 
data_li809 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C6 H10 F6 Li N O6 S2' 
_chemical_formula_weight          377.21 
 
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' 
 'Li'  'Li'  -0.0003   0.0001 
 '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' 
 'F'  'F'   0.0171   0.0103 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'S'  'S'   0.1246   0.1234 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            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                    9.550(1) 
_cell_length_b                    17.179(2) 
_cell_length_c                    9.784(1) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  112.75(1) 
_cell_angle_gamma                 90.00 
_cell_volume                      1480.3(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     160(2) 
_cell_measurement_reflns_used     25
_cell_measurement_theta_min       11.74
_cell_measurement_theta_max       15.79
 
_exptl_crystal_description        Needle prism
_exptl_crystal_colour             Colourless
_exptl_crystal_size_max           1.00
_exptl_crystal_size_mid           0.30
_exptl_crystal_size_min           0.30
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.693 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              760 
_exptl_absorpt_coefficient_mu     0.450 
_exptl_absorpt_correction_type    Integration
_exptl_absorpt_correction_T_min   0.7881
_exptl_absorpt_correction_T_max   0.8687
_exptl_absorpt_process_details    Face-indexed analytical
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       160(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   Siemens P4
_diffrn_measurement_method        Omega
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          3
_diffrn_standards_interval_count  97 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         +/-1
_diffrn_reflns_number             4542 
_diffrn_reflns_av_R_equivalents   0.0325 
_diffrn_reflns_av_sigmaI/netI     0.0210 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        24 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        12 
_diffrn_reflns_theta_min          2.37 
_diffrn_reflns_theta_max          30.01 
_reflns_number_total              4314 
_reflns_number_gt                 3691 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'XSCANS'
_computing_cell_refinement        'XSCANS'
_computing_data_reduction         'XSCANS'
_computing_structure_solution     'SHELXTL-IRIX' 
_computing_structure_refinement   'SHELXTL-IRIX' 
_computing_molecular_graphics     'SHELXTL-IRIX'
_computing_publication_material   'SHELXTL-IRIX'
 
_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)+(0.0200P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     refined, isotropic U
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0027(7) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          4314 
_refine_ls_number_parameters      240 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0413 
_refine_ls_R_factor_gt            0.0351 
_refine_ls_wR_factor_ref          0.0901 
_refine_ls_wR_factor_gt           0.0894 
_refine_ls_goodness_of_fit_ref    2.207 
_refine_ls_restrained_S_all       2.207 
_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 
S1 S 0.32731(4) 0.105179(19) 0.41773(3) 0.02214(9) Uani 1 1 d . . . 
S2 S 0.19196(4) 0.24936(2) 0.41474(3) 0.02193(9) Uani 1 1 d . . . 
F1 F 0.07113(15) 0.05619(9) 0.42064(16) 0.0667(4) Uani 1 1 d . . . 
F2 F 0.22784(17) -0.03441(6) 0.42652(14) 0.0658(4) Uani 1 1 d . . . 
F3 F 0.10715(16) 0.02585(7) 0.22232(12) 0.0626(4) Uani 1 1 d . . . 
F4 F 0.46903(14) 0.29889(9) 0.50118(16) 0.0703(4) Uani 1 1 d . . . 
F5 F 0.3029(2) 0.38856(7) 0.47498(19) 0.0842(5) Uani 1 1 d . . . 
F6 F 0.32505(17) 0.33812(7) 0.28470(14) 0.0645(4) Uani 1 1 d . . . 
O1 O 0.38716(12) 0.10716(6) 0.57646(10) 0.0271(2) Uani 1 1 d . . . 
O2 O 0.42312(15) 0.07928(8) 0.34590(13) 0.0414(3) Uani 1 1 d . . . 
O3 O 0.21286(12) 0.23888(6) 0.56699(11) 0.0282(2) Uani 1 1 d . . . 
O4 O 0.05037(13) 0.28052(8) 0.31752(13) 0.0423(3) Uani 1 1 d . . . 
O5 O 0.35039(12) 0.07352(6) 0.85865(11) 0.0271(2) Uani 1 1 d . . . 
O6 O 0.26215(13) 0.21764(6) 0.87758(11) 0.0311(2) Uani 1 1 d . . . 
N1 N 0.23739(15) 0.18003(7) 0.33800(13) 0.0280(3) Uani 1 1 d . . . 
C1 C 0.1743(2) 0.03367(10) 0.36858(19) 0.0405(4) Uani 1 1 d . . . 
C2 C 0.3311(2) 0.32363(10) 0.4192(2) 0.0418(4) Uani 1 1 d . . . 
C3 C 0.3351(2) -0.00591(9) 0.81197(19) 0.0333(3) Uani 1 1 d . . . 
C4 C 0.27952(19) 0.08837(10) 0.96059(17) 0.0307(3) Uani 1 1 d . . . 
C5 C 0.3124(2) 0.17157(10) 1.00896(16) 0.0308(3) Uani 1 1 d . . . 
C6 C 0.2689(3) 0.29907(11) 0.9085(2) 0.0466(5) Uani 1 1 d . . . 
Li1 Li 0.3497(3) 0.16939(14) 0.7378(3) 0.0246(5) Uani 1 1 d . . . 
H3X H 0.379(2) -0.0401(11) 0.898(2) 0.034(5) Uiso 1 1 d . . . 
H3Y H 0.390(2) -0.0108(11) 0.741(2) 0.040(5) Uiso 1 1 d . . . 
H3Z H 0.228(3) -0.0149(13) 0.758(2) 0.056(6) Uiso 1 1 d . . . 
H4X H 0.316(2) 0.0521(11) 1.043(2) 0.034(5) Uiso 1 1 d . . . 
H4Y H 0.176(2) 0.0803(10) 0.9146(18) 0.025(4) Uiso 1 1 d . . . 
H5X H 0.258(2) 0.1857(11) 1.065(2) 0.039(5) Uiso 1 1 d . . . 
H5Y H 0.4220(19) 0.1801(10) 1.0647(19) 0.028(4) Uiso 1 1 d . . . 
H6X H 0.373(3) 0.3149(13) 0.978(2) 0.053(6) Uiso 1 1 d . . . 
H6Y H 0.198(2) 0.3112(13) 0.959(3) 0.055(6) Uiso 1 1 d . . . 
H6Z H 0.238(3) 0.3276(14) 0.819(3) 0.076(8) Uiso 1 1 d . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
S1 O2 1.4235(11) . ? 
S1 O1 1.4329(10) . ? 
S1 N1 1.5752(12) . ? 
S1 C1 1.8257(18) . ? 
S2 O4 1.4231(11) . ? 
S2 O3 1.4357(10) . ? 
S2 N1 1.5563(12) . ? 
S2 C2 1.8303(18) . ? 
F1 C1 1.329(2) . ? 
F2 C1 1.314(2) . ? 
F3 C1 1.329(2) . ? 
F4 C2 1.320(2) . ? 
F5 C2 1.315(2) . ? 
F6 C2 1.318(2) . ? 
O1 Li1 2.050(3) . ? 
O3 Li1 2.059(3) . ? 
O4 Li1 1.966(3) 4_565 ? 
O5 C4 1.4283(17) . ? 
O5 C3 1.4285(19) . ? 
O5 Li1 2.026(3) . ? 
O6 C5 1.4255(18) . ? 
O6 C6 1.427(2) . ? 
O6 Li1 2.035(3) . ? 
C4 C5 1.500(2) . ? 
Li1 O4 1.966(3) 4_666 ? 
 
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 
O2 S1 O1 118.64(7) . . ? 
O2 S1 N1 110.01(7) . . ? 
O1 S1 N1 115.46(6) . . ? 
O2 S1 C1 105.16(9) . . ? 
O1 S1 C1 104.16(7) . . ? 
N1 S1 C1 101.03(8) . . ? 
O4 S2 O3 117.10(7) . . ? 
O4 S2 N1 109.61(7) . . ? 
O3 S2 N1 116.86(6) . . ? 
O4 S2 C2 104.29(9) . . ? 
O3 S2 C2 104.73(8) . . ? 
N1 S2 C2 102.11(8) . . ? 
S1 O1 Li1 137.06(9) . . ? 
S2 O3 Li1 134.83(9) . . ? 
S2 O4 Li1 163.39(11) . 4_565 ? 
C4 O5 C3 112.10(12) . . ? 
C4 O5 Li1 111.51(11) . . ? 
C3 O5 Li1 127.82(11) . . ? 
C5 O6 C6 112.39(13) . . ? 
C5 O6 Li1 107.29(11) . . ? 
C6 O6 Li1 123.05(13) . . ? 
S2 N1 S1 125.88(8) . . ? 
F2 C1 F3 108.65(14) . . ? 
F2 C1 F1 108.44(17) . . ? 
F3 C1 F1 108.76(17) . . ? 
F2 C1 S1 110.29(13) . . ? 
F3 C1 S1 110.80(13) . . ? 
F1 C1 S1 109.85(12) . . ? 
F5 C2 F6 108.50(16) . . ? 
F5 C2 F4 109.70(18) . . ? 
F6 C2 F4 108.38(16) . . ? 
F5 C2 S2 109.78(14) . . ? 
F6 C2 S2 110.91(13) . . ? 
F4 C2 S2 109.54(13) . . ? 
O5 C4 C5 107.01(12) . . ? 
O6 C5 C4 106.74(12) . . ? 
O4 Li1 O5 109.97(13) 4_666 . ? 
O4 Li1 O6 98.39(11) 4_666 . ? 
O5 Li1 O6 81.29(9) . . ? 
O4 Li1 O1 95.73(11) 4_666 . ? 
O5 Li1 O1 93.63(11) . . ? 
O6 Li1 O1 165.87(14) . . ? 
O4 Li1 O3 106.47(12) 4_666 . ? 
O5 Li1 O3 143.44(14) . . ? 
O6 Li1 O3 90.73(11) . . ? 
O1 Li1 O3 85.53(9) . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              30.01 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.515 
_refine_diff_density_min   -0.521 
_refine_diff_density_rms    0.060 
