# Electronic Supplementary Material (ESI) for ChemComm.
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 2174330'
loop_
_audit_author_name
_audit_author_address
'Angel Suarez'
;Universidad de Oviedo
Spain
;
_audit_update_record             
;
2022-05-23 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H25 Br O Si'
_chemical_formula_sum            'C17 H25 Br O Si'
_chemical_formula_weight         353.37

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'
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'
Br Br -0.6763 1.2805 '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                   7.7171(8)
_cell_length_b                   8.9100(7)
_cell_length_c                   12.9401(8)
_cell_angle_alpha                82.729(6)
_cell_angle_beta                 84.143(7)
_cell_angle_gamma                80.754(8)
_cell_volume                     868.09(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    149.9(2)
_cell_measurement_reflns_used    3992
_cell_measurement_theta_min      5.7680
_cell_measurement_theta_max      69.3020

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    3.829
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      149.9(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6507
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         5.8027
_diffrn_reflns_theta_max         69.5842
_diffrn_reflns_theta_full        67.4579
_diffrn_measured_fraction_theta_max 0.9697
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3166
_reflns_number_gt                2859
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SIR-2004 (Altomare 2004)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'PLATON-2014 (Spek, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_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)+(0.1070P)²+0.6173P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   noref
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3166
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1700
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.137
_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
Br1 Br 0.45946(6) 0.43719(4) 0.31711(3) 0.0479(2) Uani 1 1 d . . . . .
Si1 Si 0.12623(14) 0.81249(11) 0.29205(7) 0.0357(3) Uani 1 1 d . . . . .
O1 O 0.3533(4) 0.8166(3) 0.1098(2) 0.0386(6) Uani 1 1 d . . . . .
C1 C 0.3179(5) 0.7262(4) 0.2047(3) 0.0361(8) Uani 1 1 d . . . . .
C2 C 0.4405(5) 0.5979(4) 0.2081(3) 0.0381(8) Uani 1 1 d . . . . .
C4 C 0.7000(5) 0.5035(4) 0.0737(3) 0.0411(8) Uani 1 1 d . . . . .
H4 H 0.7416 0.4105 0.1107 0.049 Uiso 1 1 calc R U . . .
C16 C -0.0359(7) 0.5410(5) 0.2946(4) 0.0550(11) Uani 1 1 d . . . . .
H16A H -0.0799 0.4574 0.3379 0.082 Uiso 1 1 calc R U . . .
H16B H 0.0689 0.5029 0.2535 0.082 Uiso 1 1 calc R U . . .
H16C H -0.1236 0.5910 0.2490 0.082 Uiso 1 1 calc R U . . .
C3 C 0.5571(5) 0.6006(4) 0.1145(3) 0.0347(7) Uani 1 1 d . . . . .
C6 C 0.7170(6) 0.6900(5) -0.0787(3) 0.0451(9) Uani 1 1 d . . . . .
H6 H 0.7736 0.7181 -0.1435 0.054 Uiso 1 1 calc R U . . .
C9 C -0.0067(6) 0.9610(4) 0.2019(3) 0.0436(9) Uani 1 1 d . . . . .
H9 H 0.0787 1.0175 0.1586 0.052 Uiso 1 1 calc R U . . .
C7 C 0.5743(6) 0.7887(4) -0.0397(3) 0.0430(9) Uani 1 1 d . . . . .
H7 H 0.5329 0.8820 -0.0764 0.052 Uiso 1 1 calc R U . . .
C15 C 0.0068(5) 0.6555(4) 0.3636(3) 0.0417(8) Uani 1 1 d . . . . .
H15 H 0.0873 0.5967 0.4129 0.050 Uiso 1 1 calc R U . . .
C5 C 0.7779(6) 0.5493(5) -0.0231(3) 0.0450(9) Uani 1 1 d . . . . .
H5 H 0.8728 0.4856 -0.0522 0.054 Uiso 1 1 calc R U . . .
C12 C 0.2200(6) 0.9097(5) 0.3910(3) 0.0439(9) Uani 1 1 d . . . . .
H12 H 0.1210 0.9674 0.4296 0.053 Uiso 1 1 calc R U . . .
C8 C 0.4975(5) 0.7390(4) 0.0577(3) 0.0387(8) Uani 1 1 d . . . . .
C14 C 0.3217(7) 0.7963(6) 0.4704(4) 0.0559(11) Uani 1 1 d . . . . .
H14A H 0.4150 0.7332 0.4342 0.084 Uiso 1 1 calc R U . . .
H14B H 0.2432 0.7330 0.5101 0.084 Uiso 1 1 calc R U . . .
H14C H 0.3705 0.8515 0.5166 0.084 Uiso 1 1 calc R U . . .
C10 C -0.1030(8) 0.8920(6) 0.1257(4) 0.0620(13) Uani 1 1 d . . . . .
H10A H -0.1968 0.8440 0.1636 0.093 Uiso 1 1 calc R U . . .
H10B H -0.0217 0.8173 0.0910 0.093 Uiso 1 1 calc R U . . .
H10C H -0.1509 0.9716 0.0747 0.093 Uiso 1 1 calc R U . . .
C11 C -0.1337(7) 1.0801(5) 0.2588(4) 0.0616(12) Uani 1 1 d . . . . .
H11A H -0.1970 1.1511 0.2086 0.092 Uiso 1 1 calc R U . . .
H11B H -0.0681 1.1342 0.2970 0.092 Uiso 1 1 calc R U . . .
H11C H -0.2154 1.0296 0.3064 0.092 Uiso 1 1 calc R U . . .
C13 C 0.3379(8) 1.0234(6) 0.3371(4) 0.0594(12) Uani 1 1 d . . . . .
H13A H 0.3803 1.0736 0.3888 0.089 Uiso 1 1 calc R U . . .
H13B H 0.2716 1.0982 0.2905 0.089 Uiso 1 1 calc R U . . .
H13C H 0.4361 0.9700 0.2981 0.089 Uiso 1 1 calc R U . . .
C17 C -0.1567(7) 0.7216(6) 0.4300(4) 0.0634(12) Uani 1 1 d . . . . .
H17A H -0.2425 0.7769 0.3850 0.095 Uiso 1 1 calc R U . . .
H17B H -0.1243 0.7897 0.4741 0.095 Uiso 1 1 calc R U . . .
H17C H -0.2057 0.6398 0.4724 0.095 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.877(4) . ?
Si1 C1 1.889(4) . ?
Si1 C15 1.891(4) . ?
Si1 C9 1.893(4) . ?
Si1 C12 1.893(4) . ?
O1 C8 1.374(5) . ?
O1 C1 1.409(4) . ?
C1 C2 1.361(5) . ?
C2 C3 1.434(5) . ?
C4 C5 1.376(6) . ?
C4 C3 1.390(5) . ?
C4 H4 0.9300 . ?
C16 C15 1.531(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C3 C8 1.388(5) . ?
C6 C7 1.389(6) . ?
C6 C5 1.400(6) . ?
C6 H6 0.9300 . ?
C9 C11 1.531(6) . ?
C9 C10 1.534(6) . ?
C9 H9 0.9800 . ?
C7 C8 1.388(6) . ?
C7 H7 0.9300 . ?
C15 C17 1.531(6) . ?
C15 H15 0.9800 . ?
C5 H5 0.9300 . ?
C12 C13 1.526(6) . ?
C12 C14 1.529(6) . ?
C12 H12 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C1 Si1 C15 109.55(16) . . ?
C1 Si1 C9 104.73(17) . . ?
C15 Si1 C9 116.14(19) . . ?
C1 Si1 C12 107.31(18) . . ?
C15 Si1 C12 108.94(18) . . ?
C9 Si1 C12 109.78(18) . . ?
C8 O1 C1 107.1(3) . . ?
C2 C1 O1 107.6(3) . . ?
C2 C1 Si1 137.6(3) . . ?
O1 C1 Si1 114.8(2) . . ?
C1 C2 C3 110.1(3) . . ?
C1 C2 Br1 126.4(3) . . ?
C3 C2 Br1 123.4(3) . . ?
C5 C4 C3 117.9(4) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C3 C4 120.0(4) . . ?
C8 C3 C2 103.9(3) . . ?
C4 C3 C2 136.1(3) . . ?
C7 C6 C5 121.8(4) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C11 C9 C10 110.6(4) . . ?
C11 C9 Si1 113.9(3) . . ?
C10 C9 Si1 113.6(3) . . ?
C11 C9 H9 106.0 . . ?
C10 C9 H9 106.0 . . ?
Si1 C9 H9 106.0 . . ?
C8 C7 C6 115.6(4) . . ?
C8 C7 H7 122.2 . . ?
C6 C7 H7 122.2 . . ?
C17 C15 C16 111.7(4) . . ?
C17 C15 Si1 111.2(3) . . ?
C16 C15 Si1 114.9(3) . . ?
C17 C15 H15 106.1 . . ?
C16 C15 H15 106.1 . . ?
Si1 C15 H15 106.1 . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C13 C12 C14 109.7(4) . . ?
C13 C12 Si1 111.2(3) . . ?
C14 C12 Si1 112.9(3) . . ?
C13 C12 H12 107.6 . . ?
C14 C12 H12 107.6 . . ?
Si1 C12 H12 107.6 . . ?
O1 C8 C7 125.4(3) . . ?
O1 C8 C3 111.3(3) . . ?
C7 C8 C3 123.4(4) . . ?
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 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
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 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 O1 C1 C2 0.3(4) . . . . ?
C8 O1 C1 Si1 178.6(2) . . . . ?
C15 Si1 C1 C2 -37.3(5) . . . . ?
C9 Si1 C1 C2 -162.5(4) . . . . ?
C12 Si1 C1 C2 80.9(4) . . . . ?
C15 Si1 C1 O1 145.1(2) . . . . ?
C9 Si1 C1 O1 19.9(3) . . . . ?
C12 Si1 C1 O1 -96.7(3) . . . . ?
O1 C1 C2 C3 -1.0(4) . . . . ?
Si1 C1 C2 C3 -178.7(3) . . . . ?
O1 C1 C2 Br1 179.3(2) . . . . ?
Si1 C1 C2 Br1 1.6(6) . . . . ?
C5 C4 C3 C8 0.0(5) . . . . ?
C5 C4 C3 C2 179.4(4) . . . . ?
C1 C2 C3 C8 1.2(4) . . . . ?
Br1 C2 C3 C8 -179.1(3) . . . . ?
C1 C2 C3 C4 -178.3(4) . . . . ?
Br1 C2 C3 C4 1.4(6) . . . . ?
C1 Si1 C9 C11 -161.5(3) . . . . ?
C15 Si1 C9 C11 77.6(4) . . . . ?
C12 Si1 C9 C11 -46.5(4) . . . . ?
C1 Si1 C9 C10 70.7(4) . . . . ?
C15 Si1 C9 C10 -50.3(4) . . . . ?
C12 Si1 C9 C10 -174.4(4) . . . . ?
C5 C6 C7 C8 0.3(6) . . . . ?
C1 Si1 C15 C17 -176.4(3) . . . . ?
C9 Si1 C15 C17 -58.0(4) . . . . ?
C12 Si1 C15 C17 66.5(4) . . . . ?
C1 Si1 C15 C16 -48.2(4) . . . . ?
C9 Si1 C15 C16 70.2(4) . . . . ?
C12 Si1 C15 C16 -165.3(3) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C7 C6 C5 C4 -0.9(6) . . . . ?
C1 Si1 C12 C13 54.1(4) . . . . ?
C15 Si1 C12 C13 172.6(3) . . . . ?
C9 Si1 C12 C13 -59.2(4) . . . . ?
C1 Si1 C12 C14 -69.7(4) . . . . ?
C15 Si1 C12 C14 48.9(4) . . . . ?
C9 Si1 C12 C14 177.1(3) . . . . ?
C1 O1 C8 C7 179.5(3) . . . . ?
C1 O1 C8 C3 0.5(4) . . . . ?
C6 C7 C8 O1 -178.6(3) . . . . ?
C6 C7 C8 C3 0.3(6) . . . . ?
C4 C3 C8 O1 178.6(3) . . . . ?
C2 C3 C8 O1 -1.0(4) . . . . ?
C4 C3 C8 C7 -0.5(6) . . . . ?
C2 C3 C8 C7 179.9(3) . . . . ?

_refine_diff_density_max         0.711
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.111

_shelxl_version_number           2014-3



