13) 0.49237(10) 1.0000(2) 0.0291(4) Uani 1 1 d . . . . .
H7A H 0.8396 0.5227 0.9262 0.044 Uiso 1 1 calc R U . . .
H7B H 0.8441 0.4942 1.1052 0.044 Uiso 1 1 calc R U . . .
H7C H 0.7400 0.5105 1.0067 0.044 Uiso 1 1 calc R U . . .
C17 C 0.45798(12) 0.25283(9) 0.2583(2) 0.0268(4) Uani 1 1 d . . . . .
H17A H 0.5237 0.2404 0.2304 0.040 Uiso 1 1 calc R U . . .
H17B H 0.4085 0.2374 0.1728 0.040 Uiso 1 1 calc R U . . .
H17C H 0.4462 0.2280 0.3569 0.040 Uiso 1 1 calc R U . . .
C8 C 0.75619(13) 0.33510(11) 1.0737(2) 0.0323(4) Uani 1 1 d . . . . .
H8A H 0.7427 0.2876 1.0241 0.048 Uiso 1 1 calc R U . . .
H8B H 0.6956 0.3546 1.1099 0.048 Uiso 1 1 calc R U . . .
H8C H 0.8063 0.3298 1.1646 0.048 Uiso 1 1 calc R U . . .
B1 B 0.77672(13) 0.36478(10) 0.6303(2) 0.0229(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O3 1.6966(11) . ?
Si1 C17 1.8448(17) . ?
Si1 C16 1.8477(17) . ?
Si1 C10 1.8788(16) . ?
Si2 O1 1.6923(12) . ?
Si2 C7 1.8418(18) . ?
Si2 C8 1.8431(18) . ?
Si2 C1 1.8761(16) . ?
O2 B1 1.344(2) . ?
O2 H2A 0.81(2) . ?
O4 B2 1.342(2) . ?
O4 H4A 0.83(2) . ?
O3 B2 1.386(2) . ?
O1 B1 1.388(2) . ?
C11 C10 1.388(2) . ?
C11 C12 1.398(2) . ?
C11 H11 0.9500 . ?
C1 C2 1.386(2) . ?
C1 C6 1.411(2) . ?
N1 C9 1.149(2) . ?
C10 C15 1.411(2) . ?
C6 C5 1.396(2) . ?
C6 B1 1.576(2) . ?
C2 C3 1.398(2) . ?
C2 H2 0.9500 . ?
N2 C18 1.149(2) . ?
C5 C4 1.389(2) . ?
C5 H5 0.9500 . ?
C18 C12 1.446(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C12 C13 1.398(2) . ?
C14 C13 1.387(2) . ?
C14 C15 1.398(2) . ?
C14 H14 0.9500 . ?
C4 C3 1.397(2) . ?
C4 H4 0.9500 . ?
C13 H13 0.9500 . ?
C15 B2 1.572(2) . ?
C3 C9 1.444(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
O3 Si1 C17 109.03(7) . . ?
O3 Si1 C16 110.28(7) . . ?
C17 Si1 C16 112.26(8) . . ?
O3 Si1 C10 94.42(6) . . ?
C17 Si1 C10 117.10(7) . . ?
C16 Si1 C10 112.22(7) . . ?
O1 Si2 C7 109.92(7) . . ?
O1 Si2 C8 110.26(8) . . ?
C7 Si2 C8 112.05(9) . . ?
O1 Si2 C1 94.47(6) . . ?
C7 Si2 C1 115.35(8) . . ?
C8 Si2 C1 113.40(8) . . ?
B1 O2 H2A 115.3(16) . . ?
B2 O4 H4A 113.4(17) . . ?
B2 O3 Si1 113.35(10) . . ?
B1 O1 Si2 113.66(10) . . ?
C10 C11 C12 119.23(15) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C2 C1 C6 120.05(14) . . ?
C2 C1 Si2 132.06(12) . . ?
C6 C1 Si2 107.87(11) . . ?
C11 C10 C15 119.52(14) . . ?
C11 C10 Si1 132.53(12) . . ?
C15 C10 Si1 107.78(11) . . ?
C5 C6 C1 120.15(15) . . ?
C5 C6 B1 128.39(15) . . ?
C1 C6 B1 111.45(14) . . ?
C1 C2 C3 119.07(15) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C5 C6 119.97(15) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
N2 C18 C12 177.70(18) . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C12 C13 121.64(15) . . ?
C11 C12 C18 118.88(15) . . ?
C13 C12 C18 119.46(15) . . ?
C13 C14 C15 120.14(15) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C5 C4 C3 119.41(15) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C14 C13 C12 118.97(15) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C14 C15 C10 120.46(15) . . ?
C14 C15 B2 128.13(15) . . ?
C10 C15 B2 111.41(14) . . ?
C4 C3 C2 121.35(15) . . ?
C4 C3 C9 119.99(15) . . ?
C2 C3 C9 118.66(15) . . ?
N1 C9 C3 177.07(18) . . ?
O4 B2 O3 124.09(15) . . ?
O4 B2 C15 123.04(15) . . ?
O3 B2 C15 112.87(14) . . ?
Si2 C7 H7A 109.5 . . ?
Si2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si2 C8 H8A 109.5 . . ?
Si2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 B1 O1 123.87(15) . . ?
O2 B1 C6 123.68(15) . . ?
O1 B1 C6 112.45(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 Si1 O3 B2 -122.18(12) . . . . ?
C16 Si1 O3 B2 114.14(12) . . . . ?
C10 Si1 O3 B2 -1.52(12) . . . . ?
C7 Si2 O1 B1 122.10(13) . . . . ?
C8 Si2 O1 B1 -113.88(13) . . . . ?
C1 Si2 O1 B1 3.09(13) . . . . ?
O1 Si2 C1 C2 178.93(16) . . . . ?
C7 Si2 C1 C2 64.40(18) . . . . ?
C8 Si2 C1 C2 -66.72(18) . . . . ?
O1 Si2 C1 C6 -2.76(12) . . . . ?
C7 Si2 C1 C6 -117.28(12) . . . . ?
C8 Si2 C1 C6 111.59(13) . . . . ?
C12 C11 C10 C15 2.2(2) . . . . ?
C12 C11 C10 Si1 -172.43(13) . . . . ?
O3 Si1 C10 C11 178.67(16) . . . . ?
C17 Si1 C10 C11 -67.32(18) . . . . ?
C16 Si1 C10 C11 64.65(18) . . . . ?
O3 Si1 C10 C15 3.56(12) . . . . ?
C17 Si1 C10 C15 117.57(12) . . . . ?
C16 Si1 C10 C15 -110.46(12) . . . . ?
C2 C1 C6 C5 0.9(2) . . . . ?
Si2 C1 C6 C5 -177.66(13) . . . . ?
C2 C1 C6 B1 -179.72(15) . . . . ?
Si2 C1 C6 B1 1.73(17) . . . . ?
C6 C1 C2 C3 -0.1(2) . . . . ?
Si2 C1 C2 C3 178.07(13) . . . . ?
C1 C6 C5 C4 -1.1(3) . . . . ?
B1 C6 C5 C4 179.65(16) . . . . ?
C10 C11 C12 C13 -1.5(3) . . . . ?
C10 C11 C12 C18 176.61(15) . . . . ?
C6 C5 C4 C3 0.4(3) . . . . ?
C15 C14 C13 C12 1.7(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C18 C12 C13 C14 -178.58(16) . . . . ?
C13 C14 C15 C10 -1.0(2) . . . . ?
C13 C14 C15 B2 178.09(16) . . . . ?
C11 C10 C15 C14 -1.0(2) . . . . ?
Si1 C10 C15 C14 174.82(13) . . . . ?
C11 C10 C15 B2 179.77(14) . . . . ?
Si1 C10 C15 B2 -4.37(16) . . . . ?
C5 C4 C3 C2 0.4(3) . . . . ?
C5 C4 C3 C9 179.65(16) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C1 C2 C3 C9 -179.84(15) . . . . ?
Si1 O3 B2 O4 179.28(13) . . . . ?
Si1 O3 B2 C15 -0.78(17) . . . . ?
C14 C15 B2 O4 4.4(3) . . . . ?
C10 C15 B2 O4 -176.45(15) . . . . ?
C14 C15 B2 O3 -175.51(16) . . . . ?
C10 C15 B2 O3 3.6(2) . . . . ?
Si2 O1 B1 O2 176.89(14) . . . . ?
Si2 O1 B1 C6 -2.56(18) . . . . ?
C5 C6 B1 O2 0.2(3) . . . . ?
C1 C6 B1 O2 -179.10(16) . . . . ?
C5 C6 B1 O1 179.67(16) . . . . ?
C1 C6 B1 O1 0.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O3 0.81(2) 1.97(2) 2.7806(16) 173(2) .

_refine_diff_density_max         0.411
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6-F
_database_code_depnum_ccdc_archive 'CCDC 2259089'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6-fluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B F O2 Si'
_chemical_formula_sum            'C8 H10 B F O2 Si'
_chemical_formula_weight         196.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   8.9458(3)
_cell_length_b                   10.0166(4)
_cell_length_c                   25.8341(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2314.90(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    4932
_cell_measurement_theta_min      2.1470
_cell_measurement_theta_max      30.0240

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.1709
_exptl_crystal_size_mid          0.0956
_exptl_crystal_size_min          0.0882
_exptl_absorpt_coefficient_mu    0.184
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
13 1 -3 0.0736 12.5408 0.8300 -3.1423 0.1216 0.2531 0.9598
-2 14 8 0.0582 -2.0455 13.5802 8.0536 -0.4243 -0.8913 0.1601
-13 -1 3 0.0809 -12.5470 -0.6184 3.2604 -0.1279 -0.2663 -0.9554
1 -14 -8 0.0290 0.5952 -13.7816 -7.7481 0.4134 0.8685 -0.2735
-1 3 -36 0.0541 -0.9447 3.0491 -35.9112 -0.9128 0.4359 0.0240
2 -3 35 0.0377 1.9449 -3.0450 34.9105 0.9090 -0.3996 0.0516
-3 2 -35 0.0415 -2.9430 2.0402 -34.9153 -0.8854 0.4332 -0.1498
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.051 0.250 0.304 216 42 ' '
2 -0.004 -0.250 0.804 216 42 ' '
_platon_squeeze_details          
;
;

# start Validation Reply Form
_vrf_PLAT990_6-F                 
;
PROBLEM: Deprecated .res/.hkl Input Style SQUEEZE Job ...          ! Note  
RESPONSE: The crystal contains large voids which are filled with highly 
disordered hexane molecule We have used SQUEEZE from tge PLATON version 270308 
to substract the solvent from the structure
;
# end Validation Reply Form

_diffrn_ambient_temperature      130(2)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4391
_diffrn_reflns_number            18498
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_theta_min         2.181
_diffrn_reflns_theta_max         32.590
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_point_group_measured_fraction_full 0.950
_reflns_number_total             7147
_reflns_number_gt                5225
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_max     0.736
_reflns_Friedel_fraction_full    0.899

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1768 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.06(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7147
_refine_ls_number_parameters     241
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1165
_refine_ls_wR_factor_gt          0.1043
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 1.1058(3) 0.5221(3) 0.44748(13) 0.0239(6) Uani 1 1 d . . . . .
C2 C 1.1397(3) 0.5735(3) 0.39732(12) 0.0242(6) Uani 1 1 d . . . . .
C3 C 1.2893(3) 0.5917(3) 0.38273(13) 0.0282(7) Uani 1 1 d . . . . .
H3 H 1.3127 0.6261 0.3494 0.034 Uiso 1 1 calc R U . . .
C4 C 1.4041(3) 0.5592(4) 0.41725(14) 0.0323(7) Uani 1 1 d . . . . .
H4 H 1.5060 0.5706 0.4079 0.039 Uiso 1 1 calc R U . . .
C5 C 1.3654(3) 0.5105(3) 0.46511(13) 0.0297(7) Uani 1 1 d . . . . .
C6 C 1.2202(3) 0.4905(3) 0.48163(13) 0.0281(7) Uani 1 1 d . . . . .
H6 H 1.1995 0.4564 0.5152 0.034 Uiso 1 1 calc R U . . .
C7 C 0.8243(4) 0.3409(4) 0.45959(15) 0.0392(8) Uani 1 1 d . . . . .
H7A H 0.8634 0.2846 0.4317 0.059 Uiso 1 1 calc R U . . .
H7B H 0.7149 0.3422 0.4580 0.059 Uiso 1 1 calc R U . . .
H7C H 0.8563 0.3047 0.4931 0.059 Uiso 1 1 calc R U . . .
C8 C 0.8200(4) 0.6267(4) 0.50183(14) 0.0380(8) Uani 1 1 d . . . . .
H8A H 0.8599 0.7167 0.4964 0.057 Uiso 1 1 calc R U . . .
H8B H 0.8486 0.5950 0.5363 0.057 Uiso 1 1 calc R U . . .
H8C H 0.7107 0.6288 0.4991 0.057 Uiso 1 1 calc R U . . .
C9 C 0.6568(3) 0.5117(3) 0.15027(12) 0.0231(6) Uani 1 1 d . . . . .
C10 C 0.7461(3) 0.5479(3) 0.19329(12) 0.0234(6) Uani 1 1 d . . . . .
C11 C 0.8844(3) 0.4846(3) 0.20095(13) 0.0262(7) Uani 1 1 d . . . . .
H11 H 0.9443 0.5078 0.2300 0.031 Uiso 1 1 calc R U . . .
C12 C 0.9337(3) 0.3884(3) 0.16630(12) 0.0286(7) Uani 1 1 d . . . . .
H12 H 1.0275 0.3455 0.1710 0.034 Uiso 1 1 calc R U . . .
C13 C 0.8426(3) 0.3564(3) 0.12464(12) 0.0279(7) Uani 1 1 d . . . . .
C14 C 0.7052(3) 0.4144(3) 0.11538(12) 0.0262(6) Uani 1 1 d . . . . .
H14 H 0.6461 0.3892 0.0864 0.031 Uiso 1 1 calc R U . . .
C15 C 0.4700(4) 0.7418(4) 0.09853(13) 0.0360(8) Uani 1 1 d . . . . .
H15A H 0.5642 0.7912 0.0955 0.054 Uiso 1 1 calc R U . . .
H15B H 0.3883 0.8044 0.1056 0.054 Uiso 1 1 calc R U . . .
H15C H 0.4499 0.6943 0.0661 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3085(4) 0.5255(4) 0.16144(15) 0.0387(9) Uani 1 1 d . . . . .
H16A H 0.2241 0.5878 0.1621 0.058 Uiso 1 1 calc R U . . .
H16B H 0.3124 0.4763 0.1942 0.058 Uiso 1 1 calc R U . . .
H16C H 0.2956 0.4624 0.1328 0.058 Uiso 1 1 calc R U . . .
B1 B 0.9919(4) 0.6031(4) 0.36596(14) 0.0235(7) Uani 1 1 d . . . . .
B2 B 0.6671(4) 0.6575(4) 0.22705(14) 0.0257(7) Uani 1 1 d . . . . .
O1 O 0.8635(2) 0.5700(3) 0.39202(9) 0.0289(5) Uani 1 1 d . . . . .
O2 O 0.9802(2) 0.6552(3) 0.31751(8) 0.0288(5) Uani 1 1 d D . . . .
O3 O 0.5317(2) 0.6990(2) 0.20709(8) 0.0271(5) Uani 1 1 d . . . . .
O4 O 0.7140(2) 0.7172(3) 0.27148(8) 0.0303(5) Uani 1 1 d D . . . .
F1 F 1.4790(2) 0.4793(2) 0.49894(9) 0.0445(6) Uani 1 1 d . . . . .
F2 F 0.89339(19) 0.2616(2) 0.09083(8) 0.0370(5) Uani 1 1 d . . . . .
Si1 Si 0.48445(8) 0.61946(10) 0.15250(4) 0.02586(19) Uani 1 1 d . . . . .
Si2 Si 0.89685(9) 0.51272(9) 0.45215(3) 0.02624(19) Uani 1 1 d . . . . .
H4A H 0.789(3) 0.677(3) 0.2827(14) 0.039 Uiso 1 1 d D U . . .
H2A H 1.054(3) 0.699(4) 0.3080(14) 0.039 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C6 1.388(4) . ?
C1 C2 1.427(4) . ?
C1 Si2 1.876(3) . ?
C2 C3 1.403(4) . ?
C2 B1 1.578(4) . ?
C3 C4 1.398(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(5) . ?
C4 H4 0.9500 . ?
C5 F1 1.376(3) . ?
C5 C6 1.381(4) . ?
C6 H6 0.9500 . ?
C7 Si2 1.850(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si2 1.850(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.397(4) . ?
C9 C10 1.416(4) . ?
C9 Si1 1.883(3) . ?
C10 C11 1.404(4) . ?
C10 B2 1.570(5) . ?
C11 C12 1.388(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(4) . ?
C12 H12 0.9500 . ?
C13 F2 1.367(4) . ?
C13 C14 1.381(4) . ?
C14 H14 0.9500 . ?
C15 Si1 1.861(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si1 1.849(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
B1 O2 1.360(4) . ?
B1 O1 1.372(4) . ?
B2 O4 1.361(4) . ?
B2 O3 1.381(4) . ?
O1 Si2 1.683(2) . ?
O2 H2A 0.828(13) . ?
O3 Si1 1.674(2) . ?
O4 H4A 0.834(13) . ?

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
C6 C1 C2 120.2(3) . . ?
C6 C1 Si2 133.1(3) . . ?
C2 C1 Si2 106.7(2) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 B1 129.6(3) . . ?
C1 C2 B1 110.9(3) . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 118.1(3) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 F1 117.8(3) . . ?
C4 C5 C6 124.5(3) . . ?
F1 C5 C6 117.7(3) . . ?
C5 C6 C1 117.6(3) . . ?
C5 C6 H6 121.2 . . ?
C1 C6 H6 121.2 . . ?
Si2 C7 H7A 109.5 . . ?
Si2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si2 C8 H8A 109.5 . . ?
Si2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 120.7(3) . . ?
C14 C9 Si1 132.4(2) . . ?
C10 C9 Si1 106.9(2) . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 B2 129.3(3) . . ?
C9 C10 B2 111.2(2) . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 118.3(3) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
F2 C13 C14 118.5(3) . . ?
F2 C13 C12 117.4(3) . . ?
C14 C13 C12 124.1(3) . . ?
C13 C14 C9 117.3(3) . . ?
C13 C14 H14 121.4 . . ?
C9 C14 H14 121.4 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 B1 O1 118.7(3) . . ?
O2 B1 C2 127.5(3) . . ?
O1 B1 C2 113.8(3) . . ?
O4 B2 O3 116.9(3) . . ?
O4 B2 C10 129.6(3) . . ?
O3 B2 C10 113.5(3) . . ?
B1 O1 Si2 112.76(19) . . ?
B1 O2 H2A 114(3) . . ?
B2 O3 Si1 113.1(2) . . ?
B2 O4 H4A 109(3) . . ?
O3 Si1 C16 110.61(15) . . ?
O3 Si1 C15 109.58(15) . . ?
C16 Si1 C15 111.71(17) . . ?
O3 Si1 C9 95.28(13) . . ?
C16 Si1 C9 114.14(16) . . ?
C15 Si1 C9 114.30(15) . . ?
O1 Si2 C7 110.55(15) . . ?
O1 Si2 C8 111.36(16) . . ?
C7 Si2 C8 111.83(17) . . ?
O1 Si2 C1 95.75(13) . . ?
C7 Si2 C1 113.76(15) . . ?
C8 Si2 C1 112.58(16) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O2 0.834(13) 1.946(19) 2.733(3) 157(4) .
O2 H2A O4 0.828(13) 1.911(16) 2.724(3) 167(4) 3_565
O4 H4A O2 0.834(13) 1.946(19) 2.733(3) 157(4) .
O2 H2A O4 0.828(13) 1.911(16) 2.724(3) 167(4) 3_565

_refine_diff_density_max         0.348
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4


_refine_special_details          SQUEEZE
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6-CF3
_database_code_depnum_ccdc_archive 'CCDC 2259085'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-02 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6-(trifluoromethyl)-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 B F3 O2 Si'
_chemical_formula_sum            'C9 H10 B F3 O2 Si'
_chemical_formula_weight         246.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.0599(9)
_cell_length_b                   10.9765(2)
_cell_length_c                   14.9951(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.876(11)
_cell_angle_gamma                90
_cell_volume                     2305.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    26225
_cell_measurement_theta_max      33.2950
_cell_measurement_theta_min      1.8930

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.201
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79362
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_radiation_monochromator  mirror
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_reflns_number            112295
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.906
_diffrn_reflns_theta_max         34.770
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9703
_reflns_number_gt                6975
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0624P)²+1.0104P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9703
_refine_ls_number_parameters     299
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
B1 B 0.30171(10) 0.46186(15) 0.23041(10) 0.0215(3) Uani 1 1 d . . . . .
O1 O 0.26261(8) 0.50497(11) 0.30275(7) 0.0291(2) Uani 1 1 d D . . . .
O2 O 0.38606(7) 0.39513(10) 0.23531(6) 0.02182(19) Uani 1 1 d . . . . .
Si1 Si 0.41622(2) 0.34652(3) 0.13448(2) 0.01742(8) Uani 1 1 d . . . . .
F1 F 0.18745(10) 0.38063(12) -0.19061(7) 0.0542(3) Uani 1 1 d . . . . .
F2 F 0.19336(11) 0.57386(13) -0.18792(8) 0.0572(4) Uani 1 1 d . . . . .
F3 F 0.06503(8) 0.48520(15) -0.16204(8) 0.0584(4) Uani 1 1 d . . . . .
C1 C 0.25567(9) 0.47673(12) 0.13183(9) 0.0196(2) Uani 1 1 d . . . . .
C2 C 0.30876(9) 0.41485(12) 0.07003(8) 0.0179(2) Uani 1 1 d . . . . .
C3 C 0.27673(9) 0.41461(12) -0.02063(9) 0.0196(2) Uani 1 1 d . . . . .
H3 H 0.3121 0.3736 -0.0628 0.024 Uiso 1 1 calc R U . . .
C4 C 0.19229(10) 0.47518(12) -0.04878(9) 0.0212(2) Uani 1 1 d . . . . .
C5 C 0.13979(10) 0.53725(13) 0.01190(9) 0.0230(3) Uani 1 1 d . . . . .
H5 H 0.0828 0.5788 -0.0085 0.028 Uiso 1 1 calc R U . . .
C6 C 0.17149(10) 0.53780(13) 0.10210(9) 0.0225(2) Uani 1 1 d . . . . .
H6 H 0.1360 0.5797 0.1437 0.027 Uiso 1 1 calc R U . . .
C13 C 0.15916(11) 0.47725(15) -0.14621(10) 0.0285(3) Uani 1 1 d . . . . .
C15 C 0.53145(9) 0.41599(13) 0.11170(10) 0.0221(2) Uani 1 1 d . . . . .
H15A H 0.5252 0.5049 0.1110 0.033 Uiso 1 1 calc R U . . .
H15B H 0.5496 0.3879 0.0534 0.033 Uiso 1 1 calc R U . . .
H15C H 0.5807 0.3919 0.1586 0.033 Uiso 1 1 calc R U . . .
C16 C 0.42276(10) 0.17851(13) 0.13327(10) 0.0256(3) Uani 1 1 d . . . . .
H16A H 0.4750 0.1513 0.1761 0.038 Uiso 1 1 calc R U . . .
H16B H 0.4345 0.1506 0.0731 0.038 Uiso 1 1 calc R U . . .
H16C H 0.3623 0.1445 0.1500 0.038 Uiso 1 1 calc R U . . .
C7 C 0.47166(9) 0.33049(12) 0.56957(9) 0.0198(2) Uani 1 1 d . . . . .
C8 C 0.40471(9) 0.36171(12) 0.63091(8) 0.0188(2) Uani 1 1 d . . . . .
C9 C 0.42247(9) 0.33015(12) 0.72114(9) 0.0198(2) Uani 1 1 d . . . . .
H9 H 0.3777 0.3501 0.7629 0.024 Uiso 1 1 calc R U . . .
C10 C 0.50630(10) 0.26927(12) 0.74901(9) 0.0207(2) Uani 1 1 d . . . . .
C11 C 0.57375(10) 0.24094(14) 0.68913(10) 0.0253(3) Uani 1 1 d . . . . .
H11 H 0.6314 0.2011 0.7098 0.030 Uiso 1 1 calc R U . . .
C12 C 0.55642(10) 0.27109(13) 0.59944(9) 0.0241(3) Uani 1 1 d . . . . .
H12 H 0.6020 0.2515 0.5584 0.029 Uiso 1 1 calc R U . . .
C14 C 0.52768(11) 0.23168(13) 0.84440(9) 0.0248(3) Uani 1 1 d . . . . .
C17 C 0.27942(11) 0.59790(15) 0.59134(11) 0.0291(3) Uani 1 1 d . . . . .
H17A H 0.2362 0.6332 0.5435 0.044 Uiso 1 1 calc R U . . .
H17B H 0.3403 0.6419 0.5954 0.044 Uiso 1 1 calc R U . . .
H17C H 0.2506 0.6046 0.6484 0.044 Uiso 1 1 calc R U . . .
C18 C 0.18994(11) 0.34524(17) 0.56707(10) 0.0311(3) Uani 1 1 d . . . . .
H18A H 0.2013 0.2630 0.5448 0.047 Uiso 1 1 calc R U . . .
H18B H 0.1391 0.3843 0.5284 0.047 Uiso 1 1 calc R U . . .
H18C H 0.1707 0.3403 0.6283 0.047 Uiso 1 1 calc R U . . .
B2 B 0.43404(11) 0.36482(14) 0.47101(10) 0.0209(3) Uani 1 1 d . . . . .
O3 O 0.48067(7) 0.33734(11) 0.39901(7) 0.0265(2) Uani 1 1 d D . . . .
O4 O 0.34621(7) 0.42363(10) 0.46606(6) 0.02253(19) Uani 1 1 d . . . . .
F4 F 0.60002(8) 0.29558(12) 0.88514(7) 0.0455(3) Uani 1 1 d . . . . .
F5 F 0.45427(8) 0.24970(11) 0.89495(6) 0.0404(3) Uani 1 1 d . . . . .
F6 F 0.55137(10) 0.11476(9) 0.85299(7) 0.0482(3) Uani 1 1 d . . . . .
Si2 Si 0.30043(3) 0.43582(4) 0.56650(2) 0.02002(8) Uani 1 1 d . . . . .
H1A H 0.2920(13) 0.4871(18) 0.3520(8) 0.030 Uiso 1 1 d D U . . .
H3A H 0.4506(12) 0.3568(18) 0.3505(8) 0.030 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
B1 O1 1.3432(18) . ?
B1 O2 1.3906(18) . ?
B1 C1 1.571(2) . ?
O1 H1A 0.838(9) . ?
O2 Si1 1.6910(10) . ?
Si1 C16 1.8465(15) . ?
Si1 C15 1.8485(13) . ?
Si1 C2 1.8791(13) . ?
F1 C13 1.3309(19) . ?
F2 C13 1.341(2) . ?
F3 C13 1.3275(19) . ?
C1 C6 1.3997(18) . ?
C1 C2 1.4124(17) . ?
C2 C3 1.3952(18) . ?
C3 C4 1.3944(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3968(19) . ?
C4 C13 1.495(2) . ?
C5 C6 1.388(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C7 C12 1.3982(19) . ?
C7 C8 1.4130(18) . ?
C7 B2 1.573(2) . ?
C8 C9 1.3984(18) . ?
C8 Si2 1.8716(14) . ?
C9 C10 1.3881(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.3954(19) . ?
C10 C14 1.4945(19) . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C14 F6 1.3294(17) . ?
C14 F4 1.3394(18) . ?
C14 F5 1.3461(17) . ?
C17 Si2 1.8466(16) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 Si2 1.8450(15) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
B2 O3 1.3442(18) . ?
B2 O4 1.3898(18) . ?
O3 H3A 0.838(9) . ?
O4 Si2 1.6927(10) . ?

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 B1 O2 123.28(13) . . ?
O1 B1 C1 123.99(12) . . ?
O2 B1 C1 112.69(11) . . ?
B1 O1 H1A 115.1(14) . . ?
B1 O2 Si1 113.36(9) . . ?
O2 Si1 C16 109.90(6) . . ?
O2 Si1 C15 108.99(6) . . ?
C16 Si1 C15 111.41(6) . . ?
O2 Si1 C2 94.71(5) . . ?
C16 Si1 C2 115.60(6) . . ?
C15 Si1 C2 114.79(6) . . ?
C6 C1 C2 120.07(12) . . ?
C6 C1 B1 128.25(12) . . ?
C2 C1 B1 111.65(11) . . ?
C3 C2 C1 119.69(11) . . ?
C3 C2 Si1 132.78(10) . . ?
C1 C2 Si1 107.53(9) . . ?
C4 C3 C2 119.35(12) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.25(12) . . ?
C3 C4 C13 119.31(12) . . ?
C5 C4 C13 119.41(12) . . ?
C6 C5 C4 119.56(12) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 120.07(12) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
F3 C13 F1 107.38(14) . . ?
F3 C13 F2 104.84(14) . . ?
F1 C13 F2 105.23(14) . . ?
F3 C13 C4 113.49(13) . . ?
F1 C13 C4 113.27(12) . . ?
F2 C13 C4 111.93(13) . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C7 C8 120.09(12) . . ?
C12 C7 B2 128.47(12) . . ?
C8 C7 B2 111.35(11) . . ?
C9 C8 C7 119.71(12) . . ?
C9 C8 Si2 132.42(10) . . ?
C7 C8 Si2 107.79(9) . . ?
C10 C9 C8 119.20(12) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 121.31(12) . . ?
C9 C10 C14 121.18(12) . . ?
C11 C10 C14 117.52(12) . . ?
C12 C11 C10 119.87(13) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C7 119.79(13) . . ?
C11 C12 H12 120.1 . . ?
C7 C12 H12 120.1 . . ?
F6 C14 F4 106.68(13) . . ?
F6 C14 F5 106.57(13) . . ?
F4 C14 F5 104.78(12) . . ?
F6 C14 C10 112.80(12) . . ?
F4 C14 C10 112.02(12) . . ?
F5 C14 C10 113.39(12) . . ?
Si2 C17 H17A 109.5 . . ?
Si2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si2 C18 H18A 109.5 . . ?
Si2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 B2 O4 123.58(13) . . ?
O3 B2 C7 123.57(12) . . ?
O4 B2 C7 112.82(12) . . ?
B2 O3 H3A 113.3(13) . . ?
B2 O4 Si2 113.11(9) . . ?
O4 Si2 C18 110.22(6) . . ?
O4 Si2 C17 109.57(6) . . ?
C18 Si2 C17 111.65(8) . . ?
O4 Si2 C8 94.84(5) . . ?
C18 Si2 C8 112.73(7) . . ?
C17 Si2 C8 116.51(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 B1 O2 Si1 177.25(12) . . . . ?
C1 B1 O2 Si1 -0.58(15) . . . . ?
B1 O2 Si1 C16 -120.14(11) . . . . ?
B1 O2 Si1 C15 117.51(10) . . . . ?
B1 O2 Si1 C2 -0.74(11) . . . . ?
O1 B1 C1 C6 2.2(2) . . . . ?
O2 B1 C1 C6 -179.97(13) . . . . ?
O1 B1 C1 C2 -175.67(14) . . . . ?
O2 B1 C1 C2 2.14(17) . . . . ?
C6 C1 C2 C3 -0.20(19) . . . . ?
B1 C1 C2 C3 177.88(12) . . . . ?
C6 C1 C2 Si1 179.43(10) . . . . ?
B1 C1 C2 Si1 -2.49(13) . . . . ?
O2 Si1 C2 C3 -178.48(13) . . . . ?
C16 Si1 C2 C3 -63.76(15) . . . . ?
C15 Si1 C2 C3 68.09(14) . . . . ?
O2 Si1 C2 C1 1.96(10) . . . . ?
C16 Si1 C2 C1 116.68(10) . . . . ?
C15 Si1 C2 C1 -111.48(10) . . . . ?
C1 C2 C3 C4 -0.31(19) . . . . ?
Si1 C2 C3 C4 -179.83(10) . . . . ?
C2 C3 C4 C5 0.8(2) . . . . ?
C2 C3 C4 C13 178.63(13) . . . . ?
C3 C4 C5 C6 -0.7(2) . . . . ?
C13 C4 C5 C6 -178.56(14) . . . . ?
C4 C5 C6 C1 0.2(2) . . . . ?
C2 C1 C6 C5 0.3(2) . . . . ?
B1 C1 C6 C5 -177.46(14) . . . . ?
C3 C4 C13 F3 151.16(15) . . . . ?
C5 C4 C13 F3 -30.9(2) . . . . ?
C3 C4 C13 F1 28.4(2) . . . . ?
C5 C4 C13 F1 -153.71(14) . . . . ?
C3 C4 C13 F2 -90.40(17) . . . . ?
C5 C4 C13 F2 87.51(17) . . . . ?
C12 C7 C8 C9 -1.6(2) . . . . ?
B2 C7 C8 C9 175.39(12) . . . . ?
C12 C7 C8 Si2 -178.72(11) . . . . ?
B2 C7 C8 Si2 -1.69(13) . . . . ?
C7 C8 C9 C10 0.49(19) . . . . ?
Si2 C8 C9 C10 176.73(10) . . . . ?
C8 C9 C10 C11 1.1(2) . . . . ?
C8 C9 C10 C14 -178.91(13) . . . . ?
C9 C10 C11 C12 -1.6(2) . . . . ?
C14 C10 C11 C12 178.43(13) . . . . ?
C10 C11 C12 C7 0.4(2) . . . . ?
C8 C7 C12 C11 1.2(2) . . . . ?
B2 C7 C12 C11 -175.29(14) . . . . ?
C9 C10 C14 F6 128.66(15) . . . . ?
C11 C10 C14 F6 -51.37(19) . . . . ?
C9 C10 C14 F4 -110.95(15) . . . . ?
C11 C10 C14 F4 69.02(17) . . . . ?
C9 C10 C14 F5 7.40(19) . . . . ?
C11 C10 C14 F5 -172.63(13) . . . . ?
C12 C7 B2 O3 1.5(2) . . . . ?
C8 C7 B2 O3 -175.21(13) . . . . ?
C12 C7 B2 O4 179.87(13) . . . . ?
C8 C7 B2 O4 3.15(17) . . . . ?
O3 B2 O4 Si2 175.24(12) . . . . ?
C7 B2 O4 Si2 -3.11(15) . . . . ?
B2 O4 Si2 C18 -114.54(11) . . . . ?
B2 O4 Si2 C17 122.21(10) . . . . ?
B2 O4 Si2 C8 1.84(10) . . . . ?
C9 C8 Si2 O4 -176.51(13) . . . . ?
C7 C8 Si2 O4 0.05(10) . . . . ?
C9 C8 Si2 C18 -62.22(15) . . . . ?
C7 C8 Si2 C18 114.35(10) . . . . ?
C9 C8 Si2 C17 68.78(15) . . . . ?
C7 C8 Si2 C17 -114.65(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O4 0.838(9) 1.942(10) 2.7725(15) 171(2) .
O3 H3A O2 0.838(9) 1.927(9) 2.7645(14) 177(2) .

_refine_diff_density_max         0.692
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-BOH2
_database_code_depnum_ccdc_archive 'CCDC 2259090'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 1,1-dimethyl-7-(dihydroxyborono)-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H12 B2 O4 Si, C3 H6 O'
_chemical_formula_sum            'C11 H18 B2 O5 Si'
_chemical_formula_weight         279.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   7.0678(2)
_cell_length_b                   16.2162(3)
_cell_length_c                   12.8481(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.580(2)
_cell_angle_gamma                90
_cell_volume                     1459.69(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14565
_cell_measurement_theta_min      2.8930
_cell_measurement_theta_max      36.9160

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    0.171
_exptl_crystal_size_max          0.2637
_exptl_crystal_size_mid          0.1670
_exptl_crystal_size_min          0.1650
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
6 4 -15 0.0787 6.0273 3.9871 -14.9958 0.0331 -0.0272 0.9818
-6 -4 15 0.0869 -6.0273 -3.9871 14.9958 -0.0331 0.0272 -0.9818
-2 22 2 0.1410 -2.0081 22.0123 1.9842 -0.7555 0.6351 0.0258
2 -22 -2 0.1165 2.0081 -22.0123 -1.9842 0.7555 -0.6351 -0.0258
5 4 -17 0.0749 5.0294 3.9831 -17.0023 0.1269 0.0980 1.0166
-6 -5 16 0.0853 -6.0286 -4.9862 15.9975 -0.0250 -0.0200 -1.0341
8 4 10 0.0688 7.9915 4.0254 10.0424 -0.7281 -0.7663 0.0165
3 15 -13 0.0869 3.0199 14.9925 -13.0106 -0.2937 0.4244 0.8509
-5 -9 15 0.0887 -5.0256 -8.9886 15.0022 0.1049 -0.1706 -0.9795
-3 22 0 0.1412 -3.0060 22.0083 -0.0223 -0.6617 0.7603 0.0606
-7 4 -12 0.0752 -6.9888 3.9770 -12.0445 0.4602 0.9250 0.1965
10 -2 -2 0.0909 10.0122 -1.9929 -1.9612 -0.2661 -0.7873 0.5716
0 7 -17 0.0715 0.0245 6.9791 -17.0238 0.2164 0.5626 0.7927
3 19 7 0.1148 2.9893 19.0235 7.0117 -0.9816 0.0542 0.0364
-5 -19 -2 0.1115 -4.9985 -19.0185 -2.0138 0.9234 -0.0133 -0.3508
-7 -13 10 0.0836 -7.0193 -13.0002 9.9899 0.4614 0.0076 -0.9059
2 -10 -16 0.1055 2.0273 -10.0262 -16.0067 0.7129 -0.0232 0.6871
8 -12 -3 0.0939 8.0134 -12.0018 -2.9659 0.1937 -0.8451 0.4167
-5 -4 -15 0.0767 -4.9813 -4.0293 -15.0364 0.7472 0.6469 0.3484
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            43562
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.512
_diffrn_reflns_theta_max         37.388
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7396
_reflns_number_gt                5485
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+0.3913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7396
_refine_ls_number_parameters     185
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1240
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.30639(13) 0.49250(5) 0.58399(7) 0.01406(15) Uani 1 1 d . . . . .
C2 C 0.38655(13) 0.42506(6) 0.64465(7) 0.01413(15) Uani 1 1 d . . . . .
C3 C 0.39508(13) 0.34616(6) 0.60001(7) 0.01471(15) Uani 1 1 d . . . . .
C4 C 0.32115(14) 0.33665(6) 0.49375(7) 0.01682(16) Uani 1 1 d . . . . .
H4 H 0.3264 0.2840 0.4618 0.020 Uiso 1 1 calc R U . . .
C5 C 0.24018(15) 0.40267(6) 0.43400(7) 0.01756(16) Uani 1 1 d . . . . .
H5 H 0.1900 0.3944 0.3625 0.021 Uiso 1 1 calc R U . . .
C6 C 0.23252(14) 0.48046(6) 0.47860(7) 0.01594(16) Uani 1 1 d . . . . .
H6 H 0.1774 0.5253 0.4377 0.019 Uiso 1 1 calc R U . . .
C7 C 0.33414(17) 0.43226(7) 0.88722(8) 0.0238(2) Uani 1 1 d . . . . .
H7A H 0.1977 0.4307 0.8607 0.036 Uiso 1 1 calc R U . . .
H7B H 0.3564 0.4718 0.9453 0.036 Uiso 1 1 calc R U . . .
H7C H 0.3762 0.3773 0.9122 0.036 Uiso 1 1 calc R U . . .
C8 C 0.73298(16) 0.46608(7) 0.82102(9) 0.02277(19) Uani 1 1 d . . . . .
H8A H 0.7985 0.4763 0.7596 0.034 Uiso 1 1 calc R U . . .
H8B H 0.7740 0.4128 0.8523 0.034 Uiso 1 1 calc R U . . .
H8C H 0.7647 0.5100 0.8728 0.034 Uiso 1 1 calc R U . . .
B1 B 0.32365(16) 0.57472(6) 0.64868(8) 0.01593(17) Uani 1 1 d . . . . .
B2 B 0.48402(16) 0.27123(7) 0.66695(8) 0.01606(17) Uani 1 1 d . . . . .
O1 O 0.27237(11) 0.65265(4) 0.61797(6) 0.01811(13) Uani 1 1 d D . . . .
O2 O 0.40433(11) 0.56381(4) 0.75193(5) 0.01835(14) Uani 1 1 d . . . . .
O3 O 0.54710(12) 0.28655(5) 0.77038(6) 0.02004(14) Uani 1 1 d D . . . .
O4 O 0.48795(13) 0.19617(5) 0.62025(6) 0.02234(15) Uani 1 1 d D . . . .
Si1 Si 0.47081(4) 0.46440(2) 0.78003(2) 0.01582(7) Uani 1 1 d . . . . .
C9 C 0.0427(2) 0.81449(9) 0.44836(13) 0.0395(3) Uani 1 1 d . . . . .
H9A H 0.1022 0.8023 0.5200 0.059 Uiso 1 1 calc R U . . .
H9B H -0.0916 0.8291 0.4493 0.059 Uiso 1 1 calc R U . . .
H9C H 0.1094 0.8607 0.4202 0.059 Uiso 1 1 calc R U . . .
C10 C 0.05502(15) 0.74036(7) 0.38070(9) 0.02124(18) Uani 1 1 d . . . . .
C11 C -0.02688(18) 0.74723(10) 0.26748(10) 0.0332(3) Uani 1 1 d . . . . .
H11A H -0.0302 0.6925 0.2348 0.050 Uiso 1 1 calc R U . . .
H11B H 0.0527 0.7842 0.2313 0.050 Uiso 1 1 calc R U . . .
H11C H -0.1567 0.7694 0.2622 0.050 Uiso 1 1 calc R U . . .
O5 O 0.12973(12) 0.67649(5) 0.41503(6) 0.02236(15) Uani 1 1 d . . . . .
H1 H 0.225(2) 0.6602(11) 0.5552(8) 0.034 Uiso 1 1 d D U . . .
H3 H 0.599(2) 0.2465(8) 0.8046(12) 0.034 Uiso 1 1 d D U . . .
H4A H 0.528(2) 0.1600(9) 0.6637(11) 0.034 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C6 1.3991(13) . ?
C1 C2 1.4171(13) . ?
C1 B1 1.5673(14) . ?
C2 C3 1.4066(13) . ?
C2 Si1 1.8746(9) . ?
C3 C4 1.4044(13) . ?
C3 B2 1.5712(14) . ?
C4 C5 1.3953(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.3897(13) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 Si1 1.8580(11) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si1 1.8585(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
B1 O1 1.3588(13) . ?
B1 O2 1.3845(13) . ?
B2 O4 1.3589(13) . ?
B2 O3 1.3674(13) . ?
O1 H1 0.841(9) . ?
O2 Si1 1.7044(7) . ?
O3 H3 0.841(9) . ?
O4 H4A 0.833(9) . ?
C9 C10 1.4928(18) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 O5 1.2185(12) . ?
C10 C11 1.4970(17) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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
C6 C1 C2 119.71(8) . . ?
C6 C1 B1 128.67(8) . . ?
C2 C1 B1 111.56(8) . . ?
C3 C2 C1 120.89(8) . . ?
C3 C2 Si1 131.49(7) . . ?
C1 C2 Si1 107.62(6) . . ?
C4 C3 C2 117.75(8) . . ?
C4 C3 B2 121.19(8) . . ?
C2 C3 B2 121.05(8) . . ?
C5 C4 C3 121.58(9) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C6 C5 C4 120.33(9) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 119.73(9) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
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 . . ?
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 . . ?
O1 B1 O2 117.22(9) . . ?
O1 B1 C1 129.65(9) . . ?
O2 B1 C1 113.13(8) . . ?
O4 B2 O3 124.67(9) . . ?
O4 B2 C3 118.75(9) . . ?
O3 B2 C3 116.55(8) . . ?
B1 O1 H1 118.1(12) . . ?
B1 O2 Si1 113.02(6) . . ?
B2 O3 H3 115.5(12) . . ?
B2 O4 H4A 111.0(12) . . ?
O2 Si1 C7 105.46(5) . . ?
O2 Si1 C8 106.43(5) . . ?
C7 Si1 C8 112.98(5) . . ?
O2 Si1 C2 94.61(4) . . ?
C7 Si1 C2 117.36(5) . . ?
C8 Si1 C2 116.79(5) . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O5 C10 C9 121.97(11) . . ?
O5 C10 C11 120.56(11) . . ?
C9 C10 C11 117.46(11) . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.78(14) . . . . ?
B1 C1 C2 C3 -176.66(8) . . . . ?
C6 C1 C2 Si1 179.69(7) . . . . ?
B1 C1 C2 Si1 2.25(9) . . . . ?
C1 C2 C3 C4 -0.17(13) . . . . ?
Si1 C2 C3 C4 -178.79(7) . . . . ?
C1 C2 C3 B2 179.94(8) . . . . ?
Si1 C2 C3 B2 1.32(14) . . . . ?
C2 C3 C4 C5 -0.54(14) . . . . ?
B2 C3 C4 C5 179.35(9) . . . . ?
C3 C4 C5 C6 0.65(15) . . . . ?
C4 C5 C6 C1 -0.03(15) . . . . ?
C2 C1 C6 C5 -0.67(14) . . . . ?
B1 C1 C6 C5 176.28(9) . . . . ?
C6 C1 B1 O1 -0.29(18) . . . . ?
C2 C1 B1 O1 176.86(10) . . . . ?
C6 C1 B1 O2 179.94(9) . . . . ?
C2 C1 B1 O2 -2.91(12) . . . . ?
C4 C3 B2 O4 -0.22(14) . . . . ?
C2 C3 B2 O4 179.66(9) . . . . ?
C4 C3 B2 O3 -178.22(9) . . . . ?
C2 C3 B2 O3 1.66(14) . . . . ?
O1 B1 O2 Si1 -177.72(7) . . . . ?
C1 B1 O2 Si1 2.08(11) . . . . ?
B1 O2 Si1 C7 -120.71(8) . . . . ?
B1 O2 Si1 C8 119.02(8) . . . . ?
B1 O2 Si1 C2 -0.66(8) . . . . ?
C3 C2 Si1 O2 177.72(9) . . . . ?
C1 C2 Si1 O2 -1.04(7) . . . . ?
C3 C2 Si1 C7 -72.23(10) . . . . ?
C1 C2 Si1 C7 109.01(7) . . . . ?
C3 C2 Si1 C8 66.70(10) . . . . ?
C1 C2 Si1 C8 -112.05(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O5 0.841(9) 1.856(9) 2.6965(11) 177.7(17) .
O3 H3 O1 0.841(9) 1.973(9) 2.8138(10) 178.1(16) 2_646
O4 H4A O2 0.833(9) 1.924(9) 2.7484(10) 170.3(17) 2_646
O1 H1 O5 0.841(9) 1.856(9) 2.6965(11) 177.7(17) .
O3 H3 O1 0.841(9) 1.973(9) 2.8138(10) 178.1(16) 2_646
O4 H4A O2 0.833(9) 1.924(9) 2.7484(10) 170.3(17) 2_646
O1 H1 O5 0.841(9) 1.856(9) 2.6965(11) 177.7(17) .
O3 H3 O1 0.841(9) 1.973(9) 2.8138(10) 178.1(16) 2_646
O4 H4A O2 0.833(9) 1.924(9) 2.7484(10) 170.3(17) 2_646

_refine_diff_density_max         0.539
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.067

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-Br
_database_code_depnum_ccdc_archive 'CCDC 2259091'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
6-bromo-1,1-dimethyl-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B Br O2 Si'
_chemical_formula_sum            'C8 H10 B Br O2 Si'
_chemical_formula_weight         256.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.63710(10)
_cell_length_b                   15.63710(10)
_cell_length_c                   17.6460(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4314.78(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22113
_cell_measurement_theta_min      2.5900
_cell_measurement_theta_max      31.1620

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    3.886
_exptl_absorpt_correction_T_min  0.92894
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4391
_diffrn_reflns_number            70210
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.605
_diffrn_reflns_theta_max         32.334
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3779
_reflns_number_gt                3136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0241P)²+3.7663P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3779
_refine_ls_number_parameters     122
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0583
_refine_ls_wR_factor_gt          0.0533
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Br1 Br 0.39538(2) 0.41558(2) 0.01061(2) 0.03248(5) Uani 1 1 d . . . . .
Si2 Si 0.32832(2) 0.62574(2) -0.04938(2) 0.02047(7) Uani 1 1 d . . . . .
O1 O 0.24558(6) 0.68712(6) -0.07704(6) 0.02340(19) Uani 1 1 d . . . . .
C2 C 0.17753(8) 0.54580(8) -0.06111(7) 0.0206(2) Uani 1 1 d . . . . .
C1 C 0.26298(8) 0.52581(8) -0.04130(7) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.09650(7) 0.68208(7) -0.10511(6) 0.0296(2) Uani 1 1 d D . . . .
C5 C 0.21846(10) 0.38033(9) -0.01290(8) 0.0284(3) Uani 1 1 d . . . . .
H5 H 0.2324 0.3243 0.0037 0.034 Uiso 1 1 calc R U . . .
C6 C 0.28098(9) 0.44309(9) -0.01767(7) 0.0229(2) Uani 1 1 d . . . . .
C7 C 0.40942(9) 0.62610(11) -0.12585(9) 0.0308(3) Uani 1 1 d . . . . .
H7A H 0.3817 0.6138 -0.1744 0.046 Uiso 1 1 calc R U . . .
H7B H 0.4527 0.5823 -0.1154 0.046 Uiso 1 1 calc R U . . .
H7C H 0.4368 0.6824 -0.1282 0.046 Uiso 1 1 calc R U . . .
C4 C 0.13483(10) 0.40112(9) -0.03294(8) 0.0290(3) Uani 1 1 d . . . . .
H4 H 0.0915 0.3587 -0.0300 0.035 Uiso 1 1 calc R U . . .
C3 C 0.11390(9) 0.48316(9) -0.05717(8) 0.0249(3) Uani 1 1 d . . . . .
H3 H 0.0567 0.4965 -0.0709 0.030 Uiso 1 1 calc R U . . .
B1 B 0.17012(9) 0.64272(9) -0.08344(8) 0.0215(3) Uani 1 1 d . . . . .
C8 C 0.37182(10) 0.66396(10) 0.04206(9) 0.0313(3) Uani 1 1 d . . . . .
H8A H 0.3256 0.6675 0.0794 0.047 Uiso 1 1 calc R U . . .
H8B H 0.3973 0.7207 0.0351 0.047 Uiso 1 1 calc R U . . .
H8C H 0.4156 0.6240 0.0601 0.047 Uiso 1 1 calc R U . . .
H2 H 0.1026(14) 0.7314(7) -0.1160(12) 0.047 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Br1 C6 1.9064(13) . ?
Si2 O1 1.6833(10) . ?
Si2 C8 1.8503(15) . ?
Si2 C7 1.8516(15) . ?
Si2 C1 1.8725(13) . ?
O1 B1 1.3738(17) . ?
C2 C3 1.3980(18) . ?
C2 C1 1.4160(18) . ?
C2 B1 1.5703(19) . ?
C1 C6 1.3880(18) . ?
O2 B1 1.3602(17) . ?
O2 H2 0.800(9) . ?
C5 C6 1.388(2) . ?
C5 C4 1.393(2) . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 C3 1.3913(19) . ?
C4 H4 0.9500 . ?
C3 H3 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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 Si2 C8 110.56(6) . . ?
O1 Si2 C7 108.26(6) . . ?
C8 Si2 C7 112.50(7) . . ?
O1 Si2 C1 94.50(5) . . ?
C8 Si2 C1 113.81(7) . . ?
C7 Si2 C1 115.58(7) . . ?
B1 O1 Si2 113.33(8) . . ?
C3 C2 C1 120.31(12) . . ?
C3 C2 B1 129.50(12) . . ?
C1 C2 B1 110.17(11) . . ?
C6 C1 C2 118.12(12) . . ?
C6 C1 Si2 133.63(10) . . ?
C2 C1 Si2 108.17(9) . . ?
B1 O2 H2 113.8(16) . . ?
C6 C5 C4 118.74(13) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C1 C6 C5 122.30(13) . . ?
C1 C6 Br1 118.63(10) . . ?
C5 C6 Br1 119.05(10) . . ?
Si2 C7 H7A 109.5 . . ?
Si2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C4 C5 120.93(13) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C3 C2 119.60(13) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
O2 B1 O1 121.43(12) . . ?
O2 B1 C2 124.73(12) . . ?
O1 B1 C2 113.81(11) . . ?
Si2 C8 H8A 109.5 . . ?
Si2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 Si2 O1 B1 -118.60(10) . . . . ?
C7 Si2 O1 B1 117.74(10) . . . . ?
C1 Si2 O1 B1 -1.08(10) . . . . ?
C3 C2 C1 C6 -0.40(19) . . . . ?
B1 C2 C1 C6 178.07(11) . . . . ?
C3 C2 C1 Si2 -177.55(10) . . . . ?
B1 C2 C1 Si2 0.93(13) . . . . ?
O1 Si2 C1 C6 -176.51(13) . . . . ?
C8 Si2 C1 C6 -61.69(15) . . . . ?
C7 Si2 C1 C6 70.77(15) . . . . ?
O1 Si2 C1 C2 0.00(9) . . . . ?
C8 Si2 C1 C2 114.82(10) . . . . ?
C7 Si2 C1 C2 -112.71(10) . . . . ?
C2 C1 C6 C5 -0.1(2) . . . . ?
Si2 C1 C6 C5 176.17(11) . . . . ?
C2 C1 C6 Br1 -179.10(9) . . . . ?
Si2 C1 C6 Br1 -2.86(18) . . . . ?
C4 C5 C6 C1 0.3(2) . . . . ?
C4 C5 C6 Br1 179.37(11) . . . . ?
C6 C5 C4 C3 -0.1(2) . . . . ?
C5 C4 C3 C2 -0.3(2) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
B1 C2 C3 C4 -177.53(13) . . . . ?
Si2 O1 B1 O2 179.93(11) . . . . ?
Si2 O1 B1 C2 1.82(15) . . . . ?
C3 C2 B1 O2 -1.5(2) . . . . ?
C1 C2 B1 O2 -179.83(13) . . . . ?
C3 C2 B1 O1 176.50(13) . . . . ?
C1 C2 B1 O1 -1.79(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O2 0.800(9) 1.948(12) 2.7023(14) 157(2) 16_665

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.059

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-Cl
_database_code_depnum_ccdc_archive 'CCDC 2259094'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
1,1-dimethyl-7-chloro-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B Cl O2 Si'
_chemical_formula_sum            'C8 H10 B Cl O2 Si'
_chemical_formula_weight         212.51

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.50700(10)
_cell_length_b                   15.50700(10)
_cell_length_c                   17.3326(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4167.92(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5205
_cell_measurement_theta_min      5.0740
_cell_measurement_theta_max      76.2560

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.034
_exptl_crystal_size_mid          0.014
_exptl_crystal_size_min          0.011
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    4.064
_exptl_absorpt_correction_T_min  0.70499
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_reflns_number            8358
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         5.706
_diffrn_reflns_theta_max         76.315
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2181
_reflns_number_gt                2155
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+2.8583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2181
_refine_ls_number_parameters     123
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0868
_refine_ls_wR_factor_gt          0.0865
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_refine_special_details          
;
H2 atom from O-H group was found to be disordered 
over two positions. The refinement showed that 
the occupancy factor for the alternate hydrogen 
position is only 20%. Thus, the disorder was not 
included in the final refinement procedure. 
;

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 0.33398(2) 0.37279(2) 0.05027(2) 0.01624(12) Uani 1 1 d . . . . .
Cl1 Cl 0.39385(2) 0.58213(2) -0.00744(2) 0.02673(13) Uani 1 1 d . . . . .
O2 O 0.09995(7) 0.31656(7) 0.10655(6) 0.0255(2) Uani 1 1 d D . . . .
O1 O 0.25040(6) 0.31128(6) 0.07889(5) 0.0192(2) Uani 1 1 d . . . . .
C6 C 0.11886(9) 0.51784(9) 0.05888(8) 0.0207(3) Uani 1 1 d . . . . .
H6 H 0.0610 0.5046 0.0724 0.025 Uiso 1 1 calc R U . . .
C1 C 0.18263(8) 0.45419(8) 0.06242(7) 0.0171(3) Uani 1 1 d . . . . .
C8 C 0.37737(9) 0.33352(10) -0.04278(8) 0.0252(3) Uani 1 1 d . . . . .
H8A H 0.3303 0.3283 -0.0802 0.038 Uiso 1 1 calc R U . . .
H8B H 0.4044 0.2770 -0.0352 0.038 Uiso 1 1 calc R U . . .
H8C H 0.4204 0.3744 -0.0622 0.038 Uiso 1 1 calc R U . . .
C2 C 0.26869(8) 0.47372(8) 0.04221(7) 0.0165(3) Uani 1 1 d . . . . .
C4 C 0.22543(10) 0.62127(9) 0.01517(8) 0.0235(3) Uani 1 1 d . . . . .
H4 H 0.2401 0.6780 -0.0008 0.028 Uiso 1 1 calc R U . . .
C5 C 0.14103(9) 0.60075(9) 0.03528(8) 0.0240(3) Uani 1 1 d . . . . .
H5 H 0.0978 0.6441 0.0329 0.029 Uiso 1 1 calc R U . . .
B1 B 0.17413(9) 0.35638(9) 0.08501(8) 0.0179(3) Uani 1 1 d . . . . .
C3 C 0.28778(9) 0.55713(9) 0.01899(7) 0.0191(3) Uani 1 1 d . . . . .
C7 C 0.41641(9) 0.37271(10) 0.12746(8) 0.0252(3) Uani 1 1 d . . . . .
H7A H 0.3890 0.3861 0.1770 0.038 Uiso 1 1 calc R U . . .
H7B H 0.4603 0.4163 0.1160 0.038 Uiso 1 1 calc R U . . .
H7C H 0.4436 0.3157 0.1303 0.038 Uiso 1 1 calc R U . . .
H2 H 0.1060(14) 0.2667(7) 0.1199(12) 0.038 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.6839(9) . ?
Si1 C7 1.8504(14) . ?
Si1 C8 1.8506(14) . ?
Si1 C2 1.8692(13) . ?
Cl1 C3 1.7509(13) . ?
O2 B1 1.3580(17) . ?
O2 H2 0.812(9) . ?
O1 B1 1.3781(17) . ?
C6 C5 1.3923(19) . ?
C6 C1 1.3985(18) . ?
C6 H6 0.9500 . ?
C1 C2 1.4126(17) . ?
C1 B1 1.5720(18) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C2 C3 1.3866(18) . ?
C4 C3 1.389(2) . ?
C4 C5 1.391(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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 108.56(6) . . ?
O1 Si1 C8 110.49(6) . . ?
C7 Si1 C8 112.25(7) . . ?
O1 Si1 C2 94.56(5) . . ?
C7 Si1 C2 115.40(6) . . ?
C8 Si1 C2 114.04(6) . . ?
B1 O2 H2 114.4(16) . . ?
B1 O1 Si1 113.31(8) . . ?
C5 C6 C1 119.35(12) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C6 C1 C2 120.38(12) . . ?
C6 C1 B1 129.24(12) . . ?
C2 C1 B1 110.36(11) . . ?
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 . . ?
C3 C2 C1 118.28(12) . . ?
C3 C2 Si1 133.40(10) . . ?
C1 C2 Si1 108.28(9) . . ?
C3 C4 C5 118.64(12) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 121.13(13) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
O2 B1 O1 121.16(12) . . ?
O2 B1 C1 125.33(12) . . ?
O1 B1 C1 113.48(11) . . ?
C2 C3 C4 122.22(12) . . ?
C2 C3 Cl1 118.89(10) . . ?
C4 C3 Cl1 118.88(10) . . ?
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_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 Si1 O1 B1 118.22(10) . . . . ?
C8 Si1 O1 B1 -118.28(10) . . . . ?
C2 Si1 O1 B1 -0.51(10) . . . . ?
C5 C6 C1 C2 -0.1(2) . . . . ?
C5 C6 C1 B1 -178.40(13) . . . . ?
C6 C1 C2 C3 0.02(18) . . . . ?
B1 C1 C2 C3 178.64(11) . . . . ?
C6 C1 C2 Si1 -177.85(10) . . . . ?
B1 C1 C2 Si1 0.77(12) . . . . ?
O1 Si1 C2 C3 -177.63(13) . . . . ?
C7 Si1 C2 C3 69.33(14) . . . . ?
C8 Si1 C2 C3 -62.79(14) . . . . ?
O1 Si1 C2 C1 -0.21(9) . . . . ?
C7 Si1 C2 C1 -113.25(9) . . . . ?
C8 Si1 C2 C1 114.63(10) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C1 C6 C5 C4 0.0(2) . . . . ?
Si1 O1 B1 O2 179.23(10) . . . . ?
Si1 O1 B1 C1 1.05(14) . . . . ?
C6 C1 B1 O2 -0.8(2) . . . . ?
C2 C1 B1 O2 -179.29(12) . . . . ?
C6 C1 B1 O1 177.27(13) . . . . ?
C2 C1 B1 O1 -1.20(15) . . . . ?
C1 C2 C3 C4 0.06(19) . . . . ?
Si1 C2 C3 C4 177.28(10) . . . . ?
C1 C2 C3 Cl1 -179.21(9) . . . . ?
Si1 C2 C3 Cl1 -1.99(18) . . . . ?
C5 C4 C3 C2 -0.1(2) . . . . ?
C5 C4 C3 Cl1 179.17(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O2 0.812(9) 1.952(13) 2.7100(14) 155(2) 15
C4 H4 O1 0.95 2.48 3.3897(16) 161.5 14

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-CHO
_database_code_depnum_ccdc_archive 'CCDC 2259093'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;
_audit_creation_date             2023-04-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C9 H11 B O3 Si'
_chemical_formula_sum            'C9 H11 B O3 Si'
_chemical_formula_weight         206.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.58270(10)
_cell_length_b                   15.58270(10)
_cell_length_c                   17.2392(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4186.03(9)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    19519
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.7330
_cell_measurement_theta_min      1.7840
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       unspecified
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.177
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            84653
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.313
_diffrn_reflns_theta_min         1.762
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4391
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2664
_reflns_number_total             3666
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3666
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.039
_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)+(0.0608P)²+6.3763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1256
_refine_ls_wR_factor_ref         0.1427
_olex2_refinement_description    
;
1. Restrained distances
 O2-H1
 0.84 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
Uanis(O3B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Others
 Sof(O3B)=Sof(C9B)=Sof(H9B)=1-FVAR(1)
 Sof(O3A)=Sof(C9A)=Sof(H9A)=FVAR(1)
4.a Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
4.b Aromatic/amide H refined with riding coordinates:
 C9A(H9A), C9B(H9B), C6(H6), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3A O 0.57676(19) 0.5386(2) -0.00659(17) 0.0529(9) Uani 0.605(5) 1 d . . P A 1
C9A C 0.6417(5) 0.5930(5) -0.0061(6) 0.0326(13) Uani 0.605(5) 1 d . . P A 1
H9A H 0.6342 0.6510 -0.0216 0.039 Uiso 0.605(5) 1 calc R U P A 1
O3B O 0.5955(3) 0.6479(3) -0.0216(3) 0.0535(14) Uani 0.395(5) 1 d . U P A 2
C9B C 0.6214(6) 0.5780(6) -0.0059(8) 0.0196(14) Uani 0.395(5) 1 d . . P A 2
H9B H 0.5832 0.5306 -0.0073 0.024 Uiso 0.395(5) 1 calc R U P A 2
Si1 Si 0.66934(3) 0.37904(3) 0.04396(3) 0.02533(13) Uani 1 1 d . . . . .
O1 O 0.75075(7) 0.31438(7) 0.07247(7) 0.0264(2) Uani 1 1 d . . . . .
C2 C 0.73868(11) 0.47749(10) 0.03990(9) 0.0253(3) Uani 1 1 d . . . . .
O2 O 0.89876(8) 0.31328(9) 0.10537(8) 0.0354(3) Uani 1 1 d D . . . .
C1 C 0.82286(10) 0.45450(10) 0.06155(9) 0.0243(3) Uani 1 1 d . . . . .
C3 C 0.72195(12) 0.56268(11) 0.01796(10) 0.0319(4) Uani 1 1 d . . . . .
C6 C 0.88824(12) 0.51608(11) 0.06099(10) 0.0308(3) Uani 1 1 d . . . . .
H6 H 0.9450 0.5004 0.0754 0.037 Uiso 1 1 calc R U . . .
C7 C 0.58670(12) 0.37608(13) 0.12099(11) 0.0360(4) Uani 1 1 d . . . . .
H7A H 0.6119 0.3954 0.1701 0.054 Uiso 1 1 calc R U . . .
H7B H 0.5654 0.3173 0.1269 0.054 Uiso 1 1 calc R U . . .
H7C H 0.5391 0.4140 0.1068 0.054 Uiso 1 1 calc R U . . .
C4 C 0.78747(15) 0.62370(11) 0.01779(11) 0.0395(4) Uani 1 1 d . . . . .
H4 H 0.7756 0.6812 0.0030 0.047 Uiso 1 1 calc R U . . .
B1 B 0.82738(11) 0.35660(11) 0.08181(10) 0.0245(3) Uani 1 1 d . . . . .
C5 C 0.87028(15) 0.60021(12) 0.03928(11) 0.0382(4) Uani 1 1 d . . . . .
H5 H 0.9148 0.6418 0.0391 0.046 Uiso 1 1 calc R U . . .
C8 C 0.62792(12) 0.34275(14) -0.05124(11) 0.0372(4) Uani 1 1 d . . . . .
H8A H 0.6738 0.3462 -0.0900 0.056 Uiso 1 1 calc R U . . .
H8B H 0.5800 0.3795 -0.0671 0.056 Uiso 1 1 calc R U . . .
H8C H 0.6081 0.2833 -0.0470 0.056 Uiso 1 1 calc R U . . .
H1 H 0.8988(18) 0.2655(12) 0.1182(16) 0.056 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O3A C9A 1.321(6) . ?
C9A H9A 0.9500 . ?
C9A C3 1.399(9) . ?
O3B C9B 1.192(12) . ?
C9B H9B 0.9500 . ?
C9B C3 1.637(10) . ?
Si1 O1 1.6929(12) . ?
Si1 C2 1.8778(17) . ?
Si1 C7 1.8504(19) . ?
Si1 C8 1.8519(18) . ?
O1 B1 1.373(2) . ?
C2 C1 1.410(2) . ?
C2 C3 1.405(2) . ?
O2 B1 1.363(2) . ?
O2 H1 0.776(17) . ?
C1 C6 1.400(2) . ?
C1 B1 1.567(2) . ?
C3 C4 1.395(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.392(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 H4 0.9500 . ?
C4 C5 1.391(3) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
O3A C9A H9A 121.0 . . ?
O3A C9A C3 118.0(6) . . ?
C3 C9A H9A 121.0 . . ?
O3B C9B H9B 119.5 . . ?
O3B C9B C3 120.9(5) . . ?
C3 C9B H9B 119.5 . . ?
O1 Si1 C2 93.78(6) . . ?
O1 Si1 C7 107.36(8) . . ?
O1 Si1 C8 109.67(8) . . ?
C7 Si1 C2 116.59(8) . . ?
C7 Si1 C8 112.70(9) . . ?
C8 Si1 C2 114.64(9) . . ?
B1 O1 Si1 113.61(10) . . ?
C1 C2 Si1 108.53(11) . . ?
C3 C2 Si1 132.48(14) . . ?
C3 C2 C1 118.95(16) . . ?
B1 O2 H1 124(2) . . ?
C2 C1 B1 110.38(14) . . ?
C6 C1 C2 120.08(14) . . ?
C6 C1 B1 129.53(15) . . ?
C9A C3 C2 124.4(3) . . ?
C2 C3 C9B 112.5(3) . . ?
C4 C3 C9A 115.0(3) . . ?
C4 C3 C9B 126.9(3) . . ?
C4 C3 C2 120.59(17) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.08(17) . . ?
C5 C6 H6 120.0 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.92(16) . . ?
C5 C4 H4 120.0 . . ?
O1 B1 C1 113.67(13) . . ?
O2 B1 O1 120.49(15) . . ?
O2 B1 C1 125.83(15) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.39(18) . . ?
C4 C5 H5 119.8 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H1 O2 0.776(17) 1.967(18) 2.7167(17) 162(3) 12_756

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_67-dCl
_database_code_depnum_ccdc_archive 'CCDC 2259099'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6,7-dichloro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H9 B Cl2 O2 Si'
_chemical_formula_sum            'C8 H9 B Cl2 O2 Si'
_chemical_formula_weight         246.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.9170(4)
_cell_length_b                   9.3267(2)
_cell_length_c                   18.3757(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.430(5)
_cell_angle_gamma                90
_cell_volume                     2213.09(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14540
_cell_measurement_theta_min      1.9090
_cell_measurement_theta_max      31.7710
_exptl_crystal_size_max          0.353
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.229
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_F_000             1008

_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_min  0.72975
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.0026
_diffrn_reflns_number            41658
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         32.268
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7534
_reflns_number_gt                5929
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0365P)²+1.0475P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7534
_refine_ls_number_parameters     265
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0941
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.63013(11) 0.13987(17) 0.68439(8) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.59683(11) 0.21012(17) 0.62010(8) 0.0180(3) Uani 1 1 d . . . . .
C3 C 0.61202(12) 0.14580(17) 0.55276(8) 0.0190(3) Uani 1 1 d . . . . .
C4 C 0.65959(12) 0.01237(17) 0.54921(8) 0.0208(3) Uani 1 1 d . . . . .
C5 C 0.69292(12) -0.05763(17) 0.61269(9) 0.0221(3) Uani 1 1 d . . . . .
H5 H 0.7254 -0.1488 0.6099 0.027 Uiso 1 1 calc R U . . .
C6 C 0.67855(12) 0.00629(17) 0.67981(9) 0.0208(3) Uani 1 1 d . . . . .
H6 H 0.7018 -0.0410 0.7230 0.025 Uiso 1 1 calc R U . . .
C7 C 0.61184(14) 0.54372(18) 0.61905(9) 0.0259(3) Uani 1 1 d . . . . .
H7A H 0.5797 0.6307 0.6382 0.039 Uiso 1 1 calc R U . . .
H7B H 0.6125 0.5487 0.5658 0.039 Uiso 1 1 calc R U . . .
H7C H 0.6831 0.5360 0.6383 0.039 Uiso 1 1 calc R U . . .
C8 C 0.39678(12) 0.39936(19) 0.62394(9) 0.0245(3) Uani 1 1 d . . . . .
H8A H 0.3587 0.3261 0.6506 0.037 Uiso 1 1 calc R U . . .
H8B H 0.3857 0.3850 0.5715 0.037 Uiso 1 1 calc R U . . .
H8C H 0.3718 0.4947 0.6375 0.037 Uiso 1 1 calc R U . . .
C9 C 0.09997(11) 0.35699(16) 0.53155(8) 0.0173(3) Uani 1 1 d . . . . .
C10 C 0.08954(11) 0.37720(16) 0.60722(8) 0.0172(3) Uani 1 1 d . . . . .
C11 C 0.11709(11) 0.50707(16) 0.63902(8) 0.0178(3) Uani 1 1 d . . . . .
C12 C 0.15445(12) 0.61762(16) 0.59608(9) 0.0201(3) Uani 1 1 d . . . . .
C13 C 0.16531(12) 0.59783(18) 0.52141(9) 0.0216(3) Uani 1 1 d . . . . .
H13 H 0.1913 0.6735 0.4925 0.026 Uiso 1 1 calc R U . . .
C14 C 0.13836(12) 0.46811(17) 0.48918(8) 0.0201(3) Uani 1 1 d . . . . .
H14 H 0.1461 0.4550 0.4383 0.024 Uiso 1 1 calc R U . . .
C15 C -0.09178(13) 0.2264(2) 0.68743(9) 0.0270(3) Uani 1 1 d . . . . .
H15A H -0.1183 0.1308 0.6991 0.041 Uiso 1 1 calc R U . . .
H15B H -0.1392 0.2732 0.6524 0.041 Uiso 1 1 calc R U . . .
H15C H -0.0865 0.2840 0.7320 0.041 Uiso 1 1 calc R U . . .
C16 C 0.13139(14) 0.11667(18) 0.70773(9) 0.0255(3) Uani 1 1 d . . . . .
H16A H 0.1967 0.1045 0.6824 0.038 Uiso 1 1 calc R U . . .
H16B H 0.1040 0.0224 0.7209 0.038 Uiso 1 1 calc R U . . .
H16C H 0.1437 0.1736 0.7519 0.038 Uiso 1 1 calc R U . . .
B1 B 0.60309(13) 0.23072(19) 0.75375(9) 0.0192(3) Uani 1 1 d . . . . .
B2 B 0.06115(13) 0.20273(19) 0.50882(9) 0.0185(3) Uani 1 1 d . . . . .
O1 O 0.62606(9) 0.18910(13) 0.82246(6) 0.0239(2) Uani 1 1 d D . . . .
O2 O 0.55516(9) 0.35921(12) 0.73684(6) 0.0203(2) Uani 1 1 d . . . . .
O3 O 0.05974(9) 0.15062(12) 0.44011(6) 0.0209(2) Uani 1 1 d D . . . .
O4 O 0.02592(8) 0.12248(11) 0.56701(6) 0.0185(2) Uani 1 1 d . . . . .
Si1 Si 0.53682(3) 0.38477(5) 0.64711(2) 0.01816(9) Uani 1 1 d . . . . .
Si2 Si 0.03717(3) 0.20953(5) 0.64762(2) 0.01695(9) Uani 1 1 d . . . . .
Cl1 Cl 0.56966(3) 0.23315(5) 0.47418(2) 0.02510(9) Uani 1 1 d . . . . .
Cl2 Cl 0.67858(3) -0.07185(5) 0.46656(2) 0.02870(10) Uani 1 1 d . . . . .
Cl3 Cl 0.10483(3) 0.52697(4) 0.73241(2) 0.02320(9) Uani 1 1 d . . . . .
Cl4 Cl 0.18837(3) 0.78084(4) 0.63445(2) 0.02737(9) Uani 1 1 d . . . . .
H1 H 0.6064(18) 0.246(2) 0.8538(10) 0.049(7) Uiso 1 1 d D . . . .
H3 H 0.0352(19) 0.0691(15) 0.4375(14) 0.061(8) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C6 1.397(2) . ?
C1 C2 1.409(2) . ?
C1 B1 1.577(2) . ?
C2 C3 1.393(2) . ?
C2 Si1 1.8761(16) . ?
C3 C4 1.390(2) . ?
C3 Cl1 1.7347(15) . ?
C4 C5 1.395(2) . ?
C4 Cl2 1.7327(16) . ?
C5 C6 1.387(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 Si1 1.8514(17) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si1 1.8529(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.395(2) . ?
C9 C10 1.413(2) . ?
C9 B2 1.577(2) . ?
C10 C11 1.387(2) . ?
C10 Si2 1.8653(16) . ?
C11 C12 1.392(2) . ?
C11 Cl3 1.7373(15) . ?
C12 C13 1.395(2) . ?
C12 Cl4 1.7294(16) . ?
C13 C14 1.388(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 Si2 1.8426(17) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si2 1.8396(17) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
B1 O1 1.347(2) . ?
B1 O2 1.381(2) . ?
B2 O3 1.3526(19) . ?
B2 O4 1.391(2) . ?
O1 H1 0.827(9) . ?
O2 Si1 1.6769(11) . ?
O3 H3 0.825(10) . ?
O4 Si2 1.6922(11) . ?

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
C6 C1 C2 119.47(14) . . ?
C6 C1 B1 129.51(14) . . ?
C2 C1 B1 111.02(13) . . ?
C3 C2 C1 119.84(14) . . ?
C3 C2 Si1 132.60(12) . . ?
C1 C2 Si1 107.55(11) . . ?
C4 C3 C2 119.96(14) . . ?
C4 C3 Cl1 120.79(12) . . ?
C2 C3 Cl1 119.25(12) . . ?
C3 C4 C5 120.46(14) . . ?
C3 C4 Cl2 121.29(12) . . ?
C5 C4 Cl2 118.24(12) . . ?
C6 C5 C4 119.81(15) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 120.46(14) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
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 . . ?
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 . . ?
C14 C9 C10 119.61(14) . . ?
C14 C9 B2 130.20(14) . . ?
C10 C9 B2 110.17(13) . . ?
C11 C10 C9 120.07(14) . . ?
C11 C10 Si2 131.01(12) . . ?
C9 C10 Si2 108.92(11) . . ?
C10 C11 C12 119.80(14) . . ?
C10 C11 Cl3 118.72(12) . . ?
C12 C11 Cl3 121.49(12) . . ?
C11 C12 C13 120.29(14) . . ?
C11 C12 Cl4 120.58(12) . . ?
C13 C12 Cl4 119.13(12) . . ?
C14 C13 C12 120.33(15) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C9 119.90(14) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 B1 O2 123.24(15) . . ?
O1 B1 C1 123.69(15) . . ?
O2 B1 C1 113.05(13) . . ?
O3 B2 O4 121.82(14) . . ?
O3 B2 C9 124.88(14) . . ?
O4 B2 C9 113.30(13) . . ?
B1 O1 H1 113.8(18) . . ?
B1 O2 Si1 113.34(10) . . ?
B2 O3 H3 112.4(19) . . ?
B2 O4 Si2 113.09(10) . . ?
O2 Si1 C7 109.00(7) . . ?
O2 Si1 C8 110.46(7) . . ?
C7 Si1 C8 113.08(8) . . ?
O2 Si1 C2 95.02(6) . . ?
C7 Si1 C2 113.51(7) . . ?
C8 Si1 C2 114.23(7) . . ?
O4 Si2 C16 109.92(7) . . ?
O4 Si2 C15 109.25(7) . . ?
C16 Si2 C15 113.13(8) . . ?
O4 Si2 C10 94.47(6) . . ?
C16 Si2 C10 113.11(7) . . ?
C15 Si2 C10 115.28(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(2) . . . . ?
B1 C1 C2 C3 -178.90(14) . . . . ?
C6 C1 C2 Si1 -179.70(12) . . . . ?
B1 C1 C2 Si1 1.15(15) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
Si1 C2 C3 C4 -179.81(12) . . . . ?
C1 C2 C3 Cl1 179.51(11) . . . . ?
Si1 C2 C3 Cl1 -0.6(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
Cl1 C3 C4 C5 -179.62(12) . . . . ?
C2 C3 C4 Cl2 179.31(12) . . . . ?
Cl1 C3 C4 Cl2 0.06(19) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
Cl2 C4 C5 C6 -179.70(12) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C2 C1 C6 C5 -0.6(2) . . . . ?
B1 C1 C6 C5 178.33(15) . . . . ?
C14 C9 C10 C11 0.2(2) . . . . ?
B2 C9 C10 C11 -178.62(13) . . . . ?
C14 C9 C10 Si2 -179.75(11) . . . . ?
B2 C9 C10 Si2 1.44(15) . . . . ?
C9 C10 C11 C12 0.4(2) . . . . ?
Si2 C10 C11 C12 -179.70(12) . . . . ?
C9 C10 C11 Cl3 -179.13(11) . . . . ?
Si2 C10 C11 Cl3 0.8(2) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
Cl3 C11 C12 C13 178.82(12) . . . . ?
C10 C11 C12 Cl4 179.52(11) . . . . ?
Cl3 C11 C12 Cl4 -0.98(19) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
Cl4 C12 C13 C14 -179.79(12) . . . . ?
C12 C13 C14 C9 0.2(2) . . . . ?
C10 C9 C14 C13 -0.5(2) . . . . ?
B2 C9 C14 C13 178.08(15) . . . . ?
C6 C1 B1 O1 1.0(3) . . . . ?
C2 C1 B1 O1 -179.99(15) . . . . ?
C6 C1 B1 O2 179.72(15) . . . . ?
C2 C1 B1 O2 -1.24(19) . . . . ?
C14 C9 B2 O3 0.5(3) . . . . ?
C10 C9 B2 O3 179.19(15) . . . . ?
C14 C9 B2 O4 -178.61(15) . . . . ?
C10 C9 B2 O4 0.04(19) . . . . ?
O1 B1 O2 Si1 179.41(13) . . . . ?
C1 B1 O2 Si1 0.66(16) . . . . ?
O3 B2 O4 Si2 179.13(12) . . . . ?
C9 B2 O4 Si2 -1.69(16) . . . . ?
B1 O2 Si1 C7 -116.97(12) . . . . ?
B1 O2 Si1 C8 118.21(12) . . . . ?
B1 O2 Si1 C2 0.02(12) . . . . ?
C3 C2 Si1 O2 179.32(15) . . . . ?
C1 C2 Si1 O2 -0.74(11) . . . . ?
C3 C2 Si1 C7 -67.43(17) . . . . ?
C1 C2 Si1 C7 112.50(11) . . . . ?
C3 C2 Si1 C8 64.22(17) . . . . ?
C1 C2 Si1 C8 -115.84(11) . . . . ?
B2 O4 Si2 C16 -114.38(12) . . . . ?
B2 O4 Si2 C15 120.92(12) . . . . ?
B2 O4 Si2 C10 2.18(11) . . . . ?
C11 C10 Si2 O4 177.96(15) . . . . ?
C9 C10 Si2 O4 -2.11(11) . . . . ?
C11 C10 Si2 C16 -68.15(16) . . . . ?
C9 C10 Si2 C16 111.78(11) . . . . ?
C11 C10 Si2 C15 64.22(17) . . . . ?
C9 C10 Si2 C15 -115.85(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O4 0.825(10) 1.954(10) 2.7789(15) 178(3) 3_556
O1 H1 O3 0.827(9) 1.964(11) 2.7811(16) 169(2) 4_666

_refine_diff_density_max         0.520
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.076

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_56-dF-I
_database_code_depnum_ccdc_archive 'CCDC 2259097'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-5,6-difluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H9 B F2 O2 Si'
_chemical_formula_sum            'C8 H9 B F2 O2 Si'
_chemical_formula_weight         214.05

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0164(3)
_cell_length_b                   12.3417(6)
_cell_length_c                   18.5513(10)
_cell_angle_alpha                93.405(4)
_cell_angle_beta                 93.926(4)
_cell_angle_gamma                105.818(4)
_cell_volume                     1536.87(13)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2842
_cell_measurement_theta_min      4.2620
_cell_measurement_theta_max      54.5920

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.085
_exptl_absorpt_correction_T_min  0.80425
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4391
_diffrn_reflns_number            6027
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.395
_diffrn_reflns_theta_max         54.650
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.831
_diffrn_measured_fraction_theta_full 0.571
_diffrn_reflns_Laue_measured_fraction_max 0.831
_diffrn_reflns_Laue_measured_fraction_full 0.571
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_point_group_measured_fraction_full 0.571
_reflns_number_total             3176
_reflns_number_gt                2806
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0914P)²+0.5237P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3176
_refine_ls_number_parameters     395
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

# start Validation Reply Form
_vrf_THETM01_56-dF-I             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The quality of the crystal was low and therefore 
diffraction was limited to low 2theta angle.
Our further crystallization attempts resulted in
the formation of another crystalk phase.
;
_vrf_PLAT911_56-dF-I             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.529        647 Report
RESPONSE: The strategy for data collection was not properly 
optimised and therefore some reflections are missing
;
# end Validation Reply Form

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
C1 C -0.0010(4) 0.1743(2) 0.63109(15) 0.0184(6) Uani 1 1 d . . . . .
C2 C 0.0256(4) 0.1834(2) 0.70729(15) 0.0191(7) Uani 1 1 d . . . . .
C3 C -0.0122(4) 0.0850(2) 0.74458(16) 0.0203(7) Uani 1 1 d . . . . .
H3 H 0.0047 0.0896 0.7960 0.024 Uiso 1 1 calc R U . . .
C4 C -0.0740(4) -0.0181(2) 0.70515(16) 0.0209(7) Uani 1 1 d . . . . .
C5 C -0.0989(4) -0.0264(2) 0.63022(17) 0.0230(7) Uani 1 1 d . . . . .
C6 C -0.0629(4) 0.0693(3) 0.59251(16) 0.0218(7) Uani 1 1 d . . . . .
H6 H -0.0803 0.0633 0.5411 0.026 Uiso 1 1 calc R U . . .
C7 C -0.1533(4) 0.3584(3) 0.55756(17) 0.0254(7) Uani 1 1 d . . . . .
H7A H -0.2577 0.3500 0.5910 0.038 Uiso 1 1 calc R U . . .
H7B H -0.2044 0.3077 0.5136 0.038 Uiso 1 1 calc R U . . .
H7C H -0.1123 0.4367 0.5446 0.038 Uiso 1 1 calc R U . . .
C8 C 0.2787(4) 0.3559(3) 0.54670(16) 0.0249(7) Uani 1 1 d . . . . .
H8A H 0.3107 0.4358 0.5371 0.037 Uiso 1 1 calc R U . . .
H8B H 0.2455 0.3088 0.5007 0.037 Uiso 1 1 calc R U . . .
H8C H 0.3936 0.3411 0.5731 0.037 Uiso 1 1 calc R U . . .
B1 B 0.0988(5) 0.3103(3) 0.73931(18) 0.0197(7) Uani 1 1 d . . . . .
O1 O 0.1224(3) 0.38573(16) 0.68604(10) 0.0217(5) Uani 1 1 d . . . . .
O2 O 0.1359(3) 0.34238(17) 0.81093(11) 0.0258(5) Uani 1 1 d D . . . .
F1 F -0.1576(3) -0.12996(14) 0.59437(9) 0.0309(5) Uani 1 1 d . . . . .
F2 F -0.1124(3) -0.11461(14) 0.73933(9) 0.0296(5) Uani 1 1 d . . . . .
Si1 Si 0.06369(10) 0.32182(6) 0.60199(4) 0.0189(3) Uani 1 1 d . . . . .
H2A H 0.174(5) 0.4124(10) 0.8224(18) 0.028 Uiso 1 1 d D U . . .
C9 C 0.2709(4) 0.5390(3) 1.00391(16) 0.0198(7) Uani 1 1 d . . . . .
C10 C 0.3202(4) 0.6077(3) 1.06952(15) 0.0209(7) Uani 1 1 d . . . . .
C11 C 0.3097(5) 0.5586(3) 1.13561(17) 0.0263(7) Uani 1 1 d . . . . .
H11 H 0.3431 0.6042 1.1802 0.032 Uiso 1 1 calc R U . . .
C12 C 0.2497(5) 0.4424(3) 1.13448(16) 0.0269(7) Uani 1 1 d . . . . .
C13 C 0.2003(4) 0.3750(3) 1.07008(17) 0.0241(7) Uani 1 1 d . . . . .
C14 C 0.2099(4) 0.4211(2) 1.00415(16) 0.0201(7) Uani 1 1 d . . . . .
H14 H 0.1762 0.3742 0.9601 0.024 Uiso 1 1 calc R U . . .
C15 C 0.2174(4) 0.8386(3) 1.07505(17) 0.0278(7) Uani 1 1 d . . . . .
H15A H 0.2839 0.9198 1.0774 0.042 Uiso 1 1 calc R U . . .
H15B H 0.1741 0.8182 1.1228 0.042 Uiso 1 1 calc R U . . .
H15C H 0.1014 0.8203 1.0393 0.042 Uiso 1 1 calc R U . . .
C16 C 0.6541(4) 0.8375(3) 1.07484(16) 0.0252(7) Uani 1 1 d . . . . .
H16A H 0.7375 0.8233 1.0371 0.038 Uiso 1 1 calc R U . . .
H16B H 0.6981 0.8126 1.1207 0.038 Uiso 1 1 calc R U . . .
H16C H 0.6656 0.9185 1.0809 0.038 Uiso 1 1 calc R U . . .
B2 B 0.2959(5) 0.6123(3) 0.93686(17) 0.0185(7) Uani 1 1 d . . . . .
O3 O 0.3592(3) 0.72713(16) 0.95718(10) 0.0213(5) Uani 1 1 d . . . . .
O4 O 0.2617(3) 0.57260(16) 0.86634(11) 0.0218(5) Uani 1 1 d D . . . .
F3 F 0.1415(3) 0.26159(15) 1.07311(10) 0.0335(5) Uani 1 1 d . . . . .
F4 F 0.2377(3) 0.39108(17) 1.19715(10) 0.0414(5) Uani 1 1 d . . . . .
Si2 Si 0.39214(11) 0.75850(6) 1.04808(4) 0.0200(3) Uani 1 1 d . . . . .
H4A H 0.283(5) 0.6293(19) 0.8430(17) 0.030 Uiso 1 1 d D U . . .
C17 C 0.3669(4) 0.8779(2) 0.66616(15) 0.0200(7) Uani 1 1 d . . . . .
C18 C 0.3750(4) 0.9348(3) 0.60341(16) 0.0218(7) Uani 1 1 d . . . . .
H18 H 0.3440 0.8943 0.5570 0.026 Uiso 1 1 calc R U . . .
C19 C 0.4289(4) 1.0512(3) 0.61005(16) 0.0221(7) Uani 1 1 d . . . . .
C20 C 0.4751(4) 1.1118(2) 0.67685(16) 0.0222(7) Uani 1 1 d . . . . .
C21 C 0.4697(4) 1.0571(3) 0.73947(16) 0.0231(7) Uani 1 1 d . . . . .
H21 H 0.5029 1.0989 0.7854 0.028 Uiso 1 1 calc R U . . .
C22 C 0.4145(4) 0.9394(3) 0.73427(16) 0.0213(7) Uani 1 1 d . . . . .
C23 C 0.0336(4) 0.6499(2) 0.65681(16) 0.0246(7) Uani 1 1 d . . . . .
H23A H 0.0029 0.5740 0.6740 0.037 Uiso 1 1 calc R U . . .
H23B H 0.0077 0.6441 0.6039 0.037 Uiso 1 1 calc R U . . .
H23C H -0.0502 0.6922 0.6789 0.037 Uiso 1 1 calc R U . . .
C24 C 0.4701(4) 0.6470(3) 0.64896(17) 0.0265(7) Uani 1 1 d . . . . .
H24A H 0.6065 0.6869 0.6681 0.040 Uiso 1 1 calc R U . . .
H24B H 0.4608 0.6427 0.5959 0.040 Uiso 1 1 calc R U . . .
H24C H 0.4345 0.5704 0.6651 0.040 Uiso 1 1 calc R U . . .
B3 B 0.3946(5) 0.8597(3) 0.79808(19) 0.0222(8) Uani 1 1 d . . . . .
O5 O 0.3339(3) 0.74588(17) 0.77392(10) 0.0217(5) Uani 1 1 d . . . . .
O6 O 0.4301(4) 0.89707(18) 0.86811(11) 0.0335(6) Uani 1 1 d D . . . .
F5 F 0.4368(3) 1.10945(15) 0.54981(9) 0.0320(5) Uani 1 1 d . . . . .
F6 F 0.5276(3) 1.22593(14) 0.68016(9) 0.0298(5) Uani 1 1 d . . . . .
Si3 Si 0.29758(10) 0.72410(6) 0.68247(4) 0.0181(3) Uani 1 1 d . . . . .
H6A H 0.409(5) 0.843(2) 0.8950(16) 0.027 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C6 1.386(5) . ?
C1 C2 1.407(4) . ?
C1 Si1 1.874(3) . ?
C2 C3 1.405(4) . ?
C2 B1 1.574(5) . ?
C3 C4 1.374(5) . ?
C3 H3 0.9500 . ?
C4 F2 1.353(3) . ?
C4 C5 1.383(5) . ?
C5 F1 1.349(4) . ?
C5 C6 1.382(4) . ?
C6 H6 0.9500 . ?
C7 Si1 1.857(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si1 1.850(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
B1 O2 1.350(4) . ?
B1 O1 1.385(4) . ?
O1 Si1 1.677(2) . ?
O2 H2A 0.841(11) . ?
C9 C14 1.401(5) . ?
C9 C10 1.407(5) . ?
C9 B2 1.572(5) . ?
C10 C11 1.397(4) . ?
C10 Si2 1.866(3) . ?
C11 C12 1.378(5) . ?
C11 H11 0.9500 . ?
C12 F4 1.354(4) . ?
C12 C13 1.381(5) . ?
C13 F3 1.353(4) . ?
C13 C14 1.377(4) . ?
C14 H14 0.9500 . ?
C15 Si2 1.849(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 Si2 1.848(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
B2 O4 1.351(4) . ?
B2 O3 1.386(4) . ?
O3 Si2 1.693(2) . ?
O4 H4A 0.829(10) . ?
C17 C18 1.392(4) . ?
C17 C22 1.405(4) . ?
C17 Si3 1.875(3) . ?
C18 C19 1.377(5) . ?
C18 H18 0.9500 . ?
C19 F5 1.361(3) . ?
C19 C20 1.379(5) . ?
C20 F6 1.352(4) . ?
C20 C21 1.375(4) . ?
C21 C22 1.394(5) . ?
C21 H21 0.9500 . ?
C22 B3 1.573(5) . ?
C23 Si3 1.844(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 Si3 1.849(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
B3 O6 1.336(4) . ?
B3 O5 1.389(4) . ?
O5 Si3 1.693(2) . ?
O6 H6A 0.846(10) . ?

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
C6 C1 C2 120.6(3) . . ?
C6 C1 Si1 132.4(2) . . ?
C2 C1 Si1 106.9(2) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 B1 128.6(3) . . ?
C1 C2 B1 111.8(2) . . ?
C4 C3 C2 118.7(3) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
F2 C4 C3 120.2(3) . . ?
F2 C4 C5 118.3(3) . . ?
C3 C4 C5 121.4(3) . . ?
F1 C5 C6 120.4(3) . . ?
F1 C5 C4 118.8(3) . . ?
C6 C5 C4 120.8(3) . . ?
C5 C6 C1 118.8(3) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
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 . . ?
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 . . ?
O2 B1 O1 123.5(3) . . ?
O2 B1 C2 123.8(3) . . ?
O1 B1 C2 112.7(3) . . ?
B1 O1 Si1 113.02(18) . . ?
B1 O2 H2A 116(2) . . ?
O1 Si1 C8 111.58(12) . . ?
O1 Si1 C7 110.64(12) . . ?
C8 Si1 C7 111.29(14) . . ?
O1 Si1 C1 95.52(11) . . ?
C8 Si1 C1 114.10(13) . . ?
C7 Si1 C1 112.78(13) . . ?
C14 C9 C10 120.5(3) . . ?
C14 C9 B2 128.3(3) . . ?
C10 C9 B2 111.2(3) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 Si2 131.5(2) . . ?
C9 C10 Si2 108.4(2) . . ?
C12 C11 C10 118.3(3) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
F4 C12 C11 120.5(3) . . ?
F4 C12 C13 118.0(3) . . ?
C11 C12 C13 121.5(3) . . ?
F3 C13 C14 120.3(3) . . ?
F3 C13 C12 118.3(3) . . ?
C14 C13 C12 121.4(3) . . ?
C13 C14 C9 118.2(3) . . ?
C13 C14 H14 120.9 . . ?
C9 C14 H14 120.9 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 B2 O3 121.4(3) . . ?
O4 B2 C9 126.2(3) . . ?
O3 B2 C9 112.4(2) . . ?
B2 O3 Si2 113.71(18) . . ?
B2 O4 H4A 106(3) . . ?
O3 Si2 C16 109.70(12) . . ?
O3 Si2 C15 109.27(12) . . ?
C16 Si2 C15 112.19(14) . . ?
O3 Si2 C10 94.23(12) . . ?
C16 Si2 C10 115.40(13) . . ?
C15 Si2 C10 114.42(14) . . ?
C18 C17 C22 119.8(3) . . ?
C18 C17 Si3 132.9(2) . . ?
C22 C17 Si3 107.3(2) . . ?
C19 C18 C17 118.6(3) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
F5 C19 C18 120.1(3) . . ?
F5 C19 C20 118.2(3) . . ?
C18 C19 C20 121.7(3) . . ?
F6 C20 C21 120.2(3) . . ?
F6 C20 C19 119.2(2) . . ?
C21 C20 C19 120.6(3) . . ?
C20 C21 C22 118.8(3) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C17 120.5(3) . . ?
C21 C22 B3 127.6(3) . . ?
C17 C22 B3 112.0(3) . . ?
Si3 C23 H23A 109.5 . . ?
Si3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si3 C24 H24A 109.5 . . ?
Si3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O6 B3 O5 123.4(3) . . ?
O6 B3 C22 123.8(3) . . ?
O5 B3 C22 112.8(3) . . ?
B3 O5 Si3 112.82(18) . . ?
B3 O6 H6A 111(2) . . ?
O5 Si3 C23 108.75(12) . . ?
O5 Si3 C24 109.58(12) . . ?
C23 Si3 C24 113.39(14) . . ?
O5 Si3 C17 95.14(11) . . ?
C23 Si3 C17 113.88(13) . . ?
C24 Si3 C17 114.39(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C18 H18 F5 0.95 2.60 3.293(3) 130.5 2_676
O2 H2A O4 0.841(11) 2.008(12) 2.841(3) 171(3) .
O6 H6A O3 0.846(10) 1.863(11) 2.708(3) 178(3) .
O4 H4A O5 0.829(10) 1.960(12) 2.781(3) 170(4) .
C18 H18 F5 0.95 2.60 3.293(3) 130.5 2_676
O2 H2A O4 0.841(11) 2.008(12) 2.841(3) 171(3) .
O6 H6A O3 0.846(10) 1.863(11) 2.708(3) 178(3) .
O4 H4A O5 0.829(10) 1.960(12) 2.781(3) 170(4) .

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.075

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5-F
_database_code_depnum_ccdc_archive 'CCDC 2265516'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-02 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-5-fluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B F O2 Si'
_chemical_formula_sum            'C8 H10 B F O2 Si'
_chemical_formula_weight         196.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.5329(4)
_cell_length_b                   17.0749(4)
_cell_length_c                   13.9049(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.787(7)
_cell_angle_gamma                90
_cell_volume                     1983.20(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11198
_cell_measurement_theta_min      2.3740
_cell_measurement_theta_max      31.3140

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.151
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 2 -5 0.1147
0 -5 2 0.1183
1 5 -3 0.1006
-5 -5 7 0.2263
5 0 -8 0.1155
-4 5 5 0.1000
-2 5 1 0.0858
0 2 5 0.0698
0 -1 -5 0.0653
1 1 -6 0.0666
-1 -3 6 0.1428
-1 2 -4 0.0601
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
4.9951 2.0039 -4.9751 0.0954 0.3464 0.2408
-0.0003 -5.0009 1.9999 0.0091 0.1146 -0.2021
0.9994 5.0017 -2.9953 0.0032 -0.0381 0.2369
-4.9959 -5.0048 6.9769 -0.0521 -0.2678 -0.3763
4.9982 0.0053 -7.9839 -0.0812 0.3451 0.2275
-3.9988 4.9964 4.9886 0.0843 -0.3832 0.0094
-1.9988 4.9989 0.9932 0.0139 -0.2551 0.1146
-0.0049 1.9977 5.0134 0.2715 0.0262 -0.0223
0.0046 -0.9977 -5.0125 -0.2543 -0.0441 0.0556
1.0032 1.0031 -6.0060 -0.2078 -0.0036 0.1571
-1.0026 -3.0031 6.0041 0.1734 0.0394 -0.2237
-0.9953 2.0015 -4.0142 -0.2150 -0.1744 0.1207
_exptl_absorpt_correction_T_min  0.319
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.831
_oxdiff_exptl_absorpt_empirical_full_max 1.270
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      100.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.0013
_diffrn_reflns_number            25217
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.386
_diffrn_reflns_theta_max         31.772
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6455
_reflns_number_gt                5347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0394P)²+0.8535P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6455
_refine_ls_number_parameters     241
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.0975
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 1.14272(4) 0.17272(2) 1.11911(3) 0.01570(9) Uani 1 1 d . . . . .
Si2 Si 0.32085(4) -0.08286(2) 0.69647(3) 0.01659(9) Uani 1 1 d . . . . .
F1 F 0.51899(10) 0.33357(5) 0.97794(7) 0.02375(18) Uani 1 1 d . . . . .
F2 F -0.13618(11) 0.16014(5) 0.77787(7) 0.0297(2) Uani 1 1 d . . . . .
O1 O 1.05556(11) 0.09263(5) 1.05769(7) 0.01838(19) Uani 1 1 d . . . . .
O2 O 0.80436(11) 0.04897(6) 0.96117(8) 0.0209(2) Uani 1 1 d D . . . .
O3 O 0.45488(11) -0.04145(6) 0.78739(7) 0.0206(2) Uani 1 1 d . . . . .
O4 O 0.47630(12) 0.06403(6) 0.90472(8) 0.0261(2) Uani 1 1 d D . . . .
C2 C 0.84000(15) 0.19121(8) 1.02484(9) 0.0161(2) Uani 1 1 d . . . . .
C10 C 0.21126(15) 0.03670(8) 0.78460(9) 0.0167(2) Uani 1 1 d . . . . .
C9 C 0.15269(15) -0.01429(8) 0.70544(9) 0.0158(2) Uani 1 1 d . . . . .
C16 C 0.29115(17) -0.18658(8) 0.72653(10) 0.0221(3) Uani 1 1 d . . . . .
H16A H 0.2541 -0.1896 0.7887 0.033 Uiso 1 1 calc R U . . .
H16B H 0.3927 -0.2149 0.7329 0.033 Uiso 1 1 calc R U . . .
H16C H 0.2110 -0.2102 0.6740 0.033 Uiso 1 1 calc R U . . .
C5 C 0.77851(17) 0.34513(8) 1.07401(11) 0.0207(3) Uani 1 1 d . . . . .
H5 H 0.7550 0.3971 1.0908 0.025 Uiso 1 1 calc R U . . .
C1 C 0.96085(15) 0.23593(8) 1.08514(10) 0.0163(2) Uani 1 1 d . . . . .
C13 C -0.10042(16) 0.05442(9) 0.67627(10) 0.0214(3) Uani 1 1 d . . . . .
H13 H -0.2068 0.0611 0.6403 0.026 Uiso 1 1 calc R U . . .
C11 C 0.11400(16) 0.09588(8) 0.80955(10) 0.0194(3) Uani 1 1 d . . . . .
H11 H 0.1523 0.1305 0.8627 0.023 Uiso 1 1 calc R U . . .
C3 C 0.68921(15) 0.22399(8) 0.98752(10) 0.0172(2) Uani 1 1 d . . . . .
H3 H 0.6074 0.1949 0.9461 0.021 Uiso 1 1 calc R U . . .
C15 C 0.38883(19) -0.07585(10) 0.57855(11) 0.0276(3) Uani 1 1 d . . . . .
H15A H 0.4064 -0.0208 0.5640 0.041 Uiso 1 1 calc R U . . .
H15B H 0.3070 -0.0981 0.5258 0.041 Uiso 1 1 calc R U . . .
H15C H 0.4891 -0.1050 0.5834 0.041 Uiso 1 1 calc R U . . .
C4 C 0.66450(15) 0.30023(8) 1.01347(10) 0.0183(3) Uani 1 1 d . . . . .
B2 B 0.39187(18) 0.02017(10) 0.83138(12) 0.0197(3) Uani 1 1 d . . . . .
B1 B 0.89782(17) 0.10547(9) 1.01130(11) 0.0170(3) Uani 1 1 d . . . . .
C6 C 0.92842(16) 0.31256(8) 1.10984(10) 0.0198(3) Uani 1 1 d . . . . .
H6 H 1.0088 0.3425 1.1512 0.024 Uiso 1 1 calc R U . . .
C14 C -0.00306(16) -0.00414(8) 0.65101(10) 0.0191(3) Uani 1 1 d . . . . .
H14 H -0.0424 -0.0374 0.5966 0.023 Uiso 1 1 calc R U . . .
C7 C 1.31483(16) 0.20304(9) 1.06621(11) 0.0228(3) Uani 1 1 d . . . . .
H7A H 1.2783 0.2139 0.9960 0.034 Uiso 1 1 calc R U . . .
H7B H 1.3945 0.1609 1.0749 0.034 Uiso 1 1 calc R U . . .
H7C H 1.3630 0.2504 1.0996 0.034 Uiso 1 1 calc R U . . .
C12 C -0.03941(16) 0.10261(8) 0.75469(10) 0.0202(3) Uani 1 1 d . . . . .
C8 C 1.20351(17) 0.15154(9) 1.25144(10) 0.0232(3) Uani 1 1 d . . . . .
H8A H 1.1097 0.1352 1.2770 0.035 Uiso 1 1 calc R U . . .
H8B H 1.2499 0.1987 1.2861 0.035 Uiso 1 1 calc R U . . .
H8C H 1.2832 0.1094 1.2616 0.035 Uiso 1 1 calc R U . . .
H2 H 0.851(2) 0.0062(7) 0.9588(14) 0.035 Uiso 1 1 d D U . . .
H4 H 0.5748(12) 0.0538(11) 0.9194(14) 0.035 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.7010(10) . ?
Si1 C8 1.8427(15) . ?
Si1 C7 1.8458(14) . ?
Si1 C1 1.8700(14) . ?
Si2 O3 1.6779(10) . ?
Si2 C16 1.8490(15) . ?
Si2 C15 1.8515(15) . ?
Si2 C9 1.8757(13) . ?
F1 C4 1.3635(15) . ?
F2 C12 1.3635(15) . ?
O1 B1 1.3860(17) . ?
O2 B1 1.3510(18) . ?
O2 H2 0.835(9) . ?
O3 B2 1.3800(18) . ?
O4 B2 1.3491(18) . ?
O4 H4 0.842(9) . ?
C2 C3 1.4018(18) . ?
C2 C1 1.4129(18) . ?
C2 B1 1.569(2) . ?
C10 C11 1.3957(18) . ?
C10 C9 1.4122(18) . ?
C10 B2 1.571(2) . ?
C9 C14 1.3994(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C5 C4 1.381(2) . ?
C5 C6 1.3905(19) . ?
C5 H5 0.9500 . ?
C1 C6 1.3947(19) . ?
C13 C12 1.380(2) . ?
C13 C14 1.3901(19) . ?
C13 H13 0.9500 . ?
C11 C12 1.3787(19) . ?
C11 H11 0.9500 . ?
C3 C4 1.3786(19) . ?
C3 H3 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C6 H6 0.9500 . ?
C14 H14 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_
_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 C8 110.40(6) . . ?
O1 Si1 C7 109.10(6) . . ?
C8 Si1 C7 111.62(7) . . ?
O1 Si1 C1 94.70(5) . . ?
C8 Si1 C1 114.54(6) . . ?
C7 Si1 C1 115.10(7) . . ?
O3 Si2 C16 109.70(6) . . ?
O3 Si2 C15 110.57(7) . . ?
C16 Si2 C15 110.14(7) . . ?
O3 Si2 C9 95.73(5) . . ?
C16 Si2 C9 116.16(6) . . ?
C15 Si2 C9 113.63(6) . . ?
B1 O1 Si1 112.95(9) . . ?
B1 O2 H2 114.2(13) . . ?
B2 O3 Si2 112.83(9) . . ?
B2 O4 H4 114.8(13) . . ?
C3 C2 C1 120.49(12) . . ?
C3 C2 B1 128.00(12) . . ?
C1 C2 B1 111.49(11) . . ?
C11 C10 C9 120.42(12) . . ?
C11 C10 B2 127.59(12) . . ?
C9 C10 B2 111.90(12) . . ?
C14 C9 C10 119.40(12) . . ?
C14 C9 Si2 134.13(10) . . ?
C10 C9 Si2 106.43(9) . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C5 C6 118.56(13) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C6 C1 C2 119.71(12) . . ?
C6 C1 Si1 132.49(10) . . ?
C2 C1 Si1 107.78(9) . . ?
C12 C13 C14 118.69(12) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C12 C11 C10 117.93(13) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C4 C3 C2 117.26(12) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F1 C4 C3 118.43(12) . . ?
F1 C4 C5 117.70(12) . . ?
C3 C4 C5 123.87(13) . . ?
O4 B2 O3 124.20(13) . . ?
O4 B2 C10 122.72(13) . . ?
O3 B2 C10 113.05(12) . . ?
O2 B1 O1 122.82(13) . . ?
O2 B1 C2 124.15(12) . . ?
O1 B1 C2 113.02(11) . . ?
C5 C6 C1 120.09(13) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C13 C14 C9 120.20(13) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
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 . . ?
F2 C12 C11 118.80(13) . . ?
F2 C12 C13 117.86(12) . . ?
C11 C12 C13 123.34(13) . . ?
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_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 O4 0.95 2.51 3.3513(17) 147.4 .
O4 H4 O2 0.842(9) 1.928(10) 2.7605(14) 169.9(19) .
C3 H3 O4 0.95 2.51 3.3513(17) 147.4 .
O4 H4 O2 0.842(9) 1.928(10) 2.7605(14) 169.9(19) .

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.059

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_57-dF-6-CHO
_database_code_depnum_ccdc_archive 'CCDC 2259098'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6,7-difluoro-6-formylo-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 B F2 O3 Si'
_chemical_formula_sum            'C9 H9 B F2 O3 Si'
_chemical_formula_weight         242.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.9101(4)
_cell_length_b                   8.4399(4)
_cell_length_c                   10.1501(4)
_cell_angle_alpha                86.142(4)
_cell_angle_beta                 72.322(4)
_cell_angle_gamma                70.590(5)
_cell_volume                     531.58(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11189
_cell_measurement_theta_max      34.4962
_cell_measurement_theta_min      2.1031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.236

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_detector_area_resol_mean 16.0026
_diffrn_reflns_number            16897
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.107
_diffrn_reflns_theta_max         34.576
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4354
_reflns_number_gt                3963
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+0.1319P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4354
_refine_ls_number_parameters     152
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.41489(3) 0.15324(3) 0.81380(2) 0.01240(6) Uani 1 1 d . . . . .
F2 F 0.10845(9) 0.76245(6) 0.50003(5) 0.01819(10) Uani 1 1 d . . . . .
F1 F 0.41969(9) 0.17259(6) 0.48080(5) 0.01889(11) Uani 1 1 d . . . . .
O1 O 0.34790(10) 0.28921(7) 0.94661(6) 0.01449(11) Uani 1 1 d . . . . .
O3 O 0.21887(11) 0.57400(8) 0.26778(6) 0.01810(12) Uani 1 1 d . . . . .
O2 O 0.19602(10) 0.58828(7) 1.00424(6) 0.01699(11) Uani 1 1 d D . . . .
C4 C 0.26508(11) 0.46641(9) 0.48332(7) 0.01154(12) Uani 1 1 d . . . . .
C5 C 0.18266(12) 0.61862(9) 0.56148(7) 0.01188(12) Uani 1 1 d . . . . .
C6 C 0.17410(12) 0.62725(9) 0.69887(7) 0.01218(12) Uani 1 1 d . . . . .
H6 H 0.1171 0.7322 0.7486 0.015 Uiso 1 1 calc R U . . .
C1 C 0.25146(11) 0.47765(9) 0.76255(7) 0.01136(12) Uani 1 1 d . . . . .
C3 C 0.33916(12) 0.32078(9) 0.55345(7) 0.01205(12) Uani 1 1 d . . . . .
C2 C 0.33573(12) 0.32069(9) 0.69011(7) 0.01176(12) Uani 1 1 d . . . . .
C9 C 0.27741(12) 0.45452(10) 0.33663(7) 0.01417(13) Uani 1 1 d . . . . .
H9 H 0.3352 0.3458 0.2929 0.017 Uiso 1 1 calc R U . . .
B1 B 0.26233(13) 0.45477(10) 0.91689(8) 0.01270(14) Uani 1 1 d . . . . .
C8 C 0.70424(13) 0.03009(10) 0.76681(9) 0.01803(14) Uani 1 1 d . . . . .
H8A H 0.7858(7) 0.1044(6) 0.7594(8) 0.027 Uiso 1 1 calc R U . . .
H8B H 0.7465(5) -0.0290(9) 0.6798(9) 0.027 Uiso 1 1 calc R U . . .
H8C H 0.7306(3) -0.0491(10) 0.8368(7) 0.027 Uiso 1 1 calc R U . . .
C7 C 0.24417(15) 0.01738(11) 0.85122(9) 0.02040(15) Uani 1 1 d . . . . .
H7A H 0.2916(10) -0.0681(10) 0.9108(9) 0.031 Uiso 1 1 calc R U . . .
H7B H 0.2540(11) -0.0323(9) 0.7675(7) 0.031 Uiso 1 1 calc R U . . .
H7C H 0.0995(12) 0.0829(6) 0.8946(9) 0.031 Uiso 1 1 calc R U . . .
H2 H 0.208(2) 0.5684(18) 1.0851(10) 0.031 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.6806(6) . ?
Si1 C8 1.8471(8) . ?
Si1 C7 1.8491(9) . ?
Si1 C2 1.8807(8) . ?
F2 C5 1.3432(8) . ?
F1 C3 1.3528(8) . ?
O1 B1 1.3768(10) . ?
O3 C9 1.2143(10) . ?
O2 B1 1.3455(10) . ?
O2 H2 0.851(9) . ?
C4 C3 1.4017(10) . ?
C4 C5 1.4073(10) . ?
C4 C9 1.4736(10) . ?
C5 C6 1.3835(10) . ?
C6 C1 1.3961(10) . ?
C6 H6 0.9500 . ?
C1 C2 1.4117(10) . ?
C1 B1 1.5869(11) . ?
C3 C2 1.3801(10) . ?
C9 H9 0.9500 . ?
C8 H8A 0.959(8) . ?
C8 H8B 0.959(8) . ?
C8 H8C 0.959(8) . ?
C7 H7A 0.947(8) . ?
C7 H7B 0.947(8) . ?
C7 H7C 0.947(8) . ?

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 C8 110.45(4) . . ?
O1 Si1 C7 111.56(4) . . ?
C8 Si1 C7 112.21(4) . . ?
O1 Si1 C2 94.71(3) . . ?
C8 Si1 C2 115.15(4) . . ?
C7 Si1 C2 111.56(4) . . ?
B1 O1 Si1 113.80(5) . . ?
B1 O2 H2 116.9(10) . . ?
C3 C4 C5 115.80(6) . . ?
C3 C4 C9 120.21(6) . . ?
C5 C4 C9 123.99(7) . . ?
F2 C5 C6 118.35(6) . . ?
F2 C5 C4 118.54(6) . . ?
C6 C5 C4 123.11(7) . . ?
C5 C6 C1 118.27(6) . . ?
C5 C6 H6 120.9 . . ?
C1 C6 H6 120.9 . . ?
C6 C1 C2 121.47(6) . . ?
C6 C1 B1 127.81(6) . . ?
C2 C1 B1 110.72(6) . . ?
F1 C3 C2 118.91(7) . . ?
F1 C3 C4 117.10(6) . . ?
C2 C3 C4 123.99(6) . . ?
C3 C2 C1 117.36(7) . . ?
C3 C2 Si1 134.83(6) . . ?
C1 C2 Si1 107.79(5) . . ?
O3 C9 C4 124.57(7) . . ?
O3 C9 H9 117.7 . . ?
C4 C9 H9 117.7 . . ?
O2 B1 O1 125.93(7) . . ?
O2 B1 C1 121.13(7) . . ?
O1 B1 C1 112.92(6) . . ?
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_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 Si1 O1 B1 120.94(6) . . . . ?
C7 Si1 O1 B1 -113.54(6) . . . . ?
C2 Si1 O1 B1 1.87(6) . . . . ?
C3 C4 C5 F2 -179.74(6) . . . . ?
C9 C4 C5 F2 0.64(11) . . . . ?
C3 C4 C5 C6 0.16(11) . . . . ?
C9 C4 C5 C6 -179.45(7) . . . . ?
F2 C5 C6 C1 -179.95(6) . . . . ?
C4 C5 C6 C1 0.14(11) . . . . ?
C5 C6 C1 C2 -0.30(11) . . . . ?
C5 C6 C1 B1 179.02(7) . . . . ?
C5 C4 C3 F1 -179.87(6) . . . . ?
C9 C4 C3 F1 -0.25(10) . . . . ?
C5 C4 C3 C2 -0.34(11) . . . . ?
C9 C4 C3 C2 179.29(7) . . . . ?
F1 C3 C2 C1 179.72(6) . . . . ?
C4 C3 C2 C1 0.20(11) . . . . ?
F1 C3 C2 Si1 -1.87(12) . . . . ?
C4 C3 C2 Si1 178.61(6) . . . . ?
C6 C1 C2 C3 0.13(11) . . . . ?
B1 C1 C2 C3 -179.29(6) . . . . ?
C6 C1 C2 Si1 -178.68(6) . . . . ?
B1 C1 C2 Si1 1.89(7) . . . . ?
O1 Si1 C2 C3 179.27(8) . . . . ?
C8 Si1 C2 C3 64.06(9) . . . . ?
C7 Si1 C2 C3 -65.32(9) . . . . ?
O1 Si1 C2 C1 -2.21(6) . . . . ?
C8 Si1 C2 C1 -117.42(6) . . . . ?
C7 Si1 C2 C1 113.20(6) . . . . ?
C3 C4 C9 O3 -179.33(7) . . . . ?
C5 C4 C9 O3 0.27(12) . . . . ?
Si1 O1 B1 O2 -179.87(7) . . . . ?
Si1 O1 B1 C1 -1.05(8) . . . . ?
C6 C1 B1 O2 -1.21(12) . . . . ?
C2 C1 B1 O2 178.17(7) . . . . ?
C6 C1 B1 O1 179.91(7) . . . . ?
C2 C1 B1 O1 -0.71(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O3 0.851(9) 1.882(9) 2.7195(8) 167.9(14) 1_556

_refine_diff_density_max         0.533
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.059

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_67-dF
_database_code_depnum_ccdc_archive 'CCDC 2259100'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-6,7-difluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H9 B F2 O2 Si'
_chemical_formula_sum            'C8 H9 B F2 O2 Si'
_chemical_formula_weight         214.05

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.4016(9)
_cell_length_b                   8.5877(3)
_cell_length_c                   25.338(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.665(9)
_cell_angle_gamma                90
_cell_volume                     3118.4(4)
_cell_formula_units_Z            12
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7702
_cell_measurement_theta_min      3.3770
_cell_measurement_theta_max      76.4600

_exptl_crystal_description       unspecified
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_size_max          0.353
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.229
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    2.055
_exptl_absorpt_correction_T_min  0.75902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4391
_diffrn_reflns_number            20424
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.393
_diffrn_reflns_theta_max         76.396
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6526
_reflns_number_gt                5627
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²+1.3015P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6526
_refine_ls_number_parameters     394
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1047
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.55098(3) 0.92202(5) 0.23987(2) 0.02520(11) Uani 1 1 d . . . . .
Si3 Si -0.04309(3) 0.87406(6) 0.37409(2) 0.02983(12) Uani 1 1 d . . . . .
F2 F 0.61945(9) 0.39470(13) 0.34916(5) 0.0428(3) Uani 1 1 d . . . . .
F1 F 0.68545(7) 0.63826(13) 0.29818(5) 0.0375(3) Uani 1 1 d . . . . .
O2 O 0.28663(8) 0.88294(15) 0.24401(5) 0.0303(3) Uani 1 1 d D . . . .
O1 O 0.43603(8) 0.95912(14) 0.22756(5) 0.0275(3) Uani 1 1 d . . . . .
O5 O 0.00903(8) 0.76646(15) 0.33050(5) 0.0311(3) Uani 1 1 d . . . . .
O6 O 0.15167(9) 0.73855(15) 0.29162(6) 0.0315(3) Uani 1 1 d D . . . .
F5 F -0.00595(9) 1.21006(17) 0.43933(5) 0.0497(3) Uani 1 1 d . . . . .
F6 F 0.14820(11) 1.38541(17) 0.43683(6) 0.0579(4) Uani 1 1 d . . . . .
C6 C 0.59179(12) 0.6245(2) 0.29948(7) 0.0291(4) Uani 1 1 d . . . . .
C14 C 0.12043(11) 0.9841(2) 0.34780(7) 0.0264(3) Uani 1 1 d . . . . .
C1 C 0.53195(11) 0.7348(2) 0.27562(7) 0.0258(3) Uani 1 1 d . . . . .
C2 C 0.43465(11) 0.7137(2) 0.27783(7) 0.0255(3) Uani 1 1 d . . . . .
C15 C 0.19999(13) 1.0772(2) 0.34659(7) 0.0311(4) Uani 1 1 d . . . . .
H15 H 0.2475 1.0479 0.3251 0.037 Uiso 1 1 calc R U . . .
C19 C 0.60828(13) 0.8974(2) 0.17843(8) 0.0359(4) Uani 1 1 d . . . . .
H19A H 0.5777 0.8131 0.1572 0.054 Uiso 1 1 calc R U . . .
H19B H 0.6742 0.8716 0.1874 0.054 Uiso 1 1 calc R U . . .
H19C H 0.6034 0.9944 0.1580 0.054 Uiso 1 1 calc R U . . .
C3 C 0.40142(12) 0.5846(2) 0.30336(7) 0.0306(4) Uani 1 1 d . . . . .
H3 H 0.3362 0.5707 0.3042 0.037 Uiso 1 1 calc R U . . .
C20 C 0.60546(13) 1.0770(2) 0.28274(8) 0.0344(4) Uani 1 1 d . . . . .
H20A H 0.5761 1.0803 0.3160 0.052 Uiso 1 1 calc R U . . .
H20B H 0.5969 1.1775 0.2646 0.052 Uiso 1 1 calc R U . . .
H20C H 0.6723 1.0556 0.2904 0.052 Uiso 1 1 calc R U . . .
C18 C 0.06110(13) 1.1635(3) 0.40895(8) 0.0356(4) Uani 1 1 d . . . . .
C5 C 0.55802(13) 0.4979(2) 0.32524(8) 0.0326(4) Uani 1 1 d . . . . .
C13 C 0.04980(12) 1.0279(2) 0.37987(7) 0.0292(4) Uani 1 1 d . . . . .
B1 B 0.37865(13) 0.8517(2) 0.24893(8) 0.0258(4) Uani 1 1 d . . . . .
C4 C 0.46337(14) 0.4758(2) 0.32760(7) 0.0341(4) Uani 1 1 d . . . . .
H4 H 0.4411 0.3881 0.3454 0.041 Uiso 1 1 calc R U . . .
C24 C -0.15824(12) 0.9431(3) 0.34432(8) 0.0365(4) Uani 1 1 d . . . . .
H24A H -0.1513 0.9919 0.3100 0.055 Uiso 1 1 calc R U . . .
H24B H -0.1832 1.0193 0.3680 0.055 Uiso 1 1 calc R U . . .
H24C H -0.2012 0.8546 0.3392 0.055 Uiso 1 1 calc R U . . .
C17 C 0.13993(15) 1.2532(2) 0.40759(8) 0.0392(4) Uani 1 1 d . . . . .
B3 B 0.09530(13) 0.8228(2) 0.32059(8) 0.0269(4) Uani 1 1 d . . . . .
C23 C -0.04972(15) 0.7599(3) 0.43527(9) 0.0486(6) Uani 1 1 d . . . . .
H23A H -0.0965 0.6775 0.4287 0.073 Uiso 1 1 calc R U . . .
H23B H -0.0674 0.8284 0.4635 0.073 Uiso 1 1 calc R U . . .
H23C H 0.0113 0.7130 0.4461 0.073 Uiso 1 1 calc R U . . .
C16 C 0.20965(14) 1.2123(2) 0.37674(8) 0.0382(4) Uani 1 1 d . . . . .
H16 H 0.2636 1.2756 0.3761 0.046 Uiso 1 1 calc R U . . .
Si2 Si 0.69051(3) 0.27522(5) 0.49590(2) 0.02430(11) Uani 1 1 d . . . . .
F3 F 0.76411(8) -0.08568(14) 0.47212(5) 0.0395(3) Uani 1 1 d . . . . .
F4 F 0.65665(9) -0.30741(13) 0.42246(5) 0.0413(3) Uani 1 1 d . . . . .
O3 O 0.58845(8) 0.37308(13) 0.49054(5) 0.0252(2) Uani 1 1 d . . . . .
O4 O 0.42767(8) 0.34876(15) 0.45570(5) 0.0282(3) Uani 1 1 d D . . . .
C7 C 0.54347(11) 0.1233(2) 0.44714(6) 0.0243(3) Uani 1 1 d . . . . .
C11 C 0.52618(13) -0.1390(2) 0.41284(7) 0.0297(4) Uani 1 1 d . . . . .
H11 H 0.4890 -0.2185 0.3954 0.036 Uiso 1 1 calc R U . . .
C21 C 0.77685(12) 0.3712(2) 0.45778(8) 0.0321(4) Uani 1 1 d . . . . .
H21A H 0.7509 0.3827 0.4208 0.048 Uiso 1 1 calc R U . . .
H21B H 0.8336 0.3079 0.4594 0.048 Uiso 1 1 calc R U . . .
H21C H 0.7919 0.4742 0.4729 0.048 Uiso 1 1 calc R U . . .
C8 C 0.63850(11) 0.0942(2) 0.46428(7) 0.0251(3) Uani 1 1 d . . . . .
C9 C 0.67397(12) -0.0517(2) 0.45545(7) 0.0284(3) Uani 1 1 d . . . . .
C12 C 0.48834(12) 0.0069(2) 0.42151(7) 0.0269(3) Uani 1 1 d . . . . .
H12 H 0.4247 0.0274 0.4100 0.032 Uiso 1 1 calc R U . . .
C10 C 0.61881(13) -0.1661(2) 0.43006(7) 0.0305(4) Uani 1 1 d . . . . .
B2 B 0.51471(13) 0.2910(2) 0.46444(7) 0.0243(4) Uani 1 1 d . . . . .
C22 C 0.73444(13) 0.2566(2) 0.56665(8) 0.0348(4) Uani 1 1 d . . . . .
H22A H 0.6857 0.2111 0.5863 0.052 Uiso 1 1 calc R U . . .
H22B H 0.7513 0.3597 0.5811 0.052 Uiso 1 1 calc R U . . .
H22C H 0.7895 0.1890 0.5701 0.052 Uiso 1 1 calc R U . . .
H4A H 0.4192(18) 0.4340(18) 0.4711(9) 0.052 Uiso 1 1 d D U . . .
H2 H 0.2514(15) 0.824(3) 0.2589(9) 0.052 Uiso 1 1 d D U . . .
H6 H 0.1242(17) 0.6542(19) 0.2834(10) 0.052 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.6844(12) . ?
Si1 C20 1.8435(19) . ?
Si1 C19 1.8446(19) . ?
Si1 C1 1.8787(18) . ?
Si3 O5 1.6735(13) . ?
Si3 C23 1.845(2) . ?
Si3 C24 1.8503(18) . ?
Si3 C13 1.875(2) . ?
F2 C5 1.353(2) . ?
F1 C6 1.3576(19) . ?
O2 B1 1.346(2) . ?
O2 H2 0.834(10) . ?
O1 B1 1.384(2) . ?
O5 B3 1.379(2) . ?
O6 B3 1.356(2) . ?
O6 H6 0.841(10) . ?
F5 C18 1.353(2) . ?
F6 C17 1.354(2) . ?
C6 C1 1.380(2) . ?
C6 C5 1.381(3) . ?
C14 C15 1.400(2) . ?
C14 C13 1.414(2) . ?
C14 B3 1.573(3) . ?
C1 C2 1.419(2) . ?
C2 C3 1.392(2) . ?
C2 B1 1.573(3) . ?
C15 C16 1.389(3) . ?
C15 H15 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C18 C17 1.376(3) . ?
C18 C13 1.379(3) . ?
C5 C4 1.383(3) . ?
C4 H4 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C17 C16 1.378(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C16 H16 0.9500 . ?
Si2 O3 1.6869(12) . ?
Si2 C21 1.8428(18) . ?
Si2 C22 1.8483(19) . ?
Si2 C8 1.8708(18) . ?
F3 C9 1.357(2) . ?
F4 C10 1.352(2) . ?
O3 B2 1.387(2) . ?
O4 B2 1.346(2) . ?
O4 H4A 0.844(10) . ?
C7 C12 1.396(2) . ?
C7 C8 1.416(2) . ?
C7 B2 1.573(2) . ?
C11 C10 1.382(3) . ?
C11 C12 1.392(2) . ?
C11 H11 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C8 C9 1.380(2) . ?
C9 C10 1.382(3) . ?
C12 H12 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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 C20 109.02(8) . . ?
O1 Si1 C19 112.26(8) . . ?
C20 Si1 C19 112.34(9) . . ?
O1 Si1 C1 93.65(7) . . ?
C20 Si1 C1 114.06(9) . . ?
C19 Si1 C1 114.04(8) . . ?
O5 Si3 C23 108.96(10) . . ?
O5 Si3 C24 110.50(8) . . ?
C23 Si3 C24 113.22(10) . . ?
O5 Si3 C13 94.44(7) . . ?
C23 Si3 C13 113.86(10) . . ?
C24 Si3 C13 114.20(9) . . ?
B1 O2 H2 118.3(19) . . ?
B1 O1 Si1 114.53(11) . . ?
B3 O5 Si3 113.40(12) . . ?
B3 O6 H6 107.5(19) . . ?
F1 C6 C1 120.58(17) . . ?
F1 C6 C5 118.51(16) . . ?
C1 C6 C5 120.91(16) . . ?
C15 C14 C13 119.82(17) . . ?
C15 C14 B3 130.29(16) . . ?
C13 C14 B3 109.79(15) . . ?
C6 C1 C2 118.14(16) . . ?
C6 C1 Si1 133.19(14) . . ?
C2 C1 Si1 108.65(12) . . ?
C3 C2 C1 120.39(16) . . ?
C3 C2 B1 129.22(15) . . ?
C1 C2 B1 110.40(15) . . ?
C16 C15 C14 120.20(17) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C3 C4 120.32(17) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
Si1 C20 H20A 109.5 . . ?
Si1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
F5 C18 C17 119.05(18) . . ?
F5 C18 C13 120.03(18) . . ?
C17 C18 C13 120.92(18) . . ?
F2 C5 C6 118.83(17) . . ?
F2 C5 C4 119.61(18) . . ?
C6 C5 C4 121.55(17) . . ?
C18 C13 C14 118.56(17) . . ?
C18 C13 Si3 133.00(14) . . ?
C14 C13 Si3 108.41(13) . . ?
O2 B1 O1 116.81(16) . . ?
O2 B1 C2 130.43(16) . . ?
O1 B1 C2 112.69(14) . . ?
C5 C4 C3 118.68(18) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
Si3 C24 H24A 109.5 . . ?
Si3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F6 C17 C18 118.96(19) . . ?
F6 C17 C16 119.6(2) . . ?
C18 C17 C16 121.39(18) . . ?
O6 B3 O5 120.63(17) . . ?
O6 B3 C14 125.64(15) . . ?
O5 B3 C14 113.67(16) . . ?
Si3 C23 H23A 109.5 . . ?
Si3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C16 C15 119.11(18) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
O3 Si2 C21 111.26(8) . . ?
O3 Si2 C22 109.47(8) . . ?
C21 Si2 C22 111.29(9) . . ?
O3 Si2 C8 94.05(7) . . ?
C21 Si2 C8 114.18(8) . . ?
C22 Si2 C8 115.31(9) . . ?
B2 O3 Si2 113.91(11) . . ?
B2 O4 H4A 114.7(18) . . ?
C12 C7 C8 120.31(16) . . ?
C12 C7 B2 129.18(15) . . ?
C8 C7 B2 110.40(14) . . ?
C10 C11 C12 118.84(16) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
Si2 C21 H21A 109.5 . . ?
Si2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C8 C7 118.16(16) . . ?
C9 C8 Si2 133.23(13) . . ?
C7 C8 Si2 108.60(12) . . ?
F3 C9 C8 120.20(16) . . ?
F3 C9 C10 118.73(16) . . ?
C8 C9 C10 121.07(16) . . ?
C11 C12 C7 120.27(16) . . ?
C11 C12 H12 119.9 . . ?
C7 C12 H12 119.9 . . ?
F4 C10 C9 118.90(17) . . ?
F4 C10 C11 119.76(17) . . ?
C9 C10 C11 121.34(16) . . ?
O4 B2 O3 123.24(16) . . ?
O4 B2 C7 123.92(16) . . ?
O3 B2 C7 112.83(14) . . ?
Si2 C22 H22A 109.5 . . ?
Si2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 Si1 O1 B1 -114.11(13) . . . . ?
C19 Si1 O1 B1 120.74(13) . . . . ?
C1 Si1 O1 B1 2.89(13) . . . . ?
C23 Si3 O5 B3 -112.54(15) . . . . ?
C24 Si3 O5 B3 122.46(14) . . . . ?
C13 Si3 O5 B3 4.56(14) . . . . ?
F1 C6 C1 C2 179.47(15) . . . . ?
C5 C6 C1 C2 -0.6(3) . . . . ?
F1 C6 C1 Si1 -2.5(3) . . . . ?
C5 C6 C1 Si1 177.43(14) . . . . ?
O1 Si1 C1 C6 179.59(18) . . . . ?
C20 Si1 C1 C6 -67.7(2) . . . . ?
C19 Si1 C1 C6 63.2(2) . . . . ?
O1 Si1 C1 C2 -2.22(12) . . . . ?
C20 Si1 C1 C2 110.49(13) . . . . ?
C19 Si1 C1 C2 -118.59(13) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
Si1 C1 C2 C3 -178.68(14) . . . . ?
C6 C1 C2 B1 179.56(15) . . . . ?
Si1 C1 C2 B1 1.05(17) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
B3 C14 C15 C16 -175.91(18) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
B1 C2 C3 C4 -178.84(17) . . . . ?
F1 C6 C5 F2 1.5(3) . . . . ?
C1 C6 C5 F2 -178.43(16) . . . . ?
F1 C6 C5 C4 -179.31(16) . . . . ?
C1 C6 C5 C4 0.8(3) . . . . ?
F5 C18 C13 C14 178.86(17) . . . . ?
C17 C18 C13 C14 -1.0(3) . . . . ?
F5 C18 C13 Si3 -3.3(3) . . . . ?
C17 C18 C13 Si3 176.84(16) . . . . ?
C15 C14 C13 C18 0.6(3) . . . . ?
B3 C14 C13 C18 177.30(16) . . . . ?
C15 C14 C13 Si3 -177.73(14) . . . . ?
B3 C14 C13 Si3 -1.07(17) . . . . ?
O5 Si3 C13 C18 -179.85(19) . . . . ?
C23 Si3 C13 C18 -66.9(2) . . . . ?
C24 Si3 C13 C18 65.3(2) . . . . ?
O5 Si3 C13 C14 -1.81(13) . . . . ?
C23 Si3 C13 C14 111.18(14) . . . . ?
C24 Si3 C13 C14 -116.64(13) . . . . ?
Si1 O1 B1 O2 174.63(13) . . . . ?
Si1 O1 B1 C2 -2.75(19) . . . . ?
C3 C2 B1 O2 3.7(3) . . . . ?
C1 C2 B1 O2 -176.00(18) . . . . ?
C3 C2 B1 O1 -179.37(17) . . . . ?
C1 C2 B1 O1 0.9(2) . . . . ?
F2 C5 C4 C3 179.10(17) . . . . ?
C6 C5 C4 C3 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
F5 C18 C17 F6 0.2(3) . . . . ?
C13 C18 C17 F6 -179.91(18) . . . . ?
F5 C18 C17 C16 -179.05(19) . . . . ?
C13 C18 C17 C16 0.8(3) . . . . ?
Si3 O5 B3 O6 171.45(14) . . . . ?
Si3 O5 B3 C14 -5.99(19) . . . . ?
C15 C14 B3 O6 3.4(3) . . . . ?
C13 C14 B3 O6 -172.83(17) . . . . ?
C15 C14 B3 O5 -179.35(18) . . . . ?
C13 C14 B3 O5 4.5(2) . . . . ?
F6 C17 C16 C15 -179.45(19) . . . . ?
C18 C17 C16 C15 -0.2(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C21 Si2 O3 B2 114.63(13) . . . . ?
C22 Si2 O3 B2 -121.95(13) . . . . ?
C8 Si2 O3 B2 -3.29(13) . . . . ?
C12 C7 C8 C9 -0.7(2) . . . . ?
B2 C7 C8 C9 175.86(15) . . . . ?
C12 C7 C8 Si2 179.30(13) . . . . ?
B2 C7 C8 Si2 -4.09(16) . . . . ?
O3 Si2 C8 C9 -175.58(18) . . . . ?
C21 Si2 C8 C9 68.9(2) . . . . ?
C22 Si2 C8 C9 -61.8(2) . . . . ?
O3 Si2 C8 C7 4.37(12) . . . . ?
C21 Si2 C8 C7 -111.11(13) . . . . ?
C22 Si2 C8 C7 118.15(13) . . . . ?
C7 C8 C9 F3 -178.71(15) . . . . ?
Si2 C8 C9 F3 1.2(3) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
Si2 C8 C9 C10 -179.32(14) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C8 C7 C12 C11 0.3(2) . . . . ?
B2 C7 C12 C11 -175.55(16) . . . . ?
F3 C9 C10 F4 -0.4(3) . . . . ?
C8 C9 C10 F4 -179.82(16) . . . . ?
F3 C9 C10 C11 179.12(16) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C12 C11 C10 F4 179.39(16) . . . . ?
C12 C11 C10 C9 -0.1(3) . . . . ?
Si2 O3 B2 O4 -179.50(13) . . . . ?
Si2 O3 B2 C7 1.43(18) . . . . ?
C12 C7 B2 O4 -0.8(3) . . . . ?
C8 C7 B2 O4 -177.05(16) . . . . ?
C12 C7 B2 O3 178.23(16) . . . . ?
C8 C7 B2 O3 2.0(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O6 0.834(10) 1.876(12) 2.6894(17) 165(3) .
O6 H6 O1 0.841(10) 1.895(10) 2.7328(17) 174(3) 2_545
O4 H4A O3 0.844(10) 1.930(10) 2.7709(17) 175(3) 3_666
O4 H4A O3 0.844(10) 1.930(10) 2.7709(17) 175(3) 3_666
O2 H2 O6 0.834(10) 1.876(12) 2.6894(17) 165(3) .
O6 H6 O1 0.841(10) 1.895(10) 2.7328(17) 174(3) 2_545

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-I
_database_code_depnum_ccdc_archive 'CCDC 2265515'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-7-iodo-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B I O2 Si'
_chemical_formula_sum            'C8 H10 B I O2 Si'
_chemical_formula_weight         303.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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.
;

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'

_cell_length_a                   6.6288(2)
_cell_length_b                   11.6079(4)
_cell_length_c                   29.9883(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2307.49(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4825
_cell_measurement_theta_min      2.6970
_cell_measurement_theta_max      30.2430

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    2.846
_exptl_crystal_size_max          0.427
_exptl_crystal_size_mid          0.361
_exptl_crystal_size_min          0.102
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -1 0.1676
0 5 -1 0.2008
0 -5 1 0.1598
-1 0 1 0.2274
-5 5 4 0.1778
0 0 -1 0.0216
0 0 1 0.0809
0 1 5 0.0980
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
1.0014 0.0004 -0.9952 0.0161 0.1074 0.0157
0.0009 5.0019 -0.9964 -0.0045 -0.0386 0.3041
-0.0009 -5.0019 0.9964 0.0045 0.0386 -0.3041
-1.0014 -0.0004 0.9952 -0.0161 -0.1074 -0.0157
-5.0063 5.0000 3.9795 -0.0850 -0.5758 0.2257
-0.0002 -0.0002 -1.0006 -0.0221 0.0081 0.0025
0.0002 0.0002 1.0006 0.0221 -0.0081 -0.0025
0.0010 1.0012 5.0040 0.1139 -0.0500 0.0477
_exptl_absorpt_correction_T_min  0.414
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.743
_oxdiff_exptl_absorpt_empirical_full_max 1.652
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;


_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.0013
_diffrn_reflns_number            15248
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.717
_diffrn_reflns_theta_max         31.871
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3730
_reflns_number_gt                2890
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0365P)²+4.8861P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3730
_refine_ls_number_parameters     123
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.154
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
I1 I 0.23453(5) 0.81217(3) 0.19304(2) 0.04490(13) Uani 1 1 d . . . . .
Si1 Si 0.19142(15) 0.68646(9) 0.07894(3) 0.0204(2) Uani 1 1 d . . . . .
O2 O -0.1504(4) 0.4299(2) 0.04536(9) 0.0251(6) Uani 1 1 d D . . . .
O1 O 0.0793(4) 0.5905(2) 0.04457(8) 0.0202(5) Uani 1 1 d . . . . .
C2 C -0.0651(6) 0.5393(3) 0.11780(12) 0.0238(8) Uani 1 1 d . . . . .
C1 C 0.0561(6) 0.6343(3) 0.12998(13) 0.0245(8) Uani 1 1 d . . . . .
C3 C -0.1816(6) 0.4826(4) 0.14954(14) 0.0322(9) Uani 1 1 d . . . . .
H3 H -0.2647 0.4197 0.1409 0.039 Uiso 1 1 calc R U . . .
C8 C 0.1277(6) 0.8336(3) 0.06090(13) 0.0254(8) Uani 1 1 d . . . . .
H8A H -0.0189 0.8407 0.0578 0.038 Uiso 1 1 calc R U . . .
H8B H 0.1923 0.8496 0.0322 0.038 Uiso 1 1 calc R U . . .
H8C H 0.1758 0.8890 0.0832 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4673(6) 0.6609(3) 0.07924(15) 0.0292(9) Uani 1 1 d . . . . .
H7A H 0.5214 0.6734 0.0492 0.044 Uiso 1 1 calc R U . . .
H7B H 0.4944 0.5814 0.0885 0.044 Uiso 1 1 calc R U . . .
H7C H 0.5319 0.7142 0.1001 0.044 Uiso 1 1 calc R U . . .
B1 B -0.0504(6) 0.5145(4) 0.06633(14) 0.0217(8) Uani 1 1 d . . . . .
C4 C -0.1766(8) 0.5180(5) 0.19388(13) 0.0386(11) Uani 1 1 d . . . . .
H4 H -0.2546 0.4784 0.2156 0.046 Uiso 1 1 calc R U . . .
C5 C -0.0573(7) 0.6113(5) 0.20650(15) 0.0409(11) Uani 1 1 d . . . . .
H5 H -0.0538 0.6357 0.2367 0.049 Uiso 1 1 calc R U . . .
C6 C 0.0559(7) 0.6682(4) 0.17460(14) 0.0332(9) Uani 1 1 d . . . . .
H2 H -0.127(8) 0.419(4) 0.0183(6) 0.050 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
I1 C6 2.122(4) . ?
Si1 O1 1.690(3) . ?
Si1 C8 1.841(4) . ?
Si1 C7 1.853(4) . ?
Si1 C1 1.875(4) . ?
O2 B1 1.341(5) . ?
O2 H2 0.837(10) . ?
O1 B1 1.394(5) . ?
C2 C3 1.391(5) . ?
C2 C1 1.412(5) . ?
C2 B1 1.573(6) . ?
C1 C6 1.395(5) . ?
C3 C4 1.392(6) . ?
C3 H3 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 C5 1.393(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(6) . ?
C5 H5 0.9500 . ?

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 C8 109.35(15) . . ?
O1 Si1 C7 109.36(16) . . ?
C8 Si1 C7 112.13(18) . . ?
O1 Si1 C1 94.28(15) . . ?
C8 Si1 C1 115.47(18) . . ?
C7 Si1 C1 114.61(18) . . ?
B1 O2 H2 118(4) . . ?
B1 O1 Si1 113.8(2) . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 B1 128.2(4) . . ?
C1 C2 B1 111.2(3) . . ?
C6 C1 C2 117.9(4) . . ?
C6 C1 Si1 133.9(3) . . ?
C2 C1 Si1 108.3(3) . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
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 . . ?
O2 B1 O1 123.3(4) . . ?
O2 B1 C2 124.3(3) . . ?
O1 B1 C2 112.4(3) . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 122.0(4) . . ?
C5 C6 I1 119.9(3) . . ?
C1 C6 I1 118.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O1 0.837(10) 1.914(12) 2.748(4) 174(5) 5_565

_refine_diff_density_max         0.860
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.123

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-TMS
_database_code_depnum_ccdc_archive 'CCDC 2265514'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-7-(trimethylsilyl)-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H19 B O2 Si2'
_chemical_formula_sum            'C11 H19 B O2 Si2'
_chemical_formula_weight         250.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6160(2)
_cell_length_b                   9.8164(3)
_cell_length_c                   17.2931(4)
_cell_angle_alpha                103.181(2)
_cell_angle_beta                 93.671(2)
_cell_angle_gamma                100.986(2)
_cell_volume                     1389.12(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17995
_cell_measurement_theta_min      2.1780
_cell_measurement_theta_max      31.6010

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_min  0.83757
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.728
_oxdiff_exptl_absorpt_empirical_full_max 1.533
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.0013
_diffrn_reflns_number            30560
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.180
_diffrn_reflns_theta_max         31.815
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9030
_reflns_number_gt                7780
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²+0.4858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9030
_refine_ls_number_parameters     305
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0997
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.000

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 0.18908(4) 0.07900(3) 0.16117(2) 0.01415(7) Uani 1 1 d . . . . .
Si2 Si 0.38478(4) 0.18617(4) 0.37906(2) 0.01429(7) Uani 1 1 d . . . . .
O1 O 0.54388(10) 0.17783(10) 0.43884(5) 0.01810(17) Uani 1 1 d . . . . .
O2 O 0.80514(11) 0.12680(10) 0.43140(5) 0.01916(18) Uani 1 1 d D . . . .
C6 C 0.45781(13) 0.10418(12) 0.28242(7) 0.01305(19) Uani 1 1 d . . . . .
C1 C 0.39275(14) 0.06647(12) 0.20137(7) 0.0139(2) Uani 1 1 d . . . . .
C5 C 0.60980(14) 0.07962(12) 0.30388(7) 0.0144(2) Uani 1 1 d . . . . .
C4 C 0.69775(15) 0.01964(13) 0.24523(7) 0.0180(2) Uani 1 1 d . . . . .
H4 H 0.8000 0.0042 0.2598 0.022 Uiso 1 1 calc R U . . .
C9 C 0.10446(16) 0.21925(13) 0.22625(8) 0.0205(2) Uani 1 1 d . . . . .
H9A H 0.1750 0.3130 0.2327 0.031 Uiso 1 1 calc R U . . .
H9B H 0.0947 0.1983 0.2787 0.031 Uiso 1 1 calc R U . . .
H9C H -0.0008 0.2202 0.2015 0.031 Uiso 1 1 calc R U . . .
C3 C 0.63526(15) -0.01732(14) 0.16555(7) 0.0197(2) Uani 1 1 d . . . . .
H3 H 0.6947 -0.0581 0.1254 0.024 Uiso 1 1 calc R U . . .
C8 C 0.37783(17) 0.37906(14) 0.39839(8) 0.0235(3) Uani 1 1 d . . . . .
H8A H 0.4752 0.4322 0.3838 0.035 Uiso 1 1 calc R U . . .
H8B H 0.3694 0.4162 0.4552 0.035 Uiso 1 1 calc R U . . .
H8C H 0.2853 0.3904 0.3663 0.035 Uiso 1 1 calc R U . . .
C2 C 0.48535(15) 0.00542(13) 0.14451(7) 0.0174(2) Uani 1 1 d . . . . .
H2 H 0.4441 -0.0213 0.0897 0.021 Uiso 1 1 calc R U . . .
B1 B 0.66109(16) 0.12797(14) 0.39621(8) 0.0160(2) Uani 1 1 d . . . . .
C10 C 0.05648(15) -0.10038(13) 0.14842(8) 0.0217(2) Uani 1 1 d . . . . .
H10A H 0.1039 -0.1738 0.1159 0.033 Uiso 1 1 calc R U . . .
H10B H -0.0477 -0.1014 0.1218 0.033 Uiso 1 1 calc R U . . .
H10C H 0.0436 -0.1202 0.2009 0.033 Uiso 1 1 calc R U . . .
C7 C 0.20384(16) 0.07735(16) 0.40471(8) 0.0233(3) Uani 1 1 d . . . . .
H7A H 0.1804 -0.0184 0.3684 0.035 Uiso 1 1 calc R U . . .
H7B H 0.1138 0.1236 0.3994 0.035 Uiso 1 1 calc R U . . .
H7C H 0.2217 0.0694 0.4599 0.035 Uiso 1 1 calc R U . . .
C11 C 0.20200(17) 0.12399(16) 0.06174(8) 0.0249(3) Uani 1 1 d . . . . .
H11A H 0.2806 0.2132 0.0678 0.037 Uiso 1 1 calc R U . . .
H11B H 0.0978 0.1358 0.0414 0.037 Uiso 1 1 calc R U . . .
H11C H 0.2343 0.0465 0.0240 0.037 Uiso 1 1 calc R U . . .
H2A H 0.821(2) 0.1666(19) 0.4798(6) 0.037 Uiso 1 1 d D U . . .
Si3 Si 1.23218(4) 0.54316(3) 0.86404(2) 0.01437(7) Uani 1 1 d . . . . .
Si4 Si 1.03350(4) 0.37277(4) 0.64649(2) 0.01429(7) Uani 1 1 d . . . . .
O3 O 0.85795(10) 0.29093(10) 0.59065(5) 0.01746(17) Uani 1 1 d . . . . .
O4 O 0.57803(11) 0.23460(11) 0.60380(5) 0.02275(19) Uani 1 1 d D . . . .
C17 C 0.78261(14) 0.35529(13) 0.72711(7) 0.0162(2) Uani 1 1 d . . . . .
C12 C 0.94869(14) 0.41004(12) 0.74512(7) 0.0136(2) Uani 1 1 d . . . . .
C13 C 1.01493(14) 0.47638(12) 0.82481(7) 0.0144(2) Uani 1 1 d . . . . .
C20 C 1.36440(15) 0.58423(14) 0.78747(7) 0.0209(2) Uani 1 1 d . . . . .
H20A H 1.3347 0.6619 0.7668 0.031 Uiso 1 1 calc R U . . .
H20B H 1.3528 0.4987 0.7435 0.031 Uiso 1 1 calc R U . . .
H20C H 1.4752 0.6137 0.8118 0.031 Uiso 1 1 calc R U . . .
C14 C 0.90866(15) 0.48696(14) 0.88323(7) 0.0191(2) Uani 1 1 d . . . . .
H14 H 0.9499 0.5332 0.9371 0.023 Uiso 1 1 calc R U . . .
C16 C 0.68198(15) 0.36498(15) 0.78738(8) 0.0210(2) Uani 1 1 d . . . . .
H16 H 0.5711 0.3257 0.7750 0.025 Uiso 1 1 calc R U . . .
B2 B 0.73025(16) 0.28810(15) 0.63564(8) 0.0167(2) Uani 1 1 d . . . . .
C18 C 1.29782(15) 0.40248(14) 0.90737(8) 0.0204(2) Uani 1 1 d . . . . .
H18A H 1.4051 0.4402 0.9358 0.031 Uiso 1 1 calc R U . . .
H18B H 1.2988 0.3183 0.8643 0.031 Uiso 1 1 calc R U . . .
H18C H 1.2240 0.3753 0.9448 0.031 Uiso 1 1 calc R U . . .
C15 C 0.74571(16) 0.43258(16) 0.86555(8) 0.0234(3) Uani 1 1 d . . . . .
H15 H 0.6781 0.4417 0.9069 0.028 Uiso 1 1 calc R U . . .
C22 C 1.16745(16) 0.24365(15) 0.63620(9) 0.0253(3) Uani 1 1 d . . . . .
H22A H 1.1116 0.1517 0.6013 0.038 Uiso 1 1 calc R U . . .
H22B H 1.1990 0.2302 0.6890 0.038 Uiso 1 1 calc R U . . .
H22C H 1.2624 0.2809 0.6129 0.038 Uiso 1 1 calc R U . . .
C21 C 1.11175(17) 0.53105(15) 0.60796(8) 0.0241(3) Uani 1 1 d . . . . .
H21A H 1.0364 0.5950 0.6140 0.036 Uiso 1 1 calc R U . . .
H21B H 1.1257 0.4996 0.5513 0.036 Uiso 1 1 calc R U . . .
H21C H 1.2145 0.5821 0.6382 0.036 Uiso 1 1 calc R U . . .
C19 C 1.25559(18) 0.71200(14) 0.94464(8) 0.0254(3) Uani 1 1 d . . . . .
H19A H 1.2180 0.7849 0.9225 0.038 Uiso 1 1 calc R U . . .
H19B H 1.3680 0.7467 0.9658 0.038 Uiso 1 1 calc R U . . .
H19C H 1.1930 0.6928 0.9878 0.038 Uiso 1 1 calc R U . . .
H4A H 0.564(2) 0.214(2) 0.5540(6) 0.038 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C9 1.8640(13) . ?
Si1 C10 1.8651(13) . ?
Si1 C11 1.8751(13) . ?
Si1 C1 1.8822(12) . ?
Si2 O1 1.6895(9) . ?
Si2 C7 1.8542(14) . ?
Si2 C8 1.8596(13) . ?
Si2 C6 1.8844(11) . ?
O1 B1 1.3863(16) . ?
O2 B1 1.3501(15) . ?
O2 H2A 0.830(9) . ?
C6 C1 1.4140(15) . ?
C6 C5 1.4176(15) . ?
C1 C2 1.4059(16) . ?
C5 C4 1.3950(16) . ?
C5 B1 1.5665(17) . ?
C4 C3 1.3865(17) . ?
C4 H4 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C3 C2 1.3918(17) . ?
C3 H3 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C2 H2 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
Si3 C20 1.8642(13) . ?
Si3 C18 1.8719(13) . ?
Si3 C19 1.8745(13) . ?
Si3 C13 1.8869(12) . ?
Si4 O3 1.6917(9) . ?
Si4 C21 1.8555(14) . ?
Si4 C22 1.8577(14) . ?
Si4 C12 1.8851(12) . ?
O3 B2 1.3872(16) . ?
O4 B2 1.3462(16) . ?
O4 H4A 0.834(9) . ?
C17 C16 1.3960(17) . ?
C17 C12 1.4167(16) . ?
C17 B2 1.5685(18) . ?
C12 C13 1.4132(15) . ?
C13 C14 1.4060(16) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C14 C15 1.3909(18) . ?
C14 H14 0.9500 . ?
C16 C15 1.3879(18) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C15 H15 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C9 Si1 C10 110.04(6) . . ?
C9 Si1 C11 107.27(6) . . ?
C10 Si1 C11 109.80(6) . . ?
C9 Si1 C1 113.96(5) . . ?
C10 Si1 C1 107.08(6) . . ?
C11 Si1 C1 108.66(6) . . ?
O1 Si2 C7 108.85(6) . . ?
O1 Si2 C8 105.75(5) . . ?
C7 Si2 C8 112.25(7) . . ?
O1 Si2 C6 95.69(5) . . ?
C7 Si2 C6 115.13(6) . . ?
C8 Si2 C6 117.05(6) . . ?
B1 O1 Si2 112.74(8) . . ?
B1 O2 H2A 114.3(13) . . ?
C1 C6 C5 120.37(10) . . ?
C1 C6 Si2 133.80(9) . . ?
C5 C6 Si2 105.83(8) . . ?
C2 C1 C6 117.14(10) . . ?
C2 C1 Si1 115.80(9) . . ?
C6 C1 Si1 126.96(9) . . ?
C4 C5 C6 120.40(10) . . ?
C4 C5 B1 126.76(11) . . ?
C6 C5 B1 112.84(10) . . ?
C3 C4 C5 119.69(11) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C3 C2 119.94(11) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
Si2 C8 H8A 109.5 . . ?
Si2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
Si2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C2 C1 122.46(11) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
O2 B1 O1 122.79(11) . . ?
O2 B1 C5 124.49(11) . . ?
O1 B1 C5 112.69(10) . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si2 C7 H7A 109.5 . . ?
Si2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Si2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20 Si3 C18 109.08(6) . . ?
C20 Si3 C19 107.23(6) . . ?
C18 Si3 C19 109.31(6) . . ?
C20 Si3 C13 114.47(5) . . ?
C18 Si3 C13 107.65(6) . . ?
C19 Si3 C13 109.02(6) . . ?
O3 Si4 C21 106.21(5) . . ?
O3 Si4 C22 108.59(6) . . ?
C21 Si4 C22 112.59(7) . . ?
O3 Si4 C12 95.93(5) . . ?
C21 Si4 C12 116.20(6) . . ?
C22 Si4 C12 115.25(6) . . ?
B2 O3 Si4 112.61(8) . . ?
B2 O4 H4A 114.8(13) . . ?
C16 C17 C12 120.87(11) . . ?
C16 C17 B2 126.02(11) . . ?
C12 C17 B2 113.10(10) . . ?
C13 C12 C17 120.20(10) . . ?
C13 C12 Si4 134.17(9) . . ?
C17 C12 Si4 105.63(8) . . ?
C14 C13 C12 116.96(11) . . ?
C14 C13 Si3 115.24(9) . . ?
C12 C13 Si3 127.68(9) . . ?
Si3 C20 H20A 109.5 . . ?
Si3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C14 C13 122.78(11) . . ?
C15 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
C15 C16 C17 119.26(12) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
O4 B2 O3 123.42(11) . . ?
O4 B2 C17 123.91(11) . . ?
O3 B2 C17 112.67(10) . . ?
Si3 C18 H18A 109.5 . . ?
Si3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C15 C14 119.89(12) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
Si4 C22 H22A 109.5 . . ?
Si4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si4 C21 H21A 109.5 . . ?
Si4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si3 C19 H19A 109.5 . . ?
Si3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O3 0.830(9) 1.992(10) 2.8149(12) 170.8(19) .
O4 H4A O1 0.834(9) 1.932(9) 2.7641(12) 176(2) .]

_refine_diff_density_max         0.441
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.062

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-CF3
_database_code_depnum_ccdc_archive 'CCDC 2259092'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-7-(trifluoromethyl)-3-hydroxybenzo[c][1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 B F3 O2 Si'
_chemical_formula_sum            'C9 H10 B F3 O2 Si'
_chemical_formula_weight         246.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.8197(2)
_cell_length_b                   15.8197(2)
_cell_length_c                   18.3035(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4580.69(17)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5505
_cell_measurement_theta_min      2.8590
_cell_measurement_theta_max      29.2350

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    0.226
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.153
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 -5 0.0984
-2 -4 5 0.0425
-3 -5 1 0.0469
-2 5 2 0.0198
18 3 16 0.1556
5 -1 -4 0.0973
4 5 -3 0.0984
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
-1.9978 -0.0033 -5.0048 0.0782 0.1985 -0.0104
-1.9995 -3.9945 5.0013 -0.0479 -0.1168 0.2485
-2.9989 -4.9969 0.9972 -0.0341 0.0500 0.2571
-1.9951 5.0001 2.0038 0.2056 -0.1208 -0.0860
17.9807 3.0073 16.0205 -0.5756 -0.7637 -0.3740
4.9935 -1.0036 -4.0023 -0.1975 0.1200 -0.1509
3.9977 4.9952 -2.9985 0.0020 0.0154 -0.3092
_exptl_absorpt_correction_T_min  0.546
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.816
_oxdiff_exptl_absorpt_empirical_full_max 2.161
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.0013
_diffrn_reflns_number            11457
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.876
_diffrn_reflns_theta_max         29.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2915
_reflns_number_gt                2494
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+3.7017P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2915
_refine_ls_number_parameters     148
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0953
_refine_ls_wR_factor_gt          0.0900
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.25942(8) 0.45444(8) 0.02070(7) 0.0183(3) Uani 1 1 d . . . . .
C2 C 0.27635(9) 0.53466(8) -0.00781(7) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.21348(9) 0.59575(9) -0.01222(8) 0.0241(3) Uani 1 1 d . . . . .
H3 H 0.2259 0.6498 -0.0320 0.029 Uiso 1 1 calc R U . . .
C4 C 0.13232(9) 0.57768(9) 0.01236(8) 0.0256(3) Uani 1 1 d . . . . .
H4 H 0.0894 0.6196 0.0094 0.031 Uiso 1 1 calc R U . . .
C5 C 0.11372(9) 0.49887(9) 0.04118(8) 0.0229(3) Uani 1 1 d . . . . .
H5 H 0.0582 0.4869 0.0581 0.027 Uiso 1 1 calc R U . . .
C6 C 0.17646(8) 0.43709(8) 0.04535(7) 0.0191(3) Uani 1 1 d . . . . .
C7 C 0.36340(11) 0.30403(10) -0.04785(9) 0.0316(4) Uani 1 1 d . . . . .
H7A H 0.3177 0.3002 -0.0838 0.047 Uiso 1 1 calc R U . . .
H7B H 0.3837 0.2471 -0.0361 0.047 Uiso 1 1 calc R U . . .
H7C H 0.4099 0.3375 -0.0681 0.047 Uiso 1 1 calc R U . . .
C8 C 0.40519(9) 0.36446(10) 0.10761(9) 0.0303(3) Uani 1 1 d . . . . .
H8A H 0.3812 0.3927 0.1505 0.045 Uiso 1 1 calc R U . . .
H8B H 0.4529 0.3976 0.0890 0.045 Uiso 1 1 calc R U . . .
H8C H 0.4248 0.3079 0.1214 0.045 Uiso 1 1 calc R U . . .
C9 C 0.36400(9) 0.55508(9) -0.03292(8) 0.0251(3) Uani 1 1 d . . . . .
B1 B 0.16893(10) 0.34455(10) 0.07452(9) 0.0207(3) Uani 1 1 d . . . . .
O1 O 0.09606(6) 0.31037(6) 0.10109(6) 0.0275(2) Uani 1 1 d D . . . .
O2 O 0.24233(6) 0.29910(6) 0.07027(6) 0.0219(2) Uani 1 1 d . . . . .
Si1 Si 0.32357(2) 0.35538(2) 0.03605(2) 0.01953(12) Uani 1 1 d . . . . .
F1 F 0.39262(7) 0.50026(6) -0.08252(7) 0.0473(3) Uani 1 1 d . . . . .
F2 F 0.41969(6) 0.55370(9) 0.02193(6) 0.0557(4) Uani 1 1 d . . . . .
F3 F 0.37114(6) 0.63131(6) -0.06367(6) 0.0351(2) Uani 1 1 d . . . . .
H1 H 0.1003(14) 0.2620(8) 0.1164(12) 0.053 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C2 1.3982(18) . ?
C1 C6 1.4146(18) . ?
C1 Si1 1.8880(14) . ?
C2 C3 1.3891(19) . ?
C2 C9 1.4960(19) . ?
C3 C4 1.390(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3950(19) . ?
C5 H5 0.9500 . ?
C6 B1 1.563(2) . ?
C7 Si1 1.8480(16) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 Si1 1.8450(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 F1 1.3346(18) . ?
C9 F3 1.3355(16) . ?
C9 F2 1.3360(18) . ?
B1 O1 1.3629(18) . ?
B1 O2 1.3681(18) . ?
O1 H1 0.817(9) . ?
O2 Si1 1.6842(10) . ?

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
C2 C1 C6 118.22(12) . . ?
C2 C1 Si1 134.91(10) . . ?
C6 C1 Si1 106.87(9) . . ?
C3 C2 C1 121.06(13) . . ?
C3 C2 C9 119.71(12) . . ?
C1 C2 C9 119.23(12) . . ?
C2 C3 C4 119.97(13) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.29(13) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.01(13) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 120.44(12) . . ?
C5 C6 B1 128.36(12) . . ?
C1 C6 B1 111.19(11) . . ?
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 . . ?
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 . . ?
F1 C9 F3 105.75(12) . . ?
F1 C9 F2 106.07(13) . . ?
F3 C9 F2 106.00(12) . . ?
F1 C9 C2 112.53(12) . . ?
F3 C9 C2 113.76(12) . . ?
F2 C9 C2 112.13(12) . . ?
O1 B1 O2 121.99(13) . . ?
O1 B1 C6 123.92(13) . . ?
O2 B1 C6 114.09(12) . . ?
B1 O1 H1 115.0(16) . . ?
B1 O2 Si1 113.02(9) . . ?
O2 Si1 C8 108.13(6) . . ?
O2 Si1 C7 109.69(7) . . ?
C8 Si1 C7 112.68(8) . . ?
O2 Si1 C1 94.82(5) . . ?
C8 Si1 C1 114.66(7) . . ?
C7 Si1 C1 115.12(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O1 0.817(9) 1.918(13) 2.6850(15) 156(2) 15

_refine_diff_density_max         0.331
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_56-dF-II
_database_code_depnum_ccdc_archive 'CCDC 2298596'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1-dimethyl-5,6-difluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H9 B F2 O2 Si'
_chemical_formula_sum            'C8 H9 B F2 O2 Si'
_chemical_formula_weight         214.05


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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   8.32660(10)
_cell_length_b                   6.67820(10)
_cell_length_c                   18.9086(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.8400(10)
_cell_angle_gamma                90
_cell_volume                     1043.96(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11009
_cell_measurement_theta_min      4.7010
_cell_measurement_theta_max      66.1190

_exptl_crystal_description       unspecified
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    2.046
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.094
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 0 -3 0.0351
-5 -1 0 0.0596
0 1 5 0.0684
4 -1 -5 0.0415
0 -1 -5 0.0815
2 0 5 0.0613
0 3 -5 0.0391
3 3 2 0.0620
1 -2 5 0.0462
-1 -2 1 0.0484
-4 -2 -5 0.0666
4 2 5 0.0666
-5 1 -3 0.0559
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
4.9969 0.0038 -3.0117 0.1970 0.6887 0.6002
-4.9964 -1.0037 0.0137 -0.1017 -0.4644 -0.8334
0.0006 1.0002 4.9984 -0.0259 -0.3482 0.3156
3.9981 -0.9968 -5.0072 0.2667 0.7505 0.2635
-0.0006 -1.0002 -4.9984 0.0259 0.3482 -0.3156
2.0018 0.0024 4.9967 0.2937 -0.1084 0.4956
-0.0083 2.9977 -5.0094 -0.7710 0.1939 0.1225
2.9942 3.0013 1.9856 -0.3478 0.0622 0.8453
1.0060 -1.9973 5.0044 0.6320 -0.1319 0.1318
-0.9953 -1.9996 1.0079 0.3729 -0.0854 -0.3226
-3.9973 -2.0031 -4.9869 -0.0156 -0.0156 -1.0043
3.9973 2.0031 4.9869 0.0156 0.0156 1.0043
-5.0018 0.9948 -2.9924 -0.6042 -0.3557 -0.7380
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.774
_oxdiff_exptl_absorpt_empirical_full_max 1.299
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            13705
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.711
_diffrn_reflns_theta_max         66.083
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             1815
_reflns_number_gt                1723
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+1.3692P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1815
_refine_ls_number_parameters     132
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0969
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.28553(7) 0.19779(9) 0.09250(3) 0.02438(18) Uani 1 1 d . . . . .
F1 F 0.39134(16) 0.2613(2) 0.37728(7) 0.0382(4) Uani 1 1 d . . . . .
F2 F 0.15261(17) 0.5291(2) 0.37266(6) 0.0365(4) Uani 1 1 d . . . . .
O2 O 0.13801(18) 0.3523(2) 0.05593(7) 0.0275(4) Uani 1 1 d . . . . .
O1 O -0.06683(19) 0.5753(2) 0.09007(8) 0.0291(4) Uani 1 1 d D . . . .
C6 C 0.3533(3) 0.2204(4) 0.25229(12) 0.0281(5) Uani 1 1 d . . . . .
H6 H 0.4387 0.1254 0.2547 0.034 Uiso 1 1 calc R U . . .
C2 C 0.1415(3) 0.4156(3) 0.18456(11) 0.0241(5) Uani 1 1 d . . . . .
C5 C 0.3105(3) 0.3085(4) 0.31305(11) 0.0283(5) Uani 1 1 d . . . . .
C3 C 0.1006(3) 0.5023(3) 0.24717(11) 0.0263(5) Uani 1 1 d . . . . .
H3 H 0.0154 0.5972 0.2459 0.032 Uiso 1 1 calc R U . . .
C7 C 0.4797(3) 0.2673(4) 0.06147(13) 0.0343(6) Uani 1 1 d . . . . .
H7A H 0.4714 0.2527 0.0096 0.051 Uiso 1 1 calc R U . . .
H7B H 0.5654 0.1795 0.0838 0.051 Uiso 1 1 calc R U . . .
H7C H 0.5055 0.4067 0.0745 0.051 Uiso 1 1 calc R U . . .
C1 C 0.2675(3) 0.2743(3) 0.18661(11) 0.0243(5) Uani 1 1 d . . . . .
C4 C 0.1867(3) 0.4471(3) 0.31068(11) 0.0260(5) Uani 1 1 d . . . . .
B1 B 0.0611(3) 0.4550(4) 0.10621(13) 0.0244(5) Uani 1 1 d . . . . .
C8 C 0.2257(3) -0.0639(4) 0.07122(14) 0.0350(6) Uani 1 1 d . . . . .
H8A H 0.1190 -0.0897 0.0863 0.053 Uiso 1 1 calc R U . . .
H8B H 0.3052 -0.1551 0.0964 0.053 Uiso 1 1 calc R U . . .
H8C H 0.2212 -0.0856 0.0198 0.053 Uiso 1 1 calc R U . . .
H1 H -0.092(4) 0.597(5) 0.0466(6) 0.053 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.6881(15) . ?
Si1 C7 1.844(2) . ?
Si1 C8 1.848(3) . ?
Si1 C1 1.875(2) . ?
F1 C5 1.354(2) . ?
F2 C4 1.354(2) . ?
O2 B1 1.389(3) . ?
O1 B1 1.340(3) . ?
O1 H1 0.837(10) . ?
C6 C5 1.375(3) . ?
C6 C1 1.404(3) . ?
C6 H6 0.9500 . ?
C2 C3 1.396(3) . ?
C2 C1 1.408(3) . ?
C2 B1 1.574(3) . ?
C5 C4 1.382(3) . ?
C3 C4 1.374(3) . ?
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_
_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
O2 Si1 C7 109.79(10) . . ?
O2 Si1 C8 108.94(10) . . ?
C7 Si1 C8 113.12(12) . . ?
O2 Si1 C1 94.91(9) . . ?
C7 Si1 C1 113.94(11) . . ?
C8 Si1 C1 114.49(11) . . ?
B1 O2 Si1 113.19(14) . . ?
B1 O1 H1 115(2) . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 H6 120.8 . . ?
C1 C6 H6 120.8 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 B1 127.6(2) . . ?
C1 C2 B1 111.72(18) . . ?
F1 C5 C6 120.0(2) . . ?
F1 C5 C4 118.3(2) . . ?
C6 C5 C4 121.7(2) . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
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 . . ?
C6 C1 C2 119.7(2) . . ?
C6 C1 Si1 132.84(17) . . ?
C2 C1 Si1 107.48(15) . . ?
F2 C4 C3 120.5(2) . . ?
F2 C4 C5 118.38(19) . . ?
C3 C4 C5 121.2(2) . . ?
O1 B1 O2 124.0(2) . . ?
O1 B1 C2 123.5(2) . . ?
O2 B1 C2 112.49(19) . . ?
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 . . ?

_refine_diff_density_max         0.446
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7-F
_database_code_depnum_ccdc_archive 'CCDC 2259095'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
1,1-dimethyl-7-fluoro-2,1,3-benzoxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 B F O2 Si'
_chemical_formula_sum            'C8 H10 B F O2 Si'
_chemical_formula_weight         196.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.33910(10)
_cell_length_b                   15.33910(10)
_cell_length_c                   16.9322(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3983.94(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17467
_cell_measurement_theta_min      1.7878
_cell_measurement_theta_max      32.6435

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_min  0.99710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Opal'
_diffrn_detector_area_resol_mean 8.4441
_diffrn_reflns_number            74300
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.656
_diffrn_reflns_theta_max         32.718
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3606
_reflns_number_gt                2660
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+3.6878P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3606
_refine_ls_number_parameters     123
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.65760(2) 0.37115(2) 0.04932(2) 0.01695(9) Uani 1 1 d . . . . .
O2 O 0.74118(6) 0.30932(5) 0.08035(5) 0.01916(18) Uani 1 1 d . . . . .
F1 F 0.62179(6) 0.57851(6) -0.00069(6) 0.0321(2) Uani 1 1 d . . . . .
C2 C 0.72364(8) 0.47283(8) 0.04122(7) 0.0168(2) Uani 1 1 d . . . . .
O1 O 0.89298(7) 0.31220(7) 0.10753(6) 0.0271(2) Uani 1 1 d D . . . .
C1 C 0.81081(8) 0.45262(8) 0.06181(7) 0.0165(2) Uani 1 1 d . . . . .
C6 C 0.87528(9) 0.51682(8) 0.05885(8) 0.0214(2) Uani 1 1 d . . . . .
H6 H 0.9338 0.5030 0.0722 0.026 Uiso 1 1 calc R U . . .
C7 C 0.57104(9) 0.37313(10) 0.12532(9) 0.0282(3) Uani 1 1 d . . . . .
H7A H 0.5504 0.3136 0.1350 0.042 Uiso 1 1 calc R U . . .
H7B H 0.5224 0.4092 0.1068 0.042 Uiso 1 1 calc R U . . .
H7C H 0.5944 0.3977 0.1744 0.042 Uiso 1 1 calc R U . . .
C4 C 0.76784(10) 0.62228(9) 0.01636(8) 0.0269(3) Uani 1 1 d . . . . .
H4 H 0.7528 0.6800 0.0012 0.032 Uiso 1 1 calc R U . . .
C5 C 0.85310(10) 0.60108(9) 0.03620(8) 0.0256(3) Uani 1 1 d . . . . .
H5 H 0.8969 0.6448 0.0343 0.031 Uiso 1 1 calc R U . . .
C3 C 0.70561(9) 0.55757(8) 0.01923(8) 0.0217(2) Uani 1 1 d . . . . .
B1 B 0.81872(9) 0.35413(9) 0.08558(8) 0.0175(2) Uani 1 1 d . . . . .
C8 C 0.61558(10) 0.32939(10) -0.04586(9) 0.0286(3) Uani 1 1 d . . . . .
H8A H 0.5921 0.2705 -0.0383 0.043 Uiso 1 1 calc R U . . .
H8B H 0.6631 0.3276 -0.0845 0.043 Uiso 1 1 calc R U . . .
H8C H 0.5693 0.3680 -0.0651 0.043 Uiso 1 1 calc R U . . .
H1 H 0.8961(13) 0.2608(7) 0.1201(12) 0.043 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O2 1.6791(9) . ?
Si1 C7 1.8492(14) . ?
Si1 C8 1.8502(14) . ?
Si1 C2 1.8648(12) . ?
O2 B1 1.3766(16) . ?
F1 C3 1.3675(15) . ?
C2 C3 1.3802(17) . ?
C2 C1 1.4161(16) . ?
O1 B1 1.3598(16) . ?
O1 H1 0.818(9) . ?
C1 C6 1.3966(16) . ?
C1 B1 1.5682(18) . ?
C6 C5 1.3904(19) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 C3 1.3779(19) . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?

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
O2 Si1 C7 109.86(6) . . ?
O2 Si1 C8 110.06(6) . . ?
C7 Si1 C8 111.21(7) . . ?
O2 Si1 C2 94.62(5) . . ?
C7 Si1 C2 115.31(6) . . ?
C8 Si1 C2 114.50(6) . . ?
B1 O2 Si1 113.45(8) . . ?
C3 C2 C1 117.50(11) . . ?
C3 C2 Si1 134.32(10) . . ?
C1 C2 Si1 108.17(8) . . ?
B1 O1 H1 125.2(15) . . ?
C6 C1 C2 120.36(11) . . ?
C6 C1 B1 129.32(11) . . ?
C2 C1 B1 110.32(10) . . ?
C5 C6 C1 119.48(12) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
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 . . ?
C3 C4 C5 118.37(12) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 120.98(12) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
F1 C3 C4 118.26(11) . . ?
F1 C3 C2 118.43(12) . . ?
C4 C3 C2 123.31(12) . . ?
O1 B1 O2 120.35(11) . . ?
O1 B1 C1 126.20(11) . . ?
O2 B1 C1 113.43(10) . . ?
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_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 Si1 O2 B1 -120.06(10) . . . . ?
C8 Si1 O2 B1 117.16(10) . . . . ?
C2 Si1 O2 B1 -1.03(9) . . . . ?
O2 Si1 C2 C3 -179.84(13) . . . . ?
C7 Si1 C2 C3 -65.30(15) . . . . ?
C8 Si1 C2 C3 65.64(15) . . . . ?
O2 Si1 C2 C1 1.49(9) . . . . ?
C7 Si1 C2 C1 116.02(9) . . . . ?
C8 Si1 C2 C1 -113.03(9) . . . . ?
C3 C2 C1 C6 -0.59(18) . . . . ?
Si1 C2 C1 C6 178.34(10) . . . . ?
C3 C2 C1 B1 179.61(11) . . . . ?
Si1 C2 C1 B1 -1.46(12) . . . . ?
C2 C1 C6 C5 0.59(19) . . . . ?
B1 C1 C6 C5 -179.65(12) . . . . ?
C3 C4 C5 C6 -0.4(2) . . . . ?
C1 C6 C5 C4 -0.1(2) . . . . ?
C5 C4 C3 F1 -179.70(12) . . . . ?
C5 C4 C3 C2 0.4(2) . . . . ?
C1 C2 C3 F1 -179.83(11) . . . . ?
Si1 C2 C3 F1 1.6(2) . . . . ?
C1 C2 C3 C4 0.11(19) . . . . ?
Si1 C2 C3 C4 -178.46(11) . . . . ?
Si1 O2 B1 O1 -177.94(10) . . . . ?
Si1 O2 B1 C1 0.34(13) . . . . ?
C6 C1 B1 O1 -0.8(2) . . . . ?
C2 C1 B1 O1 178.99(12) . . . . ?
C6 C1 B1 O2 -178.95(12) . . . . ?
C2 C1 B1 O2 0.83(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 O2 0.95 2.42 3.3288(16) 159.1 14
C4 H4 O2 0.95 2.42 3.3288(16) 159.1 14

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_56-dO
_database_code_depnum_ccdc_archive 'CCDC 2259096'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology
Poland
;
_audit_update_record             
;
2023-10-01 deposited with the CCDC.	2023-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
1,1,6,6-tetramethyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,2,5]oxasilaborol-3(1H)-ol
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H15 B O4 Si'
_chemical_formula_sum            'C11 H15 B O4 Si'
_chemical_formula_weight         250.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.1355(12)
_cell_length_b                   10.6673(3)
_cell_length_c                   12.051(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.31(3)
_cell_angle_gamma                90
_cell_volume                     1324.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    17029
_cell_measurement_theta_min      2.6070
_cell_measurement_theta_max      34.1660

_exptl_crystal_description       unspecified
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.174
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_min  0.88465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4391

_diffrn_reflns_number            43416
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.122
_diffrn_reflns_theta_max         34.589
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5505
_reflns_number_gt                4415
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²+0.4270P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5505
_refine_ls_number_parameters     154
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1181
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.19091(3) 0.23417(3) 0.15107(2) 0.01964(8) Uani 1 1 d . U . . .
O1 O 0.08772(7) 0.11424(7) 0.09072(6) 0.02161(14) Uani 1 1 d . . . . .
O3 O 0.32758(10) 0.26338(9) 0.63280(7) 0.0358(2) Uani 1 1 d . . . . .
O2 O -0.03093(8) -0.04581(7) 0.14539(7) 0.02500(16) Uani 1 1 d . . . . .
H2A H -0.0535 -0.0609 0.0718 0.037 Uiso 1 1 calc R U . . .
C2 C 0.11350(9) 0.11154(9) 0.30400(8) 0.01839(16) Uani 1 1 d . . . . .
C3 C 0.10008(9) 0.06904(9) 0.40978(9) 0.02013(17) Uani 1 1 d . . . . .
H3 H 0.0419 0.0035 0.4087 0.024 Uiso 1 1 calc R U . . .
C6 C 0.27412(10) 0.27053(10) 0.41524(9) 0.02260(19) Uani 1 1 d . . . . .
H6 H 0.3310 0.3379 0.4179 0.027 Uiso 1 1 calc R U . . .
C5 C 0.26100(10) 0.22557(10) 0.51707(9) 0.02295(19) Uani 1 1 d . . . . .
C1 C 0.19832(9) 0.21099(9) 0.30664(9) 0.01949(17) Uani 1 1 d . . . . .
O4 O 0.18503(9) 0.10246(9) 0.62906(7) 0.0337(2) Uani 1 1 d . . . . .
C4 C 0.17628(10) 0.12826(10) 0.51468(9) 0.02178(18) Uani 1 1 d . . . . .
C9 C 0.27900(10) 0.19003(10) 0.70876(9) 0.02405(19) Uani 1 1 d . . . . .
B1 B 0.04842(10) 0.05513(10) 0.17485(10) 0.01935(18) Uani 1 1 d . . . . .
C8 C 0.11353(11) 0.38082(11) 0.07579(11) 0.0286(2) Uani 1 1 d . U . . .
H8A H 0.1148 0.3836 -0.0050 0.043 Uiso 1 1 calc R U . . .
H8B H 0.1612 0.4529 0.1222 0.043 Uiso 1 1 calc R U . . .
H8C H 0.0235 0.3837 0.0703 0.043 Uiso 1 1 calc R U . . .
C10 C 0.38952(13) 0.11739(12) 0.79740(13) 0.0359(3) Uani 1 1 d . . . . .
H10A H 0.4537 0.1758 0.8504 0.054 Uiso 1 1 calc R U . . .
H10B H 0.4303 0.0656 0.7543 0.054 Uiso 1 1 calc R U . . .
H10C H 0.3566 0.0634 0.8453 0.054 Uiso 1 1 calc R U . . .
C11 C 0.21074(14) 0.27594(12) 0.76428(15) 0.0377(3) Uani 1 1 d . . . . .
H11A H 0.2732 0.3356 0.8173 0.057 Uiso 1 1 calc R U . . .
H11B H 0.1721 0.2265 0.8108 0.057 Uiso 1 1 calc R U . . .
H11C H 0.1423 0.3218 0.7010 0.057 Uiso 1 1 calc R U . . .
C7 C 0.34663(12) 0.20381(14) 0.13387(12) 0.0333(2) Uani 1 1 d . . . . .
H7A H 0.3356 0.2174 0.0501 0.050 Uiso 1 1 calc R U . . .
H7B H 0.3735 0.1170 0.1566 0.050 Uiso 1 1 calc R U . . .
H7C H 0.4132 0.2610 0.1857 0.050 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 1.6886(8) . ?
Si1 C8 1.8491(12) . ?
Si1 C7 1.8513(12) . ?
Si1 C1 1.8615(11) . ?
O1 B1 1.3978(13) . ?
O3 C5 1.3684(13) . ?
O3 C9 1.4555(13) . ?
O2 B1 1.3521(13) . ?
O2 H2A 0.8400 . ?
C2 C1 1.4128(13) . ?
C2 C3 1.4133(14) . ?
C2 B1 1.5663(15) . ?
C3 C4 1.3794(14) . ?
C3 H3 0.9500 . ?
C6 C5 1.3759(15) . ?
C6 C1 1.4106(14) . ?
C6 H6 0.9500 . ?
C5 C4 1.3956(14) . ?
O4 C4 1.3722(13) . ?
O4 C9 1.4584(13) . ?
C9 C11 1.5005(18) . ?
C9 C10 1.5027(17) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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 C8 108.39(5) . . ?
O1 Si1 C7 109.41(5) . . ?
C8 Si1 C7 112.02(6) . . ?
O1 Si1 C1 95.50(4) . . ?
C8 Si1 C1 116.15(5) . . ?
C7 Si1 C1 113.84(6) . . ?
B1 O1 Si1 112.24(6) . . ?
C5 O3 C9 107.19(8) . . ?
B1 O2 H2A 109.5 . . ?
C1 C2 C3 121.28(9) . . ?
C1 C2 B1 111.35(8) . . ?
C3 C2 B1 127.27(8) . . ?
C4 C3 C2 116.16(9) . . ?
C4 C3 H3 121.9 . . ?
C2 C3 H3 121.9 . . ?
C5 C6 C1 116.22(9) . . ?
C5 C6 H6 121.9 . . ?
C1 C6 H6 121.9 . . ?
O3 C5 C6 127.33(9) . . ?
O3 C5 C4 109.92(9) . . ?
C6 C5 C4 122.73(9) . . ?
C6 C1 C2 121.23(9) . . ?
C6 C1 Si1 131.05(8) . . ?
C2 C1 Si1 107.66(7) . . ?
C4 O4 C9 107.02(8) . . ?
O4 C4 C3 127.81(9) . . ?
O4 C4 C5 109.80(9) . . ?
C3 C4 C5 122.37(9) . . ?
O3 C9 O4 105.97(8) . . ?
O3 C9 C11 108.92(10) . . ?
O4 C9 C11 109.06(10) . . ?
O3 C9 C10 108.95(10) . . ?
O4 C9 C10 109.09(10) . . ?
C11 C9 C10 114.50(11) . . ?
O2 B1 O1 121.48(9) . . ?
O2 B1 C2 125.21(9) . . ?
O1 B1 C2 113.16(8) . . ?
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 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.84 1.93 2.7681(12) 172.0 3

_refine_diff_density_max         0.524
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

