#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:39:32 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288770 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/01/1570188.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_1570188
loop_
_publ_author_name
'Vainauskas, Jogirdas'
'Borchers, Tristan H.'
'Arhangelskis, Mihails'
'McCormick McPherson, Laura J'
'Spilfogel, Toni S.'
'Hamzehpoor, Ehsan'
'Topić, Filip'
'Coles, Simon J.'
'Perepichka, Dmytro F.'
'Barrett, Christopher J.'
'Friščić, Tomislav'
_publ_section_title
;
 Halogen bonding with carbon: directional assembly of non-derivatised
 aromatic carbon systems into robust supramolecular ladder architectures.
;
_journal_issue                   45
_journal_name_full               'Chemical science'
_journal_page_first              13031
_journal_page_last               13041
_journal_paper_doi               10.1039/d3sc04191c
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C18 H12, 2.5(C6 F4 I2)'
_chemical_formula_sum            'C33 H12 F10 I5'
_chemical_formula_weight         1232.93
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-07-13 deposited with the CCDC.	2023-10-09 downloaded from the CCDC.
;
_cell_angle_alpha                94.961(6)
_cell_angle_beta                 93.811(6)
_cell_angle_gamma                97.532(7)
_cell_formula_units_Z            2
_cell_length_a                   6.1683(5)
_cell_length_b                   15.3618(13)
_cell_length_c                   18.5460(13)
_cell_measurement_reflns_used    2904
_cell_measurement_temperature    291.9(4)
_cell_measurement_theta_max      71.7970
_cell_measurement_theta_min      3.8720
_cell_volume                     1730.3(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291.9(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -111.00 -74.00   1.00    1.79    --  -41.27-140.00 134.00   37
  2  ω    -59.00 -33.00   1.00    1.79    --  -41.27 140.00-166.00   26
  3  ω    -80.00 -38.00   1.00    1.79    --  -41.27 130.00  19.00   42
  4  ω     65.00  90.00   1.00    1.79    --   41.27-130.00 -52.00   25
  5  ω     46.00  71.00   1.00    1.79    --   41.27-140.00 134.00   25
  6  ω     61.00 124.00   1.00    7.16    --  102.80-140.00 134.00   63
  7  ω     61.00 111.00   1.00    7.16    --  102.80-130.00 -52.00   50
  8  ω     91.00 120.00   1.00    7.16    --  102.80 140.00-166.00   29
  9  ω    110.00 136.00   1.00    7.16    --  102.80 130.00  19.00   26
 10  ω   -120.00   0.00   1.00    1.79    --  -41.27 -19.00  90.00  120
 11  ω   -109.00 -18.00   1.00    1.79    --  -41.27 -38.00   0.00   91
 12  ω     28.00  89.00   1.00    1.79    --   41.27-125.00 -30.00   61
 13  ω     45.00 114.00   1.00    7.16    --  102.80 -45.00 -90.00   69
 14  ω    103.00 163.00   1.00    7.16    --  102.80  77.00  30.00   60
 15  ω    106.00 177.00   1.00    7.16    --  102.80  77.00-120.00   71
 16  ω     39.00  74.00   1.00    7.16    --  102.80-111.00-150.00   35
 17  ω     64.00 103.00   1.00    7.16    --  102.80 -94.00 -30.00   39
 18  ω    116.00 176.00   1.00    7.16    --  102.80 111.00 -30.00   60
 19  ω     81.00 106.00   1.00    7.16    --  102.80-111.00-150.00   25
 20  ω    103.00 136.00   1.00    7.16    --  102.80  77.00   0.00   33
 21  ω    145.00 173.00   1.00    7.16    --  102.80  77.00   0.00   28
 22  ω     40.00  65.00   1.00    7.16    --  102.80 -77.00  30.00   25
 23  ω    104.00 174.00   1.00    7.16    --  102.80 111.00  60.00   70
 24  ω    115.00 167.00   1.00    7.16    --  102.80 111.00 -90.00   52
 25  ω     59.00 108.00   1.00    7.16    --  102.80-111.00 150.00   49
 26  ω     93.00 168.00   1.00    7.16    --  102.80  30.00 -30.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0713471000
_diffrn_orient_matrix_UB_12      -0.0071477000
_diffrn_orient_matrix_UB_13      0.0802252000
_diffrn_orient_matrix_UB_21      0.1458550000
_diffrn_orient_matrix_UB_22      -0.0698352000
_diffrn_orient_matrix_UB_23      -0.0234190000
_diffrn_orient_matrix_UB_31      0.1936506000
_diffrn_orient_matrix_UB_32      0.0734885000
_diffrn_orient_matrix_UB_33      -0.0033208000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14023
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.640
_diffrn_reflns_theta_min         3.951
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    36.001
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    2.366
_exptl_crystal_description       lath
_exptl_crystal_F_000             1130
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.130
_refine_diff_density_min         -1.635
_refine_diff_density_rms         0.185
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6690
_refine_ls_number_restraints     348
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0750
_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)+(0.1183P)²+2.5413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2011
_refine_ls_wR_factor_ref         0.2656
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3422
_reflns_number_total             6690
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc04191c3.cif
_cod_data_source_block           benzanthra_14tfib_auto_gaussian
_cod_depositor_comments
'Adding full bibliography for 1570178--1570188.cif.'
_cod_database_code               1570188
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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   0.221
_shelx_estimated_absorpt_t_min   0.064
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C7A(H7A), C14A(H14A), C2A(H2A), C4A(H4A), C5A(H5A), C9A(H9A),
 C10A(H10A), C11A(H11A), C12A(H12A), C17A(H17A), C18A(H18A)
3.b Fitted hexagon refined as free rotating group:
 C15A(C6A,C7A,C8A,C13A,C14A)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.854
_oxdiff_exptl_absorpt_empirical_full_min 0.570
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
C1A C 0.419(4) 0.5865(13) 0.4105(12) 0.112(5) Uani 1 1 d . . . . .
H1A H 0.405264 0.638870 0.437947 0.135 Uiso 1 1 calc R U . . .
F1B F 0.9526(19) 0.2688(7) 0.5207(7) 0.116(4) Uani 1 1 d . . . . .
I1B I 1.3504(2) 0.19768(9) 0.44254(6) 0.0997(4) Uani 1 1 d . . . . .
F2B F 0.7110(18) 0.2089(7) 0.6247(7) 0.116(4) Uani 1 1 d . . . . .
I2B I 0.72893(18) 0.04310(7) 0.71607(6) 0.0865(4) Uani 1 1 d . . . . .
F3B F 1.1283(17) -0.0258(7) 0.6391(7) 0.112(4) Uani 1 1 d . . . . .
F4B F 1.3639(19) 0.0353(8) 0.5361(8) 0.138(5) Uani 1 1 d . . . . .
C1B C 1.162(2) 0.1507(10) 0.5261(8) 0.071(3) Uani 1 1 d . . . . .
C2B C 0.998(2) 0.1958(9) 0.5496(7) 0.064(3) Uani 1 1 d . . . . .
C3B C 0.874(2) 0.1623(10) 0.6036(8) 0.069(3) Uani 1 1 d . . . . .
C4B C 0.914(2) 0.0892(8) 0.6347(7) 0.060(3) Uani 1 1 d . . . . .
C5B C 1.079(2) 0.0481(9) 0.6090(9) 0.072(3) Uani 1 1 d . . . . .
C6B C 1.199(2) 0.0793(9) 0.5543(9) 0.071(3) Uani 1 1 d . . . . .
I1C I 0.7083(2) 0.41886(9) 0.14023(6) 0.1043(5) Uani 1 1 d . . . . .
F1C F 1.1228(16) 0.3608(7) 0.0641(6) 0.103(3) Uani 1 1 d . . . . .
F2C F 0.6577(15) 0.5771(7) 0.0424(6) 0.101(3) Uani 1 1 d . . . . .
C1C C 1.059(2) 0.4304(9) 0.0329(8) 0.071(3) Uani 1 1 d . . . . .
C2C C 0.882(2) 0.4675(9) 0.0561(7) 0.068(3) Uani 1 1 d . . . . .
C3C C 0.827(2) 0.5375(10) 0.0224(8) 0.074(3) Uani 1 1 d . . . . .
C15A C 0.503(2) 0.3353(6) 0.2956(6) 0.102(4) Uani 1 1 d G . . . .
C6A C 0.692(2) 0.3026(8) 0.3196(5) 0.095(4) Uani 1 1 d G . . . .
C7A C 0.7415(18) 0.2232(9) 0.2874(7) 0.124(5) Uani 1 1 d G . . . .
H7A H 0.867911 0.201353 0.303496 0.149 Uiso 1 1 calc R U . . .
C8A C 0.602(3) 0.1765(6) 0.2312(7) 0.109(5) Uani 1 1 d G . . . .
C13A C 0.413(2) 0.2092(8) 0.2071(5) 0.113(5) Uani 1 1 d G . . . .
C14A C 0.3636(17) 0.2886(9) 0.2394(7) 0.116(5) Uani 1 1 d G . . . .
H14A H 0.237159 0.310452 0.223299 0.139 Uiso 1 1 calc R U . . .
I1D I 0.2935(2) 0.83802(9) -0.00590(6) 0.1044(5) Uani 1 1 d . . . . .
I2D I -0.31656(18) 0.68370(8) 0.27056(6) 0.0879(4) Uani 1 1 d . . . . .
F1D F -0.1118(17) 0.9063(7) 0.0706(6) 0.107(3) Uani 1 1 d . . . . .
F2D F -0.3447(16) 0.8460(6) 0.1760(6) 0.098(3) Uani 1 1 d . . . . .
F3D F 0.0965(16) 0.6198(6) 0.1973(6) 0.092(3) Uani 1 1 d . . . . .
F4D F 0.3297(15) 0.6799(7) 0.0928(6) 0.100(3) Uani 1 1 d . . . . .
C1D C 0.115(2) 0.7928(10) 0.0781(7) 0.070(3) Uani 1 1 d . . . . .
C2D C -0.058(2) 0.8341(10) 0.1024(9) 0.078(4) Uani 1 1 d . . . . .
C3D C -0.182(2) 0.8036(10) 0.1554(9) 0.073(3) Uani 1 1 d . . . . .
C4D C -0.133(2) 0.7342(10) 0.1894(7) 0.067(3) Uani 1 1 d . . . . .
C5D C 0.040(2) 0.6928(9) 0.1673(8) 0.068(3) Uani 1 1 d . . . . .
C6D C 0.163(2) 0.7227(10) 0.1109(8) 0.068(3) Uani 1 1 d . . . . .
C2A C 0.602(4) 0.5421(12) 0.4256(13) 0.114(5) Uani 1 1 d . . . . .
H2A H 0.715736 0.564554 0.460531 0.137 Uiso 1 1 calc R U . . .
C3A C 0.599(4) 0.4630(13) 0.3840(12) 0.106(4) Uani 1 1 d . . . . .
C4A C 0.775(4) 0.4284(16) 0.4053(14) 0.129(6) Uani 1 1 d . . . . .
H4A H 0.869761 0.459222 0.442770 0.155 Uiso 1 1 calc R U . . .
C5A C 0.830(5) 0.3427(16) 0.3725(14) 0.135(7) Uani 1 1 d . . . . .
H5A H 0.954505 0.319311 0.388480 0.162 Uiso 1 1 calc R U . . .
C9A C 0.643(4) 0.0901(13) 0.1941(11) 0.109(5) Uani 1 1 d . . . . .
H9A H 0.765397 0.063322 0.205811 0.131 Uiso 1 1 calc R U . . .
C10A C 0.478(4) 0.0536(14) 0.1401(12) 0.120(6) Uani 1 1 d . . . . .
H10A H 0.493604 -0.000618 0.115986 0.143 Uiso 1 1 calc R U . . .
C11A C 0.306(5) 0.089(2) 0.1208(17) 0.149(8) Uani 1 1 d . . . . .
H11A H 0.208279 0.061237 0.082953 0.179 Uiso 1 1 calc R U . . .
C12A C 0.265(4) 0.1678(15) 0.1550(13) 0.126(6) Uani 1 1 d . . . . .
H12A H 0.138232 0.191563 0.142434 0.152 Uiso 1 1 calc R U . . .
C16A C 0.450(4) 0.4250(14) 0.3299(12) 0.113(5) Uani 1 1 d . . . . .
C17A C 0.284(4) 0.4616(15) 0.3128(11) 0.115(5) Uani 1 1 d . . . . .
H17A H 0.181581 0.434319 0.276040 0.138 Uiso 1 1 calc R U . . .
C18A C 0.251(4) 0.5503(15) 0.3519(13) 0.125(6) Uani 1 1 d . . . . .
H18A H 0.132103 0.579214 0.339426 0.151 Uiso 1 1 calc R U . . .
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'
I I -0.3257 6.8362 '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
0 1 -1 0.0570
-3 4 -8 0.0570
-3 -4 -2 0.0634
0 0 -12 0.0371
0 0 -12 0.0352
3 6 -6 0.0925
-2 -6 -5 0.0543
3 6 -3 0.0957
-3 -5 5 0.0694
3 3 -6 0.0932
0 -7 -8 0.0285
2 -3 -10 0.0680
-3 2 8 0.0472
-3 6 4 0.0421
0 -10 -2 0.0383
4 -2 -4 0.0941
0 0 12 0.0209
0 9 4 0.0757
3 -3 5 0.0744
1 -9 7 0.0453
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
C2A C1A H1A 119.8 . . ?
C2A C1A C18A 120(2) . . ?
C18A C1A H1A 119.8 . . ?
C2B C1B I1B 119.5(11) . . ?
C6B C1B I1B 120.5(10) . . ?
C6B C1B C2B 120.1(12) . . ?
F1B C2B C1B 121.7(11) . . ?
F1B C2B C3B 120.1(12) . . ?
C1B C2B C3B 118.1(13) . . ?
F2B C3B C2B 116.1(12) . . ?
C4B C3B F2B 121.4(11) . . ?
C4B C3B C2B 122.5(12) . . ?
C3B C4B I2B 121.0(9) . . ?
C3B C4B C5B 116.3(11) . . ?
C5B C4B I2B 122.7(10) . . ?
F3B C5B C6B 119.2(13) . . ?
C4B C5B F3B 118.9(12) . . ?
C4B C5B C6B 122.0(13) . . ?
F4B C6B C5B 116.2(14) . . ?
C1B C6B F4B 122.6(12) . . ?
C1B C6B C5B 121.1(13) . . ?
F1C C1C C2C 120.2(12) . . ?
F1C C1C C3C 118.7(15) . 2_765 ?
C3C C1C C2C 121.1(15) 2_765 . ?
C1C C2C I1C 121.1(12) . . ?
C3C C2C I1C 121.8(11) . . ?
C3C C2C C1C 117.0(12) . . ?
F2C C3C C1C 117.9(16) . 2_765 ?
F2C C3C C2C 120.3(12) . . ?
C2C C3C C1C 121.8(14) . 2_765 ?
C6A C15A C14A 120.0 . . ?
C6A C15A C16A 120.3(14) . . ?
C14A C15A C16A 119.7(14) . . ?
C15A C6A C7A 120.0 . . ?
C5A C6A C15A 123.4(16) . . ?
C5A C6A C7A 116.6(16) . . ?
C6A C7A H7A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C7A C8A C9A 123.2(15) . . ?
C13A C8A C7A 120.0 . . ?
C13A C8A C9A 116.8(15) . . ?
C8A C13A C14A 120.0 . . ?
C12A C13A C8A 124.5(17) . . ?
C12A C13A C14A 115.5(17) . . ?
C15A C14A H14A 120.0 . . ?
C13A C14A C15A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C2D C1D I1D 121.6(11) . . ?
C6D C1D I1D 120.9(11) . . ?
C6D C1D C2D 117.5(12) . . ?
F1D C2D C1D 119.2(12) . . ?
C3D C2D F1D 118.3(14) . . ?
C3D C2D C1D 122.4(15) . . ?
F2D C3D C2D 119.4(14) . . ?
F2D C3D C4D 119.9(12) . . ?
C4D C3D C2D 120.7(14) . . ?
C3D C4D I2D 122.7(11) . . ?
C3D C4D C5D 118.1(12) . . ?
C5D C4D I2D 119.1(11) . . ?
F3D C5D C4D 122.1(11) . . ?
F3D C5D C6D 116.7(13) . . ?
C4D C5D C6D 121.1(14) . . ?
F4D C6D C1D 122.1(12) . . ?
F4D C6D C5D 117.8(14) . . ?
C1D C6D C5D 120.1(13) . . ?
C1A C2A H2A 122.8 . . ?
C3A C2A C1A 114(2) . . ?
C3A C2A H2A 122.8 . . ?
C4A C3A C2A 108(3) . . ?
C4A C3A C16A 124(3) . . ?
C16A C3A C2A 129(2) . . ?
C3A C4A H4A 118.2 . . ?
C3A C4A C5A 124(3) . . ?
C5A C4A H4A 118.2 . . ?
C6A C5A C4A 116(2) . . ?
C6A C5A H5A 122.2 . . ?
C4A C5A H5A 122.2 . . ?
C8A C9A H9A 123.2 . . ?
C10A C9A C8A 114(2) . . ?
C10A C9A H9A 123.2 . . ?
C9A C10A H10A 117.3 . . ?
C11A C10A C9A 125(3) . . ?
C11A C10A H10A 117.3 . . ?
C10A C11A H11A 119.3 . . ?
C10A C11A C12A 121(3) . . ?
C12A C11A H11A 119.3 . . ?
C13A C12A C11A 118(3) . . ?
C13A C12A H12A 120.9 . . ?
C11A C12A H12A 120.9 . . ?
C3A C16A C15A 113(2) . . ?
C17A C16A C15A 126(3) . . ?
C17A C16A C3A 120(3) . . ?
C16A C17A H17A 119.6 . . ?
C16A C17A C18A 121(2) . . ?
C18A C17A H17A 119.6 . . ?
C1A C18A C17A 115(2) . . ?
C1A C18A H18A 122.4 . . ?
C17A C18A H18A 122.4 . . ?
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
C1A H1A 0.9300 . ?
C1A C2A 1.42(3) . ?
C1A C18A 1.47(3) . ?
F1B C2B 1.338(16) . ?
I1B C1B 2.116(13) . ?
F2B C3B 1.370(16) . ?
I2B C4B 2.071(10) . ?
F3B C5B 1.368(17) . ?
F4B C6B 1.336(16) . ?
C1B C2B 1.374(19) . ?
C1B C6B 1.29(2) . ?
C2B C3B 1.394(16) . ?
C3B C4B 1.349(19) . ?
C4B C5B 1.354(19) . ?
C5B C6B 1.381(18) . ?
I1C C2C 2.086(11) . ?
F1C C1C 1.350(18) . ?
F2C C3C 1.332(17) . ?
C1C C2C 1.37(2) . ?
C1C C3C 1.373(18) 2_765 ?
C2C C3C 1.36(2) . ?
C15A C6A 1.3900 . ?
C15A C14A 1.3900 . ?
C15A C16A 1.55(2) . ?
C6A C7A 1.3900 . ?
C6A C5A 1.31(3) . ?
C7A H7A 0.9300 . ?
C7A C8A 1.3900 . ?
C8A C13A 1.3900 . ?
C8A C9A 1.50(2) . ?
C13A C14A 1.3900 . ?
C13A C12A 1.34(3) . ?
C14A H14A 0.9300 . ?
I1D C1D 2.083(12) . ?
I2D C4D 2.083(12) . ?
F1D C2D 1.369(19) . ?
F2D C3D 1.326(17) . ?
F3D C5D 1.370(18) . ?
F4D C6D 1.335(17) . ?
C1D C2D 1.39(2) . ?
C1D C6D 1.34(2) . ?
C2D C3D 1.361(19) . ?
C3D C4D 1.34(2) . ?
C4D C5D 1.38(2) . ?
C5D C6D 1.408(17) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.38(3) . ?
C3A C4A 1.32(3) . ?
C3A C16A 1.35(3) . ?
C4A H4A 0.9300 . ?
C4A C5A 1.49(3) . ?
C5A H5A 0.9300 . ?
C9A H9A 0.9300 . ?
C9A C10A 1.40(3) . ?
C10A H10A 0.9300 . ?
C10A C11A 1.30(4) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.37(4) . ?
C12A H12A 0.9300 . ?
C16A C17A 1.26(3) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.53(3) . ?
C18A H18A 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1A C2A C3A C4A -178.3(15) . . . . ?
C1A C2A C3A C16A 3(3) . . . . ?
F1B C2B C3B F2B -1(2) . . . . ?
F1B C2B C3B C4B -179.7(15) . . . . ?
I1B C1B C2B F1B 0(2) . . . . ?
I1B C1B C2B C3B 178.7(11) . . . . ?
I1B C1B C6B F4B 4(2) . . . . ?
I1B C1B C6B C5B 179.7(12) . . . . ?
F2B C3B C4B I2B 0(2) . . . . ?
F2B C3B C4B C5B 179.4(15) . . . . ?
I2B C4B C5B F3B -2(2) . . . . ?
I2B C4B C5B C6B 179.4(12) . . . . ?
F3B C5B C6B F4B -2(2) . . . . ?
F3B C5B C6B C1B -177.7(16) . . . . ?
C1B C2B C3B F2B -179.2(15) . . . . ?
C1B C2B C3B C4B 2(2) . . . . ?
C2B C1B C6B F4B -176.5(16) . . . . ?
C2B C1B C6B C5B -1(3) . . . . ?
C2B C3B C4B I2B 179.0(12) . . . . ?
C2B C3B C4B C5B -2(2) . . . . ?
C3B C4B C5B F3B 179.3(14) . . . . ?
C3B C4B C5B C6B 0(2) . . . . ?
C4B C5B C6B F4B 176.9(16) . . . . ?
C4B C5B C6B C1B 1(3) . . . . ?
C6B C1B C2B F1B -178.7(16) . . . . ?
C6B C1B C2B C3B 0(2) . . . . ?
I1C C2C C3C F2C 0(2) . . . . ?
I1C C2C C3C C1C 180.0(10) . . . 2_765 ?
F1C C1C C2C I1C 0.7(18) . . . . ?
F1C C1C C2C C3C 179.8(13) . . . . ?
C1C C2C C3C F2C -179.5(13) . . . . ?
C1C C2C C3C C1C 1(2) . . . 2_765 ?
C3C C1C C2C I1C -180.0(10) 2_765 . . . ?
C3C C1C C2C C3C -1(2) 2_765 . . . ?
C15A C6A C7A C8A 0.0 . . . . ?
C15A C6A C5A C4A -1(3) . . . . ?
C15A C16A C17A C18A 179.3(12) . . . . ?
C6A C15A C14A C13A 0.0 . . . . ?
C6A C15A C16A C3A -1.8(15) . . . . ?
C6A C15A C16A C17A 179.9(13) . . . . ?
C6A C7A C8A C13A 0.0 . . . . ?
C6A C7A C8A C9A -179.4(10) . . . . ?
C7A C6A C5A C4A 179.1(14) . . . . ?
C7A C8A C13A C14A 0.0 . . . . ?
C7A C8A C13A C12A -177.7(13) . . . . ?
C7A C8A C9A C10A 178.5(10) . . . . ?
C8A C13A C14A C15A 0.0 . . . . ?
C8A C13A C12A C11A -3(2) . . . . ?
C8A C9A C10A C11A 1(3) . . . . ?
C13A C8A C9A C10A -0.9(15) . . . . ?
C14A C15A C6A C7A 0.0 . . . . ?
C14A C15A C6A C5A -179.7(17) . . . . ?
C14A C15A C16A C3A 179.9(10) . . . . ?
C14A C15A C16A C17A 1.5(19) . . . . ?
C14A C13A C12A C11A 179.5(15) . . . . ?
I1D C1D C2D F1D 0(2) . . . . ?
I1D C1D C2D C3D 177.5(12) . . . . ?
I1D C1D C6D F4D 2(2) . . . . ?
I1D C1D C6D C5D -179.6(10) . . . . ?
I2D C4D C5D F3D -0.4(18) . . . . ?
I2D C4D C5D C6D 177.7(10) . . . . ?
F1D C2D C3D F2D -2(2) . . . . ?
F1D C2D C3D C4D -178.6(15) . . . . ?
F2D C3D C4D I2D 4(2) . . . . ?
F2D C3D C4D C5D -178.8(14) . . . . ?
F3D C5D C6D F4D -2.3(19) . . . . ?
F3D C5D C6D C1D 178.9(13) . . . . ?
C1D C2D C3D F2D -180.0(15) . . . . ?
C1D C2D C3D C4D 4(3) . . . . ?
C2D C1D C6D F4D -178.3(14) . . . . ?
C2D C1D C6D C5D 0(2) . . . . ?
C2D C3D C4D I2D -179.7(12) . . . . ?
C2D C3D C4D C5D -2(2) . . . . ?
C3D C4D C5D F3D -177.8(13) . . . . ?
C3D C4D C5D C6D 0(2) . . . . ?
C4D C5D C6D F4D 179.5(13) . . . . ?
C4D C5D C6D C1D 1(2) . . . . ?
C6D C1D C2D F1D 179.7(14) . . . . ?
C6D C1D C2D C3D -3(2) . . . . ?
C2A C1A C18A C17A 3(2) . . . . ?
C2A C3A C4A C5A -179.4(18) . . . . ?
C2A C3A C16A C15A 179.7(14) . . . . ?
C2A C3A C16A C17A -2(3) . . . . ?
C3A C4A C5A C6A 0(3) . . . . ?
C3A C16A C17A C18A 1(3) . . . . ?
C4A C3A C16A C15A 1(2) . . . . ?
C4A C3A C16A C17A 179.5(16) . . . . ?
C5A C6A C7A C8A 179.7(15) . . . . ?
C9A C8A C13A C14A 179.5(9) . . . . ?
C9A C8A C13A C12A 1.7(13) . . . . ?
C9A C10A C11A C12A -2(4) . . . . ?
C10A C11A C12A C13A 3(3) . . . . ?
C12A C13A C14A C15A 177.9(11) . . . . ?
C16A C15A C6A C7A -178.4(9) . . . . ?
C16A C15A C6A C5A 1.9(17) . . . . ?
C16A C15A C14A C13A 178.4(9) . . . . ?
C16A C3A C4A C5A -1(3) . . . . ?
C16A C17A C18A C1A -2(2) . . . . ?
C18A C1A C2A C3A -3(2) . . . . ?
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
-0.0001 1.0006 -1.0011 -0.0875 -0.0465 0.0768
-2.5835 4.0663 -8.1214 -0.8649 -0.4706 -0.1745
-3.3727 -3.5889 -1.8344 -0.3621 -0.1983 -0.9108
-0.1571 0.3445 -11.9445 -0.9719 0.2327 0.0346
0.1528 -0.4523 -11.9209 -0.9422 0.3331 0.0359
2.6079 5.7683 -5.5620 -0.3014 0.1078 0.9474
-2.2535 -5.6507 -4.9677 -0.5189 0.1823 -0.8352
2.8228 5.9479 -3.0620 -0.0868 0.0681 0.9939
-2.8963 -5.0207 5.2861 0.2533 -0.1956 -0.9474
3.1234 3.3272 -6.4541 -0.3187 0.3744 0.8708
-0.0291 -6.9634 -7.6534 -0.5663 0.6613 -0.4919
2.0715 -2.9405 -10.0075 -0.6340 0.7419 0.2183
-3.0516 1.9974 8.1377 0.4208 -0.7752 -0.4712
-3.0098 6.4640 4.2291 0.0783 -0.9894 -0.1219
0.0773 -9.6414 -1.6533 -0.0582 0.7233 -0.6881
3.8117 -1.7598 -4.3082 -0.0611 0.7797 0.6231
0.1527 -0.3561 11.9469 0.9719 -0.2326 -0.0363
0.0221 8.7805 4.4436 0.2953 -0.7140 0.6348
3.4375 -2.9740 5.2363 0.6866 0.5864 0.4297
0.6493 -8.7232 6.6295 0.6405 0.5486 -0.5373
