# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2166283'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
6-(4,4-dimethyl-2-oxazolin-2-yl)-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          405
_chemical_formula_moiety         'C13 H17 B F N O3 Si'
_chemical_formula_sum            'C13 H17 B F N O3 Si'
_chemical_formula_weight         293.17

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'
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'
F F 0.0727 0.0534 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   9.7672(3)
_cell_length_b                   12.4444(4)
_cell_length_c                   12.5674(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1527.53(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5273
_cell_measurement_theta_min      4.9800
_cell_measurement_theta_max      76.4580

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    1.512
_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.093
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 2 0.0475
-3 5 -5 0.0962
-1 5 3 0.0695
1 -5 -3 0.0232
-2 -1 5 0.0584
-3 -4 -5 0.0696
5 4 -2 0.0295
-5 -1 -3 0.0800
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
0.9905 -1.0054 1.9974 -0.0413 -0.2246 0.2187
-2.9720 5.0115 -4.9894 0.2286 0.8431 -0.4651
-1.0018 4.9896 3.0039 0.1261 0.5198 0.5059
1.0018 -4.9896 -3.0039 -0.1261 -0.5198 -0.5059
-2.0161 -1.0048 4.9859 -0.5115 0.0430 0.4753
-2.9849 -3.9772 -5.0085 -0.4302 0.0159 -0.8106
5.0064 3.9876 -1.9766 0.9517 -0.1218 0.0685
-4.9850 -0.9806 -3.0099 -0.5241 0.4700 -0.5243
_exptl_absorpt_correction_T_min  0.851
_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 0.748
_oxdiff_exptl_absorpt_empirical_full_max 1.277
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.01(10)
_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 10.4391

_diffrn_reflns_number            8470
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.001
_diffrn_reflns_theta_max         76.654
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             3081
_reflns_number_gt                3003
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_max     0.903
_reflns_Friedel_fraction_full    0.964

_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)+(0.0405P)²+0.2784P] 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_abs_structure_details 
;
 Flack x determined using 1196 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.018(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3081
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0677
_refine_ls_wR_factor_gt          0.0667
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.78900(5) 0.71650(4) 0.58502(4) 0.02035(12) Uani 1 1 d . . . . .
F1 F 0.49757(12) 0.75476(9) 0.71664(9) 0.0272(3) Uani 1 1 d . . . . .
O1 O 0.94714(14) 0.43348(11) 0.61375(10) 0.0238(3) Uani 1 1 d D . . . .
O2 O 0.90176(13) 0.61710(11) 0.56491(10) 0.0224(3) Uani 1 1 d . . . . .
O3 O 0.26861(13) 0.65722(12) 0.80450(10) 0.0262(3) Uani 1 1 d . . . . .
N1 N 0.35641(16) 0.59908(13) 0.96011(12) 0.0214(3) Uani 1 1 d . . . . .
C9 C 0.37225(18) 0.61283(15) 0.86037(14) 0.0193(3) Uani 1 1 d . . . . .
C1 C 0.67644(18) 0.63552(14) 0.67561(14) 0.0199(3) Uani 1 1 d . . . . .
C4 C 0.56242(19) 0.48617(14) 0.81623(14) 0.0208(3) Uani 1 1 d . . . . .
H4 H 0.5255 0.4364 0.8658 0.025 Uiso 1 1 calc R U . . .
C2 C 0.55674(18) 0.65653(14) 0.72909(13) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.49711(18) 0.58475(15) 0.79999(13) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.8690(2) 0.83238(17) 0.65381(17) 0.0305(4) Uani 1 1 d . . . . .
H8A H 0.9096 0.8082 0.7210 0.046 Uiso 1 1 calc R U . . .
H8B H 0.7992 0.8870 0.6684 0.046 Uiso 1 1 calc R U . . .
H8C H 0.9406 0.8632 0.6084 0.046 Uiso 1 1 calc R U . . .
C6 C 0.73908(18) 0.53442(15) 0.69056(14) 0.0203(3) Uani 1 1 d . . . . .
C5 C 0.68084(19) 0.46030(15) 0.76046(14) 0.0216(4) Uani 1 1 d . . . . .
H5 H 0.7223 0.3919 0.7700 0.026 Uiso 1 1 calc R U . . .
C10 C 0.15531(19) 0.66486(18) 0.87914(15) 0.0261(4) Uani 1 1 d . . . . .
H10A H 0.0868 0.6078 0.8657 0.031 Uiso 1 1 calc R U . . .
H10B H 0.1098 0.7358 0.8740 0.031 Uiso 1 1 calc R U . . .
C11 C 0.2233(2) 0.65013(16) 0.98892(14) 0.0239(4) Uani 1 1 d . . . . .
C7 C 0.7109(2) 0.75840(18) 0.45830(15) 0.0307(4) Uani 1 1 d . . . . .
H7A H 0.6679 0.6962 0.4241 0.046 Uiso 1 1 calc R U . . .
H7B H 0.7818 0.7878 0.4114 0.046 Uiso 1 1 calc R U . . .
H7C H 0.6414 0.8135 0.4720 0.046 Uiso 1 1 calc R U . . .
B1 B 0.8726(2) 0.52385(17) 0.62015(16) 0.0208(4) Uani 1 1 d . . . . .
C12 C 0.1426(2) 0.5787(2) 1.06403(17) 0.0352(5) Uani 1 1 d . . . . .
H12A H 0.1937 0.5696 1.1305 0.053 Uiso 1 1 calc R U . . .
H12B H 0.1282 0.5083 1.0308 0.053 Uiso 1 1 calc R U . . .
H12C H 0.0538 0.6119 1.0792 0.053 Uiso 1 1 calc R U . . .
C13 C 0.2562(2) 0.75864(18) 1.03968(16) 0.0323(5) Uani 1 1 d . . . . .
H13A H 0.3036 0.7471 1.1074 0.048 Uiso 1 1 calc R U . . .
H13B H 0.1709 0.7982 1.0524 0.048 Uiso 1 1 calc R U . . .
H13C H 0.3150 0.8002 0.9918 0.048 Uiso 1 1 calc R U . . .
H1 H 1.011(2) 0.432(2) 0.5648(18) 0.048 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 1.6754(13) . ?
Si1 C7 1.841(2) . ?
Si1 C8 1.854(2) . ?
Si1 C1 1.8764(18) . ?
F1 C2 1.361(2) . ?
O1 B1 1.342(3) . ?
O1 H1 0.874(13) . ?
O2 B1 1.382(2) . ?
O3 C9 1.350(2) . ?
O3 C10 1.454(2) . ?
N1 C9 1.274(2) . ?
N1 C11 1.492(2) . ?
C9 C3 1.478(2) . ?
C1 C2 1.374(3) . ?
C1 C6 1.412(3) . ?
C4 C5 1.390(3) . ?
C4 C3 1.398(2) . ?
C4 H4 0.9500 . ?
C2 C3 1.390(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C6 C5 1.395(3) . ?
C6 B1 1.582(3) . ?
C5 H5 0.9500 . ?
C10 C11 1.542(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.518(3) . ?
C11 C13 1.528(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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 110.55(8) . . ?
O2 Si1 C8 111.56(9) . . ?
C7 Si1 C8 110.96(10) . . ?
O2 Si1 C1 94.60(7) . . ?
C7 Si1 C1 115.73(9) . . ?
C8 Si1 C1 112.45(9) . . ?
B1 O1 H1 116(2) . . ?
B1 O2 Si1 114.14(12) . . ?
C9 O3 C10 105.18(13) . . ?
C9 N1 C11 106.70(15) . . ?
N1 C9 O3 118.38(16) . . ?
N1 C9 C3 124.98(17) . . ?
O3 C9 C3 116.63(15) . . ?
C2 C1 C6 118.26(17) . . ?
C2 C1 Si1 133.89(14) . . ?
C6 C1 Si1 107.79(13) . . ?
C5 C4 C3 120.63(17) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
F1 C2 C1 118.43(16) . . ?
F1 C2 C3 118.23(16) . . ?
C1 C2 C3 123.24(17) . . ?
C2 C3 C4 117.81(17) . . ?
C2 C3 C9 121.53(16) . . ?
C4 C3 C9 120.60(16) . . ?
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 . . ?
C5 C6 C1 119.76(17) . . ?
C5 C6 B1 129.32(17) . . ?
C1 C6 B1 110.93(16) . . ?
C4 C5 C6 120.24(17) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
O3 C10 C11 104.01(14) . . ?
O3 C10 H10A 111.0 . . ?
C11 C10 H10A 111.0 . . ?
O3 C10 H10B 111.0 . . ?
C11 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
N1 C11 C12 110.73(16) . . ?
N1 C11 C13 107.12(15) . . ?
C12 C11 C13 111.56(17) . . ?
N1 C11 C10 102.04(14) . . ?
C12 C11 C10 113.75(17) . . ?
C13 C11 C10 111.05(16) . . ?
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 124.19(18) . . ?
O1 B1 C6 123.40(17) . . ?
O2 B1 C6 112.40(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2166284'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
6-(3,4,4-Trimethyl-2-oxazolinium-2-yl)-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole trifluoromethanesulfonate
;
_chemical_name_common            ?
_chemical_melting_point          373
_chemical_formula_moiety         'C15 H20 B F4 N O6 S Si'
_chemical_formula_sum            'C15 H20 B F4 N O6 S Si'
_chemical_formula_weight         457.28

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'
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'
S S 0.3331 0.5567 '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'
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/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                   12.3262(2)
_cell_length_b                   10.8908(2)
_cell_length_c                   15.6822(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.680(2)
_cell_angle_gamma                90
_cell_volume                     2053.87(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14511
_cell_measurement_theta_min      3.6220
_cell_measurement_theta_max      75.7420

_exptl_crystal_description       shapeless
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    2.596
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.091
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
8 1 0 0.0325
-8 -1 0 0.0584
0 5 -8 0.0957
-2 -5 8 0.0758
5 -4 4 0.0418
-5 4 -4 0.0649
-3 5 7 0.1131
2 -5 -8 0.0988
3 6 -3 0.0695
0 -6 5 0.0603
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
7.9958 1.0000 0.0119 -0.1635 -0.7685 0.6730
-7.9958 -1.0000 -0.0119 0.1635 0.7685 -0.6730
-0.0002 4.9908 -8.0083 -0.1255 -0.6229 -0.8629
-1.9988 -4.9909 8.0050 0.1877 0.7910 0.6799
4.9981 -3.9944 4.0140 -0.2212 0.0350 0.9775
-4.9981 3.9944 -4.0140 0.2212 -0.0350 -0.9775
-3.0011 5.0034 6.9917 1.0047 -0.1021 -0.0729
2.0017 -5.0043 -7.9937 -1.0427 0.1682 -0.0896
2.9972 5.9948 -3.0029 0.2122 -0.8815 -0.2926
0.0010 -5.9929 5.0084 -0.1674 0.6651 0.7090
_exptl_absorpt_correction_T_min  0.659
_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 0.872
_oxdiff_exptl_absorpt_empirical_full_max 1.271
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.00(10)
_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            21659
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.675
_diffrn_reflns_theta_max         76.618
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4285
_reflns_number_gt                4143
_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)+(0.0686P)²+3.2960P] 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         4285
_refine_ls_number_parameters     265
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1496
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
S1 S 0.91142(5) 0.77537(6) 1.06175(4) 0.03377(18) Uani 1 1 d . . . . .
Si1 Si 0.37116(6) 0.98495(7) 0.74349(5) 0.03354(19) Uani 1 1 d . . . . .
F1 F 0.61352(12) 1.09569(15) 0.71757(11) 0.0391(4) Uani 1 1 d . . . . .
O7 O 0.75982(14) 1.0399(2) 0.53138(12) 0.0375(4) Uani 1 1 d . . . . .
F4 F 0.73483(14) 0.90107(18) 0.98956(13) 0.0505(5) Uani 1 1 d . . . . .
N1 N 0.82577(16) 1.02519(19) 0.67244(13) 0.0264(4) Uani 1 1 d . . . . .
O4 O 0.85297(18) 0.7361(2) 1.12578(16) 0.0495(6) Uani 1 1 d . . . . .
O2 O 0.27717(14) 0.88069(18) 0.69652(13) 0.0363(4) Uani 1 1 d . . . . .
O1 O 0.25152(16) 0.71820(18) 0.58996(14) 0.0396(5) Uani 1 1 d D . . . .
F2 F 0.8547(2) 1.00080(17) 1.08420(15) 0.0655(6) Uani 1 1 d . . . . .
O5 O 1.02510(16) 0.8082(2) 1.09569(14) 0.0441(5) Uani 1 1 d . . . . .
F3 F 0.88464(17) 0.9640(2) 0.95756(14) 0.0685(7) Uani 1 1 d . . . . .
C15 C 0.8430(2) 0.9178(3) 1.02093(18) 0.0349(6) Uani 1 1 d . . . . .
C20 C 0.74368(19) 1.0066(2) 0.60688(16) 0.0260(5) Uani 1 1 d . . . . .
C3 C 0.47250(19) 0.9468(2) 0.67419(17) 0.0298(5) Uani 1 1 d . . . . .
C4 C 0.4306(2) 0.8484(2) 0.61997(17) 0.0313(5) Uani 1 1 d . . . . .
C11 C 0.9159(2) 1.0958(2) 0.64377(17) 0.0306(5) Uani 1 1 d . . . . .
C14 C 0.8360(2) 0.9827(2) 0.76232(16) 0.0314(5) Uani 1 1 d . . . . .
H14A H 0.9074 1.0099 0.7981 0.047 Uiso 1 1 calc R U . . .
H14B H 0.8323 0.8928 0.7631 0.047 Uiso 1 1 calc R U . . .
H14C H 0.7752 1.0168 0.7860 0.047 Uiso 1 1 calc R U . . .
C1 C 0.63508(19) 0.9514(2) 0.61061(17) 0.0288(5) Uani 1 1 d . . . . .
C7 C 0.4261(3) 0.9440(4) 0.8594(2) 0.0524(8) Uani 1 1 d . . . . .
H7A H 0.4527 0.8590 0.8632 0.079 Uiso 1 1 calc R U . . .
H7B H 0.3669 0.9523 0.8918 0.079 Uiso 1 1 calc R U . . .
H7C H 0.4876 0.9990 0.8847 0.079 Uiso 1 1 calc R U . . .
C5 C 0.4903(2) 0.8027(2) 0.56033(17) 0.0329(5) Uani 1 1 d . . . . .
H5 H 0.4615 0.7361 0.5230 0.040 Uiso 1 1 calc R U . . .
C2 C 0.5740(2) 0.9976(2) 0.66783(17) 0.0306(5) Uani 1 1 d . . . . .
C13 C 1.0298(2) 1.0395(3) 0.67898(18) 0.0363(6) Uani 1 1 d . . . . .
H13A H 1.0297 0.9539 0.6599 0.055 Uiso 1 1 calc R U . . .
H13B H 1.0471 1.0429 0.7430 0.055 Uiso 1 1 calc R U . . .
H13C H 1.0861 1.0857 0.6567 0.055 Uiso 1 1 calc R U . . .
B1 B 0.3114(2) 0.8092(3) 0.6347(2) 0.0336(6) Uani 1 1 d . . . . .
C12 C 0.9089(3) 1.2286(3) 0.6699(2) 0.0494(8) Uani 1 1 d . . . . .
H12A H 0.8342 1.2602 0.6451 0.074 Uiso 1 1 calc R U . . .
H12B H 0.9639 1.2769 0.6479 0.074 Uiso 1 1 calc R U . . .
H12C H 0.9239 1.2347 0.7338 0.074 Uiso 1 1 calc R U . . .
C6 C 0.5918(2) 0.8551(3) 0.55600(17) 0.0318(5) Uani 1 1 d . . . . .
H6 H 0.6318 0.8245 0.5152 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3184(2) 1.1437(3) 0.7285(2) 0.0426(7) Uani 1 1 d . . . . .
H8A H 0.2905 1.1600 0.6661 0.064 Uiso 1 1 calc R U . . .
H8B H 0.3788 1.2012 0.7521 0.064 Uiso 1 1 calc R U . . .
H8C H 0.2580 1.1544 0.7594 0.064 Uiso 1 1 calc R U . . .
O6 O 0.8965(3) 0.7019(3) 0.9841(2) 0.0786(10) Uani 1 1 d . . . . .
C10 C 0.8776(2) 1.0758(3) 0.54494(19) 0.0419(7) Uani 1 1 d . . . . .
H10A H 0.8856 1.1523 0.5127 0.050 Uiso 1 1 calc R U . . .
H10B H 0.9217 1.0101 0.5249 0.050 Uiso 1 1 calc R U . . .
H1A H 0.1911(19) 0.703(4) 0.604(3) 0.063 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
S1 O4 1.424(2) . ?
S1 O5 1.431(2) . ?
S1 O6 1.434(3) . ?
S1 C15 1.814(3) . ?
Si1 O2 1.673(2) . ?
Si1 C8 1.844(3) . ?
Si1 C7 1.850(3) . ?
Si1 C3 1.873(3) . ?
F1 C2 1.349(3) . ?
O7 C20 1.295(3) . ?
O7 C10 1.474(3) . ?
F4 C15 1.328(3) . ?
N1 C20 1.291(3) . ?
N1 C14 1.463(3) . ?
N1 C11 1.499(3) . ?
O2 B1 1.380(4) . ?
O1 B1 1.339(4) . ?
O1 H1A 0.836(10) . ?
F2 C15 1.326(3) . ?
F3 C15 1.315(3) . ?
C20 C1 1.480(3) . ?
C3 C2 1.392(3) . ?
C3 C4 1.395(4) . ?
C4 C5 1.403(4) . ?
C4 B1 1.595(4) . ?
C11 C12 1.511(4) . ?
C11 C13 1.520(3) . ?
C11 C10 1.533(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C1 C6 1.385(4) . ?
C1 C2 1.386(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
O4 S1 O5 114.73(14) . . ?
O4 S1 O6 116.1(2) . . ?
O5 S1 O6 112.83(17) . . ?
O4 S1 C15 103.74(13) . . ?
O5 S1 C15 105.02(13) . . ?
O6 S1 C15 102.37(16) . . ?
O2 Si1 C8 112.93(12) . . ?
O2 Si1 C7 109.73(15) . . ?
C8 Si1 C7 113.21(17) . . ?
O2 Si1 C3 94.56(11) . . ?
C8 Si1 C3 113.27(13) . . ?
C7 Si1 C3 111.71(13) . . ?
C20 O7 C10 106.67(19) . . ?
C20 N1 C14 127.2(2) . . ?
C20 N1 C11 110.2(2) . . ?
C14 N1 C11 122.6(2) . . ?
B1 O2 Si1 113.77(17) . . ?
B1 O1 H1A 116(3) . . ?
F3 C15 F2 107.9(3) . . ?
F3 C15 F4 107.4(2) . . ?
F2 C15 F4 107.8(2) . . ?
F3 C15 S1 111.4(2) . . ?
F2 C15 S1 110.66(19) . . ?
F4 C15 S1 111.4(2) . . ?
N1 C20 O7 115.7(2) . . ?
N1 C20 C1 126.2(2) . . ?
O7 C20 C1 118.2(2) . . ?
C2 C3 C4 118.7(2) . . ?
C2 C3 Si1 132.7(2) . . ?
C4 C3 Si1 108.62(18) . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 B1 110.3(2) . . ?
C5 C4 B1 129.5(3) . . ?
N1 C11 C12 108.6(2) . . ?
N1 C11 C13 111.8(2) . . ?
C12 C11 C13 113.0(2) . . ?
N1 C11 C10 98.4(2) . . ?
C12 C11 C10 112.8(2) . . ?
C13 C11 C10 111.4(2) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C6 C1 C2 119.0(2) . . ?
C6 C1 C20 120.8(2) . . ?
C2 C1 C20 120.2(2) . . ?
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 C5 C4 119.8(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
F1 C2 C1 118.9(2) . . ?
F1 C2 C3 119.3(2) . . ?
C1 C2 C3 121.8(2) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 B1 O2 124.6(3) . . ?
O1 B1 C4 122.8(3) . . ?
O2 B1 C4 112.6(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C6 C5 120.6(2) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
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 . . ?
O7 C10 C11 105.0(2) . . ?
O7 C10 H10A 110.8 . . ?
C11 C10 H10A 110.8 . . ?
O7 C10 H10B 110.8 . . ?
C11 C10 H10B 110.8 . . ?
H10A C10 H10B 108.8 . . ?

_refine_diff_density_max         1.001
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 2166285'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
6-[2-methyl-2-(N-methylpyrazinamido)propoxycarbonyl]-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          402
_chemical_formula_moiety         '2(C19 H23 B F N3 O5 Si), H2O'
_chemical_formula_sum            'C19 H24 B F N3 O5.50 Si'
_chemical_formula_weight         440.31

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'
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                   7.3320(2)
_cell_length_b                   10.4076(2)
_cell_length_c                   14.5602(4)
_cell_angle_alpha                100.665(2)
_cell_angle_beta                 100.149(2)
_cell_angle_gamma                91.918(2)
_cell_volume                     1072.28(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8593
_cell_measurement_theta_min      3.0740
_cell_measurement_theta_max      72.3880

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             462
_exptl_absorpt_coefficient_mu    1.385
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.083
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 -3 0.0464
0 -5 3 0.0464
5 -2 0 0.0880
-2 1 0 0.0711
1 0 5 0.0235
-2 3 5 0.0377
0 0 -1 0.0390
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
-0.0061 5.0031 -2.9777 0.5341 -0.0022 0.5441
0.0061 -5.0031 2.9777 -0.5341 0.0022 -0.5441
4.9936 -1.9832 0.0166 0.5496 0.0168 -0.9410
-1.9978 0.9933 -0.0058 -0.1999 -0.0195 0.3952
0.9915 0.0000 5.0021 0.0904 -0.5515 -0.2762
-2.0082 2.9904 4.9996 -0.0600 -0.6767 0.4572
0.0013 0.0007 -0.9994 0.0119 0.1059 0.0251
_exptl_absorpt_correction_T_min  0.575
_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 0.413
_oxdiff_exptl_absorpt_empirical_full_max 2.686
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.01(10)
_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            15571
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.143
_diffrn_reflns_theta_max         72.668
_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             4189
_reflns_number_gt                3702
_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_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)+(0.0978P)²+0.4598P] 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         4189
_refine_ls_number_parameters     289
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1421
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.051
_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
C18 C 0.4230(3) 0.10471(18) 0.73500(13) 0.0219(4) Uani 1 1 d . . . . .
H18A H 0.5525 0.1375 0.7417 0.033 Uiso 1 1 calc R U . . .
H18B H 0.4066 0.0137 0.7003 0.033 Uiso 1 1 calc R U . . .
H18C H 0.3919 0.1087 0.7982 0.033 Uiso 1 1 calc R U . . .
C19 C 0.0936(3) 0.1352(2) 0.66830(14) 0.0249(4) Uani 1 1 d . . . . .
H19A H 0.0107 0.1875 0.6321 0.037 Uiso 1 1 calc R U . . .
H19B H 0.0609 0.1393 0.7311 0.037 Uiso 1 1 calc R U . . .
H19C H 0.0806 0.0439 0.6342 0.037 Uiso 1 1 calc R U . . .
O6 O 0.0890(5) 0.4356(4) 0.5142(3) 0.0392(8) Uani 0.5 1 d D . P . .
H6B H 0.073(9) 0.480(6) 0.468(3) 0.047 Uiso 0.5 1 d D U P . .
H6A H 0.021(8) 0.460(6) 0.557(3) 0.047 Uiso 0.5 1 d D U P . .
Si1 Si 0.05699(7) 0.20197(5) 1.15750(3) 0.02033(17) Uani 1 1 d . . . . .
O4 O 0.27423(19) 0.33125(13) 0.82599(9) 0.0191(3) Uani 1 1 d . . . . .
O2 O 0.11644(19) 0.52310(13) 1.34114(9) 0.0207(3) Uani 1 1 d D . . . .
O5 O 0.64336(18) 0.27234(13) 0.64899(9) 0.0206(3) Uani 1 1 d . . . . .
F1 F 0.15068(19) 0.21177(11) 0.94644(8) 0.0276(3) Uani 1 1 d . . . . .
O1 O 0.05359(19) 0.30393(13) 1.26021(9) 0.0211(3) Uani 1 1 d . . . . .
O3 O 0.2970(2) 0.55075(13) 0.85674(9) 0.0235(3) Uani 1 1 d . . . . .
N2 N 0.7096(2) 0.21779(16) 0.45943(12) 0.0234(4) Uani 1 1 d . . . . .
N1 N 0.3469(2) 0.19013(15) 0.58434(10) 0.0174(3) Uani 1 1 d . . . . .
C1 C 0.1459(3) 0.33056(17) 1.09858(13) 0.0180(4) Uani 1 1 d . . . . .
C2 C 0.1805(3) 0.32834(18) 1.00822(13) 0.0183(4) Uani 1 1 d . . . . .
C5 C 0.2267(2) 0.56438(17) 1.13702(12) 0.0174(4) Uani 1 1 d . . . . .
H5 H 0.2423 0.6457 1.1807 0.021 Uiso 1 1 calc R U . . .
C9 C 0.2728(2) 0.44828(18) 0.88173(12) 0.0167(4) Uani 1 1 d . . . . .
C6 C 0.1710(2) 0.45039(18) 1.16485(12) 0.0171(4) Uani 1 1 d . . . . .
C11 C 0.2948(2) 0.18951(17) 0.67992(12) 0.0174(4) Uani 1 1 d . . . . .
C13 C 0.5166(3) 0.23901(17) 0.57914(12) 0.0172(4) Uani 1 1 d . . . . .
C10 C 0.3091(2) 0.33328(17) 0.73123(12) 0.0164(4) Uani 1 1 d . . . . .
H10A H 0.4343 0.3745 0.7345 0.020 Uiso 1 1 calc R U . . .
H10B H 0.2159 0.3832 0.6973 0.020 Uiso 1 1 calc R U . . .
C3 C 0.2383(2) 0.44095(18) 0.97877(12) 0.0168(4) Uani 1 1 d . . . . .
C4 C 0.2595(2) 0.55903(18) 1.04525(13) 0.0170(4) Uani 1 1 d . . . . .
H4 H 0.2972 0.6374 1.0271 0.020 Uiso 1 1 calc R U . . .
C14 C 0.5540(3) 0.26254(17) 0.48487(12) 0.0182(4) Uani 1 1 d . . . . .
C15 C 0.4438(3) 0.3408(2) 0.43339(15) 0.0267(4) Uani 1 1 d . . . . .
H15 H 0.3342 0.3707 0.4542 0.032 Uiso 1 1 calc R U . . .
N3 N 0.4876(3) 0.37527(19) 0.35507(13) 0.0307(4) Uani 1 1 d . . . . .
C12 C 0.2217(3) 0.1178(2) 0.49868(13) 0.0243(4) Uani 1 1 d . . . . .
H12A H 0.1046 0.0910 0.5156 0.037 Uiso 1 1 calc R U . . .
H12B H 0.2803 0.0399 0.4717 0.037 Uiso 1 1 calc R U . . .
H12C H 0.1970 0.1743 0.4516 0.037 Uiso 1 1 calc R U . . .
C16 C 0.6429(3) 0.3303(2) 0.33000(14) 0.0247(4) Uani 1 1 d . . . . .
H16 H 0.6803 0.3527 0.2754 0.030 Uiso 1 1 calc R U . . .
C8 C 0.2217(4) 0.0749(2) 1.17993(16) 0.0333(5) Uani 1 1 d . . . . .
H8A H 0.1661 0.0123 1.2115 0.050 Uiso 1 1 calc R U . . .
H8B H 0.3370 0.1166 1.2208 0.050 Uiso 1 1 calc R U . . .
H8C H 0.2489 0.0287 1.1193 0.050 Uiso 1 1 calc R U . . .
C17 C 0.7515(3) 0.2518(2) 0.38104(14) 0.0245(4) Uani 1 1 d . . . . .
H17 H 0.8601 0.2209 0.3596 0.029 Uiso 1 1 calc R U . . .
B1 B 0.1176(3) 0.4309(2) 1.26278(14) 0.0183(4) Uani 1 1 d . . . . .
C7 C -0.1804(3) 0.1292(2) 1.10350(15) 0.0292(4) Uani 1 1 d . . . . .
H7A H -0.2628 0.1991 1.0922 0.044 Uiso 1 1 calc R U . . .
H7B H -0.2265 0.0796 1.1467 0.044 Uiso 1 1 calc R U . . .
H7C H -0.1775 0.0703 1.0430 0.044 Uiso 1 1 calc R U . . .
H2 H 0.180(4) 0.5964(18) 1.347(2) 0.044 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
C18 C11 1.536(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C11 1.531(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O6 H6B 0.872(10) . ?
O6 H6A 0.874(10) . ?
Si1 O1 1.6706(14) . ?
Si1 C7 1.852(2) . ?
Si1 C8 1.855(2) . ?
Si1 C1 1.8751(19) . ?
O4 C9 1.334(2) . ?
O4 C10 1.4506(19) . ?
O2 B1 1.349(2) . ?
O2 H2 0.865(10) . ?
O5 C13 1.238(2) . ?
F1 C2 1.356(2) . ?
O1 B1 1.379(3) . ?
O3 C9 1.206(2) . ?
N2 C14 1.333(3) . ?
N2 C17 1.337(3) . ?
N1 C13 1.348(2) . ?
N1 C12 1.472(2) . ?
N1 C11 1.508(2) . ?
C1 C2 1.379(2) . ?
C1 C6 1.413(3) . ?
C2 C3 1.398(3) . ?
C5 C4 1.390(2) . ?
C5 C6 1.394(3) . ?
C5 H5 0.9500 . ?
C9 C3 1.493(2) . ?
C6 B1 1.589(3) . ?
C11 C10 1.535(2) . ?
C13 C14 1.507(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C3 C4 1.402(3) . ?
C4 H4 0.9500 . ?
C14 C15 1.391(3) . ?
C15 N3 1.344(3) . ?
C15 H15 0.9500 . ?
N3 C16 1.329(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C16 C17 1.383(3) . ?
C16 H16 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C17 H17 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
C11 C18 H18A 109.5 . . ?
C11 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C11 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C19 H19A 109.5 . . ?
C11 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C11 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H6B O6 H6A 113(6) . . ?
O1 Si1 C7 109.96(9) . . ?
O1 Si1 C8 108.90(9) . . ?
C7 Si1 C8 111.91(11) . . ?
O1 Si1 C1 95.10(8) . . ?
C7 Si1 C1 115.19(9) . . ?
C8 Si1 C1 114.34(10) . . ?
C9 O4 C10 115.68(14) . . ?
B1 O2 H2 117(2) . . ?
B1 O1 Si1 113.93(12) . . ?
C14 N2 C17 115.78(17) . . ?
C13 N1 C12 120.77(15) . . ?
C13 N1 C11 120.07(14) . . ?
C12 N1 C11 118.42(15) . . ?
C2 C1 C6 119.34(16) . . ?
C2 C1 Si1 133.00(14) . . ?
C6 C1 Si1 107.61(13) . . ?
F1 C2 C1 117.27(16) . . ?
F1 C2 C3 120.20(16) . . ?
C1 C2 C3 122.50(17) . . ?
C4 C5 C6 119.95(16) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
O3 C9 O4 123.58(16) . . ?
O3 C9 C3 122.79(16) . . ?
O4 C9 C3 113.63(15) . . ?
C5 C6 C1 119.32(16) . . ?
C5 C6 B1 129.83(17) . . ?
C1 C6 B1 110.77(16) . . ?
N1 C11 C19 110.81(14) . . ?
N1 C11 C10 106.30(14) . . ?
C19 C11 C10 108.07(15) . . ?
N1 C11 C18 110.29(14) . . ?
C19 C11 C18 108.76(15) . . ?
C10 C11 C18 112.59(15) . . ?
O5 C13 N1 123.61(16) . . ?
O5 C13 C14 117.06(16) . . ?
N1 C13 C14 119.23(16) . . ?
O4 C10 C11 106.02(13) . . ?
O4 C10 H10A 110.5 . . ?
C11 C10 H10A 110.5 . . ?
O4 C10 H10B 110.5 . . ?
C11 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
C2 C3 C4 117.16(16) . . ?
C2 C3 C9 126.05(16) . . ?
C4 C3 C9 116.75(16) . . ?
C5 C4 C3 121.72(17) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
N2 C14 C15 121.86(17) . . ?
N2 C14 C13 116.45(16) . . ?
C15 C14 C13 121.22(17) . . ?
N3 C15 C14 121.96(19) . . ?
N3 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C16 N3 C15 115.92(18) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C16 C17 121.94(18) . . ?
N3 C16 H16 119.0 . . ?
C17 C16 H16 119.0 . . ?
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 . . ?
N2 C17 C16 122.53(18) . . ?
N2 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
O2 B1 O1 119.34(17) . . ?
O2 B1 C6 127.94(17) . . ?
O1 B1 C6 112.54(16) . . ?
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 . . ?

_refine_diff_density_max         0.698
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.081

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_3e
_database_code_depnum_ccdc_archive 'CCDC 2166286'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
6-[2-methyl-2-(N-methylphenylsufonamido)propoxycarbonyl]-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole
;
_chemical_name_common            ?
_chemical_melting_point          403
_chemical_formula_moiety         'C20 H25 B F N O6 S Si'
_chemical_formula_sum            'C20 H25 B F N O6 S Si'
_chemical_formula_weight         465.37

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'
S S 0.3331 0.5567 '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'
N N 0.0311 0.0180 '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                   15.9031(3)
_cell_length_b                   6.97990(10)
_cell_length_c                   20.0486(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.036(2)
_cell_angle_gamma                90
_cell_volume                     2197.82(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7972
_cell_measurement_theta_min      2.7410
_cell_measurement_theta_max      73.9350

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_F_000             976
_exptl_absorpt_coefficient_mu    2.237
_exptl_crystal_size_max          0.423
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.073
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 1 -11 0.0295
5 1 10 0.0628
2 -3 8 0.1217
2 -4 1 0.1726
10 0 2 0.0302
-10 0 -2 0.0431
4 1 -12 0.0171
-3 1 13 0.0825
-4 -3 9 0.1264
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
-4.0018 1.0064 -11.0087 -0.2370 -0.9881 -0.0988
5.0250 0.9964 10.0069 0.2505 0.9112 -0.3520
1.9758 -3.0087 8.0069 0.1950 0.7267 0.5823
1.9670 -4.0141 0.9993 0.3487 0.2093 0.8172
10.0330 -0.0195 1.9945 0.8699 0.4825 -0.2234
-10.0330 0.0195 -1.9945 -0.8699 -0.4825 0.2234
4.0251 0.9898 -12.0159 0.4989 -0.8004 -0.2705
-3.0021 1.0138 13.0163 -0.5162 0.8762 -0.1858
-4.0443 -2.9961 9.0125 -0.3608 0.6051 0.7104
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.51a (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 0.650
_oxdiff_exptl_absorpt_empirical_full_max 1.799
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.01(10)
_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            13050
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.813
_diffrn_reflns_theta_max         74.071
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4390
_reflns_number_gt                3931
_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 1.171.41.51a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.51a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.51a (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)+(0.0471P)²+1.1516P] 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         4390
_refine_ls_number_parameters     283
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0875
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.032
_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
C20 C 0.20960(10) 0.5444(2) 0.37196(8) 0.0240(3) Uani 1 1 d . . . . .
H20A H 0.2716 0.5607 0.3809 0.036 Uiso 1 1 calc R U . . .
H20B H 0.1878 0.5323 0.4148 0.036 Uiso 1 1 calc R U . . .
H20C H 0.1836 0.6561 0.3472 0.036 Uiso 1 1 calc R U . . .
C19 C 0.23506(10) 0.1888(2) 0.36385(8) 0.0231(3) Uani 1 1 d . . . . .
H19A H 0.2962 0.2162 0.3731 0.035 Uiso 1 1 calc R U . . .
H19B H 0.2250 0.0775 0.3339 0.035 Uiso 1 1 calc R U . . .
H19C H 0.2143 0.1614 0.4064 0.035 Uiso 1 1 calc R U . . .
C21 C 0.06505(11) 0.1772(3) 0.26430(9) 0.0315(4) Uani 1 1 d . . . . .
H21A H 0.0028 0.1664 0.2576 0.047 Uiso 1 1 calc R U . . .
H21B H 0.0905 0.0552 0.2811 0.047 Uiso 1 1 calc R U . . .
H21C H 0.0836 0.2088 0.2213 0.047 Uiso 1 1 calc R U . . .
S1 S 0.03126(2) 0.36610(5) 0.37199(2) 0.01888(11) Uani 1 1 d . . . . .
Si1 Si 0.63994(3) 0.40487(6) 0.42264(2) 0.02023(11) Uani 1 1 d . . . . .
F1 F 0.43631(6) 0.41886(16) 0.36829(5) 0.0302(2) Uani 1 1 d . . . . .
O4 O 0.30716(7) 0.42727(19) 0.27606(6) 0.0256(3) Uani 1 1 d . . . . .
O1 O 0.73177(7) 0.39571(16) 0.39145(6) 0.0228(2) Uani 1 1 d . . . . .
O3 O 0.32141(8) 0.3964(2) 0.16766(6) 0.0342(3) Uani 1 1 d . . . . .
O2 O 0.78573(7) 0.38217(18) 0.28610(6) 0.0269(3) Uani 1 1 d D . . . .
O5 O 0.03639(7) 0.56304(16) 0.39193(6) 0.0245(3) Uani 1 1 d . . . . .
O6 O -0.05135(7) 0.29120(18) 0.34403(6) 0.0263(3) Uani 1 1 d . . . . .
C1 C 0.57135(10) 0.4060(2) 0.33772(8) 0.0189(3) Uani 1 1 d . . . . .
C6 C 0.48429(10) 0.4130(2) 0.31821(8) 0.0194(3) Uani 1 1 d . . . . .
C2 C 0.62425(10) 0.4018(2) 0.28766(8) 0.0190(3) Uani 1 1 d . . . . .
C5 C 0.44635(9) 0.4133(2) 0.25048(8) 0.0181(3) Uani 1 1 d . . . . .
C3 C 0.58847(10) 0.4032(2) 0.21949(8) 0.0206(3) Uani 1 1 d . . . . .
H3 H 0.6240 0.4003 0.1856 0.025 Uiso 1 1 calc R U . . .
C17 C 0.18752(9) 0.3637(2) 0.32961(8) 0.0188(3) Uani 1 1 d . . . . .
N1 N 0.09252(8) 0.3302(2) 0.31405(6) 0.0192(3) Uani 1 1 d . . . . .
C4 C 0.50047(10) 0.4089(2) 0.20166(8) 0.0197(3) Uani 1 1 d . . . . .
H4 H 0.4764 0.4097 0.1552 0.024 Uiso 1 1 calc R U . . .
C7 C 0.35244(10) 0.4120(2) 0.22597(8) 0.0195(3) Uani 1 1 d . . . . .
C10 C 0.07092(9) 0.2253(2) 0.44300(7) 0.0188(3) Uani 1 1 d . . . . .
C14 C 0.14558(11) 0.2036(2) 0.55599(8) 0.0254(3) Uani 1 1 d . . . . .
H14 H 0.1702 0.2629 0.5971 0.030 Uiso 1 1 calc R U . . .
C15 C 0.10797(10) 0.3142(2) 0.50237(8) 0.0221(3) Uani 1 1 d . . . . .
H15 H 0.1075 0.4499 0.5061 0.027 Uiso 1 1 calc R U . . .
C9 C 0.63078(12) 0.6286(2) 0.46966(9) 0.0292(4) Uani 1 1 d . . . . .
H9A H 0.6368 0.7385 0.4403 0.044 Uiso 1 1 calc R U . . .
H9B H 0.6757 0.6329 0.5092 0.044 Uiso 1 1 calc R U . . .
H9C H 0.5750 0.6336 0.4845 0.044 Uiso 1 1 calc R U . . .
B1 B 0.72096(11) 0.3926(2) 0.32203(10) 0.0208(4) Uani 1 1 d . . . . .
C18 C 0.21613(10) 0.3965(2) 0.26035(8) 0.0225(3) Uani 1 1 d . . . . .
H18A H 0.2032 0.2831 0.2308 0.027 Uiso 1 1 calc R U . . .
H18B H 0.1873 0.5098 0.2374 0.027 Uiso 1 1 calc R U . . .
C12 C 0.10870(11) -0.0839(2) 0.49033(9) 0.0263(3) Uani 1 1 d . . . . .
H12 H 0.1093 -0.2196 0.4865 0.032 Uiso 1 1 calc R U . . .
C11 C 0.06941(10) 0.0265(2) 0.43680(8) 0.0235(3) Uani 1 1 d . . . . .
H11 H 0.0419 -0.0327 0.3965 0.028 Uiso 1 1 calc R U . . .
C13 C 0.14733(11) 0.0039(3) 0.54974(9) 0.0270(4) Uani 1 1 d . . . . .
H13 H 0.1749 -0.0719 0.5861 0.032 Uiso 1 1 calc R U . . .
C8 C 0.62910(12) 0.1893(3) 0.47412(9) 0.0317(4) Uani 1 1 d . . . . .
H8A H 0.6344 0.0743 0.4470 0.048 Uiso 1 1 calc R U . . .
H8B H 0.5732 0.1900 0.4889 0.048 Uiso 1 1 calc R U . . .
H8C H 0.6739 0.1891 0.5137 0.048 Uiso 1 1 calc R U . . .
H2 H 0.8358(9) 0.370(4) 0.3099(11) 0.048 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
C20 C17 1.531(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C19 C17 1.539(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 N1 1.480(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
S1 O5 1.4303(12) . ?
S1 O6 1.4431(11) . ?
S1 N1 1.6481(13) . ?
S1 C10 1.7631(15) . ?
Si1 O1 1.6779(13) . ?
Si1 C9 1.8419(18) . ?
Si1 C8 1.8481(18) . ?
Si1 C1 1.8722(16) . ?
F1 C6 1.3539(19) . ?
O4 C7 1.3288(19) . ?
O4 C18 1.4485(18) . ?
O1 B1 1.375(2) . ?
O3 C7 1.200(2) . ?
O2 B1 1.348(2) . ?
O2 H2 0.865(10) . ?
C1 C6 1.379(2) . ?
C1 C2 1.407(2) . ?
C6 C5 1.397(2) . ?
C2 C3 1.396(2) . ?
C2 B1 1.585(2) . ?
C5 C4 1.402(2) . ?
C5 C7 1.497(2) . ?
C3 C4 1.389(2) . ?
C3 H3 0.9500 . ?
C17 N1 1.5120(18) . ?
C17 C18 1.545(2) . ?
C4 H4 0.9500 . ?
C10 C15 1.389(2) . ?
C10 C11 1.393(2) . ?
C14 C15 1.381(2) . ?
C14 C13 1.400(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C12 C11 1.388(2) . ?
C12 C13 1.394(3) . ?
C12 H12 0.9500 . ?
C11 H11 0.9500 . ?
C13 H13 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
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 S1 O6 117.72(7) . . ?
O5 S1 N1 109.21(7) . . ?
O6 S1 N1 105.90(7) . . ?
O5 S1 C10 108.23(7) . . ?
O6 S1 C10 107.46(7) . . ?
N1 S1 C10 107.95(7) . . ?
O1 Si1 C9 111.50(8) . . ?
O1 Si1 C8 109.88(8) . . ?
C9 Si1 C8 112.52(9) . . ?
O1 Si1 C1 94.48(7) . . ?
C9 Si1 C1 112.36(7) . . ?
C8 Si1 C1 114.77(8) . . ?
C7 O4 C18 117.74(12) . . ?
B1 O1 Si1 113.58(10) . . ?
B1 O2 H2 115.1(17) . . ?
C6 C1 C2 118.96(14) . . ?
C6 C1 Si1 132.35(13) . . ?
C2 C1 Si1 108.68(11) . . ?
F1 C6 C1 116.63(13) . . ?
F1 C6 C5 120.88(14) . . ?
C1 C6 C5 122.48(15) . . ?
C3 C2 C1 120.05(14) . . ?
C3 C2 B1 130.14(15) . . ?
C1 C2 B1 109.81(14) . . ?
C6 C5 C4 117.39(14) . . ?
C6 C5 C7 125.13(15) . . ?
C4 C5 C7 117.45(13) . . ?
C4 C3 C2 119.43(15) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
N1 C17 C20 112.11(13) . . ?
N1 C17 C19 111.99(13) . . ?
C20 C17 C19 110.63(13) . . ?
N1 C17 C18 105.27(11) . . ?
C20 C17 C18 107.60(13) . . ?
C19 C17 C18 108.97(13) . . ?
C21 N1 C17 115.48(12) . . ?
C21 N1 S1 116.12(11) . . ?
C17 N1 S1 120.88(10) . . ?
C3 C4 C5 121.68(14) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
O3 C7 O4 123.69(14) . . ?
O3 C7 C5 123.82(15) . . ?
O4 C7 C5 112.49(13) . . ?
C15 C10 C11 121.38(14) . . ?
C15 C10 S1 119.51(12) . . ?
C11 C10 S1 118.98(12) . . ?
C15 C14 C13 119.95(15) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 119.39(15) . . ?
C14 C15 H15 120.3 . . ?
C10 C15 H15 120.3 . . ?
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 . . ?
O2 B1 O1 123.84(14) . . ?
O2 B1 C2 122.72(15) . . ?
O1 B1 C2 113.44(15) . . ?
O4 C18 C17 104.59(12) . . ?
O4 C18 H18A 110.8 . . ?
C17 C18 H18A 110.8 . . ?
O4 C18 H18B 110.8 . . ?
C17 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
C11 C12 C13 120.08(15) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C11 C10 119.00(15) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C12 C13 C14 120.14(15) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
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         0.320
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.054

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_4c
_database_code_depnum_ccdc_archive 'CCDC 2166288'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
8-fluoro-9-(hydroxydimethylsilyl)-3,3-dimethyl-2,3,5-trihydro-10l4-benzo[3,4][1,2]azaborolo[2,1-b][1,3,2]oxazaborol-10-ol
;
_chemical_name_common            ?
_chemical_melting_point          426
_chemical_formula_moiety         'C13 H21 B F N O3 Si'
_chemical_formula_sum            'C13 H21 B F N O3 Si'
_chemical_formula_weight         297.21

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'
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'
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'
B B 0.0090 0.0039 '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                   9.4868(3)
_cell_length_b                   8.2232(2)
_cell_length_c                   18.9873(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.992(2)
_cell_angle_gamma                90
_cell_volume                     1463.03(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9194
_cell_measurement_theta_min      4.7030
_cell_measurement_theta_max      76.3960

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    1.579
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.085
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0807
1 -5 -3 0.0807
1 -5 5 0.0847
-1 5 0 0.0719
0 0 1 0.1651
-5 2 2 0.0306
5 -2 0 0.0448
5 1 0 0.0666
-5 -1 1 0.0657
0 1 -5 0.0752
-5 1 1 0.0251
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
-0.0007 0.0003 -0.9996 0.0125 0.0322 0.0745
0.9927 -5.0055 -3.0192 0.2574 0.9220 -0.1969
0.9985 -5.0082 4.9780 0.1574 0.6648 -0.7931
-0.9949 5.0065 0.0202 -0.2199 -0.8255 0.4205
0.0007 -0.0003 0.9996 -0.0125 -0.0322 -0.0745
-4.9980 2.0002 2.0125 -0.8314 -0.2549 0.2104
4.9995 -2.0009 -0.0132 0.8064 0.1906 -0.3595
5.0028 1.0032 -0.0017 0.7682 -0.3229 -0.1322
-5.0021 -1.0036 1.0014 -0.7807 0.2908 0.0577
-0.0026 1.0031 -4.9944 0.0497 -0.0104 0.4484
-4.9999 0.9992 1.0090 -0.8062 -0.0516 0.2092
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.794
_oxdiff_exptl_absorpt_empirical_full_max 1.277
_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 (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            16598
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.716
_diffrn_reflns_theta_max         76.679
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3060
_reflns_number_gt                2810
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'

_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)+(0.0727P)²+0.5603P] 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         3060
_refine_ls_number_parameters     190
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.21380(4) 0.95855(4) 0.40280(2) 0.01664(13) Uani 1 1 d . . . . .
F1 F 0.37322(9) 0.78262(11) 0.29130(4) 0.0232(2) Uani 1 1 d . . . . .
O3 O 0.06020(11) 1.04713(11) 0.41026(5) 0.0196(2) Uani 1 1 d D . . . .
O2 O 0.01955(10) 0.71162(11) 0.49386(5) 0.0169(2) Uani 1 1 d D . . . .
O1 O -0.16206(10) 0.81592(11) 0.40231(5) 0.0177(2) Uani 1 1 d . . . . .
N1 N -0.14448(12) 0.52023(14) 0.40908(6) 0.0159(2) Uani 1 1 d D . . . .
C3 C 0.02407(15) 0.52164(16) 0.32622(7) 0.0173(3) Uani 1 1 d . . . . .
C1 C 0.17554(14) 0.75977(16) 0.35354(7) 0.0167(3) Uani 1 1 d . . . . .
C6 C 0.25388(15) 0.69955(17) 0.30355(7) 0.0184(3) Uani 1 1 d . . . . .
C2 C 0.05787(14) 0.66346(16) 0.36533(7) 0.0160(3) Uani 1 1 d . . . . .
C4 C 0.10386(16) 0.46847(17) 0.27506(7) 0.0196(3) Uani 1 1 d . . . . .
H4 H 0.0780 0.3724 0.2484 0.024 Uiso 1 1 calc R U . . .
C5 C 0.22201(16) 0.55864(18) 0.26378(7) 0.0209(3) Uani 1 1 d . . . . .
H5 H 0.2796 0.5249 0.2298 0.025 Uiso 1 1 calc R U . . .
C9 C -0.29223(15) 0.74243(17) 0.37129(7) 0.0187(3) Uani 1 1 d . . . . .
H9A H -0.2957 0.7300 0.3192 0.022 Uiso 1 1 calc R U . . .
H9B H -0.3744 0.8097 0.3799 0.022 Uiso 1 1 calc R U . . .
C13 C 0.31092(18) 1.10511(18) 0.35310(8) 0.0259(3) Uani 1 1 d . . . . .
H13A H 0.2557 1.1243 0.3057 0.039 Uiso 1 1 calc R U . . .
H13B H 0.4045 1.0602 0.3481 0.039 Uiso 1 1 calc R U . . .
H13C H 0.3237 1.2081 0.3793 0.039 Uiso 1 1 calc R U . . .
C12 C 0.31752(16) 0.91826(18) 0.49255(7) 0.0217(3) Uani 1 1 d . . . . .
H12A H 0.2653 0.8410 0.5181 0.033 Uiso 1 1 calc R U . . .
H12B H 0.3313 1.0203 0.5194 0.033 Uiso 1 1 calc R U . . .
H12C H 0.4107 0.8723 0.4874 0.033 Uiso 1 1 calc R U . . .
C11 C -0.31970(16) 0.59228(18) 0.48484(8) 0.0215(3) Uani 1 1 d . . . . .
H11A H -0.3226 0.4842 0.5063 0.032 Uiso 1 1 calc R U . . .
H11B H -0.4101 0.6486 0.4865 0.032 Uiso 1 1 calc R U . . .
H11C H -0.2411 0.6552 0.5114 0.032 Uiso 1 1 calc R U . . .
C8 C -0.29668(14) 0.57482(17) 0.40714(7) 0.0177(3) Uani 1 1 d . . . . .
C7 C -0.10723(15) 0.43706(17) 0.34374(7) 0.0185(3) Uani 1 1 d . . . . .
H7A H -0.1869 0.4467 0.3035 0.022 Uiso 1 1 calc R U . . .
H7B H -0.0876 0.3203 0.3534 0.022 Uiso 1 1 calc R U . . .
C10 C -0.40895(16) 0.46132(17) 0.36731(8) 0.0228(3) Uani 1 1 d . . . . .
H10A H -0.3934 0.4505 0.3177 0.034 Uiso 1 1 calc R U . . .
H10B H -0.5042 0.5063 0.3684 0.034 Uiso 1 1 calc R U . . .
H10C H -0.4014 0.3542 0.3902 0.034 Uiso 1 1 calc R U . . .
B1 B -0.05075(16) 0.69212(18) 0.42153(8) 0.0155(3) Uani 1 1 d . . . . .
H3 H -0.0168(14) 0.993(2) 0.4062(10) 0.023 Uiso 1 1 d D U . . .
H2 H -0.0185(19) 0.7872(18) 0.5154(9) 0.023 Uiso 1 1 d D U . . .
H1 H -0.122(2) 0.4524(19) 0.4442(8) 0.023 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 O3 1.6549(11) . ?
Si1 C12 1.8597(14) . ?
Si1 C13 1.8610(15) . ?
Si1 C1 1.8900(14) . ?
F1 C6 1.3729(16) . ?
O3 H3 0.850(9) . ?
O2 B1 1.4388(17) . ?
O2 H2 0.855(9) . ?
O1 C9 1.4177(16) . ?
O1 B1 1.4711(17) . ?
N1 C7 1.5063(17) . ?
N1 C8 1.5070(17) . ?
N1 B1 1.6669(18) . ?
N1 H1 0.871(9) . ?
C3 C4 1.392(2) . ?
C3 C2 1.3928(18) . ?
C3 C7 1.5085(19) . ?
C1 C6 1.3852(19) . ?
C1 C2 1.4148(19) . ?
C6 C5 1.390(2) . ?
C2 B1 1.612(2) . ?
C4 C5 1.388(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C9 C8 1.5407(19) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 C8 1.5316(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C8 C10 1.5250(19) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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 C12 110.29(6) . . ?
O3 Si1 C13 105.70(7) . . ?
C12 Si1 C13 110.31(7) . . ?
O3 Si1 C1 108.63(6) . . ?
C12 Si1 C1 109.43(6) . . ?
C13 Si1 C1 112.41(6) . . ?
Si1 O3 H3 121.1(14) . . ?
B1 O2 H2 111.8(13) . . ?
C9 O1 B1 110.67(10) . . ?
C7 N1 C8 117.53(10) . . ?
C7 N1 B1 108.25(10) . . ?
C8 N1 B1 103.81(10) . . ?
C7 N1 H1 106.1(13) . . ?
C8 N1 H1 109.5(13) . . ?
B1 N1 H1 111.8(13) . . ?
C4 C3 C2 122.01(13) . . ?
C4 C3 C7 124.53(12) . . ?
C2 C3 C7 113.44(12) . . ?
C6 C1 C2 115.43(12) . . ?
C6 C1 Si1 124.48(11) . . ?
C2 C1 Si1 120.07(10) . . ?
F1 C6 C1 118.89(12) . . ?
F1 C6 C5 115.96(12) . . ?
C1 C6 C5 125.15(13) . . ?
C3 C2 C1 120.40(13) . . ?
C3 C2 B1 110.95(12) . . ?
C1 C2 B1 128.65(12) . . ?
C5 C4 C3 118.69(13) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 118.27(13) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
O1 C9 C8 106.26(10) . . ?
O1 C9 H9A 110.5 . . ?
C8 C9 H9A 110.5 . . ?
O1 C9 H9B 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C8 C10 114.97(12) . . ?
N1 C8 C11 106.54(10) . . ?
C10 C8 C11 109.96(12) . . ?
N1 C8 C9 100.66(10) . . ?
C10 C8 C9 113.18(11) . . ?
C11 C8 C9 111.07(12) . . ?
N1 C7 C3 106.28(11) . . ?
N1 C7 H7A 110.5 . . ?
C3 C7 H7A 110.5 . . ?
N1 C7 H7B 110.5 . . ?
C3 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 B1 O1 111.55(11) . . ?
O2 B1 C2 113.53(11) . . ?
O1 B1 C2 116.43(11) . . ?
O2 B1 N1 112.78(10) . . ?
O1 B1 N1 101.85(10) . . ?
C2 B1 N1 99.45(10) . . ?

_refine_diff_density_max         0.501
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 2166287'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
10-(tert-butyl)-7-fluoro-3,3,8,8-tetramethyl-2,3-dihydro-4H,8H-1,9,11-trioxa-3a-aza-8-sila-10,11a,l4-diborabenzo[ij]cyclopenta[c]azulene
;
_chemical_name_common            ?
_chemical_melting_point          520
_chemical_formula_moiety         'C17 H28 B2 F N O3 Si'
_chemical_formula_sum            'C17 H28 B2 F N O3 Si'
_chemical_formula_weight         363.11

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'
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/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                   11.5789(3)
_cell_length_b                   9.7201(3)
_cell_length_c                   17.4568(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.799(3)
_cell_angle_gamma                90
_cell_volume                     1963.76(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4693
_cell_measurement_theta_min      5.0450
_cell_measurement_theta_max      72.4070

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    1.259
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.115
_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
-4 0 -5 0.0418
4 0 5 0.0380
1 -5 -1 0.1479
-2 5 0 0.1602
0 0 -1 0.0203
0 0 1 0.0453
5 1 -4 0.0197
-5 0 4 0.0575
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.9994 -0.0168 -4.9931 -0.1614 -0.6772 -0.0910
3.9994 0.0168 4.9931 0.1614 0.6772 0.0910
0.9965 -5.0080 -0.9615 0.0324 0.1462 -0.7955
-1.9963 5.0045 -0.0367 -0.0535 -0.3058 0.7777
-0.0003 -0.0026 -1.0003 -0.0768 -0.0388 -0.0196
0.0003 0.0026 1.0003 0.0768 0.0388 0.0196
4.9966 0.9952 -4.0203 -0.6186 0.4361 0.0675
-4.9961 0.0061 4.0121 0.5856 -0.4489 0.0873
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.718
_oxdiff_exptl_absorpt_empirical_full_max 1.312
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100.01(10)
_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            7510
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         5.069
_diffrn_reflns_theta_max         72.571
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3794
_reflns_number_gt                3333
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+1.1643P] 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         3794
_refine_ls_number_parameters     229
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_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 0.19358(3) 0.45828(4) 0.10615(2) 0.01715(12) Uani 1 1 d . . . . .
F1 F 0.24416(8) 0.58792(11) -0.04691(5) 0.0264(2) Uani 1 1 d . . . . .
O2 O 0.36457(9) 0.52727(10) 0.26894(6) 0.0159(2) Uani 1 1 d . . . . .
O3 O 0.50209(9) 0.36910(10) 0.21627(6) 0.0162(2) Uani 1 1 d . . . . .
O1 O 0.21074(9) 0.42007(11) 0.19735(6) 0.0189(2) Uani 1 1 d . . . . .
N1 N 0.56697(10) 0.60270(13) 0.23539(7) 0.0148(3) Uani 1 1 d D . . . .
C7 C 0.61491(13) 0.65534(16) 0.16194(9) 0.0180(3) Uani 1 1 d . . . . .
H7A H 0.6815 0.5988 0.1468 0.022 Uiso 1 1 calc R U . . .
H7B H 0.6407 0.7520 0.1679 0.022 Uiso 1 1 calc R U . . .
C1 C 0.32717(13) 0.54943(15) 0.07685(9) 0.0168(3) Uani 1 1 d . . . . .
C12 C 0.17114(13) 0.50068(16) 0.33364(9) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.51791(13) 0.64519(15) 0.10279(9) 0.0169(3) Uani 1 1 d . . . . .
C2 C 0.42442(13) 0.56743(15) 0.12700(9) 0.0156(3) Uani 1 1 d . . . . .
C6 C 0.33521(14) 0.60722(16) 0.00458(9) 0.0200(3) Uani 1 1 d . . . . .
C4 C 0.52093(14) 0.70212(16) 0.02993(9) 0.0202(3) Uani 1 1 d . . . . .
H4 H 0.5857 0.7547 0.0152 0.024 Uiso 1 1 calc R U . . .
C11 C 0.77277(13) 0.54697(17) 0.28275(10) 0.0210(3) Uani 1 1 d . . . . .
H11A H 0.7832 0.6335 0.3110 0.031 Uiso 1 1 calc R U . . .
H11B H 0.7982 0.5589 0.2302 0.031 Uiso 1 1 calc R U . . .
H11C H 0.8187 0.4745 0.3081 0.031 Uiso 1 1 calc R U . . .
C9 C 0.64481(13) 0.50643(15) 0.28122(9) 0.0170(3) Uani 1 1 d . . . . .
C5 C 0.42847(14) 0.68140(16) -0.02106(9) 0.0219(3) Uani 1 1 d . . . . .
H5 H 0.4290 0.7168 -0.0718 0.026 Uiso 1 1 calc R U . . .
B2 B 0.25422(14) 0.48174(17) 0.26333(10) 0.0160(3) Uani 1 1 d . . . . .
C17 C 0.17009(14) 0.29702(17) 0.05095(9) 0.0215(3) Uani 1 1 d . . . . .
H17A H 0.2380 0.2375 0.0575 0.032 Uiso 1 1 calc R U . . .
H17B H 0.1579 0.3190 -0.0035 0.032 Uiso 1 1 calc R U . . .
H17C H 0.1019 0.2493 0.0696 0.032 Uiso 1 1 calc R U . . .
C8 C 0.62193(13) 0.37142(15) 0.23863(9) 0.0179(3) Uani 1 1 d . . . . .
H8A H 0.6701 0.3659 0.1929 0.021 Uiso 1 1 calc R U . . .
H8B H 0.6409 0.2923 0.2724 0.021 Uiso 1 1 calc R U . . .
C16 C 0.06696(15) 0.5741(2) 0.09383(11) 0.0297(4) Uani 1 1 d . . . . .
H16A H 0.0803 0.6582 0.1238 0.045 Uiso 1 1 calc R U . . .
H16B H -0.0022 0.5275 0.1117 0.045 Uiso 1 1 calc R U . . .
H16C H 0.0559 0.5978 0.0395 0.045 Uiso 1 1 calc R U . . .
C10 C 0.60027(14) 0.50148(17) 0.36273(9) 0.0219(3) Uani 1 1 d . . . . .
H10A H 0.6174 0.5889 0.3887 0.033 Uiso 1 1 calc R U . . .
H10B H 0.6383 0.4262 0.3911 0.033 Uiso 1 1 calc R U . . .
H10C H 0.5166 0.4862 0.3607 0.033 Uiso 1 1 calc R U . . .
C13 C 0.23863(15) 0.5189(2) 0.40992(10) 0.0287(4) Uani 1 1 d . . . . .
H13A H 0.2828 0.4350 0.4216 0.043 Uiso 1 1 calc R U . . .
H13B H 0.1845 0.5362 0.4509 0.043 Uiso 1 1 calc R U . . .
H13C H 0.2917 0.5969 0.4061 0.043 Uiso 1 1 calc R U . . .
C14 C 0.08738(14) 0.37942(17) 0.33990(10) 0.0245(4) Uani 1 1 d . . . . .
H14A H 0.1312 0.2950 0.3507 0.037 Uiso 1 1 calc R U . . .
H14B H 0.0431 0.3690 0.2915 0.037 Uiso 1 1 calc R U . . .
H14C H 0.0344 0.3967 0.3815 0.037 Uiso 1 1 calc R U . . .
C15 C 0.09974(16) 0.63227(18) 0.31731(11) 0.0306(4) Uani 1 1 d . . . . .
H15A H 0.1517 0.7117 0.3154 0.046 Uiso 1 1 calc R U . . .
H15B H 0.0447 0.6458 0.3581 0.046 Uiso 1 1 calc R U . . .
H15C H 0.0576 0.6228 0.2680 0.046 Uiso 1 1 calc R U . . .
B1 B 0.45231(14) 0.50905(17) 0.21214(10) 0.0152(3) Uani 1 1 d . . . . .
H1 H 0.5477(16) 0.6737(15) 0.2634(9) 0.023 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 1.6408(11) . ?
Si1 C16 1.8556(17) . ?
Si1 C17 1.8555(16) . ?
Si1 C1 1.8679(16) . ?
F1 C6 1.3766(18) . ?
O2 B2 1.353(2) . ?
O2 B1 1.4525(19) . ?
O3 C8 1.4299(17) . ?
O3 B1 1.4783(19) . ?
O1 B2 1.380(2) . ?
N1 C7 1.5028(19) . ?
N1 C9 1.5108(19) . ?
N1 B1 1.650(2) . ?
N1 H1 0.878(9) . ?
C7 C3 1.505(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C1 C6 1.387(2) . ?
C1 C2 1.415(2) . ?
C12 C14 1.532(2) . ?
C12 C13 1.533(2) . ?
C12 C15 1.545(2) . ?
C12 B2 1.594(2) . ?
C3 C4 1.388(2) . ?
C3 C2 1.397(2) . ?
C2 B1 1.614(2) . ?
C6 C5 1.385(2) . ?
C4 C5 1.385(2) . ?
C4 H4 0.9500 . ?
C11 C9 1.533(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C9 C8 1.527(2) . ?
C9 C10 1.529(2) . ?
C5 H5 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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 C16 108.72(7) . . ?
O1 Si1 C17 108.90(7) . . ?
C16 Si1 C17 110.48(8) . . ?
O1 Si1 C1 107.28(6) . . ?
C16 Si1 C1 109.79(8) . . ?
C17 Si1 C1 111.57(7) . . ?
B2 O2 B1 126.15(12) . . ?
C8 O3 B1 111.86(11) . . ?
B2 O1 Si1 137.87(11) . . ?
C7 N1 C9 115.63(11) . . ?
C7 N1 B1 107.10(11) . . ?
C9 N1 B1 104.51(11) . . ?
C7 N1 H1 108.3(13) . . ?
C9 N1 H1 110.5(13) . . ?
B1 N1 H1 110.7(13) . . ?
N1 C7 C3 105.99(12) . . ?
N1 C7 H7A 110.5 . . ?
C3 C7 H7A 110.5 . . ?
N1 C7 H7B 110.5 . . ?
C3 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
C6 C1 C2 115.97(14) . . ?
C6 C1 Si1 121.40(12) . . ?
C2 C1 Si1 122.60(12) . . ?
C14 C12 C13 109.46(14) . . ?
C14 C12 C15 108.29(13) . . ?
C13 C12 C15 108.67(14) . . ?
C14 C12 B2 111.39(13) . . ?
C13 C12 B2 112.26(13) . . ?
C15 C12 B2 106.62(13) . . ?
C4 C3 C2 122.35(15) . . ?
C4 C3 C7 124.24(14) . . ?
C2 C3 C7 113.37(13) . . ?
C3 C2 C1 119.26(14) . . ?
C3 C2 B1 109.53(13) . . ?
C1 C2 B1 131.19(13) . . ?
F1 C6 C5 116.68(14) . . ?
F1 C6 C1 117.83(14) . . ?
C5 C6 C1 125.48(15) . . ?
C5 C4 C3 119.31(15) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
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 . . ?
N1 C9 C8 100.54(11) . . ?
N1 C9 C10 107.41(12) . . ?
C8 C9 C10 111.56(13) . . ?
N1 C9 C11 114.22(12) . . ?
C8 C9 C11 112.47(13) . . ?
C10 C9 C11 110.24(13) . . ?
C6 C5 C4 117.57(15) . . ?
C6 C5 H5 121.2 . . ?
C4 C5 H5 121.2 . . ?
O2 B2 O1 121.44(14) . . ?
O2 B2 C12 119.87(14) . . ?
O1 B2 C12 118.68(13) . . ?
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 . . ?
O3 C8 C9 107.36(12) . . ?
O3 C8 H8A 110.2 . . ?
C9 C8 H8A 110.2 . . ?
O3 C8 H8B 110.2 . . ?
C9 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
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 . . ?
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 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 B1 O3 111.03(12) . . ?
O2 B1 C2 117.50(13) . . ?
O3 B1 C2 115.77(12) . . ?
O2 B1 N1 109.85(12) . . ?
O3 B1 N1 100.73(11) . . ?
C2 B1 N1 99.72(11) . . ?

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 2166289'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
4-(4,4-Dimethyl-2-oxazolin-2-yl)-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole trifluoromethanesulfonate
;
_chemical_name_common            ?
_chemical_melting_point          479
_chemical_formula_moiety         'C14 H18 B F4 N O6 S Si'
_chemical_formula_sum            'C14 H18 B F4 N O6 S Si'
_chemical_formula_weight         443.25

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'
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'
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'
S S 0.1246 0.1234 '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                   8.8063(8)
_cell_length_b                   9.3428(7)
_cell_length_c                   12.2512(11)
_cell_angle_alpha                76.873(7)
_cell_angle_beta                 86.633(7)
_cell_angle_gamma                82.552(7)
_cell_volume                     972.90(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3489
_cell_measurement_theta_min      2.3510
_cell_measurement_theta_max      29.3150

_exptl_crystal_description       shapeless
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.296
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.271
_exptl_crystal_size_min          0.234
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.1328
0 0 1 0.1083
-1 -5 -2 0.1213
1 5 1 0.1082
5 -3 2 0.0653
-5 3 3 0.1047
-5 -1 1 0.0903
5 2 3 0.1026
1 0 -5 0.1183
-1 5 -1 0.1280
1 -5 2 0.1130
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
-0.0001 0.0004 -1.0001 0.0039 -0.0006 0.0594
0.0001 -0.0004 1.0001 -0.0039 0.0006 -0.0594
-1.0033 -5.0033 -1.9918 -0.0967 -0.3685 0.0316
1.0032 5.0037 0.9917 0.1006 0.3679 0.0277
4.9923 -2.9917 2.0263 -0.4958 -0.0649 -0.1292
-4.9919 2.9895 2.9743 0.4765 0.0676 -0.1676
-4.9954 -1.0113 0.9838 0.3398 -0.2053 -0.1126
4.9966 2.0100 3.0142 -0.3192 0.2755 -0.1089
0.9985 0.0043 -4.9968 -0.0566 0.0248 0.3043
-0.9948 5.0004 -1.0160 0.2603 0.3117 0.1315
0.9949 -5.0009 2.0161 -0.2641 -0.3111 -0.1909
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.718
_oxdiff_exptl_absorpt_empirical_full_max 1.485
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame 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, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195

_diffrn_reflns_number            7537
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.255
_diffrn_reflns_theta_max         29.697
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.880
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4855
_reflns_number_gt                3755
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'

_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)+(0.1962P)²+1.4239P] 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         4855
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0858
_refine_ls_wR_factor_ref         0.2902
_refine_ls_wR_factor_gt          0.2664
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
O5 O 1.1091(3) 0.2037(3) 0.1200(2) 0.0224(6) Uani 1 1 d . . . . .
F3 F 1.1446(4) 0.3533(4) 0.3029(3) 0.0438(8) Uani 1 1 d . . . . .
F2 F 1.3656(4) 0.2331(4) 0.3462(2) 0.0441(8) Uani 1 1 d . . . . .
O6 O 1.3656(4) 0.0773(4) 0.1577(3) 0.0330(8) Uani 1 1 d . . . . .
O4 O 1.1592(4) 0.0309(4) 0.2993(3) 0.0313(8) Uani 1 1 d . . . . .
C14 C 1.2681(5) 0.2822(5) 0.2626(3) 0.0244(9) Uani 1 1 d . . . . .
F4 F 1.3344(4) 0.3819(3) 0.1842(2) 0.0411(8) Uani 1 1 d . . . . .
S1 S 1.22140(11) 0.12992(10) 0.20439(7) 0.0186(3) Uani 1 1 d . . . . .
Si2 Si 0.75358(12) 0.69682(12) 0.32901(8) 0.0155(3) Uani 1 1 d . . . . .
F1 F 0.7266(3) 0.4322(3) 0.55394(18) 0.0225(5) Uani 1 1 d . . . . .
O3 O 0.7497(3) 0.0890(3) 0.1686(2) 0.0193(6) Uani 1 1 d . . . . .
O1 O 0.7787(3) 0.7150(3) 0.1890(2) 0.0167(6) Uani 1 1 d . . . . .
O2 O 0.8143(3) 0.5771(3) 0.0458(2) 0.0198(6) Uani 1 1 d . . . . .
H2 H 0.8297 0.6610 0.0075 0.030 Uiso 1 1 calc R U . . .
N1 N 0.7498(4) 0.3069(4) 0.0535(3) 0.0185(7) Uani 1 1 d . . . . .
H1 H 0.7562 0.4026 0.0330 0.022 Uiso 1 1 calc R U . . .
C3 C 0.7501(4) 0.4914(4) 0.3566(3) 0.0172(7) Uani 1 1 d . . . . .
C4 C 0.7426(4) 0.3849(4) 0.4560(3) 0.0167(7) Uani 1 1 d . . . . .
C11 C 0.7291(4) 0.2126(4) -0.0261(3) 0.0168(7) Uani 1 1 d . . . . .
C5 C 0.7547(5) 0.2342(5) 0.4618(3) 0.0193(8) Uani 1 1 d . . . . .
H5 H 0.7573 0.1648 0.5318 0.023 Uiso 1 1 calc R U . . .
C6 C 0.7629(4) 0.1881(4) 0.3608(3) 0.0183(7) Uani 1 1 d . . . . .
H6 H 0.7679 0.0857 0.3617 0.022 Uiso 1 1 calc R U . . .
C9 C 0.7573(4) 0.2323(4) 0.1562(3) 0.0165(7) Uani 1 1 d . . . . .
C8 C 0.9214(5) 0.7495(5) 0.3878(3) 0.0220(8) Uani 1 1 d . . . . .
H8A H 1.0147 0.6914 0.3666 0.033 Uiso 1 1 calc R U . . .
H8B H 0.9097 0.7297 0.4697 0.033 Uiso 1 1 calc R U . . .
H8C H 0.9286 0.8551 0.3583 0.033 Uiso 1 1 calc R U . . .
C2 C 0.7629(4) 0.4445(4) 0.2538(3) 0.0156(7) Uani 1 1 d . . . . .
C1 C 0.7638(4) 0.2919(4) 0.2573(3) 0.0155(7) Uani 1 1 d . . . . .
C13 C 0.5703(5) 0.2575(5) -0.0764(4) 0.0233(8) Uani 1 1 d . . . . .
H13A H 0.4916 0.2452 -0.0161 0.035 Uiso 1 1 calc R U . . .
H13B H 0.5559 0.1947 -0.1282 0.035 Uiso 1 1 calc R U . . .
H13C H 0.5616 0.3613 -0.1171 0.035 Uiso 1 1 calc R U . . .
C12 C 0.8561(5) 0.2275(5) -0.1158(4) 0.0238(8) Uani 1 1 d . . . . .
H12A H 0.9556 0.1990 -0.0803 0.036 Uiso 1 1 calc R U . . .
H12B H 0.8499 0.3304 -0.1582 0.036 Uiso 1 1 calc R U . . .
H12C H 0.8446 0.1627 -0.1667 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5700(5) 0.8011(5) 0.3624(3) 0.0215(8) Uani 1 1 d . . . . .
H7A H 0.4857 0.7669 0.3304 0.032 Uiso 1 1 calc R U . . .
H7B H 0.5727 0.9069 0.3306 0.032 Uiso 1 1 calc R U . . .
H7C H 0.5545 0.7847 0.4440 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7397(5) 0.0599(4) 0.0558(3) 0.0203(8) Uani 1 1 d . . . . .
H10A H 0.6477 0.0108 0.0516 0.024 Uiso 1 1 calc R U . . .
H10B H 0.8316 -0.0045 0.0377 0.024 Uiso 1 1 calc R U . . .
B1 B 0.7855(5) 0.5848(5) 0.1543(3) 0.0157(8) 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
O5 S1 1.463(3) . ?
F3 C14 1.329(5) . ?
F2 C14 1.336(5) . ?
O6 S1 1.436(3) . ?
O4 S1 1.441(3) . ?
C14 F4 1.342(5) . ?
C14 S1 1.830(4) . ?
Si2 O1 1.689(3) . ?
Si2 C8 1.849(4) . ?
Si2 C7 1.851(4) . ?
Si2 C3 1.875(4) . ?
F1 C4 1.364(4) . ?
O3 C9 1.322(5) . ?
O3 C10 1.477(5) . ?
O1 B1 1.371(5) . ?
O2 B1 1.355(5) . ?
O2 H2 0.8400 . ?
N1 C9 1.293(5) . ?
N1 C11 1.488(5) . ?
N1 H1 0.8800 . ?
C3 C4 1.391(5) . ?
C3 C2 1.418(5) . ?
C4 C5 1.384(6) . ?
C11 C12 1.517(5) . ?
C11 C13 1.531(6) . ?
C11 C10 1.542(5) . ?
C5 C6 1.394(5) . ?
C5 H5 0.9500 . ?
C6 C1 1.410(5) . ?
C6 H6 0.9500 . ?
C9 C1 1.476(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C2 C1 1.416(5) . ?
C2 B1 1.599(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
F3 C14 F2 107.5(3) . . ?
F3 C14 F4 107.4(4) . . ?
F2 C14 F4 107.5(4) . . ?
F3 C14 S1 112.2(3) . . ?
F2 C14 S1 111.2(3) . . ?
F4 C14 S1 111.0(3) . . ?
O6 S1 O4 116.6(2) . . ?
O6 S1 O5 113.75(18) . . ?
O4 S1 O5 114.16(19) . . ?
O6 S1 C14 103.2(2) . . ?
O4 S1 C14 103.84(19) . . ?
O5 S1 C14 102.89(19) . . ?
O1 Si2 C8 110.26(16) . . ?
O1 Si2 C7 110.57(16) . . ?
C8 Si2 C7 113.39(19) . . ?
O1 Si2 C3 93.63(15) . . ?
C8 Si2 C3 113.14(18) . . ?
C7 Si2 C3 114.16(18) . . ?
C9 O3 C10 107.7(3) . . ?
B1 O1 Si2 114.2(2) . . ?
B1 O2 H2 109.5 . . ?
C9 N1 C11 112.3(3) . . ?
C9 N1 H1 123.8 . . ?
C11 N1 H1 123.8 . . ?
C4 C3 C2 118.4(4) . . ?
C4 C3 Si2 131.6(3) . . ?
C2 C3 Si2 109.9(3) . . ?
F1 C4 C5 118.1(3) . . ?
F1 C4 C3 117.7(3) . . ?
C5 C4 C3 124.2(3) . . ?
N1 C11 C12 109.4(3) . . ?
N1 C11 C13 109.3(3) . . ?
C12 C11 C13 111.9(3) . . ?
N1 C11 C10 99.6(3) . . ?
C12 C11 C10 114.1(3) . . ?
C13 C11 C10 111.7(3) . . ?
C4 C5 C6 117.4(3) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C5 C6 C1 120.8(4) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C9 O3 114.3(3) . . ?
N1 C9 C1 126.9(3) . . ?
O3 C9 C1 118.7(3) . . ?
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 . . ?
C1 C2 C3 118.3(3) . . ?
C1 C2 B1 133.1(3) . . ?
C3 C2 B1 108.4(3) . . ?
C6 C1 C2 120.7(3) . . ?
C6 C1 C9 116.1(3) . . ?
C2 C1 C9 123.2(3) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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 . . ?
O3 C10 C11 105.8(3) . . ?
O3 C10 H10A 110.6 . . ?
C11 C10 H10A 110.6 . . ?
O3 C10 H10B 110.6 . . ?
C11 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
O2 B1 O1 122.3(3) . . ?
O2 B1 C2 123.9(3) . . ?
O1 B1 C2 113.8(3) . . ?

_refine_diff_density_max         1.945
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.227

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_5c
_database_code_depnum_ccdc_archive 'CCDC 2166290'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
4-[2-Methyl-2-ammoniumpropoxycarbonyl]-7-fluoro-1,1-dimethyl-3-hydroxybenzo[1,2,3]siloxaborole chloride
;
_chemical_name_common            ?
_chemical_melting_point          494
_chemical_formula_moiety         'C13 H22 B Cl F N O3 Si'
_chemical_formula_sum            'C13 H22 B Cl F N O3 Si'
_chemical_formula_weight         333.66

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'
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'
Cl Cl 0.3639 0.7018 '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'
N N 0.0311 0.0180 '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                   11.7424(3)
_cell_length_b                   11.9111(2)
_cell_length_c                   12.6569(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.168(2)
_cell_angle_gamma                90
_cell_volume                     1661.71(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5150
_cell_measurement_theta_min      3.9840
_cell_measurement_theta_max      76.6580

_exptl_crystal_description       shapeless
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             704
_exptl_absorpt_coefficient_mu    2.893
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.048
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -5 0 0.0433
1 5 -3 0.0850
0 -1 -1 0.0443
-5 1 -1 0.0394
1 0 0 0.0165
-1 5 5 0.0361
-5 0 1 0.0213
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
-0.9993 -4.9993 -0.0023 -0.4603 0.2249 0.4185
0.9952 4.9986 -2.9964 0.2148 -0.1184 -0.7007
-0.0013 -0.9999 -1.0005 -0.1752 0.0529 -0.0064
-5.0008 0.9966 -0.9881 0.0456 0.7085 -0.2815
0.9999 0.0006 -0.0021 -0.0068 -0.1381 0.0200
-0.9936 4.9991 5.0044 0.8830 -0.1262 0.0119
-4.9980 -0.0027 1.0102 0.1158 0.6549 -0.0057
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  1.000
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.770
_oxdiff_exptl_absorpt_empirical_full_max 1.881
_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 (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            7956
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.010
_diffrn_reflns_theta_max         76.785
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3445
_reflns_number_gt                3115
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'

_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)+(0.0551P)²+0.5314P] 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         3445
_refine_ls_number_parameters     202
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0950
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.060
_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
N1 N 0.51336(11) 0.75008(11) 0.61002(10) 0.0114(2) Uani 1 1 d D . . . .
C12 C 0.37666(14) 0.61197(13) 0.49122(12) 0.0138(3) Uani 1 1 d . . . . .
H12A H 0.4233 0.5492 0.5374 0.017 Uiso 1 1 calc R U . . .
H12B H 0.2917 0.5871 0.4543 0.017 Uiso 1 1 calc R U . . .
C9 C 0.54126(14) 0.85414(13) 0.68163(13) 0.0148(3) Uani 1 1 d . . . . .
H9A H 0.4948 0.8524 0.7337 0.018 Uiso 1 1 calc R U . . .
H9B H 0.5149 0.9209 0.6327 0.018 Uiso 1 1 calc R U . . .
C14 C 0.34185(14) 0.67725(13) 0.66372(13) 0.0155(3) Uani 1 1 d . . . . .
H14A H 0.3940 0.6158 0.7046 0.023 Uiso 1 1 calc R U . . .
H14B H 0.2574 0.6517 0.6348 0.023 Uiso 1 1 calc R U . . .
H14C H 0.3491 0.7409 0.7147 0.023 Uiso 1 1 calc R U . . .
C13 C 0.38092(13) 0.71367(12) 0.56559(12) 0.0124(3) Uani 1 1 d . . . . .
C10 C 0.30369(14) 0.80972(14) 0.49861(13) 0.0177(3) Uani 1 1 d . . . . .
H10A H 0.3313 0.8299 0.4363 0.027 Uiso 1 1 calc R U . . .
H10B H 0.3115 0.8749 0.5479 0.027 Uiso 1 1 calc R U . . .
H10C H 0.2186 0.7862 0.4685 0.027 Uiso 1 1 calc R U . . .
O3 O 0.42768(11) 0.64266(10) 0.40860(9) 0.0190(2) Uani 1 1 d D . . . .
H1A H 0.533(2) 0.761(2) 0.5523(14) 0.029 Uiso 1 1 d D U . . .
H1B H 0.5545(19) 0.6971(15) 0.6507(17) 0.029 Uiso 1 1 d D U . . .
H3A H 0.406(2) 0.5932(16) 0.3587(16) 0.029 Uiso 1 1 d D U . . .
Cl1 Cl 0.65288(3) 0.94730(3) 0.25554(3) 0.01463(11) Uani 1 1 d . . . . .
Si1 Si 0.96868(4) 0.94835(3) 0.67006(3) 0.01346(12) Uani 1 1 d . . . . .
F1 F 1.03645(9) 0.90022(9) 0.94490(8) 0.0228(2) Uani 1 1 d . . . . .
O1 O 0.84700(10) 0.93897(9) 0.55160(9) 0.0159(2) Uani 1 1 d . . . . .
O2 O 0.63645(10) 0.88647(10) 0.48584(9) 0.0155(2) Uani 1 1 d D . . . .
C1 C 0.88440(14) 0.90438(12) 0.76525(13) 0.0137(3) Uani 1 1 d . . . . .
C2 C 0.76080(14) 0.89004(12) 0.69863(13) 0.0131(3) Uani 1 1 d . . . . .
C6 C 0.91716(14) 0.88904(13) 0.87982(13) 0.0161(3) Uani 1 1 d . . . . .
B1 B 0.74321(15) 0.90627(14) 0.56967(14) 0.0130(3) Uani 1 1 d . . . . .
C5 C 0.83523(15) 0.86332(14) 0.93223(13) 0.0181(3) Uani 1 1 d . . . . .
H5 H 0.8611 0.8539 1.0116 0.022 Uiso 1 1 calc R U . . .
C4 C 0.71322(15) 0.85140(13) 0.86583(13) 0.0161(3) Uani 1 1 d . . . . .
H4 H 0.6553 0.8343 0.9005 0.019 Uiso 1 1 calc R U . . .
C3 C 0.67513(14) 0.86428(12) 0.74910(13) 0.0130(3) Uani 1 1 d . . . . .
C7 C 1.08744(14) 0.84990(14) 0.66291(15) 0.0206(3) Uani 1 1 d . . . . .
H7A H 1.0546 0.7735 0.6510 0.031 Uiso 1 1 calc R U . . .
H7B H 1.1566 0.8529 0.7336 0.031 Uiso 1 1 calc R U . . .
H7C H 1.1142 0.8711 0.6004 0.031 Uiso 1 1 calc R U . . .
C8 C 1.02411(15) 1.09501(14) 0.69308(15) 0.0210(3) Uani 1 1 d . . . . .
H8A H 0.9584 1.1444 0.6958 0.032 Uiso 1 1 calc R U . . .
H8B H 1.0510 1.1182 0.6312 0.032 Uiso 1 1 calc R U . . .
H8C H 1.0922 1.1000 0.7644 0.032 Uiso 1 1 calc R U . . .
H2A H 0.642(2) 0.896(2) 0.4220(12) 0.032 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
N1 C9 1.5035(18) . ?
N1 C13 1.5230(18) . ?
N1 H1A 0.847(10) . ?
N1 H1B 0.851(10) . ?
C12 O3 1.4205(18) . ?
C12 C13 1.524(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C9 C3 1.513(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C14 C13 1.528(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 C10 1.523(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O3 H3A 0.837(10) . ?
Si1 O1 1.6808(12) . ?
Si1 C7 1.8479(16) . ?
Si1 C8 1.8518(17) . ?
Si1 C1 1.8782(15) . ?
F1 C6 1.3648(18) . ?
O1 B1 1.372(2) . ?
O2 B1 1.355(2) . ?
O2 H2A 0.840(10) . ?
C1 C6 1.378(2) . ?
C1 C2 1.415(2) . ?
C2 C3 1.399(2) . ?
C2 B1 1.585(2) . ?
C6 C5 1.378(2) . ?
C5 C4 1.396(2) . ?
C5 H5 0.9500 . ?
C4 C3 1.397(2) . ?
C4 H4 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
C9 N1 C13 116.10(11) . . ?
C9 N1 H1A 109.1(17) . . ?
C13 N1 H1A 105.6(17) . . ?
C9 N1 H1B 106.6(17) . . ?
C13 N1 H1B 107.9(16) . . ?
H1A N1 H1B 112(2) . . ?
O3 C12 C13 108.52(12) . . ?
O3 C12 H12A 110.0 . . ?
C13 C12 H12A 110.0 . . ?
O3 C12 H12B 110.0 . . ?
C13 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
N1 C9 C3 111.98(12) . . ?
N1 C9 H9A 109.2 . . ?
C3 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
C3 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C13 C10 109.14(12) . . ?
N1 C13 C12 105.44(11) . . ?
C10 C13 C12 111.51(12) . . ?
N1 C13 C14 109.59(12) . . ?
C10 C13 C14 112.19(12) . . ?
C12 C13 C14 108.74(12) . . ?
C13 C10 H10A 109.5 . . ?
C13 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C13 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 O3 H3A 105.9(17) . . ?
O1 Si1 C7 109.75(7) . . ?
O1 Si1 C8 110.34(7) . . ?
C7 Si1 C8 112.09(8) . . ?
O1 Si1 C1 94.58(6) . . ?
C7 Si1 C1 115.33(7) . . ?
C8 Si1 C1 113.36(7) . . ?
B1 O1 Si1 113.64(10) . . ?
B1 O2 H2A 111.9(17) . . ?
C6 C1 C2 117.89(14) . . ?
C6 C1 Si1 133.97(12) . . ?
C2 C1 Si1 108.09(11) . . ?
C3 C2 C1 120.37(14) . . ?
C3 C2 B1 129.65(14) . . ?
C1 C2 B1 109.98(13) . . ?
F1 C6 C5 118.21(14) . . ?
F1 C6 C1 118.57(14) . . ?
C5 C6 C1 123.23(15) . . ?
O2 B1 O1 123.66(14) . . ?
O2 B1 C2 122.83(14) . . ?
O1 B1 C2 113.49(14) . . ?
C6 C5 C4 118.34(14) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C5 C4 C3 120.89(14) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C3 C2 119.26(14) . . ?
C4 C3 C9 118.67(14) . . ?
C2 C3 C9 122.04(14) . . ?
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 . . ?

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.065

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_5d
_database_code_depnum_ccdc_archive 'CCDC 2166291'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
5,12-Difluoro-2,9-bis((1-hydroxy-2-methylpropan-2-yl)iminio)-6,6,13,13-tetramethyl-2H,6H,9H,13H-1,7,8,14,15-pentaoxa-6,13-disila-7a,14a-dibora-7a,14a-methanocyclodeca[1,2,3-cd:6,7,8-cd]diindene-7a,14a-diuide
_chemical_name_common            ?
_chemical_melting_point          492
_chemical_formula_moiety         'C26 H35 B2 F2 N2 O7 Si2, C3 H6 O, 2(H2 O)'
_chemical_formula_sum            'C29 H45 B2 F2 N2 O10 Si2'
_chemical_formula_weight         697.47

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'
Cl Cl 0.3639 0.7018 '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'
B B 0.0090 0.0039 '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      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                   10.1514(2)
_cell_length_b                   11.8762(3)
_cell_length_c                   16.5964(3)
_cell_angle_alpha                106.057(2)
_cell_angle_beta                 90.992(2)
_cell_angle_gamma                114.642(2)
_cell_volume                     1727.43(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    19106
_cell_measurement_theta_min      2.4810
_cell_measurement_theta_max      76.5410

_exptl_crystal_description       shapeless
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             738
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.766
_oxdiff_exptl_absorpt_empirical_full_max 1.334
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_T_max  1.000
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_size_max          0.274
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.113
_exptl_absorpt_coefficient_mu    1.510
_diffrn_ambient_temperature      100.00(10)
_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            36536
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0314
_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       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.803
_diffrn_reflns_theta_max         77.096
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7240
_reflns_number_gt                6794
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 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)+(0.0947P)²+1.7738P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7240
_refine_ls_number_parameters     481
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1546
_refine_ls_wR_factor_gt          0.1521
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.006

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
Si01 Si 0.63486(6) 0.04088(5) 0.30518(3) 0.01801(14) Uani 1 1 d . . . . .
Si02 Si 0.84062(6) 0.45161(5) 0.20565(3) 0.01872(14) Uani 1 1 d . . . . .
F003 F 0.74803(16) 0.05148(12) 0.48601(8) 0.0296(3) Uani 1 1 d . . . . .
F004 F 0.78364(14) 0.44716(13) 0.02021(8) 0.0307(3) Uani 1 1 d . . . . .
O005 O 0.55592(14) 0.27578(12) 0.28771(8) 0.0177(3) Uani 1 1 d . . . . .
O006 O 0.70644(15) 0.49023(13) 0.39581(8) 0.0188(3) Uani 1 1 d . . . . .
O007 O 0.38388(15) 0.06837(13) 0.18166(8) 0.0194(3) Uani 1 1 d . . . . .
O008 O 0.63118(15) 0.10348(13) 0.22893(8) 0.0188(3) Uani 1 1 d . . . . .
O009 O 0.81759(15) 0.39245(13) 0.28519(8) 0.0192(3) Uani 1 1 d . . . . .
O00A O 1.02547(17) 0.30143(16) 0.31158(9) 0.0281(3) Uani 1 1 d G . . . .
H00T H 0.9621008 0.329176 0.303535 0.042 Uiso 1 1 d G U . . .
H00U H 1.031353 0.256899 0.263156 0.042 Uiso 1 1 d G U . . .
O00B O -0.15072(17) 0.11656(15) 0.12094(9) 0.0262(3) Uani 1 1 d G . . . .
H00V H -0.092034 0.092597 0.140163 0.039 Uiso 1 1 d G U . . .
H00X H 0.7827954 0.112572 0.153859 0.039 Uiso 1 1 d G U . . .
O00C O 0.07562(18) 0.07228(17) 0.18225(11) 0.0349(4) Uani 1 1 d . . . . .
H00C H 0.150317 0.132850 0.212048 0.052 Uiso 1 1 calc R U . . .
O00D O 0.72189(19) 0.76791(17) 0.67638(10) 0.0327(4) Uani 1 1 d . . . . .
H00D H 0.633187 0.726033 0.660794 0.049 Uiso 1 1 calc R U . . .
N00E N 0.21749(19) -0.04011(16) 0.06047(10) 0.0217(3) Uani 1 1 d . . . . .
H00E H 0.203582 -0.051581 0.006969 0.026 Uiso 1 1 calc R U . . .
N00F N 0.79167(19) 0.62379(16) 0.53211(10) 0.0203(3) Uani 1 1 d . . . . .
H00F H 0.836576 0.635832 0.580376 0.024 Uiso 1 1 calc R U . . .
C00G C 0.6940(2) 0.32615(19) 0.11483(12) 0.0204(4) Uani 1 1 d . . . . .
C00H C 0.7876(2) 0.40673(18) 0.48655(12) 0.0179(4) Uani 1 1 d . . . . .
C00I C 0.7403(2) 0.30577(18) 0.40979(12) 0.0179(4) Uani 1 1 d . . . . .
C00J C 0.7247(2) 0.18116(19) 0.40666(12) 0.0195(4) Uani 1 1 d . . . . .
C00K C 0.3464(2) 0.04750(18) 0.10207(12) 0.0194(4) Uani 1 1 d . . . . .
C00L C 0.5804(2) 0.21779(18) 0.12864(12) 0.0187(4) Uani 1 1 d . . . . .
C00M C 0.7650(2) 0.51575(18) 0.47269(12) 0.0176(4) Uani 1 1 d . . . . .
C00N C 0.4506(2) 0.1503(2) -0.01507(12) 0.0233(4) Uani 1 1 d . . . . .
H00N H 0.370655 0.092199 -0.056863 0.028 Uiso 1 1 calc R U . . .
C00O C 0.7648(2) 0.1711(2) 0.48374(13) 0.0220(4) Uani 1 1 d . . . . .
C00P C 0.4601(2) 0.13539(18) 0.06505(12) 0.0194(4) Uani 1 1 d . . . . .
C00Q C 0.8295(2) 0.3928(2) 0.56235(12) 0.0217(4) Uani 1 1 d . . . . .
H00Q H 0.863366 0.462216 0.612522 0.026 Uiso 1 1 calc R U . . .
C00R C 0.6788(2) 0.3393(2) 0.03522(13) 0.0235(4) Uani 1 1 d . . . . .
C00S C 0.8187(2) 0.2716(2) 0.56007(12) 0.0239(4) Uani 1 1 d . . . . .
H00S H 0.847069 0.258025 0.608752 0.029 Uiso 1 1 calc R U . . .
C00T C 0.8158(2) 0.6044(2) 0.23122(14) 0.0263(4) Uani 1 1 d . . . . .
H00A H 0.729354 0.592152 0.257345 0.039 Uiso 1 1 calc R U . . .
H00B H 0.805740 0.624561 0.179967 0.039 Uiso 1 1 calc R U . . .
H00G H 0.899687 0.674888 0.269468 0.039 Uiso 1 1 calc R U . . .
C00U C 1.0257(2) 0.4794(2) 0.17789(14) 0.0270(4) Uani 1 1 d . . . . .
H00H H 1.099000 0.546756 0.223850 0.040 Uiso 1 1 calc R U . . .
H00I H 1.037455 0.505467 0.127632 0.040 Uiso 1 1 calc R U . . .
H00J H 1.036454 0.400266 0.167850 0.040 Uiso 1 1 calc R U . . .
C00V C 0.7430(2) -0.0539(2) 0.27671(13) 0.0257(4) Uani 1 1 d . . . . .
H00K H 0.698213 -0.120525 0.223082 0.038 Uiso 1 1 calc R U . . .
H00L H 0.745513 -0.093424 0.319565 0.038 Uiso 1 1 calc R U . . .
H00M H 0.841164 0.003382 0.272750 0.038 Uiso 1 1 calc R U . . .
C00W C 0.5647(2) 0.2548(2) -0.03025(13) 0.0264(4) Uani 1 1 d . . . . .
H00W H 0.564333 0.267548 -0.083053 0.032 Uiso 1 1 calc R U . . .
C00X C 0.4474(2) -0.0647(2) 0.32158(14) 0.0275(4) Uani 1 1 d . . . . .
H00O H 0.389668 -0.016897 0.329884 0.041 Uiso 1 1 calc R U . . .
H00P H 0.454506 -0.090831 0.370666 0.041 Uiso 1 1 calc R U . . .
H00R H 0.401608 -0.140653 0.272638 0.041 Uiso 1 1 calc R U . . .
C00Y C 0.0913(2) -0.1227(2) 0.09579(14) 0.0281(4) Uani 1 1 d . . . . .
C00Z C 0.7521(2) 0.7296(2) 0.52504(13) 0.0246(4) Uani 1 1 d . . . . .
C010 C 0.0743(2) -0.0465(2) 0.18184(14) 0.0295(5) Uani 1 1 d . . . . .
H010 H 0.064210 -0.075434 0.229048 0.035 Uiso 1 1 calc R U . . .
C011 C 0.8410(3) 0.7972(2) 0.46554(16) 0.0332(5) Uani 1 1 d . . . . .
H01A H 0.943572 0.829955 0.485005 0.050 Uiso 1 1 calc R U . . .
H01B H 0.819574 0.868344 0.464505 0.050 Uiso 1 1 calc R U . . .
H01C H 0.816034 0.736201 0.409452 0.050 Uiso 1 1 calc R U . . .
C012 C 0.7881(3) 0.8261(2) 0.61418(14) 0.0288(4) Uani 1 1 d . . . . .
H01D H 0.893680 0.869399 0.631010 0.035 Uiso 1 1 calc R U . . .
H01E H 0.756344 0.892151 0.612820 0.035 Uiso 1 1 calc R U . . .
C013 C 0.5860(3) 0.6726(2) 0.49526(16) 0.0342(5) Uani 1 1 d . . . . .
H01F H 0.560037 0.607330 0.440765 0.051 Uiso 1 1 calc R U . . .
H01G H 0.561856 0.740961 0.491032 0.051 Uiso 1 1 calc R U . . .
H01H H 0.532838 0.633970 0.535430 0.051 Uiso 1 1 calc R U . . .
B014 B 0.5508(2) 0.1738(2) 0.21323(13) 0.0180(4) Uani 1 1 d . . . . .
C015 C -0.0463(3) -0.1702(3) 0.03282(15) 0.0408(6) Uani 1 1 d . . . . .
H01I H -0.060925 -0.096779 0.029287 0.061 Uiso 1 1 calc R U . . .
H01J H -0.129621 -0.227485 0.051611 0.061 Uiso 1 1 calc R U . . .
H01K H -0.035062 -0.216250 -0.022045 0.061 Uiso 1 1 calc R U . . .
B016 B 0.7008(2) 0.3562(2) 0.33630(13) 0.0186(4) Uani 1 1 d . . . . .
C017 C 0.1139(4) -0.2380(3) 0.1046(2) 0.0506(8) Uani 1 1 d . . . . .
H01L H 0.112258 -0.292729 0.049491 0.076 Uiso 1 1 calc R U . . .
H01M H 0.036782 -0.287346 0.131171 0.076 Uiso 1 1 calc R U . . .
H01N H 0.206750 -0.206696 0.138822 0.076 Uiso 1 1 calc R U . . .
O018 O 0.5562(4) 0.3511(3) 0.8011(2) 0.0530(9) Uani 0.684(5) 1 d D . P A 1
C019 C 0.6141(18) 0.5636(14) 0.8905(7) 0.095(6) Uani 0.684(5) 1 d D . P A 1
H01O H 0.521410 0.558672 0.905578 0.143 Uiso 0.684(5) 1 calc R U P A 1
H01P H 0.673069 0.648309 0.885694 0.143 Uiso 0.684(5) 1 calc R U P A 1
H01Q H 0.663622 0.548976 0.933531 0.143 Uiso 0.684(5) 1 calc R U P A 1
C01A C 0.6133(11) 0.5074(11) 0.7322(7) 0.099(5) Uani 0.684(5) 1 d D . P A 1
H01R H 0.605379 0.436986 0.683779 0.148 Uiso 0.684(5) 1 calc R U P A 1
H01S H 0.709257 0.578513 0.741911 0.148 Uiso 0.684(5) 1 calc R U P A 1
H01T H 0.540744 0.535894 0.721995 0.148 Uiso 0.684(5) 1 calc R U P A 1
C01B C 0.5894(4) 0.4622(4) 0.8078(3) 0.0353(9) Uani 0.684(5) 1 d D . P A 1
C0 C 0.5927(15) 0.4857(15) 0.7266(6) 0.044(4) Uani 0.316(5) 1 d D . P A 2
H0A H 0.559894 0.397986 0.728126 0.066 Uiso 0.316(5) 1 calc R U P A 2
H0B H 0.663755 0.502219 0.688645 0.066 Uiso 0.316(5) 1 calc R U P A 2
H0C H 0.510634 0.496762 0.707098 0.066 Uiso 0.316(5) 1 calc R U P A 2
C01C C 0.6609(9) 0.5792(8) 0.8137(6) 0.042(2) Uani 0.316(5) 1 d D . P A 2
C1 C 0.595(3) 0.549(2) 0.8877(11) 0.047(5) Uani 0.316(5) 1 d D . P A 2
H1A H 0.525137 0.584139 0.899459 0.071 Uiso 0.316(5) 1 calc R U P A 2
H1B H 0.670317 0.586909 0.935954 0.071 Uiso 0.316(5) 1 calc R U P A 2
H1C H 0.546352 0.456132 0.876012 0.071 Uiso 0.316(5) 1 calc R U P A 2
O0 O 0.7788(7) 0.6746(7) 0.8251(4) 0.052(2) Uani 0.316(5) 1 d D . P A 2


_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
Si01 O008 1.6425(14) . ?
Si01 C00V 1.857(2) . ?
Si01 C00X 1.867(2) . ?
Si01 C00J 1.890(2) . ?
Si02 O009 1.6364(14) . ?
Si02 C00U 1.857(2) . ?
Si02 C00T 1.869(2) . ?
Si02 C00G 1.881(2) . ?
F003 C00O 1.370(2) . ?
F004 C00R 1.373(2) . ?
O005 B016 1.444(3) . ?
O005 B014 1.454(2) . ?
O006 C00M 1.297(2) . ?
O006 B016 1.601(2) . ?
O007 C00K 1.294(2) . ?
O007 B014 1.597(2) . ?
O008 B014 1.453(2) . ?
O009 B016 1.457(2) . ?
O00A H00T 0.8499 . ?
O00A H00U 0.8498 . ?
O00B H00V 0.8501 . ?
O00B H00X 0.8497 . ?
O00C C010 1.403(3) . ?
O00C H00C 0.8200 . ?
O00D C012 1.424(3) . ?
O00D H00D 0.8200 . ?
N00E C00K 1.307(3) . ?
N00E C00Y 1.498(3) . ?
N00E H00E 0.8600 . ?
N00F C00M 1.301(2) . ?
N00F C00Z 1.502(2) . ?
N00F H00F 0.8600 . ?
C00G C00R 1.386(3) . ?
C00G C00L 1.405(3) . ?
C00H C00I 1.395(3) . ?
C00H C00Q 1.395(3) . ?
C00H C00M 1.481(3) . ?
C00I C00J 1.407(3) . ?
C00I B016 1.611(3) . ?
C00J C00O 1.387(3) . ?
C00K C00P 1.474(3) . ?
C00L C00P 1.396(3) . ?
C00L B014 1.620(3) . ?
C00N C00W 1.389(3) . ?
C00N C00P 1.396(3) . ?
C00N H00N 0.9300 . ?
C00O C00S 1.387(3) . ?
C00Q C00S 1.387(3) . ?
C00Q H00Q 0.9300 . ?
C00R C00W 1.383(3) . ?
C00S H00S 0.9300 . ?
C00T H00A 0.9600 . ?
C00T H00B 0.9600 . ?
C00T H00G 0.9600 . ?
C00U H00H 0.9600 . ?
C00U H00I 0.9600 . ?
C00U H00J 0.9600 . ?
C00V H00K 0.9600 . ?
C00V H00L 0.9600 . ?
C00V H00M 0.9600 . ?
C00W H00W 0.9300 . ?
C00X H00O 0.9600 . ?
C00X H00P 0.9600 . ?
C00X H00R 0.9600 . ?
C00Y C010 1.521(3) . ?
C00Y C017 1.524(4) . ?
C00Y C015 1.526(3) . ?
C00Z C011 1.516(3) . ?
C00Z C012 1.526(3) . ?
C00Z C013 1.542(3) . ?
C010 H010 0.9300 . ?
C011 H01A 0.9600 . ?
C011 H01B 0.9600 . ?
C011 H01C 0.9600 . ?
C012 H01D 0.9700 . ?
C012 H01E 0.9700 . ?
C013 H01F 0.9600 . ?
C013 H01G 0.9600 . ?
C013 H01H 0.9600 . ?
C015 H01I 0.9600 . ?
C015 H01J 0.9600 . ?
C015 H01K 0.9600 . ?
C017 H01L 0.9600 . ?
C017 H01M 0.9600 . ?
C017 H01N 0.9600 . ?
O018 C01B 1.189(5) . ?
C019 C01B 1.489(11) . ?
C019 H01O 0.9600 . ?
C019 H01P 0.9600 . ?
C019 H01Q 0.9600 . ?
C01A C01B 1.481(9) . ?
C01A H01R 0.9600 . ?
C01A H01S 0.9600 . ?
C01A H01T 0.9600 . ?
C0 C01C 1.496(12) . ?
C0 H0A 0.9600 . ?
C0 H0B 0.9600 . ?
C0 H0C 0.9600 . ?
C01C O0 1.223(10) . ?
C01C C1 1.469(16) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

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
O008 Si01 C00V 107.36(8) . . ?
O008 Si01 C00X 112.46(9) . . ?
C00V Si01 C00X 110.71(10) . . ?
O008 Si01 C00J 107.35(8) . . ?
C00V Si01 C00J 111.50(9) . . ?
C00X Si01 C00J 107.45(9) . . ?
O009 Si02 C00U 108.24(9) . . ?
O009 Si02 C00T 111.58(8) . . ?
C00U Si02 C00T 111.64(10) . . ?
O009 Si02 C00G 106.94(8) . . ?
C00U Si02 C00G 110.73(9) . . ?
C00T Si02 C00G 107.61(9) . . ?
B016 O005 B014 113.51(14) . . ?
C00M O006 B016 110.27(14) . . ?
C00K O007 B014 110.93(14) . . ?
B014 O008 Si01 131.28(12) . . ?
B016 O009 Si02 134.22(12) . . ?
H00T O00A H00U 109.4 . . ?
H00V O00B H00X 109.5 . . ?
C010 O00C H00C 109.5 . . ?
C012 O00D H00D 109.5 . . ?
C00K N00E C00Y 127.11(17) . . ?
C00K N00E H00E 116.4 . . ?
C00Y N00E H00E 116.4 . . ?
C00M N00F C00Z 126.67(17) . . ?
C00M N00F H00F 116.7 . . ?
C00Z N00F H00F 116.7 . . ?
C00R C00G C00L 115.53(18) . . ?
C00R C00G Si02 124.38(15) . . ?
C00L C00G Si02 119.66(14) . . ?
C00I C00H C00Q 122.68(18) . . ?
C00I C00H C00M 107.82(16) . . ?
C00Q C00H C00M 129.02(17) . . ?
C00H C00I C00J 120.60(17) . . ?
C00H C00I B016 109.09(16) . . ?
C00J C00I B016 130.17(17) . . ?
C00O C00J C00I 114.67(17) . . ?
C00O C00J Si01 125.55(15) . . ?
C00I C00J Si01 119.41(14) . . ?
O007 C00K N00E 122.38(18) . . ?
O007 C00K C00P 113.49(17) . . ?
N00E C00K C00P 124.08(17) . . ?
C00P C00L C00G 119.65(17) . . ?
C00P C00L B014 109.10(16) . . ?
C00G C00L B014 130.91(17) . . ?
O006 C00M N00F 122.41(17) . . ?
O006 C00M C00H 113.29(16) . . ?
N00F C00M C00H 124.17(17) . . ?
C00W C00N C00P 117.75(18) . . ?
C00W C00N H00N 121.1 . . ?
C00P C00N H00N 121.1 . . ?
F003 C00O C00J 117.88(17) . . ?
F003 C00O C00S 116.36(17) . . ?
C00J C00O C00S 125.75(18) . . ?
C00N C00P C00L 122.95(18) . . ?
C00N C00P C00K 128.71(18) . . ?
C00L C00P C00K 107.92(16) . . ?
C00S C00Q C00H 117.49(18) . . ?
C00S C00Q H00Q 121.3 . . ?
C00H C00Q H00Q 121.3 . . ?
F004 C00R C00W 116.72(17) . . ?
F004 C00R C00G 117.56(18) . . ?
C00W C00R C00G 125.70(19) . . ?
C00Q C00S C00O 118.69(18) . . ?
C00Q C00S H00S 120.7 . . ?
C00O C00S H00S 120.7 . . ?
Si02 C00T H00A 109.5 . . ?
Si02 C00T H00B 109.5 . . ?
H00A C00T H00B 109.5 . . ?
Si02 C00T H00G 109.5 . . ?
H00A C00T H00G 109.5 . . ?
H00B C00T H00G 109.5 . . ?
Si02 C00U H00H 109.5 . . ?
Si02 C00U H00I 109.5 . . ?
H00H C00U H00I 109.5 . . ?
Si02 C00U H00J 109.5 . . ?
H00H C00U H00J 109.5 . . ?
H00I C00U H00J 109.5 . . ?
Si01 C00V H00K 109.5 . . ?
Si01 C00V H00L 109.5 . . ?
H00K C00V H00L 109.5 . . ?
Si01 C00V H00M 109.5 . . ?
H00K C00V H00M 109.5 . . ?
H00L C00V H00M 109.5 . . ?
C00R C00W C00N 118.26(18) . . ?
C00R C00W H00W 120.9 . . ?
C00N C00W H00W 120.9 . . ?
Si01 C00X H00O 109.5 . . ?
Si01 C00X H00P 109.5 . . ?
H00O C00X H00P 109.5 . . ?
Si01 C00X H00R 109.5 . . ?
H00O C00X H00R 109.5 . . ?
H00P C00X H00R 109.5 . . ?
N00E C00Y C010 112.11(18) . . ?
N00E C00Y C017 109.49(18) . . ?
C010 C00Y C017 109.0(2) . . ?
N00E C00Y C015 106.70(18) . . ?
C010 C00Y C015 109.11(19) . . ?
C017 C00Y C015 110.4(2) . . ?
N00F C00Z C011 110.25(17) . . ?
N00F C00Z C012 106.56(16) . . ?
C011 C00Z C012 110.13(19) . . ?
N00F C00Z C013 110.12(18) . . ?
C011 C00Z C013 111.42(19) . . ?
C012 C00Z C013 108.22(18) . . ?
O00C C010 C00Y 112.64(19) . . ?
O00C C010 H010 123.7 . . ?
C00Y C010 H010 123.7 . . ?
C00Z C011 H01A 109.5 . . ?
C00Z C011 H01B 109.5 . . ?
H01A C011 H01B 109.5 . . ?
C00Z C011 H01C 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
O00D C012 C00Z 113.96(18) . . ?
O00D C012 H01D 108.8 . . ?
C00Z C012 H01D 108.8 . . ?
O00D C012 H01E 108.8 . . ?
C00Z C012 H01E 108.8 . . ?
H01D C012 H01E 107.7 . . ?
C00Z C013 H01F 109.5 . . ?
C00Z C013 H01G 109.5 . . ?
H01F C013 H01G 109.5 . . ?
C00Z C013 H01H 109.5 . . ?
H01F C013 H01H 109.5 . . ?
H01G C013 H01H 109.5 . . ?
O008 B014 O005 114.03(16) . . ?
O008 B014 O007 106.37(15) . . ?
O005 B014 O007 108.29(14) . . ?
O008 B014 C00L 114.44(15) . . ?
O005 B014 C00L 114.11(15) . . ?
O007 B014 C00L 97.78(14) . . ?
C00Y C015 H01I 109.5 . . ?
C00Y C015 H01J 109.5 . . ?
H01I C015 H01J 109.5 . . ?
C00Y C015 H01K 109.5 . . ?
H01I C015 H01K 109.5 . . ?
H01J C015 H01K 109.5 . . ?
O005 B016 O009 114.35(16) . . ?
O005 B016 O006 109.21(15) . . ?
O009 B016 O006 106.06(15) . . ?
O005 B016 C00I 115.01(16) . . ?
O009 B016 C00I 112.46(16) . . ?
O006 B016 C00I 98.01(14) . . ?
C00Y C017 H01L 109.5 . . ?
C00Y C017 H01M 109.5 . . ?
H01L C017 H01M 109.5 . . ?
C00Y C017 H01N 109.5 . . ?
H01L C017 H01N 109.5 . . ?
H01M C017 H01N 109.5 . . ?
C01B C019 H01O 109.5 . . ?
C01B C019 H01P 109.5 . . ?
H01O C019 H01P 109.5 . . ?
C01B C019 H01Q 109.5 . . ?
H01O C019 H01Q 109.5 . . ?
H01P C019 H01Q 109.5 . . ?
C01B C01A H01R 109.5 . . ?
C01B C01A H01S 109.5 . . ?
H01R C01A H01S 109.5 . . ?
C01B C01A H01T 109.5 . . ?
H01R C01A H01T 109.5 . . ?
H01S C01A H01T 109.5 . . ?
O018 C01B C01A 120.4(6) . . ?
O018 C01B C019 123.2(7) . . ?
C01A C01B C019 116.4(8) . . ?
C01C C0 H0A 109.5 . . ?
C01C C0 H0B 109.5 . . ?
H0A C0 H0B 109.5 . . ?
C01C C0 H0C 109.5 . . ?
H0A C0 H0C 109.5 . . ?
H0B C0 H0C 109.5 . . ?
O0 C01C C1 118.9(13) . . ?
O0 C01C C0 120.8(10) . . ?
C1 C01C C0 119.9(13) . . ?
C01C C1 H1A 109.4 . . ?
C01C C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C01C C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
C00V Si01 O008 B014 172.57(17) . . . . ?
C00X Si01 O008 B014 50.55(19) . . . . ?
C00J Si01 O008 B014 -67.43(18) . . . . ?
C00U Si02 O009 B016 177.27(17) . . . . ?
C00T Si02 O009 B016 54.05(19) . . . . ?
C00G Si02 O009 B016 -63.38(19) . . . . ?
O009 Si02 C00G C00R -178.69(16) . . . . ?
C00U Si02 C00G C00R -61.0(2) . . . . ?
C00T Si02 C00G C00R 61.30(19) . . . . ?
O009 Si02 C00G C00L 9.25(17) . . . . ?
C00U Si02 C00G C00L 126.97(16) . . . . ?
C00T Si02 C00G C00L -110.76(16) . . . . ?
C00Q C00H C00I C00J 3.8(3) . . . . ?
C00M C00H C00I C00J -168.96(17) . . . . ?
C00Q C00H C00I B016 179.82(18) . . . . ?
C00M C00H C00I B016 7.1(2) . . . . ?
C00H C00I C00J C00O -2.3(3) . . . . ?
B016 C00I C00J C00O -177.39(19) . . . . ?
C00H C00I C00J Si01 171.20(14) . . . . ?
B016 C00I C00J Si01 -3.9(3) . . . . ?
O008 Si01 C00J C00O -171.85(17) . . . . ?
C00V Si01 C00J C00O -54.5(2) . . . . ?
C00X Si01 C00J C00O 66.97(19) . . . . ?
O008 Si01 C00J C00I 15.46(17) . . . . ?
C00V Si01 C00J C00I 132.79(15) . . . . ?
C00X Si01 C00J C00I -105.73(16) . . . . ?
B014 O007 C00K N00E 176.13(17) . . . . ?
B014 O007 C00K C00P -6.4(2) . . . . ?
C00Y N00E C00K O007 4.2(3) . . . . ?
C00Y N00E C00K C00P -173.02(18) . . . . ?
C00R C00G C00L C00P -2.4(3) . . . . ?
Si02 C00G C00L C00P 170.31(14) . . . . ?
C00R C00G C00L B014 -174.99(18) . . . . ?
Si02 C00G C00L B014 -2.2(3) . . . . ?
B016 O006 C00M N00F 175.09(17) . . . . ?
B016 O006 C00M C00H -9.0(2) . . . . ?
C00Z N00F C00M O006 4.5(3) . . . . ?
C00Z N00F C00M C00H -170.96(18) . . . . ?
C00I C00H C00M O006 1.2(2) . . . . ?
C00Q C00H C00M O006 -170.93(19) . . . . ?
C00I C00H C00M N00F 176.99(18) . . . . ?
C00Q C00H C00M N00F 4.9(3) . . . . ?
C00I C00J C00O F003 177.97(17) . . . . ?
Si01 C00J C00O F003 5.0(3) . . . . ?
C00I C00J C00O C00S -0.9(3) . . . . ?
Si01 C00J C00O C00S -173.91(17) . . . . ?
C00W C00N C00P C00L -2.2(3) . . . . ?
C00W C00N C00P C00K 169.42(19) . . . . ?
C00G C00L C00P C00N 4.3(3) . . . . ?
B014 C00L C00P C00N 178.30(17) . . . . ?
C00G C00L C00P C00K -168.87(16) . . . . ?
B014 C00L C00P C00K 5.2(2) . . . . ?
O007 C00K C00P C00N -171.91(19) . . . . ?
N00E C00K C00P C00N 5.5(3) . . . . ?
O007 C00K C00P C00L 0.7(2) . . . . ?
N00E C00K C00P C00L 178.12(18) . . . . ?
C00I C00H C00Q C00S -1.9(3) . . . . ?
C00M C00H C00Q C00S 169.17(19) . . . . ?
C00L C00G C00R F004 176.97(17) . . . . ?
Si02 C00G C00R F004 4.6(3) . . . . ?
C00L C00G C00R C00W -1.3(3) . . . . ?
Si02 C00G C00R C00W -173.65(17) . . . . ?
C00H C00Q C00S C00O -1.2(3) . . . . ?
F003 C00O C00S C00Q -176.19(18) . . . . ?
C00J C00O C00S C00Q 2.7(3) . . . . ?
F004 C00R C00W C00N -174.96(18) . . . . ?
C00G C00R C00W C00N 3.3(3) . . . . ?
C00P C00N C00W C00R -1.5(3) . . . . ?
C00K N00E C00Y C010 40.3(3) . . . . ?
C00K N00E C00Y C017 -80.8(3) . . . . ?
C00K N00E C00Y C015 159.7(2) . . . . ?
C00M N00F C00Z C011 -67.9(3) . . . . ?
C00M N00F C00Z C012 172.65(19) . . . . ?
C00M N00F C00Z C013 55.5(3) . . . . ?
N00E C00Y C010 O00C 49.4(2) . . . . ?
C017 C00Y C010 O00C 170.8(2) . . . . ?
C015 C00Y C010 O00C -68.6(2) . . . . ?
N00F C00Z C012 O00D -53.8(2) . . . . ?
C011 C00Z C012 O00D -173.40(18) . . . . ?
C013 C00Z C012 O00D 64.6(2) . . . . ?
Si01 O008 B014 O005 46.3(2) . . . . ?
Si01 O008 B014 O007 -72.97(19) . . . . ?
Si01 O008 B014 C00L -179.74(12) . . . . ?
B016 O005 B014 O008 45.2(2) . . . . ?
B016 O005 B014 O007 163.35(14) . . . . ?
B016 O005 B014 C00L -88.95(19) . . . . ?
C00K O007 B014 O008 -109.89(16) . . . . ?
C00K O007 B014 O005 127.14(16) . . . . ?
C00K O007 B014 C00L 8.50(18) . . . . ?
C00P C00L B014 O008 104.08(19) . . . . ?
C00G C00L B014 O008 -82.8(2) . . . . ?
C00P C00L B014 O005 -122.01(17) . . . . ?
C00G C00L B014 O005 51.1(3) . . . . ?
C00P C00L B014 O007 -7.92(18) . . . . ?
C00G C00L B014 O007 165.23(19) . . . . ?
B014 O005 B016 O009 42.3(2) . . . . ?
B014 O005 B016 O006 160.91(14) . . . . ?
B014 O005 B016 C00I -90.11(19) . . . . ?
Si02 O009 B016 O005 48.1(2) . . . . ?
Si02 O009 B016 O006 -72.3(2) . . . . ?
Si02 O009 B016 C00I -178.33(13) . . . . ?
C00M O006 B016 O005 132.00(16) . . . . ?
C00M O006 B016 O009 -104.30(17) . . . . ?
C00M O006 B016 C00I 11.92(19) . . . . ?
C00H C00I B016 O005 -126.67(17) . . . . ?
C00J C00I B016 O005 48.9(3) . . . . ?
C00H C00I B016 O009 100.07(18) . . . . ?
C00J C00I B016 O009 -84.4(2) . . . . ?
C00H C00I B016 O006 -11.06(19) . . . . ?
C00J C00I B016 O006 164.51(19) . . . . ?

_refine_diff_density_max         0.814
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.077

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
