# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_siv_xibb
_database_code_depnum_ccdc_archive 'CCDC 1855270'
_audit_update_record             
;
2018-07-11 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_audit_creation_date             2018-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H26 B9 N O'
_chemical_formula_sum            'C9 H26 B9 N O'
_chemical_formula_weight         261.60
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.9892(14)
_cell_length_b                   10.2156(11)
_cell_length_c                   12.6418(14)
_cell_angle_alpha                90
_cell_angle_beta                 110.540(2)
_cell_angle_gamma                90
_cell_volume                     1570.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2102
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.059
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0696 before and 0.0628 after correction. The Ratio of minimum to maximum transmission is 0.8890. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20063
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.596
_diffrn_reflns_theta_min         1.674
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2934
_reflns_number_total             4408
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         4408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0739P)²+0.1515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1511
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C3(H3A,H3B,H3C)
2.d Boron cage BH refined with riding coordinates:
 B5(H5), B6(H6), B2(H2), B1(H1A), B3(H3), B4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.77333(8) 0.09884(10) 0.14343(8) 0.0179(2) Uani 1 1 d . . . . .
N1 N 0.94508(10) 0.09394(11) 0.28213(10) 0.0168(3) Uani 1 1 d . . . . .
H1 H 0.9136 0.0898 0.3334 0.020 Uiso 1 1 calc R . . . .
C1 C 0.88065(11) 0.09579(13) 0.17698(12) 0.0162(3) Uani 1 1 d . . . . .
C4 C 0.71721(12) 0.10960(15) 0.22462(12) 0.0210(3) Uani 1 1 d . . . . .
H4A H 0.7410 0.1896 0.2709 0.025 Uiso 1 1 calc R . . . .
H4B H 0.7338 0.0327 0.2755 0.025 Uiso 1 1 calc R . . . .
C2 C 0.92487(13) 0.09463(16) 0.08264(12) 0.0233(3) Uani 1 1 d . . . . .
H2A H 0.9620 0.0098 0.0835 0.028 Uiso 1 1 calc R . . . .
H2B H 0.9810 0.1643 0.0964 0.028 Uiso 1 1 calc R . . . .
C5 C 0.59519(12) 0.11588(16) 0.15617(13) 0.0227(3) Uani 1 1 d . . . . .
H5A H 0.5721 0.0323 0.1150 0.027 Uiso 1 1 calc R . . . .
H5B H 0.5818 0.1867 0.0995 0.027 Uiso 1 1 calc R . . . .
B10 B 1.07078(13) 0.09838(15) 0.32477(13) 0.0157(3) Uani 1 1 d . . . . .
C7 C 1.27694(12) 0.02021(15) 0.33582(12) 0.0201(3) Uani 1 1 d . . . . .
B11 B 1.16298(13) -0.04344(16) 0.33593(14) 0.0189(3) Uani 1 1 d . . . . .
B5 B 1.13951(14) 0.20358(16) 0.43986(14) 0.0204(3) Uani 1 1 d . . . . .
H5 H 1.0906 0.2694 0.4752 0.025 Uiso 1 1 calc R . . . .
C8 C 1.26842(12) 0.17107(16) 0.31785(13) 0.0218(3) Uani 1 1 d . . . . .
C6 C 0.52523(12) 0.14081(16) 0.22965(13) 0.0232(3) Uani 1 1 d . . . . .
H6A H 0.4470 0.1256 0.1837 0.028 Uiso 1 1 calc R . . . .
H6B H 0.5462 0.0769 0.2925 0.028 Uiso 1 1 calc R . . . .
C9 C 0.53749(13) 0.27836(16) 0.27853(14) 0.0263(3) Uani 1 1 d . . . . .
H9A H 0.5162 0.3424 0.2169 0.039 Uiso 1 1 calc GR . . . .
H9B H 0.6142 0.2931 0.3267 0.039 Uiso 1 1 calc GR . . . .
H9C H 0.4900 0.2882 0.3235 0.039 Uiso 1 1 calc GR . . . .
B6 B 1.14483(13) 0.02604(16) 0.45760(13) 0.0182(3) Uani 1 1 d . . . . .
H6 H 1.0990 -0.0283 0.5041 0.022 Uiso 1 1 calc R . . . .
B2 B 1.27749(13) -0.02372(16) 0.46640(14) 0.0193(3) Uani 1 1 d . . . . .
H2 H 1.3210 -0.1088 0.5192 0.023 Uiso 1 1 calc R . . . .
B1 B 1.26313(14) 0.12585(16) 0.52893(14) 0.0202(3) Uani 1 1 d . . . . .
H1A H 1.2947 0.1388 0.6229 0.024 Uiso 1 1 calc R . . . .
C3 C 0.83880(14) 0.11478(18) -0.03391(13) 0.0302(4) Uani 1 1 d . . . . .
H3A H 0.8748 0.1186 -0.0902 0.045 Uiso 1 1 calc GR . . . .
H3B H 0.7995 0.1970 -0.0351 0.045 Uiso 1 1 calc GR . . . .
H3C H 0.7865 0.0418 -0.0516 0.045 Uiso 1 1 calc GR . . . .
B3 B 1.35098(14) 0.11477(17) 0.44899(15) 0.0210(3) Uani 1 1 d . . . . .
H3 H 1.4428 0.1211 0.4866 0.025 Uiso 1 1 calc R . . . .
B4 B 1.26724(14) 0.25463(17) 0.43638(15) 0.0229(4) Uani 1 1 d . . . . .
H4 H 1.3043 0.3522 0.4686 0.028 Uiso 1 1 calc R . . . .
B9 B 1.15263(14) 0.23544(17) 0.30779(15) 0.0209(4) Uani 1 1 d . . . . .
H7 H 1.3281(13) -0.0264(17) 0.3038(14) 0.021(4) Uiso 1 1 d . . . . .
H8 H 1.3112(15) 0.2098(18) 0.2754(15) 0.031(5) Uiso 1 1 d . . . . .
H11 H 1.1337(15) -0.1414(18) 0.3040(15) 0.031(5) Uiso 1 1 d . . . . .
H9 H 1.1176(14) 0.3202(19) 0.2557(15) 0.032(5) Uiso 1 1 d . . . . .
H10 H 1.1020(17) 0.060(2) 0.2588(18) 0.051(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3074(17) . ?
O1 C4 1.4567(17) . ?
N1 C1 1.2988(18) . ?
N1 B10 1.5299(19) . ?
C1 C2 1.494(2) . ?
C4 C5 1.517(2) . ?
C2 C3 1.519(2) . ?
C5 C6 1.532(2) . ?
B10 B11 1.853(2) . ?
B10 B5 1.777(2) . ?
B10 B6 1.777(2) . ?
B10 B9 1.816(2) . ?
C7 B11 1.617(2) . ?
C7 C8 1.556(2) . ?
C7 B2 1.708(2) . ?
C7 B3 1.714(2) . ?
B11 B6 1.783(2) . ?
B11 B2 1.803(2) . ?
B5 B6 1.826(2) . ?
B5 B1 1.791(2) . ?
B5 B4 1.754(2) . ?
B5 B9 1.767(3) . ?
C8 B3 1.727(2) . ?
C8 B4 1.729(2) . ?
C8 B9 1.605(2) . ?
C6 C9 1.521(2) . ?
B6 B2 1.762(2) . ?
B6 B1 1.800(2) . ?
B2 B1 1.760(2) . ?
B2 B3 1.763(2) . ?
B1 B3 1.773(2) . ?
B1 B4 1.774(2) . ?
B3 B4 1.769(2) . ?
B4 B9 1.789(2) . ?

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 C4 120.89(11) . . ?
C1 N1 B10 125.80(12) . . ?
O1 C1 C2 113.95(12) . . ?
N1 C1 O1 124.28(13) . . ?
N1 C1 C2 121.77(13) . . ?
O1 C4 C5 106.39(11) . . ?
C1 C2 C3 114.51(12) . . ?
C4 C5 C6 112.61(12) . . ?
N1 B10 B11 125.79(12) . . ?
N1 B10 B5 118.29(12) . . ?
N1 B10 B6 118.53(11) . . ?
N1 B10 B9 125.31(12) . . ?
B5 B10 B11 106.55(11) . . ?
B5 B10 B6 61.83(9) . . ?
B5 B10 B9 58.91(10) . . ?
B6 B10 B11 58.79(9) . . ?
B6 B10 B9 106.68(11) . . ?
B9 B10 B11 102.84(11) . . ?
B11 C7 B2 65.61(10) . . ?
B11 C7 B3 118.13(12) . . ?
C8 C7 B11 112.34(12) . . ?
C8 C7 B2 112.16(12) . . ?
C8 C7 B3 63.52(10) . . ?
B2 C7 B3 62.01(9) . . ?
C7 B11 B10 104.65(11) . . ?
C7 B11 B6 103.81(12) . . ?
C7 B11 B2 59.62(9) . . ?
B6 B11 B10 58.47(9) . . ?
B6 B11 B2 58.86(9) . . ?
B2 B11 B10 106.62(11) . . ?
B10 B5 B6 59.09(9) . . ?
B10 B5 B1 109.19(12) . . ?
B1 B5 B6 59.70(9) . . ?
B4 B5 B10 111.54(12) . . ?
B4 B5 B6 107.64(11) . . ?
B4 B5 B1 60.03(10) . . ?
B4 B5 B9 61.05(10) . . ?
B9 B5 B10 61.64(9) . . ?
B9 B5 B6 106.68(11) . . ?
B9 B5 B1 108.26(12) . . ?
C7 C8 B3 62.71(9) . . ?
C7 C8 B4 112.59(12) . . ?
C7 C8 B9 115.72(12) . . ?
B3 C8 B4 61.56(10) . . ?
B9 C8 B3 117.48(12) . . ?
B9 C8 B4 64.75(10) . . ?
C9 C6 C5 113.58(13) . . ?
B10 B6 B11 62.74(9) . . ?
B10 B6 B5 59.08(9) . . ?
B10 B6 B1 108.76(11) . . ?
B11 B6 B5 107.47(11) . . ?
B11 B6 B1 108.03(11) . . ?
B2 B6 B10 111.88(11) . . ?
B2 B6 B11 61.14(9) . . ?
B2 B6 B5 106.76(11) . . ?
B2 B6 B1 59.20(9) . . ?
B1 B6 B5 59.19(9) . . ?
C7 B2 B11 54.77(9) . . ?
C7 B2 B6 101.00(11) . . ?
C7 B2 B1 103.93(11) . . ?
C7 B2 B3 59.17(9) . . ?
B6 B2 B11 60.00(9) . . ?
B6 B2 B3 108.72(12) . . ?
B1 B2 B11 108.93(11) . . ?
B1 B2 B6 61.48(10) . . ?
B1 B2 B3 60.45(10) . . ?
B3 B2 B11 106.53(11) . . ?
B5 B1 B6 61.11(9) . . ?
B2 B1 B5 108.39(11) . . ?
B2 B1 B6 59.32(9) . . ?
B2 B1 B3 59.86(9) . . ?
B2 B1 B4 108.37(12) . . ?
B3 B1 B5 106.51(12) . . ?
B3 B1 B6 106.57(12) . . ?
B3 B1 B4 59.81(10) . . ?
B4 B1 B5 58.96(10) . . ?
B4 B1 B6 107.91(12) . . ?
C7 B3 C8 53.76(9) . . ?
C7 B3 B2 58.82(9) . . ?
C7 B3 B1 103.11(11) . . ?
C7 B3 B4 103.46(12) . . ?
C8 B3 B2 101.89(11) . . ?
C8 B3 B1 102.64(12) . . ?
C8 B3 B4 59.29(10) . . ?
B2 B3 B1 59.69(9) . . ?
B2 B3 B4 108.46(12) . . ?
B4 B3 B1 60.10(10) . . ?
B5 B4 B1 61.01(10) . . ?
B5 B4 B3 108.34(12) . . ?
B5 B4 B9 59.82(10) . . ?
C8 B4 B5 99.85(11) . . ?
C8 B4 B1 102.53(12) . . ?
C8 B4 B3 59.15(9) . . ?
C8 B4 B9 54.26(9) . . ?
B1 B4 B9 108.07(12) . . ?
B3 B4 B1 60.08(10) . . ?
B3 B4 B9 106.43(12) . . ?
B5 B9 B10 59.45(9) . . ?
B5 B9 B4 59.13(10) . . ?
C8 B9 B10 104.24(12) . . ?
C8 B9 B5 104.36(12) . . ?
C8 B9 B4 60.98(10) . . ?
B4 B9 B10 108.20(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_siv_ximb
_database_code_depnum_ccdc_archive 'CCDC 1855271'
_audit_update_record             
;
2018-07-11 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_audit_creation_date             2018-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H24 B9 N O'
_chemical_formula_sum            'C8 H24 B9 N O'
_chemical_formula_weight         247.57
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.7390(5)
_cell_length_b                   11.0686(5)
_cell_length_c                   11.8796(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.8520(10)
_cell_angle_gamma                90
_cell_volume                     1484.87(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4942
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.65
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.059
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.7036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0744 before and 0.0435 after correction. The Ratio of minimum to maximum transmission is 0.9433. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18541
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.792
_diffrn_reflns_theta_min         1.803
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3391
_reflns_number_total             4246
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0695P)²+0.2489P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1248
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C6(H6A,H6B,H6C), C5(H5A,H5B,H5C)
2.e Boron cage BH refined with riding coordinates:
 B1(H1A), B6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.23402(6) 0.57399(7) 0.23383(7) 0.02304(18) Uani 1 1 d . . . . .
C1 C 0.33597(9) 0.62213(9) 0.22995(9) 0.0182(2) Uani 1 1 d . . . . .
N1 N 0.42753(7) 0.58492(8) 0.31024(7) 0.01878(18) Uani 1 1 d . . . . .
H1 H 0.4137 0.5300 0.3584 0.023 Uiso 1 1 calc R . . . .
C8 C 0.73785(9) 0.76802(10) 0.32315(9) 0.0224(2) Uani 1 1 d . . . . .
C7 C 0.77509(9) 0.64069(10) 0.29027(9) 0.0231(2) Uani 1 1 d . . . . .
C4 C 0.11917(9) 0.62543(10) 0.16824(10) 0.0234(2) Uani 1 1 d . . . . .
H4 H 0.1225 0.6515 0.0886 0.028 Uiso 1 1 calc R . . . .
C2 C 0.34562(9) 0.70751(9) 0.13548(9) 0.0216(2) Uani 1 1 d . . . . .
H2A H 0.4188 0.7560 0.1628 0.026 Uiso 1 1 calc R . . . .
H2B H 0.2773 0.7635 0.1176 0.026 Uiso 1 1 calc R . . . .
B1 B 0.77633(10) 0.62939(10) 0.52037(10) 0.0191(2) Uani 1 1 d . . . . .
H1A H 0.8212 0.6084 0.6142 0.023 Uiso 1 1 calc R . . . .
B6 B 0.66313(10) 0.53289(10) 0.43166(10) 0.0185(2) Uani 1 1 d . . . . .
H6 H 0.6335 0.4477 0.4661 0.022 Uiso 1 1 calc R . . . .
B10 B 0.55675(10) 0.62403(10) 0.33222(10) 0.0175(2) Uani 1 1 d . . . . .
B2 B 0.80477(10) 0.54383(11) 0.40647(11) 0.0222(2) Uani 1 1 d . . . . .
B5 B 0.62719(10) 0.68342(10) 0.47445(10) 0.0189(2) Uani 1 1 d . . . . .
B11 B 0.67291(10) 0.54071(11) 0.28394(10) 0.0210(2) Uani 1 1 d . . . . .
B9 B 0.61207(10) 0.77688(10) 0.35132(10) 0.0215(2) Uani 1 1 d . . . . .
B3 B 0.85098(10) 0.69527(11) 0.42454(10) 0.0220(2) Uani 1 1 d . . . . .
C3 C 0.34818(12) 0.63786(11) 0.02431(10) 0.0318(3) Uani 1 1 d . . . . .
H3A H 0.3554 0.6951 -0.0363 0.048 Uiso 1 1 calc GR . . . .
H3B H 0.2748 0.5914 -0.0037 0.048 Uiso 1 1 calc GR . . . .
H3C H 0.4160 0.5826 0.0421 0.048 Uiso 1 1 calc GR . . . .
B4 B 0.74338(10) 0.77960(11) 0.46933(10) 0.0211(2) Uani 1 1 d . . . . .
C6 C 0.03155(10) 0.52341(11) 0.15836(11) 0.0305(3) Uani 1 1 d . . . . .
H6A H 0.0566 0.4544 0.1193 0.046 Uiso 1 1 calc GR . . . .
H6B H -0.0470 0.5504 0.1127 0.046 Uiso 1 1 calc GR . . . .
H6C H 0.0282 0.4993 0.2368 0.046 Uiso 1 1 calc GR . . . .
C5 C 0.09156(11) 0.73243(11) 0.23571(12) 0.0334(3) Uani 1 1 d . . . . .
H5A H 0.0886 0.7059 0.3136 0.050 Uiso 1 1 calc GR . . . .
H5B H 0.0148 0.7668 0.1936 0.050 Uiso 1 1 calc GR . . . .
H5C H 0.1534 0.7938 0.2436 0.050 Uiso 1 1 calc GR . . . .
H7 H 0.8249(13) 0.6401(13) 0.2354(13) 0.033(4) Uiso 1 1 d . . . . .
H8 H 0.7669(12) 0.8329(13) 0.2846(12) 0.030(4) Uiso 1 1 d . . . . .
H11 H 0.6593(12) 0.4630(14) 0.2259(12) 0.035(4) Uiso 1 1 d . . . . .
H9 H 0.5563(13) 0.8582(13) 0.3332(13) 0.033(4) Uiso 1 1 d . . . . .
H10 H 0.5856(13) 0.6278(14) 0.2440(13) 0.039(4) Uiso 1 1 d . . . . .
H2 H 0.8687(13) 0.4680(13) 0.4144(12) 0.034(4) Uiso 1 1 d . . . . .
H4A H 0.7741(13) 0.8628(13) 0.5200(13) 0.034(4) Uiso 1 1 d . . . . .
H3 H 0.9423(12) 0.7244(12) 0.4397(12) 0.028(3) Uiso 1 1 d . . . . .
H5 H 0.5704(12) 0.6930(12) 0.5362(12) 0.027(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3223(12) . ?
O1 C4 1.4748(12) . ?
C1 N1 1.2940(13) . ?
C1 C2 1.4949(14) . ?
N1 B10 1.5298(13) . ?
C8 C7 1.5566(16) . ?
C8 B9 1.6036(16) . ?
C8 B3 1.7288(16) . ?
C8 B4 1.7247(16) . ?
C7 B2 1.7069(17) . ?
C7 B11 1.6185(16) . ?
C7 B3 1.7107(16) . ?
C4 C6 1.5102(15) . ?
C4 C5 1.5140(16) . ?
C2 C3 1.5366(15) . ?
B1 B6 1.8034(16) . ?
B1 B2 1.7567(16) . ?
B1 B5 1.7885(16) . ?
B1 B3 1.7721(16) . ?
B1 B4 1.7758(16) . ?
B6 B10 1.7795(16) . ?
B6 B2 1.7722(16) . ?
B6 B5 1.8248(16) . ?
B6 B11 1.7916(16) . ?
B10 B5 1.7909(16) . ?
B10 B11 1.8617(16) . ?
B10 B9 1.8041(16) . ?
B2 B11 1.8124(17) . ?
B2 B3 1.7569(17) . ?
B5 B9 1.7605(16) . ?
B5 B4 1.7443(16) . ?
B9 B4 1.7781(16) . ?
B3 B4 1.7654(18) . ?

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 C4 122.10(8) . . ?
O1 C1 C2 122.40(9) . . ?
N1 C1 O1 115.05(9) . . ?
N1 C1 C2 122.44(9) . . ?
C1 N1 B10 128.39(9) . . ?
C7 C8 B9 116.45(8) . . ?
C7 C8 B3 62.50(7) . . ?
C7 C8 B4 112.58(8) . . ?
B9 C8 B3 117.32(8) . . ?
B9 C8 B4 64.47(7) . . ?
B4 C8 B3 61.49(7) . . ?
C8 C7 B2 112.03(8) . . ?
C8 C7 B11 112.05(8) . . ?
C8 C7 B3 63.69(7) . . ?
B2 C7 B3 61.87(7) . . ?
B11 C7 B2 65.99(7) . . ?
B11 C7 B3 118.38(8) . . ?
O1 C4 C6 104.91(8) . . ?
O1 C4 C5 108.62(9) . . ?
C6 C4 C5 112.72(10) . . ?
C1 C2 C3 110.57(9) . . ?
B2 B1 B6 59.69(6) . . ?
B2 B1 B5 108.75(8) . . ?
B2 B1 B3 59.72(7) . . ?
B2 B1 B4 108.13(8) . . ?
B5 B1 B6 61.06(6) . . ?
B3 B1 B6 106.44(8) . . ?
B3 B1 B5 106.32(8) . . ?
B3 B1 B4 59.68(7) . . ?
B4 B1 B6 107.33(8) . . ?
B4 B1 B5 58.60(6) . . ?
B1 B6 B5 59.07(6) . . ?
B10 B6 B1 108.88(8) . . ?
B10 B6 B5 59.57(6) . . ?
B10 B6 B11 62.84(6) . . ?
B2 B6 B1 58.85(6) . . ?
B2 B6 B10 111.71(8) . . ?
B2 B6 B5 106.48(8) . . ?
B2 B6 B11 61.13(6) . . ?
B11 B6 B1 108.04(8) . . ?
B11 B6 B5 108.08(8) . . ?
N1 B10 B6 115.87(8) . . ?
N1 B10 B5 116.47(8) . . ?
N1 B10 B11 125.65(8) . . ?
N1 B10 B9 126.36(8) . . ?
B6 B10 B5 61.47(6) . . ?
B6 B10 B11 58.90(6) . . ?
B6 B10 B9 106.55(8) . . ?
B5 B10 B11 106.51(7) . . ?
B5 B10 B9 58.64(6) . . ?
B9 B10 B11 103.56(8) . . ?
C7 B2 B1 104.15(8) . . ?
C7 B2 B6 100.70(8) . . ?
C7 B2 B11 54.66(6) . . ?
C7 B2 B3 59.17(7) . . ?
B1 B2 B6 61.47(6) . . ?
B1 B2 B11 109.18(8) . . ?
B1 B2 B3 60.58(7) . . ?
B6 B2 B11 59.96(6) . . ?
B3 B2 B6 108.49(8) . . ?
B3 B2 B11 106.48(8) . . ?
B1 B5 B6 59.87(6) . . ?
B1 B5 B10 109.04(8) . . ?
B10 B5 B6 58.96(6) . . ?
B9 B5 B1 108.55(8) . . ?
B9 B5 B6 106.47(8) . . ?
B9 B5 B10 61.06(6) . . ?
B4 B5 B1 60.34(6) . . ?
B4 B5 B6 107.76(8) . . ?
B4 B5 B10 110.80(8) . . ?
B4 B5 B9 60.97(7) . . ?
C7 B11 B6 103.44(8) . . ?
C7 B11 B10 104.05(8) . . ?
C7 B11 B2 59.35(7) . . ?
B6 B11 B10 58.26(6) . . ?
B6 B11 B2 58.90(6) . . ?
B2 B11 B10 106.25(8) . . ?
C8 B9 B10 103.69(8) . . ?
C8 B9 B5 104.35(8) . . ?
C8 B9 B4 61.07(7) . . ?
B5 B9 B10 60.31(6) . . ?
B5 B9 B4 59.07(6) . . ?
B4 B9 B10 108.65(8) . . ?
C8 B3 B1 102.63(8) . . ?
C8 B3 B2 101.91(8) . . ?
C8 B3 B4 59.14(7) . . ?
C7 B3 C8 53.81(6) . . ?
C7 B3 B1 103.34(8) . . ?
C7 B3 B2 58.96(7) . . ?
C7 B3 B4 103.56(8) . . ?
B2 B3 B1 59.71(7) . . ?
B2 B3 B4 108.59(8) . . ?
B4 B3 B1 60.26(7) . . ?
C8 B4 B1 102.65(8) . . ?
C8 B4 B5 100.08(8) . . ?
C8 B4 B9 54.47(6) . . ?
C8 B4 B3 59.37(7) . . ?
B1 B4 B9 108.33(8) . . ?
B5 B4 B1 61.07(6) . . ?
B5 B4 B9 59.96(6) . . ?
B5 B4 B3 108.57(8) . . ?
B3 B4 B1 60.06(7) . . ?
B3 B4 B9 106.91(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_siv18k
_database_code_depnum_ccdc_archive 'CCDC 1855272'
_audit_update_record             
;
2018-07-11 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_audit_creation_date             2018-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H22 B9 N O'
_chemical_formula_sum            'C7 H22 B9 N O'
_chemical_formula_weight         233.54
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   10.1766(13)
_cell_length_b                   10.2752(13)
_cell_length_c                   14.3502(18)
_cell_angle_alpha                90
_cell_angle_beta                 107.658(3)
_cell_angle_gamma                90
_cell_volume                     1429.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4550
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.92
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.058
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6392
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1617 before and 0.0594 after correction. The Ratio of minimum to maximum transmission is 0.8570. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18330
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_min         2.175
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2209
_reflns_number_total             3071
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3071
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0691
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+1.1417P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1452
_refine_ls_wR_factor_ref         0.1630
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.32553(14) 0.15718(14) 0.16681(10) 0.0226(4) Uani 1 1 d . . . . .
N1 N 0.25877(18) 0.00120(17) 0.04845(12) 0.0227(4) Uani 1 1 d . . . . .
H1 H 0.2691 -0.0549 0.0965 0.027 Uiso 1 1 calc R . . . .
C4 C 0.3559(2) 0.0600(2) 0.24442(15) 0.0254(5) Uani 1 1 d . . . . .
H4A H 0.4269 -0.0016 0.2371 0.031 Uiso 1 1 calc R . . . .
H4B H 0.2717 0.0103 0.2424 0.031 Uiso 1 1 calc R . . . .
C5 C 0.4078(3) 0.1338(2) 0.33922(16) 0.0328(6) Uani 1 1 d . . . . .
H5A H 0.4858 0.1888 0.3376 0.049 Uiso 1 1 calc GR . . . .
H5B H 0.4378 0.0721 0.3936 0.049 Uiso 1 1 calc GR . . . .
H5C H 0.3337 0.1885 0.3481 0.049 Uiso 1 1 calc GR . . . .
C1 C 0.2823(2) 0.1206(2) 0.07505(15) 0.0200(5) Uani 1 1 d . . . . .
B10 B 0.2155(2) -0.0579(2) -0.05425(17) 0.0192(5) Uani 1 1 d . . . . .
B5 B 0.0911(3) -0.1846(2) -0.07534(17) 0.0220(5) Uani 1 1 d . . . . .
C8 C 0.0878(2) -0.0890(2) -0.24740(15) 0.0233(5) Uani 1 1 d . . . . .
B6 B 0.2745(3) -0.2209(2) -0.05546(19) 0.0261(6) Uani 1 1 d . . . . .
B1 B 0.1429(3) -0.3134(2) -0.14057(18) 0.0240(5) Uani 1 1 d . . . . .
C2 C 0.2673(3) 0.2286(2) 0.00396(17) 0.0319(6) Uani 1 1 d . . . . .
H2A H 0.1801 0.2161 -0.0496 0.038 Uiso 1 1 calc R . . . .
H2B H 0.3439 0.2233 -0.0250 0.038 Uiso 1 1 calc R . . . .
C7 C 0.2418(3) -0.1222(2) -0.23277(18) 0.0293(5) Uani 1 1 d . . . . .
B4 B 0.0062(3) -0.2064(2) -0.19945(17) 0.0212(5) Uani 1 1 d . . . . .
B3 B 0.1288(3) -0.2502(2) -0.25809(18) 0.0251(6) Uani 1 1 d . . . . .
B9 B 0.0518(2) -0.0465(2) -0.15087(18) 0.0219(5) Uani 1 1 d . . . . .
B11 B 0.3371(3) -0.1024(2) -0.1222(2) 0.0278(6) Uani 1 1 d . . . . .
B2 B 0.2906(3) -0.2639(3) -0.1702(2) 0.0306(6) Uani 1 1 d . . . . .
C3 C 0.2667(3) 0.3627(2) 0.0460(2) 0.0519(8) Uani 1 1 d . . . . .
H3A H 0.1870 0.3716 0.0703 0.078 Uiso 1 1 calc GR . . . .
H3B H 0.2610 0.4278 -0.0050 0.078 Uiso 1 1 calc GR . . . .
H3C H 0.3517 0.3759 0.0999 0.078 Uiso 1 1 calc GR . . . .
H5 H 0.047(2) -0.200(2) -0.0155(16) 0.026(6) Uiso 1 1 d . . . . .
H4 H -0.100(2) -0.236(2) -0.2353(16) 0.030(6) Uiso 1 1 d . . . . .
H1A H 0.125(2) -0.415(2) -0.1284(16) 0.030(6) Uiso 1 1 d . . . . .
H3 H 0.100(2) -0.298(2) -0.3282(17) 0.030(6) Uiso 1 1 d . . . . .
H6 H 0.340(3) -0.261(2) 0.0173(18) 0.037(7) Uiso 1 1 d . . . . .
H7 H 0.274(3) -0.105(2) -0.2854(18) 0.035(7) Uiso 1 1 d . . . . .
H9 H -0.031(2) 0.025(2) -0.1516(17) 0.034(6) Uiso 1 1 d . . . . .
H11 H 0.442(3) -0.071(2) -0.1013(18) 0.042(7) Uiso 1 1 d . . . . .
H8 H 0.040(2) -0.055(2) -0.3109(18) 0.032(6) Uiso 1 1 d . . . . .
H2 H 0.367(3) -0.325(3) -0.1855(19) 0.047(8) Uiso 1 1 d . . . . .
H10 H 0.246(3) 0.003(3) -0.1097(19) 0.044(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.457(2) . ?
O1 C1 1.310(2) . ?
N1 C1 1.286(3) . ?
N1 B10 1.530(3) . ?
C4 C5 1.506(3) . ?
C1 C2 1.483(3) . ?
B10 B5 1.777(3) . ?
B10 B6 1.781(3) . ?
B10 B9 1.819(3) . ?
B10 B11 1.851(3) . ?
B5 B6 1.838(4) . ?
B5 B1 1.790(3) . ?
B5 B4 1.742(3) . ?
B5 B9 1.757(3) . ?
C8 C7 1.555(3) . ?
C8 B4 1.722(3) . ?
C8 B3 1.726(3) . ?
C8 B9 1.597(3) . ?
B6 B1 1.788(3) . ?
B6 B11 1.782(4) . ?
B6 B2 1.760(4) . ?
B1 B4 1.773(3) . ?
B1 B3 1.772(3) . ?
B1 B2 1.756(4) . ?
C2 C3 1.504(3) . ?
C7 B3 1.712(3) . ?
C7 B11 1.602(4) . ?
C7 B2 1.703(4) . ?
B4 B3 1.762(3) . ?
B4 B9 1.791(3) . ?
B3 B2 1.750(4) . ?
B11 B2 1.804(3) . ?

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 C4 120.03(16) . . ?
C1 N1 B10 129.63(18) . . ?
O1 C4 C5 106.30(17) . . ?
O1 C1 C2 114.21(18) . . ?
N1 C1 O1 123.18(19) . . ?
N1 C1 C2 122.58(19) . . ?
N1 B10 B5 115.91(17) . . ?
N1 B10 B6 112.52(17) . . ?
N1 B10 B9 129.67(17) . . ?
N1 B10 B11 124.22(17) . . ?
B5 B10 B6 62.22(14) . . ?
B5 B10 B9 58.48(13) . . ?
B5 B10 B11 106.54(16) . . ?
B6 B10 B9 106.64(16) . . ?
B6 B10 B11 58.73(14) . . ?
B9 B10 B11 102.61(16) . . ?
B10 B5 B6 59.00(13) . . ?
B10 B5 B1 108.85(17) . . ?
B1 B5 B6 59.01(14) . . ?
B4 B5 B10 112.02(17) . . ?
B4 B5 B6 107.33(17) . . ?
B4 B5 B1 60.25(14) . . ?
B4 B5 B9 61.55(14) . . ?
B9 B5 B10 61.95(13) . . ?
B9 B5 B6 106.83(17) . . ?
B9 B5 B1 108.81(17) . . ?
C7 C8 B4 112.37(17) . . ?
C7 C8 B3 62.64(14) . . ?
C7 C8 B9 115.46(18) . . ?
B4 C8 B3 61.44(14) . . ?
B9 C8 B4 65.16(14) . . ?
B9 C8 B3 117.67(17) . . ?
B10 B6 B5 58.78(13) . . ?
B10 B6 B1 108.78(17) . . ?
B10 B6 B11 62.59(14) . . ?
B1 B6 B5 59.14(14) . . ?
B11 B6 B5 106.87(17) . . ?
B11 B6 B1 108.17(18) . . ?
B2 B6 B10 111.89(18) . . ?
B2 B6 B5 106.50(17) . . ?
B2 B6 B1 59.34(15) . . ?
B2 B6 B11 61.23(15) . . ?
B6 B1 B5 61.84(14) . . ?
B4 B1 B5 58.54(13) . . ?
B4 B1 B6 108.23(17) . . ?
B3 B1 B5 105.97(17) . . ?
B3 B1 B6 106.45(17) . . ?
B3 B1 B4 59.59(14) . . ?
B2 B1 B5 108.81(17) . . ?
B2 B1 B6 59.56(15) . . ?
B2 B1 B4 108.09(18) . . ?
B2 B1 B3 59.46(15) . . ?
C1 C2 C3 114.9(2) . . ?
C8 C7 B3 63.58(14) . . ?
C8 C7 B11 112.86(18) . . ?
C8 C7 B2 112.30(18) . . ?
B11 C7 B3 118.29(19) . . ?
B11 C7 B2 66.09(16) . . ?
B2 C7 B3 61.64(15) . . ?
B5 B4 B1 61.21(14) . . ?
B5 B4 B3 108.53(17) . . ?
B5 B4 B9 59.63(13) . . ?
C8 B4 B5 99.71(16) . . ?
C8 B4 B1 102.76(17) . . ?
C8 B4 B3 59.39(13) . . ?
C8 B4 B9 54.05(12) . . ?
B1 B4 B9 108.06(17) . . ?
B3 B4 B1 60.17(14) . . ?
B3 B4 B9 106.42(17) . . ?
C8 B3 B1 102.66(16) . . ?
C8 B3 B4 59.17(13) . . ?
C8 B3 B2 102.31(17) . . ?
C7 B3 C8 53.78(13) . . ?
C7 B3 B1 102.95(17) . . ?
C7 B3 B4 103.32(17) . . ?
C7 B3 B2 58.94(15) . . ?
B4 B3 B1 60.24(14) . . ?
B2 B3 B1 59.84(15) . . ?
B2 B3 B4 108.93(18) . . ?
B5 B9 B10 59.57(13) . . ?
B5 B9 B4 58.82(13) . . ?
C8 B9 B10 104.22(17) . . ?
C8 B9 B5 104.19(17) . . ?
C8 B9 B4 60.79(13) . . ?
B4 B9 B10 107.88(16) . . ?
B6 B11 B10 58.67(14) . . ?
B6 B11 B2 58.78(15) . . ?
C7 B11 B10 104.62(17) . . ?
C7 B11 B6 103.75(18) . . ?
C7 B11 B2 59.66(15) . . ?
B2 B11 B10 106.77(17) . . ?
B6 B2 B11 59.99(14) . . ?
B1 B2 B6 61.10(15) . . ?
B1 B2 B11 108.57(18) . . ?
C7 B2 B6 100.56(17) . . ?
C7 B2 B1 103.95(18) . . ?
C7 B2 B3 59.42(15) . . ?
C7 B2 B11 54.25(14) . . ?
B3 B2 B6 108.64(18) . . ?
B3 B2 B1 60.71(14) . . ?
B3 B2 B11 106.36(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_tim18apr
_database_code_depnum_ccdc_archive 'CCDC 1855273'
_audit_update_record             
;
2018-07-11 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_audit_creation_date             2018-07-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H22 B9 N S'
_chemical_formula_sum            'C7 H22 B9 N S'
_chemical_formula_weight         249.60
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   13.8859(8)
_cell_length_b                   7.9068(5)
_cell_length_c                   14.3032(8)
_cell_angle_alpha                90
_cell_angle_beta                 114.974(3)
_cell_angle_gamma                90
_cell_volume                     1423.56(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8617
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.36
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5654
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1108 before and 0.0909 after correction. The Ratio of minimum to maximum transmission is 0.7580. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27024
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.697
_diffrn_reflns_theta_min         3.018
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2946
_reflns_number_total             3984
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3984
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1183P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1793
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C2(H2A,H2B)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C)
2.c Boron cage BH refined with riding coordinates:
 B1(H1), B2(H2), B6(H6), B3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
S1 S 0.90176(4) 0.64163(6) 0.21369(4) 0.02559(18) Uani 1 1 d . . . . .
B1 B 1.24231(16) 0.1571(2) 0.43304(16) 0.0199(4) Uani 1 1 d . . . . .
H1 H 1.3244 0.1033 0.4616 0.024 Uiso 1 1 calc R . . . .
B5 B 1.21706(16) 0.3787(2) 0.40732(16) 0.0188(4) Uani 1 1 d . . . . .
C4 C 0.81318(15) 0.8143(2) 0.14629(16) 0.0254(4) Uani 1 1 d . . . . .
H4A H 0.8539 0.9204 0.1548 0.031 Uiso 1 1 calc R . . . .
H4B H 0.7757 0.7887 0.0717 0.031 Uiso 1 1 calc R . . . .
C8 C 1.06693(15) 0.2575(2) 0.45965(15) 0.0232(4) Uani 1 1 d . . . . .
B2 B 1.13039(17) 0.0434(3) 0.34758(16) 0.0216(4) Uani 1 1 d . . . . .
H2 H 1.1383 -0.0874 0.3216 0.026 Uiso 1 1 calc R . . . .
B9 B 1.10530(17) 0.4340(3) 0.43102(16) 0.0215(4) Uani 1 1 d . . . . .
C7 C 1.02809(15) 0.1236(2) 0.37119(15) 0.0231(4) Uani 1 1 d . . . . .
B10 B 1.09197(16) 0.4032(3) 0.29950(15) 0.0179(4) Uani 1 1 d . . . . .
B6 B 1.17002(16) 0.2248(2) 0.30189(15) 0.0189(4) Uani 1 1 d . . . . .
H6 H 1.2037 0.2139 0.2434 0.023 Uiso 1 1 calc R . . . .
B11 B 1.03205(17) 0.1913(3) 0.26664(17) 0.0206(4) Uani 1 1 d . . . . .
C5 C 0.73442(16) 0.8323(3) 0.19331(16) 0.0275(4) Uani 1 1 d . . . . .
H5A H 0.6795 0.9142 0.1533 0.041 Uiso 1 1 calc GR . . . .
H5B H 0.7714 0.8718 0.2647 0.041 Uiso 1 1 calc GR . . . .
H5C H 0.7014 0.7224 0.1924 0.041 Uiso 1 1 calc GR . . . .
B4 B 1.20235(17) 0.2856(3) 0.51195(16) 0.0228(4) Uani 1 1 d . . . . .
B3 B 1.14640(17) 0.0829(3) 0.47489(17) 0.0227(4) Uani 1 1 d . . . . .
H3 H 1.1618 -0.0211 0.5326 0.027 Uiso 1 1 calc R . . . .
C1 C 1.00757(14) 0.6548(2) 0.18140(13) 0.0168(4) Uani 1 1 d . . . . .
C2 C 1.01511(15) 0.7855(2) 0.10930(14) 0.0192(4) Uani 1 1 d . . . . .
H2A H 1.0904 0.7984 0.1216 0.023 Uiso 1 1 calc R . . . .
H2B H 0.9907 0.8954 0.1245 0.023 Uiso 1 1 calc R . . . .
C3 C 0.94912(16) 0.7417(2) -0.00458(14) 0.0238(4) Uani 1 1 d . . . . .
H3A H 0.9534 0.8348 -0.0479 0.036 Uiso 1 1 calc GR . . . .
H3B H 0.8749 0.7241 -0.0168 0.036 Uiso 1 1 calc GR . . . .
H3C H 0.9770 0.6382 -0.0218 0.036 Uiso 1 1 calc GR . . . .
N1 N 1.08380(12) 0.54381(18) 0.22321(11) 0.0180(3) Uani 1 1 d . . . . .
H8 H 1.025(2) 0.253(3) 0.504(2) 0.039(7) Uiso 1 1 d . . . . .
H7 H 0.9747(18) 0.051(3) 0.3676(17) 0.028(6) Uiso 1 1 d . . . . .
H10 H 1.019(2) 0.380(3) 0.301(2) 0.048(7) Uiso 1 1 d . . . . .
H9 H 1.0909(16) 0.552(3) 0.4582(15) 0.021(5) Uiso 1 1 d . . . . .
H11 H 0.9672(17) 0.155(2) 0.1865(16) 0.019(5) Uiso 1 1 d . . . . .
H4 H 1.2488(19) 0.309(3) 0.5921(18) 0.030(6) Uiso 1 1 d . . . . .
H5 H 1.2763(18) 0.474(3) 0.4154(17) 0.031(6) Uiso 1 1 d . . . . .
H1A H 1.136(2) 0.553(3) 0.2060(19) 0.037(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.8180(19) . ?
S1 C1 1.7192(18) . ?
B1 B5 1.794(3) . ?
B1 B2 1.765(3) . ?
B1 B6 1.795(3) . ?
B1 B4 1.773(3) . ?
B1 B3 1.775(3) . ?
B5 B9 1.777(3) . ?
B5 B10 1.781(3) . ?
B5 B6 1.830(3) . ?
B5 B4 1.755(3) . ?
C4 C5 1.513(3) . ?
C8 B9 1.608(3) . ?
C8 C7 1.561(3) . ?
C8 B4 1.720(3) . ?
C8 B3 1.722(3) . ?
B2 C7 1.714(3) . ?
B2 B6 1.758(3) . ?
B2 B11 1.800(3) . ?
B2 B3 1.767(3) . ?
B9 B10 1.827(3) . ?
B9 B4 1.794(3) . ?
C7 B11 1.611(3) . ?
C7 B3 1.716(3) . ?
B10 B6 1.771(3) . ?
B10 B11 1.841(3) . ?
B10 N1 1.528(2) . ?
B6 B11 1.783(3) . ?
B4 B3 1.762(3) . ?
C1 C2 1.495(2) . ?
C1 N1 1.309(2) . ?
C2 C3 1.534(3) . ?

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 S1 C4 106.01(8) . . ?
B5 B1 B6 61.32(11) . . ?
B2 B1 B5 108.48(14) . . ?
B2 B1 B6 59.18(11) . . ?
B2 B1 B4 108.19(14) . . ?
B2 B1 B3 59.88(12) . . ?
B4 B1 B5 58.97(11) . . ?
B4 B1 B6 107.91(14) . . ?
B4 B1 B3 59.56(12) . . ?
B3 B1 B5 106.41(14) . . ?
B3 B1 B6 106.43(14) . . ?
B1 B5 B6 59.37(11) . . ?
B9 B5 B1 108.19(14) . . ?
B9 B5 B10 61.79(11) . . ?
B9 B5 B6 106.51(14) . . ?
B10 B5 B1 108.59(14) . . ?
B10 B5 B6 58.71(11) . . ?
B4 B5 B1 59.91(12) . . ?
B4 B5 B9 61.01(12) . . ?
B4 B5 B10 111.22(15) . . ?
B4 B5 B6 107.10(14) . . ?
C5 C4 S1 106.79(13) . . ?
B9 C8 B4 65.13(13) . . ?
B9 C8 B3 117.67(15) . . ?
C7 C8 B9 114.88(15) . . ?
C7 C8 B4 112.36(15) . . ?
C7 C8 B3 62.79(12) . . ?
B4 C8 B3 61.57(12) . . ?
B1 B2 B11 108.75(14) . . ?
B1 B2 B3 60.34(12) . . ?
C7 B2 B1 103.64(14) . . ?
C7 B2 B6 100.78(14) . . ?
C7 B2 B11 54.51(11) . . ?
C7 B2 B3 59.05(11) . . ?
B6 B2 B1 61.27(12) . . ?
B6 B2 B11 60.14(12) . . ?
B6 B2 B3 108.41(14) . . ?
B3 B2 B11 106.21(14) . . ?
B5 B9 B10 59.19(11) . . ?
B5 B9 B4 58.89(12) . . ?
C8 B9 B5 104.16(14) . . ?
C8 B9 B10 104.24(15) . . ?
C8 B9 B4 60.45(12) . . ?
B4 B9 B10 107.41(14) . . ?
C8 C7 B2 112.27(15) . . ?
C8 C7 B11 113.03(15) . . ?
C8 C7 B3 63.21(12) . . ?
B2 C7 B3 61.99(12) . . ?
B11 C7 B2 65.44(12) . . ?
B11 C7 B3 117.98(15) . . ?
B5 B10 B9 59.01(11) . . ?
B5 B10 B11 107.00(14) . . ?
B9 B10 B11 102.86(14) . . ?
B6 B10 B5 62.04(11) . . ?
B6 B10 B9 106.93(14) . . ?
B6 B10 B11 59.12(12) . . ?
N1 B10 B5 116.67(15) . . ?
N1 B10 B9 125.66(15) . . ?
N1 B10 B6 116.99(15) . . ?
N1 B10 B11 126.19(15) . . ?
B1 B6 B5 59.30(11) . . ?
B2 B6 B1 59.55(11) . . ?
B2 B6 B5 107.16(14) . . ?
B2 B6 B10 111.85(15) . . ?
B2 B6 B11 61.09(11) . . ?
B10 B6 B1 108.98(14) . . ?
B10 B6 B5 59.25(11) . . ?
B10 B6 B11 62.40(11) . . ?
B11 B6 B1 108.14(14) . . ?
B11 B6 B5 107.38(14) . . ?
B2 B11 B10 106.80(14) . . ?
C7 B11 B2 60.04(12) . . ?
C7 B11 B10 104.75(14) . . ?
C7 B11 B6 103.92(15) . . ?
B6 B11 B2 58.77(11) . . ?
B6 B11 B10 58.47(11) . . ?
B1 B4 B9 108.41(14) . . ?
B5 B4 B1 61.12(11) . . ?
B5 B4 B9 60.10(11) . . ?
B5 B4 B3 108.67(15) . . ?
C8 B4 B1 103.16(14) . . ?
C8 B4 B5 100.53(14) . . ?
C8 B4 B9 54.42(11) . . ?
C8 B4 B3 59.29(12) . . ?
B3 B4 B1 60.28(12) . . ?
B3 B4 B9 106.57(15) . . ?
C8 B3 B1 102.96(14) . . ?
C8 B3 B2 102.49(14) . . ?
C8 B3 B4 59.14(12) . . ?
B2 B3 B1 59.78(12) . . ?
C7 B3 B1 103.15(14) . . ?
C7 B3 C8 53.99(11) . . ?
C7 B3 B2 58.96(12) . . ?
C7 B3 B4 103.26(14) . . ?
B4 B3 B1 60.16(12) . . ?
B4 B3 B2 108.59(15) . . ?
C2 C1 S1 122.95(13) . . ?
N1 C1 S1 117.06(13) . . ?
N1 C1 C2 119.99(16) . . ?
C1 C2 C3 113.09(15) . . ?
C1 N1 B10 128.00(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
