#------------------------------------------------------------------------------
#$Date: 2018-01-06 04:19:02 +0200 (Sat, 06 Jan 2018) $
#$Revision: 204855 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/31/4033168.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_4033168
loop_
_publ_author_name
'Hahn, Lena'
'Hermannsdorfer, André'
'Günther, Benjamin'
'Wesp, Tobias'
'Bühler, Bastian'
'Zschieschang, Ute'
'Wadepohl, Hubert'
'Klauk, Hagen'
'Gade, Lutz H.'
_publ_section_title
;
 (Oligo-)Thiophene Functionalized Tetraazaperopyrenes: Donor-Acceptor Dyes
 and Ambipolar Organic Semiconductors.
;
_journal_issue                   23
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12492
_journal_page_last               12502
_journal_paper_doi               10.1021/acs.joc.7b02286
_journal_volume                  82
_journal_year                    2017
_chemical_formula_sum            'C47.33 H16 Br8 F14 N4 S4'
_chemical_formula_weight         1674.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ah3
_audit_creation_date             2017-07-21
_audit_creation_method
;
Olex2 1.2
(compiled Mar 28 2017 19:34:44 for OlexSys, GUI svn.r5337)
;
_audit_update_record
'21.07.2017 17:00:33 CEST UTC+02:00  encif 1.71'
_cell_angle_alpha                90
_cell_angle_beta                 110.8723(13)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   15.36041(17)
_cell_length_b                   25.7224(2)
_cell_length_c                   20.8946(2)
_cell_measurement_reflns_used    60534
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      26.3020
_cell_measurement_theta_min      2.6140
_cell_volume                     7713.84(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-17); encifer 1.5.2 (CCDC, 2016)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_environment      'perfluoro polyether oil / N~2~'
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -46.00  52.00   0.50   12.50    --   26.27 -38.00  60.00  196
  2  ω    -46.00  52.00   0.50   12.50    --   26.27 -38.00 150.00  196
  3  ω      5.00  95.00   0.50   12.50    --   26.27  57.00 -30.00  180
  4  ω     13.00  98.00   0.50   12.50    --   26.27-147.00 -20.00  170
  5  ω      1.00  83.00   0.50   12.50    --   26.27-124.00 144.00  164
  6  ω      5.00  95.00   0.50   12.50    --   26.27  57.00  60.00  180
  7  ω     -4.00  96.00   0.50   12.50    --   26.27  77.00-150.00  200
  8  ω    -43.00  47.00   0.50   12.50    --   26.27 -57.00 -90.00  180
  9  ω    -43.00  47.00   0.50   12.50    --   26.27 -57.00   0.00  180
 10  ω      1.00  99.00   0.50   12.50    --   26.27  38.00-180.00  196
 11  ω     -4.00  96.00   0.50   12.50    --   26.27  77.00  90.00  200
 12  ω    -20.00  68.00   0.50   12.50    --   26.27 -99.00 -30.00  176
 13  ω      5.00  95.00   0.50   12.50    --   26.27  57.00-180.00  180
 14  ω      1.00  99.00   0.50   12.50    --   26.27  38.00 -60.00  196
 15  ω     -5.00  24.00   0.50   12.50    --   26.27  80.00  66.77   58
 16  ω    -20.00  68.00   0.50   12.50    --   26.27 -99.00-180.00  176
 17  ω      1.00  99.00   0.50   12.50    --   26.27  38.00 120.00  196
 18  φ      0.00 120.00   0.50   12.50  26.27  26.27 -40.00    --   240
 19  φ      0.00 120.00   0.50   12.50  26.27  26.27  40.00    --   240
 20  ω     -4.00  96.00   0.50   12.50    --   26.27  77.00 -30.00  200
 21  φ      0.00 120.00   0.50   12.50  26.27  26.27  60.00    --   240
 22  φ    120.00 240.00   0.50   12.50  26.27  26.27 -40.00    --   240
 23  φ    120.00 240.00   0.50   12.50  26.27  26.27  40.00    --   240
 24  φ    120.00 240.00   0.50   12.50  26.27  26.27 -60.00    --   240
 25  φ    120.00 240.00   0.50   12.50  26.27  26.27  60.00    --   240
 26  φ    240.00 360.00   0.50   12.50  26.27  26.27 -40.00    --   240
 27  φ    240.00 360.00   0.50   12.50  26.27  26.27  40.00    --   240
 28  φ    240.00 360.00   0.50   12.50  26.27  26.27 -60.00    --   240
 29  φ      0.00 120.00   0.50   12.50  26.27  26.27 -60.00    --   240
 30  ω     -4.00  21.00   0.50   12.50    --   26.27  77.00-180.00   50
 31  φ    240.00 360.00   0.50   12.50  26.27  26.27  60.00    --   240
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0049005000
_diffrn_orient_matrix_UB_12      0.0274288000
_diffrn_orient_matrix_UB_13      -0.0004500000
_diffrn_orient_matrix_UB_21      0.0380517000
_diffrn_orient_matrix_UB_22      0.0016852000
_diffrn_orient_matrix_UB_23      0.0315327000
_diffrn_orient_matrix_UB_31      0.0311446000
_diffrn_orient_matrix_UB_32      0.0022686000
_diffrn_orient_matrix_UB_33      -0.0180510000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            413499
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.409
_diffrn_reflns_theta_min         2.582
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.493
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.290
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
 a multifaceted crystal model (Busing & Levy, 1957).
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.162
_exptl_crystal_description       needle
_exptl_crystal_F_000             4788
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.028
_refine_diff_density_max         2.437
_refine_diff_density_min         -1.008
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1047
_refine_ls_number_reflns         15801
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0363P)²+30.3207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0894
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13021
_reflns_number_total             15801
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo7b02286_si_002.cif
_cod_data_source_block           ga_ah3
_cod_depositor_comments
'Adding full bibliography for 4033164--4033168.cif.'
_cod_original_cell_volume        7713.83(16)
_cod_database_code               4033168
_audit_block_refno               2556
_audit_block_usercomment         'AH-029 needle orange'
_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_max   0.860
_shelx_estimated_absorpt_t_min   0.287
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_shelxl_version_number           2017/1
_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. Restrained distances
 C105-C104 \\sim C102-C101
 with sigma of 0.02
 C104-C103 \\sim C103-C102
 with sigma of 0.02
 C101-C103 \\sim C105-C103
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C101, C102, C103, C104, C105
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C102(H10D,H10E), C103(H10F,H10G), C104(H10H,H10I)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C12(H12), C18(H18), C32(H32), C36(H36), C40(H40), C44(H44),
 C53(H53), C59(H59), C82(H82), C86(H86)
4.c Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C105(H10J,H10K,H10L)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.064
_oxdiff_exptl_absorpt_empirical_full_min 0.753
_cell_oxdiff_length_a            15.36224(17)
_cell_oxdiff_length_b            25.7235(3)
_cell_oxdiff_length_c            20.8918(2)
_cell_oxdiff_angle_alpha         89.9846(8)
_cell_oxdiff_angle_beta          110.8770(10)
_cell_oxdiff_angle_gamma         90.0199(9)
_cell_oxdiff_volume              7713.84(14)
_cell_oxdiff_measurement_reflns_used 60534
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Br1 Br 0.93842(3) 0.45589(2) 0.64825(2) 0.02308(10) Uani 1 1 d . .
Br2 Br 1.03389(3) 0.37377(2) 0.93434(2) 0.03021(11) Uani 1 1 d . .
Br3 Br 0.30737(3) 0.53778(2) 0.71215(2) 0.02569(10) Uani 1 1 d . .
Br4 Br 0.18537(4) 0.31768(2) 0.73297(3) 0.03861(13) Uani 1 1 d . .
Br5 Br 0.85218(3) 0.52399(2) 0.47615(2) 0.01915(9) Uani 1 1 d . .
Br6 Br 0.92242(4) 0.75202(2) 0.44655(3) 0.03459(12) Uani 1 1 d . .
Br7 Br 0.20427(3) 0.61676(2) 0.55219(2) 0.02867(11) Uani 1 1 d . .
Br8 Br 0.08960(3) 0.71865(2) 0.27505(3) 0.03730(13) Uani 1 1 d . .
S1 S 1.03078(7) 0.41442(4) 0.79399(5) 0.0207(2) Uani 1 1 d . .
S2 S 0.21329(8) 0.43735(5) 0.73471(6) 0.0260(2) Uani 1 1 d . .
S3 S 0.92419(7) 0.63036(4) 0.45258(6) 0.0206(2) Uani 1 1 d . .
S4 S 0.10864(7) 0.67530(5) 0.41833(6) 0.0262(2) Uani 1 1 d . .
F1 F 0.70732(19) 0.30021(11) 0.83038(15) 0.0367(7) Uani 1 1 d . .
F2 F 0.55734(18) 0.29180(9) 0.80299(12) 0.0244(5) Uani 1 1 d . .
F3 F 0.7068(2) 0.38129(14) 0.91398(15) 0.0517(9) Uani 1 1 d . .
F4 F 0.6604(2) 0.30596(12) 0.93744(14) 0.0406(7) Uani 1 1 d . .
F5 F 0.5329(3) 0.41732(12) 0.86918(16) 0.0545(9) Uani 1 1 d . .
F6 F 0.5689(3) 0.38165(15) 0.96786(16) 0.0601(10) Uani 1 1 d . .
F7 F 0.4772(2) 0.34282(14) 0.87883(18) 0.0527(9) Uani 1 1 d . .
F8 F 0.55958(16) 0.73905(9) 0.33102(12) 0.0187(5) Uani 1 1 d . .
F9 F 0.41200(16) 0.74159(9) 0.31838(12) 0.0206(5) Uani 1 1 d . .
F10 F 0.49518(18) 0.83151(9) 0.35366(13) 0.0254(6) Uani 1 1 d . .
F11 F 0.44933(18) 0.79830(10) 0.43244(14) 0.0277(6) Uani 1 1 d . .
F12 F 0.6250(2) 0.77560(10) 0.51066(13) 0.0320(6) Uani 1 1 d . .
F13 F 0.67690(17) 0.79867(11) 0.43202(13) 0.0306(6) Uani 1 1 d . .
F14 F 0.6113(2) 0.85510(10) 0.47595(14) 0.0356(7) Uani 1 1 d . .
N1 N 0.6897(2) 0.38740(13) 0.76158(17) 0.0155(7) Uani 1 1 d . .
N2 N 0.5252(2) 0.38388(13) 0.73770(17) 0.0155(7) Uani 1 1 d . .
N3 N 0.5984(2) 0.67393(13) 0.43548(17) 0.0156(7) Uani 1 1 d . .
N4 N 0.4366(2) 0.67750(12) 0.42152(17) 0.0149(7) Uani 1 1 d . .
C1 C 0.6782(3) 0.42697(15) 0.7173(2) 0.0152(8) Uani 1 1 d . .
C2 C 0.7588(3) 0.45246(15) 0.7105(2) 0.0144(8) Uani 1 1 d . .
C3 C 0.7434(3) 0.49317(15) 0.6656(2) 0.0147(8) Uani 1 1 d . .
H3 H 0.796028 0.510916 0.662566 0.018 Uiso 1 1 calc R .
C4 C 0.6534(3) 0.51051(15) 0.62306(19) 0.0128(8) Uani 1 1 d . .
C5 C 0.5740(3) 0.48751(15) 0.6321(2) 0.0135(8) Uani 1 1 d . .
C6 C 0.5876(3) 0.44564(15) 0.67846(19) 0.0128(8) Uani 1 1 d . .
C7 C 0.5120(3) 0.42315(15) 0.69236(19) 0.0143(8) Uani 1 1 d . .
C8 C 0.4205(3) 0.44527(15) 0.6607(2) 0.0140(8) Uani 1 1 d . .
C9 C 0.4077(3) 0.48413(15) 0.6138(2) 0.0146(8) Uani 1 1 d . .
H9 H 0.346507 0.497169 0.591398 0.018 Uiso 1 1 calc R .
C10 C 0.4822(3) 0.50611(15) 0.59688(19) 0.0131(8) Uani 1 1 d . .
C11 C 0.6394(3) 0.55083(15) 0.57445(19) 0.0135(8) Uani 1 1 d . .
C12 C 0.7141(3) 0.57205(15) 0.5570(2) 0.0150(8) Uani 1 1 d . .
H12 H 0.775045 0.558601 0.579478 0.018 Uiso 1 1 calc R .
C13 C 0.7025(3) 0.61068(15) 0.5098(2) 0.0145(8) Uani 1 1 d . .
C14 C 0.6110(3) 0.63301(15) 0.47850(19) 0.0135(8) Uani 1 1 d . .
C15 C 0.5355(3) 0.61207(15) 0.49371(19) 0.0131(8) Uani 1 1 d . .
C16 C 0.5474(3) 0.56981(15) 0.53954(19) 0.0130(8) Uani 1 1 d . .
C17 C 0.4683(3) 0.54815(15) 0.54999(19) 0.0126(7) Uani 1 1 d . .
C18 C 0.3788(3) 0.57013(15) 0.5131(2) 0.0145(8) Uani 1 1 d . .
H18 H 0.325576 0.554071 0.517554 0.017 Uiso 1 1 calc R .
C19 C 0.3655(3) 0.61291(15) 0.4718(2) 0.0144(8) Uani 1 1 d . .
C20 C 0.4463(3) 0.63515(15) 0.46141(19) 0.0131(8) Uani 1 1 d . .
C21 C 0.6129(3) 0.36889(16) 0.7678(2) 0.0161(8) Uani 1 1 d . .
C22 C 0.5125(3) 0.69308(15) 0.41133(19) 0.0136(8) Uani 1 1 d . .
C23 C 0.6278(3) 0.32611(16) 0.8219(2) 0.0198(9) Uani 1 1 d . .
C24 C 0.6372(3) 0.34652(18) 0.8939(2) 0.0258(10) Uani 1 1 d . .
C25 C 0.5514(4) 0.3722(2) 0.9019(2) 0.0337(11) Uani 1 1 d . .
C26 C 0.4995(3) 0.74070(16) 0.3651(2) 0.0159(8) Uani 1 1 d . .
C27 C 0.5128(3) 0.79380(16) 0.4020(2) 0.0192(9) Uani 1 1 d . .
C28 C 0.6089(3) 0.80583(17) 0.4560(2) 0.0231(9) Uani 1 1 d . .
C29 C 0.8544(3) 0.43622(16) 0.7528(2) 0.0160(8) Uani 1 1 d . .
C30 C 0.9302(3) 0.43681(16) 0.7327(2) 0.0162(8) Uani 1 1 d . .
C31 C 0.9718(3) 0.40373(16) 0.8486(2) 0.0189(8) Uani 1 1 d . .
C32 C 0.8806(3) 0.41687(16) 0.8217(2) 0.0171(8) Uani 1 1 d . .
H32 H 0.838592 0.413683 0.845673 0.021 Uiso 1 1 calc R .
C33 C 0.3444(3) 0.42995(16) 0.6848(2) 0.0158(8) Uani 1 1 d . .
C34 C 0.2944(3) 0.46561(16) 0.7060(2) 0.0181(8) Uani 1 1 d . .
C35 C 0.2461(3) 0.37631(18) 0.7171(2) 0.0235(9) Uani 1 1 d . .
C36 C 0.3161(3) 0.37755(17) 0.6918(2) 0.0193(9) Uani 1 1 d . .
H36 H 0.343230 0.347476 0.680208 0.023 Uiso 1 1 calc R .
C37 C 0.7808(3) 0.62839(15) 0.48996(19) 0.0147(8) Uani 1 1 d . .
C38 C 0.8439(3) 0.59691(15) 0.4764(2) 0.0161(8) Uani 1 1 d . .
C39 C 0.8746(3) 0.68846(16) 0.4625(2) 0.0212(9) Uani 1 1 d . .
C40 C 0.8008(3) 0.68214(16) 0.4823(2) 0.0185(8) Uani 1 1 d . .
H40 H 0.765837 0.710194 0.490363 0.022 Uiso 1 1 calc R .
C41 C 0.2721(3) 0.63723(15) 0.4388(2) 0.0163(8) Uani 1 1 d . .
C42 C 0.2047(3) 0.64101(16) 0.4677(2) 0.0188(8) Uani 1 1 d . .
C43 C 0.1559(3) 0.68328(17) 0.3561(2) 0.0231(9) Uani 1 1 d . .
C44 C 0.2412(3) 0.66196(16) 0.3729(2) 0.0189(8) Uani 1 1 d . .
H44 H 0.277098 0.663152 0.344108 0.023 Uiso 1 1 calc R .
Br51 Br 0.67139(4) 0.57145(2) 0.05496(3) 0.04212(14) Uani 1 1 d . .
Br52 Br 0.55081(3) 0.36847(2) 0.14148(3) 0.03250(12) Uani 1 1 d . .
Br53 Br 1.38655(3) 0.47840(2) 0.18010(2) 0.02344(10) Uani 1 1 d . .
Br54 Br 1.35976(3) 0.30004(2) 0.35879(2) 0.03015(11) Uani 1 1 d . .
S51 S 0.56769(8) 0.48089(5) 0.09361(6) 0.0274(3) Uani 1 1 d . .
S52 S 1.41918(7) 0.38772(4) 0.28011(5) 0.0227(2) Uani 1 1 d . .
F51 F 0.92124(17) 0.43067(10) 0.32763(12) 0.0226(5) Uani 1 1 d . .
F52 F 1.07026(16) 0.41457(10) 0.36108(12) 0.0245(6) Uani 1 1 d . .
F53 F 0.9851(2) 0.33507(12) 0.38254(14) 0.0381(7) Uani 1 1 d . .
F54 F 1.03603(18) 0.32065(10) 0.29833(14) 0.0314(6) Uani 1 1 d . .
F55 F 0.8756(2) 0.27290(11) 0.28730(16) 0.0447(8) Uani 1 1 d . .
F56 F 0.8084(2) 0.34608(13) 0.28876(17) 0.0450(8) Uani 1 1 d . .
F57 F 0.85867(19) 0.32912(10) 0.20757(13) 0.0308(6) Uani 1 1 d . .
N51 N 0.9076(2) 0.43830(13) 0.19644(17) 0.0168(7) Uani 1 1 d . .
N52 N 1.0729(2) 0.42464(13) 0.23665(16) 0.0151(7) Uani 1 1 d . .
C51 C 0.9103(3) 0.45594(15) 0.1363(2) 0.0152(8) Uani 1 1 d . .
C52 C 0.8237(3) 0.47144(16) 0.0829(2) 0.0174(8) Uani 1 1 d . .
C53 C 0.8282(3) 0.49162(17) 0.0238(2) 0.0189(9) Uani 1 1 d . .
H53 H 0.771786 0.502506 -0.010688 0.023 Uiso 1 1 calc R .
C54 C 0.9127(3) 0.49727(16) 0.0108(2) 0.0163(8) Uani 1 1 d . .
C55 C 0.9969(3) 0.47928(16) 0.0610(2) 0.0156(8) Uani 1 1 d . .
C56 C 0.9947(3) 0.45896(15) 0.1237(2) 0.0151(8) Uani 1 1 d . .
C57 C 1.0760(3) 0.44071(15) 0.1761(2) 0.0148(8) Uani 1 1 d . .
C58 C 1.1627(3) 0.43831(15) 0.1627(2) 0.0159(8) Uani 1 1 d . .
C59 C 1.1625(3) 0.45725(16) 0.1012(2) 0.0178(8) Uani 1 1 d . .
H59 H 1.218377 0.454591 0.091645 0.021 Uiso 1 1 calc R .
C60 C 0.9165(3) 0.51932(16) -0.0507(2) 0.0166(8) Uani 1 1 d . .
C71 C 0.9897(3) 0.42486(15) 0.2423(2) 0.0152(8) Uani 1 1 d . .
C73 C 0.9866(3) 0.40501(17) 0.3106(2) 0.0180(8) Uani 1 1 d . .
C74 C 0.9710(3) 0.34612(18) 0.3159(2) 0.0241(9) Uani 1 1 d . .
C75 C 0.8760(3) 0.32344(19) 0.2737(2) 0.0278(10) Uani 1 1 d . .
C79 C 0.7332(3) 0.46494(17) 0.0929(2) 0.0184(8) Uani 1 1 d . .
C80 C 0.6669(3) 0.50205(18) 0.0806(2) 0.0245(10) Uani 1 1 d . .
C81 C 0.6172(3) 0.42077(17) 0.1164(2) 0.0206(9) Uani 1 1 d . .
C82 C 0.7041(3) 0.41731(17) 0.1139(2) 0.0198(9) Uani 1 1 d . .
H82 H 0.741152 0.386733 0.124838 0.024 Uiso 1 1 calc R .
C83 C 1.2475(3) 0.41362(16) 0.2117(2) 0.0160(8) Uani 1 1 d . .
C84 C 1.3377(3) 0.42623(16) 0.2208(2) 0.0194(9) Uani 1 1 d . .
C85 C 1.3313(3) 0.35366(16) 0.2942(2) 0.0208(9) Uani 1 1 d . .
C86 C 1.2451(3) 0.37066(16) 0.2555(2) 0.0200(9) Uani 1 1 d . .
H86 H 1.189144 0.355920 0.257091 0.024 Uiso 1 1 calc R .
C101 C 0.3703(6) 0.7250(4) 0.6398(7) 0.146(4) Uani 1 1 d D U
H10A H 0.379116 0.694240 0.615214 0.218 Uiso 1 1 calc GR .
H10B H 0.358240 0.714176 0.680867 0.218 Uiso 1 1 calc GR .
H10C H 0.426608 0.746549 0.653249 0.218 Uiso 1 1 calc GR .
C102 C 0.2809(11) 0.7589(4) 0.5897(4) 0.186(6) Uani 1 1 d D U
H10D H 0.222226 0.739478 0.580934 0.223 Uiso 1 1 calc R .
H10E H 0.276504 0.792513 0.611457 0.223 Uiso 1 1 calc R .
C103 C 0.2977(7) 0.7683(3) 0.5215(4) 0.106(3) Uani 1 1 d D U
H10F H 0.360325 0.783203 0.530308 0.127 Uiso 1 1 calc R .
H10G H 0.291833 0.735492 0.495561 0.127 Uiso 1 1 calc R .
C104 C 0.2206(9) 0.8073(3) 0.4817(6) 0.123(4) Uani 1 1 d D U
H10H H 0.159735 0.790744 0.474846 0.147 Uiso 1 1 calc R .
H10I H 0.225716 0.837841 0.511750 0.147 Uiso 1 1 calc R .
C105 C 0.2175(6) 0.8268(4) 0.4151(5) 0.097(3) Uani 1 1 d D U
H10J H 0.214134 0.797355 0.384541 0.146 Uiso 1 1 calc GR .
H10K H 0.273800 0.847085 0.421109 0.146 Uiso 1 1 calc GR .
H10L H 0.162444 0.848860 0.395195 0.146 Uiso 1 1 calc GR .
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'
Br Br -0.2901 2.4595 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
17 4 -25 0.0067
0 -36 -4 0.0044
-2 35 7 0.0254
19 -2 4 0.1035
-17 -4 25 0.0213
-8 5 -22 0.1291
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
C31 S1 C30 90.10(19) . .
C34 S2 C35 90.4(2) . .
C38 S3 C39 90.34(19) . .
C43 S4 C42 90.7(2) . .
C21 N1 C1 115.9(3) . .
C21 N2 C7 115.1(3) . .
C22 N3 C14 115.4(3) . .
C22 N4 C20 115.8(3) . .
N1 C1 C2 120.1(3) . .
N1 C1 C6 120.7(3) . .
C6 C1 C2 119.1(3) . .
C1 C2 C29 120.9(3) . .
C3 C2 C1 117.9(3) . .
C3 C2 C29 121.2(4) . .
C2 C3 H3 118.0 . .
C2 C3 C4 124.0(4) . .
C4 C3 H3 118.0 . .
C3 C4 C5 118.3(3) . .
C11 C4 C3 122.9(3) . .
C11 C4 C5 118.8(3) . .
C6 C5 C4 118.8(3) . .
C6 C5 C10 119.2(3) . .
C10 C5 C4 122.0(3) . .
C5 C6 C1 121.6(3) . .
C5 C6 C7 121.3(3) . .
C7 C6 C1 116.9(3) . .
N2 C7 C6 121.4(3) . .
N2 C7 C8 119.7(3) . .
C6 C7 C8 118.8(3) . .
C7 C8 C33 119.9(3) . .
C9 C8 C7 119.1(3) . .
C9 C8 C33 120.7(3) . .
C8 C9 H9 118.5 . .
C8 C9 C10 123.0(4) . .
C10 C9 H9 118.5 . .
C5 C10 C9 118.2(3) . .
C5 C10 C17 119.3(3) . .
C17 C10 C9 122.3(3) . .
C4 C11 C12 122.2(3) . .
C4 C11 C16 119.2(3) . .
C16 C11 C12 118.6(3) . .
C11 C12 H12 118.3 . .
C13 C12 C11 123.4(4) . .
C13 C12 H12 118.3 . .
C12 C13 C14 118.2(3) . .
C12 C13 C37 121.1(3) . .
C14 C13 C37 120.7(3) . .
N3 C14 C13 119.8(3) . .
N3 C14 C15 120.8(3) . .
C15 C14 C13 119.4(3) . .
C14 C15 C16 121.7(3) . .
C14 C15 C20 117.5(3) . .
C16 C15 C20 120.7(3) . .
C15 C16 C11 118.3(3) . .
C15 C16 C17 119.5(3) . .
C17 C16 C11 122.2(3) . .
C10 C17 C18 123.4(3) . .
C16 C17 C10 118.5(3) . .
C16 C17 C18 118.1(3) . .
C17 C18 H18 118.1 . .
C19 C18 C17 123.8(4) . .
C19 C18 H18 118.1 . .
C18 C19 C20 117.9(3) . .
C18 C19 C41 122.2(3) . .
C20 C19 C41 120.0(3) . .
N4 C20 C15 120.5(3) . .
N4 C20 C19 119.9(3) . .
C15 C20 C19 119.7(3) . .
N1 C21 N2 129.9(4) . .
N1 C21 C23 115.3(3) . .
N2 C21 C23 114.7(3) . .
N3 C22 C26 115.2(3) . .
N4 C22 N3 129.9(4) . .
N4 C22 C26 114.9(3) . .
F1 C23 C21 109.9(3) . .
F1 C23 C24 105.9(3) . .
F2 C23 F1 108.2(3) . .
F2 C23 C21 111.2(3) . .
F2 C23 C24 107.2(3) . .
C21 C23 C24 114.2(3) . .
F3 C24 F4 108.4(4) . .
F3 C24 C23 108.5(4) . .
F3 C24 C25 107.4(4) . .
F4 C24 C23 107.7(4) . .
F4 C24 C25 106.8(4) . .
C25 C24 C23 117.7(4) . .
F5 C25 F6 107.5(4) . .
F5 C25 C24 110.8(4) . .
F6 C25 C24 109.2(4) . .
F7 C25 F5 108.5(5) . .
F7 C25 F6 108.4(4) . .
F7 C25 C24 112.4(4) . .
F8 C26 C22 110.3(3) . .
F8 C26 C27 107.2(3) . .
F9 C26 F8 108.1(3) . .
F9 C26 C22 110.1(3) . .
F9 C26 C27 105.5(3) . .
C22 C26 C27 115.4(3) . .
F10 C27 C26 107.8(3) . .
F10 C27 C28 106.7(3) . .
F11 C27 F10 107.7(3) . .
F11 C27 C26 108.8(3) . .
F11 C27 C28 107.6(3) . .
C28 C27 C26 117.8(3) . .
F12 C28 F14 108.2(3) . .
F12 C28 C27 110.5(3) . .
F13 C28 F12 108.2(4) . .
F13 C28 F14 108.3(4) . .
F13 C28 C27 112.0(3) . .
F14 C28 C27 109.5(4) . .
C30 C29 C2 125.8(4) . .
C30 C29 C32 110.2(3) . .
C32 C29 C2 124.0(3) . .
S1 C30 Br1 116.4(2) . .
C29 C30 Br1 129.7(3) . .
C29 C30 S1 113.8(3) . .
S1 C31 Br2 119.6(2) . .
C32 C31 Br2 126.9(3) . .
C32 C31 S1 113.5(3) . .
C29 C32 H32 123.8 . .
C31 C32 C29 112.4(4) . .
C31 C32 H32 123.8 . .
C34 C33 C8 122.3(4) . .
C34 C33 C36 111.7(3) . .
C36 C33 C8 126.0(4) . .
S2 C34 Br3 118.0(2) . .
C33 C34 Br3 129.0(3) . .
C33 C34 S2 112.9(3) . .
S2 C35 Br4 119.6(2) . .
C36 C35 Br4 127.2(4) . .
C36 C35 S2 113.2(3) . .
C33 C36 H36 124.1 . .
C35 C36 C33 111.8(4) . .
C35 C36 H36 124.1 . .
C38 C37 C13 125.7(4) . .
C38 C37 C40 110.5(3) . .
C40 C37 C13 123.8(4) . .
S3 C38 Br5 116.3(2) . .
C37 C38 Br5 130.1(3) . .
C37 C38 S3 113.5(3) . .
S3 C39 Br6 121.2(2) . .
C40 C39 Br6 125.9(3) . .
C40 C39 S3 112.9(3) . .
C37 C40 H40 123.6 . .
C39 C40 C37 112.8(4) . .
C39 C40 H40 123.6 . .
C42 C41 C19 125.3(4) . .
C42 C41 C44 110.3(4) . .
C44 C41 C19 124.3(3) . .
S4 C42 Br7 116.6(2) . .
C41 C42 Br7 130.2(3) . .
C41 C42 S4 113.2(3) . .
S4 C43 Br8 120.3(2) . .
C44 C43 Br8 126.8(3) . .
C44 C43 S4 113.0(3) . .
C41 C44 H44 123.6 . .
C43 C44 C41 112.8(4) . .
C43 C44 H44 123.6 . .
C81 S51 C80 90.0(2) . .
C85 S52 C84 90.2(2) . .
C71 N51 C51 115.1(3) . .
C71 N52 C57 116.1(3) . .
N51 C51 C52 118.8(3) . .
N51 C51 C56 121.7(4) . .
C56 C51 C52 119.5(4) . .
C51 C52 C79 120.5(4) . .
C53 C52 C51 118.1(4) . .
C53 C52 C79 121.4(4) . .
C52 C53 H53 118.2 . .
C52 C53 C54 123.6(4) . .
C54 C53 H53 118.2 . .
C55 C54 C53 118.6(4) . .
C55 C54 C60 118.4(4) . .
C60 C54 C53 123.0(4) . .
C54 C55 C56 119.0(4) . .
C54 C55 C60 122.3(4) . 3_765
C60 C55 C56 118.7(4) 3_765 .
C51 C56 C55 121.1(4) . .
C51 C56 C57 116.9(4) . .
C57 C56 C55 122.0(4) . .
N52 C57 C56 120.8(3) . .
N52 C57 C58 120.5(4) . .
C56 C57 C58 118.7(3) . .
C57 C58 C83 121.6(4) . .
C59 C58 C57 117.8(4) . .
C59 C58 C83 120.5(4) . .
C58 C59 H59 118.0 . .
C58 C59 C60 124.0(4) . 3_765
C60 C59 H59 118.0 3_765 .
C54 C60 C59 122.6(4) . 3_765
C55 C60 C54 119.2(4) 3_765 .
C55 C60 C59 118.2(4) 3_765 3_765
N51 C71 C73 115.0(3) . .
N52 C71 N51 129.3(4) . .
N52 C71 C73 115.7(3) . .
F51 C73 F52 107.0(3) . .
F51 C73 C71 110.8(3) . .
F51 C73 C74 108.2(3) . .
F52 C73 C71 109.1(3) . .
F52 C73 C74 104.4(3) . .
C71 C73 C74 116.8(3) . .
F53 C74 C73 107.8(4) . .
F53 C74 C75 106.3(3) . .
F54 C74 F53 108.3(3) . .
F54 C74 C73 108.0(3) . .
F54 C74 C75 107.8(4) . .
C75 C74 C73 118.3(4) . .
F55 C75 C74 109.1(4) . .
F56 C75 F55 108.4(4) . .
F56 C75 C74 111.4(4) . .
F57 C75 F55 108.5(4) . .
F57 C75 F56 108.5(4) . .
F57 C75 C74 110.9(4) . .
C80 C79 C52 125.0(4) . .
C80 C79 C82 111.5(4) . .
C82 C79 C52 123.5(4) . .
S51 C80 Br51 118.0(2) . .
C79 C80 Br51 128.7(3) . .
C79 C80 S51 113.3(3) . .
S51 C81 Br52 119.6(2) . .
C82 C81 Br52 127.2(3) . .
C82 C81 S51 113.2(3) . .
C79 C82 H82 123.9 . .
C81 C82 C79 112.1(4) . .
C81 C82 H82 123.9 . .
C84 C83 C58 126.2(4) . .
C84 C83 C86 110.3(4) . .
C86 C83 C58 123.5(4) . .
S52 C84 Br53 115.5(2) . .
C83 C84 Br53 130.8(3) . .
C83 C84 S52 113.8(3) . .
S52 C85 Br54 120.3(2) . .
C86 C85 Br54 126.6(3) . .
C86 C85 S52 113.1(3) . .
C83 C86 H86 123.7 . .
C85 C86 C83 112.6(4) . .
C85 C86 H86 123.7 . .
H10A C101 H10B 109.5 . .
H10A C101 H10C 109.5 . .
H10B C101 H10C 109.5 . .
C102 C101 H10A 109.5 . .
C102 C101 H10B 109.5 . .
C102 C101 H10C 109.5 . .
C101 C102 H10D 110.3 . .
C101 C102 H10E 110.3 . .
H10D C102 H10E 108.6 . .
C103 C102 C101 107.0(11) . .
C103 C102 H10D 110.3 . .
C103 C102 H10E 110.3 . .
C102 C103 H10F 110.9 . .
C102 C103 H10G 110.9 . .
H10F C103 H10G 108.9 . .
C104 C103 C102 104.3(10) . .
C104 C103 H10F 110.9 . .
C104 C103 H10G 110.9 . .
C103 C104 H10H 107.5 . .
C103 C104 H10I 107.5 . .
H10H C104 H10I 107.0 . .
C105 C104 C103 119.4(10) . .
C105 C104 H10H 107.5 . .
C105 C104 H10I 107.5 . .
C104 C105 H10J 109.5 . .
C104 C105 H10K 109.5 . .
C104 C105 H10L 109.5 . .
H10J C105 H10K 109.5 . .
H10J C105 H10L 109.5 . .
H10K C105 H10L 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C30 1.878(4) .
Br2 C31 1.870(4) .
Br3 C34 1.867(4) .
Br4 C35 1.864(4) .
Br5 C38 1.880(4) .
Br6 C39 1.870(4) .
Br7 C42 1.874(4) .
Br8 C43 1.872(4) .
S1 C30 1.717(4) .
S1 C31 1.714(4) .
S2 C34 1.723(4) .
S2 C35 1.728(5) .
S3 C38 1.716(4) .
S3 C39 1.723(4) .
S4 C42 1.713(4) .
S4 C43 1.712(5) .
F1 C23 1.347(5) .
F2 C23 1.342(5) .
F3 C24 1.341(5) .
F4 C24 1.346(5) .
F5 C25 1.326(6) .
F6 C25 1.329(5) .
F7 C25 1.308(6) .
F8 C26 1.353(4) .
F9 C26 1.350(4) .
F10 C27 1.356(5) .
F11 C27 1.346(5) .
F12 C28 1.330(5) .
F13 C28 1.323(5) .
F14 C28 1.331(5) .
N1 C1 1.344(5) .
N1 C21 1.321(5) .
N2 C7 1.350(5) .
N2 C21 1.325(5) .
N3 C14 1.352(5) .
N3 C22 1.329(5) .
N4 C20 1.347(5) .
N4 C22 1.320(5) .
C1 C2 1.452(5) .
C1 C6 1.422(5) .
C2 C3 1.370(6) .
C2 C29 1.479(5) .
C3 H3 0.9500 .
C3 C4 1.423(5) .
C4 C5 1.427(5) .
C4 C11 1.414(5) .
C5 C6 1.414(5) .
C5 C10 1.421(5) .
C6 C7 1.417(5) .
C7 C8 1.440(5) .
C8 C9 1.364(6) .
C8 C33 1.481(5) .
C9 H9 0.9500 .
C9 C10 1.429(5) .
C10 C17 1.423(5) .
C11 C12 1.430(5) .
C11 C16 1.426(5) .
C12 H12 0.9500 .
C12 C13 1.367(6) .
C13 C14 1.441(5) .
C13 C37 1.477(5) .
C14 C15 1.413(5) .
C15 C16 1.417(5) .
C15 C20 1.423(5) .
C16 C17 1.422(5) .
C17 C18 1.431(5) .
C18 H18 0.9500 .
C18 C19 1.368(6) .
C19 C20 1.452(5) .
C19 C41 1.490(5) .
C21 C23 1.536(6) .
C22 C26 1.528(5) .
C23 C24 1.549(6) .
C24 C25 1.536(7) .
C26 C27 1.546(6) .
C27 C28 1.537(6) .
C29 C30 1.372(5) .
C29 C32 1.439(5) .
C31 C32 1.353(6) .
C32 H32 0.9500 .
C33 C34 1.369(6) .
C33 C36 1.440(6) .
C35 C36 1.357(6) .
C36 H36 0.9500 .
C37 C38 1.368(5) .
C37 C40 1.438(6) .
C39 C40 1.348(6) .
C40 H40 0.9500 .
C41 C42 1.375(5) .
C41 C44 1.437(6) .
C43 C44 1.346(6) .
C44 H44 0.9500 .
Br51 C80 1.872(5) .
Br52 C81 1.872(4) .
Br53 C84 1.882(4) .
Br54 C85 1.869(4) .
S51 C80 1.728(4) .
S51 C81 1.714(5) .
S52 C84 1.726(4) .
S52 C85 1.720(5) .
F51 C73 1.350(5) .
F52 C73 1.364(4) .
F53 C74 1.362(5) .
F54 C74 1.350(5) .
F55 C75 1.331(6) .
F56 C75 1.323(5) .
F57 C75 1.320(5) .
N51 C51 1.351(5) .
N51 C71 1.329(5) .
N52 C57 1.348(5) .
N52 C71 1.326(5) .
C51 C52 1.455(5) .
C51 C56 1.413(5) .
C52 C53 1.364(6) .
C52 C79 1.485(5) .
C53 H53 0.9500 .
C53 C54 1.426(5) .
C54 C55 1.421(5) .
C54 C60 1.425(6) .
C55 C56 1.422(6) .
C55 C60 1.422(5) 3_765
C56 C57 1.415(5) .
C57 C58 1.457(5) .
C58 C59 1.374(6) .
C58 C83 1.482(5) .
C59 H59 0.9500 .
C59 C60 1.427(6) 3_765
C71 C73 1.532(5) .
C73 C74 1.543(6) .
C74 C75 1.526(6) .
C79 C80 1.353(6) .
C79 C82 1.426(6) .
C81 C82 1.357(6) .
C82 H82 0.9500 .
C83 C84 1.369(6) .
C83 C86 1.444(6) .
C85 C86 1.356(6) .
C86 H86 0.9500 .
C101 H10A 0.9800 .
C101 H10B 0.9800 .
C101 H10C 0.9800 .
C101 C102 1.648(14) .
C102 H10D 0.9900 .
C102 H10E 0.9900 .
C102 C103 1.554(12) .
C103 H10F 0.9900 .
C103 H10G 0.9900 .
C103 C104 1.549(12) .
C104 H10H 0.9900 .
C104 H10I 0.9900 .
C104 C105 1.463(12) .
C105 H10J 0.9800 .
C105 H10K 0.9800 .
C105 H10L 0.9800 .
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
Br2 C31 C32 C29 -176.5(3) . .
Br4 C35 C36 C33 178.5(3) . .
Br6 C39 C40 C37 179.6(3) . .
Br8 C43 C44 C41 -179.6(3) . .
S1 C31 C32 C29 0.8(5) . .
S2 C35 C36 C33 -1.1(5) . .
S3 C39 C40 C37 -0.4(5) . .
S4 C43 C44 C41 0.4(5) . .
F1 C23 C24 F3 65.2(4) . .
F1 C23 C24 F4 -52.0(4) . .
F1 C23 C24 C25 -172.7(4) . .
F2 C23 C24 F3 -179.5(3) . .
F2 C23 C24 F4 63.3(4) . .
F2 C23 C24 C25 -57.4(5) . .
F3 C24 C25 F5 53.8(5) . .
F3 C24 C25 F6 -64.4(5) . .
F3 C24 C25 F7 175.2(4) . .
F4 C24 C25 F5 169.9(4) . .
F4 C24 C25 F6 51.6(5) . .
F4 C24 C25 F7 -68.7(5) . .
F8 C26 C27 F10 59.1(4) . .
F8 C26 C27 F11 175.6(3) . .
F8 C26 C27 C28 -61.6(4) . .
F9 C26 C27 F10 -55.9(4) . .
F9 C26 C27 F11 60.7(4) . .
F9 C26 C27 C28 -176.6(3) . .
F10 C27 C28 F12 170.0(3) . .
F10 C27 C28 F13 -69.2(4) . .
F10 C27 C28 F14 51.0(4) . .
F11 C27 C28 F12 54.6(4) . .
F11 C27 C28 F13 175.4(3) . .
F11 C27 C28 F14 -64.5(4) . .
N1 C1 C2 C3 -178.9(4) . .
N1 C1 C2 C29 -1.2(6) . .
N1 C1 C6 C5 179.5(4) . .
N1 C1 C6 C7 4.4(6) . .
N1 C21 C23 F1 -27.4(5) . .
N1 C21 C23 F2 -147.1(3) . .
N1 C21 C23 C24 91.4(4) . .
N2 C7 C8 C9 -178.5(4) . .
N2 C7 C8 C33 8.3(6) . .
N2 C21 C23 F1 156.8(4) . .
N2 C21 C23 F2 37.1(5) . .
N2 C21 C23 C24 -84.3(4) . .
N3 C14 C15 C16 -178.9(4) . .
N3 C14 C15 C20 0.9(6) . .
N3 C22 C26 F8 30.4(5) . .
N3 C22 C26 F9 149.6(3) . .
N3 C22 C26 C27 -91.3(4) . .
N4 C22 C26 F8 -150.1(3) . .
N4 C22 C26 F9 -30.9(5) . .
N4 C22 C26 C27 88.3(4) . .
C1 N1 C21 N2 -1.2(6) . .
C1 N1 C21 C23 -176.2(3) . .
C1 C2 C3 C4 -2.8(6) . .
C1 C2 C29 C30 146.6(4) . .
C1 C2 C29 C32 -32.8(6) . .
C1 C6 C7 N2 -3.6(6) . .
C1 C6 C7 C8 172.2(3) . .
C2 C1 C6 C5 1.7(6) . .
C2 C1 C6 C7 -173.4(3) . .
C2 C3 C4 C5 6.1(6) . .
C2 C3 C4 C11 -176.5(4) . .
C2 C29 C30 Br1 -1.5(7) . .
C2 C29 C30 S1 -179.1(3) . .
C2 C29 C32 C31 178.8(4) . .
C3 C2 C29 C30 -35.8(6) . .
C3 C2 C29 C32 144.8(4) . .
C3 C4 C5 C6 -5.3(5) . .
C3 C4 C5 C10 173.4(4) . .
C3 C4 C11 C12 9.5(6) . .
C3 C4 C11 C16 -172.9(4) . .
C4 C5 C6 C1 1.6(6) . .
C4 C5 C6 C7 176.5(3) . .
C4 C5 C10 C9 -174.1(4) . .
C4 C5 C10 C17 1.5(6) . .
C4 C11 C12 C13 179.4(4) . .
C4 C11 C16 C15 176.7(4) . .
C4 C11 C16 C17 -2.5(6) . .
C5 C4 C11 C12 -173.1(4) . .
C5 C4 C11 C16 4.5(5) . .
C5 C6 C7 N2 -178.6(4) . .
C5 C6 C7 C8 -2.9(6) . .
C5 C10 C17 C16 0.6(5) . .
C5 C10 C17 C18 -178.9(4) . .
C6 C1 C2 C3 -1.1(6) . .
C6 C1 C2 C29 176.6(4) . .
C6 C5 C10 C9 4.6(5) . .
C6 C5 C10 C17 -179.8(4) . .
C6 C7 C8 C9 5.7(6) . .
C6 C7 C8 C33 -167.5(4) . .
C7 N2 C21 N1 2.0(6) . .
C7 N2 C21 C23 177.0(3) . .
C7 C8 C9 C10 -3.4(6) . .
C7 C8 C33 C34 124.9(4) . .
C7 C8 C33 C36 -52.3(6) . .
C8 C9 C10 C5 -1.8(6) . .
C8 C9 C10 C17 -177.2(4) . .
C8 C33 C34 Br3 -1.3(6) . .
C8 C33 C34 S2 -177.5(3) . .
C8 C33 C36 C35 178.1(4) . .
C9 C8 C33 C34 -48.2(6) . .
C9 C8 C33 C36 134.5(4) . .
C9 C10 C17 C16 176.0(4) . .
C9 C10 C17 C18 -3.5(6) . .
C10 C5 C6 C1 -177.1(4) . .
C10 C5 C6 C7 -2.3(6) . .
C10 C17 C18 C19 175.0(4) . .
C11 C4 C5 C6 177.2(3) . .
C11 C4 C5 C10 -4.1(6) . .
C11 C12 C13 C14 3.3(6) . .
C11 C12 C13 C37 -175.3(4) . .
C11 C16 C17 C10 -0.1(6) . .
C11 C16 C17 C18 179.4(4) . .
C12 C11 C16 C15 -5.6(5) . .
C12 C11 C16 C17 175.2(4) . .
C12 C13 C14 N3 175.0(4) . .
C12 C13 C14 C15 -4.5(6) . .
C12 C13 C37 C38 43.8(6) . .
C12 C13 C37 C40 -136.2(4) . .
C13 C14 C15 C16 0.6(6) . .
C13 C14 C15 C20 -179.7(3) . .
C13 C37 C38 Br5 1.3(6) . .
C13 C37 C38 S3 178.3(3) . .
C13 C37 C40 C39 -178.7(4) . .
C14 N3 C22 N4 -1.9(6) . .
C14 N3 C22 C26 177.6(3) . .
C14 C13 C37 C38 -134.8(4) . .
C14 C13 C37 C40 45.1(6) . .
C14 C15 C16 C11 4.5(6) . .
C14 C15 C16 C17 -176.3(4) . .
C14 C15 C20 N4 -4.3(6) . .
C14 C15 C20 C19 176.0(3) . .
C15 C16 C17 C10 -179.3(3) . .
C15 C16 C17 C18 0.2(5) . .
C16 C11 C12 C13 1.8(6) . .
C16 C15 C20 N4 175.5(4) . .
C16 C15 C20 C19 -4.3(6) . .
C16 C17 C18 C19 -4.5(6) . .
C17 C18 C19 C20 4.2(6) . .
C17 C18 C19 C41 -174.8(4) . .
C18 C19 C20 N4 -179.5(4) . .
C18 C19 C20 C15 0.2(6) . .
C18 C19 C41 C42 35.7(6) . .
C18 C19 C41 C44 -146.8(4) . .
C19 C41 C42 Br7 -2.0(7) . .
C19 C41 C42 S4 175.7(3) . .
C19 C41 C44 C43 -176.7(4) . .
C20 N4 C22 N3 -1.4(6) . .
C20 N4 C22 C26 179.1(3) . .
C20 C15 C16 C11 -175.2(3) . .
C20 C15 C16 C17 4.0(6) . .
C20 C19 C41 C42 -143.3(4) . .
C20 C19 C41 C44 34.2(6) . .
C21 N1 C1 C2 175.6(4) . .
C21 N1 C1 C6 -2.2(6) . .
C21 N2 C7 C6 0.6(5) . .
C21 N2 C7 C8 -175.1(4) . .
C21 C23 C24 F3 -55.9(5) . .
C21 C23 C24 F4 -173.1(3) . .
C21 C23 C24 C25 66.2(5) . .
C22 N3 C14 C13 -177.5(4) . .
C22 N3 C14 C15 2.0(5) . .
C22 N4 C20 C15 4.4(5) . .
C22 N4 C20 C19 -175.8(3) . .
C22 C26 C27 F10 -177.5(3) . .
C22 C26 C27 F11 -61.0(4) . .
C22 C26 C27 C28 61.7(5) . .
C23 C24 C25 F5 -69.0(5) . .
C23 C24 C25 F6 172.8(4) . .
C23 C24 C25 F7 52.5(6) . .
C26 C27 C28 F12 -68.7(5) . .
C26 C27 C28 F13 52.1(5) . .
C26 C27 C28 F14 172.2(3) . .
C29 C2 C3 C4 179.5(4) . .
C30 S1 C31 Br2 177.0(3) . .
C30 S1 C31 C32 -0.4(4) . .
C30 C29 C32 C31 -0.7(5) . .
C31 S1 C30 Br1 -177.9(3) . .
C31 S1 C30 C29 0.0(3) . .
C32 C29 C30 Br1 177.9(3) . .
C32 C29 C30 S1 0.4(5) . .
C33 C8 C9 C10 169.8(4) . .
C34 S2 C35 Br4 -178.7(3) . .
C34 S2 C35 C36 1.0(4) . .
C34 C33 C36 C35 0.7(5) . .
C35 S2 C34 Br3 -177.3(3) . .
C35 S2 C34 C33 -0.6(3) . .
C36 C33 C34 Br3 176.3(3) . .
C36 C33 C34 S2 0.1(5) . .
C37 C13 C14 N3 -6.3(6) . .
C37 C13 C14 C15 174.2(4) . .
C38 S3 C39 Br6 179.5(3) . .
C38 S3 C39 C40 -0.5(4) . .
C38 C37 C40 C39 1.3(5) . .
C39 S3 C38 Br5 178.7(3) . .
C39 S3 C38 C37 1.2(3) . .
C40 C37 C38 Br5 -178.7(3) . .
C40 C37 C38 S3 -1.6(4) . .
C41 C19 C20 N4 -0.5(6) . .
C41 C19 C20 C15 179.3(4) . .
C42 S4 C43 Br8 178.6(3) . .
C42 S4 C43 C44 -1.4(4) . .
C42 C41 C44 C43 1.1(5) . .
C43 S4 C42 Br7 -179.9(3) . .
C43 S4 C42 C41 2.0(4) . .
C44 C41 C42 Br7 -179.8(3) . .
C44 C41 C42 S4 -2.1(5) . .
Br52 C81 C82 C79 -179.6(3) . .
Br54 C85 C86 C83 178.7(3) . .
S51 C81 C82 C79 0.1(5) . .
S52 C85 C86 C83 -0.3(5) . .
F51 C73 C74 F53 -63.7(4) . .
F51 C73 C74 F54 179.6(3) . .
F51 C73 C74 C75 56.9(5) . .
F52 C73 C74 F53 50.1(4) . .
F52 C73 C74 F54 -66.7(4) . .
F52 C73 C74 C75 170.6(3) . .
F53 C74 C75 F55 -56.3(5) . .
F53 C74 C75 F56 63.3(5) . .
F53 C74 C75 F57 -175.7(4) . .
F54 C74 C75 F55 59.6(4) . .
F54 C74 C75 F56 179.2(4) . .
F54 C74 C75 F57 -59.8(5) . .
N51 C51 C52 C53 176.8(4) . .
N51 C51 C52 C79 -3.7(6) . .
N51 C51 C56 C55 -177.8(4) . .
N51 C51 C56 C57 2.4(6) . .
N51 C71 C73 F51 -35.5(5) . .
N51 C71 C73 F52 -153.0(3) . .
N51 C71 C73 C74 88.9(4) . .
N52 C57 C58 C59 -177.3(4) . .
N52 C57 C58 C83 6.1(6) . .
N52 C71 C73 F51 146.5(3) . .
N52 C71 C73 F52 29.0(5) . .
N52 C71 C73 C74 -89.0(4) . .
C51 N51 C71 N52 -2.6(6) . .
C51 N51 C71 C73 179.8(3) . .
C51 C52 C53 C54 1.4(6) . .
C51 C52 C79 C80 131.7(5) . .
C51 C52 C79 C82 -51.3(6) . .
C51 C56 C57 N52 -4.4(6) . .
C51 C56 C57 C58 174.0(4) . .
C52 C51 C56 C55 3.1(6) . .
C52 C51 C56 C57 -176.6(4) . .
C52 C53 C54 C55 2.4(6) . .
C52 C53 C54 C60 -178.8(4) . .
C52 C79 C80 Br51 -5.0(7) . .
C52 C79 C80 S51 177.1(3) . .
C52 C79 C82 C81 -177.3(4) . .
C53 C52 C79 C80 -48.8(6) . .
C53 C52 C79 C82 128.2(5) . .
C53 C54 C55 C56 -3.4(6) . .
C53 C54 C55 C60 176.4(4) . 3_765
C53 C54 C60 C55 -176.4(4) . 3_765
C53 C54 C60 C59 7.0(6) . 3_765
C54 C55 C56 C51 0.7(6) . .
C54 C55 C56 C57 -179.5(4) . .
C55 C54 C60 C55 2.5(6) . 3_765
C55 C54 C60 C59 -174.1(4) . 3_765
C55 C56 C57 N52 175.9(4) . .
C55 C56 C57 C58 -5.7(6) . .
C56 C51 C52 C53 -4.2(6) . .
C56 C51 C52 C79 175.4(4) . .
C56 C57 C58 C59 4.2(6) . .
C56 C57 C58 C83 -172.3(4) . .
C57 N52 C71 N51 0.7(6) . .
C57 N52 C71 C73 178.3(3) . .
C57 C58 C59 C60 2.2(6) . 3_765
C57 C58 C83 C84 -151.5(4) . .
C57 C58 C83 C86 30.9(6) . .
C58 C83 C84 Br53 2.9(7) . .
C58 C83 C84 S52 -177.6(3) . .
C58 C83 C86 C85 178.0(4) . .
C59 C58 C83 C84 32.1(6) . .
C59 C58 C83 C86 -145.6(4) . .
C60 C54 C55 C56 177.7(4) . .
C60 C54 C55 C60 -2.5(7) . 3_765
C60 C55 C56 C51 -179.1(4) 3_765 .
C60 C55 C56 C57 0.7(6) 3_765 .
C71 N51 C51 C52 179.9(4) . .
C71 N51 C51 C56 0.8(6) . .
C71 N52 C57 C56 3.0(5) . .
C71 N52 C57 C58 -175.4(4) . .
C71 C73 C74 F53 170.6(3) . .
C71 C73 C74 F54 53.8(5) . .
C71 C73 C74 C75 -68.9(5) . .
C73 C74 C75 F55 -177.6(4) . .
C73 C74 C75 F56 -58.0(5) . .
C73 C74 C75 F57 63.0(5) . .
C79 C52 C53 C54 -178.1(4) . .
C80 S51 C81 Br52 179.6(3) . .
C80 S51 C81 C82 -0.2(4) . .
C80 C79 C82 C81 0.1(5) . .
C81 S51 C80 Br51 -178.0(3) . .
C81 S51 C80 C79 0.2(4) . .
C82 C79 C80 Br51 177.7(3) . .
C82 C79 C80 S51 -0.2(5) . .
C83 C58 C59 C60 178.8(4) . 3_765
C84 S52 C85 Br54 -178.7(3) . .
C84 S52 C85 C86 0.3(3) . .
C84 C83 C86 C85 0.0(5) . .
C85 S52 C84 Br53 179.2(2) . .
C85 S52 C84 C83 -0.3(3) . .
C86 C83 C84 Br53 -179.2(3) . .
C86 C83 C84 S52 0.3(5) . .
C101 C102 C103 C104 -171.2(7) . .
C102 C103 C104 C105 177.6(8) . .
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
17.0019 4.0005 -25.0027 0.0377 -0.1347 0.9899
-0.0001 -36.0032 -4.0005 -0.9857 -0.1868 -0.0095
-2.0001 35.0031 7.0008 0.9667 0.2036 -0.1093
19.0019 -2.0011 4.0005 -0.1498 0.8458 0.5151
-17.0019 -4.0005 25.0027 -0.0377 0.1347 -0.9899
-8.0006 5.0016 -22.0024 0.1863 -0.9898 0.1593
