# Electronic Supplementary Material (ESI) for ChemComm.
# 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).
# 
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# 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 
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data_mo_d8v20359_0m
_database_code_depnum_ccdc_archive 'CCDC 2019594'
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H13 F6 N3 O4'
_chemical_formula_weight         461.32

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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5749(4)
_cell_length_b                   11.9556(4)
_cell_length_c                   15.5244(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.2020(10)
_cell_angle_gamma                90
_cell_volume                     1957.46(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      4.304
_cell_measurement_theta_max      54.000

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.148
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6586
_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            28477
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.575
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3625
_reflns_number_gt                2928
_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)+(0.0491P)²+0.6021P] 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       0.037(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3625
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.30211(12) 0.51293(13) 0.66437(10) 0.0706(4) Uani 1 1 d . . . . .
O2 O 0.44340(13) 0.60400(18) 0.79699(10) 0.0889(6) Uani 1 1 d . . . . .
H2 H 0.3886 0.5827 0.7606 0.133 Uiso 1 1 calc R U . . .
O3 O -0.0660(2) 0.4772(2) 0.22214(12) 0.1172(8) Uani 1 1 d . . . . .
O4 O -0.15252(19) 0.31573(19) 0.23506(12) 0.1079(7) Uani 1 1 d . . . . .
N1 N 0.58692(13) 0.41511(11) 0.58450(9) 0.0458(3) Uani 1 1 d . . . . .
N2 N 0.33142(12) 0.35577(12) 0.58565(8) 0.0448(3) Uani 1 1 d . . . . .
N3 N -0.08266(17) 0.3904(2) 0.26086(12) 0.0756(6) Uani 1 1 d . . . . .
C1 C 0.37378(16) 0.45023(15) 0.62733(10) 0.0480(4) Uani 1 1 d . . . . .
C2 C 0.50959(15) 0.47566(14) 0.62485(10) 0.0430(4) Uani 1 1 d . . . . .
C3 C 0.54087(16) 0.31957(14) 0.54250(10) 0.0446(4) Uani 1 1 d . . . . .
C4 C 0.62517(18) 0.25502(16) 0.49800(11) 0.0555(5) Uani 1 1 d . . . . .
H4 H 0.7098 0.2763 0.4980 0.067 Uiso 1 1 calc R U . . .
C5 C 0.5839(2) 0.16078(17) 0.45454(13) 0.0642(5) Uani 1 1 d . . . . .
H5 H 0.6400 0.1181 0.4249 0.077 Uiso 1 1 calc R U . . .
C6 C 0.4576(2) 0.12933(16) 0.45506(13) 0.0640(5) Uani 1 1 d . . . . .
H6 H 0.4300 0.0651 0.4256 0.077 Uiso 1 1 calc R U . . .
C7 C 0.37255(18) 0.19086(15) 0.49804(12) 0.0558(5) Uani 1 1 d . . . . .
H7 H 0.2883 0.1683 0.4978 0.067 Uiso 1 1 calc R U . . .
C8 C 0.41346(16) 0.28765(13) 0.54223(10) 0.0441(4) Uani 1 1 d . . . . .
C9 C 0.55877(17) 0.58329(14) 0.66531(10) 0.0478(4) Uani 1 1 d . . . . .
H9A H 0.5084 0.6439 0.6393 0.057 Uiso 1 1 calc R U . . .
H9B H 0.6448 0.5937 0.6490 0.057 Uiso 1 1 calc R U . . .
C10 C 0.56066(16) 0.59695(15) 0.76390(11) 0.0483(4) Uani 1 1 d . . . . .
C11 C 0.6335(3) 0.5008(2) 0.80953(14) 0.0732(6) Uani 1 1 d . . . . .
C12 C 0.6282(3) 0.7079(2) 0.78681(14) 0.0736(6) Uani 1 1 d . . . . .
C13 C 0.19660(16) 0.32528(16) 0.58869(11) 0.0527(4) Uani 1 1 d . . . . .
H13A H 0.1598 0.3694 0.6329 0.063 Uiso 1 1 calc R U . . .
H13B H 0.1907 0.2471 0.6047 0.063 Uiso 1 1 calc R U . . .
C14 C 0.12122(15) 0.34400(15) 0.50342(10) 0.0466(4) Uani 1 1 d . . . . .
C15 C 0.03266(17) 0.26540(16) 0.47273(13) 0.0574(5) Uani 1 1 d . . . . .
H15 H 0.0195 0.2013 0.5048 0.069 Uiso 1 1 calc R U . . .
C16 C -0.03667(17) 0.28218(18) 0.39411(13) 0.0624(5) Uani 1 1 d . U . . .
H16 H -0.0969 0.2301 0.3736 0.075 Uiso 1 1 calc R U . . .
C17 C -0.01503(17) 0.37620(18) 0.34742(11) 0.0561(5) Uani 1 1 d . U . . .
C18 C 0.06965(17) 0.45605(18) 0.37670(12) 0.0577(5) Uani 1 1 d . . . . .
H18 H 0.0816 0.5202 0.3445 0.069 Uiso 1 1 calc R U . . .
C19 C 0.13724(16) 0.43969(16) 0.45510(11) 0.0519(4) Uani 1 1 d . . . . .
H19 H 0.1947 0.4939 0.4759 0.062 Uiso 1 1 calc R U . . .
F1 F 0.5905(12) 0.4074(5) 0.7898(7) 0.102(3) Uani 0.5 1 d . . P A 1
F2 F 0.7586(9) 0.5016(9) 0.7866(6) 0.130(4) Uani 0.5 1 d . . P A 1
F3 F 0.6299(12) 0.5166(14) 0.8962(9) 0.119(4) Uani 0.5 1 d . . P A 1
F4 F 0.7302(10) 0.7236(10) 0.7595(9) 0.140(4) Uani 0.5 1 d . . P B 1
F5 F 0.6239(12) 0.7229(12) 0.8711(8) 0.119(4) Uani 0.5 1 d . . P B 1
F6 F 0.5419(13) 0.7854(8) 0.7545(7) 0.149(5) Uani 0.5 1 d . . P B 1
F1' F 0.5525(15) 0.4063(8) 0.7956(8) 0.138(4) Uani 0.5 1 d . . P A 2
F2' F 0.7349(9) 0.4766(7) 0.7831(7) 0.116(3) Uani 0.5 1 d . . P A 2
F3' F 0.6508(10) 0.5078(15) 0.8944(9) 0.095(3) Uani 0.5 1 d . . P A 2
F4' F 0.7556(7) 0.6953(9) 0.7737(8) 0.108(3) Uani 0.5 1 d . . P B 2
F5' F 0.5892(11) 0.7929(8) 0.7382(6) 0.108(3) Uani 0.5 1 d . . P B 2
F6' F 0.6307(8) 0.7415(10) 0.8690(7) 0.0728(16) Uani 0.5 1 d . . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.237(2) . ?
O2 C10 1.379(2) . ?
O2 H2 0.8200 . ?
O3 N3 1.219(3) . ?
O4 N3 1.208(3) . ?
N1 C2 1.288(2) . ?
N1 C3 1.386(2) . ?
N2 C1 1.361(2) . ?
N2 C8 1.399(2) . ?
N2 C13 1.476(2) . ?
N3 C17 1.485(3) . ?
C1 C2 1.471(2) . ?
C2 C9 1.508(2) . ?
C3 C4 1.399(2) . ?
C3 C8 1.400(2) . ?
C4 C5 1.368(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.398(2) . ?
C7 H7 0.9300 . ?
C9 C10 1.538(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.528(3) . ?
C10 C12 1.536(3) . ?
C11 F2' 1.212(8) . ?
C11 F1 1.236(9) . ?
C11 F3' 1.320(14) . ?
C11 F3 1.361(14) . ?
C11 F2 1.395(9) . ?
C11 F1' 1.425(13) . ?
C12 F4 1.202(10) . ?
C12 F5' 1.313(10) . ?
C12 F5 1.324(13) . ?
C12 F6' 1.336(11) . ?
C12 F6 1.369(13) . ?
C12 F4' 1.386(8) . ?
C13 C14 1.511(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.385(2) . ?
C14 C15 1.386(2) . ?
C15 C16 1.391(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.366(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(3) . ?
C18 C19 1.379(2) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 H2 109.5 . . ?
C2 N1 C3 118.56(14) . . ?
C1 N2 C8 121.21(14) . . ?
C1 N2 C13 118.35(14) . . ?
C8 N2 C13 120.42(14) . . ?
O4 N3 O3 124.9(2) . . ?
O4 N3 C17 117.2(2) . . ?
O3 N3 C17 117.8(2) . . ?
O1 C1 N2 122.15(16) . . ?
O1 C1 C2 121.29(16) . . ?
N2 C1 C2 116.55(14) . . ?
N1 C2 C1 123.52(15) . . ?
N1 C2 C9 118.05(15) . . ?
C1 C2 C9 118.23(14) . . ?
N1 C3 C4 118.18(16) . . ?
N1 C3 C8 122.07(15) . . ?
C4 C3 C8 119.73(16) . . ?
C5 C4 C3 120.38(18) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.53(18) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 121.53(18) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 119.47(18) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 N2 122.56(16) . . ?
C7 C8 C3 119.36(16) . . ?
N2 C8 C3 118.07(14) . . ?
C2 C9 C10 118.96(14) . . ?
C2 C9 H9A 107.6 . . ?
C10 C9 H9A 107.6 . . ?
C2 C9 H9B 107.6 . . ?
C10 C9 H9B 107.6 . . ?
H9A C9 H9B 107.0 . . ?
O2 C10 C11 108.04(17) . . ?
O2 C10 C12 106.05(17) . . ?
C11 C10 C12 109.40(17) . . ?
O2 C10 C9 115.51(14) . . ?
C11 C10 C9 110.54(15) . . ?
C12 C10 C9 107.10(15) . . ?
F2' C11 F3' 107.0(7) . . ?
F1 C11 F3 109.5(8) . . ?
F1 C11 F2 106.3(7) . . ?
F3 C11 F2 110.3(7) . . ?
F2' C11 F1' 107.2(7) . . ?
F3' C11 F1' 103.8(9) . . ?
F2' C11 C10 116.8(5) . . ?
F1 C11 C10 113.7(5) . . ?
F3' C11 C10 116.3(7) . . ?
F3 C11 C10 107.7(6) . . ?
F2 C11 C10 109.4(4) . . ?
F1' C11 C10 104.4(5) . . ?
F4 C12 F5 115.1(9) . . ?
F5' C12 F6' 107.4(6) . . ?
F4 C12 F6 110.9(8) . . ?
F5 C12 F6 101.6(7) . . ?
F5' C12 F4' 105.6(7) . . ?
F6' C12 F4' 102.8(6) . . ?
F4 C12 C10 117.9(6) . . ?
F5' C12 C10 114.4(4) . . ?
F5 C12 C10 107.2(7) . . ?
F6' C12 C10 117.2(6) . . ?
F6 C12 C10 102.3(5) . . ?
F4' C12 C10 108.2(5) . . ?
N2 C13 C14 112.61(13) . . ?
N2 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N2 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C19 C14 C15 118.69(16) . . ?
C19 C14 C13 121.27(15) . . ?
C15 C14 C13 120.03(16) . . ?
C14 C15 C16 120.20(18) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.09(17) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 C16 122.04(17) . . ?
C18 C17 N3 118.84(19) . . ?
C16 C17 N3 119.09(18) . . ?
C17 C18 C19 118.68(18) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 121.25(17) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?

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
C8 N2 C1 O1 178.28(16) . . . . ?
C13 N2 C1 O1 -2.9(2) . . . . ?
C8 N2 C1 C2 -0.6(2) . . . . ?
C13 N2 C1 C2 178.22(14) . . . . ?
C3 N1 C2 C1 -1.3(2) . . . . ?
C3 N1 C2 C9 -176.06(14) . . . . ?
O1 C1 C2 N1 -177.42(17) . . . . ?
N2 C1 C2 N1 1.5(2) . . . . ?
O1 C1 C2 C9 -2.7(2) . . . . ?
N2 C1 C2 C9 176.16(14) . . . . ?
C2 N1 C3 C4 179.27(15) . . . . ?
C2 N1 C3 C8 0.4(2) . . . . ?
N1 C3 C4 C5 -179.11(16) . . . . ?
C8 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C6 C7 C8 N2 178.44(16) . . . . ?
C6 C7 C8 C3 -0.6(2) . . . . ?
C1 N2 C8 C7 -179.26(15) . . . . ?
C13 N2 C8 C7 2.0(2) . . . . ?
C1 N2 C8 C3 -0.2(2) . . . . ?
C13 N2 C8 C3 -179.02(14) . . . . ?
N1 C3 C8 C7 179.44(15) . . . . ?
C4 C3 C8 C7 0.6(2) . . . . ?
N1 C3 C8 N2 0.4(2) . . . . ?
C4 C3 C8 N2 -178.45(15) . . . . ?
N1 C2 C9 C10 -117.23(17) . . . . ?
C1 C2 C9 C10 67.8(2) . . . . ?
C2 C9 C10 O2 -68.2(2) . . . . ?
C2 C9 C10 C11 54.8(2) . . . . ?
C2 C9 C10 C12 173.94(17) . . . . ?
O2 C10 C11 F2' 173.9(6) . . . . ?
C12 C10 C11 F2' -71.1(6) . . . . ?
C9 C10 C11 F2' 46.6(6) . . . . ?
O2 C10 C11 F1 69.8(7) . . . . ?
C12 C10 C11 F1 -175.2(6) . . . . ?
C9 C10 C11 F1 -57.5(7) . . . . ?
O2 C10 C11 F3' -58.1(7) . . . . ?
C12 C10 C11 F3' 57.0(7) . . . . ?
C9 C10 C11 F3' 174.7(7) . . . . ?
O2 C10 C11 F3 -51.7(7) . . . . ?
C12 C10 C11 F3 63.3(7) . . . . ?
C9 C10 C11 F3 -179.0(7) . . . . ?
O2 C10 C11 F2 -171.6(5) . . . . ?
C12 C10 C11 F2 -56.6(5) . . . . ?
C9 C10 C11 F2 61.1(5) . . . . ?
O2 C10 C11 F1' 55.7(6) . . . . ?
C12 C10 C11 F1' 170.7(6) . . . . ?
C9 C10 C11 F1' -71.6(6) . . . . ?
O2 C10 C12 F4 -175.5(7) . . . . ?
C11 C10 C12 F4 68.2(8) . . . . ?
C9 C10 C12 F4 -51.6(8) . . . . ?
O2 C10 C12 F5' -76.7(6) . . . . ?
C11 C10 C12 F5' 167.0(6) . . . . ?
C9 C10 C12 F5' 47.2(6) . . . . ?
O2 C10 C12 F5 52.8(6) . . . . ?
C11 C10 C12 F5 -63.5(6) . . . . ?
C9 C10 C12 F5 176.7(6) . . . . ?
O2 C10 C12 F6' 50.4(5) . . . . ?
C11 C10 C12 F6' -65.9(5) . . . . ?
C9 C10 C12 F6' 174.2(4) . . . . ?
O2 C10 C12 F6 -53.6(5) . . . . ?
C11 C10 C12 F6 -169.9(5) . . . . ?
C9 C10 C12 F6 70.3(5) . . . . ?
O2 C10 C12 F4' 165.9(6) . . . . ?
C11 C10 C12 F4' 49.6(6) . . . . ?
C9 C10 C12 F4' -70.2(6) . . . . ?
C1 N2 C13 C14 107.57(17) . . . . ?
C8 N2 C13 C14 -73.6(2) . . . . ?
N2 C13 C14 C19 -42.9(2) . . . . ?
N2 C13 C14 C15 138.01(17) . . . . ?
C19 C14 C15 C16 1.1(3) . . . . ?
C13 C14 C15 C16 -179.80(16) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C15 C16 C17 C18 -2.1(3) . . . . ?
C15 C16 C17 N3 175.91(17) . . . . ?
O4 N3 C17 C18 176.58(19) . . . . ?
O3 N3 C17 C18 -5.1(3) . . . . ?
O4 N3 C17 C16 -1.5(3) . . . . ?
O3 N3 C17 C16 176.8(2) . . . . ?
C16 C17 C18 C19 1.4(3) . . . . ?
N3 C17 C18 C19 -176.60(16) . . . . ?
C17 C18 C19 C14 0.6(3) . . . . ?
C15 C14 C19 C18 -1.8(3) . . . . ?
C13 C14 C19 C18 179.11(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
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
C4 H4 F6' 0.93 2.60 3.190(8) 121.6 2_646
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
C4 H4 F6' 0.93 2.60 3.190(8) 121.6 2_646
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
C4 H4 F6' 0.93 2.60 3.190(8) 121.6 2_646
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F5 0.93 2.67 3.245(12) 121.0 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F5 0.93 2.67 3.245(12) 121.0 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F5 0.93 2.67 3.245(12) 121.0 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F5 0.93 2.67 3.245(12) 121.0 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F6' 0.93 2.60 3.190(8) 121.6 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666
O2 H2 O1 0.82 1.89 2.6844(19) 163.7 .
C4 H4 F6' 0.93 2.60 3.190(8) 121.6 2_646
C13 H13B O4 0.97 2.63 3.165(2) 115.0 4_666

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-4

