# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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 2240659'
loop_
_audit_author_name
_audit_author_address
'Roman Luboradzki'
;Institute of Physical Chemistry of Polish Academy of Sciences
Poland
;
_audit_update_record             
;
2023-02-08 deposited with the CCDC.	2023-04-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        LKI0838a_10
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H13.139 F10 N4'
_chemical_formula_sum            'C38 H14 F10 N4'
_chemical_formula_weight         716.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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 1 21/a 1'
_space_group_name_Hall           '-P 2ybc (z,y,-x)'

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

_cell_length_a                   7.5781(3)
_cell_length_b                   25.7071(9)
_cell_length_c                   14.9710(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.588(4)
_cell_angle_gamma                90
_cell_volume                     2822.49(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    5616
_cell_measurement_theta_min      3.0570
_cell_measurement_theta_max      69.3590

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.289
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.45720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.496
_oxdiff_exptl_absorpt_empirical_full_max 2.184
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17379
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.050
_diffrn_reflns_theta_max         70.185
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             5135
_reflns_number_gt                4647
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0034P)²+8.7526P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5135
_refine_ls_number_parameters     519
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.1493
_refine_ls_wR_factor_gt          0.1467
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_restrained_S_all      1.220
_refine_ls_shift/su_max          0.005
_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 0.4417(3) 0.59722(12) 0.86133(18) 0.0493(7) Uani 1 1 d . . . . .
F2 F 0.5060(4) 0.56781(14) 1.03673(19) 0.0596(8) Uani 1 1 d . . . . .
F3 F 0.8523(4) 0.54899(12) 1.13709(18) 0.0563(8) Uani 1 1 d . . . . .
F4 F 1.1355(4) 0.56016(11) 1.05738(19) 0.0490(7) Uani 1 1 d . . . . .
F5 F 1.0744(3) 0.59025(10) 0.88056(17) 0.0405(6) Uani 1 1 d . . . . .
F6 F 0.6035(3) 0.67726(11) 0.17477(16) 0.0409(6) Uani 1 1 d . . . . .
F7 F 0.4548(3) 0.69683(10) -0.00377(17) 0.0409(6) Uani 1 1 d . . . . .
F8 F 0.0857(3) 0.70470(10) -0.06794(16) 0.0388(6) Uani 1 1 d . . . . .
F9 F -0.1320(3) 0.69071(10) 0.04885(17) 0.0372(6) Uani 1 1 d . . . . .
F10 F 0.0135(3) 0.66732(9) 0.22692(16) 0.0349(5) Uani 1 1 d . . . . .
N1 N 0.5842(5) 0.66205(13) 0.6365(2) 0.0324(8) Uani 1 1 d . . . . .
H1 H 0.613152 0.642237 0.596135 0.039 Uiso 0.522(3) 1 calc R U P . .
N2 N 0.7079(4) 0.56897(13) 0.6089(2) 0.0277(7) Uani 1 1 d . . . . .
H2 H 0.662334 0.595480 0.576113 0.033 Uiso 0.593(3) 1 calc R U P . .
N3 N 0.5650(4) 0.58950(12) 0.4140(2) 0.0248(7) Uani 1 1 d . . . . .
H3 H 0.561530 0.604688 0.464678 0.030 Uiso 0.425(3) 1 calc R U P . .
N4 N 0.4404(5) 0.67689(13) 0.4661(2) 0.0308(7) Uani 1 1 d . . . . .
H4 H 0.496803 0.648316 0.484632 0.037 Uiso 0.460(3) 1 calc R U P . .
C1 C 0.4859(6) 0.70557(16) 0.6179(3) 0.0319(9) Uani 1 1 d . . . . .
C2 C 0.4740(6) 0.72912(16) 0.7033(3) 0.0338(9) Uani 1 1 d . . . . .
H2A H 0.415305 0.760112 0.709991 0.041 Uiso 1 1 calc R U . . .
C3 C 0.5656(6) 0.69726(16) 0.7730(3) 0.0315(9) Uani 1 1 d . . . . .
H3A H 0.581794 0.702622 0.835988 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6321(6) 0.65381(16) 0.7300(3) 0.0302(8) Uani 1 1 d . . . . .
C5 C 0.7152(5) 0.60666(15) 0.7629(3) 0.0266(8) Uani 1 1 d . . . . .
C6 C 0.7501(5) 0.56664(16) 0.7049(3) 0.0287(8) Uani 1 1 d . . . . .
C7 C 0.8451(16) 0.5194(5) 0.7261(9) 0.028(2) Uani 0.559(11) 1 d . . P A 1
H7 H 0.899060 0.507344 0.785290 0.034 Uiso 0.559(11) 1 calc R U P A 1
C8 C 0.8457(15) 0.4928(4) 0.6424(8) 0.033(3) Uani 0.559(11) 1 d . . P A 1
C9 C 0.7497(5) 0.52302(16) 0.5754(3) 0.0339(9) Uani 1 1 d . . . . .
C10 C 0.9034(10) 0.4439(3) 0.6252(5) 0.033(2) Uani 0.559(11) 1 d . . P A 1
H10 H 0.953468 0.422037 0.674575 0.039 Uiso 0.559(11) 1 calc R U P A 1
C10A C 0.6754(15) 0.4788(4) 0.2989(7) 0.037(3) Uani 0.441(11) 1 d . . P A 2
H10A H 0.684582 0.472566 0.239067 0.045 Uiso 0.441(11) 1 calc R U P A 2
C11 C 0.8878(7) 0.42530(18) 0.5306(3) 0.0415(11) Uani 1 1 d . . . . .
H11 H 0.910148 0.435885 0.591811 0.050 Uiso 0.441(11) 1 calc R U P A 3
C12 C 0.9513(7) 0.37669(17) 0.5101(3) 0.0432(11) Uani 1 1 d . . . B 3
H12 H 1.016179 0.355667 0.557701 0.052 Uiso 1 1 calc R U . B 3
C13 C 0.9184(6) 0.35960(17) 0.4195(4) 0.0450(12) Uani 1 1 d . . . . .
H13 H 0.958317 0.327019 0.405924 0.054 Uiso 1 1 calc R U . B 3
C14 C 0.8254(8) 0.3919(2) 0.3499(3) 0.0576(15) Uani 1 1 d . . . C 3
H14 H 0.805033 0.381113 0.288798 0.069 Uiso 1 1 calc R U . C 3
C15 C 0.7614(8) 0.4402(2) 0.3693(3) 0.0497(13) Uani 1 1 d . . . . .
H15 H 0.697830 0.460860 0.320818 0.060 Uiso 0.559(11) 1 calc R U P A 3
C16 C 0.7904(5) 0.45861(14) 0.4602(3) 0.0248(8) Uani 1 1 d . . . D 3
C17 C 0.7265(5) 0.50886(15) 0.4814(3) 0.0285(8) Uani 1 1 d . . . . .
C18 C 0.6422(5) 0.54282(17) 0.4073(3) 0.0353(10) Uani 1 1 d D . . . .
C19 C 0.6513(14) 0.5382(5) 0.3101(6) 0.046(3) Uani 0.559(11) 1 d D . P A 1
H19 H 0.711237 0.512079 0.286342 0.055 Uiso 0.559(11) 1 calc R U P A 1
C20 C 0.5570(14) 0.5787(4) 0.2609(6) 0.036(3) Uani 0.559(11) 1 d D . P A 1
H20 H 0.539086 0.585021 0.198095 0.043 Uiso 0.559(11) 1 calc R U P A 1
C21 C 0.4917(5) 0.60924(16) 0.3255(3) 0.0296(8) Uani 1 1 d D . . . .
C22 C 0.3952(5) 0.65673(15) 0.3065(3) 0.0251(8) Uani 1 1 d . . . . .
C23 C 0.3692(5) 0.69042(15) 0.3756(3) 0.0278(8) Uani 1 1 d . . . . .
C24 C 0.2861(5) 0.74050(15) 0.3749(3) 0.0290(8) Uani 1 1 d . . . . .
H24 H 0.226837 0.759280 0.322855 0.035 Uiso 1 1 calc R U . . .
C25 C 0.3101(6) 0.75578(16) 0.4654(3) 0.0310(9) Uani 1 1 d . . . . .
H25 H 0.269749 0.786618 0.486060 0.037 Uiso 1 1 calc R U . . .
C26 C 0.4086(6) 0.71516(15) 0.5214(3) 0.0314(9) Uani 1 1 d . . . . .
C27 C 0.7549(5) 0.59468(15) 0.8635(3) 0.0288(8) Uani 1 1 d . . . . .
C28 C 0.6158(6) 0.58914(18) 0.9075(3) 0.0352(9) Uani 1 1 d . . . . .
C29 C 0.6474(6) 0.57345(19) 0.9981(3) 0.0404(10) Uani 1 1 d . . . . .
C30 C 0.8212(7) 0.56367(18) 1.0485(3) 0.0397(10) Uani 1 1 d . . . . .
C31 C 0.9640(6) 0.56944(16) 1.0082(3) 0.0345(9) Uani 1 1 d . . . . .
C32 C 0.9300(5) 0.58487(16) 0.9171(3) 0.0309(9) Uani 1 1 d . . . . .
C33 C 0.3154(5) 0.67090(15) 0.2078(3) 0.0261(8) Uani 1 1 d . . . . .
C34 C 0.4205(5) 0.67919(16) 0.1458(3) 0.0295(8) Uani 1 1 d . . . . .
C35 C 0.3462(6) 0.68988(16) 0.0537(3) 0.0308(9) Uani 1 1 d . . . . .
C36 C 0.1602(6) 0.69413(15) 0.0210(3) 0.0299(8) Uani 1 1 d . . . . .
C37 C 0.0501(5) 0.68731(15) 0.0810(3) 0.0285(8) Uani 1 1 d . . . . .
C38 C 0.1270(5) 0.67540(15) 0.1722(3) 0.0283(8) Uani 1 1 d . . . . .
C20A C 0.491(2) 0.5670(5) 0.2634(9) 0.042(4) Uani 0.441(11) 1 d D . P A 2
H20A H 0.440223 0.567600 0.200067 0.051 Uiso 0.441(11) 1 calc R U P A 2
C19A C 0.578(2) 0.5255(5) 0.3127(9) 0.056(5) Uani 0.441(11) 1 d D . P A 2
C7A C 0.7863(19) 0.5133(7) 0.7393(11) 0.030(3) Uani 0.441(11) 1 d . . P A 2
H7A H 0.804328 0.501349 0.799595 0.036 Uiso 0.441(11) 1 calc R U P A 2
C8A C 0.787(2) 0.4858(5) 0.6636(9) 0.034(3) Uani 0.441(11) 1 d . . P A 2
H8A H 0.807109 0.450133 0.662497 0.040 Uiso 0.441(11) 1 calc R U P A 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
F1 C28 1.342(5) . ?
F2 C29 1.348(5) . ?
F3 C30 1.341(5) . ?
F4 C31 1.344(5) . ?
F5 C32 1.348(5) . ?
F6 C34 1.346(4) . ?
F7 C35 1.343(4) . ?
F8 C36 1.337(4) . ?
F9 C37 1.345(4) . ?
F10 C38 1.346(4) . ?
N1 C1 1.334(5) . ?
N1 C4 1.371(5) . ?
N1 H1 0.8600 . ?
N2 C9 1.352(5) . ?
N2 C6 1.393(5) . ?
N2 H2 0.8600 . ?
N3 C18 1.349(5) . ?
N3 C21 1.396(5) . ?
N3 H3 0.8600 . ?
N4 C26 1.346(5) . ?
N4 C23 1.370(5) . ?
N4 H4 0.8600 . ?
C1 C26 1.437(6) . ?
C1 C2 1.438(6) . ?
C2 C3 1.370(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.442(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.397(6) . ?
C5 C6 1.413(6) . ?
C5 C27 1.492(5) . ?
C6 C7 1.407(13) . ?
C6 C7A 1.467(18) . ?
C7 C8 1.428(19) . ?
C7 H7 0.9300 . ?
C8 C9 1.331(12) . ?
C8 C10 1.378(13) . ?
C9 C17 1.421(6) . ?
C9 C8A 1.598(14) . ?
C10 C11 1.471(8) . ?
C10 H10 0.9300 . ?
C10A C19A 1.448(16) . ?
C10A C15 1.475(10) . ?
C10A H10A 0.9300 . ?
C11 C12 1.401(6) . ?
C11 C16 1.413(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.388(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.405(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.442(5) . ?
C17 C18 1.429(6) . ?
C18 C19A 1.447(14) . ?
C18 C19 1.479(9) . ?
C19 C20 1.368(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.428(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.415(5) . ?
C21 C20A 1.429(12) . ?
C22 C23 1.401(5) . ?
C22 C33 1.494(5) . ?
C23 C24 1.432(5) . ?
C24 C25 1.379(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.426(6) . ?
C25 H25 0.9300 . ?
C27 C28 1.384(6) . ?
C27 C32 1.390(6) . ?
C28 C29 1.377(6) . ?
C29 C30 1.367(6) . ?
C30 C31 1.374(6) . ?
C31 C32 1.380(6) . ?
C33 C34 1.383(5) . ?
C33 C38 1.397(5) . ?
C34 C35 1.380(6) . ?
C35 C36 1.375(6) . ?
C36 C37 1.382(6) . ?
C37 C38 1.377(6) . ?
C20A C19A 1.369(14) . ?
C20A H20A 0.9300 . ?
C7A C8A 1.34(2) . ?
C7A H7A 0.9300 . ?
C8A H8A 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
C1 N1 C4 109.4(3) . . ?
C1 N1 H1 125.3 . . ?
C4 N1 H1 125.3 . . ?
C9 N2 C6 109.4(3) . . ?
C9 N2 H2 125.3 . . ?
C6 N2 H2 125.3 . . ?
C18 N3 C21 109.3(3) . . ?
C18 N3 H3 125.4 . . ?
C21 N3 H3 125.4 . . ?
C26 N4 C23 109.6(3) . . ?
C26 N4 H4 125.2 . . ?
C23 N4 H4 125.2 . . ?
N1 C1 C26 114.7(4) . . ?
N1 C1 C2 108.9(4) . . ?
C26 C1 C2 136.2(4) . . ?
C3 C2 C1 107.0(4) . . ?
C3 C2 H2A 126.5 . . ?
C1 C2 H2A 126.5 . . ?
C2 C3 C4 106.9(3) . . ?
C2 C3 H3A 126.6 . . ?
C4 C3 H3A 126.6 . . ?
N1 C4 C5 118.3(4) . . ?
N1 C4 C3 107.7(3) . . ?
C5 C4 C3 133.8(4) . . ?
C4 C5 C6 123.5(4) . . ?
C4 C5 C27 119.6(3) . . ?
C6 C5 C27 116.6(4) . . ?
N2 C6 C7 103.9(6) . . ?
N2 C6 C5 124.9(4) . . ?
C7 C6 C5 130.9(6) . . ?
N2 C6 C7A 112.1(7) . . ?
C5 C6 C7A 120.8(7) . . ?
C6 C7 C8 109.2(10) . . ?
C6 C7 H7 125.4 . . ?
C8 C7 H7 125.4 . . ?
C9 C8 C10 122.0(9) . . ?
C9 C8 C7 105.1(9) . . ?
C10 C8 C7 132.2(10) . . ?
C8 C9 N2 111.4(6) . . ?
C8 C9 C17 120.3(6) . . ?
N2 C9 C17 127.6(4) . . ?
N2 C9 C8A 103.1(6) . . ?
C17 C9 C8A 128.1(6) . . ?
C8 C10 C11 121.6(7) . . ?
C8 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C19A C10A C15 127.2(9) . . ?
C19A C10A H10A 116.4 . . ?
C15 C10A H10A 116.4 . . ?
C12 C11 C16 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
C16 C11 H11 119.3 . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 118.7(4) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 121.2(4) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 121.7(4) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C11 116.3(4) . . ?
C15 C16 C17 122.4(4) . . ?
C11 C16 C17 121.3(4) . . ?
C9 C17 C18 122.1(4) . . ?
C9 C17 C16 118.8(4) . . ?
C18 C17 C16 119.1(4) . . ?
N3 C18 C17 127.1(4) . . ?
N3 C18 C19A 107.6(7) . . ?
C17 C18 C19A 123.0(6) . . ?
N3 C18 C19 105.8(5) . . ?
C17 C18 C19 126.3(5) . . ?
C20 C19 C18 108.7(7) . . ?
C20 C19 H19 125.6 . . ?
C18 C19 H19 125.6 . . ?
C19 C20 C21 106.1(7) . . ?
C19 C20 H20 127.0 . . ?
C21 C20 H20 127.0 . . ?
N3 C21 C22 124.5(4) . . ?
N3 C21 C20 108.6(5) . . ?
C22 C21 C20 126.0(5) . . ?
N3 C21 C20A 106.0(7) . . ?
C22 C21 C20A 127.5(7) . . ?
C23 C22 C21 123.1(4) . . ?
C23 C22 C33 118.9(3) . . ?
C21 C22 C33 118.0(3) . . ?
N4 C23 C22 118.6(4) . . ?
N4 C23 C24 107.4(3) . . ?
C22 C23 C24 133.9(4) . . ?
C25 C24 C23 107.4(3) . . ?
C25 C24 H24 126.3 . . ?
C23 C24 H24 126.3 . . ?
C24 C25 C26 106.8(3) . . ?
C24 C25 H25 126.6 . . ?
C26 C25 H25 126.6 . . ?
N4 C26 C25 108.8(4) . . ?
N4 C26 C1 113.7(4) . . ?
C25 C26 C1 137.4(4) . . ?
C28 C27 C32 115.9(4) . . ?
C28 C27 C5 121.1(4) . . ?
C32 C27 C5 122.8(4) . . ?
F1 C28 C29 117.2(4) . . ?
F1 C28 C27 120.5(4) . . ?
C29 C28 C27 122.3(4) . . ?
F2 C29 C30 120.2(4) . . ?
F2 C29 C28 119.7(4) . . ?
C30 C29 C28 120.2(4) . . ?
F3 C30 C29 120.2(4) . . ?
F3 C30 C31 120.2(4) . . ?
C29 C30 C31 119.6(4) . . ?
F4 C31 C30 120.0(4) . . ?
F4 C31 C32 120.5(4) . . ?
C30 C31 C32 119.6(4) . . ?
F5 C32 C31 117.5(4) . . ?
F5 C32 C27 120.1(4) . . ?
C31 C32 C27 122.5(4) . . ?
C34 C33 C38 115.9(4) . . ?
C34 C33 C22 122.9(3) . . ?
C38 C33 C22 121.2(3) . . ?
F6 C34 C35 117.2(3) . . ?
F6 C34 C33 119.9(4) . . ?
C35 C34 C33 122.9(4) . . ?
F7 C35 C36 120.0(4) . . ?
F7 C35 C34 120.3(4) . . ?
C36 C35 C34 119.7(4) . . ?
F8 C36 C35 120.5(4) . . ?
F8 C36 C37 120.0(4) . . ?
C35 C36 C37 119.4(4) . . ?
F9 C37 C38 120.6(4) . . ?
F9 C37 C36 119.5(4) . . ?
C38 C37 C36 119.9(4) . . ?
F10 C38 C37 117.5(3) . . ?
F10 C38 C33 120.2(4) . . ?
C37 C38 C33 122.3(4) . . ?
C19A C20A C21 108.7(11) . . ?
C19A C20A H20A 125.7 . . ?
C21 C20A H20A 125.7 . . ?
C20A C19A C18 106.5(10) . . ?
C20A C19A C10A 139.6(12) . . ?
C18 C19A C10A 109.8(10) . . ?
C8A C7A C6 103.7(12) . . ?
C8A C7A H7A 128.1 . . ?
C6 C7A H7A 128.1 . . ?
C7A C8A C9 110.3(11) . . ?
C7A C8A H8A 124.9 . . ?
C9 C8A H8A 124.9 . . ?

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
C4 N1 C1 C26 -172.8(4) . . . . ?
C4 N1 C1 C2 2.8(5) . . . . ?
N1 C1 C2 C3 -1.3(5) . . . . ?
C26 C1 C2 C3 172.9(5) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C1 N1 C4 C5 171.7(4) . . . . ?
C1 N1 C4 C3 -3.1(5) . . . . ?
C2 C3 C4 N1 2.2(5) . . . . ?
C2 C3 C4 C5 -171.5(5) . . . . ?
N1 C4 C5 C6 -1.0(6) . . . . ?
C3 C4 C5 C6 172.2(4) . . . . ?
N1 C4 C5 C27 -175.0(4) . . . . ?
C3 C4 C5 C27 -1.8(7) . . . . ?
C9 N2 C6 C7 8.8(6) . . . . ?
C9 N2 C6 C5 -176.3(4) . . . . ?
C9 N2 C6 C7A -12.9(7) . . . . ?
C4 C5 C6 N2 0.3(6) . . . . ?
C27 C5 C6 N2 174.5(3) . . . . ?
C4 C5 C6 C7 173.8(7) . . . . ?
C27 C5 C6 C7 -12.1(8) . . . . ?
C4 C5 C6 C7A -161.8(7) . . . . ?
C27 C5 C6 C7A 12.4(8) . . . . ?
N2 C6 C7 C8 -4.3(9) . . . . ?
C5 C6 C7 C8 -178.7(6) . . . . ?
C6 C7 C8 C9 -1.7(10) . . . . ?
C6 C7 C8 C10 -172.8(10) . . . . ?
C10 C8 C9 N2 179.7(7) . . . . ?
C7 C8 C9 N2 7.4(8) . . . . ?
C10 C8 C9 C17 -9.5(11) . . . . ?
C7 C8 C9 C17 178.3(6) . . . . ?
C6 N2 C9 C8 -10.6(6) . . . . ?
C6 N2 C9 C17 179.4(4) . . . . ?
C6 N2 C9 C8A 11.5(7) . . . . ?
C9 C8 C10 C11 9.8(13) . . . . ?
C7 C8 C10 C11 179.7(9) . . . . ?
C16 C11 C12 C13 -0.7(8) . . . . ?
C11 C12 C13 C14 1.4(8) . . . . ?
C12 C13 C14 C15 -1.4(9) . . . . ?
C13 C14 C15 C16 0.8(9) . . . . ?
C14 C15 C16 C11 -0.1(8) . . . . ?
C14 C15 C16 C17 179.4(5) . . . . ?
C12 C11 C16 C15 0.0(7) . . . . ?
C12 C11 C16 C17 -179.4(4) . . . . ?
C8 C9 C17 C18 -172.9(6) . . . . ?
N2 C9 C17 C18 -3.7(6) . . . . ?
C8A C9 C17 C18 161.2(8) . . . . ?
N2 C9 C17 C16 176.3(4) . . . . ?
C15 C16 C17 C9 175.4(4) . . . . ?
C11 C16 C17 C9 -5.2(6) . . . . ?
C15 C16 C17 C18 -4.6(6) . . . . ?
C11 C16 C17 C18 174.8(4) . . . . ?
C21 N3 C18 C17 -177.6(4) . . . . ?
C21 N3 C18 C19A -14.6(7) . . . . ?
C21 N3 C18 C19 12.2(6) . . . . ?
C9 C17 C18 N3 -4.4(6) . . . . ?
C16 C17 C18 N3 175.6(4) . . . . ?
C9 C17 C18 C19A -165.0(7) . . . . ?
C9 C17 C18 C19 163.8(7) . . . . ?
N3 C18 C19 C20 -8.3(10) . . . . ?
C17 C18 C19 C20 -178.6(7) . . . . ?
C18 C19 C20 C21 1.1(11) . . . . ?
C18 N3 C21 C22 177.8(4) . . . . ?
C18 N3 C21 C20 -12.0(7) . . . . ?
C18 N3 C21 C20A 12.9(7) . . . . ?
C19 C20 C21 N3 6.4(10) . . . . ?
C19 C20 C21 C22 176.3(7) . . . . ?
N3 C21 C22 C23 2.7(6) . . . . ?
C20 C21 C22 C23 -165.7(7) . . . . ?
C20A C21 C22 C23 164.4(8) . . . . ?
N3 C21 C22 C33 -176.4(3) . . . . ?
C20 C21 C22 C33 15.2(8) . . . . ?
C20A C21 C22 C33 -14.7(9) . . . . ?
C26 N4 C23 C22 177.1(4) . . . . ?
C26 N4 C23 C24 -0.5(5) . . . . ?
C21 C22 C23 N4 0.0(6) . . . . ?
C33 C22 C23 N4 179.1(3) . . . . ?
C21 C22 C23 C24 176.7(4) . . . . ?
C33 C22 C23 C24 -4.2(6) . . . . ?
N4 C23 C24 C25 0.1(4) . . . . ?
C22 C23 C24 C25 -176.9(4) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C23 N4 C26 C25 0.7(5) . . . . ?
C23 N4 C26 C1 -177.3(3) . . . . ?
C24 C25 C26 N4 -0.6(5) . . . . ?
C24 C25 C26 C1 176.7(5) . . . . ?
N1 C1 C26 N4 3.5(6) . . . . ?
C2 C1 C26 N4 -170.5(5) . . . . ?
N1 C1 C26 C25 -173.6(5) . . . . ?
C2 C1 C26 C25 12.4(9) . . . . ?
C4 C5 C27 C28 63.8(5) . . . . ?
C6 C5 C27 C28 -110.5(4) . . . . ?
C4 C5 C27 C32 -120.7(4) . . . . ?
C6 C5 C27 C32 64.9(5) . . . . ?
C32 C27 C28 F1 -179.3(4) . . . . ?
C5 C27 C28 F1 -3.6(6) . . . . ?
C32 C27 C28 C29 -1.8(7) . . . . ?
C5 C27 C28 C29 173.9(4) . . . . ?
F1 C28 C29 F2 -1.2(7) . . . . ?
C27 C28 C29 F2 -178.8(4) . . . . ?
F1 C28 C29 C30 178.9(4) . . . . ?
C27 C28 C29 C30 1.3(8) . . . . ?
F2 C29 C30 F3 -0.8(7) . . . . ?
C28 C29 C30 F3 179.2(4) . . . . ?
F2 C29 C30 C31 179.8(4) . . . . ?
C28 C29 C30 C31 -0.2(7) . . . . ?
F3 C30 C31 F4 0.3(7) . . . . ?
C29 C30 C31 F4 179.7(4) . . . . ?
F3 C30 C31 C32 -179.6(4) . . . . ?
C29 C30 C31 C32 -0.2(7) . . . . ?
F4 C31 C32 F5 -0.2(6) . . . . ?
C30 C31 C32 F5 179.7(4) . . . . ?
F4 C31 C32 C27 179.7(4) . . . . ?
C30 C31 C32 C27 -0.4(7) . . . . ?
C28 C27 C32 F5 -178.7(4) . . . . ?
C5 C27 C32 F5 5.6(6) . . . . ?
C28 C27 C32 C31 1.4(6) . . . . ?
C5 C27 C32 C31 -174.3(4) . . . . ?
C23 C22 C33 C34 118.4(4) . . . . ?
C21 C22 C33 C34 -62.4(5) . . . . ?
C23 C22 C33 C38 -63.1(5) . . . . ?
C21 C22 C33 C38 116.1(4) . . . . ?
C38 C33 C34 F6 177.9(4) . . . . ?
C22 C33 C34 F6 -3.5(6) . . . . ?
C38 C33 C34 C35 -1.7(6) . . . . ?
C22 C33 C34 C35 176.9(4) . . . . ?
F6 C34 C35 F7 1.4(6) . . . . ?
C33 C34 C35 F7 -179.0(4) . . . . ?
F6 C34 C35 C36 -177.7(4) . . . . ?
C33 C34 C35 C36 1.9(6) . . . . ?
F7 C35 C36 F8 0.6(6) . . . . ?
C34 C35 C36 F8 179.7(4) . . . . ?
F7 C35 C36 C37 -179.5(4) . . . . ?
C34 C35 C36 C37 -0.4(6) . . . . ?
F8 C36 C37 F9 0.9(6) . . . . ?
C35 C36 C37 F9 -179.0(4) . . . . ?
F8 C36 C37 C38 178.7(4) . . . . ?
C35 C36 C37 C38 -1.2(6) . . . . ?
F9 C37 C38 F10 0.1(6) . . . . ?
C36 C37 C38 F10 -177.7(3) . . . . ?
F9 C37 C38 C33 179.2(3) . . . . ?
C36 C37 C38 C33 1.4(6) . . . . ?
C34 C33 C38 F10 179.1(3) . . . . ?
C22 C33 C38 F10 0.5(6) . . . . ?
C34 C33 C38 C37 0.0(6) . . . . ?
C22 C33 C38 C37 -178.6(4) . . . . ?
N3 C21 C20A C19A -6.0(11) . . . . ?
C22 C21 C20A C19A -170.3(7) . . . . ?
C21 C20A C19A C18 -2.6(12) . . . . ?
C21 C20A C19A C10A -155.8(15) . . . . ?
N3 C18 C19A C20A 10.6(11) . . . . ?
C17 C18 C19A C20A 174.5(7) . . . . ?
N3 C18 C19A C10A 172.5(8) . . . . ?
C17 C18 C19A C10A -23.6(12) . . . . ?
C15 C10A C19A C20A 178.6(14) . . . . ?
C15 C10A C19A C18 25.9(16) . . . . ?
N2 C6 C7A C8A 7.5(11) . . . . ?
C5 C6 C7A C8A 171.7(8) . . . . ?
C6 C7A C8A C9 -0.1(12) . . . . ?
N2 C9 C8A C7A -7.2(11) . . . . ?
C17 C9 C8A C7A -175.0(8) . . . . ?

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.064



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3/hexane'
