# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 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_exp230
_database_code_depnum_ccdc_archive 'CCDC 1819095'
_audit_update_record             
;
2018-01-24 deposited with the CCDC.
2018-02-23 downloaded from the CCDC.
;
_audit_creation_date             2017-12-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H22 O3 Si3'
_chemical_formula_sum            'C7 H22 O3 Si3'
_chemical_formula_weight         238.51
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   17.5199(18)
_cell_length_b                   17.5199(18)
_cell_length_c                   10.0567(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3086.9(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9896
_cell_measurement_temperature    230
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.862219
_exptl_absorpt_correction_T_min  0.580609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1371 before and 0.0889 after correction.
 The Ratio of minimum to maximum transmission not present.
 The λ/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.1777 before and 0.1102 after correction.
 The Ratio of minimum to maximum transmission is 0.67.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 15322 reflections, Rint = 0.1317
 (13308 with I > 3sig(I), Rint = 0.1280)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.026
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            30200
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.056
_diffrn_reflns_theta_min         1.644
_diffrn_ambient_temperature      230
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                2263
_reflns_number_total             4918
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 787 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         4918
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      0.945
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0636P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1359
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Tetrahedral OH refined with riding coordinates:
 O1(H1)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C1(H1A,H1B,H1C), C2(H2A,
 H2B,H2C), C4(H4A,H4B,H4C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.54063(5) 0.67582(5) 0.87707(10) 0.0562(3) Uani 1 1 d . . . . .
Si2 Si 0.53809(7) 0.83222(6) 1.02329(12) 0.0748(3) Uani 1 1 d . . . . .
Si3 Si 0.39684(7) 0.68322(6) 0.69138(12) 0.0708(3) Uani 1 1 d . . . . .
O2 O 0.55751(19) 0.74962(15) 0.9646(3) 0.1012(10) Uani 1 1 d . . . . .
O3 O 0.4681(2) 0.6934(2) 0.7886(4) 0.1258(14) Uani 1 1 d . . . . .
O1 O 0.52331(14) 0.60489(15) 0.9745(3) 0.0844(8) Uani 1 1 d . . . . .
H1 H 0.4779 0.5922 0.9672 0.127 Uiso 1 1 calc R . . . .
C7 C 0.3116(4) 0.7111(4) 0.7841(7) 0.140(2) Uani 1 1 d . . . . .
H7A H 0.3151 0.7646 0.8081 0.210 Uiso 1 1 calc GR . . . .
H7B H 0.3077 0.6804 0.8642 0.210 Uiso 1 1 calc GR . . . .
H7C H 0.2667 0.7030 0.7294 0.210 Uiso 1 1 calc GR . . . .
C5 C 0.3901(4) 0.5830(3) 0.6378(7) 0.131(2) Uani 1 1 d . . . . .
H5A H 0.3817 0.5507 0.7147 0.197 Uiso 1 1 calc GR . . . .
H5B H 0.4372 0.5682 0.5941 0.197 Uiso 1 1 calc GR . . . .
H5C H 0.3478 0.5774 0.5762 0.197 Uiso 1 1 calc GR . . . .
C6 C 0.4114(4) 0.7470(3) 0.5490(5) 0.1143(17) Uani 1 1 d . . . . .
H6A H 0.4118 0.7996 0.5795 0.171 Uiso 1 1 calc GR . . . .
H6B H 0.3703 0.7400 0.4856 0.171 Uiso 1 1 calc GR . . . .
H6C H 0.4597 0.7353 0.5068 0.171 Uiso 1 1 calc GR . . . .
C1 C 0.6244(4) 0.6539(3) 0.7787(6) 0.125(2) Uani 1 1 d . . . . .
H1A H 0.6297 0.6914 0.7082 0.188 Uiso 1 1 calc GR . . . .
H1B H 0.6191 0.6035 0.7401 0.188 Uiso 1 1 calc GR . . . .
H1C H 0.6693 0.6553 0.8351 0.188 Uiso 1 1 calc GR . . . .
C2 C 0.6303(4) 0.8816(3) 1.0460(7) 0.139(2) Uani 1 1 d . . . . .
H2A H 0.6593 0.8562 1.1152 0.209 Uiso 1 1 calc GR . . . .
H2B H 0.6211 0.9342 1.0714 0.209 Uiso 1 1 calc GR . . . .
H2C H 0.6588 0.8803 0.9633 0.209 Uiso 1 1 calc GR . . . .
C4 C 0.4765(4) 0.8859(3) 0.9067(7) 0.132(2) Uani 1 1 d . . . . .
H4A H 0.4254 0.8647 0.9083 0.197 Uiso 1 1 calc GR . . . .
H4B H 0.4972 0.8821 0.8175 0.197 Uiso 1 1 calc GR . . . .
H4C H 0.4746 0.9391 0.9333 0.197 Uiso 1 1 calc GR . . . .
C3 C 0.4907(6) 0.8181(5) 1.1819(6) 0.174(3) Uani 1 1 d . . . . .
H3A H 0.4450 0.7878 1.1689 0.261 Uiso 1 1 calc GR . . . .
H3B H 0.4769 0.8673 1.2193 0.261 Uiso 1 1 calc GR . . . .
H3C H 0.5248 0.7918 1.2424 0.261 Uiso 1 1 calc GR . . . .


_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 O2 1.592(3) . ?
Si1 O3 1.581(3) . ?
Si1 O1 1.612(3) . ?
Si1 C1 1.811(5) . ?
Si2 O2 1.600(3) . ?
Si2 C2 1.846(6) . ?
Si2 C4 1.850(6) . ?
Si2 C3 1.816(6) . ?
Si3 O3 1.596(3) . ?
Si3 C7 1.828(6) . ?
Si3 C5 1.840(5) . ?
Si3 C6 1.834(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
O2 Si1 O1 108.97(19) . . ?
O2 Si1 C1 108.9(2) . . ?
O3 Si1 O2 107.59(17) . . ?
O3 Si1 O1 109.95(19) . . ?
O3 Si1 C1 112.6(3) . . ?
O1 Si1 C1 108.8(2) . . ?
O2 Si2 C2 106.5(2) . . ?
O2 Si2 C4 110.5(2) . . ?
O2 Si2 C3 107.4(3) . . ?
C2 Si2 C4 110.5(3) . . ?
C3 Si2 C2 110.8(4) . . ?
C3 Si2 C4 111.0(4) . . ?
O3 Si3 C7 107.3(3) . . ?
O3 Si3 C5 109.7(3) . . ?
O3 Si3 C6 107.5(2) . . ?
C7 Si3 C5 110.6(3) . . ?
C7 Si3 C6 110.4(3) . . ?
C6 Si3 C5 111.2(3) . . ?
Si1 O2 Si2 154.1(2) . . ?
Si1 O3 Si3 162.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O1 0.83 1.98 2.711(4) 147.3 4_657

_olex2_submission_special_instructions 'No special instructions were received'
