# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_affbpina
_database_code_depnum_ccdc_archive 'CCDC 1902042'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores-Alamo'
;Facultad de Quimica Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-03-08 deposited with the CCDC.	2020-03-18 downloaded from the CCDC.
;

_audit_creation_date             2016-09-08T22:11:06-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H20 B F O2'
_chemical_formula_sum            'C16 H20 B F O2'
_chemical_formula_weight         274.13
_chemical_absolute_configuration syn

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.5320(7)
_cell_length_b                   11.8108(8)
_cell_length_c                   14.1961(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1430.54(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3520
_cell_measurement_theta_min      4.419
_cell_measurement_theta_max      28.275

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.101
_exptl_crystal_size_min          0.058
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -16 -5 0.0508
0 16 5 0.0508
12 -1 1 0.2031
-12 1 -1 0.2031
0 -4 19 0.0294
0 4 -19 0.0294

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.995
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.995

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.0068398
_diffrn_orient_matrix_ub_12      0.0270881
_diffrn_orient_matrix_ub_13      -0.0443814
_diffrn_orient_matrix_ub_21      0.0011398
_diffrn_orient_matrix_ub_22      0.0535315
_diffrn_orient_matrix_ub_23      0.0226589
_diffrn_orient_matrix_ub_31      0.0828513
_diffrn_orient_matrix_ub_32      -0.0030063
_diffrn_orient_matrix_ub_33      0.0034011
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_number            15932
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.734
_diffrn_reflns_theta_max         29.436
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.932
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.935
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.938
_reflns_Friedel_coverage         0.757
_reflns_number_total             3584
_reflns_number_gt                2978
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    
;
      'SHELXS-2014 (Sheldrick, 2015)'
      Sheldrick, G. M. (2015). Acta Cryst. A71, 3--8.
;
_computing_structure_refinement  
;
      'SHELXS-2014 (Sheldrick, 2015)'
      Sheldrick, G. M. (2015). Acta Cryst. C71, 3--8.
;
_computing_molecular_graphics    
;
          'Ortep-3 for Windows (Farrugia, 1997)'
      L. J. Farrugia, J. Appl. Crystallogr., 1997, 30, 565.
;
_computing_publication_material  
;	
        'WinGX publication routines (Farrugia, 1999)'				 
	L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.
;



#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
 F1 and F1p are disordered over two sites with occupancies 0.23:0.77.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+0.2330P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3584
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0896
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.3(11)
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.048

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
B1 B 0.5205(3) 0.4923(2) 0.43172(18) 0.0216(5) Uani 1 1 d . . . . .
C1 C 0.7244(3) 0.6484(2) 0.46228(18) 0.0302(5) Uani 1 1 d . . . . .
H1 H 0.7001 0.6765 0.4013 0.036 Uiso 0.741(4) 1 calc R U P A 1
C2 C 0.6456(2) 0.55277(19) 0.49434(15) 0.0216(5) Uani 1 1 d . . . . .
C3 C 0.6873(3) 0.5165(2) 0.58366(16) 0.0261(5) Uani 1 1 d . . . . .
H3 H 0.636 0.4517 0.6087 0.031 Uiso 0.259(4) 1 calc R U P A 2
C4 C 0.7996(3) 0.5695(2) 0.63835(17) 0.0336(6) Uani 1 1 d . . . . .
H4 H 0.8258 0.541 0.6989 0.04 Uiso 1 1 calc R U . . .
C5 C 0.8727(3) 0.6644(2) 0.6033(2) 0.0377(7) Uani 1 1 d . . . . .
H5 H 0.9489 0.7025 0.6403 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8364(3) 0.7046(2) 0.5150(2) 0.0385(7) Uani 1 1 d . . . . .
H6 H 0.8874 0.7698 0.4906 0.046 Uiso 1 1 calc R U . . .
C7 C 0.3409(3) 0.36252(18) 0.37996(14) 0.0202(5) Uani 1 1 d . . . . .
C8 C 0.3569(3) 0.46179(19) 0.30699(15) 0.0219(5) Uani 1 1 d . . . . .
H8 H 0.3923 0.4295 0.2455 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2078(3) 0.53305(19) 0.28962(16) 0.0260(5) Uani 1 1 d . . . . .
H9A H 0.229 0.6127 0.3073 0.031 Uiso 1 1 calc R U . . .
H9B H 0.1821 0.5314 0.2216 0.031 Uiso 1 1 calc R U . . .
C10 C 0.0673(3) 0.49033(18) 0.34545(16) 0.0250(5) Uani 1 1 d . . . . .
H10 H -0.0313 0.5349 0.3369 0.03 Uiso 1 1 calc R U . . .
C11 C 0.0485(2) 0.35978(18) 0.33605(15) 0.0220(5) Uani 1 1 d . . . . .
C12 C 0.1739(2) 0.35258(18) 0.41675(15) 0.0204(4) Uani 1 1 d . . . . .
H12 H 0.1566 0.2905 0.4635 0.024 Uiso 1 1 calc R U . . .
C13 C 0.1175(3) 0.47121(19) 0.44876(16) 0.0263(5) Uani 1 1 d . . . . .
H13A H 0.0294 0.4697 0.4941 0.032 Uiso 1 1 calc R U . . .
H13B H 0.2025 0.5219 0.4705 0.032 Uiso 1 1 calc R U . . .
C14 C 0.0775(3) 0.3057(2) 0.24008(16) 0.0271(5) Uani 1 1 d . . . . .
H14A H 0.1776 0.3326 0.2148 0.041 Uiso 1 1 calc R U . . .
H14B H -0.0074 0.3266 0.1969 0.041 Uiso 1 1 calc R U . . .
H14C H 0.0808 0.2232 0.2469 0.041 Uiso 1 1 calc R U . . .
C15 C -0.1114(3) 0.3186(2) 0.37171(18) 0.0286(5) Uani 1 1 d . . . . .
H15A H -0.1076 0.2367 0.3821 0.043 Uiso 1 1 calc R U . . .
H15B H -0.1921 0.3361 0.3248 0.043 Uiso 1 1 calc R U . . .
H15C H -0.1367 0.3569 0.4311 0.043 Uiso 1 1 calc R U . . .
C16 C 0.4103(3) 0.25164(18) 0.34530(17) 0.0261(5) Uani 1 1 d . . . . .
H16A H 0.5193 0.2638 0.3262 0.039 Uiso 1 1 calc R U . . .
H16B H 0.3496 0.2241 0.2913 0.039 Uiso 1 1 calc R U . . .
H16C H 0.4066 0.1954 0.396 0.039 Uiso 1 1 calc R U . . .
O1 O 0.44121(18) 0.39828(12) 0.45833(10) 0.0228(3) Uani 1 1 d . . . . .
O2 O 0.48179(19) 0.53272(13) 0.34452(11) 0.0249(4) Uani 1 1 d . . . . .
F1 F 0.6151(2) 0.43112(16) 0.62312(12) 0.0318(6) Uani 0.741(4) 1 d . . P A 1
F1P F 0.6874(7) 0.6986(5) 0.3916(4) 0.043(2) Uani 0.259(4) 1 d . . P A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
B1 O1 1.354(3) . ?
B1 O2 1.367(3) . ?
B1 C2 1.562(3) . ?
C1 F1P 1.207(6) . ?
C1 C6 1.383(3) . ?
C1 C2 1.391(3) . ?
C1 H1 0.95 . ?
C2 C3 1.385(3) . ?
C3 F1 1.307(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.95 . ?
C4 C5 1.376(4) . ?
C4 H4 0.95 . ?
C5 C6 1.376(4) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C7 O1 1.466(2) . ?
C7 C16 1.519(3) . ?
C7 C12 1.522(3) . ?
C7 C8 1.570(3) . ?
C8 O2 1.457(3) . ?
C8 C9 1.545(3) . ?
C8 H8 1 . ?
C9 C10 1.523(3) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C10 C13 1.544(3) . ?
C10 C11 1.556(3) . ?
C10 H10 1 . ?
C11 C14 1.525(3) . ?
C11 C15 1.534(3) . ?
C11 C12 1.570(3) . ?
C12 C13 1.550(3) . ?
C12 H12 1 . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?

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
O1 B1 O2 114.7(2) . . ?
O1 B1 C2 123.9(2) . . ?
O2 B1 C2 121.4(2) . . ?
F1P C1 C6 113.2(3) . . ?
F1P C1 C2 123.0(3) . . ?
C6 C1 C2 123.1(2) . . ?
C6 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 115.2(2) . . ?
C3 C2 B1 123.7(2) . . ?
C1 C2 B1 121.0(2) . . ?
F1 C3 C4 115.8(2) . . ?
F1 C3 C2 120.7(2) . . ?
C4 C3 C2 123.5(2) . . ?
C4 C3 H3 118.3 . . ?
C2 C3 H3 118.3 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
O1 C7 C16 105.48(17) . . ?
O1 C7 C12 107.95(16) . . ?
C16 C7 C12 114.17(18) . . ?
O1 C7 C8 103.59(16) . . ?
C16 C7 C8 113.35(18) . . ?
C12 C7 C8 111.41(18) . . ?
O2 C8 C9 110.34(18) . . ?
O2 C8 C7 104.56(16) . . ?
C9 C8 C7 116.15(18) . . ?
O2 C8 H8 108.5 . . ?
C9 C8 H8 108.5 . . ?
C7 C8 H8 108.5 . . ?
C10 C9 C8 112.60(18) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C9 C10 C13 108.94(19) . . ?
C9 C10 C11 111.41(18) . . ?
C13 C10 C11 88.01(16) . . ?
C9 C10 H10 115.1 . . ?
C13 C10 H10 115.1 . . ?
C11 C10 H10 115.1 . . ?
C14 C11 C15 107.85(19) . . ?
C14 C11 C10 118.35(18) . . ?
C15 C11 C10 112.18(19) . . ?
C14 C11 C12 121.23(18) . . ?
C15 C11 C12 110.39(18) . . ?
C10 C11 C12 85.45(16) . . ?
C7 C12 C13 108.78(18) . . ?
C7 C12 C11 112.56(17) . . ?
C13 C12 C11 87.30(16) . . ?
C7 C12 H12 115 . . ?
C13 C12 H12 115 . . ?
C11 C12 H12 115 . . ?
C10 C13 C12 86.55(16) . . ?
C10 C13 H13A 114.2 . . ?
C12 C13 H13A 114.2 . . ?
C10 C13 H13B 114.2 . . ?
C12 C13 H13B 114.2 . . ?
H13A C13 H13B 111.4 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
B1 O1 C7 108.43(17) . . ?
B1 O2 C8 107.88(17) . . ?

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
F1P C1 C2 C3 -170.2(4) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
F1P C1 C2 B1 10.2(5) . . . . ?
C6 C1 C2 B1 -179.7(2) . . . . ?
O1 B1 C2 C3 -0.3(3) . . . . ?
O2 B1 C2 C3 178.9(2) . . . . ?
O1 B1 C2 C1 179.2(2) . . . . ?
O2 B1 C2 C1 -1.6(3) . . . . ?
C1 C2 C3 F1 176.3(2) . . . . ?
B1 C2 C3 F1 -4.1(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
B1 C2 C3 C4 179.1(2) . . . . ?
F1 C3 C4 C5 -175.9(2) . . . . ?
C2 C3 C4 C5 1.0(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
F1P C1 C6 C5 171.1(4) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
O1 C7 C8 O2 8.8(2) . . . . ?
C16 C7 C8 O2 -105.0(2) . . . . ?
C12 C7 C8 O2 124.63(17) . . . . ?
O1 C7 C8 C9 -113.0(2) . . . . ?
C16 C7 C8 C9 133.2(2) . . . . ?
C12 C7 C8 C9 2.8(3) . . . . ?
O2 C8 C9 C10 -120.75(19) . . . . ?
C7 C8 C9 C10 -2.0(3) . . . . ?
C8 C9 C10 C13 48.0(2) . . . . ?
C8 C9 C10 C11 -47.4(3) . . . . ?
C9 C10 C11 C14 -40.0(3) . . . . ?
C13 C10 C11 C14 -149.62(19) . . . . ?
C9 C10 C11 C15 -166.62(18) . . . . ?
C13 C10 C11 C15 83.8(2) . . . . ?
C9 C10 C11 C12 83.2(2) . . . . ?
C13 C10 C11 C12 -26.39(16) . . . . ?
O1 C7 C12 C13 63.6(2) . . . . ?
C16 C7 C12 C13 -179.50(18) . . . . ?
C8 C7 C12 C13 -49.5(2) . . . . ?
O1 C7 C12 C11 158.60(16) . . . . ?
C16 C7 C12 C11 -84.5(2) . . . . ?
C8 C7 C12 C11 45.5(2) . . . . ?
C14 C11 C12 C7 37.7(3) . . . . ?
C15 C11 C12 C7 165.08(19) . . . . ?
C10 C11 C12 C7 -82.93(19) . . . . ?
C14 C11 C12 C13 146.9(2) . . . . ?
C15 C11 C12 C13 -85.68(19) . . . . ?
C10 C11 C12 C13 26.30(16) . . . . ?
C9 C10 C13 C12 -85.25(19) . . . . ?
C11 C10 C13 C12 26.73(16) . . . . ?
C7 C12 C13 C10 86.45(18) . . . . ?
C11 C12 C13 C10 -26.48(16) . . . . ?
O2 B1 O1 C7 3.7(3) . . . . ?
C2 B1 O1 C7 -177.0(2) . . . . ?
C16 C7 O1 B1 111.7(2) . . . . ?
C12 C7 O1 B1 -125.90(19) . . . . ?
C8 C7 O1 B1 -7.7(2) . . . . ?
O1 B1 O2 C8 2.4(3) . . . . ?
C2 B1 O2 C8 -176.88(19) . . . . ?
C9 C8 O2 B1 118.6(2) . . . . ?
C7 C8 O2 B1 -7.0(2) . . . . ?
####################################################################### 
# 
# 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_memfbapi
_database_code_depnum_ccdc_archive 'CCDC 1902043'
loop_
_audit_author_name
_audit_author_address
'Marcos Flores-Alamo'
;Facultad de Quimica Universidad Nacional Autonoma de Mexico
Mexico
;
_audit_update_record             
;
2019-03-08 deposited with the CCDC.	2020-03-18 downloaded from the CCDC.
;

_audit_creation_date             2016-09-06T12:46:41-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C18 H25 B O3'
_chemical_formula_sum            'C18 H25 B O3'
_chemical_formula_weight         300.19
_chemical_absolute_configuration syn

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.2351(5)
_cell_length_b                   12.5482(9)
_cell_length_c                   20.8610(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1632.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    1243
_cell_measurement_theta_min      4.153
_cell_measurement_theta_max      27.641

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             648
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 7 -27 0.12
0 -7 27 0.12
9 0 0 0.2295
-9 0 0 0.2295
0 -16 -12 0.0754
0 16 12 0.0754


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.08
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.988
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.988

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4685
_diffrn_orient_matrix_ub_11      0.0027004
_diffrn_orient_matrix_ub_12      0.0444454
_diffrn_orient_matrix_ub_13      0.0210696
_diffrn_orient_matrix_ub_21      0.0056922
_diffrn_orient_matrix_ub_22      -0.0350732
_diffrn_orient_matrix_ub_23      0.0265425
_diffrn_orient_matrix_ub_31      0.1135956
_diffrn_orient_matrix_ub_32      0.0006937
_diffrn_orient_matrix_ub_33      -0.001908
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_av_unetI/netI     0.067
_diffrn_reflns_number            5496
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.391
_diffrn_reflns_theta_max         28.978
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.882
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.882
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.883
_reflns_Friedel_coverage         0.735
_reflns_number_total             3498
_reflns_number_gt                2790
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    
;
      'SHELXS-2014 (Sheldrick, 2015)'
      Sheldrick, G. M. (2015). Acta Cryst. A71, 3--8.
;
_computing_structure_refinement  
;
      'SHELXS-2014 (Sheldrick, 2015)'
      Sheldrick, G. M. (2015). Acta Cryst. C71, 3--8.
;
_computing_molecular_graphics    
;
          'Ortep-3 for Windows (Farrugia, 1997)'
      L. J. Farrugia, J. Appl. Crystallogr., 1997, 30, 565.
;
_computing_publication_material  
;	
        'WinGX publication routines (Farrugia, 1999)'				 
	L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.
;




#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3498
_refine_ls_number_parameters     205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.073
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1159
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(19)
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.056

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.4535(5) 0.3379(2) 0.59303(15) 0.0212(7) Uani 1 1 d . . . . .
C2 C 0.3327(5) 0.3472(2) 0.53768(14) 0.0200(7) Uani 1 1 d . . . . .
H2 H 0.202906 0.308143 0.533562 0.024 Uiso 1 1 calc R U . . .
C3 C 0.4000(5) 0.4138(2) 0.48765(13) 0.0192(6) Uani 1 1 d . . . . .
C4 C 0.5933(5) 0.4699(2) 0.49285(13) 0.0190(6) Uani 1 1 d . . . . .
C5 C 0.7142(5) 0.4560(2) 0.54890(14) 0.0216(7) Uani 1 1 d . . . . .
H5 H 0.847329 0.492281 0.552752 0.026 Uiso 1 1 calc R U . . .
C6 C 0.6471(5) 0.3917(2) 0.59875(14) 0.0238(7) Uani 1 1 d . . . . .
H6 H 0.731936 0.384399 0.636312 0.029 Uiso 1 1 calc R U . . .
C7 C 0.9043(5) 0.6845(2) 0.40741(13) 0.0191(6) Uani 1 1 d . . . . .
H7 H 1.054804 0.672634 0.392456 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7473(5) 0.6515(2) 0.35249(14) 0.0186(6) Uani 1 1 d . . . . .
C9 C 0.6123(5) 0.7447(2) 0.32974(14) 0.0199(6) Uani 1 1 d . . . . .
H9 H 0.510282 0.728006 0.29414 0.024 Uiso 1 1 calc R U . . .
C10 C 0.7469(5) 0.8497(2) 0.32049(14) 0.0188(6) Uani 1 1 d . . . . .
C11 C 0.7188(5) 0.8647(2) 0.39410(14) 0.0196(7) Uani 1 1 d . . . . .
H11 H 0.700385 0.940093 0.408624 0.024 Uiso 1 1 calc R U . . .
C12 C 0.8833(5) 0.8006(2) 0.43115(14) 0.0210(7) Uani 1 1 d . . . . .
H12A H 0.842666 0.79993 0.477027 0.025 Uiso 1 1 calc R U . . .
H12B H 1.024564 0.836039 0.427535 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5102(5) 0.7996(2) 0.38888(15) 0.0220(7) Uani 1 1 d . . . . .
H13A H 0.38152 0.842788 0.378958 0.026 Uiso 1 1 calc R U . . .
H13B H 0.484142 0.751229 0.425536 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9735(5) 0.8470(3) 0.29384(15) 0.0259(7) Uani 1 1 d . . . . .
H14A H 1.057086 0.7927 0.316542 0.039 Uiso 1 1 calc R U . . .
H14B H 1.040999 0.916881 0.299739 0.039 Uiso 1 1 calc R U . . .
H14C H 0.968753 0.82975 0.248048 0.039 Uiso 1 1 calc R U . . .
C15 C 0.6195(6) 0.9336(3) 0.28312(15) 0.0311(8) Uani 1 1 d . . . . .
H15A H 0.688887 1.003268 0.287771 0.047 Uiso 1 1 calc R U . . .
H15B H 0.472987 0.937371 0.300008 0.047 Uiso 1 1 calc R U . . .
H15C H 0.615011 0.913911 0.237686 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8568(6) 0.5916(2) 0.29831(14) 0.0305(8) Uani 1 1 d . . . . .
H16A H 0.748057 0.562188 0.269389 0.046 Uiso 1 1 calc R U . . .
H16B H 0.943226 0.533484 0.316124 0.046 Uiso 1 1 calc R U . . .
H16C H 0.94985 0.640543 0.274482 0.046 Uiso 1 1 calc R U . . .
C17 C 0.2567(5) 0.4222(3) 0.42958(14) 0.0250(7) Uani 1 1 d . . . . .
H17A H 0.344517 0.420451 0.390633 0.037 Uiso 1 1 calc R U . . .
H17B H 0.17659 0.489305 0.431259 0.037 Uiso 1 1 calc R U . . .
H17C H 0.155988 0.36223 0.429148 0.037 Uiso 1 1 calc R U . . .
C18 C 0.1987(5) 0.2225(3) 0.64310(16) 0.0333(9) Uani 1 1 d . . . . .
H18A H 0.17676 0.183716 0.68333 0.05 Uiso 1 1 calc R U . . .
H18B H 0.200803 0.172014 0.607278 0.05 Uiso 1 1 calc R U . . .
H18C H 0.081528 0.273602 0.636945 0.05 Uiso 1 1 calc R U . . .
B1 B 0.6825(5) 0.5518(3) 0.44355(16) 0.0192(7) Uani 1 1 d . . . . .
O1 O 0.3972(4) 0.27807(17) 0.64561(10) 0.0278(5) Uani 1 1 d . . . . .
O2 O 0.8595(3) 0.61122(15) 0.45910(9) 0.0220(5) Uani 1 1 d . . . . .
O3 O 0.6047(3) 0.57377(15) 0.38365(9) 0.0231(5) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O1 1.374(3) . ?
C1 C2 1.383(4) . ?
C1 C6 1.388(4) . ?
C2 C3 1.401(4) . ?
C2 H2 0.95 . ?
C3 C4 1.400(4) . ?
C3 C17 1.509(4) . ?
C4 C5 1.402(4) . ?
C4 B1 1.557(4) . ?
C5 C6 1.381(4) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C7 O2 1.444(3) . ?
C7 C12 1.544(4) . ?
C7 C8 1.563(4) . ?
C7 H7 1 . ?
C8 O3 1.472(3) . ?
C8 C9 1.517(4) . ?
C8 C16 1.519(4) . ?
C9 C13 1.550(4) . ?
C9 C10 1.574(4) . ?
C9 H9 1 . ?
C10 C14 1.519(4) . ?
C10 C15 1.532(4) . ?
C10 C11 1.557(4) . ?
C11 C12 1.515(4) . ?
C11 C13 1.540(4) . ?
C11 H11 1 . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 O1 1.422(4) . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
B1 O3 1.368(4) . ?
B1 O2 1.371(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 125.0(3) . . ?
O1 C1 C6 114.8(3) . . ?
C2 C1 C6 120.2(3) . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 C17 122.5(3) . . ?
C2 C3 C17 117.5(3) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 B1 126.0(3) . . ?
C5 C4 B1 116.2(3) . . ?
C6 C5 C4 122.5(3) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 118.9(3) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
O2 C7 C12 110.2(2) . . ?
O2 C7 C8 105.0(2) . . ?
C12 C7 C8 115.6(2) . . ?
O2 C7 H7 108.7 . . ?
C12 C7 H7 108.7 . . ?
C8 C7 H7 108.7 . . ?
O3 C8 C9 108.3(2) . . ?
O3 C8 C16 105.8(2) . . ?
C9 C8 C16 113.5(2) . . ?
O3 C8 C7 103.3(2) . . ?
C9 C8 C7 111.9(2) . . ?
C16 C8 C7 113.2(3) . . ?
C8 C9 C13 108.8(2) . . ?
C8 C9 C10 112.8(2) . . ?
C13 C9 C10 86.8(2) . . ?
C8 C9 H9 115.1 . . ?
C13 C9 H9 115.1 . . ?
C10 C9 H9 115.1 . . ?
C14 C10 C15 108.2(2) . . ?
C14 C10 C11 117.9(2) . . ?
C15 C10 C11 111.1(3) . . ?
C14 C10 C9 121.5(3) . . ?
C15 C10 C9 111.2(3) . . ?
C11 C10 C9 85.4(2) . . ?
C12 C11 C13 109.0(2) . . ?
C12 C11 C10 111.3(2) . . ?
C13 C11 C10 87.8(2) . . ?
C12 C11 H11 115.2 . . ?
C13 C11 H11 115.2 . . ?
C10 C11 H11 115.2 . . ?
C11 C12 C7 113.3(2) . . ?
C11 C12 H12A 108.9 . . ?
C7 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C7 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C11 C13 C9 86.9(2) . . ?
C11 C13 H13A 114.2 . . ?
C9 C13 H13A 114.2 . . ?
C11 C13 H13B 114.2 . . ?
C9 C13 H13B 114.2 . . ?
H13A C13 H13B 111.3 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 B1 O2 113.1(3) . . ?
O3 B1 C4 127.6(3) . . ?
O2 B1 C4 119.4(3) . . ?
C1 O1 C18 117.4(2) . . ?
B1 O2 C7 109.0(2) . . ?
B1 O3 C8 108.8(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
O1 C1 C2 C3 177.4(3) . . . . ?
C6 C1 C2 C3 -2.2(4) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C1 C2 C3 C17 -178.3(3) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C17 C3 C4 C5 -179.9(3) . . . . ?
C2 C3 C4 B1 -176.0(3) . . . . ?
C17 C3 C4 B1 3.7(4) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
B1 C4 C5 C6 175.4(3) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
O1 C1 C6 C5 -178.4(3) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
O2 C7 C8 O3 9.2(3) . . . . ?
C12 C7 C8 O3 -112.3(3) . . . . ?
O2 C7 C8 C9 125.5(2) . . . . ?
C12 C7 C8 C9 4.0(4) . . . . ?
O2 C7 C8 C16 -104.7(3) . . . . ?
C12 C7 C8 C16 133.7(3) . . . . ?
O3 C8 C9 C13 63.2(3) . . . . ?
C16 C8 C9 C13 -179.7(2) . . . . ?
C7 C8 C9 C13 -50.0(3) . . . . ?
O3 C8 C9 C10 157.7(2) . . . . ?
C16 C8 C9 C10 -85.2(3) . . . . ?
C7 C8 C9 C10 44.5(3) . . . . ?
C8 C9 C10 C14 37.7(4) . . . . ?
C13 C9 C10 C14 146.8(3) . . . . ?
C8 C9 C10 C15 166.7(2) . . . . ?
C13 C9 C10 C15 -84.2(3) . . . . ?
C8 C9 C10 C11 -82.4(3) . . . . ?
C13 C9 C10 C11 26.7(2) . . . . ?
C14 C10 C11 C12 -40.7(3) . . . . ?
C15 C10 C11 C12 -166.3(3) . . . . ?
C9 C10 C11 C12 82.7(3) . . . . ?
C14 C10 C11 C13 -150.2(3) . . . . ?
C15 C10 C11 C13 84.1(3) . . . . ?
C9 C10 C11 C13 -26.8(2) . . . . ?
C13 C11 C12 C7 48.1(3) . . . . ?
C10 C11 C12 C7 -47.1(3) . . . . ?
O2 C7 C12 C11 -121.6(3) . . . . ?
C8 C7 C12 C11 -2.9(4) . . . . ?
C12 C11 C13 C9 -84.5(3) . . . . ?
C10 C11 C13 C9 27.2(2) . . . . ?
C8 C9 C13 C11 86.1(3) . . . . ?
C10 C9 C13 C11 -26.9(2) . . . . ?
C3 C4 B1 O3 -8.9(5) . . . . ?
C5 C4 B1 O3 174.6(3) . . . . ?
C3 C4 B1 O2 171.2(3) . . . . ?
C5 C4 B1 O2 -5.3(4) . . . . ?
C2 C1 O1 C18 -0.7(4) . . . . ?
C6 C1 O1 C18 178.9(3) . . . . ?
O3 B1 O2 C7 2.9(3) . . . . ?
C4 B1 O2 C7 -177.2(3) . . . . ?
C12 C7 O2 B1 117.4(3) . . . . ?
C8 C7 O2 B1 -7.6(3) . . . . ?
O2 B1 O3 C8 3.5(3) . . . . ?
C4 B1 O3 C8 -176.4(3) . . . . ?
C9 C8 O3 B1 -126.6(2) . . . . ?
C16 C8 O3 B1 111.4(3) . . . . ?
C7 C8 O3 B1 -7.8(3) . . . . ?
