# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_as0312sq
_database_code_depnum_ccdc_archive 'CCDC 1052565'
_audit_update_record             
;
2015-03-06 deposited with the CCDC.
2015-05-20 downloaded from the CCDC.
;

# ========================================================================= #

_audit_creation_method           'SHELXL-2014/7 and enCIFer'
_shelx_SHELXL_version_number     2014/7
_audit_creation_date             '03 March 2015'

# ========================================================================= #


_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H15 F20 N5 O'
_chemical_formula_sum            'C46 H15 F20 N5 O'
_chemical_formula_weight         1033.63

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

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

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

_cell_length_a                   12.8835(11)
_cell_length_b                   13.3978(11)
_cell_length_c                   15.0065(12)
_cell_angle_alpha                74.581(4)
_cell_angle_beta                 88.333(4)
_cell_angle_gamma                85.714(4)
_cell_volume                     2490.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.36

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             1028
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.136
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   
;
(SADABS; Bruker, 2012)
;


_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker X8 Kappa CCD APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46312
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.641
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990

_reflns_number_total             8708
_reflns_number_gt                5716
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0813P)²+0.5067P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8708
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.1585
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F4 F 0.90393(12) -0.00482(13) 0.11992(11) 0.0405(4) Uani 1 1 d . . . . .
F5 F 0.54671(12) -0.05173(13) 0.17215(11) 0.0415(4) Uani 1 1 d . . . . .
F1 F 0.53717(13) -0.10402(13) 0.01126(12) 0.0453(4) Uani 1 1 d . . . . .
F11 F 1.00298(12) 0.16867(13) 0.71042(11) 0.0400(4) Uani 1 1 d . . . . .
F12 F 1.02676(13) 0.22178(13) 0.86900(12) 0.0452(4) Uani 1 1 d . . . . .
F16 F 1.03690(12) -0.29397(12) 0.48942(11) 0.0432(4) Uani 1 1 d . . . . .
F15 F 0.64582(12) 0.13991(15) 0.77561(11) 0.0482(5) Uani 1 1 d . . . . .
F3 F 0.89262(14) -0.05297(15) -0.04191(11) 0.0524(5) Uani 1 1 d . . . . .
F14 F 0.66915(14) 0.19274(16) 0.93366(12) 0.0562(5) Uani 1 1 d . . . . .
F9 F 0.74395(17) 0.66375(14) 0.15840(14) 0.0636(6) Uani 1 1 d . . . . .
F13 F 0.85901(15) 0.23369(15) 0.98124(12) 0.0563(5) Uani 1 1 d . . . . .
F8 F 0.53682(18) 0.71928(13) 0.16018(14) 0.0667(6) Uani 1 1 d . . . . .
F2 F 0.70944(16) -0.10291(15) -0.09666(12) 0.0578(5) Uani 1 1 d . . . . .
F20 F 0.75496(15) -0.32464(15) 0.69830(13) 0.0617(6) Uani 1 1 d . . . . .
F18 F 0.99524(16) -0.60771(13) 0.70856(15) 0.0651(6) Uani 1 1 d . . . . .
F6 F 0.47500(14) 0.38846(15) 0.34334(14) 0.0608(6) Uani 1 1 d . . . . .
F10 F 0.81618(14) 0.47053(14) 0.24860(13) 0.0541(5) Uani 1 1 d . . . . .
F17 F 1.10168(14) -0.49268(13) 0.56639(13) 0.0528(5) Uani 1 1 d . . . . .
F7 F 0.40358(15) 0.58205(16) 0.25323(16) 0.0705(6) Uani 1 1 d . . . . .
F19 F 0.82038(17) -0.52462(16) 0.77441(15) 0.0796(7) Uani 1 1 d . . . . .
O1 O 0.66447(17) -0.22576(17) 0.30874(15) 0.0498(6) Uani 1 1 d . . . . .
N2 N 0.72372(18) 0.14304(17) 0.31395(17) 0.0295(6) Uani 1 1 d . . . . .
N3 N 0.74876(16) 0.19254(16) 0.48940(14) 0.0257(5) Uani 1 1 d . . . . .
N1 N 0.79252(17) -0.07458(17) 0.40294(14) 0.0285(5) Uani 1 1 d . . . . .
N4 N 0.83170(18) -0.01849(18) 0.57526(17) 0.0294(6) Uani 1 1 d . . . . .
N5 N 0.6236(2) -0.2363(2) 0.4025(2) 0.0603(8) Uani 1 1 d . . . . .
C33 C 0.8237(2) 0.1532(2) 0.73783(17) 0.0270(6) Uani 1 1 d . . . . .
C5 C 0.7269(2) -0.0294(2) 0.15284(18) 0.0265(6) Uani 1 1 d . . . . .
C34 C 0.9193(2) 0.1742(2) 0.76484(18) 0.0291(6) Uani 1 1 d . . . . .
C6 C 0.6335(2) -0.0535(2) 0.12178(18) 0.0293(6) Uani 1 1 d . . . . .
C3 C 0.8078(2) -0.0544(2) 0.01240(19) 0.0341(7) Uani 1 1 d . . . . .
C2 C 0.7147(2) -0.0794(2) -0.01566(19) 0.0364(7) Uani 1 1 d . . . . .
C41 C 0.8951(2) -0.3020(2) 0.59235(18) 0.0306(7) Uani 1 1 d . . . . .
C38 C 0.7409(2) 0.1602(2) 0.79662(19) 0.0317(7) Uani 1 1 d . . . . .
C9 C 0.8202(2) -0.1701(2) 0.45757(18) 0.0275(6) Uani 1 1 d . . . . .
C36 C 0.8481(2) 0.2084(2) 0.90237(19) 0.0363(7) Uani 1 1 d . . . . .
C7 C 0.7364(2) -0.0030(2) 0.24341(17) 0.0262(6) Uani 1 1 d . . . . .
C20 C 0.6865(2) 0.3147(2) 0.34469(18) 0.0273(6) Uani 1 1 d . . . . .
C4 C 0.8120(2) -0.0295(2) 0.09525(19) 0.0311(7) Uani 1 1 d . . . . .
C25 C 0.6478(2) 0.4230(2) 0.29916(18) 0.0299(6) Uani 1 1 d . . . . .
C1 C 0.6279(2) -0.0796(2) 0.0389(2) 0.0327(7) Uani 1 1 d . . . . .
C17 C 0.8098(2) 0.1257(2) 0.64867(17) 0.0267(6) Uani 1 1 d . . . . .
C37 C 0.7514(2) 0.1872(2) 0.87774(19) 0.0366(7) Uani 1 1 d . . . . .
C18 C 0.76424(19) 0.2035(2) 0.57579(17) 0.0248(6) Uani 1 1 d . . . . .
C19 C 0.7110(2) 0.2888(2) 0.43863(18) 0.0272(6) Uani 1 1 d . . . . .
C16 C 0.8436(2) 0.0253(2) 0.64716(18) 0.0300(7) Uani 1 1 d . . . . .
C32 C 0.7342(2) 0.3079(2) 0.58021(19) 0.0308(7) Uani 1 1 d . . . . .
H32 H 0.7368 0.3343 0.6329 0.037 Uiso 1 1 calc R U . . .
C22 C 0.7187(2) 0.1016(2) 0.24097(18) 0.0287(6) Uani 1 1 d . . . . .
C8 C 0.7647(2) -0.0844(2) 0.31925(18) 0.0271(6) Uani 1 1 d . . . . .
C31 C 0.7020(2) 0.3605(2) 0.49550(19) 0.0303(7) Uani 1 1 d . . . . .
H31 H 0.6779 0.4316 0.4765 0.036 Uiso 1 1 calc R U . . .
C14 C 0.8590(2) -0.1907(2) 0.54646(18) 0.0308(7) Uani 1 1 d . . . . .
C21 C 0.6941(2) 0.2479(2) 0.28739(18) 0.0308(7) Uani 1 1 d . . . . .
C15 C 0.8676(2) -0.1196(2) 0.59960(18) 0.0335(7) Uani 1 1 d . . . . .
C35 C 0.9318(2) 0.2016(2) 0.84545(19) 0.0330(7) Uani 1 1 d . . . . .
C42 C 0.9830(2) -0.3482(2) 0.56097(19) 0.0312(7) Uani 1 1 d . . . . .
C26 C 0.5433(2) 0.4551(2) 0.2983(2) 0.0377(7) Uani 1 1 d . . . . .
C11 C 0.7655(2) -0.1965(2) 0.31717(18) 0.0281(6) Uani 1 1 d . . . . .
H11 H 0.8134 -0.2115 0.2680 0.034 Uiso 1 1 calc R U . . .
C43 C 1.0171(2) -0.4503(2) 0.5996(2) 0.0364(7) Uani 1 1 d . . . . .
C10 C 0.8019(2) -0.2554(2) 0.41239(18) 0.0296(6) Uani 1 1 d . . . . .
H10 H 0.8651 -0.3032 0.4116 0.036 Uiso 1 1 calc R U . . .
C24 C 0.6713(2) 0.2724(2) 0.19178(19) 0.0381(7) Uani 1 1 d . . . . .
H24 H 0.6496 0.3392 0.1539 0.046 Uiso 1 1 calc R U . . .
C39 C 0.8940(2) -0.0534(2) 0.71921(19) 0.0374(7) Uani 1 1 d . . . . .
H39 H 0.9136 -0.0459 0.7775 0.045 Uiso 1 1 calc R U . . .
C23 C 0.6857(2) 0.1840(2) 0.16368(19) 0.0382(7) Uani 1 1 d . . . . .
H23 H 0.6755 0.1782 0.1029 0.046 Uiso 1 1 calc R U . . .
C46 C 0.8419(2) -0.3638(2) 0.6654(2) 0.0404(8) Uani 1 1 d . . . . .
C27 C 0.5061(2) 0.5529(2) 0.2526(2) 0.0433(8) Uani 1 1 d . . . . .
C30 C 0.7134(2) 0.4966(2) 0.25051(19) 0.0353(7) Uani 1 1 d . . . . .
C44 C 0.9622(2) -0.5090(2) 0.6713(2) 0.0409(8) Uani 1 1 d . . . . .
C40 C 0.9091(2) -0.1405(2) 0.6900(2) 0.0415(8) Uani 1 1 d . . . . .
H40 H 0.9418 -0.2047 0.7240 0.050 Uiso 1 1 calc R U . . .
C28 C 0.5733(3) 0.6235(2) 0.2049(2) 0.0461(8) Uani 1 1 d . . . . .
C29 C 0.6777(3) 0.5955(2) 0.2045(2) 0.0414(8) Uani 1 1 d . . . . .
C12 C 0.7081(2) -0.3111(2) 0.4556(2) 0.0413(8) Uani 1 1 d . . . . .
H12A H 0.7029 -0.3174 0.5228 0.050 Uiso 1 1 calc R U . . .
H12B H 0.7076 -0.3806 0.4445 0.050 Uiso 1 1 calc R U . . .
C45 C 0.8746(3) -0.4654(3) 0.7038(2) 0.0496(9) Uani 1 1 d . . . . .
C13 C 0.5233(3) -0.2781(4) 0.4063(3) 0.0778(13) Uani 1 1 d . . . . .
H13A H 0.4805 -0.2357 0.3553 0.117 Uiso 1 1 calc R U . . .
H13B H 0.4889 -0.2774 0.4653 0.117 Uiso 1 1 calc R U . . .
H13C H 0.5323 -0.3495 0.4009 0.117 Uiso 1 1 calc R U . . .
H15 H 0.802(2) 0.013(2) 0.527(2) 0.046(10) Uiso 1 1 d . . . . .
H16 H 0.745(2) 0.116(2) 0.369(2) 0.045(10) Uiso 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
F4 C4 1.341(3) . ?
F5 C6 1.334(3) . ?
F1 C1 1.343(3) . ?
F11 C34 1.343(3) . ?
F12 C35 1.349(3) . ?
F16 C42 1.335(3) . ?
F15 C38 1.338(3) . ?
F3 C3 1.342(3) . ?
F14 C37 1.343(3) . ?
F9 C29 1.338(4) . ?
F13 C36 1.329(3) . ?
F8 C28 1.337(3) . ?
F2 C2 1.339(3) . ?
F20 C46 1.339(3) . ?
F18 C44 1.333(3) . ?
F6 C26 1.338(3) . ?
F10 C30 1.346(3) . ?
F17 C43 1.336(3) . ?
F7 C27 1.350(4) . ?
F19 C45 1.354(4) . ?
O1 C11 1.406(3) . ?
O1 N5 1.462(4) . ?
N2 C22 1.358(4) . ?
N2 C21 1.381(3) . ?
N2 H16 0.85(3) . ?
N3 C18 1.365(3) . ?
N3 C19 1.374(3) . ?
N1 C9 1.352(3) . ?
N1 C8 1.358(3) . ?
N4 C15 1.354(4) . ?
N4 C16 1.375(4) . ?
N4 H15 0.82(3) . ?
N5 C13 1.439(5) . ?
N5 C12 1.512(4) . ?
C33 C38 1.378(4) . ?
C33 C34 1.379(4) . ?
C33 C17 1.498(4) . ?
C5 C4 1.377(4) . ?
C5 C6 1.393(4) . ?
C5 C7 1.503(4) . ?
C34 C35 1.371(4) . ?
C6 C1 1.383(4) . ?
C3 C4 1.374(4) . ?
C3 C2 1.375(4) . ?
C2 C1 1.367(4) . ?
C41 C42 1.381(4) . ?
C41 C46 1.383(4) . ?
C41 C14 1.510(4) . ?
C38 C37 1.372(4) . ?
C9 C14 1.388(4) . ?
C9 C10 1.510(4) . ?
C36 C35 1.370(4) . ?
C36 C37 1.379(4) . ?
C7 C8 1.386(4) . ?
C7 C22 1.395(4) . ?
C20 C21 1.394(4) . ?
C20 C19 1.399(4) . ?
C20 C25 1.485(4) . ?
C25 C26 1.381(4) . ?
C25 C30 1.387(4) . ?
C17 C16 1.388(4) . ?
C17 C18 1.403(4) . ?
C18 C32 1.441(4) . ?
C19 C31 1.441(4) . ?
C16 C39 1.427(4) . ?
C32 C31 1.340(4) . ?
C32 H32 0.9500 . ?
C22 C23 1.422(4) . ?
C8 C11 1.510(4) . ?
C31 H31 0.9500 . ?
C14 C15 1.408(4) . ?
C21 C24 1.419(4) . ?
C15 C40 1.422(4) . ?
C42 C43 1.379(4) . ?
C26 C27 1.366(4) . ?
C11 C10 1.506(4) . ?
C11 H11 1.0000 . ?
C43 C44 1.366(4) . ?
C10 C12 1.507(4) . ?
C10 H10 1.0000 . ?
C24 C23 1.358(4) . ?
C24 H24 0.9500 . ?
C39 C40 1.350(4) . ?
C39 H39 0.9500 . ?
C23 H23 0.9500 . ?
C46 C45 1.369(4) . ?
C27 C28 1.371(5) . ?
C30 C29 1.372(4) . ?
C44 C45 1.369(5) . ?
C40 H40 0.9500 . ?
C28 C29 1.369(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
C11 O1 N5 101.2(2) . . ?
C22 N2 C21 110.1(2) . . ?
C22 N2 H16 131(2) . . ?
C21 N2 H16 119(2) . . ?
C18 N3 C19 105.1(2) . . ?
C9 N1 C8 108.5(2) . . ?
C15 N4 C16 110.1(2) . . ?
C15 N4 H15 127(2) . . ?
C16 N4 H15 123(2) . . ?
C13 N5 O1 106.9(3) . . ?
C13 N5 C12 114.7(3) . . ?
O1 N5 C12 99.0(2) . . ?
C38 C33 C34 116.5(2) . . ?
C38 C33 C17 121.5(2) . . ?
C34 C33 C17 122.0(2) . . ?
C4 C5 C6 116.4(3) . . ?
C4 C5 C7 120.6(2) . . ?
C6 C5 C7 123.0(2) . . ?
F11 C34 C35 118.6(2) . . ?
F11 C34 C33 119.3(2) . . ?
C35 C34 C33 122.1(3) . . ?
F5 C6 C1 118.4(2) . . ?
F5 C6 C5 120.1(2) . . ?
C1 C6 C5 121.5(3) . . ?
F3 C3 C4 120.9(3) . . ?
F3 C3 C2 119.8(3) . . ?
C4 C3 C2 119.3(3) . . ?
F2 C2 C1 120.3(3) . . ?
F2 C2 C3 119.8(3) . . ?
C1 C2 C3 119.9(3) . . ?
C42 C41 C46 116.4(2) . . ?
C42 C41 C14 120.8(2) . . ?
C46 C41 C14 122.9(3) . . ?
F15 C38 C37 117.5(2) . . ?
F15 C38 C33 120.0(2) . . ?
C37 C38 C33 122.5(3) . . ?
N1 C9 C14 125.2(2) . . ?
N1 C9 C10 112.6(2) . . ?
C14 C9 C10 122.2(2) . . ?
F13 C36 C35 120.9(3) . . ?
F13 C36 C37 119.8(3) . . ?
C35 C36 C37 119.3(3) . . ?
C8 C7 C22 127.2(2) . . ?
C8 C7 C5 116.8(2) . . ?
C22 C7 C5 116.0(2) . . ?
C21 C20 C19 126.3(2) . . ?
C21 C20 C25 115.0(2) . . ?
C19 C20 C25 118.7(2) . . ?
F4 C4 C3 117.5(2) . . ?
F4 C4 C5 119.6(2) . . ?
C3 C4 C5 122.9(3) . . ?
C26 C25 C30 115.8(3) . . ?
C26 C25 C20 121.9(3) . . ?
C30 C25 C20 122.2(3) . . ?
F1 C1 C2 119.7(3) . . ?
F1 C1 C6 120.3(3) . . ?
C2 C1 C6 120.0(3) . . ?
C16 C17 C18 126.9(2) . . ?
C16 C17 C33 116.2(2) . . ?
C18 C17 C33 116.9(2) . . ?
F14 C37 C38 120.9(3) . . ?
F14 C37 C36 119.6(3) . . ?
C38 C37 C36 119.5(3) . . ?
N3 C18 C17 124.5(2) . . ?
N3 C18 C32 110.9(2) . . ?
C17 C18 C32 124.5(2) . . ?
N3 C19 C20 125.1(2) . . ?
N3 C19 C31 110.3(2) . . ?
C20 C19 C31 124.6(2) . . ?
N4 C16 C17 125.9(2) . . ?
N4 C16 C39 106.4(2) . . ?
C17 C16 C39 127.7(3) . . ?
C31 C32 C18 106.6(2) . . ?
C31 C32 H32 126.7 . . ?
C18 C32 H32 126.7 . . ?
N2 C22 C7 126.1(2) . . ?
N2 C22 C23 107.0(2) . . ?
C7 C22 C23 126.8(2) . . ?
N1 C8 C7 125.5(2) . . ?
N1 C8 C11 112.2(2) . . ?
C7 C8 C11 122.3(2) . . ?
C32 C31 C19 107.1(2) . . ?
C32 C31 H31 126.4 . . ?
C19 C31 H31 126.4 . . ?
C9 C14 C15 127.3(2) . . ?
C9 C14 C41 116.8(2) . . ?
C15 C14 C41 115.9(2) . . ?
N2 C21 C20 126.1(2) . . ?
N2 C21 C24 106.4(2) . . ?
C20 C21 C24 127.4(2) . . ?
N4 C15 C14 125.6(2) . . ?
N4 C15 C40 107.1(3) . . ?
C14 C15 C40 127.2(3) . . ?
F12 C35 C36 119.8(3) . . ?
F12 C35 C34 120.1(3) . . ?
C36 C35 C34 120.1(3) . . ?
F16 C42 C43 117.8(3) . . ?
F16 C42 C41 119.7(2) . . ?
C43 C42 C41 122.5(3) . . ?
F6 C26 C27 118.1(3) . . ?
F6 C26 C25 119.4(3) . . ?
C27 C26 C25 122.5(3) . . ?
O1 C11 C10 106.4(2) . . ?
O1 C11 C8 111.5(2) . . ?
C10 C11 C8 103.4(2) . . ?
O1 C11 H11 111.7 . . ?
C10 C11 H11 111.7 . . ?
C8 C11 H11 111.7 . . ?
F17 C43 C44 119.8(3) . . ?
F17 C43 C42 120.7(3) . . ?
C44 C43 C42 119.4(3) . . ?
C11 C10 C12 103.6(2) . . ?
C11 C10 C9 103.1(2) . . ?
C12 C10 C9 109.8(2) . . ?
C11 C10 H10 113.2 . . ?
C12 C10 H10 113.2 . . ?
C9 C10 H10 113.2 . . ?
C23 C24 C21 108.2(2) . . ?
C23 C24 H24 125.9 . . ?
C21 C24 H24 125.9 . . ?
C40 C39 C16 108.0(3) . . ?
C40 C39 H39 126.0 . . ?
C16 C39 H39 126.0 . . ?
C24 C23 C22 108.2(3) . . ?
C24 C23 H23 125.9 . . ?
C22 C23 H23 125.9 . . ?
F20 C46 C45 118.8(3) . . ?
F20 C46 C41 119.6(3) . . ?
C45 C46 C41 121.6(3) . . ?
F7 C27 C26 121.1(3) . . ?
F7 C27 C28 118.8(3) . . ?
C26 C27 C28 120.0(3) . . ?
F10 C30 C29 118.5(3) . . ?
F10 C30 C25 118.9(2) . . ?
C29 C30 C25 122.6(3) . . ?
F18 C44 C43 119.3(3) . . ?
F18 C44 C45 121.3(3) . . ?
C43 C44 C45 119.4(3) . . ?
C39 C40 C15 108.3(3) . . ?
C39 C40 H40 125.9 . . ?
C15 C40 H40 125.9 . . ?
F8 C28 C29 120.5(3) . . ?
F8 C28 C27 120.0(3) . . ?
C29 C28 C27 119.5(3) . . ?
F9 C29 C28 120.0(3) . . ?
F9 C29 C30 120.4(3) . . ?
C28 C29 C30 119.5(3) . . ?
C10 C12 N5 99.1(2) . . ?
C10 C12 H12A 111.9 . . ?
N5 C12 H12A 111.9 . . ?
C10 C12 H12B 111.9 . . ?
N5 C12 H12B 111.9 . . ?
H12A C12 H12B 109.6 . . ?
F19 C45 C46 120.4(3) . . ?
F19 C45 C44 118.8(3) . . ?
C46 C45 C44 120.7(3) . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C11 O1 N5 C13 -173.5(3) . . . . ?
C11 O1 N5 C12 -54.1(3) . . . . ?
C38 C33 C34 F11 -180.0(2) . . . . ?
C17 C33 C34 F11 -0.8(4) . . . . ?
C38 C33 C34 C35 -0.6(4) . . . . ?
C17 C33 C34 C35 178.6(2) . . . . ?
C4 C5 C6 F5 -177.8(2) . . . . ?
C7 C5 C6 F5 1.5(4) . . . . ?
C4 C5 C6 C1 2.1(4) . . . . ?
C7 C5 C6 C1 -178.6(2) . . . . ?
F3 C3 C2 F2 0.5(4) . . . . ?
C4 C3 C2 F2 179.4(2) . . . . ?
F3 C3 C2 C1 -179.1(2) . . . . ?
C4 C3 C2 C1 -0.2(4) . . . . ?
C34 C33 C38 F15 -179.3(2) . . . . ?
C17 C33 C38 F15 1.6(4) . . . . ?
C34 C33 C38 C37 0.4(4) . . . . ?
C17 C33 C38 C37 -178.8(3) . . . . ?
C8 N1 C9 C14 176.1(2) . . . . ?
C8 N1 C9 C10 -5.4(3) . . . . ?
C4 C5 C7 C8 -88.3(3) . . . . ?
C6 C5 C7 C8 92.4(3) . . . . ?
C4 C5 C7 C22 89.9(3) . . . . ?
C6 C5 C7 C22 -89.4(3) . . . . ?
F3 C3 C4 F4 -0.6(4) . . . . ?
C2 C3 C4 F4 -179.5(2) . . . . ?
F3 C3 C4 C5 179.6(2) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C6 C5 C4 F4 178.6(2) . . . . ?
C7 C5 C4 F4 -0.7(4) . . . . ?
C6 C5 C4 C3 -1.6(4) . . . . ?
C7 C5 C4 C3 179.1(3) . . . . ?
C21 C20 C25 C26 91.7(3) . . . . ?
C19 C20 C25 C26 -88.0(3) . . . . ?
C21 C20 C25 C30 -84.6(3) . . . . ?
C19 C20 C25 C30 95.7(3) . . . . ?
F2 C2 C1 F1 0.4(4) . . . . ?
C3 C2 C1 F1 180.0(2) . . . . ?
F2 C2 C1 C6 -178.9(2) . . . . ?
C3 C2 C1 C6 0.7(4) . . . . ?
F5 C6 C1 F1 -1.1(4) . . . . ?
C5 C6 C1 F1 179.0(2) . . . . ?
F5 C6 C1 C2 178.2(2) . . . . ?
C5 C6 C1 C2 -1.7(4) . . . . ?
C38 C33 C17 C16 -104.3(3) . . . . ?
C34 C33 C17 C16 76.5(3) . . . . ?
C38 C33 C17 C18 75.6(3) . . . . ?
C34 C33 C17 C18 -103.5(3) . . . . ?
F15 C38 C37 F14 0.0(4) . . . . ?
C33 C38 C37 F14 -179.7(2) . . . . ?
F15 C38 C37 C36 179.8(2) . . . . ?
C33 C38 C37 C36 0.1(4) . . . . ?
F13 C36 C37 F14 0.3(4) . . . . ?
C35 C36 C37 F14 179.4(2) . . . . ?
F13 C36 C37 C38 -179.4(3) . . . . ?
C35 C36 C37 C38 -0.3(4) . . . . ?
C19 N3 C18 C17 -175.0(2) . . . . ?
C19 N3 C18 C32 0.9(3) . . . . ?
C16 C17 C18 N3 -2.1(4) . . . . ?
C33 C17 C18 N3 178.0(2) . . . . ?
C16 C17 C18 C32 -177.5(3) . . . . ?
C33 C17 C18 C32 2.5(4) . . . . ?
C18 N3 C19 C20 178.2(2) . . . . ?
C18 N3 C19 C31 -0.6(3) . . . . ?
C21 C20 C19 N3 1.3(4) . . . . ?
C25 C20 C19 N3 -179.0(2) . . . . ?
C21 C20 C19 C31 179.9(3) . . . . ?
C25 C20 C19 C31 -0.4(4) . . . . ?
C15 N4 C16 C17 -176.0(3) . . . . ?
C15 N4 C16 C39 2.4(3) . . . . ?
C18 C17 C16 N4 -4.9(5) . . . . ?
C33 C17 C16 N4 175.1(2) . . . . ?
C18 C17 C16 C39 177.1(3) . . . . ?
C33 C17 C16 C39 -2.9(4) . . . . ?
N3 C18 C32 C31 -1.0(3) . . . . ?
C17 C18 C32 C31 175.0(2) . . . . ?
C21 N2 C22 C7 -175.6(3) . . . . ?
C21 N2 C22 C23 0.8(3) . . . . ?
C8 C7 C22 N2 -1.5(5) . . . . ?
C5 C7 C22 N2 -179.5(3) . . . . ?
C8 C7 C22 C23 -177.3(3) . . . . ?
C5 C7 C22 C23 4.7(4) . . . . ?
C9 N1 C8 C7 -176.7(2) . . . . ?
C9 N1 C8 C11 4.4(3) . . . . ?
C22 C7 C8 N1 -8.5(4) . . . . ?
C5 C7 C8 N1 169.4(2) . . . . ?
C22 C7 C8 C11 170.3(3) . . . . ?
C5 C7 C8 C11 -11.8(4) . . . . ?
C18 C32 C31 C19 0.6(3) . . . . ?
N3 C19 C31 C32 0.0(3) . . . . ?
C20 C19 C31 C32 -178.8(3) . . . . ?
N1 C9 C14 C15 6.6(4) . . . . ?
C10 C9 C14 C15 -171.8(3) . . . . ?
N1 C9 C14 C41 -174.2(2) . . . . ?
C10 C9 C14 C41 7.4(4) . . . . ?
C42 C41 C14 C9 69.0(4) . . . . ?
C46 C41 C14 C9 -109.4(3) . . . . ?
C42 C41 C14 C15 -111.7(3) . . . . ?
C46 C41 C14 C15 69.9(4) . . . . ?
C22 N2 C21 C20 177.7(3) . . . . ?
C22 N2 C21 C24 -1.0(3) . . . . ?
C19 C20 C21 N2 2.6(5) . . . . ?
C25 C20 C21 N2 -177.1(3) . . . . ?
C19 C20 C21 C24 -179.0(3) . . . . ?
C25 C20 C21 C24 1.3(4) . . . . ?
C16 N4 C15 C14 173.8(3) . . . . ?
C16 N4 C15 C40 -2.8(3) . . . . ?
C9 C14 C15 N4 5.3(5) . . . . ?
C41 C14 C15 N4 -173.9(3) . . . . ?
C9 C14 C15 C40 -178.8(3) . . . . ?
C41 C14 C15 C40 2.0(4) . . . . ?
F13 C36 C35 F12 -0.7(4) . . . . ?
C37 C36 C35 F12 -179.8(2) . . . . ?
F13 C36 C35 C34 179.3(2) . . . . ?
C37 C36 C35 C34 0.2(4) . . . . ?
F11 C34 C35 F12 -0.3(4) . . . . ?
C33 C34 C35 F12 -179.8(2) . . . . ?
F11 C34 C35 C36 179.7(2) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
C46 C41 C42 F16 178.6(3) . . . . ?
C14 C41 C42 F16 0.2(4) . . . . ?
C46 C41 C42 C43 -0.1(4) . . . . ?
C14 C41 C42 C43 -178.5(3) . . . . ?
C30 C25 C26 F6 179.7(3) . . . . ?
C20 C25 C26 F6 3.2(4) . . . . ?
C30 C25 C26 C27 0.0(4) . . . . ?
C20 C25 C26 C27 -176.5(3) . . . . ?
N5 O1 C11 C10 36.3(3) . . . . ?
N5 O1 C11 C8 -75.8(3) . . . . ?
N1 C8 C11 O1 112.2(2) . . . . ?
C7 C8 C11 O1 -66.8(3) . . . . ?
N1 C8 C11 C10 -1.8(3) . . . . ?
C7 C8 C11 C10 179.3(2) . . . . ?
F16 C42 C43 F17 0.3(4) . . . . ?
C41 C42 C43 F17 179.0(3) . . . . ?
F16 C42 C43 C44 -178.2(3) . . . . ?
C41 C42 C43 C44 0.5(5) . . . . ?
O1 C11 C10 C12 -4.4(3) . . . . ?
C8 C11 C10 C12 113.2(2) . . . . ?
O1 C11 C10 C9 -118.9(2) . . . . ?
C8 C11 C10 C9 -1.3(3) . . . . ?
N1 C9 C10 C11 4.1(3) . . . . ?
C14 C9 C10 C11 -177.3(2) . . . . ?
N1 C9 C10 C12 -105.8(3) . . . . ?
C14 C9 C10 C12 72.8(3) . . . . ?
N2 C21 C24 C23 0.8(3) . . . . ?
C20 C21 C24 C23 -177.8(3) . . . . ?
N4 C16 C39 C40 -1.0(3) . . . . ?
C17 C16 C39 C40 177.4(3) . . . . ?
C21 C24 C23 C22 -0.3(4) . . . . ?
N2 C22 C23 C24 -0.3(3) . . . . ?
C7 C22 C23 C24 176.1(3) . . . . ?
C42 C41 C46 F20 -178.8(3) . . . . ?
C14 C41 C46 F20 -0.4(5) . . . . ?
C42 C41 C46 C45 -0.5(5) . . . . ?
C14 C41 C46 C45 177.9(3) . . . . ?
F6 C26 C27 F7 0.4(5) . . . . ?
C25 C26 C27 F7 -179.8(3) . . . . ?
F6 C26 C27 C28 -179.5(3) . . . . ?
C25 C26 C27 C28 0.3(5) . . . . ?
C26 C25 C30 F10 179.9(2) . . . . ?
C20 C25 C30 F10 -3.5(4) . . . . ?
C26 C25 C30 C29 0.3(4) . . . . ?
C20 C25 C30 C29 176.8(3) . . . . ?
F17 C43 C44 F18 1.4(4) . . . . ?
C42 C43 C44 F18 179.9(3) . . . . ?
F17 C43 C44 C45 -178.8(3) . . . . ?
C42 C43 C44 C45 -0.3(5) . . . . ?
C16 C39 C40 C15 -0.7(4) . . . . ?
N4 C15 C40 C39 2.2(3) . . . . ?
C14 C15 C40 C39 -174.3(3) . . . . ?
F7 C27 C28 F8 0.1(5) . . . . ?
C26 C27 C28 F8 180.0(3) . . . . ?
F7 C27 C28 C29 179.2(3) . . . . ?
C26 C27 C28 C29 -0.8(5) . . . . ?
F8 C28 C29 F9 -0.7(5) . . . . ?
C27 C28 C29 F9 -179.9(3) . . . . ?
F8 C28 C29 C30 -179.7(3) . . . . ?
C27 C28 C29 C30 1.2(5) . . . . ?
F10 C30 C29 F9 0.5(4) . . . . ?
C25 C30 C29 F9 -179.9(3) . . . . ?
F10 C30 C29 C28 179.5(3) . . . . ?
C25 C30 C29 C28 -0.9(5) . . . . ?
C11 C10 C12 N5 -27.8(3) . . . . ?
C9 C10 C12 N5 81.7(3) . . . . ?
C13 N5 C12 C10 163.1(3) . . . . ?
O1 N5 C12 C10 49.8(3) . . . . ?
F20 C46 C45 F19 -0.8(5) . . . . ?
C41 C46 C45 F19 -179.1(3) . . . . ?
F20 C46 C45 C44 179.0(3) . . . . ?
C41 C46 C45 C44 0.7(5) . . . . ?
F18 C44 C45 F19 -0.7(5) . . . . ?
C43 C44 C45 F19 179.5(3) . . . . ?
F18 C44 C45 C46 179.5(3) . . . . ?
C43 C44 C45 C46 -0.3(5) . . . . ?

_refine_diff_density_max         0.674
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.053


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.055 0.446 0.054 628 152 ' '
_platon_squeeze_details          
;
;


####################################################################### 
# 
# 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_as0514sq
_database_code_depnum_ccdc_archive 'CCDC 1052566'
_audit_update_record             
;
2015-03-06 deposited with the CCDC.
2015-05-20 downloaded from the CCDC.
;

# ========================================================================= #

_audit_creation_method           'SHELXL-2014/7 and enCIFer'
_shelx_SHELXL_version_number     2014/7
_audit_creation_date             '04 March 2015'

# ========================================================================= #

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H15 F18 N5 O'
_chemical_formula_sum            'C46 H15 F18 N5 O'
_chemical_formula_weight         995.63

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

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

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

_cell_length_a                   16.142(2)
_cell_length_b                   16.546(2)
_cell_length_c                   18.655(2)
_cell_angle_alpha                72.900(7)
_cell_angle_beta                 88.417(7)
_cell_angle_gamma                85.613(6)
_cell_volume                     4748.2(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9227
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      20.24

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             1984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.134
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   
;
(SADABS; Bruker, 2012)
;


_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker X8 Kappa CCD APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            96687
_diffrn_reflns_av_unetI/netI     0.0812
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.638
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996


_reflns_number_total             16701
_reflns_number_gt                8782
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.1092P)²] 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         16701
_refine_ls_number_parameters     1251
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1280
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.2129
_refine_ls_wR_factor_gt          0.1919
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.001
_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
F24 F 1.07669(13) 0.10606(14) 0.52728(11) 0.0489(6) Uani 1 1 d . . . . .
F27 F 1.04410(13) -0.00770(14) 0.28681(11) 0.0500(6) Uani 1 1 d . . . . .
F25 F 1.19324(13) -0.00796(14) 0.49717(12) 0.0538(6) Uani 1 1 d . . . . .
F26 F 1.17253(14) -0.06572(15) 0.37786(12) 0.0575(6) Uani 1 1 d . . . . .
F31 F 0.70483(16) 0.52243(14) 0.25097(16) 0.0681(7) Uani 1 1 d . . . . .
F36 F 0.38026(16) 0.23440(17) 0.18808(15) 0.0801(8) Uani 1 1 d . . . . .
F30 F 0.68376(19) 0.63613(17) 0.32811(19) 0.0954(10) Uani 1 1 d . . . . .
F22 F 0.7985(2) -0.0724(2) 0.08997(17) 0.0906(10) Uani 1 1 d . . . . .
F32 F 0.53568(16) 0.40352(19) -0.00650(15) 0.0872(9) Uani 1 1 d . . . . .
F23 F 0.56203(19) -0.08537(19) 0.24533(18) 0.0875(9) Uani 1 1 d . . . . .
F28 F 0.71654(19) 0.4200(2) 0.55310(17) 0.0960(10) Uani 1 1 d . . . . .
F35 F 0.23960(17) 0.29879(19) 0.1117(2) 0.1035(11) Uani 1 1 d . . . . .
F34 F 0.24690(19) 0.4152(2) -0.0234(2) 0.1109(12) Uani 1 1 d . . . . .
F20 F 0.6308(3) -0.2985(2) 0.1318(3) 0.191(3) Uani 1 1 d . . . . .
F29 F 0.6891(2) 0.5831(2) 0.4799(2) 0.1119(12) Uani 1 1 d . . . . .
F33 F 0.3943(2) 0.4675(2) -0.08257(17) 0.1179(13) Uani 1 1 d . . . . .
F19 F 0.5313(3) -0.2330(2) 0.2232(3) 0.159(2) Uani 1 1 d . . . . .
F21 F 0.7651(3) -0.2169(2) 0.0642(2) 0.152(2) Uani 1 1 d . . . . .
O2 O 0.94019(15) 0.15833(14) 0.44588(12) 0.0357(6) Uani 1 1 d . . . . .
N6 N 0.79331(19) 0.07146(18) 0.24863(15) 0.0363(7) Uani 1 1 d . . . . .
H6 H 0.7698 0.1234 0.2347 0.044 Uiso 1 1 calc R U . . .
N9 N 0.63827(18) 0.29745(18) 0.22613(16) 0.0367(7) Uani 1 1 d . . . . .
H9 H 0.6734 0.2542 0.2257 0.044 Uiso 1 1 calc R U . . .
N10 N 0.63982(18) 0.15355(18) 0.16900(16) 0.0382(7) Uani 1 1 d . . . . .
N7 N 0.79226(19) 0.21802(17) 0.30352(15) 0.0351(7) Uani 1 1 d . . . . .
N8 N 0.7180(2) 0.2916(2) 0.47966(18) 0.0512(9) Uani 1 1 d . . . . .
C63 C 1.1258(2) 0.0183(2) 0.4537(2) 0.0425(10) Uani 1 1 d . . . . .
C61 C 0.9971(2) 0.1024(2) 0.42599(19) 0.0338(9) Uani 1 1 d . . . . .
C62 C 1.0674(2) 0.0763(2) 0.46935(19) 0.0377(9) Uani 1 1 d . . . . .
C66 C 0.9828(2) 0.0726(2) 0.3646(2) 0.0357(9) Uani 1 1 d . . . . .
C64 C 1.1155(2) -0.0100(2) 0.3931(2) 0.0406(9) Uani 1 1 d . . . . .
C82 C 0.4621(2) 0.3171(2) 0.09308(19) 0.0350(9) Uani 1 1 d . . . . .
C57 C 0.8654(2) 0.1766(2) 0.33116(18) 0.0301(8) Uani 1 1 d . . . . .
C56 C 0.9027(2) 0.1000(2) 0.32387(18) 0.0326(8) Uani 1 1 d . . . . .
C54 C 0.7655(2) 0.0035(2) 0.2297(2) 0.0386(9) Uani 1 1 d . . . . .
C89 C 0.5757(2) 0.4101(2) 0.2533(2) 0.0439(10) Uani 1 1 d . . . . .
H89 H 0.5635 0.4542 0.2759 0.053 Uiso 1 1 calc R U . . .
C58 C 0.7766(2) 0.2824(2) 0.3353(2) 0.0370(9) Uani 1 1 d . . . . .
C60 C 0.9065(2) 0.2196(2) 0.37995(19) 0.0355(9) Uani 1 1 d . . . . .
H60 H 0.9517 0.2537 0.3512 0.043 Uiso 1 1 calc R U . . .
C78 C 0.5739(2) 0.2008(2) 0.1289(2) 0.0378(9) Uani 1 1 d . . . . .
C92 C 0.8209(2) -0.0670(2) 0.2643(2) 0.0425(10) Uani 1 1 d . . . . .
H92 H 0.8172 -0.1232 0.2619 0.051 Uiso 1 1 calc R U . . .
C77 C 0.5399(2) 0.2786(2) 0.13574(19) 0.0362(9) Uani 1 1 d . . . . .
C65 C 1.0470(2) 0.0186(2) 0.34822(19) 0.0385(9) Uani 1 1 d . . . . .
C91 C 0.8793(2) -0.0419(2) 0.3012(2) 0.0391(9) Uani 1 1 d . . . . .
H91 H 0.9240 -0.0770 0.3286 0.047 Uiso 1 1 calc R U . . .
C59 C 0.8374(2) 0.2776(2) 0.3969(2) 0.0388(9) Uani 1 1 d . . . . .
H59 H 0.8572 0.3347 0.3922 0.047 Uiso 1 1 calc R U . . .
C55 C 0.8629(2) 0.0461(2) 0.29225(19) 0.0340(9) Uani 1 1 d . . . . .
C76 C 0.5677(2) 0.3213(2) 0.18380(19) 0.0347(9) Uani 1 1 d . . . . .
C88 C 0.5285(2) 0.3936(2) 0.2002(2) 0.0420(10) Uani 1 1 d . . . . .
H88 H 0.4789 0.4246 0.1784 0.050 Uiso 1 1 calc R U . . .
C75 C 0.6463(2) 0.3505(2) 0.2692(2) 0.0374(9) Uani 1 1 d . . . . .
C81 C 0.5367(2) 0.1547(2) 0.0849(2) 0.0423(10) Uani 1 1 d . . . . .
H81 H 0.4910 0.1742 0.0518 0.051 Uiso 1 1 calc R U . . .
C74 C 0.7103(2) 0.3440(2) 0.3194(2) 0.0405(9) Uani 1 1 d . . . . .
C53 C 0.6984(2) 0.0067(2) 0.1844(2) 0.0413(9) Uani 1 1 d . . . . .
C67 C 0.7955(2) 0.2422(3) 0.4721(2) 0.0468(10) Uani 1 1 d . . . . .
H67A H 0.7833 0.1828 0.4782 0.056 Uiso 1 1 calc R U . . .
H67B H 0.8340 0.2421 0.5126 0.056 Uiso 1 1 calc R U . . .
C79 C 0.6425(2) 0.0778(2) 0.1527(2) 0.0397(9) Uani 1 1 d . . . . .
C73 C 0.7074(2) 0.4066(3) 0.3626(2) 0.0497(11) Uani 1 1 d . . . . .
C80 C 0.5792(2) 0.0789(2) 0.0999(2) 0.0452(10) Uani 1 1 d . . . . .
H80 H 0.5693 0.0343 0.0794 0.054 Uiso 1 1 calc R U . . .
C83 C 0.4632(3) 0.3764(3) 0.0249(2) 0.0543(11) Uani 1 1 d . . . . .
C51 C 0.6817(3) -0.0737(3) 0.1690(3) 0.0534(12) Uani 1 1 d . . . . .
C87 C 0.3851(3) 0.2932(3) 0.1211(2) 0.0516(11) Uani 1 1 d . . . . .
C49 C 0.7130(6) -0.1857(4) 0.1123(4) 0.111(3) Uani 1 1 d . . . . .
C68 C 0.7114(3) 0.3790(3) 0.4422(2) 0.0529(11) Uani 1 1 d . . . . .
C72 C 0.7023(3) 0.4943(3) 0.3256(3) 0.0575(12) Uani 1 1 d . . . . .
C48 C 0.6473(7) -0.2270(4) 0.1446(5) 0.125(4) Uani 1 1 d . . . . .
C86 C 0.3134(3) 0.3252(3) 0.0831(3) 0.0604(12) Uani 1 1 d . . . . .
C47 C 0.5959(5) -0.1931(4) 0.1903(4) 0.109(3) Uani 1 1 d . . . . .
C50 C 0.7326(4) -0.1110(3) 0.1229(3) 0.0675(15) Uani 1 1 d . . . . .
C85 C 0.3169(3) 0.3837(3) 0.0148(3) 0.0694(14) Uani 1 1 d . . . . .
C70 C 0.6943(3) 0.5252(4) 0.4421(4) 0.0831(18) Uani 1 1 d . . . . .
C84 C 0.3913(3) 0.4098(3) -0.0156(3) 0.0707(14) Uani 1 1 d . . . . .
C90 C 0.6796(3) 0.2595(3) 0.5529(2) 0.0730(14) Uani 1 1 d . . . . .
H90A H 0.7184 0.2610 0.5919 0.109 Uiso 1 1 calc R U . . .
H90B H 0.6656 0.2011 0.5602 0.109 Uiso 1 1 calc R U . . .
H90C H 0.6289 0.2950 0.5559 0.109 Uiso 1 1 calc R U . . .
C71 C 0.6924(3) 0.5532(3) 0.3649(4) 0.0704(14) Uani 1 1 d . . . . .
C69 C 0.7057(3) 0.4410(3) 0.4789(3) 0.0674(14) Uani 1 1 d . . . . .
C52 C 0.6149(4) -0.1163(3) 0.2012(3) 0.0735(15) Uani 1 1 d . . . . .
F1 F 0.42331(13) 0.04563(14) 0.01321(12) 0.0530(6) Uani 1 1 d . . . . .
F5 F 0.31931(14) 0.14514(14) 0.06953(12) 0.0550(6) Uani 1 1 d . . . . .
F9 F -0.11977(16) 0.08690(18) 0.08996(13) 0.0663(7) Uani 1 1 d . . . . .
F18 F 0.39909(15) 0.29230(17) 0.34330(13) 0.0696(7) Uani 1 1 d . . . . .
F14 F 0.21194(15) 0.18425(17) 0.53917(12) 0.0687(7) Uani 1 1 d . . . . .
F15 F 0.32449(17) 0.19050(18) 0.63912(13) 0.0763(8) Uani 1 1 d . . . . .
F2 F 0.44190(16) -0.12424(16) 0.08251(13) 0.0689(7) Uani 1 1 d . . . . .
F17 F 0.51147(16) 0.2989(2) 0.44439(16) 0.0914(9) Uani 1 1 d . . . . .
F16 F 0.47464(16) 0.2484(2) 0.59209(15) 0.0836(9) Uani 1 1 d . . . . .
F13 F -0.0731(2) 0.4514(2) 0.4096(2) 0.1069(13) Uani 1 1 d . . . . .
F8 F -0.24393(17) 0.1049(2) -0.00482(15) 0.0892(9) Uani 1 1 d . . . . .
F4 F 0.2429(2) -0.09273(16) 0.26095(15) 0.0869(9) Uani 1 1 d . . . . .
F7 F -0.33018(18) 0.2562(2) -0.06093(15) 0.1038(11) Uani 1 1 d . . . . .
F3 F 0.3478(2) -0.19256(17) 0.20590(16) 0.0989(11) Uani 1 1 d . . . . .
F6 F -0.28973(17) 0.3933(2) -0.02050(16) 0.0926(10) Uani 1 1 d . . . . .
F12 F -0.1410(2) 0.6023(3) 0.4152(4) 0.210(3) Uani 1 1 d . . . . .
F10 F -0.1169(3) 0.7132(2) 0.1610(4) 0.239(4) Uani 1 1 d . U . . .
F11 F -0.1624(3) 0.7322(3) 0.2898(4) 0.232(3) Uani 1 1 d . U . . .
O1 O -0.16050(18) 0.3825(2) 0.06979(17) 0.0664(9) Uani 1 1 d . . . . .
N5 N 0.20084(18) 0.17122(18) 0.28581(16) 0.0349(7) Uani 1 1 d . . . . .
N1 N 0.08153(19) 0.1695(2) 0.17243(17) 0.0420(8) Uani 1 1 d . . . . .
H1 H 0.0829 0.1924 0.2094 0.050 Uiso 1 1 calc R U . . .
N4 N 0.11019(18) 0.31518(18) 0.32088(16) 0.0378(8) Uani 1 1 d . . . . .
H4 H 0.1001 0.2817 0.2937 0.045 Uiso 1 1 calc R U . . .
N2 N -0.01080(19) 0.31075(19) 0.21056(17) 0.0415(8) Uani 1 1 d . . . . .
N3 N -0.0337(3) 0.5577(3) 0.1461(4) 0.122(3) Uani 1 1 d . . . . .
C44 C 0.0018(5) 0.6278(5) 0.0833(5) 0.189(5) Uani 1 1 d . . . . .
H44A H -0.0437 0.6632 0.0533 0.284 Uiso 1 1 calc R U . . .
H44B H 0.0380 0.6026 0.0513 0.284 Uiso 1 1 calc R U . . .
H44C H 0.0340 0.6627 0.1049 0.284 Uiso 1 1 calc R U . . .
C33 C 0.2413(2) 0.1102(2) 0.2584(2) 0.0364(9) Uani 1 1 d . . . . .
C36 C 0.3018(2) 0.2372(2) 0.4380(2) 0.0395(9) Uani 1 1 d . . . . .
C5 C 0.2762(2) 0.0300(2) 0.1668(2) 0.0416(10) Uani 1 1 d . . . . .
C7 C 0.2170(2) 0.0874(2) 0.1971(2) 0.0384(9) Uani 1 1 d . . . . .
C30 C 0.1753(2) 0.3017(2) 0.3699(2) 0.0395(9) Uani 1 1 d . . . . .
C8 C 0.1450(2) 0.1171(2) 0.1554(2) 0.0409(9) Uani 1 1 d . . . . .
C39 C 0.4183(3) 0.2434(3) 0.5427(2) 0.0539(11) Uani 1 1 d . . . . .
C34 C 0.3153(2) 0.0737(2) 0.3018(2) 0.0420(10) Uani 1 1 d . . . . .
H34 H 0.3533 0.0302 0.2942 0.050 Uiso 1 1 calc R U . . .
C6 C 0.3242(2) 0.0613(2) 0.1040(2) 0.0403(9) Uani 1 1 d . . . . .
C35 C 0.3200(2) 0.1129(2) 0.3546(2) 0.0428(10) Uani 1 1 d . . . . .
H35 H 0.3614 0.1021 0.3921 0.051 Uiso 1 1 calc R U . . .
C29 C 0.0634(2) 0.3876(2) 0.3202(2) 0.0426(10) Uani 1 1 d . . . . .
C31 C 0.2382(2) 0.2371(2) 0.3816(2) 0.0369(9) Uani 1 1 d . . . . .
C32 C 0.2501(2) 0.1749(2) 0.3436(2) 0.0373(9) Uani 1 1 d . . . . .
C1 C 0.3786(2) 0.0109(3) 0.0754(2) 0.0420(10) Uani 1 1 d . . . . .
C12 C -0.0399(2) 0.3848(3) 0.2245(2) 0.0482(11) Uani 1 1 d . . . . .
C11 C -0.0641(2) 0.2947(3) 0.1633(2) 0.0443(10) Uani 1 1 d . . . . .
C10 C -0.0563(2) 0.2331(3) 0.1255(2) 0.0452(10) Uani 1 1 d . . . . .
C37 C 0.2862(2) 0.2119(3) 0.5137(2) 0.0452(10) Uani 1 1 d . . . . .
C42 C 0.1675(3) 0.3707(3) 0.4014(2) 0.0499(11) Uani 1 1 d . . . . .
H42 H 0.2035 0.3792 0.4376 0.060 Uiso 1 1 calc R U . . .
C14 C -0.1393(3) 0.3575(3) 0.1481(2) 0.0525(11) Uani 1 1 d . . . . .
H14 H -0.1874 0.3320 0.1792 0.063 Uiso 1 1 calc R U . . .
C45 C 0.0411(3) 0.1353(3) 0.0725(2) 0.0574(12) Uani 1 1 d . . . . .
H45 H 0.0090 0.1322 0.0316 0.069 Uiso 1 1 calc R U . . .
C9 C 0.0160(2) 0.1811(3) 0.1241(2) 0.0444(10) Uani 1 1 d . . . . .
C43 C 0.1007(3) 0.4217(3) 0.3712(3) 0.0548(12) Uani 1 1 d . . . . .
H43 H 0.0817 0.4724 0.3824 0.066 Uiso 1 1 calc R U . . .
C4 C 0.2875(3) -0.0570(3) 0.2004(2) 0.0541(11) Uani 1 1 d . . . . .
C38 C 0.3427(3) 0.2151(3) 0.5662(2) 0.0515(11) Uani 1 1 d . . . . .
C41 C 0.3792(3) 0.2661(3) 0.4163(2) 0.0484(10) Uani 1 1 d . . . . .
C15 C -0.1771(3) 0.3122(4) 0.0509(2) 0.0611(13) Uani 1 1 d . . . . .
C20 C -0.1291(3) 0.2350(3) 0.0787(2) 0.0543(11) Uani 1 1 d . . . . .
C19 C -0.1560(3) 0.1656(4) 0.0598(2) 0.0602(13) Uani 1 1 d . . . . .
C46 C 0.1188(3) 0.0963(3) 0.0911(2) 0.0542(11) Uani 1 1 d . . . . .
H46 H 0.1496 0.0617 0.0657 0.065 Uiso 1 1 calc R U . . .
C28 C -0.0066(2) 0.4210(2) 0.2749(3) 0.0516(11) Uani 1 1 d . . . . .
C13 C -0.1115(3) 0.4296(3) 0.1738(3) 0.0611(13) Uani 1 1 d . . . . .
H13 H -0.1565 0.4516 0.2025 0.073 Uiso 1 1 calc R U . . .
C3 C 0.3419(3) -0.1083(3) 0.1720(2) 0.0620(13) Uani 1 1 d . . . . .
C2 C 0.3879(3) -0.0739(3) 0.1097(2) 0.0499(11) Uani 1 1 d . . . . .
C16 C -0.2432(3) 0.3197(4) 0.0041(3) 0.0740(15) Uani 1 1 d . . . . .
C17 C -0.2663(3) 0.2517(5) -0.0158(2) 0.0754(16) Uani 1 1 d . . . . .
C40 C 0.4370(2) 0.2705(3) 0.4669(3) 0.0548(12) Uani 1 1 d . . . . .
C18 C -0.2218(3) 0.1741(4) 0.0131(3) 0.0713(15) Uani 1 1 d . . . . .
C21 C -0.0768(3) 0.5012(3) 0.1118(4) 0.105(2) Uani 1 1 d . . . . .
H21A H -0.0370 0.4775 0.0806 0.126 Uiso 1 1 calc R U . . .
H21B H -0.1225 0.5342 0.0792 0.126 Uiso 1 1 calc R U . . .
C22 C -0.0610(3) 0.5694(3) 0.2157(3) 0.124(3) Uani 1 1 d G . . . .
C23 C -0.0989(3) 0.6467(2) 0.2188(4) 0.161(5) Uani 1 1 d G . . . .
C24 C -0.1259(2) 0.6570(2) 0.2871(5) 0.157(4) Uani 1 1 d G U . . .
C25 C -0.1152(2) 0.5899(3) 0.3525(4) 0.141(4) Uani 1 1 d G . . . .
C26 C -0.0773(2) 0.5127(3) 0.3494(3) 0.094(2) Uani 1 1 d G . . . .
C27 C -0.0503(2) 0.50243(19) 0.2810(3) 0.0765(17) Uani 1 1 d G . . . .


_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
F24 C62 1.329(4) . ?
F27 C65 1.342(4) . ?
F25 C63 1.342(4) . ?
F26 C64 1.337(4) . ?
F31 C72 1.332(5) . ?
F36 C87 1.344(5) . ?
F30 C71 1.340(5) . ?
F22 C50 1.325(6) . ?
F32 C83 1.343(5) . ?
F23 C52 1.346(6) . ?
F28 C69 1.338(5) . ?
F35 C86 1.342(5) . ?
F34 C85 1.339(5) . ?
F20 C48 1.321(7) . ?
F29 C70 1.345(5) . ?
F33 C84 1.333(5) . ?
F19 C47 1.317(9) . ?
F21 C49 1.394(8) . ?
O2 C61 1.375(4) . ?
O2 C60 1.433(4) . ?
N6 C55 1.370(4) . ?
N6 C54 1.382(4) . ?
N6 H6 0.8800 . ?
N9 C75 1.367(4) . ?
N9 C76 1.369(4) . ?
N9 H9 0.8800 . ?
N10 C78 1.369(5) . ?
N10 C79 1.371(4) . ?
N7 C57 1.353(4) . ?
N7 C58 1.367(4) . ?
N8 C68 1.406(5) . ?
N8 C90 1.452(5) . ?
N8 C67 1.468(5) . ?
C63 C64 1.362(5) . ?
C63 C62 1.380(5) . ?
C61 C62 1.379(5) . ?
C61 C66 1.405(5) . ?
C66 C65 1.402(5) . ?
C66 C56 1.488(5) . ?
C64 C65 1.374(5) . ?
C82 C83 1.359(5) . ?
C82 C87 1.375(5) . ?
C82 C77 1.501(5) . ?
C57 C56 1.403(5) . ?
C57 C60 1.504(5) . ?
C56 C55 1.405(5) . ?
C54 C53 1.380(5) . ?
C54 C92 1.417(5) . ?
C89 C88 1.367(5) . ?
C89 C75 1.426(5) . ?
C89 H89 0.9500 . ?
C58 C74 1.395(5) . ?
C58 C59 1.512(5) . ?
C60 C59 1.504(5) . ?
C60 H60 1.0000 . ?
C78 C77 1.400(5) . ?
C78 C81 1.443(5) . ?
C92 C91 1.341(5) . ?
C92 H92 0.9500 . ?
C77 C76 1.396(5) . ?
C91 C55 1.420(5) . ?
C91 H91 0.9500 . ?
C59 C67 1.514(5) . ?
C59 H59 1.0000 . ?
C76 C88 1.419(5) . ?
C88 H88 0.9500 . ?
C75 C74 1.390(5) . ?
C81 C80 1.339(5) . ?
C81 H81 0.9500 . ?
C74 C73 1.484(5) . ?
C53 C79 1.416(5) . ?
C53 C51 1.487(5) . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C79 C80 1.434(5) . ?
C73 C72 1.409(6) . ?
C73 C68 1.421(6) . ?
C80 H80 0.9500 . ?
C83 C84 1.388(6) . ?
C51 C52 1.361(7) . ?
C51 C50 1.410(7) . ?
C87 C86 1.361(6) . ?
C49 C48 1.336(11) . ?
C49 C50 1.369(8) . ?
C68 C69 1.387(6) . ?
C72 C71 1.380(6) . ?
C48 C47 1.378(12) . ?
C86 C85 1.358(7) . ?
C47 C52 1.402(8) . ?
C85 C84 1.359(7) . ?
C70 C69 1.361(7) . ?
C70 C71 1.376(7) . ?
C90 H90A 0.9800 . ?
C90 H90B 0.9800 . ?
C90 H90C 0.9800 . ?
F1 C1 1.350(4) . ?
F5 C6 1.344(4) . ?
F9 C19 1.350(5) . ?
F18 C41 1.340(4) . ?
F14 C37 1.340(4) . ?
F15 C38 1.332(4) . ?
F2 C2 1.351(4) . ?
F17 C40 1.335(4) . ?
F16 C39 1.336(4) . ?
F13 C26 1.272(5) . ?
F8 C18 1.357(6) . ?
F4 C4 1.332(5) . ?
F7 C17 1.334(5) . ?
F3 C3 1.349(5) . ?
F6 C16 1.345(6) . ?
F12 C25 1.298(7) . ?
F10 C23 1.314(6) . ?
F11 C24 1.351(4) . ?
O1 C15 1.358(6) . ?
O1 C14 1.439(5) . ?
N5 C33 1.376(4) . ?
N5 C32 1.376(4) . ?
N1 C9 1.374(5) . ?
N1 C8 1.382(5) . ?
N1 H1 0.8800 . ?
N4 C29 1.364(5) . ?
N4 C30 1.374(5) . ?
N4 H4 0.8800 . ?
N2 C11 1.343(5) . ?
N2 C12 1.372(5) . ?
N3 C22 1.422(8) . ?
N3 C21 1.497(8) . ?
N3 C44 1.519(8) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C33 C7 1.380(5) . ?
C33 C34 1.451(5) . ?
C36 C37 1.371(5) . ?
C36 C41 1.381(5) . ?
C36 C31 1.491(5) . ?
C5 C6 1.377(5) . ?
C5 C4 1.390(6) . ?
C5 C7 1.510(5) . ?
C7 C8 1.390(5) . ?
C30 C31 1.389(5) . ?
C30 C42 1.426(5) . ?
C8 C46 1.425(5) . ?
C39 C38 1.355(6) . ?
C39 C40 1.385(6) . ?
C34 C35 1.335(5) . ?
C34 H34 0.9500 . ?
C6 C1 1.368(5) . ?
C35 C32 1.442(5) . ?
C35 H35 0.9500 . ?
C29 C28 1.406(6) . ?
C29 C43 1.409(5) . ?
C31 C32 1.409(5) . ?
C1 C2 1.359(6) . ?
C12 C28 1.392(6) . ?
C12 C13 1.515(6) . ?
C11 C10 1.396(6) . ?
C11 C14 1.512(6) . ?
C10 C9 1.401(5) . ?
C10 C20 1.477(6) . ?
C37 C38 1.372(5) . ?
C42 C43 1.345(6) . ?
C42 H42 0.9500 . ?
C14 C13 1.512(6) . ?
C14 H14 1.0000 . ?
C45 C46 1.370(6) . ?
C45 C9 1.423(6) . ?
C45 H45 0.9500 . ?
C43 H43 0.9500 . ?
C4 C3 1.376(6) . ?
C41 C40 1.365(6) . ?
C15 C16 1.373(6) . ?
C15 C20 1.406(6) . ?
C20 C19 1.399(6) . ?
C19 C18 1.365(6) . ?
C46 H46 0.9500 . ?
C28 C27 1.505(5) . ?
C13 C21 1.522(7) . ?
C13 H13 1.0000 . ?
C3 C2 1.362(6) . ?
C16 C17 1.362(8) . ?
C17 C18 1.389(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.3900 . ?
C22 C27 1.3900 . ?
C23 C24 1.3900 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?

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
C61 O2 C60 109.9(3) . . ?
C55 N6 C54 110.0(3) . . ?
C55 N6 H6 125.0 . . ?
C54 N6 H6 125.0 . . ?
C75 N9 C76 110.2(3) . . ?
C75 N9 H9 124.9 . . ?
C76 N9 H9 124.9 . . ?
C78 N10 C79 104.8(3) . . ?
C57 N7 C58 107.5(3) . . ?
C68 N8 C90 120.0(3) . . ?
C68 N8 C67 118.5(3) . . ?
C90 N8 C67 112.2(3) . . ?
F25 C63 C64 120.7(4) . . ?
F25 C63 C62 119.6(3) . . ?
C64 C63 C62 119.7(4) . . ?
O2 C61 C62 117.3(3) . . ?
O2 C61 C66 120.8(3) . . ?
C62 C61 C66 121.9(3) . . ?
F24 C62 C61 118.9(3) . . ?
F24 C62 C63 121.0(3) . . ?
C61 C62 C63 120.1(3) . . ?
C65 C66 C61 115.3(3) . . ?
C65 C66 C56 126.5(3) . . ?
C61 C66 C56 118.2(3) . . ?
F26 C64 C63 119.5(3) . . ?
F26 C64 C65 120.4(3) . . ?
C63 C64 C65 120.1(4) . . ?
C83 C82 C87 116.2(4) . . ?
C83 C82 C77 122.5(4) . . ?
C87 C82 C77 121.2(3) . . ?
N7 C57 C56 129.3(3) . . ?
N7 C57 C60 111.9(3) . . ?
C56 C57 C60 118.7(3) . . ?
C57 C56 C55 123.7(3) . . ?
C57 C56 C66 113.9(3) . . ?
C55 C56 C66 121.6(3) . . ?
C53 C54 N6 125.6(3) . . ?
C53 C54 C92 128.5(3) . . ?
N6 C54 C92 105.9(3) . . ?
C88 C89 C75 108.9(3) . . ?
C88 C89 H89 125.5 . . ?
C75 C89 H89 125.5 . . ?
N7 C58 C74 126.8(3) . . ?
N7 C58 C59 112.3(3) . . ?
C74 C58 C59 120.8(3) . . ?
O2 C60 C57 110.6(3) . . ?
O2 C60 C59 113.0(3) . . ?
C57 C60 C59 103.2(3) . . ?
O2 C60 H60 109.9 . . ?
C57 C60 H60 109.9 . . ?
C59 C60 H60 109.9 . . ?
N10 C78 C77 125.4(3) . . ?
N10 C78 C81 110.7(3) . . ?
C77 C78 C81 123.4(3) . . ?
C91 C92 C54 109.1(3) . . ?
C91 C92 H92 125.4 . . ?
C54 C92 H92 125.4 . . ?
C76 C77 C78 125.9(3) . . ?
C76 C77 C82 115.8(3) . . ?
C78 C77 C82 118.1(3) . . ?
F27 C65 C64 116.5(3) . . ?
F27 C65 C66 120.9(3) . . ?
C64 C65 C66 122.6(3) . . ?
C92 C91 C55 108.4(3) . . ?
C92 C91 H91 125.8 . . ?
C55 C91 H91 125.8 . . ?
C60 C59 C58 101.1(3) . . ?
C60 C59 C67 114.1(3) . . ?
C58 C59 C67 108.9(3) . . ?
C60 C59 H59 110.8 . . ?
C58 C59 H59 110.8 . . ?
C67 C59 H59 110.8 . . ?
N6 C55 C56 123.3(3) . . ?
N6 C55 C91 106.5(3) . . ?
C56 C55 C91 130.0(3) . . ?
N9 C76 C77 124.7(3) . . ?
N9 C76 C88 107.7(3) . . ?
C77 C76 C88 127.6(3) . . ?
C89 C88 C76 106.9(3) . . ?
C89 C88 H88 126.5 . . ?
C76 C88 H88 126.5 . . ?
N9 C75 C74 125.5(3) . . ?
N9 C75 C89 106.2(3) . . ?
C74 C75 C89 128.3(3) . . ?
C80 C81 C78 106.6(3) . . ?
C80 C81 H81 126.7 . . ?
C78 C81 H81 126.7 . . ?
C75 C74 C58 126.3(3) . . ?
C75 C74 C73 117.7(3) . . ?
C58 C74 C73 116.0(3) . . ?
C54 C53 C79 127.0(3) . . ?
C54 C53 C51 116.4(3) . . ?
C79 C53 C51 116.6(3) . . ?
N8 C67 C59 112.3(3) . . ?
N8 C67 H67A 109.2 . . ?
C59 C67 H67A 109.2 . . ?
N8 C67 H67B 109.2 . . ?
C59 C67 H67B 109.2 . . ?
H67A C67 H67B 107.9 . . ?
N10 C79 C53 125.4(3) . . ?
N10 C79 C80 110.8(3) . . ?
C53 C79 C80 123.8(3) . . ?
C72 C73 C68 118.7(4) . . ?
C72 C73 C74 120.8(4) . . ?
C68 C73 C74 120.5(4) . . ?
C81 C80 C79 107.0(3) . . ?
C81 C80 H80 126.5 . . ?
C79 C80 H80 126.5 . . ?
F32 C83 C82 120.2(4) . . ?
F32 C83 C84 117.4(4) . . ?
C82 C83 C84 122.4(4) . . ?
C52 C51 C50 116.3(5) . . ?
C52 C51 C53 120.0(4) . . ?
C50 C51 C53 123.7(4) . . ?
F36 C87 C86 118.3(4) . . ?
F36 C87 C82 118.8(4) . . ?
C86 C87 C82 122.9(4) . . ?
C48 C49 C50 123.1(7) . . ?
C48 C49 F21 120.7(7) . . ?
C50 C49 F21 116.2(9) . . ?
C69 C68 N8 123.5(4) . . ?
C69 C68 C73 117.3(4) . . ?
N8 C68 C73 119.2(3) . . ?
F31 C72 C71 118.2(4) . . ?
F31 C72 C73 120.3(4) . . ?
C71 C72 C73 121.4(5) . . ?
F20 C48 C49 120.6(10) . . ?
F20 C48 C47 120.3(10) . . ?
C49 C48 C47 119.1(6) . . ?
F35 C86 C85 119.7(4) . . ?
F35 C86 C87 121.0(4) . . ?
C85 C86 C87 119.3(4) . . ?
F19 C47 C48 120.2(7) . . ?
F19 C47 C52 121.4(9) . . ?
C48 C47 C52 118.4(8) . . ?
F22 C50 C49 121.0(6) . . ?
F22 C50 C51 119.1(4) . . ?
C49 C50 C51 119.9(7) . . ?
F34 C85 C86 120.0(5) . . ?
F34 C85 C84 119.6(5) . . ?
C86 C85 C84 120.4(4) . . ?
F29 C70 C69 120.8(6) . . ?
F29 C70 C71 118.5(5) . . ?
C69 C70 C71 120.6(4) . . ?
F33 C84 C85 120.1(4) . . ?
F33 C84 C83 121.1(5) . . ?
C85 C84 C83 118.8(4) . . ?
N8 C90 H90A 109.5 . . ?
N8 C90 H90B 109.5 . . ?
H90A C90 H90B 109.5 . . ?
N8 C90 H90C 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
F30 C71 C70 121.1(4) . . ?
F30 C71 C72 120.1(5) . . ?
C70 C71 C72 118.8(5) . . ?
F28 C69 C70 116.6(4) . . ?
F28 C69 C68 120.4(5) . . ?
C70 C69 C68 122.8(5) . . ?
F23 C52 C51 120.8(4) . . ?
F23 C52 C47 115.9(6) . . ?
C51 C52 C47 123.2(7) . . ?
C15 O1 C14 108.4(3) . . ?
C33 N5 C32 104.5(3) . . ?
C9 N1 C8 111.0(3) . . ?
C9 N1 H1 124.5 . . ?
C8 N1 H1 124.5 . . ?
C29 N4 C30 110.6(3) . . ?
C29 N4 H4 124.7 . . ?
C30 N4 H4 124.7 . . ?
C11 N2 C12 107.5(3) . . ?
C22 N3 C21 120.9(5) . . ?
C22 N3 C44 122.7(6) . . ?
C21 N3 C44 108.5(6) . . ?
N3 C44 H44A 109.5 . . ?
N3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N5 C33 C7 125.5(3) . . ?
N5 C33 C34 110.6(3) . . ?
C7 C33 C34 124.0(3) . . ?
C37 C36 C41 116.2(3) . . ?
C37 C36 C31 122.5(3) . . ?
C41 C36 C31 121.2(3) . . ?
C6 C5 C4 115.2(3) . . ?
C6 C5 C7 121.6(3) . . ?
C4 C5 C7 123.2(3) . . ?
C33 C7 C8 126.7(3) . . ?
C33 C7 C5 118.2(3) . . ?
C8 C7 C5 114.9(3) . . ?
N4 C30 C31 126.3(3) . . ?
N4 C30 C42 105.6(3) . . ?
C31 C30 C42 127.9(4) . . ?
N1 C8 C7 125.4(3) . . ?
N1 C8 C46 106.4(4) . . ?
C7 C8 C46 128.1(4) . . ?
F16 C39 C38 120.6(4) . . ?
F16 C39 C40 119.0(4) . . ?
C38 C39 C40 120.3(4) . . ?
C35 C34 C33 107.0(3) . . ?
C35 C34 H34 126.5 . . ?
C33 C34 H34 126.5 . . ?
F5 C6 C1 117.8(3) . . ?
F5 C6 C5 119.2(3) . . ?
C1 C6 C5 123.0(4) . . ?
C34 C35 C32 106.8(3) . . ?
C34 C35 H35 126.6 . . ?
C32 C35 H35 126.6 . . ?
N4 C29 C28 125.3(4) . . ?
N4 C29 C43 106.4(4) . . ?
C28 C29 C43 128.2(4) . . ?
C30 C31 C32 127.2(3) . . ?
C30 C31 C36 115.5(3) . . ?
C32 C31 C36 117.3(3) . . ?
N5 C32 C31 124.0(3) . . ?
N5 C32 C35 111.1(3) . . ?
C31 C32 C35 124.6(3) . . ?
F1 C1 C2 119.9(3) . . ?
F1 C1 C6 119.9(4) . . ?
C2 C1 C6 120.1(4) . . ?
N2 C12 C28 126.3(4) . . ?
N2 C12 C13 112.3(4) . . ?
C28 C12 C13 121.2(4) . . ?
N2 C11 C10 129.1(4) . . ?
N2 C11 C14 112.1(4) . . ?
C10 C11 C14 118.7(4) . . ?
C11 C10 C9 124.4(4) . . ?
C11 C10 C20 112.9(4) . . ?
C9 C10 C20 122.2(4) . . ?
F14 C37 C36 119.8(3) . . ?
F14 C37 C38 117.0(4) . . ?
C36 C37 C38 123.2(4) . . ?
C43 C42 C30 108.4(4) . . ?
C43 C42 H42 125.8 . . ?
C30 C42 H42 125.8 . . ?
O1 C14 C11 110.6(3) . . ?
O1 C14 C13 113.1(3) . . ?
C11 C14 C13 102.9(3) . . ?
O1 C14 H14 110.0 . . ?
C11 C14 H14 110.0 . . ?
C13 C14 H14 110.0 . . ?
C46 C45 C9 109.3(4) . . ?
C46 C45 H45 125.4 . . ?
C9 C45 H45 125.4 . . ?
N1 C9 C10 124.5(3) . . ?
N1 C9 C45 105.7(4) . . ?
C10 C9 C45 129.7(4) . . ?
C42 C43 C29 108.9(4) . . ?
C42 C43 H43 125.6 . . ?
C29 C43 H43 125.6 . . ?
F4 C4 C3 118.4(4) . . ?
F4 C4 C5 119.2(4) . . ?
C3 C4 C5 122.3(4) . . ?
F15 C38 C39 120.1(4) . . ?
F15 C38 C37 121.0(4) . . ?
C39 C38 C37 118.9(4) . . ?
F18 C41 C40 118.0(4) . . ?
F18 C41 C36 119.7(4) . . ?
C40 C41 C36 122.3(4) . . ?
O1 C15 C16 116.9(5) . . ?
O1 C15 C20 121.5(4) . . ?
C16 C15 C20 121.6(5) . . ?
C19 C20 C15 116.2(4) . . ?
C19 C20 C10 125.4(4) . . ?
C15 C20 C10 118.4(4) . . ?
F9 C19 C18 117.7(5) . . ?
F9 C19 C20 120.8(4) . . ?
C18 C19 C20 121.4(5) . . ?
C45 C46 C8 107.6(4) . . ?
C45 C46 H46 126.2 . . ?
C8 C46 H46 126.2 . . ?
C12 C28 C29 125.5(4) . . ?
C12 C28 C27 116.5(4) . . ?
C29 C28 C27 118.0(4) . . ?
C14 C13 C12 100.7(3) . . ?
C14 C13 C21 114.5(4) . . ?
C12 C13 C21 107.5(3) . . ?
C14 C13 H13 111.2 . . ?
C12 C13 H13 111.2 . . ?
C21 C13 H13 111.2 . . ?
F3 C3 C2 120.7(4) . . ?
F3 C3 C4 119.3(4) . . ?
C2 C3 C4 120.0(4) . . ?
F2 C2 C1 120.7(4) . . ?
F2 C2 C3 119.9(4) . . ?
C1 C2 C3 119.4(4) . . ?
F6 C16 C17 118.0(5) . . ?
F6 C16 C15 120.9(6) . . ?
C17 C16 C15 121.0(6) . . ?
F7 C17 C16 123.0(6) . . ?
F7 C17 C18 118.5(6) . . ?
C16 C17 C18 118.5(5) . . ?
F17 C40 C41 121.1(4) . . ?
F17 C40 C39 119.8(4) . . ?
C41 C40 C39 119.1(4) . . ?
F8 C18 C19 118.9(5) . . ?
F8 C18 C17 119.9(5) . . ?
C19 C18 C17 121.2(5) . . ?
N3 C21 C13 109.3(5) . . ?
N3 C21 H21A 109.8 . . ?
C13 C21 H21A 109.8 . . ?
N3 C21 H21B 109.8 . . ?
C13 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
C23 C22 C27 120.0 . . ?
C23 C22 N3 120.7(4) . . ?
C27 C22 N3 119.3(4) . . ?
F10 C23 C24 113.8(6) . . ?
F10 C23 C22 126.0(6) . . ?
C24 C23 C22 120.0 . . ?
F11 C24 C25 120.2(6) . . ?
F11 C24 C23 119.8(6) . . ?
C25 C24 C23 120.0 . . ?
F12 C25 C24 118.0(5) . . ?
F12 C25 C26 122.0(5) . . ?
C24 C25 C26 120.0 . . ?
F13 C26 C25 118.2(4) . . ?
F13 C26 C27 121.7(4) . . ?
C25 C26 C27 120.0 . . ?
C26 C27 C22 120.0 . . ?
C26 C27 C28 122.1(3) . . ?
C22 C27 C28 117.8(3) . . ?

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
C60 O2 C61 C62 141.3(3) . . . . ?
C60 O2 C61 C66 -39.7(4) . . . . ?
O2 C61 C62 F24 -0.1(5) . . . . ?
C66 C61 C62 F24 -179.1(3) . . . . ?
O2 C61 C62 C63 178.1(3) . . . . ?
C66 C61 C62 C63 -1.0(5) . . . . ?
F25 C63 C62 F24 -0.6(5) . . . . ?
C64 C63 C62 F24 -178.8(3) . . . . ?
F25 C63 C62 C61 -178.7(3) . . . . ?
C64 C63 C62 C61 3.1(5) . . . . ?
O2 C61 C66 C65 177.6(3) . . . . ?
C62 C61 C66 C65 -3.5(5) . . . . ?
O2 C61 C66 C56 -2.8(5) . . . . ?
C62 C61 C66 C56 176.2(3) . . . . ?
F25 C63 C64 F26 1.3(5) . . . . ?
C62 C63 C64 F26 179.5(3) . . . . ?
F25 C63 C64 C65 -178.8(3) . . . . ?
C62 C63 C64 C65 -0.6(6) . . . . ?
C58 N7 C57 C56 170.6(3) . . . . ?
C58 N7 C57 C60 -5.3(4) . . . . ?
N7 C57 C56 C55 -8.3(6) . . . . ?
C60 C57 C56 C55 167.3(3) . . . . ?
N7 C57 C56 C66 -178.1(3) . . . . ?
C60 C57 C56 C66 -2.5(4) . . . . ?
C65 C66 C56 C57 -156.2(3) . . . . ?
C61 C66 C56 C57 24.2(4) . . . . ?
C65 C66 C56 C55 33.8(5) . . . . ?
C61 C66 C56 C55 -145.8(3) . . . . ?
C55 N6 C54 C53 -177.8(4) . . . . ?
C55 N6 C54 C92 0.5(4) . . . . ?
C57 N7 C58 C74 175.9(3) . . . . ?
C57 N7 C58 C59 -8.3(4) . . . . ?
C61 O2 C60 C57 58.9(3) . . . . ?
C61 O2 C60 C59 174.1(3) . . . . ?
N7 C57 C60 O2 137.5(3) . . . . ?
C56 C57 C60 O2 -38.9(4) . . . . ?
N7 C57 C60 C59 16.3(4) . . . . ?
C56 C57 C60 C59 -160.1(3) . . . . ?
C79 N10 C78 C77 170.6(4) . . . . ?
C79 N10 C78 C81 -2.0(4) . . . . ?
C53 C54 C92 C91 177.6(4) . . . . ?
N6 C54 C92 C91 -0.8(4) . . . . ?
N10 C78 C77 C76 0.6(6) . . . . ?
C81 C78 C77 C76 172.4(4) . . . . ?
N10 C78 C77 C82 -173.7(3) . . . . ?
C81 C78 C77 C82 -2.0(5) . . . . ?
C83 C82 C77 C76 89.2(4) . . . . ?
C87 C82 C77 C76 -91.5(4) . . . . ?
C83 C82 C77 C78 -95.9(4) . . . . ?
C87 C82 C77 C78 83.4(5) . . . . ?
F26 C64 C65 F27 -4.5(5) . . . . ?
C63 C64 C65 F27 175.6(3) . . . . ?
F26 C64 C65 C66 175.7(3) . . . . ?
C63 C64 C65 C66 -4.2(6) . . . . ?
C61 C66 C65 F27 -173.7(3) . . . . ?
C56 C66 C65 F27 6.7(5) . . . . ?
C61 C66 C65 C64 6.1(5) . . . . ?
C56 C66 C65 C64 -173.6(3) . . . . ?
C54 C92 C91 C55 0.7(4) . . . . ?
O2 C60 C59 C58 -138.4(3) . . . . ?
C57 C60 C59 C58 -18.8(3) . . . . ?
O2 C60 C59 C67 -21.7(4) . . . . ?
C57 C60 C59 C67 97.9(3) . . . . ?
N7 C58 C59 C60 17.8(4) . . . . ?
C74 C58 C59 C60 -166.1(3) . . . . ?
N7 C58 C59 C67 -102.7(3) . . . . ?
C74 C58 C59 C67 73.4(4) . . . . ?
C54 N6 C55 C56 -176.2(3) . . . . ?
C54 N6 C55 C91 -0.1(4) . . . . ?
C57 C56 C55 N6 17.2(5) . . . . ?
C66 C56 C55 N6 -173.8(3) . . . . ?
C57 C56 C55 C91 -157.9(4) . . . . ?
C66 C56 C55 C91 11.1(6) . . . . ?
C92 C91 C55 N6 -0.3(4) . . . . ?
C92 C91 C55 C56 175.4(4) . . . . ?
C75 N9 C76 C77 -177.7(3) . . . . ?
C75 N9 C76 C88 0.3(4) . . . . ?
C78 C77 C76 N9 7.1(6) . . . . ?
C82 C77 C76 N9 -178.4(3) . . . . ?
C78 C77 C76 C88 -170.4(4) . . . . ?
C82 C77 C76 C88 4.0(5) . . . . ?
C75 C89 C88 C76 1.8(4) . . . . ?
N9 C76 C88 C89 -1.3(4) . . . . ?
C77 C76 C88 C89 176.5(4) . . . . ?
C76 N9 C75 C74 179.2(3) . . . . ?
C76 N9 C75 C89 0.9(4) . . . . ?
C88 C89 C75 N9 -1.7(4) . . . . ?
C88 C89 C75 C74 180.0(4) . . . . ?
N10 C78 C81 C80 1.3(4) . . . . ?
C77 C78 C81 C80 -171.5(3) . . . . ?
N9 C75 C74 C58 -0.8(6) . . . . ?
C89 C75 C74 C58 177.3(4) . . . . ?
N9 C75 C74 C73 -178.6(3) . . . . ?
C89 C75 C74 C73 -0.6(6) . . . . ?
N7 C58 C74 C75 1.6(6) . . . . ?
C59 C58 C74 C75 -173.8(3) . . . . ?
N7 C58 C74 C73 179.5(3) . . . . ?
C59 C58 C74 C73 4.1(5) . . . . ?
N6 C54 C53 C79 -4.4(6) . . . . ?
C92 C54 C53 C79 177.6(4) . . . . ?
N6 C54 C53 C51 177.6(4) . . . . ?
C92 C54 C53 C51 -0.4(6) . . . . ?
C68 N8 C67 C59 -31.0(5) . . . . ?
C90 N8 C67 C59 -177.8(3) . . . . ?
C60 C59 C67 N8 -167.8(3) . . . . ?
C58 C59 C67 N8 -55.6(4) . . . . ?
C78 N10 C79 C53 -176.8(4) . . . . ?
C78 N10 C79 C80 1.9(4) . . . . ?
C54 C53 C79 N10 -8.1(7) . . . . ?
C51 C53 C79 N10 170.0(4) . . . . ?
C54 C53 C79 C80 173.4(4) . . . . ?
C51 C53 C79 C80 -8.6(6) . . . . ?
C75 C74 C73 C72 -55.7(5) . . . . ?
C58 C74 C73 C72 126.2(4) . . . . ?
C75 C74 C73 C68 125.4(4) . . . . ?
C58 C74 C73 C68 -52.7(5) . . . . ?
C78 C81 C80 C79 -0.1(4) . . . . ?
N10 C79 C80 C81 -1.2(5) . . . . ?
C53 C79 C80 C81 177.5(4) . . . . ?
C87 C82 C83 F32 179.9(4) . . . . ?
C77 C82 C83 F32 -0.8(6) . . . . ?
C87 C82 C83 C84 -1.6(6) . . . . ?
C77 C82 C83 C84 177.7(4) . . . . ?
C54 C53 C51 C52 108.0(5) . . . . ?
C79 C53 C51 C52 -70.2(5) . . . . ?
C54 C53 C51 C50 -70.9(5) . . . . ?
C79 C53 C51 C50 110.9(5) . . . . ?
C83 C82 C87 F36 179.6(4) . . . . ?
C77 C82 C87 F36 0.3(6) . . . . ?
C83 C82 C87 C86 1.0(6) . . . . ?
C77 C82 C87 C86 -178.3(4) . . . . ?
C90 N8 C68 C69 30.8(6) . . . . ?
C67 N8 C68 C69 -113.3(5) . . . . ?
C90 N8 C68 C73 -147.0(4) . . . . ?
C67 N8 C68 C73 68.8(5) . . . . ?
C72 C73 C68 C69 3.1(6) . . . . ?
C74 C73 C68 C69 -178.0(4) . . . . ?
C72 C73 C68 N8 -178.9(4) . . . . ?
C74 C73 C68 N8 -0.1(6) . . . . ?
C68 C73 C72 F31 174.9(4) . . . . ?
C74 C73 C72 F31 -3.9(6) . . . . ?
C68 C73 C72 C71 -6.8(6) . . . . ?
C74 C73 C72 C71 174.4(4) . . . . ?
C50 C49 C48 F20 179.3(4) . . . . ?
F21 C49 C48 F20 0.4(9) . . . . ?
C50 C49 C48 C47 0.6(10) . . . . ?
F21 C49 C48 C47 -178.4(5) . . . . ?
F36 C87 C86 F35 -0.1(7) . . . . ?
C82 C87 C86 F35 178.5(4) . . . . ?
F36 C87 C86 C85 -178.9(4) . . . . ?
C82 C87 C86 C85 -0.3(7) . . . . ?
F20 C48 C47 F19 1.8(9) . . . . ?
C49 C48 C47 F19 -179.4(5) . . . . ?
F20 C48 C47 C52 -178.8(5) . . . . ?
C49 C48 C47 C52 -0.1(10) . . . . ?
C48 C49 C50 F22 179.8(5) . . . . ?
F21 C49 C50 F22 -1.2(7) . . . . ?
C48 C49 C50 C51 -0.8(8) . . . . ?
F21 C49 C50 C51 178.2(4) . . . . ?
C52 C51 C50 F22 179.9(4) . . . . ?
C53 C51 C50 F22 -1.2(6) . . . . ?
C52 C51 C50 C49 0.5(6) . . . . ?
C53 C51 C50 C49 179.4(4) . . . . ?
F35 C86 C85 F34 0.7(7) . . . . ?
C87 C86 C85 F34 179.5(4) . . . . ?
F35 C86 C85 C84 -178.7(5) . . . . ?
C87 C86 C85 C84 0.1(7) . . . . ?
F34 C85 C84 F33 1.0(8) . . . . ?
C86 C85 C84 F33 -179.7(5) . . . . ?
F34 C85 C84 C83 180.0(4) . . . . ?
C86 C85 C84 C83 -0.7(8) . . . . ?
F32 C83 C84 F33 -1.0(7) . . . . ?
C82 C83 C84 F33 -179.5(4) . . . . ?
F32 C83 C84 C85 -180.0(4) . . . . ?
C82 C83 C84 C85 1.5(7) . . . . ?
F29 C70 C71 F30 -1.4(7) . . . . ?
C69 C70 C71 F30 -177.9(5) . . . . ?
F29 C70 C71 C72 176.5(4) . . . . ?
C69 C70 C71 C72 0.0(8) . . . . ?
F31 C72 C71 F30 1.5(6) . . . . ?
C73 C72 C71 F30 -176.8(4) . . . . ?
F31 C72 C71 C70 -176.4(4) . . . . ?
C73 C72 C71 C70 5.2(7) . . . . ?
F29 C70 C69 F28 -4.0(7) . . . . ?
C71 C70 C69 F28 172.4(5) . . . . ?
F29 C70 C69 C68 179.9(4) . . . . ?
C71 C70 C69 C68 -3.7(8) . . . . ?
N8 C68 C69 F28 8.2(7) . . . . ?
C73 C68 C69 F28 -173.9(4) . . . . ?
N8 C68 C69 C70 -175.9(5) . . . . ?
C73 C68 C69 C70 2.0(7) . . . . ?
C50 C51 C52 F23 -179.1(4) . . . . ?
C53 C51 C52 F23 1.9(6) . . . . ?
C50 C51 C52 C47 0.0(7) . . . . ?
C53 C51 C52 C47 -179.0(4) . . . . ?
F19 C47 C52 F23 -1.7(7) . . . . ?
C48 C47 C52 F23 179.0(5) . . . . ?
F19 C47 C52 C51 179.1(5) . . . . ?
C48 C47 C52 C51 -0.2(8) . . . . ?
C32 N5 C33 C7 -176.5(3) . . . . ?
C32 N5 C33 C34 2.0(4) . . . . ?
N5 C33 C7 C8 -4.9(6) . . . . ?
C34 C33 C7 C8 176.8(4) . . . . ?
N5 C33 C7 C5 169.8(3) . . . . ?
C34 C33 C7 C5 -8.5(5) . . . . ?
C6 C5 C7 C33 -101.2(4) . . . . ?
C4 C5 C7 C33 77.7(5) . . . . ?
C6 C5 C7 C8 74.1(5) . . . . ?
C4 C5 C7 C8 -107.0(4) . . . . ?
C29 N4 C30 C31 -175.8(3) . . . . ?
C29 N4 C30 C42 0.1(4) . . . . ?
C9 N1 C8 C7 -174.6(4) . . . . ?
C9 N1 C8 C46 1.6(4) . . . . ?
C33 C7 C8 N1 -5.9(6) . . . . ?
C5 C7 C8 N1 179.2(3) . . . . ?
C33 C7 C8 C46 178.7(4) . . . . ?
C5 C7 C8 C46 3.9(6) . . . . ?
N5 C33 C34 C35 -0.6(4) . . . . ?
C7 C33 C34 C35 177.9(3) . . . . ?
C4 C5 C6 F5 -177.7(3) . . . . ?
C7 C5 C6 F5 1.3(5) . . . . ?
C4 C5 C6 C1 0.8(6) . . . . ?
C7 C5 C6 C1 179.7(3) . . . . ?
C33 C34 C35 C32 -1.1(4) . . . . ?
C30 N4 C29 C28 178.3(4) . . . . ?
C30 N4 C29 C43 0.1(4) . . . . ?
N4 C30 C31 C32 2.9(6) . . . . ?
C42 C30 C31 C32 -172.1(4) . . . . ?
N4 C30 C31 C36 179.7(3) . . . . ?
C42 C30 C31 C36 4.7(6) . . . . ?
C37 C36 C31 C30 74.6(5) . . . . ?
C41 C36 C31 C30 -102.9(4) . . . . ?
C37 C36 C31 C32 -108.3(4) . . . . ?
C41 C36 C31 C32 74.2(5) . . . . ?
C33 N5 C32 C31 171.3(3) . . . . ?
C33 N5 C32 C35 -2.7(4) . . . . ?
C30 C31 C32 N5 2.4(6) . . . . ?
C36 C31 C32 N5 -174.4(3) . . . . ?
C30 C31 C32 C35 175.5(4) . . . . ?
C36 C31 C32 C35 -1.3(5) . . . . ?
C34 C35 C32 N5 2.4(4) . . . . ?
C34 C35 C32 C31 -171.5(3) . . . . ?
F5 C6 C1 F1 -2.0(5) . . . . ?
C5 C6 C1 F1 179.5(3) . . . . ?
F5 C6 C1 C2 177.8(3) . . . . ?
C5 C6 C1 C2 -0.7(6) . . . . ?
C11 N2 C12 C28 174.9(4) . . . . ?
C11 N2 C12 C13 -9.3(4) . . . . ?
C12 N2 C11 C10 171.2(4) . . . . ?
C12 N2 C11 C14 -5.2(4) . . . . ?
N2 C11 C10 C9 -7.9(6) . . . . ?
C14 C11 C10 C9 168.3(4) . . . . ?
N2 C11 C10 C20 179.5(4) . . . . ?
C14 C11 C10 C20 -4.4(5) . . . . ?
C41 C36 C37 F14 178.9(4) . . . . ?
C31 C36 C37 F14 1.3(6) . . . . ?
C41 C36 C37 C38 0.6(6) . . . . ?
C31 C36 C37 C38 -177.0(4) . . . . ?
N4 C30 C42 C43 -0.2(4) . . . . ?
C31 C30 C42 C43 175.6(4) . . . . ?
C15 O1 C14 C11 59.6(4) . . . . ?
C15 O1 C14 C13 174.4(3) . . . . ?
N2 C11 C14 O1 138.0(3) . . . . ?
C10 C11 C14 O1 -38.7(5) . . . . ?
N2 C11 C14 C13 16.9(4) . . . . ?
C10 C11 C14 C13 -159.8(4) . . . . ?
C8 N1 C9 C10 -177.9(4) . . . . ?
C8 N1 C9 C45 -1.7(4) . . . . ?
C11 C10 C9 N1 15.9(6) . . . . ?
C20 C10 C9 N1 -172.1(4) . . . . ?
C11 C10 C9 C45 -159.3(4) . . . . ?
C20 C10 C9 C45 12.7(7) . . . . ?
C46 C45 C9 N1 1.2(5) . . . . ?
C46 C45 C9 C10 177.0(4) . . . . ?
C30 C42 C43 C29 0.2(5) . . . . ?
N4 C29 C43 C42 -0.2(5) . . . . ?
C28 C29 C43 C42 -178.4(4) . . . . ?
C6 C5 C4 F4 -179.2(4) . . . . ?
C7 C5 C4 F4 1.8(6) . . . . ?
C6 C5 C4 C3 -1.0(6) . . . . ?
C7 C5 C4 C3 -179.9(4) . . . . ?
F16 C39 C38 F15 -1.2(6) . . . . ?
C40 C39 C38 F15 -178.8(4) . . . . ?
F16 C39 C38 C37 179.3(4) . . . . ?
C40 C39 C38 C37 1.6(7) . . . . ?
F14 C37 C38 F15 1.1(6) . . . . ?
C36 C37 C38 F15 179.4(4) . . . . ?
F14 C37 C38 C39 -179.4(4) . . . . ?
C36 C37 C38 C39 -1.0(7) . . . . ?
C37 C36 C41 F18 -179.8(3) . . . . ?
C31 C36 C41 F18 -2.2(6) . . . . ?
C37 C36 C41 C40 -0.8(6) . . . . ?
C31 C36 C41 C40 176.8(4) . . . . ?
C14 O1 C15 C16 139.1(4) . . . . ?
C14 O1 C15 C20 -40.2(5) . . . . ?
O1 C15 C20 C19 175.4(4) . . . . ?
C16 C15 C20 C19 -3.9(6) . . . . ?
O1 C15 C20 C10 -3.8(6) . . . . ?
C16 C15 C20 C10 176.9(4) . . . . ?
C11 C10 C20 C19 -152.4(4) . . . . ?
C9 C10 C20 C19 34.8(6) . . . . ?
C11 C10 C20 C15 26.7(5) . . . . ?
C9 C10 C20 C15 -146.1(4) . . . . ?
C15 C20 C19 F9 -172.9(4) . . . . ?
C10 C20 C19 F9 6.2(6) . . . . ?
C15 C20 C19 C18 4.0(6) . . . . ?
C10 C20 C19 C18 -176.8(4) . . . . ?
C9 C45 C46 C8 -0.2(5) . . . . ?
N1 C8 C46 C45 -0.8(5) . . . . ?
C7 C8 C46 C45 175.2(4) . . . . ?
N2 C12 C28 C29 0.3(7) . . . . ?
C13 C12 C28 C29 -175.1(4) . . . . ?
N2 C12 C28 C27 -179.3(4) . . . . ?
C13 C12 C28 C27 5.3(6) . . . . ?
N4 C29 C28 C12 1.0(6) . . . . ?
C43 C29 C28 C12 179.0(4) . . . . ?
N4 C29 C28 C27 -179.3(4) . . . . ?
C43 C29 C28 C27 -1.4(6) . . . . ?
O1 C14 C13 C12 -139.1(3) . . . . ?
C11 C14 C13 C12 -19.8(4) . . . . ?
O1 C14 C13 C21 -24.2(5) . . . . ?
C11 C14 C13 C21 95.1(4) . . . . ?
N2 C12 C13 C14 19.1(4) . . . . ?
C28 C12 C13 C14 -164.9(4) . . . . ?
N2 C12 C13 C21 -101.0(5) . . . . ?
C28 C12 C13 C21 75.0(6) . . . . ?
F4 C4 C3 F3 0.4(7) . . . . ?
C5 C4 C3 F3 -177.8(4) . . . . ?
F4 C4 C3 C2 179.4(4) . . . . ?
C5 C4 C3 C2 1.1(7) . . . . ?
F1 C1 C2 F2 0.4(6) . . . . ?
C6 C1 C2 F2 -179.4(3) . . . . ?
F1 C1 C2 C3 -179.4(4) . . . . ?
C6 C1 C2 C3 0.8(6) . . . . ?
F3 C3 C2 F2 -1.9(7) . . . . ?
C4 C3 C2 F2 179.2(4) . . . . ?
F3 C3 C2 C1 177.9(4) . . . . ?
C4 C3 C2 C1 -1.0(7) . . . . ?
O1 C15 C16 F6 -1.0(6) . . . . ?
C20 C15 C16 F6 178.3(4) . . . . ?
O1 C15 C16 C17 -177.7(4) . . . . ?
C20 C15 C16 C17 1.7(7) . . . . ?
F6 C16 C17 F7 3.2(7) . . . . ?
C15 C16 C17 F7 179.9(4) . . . . ?
F6 C16 C17 C18 -176.1(4) . . . . ?
C15 C16 C17 C18 0.7(7) . . . . ?
F18 C41 C40 F17 -1.0(6) . . . . ?
C36 C41 C40 F17 -180.0(4) . . . . ?
F18 C41 C40 C39 -179.6(4) . . . . ?
C36 C41 C40 C39 1.4(7) . . . . ?
F16 C39 C40 F17 1.8(6) . . . . ?
C38 C39 C40 F17 179.5(4) . . . . ?
F16 C39 C40 C41 -179.5(4) . . . . ?
C38 C39 C40 C41 -1.8(7) . . . . ?
F9 C19 C18 F8 -4.5(6) . . . . ?
C20 C19 C18 F8 178.4(4) . . . . ?
F9 C19 C18 C17 175.2(4) . . . . ?
C20 C19 C18 C17 -1.9(7) . . . . ?
F7 C17 C18 F8 -0.1(7) . . . . ?
C16 C17 C18 F8 179.1(4) . . . . ?
F7 C17 C18 C19 -179.8(4) . . . . ?
C16 C17 C18 C19 -0.5(7) . . . . ?
C22 N3 C21 C13 -31.2(7) . . . . ?
C44 N3 C21 C13 179.0(6) . . . . ?
C14 C13 C21 N3 -166.9(4) . . . . ?
C12 C13 C21 N3 -56.0(6) . . . . ?
C21 N3 C22 C23 -110.3(4) . . . . ?
C44 N3 C22 C23 35.2(6) . . . . ?
C21 N3 C22 C27 69.1(5) . . . . ?
C44 N3 C22 C27 -145.4(5) . . . . ?
C27 C22 C23 F10 -175.9(4) . . . . ?
N3 C22 C23 F10 3.4(4) . . . . ?
C27 C22 C23 C24 0.0 . . . . ?
N3 C22 C23 C24 179.4(4) . . . . ?
F10 C23 C24 F11 -3.8(4) . . . . ?
C22 C23 C24 F11 179.8(4) . . . . ?
F10 C23 C24 C25 176.4(4) . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
F11 C24 C25 F12 -0.1(4) . . . . ?
C23 C24 C25 F12 179.7(4) . . . . ?
F11 C24 C25 C26 -179.8(4) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
F12 C25 C26 F13 4.5(4) . . . . ?
C24 C25 C26 F13 -175.9(4) . . . . ?
F12 C25 C26 C27 -179.6(4) . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
F13 C26 C27 C22 175.7(4) . . . . ?
C25 C26 C27 C22 0.0 . . . . ?
F13 C26 C27 C28 -6.2(4) . . . . ?
C25 C26 C27 C28 178.1(3) . . . . ?
C23 C22 C27 C26 0.0 . . . . ?
N3 C22 C27 C26 -179.4(4) . . . . ?
C23 C22 C27 C28 -178.2(3) . . . . ?
N3 C22 C27 C28 2.4(4) . . . . ?
C12 C28 C27 C26 126.5(4) . . . . ?
C29 C28 C27 C26 -53.1(4) . . . . ?
C12 C28 C27 C22 -55.4(4) . . . . ?
C29 C28 C27 C22 125.0(3) . . . . ?

_refine_diff_density_max         0.893
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.057


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.055 0.446 0.054 628 152 ' '
_platon_squeeze_details          
;
;

