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

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

data_mo_dd21076_0m
_database_code_depnum_ccdc_archive 'CCDC 2171349'
loop_
_audit_author_name
_audit_author_address
'Yu Zhang'
;Fudan University
China
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2023-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H36 N2 O3 Si'
_chemical_formula_weight         416.63

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'

_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                   6.786(2)
_cell_length_b                   15.114(5)
_cell_length_c                   24.774(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2541.0(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4113
_cell_measurement_theta_min      5.319
_cell_measurement_theta_max      54.494

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.089
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.115
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6708
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12595
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.811
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4958
_reflns_number_gt                3417
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.991

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0619P)²+0.2555P] 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
_refine_ls_extinction_coef       0.023(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1151 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.01(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4958
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.006
_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 0.48140(19) 0.46268(7) 0.28676(4) 0.0704(4) Uani 1 1 d . . . . .
O1 O 0.7425(4) 0.52256(16) 0.50331(10) 0.0662(7) Uani 1 1 d . . . . .
O2 O 0.5076(4) 0.42805(16) 0.53556(9) 0.0706(7) Uani 1 1 d . . . . .
O3 O 0.3987(5) 0.46607(17) 0.34912(9) 0.0795(8) Uani 1 1 d . . . . .
N1 N 0.4378(4) 0.51334(17) 0.46571(10) 0.0531(7) Uani 1 1 d . . . . .
N2 N 0.3942(6) 0.8050(2) 0.45522(13) 0.0821(11) Uani 1 1 d . . . . .
H2 H 0.3267 0.8474 0.4691 0.098 Uiso 1 1 calc R U . . .
C1 C 0.2502(5) 0.4670(3) 0.45847(14) 0.0677(10) Uani 1 1 d . . . . .
H1A H 0.1693 0.4711 0.4907 0.081 Uiso 1 1 calc R U . . .
H1B H 0.2712 0.4051 0.4498 0.081 Uiso 1 1 calc R U . . .
C2 C 0.1568(6) 0.5155(3) 0.41184(16) 0.0780(11) Uani 1 1 d . . . . .
H2A H 0.0847 0.5671 0.4242 0.094 Uiso 1 1 calc R U . . .
H2B H 0.0682 0.4772 0.3919 0.094 Uiso 1 1 calc R U . . .
C3 C 0.3325(6) 0.5420(3) 0.37767(13) 0.0685(10) Uani 1 1 d . . . . .
H3 H 0.2996 0.5905 0.3530 0.082 Uiso 1 1 calc R U . . .
C4 C 0.4870(6) 0.5705(2) 0.41944(11) 0.0545(8) Uani 1 1 d . . . . .
H4 H 0.6180 0.5543 0.4061 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4845(6) 0.6678(2) 0.43122(12) 0.0549(8) Uani 1 1 d . . . . .
C6 C 0.3452(7) 0.7169(3) 0.45703(14) 0.0735(11) Uani 1 1 d . . . . .
H6 H 0.2330 0.6941 0.4735 0.088 Uiso 1 1 calc R U . . .
C7 C 0.5662(7) 0.8144(2) 0.42796(14) 0.0674(11) Uani 1 1 d . . . . .
C8 C 0.6293(5) 0.7289(2) 0.41248(12) 0.0570(9) Uani 1 1 d . . . . .
C9 C 0.8098(6) 0.7207(3) 0.38547(16) 0.0757(11) Uani 1 1 d . . . . .
H9 H 0.8547 0.6653 0.3747 0.091 Uiso 1 1 calc R U . . .
C10 C 0.9185(9) 0.7941(5) 0.3752(2) 0.1121(19) Uani 1 1 d . . . . .
H10 H 1.0389 0.7886 0.3576 0.135 Uiso 1 1 calc R U . . .
C11 C 0.8531(12) 0.8769(5) 0.3904(3) 0.130(3) Uani 1 1 d . . . . .
H11 H 0.9301 0.9260 0.3822 0.156 Uiso 1 1 calc R U . . .
C12 C 0.6803(11) 0.8890(3) 0.41688(19) 0.1003(18) Uani 1 1 d . . . . .
H12 H 0.6391 0.9451 0.4273 0.120 Uiso 1 1 calc R U . . .
C13 C 0.5778(6) 0.4910(2) 0.50152(13) 0.0560(8) Uani 1 1 d . . . . .
C14 C 0.6382(7) 0.3762(3) 0.56989(17) 0.0790(12) Uani 1 1 d . . . . .
C15 C 0.7384(10) 0.4323(4) 0.6119(2) 0.125(2) Uani 1 1 d . . . . .
H15A H 0.8122 0.4784 0.5945 0.187 Uiso 1 1 calc R U . . .
H15B H 0.8260 0.3961 0.6329 0.187 Uiso 1 1 calc R U . . .
H15C H 0.6410 0.4581 0.6352 0.187 Uiso 1 1 calc R U . . .
C16 C 0.4971(11) 0.3112(4) 0.5958(2) 0.138(2) Uani 1 1 d . . . . .
H16A H 0.4040 0.3428 0.6177 0.207 Uiso 1 1 calc R U . . .
H16B H 0.5696 0.2705 0.6179 0.207 Uiso 1 1 calc R U . . .
H16C H 0.4282 0.2792 0.5681 0.207 Uiso 1 1 calc R U . . .
C17 C 0.7853(11) 0.3280(4) 0.5352(3) 0.133(2) Uani 1 1 d . . . . .
H17A H 0.7169 0.2955 0.5076 0.199 Uiso 1 1 calc R U . . .
H17B H 0.8599 0.2877 0.5571 0.199 Uiso 1 1 calc R U . . .
H17C H 0.8727 0.3699 0.5186 0.199 Uiso 1 1 calc R U . . .
C18 C 0.3017(9) 0.5141(4) 0.23993(19) 0.1152(19) Uani 1 1 d . . . . .
H18A H 0.1825 0.4799 0.2397 0.173 Uiso 1 1 calc R U . . .
H18B H 0.3564 0.5157 0.2042 0.173 Uiso 1 1 calc R U . . .
H18C H 0.2731 0.5732 0.2517 0.173 Uiso 1 1 calc R U . . .
C19 C 0.7145(10) 0.5287(4) 0.2814(2) 0.135(2) Uani 1 1 d . . . . .
H19A H 0.6862 0.5900 0.2877 0.202 Uiso 1 1 calc R U . . .
H19B H 0.7691 0.5218 0.2459 0.202 Uiso 1 1 calc R U . . .
H19C H 0.8075 0.5081 0.3077 0.202 Uiso 1 1 calc R U . . .
C20 C 0.5236(9) 0.3442(3) 0.27377(15) 0.0954(16) Uani 1 1 d . . . . .
C21 C 0.6563(17) 0.3046(5) 0.3162(3) 0.210(5) Uani 1 1 d . . . . .
H21A H 0.7766 0.3379 0.3181 0.315 Uiso 1 1 calc R U . . .
H21B H 0.6855 0.2444 0.3070 0.315 Uiso 1 1 calc R U . . .
H21C H 0.5913 0.3064 0.3506 0.315 Uiso 1 1 calc R U . . .
C22 C 0.3143(13) 0.2972(4) 0.2758(3) 0.169(3) Uani 1 1 d . . . . .
H22A H 0.2429 0.3176 0.3069 0.253 Uiso 1 1 calc R U . . .
H22B H 0.3319 0.2343 0.2781 0.253 Uiso 1 1 calc R U . . .
H22C H 0.2416 0.3114 0.2437 0.253 Uiso 1 1 calc R U . . .
C23 C 0.6065(10) 0.3277(4) 0.21748(19) 0.129(2) Uani 1 1 d . . . . .
H23A H 0.5240 0.3560 0.1911 0.194 Uiso 1 1 calc R U . . .
H23B H 0.6102 0.2652 0.2106 0.194 Uiso 1 1 calc R U . . .
H23C H 0.7374 0.3514 0.2152 0.194 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 O3 1.644(2) . ?
Si1 C20 1.842(4) . ?
Si1 C18 1.854(5) . ?
Si1 C19 1.875(6) . ?
O1 C13 1.216(4) . ?
O2 C13 1.358(4) . ?
O2 C14 1.457(5) . ?
O3 C3 1.421(4) . ?
N1 C13 1.343(4) . ?
N1 C1 1.464(4) . ?
N1 C4 1.474(4) . ?
N2 C7 1.356(5) . ?
N2 C6 1.373(5) . ?
N2 H2 0.8600 . ?
C1 C2 1.508(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.516(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.535(5) . ?
C3 H3 0.9800 . ?
C4 C5 1.499(4) . ?
C4 H4 0.9800 . ?
C5 C6 1.362(5) . ?
C5 C8 1.426(5) . ?
C6 H6 0.9300 . ?
C7 C12 1.395(7) . ?
C7 C8 1.414(5) . ?
C8 C9 1.401(5) . ?
C9 C10 1.357(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.356(9) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C14 C15 1.505(6) . ?
C14 C17 1.506(7) . ?
C14 C16 1.514(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.508(8) . ?
C20 C23 1.525(6) . ?
C20 C22 1.589(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
O3 Si1 C20 104.32(17) . . ?
O3 Si1 C18 110.5(2) . . ?
C20 Si1 C18 113.6(2) . . ?
O3 Si1 C19 109.8(2) . . ?
C20 Si1 C19 111.9(3) . . ?
C18 Si1 C19 106.7(3) . . ?
C13 O2 C14 121.7(3) . . ?
C3 O3 Si1 126.9(2) . . ?
C13 N1 C1 125.2(3) . . ?
C13 N1 C4 120.0(3) . . ?
C1 N1 C4 112.5(3) . . ?
C7 N2 C6 109.0(3) . . ?
C7 N2 H2 125.5 . . ?
C6 N2 H2 125.5 . . ?
N1 C1 C2 103.1(3) . . ?
N1 C1 H1A 111.1 . . ?
C2 C1 H1A 111.1 . . ?
N1 C1 H1B 111.1 . . ?
C2 C1 H1B 111.1 . . ?
H1A C1 H1B 109.1 . . ?
C1 C2 C3 103.0(3) . . ?
C1 C2 H2A 111.2 . . ?
C3 C2 H2A 111.2 . . ?
C1 C2 H2B 111.2 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
O3 C3 C2 108.2(3) . . ?
O3 C3 C4 110.3(3) . . ?
C2 C3 C4 103.6(3) . . ?
O3 C3 H3 111.5 . . ?
C2 C3 H3 111.5 . . ?
C4 C3 H3 111.5 . . ?
N1 C4 C5 114.9(2) . . ?
N1 C4 C3 101.8(3) . . ?
C5 C4 C3 113.5(3) . . ?
N1 C4 H4 108.8 . . ?
C5 C4 H4 108.8 . . ?
C3 C4 H4 108.8 . . ?
C6 C5 C8 106.1(3) . . ?
C6 C5 C4 129.4(4) . . ?
C8 C5 C4 124.3(3) . . ?
C5 C6 N2 110.2(4) . . ?
C5 C6 H6 124.9 . . ?
N2 C6 H6 124.9 . . ?
N2 C7 C12 131.3(5) . . ?
N2 C7 C8 107.5(3) . . ?
C12 C7 C8 121.1(5) . . ?
C9 C8 C7 118.4(4) . . ?
C9 C8 C5 134.5(4) . . ?
C7 C8 C5 107.1(3) . . ?
C10 C9 C8 119.5(5) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 121.0(6) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C12 C11 C10 122.2(5) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C7 117.8(5) . . ?
C11 C12 H12 121.1 . . ?
C7 C12 H12 121.1 . . ?
O1 C13 N1 125.2(3) . . ?
O1 C13 O2 125.0(3) . . ?
N1 C13 O2 109.8(3) . . ?
O2 C14 C15 112.1(4) . . ?
O2 C14 C17 109.3(4) . . ?
C15 C14 C17 111.6(5) . . ?
O2 C14 C16 102.2(4) . . ?
C15 C14 C16 111.0(4) . . ?
C17 C14 C16 110.3(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C23 110.6(5) . . ?
C21 C20 C22 109.5(6) . . ?
C23 C20 C22 106.6(5) . . ?
C21 C20 Si1 110.9(4) . . ?
C23 C20 Si1 112.1(4) . . ?
C22 C20 Si1 106.9(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 Si1 O3 C3 -176.0(4) . . . . ?
C18 Si1 O3 C3 -53.5(4) . . . . ?
C19 Si1 O3 C3 63.9(4) . . . . ?
C13 N1 C1 C2 -176.9(3) . . . . ?
C4 N1 C1 C2 -14.2(4) . . . . ?
N1 C1 C2 C3 33.3(4) . . . . ?
Si1 O3 C3 C2 141.8(3) . . . . ?
Si1 O3 C3 C4 -105.6(3) . . . . ?
C1 C2 C3 O3 76.6(4) . . . . ?
C1 C2 C3 C4 -40.5(4) . . . . ?
C13 N1 C4 C5 -83.8(4) . . . . ?
C1 N1 C4 C5 112.6(3) . . . . ?
C13 N1 C4 C3 153.1(3) . . . . ?
C1 N1 C4 C3 -10.5(3) . . . . ?
O3 C3 C4 N1 -84.6(3) . . . . ?
C2 C3 C4 N1 31.0(4) . . . . ?
O3 C3 C4 C5 151.3(3) . . . . ?
C2 C3 C4 C5 -93.1(4) . . . . ?
N1 C4 C5 C6 -47.9(5) . . . . ?
C3 C4 C5 C6 68.7(4) . . . . ?
N1 C4 C5 C8 137.4(3) . . . . ?
C3 C4 C5 C8 -105.9(4) . . . . ?
C8 C5 C6 N2 0.3(4) . . . . ?
C4 C5 C6 N2 -175.1(3) . . . . ?
C7 N2 C6 C5 0.2(4) . . . . ?
C6 N2 C7 C12 -177.4(4) . . . . ?
C6 N2 C7 C8 -0.6(4) . . . . ?
N2 C7 C8 C9 -177.3(3) . . . . ?
C12 C7 C8 C9 -0.1(5) . . . . ?
N2 C7 C8 C5 0.8(4) . . . . ?
C12 C7 C8 C5 178.0(3) . . . . ?
C6 C5 C8 C9 177.0(4) . . . . ?
C4 C5 C8 C9 -7.3(6) . . . . ?
C6 C5 C8 C7 -0.7(4) . . . . ?
C4 C5 C8 C7 175.0(3) . . . . ?
C7 C8 C9 C10 0.2(5) . . . . ?
C5 C8 C9 C10 -177.3(4) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
C9 C10 C11 C12 1.0(9) . . . . ?
C10 C11 C12 C7 -0.9(8) . . . . ?
N2 C7 C12 C11 176.9(4) . . . . ?
C8 C7 C12 C11 0.5(6) . . . . ?
C1 N1 C13 O1 170.7(3) . . . . ?
C4 N1 C13 O1 9.3(5) . . . . ?
C1 N1 C13 O2 -9.4(4) . . . . ?
C4 N1 C13 O2 -170.8(3) . . . . ?
C14 O2 C13 O1 -15.1(5) . . . . ?
C14 O2 C13 N1 165.0(3) . . . . ?
C13 O2 C14 C15 65.9(5) . . . . ?
C13 O2 C14 C17 -58.3(5) . . . . ?
C13 O2 C14 C16 -175.2(4) . . . . ?
O3 Si1 C20 C21 -54.4(6) . . . . ?
C18 Si1 C20 C21 -174.8(6) . . . . ?
C19 Si1 C20 C21 64.3(6) . . . . ?
O3 Si1 C20 C23 -178.6(4) . . . . ?
C18 Si1 C20 C23 61.0(5) . . . . ?
C19 Si1 C20 C23 -59.9(5) . . . . ?
O3 Si1 C20 C22 64.9(4) . . . . ?
C18 Si1 C20 C22 -55.5(4) . . . . ?
C19 Si1 C20 C22 -176.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H17C O1 0.96 2.50 3.059(6) 117.1 .
C15 H15A O1 0.96 2.40 3.017(6) 121.4 .
N2 H2 O1 0.86 2.16 2.984(4) 161.2 4_466

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.028

_shelxl_version_number           2013-4

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

data_mo_ddz21073_0m
_database_code_depnum_ccdc_archive 'CCDC 2171350'
loop_
_audit_author_name
_audit_author_address
'Yu Zhang'
;Fudan University
China
;
_audit_update_record             
;
2022-05-08 deposited with the CCDC.	2023-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H44 N2 O3 Si'
_chemical_formula_weight         472.73

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   10.2060(5)
_cell_length_b                   11.4624(6)
_cell_length_c                   12.4467(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.937(2)
_cell_angle_gamma                90
_cell_volume                     1392.92(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      4.560
_cell_measurement_theta_max      54.910

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6882
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22950
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0323
_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       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.466
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5418
_reflns_number_gt                5084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.994

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0632P)²+0.2219P] 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
_refine_ls_extinction_coef       0.025(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2235 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.03(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5418
_refine_ls_number_parameters     368
_refine_ls_number_restraints     119
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1071
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.003
_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 0.36309(10) 0.38403(7) 0.36961(6) 0.0499(3) Uani 1 1 d D . . . .
O1 O 0.27838(18) 0.35681(16) 0.92155(14) 0.0362(4) Uani 1 1 d . . . . .
O2 O 0.08856(17) 0.41850(18) 0.78605(15) 0.0388(5) Uani 1 1 d . . . . .
O3 O 0.3313(2) 0.44736(17) 0.47816(14) 0.0400(5) Uani 1 1 d . . . . .
N1 N 0.6160(3) 0.6315(2) 0.9817(2) 0.0477(6) Uani 1 1 d . . . . .
H1 H 0.6316 0.7040 1.0023 0.057 Uiso 1 1 calc R U . . .
N2 N 0.29173(18) 0.42122(18) 0.75362(16) 0.0288(4) Uani 1 1 d . . . . .
C1 C 0.6789(3) 0.5373(3) 1.0407(2) 0.0428(7) Uani 1 1 d . . . . .
C2 C 0.7769(3) 0.5303(4) 1.1456(3) 0.0598(9) Uani 1 1 d . . . . .
H2 H 0.8123 0.5980 1.1864 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8192(4) 0.4225(4) 1.1867(3) 0.0692(12) Uani 1 1 d . . . . .
H3 H 0.8847 0.4158 1.2573 0.083 Uiso 1 1 calc R U . . .
C4 C 0.7679(4) 0.3212(4) 1.1265(3) 0.0637(10) Uani 1 1 d . . . . .
H4 H 0.8006 0.2482 1.1571 0.076 Uiso 1 1 calc R U . . .
C5 C 0.6701(3) 0.3260(3) 1.0228(2) 0.0446(7) Uani 1 1 d . . . . .
H5 H 0.6355 0.2575 0.9831 0.053 Uiso 1 1 calc R U . . .
C6 C 0.6242(2) 0.4359(3) 0.9788(2) 0.0344(6) Uani 1 1 d . . . . .
C7 C 0.5240(2) 0.4755(2) 0.8781(2) 0.0305(5) Uani 1 1 d . . . . .
C8 C 0.5237(3) 0.5936(3) 0.8840(2) 0.0409(6) Uani 1 1 d . . . . .
H8 H 0.4680 0.6427 0.8289 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4412(2) 0.3995(2) 0.78396(19) 0.0297(5) Uani 1 1 d . . . . .
H9 H 0.4591 0.3166 0.8057 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4711(2) 0.4199(3) 0.6715(2) 0.0365(6) Uani 1 1 d . . . . .
H10A H 0.5002 0.5005 0.6658 0.044 Uiso 1 1 calc R U . . .
H10B H 0.5431 0.3671 0.6634 0.044 Uiso 1 1 calc R U . . .
C11 C 0.3367(2) 0.3949(2) 0.58258(18) 0.0315(5) Uani 1 1 d . . . . .
H11 H 0.3240 0.3095 0.5726 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2276(2) 0.4448(2) 0.63341(19) 0.0281(5) Uani 1 1 d . . . . .
H12 H 0.1423 0.3987 0.6065 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1954(3) 0.5740(2) 0.6086(2) 0.0349(6) Uani 1 1 d . . . . .
H13A H 0.1678 0.6080 0.6709 0.042 Uiso 1 1 calc R U . . .
H13B H 0.2792 0.6138 0.6054 0.042 Uiso 1 1 calc R U . . .
C14 C 0.0831(4) 0.5980(3) 0.4995(3) 0.0520(8) Uani 1 1 d . . . . .
H14 H 0.1011 0.5491 0.4398 0.062 Uiso 1 1 calc R U . . .
C15 C 0.0862(6) 0.7239(4) 0.4660(4) 0.0938(16) Uani 1 1 d . . . . .
H15A H 0.0687 0.7734 0.5235 0.141 Uiso 1 1 calc R U . . .
H15B H 0.0164 0.7372 0.3953 0.141 Uiso 1 1 calc R U . . .
H15C H 0.1755 0.7422 0.4577 0.141 Uiso 1 1 calc R U . . .
C16 C -0.0588(4) 0.5670(4) 0.5088(4) 0.0733(11) Uani 1 1 d . . . . .
H16A H -0.0589 0.4868 0.5338 0.110 Uiso 1 1 calc R U . . .
H16B H -0.1261 0.5760 0.4360 0.110 Uiso 1 1 calc R U . . .
H16C H -0.0816 0.6185 0.5625 0.110 Uiso 1 1 calc R U . . .
C17 C 0.2231(2) 0.3954(2) 0.82834(19) 0.0285(5) Uani 1 1 d . . . . .
C18 C -0.0034(3) 0.4137(3) 0.8585(2) 0.0412(7) Uani 1 1 d . . . . .
C19 C -0.0046(4) 0.2933(4) 0.9063(4) 0.0699(11) Uani 1 1 d . . . . .
H19A H -0.0247 0.2365 0.8459 0.105 Uiso 1 1 calc R U . . .
H19B H -0.0743 0.2892 0.9451 0.105 Uiso 1 1 calc R U . . .
H19C H 0.0843 0.2766 0.9587 0.105 Uiso 1 1 calc R U . . .
C20 C 0.0397(4) 0.5066(4) 0.9481(3) 0.0689(11) Uani 1 1 d . . . . .
H20A H 0.1318 0.4903 0.9952 0.103 Uiso 1 1 calc R U . . .
H20B H -0.0228 0.5067 0.9937 0.103 Uiso 1 1 calc R U . . .
H20C H 0.0379 0.5823 0.9128 0.103 Uiso 1 1 calc R U . . .
C21 C -0.1411(3) 0.4424(4) 0.7772(3) 0.0656(11) Uani 1 1 d . . . . .
H21A H -0.1372 0.5187 0.7446 0.098 Uiso 1 1 calc R U . . .
H21B H -0.2102 0.4427 0.8168 0.098 Uiso 1 1 calc R U . . .
H21C H -0.1645 0.3843 0.7181 0.098 Uiso 1 1 calc R U . . .
C22 C 0.4638(17) 0.2553(12) 0.4015(10) 0.106(5) Uani 0.5 1 d D U P A 1
H22A H 0.5476 0.2717 0.4606 0.159 Uiso 0.5 1 calc R U P A 1
H22B H 0.4862 0.2289 0.3349 0.159 Uiso 0.5 1 calc R U P A 1
H22C H 0.4127 0.1950 0.4264 0.159 Uiso 0.5 1 calc R U P A 1
C23 C 0.1831(11) 0.3282(10) 0.2743(8) 0.103(4) Uani 0.6 1 d D U P A 1
H23A H 0.1338 0.2914 0.3211 0.155 Uiso 0.6 1 calc R U P A 1
H23B H 0.1969 0.2720 0.2203 0.155 Uiso 0.6 1 calc R U P A 1
H23C H 0.1305 0.3937 0.2347 0.155 Uiso 0.6 1 calc R U P A 1
C24 C 0.4106(15) 0.4999(17) 0.2881(15) 0.0542(16) Uani 0.6 1 d D U P A 1
C25 C 0.3214(9) 0.6059(6) 0.2678(7) 0.0642(17) Uani 0.6 1 d D U P A 1
H25A H 0.2343 0.5877 0.2135 0.096 Uiso 0.6 1 calc R U P A 1
H25B H 0.3659 0.6682 0.2390 0.096 Uiso 0.6 1 calc R U P A 1
H25C H 0.3061 0.6304 0.3378 0.096 Uiso 0.6 1 calc R U P A 1
C26 C 0.422(2) 0.4614(12) 0.1735(14) 0.057(3) Uani 0.6 1 d D U P A 1
H26A H 0.3385 0.4216 0.1325 0.085 Uiso 0.6 1 calc R U P A 1
H26B H 0.4991 0.4089 0.1840 0.085 Uiso 0.6 1 calc R U P A 1
H26C H 0.4353 0.5293 0.1314 0.085 Uiso 0.6 1 calc R U P A 1
C27 C 0.5607(11) 0.5317(11) 0.3684(9) 0.078(2) Uani 0.5 1 d D U P A 1
H27A H 0.6020 0.5904 0.3324 0.117 Uiso 0.5 1 calc R U P A 1
H27B H 0.6174 0.4621 0.3819 0.117 Uiso 0.5 1 calc R U P A 1
H27C H 0.5534 0.5617 0.4393 0.117 Uiso 0.5 1 calc R U P A 1
C22' C 0.5516(15) 0.3152(13) 0.4314(10) 0.104(5) Uani 0.5 1 d D U P A 2
H22D H 0.6135 0.3740 0.4741 0.157 Uiso 0.5 1 calc R U P A 2
H22E H 0.5844 0.2885 0.3699 0.157 Uiso 0.5 1 calc R U P A 2
H22F H 0.5478 0.2498 0.4799 0.157 Uiso 0.5 1 calc R U P A 2
C23' C 0.256(2) 0.2609(15) 0.3142(13) 0.105(5) Uani 0.4 1 d D U P A 2
H23D H 0.2516 0.2102 0.3754 0.157 Uiso 0.4 1 calc R U P A 2
H23E H 0.2944 0.2183 0.2631 0.157 Uiso 0.4 1 calc R U P A 2
H23F H 0.1649 0.2878 0.2742 0.157 Uiso 0.4 1 calc R U P A 2
C24' C 0.398(2) 0.503(3) 0.279(2) 0.058(2) Uani 0.4 1 d D U P A 2
C25' C 0.2542(15) 0.5672(13) 0.2425(11) 0.080(3) Uani 0.4 1 d D U P A 2
H25D H 0.2387 0.6058 0.3071 0.120 Uiso 0.4 1 calc R U P A 2
H25E H 0.1824 0.5103 0.2129 0.120 Uiso 0.4 1 calc R U P A 2
H25F H 0.2534 0.6246 0.1851 0.120 Uiso 0.4 1 calc R U P A 2
C26' C 0.424(3) 0.4343(19) 0.178(2) 0.055(3) Uani 0.4 1 d D U P A 2
H26D H 0.4217 0.4882 0.1170 0.083 Uiso 0.4 1 calc R U P A 2
H26E H 0.3529 0.3759 0.1515 0.083 Uiso 0.4 1 calc R U P A 2
H26F H 0.5126 0.3965 0.2018 0.083 Uiso 0.4 1 calc R U P A 2
C27' C 0.5256(13) 0.5781(9) 0.3346(9) 0.075(2) Uani 0.5 1 d D U P A 2
H27D H 0.6077 0.5329 0.3402 0.112 Uiso 0.5 1 calc R U P A 2
H27E H 0.5239 0.6014 0.4091 0.112 Uiso 0.5 1 calc R U P A 2
H27F H 0.5253 0.6470 0.2893 0.112 Uiso 0.5 1 calc R U 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
Si1 O3 1.6470(18) . ?
Si1 C22 1.776(10) . ?
Si1 C23' 1.794(13) . ?
Si1 C24 1.82(2) . ?
Si1 C24' 1.87(4) . ?
Si1 C23 1.980(9) . ?
Si1 C22' 2.014(11) . ?
O1 C17 1.216(3) . ?
O2 C17 1.346(3) . ?
O2 C18 1.480(3) . ?
O3 C11 1.419(3) . ?
N1 C1 1.357(4) . ?
N1 C8 1.374(4) . ?
N1 H1 0.8700 . ?
N2 C17 1.350(3) . ?
N2 C12 1.473(3) . ?
N2 C9 1.482(3) . ?
C1 C2 1.397(4) . ?
C1 C6 1.416(4) . ?
C2 C3 1.359(6) . ?
C2 H2 0.9400 . ?
C3 C4 1.398(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.441(3) . ?
C7 C8 1.356(4) . ?
C7 C9 1.506(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.535(3) . ?
C9 H9 0.9900 . ?
C10 C11 1.518(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 C12 1.542(3) . ?
C11 H11 0.9900 . ?
C12 C13 1.529(3) . ?
C12 H12 0.9900 . ?
C13 C14 1.524(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.505(6) . ?
C14 C16 1.529(5) . ?
C14 H14 0.9900 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C18 C19 1.505(5) . ?
C18 C21 1.509(4) . ?
C18 C20 1.511(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 C25 1.495(17) . ?
C24 C26 1.529(17) . ?
C24 C27 1.608(14) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C22' H22D 0.9700 . ?
C22' H22E 0.9700 . ?
C22' H22F 0.9700 . ?
C23' H23D 0.9700 . ?
C23' H23E 0.9700 . ?
C23' H23F 0.9700 . ?
C24' C27' 1.54(2) . ?
C24' C26' 1.58(2) . ?
C24' C25' 1.59(2) . ?
C25' H25D 0.9700 . ?
C25' H25E 0.9700 . ?
C25' H25F 0.9700 . ?
C26' H26D 0.9700 . ?
C26' H26E 0.9700 . ?
C26' H26F 0.9700 . ?
C27' H27D 0.9700 . ?
C27' H27E 0.9700 . ?
C27' H27F 0.9700 . ?

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 C22 115.0(4) . . ?
O3 Si1 C23' 114.8(5) . . ?
O3 Si1 C24 106.5(5) . . ?
C22 Si1 C24 120.0(7) . . ?
O3 Si1 C24' 106.8(8) . . ?
C23' Si1 C24' 123.0(9) . . ?
O3 Si1 C23 105.3(4) . . ?
C22 Si1 C23 103.9(7) . . ?
C24 Si1 C23 104.6(5) . . ?
O3 Si1 C22' 104.7(4) . . ?
C23' Si1 C22' 104.2(9) . . ?
C24' Si1 C22' 100.8(8) . . ?
C17 O2 C18 120.70(19) . . ?
C11 O3 Si1 126.89(16) . . ?
C1 N1 C8 108.7(2) . . ?
C1 N1 H1 125.6 . . ?
C8 N1 H1 125.6 . . ?
C17 N2 C12 125.03(18) . . ?
C17 N2 C9 119.32(18) . . ?
C12 N2 C9 114.17(17) . . ?
N1 C1 C2 130.4(3) . . ?
N1 C1 C6 108.0(2) . . ?
C2 C1 C6 121.5(3) . . ?
C3 C2 C1 117.8(4) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 121.7(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.5(4) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.0(3) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C6 C1 119.5(2) . . ?
C5 C6 C7 134.1(3) . . ?
C1 C6 C7 106.4(3) . . ?
C8 C7 C6 106.2(2) . . ?
C8 C7 C9 127.6(2) . . ?
C6 C7 C9 126.2(2) . . ?
C7 C8 N1 110.6(3) . . ?
C7 C8 H8 124.7 . . ?
N1 C8 H8 124.7 . . ?
N2 C9 C7 113.82(19) . . ?
N2 C9 C10 101.85(18) . . ?
C7 C9 C10 114.0(2) . . ?
N2 C9 H9 109.0 . . ?
C7 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
C11 C10 C9 104.99(19) . . ?
C11 C10 H10A 110.7 . . ?
C9 C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
C9 C10 H10B 110.7 . . ?
H10A C10 H10B 108.8 . . ?
O3 C11 C10 111.9(2) . . ?
O3 C11 C12 112.24(19) . . ?
C10 C11 C12 103.76(18) . . ?
O3 C11 H11 109.6 . . ?
C10 C11 H11 109.6 . . ?
C12 C11 H11 109.6 . . ?
N2 C12 C13 112.9(2) . . ?
N2 C12 C11 100.86(17) . . ?
C13 C12 C11 114.5(2) . . ?
N2 C12 H12 109.4 . . ?
C13 C12 H12 109.4 . . ?
C11 C12 H12 109.4 . . ?
C14 C13 C12 114.6(2) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C15 C14 C13 110.4(4) . . ?
C15 C14 C16 109.9(3) . . ?
C13 C14 C16 112.0(3) . . ?
C15 C14 H14 108.1 . . ?
C13 C14 H14 108.1 . . ?
C16 C14 H14 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 O2 125.5(2) . . ?
O1 C17 N2 123.2(2) . . ?
O2 C17 N2 111.25(19) . . ?
O2 C18 C19 110.8(2) . . ?
O2 C18 C21 102.5(2) . . ?
C19 C18 C21 110.6(3) . . ?
O2 C18 C20 108.9(2) . . ?
C19 C18 C20 112.9(3) . . ?
C21 C18 C20 110.8(3) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C26 106.5(15) . . ?
C25 C24 C27 110.1(12) . . ?
C26 C24 C27 109.1(13) . . ?
C25 C24 Si1 116.0(11) . . ?
C26 C24 Si1 114.5(12) . . ?
C27 C24 Si1 100.3(11) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si1 C22' H22D 109.5 . . ?
Si1 C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
Si1 C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
Si1 C23' H23D 109.5 . . ?
Si1 C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
Si1 C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C27' C24' C26' 109(2) . . ?
C27' C24' C25' 118(2) . . ?
C26' C24' C25' 111(2) . . ?
C27' C24' Si1 114.9(16) . . ?
C26' C24' Si1 102.8(18) . . ?
C25' C24' Si1 100.7(16) . . ?
C24' C25' H25D 109.5 . . ?
C24' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C24' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C24' C26' H26D 109.5 . . ?
C24' C26' H26E 109.5 . . ?
H26D C26' H26E 109.5 . . ?
C24' C26' H26F 109.5 . . ?
H26D C26' H26F 109.5 . . ?
H26E C26' H26F 109.5 . . ?
C24' C27' H27D 109.5 . . ?
C24' C27' H27E 109.5 . . ?
H27D C27' H27E 109.5 . . ?
C24' C27' H27F 109.5 . . ?
H27D C27' H27F 109.5 . . ?
H27E C27' H27F 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
C22 Si1 O3 C11 -21.2(7) . . . . ?
C23' Si1 O3 C11 58.8(8) . . . . ?
C24 Si1 O3 C11 -156.7(5) . . . . ?
C24' Si1 O3 C11 -161.1(7) . . . . ?
C23 Si1 O3 C11 92.6(4) . . . . ?
C22' Si1 O3 C11 -54.8(5) . . . . ?
C8 N1 C1 C2 -178.0(3) . . . . ?
C8 N1 C1 C6 -0.4(3) . . . . ?
N1 C1 C2 C3 177.8(3) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 C6 0.5(5) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 C7 -178.1(3) . . . . ?
N1 C1 C6 C5 -178.6(2) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
N1 C1 C6 C7 0.1(3) . . . . ?
C2 C1 C6 C7 178.0(3) . . . . ?
C5 C6 C7 C8 178.7(3) . . . . ?
C1 C6 C7 C8 0.2(3) . . . . ?
C5 C6 C7 C9 -3.5(4) . . . . ?
C1 C6 C7 C9 178.0(2) . . . . ?
C6 C7 C8 N1 -0.4(3) . . . . ?
C9 C7 C8 N1 -178.2(2) . . . . ?
C1 N1 C8 C7 0.5(3) . . . . ?
C17 N2 C9 C7 -66.3(3) . . . . ?
C12 N2 C9 C7 126.9(2) . . . . ?
C17 N2 C9 C10 170.6(2) . . . . ?
C12 N2 C9 C10 3.8(3) . . . . ?
C8 C7 C9 N2 -54.8(3) . . . . ?
C6 C7 C9 N2 127.9(2) . . . . ?
C8 C7 C9 C10 61.5(3) . . . . ?
C6 C7 C9 C10 -115.9(3) . . . . ?
N2 C9 C10 C11 -25.7(3) . . . . ?
C7 C9 C10 C11 -148.7(2) . . . . ?
Si1 O3 C11 C10 98.2(3) . . . . ?
Si1 O3 C11 C12 -145.65(19) . . . . ?
C9 C10 C11 O3 159.3(2) . . . . ?
C9 C10 C11 C12 38.1(3) . . . . ?
C17 N2 C12 C13 90.3(3) . . . . ?
C9 N2 C12 C13 -103.8(2) . . . . ?
C17 N2 C12 C11 -147.0(2) . . . . ?
C9 N2 C12 C11 18.9(3) . . . . ?
O3 C11 C12 N2 -155.1(2) . . . . ?
C10 C11 C12 N2 -34.1(2) . . . . ?
O3 C11 C12 C13 -33.5(3) . . . . ?
C10 C11 C12 C13 87.5(2) . . . . ?
N2 C12 C13 C14 -157.1(2) . . . . ?
C11 C12 C13 C14 88.2(3) . . . . ?
C12 C13 C14 C15 -164.0(3) . . . . ?
C12 C13 C14 C16 73.2(3) . . . . ?
C18 O2 C17 O1 8.9(4) . . . . ?
C18 O2 C17 N2 -170.8(2) . . . . ?
C12 N2 C17 O1 166.8(2) . . . . ?
C9 N2 C17 O1 1.5(4) . . . . ?
C12 N2 C17 O2 -13.5(3) . . . . ?
C9 N2 C17 O2 -178.8(2) . . . . ?
C17 O2 C18 C19 -60.9(3) . . . . ?
C17 O2 C18 C21 -178.9(3) . . . . ?
C17 O2 C18 C20 63.8(3) . . . . ?
O3 Si1 C24 C25 -45.9(10) . . . . ?
C22 Si1 C24 C25 -178.7(9) . . . . ?
C23' Si1 C24 C25 93.4(13) . . . . ?
C24' Si1 C24 C25 49(16) . . . . ?
C23 Si1 C24 C25 65.4(11) . . . . ?
C22' Si1 C24 C25 -153.5(10) . . . . ?
O3 Si1 C24 C26 -170.6(11) . . . . ?
C22 Si1 C24 C26 56.6(15) . . . . ?
C23' Si1 C24 C26 -31.4(17) . . . . ?
C24' Si1 C24 C26 -75(16) . . . . ?
C23 Si1 C24 C26 -59.4(13) . . . . ?
C22' Si1 C24 C26 81.8(13) . . . . ?
O3 Si1 C24 C27 72.7(8) . . . . ?
C22 Si1 C24 C27 -60.1(11) . . . . ?
C23' Si1 C24 C27 -148.0(10) . . . . ?
C24' Si1 C24 C27 168(17) . . . . ?
C23 Si1 C24 C27 -176.1(8) . . . . ?
C22' Si1 C24 C27 -34.9(9) . . . . ?
O3 Si1 C24' C27' 63.1(15) . . . . ?
C22 Si1 C24' C27' -72.9(18) . . . . ?
C23' Si1 C24' C27' -160.9(13) . . . . ?
C24 Si1 C24' C27' -23(15) . . . . ?
C23 Si1 C24' C27' 172.8(14) . . . . ?
C22' Si1 C24' C27' -46.0(16) . . . . ?
O3 Si1 C24' C26' -178.8(15) . . . . ?
C22 Si1 C24' C26' 45.2(19) . . . . ?
C23' Si1 C24' C26' -43(2) . . . . ?
C24 Si1 C24' C26' 95(17) . . . . ?
C23 Si1 C24' C26' -69.1(17) . . . . ?
C22' Si1 C24' C26' 72.1(17) . . . . ?
O3 Si1 C24' C25' -64.2(12) . . . . ?
C22 Si1 C24' C25' 159.7(10) . . . . ?
C23' Si1 C24' C25' 71.8(16) . . . . ?
C24 Si1 C24' C25' -150(17) . . . . ?
C23 Si1 C24' C25' 45.5(13) . . . . ?
C22' Si1 C24' C25' -173.4(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.87 2.07 2.920(3) 163.6 2_657
C19 H19C O1 0.97 2.35 2.931(4) 117.9 .
C20 H20A O1 0.97 2.49 3.075(4) 118.4 .

_refine_diff_density_max         0.314
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.033

_shelxl_version_number           2013-4

