# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_TT
_database_code_depnum_ccdc_archive 'CCDC 1816744'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H8 O6'
_chemical_formula_moiety         'C20 H8 O6'
_chemical_formula_weight         344.28
_chemical_melting_point          ?
_chemical_absolute_configuration .

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'I 41 m d'
_space_group_name_Hall           'I 4bw -2'
_space_group_IT_number           109
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, x+1/2, z+1/4'
'-y, -x+1/2, z+1/4'
'-x, y, z'
'x, -y, z'
'-y, x+1/2, z+1/4'
'y, -x+1/2, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, x+1, z+3/4'
'-y+1/2, -x+1, z+3/4'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1, z+3/4'
'y+1/2, -x+1, z+3/4'
#------------------------------------------------------------------------------
_cell_length_a                   10.781(3)
_cell_length_b                   10.781(3)
_cell_length_c                   12.687(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1474.6(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2465
_cell_measurement_theta_min      3.78
_cell_measurement_theta_max      27.44
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704.00
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  0.992

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            5556
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_theta_max         27.444
_diffrn_reflns_theta_min         3.780
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             899
_reflns_number_gt                853
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.857
_reflns_Friedel_fraction_max     0.924
_reflns_Friedel_fraction_full    0.931

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0735
_refine_ls_wR_factor_gt          0.0727
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         899
_refine_ls_number_parameters     67
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0447P)²+0.2452P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.18
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(5)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.000000 0.74826(16) 0.84617(16) 0.0209(4) Uani 1 2 d S T P . .
O2 O 0.80220(11) 0.74627(12) 0.51220(12) 0.0238(4) Uani 1 1 d . . . . .
C1 C 1.000000 0.5623(2) 0.7465(2) 0.0137(5) Uani 1 2 d S T P . .
C2 C 1.000000 0.6348(2) 0.84503(19) 0.0172(5) Uani 1 2 d S T P . .
C3 C 1.000000 0.5624(3) 0.9433(2) 0.0304(7) Uani 1 2 d S T P . .
H3 H 1.000000 0.605122 1.008827 0.036 Uiso 1 2 calc R U P . .
C4 C 0.88853(15) 0.56235(14) 0.58170(13) 0.0139(4) Uani 1 1 d . . . . .
C5 C 0.79426(15) 0.63436(15) 0.52434(14) 0.0168(4) Uani 1 1 d . . . . .
C6 C 0.69101(19) 0.56213(18) 0.47774(16) 0.0239(5) Uani 1 1 d . . . . .
H6 H 0.623042 0.605041 0.447059 0.029 Uiso 1 1 calc R U . . .
C7 C 1.000000 0.6210(2) 0.63738(19) 0.0137(5) Uani 1 2 d S T P . .
H7 H 1.000001 0.713715 0.637512 0.016 Uiso 1 2 calc R U P . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    SIR97
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C2 1.223(3) . ?
O2 C5 1.219(2) . ?
C1 C1 1.344(4) 2_765 ?
C1 C2 1.474(3) . ?
C1 C7 1.522(4) . ?
C2 C3 1.471(4) . ?
C3 C3 1.346(6) 2_765 ?
C3 H3 0.9500 . ?
C4 C4 1.344(3) 6_565 ?
C4 C5 1.472(2) . ?
C4 C7 1.530(2) . ?
C5 C6 1.482(2) . ?
C6 C6 1.340(4) 6_565 ?
C6 H6 0.9500 . ?
C7 C4 1.531(2) 5_755 ?
C7 H7 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
C1 C1 C2 122.00(14) 2_765 . ?
C1 C1 C7 114.54(13) 2_765 . ?
C2 C1 C7 123.5(2) . . ?
O1 C2 C3 121.4(2) . . ?
O1 C2 C1 122.7(2) . . ?
C3 C2 C1 116.0(2) . . ?
C3 C3 C2 122.03(16) 2_765 . ?
C3 C3 H3 119.0 2_765 . ?
C2 C3 H3 119.0 . . ?
C4 C4 C5 121.84(8) 6_565 . ?
C4 C4 C7 114.39(11) 6_565 . ?
C5 C4 C7 123.55(15) . . ?
O2 C5 C4 122.42(14) . . ?
O2 C5 C6 121.50(16) . . ?
C4 C5 C6 116.04(14) . . ?
C6 C6 C5 121.71(10) 6_565 . ?
C6 C6 H6 119.1 6_565 . ?
C5 C6 H6 119.1 . . ?
C1 C7 C4 104.38(14) . . ?
C1 C7 C4 104.38(14) . 5_755 ?
C4 C7 C4 103.5(2) . 5_755 ?
C1 C7 H7 114.4 . . ?
C4 C7 H7 114.4 . . ?
C4 C7 H7 114.4 5_755 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C1 C2 O1 180.000(1) 2_765 . . . ?
C7 C1 C2 O1 0.000(1) . . . . ?
C1 C1 C2 C3 0.000(1) 2_765 . . . ?
C7 C1 C2 C3 180.000(1) . . . . ?
O1 C2 C3 C3 180.000(1) . . . 2_765 ?
C1 C2 C3 C3 0.000(2) . . . 2_765 ?
C4 C4 C5 O2 -170.21(13) 6_565 . . . ?
C7 C4 C5 O2 4.1(3) . . . . ?
C4 C4 C5 C6 7.2(2) 6_565 . . . ?
C7 C4 C5 C6 -178.42(17) . . . . ?
O2 C5 C6 C6 170.25(12) . . . 6_565 ?
C4 C5 C6 C6 -7.2(2) . . . 6_565 ?
C1 C1 C7 C4 54.15(12) 2_765 . . . ?
C2 C1 C7 C4 -125.85(12) . . . . ?
C1 C1 C7 C4 -54.15(12) 2_765 . . 5_755 ?
C2 C1 C7 C4 125.85(12) . . . 5_755 ?
C4 C4 C7 C1 -54.06(15) 6_565 . . . ?
C5 C4 C7 C1 131.20(17) . . . . ?
C4 C4 C7 C4 54.91(17) 6_565 . . 5_755 ?
C5 C4 C7 C4 -119.83(17) . . . 5_755 ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.




####################################################################### 
# 
# 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_Rb3TT
_database_code_depnum_ccdc_archive 'CCDC 1816746'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H8 O6 Rb3'
_chemical_formula_moiety         'C20 H8 O6 Rb3'
_chemical_formula_weight         600.68
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      hexagonal
_space_group_name_H-M_alt        'P 6/m'
_space_group_name_Hall           '-P 6'
_space_group_IT_number           175
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -Y,+X-Y,+Z
3 -X+Y,-X,+Z
4 -X,-Y,+Z
5 +Y,-X+Y,+Z
6 +X-Y,+X,+Z
7 -X,-Y,-Z
8 +Y,-X+Y,-Z
9 +X-Y,+X,-Z
10 +X,+Y,-Z
11 -Y,+X-Y,-Z
12 -X+Y,-X,-Z
#------------------------------------------------------------------------------
_cell_length_a                   11.6406(19)
_cell_length_b                   11.6406(19)
_cell_length_c                   8.6575(14)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                120.0000
_cell_volume                     1016.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3264
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.45
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             574.00
_exptl_absorpt_coefficient_mu    7.217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  0.930

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            8096
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_theta_max         27.456
_diffrn_reflns_theta_min         3.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             827
_reflns_number_gt                815
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0617
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         827
_refine_ls_number_parameters     46
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0292P)²+1.9709P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.72
_refine_diff_density_min         -0.81
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Rb Rb -0.9393 2.9676
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
RB6 Rb 0.68697(3) 0.13053(3) 0.000000 0.01670(13) Uani 1 2 d S T P . .
O5 O 0.89604(15) 0.34665(15) 0.18408(19) 0.0142(3) Uani 1 1 d . . . . .
C1 C 1.0045(2) 0.3531(2) 0.4209(3) 0.0134(4) Uani 1 1 d . . . . .
H1 H 1.077154 0.355419 0.368244 0.016 Uiso 1 1 calc R U . . .
C2 C 0.89826(19) 0.34980(19) 0.3310(3) 0.0106(4) Uani 1 1 d . . . . .
C3 C 0.7913(2) 0.34315(19) 0.4209(2) 0.0097(4) Uani 1 1 d . . . . .
C4 C 0.666667 0.333333 0.3511(4) 0.0093(6) Uani 1 3 d S T P . .
H4 H 0.666666 0.333333 0.235585 0.011 Uiso 1 3 calc R U P . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
RB6 O5 2.8608(16) 9_545 ?
RB6 O5 2.8608(16) 6_545 ?
RB6 O5 2.9443(16) . ?
RB6 O5 2.9444(16) 10 ?
RB6 O5 3.0586(17) 12_665 ?
RB6 O5 3.0586(17) 3_665 ?
RB6 C2 3.710(2) 9_545 ?
RB6 C2 3.710(2) 6_545 ?
RB6 RB6 3.8671(9) 7_655 ?
RB6 RB6 4.3084(9) 2_655 ?
RB6 RB6 4.3084(9) 3_665 ?
RB6 RB6 4.5959(8) 8_665 ?
O5 C2 1.272(3) . ?
O5 RB6 2.8608(16) 8_665 ?
O5 RB6 3.0586(17) 2_655 ?
C1 C1 1.369(4) 10_556 ?
C1 C2 1.445(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.437(3) . ?
C2 RB6 3.710(2) 8_665 ?
C3 C3 1.370(4) 10_556 ?
C3 C4 1.522(2) . ?
C4 C3 1.522(2) 3_665 ?
C4 C3 1.522(2) 2_655 ?
C4 H4 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
O5 RB6 O5 67.71(7) 9_545 6_545 ?
O5 RB6 O5 161.09(6) 9_545 . ?
O5 RB6 O5 110.06(6) 6_545 . ?
O5 RB6 O5 110.06(6) 9_545 10 ?
O5 RB6 O5 161.09(6) 6_545 10 ?
O5 RB6 O5 65.54(6) . 10 ?
O5 RB6 O5 64.35(5) 9_545 12_665 ?
O5 RB6 O5 98.49(4) 6_545 12_665 ?
O5 RB6 O5 133.30(5) . 12_665 ?
O5 RB6 O5 97.00(6) 10 12_665 ?
O5 RB6 O5 98.49(4) 9_545 3_665 ?
O5 RB6 O5 64.35(5) 6_545 3_665 ?
O5 RB6 O5 96.99(6) . 3_665 ?
O5 RB6 O5 133.30(5) 10 3_665 ?
O5 RB6 O5 62.81(6) 12_665 3_665 ?
O5 RB6 C2 16.73(5) 9_545 9_545 ?
O5 RB6 C2 84.43(5) 6_545 9_545 ?
O5 RB6 C2 155.95(4) . 9_545 ?
O5 RB6 C2 94.41(5) 10 9_545 ?
O5 RB6 C2 58.84(4) 12_665 9_545 ?
O5 RB6 C2 106.72(5) 3_665 9_545 ?
O5 RB6 C2 84.43(5) 9_545 6_545 ?
O5 RB6 C2 16.73(5) 6_545 6_545 ?
O5 RB6 C2 94.42(5) . 6_545 ?
O5 RB6 C2 155.95(4) 10 6_545 ?
O5 RB6 C2 106.72(5) 12_665 6_545 ?
O5 RB6 C2 58.84(4) 3_665 6_545 ?
C2 RB6 C2 101.15(7) 9_545 6_545 ?
O5 RB6 RB6 51.47(3) 9_545 7_655 ?
O5 RB6 RB6 51.47(3) 6_545 7_655 ?
O5 RB6 RB6 142.77(3) . 7_655 ?
O5 RB6 RB6 142.77(3) 10 7_655 ?
O5 RB6 RB6 47.03(3) 12_665 7_655 ?
O5 RB6 RB6 47.03(3) 3_665 7_655 ?
C2 RB6 RB6 61.25(3) 9_545 7_655 ?
C2 RB6 RB6 61.25(3) 6_545 7_655 ?
O5 RB6 RB6 144.76(3) 9_545 2_655 ?
O5 RB6 RB6 144.76(3) 6_545 2_655 ?
O5 RB6 RB6 45.20(3) . 2_655 ?
O5 RB6 RB6 45.20(3) 10 2_655 ?
O5 RB6 RB6 91.00(3) 12_665 2_655 ?
O5 RB6 RB6 91.00(3) 3_665 2_655 ?
C2 RB6 RB6 128.55(3) 9_545 2_655 ?
C2 RB6 RB6 128.55(3) 6_545 2_655 ?
RB6 RB6 RB6 128.164(13) 7_655 2_655 ?
O5 RB6 RB6 106.14(3) 9_545 3_665 ?
O5 RB6 RB6 106.14(3) 6_545 3_665 ?
O5 RB6 RB6 92.58(3) . 3_665 ?
O5 RB6 RB6 92.58(3) 10 3_665 ?
O5 RB6 RB6 43.09(3) 12_665 3_665 ?
O5 RB6 RB6 43.09(3) 3_665 3_665 ?
C2 RB6 RB6 101.89(3) 9_545 3_665 ?
C2 RB6 RB6 101.89(3) 6_545 3_665 ?
RB6 RB6 RB6 68.165(13) 7_655 3_665 ?
RB6 RB6 RB6 60.0 2_655 3_665 ?
O5 RB6 RB6 128.87(3) 9_545 8_665 ?
O5 RB6 RB6 128.87(3) 6_545 8_665 ?
O5 RB6 RB6 37.02(3) . 8_665 ?
O5 RB6 RB6 37.02(3) 10 8_665 ?
O5 RB6 RB6 132.64(3) 12_665 8_665 ?
O5 RB6 RB6 132.64(3) 3_665 8_665 ?
C2 RB6 RB6 118.97(3) 9_545 8_665 ?
C2 RB6 RB6 118.97(3) 6_545 8_665 ?
RB6 RB6 RB6 179.523(11) 7_655 8_665 ?
RB6 RB6 RB6 51.359(10) 2_655 8_665 ?
RB6 RB6 RB6 111.358(10) 3_665 8_665 ?
C2 O5 RB6 122.95(13) . 8_665 ?
C2 O5 RB6 124.19(13) . . ?
RB6 O5 RB6 104.68(5) 8_665 . ?
C2 O5 RB6 120.44(13) . 2_655 ?
RB6 O5 RB6 81.51(4) 8_665 2_655 ?
RB6 O5 RB6 91.71(5) . 2_655 ?
C1 C1 C2 122.61(12) 10_556 . ?
C1 C1 H1 118.7 10_556 . ?
C2 C1 H1 118.7 . . ?
O5 C2 C3 122.36(19) . . ?
O5 C2 C1 122.98(19) . . ?
C3 C2 C1 114.59(19) . . ?
O5 C2 RB6 40.32(10) . 8_665 ?
C3 C2 RB6 156.70(14) . 8_665 ?
C1 C2 RB6 85.44(12) . 8_665 ?
C3 C3 C2 122.79(12) 10_556 . ?
C3 C3 C4 113.39(15) 10_556 . ?
C2 C3 C4 123.8(2) . . ?
C3 C4 C3 105.28(17) . 3_665 ?
C3 C4 C3 105.28(17) . 2_655 ?
C3 C4 C3 105.28(17) 3_665 2_655 ?
C3 C4 H4 113.4 . . ?
C3 C4 H4 113.4 3_665 . ?
C3 C4 H4 113.4 2_655 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
RB6 O5 C2 C3 159.03(14) 8_665 . . . ?
RB6 O5 C2 C3 -57.3(3) . . . . ?
RB6 O5 C2 C3 58.9(2) 2_655 . . . ?
RB6 O5 C2 C1 -24.4(3) 8_665 . . . ?
RB6 O5 C2 C1 119.27(18) . . . . ?
RB6 O5 C2 C1 -124.56(18) 2_655 . . . ?
RB6 O5 C2 RB6 143.6(2) . . . 8_665 ?
RB6 O5 C2 RB6 -100.18(15) 2_655 . . 8_665 ?
C1 C1 C2 O5 -178.31(14) 10_556 . . . ?
C1 C1 C2 C3 -1.5(2) 10_556 . . . ?
C1 C1 C2 RB6 166.15(7) 10_556 . . 8_665 ?
O5 C2 C3 C3 178.33(14) . . . 10_556 ?
C1 C2 C3 C3 1.5(2) . . . 10_556 ?
RB6 C2 C3 C3 -145.8(3) 8_665 . . 10_556 ?
O5 C2 C3 C4 -0.7(3) . . . . ?
C1 C2 C3 C4 -177.55(16) . . . . ?
RB6 C2 C3 C4 35.1(4) 8_665 . . . ?
C3 C3 C4 C3 -55.48(16) 10_556 . . 3_665 ?
C2 C3 C4 C3 123.6(3) . . . 3_665 ?
C3 C3 C4 C3 55.49(16) 10_556 . . 2_655 ?
C2 C3 C4 C3 -125.4(3) . . . 2_655 ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.







#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_Li3TT
_database_code_depnum_ccdc_archive 'CCDC 1816745'
_audit_update_record             
;
2018-01-13 deposited with the CCDC.
2018-02-12 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_Li3TT               
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        8.6 Ratio
RESPONSE: The carbon atoms which show large Ueq belong to solvent molecule (acetonitrile) and possibly have positional disorder. 
;
# Added during the CSD deposition process: Saturday 13 January 2018 08:11 AM
# end Validation Reply Form


#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C22 H17 Li3 N O9'
_chemical_formula_moiety         'C22 H17 Li3 N O9'
_chemical_formula_weight         460.20
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.739(5)
_cell_length_b                   10.881(6)
_cell_length_c                   11.611(6)
_cell_angle_alpha                116.488(6)
_cell_angle_beta                 92.9867(14)
_cell_angle_gamma                110.107(5)
_cell_volume                     1002.8(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2665
_cell_measurement_theta_min      3.41
_cell_measurement_theta_max      27.43
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             474.00
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_T_max  0.997

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            8081
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_theta_max         27.449
_diffrn_reflns_theta_min         3.411
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4390
_reflns_number_gt                3032
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1300
_refine_ls_wR_factor_gt          0.1113
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         4390
_refine_ls_number_parameters     341
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0434P)²+1.1477P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Li Li -0.0003 0.0001
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.71640(17) 0.37769(18) 0.58380(15) 0.0131(3) Uani 1 1 d . . . . .
O2 O 0.37304(18) 0.70158(18) 0.72006(16) 0.0149(4) Uani 1 1 d . . . . .
O3 O 0.58093(18) 0.22151(18) 0.83603(15) 0.0139(3) Uani 1 1 d . . . . .
O4 O 0.17006(18) 0.46528(19) 0.95980(16) 0.0153(4) Uani 1 1 d . . . . .
O5 O 0.26570(17) -0.07429(17) 0.39399(15) 0.0122(3) Uani 1 1 d . . . . .
O6 O -0.05621(17) 0.27209(17) 0.52969(15) 0.0118(3) Uani 1 1 d . . . . .
O7 O 1.0723(2) 0.6281(2) 0.66695(19) 0.0203(4) Uani 1 1 d . . . . .
O8 O 0.9193(2) 0.4266(2) 0.82046(17) 0.0160(4) Uani 1 1 d . . . . .
O9 O 0.6087(2) 0.0759(2) 0.32923(19) 0.0237(4) Uani 1 1 d . . . . .
N1 N 0.8335(3) 0.1556(3) 0.9158(2) 0.0312(6) Uani 1 1 d . . . . .
C1 C 0.4843(2) 0.3922(2) 0.6308(2) 0.0100(4) Uani 1 1 d . . . . .
C2 C 0.6319(2) 0.4497(3) 0.6081(2) 0.0109(4) Uani 1 1 d . . . . .
C3 C 0.6826(3) 0.5985(3) 0.6242(2) 0.0128(5) Uani 1 1 d . . . . .
H3 H 0.778809 0.641785 0.610537 0.015 Uiso 1 1 calc R U . . .
C4 C 0.5961(2) 0.6795(3) 0.6586(2) 0.0119(4) Uani 1 1 d . . . . .
H4 H 0.634257 0.777121 0.667504 0.014 Uiso 1 1 calc R U . . .
C5 C 0.4491(3) 0.6221(3) 0.6818(2) 0.0121(5) Uani 1 1 d . . . . .
C6 C 0.4003(2) 0.4742(3) 0.6681(2) 0.0109(4) Uani 1 1 d . . . . .
C7 C 0.3962(2) 0.2897(2) 0.7696(2) 0.0108(4) Uani 1 1 d . . . . .
C8 C 0.4830(2) 0.2762(2) 0.8646(2) 0.0110(4) Uani 1 1 d . . . . .
C9 C 0.4479(3) 0.3249(3) 0.9930(2) 0.0134(5) Uani 1 1 d . . . . .
H9 H 0.498584 0.314839 1.058274 0.016 Uiso 1 1 calc R U . . .
C10 C 0.3439(3) 0.3849(3) 1.0228(2) 0.0122(5) Uani 1 1 d . . . . .
H10 H 0.320960 0.410897 1.106891 0.015 Uiso 1 1 calc R U . . .
C11 C 0.2679(2) 0.4102(3) 0.9316(2) 0.0119(4) Uani 1 1 d . . . . .
C12 C 0.3050(2) 0.3633(2) 0.8039(2) 0.0101(4) Uani 1 1 d . . . . .
C13 C 0.2547(2) 0.1612(3) 0.5380(2) 0.0100(4) Uani 1 1 d . . . . .
C14 C 0.1933(2) 0.0105(3) 0.4255(2) 0.0108(4) Uani 1 1 d . . . . .
C15 C 0.0455(2) -0.0393(3) 0.3474(2) 0.0116(4) Uani 1 1 d . . . . .
H15 H 0.002773 -0.135585 0.269742 0.014 Uiso 1 1 calc R U . . .
C16 C -0.0355(2) 0.0469(3) 0.3809(2) 0.0114(4) Uani 1 1 d . . . . .
H16 H -0.131586 0.009805 0.325067 0.014 Uiso 1 1 calc R U . . .
C17 C 0.0211(2) 0.1920(3) 0.4981(2) 0.0108(4) Uani 1 1 d . . . . .
C18 C 0.1719(2) 0.2448(2) 0.5733(2) 0.0099(4) Uani 1 1 d . . . . .
C19 C 0.4142(2) 0.2419(2) 0.6280(2) 0.0100(4) Uani 1 1 d . . . . .
H19 H 0.475593 0.181136 0.600690 0.012 Uiso 1 1 calc R U . . .
C20 C 0.2545(2) 0.3975(2) 0.6989(2) 0.0109(4) Uani 1 1 d . . . . .
H20 H 0.193230 0.458365 0.726739 0.013 Uiso 1 1 calc R U . . .
C21 C 0.8272(7) 0.0375(5) 1.0680(4) 0.0854(18) Uani 1 1 d . . . . .
H21A H 0.816112 -0.066522 1.014684 0.102 Uiso 1 1 calc R U . . .
H21B H 0.742206 0.038531 1.109410 0.102 Uiso 1 1 calc R U . . .
H21C H 0.921714 0.096036 1.137107 0.102 Uiso 1 1 calc R U . . .
C22 C 0.8298(4) 0.1043(4) 0.9823(3) 0.0404(8) Uani 1 1 d . . . . .
LI1 Li 0.9279(5) 0.4531(5) 0.6637(4) 0.0195(9) Uani 1 1 d . . . . .
LI2 Li 0.7661(5) 0.2278(5) 0.7930(4) 0.0200(9) Uani 1 1 d . . . . .
LI3 Li 0.7197(5) 0.1794(5) 0.5056(4) 0.0183(9) Uani 1 1 d . . . . .
H1 H 1.176(5) 0.650(5) 0.686(4) 0.075(14) Uiso 1 1 d . . . . .
H2 H 1.059(4) 0.651(4) 0.605(4) 0.056(12) Uiso 1 1 d . . . . .
H5 H 0.882(4) 0.480(4) 0.893(4) 0.042(9) Uiso 1 1 d . . . . .
H6 H 1.005(4) 0.442(4) 0.858(3) 0.039(10) Uiso 1 1 d . . . . .
H7 H 0.599(4) 0.138(4) 0.305(4) 0.053(11) Uiso 1 1 d . . . . .
H8 H 0.535(5) -0.016(5) 0.278(4) 0.078(15) Uiso 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C2 1.281(3) . ?
O1 LI1 1.933(5) . ?
O1 LI3 1.946(5) . ?
O2 C5 1.275(3) . ?
O3 C8 1.273(3) . ?
O3 LI2 1.883(4) . ?
O4 C11 1.274(3) . ?
O5 C14 1.287(3) . ?
O5 LI2 1.985(5) 2_656 ?
O5 LI3 1.993(4) 2_656 ?
O6 C17 1.287(3) . ?
O6 LI1 1.955(5) 1_455 ?
O6 LI3 2.007(5) 1_455 ?
O7 LI1 1.922(5) . ?
O7 H1 0.95(5) . ?
O7 H2 0.88(4) . ?
O8 LI1 1.967(5) . ?
O8 LI2 2.030(5) . ?
O8 H5 0.96(4) . ?
O8 H6 0.84(4) . ?
O9 LI3 1.872(5) . ?
O9 H7 0.87(4) . ?
O9 H8 0.89(5) . ?
N1 C22 1.132(4) . ?
N1 LI2 2.083(5) . ?
C1 C6 1.359(3) . ?
C1 C2 1.447(3) . ?
C1 C19 1.525(3) . ?
C2 C3 1.439(3) . ?
C3 C4 1.371(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.445(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.442(3) . ?
C6 C20 1.531(3) . ?
C7 C12 1.353(3) . ?
C7 C8 1.445(3) . ?
C7 C19 1.527(3) . ?
C8 C9 1.446(3) . ?
C9 C10 1.364(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.437(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.448(3) . ?
C12 C20 1.528(3) . ?
C13 C18 1.361(3) . ?
C13 C14 1.444(3) . ?
C13 C19 1.533(3) . ?
C14 C15 1.442(3) . ?
C15 C16 1.367(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.434(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.444(3) . ?
C18 C20 1.527(3) . ?
C19 H19 1.0000 . ?
C20 H20 1.0000 . ?
C21 C22 1.467(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
LI1 O6 1.955(5) 1_655 ?
LI1 LI3 2.633(6) . ?
LI1 LI2 3.409(6) . ?
LI2 O5 1.985(5) 2_656 ?
LI2 LI3 3.119(6) . ?
LI2 H5 2.24(3) . ?
LI3 O5 1.993(4) 2_656 ?
LI3 O6 2.007(4) 1_655 ?
LI3 H7 2.33(4) . ?

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 O1 LI1 128.2(2) . . ?
C2 O1 LI3 145.1(2) . . ?
LI1 O1 LI3 85.51(18) . . ?
C8 O3 LI2 152.4(2) . . ?
C14 O5 LI2 121.44(19) . 2_656 ?
C14 O5 LI3 120.53(18) . 2_656 ?
LI2 O5 LI3 103.29(19) 2_656 2_656 ?
C17 O6 LI1 146.4(2) . 1_455 ?
C17 O6 LI3 121.74(19) . 1_455 ?
LI1 O6 LI3 83.28(19) 1_455 1_455 ?
LI1 O7 H1 119(3) . . ?
LI1 O7 H2 122(3) . . ?
H1 O7 H2 105(3) . . ?
LI1 O8 LI2 117.0(2) . . ?
LI1 O8 H5 124(2) . . ?
LI2 O8 H5 90(2) . . ?
LI1 O8 H6 111(2) . . ?
LI2 O8 H6 109(2) . . ?
H5 O8 H6 103(3) . . ?
LI3 O9 H7 111(3) . . ?
LI3 O9 H8 133(3) . . ?
H7 O9 H8 110(4) . . ?
C22 N1 LI2 161.3(3) . . ?
C6 C1 C2 122.5(2) . . ?
C6 C1 C19 113.35(19) . . ?
C2 C1 C19 123.92(19) . . ?
O1 C2 C3 121.8(2) . . ?
O1 C2 C1 122.5(2) . . ?
C3 C2 C1 115.54(19) . . ?
C4 C3 C2 121.9(2) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 122.5(2) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
O2 C5 C6 122.7(2) . . ?
O2 C5 C4 121.8(2) . . ?
C6 C5 C4 115.38(19) . . ?
C1 C6 C5 122.2(2) . . ?
C1 C6 C20 113.8(2) . . ?
C5 C6 C20 123.98(19) . . ?
C12 C7 C8 122.2(2) . . ?
C12 C7 C19 113.80(19) . . ?
C8 C7 C19 123.54(19) . . ?
O3 C8 C7 122.2(2) . . ?
O3 C8 C9 122.4(2) . . ?
C7 C8 C9 115.42(19) . . ?
C10 C9 C8 121.8(2) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 122.3(2) . . ?
C9 C10 H10 118.8 . . ?
C11 C10 H10 118.8 . . ?
O4 C11 C10 121.9(2) . . ?
O4 C11 C12 122.3(2) . . ?
C10 C11 C12 115.7(2) . . ?
C7 C12 C11 121.8(2) . . ?
C7 C12 C20 113.42(19) . . ?
C11 C12 C20 124.70(19) . . ?
C18 C13 C14 121.4(2) . . ?
C18 C13 C19 113.8(2) . . ?
C14 C13 C19 124.78(19) . . ?
O5 C14 C15 121.3(2) . . ?
O5 C14 C13 122.9(2) . . ?
C15 C14 C13 115.79(19) . . ?
C16 C15 C14 122.4(2) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C17 121.6(2) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
O6 C17 C16 121.3(2) . . ?
O6 C17 C18 122.6(2) . . ?
C16 C17 C18 115.96(19) . . ?
C13 C18 C17 122.5(2) . . ?
C13 C18 C20 113.2(2) . . ?
C17 C18 C20 124.32(19) . . ?
C1 C19 C7 102.50(17) . . ?
C1 C19 C13 105.77(17) . . ?
C7 C19 C13 106.61(17) . . ?
C1 C19 H19 113.7 . . ?
C7 C19 H19 113.7 . . ?
C13 C19 H19 113.7 . . ?
C18 C20 C12 105.61(18) . . ?
C18 C20 C6 104.76(17) . . ?
C12 C20 C6 104.90(18) . . ?
C18 C20 H20 113.6 . . ?
C12 C20 H20 113.6 . . ?
C6 C20 H20 113.6 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 C21 179.1(4) . . ?
O7 LI1 O1 120.3(2) . . ?
O7 LI1 O6 109.8(2) . 1_655 ?
O1 LI1 O6 92.3(2) . 1_655 ?
O7 LI1 O8 123.3(2) . . ?
O1 LI1 O8 101.6(2) . . ?
O6 LI1 O8 104.2(2) 1_655 . ?
O7 LI1 LI3 143.7(2) . . ?
O1 LI1 LI3 47.44(14) . . ?
O6 LI1 LI3 49.20(14) 1_655 . ?
O8 LI1 LI3 92.59(19) . . ?
O7 LI1 LI2 155.3(2) . . ?
O1 LI1 LI2 78.58(16) . . ?
O6 LI1 LI2 83.20(16) 1_655 . ?
O8 LI1 LI2 32.05(12) . . ?
LI3 LI1 LI2 60.56(15) . . ?
O3 LI2 O5 111.1(2) . 2_656 ?
O3 LI2 O8 117.8(2) . . ?
O5 LI2 O8 107.0(2) 2_656 . ?
O3 LI2 N1 98.1(2) . . ?
O5 LI2 N1 108.3(2) 2_656 . ?
O8 LI2 N1 114.3(2) . . ?
O3 LI2 LI3 104.19(19) . . ?
O5 LI2 LI3 38.45(12) 2_656 . ?
O8 LI2 LI3 78.25(16) . . ?
N1 LI2 LI3 145.2(2) . . ?
O3 LI2 LI1 117.6(2) . . ?
O5 LI2 LI1 79.34(16) 2_656 . ?
O8 LI2 LI1 30.95(11) . . ?
N1 LI2 LI1 138.4(2) . . ?
LI3 LI2 LI1 47.32(12) . . ?
O3 LI2 H5 95.7(9) . . ?
O5 LI2 H5 129.8(9) 2_656 . ?
O8 LI2 H5 25.3(9) . . ?
N1 LI2 H5 109.0(9) . . ?
LI3 LI2 H5 95.2(9) . . ?
LI1 LI2 H5 50.4(9) . . ?
O9 LI3 O1 105.8(2) . . ?
O9 LI3 O5 122.4(2) . 2_656 ?
O1 LI3 O5 124.5(2) . 2_656 ?
O9 LI3 O6 114.2(2) . 1_655 ?
O1 LI3 O6 90.41(18) . 1_655 ?
O5 LI3 O6 93.23(18) 2_656 1_655 ?
O9 LI3 LI1 134.4(2) . . ?
O1 LI3 LI1 47.05(14) . . ?
O5 LI3 LI1 101.8(2) 2_656 . ?
O6 LI3 LI1 47.52(14) 1_655 . ?
O9 LI3 LI2 151.9(2) . . ?
O1 LI3 LI2 86.38(17) . . ?
O5 LI3 LI2 38.26(12) 2_656 . ?
O6 LI3 LI2 90.48(17) 1_655 . ?
LI1 LI3 LI2 72.12(16) . . ?
O9 LI3 H7 20.4(10) . . ?
O1 LI3 H7 86.3(10) . . ?
O5 LI3 H7 142.3(10) 2_656 . ?
O6 LI3 H7 109.2(9) 1_655 . ?
LI1 LI3 H7 115.7(10) . . ?
LI2 LI3 H7 159.0(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
LI1 O1 C2 C3 43.1(3) . . . . ?
LI3 O1 C2 C3 -154.6(3) . . . . ?
LI1 O1 C2 C1 -132.3(2) . . . . ?
LI3 O1 C2 C1 30.1(4) . . . . ?
C6 C1 C2 O1 174.0(2) . . . . ?
C19 C1 C2 O1 -0.1(3) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
C19 C1 C2 C3 -175.77(19) . . . . ?
O1 C2 C3 C4 -175.7(2) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 O2 176.5(2) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C2 C1 C6 C5 3.0(3) . . . . ?
C19 C1 C6 C5 177.72(19) . . . . ?
C2 C1 C6 C20 -174.73(19) . . . . ?
C19 C1 C6 C20 0.0(3) . . . . ?
O2 C5 C6 C1 -178.1(2) . . . . ?
C4 C5 C6 C1 -2.5(3) . . . . ?
O2 C5 C6 C20 -0.6(3) . . . . ?
C4 C5 C6 C20 175.0(2) . . . . ?
LI2 O3 C8 C7 68.1(5) . . . . ?
LI2 O3 C8 C9 -113.7(4) . . . . ?
C12 C7 C8 O3 -172.2(2) . . . . ?
C19 C7 C8 O3 -0.6(3) . . . . ?
C12 C7 C8 C9 9.5(3) . . . . ?
C19 C7 C8 C9 -178.9(2) . . . . ?
O3 C8 C9 C10 179.2(2) . . . . ?
C7 C8 C9 C10 -2.5(3) . . . . ?
C8 C9 C10 C11 -3.0(4) . . . . ?
C9 C10 C11 O4 179.5(2) . . . . ?
C9 C10 C11 C12 2.0(3) . . . . ?
C8 C7 C12 C11 -11.0(3) . . . . ?
C19 C7 C12 C11 176.62(19) . . . . ?
C8 C7 C12 C20 165.90(19) . . . . ?
C19 C7 C12 C20 -6.5(3) . . . . ?
O4 C11 C12 C7 -172.5(2) . . . . ?
C10 C11 C12 C7 5.0(3) . . . . ?
O4 C11 C12 C20 11.0(3) . . . . ?
C10 C11 C12 C20 -171.6(2) . . . . ?
LI2 O5 C14 C15 28.4(3) 2_656 . . . ?
LI3 O5 C14 C15 -104.0(2) 2_656 . . . ?
LI2 O5 C14 C13 -150.1(2) 2_656 . . . ?
LI3 O5 C14 C13 77.6(3) 2_656 . . . ?
C18 C13 C14 O5 -176.1(2) . . . . ?
C19 C13 C14 O5 3.6(3) . . . . ?
C18 C13 C14 C15 5.4(3) . . . . ?
C19 C13 C14 C15 -174.93(19) . . . . ?
O5 C14 C15 C16 178.1(2) . . . . ?
C13 C14 C15 C16 -3.3(3) . . . . ?
C14 C15 C16 C17 -1.2(3) . . . . ?
LI1 O6 C17 C16 172.5(3) 1_455 . . . ?
LI3 O6 C17 C16 39.4(3) 1_455 . . . ?
LI1 O6 C17 C18 -11.0(4) 1_455 . . . ?
LI3 O6 C17 C18 -144.0(2) 1_455 . . . ?
C15 C16 C17 O6 -179.4(2) . . . . ?
C15 C16 C17 C18 3.8(3) . . . . ?
C14 C13 C18 C17 -2.9(3) . . . . ?
C19 C13 C18 C17 177.37(18) . . . . ?
C14 C13 C18 C20 176.99(18) . . . . ?
C19 C13 C18 C20 -2.7(3) . . . . ?
O6 C17 C18 C13 -178.5(2) . . . . ?
C16 C17 C18 C13 -1.8(3) . . . . ?
O6 C17 C18 C20 1.6(3) . . . . ?
C16 C17 C18 C20 178.36(19) . . . . ?
C6 C1 C19 C7 -56.9(2) . . . . ?
C2 C1 C19 C7 117.8(2) . . . . ?
C6 C1 C19 C13 54.7(2) . . . . ?
C2 C1 C19 C13 -130.7(2) . . . . ?
C12 C7 C19 C1 61.0(2) . . . . ?
C8 C7 C19 C1 -111.2(2) . . . . ?
C12 C7 C19 C13 -49.9(2) . . . . ?
C8 C7 C19 C13 137.9(2) . . . . ?
C18 C13 C19 C1 -53.3(2) . . . . ?
C14 C13 C19 C1 127.0(2) . . . . ?
C18 C13 C19 C7 55.3(2) . . . . ?
C14 C13 C19 C7 -124.4(2) . . . . ?
C13 C18 C20 C12 -53.4(2) . . . . ?
C17 C18 C20 C12 126.5(2) . . . . ?
C13 C18 C20 C6 57.1(2) . . . . ?
C17 C18 C20 C6 -123.0(2) . . . . ?
C7 C12 C20 C18 59.1(2) . . . . ?
C11 C12 C20 C18 -124.1(2) . . . . ?
C7 C12 C20 C6 -51.3(2) . . . . ?
C11 C12 C20 C6 125.6(2) . . . . ?
C1 C6 C20 C18 -55.8(2) . . . . ?
C5 C6 C20 C18 126.5(2) . . . . ?
C1 C6 C20 C12 55.1(2) . . . . ?
C5 C6 C20 C12 -122.5(2) . . . . ?
C8 O3 LI2 O5 -110.2(4) . . . 2_656 ?
C8 O3 LI2 O8 13.6(6) . . . . ?
C8 O3 LI2 N1 136.6(4) . . . . ?
C8 O3 LI2 LI3 -70.4(5) . . . . ?
C8 O3 LI2 LI1 -21.5(5) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7 H1 O2 . . 1_655 2.713(3) 0.95(5) 1.77(5) 176(5) no
O7 H2 O6 . . 2_666 2.951(4) 0.88(5) 2.08(6) 172(3) no
O8 H5 O4 . . 2_667 2.628(3) 0.96(4) 1.71(4) 160(5) no
O8 H6 O4 . . 1_655 2.652(3) 0.84(4) 1.82(4) 169(4) no
O9 H7 O2 . . 2_666 2.678(4) 0.87(6) 1.83(5) 166(3) no
O9 H8 O3 . . 2_656 2.747(2) 0.89(4) 1.87(4) 166(5) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.




