# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L3-DMSO
_database_code_depnum_ccdc_archive 'CCDC 1016980'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#Claudia Caltagirone
#Refcode: MAR115_AcO-

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 F12 N4 O2, C2 H6 O S'
_chemical_formula_sum            'C28 H24 F12 N4 O3 S'
_chemical_formula_weight         724.57

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   26.454(2)
_cell_length_b                   12.7445(9)
_cell_length_c                   8.9389(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.842(3)
_cell_angle_gamma                90
_cell_volume                     3002.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16814
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Blade
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_reflns_number            18400
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_av_R_equivalents  0.1488
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.946
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3436
_reflns_number_gt                2709
_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       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'

_refine_special_details          
;
 One CF3 group and the DMSO solvent are disordered, and as such various
 geometrical (DFIX, SADI) and displacement (SIMU) restraints have been
 used and some of those atoms are left as isotropic. 
 Both merohedral and non-merohedral twinning were investigated for this
 sample, but no viable twin law was discovered.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0778P)²+7.9458P] 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         3436
_refine_ls_number_parameters     251
_refine_ls_number_restraints     93
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0751
_refine_ls_wR_factor_ref         0.2007
_refine_ls_wR_factor_gt          0.1893
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.108
_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
C1 C 0.5000 0.5541(3) 0.2500 0.0229(7) Uani 1 2 d S T P . .
H1 H 0.5000 0.6286 0.2500 0.027 Uiso 1 2 calc R U P . .
C2 C 0.46326(9) 0.5012(2) 0.1580(3) 0.0217(5) Uani 1 1 d . . . . .
C3 C 0.46353(10) 0.3924(2) 0.1584(3) 0.0246(6) Uani 1 1 d . . . . .
H3 H 0.4389 0.3547 0.0964 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5000 0.3386(3) 0.2500 0.0272(8) Uani 1 2 d S T P . .
H4 H 0.5000 0.2641 0.2500 0.033 Uiso 1 2 calc R U P . .
C5 C 0.42583(10) 0.5662(2) 0.0607(3) 0.0250(6) Uani 1 1 d . . . . .
H5A H 0.4101 0.6177 0.1254 0.030 Uiso 1 1 calc R U . . .
H5B H 0.4447 0.6061 -0.0115 0.030 Uiso 1 1 calc R U . . .
C6 C 0.34447(10) 0.4784(2) 0.0425(3) 0.0213(5) Uani 1 1 d . . . . .
C7 C 0.25882(10) 0.4028(2) -0.0164(3) 0.0220(5) Uani 1 1 d . . . . .
C8 C 0.22047(10) 0.3943(2) -0.1322(3) 0.0244(6) Uani 1 1 d . . . . .
H8 H 0.2271 0.4120 -0.2318 0.029 Uiso 1 1 calc R U . . .
C9 C 0.17265(11) 0.3602(2) -0.1029(3) 0.0256(6) Uani 1 1 d . . . . .
C10 C 0.16146(11) 0.3335(2) 0.0413(3) 0.0276(6) Uani 1 1 d . . . . .
H10 H 0.1285 0.3101 0.0608 0.033 Uiso 1 1 calc R U . . .
C11 C 0.19983(11) 0.3420(2) 0.1552(3) 0.0267(6) Uani 1 1 d . . . . .
C12 C 0.24847(10) 0.3749(2) 0.1295(3) 0.0237(5) Uani 1 1 d . . . . .
H12 H 0.2743 0.3785 0.2098 0.028 Uiso 1 1 calc R U . . .
C13 C 0.13212(12) 0.3510(3) -0.2304(3) 0.0332(7) Uani 1 1 d . . . . .
C14 C 0.18869(12) 0.3130(3) 0.3132(3) 0.0333(7) Uani 1 1 d D . . . .
F1 F 0.13471(9) 0.26044(18) -0.3032(3) 0.0560(6) Uani 1 1 d D . . . .
F2 F 0.13575(8) 0.42613(18) -0.3329(2) 0.0455(5) Uani 1 1 d D . . . .
F3 F 0.08545(7) 0.3567(2) -0.1856(2) 0.0505(6) Uani 1 1 d D . . . .
F4 F 0.14513(12) 0.3547(4) 0.3488(3) 0.0774(15) Uani 0.903(7) 1 d D . P A 1
F5 F 0.18660(18) 0.2128(2) 0.3345(3) 0.0658(12) Uani 0.903(7) 1 d D . P A 1
F6 F 0.22310(11) 0.3504(2) 0.4174(2) 0.0461(9) Uani 0.903(7) 1 d D . P A 1
N1 N 0.38578(8) 0.5084(2) -0.0229(2) 0.0247(5) Uani 1 1 d . . . . .
H1A H 0.3886 0.4927 -0.1177 0.030 Uiso 1 1 calc R U . . .
N2 N 0.30605(8) 0.43787(19) -0.0534(2) 0.0236(5) Uani 1 1 d . . . . .
H2 H 0.3119 0.4336 -0.1486 0.028 Uiso 1 1 calc R U . . .
O1 O 0.34130(7) 0.48593(16) 0.18016(19) 0.0238(4) Uani 1 1 d . . . . .
F24 F 0.1950(13) 0.3877(18) 0.406(3) 0.069(9) Uiso 0.097(7) 1 d D . P A 2
F25 F 0.1412(5) 0.2873(17) 0.313(2) 0.034(6) Uiso 0.097(7) 1 d D . P A 2
F26 F 0.2163(10) 0.2286(17) 0.345(3) 0.049(7) Uiso 0.097(7) 1 d D . P A 2
C101 C 0.0158(10) 0.383(2) 0.3733(14) 0.143(8) Uiso 0.406(6) 1 d D U P B -1
H10A H 0.0487 0.3817 0.4328 0.214 Uiso 0.406(6) 1 calc R U P B -1
H10B H -0.0032 0.3191 0.3930 0.214 Uiso 0.406(6) 1 calc R U P B -1
H10C H -0.0035 0.4446 0.4010 0.214 Uiso 0.406(6) 1 calc R U P B -1
C102 C -0.0342(5) 0.3760(15) 0.0807(18) 0.102(5) Uiso 0.406(6) 1 d D U P B -1
H10D H -0.0310 0.3881 -0.0264 0.152 Uiso 0.406(6) 1 calc R U P B -1
H10E H -0.0577 0.4275 0.1176 0.152 Uiso 0.406(6) 1 calc R U P B -1
H10F H -0.0473 0.3051 0.0950 0.152 Uiso 0.406(6) 1 calc R U P B -1
O101 O 0.0486(3) 0.2828(5) 0.1556(7) 0.0509(19) Uiso 0.406(6) 1 d D U P B -1
S101 S 0.0256(3) 0.3892(6) 0.1810(9) 0.109(3) Uani 0.406(6) 1 d D U P B -1
C201 C 0.021(2) 0.471(4) 0.319(5) 0.105(15) Uiso 0.094(6) 1 d D U P B -2
H20A H 0.0528 0.4739 0.3847 0.157 Uiso 0.094(6) 1 calc R U P B -2
H20B H -0.0064 0.4474 0.3774 0.157 Uiso 0.094(6) 1 calc R U P B -2
H20C H 0.0134 0.5404 0.2772 0.157 Uiso 0.094(6) 1 calc R U P B -2
C202 C 0.040(2) 0.466(4) 0.023(5) 0.112(16) Uiso 0.094(6) 1 d D U P B -2
H20D H 0.0709 0.4454 -0.0203 0.168 Uiso 0.094(6) 1 calc R U P B -2
H20E H 0.0430 0.5383 0.0607 0.168 Uiso 0.094(6) 1 calc R U P B -2
H20F H 0.0111 0.4623 -0.0542 0.168 Uiso 0.094(6) 1 calc R U P B -2
O201 O 0.0819(13) 0.340(4) 0.215(5) 0.138(15) Uiso 0.094(6) 1 d D U P B -2
S201 S 0.0284(5) 0.3813(10) 0.1721(11) 0.022(3) Uiso 0.094(6) 1 d D U P B -2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.393(3) . ?
C1 C2 1.393(3) 2_655 ?
C1 H1 0.9500 . ?
C2 C3 1.386(4) . ?
C2 C5 1.509(4) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 C3 1.392(3) 2_655 ?
C4 H4 0.9500 . ?
C5 N1 1.445(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 O1 1.244(3) . ?
C6 N1 1.338(3) . ?
C6 N2 1.373(3) . ?
C7 C8 1.391(4) . ?
C7 N2 1.393(3) . ?
C7 C12 1.401(3) . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(4) . ?
C9 C13 1.502(4) . ?
C10 C11 1.380(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(4) . ?
C11 C14 1.513(4) . ?
C12 H12 0.9500 . ?
C13 F1 1.330(4) . ?
C13 F3 1.332(4) . ?
C13 F2 1.334(4) . ?
C14 F24 1.264(13) . ?
C14 F5 1.293(4) . ?
C14 F25 1.299(12) . ?
C14 F26 1.317(13) . ?
C14 F4 1.331(4) . ?
C14 F6 1.334(4) . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?
C101 S101 1.762(9) . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C102 S101 1.761(9) . ?
C102 H10D 0.9800 . ?
C102 H10E 0.9800 . ?
C102 H10F 0.9800 . ?
O101 S101 1.511(10) . ?
C201 S201 1.762(9) . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 0.9800 . ?
C202 S201 1.761(9) . ?
C202 H20D 0.9800 . ?
C202 H20E 0.9800 . ?
C202 H20F 0.9800 . ?
O201 S201 1.53(2) . ?

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
C2 C1 C2 122.2(4) . 2_655 ?
C2 C1 H1 118.9 . . ?
C2 C1 H1 118.9 2_655 . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 C5 123.6(2) . . ?
C1 C2 C5 117.8(3) . . ?
C2 C3 C4 119.8(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C3 121.0(4) 2_655 . ?
C3 C4 H4 119.5 2_655 . ?
C3 C4 H4 119.5 . . ?
N1 C5 C2 115.8(2) . . ?
N1 C5 H5A 108.3 . . ?
C2 C5 H5A 108.3 . . ?
N1 C5 H5B 108.3 . . ?
C2 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
O1 C6 N1 122.4(2) . . ?
O1 C6 N2 122.6(2) . . ?
N1 C6 N2 115.1(2) . . ?
C8 C7 N2 117.4(2) . . ?
C8 C7 C12 119.1(2) . . ?
N2 C7 C12 123.5(2) . . ?
C9 C8 C7 120.3(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.5(2) . . ?
C8 C9 C13 119.1(2) . . ?
C10 C9 C13 119.4(3) . . ?
C11 C10 C9 117.7(3) . . ?
C11 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C10 C11 C12 122.3(2) . . ?
C10 C11 C14 118.7(3) . . ?
C12 C11 C14 118.9(3) . . ?
C11 C12 C7 119.1(2) . . ?
C11 C12 H12 120.5 . . ?
C7 C12 H12 120.5 . . ?
F1 C13 F3 106.4(3) . . ?
F1 C13 F2 106.1(3) . . ?
F3 C13 F2 106.8(3) . . ?
F1 C13 C9 112.1(3) . . ?
F3 C13 C9 112.8(3) . . ?
F2 C13 C9 112.2(2) . . ?
F24 C14 F25 105.3(15) . . ?
F24 C14 F26 115.9(17) . . ?
F25 C14 F26 108.2(14) . . ?
F5 C14 F4 108.1(3) . . ?
F5 C14 F6 106.6(3) . . ?
F4 C14 F6 104.2(3) . . ?
F24 C14 C11 113.8(14) . . ?
F5 C14 C11 113.1(3) . . ?
F25 C14 C11 109.0(9) . . ?
F26 C14 C11 104.5(12) . . ?
F4 C14 C11 111.5(3) . . ?
F6 C14 C11 112.9(2) . . ?
C6 N1 C5 120.7(2) . . ?
C6 N1 H1A 119.7 . . ?
C5 N1 H1A 119.7 . . ?
C6 N2 C7 127.1(2) . . ?
C6 N2 H2 116.4 . . ?
C7 N2 H2 116.4 . . ?
S101 C101 H10A 109.5 . . ?
S101 C101 H10B 109.5 . . ?
H10A C101 H10B 109.5 . . ?
S101 C101 H10C 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
S101 C102 H10D 109.5 . . ?
S101 C102 H10E 109.5 . . ?
H10D C102 H10E 109.5 . . ?
S101 C102 H10F 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
O101 S101 C102 101.1(7) . . ?
O101 S101 C101 101.5(9) . . ?
C102 S101 C101 107.0(12) . . ?
S201 C201 H20A 109.5 . . ?
S201 C201 H20B 109.5 . . ?
H20A C201 H20B 109.5 . . ?
S201 C201 H20C 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
S201 C202 H20D 109.5 . . ?
S201 C202 H20E 109.5 . . ?
H20D C202 H20E 109.5 . . ?
S201 C202 H20F 109.5 . . ?
H20D C202 H20F 109.5 . . ?
H20E C202 H20F 109.5 . . ?
O201 S201 C202 101.1(13) . . ?
O201 S201 C201 100.9(13) . . ?
C202 S201 C201 101.7(16) . . ?

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
C2 C1 C2 C3 -0.07(17) 2_655 . . . ?
C2 C1 C2 C5 -178.9(2) 2_655 . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C5 C2 C3 C4 178.9(2) . . . . ?
C2 C3 C4 C3 -0.07(17) . . . 2_655 ?
C3 C2 C5 N1 6.4(4) . . . . ?
C1 C2 C5 N1 -174.78(18) . . . . ?
N2 C7 C8 C9 -179.9(3) . . . . ?
C12 C7 C8 C9 0.9(4) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
C7 C8 C9 C13 -179.6(3) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C13 C9 C10 C11 179.4(3) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
C9 C10 C11 C14 -179.8(3) . . . . ?
C10 C11 C12 C7 1.5(4) . . . . ?
C14 C11 C12 C7 -179.4(3) . . . . ?
C8 C7 C12 C11 -1.6(4) . . . . ?
N2 C7 C12 C11 179.2(3) . . . . ?
C8 C9 C13 F1 83.8(3) . . . . ?
C10 C9 C13 F1 -95.7(3) . . . . ?
C8 C9 C13 F3 -156.2(3) . . . . ?
C10 C9 C13 F3 24.3(4) . . . . ?
C8 C9 C13 F2 -35.4(4) . . . . ?
C10 C9 C13 F2 145.0(3) . . . . ?
C10 C11 C14 F24 -119.7(17) . . . . ?
C12 C11 C14 F24 61.2(17) . . . . ?
C10 C11 C14 F5 76.0(4) . . . . ?
C12 C11 C14 F5 -103.2(4) . . . . ?
C10 C11 C14 F25 -2.5(11) . . . . ?
C12 C11 C14 F25 178.4(11) . . . . ?
C10 C11 C14 F26 113.0(14) . . . . ?
C12 C11 C14 F26 -66.2(14) . . . . ?
C10 C11 C14 F4 -46.1(4) . . . . ?
C12 C11 C14 F4 134.7(4) . . . . ?
C10 C11 C14 F6 -162.9(3) . . . . ?
C12 C11 C14 F6 17.9(4) . . . . ?
O1 C6 N1 C5 -9.7(4) . . . . ?
N2 C6 N1 C5 170.9(2) . . . . ?
C2 C5 N1 C6 81.8(3) . . . . ?
O1 C6 N2 C7 1.9(4) . . . . ?
N1 C6 N2 C7 -178.6(3) . . . . ?
C8 C7 N2 C6 161.3(3) . . . . ?
C12 C7 N2 C6 -19.5(4) . . . . ?

_refine_diff_density_max         0.486
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L4-A
_database_code_depnum_ccdc_archive 'CCDC 1016981'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#Claudia Caltagirone
#Refcode: MAR117-2


_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H17 F12 N5 O2'
_chemical_formula_sum            'C25 H17 F12 N5 O2'
_chemical_formula_weight         647.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

_cell_length_a                   11.4364(9)
_cell_length_b                   12.8183(10)
_cell_length_c                   9.0313(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.463(2)
_cell_angle_gamma                90
_cell_volume                     1301.93(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8813
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Rod
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_F_000             652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.166
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.798
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_reflns_number            9371
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.092
_diffrn_reflns_theta_max         27.467
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2968
_reflns_number_gt                2493
_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       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'

_refine_special_details          
;
 The CF3 groups are disordered, and as such various geometrical (DFIX, 
 SADI) and displacement (SIMU) restraints have been used and some of
 those atoms are left as isotropic. 

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+0.5947P] 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         2968
_refine_ls_number_parameters     226
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.097
_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
C1 C 0.0000 0.91595(17) 0.2500 0.0264(4) Uani 1 2 d S T P . .
H1 H 0.0000 0.9901 0.2500 0.032 Uiso 1 2 calc R U P . .
C2 C 0.03605(13) 0.86129(11) 0.38276(16) 0.0234(3) Uani 1 1 d . . . . .
H2 H 0.0618 0.8971 0.4750 0.028 Uiso 1 1 calc R U . . .
C3 C 0.03373(11) 0.75291(11) 0.37820(15) 0.0188(3) Uani 1 1 d . . . . .
C4 C 0.06760(13) 0.68983(11) 0.52125(15) 0.0213(3) Uani 1 1 d . . . . .
H4A H 0.1276 0.7285 0.5935 0.026 Uiso 1 1 calc R U . . .
H4B H -0.0034 0.6793 0.5681 0.026 Uiso 1 1 calc R U . . .
C5 C 0.16763(11) 0.52695(11) 0.60118(14) 0.0179(3) Uani 1 1 d . . . . .
C6 C 0.27000(12) 0.35702(11) 0.64300(14) 0.0186(3) Uani 1 1 d . . . . .
C7 C 0.33220(12) 0.37067(11) 0.78992(15) 0.0197(3) Uani 1 1 d . . . . .
H7 H 0.3435 0.4385 0.8325 0.024 Uiso 1 1 calc R U . . .
C8 C 0.37735(12) 0.28340(11) 0.87309(15) 0.0210(3) Uani 1 1 d . . . . .
C9 C 0.36402(13) 0.18366(11) 0.81355(16) 0.0221(3) Uani 1 1 d . . . . .
H9 H 0.3940 0.1248 0.8724 0.027 Uiso 1 1 calc R U . . .
C10 C 0.30552(12) 0.17172(11) 0.66511(16) 0.0214(3) Uani 1 1 d . . . . .
C11 C 0.25943(12) 0.25697(11) 0.58034(15) 0.0206(3) Uani 1 1 d . . . . .
H11 H 0.2204 0.2475 0.4790 0.025 Uiso 1 1 calc R U . . .
C12 C 0.43984(14) 0.29880(12) 1.03301(16) 0.0264(3) Uani 1 1 d D U . . .
C13 C 0.29437(14) 0.06480(12) 0.59624(17) 0.0270(3) Uani 1 1 d D U . . .
F1 F 0.36481(11) 0.31294(17) 1.12721(11) 0.0423(5) Uani 0.906(5) 1 d D U P A 1
F2 F 0.51108(14) 0.38431(9) 1.04728(13) 0.0409(5) Uani 0.906(5) 1 d D U P A 1
F3 F 0.5098(2) 0.21843(18) 1.0838(2) 0.0305(4) Uani 0.906(5) 1 d D U P A 1
F4 F 0.25836(16) -0.00608(9) 0.68500(16) 0.0445(4) Uani 0.924(4) 1 d D U P B 1
F5 F 0.39460(11) 0.03154(10) 0.5591(2) 0.0516(5) Uani 0.924(4) 1 d D U P B 1
F6 F 0.21186(14) 0.06170(9) 0.46835(13) 0.0429(4) Uani 0.924(4) 1 d D U P B 1
N1 N 0.0000 0.69939(13) 0.2500 0.0187(3) Uani 1 2 d S T P . .
N2 N 0.11539(10) 0.58988(9) 0.48896(12) 0.0190(2) Uani 1 1 d . . . . .
H2A H 0.1103 0.5698 0.3948 0.023 Uiso 1 1 calc R U . . .
N3 N 0.22006(11) 0.44004(9) 0.55236(12) 0.0213(3) Uani 1 1 d . . . . .
H3 H 0.2224 0.4363 0.4557 0.026 Uiso 1 1 calc R U . . .
O1 O 0.16809(9) 0.54648(8) 0.73531(10) 0.0210(2) Uani 1 1 d . . . . .
F21 F 0.3475(10) 0.2572(13) 1.1136(16) 0.041(4) Uiso 0.094(5) 1 d D U P A 2
F22 F 0.4483(13) 0.3909(7) 1.0816(13) 0.038(3) Uiso 0.094(5) 1 d D U P A 2
F23 F 0.5296(16) 0.2376(16) 1.085(3) 0.039(7) Uiso 0.094(5) 1 d D U P A 2
F24 F 0.216(2) 0.002(2) 0.634(3) 0.096(9) Uiso 0.076(4) 1 d D U P B 2
F25 F 0.4002(12) 0.0121(14) 0.650(2) 0.057(5) Uiso 0.076(4) 1 d D U P B 2
F26 F 0.2857(16) 0.0632(12) 0.4513(12) 0.042(4) Uiso 0.076(4) 1 d D U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3852(18) . ?
C1 C2 1.3852(18) 2 ?
C1 H1 0.9500 . ?
C2 C3 1.390(2) . ?
C2 H2 0.9500 . ?
C3 N1 1.3408(16) . ?
C3 C4 1.5137(19) . ?
C4 N2 1.4433(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 O1 1.2360(16) . ?
C5 N2 1.3472(17) . ?
C5 N3 1.3752(18) . ?
C6 C7 1.3980(18) . ?
C6 C11 1.398(2) . ?
C6 N3 1.3996(17) . ?
C7 C8 1.393(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(2) . ?
C8 C12 1.5035(19) . ?
C9 C10 1.394(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(2) . ?
C10 C13 1.501(2) . ?
C11 H11 0.9500 . ?
C12 F22 1.257(9) . ?
C12 F23 1.309(13) . ?
C12 F1 1.3259(19) . ?
C12 F3 1.334(2) . ?
C12 F2 1.358(2) . ?
C12 F21 1.486(10) . ?
C13 F26 1.294(11) . ?
C13 F24 1.299(14) . ?
C13 F5 1.3221(19) . ?
C13 F4 1.3257(19) . ?
C13 F6 1.3529(19) . ?
C13 F25 1.395(12) . ?
N1 C3 1.3408(16) 2 ?
N2 H2A 0.8800 . ?
N3 H3 0.8800 . ?

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
C2 C1 C2 119.23(19) . 2 ?
C2 C1 H1 120.4 . . ?
C2 C1 H1 120.4 2 . ?
C1 C2 C3 118.60(14) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
N1 C3 C2 122.55(13) . . ?
N1 C3 C4 116.91(13) . . ?
C2 C3 C4 120.53(12) . . ?
N2 C4 C3 110.45(11) . . ?
N2 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
N2 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
O1 C5 N2 122.58(13) . . ?
O1 C5 N3 123.63(12) . . ?
N2 C5 N3 113.80(11) . . ?
C7 C6 C11 119.38(12) . . ?
C7 C6 N3 122.91(13) . . ?
C11 C6 N3 117.68(12) . . ?
C8 C7 C6 119.09(13) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 121.87(13) . . ?
C9 C8 C12 119.60(13) . . ?
C7 C8 C12 118.51(13) . . ?
C8 C9 C10 118.34(13) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 120.93(13) . . ?
C11 C10 C13 119.81(13) . . ?
C9 C10 C13 119.26(13) . . ?
C10 C11 C6 120.31(12) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
F22 C12 F23 115.7(12) . . ?
F1 C12 F3 107.61(16) . . ?
F1 C12 F2 106.01(14) . . ?
F3 C12 F2 106.18(17) . . ?
F22 C12 F21 100.5(8) . . ?
F23 C12 F21 101.1(12) . . ?
F22 C12 C8 116.8(5) . . ?
F23 C12 C8 117.9(13) . . ?
F1 C12 C8 112.60(13) . . ?
F3 C12 C8 112.33(15) . . ?
F2 C12 C8 111.69(13) . . ?
F21 C12 C8 99.6(6) . . ?
F26 C13 F24 108.9(14) . . ?
F5 C13 F4 108.15(15) . . ?
F5 C13 F6 106.03(14) . . ?
F4 C13 F6 104.54(14) . . ?
F26 C13 F25 104.4(10) . . ?
F24 C13 F25 101.8(14) . . ?
F26 C13 C10 114.7(7) . . ?
F24 C13 C10 118.2(15) . . ?
F5 C13 C10 112.79(13) . . ?
F4 C13 C10 112.80(13) . . ?
F6 C13 C10 111.98(13) . . ?
F25 C13 C10 107.1(8) . . ?
C3 N1 C3 118.44(17) 2 . ?
C5 N2 C4 120.79(11) . . ?
C5 N2 H2A 119.6 . . ?
C4 N2 H2A 119.6 . . ?
C5 N3 C6 125.72(11) . . ?
C5 N3 H3 117.1 . . ?
C6 N3 H3 117.1 . . ?

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
C2 C1 C2 C3 -0.58(9) 2 . . . ?
C1 C2 C3 N1 1.22(19) . . . . ?
C1 C2 C3 C4 -177.55(11) . . . . ?
N1 C3 C4 N2 29.58(15) . . . . ?
C2 C3 C4 N2 -151.59(13) . . . . ?
C11 C6 C7 C8 -3.1(2) . . . . ?
N3 C6 C7 C8 178.96(13) . . . . ?
C6 C7 C8 C9 1.1(2) . . . . ?
C6 C7 C8 C12 -177.61(13) . . . . ?
C7 C8 C9 C10 1.2(2) . . . . ?
C12 C8 C9 C10 179.87(13) . . . . ?
C8 C9 C10 C11 -1.5(2) . . . . ?
C8 C9 C10 C13 177.55(13) . . . . ?
C9 C10 C11 C6 -0.5(2) . . . . ?
C13 C10 C11 C6 -179.57(13) . . . . ?
C7 C6 C11 C10 2.8(2) . . . . ?
N3 C6 C11 C10 -179.08(12) . . . . ?
C9 C8 C12 F22 -179.3(8) . . . . ?
C7 C8 C12 F22 -0.6(8) . . . . ?
C9 C8 C12 F23 35.8(12) . . . . ?
C7 C8 C12 F23 -145.5(12) . . . . ?
C9 C8 C12 F1 -100.57(18) . . . . ?
C7 C8 C12 F1 78.1(2) . . . . ?
C9 C8 C12 F3 21.1(2) . . . . ?
C7 C8 C12 F3 -160.20(18) . . . . ?
C9 C8 C12 F2 140.29(15) . . . . ?
C7 C8 C12 F2 -41.02(19) . . . . ?
C9 C8 C12 F21 -72.2(6) . . . . ?
C7 C8 C12 F21 106.5(6) . . . . ?
C11 C10 C13 F26 26.2(9) . . . . ?
C9 C10 C13 F26 -152.8(9) . . . . ?
C11 C10 C13 F24 -104.3(15) . . . . ?
C9 C10 C13 F24 76.6(15) . . . . ?
C11 C10 C13 F5 103.19(18) . . . . ?
C9 C10 C13 F5 -75.86(19) . . . . ?
C11 C10 C13 F4 -133.91(16) . . . . ?
C9 C10 C13 F4 47.0(2) . . . . ?
C11 C10 C13 F6 -16.3(2) . . . . ?
C9 C10 C13 F6 164.63(14) . . . . ?
C11 C10 C13 F25 141.6(9) . . . . ?
C9 C10 C13 F25 -37.4(10) . . . . ?
C2 C3 N1 C3 -0.62(10) . . . 2 ?
C4 C3 N1 C3 178.19(13) . . . 2 ?
O1 C5 N2 C4 6.6(2) . . . . ?
N3 C5 N2 C4 -173.24(12) . . . . ?
C3 C4 N2 C5 170.10(12) . . . . ?
O1 C5 N3 C6 6.9(2) . . . . ?
N2 C5 N3 C6 -173.32(13) . . . . ?
C7 C6 N3 C5 -36.7(2) . . . . ?
C11 C6 N3 C5 145.29(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1 0.88 2.25 3.0278(14) 146.7 4_565
N3 H3 O1 0.88 1.99 2.8220(14) 158.1 4_565

_refine_diff_density_max         0.390
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.050

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L4-MeOH
_database_code_depnum_ccdc_archive 'CCDC 1016982'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_date             2014-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H17 F12 N5 O2'
_chemical_formula_sum            'C25 H17 F12 N5 O2'
_chemical_formula_weight         647.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.210(7)
_cell_length_b                   12.739(3)
_cell_length_c                   8.981(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.618(5)
_cell_angle_gamma                90
_cell_volume                     2978.7(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3021
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.3
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.524
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10448
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         2.823
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
scan:
	Number of images: 111
	           Slice: -89.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -60.0000
	             XTD: 44.8671
	          2theta: -16.8179
scan:
	Number of images: 79
	           Slice: -29.0000 - 50.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: 60.0000
	             XTD: 44.8671
	          2theta: -16.8179
scan:
	Number of images: 20
	           Slice: -20.0000 - 0.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -180.0000
	             XTD: 44.8671
	          2theta: -16.8179
scan:
	Number of images: 20
	           Slice: -27.0000 - -7.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -18.0000
	             Phi: 60.0000
	             XTD: 44.8671
	          2theta: -16.8179
scan:
	Number of images: 61
	           Slice: -40.0000 - 21.0000
	     Image width: 1.0000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 18.0000
	             Phi: 60.0000
	             XTD: 44.8671
	          2theta: -16.8179
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.018357
_diffrn_orient_matrix_UB_12      0.030416
_diffrn_orient_matrix_UB_13      0.014599
_diffrn_orient_matrix_UB_21      -0.000392
_diffrn_orient_matrix_UB_22      0.033774
_diffrn_orient_matrix_UB_23      -0.070861
_diffrn_orient_matrix_UB_31      -0.103977
_diffrn_orient_matrix_UB_32      -0.038018
_diffrn_orient_matrix_UB_33      -0.017545
_diffrn_radiation_collimation    0.8
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2513
_reflns_number_total             3417
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3417
_refine_ls_number_restraints     281
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0646
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1354P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1945
_refine_ls_wR_factor_ref         0.2048
_refine_special_details          
;
SMTBX used to eliminate residual electron density associated with unidentified solvent-likely to be MeOH
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 N3-H3 = N2-H2A
 0.88 with sigma of 0.02
3. Rigid bond restraints
 C6, O1, C5, N3, N2, H3, H2A, C4, C7, C11, H11, C10, C3, H4A, H4B, H7, C8, C9,
 C13, N1, C2, C12, F3A, F1, F1A, F3, F2A, F2, H9, F5, F4, F6, F6A, F4A, F5A, C1,
  H2, H1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F1 \\sim F1A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
5. Rigid body (RIGU) restrains
 C8, O1, C5, N3, N2, H3, C6, H2A, C4, C7, C11, C3, H4A, H4B, H7, H11, C10, N1,
 C2, C9, C12, F1, F3, F2, C13, H9, C1, H2, F5, F4, F6, F6A, F4A, F5A, H1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(2)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(2)
7.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C7(H7), C9(H9), C11(H11)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5000 0.1558(2) 0.2500 0.0489(8) Uani 1 2 d S TU P . .
H1 H 0.5000 0.2304 0.2500 0.059 Uiso 1 2 calc RS TU P . .
C2 C 0.46274(7) 0.10079(16) 0.1592(3) 0.0449(5) Uani 1 1 d . U . . .
H2 H 0.4370 0.1367 0.0956 0.054 Uiso 1 1 calc R U . . .
C3 C 0.46414(7) -0.00767(15) 0.1636(2) 0.0387(5) Uani 1 1 d . U . . .
C4 C 0.42524(8) -0.07683(17) 0.0712(3) 0.0435(5) Uani 1 1 d . U . . .
H4A H 0.4436 -0.1205 0.0033 0.052 Uiso 1 1 calc R U . . .
H4B H 0.4095 -0.1248 0.1397 0.052 Uiso 1 1 calc R U . . .
C5 C 0.34396(7) 0.01645(14) 0.0453(2) 0.0356(4) Uani 1 1 d . U . . .
C6 C 0.25800(7) 0.09590(14) -0.0221(2) 0.0376(5) Uani 1 1 d . U . . .
C7 C 0.24737(8) 0.12327(15) 0.1209(2) 0.0397(5) Uani 1 1 d . U . . .
H7 H 0.2735 0.1189 0.2032 0.048 Uiso 1 1 calc R U . . .
C8 C 0.19838(8) 0.15704(15) 0.1431(3) 0.0433(5) Uani 1 1 d . U . . .
C9 C 0.15972(8) 0.16646(16) 0.0226(3) 0.0462(5) Uani 1 1 d . U . . .
H9 H 0.1262 0.1890 0.0381 0.055 Uiso 1 1 calc R U . . .
C10 C 0.17150(8) 0.14223(15) -0.1185(3) 0.0450(5) Uani 1 1 d . U . . .
C11 C 0.22007(7) 0.10721(15) -0.1439(3) 0.0400(5) Uani 1 1 d . U . . .
H11 H 0.2273 0.0912 -0.2427 0.048 Uiso 1 1 calc R U . . .
C12 C 0.18641(10) 0.18372(18) 0.2973(3) 0.0524(6) Uani 1 1 d . U . . .
C13 C 0.13151(9) 0.15337(19) -0.2519(3) 0.0551(6) Uani 1 1 d . U . . .
F1 F 0.2175(5) 0.1409(8) 0.4027(9) 0.062(2) Uani 0.51(3) 1 d . U . A 2
F1A F 0.2240(4) 0.1543(10) 0.4061(13) 0.080(3) Uani 0.49(3) 1 d . U . A 3
F2 F 0.1383(2) 0.1703(17) 0.3201(11) 0.074(3) Uani 0.51(3) 1 d . U . A 2
F2A F 0.1463(4) 0.1244(11) 0.3312(7) 0.065(2) Uani 0.49(3) 1 d . U . A 3
F3 F 0.1911(5) 0.2904(7) 0.3223(8) 0.062(2) Uani 0.51(3) 1 d . U . A 2
F3A F 0.1772(8) 0.2780(10) 0.3179(14) 0.094(4) Uani 0.49(3) 1 d . U . A 3
F4 F 0.08354(10) 0.1443(6) -0.2066(6) 0.0738(13) Uani 0.78(2) 1 d . U . B 1
F4A F 0.0897(7) 0.191(2) -0.244(2) 0.085(5) Uani 0.22(2) 1 d . U . B 2
F5 F 0.1322(4) 0.0752(6) -0.3504(11) 0.0632(17) Uani 0.78(2) 1 d . U . B 1
F5A F 0.1398(12) 0.091(2) -0.358(3) 0.049(3) Uani 0.22(2) 1 d . U . B 2
F6 F 0.1328(3) 0.2447(3) -0.3147(8) 0.0742(16) Uani 0.78(2) 1 d . U . B 1
F6A F 0.1518(8) 0.2364(9) -0.3591(18) 0.065(3) Uani 0.22(2) 1 d . U . B 2
N1 N 0.5000 -0.06195(19) 0.2500 0.0426(6) Uani 1 2 d S TU P . .
N2 N 0.38473(6) -0.01986(14) -0.0177(2) 0.0401(4) Uani 1 1 d D U . . .
H2A H 0.3885(11) -0.027(2) -0.110(2) 0.048 Uiso 1 1 d DR U . . .
N3 N 0.30592(6) 0.05864(13) -0.0552(2) 0.0375(4) Uani 1 1 d D U . . .
H3 H 0.3109(10) 0.054(2) -0.149(2) 0.045 Uiso 1 1 d DR U . . .
O1 O 0.34170(5) 0.01307(11) 0.18073(17) 0.0401(4) Uani 1 1 d . U . . .


_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
C1 H1 0.9500 . ?
C1 C2 1.388(2) . ?
C1 C2 1.388(2) 2_655 ?
C2 H2 0.9500 . ?
C2 C3 1.383(3) . ?
C3 C4 1.520(3) . ?
C3 N1 1.340(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 N2 1.448(2) . ?
C5 N2 1.347(3) . ?
C5 N3 1.375(2) . ?
C5 O1 1.225(3) . ?
C6 C7 1.390(3) . ?
C6 C11 1.398(3) . ?
C6 N3 1.406(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(3) . ?
C8 C9 1.400(3) . ?
C8 C12 1.494(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.374(4) . ?
C10 C11 1.392(3) . ?
C10 C13 1.505(3) . ?
C11 H11 0.9500 . ?
C12 F1 1.296(8) . ?
C12 F1A 1.358(10) . ?
C12 F2 1.311(6) . ?
C12 F2A 1.358(6) . ?
C12 F3 1.380(10) . ?
C12 F3A 1.244(12) . ?
C13 F4 1.370(5) . ?
C13 F4A 1.206(11) . ?
C13 F5 1.333(8) . ?
C13 F5A 1.28(3) . ?
C13 F6 1.295(4) . ?
C13 F6A 1.564(18) . ?
N1 C3 1.340(2) 2_655 ?
N2 H2A 0.854(17) . ?
N3 H3 0.871(17) . ?

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
C2 C1 H1 120.3 . . ?
C2 C1 H1 120.3 2_655 . ?
C2 C1 C2 119.4(3) . 2_655 ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.23(19) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 C4 123.34(17) . . ?
N1 C3 C2 123.16(18) . . ?
N1 C3 C4 113.50(18) . . ?
C3 C4 H4A 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
N2 C4 C3 114.44(17) . . ?
N2 C4 H4A 108.6 . . ?
N2 C4 H4B 108.6 . . ?
N2 C5 N3 114.13(19) . . ?
O1 C5 N2 122.42(17) . . ?
O1 C5 N3 123.44(18) . . ?
C7 C6 C11 119.82(18) . . ?
C7 C6 N3 123.98(17) . . ?
C11 C6 N3 116.18(19) . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.81(18) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C9 120.9(2) . . ?
C7 C8 C12 120.0(2) . . ?
C9 C8 C12 119.1(2) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 C8 118.3(2) . . ?
C10 C9 H9 120.8 . . ?
C9 C10 C11 122.03(19) . . ?
C9 C10 C13 120.2(2) . . ?
C11 C10 C13 117.7(2) . . ?
C6 C11 H11 120.5 . . ?
C10 C11 C6 119.1(2) . . ?
C10 C11 H11 120.5 . . ?
F1 C12 C8 113.6(4) . . ?
F1 C12 F2 111.4(7) . . ?
F1 C12 F3 105.0(6) . . ?
F1A C12 C8 113.1(6) . . ?
F2 C12 C8 115.1(4) . . ?
F2 C12 F3 99.9(8) . . ?
F2A C12 C8 109.4(4) . . ?
F2A C12 F1A 101.6(7) . . ?
F3 C12 C8 110.5(4) . . ?
F3A C12 C8 115.0(6) . . ?
F3A C12 F1A 107.3(9) . . ?
F3A C12 F2A 109.6(7) . . ?
C10 C13 F6A 107.4(5) . . ?
F4 C13 C10 109.5(3) . . ?
F4A C13 C10 123.0(8) . . ?
F4A C13 F5A 121.8(17) . . ?
F4A C13 F6A 98.2(11) . . ?
F5 C13 C10 113.3(5) . . ?
F5 C13 F4 102.6(5) . . ?
F5A C13 C10 111.7(15) . . ?
F5A C13 F6A 82.2(15) . . ?
F6 C13 C10 112.4(2) . . ?
F6 C13 F4 106.0(3) . . ?
F6 C13 F5 112.3(7) . . ?
C3 N1 C3 117.9(2) 2_655 . ?
C4 N2 H2A 108.9(19) . . ?
C5 N2 C4 120.50(19) . . ?
C5 N2 H2A 129.2(19) . . ?
C5 N3 C6 126.24(19) . . ?
C5 N3 H3 115.5(17) . . ?
C6 N3 H3 117.8(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1 0.854(17) 2.13(2) 2.813(2) 137(2) 6
N3 H3 F3 0.871(17) 2.52(3) 3.083(8) 123(2) 7
N3 H3 O1 0.871(17) 2.00(2) 2.802(3) 153(2) 6

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
C1 C2 C3 C4 179.24(19) . . . . ?
C1 C2 C3 N1 -0.7(3) . . . . ?
C2 C1 C2 C3 0.35(16) 2_655 . . . ?
C2 C3 C4 N2 -2.8(3) . . . . ?
C2 C3 N1 C3 0.39(17) . . . 2_655 ?
C3 C4 N2 C5 -80.9(3) . . . . ?
C4 C3 N1 C3 -179.6(2) . . . 2_655 ?
C6 C7 C8 C9 -1.6(3) . . . . ?
C6 C7 C8 C12 178.32(19) . . . . ?
C7 C6 C11 C10 -2.4(3) . . . . ?
C7 C6 N3 C5 19.2(3) . . . . ?
C7 C8 C9 C10 -0.5(3) . . . . ?
C7 C8 C12 F1 -21.6(7) . . . . ?
C7 C8 C12 F1A -10.6(7) . . . . ?
C7 C8 C12 F2 -151.7(11) . . . . ?
C7 C8 C12 F2A -123.1(8) . . . . ?
C7 C8 C12 F3 96.2(6) . . . . ?
C7 C8 C12 F3A 113.0(11) . . . . ?
C8 C9 C10 C11 1.1(3) . . . . ?
C8 C9 C10 C13 -178.7(2) . . . . ?
C9 C8 C12 F1 158.4(7) . . . . ?
C9 C8 C12 F1A 169.3(7) . . . . ?
C9 C8 C12 F2 28.3(11) . . . . ?
C9 C8 C12 F2A 56.8(8) . . . . ?
C9 C8 C12 F3 -83.9(6) . . . . ?
C9 C8 C12 F3A -67.0(11) . . . . ?
C9 C10 C11 C6 0.3(3) . . . . ?
C9 C10 C13 F4 -25.5(4) . . . . ?
C9 C10 C13 F4A 6(2) . . . . ?
C9 C10 C13 F5 -139.4(5) . . . . ?
C9 C10 C13 F5A -153.1(13) . . . . ?
C9 C10 C13 F6 92.0(6) . . . . ?
C9 C10 C13 F6A 118.5(7) . . . . ?
C11 C6 C7 C8 3.0(3) . . . . ?
C11 C6 N3 C5 -162.28(18) . . . . ?
C11 C10 C13 F4 154.6(3) . . . . ?
C11 C10 C13 F4A -174(2) . . . . ?
C11 C10 C13 F5 40.8(5) . . . . ?
C11 C10 C13 F5A 27.1(13) . . . . ?
C11 C10 C13 F6 -87.8(5) . . . . ?
C11 C10 C13 F6A -61.3(7) . . . . ?
C12 C8 C9 C10 179.59(19) . . . . ?
C13 C10 C11 C6 -179.89(19) . . . . ?
N1 C3 C4 N2 177.22(17) . . . . ?
N2 C5 N3 C6 175.63(17) . . . . ?
N3 C5 N2 C4 -173.16(17) . . . . ?
N3 C6 C7 C8 -178.47(18) . . . . ?
N3 C6 C11 C10 179.01(17) . . . . ?
O1 C5 N2 C4 7.8(3) . . . . ?
O1 C5 N3 C6 -5.3(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.099 267.5 26.7 ?
2 0.500 0.500 -0.430 267.5 26.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L1-AcO-(1:2)
_database_code_depnum_ccdc_archive 'CCDC 1016983'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#MAR96_AcO- THF/DMF 9:1
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C24 H20 F6 N4 O2, 2(C16 H36 N), 2(C2 H3 O2), 3(H2 O)'
_chemical_formula_sum            'C60 H104 F6 N6 O9'
_chemical_formula_weight         1167.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

_cell_length_a                   34.550(2)
_cell_length_b                   8.7957(5)
_cell_length_c                   43.222(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.801(4)
_cell_angle_gamma                90
_cell_volume                     13128.2(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    100000
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             5056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.619
_exptl_absorpt_process_details   
;
Rigaku CrystalClear-SM Expert 3.1 b27
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, HF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_reflns_number            222840
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.1182
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_theta_min         2.193
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11607
_reflns_number_gt                7737
_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       
;
Rigaku CrystalClear-SM Expert 3.1 b27
;
_computing_cell_refinement       
;
Rigaku CrystalClear-SM Expert 3.1 b27
;
_computing_data_reduction        
;
Rigaku CrystalClear-SM Expert 3.1 b27
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'

_refine_special_details          
;
 One of the TBA arms is modelled as disordered using similarity restraints
 for the geometry.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0934P)²+2.1700P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11607
_refine_ls_number_parameters     775
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1612
_refine_ls_wR_factor_gt          0.1468
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.048
_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
C1 C 0.61850(8) 0.1528(3) 0.46220(6) 0.0472(7) Uani 1 1 d . . . . .
C2 C 0.61671(7) 0.2034(3) 0.42927(5) 0.0383(6) Uani 1 1 d . . . . .
C3 C 0.64659(7) 0.2894(3) 0.41744(5) 0.0370(5) Uani 1 1 d . . . . .
H3A H 0.6688 0.3109 0.4302 0.044 Uiso 1 1 calc R U . . .
C4 C 0.64448(7) 0.3444(3) 0.38740(5) 0.0346(5) Uani 1 1 d . . . . .
H4A H 0.6653 0.4022 0.3797 0.041 Uiso 1 1 calc R U . . .
C5 C 0.61193(7) 0.3153(3) 0.36834(5) 0.0329(5) Uani 1 1 d . . . . .
C6 C 0.58219(7) 0.2239(3) 0.38004(5) 0.0369(5) Uani 1 1 d . . . . .
H6 H 0.5604 0.1985 0.3671 0.044 Uiso 1 1 calc R U . . .
C7 C 0.58465(7) 0.1709(3) 0.41030(6) 0.0400(6) Uani 1 1 d . . . . .
H7 H 0.5641 0.1116 0.4181 0.048 Uiso 1 1 calc R U . . .
C8 C 0.63084(7) 0.4614(2) 0.32177(5) 0.0314(5) Uani 1 1 d . . . . .
C9 C 0.64022(7) 0.5825(3) 0.27186(5) 0.0370(5) Uani 1 1 d . . . . .
H9A H 0.6500 0.6696 0.2843 0.044 Uiso 1 1 calc R U . . .
H9B H 0.6219 0.6230 0.2559 0.044 Uiso 1 1 calc R U . . .
C10 C 0.67407(7) 0.5093(3) 0.25588(5) 0.0332(5) Uani 1 1 d . . . . .
C11 C 0.71108(7) 0.5718(3) 0.25822(5) 0.0391(6) Uani 1 1 d . . . . .
H11 H 0.7157 0.6584 0.2709 0.047 Uiso 1 1 calc R U . . .
C12 C 0.74116(7) 0.5087(3) 0.24215(6) 0.0427(6) Uani 1 1 d . . . . .
H12 H 0.7663 0.5524 0.2439 0.051 Uiso 1 1 calc R U . . .
C13 C 0.73499(7) 0.3828(3) 0.22355(6) 0.0396(6) Uani 1 1 d . . . . .
H13 H 0.7558 0.3408 0.2125 0.047 Uiso 1 1 calc R U . . .
C14 C 0.69823(7) 0.3171(3) 0.22096(5) 0.0332(5) Uani 1 1 d . . . . .
C15 C 0.66823(7) 0.3810(3) 0.23711(5) 0.0334(5) Uani 1 1 d . . . . .
H15 H 0.6432 0.3368 0.2354 0.040 Uiso 1 1 calc R U . . .
C16 C 0.69118(7) 0.1812(3) 0.19982(5) 0.0372(5) Uani 1 1 d . . . . .
H16A H 0.7129 0.1085 0.2026 0.045 Uiso 1 1 calc R U . . .
H16B H 0.6672 0.1289 0.2058 0.045 Uiso 1 1 calc R U . . .
C17 C 0.65442(7) 0.2856(3) 0.15544(5) 0.0326(5) Uani 1 1 d . . . . .
C18 C 0.62569(7) 0.3935(2) 0.10716(5) 0.0312(5) Uani 1 1 d . . . . .
C19 C 0.62786(7) 0.3808(3) 0.07492(5) 0.0360(5) Uani 1 1 d . . . . .
H19 H 0.6501 0.3364 0.0662 0.043 Uiso 1 1 calc R U . . .
C20 C 0.59797(7) 0.4322(3) 0.05556(5) 0.0382(6) Uani 1 1 d . . . . .
H20 H 0.5998 0.4226 0.0338 0.046 Uiso 1 1 calc R U . . .
C21 C 0.56514(7) 0.4980(3) 0.06801(5) 0.0344(5) Uani 1 1 d . . . . .
C22 C 0.56351(7) 0.5154(2) 0.10009(5) 0.0339(5) Uani 1 1 d . . . . .
H22 H 0.5415 0.5619 0.1087 0.041 Uiso 1 1 calc R U . . .
C23 C 0.59342(7) 0.4660(2) 0.11943(5) 0.0326(5) Uani 1 1 d . . . . .
H23 H 0.5922 0.4811 0.1411 0.039 Uiso 1 1 calc R U . . .
C24 C 0.53198(8) 0.5463(3) 0.04779(6) 0.0408(6) Uani 1 1 d . . . . .
F1 F 0.60011(6) 0.02231(19) 0.46696(4) 0.0698(5) Uani 1 1 d . . . . .
F2 F 0.60373(6) 0.2530(2) 0.48159(3) 0.0746(6) Uani 1 1 d . . . . .
F3 F 0.65488(6) 0.1288(2) 0.47277(4) 0.0789(6) Uani 1 1 d . . . . .
F4 F 0.52322(6) 0.69423(19) 0.05116(4) 0.0750(6) Uani 1 1 d . . . . .
F5 F 0.49891(5) 0.4743(2) 0.05436(5) 0.0759(6) Uani 1 1 d . . . . .
F6 F 0.53714(5) 0.5270(2) 0.01796(3) 0.0693(5) Uani 1 1 d . . . . .
N1 N 0.60672(5) 0.3663(2) 0.33782(4) 0.0329(4) Uani 1 1 d . . . . .
H1 H 0.5857 0.3344 0.3277 0.040 Uiso 1 1 calc R U . . .
N2 N 0.61935(6) 0.4809(2) 0.29193(4) 0.0357(4) Uani 1 1 d . . . . .
H2 H 0.5990 0.4314 0.2845 0.043 Uiso 1 1 calc R U . . .
N3 N 0.68761(6) 0.2248(2) 0.16718(4) 0.0369(5) Uani 1 1 d . . . . .
H3 H 0.7073 0.2112 0.1551 0.044 Uiso 1 1 calc R U . . .
N4 N 0.65639(5) 0.3346(2) 0.12518(4) 0.0330(4) Uani 1 1 d . . . . .
H4 H 0.6790 0.3281 0.1165 0.040 Uiso 1 1 calc R U . . .
O1 O 0.65999(5) 0.52393(18) 0.33349(4) 0.0384(4) Uani 1 1 d . . . . .
O2 O 0.62470(5) 0.29312(19) 0.17057(4) 0.0392(4) Uani 1 1 d . . . . .
C25 C 0.50907(7) 0.4903(3) 0.40352(6) 0.0398(6) Uani 1 1 d . . . . .
H25A H 0.5356 0.4687 0.3968 0.048 Uiso 1 1 calc R U . . .
H25B H 0.4971 0.3917 0.4087 0.048 Uiso 1 1 calc R U . . .
C26 C 0.51204(7) 0.5856(3) 0.43276(6) 0.0425(6) Uani 1 1 d . . . . .
H26A H 0.4860 0.5975 0.4414 0.051 Uiso 1 1 calc R U . . .
H26B H 0.5220 0.6879 0.4278 0.051 Uiso 1 1 calc R U . . .
C27 C 0.53926(8) 0.5090(3) 0.45665(6) 0.0448(6) Uani 1 1 d . . . . .
H27A H 0.5284 0.4089 0.4622 0.054 Uiso 1 1 calc R U . . .
H27B H 0.5646 0.4912 0.4473 0.054 Uiso 1 1 calc R U . . .
C28 C 0.54531(9) 0.6033(4) 0.48586(6) 0.0592(8) Uani 1 1 d . . . . .
H28A H 0.5615 0.5467 0.5009 0.089 Uiso 1 1 calc R U . . .
H28B H 0.5202 0.6251 0.4948 0.089 Uiso 1 1 calc R U . . .
H28C H 0.5581 0.6991 0.4807 0.089 Uiso 1 1 calc R U . . .
C29 C 0.44469(8) 0.5863(3) 0.38423(7) 0.0486(7) Uani 1 1 d . . . . .
H29A H 0.4306 0.6240 0.3655 0.058 Uiso 1 1 calc R U . . .
H29B H 0.4440 0.6678 0.4000 0.058 Uiso 1 1 calc R U . . .
C30 C 0.42322(7) 0.4487(3) 0.39636(7) 0.0498(7) Uani 1 1 d . . . . .
H30A H 0.4274 0.3605 0.3826 0.060 Uiso 1 1 calc R U . . .
H30B H 0.4335 0.4225 0.4173 0.060 Uiso 1 1 calc R U . . .
C31 C 0.38020(8) 0.4815(3) 0.39771(8) 0.0607(8) Uani 1 1 d . . . . .
H31A H 0.3696 0.4996 0.3765 0.073 Uiso 1 1 calc R U . . .
H31B H 0.3763 0.5753 0.4099 0.073 Uiso 1 1 calc R U . . .
C32 C 0.35817(9) 0.3506(4) 0.41233(9) 0.0725(10) Uani 1 1 d . . . . .
H32A H 0.3659 0.3423 0.4343 0.109 Uiso 1 1 calc R U . . .
H32B H 0.3642 0.2555 0.4017 0.109 Uiso 1 1 calc R U . . .
H32C H 0.3303 0.3701 0.4104 0.109 Uiso 1 1 calc R U . . .
C33 C 0.48904(9) 0.4443(3) 0.34962(6) 0.0504(7) Uani 1 1 d . . . . .
H33A H 0.4787 0.3457 0.3567 0.060 Uiso 1 1 calc R U . . .
H33B H 0.5168 0.4289 0.3455 0.060 Uiso 1 1 calc R U . . .
C34 C 0.46803(9) 0.4853(3) 0.31879(6) 0.0563(7) Uani 1 1 d . . . . .
H34A H 0.4647 0.5971 0.3181 0.068 Uiso 1 1 calc R U . . .
H34B H 0.4850 0.4569 0.3017 0.068 Uiso 1 1 calc R U . . .
C35 C 0.42974(9) 0.4143(4) 0.31280(7) 0.0603(8) Uani 1 1 d . . . . .
H35A H 0.4114 0.4524 0.3282 0.072 Uiso 1 1 calc R U . . .
H35B H 0.4321 0.3029 0.3156 0.072 Uiso 1 1 calc R U . . .
C36 C 0.41351(9) 0.4471(4) 0.28057(6) 0.0564(7) Uani 1 1 d . . . . .
H36A H 0.3873 0.4051 0.2783 0.085 Uiso 1 1 calc R U . . .
H36B H 0.4301 0.4002 0.2653 0.085 Uiso 1 1 calc R U . . .
H36C H 0.4126 0.5573 0.2772 0.085 Uiso 1 1 calc R U . . .
C37A C 0.50619(16) 0.7055(5) 0.36644(12) 0.0345(12) Uani 0.765(7) 1 d D . P A 1
H37A H 0.4936 0.7400 0.3468 0.041 Uiso 0.765(7) 1 calc R U P A 1
H37B H 0.5013 0.7841 0.3822 0.041 Uiso 0.765(7) 1 calc R U P A 1
C38A C 0.54999(14) 0.6978(5) 0.36183(10) 0.0426(11) Uani 0.765(7) 1 d D . P A 1
H38A H 0.5636 0.6956 0.3823 0.051 Uiso 0.765(7) 1 calc R U P A 1
H38B H 0.5562 0.6024 0.3509 0.051 Uiso 0.765(7) 1 calc R U P A 1
C39A C 0.56472(10) 0.8328(4) 0.34328(8) 0.0467(11) Uani 0.765(7) 1 d D . P A 1
H39A H 0.5545 0.9277 0.3522 0.056 Uiso 0.765(7) 1 calc R U P A 1
H39B H 0.5933 0.8363 0.3455 0.056 Uiso 0.765(7) 1 calc R U P A 1
C40A C 0.55341(14) 0.8275(6) 0.30922(10) 0.0530(12) Uani 0.765(7) 1 d D . P A 1
H40A H 0.5634 0.7339 0.3001 0.080 Uiso 0.765(7) 1 calc R U P A 1
H40B H 0.5644 0.9157 0.2988 0.080 Uiso 0.765(7) 1 calc R U P A 1
H40C H 0.5251 0.8296 0.3067 0.080 Uiso 0.765(7) 1 calc R U P A 1
C37B C 0.4938(5) 0.7343(15) 0.3709(6) 0.062(7) Uani 0.235(7) 1 d D . P A 2
H37C H 0.4752 0.7750 0.3551 0.075 Uiso 0.235(7) 1 calc R U P A 2
H37D H 0.4908 0.7918 0.3904 0.075 Uiso 0.235(7) 1 calc R U P A 2
C38B C 0.5345(5) 0.747(2) 0.3600(3) 0.052(4) Uani 0.235(7) 1 d D . P A 2
H38C H 0.5503 0.6665 0.3701 0.063 Uiso 0.235(7) 1 calc R U P A 2
H38D H 0.5452 0.8463 0.3670 0.063 Uiso 0.235(7) 1 calc R U P A 2
C39B C 0.5392(3) 0.7354(15) 0.3252(3) 0.067(5) Uani 0.235(7) 1 d D . P A 2
H39C H 0.5395 0.6269 0.3191 0.080 Uiso 0.235(7) 1 calc R U P A 2
H39D H 0.5167 0.7841 0.3144 0.080 Uiso 0.235(7) 1 calc R U P A 2
C40B C 0.5759(5) 0.8105(18) 0.3151(4) 0.070(5) Uani 0.235(7) 1 d D . P A 2
H40D H 0.5970 0.7873 0.3301 0.104 Uiso 0.235(7) 1 calc R U P A 2
H40E H 0.5721 0.9208 0.3141 0.104 Uiso 0.235(7) 1 calc R U P A 2
H40F H 0.5826 0.7722 0.2947 0.104 Uiso 0.235(7) 1 calc R U P A 2
N5 N 0.48634(6) 0.5580(2) 0.37635(5) 0.0438(5) Uani 1 1 d D . . . .
C41 C 0.73523(7) 0.9450(3) 0.40889(5) 0.0381(6) Uani 1 1 d . . . . .
H41A H 0.7158 1.0083 0.4193 0.046 Uiso 1 1 calc R U . . .
H41B H 0.7549 1.0145 0.4006 0.046 Uiso 1 1 calc R U . . .
C42 C 0.75499(8) 0.8428(3) 0.43319(6) 0.0443(6) Uani 1 1 d . . . . .
H42A H 0.7356 0.7748 0.4424 0.053 Uiso 1 1 calc R U . . .
H42B H 0.7748 0.7790 0.4234 0.053 Uiso 1 1 calc R U . . .
C43 C 0.77393(9) 0.9404(3) 0.45820(6) 0.0533(7) Uani 1 1 d . . . . .
H43A H 0.7536 0.9938 0.4696 0.064 Uiso 1 1 calc R U . . .
H43B H 0.7902 1.0184 0.4484 0.064 Uiso 1 1 calc R U . . .
C44 C 0.79894(9) 0.8479(4) 0.48101(6) 0.0605(8) Uani 1 1 d . . . . .
H44A H 0.8093 0.9149 0.4974 0.091 Uiso 1 1 calc R U . . .
H44B H 0.8204 0.8013 0.4701 0.091 Uiso 1 1 calc R U . . .
H44C H 0.7832 0.7682 0.4902 0.091 Uiso 1 1 calc R U . . .
C45 C 0.68388(7) 0.7564(3) 0.39272(6) 0.0358(5) Uani 1 1 d . . . . .
H45A H 0.6963 0.6777 0.4060 0.043 Uiso 1 1 calc R U . . .
H45B H 0.6723 0.7041 0.3744 0.043 Uiso 1 1 calc R U . . .
C46 C 0.65137(7) 0.8296(3) 0.41054(7) 0.0493(7) Uani 1 1 d . . . . .
H46A H 0.6344 0.8886 0.3961 0.059 Uiso 1 1 calc R U . . .
H46B H 0.6625 0.9004 0.4262 0.059 Uiso 1 1 calc R U . . .
C47 C 0.62756(7) 0.7073(3) 0.42652(7) 0.0492(7) Uani 1 1 d . . . . .
H47A H 0.6026 0.7521 0.4326 0.059 Uiso 1 1 calc R U . . .
H47B H 0.6217 0.6244 0.4116 0.059 Uiso 1 1 calc R U . . .
C48 C 0.64791(8) 0.6406(3) 0.45502(7) 0.0562(7) Uani 1 1 d . . . . .
H48A H 0.6516 0.7201 0.4707 0.084 Uiso 1 1 calc R U . . .
H48B H 0.6732 0.6003 0.4494 0.084 Uiso 1 1 calc R U . . .
H48C H 0.6321 0.5584 0.4633 0.084 Uiso 1 1 calc R U . . .
C49 C 0.69811(7) 0.9890(3) 0.36125(6) 0.0386(6) Uani 1 1 d . . . . .
H49A H 0.7184 1.0667 0.3582 0.046 Uiso 1 1 calc R U . . .
H49B H 0.6769 1.0385 0.3724 0.046 Uiso 1 1 calc R U . . .
C50 C 0.68228(7) 0.9392(3) 0.32946(5) 0.0355(5) Uani 1 1 d . . . . .
H50A H 0.6661 0.8471 0.3316 0.043 Uiso 1 1 calc R U . . .
H50B H 0.7040 0.9143 0.3159 0.043 Uiso 1 1 calc R U . . .
C51 C 0.65802(7) 1.0682(3) 0.31516(6) 0.0407(6) Uani 1 1 d . . . . .
H51A H 0.6348 1.0836 0.3276 0.049 Uiso 1 1 calc R U . . .
H51B H 0.6734 1.1633 0.3161 0.049 Uiso 1 1 calc R U . . .
C52 C 0.64529(8) 1.0380(3) 0.28190(6) 0.0449(6) Uani 1 1 d . . . . .
H52A H 0.6303 0.9435 0.2808 0.067 Uiso 1 1 calc R U . . .
H52B H 0.6681 1.0286 0.2692 0.067 Uiso 1 1 calc R U . . .
H52C H 0.6292 1.1225 0.2742 0.067 Uiso 1 1 calc R U . . .
C53 C 0.74331(7) 0.7657(3) 0.36437(5) 0.0350(5) Uani 1 1 d . . . . .
H53A H 0.7523 0.6824 0.3782 0.042 Uiso 1 1 calc R U . . .
H53B H 0.7291 0.7187 0.3466 0.042 Uiso 1 1 calc R U . . .
C54 C 0.77858(7) 0.8461(3) 0.35235(6) 0.0404(6) Uani 1 1 d . . . . .
H54A H 0.7953 0.8807 0.3700 0.048 Uiso 1 1 calc R U . . .
H54B H 0.7704 0.9366 0.3402 0.048 Uiso 1 1 calc R U . . .
C55 C 0.80130(8) 0.7383(3) 0.33192(6) 0.0463(6) Uani 1 1 d . . . . .
H55A H 0.8068 0.6430 0.3435 0.056 Uiso 1 1 calc R U . . .
H55B H 0.7852 0.7122 0.3133 0.056 Uiso 1 1 calc R U . . .
C56 C 0.83819(9) 0.8049(4) 0.32216(7) 0.0621(8) Uani 1 1 d . . . . .
H56A H 0.8558 0.8166 0.3402 0.093 Uiso 1 1 calc R U . . .
H56B H 0.8332 0.9046 0.3127 0.093 Uiso 1 1 calc R U . . .
H56C H 0.8500 0.7376 0.3070 0.093 Uiso 1 1 calc R U . . .
N6 N 0.71520(5) 0.8642(2) 0.38183(4) 0.0348(4) Uani 1 1 d . . . . .
C57 C 0.73733(7) 0.1301(3) 0.07807(6) 0.0403(6) Uani 1 1 d . . . . .
C58 C 0.73195(10) 0.1061(4) 0.04330(7) 0.0659(9) Uani 1 1 d . . . . .
H58A H 0.7049 0.1250 0.0371 0.099 Uiso 1 1 calc R U . . .
H58B H 0.7388 0.0012 0.0381 0.099 Uiso 1 1 calc R U . . .
H58C H 0.7487 0.1765 0.0323 0.099 Uiso 1 1 calc R U . . .
O3 O 0.76266(5) 0.05220(19) 0.09197(4) 0.0462(4) Uani 1 1 d . . . . .
O4 O 0.71665(5) 0.2297(2) 0.09047(5) 0.0540(5) Uani 1 1 d . . . . .
C59 C 0.53830(7) 0.2471(3) 0.27675(5) 0.0380(6) Uani 1 1 d . . . . .
C60 C 0.50527(8) 0.1595(3) 0.26119(6) 0.0497(7) Uani 1 1 d . . . . .
H60A H 0.5031 0.1878 0.2393 0.074 Uiso 1 1 calc R U . . .
H60B H 0.4810 0.1838 0.2713 0.074 Uiso 1 1 calc R U . . .
H60C H 0.5104 0.0502 0.2630 0.074 Uiso 1 1 calc R U . . .
O5 O 0.54321(5) 0.2344(2) 0.30570(4) 0.0443(4) Uani 1 1 d . . . . .
O6 O 0.55901(5) 0.3289(2) 0.25998(4) 0.0437(4) Uani 1 1 d . . . . .
O7 O 0.76631(3) 0.14187(19) 0.15307(3) 0.0472(4) Uani 1 1 d G . . . .
H7A H 0.7852 0.0919 0.1611 0.071 Uiso 1 1 d G U . . .
H7B H 0.7642 0.1223 0.1338 0.071 Uiso 1 1 d G U . . .
O8 O 0.55487(3) 0.37597(19) 0.19664(3) 0.0494(5) Uani 1 1 d G . . . .
H8A H 0.5551 0.3652 0.2162 0.074 Uiso 1 1 d G U . . .
H8B H 0.5771 0.3546 0.1900 0.074 Uiso 1 1 d G U . . .
O9 O 0.48851(4) 0.08327(18) 0.34057(3) 0.0423(4) Uani 1 1 d G . . . .
H9C H 0.4743 0.0286 0.3286 0.063 Uiso 1 1 d G U . . .
H9D H 0.5048 0.1314 0.3300 0.063 Uiso 1 1 d G U . . .


_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
C1 F2 1.329(3) . ?
C1 F1 1.331(3) . ?
C1 F3 1.340(3) . ?
C1 C2 1.490(3) . ?
C2 C7 1.387(4) . ?
C2 C3 1.390(3) . ?
C3 C4 1.385(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.397(3) . ?
C4 H4A 0.9500 . ?
C5 N1 1.400(3) . ?
C5 C6 1.411(3) . ?
C6 C7 1.388(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 O1 1.242(3) . ?
C8 N2 1.348(3) . ?
C8 N1 1.383(3) . ?
C9 N2 1.453(3) . ?
C9 C10 1.520(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.392(3) . ?
C10 C15 1.401(3) . ?
C11 C12 1.384(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 C16 1.520(3) . ?
C15 H15 0.9500 . ?
C16 N3 1.463(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 O2 1.237(3) . ?
C17 N3 1.350(3) . ?
C17 N4 1.381(3) . ?
C18 N4 1.396(3) . ?
C18 C23 1.403(3) . ?
C18 C19 1.403(3) . ?
C19 C20 1.384(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.398(3) . ?
C21 C24 1.481(3) . ?
C22 C23 1.379(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 F6 1.318(3) . ?
C24 F5 1.344(3) . ?
C24 F4 1.345(3) . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
N3 H3 0.8800 . ?
N4 H4 0.8800 . ?
C25 N5 1.514(3) . ?
C25 C26 1.518(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.531(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.519(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 N5 1.510(3) . ?
C29 C30 1.521(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.517(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.528(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 N5 1.533(3) . ?
C33 C34 1.540(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.478(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.513(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37A C38A 1.534(6) . ?
C37A N5 1.535(5) . ?
C37A H37A 0.9900 . ?
C37A H37B 0.9900 . ?
C38A C39A 1.529(5) . ?
C38A H38A 0.9900 . ?
C38A H38B 0.9900 . ?
C39A C40A 1.512(6) . ?
C39A H39A 0.9900 . ?
C39A H39B 0.9900 . ?
C40A H40A 0.9800 . ?
C40A H40B 0.9800 . ?
C40A H40C 0.9800 . ?
C37B C38B 1.502(14) . ?
C37B N5 1.591(12) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
C38B C39B 1.523(14) . ?
C38B H38C 0.9900 . ?
C38B H38D 0.9900 . ?
C39B C40B 1.508(14) . ?
C39B H39C 0.9900 . ?
C39B H39D 0.9900 . ?
C40B H40D 0.9800 . ?
C40B H40E 0.9800 . ?
C40B H40F 0.9800 . ?
C41 N6 1.517(3) . ?
C41 C42 1.527(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.513(4) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.526(4) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 N6 1.524(3) . ?
C45 C46 1.524(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.532(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.517(4) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 N6 1.521(3) . ?
C49 C50 1.527(3) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.530(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 C52 1.513(4) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 C54 1.515(3) . ?
C53 N6 1.519(3) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.529(3) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C56 1.476(4) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 O3 1.250(3) . ?
C57 O4 1.260(3) . ?
C57 C58 1.523(4) . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 O6 1.260(3) . ?
C59 O5 1.262(3) . ?
C59 C60 1.517(4) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
O7 H7A 0.8504 . ?
O7 H7B 0.8493 . ?
O8 H8A 0.8492 . ?
O8 H8B 0.8511 . ?
O9 H9C 0.8501 . ?
O9 H9D 0.8489 . ?

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
F2 C1 F1 106.2(2) . . ?
F2 C1 F3 105.3(2) . . ?
F1 C1 F3 105.0(2) . . ?
F2 C1 C2 113.5(2) . . ?
F1 C1 C2 113.5(2) . . ?
F3 C1 C2 112.5(2) . . ?
C7 C2 C3 118.9(2) . . ?
C7 C2 C1 120.8(2) . . ?
C3 C2 C1 120.3(2) . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C4 C5 N1 125.1(2) . . ?
C4 C5 C6 118.4(2) . . ?
N1 C5 C6 116.6(2) . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C2 C7 C6 120.8(2) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
O1 C8 N2 123.0(2) . . ?
O1 C8 N1 123.9(2) . . ?
N2 C8 N1 113.1(2) . . ?
N2 C9 C10 114.46(19) . . ?
N2 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
N2 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C11 C10 C15 118.4(2) . . ?
C11 C10 C9 121.2(2) . . ?
C15 C10 C9 120.4(2) . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 120.6(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.1(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 118.9(2) . . ?
C15 C14 C16 120.9(2) . . ?
C13 C14 C16 120.1(2) . . ?
C14 C15 C10 121.5(2) . . ?
C14 C15 H15 119.3 . . ?
C10 C15 H15 119.3 . . ?
N3 C16 C14 112.37(19) . . ?
N3 C16 H16A 109.1 . . ?
C14 C16 H16A 109.1 . . ?
N3 C16 H16B 109.1 . . ?
C14 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
O2 C17 N3 122.2(2) . . ?
O2 C17 N4 123.4(2) . . ?
N3 C17 N4 114.41(19) . . ?
N4 C18 C23 123.8(2) . . ?
N4 C18 C19 117.5(2) . . ?
C23 C18 C19 118.7(2) . . ?
C20 C19 C18 120.8(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C19 C20 C21 120.1(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C22 119.1(2) . . ?
C20 C21 C24 121.0(2) . . ?
C22 C21 C24 119.9(2) . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C18 120.2(2) . . ?
C22 C23 H23 119.9 . . ?
C18 C23 H23 119.9 . . ?
F6 C24 F5 106.7(2) . . ?
F6 C24 F4 105.6(2) . . ?
F5 C24 F4 103.7(2) . . ?
F6 C24 C21 114.5(2) . . ?
F5 C24 C21 112.8(2) . . ?
F4 C24 C21 112.7(2) . . ?
C8 N1 C5 127.26(19) . . ?
C8 N1 H1 116.4 . . ?
C5 N1 H1 116.4 . . ?
C8 N2 C9 120.8(2) . . ?
C8 N2 H2 119.6 . . ?
C9 N2 H2 119.6 . . ?
C17 N3 C16 120.74(19) . . ?
C17 N3 H3 119.6 . . ?
C16 N3 H3 119.6 . . ?
C17 N4 C18 125.81(19) . . ?
C17 N4 H4 117.1 . . ?
C18 N4 H4 117.1 . . ?
N5 C25 C26 116.6(2) . . ?
N5 C25 H25A 108.1 . . ?
C26 C25 H25A 108.1 . . ?
N5 C25 H25B 108.1 . . ?
C26 C25 H25B 108.1 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 C27 110.1(2) . . ?
C25 C26 H26A 109.6 . . ?
C27 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C27 C26 H26B 109.6 . . ?
H26A C26 H26B 108.2 . . ?
C28 C27 C26 112.7(2) . . ?
C28 C27 H27A 109.1 . . ?
C26 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
C26 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N5 C29 C30 115.2(2) . . ?
N5 C29 H29A 108.5 . . ?
C30 C29 H29A 108.5 . . ?
N5 C29 H29B 108.5 . . ?
C30 C29 H29B 108.5 . . ?
H29A C29 H29B 107.5 . . ?
C31 C30 C29 110.5(2) . . ?
C31 C30 H30A 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
C30 C31 C32 111.9(2) . . ?
C30 C31 H31A 109.2 . . ?
C32 C31 H31A 109.2 . . ?
C30 C31 H31B 109.2 . . ?
C32 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N5 C33 C34 117.5(2) . . ?
N5 C33 H33A 107.9 . . ?
C34 C33 H33A 107.9 . . ?
N5 C33 H33B 107.9 . . ?
C34 C33 H33B 107.9 . . ?
H33A C33 H33B 107.2 . . ?
C35 C34 C33 116.6(2) . . ?
C35 C34 H34A 108.1 . . ?
C33 C34 H34A 108.1 . . ?
C35 C34 H34B 108.1 . . ?
C33 C34 H34B 108.1 . . ?
H34A C34 H34B 107.3 . . ?
C34 C35 C36 112.6(3) . . ?
C34 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38A C37A N5 116.8(3) . . ?
C38A C37A H37A 108.1 . . ?
N5 C37A H37A 108.1 . . ?
C38A C37A H37B 108.1 . . ?
N5 C37A H37B 108.1 . . ?
H37A C37A H37B 107.3 . . ?
C39A C38A C37A 112.3(4) . . ?
C39A C38A H38A 109.1 . . ?
C37A C38A H38A 109.1 . . ?
C39A C38A H38B 109.1 . . ?
C37A C38A H38B 109.1 . . ?
H38A C38A H38B 107.9 . . ?
C40A C39A C38A 114.0(3) . . ?
C40A C39A H39A 108.7 . . ?
C38A C39A H39A 108.7 . . ?
C40A C39A H39B 108.7 . . ?
C38A C39A H39B 108.7 . . ?
H39A C39A H39B 107.6 . . ?
C39A C40A H40A 109.5 . . ?
C39A C40A H40B 109.5 . . ?
H40A C40A H40B 109.5 . . ?
C39A C40A H40C 109.5 . . ?
H40A C40A H40C 109.5 . . ?
H40B C40A H40C 109.5 . . ?
C38B C37B N5 106.1(12) . . ?
C38B C37B H37C 110.5 . . ?
N5 C37B H37C 110.5 . . ?
C38B C37B H37D 110.5 . . ?
N5 C37B H37D 110.5 . . ?
H37C C37B H37D 108.7 . . ?
C37B C38B C39B 115.8(15) . . ?
C37B C38B H38C 108.3 . . ?
C39B C38B H38C 108.3 . . ?
C37B C38B H38D 108.3 . . ?
C39B C38B H38D 108.3 . . ?
H38C C38B H38D 107.4 . . ?
C40B C39B C38B 111.7(12) . . ?
C40B C39B H39C 109.3 . . ?
C38B C39B H39C 109.3 . . ?
C40B C39B H39D 109.3 . . ?
C38B C39B H39D 109.3 . . ?
H39C C39B H39D 107.9 . . ?
C39B C40B H40D 109.5 . . ?
C39B C40B H40E 109.5 . . ?
H40D C40B H40E 109.5 . . ?
C39B C40B H40F 109.5 . . ?
H40D C40B H40F 109.5 . . ?
H40E C40B H40F 109.5 . . ?
C29 N5 C25 111.4(2) . . ?
C29 N5 C33 111.0(2) . . ?
C25 N5 C33 106.58(18) . . ?
C29 N5 C37A 111.2(3) . . ?
C25 N5 C37A 108.9(3) . . ?
C33 N5 C37A 107.6(3) . . ?
C29 N5 C37B 91.8(6) . . ?
C25 N5 C37B 114.6(10) . . ?
C33 N5 C37B 120.7(9) . . ?
N6 C41 C42 115.96(19) . . ?
N6 C41 H41A 108.3 . . ?
C42 C41 H41A 108.3 . . ?
N6 C41 H41B 108.3 . . ?
C42 C41 H41B 108.3 . . ?
H41A C41 H41B 107.4 . . ?
C43 C42 C41 109.4(2) . . ?
C43 C42 H42A 109.8 . . ?
C41 C42 H42A 109.8 . . ?
C43 C42 H42B 109.8 . . ?
C41 C42 H42B 109.8 . . ?
H42A C42 H42B 108.2 . . ?
C42 C43 C44 112.5(2) . . ?
C42 C43 H43A 109.1 . . ?
C44 C43 H43A 109.1 . . ?
C42 C43 H43B 109.1 . . ?
C44 C43 H43B 109.1 . . ?
H43A C43 H43B 107.8 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N6 C45 C46 115.76(19) . . ?
N6 C45 H45A 108.3 . . ?
C46 C45 H45A 108.3 . . ?
N6 C45 H45B 108.3 . . ?
C46 C45 H45B 108.3 . . ?
H45A C45 H45B 107.4 . . ?
C45 C46 C47 110.2(2) . . ?
C45 C46 H46A 109.6 . . ?
C47 C46 H46A 109.6 . . ?
C45 C46 H46B 109.6 . . ?
C47 C46 H46B 109.6 . . ?
H46A C46 H46B 108.1 . . ?
C48 C47 C46 113.3(2) . . ?
C48 C47 H47A 108.9 . . ?
C46 C47 H47A 108.9 . . ?
C48 C47 H47B 108.9 . . ?
C46 C47 H47B 108.9 . . ?
H47A C47 H47B 107.7 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
N6 C49 C50 116.11(18) . . ?
N6 C49 H49A 108.3 . . ?
C50 C49 H49A 108.3 . . ?
N6 C49 H49B 108.3 . . ?
C50 C49 H49B 108.3 . . ?
H49A C49 H49B 107.4 . . ?
C49 C50 C51 109.07(19) . . ?
C49 C50 H50A 109.9 . . ?
C51 C50 H50A 109.9 . . ?
C49 C50 H50B 109.9 . . ?
C51 C50 H50B 109.9 . . ?
H50A C50 H50B 108.3 . . ?
C52 C51 C50 113.1(2) . . ?
C52 C51 H51A 109.0 . . ?
C50 C51 H51A 109.0 . . ?
C52 C51 H51B 109.0 . . ?
C50 C51 H51B 109.0 . . ?
H51A C51 H51B 107.8 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C54 C53 N6 115.96(19) . . ?
C54 C53 H53A 108.3 . . ?
N6 C53 H53A 108.3 . . ?
C54 C53 H53B 108.3 . . ?
N6 C53 H53B 108.3 . . ?
H53A C53 H53B 107.4 . . ?
C53 C54 C55 110.0(2) . . ?
C53 C54 H54A 109.7 . . ?
C55 C54 H54A 109.7 . . ?
C53 C54 H54B 109.7 . . ?
C55 C54 H54B 109.7 . . ?
H54A C54 H54B 108.2 . . ?
C56 C55 C54 112.5(2) . . ?
C56 C55 H55A 109.1 . . ?
C54 C55 H55A 109.1 . . ?
C56 C55 H55B 109.1 . . ?
C54 C55 H55B 109.1 . . ?
H55A C55 H55B 107.8 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C41 N6 C53 111.52(17) . . ?
C41 N6 C49 105.76(17) . . ?
C53 N6 C49 111.33(18) . . ?
C41 N6 C45 111.38(18) . . ?
C53 N6 C45 105.65(17) . . ?
C49 N6 C45 111.32(18) . . ?
O3 C57 O4 125.0(2) . . ?
O3 C57 C58 117.4(2) . . ?
O4 C57 C58 117.6(2) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O6 C59 O5 124.0(2) . . ?
O6 C59 C60 117.9(2) . . ?
O5 C59 C60 118.1(2) . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
H7A O7 H7B 109.5 . . ?
H8A O8 H8B 109.5 . . ?
H9C O9 H9D 109.6 . . ?

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
F2 C1 C2 C7 -89.3(3) . . . . ?
F1 C1 C2 C7 32.2(3) . . . . ?
F3 C1 C2 C7 151.2(2) . . . . ?
F2 C1 C2 C3 88.1(3) . . . . ?
F1 C1 C2 C3 -150.4(2) . . . . ?
F3 C1 C2 C3 -31.4(3) . . . . ?
C7 C2 C3 C4 1.0(3) . . . . ?
C1 C2 C3 C4 -176.5(2) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 N1 179.4(2) . . . . ?
C3 C4 C5 C6 -2.5(3) . . . . ?
C4 C5 C6 C7 3.1(3) . . . . ?
N1 C5 C6 C7 -178.7(2) . . . . ?
C3 C2 C7 C6 -0.4(3) . . . . ?
C1 C2 C7 C6 177.0(2) . . . . ?
C5 C6 C7 C2 -1.6(4) . . . . ?
N2 C9 C10 C11 -125.9(2) . . . . ?
N2 C9 C10 C15 57.3(3) . . . . ?
C15 C10 C11 C12 0.5(3) . . . . ?
C9 C10 C11 C12 -176.4(2) . . . . ?
C10 C11 C12 C13 0.0(4) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C12 C13 C14 C16 178.3(2) . . . . ?
C13 C14 C15 C10 -0.1(3) . . . . ?
C16 C14 C15 C10 -177.9(2) . . . . ?
C11 C10 C15 C14 -0.4(3) . . . . ?
C9 C10 C15 C14 176.5(2) . . . . ?
C15 C14 C16 N3 100.3(2) . . . . ?
C13 C14 C16 N3 -77.5(3) . . . . ?
N4 C18 C19 C20 177.9(2) . . . . ?
C23 C18 C19 C20 -3.0(3) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C19 C20 C21 C22 2.0(3) . . . . ?
C19 C20 C21 C24 -176.8(2) . . . . ?
C20 C21 C22 C23 -1.2(3) . . . . ?
C24 C21 C22 C23 177.5(2) . . . . ?
C21 C22 C23 C18 -1.7(3) . . . . ?
N4 C18 C23 C22 -177.2(2) . . . . ?
C19 C18 C23 C22 3.8(3) . . . . ?
C20 C21 C24 F6 -2.5(3) . . . . ?
C22 C21 C24 F6 178.8(2) . . . . ?
C20 C21 C24 F5 119.8(3) . . . . ?
C22 C21 C24 F5 -58.9(3) . . . . ?
C20 C21 C24 F4 -123.2(2) . . . . ?
C22 C21 C24 F4 58.1(3) . . . . ?
O1 C8 N1 C5 -5.2(3) . . . . ?
N2 C8 N1 C5 175.4(2) . . . . ?
C4 C5 N1 C8 -4.7(3) . . . . ?
C6 C5 N1 C8 177.2(2) . . . . ?
O1 C8 N2 C9 -2.2(3) . . . . ?
N1 C8 N2 C9 177.22(19) . . . . ?
C10 C9 N2 C8 87.1(3) . . . . ?
O2 C17 N3 C16 -7.3(3) . . . . ?
N4 C17 N3 C16 174.1(2) . . . . ?
C14 C16 N3 C17 -78.2(3) . . . . ?
O2 C17 N4 C18 -2.4(3) . . . . ?
N3 C17 N4 C18 176.2(2) . . . . ?
C23 C18 N4 C17 26.0(3) . . . . ?
C19 C18 N4 C17 -155.0(2) . . . . ?
N5 C25 C26 C27 -174.1(2) . . . . ?
C25 C26 C27 C28 176.7(2) . . . . ?
N5 C29 C30 C31 -169.3(2) . . . . ?
C29 C30 C31 C32 -175.2(3) . . . . ?
N5 C33 C34 C35 -99.2(3) . . . . ?
C33 C34 C35 C36 -173.5(3) . . . . ?
N5 C37A C38A C39A 163.2(3) . . . . ?
C37A C38A C39A C40A -72.6(5) . . . . ?
N5 C37B C38B C39B 89(2) . . . . ?
C37B C38B C39B C40B 156.8(14) . . . . ?
C30 C29 N5 C25 -54.6(3) . . . . ?
C30 C29 N5 C33 64.0(3) . . . . ?
C30 C29 N5 C37A -176.2(3) . . . . ?
C30 C29 N5 C37B -171.9(10) . . . . ?
C26 C25 N5 C29 -61.1(3) . . . . ?
C26 C25 N5 C33 177.7(2) . . . . ?
C26 C25 N5 C37A 61.9(3) . . . . ?
C26 C25 N5 C37B 41.5(8) . . . . ?
C34 C33 N5 C29 58.3(3) . . . . ?
C34 C33 N5 C25 179.8(2) . . . . ?
C34 C33 N5 C37A -63.5(4) . . . . ?
C34 C33 N5 C37B -47.2(8) . . . . ?
C38A C37A N5 C29 172.3(3) . . . . ?
C38A C37A N5 C25 49.2(5) . . . . ?
C38A C37A N5 C33 -66.0(4) . . . . ?
C38A C37A N5 C37B 160(4) . . . . ?
C38B C37B N5 C29 -176.2(15) . . . . ?
C38B C37B N5 C25 69.2(17) . . . . ?
C38B C37B N5 C33 -60.4(18) . . . . ?
C38B C37B N5 C37A -8.0(19) . . . . ?
N6 C41 C42 C43 179.2(2) . . . . ?
C41 C42 C43 C44 -172.2(2) . . . . ?
N6 C45 C46 C47 -166.7(2) . . . . ?
C45 C46 C47 C48 75.2(3) . . . . ?
N6 C49 C50 C51 166.7(2) . . . . ?
C49 C50 C51 C52 172.5(2) . . . . ?
N6 C53 C54 C55 -172.8(2) . . . . ?
C53 C54 C55 C56 -174.0(2) . . . . ?
C42 C41 N6 C53 -58.8(3) . . . . ?
C42 C41 N6 C49 -180.0(2) . . . . ?
C42 C41 N6 C45 59.0(3) . . . . ?
C54 C53 N6 C41 -56.0(3) . . . . ?
C54 C53 N6 C49 61.8(2) . . . . ?
C54 C53 N6 C45 -177.19(19) . . . . ?
C50 C49 N6 C41 169.8(2) . . . . ?
C50 C49 N6 C53 48.5(3) . . . . ?
C50 C49 N6 C45 -69.1(3) . . . . ?
C46 C45 N6 C41 59.9(3) . . . . ?
C46 C45 N6 C53 -178.8(2) . . . . ?
C46 C45 N6 C49 -57.9(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4A O1 0.95 2.27 2.879(3) 121.3 .
C23 H23 O2 0.95 2.35 2.866(3) 113.6 .
N1 H1 O5 0.88 1.94 2.810(2) 171.5 .
N2 H2 O6 0.88 1.94 2.803(3) 168.0 .
N3 H3 O7 0.88 2.13 2.898(2) 145.3 .
N4 H4 O4 0.88 1.95 2.763(2) 153.3 .
C33 H33A O9 0.99 2.44 3.199(3) 133.4 .
C41 H41B O4 0.99 2.48 3.309(3) 141.1 7_665
C45 H45A O3 0.99 2.47 3.337(3) 146.2 7_655
C45 H45B O1 0.99 2.40 3.358(3) 162.4 .
C53 H53A O3 0.99 2.49 3.383(3) 149.2 7_655
O7 H7B O3 0.85 1.91 2.755(2) 172.2 .
O7 H7B O4 0.85 2.63 3.251(3) 131.0 .
O8 H8A O6 0.85 1.92 2.768(2) 175.2 .
O8 H8B O2 0.85 1.94 2.7915(19) 173.1 .
O9 H9C O8 0.85 1.99 2.830(3) 171.9 4_545
O9 H9D O5 0.85 1.94 2.7911(19) 177.9 .

_refine_diff_density_max         0.691
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L3-AcO-(1:2)
_database_code_depnum_ccdc_archive 'CCDC 1016984'
_audit_update_record             
;
2014-11-17 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#Refcode: MAR115_2

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 F12 N4 O2, 2(C16 H36 N), 2(C2 H3 O2)'
_chemical_formula_sum            'C62 H96 F12 N6 O6'
_chemical_formula_weight         1249.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

_cell_length_a                   19.1107(15)
_cell_length_b                   8.4202(7)
_cell_length_c                   42.107(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.582(5)
_cell_angle_gamma                90
_cell_volume                     6731.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2779
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      24.3

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             2664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.993
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.054
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_type              'DLS beamline I19'
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_diffrn_radiation_collimation    'Confocal mirrors'
_diffrn_radiation_monochromator  'double crystal silicon'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  CrystalLogic
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_reflns_number            21286
_diffrn_reflns_av_unetI/netI     0.1950
_diffrn_reflns_av_R_equivalents  0.3734
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.832
_diffrn_reflns_theta_max         24.207
_diffrn_reflns_theta_full        24.415
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             5879
_reflns_number_gt                1880
_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       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
WINGX (Farrugia, 1998) and
Olex2 (Dolomanov et al., 2009)
;

_refine_special_details          
;
 Refined as a 2-component twin.
 The crystal did not produce good diffraction images, even using 
 synchrotron radiation, resulting in the high R(int) and R-values.
 However there is enough information to prove the location of the atoms 
 in space,but due to the poor quality all the atoms were left isotropic
 and various geometrical (SAME, SADI) restraints have been used.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)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         5879
_refine_ls_number_parameters     192
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.3589
_refine_ls_R_factor_gt           0.2097
_refine_ls_wR_factor_ref         0.5516
_refine_ls_wR_factor_gt          0.4844
_refine_ls_goodness_of_fit_ref   1.293
_refine_ls_restrained_S_all      1.290
_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
C1 C 0.7500 0.4465(19) 0.0000 0.064(4) Uiso 1 2 d S . P . .
H1 H 0.7500 0.5594 0.0000 0.076 Uiso 1 2 calc R U P . .
C2 C 0.7227(8) 0.3713(16) 0.0242(3) 0.082(4) Uiso 1 1 d . . . . .
C3 C 0.7220(9) 0.2061(19) 0.0251(4) 0.109(5) Uiso 1 1 d . . . . .
H3 H 0.7034 0.1514 0.0420 0.131 Uiso 1 1 calc R U . . .
C4 C 0.7500 0.120(4) 0.0000 0.131(9) Uiso 1 2 d S . P . .
H4 H 0.7500 0.0071 0.0000 0.158 Uiso 1 2 calc R U P . .
C5 C 0.6911(7) 0.4671(15) 0.0504(3) 0.079(4) Uiso 1 1 d . . . . .
H5A H 0.7304 0.5145 0.0646 0.095 Uiso 1 1 calc R U . . .
H5B H 0.6631 0.5556 0.0400 0.095 Uiso 1 1 calc R U . . .
C6 C 0.6680(7) 0.3272(14) 0.1006(3) 0.070(3) Uiso 1 1 d . . . . .
C7 C 0.6290(7) 0.2084(13) 0.1477(3) 0.064(3) Uiso 1 1 d . . . . .
C8 C 0.5696(7) 0.1915(13) 0.1638(3) 0.068(3) Uiso 1 1 d . . . . .
H8 H 0.5248 0.2182 0.1529 0.081 Uiso 1 1 calc R U . . .
C9 C 0.5730(7) 0.1370(13) 0.1953(3) 0.068(3) Uiso 1 1 d . . . . .
C10 C 0.6360(7) 0.0887(14) 0.2102(3) 0.071(3) Uiso 1 1 d . . . . .
H10 H 0.6385 0.0464 0.2312 0.085 Uiso 1 1 calc R U . . .
C11 C 0.6970(7) 0.0998(15) 0.1954(3) 0.079(4) Uiso 1 1 d . . . . .
C12 C 0.6921(7) 0.1532(13) 0.1638(3) 0.068(3) Uiso 1 1 d . . . . .
H12 H 0.7330 0.1517 0.1529 0.082 Uiso 1 1 calc R U . . .
C13 C 0.5088(7) 0.1219(13) 0.2122(3) 0.081(4) Uiso 1 1 d D . . . .
C14 C 0.7638(7) 0.0458(12) 0.2117(3) 0.082(4) Uiso 1 1 d D . . . .
F1 F 0.4801(8) -0.0223(13) 0.2095(4) 0.113(6) Uiso 0.626(19) 1 d D . P A 1
F2 F 0.4619(10) 0.235(2) 0.2034(5) 0.160(8) Uiso 0.626(19) 1 d D . P A 1
F3 F 0.5189(6) 0.1362(14) 0.2439(2) 0.084(5) Uiso 0.626(19) 1 d D . P A 1
F4 F 0.7972(6) 0.1570(13) 0.2299(3) 0.147(4) Uiso 1 1 d D . . . .
F5 F 0.7611(5) -0.0803(10) 0.2307(2) 0.109(3) Uiso 1 1 d D . . . .
F6 F 0.8123(6) 0.0053(12) 0.1929(2) 0.133(3) Uiso 1 1 d D . . . .
N1 N 0.6458(6) 0.3771(12) 0.0703(3) 0.085(3) Uiso 1 1 d . . . . .
H1A H 0.6024 0.3548 0.0622 0.102 Uiso 1 1 calc R U . . .
N2 N 0.6189(6) 0.2545(10) 0.1158(2) 0.069(3) Uiso 1 1 d . . . . .
H2 H 0.5777 0.2347 0.1049 0.083 Uiso 1 1 calc R U . . .
O1 O 0.7320(5) 0.3464(10) 0.1118(2) 0.084(3) Uiso 1 1 d . . . . .
F201 F 0.5063(16) 0.004(3) 0.2328(6) 0.145(12) Uiso 0.374(19) 1 d D . P A 2
F202 F 0.4485(7) 0.130(2) 0.1930(4) 0.079(8) Uiso 0.374(19) 1 d D . P A 2
F203 F 0.5040(13) 0.251(2) 0.2300(6) 0.118(10) Uiso 0.374(19) 1 d D . P A 2
C21 C 0.9172(8) 0.0783(16) 0.1213(3) 0.084(4) Uiso 1 1 d . . . . .
H21A H 0.9095 0.0668 0.1440 0.101 Uiso 1 1 calc R U . . .
H21B H 0.9500 -0.0073 0.1165 0.101 Uiso 1 1 calc R U . . .
C22 C 0.8465(8) 0.0471(16) 0.1011(4) 0.089(4) Uiso 1 1 d . . . . .
H22A H 0.8148 0.1387 0.1030 0.107 Uiso 1 1 calc R U . . .
H22B H 0.8542 0.0365 0.0784 0.107 Uiso 1 1 calc R U . . .
C23 C 0.8120(7) -0.1011(16) 0.1117(3) 0.082(4) Uiso 1 1 d . . . . .
H23A H 0.8068 -0.0917 0.1347 0.099 Uiso 1 1 calc R U . . .
H23B H 0.8434 -0.1924 0.1090 0.099 Uiso 1 1 calc R U . . .
C24 C 0.7387(10) -0.137(2) 0.0933(4) 0.116(5) Uiso 1 1 d . . . . .
H24A H 0.7066 -0.0484 0.0963 0.174 Uiso 1 1 calc R U . . .
H24B H 0.7199 -0.2347 0.1015 0.174 Uiso 1 1 calc R U . . .
H24C H 0.7432 -0.1488 0.0705 0.174 Uiso 1 1 calc R U . . .
C25 C 0.9071(7) 0.3721(14) 0.1261(3) 0.075(3) Uiso 1 1 d . . . . .
H25A H 0.9299 0.4727 0.1208 0.090 Uiso 1 1 calc R U . . .
H25B H 0.8616 0.3647 0.1124 0.090 Uiso 1 1 calc R U . . .
C26 C 0.8924(8) 0.3795(16) 0.1606(3) 0.087(4) Uiso 1 1 d . . . . .
H26A H 0.9373 0.3862 0.1749 0.105 Uiso 1 1 calc R U . . .
H26B H 0.8671 0.2826 0.1662 0.105 Uiso 1 1 calc R U . . .
C27 C 0.8466(8) 0.5293(16) 0.1649(3) 0.087(4) Uiso 1 1 d . . . . .
H27A H 0.8723 0.6249 0.1590 0.104 Uiso 1 1 calc R U . . .
H27B H 0.8025 0.5220 0.1502 0.104 Uiso 1 1 calc R U . . .
C28 C 0.8282(9) 0.5485(18) 0.1988(4) 0.102(5) Uiso 1 1 d . . . . .
H28A H 0.7981 0.4601 0.2040 0.153 Uiso 1 1 calc R U . . .
H28B H 0.8031 0.6489 0.2007 0.153 Uiso 1 1 calc R U . . .
H28C H 0.8715 0.5487 0.2138 0.153 Uiso 1 1 calc R U . . .
C29 C 1.0219(8) 0.2276(16) 0.1398(4) 0.088(4) Uiso 1 1 d . . . . .
H29A H 1.0485 0.1328 0.1342 0.106 Uiso 1 1 calc R U . . .
H29B H 1.0103 0.2127 0.1619 0.106 Uiso 1 1 calc R U . . .
C30 C 1.0699(7) 0.3706(15) 0.1394(3) 0.074(3) Uiso 1 1 d . . . . .
H30A H 1.0856 0.3817 0.1179 0.089 Uiso 1 1 calc R U . . .
H30B H 1.0435 0.4677 0.1439 0.089 Uiso 1 1 calc R U . . .
C31 C 1.1332(8) 0.3546(18) 0.1640(4) 0.097(4) Uiso 1 1 d . . . . .
H31A H 1.1675 0.4385 0.1601 0.116 Uiso 1 1 calc R U . . .
H31B H 1.1558 0.2508 0.1609 0.116 Uiso 1 1 calc R U . . .
C32 C 1.1171(8) 0.3668(18) 0.1993(4) 0.099(5) Uiso 1 1 d . . . . .
H32A H 1.0967 0.4711 0.2030 0.148 Uiso 1 1 calc R U . . .
H32B H 1.1609 0.3536 0.2137 0.148 Uiso 1 1 calc R U . . .
H32C H 1.0837 0.2834 0.2036 0.148 Uiso 1 1 calc R U . . .
C33 C 0.9661(8) 0.2559(16) 0.0832(3) 0.084(4) Uiso 1 1 d . . . . .
H33A H 0.9199 0.2459 0.0701 0.100 Uiso 1 1 calc R U . . .
H33B H 0.9825 0.3662 0.0808 0.100 Uiso 1 1 calc R U . . .
C34 C 1.0161(8) 0.1487(17) 0.0696(3) 0.091(4) Uiso 1 1 d . . . . .
H34A H 0.9996 0.0377 0.0709 0.109 Uiso 1 1 calc R U . . .
H34B H 1.0629 0.1568 0.0823 0.109 Uiso 1 1 calc R U . . .
C35 C 1.0232(9) 0.1901(19) 0.0345(4) 0.108(5) Uiso 1 1 d . . . . .
H35A H 0.9774 0.1723 0.0214 0.130 Uiso 1 1 calc R U . . .
H35B H 1.0352 0.3041 0.0329 0.130 Uiso 1 1 calc R U . . .
C36 C 1.0798(12) 0.091(3) 0.0209(6) 0.157(8) Uiso 1 1 d . . . . .
H36A H 1.1265 0.1251 0.0305 0.236 Uiso 1 1 calc R U . . .
H36B H 1.0761 0.1050 -0.0023 0.236 Uiso 1 1 calc R U . . .
H36C H 1.0730 -0.0216 0.0258 0.236 Uiso 1 1 calc R U . . .
N21 N 0.9541(6) 0.2331(11) 0.1179(3) 0.073(3) Uiso 1 1 d . . . . .
C41 C 0.4628(8) 0.3164(17) 0.0657(4) 0.086(4) Uiso 1 1 d . . . . .
C42 C 0.3876(10) 0.345(2) 0.0502(5) 0.126(6) Uiso 1 1 d . . . . .
H42A H 0.3888 0.3916 0.0290 0.189 Uiso 1 1 calc R U . . .
H42B H 0.3636 0.4175 0.0636 0.189 Uiso 1 1 calc R U . . .
H42C H 0.3622 0.2436 0.0482 0.189 Uiso 1 1 calc R U . . .
O41 O 0.5070(8) 0.3185(17) 0.0459(4) 0.150(5) Uiso 1 1 d . . . . .
O42 O 0.4758(5) 0.2869(10) 0.0950(2) 0.092(3) 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
C1 C2 1.354(15) . ?
C1 C2 1.354(15) 2_655 ?
C1 H1 0.9500 . ?
C2 C3 1.39(2) . ?
C2 C5 1.543(18) . ?
C3 C4 1.43(2) . ?
C3 H3 0.9500 . ?
C4 C3 1.43(2) 2_655 ?
C4 H4 0.9500 . ?
C5 N1 1.483(16) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 O1 1.270(15) . ?
C6 N2 1.343(15) . ?
C6 N1 1.363(15) . ?
C7 N2 1.392(15) . ?
C7 C12 1.392(17) . ?
C7 C8 1.396(17) . ?
C8 C9 1.398(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.355(17) . ?
C9 C13 1.491(18) . ?
C10 C11 1.386(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(17) . ?
C11 C14 1.451(18) . ?
C12 H12 0.9500 . ?
C13 F201 1.324(9) . ?
C13 F2 1.329(9) . ?
C13 F202 1.329(9) . ?
C13 F203 1.330(9) . ?
C13 F1 1.332(8) . ?
C13 F3 1.335(8) . ?
C14 F4 1.326(8) . ?
C14 F6 1.330(8) . ?
C14 F5 1.332(8) . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?
C21 N21 1.496(16) . ?
C21 C22 1.53(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.502(18) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.55(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.513(18) . ?
C25 N21 1.537(16) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.559(18) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.52(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 N21 1.501(18) . ?
C29 C30 1.514(18) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.50(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.56(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.478(19) . ?
C33 N21 1.517(16) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.54(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.53(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C41 O41 1.253(18) . ?
C41 O42 1.253(16) . ?
C41 C42 1.53(2) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
C2 C1 C2 124.2(16) . 2_655 ?
C2 C1 H1 117.9 . . ?
C2 C1 H1 117.9 2_655 . ?
C1 C2 C3 119.5(14) . . ?
C1 C2 C5 120.6(11) . . ?
C3 C2 C5 119.9(13) . . ?
C2 C3 C4 118.8(18) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C3 119(2) 2_655 . ?
C3 C4 H4 120.4 2_655 . ?
C3 C4 H4 120.4 . . ?
N1 C5 C2 116.1(10) . . ?
N1 C5 H5A 108.3 . . ?
C2 C5 H5A 108.3 . . ?
N1 C5 H5B 108.3 . . ?
C2 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
O1 C6 N2 125.3(12) . . ?
O1 C6 N1 119.4(11) . . ?
N2 C6 N1 115.2(12) . . ?
N2 C7 C12 125.4(11) . . ?
N2 C7 C8 117.8(12) . . ?
C12 C7 C8 116.0(12) . . ?
C7 C8 C9 122.8(12) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C10 C9 C8 118.7(11) . . ?
C10 C9 C13 119.4(11) . . ?
C8 C9 C13 121.8(11) . . ?
C9 C10 C11 121.4(13) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C12 118.7(13) . . ?
C10 C11 C14 120.4(12) . . ?
C12 C11 C14 120.8(11) . . ?
C7 C12 C11 122.0(12) . . ?
C7 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
F201 C13 F202 109.9(17) . . ?
F201 C13 F203 103.3(16) . . ?
F202 C13 F203 101.0(14) . . ?
F2 C13 F1 111.8(14) . . ?
F2 C13 F3 103.1(12) . . ?
F1 C13 F3 100.2(11) . . ?
F201 C13 C9 118.0(16) . . ?
F2 C13 C9 111.9(13) . . ?
F202 C13 C9 114.2(12) . . ?
F203 C13 C9 108.3(14) . . ?
F1 C13 C9 113.0(11) . . ?
F3 C13 C9 115.9(11) . . ?
F4 C14 F6 101.6(10) . . ?
F4 C14 F5 105.4(10) . . ?
F6 C14 F5 103.3(10) . . ?
F4 C14 C11 113.0(10) . . ?
F6 C14 C11 115.7(11) . . ?
F5 C14 C11 116.2(10) . . ?
C6 N1 C5 123.2(12) . . ?
C6 N1 H1A 118.4 . . ?
C5 N1 H1A 118.4 . . ?
C6 N2 C7 124.0(12) . . ?
C6 N2 H2 118.0 . . ?
C7 N2 H2 118.0 . . ?
N21 C21 C22 119.4(11) . . ?
N21 C21 H21A 107.5 . . ?
C22 C21 H21A 107.5 . . ?
N21 C21 H21B 107.5 . . ?
C22 C21 H21B 107.5 . . ?
H21A C21 H21B 107.0 . . ?
C23 C22 C21 111.6(12) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C22 C23 C24 114.5(13) . . ?
C22 C23 H23A 108.6 . . ?
C24 C23 H23A 108.6 . . ?
C22 C23 H23B 108.6 . . ?
C24 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N21 115.1(10) . . ?
C26 C25 H25A 108.5 . . ?
N21 C25 H25A 108.5 . . ?
C26 C25 H25B 108.5 . . ?
N21 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C25 C26 C27 108.3(11) . . ?
C25 C26 H26A 110.0 . . ?
C27 C26 H26A 110.0 . . ?
C25 C26 H26B 110.0 . . ?
C27 C26 H26B 110.0 . . ?
H26A C26 H26B 108.4 . . ?
C28 C27 C26 112.9(12) . . ?
C28 C27 H27A 109.0 . . ?
C26 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
C26 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N21 C29 C30 116.8(11) . . ?
N21 C29 H29A 108.1 . . ?
C30 C29 H29A 108.1 . . ?
N21 C29 H29B 108.1 . . ?
C30 C29 H29B 108.1 . . ?
H29A C29 H29B 107.3 . . ?
C31 C30 C29 111.3(12) . . ?
C31 C30 H30A 109.4 . . ?
C29 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C29 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C30 C31 C32 114.8(12) . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31B 108.6 . . ?
C32 C31 H31B 108.6 . . ?
H31A C31 H31B 107.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N21 118.3(11) . . ?
C34 C33 H33A 107.7 . . ?
N21 C33 H33A 107.7 . . ?
C34 C33 H33B 107.7 . . ?
N21 C33 H33B 107.7 . . ?
H33A C33 H33B 107.1 . . ?
C33 C34 C35 111.5(12) . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34A 109.3 . . ?
C33 C34 H34B 109.3 . . ?
C35 C34 H34B 109.3 . . ?
H34A C34 H34B 108.0 . . ?
C36 C35 C34 112.3(15) . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35B 109.2 . . ?
C34 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C21 N21 C29 107.3(10) . . ?
C21 N21 C33 109.0(10) . . ?
C29 N21 C33 112.2(11) . . ?
C21 N21 C25 110.4(10) . . ?
C29 N21 C25 111.8(10) . . ?
C33 N21 C25 106.0(9) . . ?
O41 C41 O42 125.8(16) . . ?
O41 C41 C42 112.8(16) . . ?
O42 C41 C42 121.3(14) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C2 C1 C2 C3 0.3(12) 2_655 . . . ?
C2 C1 C2 C5 -178.6(14) 2_655 . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C5 C2 C3 C4 178.4(12) . . . . ?
C2 C3 C4 C3 0.3(11) . . . 2_655 ?
C1 C2 C5 N1 163.8(12) . . . . ?
C3 C2 C5 N1 -15(2) . . . . ?
N2 C7 C8 C9 176.2(10) . . . . ?
C12 C7 C8 C9 6.0(17) . . . . ?
C7 C8 C9 C10 -4.4(18) . . . . ?
C7 C8 C9 C13 179.2(11) . . . . ?
C8 C9 C10 C11 3.2(18) . . . . ?
C13 C9 C10 C11 179.7(11) . . . . ?
C9 C10 C11 C12 -3.9(19) . . . . ?
C9 C10 C11 C14 -179.3(11) . . . . ?
N2 C7 C12 C11 -176.0(11) . . . . ?
C8 C7 C12 C11 -6.6(17) . . . . ?
C10 C11 C12 C7 5.8(18) . . . . ?
C14 C11 C12 C7 -178.8(11) . . . . ?
C10 C9 C13 F201 -31(2) . . . . ?
C8 C9 C13 F201 145.7(18) . . . . ?
C10 C9 C13 F2 149.3(14) . . . . ?
C8 C9 C13 F2 -34.4(17) . . . . ?
C10 C9 C13 F202 -162.2(14) . . . . ?
C8 C9 C13 F202 14.2(17) . . . . ?
C10 C9 C13 F203 86.2(17) . . . . ?
C8 C9 C13 F203 -97.5(16) . . . . ?
C10 C9 C13 F1 -83.5(15) . . . . ?
C8 C9 C13 F1 92.9(14) . . . . ?
C10 C9 C13 F3 31.4(16) . . . . ?
C8 C9 C13 F3 -152.3(11) . . . . ?
C10 C11 C14 F4 -87.5(14) . . . . ?
C12 C11 C14 F4 97.1(14) . . . . ?
C10 C11 C14 F6 155.9(12) . . . . ?
C12 C11 C14 F6 -19.4(16) . . . . ?
C10 C11 C14 F5 34.6(16) . . . . ?
C12 C11 C14 F5 -140.8(11) . . . . ?
O1 C6 N1 C5 -5.8(17) . . . . ?
N2 C6 N1 C5 176.7(10) . . . . ?
C2 C5 N1 C6 102.3(14) . . . . ?
O1 C6 N2 C7 9.0(18) . . . . ?
N1 C6 N2 C7 -173.7(10) . . . . ?
C12 C7 N2 C6 -34.9(17) . . . . ?
C8 C7 N2 C6 155.9(11) . . . . ?
N21 C21 C22 C23 -170.4(11) . . . . ?
C21 C22 C23 C24 177.5(13) . . . . ?
N21 C25 C26 C27 178.2(11) . . . . ?
C25 C26 C27 C28 179.7(12) . . . . ?
N21 C29 C30 C31 175.9(12) . . . . ?
C29 C30 C31 C32 -69.6(16) . . . . ?
N21 C33 C34 C35 -178.9(12) . . . . ?
C33 C34 C35 C36 174.7(15) . . . . ?
C22 C21 N21 C29 -178.6(13) . . . . ?
C22 C21 N21 C33 -56.8(15) . . . . ?
C22 C21 N21 C25 59.3(15) . . . . ?
C30 C29 N21 C21 177.7(12) . . . . ?
C30 C29 N21 C33 57.9(15) . . . . ?
C30 C29 N21 C25 -61.1(15) . . . . ?
C34 C33 N21 C21 -67.6(15) . . . . ?
C34 C33 N21 C29 51.2(16) . . . . ?
C34 C33 N21 C25 173.5(12) . . . . ?
C26 C25 N21 C21 66.1(14) . . . . ?
C26 C25 N21 C29 -53.3(14) . . . . ?
C26 C25 N21 C33 -175.9(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O41 0.88 1.90 2.78(2) 176.5 .
N2 H2 O42 0.88 1.99 2.789(15) 149.4 .

_refine_diff_density_max         0.778
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.117

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_L3-CO32-(2:1)
_database_code_depnum_ccdc_archive 'CCDC 1016985'
_audit_update_record             
;
2014-11-10 deposited with the CCDC.
2014-12-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#Claudia Caltagirone
#Refcode: MAR115_CN

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C26 H18 F12 N4 O2), 2(C16 H36 N), 2(C2 H6 O S), C O3'
_chemical_formula_sum            'C89 H120 F24 N10 O9 S2'
_chemical_formula_weight         1994.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1181 0.1169 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   20.944(3)
_cell_length_b                   24.898(3)
_cell_length_c                   38.318(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     19981(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    30285
_cell_measurement_theta_min      1.2
_cell_measurement_theta_max      26.7

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             8352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    0.148
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_type              'DLS beamline I19'
_diffrn_source                   synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_radiation_collimation    'Confocal mirrors'
_diffrn_radiation_monochromator  'double crystal silicon'

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  CrystalLogic
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_reflns_number            181899
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.856
_diffrn_reflns_theta_max         26.573
_diffrn_reflns_theta_full        24.415
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             22857
_reflns_number_gt                16330
_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       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2012)
;
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'

_refine_special_details          
;
 Some of the CF3 groups and a DMSO solvent are disordered, and as such various
 geometrical (DFIX, SADI, BUMP) and displacement (SIMU, DELU) restraints have
 been used and some of those atoms are left as isotropic. 

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0680P)²+21.6548P] 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         22857
_refine_ls_number_parameters     1422
_refine_ls_number_restraints     1568
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0727
_refine_ls_wR_factor_ref         0.1835
_refine_ls_wR_factor_gt          0.1646
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.036
_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
C1 C 0.35684(11) 0.15801(9) 0.22813(6) 0.0240(5) Uani 1 1 d . U . . .
H1 H 0.3845 0.1593 0.2085 0.029 Uiso 1 1 calc R U . . .
C2 C 0.37350(12) 0.18648(9) 0.25854(6) 0.0243(5) Uani 1 1 d . U . . .
C3 C 0.33238(12) 0.18442(10) 0.28719(6) 0.0266(5) Uani 1 1 d . U . . .
H3 H 0.3424 0.2038 0.3078 0.032 Uiso 1 1 calc R U . . .
C4 C 0.27666(12) 0.15389(10) 0.28548(7) 0.0295(5) Uani 1 1 d . U . . .
H4 H 0.2491 0.1523 0.3051 0.035 Uiso 1 1 calc R U . . .
C5 C 0.26099(12) 0.12569(10) 0.25536(6) 0.0273(5) Uani 1 1 d . U . . .
H5 H 0.2231 0.1048 0.2546 0.033 Uiso 1 1 calc R U . . .
C6 C 0.30081(11) 0.12798(9) 0.22609(6) 0.0238(5) Uani 1 1 d . U . . .
C7 C 0.43494(11) 0.21883(9) 0.26026(6) 0.0252(5) Uani 1 1 d . U . . .
H7A H 0.4281 0.2537 0.2484 0.030 Uiso 1 1 calc R U . . .
H7B H 0.4450 0.2264 0.2850 0.030 Uiso 1 1 calc R U . . .
C8 C 0.50244(11) 0.19919(9) 0.20997(6) 0.0227(5) Uani 1 1 d . U . . .
C9 C 0.28547(11) 0.09751(10) 0.19258(6) 0.0264(5) Uani 1 1 d . U . . .
H9A H 0.3113 0.1125 0.1733 0.032 Uiso 1 1 calc R U . . .
H9B H 0.2978 0.0594 0.1955 0.032 Uiso 1 1 calc R U . . .
C10 C 0.19682(12) 0.12209(9) 0.15310(6) 0.0256(5) Uani 1 1 d . U . . .
C11 C 0.57540(11) 0.16435(9) 0.16432(6) 0.0229(5) Uani 1 1 d . U . . .
C12 C 0.55431(12) 0.19657(9) 0.13643(6) 0.0258(5) Uani 1 1 d . U . . .
H12 H 0.5208 0.2218 0.1398 0.031 Uiso 1 1 calc R U . . .
C13 C 0.58291(13) 0.19127(11) 0.10375(7) 0.0322(6) Uani 1 1 d . U . . .
C14 C 0.63133(13) 0.15447(11) 0.09751(7) 0.0339(6) Uani 1 1 d . U . . .
H14 H 0.6503 0.1515 0.0751 0.041 Uiso 1 1 calc R U . . .
C15 C 0.65136(12) 0.12185(10) 0.12516(6) 0.0284(5) Uani 1 1 d . U . . .
C16 C 0.62438(11) 0.12660(9) 0.15799(6) 0.0249(5) Uani 1 1 d . U . . .
H16 H 0.6389 0.1043 0.1764 0.030 Uiso 1 1 calc R U . . .
C17 C 0.55982(15) 0.22693(13) 0.07496(8) 0.0454(7) Uani 1 1 d D U . . .
C18 C 0.70142(14) 0.08014(11) 0.11851(7) 0.0353(6) Uani 1 1 d . U . . .
C19 C 0.09343(12) 0.11699(9) 0.12165(6) 0.0244(5) Uani 1 1 d . U . . .
C20 C 0.02764(12) 0.12618(10) 0.12407(7) 0.0291(5) Uani 1 1 d . U . . .
H20 H 0.0104 0.1414 0.1448 0.035 Uiso 1 1 calc R U . . .
C21 C -0.01260(13) 0.11336(11) 0.09664(7) 0.0329(6) Uani 1 1 d . U . . .
C22 C 0.01144(13) 0.09236(10) 0.06551(7) 0.0328(6) Uani 1 1 d . U . . .
H22 H -0.0163 0.0835 0.0467 0.039 Uiso 1 1 calc R U . . .
C23 C 0.07688(13) 0.08474(9) 0.06270(7) 0.0288(5) Uani 1 1 d . U . . .
C24 C 0.11846(12) 0.09685(9) 0.09005(6) 0.0262(5) Uani 1 1 d . U . . .
H24 H 0.1631 0.0916 0.0874 0.031 Uiso 1 1 calc R U . . .
C25 C -0.08319(15) 0.12130(14) 0.10023(8) 0.0453(7) Uani 1 1 d D U . . .
C26 C 0.10318(14) 0.06335(11) 0.02901(7) 0.0366(6) Uani 1 1 d . U . . .
F1 F 0.5028(3) 0.2180(3) 0.06569(19) 0.083(2) Uani 0.634(9) 1 d D U P A 1
F2 F 0.5610(4) 0.28026(13) 0.08572(12) 0.096(3) Uani 0.634(9) 1 d D U P A 1
F3 F 0.5954(3) 0.2275(3) 0.04772(13) 0.076(2) Uani 0.634(9) 1 d D U P A 1
F4 F 0.74892(11) 0.09818(10) 0.09916(7) 0.0862(8) Uani 1 1 d D U . . .
F5 F 0.67790(11) 0.03866(9) 0.10047(7) 0.0762(7) Uani 1 1 d D U . . .
F6 F 0.72573(11) 0.05924(10) 0.14715(5) 0.0729(7) Uani 1 1 d D U . . .
F7 F -0.1017(2) 0.1376(2) 0.13206(10) 0.0728(13) Uani 0.775(6) 1 d D U P B 1
F8 F -0.11627(12) 0.07489(11) 0.09485(12) 0.0769(14) Uani 0.775(6) 1 d D U P B
1
F9 F -0.10844(13) 0.15575(15) 0.07859(9) 0.0594(11) Uani 0.775(6) 1 d D U P B 1
F10 F 0.06724(10) 0.02486(7) 0.01518(5) 0.0563(5) Uani 1 1 d D U . . .
F11 F 0.10697(10) 0.10206(7) 0.00430(4) 0.0503(5) Uani 1 1 d D U . . .
F12 F 0.16235(10) 0.04356(9) 0.03220(5) 0.0602(5) Uani 1 1 d D U . . .
N1 N 0.48942(9) 0.19205(8) 0.24431(5) 0.0243(4) Uani 1 1 d . U . . .
H1A H 0.5140 0.1711 0.2570 0.029 Uiso 1 1 calc R U . . .
N2 N 0.55142(10) 0.16663(8) 0.19805(5) 0.0246(4) Uani 1 1 d . U . . .
H2 H 0.5692 0.1451 0.2135 0.030 Uiso 1 1 calc R U . . .
N3 N 0.21809(10) 0.10023(8) 0.18307(5) 0.0254(4) Uani 1 1 d . U . . .
H3A H 0.1899 0.0869 0.1977 0.030 Uiso 1 1 calc R U . . .
N4 N 0.13013(10) 0.12428(8) 0.15168(5) 0.0268(4) Uani 1 1 d . U . . .
H4A H 0.1097 0.1308 0.1713 0.032 Uiso 1 1 calc R U . . .
O1 O 0.47394(8) 0.23180(6) 0.19106(4) 0.0272(4) Uani 1 1 d . U . . .
O2 O 0.23069(9) 0.13938(8) 0.12928(5) 0.0349(4) Uani 1 1 d . U . . .
F301 F 0.5522(8) 0.1941(5) 0.0444(2) 0.133(5) Uani 0.366(9) 1 d D U P A 2
F302 F 0.5024(4) 0.2432(5) 0.0775(3) 0.082(4) Uani 0.366(9) 1 d D U P A 2
F303 F 0.5983(4) 0.2600(6) 0.0638(4) 0.122(6) Uani 0.366(9) 1 d D U P A 2
F307 F -0.1061(8) 0.1040(9) 0.1266(4) 0.119(7) Uani 0.225(6) 1 d D U P B 2
F308 F -0.1109(5) 0.1138(7) 0.0696(3) 0.088(5) Uani 0.225(6) 1 d D U P B 2
F309 F -0.0871(5) 0.1772(4) 0.1008(5) 0.101(5) Uani 0.225(6) 1 d D U P B 2
C31 C 0.31504(11) -0.01213(9) 0.26338(6) 0.0243(5) Uani 1 1 d . U . . .
H31 H 0.2835 -0.0012 0.2797 0.029 Uiso 1 1 calc R U . . .
C32 C 0.29778(12) -0.04636(9) 0.23623(6) 0.0247(5) Uani 1 1 d . U . . .
C33 C 0.34471(13) -0.06282(10) 0.21257(7) 0.0305(5) Uani 1 1 d . U . . .
H33 H 0.3337 -0.0861 0.1939 0.037 Uiso 1 1 calc R U . . .
C34 C 0.40717(13) -0.04527(11) 0.21627(8) 0.0363(6) Uani 1 1 d . U . . .
H34 H 0.4389 -0.0570 0.2003 0.044 Uiso 1 1 calc R U . . .
C35 C 0.42360(12) -0.01041(10) 0.24338(7) 0.0322(6) Uani 1 1 d . U . . .
H35 H 0.4664 0.0018 0.2456 0.039 Uiso 1 1 calc R U . . .
C36 C 0.37757(12) 0.00646(9) 0.26711(7) 0.0266(5) Uani 1 1 d . U . . .
C37 C 0.22965(12) -0.06676(10) 0.23204(7) 0.0284(5) Uani 1 1 d . U . . .
H37A H 0.2179 -0.0650 0.2071 0.034 Uiso 1 1 calc R U . . .
H37B H 0.2282 -0.1050 0.2392 0.034 Uiso 1 1 calc R U . . .
C38 C 0.16171(11) -0.05498(9) 0.28349(6) 0.0260(5) Uani 1 1 d . U . . .
C39 C 0.39274(12) 0.04635(10) 0.29600(7) 0.0301(5) Uani 1 1 d . U . . .
H39A H 0.3842 0.0831 0.2873 0.036 Uiso 1 1 calc R U . . .
H39B H 0.3635 0.0397 0.3158 0.036 Uiso 1 1 calc R U . . .
C40 C 0.47535(12) 0.00709(9) 0.33299(7) 0.0264(5) Uani 1 1 d . U . . .
C41 C 0.08356(12) -0.02802(10) 0.32922(7) 0.0277(5) Uani 1 1 d . U . . .
C42 C 0.09640(14) -0.06888(11) 0.35333(7) 0.0349(6) Uani 1 1 d . U . . .
H42 H 0.1285 -0.0948 0.3486 0.042 Uiso 1 1 calc R U . . .
C43 C 0.06170(15) -0.07132(11) 0.38440(8) 0.0404(7) Uani 1 1 d . U . . .
C44 C 0.01392(15) -0.03463(12) 0.39236(8) 0.0409(7) Uani 1 1 d . U . . .
H44 H -0.0095 -0.0371 0.4135 0.049 Uiso 1 1 calc R U . . .
C45 C 0.00148(13) 0.00630(11) 0.36807(8) 0.0353(6) Uani 1 1 d . U . . .
C46 C 0.03543(12) 0.00964(10) 0.33706(7) 0.0308(5) Uani 1 1 d . U . . .
H46 H 0.0262 0.0376 0.3210 0.037 Uiso 1 1 calc R U . . .
C47 C 0.07887(19) -0.11484(13) 0.40990(9) 0.0548(9) Uani 1 1 d D U . . .
C48 C -0.04879(14) 0.04762(13) 0.37614(8) 0.0455(7) Uani 1 1 d D U . . .
C49 C 0.57234(12) -0.02210(9) 0.36515(6) 0.0236(5) Uani 1 1 d . U . . .
C50 C 0.54130(13) -0.05057(9) 0.39194(7) 0.0280(5) Uani 1 1 d . U . . .
H50 H 0.4961 -0.0499 0.3938 0.034 Uiso 1 1 calc R U . . .
C51 C 0.57745(13) -0.07968(10) 0.41568(7) 0.0325(6) Uani 1 1 d . U . . .
C52 C 0.64350(14) -0.08056(11) 0.41426(8) 0.0390(6) Uani 1 1 d . U . . .
H52 H 0.6675 -0.1013 0.4304 0.047 Uiso 1 1 calc R U . . .
C53 C 0.67390(13) -0.05037(11) 0.38857(7) 0.0342(6) Uani 1 1 d . U . . .
C54 C 0.63905(12) -0.02189(9) 0.36387(6) 0.0259(5) Uani 1 1 d . U . . .
H54 H 0.6605 -0.0023 0.3461 0.031 Uiso 1 1 calc R U . . .
C55 C 0.54354(15) -0.11145(12) 0.44354(8) 0.0415(7) Uani 1 1 d . U . . .
C56 C 0.74508(16) -0.04894(16) 0.38666(9) 0.0600(10) Uani 1 1 d D U . . .
F31 F 0.0683(9) -0.1641(5) 0.3985(5) 0.089(4) Uani 0.47(2) 1 d D U P C 1
F32 F 0.1439(3) -0.1163(6) 0.4168(3) 0.072(3) Uani 0.47(2) 1 d D U P C 1
F33 F 0.0554(6) -0.1108(5) 0.44197(18) 0.075(3) Uani 0.47(2) 1 d D U P C 1
F34 F -0.0327(8) 0.0798(6) 0.4019(4) 0.100(4) Uani 0.44(2) 1 d D U P D 1
F35 F -0.1048(4) 0.0292(5) 0.3817(6) 0.096(4) Uani 0.44(2) 1 d D U P D 1
F36 F -0.0567(5) 0.0840(4) 0.3498(3) 0.063(2) Uani 0.44(2) 1 d D U P D 1
F37 F 0.48243(11) -0.12145(12) 0.43585(7) 0.0931(9) Uani 1 1 d D U . . .
F38 F 0.54284(13) -0.08745(9) 0.47391(6) 0.0791(8) Uani 1 1 d D U . . .
F39 F 0.57013(11) -0.15935(7) 0.44851(5) 0.0619(6) Uani 1 1 d D U . . .
F40 F 0.7763(8) -0.0655(5) 0.4139(4) 0.077(4) Uani 0.302(10) 1 d D U P E 1
F41 F 0.7711(6) -0.0683(9) 0.3601(3) 0.138(6) Uani 0.302(10) 1 d D U P E 1
F42 F 0.7630(4) 0.0060(4) 0.3894(6) 0.124(5) Uani 0.302(10) 1 d D U P E 1
N31 N 0.18266(10) -0.03725(8) 0.25207(5) 0.0267(4) Uani 1 1 d . U . . .
H31A H 0.1673 -0.0070 0.2436 0.032 Uiso 1 1 calc R U . . .
N32 N 0.11527(10) -0.02154(8) 0.29755(5) 0.0283(4) Uani 1 1 d . U . . .
H32 H 0.1047 0.0068 0.2851 0.034 Uiso 1 1 calc R U . . .
N33 N 0.45799(10) 0.04404(8) 0.30867(6) 0.0301(5) Uani 1 1 d . U . . .
H33A H 0.4865 0.0667 0.3005 0.036 Uiso 1 1 calc R U . . .
N34 N 0.54049(10) 0.00720(8) 0.33952(5) 0.0262(4) Uani 1 1 d . U . . .
H34A H 0.5641 0.0279 0.3261 0.031 Uiso 1 1 calc R U . . .
O31 O 0.18161(9) -0.09600(7) 0.29804(5) 0.0324(4) Uani 1 1 d . U . . .
O32 O 0.43703(8) -0.02314(7) 0.34740(5) 0.0327(4) Uani 1 1 d . U . . .
F331 F 0.0859(7) -0.1617(4) 0.3950(4) 0.070(3) Uani 0.53(2) 1 d D U P C 2
F332 F 0.1288(8) -0.1035(5) 0.4272(4) 0.111(4) Uani 0.53(2) 1 d D U P C 2
F333 F 0.0292(8) -0.1221(5) 0.4318(5) 0.127(5) Uani 0.53(2) 1 d D U P C 2
F334 F -0.0242(4) 0.0895(3) 0.3923(3) 0.066(2) Uani 0.56(2) 1 d D U P D 2
F335 F -0.0910(5) 0.0289(3) 0.3999(3) 0.075(3) Uani 0.56(2) 1 d D U P D 2
F336 F -0.0805(7) 0.0628(7) 0.34913(19) 0.118(5) Uani 0.56(2) 1 d D U P D 2
F340 F 0.7724(4) -0.0515(4) 0.41593(16) 0.123(3) Uani 0.698(10) 1 d D U P E 2
F341 F 0.7661(3) -0.09730(17) 0.37000(18) 0.104(2) Uani 0.698(10) 1 d D U P E 2
F342 F 0.76980(15) -0.01430(18) 0.36527(10) 0.0543(13) Uani 0.698(10) 1 d D U P
E 2
C61 C 0.09631(14) 0.23107(11) 0.03905(7) 0.0375(6) Uani 1 1 d . U . . .
H61A H 0.0877 0.2037 0.0572 0.045 Uiso 1 1 calc R U . . .
H61B H 0.1063 0.2117 0.0172 0.045 Uiso 1 1 calc R U . . .
C62 C 0.03529(15) 0.26327(11) 0.03331(7) 0.0387(6) Uani 1 1 d . U . . .
H62A H 0.0205 0.2784 0.0558 0.046 Uiso 1 1 calc R U . . .
H62B H 0.0440 0.2935 0.0172 0.046 Uiso 1 1 calc R U . . .
C63 C -0.01650(15) 0.22753(12) 0.01801(8) 0.0425(7) Uani 1 1 d . U . . .
H63A H -0.0017 0.2133 -0.0047 0.051 Uiso 1 1 calc R U . . .
H63B H -0.0235 0.1966 0.0338 0.051 Uiso 1 1 calc R U . . .
C64 C -0.07918(16) 0.25659(13) 0.01278(9) 0.0490(8) Uani 1 1 d . U . . .
H64A H -0.0942 0.2707 0.0352 0.074 Uiso 1 1 calc R U . . .
H64B H -0.1109 0.2315 0.0034 0.074 Uiso 1 1 calc R U . . .
H64C H -0.0731 0.2863 -0.0036 0.074 Uiso 1 1 calc R U . . .
C65 C 0.17558(16) 0.29751(11) 0.01898(7) 0.0415(7) Uani 1 1 d . U . . .
H65A H 0.1826 0.2737 -0.0013 0.050 Uiso 1 1 calc R U . . .
H65B H 0.1396 0.3217 0.0131 0.050 Uiso 1 1 calc R U . . .
C66 C 0.23463(17) 0.33146(12) 0.02385(8) 0.0453(7) Uani 1 1 d . U . . .
H66A H 0.2714 0.3083 0.0300 0.054 Uiso 1 1 calc R U . . .
H66B H 0.2279 0.3574 0.0431 0.054 Uiso 1 1 calc R U . . .
C67 C 0.24829(17) 0.36160(13) -0.01028(8) 0.0488(8) Uani 1 1 d . U . . .
H67A H 0.2576 0.3350 -0.0288 0.059 Uiso 1 1 calc R U . . .
H67B H 0.2094 0.3815 -0.0172 0.059 Uiso 1 1 calc R U . . .
C68 C 0.3033(2) 0.40060(16) -0.00805(10) 0.0664(11) Uani 1 1 d . U . . .
H68A H 0.2933 0.4286 0.0090 0.100 Uiso 1 1 calc R U . . .
H68B H 0.3103 0.4170 -0.0310 0.100 Uiso 1 1 calc R U . . .
H68C H 0.3419 0.3814 -0.0008 0.100 Uiso 1 1 calc R U . . .
C69 C 0.20866(15) 0.22347(11) 0.05986(8) 0.0414(7) Uani 1 1 d . U . . .
H69A H 0.2447 0.2444 0.0696 0.050 Uiso 1 1 calc R U . . .
H69B H 0.1926 0.1998 0.0787 0.050 Uiso 1 1 calc R U . . .
C70 C 0.23427(16) 0.18825(13) 0.03055(8) 0.0470(7) Uani 1 1 d . U . . .
H70A H 0.2498 0.2112 0.0112 0.056 Uiso 1 1 calc R U . . .
H70B H 0.1996 0.1652 0.0214 0.056 Uiso 1 1 calc R U . . .
C71 C 0.28872(17) 0.15321(16) 0.04394(10) 0.0575(9) Uani 1 1 d . U . . .
H71A H 0.2737 0.1324 0.0644 0.069 Uiso 1 1 calc R U . . .
H71B H 0.3242 0.1766 0.0518 0.069 Uiso 1 1 calc R U . . .
C72 C 0.3135(2) 0.11428(19) 0.01617(12) 0.0746(12) Uani 1 1 d . U . . .
H72A H 0.2795 0.0892 0.0097 0.112 Uiso 1 1 calc R U . . .
H72B H 0.3499 0.0942 0.0255 0.112 Uiso 1 1 calc R U . . .
H72C H 0.3271 0.1345 -0.0045 0.112 Uiso 1 1 calc R U . . .
C73 C 0.14091(17) 0.29901(11) 0.08094(7) 0.0424(7) Uani 1 1 d . U . . .
H73A H 0.1141 0.3292 0.0727 0.051 Uiso 1 1 calc R U . . .
H73B H 0.1817 0.3145 0.0893 0.051 Uiso 1 1 calc R U . . .
C74 C 0.10720(18) 0.27243(13) 0.11194(8) 0.0493(8) Uani 1 1 d . U . . .
H74A H 0.1352 0.2444 0.1221 0.059 Uiso 1 1 calc R U . . .
H74B H 0.0674 0.2549 0.1039 0.059 Uiso 1 1 calc R U . . .
C75 C 0.0913(2) 0.31488(15) 0.14000(9) 0.0621(10) Uani 1 1 d . U . . .
H75A H 0.0747 0.3476 0.1284 0.075 Uiso 1 1 calc R U . . .
H75B H 0.1309 0.3248 0.1525 0.075 Uiso 1 1 calc R U . . .
C76 C 0.0411(2) 0.2945(2) 0.16674(11) 0.0779(12) Uani 1 1 d . U . . .
H76A H 0.0011 0.2864 0.1546 0.117 Uiso 1 1 calc R U . . .
H76B H 0.0336 0.3222 0.1844 0.117 Uiso 1 1 calc R U . . .
H76C H 0.0571 0.2618 0.1781 0.117 Uiso 1 1 calc R U . . .
N61 N 0.15533(13) 0.26269(9) 0.04988(6) 0.0389(6) Uani 1 1 d . U . . .
C81 C 0.31712(12) -0.16588(9) 0.28963(6) 0.0270(5) Uani 1 1 d . U . . .
H81A H 0.3369 -0.1363 0.2761 0.032 Uiso 1 1 calc R U . . .
H81B H 0.2704 -0.1598 0.2896 0.032 Uiso 1 1 calc R U . . .
C82 C 0.33083(14) -0.21893(9) 0.27083(7) 0.0323(6) Uani 1 1 d . U . . .
H82A H 0.3757 -0.2296 0.2750 0.039 Uiso 1 1 calc R U . . .
H82B H 0.3029 -0.2474 0.2804 0.039 Uiso 1 1 calc R U . . .
C83 C 0.31922(15) -0.21360(11) 0.23180(7) 0.0383(6) Uani 1 1 d . U . . .
H83A H 0.3492 -0.1867 0.2221 0.046 Uiso 1 1 calc R U . . .
H83B H 0.2752 -0.2003 0.2279 0.046 Uiso 1 1 calc R U . . .
C84 C 0.32802(17) -0.26661(11) 0.21253(8) 0.0448(7) Uani 1 1 d . U . . .
H84A H 0.3701 -0.2816 0.2181 0.067 Uiso 1 1 calc R U . . .
H84B H 0.3249 -0.2604 0.1873 0.067 Uiso 1 1 calc R U . . .
H84C H 0.2947 -0.2919 0.2198 0.067 Uiso 1 1 calc R U . . .
C85 C 0.31296(12) -0.20815(9) 0.34863(7) 0.0286(5) Uani 1 1 d . U . . .
H85A H 0.3313 -0.2063 0.3724 0.034 Uiso 1 1 calc R U . . .
H85B H 0.3262 -0.2428 0.3382 0.034 Uiso 1 1 calc R U . . .
C86 C 0.24002(12) -0.20745(10) 0.35152(7) 0.0324(6) Uani 1 1 d . U . . .
H86A H 0.2211 -0.2130 0.3281 0.039 Uiso 1 1 calc R U . . .
H86B H 0.2259 -0.1719 0.3602 0.039 Uiso 1 1 calc R U . . .
C87 C 0.21615(15) -0.25143(11) 0.37636(8) 0.0416(7) Uani 1 1 d . U . . .
H87A H 0.1693 -0.2549 0.3737 0.050 Uiso 1 1 calc R U . . .
H87B H 0.2355 -0.2861 0.3694 0.050 Uiso 1 1 calc R U . . .
C88 C 0.23121(16) -0.24136(14) 0.41433(9) 0.0509(8) Uani 1 1 d . U . . .
H88A H 0.2776 -0.2414 0.4177 0.076 Uiso 1 1 calc R U . . .
H88B H 0.2120 -0.2697 0.4286 0.076 Uiso 1 1 calc R U . . .
H88C H 0.2138 -0.2065 0.4213 0.076 Uiso 1 1 calc R U . . .
C89 C 0.32083(12) -0.10803(9) 0.34158(6) 0.0249(5) Uani 1 1 d . U . . .
H89A H 0.3455 -0.0798 0.3294 0.030 Uiso 1 1 calc R U . . .
H89B H 0.2752 -0.1023 0.3361 0.030 Uiso 1 1 calc R U . . .
C90 C 0.33014(13) -0.10082(9) 0.38087(7) 0.0286(5) Uani 1 1 d . U . . .
H90A H 0.3087 -0.1304 0.3935 0.034 Uiso 1 1 calc R U . . .
H90B H 0.3762 -0.1021 0.3865 0.034 Uiso 1 1 calc R U . . .
C91 C 0.30234(14) -0.04712(10) 0.39252(7) 0.0327(6) Uani 1 1 d . U . . .
H91A H 0.2565 -0.0457 0.3863 0.039 Uiso 1 1 calc R U . . .
H91B H 0.3243 -0.0176 0.3800 0.039 Uiso 1 1 calc R U . . .
C92 C 0.3098(2) -0.03893(13) 0.43177(8) 0.0545(9) Uani 1 1 d . U . . .
H92A H 0.2893 -0.0687 0.4442 0.082 Uiso 1 1 calc R U . . .
H92B H 0.2896 -0.0050 0.4386 0.082 Uiso 1 1 calc R U . . .
H92C H 0.3553 -0.0379 0.4377 0.082 Uiso 1 1 calc R U . . .
C93 C 0.41362(11) -0.16805(9) 0.32841(7) 0.0270(5) Uani 1 1 d . U . . .
H93A H 0.4283 -0.1564 0.3518 0.032 Uiso 1 1 calc R U . . .
H93B H 0.4249 -0.2065 0.3258 0.032 Uiso 1 1 calc R U . . .
C94 C 0.45003(12) -0.13603(10) 0.30094(7) 0.0314(6) Uani 1 1 d . U . . .
H94A H 0.4337 -0.0987 0.3002 0.038 Uiso 1 1 calc R U . . .
H94B H 0.4436 -0.1524 0.2777 0.038 Uiso 1 1 calc R U . . .
C95 C 0.52100(13) -0.13571(10) 0.30989(8) 0.0362(6) Uani 1 1 d . U . . .
H95A H 0.5273 -0.1167 0.3323 0.043 Uiso 1 1 calc R U . . .
H95B H 0.5358 -0.1732 0.3130 0.043 Uiso 1 1 calc R U . . .
C96 C 0.56109(15) -0.10866(12) 0.28181(10) 0.0509(8) Uani 1 1 d . U . . .
H96A H 0.5560 -0.1280 0.2597 0.076 Uiso 1 1 calc R U . . .
H96B H 0.6061 -0.1091 0.2888 0.076 Uiso 1 1 calc R U . . .
H96C H 0.5469 -0.0714 0.2789 0.076 Uiso 1 1 calc R U . . .
N81 N 0.34096(9) -0.16279(7) 0.32697(5) 0.0242(4) Uani 1 1 d . U . . .
C101 C 0.37029(18) 0.21349(16) 0.12460(10) 0.0604(9) Uani 1 1 d D U . . .
H10A H 0.3286 0.1960 0.1270 0.091 Uiso 1 1 calc R U . . .
H10B H 0.3981 0.2024 0.1439 0.091 Uiso 1 1 calc R U . . .
H10C H 0.3897 0.2030 0.1024 0.091 Uiso 1 1 calc R U . . .
C102 C 0.32540(19) 0.28752(18) 0.16798(11) 0.0687(10) Uani 1 1 d D U . . .
H10D H 0.3115 0.3244 0.1728 0.103 Uiso 1 1 calc R U . . .
H10E H 0.3570 0.2765 0.1854 0.103 Uiso 1 1 calc R U . . .
H10F H 0.2885 0.2633 0.1690 0.103 Uiso 1 1 calc R U . . .
O101 O 0.30790(15) 0.29773(11) 0.10043(8) 0.0856(10) Uani 1 1 d D U . . .
S101 S 0.36028(5) 0.28450(4) 0.12566(2) 0.0612(3) Uani 1 1 d D U . . .
C111 C 0.0506(16) 0.4578(14) -0.0180(5) 0.136(7) Uani 0.151(3) 1 d D U P F 1
H11A H 0.0637 0.4207 -0.0229 0.205 Uiso 0.151(3) 1 calc R U P F 1
H11B H 0.0802 0.4827 -0.0295 0.205 Uiso 0.151(3) 1 calc R U P F 1
H11C H 0.0073 0.4637 -0.0269 0.205 Uiso 0.151(3) 1 calc R U P F 1
C112 C 0.1380(10) 0.4742(11) 0.0293(12) 0.144(8) Uani 0.151(3) 1 d D U P F 1
H11D H 0.1547 0.4540 0.0492 0.216 Uiso 0.151(3) 1 calc R U P F 1
H11E H 0.1504 0.5120 0.0314 0.216 Uiso 0.151(3) 1 calc R U P F 1
H11F H 0.1554 0.4594 0.0076 0.216 Uiso 0.151(3) 1 calc R U P F 1
O111 O 0.0282(16) 0.4218(9) 0.0449(6) 0.167(8) Uani 0.151(3) 1 d D U P F 1
S111 S 0.0519(7) 0.4692(5) 0.0286(4) 0.122(3) Uani 0.151(3) 1 d D U P F 1
C311 C 0.0379(11) 0.4262(9) -0.0325(5) 0.127(6) Uani 0.336(3) 1 d D U P G 2
H31B H 0.0597 0.4456 -0.0513 0.190 Uiso 0.336(3) 1 calc R U P G 2
H31C H -0.0062 0.4389 -0.0307 0.190 Uiso 0.336(3) 1 calc R U P G 2
H31D H 0.0380 0.3876 -0.0377 0.190 Uiso 0.336(3) 1 calc R U P G 2
C312 C 0.1330(11) 0.4865(9) -0.0077(7) 0.132(7) Uani 0.336(3) 1 d D U P G 2
H31E H 0.1640 0.4937 0.0109 0.198 Uiso 0.336(3) 1 calc R U P G 2
H31F H 0.1104 0.5197 -0.0136 0.198 Uiso 0.336(3) 1 calc R U P G 2
H31G H 0.1554 0.4731 -0.0284 0.198 Uiso 0.336(3) 1 calc R U P G 2
O311 O 0.0980(14) 0.3932(8) 0.0254(7) 0.158(8) Uani 0.336(3) 1 d D U P G 2
S311 S 0.0774(4) 0.4376(4) 0.0067(3) 0.117(3) Uani 0.336(3) 1 d D U P G 2
C411 C 0.0057(5) 0.4124(4) -0.0211(2) 0.077(3) Uani 0.512(3) 1 d D U P H 3
H41A H 0.0319 0.3940 -0.0385 0.115 Uiso 0.512(3) 1 calc R U P H 3
H41B H -0.0216 0.4389 -0.0326 0.115 Uiso 0.512(3) 1 calc R U P H 3
H41C H -0.0210 0.3861 -0.0088 0.115 Uiso 0.512(3) 1 calc R U P H 3
C412 C 0.1055(6) 0.4794(5) -0.0231(3) 0.091(3) Uani 0.512(3) 1 d D U P H 3
H41D H 0.1448 0.4930 -0.0124 0.137 Uiso 0.512(3) 1 calc R U P H 3
H41E H 0.0814 0.5095 -0.0331 0.137 Uiso 0.512(3) 1 calc R U P H 3
H41F H 0.1163 0.4538 -0.0416 0.137 Uiso 0.512(3) 1 calc R U P H 3
O411 O 0.0919(5) 0.4043(3) 0.0267(3) 0.0690(19) Uani 0.512(3) 1 d D U P H 3
S411 S 0.05696(16) 0.44594(14) 0.01003(10) 0.0527(7) Uani 0.512(3) 1 d D U P H
3
C201 C 0.08837(11) 0.07890(9) 0.23304(6) 0.0229(5) Uani 1 1 d . U . . .
O201 O 0.05806(8) 0.11594(6) 0.21608(4) 0.0249(3) Uani 1 1 d . U . . .
O202 O 0.11885(8) 0.04219(6) 0.21572(4) 0.0246(3) Uani 1 1 d . U . . .
O203 O 0.08883(9) 0.07805(7) 0.26653(4) 0.0310(4) Uani 1 1 d . U . . .


_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
C1 C6 1.394(3) . ?
C1 C2 1.408(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.396(3) . ?
C2 C7 1.520(3) . ?
C3 C4 1.394(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.399(3) . ?
C5 H5 0.9500 . ?
C6 C9 1.526(3) . ?
C7 N1 1.456(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 O1 1.241(3) . ?
C8 N1 1.356(3) . ?
C8 N2 1.385(3) . ?
C9 N3 1.459(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O2 1.234(3) . ?
C10 N3 1.347(3) . ?
C10 N4 1.399(3) . ?
C11 N2 1.388(3) . ?
C11 C12 1.407(3) . ?
C11 C16 1.412(3) . ?
C12 C13 1.394(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(4) . ?
C13 C17 1.496(4) . ?
C14 C15 1.400(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 C18 1.498(4) . ?
C16 H16 0.9500 . ?
C17 F303 1.228(8) . ?
C17 F1 1.265(6) . ?
C17 F302 1.272(8) . ?
C17 F3 1.283(5) . ?
C17 F2 1.391(5) . ?
C17 F301 1.439(8) . ?
C18 F6 1.317(3) . ?
C18 F4 1.319(3) . ?
C18 F5 1.337(3) . ?
C19 N4 1.396(3) . ?
C19 C20 1.400(4) . ?
C19 C24 1.411(3) . ?
C20 C21 1.385(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.396(4) . ?
C21 C25 1.498(4) . ?
C22 C23 1.388(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(3) . ?
C23 C26 1.501(4) . ?
C24 H24 0.9500 . ?
C25 F307 1.199(10) . ?
C25 F9 1.305(4) . ?
C25 F308 1.323(9) . ?
C25 F7 1.342(5) . ?
C25 F8 1.363(4) . ?
C25 F309 1.395(10) . ?
C26 F10 1.329(3) . ?
C26 F12 1.339(3) . ?
C26 F11 1.353(3) . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?
N3 H3A 0.8800 . ?
N4 H4A 0.8800 . ?
C31 C32 1.392(3) . ?
C31 C36 1.396(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.399(3) . ?
C32 C37 1.523(3) . ?
C33 C34 1.387(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.396(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.390(4) . ?
C35 H35 0.9500 . ?
C36 C39 1.521(4) . ?
C37 N31 1.448(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 O31 1.236(3) . ?
C38 N31 1.355(3) . ?
C38 N32 1.389(3) . ?
C39 N33 1.451(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 O32 1.231(3) . ?
C40 N33 1.359(3) . ?
C40 N34 1.387(3) . ?
C41 N32 1.393(3) . ?
C41 C42 1.400(4) . ?
C41 C46 1.409(4) . ?
C42 C43 1.396(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.389(4) . ?
C43 C47 1.503(4) . ?
C44 C45 1.404(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.387(4) . ?
C45 C48 1.504(4) . ?
C46 H46 0.9500 . ?
C47 F332 1.270(10) . ?
C47 F331 1.307(8) . ?
C47 F31 1.320(9) . ?
C47 F33 1.327(8) . ?
C47 F333 1.349(8) . ?
C47 F32 1.387(8) . ?
C48 F35 1.278(8) . ?
C48 F336 1.286(7) . ?
C48 F34 1.315(9) . ?
C48 F334 1.317(7) . ?
C48 F335 1.351(7) . ?
C48 F36 1.365(8) . ?
C49 N34 1.393(3) . ?
C49 C54 1.398(3) . ?
C49 C50 1.407(3) . ?
C50 C51 1.388(4) . ?
C50 H50 0.9500 . ?
C51 C52 1.385(4) . ?
C51 C55 1.506(4) . ?
C52 C53 1.393(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.390(3) . ?
C53 C56 1.493(4) . ?
C54 H54 0.9500 . ?
C55 F38 1.308(4) . ?
C55 F39 1.330(3) . ?
C55 F37 1.337(4) . ?
C56 F41 1.250(10) . ?
C56 F40 1.299(10) . ?
C56 F340 1.261(6) . ?
C56 F342 1.298(4) . ?
C56 F42 1.423(10) . ?
C56 F341 1.432(6) . ?
F40 F42 2.032(11) . ?
N31 H31A 0.8800 . ?
N32 H32 0.8800 . ?
N33 H33A 0.8800 . ?
N34 H34A 0.8800 . ?
C61 N61 1.523(3) . ?
C61 C62 1.524(4) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C62 C63 1.521(4) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 C64 1.512(5) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 C66 1.510(4) . ?
C65 N61 1.528(3) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C66 C67 1.535(4) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C67 C68 1.509(5) . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 C70 1.523(4) . ?
C69 N61 1.532(4) . ?
C69 H69A 0.9900 . ?
C69 H69B 0.9900 . ?
C70 C71 1.525(5) . ?
C70 H70A 0.9900 . ?
C70 H70B 0.9900 . ?
C71 C72 1.530(5) . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 N61 1.525(4) . ?
C73 C74 1.532(4) . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C74 C75 1.544(5) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 C76 1.553(6) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C81 N81 1.518(3) . ?
C81 C82 1.532(3) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
C82 C83 1.521(4) . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C83 C84 1.524(4) . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 N81 1.519(3) . ?
C85 C86 1.532(4) . ?
C85 H85A 0.9900 . ?
C85 H85B 0.9900 . ?
C86 C87 1.535(4) . ?
C86 H86A 0.9900 . ?
C86 H86B 0.9900 . ?
C87 C88 1.510(5) . ?
C87 H87A 0.9900 . ?
C87 H87B 0.9900 . ?
C88 H88A 0.9800 . ?
C88 H88B 0.9800 . ?
C88 H88C 0.9800 . ?
C89 C90 1.529(3) . ?
C89 N81 1.533(3) . ?
C89 H89A 0.9900 . ?
C89 H89B 0.9900 . ?
C90 C91 1.525(3) . ?
C90 H90A 0.9900 . ?
C90 H90B 0.9900 . ?
C91 C92 1.526(4) . ?
C91 H91A 0.9900 . ?
C91 H91B 0.9900 . ?
C92 H92A 0.9800 . ?
C92 H92B 0.9800 . ?
C92 H92C 0.9800 . ?
C93 C94 1.525(3) . ?
C93 N81 1.528(3) . ?
C93 H93A 0.9900 . ?
C93 H93B 0.9900 . ?
C94 C95 1.525(4) . ?
C94 H94A 0.9900 . ?
C94 H94B 0.9900 . ?
C95 C96 1.522(4) . ?
C95 H95A 0.9900 . ?
C95 H95B 0.9900 . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C101 S101 1.781(4) . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C102 S101 1.780(4) . ?
C102 H10D 0.9800 . ?
C102 H10E 0.9800 . ?
C102 H10F 0.9800 . ?
O101 S101 1.499(3) . ?
C111 S111 1.809(16) . ?
C111 H11A 0.9800 . ?
C111 H11B 0.9800 . ?
C111 H11C 0.9800 . ?
C112 S111 1.806(16) . ?
C112 H11D 0.9800 . ?
C112 H11E 0.9800 . ?
C112 H11F 0.9800 . ?
O111 S111 1.426(15) . ?
C311 S311 1.739(13) . ?
C311 H31B 0.9800 . ?
C311 H31C 0.9800 . ?
C311 H31D 0.9800 . ?
C312 S311 1.773(13) . ?
C312 H31E 0.9800 . ?
C312 H31F 0.9800 . ?
C312 H31G 0.9800 . ?
O311 S311 1.387(13) . ?
C411 S411 1.808(8) . ?
C411 H41A 0.9800 . ?
C411 H41B 0.9800 . ?
C411 H41C 0.9800 . ?
C412 S411 1.828(8) . ?
C412 H41D 0.9800 . ?
C412 H41E 0.9800 . ?
C412 H41F 0.9800 . ?
O411 S411 1.420(7) . ?
C201 O203 1.284(3) . ?
C201 O201 1.294(3) . ?
C201 O202 1.298(3) . ?

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
C6 C1 C2 121.7(2) . . ?
C6 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 118.6(2) . . ?
C3 C2 C7 120.5(2) . . ?
C1 C2 C7 120.9(2) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.8(2) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 118.6(2) . . ?
C1 C6 C9 119.4(2) . . ?
C5 C6 C9 121.9(2) . . ?
N1 C7 C2 113.73(19) . . ?
N1 C7 H7A 108.8 . . ?
C2 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C2 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O1 C8 N1 123.8(2) . . ?
O1 C8 N2 123.1(2) . . ?
N1 C8 N2 113.1(2) . . ?
N3 C9 C6 113.0(2) . . ?
N3 C9 H9A 109.0 . . ?
C6 C9 H9A 109.0 . . ?
N3 C9 H9B 109.0 . . ?
C6 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
O2 C10 N3 125.6(2) . . ?
O2 C10 N4 122.1(2) . . ?
N3 C10 N4 112.3(2) . . ?
N2 C11 C12 124.8(2) . . ?
N2 C11 C16 116.7(2) . . ?
C12 C11 C16 118.5(2) . . ?
C13 C12 C11 119.5(2) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C12 122.1(2) . . ?
C14 C13 C17 120.1(2) . . ?
C12 C13 C17 117.8(2) . . ?
C13 C14 C15 118.1(2) . . ?
C13 C14 H14 120.9 . . ?
C15 C14 H14 120.9 . . ?
C16 C15 C14 121.1(2) . . ?
C16 C15 C18 120.0(2) . . ?
C14 C15 C18 118.9(2) . . ?
C15 C16 C11 120.6(2) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
F303 C17 F302 115.6(8) . . ?
F1 C17 F3 108.8(5) . . ?
F1 C17 F2 105.5(4) . . ?
F3 C17 F2 102.7(4) . . ?
F303 C17 F301 99.8(8) . . ?
F302 C17 F301 98.0(7) . . ?
F303 C17 C13 116.2(5) . . ?
F1 C17 C13 114.1(4) . . ?
F302 C17 C13 115.9(5) . . ?
F3 C17 C13 114.8(3) . . ?
F2 C17 C13 110.0(3) . . ?
F301 C17 C13 107.4(4) . . ?
F6 C18 F4 108.1(3) . . ?
F6 C18 F5 105.6(2) . . ?
F4 C18 F5 104.5(3) . . ?
F6 C18 C15 113.8(2) . . ?
F4 C18 C15 112.8(2) . . ?
F5 C18 C15 111.5(2) . . ?
N4 C19 C20 117.8(2) . . ?
N4 C19 C24 123.3(2) . . ?
C20 C19 C24 118.7(2) . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 121.0(2) . . ?
C20 C21 C25 120.0(3) . . ?
C22 C21 C25 118.9(2) . . ?
C23 C22 C21 118.3(2) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
C22 C23 C24 121.9(2) . . ?
C22 C23 C26 118.5(2) . . ?
C24 C23 C26 119.6(2) . . ?
C23 C24 C19 119.3(2) . . ?
C23 C24 H24 120.4 . . ?
C19 C24 H24 120.4 . . ?
F307 C25 F308 121.4(11) . . ?
F9 C25 F7 105.2(3) . . ?
F9 C25 F8 104.8(3) . . ?
F7 C25 F8 104.3(3) . . ?
F307 C25 F309 108.8(12) . . ?
F308 C25 F309 97.4(10) . . ?
F307 C25 C21 115.2(8) . . ?
F9 C25 C21 115.4(3) . . ?
F308 C25 C21 109.4(5) . . ?
F7 C25 C21 114.1(3) . . ?
F8 C25 C21 112.1(3) . . ?
F309 C25 C21 101.0(5) . . ?
F10 C26 F12 107.2(2) . . ?
F10 C26 F11 105.5(2) . . ?
F12 C26 F11 105.8(2) . . ?
F10 C26 C23 113.0(2) . . ?
F12 C26 C23 113.0(2) . . ?
F11 C26 C23 111.7(2) . . ?
C8 N1 C7 120.3(2) . . ?
C8 N1 H1A 119.8 . . ?
C7 N1 H1A 119.8 . . ?
C8 N2 C11 126.8(2) . . ?
C8 N2 H2 116.6 . . ?
C11 N2 H2 116.6 . . ?
C10 N3 C9 123.5(2) . . ?
C10 N3 H3A 118.3 . . ?
C9 N3 H3A 118.3 . . ?
C19 N4 C10 125.2(2) . . ?
C19 N4 H4A 117.4 . . ?
C10 N4 H4A 117.4 . . ?
C32 C31 C36 121.5(2) . . ?
C32 C31 H31 119.2 . . ?
C36 C31 H31 119.2 . . ?
C31 C32 C33 118.8(2) . . ?
C31 C32 C37 121.7(2) . . ?
C33 C32 C37 119.5(2) . . ?
C34 C33 C32 120.3(2) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 120.3(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C36 C35 C34 120.2(2) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C31 118.9(2) . . ?
C35 C36 C39 121.9(2) . . ?
C31 C36 C39 119.1(2) . . ?
N31 C37 C32 114.3(2) . . ?
N31 C37 H37A 108.7 . . ?
C32 C37 H37A 108.7 . . ?
N31 C37 H37B 108.7 . . ?
C32 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
O31 C38 N31 124.1(2) . . ?
O31 C38 N32 123.8(2) . . ?
N31 C38 N32 112.1(2) . . ?
N33 C39 C36 114.5(2) . . ?
N33 C39 H39A 108.6 . . ?
C36 C39 H39A 108.6 . . ?
N33 C39 H39B 108.6 . . ?
C36 C39 H39B 108.6 . . ?
H39A C39 H39B 107.6 . . ?
O32 C40 N33 123.2(2) . . ?
O32 C40 N34 124.2(2) . . ?
N33 C40 N34 112.7(2) . . ?
N32 C41 C42 124.6(2) . . ?
N32 C41 C46 116.7(2) . . ?
C42 C41 C46 118.7(2) . . ?
C43 C42 C41 119.6(3) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C44 C43 C42 122.3(3) . . ?
C44 C43 C47 120.3(3) . . ?
C42 C43 C47 117.5(3) . . ?
C43 C44 C45 117.7(3) . . ?
C43 C44 H44 121.1 . . ?
C45 C44 H44 121.1 . . ?
C46 C45 C44 121.1(3) . . ?
C46 C45 C48 119.6(3) . . ?
C44 C45 C48 119.3(3) . . ?
C45 C46 C41 120.6(3) . . ?
C45 C46 H46 119.7 . . ?
C41 C46 H46 119.7 . . ?
F332 C47 F331 109.5(9) . . ?
F31 C47 F33 108.3(9) . . ?
F332 C47 F333 110.0(7) . . ?
F331 C47 F333 103.8(8) . . ?
F31 C47 F32 101.7(8) . . ?
F33 C47 F32 100.9(6) . . ?
F332 C47 C43 112.0(6) . . ?
F331 C47 C43 112.7(7) . . ?
F31 C47 C43 114.5(9) . . ?
F33 C47 C43 117.3(6) . . ?
F333 C47 C43 108.5(6) . . ?
F32 C47 C43 112.2(6) . . ?
F35 C48 F34 109.1(8) . . ?
F336 C48 F334 110.4(8) . . ?
F336 C48 F335 107.8(6) . . ?
F334 C48 F335 102.3(5) . . ?
F35 C48 F36 104.5(7) . . ?
F34 C48 F36 100.5(7) . . ?
F35 C48 C45 115.6(6) . . ?
F336 C48 C45 113.4(4) . . ?
F34 C48 C45 113.0(7) . . ?
F334 C48 C45 111.3(5) . . ?
F335 C48 C45 111.1(4) . . ?
F36 C48 C45 112.8(5) . . ?
N34 C49 C54 116.9(2) . . ?
N34 C49 C50 123.8(2) . . ?
C54 C49 C50 119.3(2) . . ?
C51 C50 C49 119.3(2) . . ?
C51 C50 H50 120.3 . . ?
C49 C50 H50 120.3 . . ?
C52 C51 C50 121.8(2) . . ?
C52 C51 C55 119.4(2) . . ?
C50 C51 C55 118.8(2) . . ?
C51 C52 C53 118.4(2) . . ?
C51 C52 H52 120.8 . . ?
C53 C52 H52 120.8 . . ?
C54 C53 C52 121.1(2) . . ?
C54 C53 C56 118.6(2) . . ?
C52 C53 C56 120.3(2) . . ?
C53 C54 C49 120.0(2) . . ?
C53 C54 H54 120.0 . . ?
C49 C54 H54 120.0 . . ?
F38 C55 F39 106.7(2) . . ?
F38 C55 F37 105.7(3) . . ?
F39 C55 F37 105.4(3) . . ?
F38 C55 C51 113.3(2) . . ?
F39 C55 C51 112.0(3) . . ?
F37 C55 C51 113.1(2) . . ?
F41 C56 F40 108.2(10) . . ?
F340 C56 F342 114.5(5) . . ?
F41 C56 F42 108.5(10) . . ?
F40 C56 F42 96.4(9) . . ?
F340 C56 F341 102.4(5) . . ?
F342 C56 F341 98.9(3) . . ?
F41 C56 C53 117.7(7) . . ?
F40 C56 C53 117.1(9) . . ?
F340 C56 C53 114.1(5) . . ?
F342 C56 C53 116.4(3) . . ?
F42 C56 C53 106.4(4) . . ?
F341 C56 C53 108.0(4) . . ?
C56 F40 F42 44.1(5) . . ?
C56 F42 F40 39.5(5) . . ?
C38 N31 C37 121.7(2) . . ?
C38 N31 H31A 119.2 . . ?
C37 N31 H31A 119.2 . . ?
C38 N32 C41 127.1(2) . . ?
C38 N32 H32 116.5 . . ?
C41 N32 H32 116.5 . . ?
C40 N33 C39 120.5(2) . . ?
C40 N33 H33A 119.7 . . ?
C39 N33 H33A 119.7 . . ?
C40 N34 C49 126.7(2) . . ?
C40 N34 H34A 116.7 . . ?
C49 N34 H34A 116.7 . . ?
N61 C61 C62 116.6(2) . . ?
N61 C61 H61A 108.1 . . ?
C62 C61 H61A 108.1 . . ?
N61 C61 H61B 108.1 . . ?
C62 C61 H61B 108.1 . . ?
H61A C61 H61B 107.3 . . ?
C63 C62 C61 110.2(2) . . ?
C63 C62 H62A 109.6 . . ?
C61 C62 H62A 109.6 . . ?
C63 C62 H62B 109.6 . . ?
C61 C62 H62B 109.6 . . ?
H62A C62 H62B 108.1 . . ?
C64 C63 C62 113.0(2) . . ?
C64 C63 H63A 109.0 . . ?
C62 C63 H63A 109.0 . . ?
C64 C63 H63B 109.0 . . ?
C62 C63 H63B 109.0 . . ?
H63A C63 H63B 107.8 . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C66 C65 N61 116.7(2) . . ?
C66 C65 H65A 108.1 . . ?
N61 C65 H65A 108.1 . . ?
C66 C65 H65B 108.1 . . ?
N61 C65 H65B 108.1 . . ?
H65A C65 H65B 107.3 . . ?
C65 C66 C67 108.7(2) . . ?
C65 C66 H66A 109.9 . . ?
C67 C66 H66A 109.9 . . ?
C65 C66 H66B 109.9 . . ?
C67 C66 H66B 109.9 . . ?
H66A C66 H66B 108.3 . . ?
C68 C67 C66 114.1(3) . . ?
C68 C67 H67A 108.7 . . ?
C66 C67 H67A 108.7 . . ?
C68 C67 H67B 108.7 . . ?
C66 C67 H67B 108.7 . . ?
H67A C67 H67B 107.6 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C70 C69 N61 116.1(2) . . ?
C70 C69 H69A 108.3 . . ?
N61 C69 H69A 108.3 . . ?
C70 C69 H69B 108.3 . . ?
N61 C69 H69B 108.3 . . ?
H69A C69 H69B 107.4 . . ?
C69 C70 C71 110.2(3) . . ?
C69 C70 H70A 109.6 . . ?
C71 C70 H70A 109.6 . . ?
C69 C70 H70B 109.6 . . ?
C71 C70 H70B 109.6 . . ?
H70A C70 H70B 108.1 . . ?
C70 C71 C72 112.5(3) . . ?
C70 C71 H71A 109.1 . . ?
C72 C71 H71A 109.1 . . ?
C70 C71 H71B 109.1 . . ?
C72 C71 H71B 109.1 . . ?
H71A C71 H71B 107.8 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
N61 C73 C74 116.1(2) . . ?
N61 C73 H73A 108.3 . . ?
C74 C73 H73A 108.3 . . ?
N61 C73 H73B 108.3 . . ?
C74 C73 H73B 108.3 . . ?
H73A C73 H73B 107.4 . . ?
C73 C74 C75 110.1(3) . . ?
C73 C74 H74A 109.6 . . ?
C75 C74 H74A 109.6 . . ?
C73 C74 H74B 109.6 . . ?
C75 C74 H74B 109.6 . . ?
H74A C74 H74B 108.2 . . ?
C74 C75 C76 112.4(3) . . ?
C74 C75 H75A 109.1 . . ?
C76 C75 H75A 109.1 . . ?
C74 C75 H75B 109.1 . . ?
C76 C75 H75B 109.1 . . ?
H75A C75 H75B 107.9 . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C61 N61 C73 111.0(2) . . ?
C61 N61 C65 107.9(2) . . ?
C73 N61 C65 108.9(2) . . ?
C61 N61 C69 109.3(2) . . ?
C73 N61 C69 109.1(2) . . ?
C65 N61 C69 110.7(2) . . ?
N81 C81 C82 115.2(2) . . ?
N81 C81 H81A 108.5 . . ?
C82 C81 H81A 108.5 . . ?
N81 C81 H81B 108.5 . . ?
C82 C81 H81B 108.5 . . ?
H81A C81 H81B 107.5 . . ?
C83 C82 C81 110.9(2) . . ?
C83 C82 H82A 109.5 . . ?
C81 C82 H82A 109.5 . . ?
C83 C82 H82B 109.5 . . ?
C81 C82 H82B 109.5 . . ?
H82A C82 H82B 108.0 . . ?
C82 C83 C84 112.4(2) . . ?
C82 C83 H83A 109.1 . . ?
C84 C83 H83A 109.1 . . ?
C82 C83 H83B 109.1 . . ?
C84 C83 H83B 109.1 . . ?
H83A C83 H83B 107.9 . . ?
C83 C84 H84A 109.5 . . ?
C83 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
C83 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
N81 C85 C86 114.6(2) . . ?
N81 C85 H85A 108.6 . . ?
C86 C85 H85A 108.6 . . ?
N81 C85 H85B 108.6 . . ?
C86 C85 H85B 108.6 . . ?
H85A C85 H85B 107.6 . . ?
C85 C86 C87 111.2(2) . . ?
C85 C86 H86A 109.4 . . ?
C87 C86 H86A 109.4 . . ?
C85 C86 H86B 109.4 . . ?
C87 C86 H86B 109.4 . . ?
H86A C86 H86B 108.0 . . ?
C88 C87 C86 114.3(2) . . ?
C88 C87 H87A 108.7 . . ?
C86 C87 H87A 108.7 . . ?
C88 C87 H87B 108.7 . . ?
C86 C87 H87B 108.7 . . ?
H87A C87 H87B 107.6 . . ?
C87 C88 H88A 109.5 . . ?
C87 C88 H88B 109.5 . . ?
H88A C88 H88B 109.5 . . ?
C87 C88 H88C 109.5 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 109.5 . . ?
C90 C89 N81 115.41(19) . . ?
C90 C89 H89A 108.4 . . ?
N81 C89 H89A 108.4 . . ?
C90 C89 H89B 108.4 . . ?
N81 C89 H89B 108.4 . . ?
H89A C89 H89B 107.5 . . ?
C91 C90 C89 110.0(2) . . ?
C91 C90 H90A 109.7 . . ?
C89 C90 H90A 109.7 . . ?
C91 C90 H90B 109.7 . . ?
C89 C90 H90B 109.7 . . ?
H90A C90 H90B 108.2 . . ?
C90 C91 C92 111.5(2) . . ?
C90 C91 H91A 109.3 . . ?
C92 C91 H91A 109.3 . . ?
C90 C91 H91B 109.3 . . ?
C92 C91 H91B 109.3 . . ?
H91A C91 H91B 108.0 . . ?
C91 C92 H92A 109.5 . . ?
C91 C92 H92B 109.5 . . ?
H92A C92 H92B 109.5 . . ?
C91 C92 H92C 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C94 C93 N81 115.4(2) . . ?
C94 C93 H93A 108.4 . . ?
N81 C93 H93A 108.4 . . ?
C94 C93 H93B 108.4 . . ?
N81 C93 H93B 108.4 . . ?
H93A C93 H93B 107.5 . . ?
C93 C94 C95 109.6(2) . . ?
C93 C94 H94A 109.8 . . ?
C95 C94 H94A 109.8 . . ?
C93 C94 H94B 109.8 . . ?
C95 C94 H94B 109.8 . . ?
H94A C94 H94B 108.2 . . ?
C96 C95 C94 112.4(3) . . ?
C96 C95 H95A 109.1 . . ?
C94 C95 H95A 109.1 . . ?
C96 C95 H95B 109.1 . . ?
C94 C95 H95B 109.1 . . ?
H95A C95 H95B 107.9 . . ?
C95 C96 H96A 109.5 . . ?
C95 C96 H96B 109.5 . . ?
H96A C96 H96B 109.5 . . ?
C95 C96 H96C 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
C81 N81 C85 110.51(18) . . ?
C81 N81 C93 110.94(19) . . ?
C85 N81 C93 107.52(18) . . ?
C81 N81 C89 107.40(17) . . ?
C85 N81 C89 110.82(18) . . ?
C93 N81 C89 109.68(18) . . ?
S101 C101 H10A 109.5 . . ?
S101 C101 H10B 109.5 . . ?
H10A C101 H10B 109.5 . . ?
S101 C101 H10C 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
S101 C102 H10D 109.5 . . ?
S101 C102 H10E 109.5 . . ?
H10D C102 H10E 109.5 . . ?
S101 C102 H10F 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
O101 S101 C102 106.1(2) . . ?
O101 S101 C101 106.84(17) . . ?
C102 S101 C101 96.4(2) . . ?
S111 C111 H11A 109.5 . . ?
S111 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
S111 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
S111 C112 H11D 109.5 . . ?
S111 C112 H11E 109.5 . . ?
H11D C112 H11E 109.5 . . ?
S111 C112 H11F 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
O111 S111 C112 113.5(16) . . ?
O111 S111 C111 107.4(16) . . ?
C112 S111 C111 92.3(14) . . ?
S311 C311 H31B 109.5 . . ?
S311 C311 H31C 109.5 . . ?
H31B C311 H31C 109.5 . . ?
S311 C311 H31D 109.5 . . ?
H31B C311 H31D 109.5 . . ?
H31C C311 H31D 109.5 . . ?
S311 C312 H31E 109.5 . . ?
S311 C312 H31F 109.5 . . ?
H31E C312 H31F 109.5 . . ?
S311 C312 H31G 109.5 . . ?
H31E C312 H31G 109.5 . . ?
H31F C312 H31G 109.5 . . ?
O311 S311 C311 117.6(14) . . ?
O311 S311 C312 120.4(14) . . ?
C311 S311 C312 99.0(11) . . ?
S411 C411 H41A 109.5 . . ?
S411 C411 H41B 109.5 . . ?
H41A C411 H41B 109.5 . . ?
S411 C411 H41C 109.5 . . ?
H41A C411 H41C 109.5 . . ?
H41B C411 H41C 109.5 . . ?
S411 C412 H41D 109.5 . . ?
S411 C412 H41E 109.5 . . ?
H41D C412 H41E 109.5 . . ?
S411 C412 H41F 109.5 . . ?
H41D C412 H41F 109.5 . . ?
H41E C412 H41F 109.5 . . ?
O411 S411 C412 111.0(6) . . ?
O411 S411 C411 105.3(5) . . ?
C412 S411 C411 94.8(6) . . ?
O203 C201 O201 121.2(2) . . ?
O203 C201 O202 119.7(2) . . ?
O201 C201 O202 119.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.2(3) . . . . ?
C6 C1 C2 C7 179.8(2) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
C7 C2 C3 C4 -179.0(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
C2 C1 C6 C9 -179.4(2) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C6 C9 179.8(2) . . . . ?
C3 C2 C7 N1 138.7(2) . . . . ?
C1 C2 C7 N1 -41.3(3) . . . . ?
C1 C6 C9 N3 -139.7(2) . . . . ?
C5 C6 C9 N3 41.9(3) . . . . ?
N2 C11 C12 C13 178.9(2) . . . . ?
C16 C11 C12 C13 -1.3(3) . . . . ?
C11 C12 C13 C14 0.9(4) . . . . ?
C11 C12 C13 C17 -179.0(2) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C17 C13 C14 C15 -179.9(3) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C13 C14 C15 C18 177.2(3) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C18 C15 C16 C11 -177.6(2) . . . . ?
N2 C11 C16 C15 -179.6(2) . . . . ?
C12 C11 C16 C15 0.6(3) . . . . ?
C14 C13 C17 F303 -65.9(11) . . . . ?
C12 C13 C17 F303 114.1(11) . . . . ?
C14 C13 C17 F1 114.0(5) . . . . ?
C12 C13 C17 F1 -66.1(6) . . . . ?
C14 C13 C17 F302 153.3(8) . . . . ?
C12 C13 C17 F302 -26.8(8) . . . . ?
C14 C13 C17 F3 -12.5(6) . . . . ?
C12 C13 C17 F3 167.4(5) . . . . ?
C14 C13 C17 F2 -127.7(5) . . . . ?
C12 C13 C17 F2 52.3(5) . . . . ?
C14 C13 C17 F301 44.9(8) . . . . ?
C12 C13 C17 F301 -135.2(8) . . . . ?
C16 C15 C18 F6 -14.6(4) . . . . ?
C14 C15 C18 F6 167.2(3) . . . . ?
C16 C15 C18 F4 -138.3(3) . . . . ?
C14 C15 C18 F4 43.6(4) . . . . ?
C16 C15 C18 F5 104.6(3) . . . . ?
C14 C15 C18 F5 -73.6(3) . . . . ?
N4 C19 C20 C21 -171.9(2) . . . . ?
C24 C19 C20 C21 3.1(3) . . . . ?
C19 C20 C21 C22 -1.8(4) . . . . ?
C19 C20 C21 C25 177.4(2) . . . . ?
C20 C21 C22 C23 -0.2(4) . . . . ?
C25 C21 C22 C23 -179.4(2) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C21 C22 C23 C26 -178.6(2) . . . . ?
C22 C23 C24 C19 0.6(4) . . . . ?
C26 C23 C24 C19 179.9(2) . . . . ?
N4 C19 C24 C23 172.3(2) . . . . ?
C20 C19 C24 C23 -2.4(3) . . . . ?
C20 C21 C25 F307 -47.8(14) . . . . ?
C22 C21 C25 F307 131.4(14) . . . . ?
C20 C21 C25 F9 117.7(4) . . . . ?
C22 C21 C25 F9 -63.1(4) . . . . ?
C20 C21 C25 F308 171.2(8) . . . . ?
C22 C21 C25 F308 -9.5(9) . . . . ?
C20 C21 C25 F7 -4.3(5) . . . . ?
C22 C21 C25 F7 174.9(3) . . . . ?
C20 C21 C25 F8 -122.5(3) . . . . ?
C22 C21 C25 F8 56.7(4) . . . . ?
C20 C21 C25 F309 69.2(8) . . . . ?
C22 C21 C25 F309 -111.6(8) . . . . ?
C22 C23 C26 F10 -40.3(3) . . . . ?
C24 C23 C26 F10 140.3(2) . . . . ?
C22 C23 C26 F12 -162.3(2) . . . . ?
C24 C23 C26 F12 18.3(3) . . . . ?
C22 C23 C26 F11 78.6(3) . . . . ?
C24 C23 C26 F11 -100.9(3) . . . . ?
O1 C8 N1 C7 7.1(3) . . . . ?
N2 C8 N1 C7 -173.50(19) . . . . ?
C2 C7 N1 C8 89.6(3) . . . . ?
O1 C8 N2 C11 -1.0(4) . . . . ?
N1 C8 N2 C11 179.6(2) . . . . ?
C12 C11 N2 C8 1.8(4) . . . . ?
C16 C11 N2 C8 -178.0(2) . . . . ?
O2 C10 N3 C9 4.6(4) . . . . ?
N4 C10 N3 C9 -174.4(2) . . . . ?
C6 C9 N3 C10 118.9(2) . . . . ?
C20 C19 N4 C10 -173.3(2) . . . . ?
C24 C19 N4 C10 11.9(4) . . . . ?
O2 C10 N4 C19 36.7(4) . . . . ?
N3 C10 N4 C19 -144.3(2) . . . . ?
C36 C31 C32 C33 0.9(3) . . . . ?
C36 C31 C32 C37 180.0(2) . . . . ?
C31 C32 C33 C34 0.1(4) . . . . ?
C37 C32 C33 C34 -179.1(2) . . . . ?
C32 C33 C34 C35 -0.9(4) . . . . ?
C33 C34 C35 C36 0.8(4) . . . . ?
C34 C35 C36 C31 0.2(4) . . . . ?
C34 C35 C36 C39 -177.2(2) . . . . ?
C32 C31 C36 C35 -1.0(3) . . . . ?
C32 C31 C36 C39 176.4(2) . . . . ?
C31 C32 C37 N31 15.6(3) . . . . ?
C33 C32 C37 N31 -165.3(2) . . . . ?
C35 C36 C39 N33 -30.6(3) . . . . ?
C31 C36 C39 N33 152.1(2) . . . . ?
N32 C41 C42 C43 179.7(3) . . . . ?
C46 C41 C42 C43 -0.2(4) . . . . ?
C41 C42 C43 C44 0.5(5) . . . . ?
C41 C42 C43 C47 -178.0(3) . . . . ?
C42 C43 C44 C45 -0.7(5) . . . . ?
C47 C43 C44 C45 177.8(3) . . . . ?
C43 C44 C45 C46 0.5(4) . . . . ?
C43 C44 C45 C48 -178.5(3) . . . . ?
C44 C45 C46 C41 -0.2(4) . . . . ?
C48 C45 C46 C41 178.8(2) . . . . ?
N32 C41 C46 C45 -179.9(2) . . . . ?
C42 C41 C46 C45 0.0(4) . . . . ?
C44 C43 C47 F332 -100.3(11) . . . . ?
C42 C43 C47 F332 78.2(11) . . . . ?
C44 C43 C47 F331 135.6(7) . . . . ?
C42 C43 C47 F331 -45.8(8) . . . . ?
C44 C43 C47 F31 116.8(10) . . . . ?
C42 C43 C47 F31 -64.7(10) . . . . ?
C44 C43 C47 F33 -11.9(8) . . . . ?
C42 C43 C47 F33 166.7(7) . . . . ?
C44 C43 C47 F333 21.2(12) . . . . ?
C42 C43 C47 F333 -160.2(11) . . . . ?
C44 C43 C47 F32 -128.0(7) . . . . ?
C42 C43 C47 F32 50.6(7) . . . . ?
C46 C45 C48 F35 122.6(11) . . . . ?
C44 C45 C48 F35 -58.3(11) . . . . ?
C46 C45 C48 F336 36.9(12) . . . . ?
C44 C45 C48 F336 -144.0(11) . . . . ?
C46 C45 C48 F34 -110.7(10) . . . . ?
C44 C45 C48 F34 68.4(10) . . . . ?
C46 C45 C48 F334 -88.2(6) . . . . ?
C44 C45 C48 F334 90.8(6) . . . . ?
C46 C45 C48 F335 158.5(6) . . . . ?
C44 C45 C48 F335 -22.5(7) . . . . ?
C46 C45 C48 F36 2.5(6) . . . . ?
C44 C45 C48 F36 -178.5(6) . . . . ?
N34 C49 C50 C51 178.3(2) . . . . ?
C54 C49 C50 C51 -2.7(3) . . . . ?
C49 C50 C51 C52 1.5(4) . . . . ?
C49 C50 C51 C55 -178.0(2) . . . . ?
C50 C51 C52 C53 1.2(4) . . . . ?
C55 C51 C52 C53 -179.2(3) . . . . ?
C51 C52 C53 C54 -2.9(4) . . . . ?
C51 C52 C53 C56 178.3(3) . . . . ?
C52 C53 C54 C49 1.7(4) . . . . ?
C56 C53 C54 C49 -179.5(3) . . . . ?
N34 C49 C54 C53 -179.8(2) . . . . ?
C50 C49 C54 C53 1.1(4) . . . . ?
C52 C51 C55 F38 79.9(4) . . . . ?
C50 C51 C55 F38 -100.6(3) . . . . ?
C52 C51 C55 F39 -40.9(4) . . . . ?
C50 C51 C55 F39 138.7(3) . . . . ?
C52 C51 C55 F37 -159.9(3) . . . . ?
C50 C51 C55 F37 19.7(4) . . . . ?
C54 C53 C56 F41 -63.2(12) . . . . ?
C52 C53 C56 F41 115.7(12) . . . . ?
C54 C53 C56 F40 165.2(9) . . . . ?
C52 C53 C56 F40 -16.0(10) . . . . ?
C54 C53 C56 F340 147.3(6) . . . . ?
C52 C53 C56 F340 -33.9(7) . . . . ?
C54 C53 C56 F342 10.5(5) . . . . ?
C52 C53 C56 F342 -170.7(4) . . . . ?
C54 C53 C56 F42 58.8(9) . . . . ?
C52 C53 C56 F42 -122.4(9) . . . . ?
C54 C53 C56 F341 -99.6(4) . . . . ?
C52 C53 C56 F341 79.2(4) . . . . ?
F41 C56 F40 F42 111.9(10) . . . . ?
F340 C56 F40 F42 -29(4) . . . . ?
F342 C56 F40 F42 41.3(8) . . . . ?
F341 C56 F40 F42 139.5(7) . . . . ?
C53 C56 F40 F42 -112.1(8) . . . . ?
F41 C56 F42 F40 -111.6(11) . . . . ?
F340 C56 F42 F40 7.9(13) . . . . ?
F342 C56 F42 F40 -128.1(10) . . . . ?
F341 C56 F42 F40 -92.0(13) . . . . ?
C53 C56 F42 F40 120.8(10) . . . . ?
O31 C38 N31 C37 2.2(4) . . . . ?
N32 C38 N31 C37 -178.0(2) . . . . ?
C32 C37 N31 C38 -97.6(3) . . . . ?
O31 C38 N32 C41 -0.5(4) . . . . ?
N31 C38 N32 C41 179.7(2) . . . . ?
C42 C41 N32 C38 3.7(4) . . . . ?
C46 C41 N32 C38 -176.4(2) . . . . ?
O32 C40 N33 C39 -5.6(4) . . . . ?
N34 C40 N33 C39 174.1(2) . . . . ?
C36 C39 N33 C40 -82.9(3) . . . . ?
O32 C40 N34 C49 -6.7(4) . . . . ?
N33 C40 N34 C49 173.6(2) . . . . ?
C54 C49 N34 C40 171.0(2) . . . . ?
C50 C49 N34 C40 -9.9(4) . . . . ?
N61 C61 C62 C63 172.4(2) . . . . ?
C61 C62 C63 C64 178.1(3) . . . . ?
N61 C65 C66 C67 177.9(3) . . . . ?
C65 C66 C67 C68 175.3(3) . . . . ?
N61 C69 C70 C71 177.6(3) . . . . ?
C69 C70 C71 C72 176.3(3) . . . . ?
N61 C73 C74 C75 -175.7(3) . . . . ?
C73 C74 C75 C76 163.8(3) . . . . ?
C62 C61 N61 C73 50.9(3) . . . . ?
C62 C61 N61 C65 -68.3(3) . . . . ?
C62 C61 N61 C69 171.3(2) . . . . ?
C74 C73 N61 C61 49.6(3) . . . . ?
C74 C73 N61 C65 168.2(3) . . . . ?
C74 C73 N61 C69 -70.9(3) . . . . ?
C66 C65 N61 C61 -178.6(3) . . . . ?
C66 C65 N61 C73 60.9(4) . . . . ?
C66 C65 N61 C69 -59.1(3) . . . . ?
C70 C69 N61 C61 65.0(3) . . . . ?
C70 C69 N61 C73 -173.4(2) . . . . ?
C70 C69 N61 C65 -53.7(3) . . . . ?
N81 C81 C82 C83 -166.9(2) . . . . ?
C81 C82 C83 C84 -176.1(2) . . . . ?
N81 C85 C86 C87 -175.0(2) . . . . ?
C85 C86 C87 C88 70.4(3) . . . . ?
N81 C89 C90 C91 -174.4(2) . . . . ?
C89 C90 C91 C92 179.1(3) . . . . ?
N81 C93 C94 C95 168.5(2) . . . . ?
C93 C94 C95 C96 174.9(2) . . . . ?
C82 C81 N81 C85 -57.1(3) . . . . ?
C82 C81 N81 C93 62.1(3) . . . . ?
C82 C81 N81 C89 -178.1(2) . . . . ?
C86 C85 N81 C81 -61.6(3) . . . . ?
C86 C85 N81 C93 177.2(2) . . . . ?
C86 C85 N81 C89 57.4(3) . . . . ?
C94 C93 N81 C81 43.4(3) . . . . ?
C94 C93 N81 C85 164.4(2) . . . . ?
C94 C93 N81 C89 -75.0(3) . . . . ?
C90 C89 N81 C81 169.8(2) . . . . ?
C90 C89 N81 C85 49.0(3) . . . . ?
C90 C89 N81 C93 -69.6(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O201 0.88 1.95 2.822(3) 170.8 6_656
N2 H2 O203 0.88 1.88 2.706(3) 154.8 6_656
N3 H3A O202 0.88 1.98 2.824(3) 159.8 .
N4 H4A O201 0.88 2.06 2.900(3) 158.9 .
N31 H31A O202 0.88 1.92 2.764(3) 161.0 .
N32 H32 O203 0.88 1.94 2.805(3) 167.2 .
N33 H33A O201 0.88 2.04 2.915(3) 175.4 6_656
N34 H34A O202 0.88 2.00 2.817(3) 153.3 6_656

_refine_diff_density_max         0.757
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-3


