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

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

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H36 F12 Li2 N6 O8 S4'
_chemical_formula_weight         834.64

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.4167(11)
_cell_length_b                   10.2057(14)
_cell_length_c                   11.0501(15)
_cell_angle_alpha                83.969(3)
_cell_angle_beta                 78.625(2)
_cell_angle_gamma                79.928(3)
_cell_volume                     913.7(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    3505
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_exptl_absorpt_coefficient_mu    0.367
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.775064
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366[pixels/mm]
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6890
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         28.34
_reflns_number_total             4489
_reflns_number_gt                4030
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0606P)²+0.2901P] 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         4489
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1084
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.10649(5) 0.62844(4) -0.25892(3) 0.02318(11) Uani 1 1 d . . .
S2 S 0.90779(5) 0.75197(4) -0.05770(3) 0.02442(11) Uani 1 1 d . . .
O1 O 1.12429(16) 0.49891(12) -0.30456(11) 0.0336(3) Uani 1 1 d . . .
O2 O 1.06929(16) 0.74170(12) -0.34133(10) 0.0322(3) Uani 1 1 d . . .
O3 O 0.97625(17) 0.87103(12) -0.09401(12) 0.0384(3) Uani 1 1 d . . .
O4 O 0.86859(16) 0.71320(12) 0.07171(10) 0.0336(3) Uani 1 1 d . . .
F1 F 1.36177(15) 0.53784(13) -0.15473(13) 0.0528(3) Uani 1 1 d . . .
F2 F 1.41699(15) 0.62331(16) -0.34126(12) 0.0602(4) Uani 1 1 d . . .
F3 F 1.32129(14) 0.74971(12) -0.19114(12) 0.0480(3) Uani 1 1 d . . .
F4 F 0.62930(15) 0.67983(14) -0.07235(14) 0.0560(3) Uani 1 1 d . . .
F5 F 0.61385(16) 0.88553(14) -0.04412(13) 0.0622(4) Uani 1 1 d . . .
F6 F 0.71753(16) 0.81529(17) -0.22220(11) 0.0652(4) Uani 1 1 d . . .
N1 N 0.99807(16) 0.62431(12) -0.12592(12) 0.0241(3) Uani 1 1 d . . .
N2 N 1.14953(16) 0.70358(13) 0.24581(12) 0.0262(3) Uani 1 1 d . . .
N3 N 0.77291(17) 0.81710(14) 0.34908(12) 0.0281(3) Uani 1 1 d . . .
C1 C 1.3143(2) 0.63554(19) -0.23431(17) 0.0345(4) Uani 1 1 d . . .
C2 C 0.7048(2) 0.78413(19) -0.10254(16) 0.0361(4) Uani 1 1 d . . .
C3 C 1.2053(2) 0.62021(18) 0.35076(17) 0.0372(4) Uani 1 1 d . . .
H3A H 1.2067 0.5280 0.3395 0.056 Uiso 1 1 calc R . .
H3B H 1.1319 0.6442 0.4261 0.056 Uiso 1 1 calc R . .
H3C H 1.3139 0.6340 0.3553 0.056 Uiso 1 1 calc R . .
C4 C 1.2606(2) 0.6627(2) 0.13159(18) 0.0413(4) Uani 1 1 d . . .
H4A H 1.3708 0.6711 0.1369 0.062 Uiso 1 1 calc R . .
H4B H 1.2282 0.7187 0.0624 0.062 Uiso 1 1 calc R . .
H4C H 1.2556 0.5715 0.1206 0.062 Uiso 1 1 calc R . .
C5 C 1.1537(2) 0.84588(16) 0.25664(16) 0.0310(3) Uani 1 1 d . . .
H5A H 1.1365 0.8950 0.1790 0.037 Uiso 1 1 calc R . .
H5B H 1.2624 0.8546 0.2686 0.037 Uiso 1 1 calc R . .
C6 C 1.0280(2) 0.91056(17) 0.36098(17) 0.0328(4) Uani 1 1 d . . .
H6A H 1.0330 0.8534 0.4365 0.039 Uiso 1 1 calc R . .
H6B H 1.0588 0.9947 0.3736 0.039 Uiso 1 1 calc R . .
C7 C 0.8517(2) 0.93681(16) 0.34001(16) 0.0325(4) Uani 1 1 d . . .
H7A H 0.7871 0.9969 0.4002 0.039 Uiso 1 1 calc R . .
H7B H 0.8495 0.9820 0.2585 0.039 Uiso 1 1 calc R . .
C8 C 0.7407(3) 0.7611(2) 0.47752(17) 0.0415(4) Uani 1 1 d . . .
H8A H 0.6690 0.8263 0.5279 0.062 Uiso 1 1 calc R . .
H8B H 0.8423 0.7369 0.5074 0.062 Uiso 1 1 calc R . .
H8C H 0.6896 0.6833 0.4814 0.062 Uiso 1 1 calc R . .
C9 C 0.6159(2) 0.8536(2) 0.3060(2) 0.0477(5) Uani 1 1 d . . .
H9A H 0.5648 0.7756 0.3110 0.072 Uiso 1 1 calc R . .
H9B H 0.6347 0.8903 0.2218 0.072 Uiso 1 1 calc R . .
H9C H 0.5453 0.9187 0.3571 0.072 Uiso 1 1 calc R . .
Li1 Li 0.9183(3) 0.6780(3) 0.2365(2) 0.0268(5) Uani 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 1.4242(12) . ?
S1 O1 1.4371(12) . ?
S1 N1 1.5702(13) . ?
S1 C1 1.8368(19) . ?
S2 O3 1.4215(13) . ?
S2 O4 1.4321(12) . ?
S2 N1 1.5740(13) . ?
S2 C2 1.8377(18) . ?
O1 Li1 1.946(3) 2_765 ?
O4 Li1 1.932(3) . ?
F1 C1 1.320(2) . ?
F2 C1 1.323(2) . ?
F3 C1 1.319(2) . ?
F4 C2 1.314(2) . ?
F5 C2 1.320(2) . ?
F6 C2 1.315(2) . ?
N2 C4 1.466(2) . ?
N2 C3 1.469(2) . ?
N2 C5 1.477(2) . ?
N2 Li1 2.031(3) . ?
N3 C8 1.465(2) . ?
N3 C9 1.467(2) . ?
N3 C7 1.475(2) . ?
N3 Li1 2.055(3) . ?
C5 C6 1.523(2) . ?
C7 C6 1.520(2) . ?
Li1 O1 1.946(3) 2_765 ?

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 117.45(7) . . ?
O2 S1 N1 117.36(7) . . ?
O1 S1 N1 107.54(7) . . ?
O2 S1 C1 104.76(8) . . ?
O1 S1 C1 102.72(8) . . ?
N1 S1 C1 105.19(8) . . ?
O3 S2 O4 118.36(8) . . ?
O3 S2 N1 116.54(8) . . ?
O4 S2 N1 107.87(7) . . ?
O3 S2 C2 105.89(9) . . ?
O4 S2 C2 102.18(8) . . ?
N1 S2 C2 103.96(8) . . ?
S1 O1 Li1 136.78(11) . 2_765 ?
S2 O4 Li1 153.22(12) . . ?
S1 N1 S2 124.11(8) . . ?
C4 N2 C3 108.52(14) . . ?
C4 N2 C5 108.12(14) . . ?
C3 N2 C5 111.11(13) . . ?
C4 N2 Li1 109.15(13) . . ?
C3 N2 Li1 109.99(13) . . ?
C5 N2 Li1 109.89(12) . . ?
C8 N3 C9 108.31(15) . . ?
C8 N3 C7 110.76(14) . . ?
C9 N3 C7 109.30(15) . . ?
C8 N3 Li1 110.79(13) . . ?
C9 N3 Li1 107.67(13) . . ?
C7 N3 Li1 109.92(13) . . ?
F3 C1 F1 108.14(16) . . ?
F3 C1 F2 108.95(16) . . ?
F1 C1 F2 108.69(16) . . ?
F3 C1 S1 111.27(12) . . ?
F1 C1 S1 111.00(13) . . ?
F2 C1 S1 108.73(13) . . ?
F4 C2 F6 109.32(17) . . ?
F4 C2 F5 108.15(16) . . ?
F6 C2 F5 108.09(15) . . ?
F4 C2 S2 111.09(12) . . ?
F6 C2 S2 110.85(13) . . ?
F5 C2 S2 109.25(13) . . ?
N2 C5 C6 115.34(14) . . ?
C7 C6 C5 115.20(14) . . ?
N3 C7 C6 115.17(13) . . ?
O4 Li1 O1 110.51(14) . 2_765 ?
O4 Li1 N2 113.40(14) . . ?
O1 Li1 N2 111.37(14) 2_765 . ?
O4 Li1 N3 109.29(14) . . ?
O1 Li1 N3 108.73(14) 2_765 . ?
N2 Li1 N3 103.21(13) . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.062
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_database_code_depnum_ccdc_archive 'CCDC 1010100'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Li(TFSA)(TMEDA-Me)

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H36 F12 Li2 N6 O8 S4'
_chemical_formula_weight         834.64

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                   12.4175(14)
_cell_length_b                   9.8024(11)
_cell_length_c                   15.7042(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.303(3)
_cell_angle_gamma                90.00
_cell_volume                     1843.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    1179
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      20.29

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.364
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.471925
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366[pixels/mm]
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13525
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_av_sigmaI/netI    0.0800
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         28.33
_reflns_number_total             4575
_reflns_number_gt                3097
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0776P)²+2.8658P] 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         4575
_refine_ls_number_parameters     231
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1295
_refine_ls_R_factor_gt           0.0876
_refine_ls_wR_factor_ref         0.2038
_refine_ls_wR_factor_gt          0.1839
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
S1 S 0.43921(8) 0.37367(10) 0.90223(6) 0.0235(3) Uani 1 1 d . . .
S2 S 0.65265(9) 0.28217(11) 0.90675(7) 0.0289(3) Uani 1 1 d . . .
O1 O 0.4736(2) 0.5112(3) 0.89333(19) 0.0318(7) Uani 1 1 d . . .
O2 O 0.3661(2) 0.3491(3) 0.95747(19) 0.0331(7) Uani 1 1 d . . .
O3 O 0.6842(3) 0.4204(3) 0.8942(2) 0.0394(8) Uani 1 1 d . . .
O4 O 0.6776(3) 0.1813(3) 0.8498(2) 0.0436(9) Uani 1 1 d . . .
F1 F 0.2690(3) 0.4125(4) 0.7679(2) 0.0696(10) Uani 1 1 d . . .
F2 F 0.4136(3) 0.3346(4) 0.73471(18) 0.0709(11) Uani 1 1 d . . .
F3 F 0.3136(3) 0.2031(3) 0.7916(2) 0.0629(9) Uani 1 1 d . . .
F4 F 0.7154(3) 0.1120(3) 1.03918(19) 0.0553(8) Uani 1 1 d . . .
F5 F 0.8449(3) 0.2392(4) 1.0147(2) 0.0688(10) Uani 1 1 d . . .
F6 F 0.7250(3) 0.3227(3) 1.0763(2) 0.0591(9) Uani 1 1 d . . .
N1 N 0.5334(3) 0.2634(3) 0.9207(2) 0.0295(8) Uani 1 1 d . . .
N2 N 0.8099(3) 0.6939(4) 0.9320(2) 0.0291(8) Uani 1 1 d . . .
N3 N 0.5859(3) 0.7686(4) 0.8316(2) 0.0290(8) Uani 1 1 d . . .
C1 C 0.7394(4) 0.2367(5) 1.0162(3) 0.0417(12) Uani 1 1 d . . .
C2 C 0.3536(4) 0.3273(6) 0.7928(3) 0.0406(12) Uani 1 1 d . . .
C3 C 0.8742(5) 0.6994(8) 1.0232(4) 0.078(2) Uani 1 1 d . . .
H3A H 0.8718 0.6121 1.0504 0.116 Uiso 1 1 calc R . .
H3B H 0.8433 0.7674 1.0539 0.116 Uiso 1 1 calc R . .
H3C H 0.9502 0.7223 1.0260 0.116 Uiso 1 1 calc R . .
C4 C 0.8721(4) 0.6142(5) 0.8814(4) 0.0504(14) Uani 1 1 d . . .
H4A H 0.9414 0.6592 0.8832 0.076 Uiso 1 1 calc R . .
H4B H 0.8285 0.6065 0.8212 0.076 Uiso 1 1 calc R . .
H4C H 0.8871 0.5248 0.9067 0.076 Uiso 1 1 calc R . .
C5 C 0.7842(4) 0.8326(5) 0.8973(4) 0.0531(14) Uani 1 1 d . . .
H5 H 0.7612 0.8826 0.9436 0.064 Uiso 1 1 calc R . .
C6 C 0.6863(4) 0.8353(5) 0.8198(4) 0.0470(13) Uani 1 1 d . . .
H6A H 0.6684 0.9297 0.8036 0.056 Uiso 1 1 calc R . .
H6B H 0.7068 0.7919 0.7708 0.056 Uiso 1 1 calc R . .
C7 C 0.5161(6) 0.7280(6) 0.7467(3) 0.070(2) Uani 1 1 d . . .
H7A H 0.4492 0.6863 0.7541 0.105 Uiso 1 1 calc R . .
H7B H 0.5557 0.6639 0.7200 0.105 Uiso 1 1 calc R . .
H7C H 0.4970 0.8067 0.7094 0.105 Uiso 1 1 calc R . .
C8 C 0.5215(5) 0.8630(6) 0.8717(4) 0.0540(15) Uani 1 1 d . . .
H8A H 0.5018 0.9422 0.8349 0.081 Uiso 1 1 calc R . .
H8B H 0.5657 0.8898 0.9290 0.081 Uiso 1 1 calc R . .
H8C H 0.4548 0.8185 0.8772 0.081 Uiso 1 1 calc R . .
C9 C 0.8806(5) 0.9143(6) 0.8801(5) 0.0642(17) Uani 1 1 d . . .
H9A H 0.9455 0.9033 0.9289 0.096 Uiso 1 1 calc R . .
H9B H 0.8606 1.0090 0.8736 0.096 Uiso 1 1 calc R . .
H9C H 0.8966 0.8820 0.8271 0.096 Uiso 1 1 calc R . .
Li1 Li 0.6437(6) 0.6091(7) 0.9193(4) 0.0292(15) Uani 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 1.432(3) . ?
S1 O1 1.432(3) . ?
S1 N1 1.563(4) . ?
S1 C2 1.823(5) . ?
S2 O4 1.422(3) . ?
S2 O3 1.439(3) . ?
S2 N1 1.564(4) . ?
S2 C1 1.826(5) . ?
O1 Li1 2.257(8) . ?
O2 Li1 2.014(7) 3_667 ?
O3 Li1 1.983(8) . ?
F1 C2 1.318(6) . ?
F2 C2 1.323(6) . ?
F3 C2 1.313(6) . ?
F4 C1 1.331(6) . ?
F6 C1 1.313(5) . ?
N2 C3 1.445(6) . ?
N2 C5 1.468(6) . ?
N2 C4 1.471(6) . ?
N2 Li1 2.185(8) . ?
N3 C7 1.442(6) . ?
N3 C6 1.463(6) . ?
N3 C8 1.468(6) . ?
N3 Li1 2.082(8) . ?
C1 F5 1.317(6) . ?
C5 C9 1.523(7) . ?
C6 C5 1.476(8) . ?
Li1 O2 2.014(7) 3_667 ?

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 118.07(18) . . ?
O2 S1 N1 109.52(19) . . ?
O1 S1 N1 116.21(18) . . ?
O2 S1 C2 103.0(2) . . ?
O1 S1 C2 104.9(2) . . ?
N1 S1 C2 102.9(2) . . ?
O4 S2 O3 117.2(2) . . ?
O4 S2 N1 112.2(2) . . ?
O3 S2 N1 115.61(19) . . ?
O4 S2 C1 104.5(2) . . ?
O3 S2 C1 104.2(2) . . ?
N1 S2 C1 100.6(2) . . ?
S1 O1 Li1 132.2(3) . . ?
S1 O2 Li1 139.2(3) . 3_667 ?
S2 O3 Li1 139.4(3) . . ?
S1 N1 S2 125.6(2) . . ?
C3 N2 C5 110.1(5) . . ?
C3 N2 C4 108.9(4) . . ?
C5 N2 C4 112.7(4) . . ?
C3 N2 Li1 111.5(3) . . ?
C5 N2 Li1 102.2(3) . . ?
C4 N2 Li1 111.5(3) . . ?
C7 N3 C6 109.3(4) . . ?
C7 N3 C8 108.0(5) . . ?
C6 N3 C8 110.6(4) . . ?
C7 N3 Li1 115.0(4) . . ?
C6 N3 Li1 105.2(3) . . ?
C8 N3 Li1 108.8(3) . . ?
F6 C1 F5 109.0(4) . . ?
F6 C1 F4 108.2(4) . . ?
F5 C1 F4 108.5(4) . . ?
F6 C1 S2 111.2(3) . . ?
F5 C1 S2 108.8(4) . . ?
F4 C1 S2 111.2(4) . . ?
F3 C2 F1 108.3(4) . . ?
F3 C2 F2 108.7(4) . . ?
F1 C2 F2 108.1(4) . . ?
F3 C2 S1 111.6(3) . . ?
F1 C2 S1 110.0(4) . . ?
F2 C2 S1 110.0(3) . . ?
N2 C5 C6 112.0(4) . . ?
N2 C5 C9 116.6(5) . . ?
C6 C5 C9 111.1(5) . . ?
N3 C6 C5 115.6(4) . . ?
O3 Li1 O2 117.6(4) . 3_667 ?
O3 Li1 N3 129.1(4) . . ?
O2 Li1 N3 112.6(3) 3_667 . ?
O3 Li1 N2 95.2(3) . . ?
O2 Li1 N2 97.5(3) 3_667 . ?
N3 Li1 N2 85.8(3) . . ?
O3 Li1 O1 80.9(3) . . ?
O2 Li1 O1 88.2(3) 3_667 . ?
N3 Li1 O1 93.3(3) . . ?
N2 Li1 O1 174.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.908
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.099
_database_code_depnum_ccdc_archive 'CCDC 1010101'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Li(TFSA)(TEEDA)

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H48 F12 Li2 N6 O8 S4'
_chemical_formula_weight         918.80

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                   11.964(3)
_cell_length_b                   10.381(3)
_cell_length_c                   16.974(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.531(4)
_cell_angle_gamma                90.00
_cell_volume                     2072.6(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7759
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      28.26

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.331
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8518
_exptl_absorpt_correction_T_max  0.8789
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366[pixels/mm]
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14123
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4757
_reflns_number_gt                4249
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0568P)²+0.5213P] 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         4757
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0910
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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
S1 S 1.13981(2) 0.09979(3) 0.026186(17) 0.01866(9) Uani 1 1 d . . .
S2 S 1.10466(2) 0.20105(3) -0.128839(18) 0.01989(9) Uani 1 1 d . . .
O1 O 1.08816(8) 0.12671(9) 0.09423(6) 0.0260(2) Uani 1 1 d . . .
O2 O 1.13105(8) -0.02806(8) -0.00605(5) 0.0252(2) Uani 1 1 d . . .
O3 O 1.08934(8) 0.07317(9) -0.16172(5) 0.0264(2) Uani 1 1 d . . .
O4 O 1.18401(8) 0.28253(10) -0.15748(6) 0.0310(2) Uani 1 1 d . . .
F1 F 1.31315(8) 0.23667(10) 0.09670(6) 0.0467(2) Uani 1 1 d . . .
F2 F 1.32492(8) 0.03451(10) 0.12290(6) 0.0468(3) Uani 1 1 d . . .
F3 F 1.35110(7) 0.10341(11) 0.00817(6) 0.0453(3) Uani 1 1 d . . .
F4 F 0.88416(7) 0.21391(9) -0.13949(6) 0.0363(2) Uani 1 1 d . . .
F5 F 0.96774(8) 0.39814(8) -0.13272(6) 0.0418(2) Uani 1 1 d . . .
F6 F 0.94724(8) 0.28622(11) -0.24152(5) 0.0466(3) Uani 1 1 d . . .
N1 N 0.99884(9) 0.18524(11) 0.25260(7) 0.0246(2) Uani 1 1 d . . .
N2 N 0.82508(9) 0.26394(11) 0.11542(7) 0.0243(2) Uani 1 1 d . . .
N3 N 1.11373(10) 0.21196(10) -0.03567(6) 0.0234(2) Uani 1 1 d . . .
C1 C 1.29156(11) 0.12074(15) 0.06601(8) 0.0293(3) Uani 1 1 d . . .
C2 C 0.96727(11) 0.27954(14) -0.16222(8) 0.0280(3) Uani 1 1 d . . .
C3 C 1.16859(12) 0.04235(16) 0.28911(9) 0.0355(3) Uani 1 1 d . . .
H3A H 1.1405 -0.0001 0.3333 0.053 Uiso 1 1 calc R . .
H3B H 1.2519 0.0439 0.3006 0.053 Uiso 1 1 calc R . .
H3C H 1.1424 -0.0052 0.2393 0.053 Uiso 1 1 calc R . .
C4 C 1.12369(11) 0.17925(15) 0.28011(9) 0.0309(3) Uani 1 1 d . . .
H4A H 1.1436 0.2239 0.3323 0.037 Uiso 1 1 calc R . .
H4B H 1.1614 0.2255 0.2412 0.037 Uiso 1 1 calc R . .
C5 C 0.95996(14) 0.1684(2) 0.39567(9) 0.0445(4) Uani 1 1 d . . .
H5A H 1.0401 0.1545 0.4193 0.067 Uiso 1 1 calc R . .
H5B H 0.9118 0.1215 0.4268 0.067 Uiso 1 1 calc R . .
H5C H 0.9426 0.2607 0.3963 0.067 Uiso 1 1 calc R . .
C6 C 0.93724(11) 0.11976(15) 0.30957(8) 0.0289(3) Uani 1 1 d . . .
H6A H 0.9566 0.0270 0.3103 0.035 Uiso 1 1 calc R . .
H6B H 0.8547 0.1273 0.2886 0.035 Uiso 1 1 calc R . .
C7 C 0.66149(13) 0.12493(16) 0.13510(10) 0.0373(3) Uani 1 1 d . . .
H7A H 0.7117 0.0499 0.1370 0.056 Uiso 1 1 calc R . .
H7B H 0.5841 0.1006 0.1097 0.056 Uiso 1 1 calc R . .
H7C H 0.6612 0.1554 0.1897 0.056 Uiso 1 1 calc R . .
C8 C 0.70412(12) 0.23153(14) 0.08695(9) 0.0319(3) Uani 1 1 d . . .
H8A H 0.6937 0.2047 0.0301 0.038 Uiso 1 1 calc R . .
H8B H 0.6575 0.3096 0.0897 0.038 Uiso 1 1 calc R . .
C9 C 0.80476(15) 0.45736(14) 0.01951(10) 0.0382(3) Uani 1 1 d . . .
H9A H 0.7303 0.4324 -0.0110 0.057 Uiso 1 1 calc R . .
H9B H 0.8476 0.5033 -0.0157 0.057 Uiso 1 1 calc R . .
H9C H 0.7944 0.5136 0.0640 0.057 Uiso 1 1 calc R . .
C10 C 0.87015(13) 0.33699(13) 0.05261(8) 0.0296(3) Uani 1 1 d . . .
H10A H 0.8731 0.2779 0.0073 0.035 Uiso 1 1 calc R . .
H10B H 0.9493 0.3627 0.0749 0.035 Uiso 1 1 calc R . .
C11 C 0.84257(12) 0.33476(14) 0.19222(8) 0.0297(3) Uani 1 1 d . . .
H11A H 0.7890 0.3018 0.2255 0.036 Uiso 1 1 calc R . .
H11B H 0.8257 0.4271 0.1816 0.036 Uiso 1 1 calc R . .
C12 C 0.96381(12) 0.32072(14) 0.23820(9) 0.0310(3) Uani 1 1 d . . .
H12A H 1.0164 0.3634 0.2076 0.037 Uiso 1 1 calc R . .
H12B H 0.9703 0.3654 0.2904 0.037 Uiso 1 1 calc R . .
Li1 Li 0.94058(19) 0.1070(2) 0.13425(14) 0.0256(4) Uani 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 1.4321(10) . ?
S1 O1 1.4334(10) . ?
S1 N3 1.5607(11) . ?
S1 C1 1.8307(14) . ?
S2 O4 1.4218(10) . ?
S2 O3 1.4389(10) . ?
S2 N3 1.5694(12) . ?
S2 C2 1.8293(14) . ?
O1 Li1 2.015(2) . ?
O2 Li1 2.337(3) 3_755 ?
O3 Li1 1.976(2) 3_755 ?
F1 C1 1.3181(18) . ?
F2 C1 1.3238(17) . ?
F3 C1 1.3263(17) . ?
F4 C2 1.3199(16) . ?
F5 C2 1.3287(17) . ?
F6 C2 1.3252(17) . ?
N1 C12 1.4751(18) . ?
N1 C4 1.4826(17) . ?
N1 C6 1.4834(17) . ?
N1 Li1 2.161(3) . ?
N2 C11 1.4779(17) . ?
N2 C8 1.4783(18) . ?
N2 C10 1.4874(18) . ?
N2 Li1 2.122(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C3 1.517(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C5 1.523(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C7 1.518(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C9 1.5259(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.523(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
Li1 O3 1.976(2) 3_755 ?
Li1 O2 2.337(3) 3_755 ?

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 118.45(6) . . ?
O2 S1 N3 116.28(6) . . ?
O1 S1 N3 109.51(6) . . ?
O2 S1 C1 104.44(6) . . ?
O1 S1 C1 102.93(6) . . ?
N3 S1 C1 102.86(6) . . ?
O4 S2 O3 117.51(6) . . ?
O4 S2 N3 111.97(6) . . ?
O3 S2 N3 115.97(6) . . ?
O4 S2 C2 104.32(7) . . ?
O3 S2 C2 104.31(6) . . ?
N3 S2 C2 99.95(6) . . ?
S1 O1 Li1 141.75(9) . . ?
S1 O2 Li1 132.04(8) . 3_755 ?
S2 O3 Li1 142.90(9) . 3_755 ?
C12 N1 C4 109.36(11) . . ?
C12 N1 C6 112.64(11) . . ?
C4 N1 C6 111.56(11) . . ?
C12 N1 Li1 99.82(10) . . ?
C4 N1 Li1 114.34(10) . . ?
C6 N1 Li1 108.64(10) . . ?
C11 N2 C8 111.95(11) . . ?
C11 N2 C10 111.54(11) . . ?
C8 N2 C10 110.07(11) . . ?
C11 N2 Li1 105.41(10) . . ?
C8 N2 Li1 116.50(10) . . ?
C10 N2 Li1 100.84(10) . . ?
S1 N3 S2 126.34(7) . . ?
F1 C1 F2 108.53(12) . . ?
F1 C1 F3 108.87(12) . . ?
F2 C1 F3 108.49(12) . . ?
F1 C1 S1 111.34(10) . . ?
F2 C1 S1 109.60(10) . . ?
F3 C1 S1 109.95(9) . . ?
F4 C2 F6 108.54(12) . . ?
F4 C2 F5 108.64(11) . . ?
F6 C2 F5 108.77(12) . . ?
F4 C2 S2 111.21(9) . . ?
F6 C2 S2 108.87(10) . . ?
F5 C2 S2 110.75(9) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 C3 112.88(11) . . ?
N1 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
N1 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C5 116.79(13) . . ?
N1 C6 H6A 108.1 . . ?
C5 C6 H6A 108.1 . . ?
N1 C6 H6B 108.1 . . ?
C5 C6 H6B 108.1 . . ?
H6A C6 H6B 107.3 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 C7 113.26(12) . . ?
N2 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
N2 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C9 116.93(12) . . ?
N2 C10 H10A 108.1 . . ?
C9 C10 H10A 108.1 . . ?
N2 C10 H10B 108.1 . . ?
C9 C10 H10B 108.1 . . ?
H10A C10 H10B 107.3 . . ?
N2 C11 C12 111.86(11) . . ?
N2 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
N2 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N1 C12 C11 113.03(11) . . ?
N1 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
O3 Li1 O1 112.54(11) 3_755 . ?
O3 Li1 N2 128.39(12) 3_755 . ?
O1 Li1 N2 117.26(11) . . ?
O3 Li1 N1 100.24(11) 3_755 . ?
O1 Li1 N1 96.99(10) . . ?
N2 Li1 N1 86.68(9) . . ?
O3 Li1 O2 80.58(8) 3_755 3_755 ?
O1 Li1 O2 85.21(9) . 3_755 ?
N2 Li1 O2 90.64(9) . 3_755 ?
N1 Li1 O2 177.10(12) . 3_755 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 1010102'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Li(OTf)(TMEDA)

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H32 F6 Li2 N4 O6 S2'
_chemical_formula_weight         544.44

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'
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pccn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   12.2852(14)
_cell_length_b                   13.5924(16)
_cell_length_c                   16.4701(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2750.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    4483
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.85

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9486
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.366[pixels/mm]
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17947
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3158
_reflns_number_gt                2364
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1237P)²+2.2735P] 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         3158
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.2276
_refine_ls_wR_factor_gt          0.2063
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.002

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 0.55816(5) 0.74650(4) 0.58617(4) 0.0392(3) Uani 1 1 d . . .
N1 N 0.7320(2) 1.04698(18) 0.58835(16) 0.0511(6) Uani 1 1 d . . .
N2 N 0.7626(2) 0.9523(2) 0.43088(16) 0.0516(6) Uani 1 1 d . . .
O1 O 0.6176(2) 0.65581(17) 0.58562(16) 0.0759(8) Uani 1 1 d . . .
F1 F 0.6165(4) 0.7712(4) 0.7338(2) 0.185(2) Uani 1 1 d . . .
O3 O 0.6198(2) 0.82984(18) 0.56537(19) 0.0834(9) Uani 1 1 d . . .
F2 F 0.4720(3) 0.8472(2) 0.70228(18) 0.1193(11) Uani 1 1 d . . .
C5 C 0.7242(4) 1.0534(3) 0.4396(3) 0.0798(12) Uani 1 1 d . . .
H5A H 0.6436 1.0537 0.4379 0.096 Uiso 1 1 calc R . .
H5B H 0.7507 1.0926 0.3930 0.096 Uiso 1 1 calc R . .
C3 C 0.8758(3) 0.9495(3) 0.4021(2) 0.0792(11) Uani 1 1 d . . .
H3A H 0.9001 0.8810 0.3984 0.119 Uiso 1 1 calc R . .
H3B H 0.9225 0.9853 0.4402 0.119 Uiso 1 1 calc R . .
H3C H 0.8803 0.9804 0.3484 0.119 Uiso 1 1 calc R . .
O2 O 0.4552(3) 0.7424(2) 0.5487(3) 0.1050(12) Uani 1 1 d . . .
C7 C 0.5273(5) 0.7635(3) 0.6909(3) 0.0887(14) Uani 1 1 d . . .
C2 C 0.6181(3) 1.0668(3) 0.6097(3) 0.0885(13) Uani 1 1 d . . .
H2A H 0.5995 1.0313 0.6596 0.133 Uiso 1 1 calc R . .
H2B H 0.5706 1.0447 0.5656 0.133 Uiso 1 1 calc R . .
H2C H 0.6082 1.1376 0.6183 0.133 Uiso 1 1 calc R . .
C6 C 0.7599(3) 1.1006(2) 0.5149(3) 0.0758(11) Uani 1 1 d . . .
H6A H 0.8399 1.1089 0.5129 0.091 Uiso 1 1 calc R . .
H6B H 0.7270 1.1670 0.5179 0.091 Uiso 1 1 calc R . .
C4 C 0.6939(4) 0.8987(4) 0.3734(3) 0.0909(13) Uani 1 1 d . . .
H4A H 0.6194 0.8951 0.3946 0.136 Uiso 1 1 calc R . .
H4B H 0.7225 0.8320 0.3660 0.136 Uiso 1 1 calc R . .
H4C H 0.6936 0.9330 0.3211 0.136 Uiso 1 1 calc R . .
F3 F 0.4715(5) 0.6913(3) 0.7198(3) 0.211(3) Uani 1 1 d . . .
C1 C 0.8034(5) 1.0782(4) 0.6542(3) 0.115(2) Uani 1 1 d . . .
H1A H 0.8794 1.0664 0.6388 0.173 Uiso 1 1 calc R . .
H1B H 0.7863 1.0406 0.7033 0.173 Uiso 1 1 calc R . .
H1C H 0.7926 1.1485 0.6647 0.173 Uiso 1 1 calc R . .
Li1 Li 0.7504(4) 0.9020(3) 0.5502(3) 0.0465(10) Uani 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 O3 1.405(2) . ?
S1 O2 1.408(3) . ?
S1 O1 1.433(2) . ?
S1 C7 1.780(4) . ?
N1 C6 1.454(5) . ?
N1 C1 1.458(5) . ?
N1 C2 1.467(4) . ?
N1 Li1 2.081(5) . ?
N2 C5 1.461(4) . ?
N2 C4 1.463(5) . ?
N2 C3 1.469(4) . ?
N2 Li1 2.085(6) . ?
O1 Li1 1.894(5) 2_665 ?
F1 C7 1.308(7) . ?
O3 Li1 1.897(5) . ?
F2 C7 1.338(5) . ?
C5 C6 1.463(6) . ?
C5 Li1 2.767(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C7 F3 1.289(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C6 Li1 2.763(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
Li1 O1 1.894(5) 2_665 ?

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 S1 O2 114.2(2) . . ?
O3 S1 O1 114.65(18) . . ?
O2 S1 O1 114.87(18) . . ?
O3 S1 C7 104.2(2) . . ?
O2 S1 C7 103.8(3) . . ?
O1 S1 C7 103.07(18) . . ?
C6 N1 C1 109.3(4) . . ?
C6 N1 C2 109.4(3) . . ?
C1 N1 C2 110.0(3) . . ?
C6 N1 Li1 101.4(2) . . ?
C1 N1 Li1 115.7(3) . . ?
C2 N1 Li1 110.5(2) . . ?
C5 N2 C4 110.2(3) . . ?
C5 N2 C3 111.2(3) . . ?
C4 N2 C3 109.0(3) . . ?
C5 N2 Li1 101.1(2) . . ?
C4 N2 Li1 113.9(3) . . ?
C3 N2 Li1 111.3(2) . . ?
S1 O1 Li1 142.7(2) . 2_665 ?
S1 O3 Li1 154.8(2) . . ?
N2 C5 C6 113.5(3) . . ?
N2 C5 Li1 47.71(18) . . ?
C6 C5 Li1 74.5(2) . . ?
N2 C5 H5A 108.9 . . ?
C6 C5 H5A 108.9 . . ?
Li1 C5 H5A 97.9 . . ?
N2 C5 H5B 108.9 . . ?
C6 C5 H5B 108.9 . . ?
Li1 C5 H5B 150.8 . . ?
H5A C5 H5B 107.7 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
F3 C7 F1 107.9(5) . . ?
F3 C7 F2 109.0(4) . . ?
F1 C7 F2 106.3(5) . . ?
F3 C7 S1 111.9(4) . . ?
F1 C7 S1 110.8(4) . . ?
F2 C7 S1 110.8(3) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C6 C5 114.5(3) . . ?
N1 C6 Li1 47.58(17) . . ?
C5 C6 Li1 74.8(2) . . ?
N1 C6 H6A 108.6 . . ?
C5 C6 H6A 108.6 . . ?
Li1 C6 H6A 99.2 . . ?
N1 C6 H6B 108.6 . . ?
C5 C6 H6B 108.6 . . ?
Li1 C6 H6B 149.7 . . ?
H6A C6 H6B 107.6 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 Li1 O3 117.9(3) 2_665 . ?
O1 Li1 N1 113.2(3) 2_665 . ?
O3 Li1 N1 110.9(2) . . ?
O1 Li1 N2 111.4(2) 2_665 . ?
O3 Li1 N2 110.8(3) . . ?
N1 Li1 N2 89.0(2) . . ?
O1 Li1 C6 115.8(2) 2_665 . ?
O3 Li1 C6 124.6(2) . . ?
N1 Li1 C6 31.05(13) . . ?
N2 Li1 C6 58.59(16) . . ?
O1 Li1 C5 127.7(2) 2_665 . ?
O3 Li1 C5 111.9(2) . . ?
N1 Li1 C5 58.79(16) . . ?
N2 Li1 C5 31.22(13) . . ?
C6 Li1 C5 30.67(13) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.605
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.079
_database_code_depnum_ccdc_archive 'CCDC 1010103'
