# Electronic Supplementary Material (ESI) for ChemComm.
# 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_elu230007_fa
_database_code_depnum_ccdc_archive 'CCDC 2250196'
loop_
_audit_author_name
_audit_author_address
'Paul G. Waddell'
;School of Natural and Environmental Sciences, Newcastle University
United Kingdom
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-05-25 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H45 Li N4 Si'
_chemical_formula_sum            'C22 H45 Li N4 Si'
_chemical_formula_weight         400.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H45 Li1 N4 Si1'
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'
Li Li 0.0008 0.0003 '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'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8325(3)
_cell_length_b                   15.3730(5)
_cell_length_c                   17.1794(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.668(3)
_cell_angle_gamma                90
_cell_volume                     2591.43(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7735
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      76.8940
_cell_measurement_theta_min      3.8510
_shelx_estimated_absorpt_T_max   0.902
_shelx_estimated_absorpt_T_min   0.858
_exptl_absorpt_coefficient_mu    0.876
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.027
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0631
0 0 1 0.0531
0 -1 1 0.0649
0 1 -1 0.0739
0 1 0 0.0650
0 -1 0 0.0920
-1 -1 -1 0.0748
1 1 1 0.0488
-1 1 0 0.0579
-1 0 0 0.0597
-1 0 1 0.0564
-1 -1 1 0.0740
0 1 1 0.0752
0 -1 -1 0.0752
1 1 -2 0.0517
2 1 -1 0.0561
1 0 1 0.0609
-1 0 -1 0.0680

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 -0.0000 -1.0000 0.0708 -0.0346 0.0433
0.0000 0.0000 1.0000 -0.0708 0.0346 -0.0433
-0.0000 -1.0000 1.0000 -0.1030 0.0757 0.0422
0.0000 1.0000 -1.0000 0.1030 -0.0757 -0.0422
0.0000 1.0000 -0.0000 0.0322 -0.0410 -0.0854
-0.0000 -1.0000 0.0000 -0.0322 0.0410 0.0854
-1.0000 -1.0000 -1.0000 -0.0358 -0.1271 0.1647
1.0000 1.0000 1.0000 0.0358 0.1271 -0.1647
-1.0000 1.0000 -0.0000 -0.0423 -0.1745 -0.0495
-1.0000 0.0000 -0.0000 -0.0745 -0.1335 0.0360
-1.0000 0.0000 1.0000 -0.1453 -0.0989 -0.0073
-1.0000 -1.0000 1.0000 -0.1775 -0.0579 0.0781
0.0000 1.0000 1.0000 -0.0386 -0.0064 -0.1287
-0.0000 -1.0000 -1.0000 0.0386 0.0064 0.1287
1.0000 1.0000 -2.0000 0.2483 0.0232 -0.0348
2.0000 1.0000 -1.0000 0.2520 0.1914 -0.1141
1.0000 0.0000 1.0000 0.0037 0.1681 -0.0792
-1.0000 -0.0000 -1.0000 -0.0037 -0.1681 0.0792

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17608
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.453
_diffrn_reflns_theta_min         3.862
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00  -1.00   0.50    2.21    --   48.76 -41.00-128.00   58
  2  ω     49.00 125.00   0.50    2.21    --   48.76  41.00  23.00  152
  3  ω    -24.00  25.00   0.50    2.21    --  -49.76  41.00  23.00   98
  4  ω    -81.00 -50.00   0.50    2.21    --  -49.76 -41.00-128.00   62
  5  ω   -131.00 -79.00   0.50    2.21    --  -92.01 -41.00-128.00  104
  6  ω    -38.00 -13.00   0.50    2.21    --  -92.01  41.00  23.00   50
  7  ω   -169.00-137.00   0.50    2.21    --  -92.01 -41.00-128.00   64
  8  ω    103.00 128.00   0.50    2.21    --   96.11  41.00  23.00   50
  9  ω     19.00  46.00   0.50    2.21    --   96.11 -41.00-128.00   54
 10  ω    -30.00  26.00   0.50    2.21    --   48.76 -19.00  60.00  112
 11  ω    -47.00 -14.00   0.50    2.21    --  -92.01  45.00-180.00   66
 12  ω   -105.00 -38.00   0.50    2.21    --  -92.01  77.00   0.00  134
 13  ω    -42.00 -16.00   0.50    2.21    --  -92.01  45.00 150.00   52
 14  ω    -48.00 -17.00   0.50    2.21    --  -92.01  45.00-120.00   62
 15  ω    -44.00 -14.00   0.50    2.21    --  -92.01  45.00-150.00   60
 16  ω    -50.00 -15.00   0.50    2.21    --  -92.01  45.00 120.00   70
 17  ω     25.00  57.00   0.50    2.21    --   96.11 -61.00 150.00   64
 18  ω     18.00  43.00   0.50    2.21    --   96.11 -45.00 -90.00   50
 19  ω     37.00  68.00   0.50    2.21    --   96.11 -61.00  90.00   62
 20  ω     18.00  43.00   0.50    2.21    --   96.11 -45.00-180.00   50
 21  ω     18.00  43.00   0.50    2.21    --   96.11 -45.00 -60.00   50
 22  ω     38.00 105.00   0.50    2.21    --  108.00-125.00 120.00  134
 23  ω     41.00  67.00   0.50    2.21    --  108.00 -61.00 -30.00   52
 24  ω     42.00  87.00   0.50    2.21    --  108.00 -95.00 -90.00   90
 25  ω     71.00  96.00   0.50    2.21    --  108.00 -77.00  60.00   50
 26  ω    111.00 136.00   0.50    2.21    --  108.00  41.00  23.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0744795000
_diffrn_orient_matrix_UB_12      0.0321777000
_diffrn_orient_matrix_UB_13      -0.0708201000
_diffrn_orient_matrix_UB_21      0.1335194000
_diffrn_orient_matrix_UB_22      -0.0410288000
_diffrn_orient_matrix_UB_23      0.0346282000
_diffrn_orient_matrix_UB_31      -0.0359684000
_diffrn_orient_matrix_UB_32      -0.0854405000
_diffrn_orient_matrix_UB_33      -0.0432801000
_diffrn_oxdiff_digest_frames     
;
013eac779ebb8cef311c23ecbd64b9fbd7019002b4b
;
_diffrn_oxdiff_digest_hkl        
;
012a17e329026f08c289040b9743f9f3a64c36
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4337
_reflns_number_total             5136
_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       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00041(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         5136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0398
_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)+(0.0550P)²+0.7164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1117
_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 Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C22(H22A,H22B,H22C)
;
_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
Si1 Si 0.25470(4) 0.12447(3) 0.48314(2) 0.03023(12) Uani 1 1 d . . . . .
N1 N 0.11566(12) 0.27361(8) 0.25719(7) 0.0330(3) Uani 1 1 d . . . . .
N2 N 0.19168(13) 0.42505(8) 0.35551(7) 0.0358(3) Uani 1 1 d . . . . .
N3 N 0.41070(12) 0.28289(8) 0.25778(7) 0.0355(3) Uani 1 1 d . . . . .
N4 N -0.11608(13) 0.08143(9) 0.20745(7) 0.0407(3) Uani 1 1 d . . . . .
C1 C 0.02201(16) 0.34720(11) 0.26869(10) 0.0425(4) Uani 1 1 d . . . . .
H1A H -0.035326 0.333371 0.312366 0.051 Uiso 1 1 calc R U . . .
H1B H -0.039086 0.354513 0.221064 0.051 Uiso 1 1 calc R U . . .
C2 C 0.09614(18) 0.43142(11) 0.28605(9) 0.0443(4) Uani 1 1 d . . . . .
H2A H 0.147195 0.447997 0.240477 0.053 Uiso 1 1 calc R U . . .
H2B H 0.028782 0.477812 0.294402 0.053 Uiso 1 1 calc R U . . .
C3 C 0.18418(16) 0.27751(11) 0.18285(8) 0.0405(4) Uani 1 1 d . . . . .
H3A H 0.127531 0.312620 0.144901 0.049 Uiso 1 1 calc R U . . .
H3B H 0.189903 0.217909 0.161475 0.049 Uiso 1 1 calc R U . . .
C4 C 0.32616(17) 0.31611(12) 0.19072(9) 0.0441(4) Uani 1 1 d . . . . .
H4A H 0.372605 0.303718 0.142477 0.053 Uiso 1 1 calc R U . . .
H4B H 0.318484 0.380062 0.195573 0.053 Uiso 1 1 calc R U . . .
C5 C 0.04329(15) 0.19074(10) 0.26541(8) 0.0365(3) Uani 1 1 d . . . . .
H5A H 0.007717 0.189054 0.318012 0.044 Uiso 1 1 calc R U . . .
H5B H 0.110242 0.142908 0.262724 0.044 Uiso 1 1 calc R U . . .
C6 C -0.07532(16) 0.17243(11) 0.20533(9) 0.0420(4) Uani 1 1 d . . . . .
H6A H -0.153820 0.209755 0.216426 0.050 Uiso 1 1 calc R U . . .
H6B H -0.047532 0.187001 0.152509 0.050 Uiso 1 1 calc R U . . .
C7 C 0.11856(18) 0.43150(11) 0.42703(9) 0.0444(4) Uani 1 1 d . . . . .
H7A H 0.069899 0.487110 0.427607 0.067 Uiso 1 1 calc R U . . .
H7B H 0.183807 0.428126 0.472506 0.067 Uiso 1 1 calc R U . . .
H7C H 0.053092 0.383584 0.428799 0.067 Uiso 1 1 calc R U . . .
C8 C 0.2915(2) 0.49642(11) 0.35444(11) 0.0524(4) Uani 1 1 d . . . . .
H8A H 0.338920 0.493796 0.306023 0.079 Uiso 1 1 calc R U . . .
H8B H 0.357865 0.490634 0.399197 0.079 Uiso 1 1 calc R U . . .
H8C H 0.244190 0.552310 0.357404 0.079 Uiso 1 1 calc R U . . .
C9 C 0.54024(17) 0.32995(13) 0.26605(10) 0.0513(4) Uani 1 1 d . . . . .
H9A H 0.591272 0.320222 0.219661 0.077 Uiso 1 1 calc R U . . .
H9B H 0.593700 0.308850 0.312336 0.077 Uiso 1 1 calc R U . . .
H9C H 0.522466 0.392287 0.271681 0.077 Uiso 1 1 calc R U . . .
C10 C 0.43796(19) 0.18978(12) 0.24930(10) 0.0488(4) Uani 1 1 d . . . . .
H10A H 0.352210 0.157344 0.249705 0.073 Uiso 1 1 calc R U . . .
H10B H 0.500110 0.170216 0.292655 0.073 Uiso 1 1 calc R U . . .
H10C H 0.479812 0.179506 0.199856 0.073 Uiso 1 1 calc R U . . .
C11 C -0.17779(19) 0.05933(13) 0.27934(10) 0.0514(4) Uani 1 1 d . . . . .
H11A H -0.109203 0.063574 0.323141 0.077 Uiso 1 1 calc R U . . .
H11B H -0.213225 -0.000218 0.275868 0.077 Uiso 1 1 calc R U . . .
H11C H -0.252641 0.099723 0.287569 0.077 Uiso 1 1 calc R U . . .
C12 C -0.2114(2) 0.06171(15) 0.14158(10) 0.0601(5) Uani 1 1 d . . . . .
H12A H -0.293631 0.097231 0.144766 0.090 Uiso 1 1 calc R U . . .
H12B H -0.235978 -0.000039 0.142757 0.090 Uiso 1 1 calc R U . . .
H12C H -0.168867 0.074641 0.092846 0.090 Uiso 1 1 calc R U . . .
C13 C 0.32538(14) 0.23059(9) 0.46249(8) 0.0318(3) Uani 1 1 d . . . . .
H13 H 0.2701(17) 0.2746(11) 0.4815(10) 0.038 Uiso 1 1 d . U . . .
C14 C 0.46901(15) 0.24880(9) 0.46571(7) 0.0309(3) Uani 1 1 d . . . . .
C15 C 0.56882(14) 0.18346(10) 0.45627(8) 0.0336(3) Uani 1 1 d . . . . .
H15 H 0.539329 0.125196 0.447696 0.040 Uiso 1 1 calc R U . . .
C16 C 0.70703(16) 0.20095(12) 0.45902(9) 0.0436(4) Uani 1 1 d . . . . .
H16 H 0.769397 0.154589 0.453045 0.052 Uiso 1 1 calc R U . . .
C17 C 0.75607(18) 0.28430(13) 0.47026(10) 0.0523(5) Uani 1 1 d . . . . .
H17 H 0.851027 0.296147 0.471748 0.063 Uiso 1 1 calc R U . . .
C18 C 0.6627(2) 0.35004(12) 0.47930(10) 0.0535(5) Uani 1 1 d . . . . .
H18 H 0.694260 0.408006 0.486902 0.064 Uiso 1 1 calc R U . . .
C19 C 0.52427(18) 0.33351(10) 0.47754(9) 0.0425(4) Uani 1 1 d . . . . .
H19 H 0.463766 0.380651 0.484519 0.051 Uiso 1 1 calc R U . . .
C20 C 0.26758(16) 0.03986(10) 0.40470(9) 0.0394(3) Uani 1 1 d . . . . .
H20A H 0.212436 0.057819 0.357914 0.059 Uiso 1 1 calc R U . . .
H20B H 0.234068 -0.015989 0.423226 0.059 Uiso 1 1 calc R U . . .
H20C H 0.362926 0.033713 0.392131 0.059 Uiso 1 1 calc R U . . .
C21 C 0.06908(17) 0.13789(15) 0.49957(11) 0.0560(5) Uani 1 1 d . . . . .
H21A H 0.058695 0.178590 0.542694 0.084 Uiso 1 1 calc R U . . .
H21B H 0.030280 0.081384 0.512534 0.084 Uiso 1 1 calc R U . . .
H21C H 0.021285 0.160690 0.452080 0.084 Uiso 1 1 calc R U . . .
C22 C 0.33449(18) 0.07209(11) 0.57399(9) 0.0438(4) Uani 1 1 d . . . . .
H22A H 0.433782 0.071233 0.571519 0.066 Uiso 1 1 calc R U . . .
H22B H 0.300726 0.012374 0.577957 0.066 Uiso 1 1 calc R U . . .
H22C H 0.310503 0.105378 0.619789 0.066 Uiso 1 1 calc R U . . .
Li1 Li 0.2784(2) 0.29383(16) 0.34778(13) 0.0320(5) 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
Si1 C13 1.8170(15) . ?
Si1 C20 1.8830(15) . ?
Si1 C21 1.8760(17) . ?
Si1 C22 1.8823(16) . ?
N1 C1 1.4799(19) . ?
N1 C3 1.4829(19) . ?
N1 C5 1.4703(19) . ?
N1 Li1 2.182(3) . ?
N2 C2 1.474(2) . ?
N2 C7 1.4662(19) . ?
N2 C8 1.473(2) . ?
N2 Li1 2.197(3) . ?
N3 C4 1.469(2) . ?
N3 C9 1.464(2) . ?
N3 C10 1.465(2) . ?
N3 Li1 2.090(3) . ?
N4 C6 1.456(2) . ?
N4 C11 1.451(2) . ?
N4 C12 1.454(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.506(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.515(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 Li1 2.789(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.533(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.940(17) . ?
C13 C14 1.437(2) . ?
C13 Li1 2.219(3) . ?
C14 C15 1.421(2) . ?
C14 C19 1.421(2) . ?
C14 Li1 2.759(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(3) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Li1 H13 2.322(17) . ?

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
C13 Si1 C20 115.87(7) . . ?
C13 Si1 C21 108.58(8) . . ?
C13 Si1 C22 113.68(7) . . ?
C21 Si1 C20 107.11(8) . . ?
C21 Si1 C22 106.27(8) . . ?
C22 Si1 C20 104.73(7) . . ?
C1 N1 C3 113.88(12) . . ?
C1 N1 Li1 103.30(11) . . ?
C3 N1 Li1 104.82(11) . . ?
C5 N1 C1 109.91(12) . . ?
C5 N1 C3 111.54(12) . . ?
C5 N1 Li1 113.10(10) . . ?
C2 N2 Li1 103.99(11) . . ?
C7 N2 C2 110.65(12) . . ?
C7 N2 C8 108.84(13) . . ?
C7 N2 Li1 109.01(11) . . ?
C8 N2 C2 109.34(13) . . ?
C8 N2 Li1 114.94(12) . . ?
C4 N3 Li1 101.80(11) . . ?
C9 N3 C4 110.46(13) . . ?
C9 N3 C10 109.20(14) . . ?
C9 N3 Li1 117.87(12) . . ?
C10 N3 C4 111.08(13) . . ?
C10 N3 Li1 106.18(12) . . ?
C11 N4 C6 112.14(13) . . ?
C11 N4 C12 109.25(13) . . ?
C12 N4 C6 110.21(14) . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.72(13) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N2 C2 C1 112.24(12) . . ?
N2 C2 H2A 109.2 . . ?
N2 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N1 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
N1 C3 C4 113.94(12) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
N3 C4 C3 113.95(13) . . ?
N3 C4 H4A 108.8 . . ?
N3 C4 H4B 108.8 . . ?
N3 C4 Li1 47.18(8) . . ?
C3 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C3 C4 Li1 80.03(10) . . ?
H4A C4 H4B 107.7 . . ?
Li1 C4 H4A 154.3 . . ?
Li1 C4 H4B 91.3 . . ?
N1 C5 H5A 108.2 . . ?
N1 C5 H5B 108.2 . . ?
N1 C5 C6 116.51(12) . . ?
H5A C5 H5B 107.3 . . ?
C6 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
N4 C6 C5 110.99(13) . . ?
N4 C6 H6A 109.4 . . ?
N4 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C11 H11A 109.5 . . ?
N4 C11 H11B 109.5 . . ?
N4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13 110.0(10) . . ?
Si1 C13 Li1 120.40(10) . . ?
C14 C13 Si1 123.67(10) . . ?
C14 C13 H13 115.8(10) . . ?
C14 C13 Li1 95.58(11) . . ?
Li1 C13 H13 84.3(10) . . ?
C13 C14 Li1 53.19(8) . . ?
C15 C14 C13 122.82(13) . . ?
C15 C14 Li1 122.37(10) . . ?
C19 C14 C13 123.36(14) . . ?
C19 C14 C15 113.81(14) . . ?
C19 C14 Li1 96.36(11) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 C14 122.89(15) . . ?
C16 C15 H15 118.6 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.31(17) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 121.1 . . ?
C16 C17 C18 117.83(16) . . ?
C18 C17 H17 121.1 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.58(16) . . ?
C19 C18 H18 119.2 . . ?
C14 C19 H19 118.7 . . ?
C18 C19 C14 122.57(16) . . ?
C18 C19 H19 118.7 . . ?
Si1 C20 H20A 109.5 . . ?
Si1 C20 H20B 109.5 . . ?
Si1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si1 C21 H21A 109.5 . . ?
Si1 C21 H21B 109.5 . . ?
Si1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 Li1 N2 84.51(9) . . ?
N1 Li1 C4 59.25(7) . . ?
N1 Li1 C13 132.26(13) . . ?
N1 Li1 H13 128.1(4) . . ?
N1 Li1 C14 157.05(12) . . ?
N2 Li1 C4 92.05(9) . . ?
N2 Li1 C13 114.08(11) . . ?
N2 Li1 H13 91.1(4) . . ?
N2 Li1 C14 115.72(10) . . ?
N3 Li1 N1 85.63(9) . . ?
N3 Li1 N2 112.38(12) . . ?
N3 Li1 C4 31.02(6) . . ?
N3 Li1 C13 121.16(12) . . ?
N3 Li1 H13 141.7(4) . . ?
N3 Li1 C14 95.57(9) . . ?
C4 Li1 H13 172.3(4) . . ?
C13 Li1 C4 150.96(11) . . ?
C13 Li1 H13 23.7(4) . . ?
C13 Li1 C14 31.23(6) . . ?
C14 Li1 C4 126.34(10) . . ?
C14 Li1 H13 46.1(4) . . ?

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
Si1 C13 C14 C15 24.29(19) . . . . ?
Si1 C13 C14 C19 -156.55(12) . . . . ?
Si1 C13 C14 Li1 132.54(14) . . . . ?
N1 C1 C2 N2 -57.51(18) . . . . ?
N1 C3 C4 N3 45.2(2) . . . . ?
N1 C3 C4 Li1 11.58(13) . . . . ?
N1 C5 C6 N4 165.93(12) . . . . ?
C1 N1 C3 C4 97.01(16) . . . . ?
C1 N1 C5 C6 63.55(16) . . . . ?
C3 N1 C1 C2 -71.94(16) . . . . ?
C3 N1 C5 C6 -63.74(17) . . . . ?
C5 N1 C1 C2 162.09(12) . . . . ?
C5 N1 C3 C4 -137.89(14) . . . . ?
C7 N2 C2 C1 -78.92(16) . . . . ?
C8 N2 C2 C1 161.21(14) . . . . ?
C9 N3 C4 C3 -173.94(14) . . . . ?
C9 N3 C4 Li1 -125.99(15) . . . . ?
C10 N3 C4 C3 64.73(18) . . . . ?
C10 N3 C4 Li1 112.68(15) . . . . ?
C11 N4 C6 C5 68.03(17) . . . . ?
C12 N4 C6 C5 -170.03(13) . . . . ?
C13 C14 C15 C16 179.71(14) . . . . ?
C13 C14 C19 C18 -178.99(14) . . . . ?
C14 C15 C16 C17 -0.9(2) . . . . ?
C15 C14 C19 C18 0.2(2) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C19 0.3(3) . . . . ?
C17 C18 C19 C14 -0.6(3) . . . . ?
C19 C14 C15 C16 0.5(2) . . . . ?
C20 Si1 C13 C14 -75.24(13) . . . . ?
C20 Si1 C13 Li1 46.52(12) . . . . ?
C21 Si1 C13 C14 164.23(12) . . . . ?
C21 Si1 C13 Li1 -74.02(12) . . . . ?
C22 Si1 C13 C14 46.18(14) . . . . ?
C22 Si1 C13 Li1 167.94(10) . . . . ?
Li1 N1 C1 C2 41.14(15) . . . . ?
Li1 N1 C3 C4 -15.16(17) . . . . ?
Li1 N1 C5 C6 178.41(12) . . . . ?
Li1 N2 C2 C1 37.99(16) . . . . ?
Li1 N3 C4 C3 -47.95(16) . . . . ?
Li1 C13 C14 C15 -108.24(14) . . . . ?
Li1 C13 C14 C19 70.91(15) . . . . ?
Li1 C14 C15 C16 115.52(15) . . . . ?
Li1 C14 C19 C18 -129.42(15) . . . . ?

_shelx_SHELXL_version_number     2019/1
_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 1.378
_oxdiff_exptl_absorpt_empirical_full_min 0.643
####################################################################### 
# 
# 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_elu230010
_database_code_depnum_ccdc_archive 'CCDC 2250197'
loop_
_audit_author_name
_audit_author_address
'Paul G. Waddell'
;School of Natural and Environmental Sciences, Newcastle University
United Kingdom
;
_audit_update_record             
;
2023-03-20 deposited with the CCDC.	2023-05-25 downloaded from the CCDC.
;
_audit_creation_date             2023-03-13
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H45 N4 Na Si'
_chemical_formula_sum            'C22 H45 N4 Na Si'
_chemical_formula_weight         416.70
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H45 Na1 N4 Si1'
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'
Na Na 0.1353 0.1239 '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           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                   14.0881(6)
_cell_length_b                   9.6060(4)
_cell_length_c                   20.0799(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.389(4)
_cell_angle_gamma                90
_cell_volume                     2654.14(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9889
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      78.2940
_cell_measurement_theta_min      3.1950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.026
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18205
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.919
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.352
_diffrn_reflns_theta_min         3.212
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     56.00  81.00   0.50    5.04    --   49.01  40.00 -75.00   50
  2  ω    -30.00  10.00   0.50    5.04    --   49.01 -40.00 130.00   80
  3  ω   -123.00 -48.00   0.50    5.04    --  -49.76 -40.00 130.00  150
  4  ω    -22.00  29.00   0.50    5.04    --  -49.76  40.00 -75.00  102
  5  ω   -168.00 -75.00   0.50    5.04    --  -92.01 -40.00 130.00  186
  6  ω    -45.00 -14.00   0.50    5.04    --  -92.01  40.00 -75.00   62
  7  ω    103.00 128.00   0.50    5.04    --   96.11  40.00 -75.00   50
  8  ω     18.00  43.00   0.50    5.04    --   96.11 -40.00 130.00   50
  9  ω    135.00 160.00   0.50    5.04    --  108.00  40.00 -75.00   50
 10  ω    -30.00  21.00   0.50    5.04    --   49.01 -19.00 -30.00  102
 11  ω   -128.00 -68.00   0.50    5.04    --  -92.01 -77.00  30.00  120
 12  ω    -51.00 -21.00   0.50    5.04    --  -92.01  45.00  30.00   60
 13  ω    -51.00 -16.00   0.50    5.04    --  -92.01  45.00  90.00   70
 14  ω    -47.00 -16.00   0.50    5.04    --  -92.01  45.00-120.00   62
 15  ω    -46.00 -14.00   0.50    5.04    --  -92.01  45.00 120.00   64
 16  ω     58.00 105.00   0.50    5.04    --   96.11 -77.00 -60.00   94
 17  ω     28.00  54.00   0.50    5.04    --   96.11 -77.00 -60.00   52
 18  ω     24.00  49.00   0.50    5.04    --   96.11 -45.00 150.00   50
 19  ω     22.00  50.00   0.50    5.04    --   96.11 -45.00-180.00   56
 20  ω     79.00 132.00   0.50    5.04    --   96.11 125.00-180.00  106
 21  ω     25.00  50.00   0.50    5.04    --   96.11 -45.00 -60.00   50
 22  ω     40.00  71.00   0.50    5.04    --  108.00 -61.00 120.00   62
 23  ω     34.00  67.00   0.50    5.04    --  108.00 -61.00 -30.00   66
 24  ω     48.00  96.00   0.50    5.04    --  108.00 -95.00-150.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0659158000
_diffrn_orient_matrix_UB_12      -0.0709509000
_diffrn_orient_matrix_UB_13      -0.0420078000
_diffrn_orient_matrix_UB_21      0.0736190000
_diffrn_orient_matrix_UB_22      -0.0357049000
_diffrn_orient_matrix_UB_23      0.0663019000
_diffrn_orient_matrix_UB_31      -0.0525700000
_diffrn_orient_matrix_UB_32      -0.1392614000
_diffrn_orient_matrix_UB_33      0.0043527000
_diffrn_oxdiff_digest_frames     
;
01a1f7000f6cc42f0641a2d8f29b338dbf01890695d
;
_diffrn_oxdiff_digest_hkl        
;
015ec2c21a9756debc92e8f435cd03a77b7298
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4605
_reflns_number_total             5237
_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       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.00049(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         5237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.034
_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)+(0.0506P)²+0.8497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1029
_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 Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C22(H22A,H22B,H22C)
;
_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
Si1 Si 0.84868(3) 0.74113(4) 0.52768(2) 0.03352(12) Uani 1 1 d . . . . .
Na1 Na 0.70704(4) 0.35473(5) 0.70015(2) 0.02773(13) Uani 1 1 d . . . . .
N1 N 0.57152(8) 0.24686(12) 0.60619(6) 0.0321(3) Uani 1 1 d . . . . .
N2 N 0.69341(9) 0.28328(12) 0.82178(6) 0.0325(3) Uani 1 1 d . . . . .
N3 N 0.86845(8) 0.28983(12) 0.67844(6) 0.0339(3) Uani 1 1 d . . . . .
N003 N 0.71959(8) 0.09065(11) 0.70903(6) 0.0312(2) Uani 1 1 d . . . . .
C1 C 0.62940(11) 0.02716(14) 0.66987(8) 0.0377(3) Uani 1 1 d . . . . .
H1A H 0.578736 0.032264 0.697166 0.045 Uiso 1 1 calc R U . . .
H1B H 0.641554 -0.072394 0.662057 0.045 Uiso 1 1 calc R U . . .
C2 C 0.59180(11) 0.09761(15) 0.60147(7) 0.0395(3) Uani 1 1 d . . . . .
H2A H 0.640434 0.085492 0.572918 0.047 Uiso 1 1 calc R U . . .
H2B H 0.531418 0.050172 0.578107 0.047 Uiso 1 1 calc R U . . .
C3 C 0.73414(11) 0.04889(14) 0.78139(7) 0.0381(3) Uani 1 1 d . . . . .
H3A H 0.803588 0.060261 0.803509 0.046 Uiso 1 1 calc R U . . .
H3B H 0.717547 -0.050869 0.783797 0.046 Uiso 1 1 calc R U . . .
C4 C 0.67294(11) 0.13332(15) 0.82029(7) 0.0379(3) Uani 1 1 d . . . . .
H4A H 0.603448 0.118468 0.799211 0.045 Uiso 1 1 calc R U . . .
H4B H 0.684305 0.098426 0.867729 0.045 Uiso 1 1 calc R U . . .
C5 C 0.80357(11) 0.04726(14) 0.68086(8) 0.0377(3) Uani 1 1 d . . . . .
H5A H 0.783312 0.042486 0.630561 0.045 Uiso 1 1 calc R U . . .
H5B H 0.823856 -0.047328 0.697703 0.045 Uiso 1 1 calc R U . . .
C6 C 0.88988(10) 0.14492(15) 0.69982(8) 0.0392(3) Uani 1 1 d . . . . .
H6A H 0.913779 0.142711 0.749909 0.047 Uiso 1 1 calc R U . . .
H6B H 0.942805 0.110215 0.678801 0.047 Uiso 1 1 calc R U . . .
C7 C 0.55269(13) 0.30754(19) 0.53754(8) 0.0488(4) Uani 1 1 d . . . . .
H7A H 0.535931 0.406141 0.540003 0.073 Uiso 1 1 calc R U . . .
H7B H 0.498584 0.258177 0.508182 0.073 Uiso 1 1 calc R U . . .
H7C H 0.610972 0.298807 0.518574 0.073 Uiso 1 1 calc R U . . .
C8 C 0.48703(11) 0.26933(17) 0.63642(9) 0.0449(4) Uani 1 1 d . . . . .
H8A H 0.501145 0.234418 0.683367 0.067 Uiso 1 1 calc R U . . .
H8B H 0.430897 0.219521 0.609676 0.067 Uiso 1 1 calc R U . . .
H8C H 0.472479 0.369085 0.636443 0.067 Uiso 1 1 calc R U . . .
C9 C 0.61995(12) 0.35533(16) 0.85090(8) 0.0413(3) Uani 1 1 d . . . . .
H9A H 0.632942 0.455633 0.852425 0.062 Uiso 1 1 calc R U . . .
H9B H 0.622528 0.320920 0.897200 0.062 Uiso 1 1 calc R U . . .
H9C H 0.555305 0.337570 0.822534 0.062 Uiso 1 1 calc R U . . .
C10 C 0.78986(12) 0.31273(18) 0.86371(8) 0.0463(4) Uani 1 1 d . . . . .
H10A H 0.839441 0.267183 0.843731 0.069 Uiso 1 1 calc R U . . .
H10B H 0.793699 0.277215 0.909964 0.069 Uiso 1 1 calc R U . . .
H10C H 0.801001 0.413493 0.865494 0.069 Uiso 1 1 calc R U . . .
C11 C 0.95221(11) 0.37719(17) 0.70700(11) 0.0520(4) Uani 1 1 d . . . . .
H11A H 0.938476 0.473650 0.692125 0.078 Uiso 1 1 calc R U . . .
H11B H 1.009245 0.343700 0.691145 0.078 Uiso 1 1 calc R U . . .
H11C H 0.965080 0.372819 0.756897 0.078 Uiso 1 1 calc R U . . .
C12 C 0.84591(13) 0.30375(18) 0.60402(9) 0.0486(4) Uani 1 1 d . . . . .
H12A H 0.900332 0.268015 0.585781 0.073 Uiso 1 1 calc R U . . .
H12B H 0.835230 0.402102 0.591696 0.073 Uiso 1 1 calc R U . . .
H12C H 0.787085 0.250451 0.584822 0.073 Uiso 1 1 calc R U . . .
C13 C 0.77913(10) 0.67058(13) 0.64927(7) 0.0299(3) Uani 1 1 d . . . . .
C14 C 0.68172(10) 0.64492(14) 0.61320(7) 0.0337(3) Uani 1 1 d . . . . .
H14 H 0.668033 0.645043 0.564768 0.040 Uiso 1 1 calc R U . . .
C15 C 0.60720(11) 0.62012(14) 0.64578(8) 0.0359(3) Uani 1 1 d . . . . .
H15 H 0.543475 0.606367 0.619216 0.043 Uiso 1 1 calc R U . . .
C16 C 0.62209(11) 0.61443(15) 0.71687(8) 0.0371(3) Uani 1 1 d . . . . .
H16 H 0.569882 0.596431 0.738746 0.044 Uiso 1 1 calc R U . . .
C17 C 0.71608(11) 0.63607(14) 0.75444(7) 0.0364(3) Uani 1 1 d . . . . .
H17 H 0.728144 0.633559 0.802821 0.044 Uiso 1 1 calc R U . . .
C18 C 0.79222(11) 0.66116(14) 0.72259(7) 0.0344(3) Uani 1 1 d . . . . .
H18 H 0.855678 0.672669 0.749955 0.041 Uiso 1 1 calc R U . . .
C19 C 0.85544(10) 0.70417(14) 0.61722(7) 0.0327(3) Uani 1 1 d . . . . .
H19 H 0.918439 0.708041 0.645969 0.039 Uiso 1 1 calc R U . . .
C20 C 0.76324(13) 0.88878(19) 0.49390(8) 0.0489(4) Uani 1 1 d . . . . .
H20A H 0.701047 0.874329 0.507284 0.073 Uiso 1 1 calc R U . . .
H20B H 0.752548 0.891524 0.444054 0.073 Uiso 1 1 calc R U . . .
H20C H 0.791826 0.977079 0.512833 0.073 Uiso 1 1 calc R U . . .
C21 C 0.80801(18) 0.5940(2) 0.46699(9) 0.0666(6) Uani 1 1 d . . . . .
H21A H 0.855908 0.518637 0.476126 0.100 Uiso 1 1 calc R U . . .
H21B H 0.801908 0.626959 0.420069 0.100 Uiso 1 1 calc R U . . .
H21C H 0.744928 0.559539 0.473029 0.100 Uiso 1 1 calc R U . . .
C22 C 0.97169(14) 0.7965(3) 0.51691(11) 0.0718(6) Uani 1 1 d . . . . .
H22A H 0.994902 0.873859 0.547946 0.108 Uiso 1 1 calc R U . . .
H22B H 0.967713 0.826513 0.469748 0.108 Uiso 1 1 calc R U . . .
H22C H 1.016955 0.718086 0.527386 0.108 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 C19 1.8150(14) . ?
Si1 C20 1.8895(17) . ?
Si1 C21 1.8737(19) . ?
Si1 C22 1.869(2) . ?
Na1 N1 2.5949(12) . ?
Na1 N2 2.5834(12) . ?
Na1 N3 2.4849(12) . ?
Na1 N003 2.5466(12) . ?
Na1 C12 3.0682(17) . ?
Na1 C15 3.0017(15) . ?
Na1 C16 2.8179(15) . ?
Na1 C17 2.9066(15) . ?
N1 C2 1.4690(19) . ?
N1 C7 1.4676(18) . ?
N1 C8 1.4634(19) . ?
N2 C4 1.4682(18) . ?
N2 C9 1.4668(19) . ?
N2 C10 1.4644(19) . ?
N3 C6 1.4689(17) . ?
N3 C11 1.4613(19) . ?
N3 C12 1.466(2) . ?
N003 C1 1.4751(17) . ?
N003 C3 1.4786(18) . ?
N003 C5 1.4766(18) . ?
C1 C2 1.521(2) . ?
C3 C4 1.517(2) . ?
C5 C6 1.518(2) . ?
C13 C14 1.429(2) . ?
C13 C18 1.4469(19) . ?
C13 C19 1.4038(19) . ?
C14 C15 1.372(2) . ?
C15 C16 1.399(2) . ?
C16 C17 1.392(2) . ?
C17 C18 1.383(2) . ?

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
C19 Si1 C20 113.36(7) . . ?
C19 Si1 C21 116.14(8) . . ?
C19 Si1 C22 108.50(8) . . ?
C21 Si1 C20 104.49(9) . . ?
C22 Si1 C20 106.26(10) . . ?
C22 Si1 C21 107.52(11) . . ?
N1 Na1 C12 87.01(5) . . ?
N1 Na1 C15 81.98(4) . . ?
N1 Na1 C16 100.08(4) . . ?
N1 Na1 C17 127.60(4) . . ?
N2 Na1 N1 112.89(4) . . ?
N2 Na1 C12 137.66(5) . . ?
N2 Na1 C15 116.45(4) . . ?
N2 Na1 C16 90.17(4) . . ?
N2 Na1 C17 84.18(4) . . ?
N3 Na1 N1 109.30(4) . . ?
N3 Na1 N2 110.83(4) . . ?
N3 Na1 N003 73.14(4) . . ?
N3 Na1 C12 28.18(4) . . ?
N3 Na1 C15 121.62(4) . . ?
N3 Na1 C16 132.15(5) . . ?
N3 Na1 C17 109.33(4) . . ?
N003 Na1 N1 71.47(4) . . ?
N003 Na1 N2 71.78(4) . . ?
N003 Na1 C12 80.85(4) . . ?
N003 Na1 C15 153.07(4) . . ?
N003 Na1 C16 153.96(5) . . ?
N003 Na1 C17 154.58(4) . . ?
C15 Na1 C12 102.65(5) . . ?
C16 Na1 C12 124.10(5) . . ?
C16 Na1 C15 27.58(4) . . ?
C16 Na1 C17 28.09(4) . . ?
C17 Na1 C12 113.69(5) . . ?
C17 Na1 C15 47.64(4) . . ?
C2 N1 Na1 108.28(8) . . ?
C7 N1 Na1 118.75(9) . . ?
C7 N1 C2 108.99(12) . . ?
C8 N1 Na1 100.17(9) . . ?
C8 N1 C2 110.95(12) . . ?
C8 N1 C7 109.38(12) . . ?
C4 N2 Na1 107.19(8) . . ?
C9 N2 Na1 116.96(9) . . ?
C9 N2 C4 108.59(12) . . ?
C10 N2 Na1 104.13(9) . . ?
C10 N2 C4 110.81(12) . . ?
C10 N2 C9 109.07(12) . . ?
C6 N3 Na1 108.97(9) . . ?
C11 N3 Na1 118.65(10) . . ?
C11 N3 C6 109.36(11) . . ?
C11 N3 C12 109.14(13) . . ?
C12 N3 Na1 98.61(9) . . ?
C12 N3 C6 111.74(12) . . ?
C1 N003 Na1 109.61(8) . . ?
C1 N003 C3 109.49(11) . . ?
C1 N003 C5 110.40(11) . . ?
C3 N003 Na1 109.38(8) . . ?
C5 N003 Na1 107.68(8) . . ?
C5 N003 C3 110.26(11) . . ?
N003 C1 C2 113.00(12) . . ?
N1 C2 C1 114.26(12) . . ?
N003 C3 C4 112.75(11) . . ?
N2 C4 C3 113.85(12) . . ?
N003 C5 C6 113.21(11) . . ?
N3 C6 C5 114.14(11) . . ?
N3 C12 Na1 53.20(7) . . ?
C14 C13 C18 113.81(12) . . ?
C19 C13 C14 123.64(12) . . ?
C19 C13 C18 122.54(13) . . ?
C15 C14 C13 122.57(13) . . ?
C14 C15 Na1 88.52(8) . . ?
C14 C15 C16 122.07(14) . . ?
C16 C15 Na1 68.88(8) . . ?
C15 C16 Na1 83.54(8) . . ?
C17 C16 Na1 79.50(8) . . ?
C17 C16 C15 117.66(13) . . ?
C16 C17 Na1 72.41(8) . . ?
C18 C17 Na1 87.97(8) . . ?
C18 C17 C16 121.17(13) . . ?
C17 C18 C13 122.64(13) . . ?
C13 C19 Si1 128.06(10) . . ?

_shelx_SHELXL_version_number     2019/1
_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 1.400
_oxdiff_exptl_absorpt_empirical_full_min 0.577
