# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430064'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2016-01-14 downloaded from the CCDC.
;
_audit_creation_date             2015-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C14 H10 B F3 N2 O S), H2 O'
_chemical_formula_sum            'C28 H22 B2 F6 N4 O3 S2'
_chemical_formula_weight         662.23
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.018(2)
_cell_length_b                   12.159(3)
_cell_length_c                   14.878(4)
_cell_angle_alpha                107.953(2)
_cell_angle_beta                 95.582(2)
_cell_angle_gamma                107.978(3)
_cell_volume                     1442.5(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3112
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.4
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.263
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Jacobson, R. (1998). REQAB. Private communication to the 
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             676
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.055
_exptl_crystal_size_mid          0.018
_exptl_crystal_size_min          0.005
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31777
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.539
_diffrn_reflns_theta_min         2.777
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.074157
_diffrn_orient_matrix_UB_12      0.033601
_diffrn_orient_matrix_UB_13      -0.087207
_diffrn_orient_matrix_UB_21      -0.044747
_diffrn_orient_matrix_UB_22      0.006699
_diffrn_orient_matrix_UB_23      -0.080766
_diffrn_orient_matrix_UB_31      -0.020778
_diffrn_orient_matrix_UB_32      0.068128
_diffrn_orient_matrix_UB_33      -0.012451
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4777
_reflns_number_total             6635
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.886
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         6635
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      0.886
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0751P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 N201(H20A), N101(H10A), C202(H202), C102(H102), C204(H204), C203(H203),
 C114(H114), C103(H103), C205(H205), C104(H104), C113(H113), C105(H105),
 C110(H110), C109(H109), C210(H210), C209(H209), C1(H1), C2(H2)
2.c Idealised tetrahedral OH refined as rotating group:
 O201(H201), O101(H101)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
S101 S 0.55259(6) 0.34876(5) 0.91681(3) 0.02191(13) Uani 1 1 d . . . . .
S201 S 0.29507(6) 0.39750(5) 0.37959(4) 0.02380(13) Uani 1 1 d . . . . .
F202 F -0.05091(17) 0.32175(13) -0.05543(10) 0.0378(3) Uani 1 1 d . . . . .
F101 F 0.81195(18) -0.04284(13) 0.65963(10) 0.0377(4) Uani 1 1 d . . . . .
F103 F 0.83001(18) 0.00068(14) 0.53147(9) 0.0368(3) Uani 1 1 d . . . . .
F102 F 1.00324(16) 0.11726(14) 0.66253(11) 0.0419(4) Uani 1 1 d . . . . .
O201 O 0.46956(18) 0.09670(14) 0.12931(10) 0.0236(3) Uani 1 1 d . . . . .
H201 H 0.5222 0.0496 0.1223 0.035 Uiso 1 1 calc GR . . . .
O101 O 0.36627(17) 0.30592(14) 0.56865(10) 0.0239(3) Uani 1 1 d . . . . .
H101 H 0.3226 0.3349 0.5338 0.036 Uiso 1 1 calc GR . . . .
O1W O 0.61585(19) -0.06758(14) 0.06572(10) 0.0252(3) Uani 1 1 d . . . . .
H1WA H 0.5865 -0.1328 0.0795 0.038 Uiso 1 1 d G . . . .
H1WB H 0.6000 -0.0872 0.0047 0.038 Uiso 1 1 d G . . . .
F203 F -0.22195(18) 0.17087(17) -0.03445(14) 0.0606(5) Uani 1 1 d . . . . .
N202 N 0.39967(19) 0.24137(16) 0.25228(11) 0.0180(3) Uani 1 1 d . . . . .
N201 N 0.5369(2) 0.32737(16) 0.41165(12) 0.0204(4) Uani 1 1 d . . . . .
H20A H 0.5487 0.3782 0.4708 0.024 Uiso 1 1 calc R . . . .
N102 N 0.44688(19) 0.33181(16) 0.73494(11) 0.0187(3) Uani 1 1 d . . . . .
N101 N 0.3513(2) 0.44198(16) 0.85793(11) 0.0194(3) Uani 1 1 d . . . . .
H10A H 0.3482 0.4670 0.9197 0.023 Uiso 1 1 calc R . . . .
F201 F -0.0699(3) 0.13710(19) -0.13395(11) 0.0743(7) Uani 1 1 d . . . . .
C101 C 0.2578(2) 0.43843(18) 0.69887(14) 0.0187(4) Uani 1 1 d . . . . .
C201 C 0.6359(2) 0.18623(18) 0.30432(14) 0.0186(4) Uani 1 1 d . . . . .
C106 C 0.2585(2) 0.47619(19) 0.79776(14) 0.0194(4) Uani 1 1 d . . . . .
C108 C 0.5497(2) 0.26142(19) 0.70621(13) 0.0182(4) Uani 1 1 d . . . . .
C206 C 0.6454(2) 0.26565(19) 0.39714(14) 0.0185(4) Uani 1 1 d . . . . .
C208 C 0.2751(2) 0.23358(18) 0.17814(13) 0.0175(4) Uani 1 1 d . . . . .
C202 C 0.7509(2) 0.12999(19) 0.29200(15) 0.0222(4) Uani 1 1 d . . . . .
H202 H 0.7482 0.0762 0.2296 0.027 Uiso 1 1 calc R . . . .
C102 C 0.1664(2) 0.47668(19) 0.64102(14) 0.0210(4) Uani 1 1 d . . . . .
H102 H 0.1651 0.4534 0.5738 0.025 Uiso 1 1 calc R . . . .
C204 C 0.8713(2) 0.2294(2) 0.46149(15) 0.0234(4) Uani 1 1 d . . . . .
H204 H 0.9504 0.2426 0.5147 0.028 Uiso 1 1 calc R . . . .
C203 C 0.8680(2) 0.1518(2) 0.36950(15) 0.0238(4) Uani 1 1 d . . . . .
H203 H 0.9458 0.1139 0.3600 0.029 Uiso 1 1 calc R . . . .
C114 C 0.7138(2) 0.3229(2) 0.72902(14) 0.0206(4) Uani 1 1 d . . . . .
H114 H 0.7584 0.4101 0.7614 0.025 Uiso 1 1 calc R . . . .
C103 C 0.0787(2) 0.5473(2) 0.68019(15) 0.0231(4) Uani 1 1 d . . . . .
H103 H 0.0173 0.5721 0.6401 0.028 Uiso 1 1 calc R . . . .
C211 C 0.0482(2) 0.2181(2) 0.03170(14) 0.0214(4) Uani 1 1 d . . . . .
C205 C 0.7615(2) 0.28724(19) 0.47641(14) 0.0212(4) Uani 1 1 d . . . . .
H205 H 0.7646 0.3406 0.5391 0.025 Uiso 1 1 calc R . . . .
C104 C 0.0808(2) 0.5820(2) 0.77863(16) 0.0243(4) Uani 1 1 d . . . . .
H104 H 0.0197 0.6301 0.8053 0.029 Uiso 1 1 calc R . . . .
C107 C 0.4445(2) 0.37494(19) 0.83133(14) 0.0200(4) Uani 1 1 d . . . . .
C113 C 0.8118(2) 0.2548(2) 0.70368(14) 0.0215(4) Uani 1 1 d . . . . .
H113 H 0.9245 0.2951 0.7201 0.026 Uiso 1 1 calc R . . . .
C105 C 0.1701(2) 0.54758(19) 0.83828(15) 0.0227(4) Uani 1 1 d . . . . .
H105 H 0.1713 0.5720 0.9055 0.027 Uiso 1 1 calc R . . . .
C111 C 0.7445(2) 0.1279(2) 0.65440(14) 0.0207(4) Uani 1 1 d . . . . .
C207 C 0.4169(2) 0.31756(19) 0.34517(14) 0.0199(4) Uani 1 1 d . . . . .
C110 C 0.5797(3) 0.0682(2) 0.62908(15) 0.0236(4) Uani 1 1 d . . . . .
H110 H 0.5343 -0.0183 0.5937 0.028 Uiso 1 1 calc R . . . .
C109 C 0.4816(2) 0.1360(2) 0.65593(15) 0.0227(4) Uani 1 1 d . . . . .
H109 H 0.3689 0.0961 0.6397 0.027 Uiso 1 1 calc R . . . .
C210 C 0.0076(3) 0.1412(2) 0.08459(15) 0.0240(4) Uani 1 1 d . . . . .
H210 H -0.0980 0.0832 0.0703 0.029 Uiso 1 1 calc R . . . .
C112 C 0.8475(3) 0.0519(2) 0.62712(16) 0.0265(5) Uani 1 1 d . . . . .
C209 C 0.1220(2) 0.1493(2) 0.15859(15) 0.0220(4) Uani 1 1 d . . . . .
H209 H 0.0950 0.0973 0.1954 0.026 Uiso 1 1 calc R . . . .
C1 C 0.2021(3) 0.3009(2) 0.05109(16) 0.0292(5) Uani 1 1 d . . . . .
H1 H 0.2298 0.3526 0.0142 0.035 Uiso 1 1 calc R . . . .
C2 C 0.3159(3) 0.3084(2) 0.12439(16) 0.0282(5) Uani 1 1 d . . . . .
H2 H 0.4220 0.3651 0.1377 0.034 Uiso 1 1 calc R . . . .
C212 C -0.0734(3) 0.2108(2) -0.04857(16) 0.0314(5) Uani 1 1 d . . . . .
B101 B 0.3565(3) 0.3571(2) 0.66144(16) 0.0191(4) Uani 1 1 d . . . . .
B019 B 0.5016(3) 0.1691(2) 0.22333(16) 0.0185(4) 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
S101 C107 1.694(2) . ?
S201 C207 1.696(2) . ?
F202 C212 1.338(3) . ?
F101 C112 1.345(2) . ?
F103 C112 1.337(2) . ?
F102 C112 1.338(3) . ?
O201 H201 0.8400 . ?
O201 B019 1.349(3) . ?
O101 H101 0.8400 . ?
O101 B101 1.352(3) . ?
O1W H1WA 0.8498 . ?
O1W H1WB 0.8500 . ?
F203 C212 1.338(3) . ?
N202 C208 1.455(2) . ?
N202 C207 1.368(2) . ?
N202 B019 1.464(3) . ?
N201 H20A 0.8800 . ?
N201 C206 1.400(2) . ?
N201 C207 1.343(2) . ?
N102 C108 1.455(2) . ?
N102 C107 1.372(2) . ?
N102 B101 1.464(3) . ?
N101 H10A 0.8800 . ?
N101 C106 1.405(2) . ?
N101 C107 1.348(3) . ?
F201 C212 1.320(3) . ?
C101 C106 1.398(3) . ?
C101 C102 1.408(3) . ?
C101 B101 1.543(3) . ?
C201 C206 1.397(3) . ?
C201 C202 1.405(3) . ?
C201 B019 1.539(3) . ?
C106 C105 1.397(3) . ?
C108 C114 1.388(3) . ?
C108 C109 1.376(3) . ?
C206 C205 1.398(3) . ?
C208 C209 1.381(3) . ?
C208 C2 1.379(3) . ?
C202 H202 0.9500 . ?
C202 C203 1.385(3) . ?
C102 H102 0.9500 . ?
C102 C103 1.379(3) . ?
C204 H204 0.9500 . ?
C204 C203 1.394(3) . ?
C204 C205 1.379(3) . ?
C203 H203 0.9500 . ?
C114 H114 0.9500 . ?
C114 C113 1.390(3) . ?
C103 H103 0.9500 . ?
C103 C104 1.390(3) . ?
C211 C210 1.388(3) . ?
C211 C1 1.379(3) . ?
C211 C212 1.502(3) . ?
C205 H205 0.9500 . ?
C104 H104 0.9500 . ?
C104 C105 1.381(3) . ?
C113 H113 0.9500 . ?
C113 C111 1.387(3) . ?
C105 H105 0.9500 . ?
C111 C110 1.391(3) . ?
C111 C112 1.502(3) . ?
C110 H110 0.9500 . ?
C110 C109 1.392(3) . ?
C109 H109 0.9500 . ?
C210 H210 0.9500 . ?
C210 C209 1.391(3) . ?
C209 H209 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.383(3) . ?
C2 H2 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B019 O201 H201 109.5 . . ?
B101 O101 H101 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
C208 N202 B019 118.35(16) . . ?
C207 N202 C208 118.11(15) . . ?
C207 N202 B019 123.54(16) . . ?
C206 N201 H20A 116.4 . . ?
C207 N201 H20A 116.4 . . ?
C207 N201 C206 127.16(17) . . ?
C108 N102 B101 119.17(15) . . ?
C107 N102 C108 117.47(15) . . ?
C107 N102 B101 123.32(16) . . ?
C106 N101 H10A 116.5 . . ?
C107 N101 H10A 116.5 . . ?
C107 N101 C106 127.01(16) . . ?
C106 C101 C102 117.63(18) . . ?
C106 C101 B101 117.36(17) . . ?
C102 C101 B101 125.01(18) . . ?
C206 C201 C202 117.57(18) . . ?
C206 C201 B019 117.16(17) . . ?
C202 C201 B019 125.26(18) . . ?
C101 C106 N101 119.11(17) . . ?
C105 C106 N101 119.19(17) . . ?
C105 C106 C101 121.70(18) . . ?
C114 C108 N102 119.13(18) . . ?
C109 C108 N102 119.08(18) . . ?
C109 C108 C114 121.78(18) . . ?
C201 C206 N201 119.29(17) . . ?
C201 C206 C205 122.16(18) . . ?
C205 C206 N201 118.54(17) . . ?
C209 C208 N202 121.08(17) . . ?
C2 C208 N202 118.17(18) . . ?
C2 C208 C209 120.68(18) . . ?
C201 C202 H202 119.5 . . ?
C203 C202 C201 120.99(19) . . ?
C203 C202 H202 119.5 . . ?
C101 C102 H102 119.4 . . ?
C103 C102 C101 121.21(18) . . ?
C103 C102 H102 119.4 . . ?
C203 C204 H204 119.5 . . ?
C205 C204 H204 119.5 . . ?
C205 C204 C203 121.01(18) . . ?
C202 C203 C204 119.74(19) . . ?
C202 C203 H203 120.1 . . ?
C204 C203 H203 120.1 . . ?
C108 C114 H114 120.5 . . ?
C108 C114 C113 118.9(2) . . ?
C113 C114 H114 120.5 . . ?
C102 C103 H103 120.2 . . ?
C102 C103 C104 119.60(18) . . ?
C104 C103 H103 120.2 . . ?
C210 C211 C212 120.6(2) . . ?
C1 C211 C210 120.28(18) . . ?
C1 C211 C212 119.07(19) . . ?
C206 C205 H205 120.8 . . ?
C204 C205 C206 118.49(18) . . ?
C204 C205 H205 120.8 . . ?
C103 C104 H104 119.4 . . ?
C105 C104 C103 121.14(19) . . ?
C105 C104 H104 119.4 . . ?
N102 C107 S101 123.36(15) . . ?
N101 C107 S101 119.32(15) . . ?
N101 C107 N102 117.32(16) . . ?
C114 C113 H113 120.1 . . ?
C111 C113 C114 119.75(19) . . ?
C111 C113 H113 120.1 . . ?
C106 C105 H105 120.6 . . ?
C104 C105 C106 118.71(18) . . ?
C104 C105 H105 120.6 . . ?
C113 C111 C110 120.66(18) . . ?
C113 C111 C112 120.90(19) . . ?
C110 C111 C112 118.44(19) . . ?
N202 C207 S201 123.62(14) . . ?
N201 C207 S201 119.30(15) . . ?
N201 C207 N202 117.08(17) . . ?
C111 C110 H110 120.2 . . ?
C111 C110 C109 119.6(2) . . ?
C109 C110 H110 120.2 . . ?
C108 C109 C110 119.22(19) . . ?
C108 C109 H109 120.4 . . ?
C110 C109 H109 120.4 . . ?
C211 C210 H210 120.1 . . ?
C211 C210 C209 119.8(2) . . ?
C209 C210 H210 120.1 . . ?
F101 C112 C111 111.71(17) . . ?
F103 C112 F101 105.75(18) . . ?
F103 C112 F102 106.40(18) . . ?
F103 C112 C111 112.83(16) . . ?
F102 C112 F101 106.60(16) . . ?
F102 C112 C111 113.03(19) . . ?
C208 C209 C210 119.44(18) . . ?
C208 C209 H209 120.3 . . ?
C210 C209 H209 120.3 . . ?
C211 C1 H1 120.1 . . ?
C211 C1 C2 119.90(19) . . ?
C2 C1 H1 120.1 . . ?
C208 C2 C1 119.9(2) . . ?
C208 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
F202 C212 C211 111.86(19) . . ?
F203 C212 F202 105.57(18) . . ?
F203 C212 C211 112.03(19) . . ?
F201 C212 F202 106.60(19) . . ?
F201 C212 F203 107.7(2) . . ?
F201 C212 C211 112.63(19) . . ?
O101 B101 N102 117.13(18) . . ?
O101 B101 C101 127.05(18) . . ?
N102 B101 C101 115.82(17) . . ?
O201 B019 N202 117.09(17) . . ?
O201 B019 C201 127.17(18) . . ?
N202 B019 C201 115.73(17) . . ?

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
O201 H201 O1W 0.84 1.90 2.707(2) 162.2 .
O1W H1WB O201 0.85 1.99 2.811(2) 162.8 2_655

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430065'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2016-01-14 downloaded from the CCDC.
;
_audit_creation_date             2015-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H10 B F6 N2 O, C16 H36 N'
_chemical_formula_sum            'C30 H46 B F6 N3 O'
_chemical_formula_weight         589.51
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.561(6)
_cell_length_b                   16.385(5)
_cell_length_c                   23.157(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.246(5)
_cell_angle_gamma                90
_cell_volume                     6486(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    14411
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.3
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Jacobson, R. (1998). REQAB. Private communication to the 
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.012
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            63627
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         2.486
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.002314
_diffrn_orient_matrix_UB_12      0.013358
_diffrn_orient_matrix_UB_13      -0.056910
_diffrn_orient_matrix_UB_21      -0.060961
_diffrn_orient_matrix_UB_22      0.001067
_diffrn_orient_matrix_UB_23      0.002729
_diffrn_orient_matrix_UB_31      0.000773
_diffrn_orient_matrix_UB_32      0.044357
_diffrn_orient_matrix_UB_33      -0.000070
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10091
_reflns_number_total             14809
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         1.714
_refine_diff_density_min         -1.484
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     735
_refine_ls_number_reflns         14809
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0763
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1463P)²+0.3020P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2254
_refine_ls_wR_factor_ref         0.2461
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F305) = Uanis(F306) = Uanis(F304)
3.a Secondary CH2 refined with riding coordinates:
 C404(H40A,H40B), C403(H40C,H40D), C409(H40E,H40F), C413(H41A,H41B), C405(H40G,
 H40H), C414(H41C,H41D), C407(H40I,H40J), C105(H10A,H10B), C406(H40K,H40L),
 C113(H11A,H11B), C103(H10C,H10D), C104(H10E,H10F), C410(H41E,H41F), C415(H41G,
 H41H), C112(H11C,H11D), C411(H41I,H41J), C111(H11E,H11F), C107(H10G,H10H),
 C402(H40M,H40N), C114(H11G,H11H), C102(H10I,H10J), C106(H10K,H10L), C110(H11I,
 H11J), C115(H11K,H11L)
3.b Aromatic/amide H refined with riding coordinates:
 N302(H302), N201(H201), N301(H301), N202(H202), C305(H305), C205(H205),
 C202(H20A), C304(H304), C209(H209), C213(H213), C302(H30A), C314(H314),
 C204(H204), C210(H210), C214(H214), C303(H303), C203(H203), C309(H309),
 C313(H313), C310(H310)
3.c Idealised Me refined as rotating group:
 C408(H40O,H40P,H40Q), C401(H40R,H40S,H40T), C416(H41K,H41L,H41M), C412(H41N,
 H41O,H41P), C108(H10M,H10N,H10O), C101(H10P,H10Q,H10R), C116(H11M,H11N,H11O),
 C109(H10S,H10T,H10U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
F203 F 0.41029(10) 0.34607(9) 0.70788(7) 0.0324(4) Uani 1 1 d . . . . .
F302 F 0.65337(10) 0.35437(9) 0.76335(6) 0.0321(4) Uani 1 1 d . . . . .
F301 F 0.55377(10) 0.40928(9) 0.79904(7) 0.0317(4) Uani 1 1 d . . . . .
F201 F 0.28539(10) 0.31815(9) 0.65639(7) 0.0349(4) Uani 1 1 d . . . . .
F303 F 0.68111(10) 0.44030(9) 0.84292(7) 0.0325(4) Uani 1 1 d . . . . .
F205 F 0.73198(10) 0.77345(10) 1.00346(7) 0.0365(4) Uani 1 1 d . . . . .
F202 F 0.30793(11) 0.41639(9) 0.72853(7) 0.0354(4) Uani 1 1 d . . . . .
F204 F 0.63809(12) 0.86047(10) 0.98065(8) 0.0470(5) Uani 1 1 d . . . . .
O301 O 0.54839(12) 0.09788(10) 0.75549(8) 0.0313(4) Uani 1 1 d . . . . .
F206 F 0.72568(13) 0.85350(12) 0.92886(7) 0.0514(5) Uani 1 1 d . . . . .
O201 O 0.45878(12) 0.66256(11) 0.71547(8) 0.0319(4) Uani 1 1 d . . . . .
N401 N 0.80439(13) 0.07316(12) 0.82057(9) 0.0218(4) Uani 1 1 d . . . . .
N302 N 0.53730(13) 0.23079(12) 0.78393(9) 0.0237(4) Uani 1 1 d . . . . .
H302 H 0.5137 0.2762 0.7732 0.028 Uiso 1 1 calc R . . . .
N201 N 0.43870(13) 0.52454(12) 0.70686(9) 0.0241(4) Uani 1 1 d . . . . .
H201 H 0.4487 0.4792 0.7258 0.029 Uiso 1 1 calc R . . . .
N101 N 0.29635(13) 0.19929(12) 0.82475(9) 0.0246(4) Uani 1 1 d . . . . .
N301 N 0.47207(14) 0.18884(13) 0.69160(9) 0.0271(5) Uani 1 1 d . . . . .
H301 H 0.4562 0.2386 0.6885 0.033 Uiso 1 1 calc R . . . .
N202 N 0.51381(14) 0.57728(12) 0.79274(9) 0.0260(5) Uani 1 1 d . . . . .
H202 H 0.5191 0.5269 0.8034 0.031 Uiso 1 1 calc R . . . .
F305 F 0.2700(2) -0.00430(18) 0.47407(13) 0.1021(7) Uani 1 1 d . . . . .
C307 C 0.52174(15) 0.16693(15) 0.74458(10) 0.0237(5) Uani 1 1 d . . . . .
C206 C 0.39218(14) 0.51998(14) 0.64771(10) 0.0213(5) Uani 1 1 d . . . . .
C306 C 0.58906(15) 0.22811(15) 0.84076(10) 0.0221(5) Uani 1 1 d . . . . .
C201 C 0.34401(15) 0.45048(14) 0.63288(11) 0.0231(5) Uani 1 1 d . . . . .
C207 C 0.46890(15) 0.59357(14) 0.73635(11) 0.0234(5) Uani 1 1 d . . . . .
C404 C 0.81692(15) 0.13092(14) 0.87358(10) 0.0232(5) Uani 1 1 d . . . . .
H40A H 0.7750 0.1708 0.8665 0.028 Uiso 1 1 calc R . . . .
H40B H 0.8133 0.0998 0.9085 0.028 Uiso 1 1 calc R . . . .
C305 C 0.59118(16) 0.16038(15) 0.87814(11) 0.0250(5) Uani 1 1 d . . . . .
H305 H 0.5616 0.1142 0.8646 0.030 Uiso 1 1 calc R . . . .
C301 C 0.63369(15) 0.29890(14) 0.85989(10) 0.0222(5) Uani 1 1 d . . . . .
C208 C 0.55133(16) 0.63564(15) 0.83391(11) 0.0248(5) Uani 1 1 d . . . . .
C308 C 0.44467(16) 0.13823(15) 0.64199(11) 0.0251(5) Uani 1 1 d . . . . .
C403 C 0.89474(16) 0.17594(16) 0.88651(11) 0.0271(5) Uani 1 1 d . . . . .
H40C H 0.9038 0.1985 0.8500 0.033 Uiso 1 1 calc R . . . .
H40D H 0.9367 0.1379 0.9023 0.033 Uiso 1 1 calc R . . . .
C409 C 0.87118(15) 0.01204(15) 0.82673(11) 0.0238(5) Uani 1 1 d . . . . .
H40E H 0.8618 -0.0213 0.7912 0.029 Uiso 1 1 calc R . . . .
H40F H 0.9192 0.0421 0.8285 0.029 Uiso 1 1 calc R . . . .
C413 C 0.80121(16) 0.11992(15) 0.76291(10) 0.0252(5) Uani 1 1 d . . . . .
H41A H 0.8524 0.1431 0.7643 0.030 Uiso 1 1 calc R . . . .
H41B H 0.7899 0.0816 0.7301 0.030 Uiso 1 1 calc R . . . .
C405 C 0.72691(15) 0.02918(15) 0.81794(11) 0.0234(5) Uani 1 1 d . . . . .
H40G H 0.7325 -0.0045 0.8531 0.028 Uiso 1 1 calc R . . . .
H40H H 0.6871 0.0698 0.8192 0.028 Uiso 1 1 calc R . . . .
C205 C 0.39666(16) 0.57983(15) 0.60550(11) 0.0256(5) Uani 1 1 d . . . . .
H205 H 0.4281 0.6255 0.6163 0.031 Uiso 1 1 calc R . . . .
C202 C 0.30273(16) 0.44363(15) 0.57379(11) 0.0264(5) Uani 1 1 d . . . . .
H20A H 0.2714 0.3980 0.5625 0.032 Uiso 1 1 calc R . . . .
C304 C 0.63759(17) 0.16242(16) 0.93543(11) 0.0298(6) Uani 1 1 d . . . . .
H304 H 0.6398 0.1173 0.9601 0.036 Uiso 1 1 calc R . . . .
C209 C 0.52970(17) 0.71874(15) 0.83128(12) 0.0292(6) Uani 1 1 d . . . . .
H209 H 0.4879 0.7373 0.8019 0.035 Uiso 1 1 calc R . . . .
C213 C 0.65268(17) 0.66348(16) 0.92137(11) 0.0288(6) Uani 1 1 d . . . . .
H213 H 0.6930 0.6450 0.9520 0.035 Uiso 1 1 calc R . . . .
C302 C 0.67885(16) 0.29872(16) 0.91817(11) 0.0278(5) Uani 1 1 d . . . . .
H30A H 0.7085 0.3446 0.9322 0.033 Uiso 1 1 calc R . . . .
C314 C 0.37977(17) 0.16598(16) 0.59994(11) 0.0291(6) Uani 1 1 d . . . . .
H314 H 0.3575 0.2161 0.6052 0.035 Uiso 1 1 calc R . . . .
C204 C 0.35385(17) 0.57074(16) 0.54726(11) 0.0300(6) Uani 1 1 d . . . . .
H204 H 0.3567 0.6103 0.5190 0.036 Uiso 1 1 calc R . . . .
C414 C 0.74062(16) 0.18853(15) 0.75032(11) 0.0260(5) Uani 1 1 d . . . . .
H41C H 0.7564 0.2322 0.7788 0.031 Uiso 1 1 calc R . . . .
H41D H 0.6904 0.1680 0.7547 0.031 Uiso 1 1 calc R . . . .
C407 C 0.63544(17) -0.08349(16) 0.77391(12) 0.0294(6) Uani 1 1 d . . . . .
H40I H 0.5936 -0.0528 0.7848 0.035 Uiso 1 1 calc R . . . .
H40J H 0.6578 -0.1196 0.8066 0.035 Uiso 1 1 calc R . . . .
C211 C 0.63327(17) 0.74587(15) 0.91713(11) 0.0272(5) Uani 1 1 d . . . . .
C105 C 0.22083(16) 0.23938(15) 0.83139(11) 0.0255(5) Uani 1 1 d . . . . .
H10A H 0.2278 0.2586 0.8719 0.031 Uiso 1 1 calc R . . . .
H10B H 0.1799 0.1984 0.8249 0.031 Uiso 1 1 calc R . . . .
C210 C 0.57137(17) 0.77243(16) 0.87299(11) 0.0294(6) Uani 1 1 d . . . . .
H210 H 0.5574 0.8273 0.8712 0.035 Uiso 1 1 calc R . . . .
C406 C 0.69822(16) -0.02460(15) 0.76349(11) 0.0266(5) Uani 1 1 d . . . . .
H40K H 0.6769 0.0094 0.7293 0.032 Uiso 1 1 calc R . . . .
H40L H 0.7418 -0.0552 0.7553 0.032 Uiso 1 1 calc R . . . .
C214 C 0.61177(17) 0.60886(15) 0.87981(11) 0.0275(6) Uani 1 1 d . . . . .
H214 H 0.6249 0.5538 0.8827 0.033 Uiso 1 1 calc R . . . .
C113 C 0.36522(16) 0.25832(16) 0.84063(11) 0.0282(5) Uani 1 1 d . . . . .
H11A H 0.3560 0.3029 0.8123 0.034 Uiso 1 1 calc R . . . .
H11B H 0.4120 0.2300 0.8360 0.034 Uiso 1 1 calc R . . . .
C303 C 0.68080(18) 0.23196(17) 0.95589(11) 0.0326(6) Uani 1 1 d . . . . .
H303 H 0.7109 0.2340 0.9945 0.039 Uiso 1 1 calc R . . . .
C103 C 0.38811(16) 0.08303(16) 0.87365(12) 0.0289(6) Uani 1 1 d . . . . .
H10C H 0.4285 0.1183 0.8962 0.035 Uiso 1 1 calc R . . . .
H10D H 0.3994 0.0736 0.8351 0.035 Uiso 1 1 calc R . . . .
C104 C 0.30893(16) 0.12472(15) 0.86565(11) 0.0251(5) Uani 1 1 d . . . . .
H10E H 0.3022 0.1415 0.9044 0.030 Uiso 1 1 calc R . . . .
H10F H 0.2685 0.0850 0.8501 0.030 Uiso 1 1 calc R . . . .
C410 C 0.88375(17) -0.04443(16) 0.88018(12) 0.0305(6) Uani 1 1 d . . . . .
H41E H 0.8362 -0.0749 0.8796 0.037 Uiso 1 1 calc R . . . .
H41F H 0.8962 -0.0125 0.9164 0.037 Uiso 1 1 calc R . . . .
C203 C 0.30669(18) 0.50216(17) 0.53138(11) 0.0324(6) Uani 1 1 d . . . . .
H203 H 0.2781 0.4957 0.4926 0.039 Uiso 1 1 calc R . . . .
C415 C 0.73268(18) 0.22171(16) 0.68730(11) 0.0296(6) Uani 1 1 d . . . . .
H41G H 0.7081 0.2750 0.6845 0.035 Uiso 1 1 calc R . . . .
H41H H 0.7845 0.2286 0.6799 0.035 Uiso 1 1 calc R . . . .
C112 C 0.29102(17) 0.17353(16) 0.76054(11) 0.0278(5) Uani 1 1 d . . . . .
H11C H 0.2867 0.2224 0.7364 0.033 Uiso 1 1 calc R . . . .
H11D H 0.3397 0.1469 0.7586 0.033 Uiso 1 1 calc R . . . .
C411 C 0.95084(18) -0.10343(17) 0.87856(12) 0.0318(6) Uani 1 1 d . . . . .
H41I H 0.9374 -0.1355 0.8424 0.038 Uiso 1 1 calc R . . . .
H41J H 0.9975 -0.0722 0.8776 0.038 Uiso 1 1 calc R . . . .
C309 C 0.47912(18) 0.06410(16) 0.63295(13) 0.0341(6) Uani 1 1 d . . . . .
H309 H 0.5235 0.0460 0.6601 0.041 Uiso 1 1 calc R . . . .
C212 C 0.68166(18) 0.80684(16) 0.95742(11) 0.0313(6) Uani 1 1 d . . . . .
C111 C 0.22384(18) 0.11668(17) 0.73295(11) 0.0318(6) Uani 1 1 d . . . . .
H11E H 0.1743 0.1422 0.7340 0.038 Uiso 1 1 calc R . . . .
H11F H 0.2281 0.0663 0.7554 0.038 Uiso 1 1 calc R . . . .
C313 C 0.34839(18) 0.11900(18) 0.55034(12) 0.0348(6) Uani 1 1 d . . . . .
H313 H 0.3050 0.1376 0.5225 0.042 Uiso 1 1 calc R . . . .
C107 C 0.12780(18) 0.35835(17) 0.80635(13) 0.0334(6) Uani 1 1 d . . . . .
H10G H 0.1466 0.3827 0.8452 0.040 Uiso 1 1 calc R . . . .
H10H H 0.0853 0.3215 0.8086 0.040 Uiso 1 1 calc R . . . .
C402 C 0.89515(17) 0.24513(16) 0.93146(12) 0.0322(6) Uani 1 1 d . . . . .
H40M H 0.8530 0.2829 0.9157 0.039 Uiso 1 1 calc R . . . .
H40N H 0.8860 0.2224 0.9680 0.039 Uiso 1 1 calc R . . . .
C114 C 0.38113(17) 0.29448(17) 0.90309(12) 0.0314(6) Uani 1 1 d . . . . .
H11G H 0.3385 0.3304 0.9067 0.038 Uiso 1 1 calc R . . . .
H11H H 0.3845 0.2510 0.9320 0.038 Uiso 1 1 calc R . . . .
C102 C 0.38874(18) 0.00160(16) 0.90611(12) 0.0328(6) Uani 1 1 d . . . . .
H10I H 0.3728 0.0105 0.9431 0.039 Uiso 1 1 calc R . . . .
H10J H 0.3513 -0.0352 0.8819 0.039 Uiso 1 1 calc R . . . .
C106 C 0.19362(17) 0.31061(16) 0.78951(12) 0.0321(6) Uani 1 1 d . . . . .
H10K H 0.2374 0.3469 0.7901 0.039 Uiso 1 1 calc R . . . .
H10L H 0.1759 0.2900 0.7494 0.039 Uiso 1 1 calc R . . . .
C310 C 0.44687(19) 0.01737(17) 0.58319(13) 0.0372(7) Uani 1 1 d . . . . .
H310 H 0.4695 -0.0324 0.5775 0.045 Uiso 1 1 calc R . . . .
C311 C 0.38179(19) 0.04410(17) 0.54226(12) 0.0352(6) Uani 1 1 d . . . . .
F304 F 0.3621(2) 0.02506(18) 0.43843(13) 0.1021(7) Uani 1 1 d . . . . .
C110 C 0.2267(2) 0.09817(19) 0.66842(12) 0.0383(7) Uani 1 1 d . . . . .
H11I H 0.2223 0.1489 0.6463 0.046 Uiso 1 1 calc R . . . .
H11J H 0.2768 0.0737 0.6678 0.046 Uiso 1 1 calc R . . . .
C408 C 0.60196(19) -0.13423(17) 0.71846(13) 0.0370(7) Uani 1 1 d . . . . .
H40O H 0.5745 -0.0991 0.6874 0.056 Uiso 1 1 calc GR . . . .
H40P H 0.5665 -0.1743 0.7275 0.056 Uiso 1 1 calc GR . . . .
H40Q H 0.6438 -0.1611 0.7057 0.056 Uiso 1 1 calc GR . . . .
C115 C 0.45786(19) 0.34232(18) 0.91515(14) 0.0380(7) Uani 1 1 d . . . . .
H11K H 0.5001 0.3056 0.9121 0.046 Uiso 1 1 calc R . . . .
H11L H 0.4545 0.3841 0.8850 0.046 Uiso 1 1 calc R . . . .
F306 F 0.3664(2) -0.08218(18) 0.49387(13) 0.1021(7) Uani 1 1 d . . . . .
C401 C 0.97336(19) 0.29149(18) 0.94494(13) 0.0370(7) Uani 1 1 d . . . . .
H40R H 0.9800 0.3186 0.9097 0.055 Uiso 1 1 calc GR . . . .
H40S H 1.0155 0.2537 0.9581 0.055 Uiso 1 1 calc GR . . . .
H40T H 0.9733 0.3312 0.9754 0.055 Uiso 1 1 calc GR . . . .
C416 C 0.68491(19) 0.16644(19) 0.63949(12) 0.0376(7) Uani 1 1 d . . . . .
H41K H 0.6821 0.1903 0.6012 0.056 Uiso 1 1 calc GR . . . .
H41L H 0.6331 0.1604 0.6459 0.056 Uiso 1 1 calc GR . . . .
H41M H 0.7095 0.1139 0.6413 0.056 Uiso 1 1 calc GR . . . .
C412 C 0.9684(2) -0.16041(19) 0.93134(14) 0.0402(7) Uani 1 1 d . . . . .
H41N H 1.0097 -0.1970 0.9277 0.060 Uiso 1 1 calc GR . . . .
H41O H 0.9223 -0.1912 0.9327 0.060 Uiso 1 1 calc GR . . . .
H41P H 0.9843 -0.1291 0.9671 0.060 Uiso 1 1 calc GR . . . .
C108 C 0.0975(2) 0.42522(18) 0.76105(15) 0.0421(7) Uani 1 1 d . . . . .
H10M H 0.0739 0.4008 0.7235 0.063 Uiso 1 1 calc GR . . . .
H10N H 0.1402 0.4594 0.7567 0.063 Uiso 1 1 calc GR . . . .
H10O H 0.0593 0.4575 0.7744 0.063 Uiso 1 1 calc GR . . . .
C101 C 0.4697(2) -0.03750(19) 0.91925(14) 0.0418(7) Uani 1 1 d . . . . .
H10P H 0.4871 -0.0430 0.8830 0.063 Uiso 1 1 calc GR . . . .
H10Q H 0.4672 -0.0904 0.9365 0.063 Uiso 1 1 calc GR . . . .
H10R H 0.5058 -0.0037 0.9465 0.063 Uiso 1 1 calc GR . . . .
C116 C 0.4772(2) 0.3828(2) 0.97621(16) 0.0501(9) Uani 1 1 d . . . . .
H11M H 0.4361 0.4200 0.9793 0.075 Uiso 1 1 calc GR . . . .
H11N H 0.5257 0.4121 0.9813 0.075 Uiso 1 1 calc GR . . . .
H11O H 0.4821 0.3417 1.0064 0.075 Uiso 1 1 calc GR . . . .
C312 C 0.3478(2) -0.0070(2) 0.49003(14) 0.0500(9) Uani 1 1 d . . . . .
B301 B 0.63232(18) 0.37696(17) 0.81648(12) 0.0249(6) Uani 1 1 d . . . . .
B201 B 0.33519(19) 0.38197(17) 0.68122(12) 0.0261(6) Uani 1 1 d . . . . .
C109 C 0.1616(2) 0.0409(2) 0.63839(14) 0.0533(9) Uani 1 1 d . . . . .
H10S H 0.1661 0.0303 0.5985 0.080 Uiso 1 1 calc GR . . . .
H10T H 0.1118 0.0657 0.6376 0.080 Uiso 1 1 calc GR . . . .
H10U H 0.1657 -0.0095 0.6600 0.080 Uiso 1 1 calc GR . . . .


_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
F203 B201 1.447(3) . ?
F302 B301 1.413(3) . ?
F301 B301 1.446(3) . ?
F201 B201 1.399(3) . ?
F303 B301 1.395(3) . ?
F205 C212 1.336(3) . ?
F202 B201 1.410(3) . ?
F204 C212 1.355(3) . ?
O301 C307 1.228(3) . ?
F206 C212 1.361(3) . ?
O201 C207 1.226(3) . ?
N401 C404 1.525(3) . ?
N401 C409 1.524(3) . ?
N401 C413 1.529(3) . ?
N401 C405 1.528(3) . ?
N302 H302 0.8600 . ?
N302 C307 1.373(3) . ?
N302 C306 1.418(3) . ?
N201 H201 0.8600 . ?
N201 C206 1.427(3) . ?
N201 C207 1.364(3) . ?
N101 C105 1.519(3) . ?
N101 C113 1.526(3) . ?
N101 C104 1.530(3) . ?
N101 C112 1.528(3) . ?
N301 H301 0.8600 . ?
N301 C307 1.380(3) . ?
N301 C308 1.409(3) . ?
N202 H202 0.8600 . ?
N202 C207 1.388(3) . ?
N202 C208 1.403(3) . ?
F305 C312 1.331(5) . ?
C206 C201 1.413(3) . ?
C206 C205 1.400(3) . ?
C306 C305 1.403(3) . ?
C306 C301 1.413(3) . ?
C201 C202 1.399(3) . ?
C201 B201 1.618(4) . ?
C404 H40A 0.9700 . ?
C404 H40B 0.9700 . ?
C404 C403 1.521(4) . ?
C305 H305 0.9300 . ?
C305 C304 1.389(4) . ?
C301 C302 1.400(3) . ?
C301 B301 1.624(4) . ?
C208 C209 1.411(3) . ?
C208 C214 1.390(4) . ?
C308 C314 1.395(4) . ?
C308 C309 1.394(4) . ?
C403 H40C 0.9700 . ?
C403 H40D 0.9700 . ?
C403 C402 1.538(4) . ?
C409 H40E 0.9700 . ?
C409 H40F 0.9700 . ?
C409 C410 1.520(3) . ?
C413 H41A 0.9700 . ?
C413 H41B 0.9700 . ?
C413 C414 1.529(4) . ?
C405 H40G 0.9700 . ?
C405 H40H 0.9700 . ?
C405 C406 1.526(3) . ?
C205 H205 0.9300 . ?
C205 C204 1.393(4) . ?
C202 H20A 0.9300 . ?
C202 C203 1.386(4) . ?
C304 H304 0.9300 . ?
C304 C303 1.391(4) . ?
C209 H209 0.9300 . ?
C209 C210 1.385(4) . ?
C213 H213 0.9300 . ?
C213 C211 1.390(4) . ?
C213 C214 1.388(4) . ?
C302 H30A 0.9300 . ?
C302 C303 1.395(4) . ?
C314 H314 0.9300 . ?
C314 C313 1.388(4) . ?
C204 H204 0.9300 . ?
C204 C203 1.394(4) . ?
C414 H41C 0.9700 . ?
C414 H41D 0.9700 . ?
C414 C415 1.533(3) . ?
C407 H40I 0.9700 . ?
C407 H40J 0.9700 . ?
C407 C406 1.525(4) . ?
C407 C408 1.530(4) . ?
C211 C210 1.381(4) . ?
C211 C212 1.492(4) . ?
C105 H10A 0.9700 . ?
C105 H10B 0.9700 . ?
C105 C106 1.523(3) . ?
C210 H210 0.9300 . ?
C406 H40K 0.9700 . ?
C406 H40L 0.9700 . ?
C214 H214 0.9300 . ?
C113 H11A 0.9700 . ?
C113 H11B 0.9700 . ?
C113 C114 1.528(4) . ?
C303 H303 0.9300 . ?
C103 H10C 0.9700 . ?
C103 H10D 0.9700 . ?
C103 C104 1.522(4) . ?
C103 C102 1.530(4) . ?
C104 H10E 0.9700 . ?
C104 H10F 0.9700 . ?
C410 H41E 0.9700 . ?
C410 H41F 0.9700 . ?
C410 C411 1.531(4) . ?
C203 H203 0.9300 . ?
C415 H41G 0.9700 . ?
C415 H41H 0.9700 . ?
C415 C416 1.524(4) . ?
C112 H11C 0.9700 . ?
C112 H11D 0.9700 . ?
C112 C111 1.524(4) . ?
C411 H41I 0.9700 . ?
C411 H41J 0.9700 . ?
C411 C412 1.512(4) . ?
C309 H309 0.9300 . ?
C309 C310 1.391(4) . ?
C111 H11E 0.9700 . ?
C111 H11F 0.9700 . ?
C111 C110 1.537(4) . ?
C313 H313 0.9300 . ?
C313 C311 1.391(4) . ?
C107 H10G 0.9700 . ?
C107 H10H 0.9700 . ?
C107 C106 1.519(4) . ?
C107 C108 1.526(4) . ?
C402 H40M 0.9700 . ?
C402 H40N 0.9700 . ?
C402 C401 1.538(4) . ?
C114 H11G 0.9700 . ?
C114 H11H 0.9700 . ?
C114 C115 1.528(4) . ?
C102 H10I 0.9700 . ?
C102 H10J 0.9700 . ?
C102 C101 1.525(4) . ?
C106 H10K 0.9700 . ?
C106 H10L 0.9700 . ?
C310 H310 0.9300 . ?
C310 C311 1.378(4) . ?
C311 C312 1.480(4) . ?
F304 C312 1.381(5) . ?
C110 H11I 0.9700 . ?
C110 H11J 0.9700 . ?
C110 C109 1.519(5) . ?
C408 H40O 0.9600 . ?
C408 H40P 0.9600 . ?
C408 H40Q 0.9600 . ?
C115 H11K 0.9700 . ?
C115 H11L 0.9700 . ?
C115 C116 1.528(4) . ?
F306 C312 1.272(4) . ?
C401 H40R 0.9600 . ?
C401 H40S 0.9600 . ?
C401 H40T 0.9600 . ?
C416 H41K 0.9600 . ?
C416 H41L 0.9600 . ?
C416 H41M 0.9600 . ?
C412 H41N 0.9600 . ?
C412 H41O 0.9600 . ?
C412 H41P 0.9600 . ?
C108 H10M 0.9600 . ?
C108 H10N 0.9600 . ?
C108 H10O 0.9600 . ?
C101 H10P 0.9600 . ?
C101 H10Q 0.9600 . ?
C101 H10R 0.9600 . ?
C116 H11M 0.9600 . ?
C116 H11N 0.9600 . ?
C116 H11O 0.9600 . ?
C109 H10S 0.9600 . ?
C109 H10T 0.9600 . ?
C109 H10U 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
C404 N401 C413 111.19(18) . . ?
C404 N401 C405 106.71(18) . . ?
C409 N401 C404 111.49(19) . . ?
C409 N401 C413 106.52(18) . . ?
C409 N401 C405 110.66(18) . . ?
C405 N401 C413 110.32(19) . . ?
C307 N302 H302 117.3 . . ?
C307 N302 C306 125.4(2) . . ?
C306 N302 H302 117.3 . . ?
C206 N201 H201 116.7 . . ?
C207 N201 H201 116.7 . . ?
C207 N201 C206 126.5(2) . . ?
C105 N101 C113 111.32(19) . . ?
C105 N101 C104 106.75(18) . . ?
C105 N101 C112 111.0(2) . . ?
C113 N101 C104 111.3(2) . . ?
C113 N101 C112 106.13(19) . . ?
C112 N101 C104 110.47(19) . . ?
C307 N301 H301 116.6 . . ?
C307 N301 C308 126.9(2) . . ?
C308 N301 H301 116.6 . . ?
C207 N202 H202 117.1 . . ?
C207 N202 C208 125.8(2) . . ?
C208 N202 H202 117.1 . . ?
O301 C307 N302 123.8(2) . . ?
O301 C307 N301 123.8(2) . . ?
N302 C307 N301 112.4(2) . . ?
C201 C206 N201 117.0(2) . . ?
C205 C206 N201 121.5(2) . . ?
C205 C206 C201 121.4(2) . . ?
C305 C306 N302 121.2(2) . . ?
C305 C306 C301 121.4(2) . . ?
C301 C306 N302 117.2(2) . . ?
C206 C201 B201 122.5(2) . . ?
C202 C201 C206 116.7(2) . . ?
C202 C201 B201 120.7(2) . . ?
O201 C207 N201 124.2(2) . . ?
O201 C207 N202 123.2(2) . . ?
N201 C207 N202 112.5(2) . . ?
N401 C404 H40A 108.6 . . ?
N401 C404 H40B 108.6 . . ?
H40A C404 H40B 107.6 . . ?
C403 C404 N401 114.6(2) . . ?
C403 C404 H40A 108.6 . . ?
C403 C404 H40B 108.6 . . ?
C306 C305 H305 120.1 . . ?
C304 C305 C306 119.8(2) . . ?
C304 C305 H305 120.1 . . ?
C306 C301 B301 121.6(2) . . ?
C302 C301 C306 116.8(2) . . ?
C302 C301 B301 121.5(2) . . ?
N202 C208 C209 123.3(2) . . ?
C214 C208 N202 117.5(2) . . ?
C214 C208 C209 119.2(2) . . ?
C314 C308 N301 116.7(2) . . ?
C309 C308 N301 123.8(2) . . ?
C309 C308 C314 119.5(2) . . ?
C404 C403 H40C 109.5 . . ?
C404 C403 H40D 109.5 . . ?
C404 C403 C402 110.8(2) . . ?
H40C C403 H40D 108.1 . . ?
C402 C403 H40C 109.5 . . ?
C402 C403 H40D 109.5 . . ?
N401 C409 H40E 108.2 . . ?
N401 C409 H40F 108.2 . . ?
H40E C409 H40F 107.4 . . ?
C410 C409 N401 116.2(2) . . ?
C410 C409 H40E 108.2 . . ?
C410 C409 H40F 108.2 . . ?
N401 C413 H41A 108.6 . . ?
N401 C413 H41B 108.6 . . ?
H41A C413 H41B 107.5 . . ?
C414 C413 N401 114.8(2) . . ?
C414 C413 H41A 108.6 . . ?
C414 C413 H41B 108.6 . . ?
N401 C405 H40G 108.4 . . ?
N401 C405 H40H 108.4 . . ?
H40G C405 H40H 107.5 . . ?
C406 C405 N401 115.3(2) . . ?
C406 C405 H40G 108.4 . . ?
C406 C405 H40H 108.4 . . ?
C206 C205 H205 120.1 . . ?
C204 C205 C206 119.8(2) . . ?
C204 C205 H205 120.1 . . ?
C201 C202 H20A 118.7 . . ?
C203 C202 C201 122.6(2) . . ?
C203 C202 H20A 118.7 . . ?
C305 C304 H304 120.0 . . ?
C305 C304 C303 120.0(2) . . ?
C303 C304 H304 120.0 . . ?
C208 C209 H209 120.4 . . ?
C210 C209 C208 119.3(2) . . ?
C210 C209 H209 120.4 . . ?
C211 C213 H213 120.1 . . ?
C214 C213 H213 120.1 . . ?
C214 C213 C211 119.8(2) . . ?
C301 C302 H30A 118.9 . . ?
C303 C302 C301 122.2(2) . . ?
C303 C302 H30A 118.9 . . ?
C308 C314 H314 119.9 . . ?
C313 C314 C308 120.2(2) . . ?
C313 C314 H314 119.9 . . ?
C205 C204 H204 120.1 . . ?
C205 C204 C203 119.8(2) . . ?
C203 C204 H204 120.1 . . ?
C413 C414 H41C 109.6 . . ?
C413 C414 H41D 109.6 . . ?
C413 C414 C415 110.5(2) . . ?
H41C C414 H41D 108.1 . . ?
C415 C414 H41C 109.6 . . ?
C415 C414 H41D 109.6 . . ?
H40I C407 H40J 108.0 . . ?
C406 C407 H40I 109.4 . . ?
C406 C407 H40J 109.4 . . ?
C406 C407 C408 111.3(2) . . ?
C408 C407 H40I 109.4 . . ?
C408 C407 H40J 109.4 . . ?
C213 C211 C212 120.7(2) . . ?
C210 C211 C213 119.8(2) . . ?
C210 C211 C212 119.4(2) . . ?
N101 C105 H10A 108.5 . . ?
N101 C105 H10B 108.5 . . ?
N101 C105 C106 114.9(2) . . ?
H10A C105 H10B 107.5 . . ?
C106 C105 H10A 108.5 . . ?
C106 C105 H10B 108.5 . . ?
C209 C210 H210 119.4 . . ?
C211 C210 C209 121.1(2) . . ?
C211 C210 H210 119.4 . . ?
C405 C406 H40K 109.6 . . ?
C405 C406 H40L 109.6 . . ?
C407 C406 C405 110.4(2) . . ?
C407 C406 H40K 109.6 . . ?
C407 C406 H40L 109.6 . . ?
H40K C406 H40L 108.1 . . ?
C208 C214 H214 119.7 . . ?
C213 C214 C208 120.7(2) . . ?
C213 C214 H214 119.7 . . ?
N101 C113 H11A 108.3 . . ?
N101 C113 H11B 108.3 . . ?
N101 C113 C114 115.9(2) . . ?
H11A C113 H11B 107.4 . . ?
C114 C113 H11A 108.3 . . ?
C114 C113 H11B 108.3 . . ?
C304 C303 C302 119.7(2) . . ?
C304 C303 H303 120.1 . . ?
C302 C303 H303 120.1 . . ?
H10C C103 H10D 108.1 . . ?
C104 C103 H10C 109.5 . . ?
C104 C103 H10D 109.5 . . ?
C104 C103 C102 110.8(2) . . ?
C102 C103 H10C 109.5 . . ?
C102 C103 H10D 109.5 . . ?
N101 C104 H10E 108.4 . . ?
N101 C104 H10F 108.4 . . ?
C103 C104 N101 115.6(2) . . ?
C103 C104 H10E 108.4 . . ?
C103 C104 H10F 108.4 . . ?
H10E C104 H10F 107.4 . . ?
C409 C410 H41E 109.8 . . ?
C409 C410 H41F 109.8 . . ?
C409 C410 C411 109.5(2) . . ?
H41E C410 H41F 108.2 . . ?
C411 C410 H41E 109.8 . . ?
C411 C410 H41F 109.8 . . ?
C202 C203 C204 119.6(2) . . ?
C202 C203 H203 120.2 . . ?
C204 C203 H203 120.2 . . ?
C414 C415 H41G 108.9 . . ?
C414 C415 H41H 108.9 . . ?
H41G C415 H41H 107.7 . . ?
C416 C415 C414 113.3(2) . . ?
C416 C415 H41G 108.9 . . ?
C416 C415 H41H 108.9 . . ?
N101 C112 H11C 108.2 . . ?
N101 C112 H11D 108.2 . . ?
H11C C112 H11D 107.3 . . ?
C111 C112 N101 116.5(2) . . ?
C111 C112 H11C 108.2 . . ?
C111 C112 H11D 108.2 . . ?
C410 C411 H41I 109.1 . . ?
C410 C411 H41J 109.1 . . ?
H41I C411 H41J 107.8 . . ?
C412 C411 C410 112.7(2) . . ?
C412 C411 H41I 109.1 . . ?
C412 C411 H41J 109.1 . . ?
C308 C309 H309 120.1 . . ?
C310 C309 C308 119.7(3) . . ?
C310 C309 H309 120.1 . . ?
F205 C212 F204 106.2(2) . . ?
F205 C212 F206 105.8(2) . . ?
F205 C212 C211 113.7(2) . . ?
F204 C212 F206 105.3(2) . . ?
F204 C212 C211 113.0(2) . . ?
F206 C212 C211 112.2(2) . . ?
C112 C111 H11E 109.8 . . ?
C112 C111 H11F 109.8 . . ?
C112 C111 C110 109.5(2) . . ?
H11E C111 H11F 108.2 . . ?
C110 C111 H11E 109.8 . . ?
C110 C111 H11F 109.8 . . ?
C314 C313 H313 120.0 . . ?
C314 C313 C311 120.1(3) . . ?
C311 C313 H313 120.0 . . ?
H10G C107 H10H 108.0 . . ?
C106 C107 H10G 109.4 . . ?
C106 C107 H10H 109.4 . . ?
C106 C107 C108 111.1(2) . . ?
C108 C107 H10G 109.4 . . ?
C108 C107 H10H 109.4 . . ?
C403 C402 H40M 109.3 . . ?
C403 C402 H40N 109.3 . . ?
H40M C402 H40N 108.0 . . ?
C401 C402 C403 111.5(2) . . ?
C401 C402 H40M 109.3 . . ?
C401 C402 H40N 109.3 . . ?
C113 C114 H11G 109.8 . . ?
C113 C114 H11H 109.8 . . ?
H11G C114 H11H 108.2 . . ?
C115 C114 C113 109.5(2) . . ?
C115 C114 H11G 109.8 . . ?
C115 C114 H11H 109.8 . . ?
C103 C102 H10I 109.3 . . ?
C103 C102 H10J 109.3 . . ?
H10I C102 H10J 108.0 . . ?
C101 C102 C103 111.5(2) . . ?
C101 C102 H10I 109.3 . . ?
C101 C102 H10J 109.3 . . ?
C105 C106 H10K 109.2 . . ?
C105 C106 H10L 109.2 . . ?
C107 C106 C105 112.2(2) . . ?
C107 C106 H10K 109.2 . . ?
C107 C106 H10L 109.2 . . ?
H10K C106 H10L 107.9 . . ?
C309 C310 H310 119.6 . . ?
C311 C310 C309 120.7(3) . . ?
C311 C310 H310 119.6 . . ?
C313 C311 C312 120.4(3) . . ?
C310 C311 C313 119.8(3) . . ?
C310 C311 C312 119.9(3) . . ?
C111 C110 H11I 109.2 . . ?
C111 C110 H11J 109.2 . . ?
H11I C110 H11J 107.9 . . ?
C109 C110 C111 112.2(3) . . ?
C109 C110 H11I 109.2 . . ?
C109 C110 H11J 109.2 . . ?
C407 C408 H40O 109.5 . . ?
C407 C408 H40P 109.5 . . ?
C407 C408 H40Q 109.5 . . ?
H40O C408 H40P 109.5 . . ?
H40O C408 H40Q 109.5 . . ?
H40P C408 H40Q 109.5 . . ?
C114 C115 H11K 109.0 . . ?
C114 C115 H11L 109.0 . . ?
H11K C115 H11L 107.8 . . ?
C116 C115 C114 113.1(3) . . ?
C116 C115 H11K 109.0 . . ?
C116 C115 H11L 109.0 . . ?
C402 C401 H40R 109.5 . . ?
C402 C401 H40S 109.5 . . ?
C402 C401 H40T 109.5 . . ?
H40R C401 H40S 109.5 . . ?
H40R C401 H40T 109.5 . . ?
H40S C401 H40T 109.5 . . ?
C415 C416 H41K 109.5 . . ?
C415 C416 H41L 109.5 . . ?
C415 C416 H41M 109.5 . . ?
H41K C416 H41L 109.5 . . ?
H41K C416 H41M 109.5 . . ?
H41L C416 H41M 109.5 . . ?
C411 C412 H41N 109.5 . . ?
C411 C412 H41O 109.5 . . ?
C411 C412 H41P 109.5 . . ?
H41N C412 H41O 109.5 . . ?
H41N C412 H41P 109.5 . . ?
H41O C412 H41P 109.5 . . ?
C107 C108 H10M 109.5 . . ?
C107 C108 H10N 109.5 . . ?
C107 C108 H10O 109.5 . . ?
H10M C108 H10N 109.5 . . ?
H10M C108 H10O 109.5 . . ?
H10N C108 H10O 109.5 . . ?
C102 C101 H10P 109.5 . . ?
C102 C101 H10Q 109.5 . . ?
C102 C101 H10R 109.5 . . ?
H10P C101 H10Q 109.5 . . ?
H10P C101 H10R 109.5 . . ?
H10Q C101 H10R 109.5 . . ?
C115 C116 H11M 109.5 . . ?
C115 C116 H11N 109.5 . . ?
C115 C116 H11O 109.5 . . ?
H11M C116 H11N 109.5 . . ?
H11M C116 H11O 109.5 . . ?
H11N C116 H11O 109.5 . . ?
F305 C312 C311 113.8(3) . . ?
F305 C312 F304 97.2(3) . . ?
F304 C312 C311 111.8(3) . . ?
F306 C312 F305 106.4(3) . . ?
F306 C312 C311 116.2(3) . . ?
F306 C312 F304 109.5(3) . . ?
F302 B301 F301 106.0(2) . . ?
F302 B301 C301 111.3(2) . . ?
F301 B301 C301 109.8(2) . . ?
F303 B301 F302 108.7(2) . . ?
F303 B301 F301 107.5(2) . . ?
F303 B301 C301 113.2(2) . . ?
F203 B201 C201 110.8(2) . . ?
F201 B201 F203 107.1(2) . . ?
F201 B201 F202 109.1(2) . . ?
F201 B201 C201 112.6(2) . . ?
F202 B201 F203 105.6(2) . . ?
F202 B201 C201 111.3(2) . . ?
C110 C109 H10S 109.5 . . ?
C110 C109 H10T 109.5 . . ?
C110 C109 H10U 109.5 . . ?
H10S C109 H10T 109.5 . . ?
H10S C109 H10U 109.5 . . ?
H10T C109 H10U 109.5 . . ?

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
N302 H302 F203 0.86 2.37 3.137(3) 148.0 .
N302 H302 F301 0.86 2.33 2.952(3) 129.7 .
N201 H201 F203 0.86 2.29 2.967(3) 135.4 .
N201 H201 F301 0.86 2.48 3.198(3) 141.3 .
N301 H301 F203 0.86 2.03 2.854(3) 160.6 .
N202 H202 F301 0.86 2.03 2.836(3) 155.5 .
C409 H40E F302 0.97 2.38 3.286(3) 155.4 2_646
C214 H214 F303 0.93 2.39 3.212(3) 147.8 .
C415 H41G F302 0.97 2.60 3.300(3) 129.4 .
C106 H10K F202 0.97 2.38 3.213(3) 143.5 .

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
