# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2401320'
loop_
_audit_author_name
_audit_author_address
'Yidong Wang'
;Yangzhou University
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2026-05-12 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H19 N O2 Si'
_chemical_formula_sum            'C19 H19 N O2 Si'
_chemical_formula_weight         321.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.4569(11)
_cell_length_b                   19.015(2)
_cell_length_c                   19.421(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3492.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4436
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      24.593
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1462 before and 0.0514 after correction.
The Ratio of minimum to maximum transmission is 0.8879.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            17037
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_min         2.142
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2321
_reflns_number_total             4002
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4002
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1186
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+0.6470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1310
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C005(H005)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00B,H00C)
2.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00K(H00K), C00L(H00L)
2.d Idealised Me refined as rotating group:
 C00M(H00M,H00N,H00O), C00N(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si01 Si 0.28710(6) 0.42731(3) 0.63833(3) 0.0459(2) Uani 1 1 d . . . . .
O002 O 0.04301(16) 0.70430(8) 0.50327(9) 0.0606(4) Uani 1 1 d . . . . .
O003 O 0.17675(18) 0.63428(9) 0.43456(9) 0.0655(5) Uani 1 1 d . . . . .
N004 N 0.16621(17) 0.61899(9) 0.55305(8) 0.0440(4) Uani 1 1 d . . . . .
C005 C 0.2528(2) 0.55585(10) 0.55880(10) 0.0405(5) Uani 1 1 d . . . . .
H005 H 0.2637 0.5382 0.5117 0.049 Uiso 1 1 calc R U . . .
C006 C 0.4029(2) 0.57257(10) 0.58384(10) 0.0390(5) Uani 1 1 d . . . . .
C007 C 0.4984(2) 0.51749(11) 0.59640(10) 0.0412(5) Uani 1 1 d . . . . .
C008 C 0.1762(2) 0.49770(10) 0.59818(11) 0.0438(5) Uani 1 1 d . . . . .
C009 C 0.1348(2) 0.64941(12) 0.49117(13) 0.0508(6) Uani 1 1 d . . . . .
C00A C 0.4496(2) 0.64161(11) 0.58846(11) 0.0482(5) Uani 1 1 d . . . . .
H00A H 0.3869 0.6782 0.5795 0.058 Uiso 1 1 calc R U . . .
C00B C 0.0979(2) 0.65617(11) 0.60597(11) 0.0451(5) Uani 1 1 d . . . . .
C00C C 0.0203(2) 0.70794(12) 0.57371(13) 0.0528(6) Uani 1 1 d . . . . .
C00D C 0.4551(2) 0.44187(11) 0.59018(11) 0.0486(5) Uani 1 1 d . . . . .
H00B H 0.5288 0.4119 0.6087 0.058 Uiso 1 1 calc R U . . .
H00C H 0.4419 0.4299 0.5421 0.058 Uiso 1 1 calc R U . . .
C00E C 0.6360(2) 0.53456(13) 0.61509(11) 0.0519(6) Uani 1 1 d . . . . .
H00E H 0.6997 0.4986 0.6246 0.062 Uiso 1 1 calc R U . . .
C00F C 0.0949(3) 0.64982(13) 0.67631(13) 0.0614(6) Uani 1 1 d . . . . .
H00F H 0.1472 0.6155 0.6990 0.074 Uiso 1 1 calc R U . . .
C00G C 0.5880(2) 0.65702(13) 0.60610(12) 0.0575(6) Uani 1 1 d . . . . .
H00G H 0.6179 0.7035 0.6086 0.069 Uiso 1 1 calc R U . . .
C00H C 0.6808(2) 0.60346(13) 0.61995(12) 0.0587(6) Uani 1 1 d . . . . .
H00H H 0.7735 0.6135 0.6325 0.070 Uiso 1 1 calc R U . . .
C00I C 0.0367(3) 0.49458(15) 0.59868(16) 0.0629(7) Uani 1 1 d . . . . .
C00J C -0.0649(3) 0.75425(13) 0.60823(17) 0.0709(8) Uani 1 1 d . . . . .
H00J H -0.1176 0.7883 0.5854 0.085 Uiso 1 1 calc R U . . .
C00K C 0.0104(3) 0.69685(16) 0.71199(15) 0.0801(8) Uani 1 1 d . . . . .
H00K H 0.0062 0.6942 0.7598 0.096 Uiso 1 1 calc R U . . .
C00L C -0.0679(3) 0.74755(15) 0.67815(19) 0.0829(9) Uani 1 1 d . . . . .
H00L H -0.1242 0.7780 0.7038 0.099 Uiso 1 1 calc R U . . .
C00M C 0.2078(3) 0.33945(13) 0.62352(15) 0.0745(8) Uani 1 1 d . . . . .
H00M H 0.1126 0.3390 0.6408 0.112 Uiso 1 1 calc R U . . .
H00N H 0.2625 0.3044 0.6471 0.112 Uiso 1 1 calc R U . . .
H00O H 0.2071 0.3295 0.5751 0.112 Uiso 1 1 calc R U . . .
C00N C 0.3130(3) 0.44313(17) 0.73154(12) 0.0883(9) Uani 1 1 d . . . . .
H00P H 0.3602 0.4873 0.7381 0.132 Uiso 1 1 calc R U . . .
H00Q H 0.3694 0.4060 0.7507 0.132 Uiso 1 1 calc R U . . .
H00R H 0.2227 0.4443 0.7541 0.132 Uiso 1 1 calc R U . . .
H00D H -0.021(2) 0.5302(13) 0.5755(11) 0.061(7) Uiso 1 1 d . . . . .
H00I H -0.012(3) 0.4584(14) 0.6230(12) 0.077(8) Uiso 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
Si01 C008 1.870(2) . ?
Si01 C00D 1.864(2) . ?
Si01 C00M 1.854(3) . ?
Si01 C00N 1.851(3) . ?
O002 C009 1.377(3) . ?
O002 C00C 1.386(3) . ?
O003 C009 1.204(3) . ?
N004 C005 1.458(2) . ?
N004 C009 1.367(3) . ?
N004 C00B 1.405(3) . ?
C005 H005 0.9800 . ?
C005 C006 1.533(3) . ?
C005 C008 1.527(3) . ?
C006 C007 1.405(3) . ?
C006 C00A 1.388(3) . ?
C007 C00D 1.500(3) . ?
C007 C00E 1.390(3) . ?
C008 C00I 1.321(3) . ?
C00A H00A 0.9300 . ?
C00A C00G 1.384(3) . ?
C00B C00C 1.378(3) . ?
C00B C00F 1.372(3) . ?
C00C C00J 1.369(3) . ?
C00D H00B 0.9700 . ?
C00D H00C 0.9700 . ?
C00E H00E 0.9300 . ?
C00E C00H 1.380(3) . ?
C00F H00F 0.9300 . ?
C00F C00K 1.385(3) . ?
C00G H00G 0.9300 . ?
C00G C00H 1.371(3) . ?
C00H H00H 0.9300 . ?
C00I H00D 0.98(2) . ?
C00I H00I 0.95(3) . ?
C00J H00J 0.9300 . ?
C00J C00L 1.364(4) . ?
C00K H00K 0.9300 . ?
C00K C00L 1.382(4) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9600 . ?
C00M H00N 0.9600 . ?
C00M H00O 0.9600 . ?
C00N H00P 0.9600 . ?
C00N H00Q 0.9600 . ?
C00N H00R 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
C00D Si01 C008 99.35(9) . . ?
C00M Si01 C008 110.69(11) . . ?
C00M Si01 C00D 113.63(11) . . ?
C00N Si01 C008 111.44(12) . . ?
C00N Si01 C00D 110.71(12) . . ?
C00N Si01 C00M 110.58(14) . . ?
C009 O002 C00C 107.69(17) . . ?
C009 N004 C005 122.58(18) . . ?
C009 N004 C00B 109.29(18) . . ?
C00B N004 C005 128.08(16) . . ?
N004 C005 H005 105.6 . . ?
N004 C005 C006 111.93(16) . . ?
N004 C005 C008 111.62(16) . . ?
C006 C005 H005 105.6 . . ?
C008 C005 H005 105.6 . . ?
C008 C005 C006 115.48(16) . . ?
C007 C006 C005 119.72(18) . . ?
C00A C006 C005 120.77(18) . . ?
C00A C006 C007 119.27(18) . . ?
C006 C007 C00D 121.69(18) . . ?
C00E C007 C006 118.27(19) . . ?
C00E C007 C00D 120.04(19) . . ?
C005 C008 Si01 117.45(14) . . ?
C00I C008 Si01 121.65(19) . . ?
C00I C008 C005 120.7(2) . . ?
O003 C009 O002 123.0(2) . . ?
O003 C009 N004 129.1(2) . . ?
N004 C009 O002 107.9(2) . . ?
C006 C00A H00A 119.4 . . ?
C00G C00A C006 121.2(2) . . ?
C00G C00A H00A 119.4 . . ?
C00C C00B N004 105.77(19) . . ?
C00F C00B N004 133.9(2) . . ?
C00F C00B C00C 120.3(2) . . ?
C00B C00C O002 109.3(2) . . ?
C00J C00C O002 127.3(2) . . ?
C00J C00C C00B 123.4(2) . . ?
Si01 C00D H00B 109.8 . . ?
Si01 C00D H00C 109.8 . . ?
C007 C00D Si01 109.54(14) . . ?
C007 C00D H00B 109.8 . . ?
C007 C00D H00C 109.8 . . ?
H00B C00D H00C 108.2 . . ?
C007 C00E H00E 119.1 . . ?
C00H C00E C007 121.8(2) . . ?
C00H C00E H00E 119.1 . . ?
C00B C00F H00F 121.5 . . ?
C00B C00F C00K 116.9(2) . . ?
C00K C00F H00F 121.5 . . ?
C00A C00G H00G 120.1 . . ?
C00H C00G C00A 119.8(2) . . ?
C00H C00G H00G 120.1 . . ?
C00E C00H H00H 120.2 . . ?
C00G C00H C00E 119.7(2) . . ?
C00G C00H H00H 120.2 . . ?
C008 C00I H00D 121.7(13) . . ?
C008 C00I H00I 121.4(16) . . ?
H00D C00I H00I 117(2) . . ?
C00C C00J H00J 122.0 . . ?
C00L C00J C00C 116.1(2) . . ?
C00L C00J H00J 122.0 . . ?
C00F C00K H00K 119.3 . . ?
C00L C00K C00F 121.4(3) . . ?
C00L C00K H00K 119.3 . . ?
C00J C00L C00K 121.8(3) . . ?
C00J C00L H00L 119.1 . . ?
C00K C00L H00L 119.1 . . ?
Si01 C00M H00M 109.5 . . ?
Si01 C00M H00N 109.5 . . ?
Si01 C00M H00O 109.5 . . ?
H00M C00M H00N 109.5 . . ?
H00M C00M H00O 109.5 . . ?
H00N C00M H00O 109.5 . . ?
Si01 C00N H00P 109.5 . . ?
Si01 C00N H00Q 109.5 . . ?
Si01 C00N H00R 109.5 . . ?
H00P C00N H00Q 109.5 . . ?
H00P C00N H00R 109.5 . . ?
H00Q C00N H00R 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
O002 C00C C00J C00L -179.2(2) . . . . ?
N004 C005 C006 C007 176.13(16) . . . . ?
N004 C005 C006 C00A -9.6(3) . . . . ?
N004 C005 C008 Si01 -158.29(13) . . . . ?
N004 C005 C008 C00I 27.2(3) . . . . ?
N004 C00B C00C O002 -1.7(2) . . . . ?
N004 C00B C00C C00J 178.1(2) . . . . ?
N004 C00B C00F C00K -178.7(2) . . . . ?
C005 N004 C009 O002 175.41(16) . . . . ?
C005 N004 C009 O003 -5.3(3) . . . . ?
C005 N004 C00B C00C -174.98(18) . . . . ?
C005 N004 C00B C00F 4.4(4) . . . . ?
C005 C006 C007 C00D -3.8(3) . . . . ?
C005 C006 C007 C00E 176.24(18) . . . . ?
C005 C006 C00A C00G -175.18(19) . . . . ?
C006 C005 C008 Si01 -29.0(2) . . . . ?
C006 C005 C008 C00I 156.5(2) . . . . ?
C006 C007 C00D Si01 -49.0(2) . . . . ?
C006 C007 C00E C00H -1.5(3) . . . . ?
C006 C00A C00G C00H -0.6(3) . . . . ?
C007 C006 C00A C00G -0.9(3) . . . . ?
C007 C00E C00H C00G 0.0(3) . . . . ?
C008 Si01 C00D C007 53.46(16) . . . . ?
C008 C005 C006 C007 46.9(2) . . . . ?
C008 C005 C006 C00A -138.78(19) . . . . ?
C009 O002 C00C C00B 0.5(2) . . . . ?
C009 O002 C00C C00J -179.2(2) . . . . ?
C009 N004 C005 C006 104.2(2) . . . . ?
C009 N004 C005 C008 -124.6(2) . . . . ?
C009 N004 C00B C00C 2.3(2) . . . . ?
C009 N004 C00B C00F -178.3(2) . . . . ?
C00A C006 C007 C00D -178.19(18) . . . . ?
C00A C006 C007 C00E 1.9(3) . . . . ?
C00A C00G C00H C00E 1.0(3) . . . . ?
C00B N004 C005 C006 -78.9(2) . . . . ?
C00B N004 C005 C008 52.3(3) . . . . ?
C00B N004 C009 O002 -2.1(2) . . . . ?
C00B N004 C009 O003 177.2(2) . . . . ?
C00B C00C C00J C00L 1.1(4) . . . . ?
C00B C00F C00K C00L 0.4(4) . . . . ?
C00C O002 C009 O003 -178.3(2) . . . . ?
C00C O002 C009 N004 1.0(2) . . . . ?
C00C C00B C00F C00K 0.6(3) . . . . ?
C00C C00J C00L C00K -0.1(4) . . . . ?
C00D Si01 C008 C005 -16.91(17) . . . . ?
C00D Si01 C008 C00I 157.6(2) . . . . ?
C00D C007 C00E C00H 178.6(2) . . . . ?
C00E C007 C00D Si01 130.93(17) . . . . ?
C00F C00B C00C O002 178.85(19) . . . . ?
C00F C00B C00C C00J -1.4(3) . . . . ?
C00F C00K C00L C00J -0.6(4) . . . . ?
C00M Si01 C008 C005 -136.68(17) . . . . ?
C00M Si01 C008 C00I 37.8(2) . . . . ?
C00M Si01 C00D C007 171.03(15) . . . . ?
C00N Si01 C008 C005 99.82(18) . . . . ?
C00N Si01 C008 C00I -85.7(2) . . . . ?
C00N Si01 C00D C007 -63.82(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
