# 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_ade558
_database_code_depnum_ccdc_archive 'CCDC 2205771'
loop_
_audit_author_name
_audit_author_address
'Prof Tilo Soehnel'
;The University of Auckland
New Zealand
;
_audit_update_record             
;
2022-09-07 deposited with the CCDC.	2023-01-04 downloaded from the CCDC.
;
_audit_creation_date             2022-09-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H53 N O5 Si2'
_chemical_formula_sum            'C32 H53 N O5 Si2'
_chemical_formula_weight         587.93
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C32H53NO5Si2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.01200(10)
_cell_length_b                   11.4236(2)
_cell_length_c                   18.6445(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.794(2)
_cell_angle_gamma                90
_cell_volume                     1670.43(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11727
_cell_measurement_temperature    104.3(8)
_cell_measurement_theta_max      74.0120
_cell_measurement_theta_min      4.5570
_shelx_estimated_absorpt_T_max   0.906
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    1.262
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21914
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         5.641
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      104.3(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  31.00   0.50    0.60    --   47.48 -68.00 104.00   70
  2  ω     33.00  59.00   0.50    2.00    --  101.53 -68.00 104.00   52
  3  ω    100.00 125.00   0.50    2.00    --  101.53 -68.00 104.00   50
  4  ω     88.00 123.00   0.50    2.00    --  101.53 -77.00   0.00   70
  5  ω     78.00 127.00   0.50    2.00    --  101.53 -77.00 -60.00   98
  6  ω     82.00 152.00   0.50    2.00    --  101.53  30.00-150.00  140
  7  ω    122.00 170.00   0.50    2.00    --  101.53  61.00 -90.00   96
  8  ω    138.00 164.00   0.50    2.00    --  101.53  77.00 -30.00   52
  9  ω    143.00 169.00   0.50    2.00    --  101.53  77.00  30.00   52
 10  ω    107.00 133.00   0.50    2.00    --  101.53  61.00  30.00   52
 11  ω     76.00 140.00   0.50    2.00    --  101.53  77.00  30.00  128
 12  ω     84.00 110.00   0.50    2.00    --  101.53  61.00 -90.00   52
 13  ω     79.00 124.00   0.50    2.00    --  101.53  77.00 -30.00   90
 14  ω    104.00 176.00   0.50    2.00    --  101.53 111.00 -90.00  144
 15  ω     83.00 176.00   0.50    2.00    --  101.53  30.00-180.00  186
 16  ω     78.00 131.00   0.50    2.00    --  101.53  68.00-122.00  106
 17  ω     58.00 106.00   0.50    0.60    --   47.48  68.00-122.00   96
 18  ω     26.00  73.00   0.50    2.00    --  101.53 -77.00   0.00   94
 19  ω     26.00  51.00   0.50    2.00    --  101.53 -77.00 -60.00   50
 20  ω     26.00  92.00   0.50    2.00    --  101.53 -95.00-150.00  132
 21  ω     23.00  81.00   0.50    2.00    --  101.53 -95.00-180.00  116
 22  ω    -70.00  23.00   0.50    0.60    --  -47.48  68.00-122.00  186
 23  ω    -72.00 -34.00   0.50    2.00    --  -90.25  68.00-122.00   76
 24  ω    -85.00 -11.00   0.50    2.00    --  -90.25 111.00   0.00  148
 25  ω    -87.00 -11.00   0.50    2.00    --  -90.25 111.00  30.00  152
 26  ω   -106.00 -42.00   0.50    2.00    --  -90.25  77.00 -30.00  128
 27  ω   -128.00 -25.00   0.50    0.60    --  -47.48 -19.00 -60.00  206
 28  ω    -80.00 -42.00   0.50    0.60    --  -47.48 -57.00  60.00   76
 29  ω    -72.00 -47.00   0.50    0.60    --  -47.48 -68.00 104.00   50
 30  ω   -102.00 -75.00   0.50    0.60    --  -47.48-125.00  60.00   54
 31  ω   -122.00 -70.00   0.50    2.00    --  -90.25 -45.00 -30.00  104
 32  ω   -135.00 -69.00   0.50    2.00    --  -90.25 -45.00 -60.00  132
 33  ω   -121.00 -71.00   0.50    0.60    --  -47.48-125.00-180.00  100
 34  ω   -158.00-133.00   0.50    2.00    --  -90.25 -45.00 -30.00   50
 35  ω   -161.00 -88.00   0.50    2.00    --  -90.25 -30.00   0.00  146
 36  ω   -134.00 -80.00   0.50    2.00    --  -90.25 -68.00 104.00  108
 37  ω   -145.00-110.00   0.50    2.00    --  -90.25 -95.00  60.00   70
 38  ω   -158.00-103.00   0.50    2.00    --  -90.25 -45.00 120.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1163535000
_diffrn_orient_matrix_UB_12      -0.1026721000
_diffrn_orient_matrix_UB_13      0.0115775000
_diffrn_orient_matrix_UB_21      -0.1037780000
_diffrn_orient_matrix_UB_22      0.0161452000
_diffrn_orient_matrix_UB_23      -0.0785711000
_diffrn_orient_matrix_UB_31      0.1195368000
_diffrn_orient_matrix_UB_32      -0.0859440000
_diffrn_orient_matrix_UB_33      -0.0285546000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.897
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5759
_reflns_number_total             6128
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 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    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         6128
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+0.2629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0747
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.90(3)
 0.10(3)
2. 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
3.a Ternary CH refined with riding coordinates:
 C12(H12)
3.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C13(H13A,H13B), C21(H21A,H21B), C22(H22A,H22B),
 C23(H23A,H23B), C24(H24A,H24B), C27(H27A,H27B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
3.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C7(H7A,
 H7B,H7C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.6235(3) 1.0322(2) 0.16007(15) 0.0206(6) Uani 1 1 d . . . . .
C2 C 0.6414(4) 1.1195(3) 0.22380(16) 0.0259(6) Uani 1 1 d . . . . .
H2A H 0.697913 1.190640 0.211580 0.039 Uiso 1 1 calc R U . . .
H2B H 0.709569 1.084129 0.268143 0.039 Uiso 1 1 calc R U . . .
H2C H 0.528056 1.139318 0.232347 0.039 Uiso 1 1 calc R U . . .
C3 C 0.8017(4) 0.9970(3) 0.14829(17) 0.0281(6) Uani 1 1 d . . . . .
H3A H 0.864586 1.067283 0.139399 0.042 Uiso 1 1 calc R U . . .
H3B H 0.789739 0.944566 0.105939 0.042 Uiso 1 1 calc R U . . .
H3C H 0.864064 0.956712 0.192058 0.042 Uiso 1 1 calc R U . . .
C4 C 0.5259(4) 1.0907(3) 0.08948(17) 0.0280(6) Uani 1 1 d . . . . .
H4A H 0.412565 1.114539 0.096210 0.042 Uiso 1 1 calc R U . . .
H4B H 0.513936 1.035084 0.048730 0.042 Uiso 1 1 calc R U . . .
H4C H 0.588915 1.159727 0.078564 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5153(4) 0.7822(3) 0.10954(16) 0.0277(6) Uani 1 1 d . . . . .
H6A H 0.632924 0.754693 0.114596 0.042 Uiso 1 1 calc R U . . .
H6B H 0.476089 0.815657 0.060573 0.042 Uiso 1 1 calc R U . . .
H6C H 0.441674 0.716391 0.116362 0.042 Uiso 1 1 calc R U . . .
C7 C 0.2819(3) 0.9298(3) 0.18579(15) 0.0230(6) Uani 1 1 d . . . . .
H7A H 0.226009 0.858068 0.197572 0.034 Uiso 1 1 calc R U . . .
H7B H 0.220890 0.960471 0.138589 0.034 Uiso 1 1 calc R U . . .
H7C H 0.280590 0.988300 0.224120 0.034 Uiso 1 1 calc R U . . .
C8 C 0.7047(3) 0.6372(2) 0.41482(14) 0.0155(5) Uani 1 1 d . . . . .
H8A H 0.610406 0.654807 0.440114 0.019 Uiso 1 1 calc R U . . .
H8B H 0.808955 0.622968 0.452653 0.019 Uiso 1 1 calc R U . . .
C9 C 0.7336(3) 0.7423(2) 0.36796(14) 0.0182(5) Uani 1 1 d . . . . .
H9A H 0.732612 0.814847 0.396879 0.022 Uiso 1 1 calc R U . . .
H9B H 0.847402 0.735373 0.355349 0.022 Uiso 1 1 calc R U . . .
C10 C 0.6014(3) 0.7514(2) 0.29903(15) 0.0182(5) Uani 1 1 d . . . . .
C11 C 0.4876(3) 0.6680(2) 0.27693(14) 0.0179(5) Uani 1 1 d . . . . .
H11 H 0.402559 0.682095 0.234226 0.021 Uiso 1 1 calc R U . . .
C12 C 0.4850(3) 0.5519(2) 0.31550(13) 0.0147(5) Uani 1 1 d . . . . .
H12 H 0.396511 0.556602 0.346244 0.018 Uiso 1 1 calc R U . . .
C13 C 0.4322(3) 0.4552(2) 0.25874(15) 0.0197(6) Uani 1 1 d . . . . .
H13A H 0.516930 0.448732 0.227039 0.024 Uiso 1 1 calc R U . . .
H13B H 0.427232 0.379172 0.283733 0.024 Uiso 1 1 calc R U . . .
C14 C 0.1320(4) 0.2602(3) 0.16312(18) 0.0307(7) Uani 1 1 d . . . . .
H14A H 0.231790 0.221980 0.193193 0.046 Uiso 1 1 calc R U . . .
H14B H 0.093205 0.214852 0.118172 0.046 Uiso 1 1 calc R U . . .
H14C H 0.040312 0.264402 0.190667 0.046 Uiso 1 1 calc R U . . .
C15 C 0.3532(3) 0.4032(3) 0.08071(15) 0.0293(6) Uani 1 1 d . . . . .
H15A H 0.390246 0.482669 0.071712 0.044 Uiso 1 1 calc R U . . .
H15B H 0.303621 0.365801 0.033900 0.044 Uiso 1 1 calc R U . . .
H15C H 0.451497 0.357532 0.105815 0.044 Uiso 1 1 calc R U . . .
C16 C -0.0044(3) 0.4928(3) 0.09109(15) 0.0229(6) Uani 1 1 d . . . . .
C17 C 0.0458(5) 0.6107(4) 0.0635(2) 0.0478(9) Uani 1 1 d . . . . .
H17A H -0.055809 0.649594 0.035437 0.072 Uiso 1 1 calc R U . . .
H17B H 0.128432 0.598502 0.032098 0.072 Uiso 1 1 calc R U . . .
H17C H 0.097011 0.659746 0.105396 0.072 Uiso 1 1 calc R U . . .
C18 C -0.0945(4) 0.4201(4) 0.02485(18) 0.0476(10) Uani 1 1 d . . . . .
H18A H -0.119356 0.341708 0.041350 0.071 Uiso 1 1 calc R U . . .
H18B H -0.020210 0.413542 -0.010695 0.071 Uiso 1 1 calc R U . . .
H18C H -0.201257 0.458623 0.001767 0.071 Uiso 1 1 calc R U . . .
C19 C -0.1268(4) 0.5109(4) 0.14224(19) 0.0389(8) Uani 1 1 d . . . . .
H19A H -0.231347 0.548006 0.115425 0.058 Uiso 1 1 calc R U . . .
H19B H -0.073490 0.561267 0.183069 0.058 Uiso 1 1 calc R U . . .
H19C H -0.154721 0.434990 0.161316 0.058 Uiso 1 1 calc R U . . .
C20 C 0.6608(3) 0.5257(2) 0.36764(13) 0.0135(5) Uani 1 1 d . . . . .
C21 C 0.7957(3) 0.4972(2) 0.32104(14) 0.0172(5) Uani 1 1 d . . . . .
H21A H 0.772684 0.416964 0.301460 0.021 Uiso 1 1 calc R U . . .
H21B H 0.775956 0.551047 0.278529 0.021 Uiso 1 1 calc R U . . .
C22 C 0.9858(3) 0.5040(3) 0.35722(15) 0.0203(6) Uani 1 1 d . . . . .
H22A H 1.053653 0.503761 0.318399 0.024 Uiso 1 1 calc R U . . .
H22B H 1.007632 0.579159 0.383938 0.024 Uiso 1 1 calc R U . . .
C23 C 1.0467(3) 0.4042(3) 0.41030(14) 0.0214(5) Uani 1 1 d . . . . .
H23A H 1.037153 0.329577 0.382736 0.026 Uiso 1 1 calc R U . . .
H23B H 1.168452 0.416393 0.432804 0.026 Uiso 1 1 calc R U . . .
C24 C 0.9459(3) 0.3948(3) 0.47014(13) 0.0188(5) Uani 1 1 d . . . . .
H24A H 1.007796 0.343265 0.509402 0.023 Uiso 1 1 calc R U . . .
H24B H 0.937358 0.473316 0.491586 0.023 Uiso 1 1 calc R U . . .
C25 C 0.6309(3) 0.4227(2) 0.41686(13) 0.0144(5) Uani 1 1 d . . . . .
C26 C 0.7518(3) 0.2289(2) 0.45434(14) 0.0167(5) Uani 1 1 d . . . . .
C27 C 0.5775(3) 0.0639(2) 0.42746(16) 0.0203(6) Uani 1 1 d . . . . .
H27A H 0.607393 0.041895 0.479873 0.024 Uiso 1 1 calc R U . . .
H27B H 0.653429 0.020507 0.401069 0.024 Uiso 1 1 calc R U . . .
C28 C 0.3942(3) 0.0330(2) 0.39633(14) 0.0180(5) Uani 1 1 d . . . . .
C29 C 0.2683(3) 0.1161(2) 0.37325(15) 0.0221(6) Uani 1 1 d . . . . .
H29 H 0.296392 0.197021 0.375748 0.026 Uiso 1 1 calc R U . . .
C30 C 0.1014(4) 0.0811(3) 0.34657(16) 0.0242(6) Uani 1 1 d . . . . .
H30 H 0.015881 0.138454 0.330882 0.029 Uiso 1 1 calc R U . . .
C31 C 0.0581(4) -0.0360(3) 0.34252(15) 0.0223(6) Uani 1 1 d . . . . .
H31 H -0.056513 -0.059186 0.324129 0.027 Uiso 1 1 calc R U . . .
C32 C 0.1833(3) -0.1194(2) 0.36553(14) 0.0221(6) Uani 1 1 d . . . . .
H32 H 0.154690 -0.200248 0.362874 0.027 Uiso 1 1 calc R U . . .
C33 C 0.3499(3) -0.0850(3) 0.39234(13) 0.0202(5) Uani 1 1 d . . . . .
H33 H 0.435109 -0.142495 0.408207 0.024 Uiso 1 1 calc R U . . .
O1 O 0.6142(2) 0.85447(16) 0.26253(10) 0.0223(4) Uani 1 1 d . . . . .
O2 O 0.2675(2) 0.48296(17) 0.21502(10) 0.0196(4) Uani 1 1 d . . . . .
O3 O 0.49361(19) 0.40470(18) 0.43186(9) 0.0177(3) Uani 1 1 d . . . . .
O4 O 0.8633(2) 0.16753(17) 0.48853(11) 0.0254(4) Uani 1 1 d . . . . .
O5 O 0.6001(2) 0.18826(16) 0.41961(10) 0.0195(4) Uani 1 1 d . . . . .
Si1 Si 0.50587(8) 0.89675(6) 0.18030(4) 0.01770(15) Uani 1 1 d . . . . .
Si2 Si 0.19022(8) 0.41008(7) 0.13914(3) 0.01708(15) Uani 1 1 d . . . . .
N N 0.7712(3) 0.34752(18) 0.44351(12) 0.0152(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.535(4) . ?
C1 C3 1.542(4) . ?
C1 C4 1.539(4) . ?
C1 Si1 1.889(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 Si1 1.870(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 Si1 1.857(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.530(4) . ?
C8 C20 1.546(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.493(4) . ?
C10 C11 1.324(4) . ?
C10 O1 1.374(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.511(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.529(4) . ?
C12 C20 1.568(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 O2 1.438(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 Si2 1.853(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 Si2 1.866(3) . ?
C16 C17 1.524(5) . ?
C16 C18 1.541(4) . ?
C16 C19 1.515(4) . ?
C16 Si2 1.886(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.553(3) . ?
C20 C25 1.541(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.537(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.523(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.509(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 N 1.488(3) . ?
C25 O3 1.207(3) . ?
C25 N 1.421(3) . ?
C26 O4 1.209(3) . ?
C26 O5 1.338(3) . ?
C26 N 1.384(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.507(4) . ?
C27 O5 1.443(3) . ?
C28 C29 1.388(4) . ?
C28 C33 1.392(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.387(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.384(4) . ?
C33 H33 0.9500 . ?
O1 Si1 1.6712(19) . ?
O2 Si2 1.6492(18) . ?

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
C2 C1 C3 109.7(2) . . ?
C2 C1 C4 109.3(2) . . ?
C2 C1 Si1 110.41(19) . . ?
C3 C1 Si1 109.2(2) . . ?
C4 C1 C3 108.4(2) . . ?
C4 C1 Si1 109.82(19) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Si1 C6 H6A 109.5 . . ?
Si1 C6 H6B 109.5 . . ?
Si1 C6 H6C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C9 C8 C20 111.4(2) . . ?
C20 C8 H8A 109.4 . . ?
C20 C8 H8B 109.4 . . ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C8 112.5(2) . . ?
C10 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C11 C10 C9 122.7(2) . . ?
C11 C10 O1 125.3(2) . . ?
O1 C10 C9 112.0(2) . . ?
C10 C11 H11 118.0 . . ?
C10 C11 C12 124.0(2) . . ?
C12 C11 H11 118.0 . . ?
C11 C12 H12 107.9 . . ?
C11 C12 C13 109.5(2) . . ?
C11 C12 C20 111.4(2) . . ?
C13 C12 H12 107.9 . . ?
C13 C12 C20 112.2(2) . . ?
C20 C12 H12 107.9 . . ?
C12 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O2 C13 C12 109.0(2) . . ?
O2 C13 H13A 109.9 . . ?
O2 C13 H13B 109.9 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
C17 C16 C18 108.6(3) . . ?
C17 C16 Si2 110.7(2) . . ?
C18 C16 Si2 108.5(2) . . ?
C19 C16 C17 110.0(3) . . ?
C19 C16 C18 108.7(3) . . ?
C19 C16 Si2 110.4(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 C12 105.47(19) . . ?
C8 C20 C21 112.8(2) . . ?
C21 C20 C12 109.44(19) . . ?
C25 C20 C8 109.57(19) . . ?
C25 C20 C12 106.62(19) . . ?
C25 C20 C21 112.6(2) . . ?
C20 C21 H21A 107.6 . . ?
C20 C21 H21B 107.6 . . ?
H21A C21 H21B 107.0 . . ?
C22 C21 C20 119.0(2) . . ?
C22 C21 H21A 107.6 . . ?
C22 C21 H21B 107.6 . . ?
C21 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 C21 113.9(2) . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C22 C23 H23A 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 112.6(2) . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C23 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
N C24 C23 112.8(2) . . ?
N C24 H24A 109.0 . . ?
N C24 H24B 109.0 . . ?
O3 C25 C20 121.9(2) . . ?
O3 C25 N 120.6(2) . . ?
N C25 C20 117.5(2) . . ?
O4 C26 O5 123.7(2) . . ?
O4 C26 N 123.5(2) . . ?
O5 C26 N 112.8(2) . . ?
H27A C27 H27B 108.3 . . ?
C28 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
O5 C27 H27A 109.9 . . ?
O5 C27 H27B 109.9 . . ?
O5 C27 C28 108.9(2) . . ?
C29 C28 C27 123.3(2) . . ?
C29 C28 C33 119.0(2) . . ?
C33 C28 C27 117.7(2) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.0(3) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.3 . . ?
C30 C31 C32 119.4(3) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.0(3) . . ?
C33 C32 H32 120.0 . . ?
C28 C33 H33 119.6 . . ?
C32 C33 C28 120.8(2) . . ?
C32 C33 H33 119.6 . . ?
C10 O1 Si1 128.65(17) . . ?
C13 O2 Si2 120.99(16) . . ?
C26 O5 C27 114.35(19) . . ?
C6 Si1 C1 109.78(13) . . ?
C7 Si1 C1 111.82(12) . . ?
C7 Si1 C6 111.08(13) . . ?
O1 Si1 C1 103.48(11) . . ?
O1 Si1 C6 110.90(12) . . ?
O1 Si1 C7 109.55(11) . . ?
C14 Si2 C15 110.04(16) . . ?
C14 Si2 C16 110.70(14) . . ?
C15 Si2 C16 110.69(13) . . ?
O2 Si2 C14 109.17(13) . . ?
O2 Si2 C15 109.72(12) . . ?
O2 Si2 C16 106.45(12) . . ?
C25 N C24 121.3(2) . . ?
C26 N C24 115.7(2) . . ?
C26 N C25 122.6(2) . . ?

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
C2 C1 Si1 C6 -171.12(19) . . . . ?
C2 C1 Si1 C7 65.1(2) . . . . ?
C2 C1 Si1 O1 -52.7(2) . . . . ?
C3 C1 Si1 C6 -50.4(2) . . . . ?
C3 C1 Si1 C7 -174.18(19) . . . . ?
C3 C1 Si1 O1 68.0(2) . . . . ?
C4 C1 Si1 C6 68.3(2) . . . . ?
C4 C1 Si1 C7 -55.5(2) . . . . ?
C4 C1 Si1 O1 -173.28(19) . . . . ?
C8 C9 C10 C11 -9.0(4) . . . . ?
C8 C9 C10 O1 171.4(2) . . . . ?
C8 C20 C21 C22 45.1(3) . . . . ?
C8 C20 C25 O3 86.0(3) . . . . ?
C8 C20 C25 N -94.9(2) . . . . ?
C9 C8 C20 C12 -65.0(2) . . . . ?
C9 C8 C20 C21 54.4(3) . . . . ?
C9 C8 C20 C25 -179.38(19) . . . . ?
C9 C10 C11 C12 -4.1(4) . . . . ?
C9 C10 O1 Si1 173.99(19) . . . . ?
C10 C11 C12 C13 -143.0(3) . . . . ?
C10 C11 C12 C20 -18.3(4) . . . . ?
C10 O1 Si1 C1 -169.1(2) . . . . ?
C10 O1 Si1 C6 -51.4(3) . . . . ?
C10 O1 Si1 C7 71.5(2) . . . . ?
C11 C10 O1 Si1 -5.6(4) . . . . ?
C11 C12 C13 O2 -58.1(3) . . . . ?
C11 C12 C20 C8 50.3(3) . . . . ?
C11 C12 C20 C21 -71.2(3) . . . . ?
C11 C12 C20 C25 166.8(2) . . . . ?
C12 C13 O2 Si2 168.22(17) . . . . ?
C12 C20 C21 C22 162.2(2) . . . . ?
C12 C20 C25 O3 -27.7(3) . . . . ?
C12 C20 C25 N 151.4(2) . . . . ?
C13 C12 C20 C8 173.5(2) . . . . ?
C13 C12 C20 C21 51.9(3) . . . . ?
C13 C12 C20 C25 -70.1(2) . . . . ?
C13 O2 Si2 C14 71.1(2) . . . . ?
C13 O2 Si2 C15 -49.6(2) . . . . ?
C13 O2 Si2 C16 -169.4(2) . . . . ?
C17 C16 Si2 C14 -173.4(2) . . . . ?
C17 C16 Si2 C15 -51.1(3) . . . . ?
C17 C16 Si2 O2 68.0(3) . . . . ?
C18 C16 Si2 C14 -54.4(3) . . . . ?
C18 C16 Si2 C15 67.9(3) . . . . ?
C18 C16 Si2 O2 -172.9(2) . . . . ?
C19 C16 Si2 C14 64.6(3) . . . . ?
C19 C16 Si2 C15 -173.1(2) . . . . ?
C19 C16 Si2 O2 -53.9(3) . . . . ?
C20 C8 C9 C10 44.8(3) . . . . ?
C20 C12 C13 O2 177.7(2) . . . . ?
C20 C21 C22 C23 72.9(3) . . . . ?
C20 C25 N C24 41.3(3) . . . . ?
C20 C25 N C26 -146.3(2) . . . . ?
C21 C20 C25 O3 -147.7(2) . . . . ?
C21 C20 C25 N 31.4(3) . . . . ?
C21 C22 C23 C24 -56.4(3) . . . . ?
C22 C23 C24 N 73.0(3) . . . . ?
C23 C24 N C25 -90.1(3) . . . . ?
C23 C24 N C26 97.1(3) . . . . ?
C25 C20 C21 C22 -79.4(3) . . . . ?
C27 C28 C29 C30 -178.7(3) . . . . ?
C27 C28 C33 C32 178.9(2) . . . . ?
C28 C27 O5 C26 171.2(2) . . . . ?
C28 C29 C30 C31 0.0(4) . . . . ?
C29 C28 C33 C32 0.3(4) . . . . ?
C29 C30 C31 C32 0.0(4) . . . . ?
C30 C31 C32 C33 0.1(4) . . . . ?
C31 C32 C33 C28 -0.3(4) . . . . ?
C33 C28 C29 C30 -0.2(4) . . . . ?
O1 C10 C11 C12 175.4(2) . . . . ?
O3 C25 N C24 -139.6(2) . . . . ?
O3 C25 N C26 32.7(4) . . . . ?
O4 C26 O5 C27 1.3(4) . . . . ?
O4 C26 N C24 6.2(4) . . . . ?
O4 C26 N C25 -166.6(2) . . . . ?
O5 C26 N C24 -170.4(2) . . . . ?
O5 C26 N C25 16.9(3) . . . . ?
O5 C27 C28 C29 -7.5(4) . . . . ?
O5 C27 C28 C33 174.0(2) . . . . ?
N C26 O5 C27 177.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.907
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.90(3)
2 0.10(3)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
