# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_siloxane
_database_code_depnum_ccdc_archive 'CCDC 1871681'
_audit_update_record             
;
2018-11-24 deposited with the CCDC.
2018-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H22 O Si2'
_chemical_formula_sum            'C24 H22 O Si2'
_chemical_formula_weight         382.59

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.567(7)
_cell_length_b                   6.088(4)
_cell_length_c                   14.018(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.794(16)
_cell_angle_gamma                90
_cell_volume                     1067.0(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2954

_cell_measurement_theta_min      2.30

_cell_measurement_theta_max      24.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_F_000             404
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.177
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.626
_exptl_absorpt_correction_T_max  0.768
_exptl_absorpt_process_details   
'SADABS-2016/6 - Bruker AXS area detector scaling and absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CCD'

_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15339
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.075
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_full        25.242
_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             2107
_reflns_number_gt                1478
_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       'Bruker APEX3'

_computing_cell_refinement       'Bruker SAINT'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0656P)²+0.3689P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2107
_refine_ls_number_parameters     202
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1428
_refine_ls_wR_factor_gt          0.1200
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.049
_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
C1A C 0.3416(5) 0.6640(18) 0.6059(10) 0.051(2) Uani 0.5 1 d DG . P A -1
C2A C 0.3136(6) 0.8673(16) 0.6410(10) 0.078(3) Uani 0.5 1 d G . P A -1
H2A H 0.3657 0.9742 0.6549 0.094 Uiso 0.5 1 calc R U P A -1
C3A C 0.2078(7) 0.9108(12) 0.6552(8) 0.082(3) Uani 0.5 1 d G . P A -1
H3A H 0.1891 1.0469 0.6787 0.098 Uiso 0.5 1 calc R U P A -1
C4A C 0.1299(5) 0.7510(13) 0.6344(8) 0.074(3) Uani 0.5 1 d G . P A -1
H4A H 0.0591 0.7802 0.6439 0.088 Uiso 0.5 1 calc R U P A -1
C5A C 0.1578(6) 0.5477(13) 0.5993(8) 0.070(2) Uani 0.5 1 d G . P A -1
H5A H 0.1057 0.4408 0.5854 0.084 Uiso 0.5 1 calc R U P A -1
C6A C 0.2637(7) 0.5042(15) 0.5851(8) 0.0561(19) Uani 0.5 1 d G . P A -1
H6A H 0.2824 0.3682 0.5616 0.067 Uiso 0.5 1 calc R U P A -1
C7A C 0.5496(6) 0.5350(15) 0.7033(5) 0.0411(18) Uani 0.5 1 d DG . P A -1
C8A C 0.6098(7) 0.3437(14) 0.7155(4) 0.0438(15) Uani 0.5 1 d G . P A -1
H8A H 0.6109 0.2446 0.6651 0.053 Uiso 0.5 1 calc R U P A -1
C9A C 0.6682(7) 0.3004(13) 0.8030(5) 0.056(2) Uani 0.5 1 d G . P A -1
H9A H 0.7085 0.1724 0.8112 0.068 Uiso 0.5 1 calc R U P A -1
C10A C 0.6665(8) 0.4484(16) 0.8783(4) 0.071(2) Uani 0.5 1 d G . P A -1
H10A H 0.7056 0.4195 0.9369 0.085 Uiso 0.5 1 calc R U P A -1
C11A C 0.6063(7) 0.6398(15) 0.8661(6) 0.071(2) Uani 0.5 1 d G . P A -1
H11A H 0.6052 0.7388 0.9165 0.085 Uiso 0.5 1 calc R U P A -1
C12A C 0.5479(6) 0.6830(13) 0.7786(7) 0.057(2) Uani 0.5 1 d G . P A -1
H12A H 0.5076 0.8110 0.7705 0.068 Uiso 0.5 1 calc R U P A -1
C1B C 0.6687(5) 0.3051(19) 0.4075(10) 0.051(2) Uani 0.5 1 d DG . P A -1
C2B C 0.7189(6) 0.1334(15) 0.3645(9) 0.066(2) Uani 0.5 1 d G . P A -1
H2B H 0.6806 0.0075 0.3454 0.079 Uiso 0.5 1 calc R U P A -1
C3B C 0.8264(6) 0.1499(13) 0.3499(8) 0.079(3) Uani 0.5 1 d G . P A -1
H3B H 0.8600 0.0350 0.3211 0.094 Uiso 0.5 1 calc R U P A -1
C4B C 0.8837(5) 0.3380(15) 0.3785(8) 0.083(3) Uani 0.5 1 d G . P A -1
H4B H 0.9556 0.3491 0.3687 0.100 Uiso 0.5 1 calc R U P A -1
C5B C 0.8334(9) 0.5097(15) 0.4215(8) 0.087(3) Uani 0.5 1 d G . P A -1
H5B H 0.8718 0.6356 0.4406 0.105 Uiso 0.5 1 calc R U P A -1
C6B C 0.7259(9) 0.4932(16) 0.4361(9) 0.072(3) Uani 0.5 1 d G . P A -1
H6B H 0.6923 0.6081 0.4649 0.086 Uiso 0.5 1 calc R U P A -1
C7B C 0.4359(6) 0.4253(14) 0.3058(5) 0.0381(16) Uani 0.5 1 d DG . P A -1
C8B C 0.3941(8) 0.6359(14) 0.3104(4) 0.060(2) Uani 0.5 1 d G . P A -1
H8B H 0.4028 0.7141 0.3677 0.072 Uiso 0.5 1 calc R U P A -1
C9B C 0.3392(8) 0.7298(13) 0.2295(5) 0.070(2) Uani 0.5 1 d G . P A -1
H9B H 0.3112 0.8707 0.2326 0.084 Uiso 0.5 1 calc R U P A -1
C10B C 0.3261(8) 0.6129(15) 0.1439(4) 0.072(3) Uani 0.5 1 d G . P A -1
H10B H 0.2894 0.6757 0.0897 0.086 Uiso 0.5 1 calc R U P A -1
C11B C 0.3680(7) 0.4023(15) 0.1393(5) 0.075(3) Uani 0.5 1 d G . P A -1
H11B H 0.3592 0.3241 0.0820 0.091 Uiso 0.5 1 calc R U P A -1
C12B C 0.4229(6) 0.3085(13) 0.2202(7) 0.0511(19) Uani 0.5 1 d G . P A -1
H12B H 0.4508 0.1676 0.2172 0.061 Uiso 0.5 1 calc R U P A -1
O1 O 0.4941(5) 0.4359(5) 0.5056(3) 0.0691(13) Uani 0.5 1 d D . P A -1
Si1A Si 0.4838(4) 0.6258(6) 0.5846(3) 0.0521(8) Uani 0.5 1 d D . P A -1
H1A H 0.524(4) 0.831(6) 0.549(3) 0.063 Uiso 0.5 1 d D U P B -1
Si1B Si 0.5210(4) 0.3085(6) 0.4108(4) 0.0532(8) Uani 0.5 1 d D . P A -1
H1B H 0.478(4) 0.088(5) 0.412(3) 0.064 Uiso 0.5 1 d D U P C -1


_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
C1A C2A 1.3900 . ?
C1A C6A 1.3900 . ?
C1A Si1A 1.857(5) . ?
C2A C3A 1.3900 . ?
C2A H2A 0.9300 . ?
C3A C4A 1.3900 . ?
C3A H3A 0.9300 . ?
C4A C5A 1.3900 . ?
C4A H4A 0.9300 . ?
C5A C6A 1.3900 . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?
C7A C8A 1.3900 . ?
C7A C12A 1.3900 . ?
C7A Si1A 1.866(5) . ?
C8A C9A 1.3900 . ?
C8A H8A 0.9300 . ?
C9A C10A 1.3900 . ?
C9A H9A 0.9300 . ?
C10A C11A 1.3900 . ?
C10A H10A 0.9300 . ?
C11A C12A 1.3900 . ?
C11A H11A 0.9300 . ?
C12A H12A 0.9300 . ?
C1B C2B 1.3900 . ?
C1B C6B 1.3900 . ?
C1B Si1B 1.860(5) . ?
C2B C3B 1.3900 . ?
C2B H2B 0.9300 . ?
C3B C4B 1.3900 . ?
C3B H3B 0.9300 . ?
C4B C5B 1.3900 . ?
C4B H4B 0.9300 . ?
C5B C6B 1.3900 . ?
C5B H5B 0.9300 . ?
C6B H6B 0.9300 . ?
C7B C8B 1.3900 . ?
C7B C12B 1.3900 . ?
C7B Si1B 1.870(5) . ?
C8B C9B 1.3900 . ?
C8B H8B 0.9300 . ?
C9B C10B 1.3900 . ?
C9B H9B 0.9300 . ?
C10B C11B 1.3900 . ?
C10B H10B 0.9300 . ?
C11B C12B 1.3900 . ?
C11B H11B 0.9300 . ?
C12B H12B 0.9300 . ?
O1 Si1B 1.604(5) . ?
O1 Si1A 1.615(4) . ?
Si1A H1A 1.45(3) . ?
Si1B H1B 1.45(3) . ?

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
C2A C1A C6A 120.0 . . ?
C2A C1A Si1A 116.7(6) . . ?
C6A C1A Si1A 123.2(6) . . ?
C3A C2A C1A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C5A C6A C1A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C1A C6A H6A 120.0 . . ?
C8A C7A C12A 120.0 . . ?
C8A C7A Si1A 123.0(6) . . ?
C12A C7A Si1A 116.5(5) . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C10A C9A C8A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C11A C10A C9A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A C7A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C7A C12A H12A 120.0 . . ?
C2B C1B C6B 120.0 . . ?
C2B C1B Si1B 121.1(7) . . ?
C6B C1B Si1B 118.2(6) . . ?
C3B C2B C1B 120.0 . . ?
C3B C2B H2B 120.0 . . ?
C1B C2B H2B 120.0 . . ?
C2B C3B C4B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C4B C3B H3B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C5B C4B H4B 120.0 . . ?
C6B C5B C4B 120.0 . . ?
C6B C5B H5B 120.0 . . ?
C4B C5B H5B 120.0 . . ?
C5B C6B C1B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C1B C6B H6B 120.0 . . ?
C8B C7B C12B 120.0 . . ?
C8B C7B Si1B 120.2(5) . . ?
C12B C7B Si1B 119.5(5) . . ?
C9B C8B C7B 120.0 . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C10B C9B C8B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C9B C10B C11B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
C11B C10B H10B 120.0 . . ?
C12B C11B C10B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C11B C12B C7B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C7B C12B H12B 120.0 . . ?
Si1B O1 Si1A 162.2(4) . . ?
O1 Si1A C1A 110.1(5) . . ?
O1 Si1A C7A 109.9(4) . . ?
C1A Si1A C7A 103.9(6) . . ?
O1 Si1A H1A 109.2(17) . . ?
C1A Si1A H1A 108.7(19) . . ?
C7A Si1A H1A 114.8(19) . . ?
O1 Si1B C1B 108.7(5) . . ?
O1 Si1B C7B 108.4(4) . . ?
C1B Si1B C7B 118.6(6) . . ?
O1 Si1B H1B 108.9(18) . . ?
C1B Si1B H1B 111.6(19) . . ?
C7B Si1B H1B 100(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A C3A 0.0 . . . . ?
Si1A C1A C2A C3A 177.5(9) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
C3A C4A C5A C6A 0.0 . . . . ?
C4A C5A C6A C1A 0.0 . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
Si1A C1A C6A C5A -177.4(10) . . . . ?
C12A C7A C8A C9A 0.0 . . . . ?
Si1A C7A C8A C9A 171.4(6) . . . . ?
C7A C8A C9A C10A 0.0 . . . . ?
C8A C9A C10A C11A 0.0 . . . . ?
C9A C10A C11A C12A 0.0 . . . . ?
C10A C11A C12A C7A 0.0 . . . . ?
C8A C7A C12A C11A 0.0 . . . . ?
Si1A C7A C12A C11A -172.0(6) . . . . ?
C6B C1B C2B C3B 0.0 . . . . ?
Si1B C1B C2B C3B 170.2(9) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
C3B C4B C5B C6B 0.0 . . . . ?
C4B C5B C6B C1B 0.0 . . . . ?
C2B C1B C6B C5B 0.0 . . . . ?
Si1B C1B C6B C5B -170.5(9) . . . . ?
C12B C7B C8B C9B 0.0 . . . . ?
Si1B C7B C8B C9B 174.1(6) . . . . ?
C7B C8B C9B C10B 0.0 . . . . ?
C8B C9B C10B C11B 0.0 . . . . ?
C9B C10B C11B C12B 0.0 . . . . ?
C10B C11B C12B C7B 0.0 . . . . ?
C8B C7B C12B C11B 0.0 . . . . ?
Si1B C7B C12B C11B -174.1(6) . . . . ?
Si1B O1 Si1A C1A 122.3(18) . . . . ?
Si1B O1 Si1A C7A -123.8(17) . . . . ?
C2A C1A Si1A O1 -155.9(5) . . . . ?
C6A C1A Si1A O1 21.5(9) . . . . ?
C2A C1A Si1A C7A 86.4(7) . . . . ?
C6A C1A Si1A C7A -96.2(8) . . . . ?
C8A C7A Si1A O1 7.9(6) . . . . ?
C12A C7A Si1A O1 179.5(5) . . . . ?
C8A C7A Si1A C1A 125.7(6) . . . . ?
C12A C7A Si1A C1A -62.6(6) . . . . ?
Si1A O1 Si1B C1B 63.0(19) . . . . ?
Si1A O1 Si1B C7B -67.1(19) . . . . ?
C2B C1B Si1B O1 149.8(6) . . . . ?
C6B C1B Si1B O1 -39.8(7) . . . . ?
C2B C1B Si1B C7B -85.9(7) . . . . ?
C6B C1B Si1B C7B 84.5(8) . . . . ?
C8B C7B Si1B O1 22.7(6) . . . . ?
C12B C7B Si1B O1 -163.2(5) . . . . ?
C8B C7B Si1B C1B -101.7(7) . . . . ?
C12B C7B Si1B C1B 72.4(7) . . . . ?

_refine_diff_density_max         0.146
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.037

