# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_131210_h07040
_database_code_depnum_ccdc_archive 'CCDC 982769'
_audit_update_record             
;
2014-01-22 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H19 N O'
_chemical_formula_sum            'C28 H19 N O'
_chemical_formula_weight         385.44

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   9.9451(6)
_cell_length_b                   10.9422(5)
_cell_length_c                   18.8339(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.772(6)
_cell_angle_gamma                90.00
_cell_volume                     2049.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2193
_cell_measurement_theta_min      2.9532
_cell_measurement_theta_max      29.4550

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9741
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_process_details   
;
CrysAlis PRO (Agilent Technologies, 2011) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8393
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.50
_diffrn_reflns_theta_max         25.34
_reflns_number_total             3738
_reflns_number_gt                2649
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection       'CrysAlis PRO'
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  OLEX2
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0581P)²+0.2151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3738
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1227
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
O1 O 0.10445(13) 0.51264(10) 0.28275(7) 0.0619(4) Uani 1 1 d . . .
N1 N 0.21510(15) 0.21954(12) 0.23273(7) 0.0500(4) Uani 1 1 d . . .
H1 H 0.2293 0.1427 0.2388 0.060 Uiso 1 1 calc R . .
C1 C 0.18976(17) 0.27481(15) 0.16856(9) 0.0447(4) Uani 1 1 d . . .
C2 C 0.20546(19) 0.22582(18) 0.10069(10) 0.0574(5) Uani 1 1 d . . .
H2 H 0.2319 0.1451 0.0943 0.069 Uiso 1 1 calc R . .
C3 C 0.1805(2) 0.3010(2) 0.04378(11) 0.0695(6) Uani 1 1 d . . .
H3 H 0.1934 0.2707 -0.0018 0.083 Uiso 1 1 calc R . .
C4 C 0.1367(2) 0.4205(2) 0.05161(11) 0.0699(6) Uani 1 1 d . . .
H4 H 0.1212 0.4686 0.0116 0.084 Uiso 1 1 calc R . .
C5 C 0.11592(18) 0.46814(18) 0.11772(11) 0.0594(5) Uani 1 1 d . . .
H5 H 0.0836 0.5473 0.1232 0.071 Uiso 1 1 calc R . .
C6 C 0.14458(16) 0.39470(15) 0.17686(9) 0.0456(4) Uani 1 1 d . . .
C7 C 0.14419(16) 0.42154(14) 0.25197(9) 0.0449(4) Uani 1 1 d . . .
C8 C 0.21432(17) 0.31104(14) 0.28900(9) 0.0435(4) Uani 1 1 d . . .
C9 C 0.35309(17) 0.35743(14) 0.31191(9) 0.0462(4) Uani 1 1 d . . .
C10 C 0.4560(2) 0.40352(17) 0.27119(11) 0.0590(5) Uani 1 1 d . . .
H10 H 0.4494 0.4048 0.2219 0.071 Uiso 1 1 calc R . .
C11 C 0.5697(2) 0.44774(19) 0.30626(12) 0.0686(6) Uani 1 1 d . . .
H11 H 0.6407 0.4783 0.2800 0.082 Uiso 1 1 calc R . .
C12 C 0.5791(2) 0.44711(17) 0.37892(12) 0.0656(6) Uani 1 1 d . . .
H12 H 0.6561 0.4779 0.4011 0.079 Uiso 1 1 calc R . .
C13 C 0.47558(18) 0.40130(15) 0.42015(11) 0.0544(5) Uani 1 1 d . . .
H13 H 0.4825 0.4008 0.4694 0.065 Uiso 1 1 calc R . .
C14 C 0.36194(17) 0.35638(14) 0.38577(9) 0.0457(4) Uani 1 1 d . . .
C15 C 0.23598(17) 0.30397(14) 0.41361(9) 0.0427(4) Uani 1 1 d . . .
C16 C 0.15361(17) 0.27263(14) 0.35927(9) 0.0424(4) Uani 1 1 d . . .
C17 C 0.02447(17) 0.20618(14) 0.36274(8) 0.0423(4) Uani 1 1 d . . .
C18 C 0.01788(18) 0.09740(15) 0.40071(10) 0.0511(5) Uani 1 1 d . . .
H18 H 0.0944 0.0688 0.4243 0.061 Uiso 1 1 calc R . .
C19 C -0.0992(2) 0.03152(18) 0.40409(11) 0.0622(5) Uani 1 1 d . . .
H19 H -0.1012 -0.0415 0.4293 0.075 Uiso 1 1 calc R . .
C20 C -0.2136(2) 0.07329(19) 0.37028(11) 0.0621(5) Uani 1 1 d . . .
H20 H -0.2930 0.0286 0.3725 0.074 Uiso 1 1 calc R . .
C21 C -0.2104(2) 0.18073(19) 0.33335(11) 0.0645(5) Uani 1 1 d . . .
H21 H -0.2880 0.2097 0.3110 0.077 Uiso 1 1 calc R . .
C22 C -0.0919(2) 0.24671(18) 0.32907(10) 0.0588(5) Uani 1 1 d . . .
H22 H -0.0904 0.3191 0.3033 0.071 Uiso 1 1 calc R . .
C23 C 0.20854(17) 0.29829(14) 0.49073(9) 0.0442(4) Uani 1 1 d . . .
C24 C 0.0909(2) 0.34725(18) 0.51689(10) 0.0619(5) Uani 1 1 d . . .
H24 H 0.0263 0.3780 0.4855 0.074 Uiso 1 1 calc R . .
C25 C 0.0684(2) 0.3510(2) 0.58894(12) 0.0824(7) Uani 1 1 d . . .
H25 H -0.0109 0.3848 0.6056 0.099 Uiso 1 1 calc R . .
C26 C 0.1607(3) 0.3059(2) 0.63595(12) 0.0861(8) Uani 1 1 d . . .
H26 H 0.1449 0.3094 0.6845 0.103 Uiso 1 1 calc R . .
C27 C 0.2777(3) 0.2552(2) 0.61131(11) 0.0757(7) Uani 1 1 d . . .
H27 H 0.3406 0.2232 0.6432 0.091 Uiso 1 1 calc R . .
C28 C 0.3019(2) 0.25151(16) 0.53904(10) 0.0562(5) Uani 1 1 d . . .
H28 H 0.3814 0.2174 0.5228 0.067 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
O1 C7 1.2216(18) . ?
N1 C1 1.372(2) . ?
N1 C8 1.458(2) . ?
N1 H1 0.8600 . ?
C1 C6 1.396(2) . ?
C1 C2 1.397(2) . ?
C2 C3 1.371(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.445(2) . ?
C7 C8 1.556(2) . ?
C8 C16 1.521(2) . ?
C8 C9 1.527(2) . ?
C9 C10 1.383(2) . ?
C9 C14 1.393(2) . ?
C10 C11 1.388(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.370(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.391(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.480(2) . ?
C15 C16 1.347(2) . ?
C15 C23 1.483(2) . ?
C16 C17 1.478(2) . ?
C17 C22 1.385(3) . ?
C17 C18 1.390(2) . ?
C18 C19 1.372(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.383(2) . ?
C23 C28 1.389(3) . ?
C24 C25 1.379(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.359(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.375(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 109.57(12) . . ?
C1 N1 H1 125.2 . . ?
C8 N1 H1 125.2 . . ?
N1 C1 C6 111.79(15) . . ?
N1 C1 C2 127.99(16) . . ?
C6 C1 C2 120.22(17) . . ?
C3 C2 C1 117.64(18) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 122.43(19) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 118.30(19) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C1 C6 C5 120.85(17) . . ?
C1 C6 C7 107.80(15) . . ?
C5 C6 C7 131.24(16) . . ?
O1 C7 C6 129.47(16) . . ?
O1 C7 C8 124.56(16) . . ?
C6 C7 C8 105.89(13) . . ?
N1 C8 C16 116.66(13) . . ?
N1 C8 C9 114.83(13) . . ?
C16 C8 C9 102.34(14) . . ?
N1 C8 C7 102.38(13) . . ?
C16 C8 C7 115.08(13) . . ?
C9 C8 C7 105.44(12) . . ?
C10 C9 C14 121.32(18) . . ?
C10 C9 C8 129.61(17) . . ?
C14 C9 C8 108.91(13) . . ?
C9 C10 C11 117.86(19) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?
C12 C11 C10 121.18(18) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 118.18(19) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C9 120.28(15) . . ?
C13 C14 C15 131.38(17) . . ?
C9 C14 C15 108.34(15) . . ?
C16 C15 C14 109.78(14) . . ?
C16 C15 C23 128.00(15) . . ?
C14 C15 C23 122.08(15) . . ?
C15 C16 C17 127.70(14) . . ?
C15 C16 C8 110.27(14) . . ?
C17 C16 C8 121.99(15) . . ?
C22 C17 C18 117.70(16) . . ?
C22 C17 C16 122.90(15) . . ?
C18 C17 C16 119.40(15) . . ?
C19 C18 C17 121.30(18) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 120.11(18) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 119.78(18) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.27(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C17 C22 C21 120.83(18) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C28 118.05(17) . . ?
C24 C23 C15 120.02(16) . . ?
C28 C23 C15 121.81(15) . . ?
C25 C24 C23 120.7(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 119.6(2) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C27 C28 120.1(2) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C23 120.63(19) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.34
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.038
####################################################################### 
# 
# 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_140401_dhf
_database_code_depnum_ccdc_archive 'CCDC 1003133'
_audit_update_record             
;
2014-05-14 deposited with the CCDC.
2015-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H23 N O2 Si, C H Cl3 '
_chemical_formula_sum            'C26 H24 Cl3 N O2 Si'
_chemical_formula_weight         516.90

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'
Cl Cl 0.1484 0.1585 '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'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.6847(7)
_cell_length_b                   10.6101(8)
_cell_length_c                   12.7428(10)
_cell_angle_alpha                82.268(6)
_cell_angle_beta                 87.114(6)
_cell_angle_gamma                75.081(7)
_cell_volume                     1253.59(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    2191
_cell_measurement_theta_min      3.1678
_cell_measurement_theta_max      29.4646

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8376
_exptl_absorpt_correction_T_max  0.9176
_exptl_absorpt_process_details   
;
CrysAlis PRO (Agilent Technologies, 2011) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      170(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  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7849
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         25.35
_reflns_number_total             4585
_reflns_number_gt                3483
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection       'CrysAlis PRO'
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  OLEX2
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0524P)²+1.5770P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4585
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1426
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
Cl1 Cl 0.19344(10) 1.11907(12) 0.10294(8) 0.0634(3) Uani 1 1 d . A .
Cl2 Cl -0.04223(17) 1.17349(16) -0.03763(10) 0.0949(5) Uani 1 1 d . A .
Cl3 Cl -0.0444(2) 1.33553(17) 0.1267(2) 0.0959(7) Uani 0.831(4) 1 d P A 1
Cl3A Cl -0.0105(12) 1.3739(9) 0.0592(10) 0.0959(7) Uani 0.169(4) 1 d P A 2
Si1 Si 0.61869(9) 0.63381(8) 0.21319(6) 0.0271(2) Uani 1 1 d . . .
O1 O 0.2676(2) 1.15138(19) 0.48410(15) 0.0262(5) Uani 1 1 d . . .
O2 O 0.4416(2) 0.88556(19) 0.47485(14) 0.0246(4) Uani 1 1 d . . .
H2 H 0.5274 0.8878 0.4653 0.037 Uiso 1 1 calc R . .
N1 N 0.2756(2) 0.8806(2) 0.34988(17) 0.0198(5) Uani 1 1 d . . .
C1 C 0.1075(3) 1.0638(3) 0.3922(2) 0.0201(6) Uani 1 1 d . . .
C2 C -0.0288(3) 1.1452(3) 0.4011(2) 0.0250(6) Uani 1 1 d . . .
H2A H -0.0434 1.2242 0.4322 0.030 Uiso 1 1 calc R . .
C3 C -0.1428(3) 1.1094(3) 0.3639(2) 0.0275(7) Uani 1 1 d . . .
H3 H -0.2369 1.1638 0.3692 0.033 Uiso 1 1 calc R . .
C4 C -0.1191(3) 0.9929(3) 0.3187(2) 0.0267(6) Uani 1 1 d . . .
H4 H -0.1986 0.9696 0.2935 0.032 Uiso 1 1 calc R . .
C5 C 0.0165(3) 0.9096(3) 0.3090(2) 0.0232(6) Uani 1 1 d . . .
H5 H 0.0306 0.8308 0.2777 0.028 Uiso 1 1 calc R . .
C6 C 0.1312(3) 0.9466(3) 0.3471(2) 0.0193(6) Uani 1 1 d . . .
C7 C 0.2434(3) 1.0740(3) 0.4287(2) 0.0203(6) Uani 1 1 d . . .
C8 C 0.3605(3) 0.9603(3) 0.3890(2) 0.0194(6) Uani 1 1 d . . .
C9 C 0.4481(3) 1.0058(3) 0.2971(2) 0.0194(6) Uani 1 1 d . . .
C10 C 0.4693(3) 1.1324(3) 0.2780(2) 0.0228(6) Uani 1 1 d . . .
H10 H 0.4320 1.1940 0.3264 0.027 Uiso 1 1 calc R . .
C11 C 0.5444(3) 1.1680(3) 0.1887(2) 0.0281(7) Uani 1 1 d . . .
H11 H 0.5590 1.2540 0.1758 0.034 Uiso 1 1 calc R . .
C12 C 0.5987(3) 1.0782(3) 0.1177(2) 0.0289(7) Uani 1 1 d . . .
H12 H 0.6491 1.1033 0.0558 0.035 Uiso 1 1 calc R . .
C13 C 0.5798(3) 0.9522(3) 0.1368(2) 0.0261(6) Uani 1 1 d . . .
H13 H 0.6191 0.8911 0.0884 0.031 Uiso 1 1 calc R . .
C14 C 0.5038(3) 0.9130(3) 0.2262(2) 0.0210(6) Uani 1 1 d . . .
C15 C 0.4729(3) 0.7819(3) 0.2433(2) 0.0218(6) Uani 1 1 d . . .
C16 C 0.3486(3) 0.7757(3) 0.2955(2) 0.0207(6) Uani 1 1 d . . .
C17 C 0.2865(3) 0.6604(3) 0.3063(2) 0.0238(6) Uani 1 1 d . . .
C18 C 0.2714(3) 0.6016(3) 0.2175(2) 0.0291(7) Uani 1 1 d . . .
H18 H 0.2979 0.6376 0.1494 0.035 Uiso 1 1 calc R . .
C19 C 0.2183(4) 0.4912(3) 0.2276(3) 0.0386(8) Uani 1 1 d . . .
H19 H 0.2099 0.4513 0.1667 0.046 Uiso 1 1 calc R . .
C20 C 0.1779(4) 0.4393(3) 0.3249(3) 0.0435(9) Uani 1 1 d . . .
H20 H 0.1413 0.3637 0.3314 0.052 Uiso 1 1 calc R . .
C21 C 0.1904(4) 0.4975(3) 0.4139(3) 0.0417(9) Uani 1 1 d . . .
H21 H 0.1626 0.4613 0.4815 0.050 Uiso 1 1 calc R . .
C22 C 0.2433(3) 0.6082(3) 0.4048(2) 0.0306(7) Uani 1 1 d . . .
H22 H 0.2501 0.6485 0.4659 0.037 Uiso 1 1 calc R . .
C23 C 0.6093(4) 0.4836(3) 0.3053(3) 0.0410(8) Uani 1 1 d . . .
H23A H 0.5980 0.5047 0.3783 0.061 Uiso 1 1 calc R . .
H23B H 0.6975 0.4146 0.2987 0.061 Uiso 1 1 calc R . .
H23C H 0.5275 0.4527 0.2873 0.061 Uiso 1 1 calc R . .
C24 C 0.6171(4) 0.6020(4) 0.0723(3) 0.0442(9) Uani 1 1 d . . .
H24A H 0.5277 0.5802 0.0591 0.066 Uiso 1 1 calc R . .
H24B H 0.6982 0.5284 0.0592 0.066 Uiso 1 1 calc R . .
H24C H 0.6247 0.6808 0.0249 0.066 Uiso 1 1 calc R . .
C25 C 0.7922(4) 0.6682(4) 0.2412(3) 0.0435(9) Uani 1 1 d . . .
H25A H 0.8096 0.7391 0.1888 0.065 Uiso 1 1 calc R . .
H25B H 0.8699 0.5887 0.2373 0.065 Uiso 1 1 calc R . .
H25C H 0.7881 0.6947 0.3123 0.065 Uiso 1 1 calc R . .
C26 C 0.0107(4) 1.1806(4) 0.0894(3) 0.0455(9) Uani 1 1 d . . .
H26 H -0.0360 1.1224 0.1394 0.055 Uiso 0.831(4) 1 calc PR A 1
H26A H -0.0498 1.1513 0.1489 0.055 Uiso 0.169(4) 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
Cl1 C26 1.730(4) . ?
Cl2 C26 1.740(4) . ?
Cl3 C26 1.716(4) . ?
Cl3A C26 1.994(11) . ?
Si1 C23 1.867(3) . ?
Si1 C25 1.870(4) . ?
Si1 C24 1.872(3) . ?
Si1 C15 1.891(3) . ?
O1 C7 1.224(3) . ?
O2 C8 1.405(3) . ?
O2 H2 0.8400 . ?
N1 C6 1.393(3) . ?
N1 C16 1.404(3) . ?
N1 C8 1.468(3) . ?
C1 C2 1.387(4) . ?
C1 C6 1.400(4) . ?
C1 C7 1.453(4) . ?
C2 C3 1.380(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.394(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9500 . ?
C7 C8 1.549(4) . ?
C8 C9 1.512(4) . ?
C9 C10 1.398(4) . ?
C9 C14 1.412(4) . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.384(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.400(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.483(4) . ?
C15 C16 1.358(4) . ?
C16 C17 1.484(4) . ?
C17 C22 1.391(4) . ?
C17 C18 1.395(4) . ?
C18 C19 1.384(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.368(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 H26A 1.0000 . ?

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
C23 Si1 C25 105.50(17) . . ?
C23 Si1 C24 110.36(16) . . ?
C25 Si1 C24 109.94(17) . . ?
C23 Si1 C15 111.62(14) . . ?
C25 Si1 C15 106.68(14) . . ?
C24 Si1 C15 112.43(14) . . ?
C8 O2 H2 109.5 . . ?
C6 N1 C16 128.9(2) . . ?
C6 N1 C8 110.7(2) . . ?
C16 N1 C8 117.5(2) . . ?
C2 C1 C6 121.5(3) . . ?
C2 C1 C7 130.3(3) . . ?
C6 C1 C7 108.2(2) . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 H2A 120.6 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 122.6(3) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C6 117.3(3) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
N1 C6 C5 129.1(2) . . ?
N1 C6 C1 110.8(2) . . ?
C5 C6 C1 120.1(3) . . ?
O1 C7 C1 129.3(3) . . ?
O1 C7 C8 123.6(3) . . ?
C1 C7 C8 107.0(2) . . ?
O2 C8 N1 108.6(2) . . ?
O2 C8 C9 114.4(2) . . ?
N1 C8 C9 107.9(2) . . ?
O2 C8 C7 109.8(2) . . ?
N1 C8 C7 102.2(2) . . ?
C9 C8 C7 113.1(2) . . ?
C10 C9 C14 120.6(2) . . ?
C10 C9 C8 123.8(2) . . ?
C14 C9 C8 115.5(2) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 117.9(2) . . ?
C13 C14 C15 121.8(2) . . ?
C9 C14 C15 120.3(2) . . ?
C16 C15 C14 116.0(2) . . ?
C16 C15 Si1 124.5(2) . . ?
C14 C15 Si1 118.6(2) . . ?
C15 C16 N1 119.3(2) . . ?
C15 C16 C17 124.7(2) . . ?
N1 C16 C17 115.9(2) . . ?
C22 C17 C18 118.7(3) . . ?
C22 C17 C16 120.9(3) . . ?
C18 C17 C16 120.3(2) . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C17 120.1(3) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si1 C24 H24A 109.5 . . ?
Si1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si1 C25 H25A 109.5 . . ?
Si1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
Si1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Cl3 C26 Cl1 111.0(2) . . ?
Cl3 C26 Cl2 112.8(2) . . ?
Cl1 C26 Cl2 111.3(2) . . ?
Cl3 C26 Cl3A 29.4(3) . . ?
Cl1 C26 Cl3A 102.6(4) . . ?
Cl2 C26 Cl3A 91.8(4) . . ?
Cl3 C26 H26 107.2 . . ?
Cl1 C26 H26 107.2 . . ?
Cl2 C26 H26 107.2 . . ?
Cl3A C26 H26 135.2 . . ?
Cl3 C26 H26A 87.7 . . ?
Cl1 C26 H26A 116.0 . . ?
Cl2 C26 H26A 116.0 . . ?
Cl3A C26 H26A 116.0 . . ?
H26 C26 H26A 19.4 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.893
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.066
