# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_schomaker30
_audit_creation_date             2014-01-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '1(C19 H33 N O5 S Si)'
_chemical_formula_sum            'C19 H33 N O5 S Si'
_chemical_formula_weight         415.61
_chemical_melting_point          'not determined'
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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   11.8101(17)
_cell_length_b                   12.7217(17)
_cell_length_c                   16.841(2)
_cell_angle_alpha                72.829(6)
_cell_angle_beta                 75.377(7)
_cell_angle_gamma                75.493(6)
_cell_volume                     2296.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2012'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.229
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.129
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            54072
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.57
_diffrn_reflns_theta_min         1.29
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'three-circle Bruker Quazar SMART APEXII'
_diffrn_measurement_method       '0.5\ ω and 0.5\ φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                9758
_reflns_number_total             11307
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT+ Ver. 7.68A (Bruker-AXS, 2009)'
_computing_data_collection       'APEX2 Ver. 2012.14-3 (Bruker-AXS, 2012)'
_computing_data_reduction        'SAINT+ Ver. 7.68A'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         11307
_refine_ls_number_restraints     379
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0502P)²+0.7519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1006
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Si1A \\sim C14A \\sim C15A \\sim C16A \\sim C17A \\sim C18A \\sim C19A \\sim
Si1B \\sim C14B \\sim C15B \\sim C16B \\sim C17B \\sim C18B \\sim C19B \\sim
Si1C \\sim C14C \\sim C15C \\sim C16C \\sim C17C \\sim C18C \\sim C19C: within
1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Same fragment restrains
{Si1A, O3, C14A, C15A, C16A, C17A, C18A, C19A}
{Si1B, O3, C14B, C15B, C16B, C17B, C18B, C19B}
{Si1C, O3, C14C, C15C, C16C, C17C, C18C, C19C}
as
{Si1, O3, C14, C15, C16, C17, C18, C19}
4. Others
 1*[Sof(Si1A)+Sof(C14A)+Sof(H14A)+Sof(H14B)+Sof(H14C)+Sof(C15A)+Sof(H15A)+
 Sof(H15B)+Sof(H15C)+Sof(C16A)+Sof(H16A)+Sof(H16B)+Sof(H16C)+Sof(C17A)+
 Sof(H17A)+Sof(H17B)+Sof(H17C)+Sof(C18A)+Sof(H18A)+Sof(H18B)+Sof(H18C)+
 Sof(C19A)]+1*[Sof(Si1B)+Sof(C14B)+Sof(H14D)+Sof(H14E)+Sof(H14F)+Sof(C15B)+
 Sof(H15D)+Sof(H15E)+Sof(H15F)+Sof(C16B)+Sof(H16D)+Sof(H16E)+Sof(H16F)+
 Sof(C17B)+Sof(H17D)+Sof(H17E)+Sof(H17F)+Sof(C18B)+Sof(H18D)+Sof(H18E)+
 Sof(H18F)+Sof(C19B)]+1*[Sof(Si1C)+Sof(C14C)+Sof(H14G)+Sof(H14H)+Sof(H14I)+
 Sof(C15C)+Sof(H15G)+Sof(H15H)+Sof(H15I)+Sof(C16C)+Sof(H16G)+Sof(H16H)+
 Sof(H16I)+Sof(C17C)+Sof(H17G)+Sof(H17H)+Sof(H17I)+Sof(C18C)+Sof(H18G)+
 Sof(H18H)+Sof(H18I)+Sof(C19C)]=1 with esd of 0
 Sof(Si1A)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C15A)=Sof(H15A)=
 Sof(H15B)=Sof(H15C)=Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17A)=
 Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(H18C)=
 Sof(C19A)=FVAR(1)
 Sof(Si1B)=Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C15B)=Sof(H15D)=
 Sof(H15E)=Sof(H15F)=Sof(C16B)=Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(C17B)=
 Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C18B)=Sof(H18D)=Sof(H18E)=Sof(H18F)=
 Sof(C19B)=FVAR(2)
 Sof(Si1C)=Sof(C14C)=Sof(H14G)=Sof(H14H)=Sof(H14I)=Sof(C15C)=Sof(H15G)=
 Sof(H15H)=Sof(H15I)=Sof(C16C)=Sof(H16G)=Sof(H16H)=Sof(H16I)=Sof(C17C)=
 Sof(H17G)=Sof(H17H)=Sof(H17I)=Sof(C18C)=Sof(H18G)=Sof(H18H)=Sof(H18I)=
 Sof(C19C)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C3A(H3A), C4A(H4A), C5A(H5A)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1B,H1C), C2(H2A,H2B), C6(H6B,H6C), C7(H7A,H7B), C1A(H1AA,H1AB), C2A(H2AA,
 H2AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB)
5.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C9A(H9A), C10A(H10A),
 C11A(H11A), C12A(H12A), C13A(H13A)
5.d Idealised Me refined as rotating group:
 C14(H14J,H14K,H14L), C15(H15J,H15K,H15L), C16(H16J,H16K,H16L), C17(H17J,H17K,
 H17L), C18(H18J,H18K,H18L), C14A(H14A,H14B,H14C), C15A(H15A,H15B,H15C),
 C16A(H16A,H16B,H16C), C17A(H17A,H17B,H17C), C18A(H18A,H18B,H18C), C14B(H14D,
 H14E,H14F), C15B(H15D,H15E,H15F), C16B(H16D,H16E,H16F), C17B(H17D,H17E,H17F),
 C18B(H18D,H18E,H18F), C14C(H14G,H14H,H14I), C15C(H15G,H15H,H15I), C16C(H16G,
 H16H,H16I), C17C(H17G,H17H,H17I), C18C(H18G,H18H,H18I)
5.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O6A(H6A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.12726(3) -0.07757(3) 0.69902(2) 0.03160(9) Uani 1 1 d D . .
O3 O 0.44748(9) 0.23085(9) 0.51704(7) 0.0400(2) Uani 1 1 d . . .
C14 C 0.08857(16) -0.04970(14) 0.59274(10) 0.0464(4) Uani 1 1 d D . .
H14J H 0.0289 -0.0935 0.5970 0.070 Uiso 1 1 calc R . .
H14K H 0.1604 -0.0713 0.5523 0.070 Uiso 1 1 calc R . .
H14L H 0.0562 0.0303 0.5733 0.070 Uiso 1 1 calc R . .
C15 C -0.01000(15) -0.03042(16) 0.77229(12) 0.0514(4) Uani 1 1 d D . .
H15J H -0.0336 0.0513 0.7547 0.077 Uiso 1 1 calc R . .
H15K H 0.0055 -0.0523 0.8300 0.077 Uiso 1 1 calc R . .
H15L H -0.0743 -0.0654 0.7708 0.077 Uiso 1 1 calc R . .
C16 C 0.1064(2) -0.30344(16) 0.74599(15) 0.0637(5) Uani 1 1 d D . .
H16J H 0.0338 -0.2841 0.7866 0.096 Uiso 1 1 calc R . .
H16K H 0.1426 -0.3823 0.7658 0.096 Uiso 1 1 calc R . .
H16L H 0.0864 -0.2913 0.6905 0.096 Uiso 1 1 calc R . .
C17 C 0.2258(2) -0.24844(16) 0.82521(12) 0.0622(5) Uani 1 1 d D . .
H17J H 0.2806 -0.1997 0.8210 0.093 Uiso 1 1 calc R . .
H17K H 0.2638 -0.3269 0.8443 0.093 Uiso 1 1 calc R . .
H17L H 0.1527 -0.2311 0.8660 0.093 Uiso 1 1 calc R . .
C18 C 0.31010(19) -0.26166(16) 0.67647(14) 0.0606(5) Uani 1 1 d D . .
H18J H 0.2915 -0.2515 0.6209 0.091 Uiso 1 1 calc R . .
H18K H 0.3457 -0.3403 0.6979 0.091 Uiso 1 1 calc R . .
H18L H 0.3665 -0.2140 0.6712 0.091 Uiso 1 1 calc R . .
C19 C 0.19511(15) -0.22908(12) 0.73833(10) 0.0410(3) Uani 1 1 d D . .
S1 S 0.37711(3) 0.33142(3) 0.55682(2) 0.03129(8) Uani 1 1 d . . .
O1 O 0.33436(9) 0.42372(8) 0.49227(7) 0.0399(2) Uani 1 1 d . . .
O2 O 0.45712(10) 0.34466(10) 0.60184(8) 0.0486(3) Uani 1 1 d . . .
O5 O 0.23337(8) -0.00866(7) 0.69219(6) 0.03019(19) Uani 1 1 d . . .
O6 O 0.06720(8) 0.22149(8) 0.74711(6) 0.0323(2) Uani 1 1 d . . .
H6 H 0.0438 0.2912 0.7383 0.049 Uiso 1 1 calc R . .
N1 N 0.26276(10) 0.28846(9) 0.61980(7) 0.0279(2) Uani 1 1 d . . .
C1 C 0.37538(15) 0.17506(13) 0.48915(9) 0.0409(3) Uani 1 1 d . . .
H1B H 0.4213 0.1497 0.4380 0.049 Uiso 1 1 calc R . .
H1C H 0.3025 0.2285 0.4744 0.049 Uiso 1 1 calc R . .
C2 C 0.34135(14) 0.07542(12) 0.55910(9) 0.0358(3) Uani 1 1 d . . .
H2A H 0.4142 0.0319 0.5807 0.043 Uiso 1 1 calc R . .
H2B H 0.3152 0.0269 0.5335 0.043 Uiso 1 1 calc R . .
C3 C 0.24422(11) 0.09770(10) 0.63529(8) 0.0270(2) Uani 1 1 d . . .
H3 H 0.1671 0.1324 0.6155 0.032 Uiso 1 1 calc R . .
C4 C 0.27174(11) 0.17621(10) 0.67967(8) 0.0252(2) Uani 1 1 d . . .
H4 H 0.3550 0.1494 0.6904 0.030 Uiso 1 1 calc R . .
C5 C 0.18595(11) 0.19290(10) 0.76225(8) 0.0269(2) Uani 1 1 d . . .
H5 H 0.2021 0.2588 0.7755 0.032 Uiso 1 1 calc R . .
C6 C 0.19565(13) 0.09478(12) 0.84006(8) 0.0333(3) Uani 1 1 d . . .
H6B H 0.2766 0.0793 0.8525 0.040 Uiso 1 1 calc R . .
H6C H 0.1844 0.0271 0.8276 0.040 Uiso 1 1 calc R . .
C7 C 0.10309(15) 0.11780(15) 0.91850(9) 0.0441(4) Uani 1 1 d . . .
H7A H 0.0229 0.1390 0.9040 0.053 Uiso 1 1 calc R . .
H7B H 0.1050 0.0475 0.9639 0.053 Uiso 1 1 calc R . .
C8 C 0.12066(14) 0.20845(15) 0.95282(9) 0.0429(3) Uani 1 1 d . . .
C9 C 0.08253(18) 0.32133(17) 0.91786(11) 0.0561(5) Uani 1 1 d . . .
H9 H 0.0418 0.3431 0.8719 0.067 Uiso 1 1 calc R . .
C10 C 0.1030(2) 0.4032(2) 0.94902(14) 0.0754(7) Uani 1 1 d . . .
H10 H 0.0778 0.4802 0.9234 0.090 Uiso 1 1 calc R . .
C11 C 0.1595(2) 0.3733(2) 1.01687(15) 0.0798(7) Uani 1 1 d . . .
H11 H 0.1733 0.4294 1.0382 0.096 Uiso 1 1 calc R . .
C12 C 0.1956(2) 0.2628(2) 1.05317(13) 0.0712(6) Uani 1 1 d . . .
H12 H 0.2332 0.2419 1.1007 0.085 Uiso 1 1 calc R . .
C13 C 0.17787(17) 0.18091(19) 1.02121(11) 0.0555(4) Uani 1 1 d . . .
H13 H 0.2053 0.1043 1.0464 0.067 Uiso 1 1 calc R . .
Si1A Si -0.4337(14) 0.3095(10) 0.8474(9) 0.0350(14) Uani 0.322(3) 1 d PDU A 1
C14A C -0.5584(9) 0.2685(12) 0.8236(6) 0.076(3) Uani 0.322(3) 1 d PDU A 1
H14A H -0.6252 0.2675 0.8719 0.114 Uiso 0.322(3) 1 calc PR A 1
H14B H -0.5323 0.1937 0.8128 0.114 Uiso 0.322(3) 1 calc PR A 1
H14C H -0.5838 0.3226 0.7734 0.114 Uiso 0.322(3) 1 calc PR A 1
C15A C -0.4898(12) 0.4542(8) 0.8601(10) 0.109(5) Uani 0.322(3) 1 d PDU A 1
H15A H -0.5069 0.5044 0.8061 0.163 Uiso 0.322(3) 1 calc PR A 1
H15B H -0.4292 0.4785 0.8774 0.163 Uiso 0.322(3) 1 calc PR A 1
H15C H -0.5628 0.4563 0.9034 0.163 Uiso 0.322(3) 1 calc PR A 1
C16A C -0.4942(14) 0.2700(12) 1.0184(7) 0.102(4) Uani 0.322(3) 1 d PDU A 1
H16A H -0.5210 0.3501 0.9945 0.153 Uiso 0.322(3) 1 calc PR A 1
H16B H -0.4636 0.2601 1.0696 0.153 Uiso 0.322(3) 1 calc PR A 1
H16C H -0.5613 0.2311 1.0327 0.153 Uiso 0.322(3) 1 calc PR A 1
C17A C -0.2702(10) 0.2458(14) 0.9548(6) 0.102(3) Uani 0.322(3) 1 d PDU A 1
H17A H -0.2046 0.2065 0.9190 0.153 Uiso 0.322(3) 1 calc PR A 1
H17B H -0.2580 0.2206 1.0134 0.153 Uiso 0.322(3) 1 calc PR A 1
H17C H -0.2724 0.3267 0.9343 0.153 Uiso 0.322(3) 1 calc PR A 1
C18A C -0.3752(15) 0.0980(9) 0.9475(9) 0.172(7) Uani 0.322(3) 1 d PDU A 1
H18A H -0.4535 0.0790 0.9555 0.259 Uiso 0.322(3) 1 calc PR A 1
H18B H -0.3339 0.0486 0.9926 0.259 Uiso 0.322(3) 1 calc PR A 1
H18C H -0.3279 0.0884 0.8924 0.259 Uiso 0.322(3) 1 calc PR A 1
C19A C -0.3913(10) 0.2194(10) 0.9508(7) 0.084(3) Uani 0.322(3) 1 d PDU A 1
S1A S -0.06142(3) 0.35196(3) 0.511143(19) 0.02689(8) Uani 1 1 d . . .
O1A O -0.08070(9) 0.41809(9) 0.42920(6) 0.0357(2) Uani 1 1 d . . .
O2A O 0.05773(9) 0.30839(9) 0.52409(6) 0.0385(2) Uani 1 1 d . . .
O3A O -0.11835(9) 0.24521(8) 0.53489(6) 0.0349(2) Uani 1 1 d . . .
O5A O -0.31166(8) 0.29624(8) 0.77989(5) 0.03048(19) Uani 1 1 d . . .
O6A O -0.03095(8) 0.44520(7) 0.71557(6) 0.02857(19) Uani 1 1 d . . .
H6A H -0.0043 0.4857 0.6685 0.043 Uiso 1 1 calc R . .
N1A N -0.13536(10) 0.42440(8) 0.57726(6) 0.0237(2) Uani 1 1 d . A .
C1A C -0.24961(13) 0.26237(11) 0.55693(8) 0.0323(3) Uani 1 1 d . A .
H1AA H -0.2780 0.2101 0.5364 0.039 Uiso 1 1 calc R . .
H1AB H -0.2843 0.3399 0.5293 0.039 Uiso 1 1 calc R . .
C2A C -0.28922(12) 0.24204(10) 0.65177(8) 0.0284(3) Uani 1 1 d . . .
H2AA H -0.2376 0.1731 0.6784 0.034 Uiso 1 1 calc R A .
H2AB H -0.3715 0.2276 0.6669 0.034 Uiso 1 1 calc R . .
C3A C -0.28726(11) 0.33591(10) 0.69056(7) 0.0235(2) Uani 1 1 d . A .
H3A H -0.3490 0.4029 0.6723 0.028 Uiso 1 1 calc R . .
C4A C -0.16455(10) 0.36935(9) 0.66809(7) 0.0214(2) Uani 1 1 d . . .
H4A H -0.1037 0.2990 0.6797 0.026 Uiso 1 1 calc R A .
C5A C -0.15377(11) 0.44532(9) 0.72066(7) 0.0234(2) Uani 1 1 d . A .
H5A H -0.1874 0.4120 0.7811 0.028 Uiso 1 1 calc R . .
C6A C -0.22367(12) 0.56445(10) 0.69698(8) 0.0272(2) Uani 1 1 d . . .
H6AA H -0.3061 0.5617 0.6954 0.033 Uiso 1 1 calc R A .
H6AB H -0.1865 0.6028 0.6396 0.033 Uiso 1 1 calc R . .
C7A C -0.22757(14) 0.63198(11) 0.75968(9) 0.0349(3) Uani 1 1 d . A .
H7AA H -0.2734 0.5990 0.8156 0.042 Uiso 1 1 calc R . .
H7AB H -0.1454 0.6271 0.7665 0.042 Uiso 1 1 calc R . .
C8A C -0.28409(13) 0.75349(11) 0.73034(8) 0.0312(3) Uani 1 1 d . . .
C9A C -0.40554(14) 0.79138(12) 0.75165(10) 0.0395(3) Uani 1 1 d . A .
H9A H -0.4549 0.7399 0.7862 0.047 Uiso 1 1 calc R . .
C10A C -0.45652(15) 0.90309(13) 0.72344(11) 0.0446(4) Uani 1 1 d . . .
H10A H -0.5400 0.9277 0.7390 0.054 Uiso 1 1 calc R A .
C11A C -0.38584(15) 0.97828(12) 0.67274(11) 0.0445(4) Uani 1 1 d . A .
H11A H -0.4203 1.0550 0.6537 0.053 Uiso 1 1 calc R . .
C12A C -0.26505(15) 0.94190(13) 0.64975(12) 0.0463(4) Uani 1 1 d . . .
H12A H -0.2162 0.9935 0.6144 0.056 Uiso 1 1 calc R A .
C13A C -0.21436(14) 0.83003(12) 0.67809(11) 0.0404(3) Uani 1 1 d . A .
H13A H -0.1310 0.8055 0.6616 0.048 Uiso 1 1 calc R . .
Si1B Si -0.4409(10) 0.3011(7) 0.8510(7) 0.0322(11) Uani 0.420(5) 1 d PDU A 2
C14B C -0.5217(8) 0.2005(10) 0.8403(5) 0.084(3) Uani 0.420(5) 1 d PDU A 2
H14D H -0.5395 0.2226 0.7832 0.126 Uiso 0.420(5) 1 calc PR A 2
H14E H -0.5964 0.2003 0.8821 0.126 Uiso 0.420(5) 1 calc PR A 2
H14F H -0.4722 0.1253 0.8498 0.126 Uiso 0.420(5) 1 calc PR A 2
C15B C -0.5307(8) 0.4426(8) 0.8243(5) 0.098(4) Uani 0.420(5) 1 d PDU A 2
H15D H -0.4865 0.4977 0.8256 0.148 Uiso 0.420(5) 1 calc PR A 2
H15E H -0.6058 0.4476 0.8657 0.148 Uiso 0.420(5) 1 calc PR A 2
H15F H -0.5478 0.4582 0.7676 0.148 Uiso 0.420(5) 1 calc PR A 2
C16B C -0.4873(10) 0.2279(11) 1.0303(6) 0.099(3) Uani 0.420(5) 1 d PDU A 2
H16D H -0.5441 0.2956 1.0403 0.148 Uiso 0.420(5) 1 calc PR A 2
H16E H -0.4512 0.1901 1.0803 0.148 Uiso 0.420(5) 1 calc PR A 2
H16F H -0.5290 0.1774 1.0196 0.148 Uiso 0.420(5) 1 calc PR A 2
C17B C -0.3277(10) 0.3535(9) 0.9559(4) 0.102(3) Uani 0.420(5) 1 d PDU A 2
H17D H -0.2445 0.3423 0.9262 0.153 Uiso 0.420(5) 1 calc PR A 2
H17E H -0.3306 0.3500 1.0152 0.153 Uiso 0.420(5) 1 calc PR A 2
H17F H -0.3702 0.4270 0.9290 0.153 Uiso 0.420(5) 1 calc PR A 2
C18B C -0.3015(10) 0.1477(9) 0.9626(5) 0.112(3) Uani 0.420(5) 1 d PDU A 2
H18D H -0.3329 0.0945 0.9461 0.169 Uiso 0.420(5) 1 calc PR A 2
H18E H -0.2934 0.1189 1.0221 0.169 Uiso 0.420(5) 1 calc PR A 2
H18F H -0.2234 0.1570 0.9269 0.169 Uiso 0.420(5) 1 calc PR A 2
C19B C -0.3873(8) 0.2609(7) 0.9514(6) 0.0562(16) Uani 0.420(5) 1 d PDU A 2
Si1C Si -0.4274(4) 0.2560(5) 0.8498(2) 0.0467(10) Uani 0.258(4) 1 d PDU A 3
C14C C -0.4455(15) 0.1151(12) 0.8498(8) 0.107(5) Uani 0.258(4) 1 d PDU A 3
H14G H -0.4654 0.1184 0.7959 0.161 Uiso 0.258(4) 1 calc PR A 3
H14H H -0.5098 0.0911 0.8965 0.161 Uiso 0.258(4) 1 calc PR A 3
H14I H -0.3710 0.0614 0.8570 0.161 Uiso 0.258(4) 1 calc PR A 3
C15C C -0.5622(8) 0.3570(14) 0.8250(6) 0.090(4) Uani 0.258(4) 1 d PDU A 3
H15G H -0.5608 0.4286 0.8350 0.134 Uiso 0.258(4) 1 calc PR A 3
H15H H -0.6326 0.3284 0.8612 0.134 Uiso 0.258(4) 1 calc PR A 3
H15I H -0.5653 0.3679 0.7654 0.134 Uiso 0.258(4) 1 calc PR A 3
C16C C -0.4570(12) 0.1652(13) 1.0258(7) 0.089(3) Uani 0.258(4) 1 d PDU A 3
H16G H -0.5376 0.1744 1.0158 0.133 Uiso 0.258(4) 1 calc PR A 3
H16H H -0.4619 0.1819 1.0799 0.133 Uiso 0.258(4) 1 calc PR A 3
H16I H -0.4152 0.0878 1.0275 0.133 Uiso 0.258(4) 1 calc PR A 3
C17C C -0.4095(14) 0.3628(10) 0.9697(8) 0.093(3) Uani 0.258(4) 1 d PDU A 3
H17G H -0.4030 0.4204 0.9161 0.140 Uiso 0.258(4) 1 calc PR A 3
H17H H -0.3506 0.3642 1.0010 0.140 Uiso 0.258(4) 1 calc PR A 3
H17I H -0.4898 0.3776 1.0036 0.140 Uiso 0.258(4) 1 calc PR A 3
C18C C -0.2556(9) 0.1878(9) 0.9512(7) 0.054(2) Uani 0.258(4) 1 d PDU A 3
H18G H -0.2408 0.1211 0.9295 0.081 Uiso 0.258(4) 1 calc PR A 3
H18H H -0.2404 0.1654 1.0090 0.081 Uiso 0.258(4) 1 calc PR A 3
H18I H -0.2026 0.2385 0.9148 0.081 Uiso 0.258(4) 1 calc PR A 3
C19C C -0.3865(14) 0.2481(12) 0.9517(8) 0.073(3) Uani 0.258(4) 1 d PDU A 3
H1 H 0.2064(17) 0.3094(15) 0.5992(12) 0.043(5) Uiso 1 1 d . . .
H1A H -0.1897(15) 0.4737(14) 0.5580(10) 0.031(4) Uiso 1 1 d . . .


_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 C14 1.8696(16) . ?
Si1 C15 1.8574(17) . ?
Si1 C19 1.8805(16) . ?
Si1 O5 1.6643(10) . ?
O3 S1 1.5711(11) . ?
O3 C1 1.4668(19) . ?
C14 H14J 0.9800 . ?
C14 H14K 0.9800 . ?
C14 H14L 0.9800 . ?
C15 H15J 0.9800 . ?
C15 H15K 0.9800 . ?
C15 H15L 0.9800 . ?
C16 H16J 0.9800 . ?
C16 H16K 0.9800 . ?
C16 H16L 0.9800 . ?
C16 C19 1.538(2) . ?
C17 H17J 0.9800 . ?
C17 H17K 0.9800 . ?
C17 H17L 0.9800 . ?
C17 C19 1.531(2) . ?
C18 H18J 0.9800 . ?
C18 H18K 0.9800 . ?
C18 H18L 0.9800 . ?
C18 C19 1.536(3) . ?
S1 O1 1.4289(10) . ?
S1 O2 1.4188(11) . ?
S1 N1 1.5975(12) . ?
O5 C3 1.4230(15) . ?
O6 H6 0.8400 . ?
O6 C5 1.4263(15) . ?
N1 C4 1.4816(15) . ?
N1 H1 0.779(19) . ?
C1 H1B 0.9900 . ?
C1 H1C 0.9900 . ?
C1 C2 1.513(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5334(18) . ?
C3 H3 1.0000 . ?
C3 C4 1.5452(17) . ?
C4 H4 1.0000 . ?
C4 C5 1.5365(17) . ?
C5 H5 1.0000 . ?
C5 C6 1.5254(18) . ?
C6 H6B 0.9900 . ?
C6 H6C 0.9900 . ?
C6 C7 1.538(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.510(2) . ?
C8 C9 1.386(3) . ?
C8 C13 1.394(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.378(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.362(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C13 H13 0.9500 . ?
Si1A C14A 1.845(12) . ?
Si1A C15A 1.850(12) . ?
Si1A C19A 1.889(11) . ?
Si1A O5A 1.601(17) . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C16A C19A 1.590(12) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C17A C19A 1.570(13) . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C18A C19A 1.524(13) . ?
S1A O1A 1.4287(10) . ?
S1A O2A 1.4240(10) . ?
S1A O3A 1.5676(10) . ?
S1A N1A 1.6010(11) . ?
O3A C1A 1.4752(17) . ?
O5A C3A 1.4165(14) . ?
O5A Si1B 1.686(13) . ?
O5A Si1C 1.642(4) . ?
O6A H6A 0.8400 . ?
O6A C5A 1.4309(15) . ?
N1A C4A 1.4735(15) . ?
N1A H1A 0.833(17) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C1A C2A 1.5086(18) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A C3A 1.5282(16) . ?
C3A H3A 1.0000 . ?
C3A C4A 1.5367(16) . ?
C4A H4A 1.0000 . ?
C4A C5A 1.5356(15) . ?
C5A H5A 1.0000 . ?
C5A C6A 1.5231(16) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C6A C7A 1.5319(17) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C7A C8A 1.5092(18) . ?
C8A C9A 1.384(2) . ?
C8A C13A 1.389(2) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.388(2) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.378(2) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.377(2) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.388(2) . ?
C13A H13A 0.9500 . ?
Si1B C14B 1.848(9) . ?
Si1B C15B 1.837(9) . ?
Si1B C19B 1.841(9) . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C16B C19B 1.569(10) . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C17B C19B 1.544(9) . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C18B C19B 1.530(10) . ?
Si1C C14C 1.858(10) . ?
Si1C C15C 1.831(10) . ?
Si1C C19C 1.865(11) . ?
C14C H14G 0.9800 . ?
C14C H14H 0.9800 . ?
C14C H14I 0.9800 . ?
C15C H15G 0.9800 . ?
C15C H15H 0.9800 . ?
C15C H15I 0.9800 . ?
C16C H16G 0.9800 . ?
C16C H16H 0.9800 . ?
C16C H16I 0.9800 . ?
C16C C19C 1.581(13) . ?
C17C H17G 0.9800 . ?
C17C H17H 0.9800 . ?
C17C H17I 0.9800 . ?
C17C C19C 1.523(13) . ?
C18C H18G 0.9800 . ?
C18C H18H 0.9800 . ?
C18C H18I 0.9800 . ?
C18C C19C 1.543(14) . ?

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
C14 Si1 C19 111.58(7) . . ?
C15 Si1 C14 107.86(9) . . ?
C15 Si1 C19 112.58(8) . . ?
O5 Si1 C14 110.18(6) . . ?
O5 Si1 C15 110.42(7) . . ?
O5 Si1 C19 104.20(6) . . ?
C1 O3 S1 115.81(9) . . ?
Si1 C14 H14J 109.5 . . ?
Si1 C14 H14K 109.5 . . ?
Si1 C14 H14L 109.5 . . ?
H14J C14 H14K 109.5 . . ?
H14J C14 H14L 109.5 . . ?
H14K C14 H14L 109.5 . . ?
Si1 C15 H15J 109.5 . . ?
Si1 C15 H15K 109.5 . . ?
Si1 C15 H15L 109.5 . . ?
H15J C15 H15K 109.5 . . ?
H15J C15 H15L 109.5 . . ?
H15K C15 H15L 109.5 . . ?
H16J C16 H16K 109.5 . . ?
H16J C16 H16L 109.5 . . ?
H16K C16 H16L 109.5 . . ?
C19 C16 H16J 109.5 . . ?
C19 C16 H16K 109.5 . . ?
C19 C16 H16L 109.5 . . ?
H17J C17 H17K 109.5 . . ?
H17J C17 H17L 109.5 . . ?
H17K C17 H17L 109.5 . . ?
C19 C17 H17J 109.5 . . ?
C19 C17 H17K 109.5 . . ?
C19 C17 H17L 109.5 . . ?
H18J C18 H18K 109.5 . . ?
H18J C18 H18L 109.5 . . ?
H18K C18 H18L 109.5 . . ?
C19 C18 H18J 109.5 . . ?
C19 C18 H18K 109.5 . . ?
C19 C18 H18L 109.5 . . ?
C16 C19 Si1 109.78(12) . . ?
C17 C19 Si1 110.01(12) . . ?
C17 C19 C16 109.16(15) . . ?
C17 C19 C18 108.55(16) . . ?
C18 C19 Si1 109.96(11) . . ?
C18 C19 C16 109.35(15) . . ?
O3 S1 N1 105.16(6) . . ?
O1 S1 O3 109.57(7) . . ?
O1 S1 N1 106.87(6) . . ?
O2 S1 O3 103.65(7) . . ?
O2 S1 O1 119.37(7) . . ?
O2 S1 N1 111.35(7) . . ?
C3 O5 Si1 123.56(8) . . ?
C5 O6 H6 109.5 . . ?
S1 N1 H1 112.0(14) . . ?
C4 N1 S1 121.88(9) . . ?
C4 N1 H1 116.1(13) . . ?
O3 C1 H1B 109.7 . . ?
O3 C1 H1C 109.7 . . ?
O3 C1 C2 109.85(12) . . ?
H1B C1 H1C 108.2 . . ?
C2 C1 H1B 109.7 . . ?
C2 C1 H1C 109.7 . . ?
C1 C2 H2A 107.8 . . ?
C1 C2 H2B 107.8 . . ?
C1 C2 C3 118.18(12) . . ?
H2A C2 H2B 107.1 . . ?
C3 C2 H2A 107.8 . . ?
C3 C2 H2B 107.8 . . ?
O5 C3 C2 106.55(10) . . ?
O5 C3 H3 108.7 . . ?
O5 C3 C4 110.79(10) . . ?
C2 C3 H3 108.7 . . ?
C2 C3 C4 113.25(11) . . ?
C4 C3 H3 108.7 . . ?
N1 C4 C3 106.31(10) . . ?
N1 C4 H4 109.3 . . ?
N1 C4 C5 105.70(10) . . ?
C3 C4 H4 109.3 . . ?
C5 C4 C3 116.67(10) . . ?
C5 C4 H4 109.3 . . ?
O6 C5 C4 108.16(10) . . ?
O6 C5 H5 107.4 . . ?
O6 C5 C6 109.79(11) . . ?
C4 C5 H5 107.4 . . ?
C6 C5 C4 116.31(10) . . ?
C6 C5 H5 107.4 . . ?
C5 C6 H6B 109.1 . . ?
C5 C6 H6C 109.1 . . ?
C5 C6 C7 112.39(12) . . ?
H6B C6 H6C 107.9 . . ?
C7 C6 H6B 109.1 . . ?
C7 C6 H6C 109.1 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 C6 115.05(13) . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C9 C8 C7 122.17(15) . . ?
C9 C8 C13 117.26(17) . . ?
C13 C8 C7 120.56(17) . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.03(19) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C8 C13 H13 119.3 . . ?
C12 C13 C8 121.4(2) . . ?
C12 C13 H13 119.3 . . ?
C14A Si1A C15A 105.7(9) . . ?
C14A Si1A C19A 112.1(9) . . ?
C15A Si1A C19A 107.3(9) . . ?
O5A Si1A C14A 114.7(8) . . ?
O5A Si1A C15A 113.4(8) . . ?
O5A Si1A C19A 103.6(7) . . ?
C16A C19A Si1A 101.9(9) . . ?
C17A C19A Si1A 107.0(8) . . ?
C17A C19A C16A 108.7(11) . . ?
C18A C19A Si1A 106.6(9) . . ?
C18A C19A C16A 120.9(11) . . ?
C18A C19A C17A 110.5(10) . . ?
O1A S1A O3A 109.34(6) . . ?
O1A S1A N1A 106.71(6) . . ?
O2A S1A O1A 118.87(6) . . ?
O2A S1A O3A 103.98(6) . . ?
O2A S1A N1A 111.25(6) . . ?
O3A S1A N1A 106.00(5) . . ?
C1A O3A S1A 116.79(8) . . ?
Si1A O5A Si1B 4.0(7) . . ?
Si1A O5A Si1C 23.3(5) . . ?
C3A O5A Si1A 131.0(4) . . ?
C3A O5A Si1B 131.5(3) . . ?
C3A O5A Si1C 134.30(16) . . ?
Si1C O5A Si1B 19.3(3) . . ?
C5A O6A H6A 109.5 . . ?
S1A N1A H1A 112.1(11) . . ?
C4A N1A S1A 120.13(8) . . ?
C4A N1A H1A 115.3(11) . . ?
O3A C1A H1AA 109.8 . . ?
O3A C1A H1AB 109.8 . . ?
O3A C1A C2A 109.48(11) . . ?
H1AA C1A H1AB 108.2 . . ?
C2A C1A H1AA 109.8 . . ?
C2A C1A H1AB 109.8 . . ?
C1A C2A H2AA 108.2 . . ?
C1A C2A H2AB 108.2 . . ?
C1A C2A C3A 116.47(10) . . ?
H2AA C2A H2AB 107.3 . . ?
C3A C2A H2AA 108.2 . . ?
C3A C2A H2AB 108.2 . . ?
O5A C3A C2A 108.27(9) . . ?
O5A C3A H3A 109.9 . . ?
O5A C3A C4A 105.79(9) . . ?
C2A C3A H3A 109.9 . . ?
C2A C3A C4A 112.95(10) . . ?
C4A C3A H3A 109.9 . . ?
N1A C4A C3A 110.81(9) . . ?
N1A C4A H4A 107.6 . . ?
N1A C4A C5A 109.44(9) . . ?
C3A C4A H4A 107.6 . . ?
C5A C4A C3A 113.47(10) . . ?
C5A C4A H4A 107.6 . . ?
O6A C5A C4A 110.09(9) . . ?
O6A C5A H5A 107.2 . . ?
O6A C5A C6A 111.00(9) . . ?
C4A C5A H5A 107.2 . . ?
C6A C5A C4A 113.70(9) . . ?
C6A C5A H5A 107.2 . . ?
C5A C6A H6AA 109.2 . . ?
C5A C6A H6AB 109.2 . . ?
C5A C6A C7A 112.15(10) . . ?
H6AA C6A H6AB 107.9 . . ?
C7A C6A H6AA 109.2 . . ?
C7A C6A H6AB 109.2 . . ?
C6A C7A H7AA 109.2 . . ?
C6A C7A H7AB 109.2 . . ?
H7AA C7A H7AB 107.9 . . ?
C8A C7A C6A 111.84(11) . . ?
C8A C7A H7AA 109.2 . . ?
C8A C7A H7AB 109.2 . . ?
C9A C8A C7A 121.82(13) . . ?
C9A C8A C13A 118.15(13) . . ?
C13A C8A C7A 120.00(13) . . ?
C8A C9A H9A 119.4 . . ?
C8A C9A C10A 121.22(14) . . ?
C10A C9A H9A 119.4 . . ?
C9A C10A H10A 120.1 . . ?
C11A C10A C9A 119.89(15) . . ?
C11A C10A H10A 120.1 . . ?
C10A C11A H11A 120.1 . . ?
C12A C11A C10A 119.77(14) . . ?
C12A C11A H11A 120.1 . . ?
C11A C12A H12A 119.9 . . ?
C11A C12A C13A 120.17(15) . . ?
C13A C12A H12A 119.9 . . ?
C8A C13A H13A 119.6 . . ?
C12A C13A C8A 120.78(15) . . ?
C12A C13A H13A 119.6 . . ?
O5A Si1B C14B 108.0(6) . . ?
O5A Si1B C15B 108.2(6) . . ?
O5A Si1B C19B 101.6(6) . . ?
C15B Si1B C14B 108.4(7) . . ?
C15B Si1B C19B 116.1(6) . . ?
C19B Si1B C14B 114.0(6) . . ?
Si1B C14B H14D 109.5 . . ?
Si1B C14B H14E 109.5 . . ?
Si1B C14B H14F 109.5 . . ?
H14D C14B H14E 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
Si1B C15B H15D 109.5 . . ?
Si1B C15B H15E 109.5 . . ?
Si1B C15B H15F 109.5 . . ?
H15D C15B H15E 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
H16D C16B H16E 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C19B C16B H16D 109.5 . . ?
C19B C16B H16E 109.5 . . ?
C19B C16B H16F 109.5 . . ?
H17D C17B H17E 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C19B C17B H17D 109.5 . . ?
C19B C17B H17E 109.5 . . ?
C19B C17B H17F 109.5 . . ?
H18D C18B H18E 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C19B C18B H18D 109.5 . . ?
C19B C18B H18E 109.5 . . ?
C19B C18B H18F 109.5 . . ?
C16B C19B Si1B 112.3(7) . . ?
C17B C19B Si1B 109.6(6) . . ?
C17B C19B C16B 113.9(8) . . ?
C18B C19B Si1B 112.0(7) . . ?
C18B C19B C16B 97.8(7) . . ?
C18B C19B C17B 110.8(8) . . ?
O5A Si1C C14C 112.4(5) . . ?
O5A Si1C C15C 108.9(5) . . ?
O5A Si1C C19C 102.1(5) . . ?
C14C Si1C C19C 109.1(6) . . ?
C15C Si1C C14C 108.4(7) . . ?
C15C Si1C C19C 116.0(7) . . ?
C16C C19C Si1C 109.0(9) . . ?
C17C C19C Si1C 112.3(8) . . ?
C17C C19C C16C 111.3(12) . . ?
C17C C19C C18C 111.9(11) . . ?
C18C C19C Si1C 109.4(9) . . ?
C18C C19C C16C 102.5(10) . . ?

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
Si1 O5 C3 C2 -99.48(11) . . . . ?
Si1 O5 C3 C4 136.93(9) . . . . ?
O3 S1 N1 C4 46.01(11) . . . . ?
O3 C1 C2 C3 74.69(17) . . . . ?
C14 Si1 C19 C16 -60.01(15) . . . . ?
C14 Si1 C19 C17 179.84(13) . . . . ?
C14 Si1 C19 C18 60.33(14) . . . . ?
C14 Si1 O5 C3 33.39(12) . . . . ?
C15 Si1 C19 C16 61.44(15) . . . . ?
C15 Si1 C19 C17 -58.71(15) . . . . ?
C15 Si1 C19 C18 -178.21(12) . . . . ?
C15 Si1 O5 C3 -85.66(12) . . . . ?
C19 Si1 O5 C3 153.21(10) . . . . ?
S1 O3 C1 C2 -93.78(13) . . . . ?
S1 N1 C4 C3 -95.24(11) . . . . ?
S1 N1 C4 C5 140.14(9) . . . . ?
O1 S1 N1 C4 162.41(10) . . . . ?
O2 S1 N1 C4 -65.61(12) . . . . ?
O5 Si1 C19 C16 -178.88(12) . . . . ?
O5 Si1 C19 C17 60.97(14) . . . . ?
O5 Si1 C19 C18 -58.54(13) . . . . ?
O5 C3 C4 N1 -171.50(10) . . . . ?
O5 C3 C4 C5 -53.95(14) . . . . ?
O6 C5 C6 C7 -54.60(15) . . . . ?
N1 C4 C5 O6 67.49(12) . . . . ?
N1 C4 C5 C6 -168.49(11) . . . . ?
C1 O3 S1 O1 -69.91(11) . . . . ?
C1 O3 S1 O2 161.63(10) . . . . ?
C1 O3 S1 N1 44.63(11) . . . . ?
C1 C2 C3 O5 -177.75(12) . . . . ?
C1 C2 C3 C4 -55.70(17) . . . . ?
C2 C3 C4 N1 68.85(13) . . . . ?
C2 C3 C4 C5 -173.60(10) . . . . ?
C3 C4 C5 O6 -50.39(13) . . . . ?
C3 C4 C5 C6 73.64(14) . . . . ?
C4 C5 C6 C7 -177.78(11) . . . . ?
C5 C6 C7 C8 -67.35(17) . . . . ?
C6 C7 C8 C9 81.2(2) . . . . ?
C6 C7 C8 C13 -98.08(18) . . . . ?
C7 C8 C9 C10 -178.05(18) . . . . ?
C7 C8 C13 C12 179.51(17) . . . . ?
C8 C9 C10 C11 -1.5(3) . . . . ?
C9 C8 C13 C12 0.2(3) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C10 C11 C12 C13 1.3(4) . . . . ?
C11 C12 C13 C8 -1.5(3) . . . . ?
C13 C8 C9 C10 1.2(3) . . . . ?
Si1A O5A C3A C2A -95.9(6) . . . . ?
Si1A O5A C3A C4A 142.8(6) . . . . ?
Si1A O5A Si1B C14B 157(9) . . . . ?
Si1A O5A Si1B C15B 40(9) . . . . ?
Si1A O5A Si1B C19B -83(9) . . . . ?
Si1A O5A Si1C C14C 167.6(13) . . . . ?
Si1A O5A Si1C C15C 47.5(12) . . . . ?
Si1A O5A Si1C C19C -75.6(12) . . . . ?
C14A Si1A C19A C16A -77.1(13) . . . . ?
C14A Si1A C19A C17A 168.9(10) . . . . ?
C14A Si1A C19A C18A 50.6(13) . . . . ?
C14A Si1A O5A C3A 51.8(10) . . . . ?
C14A Si1A O5A Si1B -47(9) . . . . ?
C14A Si1A O5A Si1C -57.0(11) . . . . ?
C15A Si1A C19A C16A 38.6(13) . . . . ?
C15A Si1A C19A C17A -75.5(12) . . . . ?
C15A Si1A C19A C18A 166.2(10) . . . . ?
C15A Si1A O5A C3A -69.7(9) . . . . ?
C15A Si1A O5A Si1B -169(10) . . . . ?
C15A Si1A O5A Si1C -178.6(16) . . . . ?
C19A Si1A O5A C3A 174.3(4) . . . . ?
C19A Si1A O5A Si1B 75(9) . . . . ?
C19A Si1A O5A Si1C 65.5(11) . . . . ?
S1A O3A C1A C2A -94.68(11) . . . . ?
S1A N1A C4A C3A -92.51(11) . . . . ?
S1A N1A C4A C5A 141.62(9) . . . . ?
O1A S1A O3A C1A -72.91(10) . . . . ?
O1A S1A N1A C4A 161.42(9) . . . . ?
O2A S1A O3A C1A 159.16(9) . . . . ?
O2A S1A N1A C4A -67.46(11) . . . . ?
O3A S1A N1A C4A 44.95(10) . . . . ?
O3A C1A C2A C3A 77.53(14) . . . . ?
O5A Si1A C19A C16A 158.7(10) . . . . ?
O5A Si1A C19A C17A 44.7(10) . . . . ?
O5A Si1A C19A C18A -73.6(10) . . . . ?
O5A C3A C4A N1A -173.41(9) . . . . ?
O5A C3A C4A C5A -49.82(12) . . . . ?
O5A Si1B C19B C16B -165.0(7) . . . . ?
O5A Si1B C19B C17B 67.3(8) . . . . ?
O5A Si1B C19B C18B -56.0(8) . . . . ?
O5A Si1C C19C C16C -156.6(8) . . . . ?
O5A Si1C C19C C17C 79.7(11) . . . . ?
O5A Si1C C19C C18C -45.3(10) . . . . ?
O6A C5A C6A C7A -64.53(14) . . . . ?
N1A S1A O3A C1A 41.78(10) . . . . ?
N1A C4A C5A O6A -73.16(11) . . . . ?
N1A C4A C5A C6A 52.10(13) . . . . ?
C1A C2A C3A O5A -172.37(11) . . . . ?
C1A C2A C3A C4A -55.56(15) . . . . ?
C2A C3A C4A N1A 68.32(12) . . . . ?
C2A C3A C4A C5A -168.09(10) . . . . ?
C3A O5A Si1B C14B 72.4(6) . . . . ?
C3A O5A Si1B C15B -44.7(7) . . . . ?
C3A O5A Si1B C19B -167.4(3) . . . . ?
C3A O5A Si1C C14C 74.8(6) . . . . ?
C3A O5A Si1C C15C -45.3(7) . . . . ?
C3A O5A Si1C C19C -168.4(5) . . . . ?
C3A C4A C5A O6A 162.50(9) . . . . ?
C3A C4A C5A C6A -72.24(13) . . . . ?
C4A C5A C6A C7A 170.69(11) . . . . ?
C5A C6A C7A C8A 173.20(12) . . . . ?
C6A C7A C8A C9A 89.45(16) . . . . ?
C6A C7A C8A C13A -88.31(16) . . . . ?
C7A C8A C9A C10A -179.25(14) . . . . ?
C7A C8A C13A C12A 179.30(14) . . . . ?
C8A C9A C10A C11A 0.5(2) . . . . ?
C9A C8A C13A C12A 1.5(2) . . . . ?
C9A C10A C11A C12A 0.6(3) . . . . ?
C10A C11A C12A C13A -0.5(3) . . . . ?
C11A C12A C13A C8A -0.5(3) . . . . ?
C13A C8A C9A C10A -1.5(2) . . . . ?
Si1B O5A C3A C2A -90.6(4) . . . . ?
Si1B O5A C3A C4A 148.1(4) . . . . ?
Si1B O5A Si1C C14C 165.6(11) . . . . ?
Si1B O5A Si1C C15C 45.5(10) . . . . ?
Si1B O5A Si1C C19C -77.7(10) . . . . ?
C14B Si1B C19B C16B -49.1(11) . . . . ?
C14B Si1B C19B C17B -176.8(8) . . . . ?
C14B Si1B C19B C18B 59.8(11) . . . . ?
C15B Si1B C19B C16B 77.9(10) . . . . ?
C15B Si1B C19B C17B -49.8(11) . . . . ?
C15B Si1B C19B C18B -173.1(9) . . . . ?
Si1C O5A C3A C2A -64.4(4) . . . . ?
Si1C O5A C3A C4A 174.3(3) . . . . ?
Si1C O5A Si1B C14B -34.8(8) . . . . ?
Si1C O5A Si1B C15B -152.0(12) . . . . ?
Si1C O5A Si1B C19B 85.3(9) . . . . ?
C14C Si1C C19C C16C -37.4(12) . . . . ?
C14C Si1C C19C C17C -161.2(11) . . . . ?
C14C Si1C C19C C18C 73.9(11) . . . . ?
C15C Si1C C19C C16C 85.2(11) . . . . ?
C15C Si1C C19C C17C -38.5(14) . . . . ?
C15C Si1C C19C C18C -163.4(9) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 985110'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl


_audit_creation_method           SHELXL-97

_chemical_name_systematic        
'5-((tert-butyldimethylsilyl)oxy)-6-phenethyl-tetrahydrooxazolo[3,4-c][1,2,3]oxathiazepin-8(3H)-one 1,1-dioxide'

_chemical_name_common            'not specified'

_chemical_formula_moiety         'C20 H31 N O6 S Si'

_chemical_formula_sum            'C20 H31 N O6 S Si'
_chemical_compound_source        'Schomaker Lab CSA5062'
_chemical_properties_physical    air-stable
_exptl_crystal_recrystallization_method 'slow evaporation acetonitril'

_chemical_melting_point          'not measured'



_exptl_crystal_description       block

_exptl_crystal_colour            colourless



_diffrn_ambient_temperature      200(1)

_chemical_formula_weight         441.61



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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           triclinic

_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration unk



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   7.248(3)

_cell_length_b                   12.231(4)

_cell_length_c                   12.439(4)

_cell_angle_alpha                87.850(13)

_cell_angle_beta                 81.980(7)

_cell_angle_gamma                89.975(11)

_cell_volume                     1091.1(7)

_cell_formula_units_Z            2

_cell_measurement_temperature    200(1)

_cell_measurement_reflns_used    9196

_cell_measurement_theta_min      2.3035

_cell_measurement_theta_max      28.5824

_exptl_crystal_size_max          0.403

_exptl_crystal_size_mid          0.125

_exptl_crystal_size_min          0.032

_exptl_crystal_density_meas      'not measured'

_exptl_crystal_density_diffrn    1.344

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             472

_exptl_absorpt_coefficient_mu    0.239

_exptl_absorpt_correction_type   none

_exptl_absorpt_correction_T_min  ?

_exptl_absorpt_correction_T_max  ?

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

 ?

;
_diffrn_radiation_probe          X-ray

_diffrn_radiation_type           MoK\a

_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'

_diffrn_radiation_monochromator  'mirror optics'

_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'

_diffrn_measurement_method       '0.5° ω and 0.5° φ scans'

_diffrn_detector_area_resol_mean 7.9

_diffrn_standards_number         ?

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            27763

_diffrn_reflns_av_R_equivalents  0.0433

_diffrn_reflns_av_sigmaI/netI    0.0313

_diffrn_reflns_limit_h_min       -9

_diffrn_reflns_limit_h_max       9

_diffrn_reflns_limit_k_min       -16

_diffrn_reflns_limit_k_max       16

_diffrn_reflns_limit_l_min       -16

_diffrn_reflns_limit_l_max       16

_diffrn_reflns_theta_min         1.65

_diffrn_reflns_theta_max         28.64

_reflns_number_total             5586

_reflns_number_gt                4757

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'APEX2 Ver. 2013.2-0 (Bruker-AXS, 2013)'

_computing_cell_refinement       'Bruker XSCANS'

_computing_data_reduction        'SAINT+ Ver. 8.30C (Bruker-AXS, 2013)'

_computing_structure_solution    'SHELXTL (Sheldrick, 1997-2013)'

_computing_structure_refinement  'SHELXTL (Sheldrick, 1997-2013)'

_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997-2013)'

_computing_publication_material  'SHELXTL (Sheldrick, 1997-2013)'




_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0324P)²+0.7953P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5586
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.79156(4) 0.93688(3) 0.14940(3) 0.01060(8) Uani 1 1 d . . .
Si Si 1.16372(5) 0.75147(3) 0.42061(3) 0.01091(9) Uani 1 1 d . . .
O4 O 1.09536(13) 0.79027(8) 0.30287(8) 0.01156(19) Uani 1 1 d . . .
O6 O 0.63231(13) 0.71376(8) 0.20194(9) 0.0158(2) Uani 1 1 d . . .
O2 O 0.69249(14) 0.95823(9) 0.06006(9) 0.0162(2) Uani 1 1 d . . .
O5 O 0.90880(13) 0.63495(8) 0.14985(8) 0.0129(2) Uani 1 1 d . . .
N1 N 0.89529(15) 0.81605(9) 0.13461(9) 0.0103(2) Uani 1 1 d . . .
O3 O 0.96512(13) 1.01306(8) 0.13065(8) 0.0124(2) Uani 1 1 d . . .
O1 O 0.69682(14) 0.94323(8) 0.25697(8) 0.0159(2) Uani 1 1 d . . .
C6 C 1.24066(18) 0.60000(11) 0.11889(11) 0.0119(3) Uani 1 1 d . . .
H6A H 1.2453 0.6041 0.1962 0.014 Uiso 1 1 calc R . .
H6B H 1.3589 0.6265 0.0806 0.014 Uiso 1 1 calc R . .
C2 C 1.24727(18) 0.94807(11) 0.20101(11) 0.0116(3) Uani 1 1 d . . .
H2A H 1.3270 0.9615 0.2557 0.014 Uiso 1 1 calc R . .
H2B H 1.3170 0.9683 0.1307 0.014 Uiso 1 1 calc R . .
C20 C 0.79485(18) 0.72100(11) 0.16679(11) 0.0114(3) Uani 1 1 d . . .
C7 C 1.21276(19) 0.48079(11) 0.09149(12) 0.0135(3) Uani 1 1 d . . .
H7A H 1.0942 0.4552 0.1300 0.016 Uiso 1 1 calc R . .
H7B H 1.2059 0.4778 0.0143 0.016 Uiso 1 1 calc R . .
C14 C 1.2909(2) 0.61933(12) 0.41029(12) 0.0173(3) Uani 1 1 d . . .
H14A H 1.2127 0.5644 0.3866 0.026 Uiso 1 1 calc R . .
H14B H 1.3235 0.5974 0.4801 0.026 Uiso 1 1 calc R . .
H14C H 1.4022 0.6280 0.3589 0.026 Uiso 1 1 calc R . .
C4 C 1.09742(17) 0.79514(11) 0.11045(11) 0.0097(2) Uani 1 1 d . . .
H4 H 1.1492 0.8358 0.0437 0.012 Uiso 1 1 calc R . .
C3 C 1.20373(18) 0.82550(11) 0.20380(11) 0.0100(2) Uani 1 1 d . . .
H3 H 1.3217 0.7855 0.1964 0.012 Uiso 1 1 calc R . .
C8 C 1.36381(19) 0.40348(11) 0.11935(11) 0.0121(3) Uani 1 1 d . . .
C10 C 1.4877(2) 0.21892(12) 0.11891(13) 0.0175(3) Uani 1 1 d . . .
H10 H 1.4796 0.1462 0.1006 0.021 Uiso 1 1 calc R . .
C19 C 0.9360(2) 0.73802(12) 0.51409(11) 0.0142(3) Uani 1 1 d . . .
C5 C 1.08644(18) 0.67210(11) 0.08817(11) 0.0109(3) Uani 1 1 d . . .
H5 H 1.0797 0.6646 0.0107 0.013 Uiso 1 1 calc R . .
C13 C 1.5122(2) 0.43667(12) 0.17039(12) 0.0151(3) Uani 1 1 d . . .
H13 H 1.5225 0.5097 0.1872 0.018 Uiso 1 1 calc R . .
C1 C 1.07979(19) 1.02116(11) 0.22023(12) 0.0137(3) Uani 1 1 d . . .
H1A H 1.0054 0.9999 0.2888 0.016 Uiso 1 1 calc R . .
H1B H 1.1202 1.0963 0.2245 0.016 Uiso 1 1 calc R . .
C9 C 1.3542(2) 0.29316(11) 0.09384(12) 0.0143(3) Uani 1 1 d . . .
H9 H 1.2564 0.2693 0.0594 0.017 Uiso 1 1 calc R . .
C11 C 1.6334(2) 0.25294(13) 0.17133(13) 0.0206(3) Uani 1 1 d . . .
H11 H 1.7221 0.2031 0.1894 0.025 Uiso 1 1 calc R . .
C18 C 0.8429(2) 0.85037(13) 0.52701(13) 0.0190(3) Uani 1 1 d . . .
H18A H 0.9246 0.8998 0.5559 0.028 Uiso 1 1 calc R . .
H18B H 0.7282 0.8431 0.5757 0.028 Uiso 1 1 calc R . .
H18C H 0.8177 0.8785 0.4575 0.028 Uiso 1 1 calc R . .
C17 C 0.9715(2) 0.69261(14) 0.62640(12) 0.0210(3) Uani 1 1 d . . .
H17A H 1.0296 0.6222 0.6189 0.031 Uiso 1 1 calc R . .
H17B H 0.8552 0.6854 0.6736 0.031 Uiso 1 1 calc R . .
H17C H 1.0519 0.7418 0.6567 0.031 Uiso 1 1 calc R . .
C15 C 1.3223(2) 0.85392(13) 0.46693(13) 0.0190(3) Uani 1 1 d . . .
H15A H 1.2608 0.9234 0.4731 0.028 Uiso 1 1 calc R . .
H15B H 1.4334 0.8609 0.4152 0.028 Uiso 1 1 calc R . .
H15C H 1.3545 0.8303 0.5364 0.028 Uiso 1 1 calc R . .
C16 C 0.8035(2) 0.66047(13) 0.46771(13) 0.0206(3) Uani 1 1 d . . .
H16A H 0.8602 0.5898 0.4592 0.031 Uiso 1 1 calc R . .
H16B H 0.7785 0.6893 0.3983 0.031 Uiso 1 1 calc R . .
H16C H 0.6888 0.6538 0.5165 0.031 Uiso 1 1 calc R . .
C12 C 1.6452(2) 0.36209(13) 0.19657(13) 0.0199(3) Uani 1 1 d . . .
H12 H 1.7430 0.3855 0.2313 0.024 Uiso 1 1 calc R . .


_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
S1 O1 1.4210(11) . ?
S1 O2 1.4210(11) . ?
S1 O3 1.5517(11) . ?
S1 N1 1.6626(12) . ?
Si O4 1.6630(11) . ?
Si C14 1.8599(16) . ?
Si C15 1.8610(16) . ?
Si C19 1.8853(16) . ?
O4 C3 1.4183(16) . ?
O6 C20 1.2001(17) . ?
O5 C20 1.3421(16) . ?
O5 C5 1.4668(16) . ?
N1 C20 1.3878(18) . ?
N1 C4 1.4780(17) . ?
O3 C1 1.4861(17) . ?
C6 C5 1.5053(19) . ?
C6 C7 1.5296(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C2 C1 1.5046(19) . ?
C2 C3 1.5303(19) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C7 C8 1.5143(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C4 C3 1.5369(19) . ?
C4 C5 1.5445(19) . ?
C4 H4 0.9800 . ?
C3 H3 0.9800 . ?
C8 C13 1.391(2) . ?
C8 C9 1.4016(19) . ?
C10 C9 1.386(2) . ?
C10 C11 1.388(2) . ?
C10 H10 0.9300 . ?
C19 C16 1.533(2) . ?
C19 C18 1.534(2) . ?
C19 C17 1.539(2) . ?
C5 H5 0.9800 . ?
C13 C12 1.390(2) . ?
C13 H13 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C9 H9 0.9300 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12 H12 0.9300 . ?

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
O1 S1 O2 119.40(7) . . ?
O1 S1 O3 111.28(6) . . ?
O2 S1 O3 106.16(6) . . ?
O1 S1 N1 109.62(6) . . ?
O2 S1 N1 108.74(6) . . ?
O3 S1 N1 99.80(6) . . ?
O4 Si C14 111.39(6) . . ?
O4 Si C15 111.85(6) . . ?
C14 Si C15 107.27(8) . . ?
O4 Si C19 102.46(6) . . ?
C14 Si C19 111.67(7) . . ?
C15 Si C19 112.27(7) . . ?
C3 O4 Si 129.47(9) . . ?
C20 O5 C5 109.18(10) . . ?
C20 N1 C4 112.01(11) . . ?
C20 N1 S1 119.71(9) . . ?
C4 N1 S1 127.12(9) . . ?
C1 O3 S1 118.07(9) . . ?
C5 C6 C7 111.81(11) . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C1 C2 C3 115.10(11) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
O6 C20 O5 124.10(13) . . ?
O6 C20 N1 127.14(13) . . ?
O5 C20 N1 108.75(11) . . ?
C8 C7 C6 114.75(12) . . ?
C8 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
Si C14 H14A 109.5 . . ?
Si C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C4 C3 112.65(11) . . ?
N1 C4 C5 97.98(10) . . ?
C3 C4 C5 116.37(11) . . ?
N1 C4 H4 109.8 . . ?
C3 C4 H4 109.8 . . ?
C5 C4 H4 109.8 . . ?
O4 C3 C2 111.89(11) . . ?
O4 C3 C4 107.88(10) . . ?
C2 C3 C4 111.77(11) . . ?
O4 C3 H3 108.4 . . ?
C2 C3 H3 108.4 . . ?
C4 C3 H3 108.4 . . ?
C13 C8 C9 118.01(13) . . ?
C13 C8 C7 122.93(12) . . ?
C9 C8 C7 119.06(13) . . ?
C9 C10 C11 120.07(14) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C16 C19 C18 108.63(13) . . ?
C16 C19 C17 109.10(13) . . ?
C18 C19 C17 109.01(12) . . ?
C16 C19 Si 110.45(10) . . ?
C18 C19 Si 109.93(10) . . ?
C17 C19 Si 109.70(10) . . ?
O5 C5 C6 109.20(11) . . ?
O5 C5 C4 104.76(10) . . ?
C6 C5 C4 117.45(11) . . ?
O5 C5 H5 108.4 . . ?
C6 C5 H5 108.4 . . ?
C4 C5 H5 108.4 . . ?
C12 C13 C8 120.82(13) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
O3 C1 C2 110.32(11) . . ?
O3 C1 H1A 109.6 . . ?
C2 C1 H1A 109.6 . . ?
O3 C1 H1B 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
C10 C9 C8 121.25(14) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C10 C11 C12 119.31(14) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 C17 H17A 109.5 . . ?
C19 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C19 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si C15 H15A 109.5 . . ?
Si C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C16 H16A 109.5 . . ?
C19 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C19 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C12 C13 120.53(14) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?

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
C14 Si O4 C3 -68.43(12) . . . . ?
C15 Si O4 C3 51.60(13) . . . . ?
C19 Si O4 C3 172.05(11) . . . . ?
O1 S1 N1 C20 49.75(12) . . . . ?
O2 S1 N1 C20 -82.42(12) . . . . ?
O3 S1 N1 C20 166.67(11) . . . . ?
O1 S1 N1 C4 -116.89(12) . . . . ?
O2 S1 N1 C4 110.93(12) . . . . ?
O3 S1 N1 C4 0.02(12) . . . . ?
O1 S1 O3 C1 39.23(11) . . . . ?
O2 S1 O3 C1 170.64(9) . . . . ?
N1 S1 O3 C1 -76.43(10) . . . . ?
C5 O5 C20 O6 169.53(13) . . . . ?
C5 O5 C20 N1 -9.00(14) . . . . ?
C4 N1 C20 O6 171.82(14) . . . . ?
S1 N1 C20 O6 3.3(2) . . . . ?
C4 N1 C20 O5 -9.71(15) . . . . ?
S1 N1 C20 O5 -178.25(9) . . . . ?
C5 C6 C7 C8 179.51(11) . . . . ?
C20 N1 C4 C3 -100.75(13) . . . . ?
S1 N1 C4 C3 66.76(15) . . . . ?
C20 N1 C4 C5 22.24(14) . . . . ?
S1 N1 C4 C5 -170.25(10) . . . . ?
Si O4 C3 C2 -85.52(13) . . . . ?
Si O4 C3 C4 151.15(9) . . . . ?
C1 C2 C3 O4 -55.99(15) . . . . ?
C1 C2 C3 C4 65.12(15) . . . . ?
N1 C4 C3 O4 41.40(14) . . . . ?
C5 C4 C3 O4 -70.60(13) . . . . ?
N1 C4 C3 C2 -82.01(13) . . . . ?
C5 C4 C3 C2 165.98(11) . . . . ?
C6 C7 C8 C13 2.8(2) . . . . ?
C6 C7 C8 C9 -177.78(12) . . . . ?
O4 Si C19 C16 54.92(11) . . . . ?
C14 Si C19 C16 -64.41(12) . . . . ?
C15 Si C19 C16 175.08(10) . . . . ?
O4 Si C19 C18 -64.94(11) . . . . ?
C14 Si C19 C18 175.74(10) . . . . ?
C15 Si C19 C18 55.22(12) . . . . ?
O4 Si C19 C17 175.21(10) . . . . ?
C14 Si C19 C17 55.88(12) . . . . ?
C15 Si C19 C17 -64.64(12) . . . . ?
C20 O5 C5 C6 149.62(11) . . . . ?
C20 O5 C5 C4 23.00(14) . . . . ?
C7 C6 C5 O5 61.46(14) . . . . ?
C7 C6 C5 C4 -179.53(11) . . . . ?
N1 C4 C5 O5 -25.82(12) . . . . ?
C3 C4 C5 O5 94.42(13) . . . . ?
N1 C4 C5 C6 -147.15(12) . . . . ?
C3 C4 C5 C6 -26.92(16) . . . . ?
C9 C8 C13 C12 -0.9(2) . . . . ?
C7 C8 C13 C12 178.51(14) . . . . ?
S1 O3 C1 C2 98.53(12) . . . . ?
C3 C2 C1 O3 -65.04(15) . . . . ?
C11 C10 C9 C8 0.7(2) . . . . ?
C13 C8 C9 C10 0.3(2) . . . . ?
C7 C8 C9 C10 -179.17(13) . . . . ?
C9 C10 C11 C12 -1.0(2) . . . . ?
C10 C11 C12 C13 0.4(2) . . . . ?
C8 C13 C12 C11 0.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.64
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.057
_database_code_depnum_ccdc_archive 'CCDC 985111'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_csa5060
_audit_creation_date             2013-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;

_chemical_name_common            
'5-((tert-butyldimethylsilyl)oxy)-6-phenethyl-tetrahydrooxazolo[3,4-c][1,2,3]oxathiazepin-8(3H)-one 1,1-dioxide'
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H31 N O6 S Si'
_chemical_formula_sum            'C20 H31 N O6 S Si'
_chemical_formula_weight         441.62
_chemical_absolute_configuration unk
_chemical_compound_source        'Schomaker Lab No. CSA5060'
_chemical_melting_point          'not determined'
_chemical_properties_physical    air-stable
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Si 0.08192 0.07060 6.29150 3.03530 1.98910 1.54100 2.43860 32.33370 0.67850
81.69370 1.14069998264
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   6.9812(5)
_cell_length_b                   22.209(2)
_cell_length_c                   14.9476(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.282(4)
_cell_angle_gamma                90
_cell_volume                     2303.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    100.0(15)
_cell_measurement_theta_max      72.219
_cell_measurement_theta_min      3.579
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_type   none
_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2732
_exptl_crystal_F_000             945.2904
_exptl_crystal_recrystallization_method 
'crystallized by slow vapor diffusion using n-hexanes overnight at rt'
_exptl_crystal_size_max          0.437
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.135
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_ambient_temperature      100.0(15)
_diffrn_detector_type            'CCD area detector'
_diffrn_reflns_number            35165
_diffrn_reflns_theta_full        26.0488
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         1.65
_diffrn_measured_fraction_theta_full 0.9893
_diffrn_measured_fraction_theta_max 0.9893
_diffrn_measurement_device       'three-cycle diffractometer'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          ?
_diffrn_radiation_type           4
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I \ms'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -8
_reflns_limit_k_max              27
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              -6
_reflns_number_gt                4344
_reflns_number_total             4513
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_refine_diff_density_max         0.3600
_refine_diff_density_min         -0.3240
_refine_diff_density_rms         0.0421
_refine_ls_d_res_high            0.8092
_refine_ls_d_res_low             12.3492
_refine_ls_goodness_of_fit_ref   1.0490
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    65
_refine_ls_number_parameters     330
_refine_ls_number_reflns         4513
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.0387
_refine_ls_shift/su_max          0.0101
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+1.1095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0739
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C7A \\sim C8A \\sim C9A \\sim C10A \\sim C11A \\sim C12A \\sim C13A \\sim C7B
\\sim C8B \\sim C9B \\sim C10B \\sim C11B \\sim C12B \\sim C13B: within 1.7A
with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Same fragment restrains
{C7A, C8A, C9A, C10A, C11A, C12A, C13A}
as
{C7B, C8B, C9B, C10B, C11B, C12B, C13B}
4. Others
 Sof(H6bc)=Sof(H6bd)=Sof(C7B)=Sof(H7Ba)=Sof(H7Bb)=Sof(C8B)=Sof(C9B)=Sof(H9B)=
 Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(H12B)=Sof(C13B)=
 Sof(H13B)=1-FVAR(1)
 Sof(H6aa)=Sof(H6ab)=Sof(C7A)=Sof(H7Aa)=Sof(H7Ab)=Sof(C8A)=Sof(C9A)=Sof(H9A)=
 Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=
 Sof(H13A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C5(H5)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C6(H6aa,H6ab), C6(H6bc,H6bd), C7A(H7Aa,H7Ab),
 C7B(H7Ba,H7Bb)
5.c Aromatic/amide H refined with riding coordinates:
 C9A(H9A), C10A(H10A), C11A(H11A), C12A(H12A), C13A(H13A), C9B(H9B),
 C10B(H10B), C11B(H11B), C12B(H12B), C13B(H13B)
5.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C15(H15a,H15b,H15c), C16(H16a,H16b,H16c), C17(H17a,H17b,
 H17c), C18(H18a,H18b,H18c)
;
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_refinement_flags_posn
_atom_site_disorder_group
S1 S 0.50279(4) 0.796136(14) 0.796690(19) 0.01727(8) Uani 1.000000 . .
Si1 Si 0.06774(4) 0.646801(14) 0.93013(2) 0.01372(9) Uani 1.000000 . .
O1 O 0.62141(13) 0.84625(4) 0.78177(7) 0.0281(2) Uani 1.000000 . .
O2 O 0.58654(12) 0.73781(4) 0.80558(6) 0.0232(2) Uani 1.000000 . .
O3 O 0.33137(12) 0.79769(4) 0.72192(6) 0.0225(2) Uani 1.000000 . .
O4 O 0.36521(13) 0.82397(4) 1.03088(6) 0.0239(2) Uani 1.000000 . .
O5 O 0.16043(11) 0.70956(4) 0.89233(5) 0.01503(17) Uani 1.000000 . .
O6 O 0.65845(13) 0.80729(4) 0.98716(6) 0.0247(2) Uani 1.000000 . .
N1 N 0.38490(14) 0.81018(5) 0.88542(6) 0.0161(2) Uani 1.000000 . .
C1 C 0.20426(18) 0.74407(6) 0.70738(8) 0.0236(3) Uani 1.000000 . .
H1a H 0.17084(18) 0.73716(6) 0.64211(8) 0.0284(3) Uiso 1.000000 R .
H1b H 0.27185(18) 0.70792(6) 0.73355(8) 0.0284(3) Uiso 1.000000 R .
C2 C 0.02376(17) 0.75489(6) 0.75179(8) 0.0210(3) Uani 1.000000 . .
H2a H -0.03818(17) 0.79235(6) 0.72715(8) 0.0252(3) Uiso 1.000000 R .
H2b H -0.06710(17) 0.72130(6) 0.73633(8) 0.0252(3) Uiso 1.000000 R .
C3 C 0.05917(16) 0.76032(5) 0.85409(7) 0.0156(2) Uani 1.000000 . .
H3 H -0.06873(16) 0.76212(5) 0.87826(7) 0.0187(3) Uiso 1.000000 R .
C4 C 0.17489(16) 0.81613(5) 0.88707(8) 0.0153(2) Uani 1.000000 . .
H4 H 0.12598(16) 0.85243(5) 0.85217(8) 0.0184(3) Uiso 1.000000 R .
C5 C 0.16614(17) 0.82639(5) 0.98902(8) 0.0176(2) Uani 1.000000 . .
H5 H 0.09263(17) 0.79249(5) 1.01306(8) 0.0211(3) Uiso 1.000000 R .
C6 C 0.07411(18) 0.88519(5) 1.01231(8) 0.0206(3) Uani 1.000000 . .
H6aa H 0.14917(18) 0.91938(5) 0.99179(8) 0.0247(3) Uiso 0.673725 R 1
H6ab H -0.05846(18) 0.88762(5) 0.98133(8) 0.0247(3) Uiso 0.673725 R 1
H6bc H 0.15317(18) 0.91857(5) 0.99227(8) 0.0247(3) Uiso 0.326275 R 2
H6bd H -0.05435(18) 0.88783(5) 0.97720(8) 0.0247(3) Uiso 0.326275 R 2
C14 C -0.09971(18) 0.66642(6) 1.01386(9) 0.0238(3) Uani 1.000000 . .
H14a H -0.2066(8) 0.6904(4) 0.98471(17) 0.0357(4) Uiso 1.000000 GR .
H14b H -0.1503(11) 0.62944(6) 1.0382(5) 0.0357(4) Uiso 1.000000 GR .
H14c H -0.0306(4) 0.6898(4) 1.0629(3) 0.0357(4) Uiso 1.000000 GR .
C15 C -0.0631(2) 0.60335(6) 0.83600(9) 0.0286(3) Uani 1.000000 . .
H15a H -0.1024(14) 0.5643(2) 0.85840(18) 0.0428(4) Uiso 1.000000 GR .
H15b H -0.1776(9) 0.6259(2) 0.8113(5) 0.0428(4) Uiso 1.000000 GR .
H15c H 0.0217(5) 0.5970(4) 0.7888(3) 0.0428(4) Uiso 1.000000 GR .
C16 C 0.38352(18) 0.64467(6) 1.06140(9) 0.0258(3) Uani 1.000000 . .
H16a H 0.2948(6) 0.6490(4) 1.1075(3) 0.0387(4) Uiso 1.000000 GR .
H16b H 0.5020(8) 0.6248(2) 1.0876(4) 0.0387(4) Uiso 1.000000 GR .
H16c H 0.4147(13) 0.68456(17) 1.03899(16) 0.0387(4) Uiso 1.000000 GR .
C17 C 0.2340(2) 0.54523(7) 1.02097(13) 0.0384(4) Uani 1.000000 . .
H17a H 0.3496(4) 0.5260(3) 1.0515(7) 0.0577(6) Uiso 1.000000 GR .
H17b H 0.1393(14) 0.55109(8) 1.0639(6) 0.0577(6) Uiso 1.000000 GR .
H17c H 0.1788(16) 0.5194(2) 0.97154(16) 0.0577(6) Uiso 1.000000 GR .
C18 C 0.42967(19) 0.59752(6) 0.91236(10) 0.0301(3) Uani 1.000000 . .
H18a H 0.4641(12) 0.63677(7) 0.8888(5) 0.0452(5) Uiso 1.000000 GR .
H18b H 0.5462(7) 0.5774(4) 0.9402(2) 0.0452(5) Uiso 1.000000 GR .
H18c H 0.3689(6) 0.5727(4) 0.8630(4) 0.0452(5) Uiso 1.000000 GR .
C19 C 0.28802(17) 0.60650(5) 0.98327(9) 0.0208(3) Uani 1.000000 . .
C20 C 0.48686(18) 0.81294(5) 0.96963(8) 0.0189(2) Uani 1.000000 . .
C7A C 0.0684(11) 0.8891(3) 1.1168(5) 0.0225(10) Uani 0.673725 . 1
H7Aa H 0.0088(11) 0.8519(3) 1.1377(5) 0.0270(12) Uiso 0.673725 R 1
H7Ab H 0.2020(11) 0.8912(3) 1.1467(5) 0.0270(12) Uiso 0.673725 R 1
C8A C -0.0420(8) 0.9424(3) 1.1444(4) 0.0230(10) Uani 0.673725 . 1
C9A C 0.0449(8) 0.98857(16) 1.1956(2) 0.0261(8) Uani 0.673725 . 1
H9A H 0.1809(8) 0.98862(16) 1.2098(2) 0.0314(10) Uiso 0.673725 R 1
C10A C -0.0636(11) 1.03503(14) 1.2266(2) 0.0345(11) Uani 0.673725 . 1
H10A H -0.0018(11) 1.06636(14) 1.2621(2) 0.0414(13) Uiso 0.673725 R 1
C11A C -0.2618(11) 1.03571(17) 1.2057(3) 0.0373(13) Uani 0.673725 . 1
H11A H -0.3363(11) 1.06725(17) 1.2274(3) 0.0447(15) Uiso 0.673725 R 1
C12A C -0.3505(7) 0.99055(18) 1.1535(4) 0.0420(10) Uani 0.673725 . 1
H12A H -0.4860(7) 0.99145(18) 1.1378(4) 0.0504(12) Uiso 0.673725 R 1
C13A C -0.2417(7) 0.94339(18) 1.1235(4) 0.0325(9) Uani 0.673725 . 1
H13A H -0.3040(7) 0.91181(18) 1.0887(4) 0.0390(10) Uiso 0.673725 R 1
C7B C 0.051(3) 0.8945(9) 1.1047(13) 0.041(4) Uani 0.326275 . 2
H7Ba H 0.012(3) 0.8555(9) 1.1294(13) 0.049(4) Uiso 0.326275 R 2
H7Bb H 0.179(3) 0.9047(9) 1.1361(13) 0.049(4) Uiso 0.326275 R 2
C8B C -0.095(2) 0.9433(5) 1.1311(9) 0.025(2) Uani 0.326275 . 2
C9B C -0.032(2) 0.9859(4) 1.1976(6) 0.0341(19) Uani 0.326275 . 2
H9B H 0.096(2) 0.9844(4) 1.2263(6) 0.041(2) Uiso 0.326275 R 2
C10B C -0.160(2) 1.0307(3) 1.2215(5) 0.032(2) Uani 0.326275 . 2
H10B H -0.117(2) 1.0598(3) 1.2659(5) 0.039(3) Uiso 0.326275 R 2
C11B C -0.345(2) 1.0324(4) 1.1811(8) 0.038(2) Uani 0.326275 . 2
H11B H -0.433(2) 1.0614(4) 1.1993(8) 0.046(3) Uiso 0.326275 R 2
C12B C -0.4026(16) 0.9923(4) 1.1143(10) 0.043(2) Uani 0.326275 . 2
H12B H -0.5296(16) 0.9946(4) 1.0844(10) 0.051(3) Uiso 0.326275 R 2
C13B C -0.2775(16) 0.9480(4) 1.0895(9) 0.035(2) Uani 0.326275 . 2
H13B H -0.3204(16) 0.9207(4) 1.0427(9) 0.042(2) Uiso 0.326275 R 2


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.4194(10) .
S1 O2 1.4215(9) .
S1 O3 1.5459(9) .
S1 N1 1.6651(10) .
Si1 O5 1.6616(8) .
Si1 C14 1.8556(13) .
Si1 C15 1.8613(13) .
Si1 C19 1.8786(13) .
O3 C1 1.4868(16) .
O4 C5 1.4613(14) .
O4 C20 1.3378(15) .
O5 C3 1.4172(14) .
O6 C20 1.2044(15) .
N1 C4 1.4750(14) .
N1 C20 1.3779(15) .
C1 H1a 0.9900 .
C1 H1b 0.9900 .
C1 C2 1.5064(17) .
C2 H2a 0.9900 .
C2 H2b 0.9900 .
C2 C3 1.5269(16) .
C3 H3 1.0000 .
C3 C4 1.5313(16) .
C4 H4 1.0000 .
C4 C5 1.5485(16) .
C5 H5 1.0000 .
C5 C6 1.5127(16) .
C6 H6aa 0.9900 .
C6 H6ab 0.9900 .
C6 H6bc 0.9900 .
C6 H6bd 0.9900 .
C6 C7A 1.569(7) .
C6 C7B 1.423(18) .
C14 H14a 0.9800 .
C14 H14b 0.9800 .
C14 H14c 0.9800 .
C15 H15a 0.9800 .
C15 H15b 0.9800 .
C15 H15c 0.9800 .
C16 H16a 0.9800 .
C16 H16b 0.9800 .
C16 H16c 0.9800 .
C16 C19 1.5351(18) .
C17 H17a 0.9800 .
C17 H17b 0.9800 .
C17 H17c 0.9800 .
C17 C19 1.5357(18) .
C18 H18a 0.9800 .
C18 H18b 0.9800 .
C18 H18c 0.9800 .
C18 C19 1.5396(18) .
C7A H7Aa 0.9900 .
C7A H7Ab 0.9900 .
C7A C8A 1.495(8) .
C8A C9A 1.380(6) .
C8A C13A 1.395(5) .
C9A H9A 0.9500 .
C9A C10A 1.389(4) .
C10A H10A 0.9500 .
C10A C11A 1.385(5) .
C11A H11A 0.9500 .
C11A C12A 1.376(6) .
C12A H12A 0.9500 .
C12A C13A 1.396(5) .
C13A H13A 0.9500 .
C7B H7Ba 0.9900 .
C7B H7Bb 0.9900 .
C7B C8B 1.57(2) .
C8B C9B 1.408(13) .
C8B C13B 1.358(12) .
C9B H9B 0.9500 .
C9B C10B 1.408(11) .
C10B H10B 0.9500 .
C10B C11B 1.366(11) .
C11B H11B 0.9500 .
C11B C12B 1.367(11) .
C12B H12B 0.9500 .
C12B C13B 1.391(11) .
C13B H13B 0.9500 .

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
O2 S1 O1 119.23(6) . .
O3 S1 O1 106.72(5) . .
O3 S1 O2 111.46(5) . .
N1 S1 O1 109.03(6) . .
N1 S1 O2 109.29(5) . .
N1 S1 O3 99.25(5) . .
C14 Si1 O5 109.26(5) . .
C15 Si1 O5 110.80(5) . .
C15 Si1 C14 109.77(6) . .
C19 Si1 O5 102.25(5) . .
C19 Si1 C14 111.94(6) . .
C19 Si1 C15 112.58(6) . .
C1 O3 S1 119.36(8) . .
C20 O4 C5 111.03(9) . .
C3 O5 Si1 127.50(7) . .
C4 N1 S1 127.52(8) . .
C20 N1 S1 119.01(8) . .
C20 N1 C4 113.32(9) . .
H1a C1 O3 109.92(6) . .
H1b C1 O3 109.92(6) . .
H1b C1 H1a 108.3 . .
C2 C1 O3 108.81(10) . .
C2 C1 H1a 109.92(6) . .
C2 C1 H1b 109.92(7) . .
H2a C2 C1 108.82(7) . .
H2b C2 C1 108.82(7) . .
H2b C2 H2a 107.7 . .
C3 C2 C1 113.72(10) . .
C3 C2 H2a 108.82(6) . .
C3 C2 H2b 108.82(7) . .
C2 C3 O5 111.11(9) . .
H3 C3 O5 108.17(6) . .
H3 C3 C2 108.17(6) . .
C4 C3 O5 106.96(9) . .
C4 C3 C2 114.09(10) . .
C4 C3 H3 108.17(6) . .
C3 C4 N1 114.36(9) . .
H4 C4 N1 110.29(6) . .
H4 C4 C3 110.29(6) . .
C5 C4 N1 100.13(9) . .
C5 C4 C3 111.09(9) . .
C5 C4 H4 110.29(6) . .
C4 C5 O4 106.13(9) . .
H5 C5 O4 108.65(6) . .
H5 C5 C4 108.65(6) . .
C6 C5 O4 109.95(10) . .
C6 C5 C4 114.65(10) . .
C6 C5 H5 108.65(7) . .
H6ab C6 H6aa 108.2 . .
H6bd C6 H6bc 107.3 . .
C7A C6 H6aa 109.8(3) . .
C7A C6 H6ab 109.8(3) . .
C7B C6 H6bc 108.2(8) . .
C7B C6 H6bd 108.2(8) . .
H14a C14 Si1 109.5 . .
H14b C14 Si1 109.5 . .
H14b C14 H14a 109.5 . .
H14c C14 Si1 109.5 . .
H14c C14 H14a 109.5 . .
H14c C14 H14b 109.5 . .
H15a C15 Si1 109.5 . .
H15b C15 Si1 109.5 . .
H15b C15 H15a 109.5 . .
H15c C15 Si1 109.5 . .
H15c C15 H15a 109.5 . .
H15c C15 H15b 109.5 . .
H16b C16 H16a 109.5 . .
H16c C16 H16a 109.5 . .
H16c C16 H16b 109.5 . .
C19 C16 H16a 109.5 . .
C19 C16 H16b 109.5 . .
C19 C16 H16c 109.5 . .
H17b C17 H17a 109.5 . .
H17c C17 H17a 109.5 . .
H17c C17 H17b 109.5 . .
C19 C17 H17a 109.5 . .
C19 C17 H17b 109.5 . .
C19 C17 H17c 109.5 . .
H18b C18 H18a 109.5 . .
H18c C18 H18a 109.5 . .
H18c C18 H18b 109.5 . .
C19 C18 H18a 109.5 . .
C19 C18 H18b 109.5 . .
C19 C18 H18c 109.5 . .
C16 C19 Si1 109.02(8) . .
C17 C19 Si1 110.79(9) . .
C17 C19 C16 108.28(12) . .
C18 C19 Si1 109.17(9) . .
C18 C19 C16 109.70(10) . .
C18 C19 C17 109.86(11) . .
O6 C20 O4 124.12(11) . .
N1 C20 O4 109.28(10) . .
N1 C20 O6 126.60(12) . .
H7Ab C7A H7Aa 107.8 . .
C8A C7A H7Aa 109.0(4) . .
C8A C7A H7Ab 109.0(3) . .
C9A C8A C7A 122.2(4) . .
C13A C8A C7A 118.9(5) . .
C13A C8A C9A 118.7(4) . .
H9A C9A C8A 119.5(3) . .
C10A C9A C8A 120.9(3) . .
C10A C9A H9A 119.5(2) . .
H10A C10A C9A 120.0(2) . .
C11A C10A C9A 120.1(3) . .
C11A C10A H10A 120.0(2) . .
H11A C11A C10A 120.1(2) . .
C12A C11A C10A 119.7(3) . .
C12A C11A H11A 120.1(3) . .
H12A C12A C11A 119.9(3) . .
C13A C12A C11A 120.2(4) . .
C13A C12A H12A 119.9(3) . .
C12A C13A C8A 120.4(4) . .
H13A C13A C8A 119.8(3) . .
H13A C13A C12A 119.8(3) . .
H7Bb C7B H7Ba 106.964776995(18) . .
C8B C7B H7Ba 107.4(8) . .
C8B C7B H7Bb 107.4(8) . .
C9B C8B C7B 118.7(10) . .
C13B C8B C7B 122.7(10) . .
C13B C8B C9B 118.5(9) . .
H9B C9B C8B 120.1(5) . .
C10B C9B C8B 119.7(8) . .
C10B C9B H9B 120.1(5) . .
H10B C10B C9B 119.9(5) . .
C11B C10B C9B 120.1(7) . .
C11B C10B H10B 119.9(5) . .
H11B C11B C10B 120.2(5) . .
C12B C11B C10B 119.6(7) . .
C12B C11B H11B 120.2(5) . .
H12B C12B C11B 119.6(5) . .
C13B C12B C11B 120.8(8) . .
C13B C12B H12B 119.6(5) . .
C12B C13B C8B 121.1(8) . .
H13B C13B C8B 119.5(6) . .
H13B C13B C12B 119.5(5) . .

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
C7A C8A 0.0100
C8A C9A 0.0100
C8A C13A 0.0100
C9A C10A 0.0100
C10A C11A 0.0100
C11A C12A 0.0100
C12A C13A 0.0100
C7B C8B 0.0100
C8B C9B 0.0100
C8B C13B 0.0100
C9B C10B 0.0100
C10B C11B 0.0100
C11B C12B 0.0100
C12B C13B 0.0100

_database_code_depnum_ccdc_archive 'CCDC 985112'
