#------------------------------------------------------------------------------
#$Date: 2023-09-05 22:12:28 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286050 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/95/1569570.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_1569570
loop_
_publ_author_name
'Sun, Jiyu'
'Decato, Daniel A.'
'Bryantsev, Vyacheslav S.'
'John, Eric A.'
'Berryman, Orion B.'
_publ_section_title
;
 The interplay between hydrogen and halogen bonding: substituent effects
 and their role in the hydrogen bond enhanced halogen bond.
;
_journal_issue                   33
_journal_name_full               'Chemical science'
_journal_page_first              8924
_journal_page_last               8935
_journal_paper_doi               10.1039/d3sc02348f
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C24 H11 F6 I2 N, Cl, C24 H52 N'
_chemical_formula_sum            'C48 H63 Cl F6 I2 N2'
_chemical_formula_weight         1071.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-01-30 deposited with the CCDC.	2023-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.235(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2189(5)
_cell_length_b                   22.0601(14)
_cell_length_c                   26.8587(18)
_cell_measurement_reflns_used    9843
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.547
_cell_measurement_theta_min      2.648
_cell_volume                     4862.0(5)
_computing_cell_refinement       'SAINT V8.38A (BRUKER-AXS, 2016)'
_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT V8.38A (BRUKER-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker Photon-100 area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Fixed Chi Three-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'TRIUMPH graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            181343
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.575
_diffrn_reflns_theta_min         2.648
_diffrn_source                   'sealed tube'
_diffrn_source_type              fine-focus
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.405
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0589 before and 0.0557 after correction. The Ratio of minimum to maximum transmission is 0.9387. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       rod
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.245
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         14933
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0297P)²+5.2622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0707
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12637
_reflns_number_total             14933
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc02348f2.cif
_cod_data_source_block           umt_ob219
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1569562--1569572.cif.
;
_cod_database_code               1569570
_shelx_shelxl_version_number     2018/3
_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   0.766
_shelx_estimated_absorpt_t_min   0.711
_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. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
3.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,
 H29B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B),
 C35(H35A,H35B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B),
  C41(H41A,H41B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,
 H46B), C47(H47A,H47B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C11(H11), C12(H12), C13(H13), C19(H19), C20(H20),
 C22(H22)
3.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C36(H36A,H36B,H36C), C42(H42A,H42B,H42C), C48(H48A,H48B,
 H48C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
I1 I 0.63234(2) 0.42360(2) 0.28711(2) 0.01667(3) Uani 1 1 d . . . . .
I2 I 0.46578(2) 0.51953(2) 0.10178(2) 0.01774(3) Uani 1 1 d . . . . .
Cl1 Cl 0.57876(6) 0.41130(2) 0.17019(2) 0.01880(9) Uani 1 1 d . . . . .
F1 F 0.9024(3) 0.42751(14) 0.53802(7) 0.0966(10) Uani 1 1 d . U . A 1
F2 F 0.7504(4) 0.50693(10) 0.53863(7) 0.0861(9) Uani 1 1 d . U . B 1
F3 F 0.6542(3) 0.42217(13) 0.54648(7) 0.0822(8) Uani 1 1 d . U . C 1
F4 F 0.41502(19) 0.78555(7) -0.03756(6) 0.0372(4) Uani 1 1 d . . . . .
F5 F 0.15930(18) 0.76837(7) -0.03632(6) 0.0354(3) Uani 1 1 d . . . . .
F6 F 0.29838(19) 0.72660(7) -0.09219(5) 0.0326(3) Uani 1 1 d . . . . .
N1 N 0.5240(2) 0.57599(8) 0.23229(7) 0.0205(4) Uani 1 1 d . . . . .
H1A H 0.515(4) 0.5726(13) 0.2037(12) 0.033(8) Uiso 1 1 d . . . . .
H1B H 0.549(3) 0.5490(14) 0.2507(11) 0.030(8) Uiso 1 1 d . . . . .
C1 C 0.6737(2) 0.43398(9) 0.36452(7) 0.0174(4) Uani 1 1 d . . . . .
C2 C 0.7217(3) 0.38407(10) 0.39336(8) 0.0226(4) Uani 1 1 d . . . . .
H2 H 0.732928 0.345637 0.377974 0.027 Uiso 1 1 calc R . . . .
C3 C 0.7533(3) 0.38995(11) 0.44444(8) 0.0260(5) Uani 1 1 d . . . . .
H3 H 0.786441 0.355819 0.464056 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7357(3) 0.44639(11) 0.46656(8) 0.0252(4) Uani 1 1 d . . . . .
C5 C 0.6891(3) 0.49650(10) 0.43840(8) 0.0223(4) Uani 1 1 d . . . . .
H5 H 0.678394 0.534757 0.454121 0.027 Uiso 1 1 calc R . . . .
C6 C 0.6574(2) 0.49118(9) 0.38674(7) 0.0174(4) Uani 1 1 d . . . . .
C7 C 0.6123(2) 0.54379(9) 0.35803(7) 0.0174(4) Uani 1 1 d . . . . .
C8 C 0.5762(2) 0.58909(9) 0.33533(7) 0.0158(4) Uani 1 1 d . . . . .
C9 C 0.5317(2) 0.64031(9) 0.30503(7) 0.0141(3) Uani 1 1 d . . . . .
C10 C 0.5080(2) 0.63180(9) 0.25277(7) 0.0144(3) Uani 1 1 d . . . . .
C11 C 0.5094(2) 0.69758(9) 0.32566(7) 0.0161(4) Uani 1 1 d . . . . .
H11 H 0.526477 0.702846 0.360669 0.019 Uiso 1 1 calc R . . . .
C12 C 0.4627(2) 0.74703(9) 0.29622(7) 0.0164(4) Uani 1 1 d . . . . .
H12 H 0.445361 0.785504 0.310893 0.020 Uiso 1 1 calc R . . . .
C13 C 0.4419(2) 0.73926(9) 0.24494(7) 0.0153(3) Uani 1 1 d . . . . .
H13 H 0.411354 0.773031 0.224544 0.018 Uiso 1 1 calc R . . . .
C14 C 0.4649(2) 0.68284(9) 0.22264(7) 0.0147(3) Uani 1 1 d . . . . .
C15 C 0.4430(2) 0.67489(9) 0.16996(7) 0.0163(4) Uani 1 1 d . . . . .
C16 C 0.4249(2) 0.66452(9) 0.12607(7) 0.0176(4) Uani 1 1 d . . . . .
C17 C 0.3974(2) 0.65254(9) 0.07394(7) 0.0167(4) Uani 1 1 d . . . . .
C18 C 0.4043(2) 0.59325(9) 0.05472(7) 0.0170(4) Uani 1 1 d . . . . .
C19 C 0.3751(3) 0.58291(9) 0.00390(7) 0.0198(4) Uani 1 1 d . . . . .
H19 H 0.377944 0.542648 -0.008571 0.024 Uiso 1 1 calc R . . . .
C20 C 0.3418(3) 0.63053(10) -0.02880(7) 0.0199(4) Uani 1 1 d . . . . .
H20 H 0.323187 0.623228 -0.063514 0.024 Uiso 1 1 calc R . . . .
C21 C 0.3362(2) 0.68910(9) -0.00997(7) 0.0176(4) Uani 1 1 d . . . . .
C22 C 0.3630(2) 0.70034(9) 0.04061(7) 0.0178(4) Uani 1 1 d . . . . .
H22 H 0.358114 0.740708 0.052751 0.021 Uiso 1 1 calc R . . . .
C23 C 0.7686(4) 0.45257(13) 0.52172(9) 0.0360(6) Uani 1 1 d . . . . .
C24 C 0.3026(3) 0.74182(10) -0.04395(8) 0.0216(4) Uani 1 1 d . . . . .
N2 N 0.90786(18) 0.65827(7) 0.80144(6) 0.0136(3) Uani 1 1 d . . . . .
C25 C 0.7966(2) 0.65975(9) 0.84450(7) 0.0161(4) Uani 1 1 d . . . . .
H25A H 0.717374 0.626090 0.840167 0.019 Uiso 1 1 calc R . . . .
H25B H 0.734117 0.698129 0.842729 0.019 Uiso 1 1 calc R . . . .
C26 C 0.8807(2) 0.65470(10) 0.89598(8) 0.0202(4) Uani 1 1 d . . . . .
H26A H 0.963612 0.687057 0.900729 0.024 Uiso 1 1 calc R . . . .
H26B H 0.936388 0.615021 0.899631 0.024 Uiso 1 1 calc R . . . .
C27 C 0.7533(3) 0.66083(11) 0.93513(8) 0.0242(4) Uani 1 1 d . . . . .
H27A H 0.707011 0.702243 0.933283 0.029 Uiso 1 1 calc R . . . .
H27B H 0.663589 0.631904 0.927079 0.029 Uiso 1 1 calc R . . . .
C28 C 0.8209(3) 0.64909(11) 0.98816(8) 0.0264(5) Uani 1 1 d . . . . .
H28A H 0.915364 0.676155 0.995463 0.032 Uiso 1 1 calc R . . . .
H28B H 0.736453 0.659504 1.011592 0.032 Uiso 1 1 calc R . . . .
C29 C 0.8741(4) 0.58398(12) 0.99724(9) 0.0371(6) Uani 1 1 d . . . . .
H29A H 0.781494 0.556715 0.988133 0.044 Uiso 1 1 calc R . . . .
H29B H 0.963179 0.574270 0.975229 0.044 Uiso 1 1 calc R . . . .
C30 C 0.9321(4) 0.57192(15) 1.05069(10) 0.0441(7) Uani 1 1 d . . . . .
H30A H 0.845286 0.582133 1.072783 0.066 Uiso 1 1 calc GR . . . .
H30B H 1.028345 0.596839 1.059319 0.066 Uiso 1 1 calc GR . . . .
H30C H 0.960443 0.528969 1.054631 0.066 Uiso 1 1 calc GR . . . .
C31 C 1.0265(2) 0.71121(8) 0.80453(8) 0.0159(4) Uani 1 1 d . . . . .
H31A H 1.088743 0.711242 0.774032 0.019 Uiso 1 1 calc R . . . .
H31B H 1.105216 0.704411 0.833264 0.019 Uiso 1 1 calc R . . . .
C32 C 0.9502(2) 0.77355(9) 0.81008(9) 0.0209(4) Uani 1 1 d . . . . .
H32A H 0.887248 0.774391 0.840424 0.025 Uiso 1 1 calc R . . . .
H32B H 0.874203 0.781848 0.780968 0.025 Uiso 1 1 calc R . . . .
C33 C 1.0817(2) 0.82231(9) 0.81379(8) 0.0175(4) Uani 1 1 d . . . . .
H33A H 1.135733 0.824246 0.781804 0.021 Uiso 1 1 calc R . . . .
H33B H 1.165057 0.810776 0.840133 0.021 Uiso 1 1 calc R . . . .
C34 C 1.0154(2) 0.88497(9) 0.82563(8) 0.0190(4) Uani 1 1 d . . . . .
H34A H 0.933695 0.897071 0.798974 0.023 Uiso 1 1 calc R . . . .
H34B H 0.959884 0.883105 0.857368 0.023 Uiso 1 1 calc R . . . .
C35 C 1.1496(2) 0.93250(9) 0.83001(8) 0.0188(4) Uani 1 1 d . . . . .
H35A H 1.230976 0.920271 0.856721 0.023 Uiso 1 1 calc R . . . .
H35B H 1.205464 0.933973 0.798320 0.023 Uiso 1 1 calc R . . . .
C36 C 1.0865(3) 0.99550(10) 0.84156(9) 0.0248(4) Uani 1 1 d . . . . .
H36A H 1.009109 1.008595 0.814607 0.037 Uiso 1 1 calc GR . . . .
H36B H 1.178022 1.023997 0.844487 0.037 Uiso 1 1 calc GR . . . .
H36C H 1.031758 0.994474 0.873031 0.037 Uiso 1 1 calc GR . . . .
C37 C 0.7983(2) 0.66142(9) 0.75391(7) 0.0158(3) Uani 1 1 d . . . . .
H37A H 0.717394 0.628236 0.754761 0.019 Uiso 1 1 calc R . . . .
H37B H 0.737471 0.700163 0.753959 0.019 Uiso 1 1 calc R . . . .
C38 C 0.8832(2) 0.65696(9) 0.70520(7) 0.0171(4) Uani 1 1 d . . . . .
H38A H 0.937914 0.617124 0.703206 0.020 Uiso 1 1 calc R . . . .
H38B H 0.967261 0.688982 0.704032 0.020 Uiso 1 1 calc R . . . .
C39 C 0.7594(2) 0.66423(10) 0.66104(8) 0.0201(4) Uani 1 1 d . . . . .
H39A H 0.702871 0.703577 0.663989 0.024 Uiso 1 1 calc R . . . .
H39B H 0.676685 0.631739 0.662351 0.024 Uiso 1 1 calc R . . . .
C40 C 0.8369(2) 0.66158(10) 0.61073(8) 0.0198(4) Uani 1 1 d . . . . .
H40A H 0.920477 0.693794 0.609656 0.024 Uiso 1 1 calc R . . . .
H40B H 0.892649 0.622081 0.607756 0.024 Uiso 1 1 calc R . . . .
C41 C 0.7154(3) 0.66934(15) 0.56651(9) 0.0373(6) Uani 1 1 d . . . . .
H41A H 0.659111 0.708725 0.569541 0.045 Uiso 1 1 calc R . . . .
H41B H 0.632290 0.636947 0.567379 0.045 Uiso 1 1 calc R . . . .
C42 C 0.7938(3) 0.66709(15) 0.51659(9) 0.0411(7) Uani 1 1 d . . . . .
H42A H 0.848266 0.627944 0.513029 0.062 Uiso 1 1 calc GR . . . .
H42B H 0.873885 0.699835 0.514996 0.062 Uiso 1 1 calc GR . . . .
H42C H 0.709626 0.672043 0.489561 0.062 Uiso 1 1 calc GR . . . .
C43 C 1.0090(2) 0.60070(8) 0.80286(8) 0.0157(3) Uani 1 1 d . . . . .
H43A H 1.084670 0.602098 0.832854 0.019 Uiso 1 1 calc R . . . .
H43B H 1.076086 0.600511 0.773383 0.019 Uiso 1 1 calc R . . . .
C44 C 0.9150(2) 0.54130(9) 0.80358(8) 0.0189(4) Uani 1 1 d . . . . .
H44A H 0.842948 0.537551 0.772938 0.023 Uiso 1 1 calc R . . . .
H44B H 0.846516 0.540259 0.832722 0.023 Uiso 1 1 calc R . . . .
C45 C 1.0371(2) 0.48901(9) 0.80661(8) 0.0196(4) Uani 1 1 d . . . . .
H45A H 1.093633 0.487185 0.775048 0.023 Uiso 1 1 calc R . . . .
H45B H 1.120189 0.497287 0.833898 0.023 Uiso 1 1 calc R . . . .
C46 C 0.9591(3) 0.42764(9) 0.81573(8) 0.0191(4) Uani 1 1 d . . . . .
H46A H 0.876952 0.418853 0.788300 0.023 Uiso 1 1 calc R . . . .
H46B H 0.902209 0.429210 0.847233 0.023 Uiso 1 1 calc R . . . .
C47 C 1.0852(3) 0.37674(9) 0.81891(9) 0.0240(4) Uani 1 1 d . . . . .
H47A H 1.132379 0.372111 0.786015 0.029 Uiso 1 1 calc R . . . .
H47B H 1.174547 0.388211 0.843357 0.029 Uiso 1 1 calc R . . . .
C48 C 1.0147(3) 0.31612(10) 0.83422(10) 0.0329(5) Uani 1 1 d . . . . .
H48A H 0.928973 0.303644 0.809487 0.049 Uiso 1 1 calc GR . . . .
H48B H 0.968482 0.320221 0.866906 0.049 Uiso 1 1 calc GR . . . .
H48C H 1.101166 0.285493 0.836132 0.049 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'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 I1 119.35(16) . . ?
C2 C1 C6 120.34(19) . . ?
C6 C1 I1 120.28(14) . . ?
C3 C2 C1 120.5(2) . . ?
C2 C3 C4 119.2(2) . . ?
C3 C4 C23 119.1(2) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 C23 119.9(2) . . ?
C4 C5 C6 120.3(2) . . ?
C1 C6 C7 121.84(18) . . ?
C5 C6 C1 118.58(19) . . ?
C5 C6 C7 119.57(19) . . ?
C8 C7 C6 177.8(2) . . ?
C7 C8 C9 175.7(2) . . ?
C10 C9 C8 118.40(17) . . ?
C11 C9 C8 121.68(17) . . ?
C11 C9 C10 119.92(17) . . ?
N1 C10 C9 120.65(18) . . ?
N1 C10 C14 121.00(17) . . ?
C9 C10 C14 118.35(17) . . ?
C12 C11 C9 121.55(18) . . ?
C11 C12 C13 118.84(18) . . ?
C12 C13 C14 121.49(18) . . ?
C10 C14 C15 118.76(17) . . ?
C13 C14 C10 119.81(17) . . ?
C13 C14 C15 121.42(18) . . ?
C16 C15 C14 176.1(2) . . ?
C15 C16 C17 178.0(2) . . ?
C18 C17 C16 121.53(18) . . ?
C22 C17 C16 120.09(18) . . ?
C22 C17 C18 118.38(18) . . ?
C17 C18 I2 120.74(14) . . ?
C19 C18 I2 119.01(15) . . ?
C19 C18 C17 120.23(18) . . ?
C20 C19 C18 120.95(19) . . ?
C19 C20 C21 118.90(18) . . ?
C20 C21 C24 120.68(18) . . ?
C22 C21 C20 121.10(19) . . ?
C22 C21 C24 118.22(18) . . ?
C21 C22 C17 120.43(19) . . ?
F1 C23 F2 113.1(3) . . ?
F1 C23 F3 102.9(3) . . ?
F1 C23 C4 113.6(2) . . ?
F2 C23 F3 100.9(3) . . ?
F2 C23 C4 114.4(2) . . ?
F3 C23 C4 110.4(2) . . ?
F4 C24 F5 105.73(18) . . ?
F4 C24 C21 112.31(17) . . ?
F5 C24 C21 112.35(17) . . ?
F6 C24 F4 106.55(17) . . ?
F6 C24 F5 106.42(17) . . ?
F6 C24 C21 112.96(18) . . ?
C25 N2 C31 110.78(15) . . ?
C25 N2 C37 106.58(14) . . ?
C25 N2 C43 110.63(14) . . ?
C31 N2 C37 110.98(14) . . ?
C43 N2 C31 107.02(14) . . ?
C43 N2 C37 110.91(15) . . ?
N2 C25 C26 115.54(15) . . ?
C25 C26 C27 109.02(17) . . ?
C28 C27 C26 113.60(18) . . ?
C29 C28 C27 113.46(19) . . ?
C30 C29 C28 113.1(2) . . ?
N2 C31 C32 115.64(15) . . ?
C31 C32 C33 110.47(16) . . ?
C32 C33 C34 113.11(16) . . ?
C35 C34 C33 111.97(16) . . ?
C36 C35 C34 113.01(17) . . ?
C38 C37 N2 116.12(15) . . ?
C37 C38 C39 110.10(16) . . ?
C38 C39 C40 113.00(17) . . ?
C41 C40 C39 113.57(18) . . ?
C40 C41 C42 113.2(2) . . ?
N2 C43 C44 116.32(15) . . ?
C43 C44 C45 108.57(16) . . ?
C46 C45 C44 113.45(17) . . ?
C45 C46 C47 111.82(17) . . ?
C48 C47 C46 113.15(19) . . ?
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
I1 C1 2.100(2) . ?
I2 C18 2.104(2) . ?
F1 C23 1.285(3) . ?
F2 C23 1.294(3) . ?
F3 C23 1.359(4) . ?
F4 C24 1.340(2) . ?
F5 C24 1.341(3) . ?
F6 C24 1.337(2) . ?
N1 C10 1.358(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.388(3) . ?
C3 C4 1.391(3) . ?
C4 C5 1.381(3) . ?
C4 C23 1.497(3) . ?
C5 C6 1.402(3) . ?
C6 C7 1.431(3) . ?
C7 C8 1.199(3) . ?
C8 C9 1.428(3) . ?
C9 C10 1.419(3) . ?
C9 C11 1.396(3) . ?
C10 C14 1.420(3) . ?
C11 C12 1.389(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.399(3) . ?
C14 C15 1.427(3) . ?
C15 C16 1.202(3) . ?
C16 C17 1.430(3) . ?
C17 C18 1.409(3) . ?
C17 C22 1.402(3) . ?
C18 C19 1.391(3) . ?
C19 C20 1.387(3) . ?
C20 C21 1.389(3) . ?
C21 C22 1.386(3) . ?
C21 C24 1.494(3) . ?
N2 C25 1.515(2) . ?
N2 C31 1.521(2) . ?
N2 C37 1.522(2) . ?
N2 C43 1.517(2) . ?
C25 C26 1.515(3) . ?
C26 C27 1.531(3) . ?
C27 C28 1.522(3) . ?
C28 C29 1.517(4) . ?
C29 C30 1.510(4) . ?
C31 C32 1.522(3) . ?
C32 C33 1.524(3) . ?
C33 C34 1.526(3) . ?
C34 C35 1.522(3) . ?
C35 C36 1.521(3) . ?
C37 C38 1.520(3) . ?
C38 C39 1.527(3) . ?
C39 C40 1.527(3) . ?
C40 C41 1.517(3) . ?
C41 C42 1.521(4) . ?
C43 C44 1.522(3) . ?
C44 C45 1.528(3) . ?
C45 C46 1.524(3) . ?
C46 C47 1.527(3) . ?
C47 C48 1.523(3) . ?
