 
data_01src394
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C64 H76 F N O12 Si8' 
_chemical_formula_weight          1294.98 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Si'  'Si'   0.0817   0.0704 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'F'  'F'   0.0171   0.0103 
 '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' 
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    C2/c
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y, -z+1/2' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y, z-1/2' 
 '-x+1/2, -y+1/2, -z' 
 'x+1/2, -y+1/2, z-1/2' 
 
_cell_length_a                    23.8267(4) 
_cell_length_b                    12.9976(3) 
_cell_length_c                    22.1794(5) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  108.1550(12) 
_cell_angle_gamma                 90.00 
_cell_volume                      6526.8(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     120(2) 
_cell_measurement_reflns_used     13914
_cell_measurement_theta_min       2.91 
_cell_measurement_theta_max       27.48 
 
_exptl_crystal_description        prism
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.318 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              2736 
_exptl_absorpt_coefficient_mu     0.228 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9347 
_exptl_absorpt_correction_T_max   0.9775 
_exptl_absorpt_process_details    'SORTAV (Blessing, 1997)' 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       120(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'Bruker-Nonius FR591 rotating anode' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD' 
_diffrn_measurement_method        'Φ & ω scans' 
_diffrn_detector_area_resol_mean  9.091 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             16965 
_diffrn_reflns_av_R_equivalents   0.0555 
_diffrn_reflns_av_sigmaI/netI     0.0502 
_diffrn_reflns_limit_h_min        -28 
_diffrn_reflns_limit_h_max        28 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -25 
_diffrn_reflns_limit_l_max        26 
_diffrn_reflns_theta_min          3.01 
_diffrn_reflns_theta_max          25.03 
_reflns_number_total              5719 
_reflns_number_gt                 4545 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'COLLECT (Hooft, 1998)' 
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)' 
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_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 > 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)+(0.0532P)²+8.1613P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          5719 
_refine_ls_number_parameters      389 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0560 
_refine_ls_R_factor_gt            0.0397 
_refine_ls_wR_factor_ref          0.1134 
_refine_ls_wR_factor_gt           0.1050 
_refine_ls_goodness_of_fit_ref    1.032 
_refine_ls_restrained_S_all       1.032 
_refine_ls_shift/su_max           0.013 
_refine_ls_shift/su_mean          0.001 
 
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 
C1 C 0.11968(9) 0.68926(16) 0.40198(9) 0.0157(5) Uani 1 1 d . . . 
C2 C 0.09916(10) 0.60525(17) 0.42811(10) 0.0196(5) Uani 1 1 d . . . 
H2 H 0.0578 0.5954 0.4186 0.024 Uiso 1 1 calc R . . 
C3 C 0.13763(10) 0.53546(18) 0.46777(11) 0.0247(5) Uani 1 1 d . . . 
H3 H 0.1225 0.4787 0.4848 0.030 Uiso 1 1 calc R . . 
C4 C 0.19818(10) 0.54893(18) 0.48249(11) 0.0246(5) Uani 1 1 d . . . 
H4 H 0.2246 0.5010 0.5091 0.030 Uiso 1 1 calc R . . 
C5 C 0.21971(10) 0.63253(19) 0.45813(11) 0.0264(5) Uani 1 1 d . . . 
H5 H 0.2611 0.6427 0.4685 0.032 Uiso 1 1 calc R . . 
C6 C 0.18105(10) 0.70159(18) 0.41856(11) 0.0228(5) Uani 1 1 d . . . 
H6 H 0.1966 0.7588 0.4022 0.027 Uiso 1 1 calc R . . 
C7 C 0.11414(9) 0.69110(16) 0.17049(9) 0.0159(5) Uani 1 1 d . . . 
C8 C 0.09414(10) 0.60160(17) 0.13606(10) 0.0202(5) Uani 1 1 d . . . 
H8 H 0.0530 0.5870 0.1226 0.024 Uiso 1 1 calc R . . 
C9 C 0.13227(11) 0.53303(19) 0.12079(11) 0.0276(6) Uani 1 1 d . . . 
H9 H 0.1174 0.4721 0.0977 0.033 Uiso 1 1 calc R . . 
C10 C 0.19215(11) 0.5544(2) 0.13961(12) 0.0323(6) Uani 1 1 d . . . 
H10 H 0.2188 0.5075 0.1300 0.039 Uiso 1 1 calc R . . 
C11 C 0.21308(11) 0.6437(2) 0.17236(13) 0.0366(7) Uani 1 1 d . . . 
H11 H 0.2540 0.6593 0.1843 0.044 Uiso 1 1 calc R . . 
C12 C 0.17470(10) 0.71087(19) 0.18792(12) 0.0278(6) Uani 1 1 d . . . 
H12 H 0.1899 0.7717 0.2110 0.033 Uiso 1 1 calc R . . 
C13 C 0.10846(9) 1.09462(16) 0.16332(10) 0.0162(5) Uani 1 1 d . . . 
C14 C 0.10017(10) 1.08565(18) 0.09814(11) 0.0241(5) Uani 1 1 d . . . 
H14 H 0.0759 1.0319 0.0750 0.029 Uiso 1 1 calc R . . 
C15 C 0.12629(11) 1.15269(19) 0.06651(11) 0.0285(6) Uani 1 1 d . . . 
H15 H 0.1196 1.1448 0.0222 0.034 Uiso 1 1 calc R . . 
C16 C 0.16209(11) 1.23115(18) 0.09928(12) 0.0288(6) Uani 1 1 d . . . 
H16 H 0.1799 1.2778 0.0777 0.035 Uiso 1 1 calc R . . 
C17 C 0.17177(11) 1.24107(19) 0.16379(12) 0.0306(6) Uani 1 1 d . . . 
H17 H 0.1967 1.2942 0.1869 0.037 Uiso 1 1 calc R . . 
C18 C 0.14502(10) 1.17346(18) 0.19490(11) 0.0235(5) Uani 1 1 d . . . 
H18 H 0.1520 1.1815 0.2392 0.028 Uiso 1 1 calc R . . 
C19 C -0.11477(9) 1.09344(16) 0.09489(10) 0.0169(5) Uani 1 1 d . . . 
C20 C -0.11023(11) 1.08145(19) 0.03379(11) 0.0262(5) Uani 1 1 d . . . 
H20 H -0.0875 1.0260 0.0259 0.031 Uiso 1 1 calc R . . 
C21 C -0.13774(12) 1.1476(2) -0.01534(11) 0.0319(6) Uani 1 1 d . . . 
H21 H -0.1345 1.1367 -0.0565 0.038 Uiso 1 1 calc R . . 
C22 C -0.17007(11) 1.2300(2) -0.00429(12) 0.0339(6) Uani 1 1 d . . . 
H22 H -0.1882 1.2769 -0.0375 0.041 Uiso 1 1 calc R . . 
C23 C -0.17574(11) 1.2435(2) 0.05557(12) 0.0316(6) Uani 1 1 d . . . 
H23 H -0.1982 1.2995 0.0633 0.038 Uiso 1 1 calc R . . 
C24 C -0.14878(10) 1.17543(18) 0.10408(11) 0.0229(5) Uani 1 1 d . . . 
H24 H -0.1536 1.1850 0.1446 0.027 Uiso 1 1 calc R . . 
O1 O 0.08664(6) 0.89174(11) 0.36329(7) 0.0174(3) Uani 1 1 d . . . 
O2 O 0.08278(6) 0.74582(11) 0.27559(7) 0.0173(3) Uani 1 1 d . . . 
O3 O -0.00227(6) 0.74340(11) 0.16173(7) 0.0167(3) Uani 1 1 d . . . 
O4 O 0.08192(6) 0.89244(11) 0.18862(7) 0.0175(3) Uani 1 1 d . . . 
O5 O 0.08684(6) 1.03969(11) 0.27658(7) 0.0174(3) Uani 1 1 d . . . 
O6 O -0.00230(6) 1.03908(11) 0.16577(7) 0.0172(3) Uani 1 1 d . . . 
Si1 Si 0.06928(2) 0.77397(4) 0.34093(3) 0.01379(15) Uani 1 1 d . . . 
Si2 Si 0.06538(3) 0.77478(4) 0.20078(3) 0.01365(15) Uani 1 1 d . . . 
Si3 Si 0.06619(3) 1.01002(4) 0.20149(3) 0.01387(15) Uani 1 1 d . . . 
Si4 Si -0.06995(3) 1.00948(4) 0.15989(3) 0.01402(15) Uani 1 1 d . . . 
C25 C -0.00150(10) 0.31857(17) 0.19477(10) 0.0183(5) Uani 1 1 d . . . 
H25A H 0.0342 0.2746 0.2077 0.022 Uiso 1 1 calc R . . 
H25B H -0.0362 0.2728 0.1869 0.022 Uiso 1 1 calc R . . 
C26 C -0.00424(14) 0.37059(19) 0.13338(11) 0.0368(7) Uani 1 1 d . . . 
H26A H -0.0409 0.4117 0.1185 0.044 Uiso 1 1 calc R . . 
H26B H 0.0297 0.4182 0.1407 0.044 Uiso 1 1 calc R . . 
C27 C -0.00294(12) 0.29507(19) 0.08362(11) 0.0290(6) Uani 1 1 d . . . 
H27A H -0.0369 0.2478 0.0771 0.035 Uiso 1 1 calc R . . 
H27B H 0.0335 0.2535 0.0996 0.035 Uiso 1 1 calc R . . 
C28 C -0.00501(13) 0.3392(2) 0.02027(11) 0.0358(6) Uani 1 1 d . . . 
H28A H -0.0034 0.2832 -0.0087 0.054 Uiso 1 1 calc R . . 
H28B H 0.0288 0.3852 0.0256 0.054 Uiso 1 1 calc R . . 
H28C H -0.0418 0.3779 0.0027 0.054 Uiso 1 1 calc R . . 
C29 C 0.05376(9) 0.46026(16) 0.26672(10) 0.0184(5) Uani 1 1 d . . . 
H29A H 0.0496 0.5074 0.2305 0.022 Uiso 1 1 calc R . . 
H29B H 0.0531 0.5029 0.3035 0.022 Uiso 1 1 calc R . . 
C30 C 0.11360(11) 0.40886(18) 0.28255(14) 0.0322(6) Uani 1 1 d . . . 
H30A H 0.1179 0.3587 0.3173 0.039 Uiso 1 1 calc R . . 
H30B H 0.1165 0.3709 0.2449 0.039 Uiso 1 1 calc R . . 
C31 C 0.16266(10) 0.48678(18) 0.30252(11) 0.0238(5) Uani 1 1 d . . . 
H31A H 0.1592 0.5243 0.3401 0.029 Uiso 1 1 calc R . . 
H31B H 0.1573 0.5375 0.2679 0.029 Uiso 1 1 calc R . . 
C32 C 0.22432(11) 0.4421(2) 0.31859(14) 0.0395(7) Uani 1 1 d . . . 
H32A H 0.2534 0.4978 0.3310 0.059 Uiso 1 1 calc R . . 
H32B H 0.2287 0.4064 0.2814 0.059 Uiso 1 1 calc R . . 
H32C H 0.2307 0.3934 0.3538 0.059 Uiso 1 1 calc R . . 
N1 N 0.0000 0.38953(18) 0.2500 0.0164(6) Uani 1 2 d S . . 
F1 F 0.0000 0.89216(13) 0.2500 0.0195(4) Uani 1 2 d S . . 
 
 
_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 
C1 C2 1.394(3) . ? 
C1 C6 1.402(3) . ? 
C1 Si1 1.864(2) . ? 
C2 C3 1.391(3) . ? 
C3 C4 1.388(3) . ? 
C4 C5 1.381(3) . ? 
C5 C6 1.386(3) . ? 
C7 C8 1.392(3) . ? 
C7 C12 1.396(3) . ? 
C7 Si2 1.863(2) . ? 
C8 C9 1.388(3) . ? 
C9 C10 1.384(4) . ? 
C10 C11 1.378(4) . ? 
C11 C12 1.383(3) . ? 
C13 C18 1.385(3) . ? 
C13 C14 1.402(3) . ? 
C13 Si3 1.863(2) . ? 
C14 C15 1.382(3) . ? 
C15 C16 1.382(3) . ? 
C16 C17 1.383(3) . ? 
C17 C18 1.389(3) . ? 
C19 C24 1.392(3) . ? 
C19 C20 1.402(3) . ? 
C19 Si4 1.858(2) . ? 
C20 C21 1.383(3) . ? 
C21 C22 1.384(4) . ? 
C22 C23 1.387(4) . ? 
C23 C24 1.386(3) . ? 
O1 Si1 1.6224(15) . ? 
O1 Si4 1.6240(15) 2 ? 
O2 Si1 1.6213(15) . ? 
O2 Si2 1.6241(15) . ? 
O3 Si2 1.6264(15) . ? 
O3 Si1 1.6284(15) 2 ? 
O4 Si3 1.6198(15) . ? 
O4 Si2 1.6227(15) . ? 
O5 Si3 1.6291(15) . ? 
O5 Si4 1.6295(15) 2 ? 
O6 Si3 1.6211(15) . ? 
O6 Si4 1.6222(15) . ? 
Si1 O3 1.6284(15) 2 ? 
Si4 O1 1.6240(15) 2 ? 
Si4 O5 1.6295(15) 2 ? 
C25 C26 1.503(3) . ? 
C25 N1 1.525(2) . ? 
C26 C27 1.484(3) . ? 
C27 C28 1.504(3) . ? 
C29 C30 1.513(3) . ? 
C29 N1 1.526(2) . ? 
C30 C31 1.505(3) . ? 
C31 C32 1.515(3) . ? 
N1 C29 1.526(2) 2 ? 
N1 C25 1.525(2) 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 
C2 C1 C6 116.9(2) . . ? 
C2 C1 Si1 122.32(17) . . ? 
C6 C1 Si1 120.42(16) . . ? 
C3 C2 C1 121.8(2) . . ? 
C4 C3 C2 119.9(2) . . ? 
C5 C4 C3 119.5(2) . . ? 
C4 C5 C6 120.2(2) . . ? 
C5 C6 C1 121.7(2) . . ? 
C8 C7 C12 117.0(2) . . ? 
C8 C7 Si2 122.72(17) . . ? 
C12 C7 Si2 119.96(17) . . ? 
C9 C8 C7 122.2(2) . . ? 
C10 C9 C8 119.3(2) . . ? 
C11 C10 C9 119.8(2) . . ? 
C10 C11 C12 120.3(2) . . ? 
C11 C12 C7 121.4(2) . . ? 
C18 C13 C14 116.6(2) . . ? 
C18 C13 Si3 123.41(17) . . ? 
C14 C13 Si3 119.81(16) . . ? 
C15 C14 C13 122.0(2) . . ? 
C14 C15 C16 120.0(2) . . ? 
C17 C16 C15 119.3(2) . . ? 
C16 C17 C18 120.1(2) . . ? 
C13 C18 C17 122.0(2) . . ? 
C24 C19 C20 116.8(2) . . ? 
C24 C19 Si4 123.81(17) . . ? 
C20 C19 Si4 119.10(17) . . ? 
C21 C20 C19 122.2(2) . . ? 
C22 C21 C20 119.7(2) . . ? 
C21 C22 C23 119.5(2) . . ? 
C24 C23 C22 120.2(2) . . ? 
C23 C24 C19 121.7(2) . . ? 
Si1 O1 Si4 141.11(10) . 2 ? 
Si1 O2 Si2 143.36(10) . . ? 
Si2 O3 Si1 139.11(10) . 2 ? 
Si3 O4 Si2 141.11(10) . . ? 
Si3 O5 Si4 138.56(10) . 2 ? 
Si3 O6 Si4 143.88(10) . . ? 
O2 Si1 O1 112.55(8) . . ? 
O2 Si1 O3 112.21(8) . 2 ? 
O1 Si1 O3 113.27(8) . 2 ? 
O2 Si1 C1 104.69(8) . . ? 
O1 Si1 C1 106.86(9) . . ? 
O3 Si1 C1 106.54(9) 2 . ? 
O4 Si2 O2 112.98(8) . . ? 
O4 Si2 O3 113.55(8) . . ? 
O2 Si2 O3 112.40(8) . . ? 
O4 Si2 C7 106.22(9) . . ? 
O2 Si2 C7 104.11(8) . . ? 
O3 Si2 C7 106.71(9) . . ? 
O4 Si3 O6 112.75(8) . . ? 
O4 Si3 O5 113.00(8) . . ? 
O6 Si3 O5 112.45(8) . . ? 
O4 Si3 C13 106.81(9) . . ? 
O6 Si3 C13 104.18(9) . . ? 
O5 Si3 C13 106.91(9) . . ? 
O6 Si4 O1 112.84(8) . 2 ? 
O6 Si4 O5 112.36(8) . 2 ? 
O1 Si4 O5 113.50(8) 2 2 ? 
O6 Si4 C19 103.86(9) . . ? 
O1 Si4 C19 106.44(9) 2 . ? 
O5 Si4 C19 107.00(9) 2 . ? 
C26 C25 N1 116.05(18) . . ? 
C27 C26 C25 111.8(2) . . ? 
C26 C27 C28 116.1(2) . . ? 
C30 C29 N1 116.70(18) . . ? 
C31 C30 C29 111.12(19) . . ? 
C30 C31 C32 114.8(2) . . ? 
C29 N1 C29 105.9(2) . 2 ? 
C29 N1 C25 111.56(12) . . ? 
C29 N1 C25 111.19(12) 2 . ? 
C29 N1 C25 111.19(12) . 2 ? 
C29 N1 C25 111.56(12) 2 2 ? 
C25 N1 C25 105.6(2) . 2 ? 
 
_diffrn_measured_fraction_theta_max    0.991 
_diffrn_reflns_theta_full              25.03 
_diffrn_measured_fraction_theta_full   0.991 
_refine_diff_density_max    0.503 
_refine_diff_density_min   -0.387 
_refine_diff_density_rms    0.072 
