# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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. 
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data_yh253mdl0452_auto
_database_code_depnum_ccdc_archive 'CCDC 2294058'
loop_
_audit_author_name
_audit_author_address
'Delong Mu'
;Shenzhen Bay Laboratory
China
;
_audit_update_record             
;
2023-09-10 deposited with the CCDC.	2025-04-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H18 Si'
_chemical_formula_weight         322.46

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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.17670(10)
_cell_length_b                   12.3479(2)
_cell_length_c                   23.1083(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.2220(10)
_cell_angle_gamma                90
_cell_volume                     1752.07(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.153
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20999
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.848
_diffrn_reflns_theta_max         76.902
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3597
_reflns_number_gt                3360
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0608P)²+0.4015P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0018(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3597
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1173
_refine_ls_wR_factor_gt          0.1158
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
Si11 Si 0.46662(6) 0.45232(3) 0.64206(2) 0.04679(15) Uani 1 1 d . . . . .
C2 C 0.3207(2) 0.26295(12) 0.59757(6) 0.0508(3) Uani 1 1 d . . . . .
C13 C 0.6574(2) 0.47343(12) 0.70957(6) 0.0475(3) Uani 1 1 d . . . . .
C1 C 0.2846(2) 0.33260(12) 0.64484(6) 0.0485(3) Uani 1 1 d . . . . .
C19 C 0.3014(2) 0.57656(12) 0.62267(6) 0.0490(3) Uani 1 1 d . . . . .
C14 C 0.6504(3) 0.40749(14) 0.75814(7) 0.0582(4) Uani 1 1 d . . . . .
H14 H 0.545885 0.353182 0.757496 0.070 Uiso 1 1 calc R U . . .
C3 C 0.4843(3) 0.29387(14) 0.56180(7) 0.0579(4) Uani 1 1 d . . . . .
C18 C 0.8187(2) 0.55332(13) 0.71233(7) 0.0557(4) Uani 1 1 d . . . . .
H18 H 0.829329 0.597898 0.680315 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3273(3) 0.67405(13) 0.65241(7) 0.0599(4) Uani 1 1 d . . . . .
H24 H 0.434869 0.680027 0.683666 0.072 Uiso 1 1 calc R U . . .
C20 C 0.1356(3) 0.57121(14) 0.57644(7) 0.0626(4) Uani 1 1 d . . . . .
H20 H 0.112815 0.506893 0.555733 0.075 Uiso 1 1 calc R U . . .
C10 C 0.1273(2) 0.30539(14) 0.67990(8) 0.0600(4) Uani 1 1 d . . . . .
H10 H 0.101791 0.349614 0.711018 0.072 Uiso 1 1 calc R U . . .
C7 C 0.1985(3) 0.16728(13) 0.58604(8) 0.0677(5) Uani 1 1 d . . . . .
C17 C 0.9627(3) 0.56704(15) 0.76196(9) 0.0663(5) Uani 1 1 d . . . . .
H17 H 1.068121 0.621027 0.763230 0.080 Uiso 1 1 calc R U . . .
C12 C 0.6030(3) 0.39740(15) 0.57837(7) 0.0607(4) Uani 1 1 d . . . . .
H12A H 0.589203 0.448181 0.546151 0.073 Uiso 1 1 calc R U . . .
H12B H 0.756300 0.383626 0.589738 0.073 Uiso 1 1 calc R U . . .
C23 C 0.1968(3) 0.76262(15) 0.63669(8) 0.0698(5) Uani 1 1 d . . . . .
H23 H 0.218181 0.827301 0.657128 0.084 Uiso 1 1 calc R U . . .
C16 C 0.9503(3) 0.50108(17) 0.80938(8) 0.0706(5) Uani 1 1 d . . . . .
H16 H 1.046637 0.510695 0.842803 0.085 Uiso 1 1 calc R U . . .
C21 C 0.0053(3) 0.65949(17) 0.56102(8) 0.0749(5) Uani 1 1 d . . . . .
H21 H -0.104012 0.654311 0.530143 0.090 Uiso 1 1 calc R U . . .
C15 C 0.7962(3) 0.42127(17) 0.80734(8) 0.0703(5) Uani 1 1 d . . . . .
H15 H 0.789427 0.376001 0.839260 0.084 Uiso 1 1 calc R U . . .
C22 C 0.0367(3) 0.75526(16) 0.59123(8) 0.0730(5) Uani 1 1 d . . . . .
H22 H -0.050957 0.814839 0.580709 0.088 Uiso 1 1 calc R U . . .
C8 C 0.0370(3) 0.14391(16) 0.62346(10) 0.0793(6) Uani 1 1 d . . . . .
H8 H -0.047991 0.082045 0.616849 0.095 Uiso 1 1 calc R U . . .
C4 C 0.5221(4) 0.22837(18) 0.51573(8) 0.0781(6) Uani 1 1 d . . . . .
H4 H 0.627438 0.247614 0.491757 0.094 Uiso 1 1 calc R U . . .
C9 C 0.0039(3) 0.20932(17) 0.66837(10) 0.0760(5) Uani 1 1 d . . . . .
H9 H -0.102151 0.191112 0.692335 0.091 Uiso 1 1 calc R U . . .
C6 C 0.2452(4) 0.10228(16) 0.53869(10) 0.0891(7) Uani 1 1 d . . . . .
H6 H 0.168797 0.038254 0.530447 0.107 Uiso 1 1 calc R U . . .
C5 C 0.4031(5) 0.13352(19) 0.50494(10) 0.0920(7) Uani 1 1 d . . . . .
H5 H 0.431686 0.089976 0.473822 0.110 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
Si11 C1 1.8625(15) . ?
Si11 C13 1.8685(14) . ?
Si11 C19 1.8699(15) . ?
Si11 C12 1.8986(16) . ?
C2 C7 1.412(2) . ?
C2 C3 1.425(2) . ?
C2 C1 1.427(2) . ?
C13 C14 1.391(2) . ?
C13 C18 1.399(2) . ?
C1 C10 1.372(2) . ?
C19 C24 1.387(2) . ?
C19 C20 1.399(2) . ?
C14 C15 1.382(2) . ?
C14 H14 0.9300 . ?
C3 C4 1.377(2) . ?
C3 C12 1.502(2) . ?
C18 C17 1.384(2) . ?
C18 H18 0.9300 . ?
C24 C23 1.383(2) . ?
C24 H24 0.9300 . ?
C20 C21 1.379(2) . ?
C20 H20 0.9300 . ?
C10 C9 1.420(3) . ?
C10 H10 0.9300 . ?
C7 C6 1.412(3) . ?
C7 C8 1.419(3) . ?
C17 C16 1.374(3) . ?
C17 H17 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C23 C22 1.365(3) . ?
C23 H23 0.9300 . ?
C16 C15 1.367(3) . ?
C16 H16 0.9300 . ?
C21 C22 1.376(3) . ?
C21 H21 0.9300 . ?
C15 H15 0.9300 . ?
C22 H22 0.9300 . ?
C8 C9 1.348(3) . ?
C8 H8 0.9300 . ?
C4 C5 1.391(3) . ?
C4 H4 0.9300 . ?
C9 H9 0.9300 . ?
C6 C5 1.368(4) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?

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 Si11 C13 114.23(7) . . ?
C1 Si11 C19 110.11(6) . . ?
C13 Si11 C19 111.35(7) . . ?
C1 Si11 C12 93.63(7) . . ?
C13 Si11 C12 113.85(7) . . ?
C19 Si11 C12 112.56(7) . . ?
C7 C2 C3 120.86(16) . . ?
C7 C2 C1 121.62(16) . . ?
C3 C2 C1 117.52(14) . . ?
C14 C13 C18 117.40(14) . . ?
C14 C13 Si11 121.34(11) . . ?
C18 C13 Si11 121.20(11) . . ?
C10 C1 C2 118.92(14) . . ?
C10 C1 Si11 133.09(13) . . ?
C2 C1 Si11 107.89(11) . . ?
C24 C19 C20 117.05(14) . . ?
C24 C19 Si11 124.25(11) . . ?
C20 C19 Si11 118.66(12) . . ?
C15 C14 C13 121.15(15) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C4 C3 C2 118.77(18) . . ?
C4 C3 C12 125.32(18) . . ?
C2 C3 C12 115.92(13) . . ?
C17 C18 C13 120.99(16) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
C23 C24 C19 121.58(15) . . ?
C23 C24 H24 119.2 . . ?
C19 C24 H24 119.2 . . ?
C21 C20 C19 121.23(16) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C1 C10 C9 119.60(17) . . ?
C1 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C2 C7 C6 118.2(2) . . ?
C2 C7 C8 116.89(17) . . ?
C6 C7 C8 124.96(19) . . ?
C16 C17 C18 120.14(16) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C3 C12 Si11 104.86(11) . . ?
C3 C12 H12A 110.8 . . ?
Si11 C12 H12A 110.8 . . ?
C3 C12 H12B 110.8 . . ?
Si11 C12 H12B 110.8 . . ?
H12A C12 H12B 108.9 . . ?
C22 C23 C24 120.14(16) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C15 C16 C17 119.90(15) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C22 C21 C20 120.14(16) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C16 C15 C14 120.40(17) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C23 C22 C21 119.86(16) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C9 C8 C7 121.50(17) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C8 C9 C10 121.46(18) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C5 C6 C7 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C5 C4 122.0(2) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?

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
C1 Si11 C13 C14 -3.59(15) . . . . ?
C19 Si11 C13 C14 121.91(13) . . . . ?
C12 Si11 C13 C14 -109.54(14) . . . . ?
C1 Si11 C13 C18 173.73(12) . . . . ?
C19 Si11 C13 C18 -60.78(14) . . . . ?
C12 Si11 C13 C18 67.77(14) . . . . ?
C7 C2 C1 C10 0.1(2) . . . . ?
C3 C2 C1 C10 179.65(13) . . . . ?
C7 C2 C1 Si11 -176.77(11) . . . . ?
C3 C2 C1 Si11 2.74(15) . . . . ?
C13 Si11 C1 C10 61.65(16) . . . . ?
C19 Si11 C1 C10 -64.50(16) . . . . ?
C12 Si11 C1 C10 179.87(15) . . . . ?
C13 Si11 C1 C2 -122.05(10) . . . . ?
C19 Si11 C1 C2 111.80(10) . . . . ?
C12 Si11 C1 C2 -3.83(10) . . . . ?
C1 Si11 C19 C24 131.66(14) . . . . ?
C13 Si11 C19 C24 3.90(16) . . . . ?
C12 Si11 C19 C24 -125.34(14) . . . . ?
C1 Si11 C19 C20 -46.16(14) . . . . ?
C13 Si11 C19 C20 -173.91(12) . . . . ?
C12 Si11 C19 C20 56.85(14) . . . . ?
C18 C13 C14 C15 0.6(2) . . . . ?
Si11 C13 C14 C15 178.00(13) . . . . ?
C7 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C3 C4 -179.76(14) . . . . ?
C7 C2 C3 C12 179.88(13) . . . . ?
C1 C2 C3 C12 0.37(19) . . . . ?
C14 C13 C18 C17 -1.1(2) . . . . ?
Si11 C13 C18 C17 -178.54(12) . . . . ?
C20 C19 C24 C23 -0.8(2) . . . . ?
Si11 C19 C24 C23 -178.63(14) . . . . ?
C24 C19 C20 C21 0.5(3) . . . . ?
Si11 C19 C20 C21 178.51(15) . . . . ?
C2 C1 C10 C9 -0.2(2) . . . . ?
Si11 C1 C10 C9 175.73(12) . . . . ?
C3 C2 C7 C6 1.0(2) . . . . ?
C1 C2 C7 C6 -179.53(14) . . . . ?
C3 C2 C7 C8 -179.10(14) . . . . ?
C1 C2 C7 C8 0.4(2) . . . . ?
C13 C18 C17 C16 0.6(3) . . . . ?
C4 C3 C12 Si11 176.98(14) . . . . ?
C2 C3 C12 Si11 -3.16(16) . . . . ?
C1 Si11 C12 C3 3.88(11) . . . . ?
C13 Si11 C12 C3 122.41(10) . . . . ?
C19 Si11 C12 C3 -109.66(11) . . . . ?
C19 C24 C23 C22 0.5(3) . . . . ?
C18 C17 C16 C15 0.4(3) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
C17 C16 C15 C14 -1.0(3) . . . . ?
C13 C14 C15 C16 0.4(3) . . . . ?
C24 C23 C22 C21 0.0(3) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C2 C7 C8 C9 -0.9(3) . . . . ?
C6 C7 C8 C9 179.06(18) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
C12 C3 C4 C5 179.34(16) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C1 C10 C9 C8 -0.2(3) . . . . ?
C2 C7 C6 C5 -1.0(3) . . . . ?
C8 C7 C6 C5 179.13(18) . . . . ?
C7 C6 C5 C4 0.2(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?

_refine_diff_density_max         0.520
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.031



