# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_herfa5_0m-auto
_database_code_depnum_ccdc_archive 'CCDC 1953911'
loop_
_audit_author_name
_audit_author_address
'Philipp Altmann'
;Technische Universitaet Muenchen
Germany
;
_audit_update_record             
;
2019-09-15 deposited with the CCDC.	2020-06-19 downloaded from the CCDC.
;

#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H84 Si5'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C40 H84 Si5'
_chemical_formula_iupac          ?
_chemical_formula_weight         705.52
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a'
_symmetry_Int_Tables_number      88

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 3/4-y,1/4+x,1/4+z
3 1/2-x,-y,1/2+z
4 3/4+y,3/4-x,3/4+z
5 -x,-y,-z
6 1/4+y,3/4-x,3/4-z
7 1/2+x,y,1/2-z
8 1/4-y,1/4+x,1/4-z
9 1/2+x,1/2+y,1/2+z
10 1/4-y,3/4+x,3/4+z
11 -x,1/2-y,z
12 1/4+y,1/4-x,1/4+z
13 1/2-x,1/2-y,1/2-z
14 3/4+y,1/4-x,1/4-z
15 x,1/2+y,-z
16 3/4-y,3/4+x,3/4-z

_cell_length_a                   16.882(2)
_cell_length_b                   16.882(2)
_cell_length_c                   16.323(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4652.1(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9140
_cell_measurement_theta_min      2.4128
_cell_measurement_theta_max      25.6133
_cell_special_details            
;
;

_exptl_crystal_description       fragment
_exptl_crystal_colour            'clear colourless'

_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.070
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.007
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1576
_exptl_absorpt_coefficient_mu    0.177
_exptl_crystal_density_meas_temp ?

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5, Bruker, 2014'
_exptl_absorpt_correction_T_min  0.7157
_exptl_absorpt_correction_T_max  0.7453

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             Philipp J. Altmann
scanspeed                           3 s per frame
dx                                  35 mm
3163 frames measured in 11 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph monochromator'


_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Apex II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            74129
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             2054
# number of observed reflections (> n sig(I))
_reflns_number_gt                1813
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX III Control Software (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2014)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0468P)²+14.2967P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom


_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         2054
_refine_ls_number_parameters     108
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1125
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.059

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si Uani 0.50000 0.75000 0.12500 1.000 0.0089(2) d STP . .
Si2 Si Uani 0.50872(3) 0.60502(3) 0.28020(3) 1.000 0.0128(2) d . . .
C1 C Uani 0.47204(11) 0.66104(11) 0.18901(12) 1.000 0.0125(5) d . . .
C2 C Uani 0.50502(13) 0.57467(11) 0.17228(12) 1.000 0.0172(6) d . . .
C3 C Uani 0.43060(13) 0.55369(13) 0.34658(13) 1.000 0.0221(6) d . . .
C4 C Uani 0.34864(15) 0.56693(19) 0.31103(19) 1.000 0.0447(10) d . . .
C5 C Uani 0.44909(16) 0.46470(14) 0.34916(17) 1.000 0.0345(8) d . . .
C6 C Uani 0.43057(18) 0.58344(16) 0.43684(16) 1.000 0.0385(9) d . . .
C7 C Uani 0.60883(12) 0.62746(12) 0.32809(13) 1.000 0.0181(6) d . . .
C8 C Uani 0.64710(16) 0.55320(16) 0.36414(19) 1.000 0.0405(9) d . . .
C9 C Uani 0.60240(16) 0.69261(18) 0.39279(18) 1.000 0.0416(9) d . . .
C10 C Uani 0.66385(14) 0.65838(17) 0.26027(16) 1.000 0.0355(8) d . . .
H1 H Uiso 0.41290 0.65760 0.18930 1.000 0.0150 c RU . .
H2A H Uiso 0.55610 0.57040 0.14280 1.000 0.0210 c RU . .
H2B H Uiso 0.46600 0.53340 0.15730 1.000 0.0210 c RU . .
H4A H Uiso 0.33750 0.62390 0.30880 1.000 0.0670 c RU . .
H4B H Uiso 0.30910 0.54080 0.34570 1.000 0.0670 c RU . .
H4C H Uiso 0.34630 0.54470 0.25560 1.000 0.0670 c RU . .
H5A H Uiso 0.44920 0.44340 0.29330 1.000 0.0520 c RU . .
H5B H Uiso 0.40870 0.43740 0.38170 1.000 0.0520 c RU . .
H5C H Uiso 0.50120 0.45640 0.37410 1.000 0.0520 c RU . .
H6A H Uiso 0.42040 0.64060 0.43780 1.000 0.0580 c RU . .
H6B H Uiso 0.48220 0.57260 0.46180 1.000 0.0580 c RU . .
H6C H Uiso 0.38910 0.55590 0.46770 1.000 0.0580 c RU . .
H8A H Uiso 0.65190 0.51270 0.32140 1.000 0.0610 c RU . .
H8B H Uiso 0.61410 0.53290 0.40890 1.000 0.0610 c RU . .
H8C H Uiso 0.69980 0.56640 0.38520 1.000 0.0610 c RU . .
H9A H Uiso 0.57650 0.73910 0.36890 1.000 0.0620 c RU . .
H9B H Uiso 0.65550 0.70720 0.41170 1.000 0.0620 c RU . .
H9C H Uiso 0.57110 0.67330 0.43920 1.000 0.0620 c RU . .
H10A H Uiso 0.66870 0.61830 0.21720 1.000 0.0530 c RU . .
H10B H Uiso 0.71630 0.66950 0.28340 1.000 0.0530 c RU . .
H10C H Uiso 0.64170 0.70710 0.23700 1.000 0.0530 c RU . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0088(3) 0.0088(3) 0.0090(5) 0.0000 0.0000 0.0000
Si2 0.0148(3) 0.0126(3) 0.0111(3) 0.0027(2) 0.0000(2) -0.0001(2)
C1 0.0127(9) 0.0111(9) 0.0136(10) 0.0014(8) -0.0007(8) -0.0006(7)
C2 0.0270(11) 0.0096(10) 0.0149(10) 0.0010(8) -0.0018(8) 0.0005(8)
C3 0.0238(11) 0.0205(11) 0.0220(11) 0.0089(9) 0.0044(9) -0.0027(9)
C4 0.0246(13) 0.0566(18) 0.0529(18) 0.0314(15) 0.0013(12) -0.0123(12)
C5 0.0420(15) 0.0237(13) 0.0379(14) 0.0117(11) 0.0052(12) -0.0071(11)
C6 0.0514(17) 0.0344(14) 0.0297(14) 0.0078(11) 0.0153(12) -0.0044(12)
C7 0.0185(10) 0.0193(10) 0.0164(10) 0.0032(8) -0.0038(8) 0.0018(8)
C8 0.0296(14) 0.0335(14) 0.0583(18) 0.0160(13) -0.0181(13) 0.0023(11)
C9 0.0290(14) 0.0536(18) 0.0423(16) -0.0217(14) -0.0075(12) -0.0027(12)
C10 0.0209(12) 0.0545(17) 0.0312(13) 0.0132(12) -0.0077(10) -0.0107(11)

#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C1 1.8894(19) . . yes
Si1 C1 1.8894(19) . 8_655 yes
Si1 C1 1.8894(19) . 11_665 yes
Si1 C1 1.8894(19) . 14_465 yes
Si2 C1 1.869(2) . . yes
Si2 C2 1.836(2) . . yes
Si2 C3 1.914(2) . . yes
Si2 C7 1.900(2) . . yes
C1 C2 1.585(3) . . no
C3 C4 1.517(3) . . no
C3 C5 1.535(3) . . no
C3 C6 1.557(3) . . no
C7 C8 1.528(3) . . no
C7 C9 1.529(4) . . no
C7 C10 1.537(3) . . no
C1 H1 1.0000 . . no
C2 H2A 0.9900 . . no
C2 H2B 0.9900 . . no
C4 H4A 0.9800 . . no
C4 H4B 0.9800 . . no
C4 H4C 0.9800 . . no
C5 H5A 0.9800 . . no
C5 H5B 0.9800 . . no
C5 H5C 0.9800 . . no
C6 H6A 0.9800 . . no
C6 H6B 0.9800 . . no
C6 H6C 0.9800 . . no
C8 H8A 0.9800 . . no
C8 H8B 0.9800 . . no
C8 H8C 0.9800 . . no
C9 H9A 0.9800 . . no
C9 H9B 0.9800 . . no
C9 H9C 0.9800 . . no
C10 H10A 0.9800 . . no
C10 H10B 0.9800 . . no
C10 H10C 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Si1 C1 107.81(8) . . 8_655 yes
C1 Si1 C1 112.86(8) . . 11_665 yes
C1 Si1 C1 107.81(8) . . 14_465 yes
C1 Si1 C1 107.81(8) 8_655 . 11_665 yes
C1 Si1 C1 112.86(8) 8_655 . 14_465 yes
C1 Si1 C1 107.81(8) 11_665 . 14_465 yes
C1 Si2 C2 50.63(8) . . . yes
C1 Si2 C3 116.85(9) . . . yes
C1 Si2 C7 121.43(9) . . . yes
C2 Si2 C3 113.17(9) . . . yes
C2 Si2 C7 118.73(10) . . . yes
C3 Si2 C7 118.04(9) . . . yes
Si1 C1 Si2 139.45(11) . . . yes
Si1 C1 C2 123.25(13) . . . yes
Si2 C1 C2 63.59(10) . . . yes
Si2 C2 C1 65.78(10) . . . yes
Si2 C3 C4 110.19(17) . . . yes
Si2 C3 C5 108.57(16) . . . yes
Si2 C3 C6 112.95(16) . . . yes
C4 C3 C5 109.9(2) . . . no
C4 C3 C6 108.3(2) . . . no
C5 C3 C6 106.85(19) . . . no
Si2 C7 C8 111.77(15) . . . yes
Si2 C7 C9 111.38(15) . . . yes
Si2 C7 C10 108.00(15) . . . yes
C8 C7 C9 110.8(2) . . . no
C8 C7 C10 107.49(19) . . . no
C9 C7 C10 107.23(19) . . . no
Si1 C1 H1 107.00 . . . no
Si2 C1 H1 107.00 . . . no
C2 C1 H1 107.00 . . . no
Si2 C2 H2A 117.00 . . . no
Si2 C2 H2B 117.00 . . . no
C1 C2 H2A 117.00 . . . no
C1 C2 H2B 117.00 . . . no
H2A C2 H2B 114.00 . . . no
C3 C4 H4A 109.00 . . . no
C3 C4 H4B 110.00 . . . no
C3 C4 H4C 109.00 . . . no
H4A C4 H4B 109.00 . . . no
H4A C4 H4C 109.00 . . . no
H4B C4 H4C 109.00 . . . no
C3 C5 H5A 110.00 . . . no
C3 C5 H5B 110.00 . . . no
C3 C5 H5C 110.00 . . . no
H5A C5 H5B 109.00 . . . no
H5A C5 H5C 109.00 . . . no
H5B C5 H5C 109.00 . . . no
C3 C6 H6A 109.00 . . . no
C3 C6 H6B 109.00 . . . no
C3 C6 H6C 109.00 . . . no
H6A C6 H6B 109.00 . . . no
H6A C6 H6C 109.00 . . . no
H6B C6 H6C 109.00 . . . no
C7 C8 H8A 109.00 . . . no
C7 C8 H8B 109.00 . . . no
C7 C8 H8C 109.00 . . . no
H8A C8 H8B 109.00 . . . no
H8A C8 H8C 109.00 . . . no
H8B C8 H8C 110.00 . . . no
C7 C9 H9A 109.00 . . . no
C7 C9 H9B 109.00 . . . no
C7 C9 H9C 109.00 . . . no
H9A C9 H9B 109.00 . . . no
H9A C9 H9C 110.00 . . . no
H9B C9 H9C 109.00 . . . no
C7 C10 H10A 109.00 . . . no
C7 C10 H10B 109.00 . . . no
C7 C10 H10C 109.00 . . . no
H10A C10 H10B 109.00 . . . no
H10A C10 H10C 109.00 . . . no
H10B C10 H10C 109.00 . . . no

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
C1 Si1 C1 Si2 72.93(18) 8_655 . . . no
C1 Si1 C1 C2 -14.10(18) 8_655 . . . no
C1 Si1 C1 Si2 -46.01(19) 11_665 . . . no
C1 Si1 C1 C2 -133.05(15) 11_665 . . . no
C1 Si1 C1 Si2 -164.95(15) 14_465 . . . no
C1 Si1 C1 C2 108.01(16) 14_465 . . . no
C2 Si2 C1 Si1 -111.2(2) . . . . no
C3 Si2 C1 Si1 149.90(15) . . . . no
C3 Si2 C1 C2 -98.92(13) . . . . no
C7 Si2 C1 Si1 -8.0(2) . . . . no
C7 Si2 C1 C2 103.14(13) . . . . no
C3 Si2 C2 C1 106.52(12) . . . . no
C7 Si2 C2 C1 -108.62(12) . . . . no
C1 Si2 C3 C4 1.0(2) . . . . no
C1 Si2 C3 C5 121.40(16) . . . . no
C1 Si2 C3 C6 -120.29(17) . . . . no
C2 Si2 C3 C4 -55.2(2) . . . . no
C2 Si2 C3 C5 65.22(18) . . . . no
C2 Si2 C3 C6 -176.46(16) . . . . no
C7 Si2 C3 C4 159.71(17) . . . . no
C7 Si2 C3 C5 -79.90(18) . . . . no
C7 Si2 C3 C6 38.4(2) . . . . no
C1 Si2 C7 C8 -147.51(16) . . . . no
C1 Si2 C7 C9 88.02(18) . . . . no
C1 Si2 C7 C10 -29.47(19) . . . . no
C2 Si2 C7 C8 -88.36(18) . . . . no
C2 Si2 C7 C9 147.18(16) . . . . no
C2 Si2 C7 C10 29.68(19) . . . . no
C3 Si2 C7 C8 54.8(2) . . . . no
C3 Si2 C7 C9 -69.66(19) . . . . no
C3 Si2 C7 C10 172.84(15) . . . . no
Si1 C1 C2 Si2 133.54(14) . . . . no

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;

_iucr_refine_instructions_details 
;
;

#===END
