# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 1443358'
_audit_update_record             
;
2016-02-27 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            11
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H27 B O'
_chemical_formula_sum            'C34 H27 B O'
_chemical_formula_weight         462.36

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'
O O 0.0106 0.0060 '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                   16.1884(9)
_cell_length_b                   9.1325(6)
_cell_length_c                   18.4471(13)
_cell_angle_alpha                90
_cell_angle_beta                 108.626(2)
_cell_angle_gamma                90
_cell_volume                     2584.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9845
_cell_measurement_theta_min      2.513
_cell_measurement_theta_max      27.082

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   SADABs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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            32303
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.330
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5083
_reflns_number_gt                3787
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0680P)²+1.0794P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5083
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1502
_refine_ls_wR_factor_gt          0.1285
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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
O1 O 0.51741(10) 0.85381(18) 0.99042(8) 0.0366(4) Uani 1 1 d . . . . .
C54 C 0.57638(14) 0.3427(2) 0.89976(14) 0.0443(6) Uani 1 1 d . . . . .
H58 H 0.5891 0.2423 0.8952 0.053 Uiso 1 1 calc R U . . .
C56 C 0.59432(14) 0.5606(2) 0.97504(13) 0.0396(5) Uani 1 1 d . . . . .
H56 H 0.6196 0.6088 1.0226 0.048 Uiso 1 1 calc R U . . .
C51 C 0.53866(12) 0.6387(2) 0.91327(11) 0.0287(4) Uani 1 1 d . . . . .
C1 C 0.47202(11) 0.90336(19) 0.84808(10) 0.0242(4) Uani 1 1 d . . . . .
C2 C 0.51656(11) 0.93917(19) 0.79942(10) 0.0230(4) Uani 1 1 d . . . . .
C3 C 0.60982(11) 0.89733(19) 0.81967(10) 0.0236(4) Uani 1 1 d . . . . .
C4 C 0.66163(11) 0.91039(19) 0.89312(10) 0.0252(4) Uani 1 1 d . . . . .
H1A H 0.6382 0.9657 0.9256 0.030 Uiso 1 1 calc R U . . .
C41 C 0.74957(11) 0.8503(2) 0.92953(10) 0.0262(4) Uani 1 1 d . . . . .
C46 C 0.80816(12) 0.9252(2) 0.99032(10) 0.0327(5) Uani 1 1 d . . . . .
H46 H 0.7916 1.0160 1.0067 0.039 Uiso 1 1 calc R U . . .
C45 C 0.89030(13) 0.8685(3) 1.02700(12) 0.0403(5) Uani 1 1 d . . . . .
H45 H 0.9301 0.9218 1.0675 0.048 Uiso 1 1 calc R U . . .
C44 C 0.91478(13) 0.7354(3) 1.00530(11) 0.0398(5) Uani 1 1 d . . . . .
H44 H 0.9710 0.6966 1.0308 0.048 Uiso 1 1 calc R U . . .
C53 C 0.52125(15) 0.4162(2) 0.83815(14) 0.0438(6) Uani 1 1 d . . . . .
H59 H 0.4956 0.3666 0.7910 0.053 Uiso 1 1 calc R U . . .
C52 C 0.50332(13) 0.5617(2) 0.84492(12) 0.0336(5) Uani 1 1 d . . . . .
H60 H 0.4657 0.6114 0.8017 0.040 Uiso 1 1 calc R U . . .
C43 C 0.85661(13) 0.6585(2) 0.94599(12) 0.0381(5) Uani 1 1 d . . . . .
H43 H 0.8729 0.5663 0.9310 0.046 Uiso 1 1 calc R U . . .
C42 C 0.77507(12) 0.7151(2) 0.90852(11) 0.0324(5) Uani 1 1 d . . . . .
H42 H 0.7358 0.6613 0.8679 0.039 Uiso 1 1 calc R U . . .
C31 C 0.64256(11) 0.84450(19) 0.75728(10) 0.0239(4) Uani 1 1 d . . . . .
C36 C 0.71916(12) 0.9018(2) 0.74984(11) 0.0292(4) Uani 1 1 d . . . . .
H36 H 0.7505 0.9740 0.7850 0.035 Uiso 1 1 calc R U . . .
C35 C 0.75043(13) 0.8556(2) 0.69228(11) 0.0331(5) Uani 1 1 d . . . . .
H35 H 0.8030 0.8956 0.6883 0.040 Uiso 1 1 calc R U . . .
C34 C 0.70535(13) 0.7512(2) 0.64046(11) 0.0347(5) Uani 1 1 d . . . . .
H34 H 0.7270 0.7189 0.6010 0.042 Uiso 1 1 calc R U . . .
C33 C 0.62873(13) 0.6938(2) 0.64619(11) 0.0347(5) Uani 1 1 d . . . . .
H33 H 0.5977 0.6220 0.6106 0.042 Uiso 1 1 calc R U . . .
C32 C 0.59711(12) 0.7410(2) 0.70377(10) 0.0293(4) Uani 1 1 d . . . . .
H32 H 0.5438 0.7022 0.7068 0.035 Uiso 1 1 calc R U . . .
C21 C 0.47819(12) 1.0203(2) 0.72595(10) 0.0262(4) Uani 1 1 d . . . . .
C26 C 0.52329(14) 1.1347(2) 0.70653(11) 0.0345(5) Uani 1 1 d . . . . .
H26 H 0.5791 1.1612 0.7402 0.041 Uiso 1 1 calc R U . . .
C25 C 0.48803(18) 1.2110(3) 0.63860(14) 0.0525(7) Uani 1 1 d . . . . .
H25 H 0.5190 1.2909 0.6268 0.063 Uiso 1 1 calc R U . . .
C24 C 0.40848(19) 1.1713(3) 0.58845(13) 0.0606(8) Uani 1 1 d . . . . .
H24 H 0.3846 1.2233 0.5418 0.073 Uiso 1 1 calc R U . . .
C23 C 0.36345(16) 1.0565(3) 0.60578(13) 0.0556(7) Uani 1 1 d . . . . .
H23 H 0.3087 1.0284 0.5708 0.067 Uiso 1 1 calc R U . . .
C22 C 0.39757(13) 0.9811(3) 0.67437(11) 0.0378(5) Uani 1 1 d . . . . .
H22 H 0.3657 0.9023 0.6862 0.045 Uiso 1 1 calc R U . . .
C11 C 0.38215(12) 0.9581(2) 0.83869(10) 0.0272(4) Uani 1 1 d . . . . .
C16 C 0.36270(13) 1.1060(2) 0.83253(11) 0.0362(5) Uani 1 1 d . . . . .
H16 H 0.4066 1.1744 0.8318 0.043 Uiso 1 1 calc R U . . .
C15 C 0.28046(15) 1.1558(3) 0.82740(12) 0.0475(6) Uani 1 1 d . . . . .
H15 H 0.2683 1.2578 0.8236 0.057 Uiso 1 1 calc R U . . .
C14 C 0.21608(15) 1.0571(3) 0.82782(13) 0.0547(7) Uani 1 1 d . . . . .
H14 H 0.1594 1.0911 0.8240 0.066 Uiso 1 1 calc R U . . .
C13 C 0.23396(15) 0.9108(3) 0.83381(14) 0.0550(7) Uani 1 1 d . . . . .
H13 H 0.1893 0.8430 0.8332 0.066 Uiso 1 1 calc R U . . .
C12 C 0.31718(13) 0.8603(3) 0.84074(12) 0.0404(5) Uani 1 1 d . . . . .
H12 H 0.3297 0.7586 0.8469 0.049 Uiso 1 1 calc R U . . .
C55 C 0.61306(14) 0.4147(2) 0.96798(15) 0.0462(6) Uani 1 1 d . . . . .
H57 H 0.6514 0.3639 1.0104 0.055 Uiso 1 1 calc R U . . .
B1 B 0.51312(14) 0.8010(2) 0.92021(12) 0.0278(5) Uani 1 1 d . . . . .
H1B H 0.506(3) 0.958(4) 0.993(2) 0.028(11) Uiso 0.5 1 d . . P A 1
H101 H 0.530(4) 0.784(7) 1.023(3) 0.074(18) Uiso 0.5 1 d . . P B 2


_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 B1 1.363(2) . ?
O1 H1B 0.97(4) . ?
O1 H101 0.86(6) . ?
C54 C53 1.375(3) . ?
C54 C55 1.375(3) . ?
C54 H58 0.9500 . ?
C56 C55 1.382(3) . ?
C56 C51 1.401(3) . ?
C56 H56 0.9500 . ?
C51 C52 1.397(3) . ?
C51 B1 1.555(3) . ?
C1 C2 1.359(3) . ?
C1 C11 1.495(3) . ?
C1 B1 1.588(3) . ?
C2 C3 1.485(2) . ?
C2 C21 1.495(2) . ?
C3 C4 1.352(3) . ?
C3 C31 1.493(2) . ?
C4 C41 1.473(2) . ?
C4 H1A 0.9500 . ?
C41 C42 1.395(3) . ?
C41 C46 1.395(3) . ?
C46 C45 1.386(3) . ?
C46 H46 0.9500 . ?
C45 C44 1.377(3) . ?
C45 H45 0.9500 . ?
C44 C43 1.385(3) . ?
C44 H44 0.9500 . ?
C53 C52 1.374(3) . ?
C53 H59 0.9500 . ?
C52 H60 0.9500 . ?
C43 C42 1.380(3) . ?
C43 H43 0.9500 . ?
C42 H42 0.9500 . ?
C31 C36 1.393(3) . ?
C31 C32 1.395(3) . ?
C36 C35 1.380(3) . ?
C36 H36 0.9500 . ?
C35 C34 1.382(3) . ?
C35 H35 0.9500 . ?
C34 C33 1.381(3) . ?
C34 H34 0.9500 . ?
C33 C32 1.387(3) . ?
C33 H33 0.9500 . ?
C32 H32 0.9500 . ?
C21 C26 1.386(3) . ?
C21 C22 1.394(3) . ?
C26 C25 1.387(3) . ?
C26 H26 0.9500 . ?
C25 C24 1.373(4) . ?
C25 H25 0.9500 . ?
C24 C23 1.372(4) . ?
C24 H24 0.9500 . ?
C23 C22 1.391(3) . ?
C23 H23 0.9500 . ?
C22 H22 0.9500 . ?
C11 C16 1.383(3) . ?
C11 C12 1.389(3) . ?
C16 C15 1.381(3) . ?
C16 H16 0.9500 . ?
C15 C14 1.379(4) . ?
C15 H15 0.9500 . ?
C14 C13 1.364(4) . ?
C14 H14 0.9500 . ?
C13 C12 1.391(3) . ?
C13 H13 0.9500 . ?
C12 H12 0.9500 . ?
C55 H57 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 H1B 116(3) . . ?
B1 O1 H101 110(4) . . ?
C53 C54 C55 120.0(2) . . ?
C53 C54 H58 120.0 . . ?
C55 C54 H58 120.0 . . ?
C55 C56 C51 121.2(2) . . ?
C55 C56 H56 119.4 . . ?
C51 C56 H56 119.4 . . ?
C52 C51 C56 116.68(18) . . ?
C52 C51 B1 120.77(17) . . ?
C56 C51 B1 122.49(18) . . ?
C2 C1 C11 123.03(16) . . ?
C2 C1 B1 121.78(16) . . ?
C11 C1 B1 115.19(15) . . ?
C1 C2 C3 118.91(16) . . ?
C1 C2 C21 124.32(16) . . ?
C3 C2 C21 116.77(15) . . ?
C4 C3 C2 119.01(16) . . ?
C4 C3 C31 122.81(16) . . ?
C2 C3 C31 118.17(15) . . ?
C3 C4 C41 128.63(17) . . ?
C3 C4 H1A 115.7 . . ?
C41 C4 H1A 115.7 . . ?
C42 C41 C46 118.15(17) . . ?
C42 C41 C4 122.13(16) . . ?
C46 C41 C4 119.59(17) . . ?
C45 C46 C41 120.60(19) . . ?
C45 C46 H46 119.7 . . ?
C41 C46 H46 119.7 . . ?
C44 C45 C46 120.57(19) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C45 C44 C43 119.38(18) . . ?
C45 C44 H44 120.3 . . ?
C43 C44 H44 120.3 . . ?
C52 C53 C54 119.8(2) . . ?
C52 C53 H59 120.1 . . ?
C54 C53 H59 120.1 . . ?
C53 C52 C51 122.1(2) . . ?
C53 C52 H60 118.9 . . ?
C51 C52 H60 118.9 . . ?
C42 C43 C44 120.4(2) . . ?
C42 C43 H43 119.8 . . ?
C44 C43 H43 119.8 . . ?
C43 C42 C41 120.84(18) . . ?
C43 C42 H42 119.6 . . ?
C41 C42 H42 119.6 . . ?
C36 C31 C32 118.02(17) . . ?
C36 C31 C3 120.09(16) . . ?
C32 C31 C3 121.86(16) . . ?
C35 C36 C31 121.21(18) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
C36 C35 C34 120.04(18) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C33 C34 C35 119.83(18) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C33 C32 120.08(19) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 C31 120.80(18) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C26 C21 C22 118.22(18) . . ?
C26 C21 C2 120.50(17) . . ?
C22 C21 C2 121.26(17) . . ?
C21 C26 C25 120.9(2) . . ?
C21 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C23 C24 C25 119.9(2) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C16 C11 C12 118.38(19) . . ?
C16 C11 C1 121.57(17) . . ?
C12 C11 C1 119.94(18) . . ?
C15 C16 C11 121.1(2) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C13 C14 C15 119.9(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C54 C55 C56 120.2(2) . . ?
C54 C55 H57 119.9 . . ?
C56 C55 H57 119.9 . . ?
O1 B1 C51 118.77(18) . . ?
O1 B1 C1 117.95(18) . . ?
C51 B1 C1 122.91(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C55 C56 C51 C52 0.2(3) . . . . ?
C55 C56 C51 B1 177.34(19) . . . . ?
C11 C1 C2 C3 171.20(16) . . . . ?
B1 C1 C2 C3 -7.9(3) . . . . ?
C11 C1 C2 C21 -8.2(3) . . . . ?
B1 C1 C2 C21 172.64(16) . . . . ?
C1 C2 C3 C4 -40.2(2) . . . . ?
C21 C2 C3 C4 139.29(18) . . . . ?
C1 C2 C3 C31 140.73(17) . . . . ?
C21 C2 C3 C31 -39.8(2) . . . . ?
C2 C3 C4 C41 166.79(17) . . . . ?
C31 C3 C4 C41 -14.2(3) . . . . ?
C3 C4 C41 C42 -34.6(3) . . . . ?
C3 C4 C41 C46 149.5(2) . . . . ?
C42 C41 C46 C45 2.0(3) . . . . ?
C4 C41 C46 C45 178.00(18) . . . . ?
C41 C46 C45 C44 -1.6(3) . . . . ?
C46 C45 C44 C43 0.3(3) . . . . ?
C55 C54 C53 C52 0.3(3) . . . . ?
C54 C53 C52 C51 -0.8(3) . . . . ?
C56 C51 C52 C53 0.5(3) . . . . ?
B1 C51 C52 C53 -176.71(19) . . . . ?
C45 C44 C43 C42 0.5(3) . . . . ?
C44 C43 C42 C41 0.0(3) . . . . ?
C46 C41 C42 C43 -1.2(3) . . . . ?
C4 C41 C42 C43 -177.08(18) . . . . ?
C4 C3 C31 C36 -47.3(3) . . . . ?
C2 C3 C31 C36 131.74(18) . . . . ?
C4 C3 C31 C32 134.60(19) . . . . ?
C2 C3 C31 C32 -46.3(2) . . . . ?
C32 C31 C36 C35 -1.3(3) . . . . ?
C3 C31 C36 C35 -179.48(17) . . . . ?
C31 C36 C35 C34 0.3(3) . . . . ?
C36 C35 C34 C33 0.4(3) . . . . ?
C35 C34 C33 C32 0.0(3) . . . . ?
C34 C33 C32 C31 -1.1(3) . . . . ?
C36 C31 C32 C33 1.7(3) . . . . ?
C3 C31 C32 C33 179.83(17) . . . . ?
C1 C2 C21 C26 134.72(19) . . . . ?
C3 C2 C21 C26 -44.7(2) . . . . ?
C1 C2 C21 C22 -46.9(3) . . . . ?
C3 C2 C21 C22 133.67(18) . . . . ?
C22 C21 C26 C25 1.9(3) . . . . ?
C2 C21 C26 C25 -179.73(18) . . . . ?
C21 C26 C25 C24 -1.8(3) . . . . ?
C26 C25 C24 C23 0.4(3) . . . . ?
C25 C24 C23 C22 0.7(4) . . . . ?
C24 C23 C22 C21 -0.6(3) . . . . ?
C26 C21 C22 C23 -0.7(3) . . . . ?
C2 C21 C22 C23 -179.08(18) . . . . ?
C2 C1 C11 C16 -54.0(3) . . . . ?
B1 C1 C11 C16 125.18(19) . . . . ?
C2 C1 C11 C12 130.0(2) . . . . ?
B1 C1 C11 C12 -50.8(2) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
C1 C11 C16 C15 -177.01(18) . . . . ?
C11 C16 C15 C14 -0.5(3) . . . . ?
C16 C15 C14 C13 0.4(3) . . . . ?
C15 C14 C13 C12 1.0(4) . . . . ?
C16 C11 C12 C13 2.4(3) . . . . ?
C1 C11 C12 C13 178.52(19) . . . . ?
C14 C13 C12 C11 -2.5(3) . . . . ?
C53 C54 C55 C56 0.4(3) . . . . ?
C51 C56 C55 C54 -0.6(3) . . . . ?
C52 C51 B1 O1 153.10(19) . . . . ?
C56 C51 B1 O1 -24.0(3) . . . . ?
C52 C51 B1 C1 -19.8(3) . . . . ?
C56 C51 B1 C1 163.17(18) . . . . ?
C2 C1 B1 O1 123.9(2) . . . . ?
C11 C1 B1 O1 -55.3(2) . . . . ?
C2 C1 B1 C51 -63.2(3) . . . . ?
C11 C1 B1 C51 117.64(19) . . . . ?

_refine_diff_density_max         0.259
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_12
_database_code_depnum_ccdc_archive 'CCDC 1443359'
_audit_update_record             
;
2016-02-27 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_vrf_ABSMU01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected absorption coefficient lies
               outside the range 0.90 <> 1.10
            Calculated value of mu =     0.088
            Value of mu given      =     0.064 
         
RESPONSE: Difference is due to the addition of 4 n-hexane molecules to structural formula.
;

_vrf_CHEMW01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected molecular weight as calculated
            from the _chemical_formula_sum lies outside
            the range 0.90 <> 1.10
            Calculated formula weight =  1287.7689
            Formula weight given      =   906.7100   

RESPONSE: Difference is due to the addition of 4 n-hexane molecules to structural formula.  
;

_vrf_CHEMW01_ALERT_1_C           
;
PROBLEM:  The difference between the given and expected weight for
            compound is greater 1 mass unit. Check that all hydrogen
            atoms have been taken into account
       
RESPONSE: Difference is due to the addition of 4 n-hexane molecules to structural formula.
;

_vrf_FORMU01_ALERT_2_G           
;
PROBLEM:   There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C92 H144 B2 O1
            Atom count from the _atom_site data:  C68 H52 B2 O1

RESPONSE: Difference is due to the addition of 4 n-hexane molecules to structural formula.
;

_vrf_CELLZ01_ALERT_1_G           
;
PROBLEM:  Difference between formula and atom_site contents detected.

PROBLEM:   ALERT: Large difference may be due to a
            symmetry error - see SYMMG tests
           From the CIF: _cell_formula_units_Z    8
           From the CIF: _chemical_formula_sum  C92 H144 B2 O
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        736.00    544.00  192.00
           H       1152.00    416.00  736.00
           B         16.00     16.00    0.00
           O          8.00      8.00    0.00

RESPONSE: Difference is due to the addition of 4 n-hexane molecules to structural formula.
;

_vrf_PLAT041_ALERT_1_G           
;
PROBLEM:  Calc. and Reported SumFormula    Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_PLAT042_ALERT_1_G           
;
PROBLEM:  Calc. and Reported MoietyFormula Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            12
_chemical_melting_point          ?
_chemical_formula_moiety         'C92 H144 B2 O'
_chemical_formula_sum            'C92 H144 B2 O'
_chemical_formula_weight         906.71

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'-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                   47.9860(16)
_cell_length_b                   10.1805(3)
_cell_length_c                   22.1076(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.302(2)
_cell_angle_gamma                90
_cell_volume                     10797.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9889
_cell_measurement_theta_min      2.530
_cell_measurement_theta_max      25.473

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_F_000             3824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.177
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   SADABs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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            118744
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_limit_h_min       -61
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.239
_diffrn_reflns_theta_max         27.184
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11971
_reflns_number_gt                9279
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0512P)²+15.1571P] 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         11971
_refine_ls_number_parameters     640
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1470
_refine_ls_wR_factor_gt          0.1365
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.17369(4) 0.3502(2) 0.31136(12) 0.0519(6) Uani 1 1 d . . . . .
H1 H 0.1890 0.3111 0.3327 0.062 Uiso 1 1 calc R U . . .
C2 C 0.15088(4) 0.3925(3) 0.34210(11) 0.0491(6) Uani 1 1 d . . . . .
H2 H 0.1504 0.3827 0.3848 0.059 Uiso 1 1 calc R U . . .
C3 C 0.12839(4) 0.4497(2) 0.31126(9) 0.0397(5) Uani 1 1 d . . . . .
H3 H 0.1126 0.4786 0.3329 0.048 Uiso 1 1 calc R U . . .
C4 C 0.12895(4) 0.46442(18) 0.24908(9) 0.0306(4) Uani 1 1 d . . . . .
C5 C 0.10595(4) 0.52753(18) 0.21430(8) 0.0279(4) Uani 1 1 d . . . . .
H5 H 0.1113 0.5983 0.1891 0.033 Uiso 1 1 calc R U . . .
C6 C 0.07858(3) 0.49954(17) 0.21306(7) 0.0234(4) Uani 1 1 d . . . . .
C7 C 0.05948(3) 0.58621(17) 0.17721(7) 0.0225(3) Uani 1 1 d . . . . .
C8 C 0.06295(3) 0.71795(17) 0.17987(7) 0.0220(3) Uani 1 1 d . . . . .
B2 B 0.08368(4) 0.78694(19) 0.22689(9) 0.0242(4) Uani 1 1 d . . . . .
O101 O 0.10556(2) 0.85679(13) 0.20577(5) 0.0285(3) Uani 1 1 d . . . . .
B1 B 0.12887(4) 0.9014(2) 0.17898(9) 0.0276(4) Uani 1 1 d . . . . .
C12 C 0.15796(4) 0.83916(19) 0.19757(8) 0.0288(4) Uani 1 1 d . . . . .
C13 C 0.17472(4) 0.7794(2) 0.15722(8) 0.0310(4) Uani 1 1 d . . . . .
C14 C 0.16416(4) 0.7549(2) 0.09436(8) 0.0321(4) Uani 1 1 d . . . . .
C15 C 0.13755(4) 0.71805(19) 0.08483(8) 0.0307(4) Uani 1 1 d . . . . .
H15 H 0.1276 0.6976 0.1203 0.037 Uiso 1 1 calc R U . . .
C16 C 0.12150(4) 0.7046(2) 0.02729(8) 0.0301(4) Uani 1 1 d . . . . .
C17 C 0.10459(4) 0.5953(2) 0.01909(9) 0.0381(5) Uani 1 1 d . . . . .
H17 H 0.1046 0.5285 0.0491 0.046 Uiso 1 1 calc R U . . .
C18 C 0.08762(4) 0.5821(2) -0.03246(10) 0.0443(5) Uani 1 1 d . . . . .
H18 H 0.0764 0.5058 -0.0380 0.053 Uiso 1 1 calc R U . . .
C19 C 0.08709(5) 0.6800(2) -0.07533(10) 0.0463(6) Uani 1 1 d . . . . .
H19 H 0.0753 0.6723 -0.1102 0.056 Uiso 1 1 calc R U . . .
C20 C 0.15239(4) 0.4228(2) 0.21866(10) 0.0397(5) Uani 1 1 d . . . . .
H20 H 0.1532 0.4346 0.1761 0.048 Uiso 1 1 calc R U . . .
C21 C 0.17441(4) 0.3645(2) 0.24953(11) 0.0496(6) Uani 1 1 d . . . . .
H21 H 0.1901 0.3342 0.2281 0.059 Uiso 1 1 calc R U . . .
C22 C 0.16538(4) 0.8535(2) 0.26342(8) 0.0309(4) Uani 1 1 d . . . . .
C23 C 0.16362(4) 0.9767(2) 0.29072(9) 0.0386(5) Uani 1 1 d . . . . .
H23 H 0.1591 1.0516 0.2669 0.046 Uiso 1 1 calc R U . . .
C24 C 0.16851(5) 0.9905(3) 0.35267(10) 0.0474(6) Uani 1 1 d . . . . .
H24 H 0.1677 1.0751 0.3707 0.057 Uiso 1 1 calc R U . . .
C25 C 0.17454(5) 0.8827(3) 0.38778(10) 0.0540(6) Uani 1 1 d . . . . .
H25 H 0.1777 0.8922 0.4301 0.065 Uiso 1 1 calc R U . . .
C26 C 0.17602(5) 0.7603(3) 0.36129(10) 0.0516(6) Uani 1 1 d . . . . .
H26 H 0.1800 0.6854 0.3857 0.062 Uiso 1 1 calc R U . . .
C27 C 0.17178(4) 0.7453(2) 0.29932(9) 0.0392(5) Uani 1 1 d . . . . .
H27 H 0.1733 0.6608 0.2815 0.047 Uiso 1 1 calc R U . . .
C28 C 0.10373(5) 0.7893(2) -0.06762(10) 0.0478(6) Uani 1 1 d . . . . .
H28 H 0.1034 0.8567 -0.0974 0.057 Uiso 1 1 calc R U . . .
C29 C 0.12103(4) 0.8018(2) -0.01675(9) 0.0398(5) Uani 1 1 d . . . . .
H29 H 0.1326 0.8771 -0.0121 0.048 Uiso 1 1 calc R U . . .
C30 C 0.18404(4) 0.7654(3) 0.04404(9) 0.0460(6) Uani 1 1 d . . . . .
C31 C 0.18699(5) 0.6602(3) 0.00391(10) 0.0650(8) Uani 1 1 d . . . . .
H31 H 0.1755 0.5848 0.0082 0.078 Uiso 1 1 calc R U . . .
C32 C 0.20597(6) 0.6634(5) -0.04131(13) 0.0900(12) Uani 1 1 d . . . . .
H32 H 0.2083 0.5896 -0.0670 0.108 Uiso 1 1 calc R U . . .
C33 C 0.22134(7) 0.7726(5) -0.04902(13) 0.0938(14) Uani 1 1 d . . . . .
H33 H 0.2340 0.7760 -0.0813 0.113 Uiso 1 1 calc R U . . .
C34 C 0.21911(6) 0.8794(4) -0.01129(16) 0.0862(12) Uani 1 1 d . . . . .
H34 H 0.2302 0.9554 -0.0175 0.103 Uiso 1 1 calc R U . . .
C35 C 0.20015(5) 0.8752(3) 0.03706(12) 0.0650(8) Uani 1 1 d . . . . .
H35 H 0.1987 0.9473 0.0641 0.078 Uiso 1 1 calc R U . . .
C36 C 0.20368(4) 0.7352(2) 0.17259(8) 0.0355(5) Uani 1 1 d . . . . .
C37 C 0.22256(4) 0.8190(3) 0.20088(10) 0.0473(6) Uani 1 1 d . . . . .
H37 H 0.2170 0.9059 0.2106 0.057 Uiso 1 1 calc R U . . .
C38 C 0.24940(5) 0.7784(3) 0.21525(11) 0.0601(7) Uani 1 1 d . . . . .
H38 H 0.2621 0.8379 0.2342 0.072 Uiso 1 1 calc R U . . .
C39 C 0.25782(5) 0.6532(3) 0.20244(11) 0.0594(7) Uani 1 1 d . . . . .
H39 H 0.2762 0.6250 0.2131 0.071 Uiso 1 1 calc R U . . .
C40 C 0.23944(5) 0.5685(3) 0.17387(12) 0.0579(7) Uani 1 1 d . . . . .
H40 H 0.2451 0.4816 0.1646 0.069 Uiso 1 1 calc R U . . .
C41 C 0.21255(4) 0.6098(2) 0.15855(10) 0.0441(5) Uani 1 1 d . . . . .
H41 H 0.2001 0.5512 0.1382 0.053 Uiso 1 1 calc R U . . .
C42 C 0.12703(4) 1.02410(19) 0.13592(8) 0.0306(4) Uani 1 1 d . . . . .
C43 C 0.15089(5) 1.0948(2) 0.12120(11) 0.0468(5) Uani 1 1 d . . . . .
H43 H 0.1683 1.0715 0.1395 0.056 Uiso 1 1 calc R U . . .
C44 C 0.14973(5) 1.1983(3) 0.08049(12) 0.0581(7) Uani 1 1 d . . . . .
H44 H 0.1662 1.2453 0.0713 0.070 Uiso 1 1 calc R U . . .
C45 C 0.12473(5) 1.2326(2) 0.05343(11) 0.0504(6) Uani 1 1 d . . . . .
H45 H 0.1239 1.3022 0.0248 0.061 Uiso 1 1 calc R U . . .
C46 C 0.10093(5) 1.1662(2) 0.06773(9) 0.0433(5) Uani 1 1 d . . . . .
H46 H 0.0836 1.1911 0.0495 0.052 Uiso 1 1 calc R U . . .
C47 C 0.10201(4) 1.0632(2) 0.10851(9) 0.0350(4) Uani 1 1 d . . . . .
H47 H 0.0853 1.0183 0.1180 0.042 Uiso 1 1 calc R U . . .
C48 C 0.07702(4) 0.79704(17) 0.29583(8) 0.0257(4) Uani 1 1 d . . . . .
C49 C 0.09751(4) 0.8309(2) 0.33909(8) 0.0347(4) Uani 1 1 d . . . . .
H49 H 0.1163 0.8392 0.3272 0.042 Uiso 1 1 calc R U . . .
C50 C 0.09087(5) 0.8524(2) 0.39881(9) 0.0424(5) Uani 1 1 d . . . . .
H50 H 0.1051 0.8733 0.4277 0.051 Uiso 1 1 calc R U . . .
C51 C 0.06353(5) 0.8437(2) 0.41646(9) 0.0405(5) Uani 1 1 d . . . . .
H51 H 0.0589 0.8618 0.4572 0.049 Uiso 1 1 calc R U . . .
C52 C 0.04285(4) 0.8087(2) 0.37517(9) 0.0357(4) Uani 1 1 d . . . . .
H52 H 0.0241 0.8017 0.3874 0.043 Uiso 1 1 calc R U . . .
C53 C 0.04967(4) 0.78393(18) 0.31574(8) 0.0285(4) Uani 1 1 d . . . . .
H53 H 0.0354 0.7574 0.2878 0.034 Uiso 1 1 calc R U . . .
C54 C 0.04809(3) 0.81170(16) 0.13861(7) 0.0221(3) Uani 1 1 d . . . . .
C55 C 0.03580(4) 0.92453(18) 0.16214(8) 0.0275(4) Uani 1 1 d . . . . .
H55 H 0.0356 0.9371 0.2047 0.033 Uiso 1 1 calc R U . . .
C56 C 0.02387(4) 1.01833(19) 0.12422(9) 0.0333(4) Uani 1 1 d . . . . .
H56 H 0.0155 1.0943 0.1409 0.040 Uiso 1 1 calc R U . . .
C57 C 0.02418(4) 1.00162(19) 0.06228(9) 0.0347(4) Uani 1 1 d . . . . .
H57 H 0.0161 1.0661 0.0363 0.042 Uiso 1 1 calc R U . . .
C58 C 0.03626(4) 0.89102(19) 0.03827(9) 0.0339(4) Uani 1 1 d . . . . .
H58 H 0.0364 0.8792 -0.0044 0.041 Uiso 1 1 calc R U . . .
C59 C 0.04817(4) 0.79726(18) 0.07584(8) 0.0270(4) Uani 1 1 d . . . . .
H59 H 0.0566 0.7218 0.0587 0.032 Uiso 1 1 calc R U . . .
C60 C 0.03824(4) 0.52052(16) 0.13726(7) 0.0233(3) Uani 1 1 d . . . . .
C61 C 0.04587(4) 0.41774(18) 0.09992(8) 0.0304(4) Uani 1 1 d . . . . .
H61 H 0.0645 0.3863 0.1014 0.036 Uiso 1 1 calc R U . . .
C62 C 0.02655(5) 0.36051(19) 0.06053(9) 0.0372(5) Uani 1 1 d . . . . .
H62 H 0.0322 0.2919 0.0344 0.045 Uiso 1 1 calc R U . . .
C63 C -0.00082(4) 0.4025(2) 0.05902(9) 0.0379(5) Uani 1 1 d . . . . .
H63 H -0.0140 0.3630 0.0320 0.045 Uiso 1 1 calc R U . . .
C64 C -0.00881(4) 0.50234(19) 0.09717(9) 0.0340(4) Uani 1 1 d . . . . .
H64 H -0.0277 0.5308 0.0969 0.041 Uiso 1 1 calc R U . . .
C65 C 0.01052(4) 0.56114(18) 0.13584(8) 0.0271(4) Uani 1 1 d . . . . .
H65 H 0.0048 0.6301 0.1617 0.032 Uiso 1 1 calc R U . . .
C66 C 0.06675(4) 0.38204(17) 0.24289(7) 0.0246(4) Uani 1 1 d . . . . .
C67 C 0.04117(4) 0.38813(18) 0.27087(8) 0.0287(4) Uani 1 1 d . . . . .
H67 H 0.0312 0.4688 0.2712 0.034 Uiso 1 1 calc R U . . .
C68 C 0.02993(4) 0.27871(19) 0.29821(8) 0.0340(4) Uani 1 1 d . . . . .
H68 H 0.0124 0.2845 0.3170 0.041 Uiso 1 1 calc R U . . .
C69 C 0.04423(5) 0.16083(19) 0.29815(9) 0.0378(5) Uani 1 1 d . . . . .
H69 H 0.0367 0.0858 0.3174 0.045 Uiso 1 1 calc R U . . .
C70 C 0.06958(5) 0.15287(19) 0.26985(9) 0.0383(5) Uani 1 1 d . . . . .
H70 H 0.0794 0.0719 0.2696 0.046 Uiso 1 1 calc R U . . .
C71 C 0.08069(4) 0.26168(18) 0.24203(9) 0.0310(4) Uani 1 1 d . . . . .
H71 H 0.0980 0.2546 0.2221 0.037 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 C2 1.371(3) . ?
C1 C21 1.376(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C20 1.390(3) . ?
C4 C5 1.478(2) . ?
C5 C6 1.343(2) . ?
C5 H5 0.9500 . ?
C6 C66 1.485(2) . ?
C6 C7 1.488(2) . ?
C7 C8 1.353(2) . ?
C7 C60 1.492(2) . ?
C8 C54 1.490(2) . ?
C8 B2 1.586(2) . ?
B2 O101 1.359(2) . ?
B2 C48 1.568(3) . ?
O101 B1 1.356(2) . ?
B1 C42 1.571(3) . ?
B1 C12 1.579(3) . ?
C12 C13 1.358(3) . ?
C12 C22 1.498(2) . ?
C13 C14 1.490(3) . ?
C13 C36 1.492(3) . ?
C14 C15 1.343(3) . ?
C14 C30 1.486(3) . ?
C15 C16 1.478(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 C29 1.388(3) . ?
C17 C18 1.392(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.375(3) . ?
C18 H18 0.9500 . ?
C19 C28 1.378(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.379(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C27 1.388(3) . ?
C22 C23 1.395(3) . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.372(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.379(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.389(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.388(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C35 1.370(4) . ?
C30 C31 1.400(4) . ?
C31 C32 1.368(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.347(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.376(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.420(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C41 1.383(3) . ?
C36 C37 1.383(3) . ?
C37 C38 1.383(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.368(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.377(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.391(3) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
C42 C47 1.391(3) . ?
C42 C43 1.398(3) . ?
C43 C44 1.385(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.373(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.370(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.383(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 C49 1.399(2) . ?
C48 C53 1.400(2) . ?
C49 C50 1.383(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.380(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.379(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.384(3) . ?
C52 H52 0.9500 . ?
C53 H53 0.9500 . ?
C54 C59 1.396(2) . ?
C54 C55 1.397(2) . ?
C55 C56 1.386(3) . ?
C55 H55 0.9500 . ?
C56 C57 1.380(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.378(3) . ?
C57 H57 0.9500 . ?
C58 C59 1.381(2) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 C61 1.387(2) . ?
C60 C65 1.392(2) . ?
C61 C62 1.386(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.381(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.381(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.384(2) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C66 C67 1.388(3) . ?
C66 C71 1.396(2) . ?
C67 C68 1.383(3) . ?
C67 H67 0.9500 . ?
C68 C69 1.382(3) . ?
C68 H68 0.9500 . ?
C69 C70 1.383(3) . ?
C69 H69 0.9500 . ?
C70 C71 1.380(3) . ?
C70 H70 0.9500 . ?
C71 H71 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C21 119.85(19) . . ?
C2 C1 H1 120.1 . . ?
C21 C1 H1 120.1 . . ?
C1 C2 C3 120.5(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C20 118.82(17) . . ?
C3 C4 C5 122.19(17) . . ?
C20 C4 C5 118.95(17) . . ?
C6 C5 C4 129.55(17) . . ?
C6 C5 H5 115.2 . . ?
C4 C5 H5 115.2 . . ?
C5 C6 C66 123.03(15) . . ?
C5 C6 C7 118.38(15) . . ?
C66 C6 C7 118.49(14) . . ?
C8 C7 C6 119.41(15) . . ?
C8 C7 C60 123.51(15) . . ?
C6 C7 C60 117.00(14) . . ?
C7 C8 C54 123.48(15) . . ?
C7 C8 B2 122.84(15) . . ?
C54 C8 B2 113.67(14) . . ?
O101 B2 C48 118.40(15) . . ?
O101 B2 C8 118.98(15) . . ?
C48 B2 C8 121.82(15) . . ?
B1 O101 B2 167.55(16) . . ?
O101 B1 C42 119.70(17) . . ?
O101 B1 C12 119.00(17) . . ?
C42 B1 C12 120.93(16) . . ?
C13 C12 C22 123.43(16) . . ?
C13 C12 B1 122.81(16) . . ?
C22 C12 B1 113.76(16) . . ?
C12 C13 C14 119.60(16) . . ?
C12 C13 C36 123.20(16) . . ?
C14 C13 C36 117.21(16) . . ?
C15 C14 C30 121.82(17) . . ?
C15 C14 C13 119.70(17) . . ?
C30 C14 C13 118.41(16) . . ?
C14 C15 C16 129.48(17) . . ?
C14 C15 H15 115.3 . . ?
C16 C15 H15 115.3 . . ?
C17 C16 C29 118.72(18) . . ?
C17 C16 C15 118.60(17) . . ?
C29 C16 C15 122.49(18) . . ?
C16 C17 C18 120.9(2) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C28 119.90(19) . . ?
C18 C19 H19 120.0 . . ?
C28 C19 H19 120.0 . . ?
C21 C20 C4 120.7(2) . . ?
C21 C20 H20 119.6 . . ?
C4 C20 H20 119.6 . . ?
C1 C21 C20 120.1(2) . . ?
C1 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C27 C22 C23 118.72(18) . . ?
C27 C22 C12 121.52(18) . . ?
C23 C22 C12 119.54(18) . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 119.7(2) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C27 120.7(2) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C22 C27 C26 120.2(2) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C19 C28 C29 120.6(2) . . ?
C19 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C16 C29 C28 120.2(2) . . ?
C16 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C35 C30 C31 119.2(2) . . ?
C35 C30 C14 121.1(2) . . ?
C31 C30 C14 119.7(2) . . ?
C32 C31 C30 121.6(3) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C33 C32 C31 119.2(4) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 121.7(3) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C33 C34 C35 119.5(3) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C30 C35 C34 118.8(3) . . ?
C30 C35 H35 120.6 . . ?
C34 C35 H35 120.6 . . ?
C41 C36 C37 117.95(19) . . ?
C41 C36 C13 121.14(19) . . ?
C37 C36 C13 120.9(2) . . ?
C38 C37 C36 121.1(2) . . ?
C38 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
C39 C38 C37 120.6(2) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C38 C39 C40 119.3(2) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C39 C40 C41 120.2(3) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C36 C41 C40 120.9(2) . . ?
C36 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C47 C42 C43 117.05(18) . . ?
C47 C42 B1 121.85(17) . . ?
C43 C42 B1 121.02(17) . . ?
C44 C43 C42 121.5(2) . . ?
C44 C43 H43 119.3 . . ?
C42 C43 H43 119.3 . . ?
C45 C44 C43 119.9(2) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C46 C45 C44 119.9(2) . . ?
C46 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C45 C46 C47 120.4(2) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 H46 119.8 . . ?
C46 C47 C42 121.4(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
C49 C48 C53 117.24(16) . . ?
C49 C48 B2 121.67(16) . . ?
C53 C48 B2 120.84(15) . . ?
C50 C49 C48 121.22(18) . . ?
C50 C49 H49 119.4 . . ?
C48 C49 H49 119.4 . . ?
C51 C50 C49 120.05(18) . . ?
C51 C50 H50 120.0 . . ?
C49 C50 H50 120.0 . . ?
C52 C51 C50 120.24(18) . . ?
C52 C51 H51 119.9 . . ?
C50 C51 H51 119.9 . . ?
C51 C52 C53 119.54(19) . . ?
C51 C52 H52 120.2 . . ?
C53 C52 H52 120.2 . . ?
C52 C53 C48 121.63(17) . . ?
C52 C53 H53 119.2 . . ?
C48 C53 H53 119.2 . . ?
C59 C54 C55 117.87(15) . . ?
C59 C54 C8 121.94(15) . . ?
C55 C54 C8 119.92(15) . . ?
C56 C55 C54 120.89(17) . . ?
C56 C55 H55 119.6 . . ?
C54 C55 H55 119.6 . . ?
C57 C56 C55 120.11(17) . . ?
C57 C56 H56 119.9 . . ?
C55 C56 H56 119.9 . . ?
C58 C57 C56 119.79(17) . . ?
C58 C57 H57 120.1 . . ?
C56 C57 H57 120.1 . . ?
C57 C58 C59 120.34(18) . . ?
C57 C58 H58 119.8 . . ?
C59 C58 H58 119.8 . . ?
C58 C59 C54 120.99(17) . . ?
C58 C59 H59 119.5 . . ?
C54 C59 H59 119.5 . . ?
C61 C60 C65 118.39(16) . . ?
C61 C60 C7 120.30(16) . . ?
C65 C60 C7 121.31(15) . . ?
C62 C61 C60 120.60(18) . . ?
C62 C61 H61 119.7 . . ?
C60 C61 H61 119.7 . . ?
C63 C62 C61 120.51(18) . . ?
C63 C62 H62 119.7 . . ?
C61 C62 H62 119.7 . . ?
C62 C63 C64 119.35(18) . . ?
C62 C63 H63 120.3 . . ?
C64 C63 H63 120.3 . . ?
C63 C64 C65 120.28(19) . . ?
C63 C64 H64 119.9 . . ?
C65 C64 H64 119.9 . . ?
C64 C65 C60 120.82(18) . . ?
C64 C65 H65 119.6 . . ?
C60 C65 H65 119.6 . . ?
C67 C66 C71 118.28(17) . . ?
C67 C66 C6 120.84(16) . . ?
C71 C66 C6 120.86(16) . . ?
C68 C67 C66 121.09(18) . . ?
C68 C67 H67 119.5 . . ?
C66 C67 H67 119.5 . . ?
C69 C68 C67 120.03(19) . . ?
C69 C68 H68 120.0 . . ?
C67 C68 H68 120.0 . . ?
C68 C69 C70 119.54(18) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
C71 C70 C69 120.47(18) . . ?
C71 C70 H70 119.8 . . ?
C69 C70 H70 119.8 . . ?
C70 C71 C66 120.57(18) . . ?
C70 C71 H71 119.7 . . ?
C66 C71 H71 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21 C1 C2 C3 0.1(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C20 -0.8(3) . . . . ?
C2 C3 C4 C5 -178.4(2) . . . . ?
C3 C4 C5 C6 -54.1(3) . . . . ?
C20 C4 C5 C6 128.3(2) . . . . ?
C4 C5 C6 C66 -8.2(3) . . . . ?
C4 C5 C6 C7 175.33(18) . . . . ?
C5 C6 C7 C8 -42.6(2) . . . . ?
C66 C6 C7 C8 140.77(17) . . . . ?
C5 C6 C7 C60 134.13(17) . . . . ?
C66 C6 C7 C60 -42.5(2) . . . . ?
C6 C7 C8 C54 169.78(15) . . . . ?
C60 C7 C8 C54 -6.8(3) . . . . ?
C6 C7 C8 B2 -9.3(3) . . . . ?
C60 C7 C8 B2 174.20(15) . . . . ?
C7 C8 B2 O101 117.22(19) . . . . ?
C54 C8 B2 O101 -61.9(2) . . . . ?
C7 C8 B2 C48 -73.2(2) . . . . ?
C54 C8 B2 C48 107.66(18) . . . . ?
C48 B2 O101 B1 131.9(7) . . . . ?
C8 B2 O101 B1 -58.1(8) . . . . ?
B2 O101 B1 C42 124.7(7) . . . . ?
B2 O101 B1 C12 -62.3(7) . . . . ?
O101 B1 C12 C13 121.2(2) . . . . ?
C42 B1 C12 C13 -65.9(3) . . . . ?
O101 B1 C12 C22 -59.4(2) . . . . ?
C42 B1 C12 C22 113.49(19) . . . . ?
C22 C12 C13 C14 172.43(17) . . . . ?
B1 C12 C13 C14 -8.3(3) . . . . ?
C22 C12 C13 C36 -7.2(3) . . . . ?
B1 C12 C13 C36 172.12(18) . . . . ?
C12 C13 C14 C15 -38.4(3) . . . . ?
C36 C13 C14 C15 141.2(2) . . . . ?
C12 C13 C14 C30 144.7(2) . . . . ?
C36 C13 C14 C30 -35.6(3) . . . . ?
C30 C14 C15 C16 -11.9(3) . . . . ?
C13 C14 C15 C16 171.40(19) . . . . ?
C14 C15 C16 C17 136.5(2) . . . . ?
C14 C15 C16 C29 -48.6(3) . . . . ?
C29 C16 C17 C18 0.6(3) . . . . ?
C15 C16 C17 C18 175.68(18) . . . . ?
C16 C17 C18 C19 -1.5(3) . . . . ?
C17 C18 C19 C28 1.2(3) . . . . ?
C3 C4 C20 C21 1.7(3) . . . . ?
C5 C4 C20 C21 179.4(2) . . . . ?
C2 C1 C21 C20 0.8(4) . . . . ?
C4 C20 C21 C1 -1.7(4) . . . . ?
C13 C12 C22 C27 -56.3(3) . . . . ?
B1 C12 C22 C27 124.30(19) . . . . ?
C13 C12 C22 C23 129.1(2) . . . . ?
B1 C12 C22 C23 -50.3(2) . . . . ?
C27 C22 C23 C24 0.7(3) . . . . ?
C12 C22 C23 C24 175.44(18) . . . . ?
C22 C23 C24 C25 -1.4(3) . . . . ?
C23 C24 C25 C26 0.7(4) . . . . ?
C24 C25 C26 C27 0.7(4) . . . . ?
C23 C22 C27 C26 0.7(3) . . . . ?
C12 C22 C27 C26 -173.96(19) . . . . ?
C25 C26 C27 C22 -1.4(3) . . . . ?
C18 C19 C28 C29 -0.2(3) . . . . ?
C17 C16 C29 C28 0.5(3) . . . . ?
C15 C16 C29 C28 -174.40(19) . . . . ?
C19 C28 C29 C16 -0.7(3) . . . . ?
C15 C14 C30 C35 130.7(2) . . . . ?
C13 C14 C30 C35 -52.5(3) . . . . ?
C15 C14 C30 C31 -51.0(3) . . . . ?
C13 C14 C30 C31 125.8(2) . . . . ?
C35 C30 C31 C32 1.3(4) . . . . ?
C14 C30 C31 C32 -177.0(2) . . . . ?
C30 C31 C32 C33 -2.9(4) . . . . ?
C31 C32 C33 C34 2.2(5) . . . . ?
C32 C33 C34 C35 -0.1(5) . . . . ?
C31 C30 C35 C34 0.8(3) . . . . ?
C14 C30 C35 C34 179.1(2) . . . . ?
C33 C34 C35 C30 -1.5(4) . . . . ?
C12 C13 C36 C41 130.7(2) . . . . ?
C14 C13 C36 C41 -48.9(3) . . . . ?
C12 C13 C36 C37 -49.9(3) . . . . ?
C14 C13 C36 C37 130.5(2) . . . . ?
C41 C36 C37 C38 -0.6(3) . . . . ?
C13 C36 C37 C38 179.9(2) . . . . ?
C36 C37 C38 C39 -0.9(4) . . . . ?
C37 C38 C39 C40 1.3(4) . . . . ?
C38 C39 C40 C41 -0.3(4) . . . . ?
C37 C36 C41 C40 1.6(3) . . . . ?
C13 C36 C41 C40 -178.96(19) . . . . ?
C39 C40 C41 C36 -1.2(3) . . . . ?
O101 B1 C42 C47 -21.3(3) . . . . ?
C12 B1 C42 C47 165.82(17) . . . . ?
O101 B1 C42 C43 161.91(19) . . . . ?
C12 B1 C42 C43 -11.0(3) . . . . ?
C47 C42 C43 C44 -0.8(3) . . . . ?
B1 C42 C43 C44 176.1(2) . . . . ?
C42 C43 C44 C45 -0.4(4) . . . . ?
C43 C44 C45 C46 1.4(4) . . . . ?
C44 C45 C46 C47 -1.2(4) . . . . ?
C45 C46 C47 C42 -0.1(3) . . . . ?
C43 C42 C47 C46 1.0(3) . . . . ?
B1 C42 C47 C46 -175.87(18) . . . . ?
O101 B2 C48 C49 -24.7(3) . . . . ?
C8 B2 C48 C49 165.66(17) . . . . ?
O101 B2 C48 C53 149.49(17) . . . . ?
C8 B2 C48 C53 -20.1(3) . . . . ?
C53 C48 C49 C50 -1.0(3) . . . . ?
B2 C48 C49 C50 173.42(19) . . . . ?
C48 C49 C50 C51 -1.5(3) . . . . ?
C49 C50 C51 C52 2.4(3) . . . . ?
C50 C51 C52 C53 -0.7(3) . . . . ?
C51 C52 C53 C48 -1.8(3) . . . . ?
C49 C48 C53 C52 2.7(3) . . . . ?
B2 C48 C53 C52 -171.79(17) . . . . ?
C7 C8 C54 C59 -51.9(2) . . . . ?
B2 C8 C54 C59 127.19(17) . . . . ?
C7 C8 C54 C55 134.17(18) . . . . ?
B2 C8 C54 C55 -46.7(2) . . . . ?
C59 C54 C55 C56 0.5(3) . . . . ?
C8 C54 C55 C56 174.70(16) . . . . ?
C54 C55 C56 C57 -0.4(3) . . . . ?
C55 C56 C57 C58 0.3(3) . . . . ?
C56 C57 C58 C59 -0.3(3) . . . . ?
C57 C58 C59 C54 0.4(3) . . . . ?
C55 C54 C59 C58 -0.5(3) . . . . ?
C8 C54 C59 C58 -174.57(16) . . . . ?
C8 C7 C60 C61 129.87(19) . . . . ?
C6 C7 C60 C61 -46.8(2) . . . . ?
C8 C7 C60 C65 -49.4(2) . . . . ?
C6 C7 C60 C65 134.00(17) . . . . ?
C65 C60 C61 C62 2.4(3) . . . . ?
C7 C60 C61 C62 -176.82(17) . . . . ?
C60 C61 C62 C63 -1.8(3) . . . . ?
C61 C62 C63 C64 0.1(3) . . . . ?
C62 C63 C64 C65 1.0(3) . . . . ?
C63 C64 C65 C60 -0.3(3) . . . . ?
C61 C60 C65 C64 -1.4(3) . . . . ?
C7 C60 C65 C64 177.87(16) . . . . ?
C5 C6 C66 C67 143.11(18) . . . . ?
C7 C6 C66 C67 -40.5(2) . . . . ?
C5 C6 C66 C71 -38.7(3) . . . . ?
C7 C6 C66 C71 137.69(17) . . . . ?
C71 C66 C67 C68 1.2(3) . . . . ?
C6 C66 C67 C68 179.38(16) . . . . ?
C66 C67 C68 C69 0.2(3) . . . . ?
C67 C68 C69 C70 -0.9(3) . . . . ?
C68 C69 C70 C71 0.3(3) . . . . ?
C69 C70 C71 C66 1.1(3) . . . . ?
C67 C66 C71 C70 -1.8(3) . . . . ?
C6 C66 C71 C70 179.98(16) . . . . ?

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.074

_shelxl_version_number           2013-4


# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.250 0.000 236 58 ' '
2 0.250 -0.250 0.500 236 58 ' '
3 0.750 0.250 0.500 236 58 ' '
4 0.750 -0.250 1.000 236 58 ' '
5 0.367 0.103 0.074 10 1 ' '
6 0.633 0.103 0.426 10 1 ' '
7 0.133 0.397 0.926 10 1 ' '
8 0.867 0.396 0.574 10 1 ' '
9 0.133 0.603 0.426 10 1 ' '
10 0.867 0.603 0.074 10 1 ' '
11 0.367 0.896 0.574 10 1 ' '
12 0.633 0.897 0.926 10 1 ' '
_platon_squeeze_details          
;The unit cell contains 4 n-hexane molecules 
which have been treated
as a diffuse contribution to the overall 
scattering without specific atom
positions by SQUEEZE/PLATON.
;
####################################################################### 
# 
# 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_13
_database_code_depnum_ccdc_archive 'CCDC 1443360'
_audit_update_record             
;
2016-02-27 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            13
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H33 B S'
_chemical_formula_sum            'C44 H33 B S'
_chemical_formula_weight         604.57

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      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                   8.5301(6)
_cell_length_b                   9.7269(7)
_cell_length_c                   19.5345(15)
_cell_angle_alpha                87.469(2)
_cell_angle_beta                 86.921(2)
_cell_angle_gamma                82.647(2)
_cell_volume                     1604.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.3215
_cell_measurement_theta_max      27.065

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             636
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.476
_exptl_crystal_size_mid          0.344
_exptl_crystal_size_min          0.236
_exptl_absorpt_coefficient_mu    0.133
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   SADABs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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            27890
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.321
_diffrn_reflns_theta_max         26.372
_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             6556
_reflns_number_gt                4525
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0537P)²+1.1470P] 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         6556
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1539
_refine_ls_wR_factor_gt          0.1334
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
S1 S 0.54768(8) -0.08487(8) 0.63292(4) 0.0563(2) Uani 1 1 d . . . . .
C69 C 0.1249(4) 0.3259(4) 0.52866(17) 0.0757(10) Uani 1 1 d . . . . .
H69 H 0.0311 0.3853 0.5184 0.091 Uiso 1 1 calc R U . . .
C70 C 0.2685(4) 0.3575(4) 0.50349(16) 0.0790(11) Uani 1 1 d . . . . .
H70 H 0.2731 0.4386 0.4749 0.095 Uiso 1 1 calc R U . . .
C65 C 0.4106(4) 0.2733(4) 0.51863(13) 0.0642(9) Uani 1 1 d . . . . .
C66 C 0.4029(3) 0.1510(3) 0.56202(13) 0.0543(7) Uani 1 1 d . . . . .
C61 C 0.5475(3) 0.0690(3) 0.57930(13) 0.0538(7) Uani 1 1 d . . . . .
C1 C 0.3958(2) -0.1368(2) 0.76960(13) 0.0370(5) Uani 1 1 d . . . . .
C2 C 0.3310(2) -0.0375(2) 0.82690(12) 0.0344(5) Uani 1 1 d . . . . .
C21 C 0.2536(3) -0.0925(2) 0.89113(13) 0.0351(5) Uani 1 1 d . . . . .
C22 C 0.3404(3) -0.1441(2) 0.94669(13) 0.0416(6) Uani 1 1 d . . . . .
H22 H 0.4519 -0.1438 0.9443 0.050 Uiso 1 1 calc R U . . .
C23 C 0.2675(3) -0.1966(2) 1.00596(14) 0.0464(6) Uani 1 1 d . . . . .
H23 H 0.3289 -0.2306 1.0437 0.056 Uiso 1 1 calc R U . . .
C24 C 0.1059(3) -0.1992(2) 1.00979(15) 0.0495(7) Uani 1 1 d . . . . .
H24 H 0.0556 -0.2355 1.0500 0.059 Uiso 1 1 calc R U . . .
C11 C 0.2605(3) -0.1917(3) 0.73369(13) 0.0424(6) Uani 1 1 d . . . . .
C12 C 0.2787(3) -0.3220(3) 0.70496(14) 0.0520(7) Uani 1 1 d . . . . .
H12 H 0.3736 -0.3831 0.7108 0.062 Uiso 1 1 calc R U . . .
C13 C 0.1593(4) -0.3632(3) 0.66783(15) 0.0651(9) Uani 1 1 d . . . . .
H13 H 0.1726 -0.4528 0.6492 0.078 Uiso 1 1 calc R U . . .
C14 C 0.0215(4) -0.2749(4) 0.65774(16) 0.0706(10) Uani 1 1 d . . . . .
H14 H -0.0600 -0.3037 0.6325 0.085 Uiso 1 1 calc R U . . .
C15 C 0.0029(3) -0.1446(4) 0.68451(15) 0.0624(8) Uani 1 1 d . . . . .
H15 H -0.0908 -0.0828 0.6772 0.075 Uiso 1 1 calc R U . . .
C16 C 0.1209(3) -0.1039(3) 0.72207(14) 0.0499(7) Uani 1 1 d . . . . .
H16 H 0.1065 -0.0141 0.7404 0.060 Uiso 1 1 calc R U . . .
C25 C 0.0181(3) -0.1487(3) 0.95502(16) 0.0517(7) Uani 1 1 d . . . . .
H25 H -0.0931 -0.1504 0.9575 0.062 Uiso 1 1 calc R U . . .
C26 C 0.0906(3) -0.0954(2) 0.89600(14) 0.0439(6) Uani 1 1 d . . . . .
H26 H 0.0283 -0.0607 0.8587 0.053 Uiso 1 1 calc R U . . .
C3 C 0.3461(2) 0.0968(2) 0.81175(12) 0.0349(5) Uani 1 1 d . . . . .
C31 C 0.2962(2) 0.2144(2) 0.85663(14) 0.0378(6) Uani 1 1 d . . . . .
C32 C 0.2114(3) 0.3364(2) 0.83024(17) 0.0521(7) Uani 1 1 d . . . . .
H32 H 0.1867 0.3436 0.7833 0.063 Uiso 1 1 calc R U . . .
C33 C 0.1637(3) 0.4462(3) 0.8721(2) 0.0705(11) Uani 1 1 d . . . . .
H33 H 0.1041 0.5275 0.8539 0.085 Uiso 1 1 calc R U . . .
C34 C 0.2017(3) 0.4391(3) 0.9403(2) 0.0724(11) Uani 1 1 d . . . . .
H34 H 0.1681 0.5149 0.9689 0.087 Uiso 1 1 calc R U . . .
C35 C 0.2887(3) 0.3211(3) 0.96630(17) 0.0575(8) Uani 1 1 d . . . . .
H35 H 0.3175 0.3162 1.0127 0.069 Uiso 1 1 calc R U . . .
C36 C 0.3342(3) 0.2099(2) 0.92495(14) 0.0425(6) Uani 1 1 d . . . . .
H36 H 0.3928 0.1286 0.9437 0.051 Uiso 1 1 calc R U . . .
C4 C 0.4169(3) 0.1237(2) 0.73975(13) 0.0382(5) Uani 1 1 d . . . . .
H1 H 0.3331 0.1756 0.7113 0.046 Uiso 1 1 calc R U . . .
C41 C 0.5598(3) 0.2039(2) 0.73707(13) 0.0383(5) Uani 1 1 d . . . . .
C46 C 0.6853(3) 0.1631(2) 0.77879(15) 0.0474(6) Uani 1 1 d . . . . .
H46 H 0.6793 0.0878 0.8110 0.057 Uiso 1 1 calc R U . . .
C45 C 0.8196(3) 0.2308(3) 0.77419(16) 0.0553(7) Uani 1 1 d . . . . .
H45 H 0.9055 0.2004 0.8024 0.066 Uiso 1 1 calc R U . . .
C44 C 0.8279(3) 0.3425(3) 0.72831(16) 0.0604(8) Uani 1 1 d . . . . .
H44 H 0.9198 0.3886 0.7246 0.072 Uiso 1 1 calc R U . . .
C43 C 0.7023(4) 0.3862(3) 0.68822(15) 0.0617(8) Uani 1 1 d . . . . .
H43 H 0.7068 0.4643 0.6575 0.074 Uiso 1 1 calc R U . . .
C42 C 0.5692(3) 0.3178(3) 0.69211(13) 0.0484(6) Uani 1 1 d . . . . .
H42 H 0.4835 0.3489 0.6638 0.058 Uiso 1 1 calc R U . . .
C51 C 0.5192(3) -0.2490(2) 0.79823(13) 0.0375(5) Uani 1 1 d . . . . .
C52 C 0.6791(3) -0.2334(2) 0.79366(14) 0.0455(6) Uani 1 1 d . . . . .
H52 H 0.7129 -0.1554 0.7689 0.055 Uiso 1 1 calc R U . . .
C53 C 0.7900(3) -0.3291(3) 0.82441(16) 0.0528(7) Uani 1 1 d . . . . .
H53 H 0.8986 -0.3156 0.8210 0.063 Uiso 1 1 calc R U . . .
C54 C 0.7440(3) -0.4443(2) 0.86023(15) 0.0503(7) Uani 1 1 d . . . . .
H54 H 0.8203 -0.5106 0.8811 0.060 Uiso 1 1 calc R U . . .
C55 C 0.5855(3) -0.4618(2) 0.86524(14) 0.0477(6) Uani 1 1 d . . . . .
H55 H 0.5526 -0.5407 0.8896 0.057 Uiso 1 1 calc R U . . .
C56 C 0.4753(3) -0.3657(2) 0.83514(13) 0.0422(6) Uani 1 1 d . . . . .
H56 H 0.3667 -0.3788 0.8395 0.051 Uiso 1 1 calc R U . . .
C62 C 0.6901(3) 0.1016(4) 0.55150(14) 0.0632(9) Uani 1 1 d . . . . .
H62 H 0.7854 0.0451 0.5623 0.076 Uiso 1 1 calc R U . . .
C63 C 0.6950(4) 0.2197(4) 0.50664(14) 0.0761(11) Uani 1 1 d . . . . .
H63 H 0.7937 0.2408 0.4870 0.091 Uiso 1 1 calc R U . . .
C64 C 0.5605(4) 0.3028(4) 0.49145(15) 0.0792(12) Uani 1 1 d . . . . .
H64 H 0.5668 0.3825 0.4620 0.095 Uiso 1 1 calc R U . . .
C67 C 0.2510(3) 0.1196(3) 0.58525(14) 0.0561(7) Uani 1 1 d . . . . .
H67 H 0.2425 0.0370 0.6122 0.067 Uiso 1 1 calc R U . . .
C68 C 0.1165(4) 0.2047(4) 0.56991(15) 0.0654(9) Uani 1 1 d . . . . .
H68 H 0.0165 0.1819 0.5873 0.079 Uiso 1 1 calc R U . . .
B1 B 0.4575(3) -0.0284(3) 0.71314(15) 0.0408(7) 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
S1 B1 1.785(3) . ?
S1 C61 1.789(3) . ?
C69 C70 1.362(4) . ?
C69 C68 1.405(4) . ?
C69 H69 0.9500 . ?
C70 C65 1.411(5) . ?
C70 H70 0.9500 . ?
C65 C64 1.416(4) . ?
C65 C66 1.436(4) . ?
C66 C67 1.415(3) . ?
C66 C61 1.429(4) . ?
C61 C62 1.374(3) . ?
C1 C51 1.525(3) . ?
C1 C2 1.544(3) . ?
C1 C11 1.545(3) . ?
C1 B1 1.607(3) . ?
C2 C3 1.348(3) . ?
C2 C21 1.496(3) . ?
C21 C22 1.386(3) . ?
C21 C26 1.393(3) . ?
C22 C23 1.393(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(4) . ?
C24 H24 0.9500 . ?
C11 C12 1.395(4) . ?
C11 C16 1.397(4) . ?
C12 C13 1.390(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.383(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.379(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C25 C26 1.390(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C3 C31 1.477(3) . ?
C3 C4 1.526(3) . ?
C31 C36 1.388(4) . ?
C31 C32 1.402(3) . ?
C32 C33 1.380(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.385(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.377(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.382(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C4 C41 1.527(3) . ?
C4 B1 1.580(4) . ?
C4 H1 1.0000 . ?
C41 C46 1.387(3) . ?
C41 C42 1.391(3) . ?
C46 C45 1.390(3) . ?
C46 H46 0.9500 . ?
C45 C44 1.384(4) . ?
C45 H45 0.9500 . ?
C44 C43 1.373(4) . ?
C44 H44 0.9500 . ?
C43 C42 1.385(4) . ?
C43 H43 0.9500 . ?
C42 H42 0.9500 . ?
C51 C52 1.390(3) . ?
C51 C56 1.398(3) . ?
C52 C53 1.381(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.384(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.381(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.375(3) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C62 C63 1.417(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.355(5) . ?
C63 H63 0.9500 . ?
C64 H64 0.9500 . ?
C67 C68 1.366(4) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 S1 C61 105.32(13) . . ?
C70 C69 C68 119.5(3) . . ?
C70 C69 H69 120.3 . . ?
C68 C69 H69 120.3 . . ?
C69 C70 C65 121.9(3) . . ?
C69 C70 H70 119.0 . . ?
C65 C70 H70 119.0 . . ?
C70 C65 C64 122.6(3) . . ?
C70 C65 C66 118.8(3) . . ?
C64 C65 C66 118.6(3) . . ?
C67 C66 C61 124.0(3) . . ?
C67 C66 C65 117.5(3) . . ?
C61 C66 C65 118.5(2) . . ?
C62 C61 C66 120.6(3) . . ?
C62 C61 S1 118.1(3) . . ?
C66 C61 S1 121.19(18) . . ?
C51 C1 C2 109.50(19) . . ?
C51 C1 C11 114.80(19) . . ?
C2 C1 C11 111.45(18) . . ?
C51 C1 B1 117.00(18) . . ?
C2 C1 B1 100.37(18) . . ?
C11 C1 B1 102.73(19) . . ?
C3 C2 C21 125.7(2) . . ?
C3 C2 C1 114.1(2) . . ?
C21 C2 C1 120.15(18) . . ?
C22 C21 C26 118.0(2) . . ?
C22 C21 C2 121.75(19) . . ?
C26 C21 C2 120.2(2) . . ?
C21 C22 C23 121.3(2) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C12 C11 C16 117.6(2) . . ?
C12 C11 C1 122.2(2) . . ?
C16 C11 C1 119.8(2) . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.6(3) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C24 C25 C26 120.7(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.6(3) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C2 C3 C31 126.2(2) . . ?
C2 C3 C4 114.0(2) . . ?
C31 C3 C4 119.73(19) . . ?
C36 C31 C32 117.9(2) . . ?
C36 C31 C3 121.9(2) . . ?
C32 C31 C3 120.2(3) . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C32 C33 C34 120.8(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C35 C34 C33 119.3(3) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C36 120.1(3) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 121.5(2) . . ?
C35 C36 H36 119.3 . . ?
C31 C36 H36 119.3 . . ?
C3 C4 C41 114.7(2) . . ?
C3 C4 B1 101.83(18) . . ?
C41 C4 B1 113.19(18) . . ?
C3 C4 H1 109.0 . . ?
C41 C4 H1 109.0 . . ?
B1 C4 H1 109.0 . . ?
C46 C41 C42 118.3(2) . . ?
C46 C41 C4 120.6(2) . . ?
C42 C41 C4 121.1(2) . . ?
C41 C46 C45 121.1(2) . . ?
C41 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C44 C45 C46 119.8(3) . . ?
C44 C45 H45 120.1 . . ?
C46 C45 H45 120.1 . . ?
C43 C44 C45 119.6(2) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C44 C43 C42 120.7(3) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C43 C42 C41 120.5(3) . . ?
C43 C42 H42 119.7 . . ?
C41 C42 H42 119.7 . . ?
C52 C51 C56 117.2(2) . . ?
C52 C51 C1 121.1(2) . . ?
C56 C51 C1 121.49(19) . . ?
C53 C52 C51 121.4(2) . . ?
C53 C52 H52 119.3 . . ?
C51 C52 H52 119.3 . . ?
C52 C53 C54 120.4(2) . . ?
C52 C53 H53 119.8 . . ?
C54 C53 H53 119.8 . . ?
C55 C54 C53 119.1(2) . . ?
C55 C54 H54 120.4 . . ?
C53 C54 H54 120.4 . . ?
C56 C55 C54 120.3(2) . . ?
C56 C55 H55 119.8 . . ?
C54 C55 H55 119.8 . . ?
C55 C56 C51 121.6(2) . . ?
C55 C56 H56 119.2 . . ?
C51 C56 H56 119.2 . . ?
C61 C62 C63 120.0(3) . . ?
C61 C62 H62 120.0 . . ?
C63 C62 H62 120.0 . . ?
C64 C63 C62 120.8(3) . . ?
C64 C63 H63 119.6 . . ?
C62 C63 H63 119.6 . . ?
C63 C64 C65 121.3(3) . . ?
C63 C64 H64 119.3 . . ?
C65 C64 H64 119.3 . . ?
C68 C67 C66 121.8(3) . . ?
C68 C67 H67 119.1 . . ?
C66 C67 H67 119.1 . . ?
C67 C68 C69 120.5(3) . . ?
C67 C68 H68 119.8 . . ?
C69 C68 H68 119.8 . . ?
C4 B1 C1 109.4(2) . . ?
C4 B1 S1 129.35(19) . . ?
C1 B1 S1 121.14(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C68 C69 C70 C65 -1.2(5) . . . . ?
C69 C70 C65 C64 178.3(3) . . . . ?
C69 C70 C65 C66 -0.2(5) . . . . ?
C70 C65 C66 C67 2.2(4) . . . . ?
C64 C65 C66 C67 -176.4(3) . . . . ?
C70 C65 C66 C61 -177.7(3) . . . . ?
C64 C65 C66 C61 3.8(4) . . . . ?
C67 C66 C61 C62 176.1(3) . . . . ?
C65 C66 C61 C62 -4.1(4) . . . . ?
C67 C66 C61 S1 0.3(4) . . . . ?
C65 C66 C61 S1 -179.9(2) . . . . ?
B1 S1 C61 C62 122.4(2) . . . . ?
B1 S1 C61 C66 -61.7(2) . . . . ?
C51 C1 C2 C3 123.8(2) . . . . ?
C11 C1 C2 C3 -108.1(2) . . . . ?
B1 C1 C2 C3 0.1(2) . . . . ?
C51 C1 C2 C21 -58.5(2) . . . . ?
C11 C1 C2 C21 69.6(3) . . . . ?
B1 C1 C2 C21 177.78(19) . . . . ?
C3 C2 C21 C22 -95.7(3) . . . . ?
C1 C2 C21 C22 86.9(3) . . . . ?
C3 C2 C21 C26 85.6(3) . . . . ?
C1 C2 C21 C26 -91.8(3) . . . . ?
C26 C21 C22 C23 -0.5(3) . . . . ?
C2 C21 C22 C23 -179.2(2) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C51 C1 C11 C12 -24.8(3) . . . . ?
C2 C1 C11 C12 -150.0(2) . . . . ?
B1 C1 C11 C12 103.3(3) . . . . ?
C51 C1 C11 C16 162.8(2) . . . . ?
C2 C1 C11 C16 37.6(3) . . . . ?
B1 C1 C11 C16 -69.1(3) . . . . ?
C16 C11 C12 C13 -1.8(4) . . . . ?
C1 C11 C12 C13 -174.3(2) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C12 C13 C14 C15 0.3(4) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C12 C11 C16 C15 1.1(4) . . . . ?
C1 C11 C16 C15 173.9(2) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C25 C26 C21 0.2(4) . . . . ?
C22 C21 C26 C25 0.0(3) . . . . ?
C2 C21 C26 C25 178.8(2) . . . . ?
C21 C2 C3 C31 3.0(4) . . . . ?
C1 C2 C3 C31 -179.5(2) . . . . ?
C21 C2 C3 C4 -174.7(2) . . . . ?
C1 C2 C3 C4 2.8(3) . . . . ?
C2 C3 C31 C36 48.0(3) . . . . ?
C4 C3 C31 C36 -134.5(2) . . . . ?
C2 C3 C31 C32 -133.7(2) . . . . ?
C4 C3 C31 C32 43.8(3) . . . . ?
C36 C31 C32 C33 -2.0(3) . . . . ?
C3 C31 C32 C33 179.6(2) . . . . ?
C31 C32 C33 C34 1.5(4) . . . . ?
C32 C33 C34 C35 0.3(4) . . . . ?
C33 C34 C35 C36 -1.5(4) . . . . ?
C34 C35 C36 C31 1.0(3) . . . . ?
C32 C31 C36 C35 0.8(3) . . . . ?
C3 C31 C36 C35 179.1(2) . . . . ?
C2 C3 C4 C41 -127.0(2) . . . . ?
C31 C3 C4 C41 55.2(3) . . . . ?
C2 C3 C4 B1 -4.3(2) . . . . ?
C31 C3 C4 B1 177.80(19) . . . . ?
C3 C4 C41 C46 49.8(3) . . . . ?
B1 C4 C41 C46 -66.4(3) . . . . ?
C3 C4 C41 C42 -131.3(2) . . . . ?
B1 C4 C41 C42 112.4(3) . . . . ?
C42 C41 C46 C45 -2.4(4) . . . . ?
C4 C41 C46 C45 176.5(2) . . . . ?
C41 C46 C45 C44 1.3(4) . . . . ?
C46 C45 C44 C43 0.6(4) . . . . ?
C45 C44 C43 C42 -1.5(4) . . . . ?
C44 C43 C42 C41 0.4(4) . . . . ?
C46 C41 C42 C43 1.5(4) . . . . ?
C4 C41 C42 C43 -177.4(2) . . . . ?
C2 C1 C51 C52 -93.1(3) . . . . ?
C11 C1 C51 C52 140.7(2) . . . . ?
B1 C1 C51 C52 20.2(3) . . . . ?
C2 C1 C51 C56 81.4(3) . . . . ?
C11 C1 C51 C56 -44.8(3) . . . . ?
B1 C1 C51 C56 -165.3(2) . . . . ?
C56 C51 C52 C53 -0.1(4) . . . . ?
C1 C51 C52 C53 174.6(2) . . . . ?
C51 C52 C53 C54 0.6(4) . . . . ?
C52 C53 C54 C55 -0.5(4) . . . . ?
C53 C54 C55 C56 -0.1(4) . . . . ?
C54 C55 C56 C51 0.7(4) . . . . ?
C52 C51 C56 C55 -0.5(4) . . . . ?
C1 C51 C56 C55 -175.2(2) . . . . ?
C66 C61 C62 C63 1.7(4) . . . . ?
S1 C61 C62 C63 177.6(2) . . . . ?
C61 C62 C63 C64 1.1(5) . . . . ?
C62 C63 C64 C65 -1.3(5) . . . . ?
C70 C65 C64 C63 -179.7(3) . . . . ?
C66 C65 C64 C63 -1.2(5) . . . . ?
C61 C66 C67 C68 176.9(3) . . . . ?
C65 C66 C67 C68 -2.9(4) . . . . ?
C66 C67 C68 C69 1.6(5) . . . . ?
C70 C69 C68 C67 0.5(5) . . . . ?
C3 C4 B1 C1 4.2(2) . . . . ?
C41 C4 B1 C1 127.8(2) . . . . ?
C3 C4 B1 S1 -178.83(18) . . . . ?
C41 C4 B1 S1 -55.2(3) . . . . ?
C51 C1 B1 C4 -121.1(2) . . . . ?
C2 C1 B1 C4 -2.8(2) . . . . ?
C11 C1 B1 C4 112.2(2) . . . . ?
C51 C1 B1 S1 61.6(3) . . . . ?
C2 C1 B1 S1 179.93(16) . . . . ?
C11 C1 B1 S1 -65.1(2) . . . . ?
C61 S1 B1 C4 -11.8(3) . . . . ?
C61 S1 B1 C1 164.82(19) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_14
_database_code_depnum_ccdc_archive 'CCDC 1443361'
_audit_update_record             
;
2016-02-27 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;
_vrf_ABSMU01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected absorption coefficient lies
               outside the range 0.90 <> 1.10
            Calculated value of mu =     0.072
            Value of mu given      =     0.062  
         
RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_vrf_CHEMW01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected molecular weight as calculated
            from the _chemical_formula_sum lies outside
            the range 0.90 <> 1.10
            Calculated formula weight =   629.6497
            Formula weight given      =   537.4700      

RESPONSE: Difference is due to the addition of toluene to structural formula.  
;

_vrf_CHEMW01_ALERT_1_C           
;
PROBLEM:  The difference between the given and expected weight for
            compound is greater 1 mass unit. Check that all hydrogen
            atoms have been taken into account
       
RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_vrf_FORMU01_ALERT_2_G           
;
PROBLEM:  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C47 H40 B1 N1
            Atom count from the _atom_site data:  C40 H32 B1 N1

RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_vrf_CELLZ01_ALERT_1_G           
;
PROBLEM:  Difference between formula and atom_site contents detected.

PROBLEM:   ALERT: Large difference may be due to a
            symmetry error - see SYMMG tests
           From the CIF: _cell_formula_units_Z    2
           From the CIF: _chemical_formula_sum  C47 H40 B N
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C         94.00     80.00   14.00
           H         80.00     64.00   16.00
           B          2.00      2.00    0.00
           N          2.00      2.00    0.00

RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_vrf_PLAT041_ALERT_1_G           
;
PROBLEM:  Calc. and Reported SumFormula    Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_vrf_PLAT042_ALERT_1_G           
;
PROBLEM:  Calc. and Reported MoietyFormula Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of toluene to structural formula.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            14
_chemical_melting_point          ?
_chemical_formula_moiety         'C47 H40 B N'
_chemical_formula_sum            'C47 H40 B N'
_chemical_formula_weight         537.47

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'
Cl Cl 0.1484 0.1585 '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                   10.1357(6)
_cell_length_b                   12.1343(7)
_cell_length_c                   14.8636(9)
_cell_angle_alpha                70.2320(17)
_cell_angle_beta                 73.1203(19)
_cell_angle_gamma                85.9647(18)
_cell_volume                     1645.44(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    148(2)
_cell_measurement_reflns_used    7776
_cell_measurement_theta_min      2.5535
_cell_measurement_theta_max      25.4075

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.182
_exptl_absorpt_coefficient_mu    0.062
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   SADABs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      148(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            30430
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.215
_diffrn_reflns_theta_max         26.369
_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             6728
_reflns_number_gt                4601
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0555P)²+0.2245P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6728
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1167
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
C11 C 0.09101(15) -0.12191(14) 0.34948(12) 0.0260(4) Uani 1 1 d . . . . .
C16 C 0.17991(16) -0.12106(16) 0.40535(13) 0.0341(4) Uani 1 1 d . . . . .
H16 H 0.2222 -0.0493 0.3966 0.041 Uiso 1 1 calc R U . . .
C12 C 0.03488(18) -0.22935(14) 0.36228(13) 0.0355(4) Uani 1 1 d . . . . .
H12 H -0.0250 -0.2323 0.3244 0.043 Uiso 1 1 calc R U . . .
C23 C -0.33543(18) -0.11048(16) 0.50970(14) 0.0386(4) Uani 1 1 d . . . . .
H23 H -0.3455 -0.1301 0.5789 0.046 Uiso 1 1 calc R U . . .
C15 C 0.20718(19) -0.22394(19) 0.47351(14) 0.0467(5) Uani 1 1 d . . . . .
H15 H 0.2654 -0.2217 0.5127 0.056 Uiso 1 1 calc R U . . .
C13 C 0.0645(2) -0.33173(16) 0.42898(15) 0.0461(5) Uani 1 1 d . . . . .
H13 H 0.0252 -0.4042 0.4363 0.055 Uiso 1 1 calc R U . . .
C14 C 0.1506(2) -0.32951(18) 0.48492(15) 0.0502(6) Uani 1 1 d . . . . .
H14 H 0.1708 -0.4000 0.5309 0.060 Uiso 1 1 calc R U . . .
C4 C 0.01410(17) 0.12365(14) 0.08462(12) 0.0257(4) Uani 1 1 d . . . . .
C3 C -0.07427(16) 0.11761(13) 0.17398(12) 0.0261(4) Uani 1 1 d . . . . .
N1 N 0.31873(15) 0.03555(12) 0.15235(11) 0.0306(3) Uani 1 1 d . . . . .
C2 C -0.06230(16) 0.01953(13) 0.26402(12) 0.0245(4) Uani 1 1 d . . . . .
C1 C 0.06610(16) -0.01183(13) 0.27307(12) 0.0255(4) Uani 1 1 d . . . . .
B1 B 0.19526(19) 0.07282(16) 0.20572(14) 0.0273(4) Uani 1 1 d . . . . .
C61 C 0.35273(16) -0.07267(13) 0.13627(12) 0.0269(4) Uani 1 1 d . . . . .
C66 C 0.48921(17) -0.10808(15) 0.12152(13) 0.0326(4) Uani 1 1 d . . . . .
H66 H 0.5580 -0.0590 0.1218 0.039 Uiso 1 1 calc R U . . .
C63 C 0.29186(18) -0.24996(14) 0.11745(12) 0.0310(4) Uani 1 1 d . . . . .
H63 H 0.2238 -0.2984 0.1155 0.037 Uiso 1 1 calc R U . . .
C62 C 0.25502(17) -0.14467(14) 0.13300(12) 0.0293(4) Uani 1 1 d . . . . .
H62 H 0.1620 -0.1214 0.1415 0.035 Uiso 1 1 calc R U . . .
C64 C 0.42656(19) -0.28556(15) 0.10470(13) 0.0368(4) Uani 1 1 d . . . . .
H64 H 0.4513 -0.3585 0.0948 0.044 Uiso 1 1 calc R U . . .
C65 C 0.52517(18) -0.21344(16) 0.10656(13) 0.0376(4) Uani 1 1 d . . . . .
H65 H 0.6182 -0.2369 0.0974 0.045 Uiso 1 1 calc R U . . .
C22 C -0.21141(17) -0.06406(14) 0.44103(13) 0.0309(4) Uani 1 1 d . . . . .
H22 H -0.1369 -0.0516 0.4635 0.037 Uiso 1 1 calc R U . . .
C21 C -0.19385(16) -0.03510(13) 0.33861(12) 0.0256(4) Uani 1 1 d . . . . .
C25 C -0.43050(18) -0.10070(16) 0.37784(15) 0.0409(5) Uani 1 1 d . . . . .
H25 H -0.5058 -0.1135 0.3562 0.049 Uiso 1 1 calc R U . . .
C24 C -0.44461(19) -0.12848(17) 0.47826(15) 0.0450(5) Uani 1 1 d . . . . .
H24 H -0.5299 -0.1601 0.5258 0.054 Uiso 1 1 calc R U . . .
C51 C 0.19679(16) 0.20134(14) 0.20925(13) 0.0284(4) Uani 1 1 d . . . . .
C56 C 0.25664(17) 0.29785(14) 0.12572(14) 0.0333(4) Uani 1 1 d . . . . .
H56 H 0.2957 0.2869 0.0631 0.040 Uiso 1 1 calc R U . . .
C52 C 0.14054(17) 0.22217(15) 0.29904(13) 0.0331(4) Uani 1 1 d . . . . .
H52 H 0.0959 0.1593 0.3567 0.040 Uiso 1 1 calc R U . . .
C55 C 0.26037(19) 0.40825(15) 0.13191(15) 0.0408(5) Uani 1 1 d . . . . .
H55 H 0.2993 0.4726 0.0737 0.049 Uiso 1 1 calc R U . . .
C54 C 0.2074(2) 0.42554(16) 0.22282(16) 0.0428(5) Uani 1 1 d . . . . .
H54 H 0.2121 0.5013 0.2275 0.051 Uiso 1 1 calc R U . . .
C53 C 0.14781(19) 0.33234(16) 0.30669(15) 0.0412(5) Uani 1 1 d . . . . .
H53 H 0.1119 0.3435 0.3694 0.049 Uiso 1 1 calc R U . . .
C41 C 0.04322(16) 0.21695(14) -0.01256(12) 0.0260(4) Uani 1 1 d . . . . .
C42 C 0.10714(16) 0.18725(15) -0.09776(13) 0.0303(4) Uani 1 1 d . . . . .
H42 H 0.1239 0.1073 -0.0912 0.036 Uiso 1 1 calc R U . . .
C46 C 0.02111(18) 0.33568(14) -0.02526(13) 0.0343(4) Uani 1 1 d . . . . .
H46 H -0.0214 0.3589 0.0312 0.041 Uiso 1 1 calc R U . . .
C43 C 0.14665(18) 0.27171(16) -0.19160(13) 0.0365(4) Uani 1 1 d . . . . .
H43 H 0.1900 0.2495 -0.2485 0.044 Uiso 1 1 calc R U . . .
C45 C 0.0604(2) 0.41949(16) -0.11887(14) 0.0412(5) Uani 1 1 d . . . . .
H45 H 0.0443 0.4997 -0.1262 0.049 Uiso 1 1 calc R U . . .
C44 C 0.12277(19) 0.38776(16) -0.20193(14) 0.0396(5) Uani 1 1 d . . . . .
H44 H 0.1492 0.4459 -0.2661 0.048 Uiso 1 1 calc R U . . .
C31 C -0.18704(16) 0.20235(13) 0.18731(12) 0.0265(4) Uani 1 1 d . . . . .
C36 C -0.20786(18) 0.25363(14) 0.26052(13) 0.0320(4) Uani 1 1 d . . . . .
H36 H -0.1475 0.2375 0.3015 0.038 Uiso 1 1 calc R U . . .
C32 C -0.27773(18) 0.22645(16) 0.12874(14) 0.0364(4) Uani 1 1 d . . . . .
H32 H -0.2652 0.1916 0.0785 0.044 Uiso 1 1 calc R U . . .
C33 C -0.38564(19) 0.30055(18) 0.14307(15) 0.0473(5) Uani 1 1 d . . . . .
H33 H -0.4468 0.3165 0.1027 0.057 Uiso 1 1 calc R U . . .
C35 C -0.31626(18) 0.32829(15) 0.27443(14) 0.0393(4) Uani 1 1 d . . . . .
H35 H -0.3294 0.3635 0.3244 0.047 Uiso 1 1 calc R U . . .
C34 C -0.4050(2) 0.35143(17) 0.21560(15) 0.0472(5) Uani 1 1 d . . . . .
H34 H -0.4794 0.4024 0.2252 0.057 Uiso 1 1 calc R U . . .
C26 C -0.30605(17) -0.05399(14) 0.30852(13) 0.0312(4) Uani 1 1 d . . . . .
H26 H -0.2971 -0.0345 0.2395 0.037 Uiso 1 1 calc R U . . .
H1A H 0.389(2) 0.0878(17) 0.1263(15) 0.050(6) Uiso 1 1 d . . . . .
H4 H 0.0714(18) 0.0551(16) 0.0817(13) 0.040(5) 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
C11 C12 1.390(2) . ?
C11 C16 1.394(2) . ?
C11 C1 1.494(2) . ?
C16 C15 1.386(3) . ?
C12 C13 1.380(2) . ?
C23 C24 1.376(3) . ?
C23 C22 1.380(2) . ?
C15 C14 1.378(3) . ?
C13 C14 1.376(3) . ?
C4 C3 1.351(2) . ?
C4 C41 1.466(2) . ?
C3 C2 1.490(2) . ?
C3 C31 1.498(2) . ?
N1 B1 1.409(2) . ?
N1 C61 1.415(2) . ?
C2 C1 1.362(2) . ?
C2 C21 1.488(2) . ?
C1 B1 1.582(2) . ?
B1 C51 1.579(2) . ?
C61 C62 1.387(2) . ?
C61 C66 1.397(2) . ?
C66 C65 1.377(2) . ?
C63 C62 1.381(2) . ?
C63 C64 1.382(2) . ?
C64 C65 1.386(2) . ?
C22 C21 1.401(2) . ?
C21 C26 1.395(2) . ?
C25 C24 1.380(3) . ?
C25 C26 1.387(2) . ?
C51 C52 1.391(2) . ?
C51 C56 1.400(2) . ?
C56 C55 1.377(2) . ?
C52 C53 1.388(2) . ?
C55 C54 1.383(3) . ?
C54 C53 1.380(3) . ?
C41 C42 1.397(2) . ?
C41 C46 1.399(2) . ?
C42 C43 1.387(2) . ?
C46 C45 1.381(2) . ?
C43 C44 1.376(3) . ?
C45 C44 1.381(3) . ?
C31 C36 1.386(2) . ?
C31 C32 1.394(2) . ?
C36 C35 1.388(2) . ?
C32 C33 1.381(3) . ?
C33 C34 1.376(3) . ?
C35 C34 1.381(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
C12 C11 C16 117.81(15) . . ?
C12 C11 C1 121.45(14) . . ?
C16 C11 C1 120.58(14) . . ?
C15 C16 C11 120.60(17) . . ?
C13 C12 C11 121.25(16) . . ?
C24 C23 C22 120.24(18) . . ?
C14 C15 C16 120.61(18) . . ?
C14 C13 C12 120.39(18) . . ?
C13 C14 C15 119.31(17) . . ?
C3 C4 C41 131.22(15) . . ?
C4 C3 C2 118.54(14) . . ?
C4 C3 C31 123.53(15) . . ?
C2 C3 C31 117.91(14) . . ?
B1 N1 C61 131.11(15) . . ?
C1 C2 C21 125.09(14) . . ?
C1 C2 C3 118.33(14) . . ?
C21 C2 C3 116.57(13) . . ?
C2 C1 C11 122.50(14) . . ?
C2 C1 B1 120.26(14) . . ?
C11 C1 B1 117.14(13) . . ?
N1 B1 C51 116.74(15) . . ?
N1 B1 C1 123.43(15) . . ?
C51 B1 C1 119.23(15) . . ?
C62 C61 C66 118.47(15) . . ?
C62 C61 N1 122.14(14) . . ?
C66 C61 N1 119.39(14) . . ?
C65 C66 C61 120.68(16) . . ?
C62 C63 C64 120.72(16) . . ?
C63 C62 C61 120.56(15) . . ?
C63 C64 C65 119.09(16) . . ?
C66 C65 C64 120.46(16) . . ?
C23 C22 C21 120.93(16) . . ?
C26 C21 C22 117.79(15) . . ?
C26 C21 C2 120.96(14) . . ?
C22 C21 C2 121.18(14) . . ?
C24 C25 C26 119.82(17) . . ?
C23 C24 C25 120.16(17) . . ?
C52 C51 C56 116.85(15) . . ?
C52 C51 B1 120.00(15) . . ?
C56 C51 B1 123.12(16) . . ?
C55 C56 C51 121.74(18) . . ?
C53 C52 C51 121.81(17) . . ?
C56 C55 C54 120.07(17) . . ?
C53 C54 C55 119.71(17) . . ?
C54 C53 C52 119.75(18) . . ?
C42 C41 C46 117.46(15) . . ?
C42 C41 C4 118.18(15) . . ?
C46 C41 C4 124.16(15) . . ?
C43 C42 C41 121.57(16) . . ?
C45 C46 C41 120.78(17) . . ?
C44 C43 C42 119.71(17) . . ?
C44 C45 C46 120.61(17) . . ?
C43 C44 C45 119.87(17) . . ?
C36 C31 C32 118.72(15) . . ?
C36 C31 C3 121.28(14) . . ?
C32 C31 C3 119.93(15) . . ?
C31 C36 C35 120.49(16) . . ?
C33 C32 C31 120.55(18) . . ?
C34 C33 C32 120.28(18) . . ?
C34 C35 C36 120.05(18) . . ?
C33 C34 C35 119.91(17) . . ?
C25 C26 C21 121.05(16) . . ?

_refine_diff_density_max         0.168
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4


# SQUEEZE RESULTS (Version = 260116)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.500 0.500 195 48 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;The unit cell contains 1 toluene molecule 
on an inversion center which has been treated as a 
diffuse contribution to the overall scattering 
without specific atom
positions by SQUEEZE/PLATON.
;
####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 1443362'
_audit_update_record             
;
2016-02-27 deposited with the CCDC.
2016-02-29 downloaded from the CCDC.
;

_vrf_ABSMU01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected absorption coefficient lies
               outside the range 0.90 <> 1.10
            Calculated value of mu =     0.141
            Value of mu given      =     0.110  
         
RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_CHEMW01_ALERT_1_A           
;
PROBLEM:  The ratio of given/expected molecular weight as calculated
            from the _chemical_formula_sum lies outside
            the range 0.90 <> 1.10
            Calculated formula weight =   843.0757
            Formula weight given      =   554.4300     

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.  
;

_vrf_CHEMW01_ALERT_1_C           
;
PROBLEM:  The difference between the given and expected weight for
            compound is greater 1 mass unit. Check that all hydrogen
            atoms have been taken into account
       
RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_FORMU01_ALERT_2_G           
;
PROBLEM:  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C60 H80 B1 P1
            Atom count from the _atom_site data:  C40 H32 B1 P1

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_CELLZ01_ALERT_1_G           
;
PROBLEM:  Difference between formula and atom_site contents detected.

PROBLEM:   ALERT: Large difference may be due to a
            symmetry error - see SYMMG tests
           From the CIF: _cell_formula_units_Z    8
           From the CIF: _chemical_formula_sum  C60 H80 B P
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        480.00    320.00  160.00
           H        640.00    256.00  384.00
           B          8.00      8.00    0.00
           P          8.00      8.00    0.00

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_PLAT041_ALERT_1_G           
;
PROBLEM:  Calc. and Reported SumFormula    Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_vrf_PLAT042_ALERT_1_G           
;
PROBLEM:  Calc. and Reported MoietyFormula Strings  Differ     Please Check

RESPONSE: Difference is due to the addition of 4 n-pentane molecules to structural formula.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            15
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H80 B P'
_chemical_formula_sum            'C60 H80 B P'
_chemical_formula_weight         554.43

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'
O O 0.0106 0.0060 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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'
'-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                   14.7877(6)
_cell_length_b                   12.3571(6)
_cell_length_c                   35.9892(16)
_cell_angle_alpha                90
_cell_angle_beta                 95.394(3)
_cell_angle_gamma                90
_cell_volume                     6547.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9996
_cell_measurement_theta_min      2.487
_cell_measurement_theta_max      25.839

_exptl_crystal_description       blocklike
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_F_000             2336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.081
_exptl_absorpt_coefficient_mu    0.110
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   SADABs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(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            67579
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         5.101
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5953
_reflns_number_gt                5223
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0329P)²+17.1146P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5953
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0620
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1297
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.001
_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
P1 P 0.62381(4) 0.48846(5) 0.12048(2) 0.02576(16) Uani 1 1 d . . . . .
C1 C 1.00584(17) 0.1490(2) 0.20002(7) 0.0330(6) Uani 1 1 d . . . . .
H1 H 1.0413 0.0960 0.2138 0.040 Uiso 1 1 calc R U . . .
C2 C 1.02435(17) 0.2572(2) 0.20558(7) 0.0332(6) Uani 1 1 d . . . . .
H15 H 1.0735 0.2784 0.2230 0.040 Uiso 1 1 calc R U . . .
C3 C 0.97248(16) 0.3353(2) 0.18624(6) 0.0284(5) Uani 1 1 d . . . . .
H16 H 0.9857 0.4097 0.1906 0.034 Uiso 1 1 calc R U . . .
C4 C 0.90073(15) 0.30531(19) 0.16034(6) 0.0231(5) Uani 1 1 d . . . . .
C5 C 0.84414(15) 0.38980(19) 0.14000(6) 0.0226(5) Uani 1 1 d . . . . .
C6 C 0.79522(15) 0.46951(19) 0.15509(6) 0.0232(5) Uani 1 1 d . . . . .
B1 B 0.74975(18) 0.5438(2) 0.12097(7) 0.0237(6) Uani 1 1 d . . . . .
C8 C 0.60833(16) 0.3483(2) 0.10831(7) 0.0276(5) Uani 1 1 d . . . . .
C9 C 0.6283(2) 0.2677(2) 0.13445(8) 0.0407(7) Uani 1 1 d . . . . .
H29 H 0.6485 0.2866 0.1594 0.049 Uiso 1 1 calc R U . . .
C10 C 0.6190(2) 0.1601(2) 0.12456(10) 0.0519(8) Uani 1 1 d . . . . .
H30 H 0.6332 0.1055 0.1428 0.062 Uiso 1 1 calc R U . . .
C11 C 0.5897(2) 0.1312(3) 0.08886(10) 0.0503(8) Uani 1 1 d . . . . .
H2 H 0.5832 0.0570 0.0823 0.060 Uiso 1 1 calc R U . . .
C12 C 0.83879(15) 0.39853(18) 0.09886(6) 0.0217(5) Uani 1 1 d . . . . .
C13 C 0.88122(16) 0.31619(18) 0.07573(6) 0.0217(5) Uani 1 1 d . . . . .
C14 C 0.82675(17) 0.2499(2) 0.05175(7) 0.0317(6) Uani 1 1 d . . . . .
H7 H 0.7626 0.2582 0.0500 0.038 Uiso 1 1 calc R U . . .
C15 C 0.8650(2) 0.1716(2) 0.03037(8) 0.0409(7) Uani 1 1 d . . . . .
H6 H 0.8271 0.1258 0.0144 0.049 Uiso 1 1 calc R U . . .
C16 C 0.95811(19) 0.1603(2) 0.03230(7) 0.0370(6) Uani 1 1 d . . . . .
H5 H 0.9845 0.1070 0.0177 0.044 Uiso 1 1 calc R U . . .
C17 C 1.01310(18) 0.2271(2) 0.05571(7) 0.0326(6) Uani 1 1 d . . . . .
H3 H 1.0773 0.2205 0.0567 0.039 Uiso 1 1 calc R U . . .
C18 C 0.97465(16) 0.30351(19) 0.07759(6) 0.0252(5) Uani 1 1 d . . . . .
H4 H 1.0127 0.3477 0.0940 0.030 Uiso 1 1 calc R U . . .
C19 C 0.78298(16) 0.52439(18) 0.04691(6) 0.0235(5) Uani 1 1 d . . . . .
C20 C 0.85909(18) 0.5257(2) 0.02663(7) 0.0316(6) Uani 1 1 d . . . . .
H12 H 0.9148 0.4964 0.0375 0.038 Uiso 1 1 calc R U . . .
C21 C 0.8550(2) 0.5687(2) -0.00877(7) 0.0387(7) Uani 1 1 d . . . . .
H8 H 0.9076 0.5682 -0.0220 0.046 Uiso 1 1 calc R U . . .
C22 C 0.7751(2) 0.6127(2) -0.02533(7) 0.0381(6) Uani 1 1 d . . . . .
H9 H 0.7725 0.6426 -0.0497 0.046 Uiso 1 1 calc R U . . .
C23 C 0.6992(2) 0.6125(2) -0.00576(7) 0.0368(6) Uani 1 1 d . . . . .
H10 H 0.6438 0.6420 -0.0168 0.044 Uiso 1 1 calc R U . . .
C24 C 0.70358(17) 0.5693(2) 0.02986(7) 0.0294(6) Uani 1 1 d . . . . .
H11 H 0.6508 0.5704 0.0430 0.035 Uiso 1 1 calc R U . . .
C25 C 0.93537(17) 0.1177(2) 0.17427(7) 0.0299(6) Uani 1 1 d . . . . .
H14 H 0.9225 0.0430 0.1703 0.036 Uiso 1 1 calc R U . . .
C26 C 0.88353(16) 0.1956(2) 0.15428(6) 0.0262(5) Uani 1 1 d . . . . .
H13 H 0.8358 0.1738 0.1363 0.031 Uiso 1 1 calc R U . . .
C27 C 0.77835(16) 0.4787(2) 0.19501(6) 0.0273(5) Uani 1 1 d . . . . .
C28 C 0.7606(2) 0.5779(2) 0.21051(7) 0.0430(7) Uani 1 1 d . . . . .
H21 H 0.7620 0.6413 0.1956 0.052 Uiso 1 1 calc R U . . .
C29 C 0.7408(2) 0.5874(3) 0.24731(8) 0.0521(8) Uani 1 1 d . . . . .
H17 H 0.7280 0.6567 0.2570 0.062 Uiso 1 1 calc R U . . .
C30 C 0.7395(2) 0.4982(3) 0.26981(7) 0.0470(8) Uani 1 1 d . . . . .
H18 H 0.7284 0.5055 0.2953 0.056 Uiso 1 1 calc R U . . .
C31 C 0.75435(19) 0.3995(2) 0.25523(7) 0.0387(7) Uani 1 1 d . . . . .
H19 H 0.7525 0.3369 0.2705 0.046 Uiso 1 1 calc R U . . .
C32 C 0.77228(18) 0.3889(2) 0.21820(7) 0.0328(6) Uani 1 1 d . . . . .
H20 H 0.7807 0.3187 0.2084 0.039 Uiso 1 1 calc R U . . .
C33 C 0.75450(15) 0.67341(19) 0.12312(6) 0.0222(5) Uani 1 1 d . . . . .
C34 C 0.68609(17) 0.7413(2) 0.13370(7) 0.0273(5) Uani 1 1 d . . . . .
H26 H 0.6302 0.7102 0.1393 0.033 Uiso 1 1 calc R U . . .
C35 C 0.69658(17) 0.8528(2) 0.13635(7) 0.0299(6) Uani 1 1 d . . . . .
H25 H 0.6487 0.8964 0.1439 0.036 Uiso 1 1 calc R U . . .
C36 C 0.77623(18) 0.9000(2) 0.12799(7) 0.0326(6) Uani 1 1 d . . . . .
H24 H 0.7837 0.9763 0.1295 0.039 Uiso 1 1 calc R U . . .
C37 C 0.84554(18) 0.8351(2) 0.11738(8) 0.0366(6) Uani 1 1 d . . . . .
H23 H 0.9010 0.8671 0.1118 0.044 Uiso 1 1 calc R U . . .
C38 C 0.83483(17) 0.7243(2) 0.11487(7) 0.0318(6) Uani 1 1 d . . . . .
H22 H 0.8832 0.6815 0.1074 0.038 Uiso 1 1 calc R U . . .
C39 C 0.5786(2) 0.3187(2) 0.07187(8) 0.0400(7) Uani 1 1 d . . . . .
H28 H 0.5646 0.3728 0.0535 0.048 Uiso 1 1 calc R U . . .
C40 C 0.5696(2) 0.2105(3) 0.06240(9) 0.0518(8) Uani 1 1 d . . . . .
H27 H 0.5494 0.1906 0.0375 0.062 Uiso 1 1 calc R U . . .
C51 C 0.78932(15) 0.48480(18) 0.08585(6) 0.0219(5) Uani 1 1 d . . . . .
H100 H 0.5590(17) 0.538(2) 0.0993(7) 0.029(7) Uiso 1 1 d . . . . .
H101 H 0.587(2) 0.496(3) 0.1528(9) 0.058(9) 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
P1 C8 1.796(3) . ?
P1 B1 1.983(3) . ?
P1 H100 1.32(2) . ?
P1 H101 1.33(3) . ?
C1 C2 1.376(4) . ?
C1 C25 1.383(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(4) . ?
C2 H15 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H16 0.9500 . ?
C4 C26 1.393(3) . ?
C4 C5 1.487(3) . ?
C5 C6 1.365(3) . ?
C5 C12 1.479(3) . ?
C6 C27 1.486(3) . ?
C6 B1 1.627(3) . ?
B1 C33 1.604(3) . ?
B1 C51 1.616(3) . ?
C8 C9 1.382(4) . ?
C8 C39 1.392(4) . ?
C9 C10 1.381(4) . ?
C9 H29 0.9500 . ?
C10 C11 1.364(5) . ?
C10 H30 0.9500 . ?
C11 C40 1.379(5) . ?
C11 H2 0.9500 . ?
C12 C51 1.351(3) . ?
C12 C13 1.490(3) . ?
C13 C18 1.386(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.389(4) . ?
C14 H7 0.9500 . ?
C15 C16 1.379(4) . ?
C15 H6 0.9500 . ?
C16 C17 1.387(4) . ?
C16 H5 0.9500 . ?
C17 C18 1.385(3) . ?
C17 H3 0.9500 . ?
C18 H4 0.9500 . ?
C19 C24 1.388(3) . ?
C19 C20 1.398(3) . ?
C19 C51 1.479(3) . ?
C20 C21 1.377(4) . ?
C20 H12 0.9500 . ?
C21 C22 1.384(4) . ?
C21 H8 0.9500 . ?
C22 C23 1.379(4) . ?
C22 H9 0.9500 . ?
C23 C24 1.384(4) . ?
C23 H10 0.9500 . ?
C24 H11 0.9500 . ?
C25 C26 1.389(3) . ?
C25 H14 0.9500 . ?
C26 H13 0.9500 . ?
C27 C28 1.382(4) . ?
C27 C32 1.396(3) . ?
C28 C29 1.388(4) . ?
C28 H21 0.9500 . ?
C29 C30 1.369(4) . ?
C29 H17 0.9500 . ?
C30 C31 1.354(4) . ?
C30 H18 0.9500 . ?
C31 C32 1.389(3) . ?
C31 H19 0.9500 . ?
C32 H20 0.9500 . ?
C33 C34 1.395(3) . ?
C33 C38 1.401(3) . ?
C34 C35 1.389(3) . ?
C34 H26 0.9500 . ?
C35 C36 1.373(4) . ?
C35 H25 0.9500 . ?
C36 C37 1.383(4) . ?
C36 H24 0.9500 . ?
C37 C38 1.380(4) . ?
C37 H23 0.9500 . ?
C38 H22 0.9500 . ?
C39 C40 1.383(4) . ?
C39 H28 0.9500 . ?
C40 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 P1 B1 115.67(11) . . ?
C8 P1 H100 103.8(11) . . ?
B1 P1 H100 118.4(11) . . ?
C8 P1 H101 102.9(14) . . ?
B1 P1 H101 115.5(14) . . ?
H100 P1 H101 98.0(17) . . ?
C2 C1 C25 119.8(2) . . ?
C2 C1 H1 120.1 . . ?
C25 C1 H1 120.1 . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 H15 119.6 . . ?
C3 C2 H15 119.6 . . ?
C2 C3 C4 120.2(2) . . ?
C2 C3 H16 119.9 . . ?
C4 C3 H16 119.9 . . ?
C26 C4 C3 118.6(2) . . ?
C26 C4 C5 121.4(2) . . ?
C3 C4 C5 120.0(2) . . ?
C6 C5 C12 111.4(2) . . ?
C6 C5 C4 127.3(2) . . ?
C12 C5 C4 121.23(19) . . ?
C5 C6 C27 125.7(2) . . ?
C5 C6 B1 107.71(19) . . ?
C27 C6 B1 126.26(19) . . ?
C33 B1 C51 118.1(2) . . ?
C33 B1 C6 120.9(2) . . ?
C51 B1 C6 100.43(18) . . ?
C33 B1 P1 112.44(17) . . ?
C51 B1 P1 104.24(16) . . ?
C6 B1 P1 97.65(15) . . ?
C9 C8 C39 118.7(2) . . ?
C9 C8 P1 121.0(2) . . ?
C39 C8 P1 120.3(2) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H29 119.7 . . ?
C8 C9 H29 119.7 . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H30 119.7 . . ?
C9 C10 H30 119.7 . . ?
C10 C11 C40 119.6(3) . . ?
C10 C11 H2 120.2 . . ?
C40 C11 H2 120.2 . . ?
C51 C12 C5 112.36(19) . . ?
C51 C12 C13 126.0(2) . . ?
C5 C12 C13 121.58(19) . . ?
C18 C13 C14 118.7(2) . . ?
C18 C13 C12 121.4(2) . . ?
C14 C13 C12 120.0(2) . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H7 119.6 . . ?
C13 C14 H7 119.6 . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H6 120.1 . . ?
C14 C15 H6 120.1 . . ?
C15 C16 C17 119.8(2) . . ?
C15 C16 H5 120.1 . . ?
C17 C16 H5 120.1 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H3 119.9 . . ?
C16 C17 H3 119.9 . . ?
C17 C18 C13 120.7(2) . . ?
C17 C18 H4 119.7 . . ?
C13 C18 H4 119.7 . . ?
C24 C19 C20 117.0(2) . . ?
C24 C19 C51 121.8(2) . . ?
C20 C19 C51 121.1(2) . . ?
C21 C20 C19 121.3(2) . . ?
C21 C20 H12 119.3 . . ?
C19 C20 H12 119.3 . . ?
C20 C21 C22 120.8(2) . . ?
C20 C21 H8 119.6 . . ?
C22 C21 H8 119.6 . . ?
C23 C22 C21 118.8(2) . . ?
C23 C22 H9 120.6 . . ?
C21 C22 H9 120.6 . . ?
C22 C23 C24 120.3(2) . . ?
C22 C23 H10 119.8 . . ?
C24 C23 H10 119.8 . . ?
C23 C24 C19 121.8(2) . . ?
C23 C24 H11 119.1 . . ?
C19 C24 H11 119.1 . . ?
C1 C25 C26 119.8(2) . . ?
C1 C25 H14 120.1 . . ?
C26 C25 H14 120.1 . . ?
C25 C26 C4 120.7(2) . . ?
C25 C26 H13 119.7 . . ?
C4 C26 H13 119.7 . . ?
C28 C27 C32 116.0(2) . . ?
C28 C27 C6 120.9(2) . . ?
C32 C27 C6 122.9(2) . . ?
C27 C28 C29 121.7(3) . . ?
C27 C28 H21 119.2 . . ?
C29 C28 H21 119.2 . . ?
C30 C29 C28 120.9(3) . . ?
C30 C29 H17 119.6 . . ?
C28 C29 H17 119.6 . . ?
C31 C30 C29 118.9(3) . . ?
C31 C30 H18 120.5 . . ?
C29 C30 H18 120.5 . . ?
C30 C31 C32 120.6(3) . . ?
C30 C31 H19 119.7 . . ?
C32 C31 H19 119.7 . . ?
C31 C32 C27 121.8(2) . . ?
C31 C32 H20 119.1 . . ?
C27 C32 H20 119.1 . . ?
C34 C33 C38 116.0(2) . . ?
C34 C33 B1 125.7(2) . . ?
C38 C33 B1 118.2(2) . . ?
C35 C34 C33 122.4(2) . . ?
C35 C34 H26 118.8 . . ?
C33 C34 H26 118.8 . . ?
C36 C35 C34 119.9(2) . . ?
C36 C35 H25 120.0 . . ?
C34 C35 H25 120.0 . . ?
C35 C36 C37 119.2(2) . . ?
C35 C36 H24 120.4 . . ?
C37 C36 H24 120.4 . . ?
C38 C37 C36 120.6(2) . . ?
C38 C37 H23 119.7 . . ?
C36 C37 H23 119.7 . . ?
C37 C38 C33 121.8(2) . . ?
C37 C38 H22 119.1 . . ?
C33 C38 H22 119.1 . . ?
C40 C39 C8 120.1(3) . . ?
C40 C39 H28 120.0 . . ?
C8 C39 H28 120.0 . . ?
C11 C40 C39 120.5(3) . . ?
C11 C40 H27 119.8 . . ?
C39 C40 H27 119.8 . . ?
C12 C51 C19 125.0(2) . . ?
C12 C51 B1 108.02(19) . . ?
C19 C51 B1 126.6(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C25 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C26 -0.6(3) . . . . ?
C2 C3 C4 C5 179.0(2) . . . . ?
C26 C4 C5 C6 121.4(3) . . . . ?
C3 C4 C5 C6 -58.3(3) . . . . ?
C26 C4 C5 C12 -61.6(3) . . . . ?
C3 C4 C5 C12 118.7(2) . . . . ?
C12 C5 C6 C27 173.7(2) . . . . ?
C4 C5 C6 C27 -9.1(4) . . . . ?
C12 C5 C6 B1 -0.1(3) . . . . ?
C4 C5 C6 B1 177.2(2) . . . . ?
C5 C6 B1 C33 -133.3(2) . . . . ?
C27 C6 B1 C33 53.0(3) . . . . ?
C5 C6 B1 C51 -1.4(2) . . . . ?
C27 C6 B1 C51 -175.1(2) . . . . ?
C5 C6 B1 P1 104.69(18) . . . . ?
C27 C6 B1 P1 -69.0(3) . . . . ?
B1 P1 C8 C9 81.0(2) . . . . ?
B1 P1 C8 C39 -96.9(2) . . . . ?
C39 C8 C9 C10 0.1(4) . . . . ?
P1 C8 C9 C10 -177.8(2) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 C40 0.3(5) . . . . ?
C6 C5 C12 C51 1.9(3) . . . . ?
C4 C5 C12 C51 -175.6(2) . . . . ?
C6 C5 C12 C13 -175.7(2) . . . . ?
C4 C5 C12 C13 6.9(3) . . . . ?
C51 C12 C13 C18 116.2(3) . . . . ?
C5 C12 C13 C18 -66.6(3) . . . . ?
C51 C12 C13 C14 -64.1(3) . . . . ?
C5 C12 C13 C14 113.1(3) . . . . ?
C18 C13 C14 C15 0.7(4) . . . . ?
C12 C13 C14 C15 -179.0(2) . . . . ?
C13 C14 C15 C16 -1.2(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C16 C17 C18 C13 -1.7(4) . . . . ?
C14 C13 C18 C17 0.7(3) . . . . ?
C12 C13 C18 C17 -179.5(2) . . . . ?
C24 C19 C20 C21 -0.6(4) . . . . ?
C51 C19 C20 C21 -175.9(2) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C23 -0.2(4) . . . . ?
C21 C22 C23 C24 0.3(4) . . . . ?
C22 C23 C24 C19 -0.6(4) . . . . ?
C20 C19 C24 C23 0.7(4) . . . . ?
C51 C19 C24 C23 175.9(2) . . . . ?
C2 C1 C25 C26 -0.2(4) . . . . ?
C1 C25 C26 C4 -1.1(4) . . . . ?
C3 C4 C26 C25 1.5(3) . . . . ?
C5 C4 C26 C25 -178.2(2) . . . . ?
C5 C6 C27 C28 154.5(3) . . . . ?
B1 C6 C27 C28 -32.9(4) . . . . ?
C5 C6 C27 C32 -30.6(4) . . . . ?
B1 C6 C27 C32 141.9(3) . . . . ?
C32 C27 C28 C29 1.9(4) . . . . ?
C6 C27 C28 C29 177.1(3) . . . . ?
C27 C28 C29 C30 1.0(5) . . . . ?
C28 C29 C30 C31 -2.6(5) . . . . ?
C29 C30 C31 C32 1.2(5) . . . . ?
C30 C31 C32 C27 1.9(4) . . . . ?
C28 C27 C32 C31 -3.4(4) . . . . ?
C6 C27 C32 C31 -178.5(2) . . . . ?
C51 B1 C33 C34 138.4(2) . . . . ?
C6 B1 C33 C34 -97.6(3) . . . . ?
P1 B1 C33 C34 16.9(3) . . . . ?
C51 B1 C33 C38 -43.7(3) . . . . ?
C6 B1 C33 C38 80.3(3) . . . . ?
P1 B1 C33 C38 -165.19(18) . . . . ?
C38 C33 C34 C35 -0.6(3) . . . . ?
B1 C33 C34 C35 177.3(2) . . . . ?
C33 C34 C35 C36 0.7(4) . . . . ?
C34 C35 C36 C37 -0.7(4) . . . . ?
C35 C36 C37 C38 0.5(4) . . . . ?
C36 C37 C38 C33 -0.4(4) . . . . ?
C34 C33 C38 C37 0.5(4) . . . . ?
B1 C33 C38 C37 -177.6(2) . . . . ?
C9 C8 C39 C40 0.0(4) . . . . ?
P1 C8 C39 C40 178.0(2) . . . . ?
C10 C11 C40 C39 -0.2(5) . . . . ?
C8 C39 C40 C11 0.1(5) . . . . ?
C5 C12 C51 C19 170.4(2) . . . . ?
C13 C12 C51 C19 -12.2(4) . . . . ?
C5 C12 C51 B1 -2.8(3) . . . . ?
C13 C12 C51 B1 174.6(2) . . . . ?
C24 C19 C51 C12 145.5(2) . . . . ?
C20 C19 C51 C12 -39.5(4) . . . . ?
C24 C19 C51 B1 -42.6(3) . . . . ?
C20 C19 C51 B1 132.4(3) . . . . ?
C33 B1 C51 C12 136.2(2) . . . . ?
C6 B1 C51 C12 2.5(2) . . . . ?
P1 B1 C51 C12 -98.24(19) . . . . ?
C33 B1 C51 C19 -36.8(3) . . . . ?
C6 B1 C51 C19 -170.5(2) . . . . ?
P1 B1 C51 C19 88.7(2) . . . . ?

_refine_diff_density_max         0.552
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4


# SQUEEZE RESULTS (Version =  11015)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.228 0.250 182 61 ' '
2 0.500 -0.228 0.750 182 61 ' '
3 1.000 0.272 0.750 182 61 ' '
4 0.000 0.728 0.250 182 61 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;The unit cell contains 4 n-pentane molecules 
which have been treated
as a diffuse contribution to the overall 
scattering without specific atom
positions by SQUEEZE/PLATON.
;
