# 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 2022

####################################################################### 
# 
# 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_ek5
_database_code_depnum_ccdc_archive 'CCDC 2156524'
loop_
_audit_author_name
_audit_author_address
'Fedor Dolgushin'
;Kurnakov Institute of general and inorganic chemistry of Russian Academy of Sciences (IGIC RAS)
Russia
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H16 B10'
_chemical_formula_sum            'C5 H16 B10'
_chemical_formula_weight         184.28

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   14.3700(8)
_cell_length_b                   10.2079(6)
_cell_length_c                   7.7368(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1134.89(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2936
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.59

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.047
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.935
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13981
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.447
_diffrn_reflns_theta_max         30.000
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3282
_reflns_number_gt                2853
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.867
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0742P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3282
_refine_ls_number_parameters     200
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1074
_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 0.18104(12) 0.54321(16) 0.1705(3) 0.0238(3) Uani 1 1 d . . . . .
H1 H 0.1810(14) 0.635(2) 0.180(4) 0.029(6) Uiso 1 1 d . . . . .
C2 C 0.25899(13) 0.47279(18) 0.0494(2) 0.0212(4) Uani 1 1 d . . . . .
H2 H 0.2958(17) 0.531(2) -0.016(4) 0.035(7) Uiso 1 1 d . . . . .
B3 B 0.27592(15) 0.4737(2) 0.2690(3) 0.0230(4) Uani 1 1 d . . . . .
H3 H 0.3281(17) 0.537(2) 0.312(3) 0.031(6) Uiso 1 1 d . . . . .
B4 B 0.16126(15) 0.4586(2) 0.3552(3) 0.0215(4) Uani 1 1 d . . . . .
H4 H 0.1462(18) 0.508(2) 0.470(4) 0.038(7) Uiso 1 1 d . . . . .
B5 B 0.08135(13) 0.4554(2) 0.1796(3) 0.0251(4) Uani 1 1 d . . . . .
H5 H 0.0182(16) 0.509(2) 0.189(3) 0.030(6) Uiso 1 1 d . . . . .
B6 B 0.14511(15) 0.4682(2) -0.0170(3) 0.0284(5) Uani 1 1 d . . . . .
H6 H 0.1264(17) 0.531(2) -0.121(3) 0.032(6) Uiso 1 1 d . . . . .
B7 B 0.29901(14) 0.3330(2) 0.1411(3) 0.0258(4) Uani 1 1 d . . . . .
H7 H 0.3686(18) 0.312(2) 0.112(3) 0.031(6) Uiso 1 1 d . . . . .
B8 B 0.23489(15) 0.3199(2) 0.3371(3) 0.0221(4) Uani 1 1 d . . . . .
H8 H 0.2644(17) 0.271(2) 0.449(3) 0.030(6) Uiso 1 1 d . . . . .
B9 B 0.11361(14) 0.30591(19) 0.2846(3) 0.0199(4) Uani 1 1 d . . . . .
B10 B 0.10472(15) 0.3142(2) 0.0529(3) 0.0258(4) Uani 1 1 d . . . . .
H10 H 0.046(2) 0.272(3) -0.020(5) 0.053(8) Uiso 1 1 d . . . . .
B11 B 0.21853(16) 0.3299(2) -0.0339(3) 0.0272(5) Uani 1 1 d . . . . .
H11 H 0.2419(16) 0.302(2) -0.162(4) 0.030(6) Uiso 1 1 d . . . . .
B12 B 0.19982(14) 0.22942(18) 0.1513(3) 0.0253(4) Uani 1 1 d . . . . .
H12 H 0.2101(15) 0.123(2) 0.147(4) 0.037(6) Uiso 1 1 d . . . . .
C13 C 0.04233(14) 0.22378(19) 0.3943(3) 0.0266(4) Uani 1 1 d . . . . .
H13A H -0.007(2) 0.186(3) 0.344(4) 0.045(7) Uiso 1 1 d . . . . .
C14 C 0.03989(12) 0.21089(18) 0.5644(3) 0.0233(4) Uani 1 1 d . . . . .
H14A H 0.0843(17) 0.263(2) 0.633(4) 0.034(6) Uiso 1 1 d . . . . .
C15 C -0.02917(14) 0.1303(2) 0.6629(3) 0.0324(4) Uani 1 1 d . . . . .
H15A H -0.075(2) 0.090(3) 0.583(4) 0.051(8) Uiso 1 1 d . . . . .
H15B H -0.002(2) 0.067(3) 0.733(4) 0.051(8) Uiso 1 1 d . . . . .
H15C H -0.069(3) 0.182(3) 0.747(4) 0.067(11) 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
C1 C2 1.628(3) . ?
C1 B5 1.691(3) . ?
C1 B4 1.694(3) . ?
C1 B3 1.716(3) . ?
C1 B6 1.720(3) . ?
C1 H1 0.94(2) . ?
C2 B7 1.695(3) . ?
C2 B11 1.697(3) . ?
C2 B6 1.716(3) . ?
C2 B3 1.717(3) . ?
C2 H2 0.94(3) . ?
B3 B8 1.757(3) . ?
B3 B7 1.776(3) . ?
B3 B4 1.784(3) . ?
B3 H3 1.04(2) . ?
B4 B8 1.772(3) . ?
B4 B5 1.779(3) . ?
B4 B9 1.788(3) . ?
B4 H4 1.04(3) . ?
B5 B10 1.775(3) . ?
B5 B6 1.781(3) . ?
B5 B9 1.789(3) . ?
B5 H5 1.06(2) . ?
B6 B10 1.760(3) . ?
B6 B11 1.767(4) . ?
B6 H6 1.06(3) . ?
B7 B12 1.776(3) . ?
B7 B8 1.780(3) . ?
B7 B11 1.781(3) . ?
B7 H7 1.05(3) . ?
B8 B12 1.782(3) . ?
B8 B9 1.795(3) . ?
B8 H8 1.09(3) . ?
B9 C13 1.572(3) . ?
B9 B12 1.791(3) . ?
B9 B10 1.799(3) . ?
B10 B11 1.775(3) . ?
B10 B12 1.788(3) . ?
B10 H10 1.10(3) . ?
B11 B12 1.783(3) . ?
B11 H11 1.09(3) . ?
B12 H12 1.09(3) . ?
C13 C14 1.324(3) . ?
C13 H13A 0.90(3) . ?
C14 C15 1.497(3) . ?
C14 H14A 0.99(3) . ?
C15 H15A 0.99(3) . ?
C15 H15B 0.93(3) . ?
C15 H15C 1.02(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 B5 111.89(14) . . ?
C2 C1 B4 112.08(14) . . ?
B5 C1 B4 63.40(13) . . ?
C2 C1 B3 61.72(11) . . ?
B5 C1 B3 115.80(14) . . ?
B4 C1 B3 63.10(13) . . ?
C2 C1 B6 61.60(13) . . ?
B5 C1 B6 62.93(13) . . ?
B4 C1 B6 115.73(13) . . ?
B3 C1 B6 115.42(14) . . ?
C2 C1 H1 119.2(15) . . ?
B5 C1 H1 121.6(13) . . ?
B4 C1 H1 116.0(17) . . ?
B3 C1 H1 112.1(14) . . ?
B6 C1 H1 120.9(17) . . ?
C1 C2 B7 111.38(15) . . ?
C1 C2 B11 111.25(14) . . ?
B7 C2 B11 63.35(13) . . ?
C1 C2 B6 61.84(13) . . ?
B7 C2 B6 115.21(14) . . ?
B11 C2 B6 62.36(13) . . ?
C1 C2 B3 61.67(13) . . ?
B7 C2 B3 62.73(13) . . ?
B11 C2 B3 115.41(16) . . ?
B6 C2 B3 115.58(15) . . ?
C1 C2 H2 114.5(15) . . ?
B7 C2 H2 124.4(15) . . ?
B11 C2 H2 122.2(17) . . ?
B6 C2 H2 113.2(16) . . ?
B3 C2 H2 116.5(17) . . ?
C1 B3 C2 56.61(12) . . ?
C1 B3 B8 103.65(14) . . ?
C2 B3 B8 104.15(15) . . ?
C1 B3 B7 103.62(15) . . ?
C2 B3 B7 58.03(13) . . ?
B8 B3 B7 60.49(13) . . ?
C1 B3 B4 57.86(12) . . ?
C2 B3 B4 103.80(15) . . ?
B8 B3 B4 60.06(12) . . ?
B7 B3 B4 108.11(15) . . ?
C1 B3 H3 117.4(13) . . ?
C2 B3 H3 115.1(14) . . ?
B8 B3 H3 134.0(13) . . ?
B7 B3 H3 122.9(13) . . ?
B4 B3 H3 126.6(14) . . ?
C1 B4 B8 103.91(14) . . ?
C1 B4 B5 58.23(11) . . ?
B8 B4 B5 108.09(14) . . ?
C1 B4 B3 59.05(11) . . ?
B8 B4 B3 59.22(12) . . ?
B5 B4 B3 108.20(14) . . ?
C1 B4 B9 104.53(14) . . ?
B8 B4 B9 60.57(12) . . ?
B5 B4 B9 60.22(11) . . ?
B3 B4 B9 108.35(14) . . ?
C1 B4 H4 120.2(14) . . ?
B8 B4 H4 125.3(15) . . ?
B5 B4 H4 121.6(14) . . ?
B3 B4 H4 117.8(14) . . ?
B9 B4 H4 127.1(14) . . ?
C1 B5 B10 104.29(14) . . ?
C1 B5 B4 58.37(12) . . ?
B10 B5 B4 108.34(14) . . ?
C1 B5 B6 59.31(13) . . ?
B10 B5 B6 59.35(13) . . ?
B4 B5 B6 108.60(13) . . ?
C1 B5 B9 104.57(13) . . ?
B10 B5 B9 60.63(11) . . ?
B4 B5 B9 60.13(11) . . ?
B6 B5 B9 108.48(14) . . ?
C1 B5 H5 116.9(12) . . ?
B10 B5 H5 128.1(14) . . ?
B4 B5 H5 119.4(14) . . ?
B6 B5 H5 117.3(14) . . ?
B9 B5 H5 129.1(13) . . ?
C2 B6 C1 56.56(11) . . ?
C2 B6 B10 104.29(15) . . ?
C1 B6 B10 103.74(16) . . ?
C2 B6 B11 58.30(12) . . ?
C1 B6 B11 103.82(15) . . ?
B10 B6 B11 60.43(13) . . ?
C2 B6 B5 103.71(15) . . ?
C1 B6 B5 57.76(12) . . ?
B10 B6 B5 60.16(13) . . ?
B11 B6 B5 108.17(15) . . ?
C2 B6 H6 116.9(14) . . ?
C1 B6 H6 116.5(14) . . ?
B10 B6 H6 133.4(14) . . ?
B11 B6 H6 125.2(14) . . ?
B5 B6 H6 124.0(14) . . ?
C2 B7 B3 59.24(11) . . ?
C2 B7 B12 104.33(14) . . ?
B3 B7 B12 107.85(14) . . ?
C2 B7 B8 104.12(14) . . ?
B3 B7 B8 59.24(12) . . ?
B12 B7 B8 60.14(13) . . ?
C2 B7 B11 58.40(12) . . ?
B3 B7 B11 108.46(15) . . ?
B12 B7 B11 60.17(13) . . ?
B8 B7 B11 108.09(14) . . ?
C2 B7 H7 114.1(13) . . ?
B3 B7 H7 117.9(13) . . ?
B12 B7 H7 130.6(13) . . ?
B8 B7 H7 131.5(13) . . ?
B11 B7 H7 116.8(13) . . ?
B3 B8 B4 60.72(12) . . ?
B3 B8 B7 60.27(12) . . ?
B4 B8 B7 108.46(14) . . ?
B3 B8 B12 108.43(15) . . ?
B4 B8 B12 107.99(15) . . ?
B7 B8 B12 59.84(12) . . ?
B3 B8 B9 109.21(14) . . ?
B4 B8 B9 60.14(12) . . ?
B7 B8 B9 108.39(15) . . ?
B12 B8 B9 60.08(11) . . ?
B3 B8 H8 121.4(13) . . ?
B4 B8 H8 122.6(13) . . ?
B7 B8 H8 120.8(13) . . ?
B12 B8 H8 120.9(13) . . ?
B9 B8 H8 121.4(13) . . ?
C13 B9 B4 123.32(16) . . ?
C13 B9 B5 122.06(16) . . ?
B4 B9 B5 59.65(12) . . ?
C13 B9 B12 121.93(15) . . ?
B4 B9 B12 106.92(14) . . ?
B5 B9 B12 106.85(14) . . ?
C13 B9 B8 123.54(17) . . ?
B4 B9 B8 59.29(12) . . ?
B5 B9 B8 106.63(13) . . ?
B12 B9 B8 59.58(12) . . ?
C13 B9 B10 121.12(16) . . ?
B4 B9 B10 106.89(15) . . ?
B5 B9 B10 59.29(13) . . ?
B12 B9 B10 59.75(13) . . ?
B8 B9 B10 106.91(14) . . ?
B6 B10 B5 60.49(13) . . ?
B6 B10 B11 59.97(13) . . ?
B5 B10 B11 108.07(15) . . ?
B6 B10 B12 108.13(14) . . ?
B5 B10 B12 107.59(15) . . ?
B11 B10 B12 60.05(13) . . ?
B6 B10 B9 108.95(17) . . ?
B5 B10 B9 60.08(13) . . ?
B11 B10 B9 108.41(16) . . ?
B12 B10 B9 59.89(13) . . ?
B6 B10 H10 116.5(16) . . ?
B5 B10 H10 117.3(15) . . ?
B11 B10 H10 123.0(18) . . ?
B12 B10 H10 127.6(15) . . ?
B9 B10 H10 123.1(18) . . ?
C2 B11 B6 59.34(13) . . ?
C2 B11 B10 104.44(16) . . ?
B6 B11 B10 59.60(13) . . ?
C2 B11 B7 58.25(12) . . ?
B6 B11 B7 108.51(16) . . ?
B10 B11 B7 108.19(15) . . ?
C2 B11 B12 103.93(15) . . ?
B6 B11 B12 108.05(16) . . ?
B10 B11 B12 60.33(12) . . ?
B7 B11 B12 59.78(12) . . ?
C2 B11 H11 118.0(12) . . ?
B6 B11 H11 117.7(13) . . ?
B10 B11 H11 127.3(13) . . ?
B7 B11 H11 119.9(13) . . ?
B12 B11 H11 128.8(12) . . ?
B7 B12 B8 60.02(12) . . ?
B7 B12 B11 60.05(12) . . ?
B8 B12 B11 107.91(13) . . ?
B7 B12 B10 107.83(15) . . ?
B8 B12 B10 107.99(14) . . ?
B11 B12 B10 59.61(13) . . ?
B7 B12 B9 108.75(14) . . ?
B8 B12 B9 60.34(12) . . ?
B11 B12 B9 108.43(15) . . ?
B10 B12 B9 60.36(11) . . ?
B7 B12 H12 118.6(12) . . ?
B8 B12 H12 120.0(17) . . ?
B11 B12 H12 121.6(17) . . ?
B10 B12 H12 124.7(14) . . ?
B9 B12 H12 122.9(15) . . ?
C14 C13 B9 127.38(18) . . ?
C14 C13 H13A 111(2) . . ?
B9 C13 H13A 121(2) . . ?
C13 C14 C15 125.31(18) . . ?
C13 C14 H14A 117.9(15) . . ?
C15 C14 H14A 116.7(15) . . ?
C14 C15 H15A 110.5(18) . . ?
C14 C15 H15B 113.5(19) . . ?
H15A C15 H15B 111(3) . . ?
C14 C15 H15C 114(2) . . ?
H15A C15 H15C 104(2) . . ?
H15B C15 H15C 103(3) . . ?

_refine_diff_density_max         0.259
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.040

