# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 1840090'
_audit_update_record             
;
2018-09-19 deposited with the CCDC.
2018-10-31 downloaded from the CCDC.
;

#==============================================================================
# 0. AUDIT DETAILS  
_audit_creation_method           SHELXL-2013

#===============================================================================
# 2. CHECKCIF RESPONSE
# start Validation Reply Form
_vrf_THETM01_3d                  
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The compound crystallizes in the form of very tiny crystals.
We did not manage to obtain the crystal of bigger size. Thus 
the diffraction was not observed at higher theta angles and it
was not measured. As a consequence the refined crystal structure 
is of moderate quality.
;
_vrf_PLAT089_3d                  
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........       3.86 Note  
RESPONSE: See explanation above
;
_vrf_PLAT340_3d                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01667 Ang.  
RESPONSE: See explanation above
;
_vrf_PLAT417_3d                  
;
PROBLEM: Short Inter D-H..H-D       H6A      ..H6C              2.01 Ang.  
RESPONSE:  It seems that hydrogen atoms in water molecules and boronic 
groups are disordered as it is typically encountered in boronic acids.
As a consequence of location of two-fold rotation axis 
two symmetrically equivalent hydrogen atoms from O6
and O6_(1-x,-2-y,z) are pointing toward each other being on the very short 
distance of about 1.1 A. The similar relation is observed for molecule O5.
We suppose that the position of water- and boronic groups-
hydrogen atoms does not obey the crystal symmetry rules resulting 
in the appearence of some short and unrealistic 
intermolecular H...H distances. 
;
_vrf_PLAT915_3d                  
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         45 %     
RESPONSE: See explanation THETM01
;
# end Validation Reply Form

#===============================================================================
# 3. CHEMICAL DATA

_chemical_name_systematic        
;
Ammonium tetrakis[4-(dihydroxyboryl)phenyl]borate
;
_chemical_name_common            ?
_chemical_melting_point          'decomposition > 340 C'
_chemical_formula_moiety         'C24 H24 B5 O8, 2(H2 O), 2(H1.50 O), H4 N'
_chemical_formula_sum            'C24 H35 B5 N O12'
_chemical_formula_weight         583.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           34
_space_group_name_H-M_alt        'P n n 2'
_space_group_name_Hall           'P 2 -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

#===============================================================================
# 4. CRYSTAL DATA

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

_cell_length_a                   14.1966(9)
_cell_length_b                   8.5378(8)
_cell_length_c                   11.9968(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1454.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    990
_cell_measurement_theta_min      4.7940
_cell_measurement_theta_max      51.1720

#===============================================================================
# 5. EXPERIMENTAL DATA

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.854
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      99.98(11)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            2573
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.826
_diffrn_reflns_theta_max         51.386
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.608
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.608
_diffrn_reflns_point_group_measured_fraction_max 0.734
_diffrn_reflns_point_group_measured_fraction_full 0.447
_reflns_number_total             1678
_reflns_number_gt                1609
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.399
_reflns_Friedel_fraction_max     0.446
_reflns_Friedel_fraction_full    0.269

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1178P)²+2.6238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1678
_refine_ls_number_parameters     218
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.2076
_refine_ls_wR_factor_gt          0.1975
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================
# 6. MEASUREMENT AND REFINEMENT DATAILS

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
O5 O 0.9159(5) -0.0815(9) 1.0302(10) 0.054(2) Uani 1 1 d D . . . .
O6 O 0.5899(5) -0.9344(9) 0.5294(10) 0.056(2) Uani 1 1 d D . . . .
N1 N 1.0000 0.0000 0.5224(16) 0.037(3) Uani 1 2 d DS TU P . .
H6A H 0.539(7) -0.998(10) 0.54(3) 0.055 Uiso 0.5 1 d D U P . .
H5A H 0.899(7) -0.002(8) 0.994(8) 0.055 Uiso 1 1 d D U . . .
H5B H 0.881(9) -0.082(17) 1.087(7) 0.054 Uiso 0.5 1 d D U P . .
H3A H 0.656(6) -1.069(15) 0.399(8) 0.055 Uiso 1 1 d D U . . .
H4A H 0.7944 -1.1947 0.2214 0.076 Uiso 1 1 calc R U . . .
H2A H 0.821(9) 0.187(4) 0.852(14) 0.055 Uiso 1 1 d D U . . .
H6C H 0.566(6) -0.851(7) 0.506(12) 0.055 Uiso 1 1 d D U . . .
H5C H 0.970(5) -0.060(15) 1.055(12) 0.055 Uiso 0.5 1 d D U P . .
H10A H 0.9695 -0.0695 0.5571 0.055 Uiso 1 1 d D U . . .
H10B H 1.0313 -0.0682 0.4885 0.055 Uiso 1 1 d D U . . .
H1A H 0.691(6) 0.048(11) 0.6600(16) 0.055 Uiso 1 1 d D U . . .
O1 O 0.7167(5) 0.0864(9) 0.7164(7) 0.044(3) Uani 1 1 d D . . . .
C3 C 0.8039(8) -0.1998(14) 0.6132(12) 0.031(3) Uani 1 1 d . U . . .
H3 H 0.7445 -0.1665 0.5855 0.037 Uiso 1 1 calc R U . . .
O3 O 0.7025(4) -1.0843(10) 0.3562(9) 0.044(2) Uani 1 1 d D . . . .
C1 C 0.9370(7) -0.3788(14) 0.5965(12) 0.031(3) Uani 1 1 d . . . . .
O4 O 0.8202(7) -1.1063(10) 0.2244(9) 0.051(3) Uani 1 1 d D . . . .
C10 C 0.8312(6) -0.8716(13) 0.3501(13) 0.031(3) Uani 1 1 d . . . . .
O2 O 0.8340(6) 0.0912(10) 0.8512(10) 0.050(2) Uani 1 1 d D . . . .
C8 C 0.9615(7) -0.6861(13) 0.3478(11) 0.034(3) Uani 1 1 d . . . . .
H8 H 1.0155 -0.6472 0.3101 0.041 Uiso 1 1 calc R U . . .
C7 C 0.9349(6) -0.6168(13) 0.4491(11) 0.028(3) Uani 1 1 d . U . . .
C9 C 0.9115(7) -0.8100(13) 0.3006(12) 0.036(3) Uani 1 1 d . . . . .
H9 H 0.9331 -0.8537 0.2324 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8514(7) -0.3198(13) 0.5573(12) 0.031(3) Uani 1 1 d . U . . .
H2 H 0.8250 -0.3621 0.4911 0.037 Uiso 1 1 calc R U . . .
C6 C 0.9711(8) -0.3123(12) 0.6960(11) 0.029(3) Uani 1 1 d . . . . .
H6 H 1.0274 -0.3530 0.7274 0.035 Uiso 1 1 calc R U . . .
B2 B 1.0000 -0.5000 0.521(2) 0.024(4) Uani 1 2 d S T P . .
C12 C 0.8521(7) -0.6811(13) 0.4977(12) 0.031(3) Uani 1 1 d . U . . .
H12 H 0.8297 -0.6385 0.5659 0.037 Uiso 1 1 calc R U . . .
B1 B 0.7940(9) 0.0200(17) 0.7577(12) 0.033(4) Uani 1 1 d . . . . .
C11 C 0.8032(7) -0.8027(14) 0.4495(13) 0.037(3) Uani 1 1 d . . . . .
H11 H 0.7482 -0.8408 0.4855 0.045 Uiso 1 1 calc R U . . .
C5 C 0.9266(8) -0.1915(12) 0.7498(13) 0.037(3) Uani 1 1 d . . . . .
H5 H 0.9535 -0.1495 0.8158 0.045 Uiso 1 1 calc R U . . .
C4 C 0.8401(6) -0.1272(13) 0.7078(11) 0.029(3) Uani 1 1 d . . . . .
B3 B 0.7810(10) -1.0198(18) 0.3056(16) 0.044(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
O5 H5A 0.843(14) . ?
O5 H5B 0.841(14) . ?
O5 H5C 0.840(14) . ?
O6 H6A 0.92(9) . ?
O6 H6C 0.839(14) . ?
N1 H10A 0.844(10) . ?
N1 H10B 0.838(10) . ?
O1 B1 1.330(16) . ?
O1 H1A 0.838(14) . ?
C3 C4 1.392(19) . ?
C3 C2 1.398(17) . ?
C3 H3 0.9500 . ?
O3 B3 1.384(17) . ?
O3 H3A 0.842(14) . ?
C1 C6 1.408(19) . ?
C1 C2 1.397(15) . ?
C1 B2 1.64(2) . ?
O4 B3 1.34(2) . ?
O4 H4A 0.839(14) . ?
C10 C9 1.389(17) . ?
C10 C11 1.39(2) . ?
C10 B3 1.55(2) . ?
O2 B1 1.397(18) . ?
O2 H2A 0.840(14) . ?
C8 C9 1.395(16) . ?
C8 C7 1.403(18) . ?
C8 H8 0.9500 . ?
C7 C12 1.423(15) . ?
C7 B2 1.613(19) . ?
C9 H9 0.9500 . ?
C2 H2 0.9500 . ?
C6 C5 1.370(15) . ?
C6 H6 0.9500 . ?
B2 C7 1.613(19) 2_745 ?
B2 C1 1.64(2) 2_745 ?
C12 C11 1.376(16) . ?
C12 H12 0.9500 . ?
B1 C4 1.538(18) . ?
C11 H11 0.9500 . ?
C5 C4 1.436(16) . ?
C5 H5 0.9500 . ?

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
H5A O5 H5B 105(3) . . ?
H5A O5 H5C 105(3) . . ?
H5B O5 H5C 106(3) . . ?
H6A O6 H6C 104(4) . . ?
H10A N1 H10B 91.320(18) . . ?
B1 O1 H1A 120(9) . . ?
C4 C3 C2 122.7(10) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
B3 O3 H3A 146(9) . . ?
C6 C1 C2 116.1(11) . . ?
C6 C1 B2 122.2(10) . . ?
C2 C1 B2 121.1(13) . . ?
B3 O4 H4A 110.0(10) . . ?
C9 C10 C11 116.3(11) . . ?
C9 C10 B3 122.7(13) . . ?
C11 C10 B3 120.7(11) . . ?
B1 O2 H2A 111(10) . . ?
C9 C8 C7 122.3(11) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C12 C7 C8 114.5(10) . . ?
C12 C7 B2 119.5(13) . . ?
C8 C7 B2 124.9(10) . . ?
C10 C9 C8 122.1(13) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C3 C2 C1 121.5(12) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C5 C6 C1 123.0(11) . . ?
C5 C6 H6 118.5 . . ?
C1 C6 H6 118.5 . . ?
C7 B2 C7 114.9(19) . 2_745 ?
C7 B2 C1 102.6(4) . 2_745 ?
C7 B2 C1 111.9(4) 2_745 2_745 ?
C7 B2 C1 111.9(4) . . ?
C7 B2 C1 102.6(4) 2_745 . ?
C1 B2 C1 113.2(18) 2_745 . ?
C11 C12 C7 122.4(13) . . ?
C11 C12 H12 118.8 . . ?
C7 C12 H12 118.8 . . ?
O1 B1 O2 116.7(12) . . ?
O1 B1 C4 123.7(12) . . ?
O2 B1 C4 119.7(11) . . ?
C12 C11 C10 122.4(12) . . ?
C12 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
C6 C5 C4 121.1(13) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.4 . . ?
C3 C4 C5 115.6(11) . . ?
C3 C4 B1 121.6(10) . . ?
C5 C4 B1 122.7(12) . . ?
O4 B3 O3 115.6(12) . . ?
O4 B3 C10 120.6(12) . . ?
O3 B3 C10 123.0(15) . . ?

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
C9 C8 C7 C12 -1.3(16) . . . . ?
C9 C8 C7 B2 166.4(11) . . . . ?
C11 C10 C9 C8 0.1(17) . . . . ?
B3 C10 C9 C8 -173.4(11) . . . . ?
C7 C8 C9 C10 0.9(17) . . . . ?
C4 C3 C2 C1 2.9(17) . . . . ?
C6 C1 C2 C3 1.0(16) . . . . ?
B2 C1 C2 C3 -170.7(10) . . . . ?
C2 C1 C6 C5 -3.1(16) . . . . ?
B2 C1 C6 C5 168.5(11) . . . . ?
C12 C7 B2 C7 -156.7(10) . . . 2_745 ?
C8 C7 B2 C7 36.2(10) . . . 2_745 ?
C12 C7 B2 C1 81.6(12) . . . 2_745 ?
C8 C7 B2 C1 -85.6(17) . . . 2_745 ?
C12 C7 B2 C1 -40.2(17) . . . . ?
C8 C7 B2 C1 152.7(12) . . . . ?
C6 C1 B2 C7 153.7(11) . . . . ?
C2 C1 B2 C7 -35.1(18) . . . . ?
C6 C1 B2 C7 -82.6(16) . . . 2_745 ?
C2 C1 B2 C7 88.7(12) . . . 2_745 ?
C6 C1 B2 C1 38.3(9) . . . 2_745 ?
C2 C1 B2 C1 -150.5(11) . . . 2_745 ?
C8 C7 C12 C11 0.8(16) . . . . ?
B2 C7 C12 C11 -167.6(10) . . . . ?
C7 C12 C11 C10 0.1(18) . . . . ?
C9 C10 C11 C12 -0.6(17) . . . . ?
B3 C10 C11 C12 173.1(12) . . . . ?
C1 C6 C5 C4 1.4(17) . . . . ?
C2 C3 C4 C5 -4.5(16) . . . . ?
C2 C3 C4 B1 170.8(11) . . . . ?
C6 C5 C4 C3 2.4(16) . . . . ?
C6 C5 C4 B1 -172.9(11) . . . . ?
O1 B1 C4 C3 1.2(18) . . . . ?
O2 B1 C4 C3 -178.5(11) . . . . ?
O1 B1 C4 C5 176.2(11) . . . . ?
O2 B1 C4 C5 -3.5(18) . . . . ?
C9 C10 B3 O4 8(2) . . . . ?
C11 C10 B3 O4 -165.1(13) . . . . ?
C9 C10 B3 O3 178.1(12) . . . . ?
C11 C10 B3 O3 4.8(19) . . . . ?

_refine_diff_density_max         0.259
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.064

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone, water'
####################################################################### 
# 
# 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_3c
_database_code_depnum_ccdc_archive 'CCDC 1868753'
_audit_update_record             
;
2018-09-19 deposited with the CCDC.
2018-10-31 downloaded from the CCDC.
;

#==============================================================================
# 0. AUDIT DETAILS  
_audit_creation_method           SHELXL-2013

#===============================================================================
# 2. CHECKCIF RESPONSE
# start Validation Reply Form
_vrf_THETM01_3c                  
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The measured crystal was of relatively good quality and appropriate 
size, however, it only diffracts well on the lower and middle theta angle 
range. For theta > 50 deg (Cu radiation) no reflection was observed even 
after prolonged acquisition (180 s per frame).
;
_vrf_PLAT097_3c                  
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.95 eA-3  
RESPONSE: The structure contains highly disordered solvent molecules located
inside the crystal pores. We have tested several different models in order to 
describe the location of molecules in the most feasible way. The best 
fit to experimental data was achieved with 2 acetone molecules and one water 
molecule. Nevertheless, some non-negligible electron density
peaks are still not described.
;
_vrf_PLAT340_3c                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0134 Ang.  
RESPONSE: See response to THETM01_3c
;
_vrf_PLAT430_3c                  
;
PROBLEM: Short Inter D...A Contact  O3       ..O9A              2.81 Ang.  
RESPONSE: This contact occurs between 3c and disordered water molecule.
Water-hydrogen atoms have not been included in the refinement.
;
# end Validation Reply Form
#===============================================================================
# 3. CHEMICAL DATA

_chemical_name_systematic        
;
 Lithium tetrakis[4-(N-tert-butylcarbamoyl)phenyl]borate
;
_chemical_name_common            ?
_chemical_melting_point          'decomposition > 280 C'
_chemical_formula_moiety         'C44 H56 B N4 O4, Li, 3(C3H6O), 0.5 O'
_chemical_formula_sum            'C53 H74 B Li N4 O7.50'
_chemical_formula_weight         904.91


#===============================================================================
# 4. CRYSTAL DATA

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.560(3)
_cell_length_b                   22.0645(18)
_cell_length_c                   16.8909(18)
_cell_angle_alpha                90
_cell_angle_beta                 114.517(15)
_cell_angle_gamma                90
_cell_volume                     5954.4(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2062
_cell_measurement_theta_min      3.4330
_cell_measurement_theta_max      50.2150

#===============================================================================
# 5. EXPERIMENTAL DATA

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.009
_exptl_crystal_F_000             1952
_exptl_absorpt_coefficient_mu    0.526
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.048
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 5 0.0464
-10 -1 2 0.0411
1 5 -5 0.0082
1 -1 5 0.0359
1 12 5 0.0482
1 -13 -4 0.0514
-5 10 -1 0.0348
-1 -1 1 0.0498
-1 1 -5 0.0116
1 1 -5 0.0082
-10 -1 10 0.0473
3 1 -3 0.0070
10 -3 1 0.0219
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0073 0.9845 5.0066 -0.3008 0.2485 -0.2710
-10.0173 -1.0204 1.9633 0.6717 0.5932 -0.1256
1.0044 5.0249 -4.9915 0.1153 -0.0243 0.5732
0.9968 -1.0161 5.0090 -0.3950 0.0600 -0.3828
0.9907 12.0043 5.0419 -0.7970 0.5457 0.2720
1.0119 -13.0065 -4.0354 0.6024 -0.6660 -0.3989
-5.0115 10.0126 -0.9949 0.1503 0.6272 0.5968
-1.0021 -1.0060 0.9953 0.0393 0.0504 -0.1102
-0.9968 1.0161 -5.0090 0.3950 -0.0600 0.3828
1.0063 1.0186 -5.0016 0.2390 -0.1738 0.3717
-10.0256 -1.0458 9.9759 0.1151 0.8401 -0.6486
3.0074 1.0148 -2.9910 -0.0562 -0.2259 0.2298
10.0160 -2.9954 1.0313 -0.7567 -0.6502 -0.2720
_exptl_absorpt_correction_T_min  0.99461
_exptl_absorpt_correction_T_max  0.99461
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.677
_oxdiff_exptl_absorpt_empirical_full_max 1.528
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
#===============================================================================
# 6. MEASUREMENT AND REFINEMENT DATAILS

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      air
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_reflns_number            16879
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_av_R_equivalents  0.0919
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.766
_diffrn_reflns_theta_max         51.489
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.598
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.598
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.598
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0775738000
_diffrn_orient_matrix_UB_12      -0.0307393000
_diffrn_orient_matrix_UB_13      -0.0696485000
_diffrn_orient_matrix_UB_21      -0.0569636000
_diffrn_orient_matrix_UB_22      0.0372001000
_diffrn_orient_matrix_UB_23      0.0308605000
_diffrn_orient_matrix_UB_31      -0.0053645000
_diffrn_orient_matrix_UB_32      0.0504537000
_diffrn_orient_matrix_UB_33      -0.0651202000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  82.00   1.00   20.00    --   31.40 -99.00 -90.00   81
  2  ω     57.00 133.00   1.00   20.00    --   31.40 178.00-180.00   76
  3  ω    -74.00  59.00   1.00   20.00    --  -32.65  57.00-120.00  133
  4  ω     94.00 161.00   1.00   55.00    --   69.05 125.00 -90.00   67
  5  ω     94.00 161.00   1.00   55.00    --   69.05 125.00  90.00   67
  6  ω   -166.00 -80.00   1.00   55.00    --  -70.30 -94.00 150.00   86
  7  ω    -84.00 -44.00   1.00   55.00    --  -70.30 -61.00-150.00   40
  8  ω   -125.00 -80.00   1.00   55.00    --  -70.30 -94.00-120.00   45
  9  ω   -162.00-122.00   1.00   55.00    --  -70.30 -61.00-150.00   40
 10  ω   -149.00 -80.00   1.00   55.00    --  -70.30 -94.00-180.00   69
 11  ω   -166.00-102.00   1.00   55.00    --  -70.30 -94.00 -60.00   64
;

_reflns_number_total             6449
_reflns_number_gt                3116
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6449
_refine_ls_number_parameters     612
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1956
_refine_ls_R_factor_gt           0.1089
_refine_ls_wR_factor_ref         0.3516
_refine_ls_wR_factor_gt          0.2856
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#===============================================================================
# 7. ATOM COORDINATES AND MOLECULAR GEOMETRY

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
C46A C 0.516(4) 0.430(4) -0.025(4) 0.104(5) Uani 0.182(12) 1 d . U P A 1
H46A H 0.5188 0.4253 0.0338 0.156 Uiso 0.182(12) 1 calc R U P A 1
H46B H 0.5357 0.4708 -0.0309 0.156 Uiso 0.182(12) 1 calc R U P A 1
H46C H 0.5515 0.3997 -0.0352 0.156 Uiso 0.182(12) 1 calc R U P A 1
C47A C 0.425(4) 0.375(3) -0.159(4) 0.095(5) Uani 0.182(12) 1 d . . P A 1
H47A H 0.3673 0.3695 -0.2024 0.143 Uiso 0.182(12) 1 calc R U P A 1
H47B H 0.4471 0.3369 -0.1296 0.143 Uiso 0.182(12) 1 calc R U P A 1
H47C H 0.4597 0.3900 -0.1876 0.143 Uiso 0.182(12) 1 calc R U P A 1
C46B C 0.4978(10) 0.3822(8) -0.0393(10) 0.104(5) Uani 0.818(12) 1 d . U P A 2
H46D H 0.4893 0.3654 0.0101 0.156 Uiso 0.818(12) 1 calc R U P A 2
H46E H 0.5496 0.4059 -0.0178 0.156 Uiso 0.818(12) 1 calc R U P A 2
H46F H 0.5019 0.3490 -0.0759 0.156 Uiso 0.818(12) 1 calc R U P A 2
C47B C 0.4255(10) 0.4462(6) -0.1748(8) 0.095(5) Uani 0.818(12) 1 d . . P A 2
H47D H 0.3786 0.4743 -0.2020 0.143 Uiso 0.818(12) 1 calc R U P A 2
H47E H 0.4199 0.4124 -0.2145 0.143 Uiso 0.818(12) 1 calc R U P A 2
H47F H 0.4783 0.4675 -0.1621 0.143 Uiso 0.818(12) 1 calc R U P A 2
O7A O 0.8359(13) 0.7096(11) -0.6845(15) 0.027(10) Uiso 0.208(18) 1 d . . P B 1
O7B? O 0.8524(13) 0.6970(10) -0.6211(15) 0.065(10) Uiso 0.292(18) 1 d . . P B 2
O8 O 0.9572(12) 0.6414(8) -0.3521(11) 0.116(5) Uiso 0.5 1 d . . P . .
C54 C 0.8172(15) 0.6547(11) -0.4266(15) 0.104(7) Uiso 0.5 1 d . . P . .
H54A H 0.8129 0.6108 -0.4366 0.156 Uiso 0.5 1 calc R U P . .
H54B H 0.7977 0.6759 -0.4826 0.156 Uiso 0.5 1 calc R U P . .
H54C H 0.7826 0.6665 -0.3963 0.156 Uiso 0.5 1 calc R U P . .
C55 C 0.9043(16) 0.6709(12) -0.3736(14) 0.092(7) Uiso 0.5 1 d . . P . .
C56 C 0.9128(17) 0.7360(12) -0.3570(17) 0.120(9) Uiso 0.5 1 d . . P . .
H56A H 0.9717 0.7460 -0.3225 0.180 Uiso 0.5 1 calc R U P . .
H56B H 0.8796 0.7479 -0.3250 0.180 Uiso 0.5 1 calc R U P . .
H56C H 0.8926 0.7579 -0.4125 0.180 Uiso 0.5 1 calc R U P . .
C51 C 0.8391(18) 0.6615(16) -0.6890(19) 0.122(9) Uiso 0.5 1 d . . P . .
C52 C 0.839(3) 0.6076(17) -0.620(2) 0.191(15) Uiso 0.5 1 d . . P B .
H52A H 0.8425 0.5677 -0.6432 0.286 Uiso 0.5 1 calc R U P . .
H52B H 0.7869 0.6101 -0.6112 0.286 Uiso 0.5 1 calc R U P . .
H52C H 0.8868 0.6133 -0.5635 0.286 Uiso 0.5 1 calc R U P . .
C53 C 0.857(3) 0.630(2) -0.750(3) 0.228(19) Uiso 0.5 1 d . . P B .
H53A H 0.8559 0.5867 -0.7402 0.342 Uiso 0.5 1 calc R U P . .
H53B H 0.9121 0.6422 -0.7460 0.342 Uiso 0.5 1 calc R U P . .
H53C H 0.8144 0.6401 -0.8088 0.342 Uiso 0.5 1 calc R U P . .
O9A O 1.061(3) 0.0212(18) -0.043(3) 0.07(2) Uiso 0.18(3) 1 d . . P C 1
O9B O 1.012(3) 0.0007(16) -0.096(3) 0.148(16) Uiso 0.32(3) 1 d . . P C 2
O3 O 0.1684(4) -0.0574(2) -0.0790(3) 0.0552(16) Uani 1 1 d . . . . .
O2 O 0.7610(4) 0.2649(3) -0.0461(4) 0.0581(16) Uani 1 1 d . . . . .
O5 O 0.3664(5) 0.4298(3) -0.0732(4) 0.0724(19) Uani 1 1 d . . . . .
O4 O 0.2420(4) 0.3883(3) 0.0239(4) 0.0663(18) Uani 1 1 d . . . . .
O1 O 0.3087(4) 0.5141(3) 0.0348(3) 0.0567(16) Uani 1 1 d . . . . .
N1 N 0.2516(4) 0.6069(3) 0.0010(4) 0.0524(19) Uani 1 1 d . . . . .
H1 H 0.2510 0.6439 0.0204 0.063 Uiso 1 1 calc R U . . .
N4 N 0.1836(5) 0.3295(3) 0.0933(4) 0.058(2) Uani 1 1 d . . . . .
H4 H 0.1830 0.2932 0.1147 0.069 Uiso 1 1 calc R U . . .
C12 C 0.5452(5) 0.1617(4) 0.0403(5) 0.045(2) Uani 1 1 d . . . . .
O6 O 0.4415(4) 0.4085(3) 0.1277(4) 0.076(2) Uani 1 1 d . . . . .
N3 N 0.2116(4) -0.0641(3) -0.1879(4) 0.0518(19) Uani 1 1 d . . . . .
H3A H 0.2500 -0.0525 -0.2055 0.062 Uiso 1 1 calc R U . . .
C34 C 0.4164(5) 0.1979(4) 0.0776(5) 0.048(2) Uani 1 1 d . . . . .
N2 N 0.7955(5) 0.1662(3) -0.0422(4) 0.0538(19) Uani 1 1 d . . . . .
H2A H 0.7852 0.1295 -0.0285 0.065 Uiso 1 1 calc R U . . .
C1 C 0.4635(6) 0.6220(4) 0.3206(5) 0.049(2) Uani 1 1 d . . . . .
C15 C 0.6778(5) 0.1933(4) -0.0106(5) 0.045(2) Uani 1 1 d . . . . .
C23 C 0.4122(6) 0.0896(3) 0.0261(5) 0.049(2) Uani 1 1 d . . . . .
C17 C 0.5809(6) 0.1205(4) 0.0030(5) 0.049(2) Uani 1 1 d . . . . .
H17 H 0.5608 0.0800 -0.0051 0.058 Uiso 1 1 calc R U . . .
C16 C 0.6436(6) 0.1348(4) -0.0228(5) 0.048(2) Uani 1 1 d . . . . .
H16 H 0.6639 0.1046 -0.0492 0.058 Uiso 1 1 calc R U . . .
C18 C 0.7474(5) 0.2116(4) -0.0343(5) 0.048(2) Uani 1 1 d . . . . .
C37 C 0.2961(6) 0.2898(4) 0.0633(5) 0.052(2) Uani 1 1 d . . . . .
C26 C 0.2835(5) 0.0043(3) -0.0674(5) 0.045(2) Uani 1 1 d . . . . .
C27 C 0.3057(6) 0.0158(4) 0.0208(5) 0.051(2) Uani 1 1 d . . . . .
H27 H 0.2776 -0.0046 0.0504 0.061 Uiso 1 1 calc R U . . .
C8 C 0.1934(6) 0.5936(4) -0.0919(5) 0.053(2) Uani 1 1 d . . . . .
C3 C 0.3798(5) 0.6477(4) 0.1679(5) 0.050(2) Uani 1 1 d . . . . .
H3 H 0.3601 0.6779 0.1239 0.060 Uiso 1 1 calc R U . . .
C14 C 0.6441(6) 0.2361(4) 0.0256(5) 0.049(2) Uani 1 1 d . . . . .
H14 H 0.6650 0.2764 0.0336 0.058 Uiso 1 1 calc R U . . .
C35 C 0.3858(6) 0.2400(4) 0.0077(6) 0.057(2) Uani 1 1 d . . . . .
H35 H 0.4051 0.2370 -0.0371 0.068 Uiso 1 1 calc R U . . .
C4 C 0.3568(5) 0.5871(4) 0.1469(5) 0.048(2) Uani 1 1 d . . . . .
C24 C 0.3862(6) 0.0777(4) -0.0631(5) 0.049(2) Uani 1 1 d . . . . .
H24 H 0.4118 0.0996 -0.0939 0.059 Uiso 1 1 calc R U . . .
C13 C 0.5804(6) 0.2211(4) 0.0506(5) 0.055(2) Uani 1 1 d . . . . .
H13 H 0.5593 0.2518 0.0756 0.065 Uiso 1 1 calc R U . . .
C30 C 0.1475(6) -0.1071(4) -0.2452(5) 0.051(2) Uani 1 1 d . . . . .
C6 C 0.4367(5) 0.5625(4) 0.2976(5) 0.052(2) Uani 1 1 d . . . . .
H6 H 0.4553 0.5323 0.3417 0.062 Uiso 1 1 calc R U . . .
C36 C 0.3288(6) 0.2853(4) 0.0020(5) 0.057(2) Uani 1 1 d . . . . .
H36 H 0.3121 0.3135 -0.0447 0.069 Uiso 1 1 calc R U . . .
C2 C 0.4312(6) 0.6635(4) 0.2522(5) 0.055(2) Uani 1 1 d . . . . .
H2 H 0.4455 0.7051 0.2646 0.066 Uiso 1 1 calc R U . . .
C25 C 0.3257(5) 0.0360(4) -0.1082(5) 0.052(2) Uani 1 1 d . . . . .
H25 H 0.3124 0.0286 -0.1679 0.062 Uiso 1 1 calc R U . . .
C5 C 0.3841(6) 0.5452(4) 0.2130(5) 0.053(2) Uani 1 1 d . . . . .
H5 H 0.3670 0.5041 0.2011 0.064 Uiso 1 1 calc R U . . .
C41 C 0.1233(6) 0.3755(4) 0.1001(6) 0.064(3) Uani 1 1 d . . . . .
C39 C 0.3830(6) 0.2042(4) 0.1380(5) 0.055(2) Uani 1 1 d . . . . .
H39 H 0.4019 0.1773 0.1863 0.066 Uiso 1 1 calc R U . . .
C7 C 0.3038(5) 0.5674(4) 0.0558(5) 0.048(2) Uani 1 1 d . . . . .
C40 C 0.2375(6) 0.3385(4) 0.0580(6) 0.054(2) Uani 1 1 d . . . . .
C29 C 0.2173(6) -0.0412(4) -0.1120(6) 0.052(2) Uani 1 1 d . . . . .
C38 C 0.3241(6) 0.2469(4) 0.1325(6) 0.059(2) Uani 1 1 d . . . . .
H38 H 0.3019 0.2478 0.1751 0.071 Uiso 1 1 calc R U . . .
C28 C 0.3684(6) 0.0569(4) 0.0648(5) 0.052(2) Uani 1 1 d . . . . .
H28 H 0.3826 0.0633 0.1249 0.062 Uiso 1 1 calc R U . . .
C32 C 0.1674(6) -0.1160(4) -0.3238(5) 0.059(2) Uani 1 1 d . . . . .
H32A H 0.1663 -0.0767 -0.3513 0.088 Uiso 1 1 calc R U . . .
H32B H 0.1257 -0.1429 -0.3656 0.088 Uiso 1 1 calc R U . . .
H32C H 0.2232 -0.1340 -0.3052 0.088 Uiso 1 1 calc R U . . .
C19 C 0.8633(6) 0.1718(4) -0.0715(6) 0.060(2) Uani 1 1 d . . . . .
B1 B 0.4777(6) 0.1430(4) 0.0791(5) 0.043(3) Uani 1 1 d . . . . .
C10 C 0.1465(6) 0.6533(4) -0.1275(5) 0.065(3) Uani 1 1 d . . . . .
H10A H 0.1866 0.6849 -0.1250 0.098 Uiso 1 1 calc R U . . .
H10B H 0.1167 0.6656 -0.0922 0.098 Uiso 1 1 calc R U . . .
H10C H 0.1062 0.6475 -0.1879 0.098 Uiso 1 1 calc R U . . .
C11 C 0.1334(6) 0.5437(4) -0.0945(6) 0.073(3) Uani 1 1 d . . . . .
H11A H 0.1648 0.5064 -0.0706 0.109 Uiso 1 1 calc R U . . .
H11B H 0.0935 0.5367 -0.1548 0.109 Uiso 1 1 calc R U . . .
H11C H 0.1029 0.5556 -0.0597 0.109 Uiso 1 1 calc R U . . .
C33 C 0.1554(6) -0.1680(4) -0.1974(5) 0.065(3) Uani 1 1 d . . . . .
H33A H 0.1440 -0.1617 -0.1459 0.098 Uiso 1 1 calc R U . . .
H33B H 0.2123 -0.1839 -0.1794 0.098 Uiso 1 1 calc R U . . .
H33C H 0.1151 -0.1970 -0.2365 0.098 Uiso 1 1 calc R U . . .
C48 C 0.4845(7) 0.3838(5) 0.1970(7) 0.069(3) Uani 1 1 d . . . . .
C31 C 0.0614(6) -0.0790(4) -0.2721(6) 0.069(3) Uani 1 1 d . . . . .
H31A H 0.0601 -0.0392 -0.2983 0.104 Uiso 1 1 calc R U . . .
H31B H 0.0492 -0.0743 -0.2208 0.104 Uiso 1 1 calc R U . . .
H31C H 0.0192 -0.1054 -0.3145 0.104 Uiso 1 1 calc R U . . .
C20 C 0.8314(7) 0.2006(4) -0.1603(6) 0.079(3) Uani 1 1 d . . . . .
H20A H 0.8130 0.2421 -0.1572 0.119 Uiso 1 1 calc R U . . .
H20B H 0.7842 0.1770 -0.2012 0.119 Uiso 1 1 calc R U . . .
H20C H 0.8763 0.2014 -0.1805 0.119 Uiso 1 1 calc R U . . .
C9 C 0.2449(6) 0.5765(4) -0.1423(5) 0.069(3) Uani 1 1 d . . . . .
H9A H 0.2733 0.5378 -0.1204 0.104 Uiso 1 1 calc R U . . .
H9B H 0.2866 0.6081 -0.1346 0.104 Uiso 1 1 calc R U . . .
H9C H 0.2079 0.5725 -0.2042 0.104 Uiso 1 1 calc R U . . .
C42 C 0.0582(6) 0.3922(5) 0.0109(6) 0.086(3) Uani 1 1 d . . . . .
H42A H 0.0293 0.3555 -0.0195 0.129 Uiso 1 1 calc R U . . .
H42B H 0.0855 0.4118 -0.0225 0.129 Uiso 1 1 calc R U . . .
H42C H 0.0175 0.4201 0.0169 0.129 Uiso 1 1 calc R U . . .
C45 C 0.4253(7) 0.4222(5) -0.0918(6) 0.071(3) Uani 1 1 d . . . . .
C44 C 0.0829(7) 0.3445(5) 0.1535(7) 0.089(3) Uani 1 1 d . . . . .
H44A H 0.0555 0.3071 0.1243 0.133 Uiso 1 1 calc R U . . .
H44B H 0.0412 0.3717 0.1590 0.133 Uiso 1 1 calc R U . . .
H44C H 0.1259 0.3349 0.2114 0.133 Uiso 1 1 calc R U . . .
C43 C 0.1716(7) 0.4308(5) 0.1490(7) 0.088(3) Uani 1 1 d . . . . .
H43A H 0.2137 0.4184 0.2061 0.132 Uiso 1 1 calc R U . . .
H43B H 0.1328 0.4597 0.1567 0.132 Uiso 1 1 calc R U . . .
H43C H 0.1993 0.4500 0.1157 0.132 Uiso 1 1 calc R U . . .
Li1 Li 0.3362(10) 0.4336(7) 0.0269(10) 0.062(4) Uani 1 1 d . . . . .
C21 C 0.8918(8) 0.1076(5) -0.0769(8) 0.101(4) Uani 1 1 d . . . . .
H21A H 0.9109 0.0882 -0.0196 0.152 Uiso 1 1 calc R U . . .
H21B H 0.9378 0.1086 -0.0953 0.152 Uiso 1 1 calc R U . . .
H21C H 0.8449 0.0844 -0.1192 0.152 Uiso 1 1 calc R U . . .
C49 C 0.4459(8) 0.3704(6) 0.2589(7) 0.105(4) Uani 1 1 d . . . . .
H49A H 0.3883 0.3855 0.2350 0.157 Uiso 1 1 calc R U . . .
H49B H 0.4784 0.3902 0.3147 0.157 Uiso 1 1 calc R U . . .
H49C H 0.4458 0.3265 0.2677 0.157 Uiso 1 1 calc R U . . .
C22 C 0.9339(7) 0.2095(6) -0.0065(7) 0.094(4) Uani 1 1 d . . . . .
H22A H 0.9518 0.1918 0.0517 0.141 Uiso 1 1 calc R U . . .
H22B H 0.9143 0.2511 -0.0062 0.141 Uiso 1 1 calc R U . . .
H22C H 0.9811 0.2100 -0.0231 0.141 Uiso 1 1 calc R U . . .
C50 C 0.5712(8) 0.3657(6) 0.2229(7) 0.111(4) Uani 1 1 d . . . . .
H50A H 0.5894 0.3774 0.1775 0.166 Uiso 1 1 calc R U . . .
H50B H 0.5760 0.3216 0.2310 0.166 Uiso 1 1 calc R U . . .
H50C H 0.6066 0.3858 0.2776 0.166 Uiso 1 1 calc R U . . .


_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
C46A C45 1.53(7) . ?
C46A H46A 0.9800 . ?
C46A H46B 0.9800 . ?
C46A H46C 0.9800 . ?
C47A C45 1.53(6) . ?
C47A H47A 0.9800 . ?
C47A H47B 0.9800 . ?
C47A H47C 0.9800 . ?
C46B C45 1.501(17) . ?
C46B H46D 0.9800 . ?
C46B H46E 0.9800 . ?
C46B H46F 0.9800 . ?
C47B C45 1.499(14) . ?
C47B H47D 0.9800 . ?
C47B H47E 0.9800 . ?
C47B H47F 0.9800 . ?
O7A C51 1.07(3) . ?
O7B? C51 1.33(3) . ?
O8 C55 1.07(2) . ?
C54 C55 1.46(3) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.46(3) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C51 C53 1.38(4) . ?
C51 C52 1.67(4) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
O3 C29 1.256(9) . ?
O2 C18 1.234(9) . ?
O5 C45 1.212(10) . ?
O5 Li1 1.971(16) . ?
O4 C40 1.258(10) . ?
O4 Li1 1.916(17) . ?
O1 C7 1.242(9) . ?
O1 Li1 1.861(15) . ?
N1 C7 1.324(10) . ?
N1 C8 1.504(10) . ?
N1 H1 0.8800 . ?
N4 C40 1.327(11) . ?
N4 C41 1.504(11) . ?
N4 H4 0.8800 . ?
C12 C17 1.395(10) . ?
C12 C13 1.429(11) . ?
C12 B1 1.626(12) . ?
O6 C48 1.225(11) . ?
O6 Li1 2.003(17) . ?
N3 C29 1.342(10) . ?
N3 C30 1.482(10) . ?
N3 H3A 0.8800 . ?
C34 C39 1.378(11) . ?
C34 C35 1.420(11) . ?
C34 B1 1.614(12) . ?
N2 C18 1.352(10) . ?
N2 C19 1.471(11) . ?
N2 H2A 0.8800 . ?
C1 C6 1.393(11) . ?
C1 C2 1.397(11) . ?
C1 B1 1.643(12) 2_655 ?
C15 C14 1.383(11) . ?
C15 C16 1.403(11) . ?
C15 C18 1.491(12) . ?
C23 C28 1.399(11) . ?
C23 C24 1.407(10) . ?
C23 B1 1.631(12) . ?
C17 C16 1.378(11) . ?
C17 H17 0.9500 . ?
C16 H16 0.9500 . ?
C37 C36 1.381(11) . ?
C37 C38 1.423(11) . ?
C37 C40 1.465(12) . ?
C26 C25 1.391(11) . ?
C26 C27 1.397(10) . ?
C26 C29 1.483(11) . ?
C27 C28 1.381(11) . ?
C27 H27 0.9500 . ?
C8 C11 1.514(12) . ?
C8 C9 1.525(12) . ?
C8 C10 1.537(12) . ?
C3 C2 1.379(11) . ?
C3 C4 1.398(11) . ?
C3 H3 0.9500 . ?
C14 C13 1.390(11) . ?
C14 H14 0.9500 . ?
C35 C36 1.390(11) . ?
C35 H35 0.9500 . ?
C4 C5 1.375(10) . ?
C4 C7 1.494(11) . ?
C24 C25 1.372(11) . ?
C24 H24 0.9500 . ?
C13 H13 0.9500 . ?
C30 C31 1.519(12) . ?
C30 C32 1.521(11) . ?
C30 C33 1.544(11) . ?
C6 C5 1.395(11) . ?
C6 H6 0.9500 . ?
C36 H36 0.9500 . ?
C2 H2 0.9500 . ?
C25 H25 0.9500 . ?
C5 H5 0.9500 . ?
C41 C42 1.512(13) . ?
C41 C43 1.519(13) . ?
C41 C44 1.521(12) . ?
C39 C38 1.374(11) . ?
C39 H39 0.9500 . ?
C38 H38 0.9500 . ?
C28 H28 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C19 C20 1.507(12) . ?
C19 C22 1.517(13) . ?
C19 C21 1.519(13) . ?
B1 C1 1.643(12) 2_645 ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C48 C50 1.456(14) . ?
C48 C49 1.493(14) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?

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
C45 C46A H46A 109.5 . . ?
C45 C46A H46B 109.5 . . ?
H46A C46A H46B 109.5 . . ?
C45 C46A H46C 109.5 . . ?
H46A C46A H46C 109.5 . . ?
H46B C46A H46C 109.5 . . ?
C45 C47A H47A 109.5 . . ?
C45 C47A H47B 109.5 . . ?
H47A C47A H47B 109.5 . . ?
C45 C47A H47C 109.5 . . ?
H47A C47A H47C 109.5 . . ?
H47B C47A H47C 109.5 . . ?
C45 C46B H46D 109.5 . . ?
C45 C46B H46E 109.5 . . ?
H46D C46B H46E 109.5 . . ?
C45 C46B H46F 109.5 . . ?
H46D C46B H46F 109.5 . . ?
H46E C46B H46F 109.5 . . ?
C45 C47B H47D 109.5 . . ?
C45 C47B H47E 109.5 . . ?
H47D C47B H47E 109.5 . . ?
C45 C47B H47F 109.5 . . ?
H47D C47B H47F 109.5 . . ?
H47E C47B H47F 109.5 . . ?
C55 C54 H54A 109.5 . . ?
C55 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C55 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O8 C55 C54 127(3) . . ?
O8 C55 C56 122(3) . . ?
C54 C55 C56 111(2) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O7A C51 C53 126(4) . . ?
O7B? C51 C53 158(3) . . ?
O7A C51 C52 130(3) . . ?
O7B? C51 C52 82(2) . . ?
C53 C51 C52 104(3) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C51 C53 H53A 109.5 . . ?
C51 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C51 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C45 O5 Li1 142.3(8) . . ?
C40 O4 Li1 131.3(8) . . ?
C7 O1 Li1 167.4(8) . . ?
C7 N1 C8 125.1(7) . . ?
C7 N1 H1 117.5 . . ?
C8 N1 H1 117.5 . . ?
C40 N4 C41 126.1(8) . . ?
C40 N4 H4 117.0 . . ?
C41 N4 H4 117.0 . . ?
C17 C12 C13 113.5(8) . . ?
C17 C12 B1 123.8(7) . . ?
C13 C12 B1 122.3(7) . . ?
C48 O6 Li1 156.9(8) . . ?
C29 N3 C30 126.9(7) . . ?
C29 N3 H3A 116.6 . . ?
C30 N3 H3A 116.6 . . ?
C39 C34 C35 114.8(8) . . ?
C39 C34 B1 123.3(7) . . ?
C35 C34 B1 121.5(7) . . ?
C18 N2 C19 126.6(7) . . ?
C18 N2 H2A 116.7 . . ?
C19 N2 H2A 116.7 . . ?
C6 C1 C2 114.4(8) . . ?
C6 C1 B1 123.2(7) . 2_655 ?
C2 C1 B1 122.2(7) . 2_655 ?
C14 C15 C16 117.2(8) . . ?
C14 C15 C18 118.9(8) . . ?
C16 C15 C18 123.9(8) . . ?
C28 C23 C24 114.0(8) . . ?
C28 C23 B1 121.1(7) . . ?
C24 C23 B1 124.4(7) . . ?
C16 C17 C12 124.2(8) . . ?
C16 C17 H17 117.9 . . ?
C12 C17 H17 117.9 . . ?
C17 C16 C15 120.9(8) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
O2 C18 N2 121.4(8) . . ?
O2 C18 C15 122.4(8) . . ?
N2 C18 C15 116.2(8) . . ?
C36 C37 C38 117.3(8) . . ?
C36 C37 C40 120.4(8) . . ?
C38 C37 C40 122.2(8) . . ?
C25 C26 C27 117.8(8) . . ?
C25 C26 C29 123.6(7) . . ?
C27 C26 C29 118.6(8) . . ?
C28 C27 C26 120.1(8) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
N1 C8 C11 109.7(7) . . ?
N1 C8 C9 109.0(7) . . ?
C11 C8 C9 111.7(8) . . ?
N1 C8 C10 105.2(7) . . ?
C11 C8 C10 111.1(8) . . ?
C9 C8 C10 109.9(7) . . ?
C2 C3 C4 120.1(7) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C15 C14 C13 121.2(8) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C36 C35 C34 122.8(8) . . ?
C36 C35 H35 118.6 . . ?
C34 C35 H35 118.6 . . ?
C5 C4 C3 118.0(7) . . ?
C5 C4 C7 120.0(8) . . ?
C3 C4 C7 122.0(8) . . ?
C25 C24 C23 123.5(8) . . ?
C25 C24 H24 118.2 . . ?
C23 C24 H24 118.2 . . ?
C14 C13 C12 122.9(8) . . ?
C14 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
N3 C30 C31 109.1(7) . . ?
N3 C30 C32 105.3(7) . . ?
C31 C30 C32 110.7(7) . . ?
N3 C30 C33 109.6(6) . . ?
C31 C30 C33 112.0(7) . . ?
C32 C30 C33 109.9(7) . . ?
C1 C6 C5 123.2(8) . . ?
C1 C6 H6 118.4 . . ?
C5 C6 H6 118.4 . . ?
C37 C36 C35 120.7(8) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C3 C2 C1 123.7(8) . . ?
C3 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
C24 C25 C26 120.7(7) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C4 C5 C6 120.5(8) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
N4 C41 C42 110.7(7) . . ?
N4 C41 C43 109.4(7) . . ?
C42 C41 C43 111.5(9) . . ?
N4 C41 C44 105.0(8) . . ?
C42 C41 C44 110.7(8) . . ?
C43 C41 C44 109.3(8) . . ?
C38 C39 C34 123.9(8) . . ?
C38 C39 H39 118.0 . . ?
C34 C39 H39 118.0 . . ?
O1 C7 N1 122.2(7) . . ?
O1 C7 C4 118.8(8) . . ?
N1 C7 C4 118.9(8) . . ?
O4 C40 N4 121.9(8) . . ?
O4 C40 C37 119.6(9) . . ?
N4 C40 C37 118.4(9) . . ?
O3 C29 N3 121.5(8) . . ?
O3 C29 C26 120.2(8) . . ?
N3 C29 C26 118.3(8) . . ?
C39 C38 C37 120.4(8) . . ?
C39 C38 H38 119.8 . . ?
C37 C38 H38 119.8 . . ?
C27 C28 C23 123.8(7) . . ?
C27 C28 H28 118.1 . . ?
C23 C28 H28 118.1 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N2 C19 C20 110.6(8) . . ?
N2 C19 C22 109.6(7) . . ?
C20 C19 C22 110.1(8) . . ?
N2 C19 C21 105.8(7) . . ?
C20 C19 C21 109.2(8) . . ?
C22 C19 C21 111.4(9) . . ?
C34 B1 C12 113.3(7) . . ?
C34 B1 C23 102.7(7) . . ?
C12 B1 C23 115.4(6) . . ?
C34 B1 C1 110.9(6) . 2_645 ?
C12 B1 C1 103.6(7) . 2_645 ?
C23 B1 C1 111.1(6) . 2_645 ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O6 C48 C50 124.2(10) . . ?
O6 C48 C49 118.6(10) . . ?
C50 C48 C49 117.2(10) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O5 C45 C47B 121.9(10) . . ?
O5 C45 C46B 122.3(10) . . ?
C47B C45 C46B 115.4(11) . . ?
O5 C45 C47A 123(3) . . ?
O5 C45 C46A 122(3) . . ?
C47A C45 C46A 108(4) . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O1 Li1 O4 104.6(8) . . ?
O1 Li1 O5 105.8(7) . . ?
O4 Li1 O5 119.5(8) . . ?
O1 Li1 O6 112.2(8) . . ?
O4 Li1 O6 111.2(8) . . ?
O5 Li1 O6 103.6(7) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.949
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.085

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_4a_squeeze
_database_code_depnum_ccdc_archive 'CCDC 1868754'
_audit_update_record             
;
2018-09-19 deposited with the CCDC.
2018-10-31 downloaded from the CCDC.
;

#==============================================================================
# 0. AUDIT DETAILS 
_audit_creation_method           SHELXL-2013

#===============================================================================
# 2. CHECKCIF RESPONSE
# start Validation Reply Form
_vrf_PLAT049_4a_squeeze          
;
PROBLEM: Calculated Density Less Than 1.0 gcm-3 .........     0.9616 Check 
RESPONSE: The structure contains highly disordered solvent molecules.
Presumably these are: 
(a) 4-hydroxy-4-methylpentan-2-one - the product of acetone self-condensation 
catalyzed in the present of acidic 4a, 
(b) acetone - probably located at similar position as 
4-hydroxy-4-methylpentan-2-one and thus not included in the refinement, 
(c) 4-methylpent-3-en-2-one - the product of dehydration 
of 4-hydroxy-4-methylpentan-2-one.

Due to the geometrical similarity of all solvent molecules
they can be located at the same positions in crystal structure.
This is especially noticeable for molecule 4-methylpent-3-en-2-one,
in which C=C sp2 carbon atom is slightly pyramidilized, and some residual 
electron density was found in the direction perpendicular 
to molecular plane (1.2 eA-3). 
However, the 4-hydroxy-4-methylpentan-2-one does not fit as well.

The solvent atoms were refined isotropically.

Finally, regarding the density checkcif alert, it should be noted that
the structures defined by the higly directed hydrogen
bonds formed between rigid molecular building blocks bearing
multiple hydrogen-bond donor/acceptor groups tend to form
porous structures filed with solvent.
See for example: N. Malek, T. Maris, M. Simard and J. D. Wuest, 
J. Am. Chem. Soc., 2005, 127, 5910.
It is thus expected that the density of such systems 
is less than 1 gcm-3.
;
_vrf_PLAT084_4a_squeeze          
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.42 Report
RESPONSE: See explanation above
;
_vrf_PLAT097_4a_squeeze          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.25 eA-3  
RESPONSE: See explanation above
;
_vrf_PLAT420_4a_squeeze          
;
PROBLEM: D-H Without Acceptor       O10      --H10A           Please Check 
RESPONSE: The solvent molecule is disordered, we have proposed the best model
that fit to the experimental data, but one should be aware that the position
and orientation of the molecule including OH group may vary to some extent.
;
# end Validation Reply Form
#===============================================================================
# 3. CHEMICAL DATA

_chemical_name_systematic        
;
Lithium tetrakis(3-carboxyphenyl)borate
;

_chemical_name_common            ?
_chemical_melting_point          'decomposition > 190 C'
_chemical_formula_moiety         'C28 H20 B O8, Li, (C6 H12 O2) 0.5(C6 H10 O)'
_chemical_formula_sum            'C37 H37 B Li O10.50'
_chemical_formula_weight         667.41

#===============================================================================
# 4. CRYSTAL DATA

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   15.1982(11)
_cell_length_b                   17.4686(5)
_cell_length_c                   17.705(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.258(14)
_cell_angle_gamma                90
_cell_volume                     4610.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10533
_cell_measurement_theta_min      3.5780
_cell_measurement_theta_max      76.7980

#===============================================================================
# 5. EXPERIMENTAL DATA

_exptl_crystal_description       cuboid
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.962
_exptl_crystal_F_000             1404
_exptl_crystal_size_max          0.284
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.058
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.797
_oxdiff_exptl_absorpt_empirical_full_max 1.364
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 2 0.0275
0 -1 -2 0.0484
-2 -1 2 0.1157
0 -1 1 0.0116
9 5 -12 0.1108
1 -1 -2 0.0809
0 1 -1 0.0466

loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0001 0.9996 2.0021 -0.1852 0.0284 -0.0652
-0.0001 -0.9996 -2.0021 0.1852 -0.0284 0.0652
-2.0022 -1.0007 2.0006 0.0152 0.0654 0.2146
-0.0011 -1.0007 1.0009 -0.0186 0.1227 -0.0164
8.7556 5.1547 -11.6337 0.0909 -0.4876 -0.8683
1.0003 -0.9998 -2.0014 0.1343 0.0254 -0.0639
0.0011 1.0007 -1.0009 0.0186 -0.1227 0.0164

#===============================================================================
# 6. MEASUREMENT AND REFINEMENT DATAILS


_diffrn_ambient_temperature      100.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            33268
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.510
_diffrn_reflns_theta_max         77.022
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9580
_reflns_number_gt                7059
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

__diffrn_orient_matrix_type      
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0507841000
_diffrn_orient_matrix_UB_12      -0.0492922000
_diffrn_orient_matrix_UB_13      -0.0678766000
_diffrn_orient_matrix_UB_21      0.0537469000
_diffrn_orient_matrix_UB_22      -0.0723295000
_diffrn_orient_matrix_UB_23      0.0503175000
_diffrn_orient_matrix_UB_31      -0.1290374000
_diffrn_orient_matrix_UB_32      -0.0107065000
_diffrn_orient_matrix_UB_33      -0.0272217000
_diffrn_measurement_details      
;
_diffrn_measurement_details
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  51.00   1.00    5.00    --    0.00 -99.00  90.00   50
  2  ω    -42.00  92.00   1.00    5.00    --    0.00  57.00 -90.00  134
  3  ω    -96.00  -2.00   1.00   13.00    --  -60.50 125.00 -30.00   94
  4  ω   -156.00 -80.00   1.00   13.00    --  -60.50 -94.00 -90.00   76
  5  ω    -96.00  -2.00   1.00   13.00    --  -60.50 125.00 120.00   94
  6  ω     94.00 152.00   1.00   13.00    --   60.50 125.00  90.00   58
  7  ω     19.00 152.00   1.00   13.00    --   60.50  45.00 120.00  133
  8  ω     -4.00 109.00   1.00   13.00    --   60.50 -94.00  30.00  113
  9  ω     29.00 115.00   1.00   28.00    --  121.00-111.00   0.00   86
 10  ω     77.00 178.00   1.00   28.00    --  121.00  77.00 120.00  101
 11  ω    100.00 178.00   1.00   28.00    --  121.00 111.00   0.00   78
 12  ω     21.00 165.00   1.00   28.00    --  121.00 -77.00 150.00  144
 13  ω     77.00 178.00   1.00   28.00    --  121.00  63.00-120.00  101
 14  ω    100.00 178.00   1.00   28.00    --  121.00 111.00-150.00   78
 15  ω     29.00 115.00   1.00   28.00    --  121.00-111.00 -90.00   86
 16  ω     77.00 178.00   1.00   28.00    --  121.00  77.00 -90.00  101
 17  ω     29.00 115.00   1.00   28.00    --  121.00-111.00-150.00   86
 18  ω   -101.00 -35.00   1.00    5.00    --    0.00-178.00-180.00   66
 19  ω    -99.00 -34.00   1.00    5.00    --    0.00 178.00  30.00   65
 20  ω     18.00 153.00   1.00   13.00    --   60.50  61.00   0.00  135
;
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9580
_refine_ls_number_parameters     470
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1653
_refine_ls_R_factor_gt           0.1392
_refine_ls_wR_factor_ref         0.4246
_refine_ls_wR_factor_gt          0.3900
_refine_ls_goodness_of_fit_ref   1.754
_refine_ls_restrained_S_all      1.765
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.002


#===============================================================================
# 7. ATOM COORDINATES AND MOLECULAR GEOMETRY

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
Li1A Li 0.4609(12) 0.9434(11) 0.9704(10) 0.056(6) Uiso 0.42(3) 1 d . . P A 1
Li1B Li 0.4227(17) 0.8612(15) 0.9988(15) 0.107(8) Uiso 0.58(3) 1 d . . P A 2
O1A O 0.4219(11) 0.6635(11) -0.2865(11) 0.0632(16) Uani 0.289(6) 1 d . U P B 1
H1A H 0.4163 0.7023 -0.3157 0.109 Uiso 0.291(2) 1 calc R U P A 1
O2A O 0.3155(11) 0.7261(8) -0.2455(8) 0.0709(17) Uani 0.289(6) 1 d . . P B 1
O5A O 0.0803(17) 0.271(2) -0.112(2) 0.068(3) Uani 0.289(6) 1 d . . P B 1
O6A O 0.1792(12) 0.3333(9) -0.1570(9) 0.0688(17) Uani 0.289(6) 1 d . . P B 1
H6A H 0.1647 0.3012 -0.1926 0.103 Uiso 0.289(6) 1 calc R U P B 1
C2A C 0.3143(17) 0.6294(18) -0.1263(14) 0.0359(16) Uani 0.289(6) 1 d . . P B 1
H2A H 0.2683 0.6669 -0.1377 0.043 Uiso 0.289(6) 1 calc R U P B 1
C3A C 0.3749(19) 0.621(2) -0.1747(18) 0.047(2) Uani 0.289(6) 1 d . . P B 1
C4A C 0.4329(19) 0.561(2) -0.1707(15) 0.0418(18) Uani 0.289(6) 1 d . . P B 1
H4A H 0.4656 0.5509 -0.2102 0.050 Uiso 0.289(6) 1 calc R U P B 1
C15A C 0.127(3) 0.391(3) -0.053(3) 0.039(2) Uani 0.289(6) 1 d . . P B 1
C25A C 0.3723(13) 0.6734(13) -0.2390(12) 0.0535(19) Uani 0.289(6) 1 d . . P B 1
C27A C 0.1258(17) 0.3294(18) -0.1125(18) 0.052(2) Uani 0.289(6) 1 d . . P B 1
O1B O 0.4507(4) 0.6797(4) -0.2659(4) 0.0632(16) Uani 0.711(6) 1 d . U P B 2
H1B H 0.4504 0.7185 -0.2941 0.095 Uiso 0.711(6) 1 calc R U P B 2
O2B O 0.3644(4) 0.7575(3) -0.2101(3) 0.0709(17) Uani 0.711(6) 1 d . . P B 2
O5B O 0.0535(5) 0.2832(8) -0.1257(8) 0.068(3) Uani 0.711(6) 1 d . . P B 2
O6B O 0.1381(5) 0.3606(3) -0.1856(3) 0.0688(17) Uani 0.711(6) 1 d . . P B 2
H6B H 0.1269 0.3259 -0.2190 0.103 Uiso 0.711(6) 1 calc R U P B 2
C2B C 0.3332(5) 0.6397(6) -0.1095(4) 0.0359(16) Uani 0.711(6) 1 d . . P B 2
H2B H 0.2988 0.6853 -0.1116 0.043 Uiso 0.711(6) 1 calc R U P B 2
C3B C 0.3970(6) 0.6326(8) -0.1580(6) 0.047(2) Uani 0.711(6) 1 d . . P B 2
C4B C 0.4519(6) 0.5675(7) -0.1524(4) 0.0418(18) Uani 0.711(6) 1 d . . P B 2
H4B H 0.4958 0.5628 -0.1837 0.050 Uiso 0.711(6) 1 calc R U P B 2
C15B C 0.1113(10) 0.3987(11) -0.0644(10) 0.039(2) Uani 0.711(6) 1 d . . P B 2
C25B C 0.4035(5) 0.6933(5) -0.2142(4) 0.0535(19) Uani 0.711(6) 1 d . . P B 2
C27B C 0.0994(5) 0.3448(6) -0.1290(6) 0.052(2) Uani 0.711(6) 1 d . . P B 2
C1 C 0.3195(2) 0.58201(18) -0.05920(17) 0.0320(6) Uani 1 1 d . . . . .
C5 C 0.4418(2) 0.5114(2) -0.1018(2) 0.0410(8) Uani 1 1 d . . . . .
H5 H 0.4891 0.4751 -0.0901 0.049 Uiso 1 1 calc R U . B 1
C6 C 0.3790(2) 0.51934(19) -0.05448(18) 0.0351(7) Uani 1 1 d . . . . .
H6 H 0.3761 0.4807 -0.0173 0.042 Uiso 1 1 calc R U . . .
C7 C 0.18168(19) 0.66117(17) -0.01957(16) 0.0290(6) Uani 1 1 d . . . . .
C8 C 0.1697(2) 0.71834(18) 0.03346(16) 0.0319(6) Uani 1 1 d . . . . .
H8 H 0.2045 0.7159 0.0842 0.038 Uiso 1 1 calc R U . . .
C9 C 0.1090(2) 0.77840(19) 0.01483(18) 0.0362(7) Uani 1 1 d . . . . .
C10 C 0.0550(2) 0.78320(19) -0.05897(18) 0.0359(7) Uani 1 1 d . . . . .
H10 H 0.0137 0.8241 -0.0722 0.043 Uiso 1 1 calc R U . . .
C11 C 0.0636(2) 0.72653(19) -0.11214(17) 0.0352(7) Uani 1 1 d . . . . .
H11 H 0.0270 0.7280 -0.1622 0.042 Uiso 1 1 calc R U . . .
C12 C 0.1253(2) 0.66770(18) -0.09242(17) 0.0328(6) Uani 1 1 d . . . . .
H12 H 0.1297 0.6299 -0.1301 0.039 Uiso 1 1 calc R U . . .
C13 C 0.18642(19) 0.51344(17) -0.00142(17) 0.0301(6) Uani 1 1 d . . . . .
C16 C 0.1755(2) 0.4583(2) -0.0592(2) 0.0389(7) Uani 1 1 d . . . . .
H16 H 0.2010 0.4665 -0.1034 0.047 Uiso 1 1 calc R U . B 1
C14 C 0.0644(2) 0.3880(2) -0.0048(2) 0.0404(7) Uani 1 1 d . . . . .
H14 H 0.0184 0.3504 -0.0111 0.048 Uiso 1 1 calc R U . B 1
C17 C 0.0731(2) 0.4428(2) 0.05255(19) 0.0389(7) Uani 1 1 d . . . . .
H17 H 0.0383 0.4388 0.0915 0.047 Uiso 1 1 calc R U . . .
C18 C 0.1320(2) 0.50330(19) 0.05359(18) 0.0351(7) Uani 1 1 d . . . . .
H18 H 0.1359 0.5401 0.0937 0.042 Uiso 1 1 calc R U . . .
C19 C 0.31558(19) 0.59957(17) 0.08657(17) 0.0298(6) Uani 1 1 d . . . . .
C20 C 0.3266(2) 0.54505(17) 0.14531(17) 0.0308(6) Uani 1 1 d . . . . .
H20 H 0.2950 0.4980 0.1359 0.037 Uiso 1 1 calc R U . . .
C21 C 0.3819(2) 0.55657(18) 0.21731(17) 0.0324(6) Uani 1 1 d . . . . .
C22 C 0.4303(2) 0.6244(2) 0.2331(2) 0.0406(8) Uani 1 1 d . . . . .
H22 H 0.4671 0.6330 0.2823 0.049 Uiso 1 1 calc R U . . .
C23 C 0.4232(3) 0.6793(2) 0.1752(2) 0.0456(9) Uani 1 1 d . . . . .
H23 H 0.4561 0.7257 0.1843 0.055 Uiso 1 1 calc R U . . .
C24 C 0.3679(2) 0.66606(19) 0.10377(19) 0.0386(7) Uani 1 1 d . . . . .
H24 H 0.3655 0.7038 0.0648 0.046 Uiso 1 1 calc R U . . .
C26 C 0.1022(3) 0.8374(2) 0.0726(2) 0.0448(8) Uani 1 1 d . . . . .
C28 C 0.3895(2) 0.4955(2) 0.27582(18) 0.0383(7) Uani 1 1 d . . . . .
C29 C 0.2268(6) 0.9219(5) 0.8313(5) 0.0533(18) Uiso 0.5 1 d . . P . .
C30 C 0.2050(7) 1.0107(6) 0.9457(6) 0.064(2) Uiso 0.5 1 d . . P . .
C31 C 0.1432(7) 1.0620(6) 0.9791(6) 0.068(2) Uiso 0.5 1 d . . P . .
H31A H 0.1782 1.0933 1.0201 0.103 Uiso 0.5 1 calc R U P . .
H31B H 0.1003 1.0307 1.0003 0.103 Uiso 0.5 1 calc R U P . .
H31C H 0.1105 1.0954 0.9386 0.103 Uiso 0.5 1 calc R U P . .
C32 C 0.1654(7) 0.9609(6) 0.8772(6) 0.063(2) Uiso 0.5 1 d . . P . .
H32A H 0.1295 0.9204 0.8961 0.076 Uiso 0.5 1 calc R U P . .
H32B H 0.1230 0.9930 0.8410 0.076 Uiso 0.5 1 calc R U P . .
C33 C 0.2913(10) 0.8755(9) 0.8807(9) 0.100(4) Uiso 0.5 1 d . . P . .
H33A H 0.3310 0.8510 0.8504 0.150 Uiso 0.5 1 calc R U P . .
H33B H 0.2601 0.8360 0.9047 0.150 Uiso 0.5 1 calc R U P . .
H33C H 0.3269 0.9075 0.9208 0.150 Uiso 0.5 1 calc R U P . .
C34 C 0.2870(15) 0.9772(12) 0.8059(12) 0.130(6) Uiso 0.5 1 d . . P . .
H34A H 0.2518 1.0142 0.7708 0.195 Uiso 0.5 1 calc R U P . .
H34B H 0.3286 0.9504 0.7792 0.195 Uiso 0.5 1 calc R U P . .
H34C H 0.3210 1.0043 0.8508 0.195 Uiso 0.5 1 calc R U P . .
C35 C 0.4950(12) 0.9291(10) 0.2282(10) 0.115(5) Uiso 0.5 1 d . . P . .
H35A H 0.5242 0.8948 0.1968 0.173 Uiso 0.5 1 calc R U P . .
H35B H 0.4749 0.8995 0.2687 0.173 Uiso 0.5 1 calc R U P . .
H35C H 0.5378 0.9683 0.2517 0.173 Uiso 0.5 1 calc R U P . .
C36 C 0.3556(12) 0.8998(10) 0.1380(10) 0.115(5) Uiso 0.5 1 d . . P . .
H36A H 0.3047 0.9214 0.1016 0.173 Uiso 0.5 1 calc R U P . .
H36B H 0.3333 0.8695 0.1768 0.173 Uiso 0.5 1 calc R U P . .
H36C H 0.3908 0.8670 0.1102 0.173 Uiso 0.5 1 calc R U P . .
C37 C 0.4163(6) 0.9665(5) 0.1786(5) 0.0560(19) Uiso 0.5 1 d . . P . .
C38 C 0.3602(9) 1.0243(8) 0.2073(8) 0.085(3) Uiso 0.5 1 d . . P . .
H38A H 0.3051 1.0322 0.1679 0.102 Uiso 0.5 1 calc R U P . .
H38B H 0.3418 1.0039 0.2541 0.102 Uiso 0.5 1 calc R U P . .
C39 C 0.4036(10) 1.0983(9) 0.2261(9) 0.093(4) Uiso 0.5 1 d . . P . .
C40 C 0.3580(9) 1.1534(8) 0.2723(8) 0.084(3) Uiso 0.5 1 d . . P . .
H40A H 0.3939 1.2002 0.2826 0.127 Uiso 0.5 1 calc R U P . .
H40B H 0.3525 1.1294 0.3212 0.127 Uiso 0.5 1 calc R U P . .
H40C H 0.2983 1.1661 0.2430 0.127 Uiso 0.5 1 calc R U P . .
C41 C 0.4172(13) 1.3120(11) -0.0355(11) 0.121(6) Uiso 0.5 1 d . . P . .
H41A H 0.4701 1.3327 -0.0009 0.182 Uiso 0.5 1 calc R U P . .
H41B H 0.3755 1.3537 -0.0541 0.182 Uiso 0.5 1 calc R U P . .
H41C H 0.4357 1.2868 -0.0794 0.182 Uiso 0.5 1 calc R U P . .
C42 C 0.3723(9) 1.2556(8) 0.0067(8) 0.084(3) Uiso 0.5 1 d . . P . .
C43 C 0.3343(12) 1.2896(11) 0.0667(11) 0.116(5) Uiso 0.5 1 d . . P . .
H43 H 0.3515 1.3401 0.0832 0.139 Uiso 0.5 1 calc R U P . .
C44 C 0.2685(8) 1.2481(7) 0.1037(7) 0.074(3) Uiso 0.5 1 d . . P . .
C45 C 0.2176(8) 1.2886(7) 0.1554(7) 0.078(3) Uiso 0.5 1 d . . P . .
H45A H 0.1787 1.2520 0.1752 0.117 Uiso 0.5 1 calc R U P . .
H45B H 0.1809 1.3290 0.1266 0.117 Uiso 0.5 1 calc R U P . .
H45C H 0.2598 1.3113 0.1986 0.117 Uiso 0.5 1 calc R U P . .
B1 B 0.2508(2) 0.58883(19) 0.00161(18) 0.0285(6) Uani 1 1 d . . . . .
O3 O 0.0612(3) 0.89865(19) 0.05497(18) 0.0784(12) Uani 1 1 d . . . . .
O4 O 0.1417(2) 0.82304(17) 0.14218(15) 0.0560(8) Uani 1 1 d . . . . .
H4 H 0.1382 0.8615 0.1699 0.084 Uiso 1 1 calc R U . . .
O7 O 0.3503(2) 0.43391(16) 0.26000(15) 0.0538(8) Uani 1 1 d . . . . .
O8 O 0.4378(2) 0.51036(18) 0.34291(16) 0.0589(8) Uani 1 1 d . . . . .
H8A H 0.4402 0.4714 0.3711 0.088 Uiso 1 1 calc R U . . .
O9 O 0.2856(8) 1.0197(7) 0.9682(7) 0.117(3) Uiso 0.5 1 d . . P . .
O10 O 0.1751(6) 0.8757(5) 0.7677(5) 0.089(2) Uiso 0.5 1 d . . P . .
H10A H 0.2103 0.8565 0.7417 0.134 Uiso 0.5 1 calc R U P . .
O11 O 0.4400(6) 0.9936(5) 0.1113(5) 0.088(2) Uiso 0.5 1 d . . P . .
H11A H 0.3956 1.0153 0.0840 0.132 Uiso 0.5 1 calc R U P . .
O12 O 0.4704(10) 1.1204(8) 0.2041(8) 0.144(5) Uiso 0.5 1 d . . P . .
O13 O 0.2664(8) 1.1771(7) 0.0985(7) 0.113(3) Uiso 0.5 1 d . . P . .
C46 C 0.3982(10) 1.1796(8) 0.0211(9) 0.094(4) Uiso 0.5 1 d . . P . .
H46A H 0.3581 1.1549 0.0507 0.142 Uiso 0.5 1 calc R U P . .
H46B H 0.4599 1.1778 0.0504 0.142 Uiso 0.5 1 calc R U P . .
H46C H 0.3949 1.1526 -0.0279 0.142 Uiso 0.5 1 calc R U P . .


_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
Li1A Li1A 2.44(4) 3_677 ?
Li1A O11 2.54(2) 3_676 ?
O1A C25A 1.25(3) . ?
O1A H1A 0.8400 . ?
O2A C25A 1.25(2) . ?
O5A C27A 1.23(5) . ?
O6A C27A 1.24(3) . ?
O6A H6A 0.8400 . ?
C2A C3A 1.38(5) . ?
C2A C1 1.44(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.37(5) . ?
C3A C25A 1.45(4) . ?
C4A C5 1.48(3) . ?
C4A H4A 0.9500 . ?
C15A C14 1.40(6) . ?
C15A C16 1.40(6) . ?
C15A C27A 1.50(7) . ?
O1B C25B 1.291(9) . ?
O1B H1B 0.8400 . ?
O2B C25B 1.279(9) . ?
O5B C27B 1.290(17) . ?
O6B C27B 1.287(12) . ?
O6B H6B 0.8400 . ?
C2B C1 1.387(11) . ?
C2B C3B 1.421(16) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.402(18) . ?
C3B C25B 1.471(14) . ?
C4B C5 1.357(12) . ?
C4B H4B 0.9500 . ?
C15B C14 1.40(2) . ?
C15B C16 1.42(2) . ?
C15B C27B 1.47(2) . ?
C1 C6 1.412(4) . ?
C1 B1 1.644(4) . ?
C5 C6 1.395(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.407(4) . ?
C7 C12 1.407(4) . ?
C7 B1 1.639(4) . ?
C8 C9 1.394(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.403(4) . ?
C9 C26 1.470(4) . ?
C10 C11 1.389(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C16 1.391(4) . ?
C13 C18 1.407(4) . ?
C13 B1 1.635(4) . ?
C16 H16 0.9500 . ?
C14 C17 1.383(5) . ?
C14 H14 0.9500 . ?
C17 C18 1.383(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.396(4) . ?
C19 C24 1.407(4) . ?
C19 B1 1.640(4) . ?
C20 C21 1.398(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(4) . ?
C21 C28 1.476(4) . ?
C22 C23 1.393(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.394(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C26 O3 1.247(5) . ?
C26 O4 1.285(4) . ?
C28 O7 1.235(4) . ?
C28 O8 1.295(4) . ?
C29 C33 1.431(17) . ?
C29 C34 1.46(2) . ?
C29 O10 1.481(12) . ?
C29 C32 1.514(13) . ?
C30 O9 1.222(15) . ?
C30 C31 1.501(15) . ?
C30 C32 1.518(14) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C37 1.490(18) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.570(19) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 O11 1.393(12) . ?
C37 C38 1.475(16) . ?
C38 C39 1.461(19) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 O12 1.217(18) . ?
C39 C40 1.515(19) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.48(2) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C46 1.393(19) . ?
C42 C43 1.43(2) . ?
C43 C44 1.49(2) . ?
C43 H43 0.9500 . ?
C44 O13 1.245(15) . ?
C44 C45 1.487(16) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
O4 H4 0.8400 . ?
O8 H8A 0.8400 . ?
O10 H10A 0.8400 . ?
O11 H11A 0.8400 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?

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
Li1A Li1A O11 66.3(8) 3_677 3_676 ?
C25A O1A H1A 109.5 . . ?
C27A O6A H6A 109.5 . . ?
C3A C2A C1 121(3) . . ?
C3A C2A H2A 119.4 . . ?
C1 C2A H2A 119.4 . . ?
C4A C3A C2A 123(3) . . ?
C4A C3A C25A 116(3) . . ?
C2A C3A C25A 120(3) . . ?
C3A C4A C5 117(3) . . ?
C3A C4A H4A 121.7 . . ?
C5 C4A H4A 121.7 . . ?
C14 C15A C16 120(4) . . ?
C14 C15A C27A 119(4) . . ?
C16 C15A C27A 119(4) . . ?
O2A C25A O1A 122.5(18) . . ?
O2A C25A C3A 117(2) . . ?
O1A C25A C3A 121(2) . . ?
O5A C27A O6A 120(3) . . ?
O5A C27A C15A 121(4) . . ?
O6A C27A C15A 119(3) . . ?
C25B O1B H1B 109.5 . . ?
C27B O6B H6B 109.5 . . ?
C1 C2B C3B 122.0(9) . . ?
C1 C2B H2B 119.0 . . ?
C3B C2B H2B 119.0 . . ?
C4B C3B C2B 119.7(11) . . ?
C4B C3B C25B 121.0(10) . . ?
C2B C3B C25B 119.4(10) . . ?
C5 C4B C3B 119.4(10) . . ?
C5 C4B H4B 120.3 . . ?
C3B C4B H4B 120.3 . . ?
C14 C15B C16 119.7(14) . . ?
C14 C15B C27B 120.0(15) . . ?
C16 C15B C27B 120.1(15) . . ?
O2B C25B O1B 122.0(6) . . ?
O2B C25B C3B 120.1(7) . . ?
O1B C25B C3B 117.9(8) . . ?
O6B C27B O5B 123.1(10) . . ?
O6B C27B C15B 117.7(12) . . ?
O5B C27B C15B 119.1(13) . . ?
C2B C1 C6 115.3(5) . . ?
C6 C1 C2A 115.2(13) . . ?
C2B C1 B1 124.2(5) . . ?
C6 C1 B1 119.9(3) . . ?
C2A C1 B1 124.1(13) . . ?
C4B C5 C6 120.2(6) . . ?
C6 C5 C4A 118.3(13) . . ?
C6 C5 H5 120.8 . . ?
C4A C5 H5 120.8 . . ?
C5 C6 C1 123.2(3) . . ?
C5 C6 H6 118.4 . . ?
C1 C6 H6 118.4 . . ?
C8 C7 C12 114.8(3) . . ?
C8 C7 B1 123.7(2) . . ?
C12 C7 B1 121.4(3) . . ?
C9 C8 C7 122.8(3) . . ?
C9 C8 H8 118.6 . . ?
C7 C8 H8 118.6 . . ?
C8 C9 C10 120.3(3) . . ?
C8 C9 C26 119.8(3) . . ?
C10 C9 C26 119.9(3) . . ?
C11 C10 C9 118.3(3) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C7 123.4(3) . . ?
C11 C12 H12 118.3 . . ?
C7 C12 H12 118.3 . . ?
C16 C13 C18 114.8(3) . . ?
C16 C13 B1 124.5(3) . . ?
C18 C13 B1 120.5(3) . . ?
C13 C16 C15A 121(2) . . ?
C13 C16 C15B 122.6(9) . . ?
C13 C16 H16 119.5 . . ?
C15A C16 H16 119.5 . . ?
C17 C14 C15B 118.2(9) . . ?
C17 C14 C15A 117(2) . . ?
C17 C14 H14 121.7 . . ?
C15A C14 H14 121.7 . . ?
C14 C17 C18 120.5(3) . . ?
C14 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C13 123.6(3) . . ?
C17 C18 H18 118.2 . . ?
C13 C18 H18 118.2 . . ?
C20 C19 C24 114.9(3) . . ?
C20 C19 B1 124.6(3) . . ?
C24 C19 B1 120.4(3) . . ?
C19 C20 C21 123.0(3) . . ?
C19 C20 H20 118.5 . . ?
C21 C20 H20 118.5 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 C28 120.5(3) . . ?
C20 C21 C28 119.1(3) . . ?
C21 C22 C23 118.4(3) . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C19 123.3(3) . . ?
C23 C24 H24 118.4 . . ?
C19 C24 H24 118.4 . . ?
O3 C26 O4 121.7(3) . . ?
O3 C26 C9 121.8(3) . . ?
O4 C26 C9 116.5(3) . . ?
O7 C28 O8 123.0(3) . . ?
O7 C28 C21 120.2(3) . . ?
O8 C28 C21 116.8(3) . . ?
C33 C29 C34 99.7(12) . . ?
C33 C29 O10 110.7(10) . . ?
C34 C29 O10 113.5(11) . . ?
C33 C29 C32 110.3(10) . . ?
C34 C29 C32 110.9(11) . . ?
O10 C29 C32 111.2(7) . . ?
O9 C30 C31 117.4(11) . . ?
O9 C30 C32 123.4(11) . . ?
C31 C30 C32 118.4(9) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 C30 119.8(8) . . ?
C29 C32 H32A 107.4 . . ?
C30 C32 H32A 107.4 . . ?
C29 C32 H32B 107.4 . . ?
C30 C32 H32B 107.4 . . ?
H32A C32 H32B 106.9 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.4 . . ?
H33A C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C37 C35 H35A 109.5 . . ?
C37 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C37 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O11 C37 C38 109.0(9) . . ?
O11 C37 C35 110.0(10) . . ?
C38 C37 C35 123.3(11) . . ?
O11 C37 C36 95.0(10) . . ?
C38 C37 C36 109.7(10) . . ?
C35 C37 C36 106.1(11) . . ?
C39 C38 C37 114.7(12) . . ?
C39 C38 H38A 108.6 . . ?
C37 C38 H38A 108.6 . . ?
C39 C38 H38B 108.6 . . ?
C37 C38 H38B 108.6 . . ?
H38A C38 H38B 107.6 . . ?
O12 C39 C38 125.1(16) . . ?
O12 C39 C40 118.0(15) . . ?
C38 C39 C40 116.8(13) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C46 C42 C43 113.7(14) . . ?
C46 C42 C41 125.7(14) . . ?
C43 C42 C41 112.9(15) . . ?
C42 C43 C44 121.8(16) . . ?
C42 C43 H43 119.1 . . ?
C44 C43 H43 119.1 . . ?
O13 C44 C43 117.6(13) . . ?
O13 C44 C45 120.7(12) . . ?
C43 C44 C45 121.0(13) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C13 B1 C7 105.1(2) . . ?
C13 B1 C19 111.7(2) . . ?
C7 B1 C19 111.4(2) . . ?
C13 B1 C1 111.9(2) . . ?
C7 B1 C1 111.5(2) . . ?
C19 B1 C1 105.3(2) . . ?
C26 O4 H4 109.5 . . ?
C28 O8 H8A 109.5 . . ?
C29 O10 H10A 109.5 . . ?
C37 O11 H11A 109.5 . . ?
C42 C46 H46A 109.5 . . ?
C42 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C42 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

_refine_diff_density_max         1.252
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.161

_shelxl_version_number           2013-4

