# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_mo_d8v20460_0m
_database_code_depnum_ccdc_archive 'CCDC 2044957'
loop_
_audit_author_name
_audit_author_address
'Liangliang Yan'
;The University of HongKong
China
;
_audit_update_record             
;
2020-11-17 deposited with the CCDC.	2021-02-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 B F2 N O3'
_chemical_formula_weight         341.11

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9793(6)
_cell_length_b                   12.4354(5)
_cell_length_c                   12.6474(6)
_cell_angle_alpha                113.6570(10)
_cell_angle_beta                 105.751(2)
_cell_angle_gamma                102.8960(10)
_cell_volume                     1538.55(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      5.512
_cell_measurement_theta_max      53.629

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.115
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7002
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36633
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.996
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5700
_reflns_number_gt                4311
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0779P)²+0.9917P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5700
_refine_ls_number_parameters     456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1799
_refine_ls_wR_factor_gt          0.1625
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.0775(2) 0.1936(2) -0.10392(18) 0.0898(7) Uani 1 1 d . . . . .
F2 F 0.0951(3) 0.1886(2) 0.0160(2) 0.1099(9) Uani 1 1 d . . . . .
O1 O -0.0693(3) 0.7019(3) 0.6093(3) 0.0870(8) Uani 1 1 d . . . . .
O2 O 0.0426(2) 0.36308(19) 0.0956(2) 0.0728(6) Uani 1 1 d . . . . .
O3 O 0.1153(2) 0.3151(2) -0.0747(2) 0.0754(7) Uani 1 1 d . . . . .
N1 N 0.0563(2) 0.8269(2) 0.5647(2) 0.0526(6) Uani 1 1 d . . . . .
C1 C 0.1180(2) 0.9424(3) 0.5699(3) 0.0509(7) Uani 1 1 d . . . . .
C2 C 0.1361(3) 1.0672(3) 0.6481(3) 0.0657(8) Uani 1 1 d . . . . .
H2 H 0.1081 1.0878 0.7127 0.079 Uiso 1 1 calc R U . . .
C3 C 0.1973(3) 1.1596(3) 0.6267(3) 0.0708(9) Uani 1 1 d . . . . .
H3 H 0.2111 1.2437 0.6786 0.085 Uiso 1 1 calc R U . . .
C4 C 0.2387(3) 1.1308(3) 0.5304(3) 0.0662(8) Uani 1 1 d . . . . .
H4 H 0.2797 1.1953 0.5187 0.079 Uiso 1 1 calc R U . . .
C5 C 0.2194(3) 1.0076(3) 0.4520(3) 0.0573(7) Uani 1 1 d . . . . .
H5 H 0.2467 0.9878 0.3869 0.069 Uiso 1 1 calc R U . . .
C6 C 0.1585(2) 0.9130(2) 0.4716(3) 0.0481(6) Uani 1 1 d . . . . .
C7 C 0.1222(2) 0.7772(2) 0.4038(2) 0.0453(6) Uani 1 1 d . . . . .
C8 C 0.0581(2) 0.7264(3) 0.4612(2) 0.0487(6) Uani 1 1 d . . . . .
C9 C 0.0124(3) 0.5965(3) 0.4161(3) 0.0583(7) Uani 1 1 d . . . . .
H9 H -0.0295 0.5624 0.4542 0.070 Uiso 1 1 calc R U . . .
C10 C 0.0306(3) 0.5196(3) 0.3138(3) 0.0556(7) Uani 1 1 d . . . . .
H10 H 0.0008 0.4326 0.2834 0.067 Uiso 1 1 calc R U . . .
C11 C 0.0927(2) 0.5683(3) 0.2537(3) 0.0492(6) Uani 1 1 d . . . . .
C12 C 0.1391(2) 0.6989(2) 0.3005(2) 0.0472(6) Uani 1 1 d . . . . .
H12 H 0.1811 0.7330 0.2624 0.057 Uiso 1 1 calc R U . . .
C13 C 0.1049(3) 0.4824(3) 0.1419(3) 0.0505(6) Uani 1 1 d . . . . .
C14 C 0.1744(3) 0.5206(3) 0.0836(3) 0.0614(8) Uani 1 1 d . . . . .
H14 H 0.2207 0.6064 0.1186 0.074 Uiso 1 1 calc R U . . .
C15 C 0.1766(3) 0.4354(3) -0.0242(3) 0.0576(7) Uani 1 1 d . . . . .
C16 C 0.2453(3) 0.4729(3) -0.0927(3) 0.0723(9) Uani 1 1 d . . . . .
H16A H 0.3109 0.4404 -0.0913 0.108 Uiso 1 1 calc R U . . .
H16B H 0.2809 0.5637 -0.0527 0.108 Uiso 1 1 calc R U . . .
H16C H 0.1887 0.4390 -0.1785 0.108 Uiso 1 1 calc R U . . .
C17 C -0.0021(3) 0.8076(3) 0.6417(3) 0.0603(8) Uani 1 1 d . . . . .
C18 C 0.0219(3) 0.9191(4) 0.7626(3) 0.0780(10) Uani 1 1 d . . . . .
H18A H 0.1093 0.9719 0.8041 0.117 Uiso 1 1 calc R U . . .
H18B H -0.0019 0.8903 0.8161 0.117 Uiso 1 1 calc R U . . .
H18C H -0.0264 0.9668 0.7453 0.117 Uiso 1 1 calc R U . . .
B1 B 0.0430(4) 0.2622(3) -0.0175(3) 0.0655(10) Uani 1 1 d . . . . .
F3 F 0.4704(2) 0.49453(19) 0.13981(18) 0.0884(7) Uani 1 1 d . . . . .
F4 F 0.62882(19) 0.51431(19) 0.2991(2) 0.0868(6) Uani 1 1 d . . . . .
O4 O 0.5501(3) 1.1766(2) 0.7816(2) 0.0808(7) Uani 1 1 d . . . . .
O5 O 0.4821(2) 0.59607(18) 0.3425(2) 0.0642(6) Uani 1 1 d . . . . .
O6 O 0.4325(2) 0.36813(19) 0.2290(2) 0.0669(6) Uani 1 1 d . . . . .
N2 N 0.4267(2) 1.0158(2) 0.7899(2) 0.0464(5) Uani 1 1 d . . . . .
C19 C 0.3671(2) 0.9602(2) 0.8489(2) 0.0448(6) Uani 1 1 d . . . . .
C20 C 0.3495(3) 1.0134(3) 0.9598(3) 0.0566(7) Uani 1 1 d . . . . .
H20 H 0.3764 1.1008 1.0092 0.068 Uiso 1 1 calc R U . . .
C21 C 0.2905(3) 0.9323(3) 0.9941(3) 0.0616(8) Uani 1 1 d . . . . .
H21 H 0.2771 0.9666 1.0676 0.074 Uiso 1 1 calc R U . . .
C22 C 0.2505(3) 0.8018(3) 0.9232(3) 0.0608(8) Uani 1 1 d . . . . .
H22 H 0.2097 0.7500 0.9484 0.073 Uiso 1 1 calc R U . . .
C23 C 0.2714(3) 0.7489(3) 0.8153(3) 0.0538(7) Uani 1 1 d . . . . .
H23 H 0.2467 0.6615 0.7682 0.065 Uiso 1 1 calc R U . . .
C24 C 0.3298(2) 0.8280(2) 0.7779(2) 0.0440(6) Uani 1 1 d . . . . .
C25 C 0.3681(2) 0.8015(2) 0.6746(2) 0.0431(6) Uani 1 1 d . . . . .
C26 C 0.4283(2) 0.9178(2) 0.6847(2) 0.0433(6) Uani 1 1 d . . . . .
C27 C 0.4751(3) 0.9224(3) 0.5963(3) 0.0493(6) Uani 1 1 d . . . . .
H27 H 0.5128 0.9991 0.6011 0.059 Uiso 1 1 calc R U . . .
C28 C 0.4636(3) 0.8100(3) 0.5022(3) 0.0491(6) Uani 1 1 d . . . . .
H28 H 0.4940 0.8115 0.4423 0.059 Uiso 1 1 calc R U . . .
C29 C 0.4077(2) 0.6922(2) 0.4928(2) 0.0443(6) Uani 1 1 d . . . . .
C30 C 0.3574(2) 0.6886(2) 0.5792(2) 0.0435(6) Uani 1 1 d . . . . .
H30 H 0.3173 0.6117 0.5729 0.052 Uiso 1 1 calc R U . . .
C31 C 0.4102(2) 0.5770(2) 0.3981(2) 0.0440(6) Uani 1 1 d . . . . .
C32 C 0.3462(3) 0.4558(3) 0.3706(3) 0.0539(7) Uani 1 1 d . . . . .
H32 H 0.2925 0.4428 0.4092 0.065 Uiso 1 1 calc R U . . .
C33 C 0.3610(3) 0.3543(3) 0.2868(3) 0.0494(6) Uani 1 1 d . . . . .
C34 C 0.2990(3) 0.2224(3) 0.2576(3) 0.0605(8) Uani 1 1 d . . . . .
H34A H 0.2397 0.1730 0.1712 0.091 Uiso 1 1 calc R U . . .
H34B H 0.2564 0.2226 0.3118 0.091 Uiso 1 1 calc R U . . .
H34C H 0.3609 0.1863 0.2709 0.091 Uiso 1 1 calc R U . . .
C35 C 0.4809(3) 1.1451(3) 0.8263(3) 0.0557(7) Uani 1 1 d . . . . .
C36 C 0.4487(3) 1.2387(3) 0.9191(3) 0.0668(8) Uani 1 1 d . . . . .
H36A H 0.4971 1.2572 1.0028 0.100 Uiso 1 1 calc R U . . .
H36B H 0.3611 1.2038 0.9001 0.100 Uiso 1 1 calc R U . . .
H36C H 0.4670 1.3152 0.9140 0.100 Uiso 1 1 calc R U . . .
B2 B 0.5049(4) 0.4937(3) 0.2505(3) 0.0585(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.361(4) . ?
F2 B1 1.353(4) . ?
O1 C17 1.209(4) . ?
O2 C13 1.293(3) . ?
O2 B1 1.479(4) . ?
O3 C15 1.294(4) . ?
O3 B1 1.474(5) . ?
N1 C17 1.406(4) . ?
N1 C8 1.411(3) . ?
N1 C1 1.427(4) . ?
C1 C2 1.390(4) . ?
C1 C6 1.399(4) . ?
C2 C3 1.384(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.444(4) . ?
C7 C12 1.380(4) . ?
C7 C8 1.404(4) . ?
C8 C9 1.390(4) . ?
C9 C10 1.374(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.405(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(4) . ?
C11 C13 1.460(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(4) . ?
C14 C15 1.362(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.478(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.491(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
F3 B2 1.353(4) . ?
F4 B2 1.362(4) . ?
O4 C35 1.203(4) . ?
O5 C31 1.290(3) . ?
O5 B2 1.479(4) . ?
O6 C33 1.293(3) . ?
O6 B2 1.480(4) . ?
N2 C26 1.407(3) . ?
N2 C35 1.413(3) . ?
N2 C19 1.424(3) . ?
C19 C20 1.388(4) . ?
C19 C24 1.407(4) . ?
C20 C21 1.380(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.388(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.439(4) . ?
C25 C30 1.385(3) . ?
C25 C26 1.401(3) . ?
C26 C27 1.395(4) . ?
C27 C28 1.371(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.410(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.395(3) . ?
C29 C31 1.465(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.378(4) . ?
C32 C33 1.370(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.483(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.494(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

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
C13 O2 B1 123.4(3) . . ?
C15 O3 B1 122.4(2) . . ?
C17 N1 C8 122.8(2) . . ?
C17 N1 C1 129.3(2) . . ?
C8 N1 C1 107.8(2) . . ?
C2 C1 C6 120.2(3) . . ?
C2 C1 N1 131.5(3) . . ?
C6 C1 N1 108.2(2) . . ?
C3 C2 C1 117.8(3) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 122.0(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 C7 131.4(3) . . ?
C1 C6 C7 107.8(2) . . ?
C12 C7 C8 120.6(2) . . ?
C12 C7 C6 131.9(3) . . ?
C8 C7 C6 107.4(2) . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 N1 130.9(3) . . ?
C7 C8 N1 108.7(2) . . ?
C10 C9 C8 118.4(3) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
C9 C10 C11 122.1(3) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C12 C11 C10 119.0(3) . . ?
C12 C11 C13 120.9(2) . . ?
C10 C11 C13 120.1(2) . . ?
C7 C12 C11 119.5(3) . . ?
C7 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
O2 C13 C14 119.7(3) . . ?
O2 C13 C11 115.7(3) . . ?
C14 C13 C11 124.6(3) . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
O3 C15 C14 121.2(3) . . ?
O3 C15 C16 115.7(3) . . ?
C14 C15 C16 123.1(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 N1 119.6(3) . . ?
O1 C17 C18 121.7(3) . . ?
N1 C17 C18 118.7(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
F2 B1 F1 111.1(3) . . ?
F2 B1 O3 108.7(3) . . ?
F1 B1 O3 108.3(3) . . ?
F2 B1 O2 109.0(3) . . ?
F1 B1 O2 108.0(3) . . ?
O3 B1 O2 111.7(3) . . ?
C31 O5 B2 123.7(2) . . ?
C33 O6 B2 122.5(2) . . ?
C26 N2 C35 122.7(2) . . ?
C26 N2 C19 108.0(2) . . ?
C35 N2 C19 129.2(2) . . ?
C20 C19 C24 120.3(3) . . ?
C20 C19 N2 131.8(2) . . ?
C24 C19 N2 107.8(2) . . ?
C21 C20 C19 117.8(3) . . ?
C21 C20 H20 121.1 . . ?
C19 C20 H20 121.1 . . ?
C20 C21 C22 122.5(3) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 H21 118.8 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 119.0(3) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C23 C24 C19 120.6(2) . . ?
C23 C24 C25 131.6(2) . . ?
C19 C24 C25 107.8(2) . . ?
C30 C25 C26 120.9(2) . . ?
C30 C25 C24 131.6(2) . . ?
C26 C25 C24 107.5(2) . . ?
C27 C26 C25 120.7(2) . . ?
C27 C26 N2 130.4(2) . . ?
C25 C26 N2 108.8(2) . . ?
C28 C27 C26 117.7(2) . . ?
C28 C27 H27 121.1 . . ?
C26 C27 H27 121.1 . . ?
C27 C28 C29 122.6(2) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C30 C29 C28 119.0(2) . . ?
C30 C29 C31 121.0(2) . . ?
C28 C29 C31 119.8(2) . . ?
C25 C30 C29 118.9(2) . . ?
C25 C30 H30 120.5 . . ?
C29 C30 H30 120.5 . . ?
O5 C31 C32 120.4(2) . . ?
O5 C31 C29 114.9(2) . . ?
C32 C31 C29 124.6(2) . . ?
C33 C32 C31 120.5(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
O6 C33 C32 121.6(3) . . ?
O6 C33 C34 115.4(2) . . ?
C32 C33 C34 122.9(3) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O4 C35 N2 119.7(3) . . ?
O4 C35 C36 122.0(3) . . ?
N2 C35 C36 118.3(3) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F3 B2 F4 111.5(3) . . ?
F3 B2 O5 108.9(3) . . ?
F4 B2 O5 108.1(3) . . ?
F3 B2 O6 109.1(3) . . ?
F4 B2 O6 107.9(3) . . ?
O5 B2 O6 111.3(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
C17 N1 C1 C2 -1.9(5) . . . . ?
C8 N1 C1 C2 176.1(3) . . . . ?
C17 N1 C1 C6 -178.6(3) . . . . ?
C8 N1 C1 C6 -0.7(3) . . . . ?
C6 C1 C2 C3 -1.4(4) . . . . ?
N1 C1 C2 C3 -177.8(3) . . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C4 C5 C6 C7 177.9(3) . . . . ?
C2 C1 C6 C5 1.2(4) . . . . ?
N1 C1 C6 C5 178.4(2) . . . . ?
C2 C1 C6 C7 -177.4(2) . . . . ?
N1 C1 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C12 1.9(5) . . . . ?
C1 C6 C7 C12 -179.7(3) . . . . ?
C5 C6 C7 C8 -177.4(3) . . . . ?
C1 C6 C7 C8 1.0(3) . . . . ?
C12 C7 C8 C9 1.1(4) . . . . ?
C6 C7 C8 C9 -179.5(2) . . . . ?
C12 C7 C8 N1 179.1(2) . . . . ?
C6 C7 C8 N1 -1.5(3) . . . . ?
C17 N1 C8 C9 -2.8(5) . . . . ?
C1 N1 C8 C9 179.1(3) . . . . ?
C17 N1 C8 C7 179.5(2) . . . . ?
C1 N1 C8 C7 1.4(3) . . . . ?
C7 C8 C9 C10 -0.6(4) . . . . ?
N1 C8 C9 C10 -178.2(3) . . . . ?
C8 C9 C10 C11 -0.5(4) . . . . ?
C9 C10 C11 C12 1.1(4) . . . . ?
C9 C10 C11 C13 -177.3(3) . . . . ?
C8 C7 C12 C11 -0.5(4) . . . . ?
C6 C7 C12 C11 -179.7(3) . . . . ?
C10 C11 C12 C7 -0.5(4) . . . . ?
C13 C11 C12 C7 177.8(2) . . . . ?
B1 O2 C13 C14 1.2(5) . . . . ?
B1 O2 C13 C11 179.7(3) . . . . ?
C12 C11 C13 O2 -170.0(3) . . . . ?
C10 C11 C13 O2 8.3(4) . . . . ?
C12 C11 C13 C14 8.5(4) . . . . ?
C10 C11 C13 C14 -173.2(3) . . . . ?
O2 C13 C14 C15 1.7(5) . . . . ?
C11 C13 C14 C15 -176.7(3) . . . . ?
B1 O3 C15 C14 -1.9(5) . . . . ?
B1 O3 C15 C16 179.4(3) . . . . ?
C13 C14 C15 O3 -1.3(5) . . . . ?
C13 C14 C15 C16 177.2(3) . . . . ?
C8 N1 C17 O1 -11.2(4) . . . . ?
C1 N1 C17 O1 166.4(3) . . . . ?
C8 N1 C17 C18 168.2(3) . . . . ?
C1 N1 C17 C18 -14.1(4) . . . . ?
C15 O3 B1 F2 -116.0(3) . . . . ?
C15 O3 B1 F1 123.2(3) . . . . ?
C15 O3 B1 O2 4.3(5) . . . . ?
C13 O2 B1 F2 116.2(3) . . . . ?
C13 O2 B1 F1 -123.0(3) . . . . ?
C13 O2 B1 O3 -3.9(5) . . . . ?
C26 N2 C19 C20 174.5(3) . . . . ?
C35 N2 C19 C20 -3.4(5) . . . . ?
C26 N2 C19 C24 -1.4(3) . . . . ?
C35 N2 C19 C24 -179.3(3) . . . . ?
C24 C19 C20 C21 -2.4(4) . . . . ?
N2 C19 C20 C21 -177.8(3) . . . . ?
C19 C20 C21 C22 0.8(5) . . . . ?
C20 C21 C22 C23 1.2(5) . . . . ?
C21 C22 C23 C24 -1.5(5) . . . . ?
C22 C23 C24 C19 -0.1(4) . . . . ?
C22 C23 C24 C25 177.1(3) . . . . ?
C20 C19 C24 C23 2.1(4) . . . . ?
N2 C19 C24 C23 178.5(2) . . . . ?
C20 C19 C24 C25 -175.7(2) . . . . ?
N2 C19 C24 C25 0.7(3) . . . . ?
C23 C24 C25 C30 0.8(5) . . . . ?
C19 C24 C25 C30 178.3(3) . . . . ?
C23 C24 C25 C26 -177.3(3) . . . . ?
C19 C24 C25 C26 0.2(3) . . . . ?
C30 C25 C26 C27 2.2(4) . . . . ?
C24 C25 C26 C27 -179.5(2) . . . . ?
C30 C25 C26 N2 -179.4(2) . . . . ?
C24 C25 C26 N2 -1.0(3) . . . . ?
C35 N2 C26 C27 -2.2(4) . . . . ?
C19 N2 C26 C27 179.7(3) . . . . ?
C35 N2 C26 C25 179.6(2) . . . . ?
C19 N2 C26 C25 1.5(3) . . . . ?
C25 C26 C27 C28 -2.0(4) . . . . ?
N2 C26 C27 C28 180.0(3) . . . . ?
C26 C27 C28 C29 -0.4(4) . . . . ?
C27 C28 C29 C30 2.6(4) . . . . ?
C27 C28 C29 C31 -173.6(2) . . . . ?
C26 C25 C30 C29 0.0(4) . . . . ?
C24 C25 C30 C29 -177.8(3) . . . . ?
C28 C29 C30 C25 -2.4(4) . . . . ?
C31 C29 C30 C25 173.7(2) . . . . ?
B2 O5 C31 C32 -1.9(4) . . . . ?
B2 O5 C31 C29 175.7(3) . . . . ?
C30 C29 C31 O5 -165.6(2) . . . . ?
C28 C29 C31 O5 10.5(4) . . . . ?
C30 C29 C31 C32 11.9(4) . . . . ?
C28 C29 C31 C32 -172.0(3) . . . . ?
O5 C31 C32 C33 2.0(4) . . . . ?
C29 C31 C32 C33 -175.4(3) . . . . ?
B2 O6 C33 C32 1.0(4) . . . . ?
B2 O6 C33 C34 -177.8(3) . . . . ?
C31 C32 C33 O6 -1.5(4) . . . . ?
C31 C32 C33 C34 177.2(3) . . . . ?
C26 N2 C35 O4 -13.5(4) . . . . ?
C19 N2 C35 O4 164.1(3) . . . . ?
C26 N2 C35 C36 165.8(2) . . . . ?
C19 N2 C35 C36 -16.6(4) . . . . ?
C31 O5 B2 F3 121.7(3) . . . . ?
C31 O5 B2 F4 -117.0(3) . . . . ?
C31 O5 B2 O6 1.3(4) . . . . ?
C33 O6 B2 F3 -121.1(3) . . . . ?
C33 O6 B2 F4 117.6(3) . . . . ?
C33 O6 B2 O5 -0.9(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C34 H34A F2 0.96 2.35 3.153(4) 141.3 .
C27 H27 O4 0.93 2.29 2.817(3) 115.3 .
C9 H9 O1 0.93 2.29 2.819(4) 115.8 .
C9 H9 O1 0.93 2.29 2.819(4) 115.8 .
C27 H27 O4 0.93 2.29 2.817(3) 115.3 .
C34 H34A F2 0.96 2.35 3.153(4) 141.3 .

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4

