# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_k1447
_database_code_depnum_ccdc_archive 'CCDC 1477663'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_k1447               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.926 Note
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C18 H33 N O3 Si'
_chemical_formula_weight         339.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4673(4)
_cell_length_b                   9.5452(3)
_cell_length_c                   11.9144(4)
_cell_angle_alpha                112.855(1)
_cell_angle_beta                 99.013(1)
_cell_angle_gamma                93.323(2)
_cell_volume                     971.51(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5816
_cell_measurement_theta_min      4.11
_cell_measurement_theta_max      66.53

_exptl_crystal_description       'thin plate'
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5599
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Incoatec 30 Watt Cu microsource'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            6599
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         66.53
_reflns_number_total             3186
_reflns_number_gt                3068
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0426P)²+0.3989P] 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     SHELXL
_refine_ls_extinction_coef       0.0020(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3185
_refine_ls_number_parameters     221
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0826
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si 0.15976(3) 0.37465(4) 0.19516(3) 0.01738(12) Uani 1 1 d . . .
O1 O 0.42660(9) -0.11682(10) 0.13719(8) 0.0215(2) Uani 1 1 d . . .
O2 O 0.22424(10) -0.21793(10) -0.00757(8) 0.0252(2) Uani 1 1 d . . .
O3 O 0.05591(10) 0.21300(10) 0.10002(8) 0.0228(2) Uani 1 1 d D . .
H3X H -0.0370(11) 0.2159(19) 0.0686(15) 0.034 Uiso 1 1 d D . .
N1 N 0.24570(12) 0.02206(12) 0.15109(10) 0.0198(2) Uani 1 1 d D . .
H1N H 0.1635(12) 0.0524(17) 0.1231(13) 0.024 Uiso 1 1 d D . .
C1 C 0.48240(13) 0.03023(14) 0.24345(11) 0.0187(3) Uani 1 1 d . . .
C2 C 0.53171(14) -0.00427(15) 0.35702(12) 0.0234(3) Uani 1 1 d . . .
H2A H 0.4514 -0.0661 0.3678 0.028 Uiso 1 1 calc R . .
H2B H 0.5555 0.0934 0.4317 0.028 Uiso 1 1 calc R . .
C3 C 0.66313(15) -0.09087(16) 0.34681(13) 0.0278(3) Uani 1 1 d . . .
H3A H 0.6964 -0.1014 0.4258 0.033 Uiso 1 1 calc R . .
H3B H 0.6357 -0.1951 0.2801 0.033 Uiso 1 1 calc R . .
C4 C 0.78578(15) -0.00682(16) 0.31839(14) 0.0284(3) Uani 1 1 d . . .
H4A H 0.8677 -0.0676 0.3082 0.034 Uiso 1 1 calc R . .
H4B H 0.8195 0.0935 0.3889 0.034 Uiso 1 1 calc R . .
C5 C 0.73604(14) 0.01827(16) 0.20015(13) 0.0256(3) Uani 1 1 d . . .
H5A H 0.8161 0.0759 0.1851 0.031 Uiso 1 1 calc R . .
H5B H 0.7098 -0.0822 0.1285 0.031 Uiso 1 1 calc R . .
C6 C 0.60640(14) 0.10704(15) 0.21071(12) 0.0217(3) Uani 1 1 d . . .
H6A H 0.5724 0.1152 0.1308 0.026 Uiso 1 1 calc R . .
H6B H 0.6364 0.2122 0.2754 0.026 Uiso 1 1 calc R . .
C7 C 0.29100(14) -0.11227(14) 0.08501(11) 0.0196(3) Uani 1 1 d . . .
C8 C 0.35282(13) 0.11746(14) 0.25246(11) 0.0178(3) Uani 1 1 d . . .
C9 C 0.34584(14) 0.25665(14) 0.33653(11) 0.0195(3) Uani 1 1 d . . .
H9 H 0.4307 0.3046 0.3978 0.023 Uiso 1 1 calc R . .
C10 C 0.21928(13) 0.34848(14) 0.34679(11) 0.0194(3) Uani 1 1 d . . .
C11 C 0.09455(15) 0.26314(16) 0.37416(12) 0.0251(3) Uani 1 1 d . . .
H11A H 0.1258 0.2541 0.4532 0.038 Uiso 1 1 calc R . .
H11B H 0.0671 0.1606 0.3073 0.038 Uiso 1 1 calc R . .
H11C H 0.0115 0.3205 0.3794 0.038 Uiso 1 1 calc R . .
C12 C 0.26658(15) 0.50508(15) 0.45716(12) 0.0267(3) Uani 1 1 d . . .
H12A H 0.3025 0.4892 0.5325 0.040 Uiso 1 1 calc R . .
H12B H 0.1840 0.5629 0.4692 0.040 Uiso 1 1 calc R . .
H12C H 0.3433 0.5627 0.4399 0.040 Uiso 1 1 calc R . .
C13 C 0.31879(14) 0.38157(15) 0.11942(12) 0.0230(3) Uani 1 1 d . . .
H13 H 0.3484 0.2764 0.0925 0.028 Uiso 1 1 calc R . .
C14 C 0.45471(16) 0.49101(17) 0.20167(15) 0.0344(3) Uani 1 1 d . . .
H14A H 0.5343 0.4723 0.1563 0.052 Uiso 1 1 calc R . .
H14B H 0.4808 0.4732 0.2775 0.052 Uiso 1 1 calc R . .
H14C H 0.4356 0.5973 0.2237 0.052 Uiso 1 1 calc R . .
C15 C 0.27450(18) 0.40624(17) -0.00045(14) 0.0322(3) Uani 1 1 d . . .
H15A H 0.3527 0.3860 -0.0474 0.048 Uiso 1 1 calc R . .
H15B H 0.2554 0.5124 0.0204 0.048 Uiso 1 1 calc R . .
H15C H 0.1872 0.3361 -0.0509 0.048 Uiso 1 1 calc R . .
C16 C 0.05097(15) 0.53806(15) 0.20809(12) 0.0253(3) Uani 1 1 d . . .
H16 H 0.0098 0.5206 0.1204 0.030 Uiso 1 1 calc R . .
C17 C -0.08055(16) 0.53631(17) 0.26880(13) 0.0302(3) Uani 1 1 d . . .
H17A H -0.1398 0.6138 0.2604 0.045 Uiso 1 1 calc R . .
H17B H -0.0478 0.5592 0.3570 0.045 Uiso 1 1 calc R . .
H17C H -0.1379 0.4348 0.2277 0.045 Uiso 1 1 calc R . .
C18 C 0.13831(18) 0.69863(16) 0.26471(15) 0.0368(4) Uani 1 1 d . . .
H18A H 0.0764 0.7729 0.2536 0.055 Uiso 1 1 calc R . .
H18B H 0.2200 0.6976 0.2231 0.055 Uiso 1 1 calc R . .
H18C H 0.1743 0.7277 0.3535 0.055 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
Si O3 1.6579(9) . ?
Si C13 1.8830(13) . ?
Si C16 1.8886(13) . ?
Si C10 1.9213(13) . ?
O1 C7 1.3468(16) . ?
O1 C1 1.4752(14) . ?
O2 C7 1.2153(15) . ?
N1 C7 1.3540(17) . ?
N1 C8 1.4040(16) . ?
C1 C8 1.5166(17) . ?
C1 C2 1.5243(17) . ?
C1 C6 1.5275(17) . ?
C2 C3 1.5280(19) . ?
C3 C4 1.527(2) . ?
C4 C5 1.527(2) . ?
C5 C6 1.5253(18) . ?
C8 C9 1.3304(18) . ?
C9 C10 1.5176(18) . ?
C10 C12 1.5411(17) . ?
C10 C11 1.5427(18) . ?
C13 C15 1.5349(19) . ?
C13 C14 1.537(2) . ?
C16 C18 1.5372(19) . ?
C16 C17 1.537(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Si C13 104.93(5) . . ?
O3 Si C16 107.70(6) . . ?
C13 Si C16 112.45(6) . . ?
O3 Si C10 105.09(5) . . ?
C13 Si C10 110.37(6) . . ?
C16 Si C10 115.45(6) . . ?
C7 O1 C1 109.94(9) . . ?
C7 N1 C8 111.83(11) . . ?
O1 C1 C8 102.84(9) . . ?
O1 C1 C2 107.85(10) . . ?
C8 C1 C2 113.43(10) . . ?
O1 C1 C6 107.81(10) . . ?
C8 C1 C6 112.20(10) . . ?
C2 C1 C6 112.05(10) . . ?
C1 C2 C3 112.69(11) . . ?
C4 C3 C2 111.04(11) . . ?
C3 C4 C5 110.85(11) . . ?
C6 C5 C4 110.99(11) . . ?
C5 C6 C1 112.19(11) . . ?
O2 C7 O1 122.18(11) . . ?
O2 C7 N1 127.74(12) . . ?
O1 C7 N1 110.08(10) . . ?
C9 C8 N1 128.14(12) . . ?
C9 C8 C1 126.74(11) . . ?
N1 C8 C1 105.08(10) . . ?
C8 C9 C10 128.14(11) . . ?
C9 C10 C12 108.32(10) . . ?
C9 C10 C11 108.83(10) . . ?
C12 C10 C11 108.31(10) . . ?
C9 C10 Si 109.93(8) . . ?
C12 C10 Si 110.73(9) . . ?
C11 C10 Si 110.65(8) . . ?
C15 C13 C14 110.95(11) . . ?
C15 C13 Si 111.32(10) . . ?
C14 C13 Si 117.09(9) . . ?
C18 C16 C17 110.93(11) . . ?
C18 C16 Si 115.46(10) . . ?
C17 C16 Si 114.18(9) . . ?

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
C7 O1 C1 C8 4.77(12) . . . . ?
C7 O1 C1 C2 124.89(11) . . . . ?
C7 O1 C1 C6 -113.93(11) . . . . ?
O1 C1 C2 C3 67.32(13) . . . . ?
C8 C1 C2 C3 -179.48(10) . . . . ?
C6 C1 C2 C3 -51.17(14) . . . . ?
C1 C2 C3 C4 53.63(15) . . . . ?
C2 C3 C4 C5 -56.41(15) . . . . ?
C3 C4 C5 C6 57.21(15) . . . . ?
C4 C5 C6 C1 -54.91(14) . . . . ?
O1 C1 C6 C5 -66.79(13) . . . . ?
C8 C1 C6 C5 -179.32(10) . . . . ?
C2 C1 C6 C5 51.73(14) . . . . ?
C1 O1 C7 O2 176.81(11) . . . . ?
C1 O1 C7 N1 -3.75(13) . . . . ?
C8 N1 C7 O2 -179.65(12) . . . . ?
C8 N1 C7 O1 0.95(14) . . . . ?
C7 N1 C8 C9 179.98(12) . . . . ?
C7 N1 C8 C1 2.11(13) . . . . ?
O1 C1 C8 C9 178.09(11) . . . . ?
C2 C1 C8 C9 61.90(16) . . . . ?
C6 C1 C8 C9 -66.33(16) . . . . ?
O1 C1 C8 N1 -4.01(11) . . . . ?
C2 C1 C8 N1 -120.20(11) . . . . ?
C6 C1 C8 N1 111.57(11) . . . . ?
N1 C8 C9 C10 1.2(2) . . . . ?
C1 C8 C9 C10 178.66(11) . . . . ?
C8 C9 C10 C12 -178.11(12) . . . . ?
C8 C9 C10 C11 64.34(16) . . . . ?
C8 C9 C10 Si -57.00(15) . . . . ?
O3 Si C10 C9 81.73(9) . . . . ?
C13 Si C10 C9 -30.89(10) . . . . ?
C16 Si C10 C9 -159.77(8) . . . . ?
O3 Si C10 C12 -158.62(9) . . . . ?
C13 Si C10 C12 88.76(10) . . . . ?
C16 Si C10 C12 -40.12(11) . . . . ?
O3 Si C10 C11 -38.50(10) . . . . ?
C13 Si C10 C11 -151.13(9) . . . . ?
C16 Si C10 C11 79.99(10) . . . . ?
O3 Si C13 C15 68.61(10) . . . . ?
C16 Si C13 C15 -48.18(11) . . . . ?
C10 Si C13 C15 -178.66(9) . . . . ?
O3 Si C13 C14 -162.29(10) . . . . ?
C16 Si C13 C14 80.93(11) . . . . ?
C10 Si C13 C14 -49.56(12) . . . . ?
O3 Si C16 C18 -165.09(10) . . . . ?
C13 Si C16 C18 -49.98(12) . . . . ?
C10 Si C16 C18 77.87(12) . . . . ?
O3 Si C16 C17 64.56(10) . . . . ?
C13 Si C16 C17 179.67(9) . . . . ?
C10 Si C16 C17 -52.48(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3X O2 0.907(9) 1.812(9) 2.7184(13) 178.4(16) 2
N1 H1N O3 0.906(9) 1.970(11) 2.7962(14) 150.7(13) .

_diffrn_measured_fraction_theta_max 0.926
_diffrn_reflns_theta_full        66.53
_diffrn_measured_fraction_theta_full 0.926
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_k1537
_database_code_depnum_ccdc_archive 'CCDC 1477666'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT201_k1537               
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         12 Report
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C15 H29 N O3 Si'
_chemical_formula_weight         299.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   9.0924(3)
_cell_length_b                   16.5218(6)
_cell_length_c                   23.0977(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3469.8(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7475
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      66.49

_exptl_crystal_description       'prismatic column'
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    1.250
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5594
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Incoatec 30 Watt Cu microsource'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            23873
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         66.49
_reflns_number_total             5943
_reflns_number_gt                5812
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0338P)²+0.9495P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.021(16)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5917
_refine_ls_number_parameters     361
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.41487(4) 0.81471(2) 0.231864(16) 0.02214(9) Uani 1 1 d . . .
O1 O 0.29080(11) 0.78370(6) 0.28067(4) 0.0232(2) Uani 1 1 d . . .
O2 O 0.13100(11) 0.68123(6) 0.36763(4) 0.0244(2) Uani 1 1 d . . .
O3 O 0.31308(12) 0.66094(7) 0.43114(4) 0.0310(2) Uani 1 1 d . . .
N1 N 0.35619(14) 0.66615(7) 0.33243(5) 0.0214(3) Uani 1 1 d D . .
H1N H 0.4466(11) 0.6745(11) 0.3371(7) 0.026 Uiso 1 1 d D . .
C1 C 0.45180(17) 0.71029(9) 0.19928(6) 0.0251(3) Uani 1 1 d . . .
C2 C 0.31899(17) 0.66325(9) 0.22457(6) 0.0251(3) Uani 1 1 d . . .
H2A H 0.2350 0.6668 0.1974 0.030 Uiso 1 1 calc R . .
H2B H 0.3454 0.6054 0.2289 0.030 Uiso 1 1 calc R . .
C3 C 0.27332(16) 0.69776(8) 0.28384(6) 0.0205(3) Uani 1 1 d . . .
C4 C 0.11492(16) 0.67669(9) 0.30445(6) 0.0229(3) Uani 1 1 d . . .
C5 C 0.27305(17) 0.66904(9) 0.38135(6) 0.0233(3) Uani 1 1 d . . .
C6 C 0.4499(2) 0.70775(11) 0.13297(7) 0.0346(4) Uani 1 1 d . . .
H6A H 0.3588 0.7325 0.1188 0.052 Uiso 1 1 calc R . .
H6B H 0.4550 0.6514 0.1199 0.052 Uiso 1 1 calc R . .
H6C H 0.5345 0.7378 0.1178 0.052 Uiso 1 1 calc R . .
C7 C 0.59754(17) 0.67249(10) 0.21935(6) 0.0287(3) Uani 1 1 d . . .
H7A H 0.6004 0.6712 0.2618 0.043 Uiso 1 1 calc R . .
H7B H 0.6799 0.7050 0.2049 0.043 Uiso 1 1 calc R . .
H7C H 0.6053 0.6172 0.2042 0.043 Uiso 1 1 calc R . .
C8 C -0.00240(17) 0.73604(10) 0.28665(7) 0.0308(4) Uani 1 1 d . . .
H8A H -0.0154 0.7340 0.2446 0.046 Uiso 1 1 calc R . .
H8B H 0.0271 0.7908 0.2981 0.046 Uiso 1 1 calc R . .
H8C H -0.0953 0.7220 0.3057 0.046 Uiso 1 1 calc R . .
C9 C 0.07149(19) 0.58974(10) 0.29079(7) 0.0317(3) Uani 1 1 d . . .
H9A H 0.0566 0.5839 0.2490 0.048 Uiso 1 1 calc R . .
H9B H -0.0199 0.5764 0.3111 0.048 Uiso 1 1 calc R . .
H9C H 0.1498 0.5530 0.3035 0.048 Uiso 1 1 calc R . .
C10 C 0.32412(19) 0.88687(10) 0.17938(7) 0.0307(4) Uani 1 1 d . . .
H10 H 0.3800 0.8828 0.1422 0.037 Uiso 1 1 calc R . .
C11 C 0.1647(2) 0.86128(12) 0.16602(8) 0.0424(4) Uani 1 1 d . . .
H11A H 0.1634 0.8048 0.1530 0.064 Uiso 1 1 calc R . .
H11B H 0.1245 0.8961 0.1355 0.064 Uiso 1 1 calc R . .
H11C H 0.1047 0.8666 0.2011 0.064 Uiso 1 1 calc R . .
C12 C 0.3255(2) 0.97612(11) 0.19687(8) 0.0405(4) Uani 1 1 d . . .
H12A H 0.4273 0.9942 0.2020 0.061 Uiso 1 1 calc R . .
H12B H 0.2717 0.9829 0.2333 0.061 Uiso 1 1 calc R . .
H12C H 0.2783 1.0085 0.1665 0.061 Uiso 1 1 calc R . .
C13 C 0.57841(18) 0.85737(9) 0.27126(7) 0.0284(3) Uani 1 1 d . . .
H13 H 0.6253 0.8107 0.2917 0.034 Uiso 1 1 calc R . .
C14 C 0.5368(2) 0.91858(11) 0.31852(8) 0.0396(4) Uani 1 1 d . . .
H14A H 0.4666 0.8937 0.3453 0.059 Uiso 1 1 calc R . .
H14B H 0.4920 0.9664 0.3006 0.059 Uiso 1 1 calc R . .
H14C H 0.6254 0.9348 0.3398 0.059 Uiso 1 1 calc R . .
C15 C 0.6963(2) 0.89169(11) 0.23041(8) 0.0396(4) Uani 1 1 d . . .
H15A H 0.7251 0.8501 0.2024 0.059 Uiso 1 1 calc R . .
H15B H 0.7825 0.9082 0.2530 0.059 Uiso 1 1 calc R . .
H15C H 0.6566 0.9387 0.2098 0.059 Uiso 1 1 calc R . .
O5 O 0.83954(11) 0.63361(7) 0.41127(4) 0.0249(2) Uani 1 1 d . A .
O6 O 0.65589(12) 0.69385(7) 0.36365(5) 0.0319(3) Uani 1 1 d . . .
N2 N 0.62755(14) 0.64656(8) 0.45705(5) 0.0230(3) Uani 1 1 d D . .
H2N H 0.5353(11) 0.6481(11) 0.4558(8) 0.028 Uiso 1 1 d D . .
C18 C 0.70715(16) 0.58923(8) 0.49266(6) 0.0206(3) Uani 1 1 d D . .
C19 C 0.86539(16) 0.60649(9) 0.47104(6) 0.0230(3) Uani 1 1 d . A .
C20 C 0.70129(17) 0.66102(9) 0.40720(6) 0.0234(3) Uani 1 1 d . . .
C23 C 0.9394(2) 0.67647(10) 0.50235(7) 0.0341(4) Uani 1 1 d . . .
H23A H 0.9646 0.6599 0.5419 0.051 Uiso 1 1 calc R A .
H23B H 0.8722 0.7228 0.5038 0.051 Uiso 1 1 calc R . .
H23C H 1.0292 0.6918 0.4816 0.051 Uiso 1 1 calc R . .
C24 C 0.96364(18) 0.53321(10) 0.46843(8) 0.0343(4) Uani 1 1 d . . .
H24A H 0.9752 0.5106 0.5074 0.051 Uiso 1 1 calc R A .
H24B H 1.0602 0.5489 0.4533 0.051 Uiso 1 1 calc R . .
H24C H 0.9195 0.4925 0.4429 0.051 Uiso 1 1 calc R . .
Si2 Si 0.57026(10) 0.45572(5) 0.52375(3) 0.0201(2) Uiso 0.62 1 d P A 1
O4 O 0.6712(4) 0.50705(17) 0.47614(13) 0.0191(10) Uiso 0.62 1 d PD A 1
C16 C 0.5431(4) 0.5437(2) 0.57599(14) 0.0263(9) Uiso 0.62 1 d PD A 1
C17 C 0.6766(5) 0.5950(3) 0.5579(2) 0.0296(16) Uiso 0.62 1 d PD A 1
H17A H 0.6584 0.6523 0.5683 0.036 Uiso 0.62 1 calc PR A 1
H17B H 0.7644 0.5765 0.5794 0.036 Uiso 0.62 1 calc PR A 1
C21 C 0.4003(3) 0.5920(2) 0.56688(13) 0.0318(7) Uiso 0.62 1 d P A 1
H21A H 0.4076 0.6440 0.5871 0.048 Uiso 0.62 1 calc PR A 1
H21B H 0.3170 0.5612 0.5824 0.048 Uiso 0.62 1 calc PR A 1
H21C H 0.3855 0.6015 0.5254 0.048 Uiso 0.62 1 calc PR A 1
C22 C 0.5555(4) 0.5219(2) 0.64065(15) 0.0351(9) Uiso 0.62 1 d P A 1
H22A H 0.5569 0.5716 0.6638 0.053 Uiso 0.62 1 calc PR A 1
H22B H 0.6465 0.4915 0.6473 0.053 Uiso 0.62 1 calc PR A 1
H22C H 0.4709 0.4887 0.6520 0.053 Uiso 0.62 1 calc PR A 1
C25 C 0.40387(19) 0.40998(14) 0.48664(9) 0.0287(5) Uiso 0.62 1 d PG A 1
H25 H 0.4398 0.3559 0.4733 0.034 Uiso 0.62 1 d PG A 1
C26 C 0.2737(3) 0.39512(17) 0.52785(10) 0.0337(4) Uiso 0.62 1 d PG A 1
H26A H 0.1940 0.3683 0.5067 0.050 Uiso 0.62 1 calc PR A 1
H26B H 0.2386 0.4470 0.5431 0.050 Uiso 0.62 1 calc PR A 1
H26C H 0.3057 0.3606 0.5600 0.050 Uiso 0.62 1 calc PR A 1
C27 C 0.3557(3) 0.45735(17) 0.43285(9) 0.0337(4) Uiso 0.62 1 d PG A 1
H27A H 0.2764 0.4281 0.4132 0.050 Uiso 0.62 1 calc PR A 1
H27B H 0.4395 0.4633 0.4065 0.050 Uiso 0.62 1 calc PR A 1
H27C H 0.3205 0.5110 0.4445 0.050 Uiso 0.62 1 calc PR A 1
C28 C 0.6894(3) 0.37214(11) 0.55347(10) 0.0279(7) Uiso 0.62 1 d PG A 1
H28 H 0.7660 0.3982 0.5783 0.033 Uiso 0.62 1 calc PR A 1
C29 C 0.6049(3) 0.31203(16) 0.59194(10) 0.0333(4) Uiso 0.62 1 d PG A 1
H29A H 0.6719 0.2693 0.6051 0.050 Uiso 0.62 1 calc PR A 1
H29B H 0.5243 0.2879 0.5697 0.050 Uiso 0.62 1 calc PR A 1
H29C H 0.5647 0.3406 0.6256 0.050 Uiso 0.62 1 calc PR A 1
C30 C 0.7702(3) 0.32848(16) 0.50432(10) 0.0333(4) Uiso 0.62 1 d PG A 1
H30A H 0.8342 0.2865 0.5206 0.050 Uiso 0.62 1 calc PR A 1
H30B H 0.8298 0.3675 0.4827 0.050 Uiso 0.62 1 calc PR A 1
H30C H 0.6983 0.3035 0.4783 0.050 Uiso 0.62 1 calc PR A 1
Si2' Si 0.54614(15) 0.47234(9) 0.53142(6) 0.0206(4) Uiso 0.38 1 d P A 2
O4' O 0.6518(6) 0.5122(3) 0.4793(2) 0.026(2) Uiso 0.38 1 d PD A 2
C16' C 0.5583(6) 0.5600(3) 0.5835(2) 0.0203(14) Uiso 0.38 1 d PD A 2
C17' C 0.6965(7) 0.6020(4) 0.5589(3) 0.016(2) Uiso 0.38 1 d PD A 2
H17C H 0.7854 0.5796 0.5778 0.019 Uiso 0.38 1 calc PR A 2
H17D H 0.6922 0.6607 0.5675 0.019 Uiso 0.38 1 calc PR A 2
C21' C 0.4233(5) 0.6160(3) 0.57947(18) 0.0202(8) Uiso 0.38 1 d P A 2
H21D H 0.4403 0.6647 0.6028 0.030 Uiso 0.38 1 calc PR A 2
H21E H 0.3363 0.5875 0.5940 0.030 Uiso 0.38 1 calc PR A 2
H21F H 0.4074 0.6316 0.5390 0.030 Uiso 0.38 1 calc PR A 2
C22' C 0.5856(6) 0.5381(3) 0.6472(2) 0.0249(12) Uiso 0.38 1 d P A 2
H22D H 0.6188 0.5862 0.6683 0.037 Uiso 0.38 1 calc PR A 2
H22E H 0.6612 0.4959 0.6496 0.037 Uiso 0.38 1 calc PR A 2
H22F H 0.4941 0.5181 0.6645 0.037 Uiso 0.38 1 calc PR A 2
C25' C 0.3602(4) 0.4573(2) 0.49907(13) 0.0256(8) Uiso 0.38 1 d PG A 2
H25' H 0.3243 0.5142 0.4949 0.031 Uiso 0.38 1 d PG A 2
C26' C 0.2563(6) 0.4131(3) 0.54067(16) 0.0383(8) Uiso 0.38 1 d PG A 2
H26D H 0.1566 0.4129 0.5246 0.057 Uiso 0.38 1 calc PR A 2
H26E H 0.2559 0.4408 0.5782 0.057 Uiso 0.38 1 calc PR A 2
H26F H 0.2900 0.3572 0.5459 0.057 Uiso 0.38 1 calc PR A 2
C27' C 0.3593(5) 0.4179(3) 0.43871(13) 0.0383(8) Uiso 0.38 1 d PG A 2
H27D H 0.2578 0.4141 0.4246 0.057 Uiso 0.38 1 calc PR A 2
H27E H 0.4019 0.3635 0.4412 0.057 Uiso 0.38 1 calc PR A 2
H27F H 0.4175 0.4509 0.4119 0.057 Uiso 0.38 1 calc PR A 2
C28' C 0.6455(6) 0.37745(18) 0.55829(16) 0.0284(11) Uiso 0.38 1 d PG A 2
H28' H 0.7366 0.3975 0.5779 0.034 Uiso 0.38 1 calc PR A 2
C29' C 0.5639(6) 0.3272(3) 0.60422(17) 0.0378(8) Uiso 0.38 1 d PG A 2
H29D H 0.6348 0.2940 0.6257 0.057 Uiso 0.38 1 calc PR A 2
H29E H 0.4920 0.2919 0.5852 0.057 Uiso 0.38 1 calc PR A 2
H29F H 0.5130 0.3635 0.6311 0.057 Uiso 0.38 1 calc PR A 2
C30' C 0.6994(6) 0.3242(3) 0.50832(15) 0.0378(8) Uiso 0.38 1 d PG A 2
H30D H 0.7718 0.2852 0.5229 0.057 Uiso 0.38 1 calc PR A 2
H30E H 0.7451 0.3582 0.4786 0.057 Uiso 0.38 1 calc PR A 2
H30F H 0.6159 0.2950 0.4915 0.057 Uiso 0.38 1 calc PR A 2


_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 O1 1.6751(10) . ?
Si1 C13 1.8804(16) . ?
Si1 C10 1.8899(16) . ?
Si1 C1 1.9119(15) . ?
O1 C3 1.4306(16) . ?
O2 C5 1.3450(19) . ?
O2 C4 1.4684(16) . ?
O3 C5 1.2137(18) . ?
N1 C5 1.3602(19) . ?
N1 C3 1.4492(19) . ?
C1 C6 1.532(2) . ?
C1 C7 1.536(2) . ?
C1 C2 1.550(2) . ?
C2 C3 1.5400(19) . ?
C3 C4 1.556(2) . ?
C4 C8 1.506(2) . ?
C4 C9 1.523(2) . ?
C10 C12 1.529(2) . ?
C10 C11 1.542(2) . ?
C13 C14 1.535(2) . ?
C13 C15 1.537(2) . ?
O5 C20 1.3394(19) . ?
O5 C19 1.4704(17) . ?
O6 C20 1.2152(18) . ?
N2 C20 1.354(2) . ?
N2 C18 1.4484(18) . ?
C18 O4' 1.403(5) . ?
C18 O4 1.448(3) . ?
C18 C17 1.534(5) . ?
C18 C17' 1.547(6) . ?
C18 C19 1.549(2) . ?
C19 C24 1.506(2) . ?
C19 C23 1.521(2) . ?
Si2 O4 1.664(3) . ?
Si2 C28 1.885(3) . ?
Si2 C25 1.896(2) . ?
Si2 C16 1.905(4) . ?
C16 C17 1.539(5) . ?
C16 C22 1.540(5) . ?
C16 C21 1.539(4) . ?
C25 C27 1.5322 . ?
C25 C26 1.5383 . ?
C28 C30 1.5324 . ?
C28 C29 1.5383 . ?
Si2' O4' 1.675(6) . ?
Si2' C25' 1.866(4) . ?
Si2' C16' 1.886(6) . ?
Si2' C28' 1.913(5) . ?
C16' C22' 1.536(7) . ?
C16' C21' 1.540(6) . ?
C16' C17' 1.545(7) . ?
C25' C26' 1.5322 . ?
C25' C27' 1.5385 . ?
C28' C30' 1.5322 . ?
C28' C29' 1.5382 . ?

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 Si1 C13 108.75(6) . . ?
O1 Si1 C10 109.31(7) . . ?
C13 Si1 C10 114.78(7) . . ?
O1 Si1 C1 96.16(6) . . ?
C13 Si1 C1 112.94(7) . . ?
C10 Si1 C1 113.17(7) . . ?
C3 O1 Si1 114.38(9) . . ?
C5 O2 C4 108.79(11) . . ?
C5 N1 C3 109.98(12) . . ?
C6 C1 C7 107.48(13) . . ?
C6 C1 C2 110.73(13) . . ?
C7 C1 C2 110.76(12) . . ?
C6 C1 Si1 114.59(11) . . ?
C7 C1 Si1 113.54(10) . . ?
C2 C1 Si1 99.62(10) . . ?
C3 C2 C1 111.07(12) . . ?
O1 C3 N1 109.85(11) . . ?
O1 C3 C2 106.98(11) . . ?
N1 C3 C2 114.51(12) . . ?
O1 C3 C4 109.91(11) . . ?
N1 C3 C4 99.42(11) . . ?
C2 C3 C4 116.01(12) . . ?
O2 C4 C8 107.97(12) . . ?
O2 C4 C9 106.26(12) . . ?
C8 C4 C9 111.96(13) . . ?
O2 C4 C3 101.56(11) . . ?
C8 C4 C3 115.23(12) . . ?
C9 C4 C3 112.81(12) . . ?
O3 C5 O2 121.85(13) . . ?
O3 C5 N1 128.07(15) . . ?
O2 C5 N1 110.07(12) . . ?
C12 C10 C11 108.96(15) . . ?
C12 C10 Si1 115.81(12) . . ?
C11 C10 Si1 111.47(11) . . ?
C14 C13 C15 111.42(14) . . ?
C14 C13 Si1 113.35(12) . . ?
C15 C13 Si1 113.14(11) . . ?
C20 O5 C19 108.60(11) . . ?
C20 N2 C18 110.55(12) . . ?
O4' C18 N2 106.8(3) . . ?
O4 C18 N2 110.54(16) . . ?
O4' C18 C17 102.0(3) . . ?
O4 C18 C17 106.0(2) . . ?
N2 C18 C17 115.2(2) . . ?
O4' C18 C17' 108.6(3) . . ?
O4 C18 C17' 112.0(3) . . ?
N2 C18 C17' 116.2(3) . . ?
O4' C18 C19 115.4(3) . . ?
O4 C18 C19 107.30(17) . . ?
N2 C18 C19 99.24(11) . . ?
C17 C18 C19 118.2(2) . . ?
C17' C18 C19 110.6(3) . . ?
O5 C19 C24 107.60(12) . . ?
O5 C19 C23 106.59(12) . . ?
C24 C19 C23 111.57(14) . . ?
O5 C19 C18 102.14(11) . . ?
C24 C19 C18 114.57(13) . . ?
C23 C19 C18 113.44(13) . . ?
O6 C20 O5 121.85(14) . . ?
O6 C20 N2 127.93(15) . . ?
O5 C20 N2 110.22(13) . . ?
O4 Si2 C28 107.27(14) . . ?
O4 Si2 C25 110.15(12) . . ?
C28 Si2 C25 109.35(10) . . ?
O4 Si2 C16 95.81(14) . . ?
C28 Si2 C16 113.74(12) . . ?
C25 Si2 C16 119.15(13) . . ?
C18 O4 Si2 115.4(2) . . ?
C17 C16 C22 109.6(3) . . ?
C17 C16 C21 110.0(3) . . ?
C22 C16 C21 108.4(3) . . ?
C17 C16 Si2 98.4(2) . . ?
C22 C16 Si2 115.3(2) . . ?
C21 C16 Si2 114.7(2) . . ?
C18 C17 C16 112.1(3) . . ?
C27 C25 C26 111.3 . . ?
C27 C25 Si2 113.00(16) . . ?
C26 C25 Si2 113.43(17) . . ?
C30 C28 C29 111.3 . . ?
C30 C28 Si2 110.53(17) . . ?
C29 C28 Si2 113.34(18) . . ?
O4' Si2' C25' 106.5(2) . . ?
O4' Si2' C16' 97.1(2) . . ?
C25' Si2' C16' 114.3(2) . . ?
O4' Si2' C28' 106.5(2) . . ?
C25' Si2' C28' 116.66(18) . . ?
C16' Si2' C28' 113.25(19) . . ?
C18 O4' Si2' 113.8(3) . . ?
C22' C16' C21' 109.2(4) . . ?
C22' C16' C17' 109.1(5) . . ?
C21' C16' C17' 110.9(4) . . ?
C22' C16' Si2' 116.1(4) . . ?
C21' C16' Si2' 112.1(4) . . ?
C17' C16' Si2' 99.1(4) . . ?
C16' C17' C18 110.7(5) . . ?
C26' C25' C27' 111.3 . . ?
C26' C25' Si2' 111.8(3) . . ?
C27' C25' Si2' 115.1(3) . . ?
C30' C28' C29' 111.3 . . ?
C30' C28' Si2' 112.2(3) . . ?
C29' C28' Si2' 116.0(3) . . ?

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
C13 Si1 O1 C3 -110.53(10) . . . . ?
C10 Si1 O1 C3 123.46(10) . . . . ?
C1 Si1 O1 C3 6.26(10) . . . . ?
O1 Si1 C1 C6 132.60(12) . . . . ?
C13 Si1 C1 C6 -114.02(12) . . . . ?
C10 Si1 C1 C6 18.53(14) . . . . ?
O1 Si1 C1 C7 -103.36(11) . . . . ?
C13 Si1 C1 C7 10.02(12) . . . . ?
C10 Si1 C1 C7 142.57(10) . . . . ?
O1 Si1 C1 C2 14.41(10) . . . . ?
C13 Si1 C1 C2 127.79(9) . . . . ?
C10 Si1 C1 C2 -99.66(10) . . . . ?
C6 C1 C2 C3 -151.69(13) . . . . ?
C7 C1 C2 C3 89.18(14) . . . . ?
Si1 C1 C2 C3 -30.66(13) . . . . ?
Si1 O1 C3 N1 99.48(11) . . . . ?
Si1 O1 C3 C2 -25.36(14) . . . . ?
Si1 O1 C3 C4 -152.11(9) . . . . ?
C5 N1 C3 O1 86.98(14) . . . . ?
C5 N1 C3 C2 -152.64(12) . . . . ?
C5 N1 C3 C4 -28.29(14) . . . . ?
C1 C2 C3 O1 37.48(16) . . . . ?
C1 C2 C3 N1 -84.48(15) . . . . ?
C1 C2 C3 C4 160.52(12) . . . . ?
C5 O2 C4 C8 -145.54(12) . . . . ?
C5 O2 C4 C9 94.19(14) . . . . ?
C5 O2 C4 C3 -23.96(14) . . . . ?
O1 C3 C4 O2 -85.07(13) . . . . ?
N1 C3 C4 O2 30.16(13) . . . . ?
C2 C3 C4 O2 153.44(11) . . . . ?
O1 C3 C4 C8 31.32(17) . . . . ?
N1 C3 C4 C8 146.55(12) . . . . ?
C2 C3 C4 C8 -90.17(16) . . . . ?
O1 C3 C4 C9 161.60(12) . . . . ?
N1 C3 C4 C9 -83.17(14) . . . . ?
C2 C3 C4 C9 40.11(17) . . . . ?
C4 O2 C5 O3 -171.78(14) . . . . ?
C4 O2 C5 N1 7.10(16) . . . . ?
C3 N1 C5 O3 -166.29(15) . . . . ?
C3 N1 C5 O2 14.93(16) . . . . ?
O1 Si1 C10 C12 88.55(14) . . . . ?
C13 Si1 C10 C12 -33.92(16) . . . . ?
C1 Si1 C10 C12 -165.57(13) . . . . ?
O1 Si1 C10 C11 -36.77(14) . . . . ?
C13 Si1 C10 C11 -159.24(12) . . . . ?
C1 Si1 C10 C11 69.11(14) . . . . ?
O1 Si1 C13 C14 -49.01(12) . . . . ?
C10 Si1 C13 C14 73.76(13) . . . . ?
C1 Si1 C13 C14 -154.48(11) . . . . ?
O1 Si1 C13 C15 -177.11(11) . . . . ?
C10 Si1 C13 C15 -54.33(14) . . . . ?
C1 Si1 C13 C15 77.43(12) . . . . ?
C20 N2 C18 O4' -93.1(3) . . . . ?
C20 N2 C18 O4 -85.43(19) . . . . ?
C20 N2 C18 C17 154.4(2) . . . . ?
C20 N2 C18 C17' 145.5(3) . . . . ?
C20 N2 C18 C19 27.07(15) . . . . ?
C20 O5 C19 C24 143.84(13) . . . . ?
C20 O5 C19 C23 -96.36(14) . . . . ?
C20 O5 C19 C18 22.88(14) . . . . ?
O4' C18 C19 O5 84.9(3) . . . . ?
O4 C18 C19 O5 86.30(17) . . . . ?
N2 C18 C19 O5 -28.72(13) . . . . ?
C17 C18 C19 O5 -154.0(2) . . . . ?
C17' C18 C19 O5 -151.3(3) . . . . ?
O4' C18 C19 C24 -31.1(3) . . . . ?
O4 C18 C19 C24 -29.7(2) . . . . ?
N2 C18 C19 C24 -144.72(13) . . . . ?
C17 C18 C19 C24 90.0(3) . . . . ?
C17' C18 C19 C24 92.7(3) . . . . ?
O4' C18 C19 C23 -160.8(3) . . . . ?
O4 C18 C19 C23 -159.39(17) . . . . ?
N2 C18 C19 C23 85.58(14) . . . . ?
C17 C18 C19 C23 -39.7(3) . . . . ?
C17' C18 C19 C23 -37.0(3) . . . . ?
C19 O5 C20 O6 173.18(14) . . . . ?
C19 O5 C20 N2 -6.65(15) . . . . ?
C18 N2 C20 O6 165.82(15) . . . . ?
C18 N2 C20 O5 -14.37(16) . . . . ?
O4' C18 O4 Si2 -46(2) . . . . ?
N2 C18 O4 Si2 -109.51(19) . . . . ?
C17 C18 O4 Si2 16.0(3) . . . . ?
C17' C18 O4 Si2 21.7(4) . . . . ?
C19 C18 O4 Si2 143.25(17) . . . . ?
C28 Si2 O4 C18 -112.8(2) . . . . ?
C25 Si2 O4 C18 128.3(2) . . . . ?
C16 Si2 O4 C18 4.3(2) . . . . ?
O4 Si2 C16 C17 -22.3(3) . . . . ?
C28 Si2 C16 C17 89.4(2) . . . . ?
C25 Si2 C16 C17 -139.3(2) . . . . ?
O4 Si2 C16 C22 -138.7(3) . . . . ?
C28 Si2 C16 C22 -26.9(3) . . . . ?
C25 Si2 C16 C22 104.3(3) . . . . ?
O4 Si2 C16 C21 94.3(2) . . . . ?
C28 Si2 C16 C21 -153.9(2) . . . . ?
C25 Si2 C16 C21 -22.6(3) . . . . ?
O4' C18 C17 C16 -27.9(4) . . . . ?
O4 C18 C17 C16 -35.3(4) . . . . ?
N2 C18 C17 C16 87.3(3) . . . . ?
C17' C18 C17 C16 -174(3) . . . . ?
C19 C18 C17 C16 -155.6(3) . . . . ?
C22 C16 C17 C18 156.1(3) . . . . ?
C21 C16 C17 C18 -84.9(4) . . . . ?
Si2 C16 C17 C18 35.4(4) . . . . ?
O4 Si2 C25 C27 -26.5(2) . . . . ?
C28 Si2 C25 C27 -144.19(15) . . . . ?
C16 Si2 C25 C27 82.61(19) . . . . ?
O4 Si2 C25 C26 -154.46(18) . . . . ?
C28 Si2 C25 C26 87.89(16) . . . . ?
C16 Si2 C25 C26 -45.3(2) . . . . ?
O4 Si2 C28 C30 -46.30(19) . . . . ?
C25 Si2 C28 C30 73.14(17) . . . . ?
C16 Si2 C28 C30 -150.93(17) . . . . ?
O4 Si2 C28 C29 -172.05(17) . . . . ?
C25 Si2 C28 C29 -52.61(18) . . . . ?
C16 Si2 C28 C29 83.32(19) . . . . ?
O4 C18 O4' Si2' 134(3) . . . . ?
N2 C18 O4' Si2' -107.4(3) . . . . ?
C17 C18 O4' Si2' 13.8(4) . . . . ?
C17' C18 O4' Si2' 18.6(5) . . . . ?
C19 C18 O4' Si2' 143.4(3) . . . . ?
C25' Si2' O4' C18 118.6(3) . . . . ?
C16' Si2' O4' C18 0.6(4) . . . . ?
C28' Si2' O4' C18 -116.2(3) . . . . ?
O4' Si2' C16' C22' -135.4(4) . . . . ?
C25' Si2' C16' C22' 112.8(4) . . . . ?
C28' Si2' C16' C22' -24.0(4) . . . . ?
O4' Si2' C16' C21' 98.2(3) . . . . ?
C25' Si2' C16' C21' -13.6(4) . . . . ?
C28' Si2' C16' C21' -150.4(3) . . . . ?
O4' Si2' C16' C17' -18.8(4) . . . . ?
C25' Si2' C16' C17' -130.6(3) . . . . ?
C28' Si2' C16' C17' 92.6(4) . . . . ?
C22' C16' C17' C18 153.3(4) . . . . ?
C21' C16' C17' C18 -86.5(5) . . . . ?
Si2' C16' C17' C18 31.5(5) . . . . ?
O4' C18 C17' C16' -34.4(5) . . . . ?
O4 C18 C17' C16' -42.4(5) . . . . ?
N2 C18 C17' C16' 85.9(4) . . . . ?
C17 C18 C17' C16' 1(3) . . . . ?
C19 C18 C17' C16' -162.0(3) . . . . ?
O4' Si2' C25' C26' 174.3(3) . . . . ?
C16' Si2' C25' C26' -79.8(3) . . . . ?
C28' Si2' C25' C26' 55.6(3) . . . . ?
O4' Si2' C25' C27' 46.0(3) . . . . ?
C16' Si2' C25' C27' 152.0(3) . . . . ?
C28' Si2' C25' C27' -72.7(3) . . . . ?
O4' Si2' C28' C30' -46.9(4) . . . . ?
C25' Si2' C28' C30' 71.8(3) . . . . ?
C16' Si2' C28' C30' -152.4(3) . . . . ?
O4' Si2' C28' C29' -176.4(3) . . . . ?
C25' Si2' C28' C29' -57.6(3) . . . . ?
C16' Si2' C28' C29' 78.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O6 0.840(9) 2.025(10) 2.8557(17) 169.7(17) .
N2 H2N O3 0.839(9) 2.111(10) 2.9309(17) 165.6(17) .

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        66.49
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_k1409
_database_code_depnum_ccdc_archive 'CCDC 1477728'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_k1409               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.953 Note
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
_vrf_PLAT230_k1409               
;
PROBLEM: Hirshfeld Test Diff for    Si     --  C6      ..        5.8 s.u.
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C16 H29 N O Si'
_chemical_formula_weight         279.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   7.5883(2)
_cell_length_b                   30.7424(8)
_cell_length_c                   7.7047(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.783(1)
_cell_angle_gamma                90.00
_cell_volume                     1711.49(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8098
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      66.57

_exptl_crystal_description       plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    1.146
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6553
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            11566
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0135
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         66.57
_reflns_number_total             2929
_reflns_number_gt                2796
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0338P)²+0.7951P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2871
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0774
_refine_ls_wR_factor_gt          0.0766
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si 0.56627(4) 0.101093(9) 0.68473(4) 0.01484(11) Uani 1 1 d . . .
O1 O 0.23715(14) 0.26036(3) 0.41428(13) 0.0311(2) Uani 1 1 d . . .
N1 N 0.44938(19) 0.15588(4) 1.07053(16) 0.0339(3) Uani 1 1 d . . .
C1 C 0.2867(2) 0.26081(4) 0.60811(19) 0.0301(3) Uani 1 1 d . . .
H1A H 0.2239 0.2847 0.6466 0.036 Uiso 1 1 calc R . .
H1B H 0.4189 0.2655 0.6586 0.036 Uiso 1 1 calc R . .
C2 C 0.23515(19) 0.21830(4) 0.68159(18) 0.0247(3) Uani 1 1 d . . .
H2A H 0.2750 0.2191 0.8138 0.030 Uiso 1 1 calc R . .
H2B H 0.1018 0.2146 0.6397 0.030 Uiso 1 1 calc R . .
C3 C 0.32619(17) 0.18060(4) 0.61716(17) 0.0186(3) Uani 1 1 d . . .
C4 C 0.28901(19) 0.18199(4) 0.41455(17) 0.0230(3) Uani 1 1 d . . .
H4A H 0.1599 0.1752 0.3543 0.028 Uiso 1 1 calc R . .
H4B H 0.3639 0.1602 0.3790 0.028 Uiso 1 1 calc R . .
C5 C 0.3338(2) 0.22686(4) 0.3541(2) 0.0302(3) Uani 1 1 d . . .
H5A H 0.4659 0.2320 0.4028 0.036 Uiso 1 1 calc R . .
H5B H 0.3006 0.2276 0.2222 0.036 Uiso 1 1 calc R . .
C6 C 0.43189(17) 0.15040(4) 0.73011(16) 0.0172(3) Uani 1 1 d . . .
C7 C 0.44095(18) 0.15431(4) 0.91916(18) 0.0218(3) Uani 1 1 d . . .
C8 C 0.74375(18) 0.08894(4) 0.91216(17) 0.0216(3) Uani 1 1 d . . .
H8 H 0.6758 0.0892 1.0018 0.026 Uiso 1 1 calc R . .
C9 C 0.8948(2) 0.12366(5) 0.9757(2) 0.0331(3) Uani 1 1 d . . .
H9A H 0.9613 0.1192 1.1021 0.050 Uiso 1 1 calc R . .
H9B H 0.8390 0.1520 0.9600 0.050 Uiso 1 1 calc R . .
H9C H 0.9788 0.1216 0.9047 0.050 Uiso 1 1 calc R . .
C10 C 0.8318(2) 0.04366(4) 0.92574(19) 0.0284(3) Uani 1 1 d . . .
H10A H 0.9086 0.0387 1.0485 0.043 Uiso 1 1 calc R . .
H10B H 0.9056 0.0420 0.8446 0.043 Uiso 1 1 calc R . .
H10C H 0.7362 0.0220 0.8926 0.043 Uiso 1 1 calc R . .
C11 C 0.39836(17) 0.05405(4) 0.62165(18) 0.0211(3) Uani 1 1 d . . .
H11 H 0.4704 0.0280 0.6148 0.025 Uiso 1 1 calc R . .
C12 C 0.3039(2) 0.04560(4) 0.7686(2) 0.0305(3) Uani 1 1 d . . .
H12A H 0.2209 0.0214 0.7330 0.046 Uiso 1 1 calc R . .
H12B H 0.2357 0.0710 0.7824 0.046 Uiso 1 1 calc R . .
H12C H 0.3961 0.0392 0.8823 0.046 Uiso 1 1 calc R . .
C13 C 0.25405(19) 0.05984(5) 0.4351(2) 0.0295(3) Uani 1 1 d . . .
H13A H 0.1744 0.0349 0.4081 0.044 Uiso 1 1 calc R . .
H13B H 0.3153 0.0629 0.3436 0.044 Uiso 1 1 calc R . .
H13C H 0.1818 0.0854 0.4363 0.044 Uiso 1 1 calc R . .
C14 C 0.66667(17) 0.11104(4) 0.49213(17) 0.0199(3) Uani 1 1 d . . .
H14 H 0.5611 0.1164 0.3835 0.024 Uiso 1 1 calc R . .
C15 C 0.7916(2) 0.15096(5) 0.5143(2) 0.0329(3) Uani 1 1 d . . .
H15A H 0.8141 0.1571 0.4007 0.049 Uiso 1 1 calc R . .
H15B H 0.9071 0.1454 0.6064 0.049 Uiso 1 1 calc R . .
H15C H 0.7322 0.1755 0.5496 0.049 Uiso 1 1 calc R . .
C16 C 0.7645(2) 0.07051(5) 0.44992(19) 0.0287(3) Uani 1 1 d . . .
H16A H 0.8008 0.0756 0.3428 0.043 Uiso 1 1 calc R . .
H16B H 0.6816 0.0461 0.4295 0.043 Uiso 1 1 calc R . .
H16C H 0.8722 0.0644 0.5511 0.043 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
Si C14 1.8885(12) . ?
Si C11 1.8902(12) . ?
Si C8 1.8927(13) . ?
Si C6 1.9177(12) . ?
O1 C5 1.4217(17) . ?
O1 C1 1.4243(17) . ?
N1 C7 1.1493(17) . ?
C1 C2 1.5219(18) . ?
C2 C3 1.5089(16) . ?
C3 C6 1.3551(17) . ?
C3 C4 1.4998(17) . ?
C4 C5 1.5272(18) . ?
C6 C7 1.4421(17) . ?
C8 C9 1.5331(19) . ?
C8 C10 1.5338(17) . ?
C11 C13 1.5283(19) . ?
C11 C12 1.5359(18) . ?
C14 C15 1.5285(18) . ?
C14 C16 1.5351(17) . ?

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 Si C11 108.90(6) . . ?
C14 Si C8 114.56(6) . . ?
C11 Si C8 108.68(6) . . ?
C14 Si C6 112.33(5) . . ?
C11 Si C6 107.30(5) . . ?
C8 Si C6 104.76(5) . . ?
C5 O1 C1 110.60(10) . . ?
O1 C1 C2 111.48(11) . . ?
C3 C2 C1 109.99(11) . . ?
C6 C3 C4 125.05(11) . . ?
C6 C3 C2 123.76(11) . . ?
C4 C3 C2 111.16(10) . . ?
C3 C4 C5 110.77(11) . . ?
O1 C5 C4 111.71(11) . . ?
C3 C6 C7 115.33(11) . . ?
C3 C6 Si 131.90(9) . . ?
C7 C6 Si 112.72(8) . . ?
N1 C7 C6 177.57(13) . . ?
C9 C8 C10 110.03(11) . . ?
C9 C8 Si 114.17(9) . . ?
C10 C8 Si 114.47(9) . . ?
C13 C11 C12 110.58(11) . . ?
C13 C11 Si 112.70(9) . . ?
C12 C11 Si 111.69(9) . . ?
C15 C14 C16 110.60(11) . . ?
C15 C14 Si 115.33(9) . . ?
C16 C14 Si 111.85(9) . . ?

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
C5 O1 C1 C2 -61.71(15) . . . . ?
O1 C1 C2 C3 56.95(15) . . . . ?
C1 C2 C3 C6 126.83(13) . . . . ?
C1 C2 C3 C4 -51.37(14) . . . . ?
C6 C3 C4 C5 -127.68(13) . . . . ?
C2 C3 C4 C5 50.49(14) . . . . ?
C1 O1 C5 C4 60.43(14) . . . . ?
C3 C4 C5 O1 -55.01(15) . . . . ?
C4 C3 C6 C7 -177.15(11) . . . . ?
C2 C3 C6 C7 4.90(18) . . . . ?
C4 C3 C6 Si -0.1(2) . . . . ?
C2 C3 C6 Si -178.10(10) . . . . ?
C14 Si C6 C3 34.48(14) . . . . ?
C11 Si C6 C3 -85.17(13) . . . . ?
C8 Si C6 C3 159.43(12) . . . . ?
C14 Si C6 C7 -148.46(9) . . . . ?
C11 Si C6 C7 91.90(10) . . . . ?
C8 Si C6 C7 -23.50(10) . . . . ?
C14 Si C8 C9 55.17(11) . . . . ?
C11 Si C8 C9 177.20(9) . . . . ?
C6 Si C8 C9 -68.36(10) . . . . ?
C14 Si C8 C10 -72.90(11) . . . . ?
C11 Si C8 C10 49.13(11) . . . . ?
C6 Si C8 C10 163.57(9) . . . . ?
C14 Si C11 C13 -51.97(10) . . . . ?
C8 Si C11 C13 -177.38(9) . . . . ?
C6 Si C11 C13 69.85(10) . . . . ?
C14 Si C11 C12 -177.16(9) . . . . ?
C8 Si C11 C12 57.42(10) . . . . ?
C6 Si C11 C12 -55.34(10) . . . . ?
C11 Si C14 C15 174.40(10) . . . . ?
C8 Si C14 C15 -63.68(11) . . . . ?
C6 Si C14 C15 55.69(11) . . . . ?
C11 Si C14 C16 -58.07(10) . . . . ?
C8 Si C14 C16 63.85(11) . . . . ?
C6 Si C14 C16 -176.78(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.953
_diffrn_reflns_theta_full        66.57
_diffrn_measured_fraction_theta_full 0.953
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_k1411
_database_code_depnum_ccdc_archive 'CCDC 1477662'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT035_k1411               
;
PROBLEM: _chemical_absolute_configuration info  Not given     Please Do !
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
_vrf_PLAT029_k1411               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.970 Note
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
_vrf_PLAT430_k1411               
;
PROBLEM: Short Inter D...A Contact  O1     ..  O4      ..       2.89 Ang.
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C17 H29 N O3 Si'
_chemical_formula_weight         323.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

loop_
_symmetry_equiv_pos_as_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'

_cell_length_a                   8.9713(3)
_cell_length_b                   12.6161(3)
_cell_length_c                   31.4987(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3565.11(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8047
_cell_measurement_theta_min      3.77
_cell_measurement_theta_max      66.63

_exptl_crystal_description       'flat column'
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_absorpt_coefficient_mu    1.257
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6005
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         '30 Watt Cu microsource'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            24196
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.77
_diffrn_reflns_theta_max         66.63
_reflns_number_total             6085
_reflns_number_gt                5985
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0361P)²+1.1046P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.126(16)
_refine_ls_number_reflns         6062
_refine_ls_number_parameters     416
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.002
_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
Si1 Si 0.63054(4) 0.39159(3) 0.356360(12) 0.01494(9) Uani 1 1 d . . .
O1 O 0.90641(13) 0.44972(9) 0.50224(3) 0.0212(2) Uani 1 1 d . . .
O2 O 0.79070(13) 0.25719(8) 0.44102(3) 0.0204(2) Uani 1 1 d . . .
O3 O 0.70285(13) 0.50291(10) 0.53717(3) 0.0252(3) Uani 1 1 d . . .
N1 N 0.68618(14) 0.41074(10) 0.47392(4) 0.0167(3) Uani 1 1 d D . .
H1N H 0.5904(12) 0.4225(14) 0.4688(5) 0.020 Uiso 1 1 d D . .
C1 C 0.78868(17) 0.37053(12) 0.44241(4) 0.0157(3) Uani 1 1 d . . .
C2 C 0.77685(17) 0.41781(12) 0.39842(4) 0.0163(3) Uani 1 1 d . . .
C3 C 0.89461(19) 0.48064(13) 0.39273(5) 0.0206(3) Uani 1 1 d . . .
H3 H 0.9119 0.5165 0.3667 0.025 Uiso 1 1 calc R . .
C4 C 0.99886(19) 0.49151(12) 0.43008(5) 0.0204(3) Uani 1 1 d . . .
H4A H 0.9924 0.5631 0.4428 0.024 Uiso 1 1 calc R . .
H4B H 1.1033 0.4773 0.4217 0.024 Uiso 1 1 calc R . .
C5 C 0.94093(17) 0.40686(13) 0.46056(4) 0.0181(3) Uani 1 1 d . . .
C6 C 1.02920(19) 0.30487(13) 0.46524(5) 0.0236(3) Uani 1 1 d . . .
H6A H 1.0922 0.2916 0.4400 0.028 Uiso 1 1 calc R . .
H6B H 1.0931 0.3066 0.4909 0.028 Uiso 1 1 calc R . .
C7 C 0.90723(19) 0.22194(13) 0.46933(5) 0.0235(3) Uani 1 1 d . . .
H7A H 0.9445 0.1512 0.4608 0.028 Uiso 1 1 calc R . .
H7B H 0.8704 0.2180 0.4989 0.028 Uiso 1 1 calc R . .
C8 C 0.75693(18) 0.45799(12) 0.50676(5) 0.0183(3) Uani 1 1 d . . .
C9 C 0.6189(2) 0.52163(12) 0.32625(5) 0.0231(3) Uani 1 1 d . . .
H9 H 0.7242 0.5435 0.3206 0.028 Uiso 1 1 calc R . .
C10 C 0.5523(2) 0.60840(13) 0.35468(6) 0.0332(4) Uani 1 1 d . . .
H10A H 0.5505 0.6757 0.3392 0.050 Uiso 1 1 calc R . .
H10B H 0.6135 0.6162 0.3803 0.050 Uiso 1 1 calc R . .
H10C H 0.4505 0.5887 0.3628 0.050 Uiso 1 1 calc R . .
C11 C 0.5415(2) 0.51918(16) 0.28314(6) 0.0357(4) Uani 1 1 d . . .
H11A H 0.5513 0.5886 0.2694 0.054 Uiso 1 1 calc R . .
H11B H 0.4357 0.5026 0.2871 0.054 Uiso 1 1 calc R . .
H11C H 0.5878 0.4648 0.2652 0.054 Uiso 1 1 calc R . .
C12 C 0.70725(19) 0.27967(13) 0.32289(5) 0.0204(3) Uani 1 1 d . . .
H12 H 0.7358 0.2218 0.3430 0.024 Uiso 1 1 calc R . .
C13 C 0.8505(2) 0.31323(14) 0.29995(5) 0.0287(4) Uani 1 1 d . . .
H13A H 0.8905 0.2528 0.2841 0.043 Uiso 1 1 calc R . .
H13B H 0.9242 0.3370 0.3209 0.043 Uiso 1 1 calc R . .
H13C H 0.8282 0.3713 0.2803 0.043 Uiso 1 1 calc R . .
C14 C 0.5976(2) 0.23088(16) 0.29100(6) 0.0345(4) Uani 1 1 d . . .
H14A H 0.6491 0.1772 0.2740 0.052 Uiso 1 1 calc R . .
H14B H 0.5589 0.2865 0.2723 0.052 Uiso 1 1 calc R . .
H14C H 0.5148 0.1978 0.3064 0.052 Uiso 1 1 calc R . .
C15 C 0.44576(18) 0.35605(12) 0.38191(5) 0.0189(3) Uani 1 1 d . . .
H15 H 0.4300 0.4079 0.4055 0.023 Uiso 1 1 calc R . .
C16 C 0.4470(2) 0.24523(14) 0.40233(5) 0.0263(4) Uani 1 1 d . . .
H16A H 0.3522 0.2331 0.4170 0.039 Uiso 1 1 calc R . .
H16B H 0.5291 0.2406 0.4228 0.039 Uiso 1 1 calc R . .
H16C H 0.4604 0.1914 0.3802 0.039 Uiso 1 1 calc R . .
C17 C 0.31045(18) 0.36670(13) 0.35206(5) 0.0240(3) Uani 1 1 d . . .
H17A H 0.2195 0.3470 0.3674 0.036 Uiso 1 1 calc R . .
H17B H 0.3235 0.3197 0.3276 0.036 Uiso 1 1 calc R . .
H17C H 0.3023 0.4402 0.3423 0.036 Uiso 1 1 calc R . .
Si2 Si 0.48038(5) 0.62073(3) 0.649852(12) 0.01815(10) Uani 1 1 d . . .
O4 O 0.19005(12) 0.55714(9) 0.50761(3) 0.0204(2) Uani 1 1 d . . .
O5 O 0.31668(13) 0.75209(8) 0.56498(3) 0.0209(2) Uani 1 1 d . . .
O6 O 0.39084(13) 0.50183(10) 0.47162(3) 0.0259(3) Uani 1 1 d . . .
N2 N 0.41247(15) 0.59299(11) 0.53501(4) 0.0185(3) Uani 1 1 d D . .
H2N H 0.5085(11) 0.5802(15) 0.5377(6) 0.022 Uiso 1 1 d D . .
C18 C 0.31310(17) 0.63912(12) 0.56594(5) 0.0163(3) Uani 1 1 d . . .
C19 C 0.32417(18) 0.59637(12) 0.61073(5) 0.0186(3) Uani 1 1 d . . .
C20 C 0.20366(19) 0.53626(13) 0.61762(5) 0.0243(4) Uani 1 1 d . . .
H20 H 0.1857 0.5030 0.6442 0.029 Uiso 1 1 calc R . .
C21 C 0.0981(2) 0.52443(14) 0.58061(5) 0.0252(4) Uani 1 1 d . . .
H21A H -0.0055 0.5417 0.5890 0.030 Uiso 1 1 calc R . .
H21B H 0.1010 0.4516 0.5689 0.030 Uiso 1 1 calc R . .
C22 C 0.15837(17) 0.60466(13) 0.54871(4) 0.0179(3) Uani 1 1 d . . .
C23 C 0.07544(19) 0.70819(14) 0.54235(5) 0.0244(4) Uani 1 1 d . . .
H23A H 0.0151 0.7266 0.5676 0.029 Uiso 1 1 calc R . .
H23B H 0.0098 0.7052 0.5171 0.029 Uiso 1 1 calc R . .
C24 C 0.2030(2) 0.78651(13) 0.53594(5) 0.0252(4) Uani 1 1 d . . .
H24A H 0.2396 0.7843 0.5063 0.030 Uiso 1 1 calc R . .
H24B H 0.1705 0.8597 0.5426 0.030 Uiso 1 1 calc R . .
C25 C 0.33917(19) 0.54644(12) 0.50241(5) 0.0193(3) Uani 1 1 d . . .
C26 C 0.4064(2) 0.62324(14) 0.70596(5) 0.0269(4) Uani 1 1 d . . .
H26 H 0.4887 0.6540 0.7235 0.032 Uiso 1 1 calc R . .
C27 C 0.3707(3) 0.51592(17) 0.72648(6) 0.0384(5) Uani 1 1 d . . .
H27A H 0.3448 0.5266 0.7564 0.058 Uiso 1 1 calc R . .
H27B H 0.4581 0.4695 0.7245 0.058 Uiso 1 1 calc R . .
H27C H 0.2865 0.4831 0.7117 0.058 Uiso 1 1 calc R . .
C28 C 0.2748(2) 0.69866(18) 0.71164(6) 0.0403(5) Uani 1 1 d . . .
H28A H 0.2558 0.7091 0.7420 0.060 Uiso 1 1 calc R . .
H28B H 0.1861 0.6683 0.6982 0.060 Uiso 1 1 calc R . .
H28C H 0.2981 0.7670 0.6984 0.060 Uiso 1 1 calc R . .
C29 C 0.6267(2) 0.51571(13) 0.64166(5) 0.0262(4) Uani 1 1 d . . .
H29 H 0.6743 0.5315 0.6136 0.031 Uiso 1 1 calc R . .
C30 C 0.5646(2) 0.40211(14) 0.63825(6) 0.0348(4) Uani 1 1 d . . .
H30A H 0.6460 0.3530 0.6317 0.052 Uiso 1 1 calc R . .
H30B H 0.4898 0.3992 0.6156 0.052 Uiso 1 1 calc R . .
H30C H 0.5184 0.3820 0.6653 0.052 Uiso 1 1 calc R . .
C31 C 0.7521(2) 0.52132(18) 0.67480(6) 0.0394(5) Uani 1 1 d . . .
H31A H 0.8289 0.4688 0.6679 0.059 Uiso 1 1 calc R . .
H31B H 0.7112 0.5064 0.7030 0.059 Uiso 1 1 calc R . .
H31C H 0.7962 0.5924 0.6746 0.059 Uiso 1 1 calc R . .
C32 C 0.5621(2) 0.75770(13) 0.63803(5) 0.0258(4) Uani 1 1 d . . .
H32 H 0.4772 0.8029 0.6283 0.031 Uiso 1 1 calc R . .
C33 C 0.6743(2) 0.75522(15) 0.60154(6) 0.0306(4) Uani 1 1 d . . .
H33A H 0.7079 0.8275 0.5953 0.046 Uiso 1 1 calc R . .
H33B H 0.6269 0.7250 0.5763 0.046 Uiso 1 1 calc R . .
H33C H 0.7601 0.7116 0.6096 0.046 Uiso 1 1 calc R . .
C34 C 0.6303(3) 0.81408(15) 0.67664(6) 0.0377(5) Uani 1 1 d . . .
H34A H 0.6659 0.8844 0.6682 0.057 Uiso 1 1 calc R . .
H34B H 0.7140 0.7722 0.6875 0.057 Uiso 1 1 calc R . .
H34C H 0.5545 0.8216 0.6988 0.057 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
Si1 C12 1.8918(16) . ?
Si1 C2 1.8941(16) . ?
Si1 C15 1.8965(16) . ?
Si1 C9 1.8978(16) . ?
O1 C8 1.353(2) . ?
O1 C5 1.4532(17) . ?
O2 C1 1.4307(18) . ?
O2 C7 1.4443(19) . ?
O3 C8 1.2142(19) . ?
N1 C8 1.352(2) . ?
N1 C1 1.4450(19) . ?
C1 C2 1.512(2) . ?
C1 C5 1.550(2) . ?
C2 C3 1.333(2) . ?
C3 C4 1.509(2) . ?
C4 C5 1.527(2) . ?
C5 C6 1.518(2) . ?
C6 C7 1.519(2) . ?
C9 C11 1.525(2) . ?
C9 C10 1.535(2) . ?
C12 C13 1.534(2) . ?
C12 C14 1.535(2) . ?
C15 C16 1.539(2) . ?
C15 C17 1.541(2) . ?
Si2 C29 1.8831(17) . ?
Si2 C26 1.8879(16) . ?
Si2 C19 1.8912(16) . ?
Si2 C32 1.9138(17) . ?
O4 C25 1.355(2) . ?
O4 C22 1.4547(18) . ?
O5 C18 1.4259(18) . ?
O5 C24 1.4375(19) . ?
O6 C25 1.213(2) . ?
N2 C25 1.354(2) . ?
N2 C18 1.4430(19) . ?
C18 C19 1.514(2) . ?
C18 C22 1.553(2) . ?
C19 C20 1.338(2) . ?
C20 C21 1.510(2) . ?
C21 C22 1.525(2) . ?
C22 C23 1.517(2) . ?
C23 C24 1.525(3) . ?
C26 C28 1.527(3) . ?
C26 C27 1.534(3) . ?
C29 C31 1.536(3) . ?
C29 C30 1.541(3) . ?
C32 C33 1.528(2) . ?
C32 C34 1.536(2) . ?

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
C12 Si1 C2 105.55(7) . . ?
C12 Si1 C15 112.22(7) . . ?
C2 Si1 C15 110.50(7) . . ?
C12 Si1 C9 112.75(7) . . ?
C2 Si1 C9 103.68(7) . . ?
C15 Si1 C9 111.62(7) . . ?
C8 O1 C5 109.57(11) . . ?
C1 O2 C7 107.34(11) . . ?
C8 N1 C1 112.43(13) . . ?
O2 C1 N1 112.34(12) . . ?
O2 C1 C2 111.53(12) . . ?
N1 C1 C2 116.50(12) . . ?
O2 C1 C5 107.20(12) . . ?
N1 C1 C5 101.75(11) . . ?
C2 C1 C5 106.45(12) . . ?
C3 C2 C1 107.58(13) . . ?
C3 C2 Si1 124.00(11) . . ?
C1 C2 Si1 128.36(11) . . ?
C2 C3 C4 116.14(13) . . ?
C3 C4 C5 102.45(12) . . ?
O1 C5 C6 109.81(12) . . ?
O1 C5 C4 112.35(12) . . ?
C6 C5 C4 118.44(13) . . ?
O1 C5 C1 104.80(12) . . ?
C6 C5 C1 104.17(12) . . ?
C4 C5 C1 105.95(12) . . ?
C7 C6 C5 102.49(13) . . ?
O2 C7 C6 104.88(12) . . ?
O3 C8 N1 128.45(15) . . ?
O3 C8 O1 121.01(14) . . ?
N1 C8 O1 110.54(13) . . ?
C11 C9 C10 110.88(15) . . ?
C11 C9 Si1 116.89(12) . . ?
C10 C9 Si1 110.26(11) . . ?
C13 C12 C14 109.84(14) . . ?
C13 C12 Si1 111.18(11) . . ?
C14 C12 Si1 115.53(12) . . ?
C16 C15 C17 109.86(13) . . ?
C16 C15 Si1 112.69(11) . . ?
C17 C15 Si1 114.14(11) . . ?
C29 Si2 C26 112.65(8) . . ?
C29 Si2 C19 108.24(7) . . ?
C26 Si2 C19 110.63(8) . . ?
C29 Si2 C32 109.97(8) . . ?
C26 Si2 C32 107.56(8) . . ?
C19 Si2 C32 107.69(7) . . ?
C25 O4 C22 109.98(12) . . ?
C18 O5 C24 107.43(11) . . ?
C25 N2 C18 112.77(13) . . ?
O5 C18 N2 112.01(12) . . ?
O5 C18 C19 111.99(12) . . ?
N2 C18 C19 116.42(12) . . ?
O5 C18 C22 107.02(12) . . ?
N2 C18 C22 101.74(11) . . ?
C19 C18 C22 106.54(12) . . ?
C20 C19 C18 107.46(14) . . ?
C20 C19 Si2 125.80(12) . . ?
C18 C19 Si2 126.73(11) . . ?
C19 C20 C21 115.96(14) . . ?
C20 C21 C22 102.74(13) . . ?
O4 C22 C23 109.47(12) . . ?
O4 C22 C21 112.46(13) . . ?
C23 C22 C21 118.98(14) . . ?
O4 C22 C18 104.59(12) . . ?
C23 C22 C18 104.10(13) . . ?
C21 C22 C18 105.83(12) . . ?
C22 C23 C24 101.98(13) . . ?
O5 C24 C23 104.62(13) . . ?
O6 C25 N2 128.47(16) . . ?
O6 C25 O4 121.35(15) . . ?
N2 C25 O4 110.17(13) . . ?
C28 C26 C27 109.82(16) . . ?
C28 C26 Si2 113.08(12) . . ?
C27 C26 Si2 116.93(12) . . ?
C31 C29 C30 110.79(15) . . ?
C31 C29 Si2 112.63(12) . . ?
C30 C29 Si2 114.30(13) . . ?
C33 C32 C34 110.03(15) . . ?
C33 C32 Si2 112.35(12) . . ?
C34 C32 Si2 114.62(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 O2 C1 N1 -92.03(14) . . . . ?
C7 O2 C1 C2 135.07(13) . . . . ?
C7 O2 C1 C5 18.92(15) . . . . ?
C8 N1 C1 O2 111.48(14) . . . . ?
C8 N1 C1 C2 -118.11(15) . . . . ?
C8 N1 C1 C5 -2.84(16) . . . . ?
O2 C1 C2 C3 -121.95(14) . . . . ?
N1 C1 C2 C3 107.26(15) . . . . ?
C5 C1 C2 C3 -5.34(16) . . . . ?
O2 C1 C2 Si1 55.32(17) . . . . ?
N1 C1 C2 Si1 -75.46(17) . . . . ?
C5 C1 C2 Si1 171.93(11) . . . . ?
C12 Si1 C2 C3 85.02(15) . . . . ?
C15 Si1 C2 C3 -153.44(13) . . . . ?
C9 Si1 C2 C3 -33.72(15) . . . . ?
C12 Si1 C2 C1 -91.85(14) . . . . ?
C15 Si1 C2 C1 29.69(15) . . . . ?
C9 Si1 C2 C1 149.41(13) . . . . ?
C1 C2 C3 C4 -2.56(19) . . . . ?
Si1 C2 C3 C4 -179.99(11) . . . . ?
C2 C3 C4 C5 9.32(19) . . . . ?
C8 O1 C5 C6 -121.17(14) . . . . ?
C8 O1 C5 C4 104.77(15) . . . . ?
C8 O1 C5 C1 -9.81(16) . . . . ?
C3 C4 C5 O1 -125.47(13) . . . . ?
C3 C4 C5 C6 104.79(16) . . . . ?
C3 C4 C5 C1 -11.59(15) . . . . ?
O2 C1 C5 O1 -110.72(12) . . . . ?
N1 C1 C5 O1 7.36(14) . . . . ?
C2 C1 C5 O1 129.81(12) . . . . ?
O2 C1 C5 C6 4.64(15) . . . . ?
N1 C1 C5 C6 122.72(12) . . . . ?
C2 C1 C5 C6 -114.83(13) . . . . ?
O2 C1 C5 C4 130.29(12) . . . . ?
N1 C1 C5 C4 -111.63(13) . . . . ?
C2 C1 C5 C4 10.83(15) . . . . ?
O1 C5 C6 C7 87.05(14) . . . . ?
C4 C5 C6 C7 -142.05(14) . . . . ?
C1 C5 C6 C7 -24.72(14) . . . . ?
C1 O2 C7 C6 -35.29(15) . . . . ?
C5 C6 C7 O2 36.96(15) . . . . ?
C1 N1 C8 O3 176.83(16) . . . . ?
C1 N1 C8 O1 -3.28(18) . . . . ?
C5 O1 C8 O3 -171.64(14) . . . . ?
C5 O1 C8 N1 8.45(17) . . . . ?
C12 Si1 C9 C11 50.74(16) . . . . ?
C2 Si1 C9 C11 164.40(13) . . . . ?
C15 Si1 C9 C11 -76.65(15) . . . . ?
C12 Si1 C9 C10 178.57(12) . . . . ?
C2 Si1 C9 C10 -67.77(13) . . . . ?
C15 Si1 C9 C10 51.18(14) . . . . ?
C2 Si1 C12 C13 -63.83(13) . . . . ?
C15 Si1 C12 C13 175.75(11) . . . . ?
C9 Si1 C12 C13 48.69(14) . . . . ?
C2 Si1 C12 C14 170.13(13) . . . . ?
C15 Si1 C12 C14 49.71(15) . . . . ?
C9 Si1 C12 C14 -77.35(15) . . . . ?
C12 Si1 C15 C16 45.97(13) . . . . ?
C2 Si1 C15 C16 -71.54(12) . . . . ?
C9 Si1 C15 C16 173.64(11) . . . . ?
C12 Si1 C15 C17 -80.25(12) . . . . ?
C2 Si1 C15 C17 162.24(11) . . . . ?
C9 Si1 C15 C17 47.42(13) . . . . ?
C24 O5 C18 N2 91.19(14) . . . . ?
C24 O5 C18 C19 -135.89(13) . . . . ?
C24 O5 C18 C22 -19.49(16) . . . . ?
C25 N2 C18 O5 -109.36(14) . . . . ?
C25 N2 C18 C19 119.95(15) . . . . ?
C25 N2 C18 C22 4.61(16) . . . . ?
O5 C18 C19 C20 122.54(15) . . . . ?
N2 C18 C19 C20 -106.77(16) . . . . ?
C22 C18 C19 C20 5.85(17) . . . . ?
O5 C18 C19 Si2 -58.42(17) . . . . ?
N2 C18 C19 Si2 72.28(17) . . . . ?
C22 C18 C19 Si2 -175.11(11) . . . . ?
C29 Si2 C19 C20 90.27(16) . . . . ?
C26 Si2 C19 C20 -33.60(17) . . . . ?
C32 Si2 C19 C20 -150.88(15) . . . . ?
C29 Si2 C19 C18 -88.61(14) . . . . ?
C26 Si2 C19 C18 147.52(13) . . . . ?
C32 Si2 C19 C18 30.24(15) . . . . ?
C18 C19 C20 C21 2.1(2) . . . . ?
Si2 C19 C20 C21 -176.97(12) . . . . ?
C19 C20 C21 C22 -9.1(2) . . . . ?
C25 O4 C22 C23 119.81(14) . . . . ?
C25 O4 C22 C21 -105.59(15) . . . . ?
C25 O4 C22 C18 8.78(16) . . . . ?
C20 C21 C22 O4 125.32(14) . . . . ?
C20 C21 C22 C23 -104.80(16) . . . . ?
C20 C21 C22 C18 11.72(17) . . . . ?
O5 C18 C22 O4 109.89(13) . . . . ?
N2 C18 C22 O4 -7.75(15) . . . . ?
C19 C18 C22 O4 -130.14(12) . . . . ?
O5 C18 C22 C23 -4.97(15) . . . . ?
N2 C18 C22 C23 -122.61(12) . . . . ?
C19 C18 C22 C23 114.99(13) . . . . ?
O5 C18 C22 C21 -131.16(13) . . . . ?
N2 C18 C22 C21 111.20(13) . . . . ?
C19 C18 C22 C21 -11.19(16) . . . . ?
O4 C22 C23 C24 -85.86(14) . . . . ?
C21 C22 C23 C24 142.93(14) . . . . ?
C18 C22 C23 C24 25.50(15) . . . . ?
C18 O5 C24 C23 36.42(16) . . . . ?
C22 C23 C24 O5 -38.11(15) . . . . ?
C18 N2 C25 O6 179.50(16) . . . . ?
C18 N2 C25 O4 0.69(18) . . . . ?
C22 O4 C25 O6 174.85(14) . . . . ?
C22 O4 C25 N2 -6.24(18) . . . . ?
C29 Si2 C26 C28 -173.02(14) . . . . ?
C19 Si2 C26 C28 -51.73(16) . . . . ?
C32 Si2 C26 C28 65.64(16) . . . . ?
C29 Si2 C26 C27 -43.98(17) . . . . ?
C19 Si2 C26 C27 77.32(15) . . . . ?
C32 Si2 C26 C27 -165.32(14) . . . . ?
C26 Si2 C29 C31 -51.70(16) . . . . ?
C19 Si2 C29 C31 -174.35(13) . . . . ?
C32 Si2 C29 C31 68.26(15) . . . . ?
C26 Si2 C29 C30 75.90(14) . . . . ?
C19 Si2 C29 C30 -46.74(14) . . . . ?
C32 Si2 C29 C30 -164.14(12) . . . . ?
C29 Si2 C32 C33 35.61(14) . . . . ?
C26 Si2 C32 C33 158.61(12) . . . . ?
C19 Si2 C32 C33 -82.12(13) . . . . ?
C29 Si2 C32 C34 -90.97(15) . . . . ?
C26 Si2 C32 C34 32.04(16) . . . . ?
C19 Si2 C32 C34 151.30(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O6 0.887(9) 2.053(11) 2.8890(17) 156.7(16) .
N2 H2N O3 0.881(9) 1.998(11) 2.8430(17) 160.4(17) .

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        66.63
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_k1518
_database_code_depnum_ccdc_archive 'CCDC 1477665'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_k1518               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.970 Note
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C24 H29 N O3 Si'
_chemical_formula_weight         407.57

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.717(2)
_cell_length_b                   9.709(2)
_cell_length_c                   14.130(3)
_cell_angle_alpha                108.586(4)
_cell_angle_beta                 101.655(4)
_cell_angle_gamma                97.748(4)
_cell_volume                     1084.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3371
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.13

_exptl_crystal_description       plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5378
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            5472
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         25.13
_reflns_number_total             3766
_reflns_number_gt                3080
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0684P)²+0.9907P] 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_number_reflns         3766
_refine_ls_number_parameters     268
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1323
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
Si Si 0.24661(7) 0.51215(6) 0.27832(4) 0.02046(17) Uani 1 1 d . . .
O1 O 0.76530(17) 0.89361(16) 0.47300(11) 0.0246(3) Uani 1 1 d . . .
O2 O 0.80925(18) 0.75330(17) 0.57019(11) 0.0281(4) Uani 1 1 d . . .
O3 O 0.32252(17) 0.47472(16) 0.38130(11) 0.0244(3) Uani 1 1 d D . .
H3X H 0.273(3) 0.3958(19) 0.3911(19) 0.032 Uiso 1 1 d D . .
N1 N 0.5828(2) 0.69207(19) 0.43637(13) 0.0219(4) Uani 1 1 d D . .
H1N H 0.532(3) 0.6120(18) 0.4443(18) 0.028 Uiso 1 1 d D . .
C1 C 0.6410(2) 0.8897(2) 0.38364(15) 0.0210(4) Uani 1 1 d . . .
C2 C 0.5126(2) 0.7554(2) 0.36688(14) 0.0203(4) Uani 1 1 d . . .
C3 C 0.7252(2) 0.7756(2) 0.49901(15) 0.0226(4) Uani 1 1 d . . .
C4 C 0.7168(3) 0.8743(2) 0.29316(16) 0.0261(5) Uani 1 1 d . . .
H4A H 0.8056 0.8212 0.2984 0.031 Uiso 1 1 calc R . .
H4B H 0.6362 0.8196 0.2263 0.031 Uiso 1 1 calc R . .
C5 C 0.7787(3) 1.0329(3) 0.30300(19) 0.0348(5) Uani 1 1 d . . .
H5A H 0.7934 1.0381 0.2365 0.042 Uiso 1 1 calc R . .
H5B H 0.8815 1.0779 0.3568 0.042 Uiso 1 1 calc R . .
C6 C 0.6456(3) 1.1088(3) 0.3339(2) 0.0394(6) Uani 1 1 d . . .
H6A H 0.5536 1.0858 0.2733 0.047 Uiso 1 1 calc R . .
H6B H 0.6847 1.2180 0.3660 0.047 Uiso 1 1 calc R . .
C7 C 0.5988(3) 1.0441(2) 0.41156(16) 0.0241(4) Uani 1 1 d . . .
H7A H 0.4826 1.0352 0.4063 0.029 Uiso 1 1 calc R . .
H7B H 0.6592 1.1083 0.4830 0.029 Uiso 1 1 calc R . .
C8 C 0.3678(2) 0.6991(2) 0.29987(15) 0.0205(4) Uani 1 1 d . . .
C9 C 0.3027(2) 0.7794(2) 0.23139(15) 0.0225(4) Uani 1 1 d . . .
C10 C 0.3115(3) 0.7378(3) 0.12939(17) 0.0302(5) Uani 1 1 d . . .
H10A H 0.3625 0.6589 0.1026 0.036 Uiso 1 1 calc R . .
C11 C 0.2461(3) 0.8110(3) 0.06651(19) 0.0394(6) Uani 1 1 d . . .
H11A H 0.2519 0.7812 -0.0033 0.047 Uiso 1 1 calc R . .
C12 C 0.1726(3) 0.9270(3) 0.1046(2) 0.0402(6) Uani 1 1 d . . .
H12A H 0.1306 0.9783 0.0616 0.048 Uiso 1 1 calc R . .
C13 C 0.1606(3) 0.9675(3) 0.2050(2) 0.0359(6) Uani 1 1 d . . .
H13A H 0.1095 1.0464 0.2315 0.043 Uiso 1 1 calc R . .
C14 C 0.2230(3) 0.8930(2) 0.26732(17) 0.0268(5) Uani 1 1 d . . .
H14A H 0.2115 0.9196 0.3359 0.032 Uiso 1 1 calc R . .
C15 C 0.2902(3) 0.3748(2) 0.16463(16) 0.0236(4) Uani 1 1 d . . .
C16 C 0.4227(3) 0.3129(3) 0.18329(18) 0.0360(6) Uani 1 1 d . . .
H16A H 0.4829 0.3370 0.2526 0.043 Uiso 1 1 calc R . .
C17 C 0.4691(3) 0.2175(3) 0.1042(2) 0.0402(6) Uani 1 1 d . . .
H17A H 0.5608 0.1776 0.1194 0.048 Uiso 1 1 calc R . .
C18 C 0.3831(3) 0.1798(3) 0.00310(18) 0.0341(5) Uani 1 1 d . . .
H18A H 0.4148 0.1140 -0.0517 0.041 Uiso 1 1 calc R . .
C19 C 0.2506(3) 0.2385(3) -0.01761(18) 0.0398(6) Uani 1 1 d . . .
H19A H 0.1900 0.2123 -0.0871 0.048 Uiso 1 1 calc R . .
C20 C 0.2050(3) 0.3351(3) 0.06172(18) 0.0370(6) Uani 1 1 d . . .
H20A H 0.1138 0.3754 0.0459 0.044 Uiso 1 1 calc R . .
C21 C 0.0261(3) 0.5053(2) 0.26604(16) 0.0256(5) Uani 1 1 d . . .
C22 C -0.0545(3) 0.3445(3) 0.2485(2) 0.0351(5) Uani 1 1 d . . .
H22A H 0.0003 0.3142 0.3039 0.053 Uiso 1 1 calc R . .
H22B H -0.0477 0.2776 0.1816 0.053 Uiso 1 1 calc R . .
H22C H -0.1674 0.3396 0.2489 0.053 Uiso 1 1 calc R . .
C23 C 0.0046(3) 0.6066(3) 0.36908(19) 0.0384(6) Uani 1 1 d . . .
H23A H 0.0607 0.5796 0.4258 0.058 Uiso 1 1 calc R . .
H23B H -0.1098 0.5942 0.3665 0.058 Uiso 1 1 calc R . .
H23C H 0.0492 0.7106 0.3806 0.058 Uiso 1 1 calc R . .
C24 C -0.0622(3) 0.5489(3) 0.17851(17) 0.0286(5) Uani 1 1 d . . .
H24A H -0.0128 0.6509 0.1881 0.043 Uiso 1 1 calc R . .
H24B H -0.1750 0.5427 0.1793 0.043 Uiso 1 1 calc R . .
H24C H -0.0552 0.4808 0.1120 0.043 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
Si O3 1.6433(15) . ?
Si C8 1.872(2) . ?
Si C15 1.876(2) . ?
Si C21 1.885(2) . ?
O1 C3 1.335(3) . ?
O1 C1 1.475(2) . ?
O2 C3 1.216(2) . ?
N1 C3 1.345(3) . ?
N1 C2 1.400(3) . ?
C1 C2 1.520(3) . ?
C1 C4 1.530(3) . ?
C1 C7 1.539(3) . ?
C2 C8 1.338(3) . ?
C4 C5 1.513(3) . ?
C5 C6 1.519(4) . ?
C6 C7 1.522(3) . ?
C8 C9 1.499(3) . ?
C9 C10 1.389(3) . ?
C9 C14 1.396(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.384(4) . ?
C12 C13 1.377(4) . ?
C13 C14 1.383(3) . ?
C15 C16 1.389(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.376(3) . ?
C17 C18 1.377(4) . ?
C18 C19 1.375(4) . ?
C19 C20 1.380(3) . ?
C21 C24 1.528(3) . ?
C21 C23 1.539(3) . ?
C21 C22 1.543(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Si C8 104.78(8) . . ?
O3 Si C15 107.53(9) . . ?
C8 Si C15 107.09(9) . . ?
O3 Si C21 108.63(9) . . ?
C8 Si C21 114.49(9) . . ?
C15 Si C21 113.74(9) . . ?
C3 O1 C1 110.10(15) . . ?
C3 N1 C2 112.81(17) . . ?
O1 C1 C2 102.86(15) . . ?
O1 C1 C4 108.01(16) . . ?
C2 C1 C4 114.06(16) . . ?
O1 C1 C7 106.96(15) . . ?
C2 C1 C7 118.79(17) . . ?
C4 C1 C7 105.54(16) . . ?
C8 C2 N1 124.91(18) . . ?
C8 C2 C1 131.05(18) . . ?
N1 C2 C1 103.95(16) . . ?
O2 C3 O1 122.55(19) . . ?
O2 C3 N1 127.63(19) . . ?
O1 C3 N1 109.82(17) . . ?
C5 C4 C1 104.42(17) . . ?
C4 C5 C6 102.45(19) . . ?
C5 C6 C7 103.92(19) . . ?
C6 C7 C1 105.79(17) . . ?
C2 C8 C9 120.21(18) . . ?
C2 C8 Si 122.55(15) . . ?
C9 C8 Si 117.01(14) . . ?
C10 C9 C14 118.3(2) . . ?
C10 C9 C8 121.3(2) . . ?
C14 C9 C8 120.35(18) . . ?
C11 C10 C9 120.2(2) . . ?
C10 C11 C12 120.7(2) . . ?
C13 C12 C11 119.6(2) . . ?
C12 C13 C14 119.9(2) . . ?
C13 C14 C9 121.3(2) . . ?
C16 C15 C20 116.9(2) . . ?
C16 C15 Si 117.76(16) . . ?
C20 C15 Si 125.25(17) . . ?
C17 C16 C15 121.9(2) . . ?
C16 C17 C18 120.2(2) . . ?
C19 C18 C17 119.2(2) . . ?
C18 C19 C20 120.5(2) . . ?
C19 C20 C15 121.3(2) . . ?
C24 C21 C23 108.77(18) . . ?
C24 C21 C22 108.06(17) . . ?
C23 C21 C22 107.42(19) . . ?
C24 C21 Si 115.89(15) . . ?
C23 C21 Si 108.89(15) . . ?
C22 C21 Si 107.50(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O1 C1 C2 4.7(2) . . . . ?
C3 O1 C1 C4 -116.23(18) . . . . ?
C3 O1 C1 C7 130.59(17) . . . . ?
C3 N1 C2 C8 -176.48(19) . . . . ?
C3 N1 C2 C1 6.5(2) . . . . ?
O1 C1 C2 C8 176.8(2) . . . . ?
C4 C1 C2 C8 -66.5(3) . . . . ?
C7 C1 C2 C8 59.0(3) . . . . ?
O1 C1 C2 N1 -6.41(19) . . . . ?
C4 C1 C2 N1 110.29(18) . . . . ?
C7 C1 C2 N1 -124.24(18) . . . . ?
C1 O1 C3 O2 179.57(19) . . . . ?
C1 O1 C3 N1 -1.0(2) . . . . ?
C2 N1 C3 O2 175.7(2) . . . . ?
C2 N1 C3 O1 -3.7(2) . . . . ?
O1 C1 C4 C5 -90.8(2) . . . . ?
C2 C1 C4 C5 155.56(18) . . . . ?
C7 C1 C4 C5 23.4(2) . . . . ?
C1 C4 C5 C6 -39.9(2) . . . . ?
C4 C5 C6 C7 41.2(2) . . . . ?
C5 C6 C7 C1 -26.7(2) . . . . ?
O1 C1 C7 C6 116.99(19) . . . . ?
C2 C1 C7 C6 -127.3(2) . . . . ?
C4 C1 C7 C6 2.1(2) . . . . ?
N1 C2 C8 C9 178.02(18) . . . . ?
C1 C2 C8 C9 -5.8(3) . . . . ?
N1 C2 C8 Si -7.6(3) . . . . ?
C1 C2 C8 Si 168.62(16) . . . . ?
O3 Si C8 C2 19.61(19) . . . . ?
C15 Si C8 C2 -94.41(18) . . . . ?
C21 Si C8 C2 138.52(17) . . . . ?
O3 Si C8 C9 -165.84(15) . . . . ?
C15 Si C8 C9 80.14(17) . . . . ?
C21 Si C8 C9 -46.94(18) . . . . ?
C2 C8 C9 C10 99.0(2) . . . . ?
Si C8 C9 C10 -75.7(2) . . . . ?
C2 C8 C9 C14 -84.8(3) . . . . ?
Si C8 C9 C14 100.6(2) . . . . ?
C14 C9 C10 C11 1.7(3) . . . . ?
C8 C9 C10 C11 178.1(2) . . . . ?
C9 C10 C11 C12 0.5(4) . . . . ?
C10 C11 C12 C13 -1.7(4) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C12 C13 C14 C9 1.9(3) . . . . ?
C10 C9 C14 C13 -3.0(3) . . . . ?
C8 C9 C14 C13 -179.3(2) . . . . ?
O3 Si C15 C16 -26.0(2) . . . . ?
C8 Si C15 C16 86.18(19) . . . . ?
C21 Si C15 C16 -146.31(18) . . . . ?
O3 Si C15 C20 157.5(2) . . . . ?
C8 Si C15 C20 -90.4(2) . . . . ?
C21 Si C15 C20 37.1(2) . . . . ?
C20 C15 C16 C17 0.5(4) . . . . ?
Si C15 C16 C17 -176.4(2) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C18 C19 C20 0.6(4) . . . . ?
C18 C19 C20 C15 -0.6(4) . . . . ?
C16 C15 C20 C19 0.1(4) . . . . ?
Si C15 C20 C19 176.7(2) . . . . ?
O3 Si C21 C24 175.65(14) . . . . ?
C8 Si C21 C24 58.93(18) . . . . ?
C15 Si C21 C24 -64.65(18) . . . . ?
O3 Si C21 C23 52.68(17) . . . . ?
C8 Si C21 C23 -64.03(18) . . . . ?
C15 Si C21 C23 172.38(15) . . . . ?
O3 Si C21 C22 -63.41(16) . . . . ?
C8 Si C21 C22 179.88(14) . . . . ?
C15 Si C21 C22 56.30(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3X O2 0.892(10) 1.815(11) 2.700(2) 172(2) 2_666
N1 H1N O3 0.892(10) 1.957(19) 2.675(2) 136(2) .

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        25.13
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_k1502
_database_code_depnum_ccdc_archive 'CCDC 1477664'
_audit_update_record             
;
2017-07-17 deposited with the CCDC.
2017-08-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT021_k1502               
;
PROBLEM: Ratio Unique / Expected Reflections too High ...      1.039
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
_vrf_PLAT230_k1502               
;
PROBLEM: Hirshfeld Test Diff for    Si     --  C1      ..        6.0 s.u.
RESPONSE: All operations were performed under fee-for-service contract by the University of Houston X-Ray facility.
;
# Added during the CSD deposition process: Monday 17 July 2017 08:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_sum            'C24 H27 N3 O2 Si'
_chemical_formula_weight         417.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   13.0101(6)
_cell_length_b                   10.7484(5)
_cell_length_c                   16.4288(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.670(1)
_cell_angle_gamma                90.00
_cell_volume                     2200.81(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8098
_cell_measurement_theta_min      4.98
_cell_measurement_theta_max      66.66

_exptl_crystal_description       'thick plate'
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    1.140
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.5798
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SAINT v7.60A'

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Incoatec 30 Watt Cu microsource'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker DUO APEX II CCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 4K
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            15050
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0187
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.98
_diffrn_reflns_theta_max         66.66
_reflns_number_total             4049
_reflns_number_gt                3653
_reflns_threshold_expression     >3.99sigma(I)

_computing_data_collection       'APEX2 v2013.4-1 (Bruker-Nonius, 2013)'
_computing_cell_refinement       'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_data_reduction        'SAINT v7.60A (Bruker-Nonius, 2013)'
_computing_structure_solution    'SHELXS v6.12 (G.M. Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL v6.12 (G.M. Sheldrick, 2001)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 4sigma(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)+(0.0398P)²+1.0066P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00047(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3835
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0806
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
Si Si 0.69597(2) 0.75042(3) 0.499806(19) 0.01655(11) Uani 1 1 d . . .
O1 O 0.89298(7) 0.32563(8) 0.49352(5) 0.0235(2) Uani 1 1 d . . .
O2 O 1.00041(7) 0.37351(9) 0.62332(6) 0.0300(2) Uani 1 1 d . . .
N1 N 0.66655(8) 0.59218(9) 0.36294(7) 0.0196(2) Uani 1 1 d . . .
N2 N 0.61533(9) 0.58823(10) 0.29489(7) 0.0263(3) Uani 1 1 d . . .
N3 N 0.87019(8) 0.51469(10) 0.55071(6) 0.0230(2) Uani 1 1 d . . .
C1 C 0.72570(10) 0.60595(11) 0.44347(7) 0.0196(3) Uani 1 1 d . . .
C2 C 0.79987(9) 0.50784(11) 0.47617(8) 0.0192(3) Uani 1 1 d . . .
C3 C 0.80309(9) 0.38450(11) 0.43239(8) 0.0192(3) Uani 1 1 d . . .
C4 C 0.82301(10) 0.38670(12) 0.34392(8) 0.0242(3) Uani 1 1 d . . .
H4A H 0.8191 0.4729 0.3220 0.029 Uiso 1 1 calc R . .
H4B H 0.8945 0.3519 0.3471 0.029 Uiso 1 1 calc R . .
C5 C 0.73381(11) 0.30612(13) 0.28626(8) 0.0289(3) Uani 1 1 d . . .
H5A H 0.6718 0.3578 0.2556 0.035 Uiso 1 1 calc R . .
H5B H 0.7605 0.2600 0.2443 0.035 Uiso 1 1 calc R . .
C6 C 0.70305(11) 0.21717(12) 0.34767(9) 0.0286(3) Uani 1 1 d . . .
H6A H 0.7566 0.1498 0.3660 0.034 Uiso 1 1 calc R . .
H6B H 0.6314 0.1800 0.3220 0.034 Uiso 1 1 calc R . .
C7 C 0.70247(10) 0.30310(11) 0.42151(8) 0.0224(3) Uani 1 1 d . . .
H7A H 0.7071 0.2548 0.4737 0.027 Uiso 1 1 calc R . .
H7B H 0.6367 0.3547 0.4077 0.027 Uiso 1 1 calc R . .
C8 C 0.92810(10) 0.40259(12) 0.56226(8) 0.0226(3) Uani 1 1 d . . .
C9 C 0.57278(9) 0.81293(11) 0.41974(7) 0.0186(2) Uani 1 1 d . . .
C10 C 0.47169(10) 0.77561(12) 0.42485(8) 0.0232(3) Uani 1 1 d . . .
H10 H 0.4667 0.7280 0.4723 0.028 Uiso 1 1 calc R . .
C11 C 0.37865(10) 0.80680(13) 0.36189(8) 0.0272(3) Uani 1 1 d . . .
H11 H 0.3109 0.7805 0.3666 0.033 Uiso 1 1 calc R . .
C12 C 0.38447(10) 0.87610(12) 0.29233(8) 0.0266(3) Uani 1 1 d . . .
H12 H 0.3209 0.8966 0.2490 0.032 Uiso 1 1 calc R . .
C13 C 0.48348(11) 0.91549(12) 0.28614(8) 0.0261(3) Uani 1 1 d . . .
H13 H 0.4878 0.9639 0.2389 0.031 Uiso 1 1 calc R . .
C14 C 0.57610(10) 0.88398(11) 0.34921(8) 0.0227(3) Uani 1 1 d . . .
H14 H 0.6435 0.9114 0.3444 0.027 Uiso 1 1 calc R . .
C15 C 0.65475(9) 0.69656(12) 0.59444(7) 0.0198(3) Uani 1 1 d . . .
C16 C 0.63673(9) 0.57159(12) 0.60942(8) 0.0225(3) Uani 1 1 d . . .
H16 H 0.6485 0.5099 0.5716 0.027 Uiso 1 1 calc R . .
C17 C 0.60195(10) 0.53550(13) 0.67842(8) 0.0264(3) Uani 1 1 d . . .
H17 H 0.5909 0.4499 0.6877 0.032 Uiso 1 1 calc R . .
C18 C 0.58334(10) 0.62441(13) 0.73362(8) 0.0268(3) Uani 1 1 d . . .
H18 H 0.5597 0.6000 0.7808 0.032 Uiso 1 1 calc R . .
C19 C 0.59935(11) 0.74878(13) 0.71970(8) 0.0278(3) Uani 1 1 d . . .
H19 H 0.5862 0.8100 0.7572 0.033 Uiso 1 1 calc R . .
C20 C 0.63460(11) 0.78441(13) 0.65099(8) 0.0257(3) Uani 1 1 d . . .
H20 H 0.6453 0.8702 0.6421 0.031 Uiso 1 1 calc R . .
C21 C 0.81447(9) 0.86243(11) 0.52651(8) 0.0205(3) Uani 1 1 d . . .
C22 C 0.86839(10) 0.86376(13) 0.45458(9) 0.0284(3) Uani 1 1 d . . .
H22A H 0.9302 0.9201 0.4697 0.043 Uiso 1 1 calc R . .
H22B H 0.8168 0.8924 0.4019 0.043 Uiso 1 1 calc R . .
H22C H 0.8926 0.7796 0.4463 0.043 Uiso 1 1 calc R . .
C23 C 0.77549(11) 0.99469(12) 0.53798(8) 0.0257(3) Uani 1 1 d . . .
H23A H 0.8355 1.0532 0.5466 0.039 Uiso 1 1 calc R . .
H23B H 0.7479 0.9966 0.5875 0.039 Uiso 1 1 calc R . .
H23C H 0.7183 1.0185 0.4871 0.039 Uiso 1 1 calc R . .
C24 C 0.89818(11) 0.82323(13) 0.60943(9) 0.0293(3) Uani 1 1 d . . .
H24A H 0.9595 0.8802 0.6212 0.044 Uiso 1 1 calc R . .
H24B H 0.9225 0.7383 0.6035 0.044 Uiso 1 1 calc R . .
H24C H 0.8658 0.8262 0.6564 0.044 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
Si C15 1.8757(12) . ?
Si C9 1.8817(12) . ?
Si C1 1.9034(12) . ?
Si C21 1.9054(12) . ?
O1 C8 1.3684(15) . ?
O1 C3 1.4501(14) . ?
O2 C8 1.2032(16) . ?
N1 N2 1.1263(15) . ?
N1 C1 1.3342(16) . ?
N3 C2 1.3036(16) . ?
N3 C8 1.4048(16) . ?
C1 C2 1.4264(17) . ?
C2 C3 1.5146(16) . ?
C3 C7 1.5418(17) . ?
C3 C4 1.5479(16) . ?
C4 C5 1.5374(18) . ?
C5 C6 1.5244(19) . ?
C6 C7 1.5264(18) . ?
C9 C14 1.3988(17) . ?
C9 C10 1.4004(18) . ?
C10 C11 1.3890(18) . ?
C11 C12 1.384(2) . ?
C12 C13 1.387(2) . ?
C13 C14 1.3871(18) . ?
C15 C16 1.3975(18) . ?
C15 C20 1.4011(18) . ?
C16 C17 1.3909(18) . ?
C17 C18 1.3858(19) . ?
C18 C19 1.382(2) . ?
C19 C20 1.3886(19) . ?
C21 C22 1.5377(17) . ?
C21 C23 1.5390(17) . ?
C21 C24 1.5389(17) . ?

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
C15 Si C9 107.51(5) . . ?
C15 Si C1 107.31(5) . . ?
C9 Si C1 101.68(5) . . ?
C15 Si C21 114.14(5) . . ?
C9 Si C21 113.95(5) . . ?
C1 Si C21 111.32(5) . . ?
C8 O1 C3 108.65(9) . . ?
N2 N1 C1 175.71(12) . . ?
C2 N3 C8 106.44(10) . . ?
N1 C1 C2 115.27(10) . . ?
N1 C1 Si 115.65(9) . . ?
C2 C1 Si 129.04(9) . . ?
N3 C2 C1 121.92(11) . . ?
N3 C2 C3 112.84(10) . . ?
C1 C2 C3 125.18(10) . . ?
O1 C3 C2 100.35(9) . . ?
O1 C3 C7 108.77(9) . . ?
C2 C3 C7 114.42(10) . . ?
O1 C3 C4 109.76(9) . . ?
C2 C3 C4 117.87(10) . . ?
C7 C3 C4 105.37(10) . . ?
C5 C4 C3 105.65(10) . . ?
C6 C5 C4 103.92(10) . . ?
C5 C6 C7 102.03(10) . . ?
C6 C7 C3 103.76(10) . . ?
O2 C8 O1 121.81(11) . . ?
O2 C8 N3 126.60(12) . . ?
O1 C8 N3 111.59(10) . . ?
C14 C9 C10 117.31(11) . . ?
C14 C9 Si 123.47(9) . . ?
C10 C9 Si 118.82(9) . . ?
C11 C10 C9 121.27(12) . . ?
C12 C11 C10 120.15(12) . . ?
C11 C12 C13 119.78(12) . . ?
C14 C13 C12 119.79(12) . . ?
C13 C14 C9 121.70(12) . . ?
C16 C15 C20 117.27(11) . . ?
C16 C15 Si 123.02(9) . . ?
C20 C15 Si 119.60(10) . . ?
C17 C16 C15 121.45(12) . . ?
C18 C17 C16 119.99(12) . . ?
C19 C18 C17 119.72(12) . . ?
C18 C19 C20 120.13(12) . . ?
C19 C20 C15 121.43(12) . . ?
C22 C21 C23 108.93(10) . . ?
C22 C21 C24 108.65(11) . . ?
C23 C21 C24 108.59(10) . . ?
C22 C21 Si 110.27(8) . . ?
C23 C21 Si 109.79(8) . . ?
C24 C21 Si 110.56(9) . . ?

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
C15 Si C1 N1 120.60(9) . . . . ?
C9 Si C1 N1 7.87(10) . . . . ?
C21 Si C1 N1 -113.84(9) . . . . ?
C15 Si C1 C2 -56.94(12) . . . . ?
C9 Si C1 C2 -169.67(11) . . . . ?
C21 Si C1 C2 68.62(12) . . . . ?
C8 N3 C2 C1 179.35(11) . . . . ?
C8 N3 C2 C3 2.18(13) . . . . ?
N1 C1 C2 N3 172.95(11) . . . . ?
Si C1 C2 N3 -9.50(18) . . . . ?
N1 C1 C2 C3 -10.25(17) . . . . ?
Si C1 C2 C3 167.30(9) . . . . ?
C8 O1 C3 C2 3.40(11) . . . . ?
C8 O1 C3 C7 -117.00(10) . . . . ?
C8 O1 C3 C4 128.19(10) . . . . ?
N3 C2 C3 O1 -3.51(13) . . . . ?
C1 C2 C3 O1 179.43(11) . . . . ?
N3 C2 C3 C7 112.74(12) . . . . ?
C1 C2 C3 C7 -64.32(15) . . . . ?
N3 C2 C3 C4 -122.55(12) . . . . ?
C1 C2 C3 C4 60.39(16) . . . . ?
O1 C3 C4 C5 116.61(11) . . . . ?
C2 C3 C4 C5 -129.44(11) . . . . ?
C7 C3 C4 C5 -0.35(12) . . . . ?
C3 C4 C5 C6 -25.67(13) . . . . ?
C4 C5 C6 C7 41.97(12) . . . . ?
C5 C6 C7 C3 -42.16(12) . . . . ?
O1 C3 C7 C6 -91.42(11) . . . . ?
C2 C3 C7 C6 157.30(10) . . . . ?
C4 C3 C7 C6 26.20(12) . . . . ?
C3 O1 C8 O2 177.84(12) . . . . ?
C3 O1 C8 N3 -2.51(13) . . . . ?
C2 N3 C8 O2 179.82(13) . . . . ?
C2 N3 C8 O1 0.18(14) . . . . ?
C15 Si C9 C14 166.44(10) . . . . ?
C1 Si C9 C14 -80.98(11) . . . . ?
C21 Si C9 C14 38.89(12) . . . . ?
C15 Si C9 C10 -21.02(11) . . . . ?
C1 Si C9 C10 91.55(10) . . . . ?
C21 Si C9 C10 -148.57(9) . . . . ?
C14 C9 C10 C11 0.70(18) . . . . ?
Si C9 C10 C11 -172.30(10) . . . . ?
C9 C10 C11 C12 0.0(2) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C14 0.74(19) . . . . ?
C12 C13 C14 C9 -0.04(19) . . . . ?
C10 C9 C14 C13 -0.66(18) . . . . ?
Si C9 C14 C13 171.97(10) . . . . ?
C9 Si C15 C16 100.82(10) . . . . ?
C1 Si C15 C16 -7.89(11) . . . . ?
C21 Si C15 C16 -131.74(10) . . . . ?
C9 Si C15 C20 -75.36(11) . . . . ?
C1 Si C15 C20 175.93(9) . . . . ?
C21 Si C15 C20 52.08(11) . . . . ?
C20 C15 C16 C17 -1.05(18) . . . . ?
Si C15 C16 C17 -177.31(9) . . . . ?
C15 C16 C17 C18 0.67(19) . . . . ?
C16 C17 C18 C19 0.09(19) . . . . ?
C17 C18 C19 C20 -0.4(2) . . . . ?
C18 C19 C20 C15 0.0(2) . . . . ?
C16 C15 C20 C19 0.72(18) . . . . ?
Si C15 C20 C19 177.11(10) . . . . ?
C15 Si C21 C22 159.18(9) . . . . ?
C9 Si C21 C22 -76.77(10) . . . . ?
C1 Si C21 C22 37.52(10) . . . . ?
C15 Si C21 C23 -80.79(10) . . . . ?
C9 Si C21 C23 43.26(10) . . . . ?
C1 Si C21 C23 157.54(8) . . . . ?
C15 Si C21 C24 39.01(10) . . . . ?
C9 Si C21 C24 163.06(8) . . . . ?
C1 Si C21 C24 -82.66(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        66.66
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.037

