# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1583053'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H20 B10'
_chemical_formula_weight         272.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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                   10.039(3)
_cell_length_b                   14.627(4)
_cell_length_c                   11.432(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.919(5)
_cell_angle_gamma                90
_cell_volume                     1666.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1017
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      25.29

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    0.052
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.120388
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKRER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9036
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.271
_diffrn_reflns_theta_max         25.246
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3016
_reflns_number_gt                2107
_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.
;

_computing_data_collection       'BRUKRER SMART CCD DIFFRACTOMETER'
_computing_cell_refinement       'BRUKRER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKRER SMART CCD DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1085P)²+0.3984P] 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         3016
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1971
_refine_ls_wR_factor_gt          0.1704
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.6127(2) 0.29390(15) 0.39411(19) 0.0521(6) Uani 1 1 d . . . . .
C2 C 0.71594(19) 0.20767(14) 0.40253(16) 0.0437(5) Uani 1 1 d . . . . .
C3 C 0.6311(2) 0.12303(14) 0.42396(18) 0.0484(5) Uani 1 1 d . . . . .
H3A H 0.6246 0.0853 0.3526 0.058 Uiso 1 1 calc R U . . .
C4 C 0.4948(2) 0.16285(17) 0.4327(2) 0.0622(6) Uani 1 1 d . . . . .
H4A H 0.4229 0.1267 0.4486 0.075 Uiso 1 1 calc R U . . .
C5 C 0.4824(2) 0.25220(17) 0.4165(2) 0.0627(7) Uani 1 1 d . . . . .
C11 C 0.3595(3) 0.3101(2) 0.4174(4) 0.1116(13) Uani 1 1 d . . . . .
H11A H 0.3812 0.3727 0.4031 0.167 Uiso 1 1 calc R U . . .
H11B H 0.2914 0.2895 0.3570 0.167 Uiso 1 1 calc R U . . .
H11C H 0.3270 0.3052 0.4928 0.167 Uiso 1 1 calc R U . . .
C12 C 0.69047(19) 0.06395(13) 0.52669(18) 0.0450(5) Uani 1 1 d . . . . .
C13 C 0.7942(2) 0.00463(14) 0.5112(2) 0.0539(6) Uani 1 1 d . . . . .
H13A H 0.8265 0.0015 0.4384 0.065 Uiso 1 1 calc R U . . .
C14 C 0.8500(2) -0.04965(16) 0.6020(2) 0.0659(7) Uani 1 1 d . . . . .
H14A H 0.9202 -0.0889 0.5907 0.079 Uiso 1 1 calc R U . . .
C15 C 0.8025(3) -0.04626(17) 0.7096(2) 0.0691(7) Uani 1 1 d . . . . .
H15A H 0.8403 -0.0831 0.7711 0.083 Uiso 1 1 calc R U . . .
C16 C 0.6993(3) 0.01150(17) 0.7259(2) 0.0681(7) Uani 1 1 d . . . . .
H16A H 0.6666 0.0137 0.7986 0.082 Uiso 1 1 calc R U . . .
C17 C 0.6435(2) 0.06657(15) 0.6350(2) 0.0564(6) Uani 1 1 d . . . . .
H17A H 0.5735 0.1058 0.6469 0.068 Uiso 1 1 calc R U . . .
B3 B 0.6667(3) 0.2539(2) 0.2650(2) 0.0626(7) Uani 1 1 d . . . . .
H3 H 0.6032 0.2195 0.1931 0.075 Uiso 1 1 calc R U . . .
B4 B 0.6511(3) 0.3716(2) 0.2926(3) 0.0715(9) Uani 1 1 d . . . . .
H4 H 0.5771 0.4142 0.2388 0.086 Uiso 1 1 calc R U . . .
B5 B 0.6897(3) 0.39137(19) 0.4462(3) 0.0686(8) Uani 1 1 d . . . . .
H5 H 0.6408 0.4465 0.4907 0.082 Uiso 1 1 calc R U . . .
B6 B 0.7307(3) 0.28544(16) 0.5169(2) 0.0508(6) Uani 1 1 d . . . . .
H6 H 0.7089 0.2713 0.6072 0.061 Uiso 1 1 calc R U . . .
B7 B 0.8336(3) 0.2194(2) 0.3082(2) 0.0651(8) Uani 1 1 d . . . . .
H7 H 0.8793 0.1624 0.2646 0.078 Uiso 1 1 calc R U . . .
B8 B 0.7959(3) 0.3266(3) 0.2381(3) 0.0785(10) Uani 1 1 d . . . . .
H8 H 0.8183 0.3403 0.1479 0.094 Uiso 1 1 calc R U . . .
B9 B 0.8115(3) 0.4116(2) 0.3486(3) 0.0829(10) Uani 1 1 d . . . . .
H9 H 0.8442 0.4813 0.3297 0.099 Uiso 1 1 calc R U . . .
B10 B 0.8597(3) 0.3588(2) 0.4868(3) 0.0717(9) Uani 1 1 d . . . . .
H10 H 0.9237 0.3939 0.5579 0.086 Uiso 1 1 calc R U . . .
B11 B 0.8727(2) 0.23938(18) 0.4622(2) 0.0539(6) Uani 1 1 d . . . . .
H11 H 0.9433 0.1951 0.5172 0.065 Uiso 1 1 calc R U . . .
B12 B 0.9245(3) 0.3188(2) 0.3595(3) 0.0798(10) Uani 1 1 d . . . . .
H12 H 1.0310 0.3277 0.3482 0.096 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
C1 C5 1.493(3) . ?
C1 C2 1.628(3) . ?
C1 B5 1.695(4) . ?
C1 B4 1.701(3) . ?
C1 B6 1.729(3) . ?
C1 B3 1.734(4) . ?
C2 C3 1.539(3) . ?
C2 B7 1.702(3) . ?
C2 B11 1.703(3) . ?
C2 B6 1.726(3) . ?
C2 B3 1.728(3) . ?
C3 C4 1.502(3) . ?
C3 C12 1.521(3) . ?
C4 C5 1.324(3) . ?
C5 C11 1.498(3) . ?
C12 C17 1.377(3) . ?
C12 C13 1.383(3) . ?
C13 C14 1.372(3) . ?
C14 C15 1.372(4) . ?
C15 C16 1.367(3) . ?
C16 C17 1.380(3) . ?
B3 B8 1.732(4) . ?
B3 B4 1.760(5) . ?
B3 B7 1.762(4) . ?
B4 B9 1.760(4) . ?
B4 B5 1.775(4) . ?
B4 B8 1.776(5) . ?
B5 B6 1.773(4) . ?
B5 B9 1.777(5) . ?
B5 B10 1.779(4) . ?
B6 B10 1.748(4) . ?
B6 B11 1.758(4) . ?
B7 B12 1.778(5) . ?
B7 B8 1.780(5) . ?
B7 B11 1.782(4) . ?
B8 B9 1.767(6) . ?
B8 B12 1.781(5) . ?
B9 B12 1.764(5) . ?
B9 B10 1.773(4) . ?
B10 B12 1.764(5) . ?
B10 B11 1.777(4) . ?
B11 B12 1.774(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
C5 C1 C2 103.77(17) . . ?
C5 C1 B5 130.9(2) . . ?
C2 C1 B5 111.76(17) . . ?
C5 C1 B4 131.69(19) . . ?
C2 C1 B4 111.28(18) . . ?
B5 C1 B4 63.01(17) . . ?
C5 C1 B6 111.12(18) . . ?
C2 C1 B6 61.80(12) . . ?
B5 C1 B6 62.37(15) . . ?
B4 C1 B6 114.33(19) . . ?
C5 C1 B3 112.2(2) . . ?
C2 C1 B3 61.76(13) . . ?
B5 C1 B3 113.96(19) . . ?
B4 C1 B3 61.65(17) . . ?
B6 C1 B3 114.38(17) . . ?
C3 C2 C1 105.80(15) . . ?
C3 C2 B7 128.45(19) . . ?
C1 C2 B7 111.72(17) . . ?
C3 C2 B11 131.12(17) . . ?
C1 C2 B11 111.34(17) . . ?
B7 C2 B11 63.12(15) . . ?
C3 C2 B6 114.11(16) . . ?
C1 C2 B6 61.98(13) . . ?
B7 C2 B6 114.25(18) . . ?
B11 C2 B6 61.69(14) . . ?
C3 C2 B3 110.91(17) . . ?
C1 C2 B3 62.14(14) . . ?
B7 C2 B3 61.84(15) . . ?
B11 C2 B3 114.03(17) . . ?
B6 C2 B3 114.84(17) . . ?
C4 C3 C12 116.39(18) . . ?
C4 C3 C2 102.98(17) . . ?
C12 C3 C2 114.04(16) . . ?
C5 C4 C3 116.4(2) . . ?
C4 C5 C1 111.00(19) . . ?
C4 C5 C11 128.3(2) . . ?
C1 C5 C11 120.7(2) . . ?
C17 C12 C13 118.5(2) . . ?
C17 C12 C3 122.25(18) . . ?
C13 C12 C3 119.24(19) . . ?
C14 C13 C12 120.7(2) . . ?
C13 C14 C15 120.2(2) . . ?
C16 C15 C14 119.7(2) . . ?
C15 C16 C17 120.2(2) . . ?
C12 C17 C16 120.6(2) . . ?
C2 B3 B8 105.29(19) . . ?
C2 B3 C1 56.10(12) . . ?
B8 B3 C1 105.2(2) . . ?
C2 B3 B4 103.99(19) . . ?
B8 B3 B4 61.12(19) . . ?
C1 B3 B4 58.26(15) . . ?
C2 B3 B7 58.36(13) . . ?
B8 B3 B7 61.23(18) . . ?
C1 B3 B7 104.06(18) . . ?
B4 B3 B7 109.4(2) . . ?
C1 B4 B9 104.3(2) . . ?
C1 B4 B3 60.09(15) . . ?
B9 B4 B3 107.0(2) . . ?
C1 B4 B5 58.33(15) . . ?
B9 B4 B5 60.34(18) . . ?
B3 B4 B5 108.84(19) . . ?
C1 B4 B8 104.7(2) . . ?
B9 B4 B8 60.0(2) . . ?
B3 B4 B8 58.65(18) . . ?
B5 B4 B8 108.5(2) . . ?
C1 B5 B6 59.75(13) . . ?
C1 B5 B4 58.66(16) . . ?
B6 B5 B4 108.6(2) . . ?
C1 B5 B9 103.9(2) . . ?
B6 B5 B9 107.0(2) . . ?
B4 B5 B9 59.42(18) . . ?
C1 B5 B10 104.43(19) . . ?
B6 B5 B10 58.94(15) . . ?
B4 B5 B10 107.6(2) . . ?
B9 B5 B10 59.83(18) . . ?
C2 B6 C1 56.22(12) . . ?
C2 B6 B10 104.71(19) . . ?
C1 B6 B10 104.36(18) . . ?
C2 B6 B11 58.51(13) . . ?
C1 B6 B11 104.16(17) . . ?
B10 B6 B11 60.91(16) . . ?
C2 B6 B5 103.66(18) . . ?
C1 B6 B5 57.88(15) . . ?
B10 B6 B5 60.71(16) . . ?
B11 B6 B5 109.1(2) . . ?
C2 B7 B3 59.80(14) . . ?
C2 B7 B12 103.9(2) . . ?
B3 B7 B12 106.9(2) . . ?
C2 B7 B8 104.3(2) . . ?
B3 B7 B8 58.54(17) . . ?
B12 B7 B8 60.09(19) . . ?
C2 B7 B11 58.46(13) . . ?
B3 B7 B11 108.56(19) . . ?
B12 B7 B11 59.77(17) . . ?
B8 B7 B11 108.1(2) . . ?
B3 B8 B9 108.0(2) . . ?
B3 B8 B4 60.23(17) . . ?
B9 B8 B4 59.58(19) . . ?
B3 B8 B7 60.23(17) . . ?
B9 B8 B7 107.6(2) . . ?
B4 B8 B7 107.9(2) . . ?
B3 B8 B12 108.1(2) . . ?
B9 B8 B12 59.6(2) . . ?
B4 B8 B12 107.3(2) . . ?
B7 B8 B12 59.91(18) . . ?
B4 B9 B12 108.8(2) . . ?
B4 B9 B8 60.46(19) . . ?
B12 B9 B8 60.6(2) . . ?
B4 B9 B10 108.6(2) . . ?
B12 B9 B10 59.82(19) . . ?
B8 B9 B10 108.7(2) . . ?
B4 B9 B5 60.24(18) . . ?
B12 B9 B5 108.2(2) . . ?
B8 B9 B5 108.8(2) . . ?
B10 B9 B5 60.16(18) . . ?
B6 B10 B12 108.3(2) . . ?
B6 B10 B9 108.3(2) . . ?
B12 B10 B9 59.81(19) . . ?
B6 B10 B11 59.83(14) . . ?
B12 B10 B11 60.14(17) . . ?
B9 B10 B11 107.7(2) . . ?
B6 B10 B5 60.36(15) . . ?
B12 B10 B5 108.1(2) . . ?
B9 B10 B5 60.01(18) . . ?
B11 B10 B5 107.94(19) . . ?
C2 B11 B6 59.81(13) . . ?
C2 B11 B12 104.08(18) . . ?
B6 B11 B12 107.4(2) . . ?
C2 B11 B10 104.44(18) . . ?
B6 B11 B10 59.26(16) . . ?
B12 B11 B10 59.56(19) . . ?
C2 B11 B7 58.42(14) . . ?
B6 B11 B7 108.83(17) . . ?
B12 B11 B7 60.01(18) . . ?
B10 B11 B7 107.8(2) . . ?
B9 B12 B10 60.36(19) . . ?
B9 B12 B11 108.3(2) . . ?
B10 B12 B11 60.30(17) . . ?
B9 B12 B7 107.8(2) . . ?
B10 B12 B7 108.6(2) . . ?
B11 B12 B7 60.21(16) . . ?
B9 B12 B8 59.8(2) . . ?
B10 B12 B8 108.5(2) . . ?
B11 B12 B8 108.3(2) . . ?
B7 B12 B8 60.00(19) . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.059

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1583055'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H14 B10 S'
_chemical_formula_weight         214.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.7439(6)
_cell_length_b                   8.5035(5)
_cell_length_c                   12.5486(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.2280(10)
_cell_angle_gamma                90
_cell_volume                     1190.27(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    81
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.223
_shelx_estimated_absorpt_T_min   0.897
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6711
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13127
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.074
_diffrn_reflns_theta_max         25.247
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2126
_reflns_number_gt                1852
_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.
;

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0763P)²+0.9248P] 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         2126
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1417
_refine_ls_wR_factor_gt          0.1353
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
S3 S 0.55427(6) 1.06218(7) 0.37753(5) 0.0359(2) Uani 1 1 d . . . . .
C1 C 0.44009(18) 0.8833(2) 0.18972(16) 0.0230(5) Uani 1 1 d . . . . .
C2 C 0.53862(18) 0.8718(2) 0.31442(16) 0.0243(5) Uani 1 1 d . . . . .
C4 C 0.4489(2) 1.1438(3) 0.2585(2) 0.0425(6) Uani 1 1 d . . . . .
H4A H 0.4291 1.2523 0.2561 0.051 Uiso 1 1 calc R U . . .
C5 C 0.3970(2) 1.0488(3) 0.17071(19) 0.0292(5) Uani 1 1 d . . . . .
C11 C 0.3073(2) 1.0946(3) 0.0642(2) 0.0371(6) Uani 1 1 d . . . . .
H11A H 0.2848 1.0024 0.0153 0.056 Uiso 1 1 calc R U . . .
H11B H 0.2361 1.1365 0.0792 0.056 Uiso 1 1 calc R U . . .
H11C H 0.3411 1.1753 0.0273 0.056 Uiso 1 1 calc R U . . .
B3 B 0.3985(2) 0.7881(3) 0.29502(19) 0.0243(5) Uani 1 1 d . . . . .
H3 H 0.3296 0.8311 0.3329 0.029 Uiso 1 1 calc R U . . .
B4 B 0.3584(2) 0.7137(3) 0.15618(19) 0.0257(5) Uani 1 1 d . . . . .
H4 H 0.2623 0.7079 0.1024 0.031 Uiso 1 1 calc R U . . .
B5 B 0.4756(2) 0.7591(3) 0.09768(19) 0.0271(5) Uani 1 1 d . . . . .
H5 H 0.4557 0.7829 0.0059 0.033 Uiso 1 1 calc R U . . .
B6 B 0.5904(2) 0.8621(3) 0.1990(2) 0.0276(5) Uani 1 1 d . . . . .
H6 H 0.6464 0.9535 0.1748 0.033 Uiso 1 1 calc R U . . .
B7 B 0.5322(2) 0.6954(3) 0.37692(19) 0.0270(5) Uani 1 1 d . . . . .
H7 H 0.5513 0.6775 0.4693 0.032 Uiso 1 1 calc R U . . .
B8 B 0.4194(2) 0.5879(3) 0.2741(2) 0.0266(5) Uani 1 1 d . . . . .
H8 H 0.3641 0.4954 0.2982 0.032 Uiso 1 1 calc R U . . .
B9 B 0.4656(2) 0.5681(3) 0.1520(2) 0.0294(5) Uani 1 1 d . . . . .
H9 H 0.4400 0.4630 0.0956 0.035 Uiso 1 1 calc R U . . .
B10 B 0.6084(2) 0.6605(3) 0.1792(2) 0.0304(5) Uani 1 1 d . . . . .
H10 H 0.6767 0.6160 0.1411 0.037 Uiso 1 1 calc R U . . .
B11 B 0.6497(2) 0.7403(3) 0.3180(2) 0.0301(6) Uani 1 1 d . . . . .
H11 H 0.7453 0.7515 0.3723 0.036 Uiso 1 1 calc R U . . .
B12 B 0.5742(2) 0.5568(3) 0.2889(2) 0.0304(6) Uani 1 1 d . . . . .
H12 H 0.6209 0.4443 0.3235 0.036 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
S3 C4 1.757(3) . ?
S3 C2 1.787(2) . ?
C1 C5 1.490(3) . ?
C1 C2 1.632(3) . ?
C1 B4 1.710(3) . ?
C1 B5 1.710(3) . ?
C1 B6 1.742(3) . ?
C1 B3 1.745(3) . ?
C2 B7 1.705(3) . ?
C2 B11 1.708(3) . ?
C2 B6 1.739(3) . ?
C2 B3 1.739(3) . ?
C4 C5 1.348(3) . ?
C5 C11 1.472(3) . ?
B3 B8 1.752(3) . ?
B3 B7 1.770(3) . ?
B3 B4 1.773(3) . ?
B4 B9 1.779(3) . ?
B4 B8 1.784(3) . ?
B4 B5 1.793(3) . ?
B5 B6 1.770(3) . ?
B5 B9 1.779(4) . ?
B5 B10 1.784(3) . ?
B6 B10 1.754(4) . ?
B6 B11 1.771(3) . ?
B7 B8 1.785(3) . ?
B7 B12 1.786(3) . ?
B7 B11 1.799(3) . ?
B8 B9 1.786(3) . ?
B8 B12 1.788(3) . ?
B9 B10 1.786(4) . ?
B9 B12 1.794(4) . ?
B10 B12 1.784(4) . ?
B10 B11 1.789(3) . ?
B11 B12 1.775(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
C4 S3 C2 91.94(11) . . ?
C5 C1 C2 108.27(17) . . ?
C5 C1 B4 128.40(17) . . ?
C2 C1 B4 111.12(16) . . ?
C5 C1 B5 128.16(18) . . ?
C2 C1 B5 111.16(16) . . ?
B4 C1 B5 63.23(14) . . ?
C5 C1 B6 113.24(17) . . ?
C2 C1 B6 61.95(13) . . ?
B4 C1 B6 114.10(16) . . ?
B5 C1 B6 61.67(13) . . ?
C5 C1 B3 113.46(17) . . ?
C2 C1 B3 61.89(12) . . ?
B4 C1 B3 61.75(13) . . ?
B5 C1 B3 114.22(17) . . ?
B6 C1 B3 114.80(16) . . ?
C1 C2 B7 111.93(16) . . ?
C1 C2 B11 111.77(16) . . ?
B7 C2 B11 63.61(14) . . ?
C1 C2 B6 62.12(12) . . ?
B7 C2 B6 114.75(17) . . ?
B11 C2 B6 61.81(14) . . ?
C1 C2 B3 62.24(12) . . ?
B7 C2 B3 61.85(13) . . ?
B11 C2 B3 114.67(17) . . ?
B6 C2 B3 115.24(15) . . ?
C1 C2 S3 108.33(14) . . ?
B7 C2 S3 127.35(14) . . ?
B11 C2 S3 127.58(14) . . ?
B6 C2 S3 113.43(14) . . ?
B3 C2 S3 113.24(14) . . ?
C5 C4 S3 118.45(19) . . ?
C4 C5 C11 126.6(2) . . ?
C4 C5 C1 113.0(2) . . ?
C11 C5 C1 120.4(2) . . ?
C2 B3 C1 55.88(11) . . ?
C2 B3 B8 104.33(16) . . ?
C1 B3 B8 104.56(16) . . ?
C2 B3 B7 58.13(13) . . ?
C1 B3 B7 103.79(16) . . ?
B8 B3 B7 60.91(14) . . ?
C2 B3 B4 103.43(15) . . ?
C1 B3 B4 58.16(12) . . ?
B8 B3 B4 60.82(13) . . ?
B7 B3 B4 109.04(17) . . ?
C1 B4 B3 60.09(12) . . ?
C1 B4 B9 104.26(16) . . ?
B3 B4 B9 107.74(17) . . ?
C1 B4 B8 104.63(16) . . ?
B3 B4 B8 58.99(13) . . ?
B9 B4 B8 60.18(14) . . ?
C1 B4 B5 58.39(13) . . ?
B3 B4 B5 108.89(16) . . ?
B9 B4 B5 59.75(14) . . ?
B8 B4 B5 107.92(16) . . ?
C1 B5 B6 60.05(13) . . ?
C1 B5 B9 104.25(16) . . ?
B6 B5 B9 107.67(17) . . ?
C1 B5 B10 104.90(16) . . ?
B6 B5 B10 59.17(14) . . ?
B9 B5 B10 60.15(14) . . ?
C1 B5 B4 58.38(13) . . ?
B6 B5 B4 108.81(16) . . ?
B9 B5 B4 59.73(14) . . ?
B10 B5 B4 108.05(17) . . ?
C2 B6 C1 55.93(12) . . ?
C2 B6 B10 104.69(17) . . ?
C1 B6 B10 104.82(17) . . ?
C2 B6 B5 103.61(16) . . ?
C1 B6 B5 58.28(13) . . ?
B10 B6 B5 60.82(14) . . ?
C2 B6 B11 58.24(13) . . ?
C1 B6 B11 103.89(16) . . ?
B10 B6 B11 61.00(15) . . ?
B5 B6 B11 109.05(18) . . ?
C2 B7 B3 60.02(13) . . ?
C2 B7 B8 104.33(16) . . ?
B3 B7 B8 59.03(13) . . ?
C2 B7 B12 103.61(16) . . ?
B3 B7 B12 107.53(16) . . ?
B8 B7 B12 60.09(13) . . ?
C2 B7 B11 58.28(13) . . ?
B3 B7 B11 108.80(16) . . ?
B8 B7 B11 107.62(16) . . ?
B12 B7 B11 59.34(14) . . ?
B3 B8 B4 60.19(13) . . ?
B3 B8 B7 60.07(13) . . ?
B4 B8 B7 107.89(17) . . ?
B3 B8 B9 108.37(17) . . ?
B4 B8 B9 59.77(14) . . ?
B7 B8 B9 108.22(17) . . ?
B3 B8 B12 108.29(17) . . ?
B4 B8 B12 107.86(17) . . ?
B7 B8 B12 59.99(14) . . ?
B9 B8 B12 60.25(14) . . ?
B4 B9 B5 60.52(13) . . ?
B4 B9 B10 108.60(17) . . ?
B5 B9 B10 60.05(14) . . ?
B4 B9 B8 60.05(13) . . ?
B5 B9 B8 108.44(17) . . ?
B10 B9 B8 108.27(17) . . ?
B4 B9 B12 107.83(17) . . ?
B5 B9 B12 107.65(17) . . ?
B10 B9 B12 59.78(14) . . ?
B8 B9 B12 59.92(14) . . ?
B6 B10 B5 60.01(14) . . ?
B6 B10 B12 107.88(17) . . ?
B5 B10 B12 107.89(17) . . ?
B6 B10 B9 108.06(17) . . ?
B5 B10 B9 59.80(14) . . ?
B12 B10 B9 60.35(14) . . ?
B6 B10 B11 59.96(14) . . ?
B5 B10 B11 107.60(17) . . ?
B12 B10 B11 59.57(14) . . ?
B9 B10 B11 107.79(17) . . ?
C2 B11 B6 59.95(13) . . ?
C2 B11 B12 103.97(16) . . ?
B6 B11 B12 107.56(17) . . ?
C2 B11 B10 104.49(16) . . ?
B6 B11 B10 59.04(14) . . ?
B12 B11 B10 60.07(14) . . ?
C2 B11 B7 58.11(13) . . ?
B6 B11 B7 108.70(16) . . ?
B12 B11 B7 59.98(14) . . ?
B10 B11 B7 108.09(17) . . ?
B11 B12 B10 60.36(14) . . ?
B11 B12 B7 60.68(14) . . ?
B10 B12 B7 108.88(18) . . ?
B11 B12 B8 108.54(17) . . ?
B10 B12 B8 108.26(17) . . ?
B7 B12 B8 59.92(13) . . ?
B11 B12 B9 108.04(18) . . ?
B10 B12 B9 59.87(14) . . ?
B7 B12 B9 107.82(17) . . ?
B8 B12 B9 59.82(14) . . ?

_refine_diff_density_max         0.509
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.058

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_10
_database_code_depnum_ccdc_archive 'CCDC 1583056'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H16 B10 O2'
_chemical_formula_weight         216.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   6.9550(9)
_cell_length_b                   10.8072(14)
_cell_length_c                   16.754(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1259.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    88
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5213
_exptl_absorpt_correction_T_max  0.7198
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9760
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_av_sigmaI/netI    0.0746
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.25
_reflns_number_total             2267
_reflns_number_gt                1584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1404P)²+0.0772P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.077(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(3)
_refine_ls_number_reflns         2267
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0830
_refine_ls_wR_factor_ref         0.2314
_refine_ls_wR_factor_gt          0.2047
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2005(3) 1.0853(2) 0.96232(16) 0.0796(9) Uani 1 1 d . . .
O2 O -0.1638(4) 1.1643(3) 0.94575(16) 0.0861(9) Uani 1 1 d . . .
C1 C 0.2115(5) 0.9902(3) 0.90992(18) 0.0564(8) Uani 1 1 d . . .
C2 C 0.0727(6) 0.9925(4) 0.8295(2) 0.0781(11) Uani 1 1 d . . .
H2 H -0.0384 1.0640 0.8223 0.094 Uiso 1 1 calc R . .
C11 C 0.0729(5) 1.0773(4) 1.0285(2) 0.0758(11) Uani 1 1 d . . .
H11A H 0.1240 1.1263 1.0721 0.091 Uiso 1 1 calc R . .
H11B H 0.0666 0.9919 1.0462 0.091 Uiso 1 1 calc R . .
C12 C -0.1261(5) 1.1212(3) 1.0096(2) 0.0631(9) Uani 1 1 d . . .
C13 C -0.2701(7) 1.1118(4) 1.0756(2) 0.0849(12) Uani 1 1 d . . .
H13A H -0.3925 1.1412 1.0571 0.127 Uiso 1 1 calc R . .
H13B H -0.2286 1.1612 1.1200 0.127 Uiso 1 1 calc R . .
H13C H -0.2818 1.0271 1.0920 0.127 Uiso 1 1 calc R . .
B3 B 0.3066(8) 1.0342(5) 0.8204(3) 0.0944(17) Uani 1 1 d . . .
H3 H 0.3564 1.1289 0.8078 0.113 Uiso 1 1 calc R . .
B4 B 0.4309(6) 0.9335(6) 0.8849(3) 0.0989(19) Uani 1 1 d . . .
H4 H 0.5659 0.9613 0.9140 0.119 Uiso 1 1 calc R . .
B5 B 0.2606(8) 0.8423(5) 0.9343(3) 0.0924(16) Uani 1 1 d . . .
H5 H 0.2822 0.8096 0.9958 0.111 Uiso 1 1 calc R . .
B6 B 0.0317(6) 0.8849(4) 0.8996(3) 0.0723(12) Uani 1 1 d . . .
H6 H -0.0963 0.8809 0.9381 0.087 Uiso 1 1 calc R . .
B7 B 0.1935(9) 0.9432(7) 0.7478(3) 0.111(2) Uani 1 1 d . . .
H7 H 0.1704 0.9774 0.6868 0.133 Uiso 1 1 calc R . .
B8 B 0.4193(8) 0.9004(6) 0.7821(3) 0.0934(16) Uani 1 1 d . . .
H8 H 0.5463 0.9058 0.7432 0.112 Uiso 1 1 calc R . .
B9 B 0.3911(8) 0.7837(6) 0.8530(3) 0.0959(17) Uani 1 1 d . . .
H9 H 0.4999 0.7110 0.8615 0.115 Uiso 1 1 calc R . .
B10 B 0.1461(9) 0.7531(5) 0.8605(4) 0.113(2) Uani 1 1 d . . .
H10 H 0.0907 0.6598 0.8731 0.135 Uiso 1 1 calc R . .
B11 B 0.0261(8) 0.8547(6) 0.7952(4) 0.109(2) Uani 1 1 d . . .
H11 H -0.1085 0.8304 0.7645 0.130 Uiso 1 1 calc R . .
B12 B 0.2484(8) 0.7892(6) 0.7690(4) 0.105(2) Uani 1 1 d . . .
H12 H 0.2628 0.7189 0.7218 0.125 Uiso 1 1 calc R . .


_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 C1 1.354(4) . ?
O1 C11 1.423(4) . ?
O2 C12 1.196(4) . ?
C1 C2 1.658(4) . ?
C1 B5 1.684(6) . ?
C1 B4 1.697(6) . ?
C1 B6 1.699(5) . ?
C1 B3 1.708(6) . ?
C2 B11 1.629(7) . ?
C2 B6 1.678(6) . ?
C2 B7 1.692(6) . ?
C2 B3 1.695(7) . ?
C11 C12 1.497(6) . ?
C12 C13 1.495(5) . ?
B3 B7 1.750(8) . ?
B3 B4 1.761(8) . ?
B3 B8 1.765(8) . ?
B4 B9 1.728(8) . ?
B4 B5 1.749(8) . ?
B4 B8 1.760(8) . ?
B5 B9 1.755(8) . ?
B5 B6 1.756(6) . ?
B5 B10 1.758(9) . ?
B6 B10 1.758(6) . ?
B6 B11 1.780(7) . ?
B7 B11 1.703(10) . ?
B7 B8 1.735(8) . ?
B7 B12 1.744(10) . ?
B8 B12 1.705(9) . ?
B8 B9 1.743(8) . ?
B9 B12 1.723(8) . ?
B9 B10 1.740(9) . ?
B10 B12 1.735(10) . ?
B10 B11 1.760(9) . ?
B11 B12 1.757(7) . ?

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 O1 C11 119.6(3) . . ?
O1 C1 C2 118.9(3) . . ?
O1 C1 B5 125.1(3) . . ?
C2 C1 B5 109.2(3) . . ?
O1 C1 B4 119.0(3) . . ?
C2 C1 B4 109.2(3) . . ?
B5 C1 B4 62.3(3) . . ?
O1 C1 B6 122.2(3) . . ?
C2 C1 B6 60.0(3) . . ?
B5 C1 B6 62.5(3) . . ?
B4 C1 B6 113.3(3) . . ?
O1 C1 B3 112.3(3) . . ?
C2 C1 B3 60.5(3) . . ?
B5 C1 B3 113.5(3) . . ?
B4 C1 B3 62.3(3) . . ?
B6 C1 B3 112.5(3) . . ?
B11 C2 C1 112.9(3) . . ?
B11 C2 B6 65.1(3) . . ?
C1 C2 B6 61.3(2) . . ?
B11 C2 B7 61.7(4) . . ?
C1 C2 B7 111.3(3) . . ?
B6 C2 B7 115.6(4) . . ?
B11 C2 B3 113.7(4) . . ?
C1 C2 B3 61.2(3) . . ?
B6 C2 B3 114.3(3) . . ?
B7 C2 B3 62.2(3) . . ?
O1 C11 C12 113.1(3) . . ?
O2 C12 C13 122.7(4) . . ?
O2 C12 C11 121.0(3) . . ?
C13 C12 C11 116.2(3) . . ?
C2 B3 C1 58.3(2) . . ?
C2 B3 B7 58.8(3) . . ?
C1 B3 B7 106.2(4) . . ?
C2 B3 B4 104.5(3) . . ?
C1 B3 B4 58.6(3) . . ?
B7 B3 B4 107.4(4) . . ?
C2 B3 B8 103.9(4) . . ?
C1 B3 B8 105.2(4) . . ?
B7 B3 B8 59.1(3) . . ?
B4 B3 B8 59.9(3) . . ?
C1 B4 B9 105.7(4) . . ?
C1 B4 B5 58.5(2) . . ?
B9 B4 B5 60.6(4) . . ?
C1 B4 B8 105.9(4) . . ?
B9 B4 B8 59.9(3) . . ?
B5 B4 B8 108.5(4) . . ?
C1 B4 B3 59.2(3) . . ?
B9 B4 B3 108.1(4) . . ?
B5 B4 B3 107.8(3) . . ?
B8 B4 B3 60.2(3) . . ?
C1 B5 B4 59.2(3) . . ?
C1 B5 B9 105.0(4) . . ?
B4 B5 B9 59.1(3) . . ?
C1 B5 B6 59.2(2) . . ?
B4 B5 B6 108.1(3) . . ?
B9 B5 B6 107.9(4) . . ?
C1 B5 B10 105.0(4) . . ?
B4 B5 B10 106.5(4) . . ?
B9 B5 B10 59.4(3) . . ?
B6 B5 B10 60.1(3) . . ?
C2 B6 C1 58.8(2) . . ?
C2 B6 B5 105.0(3) . . ?
C1 B6 B5 58.3(2) . . ?
C2 B6 B10 102.9(3) . . ?
C1 B6 B10 104.3(3) . . ?
B5 B6 B10 60.0(3) . . ?
C2 B6 B11 56.1(3) . . ?
C1 B6 B11 103.8(3) . . ?
B5 B6 B11 107.2(3) . . ?
B10 B6 B11 59.6(3) . . ?
C2 B7 B11 57.3(3) . . ?
C2 B7 B8 105.4(3) . . ?
B11 B7 B8 108.3(4) . . ?
C2 B7 B12 104.2(4) . . ?
B11 B7 B12 61.3(4) . . ?
B8 B7 B12 58.7(3) . . ?
C2 B7 B3 59.0(3) . . ?
B11 B7 B3 107.4(4) . . ?
B8 B7 B3 60.9(3) . . ?
B12 B7 B3 107.3(4) . . ?
B12 B8 B7 60.9(4) . . ?
B12 B8 B9 59.9(4) . . ?
B7 B8 B9 108.5(4) . . ?
B12 B8 B4 107.6(4) . . ?
B7 B8 B4 108.2(3) . . ?
B9 B8 B4 59.1(3) . . ?
B12 B8 B3 108.4(4) . . ?
B7 B8 B3 60.0(3) . . ?
B9 B8 B3 107.2(3) . . ?
B4 B8 B3 59.9(3) . . ?
B12 B9 B4 108.2(4) . . ?
B12 B9 B10 60.1(4) . . ?
B4 B9 B10 108.2(4) . . ?
B12 B9 B8 58.9(4) . . ?
B4 B9 B8 61.0(3) . . ?
B10 B9 B8 107.3(4) . . ?
B12 B9 B5 108.9(3) . . ?
B4 B9 B5 60.3(3) . . ?
B10 B9 B5 60.4(3) . . ?
B8 B9 B5 109.0(3) . . ?
B12 B10 B9 59.4(3) . . ?
B12 B10 B5 108.2(4) . . ?
B9 B10 B5 60.2(3) . . ?
B12 B10 B6 109.5(4) . . ?
B9 B10 B6 108.5(4) . . ?
B5 B10 B6 59.9(3) . . ?
B12 B10 B11 60.4(4) . . ?
B9 B10 B11 107.5(4) . . ?
B5 B10 B11 108.0(3) . . ?
B6 B10 B11 60.8(3) . . ?
C2 B11 B7 61.0(3) . . ?
C2 B11 B12 106.4(4) . . ?
B7 B11 B12 60.5(4) . . ?
C2 B11 B10 104.9(3) . . ?
B7 B11 B10 108.4(4) . . ?
B12 B11 B10 59.1(4) . . ?
C2 B11 B6 58.8(3) . . ?
B7 B11 B6 109.9(4) . . ?
B12 B11 B6 107.5(4) . . ?
B10 B11 B6 59.6(3) . . ?
B8 B12 B9 61.1(3) . . ?
B8 B12 B10 109.3(4) . . ?
B9 B12 B10 60.4(4) . . ?
B8 B12 B7 60.4(4) . . ?
B9 B12 B7 109.0(4) . . ?
B10 B12 B7 107.7(4) . . ?
B8 B12 B11 107.3(4) . . ?
B9 B12 B11 108.4(4) . . ?
B10 B12 B11 60.5(3) . . ?
B7 B12 B11 58.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_17
_database_code_depnum_ccdc_archive 'CCDC 1583057'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H17 B10 N'
_chemical_formula_weight         211.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.9424(13)
_cell_length_b                   8.5259(8)
_cell_length_c                   13.3359(12)
_cell_angle_alpha                90
_cell_angle_beta                 108.729(6)
_cell_angle_gamma                90
_cell_volume                     1286.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    63
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.051
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6834
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8033
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.994
_diffrn_reflns_theta_max         25.236
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2315
_reflns_number_gt                1450
_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.
;

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1241P)²+0.6681P] 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         2315
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.2534
_refine_ls_wR_factor_gt          0.2184
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N3 N 0.1106(3) 1.0085(3) 0.3299(2) 0.0700(9) Uani 1 1 d . . . . .
C1 C -0.0312(3) 0.8520(3) 0.1995(2) 0.0457(8) Uani 1 1 d . . . . .
C2 C 0.0683(3) 0.8508(3) 0.3149(2) 0.0481(8) Uani 1 1 d . . . . .
C4 C 0.0479(3) 1.0950(4) 0.2425(3) 0.0664(10) Uani 1 1 d . . . . .
H4A H 0.0592 1.2023 0.2375 0.080 Uiso 1 1 calc R U . . .
C5 C -0.0308(3) 1.0136(3) 0.1653(2) 0.0542(9) Uani 1 1 d . . . . .
C11 C -0.1120(3) 1.0739(4) 0.0662(3) 0.0690(10) Uani 1 1 d . . . . .
H11A H -0.1579 0.9890 0.0262 0.103 Uiso 1 1 calc R U . . .
H11B H -0.1638 1.1498 0.0813 0.103 Uiso 1 1 calc R U . . .
H11C H -0.0677 1.1225 0.0260 0.103 Uiso 1 1 calc R U . . .
C12 C 0.1832(4) 1.0692(5) 0.4315(3) 0.0789(12) Uani 1 1 d . . . . .
H12A H 0.2168 0.9834 0.4781 0.118 Uiso 1 1 calc R U . . .
H12B H 0.2455 1.1325 0.4220 0.118 Uiso 1 1 calc R U . . .
H12C H 0.1354 1.1319 0.4617 0.118 Uiso 1 1 calc R U . . .
B3 B -0.0793(4) 0.8319(5) 0.3094(3) 0.0621(11) Uani 1 1 d . . . . .
H3 H -0.1309 0.9190 0.3367 0.075 Uiso 1 1 calc R U . . .
B4 B -0.1430(3) 0.7232(5) 0.1943(3) 0.0612(10) Uani 1 1 d . . . . .
H4 H -0.2360 0.7409 0.1463 0.073 Uiso 1 1 calc R U . . .
B5 B -0.0326(3) 0.6792(4) 0.1344(3) 0.0548(10) Uani 1 1 d . . . . .
H5 H -0.0551 0.6689 0.0480 0.066 Uiso 1 1 calc R U . . .
B6 B 0.1035(3) 0.7595(4) 0.2121(3) 0.0508(9) Uani 1 1 d . . . . .
H6 H 0.1699 0.7996 0.1767 0.061 Uiso 1 1 calc R U . . .
B7 B 0.0342(4) 0.7232(5) 0.3990(3) 0.0650(11) Uani 1 1 d . . . . .
H7 H 0.0571 0.7414 0.4849 0.078 Uiso 1 1 calc R U . . .
B8 B -0.0994(4) 0.6314(5) 0.3211(4) 0.0738(13) Uani 1 1 d . . . . .
H8 H -0.1641 0.5847 0.3562 0.089 Uiso 1 1 calc R U . . .
B9 B -0.0731(4) 0.5377(5) 0.2132(3) 0.0649(11) Uani 1 1 d . . . . .
H9 H -0.1219 0.4314 0.1775 0.078 Uiso 1 1 calc R U . . .
B10 B 0.0775(4) 0.5615(4) 0.2255(3) 0.0610(10) Uani 1 1 d . . . . .
H10 H 0.1265 0.4700 0.1989 0.073 Uiso 1 1 calc R U . . .
B11 B 0.1447(3) 0.6793(4) 0.3397(3) 0.0601(11) Uani 1 1 d . . . . .
H11 H 0.2384 0.6690 0.3877 0.072 Uiso 1 1 calc R U . . .
B12 B 0.0372(4) 0.5373(5) 0.3412(3) 0.0694(12) Uani 1 1 d . . . . .
H12 H 0.0613 0.4310 0.3901 0.083 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
N3 C4 1.379(4) . ?
N3 C2 1.427(4) . ?
N3 C12 1.450(4) . ?
C1 C5 1.451(4) . ?
C1 C2 1.614(4) . ?
C1 B5 1.707(5) . ?
C1 B4 1.713(5) . ?
C1 B3 1.746(5) . ?
C1 B6 1.750(4) . ?
C2 B11 1.699(5) . ?
C2 B7 1.703(5) . ?
C2 B6 1.741(5) . ?
C2 B3 1.748(5) . ?
C4 C5 1.343(4) . ?
C5 C11 1.458(4) . ?
B3 B8 1.740(6) . ?
B3 B4 1.745(6) . ?
B3 B7 1.756(6) . ?
B4 B9 1.768(6) . ?
B4 B8 1.782(6) . ?
B4 B5 1.787(6) . ?
B5 B6 1.761(5) . ?
B5 B9 1.767(5) . ?
B5 B10 1.785(5) . ?
B6 B10 1.736(5) . ?
B6 B11 1.751(5) . ?
B7 B12 1.768(6) . ?
B7 B8 1.781(6) . ?
B7 B11 1.783(6) . ?
B8 B9 1.759(6) . ?
B8 B12 1.759(7) . ?
B9 B10 1.765(6) . ?
B9 B12 1.790(6) . ?
B10 B12 1.769(6) . ?
B10 B11 1.785(5) . ?
B11 B12 1.769(6) . ?

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
C4 N3 C2 108.3(3) . . ?
C4 N3 C12 126.7(3) . . ?
C2 N3 C12 123.0(3) . . ?
C5 C1 C2 103.3(2) . . ?
C5 C1 B5 131.3(3) . . ?
C2 C1 B5 111.3(2) . . ?
C5 C1 B4 132.6(3) . . ?
C2 C1 B4 111.1(2) . . ?
B5 C1 B4 63.0(2) . . ?
C5 C1 B3 113.1(3) . . ?
C2 C1 B3 62.5(2) . . ?
B5 C1 B3 112.9(3) . . ?
B4 C1 B3 60.6(2) . . ?
C5 C1 B6 111.3(3) . . ?
C2 C1 B6 62.18(18) . . ?
B5 C1 B6 61.2(2) . . ?
B4 C1 B6 113.3(2) . . ?
B3 C1 B6 114.5(2) . . ?
N3 C2 C1 104.2(2) . . ?
N3 C2 B11 129.8(3) . . ?
C1 C2 B11 112.1(2) . . ?
N3 C2 B7 131.2(3) . . ?
C1 C2 B7 111.9(2) . . ?
B11 C2 B7 63.2(2) . . ?
N3 C2 B6 111.5(3) . . ?
C1 C2 B6 62.75(18) . . ?
B11 C2 B6 61.2(2) . . ?
B7 C2 B6 113.7(2) . . ?
N3 C2 B3 113.6(3) . . ?
C1 C2 B3 62.4(2) . . ?
B11 C2 B3 113.6(3) . . ?
B7 C2 B3 61.2(2) . . ?
B6 C2 B3 114.9(2) . . ?
C5 C4 N3 115.3(3) . . ?
C4 C5 C1 108.7(3) . . ?
C4 C5 C11 127.6(3) . . ?
C1 C5 C11 123.4(3) . . ?
B8 B3 B4 61.5(2) . . ?
B8 B3 C1 105.3(3) . . ?
B4 B3 C1 58.8(2) . . ?
B8 B3 C2 104.7(3) . . ?
B4 B3 C2 103.6(3) . . ?
C1 B3 C2 55.04(18) . . ?
B8 B3 B7 61.3(3) . . ?
B4 B3 B7 110.0(3) . . ?
C1 B3 B7 103.5(3) . . ?
C2 B3 B7 58.2(2) . . ?
C1 B4 B3 60.6(2) . . ?
C1 B4 B9 104.0(3) . . ?
B3 B4 B9 107.3(3) . . ?
C1 B4 B8 104.8(3) . . ?
B3 B4 B8 59.1(2) . . ?
B9 B4 B8 59.4(2) . . ?
C1 B4 B5 58.4(2) . . ?
B3 B4 B5 109.2(3) . . ?
B9 B4 B5 59.6(2) . . ?
B8 B4 B5 107.4(3) . . ?
C1 B5 B6 60.59(19) . . ?
C1 B5 B9 104.3(3) . . ?
B6 B5 B9 107.0(3) . . ?
C1 B5 B10 104.7(2) . . ?
B6 B5 B10 58.6(2) . . ?
B9 B5 B10 59.6(2) . . ?
C1 B5 B4 58.7(2) . . ?
B6 B5 B4 109.2(3) . . ?
B9 B5 B4 59.7(2) . . ?
B10 B5 B4 107.6(3) . . ?
B10 B6 C2 104.9(3) . . ?
B10 B6 C1 105.0(3) . . ?
C2 B6 C1 55.07(17) . . ?
B10 B6 B11 61.6(2) . . ?
C2 B6 B11 58.21(19) . . ?
C1 B6 B11 103.4(2) . . ?
B10 B6 B5 61.4(2) . . ?
C2 B6 B5 103.1(2) . . ?
C1 B6 B5 58.18(19) . . ?
B11 B6 B5 109.8(3) . . ?
C2 B7 B3 60.7(2) . . ?
C2 B7 B12 104.0(3) . . ?
B3 B7 B12 107.2(3) . . ?
C2 B7 B8 104.8(3) . . ?
B3 B7 B8 58.9(2) . . ?
B12 B7 B8 59.4(3) . . ?
C2 B7 B11 58.3(2) . . ?
B3 B7 B11 109.1(3) . . ?
B12 B7 B11 59.8(2) . . ?
B8 B7 B11 107.5(3) . . ?
B3 B8 B9 107.9(3) . . ?
B3 B8 B12 108.3(3) . . ?
B9 B8 B12 61.2(3) . . ?
B3 B8 B7 59.8(2) . . ?
B9 B8 B7 108.4(3) . . ?
B12 B8 B7 59.9(3) . . ?
B3 B8 B4 59.4(2) . . ?
B9 B8 B4 59.9(2) . . ?
B12 B8 B4 108.6(3) . . ?
B7 B8 B4 107.2(3) . . ?
B8 B9 B10 108.4(3) . . ?
B8 B9 B5 109.3(3) . . ?
B10 B9 B5 60.7(2) . . ?
B8 B9 B4 60.7(2) . . ?
B10 B9 B4 109.3(3) . . ?
B5 B9 B4 60.7(2) . . ?
B8 B9 B12 59.4(2) . . ?
B10 B9 B12 59.7(2) . . ?
B5 B9 B12 108.1(3) . . ?
B4 B9 B12 107.9(3) . . ?
B6 B10 B9 108.2(3) . . ?
B6 B10 B12 108.1(3) . . ?
B9 B10 B12 60.9(2) . . ?
B6 B10 B11 59.6(2) . . ?
B9 B10 B11 108.0(3) . . ?
B12 B10 B11 59.7(2) . . ?
B6 B10 B5 60.0(2) . . ?
B9 B10 B5 59.7(2) . . ?
B12 B10 B5 108.2(3) . . ?
B11 B10 B5 107.2(3) . . ?
C2 B11 B6 60.61(19) . . ?
C2 B11 B12 104.2(3) . . ?
B6 B11 B12 107.4(3) . . ?
C2 B11 B7 58.5(2) . . ?
B6 B11 B7 109.4(3) . . ?
B12 B11 B7 59.7(2) . . ?
C2 B11 B10 104.6(2) . . ?
B6 B11 B10 58.8(2) . . ?
B12 B11 B10 59.7(2) . . ?
B7 B11 B10 107.6(3) . . ?
B8 B12 B7 60.7(3) . . ?
B8 B12 B10 108.2(3) . . ?
B7 B12 B10 109.0(3) . . ?
B8 B12 B11 109.1(3) . . ?
B7 B12 B11 60.5(2) . . ?
B10 B12 B11 60.6(2) . . ?
B8 B12 B9 59.4(2) . . ?
B7 B12 B9 107.6(3) . . ?
B10 B12 B9 59.4(2) . . ?
B11 B12 B9 107.6(3) . . ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.044

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_20
_database_code_depnum_ccdc_archive 'CCDC 1583058'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H19 B10 N'
_chemical_formula_weight         309.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.9977(4)
_cell_length_b                   9.8055(5)
_cell_length_c                   11.2475(7)
_cell_angle_alpha                87.610(2)
_cell_angle_beta                 66.4692(16)
_cell_angle_gamma                73.9029(15)
_cell_volume                     871.46(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    140
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_F_000             320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.059
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6817
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31658
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.537
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3165
_reflns_number_gt                2397
_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.
;

_computing_data_collection       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0740P)²+0.9712P] 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         3165
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.2136
_refine_ls_wR_factor_gt          0.2005
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.185
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N3 N 0.0031(3) 0.9850(2) 0.3133(2) 0.0359(6) Uani 1 1 d . . . . .
C1 C 0.2298(4) 0.7793(3) 0.1877(3) 0.0338(7) Uani 1 1 d . . . . .
C2 C 0.0281(4) 0.8427(3) 0.2696(3) 0.0328(7) Uani 1 1 d . . . . .
C4 C 0.1597(4) 1.0157(3) 0.2670(3) 0.0344(7) Uani 1 1 d . . . . .
C5 C 0.2950(4) 0.8993(3) 0.1970(3) 0.0344(7) Uani 1 1 d . . . . .
C11 C 0.4599(4) 0.9062(4) 0.1513(3) 0.0450(8) Uani 1 1 d . . . . .
H11A H 0.5502 0.8275 0.1068 0.054 Uiso 1 1 calc R U . . .
C12 C 0.4867(4) 1.0327(4) 0.1733(4) 0.0504(9) Uani 1 1 d . . . . .
H12A H 0.5965 1.0398 0.1428 0.061 Uiso 1 1 calc R U . . .
C13 C 0.3528(4) 1.1487(4) 0.2402(3) 0.0470(8) Uani 1 1 d . . . . .
H13A H 0.3742 1.2330 0.2536 0.056 Uiso 1 1 calc R U . . .
C14 C 0.1881(4) 1.1429(3) 0.2875(3) 0.0412(8) Uani 1 1 d . . . . .
H14A H 0.0985 1.2220 0.3320 0.049 Uiso 1 1 calc R U . . .
C15 C -0.1569(4) 1.0905(3) 0.3508(3) 0.0327(7) Uani 1 1 d . . . . .
C16 C -0.2917(4) 1.0777(3) 0.4614(3) 0.0419(8) Uani 1 1 d . . . . .
H16A H -0.2799 0.9991 0.5097 0.050 Uiso 1 1 calc R U . . .
C17 C -0.4435(4) 1.1817(4) 0.5000(4) 0.0541(9) Uani 1 1 d . . . . .
H17A H -0.5347 1.1730 0.5743 0.065 Uiso 1 1 calc R U . . .
C18 C -0.4619(4) 1.2991(4) 0.4292(4) 0.0602(11) Uani 1 1 d . . . . .
H18A H -0.5644 1.3700 0.4563 0.072 Uiso 1 1 calc R U . . .
C19 C -0.3278(5) 1.3101(4) 0.3190(4) 0.0613(11) Uani 1 1 d . . . . .
H19A H -0.3397 1.3887 0.2708 0.074 Uiso 1 1 calc R U . . .
C20 C -0.1753(4) 1.2058(3) 0.2785(3) 0.0460(8) Uani 1 1 d . . . . .
H20A H -0.0852 1.2133 0.2027 0.055 Uiso 1 1 calc R U . . .
B3 B 0.1031(5) 0.8187(4) 0.1001(3) 0.0396(8) Uani 1 1 d . . . . .
H3 H 0.1006 0.9037 0.0333 0.047 Uiso 1 1 calc R U . . .
B4 B 0.2758(5) 0.6651(4) 0.0590(4) 0.0447(9) Uani 1 1 d . . . . .
H4 H 0.3862 0.6510 -0.0342 0.054 Uiso 1 1 calc R U . . .
B5 B 0.2993(5) 0.6022(4) 0.2042(4) 0.0452(9) Uani 1 1 d . . . . .
H5 H 0.4244 0.5484 0.2035 0.054 Uiso 1 1 calc R U . . .
B6 B 0.1403(4) 0.7150(4) 0.3394(3) 0.0368(8) Uani 1 1 d . . . . .
H6 H 0.1616 0.7335 0.4264 0.044 Uiso 1 1 calc R U . . .
B7 B -0.0827(5) 0.7788(4) 0.2051(4) 0.0434(9) Uani 1 1 d . . . . .
H7 H -0.2067 0.8394 0.2073 0.052 Uiso 1 1 calc R U . . .
B8 B 0.0749(6) 0.6575(4) 0.0710(4) 0.0491(10) Uani 1 1 d . . . . .
H8 H 0.0533 0.6354 -0.0149 0.059 Uiso 1 1 calc R U . . .
B9 B 0.1962(5) 0.5225(4) 0.1326(4) 0.0501(10) Uani 1 1 d . . . . .
H9 H 0.2542 0.4135 0.0857 0.060 Uiso 1 1 calc R U . . .
B10 B 0.1117(5) 0.5553(4) 0.3042(4) 0.0479(10) Uani 1 1 d . . . . .
H10 H 0.1141 0.4672 0.3679 0.057 Uiso 1 1 calc R U . . .
B11 B -0.0594(5) 0.7141(4) 0.3503(4) 0.0399(8) Uani 1 1 d . . . . .
H11 H -0.1681 0.7329 0.4450 0.048 Uiso 1 1 calc R U . . .
B12 B -0.0280(5) 0.5930(4) 0.2236(4) 0.0487(10) Uani 1 1 d . . . . .
H12 H -0.1171 0.5307 0.2362 0.058 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
N3 C4 1.408(4) . ?
N3 C2 1.426(4) . ?
N3 C15 1.431(4) . ?
C1 C5 1.476(4) . ?
C1 C2 1.617(4) . ?
C1 B5 1.705(4) . ?
C1 B4 1.709(5) . ?
C1 B3 1.744(5) . ?
C1 B6 1.747(4) . ?
C2 B7 1.696(5) . ?
C2 B11 1.708(4) . ?
C2 B6 1.748(4) . ?
C2 B3 1.751(5) . ?
C4 C14 1.386(4) . ?
C4 C5 1.394(4) . ?
C5 C11 1.384(4) . ?
C11 C12 1.377(5) . ?
C12 C13 1.378(5) . ?
C13 C14 1.377(4) . ?
C15 C20 1.376(4) . ?
C15 C16 1.379(4) . ?
C16 C17 1.373(4) . ?
C17 C18 1.382(5) . ?
C18 C19 1.368(6) . ?
C19 C20 1.378(5) . ?
B3 B8 1.733(5) . ?
B3 B4 1.756(5) . ?
B3 B7 1.758(5) . ?
B4 B9 1.771(5) . ?
B4 B8 1.780(6) . ?
B4 B5 1.792(6) . ?
B5 B6 1.763(5) . ?
B5 B9 1.782(6) . ?
B5 B10 1.788(6) . ?
B6 B10 1.741(5) . ?
B6 B11 1.754(5) . ?
B7 B12 1.777(5) . ?
B7 B8 1.791(6) . ?
B7 B11 1.796(5) . ?
B8 B9 1.774(6) . ?
B8 B12 1.779(6) . ?
B9 B10 1.776(6) . ?
B9 B12 1.798(6) . ?
B10 B12 1.778(6) . ?
B10 B11 1.779(5) . ?
B11 B12 1.777(5) . ?

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
C4 N3 C2 109.6(2) . . ?
C4 N3 C15 124.2(2) . . ?
C2 N3 C15 121.9(2) . . ?
C5 C1 C2 103.0(2) . . ?
C5 C1 B5 131.4(3) . . ?
C2 C1 B5 111.9(2) . . ?
C5 C1 B4 131.5(3) . . ?
C2 C1 B4 111.8(2) . . ?
B5 C1 B4 63.3(2) . . ?
C5 C1 B3 111.7(2) . . ?
C2 C1 B3 62.67(19) . . ?
B5 C1 B3 114.0(2) . . ?
B4 C1 B3 61.1(2) . . ?
C5 C1 B6 111.7(2) . . ?
C2 C1 B6 62.46(18) . . ?
B5 C1 B6 61.4(2) . . ?
B4 C1 B6 114.0(2) . . ?
B3 C1 B6 115.3(2) . . ?
N3 C2 C1 105.5(2) . . ?
N3 C2 B7 129.5(3) . . ?
C1 C2 B7 111.6(2) . . ?
N3 C2 B11 130.1(2) . . ?
C1 C2 B11 111.4(2) . . ?
B7 C2 B11 63.7(2) . . ?
N3 C2 B6 112.9(2) . . ?
C1 C2 B6 62.41(18) . . ?
B7 C2 B6 114.1(2) . . ?
B11 C2 B6 60.98(19) . . ?
N3 C2 B3 112.5(2) . . ?
C1 C2 B3 62.19(18) . . ?
B7 C2 B3 61.3(2) . . ?
B11 C2 B3 113.9(2) . . ?
B6 C2 B3 114.8(2) . . ?
C14 C4 C5 120.3(3) . . ?
C14 C4 N3 127.1(3) . . ?
C5 C4 N3 112.6(2) . . ?
C11 C5 C4 121.0(3) . . ?
C11 C5 C1 129.8(3) . . ?
C4 C5 C1 109.2(2) . . ?
C12 C11 C5 118.2(3) . . ?
C11 C12 C13 120.9(3) . . ?
C14 C13 C12 121.6(3) . . ?
C13 C14 C4 118.1(3) . . ?
C20 C15 C16 120.1(3) . . ?
C20 C15 N3 120.2(3) . . ?
C16 C15 N3 119.6(3) . . ?
C17 C16 C15 119.6(3) . . ?
C16 C17 C18 120.6(3) . . ?
C19 C18 C17 119.3(3) . . ?
C18 C19 C20 120.7(3) . . ?
C15 C20 C19 119.7(3) . . ?
B8 B3 C1 105.0(3) . . ?
B8 B3 C2 104.9(2) . . ?
C1 B3 C2 55.14(17) . . ?
B8 B3 B4 61.4(2) . . ?
C1 B3 B4 58.46(19) . . ?
C2 B3 B4 103.5(2) . . ?
B8 B3 B7 61.7(2) . . ?
C1 B3 B7 103.0(2) . . ?
C2 B3 B7 57.79(19) . . ?
B4 B3 B7 109.9(3) . . ?
C1 B4 B3 60.40(19) . . ?
C1 B4 B9 104.0(3) . . ?
B3 B4 B9 107.4(3) . . ?
C1 B4 B8 104.4(3) . . ?
B3 B4 B8 58.7(2) . . ?
B9 B4 B8 59.9(2) . . ?
C1 B4 B5 58.22(19) . . ?
B3 B4 B5 109.2(3) . . ?
B9 B4 B5 60.0(2) . . ?
B8 B4 B5 108.0(3) . . ?
C1 B5 B6 60.49(18) . . ?
C1 B5 B9 103.7(3) . . ?
B6 B5 B9 107.2(3) . . ?
C1 B5 B10 104.3(3) . . ?
B6 B5 B10 58.7(2) . . ?
B9 B5 B10 59.7(2) . . ?
C1 B5 B4 58.45(19) . . ?
B6 B5 B4 109.2(3) . . ?
B9 B5 B4 59.4(2) . . ?
B10 B5 B4 107.4(3) . . ?
B10 B6 C1 104.6(2) . . ?
B10 B6 C2 104.7(3) . . ?
C1 B6 C2 55.12(16) . . ?
B10 B6 B11 61.2(2) . . ?
C1 B6 B11 103.4(2) . . ?
C2 B6 B11 58.39(18) . . ?
B10 B6 B5 61.4(2) . . ?
C1 B6 B5 58.10(19) . . ?
C2 B6 B5 103.3(2) . . ?
B11 B6 B5 109.7(3) . . ?
C2 B7 B3 60.89(19) . . ?
C2 B7 B12 104.3(3) . . ?
B3 B7 B12 107.2(3) . . ?
C2 B7 B8 104.7(3) . . ?
B3 B7 B8 58.4(2) . . ?
B12 B7 B8 59.8(2) . . ?
C2 B7 B11 58.49(19) . . ?
B3 B7 B11 109.4(3) . . ?
B12 B7 B11 59.6(2) . . ?
B8 B7 B11 107.6(3) . . ?
B3 B8 B9 108.3(3) . . ?
B3 B8 B12 108.3(3) . . ?
B9 B8 B12 60.8(2) . . ?
B3 B8 B4 60.0(2) . . ?
B9 B8 B4 59.8(2) . . ?
B12 B8 B4 108.2(3) . . ?
B3 B8 B7 59.8(2) . . ?
B9 B8 B7 108.0(3) . . ?
B12 B8 B7 59.7(2) . . ?
B4 B8 B7 107.3(3) . . ?
B4 B9 B8 60.3(2) . . ?
B4 B9 B10 108.9(3) . . ?
B8 B9 B10 108.3(3) . . ?
B4 B9 B5 60.6(2) . . ?
B8 B9 B5 108.8(3) . . ?
B10 B9 B5 60.4(2) . . ?
B4 B9 B12 107.8(3) . . ?
B8 B9 B12 59.8(2) . . ?
B10 B9 B12 59.7(2) . . ?
B5 B9 B12 107.8(3) . . ?
B6 B10 B9 108.4(3) . . ?
B6 B10 B12 108.2(3) . . ?
B9 B10 B12 60.8(2) . . ?
B6 B10 B11 59.8(2) . . ?
B9 B10 B11 108.4(3) . . ?
B12 B10 B11 59.9(2) . . ?
B6 B10 B5 59.9(2) . . ?
B9 B10 B5 60.0(2) . . ?
B12 B10 B5 108.3(3) . . ?
B11 B10 B5 107.5(2) . . ?
C2 B11 B6 60.63(18) . . ?
C2 B11 B12 103.8(3) . . ?
B6 B11 B12 107.7(3) . . ?
C2 B11 B10 104.7(3) . . ?
B6 B11 B10 59.0(2) . . ?
B12 B11 B10 60.0(2) . . ?
C2 B11 B7 57.81(19) . . ?
B6 B11 B7 108.9(2) . . ?
B12 B11 B7 59.7(2) . . ?
B10 B11 B7 107.7(3) . . ?
B11 B12 B7 60.7(2) . . ?
B11 B12 B10 60.0(2) . . ?
B7 B12 B10 108.6(3) . . ?
B11 B12 B8 109.0(3) . . ?
B7 B12 B8 60.5(2) . . ?
B10 B12 B8 108.0(3) . . ?
B11 B12 B9 107.5(3) . . ?
B7 B12 B9 107.6(3) . . ?
B10 B12 B9 59.5(2) . . ?
B8 B12 B9 59.5(2) . . ?

_refine_diff_density_max         0.299
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.057

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1583054'
_audit_update_record             
;
2017-10-31 deposited with the CCDC.
2018-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H67 B10 Li O10'
_chemical_formula_weight         774.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   11.9668(12)
_cell_length_b                   12.4954(12)
_cell_length_c                   14.9348(15)
_cell_angle_alpha                87.270(6)
_cell_angle_beta                 75.356(6)
_cell_angle_gamma                88.638(6)
_cell_volume                     2158.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    101
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6412
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46157
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.632
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             7589
_reflns_number_gt                4001
_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.
;

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1343P)²+5.7855P] 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         7589
_refine_ls_number_parameters     514
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1902
_refine_ls_R_factor_gt           0.1105
_refine_ls_wR_factor_ref         0.3299
_refine_ls_wR_factor_gt          0.2813
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Li1 Li 0.1677(6) 0.1391(6) 0.2440(5) 0.0256(17) Uani 1 1 d . . . . .
C1 C 0.6025(4) 0.6782(4) 0.3501(3) 0.0291(11) Uani 1 1 d . . . . .
C2 C 0.6582(4) 0.7610(4) 0.2616(3) 0.0259(11) Uani 1 1 d . . . . .
C3 C 0.6217(4) 0.8685(4) 0.2984(3) 0.0257(11) Uani 1 1 d . . . . .
C4 C 0.5561(4) 0.8512(4) 0.3901(3) 0.0270(11) Uani 1 1 d . . . . .
H4A H 0.5240 0.9093 0.4274 0.032 Uiso 1 1 calc R U . . .
C5 C 0.5404(4) 0.7477(4) 0.4234(3) 0.0295(11) Uani 1 1 d . . . . .
C11 C 0.4695(5) 0.7042(5) 0.5138(4) 0.0459(15) Uani 1 1 d . . . . .
H11A H 0.4767 0.6259 0.5164 0.069 Uiso 1 1 calc R U . . .
H11B H 0.4966 0.7332 0.5643 0.069 Uiso 1 1 calc R U . . .
H11C H 0.3884 0.7248 0.5204 0.069 Uiso 1 1 calc R U . . .
C12 C 0.6545(4) 0.9683(4) 0.2490(3) 0.0237(11) Uani 1 1 d . . . . .
C13 C 0.7054(4) 0.9788(4) 0.1533(3) 0.0273(11) Uani 1 1 d . . . . .
H13A H 0.7204 0.9160 0.1186 0.033 Uiso 1 1 calc R U . . .
C14 C 0.7343(4) 1.0767(4) 0.1078(4) 0.0338(12) Uani 1 1 d . . . . .
H14A H 0.7689 1.0797 0.0431 0.041 Uiso 1 1 calc R U . . .
C15 C 0.7138(4) 1.1711(4) 0.1551(4) 0.0325(12) Uani 1 1 d . . . . .
H15A H 0.7338 1.2386 0.1238 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6630(4) 1.1637(4) 0.2496(4) 0.0302(12) Uani 1 1 d . . . . .
H16A H 0.6469 1.2273 0.2831 0.036 Uiso 1 1 calc R U . . .
C17 C 0.6352(4) 1.0657(4) 0.2960(4) 0.0278(11) Uani 1 1 d . . . . .
H17A H 0.6024 1.0636 0.3610 0.033 Uiso 1 1 calc R U . . .
C21 C 0.3685(7) 0.3073(7) 0.2377(8) 0.108(4) Uani 1 1 d . . . . .
H21A H 0.4264 0.2618 0.2590 0.129 Uiso 1 1 calc R U . . .
H21B H 0.3861 0.3831 0.2439 0.129 Uiso 1 1 calc R U . . .
C22 C 0.3752(7) 0.2888(6) 0.1439(6) 0.078(2) Uani 1 1 d . . . . .
H22A H 0.4563 0.2980 0.1078 0.094 Uiso 1 1 calc R U . . .
H22B H 0.3278 0.3440 0.1203 0.094 Uiso 1 1 calc R U . . .
C23 C 0.4261(6) 0.1055(7) 0.1161(6) 0.080(2) Uani 1 1 d . . . . .
H23A H 0.4754 0.1178 0.1587 0.096 Uiso 1 1 calc R U . . .
H23B H 0.4750 0.1102 0.0519 0.096 Uiso 1 1 calc R U . . .
C24 C 0.3765(6) 0.0024(6) 0.1356(6) 0.074(2) Uani 1 1 d . . . . .
H24A H 0.4388 -0.0510 0.1359 0.089 Uiso 1 1 calc R U . . .
H24B H 0.3408 -0.0146 0.0850 0.089 Uiso 1 1 calc R U . . .
C25 C 0.3356(7) -0.0409(6) 0.2972(5) 0.073(2) Uani 1 1 d . . . . .
H25A H 0.4086 -0.0028 0.2924 0.088 Uiso 1 1 calc R U . . .
H25B H 0.3530 -0.1188 0.2951 0.088 Uiso 1 1 calc R U . . .
C26 C 0.2566(6) -0.0188(6) 0.3813(5) 0.074(2) Uani 1 1 d . . . . .
H26A H 0.2948 -0.0342 0.4322 0.089 Uiso 1 1 calc R U . . .
H26B H 0.1910 -0.0684 0.3907 0.089 Uiso 1 1 calc R U . . .
C27 C 0.2802(8) 0.1610(8) 0.4170(6) 0.087(3) Uani 1 1 d . . . . .
H27A H 0.3625 0.1444 0.3888 0.104 Uiso 1 1 calc R U . . .
H27B H 0.2671 0.1544 0.4852 0.104 Uiso 1 1 calc R U . . .
C28 C 0.2542(8) 0.2662(7) 0.3903(6) 0.089(3) Uani 1 1 d . . . . .
H28A H 0.3095 0.3153 0.4060 0.107 Uiso 1 1 calc R U . . .
H28B H 0.1760 0.2857 0.4273 0.107 Uiso 1 1 calc R U . . .
C29 C 0.0922(8) 0.2349(7) 0.0723(6) 0.087(3) Uani 1 1 d . . . . .
H29A H 0.0359 0.2795 0.0482 0.104 Uiso 1 1 calc R U . . .
H29B H 0.1692 0.2469 0.0295 0.104 Uiso 1 1 calc R U . . .
C30 C 0.0641(8) 0.1275(7) 0.0698(5) 0.084(3) Uani 1 1 d . . . . .
H30A H 0.0880 0.1054 0.0048 0.100 Uiso 1 1 calc R U . . .
H30B H -0.0208 0.1203 0.0912 0.100 Uiso 1 1 calc R U . . .
C31 C 0.0514(6) -0.0358(6) 0.1564(6) 0.077(2) Uani 1 1 d . . . . .
H31A H 0.1061 -0.0960 0.1586 0.092 Uiso 1 1 calc R U . . .
H31B H 0.0079 -0.0525 0.1106 0.092 Uiso 1 1 calc R U . . .
C32 C -0.0283(9) -0.0304(8) 0.2455(6) 0.111(4) Uani 1 1 d . . . . .
H32A H -0.0951 0.0156 0.2403 0.133 Uiso 1 1 calc R U . . .
H32B H -0.0573 -0.1030 0.2673 0.133 Uiso 1 1 calc R U . . .
C33 C -0.0615(6) 0.0566(7) 0.3869(6) 0.089(3) Uani 1 1 d . . . . .
H33A H -0.1313 0.0116 0.4013 0.106 Uiso 1 1 calc R U . . .
H33B H -0.0289 0.0514 0.4416 0.106 Uiso 1 1 calc R U . . .
C34 C -0.0960(7) 0.1632(7) 0.3750(6) 0.088(3) Uani 1 1 d . . . . .
H34A H -0.1428 0.1683 0.3289 0.105 Uiso 1 1 calc R U . . .
H34B H -0.1439 0.1890 0.4344 0.105 Uiso 1 1 calc R U . . .
C35 C -0.0224(8) 0.3263(7) 0.2988(6) 0.091(3) Uani 1 1 d . . . . .
H35A H -0.1026 0.3495 0.3278 0.110 Uiso 1 1 calc R U . . .
H35B H 0.0298 0.3815 0.3102 0.110 Uiso 1 1 calc R U . . .
C36 C -0.0092(7) 0.3226(6) 0.2043(6) 0.082(3) Uani 1 1 d . . . . .
H36A H -0.0106 0.3965 0.1776 0.099 Uiso 1 1 calc R U . . .
H36B H -0.0750 0.2838 0.1927 0.099 Uiso 1 1 calc R U . . .
C37 C 0.1271(7) 0.6369(7) 0.0681(7) 0.104(3) Uani 1 1 d D . . . .
H37A H 0.1262 0.6265 0.0030 0.125 Uiso 1 1 calc R U . . .
H37B H 0.0466 0.6362 0.1067 0.125 Uiso 1 1 calc R U . . .
C38 C 0.1970(7) 0.5523(6) 0.1011(6) 0.089(3) Uani 1 1 d D . . . .
H38A H 0.1921 0.4835 0.0721 0.107 Uiso 1 1 calc R U . . .
H38B H 0.1728 0.5414 0.1693 0.107 Uiso 1 1 calc R U . . .
C39 C 0.3169(6) 0.5981(6) 0.0696(8) 0.108(3) Uani 1 1 d D . . . .
H39A H 0.3678 0.5672 0.1074 0.130 Uiso 1 1 calc R U . . .
H39B H 0.3520 0.5848 0.0036 0.130 Uiso 1 1 calc R U . . .
C40 C 0.2961(8) 0.7162(6) 0.0845(7) 0.105(3) Uani 1 1 d D . . . .
H40A H 0.3027 0.7341 0.1468 0.126 Uiso 1 1 calc R U . . .
H40B H 0.3520 0.7594 0.0373 0.126 Uiso 1 1 calc R U . . .
O9 O 0.7824(10) 0.3964(12) 0.6101(12) 0.287(9) Uani 1 1 d D . . . .
C41 C 0.8136(9) 0.2866(10) 0.6234(12) 0.160(5) Uani 1 1 d D . . . .
H41A H 0.7934 0.2423 0.5766 0.192 Uiso 1 1 calc R U . . .
H41B H 0.7726 0.2585 0.6859 0.192 Uiso 1 1 calc R U . . .
C42 C 0.9403(8) 0.2844(8) 0.6128(10) 0.133(4) Uani 1 1 d D . . . .
H42A H 0.9581 0.2756 0.6740 0.159 Uiso 1 1 calc R U . . .
H42B H 0.9771 0.2247 0.5741 0.159 Uiso 1 1 calc R U . . .
C43 C 0.9812(9) 0.3887(10) 0.5673(11) 0.185(7) Uani 1 1 d D . . . .
H43A H 0.9943 0.3877 0.4992 0.222 Uiso 1 1 calc R U . . .
H43B H 1.0529 0.4108 0.5827 0.222 Uiso 1 1 calc R U . . .
C44 C 0.8800(11) 0.4599(10) 0.6101(15) 0.231(10) Uani 1 1 d D . . . .
H44A H 0.8809 0.4773 0.6738 0.277 Uiso 1 1 calc R U . . .
H44B H 0.8802 0.5273 0.5724 0.277 Uiso 1 1 calc R U . . .
O10 O 0.1810(6) 0.7351(5) 0.0757(5) 0.110(2) Uani 1 1 d D . . . .
B3 B 0.7531(5) 0.6963(5) 0.3196(5) 0.0350(14) Uani 1 1 d . . . . .
H3 H 0.8030 0.7374 0.3619 0.042 Uiso 1 1 calc R U . . .
B4 B 0.6927(5) 0.5698(5) 0.3547(5) 0.0433(17) Uani 1 1 d . . . . .
H4 H 0.7015 0.5285 0.4208 0.052 Uiso 1 1 calc R U . . .
B5 B 0.5643(5) 0.5582(5) 0.3147(5) 0.0406(16) Uani 1 1 d . . . . .
H5 H 0.4897 0.5089 0.3545 0.049 Uiso 1 1 calc R U . . .
B6 B 0.5424(5) 0.6785(5) 0.2547(4) 0.0343(14) Uani 1 1 d . . . . .
H6 H 0.4536 0.7084 0.2541 0.041 Uiso 1 1 calc R U . . .
B7 B 0.7887(5) 0.7125(5) 0.1989(5) 0.0349(14) Uani 1 1 d . . . . .
H7 H 0.8612 0.7655 0.1613 0.042 Uiso 1 1 calc R U . . .
B8 B 0.8114(5) 0.5865(5) 0.2546(5) 0.0451(17) Uani 1 1 d . . . . .
H8 H 0.8999 0.5537 0.2525 0.054 Uiso 1 1 calc R U . . .
B9 B 0.6967(6) 0.5008(5) 0.2533(6) 0.0507(19) Uani 1 1 d . . . . .
H9 H 0.7097 0.4118 0.2517 0.061 Uiso 1 1 calc R U . . .
B10 B 0.6046(6) 0.5691(5) 0.1917(5) 0.0436(16) Uani 1 1 d . . . . .
H10 H 0.5583 0.5249 0.1487 0.052 Uiso 1 1 calc R U . . .
B11 B 0.6589(5) 0.7008(5) 0.1589(4) 0.0349(14) Uani 1 1 d . . . . .
H11 H 0.6468 0.7457 0.0953 0.042 Uiso 1 1 calc R U . . .
B12 B 0.7568(6) 0.5899(5) 0.1551(5) 0.0470(17) Uani 1 1 d . . . . .
H12 H 0.8100 0.5608 0.0876 0.056 Uiso 1 1 calc R U . . .
O1 O 0.2576(3) 0.2836(3) 0.2929(4) 0.0619(13) Uani 1 1 d . . . . .
O2 O 0.3373(3) 0.1844(4) 0.1273(3) 0.0572(12) Uani 1 1 d . . . . .
O3 O 0.2900(3) -0.0084(3) 0.2229(3) 0.0471(10) Uani 1 1 d . . . . .
O4 O 0.2113(3) 0.0897(4) 0.3886(3) 0.0528(11) Uani 1 1 d . . . . .
O5 O 0.0943(3) 0.2717(3) 0.1597(3) 0.0452(10) Uani 1 1 d . . . . .
O6 O 0.1160(3) 0.0582(3) 0.1244(3) 0.0445(10) Uani 1 1 d . . . . .
O7 O 0.0234(3) 0.0106(3) 0.3087(3) 0.0529(11) Uani 1 1 d . . . . .
O8 O 0.0010(3) 0.2254(3) 0.3448(3) 0.0523(11) 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
Li1 O3 2.309(8) . ?
Li1 O6 2.313(8) . ?
Li1 O5 2.322(8) . ?
Li1 O1 2.360(9) . ?
Li1 O7 2.373(8) . ?
Li1 O2 2.377(8) . ?
Li1 O4 2.396(8) . ?
Li1 O8 2.438(8) . ?
C1 C5 1.468(7) . ?
C1 C2 1.649(7) . ?
C1 B4 1.721(7) . ?
C1 B5 1.721(8) . ?
C1 B6 1.750(7) . ?
C1 B3 1.762(7) . ?
C2 C3 1.488(7) . ?
C2 B7 1.719(7) . ?
C2 B11 1.739(8) . ?
C2 B3 1.756(7) . ?
C2 B6 1.773(7) . ?
C3 C4 1.405(7) . ?
C3 C12 1.429(6) . ?
C4 C5 1.363(7) . ?
C5 C11 1.488(7) . ?
C12 C13 1.406(7) . ?
C12 C17 1.419(7) . ?
C13 C14 1.379(7) . ?
C14 C15 1.389(7) . ?
C15 C16 1.387(7) . ?
C16 C17 1.382(7) . ?
C21 O1 1.403(9) . ?
C21 C22 1.412(12) . ?
C22 O2 1.444(9) . ?
C23 O2 1.416(8) . ?
C23 C24 1.417(10) . ?
C24 O3 1.447(8) . ?
C25 O3 1.396(7) . ?
C25 C26 1.403(10) . ?
C26 O4 1.447(8) . ?
C27 O4 1.380(8) . ?
C27 C28 1.406(11) . ?
C28 O1 1.452(9) . ?
C29 C30 1.395(11) . ?
C29 O5 1.410(9) . ?
C30 O6 1.402(8) . ?
C31 O6 1.417(8) . ?
C31 C32 1.431(11) . ?
C32 O7 1.376(9) . ?
C33 C34 1.402(11) . ?
C33 O7 1.471(9) . ?
C34 O8 1.378(8) . ?
C35 C36 1.384(10) . ?
C35 O8 1.462(8) . ?
C36 O5 1.403(7) . ?
C37 O10 1.422(8) . ?
C37 C38 1.476(7) . ?
C38 C39 1.510(8) . ?
C39 C40 1.508(8) . ?
C40 O10 1.429(7) . ?
O9 C44 1.427(9) . ?
O9 C41 1.431(9) . ?
C41 C42 1.484(8) . ?
C42 C43 1.477(9) . ?
C43 C44 1.509(9) . ?
B3 B8 1.747(9) . ?
B3 B7 1.747(9) . ?
B3 B4 1.755(8) . ?
B4 B9 1.767(11) . ?
B4 B8 1.790(10) . ?
B4 B5 1.794(9) . ?
B5 B6 1.762(8) . ?
B5 B9 1.772(9) . ?
B5 B10 1.776(10) . ?
B6 B10 1.740(9) . ?
B6 B11 1.743(9) . ?
B7 B12 1.781(9) . ?
B7 B8 1.793(8) . ?
B7 B11 1.811(8) . ?
B8 B9 1.765(9) . ?
B8 B12 1.766(10) . ?
B9 B10 1.784(10) . ?
B9 B12 1.805(10) . ?
B10 B11 1.784(9) . ?
B10 B12 1.786(9) . ?
B11 B12 1.787(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Li1 O6 78.4(3) . . ?
O3 Li1 O5 140.8(4) . . ?
O6 Li1 O5 72.4(2) . . ?
O3 Li1 O1 110.1(3) . . ?
O6 Li1 O1 148.1(4) . . ?
O5 Li1 O1 83.9(3) . . ?
O3 Li1 O7 83.9(3) . . ?
O6 Li1 O7 71.4(3) . . ?
O5 Li1 O7 110.0(3) . . ?
O1 Li1 O7 138.5(4) . . ?
O3 Li1 O2 71.5(3) . . ?
O6 Li1 O2 83.6(3) . . ?
O5 Li1 O2 79.7(3) . . ?
O1 Li1 O2 71.2(3) . . ?
O7 Li1 O2 148.0(4) . . ?
O3 Li1 O4 71.5(2) . . ?
O6 Li1 O4 139.0(4) . . ?
O5 Li1 O4 145.8(4) . . ?
O1 Li1 O4 70.6(3) . . ?
O7 Li1 O4 78.1(3) . . ?
O2 Li1 O4 111.5(3) . . ?
O3 Li1 O8 146.4(4) . . ?
O6 Li1 O8 110.9(3) . . ?
O5 Li1 O8 70.4(2) . . ?
O1 Li1 O8 79.5(3) . . ?
O7 Li1 O8 69.9(2) . . ?
O2 Li1 O8 139.9(4) . . ?
O4 Li1 O8 82.5(3) . . ?
C5 C1 C2 104.7(4) . . ?
C5 C1 B4 130.4(4) . . ?
C2 C1 B4 111.2(4) . . ?
C5 C1 B5 130.9(4) . . ?
C2 C1 B5 112.0(4) . . ?
B4 C1 B5 62.8(3) . . ?
C5 C1 B6 113.6(4) . . ?
C2 C1 B6 62.8(3) . . ?
B4 C1 B6 112.8(4) . . ?
B5 C1 B6 61.0(3) . . ?
C5 C1 B3 113.4(4) . . ?
C2 C1 B3 61.9(3) . . ?
B4 C1 B3 60.5(3) . . ?
B5 C1 B3 112.3(4) . . ?
B6 C1 B3 113.5(4) . . ?
C3 C2 C1 103.3(4) . . ?
C3 C2 B7 131.9(4) . . ?
C1 C2 B7 110.5(4) . . ?
C3 C2 B11 134.0(4) . . ?
C1 C2 B11 109.4(4) . . ?
B7 C2 B11 63.2(3) . . ?
C3 C2 B3 111.7(4) . . ?
C1 C2 B3 62.2(3) . . ?
B7 C2 B3 60.4(3) . . ?
B11 C2 B3 112.0(4) . . ?
C3 C2 B6 114.3(4) . . ?
C1 C2 B6 61.4(3) . . ?
B7 C2 B6 111.6(4) . . ?
B11 C2 B6 59.5(3) . . ?
B3 C2 B6 112.7(4) . . ?
C4 C3 C12 128.2(4) . . ?
C4 C3 C2 106.8(4) . . ?
C12 C3 C2 124.9(4) . . ?
C5 C4 C3 117.4(4) . . ?
C4 C5 C1 107.8(4) . . ?
C4 C5 C11 129.8(5) . . ?
C1 C5 C11 122.3(4) . . ?
C13 C12 C17 115.3(4) . . ?
C13 C12 C3 124.3(4) . . ?
C17 C12 C3 120.4(4) . . ?
C14 C13 C12 122.6(5) . . ?
C13 C14 C15 121.0(5) . . ?
C16 C15 C14 117.8(4) . . ?
C17 C16 C15 121.5(5) . . ?
C16 C17 C12 121.7(5) . . ?
O1 C21 C22 110.4(7) . . ?
C21 C22 O2 114.8(6) . . ?
O2 C23 C24 109.6(6) . . ?
C23 C24 O3 114.4(6) . . ?
O3 C25 C26 110.2(6) . . ?
C25 C26 O4 115.5(6) . . ?
O4 C27 C28 109.8(7) . . ?
C27 C28 O1 115.2(6) . . ?
C30 C29 O5 116.4(6) . . ?
C29 C30 O6 113.6(6) . . ?
O6 C31 C32 115.3(6) . . ?
O7 C32 C31 111.0(7) . . ?
C34 C33 O7 116.9(6) . . ?
O8 C34 C33 108.8(7) . . ?
C36 C35 O8 115.2(6) . . ?
C35 C36 O5 112.4(7) . . ?
O10 C37 C38 105.6(6) . . ?
C37 C38 C39 101.8(6) . . ?
C40 C39 C38 103.0(6) . . ?
O10 C40 C39 104.4(6) . . ?
C44 O9 C41 107.6(9) . . ?
O9 C41 C42 106.3(8) . . ?
C43 C42 C41 105.1(9) . . ?
C42 C43 C44 100.4(10) . . ?
O9 C44 C43 103.3(10) . . ?
C37 O10 C40 110.7(6) . . ?
B8 B3 B7 61.7(4) . . ?
B8 B3 B4 61.5(4) . . ?
B7 B3 B4 110.3(5) . . ?
B8 B3 C2 106.4(4) . . ?
B7 B3 C2 58.8(3) . . ?
B4 B3 C2 104.8(4) . . ?
B8 B3 C1 105.6(4) . . ?
B7 B3 C1 104.1(4) . . ?
B4 B3 C1 58.6(3) . . ?
C2 B3 C1 55.9(3) . . ?
C1 B4 B3 60.9(3) . . ?
C1 B4 B9 104.8(4) . . ?
B3 B4 B9 107.4(5) . . ?
C1 B4 B8 105.5(4) . . ?
B3 B4 B8 59.0(4) . . ?
B9 B4 B8 59.5(4) . . ?
C1 B4 B5 58.6(3) . . ?
B3 B4 B5 109.2(4) . . ?
B9 B4 B5 59.7(4) . . ?
B8 B4 B5 107.4(5) . . ?
C1 B5 B6 60.3(3) . . ?
C1 B5 B9 104.6(4) . . ?
B6 B5 B9 107.6(5) . . ?
C1 B5 B10 105.2(4) . . ?
B6 B5 B10 58.9(4) . . ?
B9 B5 B10 60.4(4) . . ?
C1 B5 B4 58.6(3) . . ?
B6 B5 B4 108.8(4) . . ?
B9 B5 B4 59.4(4) . . ?
B10 B5 B4 107.9(5) . . ?
B10 B6 B11 61.6(4) . . ?
B10 B6 C1 105.6(4) . . ?
B11 B6 C1 104.7(4) . . ?
B10 B6 B5 61.0(4) . . ?
B11 B6 B5 110.0(4) . . ?
C1 B6 B5 58.7(3) . . ?
B10 B6 C2 106.3(4) . . ?
B11 B6 C2 59.3(3) . . ?
C1 B6 C2 55.8(3) . . ?
B5 B6 C2 104.4(4) . . ?
C2 B7 B3 60.9(3) . . ?
C2 B7 B12 105.4(4) . . ?
B3 B7 B12 107.2(4) . . ?
C2 B7 B8 106.0(4) . . ?
B3 B7 B8 59.1(4) . . ?
B12 B7 B8 59.2(4) . . ?
C2 B7 B11 58.9(3) . . ?
B3 B7 B11 108.9(4) . . ?
B12 B7 B11 59.7(3) . . ?
B8 B7 B11 107.2(4) . . ?
B3 B8 B9 107.8(5) . . ?
B3 B8 B12 107.8(4) . . ?
B9 B8 B12 61.5(4) . . ?
B3 B8 B4 59.5(4) . . ?
B9 B8 B4 59.6(4) . . ?
B12 B8 B4 108.3(5) . . ?
B3 B8 B7 59.1(3) . . ?
B9 B8 B7 108.6(4) . . ?
B12 B8 B7 60.0(4) . . ?
B4 B8 B7 106.7(4) . . ?
B8 B9 B4 60.9(4) . . ?
B8 B9 B5 109.5(5) . . ?
B4 B9 B5 60.9(4) . . ?
B8 B9 B10 108.2(4) . . ?
B4 B9 B10 108.7(5) . . ?
B5 B9 B10 59.9(4) . . ?
B8 B9 B12 59.3(4) . . ?
B4 B9 B12 107.7(4) . . ?
B5 B9 B12 107.5(4) . . ?
B10 B9 B12 59.7(4) . . ?
B6 B10 B5 60.1(4) . . ?
B6 B10 B9 108.0(5) . . ?
B5 B10 B9 59.7(4) . . ?
B6 B10 B11 59.3(3) . . ?
B5 B10 B11 107.4(4) . . ?
B9 B10 B11 108.4(4) . . ?
B6 B10 B12 107.8(4) . . ?
B5 B10 B12 108.1(5) . . ?
B9 B10 B12 60.7(4) . . ?
B11 B10 B12 60.1(4) . . ?
C2 B11 B6 61.2(3) . . ?
C2 B11 B10 105.9(4) . . ?
B6 B11 B10 59.1(4) . . ?
C2 B11 B12 104.3(4) . . ?
B6 B11 B12 107.6(4) . . ?
B10 B11 B12 60.0(4) . . ?
C2 B11 B7 57.9(3) . . ?
B6 B11 B7 108.7(4) . . ?
B10 B11 B7 107.4(4) . . ?
B12 B11 B7 59.3(3) . . ?
B8 B12 B7 60.7(4) . . ?
B8 B12 B10 108.1(5) . . ?
B7 B12 B10 108.7(4) . . ?
B8 B12 B11 109.4(5) . . ?
B7 B12 B11 61.0(3) . . ?
B10 B12 B11 59.9(3) . . ?
B8 B12 B9 59.2(4) . . ?
B7 B12 B9 107.4(5) . . ?
B10 B12 B9 59.6(4) . . ?
B11 B12 B9 107.3(5) . . ?
C21 O1 C28 113.2(7) . . ?
C21 O1 Li1 114.7(5) . . ?
C28 O1 Li1 109.1(5) . . ?
C23 O2 C22 113.0(6) . . ?
C23 O2 Li1 114.2(4) . . ?
C22 O2 Li1 109.1(5) . . ?
C25 O3 C24 113.4(5) . . ?
C25 O3 Li1 116.5(4) . . ?
C24 O3 Li1 110.7(4) . . ?
C27 O4 C26 114.2(6) . . ?
C27 O4 Li1 114.7(5) . . ?
C26 O4 Li1 106.8(4) . . ?
C36 O5 C29 112.8(6) . . ?
C36 O5 Li1 117.5(4) . . ?
C29 O5 Li1 110.3(4) . . ?
C30 O6 C31 113.0(6) . . ?
C30 O6 Li1 114.4(4) . . ?
C31 O6 Li1 111.5(4) . . ?
C32 O7 C33 112.0(7) . . ?
C32 O7 Li1 114.1(5) . . ?
C33 O7 Li1 109.3(5) . . ?
C34 O8 C35 112.5(6) . . ?
C34 O8 Li1 115.8(4) . . ?
C35 O8 Li1 108.2(4) . . ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.077

_shelxl_version_number           2014/6

