# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_kbv4loesen
_database_code_depnum_ccdc_archive 'CCDC 2087065'
loop_
_audit_author_name
_audit_author_address
'Tobias Vollgraff'
;Philipps Universitaet Marburg
Germany
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2021-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H64 N2 O4 Si4, C4 H8 O2'
_chemical_formula_sum            'C42 H72 N2 O6 Si4'
_chemical_formula_weight         813.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8672(2)
_cell_length_b                   11.2136(3)
_cell_length_c                   13.7228(3)
_cell_angle_alpha                95.577(2)
_cell_angle_beta                 100.951(2)
_cell_angle_gamma                96.686(2)
_cell_volume                     1171.62(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    24355
_cell_measurement_theta_min      3.31
_cell_measurement_theta_max      76.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_F_000             442
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.525
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2514
_exptl_absorpt_correction_T_max  0.6611
_exptl_absorpt_process_details   
; 
STOE LANA, absorption correction by scaling of reflection intensities.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            19390
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.999
_diffrn_reflns_theta_max         66.493
_diffrn_reflns_theta_full        66.493
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4077
_reflns_number_gt                3643
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
; 
X-Area Pilatus3_SV 1.31.127.0 (STOE, 2016)
;
_computing_cell_refinement       
; 
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_reduction        
; 
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area LANA 1.68.2.0 (STOE, 2016)
;
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'DIAMOND 4 (H. Putz, K. Brandenburg, Crystal Impact GbR, Kreuzherrenstr. 102, 53227 Bonn, Germany)'
_computing_publication_material  
; 
'WinGX 2014.1 (L.J. Farrugia, J. Appl. Cryst. 2012, 45, 849-854)'
'enCIFer (F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler, J. Appl. Cryst. 2004, 37, 335-338.)'
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0932P)²+0.1641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4077
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1328
_refine_ls_wR_factor_gt          0.1303
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.26288(6) 0.10084(4) 0.19104(3) 0.02916(16) Uani 1 1 d . . . . .
Si2 Si -0.12829(6) 0.45234(4) 0.21205(3) 0.02873(16) Uani 1 1 d . . . . .
O1 O 0.33898(15) 0.17573(11) 0.30617(9) 0.0319(3) Uani 1 1 d . . . . .
O2 O 0.07523(15) 0.51793(11) 0.26682(8) 0.0313(3) Uani 1 1 d . . . . .
O3 O 0.8733(2) 0.07630(15) 0.50813(13) 0.0577(4) Uani 1 1 d . . . . .
N1 N 0.20839(18) 0.34756(13) 0.28786(10) 0.0306(3) Uani 1 1 d . . . . .
C1 C 0.3299(2) 0.29219(15) 0.33976(12) 0.0296(4) Uani 1 1 d . . . . .
C2 C 0.4494(2) 0.34581(16) 0.42694(12) 0.0293(4) Uani 1 1 d . . . . .
C3 C 0.5788(2) 0.28521(16) 0.48300(12) 0.0303(4) Uani 1 1 d . . . . .
H3 H 0.584541 0.204334 0.463195 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6928(2) 0.34472(16) 0.56463(12) 0.0302(4) Uani 1 1 d . . . . .
H4 H 0.776410 0.304299 0.600022 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4400(2) 0.46853(15) 0.45690(12) 0.0283(4) Uani 1 1 d . . . . .
C6 C 0.3140(2) 0.53066(16) 0.40295(12) 0.0292(4) Uani 1 1 d . . . . .
C7 C 0.2005(2) 0.46301(16) 0.31943(12) 0.0298(4) Uani 1 1 d . . . . .
C8 C -0.2036(2) 0.34123(18) 0.29146(15) 0.0392(4) Uani 1 1 d . . . . .
H8A H -0.186849 0.379280 0.358978 0.059 Uiso 1 1 calc R U . . .
H8B H -0.137672 0.274480 0.289917 0.059 Uiso 1 1 calc R U . . .
H8C H -0.325447 0.312334 0.266643 0.059 Uiso 1 1 calc R U . . .
C9 C -0.1303(3) 0.38066(18) 0.08417(14) 0.0412(4) Uani 1 1 d . . . . .
H9A H -0.060662 0.315763 0.088144 0.062 Uiso 1 1 calc R U . . .
H9B H -0.082948 0.439734 0.046791 0.062 Uiso 1 1 calc R U . . .
H9C H -0.248217 0.349377 0.051356 0.062 Uiso 1 1 calc R U . . .
C10 C -0.2576(2) 0.58274(17) 0.20898(14) 0.0346(4) Uani 1 1 d . . . . .
C11 C -0.2413(3) 0.6464(2) 0.31549(15) 0.0460(5) Uani 1 1 d . . . . .
H11A H -0.121470 0.679139 0.342527 0.069 Uiso 1 1 calc R U . . .
H11B H -0.280284 0.589171 0.356972 0.069 Uiso 1 1 calc R U . . .
H11C H -0.312114 0.710686 0.313415 0.069 Uiso 1 1 calc R U . . .
C12 C -0.1887(3) 0.6742(2) 0.14449(17) 0.0500(5) Uani 1 1 d . . . . .
H12A H -0.067096 0.701926 0.171292 0.075 Uiso 1 1 calc R U . . .
H12B H -0.253222 0.741738 0.144667 0.075 Uiso 1 1 calc R U . . .
H12C H -0.202585 0.636039 0.077197 0.075 Uiso 1 1 calc R U . . .
C13 C -0.4517(2) 0.5372(2) 0.16506(17) 0.0465(5) Uani 1 1 d . . . . .
H13A H -0.516751 0.604492 0.163166 0.070 Uiso 1 1 calc R U . . .
H13B H -0.495660 0.481302 0.206114 0.070 Uiso 1 1 calc R U . . .
H13C H -0.463781 0.497238 0.098491 0.070 Uiso 1 1 calc R U . . .
C14 C 0.3201(3) 0.19479(18) 0.09497(14) 0.0389(4) Uani 1 1 d . . . . .
H14A H 0.444389 0.218277 0.108000 0.058 Uiso 1 1 calc R U . . .
H14B H 0.262842 0.265777 0.097154 0.058 Uiso 1 1 calc R U . . .
H14C H 0.282773 0.148977 0.029990 0.058 Uiso 1 1 calc R U . . .
C15 C 0.0225(2) 0.05544(18) 0.16887(15) 0.0396(4) Uani 1 1 d . . . . .
H15A H -0.034106 0.126179 0.176234 0.059 Uiso 1 1 calc R U . . .
H15B H -0.004203 0.002569 0.216512 0.059 Uiso 1 1 calc R U . . .
H15C H -0.018334 0.014113 0.102407 0.059 Uiso 1 1 calc R U . . .
C16 C 0.3819(2) -0.03453(16) 0.19540(13) 0.0322(4) Uani 1 1 d . . . . .
C17 C 0.3213(3) -0.11800(19) 0.09642(15) 0.0458(5) Uani 1 1 d . . . . .
H17A H 0.198335 -0.145306 0.086814 0.069 Uiso 1 1 calc R U . . .
H17B H 0.384101 -0.186471 0.098255 0.069 Uiso 1 1 calc R U . . .
H17C H 0.343484 -0.074497 0.042226 0.069 Uiso 1 1 calc R U . . .
C18 C 0.3456(3) -0.10555(19) 0.28119(16) 0.0439(5) Uani 1 1 d . . . . .
H18A H 0.389606 -0.055689 0.343910 0.066 Uiso 1 1 calc R U . . .
H18B H 0.402458 -0.176745 0.279941 0.066 Uiso 1 1 calc R U . . .
H18C H 0.221855 -0.128602 0.273321 0.066 Uiso 1 1 calc R U . . .
C19 C 0.5802(2) 0.00479(18) 0.21170(16) 0.0417(5) Uani 1 1 d . . . . .
H19A H 0.639547 -0.065238 0.215487 0.063 Uiso 1 1 calc R U . . .
H19B H 0.618890 0.058370 0.272920 0.063 Uiso 1 1 calc R U . . .
H19C H 0.605847 0.045777 0.156866 0.063 Uiso 1 1 calc R U . . .
C20 C 0.8305(3) -0.0533(2) 0.49310(19) 0.0550(6) Uani 1 1 d . . . . .
H20A H 0.791583 -0.080417 0.422172 0.066 Uiso 1 1 calc R U . . .
H20B H 0.735412 -0.076906 0.526106 0.066 Uiso 1 1 calc R U . . .
C21 C 1.0121(3) 0.1142(2) 0.46550(15) 0.0496(5) Uani 1 1 d . . . . .
H21A H 1.041828 0.201384 0.480067 0.060 Uiso 1 1 calc R U . . .
H21B H 0.979866 0.093801 0.393478 0.060 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 1.6809(12) . ?
Si1 C14 1.8536(19) . ?
Si1 C15 1.8588(18) . ?
Si1 C16 1.8741(18) . ?
Si2 O2 1.6824(12) . ?
Si2 C8 1.8516(19) . ?
Si2 C9 1.8543(18) . ?
Si2 C10 1.8753(18) . ?
O1 C1 1.357(2) . ?
O2 C7 1.353(2) . ?
O3 C21 1.378(3) . ?
O3 C20 1.439(3) . ?
N1 C1 1.331(2) . ?
N1 C7 1.337(2) . ?
C1 C2 1.406(2) . ?
C2 C5 1.412(2) . ?
C2 C3 1.433(2) . ?
C3 C4 1.356(2) . ?
C4 C6 1.435(2) 2_666 ?
C5 C6 1.413(2) . ?
C5 C5 1.431(3) 2_666 ?
C6 C7 1.404(2) . ?
C10 C12 1.536(3) . ?
C10 C13 1.538(2) . ?
C10 C11 1.539(3) . ?
C16 C17 1.533(2) . ?
C16 C18 1.536(3) . ?
C16 C19 1.538(2) . ?
C20 C21 1.526(3) 2_756 ?

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 C14 110.39(8) . . ?
O1 Si1 C15 110.90(8) . . ?
C14 Si1 C15 110.56(9) . . ?
O1 Si1 C16 102.18(7) . . ?
C14 Si1 C16 111.32(9) . . ?
C15 Si1 C16 111.23(9) . . ?
O2 Si2 C8 108.67(7) . . ?
O2 Si2 C9 109.94(8) . . ?
C8 Si2 C9 111.91(9) . . ?
O2 Si2 C10 103.12(7) . . ?
C8 Si2 C10 111.37(9) . . ?
C9 Si2 C10 111.44(9) . . ?
C1 O1 Si1 128.80(11) . . ?
C7 O2 Si2 125.81(11) . . ?
C21 O3 C20 111.67(18) . . ?
C1 N1 C7 118.04(14) . . ?
N1 C1 O1 117.65(14) . . ?
N1 C1 C2 124.66(16) . . ?
O1 C1 C2 117.69(15) . . ?
C1 C2 C5 115.78(16) . . ?
C1 C2 C3 124.34(16) . . ?
C5 C2 C3 119.84(15) . . ?
C4 C3 C2 120.62(16) . . ?
C3 C4 C6 120.77(16) . 2_666 ?
C2 C5 C6 121.09(16) . . ?
C2 C5 C5 119.64(19) . 2_666 ?
C6 C5 C5 119.3(2) . 2_666 ?
C7 C6 C5 116.05(16) . . ?
C7 C6 C4 124.09(16) . 2_666 ?
C5 C6 C4 119.85(15) . 2_666 ?
N1 C7 O2 117.54(14) . . ?
N1 C7 C6 124.32(16) . . ?
O2 C7 C6 118.15(16) . . ?
C12 C10 C13 109.35(16) . . ?
C12 C10 C11 108.90(17) . . ?
C13 C10 C11 108.57(16) . . ?
C12 C10 Si2 109.84(13) . . ?
C13 C10 Si2 109.99(13) . . ?
C11 C10 Si2 110.16(13) . . ?
C17 C16 C18 108.76(16) . . ?
C17 C16 C19 108.92(16) . . ?
C18 C16 C19 108.38(15) . . ?
C17 C16 Si1 109.57(13) . . ?
C18 C16 Si1 110.75(13) . . ?
C19 C16 Si1 110.42(12) . . ?
O3 C20 C21 111.18(18) . 2_756 ?
O3 C21 C20 109.81(18) . 2_756 ?

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
C14 Si1 O1 C1 45.48(16) . . . . ?
C15 Si1 O1 C1 -77.40(15) . . . . ?
C16 Si1 O1 C1 163.97(14) . . . . ?
C8 Si2 O2 C7 35.38(15) . . . . ?
C9 Si2 O2 C7 -87.41(14) . . . . ?
C10 Si2 O2 C7 153.65(13) . . . . ?
C7 N1 C1 O1 -178.83(13) . . . . ?
C7 N1 C1 C2 1.2(3) . . . . ?
Si1 O1 C1 N1 20.6(2) . . . . ?
Si1 O1 C1 C2 -159.46(12) . . . . ?
N1 C1 C2 C5 -2.5(2) . . . . ?
O1 C1 C2 C5 177.49(14) . . . . ?
N1 C1 C2 C3 179.36(15) . . . . ?
O1 C1 C2 C3 -0.6(2) . . . . ?
C1 C2 C3 C4 177.91(16) . . . . ?
C5 C2 C3 C4 -0.1(2) . . . . ?
C2 C3 C4 C6 0.3(3) . . . 2_666 ?
C1 C2 C5 C6 1.7(2) . . . . ?
C3 C2 C5 C6 179.86(14) . . . . ?
C1 C2 C5 C5 -178.17(18) . . . 2_666 ?
C3 C2 C5 C5 0.0(3) . . . 2_666 ?
C2 C5 C6 C7 0.3(2) . . . . ?
C5 C5 C6 C7 -179.85(17) 2_666 . . . ?
C2 C5 C6 C4 179.78(14) . . . 2_666 ?
C5 C5 C6 C4 -0.4(3) 2_666 . . 2_666 ?
C1 N1 C7 O2 -179.22(14) . . . . ?
C1 N1 C7 C6 1.1(2) . . . . ?
Si2 O2 C7 N1 36.4(2) . . . . ?
Si2 O2 C7 C6 -143.98(13) . . . . ?
C5 C6 C7 N1 -1.8(2) . . . . ?
C4 C6 C7 N1 178.73(15) 2_666 . . . ?
C5 C6 C7 O2 178.52(14) . . . . ?
C4 C6 C7 O2 -0.9(2) 2_666 . . . ?
O2 Si2 C10 C12 62.34(14) . . . . ?
C8 Si2 C10 C12 178.70(13) . . . . ?
C9 Si2 C10 C12 -55.55(15) . . . . ?
O2 Si2 C10 C13 -177.25(13) . . . . ?
C8 Si2 C10 C13 -60.89(16) . . . . ?
C9 Si2 C10 C13 64.86(16) . . . . ?
O2 Si2 C10 C11 -57.62(14) . . . . ?
C8 Si2 C10 C11 58.75(15) . . . . ?
C9 Si2 C10 C11 -175.50(14) . . . . ?
O1 Si1 C16 C17 177.30(13) . . . . ?
C14 Si1 C16 C17 -64.87(15) . . . . ?
C15 Si1 C16 C17 58.91(16) . . . . ?
O1 Si1 C16 C18 57.31(14) . . . . ?
C14 Si1 C16 C18 175.14(12) . . . . ?
C15 Si1 C16 C18 -61.08(15) . . . . ?
O1 Si1 C16 C19 -62.73(14) . . . . ?
C14 Si1 C16 C19 55.10(15) . . . . ?
C15 Si1 C16 C19 178.88(13) . . . . ?
C21 O3 C20 C21 57.0(3) . . . 2_756 ?
C20 O3 C21 C20 -56.2(3) . . . 2_756 ?

_refine_diff_density_max         0.214
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_swp162gloesen
_database_code_depnum_ccdc_archive 'CCDC 2087067'
loop_
_audit_author_name
_audit_author_address
'Tobias Vollgraff'
;Philipps Universitaet Marburg
Germany
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2021-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H40 N2 Si4, 2(C H Cl3)'
_chemical_formula_sum            'C36 H42 Cl6 N2 Si4'
_chemical_formula_weight         827.77

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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   6.3490(13)
_cell_length_b                   22.215(4)
_cell_length_c                   15.599(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.54(3)
_cell_angle_gamma                90
_cell_volume                     2155.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22554
_cell_measurement_theta_min      3.51
_cell_measurement_theta_max      75.90

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             860
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.074
_exptl_absorpt_coefficient_mu    4.911
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3254
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
; 
STOE LANA, absorption correction by scaling of reflection intensities.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            23677
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.510
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_full        66.595
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3803
_reflns_number_gt                3201
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       
; 
X-Area Pilatus3_SV 1.31.127.0 (STOE, 2016)
;
_computing_cell_refinement       
; 
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_reduction        
; 
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area LANA 1.68.2.0 (STOE, 2016)
;
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'DIAMOND 4 (H. Putz, K. Brandenburg, Crystal Impact GbR, Kreuzherrenstr. 102, 53227 Bonn, Germany)'
_computing_publication_material  
; 
'WinGX 2014.1 (L.J. Farrugia, J. Appl. Cryst. 2012, 45, 849-854)'
'enCIFer (F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler, J. Appl. Cryst. 2004, 37, 335-338.)'
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0899P)²+0.9033P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3803
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1382
_refine_ls_wR_factor_gt          0.1317
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5954(4) 0.42482(11) 0.43716(17) 0.0266(5) Uani 1 1 d . . . . .
C2 C 0.7814(4) 0.45685(11) 0.42713(16) 0.0241(5) Uani 1 1 d . . . . .
C3 C 0.8473(4) 0.46392(12) 0.34542(16) 0.0276(5) Uani 1 1 d . . . . .
H3 H 0.765549 0.446749 0.295258 0.033 Uiso 1 1 calc R U . . .
C4 C 1.0278(4) 0.49537(12) 0.33978(17) 0.0282(5) Uani 1 1 d . . . . .
H4 H 1.068439 0.498979 0.285949 0.034 Uiso 1 1 calc R U . . .
C5 C 0.9060(4) 0.48341(10) 0.50275(16) 0.0236(5) Uani 1 1 d . . . . .
C6 C 0.8444(4) 0.47709(11) 0.58482(17) 0.0259(5) Uani 1 1 d . . . . .
C7 C 0.6555(4) 0.44361(11) 0.58580(16) 0.0256(5) Uani 1 1 d . . . . .
C8 C 0.5872(4) 0.43512(11) 0.66778(16) 0.0268(5) Uani 1 1 d . . . . .
C9 C 0.5390(4) 0.42903(12) 0.73829(18) 0.0312(6) Uani 1 1 d . . . . .
C10 C 0.7237(5) 0.39726(16) 0.9240(2) 0.0457(7) Uani 1 1 d . . . . .
H10A H 0.692622 0.388833 0.980508 0.069 Uiso 1 1 calc R U . . .
H10B H 0.821408 0.430615 0.928370 0.069 Uiso 1 1 calc R U . . .
H10C H 0.787851 0.362486 0.903116 0.069 Uiso 1 1 calc R U . . .
C11 C 0.3505(5) 0.48620(13) 0.88219(18) 0.0368(6) Uani 1 1 d . . . . .
H11A H 0.446631 0.519379 0.880755 0.055 Uiso 1 1 calc R U . . .
H11B H 0.327737 0.480932 0.940744 0.055 Uiso 1 1 calc R U . . .
H11C H 0.215575 0.494303 0.843653 0.055 Uiso 1 1 calc R U . . .
C12 C 0.2693(5) 0.35445(14) 0.8352(2) 0.0429(7) Uani 1 1 d . . . . .
H12A H 0.242604 0.344289 0.891898 0.064 Uiso 1 1 calc R U . . .
H12B H 0.324082 0.319808 0.810052 0.064 Uiso 1 1 calc R U . . .
H12C H 0.137746 0.367268 0.798035 0.064 Uiso 1 1 calc R U . . .
C13 C 0.4642(4) 0.39581(12) 0.36284(17) 0.0286(5) Uani 1 1 d . . . . .
C14 C 0.3594(4) 0.37033(12) 0.29979(18) 0.0309(6) Uani 1 1 d . . . . .
C15 C -0.0818(4) 0.34471(14) 0.1907(2) 0.0383(7) Uani 1 1 d . . . . .
H15A H -0.132109 0.338300 0.244083 0.057 Uiso 1 1 calc R U . . .
H15B H -0.161444 0.319641 0.145482 0.057 Uiso 1 1 calc R U . . .
H15C H -0.101611 0.386192 0.173764 0.057 Uiso 1 1 calc R U . . .
C16 C 0.2547(5) 0.24494(13) 0.23837(19) 0.0399(7) Uani 1 1 d . . . . .
H16A H 0.198485 0.236581 0.289859 0.060 Uiso 1 1 calc R U . . .
H16B H 0.406196 0.236713 0.249863 0.060 Uiso 1 1 calc R U . . .
H16C H 0.183546 0.219951 0.191157 0.060 Uiso 1 1 calc R U . . .
C17 C 0.3099(5) 0.34450(15) 0.10727(19) 0.0427(7) Uani 1 1 d . . . . .
H17A H 0.462393 0.337970 0.117559 0.064 Uiso 1 1 calc R U . . .
H17B H 0.279450 0.385978 0.092518 0.064 Uiso 1 1 calc R U . . .
H17C H 0.240489 0.319402 0.059870 0.064 Uiso 1 1 calc R U . . .
C18 C 0.1661(5) 0.31871(13) 0.50192(19) 0.0350(6) Uani 1 1 d . . . . .
H18 H 0.211896 0.358185 0.484326 0.042 Uiso 1 1 calc R U . . .
N1 N 0.5334(3) 0.41857(9) 0.51396(14) 0.0269(5) Uani 1 1 d . . . . .
Si1 Si 0.46992(12) 0.41638(3) 0.84617(5) 0.0303(2) Uani 1 1 d . . . . .
Si2 Si 0.20805(11) 0.32540(3) 0.20787(5) 0.0288(2) Uani 1 1 d . . . . .
Cl1 Cl 0.37119(12) 0.26628(3) 0.49700(5) 0.0460(2) Uani 1 1 d . . . . .
Cl2 Cl -0.07268(12) 0.29811(4) 0.42913(6) 0.0499(2) Uani 1 1 d . . . . .
Cl3 Cl 0.11933(16) 0.32445(4) 0.60815(6) 0.0575(3) 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 N1 1.341(3) . ?
C1 C2 1.414(3) . ?
C1 C13 1.438(4) . ?
C2 C5 1.411(3) . ?
C2 C3 1.428(4) . ?
C3 C4 1.360(4) . ?
C3 H3 0.9300 . ?
C4 C6 1.426(4) 3_766 ?
C4 H4 0.9300 . ?
C5 C6 1.418(3) . ?
C5 C5 1.420(5) 3_766 ?
C6 C7 1.414(3) . ?
C7 N1 1.349(3) . ?
C7 C8 1.442(4) . ?
C8 C9 1.207(4) . ?
C9 Si1 1.844(3) . ?
C10 Si1 1.862(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 Si1 1.862(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 Si1 1.859(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.212(4) . ?
C14 Si2 1.850(3) . ?
C15 Si2 1.856(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 Si2 1.858(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 Si2 1.862(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 Cl3 1.746(3) . ?
C18 Cl1 1.760(3) . ?
C18 Cl2 1.763(3) . ?
C18 H18 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
N1 C1 C2 123.5(2) . . ?
N1 C1 C13 116.6(2) . . ?
C2 C1 C13 119.9(2) . . ?
C5 C2 C1 117.3(2) . . ?
C5 C2 C3 119.0(2) . . ?
C1 C2 C3 123.7(2) . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C6 121.0(2) . 3_766 ?
C3 C4 H4 119.5 . . ?
C6 C4 H4 119.5 3_766 . ?
C2 C5 C6 120.2(2) . . ?
C2 C5 C5 120.3(3) . 3_766 ?
C6 C5 C5 119.5(3) . 3_766 ?
C7 C6 C5 116.7(2) . . ?
C7 C6 C4 124.1(2) . 3_766 ?
C5 C6 C4 119.2(2) . 3_766 ?
N1 C7 C6 123.8(2) . . ?
N1 C7 C8 117.3(2) . . ?
C6 C7 C8 119.0(2) . . ?
C9 C8 C7 177.0(3) . . ?
C8 C9 Si1 177.5(2) . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C1 177.9(3) . . ?
C13 C14 Si2 175.2(2) . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si2 C17 H17A 109.5 . . ?
Si2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Cl3 C18 Cl1 110.95(16) . . ?
Cl3 C18 Cl2 110.02(15) . . ?
Cl1 C18 Cl2 110.40(16) . . ?
Cl3 C18 H18 108.5 . . ?
Cl1 C18 H18 108.5 . . ?
Cl2 C18 H18 108.5 . . ?
C1 N1 C7 118.5(2) . . ?
C9 Si1 C12 108.22(13) . . ?
C9 Si1 C10 107.27(14) . . ?
C12 Si1 C10 112.25(16) . . ?
C9 Si1 C11 109.51(13) . . ?
C12 Si1 C11 109.35(15) . . ?
C10 Si1 C11 110.17(14) . . ?
C14 Si2 C15 109.46(13) . . ?
C14 Si2 C16 106.79(13) . . ?
C15 Si2 C16 111.22(14) . . ?
C14 Si2 C17 108.43(13) . . ?
C15 Si2 C17 109.12(14) . . ?
C16 Si2 C17 111.75(15) . . ?

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 C1 C2 C5 -0.1(4) . . . . ?
C13 C1 C2 C5 -178.8(2) . . . . ?
N1 C1 C2 C3 -179.6(2) . . . . ?
C13 C1 C2 C3 1.7(4) . . . . ?
C5 C2 C3 C4 0.4(4) . . . . ?
C1 C2 C3 C4 179.9(2) . . . . ?
C2 C3 C4 C6 -0.7(4) . . . 3_766 ?
C1 C2 C5 C6 0.5(3) . . . . ?
C3 C2 C5 C6 -180.0(2) . . . . ?
C1 C2 C5 C5 -179.5(3) . . . 3_766 ?
C3 C2 C5 C5 0.0(4) . . . 3_766 ?
C2 C5 C6 C7 -0.2(3) . . . . ?
C5 C5 C6 C7 179.9(3) 3_766 . . . ?
C2 C5 C6 C4 -179.6(2) . . . 3_766 ?
C5 C5 C6 C4 0.4(4) 3_766 . . 3_766 ?
C5 C6 C7 N1 -0.6(4) . . . . ?
C4 C6 C7 N1 178.8(2) 3_766 . . . ?
C5 C6 C7 C8 179.2(2) . . . . ?
C4 C6 C7 C8 -1.4(4) 3_766 . . . ?
C2 C1 N1 C7 -0.7(4) . . . . ?
C13 C1 N1 C7 178.1(2) . . . . ?
C6 C7 N1 C1 1.0(4) . . . . ?
C8 C7 N1 C1 -178.8(2) . . . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_swp213loesen
_database_code_depnum_ccdc_archive 'CCDC 2087066'
loop_
_audit_author_name
_audit_author_address
'Tobias Vollgraff'
;Philipps Universitaet Marburg
Germany
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2021-07-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H40 N2 O4 Si4'
_chemical_formula_sum            'C26 H40 N2 O4 Si4'
_chemical_formula_weight         556.96

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   11.258(2)
_cell_length_b                   11.167(2)
_cell_length_c                   13.919(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.25(3)
_cell_angle_gamma                90
_cell_volume                     1607.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22491
_cell_measurement_theta_min      3.96
_cell_measurement_theta_max      76.41

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.966
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1859
_exptl_absorpt_correction_T_max  0.3540
_exptl_absorpt_process_details   
; 
STOE LANA, absorption correction by scaling of reflection intensities.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            56597
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.308
_diffrn_reflns_theta_max         66.446
_diffrn_reflns_theta_full        66.446
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             56597
_reflns_number_gt                34488
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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. 
;

_computing_data_collection       
; 
X-Area Pilatus3_SV 1.31.127.0 (STOE, 2016)
;
_computing_cell_refinement       
; 
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_reduction        
; 
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area LANA 1.68.2.0 (STOE, 2016)
;
_computing_structure_solution    
'SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'DIAMOND 4 (H. Putz, K. Brandenburg, Crystal Impact GbR, Kreuzherrenstr. 102, 53227 Bonn, Germany)'
_computing_publication_material  
; 
'WinGX 2014.1 (L.J. Farrugia, J. Appl. Cryst. 2012, 45, 849-854)'
'enCIFer (F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler, J. Appl. Cryst. 2004, 37, 335-338.)'
;
_refine_special_details          
; 
 Refined as a 3-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1613P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         56597
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0718
_refine_ls_wR_factor_ref         0.2526
_refine_ls_wR_factor_gt          0.2146
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.79639(11) 0.03257(8) 0.35487(9) 0.0270(4) Uani 1 1 d . . . . .
Si2 Si 0.58475(11) 0.26810(10) 0.56953(9) 0.0295(4) Uani 1 1 d . . . . .
O1 O 0.9037(3) 0.1448(2) 0.4025(2) 0.0274(7) Uani 1 1 d . . . . .
O2 O 0.6802(3) 0.3733(2) 0.5518(2) 0.0296(7) Uani 1 1 d . . . . .
N1 N 0.7916(3) 0.2592(3) 0.4768(3) 0.0243(7) Uani 1 1 d . . . . .
C1 C 0.9221(4) 0.6670(3) 0.5859(3) 0.0242(8) Uani 1 1 d . . . . .
H1 H 0.911165 0.738101 0.616310 0.029 Uiso 1 1 calc R U . . .
C2 C 0.8410(4) 0.5746(3) 0.5763(3) 0.0244(8) Uani 1 1 d . . . . .
H2 H 0.774859 0.582516 0.599994 0.029 Uiso 1 1 calc R U . . .
C3 C 0.8560(4) 0.4639(3) 0.5295(3) 0.0216(8) Uani 1 1 d . . . . .
C4 C 0.9570(3) 0.4512(3) 0.4945(3) 0.0209(8) Uani 1 1 d . . . . .
C5 C 0.9749(4) 0.3426(3) 0.4499(3) 0.0216(8) Uani 1 1 d . . . . .
C6 C 0.8879(4) 0.2499(3) 0.4436(3) 0.0235(8) Uani 1 1 d . . . . .
C7 C 0.8794(5) -0.0705(3) 0.2978(4) 0.0415(12) Uani 1 1 d . . . . .
H7A H 0.956037 -0.101350 0.352308 0.062 Uiso 1 1 calc R U . . .
H7B H 0.902676 -0.028020 0.247799 0.062 Uiso 1 1 calc R U . . .
H7C H 0.822722 -0.135518 0.263705 0.062 Uiso 1 1 calc R U . . .
C8 C 0.6468(5) 0.0933(4) 0.2536(3) 0.0386(11) Uani 1 1 d . . . . .
H8A H 0.613577 0.156119 0.283153 0.058 Uiso 1 1 calc R U . . .
H8B H 0.583604 0.030693 0.228163 0.058 Uiso 1 1 calc R U . . .
H8C H 0.665328 0.124802 0.196843 0.058 Uiso 1 1 calc R U . . .
C9 C 0.7651(4) -0.0438(3) 0.4603(4) 0.0351(10) Uani 1 1 d . . . . .
H9A H 0.710800 0.005701 0.482405 0.053 Uiso 1 1 calc R U . . .
H9B H 0.845521 -0.058031 0.518463 0.053 Uiso 1 1 calc R U . . .
H9C H 0.722598 -0.118821 0.434912 0.053 Uiso 1 1 calc R U . . .
C10 C 0.7769(4) 0.3631(3) 0.5180(3) 0.0245(8) Uani 1 1 d . . . . .
C11 C 0.4763(5) 0.2068(4) 0.4415(4) 0.0426(11) Uani 1 1 d . . . . .
H11A H 0.405789 0.165319 0.448970 0.064 Uiso 1 1 calc R U . . .
H11B H 0.523676 0.152192 0.416610 0.064 Uiso 1 1 calc R U . . .
H11C H 0.443170 0.271122 0.392292 0.064 Uiso 1 1 calc R U . . .
C12 C 0.6853(5) 0.1531(4) 0.6612(4) 0.0455(12) Uani 1 1 d . . . . .
H12A H 0.734099 0.189361 0.727725 0.068 Uiso 1 1 calc R U . . .
H12B H 0.743529 0.118446 0.633788 0.068 Uiso 1 1 calc R U . . .
H12C H 0.630601 0.091642 0.669706 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4937(5) 0.3565(4) 0.6307(4) 0.0418(11) Uani 1 1 d . . . . .
H13A H 0.553204 0.393493 0.693509 0.063 Uiso 1 1 calc R U . . .
H13B H 0.436557 0.304549 0.647344 0.063 Uiso 1 1 calc R U . . .
H13C H 0.444096 0.417276 0.582862 0.063 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 1.685(3) . ?
Si1 C8 1.847(5) . ?
Si1 C7 1.848(4) . ?
Si1 C9 1.848(4) . ?
Si2 O2 1.675(3) . ?
Si2 C11 1.849(5) . ?
Si2 C12 1.849(5) . ?
Si2 C13 1.855(4) . ?
O1 C6 1.348(4) . ?
O2 C10 1.350(4) . ?
N1 C10 1.333(4) . ?
N1 C6 1.339(5) . ?
C1 C2 1.350(5) . ?
C1 C5 1.436(5) 3_766 ?
C2 C3 1.437(5) . ?
C3 C10 1.405(5) . ?
C3 C4 1.410(5) . ?
C4 C5 1.413(5) . ?
C4 C4 1.425(6) 3_766 ?
C5 C6 1.404(5) . ?

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 C8 108.87(16) . . ?
O1 Si1 C7 103.08(17) . . ?
C8 Si1 C7 111.4(2) . . ?
O1 Si1 C9 111.28(18) . . ?
C8 Si1 C9 111.9(2) . . ?
C7 Si1 C9 109.97(19) . . ?
O2 Si2 C11 109.59(18) . . ?
O2 Si2 C12 109.6(2) . . ?
C11 Si2 C12 113.6(2) . . ?
O2 Si2 C13 101.39(17) . . ?
C11 Si2 C13 111.4(2) . . ?
C12 Si2 C13 110.6(2) . . ?
C6 O1 Si1 128.3(3) . . ?
C10 O2 Si2 130.1(2) . . ?
C10 N1 C6 118.1(3) . . ?
C2 C1 C5 121.0(3) . 3_766 ?
C1 C2 C3 120.5(3) . . ?
C10 C3 C4 116.2(3) . . ?
C10 C3 C2 123.9(3) . . ?
C4 C3 C2 119.8(3) . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 C4 119.5(4) . 3_766 ?
C5 C4 C4 119.7(4) . 3_766 ?
C6 C5 C4 116.3(3) . . ?
C6 C5 C1 124.2(3) . 3_766 ?
C4 C5 C1 119.4(3) . 3_766 ?
N1 C6 O1 118.3(3) . . ?
N1 C6 C5 124.1(3) . . ?
O1 C6 C5 117.5(3) . . ?
N1 C10 O2 118.5(3) . . ?
N1 C10 C3 124.4(3) . . ?
O2 C10 C3 117.0(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
C8 Si1 O1 C6 54.6(4) . . . . ?
C7 Si1 O1 C6 173.0(3) . . . . ?
C9 Si1 O1 C6 -69.2(4) . . . . ?
C11 Si2 O2 C10 -68.3(4) . . . . ?
C12 Si2 O2 C10 57.0(4) . . . . ?
C13 Si2 O2 C10 173.9(4) . . . . ?
C5 C1 C2 C3 0.0(6) 3_766 . . . ?
C1 C2 C3 C10 179.0(4) . . . . ?
C1 C2 C3 C4 0.7(6) . . . . ?
C10 C3 C4 C5 0.5(6) . . . . ?
C2 C3 C4 C5 179.0(4) . . . . ?
C10 C3 C4 C4 -178.8(4) . . . 3_766 ?
C2 C3 C4 C4 -0.3(7) . . . 3_766 ?
C3 C4 C5 C6 -0.5(6) . . . . ?
C4 C4 C5 C6 178.8(4) 3_766 . . . ?
C3 C4 C5 C1 179.4(3) . . . 3_766 ?
C4 C4 C5 C1 -1.4(7) 3_766 . . 3_766 ?
C10 N1 C6 O1 179.6(3) . . . . ?
C10 N1 C6 C5 0.3(6) . . . . ?
Si1 O1 C6 N1 18.9(5) . . . . ?
Si1 O1 C6 C5 -161.8(3) . . . . ?
C4 C5 C6 N1 0.1(6) . . . . ?
C1 C5 C6 N1 -179.8(4) 3_766 . . . ?
C4 C5 C6 O1 -179.2(3) . . . . ?
C1 C5 C6 O1 0.9(6) 3_766 . . . ?
C6 N1 C10 O2 -179.9(3) . . . . ?
C6 N1 C10 C3 -0.2(6) . . . . ?
Si2 O2 C10 N1 11.3(6) . . . . ?
Si2 O2 C10 C3 -168.4(3) . . . . ?
C4 C3 C10 N1 -0.2(6) . . . . ?
C2 C3 C10 N1 -178.5(4) . . . . ?
C4 C3 C10 O2 179.5(3) . . . . ?
C2 C3 C10 O2 1.2(6) . . . . ?

_refine_diff_density_max         0.560
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.075

