#------------------------------------------------------------------------------
#$Date: 2021-02-04 23:55:44 +0100 (jue 04 de feb de 2021) $
#$Revision: 261589 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/15/7241594.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_7241594
loop_
_publ_author_name
'Craddock, Drew E.'
'Parks, McKenzie J.'
'Taylor, Lauren A.'
'Wagner, Benjamin L.'
'Ruf, Michael'
'Wheeler, Kraig A.'
_publ_section_title
;
 Increasing the structural boundary of quasiracemate formation:
 4-substituted naphthylamides
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              210
_journal_page_last               215
_journal_paper_doi               10.1039/D0CE01331E
_journal_volume                  23
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C19 H16 Br N O, C19 H16 F N O'
_chemical_formula_sum            'C38 H32 Br F N2 O2'
_chemical_formula_weight         647.56
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-10-19 deposited with the CCDC.	2020-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                102.789(2)
_cell_angle_beta                 93.699(2)
_cell_angle_gamma                106.801(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9188(6)
_cell_length_b                   10.2275(6)
_cell_length_c                   15.9392(9)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.27
_cell_measurement_theta_min      2.87
_cell_volume                     1495.16(15)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2017)'
_computing_data_collection       'APEX3 v2018.7-2 (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2017)'
_computing_molecular_graphics    'XSEED (Barbour, 2001)'
_computing_publication_material  'XSEED (Barbour, 2001)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker Photon II CPAD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CPAD Area Detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            31497
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.316
_diffrn_reflns_theta_min         2.870
_diffrn_source                   'Microsource IuS Incoatec 3.0'
_exptl_absorpt_coefficient_mu    2.232
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       needle
_exptl_crystal_F_000             668
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: MeOH'
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.101
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 4662 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.038(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     930
_refine_ls_number_reflns         10391
_refine_ls_number_restraints     165
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0222
_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)+(0.0168P)²+0.3147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0576
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_full    0.903
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                10148
_reflns_number_total             10391
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01331e2.cif
_cod_data_source_block           19kaw52
_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 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7241590--7241596.cif.
;
_cod_original_cell_volume        1495.15(15)
_cod_database_code               7241594
_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.
;
loop_
_space_group_symop_operation_xyz
'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
F1A F 0.62508(18) 0.3504(2) 0.44431(14) 0.0435(5) Uani 1 1 d . . . . .
O1A O 1.1722(2) 0.68568(18) 0.31336(13) 0.0222(4) Uani 1 1 d . . . . .
N1A N 1.2225(2) 0.4808(2) 0.30262(13) 0.0158(4) Uani 1 1 d D . . . .
H1A H 1.203(4) 0.399(3) 0.317(2) 0.019 Uiso 1 1 d D U . . .
C1A C 1.1399(3) 0.5639(3) 0.32195(15) 0.0150(5) Uani 1 1 d . . . . .
C2A C 1.0045(3) 0.5018(3) 0.35470(17) 0.0164(5) Uani 1 1 d . . . . .
C3A C 0.9482(3) 0.5932(3) 0.40918(18) 0.0217(6) Uani 1 1 d . . . . .
H3A H 0.997684 0.691537 0.425119 0.026 Uiso 1 1 calc R U . . .
C4A C 0.8215(3) 0.5431(3) 0.44035(19) 0.0288(6) Uani 1 1 d . . . . .
H4A H 0.784304 0.605137 0.478539 0.035 Uiso 1 1 calc R U . . .
C5A C 0.7509(3) 0.4005(3) 0.4143(2) 0.0281(6) Uani 1 1 d . . . . .
C6A C 0.8011(3) 0.3065(3) 0.3598(2) 0.0296(6) Uani 1 1 d . . . . .
H6A H 0.748670 0.208861 0.342688 0.036 Uiso 1 1 calc R U . . .
C7A C 0.9296(3) 0.3570(3) 0.33034(18) 0.0215(6) Uani 1 1 d . . . . .
H7A H 0.967143 0.293476 0.293598 0.026 Uiso 1 1 calc R U . . .
C8A C 1.3507(3) 0.5244(3) 0.26172(16) 0.0174(5) Uani 1 1 d . . . . .
H8A H 1.395617 0.628766 0.283543 0.021 Uiso 0.9047(10) 1 calc R U P A 1
H8AA H 1.396761 0.625201 0.294093 0.021 Uiso 0.0953(10) 1 calc R U P A 2
C9A C 1.4549(3) 0.4512(3) 0.28706(17) 0.0200(5) Uani 1 1 d . . . . .
H9A1 H 1.480151 0.478365 0.350346 0.030 Uiso 1 1 calc R U . . .
H9A2 H 1.540948 0.479445 0.259824 0.030 Uiso 1 1 calc R U . . .
H9A3 H 1.410821 0.348707 0.267323 0.030 Uiso 1 1 calc R U . . .
C10A C 1.3069(3) 0.4883(3) 0.1632(2) 0.0160(6) Uani 0.9047(10) 1 d D . P A 1
C11A C 1.3376(3) 0.5908(3) 0.11786(18) 0.0155(5) Uani 0.9047(10) 1 d D . P A 1
H11A H 1.392045 0.684569 0.147649 0.019 Uiso 0.9047(10) 1 calc R U P A 1
C12A C 1.2901(3) 0.5601(3) 0.02808(19) 0.0165(5) Uani 0.9047(10) 1 d D . P A 1
C13A C 1.3164(3) 0.6656(3) -0.01910(19) 0.0183(5) Uani 0.9047(10) 1 d D . P A 1
H13A H 1.368837 0.760411 0.009855 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C14A C 1.2671(3) 0.6323(3) -0.1055(2) 0.0219(6) Uani 0.9047(10) 1 d D . P A 1
H14A H 1.286317 0.703894 -0.136233 0.026 Uiso 0.9047(10) 1 calc R U P A 1
C15A C 1.1875(4) 0.4919(6) -0.1497(2) 0.0222(6) Uani 0.9047(10) 1 d D . P A 1
H15A H 1.153145 0.469929 -0.209804 0.027 Uiso 0.9047(10) 1 calc R U P A 1
C16A C 1.1600(3) 0.3877(3) -0.10619(19) 0.0204(5) Uani 0.9047(10) 1 d D . P A 1
H16A H 1.106908 0.293766 -0.136441 0.024 Uiso 0.9047(10) 1 calc R U P A 1
C17A C 1.2096(3) 0.4184(3) -0.01709(18) 0.0155(5) Uani 0.9047(10) 1 d D . P A 1
C18A C 1.1821(3) 0.3135(3) 0.03073(19) 0.0169(5) Uani 0.9047(10) 1 d D . P A 1
H18A H 1.130094 0.218608 0.001804 0.020 Uiso 0.9047(10) 1 calc R U P A 1
C19A C 1.2291(3) 0.3471(3) 0.11724(18) 0.0168(5) Uani 0.9047(10) 1 d D . P A 1
H19A H 1.209638 0.275000 0.147615 0.020 Uiso 0.9047(10) 1 calc R U P A 1
F1B F 0.61602(18) 0.8192(2) 0.42597(14) 0.0409(5) Uani 1 1 d . . . . .
O1B O 1.1759(2) 1.18974(18) 0.32472(13) 0.0218(4) Uani 1 1 d . . . . .
N1B N 1.2240(2) 0.9819(2) 0.30015(13) 0.0149(4) Uani 1 1 d D . . . .
H1B H 1.202(4) 0.899(3) 0.313(2) 0.018 Uiso 1 1 d D U . . .
C1B C 1.1417(3) 1.0637(3) 0.32453(15) 0.0152(5) Uani 1 1 d . . . . .
C2B C 1.0035(3) 0.9933(3) 0.35162(17) 0.0160(5) Uani 1 1 d . . . . .
C3B C 0.9536(3) 1.0709(3) 0.41820(19) 0.0232(6) Uani 1 1 d . . . . .
H3B H 1.009036 1.165165 0.446232 0.028 Uiso 1 1 calc R U . . .
C4B C 0.8233(3) 1.0126(3) 0.44448(19) 0.0290(6) Uani 1 1 d . . . . .
H4B H 0.789952 1.064646 0.491049 0.035 Uiso 1 1 calc R U . . .
C5B C 0.7445(3) 0.8772(3) 0.4009(2) 0.0280(6) Uani 1 1 d . . . . .
C6B C 0.7887(3) 0.7982(3) 0.3332(2) 0.0301(6) Uani 1 1 d . . . . .
H6B H 0.730168 0.705858 0.303452 0.036 Uiso 1 1 calc R U . . .
C7B C 0.9205(3) 0.8561(3) 0.3093(2) 0.0246(6) Uani 1 1 d . . . . .
H7B H 0.954356 0.802116 0.263977 0.030 Uiso 1 1 calc R U . . .
C8B C 1.3579(3) 1.0354(2) 0.26791(16) 0.0163(5) Uani 1 1 d . . . . .
H8B H 1.400440 1.136977 0.299787 0.020 Uiso 0.9047(10) 1 calc R U P A 1
H8BA H 1.400089 1.139818 0.291558 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C9B C 1.4592(3) 0.9578(3) 0.29212(17) 0.0192(5) Uani 1 1 d . . . . .
H8B1 H 1.484658 0.983383 0.355362 0.029 Uiso 1 1 calc R U . . .
H8B2 H 1.545455 0.984456 0.264839 0.029 Uiso 1 1 calc R U . . .
H8B3 H 1.412582 0.855735 0.271680 0.029 Uiso 1 1 calc R U . . .
C10B C 1.3397(3) 1.0297(3) 0.1720(2) 0.0156(6) Uani 0.9047(10) 1 d D . P A 1
C11B C 1.2112(3) 0.9703(3) 0.11926(18) 0.0162(5) Uani 0.9047(10) 1 d D . P A 1
H11B H 1.129351 0.927519 0.143059 0.019 Uiso 0.9047(10) 1 calc R U P A 1
C12B C 1.1975(3) 0.9711(3) 0.03042(19) 0.0156(5) Uani 0.9047(10) 1 d D . P A 1
C13B C 1.0647(3) 0.9147(3) -0.02394(19) 0.0182(5) Uani 0.9047(10) 1 d D . P A 1
H13B H 0.981680 0.872689 -0.000864 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C14B C 1.0542(3) 0.9198(3) -0.10915(19) 0.0200(5) Uani 0.9047(10) 1 d D . P A 1
H14B H 0.964132 0.882593 -0.144376 0.024 Uiso 0.9047(10) 1 calc R U P A 1
C15B C 1.1767(5) 0.9801(3) -0.1449(2) 0.0203(6) Uani 0.9047(10) 1 d D . P A 1
H15B H 1.169192 0.982323 -0.204211 0.024 Uiso 0.9047(10) 1 calc R U P A 1
C16B C 1.3075(3) 1.0359(3) -0.09356(19) 0.0198(5) Uani 0.9047(10) 1 d D . P A 1
H16B H 1.389415 1.076776 -0.117952 0.024 Uiso 0.9047(10) 1 calc R U P A 1
C17B C 1.3211(3) 1.0331(3) -0.00574(19) 0.0169(5) Uani 0.9047(10) 1 d D . P A 1
C18B C 1.4529(3) 1.0933(3) 0.04956(19) 0.0182(5) Uani 0.9047(10) 1 d D . P A 1
H18B H 1.536218 1.135074 0.026643 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C19B C 1.4619(3) 1.0923(3) 0.13543(19) 0.0181(5) Uani 0.9047(10) 1 d D . P A 1
H19B H 1.551280 1.134026 0.171266 0.022 Uiso 0.9047(10) 1 calc R U P A 1
Br1C Br 0.40486(2) 0.17870(2) 0.52785(2) 0.02434(11) Uani 1 1 d . . . . .
O1C O -0.1749(2) -0.1886(2) 0.68490(14) 0.0214(4) Uani 1 1 d . . . . .
N1C N -0.2290(2) 0.0141(2) 0.69478(13) 0.0166(4) Uani 1 1 d D . . . .
H1C H -0.203(3) 0.097(3) 0.683(2) 0.020 Uiso 1 1 d D U . . .
C1C C -0.1452(3) -0.0679(3) 0.67559(15) 0.0167(5) Uani 1 1 d . . . . .
C2C C -0.0097(3) -0.0040(3) 0.64210(16) 0.0165(5) Uani 1 1 d . . . . .
C3C C 0.0455(3) -0.0940(3) 0.58542(17) 0.0214(5) Uani 1 1 d . . . . .
H3C H -0.002969 -0.192539 0.569524 0.026 Uiso 1 1 calc R U . . .
C4C C 0.1702(3) -0.0417(3) 0.55193(18) 0.0231(6) Uani 1 1 d . . . . .
H4C H 0.207038 -0.103208 0.513045 0.028 Uiso 1 1 calc R U . . .
C5C C 0.2395(3) 0.1023(3) 0.57666(17) 0.0202(5) Uani 1 1 d . . . . .
C6C C 0.1904(3) 0.1928(3) 0.63545(17) 0.0205(5) Uani 1 1 d . . . . .
H6C H 0.242389 0.290415 0.653882 0.025 Uiso 1 1 calc R U . . .
C7C C 0.0642(3) 0.1399(3) 0.66744(16) 0.0188(5) Uani 1 1 d . . . . .
H7C H 0.028404 0.201866 0.706650 0.023 Uiso 1 1 calc R U . . .
C8C C -0.3540(3) -0.0284(3) 0.73830(17) 0.0165(5) Uani 1 1 d . . . . .
H8C H -0.398945 -0.132848 0.716826 0.020 Uiso 0.9047(10) 1 calc R U P A 1
H8CA H -0.400280 -0.130676 0.709203 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C9C C -0.4607(3) 0.0437(3) 0.71424(17) 0.0184(5) Uani 1 1 d . . . . .
H9C1 H -0.418538 0.146224 0.735554 0.028 Uiso 1 1 calc R U . . .
H9C2 H -0.546821 0.012194 0.740787 0.028 Uiso 1 1 calc R U . . .
H9C3 H -0.485174 0.018895 0.650953 0.028 Uiso 1 1 calc R U . . .
C10C C -0.3076(3) 0.0067(3) 0.8355(2) 0.0148(6) Uani 0.9047(10) 1 d D . P A 1
C11C C -0.3368(3) -0.0943(3) 0.88135(18) 0.0152(5) Uani 0.9047(10) 1 d D . P A
1
H11C H -0.390968 -0.188328 0.851957 0.018 Uiso 0.9047(10) 1 calc R U P A 1
C12C C -0.2890(3) -0.0628(3) 0.97107(19) 0.0159(5) Uani 0.9047(10) 1 d D . P A
1
C13C C -0.3156(3) -0.1674(3) 1.01862(19) 0.0180(5) Uani 0.9047(10) 1 d D . P A
1
H13C H -0.368352 -0.262216 0.990059 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C14C C -0.2660(3) -0.1329(3) 1.10514(19) 0.0212(6) Uani 0.9047(10) 1 d D . P A
1
H14C H -0.284497 -0.204020 1.136218 0.025 Uiso 0.9047(10) 1 calc R U P A 1
C15C C -0.1873(4) 0.0080(6) 1.1490(2) 0.0211(7) Uani 0.9047(10) 1 d D . P A 1
H15C H -0.153828 0.030929 1.209285 0.025 Uiso 0.9047(10) 1 calc R U P A 1
C16C C -0.1594(3) 0.1112(3) 1.10461(18) 0.0190(5) Uani 0.9047(10) 1 d D . P A 1
H16C H -0.106463 0.205379 1.134442 0.023 Uiso 0.9047(10) 1 calc R U P A 1
C17C C -0.2083(3) 0.0790(3) 1.01520(18) 0.0158(5) Uani 0.9047(10) 1 d D . P A 1
C18C C -0.1812(3) 0.1828(3) 0.96714(18) 0.0160(5) Uani 0.9047(10) 1 d D . P A 1
H18C H -0.129144 0.277845 0.995807 0.019 Uiso 0.9047(10) 1 calc R U P A 1
C19C C -0.2285(3) 0.1488(3) 0.88051(18) 0.0165(5) Uani 0.9047(10) 1 d D . P A 1
H19C H -0.208858 0.220208 0.849652 0.020 Uiso 0.9047(10) 1 calc R U P A 1
Br1D Br 0.40598(2) 0.68832(2) 0.53221(2) 0.02318(10) Uani 1 1 d . . . . .
O1D O -0.1822(2) 0.3050(2) 0.67408(14) 0.0235(4) Uani 1 1 d . . . . .
N1D N -0.2268(2) 0.5141(2) 0.69925(13) 0.0172(4) Uani 1 1 d D . . . .
H1D H -0.203(3) 0.599(3) 0.6932(19) 0.021 Uiso 1 1 d D U . . .
C1D C -0.1474(3) 0.4312(3) 0.67356(16) 0.0166(5) Uani 1 1 d . . . . .
C2D C -0.0107(3) 0.4974(3) 0.64251(16) 0.0161(5) Uani 1 1 d . . . . .
C3D C 0.0335(3) 0.4151(3) 0.57505(17) 0.0205(5) Uani 1 1 d . . . . .
H3D H -0.022961 0.319854 0.550766 0.025 Uiso 1 1 calc R U . . .
C4D C 0.1583(3) 0.4693(3) 0.54240(17) 0.0215(5) Uani 1 1 d . . . . .
H4D H 0.186878 0.412761 0.495589 0.026 Uiso 1 1 calc R U . . .
C5D C 0.2407(3) 0.6085(3) 0.57992(17) 0.0195(5) Uani 1 1 d . . . . .
C6D C 0.2013(3) 0.6906(3) 0.64907(18) 0.0228(6) Uani 1 1 d . . . . .
H6D H 0.260720 0.784060 0.675493 0.027 Uiso 1 1 calc R U . . .
C7D C 0.0748(3) 0.6363(3) 0.67975(17) 0.0206(5) Uani 1 1 d . . . . .
H7D H 0.046134 0.693534 0.726155 0.025 Uiso 1 1 calc R U . . .
C8D C -0.3595(3) 0.4623(3) 0.73321(17) 0.0169(5) Uani 1 1 d . . . . .
H8D H -0.402567 0.360457 0.702019 0.020 Uiso 0.9047(10) 1 calc R U P A 1
H8DA H -0.401716 0.357414 0.712495 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C9D C -0.4620(3) 0.5387(3) 0.70913(17) 0.0201(5) Uani 1 1 d . . . . .
H9D1 H -0.417287 0.640811 0.731216 0.030 Uiso 1 1 calc R U . . .
H9D2 H -0.549280 0.508944 0.734931 0.030 Uiso 1 1 calc R U . . .
H9D3 H -0.485149 0.515412 0.645803 0.030 Uiso 1 1 calc R U . . .
C10D C -0.3393(3) 0.4689(3) 0.82910(19) 0.0148(5) Uani 0.9047(10) 1 d D . P A 1
C11D C -0.2105(3) 0.5274(3) 0.88090(18) 0.0152(5) Uani 0.9047(10) 1 d D . P A 1
H11D H -0.129067 0.569615 0.856587 0.018 Uiso 0.9047(10) 1 calc R U P A 1
C12D C -0.1955(3) 0.5267(3) 0.96976(18) 0.0158(5) Uani 0.9047(10) 1 d D . P A 1
C13D C -0.0620(3) 0.5819(3) 1.02323(18) 0.0179(5) Uani 0.9047(10) 1 d D . P A 1
H13D H 0.020648 0.623611 0.999732 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C14D C -0.0504(3) 0.5759(3) 1.10808(19) 0.0212(5) Uani 0.9047(10) 1 d D . P A 1
H14D H 0.040143 0.612351 1.142831 0.025 Uiso 0.9047(10) 1 calc R U P A 1
C15D C -0.1734(9) 0.5152(4) 1.1446(3) 0.0222(9) Uani 0.9047(10) 1 d D . P A 1
H15D H -0.165036 0.511740 1.203712 0.027 Uiso 0.9047(10) 1 calc R U P A 1
C16D C -0.3036(3) 0.4618(3) 1.09449(19) 0.0192(5) Uani 0.9047(10) 1 d D . P A 1
H16D H -0.385220 0.421801 1.119376 0.023 Uiso 0.9047(10) 1 calc R U P A 1
C17D C -0.3187(3) 0.4652(3) 1.00630(19) 0.0161(5) Uani 0.9047(10) 1 d D . P A 1
C18D C -0.4509(3) 0.4057(3) 0.9518(2) 0.0181(5) Uani 0.9047(10) 1 d D . P A 1
H18D H -0.533693 0.364291 0.975225 0.022 Uiso 0.9047(10) 1 calc R U P A 1
C19D C -0.4615(3) 0.4067(3) 0.86644(19) 0.0176(5) Uani 0.9047(10) 1 d D . P A 1
H19D H -0.551452 0.365553 0.831158 0.021 Uiso 0.9047(10) 1 calc R U P A 1
C10E C 1.336(2) 0.531(2) 0.1716(14) 0.0160(6) Uani 0.0953(10) 1 d D . P A 2
C11E C 1.206(2) 0.474(2) 0.1205(12) 0.0155(5) Uani 0.0953(10) 1 d D . P A 2
H11E H 1.123889 0.432327 0.144676 0.019 Uiso 0.0953(10) 1 calc R U P A 2
C12E C 1.193(2) 0.4775(19) 0.0317(12) 0.0165(5) Uani 0.0953(10) 1 d D . P A 2
C13E C 1.059(2) 0.421(3) -0.0230(13) 0.0183(5) Uani 0.0953(10) 1 d D . P A 2
H13E H 0.976155 0.378107 -0.000316 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C14E C 1.051(2) 0.427(3) -0.1078(14) 0.0219(6) Uani 0.0953(10) 1 d D . P A 2
H14E H 0.961060 0.390902 -0.143528 0.026 Uiso 0.0953(10) 1 calc R U P A 2
C15E C 1.175(3) 0.486(6) -0.1425(17) 0.0222(6) Uani 0.0953(10) 1 d D . P A 2
H15E H 1.169064 0.487602 -0.202043 0.027 Uiso 0.0953(10) 1 calc R U P A 2
C16E C 1.305(2) 0.542(3) -0.0916(13) 0.0204(5) Uani 0.0953(10) 1 d D . P A 2
H16E H 1.387435 0.580094 -0.116323 0.024 Uiso 0.0953(10) 1 calc R U P A 2
C17E C 1.317(2) 0.544(3) -0.0023(12) 0.0155(5) Uani 0.0953(10) 1 d D . P A 2
C18E C 1.451(2) 0.600(2) 0.0524(13) 0.0169(5) Uani 0.0953(10) 1 d D . P A 2
H18E H 1.534055 0.640602 0.029289 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C19E C 1.460(2) 0.596(2) 0.1375(13) 0.0168(5) Uani 0.0953(10) 1 d D . P A 2
H19E H 1.549449 0.635513 0.173798 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C10F C 1.311(3) 0.994(2) 0.1625(15) 0.0156(6) Uani 0.0953(10) 1 d D . P A 2
C11F C 1.338(2) 1.098(2) 0.1183(12) 0.0162(5) Uani 0.0953(10) 1 d D . P A 2
H11F H 1.391209 1.191717 0.148386 0.019 Uiso 0.0953(10) 1 calc R U P A 2
C12F C 1.287(2) 1.0672(18) 0.0280(12) 0.0156(5) Uani 0.0953(10) 1 d D . P A 2
C13F C 1.316(3) 1.175(2) -0.0179(13) 0.0182(5) Uani 0.0953(10) 1 d D . P A 2
H13F H 1.369478 1.268876 0.011723 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C14F C 1.266(3) 1.143(2) -0.1045(13) 0.0200(5) Uani 0.0953(10) 1 d D . P A 2
H14F H 1.285517 1.215262 -0.135017 0.024 Uiso 0.0953(10) 1 calc R U P A 2
C15F C 1.185(5) 1.004(3) -0.1482(16) 0.0203(6) Uani 0.0953(10) 1 d D . P A 2
H15F H 1.148096 0.982529 -0.207855 0.024 Uiso 0.0953(10) 1 calc R U P A 2
C16F C 1.159(3) 0.897(2) -0.1054(13) 0.0198(5) Uani 0.0953(10) 1 d D . P A 2
H16F H 1.106964 0.802896 -0.136392 0.024 Uiso 0.0953(10) 1 calc R U P A 2
C17F C 1.208(3) 0.9261(19) -0.0159(13) 0.0169(5) Uani 0.0953(10) 1 d D . P A 2
C18F C 1.182(3) 0.822(2) 0.0323(13) 0.0182(5) Uani 0.0953(10) 1 d D . P A 2
H18F H 1.129014 0.727158 0.003184 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C19F C 1.231(3) 0.852(2) 0.1193(14) 0.0181(5) Uani 0.0953(10) 1 d D . P A 2
H19F H 1.211917 0.780644 0.149965 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C10G C -0.343(2) -0.022(3) 0.8314(15) 0.0148(6) Uani 0.0953(10) 1 d D . P A 2
C11G C -0.213(2) 0.033(2) 0.8820(12) 0.0152(5) Uani 0.0953(10) 1 d D . P A 2
H11G H -0.131353 0.073355 0.857216 0.018 Uiso 0.0953(10) 1 calc R U P A 2
C12G C -0.1974(19) 0.0304(18) 0.9710(12) 0.0159(5) Uani 0.0953(10) 1 d D . P A
2
C13G C -0.063(2) 0.087(2) 1.0240(13) 0.0180(5) Uani 0.0953(10) 1 d D . P A 2
H13G H 0.019620 0.130488 1.000685 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C14G C -0.052(2) 0.079(3) 1.1087(14) 0.0212(6) Uani 0.0953(10) 1 d D . P A 2
H14G H 0.038872 0.109942 1.143110 0.025 Uiso 0.0953(10) 1 calc R U P A 2
C15G C -0.177(3) 0.024(6) 1.1444(17) 0.0211(7) Uani 0.0953(10) 1 d D . P A 2
H15G H -0.169620 0.028475 1.204790 0.025 Uiso 0.0953(10) 1 calc R U P A 2
C16G C -0.307(2) -0.035(3) 1.0947(13) 0.0190(5) Uani 0.0953(10) 1 d D . P A 2
H16G H -0.387799 -0.079268 1.119115 0.023 Uiso 0.0953(10) 1 calc R U P A 2
C17G C -0.322(2) -0.030(3) 1.0066(12) 0.0158(5) Uani 0.0953(10) 1 d D . P A 2
C18G C -0.454(2) -0.087(2) 0.9524(13) 0.0160(5) Uani 0.0953(10) 1 d D . P A 2
H18G H -0.537225 -0.127910 0.976151 0.019 Uiso 0.0953(10) 1 calc R U P A 2
C19G C -0.466(2) -0.086(2) 0.8670(13) 0.0165(5) Uani 0.0953(10) 1 d D . P A 2
H19G H -0.555851 -0.126861 0.831395 0.020 Uiso 0.0953(10) 1 calc R U P A 2
C10H C -0.312(3) 0.513(2) 0.8383(14) 0.0148(5) Uani 0.0953(10) 1 d D . P A 2
C11H C -0.341(2) 0.410(2) 0.8822(12) 0.0152(5) Uani 0.0953(10) 1 d D . P A 2
H11H H -0.395557 0.315625 0.852560 0.018 Uiso 0.0953(10) 1 calc R U P A 2
C12H C -0.291(2) 0.4430(19) 0.9724(12) 0.0158(5) Uani 0.0953(10) 1 d D . P A 2
C13H C -0.318(3) 0.338(2) 1.0198(13) 0.0179(5) Uani 0.0953(10) 1 d D . P A 2
H13H H -0.370794 0.243079 0.991057 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C14H C -0.268(3) 0.371(2) 1.1060(13) 0.0212(5) Uani 0.0953(10) 1 d D . P A 2
H14H H -0.289327 0.300895 1.137555 0.025 Uiso 0.0953(10) 1 calc R U P A 2
C15H C -0.185(9) 0.512(3) 1.149(2) 0.0222(9) Uani 0.0953(10) 1 d D . P A 2
H15H H -0.145538 0.534000 1.208209 0.027 Uiso 0.0953(10) 1 calc R U P A 2
C16H C -0.161(3) 0.617(2) 1.1058(13) 0.0192(5) Uani 0.0953(10) 1 d D . P A 2
H16H H -0.109540 0.711537 1.135885 0.023 Uiso 0.0953(10) 1 calc R U P A 2
C17H C -0.212(3) 0.5839(19) 1.0161(12) 0.0161(5) Uani 0.0953(10) 1 d D . P A 2
C18H C -0.184(3) 0.689(2) 0.9686(13) 0.0181(5) Uani 0.0953(10) 1 d D . P A 2
H18H H -0.129857 0.783310 0.997289 0.022 Uiso 0.0953(10) 1 calc R U P A 2
C19H C -0.233(3) 0.656(2) 0.8825(13) 0.0176(5) Uani 0.0953(10) 1 d D . P A 2
H19H H -0.215459 0.727111 0.851656 0.021 Uiso 0.0953(10) 1 calc R 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 0.0181 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
Br Br -0.6763 1.2805 '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
C1A N1A C8A 121.8(2) . . ?
C1A N1A H1A 120(2) . . ?
C8A N1A H1A 118(2) . . ?
O1A C1A N1A 122.7(2) . . ?
O1A C1A C2A 120.6(2) . . ?
N1A C1A C2A 116.7(2) . . ?
C3A C2A C7A 119.1(3) . . ?
C3A C2A C1A 118.1(2) . . ?
C7A C2A C1A 122.8(2) . . ?
C4A C3A C2A 121.1(3) . . ?
C4A C3A H3A 119.4 . . ?
C2A C3A H3A 119.4 . . ?
C5A C4A C3A 117.9(3) . . ?
C5A C4A H4A 121.1 . . ?
C3A C4A H4A 121.1 . . ?
F1A C5A C6A 118.6(3) . . ?
F1A C5A C4A 118.2(3) . . ?
C6A C5A C4A 123.2(3) . . ?
C5A C6A C7A 118.6(3) . . ?
C5A C6A H6A 120.7 . . ?
C7A C6A H6A 120.7 . . ?
C6A C7A C2A 120.1(3) . . ?
C6A C7A H7A 120.0 . . ?
C2A C7A H7A 120.0 . . ?
C10E C8A N1A 119.2(9) . . ?
C10E C8A C9A 116.2(10) . . ?
N1A C8A C9A 108.9(2) . . ?
N1A C8A C10A 108.4(2) . . ?
C9A C8A C10A 112.7(2) . . ?
N1A C8A H8A 108.9 . . ?
C9A C8A H8A 108.9 . . ?
C10A C8A H8A 108.9 . . ?
C10E C8A H8AA 103.4 . . ?
N1A C8A H8AA 103.4 . . ?
C9A C8A H8AA 103.4 . . ?
C8A C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C8A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C11A C10A C19A 118.7(3) . . ?
C11A C10A C8A 121.3(2) . . ?
C19A C10A C8A 120.0(2) . . ?
C10A C11A C12A 121.6(2) . . ?
C10A C11A H11A 119.2 . . ?
C12A C11A H11A 119.2 . . ?
C11A C12A C13A 122.4(2) . . ?
C11A C12A C17A 119.2(2) . . ?
C13A C12A C17A 118.4(2) . . ?
C14A C13A C12A 120.7(2) . . ?
C14A C13A H13A 119.6 . . ?
C12A C13A H13A 119.6 . . ?
C13A C14A C15A 120.5(3) . . ?
C13A C14A H14A 119.7 . . ?
C15A C14A H14A 119.7 . . ?
C16A C15A C14A 120.3(3) . . ?
C16A C15A H15A 119.9 . . ?
C14A C15A H15A 119.9 . . ?
C15A C16A C17A 120.7(3) . . ?
C15A C16A H16A 119.7 . . ?
C17A C16A H16A 119.7 . . ?
C16A C17A C18A 122.4(2) . . ?
C16A C17A C12A 119.4(2) . . ?
C18A C17A C12A 118.2(2) . . ?
C19A C18A C17A 121.0(2) . . ?
C19A C18A H18A 119.5 . . ?
C17A C18A H18A 119.5 . . ?
C18A C19A C10A 121.2(2) . . ?
C18A C19A H19A 119.4 . . ?
C10A C19A H19A 119.4 . . ?
C1B N1B C8B 121.7(2) . . ?
C1B N1B H1B 117(2) . . ?
C8B N1B H1B 120(2) . . ?
O1B C1B N1B 123.1(2) . . ?
O1B C1B C2B 120.8(2) . . ?
N1B C1B C2B 116.1(2) . . ?
C3B C2B C7B 119.4(3) . . ?
C3B C2B C1B 118.2(2) . . ?
C7B C2B C1B 122.3(2) . . ?
C2B C3B C4B 120.9(3) . . ?
C2B C3B H3B 119.6 . . ?
C4B C3B H3B 119.6 . . ?
C5B C4B C3B 117.8(3) . . ?
C5B C4B H4B 121.1 . . ?
C3B C4B H4B 121.1 . . ?
F1B C5B C6B 118.7(3) . . ?
F1B C5B C4B 118.2(3) . . ?
C6B C5B C4B 123.0(3) . . ?
C5B C6B C7B 118.5(3) . . ?
C5B C6B H6B 120.7 . . ?
C7B C6B H6B 120.7 . . ?
C6B C7B C2B 120.3(3) . . ?
C6B C7B H7B 119.9 . . ?
C2B C7B H7B 119.9 . . ?
N1B C8B C10B 113.2(2) . . ?
N1B C8B C9B 108.61(19) . . ?
C10B C8B C9B 113.1(2) . . ?
N1B C8B C10F 102.9(9) . . ?
C9B C8B C10F 111.2(9) . . ?
N1B C8B H8B 107.2 . . ?
C10B C8B H8B 107.2 . . ?
C9B C8B H8B 107.2 . . ?
N1B C8B H8BA 111.3 . . ?
C9B C8B H8BA 111.3 . . ?
C10F C8B H8BA 111.3 . . ?
C8B C9B H8B1 109.5 . . ?
C8B C9B H8B2 109.5 . . ?
H8B1 C9B H8B2 109.5 . . ?
C8B C9B H8B3 109.5 . . ?
H8B1 C9B H8B3 109.5 . . ?
H8B2 C9B H8B3 109.5 . . ?
C11B C10B C19B 118.6(3) . . ?
C11B C10B C8B 123.4(3) . . ?
C19B C10B C8B 118.0(2) . . ?
C10B C11B C12B 121.8(2) . . ?
C10B C11B H11B 119.1 . . ?
C12B C11B H11B 119.1 . . ?
C11B C12B C13B 122.4(2) . . ?
C11B C12B C17B 119.1(2) . . ?
C13B C12B C17B 118.5(2) . . ?
C14B C13B C12B 121.1(3) . . ?
C14B C13B H13B 119.5 . . ?
C12B C13B H13B 119.5 . . ?
C13B C14B C15B 120.2(3) . . ?
C13B C14B H14B 119.9 . . ?
C15B C14B H14B 119.9 . . ?
C16B C15B C14B 120.0(3) . . ?
C16B C15B H15B 120.0 . . ?
C14B C15B H15B 120.0 . . ?
C15B C16B C17B 120.9(3) . . ?
C15B C16B H16B 119.6 . . ?
C17B C16B H16B 119.6 . . ?
C16B C17B C18B 122.4(2) . . ?
C16B C17B C12B 119.2(2) . . ?
C18B C17B C12B 118.3(2) . . ?
C19B C18B C17B 121.0(2) . . ?
C19B C18B H18B 119.5 . . ?
C17B C18B H18B 119.5 . . ?
C18B C19B C10B 121.2(2) . . ?
C18B C19B H19B 119.4 . . ?
C10B C19B H19B 119.4 . . ?
C1C N1C C8C 121.8(2) . . ?
C1C N1C H1C 118(2) . . ?
C8C N1C H1C 120(2) . . ?
O1C C1C N1C 123.0(3) . . ?
O1C C1C C2C 120.5(2) . . ?
N1C C1C C2C 116.4(2) . . ?
C7C C2C C3C 119.2(2) . . ?
C7C C2C C1C 122.6(2) . . ?
C3C C2C C1C 118.1(2) . . ?
C4C C3C C2C 121.1(2) . . ?
C4C C3C H3C 119.5 . . ?
C2C C3C H3C 119.5 . . ?
C5C C4C C3C 118.3(2) . . ?
C5C C4C H4C 120.8 . . ?
C3C C4C H4C 120.8 . . ?
C6C C5C C4C 121.7(3) . . ?
C6C C5C Br1C 118.8(2) . . ?
C4C C5C Br1C 119.5(2) . . ?
C5C C6C C7C 119.5(2) . . ?
C5C C6C H6C 120.3 . . ?
C7C C6C H6C 120.3 . . ?
C6C C7C C2C 120.1(2) . . ?
C6C C7C H7C 120.0 . . ?
C2C C7C H7C 120.0 . . ?
N1C C8C C10G 122.3(9) . . ?
N1C C8C C10C 109.2(2) . . ?
N1C C8C C9C 108.9(2) . . ?
C10G C8C C9C 110.1(10) . . ?
C10C C8C C9C 113.1(2) . . ?
N1C C8C H8C 108.5 . . ?
C10C C8C H8C 108.5 . . ?
C9C C8C H8C 108.5 . . ?
N1C C8C H8CA 104.6 . . ?
C10G C8C H8CA 104.6 . . ?
C9C C8C H8CA 104.6 . . ?
C8C C9C H9C1 109.5 . . ?
C8C C9C H9C2 109.5 . . ?
H9C1 C9C H9C2 109.5 . . ?
C8C C9C H9C3 109.5 . . ?
H9C1 C9C H9C3 109.5 . . ?
H9C2 C9C H9C3 109.5 . . ?
C11C C10C C19C 118.7(2) . . ?
C11C C10C C8C 121.9(2) . . ?
C19C C10C C8C 119.3(2) . . ?
C10C C11C C12C 122.0(2) . . ?
C10C C11C H11C 119.0 . . ?
C12C C11C H11C 119.0 . . ?
C11C C12C C13C 122.4(2) . . ?
C11C C12C C17C 118.8(2) . . ?
C13C C12C C17C 118.8(2) . . ?
C14C C13C C12C 120.6(2) . . ?
C14C C13C H13C 119.7 . . ?
C12C C13C H13C 119.7 . . ?
C13C C14C C15C 120.6(3) . . ?
C13C C14C H14C 119.7 . . ?
C15C C14C H14C 119.7 . . ?
C16C C15C C14C 120.1(3) . . ?
C16C C15C H15C 119.9 . . ?
C14C C15C H15C 119.9 . . ?
C15C C16C C17C 120.7(3) . . ?
C15C C16C H16C 119.6 . . ?
C17C C16C H16C 119.6 . . ?
C16C C17C C18C 122.3(2) . . ?
C16C C17C C12C 119.2(2) . . ?
C18C C17C C12C 118.5(2) . . ?
C19C C18C C17C 121.2(2) . . ?
C19C C18C H18C 119.4 . . ?
C17C C18C H18C 119.4 . . ?
C18C C19C C10C 120.8(2) . . ?
C18C C19C H19C 119.6 . . ?
C10C C19C H19C 119.6 . . ?
C1D N1D C8D 121.6(2) . . ?
C1D N1D H1D 120(2) . . ?
C8D N1D H1D 118(2) . . ?
O1D C1D N1D 123.2(3) . . ?
O1D C1D C2D 119.9(2) . . ?
N1D C1D C2D 116.9(2) . . ?
C3D C2D C7D 119.1(2) . . ?
C3D C2D C1D 118.0(2) . . ?
C7D C2D C1D 122.8(2) . . ?
C4D C3D C2D 121.4(2) . . ?
C4D C3D H3D 119.3 . . ?
C2D C3D H3D 119.3 . . ?
C3D C4D C5D 118.4(2) . . ?
C3D C4D H4D 120.8 . . ?
C5D C4D H4D 120.8 . . ?
C6D C5D C4D 121.2(3) . . ?
C6D C5D Br1D 119.6(2) . . ?
C4D C5D Br1D 119.20(19) . . ?
C5D C6D C7D 119.8(2) . . ?
C5D C6D H6D 120.1 . . ?
C7D C6D H6D 120.1 . . ?
C6D C7D C2D 120.1(2) . . ?
C6D C7D H7D 120.0 . . ?
C2D C7D H7D 120.0 . . ?
N1D C8D C10D 113.5(2) . . ?
N1D C8D C9D 108.9(2) . . ?
C10D C8D C9D 113.3(2) . . ?
N1D C8D C10H 103.1(10) . . ?
C9D C8D C10H 108.4(9) . . ?
N1D C8D H8D 106.9 . . ?
C10D C8D H8D 106.9 . . ?
C9D C8D H8D 106.9 . . ?
N1D C8D H8DA 112.0 . . ?
C9D C8D H8DA 112.0 . . ?
C10H C8D H8DA 112.0 . . ?
C8D C9D H9D1 109.5 . . ?
C8D C9D H9D2 109.5 . . ?
H9D1 C9D H9D2 109.5 . . ?
C8D C9D H9D3 109.5 . . ?
H9D1 C9D H9D3 109.5 . . ?
H9D2 C9D H9D3 109.5 . . ?
C11D C10D C19D 118.7(2) . . ?
C11D C10D C8D 123.6(3) . . ?
C19D C10D C8D 117.6(2) . . ?
C10D C11D C12D 121.8(2) . . ?
C10D C11D H11D 119.1 . . ?
C12D C11D H11D 119.1 . . ?
C11D C12D C13D 122.3(2) . . ?
C11D C12D C17D 118.9(2) . . ?
C13D C12D C17D 118.8(2) . . ?
C14D C13D C12D 121.0(2) . . ?
C14D C13D H13D 119.5 . . ?
C12D C13D H13D 119.5 . . ?
C13D C14D C15D 120.2(3) . . ?
C13D C14D H14D 119.9 . . ?
C15D C14D H14D 119.9 . . ?
C16D C15D C14D 119.9(3) . . ?
C16D C15D H15D 120.0 . . ?
C14D C15D H15D 120.0 . . ?
C15D C16D C17D 121.1(3) . . ?
C15D C16D H16D 119.5 . . ?
C17D C16D H16D 119.5 . . ?
C16D C17D C18D 122.5(2) . . ?
C16D C17D C12D 119.0(2) . . ?
C18D C17D C12D 118.5(2) . . ?
C19D C18D C17D 121.2(2) . . ?
C19D C18D H18D 119.4 . . ?
C17D C18D H18D 119.4 . . ?
C18D C19D C10D 120.9(3) . . ?
C18D C19D H19D 119.5 . . ?
C10D C19D H19D 119.5 . . ?
C11E C10E C19E 121.1(15) . . ?
C11E C10E C8A 120.7(15) . . ?
C19E C10E C8A 118.2(14) . . ?
C10E C11E C12E 120.3(14) . . ?
C10E C11E H11E 119.9 . . ?
C12E C11E H11E 119.9 . . ?
C11E C12E C17E 118.7(12) . . ?
C11E C12E C13E 121.8(13) . . ?
C17E C12E C13E 119.5(12) . . ?
C14E C13E C12E 120.3(14) . . ?
C14E C13E H13E 119.8 . . ?
C12E C13E H13E 119.8 . . ?
C13E C14E C15E 119.9(15) . . ?
C13E C14E H14E 120.0 . . ?
C15E C14E H14E 120.0 . . ?
C16E C15E C14E 121.0(16) . . ?
C16E C15E H15E 119.5 . . ?
C14E C15E H15E 119.5 . . ?
C15E C16E C17E 120.7(15) . . ?
C15E C16E H16E 119.7 . . ?
C17E C16E H16E 119.6 . . ?
C16E C17E C18E 122.1(13) . . ?
C16E C17E C12E 118.4(12) . . ?
C18E C17E C12E 119.3(12) . . ?
C19E C18E C17E 121.0(14) . . ?
C19E C18E H18E 119.5 . . ?
C17E C18E H18E 119.5 . . ?
C18E C19E C10E 119.5(14) . . ?
C18E C19E H19E 120.2 . . ?
C10E C19E H19E 120.2 . . ?
C11F C10F C19F 120.7(15) . . ?
C11F C10F C8B 119.9(14) . . ?
C19F C10F C8B 119.1(14) . . ?
C10F C11F C12F 121.3(14) . . ?
C10F C11F H11F 119.4 . . ?
C12F C11F H11F 119.4 . . ?
C17F C12F C13F 120.2(12) . . ?
C17F C12F C11F 118.6(12) . . ?
C13F C12F C11F 121.2(13) . . ?
C14F C13F C12F 120.3(14) . . ?
C14F C13F H13F 119.8 . . ?
C12F C13F H13F 119.8 . . ?
C13F C14F C15F 119.7(15) . . ?
C13F C14F H14F 120.2 . . ?
C15F C14F H14F 120.2 . . ?
C16F C15F C14F 120.9(16) . . ?
C16F C15F H15F 119.5 . . ?
C14F C15F H15F 119.5 . . ?
C15F C16F C17F 120.7(15) . . ?
C15F C16F H16F 119.7 . . ?
C17F C16F H16F 119.7 . . ?
C16F C17F C12F 118.1(12) . . ?
C16F C17F C18F 123.4(13) . . ?
C12F C17F C18F 118.4(12) . . ?
C19F C18F C17F 122.5(14) . . ?
C19F C18F H18F 118.7 . . ?
C17F C18F H18F 118.7 . . ?
C18F C19F C10F 118.5(14) . . ?
C18F C19F H19F 120.8 . . ?
C10F C19F H19F 120.8 . . ?
C11G C10G C19G 120.1(15) . . ?
C11G C10G C8C 120.2(15) . . ?
C19G C10G C8C 119.4(15) . . ?
C10G C11G C12G 121.4(14) . . ?
C10G C11G H11G 119.3 . . ?
C12G C11G H11G 119.3 . . ?
C17G C12G C11G 118.1(12) . . ?
C17G C12G C13G 120.3(12) . . ?
C11G C12G C13G 121.7(13) . . ?
C14G C13G C12G 119.8(14) . . ?
C14G C13G H13G 120.1 . . ?
C12G C13G H13G 120.1 . . ?
C13G C14G C15G 119.4(15) . . ?
C13G C14G H14G 120.3 . . ?
C15G C14G H14G 120.3 . . ?
C16G C15G C14G 122.0(16) . . ?
C16G C15G H15G 119.0 . . ?
C14G C15G H15G 119.0 . . ?
C15G C16G C17G 119.6(15) . . ?
C15G C16G H16G 120.2 . . ?
C17G C16G H16G 120.2 . . ?
C18G C17G C16G 122.1(14) . . ?
C18G C17G C12G 119.3(12) . . ?
C16G C17G C12G 118.6(12) . . ?
C19G C18G C17G 121.6(14) . . ?
C19G C18G H18G 119.2 . . ?
C17G C18G H18G 119.2 . . ?
C18G C19G C10G 119.5(15) . . ?
C18G C19G H19G 120.2 . . ?
C10G C19G H19G 120.2 . . ?
C11H C10H C19H 120.7(15) . . ?
C11H C10H C8D 116.2(13) . . ?
C19H C10H C8D 122.9(14) . . ?
C10H C11H C12H 119.8(14) . . ?
C10H C11H H11H 120.1 . . ?
C12H C11H H11H 120.1 . . ?
C17H C12H C13H 119.2(12) . . ?
C17H C12H C11H 119.5(12) . . ?
C13H C12H C11H 121.3(13) . . ?
C14H C13H C12H 120.6(14) . . ?
C14H C13H H13H 119.7 . . ?
C12H C13H H13H 119.7 . . ?
C13H C14H C15H 120.0(15) . . ?
C13H C14H H14H 120.0 . . ?
C15H C14H H14H 120.0 . . ?
C16H C15H C14H 120.7(16) . . ?
C16H C15H H15H 119.6 . . ?
C14H C15H H15H 119.6 . . ?
C15H C16H C17H 119.9(15) . . ?
C15H C16H H16H 120.1 . . ?
C17H C16H H16H 120.1 . . ?
C12H C17H C16H 119.5(12) . . ?
C12H C17H C18H 119.2(12) . . ?
C16H C17H C18H 121.2(13) . . ?
C19H C18H C17H 120.7(14) . . ?
C19H C18H H18H 119.7 . . ?
C17H C18H H18H 119.7 . . ?
C18H C19H C10H 120.1(15) . . ?
C18H C19H H19H 119.9 . . ?
C10H C19H H19H 119.9 . . ?
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
F1A C5A 1.366(3) . ?
O1A C1A 1.234(3) . ?
N1A C1A 1.345(3) . ?
N1A C8A 1.466(3) . ?
N1A H1A 0.89(3) . ?
C1A C2A 1.491(4) . ?
C2A C3A 1.395(4) . ?
C2A C7A 1.403(4) . ?
C3A C4A 1.381(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.376(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.375(5) . ?
C6A C7A 1.384(4) . ?
C6A H6A 0.9500 . ?
C7A H7A 0.9500 . ?
C8A C10E 1.45(2) . ?
C8A C9A 1.523(3) . ?
C8A C10A 1.535(4) . ?
C8A H8A 1.0000 . ?
C8A H8AA 1.0000 . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C10A C11A 1.376(4) . ?
C10A C19A 1.426(4) . ?
C11A C12A 1.413(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.422(4) . ?
C12A C17A 1.432(3) . ?
C13A C14A 1.364(4) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.417(6) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.369(6) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.407(4) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.423(4) . ?
C18A C19A 1.361(4) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
F1B C5B 1.368(3) . ?
O1B C1B 1.234(3) . ?
N1B C1B 1.345(3) . ?
N1B C8B 1.456(3) . ?
N1B H1B 0.89(3) . ?
C1B C2B 1.493(4) . ?
C2B C3B 1.387(4) . ?
C2B C7B 1.394(4) . ?
C3B C4B 1.391(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.375(5) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.374(4) . ?
C6B C7B 1.386(4) . ?
C6B H6B 0.9500 . ?
C7B H7B 0.9500 . ?
C8B C10B 1.514(4) . ?
C8B C9B 1.529(3) . ?
C8B C10F 1.64(2) . ?
C8B H8B 1.0000 . ?
C8B H8BA 1.0000 . ?
C9B H8B1 0.9800 . ?
C9B H8B2 0.9800 . ?
C9B H8B3 0.9800 . ?
C10B C11B 1.374(4) . ?
C10B C19B 1.423(4) . ?
C11B C12B 1.416(4) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.418(4) . ?
C12B C17B 1.428(3) . ?
C13B C14B 1.369(4) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.412(6) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.380(5) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.405(4) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.418(4) . ?
C18B C19B 1.369(4) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
Br1C C5C 1.897(3) . ?
O1C C1C 1.228(3) . ?
N1C C1C 1.345(3) . ?
N1C C8C 1.463(3) . ?
N1C H1C 0.88(3) . ?
C1C C2C 1.503(4) . ?
C2C C7C 1.393(4) . ?
C2C C3C 1.397(4) . ?
C3C C4C 1.389(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.386(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.381(4) . ?
C6C C7C 1.390(4) . ?
C6C H6C 0.9500 . ?
C7C H7C 0.9500 . ?
C8C C10G 1.47(2) . ?
C8C C10C 1.519(4) . ?
C8C C9C 1.528(3) . ?
C8C H8C 1.0000 . ?
C8C H8CA 1.0000 . ?
C9C H9C1 0.9800 . ?
C9C H9C2 0.9800 . ?
C9C H9C3 0.9800 . ?
C10C C11C 1.369(4) . ?
C10C C19C 1.431(4) . ?
C11C C12C 1.412(4) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.417(4) . ?
C12C C17C 1.430(4) . ?
C13C C14C 1.366(4) . ?
C13C H13C 0.9500 . ?
C14C C15C 1.417(6) . ?
C14C H14C 0.9500 . ?
C15C C16C 1.370(5) . ?
C15C H15C 0.9500 . ?
C16C C17C 1.409(4) . ?
C16C H16C 0.9500 . ?
C17C C18C 1.417(4) . ?
C18C C19C 1.363(4) . ?
C18C H18C 0.9500 . ?
C19C H19C 0.9500 . ?
Br1D C5D 1.896(3) . ?
O1D C1D 1.239(3) . ?
N1D C1D 1.334(3) . ?
N1D C8D 1.457(3) . ?
N1D H1D 0.86(3) . ?
C1D C2D 1.499(4) . ?
C2D C3D 1.389(4) . ?
C2D C7D 1.399(4) . ?
C3D C4D 1.387(4) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.393(4) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.381(4) . ?
C6D C7D 1.384(4) . ?
C6D H6D 0.9500 . ?
C7D H7D 0.9500 . ?
C8D C10D 1.512(4) . ?
C8D C9D 1.528(3) . ?
C8D C10H 1.63(2) . ?
C8D H8D 1.0000 . ?
C8D H8DA 1.0000 . ?
C9D H9D1 0.9800 . ?
C9D H9D2 0.9800 . ?
C9D H9D3 0.9800 . ?
C10D C11D 1.369(4) . ?
C10D C19D 1.429(4) . ?
C11D C12D 1.416(4) . ?
C11D H11D 0.9500 . ?
C12D C13D 1.417(4) . ?
C12D C17D 1.427(4) . ?
C13D C14D 1.366(4) . ?
C13D H13D 0.9500 . ?
C14D C15D 1.424(8) . ?
C14D H14D 0.9500 . ?
C15D C16D 1.367(7) . ?
C15D H15D 0.9500 . ?
C16D C17D 1.413(4) . ?
C16D H16D 0.9500 . ?
C17D C18D 1.415(4) . ?
C18D C19D 1.360(4) . ?
C18D H18D 0.9500 . ?
C19D H19D 0.9500 . ?
C10E C11E 1.375(13) . ?
C10E C19E 1.423(14) . ?
C11E C12E 1.423(13) . ?
C11E H11E 0.9500 . ?
C12E C17E 1.427(13) . ?
C12E C13E 1.427(13) . ?
C13E C14E 1.365(14) . ?
C13E H13E 0.9500 . ?
C14E C15E 1.419(15) . ?
C14E H14E 0.9500 . ?
C15E C16E 1.367(15) . ?
C15E H15E 0.9500 . ?
C16E C17E 1.416(13) . ?
C16E H16E 0.9500 . ?
C17E C18E 1.426(13) . ?
C18E C19E 1.365(13) . ?
C18E H18E 0.9500 . ?
C19E H19E 0.9500 . ?
C10F C11F 1.372(14) . ?
C10F C19F 1.424(14) . ?
C11F C12F 1.428(13) . ?
C11F H11F 0.9500 . ?
C12F C17F 1.420(13) . ?
C12F C13F 1.425(13) . ?
C13F C14F 1.370(14) . ?
C13F H13F 0.9500 . ?
C14F C15F 1.414(15) . ?
C14F H14F 0.9500 . ?
C15F C16F 1.383(14) . ?
C15F H15F 0.9500 . ?
C16F C17F 1.414(13) . ?
C16F H16F 0.9500 . ?
C17F C18F 1.423(13) . ?
C18F C19F 1.375(14) . ?
C18F H18F 0.9500 . ?
C19F H19F 0.9500 . ?
C10G C11G 1.369(13) . ?
C10G C19G 1.427(14) . ?
C11G C12G 1.424(13) . ?
C11G H11G 0.9500 . ?
C12G C17G 1.424(13) . ?
C12G C13G 1.424(13) . ?
C13G C14G 1.370(14) . ?
C13G H13G 0.9500 . ?
C14G C15G 1.417(15) . ?
C14G H14G 0.9500 . ?
C15G C16G 1.370(15) . ?
C15G H15G 0.9500 . ?
C16G C17G 1.416(13) . ?
C16G H16G 0.9500 . ?
C17G C18G 1.416(13) . ?
C18G C19G 1.363(13) . ?
C18G H18G 0.9500 . ?
C19G H19G 0.9500 . ?
C10H C11H 1.372(13) . ?
C10H C19H 1.428(14) . ?
C11H C12H 1.424(13) . ?
C11H H11H 0.9500 . ?
C12H C17H 1.415(13) . ?
C12H C13H 1.421(13) . ?
C13H C14H 1.361(14) . ?
C13H H13H 0.9500 . ?
C14H C15H 1.426(17) . ?
C14H H14H 0.9500 . ?
C15H C16H 1.369(15) . ?
C15H H15H 0.9500 . ?
C16H C17H 1.419(13) . ?
C16H H16H 0.9500 . ?
C17H C18H 1.421(13) . ?
C18H C19H 1.361(13) . ?
C18H H18H 0.9500 . ?
C19H H19H 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1A H1A O1B 0.89(3) 2.11(3) 2.982(3) 167(3) 1_545 yes
N1B H1B O1A 0.89(3) 2.12(3) 2.980(3) 164(3) . yes
N1C H1C O1D 0.88(3) 2.11(3) 2.972(3) 166(3) . yes
N1D H1D O1C 0.86(3) 2.14(3) 2.997(3) 171(3) 1_565 yes
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
C8A N1A C1A O1A -6.1(4) . . . . ?
C8A N1A C1A C2A 173.7(2) . . . . ?
O1A C1A C2A C3A -27.6(3) . . . . ?
N1A C1A C2A C3A 152.6(2) . . . . ?
O1A C1A C2A C7A 149.9(3) . . . . ?
N1A C1A C2A C7A -30.0(3) . . . . ?
C7A C2A C3A C4A 1.0(4) . . . . ?
C1A C2A C3A C4A 178.6(2) . . . . ?
C2A C3A C4A C5A -1.5(4) . . . . ?
C3A C4A C5A F1A -179.5(2) . . . . ?
C3A C4A C5A C6A 0.6(4) . . . . ?
F1A C5A C6A C7A -179.1(2) . . . . ?
C4A C5A C6A C7A 0.8(5) . . . . ?
C5A C6A C7A C2A -1.3(4) . . . . ?
C3A C2A C7A C6A 0.4(4) . . . . ?
C1A C2A C7A C6A -177.0(2) . . . . ?
C1A N1A C8A C10E -70.7(11) . . . . ?
C1A N1A C8A C9A 152.8(2) . . . . ?
C1A N1A C8A C10A -84.2(3) . . . . ?
N1A C8A C10A C11A 121.9(3) . . . . ?
C9A C8A C10A C11A -117.5(3) . . . . ?
N1A C8A C10A C19A -56.2(3) . . . . ?
C9A C8A C10A C19A 64.4(3) . . . . ?
C19A C10A C11A C12A 2.0(4) . . . . ?
C8A C10A C11A C12A -176.1(2) . . . . ?
C10A C11A C12A C13A 177.6(3) . . . . ?
C10A C11A C12A C17A -0.8(4) . . . . ?
C11A C12A C13A C14A -179.1(2) . . . . ?
C17A C12A C13A C14A -0.6(4) . . . . ?
C12A C13A C14A C15A 0.6(4) . . . . ?
C13A C14A C15A C16A -0.4(5) . . . . ?
C14A C15A C16A C17A 0.3(5) . . . . ?
C15A C16A C17A C18A 179.3(3) . . . . ?
C15A C16A C17A C12A -0.2(4) . . . . ?
C11A C12A C17A C16A 178.9(2) . . . . ?
C13A C12A C17A C16A 0.4(4) . . . . ?
C11A C12A C17A C18A -0.7(4) . . . . ?
C13A C12A C17A C18A -179.2(2) . . . . ?
C16A C17A C18A C19A -178.7(3) . . . . ?
C12A C17A C18A C19A 0.9(4) . . . . ?
C17A C18A C19A C10A 0.3(4) . . . . ?
C11A C10A C19A C18A -1.8(4) . . . . ?
C8A C10A C19A C18A 176.4(2) . . . . ?
C8B N1B C1B O1B -3.0(4) . . . . ?
C8B N1B C1B C2B 176.7(2) . . . . ?
O1B C1B C2B C3B -35.7(3) . . . . ?
N1B C1B C2B C3B 144.6(2) . . . . ?
O1B C1B C2B C7B 140.8(3) . . . . ?
N1B C1B C2B C7B -38.9(3) . . . . ?
C7B C2B C3B C4B 1.4(4) . . . . ?
C1B C2B C3B C4B 178.0(2) . . . . ?
C2B C3B C4B C5B -1.6(4) . . . . ?
C3B C4B C5B F1B -179.7(2) . . . . ?
C3B C4B C5B C6B 0.0(4) . . . . ?
F1B C5B C6B C7B -178.5(2) . . . . ?
C4B C5B C6B C7B 1.8(5) . . . . ?
C5B C6B C7B C2B -2.0(4) . . . . ?
C3B C2B C7B C6B 0.5(4) . . . . ?
C1B C2B C7B C6B -175.9(2) . . . . ?
C1B N1B C8B C10B -84.0(3) . . . . ?
C1B N1B C8B C9B 149.5(2) . . . . ?
C1B N1B C8B C10F -92.6(8) . . . . ?
N1B C8B C10B C11B -4.6(3) . . . . ?
C9B C8B C10B C11B 119.5(3) . . . . ?
N1B C8B C10B C19B 173.9(2) . . . . ?
C9B C8B C10B C19B -62.1(3) . . . . ?
C19B C10B C11B C12B -0.6(4) . . . . ?
C8B C10B C11B C12B 177.8(2) . . . . ?
C10B C11B C12B C13B -177.7(2) . . . . ?
C10B C11B C12B C17B 1.1(3) . . . . ?
C11B C12B C13B C14B 178.5(2) . . . . ?
C17B C12B C13B C14B -0.3(4) . . . . ?
C12B C13B C14B C15B 0.8(4) . . . . ?
C13B C14B C15B C16B -0.8(5) . . . . ?
C14B C15B C16B C17B 0.3(5) . . . . ?
C15B C16B C17B C18B -178.0(3) . . . . ?
C15B C16B C17B C12B 0.2(4) . . . . ?
C11B C12B C17B C16B -179.1(2) . . . . ?
C13B C12B C17B C16B -0.2(3) . . . . ?
C11B C12B C17B C18B -0.8(3) . . . . ?
C13B C12B C17B C18B 178.0(2) . . . . ?
C16B C17B C18B C19B 178.2(2) . . . . ?
C12B C17B C18B C19B 0.0(4) . . . . ?
C17B C18B C19B C10B 0.5(4) . . . . ?
C11B C10B C19B C18B -0.3(4) . . . . ?
C8B C10B C19B C18B -178.8(2) . . . . ?
C8C N1C C1C O1C 7.6(4) . . . . ?
C8C N1C C1C C2C -171.9(2) . . . . ?
O1C C1C C2C C7C -148.1(3) . . . . ?
N1C C1C C2C C7C 31.4(3) . . . . ?
O1C C1C C2C C3C 29.9(4) . . . . ?
N1C C1C C2C C3C -150.6(2) . . . . ?
C7C C2C C3C C4C -2.1(4) . . . . ?
C1C C2C C3C C4C 179.9(2) . . . . ?
C2C C3C C4C C5C 0.5(4) . . . . ?
C3C C4C C5C C6C 2.3(4) . . . . ?
C3C C4C C5C Br1C -176.9(2) . . . . ?
C4C C5C C6C C7C -3.5(4) . . . . ?
Br1C C5C C6C C7C 175.77(19) . . . . ?
C5C C6C C7C C2C 1.8(4) . . . . ?
C3C C2C C7C C6C 0.9(4) . . . . ?
C1C C2C C7C C6C 178.9(2) . . . . ?
C1C N1C C8C C10G 75.7(12) . . . . ?
C1C N1C C8C C10C 82.1(3) . . . . ?
C1C N1C C8C C9C -153.9(2) . . . . ?
N1C C8C C10C C11C -122.5(3) . . . . ?
C9C C8C C10C C11C 116.1(3) . . . . ?
N1C C8C C10C C19C 56.3(3) . . . . ?
C9C C8C C10C C19C -65.1(3) . . . . ?
C19C C10C C11C C12C -1.3(4) . . . . ?
C8C C10C C11C C12C 177.5(2) . . . . ?
C10C C11C C12C C13C -178.3(3) . . . . ?
C10C C11C C12C C17C 0.4(4) . . . . ?
C11C C12C C13C C14C 179.2(2) . . . . ?
C17C C12C C13C C14C 0.6(4) . . . . ?
C12C C13C C14C C15C 0.1(4) . . . . ?
C13C C14C C15C C16C -0.4(5) . . . . ?
C14C C15C C16C C17C 0.0(5) . . . . ?
C15C C16C C17C C18C -179.9(3) . . . . ?
C15C C16C C17C C12C 0.6(4) . . . . ?
C11C C12C C17C C16C -179.6(2) . . . . ?
C13C C12C C17C C16C -0.9(4) . . . . ?
C11C C12C C17C C18C 0.8(4) . . . . ?
C13C C12C C17C C18C 179.6(2) . . . . ?
C16C C17C C18C C19C 179.4(2) . . . . ?
C12C C17C C18C C19C -1.1(4) . . . . ?
C17C C18C C19C C10C 0.2(4) . . . . ?
C11C C10C C19C C18C 1.0(4) . . . . ?
C8C C10C C19C C18C -177.8(2) . . . . ?
C8D N1D C1D O1D 2.3(4) . . . . ?
C8D N1D C1D C2D -178.0(2) . . . . ?
O1D C1D C2D C3D 34.9(3) . . . . ?
N1D C1D C2D C3D -144.7(2) . . . . ?
O1D C1D C2D C7D -143.7(3) . . . . ?
N1D C1D C2D C7D 36.7(4) . . . . ?
C7D C2D C3D C4D -1.8(4) . . . . ?
C1D C2D C3D C4D 179.5(2) . . . . ?
C2D C3D C4D C5D 1.1(4) . . . . ?
C3D C4D C5D C6D 1.2(4) . . . . ?
C3D C4D C5D Br1D -176.42(19) . . . . ?
C4D C5D C6D C7D -2.7(4) . . . . ?
Br1D C5D C6D C7D 174.9(2) . . . . ?
C5D C6D C7D C2D 1.9(4) . . . . ?
C3D C2D C7D C6D 0.4(4) . . . . ?
C1D C2D C7D C6D 178.9(2) . . . . ?
C1D N1D C8D C10D 84.5(3) . . . . ?
C1D N1D C8D C9D -148.2(2) . . . . ?
C1D N1D C8D C10H 96.8(8) . . . . ?
N1D C8D C10D C11D 4.6(3) . . . . ?
C9D C8D C10D C11D -120.3(3) . . . . ?
N1D C8D C10D C19D -173.6(2) . . . . ?
C9D C8D C10D C19D 61.5(3) . . . . ?
C19D C10D C11D C12D 0.5(4) . . . . ?
C8D C10D C11D C12D -177.6(2) . . . . ?
C10D C11D C12D C13D 177.4(2) . . . . ?
C10D C11D C12D C17D -1.0(3) . . . . ?
C11D C12D C13D C14D -178.0(2) . . . . ?
C17D C12D C13D C14D 0.4(4) . . . . ?
C12D C13D C14D C15D -0.7(5) . . . . ?
C13D C14D C15D C16D 0.4(7) . . . . ?
C14D C15D C16D C17D 0.2(7) . . . . ?
C15D C16D C17D C18D 177.3(4) . . . . ?
C15D C16D C17D C12D -0.6(5) . . . . ?
C11D C12D C17D C16D 178.8(2) . . . . ?
C13D C12D C17D C16D 0.2(3) . . . . ?
C11D C12D C17D C18D 0.8(3) . . . . ?
C13D C12D C17D C18D -177.7(2) . . . . ?
C16D C17D C18D C19D -178.0(2) . . . . ?
C12D C17D C18D C19D -0.1(4) . . . . ?
C17D C18D C19D C10D -0.4(4) . . . . ?
C11D C10D C19D C18D 0.2(4) . . . . ?
C8D C10D C19D C18D 178.4(2) . . . . ?
N1A C8A C10E C11E -11.3(16) . . . . ?
C9A C8A C10E C11E 122.2(10) . . . . ?
N1A C8A C10E C19E 169.6(13) . . . . ?
C9A C8A C10E C19E -57.0(18) . . . . ?
C19E C10E C11E C12E 0.8(14) . . . . ?
C8A C10E C11E C12E -178.3(16) . . . . ?
C10E C11E C12E C17E -1.4(13) . . . . ?
C10E C11E C12E C13E -179.6(14) . . . . ?
C11E C12E C13E C14E 179.4(16) . . . . ?
C17E C12E C13E C14E 1(3) . . . . ?
C12E C13E C14E C15E 2(4) . . . . ?
C13E C14E C15E C16E -2(6) . . . . ?
C14E C15E C16E C17E -1(6) . . . . ?
C15E C16E C17E C18E 179(3) . . . . ?
C15E C16E C17E C12E 4(4) . . . . ?
C11E C12E C17E C16E 177.6(16) . . . . ?
C13E C12E C17E C16E -4(3) . . . . ?
C11E C12E C17E C18E 2(3) . . . . ?
C13E C12E C17E C18E -179.6(19) . . . . ?
C16E C17E C18E C19E -178(2) . . . . ?
C12E C17E C18E C19E -2(3) . . . . ?
C17E C18E C19E C10E 2(3) . . . . ?
C11E C10E C19E C18E -1(3) . . . . ?
C8A C10E C19E C18E 178.2(19) . . . . ?
N1B C8B C10F C11F 122.3(11) . . . . ?
C9B C8B C10F C11F -121.6(10) . . . . ?
N1B C8B C10F C19F -52.1(18) . . . . ?
C9B C8B C10F C19F 64.0(19) . . . . ?
C19F C10F C11F C12F -0.1(15) . . . . ?
C8B C10F C11F C12F -174.4(16) . . . . ?
C10F C11F C12F C17F -0.2(13) . . . . ?
C10F C11F C12F C13F -179.8(14) . . . . ?
C17F C12F C13F C14F 1(3) . . . . ?
C11F C12F C13F C14F -179.8(16) . . . . ?
C12F C13F C14F C15F 0(4) . . . . ?
C13F C14F C15F C16F -2(5) . . . . ?
C14F C15F C16F C17F 2(5) . . . . ?
C15F C16F C17F C12F -1(4) . . . . ?
C15F C16F C17F C18F 179(3) . . . . ?
C13F C12F C17F C16F 0(3) . . . . ?
C11F C12F C17F C16F -179.9(16) . . . . ?
C13F C12F C17F C18F 179.9(19) . . . . ?
C11F C12F C17F C18F 0(2) . . . . ?
C16F C17F C18F C19F -180(2) . . . . ?
C12F C17F C18F C19F 0(3) . . . . ?
C17F C18F C19F C10F 0(3) . . . . ?
C11F C10F C19F C18F 0(3) . . . . ?
C8B C10F C19F C18F 174.6(19) . . . . ?
N1C C8C C10G C11G 3.7(18) . . . . ?
C9C C8C C10G C11G -126.1(10) . . . . ?
N1C C8C C10G C19G -169.9(13) . . . . ?
C9C C8C C10G C19G 60.3(19) . . . . ?
C19G C10G C11G C12G -1.3(15) . . . . ?
C8C C10G C11G C12G -174.9(17) . . . . ?
C10G C11G C12G C17G -0.4(13) . . . . ?
C10G C11G C12G C13G -180.0(14) . . . . ?
C17G C12G C13G C14G 2(3) . . . . ?
C11G C12G C13G C14G -178.2(15) . . . . ?
C12G C13G C14G C15G -5(4) . . . . ?
C13G C14G C15G C16G 7(6) . . . . ?
C14G C15G C16G C17G -6(6) . . . . ?
C15G C16G C17G C18G -179(3) . . . . ?
C15G C16G C17G C12G 3(4) . . . . ?
C11G C12G C17G C18G 1(2) . . . . ?
C13G C12G C17G C18G -179.3(19) . . . . ?
C11G C12G C17G C16G 179.0(16) . . . . ?
C13G C12G C17G C16G -1(3) . . . . ?
C16G C17G C18G C19G -178(2) . . . . ?
C12G C17G C18G C19G 0(3) . . . . ?
C17G C18G C19G C10G -2(3) . . . . ?
C11G C10G C19G C18G 2(3) . . . . ?
C8C C10G C19G C18G 176.0(19) . . . . ?
N1D C8D C10H C11H -123.2(14) . . . . ?
C9D C8D C10H C11H 121.4(14) . . . . ?
N1D C8D C10H C19H 51(2) . . . . ?
C9D C8D C10H C19H -64(2) . . . . ?
C19H C10H C11H C12H -1(2) . . . . ?
C8D C10H C11H C12H 173.5(18) . . . . ?
C10H C11H C12H C17H 1.2(19) . . . . ?
C10H C11H C12H C13H -179(2) . . . . ?
C17H C12H C13H C14H -1(3) . . . . ?
C11H C12H C13H C14H 179.9(19) . . . . ?
C12H C13H C14H C15H -2(5) . . . . ?
C13H C14H C15H C16H 4(9) . . . . ?
C14H C15H C16H C17H -4(9) . . . . ?
C13H C12H C17H C16H 1(3) . . . . ?
C11H C12H C17H C16H -179.5(18) . . . . ?
C13H C12H C17H C18H 179(2) . . . . ?
C11H C12H C17H C18H -1(3) . . . . ?
C15H C16H C17H C12H 1(5) . . . . ?
C15H C16H C17H C18H -177(5) . . . . ?
C12H C17H C18H C19H 1(4) . . . . ?
C16H C17H C18H C19H 180(2) . . . . ?
C17H C18H C19H C10H -1(4) . . . . ?
C11H C10H C19H C18H 1(3) . . . . ?
C8D C10H C19H C18H -173(2) . . . . ?
