#------------------------------------------------------------------------------
#$Date: 2021-11-12 01:14:41 +0200 (Fri, 12 Nov 2021) $
#$Revision: 270601 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/51/1565187.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_1565187
loop_
_publ_author_name
'Chai, Jinkui'
'Ding, Wei'
'Wang, Chen'
'Ito, Shingo'
'Wu, Junliang'
'Yoshikai, Naohiko'
_publ_section_title
;
 Ritter-type iodo(III)amidation of unactivated alkynes for the
 stereoselective synthesis of multisubstituted enamides
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC05240C
_journal_year                    2021
_chemical_formula_sum            'C19 H22 F6 I N O2'
_chemical_formula_weight         537.27
_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   geom
_audit_update_record
;
2021-06-30 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.8262(19)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.9318(5)
_cell_length_b                   28.7192(12)
_cell_length_c                   13.4936(5)
_cell_measurement_reflns_used    9842
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      28.5182
_cell_measurement_theta_min      2.3433
_cell_volume                     4231.2(3)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'APEX3 (Ver 2019.11, Bruker AXS Inc., 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_publication_material  'APEX3 (Ver 2019.11, Bruker AXS Inc., 2020)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Multilayer Mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_av_unetI/netI     0.1069
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            40809
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         28.74
_diffrn_reflns_theta_min         2.00
_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Bruker D8 Quest'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.580
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_refine_diff_density_max         1.814
_refine_diff_density_min         -1.904
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     881
_refine_ls_number_reflns         10915
_refine_ls_number_restraints     2145
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0669
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0398P)²+15.6109P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1466
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7437
_reflns_number_total             10915
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc05240c2.cif
_cod_data_source_block           ito117m
_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.

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' 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 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               1565187
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.9261(7) -0.3674(3) 0.2211(5) 0.0326(15) Uani d U P D 0.902(2) A 1
C C2 0.8069(8) -0.4184(3) 0.0993(6) 0.0386(16) Uani d U P D 0.902(2) A 1
C C3 0.8104(6) -0.3707(2) 0.1515(5) 0.0233(12) Uani d U P D 0.902(2) A 1
C C4 0.8122(4) -0.33179(14) 0.0705(3) 0.0185(12) Uani d U P DG 0.902(2) A 1
C C5 0.9085(3) -0.32769(18) 0.0075(4) 0.0203(12) Uani d U P DG 0.902(2) A 1
H H5 0.977614 -0.347628 0.015711 0.024 Uiso calc U P R 0.902(2) A 1
C C6 0.9037(4) -0.2944(2) -0.0673(4) 0.0213(14) Uani d U P DG 0.902(2) A 1
H H6 0.969535 -0.291612 -0.110372 0.026 Uiso calc U P R 0.902(2) A 1
C C7 0.8026(4) -0.2652(2) -0.0793(4) 0.0229(14) Uani d U P DG 0.902(2) A 1
H H7 0.799321 -0.2425 -0.130482 0.027 Uiso calc U P R 0.902(2) A 1
C C8 0.7063(4) -0.26934(17) -0.0163(4) 0.0263(13) Uani d U P DG 0.902(2) A 1
H H8 0.637185 -0.249405 -0.02451 0.032 Uiso calc U P R 0.902(2) A 1
C C9 0.7111(3) -0.30262(15) 0.0586(3) 0.0226(13) Uani d U P DG 0.902(2) A 1
C C10 0.2632(9) -0.3778(3) -0.0521(7) 0.046(2) Uani d U P D 0.902(2) A 1
H H10A 0.261759 -0.373165 -0.124132 0.069 Uiso calc U P R 0.902(2) A 1
H H10B 0.185988 -0.392056 -0.033937 0.069 Uiso calc U P R 0.902(2) A 1
H H10C 0.331577 -0.398262 -0.031783 0.069 Uiso calc U P R 0.902(2) A 1
C C11 0.2788(7) -0.3313(3) -0.0005(6) 0.0352(16) Uani d U P D 0.902(2) A 1
H H11A 0.290365 -0.33642 0.071925 0.042 Uiso calc U P R 0.902(2) A 1
H H11B 0.203547 -0.312562 -0.012571 0.042 Uiso calc U P R 0.902(2) A 1
C C12 0.3886(7) -0.3043(2) -0.0370(5) 0.0266(14) Uani d U P D 0.902(2) A 1
H H12A 0.377205 -0.299322 -0.109519 0.032 Uiso calc U P R 0.902(2) A 1
H H12B 0.463861 -0.32297 -0.024682 0.032 Uiso calc U P R 0.902(2) A 1
C C13 0.4048(6) -0.2567(2) 0.0150(5) 0.0219(12) Uani d U P D 0.902(2) A 1
C C14 0.4694(6) -0.2477(2) 0.0943(5) 0.0228(12) Uani d U P D 0.902(2) A 1
C C15 0.4779(6) -0.2031(2) 0.1499(5) 0.0213(13) Uani d U P D 0.902(2) A 1
H H15A 0.413818 -0.203238 0.199251 0.026 Uiso calc U P R 0.902(2) A 1
H H15B 0.457737 -0.177523 0.102592 0.026 Uiso calc U P R 0.902(2) A 1
C C16 0.5999(7) -0.1912(3) 0.2045(7) 0.0388(17) Uani d U P D 0.902(2) A 1
H H16A 0.614356 -0.213085 0.260504 0.047 Uiso calc U P R 0.902(2) A 1
H H16B 0.667052 -0.19526 0.158626 0.047 Uiso calc U P R 0.902(2) A 1
C C17 0.6026(8) -0.1417(3) 0.2439(7) 0.042(2) Uani d U P D 0.902(2) A 1
H H17A 0.598085 -0.119767 0.188195 0.063 Uiso calc U P R 0.902(2) A 1
H H17B 0.678844 -0.136578 0.283701 0.063 Uiso calc U P R 0.902(2) A 1
H H17C 0.532564 -0.136749 0.285321 0.063 Uiso calc U P R 0.902(2) A 1
C C18 0.3402(6) -0.2072(3) -0.1251(5) 0.0247(14) Uani d U P D 0.902(2) A 1
C C19 0.2571(8) -0.1687(3) -0.1598(5) 0.032(2) Uani d U P D 0.902(2) A 1
H H19A 0.301176 -0.147616 -0.20259 0.048 Uiso calc U P R 0.902(2) A 1
H H19B 0.229368 -0.151493 -0.102397 0.048 Uiso calc U P R 0.902(2) A 1
H H19C 0.186069 -0.181798 -0.197283 0.048 Uiso calc U P R 0.902(2) A 1
F F1 0.9292(6) -0.32610(19) 0.2659(4) 0.0597(16) Uani d U P D 0.902(2) A 1
F F2 0.9284(6) -0.3998(2) 0.2918(4) 0.0473(16) Uani d U P D 0.902(2) A 1
F F3 1.0333(4) -0.3715(2) 0.1770(4) 0.0563(15) Uani d U P D 0.902(2) A 1
F F4 0.7898(6) -0.45294(15) 0.1635(4) 0.0501(15) Uani d U P D 0.902(2) A 1
F F5 0.9080(8) -0.4291(2) 0.0520(5) 0.0670(18) Uani d U P D 0.902(2) A 1
F F6 0.7138(8) -0.4195(2) 0.0332(5) 0.077(2) Uani d U P D 0.902(2) A 1
I I1 0.57230(4) -0.30593(3) 0.16197(3) 0.02294(18) Uani d U P D 0.902(2) A 1
N N1 0.3313(5) -0.21985(18) -0.0284(4) 0.0202(12) Uani d U P D 0.902(2) A 1
H H1 0.27937 -0.205114 0.008326 0.024 Uiso calc U P R 0.902(2) A 1
O O1 0.7120(5) -0.36751(17) 0.2082(4) 0.0316(12) Uani d U P D 0.902(2) A 1
O O2 0.4149(5) -0.2254(2) -0.1797(4) 0.0293(14) Uani d U P D 0.902(2) A 1
C C1A 0.936(2) -0.3845(11) 0.208(2) 0.035(3) Uani d U P D 0.098(2) A 2
C C2A 0.817(3) -0.4284(10) 0.075(2) 0.039(3) Uani d U P D 0.098(2) A 2
C C3A 0.8209(16) -0.3834(9) 0.1391(19) 0.029(2) Uani d U P D 0.098(2) A 2
C C4A 0.8231(14) -0.3413(10) 0.066(2) 0.022(2) Uani d U P DG 0.098(2) A 2
C C5A 0.924(2) -0.3309(15) 0.012(3) 0.021(3) Uani d U P DG 0.098(2) A 2
H H5A 0.995964 -0.349477 0.018964 0.025 Uiso calc U P R 0.098(2) A 2
C C6A 0.920(3) -0.2931(18) -0.053(4) 0.021(3) Uani d U P DG 0.098(2) A 2
H H6A 0.9896 -0.285992 -0.089868 0.026 Uiso calc U P R 0.098(2) A 2
C C7A 0.815(3) -0.2659(17) -0.063(4) 0.024(3) Uani d U P DG 0.098(2) A 2
H H7A 0.812907 -0.240133 -0.107168 0.028 Uiso calc U P R 0.098(2) A 2
C C8A 0.714(2) -0.2764(13) -0.009(3) 0.024(3) Uani d U P DG 0.098(2) A 2
H H8A 0.642577 -0.257759 -0.015637 0.029 Uiso calc U P R 0.098(2) A 2
C C9A 0.7181(14) -0.3141(9) 0.0560(19) 0.022(3) Uani d U P DG 0.098(2) A 2
C C10A 0.226(7) -0.392(2) -0.038(6) 0.040(6) Uani d U P D 0.098(2) A 2
H H10D 0.172594 -0.376414 -0.088532 0.059 Uiso calc U P R 0.098(2) A 2
H H10E 0.175542 -0.410192 0.005881 0.059 Uiso calc U P R 0.098(2) A 2
H H10F 0.281977 -0.413001 -0.071187 0.059 Uiso calc U P R 0.098(2) A 2
C C11A 0.299(6) -0.3561(16) 0.021(4) 0.033(3) Uani d U P D 0.098(2) A 2
H H11C 0.365379 -0.371762 0.061024 0.04 Uiso calc U P R 0.098(2) A 2
H H11D 0.244732 -0.340467 0.067846 0.04 Uiso calc U P R 0.098(2) A 2
C C12A 0.354(5) -0.3198(12) -0.047(3) 0.031(3) Uani d U P D 0.098(2) A 2
H H12C 0.292919 -0.312546 -0.101561 0.038 Uiso calc U P R 0.098(2) A 2
H H12D 0.426677 -0.33326 -0.076435 0.038 Uiso calc U P R 0.098(2) A 2
C C13A 0.390(4) -0.2745(9) 0.007(3) 0.025(2) Uani d U P D 0.098(2) A 2
C C14A 0.462(2) -0.2699(7) 0.085(2) 0.025(3) Uani d U P D 0.098(2) A 2
C C15A 0.462(3) -0.2271(7) 0.148(3) 0.029(3) Uani d U P D 0.098(2) A 2
H H15C 0.474826 -0.236987 0.217749 0.034 Uiso calc U P R 0.098(2) A 2
H H15D 0.37942 -0.213101 0.140557 0.034 Uiso calc U P R 0.098(2) A 2
C C16A 0.555(6) -0.1888(14) 0.128(4) 0.029(3) Uani d U P D 0.098(2) A 2
H H16C 0.63342 -0.203383 0.110711 0.035 Uiso calc U P R 0.098(2) A 2
H H16D 0.524825 -0.169785 0.071338 0.035 Uiso calc U P R 0.098(2) A 2
C C17A 0.579(7) -0.157(2) 0.218(5) 0.034(6) Uani d U P D 0.098(2) A 2
H H17D 0.501108 -0.146576 0.241889 0.051 Uiso calc U P R 0.098(2) A 2
H H17E 0.627937 -0.130458 0.198406 0.051 Uiso calc U P R 0.098(2) A 2
H H17F 0.624282 -0.174676 0.270372 0.051 Uiso calc U P R 0.098(2) A 2
C C18A 0.364(5) -0.2130(18) -0.113(3) 0.024(3) Uani d U P D 0.098(2) A 2
C C19A 0.269(6) -0.185(3) -0.168(4) 0.026(5) Uani d U P D 0.098(2) A 2
H H19D 0.206486 -0.175161 -0.122616 0.04 Uiso calc U P R 0.098(2) A 2
H H19E 0.306324 -0.1576 -0.197003 0.04 Uiso calc U P R 0.098(2) A 2
H H19F 0.229992 -0.204121 -0.2212 0.04 Uiso calc U P R 0.098(2) A 2
F F1A 0.967(3) -0.3420(12) 0.239(3) 0.046(5) Uani d U P D 0.098(2) A 2
F F2A 0.925(4) -0.4118(17) 0.287(3) 0.038(5) Uani d U P D 0.098(2) A 2
F F3A 1.034(2) -0.4006(15) 0.161(3) 0.043(5) Uani d U P D 0.098(2) A 2
F F4A 0.799(6) -0.4649(10) 0.134(3) 0.051(5) Uani d U P D 0.098(2) A 2
F F5A 0.725(5) -0.4283(17) 0.007(3) 0.046(6) Uani d U P D 0.098(2) A 2
F F6A 0.921(4) -0.4344(18) 0.033(4) 0.051(5) Uani d U P D 0.098(2) A 2
I I1A 0.5609(5) -0.3338(3) 0.1305(6) 0.049(2) Uani d U P D 0.098(2) A 2
N N1A 0.326(4) -0.2332(13) -0.027(3) 0.023(3) Uani d U P D 0.098(2) A 2
H H1A 0.26562 -0.221462 0.004901 0.028 Uiso calc U P R 0.098(2) A 2
O O1A 0.7200(17) -0.3860(8) 0.1925(19) 0.031(3) Uani d U P D 0.098(2) A 2
O O2A 0.454(4) -0.230(2) -0.153(3) 0.023(6) Uani d U P D 0.098(2) A 2
C C20 0.0842(6) -0.2114(2) 0.1790(4) 0.0241(13) Uani d U . . 1.0 . .
C C21 0.0016(6) -0.1639(2) 0.0322(5) 0.0253(13) Uani d U . . 1.0 . .
C C22 0.0916(5) -0.16447(19) 0.1231(4) 0.0180(10) Uani d U . . 1.0 . .
C C23 0.0586(5) -0.12368(19) 0.1903(4) 0.0177(11) Uani d U . . 1.0 . .
C C24 -0.0431(5) -0.1234(2) 0.2490(4) 0.0206(12) Uani d U . . 1.0 . .
H H24 -0.09682 -0.149385 0.247367 0.025 Uiso calc U . R 1.0 . .
C C25 -0.0674(6) -0.0858(2) 0.3096(4) 0.0250(13) Uani d U . . 1.0 . .
H H25 -0.135506 -0.086749 0.350672 0.03 Uiso calc U . R 1.0 . .
C C26 0.0069(6) -0.0474(2) 0.3104(4) 0.0263(13) Uani d U . . 1.0 . .
H H26 -0.009938 -0.021463 0.351265 0.032 Uiso calc U . R 1.0 . .
C C27 0.1070(6) -0.0466(2) 0.2508(4) 0.0250(13) Uani d U . . 1.0 . .
H H27 0.159148 -0.02013 0.251126 0.03 Uiso calc U . R 1.0 . .
C C28 0.1303(5) -0.08410(19) 0.1916(4) 0.0191(11) Uani d U . . 1.0 . .
C C29 0.6032(15) -0.0051(6) 0.3646(12) 0.051(4) Uani d U P D 0.660(7) B 1
H H29A 0.618672 -0.03793 0.350374 0.076 Uiso calc U P R 0.660(7) B 1
H H29B 0.595392 -0.000932 0.436105 0.076 Uiso calc U P R 0.660(7) B 1
H H29C 0.671441 0.013856 0.342766 0.076 Uiso calc U P R 0.660(7) B 1
C C30 0.4876(12) 0.0099(5) 0.3107(9) 0.053(2) Uani d U P D 0.660(7) B 1
H H30A 0.417232 -0.003915 0.343538 0.064 Uiso calc U P R 0.660(7) B 1
H H30B 0.480405 0.044209 0.315339 0.064 Uiso calc U P R 0.660(7) B 1
C C31 0.4811(15) -0.0038(7) 0.2044(14) 0.034(2) Uani d U P D 0.660(7) B 1
H H31A 0.476867 -0.038145 0.19971 0.041 Uiso calc U P R 0.660(7) B 1
H H31B 0.556912 0.006436 0.173581 0.041 Uiso calc U P R 0.660(7) B 1
C C32 0.3701(8) 0.0173(3) 0.1464(6) 0.0205(15) Uani d U P D 0.660(7) B 1
C C33 0.2806(8) -0.0064(3) 0.1003(6) 0.0203(16) Uani d U P D 0.660(7) B 1
C C34 0.1715(14) 0.0160(7) 0.0444(13) 0.0235(18) Uani d U P D 0.660(7) B 1
H H34A 0.155014 0.046514 0.075058 0.028 Uiso calc U P R 0.660(7) B 1
H H34B 0.098576 -0.003901 0.052045 0.028 Uiso calc U P R 0.660(7) B 1
C C35 0.1895(15) 0.0233(5) -0.0671(10) 0.027(2) Uani d U P D 0.660(7) B 1
H H35A 0.122525 0.043424 -0.094489 0.032 Uiso calc U P R 0.660(7) B 1
H H35B 0.267436 0.040165 -0.074495 0.032 Uiso calc U P R 0.660(7) B 1
C C36 0.1919(12) -0.0213(5) -0.1294(11) 0.029(3) Uani d U P D 0.660(7) B 1
H H36A 0.263798 -0.039885 -0.108598 0.043 Uiso calc U P R 0.660(7) B 1
H H36B 0.195971 -0.013116 -0.199669 0.043 Uiso calc U P R 0.660(7) B 1
H H36C 0.117381 -0.039384 -0.119764 0.043 Uiso calc U P R 0.660(7) B 1
C C37 0.4176(16) 0.0920(3) 0.0681(14) 0.024(2) Uani d U P D 0.660(7) B 1
C C38 0.3863(10) 0.1427(3) 0.0668(7) 0.024(2) Uani d U P D 0.660(7) B 1
H H38A 0.461296 0.161064 0.077878 0.036 Uiso calc U P R 0.660(7) B 1
H H38B 0.330111 0.149392 0.119338 0.036 Uiso calc U P R 0.660(7) B 1
H H38C 0.34706 0.15086 0.002252 0.036 Uiso calc U P R 0.660(7) B 1
N N2 0.3666(8) 0.0672(2) 0.1426(6) 0.0208(17) Uani d U P D 0.660(7) B 1
H H2 0.33045 0.08249 0.189573 0.025 Uiso calc U P R 0.660(7) B 1
O O4 0.4864(15) 0.0738(4) 0.0107(13) 0.029(2) Uani d U P D 0.660(7) B 1
C C29A 0.218(3) -0.0065(8) -0.126(2) 0.029(5) Uani d U P D 0.340(7) B 2
H H29D 0.293694 -0.018643 -0.09355 0.044 Uiso calc U P R 0.340(7) B 2
H H29E 0.236045 0.005901 -0.191565 0.044 Uiso calc U P R 0.340(7) B 2
H H29F 0.158007 -0.031723 -0.134134 0.044 Uiso calc U P R 0.340(7) B 2
C C30A 0.168(3) 0.0312(10) -0.0645(17) 0.025(3) Uani d U P D 0.340(7) B 2
H H30C 0.220529 0.059073 -0.06884 0.03 Uiso calc U P R 0.340(7) B 2
H H30D 0.085123 0.039575 -0.092046 0.03 Uiso calc U P R 0.340(7) B 2
C C31A 0.159(2) 0.0182(13) 0.041(2) 0.024(2) Uani d U P D 0.340(7) B 2
H H31C 0.127898 -0.014058 0.045352 0.028 Uiso calc U P R 0.340(7) B 2
H H31D 0.099992 0.039009 0.072233 0.028 Uiso calc U P R 0.340(7) B 2
C C32A 0.2824(12) 0.0212(5) 0.1005(11) 0.021(2) Uani d U P D 0.340(7) B 2
C C33A 0.3486(13) -0.0132(4) 0.1390(11) 0.025(2) Uani d U P D 0.340(7) B 2
C C34A 0.468(3) -0.0082(14) 0.200(2) 0.034(3) Uani d U P D 0.340(7) B 2
H H34C 0.490392 0.025162 0.205131 0.041 Uiso calc U P R 0.340(7) B 2
H H34D 0.534055 -0.024465 0.166055 0.041 Uiso calc U P R 0.340(7) B 2
C C35A 0.4600(17) -0.0285(9) 0.3057(12) 0.040(3) Uani d U P D 0.340(7) B 2
H H35C 0.391751 -0.012912 0.338105 0.048 Uiso calc U P R 0.340(7) B 2
H H35D 0.439483 -0.061972 0.299892 0.048 Uiso calc U P R 0.340(7) B 2
C C36A 0.576(2) -0.0234(11) 0.373(2) 0.051(5) Uani d U P D 0.340(7) B 2
H H36D 0.641149 -0.042889 0.347205 0.076 Uiso calc U P R 0.340(7) B 2
H H36E 0.559301 -0.033288 0.440175 0.076 Uiso calc U P R 0.340(7) B 2
H H36F 0.602453 0.009225 0.373638 0.076 Uiso calc U P R 0.340(7) B 2
C C37A 0.429(3) 0.0837(6) 0.069(3) 0.025(3) Uani d U P D 0.340(7) B 2
C C38A 0.452(3) 0.1344(6) 0.0866(19) 0.046(5) Uani d U P D 0.340(7) B 2
H H38D 0.513359 0.138204 0.141695 0.069 Uiso calc U P R 0.340(7) B 2
H H38E 0.375921 0.149718 0.103073 0.069 Uiso calc U P R 0.340(7) B 2
H H38F 0.483099 0.148429 0.026501 0.069 Uiso calc U P R 0.340(7) B 2
N N2A 0.3297(14) 0.0675(4) 0.1170(12) 0.023(2) Uani d U P D 0.340(7) B 2
H H2A 0.293975 0.085847 0.158943 0.028 Uiso calc U P R 0.340(7) B 2
O O4A 0.478(3) 0.0607(7) 0.006(2) 0.031(4) Uani d U P D 0.340(7) B 2
F F7 0.1477(4) -0.20944(12) 0.2661(3) 0.0318(9) Uani d U . . 1.0 . .
F F8 0.1327(4) -0.24603(12) 0.1272(3) 0.0356(10) Uani d U . . 1.0 . .
F F9 -0.0309(3) -0.22499(12) 0.1972(3) 0.0346(9) Uani d U . . 1.0 . .
F F10 0.0247(4) -0.19802(13) -0.0324(3) 0.0340(9) Uani d U . . 1.0 . .
F F11 -0.1172(3) -0.16773(15) 0.0533(3) 0.0403(10) Uani d U . . 1.0 . .
F F12 0.0120(4) -0.12362(13) -0.0170(3) 0.0346(9) Uani d U . . 1.0 . .
I I2 0.28345(4) -0.08190(2) 0.10062(3) 0.02190(11) Uani d . . D 1.0 . .
O O3 0.2083(3) -0.16004(13) 0.0919(3) 0.0186(8) Uani d U . . 1.0 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
F2 C1 F1 . . 107.3(6) ?
F2 C1 F3 . . 105.7(6) ?
F1 C1 F3 . . 105.9(7) ?
F2 C1 C3 . . 112.4(6) ?
F1 C1 C3 . . 109.5(6) ?
F3 C1 C3 . . 115.6(6) ?
F6 C2 F4 . . 107.0(7) ?
F6 C2 F5 . . 107.4(7) ?
F4 C2 F5 . . 106.5(6) ?
F6 C2 C3 . . 109.4(7) ?
F4 C2 C3 . . 111.4(6) ?
F5 C2 C3 . . 114.8(7) ?
O1 C3 C2 . . 108.4(6) ?
O1 C3 C1 . . 107.6(5) ?
C2 C3 C1 . . 109.5(6) ?
O1 C3 C4 . . 112.6(5) ?
C2 C3 C4 . . 108.5(5) ?
C1 C3 C4 . . 110.1(5) ?
C5 C4 C9 . . 120.0 ?
C5 C4 C3 . . 121.6(3) ?
C9 C4 C3 . . 118.3(3) ?
C4 C5 C6 . . 120.0 ?
C7 C6 C5 . . 120.0 ?
C6 C7 C8 . . 120.0 ?
C9 C8 C7 . . 120.0 ?
C8 C9 C4 . . 120.0 ?
C8 C9 I1 . . 120.6(2) ?
C4 C9 I1 . . 119.3(2) ?
C10 C11 C12 . . 111.8(6) ?
C11 C12 C13 . . 112.2(5) ?
C14 C13 N1 . . 117.8(6) ?
C14 C13 C12 . . 127.3(6) ?
N1 C13 C12 . . 114.7(6) ?
C13 C14 C15 . . 128.0(6) ?
C13 C14 I1 . . 116.4(5) ?
C15 C14 I1 . . 115.5(5) ?
C14 C15 C16 . . 117.8(6) ?
C17 C16 C15 . . 112.3(6) ?
O2 C18 N1 . . 122.4(6) ?
O2 C18 C19 . . 122.3(6) ?
N1 C18 C19 . . 115.3(6) ?
C9 I1 C14 . . 93.50(19) ?
C9 I1 O1 . . 74.72(14) ?
C14 I1 O1 . . 168.19(19) ?
C18 N1 C13 . . 121.4(5) ?
C3 O1 I1 . . 114.6(4) ?
F2A C1A F1A . . 108.9(16) ?
F2A C1A F3A . . 106.3(15) ?
F1A C1A F3A . . 105.7(16) ?
F2A C1A C3A . . 113.1(15) ?
F1A C1A C3A . . 111.1(15) ?
F3A C1A C3A . . 111.3(14) ?
F6A C2A F5A . . 109.7(16) ?
F6A C2A F4A . . 108.3(17) ?
F5A C2A F4A . . 106.8(16) ?
F6A C2A C3A . . 110.5(15) ?
F5A C2A C3A . . 112.4(15) ?
F4A C2A C3A . . 108.9(14) ?
O1A C3A C1A . . 110.1(13) ?
O1A C3A C2A . . 104.5(12) ?
C1A C3A C2A . . 108.6(12) ?
O1A C3A C4A . . 114.6(10) ?
C1A C3A C4A . . 111.2(11) ?
C2A C3A C4A . . 107.3(11) ?
C5A C4A C9A . . 120.0 ?
C5A C4A C3A . . 122.5(8) ?
C9A C4A C3A . . 117.5(8) ?
C4A C5A C6A . . 120.0 ?
C7A C6A C5A . . 120.0 ?
C6A C7A C8A . . 120.0 ?
C9A C8A C7A . . 120.0 ?
C8A C9A C4A . . 120.0 ?
C8A C9A I1A . . 120.5(6) ?
C4A C9A I1A . . 119.3(6) ?
C10A C11A C12A . . 110.9(17) ?
C11A C12A C13A . . 113.1(16) ?
C14A C13A N1A . . 116.4(15) ?
C14A C13A C12A . . 127.6(15) ?
N1A C13A C12A . . 115.7(15) ?
C13A C14A C15A . . 122.2(13) ?
C13A C14A I1A . . 114.4(12) ?
C15A C14A I1A . . 122.6(10) ?
C14A C15A C16A . . 118.5(17) ?
C17A C16A C15A . . 112.6(17) ?
O2A C18A N1A . . 118.9(18) ?
O2A C18A C19A . . 122.(2) ?
N1A C18A C19A . . 114.5(18) ?
C9A I1A C14A . . 92.5(8) ?
C9A I1A O1A . . 75.0(5) ?
C14A I1A O1A . . 161.7(9) ?
C18A N1A C13A . . 117.3(17) ?
C3A O1A I1A . . 112.1(8) ?
F7 C20 F8 . . 106.8(5) ?
F7 C20 F9 . . 107.5(5) ?
F8 C20 F9 . . 106.1(5) ?
F7 C20 C22 . . 110.7(5) ?
F8 C20 C22 . . 111.1(4) ?
F9 C20 C22 . . 114.3(5) ?
F12 C21 F10 . . 106.5(5) ?
F12 C21 F11 . . 106.3(5) ?
F10 C21 F11 . . 106.9(5) ?
F12 C21 C22 . . 109.8(5) ?
F10 C21 C22 . . 112.2(5) ?
F11 C21 C22 . . 114.6(5) ?
O3 C22 C21 . . 108.9(4) ?
O3 C22 C23 . . 111.1(4) ?
C21 C22 C23 . . 107.7(5) ?
O3 C22 C20 . . 107.6(5) ?
C21 C22 C20 . . 110.6(5) ?
C23 C22 C20 . . 111.0(4) ?
C28 C23 C24 . . 117.0(5) ?
C28 C23 C22 . . 119.1(5) ?
C24 C23 C22 . . 123.8(5) ?
C25 C24 C23 . . 121.4(5) ?
C26 C25 C24 . . 120.0(5) ?
C25 C26 C27 . . 119.5(5) ?
C28 C27 C26 . . 119.9(6) ?
C27 C28 C23 . . 122.1(5) ?
C27 C28 I2 . . 119.2(4) ?
C23 C28 I2 . . 118.7(4) ?
C31 C30 C29 . . 113.2(12) ?
C30 C31 C32 . . 112.8(15) ?
C33 C32 N2 . . 118.6(8) ?
C33 C32 C31 . . 125.9(10) ?
N2 C32 C31 . . 115.5(10) ?
C32 C33 C34 . . 124.1(10) ?
C32 C33 I2 . . 120.2(6) ?
C34 C33 I2 . . 115.7(8) ?
C33 C34 C35 . . 114.0(11) ?
C36 C35 C34 . . 115.4(11) ?
O4 C37 N2 . . 121.8(10) ?
O4 C37 C38 . . 123.8(9) ?
N2 C37 C38 . . 114.4(7) ?
C37 N2 C32 . . 122.3(7) ?
C31A C30A C29A . . 113.4(16) ?
C30A C31A C32A . . 113.1(19) ?
C33A C32A N2A . . 116.4(11) ?
C33A C32A C31A . . 127.9(15) ?
N2A C32A C31A . . 115.7(15) ?
C32A C33A C34A . . 125.9(16) ?
C32A C33A I2 . . 115.1(8) ?
C34A C33A I2 . . 118.9(16) ?
C33A C34A C35A . . 112.2(16) ?
C36A C35A C34A . . 115.1(14) ?
O4A C37A N2A . . 121.8(16) ?
O4A C37A C38A . . 124.0(12) ?
N2A C37A C38A . . 112.9(11) ?
C37A N2A C32A . . 121.8(11) ?
C28 I2 C33A . . 98.6(5) ?
C28 I2 C33 . . 91.1(3) ?
C28 I2 O3 . . 73.84(17) ?
C33A I2 O3 . . 168.9(4) ?
C33 I2 O3 . . 159.0(2) ?
C22 O3 I2 . . 113.3(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 F2 . 1.330(8) ?
C1 F1 . 1.332(9) ?
C1 F3 . 1.346(8) ?
C1 C3 . 1.540(10) ?
C2 F6 . 1.320(11) ?
C2 F4 . 1.336(8) ?
C2 F5 . 1.339(10) ?
C2 C3 . 1.539(10) ?
C3 O1 . 1.354(7) ?
C3 C4 . 1.564(7) ?
C4 C5 . 1.39 ?
C4 C9 . 1.39 ?
C5 C6 . 1.39 ?
C6 C7 . 1.39 ?
C7 C8 . 1.39 ?
C8 C9 . 1.39 ?
C9 I1 . 2.114(3) ?
C10 C11 . 1.512(10) ?
C11 C12 . 1.531(10) ?
C12 C13 . 1.543(9) ?
C13 C14 . 1.280(9) ?
C13 N1 . 1.435(8) ?
C14 C15 . 1.485(9) ?
C14 I1 . 2.190(7) ?
C15 C16 . 1.530(10) ?
C16 C17 . 1.517(11) ?
C18 O2 . 1.241(8) ?
C18 N1 . 1.363(8) ?
C18 C19 . 1.491(10) ?
I1 O1 . 2.399(5) ?
C1A F2A . 1.326(12) ?
C1A F1A . 1.328(13) ?
C1A F3A . 1.349(13) ?
C1A C3A . 1.534(13) ?
C2A F6A . 1.311(14) ?
C2A F5A . 1.336(14) ?
C2A F4A . 1.336(12) ?
C2A C3A . 1.551(13) ?
C3A O1A . 1.349(11) ?
C3A C4A . 1.559(10) ?
C4A C5A . 1.39 ?
C4A C9A . 1.39 ?
C5A C6A . 1.39 ?
C6A C7A . 1.39 ?
C7A C8A . 1.39 ?
C8A C9A . 1.39 ?
C9A I1A . 2.110(8) ?
C10A C11A . 1.513(14) ?
C11A C12A . 1.533(14) ?
C12A C13A . 1.534(13) ?
C13A C14A . 1.285(13) ?
C13A N1A . 1.442(12) ?
C14A C15A . 1.492(13) ?
C14A I1A . 2.204(11) ?
C15A C16A . 1.531(14) ?
C16A C17A . 1.518(15) ?
C18A O2A . 1.245(12) ?
C18A N1A . 1.372(13) ?
C18A C19A . 1.490(14) ?
I1A O1A . 2.414(10) ?
C20 F7 . 1.336(7) ?
C20 F8 . 1.339(6) ?
C20 F9 . 1.351(7) ?
C20 C22 . 1.549(8) ?
C21 F12 . 1.341(7) ?
C21 F10 . 1.344(7) ?
C21 F11 . 1.348(7) ?
C21 C22 . 1.534(9) ?
C22 O3 . 1.369(6) ?
C22 C23 . 1.535(7) ?
C23 C28 . 1.381(8) ?
C23 C24 . 1.397(7) ?
C24 C25 . 1.387(8) ?
C25 C26 . 1.370(9) ?
C26 C27 . 1.389(8) ?
C27 C28 . 1.373(8) ?
C28 I2 . 2.125(5) ?
C29 C30 . 1.490(18) ?
C30 C31 . 1.49(2) ?
C31 C32 . 1.535(19) ?
C32 C33 . 1.321(10) ?
C32 N2 . 1.437(10) ?
C33 C34 . 1.521(18) ?
C33 I2 . 2.169(8) ?
C34 C35 . 1.542(18) ?
C35 C36 . 1.532(16) ?
C37 O4 . 1.224(9) ?
C37 N2 . 1.372(11) ?
C37 C38 . 1.495(12) ?
C29A C30A . 1.49(2) ?
C30A C31A . 1.49(2) ?
C31A C32A . 1.53(2) ?
C32A C33A . 1.316(12) ?
C32A N2A . 1.439(12) ?
C33A C34A . 1.52(2) ?
C33A I2 . 2.153(11) ?
C34A C35A . 1.54(2) ?
C35A C36A . 1.529(18) ?
C37A O4A . 1.222(11) ?
C37A N2A . 1.372(13) ?
C37A C38A . 1.495(13) ?
I2 O3 . 2.391(4) ?
