#------------------------------------------------------------------------------
#$Date: 2019-10-30 02:17:34 +0200 (Wed, 30 Oct 2019) $
#$Revision: 220509 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/36/4033652.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4033652
loop_
_publ_author_name
'Van Raden, Jeff M.'
'Leonhardt, Erik J.'
'Zakharov, Lev N.'
'Pérez-Guardiola, A'
'Pérez-Jiménez, A J'
'Marshall, Checkers R.'
'Brozek, Carl K.'
'Sancho-García, J C'
'Jasti, Ramesh'
_publ_section_title
;
 Precision Nanotube Mimics via Self-Assembly of Programmed Carbon
 Nanohoops.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02340
_journal_year                    2019
_chemical_formula_sum            'C91 H84 Cl8 F8'
_chemical_formula_weight         1613.18
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                119.204(2)
_cell_angle_beta                 97.369(2)
_cell_angle_gamma                102.306(2)
_cell_formula_units_Z            2
_cell_length_a                   13.3910(4)
_cell_length_b                   20.0066(6)
_cell_length_c                   20.2292(6)
_cell_measurement_reflns_used    8473
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      66.62
_cell_measurement_theta_min      2.55
_cell_volume                     4447.3(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            61640
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        66.696
_diffrn_reflns_theta_max         66.696
_diffrn_reflns_theta_min         2.550
_diffrn_source                   'Incoatec I\mS'
_exptl_absorpt_coefficient_mu    2.795
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       cut-block
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_platon_squeeze_details
;
Solvent molecules (four CH2Cl2 and six C5H12 
molecules (42 electrons both) in the full unit cell 
are disordered in the hoop and were treated 
by SQUEEZE.         
;
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         15617
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0499
_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)+(0.0574P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10585
_reflns_number_total             15617
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b02340_si_004.cif
_cod_data_source_block           cu_jasti109_0m_a_sqd
_cod_original_cell_volume        4447.3(2)
_cod_database_code               4033652
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.679
_shelx_estimated_absorpt_t_max   0.921
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
F1 F 1.11748(9) 0.92907(9) 0.58354(7) 0.0582(3) Uani 1 1 d . .
F2 F 1.08148(9) 0.85192(8) 0.43126(7) 0.0564(3) Uani 1 1 d . .
F3 F 1.48688(8) 0.98966(7) 0.61277(7) 0.0480(3) Uani 1 1 d . .
F4 F 1.45047(8) 0.91028(7) 0.45833(7) 0.0479(3) Uani 1 1 d . .
C1 C 1.30368(14) 0.96130(11) 0.60576(11) 0.0377(4) Uani 1 1 d . .
C2 C 1.20230(15) 0.92845(12) 0.55468(12) 0.0425(4) Uani 1 1 d . .
C3 C 1.18330(14) 0.88790(12) 0.47468(12) 0.0422(4) Uani 1 1 d . .
C4 C 1.26415(15) 0.87592(11) 0.43709(11) 0.0389(4) Uani 1 1 d . .
C5 C 1.36620(14) 0.91512(11) 0.48840(11) 0.0387(4) Uani 1 1 d . .
C6 C 1.38513(14) 0.95624(11) 0.56852(11) 0.0377(4) Uani 1 1 d . .
C7 C 1.23957(15) 0.81321(12) 0.35247(12) 0.0414(4) Uani 1 1 d . .
C8 C 1.15493(16) 0.80084(12) 0.29530(12) 0.0434(4) Uani 1 1 d . .
H8A H 1.1243 0.8425 0.3059 0.052 Uiso 1 1 calc R U
C9 C 1.11515(16) 0.72838(12) 0.22328(12) 0.0444(4) Uani 1 1 d . .
H9A H 1.0583 0.7215 0.1848 0.053 Uiso 1 1 calc R U
C10 C 1.15698(15) 0.66530(12) 0.20616(11) 0.0414(4) Uani 1 1 d . .
C11 C 1.24920(17) 0.68202(13) 0.26013(12) 0.0481(5) Uani 1 1 d . .
H11A H 1.2847 0.6428 0.2474 0.058 Uiso 1 1 calc R U
C12 C 1.28968(16) 0.75436(13) 0.33154(12) 0.0470(5) Uani 1 1 d . .
H12A H 1.3527 0.7642 0.3670 0.056 Uiso 1 1 calc R U
C13 C 1.09771(16) 0.58012(12) 0.14173(11) 0.0427(4) Uani 1 1 d . .
C14 C 0.98794(17) 0.55611(12) 0.11120(12) 0.0463(5) Uani 1 1 d . .
H14A H 0.9546 0.5960 0.1197 0.056 Uiso 1 1 calc R U
C15 C 0.92672(17) 0.47561(13) 0.06886(12) 0.0463(5) Uani 1 1 d . .
H15A H 0.8525 0.4611 0.0477 0.056 Uiso 1 1 calc R U
C16 C 0.97228(16) 0.41504(12) 0.05654(10) 0.0418(4) Uani 1 1 d . .
C17 C 1.08283(16) 0.43898(12) 0.07910(12) 0.0456(5) Uani 1 1 d . .
H17A H 1.1170 0.3989 0.0661 0.055 Uiso 1 1 calc R U
C18 C 1.14401(16) 0.51898(13) 0.11963(12) 0.0470(5) Uani 1 1 d . .
H18A H 1.2192 0.5328 0.1328 0.056 Uiso 1 1 calc R U
C19 C 0.90689(15) 0.33370(12) 0.03403(11) 0.0404(4) Uani 1 1 d . .
C20 C 0.81624(16) 0.32537(12) 0.05968(12) 0.0448(5) Uani 1 1 d . .
H20A H 0.7894 0.3696 0.0815 0.054 Uiso 1 1 calc R U
C21 C 0.76432(16) 0.25513(12) 0.05441(12) 0.0436(4) Uani 1 1 d . .
H21A H 0.7016 0.2513 0.0715 0.052 Uiso 1 1 calc R U
C22 C 0.80269(15) 0.18891(12) 0.02412(10) 0.0394(4) Uani 1 1 d . .
C23 C 0.88854(15) 0.19458(12) -0.00723(11) 0.0403(4) Uani 1 1 d . .
H23A H 0.9127 0.1492 -0.0321 0.048 Uiso 1 1 calc R U
C24 C 0.93936(15) 0.26544(12) -0.00265(11) 0.0421(4) Uani 1 1 d . .
H24A H 0.9974 0.2676 -0.0249 0.051 Uiso 1 1 calc R U
C25 C 0.76343(15) 0.12458(11) 0.03983(10) 0.0393(4) Uani 1 1 d . .
C26 C 0.65766(15) 0.09796(12) 0.03946(11) 0.0413(4) Uani 1 1 d . .
H26A H 0.6042 0.1085 0.0138 0.050 Uiso 1 1 calc R U
C27 C 0.63016(15) 0.05658(12) 0.07597(11) 0.0408(4) Uani 1 1 d . .
H27A H 0.5579 0.0391 0.0749 0.049 Uiso 1 1 calc R U
C28 C 0.70636(14) 0.03980(11) 0.11448(11) 0.0382(4) Uani 1 1 d . .
C29 C 0.80890(15) 0.05844(12) 0.10702(11) 0.0414(4) Uani 1 1 d . .
H29A H 0.8606 0.0425 0.1276 0.050 Uiso 1 1 calc R U
C30 C 0.83701(15) 0.09977(12) 0.07018(11) 0.0421(4) Uani 1 1 d . .
H30A H 0.9074 0.1114 0.0655 0.050 Uiso 1 1 calc R U
C31 C 0.68545(14) 0.01844(11) 0.17308(11) 0.0393(4) Uani 1 1 d . .
C32 C 0.61845(15) 0.05134(12) 0.21814(12) 0.0427(4) Uani 1 1 d . .
H32A H 0.5740 0.0749 0.2021 0.051 Uiso 1 1 calc R U
C33 C 0.61548(15) 0.05035(12) 0.28560(12) 0.0425(4) Uani 1 1 d . .
H33A H 0.5680 0.0722 0.3145 0.051 Uiso 1 1 calc R U
C34 C 0.68100(14) 0.01777(11) 0.31192(11) 0.0384(4) Uani 1 1 d . .
C35 C 0.74093(15) -0.02189(11) 0.26324(12) 0.0412(4) Uani 1 1 d . .
H35A H 0.7808 -0.0494 0.2770 0.049 Uiso 1 1 calc R U
C36 C 0.74274(15) -0.02136(11) 0.19539(11) 0.0413(4) Uani 1 1 d . .
H36A H 0.7839 -0.0487 0.1631 0.050 Uiso 1 1 calc R U
F1' F 0.39292(10) 0.06285(10) 0.16562(9) 0.0656(4) Uani 1 1 d . .
F2' F 0.44811(9) 0.14071(9) 0.09748(9) 0.0617(3) Uani 1 1 d . .
F3' F 0.03522(8) 0.04467(7) 0.08746(7) 0.0471(3) Uani 1 1 d . .
F4' F 0.09238(9) 0.12574(8) 0.02063(7) 0.0502(3) Uani 1 1 d . .
C1' C 0.21121(15) 0.05198(11) 0.13288(11) 0.0396(4) Uani 1 1 d . .
C2' C 0.31492(16) 0.07478(13) 0.12814(13) 0.0463(5) Uani 1 1 d . .
C3' C 0.34419(15) 0.11605(13) 0.09242(13) 0.0459(5) Uani 1 1 d . .
C4' C 0.27361(15) 0.13920(11) 0.05785(11) 0.0406(4) Uani 1 1 d . .
C5' C 0.16825(14) 0.11023(11) 0.05604(11) 0.0388(4) Uani 1 1 d . .
C6' C 0.13896(14) 0.06835(11) 0.09154(11) 0.0383(4) Uani 1 1 d . .
C7' C 0.31218(15) 0.20119(12) 0.03900(11) 0.0405(4) Uani 1 1 d . .
C8' C 0.39340(16) 0.20292(12) 0.00284(11) 0.0439(4) Uani 1 1 d . .
H8'A H 0.4150 0.1564 -0.0228 0.053 Uiso 1 1 calc R U
C9' C 0.44339(16) 0.27192(12) 0.00370(11) 0.0440(4) Uani 1 1 d . .
H9'A H 0.4982 0.2717 -0.0218 0.053 Uiso 1 1 calc R U
C10' C 0.41393(15) 0.34144(12) 0.04165(11) 0.0412(4) Uani 1 1 d . .
C11' C 0.32669(16) 0.33667(13) 0.07223(12) 0.0454(5) Uani 1 1 d . .
H11B H 0.3016 0.3818 0.0947 0.055 Uiso 1 1 calc R U
C12' C 0.27626(16) 0.26817(13) 0.07053(12) 0.0453(5) Uani 1 1 d . .
H12B H 0.2164 0.2663 0.0910 0.054 Uiso 1 1 calc R U
C13' C 0.47892(16) 0.42205(12) 0.06134(11) 0.0426(4) Uani 1 1 d . .
C14' C 0.58860(17) 0.44583(13) 0.08347(13) 0.0503(5) Uani 1 1 d . .
H14B H 0.6229 0.4060 0.0713 0.060 Uiso 1 1 calc R U
C15' C 0.64965(16) 0.52633(13) 0.12290(13) 0.0504(5) Uani 1 1 d . .
H15B H 0.7249 0.5404 0.1366 0.061 Uiso 1 1 calc R U
C16' C 0.60315(16) 0.58701(12) 0.14294(11) 0.0423(4) Uani 1 1 d . .
C17' C 0.49359(17) 0.56135(13) 0.11073(12) 0.0495(5) Uani 1 1 d . .
H17B H 0.4598 0.6004 0.1168 0.059 Uiso 1 1 calc R U
C18' C 0.43283(17) 0.48100(13) 0.07036(12) 0.0498(5) Uani 1 1 d . .
H18B H 0.3586 0.4658 0.0485 0.060 Uiso 1 1 calc R U
C19' C 0.66139(15) 0.67278(12) 0.20473(11) 0.0408(4) Uani 1 1 d . .
C20' C 0.75948(16) 0.69452(13) 0.25566(12) 0.0470(5) Uani 1 1 d . .
H20B H 0.7985 0.6574 0.2419 0.056 Uiso 1 1 calc R U
C21' C 0.80110(15) 0.76853(13) 0.32538(12) 0.0462(5) Uani 1 1 d . .
H21B H 0.8687 0.7817 0.3581 0.055 Uiso 1 1 calc R U
C22' C 0.74601(14) 0.82463(12) 0.34895(11) 0.0397(4) Uani 1 1 d . .
C23' C 0.65516(16) 0.80725(12) 0.29355(12) 0.0450(4) Uani 1 1 d . .
H23B H 0.6204 0.8468 0.3046 0.054 Uiso 1 1 calc R U
C24' C 0.61465(16) 0.73357(12) 0.22284(12) 0.0445(4) Uani 1 1 d . .
H24B H 0.5537 0.7241 0.1858 0.053 Uiso 1 1 calc R U
C25' C 0.77274(14) 0.88850(11) 0.43325(11) 0.0381(4) Uani 1 1 d . .
C26' C 0.87612(14) 0.92446(11) 0.48244(12) 0.0397(4) Uani 1 1 d . .
H26B H 0.9344 0.9219 0.4601 0.048 Uiso 1 1 calc R U
C27' C 0.89481(14) 0.96374(11) 0.56317(11) 0.0403(4) Uani 1 1 d . .
H27B H 0.9659 0.9880 0.5955 0.048 Uiso 1 1 calc R U
C28' C 0.81099(14) 0.96848(11) 0.59825(11) 0.0391(4) Uani 1 1 d . .
C29' C 0.70889(15) 0.94151(12) 0.54917(12) 0.0422(4) Uani 1 1 d . .
H29B H 0.6515 0.9505 0.5718 0.051 Uiso 1 1 calc R U
C30' C 0.69029(15) 0.90244(12) 0.46909(12) 0.0419(4) Uani 1 1 d . .
H30B H 0.6201 0.8845 0.4372 0.050 Uiso 1 1 calc R U
C31' C 0.82445(14) 0.98449(11) 0.67906(11) 0.0386(4) Uani 1 1 d . .
C32' C 0.88641(15) 0.94779(12) 0.70183(12) 0.0433(4) Uani 1 1 d . .
H32B H 0.9333 0.9261 0.6721 0.052 Uiso 1 1 calc R U
C33' C 0.88130(15) 0.94210(12) 0.76688(12) 0.0436(4) Uani 1 1 d . .
H33B H 0.9243 0.9165 0.7810 0.052 Uiso 1 1 calc R U
C34' C 0.81345(15) 0.97378(11) 0.81201(11) 0.0405(4) Uani 1 1 d . .
C35' C 0.75912(16) 1.01753(11) 0.79349(12) 0.0426(4) Uani 1 1 d . .
H35B H 0.7183 1.0443 0.8265 0.051 Uiso 1 1 calc R U
C36' C 0.76370(15) 1.02246(11) 0.72850(12) 0.0427(4) Uani 1 1 d . .
H36B H 0.7252 1.0519 0.7169 0.051 Uiso 1 1 calc R U
C1S C 0.18135(17) 0.21814(13) 0.86130(14) 0.0527(5) Uani 1 1 d . .
H1SA H 0.2174 0.2125 0.8200 0.063 Uiso 1 1 calc R U
H1SB H 0.2273 0.2132 0.9000 0.063 Uiso 1 1 calc R U
C2S C 0.68055(17) 0.21739(13) 0.85367(14) 0.0536(5) Uani 1 1 d . .
H2SA H 0.7002 0.2075 0.8049 0.064 Uiso 1 1 calc R U
H2SB H 0.7389 0.2153 0.8873 0.064 Uiso 1 1 calc R U
Cl1S Cl 0.16482(4) 0.31455(3) 0.90885(3) 0.04970(13) Uani 1 1 d . .
Cl2S Cl 0.06027(5) 0.14068(4) 0.81875(5) 0.0865(2) Uani 1 1 d . .
Cl3S Cl 0.66587(4) 0.31441(3) 0.90376(3) 0.05208(13) Uani 1 1 d . .
Cl4S Cl 0.56396(5) 0.14175(4) 0.82970(5) 0.0872(2) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
C2 C1 C6 114.00(17) .
C2 C1 C34 121.06(16) 2_766
C6 C1 C34 123.61(17) 2_766
F1 C2 C3 117.18(17) .
F1 C2 C1 119.48(17) .
C3 C2 C1 123.02(17) .
F2 C3 C2 117.56(17) .
F2 C3 C4 119.34(17) .
C2 C3 C4 122.78(18) .
C5 C4 C3 114.00(17) .
C5 C4 C7 124.01(17) .
C3 C4 C7 120.75(17) .
F4 C5 C6 118.00(16) .
F4 C5 C4 119.03(17) .
C6 C5 C4 122.93(17) .
F3 C6 C5 118.16(16) .
F3 C6 C1 119.03(17) .
C5 C6 C1 122.73(17) .
C12 C7 C8 117.78(18) .
C12 C7 C4 117.88(19) .
C8 C7 C4 123.13(18) .
C9 C8 C7 120.61(19) .
C9 C8 H8A 119.7 .
C7 C8 H8A 119.7 .
C8 C9 C10 121.27(19) .
C8 C9 H9A 119.4 .
C10 C9 H9A 119.4 .
C11 C10 C9 117.11(18) .
C11 C10 C13 119.65(19) .
C9 C10 C13 122.37(18) .
C12 C11 C10 121.3(2) .
C12 C11 H11A 119.4 .
C10 C11 H11A 119.4 .
C11 C12 C7 121.0(2) .
C11 C12 H12A 119.5 .
C7 C12 H12A 119.5 .
C18 C13 C14 116.76(19) .
C18 C13 C10 122.03(19) .
C14 C13 C10 120.21(18) .
C15 C14 C13 121.4(2) .
C15 C14 H14A 119.3 .
C13 C14 H14A 119.3 .
C14 C15 C16 121.14(19) .
C14 C15 H15A 119.4 .
C16 C15 H15A 119.4 .
C17 C16 C15 116.43(19) .
C17 C16 C19 121.42(19) .
C15 C16 C19 121.31(18) .
C18 C17 C16 121.92(19) .
C18 C17 H17A 119.0 .
C16 C17 H17A 119.0 .
C17 C18 C13 121.2(2) .
C17 C18 H18A 119.4 .
C13 C18 H18A 119.4 .
C20 C19 C24 117.04(19) .
C20 C19 C16 119.37(17) .
C24 C19 C16 122.96(18) .
C21 C20 C19 121.99(18) .
C21 C20 H20A 119.0 .
C19 C20 H20A 119.0 .
C20 C21 C22 120.88(18) .
C20 C21 H21A 119.6 .
C22 C21 H21A 119.6 .
C23 C22 C21 117.31(19) .
C23 C22 C25 123.26(18) .
C21 C22 C25 118.49(17) .
C24 C23 C22 121.02(18) .
C24 C23 H23A 119.5 .
C22 C23 H23A 119.5 .
C23 C24 C19 121.31(18) .
C23 C24 H24A 119.3 .
C19 C24 H24A 119.3 .
C30 C25 C26 117.55(19) .
C30 C25 C22 118.83(17) .
C26 C25 C22 122.56(18) .
C27 C26 C25 120.76(19) .
C27 C26 H26A 119.6 .
C25 C26 H26A 119.6 .
C26 C27 C28 121.45(17) .
C26 C27 H27A 119.3 .
C28 C27 H27A 119.3 .
C29 C28 C27 117.24(18) .
C29 C28 C31 120.19(17) .
C27 C28 C31 121.52(16) .
C30 C29 C28 121.24(19) .
C30 C29 H29A 119.4 .
C28 C29 H29A 119.4 .
C29 C30 C25 120.97(17) .
C29 C30 H30A 119.5 .
C25 C30 H30A 119.5 .
C32 C31 C36 117.18(18) .
C32 C31 C28 118.53(18) .
C36 C31 C28 123.36(16) .
C33 C32 C31 121.33(19) .
C33 C32 H32A 119.3 .
C31 C32 H32A 119.3 .
C32 C33 C34 121.04(17) .
C32 C33 H33A 119.5 .
C34 C33 H33A 119.5 .
C33 C34 C35 117.70(18) .
C33 C34 C1 117.90(17) 2_766
C35 C34 C1 123.60(18) 2_766
C36 C35 C34 120.61(19) .
C36 C35 H35A 119.7 .
C34 C35 H35A 119.7 .
C35 C36 C31 121.56(17) .
C35 C36 H36A 119.2 .
C31 C36 H36A 119.2 .
C6' C1' C2' 113.59(19) .
C6' C1' C34' 123.86(16) 2_666
C2' C1' C34' 121.76(18) 2_666
F1' C2' C3' 116.85(17) .
F1' C2' C1' 119.93(19) .
C3' C2' C1' 123.0(2) .
F2' C3' C2' 117.45(19) .
F2' C3' C4' 119.25(19) .
C2' C3' C4' 123.06(18) .
C3' C4' C5' 114.14(19) .
C3' C4' C7' 121.08(18) .
C5' C4' C7' 123.84(18) .
F4' C5' C6' 118.28(16) .
F4' C5' C4' 119.25(18) .
C6' C5' C4' 122.44(18) .
F3' C6' C5' 117.36(17) .
F3' C6' C1' 119.33(17) .
C5' C6' C1' 123.28(17) .
C8' C7' C12' 118.16(19) .
C8' C7' C4' 123.77(18) .
C12' C7' C4' 117.27(17) .
C9' C8' C7' 120.85(18) .
C9' C8' H8'A 119.6 .
C7' C8' H8'A 119.6 .
C8' C9' C10' 120.77(18) .
C8' C9' H9'A 119.6 .
C10' C9' H9'A 119.6 .
C9' C10' C11' 117.59(19) .
C9' C10' C13' 123.48(18) .
C11' C10' C13' 118.29(18) .
C12' C11' C10' 121.53(19) .
C12' C11' H11B 119.2 .
C10' C11' H11B 119.2 .
C11' C12' C7' 120.64(18) .
C11' C12' H12B 119.7 .
C7' C12' H12B 119.7 .
C14' C13' C18' 116.89(19) .
C14' C13' C10' 121.15(19) .
C18' C13' C10' 121.20(18) .
C13' C14' C15' 121.6(2) .
C13' C14' H14B 119.2 .
C15' C14' H14B 119.2 .
C14' C15' C16' 121.4(2) .
C14' C15' H15B 119.3 .
C16' C15' H15B 119.3 .
C15' C16' C17' 115.96(19) .
C15' C16' C19' 122.55(19) .
C17' C16' C19' 120.75(18) .
C18' C17' C16' 122.1(2) .
C18' C17' H17B 119.0 .
C16' C17' H17B 119.0 .
C17' C18' C13' 120.8(2) .
C17' C18' H18B 119.6 .
C13' C18' H18B 119.6 .
C20' C19' C24' 116.36(18) .
C20' C19' C16' 120.93(19) .
C24' C19' C16' 121.99(18) .
C21' C20' C19' 121.59(19) .
C21' C20' H20B 119.2 .
C19' C20' H20B 119.2 .
C20' C21' C22' 121.45(19) .
C20' C21' H21B 119.3 .
C22' C21' H21B 119.3 .
C23' C22' C21' 116.59(18) .
C23' C22' C25' 123.08(17) .
C21' C22' C25' 119.13(18) .
C24' C23' C22' 121.29(19) .
C24' C23' H23B 119.4 .
C22' C23' H23B 119.4 .
C23' C24' C19' 121.49(19) .
C23' C24' H24B 119.3 .
C19' C24' H24B 119.3 .
C26' C25' C30' 117.32(18) .
C26' C25' C22' 122.58(17) .
C30' C25' C22' 118.87(17) .
C27' C26' C25' 120.91(17) .
C27' C26' H26B 119.5 .
C25' C26' H26B 119.5 .
C26' C27' C28' 121.19(17) .
C26' C27' H27B 119.4 .
C28' C27' H27B 119.4 .
C27' C28' C29' 117.09(18) .
C27' C28' C31' 121.84(17) .
C29' C28' C31' 119.85(17) .
C30' C29' C28' 121.20(18) .
C30' C29' H29B 119.4 .
C28' C29' H29B 119.4 .
C29' C30' C25' 121.28(18) .
C29' C30' H30B 119.4 .
C25' C30' H30B 119.4 .
C32' C31' C36' 117.63(19) .
C32' C31' C28' 118.04(17) .
C36' C31' C28' 123.34(18) .
C33' C32' C31' 121.45(17) .
C33' C32' H32B 119.3 .
C31' C32' H32B 119.3 .
C32' C33' C34' 120.55(19) .
C32' C33' H33B 119.7 .
C34' C33' H33B 119.7 .
C33' C34' C35' 117.70(19) .
C33' C34' C1' 118.50(18) 2_666
C35' C34' C1' 122.96(17) 2_666
C36' C35' C34' 121.29(17) .
C36' C35' H35B 119.4 .
C34' C35' H35B 119.4 .
C35' C36' C31' 120.85(19) .
C35' C36' H36B 119.6 .
C31' C36' H36B 119.6 .
Cl2S C1S Cl1S 111.95(12) .
Cl2S C1S H1SA 109.2 .
Cl1S C1S H1SA 109.2 .
Cl2S C1S H1SB 109.2 .
Cl1S C1S H1SB 109.2 .
H1SA C1S H1SB 107.9 .
Cl4S C2S Cl3S 111.70(12) .
Cl4S C2S H2SA 109.3 .
Cl3S C2S H2SA 109.3 .
Cl4S C2S H2SB 109.3 .
Cl3S C2S H2SB 109.3 .
H2SA C2S H2SB 107.9 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C2 1.342(2) .
F2 C3 1.344(2) .
F3 C6 1.349(2) .
F4 C5 1.348(2) .
C1 C2 1.393(3) .
C1 C6 1.397(3) .
C1 C34 1.478(3) 2_766
C2 C3 1.366(3) .
C3 C4 1.397(3) .
C4 C5 1.395(3) .
C4 C7 1.482(3) .
C5 C6 1.368(3) .
C7 C12 1.392(3) .
C7 C8 1.396(3) .
C8 C9 1.385(3) .
C8 H8A 0.9500 .
C9 C10 1.397(3) .
C9 H9A 0.9500 .
C10 C11 1.397(3) .
C10 C13 1.491(3) .
C11 C12 1.378(3) .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C13 C18 1.393(3) .
C13 C14 1.396(3) .
C14 C15 1.382(3) .
C14 H14A 0.9500 .
C15 C16 1.401(3) .
C15 H15A 0.9500 .
C16 C17 1.393(3) .
C16 C19 1.480(3) .
C17 C18 1.376(3) .
C17 H17A 0.9500 .
C18 H18A 0.9500 .
C19 C20 1.389(3) .
C19 C24 1.397(3) .
C20 C21 1.374(3) .
C20 H20A 0.9500 .
C21 C22 1.405(3) .
C21 H21A 0.9500 .
C22 C23 1.392(3) .
C22 C25 1.479(3) .
C23 C24 1.388(3) .
C23 H23A 0.9500 .
C24 H24A 0.9500 .
C25 C30 1.395(3) .
C25 C26 1.401(3) .
C26 C27 1.379(3) .
C26 H26A 0.9500 .
C27 C28 1.399(3) .
C27 H27A 0.9500 .
C28 C29 1.392(3) .
C28 C31 1.481(3) .
C29 C30 1.386(3) .
C29 H29A 0.9500 .
C30 H30A 0.9500 .
C31 C32 1.395(3) .
C31 C36 1.396(3) .
C32 C33 1.380(3) .
C32 H32A 0.9500 .
C33 C34 1.393(3) .
C33 H33A 0.9500 .
C34 C35 1.398(3) .
C34 C1 1.478(3) 2_766
C35 C36 1.381(3) .
C35 H35A 0.9500 .
C36 H36A 0.9500 .
F1' C2' 1.343(3) .
F2' C3' 1.346(2) .
F3' C6' 1.346(2) .
F4' C5' 1.344(2) .
C1' C6' 1.392(3) .
C1' C2' 1.397(3) .
C1' C34' 1.483(3) 2_666
C2' C3' 1.369(3) .
C3' C4' 1.389(3) .
C4' C5' 1.395(3) .
C4' C7' 1.480(3) .
C5' C6' 1.375(3) .
C7' C8' 1.390(3) .
C7' C12' 1.398(3) .
C8' C9' 1.390(3) .
C8' H8'A 0.9500 .
C9' C10' 1.396(3) .
C9' H9'A 0.9500 .
C10' C11' 1.397(3) .
C10' C13' 1.484(3) .
C11' C12' 1.374(3) .
C11' H11B 0.9500 .
C12' H12B 0.9500 .
C13' C14' 1.382(3) .
C13' C18' 1.391(3) .
C14' C15' 1.384(3) .
C14' H14B 0.9500 .
C15' C16' 1.390(3) .
C15' H15B 0.9500 .
C16' C17' 1.396(3) .
C16' C19' 1.484(3) .
C17' C18' 1.380(3) .
C17' H17B 0.9500 .
C18' H18B 0.9500 .
C19' C20' 1.396(3) .
C19' C24' 1.398(3) .
C20' C21' 1.379(3) .
C20' H20B 0.9500 .
C21' C22' 1.397(3) .
C21' H21B 0.9500 .
C22' C23' 1.395(3) .
C22' C25' 1.480(3) .
C23' C24' 1.384(3) .
C23' H23B 0.9500 .
C24' H24B 0.9500 .
C25' C26' 1.396(3) .
C25' C30' 1.401(3) .
C26' C27' 1.381(3) .
C26' H26B 0.9500 .
C27' C28' 1.399(3) .
C27' H27B 0.9500 .
C28' C29' 1.400(3) .
C28' C31' 1.482(3) .
C29' C30' 1.369(3) .
C29' H29B 0.9500 .
C30' H30B 0.9500 .
C31' C32' 1.390(3) .
C31' C36' 1.404(3) .
C32' C33' 1.384(3) .
C32' H32B 0.9500 .
C33' C34' 1.398(3) .
C33' H33B 0.9500 .
C34' C35' 1.399(3) .
C34' C1' 1.483(3) 2_666
C35' C36' 1.373(3) .
C35' H35B 0.9500 .
C36' H36B 0.9500 .
C1S Cl2S 1.744(2) .
C1S Cl1S 1.767(2) .
C1S H1SA 0.9900 .
C1S H1SB 0.9900 .
C2S Cl4S 1.745(2) .
C2S Cl3S 1.769(2) .
C2S H2SA 0.9900 .
C2S H2SB 0.9900 .
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_4
C6 C1 C2 F1 179.37(18) . .
C34 C1 C2 F1 12.1(3) 2_766 .
C6 C1 C2 C3 6.1(3) . .
C34 C1 C2 C3 -161.3(2) 2_766 .
F1 C2 C3 F2 0.0(3) . .
C1 C2 C3 F2 173.45(19) . .
F1 C2 C3 C4 -173.52(19) . .
C1 C2 C3 C4 -0.1(3) . .
F2 C3 C4 C5 -178.88(18) . .
C2 C3 C4 C5 -5.5(3) . .
F2 C3 C4 C7 -11.1(3) . .
C2 C3 C4 C7 162.3(2) . .
C3 C4 C5 F4 -177.44(17) . .
C7 C4 C5 F4 15.3(3) . .
C3 C4 C5 C6 5.0(3) . .
C7 C4 C5 C6 -162.35(19) . .
F4 C5 C6 F3 0.1(3) . .
C4 C5 C6 F3 177.74(17) . .
F4 C5 C6 C1 -176.50(17) . .
C4 C5 C6 C1 1.1(3) . .
C2 C1 C6 F3 176.85(17) . .
C34 C1 C6 F3 -16.2(3) 2_766 .
C2 C1 C6 C5 -6.6(3) . .
C34 C1 C6 C5 160.37(18) 2_766 .
C5 C4 C7 C12 43.3(3) . .
C3 C4 C7 C12 -123.2(2) . .
C5 C4 C7 C8 -149.6(2) . .
C3 C4 C7 C8 43.9(3) . .
C12 C7 C8 C9 7.0(3) . .
C4 C7 C8 C9 -160.14(19) . .
C7 C8 C9 C10 1.1(3) . .
C8 C9 C10 C11 -8.4(3) . .
C8 C9 C10 C13 160.89(19) . .
C9 C10 C11 C12 7.7(3) . .
C13 C10 C11 C12 -161.9(2) . .
C10 C11 C12 C7 0.3(3) . .
C8 C7 C12 C11 -7.7(3) . .
C4 C7 C12 C11 160.1(2) . .
C11 C10 C13 C18 -17.8(3) . .
C9 C10 C13 C18 173.22(19) . .
C11 C10 C13 C14 150.4(2) . .
C9 C10 C13 C14 -18.6(3) . .
C18 C13 C14 C15 7.4(3) . .
C10 C13 C14 C15 -161.35(19) . .
C13 C14 C15 C16 1.6(3) . .
C14 C15 C16 C17 -8.9(3) . .
C14 C15 C16 C19 160.77(19) . .
C15 C16 C17 C18 7.4(3) . .
C19 C16 C17 C18 -162.27(19) . .
C16 C17 C18 C13 1.6(3) . .
C14 C13 C18 C17 -9.0(3) . .
C10 C13 C18 C17 159.58(19) . .
C17 C16 C19 C20 138.6(2) . .
C15 C16 C19 C20 -30.5(3) . .
C17 C16 C19 C24 -32.0(3) . .
C15 C16 C19 C24 158.90(19) . .
C24 C19 C20 C21 4.3(3) . .
C16 C19 C20 C21 -166.82(19) . .
C19 C20 C21 C22 1.4(3) . .
C20 C21 C22 C23 -6.2(3) . .
C20 C21 C22 C25 163.10(19) . .
C21 C22 C23 C24 5.2(3) . .
C25 C22 C23 C24 -163.52(18) . .
C22 C23 C24 C19 0.5(3) . .
C20 C19 C24 C23 -5.3(3) . .
C16 C19 C24 C23 165.51(18) . .
C23 C22 C25 C30 39.3(3) . .
C21 C22 C25 C30 -129.28(19) . .
C23 C22 C25 C26 -152.79(18) . .
C21 C22 C25 C26 38.6(3) . .
C30 C25 C26 C27 7.2(3) . .
C22 C25 C26 C27 -160.80(18) . .
C25 C26 C27 C28 0.0(3) . .
C26 C27 C28 C29 -7.0(3) . .
C26 C27 C28 C31 161.25(17) . .
C27 C28 C29 C30 6.8(3) . .
C31 C28 C29 C30 -161.67(18) . .
C28 C29 C30 C25 0.5(3) . .
C26 C25 C30 C29 -7.5(3) . .
C22 C25 C30 C29 161.01(17) . .
C29 C28 C31 C32 136.80(19) . .
C27 C28 C31 C32 -31.1(3) . .
C29 C28 C31 C36 -31.8(3) . .
C27 C28 C31 C36 160.27(18) . .
C36 C31 C32 C33 5.2(3) . .
C28 C31 C32 C33 -164.15(18) . .
C31 C32 C33 C34 1.3(3) . .
C32 C33 C34 C35 -7.0(3) . .
C32 C33 C34 C1 163.09(18) . 2_766
C33 C34 C35 C36 6.4(3) . .
C1 C34 C35 C36 -163.15(18) 2_766 .
C34 C35 C36 C31 0.1(3) . .
C32 C31 C36 C35 -5.8(3) . .
C28 C31 C36 C35 162.93(18) . .
C6' C1' C2' F1' 179.67(18) . .
C34' C1' C2' F1' 9.5(3) 2_666 .
C6' C1' C2' C3' 5.8(3) . .
C34' C1' C2' C3' -164.39(19) 2_666 .
F1' C2' C3' F2' 0.3(3) . .
C1' C2' C3' F2' 174.42(19) . .
F1' C2' C3' C4' -173.90(19) . .
C1' C2' C3' C4' 0.2(3) . .
F2' C3' C4' C5' -179.88(17) . .
C2' C3' C4' C5' -5.7(3) . .
F2' C3' C4' C7' -10.5(3) . .
C2' C3' C4' C7' 163.60(19) . .
C3' C4' C5' F4' -176.91(16) . .
C7' C4' C5' F4' 14.1(3) . .
C3' C4' C5' C6' 5.3(3) . .
C7' C4' C5' C6' -163.72(18) . .
F4' C5' C6' F3' 0.8(2) . .
C4' C5' C6' F3' 178.66(16) . .
F4' C5' C6' C1' -177.08(17) . .
C4' C5' C6' C1' 0.7(3) . .
C2' C1' C6' F3' 175.91(16) . .
C34' C1' C6' F3' -14.2(3) 2_666 .
C2' C1' C6' C5' -6.2(3) . .
C34' C1' C6' C5' 163.71(17) 2_666 .
C3' C4' C7' C8' 45.2(3) . .
C5' C4' C7' C8' -146.52(19) . .
C3' C4' C7' C12' -124.4(2) . .
C5' C4' C7' C12' 43.9(3) . .
C12' C7' C8' C9' 5.2(3) . .
C4' C7' C8' C9' -164.31(19) . .
C7' C8' C9' C10' 0.7(3) . .
C8' C9' C10' C11' -5.6(3) . .
C8' C9' C10' C13' 165.06(19) . .
C9' C10' C11' C12' 4.8(3) . .
C13' C10' C11' C12' -166.37(19) . .
C10' C11' C12' C7' 1.0(3) . .
C8' C7' C12' C11' -6.0(3) . .
C4' C7' C12' C11' 164.15(19) . .
C9' C10' C13' C14' -35.3(3) . .
C11' C10' C13' C14' 135.3(2) . .
C9' C10' C13' C18' 155.0(2) . .
C11' C10' C13' C18' -34.4(3) . .
C18' C13' C14' C15' 8.8(3) . .
C10' C13' C14' C15' -161.3(2) . .
C13' C14' C15' C16' 0.9(4) . .
C14' C15' C16' C17' -9.4(3) . .
C14' C15' C16' C19' 160.7(2) . .
C15' C16' C17' C18' 8.5(3) . .
C19' C16' C17' C18' -161.9(2) . .
C16' C17' C18' C13' 1.1(3) . .
C14' C13' C18' C17' -9.8(3) . .
C10' C13' C18' C17' 160.3(2) . .
C15' C16' C19' C20' -11.8(3) . .
C17' C16' C19' C20' 157.9(2) . .
C15' C16' C19' C24' 178.2(2) . .
C17' C16' C19' C24' -12.1(3) . .
C24' C19' C20' C21' 8.3(3) . .
C16' C19' C20' C21' -162.20(19) . .
C19' C20' C21' C22' 1.2(3) . .
C20' C21' C22' C23' -9.3(3) . .
C20' C21' C22' C25' 158.57(19) . .
C21' C22' C23' C24' 7.9(3) . .
C25' C22' C23' C24' -159.43(19) . .
C22' C23' C24' C19' 1.6(3) . .
C20' C19' C24' C23' -9.6(3) . .
C16' C19' C24' C23' 160.73(19) . .
C23' C22' C25' C26' -157.66(19) . .
C21' C22' C25' C26' 35.3(3) . .
C23' C22' C25' C30' 35.4(3) . .
C21' C22' C25' C30' -131.7(2) . .
C30' C25' C26' C27' 7.7(3) . .
C22' C25' C26' C27' -159.45(19) . .
C25' C26' C27' C28' 0.3(3) . .
C26' C27' C28' C29' -8.4(3) . .
C26' C27' C28' C31' 158.97(18) . .
C27' C28' C29' C30' 8.4(3) . .
C31' C28' C29' C30' -159.14(19) . .
C28' C29' C30' C25' -0.5(3) . .
C26' C25' C30' C29' -7.7(3) . .
C22' C25' C30' C29' 160.00(19) . .
C27' C28' C31' C32' -39.5(3) . .
C29' C28' C31' C32' 127.5(2) . .
C27' C28' C31' C36' 152.21(19) . .
C29' C28' C31' C36' -40.8(3) . .
C36' C31' C32' C33' 5.9(3) . .
C28' C31' C32' C33' -163.09(18) . .
C31' C32' C33' C34' -0.3(3) . .
C32' C33' C34' C35' -5.8(3) . .
C32' C33' C34' C1' 163.99(18) . 2_666
C33' C34' C35' C36' 6.4(3) . .
C1' C34' C35' C36' -162.89(19) 2_666 .
C34' C35' C36' C31' -0.9(3) . .
C32' C31' C36' C35' -5.3(3) . .
C28' C31' C36' C35' 163.06(18) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.116 0.500 0.500 1804 490 ' '
