#------------------------------------------------------------------------------
#$Date: 2017-02-04 08:26:01 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191449 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/96/7119609.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_7119609
loop_
_publ_author_name
'Fan, Wei'
'Liu, Chunming'
'Li, Yan'
'Wang, Zhaohui'
_publ_section_title
;
 Fluoroalkyl-modified naphthodithiophene diimides.
;
_journal_issue                   1
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              188
_journal_page_last               191
_journal_paper_doi               10.1039/c6cc07102c
_journal_volume                  53
_journal_year                    2016
_chemical_formula_moiety         'C50 H36 F18 N2 O4 S2'
_chemical_formula_sum            'C50 H36 F18 N2 O4 S2'
_chemical_formula_weight         1134.93
_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_date             2016-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-10-19 deposited with the CCDC.
2016-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                71.22(3)
_cell_angle_beta                 78.76(3)
_cell_angle_gamma                84.06(3)
_cell_formula_units_Z            1
_cell_length_a                   6.6539(13)
_cell_length_b                   13.569(3)
_cell_length_c                   14.640(3)
_cell_measurement_reflns_used    4230
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4846
_cell_measurement_theta_min      1.4914
_cell_volume                     1226.2(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2014)'
_computing_structure_solution
;
'SHELXT (Sheldrick, 2014)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
scan:
    Number of images: 360
               Slice: -110.0000 - 70.0000
         Image width: 0.5000
            Exp time: 12.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 40.2557
              2theta: -20.2214
scan:
    Number of images: 266
               Slice: -78.0000 - 55.0000
         Image width: 0.5000
            Exp time: 12.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 40.2557
              2theta: -20.2214
scan:
    Number of images: 160
               Slice: -20.0000 - 60.0000
         Image width: 0.5000
            Exp time: 12.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 270.0000
                 XTD: 40.2557
              2theta: -20.2214
;
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0132
_diffrn_orient_matrix_UB_12      -0.1115
_diffrn_orient_matrix_UB_13      -0.1045
_diffrn_orient_matrix_UB_21      -0.0343
_diffrn_orient_matrix_UB_22      0.0523
_diffrn_orient_matrix_UB_23      -0.0465
_diffrn_orient_matrix_UB_31      0.0723
_diffrn_orient_matrix_UB_32      0.0113
_diffrn_orient_matrix_UB_33      -0.0027
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11922
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_min         1.810
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.3701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_description       Plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5584
_refine_ls_number_restraints     102
_refine_ls_restrained_S_all      1.204
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0913
_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)+(0.0708P)²+0.9825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2051
_refine_ls_wR_factor_ref         0.2191
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4528
_reflns_number_total             5584
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6cc07102c2.cif
_cod_data_source_block           mx3491
_cod_database_code               7119609
_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.
;
_diffrn_number_total             5585
_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
 C25-C24
 1.54 with sigma of 0.01
 F2-C22 = F1-C22 = F4-C23 = F3-C23 = F6-C24 = F5-C24 = F7-C25 = F8-C25 = F9-C25
 1.43 with sigma of 0.01
 S1A-C19 = S1A-C21 = S1-C21 = S1-C18
 1.76 with sigma of 0.01
 C21-C20
 1.51 with sigma of 0.01
 C20-C19
 1.39 with sigma of 0.01
 C21-C20A
 1.39 with sigma of 0.01
 C20A-C18
 1.51 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C7 \\sim C8 \\sim C9: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04
C18 \\sim C19 \\sim C20 \\sim C21: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
S1A \\sim C20 \\sim C20A \\sim S1: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C9) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C20) \\sim Ueq, Uanis(S1A) \\sim Ueq, Uanis(S1) \\sim Ueq, Uanis(C20A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(S1A)=Sof(C20A)=Sof(H20A)=1-FVAR(1)
 Sof(S1)=Sof(C20)=Sof(H20)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C20(H20), C20A(H20A)
5.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.5580(4) 0.32112(19) 0.46292(17) 0.0407(5) Uani 0.604(4) 1 d D U P A 1
F1 F 0.1993(3) 0.3241(2) 0.38208(19) 0.0883(9) Uani 1 1 d D . . . .
F2 F 0.2247(4) 0.4770(2) 0.2727(2) 0.0863(9) Uani 1 1 d D . . . .
F3 F 0.5487(4) 0.25887(19) 0.2719(2) 0.0787(8) Uani 1 1 d D . . . .
F4 F 0.5327(4) 0.4093(2) 0.16173(17) 0.0755(7) Uani 1 1 d D . . . .
F5 F 0.1847(5) 0.2089(3) 0.2626(3) 0.1130(11) Uani 1 1 d D . . . .
F6 F 0.3874(4) 0.2566(3) 0.1220(2) 0.1058(11) Uani 1 1 d D . . . .
F7 F 0.0101(5) 0.3089(3) 0.1040(3) 0.1268(14) Uani 1 1 d D . . . .
F8 F 0.1793(8) 0.4468(3) 0.0833(4) 0.1577(19) Uani 1 1 d D . . . .
F9 F -0.0388(4) 0.3803(4) 0.2183(4) 0.160(2) Uani 1 1 d D . . . .
O1 O 1.2324(4) 0.29216(18) 0.74018(19) 0.0598(7) Uani 1 1 d . . . . .
O2 O 0.7147(4) 0.21485(19) 0.61874(18) 0.0616(7) Uani 1 1 d . . . . .
N1 N 0.9731(4) 0.25261(18) 0.68089(19) 0.0421(6) Uani 1 1 d . . . . .
C1 C 0.9590(5) 0.1502(2) 0.7561(2) 0.0487(8) Uani 1 1 d . . . . .
C2 C 1.0893(6) 0.0693(3) 0.7370(3) 0.0621(10) Uani 1 1 d . . . . .
C3 C 1.0699(7) -0.0277(3) 0.8100(4) 0.0713(12) Uani 1 1 d . . . . .
H3 H 1.1529 -0.0843 0.8005 0.086 Uiso 1 1 calc R . . . .
C4 C 0.9317(7) -0.0406(3) 0.8942(3) 0.0675(11) Uani 1 1 d . . . . .
H4 H 0.9207 -0.1059 0.9411 0.081 Uiso 1 1 calc R . . . .
C5 C 0.8080(6) 0.0417(3) 0.9110(3) 0.0605(10) Uani 1 1 d . . . . .
H5 H 0.7169 0.0317 0.9698 0.073 Uiso 1 1 calc R . . . .
C6 C 0.8175(5) 0.1397(2) 0.8411(2) 0.0495(8) Uani 1 1 d . . . . .
C7 C 1.2419(8) 0.0820(3) 0.6432(4) 0.0882(16) Uani 1 1 d . U . . .
H7 H 1.2695 0.1562 0.6147 0.106 Uiso 1 1 calc R . . . .
C8 C 1.1477(11) 0.0514(6) 0.5708(5) 0.132(3) Uani 1 1 d . U . . .
H8A H 1.1235 -0.0218 0.5953 0.198 Uiso 1 1 calc GR . . . .
H8B H 1.2396 0.0663 0.5092 0.198 Uiso 1 1 calc GR . . . .
H8C H 1.0201 0.0901 0.5619 0.198 Uiso 1 1 calc GR . . . .
C9 C 1.4450(8) 0.0236(4) 0.6586(5) 0.108(2) Uani 1 1 d . U . . .
H9A H 1.4942 0.0389 0.7097 0.162 Uiso 1 1 calc GR . . . .
H9B H 1.5427 0.0447 0.5990 0.162 Uiso 1 1 calc GR . . . .
H9C H 1.4272 -0.0499 0.6767 0.162 Uiso 1 1 calc GR . . . .
C10 C 0.6819(6) 0.2304(3) 0.8614(3) 0.0563(9) Uani 1 1 d . . . . .
H10 H 0.6674 0.2819 0.7981 0.068 Uiso 1 1 calc R . . . .
C11 C 0.4687(6) 0.1986(3) 0.9155(3) 0.0635(10) Uani 1 1 d . . . . .
H11A H 0.4114 0.1604 0.8825 0.095 Uiso 1 1 calc GR . . . .
H11B H 0.3833 0.2597 0.9171 0.095 Uiso 1 1 calc GR . . . .
H11C H 0.4764 0.1554 0.9812 0.095 Uiso 1 1 calc GR . . . .
C12 C 0.7822(7) 0.2831(3) 0.9178(4) 0.0805(13) Uani 1 1 d . . . . .
H12A H 0.7890 0.2361 0.9822 0.121 Uiso 1 1 calc GR . . . .
H12B H 0.7023 0.3448 0.9229 0.121 Uiso 1 1 calc GR . . . .
H12C H 0.9182 0.3016 0.8837 0.121 Uiso 1 1 calc GR . . . .
C13 C 1.1189(5) 0.3188(2) 0.6814(2) 0.0425(7) Uani 1 1 d . . . . .
C14 C 1.1263(4) 0.4229(2) 0.6066(2) 0.0362(6) Uani 1 1 d . . . . .
C15 C 0.9950(4) 0.4502(2) 0.53625(19) 0.0322(6) Uani 1 1 d . . . . .
C16 C 0.8545(4) 0.3788(2) 0.5382(2) 0.0352(6) Uani 1 1 d . . . . .
C17 C 0.8382(5) 0.2760(2) 0.6141(2) 0.0431(7) Uani 1 1 d . . . . .
C18 C 0.7290(4) 0.4062(2) 0.4677(2) 0.0363(6) Uani 1 1 d D U . . .
C19 C 0.7379(4) 0.5055(2) 0.3949(2) 0.0367(6) Uani 1 1 d D U . . .
C20 C 0.5985(16) 0.5109(7) 0.3331(7) 0.040(2) Uani 0.604(4) 1 d D U P A 1
H20 H 0.5782 0.5687 0.2800 0.048 Uiso 0.604(4) 1 calc R . P A 1
C21 C 0.4895(4) 0.4156(2) 0.3617(2) 0.0404(7) Uani 1 1 d D U . . .
C22 C 0.3342(5) 0.3895(3) 0.3140(3) 0.0503(8) Uani 1 1 d D . . . .
C23 C 0.4199(5) 0.3390(3) 0.2351(3) 0.0532(9) Uani 1 1 d D . . . .
C24 C 0.2731(6) 0.2928(4) 0.1913(3) 0.0734(13) Uani 1 1 d D . . . .
C25 C 0.1022(7) 0.3590(5) 0.1489(5) 0.113(2) Uani 1 1 d D . . . .
S1A S 0.5778(7) 0.5357(3) 0.3074(3) 0.0415(9) Uani 0.396(4) 1 d D U P A 2
C20A C 0.570(2) 0.3545(9) 0.4422(10) 0.053(4) Uani 0.396(4) 1 d D U P A 2
H20A H 0.5298 0.2872 0.4775 0.064 Uiso 0.396(4) 1 calc R . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C21 S1 C18 88.14(18) . .
C13 N1 C1 117.9(3) . .
C13 N1 C17 125.0(3) . .
C17 N1 C1 117.1(3) . .
C2 C1 N1 117.7(3) . .
C6 C1 N1 118.2(3) . .
C6 C1 C2 124.1(3) . .
C1 C2 C3 116.1(4) . .
C1 C2 C7 123.3(3) . .
C3 C2 C7 120.5(4) . .
C2 C3 H3 119.4 . .
C4 C3 C2 121.2(4) . .
C4 C3 H3 119.4 . .
C3 C4 H4 119.5 . .
C3 C4 C5 120.9(3) . .
C5 C4 H4 119.5 . .
C4 C5 H5 119.6 . .
C4 C5 C6 120.8(4) . .
C6 C5 H5 119.6 . .
C1 C6 C5 116.8(3) . .
C1 C6 C10 122.9(3) . .
C5 C6 C10 120.2(3) . .
C2 C7 H7 107.3 . .
C8 C7 C2 109.8(5) . .
C8 C7 H7 107.3 . .
C8 C7 C9 111.3(5) . .
C9 C7 C2 113.5(5) . .
C9 C7 H7 107.3 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C6 C10 H10 107.6 . .
C6 C10 C12 110.9(3) . .
C11 C10 C6 112.8(3) . .
C11 C10 H10 107.6 . .
C11 C10 C12 110.1(3) . .
C12 C10 H10 107.6 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
O1 C13 N1 121.0(3) . .
O1 C13 C14 122.0(3) . .
N1 C13 C14 116.9(3) . .
C15 C14 C13 120.4(3) . .
C19 C14 C13 120.2(3) 2_766 .
C19 C14 C15 119.4(3) 2_766 .
C14 C15 C15 120.1(3) . 2_766
C16 C15 C14 119.8(3) . .
C16 C15 C15 120.1(3) . 2_766
C15 C16 C17 121.0(3) . .
C18 C16 C15 119.1(3) . .
C18 C16 C17 119.9(3) . .
O2 C17 N1 121.2(3) . .
O2 C17 C16 122.0(3) . .
N1 C17 C16 116.8(3) . .
C16 C18 S1 121.8(2) . .
C16 C18 C19 121.2(2) . .
C16 C18 C20A 136.0(4) . .
C19 C18 S1 117.0(2) . .
C19 C18 C20A 102.8(4) . .
C14 C19 C18 120.1(3) 2_766 .
C14 C19 C20 131.0(4) 2_766 .
C14 C19 S1A 120.5(3) 2_766 .
C18 C19 S1A 119.4(2) . .
C20 C19 C18 108.8(4) . .
C19 C20 H20 124.0 . .
C19 C20 C21 112.0(5) . .
C21 C20 H20 124.0 . .
C20 C21 S1 114.1(3) . .
C20 C21 C22 128.5(4) . .
C22 C21 S1 117.4(2) . .
C22 C21 S1A 114.2(3) . .
C20A C21 C22 128.7(5) . .
C20A C21 S1A 117.0(5) . .
F1 C22 F2 106.7(3) . .
F1 C22 C21 109.9(3) . .
F1 C22 C23 107.6(3) . .
F2 C22 C21 109.7(3) . .
F2 C22 C23 107.5(3) . .
C21 C22 C23 115.1(3) . .
F3 C23 C22 108.2(3) . .
F3 C23 C24 105.0(3) . .
F4 C23 F3 107.1(3) . .
F4 C23 C22 107.5(3) . .
F4 C23 C24 108.4(3) . .
C22 C23 C24 119.9(3) . .
F5 C24 C23 108.5(3) . .
F5 C24 C25 105.8(4) . .
F6 C24 F5 106.8(4) . .
F6 C24 C23 107.5(3) . .
F6 C24 C25 107.9(4) . .
C25 C24 C23 119.6(4) . .
F7 C25 F8 109.4(5) . .
F7 C25 C24 110.2(4) . .
F8 C25 C24 108.3(4) . .
F9 C25 F7 107.2(4) . .
F9 C25 F8 110.9(5) . .
F9 C25 C24 110.9(5) . .
C21 S1A C19 87.2(2) . .
C18 C20A H20A 123.2 . .
C21 C20A C18 113.7(7) . .
C21 C20A H20A 123.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C18 1.728(3) .
S1 C21 1.723(4) .
F1 C22 1.354(4) .
F2 C22 1.356(4) .
F3 C23 1.348(4) .
F4 C23 1.343(4) .
F5 C24 1.366(5) .
F6 C24 1.338(4) .
F7 C25 1.342(5) .
F8 C25 1.344(6) .
F9 C25 1.326(6) .
O1 C13 1.199(4) .
O2 C17 1.205(4) .
N1 C1 1.468(4) .
N1 C13 1.392(4) .
N1 C17 1.395(4) .
C1 C2 1.392(5) .
C1 C6 1.384(5) .
C2 C3 1.403(5) .
C2 C7 1.512(6) .
C3 H3 0.9300 .
C3 C4 1.360(6) .
C4 H4 0.9300 .
C4 C5 1.375(5) .
C5 H5 0.9300 .
C5 C6 1.392(4) .
C6 C10 1.522(5) .
C7 H7 0.9800 .
C7 C8 1.512(9) .
C7 C9 1.512(7) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10 0.9800 .
C10 C11 1.515(5) .
C10 C12 1.527(6) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.481(4) .
C14 C15 1.414(4) .
C14 C19 1.385(4) 2_766
C15 C15 1.422(5) 2_766
C15 C16 1.405(4) .
C16 C17 1.476(4) .
C16 C18 1.388(4) .
C18 C19 1.422(4) .
C18 C20A 1.490(9) .
C19 C14 1.385(4) 2_766
C19 C20 1.398(7) .
C19 S1A 1.746(4) .
C20 H20 0.9300 .
C20 C21 1.450(8) .
C21 C22 1.481(4) .
C21 S1A 1.678(5) .
C21 C20A 1.376(9) .
C22 C23 1.517(5) .
C23 C24 1.545(5) .
C24 C25 1.480(6) .
C20A H20A 0.9300 .
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
S1 C18 C19 C14 -179.0(2) . 2_766
S1 C18 C19 C20 -0.2(6) . .
S1 C21 C22 F1 32.6(4) . .
S1 C21 C22 F2 149.6(3) . .
S1 C21 C22 C23 -89.0(4) . .
F1 C22 C23 F3 -72.5(3) . .
F1 C22 C23 F4 172.1(3) . .
F1 C22 C23 C24 47.8(4) . .
F2 C22 C23 F3 172.9(3) . .
F2 C22 C23 F4 57.5(3) . .
F2 C22 C23 C24 -66.8(4) . .
F3 C23 C24 F5 55.2(4) . .
F3 C23 C24 F6 -60.0(4) . .
F3 C23 C24 C25 176.6(4) . .
F4 C23 C24 F5 169.4(3) . .
F4 C23 C24 F6 54.2(5) . .
F4 C23 C24 C25 -69.2(5) . .
F5 C24 C25 F7 -65.1(5) . .
F5 C24 C25 F8 175.3(4) . .
F5 C24 C25 F9 53.4(5) . .
F6 C24 C25 F7 48.9(6) . .
F6 C24 C25 F8 -70.7(5) . .
F6 C24 C25 F9 167.5(4) . .
O1 C13 C14 C15 177.7(3) . .
O1 C13 C14 C19 -2.3(5) . 2_766
N1 C1 C2 C3 -179.3(4) . .
N1 C1 C2 C7 -0.4(6) . .
N1 C1 C6 C5 -180.0(3) . .
N1 C1 C6 C10 -2.2(5) . .
N1 C13 C14 C15 -2.5(4) . .
N1 C13 C14 C19 177.5(3) . 2_766
C1 N1 C13 O1 1.5(5) . .
C1 N1 C13 C14 -178.3(3) . .
C1 N1 C17 O2 0.6(5) . .
C1 N1 C17 C16 -179.4(3) . .
C1 C2 C3 C4 -0.4(7) . .
C1 C2 C7 C8 -94.0(5) . .
C1 C2 C7 C9 140.7(4) . .
C1 C6 C10 C11 143.6(4) . .
C1 C6 C10 C12 -92.4(4) . .
C2 C1 C6 C5 0.2(6) . .
C2 C1 C6 C10 177.9(4) . .
C2 C3 C4 C5 -0.7(7) . .
C3 C2 C7 C8 84.8(6) . .
C3 C2 C7 C9 -40.5(7) . .
C3 C4 C5 C6 1.6(7) . .
C4 C5 C6 C1 -1.3(6) . .
C4 C5 C6 C10 -179.1(4) . .
C5 C6 C10 C11 -38.7(5) . .
C5 C6 C10 C12 85.3(4) . .
C6 C1 C2 C3 0.6(6) . .
C6 C1 C2 C7 179.5(4) . .
C7 C2 C3 C4 -179.2(5) . .
C13 N1 C1 C2 -85.8(4) . .
C13 N1 C1 C6 94.3(4) . .
C13 N1 C17 O2 -179.4(3) . .
C13 N1 C17 C16 0.5(5) . .
C13 C14 C15 C15 -179.1(3) . 2_766
C13 C14 C15 C16 1.0(4) . .
C14 C15 C16 C17 1.4(4) . .
C14 C15 C16 C18 -179.0(3) . .
C14 C19 C20 C21 178.8(4) 2_766 .
C14 C19 S1A C21 178.7(3) 2_766 .
C15 C15 C16 C17 -178.6(3) 2_766 .
C15 C15 C16 C18 1.0(5) 2_766 .
C15 C16 C17 O2 177.8(3) . .
C15 C16 C17 N1 -2.1(4) . .
C15 C16 C18 S1 178.0(2) . .
C15 C16 C18 C19 -1.0(4) . .
C15 C16 C18 C20A 177.6(10) . .
C16 C18 C19 C14 0.0(4) . 2_766
C16 C18 C19 C20 178.9(6) . .
C16 C18 C19 S1A 179.5(3) . .
C16 C18 C20A C21 -178.6(5) . .
C17 N1 C1 C2 94.2(4) . .
C17 N1 C1 C6 -85.7(4) . .
C17 N1 C13 O1 -178.5(3) . .
C17 N1 C13 C14 1.7(5) . .
C17 C16 C18 S1 -2.4(4) . .
C17 C16 C18 C19 178.6(3) . .
C17 C16 C18 C20A -2.8(11) . .
C18 S1 C21 C20 -0.1(6) . .
C18 S1 C21 C22 178.5(2) . .
C18 C16 C17 O2 -1.8(5) . .
C18 C16 C17 N1 178.3(3) . .
C18 C19 C20 C21 0.1(10) . .
C18 C19 S1A C21 -0.8(4) . .
C19 C14 C15 C15 0.9(5) 2_766 2_766
C19 C14 C15 C16 -179.0(3) 2_766 .
C19 C18 C20A C21 0.1(13) . .
C19 C20 C21 S1 0.0(10) . .
C19 C20 C21 C22 -178.4(4) . .
C20 C21 C22 F1 -149.0(7) . .
C20 C21 C22 F2 -32.0(8) . .
C20 C21 C22 C23 89.4(7) . .
C21 S1 C18 C16 -178.9(3) . .
C21 S1 C18 C19 0.1(3) . .
C21 C22 C23 F3 50.3(4) . .
C21 C22 C23 F4 -65.1(4) . .
C21 C22 C23 C24 170.6(3) . .
C22 C21 S1A C19 -178.4(2) . .
C22 C21 C20A C18 178.3(6) . .
C22 C23 C24 F5 -66.7(5) . .
C22 C23 C24 F6 178.2(4) . .
C22 C23 C24 C25 54.7(6) . .
C23 C24 C25 F7 172.1(4) . .
C23 C24 C25 F8 52.5(6) . .
C23 C24 C25 F9 -69.3(6) . .
S1A C21 C22 F1 -147.9(3) . .
S1A C21 C22 F2 -30.9(4) . .
S1A C21 C22 C23 90.5(4) . .
S1A C21 C20A C18 -0.7(15) . .
C20A C18 C19 C14 -179.0(8) . 2_766
C20A C18 C19 S1A 0.5(8) . .
C20A C21 C22 F1 33.0(11) . .
C20A C21 C22 F2 150.0(10) . .
C20A C21 C22 C23 -88.6(10) . .
C20A C21 S1A C19 0.9(9) . .
