# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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. 
# 
#######################################################################

data_mo_bp_230817_cysiosisalt_0m
_database_code_depnum_ccdc_archive 'CCDC 2279641'
loop_
_audit_author_name
_audit_author_address
'Puerta Lombardi B.M.'
;University of Calgary
Canada
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_audit_creation_date             2023-06-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
bmpuerta@ucalgary.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(I), C24 H44 N4 O Si2'
_chemical_formula_sum            'C24 H44 I2 N4 O Si2'
_chemical_formula_weight         714.61
_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'
I I -0.4742 1.8119 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.128(5)
_cell_length_b                   21.250(6)
_cell_length_c                   12.140(3)
_cell_angle_alpha                90
_cell_angle_beta                 133.535(3)
_cell_angle_gamma                90
_cell_volume                     3203.3(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5308
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      3.01
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.570
_exptl_absorpt_coefficient_mu    2.060
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0832 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.7924.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1432
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 1.00 0.0890
0.00 1.00 0.00 0.0350
0.00 -1.00 0.00 0.0390
-1.00 1.00 1.00 0.0530
1.00 -1.00 -1.00 0.0750
0.00 1.00 -1.00 0.0470
0.00 -1.00 1.00 0.0670
0.00 -1.00 -1.00 0.0380
0.00 1.00 1.00 0.0640

_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.079
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11303
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.690
_diffrn_reflns_theta_min         1.900
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2993
_reflns_number_total             3669
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       
'APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3669
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.022
_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)+(0.0396P)²+0.7596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0918
_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:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C5(H5A,H5B), C9(H9A,H9B), C6(H6A,H6B), C8(H8A,H8B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.500000 0.42221(2) 0.250000 0.03603(11) Uani 1 2 d S T P . .
I2 I 0.500000 0.75892(2) 0.250000 0.03897(12) Uani 1 2 d S T P . .
Si1 Si 0.79101(8) 0.70667(5) 0.14054(11) 0.0394(3) Uani 1 1 d . . . . .
N2 N 0.6780(2) 0.65825(12) 0.2174(3) 0.0309(6) Uani 1 1 d . . . . .
N1 N 0.7164(2) 0.61768(13) 0.4122(3) 0.0319(6) Uani 1 1 d . . . . .
O1 O 0.750000 0.750000 0.000000 0.0759(16) Uani 1 2 d S . P . .
C1 C 0.7352(3) 0.66571(15) 0.3641(4) 0.0334(7) Uani 1 1 d . . . . .
H1 H 0.782037 0.699971 0.424802 0.040 Uiso 1 1 calc R U . . .
C2 C 0.6441(3) 0.57807(16) 0.2923(5) 0.0406(9) Uani 1 1 d . . . . .
H2 H 0.616885 0.539789 0.295205 0.049 Uiso 1 1 calc R U . . .
C3 C 0.6188(3) 0.60377(17) 0.1690(4) 0.0374(8) Uani 1 1 d . . . . .
H3 H 0.569656 0.587373 0.068594 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7686(3) 0.61023(18) 0.5721(4) 0.0389(8) Uani 1 1 d . . . . .
H4 H 0.809029 0.649794 0.628227 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6705(3) 0.70262(17) 0.1169(4) 0.0398(8) Uani 1 1 d . . . . .
H10A H 0.657175 0.745244 0.133876 0.048 Uiso 1 1 calc R U . . .
H10B H 0.607026 0.690950 0.010262 0.048 Uiso 1 1 calc R U . . .
C5 C 0.8479(3) 0.5567(2) 0.6465(5) 0.0509(10) Uani 1 1 d . . . . .
H5A H 0.901982 0.564334 0.640671 0.061 Uiso 1 1 calc R U . . .
H5B H 0.809717 0.517035 0.591917 0.061 Uiso 1 1 calc R U . . .
C9 C 0.6856(4) 0.6005(2) 0.5802(5) 0.0546(11) Uani 1 1 d . . . . .
H9A H 0.644430 0.561523 0.525516 0.066 Uiso 1 1 calc R U . . .
H9B H 0.634443 0.636291 0.531035 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9086(4) 0.7437(2) 0.3202(5) 0.0626(13) Uani 1 1 d . . . . .
H12A H 0.970528 0.741216 0.330514 0.094 Uiso 1 1 calc R U . . .
H12B H 0.925489 0.721636 0.405404 0.094 Uiso 1 1 calc R U . . .
H12C H 0.892519 0.787894 0.320549 0.094 Uiso 1 1 calc R U . . .
C6 C 0.9048(4) 0.5503(3) 0.8134(5) 0.0640(13) Uani 1 1 d . . . . .
H6A H 0.953792 0.513560 0.859269 0.077 Uiso 1 1 calc R U . . .
H6B H 0.948598 0.588373 0.870124 0.077 Uiso 1 1 calc R U . . .
C8 C 0.7417(4) 0.5957(2) 0.7467(6) 0.0597(12) Uani 1 1 d . . . . .
H8A H 0.778575 0.635840 0.799287 0.072 Uiso 1 1 calc R U . . .
H8B H 0.687427 0.587955 0.752144 0.072 Uiso 1 1 calc R U . . .
C7 C 0.8239(4) 0.5421(2) 0.8259(5) 0.0651(13) Uani 1 1 d . . . . .
H7A H 0.861818 0.540875 0.934463 0.078 Uiso 1 1 calc R U . . .
H7B H 0.785922 0.501463 0.779314 0.078 Uiso 1 1 calc R U . . .
C11 C 0.8235(4) 0.6263(2) 0.1257(6) 0.0674(13) Uani 1 1 d . . . . .
H11A H 0.758433 0.606265 0.033071 0.101 Uiso 1 1 calc R U . . .
H11B H 0.850605 0.601678 0.214428 0.101 Uiso 1 1 calc R U . . .
H11C H 0.878617 0.628155 0.121617 0.101 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 O1 1.6127(10) . ?
Si1 C10 1.880(4) . ?
Si1 C12 1.839(4) . ?
Si1 C11 1.843(5) . ?
N2 C1 1.324(4) . ?
N2 C3 1.376(4) . ?
N2 C10 1.477(4) . ?
N1 C1 1.321(4) . ?
N1 C2 1.370(5) . ?
N1 C4 1.484(4) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.354(5) . ?
C3 H3 0.9500 . ?
C4 H4 1.0000 . ?
C4 C5 1.505(5) . ?
C4 C9 1.506(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.534(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.531(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.505(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.529(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Si1 C10 103.43(11) . . ?
O1 Si1 C12 109.51(17) . . ?
O1 Si1 C11 111.50(18) . . ?
C12 Si1 C10 113.0(2) . . ?
C12 Si1 C11 110.8(2) . . ?
C11 Si1 C10 108.42(19) . . ?
C1 N2 C3 108.7(3) . . ?
C1 N2 C10 126.7(3) . . ?
C3 N2 C10 124.4(3) . . ?
C1 N1 C2 108.8(3) . . ?
C1 N1 C4 123.4(3) . . ?
C2 N1 C4 127.8(3) . . ?
Si1 O1 Si1 180.0 . 7_665 ?
N2 C1 H1 125.6 . . ?
N1 C1 N2 108.8(3) . . ?
N1 C1 H1 125.6 . . ?
N1 C2 H2 126.5 . . ?
C3 C2 N1 107.1(3) . . ?
C3 C2 H2 126.5 . . ?
N2 C3 H3 126.7 . . ?
C2 C3 N2 106.6(3) . . ?
C2 C3 H3 126.7 . . ?
N1 C4 H4 108.2 . . ?
N1 C4 C5 110.3(3) . . ?
N1 C4 C9 110.7(3) . . ?
C5 C4 H4 108.2 . . ?
C5 C4 C9 111.1(3) . . ?
C9 C4 H4 108.2 . . ?
Si1 C10 H10A 108.2 . . ?
Si1 C10 H10B 108.2 . . ?
N2 C10 Si1 116.2(2) . . ?
N2 C10 H10A 108.2 . . ?
N2 C10 H10B 108.2 . . ?
H10A C10 H10B 107.4 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C4 C5 C6 110.5(3) . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C4 C9 H9A 109.8 . . ?
C4 C9 H9B 109.8 . . ?
C4 C9 C8 109.4(4) . . ?
H9A C9 H9B 108.2 . . ?
C8 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 C5 110.6(4) . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C7 C8 C9 110.5(4) . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
C6 C7 C8 111.3(4) . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
N1 C2 C3 N2 1.0(4) . . . . ?
N1 C4 C5 C6 178.1(4) . . . . ?
N1 C4 C9 C8 -177.8(3) . . . . ?
O1 Si1 C10 N2 171.6(2) . . . . ?
C1 N2 C3 C2 -1.3(4) . . . . ?
C1 N2 C10 Si1 74.4(4) . . . . ?
C1 N1 C2 C3 -0.4(4) . . . . ?
C1 N1 C4 C5 -109.7(4) . . . . ?
C1 N1 C4 C9 126.8(4) . . . . ?
C2 N1 C1 N2 -0.4(4) . . . . ?
C2 N1 C4 C5 69.6(5) . . . . ?
C2 N1 C4 C9 -53.9(5) . . . . ?
C3 N2 C1 N1 1.0(4) . . . . ?
C3 N2 C10 Si1 -110.8(3) . . . . ?
C4 N1 C1 N2 179.0(3) . . . . ?
C4 N1 C2 C3 -179.8(3) . . . . ?
C4 C5 C6 C7 56.2(6) . . . . ?
C4 C9 C8 C7 -57.5(5) . . . . ?
C10 N2 C1 N1 176.5(3) . . . . ?
C10 N2 C3 C2 -176.9(3) . . . . ?
C5 C4 C9 C8 59.2(5) . . . . ?
C5 C6 C7 C8 -55.3(6) . . . . ?
C9 C4 C5 C6 -58.7(5) . . . . ?
C9 C8 C7 C6 56.4(6) . . . . ?
C12 Si1 C10 N2 -70.1(3) . . . . ?
C11 Si1 C10 N2 53.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_230420_km1_0m
_database_code_depnum_ccdc_archive 'CCDC 2279642'
loop_
_audit_author_name
_audit_author_address
'Puerta Lombardi B.M.'
;University of Calgary
Canada
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_audit_creation_date             2024-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(I), C16 H30 N4 Si'
_chemical_formula_sum            'C16 H30 I2 N4 Si'
_chemical_formula_weight         560.33
_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'
I I -0.4742 1.8119 '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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0436(15)
_cell_length_b                   22.182(4)
_cell_length_c                   11.772(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.171(3)
_cell_angle_gamma                90
_cell_volume                     2308.4(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9872
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      27.502
_cell_measurement_theta_min      2.480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.781
_exptl_absorpt_correction_T_max  0.6347
_exptl_absorpt_correction_T_min  0.3570
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1786 before and 0.1391 after correction.
The Ratio of minimum to maximum transmission is 0.5625.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1335
_diffrn_reflns_av_unetI/netI     0.0884
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            44886
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.610
_diffrn_reflns_theta_min         1.836
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4460
_reflns_number_total             5340
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       
'APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.034
_refine_diff_density_min         -2.763
_refine_diff_density_rms         0.361
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         5340
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0756
_refine_ls_restrained_S_all      1.044
_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)+(0.1351P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.1955
_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. Uiso/Uaniso restraints and constraints
I1 \\sim I2 \\sim I3 \\sim I4 \\sim I5: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
Uanis(I1) \\sim Ueq, Uanis(I2) \\sim Ueq, Uanis(I3) \\sim Ueq, Uanis(I4) \\sim
Ueq, Uanis(I5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
3. Others
 Sof(I3)=1-FVAR(1)
 Sof(I1)=FVAR(1)
 Sof(I4)=Sof(I5)=0.5*(1-FVAR(3))
 Sof(I2)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C5(H5), C15(H15)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C10(H10A,H10B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C11(H11), C12(H12), C13(H13)
4.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C14(H14A,
 H14B,H14C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
I1 I 0.26379(5) 0.53125(2) 0.82969(3) 0.0290(2) Uani 0.9941(14) 1 d . U P A 1
I2 I 0.43194(5) 0.35984(2) 0.40157(3) 0.0237(2) Uani 0.990(2) 1 d . U P B 1
I3 I 0.353(11) 0.539(3) 0.822(6) 0.029(6) Uani 0.0059(14) 1 d . U P A 2
I4 I 0.531(11) 0.364(3) 0.394(6) 0.024(5) Uani 0.0052(11) 1 d . U P B 2
I5 I 0.349(14) 0.360(3) 0.410(7) 0.024(5) Uani 0.0052(11) 1 d . U P B 3
Si1 Si 0.79065(19) 0.47119(6) 0.76527(14) 0.0202(4) Uani 1 1 d . . . . .
N1 N 0.4627(6) 0.3543(2) 0.9199(4) 0.0188(10) Uani 1 1 d . . . . .
N2 N 0.5295(6) 0.4018(2) 0.7782(4) 0.0228(10) Uani 1 1 d . . . . .
N3 N 0.9178(5) 0.4432(2) 0.5697(4) 0.0184(9) Uani 1 1 d . . . . .
N4 N 0.9236(6) 0.3694(2) 0.4530(4) 0.0222(10) Uani 1 1 d . . . . .
C1 C 0.5159(7) 0.4060(2) 0.8881(5) 0.0208(11) Uani 1 1 d . . . . .
H1 H 0.539862 0.439710 0.935229 0.025 Uiso 1 1 calc R U . . .
C2 C 0.4431(9) 0.3157(3) 0.8265(5) 0.0354(16) Uani 1 1 d . . . . .
H2 H 0.409295 0.276070 0.825011 0.042 Uiso 1 1 calc R U . . .
C3 C 0.4812(9) 0.3455(3) 0.7385(5) 0.0333(15) Uani 1 1 d . . . . .
H3 H 0.475964 0.330767 0.663823 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2823(9) 0.3149(3) 1.0298(6) 0.0382(16) Uani 1 1 d . . . . .
H4A H 0.208585 0.342504 0.988117 0.057 Uiso 1 1 calc R U . . .
H4B H 0.265220 0.309287 1.106871 0.057 Uiso 1 1 calc R U . . .
H4C H 0.273632 0.276917 0.990021 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4399(7) 0.3404(3) 1.0369(5) 0.0221(11) Uani 1 1 d . . . . .
H5 H 0.447213 0.378279 1.080668 0.026 Uiso 1 1 calc R U . . .
C6 C 0.5638(7) 0.2988(3) 1.0991(5) 0.0292(14) Uani 1 1 d . . . . .
H6A H 0.551689 0.259731 1.063163 0.044 Uiso 1 1 calc R U . . .
H6B H 0.557453 0.295228 1.179170 0.044 Uiso 1 1 calc R U . . .
H6C H 0.660646 0.315034 1.094216 0.044 Uiso 1 1 calc R U . . .
C7 C 0.5845(7) 0.4495(3) 0.7093(5) 0.0274(13) Uani 1 1 d . . . . .
H7A H 0.522197 0.485117 0.709093 0.033 Uiso 1 1 calc R U . . .
H7B H 0.571854 0.435785 0.629608 0.033 Uiso 1 1 calc R U . . .
C8 C 0.8097(8) 0.5372(3) 0.8632(5) 0.0294(14) Uani 1 1 d . . . . .
H8A H 0.914044 0.549103 0.883916 0.044 Uiso 1 1 calc R U . . .
H8B H 0.774620 0.526867 0.932159 0.044 Uiso 1 1 calc R U . . .
H8C H 0.750475 0.569998 0.824323 0.044 Uiso 1 1 calc R U . . .
C9 C 0.8981(8) 0.4050(3) 0.8350(6) 0.0344(15) Uani 1 1 d . . . . .
H9A H 0.884734 0.371895 0.781373 0.052 Uiso 1 1 calc R U . . .
H9B H 0.861778 0.393897 0.903029 0.052 Uiso 1 1 calc R U . . .
H9C H 1.003599 0.415073 0.856722 0.052 Uiso 1 1 calc R U . . .
C10 C 0.8627(7) 0.4938(2) 0.6311(5) 0.0230(12) Uani 1 1 d . . . . .
H10A H 0.781757 0.514040 0.577428 0.028 Uiso 1 1 calc R U . . .
H10B H 0.944393 0.522595 0.653802 0.028 Uiso 1 1 calc R U . . .
C11 C 0.8376(6) 0.4127(2) 0.4801(5) 0.0208(11) Uani 1 1 d . . . . .
H11 H 0.738015 0.420529 0.443195 0.025 Uiso 1 1 calc R U . . .
C12 C 1.0613(7) 0.3719(3) 0.5268(6) 0.0299(14) Uani 1 1 d . . . . .
H12 H 1.142527 0.346260 0.526345 0.036 Uiso 1 1 calc R U . . .
C13 C 1.0592(7) 0.4179(3) 0.6003(5) 0.0279(13) Uani 1 1 d . . . . .
H13 H 1.137850 0.430141 0.660188 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8463(10) 0.2644(3) 0.4169(8) 0.049(2) Uani 1 1 d . . . . .
H14A H 0.941816 0.247758 0.455022 0.073 Uiso 1 1 calc R U . . .
H14B H 0.795917 0.236861 0.358532 0.073 Uiso 1 1 calc R U . . .
H14C H 0.784689 0.271078 0.472931 0.073 Uiso 1 1 calc R U . . .
C15 C 0.8720(7) 0.3237(3) 0.3605(6) 0.0294(14) Uani 1 1 d . . . . .
H15 H 0.774610 0.337225 0.314140 0.035 Uiso 1 1 calc R U . . .
C16 C 0.9816(9) 0.3186(4) 0.2802(7) 0.0431(18) Uani 1 1 d . . . . .
H16A H 0.985019 0.356220 0.240364 0.065 Uiso 1 1 calc R U . . .
H16B H 0.948846 0.287239 0.224451 0.065 Uiso 1 1 calc R U . . .
H16C H 1.080553 0.309231 0.324742 0.065 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 C7 1.904(7) . ?
Si1 C8 1.850(6) . ?
Si1 C9 1.853(6) . ?
Si1 C10 1.899(6) . ?
N1 C1 1.327(7) . ?
N1 C2 1.375(7) . ?
N1 C5 1.467(7) . ?
N2 C1 1.328(7) . ?
N2 C3 1.373(8) . ?
N2 C7 1.481(7) . ?
N3 C10 1.478(7) . ?
N3 C11 1.332(7) . ?
N3 C13 1.373(7) . ?
N4 C11 1.316(8) . ?
N4 C12 1.361(8) . ?
N4 C15 1.489(7) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.334(9) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 C5 1.519(9) . ?
C5 H5 0.9800 . ?
C5 C6 1.516(8) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.339(9) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C15 1.514(11) . ?
C15 H15 0.9800 . ?
C15 C16 1.511(10) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
C8 Si1 C7 111.8(3) . . ?
C8 Si1 C9 112.3(3) . . ?
C8 Si1 C10 107.8(3) . . ?
C9 Si1 C7 109.7(3) . . ?
C9 Si1 C10 109.7(3) . . ?
C10 Si1 C7 105.2(3) . . ?
C1 N1 C2 107.8(5) . . ?
C1 N1 C5 125.3(5) . . ?
C2 N1 C5 126.8(5) . . ?
C1 N2 C3 107.8(5) . . ?
C1 N2 C7 126.5(5) . . ?
C3 N2 C7 125.7(5) . . ?
C11 N3 C10 126.1(5) . . ?
C11 N3 C13 108.8(5) . . ?
C13 N3 C10 125.0(5) . . ?
C11 N4 C12 108.9(5) . . ?
C11 N4 C15 124.3(5) . . ?
C12 N4 C15 126.8(5) . . ?
N1 C1 N2 109.2(5) . . ?
N1 C1 H1 125.4 . . ?
N2 C1 H1 125.4 . . ?
N1 C2 H2 126.2 . . ?
C3 C2 N1 107.6(5) . . ?
C3 C2 H2 126.2 . . ?
N2 C3 H3 126.2 . . ?
C2 C3 N2 107.6(5) . . ?
C2 C3 H3 126.2 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
N1 C5 C4 110.1(5) . . ?
N1 C5 H5 107.9 . . ?
N1 C5 C6 110.2(5) . . ?
C4 C5 H5 107.9 . . ?
C6 C5 C4 112.9(5) . . ?
C6 C5 H5 107.9 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C7 H7A 108.7 . . ?
Si1 C7 H7B 108.7 . . ?
N2 C7 Si1 114.1(4) . . ?
N2 C7 H7A 108.7 . . ?
N2 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 108.6 . . ?
Si1 C10 H10B 108.6 . . ?
N3 C10 Si1 114.6(4) . . ?
N3 C10 H10A 108.6 . . ?
N3 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
N3 C11 H11 125.9 . . ?
N4 C11 N3 108.1(5) . . ?
N4 C11 H11 125.9 . . ?
N4 C12 H12 126.0 . . ?
C13 C12 N4 107.9(5) . . ?
C13 C12 H12 126.0 . . ?
N3 C13 H13 126.9 . . ?
C12 C13 N3 106.3(5) . . ?
C12 C13 H13 126.9 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
N4 C15 C14 108.9(6) . . ?
N4 C15 H15 107.8 . . ?
N4 C15 C16 111.3(5) . . ?
C14 C15 H15 107.8 . . ?
C16 C15 C14 113.0(6) . . ?
C16 C15 H15 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
N1 C2 C3 N2 2.0(9) . . . . ?
N4 C12 C13 N3 0.0(8) . . . . ?
C1 N1 C2 C3 -1.6(8) . . . . ?
C1 N1 C5 C4 130.7(6) . . . . ?
C1 N1 C5 C6 -104.2(7) . . . . ?
C1 N2 C3 C2 -1.7(8) . . . . ?
C1 N2 C7 Si1 64.8(7) . . . . ?
C2 N1 C1 N2 0.5(7) . . . . ?
C2 N1 C5 C4 -53.9(8) . . . . ?
C2 N1 C5 C6 71.2(8) . . . . ?
C3 N2 C1 N1 0.7(7) . . . . ?
C3 N2 C7 Si1 -116.2(6) . . . . ?
C5 N1 C1 N2 176.7(5) . . . . ?
C5 N1 C2 C3 -177.7(6) . . . . ?
C7 Si1 C10 N3 -85.9(4) . . . . ?
C7 N2 C1 N1 179.9(5) . . . . ?
C7 N2 C3 C2 179.1(6) . . . . ?
C8 Si1 C10 N3 154.7(4) . . . . ?
C9 Si1 C10 N3 32.1(5) . . . . ?
C10 N3 C11 N4 -177.3(5) . . . . ?
C10 N3 C13 C12 177.2(5) . . . . ?
C11 N3 C10 Si1 94.2(6) . . . . ?
C11 N3 C13 C12 0.3(7) . . . . ?
C11 N4 C12 C13 -0.2(8) . . . . ?
C11 N4 C15 C14 -104.1(7) . . . . ?
C11 N4 C15 C16 130.6(6) . . . . ?
C12 N4 C11 N3 0.4(7) . . . . ?
C12 N4 C15 C14 72.0(8) . . . . ?
C12 N4 C15 C16 -53.2(9) . . . . ?
C13 N3 C10 Si1 -82.2(6) . . . . ?
C13 N3 C11 N4 -0.4(6) . . . . ?
C15 N4 C11 N3 177.1(5) . . . . ?
C15 N4 C12 C13 -176.8(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT972_mo_230420_km1_0m    
;
PROBLEM: Check Calcd Resid. Dens.  0.87Ang From I2             -2.77 eA-3  
RESPONSE: Electron density besides heavy metals I
;
# end Validation Reply Form

####################################################################### 
# 
# 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_bp_230624_cysisalt_0m
_database_code_depnum_ccdc_archive 'CCDC 2279643'
loop_
_audit_author_name
_audit_author_address
'Puerta Lombardi B.M.'
;University of Calgary
Canada
;
_audit_update_record             
;
2025-03-10 deposited with the CCDC.	2025-03-14 downloaded from the CCDC.
;
_audit_creation_date             2023-06-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
bmpuerta@ucalgary.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(I), C22 H38 N4 Si, H2 O'
_chemical_formula_sum            'C22 H40 I2 N4 O Si'
_chemical_formula_weight         658.47
_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'
I I -0.4742 1.8119 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.276(2)
_cell_length_b                   15.400(3)
_cell_length_c                   15.149(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.478(2)
_cell_angle_gamma                90
_cell_volume                     2816.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      27.338
_cell_measurement_theta_min      2.372
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.496
_exptl_absorpt_coefficient_mu    2.295
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0845 before and 0.0747 after correction.
The Ratio of minimum to maximum transmission is 0.8366.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 1.00 0.00 0.1260
1.00 -1.00 0.00 0.1080
1.00 0.00 0.00 0.1140
-1.00 0.00 0.00 0.1630
0.00 1.00 1.00 0.0840
0.00 -1.00 -1.00 0.0470
0.00 0.00 1.00 0.0630
0.00 0.00 -1.00 0.0260
0.00 1.00 -1.00 0.0610
0.00 -1.00 1.00 0.0610

_exptl_crystal_size_max          0.355
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.123
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            31390
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_min         1.687
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5022
_reflns_number_total             6470
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       
'APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.673
_refine_diff_density_min         -1.934
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         6470
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.037
_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)+(0.0690P)²+7.7011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1429
_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. Restrained distances
 O1-H1A = O1-H1B
 0.84 with sigma of 0.01
 H1A-H1B
 1.33 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C11(H11), C17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C7(H7A,H7B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B), C16(H16A,H16B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B),
  C21(H21A,H21B), C22(H22A,H22B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C8(H8), C9(H9), C10(H10)
3.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
;
_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
I1 I 0.39415(3) 0.92621(3) 0.76333(3) 0.04869(14) Uani 1 1 d . . . . .
I2 I -0.08842(4) 0.79803(2) 0.56659(3) 0.04775(14) Uani 1 1 d . . . . .
Si1 Si 0.69857(10) 0.73646(8) 0.77328(9) 0.0273(3) Uani 1 1 d . . . . .
N1 N 1.0431(3) 0.5920(2) 0.8438(2) 0.0236(7) Uani 1 1 d . . . . .
N2 N 0.8719(3) 0.6124(2) 0.7807(2) 0.0238(7) Uani 1 1 d . . . . .
N3 N 0.5371(3) 0.7314(2) 0.6133(3) 0.0304(8) Uani 1 1 d . . . . .
N4 N 0.3965(3) 0.6523(3) 0.5548(3) 0.0298(8) Uani 1 1 d . . . . .
C1 C 0.9745(4) 0.6425(3) 0.7867(3) 0.0269(9) Uani 1 1 d . . . . .
H1 H 0.995708 0.691523 0.755762 0.032 Uiso 1 1 calc R U . . .
C2 C 0.9809(4) 0.5280(3) 0.8741(3) 0.0291(9) Uani 1 1 d . . . . .
H2 H 1.007966 0.482875 0.915013 0.035 Uiso 1 1 calc R U . . .
C3 C 0.8750(4) 0.5410(3) 0.8353(3) 0.0296(9) Uani 1 1 d . . . . .
H3 H 0.813262 0.507054 0.844073 0.035 Uiso 1 1 calc R U . . .
C4 C 0.7740(4) 0.6482(3) 0.7216(3) 0.0267(9) Uani 1 1 d . . . . .
H4A H 0.721471 0.600202 0.702270 0.032 Uiso 1 1 calc R U . . .
H4B H 0.797356 0.671919 0.667211 0.032 Uiso 1 1 calc R U . . .
C5 C 0.7966(5) 0.8202(3) 0.8275(4) 0.0422(12) Uani 1 1 d . . . . .
H5A H 0.755037 0.869832 0.844763 0.063 Uiso 1 1 calc R U . . .
H5B H 0.843461 0.839537 0.785358 0.063 Uiso 1 1 calc R U . . .
H5C H 0.843215 0.795709 0.881108 0.063 Uiso 1 1 calc R U . . .
C6 C 0.6121(5) 0.6863(4) 0.8475(4) 0.0465(13) Uani 1 1 d . . . . .
H6A H 0.659879 0.663064 0.901196 0.070 Uiso 1 1 calc R U . . .
H6B H 0.568094 0.639112 0.815435 0.070 Uiso 1 1 calc R U . . .
H6C H 0.562374 0.730197 0.865244 0.070 Uiso 1 1 calc R U . . .
C7 C 0.6106(4) 0.7912(3) 0.6731(4) 0.0365(11) Uani 1 1 d . . . . .
H7A H 0.564590 0.836354 0.694942 0.044 Uiso 1 1 calc R U . . .
H7B H 0.660130 0.820726 0.637742 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4340(4) 0.7096(3) 0.6203(3) 0.0310(10) Uani 1 1 d . . . . .
H8 H 0.393992 0.730804 0.663924 0.037 Uiso 1 1 calc R U . . .
C9 C 0.4793(4) 0.6380(4) 0.5058(4) 0.0388(11) Uani 1 1 d . . . . .
H9 H 0.475759 0.600437 0.455668 0.047 Uiso 1 1 calc R U . . .
C10 C 0.5663(4) 0.6876(4) 0.5427(3) 0.0386(11) Uani 1 1 d . . . . .
H10 H 0.635361 0.691449 0.523115 0.046 Uiso 1 1 calc R U . . .
C11 C 1.1656(3) 0.6001(3) 0.8608(3) 0.0263(9) Uani 1 1 d . . . . .
H11 H 1.184684 0.661129 0.847058 0.032 Uiso 1 1 calc R U . . .
C12 C 1.2132(4) 0.5400(3) 0.7980(3) 0.0337(10) Uani 1 1 d . . . . .
H12A H 1.180874 0.554219 0.734905 0.040 Uiso 1 1 calc R U . . .
H12B H 1.194165 0.479060 0.809414 0.040 Uiso 1 1 calc R U . . .
C13 C 1.3391(4) 0.5506(4) 0.8132(4) 0.0435(13) Uani 1 1 d . . . . .
H13A H 1.370267 0.509011 0.774517 0.052 Uiso 1 1 calc R U . . .
H13B H 1.357471 0.609997 0.795743 0.052 Uiso 1 1 calc R U . . .
C14 C 1.3912(4) 0.5348(4) 0.9102(4) 0.0400(12) Uani 1 1 d . . . . .
H14A H 1.380165 0.473371 0.925553 0.048 Uiso 1 1 calc R U . . .
H14B H 1.471882 0.545664 0.918265 0.048 Uiso 1 1 calc R U . . .
C15 C 1.3417(4) 0.5929(3) 0.9727(4) 0.0380(11) Uani 1 1 d . . . . .
H15A H 1.359731 0.654157 0.961855 0.046 Uiso 1 1 calc R U . . .
H15B H 1.374453 0.578471 1.035632 0.046 Uiso 1 1 calc R U . . .
C16 C 1.2145(4) 0.5818(3) 0.9585(3) 0.0309(10) Uani 1 1 d . . . . .
H16A H 1.195870 0.521928 0.974294 0.037 Uiso 1 1 calc R U . . .
H16B H 1.183075 0.622616 0.997772 0.037 Uiso 1 1 calc R U . . .
C17 C 0.2819(4) 0.6160(3) 0.5341(3) 0.0285(9) Uani 1 1 d . . . . .
H17 H 0.246302 0.624598 0.587837 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2861(4) 0.5193(3) 0.5157(4) 0.0362(11) Uani 1 1 d . . . . .
H18A H 0.324664 0.489210 0.570271 0.043 Uiso 1 1 calc R U . . .
H18B H 0.328549 0.509089 0.467061 0.043 Uiso 1 1 calc R U . . .
C19 C 0.1700(5) 0.4824(4) 0.4885(4) 0.0470(13) Uani 1 1 d . . . . .
H19A H 0.174731 0.420064 0.473531 0.056 Uiso 1 1 calc R U . . .
H19B H 0.129995 0.487209 0.539481 0.056 Uiso 1 1 calc R U . . .
C20 C 0.1068(4) 0.5305(4) 0.4084(4) 0.0417(12) Uani 1 1 d . . . . .
H20A H 0.031121 0.506156 0.392390 0.050 Uiso 1 1 calc R U . . .
H20B H 0.144333 0.522581 0.356423 0.050 Uiso 1 1 calc R U . . .
C21 C 0.0996(4) 0.6281(4) 0.4291(4) 0.0427(13) Uani 1 1 d . . . . .
H21A H 0.059737 0.658744 0.375326 0.051 Uiso 1 1 calc R U . . .
H21B H 0.057682 0.636427 0.478397 0.051 Uiso 1 1 calc R U . . .
C22 C 0.2157(4) 0.6661(3) 0.4561(4) 0.0347(10) Uani 1 1 d . . . . .
H22A H 0.254471 0.663750 0.404260 0.042 Uiso 1 1 calc R U . . .
H22B H 0.210268 0.727669 0.473418 0.042 Uiso 1 1 calc R U . . .
O1 O 0.1891(6) 0.7571(3) 0.6954(4) 0.0747(14) Uani 1 1 d D . . . .
H1A H 0.231(4) 0.799(3) 0.714(5) 0.06(2) Uiso 1 1 d D . . . .
H1B H 0.126(2) 0.779(4) 0.678(6) 0.08(3) Uiso 1 1 d 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
Si1 C4 1.893(5) . ?
Si1 C5 1.852(5) . ?
Si1 C6 1.850(6) . ?
Si1 C7 1.894(5) . ?
N1 C1 1.339(5) . ?
N1 C2 1.376(5) . ?
N1 C11 1.484(5) . ?
N2 C1 1.329(6) . ?
N2 C3 1.372(5) . ?
N2 C4 1.469(5) . ?
N3 C7 1.479(6) . ?
N3 C8 1.333(6) . ?
N3 C10 1.365(7) . ?
N4 C8 1.346(6) . ?
N4 C9 1.380(6) . ?
N4 C17 1.493(6) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.341(7) . ?
C3 H3 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.348(7) . ?
C10 H10 0.9500 . ?
C11 H11 1.0000 . ?
C11 C12 1.518(6) . ?
C11 C16 1.519(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.530(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.511(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.509(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.547(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17 1.0000 . ?
C17 C18 1.516(6) . ?
C17 C22 1.518(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.520(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.511(8) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.541(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.526(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O1 H1A 0.836(10) . ?
O1 H1B 0.838(10) . ?

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
C4 Si1 C7 103.8(2) . . ?
C5 Si1 C4 110.9(2) . . ?
C5 Si1 C7 106.0(2) . . ?
C6 Si1 C4 109.3(2) . . ?
C6 Si1 C5 114.8(3) . . ?
C6 Si1 C7 111.5(3) . . ?
C1 N1 C2 108.0(4) . . ?
C1 N1 C11 124.2(4) . . ?
C2 N1 C11 127.5(4) . . ?
C1 N2 C3 108.4(4) . . ?
C1 N2 C4 124.8(4) . . ?
C3 N2 C4 126.7(4) . . ?
C8 N3 C7 126.2(4) . . ?
C8 N3 C10 109.1(4) . . ?
C10 N3 C7 124.7(4) . . ?
C8 N4 C9 108.3(4) . . ?
C8 N4 C17 125.7(4) . . ?
C9 N4 C17 125.9(4) . . ?
N1 C1 H1 125.7 . . ?
N2 C1 N1 108.6(4) . . ?
N2 C1 H1 125.7 . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.4(4) . . ?
C3 C2 H2 126.3 . . ?
N2 C3 H3 126.2 . . ?
C2 C3 N2 107.6(4) . . ?
C2 C3 H3 126.2 . . ?
Si1 C4 H4A 108.5 . . ?
Si1 C4 H4B 108.5 . . ?
N2 C4 Si1 115.2(3) . . ?
N2 C4 H4A 108.5 . . ?
N2 C4 H4B 108.5 . . ?
H4A C4 H4B 107.5 . . ?
Si1 C5 H5A 109.5 . . ?
Si1 C5 H5B 109.5 . . ?
Si1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C7 H7A 108.7 . . ?
Si1 C7 H7B 108.7 . . ?
N3 C7 Si1 114.1(3) . . ?
N3 C7 H7A 108.7 . . ?
N3 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N3 C8 N4 108.0(4) . . ?
N3 C8 H8 126.0 . . ?
N4 C8 H8 126.0 . . ?
N4 C9 H9 126.5 . . ?
C10 C9 N4 107.0(5) . . ?
C10 C9 H9 126.5 . . ?
N3 C10 H10 126.2 . . ?
C9 C10 N3 107.7(4) . . ?
C9 C10 H10 126.2 . . ?
N1 C11 H11 108.1 . . ?
N1 C11 C12 109.5(4) . . ?
N1 C11 C16 111.2(4) . . ?
C12 C11 H11 108.1 . . ?
C12 C11 C16 111.7(4) . . ?
C16 C11 H11 108.1 . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
C11 C12 C13 109.5(4) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 C12 111.5(4) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 C13 111.6(4) . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C14 C15 C16 111.1(4) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C11 C16 C15 109.0(4) . . ?
C11 C16 H16A 109.9 . . ?
C11 C16 H16B 109.9 . . ?
C15 C16 H16A 109.9 . . ?
C15 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
N4 C17 H17 108.3 . . ?
N4 C17 C18 110.1(4) . . ?
N4 C17 C22 108.8(4) . . ?
C18 C17 H17 108.3 . . ?
C18 C17 C22 112.7(4) . . ?
C22 C17 H17 108.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 C19 110.9(4) . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 C18 110.7(4) . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 C21 110.8(4) . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C20 C21 H21A 109.6 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 108.2 . . ?
C22 C21 C20 110.1(4) . . ?
C22 C21 H21A 109.6 . . ?
C22 C21 H21B 109.6 . . ?
C17 C22 C21 110.9(4) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
H1A O1 H1B 105(3) . . ?

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
N1 C2 C3 N2 0.5(5) . . . . ?
N1 C11 C12 C13 178.0(4) . . . . ?
N1 C11 C16 C15 -178.9(4) . . . . ?
N4 C9 C10 N3 0.1(6) . . . . ?
N4 C17 C18 C19 -176.2(4) . . . . ?
N4 C17 C22 C21 176.9(4) . . . . ?
C1 N1 C2 C3 -0.4(5) . . . . ?
C1 N1 C11 C12 -92.2(5) . . . . ?
C1 N1 C11 C16 143.9(4) . . . . ?
C1 N2 C3 C2 -0.4(5) . . . . ?
C1 N2 C4 Si1 -90.5(5) . . . . ?
C2 N1 C1 N2 0.2(5) . . . . ?
C2 N1 C11 C12 80.0(5) . . . . ?
C2 N1 C11 C16 -43.9(6) . . . . ?
C3 N2 C1 N1 0.1(5) . . . . ?
C3 N2 C4 Si1 92.6(5) . . . . ?
C4 Si1 C7 N3 55.0(4) . . . . ?
C4 N2 C1 N1 -177.3(4) . . . . ?
C4 N2 C3 C2 176.9(4) . . . . ?
C5 Si1 C4 N2 49.1(4) . . . . ?
C5 Si1 C7 N3 171.8(4) . . . . ?
C6 Si1 C4 N2 -78.5(4) . . . . ?
C6 Si1 C7 N3 -62.6(4) . . . . ?
C7 Si1 C4 N2 162.5(3) . . . . ?
C7 N3 C8 N4 -178.5(4) . . . . ?
C7 N3 C10 C9 178.4(4) . . . . ?
C8 N3 C7 Si1 89.5(5) . . . . ?
C8 N3 C10 C9 0.0(6) . . . . ?
C8 N4 C9 C10 -0.2(6) . . . . ?
C8 N4 C17 C18 -137.3(5) . . . . ?
C8 N4 C17 C22 98.7(5) . . . . ?
C9 N4 C8 N3 0.2(5) . . . . ?
C9 N4 C17 C18 48.0(6) . . . . ?
C9 N4 C17 C22 -76.1(6) . . . . ?
C10 N3 C7 Si1 -88.7(5) . . . . ?
C10 N3 C8 N4 -0.1(5) . . . . ?
C11 N1 C1 N2 173.7(4) . . . . ?
C11 N1 C2 C3 -173.7(4) . . . . ?
C11 C12 C13 C14 55.9(6) . . . . ?
C12 C11 C16 C15 58.5(5) . . . . ?
C12 C13 C14 C15 -55.6(6) . . . . ?
C13 C14 C15 C16 55.8(6) . . . . ?
C14 C15 C16 C11 -56.5(5) . . . . ?
C16 C11 C12 C13 -58.3(5) . . . . ?
C17 N4 C8 N3 -175.3(4) . . . . ?
C17 N4 C9 C10 175.3(4) . . . . ?
C17 C18 C19 C20 56.0(6) . . . . ?
C18 C17 C22 C21 54.4(6) . . . . ?
C18 C19 C20 C21 -58.2(6) . . . . ?
C19 C20 C21 C22 57.8(6) . . . . ?
C20 C21 C22 C17 -55.1(6) . . . . ?
C22 C17 C18 C19 -54.5(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
