# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_CEC0111
_database_code_depnum_ccdc_archive 'CCDC 2190208'
loop_
_audit_author_name
_audit_author_address
'Thomas Weyhermueller'
;Max Planck Institute for Chemical Energy Conversion
Germany
;
_audit_update_record             
;
2022-07-14 deposited with the CCDC.	2022-11-30 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         'C16 H36 Mn O6, 2(C6 Br3 Mn2 O6), 4(C4 H8 O)'
_chemical_formula_sum            'C44 H68 Br6 Mn5 O22'
_chemical_formula_weight         1703.14

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   10.9650(7)
_cell_length_b                   11.6978(7)
_cell_length_c                   13.6443(9)
_cell_angle_alpha                111.740(3)
_cell_angle_beta                 101.903(3)
_cell_angle_gamma                90.098(3)
_cell_volume                     1584.79(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.560
_cell_measurement_theta_max      33.029

_exptl_crystal_description       block
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_F_000             843
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.819
_shelx_estimated_absorpt_T_min   0.573
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   Multi-SCan
_exptl_absorpt_correction_T_min  0.4653
_exptl_absorpt_correction_T_max  0.5735
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS DIAMOND'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            71687
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_av_R_equivalents  0.0825
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.881
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9245
_reflns_number_gt                7237
_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 Instrument Service V6.2.14'
_computing_cell_refinement       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0822P)²+0.8353P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9245
_refine_ls_number_parameters     355
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1428
_refine_ls_wR_factor_gt          0.1272
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_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
Br1 Br 0.99218(3) 0.84603(3) 0.81993(3) 0.03164(10) Uani 1 1 d . . . . .
Br2 Br 0.79352(3) 0.87865(3) 0.60419(3) 0.03011(10) Uani 1 1 d . . . . .
Br3 Br 0.70071(3) 0.68665(3) 0.71342(3) 0.02779(10) Uani 1 1 d . . . . .
Mn1 Mn 0.88924(5) 0.69263(5) 0.63372(4) 0.02677(12) Uani 1 1 d . . . . .
Mn2 Mn 0.77405(5) 0.91506(5) 0.79535(4) 0.02620(12) Uani 1 1 d . . . . .
Mn3 Mn 0.500000 0.500000 0.000000 0.02467(15) Uani 1 2 d S . P . .
O2 O 0.7583(3) 0.5169(3) 0.4210(2) 0.0441(7) Uani 1 1 d . . . . .
O4 O 1.1086(3) 0.7211(3) 0.5493(3) 0.0486(8) Uani 1 1 d . . . . .
O6 O 0.9957(3) 0.4900(3) 0.6914(3) 0.0496(8) Uani 1 1 d . . . . .
O8 O 0.5190(3) 0.9899(3) 0.7578(3) 0.0443(7) Uani 1 1 d . . . . .
O10 O 0.7589(3) 0.9328(3) 1.0128(2) 0.0411(6) Uani 1 1 d . . . . .
O12 O 0.8741(3) 1.1742(3) 0.8819(3) 0.0459(7) Uani 1 1 d . . . . .
O20 O 0.5336(3) 0.6431(2) 0.1569(2) 0.0335(6) Uani 1 1 d D . . . .
H20A H 0.596(3) 0.691(4) 0.172(4) 0.050 Uiso 1 1 d D U . . .
H20B H 0.500(5) 0.650(5) 0.208(3) 0.050 Uiso 1 1 d D U . . .
O21 O 0.5701(2) 0.3616(2) 0.0674(2) 0.0305(5) Uani 1 1 d . . . . .
O31 O 0.3098(2) 0.4640(2) 0.0122(2) 0.0316(5) Uani 1 1 d . . . . .
O41 O 0.7454(3) 0.7875(3) 0.2446(3) 0.0569(10) Uani 1 1 d . . . . .
O51 O 0.4124(3) 0.6794(3) 0.3148(2) 0.0454(7) Uani 1 1 d . . . . .
C1 C 0.8070(4) 0.5859(3) 0.5024(3) 0.0334(8) Uani 1 1 d . . . . .
C3 C 1.0224(4) 0.7107(4) 0.5821(3) 0.0362(8) Uani 1 1 d . . . . .
C5 C 0.9537(4) 0.5681(4) 0.6689(3) 0.0356(8) Uani 1 1 d . . . . .
C7 C 0.6173(4) 0.9586(3) 0.7705(3) 0.0335(8) Uani 1 1 d . . . . .
C9 C 0.7658(3) 0.9259(3) 0.9290(3) 0.0315(7) Uani 1 1 d . . . . .
C11 C 0.8356(4) 1.0735(3) 0.8477(3) 0.0337(8) Uani 1 1 d . . . . .
C22 C 0.5615(4) 0.2278(3) 0.0123(3) 0.0378(8) Uani 1 1 d . . . . .
H22A H 0.630326 0.202104 -0.025978 0.045 Uiso 1 1 calc R U . . .
H22B H 0.480562 0.197280 -0.040700 0.045 Uiso 1 1 calc R U . . .
C23 C 0.5718(4) 0.1794(4) 0.1018(4) 0.0406(9) Uani 1 1 d . . . . .
H23A H 0.489871 0.174286 0.120358 0.049 Uiso 1 1 calc R U . . .
H23B H 0.604280 0.096798 0.081247 0.049 Uiso 1 1 calc R U . . .
C24 C 0.6630(4) 0.2743(4) 0.1943(4) 0.0435(10) Uani 1 1 d . . . . .
H24A H 0.750419 0.258775 0.188403 0.052 Uiso 1 1 calc R U . . .
H24B H 0.652117 0.275072 0.264827 0.052 Uiso 1 1 calc R U . . .
C25 C 0.6286(4) 0.3943(4) 0.1811(3) 0.0397(9) Uani 1 1 d . . . . .
H25A H 0.569866 0.434751 0.227092 0.048 Uiso 1 1 calc R U . . .
H25B H 0.704372 0.451725 0.202119 0.048 Uiso 1 1 calc R U . . .
C32 C 0.2274(4) 0.5598(4) 0.0491(3) 0.0347(8) Uani 1 1 d . . . . .
H32A H 0.172552 0.572032 -0.012967 0.042 Uiso 1 1 calc R U . . .
H32B H 0.276163 0.638961 0.097553 0.042 Uiso 1 1 calc R U . . .
C33 C 0.1508(4) 0.5133(4) 0.1097(4) 0.0401(9) Uani 1 1 d . . . . .
H33A H 0.195704 0.533440 0.185644 0.048 Uiso 1 1 calc R U . . .
H33B H 0.068585 0.548257 0.108755 0.048 Uiso 1 1 calc R U . . .
C34 C 0.1362(4) 0.3751(4) 0.0455(4) 0.0426(10) Uani 1 1 d . . . . .
H34A H 0.115743 0.328960 0.088770 0.051 Uiso 1 1 calc R U . . .
H34B H 0.070622 0.352629 -0.021975 0.051 Uiso 1 1 calc R U . . .
C35 C 0.2646(4) 0.3513(4) 0.0216(4) 0.0365(8) Uani 1 1 d . . . . .
H35A H 0.321167 0.335508 0.081085 0.044 Uiso 1 1 calc R U . . .
H35B H 0.259413 0.279080 -0.046662 0.044 Uiso 1 1 calc R U . . .
C42 C 0.8499(5) 0.7308(4) 0.2858(4) 0.0525(12) Uani 1 1 d . . . . .
H42A H 0.869974 0.658558 0.226848 0.063 Uiso 1 1 calc R U . . .
H42B H 0.831169 0.703499 0.342055 0.063 Uiso 1 1 calc R U . . .
C43 C 0.9543(5) 0.8277(5) 0.3319(5) 0.0609(14) Uani 1 1 d . . . . .
H43A H 1.004688 0.821814 0.278104 0.073 Uiso 1 1 calc R U . . .
H43B H 1.009246 0.821055 0.396612 0.073 Uiso 1 1 calc R U . . .
C44 C 0.8922(5) 0.9480(5) 0.3621(5) 0.0559(12) Uani 1 1 d . . . . .
H44A H 0.880430 0.975671 0.437160 0.067 Uiso 1 1 calc R U . . .
H44B H 0.942735 1.013697 0.355201 0.067 Uiso 1 1 calc R U . . .
C45 C 0.7723(5) 0.9176(4) 0.2846(5) 0.0645(17) Uani 1 1 d . . . . .
H45A H 0.705942 0.960020 0.320192 0.077 Uiso 1 1 calc R U . . .
H45B H 0.776536 0.944280 0.224370 0.077 Uiso 1 1 calc R U . . .
C52 C 0.3529(7) 0.7918(6) 0.3528(4) 0.0723(19) Uani 1 1 d . . . . .
H52A H 0.262459 0.777710 0.318537 0.087 Uiso 1 1 calc R U . . .
H52B H 0.390481 0.856258 0.334514 0.087 Uiso 1 1 calc R U . . .
C53 C 0.3718(6) 0.8312(5) 0.4713(4) 0.0651(16) Uani 1 1 d . . . . .
H53A H 0.294619 0.861469 0.495465 0.078 Uiso 1 1 calc R U . . .
H53B H 0.440725 0.897545 0.509152 0.078 Uiso 1 1 calc R U . . .
C54 C 0.4043(6) 0.7167(6) 0.4928(4) 0.0599(14) Uani 1 1 d . . . . .
H54A H 0.458665 0.737638 0.565757 0.072 Uiso 1 1 calc R U . . .
H54B H 0.328029 0.666772 0.486537 0.072 Uiso 1 1 calc R U . . .
C55 C 0.4718(4) 0.6501(4) 0.4068(3) 0.0401(9) Uani 1 1 d . . . . .
H55A H 0.561832 0.678993 0.430071 0.048 Uiso 1 1 calc R U . . .
H55B H 0.462987 0.559907 0.388874 0.048 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
Br1 Mn2 2.5222(6) . ?
Br1 Mn1 2.5262(7) . ?
Br2 Mn2 2.5371(7) . ?
Br2 Mn1 2.5460(6) . ?
Br3 Mn1 2.5385(6) . ?
Br3 Mn2 2.5386(6) . ?
Mn1 C3 1.790(4) . ?
Mn1 C5 1.798(4) . ?
Mn1 C1 1.804(4) . ?
Mn1 Mn2 3.1840(7) . ?
Mn2 C11 1.794(4) . ?
Mn2 C7 1.794(4) . ?
Mn2 C9 1.802(4) . ?
Mn3 O20 2.131(2) . ?
Mn3 O20 2.131(2) 2_665 ?
Mn3 O31 2.179(3) . ?
Mn3 O31 2.179(3) 2_665 ?
Mn3 O21 2.208(3) 2_665 ?
Mn3 O21 2.208(3) . ?
O2 C1 1.122(5) . ?
O4 C3 1.150(5) . ?
O6 C5 1.136(5) . ?
O8 C7 1.139(5) . ?
O10 C9 1.134(5) . ?
O12 C11 1.137(5) . ?
O21 C25 1.454(5) . ?
O21 C22 1.457(4) . ?
O31 C32 1.448(4) . ?
O31 C35 1.466(4) . ?
O41 C45 1.420(6) . ?
O41 C42 1.443(6) . ?
O51 C52 1.436(6) . ?
O51 C55 1.449(5) . ?
C22 C23 1.510(6) . ?
C23 C24 1.504(6) . ?
C24 C25 1.519(6) . ?
C32 C33 1.517(5) . ?
C33 C34 1.516(6) . ?
C34 C35 1.513(6) . ?
C42 C43 1.470(7) . ?
C43 C44 1.517(7) . ?
C44 C45 1.457(7) . ?
C52 C53 1.477(7) . ?
C53 C54 1.502(8) . ?
C54 C55 1.489(6) . ?

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
Mn2 Br1 Mn1 78.204(19) . . ?
Mn2 Br2 Mn1 77.570(19) . . ?
Mn1 Br3 Mn2 77.679(19) . . ?
C3 Mn1 C5 91.24(18) . . ?
C3 Mn1 C1 91.65(19) . . ?
C5 Mn1 C1 91.31(18) . . ?
C3 Mn1 Br1 91.24(14) . . ?
C5 Mn1 Br1 90.33(13) . . ?
C1 Mn1 Br1 176.65(13) . . ?
C3 Mn1 Br3 175.17(13) . . ?
C5 Mn1 Br3 92.50(13) . . ?
C1 Mn1 Br3 91.33(13) . . ?
Br1 Mn1 Br3 85.68(2) . . ?
C3 Mn1 Br2 92.83(12) . . ?
C5 Mn1 Br2 173.88(13) . . ?
C1 Mn1 Br2 93.15(12) . . ?
Br1 Mn1 Br2 85.01(2) . . ?
Br3 Mn1 Br2 83.214(19) . . ?
C3 Mn1 Mn2 124.07(13) . . ?
C5 Mn1 Mn2 122.79(12) . . ?
C1 Mn1 Mn2 125.91(12) . . ?
Br1 Mn1 Mn2 50.843(15) . . ?
Br3 Mn1 Mn2 51.162(15) . . ?
Br2 Mn1 Mn2 51.091(16) . . ?
C11 Mn2 C7 90.96(17) . . ?
C11 Mn2 C9 90.89(18) . . ?
C7 Mn2 C9 91.52(17) . . ?
C11 Mn2 Br1 90.84(12) . . ?
C7 Mn2 Br1 176.96(12) . . ?
C9 Mn2 Br1 90.91(12) . . ?
C11 Mn2 Br2 93.45(13) . . ?
C7 Mn2 Br2 92.16(13) . . ?
C9 Mn2 Br2 174.27(12) . . ?
Br1 Mn2 Br2 85.28(2) . . ?
C11 Mn2 Br3 175.52(13) . . ?
C7 Mn2 Br3 92.32(12) . . ?
C9 Mn2 Br3 92.07(11) . . ?
Br1 Mn2 Br3 85.756(19) . . ?
Br2 Mn2 Br3 83.390(19) . . ?
C11 Mn2 Mn1 124.36(13) . . ?
C7 Mn2 Mn1 126.05(12) . . ?
C9 Mn2 Mn1 122.96(12) . . ?
Br1 Mn2 Mn1 50.953(16) . . ?
Br2 Mn2 Mn1 51.339(16) . . ?
Br3 Mn2 Mn1 51.159(16) . . ?
O20 Mn3 O20 180.0 . 2_665 ?
O20 Mn3 O31 89.65(10) . . ?
O20 Mn3 O31 90.35(10) 2_665 . ?
O20 Mn3 O31 90.35(10) . 2_665 ?
O20 Mn3 O31 89.65(10) 2_665 2_665 ?
O31 Mn3 O31 180.0 . 2_665 ?
O20 Mn3 O21 88.11(10) . 2_665 ?
O20 Mn3 O21 91.89(10) 2_665 2_665 ?
O31 Mn3 O21 88.10(10) . 2_665 ?
O31 Mn3 O21 91.90(10) 2_665 2_665 ?
O20 Mn3 O21 91.89(10) . . ?
O20 Mn3 O21 88.11(10) 2_665 . ?
O31 Mn3 O21 91.90(10) . . ?
O31 Mn3 O21 88.10(10) 2_665 . ?
O21 Mn3 O21 180.0 2_665 . ?
C25 O21 C22 109.0(3) . . ?
C25 O21 Mn3 122.7(2) . . ?
C22 O21 Mn3 128.2(2) . . ?
C32 O31 C35 109.2(3) . . ?
C32 O31 Mn3 123.8(2) . . ?
C35 O31 Mn3 123.8(2) . . ?
C45 O41 C42 110.4(3) . . ?
C52 O51 C55 108.9(3) . . ?
O2 C1 Mn1 177.9(4) . . ?
O4 C3 Mn1 179.1(4) . . ?
O6 C5 Mn1 179.3(4) . . ?
O8 C7 Mn2 177.6(4) . . ?
O10 C9 Mn2 179.1(3) . . ?
O12 C11 Mn2 179.2(4) . . ?
O21 C22 C23 104.4(3) . . ?
C24 C23 C22 103.0(3) . . ?
C23 C24 C25 102.8(3) . . ?
O21 C25 C24 106.3(3) . . ?
O31 C32 C33 104.9(3) . . ?
C34 C33 C32 102.1(3) . . ?
C35 C34 C33 101.9(3) . . ?
O31 C35 C34 105.3(3) . . ?
O41 C42 C43 105.0(4) . . ?
C42 C43 C44 104.7(4) . . ?
C45 C44 C43 103.9(4) . . ?
O41 C45 C44 107.5(4) . . ?
O51 C52 C53 107.2(4) . . ?
C52 C53 C54 104.4(4) . . ?
C55 C54 C53 103.2(4) . . ?
O51 C55 C54 104.6(3) . . ?

_refine_diff_density_max         2.340
_refine_diff_density_min         -0.680
_refine_diff_density_rms         0.224

# start Validation Reply Form
_vrf_PLAT973_CEC0111             
;
PROBLEM: Check Calcd Positive Resid. Density on Mn3 2.48 eA-3
RESPONSE: The crystal showed slight signs of twinning which most probably
account for the moderate residual density peaks near heavy atom positions.
;
# end Validation Reply Form



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
####################################################################### 
# 
# 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_CEC0125_2
_database_code_depnum_ccdc_archive 'CCDC 2190209'
loop_
_audit_author_name
_audit_author_address
'Thomas Weyhermueller'
;Max Planck Institute for Chemical Energy Conversion
Germany
;
_audit_update_record             
;
2022-07-14 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-1'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C13 H22 O2 Si'
_chemical_formula_sum            'C13 H22 O2 Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         238.39

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.0671(2)
_cell_length_b                   15.0932(4)
_cell_length_c                   22.4852(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2737.76(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9037
_cell_measurement_theta_min      2.6990
_cell_measurement_theta_max      29.9660
_cell_measurement_temperature    233(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040

_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.8765
_exptl_absorpt_correction_T_max  0.9634

_exptl_special_details           
;
;

_diffrn_ambient_temperature      233(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS DIAMOND'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            47682
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31

_refine_special_details          
;
;

_reflns_number_total             3992
_reflns_number_gt                2998
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1205
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_number_reflns         3992
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+1.3122P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.199
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si1 0.20867(5) 0.59998(3) 0.37538(2) 0.02526(11) Uani d . . . 1 . .
C C2 0.34934(19) 0.50872(10) 0.34976(7) 0.0270(3) Uani d . . . 1 . .
C C3 0.4519(2) 0.52034(11) 0.30028(7) 0.0322(3) Uani d . . . 1 . .
H H3 0.445641 0.573686 0.278823 0.039000 Uiso calc U . R 1 . .
C C4 0.5624(2) 0.45573(11) 0.28186(7) 0.0333(3) Uani d . . . 1 . .
H H4 0.629460 0.465987 0.248366 0.040000 Uiso calc U . R 1 . .
C C5 0.57544(19) 0.37608(10) 0.31224(7) 0.0293(3) Uani d . . . 1 . .
C C6 0.4734(2) 0.36301(11) 0.36115(7) 0.0362(4) Uani d . . . 1 . .
H H6 0.479637 0.309350 0.382254 0.043000 Uiso calc U . R 1 . .
C C7 0.3625(2) 0.42764(10) 0.37945(7) 0.0342(4) Uani d . . . 1 . .
H H7 0.294606 0.416696 0.412610 0.041000 Uiso calc U . R 1 . .
C C8 0.6999(2) 0.30719(11) 0.29370(9) 0.0391(4) Uani d . . . 1 . .
H H8A 0.786434 0.335780 0.269888 0.047000 Uiso calc U . R 1 . .
H H8B 0.752567 0.282760 0.329377 0.047000 Uiso calc U . R 1 . .
O O9 0.63008(16) 0.23631(8) 0.26011(6) 0.0424(3) Uani d . . . 1 . .
H H9 0.556804 0.211576 0.280011 0.064000 Uiso calc U . R 1 . .
O O10 0.14407(14) 0.65587(7) 0.31650(5) 0.0309(2) Uani d . . . 1 . .
H H10 0.225316 0.673333 0.297122 0.046000 Uiso calc U . R 1 . .
C C11 0.3268(2) 0.67514(11) 0.42680(7) 0.0351(4) Uani d . . . 1 . .
H H11 0.249259 0.721488 0.440862 0.042000 Uiso calc U . R 1 . .
C C12 0.3898(3) 0.62488(15) 0.48155(9) 0.0616(6) Uani d . . . 1 . .
H H12A 0.453252 0.664789 0.506559 0.092000 Uiso calc U . R 1 . .
H H12B 0.459881 0.576156 0.468910 0.092000 Uiso calc U . R 1 . .
H H12C 0.296265 0.601884 0.503819 0.092000 Uiso calc U . R 1 . .
C C13 0.4700(3) 0.72152(14) 0.39506(10) 0.0518(5) Uani d . . . 1 . .
H H13A 0.526545 0.760437 0.422751 0.078000 Uiso calc U . R 1 . .
H H13B 0.427081 0.756030 0.362083 0.078000 Uiso calc U . R 1 . .
H H13C 0.547242 0.677536 0.380195 0.078000 Uiso calc U . R 1 . .
C C14 0.0216(2) 0.55350(11) 0.41394(7) 0.0338(3) Uani d . . . 1 . .
H H14 0.063102 0.513815 0.445668 0.041000 Uiso calc U . R 1 . .
C C15 -0.0832(3) 0.62470(14) 0.44458(11) 0.0551(5) Uani d . . . 1 . .
H H15A -0.175844 0.596962 0.464796 0.083000 Uiso calc U . R 1 . .
H H15B -0.124498 0.666044 0.415066 0.083000 Uiso calc U . R 1 . .
H H15C -0.015526 0.656220 0.473296 0.083000 Uiso calc U . R 1 . .
C C16 -0.0862(3) 0.49697(18) 0.37324(10) 0.0661(7) Uani d . . . 1 . .
H H16A -0.178555 0.473106 0.395718 0.099000 Uiso calc U . R 1 . .
H H16B -0.020630 0.448663 0.357205 0.099000 Uiso calc U . R 1 . .
H H16C -0.127871 0.533142 0.340872 0.099000 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 O10 . 1.6540(11) ?
Si1 C2 . 1.8753(16) ?
Si1 C14 . 1.8766(17) ?
Si1 C11 . 1.8792(17) ?
C2 C3 . 1.398(2) ?
C2 C7 . 1.398(2) ?
C3 C4 . 1.385(2) ?
C4 C5 . 1.387(2) ?
C5 C6 . 1.388(2) ?
C5 C8 . 1.504(2) ?
C6 C7 . 1.386(2) ?
C8 O9 . 1.4254(19) ?
C11 C13 . 1.528(3) ?
C11 C12 . 1.533(3) ?
C14 C16 . 1.523(3) ?
C14 C15 . 1.531(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10 Si1 C2 . . 108.63(6) ?
O10 Si1 C14 . . 107.88(7) ?
C2 Si1 C14 . . 110.73(7) ?
O10 Si1 C11 . . 110.14(7) ?
C2 Si1 C11 . . 109.01(8) ?
C14 Si1 C11 . . 110.43(8) ?
C3 C2 C7 . . 116.42(14) ?
C3 C2 Si1 . . 120.70(11) ?
C7 C2 Si1 . . 122.85(12) ?
C4 C3 C2 . . 122.06(14) ?
C3 C4 C5 . . 120.79(15) ?
C4 C5 C6 . . 117.95(15) ?
C4 C5 C8 . . 120.88(15) ?
C6 C5 C8 . . 121.15(15) ?
C7 C6 C5 . . 121.20(15) ?
C6 C7 C2 . . 121.57(15) ?
O9 C8 C5 . . 113.71(14) ?
C13 C11 C12 . . 110.54(17) ?
C13 C11 Si1 . . 111.87(12) ?
C12 C11 Si1 . . 111.33(13) ?
C16 C14 C15 . . 110.40(18) ?
C16 C14 Si1 . . 113.00(12) ?
C15 C14 Si1 . . 112.92(12) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O10 Si1 C2 C3 . . . . 33.72(15) ?
C14 Si1 C2 C3 . . . . 152.01(13) ?
C11 Si1 C2 C3 . . . . -86.32(14) ?
O10 Si1 C2 C7 . . . . -148.58(13) ?
C14 Si1 C2 C7 . . . . -30.28(16) ?
C11 Si1 C2 C7 . . . . 91.39(15) ?
C7 C2 C3 C4 . . . . -0.8(2) ?
Si1 C2 C3 C4 . . . . 177.05(13) ?
C2 C3 C4 C5 . . . . 0.0(3) ?
C3 C4 C5 C6 . . . . 0.6(2) ?
C3 C4 C5 C8 . . . . -177.70(15) ?
C4 C5 C6 C7 . . . . -0.4(3) ?
C8 C5 C6 C7 . . . . 177.86(16) ?
C5 C6 C7 C2 . . . . -0.4(3) ?
C3 C2 C7 C6 . . . . 1.0(2) ?
Si1 C2 C7 C6 . . . . -176.84(14) ?
C4 C5 C8 O9 . . . . -101.27(19) ?
C6 C5 C8 O9 . . . . 80.5(2) ?
O10 Si1 C11 C13 . . . . -55.18(15) ?
C2 Si1 C11 C13 . . . . 63.91(15) ?
C14 Si1 C11 C13 . . . . -174.23(13) ?
O10 Si1 C11 C12 . . . . -179.41(14) ?
C2 Si1 C11 C12 . . . . -60.32(16) ?
C14 Si1 C11 C12 . . . . 61.54(16) ?
O10 Si1 C14 C16 . . . . 55.61(17) ?
C2 Si1 C14 C16 . . . . -63.14(17) ?
C11 Si1 C14 C16 . . . . 176.03(15) ?
O10 Si1 C14 C15 . . . . -70.59(15) ?
C2 Si1 C14 C15 . . . . 170.66(14) ?
C11 Si1 C14 C15 . . . . 49.82(16) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O9 H9 O10 8_655 0.83 2.00 2.8236(16) 170.6 ?
O10 H10 O9 3_655 0.83 1.98 2.7859(16) 163.5 ?



####################################################################### 
# 
# 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_CEC0160_85
_database_code_depnum_ccdc_archive 'CCDC 2190210'
loop_
_audit_author_name
_audit_author_address
'Thomas Weyhermueller'
;Max Planck Institute for Chemical Energy Conversion
Germany
;
_audit_update_record             
;
2022-07-14 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-1'

_chemical_name_systematic        ?
_chemical_name_common            WLG-EA-494-02
_chemical_formula_moiety         'C16 H22 O3 Si2'
_chemical_formula_sum            'C16 H22 O3 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         318.52

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   12.9559(7)
_cell_length_b                   10.4977(6)
_cell_length_c                   28.982(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.735(2)
_cell_angle_gamma                90
_cell_volume                     3922.0(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9678
_cell_measurement_theta_min      2.3999
_cell_measurement_theta_max      30.9790
_cell_measurement_temperature    85(2)

_exptl_crystal_description       platelet
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.035
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360

_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      85(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS DIAMOND'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            112870
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         31.08
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42

_refine_special_details          SQUEEZE

_reflns_number_total             12536
_reflns_number_gt                10539
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_gt          0.1353
_refine_ls_wR_factor_ref         0.1426
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_number_reflns         12536
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0613P)²+3.5001P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.943
_refine_diff_density_min         -0.357
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si1 0.09380(4) 0.87814(4) 0.43763(2) 0.02437(10) Uani d . . . 1 . .
Si Si2 0.29472(4) 0.83661(4) 0.08007(2) 0.02199(9) Uani d . . . 1 . .
Si Si3 0.41501(4) 0.86810(4) 0.55882(2) 0.02155(9) Uani d . . . 1 . .
Si Si4 0.20503(4) 0.82594(4) 0.91081(2) 0.02396(10) Uani d . . . 1 . .
O O1 0.22783(12) 0.61467(11) 0.26730(4) 0.0321(3) Uani d . . . 1 . .
O O2 0.28884(13) 0.71624(12) 0.04351(4) 0.0347(3) Uani d . . . 1 . .
H H2O 0.267706 0.742246 0.016816 0.052000 Uiso calc U . R 1 . .
O O3 0.19031(10) 0.96187(11) 0.46369(4) 0.0271(2) Uani d . . . 1 . .
H H3O 0.185602 1.037769 0.454539 0.041000 Uiso calc U . R 1 . .
O O4 0.34241(13) 0.59240(12) 0.73574(4) 0.0342(3) Uani d . . . 1 . .
O O5 0.31817(11) 0.96603(12) 0.54331(4) 0.0281(3) Uani d . . . 1 . .
H H5O 0.285391 0.939782 0.518671 0.042000 Uiso calc U . R 1 . .
O O6 0.22384(13) 0.71922(12) 0.95273(4) 0.0339(3) Uani d . . . 1 . .
H H6O 0.193751 0.651016 0.944275 0.051000 Uiso calc U . R 1 . .
C C1 0.13599(13) 0.81007(14) 0.38261(5) 0.0215(3) Uani d . . . 1 . .
C C2 0.06451(14) 0.78054(17) 0.34462(6) 0.0281(3) Uani d . . . 1 . .
H H2 -0.006377 0.802480 0.345581 0.034000 Uiso calc U . R 1 . .
C C3 0.09509(15) 0.71952(17) 0.30532(6) 0.0294(3) Uani d . . . 1 . .
H H3 0.045407 0.699793 0.279967 0.035000 Uiso calc U . R 1 . .
C C4 0.19760(15) 0.68836(14) 0.30371(5) 0.0250(3) Uani d . . . 1 . .
C C5 0.27122(15) 0.71921(17) 0.33973(6) 0.0286(3) Uani d . . . 1 . .
H H5 0.342255 0.699170 0.338060 0.034000 Uiso calc U . R 1 . .
C C6 0.23934(14) 0.78040(16) 0.37865(6) 0.0267(3) Uani d . . . 1 . .
H H6 0.290045 0.802560 0.403308 0.032000 Uiso calc U . R 1 . .
C C7 0.0685(3) 0.7461(2) 0.47773(8) 0.0578(8) Uani d . . . 1 . .
H H7A 0.013501 0.691153 0.463052 0.087000 Uiso calc U . R 1 . .
H H7B 0.046730 0.781406 0.506512 0.087000 Uiso calc U . R 1 . .
H H7C 0.131973 0.695970 0.484750 0.087000 Uiso calc U . R 1 . .
C C8 -0.02090(17) 0.9819(3) 0.42474(9) 0.0491(6) Uani d . . . 1 . .
H H8A -0.077624 0.932379 0.408586 0.074000 Uiso calc U . R 1 . .
H H8B -0.003064 1.052773 0.405025 0.074000 Uiso calc U . R 1 . .
H H8C -0.042778 1.015393 0.453786 0.074000 Uiso calc U . R 1 . .
C C9 0.27165(13) 0.76902(14) 0.13750(5) 0.0204(3) Uani d . . . 1 . .
C C10 0.24446(14) 0.84739(14) 0.17328(5) 0.0242(3) Uani d . . . 1 . .
H H10 0.236687 0.936194 0.167645 0.029000 Uiso calc U . R 1 . .
C C11 0.22831(14) 0.80037(14) 0.21689(5) 0.0232(3) Uani d . . . 1 . .
H H11 0.210076 0.856167 0.240572 0.028000 Uiso calc U . R 1 . .
C C12 0.23925(14) 0.67123(14) 0.22516(5) 0.0224(3) Uani d . . . 1 . .
C C13 0.26401(18) 0.58977(16) 0.19028(6) 0.0340(4) Uani d . . . 1 . .
H H13 0.269845 0.500775 0.195878 0.041000 Uiso calc U . R 1 . .
C C14 0.28019(17) 0.63873(15) 0.14721(6) 0.0295(4) Uani d . . . 1 . .
H H14 0.297598 0.582194 0.123596 0.035000 Uiso calc U . R 1 . .
C C15 0.42370(18) 0.9131(2) 0.08199(8) 0.0428(5) Uani d . . . 1 . .
H H15A 0.425818 0.987248 0.102594 0.064000 Uiso calc U . R 1 . .
H H15B 0.436319 0.940463 0.050717 0.064000 Uiso calc U . R 1 . .
H H15C 0.477288 0.852028 0.093668 0.064000 Uiso calc U . R 1 . .
C C16 0.19177(19) 0.95434(19) 0.06134(7) 0.0388(5) Uani d . . . 1 . .
H H16A 0.197474 1.027677 0.082364 0.058000 Uiso calc U . R 1 . .
H H16B 0.123509 0.914597 0.062059 0.058000 Uiso calc U . R 1 . .
H H16C 0.200071 0.982818 0.029719 0.058000 Uiso calc U . R 1 . .
C C21 0.39027(14) 0.79104(14) 0.61459(5) 0.0223(3) Uani d . . . 1 . .
C C22 0.47244(15) 0.73199(18) 0.64199(6) 0.0299(3) Uani d . . . 1 . .
H H22 0.540441 0.735853 0.632470 0.036000 Uiso calc U . R 1 . .
C C23 0.45632(15) 0.66802(18) 0.68274(6) 0.0308(4) Uani d . . . 1 . .
H H23 0.512405 0.627696 0.700697 0.037000 Uiso calc U . R 1 . .
C C24 0.35724(15) 0.66416(15) 0.69664(5) 0.0270(3) Uani d . . . 1 . .
C C25 0.27460(15) 0.72122(17) 0.67056(6) 0.0301(4) Uani d . . . 1 . .
H H25 0.206955 0.717791 0.680483 0.036000 Uiso calc U . R 1 . .
C C26 0.29160(14) 0.78382(16) 0.62955(6) 0.0267(3) Uani d . . . 1 . .
H H26 0.234763 0.822291 0.611485 0.032000 Uiso calc U . R 1 . .
C C27 0.53747(16) 0.9598(2) 0.56778(7) 0.0383(4) Uani d . . . 1 . .
H H27A 0.593251 0.904170 0.581303 0.057000 Uiso calc U . R 1 . .
H H27B 0.528679 1.031144 0.588854 0.057000 Uiso calc U . R 1 . .
H H27C 0.555297 0.992679 0.537939 0.057000 Uiso calc U . R 1 . .
C C28 0.4187(2) 0.74355(19) 0.51326(6) 0.0389(5) Uani d . . . 1 . .
H H28A 0.470752 0.679177 0.523587 0.058000 Uiso calc U . R 1 . .
H H28B 0.436915 0.782836 0.484488 0.058000 Uiso calc U . R 1 . .
H H28C 0.350430 0.703095 0.507736 0.058000 Uiso calc U . R 1 . .
C C29 0.24908(13) 0.75738(15) 0.85664(5) 0.0222(3) Uani d . . . 1 . .
C C30 0.28030(14) 0.83454(15) 0.82122(6) 0.0247(3) Uani d . . . 1 . .
H H30 0.280869 0.924309 0.825387 0.030000 Uiso calc U . R 1 . .
C C31 0.31062(14) 0.78491(15) 0.78004(5) 0.0239(3) Uani d . . . 1 . .
H H31 0.330769 0.839826 0.756478 0.029000 Uiso calc U . R 1 . .
C C32 0.31079(14) 0.65322(16) 0.77412(5) 0.0242(3) Uani d . . . 1 . .
C C33 0.28092(15) 0.57304(16) 0.80860(6) 0.0265(3) Uani d . . . 1 . .
H H33 0.281582 0.483277 0.804478 0.032000 Uiso calc U . R 1 . .
C C34 0.25013(13) 0.62505(16) 0.84907(5) 0.0243(3) Uani d . . . 1 . .
H H34 0.229160 0.569694 0.872333 0.029000 Uiso calc U . R 1 . .
C C35 0.2844(2) 0.96723(19) 0.92954(7) 0.0419(5) Uani d . . . 1 . .
H H35A 0.275436 1.033071 0.905503 0.063000 Uiso calc U . R 1 . .
H H35B 0.357625 0.942730 0.934509 0.063000 Uiso calc U . R 1 . .
H H35C 0.261962 1.000559 0.958516 0.063000 Uiso calc U . R 1 . .
C C36 0.06540(18) 0.8660(3) 0.90128(8) 0.0462(6) Uani d . . . 1 . .
H H36A 0.053886 0.926668 0.875589 0.069000 Uiso calc U . R 1 . .
H H36B 0.043125 0.904168 0.929512 0.069000 Uiso calc U . R 1 . .
H H36C 0.025262 0.788332 0.893707 0.069000 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 O3 . 1.6485(13) ?
Si1 C8 . 1.850(2) ?
Si1 C7 . 1.859(2) ?
Si1 C1 . 1.8778(16) ?
Si2 O2 . 1.6460(13) ?
Si2 C15 . 1.850(2) ?
Si2 C16 . 1.859(2) ?
Si2 C9 . 1.8606(16) ?
Si3 O5 . 1.6494(13) ?
Si3 C27 . 1.852(2) ?
Si3 C28 . 1.8622(19) ?
Si3 C21 . 1.8635(16) ?
Si4 O6 . 1.6526(13) ?
Si4 C36 . 1.851(2) ?
Si4 C35 . 1.855(2) ?
Si4 C29 . 1.8676(17) ?
O1 C12 . 1.3791(18) ?
O1 C4 . 1.3957(19) ?
O4 C32 . 1.380(2) ?
O4 C24 . 1.3901(19) ?
C1 C6 . 1.391(2) ?
C1 C2 . 1.401(2) ?
C2 C3 . 1.398(2) ?
C3 C4 . 1.373(3) ?
C4 C5 . 1.380(2) ?
C5 C6 . 1.396(2) ?
C9 C10 . 1.396(2) ?
C9 C14 . 1.399(2) ?
C10 C11 . 1.392(2) ?
C11 C12 . 1.382(2) ?
C12 C13 . 1.386(2) ?
C13 C14 . 1.385(2) ?
C21 C26 . 1.392(2) ?
C21 C22 . 1.407(2) ?
C22 C23 . 1.392(2) ?
C23 C24 . 1.384(3) ?
C24 C25 . 1.384(3) ?
C25 C26 . 1.395(2) ?
C29 C30 . 1.399(2) ?
C29 C34 . 1.407(2) ?
C30 C31 . 1.394(2) ?
C31 C32 . 1.393(2) ?
C32 C33 . 1.391(2) ?
C33 C34 . 1.388(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Si1 C8 . . 109.62(9) ?
O3 Si1 C7 . . 106.52(11) ?
C8 Si1 C7 . . 112.15(14) ?
O3 Si1 C1 . . 108.67(7) ?
C8 Si1 C1 . . 110.40(9) ?
C7 Si1 C1 . . 109.35(9) ?
O2 Si2 C15 . . 109.63(10) ?
O2 Si2 C16 . . 109.67(9) ?
C15 Si2 C16 . . 109.87(11) ?
O2 Si2 C9 . . 106.38(7) ?
C15 Si2 C9 . . 111.35(9) ?
C16 Si2 C9 . . 109.88(8) ?
O5 Si3 C27 . . 109.38(9) ?
O5 Si3 C28 . . 108.49(9) ?
C27 Si3 C28 . . 112.46(11) ?
O5 Si3 C21 . . 108.35(7) ?
C27 Si3 C21 . . 108.86(8) ?
C28 Si3 C21 . . 109.21(8) ?
O6 Si4 C36 . . 109.50(10) ?
O6 Si4 C35 . . 106.88(9) ?
C36 Si4 C35 . . 111.52(13) ?
O6 Si4 C29 . . 108.77(7) ?
C36 Si4 C29 . . 109.78(9) ?
C35 Si4 C29 . . 110.32(9) ?
C12 O1 C4 . . 119.60(12) ?
C32 O4 C24 . . 118.87(13) ?
C6 C1 C2 . . 116.87(15) ?
C6 C1 Si1 . . 121.31(12) ?
C2 C1 Si1 . . 121.74(13) ?
C3 C2 C1 . . 121.53(17) ?
C4 C3 C2 . . 119.38(16) ?
C3 C4 C5 . . 121.07(15) ?
C3 C4 O1 . . 120.21(16) ?
C5 C4 O1 . . 118.49(17) ?
C4 C5 C6 . . 118.76(17) ?
C1 C6 C5 . . 122.33(16) ?
C10 C9 C14 . . 116.59(14) ?
C10 C9 Si2 . . 120.97(11) ?
C14 C9 Si2 . . 122.44(12) ?
C11 C10 C9 . . 122.50(14) ?
C12 C11 C10 . . 118.91(14) ?
O1 C12 C11 . . 123.91(14) ?
O1 C12 C13 . . 115.69(14) ?
C11 C12 C13 . . 120.40(14) ?
C14 C13 C12 . . 119.69(15) ?
C13 C14 C9 . . 121.89(15) ?
C26 C21 C22 . . 117.82(15) ?
C26 C21 Si3 . . 122.46(13) ?
C22 C21 Si3 . . 119.65(13) ?
C23 C22 C21 . . 121.47(17) ?
C24 C23 C22 . . 118.89(17) ?
C25 C24 C23 . . 121.19(16) ?
C25 C24 O4 . . 121.17(17) ?
C23 C24 O4 . . 117.45(17) ?
C24 C25 C26 . . 119.34(17) ?
C21 C26 C25 . . 121.28(17) ?
C30 C29 C34 . . 116.72(15) ?
C30 C29 Si4 . . 121.93(12) ?
C34 C29 Si4 . . 121.34(12) ?
C31 C30 C29 . . 122.59(15) ?
C32 C31 C30 . . 118.71(14) ?
O4 C32 C33 . . 115.18(14) ?
O4 C32 C31 . . 124.25(14) ?
C33 C32 C31 . . 120.54(15) ?
C34 C33 C32 . . 119.55(15) ?
C33 C34 C29 . . 121.89(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 Si1 C1 C6 . . . . 29.91(15) ?
C8 Si1 C1 C6 . . . . 150.16(15) ?
C7 Si1 C1 C6 . . . . -85.99(18) ?
O3 Si1 C1 C2 . . . . -153.53(14) ?
C8 Si1 C1 C2 . . . . -33.28(18) ?
C7 Si1 C1 C2 . . . . 90.57(18) ?
C6 C1 C2 C3 . . . . 2.5(3) ?
Si1 C1 C2 C3 . . . . -174.24(14) ?
C1 C2 C3 C4 . . . . -0.4(3) ?
C2 C3 C4 C5 . . . . -1.7(3) ?
C2 C3 C4 O1 . . . . 172.62(15) ?
C12 O1 C4 C3 . . . . 79.9(2) ?
C12 O1 C4 C5 . . . . -105.63(19) ?
C3 C4 C5 C6 . . . . 1.5(3) ?
O1 C4 C5 C6 . . . . -172.87(15) ?
C2 C1 C6 C5 . . . . -2.6(2) ?
Si1 C1 C6 C5 . . . . 174.08(13) ?
C4 C5 C6 C1 . . . . 0.7(3) ?
O2 Si2 C9 C10 . . . . -162.98(14) ?
C15 Si2 C9 C10 . . . . 77.63(17) ?
C16 Si2 C9 C10 . . . . -44.33(17) ?
O2 Si2 C9 C14 . . . . 16.90(18) ?
C15 Si2 C9 C14 . . . . -102.49(17) ?
C16 Si2 C9 C14 . . . . 135.55(16) ?
C14 C9 C10 C11 . . . . 1.2(3) ?
Si2 C9 C10 C11 . . . . -178.91(14) ?
C9 C10 C11 C12 . . . . -0.2(3) ?
C4 O1 C12 C11 . . . . 3.9(3) ?
C4 O1 C12 C13 . . . . -176.67(18) ?
C10 C11 C12 O1 . . . . 178.23(17) ?
C10 C11 C12 C13 . . . . -1.2(3) ?
O1 C12 C13 C14 . . . . -177.97(19) ?
C11 C12 C13 C14 . . . . 1.5(3) ?
C12 C13 C14 C9 . . . . -0.4(3) ?
C10 C9 C14 C13 . . . . -0.9(3) ?
Si2 C9 C14 C13 . . . . 179.23(16) ?
O5 Si3 C21 C26 . . . . 21.10(15) ?
C27 Si3 C21 C26 . . . . 139.97(15) ?
C28 Si3 C21 C26 . . . . -96.89(16) ?
O5 Si3 C21 C22 . . . . -162.08(13) ?
C27 Si3 C21 C22 . . . . -43.21(17) ?
C28 Si3 C21 C22 . . . . 79.93(16) ?
C26 C21 C22 C23 . . . . 0.1(3) ?
Si3 C21 C22 C23 . . . . -176.84(14) ?
C21 C22 C23 C24 . . . . -0.8(3) ?
C22 C23 C24 C25 . . . . 0.7(3) ?
C22 C23 C24 O4 . . . . 175.78(16) ?
C32 O4 C24 C25 . . . . -67.6(2) ?
C32 O4 C24 C23 . . . . 117.37(19) ?
C23 C24 C25 C26 . . . . -0.1(3) ?
O4 C24 C25 C26 . . . . -174.91(15) ?
C22 C21 C26 C25 . . . . 0.6(2) ?
Si3 C21 C26 C25 . . . . 177.45(13) ?
C24 C25 C26 C21 . . . . -0.6(3) ?
O6 Si4 C29 C30 . . . . -155.24(14) ?
C36 Si4 C29 C30 . . . . 84.97(17) ?
C35 Si4 C29 C30 . . . . -38.31(17) ?
O6 Si4 C29 C34 . . . . 26.25(16) ?
C36 Si4 C29 C34 . . . . -93.54(16) ?
C35 Si4 C29 C34 . . . . 143.18(15) ?
C34 C29 C30 C31 . . . . 0.4(3) ?
Si4 C29 C30 C31 . . . . -178.17(13) ?
C29 C30 C31 C32 . . . . -0.6(3) ?
C24 O4 C32 C33 . . . . 169.58(17) ?
C24 O4 C32 C31 . . . . -12.4(3) ?
C30 C31 C32 O4 . . . . -177.72(17) ?
C30 C31 C32 C33 . . . . 0.2(3) ?
O4 C32 C33 C34 . . . . 178.51(16) ?
C31 C32 C33 C34 . . . . 0.4(3) ?
C32 C33 C34 C29 . . . . -0.6(3) ?
C30 C29 C34 C33 . . . . 0.2(3) ?
Si4 C29 C34 C33 . . . . 178.82(14) ?




_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
