#------------------------------------------------------------------------------
#$Date: 2022-03-31 00:58:01 +0300 (Thu, 31 Mar 2022) $
#$Revision: 274133 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/99/7129911.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_7129911
loop_
_publ_author_name
'Nieland, Esther'
'Komisarek, Daniel'
'Hohloch, Stephan'
'Wurst, Klaus'
'Vasylyeva, Vera'
'Weingart, Oliver'
'Schmidt, Bernd M.'
_publ_section_title
;
 Supramolecular Networks by Imine Halogen Bonding
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00799A
_journal_year                    2022
_chemical_formula_moiety         'C6 F5 I, C48 H48 N6, C H4 O'
_chemical_formula_sum            'C55 H52 F5 I N6 O'
_chemical_formula_weight         1034.92
_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
_audit_creation_date             2022-03-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-03-18 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                116.465(5)
_cell_angle_beta                 108.720(5)
_cell_angle_gamma                90.484(7)
_cell_formula_units_Z            2
_cell_length_a                   12.0972(18)
_cell_length_b                   15.049(3)
_cell_length_c                   15.5995(18)
_cell_measurement_reflns_used    9122
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.890
_cell_measurement_theta_min      2.622
_cell_volume                     2369.1(7)
_computing_cell_refinement       'SAINT V8.40A (2016)'
_computing_data_collection       'Bruker Apex3 suite, 2021'
_computing_data_reduction        'SAINT V8.40A (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      153.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'omega phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            80779
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_min         1.806
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1232 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.9064.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       block
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         9695
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0365
_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)+(0.0285P)²+2.0023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0793
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7992
_reflns_number_total             9695
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc00799a2.cif
_cod_data_source_block           sh_bms_034_0m
_cod_original_cell_volume        2369.1(6)
_cod_database_code               7129911
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_exptl_absorpt_special_details   'Blessing, 1995'
_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, All O(H) groups
2. Restrained distances
 C101-I10A
 2.01 with sigma of 0.01
 C100-F11A
 1.34 with sigma of 0.01
 C105-F11A
 2.35 with sigma of 0.01
 C101-F11A
 2.35 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F11A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 Sof(I10A)=Sof(F11A)=1-FVAR(1)
 Sof(I10)=Sof(F11)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C10(H10A,H10B), C30(H30A,H30B), C39(H39A,H39B), C20(H20A,
 H20B), C29(H29A,H29B)
5.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C23(H23), C31(H31), C13(H13), C33(H33), C11(H11), C18(H18),
 C38(H38), C28(H28), C25(H25), C37(H37), C17(H17), C35(H35), C27(H27), C36(H36),
  C16(H16), C15(H15), C26(H26)
5.c Idealised Me refined as rotating group:
 C7A(H7AA,H7AB,H7AC), C7(H7A,H7B,H7C), C9A(H9AA,H9AB,H9AC), C9(H9A,H9B,H9C),
 C8(H8A,H8B,H8C), C8A(H8AA,H8AB,H8AC), C200(H20C,H20D,H20E)
5.d Idealised tetrahedral OH refined as rotating group:
 O200(H200)
;
_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
F15 F 0.93334(15) 1.05178(13) 0.73547(13) 0.0423(4) Uani 1 1 d . . . . .
F13 F 1.08274(17) 1.20709(13) 0.58336(17) 0.0562(5) Uani 1 1 d . . . . .
F14 F 1.09926(15) 1.18364(13) 0.74949(15) 0.0527(5) Uani 1 1 d . . . . .
F12 F 0.89685(19) 1.10001(13) 0.40387(15) 0.0549(5) Uani 1 1 d . . . . .
N10 N 0.65393(18) 0.27680(14) 0.33529(15) 0.0208(4) Uani 1 1 d . . . . .
N31 N 0.00412(18) 0.49218(15) 0.20750(15) 0.0225(5) Uani 1 1 d . . . . .
N11 N 0.47188(18) 0.76208(15) 0.48210(15) 0.0217(4) Uani 1 1 d . . . . .
N30 N 0.12310(18) 0.12344(16) 0.09339(16) 0.0263(5) Uani 1 1 d . . . . .
N20 N 0.43220(19) 0.19613(15) -0.13191(15) 0.0244(5) Uani 1 1 d . . . . .
N21 N 0.25477(19) 0.68263(15) 0.01874(16) 0.0243(5) Uani 1 1 d . . . . .
O200 O 0.24462(19) 0.45713(16) 0.18363(18) 0.0469(5) Uani 1 1 d . . . . .
H200 H 0.1798 0.4640 0.1928 0.070 Uiso 1 1 calc GR . . . .
C22 C 0.3779(2) 0.35828(18) -0.09458(18) 0.0205(5) Uani 1 1 d . . . . .
C4A C 0.2933(2) 0.78069(17) 0.27359(18) 0.0200(5) Uani 1 1 d . . . . .
C1A C 0.2787(2) 0.76320(17) 0.35121(18) 0.0183(5) Uani 1 1 d . . . . .
C21 C 0.4012(2) 0.27252(18) -0.07350(18) 0.0221(5) Uani 1 1 d . . . . .
H21 H 0.3927 0.2750 -0.0141 0.026 Uiso 1 1 calc R . . . .
C19 C 0.3743(2) 0.81538(18) 0.45795(18) 0.0214(5) Uani 1 1 d . . . . .
H19A H 0.4098 0.8809 0.4690 0.026 Uiso 1 1 calc R . . . .
H19B H 0.3351 0.8304 0.5085 0.026 Uiso 1 1 calc R . . . .
C6 C 0.4047(2) 0.10600(17) 0.15134(18) 0.0192(5) Uani 1 1 d . . . . .
C4 C 0.5326(2) 0.14655(16) 0.07674(18) 0.0193(5) Uani 1 1 d . . . . .
C23 C 0.3462(2) 0.44181(17) -0.02552(18) 0.0193(5) Uani 1 1 d . . . . .
H23 H 0.3393 0.4418 0.0335 0.023 Uiso 1 1 calc R . . . .
C32 C 0.0271(2) 0.20702(18) 0.21583(19) 0.0225(5) Uani 1 1 d . . . . .
C14 C 0.5472(2) 0.60759(17) 0.44997(17) 0.0185(5) Uani 1 1 d . . . . .
C1 C 0.5173(2) 0.13945(16) 0.15885(17) 0.0177(5) Uani 1 1 d . . . . .
C34 C -0.0392(2) 0.36716(19) 0.25627(18) 0.0215(5) Uani 1 1 d . . . . .
C2A C 0.2010(2) 0.74248(17) 0.17816(18) 0.0210(5) Uani 1 1 d . . . . .
C3A C 0.0865(2) 0.65732(18) 0.23092(18) 0.0201(5) Uani 1 1 d . . . . .
C24 C 0.3244(2) 0.52519(17) -0.04143(18) 0.0188(5) Uani 1 1 d . . . . .
C6A C 0.1774(2) 0.69956(17) 0.32914(18) 0.0196(5) Uani 1 1 d . . . . .
C31 C 0.0854(2) 0.12591(19) 0.16107(19) 0.0254(6) Uani 1 1 d . . . . .
H31 H 0.0951 0.0723 0.1778 0.030 Uiso 1 1 calc R . . . .
C13 C 0.5267(2) 0.50461(17) 0.38189(18) 0.0205(5) Uani 1 1 d . . . . .
H13 H 0.4545 0.4749 0.3243 0.025 Uiso 1 1 calc R . . . .
C7A C 0.4093(2) 0.8383(2) 0.2927(2) 0.0298(6) Uani 1 1 d . . . . .
H7AA H 0.4048 0.9101 0.3183 0.045 Uiso 1 1 calc GR . . . .
H7AB H 0.4242 0.8125 0.2283 0.045 Uiso 1 1 calc GR . . . .
H7AC H 0.4740 0.8295 0.3438 0.045 Uiso 1 1 calc GR . . . .
C5A C 0.0972(2) 0.68136(18) 0.15670(18) 0.0217(5) Uani 1 1 d . . . . .
C33 C 0.0097(2) 0.28970(18) 0.19804(18) 0.0214(5) Uani 1 1 d . . . . .
H33 H 0.0311 0.2933 0.1460 0.026 Uiso 1 1 calc R . . . .
C3 C 0.3062(2) 0.07836(17) 0.06055(18) 0.0196(5) Uani 1 1 d . . . . .
C11 C 0.5855(2) 0.33649(17) 0.32259(18) 0.0201(5) Uani 1 1 d . . . . .
H11 H 0.5154 0.3105 0.2628 0.024 Uiso 1 1 calc R . . . .
C100 C 0.8278(2) 1.00668(19) 0.5619(2) 0.0272(6) Uani 1 1 d D . . . .
C12 C 0.6099(2) 0.44449(17) 0.39666(17) 0.0181(5) Uani 1 1 d . . . . .
C18 C 0.4567(2) 0.66724(18) 0.42844(18) 0.0203(5) Uani 1 1 d . . . . .
H18 H 0.3841 0.6333 0.3721 0.024 Uiso 1 1 calc R . . . .
C7 C 0.6537(2) 0.18764(19) 0.0870(2) 0.0277(6) Uani 1 1 d . . . . .
H7A H 0.6967 0.2390 0.1582 0.042 Uiso 1 1 calc GR . . . .
H7B H 0.6441 0.2178 0.0414 0.042 Uiso 1 1 calc GR . . . .
H7C H 0.6985 0.1326 0.0678 0.042 Uiso 1 1 calc GR . . . .
C38 C -0.0507(2) 0.46031(19) 0.24834(19) 0.0242(5) Uani 1 1 d . . . . .
H38 H -0.1034 0.5000 0.2759 0.029 Uiso 1 1 calc R . . . .
C10 C 0.6240(2) 0.16986(17) 0.25648(18) 0.0220(5) Uani 1 1 d . . . . .
H10A H 0.6106 0.1288 0.2884 0.026 Uiso 1 1 calc R . . . .
H10B H 0.6940 0.1516 0.2369 0.026 Uiso 1 1 calc R . . . .
C28 C 0.2865(2) 0.60845(18) 0.03239(18) 0.0210(5) Uani 1 1 d . . . . .
H28 H 0.2859 0.6065 0.0923 0.025 Uiso 1 1 calc R . . . .
C25 C 0.3361(2) 0.52518(19) -0.12736(19) 0.0238(5) Uani 1 1 d . . . . .
H25 H 0.3228 0.5819 -0.1386 0.029 Uiso 1 1 calc R . . . .
C37 C -0.0072(2) 0.2017(2) 0.2907(2) 0.0277(6) Uani 1 1 d . . . . .
H37 H 0.0053 0.1459 0.3036 0.033 Uiso 1 1 calc R . . . .
C17 C 0.7153(2) 0.48864(18) 0.48072(18) 0.0224(5) Uani 1 1 d . . . . .
H17 H 0.7742 0.4492 0.4906 0.027 Uiso 1 1 calc R . . . .
C30 C 0.1846(2) 0.03976(18) 0.0512(2) 0.0266(6) Uani 1 1 d . . . . .
H30A H 0.1366 -0.0054 -0.0221 0.032 Uiso 1 1 calc R . . . .
H30B H 0.1929 0.0000 0.0885 0.032 Uiso 1 1 calc R . . . .
C35 C -0.0756(2) 0.3584(2) 0.3290(2) 0.0278(6) Uani 1 1 d . . . . .
H35 H -0.1120 0.4094 0.3668 0.033 Uiso 1 1 calc R . . . .
C39 C -0.0221(2) 0.58822(19) 0.2083(2) 0.0263(6) Uani 1 1 d . . . . .
H39A H -0.0577 0.6235 0.2608 0.032 Uiso 1 1 calc R . . . .
H39B H -0.0814 0.5733 0.1406 0.032 Uiso 1 1 calc R . . . .
C27 C 0.3868(2) 0.35960(19) -0.18078(19) 0.0254(6) Uani 1 1 d . . . . .
H27 H 0.4067 0.3029 -0.2292 0.030 Uiso 1 1 calc R . . . .
C5 C 0.3214(2) 0.08570(17) -0.02154(18) 0.0212(5) Uani 1 1 d . . . . .
C9A C 0.1647(2) 0.6716(2) 0.40784(19) 0.0275(6) Uani 1 1 d . . . . .
H9AA H 0.1730 0.6010 0.3869 0.041 Uiso 1 1 calc GR . . . .
H9AB H 0.0865 0.6808 0.4128 0.041 Uiso 1 1 calc GR . . . .
H9AC H 0.2265 0.7150 0.4749 0.041 Uiso 1 1 calc GR . . . .
C36 C -0.0592(2) 0.2766(2) 0.3465(2) 0.0318(6) Uani 1 1 d . . . . .
H36 H -0.0836 0.2716 0.3967 0.038 Uiso 1 1 calc R . . . .
C101 C 0.8215(2) 1.02146(19) 0.4802(2) 0.0300(6) Uani 1 1 d D . . . .
C9 C 0.3894(2) 0.1002(2) 0.24165(19) 0.0279(6) Uani 1 1 d . . . . .
H9A H 0.4048 0.0350 0.2380 0.042 Uiso 1 1 calc GR . . . .
H9B H 0.3082 0.1071 0.2393 0.042 Uiso 1 1 calc GR . . . .
H9C H 0.4454 0.1547 0.3060 0.042 Uiso 1 1 calc GR . . . .
C2 C 0.4350(2) 0.11642(17) -0.01469(17) 0.0197(5) Uani 1 1 d . . . . .
C105 C 0.9225(2) 1.0627(2) 0.6525(2) 0.0305(6) Uani 1 1 d D . . . .
C16 C 0.7350(2) 0.59005(19) 0.55031(19) 0.0280(6) Uani 1 1 d . . . . .
H16 H 0.8065 0.6192 0.6088 0.034 Uiso 1 1 calc R . . . .
C15 C 0.6518(2) 0.64949(18) 0.53567(19) 0.0248(6) Uani 1 1 d . . . . .
H15 H 0.6661 0.7189 0.5842 0.030 Uiso 1 1 calc R . . . .
C20 C 0.4533(3) 0.11185(18) -0.10861(19) 0.0263(6) Uani 1 1 d . . . . .
H20A H 0.5362 0.1029 -0.1016 0.032 Uiso 1 1 calc R . . . .
H20B H 0.4015 0.0500 -0.1694 0.032 Uiso 1 1 calc R . . . .
C26 C 0.3672(2) 0.4420(2) -0.1969(2) 0.0277(6) Uani 1 1 d . . . . .
H26 H 0.3748 0.4421 -0.2556 0.033 Uiso 1 1 calc R . . . .
C103 C 0.9993(3) 1.1421(2) 0.5764(3) 0.0387(8) Uani 1 1 d . . . . .
C102 C 0.9054(3) 1.0879(2) 0.4856(2) 0.0354(7) Uani 1 1 d . . . . .
C29 C 0.2152(2) 0.76264(19) 0.09485(19) 0.0256(6) Uani 1 1 d . . . . .
H29A H 0.1381 0.7740 0.0575 0.031 Uiso 1 1 calc R . . . .
H29B H 0.2730 0.8259 0.1284 0.031 Uiso 1 1 calc R . . . .
C104 C 1.0087(2) 1.1303(2) 0.6608(2) 0.0348(7) Uani 1 1 d . . . . .
C8 C 0.2146(2) 0.0607(2) -0.1168(2) 0.0323(6) Uani 1 1 d . . . . .
H8A H 0.1893 -0.0127 -0.1575 0.048 Uiso 1 1 calc GR . . . .
H8B H 0.2354 0.0870 -0.1580 0.048 Uiso 1 1 calc GR . . . .
H8C H 0.1498 0.0915 -0.0969 0.048 Uiso 1 1 calc GR . . . .
C8A C -0.0020(3) 0.6427(2) 0.0531(2) 0.0383(7) Uani 1 1 d . . . . .
H8AA H -0.0565 0.6909 0.0569 0.058 Uiso 1 1 calc GR . . . .
H8AB H -0.0451 0.5773 0.0340 0.058 Uiso 1 1 calc GR . . . .
H8AC H 0.0316 0.6349 0.0012 0.058 Uiso 1 1 calc GR . . . .
C200 C 0.2608(3) 0.3560(2) 0.1535(2) 0.0372(7) Uani 1 1 d . . . . .
H20C H 0.1968 0.3111 0.0886 0.056 Uiso 1 1 calc GR . . . .
H20D H 0.2597 0.3385 0.2067 0.056 Uiso 1 1 calc GR . . . .
H20E H 0.3373 0.3484 0.1444 0.056 Uiso 1 1 calc GR . . . .
I10 I 0.69699(2) 0.90196(2) 0.54561(2) 0.02411(7) Uani 0.8791(8) 1 d . . P A 1
F11 F 0.7312(4) 0.9699(3) 0.3891(3) 0.0435(10) Uani 0.8791(8) 1 d . . P A 1
I10A I 0.7092(4) 0.9339(3) 0.3602(3) 0.0428(8) Uani 0.1209(8) 1 d D . P A 2
F11A F 0.7437(12) 0.9555(16) 0.5682(11) 0.100(8) Uani 0.1209(8) 1 d D U 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'
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'
O O 0.0106 0.0060 '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
C11 N10 C10 119.3(2) . . ?
C38 N31 C39 115.5(2) . . ?
C18 N11 C19 119.0(2) . . ?
C31 N30 C30 116.6(2) . . ?
C21 N20 C20 120.2(2) . . ?
C28 N21 C29 119.4(2) . . ?
C200 O200 H200 109.5 . . ?
C23 C22 C21 119.2(2) . . ?
C27 C22 C21 122.4(2) . . ?
C27 C22 C23 118.4(2) . . ?
C1A C4A C7A 120.2(2) . . ?
C2A C4A C1A 119.6(2) . . ?
C2A C4A C7A 120.3(2) . . ?
C4A C1A C19 118.6(2) . . ?
C6A C1A C4A 119.9(2) . . ?
C6A C1A C19 121.6(2) . . ?
N20 C21 C22 122.0(2) . . ?
N20 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
N11 C19 C1A 118.06(19) . . ?
N11 C19 H19A 107.8 . . ?
N11 C19 H19B 107.8 . . ?
C1A C19 H19A 107.8 . . ?
C1A C19 H19B 107.8 . . ?
H19A C19 H19B 107.1 . . ?
C1 C6 C3 120.0(2) . . ?
C1 C6 C9 119.6(2) . . ?
C3 C6 C9 120.4(2) . . ?
C1 C4 C7 120.2(2) . . ?
C1 C4 C2 119.6(2) . . ?
C2 C4 C7 120.2(2) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.4(2) . . ?
C24 C23 H23 119.3 . . ?
C33 C32 C31 122.6(2) . . ?
C37 C32 C31 118.1(2) . . ?
C37 C32 C33 119.2(2) . . ?
C13 C14 C18 118.6(2) . . ?
C15 C14 C13 118.7(2) . . ?
C15 C14 C18 122.7(2) . . ?
C6 C1 C4 120.3(2) . . ?
C6 C1 C10 120.5(2) . . ?
C4 C1 C10 119.2(2) . . ?
C33 C34 C38 123.5(2) . . ?
C33 C34 C35 119.1(2) . . ?
C35 C34 C38 117.4(2) . . ?
C4A C2A C5A 120.6(2) . . ?
C4A C2A C29 119.9(2) . . ?
C5A C2A C29 119.5(2) . . ?
C6A C3A C39 119.4(2) . . ?
C5A C3A C6A 119.7(2) . . ?
C5A C3A C39 120.9(2) . . ?
C23 C24 C28 118.2(2) . . ?
C25 C24 C23 119.0(2) . . ?
C25 C24 C28 122.8(2) . . ?
C1A C6A C3A 120.2(2) . . ?
C1A C6A C9A 121.0(2) . . ?
C3A C6A C9A 118.8(2) . . ?
N30 C31 C32 124.1(2) . . ?
N30 C31 H31 117.9 . . ?
C32 C31 H31 117.9 . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.4(2) . . ?
C12 C13 H13 119.3 . . ?
C4A C7A H7AA 109.5 . . ?
C4A C7A H7AB 109.5 . . ?
C4A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C2A C5A C8A 119.2(2) . . ?
C3A C5A C2A 119.8(2) . . ?
C3A C5A C8A 121.0(2) . . ?
C32 C33 C34 120.3(2) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C6 C3 C30 120.2(2) . . ?
C5 C3 C6 119.7(2) . . ?
C5 C3 C30 120.1(2) . . ?
N10 C11 H11 118.7 . . ?
N10 C11 C12 122.6(2) . . ?
C12 C11 H11 118.7 . . ?
C101 C100 C105 117.1(2) . . ?
C101 C100 I10 119.9(2) . . ?
C105 C100 I10 123.00(19) . . ?
F11A C100 C101 126.6(6) . . ?
F11A C100 C105 115.5(6) . . ?
C13 C12 C11 119.7(2) . . ?
C17 C12 C13 118.8(2) . . ?
C17 C12 C11 121.4(2) . . ?
N11 C18 C14 122.6(2) . . ?
N11 C18 H18 118.7 . . ?
C14 C18 H18 118.7 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N31 C38 C34 125.2(2) . . ?
N31 C38 H38 117.4 . . ?
C34 C38 H38 117.4 . . ?
N10 C10 C1 117.34(19) . . ?
N10 C10 H10A 108.0 . . ?
N10 C10 H10B 108.0 . . ?
C1 C10 H10A 108.0 . . ?
C1 C10 H10B 108.0 . . ?
H10A C10 H10B 107.2 . . ?
N21 C28 C24 122.2(2) . . ?
N21 C28 H28 118.9 . . ?
C24 C28 H28 118.9 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.1(2) . . ?
C26 C25 H25 120.0 . . ?
C32 C37 H37 119.6 . . ?
C36 C37 C32 120.9(2) . . ?
C36 C37 H37 119.6 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.2(2) . . ?
C16 C17 H17 119.9 . . ?
N30 C30 C3 111.23(19) . . ?
N30 C30 H30A 109.4 . . ?
N30 C30 H30B 109.4 . . ?
C3 C30 H30A 109.4 . . ?
C3 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.9(2) . . ?
C36 C35 H35 119.6 . . ?
N31 C39 C3A 113.0(2) . . ?
N31 C39 H39A 109.0 . . ?
N31 C39 H39B 109.0 . . ?
C3A C39 H39A 109.0 . . ?
C3A C39 H39B 109.0 . . ?
H39A C39 H39B 107.8 . . ?
C22 C27 H27 119.5 . . ?
C26 C27 C22 121.0(2) . . ?
C26 C27 H27 119.5 . . ?
C3 C5 C8 119.5(2) . . ?
C2 C5 C3 120.0(2) . . ?
C2 C5 C8 120.5(2) . . ?
C6A C9A H9AA 109.5 . . ?
C6A C9A H9AB 109.5 . . ?
C6A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C37 C36 H36 120.2 . . ?
C35 C36 C37 119.6(2) . . ?
C35 C36 H36 120.2 . . ?
C100 C101 C102 122.6(3) . . ?
C100 C101 I10A 114.8(3) . . ?
C102 C101 I10A 121.9(3) . . ?
F11 C101 C100 120.7(3) . . ?
F11 C101 C102 116.7(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C2 C20 119.9(2) . . ?
C5 C2 C4 120.2(2) . . ?
C5 C2 C20 119.8(2) . . ?
F15 C105 C100 119.9(2) . . ?
F15 C105 C104 118.2(3) . . ?
C100 C105 C104 121.9(3) . . ?
C17 C16 H16 119.6 . . ?
C17 C16 C15 120.7(2) . . ?
C15 C16 H16 119.6 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
N20 C20 C2 119.7(2) . . ?
N20 C20 H20A 107.4 . . ?
N20 C20 H20B 107.4 . . ?
C2 C20 H20A 107.4 . . ?
C2 C20 H20B 107.4 . . ?
H20A C20 H20B 106.9 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.2(2) . . ?
C27 C26 H26 119.9 . . ?
F13 C103 C102 120.2(3) . . ?
F13 C103 C104 119.5(3) . . ?
C102 C103 C104 120.3(3) . . ?
F12 C102 C101 121.0(3) . . ?
F12 C102 C103 119.9(3) . . ?
C103 C102 C101 119.1(3) . . ?
N21 C29 C2A 116.1(2) . . ?
N21 C29 H29A 108.3 . . ?
N21 C29 H29B 108.3 . . ?
C2A C29 H29A 108.3 . . ?
C2A C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
F14 C104 C105 120.6(3) . . ?
F14 C104 C103 120.5(3) . . ?
C103 C104 C105 119.0(3) . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5A C8A H8AA 109.5 . . ?
C5A C8A H8AB 109.5 . . ?
C5A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
O200 C200 H20C 109.5 . . ?
O200 C200 H20D 109.5 . . ?
O200 C200 H20E 109.5 . . ?
H20C C200 H20D 109.5 . . ?
H20C C200 H20E 109.5 . . ?
H20D C200 H20E 109.5 . . ?
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
F15 C105 1.342(3) . ?
F13 C103 1.343(3) . ?
F14 C104 1.334(3) . ?
F12 C102 1.338(3) . ?
N10 C11 1.264(3) . ?
N10 C10 1.474(3) . ?
N31 C38 1.271(3) . ?
N31 C39 1.478(3) . ?
N11 C19 1.476(3) . ?
N11 C18 1.266(3) . ?
N30 C31 1.265(3) . ?
N30 C30 1.471(3) . ?
N20 C21 1.259(3) . ?
N20 C20 1.471(3) . ?
N21 C28 1.267(3) . ?
N21 C29 1.480(3) . ?
O200 H200 0.8400 . ?
O200 C200 1.415(3) . ?
C22 C21 1.476(3) . ?
C22 C23 1.398(3) . ?
C22 C27 1.392(3) . ?
C4A C1A 1.410(3) . ?
C4A C2A 1.397(3) . ?
C4A C7A 1.513(3) . ?
C1A C19 1.520(3) . ?
C1A C6A 1.397(3) . ?
C21 H21 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C6 C1 1.398(3) . ?
C6 C3 1.408(3) . ?
C6 C9 1.518(3) . ?
C4 C1 1.400(3) . ?
C4 C7 1.517(3) . ?
C4 C2 1.403(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(3) . ?
C32 C31 1.479(3) . ?
C32 C33 1.394(3) . ?
C32 C37 1.392(3) . ?
C14 C13 1.396(3) . ?
C14 C18 1.472(3) . ?
C14 C15 1.391(3) . ?
C1 C10 1.518(3) . ?
C34 C33 1.395(3) . ?
C34 C38 1.465(3) . ?
C34 C35 1.397(3) . ?
C2A C5A 1.404(3) . ?
C2A C29 1.518(3) . ?
C3A C6A 1.414(3) . ?
C3A C5A 1.399(3) . ?
C3A C39 1.512(3) . ?
C24 C28 1.473(3) . ?
C24 C25 1.392(3) . ?
C6A C9A 1.512(3) . ?
C31 H31 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.392(3) . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C5A C8A 1.515(3) . ?
C33 H33 0.9500 . ?
C3 C30 1.515(3) . ?
C3 C5 1.401(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.471(3) . ?
C100 C101 1.368(4) . ?
C100 C105 1.379(4) . ?
C100 I10 2.096(3) . ?
C100 F11A 1.326(7) . ?
C12 C17 1.387(3) . ?
C18 H18 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C38 H38 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C28 H28 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.395(4) . ?
C37 H37 0.9500 . ?
C37 C36 1.384(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.384(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C35 H35 0.9500 . ?
C35 C36 1.378(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C27 H27 0.9500 . ?
C27 C26 1.380(3) . ?
C5 C2 1.401(3) . ?
C5 C8 1.511(3) . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C36 H36 0.9500 . ?
C101 C102 1.375(4) . ?
C101 F11 1.350(5) . ?
C101 I10A 1.796(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C2 C20 1.523(3) . ?
C105 C104 1.385(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C26 H26 0.9500 . ?
C103 C102 1.372(4) . ?
C103 C104 1.375(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C200 H20C 0.9800 . ?
C200 H20D 0.9800 . ?
C200 H20E 0.9800 . ?
