# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

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

data_buch350
_database_code_depnum_ccdc_archive 'CCDC 2168081'
loop_
_audit_author_name
_audit_author_address
'dongren wang'
;University of Stuttgart
Germany
;
_audit_update_record             
;
2022-04-22 deposited with the CCDC.	2022-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'chiral diborane 1'
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H52 B2 O2'
_chemical_formula_sum            'C42 H52 B2 O2'
_chemical_formula_weight         610.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   11.4900(7)
_cell_length_b                   7.2911(6)
_cell_length_c                   20.7910(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.200(4)
_cell_angle_gamma                90
_cell_volume                     1739.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    4601
_cell_measurement_theta_min      2.128
_cell_measurement_theta_max      65.995

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.223
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    0.518
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6606
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   I\mS
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21005
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         65.995
_diffrn_reflns_theta_full        65.995
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             5877
_reflns_number_gt                4601
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.812
_reflns_Friedel_fraction_max     0.950
_reflns_Friedel_fraction_full    0.950

_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 APEXII Software Suite, 2008'
_computing_cell_refinement       'Bruker APEXII Software Suite, 2008'
_computing_data_reduction        'Bruker APEXII Software Suite, 2008'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 2001)'
_computing_publication_material  ?
_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)+(0.0702P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1728 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(21)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5877
_refine_ls_number_parameters     415
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1278
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.056
_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 0.36206(18) 0.7575(4) 0.52524(10) 0.0268(5) Uani 1 1 d . . . . .
C1 C 0.3796(3) 0.7488(5) 0.41380(15) 0.0243(7) Uani 1 1 d . . . . .
B1 B 0.2773(4) 0.7285(7) 0.7587(2) 0.0389(11) Uani 1 1 d . . . . .
C2 C 0.4332(3) 0.7674(5) 0.47475(15) 0.0232(7) Uani 1 1 d . . . . .
O2 O 0.2992(2) 0.4186(3) 0.36775(11) 0.0296(6) Uani 1 1 d . . . . .
B2 B 0.2520(4) 0.1897(7) 0.1350(2) 0.0422(12) Uani 1 1 d . . . . .
C3 C 0.5544(3) 0.7918(5) 0.48369(17) 0.0277(8) Uani 1 1 d . . . . .
H3 H 0.5892 0.8068 0.5259 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6217(3) 0.7938(5) 0.43205(16) 0.0286(8) Uani 1 1 d . . . . .
H4 H 0.7037 0.8069 0.4388 0.034 Uiso 1 1 calc R U . . .
C5 C 0.5730(3) 0.7771(5) 0.36884(16) 0.0272(7) Uani 1 1 d . . . . .
C6 C 0.6423(3) 0.7821(5) 0.31417(17) 0.0311(8) Uani 1 1 d . . . . .
H6 H 0.7246 0.7937 0.3203 0.037 Uiso 1 1 calc R U . . .
C7 C 0.5930(3) 0.7708(5) 0.25356(18) 0.0349(9) Uani 1 1 d . . . . .
H7 H 0.6408 0.7713 0.2178 0.042 Uiso 1 1 calc R U . . .
C8 C 0.4715(3) 0.7582(5) 0.24341(17) 0.0329(8) Uani 1 1 d . . . . .
H8 H 0.4373 0.7526 0.2008 0.039 Uiso 1 1 calc R U . . .
C9 C 0.4020(3) 0.7539(5) 0.29485(16) 0.0280(8) Uani 1 1 d . . . . .
H9 H 0.3199 0.7469 0.2873 0.034 Uiso 1 1 calc R U . . .
C10 C 0.4498(3) 0.7597(5) 0.35905(15) 0.0245(7) Uani 1 1 d . . . . .
C11 C 0.4151(3) 0.7731(5) 0.58920(15) 0.0255(7) Uani 1 1 d . . . . .
H11A H 0.4578 0.8906 0.5940 0.031 Uiso 1 1 calc R U . . .
H11B H 0.4711 0.6715 0.5977 0.031 Uiso 1 1 calc R U . . .
C12 C 0.3202(3) 0.7649(6) 0.63577(15) 0.0272(7) Uani 1 1 d . . . . .
H12A H 0.2721 0.6543 0.6267 0.033 Uiso 1 1 calc R U . . .
H12B H 0.2692 0.8736 0.6294 0.033 Uiso 1 1 calc R U . . .
C13 C 0.3680(3) 0.7592(6) 0.70577(16) 0.0309(8) Uani 1 1 d . . . . .
H13A H 0.4091 0.8763 0.7153 0.037 Uiso 1 1 calc R U . . .
H13B H 0.4267 0.6600 0.7099 0.037 Uiso 1 1 calc R U . . .
C14 C 0.3142(4) 0.6967(7) 0.8316(2) 0.0535(12) Uani 1 1 d . . . . .
H14 H 0.3971 0.6547 0.8371 0.064 Uiso 1 1 calc R U . . .
C15 C 0.2277(6) 0.5525(8) 0.8627(2) 0.0751(18) Uani 1 1 d . U . . .
H15A H 0.2729 0.4441 0.8782 0.090 Uiso 1 1 calc R U . . .
H15B H 0.1929 0.6097 0.9003 0.090 Uiso 1 1 calc R U . . .
C16 C 0.1282(5) 0.4890(9) 0.8137(3) 0.0819(18) Uani 1 1 d . U . . .
H16A H 0.1628 0.4079 0.7817 0.098 Uiso 1 1 calc R U . . .
H16B H 0.0728 0.4139 0.8373 0.098 Uiso 1 1 calc R U . . .
C17 C 0.0646(5) 0.6272(9) 0.7801(3) 0.0732(16) Uani 1 1 d . . . . .
H17A H 0.0155 0.6927 0.8103 0.088 Uiso 1 1 calc R U . . .
H17B H 0.0122 0.5701 0.7464 0.088 Uiso 1 1 calc R U . . .
C18 C 0.1435(3) 0.7644(8) 0.7489(2) 0.0516(12) Uani 1 1 d . . . . .
H18 H 0.1216 0.7713 0.7018 0.062 Uiso 1 1 calc R U . . .
C19 C 0.1330(4) 0.9561(7) 0.7787(2) 0.0550(12) Uani 1 1 d . . . . .
H19A H 0.1784 1.0439 0.7537 0.066 Uiso 1 1 calc R U . . .
H19B H 0.0503 0.9947 0.7748 0.066 Uiso 1 1 calc R U . . .
C20 C 0.1761(4) 0.9655(7) 0.8492(2) 0.0542(12) Uani 1 1 d . . . . .
H20A H 0.1228 0.8939 0.8754 0.065 Uiso 1 1 calc R U . . .
H20B H 0.1743 1.0946 0.8639 0.065 Uiso 1 1 calc R U . . .
C21 C 0.2995(4) 0.8909(8) 0.8602(2) 0.0565(13) Uani 1 1 d . . . . .
H21A H 0.3199 0.8868 0.9071 0.068 Uiso 1 1 calc R U . . .
H21B H 0.3545 0.9757 0.8404 0.068 Uiso 1 1 calc R U . . .
C22 C 0.2516(3) 0.7125(5) 0.40330(15) 0.0242(8) Uani 1 1 d . . . . .
C23 C 0.2142(3) 0.5473(5) 0.37662(16) 0.0253(8) Uani 1 1 d . . . . .
C24 C 0.0951(3) 0.5135(5) 0.36062(18) 0.0316(9) Uani 1 1 d . . . . .
H24 H 0.0711 0.3997 0.3420 0.038 Uiso 1 1 calc R U . . .
C25 C 0.0144(3) 0.6462(5) 0.37222(17) 0.0307(8) Uani 1 1 d . . . . .
H25 H -0.0655 0.6237 0.3606 0.037 Uiso 1 1 calc R U . . .
C26 C 0.0467(3) 0.8147(5) 0.40081(16) 0.0263(8) Uani 1 1 d . . . . .
C27 C -0.0362(3) 0.9518(6) 0.41369(18) 0.0314(9) Uani 1 1 d . . . . .
H27 H -0.1160 0.9314 0.4013 0.038 Uiso 1 1 calc R U . . .
C28 C -0.0048(3) 1.1113(6) 0.44318(18) 0.0338(9) Uani 1 1 d . . . . .
H28 H -0.0621 1.2005 0.4519 0.041 Uiso 1 1 calc R U . . .
C29 C 0.1131(3) 1.1435(6) 0.46070(17) 0.0320(8) Uani 1 1 d . . . . .
H29 H 0.1352 1.2552 0.4815 0.038 Uiso 1 1 calc R U . . .
C30 C 0.1965(3) 1.0170(5) 0.44831(16) 0.0276(8) Uani 1 1 d . . . . .
H30 H 0.2759 1.0421 0.4605 0.033 Uiso 1 1 calc R U . . .
C31 C 0.1663(3) 0.8483(5) 0.41748(15) 0.0241(7) Uani 1 1 d . . . . .
C32 C 0.2756(3) 0.2691(5) 0.32350(16) 0.0300(8) Uani 1 1 d . . . . .
H32A H 0.2005 0.2118 0.3332 0.036 Uiso 1 1 calc R U . . .
H32B H 0.3373 0.1752 0.3303 0.036 Uiso 1 1 calc R U . . .
C33 C 0.2700(3) 0.3271(5) 0.25371(17) 0.0320(9) Uani 1 1 d . . . . .
H33A H 0.3404 0.3991 0.2450 0.038 Uiso 1 1 calc R U . . .
H33B H 0.2010 0.4065 0.2449 0.038 Uiso 1 1 calc R U . . .
C34 C 0.2620(3) 0.1604(6) 0.20928(18) 0.0364(9) Uani 1 1 d . . . . .
H34A H 0.1936 0.0875 0.2209 0.044 Uiso 1 1 calc R U . . .
H34B H 0.3319 0.0840 0.2193 0.044 Uiso 1 1 calc R U . . .
C35 C 0.2546(4) 0.3767(6) 0.0988(2) 0.0518(12) Uani 1 1 d . . . . .
H35 H 0.2525 0.4791 0.1307 0.062 Uiso 1 1 calc R U . . .
C36 C 0.1477(5) 0.3897(8) 0.0514(3) 0.0675(15) Uani 1 1 d . . . . .
H36A H 0.0775 0.4060 0.0764 0.081 Uiso 1 1 calc R U . . .
H36B H 0.1556 0.5007 0.0246 0.081 Uiso 1 1 calc R U . . .
C37 C 0.1288(5) 0.2275(10) 0.0077(3) 0.0846(19) Uani 1 1 d . . . . .
H37A H 0.1833 0.2373 -0.0274 0.102 Uiso 1 1 calc R U . . .
H37B H 0.0487 0.2346 -0.0123 0.102 Uiso 1 1 calc R U . . .
C38 C 0.1446(5) 0.0419(8) 0.0386(3) 0.0657(15) Uani 1 1 d . . . . .
H38A H 0.1519 -0.0506 0.0042 0.079 Uiso 1 1 calc R U . . .
H38B H 0.0735 0.0122 0.0612 0.079 Uiso 1 1 calc R U . . .
C39 C 0.2517(4) 0.0242(7) 0.0871(2) 0.0497(11) Uani 1 1 d . . . . .
H39 H 0.2459 -0.0929 0.1118 0.060 Uiso 1 1 calc R U . . .
C40 C 0.3698(5) 0.0322(9) 0.0566(3) 0.0681(15) Uani 1 1 d . . . . .
H40A H 0.4317 0.0038 0.0901 0.082 Uiso 1 1 calc R U . . .
H40B H 0.3717 -0.0642 0.0231 0.082 Uiso 1 1 calc R U . . .
C41 C 0.3969(5) 0.2139(11) 0.0265(3) 0.090(2) Uani 1 1 d . . . . .
H41A H 0.4803 0.2152 0.0170 0.108 Uiso 1 1 calc R U . . .
H41B H 0.3509 0.2241 -0.0151 0.108 Uiso 1 1 calc R U . . .
C42 C 0.3724(5) 0.3796(9) 0.0665(4) 0.088(2) Uani 1 1 d . . . . .
H42A H 0.3747 0.4898 0.0388 0.105 Uiso 1 1 calc R U . . .
H42B H 0.4357 0.3920 0.1006 0.105 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
O1 C2 1.368(4) . ?
O1 C11 1.436(4) . ?
C1 C2 1.384(4) . ?
C1 C10 1.434(4) . ?
C1 C22 1.499(4) . ?
B1 C18 1.561(6) . ?
B1 C14 1.569(6) . ?
B1 C13 1.574(5) . ?
C2 C3 1.405(4) . ?
O2 C23 1.374(4) . ?
O2 C32 1.442(4) . ?
B2 C35 1.558(7) . ?
B2 C34 1.557(6) . ?
B2 C39 1.564(7) . ?
C3 C4 1.358(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(5) . ?
C4 H4 0.9500 . ?
C5 C10 1.424(4) . ?
C5 C6 1.425(5) . ?
C6 C7 1.355(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.370(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.415(4) . ?
C9 H9 0.9500 . ?
C11 C12 1.499(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.527(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C21 1.549(7) . ?
C14 C15 1.607(8) . ?
C14 H14 1.0000 . ?
C15 C16 1.558(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.409(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.519(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.535(7) . ?
C18 H18 1.0000 . ?
C19 C20 1.524(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.524(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.385(5) . ?
C22 C31 1.434(5) . ?
C23 C24 1.412(5) . ?
C24 C25 1.371(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.406(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.417(5) . ?
C26 C31 1.421(5) . ?
C27 C28 1.354(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.403(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.365(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.421(5) . ?
C30 H30 0.9500 . ?
C32 C33 1.509(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.526(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.533(7) . ?
C35 C42 1.544(8) . ?
C35 H35 1.0000 . ?
C36 C37 1.501(8) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.504(9) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.553(7) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.531(7) . ?
C39 H39 1.0000 . ?
C40 C41 1.505(9) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.503(10) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?

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 O1 C11 117.7(2) . . ?
C2 C1 C10 118.7(3) . . ?
C2 C1 C22 122.3(3) . . ?
C10 C1 C22 119.0(3) . . ?
C18 B1 C14 111.2(4) . . ?
C18 B1 C13 124.8(4) . . ?
C14 B1 C13 122.9(4) . . ?
O1 C2 C1 116.3(3) . . ?
O1 C2 C3 122.4(3) . . ?
C1 C2 C3 121.4(3) . . ?
C23 O2 C32 119.5(3) . . ?
C35 B2 C34 126.6(4) . . ?
C35 B2 C39 111.5(4) . . ?
C34 B2 C39 121.5(4) . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.6(3) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C10 118.8(3) . . ?
C4 C5 C6 122.2(3) . . ?
C10 C5 C6 118.9(3) . . ?
C7 C6 C5 121.1(3) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.3(3) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 121.6(3) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C5 117.9(3) . . ?
C9 C10 C1 122.8(3) . . ?
C5 C10 C1 119.4(3) . . ?
O1 C11 C12 108.0(2) . . ?
O1 C11 H11A 110.1 . . ?
C12 C11 H11A 110.1 . . ?
O1 C11 H11B 110.1 . . ?
C12 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C11 C12 C13 112.4(3) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 B1 117.0(3) . . ?
C12 C13 H13A 108.1 . . ?
B1 C13 H13A 108.1 . . ?
C12 C13 H13B 108.1 . . ?
B1 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?
C21 C14 B1 101.9(4) . . ?
C21 C14 C15 111.1(4) . . ?
B1 C14 C15 110.2(4) . . ?
C21 C14 H14 111.1 . . ?
B1 C14 H14 111.1 . . ?
C15 C14 H14 111.1 . . ?
C16 C15 C14 112.3(4) . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 C15 117.0(6) . . ?
C17 C16 H16A 108.1 . . ?
C15 C16 H16A 108.1 . . ?
C17 C16 H16B 108.1 . . ?
C15 C16 H16B 108.1 . . ?
H16A C16 H16B 107.3 . . ?
C16 C17 C18 112.1(5) . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 C19 111.5(4) . . ?
C17 C18 B1 116.2(5) . . ?
C19 C18 B1 101.5(3) . . ?
C17 C18 H18 109.1 . . ?
C19 C18 H18 109.1 . . ?
B1 C18 H18 109.1 . . ?
C20 C19 C18 113.6(4) . . ?
C20 C19 H19A 108.9 . . ?
C18 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C18 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 C21 112.2(4) . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C20 C21 C14 112.9(4) . . ?
C20 C21 H21A 109.0 . . ?
C14 C21 H21A 109.0 . . ?
C20 C21 H21B 109.0 . . ?
C14 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C31 118.9(3) . . ?
C23 C22 C1 119.5(3) . . ?
C31 C22 C1 121.6(3) . . ?
O2 C23 C22 116.2(3) . . ?
O2 C23 C24 122.4(3) . . ?
C22 C23 C24 121.4(3) . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 121.7(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C27 122.2(3) . . ?
C25 C26 C31 118.9(3) . . ?
C27 C26 C31 118.9(3) . . ?
C28 C27 C26 121.8(3) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C29 119.4(4) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C30 C29 C28 121.1(4) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 120.9(3) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C30 C31 C26 117.9(3) . . ?
C30 C31 C22 122.5(3) . . ?
C26 C31 C22 119.6(3) . . ?
O2 C32 C33 113.4(3) . . ?
O2 C32 H32A 108.9 . . ?
C33 C32 H32A 108.9 . . ?
O2 C32 H32B 108.9 . . ?
C33 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
C32 C33 C34 110.9(3) . . ?
C32 C33 H33A 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C34 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C33 C34 B2 119.3(4) . . ?
C33 C34 H34A 107.5 . . ?
B2 C34 H34A 107.5 . . ?
C33 C34 H34B 107.5 . . ?
B2 C34 H34B 107.5 . . ?
H34A C34 H34B 107.0 . . ?
C36 C35 C42 114.2(4) . . ?
C36 C35 B2 109.2(4) . . ?
C42 C35 B2 105.3(4) . . ?
C36 C35 H35 109.4 . . ?
C42 C35 H35 109.4 . . ?
B2 C35 H35 109.4 . . ?
C37 C36 C35 115.1(5) . . ?
C37 C36 H36A 108.5 . . ?
C35 C36 H36A 108.5 . . ?
C37 C36 H36B 108.5 . . ?
C35 C36 H36B 108.5 . . ?
H36A C36 H36B 107.5 . . ?
C36 C37 C38 116.1(5) . . ?
C36 C37 H37A 108.3 . . ?
C38 C37 H37A 108.3 . . ?
C36 C37 H37B 108.3 . . ?
C38 C37 H37B 108.3 . . ?
H37A C37 H37B 107.4 . . ?
C37 C38 C39 115.1(4) . . ?
C37 C38 H38A 108.5 . . ?
C39 C38 H38A 108.5 . . ?
C37 C38 H38B 108.5 . . ?
C39 C38 H38B 108.5 . . ?
H38A C38 H38B 107.5 . . ?
C40 C39 C38 114.6(4) . . ?
C40 C39 B2 105.3(4) . . ?
C38 C39 B2 108.9(4) . . ?
C40 C39 H39 109.3 . . ?
C38 C39 H39 109.3 . . ?
B2 C39 H39 109.3 . . ?
C41 C40 C39 114.5(5) . . ?
C41 C40 H40A 108.6 . . ?
C39 C40 H40A 108.6 . . ?
C41 C40 H40B 108.6 . . ?
C39 C40 H40B 108.6 . . ?
H40A C40 H40B 107.6 . . ?
C42 C41 C40 115.3(5) . . ?
C42 C41 H41A 108.4 . . ?
C40 C41 H41A 108.4 . . ?
C42 C41 H41B 108.4 . . ?
C40 C41 H41B 108.4 . . ?
H41A C41 H41B 107.5 . . ?
C41 C42 C35 115.2(5) . . ?
C41 C42 H42A 108.5 . . ?
C35 C42 H42A 108.5 . . ?
C41 C42 H42B 108.5 . . ?
C35 C42 H42B 108.5 . . ?
H42A C42 H42B 107.5 . . ?

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
C11 O1 C2 C1 179.0(3) . . . . ?
C11 O1 C2 C3 0.0(5) . . . . ?
C10 C1 C2 O1 179.4(3) . . . . ?
C22 C1 C2 O1 -2.3(5) . . . . ?
C10 C1 C2 C3 -1.6(5) . . . . ?
C22 C1 C2 C3 176.6(3) . . . . ?
O1 C2 C3 C4 177.5(3) . . . . ?
C1 C2 C3 C4 -1.3(5) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
C3 C4 C5 C10 0.7(5) . . . . ?
C3 C4 C5 C6 178.9(3) . . . . ?
C4 C5 C6 C7 -178.2(4) . . . . ?
C10 C5 C6 C7 0.0(6) . . . . ?
C5 C6 C7 C8 1.6(6) . . . . ?
C6 C7 C8 C9 -1.2(6) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C8 C9 C10 C5 2.3(5) . . . . ?
C8 C9 C10 C1 -177.7(4) . . . . ?
C4 C5 C10 C9 176.4(4) . . . . ?
C6 C5 C10 C9 -1.9(5) . . . . ?
C4 C5 C10 C1 -3.7(5) . . . . ?
C6 C5 C10 C1 178.1(3) . . . . ?
C2 C1 C10 C9 -175.9(3) . . . . ?
C22 C1 C10 C9 5.8(5) . . . . ?
C2 C1 C10 C5 4.1(5) . . . . ?
C22 C1 C10 C5 -174.2(3) . . . . ?
C2 O1 C11 C12 178.1(3) . . . . ?
O1 C11 C12 C13 173.8(3) . . . . ?
C11 C12 C13 B1 -173.4(4) . . . . ?
C18 B1 C13 C12 -20.3(6) . . . . ?
C14 B1 C13 C12 172.7(4) . . . . ?
C18 B1 C14 C21 -70.4(5) . . . . ?
C13 B1 C14 C21 98.2(5) . . . . ?
C18 B1 C14 C15 47.6(5) . . . . ?
C13 B1 C14 C15 -143.8(4) . . . . ?
C21 C14 C15 C16 109.9(5) . . . . ?
B1 C14 C15 C16 -2.2(6) . . . . ?
C14 C15 C16 C17 -50.6(7) . . . . ?
C15 C16 C17 C18 50.8(7) . . . . ?
C16 C17 C18 C19 -115.0(5) . . . . ?
C16 C17 C18 B1 0.6(7) . . . . ?
C14 B1 C18 C17 -50.4(6) . . . . ?
C13 B1 C18 C17 141.3(5) . . . . ?
C14 B1 C18 C19 70.6(5) . . . . ?
C13 B1 C18 C19 -97.7(5) . . . . ?
C17 C18 C19 C20 65.2(6) . . . . ?
B1 C18 C19 C20 -59.1(5) . . . . ?
C18 C19 C20 C21 53.2(6) . . . . ?
C19 C20 C21 C14 -52.3(6) . . . . ?
B1 C14 C21 C20 58.0(5) . . . . ?
C15 C14 C21 C20 -59.4(5) . . . . ?
C2 C1 C22 C23 -114.2(4) . . . . ?
C10 C1 C22 C23 64.1(4) . . . . ?
C2 C1 C22 C31 68.7(4) . . . . ?
C10 C1 C22 C31 -113.0(4) . . . . ?
C32 O2 C23 C22 -161.1(3) . . . . ?
C32 O2 C23 C24 19.9(5) . . . . ?
C31 C22 C23 O2 -176.2(3) . . . . ?
C1 C22 C23 O2 6.6(4) . . . . ?
C31 C22 C23 C24 2.8(5) . . . . ?
C1 C22 C23 C24 -174.3(3) . . . . ?
O2 C23 C24 C25 178.3(3) . . . . ?
C22 C23 C24 C25 -0.6(5) . . . . ?
C23 C24 C25 C26 -1.2(5) . . . . ?
C24 C25 C26 C27 -179.3(3) . . . . ?
C24 C25 C26 C31 0.6(5) . . . . ?
C25 C26 C27 C28 177.8(3) . . . . ?
C31 C26 C27 C28 -2.1(5) . . . . ?
C26 C27 C28 C29 1.0(6) . . . . ?
C27 C28 C29 C30 0.2(6) . . . . ?
C28 C29 C30 C31 -0.3(6) . . . . ?
C29 C30 C31 C26 -0.8(5) . . . . ?
C29 C30 C31 C22 179.6(3) . . . . ?
C25 C26 C31 C30 -177.9(3) . . . . ?
C27 C26 C31 C30 1.9(5) . . . . ?
C25 C26 C31 C22 1.7(5) . . . . ?
C27 C26 C31 C22 -178.5(3) . . . . ?
C23 C22 C31 C30 176.2(3) . . . . ?
C1 C22 C31 C30 -6.7(5) . . . . ?
C23 C22 C31 C26 -3.3(5) . . . . ?
C1 C22 C31 C26 173.8(3) . . . . ?
C23 O2 C32 C33 71.7(4) . . . . ?
O2 C32 C33 C34 172.0(3) . . . . ?
C32 C33 C34 B2 178.4(3) . . . . ?
C35 B2 C34 C33 3.0(6) . . . . ?
C39 B2 C34 C33 176.0(4) . . . . ?
C34 B2 C35 C36 -127.6(5) . . . . ?
C39 B2 C35 C36 58.9(5) . . . . ?
C34 B2 C35 C42 109.4(5) . . . . ?
C39 B2 C35 C42 -64.2(5) . . . . ?
C42 C35 C36 C37 66.8(7) . . . . ?
B2 C35 C36 C37 -50.7(6) . . . . ?
C35 C36 C37 C38 43.5(7) . . . . ?
C36 C37 C38 C39 -42.6(7) . . . . ?
C37 C38 C39 C40 -68.7(7) . . . . ?
C37 C38 C39 B2 48.9(6) . . . . ?
C35 B2 C39 C40 65.5(5) . . . . ?
C34 B2 C39 C40 -108.4(5) . . . . ?
C35 B2 C39 C38 -57.8(5) . . . . ?
C34 B2 C39 C38 128.3(4) . . . . ?
C38 C39 C40 C41 65.7(6) . . . . ?
B2 C39 C40 C41 -53.9(6) . . . . ?
C39 C40 C41 C42 45.8(7) . . . . ?
C40 C41 C42 C35 -44.7(8) . . . . ?
C36 C35 C42 C41 -67.8(7) . . . . ?
B2 C35 C42 C41 52.0(7) . . . . ?

_refine_diff_density_max         0.364
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.039



