# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_U34_A_0m
_database_code_depnum_ccdc_archive 'CCDC 1429878'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
(3R*,4R*,5R*)-5-phenyl-3-(triisopropylsilyloxy)-4-vinyldihydrofuran-2(3H)-one
_chemical_name_common            ?
_chemical_melting_point          346.9-347.7
_chemical_formula_moiety         'C20.50 H29.50 O3 Si, C21 H32 O3 Si'
_chemical_formula_sum            'C41.50 H61.50 O6 Si2'
_chemical_formula_weight         712.58

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'
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                   11.9536(5)
_cell_length_b                   13.6314(6)
_cell_length_c                   13.8816(6)
_cell_angle_alpha                84.881(3)
_cell_angle_beta                 77.283(3)
_cell_angle_gamma                88.864(3)
_cell_volume                     2197.64(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      66.60

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_F_000             773
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    1.050
_shelx_estimated_absorpt_T_min   0.768
_shelx_estimated_absorpt_T_max   0.859
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7680
_exptl_absorpt_correction_T_max  0.8590
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46104
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.255
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.937
_reflns_number_total             7468
_reflns_number_gt                5047
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Disorder on isopropyl group.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1396P)²+0.1952P] 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         7468
_refine_ls_number_parameters     458
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_ref         0.2315
_refine_ls_wR_factor_gt          0.2084
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.114
_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 0.29965(6) 0.95218(5) 0.18758(5) 0.0591(3) Uani 1 1 d . . . . .
Si2 Si 0.25948(10) 0.28343(8) 0.55176(7) 0.0969(4) Uani 1 1 d . . . . .
O1 O 0.10638(15) 0.95063(13) -0.09795(13) 0.0653(5) Uani 1 1 d . . . . .
O2 O 0.17138(17) 1.08031(16) -0.04149(16) 0.0793(6) Uani 1 1 d . . . . .
O3 O 0.28000(14) 0.93978(13) 0.07521(12) 0.0620(5) Uani 1 1 d . . . . .
O4 O 0.11788(18) 0.31747(18) 0.91330(17) 0.0902(7) Uani 1 1 d . . . . .
O5 O 0.0165(2) 0.2805(3) 0.8060(2) 0.1342(11) Uani 1 1 d . . . . .
O6 O 0.2211(2) 0.33135(18) 0.65747(16) 0.0930(7) Uani 1 1 d . . . . .
C1 C 0.1009(2) 0.84415(19) -0.07381(18) 0.0567(6) Uani 1 1 d . . . . .
H1 H 0.0260 0.8280 -0.0303 0.068 Uiso 1 1 calc R U . . .
C2 C 0.1937(2) 0.82314(19) -0.01318(17) 0.0535(6) Uani 1 1 d . . . . .
H2 H 0.1736 0.7646 0.0335 0.064 Uiso 1 1 calc R U . . .
C3 C 0.1827(2) 0.91556(19) 0.04219(18) 0.0560(6) Uani 1 1 d . . . . .
H3 H 0.1173 0.9081 0.0990 0.067 Uiso 1 1 calc R U . . .
C4 C 0.1549(2) 0.9934(2) -0.0335(2) 0.0606(7) Uani 1 1 d . . . . .
C5 C 0.1106(2) 0.7929(2) -0.16554(19) 0.0584(6) Uani 1 1 d . . . . .
C6 C 0.0496(3) 0.7088(2) -0.1632(2) 0.0777(8) Uani 1 1 d . . . . .
H6 H 0.0011 0.6846 -0.1043 0.093 Uiso 1 1 calc R U . . .
C7 C 0.0590(4) 0.6591(3) -0.2473(3) 0.1012(11) Uani 1 1 d . . . . .
H7 H 0.0189 0.6007 -0.2442 0.121 Uiso 1 1 calc R U . . .
C8 C 0.1266(4) 0.6957(4) -0.3339(3) 0.1070(13) Uani 1 1 d . . . . .
H8 H 0.1316 0.6634 -0.3910 0.128 Uiso 1 1 calc R U . . .
C9 C 0.1861(4) 0.7783(4) -0.3373(3) 0.1008(12) Uani 1 1 d . . . . .
H9 H 0.2328 0.8024 -0.3972 0.121 Uiso 1 1 calc R U . . .
C10 C 0.1803(3) 0.8282(3) -0.2557(2) 0.0807(9) Uani 1 1 d . . . . .
H10 H 0.2227 0.8855 -0.2601 0.097 Uiso 1 1 calc R U . . .
C11 C 0.3115(2) 0.8127(2) -0.07580(19) 0.0608(7) Uani 1 1 d . . . . .
H11 H 0.3464 0.8693 -0.1111 0.073 Uiso 1 1 calc R U . . .
C12 C 0.3692(3) 0.7309(3) -0.0848(3) 0.0919(10) Uani 1 1 d . . . . .
H12A H 0.3373 0.6727 -0.0507 0.110 Uiso 1 1 calc R U . . .
H12B H 0.4423 0.7307 -0.1255 0.110 Uiso 1 1 calc R U . . .
C13 C 0.2285(3) 0.8476(2) 0.2742(2) 0.0815(9) Uani 1 1 d . . . . .
H13 H 0.1471 0.8517 0.2721 0.098 Uiso 1 1 calc R U . . .
C14 C 0.2673(4) 0.7462(3) 0.2440(3) 0.1183(14) Uani 1 1 d . . . . .
H14A H 0.3451 0.7357 0.2502 0.177 Uiso 1 1 calc R U . . .
H14B H 0.2624 0.7414 0.1765 0.177 Uiso 1 1 calc R U . . .
H14C H 0.2188 0.6972 0.2863 0.177 Uiso 1 1 calc R U . . .
C15 C 0.2329(4) 0.8563(3) 0.3827(3) 0.1156(13) Uani 1 1 d . . . . .
H15A H 0.1934 0.8015 0.4234 0.173 Uiso 1 1 calc R U . . .
H15B H 0.1967 0.9166 0.4039 0.173 Uiso 1 1 calc R U . . .
H15C H 0.3114 0.8563 0.3887 0.173 Uiso 1 1 calc R U . . .
C16 C 0.4594(3) 0.9572(3) 0.1652(2) 0.0791(9) Uani 1 1 d . . . . .
H16 H 0.4816 1.0134 0.1159 0.095 Uiso 1 1 calc R U . . .
C17 C 0.5201(3) 0.8697(4) 0.1172(4) 0.1261(15) Uani 1 1 d . . . . .
H17A H 0.5995 0.8855 0.0909 0.189 Uiso 1 1 calc R U . . .
H17B H 0.4853 0.8539 0.0645 0.189 Uiso 1 1 calc R U . . .
H17C H 0.5141 0.8142 0.1657 0.189 Uiso 1 1 calc R U . . .
C18 C 0.5046(3) 0.9820(4) 0.2549(3) 0.1205(15) Uani 1 1 d . . . . .
H18A H 0.4790 0.9330 0.3090 0.181 Uiso 1 1 calc R U . . .
H18B H 0.4763 1.0454 0.2740 0.181 Uiso 1 1 calc R U . . .
H18C H 0.5869 0.9832 0.2381 0.181 Uiso 1 1 calc R U . . .
C19 C 0.2381(3) 1.0708(2) 0.2330(2) 0.0827(9) Uani 1 1 d . . . . .
H19 H 0.2613 1.0779 0.2955 0.099 Uiso 1 1 calc R U . . .
C20 C 0.2859(4) 1.1598(3) 0.1619(3) 0.1220(15) Uani 1 1 d . . . . .
H20A H 0.2673 1.1542 0.0987 0.183 Uiso 1 1 calc R U . . .
H20B H 0.3677 1.1620 0.1537 0.183 Uiso 1 1 calc R U . . .
H20C H 0.2528 1.2190 0.1885 0.183 Uiso 1 1 calc R U . . .
C21 C 0.1074(4) 1.0713(3) 0.2558(3) 0.1210(15) Uani 1 1 d . . . . .
H21A H 0.0797 1.1314 0.2839 0.182 Uiso 1 1 calc R U . . .
H21B H 0.0789 1.0162 0.3021 0.182 Uiso 1 1 calc R U . . .
H21C H 0.0813 1.0667 0.1957 0.182 Uiso 1 1 calc R U . . .
C22 C 0.2379(3) 0.3277(2) 0.9140(2) 0.0739(8) Uani 1 1 d . . . . .
H22 H 0.2672 0.2626 0.9322 0.089 Uiso 1 1 calc R U . . .
C23 C 0.2946(2) 0.3577(2) 0.8053(2) 0.0740(8) Uani 1 1 d . . . . .
H23 H 0.3751 0.3370 0.7911 0.089 Uiso 1 1 calc R U . . .
C24 C 0.2249(3) 0.2959(3) 0.7544(2) 0.0772(8) Uani 1 1 d . . . . .
H24 H 0.2551 0.2285 0.7542 0.093 Uiso 1 1 calc R U . . .
C25 C 0.1068(3) 0.2958(3) 0.8229(3) 0.0938(10) Uani 1 1 d . . . . .
C26 C 0.2533(3) 0.3952(2) 0.9892(2) 0.0804(9) Uani 1 1 d . . . . .
C27 C 0.3530(4) 0.3895(3) 1.0221(3) 0.1087(13) Uani 1 1 d . . . . .
H27 H 0.4074 0.3428 0.9981 0.130 Uiso 1 1 calc R U . . .
C28 C 0.3759(6) 0.4497(4) 1.0892(4) 0.1411(19) Uani 1 1 d . . . . .
H28 H 0.4460 0.4458 1.1080 0.169 Uiso 1 1 calc R U . . .
C29 C 0.2957(7) 0.5147(4) 1.1275(4) 0.1431(19) Uani 1 1 d . . . . .
H29 H 0.3085 0.5527 1.1764 0.172 Uiso 1 1 calc R U . . .
C30 C 0.1950(5) 0.5254(3) 1.0951(4) 0.1268(17) Uani 1 1 d . . . . .
H30 H 0.1412 0.5722 1.1199 0.152 Uiso 1 1 calc R U . . .
C31 C 0.1743(4) 0.4649(3) 1.0243(3) 0.1039(12) Uani 1 1 d . . . . .
H31 H 0.1071 0.4722 1.0011 0.125 Uiso 1 1 calc R U . . .
C32 C 0.2855(3) 0.4656(3) 0.7772(3) 0.0944(10) Uani 1 1 d . . . . .
H32 H 0.2122 0.4916 0.7820 0.113 Uiso 1 1 calc R U . . .
C33 C 0.3699(5) 0.5251(4) 0.7471(3) 0.1264(15) Uani 1 1 d . . . . .
H33A H 0.4447 0.5022 0.7413 0.152 Uiso 1 1 calc R U . . .
H33B H 0.3565 0.5914 0.7311 0.152 Uiso 1 1 calc R U . . .
C34 C 0.4165(5) 0.2492(4) 0.5362(4) 0.1461(19) Uani 1 1 d . . . . .
H34 H 0.4296 0.1883 0.5753 0.175 Uiso 1 1 calc R U . A 1
C35' C 0.4394(16) 0.2362(14) 0.4057(13) 0.240(8) Uiso 0.529(7) 1 d . . P B 1
H35A H 0.3972 0.2862 0.3756 0.360 Uiso 0.529(7) 1 calc R U P B 1
H35B H 0.4135 0.1724 0.3957 0.360 Uiso 0.529(7) 1 calc R U P B 1
H35C H 0.5196 0.2430 0.3760 0.360 Uiso 0.529(7) 1 calc R U P B 1
C35" C 0.4722(9) 0.1750(8) 0.4627(7) 0.120(3) Uiso 0.471(7) 1 d . . P B 2
H35D H 0.5360 0.1438 0.4846 0.180 Uiso 0.471(7) 1 calc R U P B 2
H35E H 0.4985 0.2090 0.3982 0.180 Uiso 0.471(7) 1 calc R U P B 2
H35F H 0.4169 0.1261 0.4593 0.180 Uiso 0.471(7) 1 calc R U P B 2
C36 C 0.4959(4) 0.3286(5) 0.5394(4) 0.158(2) Uani 1 1 d . . . . .
H36A H 0.5729 0.3037 0.5271 0.237 Uiso 1 1 calc R U . . .
H36B H 0.4773 0.3535 0.6035 0.237 Uiso 1 1 calc R U . . .
H36C H 0.4895 0.3807 0.4896 0.237 Uiso 1 1 calc R U . . .
C37 C 0.2251(9) 0.3835(5) 0.4627(4) 0.199(4) Uani 1 1 d . . . . .
C38' C 0.2680(8) 0.4807(8) 0.4659(7) 0.137(4) Uiso 0.529(7) 1 d . . P B 1
H38A H 0.2323 0.5057 0.5278 0.205 Uiso 0.529(7) 1 calc R U P B 1
H38B H 0.2507 0.5233 0.4122 0.205 Uiso 0.529(7) 1 calc R U P B 1
H38C H 0.3495 0.4779 0.4598 0.205 Uiso 0.529(7) 1 calc R U P B 1
C38" C 0.110(2) 0.4285(18) 0.4933(16) 0.272(11) Uiso 0.471(7) 1 d . . P B 2
H38D H 0.1158 0.4863 0.5265 0.409 Uiso 0.471(7) 1 calc R U P B 2
H38E H 0.0593 0.3819 0.5374 0.409 Uiso 0.471(7) 1 calc R U P B 2
H38F H 0.0789 0.4462 0.4357 0.409 Uiso 0.471(7) 1 calc R U P B 2
C39" C 0.2669(11) 0.3547(10) 0.3560(9) 0.169(5) Uiso 0.471(7) 1 d . . P B 2
H39D H 0.3433 0.3287 0.3479 0.254 Uiso 0.471(7) 1 calc R U P B 2
H39E H 0.2667 0.4118 0.3103 0.254 Uiso 0.471(7) 1 calc R U P B 2
H39F H 0.2167 0.3057 0.3433 0.254 Uiso 0.471(7) 1 calc R U P B 2
C40' C 0.1920(7) 0.1651(5) 0.5329(6) 0.090(2) Uiso 0.529(7) 1 d . . P B 1
H40' H 0.2389 0.1403 0.4729 0.109 Uiso 0.529(7) 1 calc R U P B 1
C40" C 0.1382(12) 0.1827(9) 0.5824(9) 0.134(4) Uiso 0.471(7) 1 d . . P B 2
H40" H 0.0844 0.2035 0.6410 0.161 Uiso 0.471(7) 1 calc DR U P B 2
C41 C 0.0770(7) 0.1738(7) 0.5191(7) 0.252(5) Uani 1 1 d . . . . .
H41A H 0.0284 0.1288 0.5666 0.379 Uiso 1 1 calc DR U . B 1
H41B H 0.0752 0.1583 0.4533 0.379 Uiso 1 1 calc R U . B 1
H41C H 0.0503 0.2399 0.5280 0.379 Uiso 1 1 calc DR U . B 1
C42 C 0.1959(7) 0.0857(4) 0.6212(5) 0.195(3) Uani 1 1 d . . . . .
H42A H 0.1773 0.1160 0.6826 0.293 Uiso 1 1 calc DR U . B 1
H42B H 0.2715 0.0578 0.6127 0.293 Uiso 1 1 calc R U . B 1
H42C H 0.1414 0.0346 0.6223 0.293 Uiso 1 1 calc R U . B 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
Si1 O3 1.6513(18) . ?
Si1 C19 1.867(3) . ?
Si1 C16 1.868(3) . ?
Si1 C13 1.869(3) . ?
Si2 O6 1.629(3) . ?
Si2 C37 1.860(6) . ?
Si2 C40' 1.881(7) . ?
Si2 C34 1.895(6) . ?
Si2 C40" 1.968(12) . ?
O1 C4 1.346(3) . ?
O1 C1 1.460(3) . ?
O2 C4 1.196(3) . ?
O3 C3 1.396(3) . ?
O4 C25 1.349(4) . ?
O4 C22 1.446(4) . ?
O5 C25 1.180(4) . ?
O6 C24 1.399(3) . ?
C1 C5 1.488(4) . ?
C1 C2 1.542(3) . ?
C1 H1 0.9800 . ?
C2 C11 1.495(3) . ?
C2 C3 1.522(3) . ?
C2 H2 0.9800 . ?
C3 C4 1.511(4) . ?
C3 H3 0.9800 . ?
C5 C6 1.365(4) . ?
C5 C10 1.393(4) . ?
C6 C7 1.383(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.353(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.336(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.361(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.300(4) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9300 . ?
C12 H12B 0.9300 . ?
C13 C14 1.514(5) . ?
C13 C15 1.534(5) . ?
C13 H13 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.512(5) . ?
C16 C18 1.528(5) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C21 1.524(5) . ?
C19 C20 1.529(5) . ?
C19 H19 0.9800 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C26 1.495(5) . ?
C22 C23 1.533(4) . ?
C22 H22 0.9800 . ?
C23 C32 1.495(5) . ?
C23 C24 1.517(5) . ?
C23 H23 0.9800 . ?
C24 C25 1.519(4) . ?
C24 H24 0.9800 . ?
C26 C27 1.365(5) . ?
C26 C31 1.370(5) . ?
C27 C28 1.368(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.347(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.375(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.403(6) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.280(5) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9300 . ?
C33 H33B 0.9300 . ?
C34 C36 1.464(7) . ?
C34 C35" 1.538(10) . ?
C34 C35' 1.796(17) . ?
C34 H34 0.9800 . ?
C35' H35A 0.9600 . ?
C35' H35B 0.9600 . ?
C35' H35C 0.9600 . ?
C35" H35D 0.9600 . ?
C35" H35E 0.9600 . ?
C35" H35F 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38' 1.438(11) . ?
C37 C38" 1.49(2) . ?
C37 C39" 1.538(13) . ?
C38' H38A 0.9600 . ?
C38' H38B 0.9600 . ?
C38' H38C 0.9600 . ?
C38" H38D 0.9600 . ?
C38" H38E 0.9600 . ?
C38" H38F 0.9600 . ?
C39" H39D 0.9600 . ?
C39" H39E 0.9600 . ?
C39" H39F 0.9600 . ?
C40' C41 1.431(10) . ?
C40' C42 1.570(9) . ?
C40' H40' 0.9800 . ?
C40" C41 1.277(10) . ?
C40" C42 1.586(13) . ?
C40" H40" 0.9800 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?

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
O3 Si1 C19 110.98(12) . . ?
O3 Si1 C16 101.73(11) . . ?
C19 Si1 C16 109.35(15) . . ?
O3 Si1 C13 109.19(12) . . ?
C19 Si1 C13 109.20(16) . . ?
C16 Si1 C13 116.19(15) . . ?
O6 Si2 C37 102.5(2) . . ?
O6 Si2 C40' 119.8(3) . . ?
C37 Si2 C40' 109.4(3) . . ?
O6 Si2 C34 106.97(19) . . ?
C37 Si2 C34 116.1(4) . . ?
C40' Si2 C34 102.7(3) . . ?
O6 Si2 C40" 95.0(4) . . ?
C37 Si2 C40" 110.4(4) . . ?
C34 Si2 C40" 121.6(4) . . ?
C4 O1 C1 109.98(19) . . ?
C3 O3 Si1 131.43(15) . . ?
C25 O4 C22 109.9(2) . . ?
C24 O6 Si2 132.4(2) . . ?
O1 C1 C5 110.2(2) . . ?
O1 C1 C2 104.01(19) . . ?
C5 C1 C2 117.7(2) . . ?
O1 C1 H1 108.2 . . ?
C5 C1 H1 108.2 . . ?
C2 C1 H1 108.2 . . ?
C11 C2 C3 111.7(2) . . ?
C11 C2 C1 113.6(2) . . ?
C3 C2 C1 99.97(19) . . ?
C11 C2 H2 110.4 . . ?
C3 C2 H2 110.4 . . ?
C1 C2 H2 110.4 . . ?
O3 C3 C4 111.9(2) . . ?
O3 C3 C2 115.08(19) . . ?
C4 C3 C2 102.3(2) . . ?
O3 C3 H3 109.1 . . ?
C4 C3 H3 109.1 . . ?
C2 C3 H3 109.1 . . ?
O2 C4 O1 121.3(2) . . ?
O2 C4 C3 129.4(2) . . ?
O1 C4 C3 109.4(2) . . ?
C6 C5 C10 117.8(3) . . ?
C6 C5 C1 120.0(2) . . ?
C10 C5 C1 122.1(3) . . ?
C5 C6 C7 120.9(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C9 C8 C7 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 121.9(4) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C5 119.7(3) . . ?
C9 C10 H10 120.1 . . ?
C5 C10 H10 120.1 . . ?
C12 C11 C2 125.3(3) . . ?
C12 C11 H11 117.4 . . ?
C2 C11 H11 117.4 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C14 C13 C15 110.5(3) . . ?
C14 C13 Si1 114.8(3) . . ?
C15 C13 Si1 113.5(3) . . ?
C14 C13 H13 105.7 . . ?
C15 C13 H13 105.7 . . ?
Si1 C13 H13 105.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C18 112.4(3) . . ?
C17 C16 Si1 114.4(2) . . ?
C18 C16 Si1 114.1(2) . . ?
C17 C16 H16 104.9 . . ?
C18 C16 H16 104.9 . . ?
Si1 C16 H16 104.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C20 110.6(3) . . ?
C21 C19 Si1 112.5(3) . . ?
C20 C19 Si1 112.3(2) . . ?
C21 C19 H19 107.0 . . ?
C20 C19 H19 107.0 . . ?
Si1 C19 H19 107.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 C26 111.0(2) . . ?
O4 C22 C23 104.0(2) . . ?
C26 C22 C23 117.2(3) . . ?
O4 C22 H22 108.1 . . ?
C26 C22 H22 108.1 . . ?
C23 C22 H22 108.1 . . ?
C32 C23 C24 112.6(3) . . ?
C32 C23 C22 113.2(3) . . ?
C24 C23 C22 99.8(2) . . ?
C32 C23 H23 110.3 . . ?
C24 C23 H23 110.3 . . ?
C22 C23 H23 110.3 . . ?
O6 C24 C23 115.1(3) . . ?
O6 C24 C25 111.6(3) . . ?
C23 C24 C25 102.6(3) . . ?
O6 C24 H24 109.1 . . ?
C23 C24 H24 109.1 . . ?
C25 C24 H24 109.1 . . ?
O5 C25 O4 121.9(3) . . ?
O5 C25 C24 129.3(4) . . ?
O4 C25 C24 108.8(3) . . ?
C27 C26 C31 118.2(4) . . ?
C27 C26 C22 118.4(3) . . ?
C31 C26 C22 123.4(4) . . ?
C26 C27 C28 122.5(4) . . ?
C26 C27 H27 118.7 . . ?
C28 C27 H27 118.7 . . ?
C29 C28 C27 119.1(5) . . ?
C29 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C28 C29 C30 120.7(5) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C31 119.3(4) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 H30 120.4 . . ?
C26 C31 C30 120.0(5) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C33 C32 C23 125.6(4) . . ?
C33 C32 H32 117.2 . . ?
C23 C32 H32 117.2 . . ?
C32 C33 H33A 120.0 . . ?
C32 C33 H33B 120.0 . . ?
H33A C33 H33B 120.0 . . ?
C36 C34 C35" 111.4(5) . . ?
C36 C34 C35' 102.3(7) . . ?
C36 C34 Si2 116.7(4) . . ?
C35" C34 Si2 121.2(5) . . ?
C35' C34 Si2 95.0(7) . . ?
C36 C34 H34 113.6 . . ?
C35' C34 H34 113.6 . . ?
Si2 C34 H34 113.6 . . ?
C34 C35' H35A 109.5 . . ?
C34 C35' H35B 109.5 . . ?
H35A C35' H35B 109.5 . . ?
C34 C35' H35C 109.5 . . ?
H35A C35' H35C 109.5 . . ?
H35B C35' H35C 109.5 . . ?
C34 C35" H35D 109.5 . . ?
C34 C35" H35E 109.5 . . ?
H35D C35" H35E 109.5 . . ?
C34 C35" H35F 109.5 . . ?
H35D C35" H35F 109.5 . . ?
H35E C35" H35F 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38" C37 C39" 119.9(11) . . ?
C38' C37 Si2 118.1(6) . . ?
C38" C37 Si2 114.7(11) . . ?
C39" C37 Si2 109.8(7) . . ?
C37 C38' H38A 109.5 . . ?
C37 C38' H38B 109.5 . . ?
H38A C38' H38B 109.5 . . ?
C37 C38' H38C 109.5 . . ?
H38A C38' H38C 109.5 . . ?
H38B C38' H38C 109.5 . . ?
C37 C38" H38D 109.5 . . ?
C37 C38" H38E 109.5 . . ?
H38D C38" H38E 109.5 . . ?
C37 C38" H38F 109.5 . . ?
H38D C38" H38F 109.5 . . ?
H38E C38" H38F 109.5 . . ?
C37 C39" H39D 109.5 . . ?
C37 C39" H39E 109.5 . . ?
H39D C39" H39E 109.5 . . ?
C37 C39" H39F 109.5 . . ?
H39D C39" H39F 109.5 . . ?
H39E C39" H39F 109.5 . . ?
C41 C40' C42 109.2(6) . . ?
C41 C40' Si2 115.3(6) . . ?
C42 C40' Si2 110.5(4) . . ?
C41 C40' H40' 107.2 . . ?
C42 C40' H40' 107.2 . . ?
Si2 C40' H40' 107.2 . . ?
C41 C40" C42 117.1(9) . . ?
C41 C40" Si2 118.3(8) . . ?
C42 C40" Si2 105.6(7) . . ?
C41 C40" H40" 104.8 . . ?
C42 C40" H40" 104.8 . . ?
Si2 C40" H40" 104.8 . . ?
C40' C41 H41A 109.5 . . ?
C40' C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40' C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40' C42 H42A 109.5 . . ?
C40' C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40' C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

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
C19 Si1 O3 C3 -75.8(2) . . . . ?
C16 Si1 O3 C3 167.9(2) . . . . ?
C13 Si1 O3 C3 44.6(2) . . . . ?
C37 Si2 O6 C24 -179.2(4) . . . . ?
C40' Si2 O6 C24 59.5(4) . . . . ?
C34 Si2 O6 C24 -56.6(3) . . . . ?
C40" Si2 O6 C24 68.6(4) . . . . ?
C4 O1 C1 C5 -148.8(2) . . . . ?
C4 O1 C1 C2 -21.8(2) . . . . ?
O1 C1 C2 C11 -83.9(2) . . . . ?
C5 C1 C2 C11 38.2(3) . . . . ?
O1 C1 C2 C3 35.1(2) . . . . ?
C5 C1 C2 C3 157.3(2) . . . . ?
Si1 O3 C3 C4 123.4(2) . . . . ?
Si1 O3 C3 C2 -120.4(2) . . . . ?
C11 C2 C3 O3 -36.4(3) . . . . ?
C1 C2 C3 O3 -156.8(2) . . . . ?
C11 C2 C3 C4 85.2(2) . . . . ?
C1 C2 C3 C4 -35.3(2) . . . . ?
C1 O1 C4 O2 177.6(2) . . . . ?
C1 O1 C4 C3 -1.7(3) . . . . ?
O3 C3 C4 O2 -30.8(4) . . . . ?
C2 C3 C4 O2 -154.6(3) . . . . ?
O3 C3 C4 O1 148.3(2) . . . . ?
C2 C3 C4 O1 24.6(2) . . . . ?
O1 C1 C5 C6 -143.9(2) . . . . ?
C2 C1 C5 C6 97.1(3) . . . . ?
O1 C1 C5 C10 35.7(3) . . . . ?
C2 C1 C5 C10 -83.3(3) . . . . ?
C10 C5 C6 C7 1.5(5) . . . . ?
C1 C5 C6 C7 -178.9(3) . . . . ?
C5 C6 C7 C8 -2.1(5) . . . . ?
C6 C7 C8 C9 1.6(6) . . . . ?
C7 C8 C9 C10 -0.5(6) . . . . ?
C8 C9 C10 C5 -0.1(6) . . . . ?
C6 C5 C10 C9 -0.4(5) . . . . ?
C1 C5 C10 C9 180.0(3) . . . . ?
C3 C2 C11 C12 138.2(3) . . . . ?
C1 C2 C11 C12 -109.6(3) . . . . ?
O3 Si1 C13 C14 56.3(3) . . . . ?
C19 Si1 C13 C14 177.8(3) . . . . ?
C16 Si1 C13 C14 -58.0(3) . . . . ?
O3 Si1 C13 C15 -175.2(2) . . . . ?
C19 Si1 C13 C15 -53.7(3) . . . . ?
C16 Si1 C13 C15 70.5(3) . . . . ?
O3 Si1 C16 C17 -56.0(3) . . . . ?
C19 Si1 C16 C17 -173.5(3) . . . . ?
C13 Si1 C16 C17 62.4(3) . . . . ?
O3 Si1 C16 C18 172.5(3) . . . . ?
C19 Si1 C16 C18 55.1(3) . . . . ?
C13 Si1 C16 C18 -69.0(3) . . . . ?
O3 Si1 C19 C21 70.2(3) . . . . ?
C16 Si1 C19 C21 -178.4(3) . . . . ?
C13 Si1 C19 C21 -50.3(3) . . . . ?
O3 Si1 C19 C20 -55.4(3) . . . . ?
C16 Si1 C19 C20 56.0(3) . . . . ?
C13 Si1 C19 C20 -175.9(3) . . . . ?
C25 O4 C22 C26 152.9(3) . . . . ?
C25 O4 C22 C23 26.0(3) . . . . ?
O4 C22 C23 C32 82.7(3) . . . . ?
C26 C22 C23 C32 -40.2(4) . . . . ?
O4 C22 C23 C24 -37.2(3) . . . . ?
C26 C22 C23 C24 -160.1(3) . . . . ?
Si2 O6 C24 C23 121.0(3) . . . . ?
Si2 O6 C24 C25 -122.6(3) . . . . ?
C32 C23 C24 O6 35.6(4) . . . . ?
C22 C23 C24 O6 155.9(2) . . . . ?
C32 C23 C24 C25 -85.7(3) . . . . ?
C22 C23 C24 C25 34.6(3) . . . . ?
C22 O4 C25 O5 177.1(4) . . . . ?
C22 O4 C25 C24 -3.0(4) . . . . ?
O6 C24 C25 O5 34.8(6) . . . . ?
C23 C24 C25 O5 158.6(4) . . . . ?
O6 C24 C25 O4 -145.0(3) . . . . ?
C23 C24 C25 O4 -21.2(4) . . . . ?
O4 C22 C26 C27 159.6(3) . . . . ?
C23 C22 C26 C27 -81.2(4) . . . . ?
O4 C22 C26 C31 -22.8(4) . . . . ?
C23 C22 C26 C31 96.4(4) . . . . ?
C31 C26 C27 C28 0.8(6) . . . . ?
C22 C26 C27 C28 178.5(4) . . . . ?
C26 C27 C28 C29 2.7(8) . . . . ?
C27 C28 C29 C30 -4.4(8) . . . . ?
C28 C29 C30 C31 2.6(8) . . . . ?
C27 C26 C31 C30 -2.5(5) . . . . ?
C22 C26 C31 C30 179.9(3) . . . . ?
C29 C30 C31 C26 0.9(6) . . . . ?
C24 C23 C32 C33 -129.5(4) . . . . ?
C22 C23 C32 C33 118.2(4) . . . . ?
O6 Si2 C34 C36 -57.4(5) . . . . ?
C37 Si2 C34 C36 56.3(5) . . . . ?
C40' Si2 C34 C36 175.7(5) . . . . ?
C40" Si2 C34 C36 -164.5(5) . . . . ?
O6 Si2 C34 C35" 161.2(6) . . . . ?
C37 Si2 C34 C35" -85.1(7) . . . . ?
C40' Si2 C34 C35" 34.3(7) . . . . ?
C40" Si2 C34 C35" 54.1(8) . . . . ?
O6 Si2 C34 C35' -163.9(6) . . . . ?
C37 Si2 C34 C35' -50.2(7) . . . . ?
C40' Si2 C34 C35' 69.2(7) . . . . ?
C40" Si2 C34 C35' 89.0(7) . . . . ?
O6 Si2 C37 C38' 51.1(8) . . . . ?
C40' Si2 C37 C38' 179.3(7) . . . . ?
C34 Si2 C37 C38' -65.1(8) . . . . ?
C40" Si2 C37 C38' 151.3(8) . . . . ?
O6 Si2 C37 C38" -47.0(11) . . . . ?
C40' Si2 C37 C38" 81.2(11) . . . . ?
C34 Si2 C37 C38" -163.2(11) . . . . ?
C40" Si2 C37 C38" 53.3(12) . . . . ?
O6 Si2 C37 C39" 174.6(7) . . . . ?
C40' Si2 C37 C39" -57.2(8) . . . . ?
C34 Si2 C37 C39" 58.4(7) . . . . ?
C40" Si2 C37 C39" -85.2(9) . . . . ?
O6 Si2 C40' C41 74.8(7) . . . . ?
C37 Si2 C40' C41 -43.0(8) . . . . ?
C34 Si2 C40' C41 -167.0(6) . . . . ?
C40" Si2 C40' C41 53.8(9) . . . . ?
O6 Si2 C40' C42 -49.7(6) . . . . ?
C37 Si2 C40' C42 -167.4(6) . . . . ?
C34 Si2 C40' C42 68.6(6) . . . . ?
C40" Si2 C40' C42 -70.6(10) . . . . ?
C42 C40" C41 C40' -65.3(11) . . . . ?
Si2 C40" C41 C40' 63.0(11) . . . . ?
C42 C40' C41 C40" 59.9(10) . . . . ?
Si2 C40' C41 C40" -65.2(11) . . . . ?
C41 C40' C42 C40" -52.2(9) . . . . ?
Si2 C40' C42 C40" 75.7(10) . . . . ?
C41 C40" C42 C40' 69.9(11) . . . . ?
Si2 C40" C42 C40' -64.3(9) . . . . ?

_refine_diff_density_max         0.491
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.047

_shelxl_version_number           2014-3


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane'
