# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_s2268rm
_database_code_depnum_ccdc_archive 'CCDC 1848840'
loop_
_audit_author_name
_audit_author_address
'Wolfgang Frey'
;Universit?t Stuttgart, Institut f. Organische Chemie, Pfaffenwaldring 55, 70569 Stuttgart, Germany
Germany
;
_audit_update_record             
;
2018-06-12 deposited with the CCDC.	2020-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ' ' 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H21 B Cl2 O2'
_chemical_formula_sum            'C20 H21 B Cl2 O2'
_chemical_formula_weight         375.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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                   27.0010(12)
_cell_length_b                   6.0841(3)
_cell_length_c                   25.1455(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.298(2)
_cell_angle_gamma                90.00
_cell_volume                     3922.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    2971
_cell_measurement_theta_min      1.71
_cell_measurement_theta_max      26.38

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1568
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7116
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18698
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         26.38
_reflns_number_total             3997
_reflns_number_gt                2971
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0612P)²+1.8814P] 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_number_reflns         3997
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1146
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.18459(2) 0.35287(10) 0.28819(2) 0.0756(2) Uani 1 1 d . . .
O1 O 0.41425(5) 1.4421(2) 0.50359(5) 0.0542(3) Uani 1 1 d . . .
B1 B 0.37950(8) 1.2809(3) 0.50436(9) 0.0423(4) Uani 1 1 d . . .
C1 C 0.44229(8) 1.4984(3) 0.56173(8) 0.0500(5) Uani 1 1 d . . .
Cl2 Cl 0.43164(4) 1.26275(17) 0.25713(3) 0.1147(3) Uani 1 1 d . . .
O2 O 0.37468(6) 1.2451(2) 0.55567(5) 0.0568(4) Uani 1 1 d . . .
C2 C 0.40490(8) 1.4142(3) 0.59365(8) 0.0515(5) Uani 1 1 d . . .
C3 C 0.49385(8) 1.3764(4) 0.57643(11) 0.0671(6) Uani 1 1 d . . .
H3A H 0.4874 1.2212 0.5722 0.101 Uiso 1 1 calc R . .
H3B H 0.5140 1.4081 0.6145 0.101 Uiso 1 1 calc R . .
H3C H 0.5128 1.4228 0.5519 0.101 Uiso 1 1 calc R . .
C4 C 0.45262(11) 1.7442(3) 0.56519(11) 0.0775(7) Uani 1 1 d . . .
H4A H 0.4757 1.7803 0.5442 0.116 Uiso 1 1 calc R . .
H4B H 0.4684 1.7859 0.6036 0.116 Uiso 1 1 calc R . .
H4C H 0.4203 1.8217 0.5499 0.116 Uiso 1 1 calc R . .
C5 C 0.43202(10) 1.3053(4) 0.64958(9) 0.0733(6) Uani 1 1 d . . .
H5A H 0.4064 1.2588 0.6665 0.110 Uiso 1 1 calc R . .
H5B H 0.4554 1.4083 0.6738 0.110 Uiso 1 1 calc R . .
H5C H 0.4513 1.1800 0.6438 0.110 Uiso 1 1 calc R . .
C6 C 0.36630(10) 1.5859(4) 0.59976(11) 0.0783(7) Uani 1 1 d . . .
H6A H 0.3493 1.6516 0.5640 0.117 Uiso 1 1 calc R . .
H6B H 0.3845 1.6972 0.6256 0.117 Uiso 1 1 calc R . .
H6C H 0.3407 1.5175 0.6136 0.117 Uiso 1 1 calc R . .
C7 C 0.35028(7) 1.1425(3) 0.45137(7) 0.0409(4) Uani 1 1 d . . .
C8 C 0.31457(7) 0.9956(3) 0.45503(7) 0.0431(4) Uani 1 1 d . . .
H8 H 0.3094 0.9881 0.4899 0.052 Uiso 1 1 calc R . .
C9 C 0.28205(6) 0.8434(3) 0.41242(7) 0.0410(4) Uani 1 1 d . . .
C10 C 0.26798(7) 0.8805(3) 0.35505(8) 0.0517(5) Uani 1 1 d . . .
H10 H 0.2793 1.0080 0.3420 0.062 Uiso 1 1 calc R . .
C11 C 0.23761(8) 0.7323(3) 0.31704(8) 0.0550(5) Uani 1 1 d . . .
H11 H 0.2284 0.7599 0.2788 0.066 Uiso 1 1 calc R . .
C12 C 0.22108(7) 0.5436(3) 0.33635(8) 0.0489(4) Uani 1 1 d . . .
C13 C 0.23308(7) 0.5032(3) 0.39280(8) 0.0494(4) Uani 1 1 d . . .
H13 H 0.2210 0.3767 0.4055 0.059 Uiso 1 1 calc R . .
C14 C 0.26332(7) 0.6536(3) 0.43034(8) 0.0457(4) Uani 1 1 d . . .
H14 H 0.2713 0.6272 0.4685 0.055 Uiso 1 1 calc R . .
C15 C 0.36800(6) 1.1703(3) 0.40113(7) 0.0395(4) Uani 1 1 d . . .
C16 C 0.39528(7) 1.0037(3) 0.38497(8) 0.0478(4) Uani 1 1 d . . .
H16 H 0.4009 0.8715 0.4045 0.057 Uiso 1 1 calc R . .
C17 C 0.41426(8) 1.0306(4) 0.34030(8) 0.0582(5) Uani 1 1 d . . .
H17 H 0.4325 0.9179 0.3298 0.070 Uiso 1 1 calc R . .
C18 C 0.40571(8) 1.2259(4) 0.31172(8) 0.0605(6) Uani 1 1 d . . .
C19 C 0.37853(9) 1.3931(4) 0.32622(9) 0.0623(6) Uani 1 1 d . . .
H19 H 0.3725 1.5237 0.3060 0.075 Uiso 1 1 calc R . .
C20 C 0.36015(8) 1.3652(3) 0.37131(8) 0.0520(5) Uani 1 1 d . . .
H20 H 0.3422 1.4794 0.3817 0.062 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C12 1.7419(19) . ?
O1 B1 1.361(2) . ?
O1 C1 1.460(2) . ?
B1 O2 1.355(2) . ?
B1 C7 1.564(3) . ?
C1 C3 1.518(3) . ?
C1 C4 1.518(3) . ?
C1 C2 1.560(3) . ?
Cl2 C18 1.740(2) . ?
O2 C2 1.465(2) . ?
C2 C5 1.519(3) . ?
C2 C6 1.517(3) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.339(2) . ?
C7 C15 1.494(2) . ?
C8 C9 1.478(2) . ?
C8 H8 0.9300 . ?
C9 C14 1.391(2) . ?
C9 C10 1.390(3) . ?
C10 C11 1.381(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.375(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(3) . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.383(2) . ?
C15 C16 1.387(2) . ?
C16 C17 1.383(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.369(3) . ?
C19 C20 1.383(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?

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 C1 107.33(14) . . ?
O2 B1 O1 113.72(16) . . ?
O2 B1 C7 123.45(16) . . ?
O1 B1 C7 122.76(17) . . ?
O1 C1 C3 106.06(16) . . ?
O1 C1 C4 108.48(17) . . ?
C3 C1 C4 109.25(18) . . ?
O1 C1 C2 102.83(14) . . ?
C3 C1 C2 113.96(17) . . ?
C4 C1 C2 115.53(18) . . ?
B1 O2 C2 107.90(15) . . ?
O2 C2 C5 107.78(17) . . ?
O2 C2 C6 106.85(17) . . ?
C5 C2 C6 110.69(18) . . ?
O2 C2 C1 102.32(14) . . ?
C5 C2 C1 114.71(17) . . ?
C6 C2 C1 113.68(18) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C15 124.20(15) . . ?
C8 C7 B1 118.84(16) . . ?
C15 C7 B1 116.71(15) . . ?
C7 C8 C9 130.17(16) . . ?
C7 C8 H8 114.9 . . ?
C9 C8 H8 114.9 . . ?
C14 C9 C10 117.55(16) . . ?
C14 C9 C8 118.61(16) . . ?
C10 C9 C8 123.83(16) . . ?
C11 C10 C9 121.42(17) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C12 C11 C10 119.30(18) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 121.08(17) . . ?
C11 C12 Cl1 119.11(15) . . ?
C13 C12 Cl1 119.81(15) . . ?
C12 C13 C14 118.93(17) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C13 C14 C9 121.68(17) . . ?
C13 C14 H14 119.2 . . ?
C9 C14 H14 119.2 . . ?
C20 C15 C16 118.21(16) . . ?
C20 C15 C7 121.34(16) . . ?
C16 C15 C7 120.37(15) . . ?
C17 C16 C15 121.20(18) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C18 C17 C16 118.96(19) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C17 121.38(18) . . ?
C19 C18 Cl2 119.77(17) . . ?
C17 C18 Cl2 118.83(18) . . ?
C18 C19 C20 119.19(19) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C19 C20 C15 121.06(19) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?

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
C1 O1 B1 O2 9.9(2) . . . . ?
C1 O1 B1 C7 -167.01(16) . . . . ?
B1 O1 C1 C3 99.14(18) . . . . ?
B1 O1 C1 C4 -143.61(18) . . . . ?
B1 O1 C1 C2 -20.79(18) . . . . ?
O1 B1 O2 C2 6.7(2) . . . . ?
C7 B1 O2 C2 -176.43(16) . . . . ?
B1 O2 C2 C5 -140.19(18) . . . . ?
B1 O2 C2 C6 100.81(19) . . . . ?
B1 O2 C2 C1 -18.90(19) . . . . ?
O1 C1 C2 O2 23.70(17) . . . . ?
C3 C1 C2 O2 -90.60(19) . . . . ?
C4 C1 C2 O2 141.67(18) . . . . ?
O1 C1 C2 C5 140.10(17) . . . . ?
C3 C1 C2 C5 25.8(2) . . . . ?
C4 C1 C2 C5 -101.9(2) . . . . ?
O1 C1 C2 C6 -91.11(18) . . . . ?
C3 C1 C2 C6 154.58(18) . . . . ?
C4 C1 C2 C6 26.9(2) . . . . ?
O2 B1 C7 C8 7.1(3) . . . . ?
O1 B1 C7 C8 -176.32(17) . . . . ?
O2 B1 C7 C15 -167.53(16) . . . . ?
O1 B1 C7 C15 9.1(3) . . . . ?
C15 C7 C8 C9 -5.1(3) . . . . ?
B1 C7 C8 C9 -179.24(17) . . . . ?
C7 C8 C9 C14 155.49(19) . . . . ?
C7 C8 C9 C10 -25.9(3) . . . . ?
C14 C9 C10 C11 -1.6(3) . . . . ?
C8 C9 C10 C11 179.82(18) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 C13 1.8(3) . . . . ?
C10 C11 C12 Cl1 -177.90(15) . . . . ?
C11 C12 C13 C14 -1.5(3) . . . . ?
Cl1 C12 C13 C14 178.20(14) . . . . ?
C12 C13 C14 C9 -0.4(3) . . . . ?
C10 C9 C14 C13 1.9(3) . . . . ?
C8 C9 C14 C13 -179.43(16) . . . . ?
C8 C7 C15 C20 117.5(2) . . . . ?
B1 C7 C15 C20 -68.2(2) . . . . ?
C8 C7 C15 C16 -65.8(2) . . . . ?
B1 C7 C15 C16 108.42(19) . . . . ?
C20 C15 C16 C17 0.0(3) . . . . ?
C7 C15 C16 C17 -176.73(17) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C16 C17 C18 Cl2 177.74(16) . . . . ?
C17 C18 C19 C20 1.1(3) . . . . ?
Cl2 C18 C19 C20 -177.11(16) . . . . ?
C18 C19 C20 C15 -1.2(3) . . . . ?
C16 C15 C20 C19 0.6(3) . . . . ?
C7 C15 C20 C19 177.32(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.036
####################################################################### 
# 
# 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_s2547lm1
_database_code_depnum_ccdc_archive 'CCDC 1848842'
loop_
_audit_author_name
_audit_author_address
'Wolfgang Frey'
;Universit?t Stuttgart, Institut f. Organische Chemie, Pfaffenwaldring 55, 70569 Stuttgart, Germany
Germany
;
_audit_update_record             
;
2018-06-12 deposited with the CCDC.	2020-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ' ' 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H27 B O2'
_chemical_formula_sum            'C22 H27 B O2'
_chemical_formula_weight         334.25

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_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                   35.070(3)
_cell_length_b                   6.2286(7)
_cell_length_c                   20.596(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.212(5)
_cell_angle_gamma                90.00
_cell_volume                     3926.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2463
_cell_measurement_theta_min      1.99
_cell_measurement_theta_max      26.42

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6981
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15455
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0630
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         26.42
_reflns_number_total             4021
_reflns_number_gt                2463
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0506P)²+0.0000P] 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_number_reflns         4021
_refine_ls_number_parameters     232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0989
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.20237(3) 0.26098(19) 0.24804(6) 0.0241(3) Uani 1 1 d . . .
C1 C 0.13924(5) 0.0422(3) 0.14757(9) 0.0197(4) Uani 1 1 d . . .
O2 O 0.16896(4) 0.0268(2) 0.28928(6) 0.0289(3) Uani 1 1 d . . .
C2 C 0.14397(5) 0.1420(3) 0.09394(9) 0.0221(4) Uani 1 1 d . . .
H2 H 0.1659 0.2499 0.1115 0.027 Uiso 1 1 calc R . .
C3 C 0.10360(5) -0.1134(3) 0.13327(9) 0.0193(4) Uani 1 1 d . . .
C4 C 0.06004(5) -0.0470(3) 0.09474(9) 0.0219(4) Uani 1 1 d . . .
H4 H 0.0533 0.0939 0.0746 0.026 Uiso 1 1 calc R . .
C5 C 0.02663(5) -0.1830(3) 0.08547(9) 0.0241(4) Uani 1 1 d . . .
H5 H -0.0027 -0.1338 0.0594 0.029 Uiso 1 1 calc R . .
C6 C 0.03523(5) -0.3902(3) 0.11364(9) 0.0245(4) Uani 1 1 d . . .
C7 C 0.07851(5) -0.4572(3) 0.15155(10) 0.0260(4) Uani 1 1 d . . .
H7 H 0.0852 -0.5990 0.1708 0.031 Uiso 1 1 calc R . .
C8 C 0.11211(5) -0.3196(3) 0.16163(9) 0.0231(4) Uani 1 1 d . . .
H8 H 0.1415 -0.3681 0.1885 0.028 Uiso 1 1 calc R . .
C9 C -0.00137(5) -0.5366(3) 0.10424(11) 0.0384(5) Uani 1 1 d . . .
H9A H -0.0185 -0.4662 0.1240 0.058 Uiso 1 1 calc R . .
H9B H 0.0109 -0.6708 0.1313 0.058 Uiso 1 1 calc R . .
H9C H -0.0202 -0.5679 0.0513 0.058 Uiso 1 1 calc R . .
C10 C 0.12087(5) 0.1121(3) 0.01270(9) 0.0218(4) Uani 1 1 d . . .
C11 C 0.09970(5) -0.0771(3) -0.02272(10) 0.0251(4) Uani 1 1 d . . .
H11 H 0.0986 -0.1935 0.0061 0.030 Uiso 1 1 calc R . .
C12 C 0.08020(5) -0.0981(3) -0.09916(10) 0.0298(5) Uani 1 1 d . . .
H12 H 0.0661 -0.2293 -0.1217 0.036 Uiso 1 1 calc R . .
C13 C 0.08068(5) 0.0672(3) -0.14379(10) 0.0289(5) Uani 1 1 d . . .
C14 C 0.10183(6) 0.2559(3) -0.10896(11) 0.0329(5) Uani 1 1 d . . .
H14 H 0.1026 0.3723 -0.1381 0.039 Uiso 1 1 calc R . .
C15 C 0.12176(6) 0.2769(3) -0.03257(10) 0.0298(5) Uani 1 1 d . . .
H15 H 0.1365 0.4069 -0.0102 0.036 Uiso 1 1 calc R . .
C16 C 0.06039(6) 0.0417(4) -0.22704(10) 0.0440(6) Uani 1 1 d . . .
H16A H 0.0831 0.0561 -0.2415 0.066 Uiso 1 1 calc R . .
H16B H 0.0381 0.1528 -0.2519 0.066 Uiso 1 1 calc R . .
H16C H 0.0468 -0.1003 -0.2417 0.066 Uiso 1 1 calc R . .
B17 B 0.17070(6) 0.1085(3) 0.22923(11) 0.0213(4) Uani 1 1 d . . .
C18 C 0.22880(5) 0.2620(3) 0.32899(9) 0.0227(4) Uani 1 1 d . . .
C19 C 0.19723(5) 0.1602(3) 0.35330(10) 0.0262(4) Uani 1 1 d . . .
C20 C 0.24159(6) 0.4932(3) 0.35315(10) 0.0292(4) Uani 1 1 d . . .
H20A H 0.2601 0.5463 0.3332 0.044 Uiso 1 1 calc R . .
H20B H 0.2577 0.5007 0.4076 0.044 Uiso 1 1 calc R . .
H20C H 0.2152 0.5819 0.3342 0.044 Uiso 1 1 calc R . .
C21 C 0.26903(5) 0.1273(3) 0.34848(11) 0.0416(6) Uani 1 1 d . . .
H21A H 0.2602 -0.0206 0.3316 0.062 Uiso 1 1 calc R . .
H21B H 0.2883 0.1287 0.4025 0.062 Uiso 1 1 calc R . .
H21C H 0.2846 0.1870 0.3239 0.062 Uiso 1 1 calc R . .
C22 C 0.21847(7) 0.0168(3) 0.42122(10) 0.0432(6) Uani 1 1 d . . .
H22A H 0.1959 -0.0443 0.4308 0.065 Uiso 1 1 calc R . .
H22B H 0.2390 0.1013 0.4644 0.065 Uiso 1 1 calc R . .
H22C H 0.2343 -0.0995 0.4125 0.065 Uiso 1 1 calc R . .
C23 C 0.16804(6) 0.3242(3) 0.36211(11) 0.0374(5) Uani 1 1 d . . .
H23A H 0.1550 0.4184 0.3185 0.056 Uiso 1 1 calc R . .
H23B H 0.1855 0.4103 0.4069 0.056 Uiso 1 1 calc R . .
H23C H 0.1448 0.2498 0.3667 0.056 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B17 1.366(2) . ?
O1 C18 1.4595(19) . ?
C1 C2 1.347(2) . ?
C1 C3 1.493(2) . ?
C1 B17 1.551(2) . ?
O2 B17 1.366(2) . ?
O2 C19 1.462(2) . ?
C2 C10 1.472(2) . ?
C2 H2 0.9500 . ?
C3 C8 1.381(2) . ?
C3 C4 1.397(2) . ?
C4 C5 1.382(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(2) . ?
C6 C9 1.508(2) . ?
C7 C8 1.388(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.394(2) . ?
C10 C15 1.397(2) . ?
C11 C12 1.383(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C13 C16 1.510(2) . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 C21 1.518(2) . ?
C18 C20 1.518(2) . ?
C18 C19 1.555(2) . ?
C19 C22 1.514(2) . ?
C19 C23 1.518(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

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
B17 O1 C18 107.60(13) . . ?
C2 C1 C3 124.36(15) . . ?
C2 C1 B17 117.36(15) . . ?
C3 C1 B17 118.07(14) . . ?
B17 O2 C19 107.14(13) . . ?
C1 C2 C10 130.85(16) . . ?
C1 C2 H2 114.6 . . ?
C10 C2 H2 114.6 . . ?
C8 C3 C4 117.81(15) . . ?
C8 C3 C1 122.18(14) . . ?
C4 C3 C1 119.85(15) . . ?
C5 C4 C3 121.01(16) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.10(15) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 118.00(15) . . ?
C5 C6 C9 120.78(15) . . ?
C7 C6 C9 121.22(17) . . ?
C8 C7 C6 120.88(17) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C3 C8 C7 121.19(15) . . ?
C3 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 116.83(16) . . ?
C11 C10 C2 123.98(16) . . ?
C15 C10 C2 119.10(16) . . ?
C12 C11 C10 121.14(17) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 121.69(18) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C14 117.57(17) . . ?
C12 C13 C16 121.56(18) . . ?
C14 C13 C16 120.84(18) . . ?
C15 C14 C13 120.97(18) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C10 121.80(18) . . ?
C14 C15 H15 119.1 . . ?
C10 C15 H15 119.1 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 B17 O1 113.05(15) . . ?
O2 B17 C1 124.09(15) . . ?
O1 B17 C1 122.83(16) . . ?
O1 C18 C21 106.84(13) . . ?
O1 C18 C20 107.46(14) . . ?
C21 C18 C20 110.47(14) . . ?
O1 C18 C19 102.18(12) . . ?
C21 C18 C19 113.91(16) . . ?
C20 C18 C19 115.10(14) . . ?
O2 C19 C22 108.01(14) . . ?
O2 C19 C23 106.87(13) . . ?
C22 C19 C23 110.05(16) . . ?
O2 C19 C18 102.56(13) . . ?
C22 C19 C18 115.56(14) . . ?
C23 C19 C18 113.05(15) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
C3 C1 C2 C10 -7.6(3) . . . . ?
B17 C1 C2 C10 177.69(16) . . . . ?
C2 C1 C3 C8 123.69(19) . . . . ?
B17 C1 C3 C8 -61.7(2) . . . . ?
C2 C1 C3 C4 -61.2(2) . . . . ?
B17 C1 C3 C4 113.47(17) . . . . ?
C8 C3 C4 C5 0.1(2) . . . . ?
C1 C3 C4 C5 -175.25(15) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C4 C5 C6 C9 179.11(16) . . . . ?
C5 C6 C7 C8 0.8(2) . . . . ?
C9 C6 C7 C8 -178.33(16) . . . . ?
C4 C3 C8 C7 0.7(2) . . . . ?
C1 C3 C8 C7 175.91(15) . . . . ?
C6 C7 C8 C3 -1.1(3) . . . . ?
C1 C2 C10 C11 -23.8(3) . . . . ?
C1 C2 C10 C15 159.81(18) . . . . ?
C15 C10 C11 C12 -0.7(2) . . . . ?
C2 C10 C11 C12 -177.13(15) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 0.5(2) . . . . ?
C11 C12 C13 C16 178.38(16) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C16 C13 C14 C15 -177.67(16) . . . . ?
C13 C14 C15 C10 -1.2(3) . . . . ?
C11 C10 C15 C14 1.4(2) . . . . ?
C2 C10 C15 C14 178.04(15) . . . . ?
C19 O2 B17 O1 9.83(19) . . . . ?
C19 O2 B17 C1 -168.26(15) . . . . ?
C18 O1 B17 O2 8.77(19) . . . . ?
C18 O1 B17 C1 -173.11(15) . . . . ?
C2 C1 B17 O2 177.77(16) . . . . ?
C3 C1 B17 O2 2.8(2) . . . . ?
C2 C1 B17 O1 -0.1(2) . . . . ?
C3 C1 B17 O1 -175.15(15) . . . . ?
B17 O1 C18 C21 97.89(16) . . . . ?
B17 O1 C18 C20 -143.53(14) . . . . ?
B17 O1 C18 C19 -22.02(16) . . . . ?
B17 O2 C19 C22 -145.16(15) . . . . ?
B17 O2 C19 C23 96.47(16) . . . . ?
B17 O2 C19 C18 -22.66(17) . . . . ?
O1 C18 C19 O2 26.76(16) . . . . ?
C21 C18 C19 O2 -88.07(16) . . . . ?
C20 C18 C19 O2 142.87(14) . . . . ?
O1 C18 C19 C22 144.00(15) . . . . ?
C21 C18 C19 C22 29.2(2) . . . . ?
C20 C18 C19 C22 -99.89(18) . . . . ?
O1 C18 C19 C23 -87.94(16) . . . . ?
C21 C18 C19 C23 157.23(15) . . . . ?
C20 C18 C19 C23 28.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.42
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_s2514lm
_database_code_depnum_ccdc_archive 'CCDC 1848841'
loop_
_audit_author_name
_audit_author_address
'Wolfgang Frey'
;Universit?t Stuttgart, Institut f. Organische Chemie, Pfaffenwaldring 55, 70569 Stuttgart, Germany
Germany
;
_audit_update_record             
;
2018-06-12 deposited with the CCDC.	2020-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ' ' 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H27 B O2'
_chemical_formula_sum            'C22 H27 B O2'
_chemical_formula_weight         334.25

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'

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

_cell_length_a                   25.447(3)
_cell_length_b                   6.3811(8)
_cell_length_c                   24.281(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3942.7(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    6161
_cell_measurement_theta_min      1.68
_cell_measurement_theta_max      26.39

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6820
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25919
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         26.39
_reflns_number_total             7241
_reflns_number_gt                6161
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0717P)²+0.2431P] 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 H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.6(10)
_refine_ls_number_reflns         7241
_refine_ls_number_parameters     463
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1156
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.83245(5) 0.3103(2) 0.72598(6) 0.0191(3) Uani 1 1 d . . .
C1A C 0.92740(7) 0.3117(3) 0.76395(9) 0.0157(5) Uani 1 1 d . . .
B1A B 0.86632(9) 0.2894(4) 0.76951(11) 0.0161(5) Uani 1 1 d . . .
O2A O 0.84179(5) 0.2407(2) 0.81831(6) 0.0202(4) Uani 1 1 d . . .
C2A C 0.95680(7) 0.2586(3) 0.80787(10) 0.0176(5) Uani 1 1 d . . .
H2A H 0.9378 0.2149 0.8395 0.021 Uiso 1 1 calc R . .
C3A C 1.01458(7) 0.2591(3) 0.81358(9) 0.0159(5) Uani 1 1 d . . .
C4A C 1.03951(8) 0.0897(3) 0.84066(9) 0.0187(5) Uani 1 1 d . . .
C5A C 1.09371(8) 0.0957(4) 0.84723(10) 0.0242(5) Uani 1 1 d . . .
H5A H 1.1108 -0.0177 0.8651 0.029 Uiso 1 1 calc R . .
C6A C 1.12339(8) 0.2624(4) 0.82844(11) 0.0285(6) Uani 1 1 d . . .
H6A H 1.1604 0.2631 0.8337 0.034 Uiso 1 1 calc R . .
C7A C 1.09919(8) 0.4275(4) 0.80213(11) 0.0265(5) Uani 1 1 d . . .
H7A H 1.1195 0.5424 0.7893 0.032 Uiso 1 1 calc R . .
C8A C 1.04534(8) 0.4262(4) 0.79440(10) 0.0213(5) Uani 1 1 d . . .
H8A H 1.0290 0.5399 0.7759 0.026 Uiso 1 1 calc R . .
C9A C 1.00806(9) -0.0925(4) 0.86202(11) 0.0281(5) Uani 1 1 d . . .
H9A1 H 1.0320 -0.2023 0.8750 0.042 Uiso 1 1 calc R . .
H9A2 H 0.9860 -0.1483 0.8324 0.042 Uiso 1 1 calc R . .
H9A3 H 0.9858 -0.0457 0.8925 0.042 Uiso 1 1 calc R . .
C10A C 0.95136(7) 0.3677(4) 0.70911(9) 0.0178(5) Uani 1 1 d . . .
C11A C 0.94052(8) 0.5613(3) 0.68374(10) 0.0207(5) Uani 1 1 d . . .
C12A C 0.96403(8) 0.6031(4) 0.63268(10) 0.0277(6) Uani 1 1 d . . .
H12A H 0.9575 0.7340 0.6153 0.033 Uiso 1 1 calc R . .
C13A C 0.99643(8) 0.4591(4) 0.60679(11) 0.0313(6) Uani 1 1 d . . .
H13A H 1.0113 0.4901 0.5718 0.038 Uiso 1 1 calc R . .
C14A C 1.00695(8) 0.2693(4) 0.63240(10) 0.0276(6) Uani 1 1 d . . .
H14A H 1.0296 0.1706 0.6152 0.033 Uiso 1 1 calc R . .
C15A C 0.98443(8) 0.2235(4) 0.68306(10) 0.0202(5) Uani 1 1 d . . .
H15A H 0.9916 0.0928 0.7002 0.024 Uiso 1 1 calc R . .
C16A C 0.90618(9) 0.7246(4) 0.71040(12) 0.0300(6) Uani 1 1 d . . .
H16A H 0.8695 0.6785 0.7093 0.045 Uiso 1 1 calc R . .
H16B H 0.9097 0.8575 0.6905 0.045 Uiso 1 1 calc R . .
H16C H 0.9170 0.7441 0.7488 0.045 Uiso 1 1 calc R . .
C17A C 0.78064(8) 0.2402(3) 0.74511(10) 0.0185(5) Uani 1 1 d . . .
C18A C 0.78557(8) 0.2671(3) 0.80894(10) 0.0182(5) Uani 1 1 d . . .
C19A C 0.73915(8) 0.3747(4) 0.71724(12) 0.0270(6) Uani 1 1 d . . .
H19A H 0.7393 0.3471 0.6775 0.041 Uiso 1 1 calc R . .
H19B H 0.7469 0.5231 0.7238 0.041 Uiso 1 1 calc R . .
H19C H 0.7045 0.3408 0.7324 0.041 Uiso 1 1 calc R . .
C20A C 0.77483(8) 0.0124(4) 0.72721(10) 0.0246(5) Uani 1 1 d . . .
H20A H 0.8020 -0.0727 0.7451 0.037 Uiso 1 1 calc R . .
H20B H 0.7788 0.0027 0.6871 0.037 Uiso 1 1 calc R . .
H20C H 0.7400 -0.0393 0.7378 0.037 Uiso 1 1 calc R . .
C21A C 0.77194(9) 0.4863(4) 0.82916(12) 0.0309(6) Uani 1 1 d . . .
H21A H 0.7922 0.5900 0.8082 0.046 Uiso 1 1 calc R . .
H21B H 0.7806 0.4982 0.8684 0.046 Uiso 1 1 calc R . .
H21C H 0.7343 0.5118 0.8239 0.046 Uiso 1 1 calc R . .
C22A C 0.75608(9) 0.1053(4) 0.84279(11) 0.0303(6) Uani 1 1 d . . .
H22A H 0.7620 0.1317 0.8821 0.045 Uiso 1 1 calc R . .
H22B H 0.7688 -0.0352 0.8334 0.045 Uiso 1 1 calc R . .
H22C H 0.7184 0.1150 0.8348 0.045 Uiso 1 1 calc R . .
O1B O 0.77155(5) 0.1933(2) 0.57916(6) 0.0175(3) Uani 1 1 d . . .
C1B C 0.67718(7) 0.1894(3) 0.54006(9) 0.0158(5) Uani 1 1 d . . .
B1B B 0.73777(9) 0.2142(4) 0.53531(11) 0.0156(5) Uani 1 1 d . . .
O2B O 0.76297(5) 0.2611(2) 0.48666(6) 0.0185(3) Uani 1 1 d . . .
C2B C 0.64842(8) 0.2352(3) 0.49469(9) 0.0180(5) Uani 1 1 d . . .
H2B H 0.6678 0.2717 0.4627 0.022 Uiso 1 1 calc R . .
C3B C 0.59030(8) 0.2356(4) 0.48871(10) 0.0187(5) Uani 1 1 d . . .
C4B C 0.56627(8) 0.3971(4) 0.45853(10) 0.0207(5) Uani 1 1 d . . .
C5B C 0.51135(8) 0.3970(4) 0.45403(10) 0.0256(5) Uani 1 1 d . . .
H5B H 0.4946 0.5068 0.4343 0.031 Uiso 1 1 calc R . .
C6B C 0.48110(8) 0.2418(4) 0.47753(11) 0.0263(6) Uani 1 1 d . . .
H6B H 0.4439 0.2463 0.4743 0.032 Uiso 1 1 calc R . .
C7B C 0.50504(8) 0.0787(4) 0.50587(10) 0.0270(6) Uani 1 1 d . . .
H7B H 0.4845 -0.0311 0.5211 0.032 Uiso 1 1 calc R . .
C8B C 0.55939(8) 0.0773(4) 0.51172(10) 0.0215(5) Uani 1 1 d . . .
H8B H 0.5757 -0.0329 0.5317 0.026 Uiso 1 1 calc R . .
C9B C 0.59820(9) 0.5696(4) 0.43208(12) 0.0320(6) Uani 1 1 d . . .
H9B1 H 0.6179 0.5125 0.4008 0.048 Uiso 1 1 calc R . .
H9B2 H 0.6228 0.6275 0.4591 0.048 Uiso 1 1 calc R . .
H9B3 H 0.5746 0.6806 0.4192 0.048 Uiso 1 1 calc R . .
C10B C 0.65298(7) 0.1360(4) 0.59448(10) 0.0159(5) Uani 1 1 d . . .
C11B C 0.66289(8) -0.0576(4) 0.62030(10) 0.0213(5) Uani 1 1 d . . .
C12B C 0.63997(9) -0.0983(4) 0.67154(10) 0.0287(6) Uani 1 1 d . . .
H12B H 0.6466 -0.2286 0.6891 0.034 Uiso 1 1 calc R . .
C13B C 0.60797(9) 0.0469(5) 0.69712(11) 0.0346(7) Uani 1 1 d . . .
H13B H 0.5930 0.0162 0.7320 0.041 Uiso 1 1 calc R . .
C14B C 0.59772(9) 0.2377(4) 0.67180(10) 0.0294(6) Uani 1 1 d . . .
H14B H 0.5755 0.3378 0.6891 0.035 Uiso 1 1 calc R . .
C15B C 0.62032(8) 0.2810(4) 0.62070(10) 0.0224(5) Uani 1 1 d . . .
H15B H 0.6134 0.4116 0.6034 0.027 Uiso 1 1 calc R . .
C16B C 0.69734(9) -0.2205(4) 0.59328(12) 0.0303(6) Uani 1 1 d . . .
H16D H 0.6930 -0.3549 0.6122 0.045 Uiso 1 1 calc R . .
H16E H 0.7342 -0.1763 0.5955 0.045 Uiso 1 1 calc R . .
H16F H 0.6872 -0.2359 0.5546 0.045 Uiso 1 1 calc R . .
C17B C 0.82370(7) 0.2600(3) 0.55977(10) 0.0170(5) Uani 1 1 d . . .
C18B C 0.81903(8) 0.2277(3) 0.49636(9) 0.0175(5) Uani 1 1 d . . .
C19B C 0.82955(8) 0.4894(4) 0.57665(11) 0.0250(5) Uani 1 1 d . . .
H19D H 0.8262 0.5015 0.6167 0.037 Uiso 1 1 calc R . .
H19E H 0.8021 0.5730 0.5588 0.037 Uiso 1 1 calc R . .
H19F H 0.8642 0.5410 0.5652 0.037 Uiso 1 1 calc R . .
C20B C 0.86489(8) 0.1281(4) 0.58880(11) 0.0241(5) Uani 1 1 d . . .
H20D H 0.8560 -0.0206 0.5849 0.036 Uiso 1 1 calc R . .
H20E H 0.8659 0.1654 0.6279 0.036 Uiso 1 1 calc R . .
H20F H 0.8994 0.1545 0.5723 0.036 Uiso 1 1 calc R . .
C21B C 0.83029(8) 0.0017(4) 0.47917(11) 0.0242(5) Uani 1 1 d . . .
H21D H 0.8191 -0.0193 0.4409 0.036 Uiso 1 1 calc R . .
H21E H 0.8109 -0.0944 0.5032 0.036 Uiso 1 1 calc R . .
H21F H 0.8680 -0.0261 0.4823 0.036 Uiso 1 1 calc R . .
C22B C 0.85006(8) 0.3814(4) 0.46124(11) 0.0254(5) Uani 1 1 d . . .
H22D H 0.8384 0.5246 0.4692 0.038 Uiso 1 1 calc R . .
H22E H 0.8443 0.3502 0.4222 0.038 Uiso 1 1 calc R . .
H22F H 0.8876 0.3684 0.4697 0.038 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1A B1A 1.370(3) . ?
O1A C17A 1.468(2) . ?
C1A C2A 1.346(3) . ?
C1A C10A 1.507(3) . ?
C1A B1A 1.567(3) . ?
B1A O2A 1.375(3) . ?
O2A C18A 1.458(2) . ?
C2A C3A 1.477(3) . ?
C2A H2A 0.9500 . ?
C3A C8A 1.402(3) . ?
C3A C4A 1.416(3) . ?
C4A C5A 1.389(3) . ?
C4A C9A 1.504(3) . ?
C5A C6A 1.382(3) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.377(3) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.383(3) . ?
C7A H7A 0.9500 . ?
C8A H8A 0.9500 . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C10A C15A 1.398(3) . ?
C10A C11A 1.408(3) . ?
C11A C12A 1.402(3) . ?
C11A C16A 1.506(3) . ?
C12A C13A 1.385(4) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.388(4) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.388(3) . ?
C14A H14A 0.9500 . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C17A C19A 1.520(3) . ?
C17A C20A 1.524(3) . ?
C17A C18A 1.564(3) . ?
C18A C22A 1.518(3) . ?
C18A C21A 1.522(3) . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O1B B1B 1.375(3) . ?
O1B C17B 1.471(2) . ?
C1B C2B 1.354(3) . ?
C1B C10B 1.497(3) . ?
C1B B1B 1.554(3) . ?
B1B O2B 1.377(3) . ?
O2B C18B 1.462(2) . ?
C2B C3B 1.486(3) . ?
C2B H2B 0.9500 . ?
C3B C8B 1.397(3) . ?
C3B C4B 1.405(3) . ?
C4B C5B 1.402(3) . ?
C4B C9B 1.511(3) . ?
C5B C6B 1.378(4) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.388(4) . ?
C6B H6B 0.9500 . ?
C7B C8B 1.390(3) . ?
C7B H7B 0.9500 . ?
C8B H8B 0.9500 . ?
C9B H9B1 0.9800 . ?
C9B H9B2 0.9800 . ?
C9B H9B3 0.9800 . ?
C10B C15B 1.397(3) . ?
C10B C11B 1.408(3) . ?
C11B C12B 1.398(3) . ?
C11B C16B 1.510(3) . ?
C12B C13B 1.381(4) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.389(4) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.395(3) . ?
C14B H14B 0.9500 . ?
C15B H15B 0.9500 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B C20B 1.518(3) . ?
C17B C19B 1.528(3) . ?
C17B C18B 1.558(3) . ?
C18B C22B 1.521(3) . ?
C18B C21B 1.528(3) . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?

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
B1A O1A C17A 106.93(17) . . ?
C2A C1A C10A 122.32(17) . . ?
C2A C1A B1A 117.4(2) . . ?
C10A C1A B1A 119.93(18) . . ?
O1A B1A O2A 113.65(17) . . ?
O1A B1A C1A 123.3(2) . . ?
O2A B1A C1A 123.0(2) . . ?
B1A O2A C18A 106.55(17) . . ?
C1A C2A C3A 128.8(2) . . ?
C1A C2A H2A 115.6 . . ?
C3A C2A H2A 115.6 . . ?
C8A C3A C4A 118.99(18) . . ?
C8A C3A C2A 121.76(19) . . ?
C4A C3A C2A 119.22(18) . . ?
C5A C4A C3A 118.50(19) . . ?
C5A C4A C9A 120.7(2) . . ?
C3A C4A C9A 120.81(18) . . ?
C6A C5A C4A 121.7(2) . . ?
C6A C5A H5A 119.1 . . ?
C4A C5A H5A 119.1 . . ?
C7A C6A C5A 119.8(2) . . ?
C7A C6A H6A 120.1 . . ?
C5A C6A H6A 120.1 . . ?
C6A C7A C8A 120.1(2) . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C7A C8A C3A 120.8(2) . . ?
C7A C8A H8A 119.6 . . ?
C3A C8A H8A 119.6 . . ?
C4A C9A H9A1 109.5 . . ?
C4A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C4A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C15A C10A C11A 119.8(2) . . ?
C15A C10A C1A 119.1(2) . . ?
C11A C10A C1A 121.03(19) . . ?
C12A C11A C10A 118.1(2) . . ?
C12A C11A C16A 119.7(2) . . ?
C10A C11A C16A 122.2(2) . . ?
C13A C12A C11A 121.9(2) . . ?
C13A C12A H12A 119.0 . . ?
C11A C12A H12A 119.0 . . ?
C12A C13A C14A 119.4(2) . . ?
C12A C13A H13A 120.3 . . ?
C14A C13A H13A 120.3 . . ?
C13A C14A C15A 120.1(2) . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C14A C15A C10A 120.7(2) . . ?
C14A C15A H15A 119.6 . . ?
C10A C15A H15A 119.6 . . ?
C11A C16A H16A 109.5 . . ?
C11A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C11A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
O1A C17A C19A 108.12(18) . . ?
O1A C17A C20A 106.70(17) . . ?
C19A C17A C20A 110.1(2) . . ?
O1A C17A C18A 102.01(17) . . ?
C19A C17A C18A 115.78(19) . . ?
C20A C17A C18A 113.27(19) . . ?
O2A C18A C22A 108.77(18) . . ?
O2A C18A C21A 106.22(17) . . ?
C22A C18A C21A 109.7(2) . . ?
O2A C18A C17A 102.75(17) . . ?
C22A C18A C17A 114.97(19) . . ?
C21A C18A C17A 113.71(19) . . ?
C17A C19A H19A 109.5 . . ?
C17A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C17A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C17A C20A H20A 109.5 . . ?
C17A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C17A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C18A C21A H21A 109.5 . . ?
C18A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C18A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C18A C22A H22A 109.5 . . ?
C18A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C18A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
B1B O1B C17B 106.75(17) . . ?
C2B C1B C10B 123.00(18) . . ?
C2B C1B B1B 117.0(2) . . ?
C10B C1B B1B 119.79(18) . . ?
O1B B1B O2B 113.23(17) . . ?
O1B B1B C1B 123.6(2) . . ?
O2B B1B C1B 123.20(19) . . ?
B1B O2B C18B 106.53(15) . . ?
C1B C2B C3B 128.1(2) . . ?
C1B C2B H2B 115.9 . . ?
C3B C2B H2B 115.9 . . ?
C8B C3B C4B 119.6(2) . . ?
C8B C3B C2B 121.4(2) . . ?
C4B C3B C2B 119.0(2) . . ?
C5B C4B C3B 118.3(2) . . ?
C5B C4B C9B 120.2(2) . . ?
C3B C4B C9B 121.46(19) . . ?
C6B C5B C4B 121.6(2) . . ?
C6B C5B H5B 119.2 . . ?
C4B C5B H5B 119.2 . . ?
C5B C6B C7B 119.9(2) . . ?
C5B C6B H6B 120.0 . . ?
C7B C6B H6B 120.0 . . ?
C6B C7B C8B 119.4(2) . . ?
C6B C7B H7B 120.3 . . ?
C8B C7B H7B 120.3 . . ?
C7B C8B C3B 121.0(2) . . ?
C7B C8B H8B 119.5 . . ?
C3B C8B H8B 119.5 . . ?
C4B C9B H9B1 109.5 . . ?
C4B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C4B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C15B C10B C11B 119.0(2) . . ?
C15B C10B C1B 119.8(2) . . ?
C11B C10B C1B 121.3(2) . . ?
C12B C11B C10B 119.0(2) . . ?
C12B C11B C16B 120.1(2) . . ?
C10B C11B C16B 121.0(2) . . ?
C13B C12B C11B 121.4(2) . . ?
C13B C12B H12B 119.3 . . ?
C11B C12B H12B 119.3 . . ?
C12B C13B C14B 120.0(2) . . ?
C12B C13B H13B 120.0 . . ?
C14B C13B H13B 120.0 . . ?
C13B C14B C15B 119.3(2) . . ?
C13B C14B H14B 120.3 . . ?
C15B C14B H14B 120.3 . . ?
C14B C15B C10B 121.3(2) . . ?
C14B C15B H15B 119.3 . . ?
C10B C15B H15B 119.3 . . ?
C11B C16B H16D 109.5 . . ?
C11B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C11B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
O1B C17B C20B 108.31(17) . . ?
O1B C17B C19B 106.22(16) . . ?
C20B C17B C19B 109.84(19) . . ?
O1B C17B C18B 102.07(16) . . ?
C20B C17B C18B 116.00(18) . . ?
C19B C17B C18B 113.52(18) . . ?
O2B C18B C22B 108.82(17) . . ?
O2B C18B C21B 106.05(17) . . ?
C22B C18B C21B 110.98(19) . . ?
O2B C18B C17B 102.39(15) . . ?
C22B C18B C17B 115.43(19) . . ?
C21B C18B C17B 112.34(18) . . ?
C17B C19B H19D 109.5 . . ?
C17B C19B H19E 109.5 . . ?
H19D C19B H19E 109.5 . . ?
C17B C19B H19F 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
C17B C20B H20D 109.5 . . ?
C17B C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C17B C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C18B C21B H21D 109.5 . . ?
C18B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
C18B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C18B C22B H22D 109.5 . . ?
C18B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C18B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?

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
C17A O1A B1A O2A -8.6(2) . . . . ?
C17A O1A B1A C1A 169.52(19) . . . . ?
C2A C1A B1A O1A -170.8(2) . . . . ?
C10A C1A B1A O1A 2.6(3) . . . . ?
C2A C1A B1A O2A 7.2(3) . . . . ?
C10A C1A B1A O2A -179.4(2) . . . . ?
O1A B1A O2A C18A -10.7(2) . . . . ?
C1A B1A O2A C18A 171.15(19) . . . . ?
C10A C1A C2A C3A 5.0(4) . . . . ?
B1A C1A C2A C3A 178.3(2) . . . . ?
C1A C2A C3A C8A 44.3(3) . . . . ?
C1A C2A C3A C4A -137.7(2) . . . . ?
C8A C3A C4A C5A 0.1(3) . . . . ?
C2A C3A C4A C5A -178.0(2) . . . . ?
C8A C3A C4A C9A 179.9(2) . . . . ?
C2A C3A C4A C9A 1.8(3) . . . . ?
C3A C4A C5A C6A 0.4(3) . . . . ?
C9A C4A C5A C6A -179.4(2) . . . . ?
C4A C5A C6A C7A -0.4(4) . . . . ?
C5A C6A C7A C8A -0.2(4) . . . . ?
C6A C7A C8A C3A 0.7(4) . . . . ?
C4A C3A C8A C7A -0.6(3) . . . . ?
C2A C3A C8A C7A 177.4(2) . . . . ?
C2A C1A C10A C15A 57.0(3) . . . . ?
B1A C1A C10A C15A -116.1(2) . . . . ?
C2A C1A C10A C11A -123.6(2) . . . . ?
B1A C1A C10A C11A 63.3(3) . . . . ?
C15A C10A C11A C12A -0.5(3) . . . . ?
C1A C10A C11A C12A -179.85(19) . . . . ?
C15A C10A C11A C16A -178.6(2) . . . . ?
C1A C10A C11A C16A 2.0(3) . . . . ?
C10A C11A C12A C13A 1.0(3) . . . . ?
C16A C11A C12A C13A 179.2(2) . . . . ?
C11A C12A C13A C14A -1.3(3) . . . . ?
C12A C13A C14A C15A 1.0(3) . . . . ?
C13A C14A C15A C10A -0.5(3) . . . . ?
C11A C10A C15A C14A 0.3(3) . . . . ?
C1A C10A C15A C14A 179.64(19) . . . . ?
B1A O1A C17A C19A 145.0(2) . . . . ?
B1A O1A C17A C20A -96.5(2) . . . . ?
B1A O1A C17A C18A 22.5(2) . . . . ?
B1A O2A C18A C22A 146.08(19) . . . . ?
B1A O2A C18A C21A -95.9(2) . . . . ?
B1A O2A C18A C17A 23.8(2) . . . . ?
O1A C17A C18A O2A -27.98(19) . . . . ?
C19A C17A C18A O2A -145.10(18) . . . . ?
C20A C17A C18A O2A 86.3(2) . . . . ?
O1A C17A C18A C22A -145.97(18) . . . . ?
C19A C17A C18A C22A 96.9(2) . . . . ?
C20A C17A C18A C22A -31.7(3) . . . . ?
O1A C17A C18A C21A 86.4(2) . . . . ?
C19A C17A C18A C21A -30.8(3) . . . . ?
C20A C17A C18A C21A -159.36(18) . . . . ?
C17B O1B B1B O2B 8.2(2) . . . . ?
C17B O1B B1B C1B -171.37(19) . . . . ?
C2B C1B B1B O1B 173.5(2) . . . . ?
C10B C1B B1B O1B -1.2(3) . . . . ?
C2B C1B B1B O2B -6.0(3) . . . . ?
C10B C1B B1B O2B 179.3(2) . . . . ?
O1B B1B O2B C18B 12.1(2) . . . . ?
C1B B1B O2B C18B -168.39(19) . . . . ?
C10B C1B C2B C3B -2.2(4) . . . . ?
B1B C1B C2B C3B -176.6(2) . . . . ?
C1B C2B C3B C8B -42.1(4) . . . . ?
C1B C2B C3B C4B 138.9(2) . . . . ?
C8B C3B C4B C5B 2.0(3) . . . . ?
C2B C3B C4B C5B -179.0(2) . . . . ?
C8B C3B C4B C9B -179.0(2) . . . . ?
C2B C3B C4B C9B 0.1(3) . . . . ?
C3B C4B C5B C6B -1.1(3) . . . . ?
C9B C4B C5B C6B 179.8(2) . . . . ?
C4B C5B C6B C7B -0.9(4) . . . . ?
C5B C6B C7B C8B 2.0(4) . . . . ?
C6B C7B C8B C3B -1.1(4) . . . . ?
C4B C3B C8B C7B -0.9(4) . . . . ?
C2B C3B C8B C7B -179.9(2) . . . . ?
C2B C1B C10B C15B -60.0(3) . . . . ?
B1B C1B C10B C15B 114.3(2) . . . . ?
C2B C1B C10B C11B 120.7(2) . . . . ?
B1B C1B C10B C11B -65.0(3) . . . . ?
C15B C10B C11B C12B -0.4(3) . . . . ?
C1B C10B C11B C12B 178.98(19) . . . . ?
C15B C10B C11B C16B 179.2(2) . . . . ?
C1B C10B C11B C16B -1.5(3) . . . . ?
C10B C11B C12B C13B 0.0(3) . . . . ?
C16B C11B C12B C13B -179.5(2) . . . . ?
C11B C12B C13B C14B 0.4(3) . . . . ?
C12B C13B C14B C15B -0.4(3) . . . . ?
C13B C14B C15B C10B 0.1(3) . . . . ?
C11B C10B C15B C14B 0.3(3) . . . . ?
C1B C10B C15B C14B -179.06(19) . . . . ?
B1B O1B C17B C20B -146.13(19) . . . . ?
B1B O1B C17B C19B 95.9(2) . . . . ?
B1B O1B C17B C18B -23.2(2) . . . . ?
B1B O2B C18B C22B -148.2(2) . . . . ?
B1B O2B C18B C21B 92.4(2) . . . . ?
B1B O2B C18B C17B -25.5(2) . . . . ?
O1B C17B C18B O2B 29.44(18) . . . . ?
C20B C17B C18B O2B 146.94(17) . . . . ?
C19B C17B C18B O2B -84.44(19) . . . . ?
O1B C17B C18B C22B 147.48(17) . . . . ?
C20B C17B C18B C22B -95.0(2) . . . . ?
C19B C17B C18B C22B 33.6(2) . . . . ?
O1B C17B C18B C21B -83.91(19) . . . . ?
C20B C17B C18B C21B 33.6(2) . . . . ?
C19B C17B C18B C21B 162.22(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.39
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.047
