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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_p21c_a
_database_code_depnum_ccdc_archive 'CCDC 1484680'
_audit_update_record             
;
2016-06-11 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-06-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H35 F14 N2, F2 H'
_chemical_formula_sum            'C41 H36 F16 N2'
_chemical_formula_weight         860.72
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.7034(7)
_cell_length_b                   15.8896(10)
_cell_length_c                   29.1048(19)
_cell_angle_alpha                90
_cell_angle_beta                 94.795(2)
_cell_angle_gamma                90
_cell_volume                     5854.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9826
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/2 (Bruker,2014/2) was used for absorption correction. wR2(int) was 0.0763 before and 0.0585 after correction. The Ratio of minimum to maximum transmission is 0.9296. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    0.977
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            89209
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.727
_diffrn_reflns_theta_min         2.057
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8175
_reflns_number_total             11136
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         11136
_refine_ls_number_restraints     127
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0890
_refine_ls_restrained_S_all      1.069
_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)+(0.1570P)²+11.8608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2799
_refine_ls_wR_factor_ref         0.2909
_refine_special_details          ', Solvent mask from Olex2'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F15-H15 \\sim F16-H15
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F12A \\sim F12B \\sim F13A \\sim F13B \\sim F14A \\sim F14B: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
F6 \\sim F5A \\sim F5B \\sim F7A \\sim F7B: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
Uanis(F12A) \\sim Ueq, Uanis(F12B) \\sim Ueq, Uanis(F13A) \\sim Ueq,
Uanis(F13B) \\sim Ueq, Uanis(F14A) \\sim Ueq, Uanis(F14B) \\sim Ueq: with sigma
of 0.007 and sigma for terminal atoms of 0.014
Uanis(F6) \\sim Ueq, Uanis(F5A) \\sim Ueq, Uanis(F5B) \\sim Ueq, Uanis(F7A)
\\sim Ueq, Uanis(F7B) \\sim Ueq: with sigma of 0.007 and sigma for terminal
atoms of 0.014
4. Others
 Fixed Sof: F5A(0.85) F5B(0.15) F7A(0.85) F7B(0.15) F12A(0.7) F12B(0.3)
 F13A(0.7) F13B(0.3) F14A(0.7) F14B(0.3)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C8(H8), C18(H18), C21(H21)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C10(H10), C13(H13), C20(H20), C22(H22), C24(H24)
5.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
F1 F 0.89641(16) 0.44383(13) 0.66279(7) 0.0303(5) Uani 1 1 d . . . . .
F2 F 1.05555(16) 0.33817(15) 0.66863(9) 0.0393(6) Uani 1 1 d . . . . .
F3 F 0.65588(16) 0.22093(13) 0.63433(8) 0.0332(5) Uani 1 1 d . . . . .
F4 F 0.8159(2) 0.11305(13) 0.63626(9) 0.0419(6) Uani 1 1 d . . . . .
F5A F 1.0254(3) 0.1138(2) 0.61398(13) 0.0642(10) Uani 0.85 1 d . U P . .
F5B F 0.9967(16) 0.0734(13) 0.6558(9) 0.060(5) Uani 0.15 1 d . U P . .
F6 F 1.1243(2) 0.18841(19) 0.65739(13) 0.0670(9) Uani 1 1 d . U . . .
F7A F 1.0199(2) 0.1030(2) 0.68699(13) 0.0521(9) Uani 0.85 1 d . U P . .
F7B F 1.0697(15) 0.1614(12) 0.7072(6) 0.053(4) Uani 0.15 1 d . U P . .
F8 F 0.35135(17) 0.47576(15) 0.60753(7) 0.0365(5) Uani 1 1 d . . . . .
F9 F 0.17402(18) 0.5260(2) 0.63884(9) 0.0547(8) Uani 1 1 d . . . . .
F10 F 0.53124(17) 0.52233(15) 0.75364(8) 0.0365(5) Uani 1 1 d . . . . .
F11 F 0.35173(19) 0.57107(18) 0.78611(8) 0.0480(7) Uani 1 1 d . . . . .
F12A F 0.1374(3) 0.5196(3) 0.77121(18) 0.0681(12) Uani 0.7 1 d . U P . .
F12B F 0.1181(7) 0.6566(6) 0.6958(3) 0.056(2) Uani 0.3 1 d . U P . .
F13A F 0.1654(4) 0.6499(3) 0.7553(2) 0.0431(11) Uani 0.7 1 d . U P . .
F13B F 0.0866(12) 0.5339(9) 0.7277(6) 0.072(4) Uani 0.3 1 d . U P . .
F14A F 0.0719(3) 0.5676(4) 0.70857(19) 0.0651(14) Uani 0.7 1 d . U P . .
F14B F 0.1642(18) 0.6247(13) 0.7667(8) 0.093(7) Uani 0.3 1 d . U P . .
F15 F 0.3133(3) 0.6697(2) 0.61453(11) 0.0756(10) Uani 1 1 d D . . . .
F16 F 0.4783(2) 0.65891(16) 0.59941(10) 0.0557(7) Uani 1 1 d D . . . .
N1 N 0.6102(2) 0.40587(16) 0.67506(9) 0.0170(5) Uani 1 1 d . . . . .
N2 N 0.6667(2) 0.45466(17) 0.61152(9) 0.0189(6) Uani 1 1 d . . . . .
C1 C 0.6839(2) 0.39715(19) 0.64520(11) 0.0172(6) Uani 1 1 d . . . . .
C2 C 0.5441(2) 0.4716(2) 0.65949(11) 0.0193(7) Uani 1 1 d . . . . .
C3 C 0.5801(3) 0.5015(2) 0.62018(11) 0.0214(7) Uani 1 1 d . . . . .
H3 H 0.5507 0.5466 0.6020 0.026 Uiso 1 1 calc R . . . .
C4 C 0.5999(3) 0.3512(2) 0.71522(11) 0.0199(7) Uani 1 1 d . . . . .
C5 C 0.4287(3) 0.2863(2) 0.67350(12) 0.0260(7) Uani 1 1 d . . . . .
H5 H 0.4443 0.3266 0.6486 0.031 Uiso 1 1 calc R . . . .
C6 C 0.5168(3) 0.2930(2) 0.71303(12) 0.0229(7) Uani 1 1 d . . . . .
C7 C 0.6735(3) 0.3591(2) 0.75440(11) 0.0243(7) Uani 1 1 d . . . . .
C8 C 0.7618(3) 0.4232(3) 0.75902(13) 0.0316(8) Uani 1 1 d . . . . .
H8 H 0.7600 0.4575 0.7302 0.038 Uiso 1 1 calc R . . . .
C9 C 0.5107(3) 0.2393(2) 0.75072(14) 0.0348(9) Uani 1 1 d . . . . .
H9 H 0.4559 0.1985 0.7502 0.042 Uiso 1 1 calc R . . . .
C10 C 0.6622(3) 0.3045(3) 0.79012(13) 0.0341(9) Uani 1 1 d . . . . .
H10 H 0.7106 0.3079 0.8167 0.041 Uiso 1 1 calc R . . . .
C11 C 0.3234(3) 0.3104(3) 0.69154(14) 0.0346(9) Uani 1 1 d . . . . .
H11A H 0.2965 0.2629 0.7086 0.052 Uiso 1 1 calc GR . . . .
H11B H 0.2725 0.3247 0.6656 0.052 Uiso 1 1 calc GR . . . .
H11C H 0.3337 0.3591 0.7121 0.052 Uiso 1 1 calc GR . . . .
C12 C 0.4204(3) 0.1975(3) 0.65314(15) 0.0382(9) Uani 1 1 d . . . . .
H12A H 0.3924 0.1591 0.6755 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.4906 0.1784 0.6461 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.3730 0.1982 0.6248 0.057 Uiso 1 1 calc GR . . . .
C13 C 0.5831(3) 0.2447(3) 0.78893(13) 0.0355(9) Uani 1 1 d . . . . .
H13 H 0.5783 0.2074 0.8142 0.043 Uiso 1 1 calc R . . . .
C14 C 0.7507(3) 0.4819(3) 0.80022(16) 0.0454(11) Uani 1 1 d . . . . .
H14A H 0.6854 0.5146 0.7950 0.068 Uiso 1 1 calc GR . . . .
H14B H 0.8113 0.5202 0.8036 0.068 Uiso 1 1 calc GR . . . .
H14C H 0.7483 0.4483 0.8284 0.068 Uiso 1 1 calc GR . . . .
C15 C 0.8703(3) 0.3788(3) 0.76682(15) 0.0463(11) Uani 1 1 d . . . . .
H15A H 0.8730 0.3460 0.7954 0.069 Uiso 1 1 calc GR . . . .
H15B H 0.9266 0.4211 0.7691 0.069 Uiso 1 1 calc GR . . . .
H15C H 0.8800 0.3411 0.7409 0.069 Uiso 1 1 calc GR . . . .
C16 C 0.7146(3) 0.4530(2) 0.56737(11) 0.0216(7) Uani 1 1 d . . . . .
C17 C 0.7923(3) 0.5128(2) 0.55985(12) 0.0257(7) Uani 1 1 d . . . . .
C18 C 0.8231(3) 0.5837(2) 0.59286(13) 0.0279(8) Uani 1 1 d . . . . .
H18 H 0.7988 0.5692 0.6237 0.033 Uiso 1 1 calc R . . . .
C19 C 0.6751(3) 0.3947(2) 0.53454(12) 0.0294(8) Uani 1 1 d . . . . .
C20 C 0.8348(3) 0.5089(3) 0.51677(14) 0.0349(9) Uani 1 1 d . . . . .
H20 H 0.8894 0.5467 0.5101 0.042 Uiso 1 1 calc R . . . .
C21 C 0.5819(3) 0.3375(3) 0.54148(13) 0.0365(9) Uani 1 1 d . . . . .
H21 H 0.5728 0.3353 0.5753 0.044 Uiso 1 1 calc R . . . .
C22 C 0.7196(3) 0.3959(3) 0.49244(13) 0.0367(9) Uani 1 1 d . . . . .
H22 H 0.6944 0.3575 0.4690 0.044 Uiso 1 1 calc R . . . .
C23 C 0.7677(3) 0.6651(2) 0.57583(15) 0.0364(9) Uani 1 1 d . . . . .
H23A H 0.7876 0.6785 0.5448 0.055 Uiso 1 1 calc GR . . . .
H23B H 0.7892 0.7113 0.5969 0.055 Uiso 1 1 calc GR . . . .
H23C H 0.6910 0.6575 0.5749 0.055 Uiso 1 1 calc GR . . . .
C24 C 0.7979(3) 0.4504(3) 0.48397(13) 0.0411(10) Uani 1 1 d . . . . .
H24 H 0.8279 0.4485 0.4552 0.049 Uiso 1 1 calc R . . . .
C25 C 0.9442(3) 0.5974(3) 0.59846(15) 0.0378(9) Uani 1 1 d . . . . .
H25A H 0.9796 0.5436 0.6055 0.057 Uiso 1 1 calc GR . . . .
H25B H 0.9619 0.6371 0.6237 0.057 Uiso 1 1 calc GR . . . .
H25C H 0.9677 0.6203 0.5698 0.057 Uiso 1 1 calc GR . . . .
C26 C 0.4812(4) 0.3741(4) 0.51729(17) 0.0539(13) Uani 1 1 d . . . . .
H26A H 0.4739 0.4330 0.5265 0.081 Uiso 1 1 calc GR . . . .
H26B H 0.4201 0.3419 0.5260 0.081 Uiso 1 1 calc GR . . . .
H26C H 0.4848 0.3710 0.4838 0.081 Uiso 1 1 calc GR . . . .
C27 C 0.6007(5) 0.2467(3) 0.52498(19) 0.0625(15) Uani 1 1 d . . . . .
H27A H 0.6153 0.2476 0.4924 0.094 Uiso 1 1 calc GR . . . .
H27B H 0.5377 0.2126 0.5286 0.094 Uiso 1 1 calc GR . . . .
H27C H 0.6612 0.2223 0.5435 0.094 Uiso 1 1 calc GR . . . .
C28 C 0.4476(3) 0.4977(2) 0.67937(12) 0.0247(7) Uani 1 1 d . . . . .
C29 C 0.4428(3) 0.5224(2) 0.72487(13) 0.0284(8) Uani 1 1 d . . . . .
C30 C 0.3498(3) 0.5475(3) 0.74196(14) 0.0368(9) Uani 1 1 d . . . . .
C31 C 0.3542(3) 0.5008(2) 0.65146(13) 0.0299(8) Uani 1 1 d . . . . .
C32 C 0.2568(3) 0.5506(3) 0.71353(16) 0.0407(10) Uani 1 1 d . . . . .
C33 C 0.2611(3) 0.5269(3) 0.66797(15) 0.0375(10) Uani 1 1 d . . . . .
C34 C 0.1551(4) 0.5760(4) 0.7332(2) 0.0626(16) Uani 1 1 d . . . . .
C35 C 0.7722(3) 0.3356(2) 0.64776(11) 0.0206(7) Uani 1 1 d . . . . .
C36 C 0.7549(3) 0.2507(2) 0.64170(12) 0.0243(7) Uani 1 1 d . . . . .
C37 C 0.8762(3) 0.3625(2) 0.65552(11) 0.0238(7) Uani 1 1 d . . . . .
C38 C 0.9588(3) 0.3062(2) 0.65798(12) 0.0290(8) Uani 1 1 d . . . . .
C39 C 0.9424(3) 0.2214(3) 0.65165(13) 0.0315(8) Uani 1 1 d . . . . .
C40 C 0.8381(3) 0.1941(2) 0.64328(13) 0.0294(8) Uani 1 1 d . . . . .
C41 C 1.0299(3) 0.1572(3) 0.65413(17) 0.0428(10) Uani 1 1 d . . . . .
H15 H 0.3950(13) 0.672(3) 0.6038(15) 0.037(11) Uiso 1 1 d 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
F1 C37 1.331(4) . ?
F2 C38 1.342(4) . ?
F3 C36 1.344(4) . ?
F4 C40 1.331(4) . ?
F5A F5B 1.45(2) . ?
F5A C41 1.354(6) . ?
F5B F7A 1.04(2) . ?
F5B C41 1.40(2) . ?
F6 F7B 1.71(2) . ?
F6 C41 1.293(5) . ?
F7A F7B 1.24(2) . ?
F7A C41 1.302(5) . ?
F7B C41 1.587(19) . ?
F8 C31 1.337(4) . ?
F9 C33 1.336(4) . ?
F10 C29 1.344(4) . ?
F11 C30 1.337(5) . ?
F12A F13B 1.391(17) . ?
F12A F14B 1.71(2) . ?
F12A C34 1.456(8) . ?
F12B F14A 1.587(13) . ?
F12B C34 1.720(13) . ?
F13A F14B 0.52(2) . ?
F13A C34 1.340(8) . ?
F13B F14A 0.784(13) . ?
F13B C34 1.098(15) . ?
F14A C34 1.233(7) . ?
F14B C34 1.24(2) . ?
F15 H15 1.110(12) . ?
F16 H15 1.096(12) . ?
N1 C1 1.336(4) . ?
N1 C2 1.391(4) . ?
N1 C4 1.471(4) . ?
N2 C1 1.344(4) . ?
N2 C3 1.368(4) . ?
N2 C16 1.468(4) . ?
C1 C35 1.485(4) . ?
C2 C3 1.353(5) . ?
C2 C28 1.460(5) . ?
C3 H3 0.9500 . ?
C4 C6 1.401(5) . ?
C4 C7 1.419(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.540(5) . ?
C5 C11 1.525(5) . ?
C5 C12 1.530(5) . ?
C6 C9 1.396(5) . ?
C7 C8 1.513(5) . ?
C7 C10 1.371(5) . ?
C8 H8 1.0000 . ?
C8 C14 1.535(6) . ?
C8 C15 1.549(6) . ?
C9 H9 0.9500 . ?
C9 C13 1.385(6) . ?
C10 H10 0.9500 . ?
C10 C13 1.381(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.401(5) . ?
C16 C19 1.394(5) . ?
C17 C18 1.510(5) . ?
C17 C20 1.407(5) . ?
C18 H18 1.0000 . ?
C18 C23 1.535(5) . ?
C18 C25 1.549(5) . ?
C19 C21 1.520(5) . ?
C19 C22 1.392(5) . ?
C20 H20 0.9500 . ?
C20 C24 1.385(6) . ?
C21 H21 1.0000 . ?
C21 C26 1.523(6) . ?
C21 C27 1.545(7) . ?
C22 H22 0.9500 . ?
C22 C24 1.358(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.387(5) . ?
C28 C31 1.381(5) . ?
C29 C30 1.379(5) . ?
C30 C32 1.385(6) . ?
C31 C33 1.377(5) . ?
C32 C33 1.384(6) . ?
C32 C34 1.510(6) . ?
C35 C36 1.376(5) . ?
C35 C37 1.389(5) . ?
C36 C40 1.386(5) . ?
C37 C38 1.376(5) . ?
C38 C39 1.373(6) . ?
C39 C40 1.395(5) . ?
C39 C41 1.507(5) . ?

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
C41 F5A F5B 59.7(9) . . ?
F7A F5B F5A 117.3(18) . . ?
F7A F5B C41 62.5(12) . . ?
C41 F5B F5A 56.7(9) . . ?
C41 F6 F7B 61.8(7) . . ?
F5B F7A F7B 147.6(16) . . ?
F5B F7A C41 72.3(13) . . ?
F7B F7A C41 77.1(9) . . ?
F7A F7B F6 90.7(11) . . ?
F7A F7B C41 53.1(8) . . ?
C41 F7B F6 45.9(5) . . ?
F13B F12A F14B 81.5(10) . . ?
F13B F12A C34 45.3(6) . . ?
C34 F12A F14B 45.4(8) . . ?
F14A F12B C34 43.6(4) . . ?
F14B F13A C34 68(3) . . ?
F14A F13B F12A 145.4(18) . . ?
F14A F13B C34 80.0(13) . . ?
C34 F13B F12A 70.5(10) . . ?
F13B F14A F12B 134.7(14) . . ?
F13B F14A C34 61.3(12) . . ?
C34 F14A F12B 73.9(6) . . ?
F13A F14B F12A 144(4) . . ?
F13A F14B C34 89(3) . . ?
C34 F14B F12A 56.4(9) . . ?
C1 N1 C2 107.6(3) . . ?
C1 N1 C4 124.7(3) . . ?
C2 N1 C4 127.6(3) . . ?
C1 N2 C3 108.6(3) . . ?
C1 N2 C16 124.9(3) . . ?
C3 N2 C16 124.7(3) . . ?
N1 C1 N2 108.9(3) . . ?
N1 C1 C35 127.0(3) . . ?
N2 C1 C35 124.1(3) . . ?
N1 C2 C28 126.0(3) . . ?
C3 C2 N1 107.6(3) . . ?
C3 C2 C28 126.1(3) . . ?
N2 C3 H3 126.3 . . ?
C2 C3 N2 107.4(3) . . ?
C2 C3 H3 126.3 . . ?
C6 C4 N1 118.1(3) . . ?
C6 C4 C7 122.6(3) . . ?
C7 C4 N1 119.3(3) . . ?
C6 C5 H5 108.7 . . ?
C11 C5 H5 108.7 . . ?
C11 C5 C6 109.2(3) . . ?
C11 C5 C12 109.4(3) . . ?
C12 C5 H5 108.7 . . ?
C12 C5 C6 112.0(3) . . ?
C4 C6 C5 125.3(3) . . ?
C9 C6 C4 117.3(3) . . ?
C9 C6 C5 117.4(3) . . ?
C4 C7 C8 124.4(3) . . ?
C10 C7 C4 116.7(3) . . ?
C10 C7 C8 118.9(3) . . ?
C7 C8 H8 109.2 . . ?
C7 C8 C14 111.3(3) . . ?
C7 C8 C15 110.5(3) . . ?
C14 C8 H8 109.2 . . ?
C14 C8 C15 107.5(3) . . ?
C15 C8 H8 109.2 . . ?
C6 C9 H9 119.5 . . ?
C13 C9 C6 121.1(4) . . ?
C13 C9 H9 119.5 . . ?
C7 C10 H10 118.7 . . ?
C7 C10 C13 122.6(3) . . ?
C13 C10 H10 118.7 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13 120.1 . . ?
C10 C13 C9 119.7(3) . . ?
C10 C13 H13 120.1 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N2 118.3(3) . . ?
C19 C16 N2 117.4(3) . . ?
C19 C16 C17 124.2(3) . . ?
C16 C17 C18 123.7(3) . . ?
C16 C17 C20 115.9(3) . . ?
C20 C17 C18 120.1(3) . . ?
C17 C18 H18 108.4 . . ?
C17 C18 C23 109.6(3) . . ?
C17 C18 C25 112.0(3) . . ?
C23 C18 H18 108.4 . . ?
C23 C18 C25 109.8(3) . . ?
C25 C18 H18 108.4 . . ?
C16 C19 C21 123.1(3) . . ?
C22 C19 C16 116.4(4) . . ?
C22 C19 C21 120.2(3) . . ?
C17 C20 H20 119.6 . . ?
C24 C20 C17 120.7(4) . . ?
C24 C20 H20 119.6 . . ?
C19 C21 H21 107.9 . . ?
C19 C21 C26 110.1(3) . . ?
C19 C21 C27 112.0(4) . . ?
C26 C21 H21 107.9 . . ?
C26 C21 C27 111.0(4) . . ?
C27 C21 H21 107.9 . . ?
C19 C22 H22 119.1 . . ?
C24 C22 C19 121.8(4) . . ?
C24 C22 H22 119.1 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24 119.5 . . ?
C22 C24 C20 120.9(4) . . ?
C22 C24 H24 119.5 . . ?
C18 C25 H25A 109.5 . . ?
C18 C25 H25B 109.5 . . ?
C18 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 H27A 109.5 . . ?
C21 C27 H27B 109.5 . . ?
C21 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C2 124.3(3) . . ?
C31 C28 C2 119.1(3) . . ?
C31 C28 C29 116.6(3) . . ?
F10 C29 C28 119.6(3) . . ?
F10 C29 C30 118.2(3) . . ?
C30 C29 C28 122.2(3) . . ?
F11 C30 C29 118.7(3) . . ?
F11 C30 C32 120.7(3) . . ?
C29 C30 C32 120.6(4) . . ?
F8 C31 C28 120.3(3) . . ?
F8 C31 C33 117.9(3) . . ?
C33 C31 C28 121.7(3) . . ?
C30 C32 C34 119.8(4) . . ?
C33 C32 C30 117.5(4) . . ?
C33 C32 C34 122.6(4) . . ?
F9 C33 C31 117.7(4) . . ?
F9 C33 C32 120.9(3) . . ?
C31 C33 C32 121.4(3) . . ?
F12A C34 F12B 152.6(5) . . ?
F12A C34 C32 108.3(5) . . ?
F13A C34 F12A 100.9(5) . . ?
F13A C34 F12B 70.2(5) . . ?
F13A C34 C32 111.3(4) . . ?
F13B C34 F12A 64.2(10) . . ?
F13B C34 F12B 101.0(10) . . ?
F13B C34 F13A 130.4(9) . . ?
F13B C34 F14A 38.7(7) . . ?
F13B C34 F14B 120.9(14) . . ?
F13B C34 C32 118.3(9) . . ?
F14A C34 F12A 101.3(6) . . ?
F14A C34 F12B 62.5(5) . . ?
F14A C34 F13A 114.8(6) . . ?
F14A C34 F14B 122.9(12) . . ?
F14A C34 C32 118.0(5) . . ?
F14B C34 F12A 78.2(10) . . ?
F14B C34 F12B 92.1(11) . . ?
F14B C34 F13A 23.0(10) . . ?
F14B C34 C32 115.9(11) . . ?
C32 C34 F12B 99.0(5) . . ?
C36 C35 C1 121.8(3) . . ?
C36 C35 C37 117.5(3) . . ?
C37 C35 C1 120.7(3) . . ?
F3 C36 C35 120.2(3) . . ?
F3 C36 C40 118.6(3) . . ?
C35 C36 C40 121.2(3) . . ?
F1 C37 C35 119.5(3) . . ?
F1 C37 C38 119.1(3) . . ?
C38 C37 C35 121.3(3) . . ?
F2 C38 C37 116.4(3) . . ?
F2 C38 C39 121.9(3) . . ?
C39 C38 C37 121.6(3) . . ?
C38 C39 C40 117.4(3) . . ?
C38 C39 C41 123.7(4) . . ?
C40 C39 C41 118.9(4) . . ?
F4 C40 C36 118.1(3) . . ?
F4 C40 C39 120.9(3) . . ?
C36 C40 C39 121.0(3) . . ?
F5A C41 F5B 63.5(10) . . ?
F5A C41 F7B 148.1(8) . . ?
F5A C41 C39 109.0(4) . . ?
F5B C41 F7B 94.5(13) . . ?
F5B C41 C39 114.9(9) . . ?
F6 C41 F5A 103.3(4) . . ?
F6 C41 F5B 130.0(9) . . ?
F6 C41 F7A 110.3(4) . . ?
F6 C41 F7B 72.2(8) . . ?
F6 C41 C39 114.9(4) . . ?
F7A C41 F5A 107.3(4) . . ?
F7A C41 F5B 45.2(10) . . ?
F7A C41 F7B 49.8(7) . . ?
F7A C41 C39 111.5(4) . . ?
C39 C41 F7B 101.1(7) . . ?

_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 -0.853 0.500 0.000 1223.1 316.9 ?
2 -0.601 0.000 0.500 1223.1 316.9 ?

_shelx_SHELXL_version_number     2014/7
_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/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p21c_a
_database_code_depnum_ccdc_archive 'CCDC 1484681'
_audit_update_record             
;
2016-06-11 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-06-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H34 Au Cl F14 N2, C3.5 H8 O, 0.5(C)'
_chemical_formula_sum            'C45 H42 Au Cl F14 N2 O'
_chemical_formula_weight         1125.22
_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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.0816(11)
_cell_length_b                   14.3924(11)
_cell_length_c                   20.4104(17)
_cell_angle_alpha                90
_cell_angle_beta                 96.525(3)
_cell_angle_gamma                90
_cell_volume                     4401.6(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.69
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.500
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0842 before and 0.0654 after correction.
The Ratio of minimum to maximum transmission is 0.9007.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1189
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            66030
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.754
_diffrn_reflns_theta_min         2.133
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6748
_reflns_number_total             9353
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.662
_refine_diff_density_min         -1.881
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     639
_refine_ls_number_reflns         9353
_refine_ls_number_restraints     142
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+24.3746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0850
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C43B, C43A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F12A, F12A, F12B, F13A, F13B, F13B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F5, F6A, F6B, F7A, F7B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C43B \\sim C43A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
F12A \\sim F12A \\sim F12B \\sim F13A \\sim F13B \\sim F13B: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
F5 \\sim F6A \\sim F6B \\sim F7A \\sim F7B: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08
Uanis(C43A) \\sim Ueq, Uanis(C43B) \\sim Ueq: with sigma of 0.03 and sigma for
terminal atoms of 0.02
Uanis(F12A) \\sim Ueq, Uanis(F12B) \\sim Ueq, Uanis(F13A) \\sim Ueq,
Uanis(F13B) \\sim Ueq, Uanis(F14A) \\sim Ueq, Uanis(F14B) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5) \\sim Ueq, Uanis(F6A) \\sim Ueq, Uanis(F6B) \\sim Ueq, Uanis(F7A)
\\sim Ueq, Uanis(F7B) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Fixed Sof: F6A(0.5) F6B(0.5) F7A(0.5) F7B(0.5) F12A(0.5) F12B(0.5) F13A(0.3)
 F13B(0.7) F14A(0.6) F14B(0.4) C43B(0.5) C43A(0.5)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C10(H10), C20(H20), C23(H23)
5.b Secondary CH2 refined with riding coordinates:
 C42(H42A,H42B), C43B(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B)
5.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C14(H14), C16(H16), C19(H19), C21(H21)
5.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C),
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.31477(2) 0.35374(2) 0.82825(2) 0.01835(7) Uani 1 1 d . . . . .
Cl1 Cl 0.31861(10) 0.40355(12) 0.93438(7) 0.0302(4) Uani 1 1 d . . . . .
N1 N 0.3600(3) 0.2596(3) 0.6399(2) 0.0147(10) Uani 1 1 d . . . . .
N2 N 0.2445(3) 0.2962(3) 0.6892(2) 0.0162(10) Uani 1 1 d . . . . .
F1 F 0.4584(2) 0.1706(2) 0.80523(16) 0.0276(8) Uani 1 1 d . . . . .
F2 F 0.6217(3) 0.1805(3) 0.86569(19) 0.0434(11) Uani 1 1 d . . . . .
F3 F 0.5204(3) 0.4158(3) 0.66498(19) 0.0420(10) Uani 1 1 d . . . . .
F4 F 0.6831(3) 0.4288(3) 0.7272(2) 0.0618(14) Uani 1 1 d . . . . .
F5 F 0.8087(3) 0.2727(4) 0.8082(3) 0.0800(18) Uani 1 1 d . U . . .
F6A F 0.7648(6) 0.3945(7) 0.8599(6) 0.048(2) Uani 0.5 1 d . U P . .
F6B F 0.7894(6) 0.4034(7) 0.8189(6) 0.056(3) Uani 0.5 1 d . U P . .
F7A F 0.7465(7) 0.3279(9) 0.8959(5) 0.065(3) Uani 0.5 1 d . U P . .
F7B F 0.7635(5) 0.2556(7) 0.8923(4) 0.047(2) Uani 0.5 1 d . U P . .
F8 F 0.2692(2) 0.0753(2) 0.60902(17) 0.0260(8) Uani 1 1 d . . . . .
F9 F 0.1689(2) -0.0093(3) 0.51360(19) 0.0386(10) Uani 1 1 d . . . . .
F10 F 0.0374(3) 0.2798(3) 0.4486(2) 0.0504(12) Uani 1 1 d . . . . .
F11 F 0.1400(2) 0.3624(3) 0.54453(17) 0.0339(9) Uani 1 1 d . . . . .
F12A F 0.0697(10) 0.1210(8) 0.3633(6) 0.046(3) Uani 0.5 1 d . U P . .
F12B F 0.0821(9) 0.0757(9) 0.3696(7) 0.051(3) Uani 0.5 1 d . U P . .
F13A F -0.0269(14) 0.1465(16) 0.3936(10) 0.068(5) Uani 0.3 1 d . U P . .
F13B F -0.0385(5) 0.1059(7) 0.4184(4) 0.062(2) Uani 0.7 1 d . U P . .
F14A F 0.0538(7) -0.0087(6) 0.4196(5) 0.069(3) Uani 0.6 1 d . U P . .
F14B F 0.0052(9) 0.0134(11) 0.4395(6) 0.058(4) Uani 0.4 1 d . U P . .
C1 C 0.2699(4) 0.2622(4) 0.6327(3) 0.0170(13) Uani 1 1 d . . . . .
C2 C 0.3174(4) 0.3121(4) 0.7360(3) 0.0169(12) Uani 1 1 d . . . . .
C3 C 0.3896(4) 0.2901(4) 0.7034(3) 0.0153(12) Uani 1 1 d . . . . .
C4 C 0.1513(4) 0.3129(4) 0.6993(3) 0.0206(14) Uani 1 1 d . . . . .
C5 C 0.1421(4) 0.1449(5) 0.7363(3) 0.0337(15) Uani 1 1 d . . . . .
H5 H 0.2034 0.1436 0.7221 0.040 Uiso 1 1 calc R . . . .
C6 C 0.1510(5) 0.1284(5) 0.8106(3) 0.0423(19) Uani 1 1 d . . . . .
H6A H 0.1903 0.1757 0.8329 0.063 Uiso 1 1 calc GR . . . .
H6B H 0.1763 0.0666 0.8205 0.063 Uiso 1 1 calc GR . . . .
H6C H 0.0920 0.1324 0.8262 0.063 Uiso 1 1 calc GR . . . .
C7 C 0.1028(4) 0.2391(5) 0.7200(3) 0.0245(15) Uani 1 1 d . . . . .
C8 C 0.1174(4) 0.4017(5) 0.6872(3) 0.0296(16) Uani 1 1 d . . . . .
C9 C 0.1984(5) 0.5418(5) 0.7324(4) 0.046(2) Uani 1 1 d . . . . .
H9A H 0.1447 0.5692 0.7473 0.068 Uiso 1 1 calc GR . . . .
H9B H 0.2394 0.5914 0.7225 0.068 Uiso 1 1 calc GR . . . .
H9C H 0.2278 0.5018 0.7672 0.068 Uiso 1 1 calc GR . . . .
C10 C 0.1724(5) 0.4839(5) 0.6704(4) 0.0431(19) Uani 1 1 d . . . . .
H10 H 0.2284 0.4600 0.6544 0.052 Uiso 1 1 calc R . . . .
C11 C 0.0130(5) 0.2570(6) 0.7274(3) 0.042(2) Uani 1 1 d . . . . .
H11 H -0.0230 0.2089 0.7421 0.051 Uiso 1 1 calc R . . . .
C12 C -0.0234(5) 0.3431(7) 0.7136(4) 0.053(2) Uani 1 1 d . . . . .
H12 H -0.0848 0.3532 0.7176 0.063 Uiso 1 1 calc R . . . .
C13 C 0.0877(6) 0.0683(6) 0.6994(4) 0.055(2) Uani 1 1 d . . . . .
H13A H 0.0280 0.0663 0.7140 0.083 Uiso 1 1 calc GR . . . .
H13B H 0.1175 0.0084 0.7085 0.083 Uiso 1 1 calc GR . . . .
H13C H 0.0825 0.0809 0.6519 0.083 Uiso 1 1 calc GR . . . .
C14 C 0.0267(5) 0.4141(6) 0.6944(3) 0.043(2) Uani 1 1 d . . . . .
H14 H 0.0000 0.4733 0.6857 0.051 Uiso 1 1 calc R . . . .
C15 C 0.1250(7) 0.5467(5) 0.6167(4) 0.071(3) Uani 1 1 d . . . . .
H15A H 0.0987 0.5084 0.5798 0.106 Uiso 1 1 calc GR . . . .
H15B H 0.1682 0.5899 0.6011 0.106 Uiso 1 1 calc GR . . . .
H15C H 0.0778 0.5819 0.6348 0.106 Uiso 1 1 calc GR . . . .
C16 C 0.5324(4) 0.2231(5) 0.4937(3) 0.0301(16) Uani 1 1 d . . . . .
H16 H 0.5734 0.2172 0.4619 0.036 Uiso 1 1 calc R . . . .
C17 C 0.4169(4) 0.2431(4) 0.5871(3) 0.0185(13) Uani 1 1 d . . . . .
C18 C 0.4742(4) 0.1668(4) 0.5915(3) 0.0160(13) Uani 1 1 d . . . . .
C19 C 0.5320(4) 0.1578(4) 0.5430(3) 0.0245(14) Uani 1 1 d . . . . .
H19 H 0.5713 0.1062 0.5441 0.029 Uiso 1 1 calc R . . . .
C20 C 0.4786(4) 0.0912(4) 0.6439(3) 0.0215(14) Uani 1 1 d . . . . .
H20 H 0.4350 0.1061 0.6758 0.026 Uiso 1 1 calc R . . . .
C21 C 0.4741(4) 0.2965(5) 0.4902(3) 0.0290(16) Uani 1 1 d . . . . .
H21 H 0.4747 0.3398 0.4551 0.035 Uiso 1 1 calc R . . . .
C22 C 0.4140(4) 0.3098(4) 0.5365(3) 0.0214(13) Uani 1 1 d . . . . .
C23 C 0.3481(4) 0.3903(4) 0.5275(3) 0.0255(14) Uani 1 1 d . . . . .
H23 H 0.3056 0.3835 0.5614 0.031 Uiso 1 1 calc R . . . .
C24 C 0.5730(4) 0.0864(5) 0.6814(3) 0.0284(15) Uani 1 1 d . . . . .
H24A H 0.6128 0.0535 0.6545 0.043 Uiso 1 1 calc GR . . . .
H24B H 0.5709 0.0531 0.7231 0.043 Uiso 1 1 calc GR . . . .
H24C H 0.5955 0.1495 0.6906 0.043 Uiso 1 1 calc GR . . . .
C25 C 0.4550(4) -0.0038(4) 0.6125(3) 0.0281(15) Uani 1 1 d . . . . .
H25A H 0.3946 -0.0015 0.5891 0.042 Uiso 1 1 calc GR . . . .
H25B H 0.4577 -0.0514 0.6470 0.042 Uiso 1 1 calc GR . . . .
H25C H 0.4977 -0.0191 0.5813 0.042 Uiso 1 1 calc GR . . . .
C26 C 0.2938(5) 0.3846(6) 0.4595(3) 0.046(2) Uani 1 1 d . . . . .
H26A H 0.3322 0.3999 0.4254 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.2441 0.4288 0.4573 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.2703 0.3215 0.4522 0.069 Uiso 1 1 calc GR . . . .
C27 C 0.3912(5) 0.4859(5) 0.5366(4) 0.049(2) Uani 1 1 d . . . . .
H27A H 0.4255 0.4896 0.5803 0.073 Uiso 1 1 calc GR . . . .
H27B H 0.3447 0.5338 0.5328 0.073 Uiso 1 1 calc GR . . . .
H27C H 0.4312 0.4959 0.5026 0.073 Uiso 1 1 calc GR . . . .
C28 C 0.5448(4) 0.3571(5) 0.7142(3) 0.0269(14) Uani 1 1 d . . . . .
C29 C 0.6304(4) 0.3624(6) 0.7465(4) 0.0387(18) Uani 1 1 d . . . . .
C30 C 0.5984(4) 0.2416(5) 0.8173(3) 0.0296(16) Uani 1 1 d . . . . .
C31 C 0.6581(4) 0.3059(5) 0.7989(3) 0.0317(17) Uani 1 1 d . . . . .
C32 C 0.4833(4) 0.2930(4) 0.7331(3) 0.0173(13) Uani 1 1 d . . . . .
C33 C 0.5122(4) 0.2362(4) 0.7857(3) 0.0220(14) Uani 1 1 d . . . . .
C34 C 0.7503(5) 0.3161(6) 0.8352(4) 0.045(2) Uani 1 1 d . . . . .
C35 C 0.2135(4) 0.1263(4) 0.5686(3) 0.0176(13) Uani 1 1 d . . . . .
C36 C 0.2107(4) 0.2210(4) 0.5783(3) 0.0176(13) Uani 1 1 d . . . . .
C37 C 0.0944(4) 0.2264(5) 0.4876(3) 0.0283(15) Uani 1 1 d . . . . .
C38 C 0.1594(4) 0.0820(5) 0.5191(3) 0.0274(15) Uani 1 1 d . . . . .
C39 C 0.1483(4) 0.2696(4) 0.5374(3) 0.0237(14) Uani 1 1 d . . . . .
C40 C 0.0990(4) 0.1316(5) 0.4772(3) 0.0325(17) Uani 1 1 d . . . . .
C41 C 0.0426(5) 0.0862(6) 0.4203(4) 0.046(2) Uani 1 1 d . . . . .
C42 C 0.7935(7) 0.1894(7) 0.6090(6) 0.088(4) Uani 1 1 d . . . A 1
H42A H 0.7452 0.1517 0.5852 0.105 Uiso 1 1 calc R . . A 1
H42B H 0.8292 0.1491 0.6413 0.105 Uiso 1 1 calc R . . A 1
C43B C 0.7893(14) 0.3192(14) 0.5422(9) 0.054(5) Uani 0.5 1 d . U P A 1
H43A H 0.8266 0.3723 0.5312 0.065 Uiso 1 1 calc R . . A 1
H43B H 0.7456 0.3052 0.5035 0.065 Uiso 1 1 calc R . . A 1
C44 C 0.8502(9) 0.2300(9) 0.5623(5) 0.095(4) Uani 1 1 d . . . A 1
H44A H 0.8561 0.1887 0.5242 0.114 Uiso 1 1 calc R . . A 1
H44B H 0.9101 0.2473 0.5838 0.114 Uiso 1 1 calc R . . A 1
C45 C 0.7465(9) 0.3395(8) 0.5955(5) 0.099(4) Uani 1 1 d . . . A 1
H45A H 0.6822 0.3494 0.5812 0.119 Uiso 1 1 calc R . . A 1
H45B H 0.7711 0.3975 0.6162 0.119 Uiso 1 1 calc R . . A 1
O1 O 0.7568(5) 0.2665(6) 0.6419(4) 0.092(2) Uani 1 1 d . . . A 1
C43A C 0.845(2) 0.328(2) 0.5550(14) 0.098(9) Uani 0.5 1 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
Au1 Cl1 2.2762(15) . ?
Au1 C2 1.981(6) . ?
N1 C1 1.350(7) . ?
N1 C3 1.392(7) . ?
N1 C17 1.472(7) . ?
N2 C1 1.349(7) . ?
N2 C2 1.391(7) . ?
N2 C4 1.463(7) . ?
F1 C33 1.335(7) . ?
F2 C30 1.340(8) . ?
F3 C28 1.331(7) . ?
F4 C29 1.331(8) . ?
F5 C34 1.257(8) . ?
F6A F6B 0.963(12) . ?
F6A F7A 1.257(15) . ?
F6A C34 1.245(11) . ?
F6B C34 1.442(13) . ?
F7A F7B 1.077(12) . ?
F7A C34 1.259(12) . ?
F7B C34 1.451(12) . ?
F8 C35 1.328(6) . ?
F9 C38 1.329(7) . ?
F10 C37 1.344(7) . ?
F11 C39 1.352(7) . ?
F12A F12B 0.686(15) . ?
F12A F13A 1.69(3) . ?
F12A C41 1.371(15) . ?
F12B F14A 1.673(17) . ?
F12B C41 1.261(15) . ?
F13A F13B 0.80(2) . ?
F13A C41 1.42(2) . ?
F13B F14B 1.526(18) . ?
F13B C41 1.252(11) . ?
F14A F14B 0.933(14) . ?
F14A C41 1.376(12) . ?
F14B C41 1.272(15) . ?
C1 C36 1.468(8) . ?
C2 C3 1.376(7) . ?
C3 C32 1.474(7) . ?
C4 C7 1.382(8) . ?
C4 C8 1.388(9) . ?
C5 H5 1.0000 . ?
C5 C6 1.526(8) . ?
C5 C7 1.503(10) . ?
C5 C13 1.522(9) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C11 1.404(9) . ?
C8 C10 1.508(10) . ?
C8 C14 1.403(9) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C10 1.529(10) . ?
C10 H10 1.0000 . ?
C10 C15 1.534(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.372(11) . ?
C12 H12 0.9500 . ?
C12 C14 1.354(11) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C19 1.378(8) . ?
C16 C21 1.371(9) . ?
C17 C18 1.393(8) . ?
C17 C22 1.406(8) . ?
C18 C19 1.396(7) . ?
C18 C20 1.523(8) . ?
C19 H19 0.9500 . ?
C20 H20 1.0000 . ?
C20 C24 1.540(8) . ?
C20 C25 1.534(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.396(8) . ?
C22 C23 1.524(8) . ?
C23 H23 1.0000 . ?
C23 C26 1.532(9) . ?
C23 C27 1.525(9) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.383(9) . ?
C28 C32 1.394(8) . ?
C29 C31 1.370(10) . ?
C30 C31 1.372(9) . ?
C30 C33 1.386(8) . ?
C31 C34 1.506(9) . ?
C32 C33 1.379(8) . ?
C35 C36 1.379(8) . ?
C35 C38 1.380(8) . ?
C36 C39 1.377(8) . ?
C37 C39 1.375(8) . ?
C37 C40 1.384(10) . ?
C38 C40 1.376(9) . ?
C40 C41 1.509(9) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C44 1.473(14) . ?
C42 O1 1.439(12) . ?
C43B H43A 0.9900 . ?
C43B H43B 0.9900 . ?
C43B C44 1.60(2) . ?
C43B C45 1.357(19) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 O1 1.411(11) . ?

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 Au1 Cl1 177.31(17) . . ?
C1 N1 C3 107.8(4) . . ?
C1 N1 C17 126.0(5) . . ?
C3 N1 C17 125.4(4) . . ?
C1 N2 C2 111.5(5) . . ?
C1 N2 C4 123.5(5) . . ?
C2 N2 C4 125.0(5) . . ?
F6B F6A F7A 137.8(14) . . ?
F6B F6A C34 80.4(10) . . ?
C34 F6A F7A 60.4(8) . . ?
F6A F6B C34 58.4(9) . . ?
F6A F7A C34 59.3(8) . . ?
F7B F7A F6A 128.8(12) . . ?
F7B F7A C34 76.3(9) . . ?
F7A F7B C34 57.5(8) . . ?
F12B F12A F13A 111(2) . . ?
F12B F12A C41 66(2) . . ?
C41 F12A F13A 54.2(9) . . ?
F12A F12B F14A 136(3) . . ?
F12A F12B C41 84(2) . . ?
C41 F12B F14A 53.8(7) . . ?
F13B F13A F12A 109(2) . . ?
F13B F13A C41 61.3(17) . . ?
C41 F13A F12A 51.5(9) . . ?
F13A F13B F14B 134(2) . . ?
F13A F13B C41 84.4(19) . . ?
C41 F13B F14B 53.4(7) . . ?
F14B F14A F12B 106.6(14) . . ?
F14B F14A C41 63.5(11) . . ?
C41 F14A F12B 47.7(6) . . ?
F14A F14B F13B 120.7(16) . . ?
F14A F14B C41 75.5(12) . . ?
C41 F14B F13B 52.2(8) . . ?
N1 C1 C36 126.1(5) . . ?
N2 C1 N1 107.3(5) . . ?
N2 C1 C36 125.8(5) . . ?
N2 C2 Au1 127.0(4) . . ?
C3 C2 Au1 129.2(4) . . ?
C3 C2 N2 103.8(5) . . ?
N1 C3 C32 125.7(5) . . ?
C2 C3 N1 109.5(5) . . ?
C2 C3 C32 124.7(5) . . ?
C7 C4 N2 117.8(6) . . ?
C7 C4 C8 124.4(6) . . ?
C8 C4 N2 117.8(5) . . ?
C6 C5 H5 107.9 . . ?
C7 C5 H5 107.9 . . ?
C7 C5 C6 110.4(6) . . ?
C7 C5 C13 111.6(6) . . ?
C13 C5 H5 107.9 . . ?
C13 C5 C6 111.2(6) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 C5 123.5(6) . . ?
C4 C7 C11 116.3(7) . . ?
C11 C7 C5 120.2(6) . . ?
C4 C8 C10 124.2(6) . . ?
C4 C8 C14 116.3(7) . . ?
C14 C8 C10 119.5(7) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
C8 C10 C9 109.6(6) . . ?
C8 C10 H10 108.1 . . ?
C8 C10 C15 113.6(7) . . ?
C9 C10 H10 108.1 . . ?
C9 C10 C15 109.0(6) . . ?
C15 C10 H10 108.1 . . ?
C7 C11 H11 119.6 . . ?
C12 C11 C7 120.8(7) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.4 . . ?
C14 C12 C11 121.2(7) . . ?
C14 C12 H12 119.4 . . ?
C5 C13 H13A 109.5 . . ?
C5 C13 H13B 109.5 . . ?
C5 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C14 H14 119.5 . . ?
C12 C14 C8 121.1(7) . . ?
C12 C14 H14 119.5 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C16 H16 119.8 . . ?
C21 C16 H16 119.8 . . ?
C21 C16 C19 120.5(6) . . ?
C18 C17 N1 119.3(5) . . ?
C18 C17 C22 123.5(5) . . ?
C22 C17 N1 117.1(5) . . ?
C17 C18 C19 117.4(5) . . ?
C17 C18 C20 125.8(5) . . ?
C19 C18 C20 116.8(5) . . ?
C16 C19 C18 120.7(6) . . ?
C16 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C18 C20 H20 109.0 . . ?
C18 C20 C24 110.2(5) . . ?
C18 C20 C25 110.7(5) . . ?
C24 C20 H20 109.0 . . ?
C25 C20 H20 109.0 . . ?
C25 C20 C24 109.0(5) . . ?
C16 C21 H21 118.9 . . ?
C16 C21 C22 122.2(6) . . ?
C22 C21 H21 118.9 . . ?
C17 C22 C23 125.0(5) . . ?
C21 C22 C17 115.8(6) . . ?
C21 C22 C23 119.1(6) . . ?
C22 C23 H23 107.6 . . ?
C22 C23 C26 110.1(5) . . ?
C22 C23 C27 114.1(5) . . ?
C26 C23 H23 107.6 . . ?
C27 C23 H23 107.6 . . ?
C27 C23 C26 109.6(6) . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
F3 C28 C29 119.2(6) . . ?
F3 C28 C32 119.6(5) . . ?
C29 C28 C32 121.2(6) . . ?
F4 C29 C28 117.0(7) . . ?
F4 C29 C31 121.2(6) . . ?
C31 C29 C28 121.6(6) . . ?
F2 C30 C31 121.2(6) . . ?
F2 C30 C33 117.4(6) . . ?
C31 C30 C33 121.4(7) . . ?
C29 C31 C30 117.5(6) . . ?
C29 C31 C34 120.5(7) . . ?
C30 C31 C34 122.0(7) . . ?
C28 C32 C3 122.8(5) . . ?
C33 C32 C3 120.5(5) . . ?
C33 C32 C28 116.5(5) . . ?
F1 C33 C30 118.0(6) . . ?
F1 C33 C32 120.2(5) . . ?
C32 C33 C30 121.7(6) . . ?
F5 C34 F6B 90.3(7) . . ?
F5 C34 F7A 127.6(9) . . ?
F5 C34 F7B 90.8(7) . . ?
F5 C34 C31 113.0(6) . . ?
F6A C34 F5 121.9(9) . . ?
F6A C34 F6B 41.2(6) . . ?
F6A C34 F7A 60.3(8) . . ?
F6A C34 F7B 102.5(9) . . ?
F6A C34 C31 113.4(7) . . ?
F6B C34 F7B 133.3(8) . . ?
F6B C34 C31 110.5(8) . . ?
F7A C34 F6B 100.1(9) . . ?
F7A C34 F7B 46.2(7) . . ?
F7A C34 C31 110.7(7) . . ?
F7B C34 C31 111.8(7) . . ?
F8 C35 C36 119.0(5) . . ?
F8 C35 C38 118.6(5) . . ?
C36 C35 C38 122.4(6) . . ?
C35 C36 C1 118.8(5) . . ?
C39 C36 C1 124.7(6) . . ?
C39 C36 C35 116.4(5) . . ?
F10 C37 C39 117.6(6) . . ?
F10 C37 C40 120.9(6) . . ?
C39 C37 C40 121.5(6) . . ?
F9 C38 C35 117.3(6) . . ?
F9 C38 C40 122.0(6) . . ?
C40 C38 C35 120.7(6) . . ?
F11 C39 C36 120.1(5) . . ?
F11 C39 C37 118.2(6) . . ?
C37 C39 C36 121.7(6) . . ?
C37 C40 C41 120.7(7) . . ?
C38 C40 C37 117.2(6) . . ?
C38 C40 C41 122.0(7) . . ?
F12A C41 F13A 74.3(11) . . ?
F12A C41 F14A 107.7(9) . . ?
F12A C41 C40 107.3(8) . . ?
F12B C41 F12A 29.9(7) . . ?
F12B C41 F13A 98.9(12) . . ?
F12B C41 F14A 78.6(9) . . ?
F12B C41 F14B 114.9(11) . . ?
F12B C41 C40 114.0(8) . . ?
F13A C41 C40 110.9(11) . . ?
F13B C41 F12A 106.0(9) . . ?
F13B C41 F12B 123.5(10) . . ?
F13B C41 F13A 34.3(9) . . ?
F13B C41 F14A 110.2(9) . . ?
F13B C41 F14B 74.4(9) . . ?
F13B C41 C40 113.0(7) . . ?
F14A C41 F13A 133.5(11) . . ?
F14A C41 C40 112.2(7) . . ?
F14B C41 F12A 138.4(10) . . ?
F14B C41 F13A 106.7(13) . . ?
F14B C41 F14A 41.0(7) . . ?
F14B C41 C40 110.5(8) . . ?
H42A C42 H42B 108.7 . . ?
C44 C42 H42A 110.5 . . ?
C44 C42 H42B 110.5 . . ?
O1 C42 H42A 110.5 . . ?
O1 C42 H42B 110.5 . . ?
O1 C42 C44 106.1(9) . . ?
H43A C43B H43B 108.7 . . ?
C44 C43B H43A 110.5 . . ?
C44 C43B H43B 110.5 . . ?
C45 C43B H43A 110.5 . . ?
C45 C43B H43B 110.5 . . ?
C45 C43B C44 106.1(13) . . ?
C42 C44 C43B 97.2(11) . . ?
C42 C44 H44A 112.3 . . ?
C42 C44 H44B 112.3 . . ?
C43B C44 H44A 112.3 . . ?
C43B C44 H44B 112.3 . . ?
H44A C44 H44B 109.9 . . ?
C43B C45 H45A 109.5 . . ?
C43B C45 H45B 109.5 . . ?
C43B C45 O1 110.6(12) . . ?
H45A C45 H45B 108.1 . . ?
O1 C45 H45A 109.5 . . ?
O1 C45 H45B 109.5 . . ?
C45 O1 C42 106.3(8) . . ?

_shelx_SHELXL_version_number     2014/7
_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/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c2c_a
_database_code_depnum_ccdc_archive 'CCDC 1484682'
_audit_update_record             
;
2016-06-11 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;
_audit_creation_date             2016-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H40 F3 N2, F2 H'
_chemical_formula_sum            'C34 H41 F5 N2'
_chemical_formula_weight         572.69
_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'
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'
H H 0.0000 0.0000 '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                   18.227(7)
_cell_length_b                   17.040(6)
_cell_length_c                   20.143(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.779(13)
_cell_angle_gamma                90
_cell_volume                     6125(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6679
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0987 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.8955.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2432
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0985
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38920
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.833
_diffrn_reflns_theta_min         2.066
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4235
_reflns_number_total             6502
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.457
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         6502
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0734
_refine_ls_restrained_S_all      1.039
_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)+(0.0625P)²+17.8205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1592
_refine_ls_wR_factor_ref         0.1826
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All F(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F4-H4 \\sim F5-H4
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F6 \\sim F7 \\sim F8: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F6) \\sim
Ueq, Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq: with sigma of 0.005 and sigma
for terminal atoms of 0.01
4. Others
 Fixed Sof: F1(0.7) F2(0.7) F3(0.7) F6(0.3) F7(0.3) F8(0.3)
5.a Ternary CH refined with riding coordinates:
 C13(H13), C15(H15), C26(H26), C28(H28)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C16(H16), C18(H18),
 C21(H21), C27(H27), C29(H29), C30(H30)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
F1 F 0.4348(2) 0.3920(2) 0.67614(18) 0.0370(9) Uani 0.7 1 d . U P . .
F2 F 0.37121(19) 0.4849(2) 0.71048(14) 0.0476(8) Uani 0.7 1 d . U P . .
F3 F 0.4741(2) 0.5095(2) 0.6772(2) 0.0542(12) Uani 0.7 1 d . U P . .
F4 F 0.13828(12) 0.54967(12) 0.13299(10) 0.0554(6) Uani 1 1 d D . . . .
H4 H 0.132(2) 0.4823(7) 0.125(2) 0.066 Uiso 1 1 d DR . . . .
F5 F 0.14898(16) 0.42048(13) 0.13267(10) 0.0747(8) Uani 1 1 d D . . . .
F6 F 0.4058(6) 0.4003(7) 0.6861(6) 0.058(3) Uani 0.3 1 d . U P . .
F7 F 0.3967(5) 0.5226(5) 0.7026(4) 0.057(2) Uani 0.3 1 d . U P . .
F8 F 0.4920(6) 0.4797(5) 0.6666(5) 0.047(3) Uani 0.3 1 d . U P . .
N1 N 0.24695(12) 0.43452(12) 0.34266(10) 0.0198(5) Uani 1 1 d . . . . .
N2 N 0.22825(12) 0.55908(12) 0.35135(10) 0.0199(5) Uani 1 1 d . . . . .
C1 C 0.25500(14) 0.49489(15) 0.38660(12) 0.0181(5) Uani 1 1 d . . . . .
C2 C 0.21457(14) 0.46167(16) 0.27865(13) 0.0219(6) Uani 1 1 d . . . . .
H2 H 0.2025 0.4311 0.2385 0.026 Uiso 1 1 calc R . . . .
C3 C 0.20343(14) 0.53882(16) 0.28365(13) 0.0222(6) Uani 1 1 d . . . . .
H3 H 0.1825 0.5733 0.2477 0.027 Uiso 1 1 calc R . . . .
C4 C 0.29303(14) 0.49100(14) 0.45883(13) 0.0199(6) Uani 1 1 d . . . . .
C5 C 0.25702(16) 0.50727(15) 0.51155(13) 0.0239(6) Uani 1 1 d . . . . .
H5 H 0.2058 0.5226 0.5022 0.029 Uiso 1 1 calc R . . . .
C6 C 0.29613(16) 0.50107(15) 0.57815(13) 0.0258(6) Uani 1 1 d . . . . .
H6 H 0.2717 0.5126 0.6144 0.031 Uiso 1 1 calc R . . . .
C7 C 0.37024(16) 0.47819(15) 0.59179(13) 0.0255(6) Uani 1 1 d . . . . .
C8 C 0.41266(18) 0.46761(17) 0.66390(15) 0.0344(7) Uani 1 1 d . . . . .
C9 C 0.36844(16) 0.46855(19) 0.47292(14) 0.0344(7) Uani 1 1 d . . . . .
H9 H 0.3933 0.4578 0.4368 0.041 Uiso 1 1 calc R . . . .
C10 C 0.40681(17) 0.4621(2) 0.53928(15) 0.0372(8) Uani 1 1 d . . . . .
H10 H 0.4580 0.4467 0.5490 0.045 Uiso 1 1 calc R . . . .
C11 C 0.25405(16) 0.35213(15) 0.36189(13) 0.0246(6) Uani 1 1 d . . . . .
C12 C 0.31775(17) 0.31064(16) 0.35437(15) 0.0309(7) Uani 1 1 d . . . . .
C13 C 0.38212(16) 0.34642(17) 0.32672(16) 0.0322(7) Uani 1 1 d . . . . .
H13 H 0.3756 0.4047 0.3255 0.039 Uiso 1 1 calc R . . . .
C14 C 0.19265(18) 0.31916(18) 0.38522(14) 0.0351(8) Uani 1 1 d . . . . .
C15 C 0.12116(18) 0.3640(2) 0.38753(17) 0.0427(9) Uani 1 1 d . . . . .
H15 H 0.1323 0.4208 0.3816 0.051 Uiso 1 1 calc R . . . .
C16 C 0.3198(2) 0.23139(18) 0.37149(18) 0.0461(9) Uani 1 1 d . . . . .
H16 H 0.3617 0.2002 0.3669 0.055 Uiso 1 1 calc R . . . .
C17 C 0.45915(18) 0.3276(2) 0.3723(2) 0.0545(11) Uani 1 1 d . . . . .
H17A H 0.4674 0.2708 0.3732 0.082 Uiso 1 1 calc GR . . . .
H17B H 0.4601 0.3464 0.4185 0.082 Uiso 1 1 calc GR . . . .
H17C H 0.4988 0.3538 0.3542 0.082 Uiso 1 1 calc GR . . . .
C18 C 0.1988(2) 0.2406(2) 0.40229(18) 0.0513(10) Uani 1 1 d . . . . .
H18 H 0.1597 0.2158 0.4192 0.062 Uiso 1 1 calc R . . . .
C19 C 0.3798(2) 0.3182(2) 0.2540(2) 0.0556(10) Uani 1 1 d . . . . .
H19A H 0.3853 0.2610 0.2538 0.083 Uiso 1 1 calc GR . . . .
H19B H 0.4209 0.3425 0.2367 0.083 Uiso 1 1 calc GR . . . .
H19C H 0.3319 0.3331 0.2251 0.083 Uiso 1 1 calc GR . . . .
C20 C 0.0591(2) 0.3420(3) 0.3290(2) 0.0576(11) Uani 1 1 d . . . . .
H20A H 0.0747 0.3532 0.2862 0.086 Uiso 1 1 calc GR . . . .
H20B H 0.0141 0.3724 0.3313 0.086 Uiso 1 1 calc GR . . . .
H20C H 0.0481 0.2859 0.3314 0.086 Uiso 1 1 calc GR . . . .
C21 C 0.2604(2) 0.1977(2) 0.3953(2) 0.0591(12) Uani 1 1 d . . . . .
H21 H 0.2627 0.1436 0.4070 0.071 Uiso 1 1 calc R . . . .
C22 C 0.0933(3) 0.3575(3) 0.4536(2) 0.0820(15) Uani 1 1 d . . . . .
H22A H 0.0869 0.3021 0.4640 0.123 Uiso 1 1 calc GR . . . .
H22B H 0.0452 0.3848 0.4490 0.123 Uiso 1 1 calc GR . . . .
H22C H 0.1300 0.3815 0.4904 0.123 Uiso 1 1 calc GR . . . .
C23 C 0.22091(15) 0.63686(15) 0.37919(12) 0.0215(6) Uani 1 1 d . . . . .
C24 C 0.27797(15) 0.69137(15) 0.37832(13) 0.0239(6) Uani 1 1 d . . . . .
C25 C 0.15489(15) 0.65324(16) 0.40265(13) 0.0245(6) Uani 1 1 d . . . . .
C26 C 0.35008(16) 0.67246(16) 0.35396(14) 0.0275(6) Uani 1 1 d . . . . .
H26 H 0.3479 0.6163 0.3392 0.033 Uiso 1 1 calc R . . . .
C27 C 0.26702(17) 0.76691(16) 0.40163(14) 0.0284(6) Uani 1 1 d . . . . .
H27 H 0.3040 0.8062 0.4015 0.034 Uiso 1 1 calc R . . . .
C28 C 0.09233(16) 0.59367(18) 0.40072(14) 0.0291(7) Uani 1 1 d . . . . .
H28 H 0.1155 0.5403 0.4040 0.035 Uiso 1 1 calc R . . . .
C29 C 0.14746(17) 0.72930(17) 0.42576(14) 0.0304(7) Uani 1 1 d . . . . .
H29 H 0.1040 0.7432 0.4423 0.036 Uiso 1 1 calc R . . . .
C30 C 0.20241(18) 0.78481(17) 0.42495(14) 0.0322(7) Uani 1 1 d . . . . .
H30 H 0.1959 0.8364 0.4407 0.039 Uiso 1 1 calc R . . . .
C31 C 0.03609(17) 0.5981(2) 0.33269(15) 0.0380(8) Uani 1 1 d . . . . .
H31A H 0.0153 0.6512 0.3263 0.057 Uiso 1 1 calc GR . . . .
H31B H -0.0045 0.5604 0.3327 0.057 Uiso 1 1 calc GR . . . .
H31C H 0.0617 0.5855 0.2957 0.057 Uiso 1 1 calc GR . . . .
C32 C 0.3578(2) 0.72359(19) 0.29317(16) 0.0394(8) Uani 1 1 d . . . . .
H32A H 0.3142 0.7155 0.2563 0.059 Uiso 1 1 calc GR . . . .
H32B H 0.4035 0.7091 0.2777 0.059 Uiso 1 1 calc GR . . . .
H32C H 0.3605 0.7789 0.3067 0.059 Uiso 1 1 calc GR . . . .
C33 C 0.05029(18) 0.6018(2) 0.45943(16) 0.0399(8) Uani 1 1 d . . . . .
H33A H 0.0864 0.6009 0.5028 0.060 Uiso 1 1 calc GR . . . .
H33B H 0.0150 0.5581 0.4579 0.060 Uiso 1 1 calc GR . . . .
H33C H 0.0227 0.6515 0.4550 0.060 Uiso 1 1 calc GR . . . .
C34 C 0.41896(18) 0.6829(2) 0.41141(17) 0.0410(8) Uani 1 1 d . . . . .
H34A H 0.4223 0.7377 0.4265 0.062 Uiso 1 1 calc GR . . . .
H34B H 0.4643 0.6688 0.3950 0.062 Uiso 1 1 calc GR . . . .
H34C H 0.4143 0.6487 0.4495 0.062 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 F6 0.618(11) . ?
F1 C8 1.358(5) . ?
F2 F6 1.687(12) . ?
F2 F7 0.827(8) . ?
F2 C8 1.352(5) . ?
F3 F7 1.610(11) . ?
F3 F8 0.662(8) . ?
F3 C8 1.308(5) . ?
F4 H4 1.161(13) . ?
F5 H4 1.098(13) . ?
F6 C8 1.247(12) . ?
F7 C8 1.288(9) . ?
F8 C8 1.451(11) . ?
N1 C1 1.345(3) . ?
N1 C2 1.384(3) . ?
N1 C11 1.455(3) . ?
N2 C1 1.340(3) . ?
N2 C3 1.390(3) . ?
N2 C23 1.456(3) . ?
C1 C4 1.480(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.337(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(4) . ?
C4 C9 1.399(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(4) . ?
C7 C8 1.511(4) . ?
C7 C10 1.388(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(4) . ?
C11 C14 1.415(4) . ?
C12 C13 1.525(4) . ?
C12 C16 1.392(4) . ?
C13 H13 1.0000 . ?
C13 C17 1.546(4) . ?
C13 C19 1.534(5) . ?
C14 C15 1.520(5) . ?
C14 C18 1.381(5) . ?
C15 H15 1.0000 . ?
C15 C20 1.506(5) . ?
C15 C22 1.522(5) . ?
C16 H16 0.9500 . ?
C16 C21 1.395(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C21 1.370(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.397(4) . ?
C23 C25 1.408(4) . ?
C24 C26 1.528(4) . ?
C24 C27 1.399(4) . ?
C25 C28 1.521(4) . ?
C25 C29 1.393(4) . ?
C26 H26 1.0000 . ?
C26 C32 1.533(4) . ?
C26 C34 1.534(4) . ?
C27 H27 0.9500 . ?
C27 C30 1.388(4) . ?
C28 H28 1.0000 . ?
C28 C31 1.536(4) . ?
C28 C33 1.541(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.380(4) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
F6 F1 C8 66.4(13) . . ?
F7 F2 F6 110.4(9) . . ?
F7 F2 C8 67.6(7) . . ?
C8 F2 F6 46.9(4) . . ?
F8 F3 F7 136.9(14) . . ?
F8 F3 C8 88.5(12) . . ?
C8 F3 F7 51.1(4) . . ?
F1 F6 F2 133.3(16) . . ?
F1 F6 C8 86.6(14) . . ?
C8 F6 F2 52.3(5) . . ?
F2 F7 F3 121.2(10) . . ?
F2 F7 C8 76.0(7) . . ?
C8 F7 F3 52.2(4) . . ?
F3 F8 C8 64.3(11) . . ?
C1 N1 C2 109.0(2) . . ?
C1 N1 C11 124.8(2) . . ?
C2 N1 C11 124.7(2) . . ?
C1 N2 C3 109.1(2) . . ?
C1 N2 C23 126.2(2) . . ?
C3 N2 C23 124.5(2) . . ?
N1 C1 C4 125.4(2) . . ?
N2 C1 N1 107.2(2) . . ?
N2 C1 C4 127.2(2) . . ?
N1 C2 H2 126.2 . . ?
C3 C2 N1 107.5(2) . . ?
C3 C2 H2 126.2 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.1(2) . . ?
C2 C3 H3 126.4 . . ?
C5 C4 C1 123.0(2) . . ?
C5 C4 C9 119.9(2) . . ?
C9 C4 C1 117.1(2) . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.7(3) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 C8 120.9(3) . . ?
C6 C7 C10 120.5(3) . . ?
C10 C7 C8 118.6(3) . . ?
F1 C8 F8 82.6(4) . . ?
F1 C8 C7 111.3(3) . . ?
F2 C8 F1 105.6(3) . . ?
F2 C8 F8 129.6(5) . . ?
F2 C8 C7 113.1(3) . . ?
F3 C8 F1 105.7(3) . . ?
F3 C8 F2 108.4(3) . . ?
F3 C8 F8 27.1(3) . . ?
F3 C8 C7 112.4(3) . . ?
F6 C8 F1 27.0(5) . . ?
F6 C8 F2 80.8(6) . . ?
F6 C8 F3 124.9(6) . . ?
F6 C8 F7 113.6(7) . . ?
F6 C8 F8 106.7(6) . . ?
F6 C8 C7 112.7(5) . . ?
F7 C8 F1 132.5(5) . . ?
F7 C8 F2 36.4(4) . . ?
F7 C8 F3 76.6(5) . . ?
F7 C8 F8 102.7(6) . . ?
F7 C8 C7 111.1(4) . . ?
F8 C8 C7 109.3(5) . . ?
C4 C9 H9 120.0 . . ?
C10 C9 C4 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C7 C10 H10 120.2 . . ?
C9 C10 C7 119.7(3) . . ?
C9 C10 H10 120.2 . . ?
C12 C11 N1 119.4(2) . . ?
C12 C11 C14 124.6(3) . . ?
C14 C11 N1 116.0(3) . . ?
C11 C12 C13 123.8(2) . . ?
C16 C12 C11 116.5(3) . . ?
C16 C12 C13 119.6(3) . . ?
C12 C13 H13 108.0 . . ?
C12 C13 C17 111.9(3) . . ?
C12 C13 C19 110.5(3) . . ?
C17 C13 H13 108.0 . . ?
C19 C13 H13 108.0 . . ?
C19 C13 C17 110.3(3) . . ?
C11 C14 C15 123.5(3) . . ?
C18 C14 C11 115.9(3) . . ?
C18 C14 C15 120.5(3) . . ?
C14 C15 H15 106.7 . . ?
C14 C15 C22 115.5(3) . . ?
C20 C15 C14 111.2(3) . . ?
C20 C15 H15 106.7 . . ?
C20 C15 C22 109.6(3) . . ?
C22 C15 H15 106.7 . . ?
C12 C16 H16 120.0 . . ?
C12 C16 C21 120.0(3) . . ?
C21 C16 H16 120.0 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18 119.4 . . ?
C21 C18 C14 121.2(3) . . ?
C21 C18 H18 119.4 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C21 H21 119.1 . . ?
C18 C21 C16 121.7(3) . . ?
C18 C21 H21 119.1 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 N2 118.2(2) . . ?
C24 C23 C25 124.2(2) . . ?
C25 C23 N2 117.5(2) . . ?
C23 C24 C26 123.7(2) . . ?
C23 C24 C27 116.7(3) . . ?
C27 C24 C26 119.5(3) . . ?
C23 C25 C28 123.2(2) . . ?
C29 C25 C23 116.4(3) . . ?
C29 C25 C28 120.4(3) . . ?
C24 C26 H26 108.2 . . ?
C24 C26 C32 111.2(2) . . ?
C24 C26 C34 111.0(2) . . ?
C32 C26 H26 108.2 . . ?
C32 C26 C34 110.1(3) . . ?
C34 C26 H26 108.2 . . ?
C24 C27 H27 119.8 . . ?
C30 C27 C24 120.3(3) . . ?
C30 C27 H27 119.8 . . ?
C25 C28 H28 107.5 . . ?
C25 C28 C31 110.5(2) . . ?
C25 C28 C33 114.1(2) . . ?
C31 C28 H28 107.5 . . ?
C31 C28 C33 109.5(2) . . ?
C33 C28 H28 107.5 . . ?
C25 C29 H29 119.6 . . ?
C30 C29 C25 120.9(3) . . ?
C30 C29 H29 119.6 . . ?
C27 C30 H30 119.3 . . ?
C29 C30 C27 121.4(3) . . ?
C29 C30 H30 119.3 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C32 H32A 109.5 . . ?
C26 C32 H32B 109.5 . . ?
C26 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C34 H34A 109.5 . . ?
C26 C34 H34B 109.5 . . ?
C26 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
